#------------------------------------------------------------------------------ #$Date: 2025-08-21 23:26:11 +0200 (Thu, 21 Aug 2025) $ #$Revision: 301853 $ #$URL: svn://www.crystallography.net/cod/cif/7/10/87/7108786.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7108786 loop_ _publ_author_name 'Philippa B. Cranwell' 'Jennifer R. Hiscock' 'Cally J. E. Haynes' 'Mark E. Light' 'Neil J. Wells' 'Philip A. Gale' _publ_section_title ; Anion recognition and transport properties of sulfamide-, phosphoric triamide- and thiophosphoric triamide-based receptors ; _journal_issue 9 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 874 _journal_page_last 876 _journal_paper_doi 10.1039/c2cc38198b _journal_volume 49 _journal_year 2013 _chemical_formula_moiety ' C24 H12 F18 N3 O P, 2(C16 H36 N), 2(Cl), H2 O ' _chemical_formula_sum 'C56 H86 Cl2 F18 N5 O2 P' _chemical_formula_weight 1305.17 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 102.004(11) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 13.788(8) _cell_length_b 18.964(10) _cell_length_c 25.385(14) _cell_measurement_reflns_used 16993 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 31.5 _cell_measurement_theta_min 2.6 _cell_volume 6492(6) _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011) ; _computing_data_collection ; CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011) ; _computing_molecular_graphics ; Images generated using CrystalMaker: a crystal and molecular structures program for Mac and Windows. CrystalMaker Software Ltd, Oxford, England (www.crystalmaker.com) ; _computing_publication_material 'WINGX (Farrugia, 1998)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _diffrn_ambient_temperature 100(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 28.5714 _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device 'four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 (Right)' _diffrn_measurement_method 'profile data from \w-scans' _diffrn_measurement_specimen_support 'MiTeGen MicroMesh' _diffrn_radiation_collimation 'Confocal mirrors, HF Varimax ' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71075 _diffrn_reflns_av_R_equivalents 0.0920 _diffrn_reflns_av_sigmaI/netI 0.1279 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_number 43186 _diffrn_reflns_theta_full 27.49 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_min 2.63 _diffrn_source 'Rotating Anode' _diffrn_source_current 55.0 _diffrn_source_power 2.475 _diffrn_source_voltage 45.0 _exptl_absorpt_coefficient_mu 0.219 _exptl_absorpt_correction_T_max 0.9870 _exptl_absorpt_correction_T_min 0.9575 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Jacobson, R. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Needle _exptl_crystal_F_000 2736 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.06 _refine_diff_density_max 1.249 _refine_diff_density_min -0.508 _refine_diff_density_rms 0.069 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.147 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 769 _refine_ls_number_reflns 14776 _refine_ls_number_restraints 13 _refine_ls_restrained_S_all 1.148 _refine_ls_R_factor_all 0.2162 _refine_ls_R_factor_gt 0.1408 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0946P)^2^+12.2290P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2774 _refine_ls_wR_factor_ref 0.3210 _reflns_number_gt 8446 _reflns_number_total 14776 _reflns_threshold_expression >2\s(I) _iucr_refine_instructions_details ; TITL SHELX in P2(1)/c CELL 0.71073 13.7878 18.9639 25.3854 90.000 102.004 90.000 ZERR 4 0.0081 0.0104 0.0135 0.000 0.011 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O F P CL UNIT 224 344 20 8 72 4 8 MERG 2 DFIX 0.84 H1W O1W H2W O1W DFIX 1.4 H1W H2W EADP C38A C38B EADP C39A C39B EADP F4A F4B F5A F5B F6A F6B EXYZ C38A C38B EXYZ C39A C39B HTAB O1W O1 HTAB O1W Cl2 HTAB N1 Cl1 HTAB N2 Cl2 HTAB N3 Cl1 SIZE 0.2 0.16 0.06 FMAP 2 PLAN 20 ACTA 55.00 BOND WGHT 0.09460 12.22900 L.S. 16 DAMP 500.00 15.00 FVAR 1.49928 0.51516 O1W 4 -0.391242 0.446364 0.075580 11.00000 0.06375 0.08170 = 0.12736 0.01081 0.02811 0.01288 H1W 2 -0.350984 0.430300 0.056766 11.00000 -1.50000 H2W 2 -0.418004 0.411187 0.088920 11.00000 -1.50000 MOLE 1 N4 3 0.324242 0.126392 0.076800 11.00000 0.05368 0.04833 = 0.05110 0.00582 0.01389 0.01365 C1 1 0.310647 0.166986 0.024124 11.00000 0.05508 0.05201 = 0.05845 0.01647 0.01437 0.01372 AFIX 23 H1A 2 0.249406 0.193636 0.019490 11.00000 -1.20000 H1B 2 0.364488 0.200620 0.026948 11.00000 -1.20000 AFIX 0 C2 1 0.307538 0.122926 -0.025441 11.00000 0.08560 0.07106 = 0.05238 0.00994 0.00982 0.01106 AFIX 23 H2A 2 0.253676 0.089143 -0.029440 11.00000 -1.20000 H2B 2 0.369227 0.097175 -0.022461 11.00000 -1.20000 AFIX 0 C3 1 0.291851 0.172603 -0.074785 11.00000 0.11066 0.08534 = 0.05932 0.01192 0.00797 -0.01634 AFIX 23 H3A 2 0.228635 0.196453 -0.078090 11.00000 -1.20000 H3B 2 0.343450 0.208236 -0.068938 11.00000 -1.20000 AFIX 0 C4 1 0.293444 0.135691 -0.124655 11.00000 0.18181 0.09665 = 0.07191 -0.00503 0.02492 -0.02743 AFIX 137 H4A 2 0.358928 0.117819 -0.123707 11.00000 -1.50000 H4B 2 0.275217 0.167624 -0.154414 11.00000 -1.50000 H4C 2 0.247241 0.097206 -0.128843 11.00000 -1.50000 AFIX 0 C5 1 0.416007 0.079846 0.084950 11.00000 0.05653 0.05795 = 0.05624 0.00798 0.01643 0.01981 AFIX 23 H5A 2 0.421092 0.054762 0.118715 11.00000 -1.20000 H5B 2 0.405999 0.044881 0.056442 11.00000 -1.20000 AFIX 0 C6 1 0.513199 0.115829 0.085818 11.00000 0.05945 0.06380 = 0.09196 0.00665 0.01921 0.02731 AFIX 23 H6A 2 0.530540 0.145464 0.117528 11.00000 -1.20000 H6B 2 0.508161 0.145416 0.054195 11.00000 -1.20000 AFIX 0 C7 1 0.593404 0.059327 0.086572 11.00000 0.06191 0.07903 = 0.08221 0.01581 0.01671 0.00969 AFIX 23 H7A 2 0.594100 0.028384 0.117074 11.00000 -1.20000 H7B 2 0.575535 0.031081 0.054144 11.00000 -1.20000 AFIX 0 C8 1 0.692496 0.086953 0.089913 11.00000 0.05990 0.07713 = 0.11744 0.00621 0.01380 -0.00016 AFIX 137 H8A 2 0.691236 0.122033 0.062514 11.00000 -1.50000 H8B 2 0.736134 0.049318 0.084732 11.00000 -1.50000 H8C 2 0.715760 0.107809 0.124707 11.00000 -1.50000 AFIX 0 C9 1 0.238643 0.077129 0.079007 11.00000 0.06086 0.03801 = 0.05031 -0.00274 0.01079 0.00448 AFIX 23 H9A 2 0.239361 0.039662 0.053078 11.00000 -1.20000 H9B 2 0.250775 0.055576 0.114426 11.00000 -1.20000 AFIX 0 C10 1 0.135729 0.108623 0.068245 11.00000 0.05799 0.03556 = 0.05039 0.00286 0.01511 0.00124 AFIX 23 H10A 2 0.118297 0.125790 0.031493 11.00000 -1.20000 H10B 2 0.133476 0.147970 0.092376 11.00000 -1.20000 AFIX 0 C11 1 0.062446 0.051387 0.077247 11.00000 0.06661 0.03728 = 0.06156 -0.00099 0.01434 -0.00247 AFIX 23 H11A 2 0.068386 0.011507 0.054199 11.00000 -1.20000 H11B 2 0.080593 0.035358 0.114279 11.00000 -1.20000 AFIX 0 C12 1 -0.044433 0.075261 0.066032 11.00000 0.07754 0.04772 = 0.06616 0.00723 0.02025 0.00067 AFIX 137 H12A 2 -0.050552 0.116310 0.087232 11.00000 -1.50000 H12B 2 -0.085297 0.038167 0.075234 11.00000 -1.50000 H12C 2 -0.065354 0.086475 0.028506 11.00000 -1.50000 AFIX 0 C13 1 0.332946 0.184567 0.119455 11.00000 0.04168 0.04738 = 0.06579 -0.00710 0.00928 0.00512 AFIX 23 H13A 2 0.389010 0.214179 0.116647 11.00000 -1.20000 H13B 2 0.273930 0.213685 0.110816 11.00000 -1.20000 AFIX 0 C14 1 0.345538 0.160936 0.177022 11.00000 0.06231 0.07316 = 0.05810 -0.00716 0.00706 0.01669 AFIX 23 H14A 2 0.402382 0.129843 0.186369 11.00000 -1.20000 H14B 2 0.287104 0.135419 0.181954 11.00000 -1.20000 AFIX 0 C15 1 0.360910 0.226604 0.213125 11.00000 0.07122 0.07756 = 0.06069 -0.01733 0.00592 0.01349 AFIX 23 H15A 2 0.418540 0.251997 0.206874 11.00000 -1.20000 H15B 2 0.303863 0.257305 0.202737 11.00000 -1.20000 AFIX 0 C16 1 0.374980 0.210958 0.271621 11.00000 0.10579 0.10599 = 0.08754 -0.00892 0.01010 0.01991 AFIX 137 H16A 2 0.317637 0.186787 0.278412 11.00000 -1.50000 H16B 2 0.383912 0.254266 0.291627 11.00000 -1.50000 H16C 2 0.432474 0.181718 0.282592 11.00000 -1.50000 AFIX 0 MOLE 2 N5 3 -0.312115 0.512432 -0.090449 11.00000 0.03718 0.07414 = 0.04772 0.00908 0.00907 -0.01027 C17 1 -0.400132 0.470758 -0.079388 11.00000 0.04231 0.09573 = 0.06257 0.00373 0.00908 -0.01503 AFIX 23 H17A 2 -0.386343 0.458113 -0.041537 11.00000 -1.20000 H17B 2 -0.457557 0.501555 -0.085708 11.00000 -1.20000 AFIX 0 C18 1 -0.427372 0.403862 -0.112202 11.00000 0.04545 0.09696 = 0.10762 -0.01381 0.02045 -0.01787 AFIX 23 H18A 2 -0.371807 0.371390 -0.105425 11.00000 -1.20000 H18B 2 -0.442050 0.415267 -0.150284 11.00000 -1.20000 AFIX 0 C19 1 -0.519049 0.368574 -0.096736 11.00000 0.05878 0.16391 = 0.11930 0.03044 0.00125 -0.00906 AFIX 23 H19A 2 -0.570934 0.403686 -0.099095 11.00000 -1.20000 H19B 2 -0.543410 0.332135 -0.122973 11.00000 -1.20000 AFIX 0 C20 1 -0.502256 0.339272 -0.046651 11.00000 0.07686 0.16575 = 0.20380 0.08791 0.02062 -0.01850 AFIX 137 H20A 2 -0.444876 0.309404 -0.041908 11.00000 -1.50000 H20B 2 -0.558841 0.311822 -0.042752 11.00000 -1.50000 H20C 2 -0.491218 0.375946 -0.020004 11.00000 -1.50000 AFIX 0 C21 1 -0.297688 0.577267 -0.055123 11.00000 0.02893 0.06108 = 0.05869 0.01550 0.01054 0.00481 AFIX 23 H21A 2 -0.358743 0.604291 -0.062632 11.00000 -1.20000 H21B 2 -0.246630 0.606116 -0.065475 11.00000 -1.20000 AFIX 0 C22 1 -0.269013 0.564680 0.005798 11.00000 0.05905 0.06308 = 0.05786 0.00834 0.02578 0.00507 AFIX 23 H22A 2 -0.325150 0.544873 0.018210 11.00000 -1.20000 H22B 2 -0.215062 0.530922 0.013501 11.00000 -1.20000 AFIX 0 C23 1 -0.237755 0.631922 0.035444 11.00000 0.06771 0.06109 = 0.06272 0.00292 0.01332 0.00567 AFIX 23 H23A 2 -0.290656 0.666298 0.026193 11.00000 -1.20000 H23B 2 -0.179949 0.650518 0.023974 11.00000 -1.20000 AFIX 0 C24 1 -0.212952 0.621698 0.096992 11.00000 0.08671 0.08478 = 0.06089 -0.00469 0.02485 0.00884 AFIX 137 H24A 2 -0.271572 0.607443 0.108993 11.00000 -1.50000 H24B 2 -0.188897 0.665276 0.114097 11.00000 -1.50000 H24C 2 -0.162930 0.586005 0.106237 11.00000 -1.50000 AFIX 0 C25 1 -0.223462 0.464915 -0.078116 11.00000 0.04065 0.06680 = 0.03870 0.00063 0.00617 -0.01536 AFIX 23 H25A 2 -0.233123 0.427021 -0.104355 11.00000 -1.20000 H25B 2 -0.220872 0.443818 -0.043042 11.00000 -1.20000 AFIX 0 C26 1 -0.123225 0.499207 -0.077941 11.00000 0.03843 0.05579 = 0.04109 -0.00464 0.01066 -0.00391 AFIX 23 H26A 2 -0.112596 0.537889 -0.052385 11.00000 -1.20000 H26B 2 -0.122835 0.518167 -0.113385 11.00000 -1.20000 AFIX 0 C27 1 -0.039698 0.445248 -0.062615 11.00000 0.03993 0.07744 = 0.06218 -0.01779 0.00671 -0.00312 AFIX 23 H27A 2 0.022993 0.469309 -0.060800 11.00000 -1.20000 H27B 2 -0.040396 0.427737 -0.026793 11.00000 -1.20000 AFIX 0 C28 1 -0.043614 0.383050 -0.099811 11.00000 0.08179 0.06904 = 0.09889 -0.01964 0.00611 -0.00327 AFIX 137 H28A 2 -0.103755 0.357159 -0.100675 11.00000 -1.50000 H28B 2 0.012332 0.352951 -0.087078 11.00000 -1.50000 H28C 2 -0.041916 0.399363 -0.135407 11.00000 -1.50000 AFIX 0 C29 1 -0.327729 0.535002 -0.149987 11.00000 0.04352 0.09923 = 0.05470 0.02159 0.00960 -0.00837 AFIX 23 H29A 2 -0.274973 0.567326 -0.153589 11.00000 -1.20000 H29B 2 -0.321036 0.493573 -0.171358 11.00000 -1.20000 AFIX 0 C30 1 -0.422365 0.568583 -0.172760 11.00000 0.05653 0.09643 = 0.07321 0.00103 -0.00084 -0.00349 AFIX 23 H30A 2 -0.428396 0.612271 -0.153828 11.00000 -1.20000 H30B 2 -0.476434 0.537794 -0.168576 11.00000 -1.20000 AFIX 0 C31 1 -0.428389 0.584033 -0.233571 11.00000 0.07349 0.07901 = 0.05297 0.00362 -0.00084 -0.00849 AFIX 23 H31A 2 -0.481822 0.617374 -0.245432 11.00000 -1.20000 H31B 2 -0.367235 0.606948 -0.237222 11.00000 -1.20000 AFIX 0 C32 1 -0.444754 0.521950 -0.270909 11.00000 0.07528 0.07013 = 0.06696 0.00386 -0.00987 0.01504 AFIX 137 H32A 2 -0.387830 0.491601 -0.263230 11.00000 -1.50000 H32B 2 -0.454644 0.538102 -0.307479 11.00000 -1.50000 H32C 2 -0.502270 0.496383 -0.265932 11.00000 -1.50000 AFIX 0 MOLE 3 P1 6 -0.182033 0.331848 0.062466 11.00000 0.03221 0.04144 = 0.03509 0.00527 0.00550 0.00633 O1 4 -0.256696 0.371465 0.024023 11.00000 0.04642 0.05934 = 0.04374 0.01529 0.00747 0.01821 N1 3 -0.115271 0.278350 0.033620 11.00000 0.03091 0.04913 = 0.03094 -0.00734 0.00042 0.00547 AFIX 43 H1 2 -0.053369 0.275776 0.048519 11.00000 -1.20000 AFIX 0 N2 3 -0.239024 0.289540 0.103630 11.00000 0.03053 0.04631 = 0.03777 0.00393 0.00462 -0.00309 AFIX 43 H2 2 -0.302332 0.286197 0.093273 11.00000 -1.20000 AFIX 0 N3 3 -0.089936 0.375930 0.100030 11.00000 0.03256 0.03290 = 0.03572 -0.00152 0.01116 -0.00074 AFIX 43 H3 2 -0.035250 0.376478 0.088787 11.00000 -1.20000 AFIX 0 C33 1 -0.146086 0.236592 -0.011911 11.00000 0.04436 0.03727 = 0.03137 0.00676 0.00178 0.00008 C34 1 -0.077284 0.214921 -0.041252 11.00000 0.06261 0.04005 = 0.03447 -0.00168 0.00888 -0.00731 AFIX 43 H34 2 -0.011469 0.228809 -0.030357 11.00000 -1.20000 AFIX 0 C35 1 -0.104461 0.173387 -0.086047 11.00000 0.08560 0.04110 = 0.03903 -0.00389 0.00564 -0.00441 C36 1 -0.026794 0.151991 -0.116690 11.00000 0.10424 0.06432 = 0.04391 -0.01384 0.01584 -0.00566 C37 1 -0.199914 0.150268 -0.102360 11.00000 0.10973 0.03281 = 0.04188 -0.00133 -0.00226 0.00556 AFIX 43 H37 2 -0.217350 0.120969 -0.132209 11.00000 -1.20000 AFIX 0 PART 1 C38A 1 -0.271459 0.171524 -0.073243 21.00000 0.06692 0.04028 = 0.05872 0.00823 -0.01687 -0.00887 C39A 1 -0.377105 0.147443 -0.088126 21.00000 0.12133 0.06023 = 0.07852 -0.00105 -0.04511 -0.00916 F4A 5 -0.379605 0.097164 -0.132806 21.00000 0.08333 0.10886 = 0.08690 -0.00477 -0.01401 -0.03178 F5A 5 -0.429256 0.199529 -0.113433 21.00000 0.08333 0.10886 = 0.08690 -0.00477 -0.01401 -0.03178 F6A 5 -0.403422 0.109664 -0.054801 21.00000 0.08333 0.10886 = 0.08690 -0.00477 -0.01401 -0.03178 PART 2 C38B 1 -0.271459 0.171524 -0.073243 -21.00000 0.06692 0.04028 = 0.05872 0.00823 -0.01687 -0.00887 C39B 1 -0.377105 0.147443 -0.088126 -21.00000 0.12133 0.06023 = 0.07852 -0.00105 -0.04511 -0.00916 F4B 5 -0.432125 0.159605 -0.048799 -21.00000 0.08333 0.10886 = 0.08690 -0.00477 -0.01401 -0.03178 F5B 5 -0.387104 0.077747 -0.094464 -21.00000 0.08333 0.10886 = 0.08690 -0.00477 -0.01401 -0.03178 F6B 5 -0.433502 0.174227 -0.131602 -21.00000 0.08333 0.10886 = 0.08690 -0.00477 -0.01401 -0.03178 PART 0 C40 1 -0.244776 0.214835 -0.028126 11.00000 0.05593 0.03705 = 0.04593 0.00492 -0.00159 -0.00053 AFIX 43 H40 2 -0.292074 0.229096 -0.009030 11.00000 -1.20000 AFIX 0 C41 1 -0.198843 0.258226 0.153162 11.00000 0.04958 0.02632 = 0.03496 -0.00205 0.00910 -0.00794 C42 1 -0.098672 0.239991 0.167667 11.00000 0.04897 0.03362 = 0.03736 -0.00165 0.01337 -0.00067 AFIX 43 H42 2 -0.056690 0.246156 0.143713 11.00000 -1.20000 AFIX 0 SAME 0.01 C38B > F6B C43 1 -0.063176 0.212326 0.218924 11.00000 0.06241 0.02701 = 0.03479 0.00030 0.00426 0.00028 C44 1 0.045628 0.197573 0.234985 11.00000 0.06841 0.06853 = 0.04820 0.00944 0.00197 0.01637 F7 5 0.077947 0.158089 0.197136 11.00000 0.06333 0.08570 = 0.06149 0.00298 0.00222 0.03052 F8 5 0.069585 0.159957 0.280291 11.00000 0.10162 0.10638 = 0.05512 0.03416 0.00120 0.03939 F9 5 0.101777 0.254563 0.241112 11.00000 0.05683 0.07274 = 0.11631 0.00435 -0.01931 0.00041 C45 1 -0.124646 0.201155 0.254812 11.00000 0.09026 0.04308 = 0.03348 0.01566 0.01220 -0.00381 AFIX 43 H45 2 -0.099540 0.182595 0.288825 11.00000 -1.20000 AFIX 0 C46 1 -0.224115 0.218072 0.239230 11.00000 0.07308 0.04519 = 0.04144 0.00679 0.01777 -0.00575 C47 1 -0.294460 0.205795 0.275591 11.00000 0.10497 0.07817 = 0.05396 0.02290 0.04274 0.00003 C48 1 -0.260902 0.246957 0.189566 11.00000 0.05688 0.03813 = 0.05654 -0.00903 0.02479 -0.00966 AFIX 43 H48 2 -0.327583 0.259154 0.179991 11.00000 -1.20000 AFIX 0 C49 1 -0.089563 0.412805 0.148221 11.00000 0.04906 0.02614 = 0.04130 0.00652 0.01530 0.00620 C50 1 -0.175339 0.434729 0.164171 11.00000 0.05186 0.03980 = 0.04215 0.00700 0.01059 0.00750 AFIX 43 H50 2 -0.237326 0.426851 0.142235 11.00000 -1.20000 AFIX 0 C51 1 -0.166714 0.468867 0.213833 11.00000 0.06536 0.03438 = 0.04370 0.00845 0.02155 0.01607 C52 1 -0.259408 0.486794 0.231258 11.00000 0.07940 0.07612 = 0.04912 0.00216 0.02275 0.02493 C53 1 -0.075315 0.483737 0.245810 11.00000 0.07883 0.03489 = 0.03947 0.00432 0.01159 0.00787 AFIX 43 H53 2 -0.070704 0.507892 0.278120 11.00000 -1.20000 AFIX 0 C54 1 0.008446 0.462517 0.229411 11.00000 0.06142 0.03506 = 0.04204 0.00479 0.00977 0.00178 C55 1 0.109454 0.480171 0.261984 11.00000 0.07541 0.06347 = 0.05866 -0.01083 0.00098 0.00495 C56 1 0.003300 0.425628 0.181946 11.00000 0.04780 0.03294 = 0.04391 0.00539 0.01444 0.00058 AFIX 43 H56 2 0.060917 0.409396 0.172388 11.00000 -1.20000 AFIX 0 F1 5 0.021027 0.207848 -0.130614 11.00000 0.13725 0.05796 = 0.07526 0.00382 0.06131 0.00657 F2 5 0.045166 0.111362 -0.086239 11.00000 0.12091 0.06922 = 0.09657 0.01370 0.05298 0.02876 F3 5 -0.061426 0.116480 -0.160531 11.00000 0.16693 0.14643 = 0.09647 -0.08041 0.04677 -0.02257 F10 5 -0.250813 0.190810 0.324865 11.00000 0.13924 0.21863 = 0.07849 0.06103 0.05854 0.02553 F11 5 -0.355325 0.154133 0.259530 11.00000 0.25111 0.13490 = 0.16310 -0.06926 0.16177 -0.12408 F12 5 -0.349406 0.259955 0.280879 11.00000 0.15016 0.10464 = 0.11532 0.01873 0.09763 0.01604 F13 5 -0.320945 0.433592 0.228404 11.00000 0.08416 0.14293 = 0.17924 -0.06210 0.08109 -0.01208 F14 5 -0.308584 0.537766 0.205994 11.00000 0.15975 0.20242 = 0.13353 0.09001 0.08990 0.14249 F15 5 -0.244626 0.503840 0.283615 11.00000 0.09949 0.16792 = 0.07275 -0.03474 0.03445 0.03262 F16 5 0.172854 0.426673 0.265368 11.00000 0.09051 0.09865 = 0.11480 -0.03027 -0.03482 0.01556 F17 5 0.108374 0.501737 0.310697 11.00000 0.09266 0.16018 = 0.05665 -0.04214 0.00297 -0.02353 F18 5 0.154357 0.530811 0.238867 11.00000 0.08337 0.10650 = 0.09883 0.00322 0.00739 -0.03818 MOLE 4 CL1 7 0.108852 0.300968 0.085442 11.00000 0.03398 0.04238 = 0.07186 -0.00743 0.01335 -0.00048 MOLE 5 CL2 7 -0.475482 0.299181 0.091351 11.00000 0.04369 0.07331 = 0.13937 0.02701 0.03612 0.00628 HKLF 4 END ; _cod_data_source_file c2cc38198b.txt _cod_data_source_block shelx_mel _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius ; _cod_original_sg_symbol_H-M P2(1)/c _cod_database_code 7108786 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1W O -0.3912(3) 0.4464(2) 0.0756(2) 0.0897(15) Uani 1 1 d D . . H1W H -0.3510(17) 0.430(2) 0.0567(12) 0.135 Uiso 1 1 d D . . H2W H -0.418(3) 0.4112(16) 0.0889(18) 0.135 Uiso 1 1 d D . . N4 N 0.3242(3) 0.1264(2) 0.07680(16) 0.0506(11) Uani 1 1 d . . . C1 C 0.3106(4) 0.1670(3) 0.0241(2) 0.0548(14) Uani 1 1 d . . . H1A H 0.2494 0.1936 0.0195 0.066 Uiso 1 1 calc R . . H1B H 0.3645 0.2006 0.0269 0.066 Uiso 1 1 calc R . . C2 C 0.3075(5) 0.1229(3) -0.0254(2) 0.0703(18) Uani 1 1 d . . . H2A H 0.2537 0.0891 -0.0294 0.084 Uiso 1 1 calc R . . H2B H 0.3692 0.0972 -0.0225 0.084 Uiso 1 1 calc R . . C3 C 0.2919(6) 0.1726(4) -0.0748(2) 0.087(2) Uani 1 1 d . . . H3A H 0.2286 0.1965 -0.0781 0.104 Uiso 1 1 calc R . . H3B H 0.3434 0.2082 -0.0689 0.104 Uiso 1 1 calc R . . C4 C 0.2934(7) 0.1357(4) -0.1247(3) 0.117(3) Uani 1 1 d . . . H4A H 0.3589 0.1178 -0.1237 0.176 Uiso 1 1 calc R . . H4B H 0.2752 0.1676 -0.1544 0.176 Uiso 1 1 calc R . . H4C H 0.2472 0.0972 -0.1288 0.176 Uiso 1 1 calc R . . C5 C 0.4160(4) 0.0798(3) 0.0850(2) 0.0562(15) Uani 1 1 d . . . H5A H 0.4211 0.0548 0.1187 0.067 Uiso 1 1 calc R . . H5B H 0.4060 0.0449 0.0564 0.067 Uiso 1 1 calc R . . C6 C 0.5132(4) 0.1158(3) 0.0858(3) 0.0712(18) Uani 1 1 d . . . H6A H 0.5305 0.1455 0.1175 0.085 Uiso 1 1 calc R . . H6B H 0.5082 0.1454 0.0542 0.085 Uiso 1 1 calc R . . C7 C 0.5934(4) 0.0593(3) 0.0866(3) 0.0741(19) Uani 1 1 d . . . H7A H 0.5941 0.0284 0.1171 0.089 Uiso 1 1 calc R . . H7B H 0.5755 0.0311 0.0541 0.089 Uiso 1 1 calc R . . C8 C 0.6925(5) 0.0870(4) 0.0899(3) 0.085(2) Uani 1 1 d . . . H8A H 0.6912 0.1220 0.0625 0.128 Uiso 1 1 calc R . . H8B H 0.7361 0.0493 0.0847 0.128 Uiso 1 1 calc R . . H8C H 0.7158 0.1078 0.1247 0.128 Uiso 1 1 calc R . . C9 C 0.2386(4) 0.0771(3) 0.0790(2) 0.0498(13) Uani 1 1 d . . . H9A H 0.2394 0.0397 0.0531 0.060 Uiso 1 1 calc R . . H9B H 0.2508 0.0556 0.1144 0.060 Uiso 1 1 calc R . . C10 C 0.1357(4) 0.1086(2) 0.0682(2) 0.0474(13) Uani 1 1 d . . . H10A H 0.1183 0.1258 0.0315 0.057 Uiso 1 1 calc R . . H10B H 0.1335 0.1480 0.0924 0.057 Uiso 1 1 calc R . . C11 C 0.0624(4) 0.0514(3) 0.0772(2) 0.0550(14) Uani 1 1 d . . . H11A H 0.0684 0.0115 0.0542 0.066 Uiso 1 1 calc R . . H11B H 0.0806 0.0354 0.1143 0.066 Uiso 1 1 calc R . . C12 C -0.0444(4) 0.0753(3) 0.0660(2) 0.0630(16) Uani 1 1 d . . . H12A H -0.0506 0.1163 0.0872 0.095 Uiso 1 1 calc R . . H12B H -0.0853 0.0382 0.0752 0.095 Uiso 1 1 calc R . . H12C H -0.0654 0.0865 0.0285 0.095 Uiso 1 1 calc R . . C13 C 0.3329(4) 0.1846(3) 0.1195(2) 0.0519(14) Uani 1 1 d . . . H13A H 0.3890 0.2142 0.1166 0.062 Uiso 1 1 calc R . . H13B H 0.2739 0.2137 0.1108 0.062 Uiso 1 1 calc R . . C14 C 0.3455(4) 0.1609(3) 0.1770(2) 0.0653(17) Uani 1 1 d . . . H14A H 0.4024 0.1298 0.1864 0.078 Uiso 1 1 calc R . . H14B H 0.2871 0.1354 0.1820 0.078 Uiso 1 1 calc R . . C15 C 0.3609(5) 0.2266(3) 0.2131(2) 0.0710(18) Uani 1 1 d . . . H15A H 0.4185 0.2520 0.2069 0.085 Uiso 1 1 calc R . . H15B H 0.3039 0.2573 0.2027 0.085 Uiso 1 1 calc R . . C16 C 0.3750(6) 0.2110(4) 0.2716(3) 0.101(3) Uani 1 1 d . . . H16A H 0.3176 0.1868 0.2784 0.152 Uiso 1 1 calc R . . H16B H 0.3839 0.2543 0.2916 0.152 Uiso 1 1 calc R . . H16C H 0.4325 0.1817 0.2826 0.152 Uiso 1 1 calc R . . N5 N -0.3121(3) 0.5124(2) -0.09045(16) 0.0530(12) Uani 1 1 d . . . C17 C -0.4001(4) 0.4708(3) -0.0794(2) 0.0671(18) Uani 1 1 d . . . H17A H -0.3863 0.4581 -0.0415 0.081 Uiso 1 1 calc R . . H17B H -0.4576 0.5016 -0.0857 0.081 Uiso 1 1 calc R . . C18 C -0.4274(4) 0.4039(4) -0.1122(3) 0.083(2) Uani 1 1 d . . . H18A H -0.3718 0.3714 -0.1054 0.099 Uiso 1 1 calc R . . H18B H -0.4420 0.4153 -0.1503 0.099 Uiso 1 1 calc R . . C19 C -0.5190(5) 0.3686(5) -0.0967(3) 0.117(3) Uani 1 1 d . . . H19A H -0.5709 0.4037 -0.0991 0.140 Uiso 1 1 calc R . . H19B H -0.5434 0.3321 -0.1230 0.140 Uiso 1 1 calc R . . C20 C -0.5023(6) 0.3393(5) -0.0467(4) 0.150(4) Uani 1 1 d . . . H20A H -0.4449 0.3094 -0.0419 0.225 Uiso 1 1 calc R . . H20B H -0.5588 0.3118 -0.0428 0.225 Uiso 1 1 calc R . . H20C H -0.4912 0.3759 -0.0200 0.225 Uiso 1 1 calc R . . C21 C -0.2977(3) 0.5773(3) -0.0551(2) 0.0494(13) Uani 1 1 d . . . H21A H -0.3587 0.6043 -0.0626 0.059 Uiso 1 1 calc R . . H21B H -0.2466 0.6061 -0.0655 0.059 Uiso 1 1 calc R . . C22 C -0.2690(4) 0.5647(3) 0.0058(2) 0.0580(15) Uani 1 1 d . . . H22A H -0.3252 0.5449 0.0182 0.070 Uiso 1 1 calc R . . H22B H -0.2151 0.5309 0.0135 0.070 Uiso 1 1 calc R . . C23 C -0.2378(4) 0.6319(3) 0.0354(2) 0.0639(16) Uani 1 1 d . . . H23A H -0.2907 0.6663 0.0262 0.077 Uiso 1 1 calc R . . H23B H -0.1799 0.6505 0.0240 0.077 Uiso 1 1 calc R . . C24 C -0.2130(5) 0.6217(4) 0.0970(2) 0.0761(19) Uani 1 1 d . . . H24A H -0.2716 0.6074 0.1090 0.114 Uiso 1 1 calc R . . H24B H -0.1889 0.6653 0.1141 0.114 Uiso 1 1 calc R . . H24C H -0.1629 0.5860 0.1062 0.114 Uiso 1 1 calc R . . C25 C -0.2235(3) 0.4649(3) -0.07812(19) 0.0490(13) Uani 1 1 d . . . H25A H -0.2331 0.4270 -0.1044 0.059 Uiso 1 1 calc R . . H25B H -0.2209 0.4438 -0.0430 0.059 Uiso 1 1 calc R . . C26 C -0.1232(3) 0.4992(3) -0.07794(19) 0.0448(12) Uani 1 1 d . . . H26A H -0.1126 0.5379 -0.0524 0.054 Uiso 1 1 calc R . . H26B H -0.1228 0.5182 -0.1134 0.054 Uiso 1 1 calc R . . C27 C -0.0397(4) 0.4452(3) -0.0626(2) 0.0604(16) Uani 1 1 d . . . H27A H 0.0230 0.4693 -0.0608 0.073 Uiso 1 1 calc R . . H27B H -0.0404 0.4277 -0.0268 0.073 Uiso 1 1 calc R . . C28 C -0.0436(5) 0.3831(3) -0.0998(3) 0.085(2) Uani 1 1 d . . . H28A H -0.1038 0.3572 -0.1007 0.128 Uiso 1 1 calc R . . H28B H 0.0123 0.3530 -0.0871 0.128 Uiso 1 1 calc R . . H28C H -0.0419 0.3994 -0.1354 0.128 Uiso 1 1 calc R . . C29 C -0.3277(4) 0.5350(4) -0.1500(2) 0.0659(17) Uani 1 1 d . . . H29A H -0.2750 0.5673 -0.1536 0.079 Uiso 1 1 calc R . . H29B H -0.3210 0.4936 -0.1714 0.079 Uiso 1 1 calc R . . C30 C -0.4224(4) 0.5686(4) -0.1728(2) 0.077(2) Uani 1 1 d . . . H30A H -0.4284 0.6123 -0.1538 0.093 Uiso 1 1 calc R . . H30B H -0.4764 0.5378 -0.1686 0.093 Uiso 1 1 calc R . . C31 C -0.4284(5) 0.5840(3) -0.2336(2) 0.0705(18) Uani 1 1 d . . . H31A H -0.4818 0.6174 -0.2454 0.085 Uiso 1 1 calc R . . H31B H -0.3672 0.6069 -0.2372 0.085 Uiso 1 1 calc R . . C32 C -0.4448(5) 0.5219(3) -0.2709(2) 0.0744(19) Uani 1 1 d . . . H32A H -0.3878 0.4916 -0.2632 0.112 Uiso 1 1 calc R . . H32B H -0.4546 0.5381 -0.3075 0.112 Uiso 1 1 calc R . . H32C H -0.5023 0.4964 -0.2659 0.112 Uiso 1 1 calc R . . P1 P -0.18203(8) 0.33185(7) 0.06247(5) 0.0365(3) Uani 1 1 d . . . O1 O -0.2567(2) 0.37146(18) 0.02402(12) 0.0501(9) Uani 1 1 d . . . N1 N -0.1153(3) 0.2784(2) 0.03362(13) 0.0379(9) Uani 1 1 d . . . H1 H -0.0534 0.2758 0.0485 0.045 Uiso 1 1 calc R . . N2 N -0.2390(3) 0.28954(19) 0.10363(14) 0.0386(9) Uani 1 1 d . . . H2 H -0.3023 0.2862 0.0933 0.046 Uiso 1 1 calc R . . N3 N -0.0899(2) 0.37593(18) 0.10003(13) 0.0331(8) Uani 1 1 d . . . H3 H -0.0353 0.3765 0.0888 0.040 Uiso 1 1 calc R . . C33 C -0.1461(3) 0.2366(2) -0.01191(17) 0.0385(11) Uani 1 1 d . B . C34 C -0.0773(4) 0.2149(2) -0.04125(18) 0.0459(13) Uani 1 1 d . . . H34 H -0.0115 0.2288 -0.0304 0.055 Uiso 1 1 calc R . . C35 C -0.1045(5) 0.1734(3) -0.0860(2) 0.0563(15) Uani 1 1 d . B . C36 C -0.0268(5) 0.1520(3) -0.1167(2) 0.0708(18) Uani 1 1 d . . . C37 C -0.1999(5) 0.1503(3) -0.1024(2) 0.0641(18) Uani 1 1 d . . . H37 H -0.2174 0.1210 -0.1322 0.077 Uiso 1 1 calc R A 1 C38A C -0.2715(4) 0.1715(3) -0.0732(2) 0.0596(16) Uani 0.515(4) 1 d P B 1 C39A C -0.3771(4) 0.1474(3) -0.0881(2) 0.096(3) Uani 0.515(4) 1 d P B 1 F4A F -0.3796(6) 0.0972(4) -0.1328(3) 0.0976(12) Uani 0.515(4) 1 d P B 1 F5A F -0.4293(6) 0.1995(5) -0.1134(3) 0.0976(12) Uani 0.515(4) 1 d P B 1 F6A F -0.4034(6) 0.1097(5) -0.0548(3) 0.0976(12) Uani 0.515(4) 1 d P B 1 C38B C -0.2715(4) 0.1715(3) -0.0732(2) 0.0596(16) Uani 0.485(4) 1 d PD B 2 C39B C -0.3771(4) 0.1474(3) -0.0881(2) 0.096(3) Uani 0.485(4) 1 d PD B 2 F4B F -0.4321(5) 0.1596(5) -0.0488(3) 0.0976(12) Uani 0.485(4) 1 d PD B 2 F5B F -0.3871(6) 0.0778(3) -0.0945(3) 0.0976(12) Uani 0.485(4) 1 d PD B 2 F6B F -0.4335(6) 0.1742(4) -0.1316(3) 0.0976(12) Uani 0.485(4) 1 d PD B 2 C40 C -0.2448(4) 0.2148(2) -0.0281(2) 0.0481(13) Uani 1 1 d . . . H40 H -0.2921 0.2291 -0.0090 0.058 Uiso 1 1 calc R B 1 C41 C -0.1988(3) 0.2582(2) 0.15316(17) 0.0369(11) Uani 1 1 d . . . C42 C -0.0987(3) 0.2400(2) 0.16767(18) 0.0393(11) Uani 1 1 d . . . H42 H -0.0567 0.2462 0.1437 0.047 Uiso 1 1 calc R . . C43 C -0.0632(3) 0.2123(2) 0.21892(17) 0.0423(12) Uani 1 1 d D . . C44 C 0.0456(4) 0.1976(3) 0.23498(19) 0.0632(16) Uani 1 1 d D . . F7 F 0.0779(2) 0.15809(18) 0.19714(12) 0.0717(10) Uani 1 1 d D . . F8 F 0.0696(3) 0.1600(2) 0.28029(13) 0.0899(12) Uani 1 1 d D . . F9 F 0.1018(3) 0.25456(19) 0.24111(16) 0.0874(12) Uani 1 1 d D . . C45 C -0.1246(4) 0.2012(3) 0.25481(19) 0.0557(15) Uani 1 1 d . . . H45 H -0.0995 0.1826 0.2888 0.067 Uiso 1 1 calc R . . C46 C -0.2241(4) 0.2181(3) 0.2392(2) 0.0524(14) Uani 1 1 d . . . C47 C -0.2945(5) 0.2058(4) 0.2756(2) 0.0752(19) Uani 1 1 d . . . C48 C -0.2609(4) 0.2470(3) 0.1896(2) 0.0486(13) Uani 1 1 d . . . H48 H -0.3276 0.2592 0.1800 0.058 Uiso 1 1 calc R . . C49 C -0.0896(3) 0.4128(2) 0.14822(18) 0.0380(11) Uani 1 1 d . . . C50 C -0.1753(4) 0.4347(2) 0.16417(18) 0.0445(12) Uani 1 1 d . . . H50 H -0.2373 0.4269 0.1422 0.053 Uiso 1 1 calc R . . C51 C -0.1667(4) 0.4689(2) 0.21383(19) 0.0463(12) Uani 1 1 d . . . C52 C -0.2594(5) 0.4868(3) 0.2313(2) 0.0669(17) Uani 1 1 d . . . C53 C -0.0753(4) 0.4837(3) 0.2458(2) 0.0512(14) Uani 1 1 d . . . H53 H -0.0707 0.5079 0.2781 0.061 Uiso 1 1 calc R . . C54 C 0.0084(4) 0.4625(3) 0.22941(19) 0.0463(13) Uani 1 1 d . . . C55 C 0.1095(5) 0.4802(3) 0.2620(2) 0.0677(18) Uani 1 1 d . . . C56 C 0.0033(4) 0.4256(2) 0.18195(18) 0.0408(11) Uani 1 1 d . . . H56 H 0.0609 0.4094 0.1724 0.049 Uiso 1 1 calc R . . F1 F 0.0210(3) 0.20785(18) -0.13061(13) 0.0845(11) Uani 1 1 d . . . F2 F 0.0452(3) 0.11136(19) -0.08624(15) 0.0912(12) Uani 1 1 d . . . F3 F -0.0614(4) 0.1165(3) -0.16053(17) 0.1338(18) Uani 1 1 d . . . F10 F -0.2508(4) 0.1908(3) 0.32487(16) 0.1403(19) Uani 1 1 d . . . F11 F -0.3553(4) 0.1541(3) 0.25953(19) 0.1658(17) Uani 1 1 d . . . F12 F -0.3494(3) 0.2600(2) 0.28088(16) 0.1132(14) Uani 1 1 d . . . F13 F -0.3209(3) 0.4336(3) 0.2284(2) 0.1277(16) Uani 1 1 d . . . F14 F -0.3086(3) 0.5378(3) 0.20599(18) 0.1566(17) Uani 1 1 d . . . F15 F -0.2446(3) 0.5038(3) 0.28361(15) 0.1110(15) Uani 1 1 d . . . F16 F 0.1729(3) 0.4267(2) 0.26537(17) 0.1095(15) Uani 1 1 d . . . F17 F 0.1084(3) 0.5017(3) 0.31070(14) 0.1050(14) Uani 1 1 d . . . F18 F 0.1544(3) 0.5308(2) 0.23887(16) 0.0979(13) Uani 1 1 d . . . Cl1 Cl 0.10885(8) 0.30097(6) 0.08544(5) 0.0491(3) Uani 1 1 d . . . Cl2 Cl -0.47548(10) 0.29918(9) 0.09135(8) 0.0830(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1W 0.064(3) 0.082(3) 0.127(4) 0.011(3) 0.028(3) 0.013(2) N4 0.054(2) 0.048(2) 0.051(2) 0.006(2) 0.014(2) 0.014(2) C1 0.055(3) 0.052(3) 0.058(3) 0.016(3) 0.014(2) 0.014(3) C2 0.086(4) 0.071(4) 0.052(3) 0.010(3) 0.010(3) 0.011(3) C3 0.111(5) 0.085(5) 0.059(4) 0.012(4) 0.008(4) -0.016(4) C4 0.182(9) 0.097(6) 0.072(5) -0.005(4) 0.025(5) -0.027(6) C5 0.057(3) 0.058(3) 0.056(3) 0.008(3) 0.016(2) 0.020(3) C6 0.059(3) 0.064(4) 0.092(4) 0.007(3) 0.019(3) 0.027(3) C7 0.062(4) 0.079(4) 0.082(4) 0.016(4) 0.017(3) 0.010(3) C8 0.060(4) 0.077(5) 0.117(6) 0.006(4) 0.014(4) 0.000(4) C9 0.061(3) 0.038(3) 0.050(3) -0.003(2) 0.011(2) 0.004(2) C10 0.058(3) 0.036(3) 0.050(3) 0.003(2) 0.015(2) 0.001(2) C11 0.067(3) 0.037(3) 0.062(3) -0.001(2) 0.014(3) -0.002(3) C12 0.078(4) 0.048(3) 0.066(3) 0.007(3) 0.020(3) 0.001(3) C13 0.042(3) 0.047(3) 0.066(3) -0.007(3) 0.009(2) 0.005(2) C14 0.062(3) 0.073(4) 0.058(3) -0.007(3) 0.007(3) 0.017(3) C15 0.071(4) 0.078(4) 0.061(4) -0.017(3) 0.006(3) 0.013(3) C16 0.106(6) 0.106(6) 0.088(5) -0.009(5) 0.010(4) 0.020(5) N5 0.037(2) 0.074(3) 0.048(2) 0.009(2) 0.0091(18) -0.010(2) C17 0.042(3) 0.096(5) 0.063(3) 0.004(3) 0.009(3) -0.015(3) C18 0.045(3) 0.097(5) 0.108(5) -0.014(4) 0.020(3) -0.018(3) C19 0.059(4) 0.164(8) 0.119(6) 0.030(6) 0.001(4) -0.009(5) C20 0.077(5) 0.166(9) 0.204(10) 0.088(8) 0.021(6) -0.019(6) C21 0.029(2) 0.061(3) 0.059(3) 0.016(3) 0.011(2) 0.005(2) C22 0.059(3) 0.063(4) 0.058(3) 0.008(3) 0.026(3) 0.005(3) C23 0.068(4) 0.061(4) 0.063(3) 0.003(3) 0.013(3) 0.006(3) C24 0.087(4) 0.085(5) 0.061(4) -0.005(3) 0.025(3) 0.009(4) C25 0.041(2) 0.067(3) 0.039(3) 0.001(2) 0.006(2) -0.015(2) C26 0.038(2) 0.056(3) 0.041(3) -0.005(2) 0.011(2) -0.004(2) C27 0.040(3) 0.077(4) 0.062(3) -0.018(3) 0.007(2) -0.003(3) C28 0.082(5) 0.069(4) 0.099(5) -0.020(4) 0.006(4) -0.003(4) C29 0.044(3) 0.099(5) 0.055(3) 0.022(3) 0.010(2) -0.008(3) C30 0.057(4) 0.096(5) 0.073(4) 0.001(4) -0.001(3) -0.003(4) C31 0.073(4) 0.079(4) 0.053(3) 0.004(3) -0.001(3) -0.008(3) C32 0.075(4) 0.070(4) 0.067(4) 0.004(3) -0.010(3) 0.015(3) P1 0.0322(5) 0.0414(6) 0.0351(6) 0.0053(5) 0.0055(5) 0.0063(5) O1 0.0464(18) 0.059(2) 0.0437(18) 0.0153(16) 0.0075(15) 0.0182(17) N1 0.0309(18) 0.049(2) 0.0309(18) -0.0073(17) 0.0004(15) 0.0055(17) N2 0.0305(17) 0.046(2) 0.0378(19) 0.0039(18) 0.0046(15) -0.0031(17) N3 0.0326(17) 0.0329(19) 0.0357(18) -0.0015(16) 0.0112(15) -0.0007(16) C33 0.044(2) 0.037(2) 0.031(2) 0.007(2) 0.0018(19) 0.000(2) C34 0.063(3) 0.040(3) 0.034(2) -0.002(2) 0.009(2) -0.007(2) C35 0.086(4) 0.041(3) 0.039(3) -0.004(2) 0.006(3) -0.004(3) C36 0.104(5) 0.064(4) 0.044(3) -0.014(3) 0.016(3) -0.006(4) C37 0.110(5) 0.033(3) 0.042(3) -0.001(2) -0.002(3) 0.006(3) C38A 0.067(3) 0.040(3) 0.059(3) 0.008(3) -0.017(3) -0.009(3) C39A 0.121(6) 0.060(4) 0.079(5) -0.001(4) -0.045(4) -0.009(4) F4A 0.0833(19) 0.109(3) 0.087(2) -0.005(2) -0.014(2) -0.032(2) F5A 0.0833(19) 0.109(3) 0.087(2) -0.005(2) -0.014(2) -0.032(2) F6A 0.0833(19) 0.109(3) 0.087(2) -0.005(2) -0.014(2) -0.032(2) C38B 0.067(3) 0.040(3) 0.059(3) 0.008(3) -0.017(3) -0.009(3) C39B 0.121(6) 0.060(4) 0.079(5) -0.001(4) -0.045(4) -0.009(4) F4B 0.0833(19) 0.109(3) 0.087(2) -0.005(2) -0.014(2) -0.032(2) F5B 0.0833(19) 0.109(3) 0.087(2) -0.005(2) -0.014(2) -0.032(2) F6B 0.0833(19) 0.109(3) 0.087(2) -0.005(2) -0.014(2) -0.032(2) C40 0.056(3) 0.037(3) 0.046(3) 0.005(2) -0.002(2) -0.001(2) C41 0.050(2) 0.026(2) 0.035(2) -0.0021(19) 0.009(2) -0.008(2) C42 0.049(3) 0.034(2) 0.037(2) -0.002(2) 0.013(2) -0.001(2) C43 0.062(3) 0.027(2) 0.035(2) 0.0003(19) 0.004(2) 0.000(2) C44 0.068(4) 0.069(4) 0.048(3) 0.009(3) 0.002(3) 0.016(3) F7 0.0633(19) 0.086(2) 0.0615(19) 0.0030(18) 0.0022(16) 0.0305(18) F8 0.102(3) 0.106(3) 0.0551(19) 0.0342(19) 0.0012(18) 0.039(2) F9 0.057(2) 0.073(2) 0.116(3) 0.004(2) -0.019(2) 0.0004(19) C45 0.090(4) 0.043(3) 0.033(2) 0.016(2) 0.012(3) -0.004(3) C46 0.073(3) 0.045(3) 0.041(3) 0.007(2) 0.018(2) -0.006(3) C47 0.105(4) 0.078(4) 0.054(3) 0.023(3) 0.043(3) 0.000(4) C48 0.057(3) 0.038(3) 0.057(3) -0.009(2) 0.025(2) -0.010(2) C49 0.049(2) 0.026(2) 0.041(2) 0.0065(19) 0.015(2) 0.006(2) C50 0.052(3) 0.040(3) 0.042(3) 0.007(2) 0.011(2) 0.007(2) C51 0.065(3) 0.034(3) 0.044(3) 0.008(2) 0.022(2) 0.016(2) C52 0.079(4) 0.076(4) 0.049(3) 0.002(3) 0.023(3) 0.025(3) C53 0.079(4) 0.035(3) 0.039(3) 0.004(2) 0.012(3) 0.008(3) C54 0.061(3) 0.035(3) 0.042(3) 0.005(2) 0.010(2) 0.002(2) C55 0.075(4) 0.063(4) 0.059(4) -0.011(3) 0.001(3) 0.005(3) C56 0.048(3) 0.033(2) 0.044(3) 0.005(2) 0.014(2) 0.001(2) F1 0.137(3) 0.058(2) 0.075(2) 0.0038(17) 0.061(2) 0.007(2) F2 0.121(3) 0.069(2) 0.097(3) 0.014(2) 0.053(2) 0.029(2) F3 0.167(4) 0.146(4) 0.096(3) -0.080(3) 0.047(3) -0.023(3) F10 0.139(3) 0.219(5) 0.078(2) 0.061(3) 0.059(2) 0.026(4) F11 0.251(4) 0.135(3) 0.163(3) -0.069(3) 0.162(3) -0.124(3) F12 0.150(3) 0.105(3) 0.115(3) 0.019(2) 0.098(2) 0.016(3) F13 0.084(2) 0.143(4) 0.179(4) -0.062(3) 0.081(2) -0.012(3) F14 0.160(3) 0.202(4) 0.134(3) 0.090(3) 0.090(3) 0.142(3) F15 0.099(3) 0.168(4) 0.073(2) -0.035(3) 0.034(2) 0.033(3) F16 0.091(3) 0.099(3) 0.115(3) -0.030(3) -0.035(2) 0.016(2) F17 0.093(3) 0.160(4) 0.057(2) -0.042(2) 0.0030(19) -0.024(3) F18 0.083(2) 0.107(3) 0.099(3) 0.003(2) 0.007(2) -0.038(2) Cl1 0.0340(5) 0.0424(6) 0.0719(8) -0.0074(6) 0.0133(5) -0.0005(5) Cl2 0.0437(7) 0.0733(10) 0.1394(14) 0.0270(10) 0.0361(8) 0.0063(7) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C9 N4 C1 113.0(4) C9 N4 C5 105.6(4) C1 N4 C5 111.1(4) C9 N4 C13 111.4(4) C1 N4 C13 103.5(4) C5 N4 C13 112.4(4) C2 C1 N4 115.6(4) C1 C2 C3 108.3(5) C4 C3 C2 112.8(6) C6 C5 N4 117.0(4) C5 C6 C7 108.7(5) C8 C7 C6 114.6(6) C10 C9 N4 117.3(4) C9 C10 C11 108.5(4) C12 C11 C10 114.0(4) C14 C13 N4 116.6(4) C13 C14 C15 108.2(5) C16 C15 C14 114.1(6) C25 N5 C21 111.4(4) C25 N5 C17 107.2(4) C21 N5 C17 108.9(4) C25 N5 C29 108.3(4) C21 N5 C29 109.3(4) C17 N5 C29 111.8(4) C18 C17 N5 116.6(5) C17 C18 C19 110.0(6) C20 C19 C18 115.0(7) N5 C21 C22 116.5(4) C23 C22 C21 111.2(4) C22 C23 C24 112.5(5) N5 C25 C26 116.3(4) C25 C26 C27 110.4(4) C28 C27 C26 116.0(5) C30 C29 N5 116.1(5) C29 C30 C31 109.5(5) C32 C31 C30 116.7(5) O1 P1 N1 113.60(19) O1 P1 N2 108.10(19) N1 P1 N2 111.7(2) O1 P1 N3 118.3(2) N1 P1 N3 97.79(18) N2 P1 N3 107.02(18) C33 N1 P1 128.3(3) C41 N2 P1 128.9(3) C49 N3 P1 128.1(3) C34 C33 N1 119.4(4) C34 C33 C40 119.2(4) N1 C33 C40 121.5(4) C35 C34 C33 121.2(5) C37 C35 C34 121.0(6) C37 C35 C36 120.1(5) C34 C35 C36 118.9(5) F3 C36 F1 107.3(5) F3 C36 F2 106.6(5) F1 C36 F2 104.9(5) F3 C36 C35 114.0(6) F1 C36 C35 111.5(5) F2 C36 C35 111.8(5) C35 C37 C38A 119.0(5) C40 C38A C37 120.3(5) C40 C38A C39A 117.6(5) C37 C38A C39A 122.0(5) F6A C39A F5A 124.8(8) F6A C39A F4A 101.0(6) F5A C39A F4A 100.8(6) F6A C39A C38A 114.7(6) F5A C39A C38A 107.4(6) F4A C39A C38A 104.9(6) C38A C40 C33 119.3(5) N2 C41 C42 121.9(4) N2 C41 C48 118.5(4) C42 C41 C48 119.6(4) C43 C42 C41 118.4(4) C45 C43 C42 121.9(4) C45 C43 C44 120.6(4) C42 C43 C44 117.5(4) F9 C44 F8 107.6(4) F9 C44 F7 105.2(4) F8 C44 F7 104.8(4) F9 C44 C43 114.2(4) F8 C44 C43 112.9(4) F7 C44 C43 111.5(4) C43 C45 C46 118.9(4) C48 C46 C45 120.7(5) C48 C46 C47 117.9(5) C45 C46 C47 121.4(5) F11 C47 F12 106.0(6) F11 C47 F10 106.0(5) F12 C47 F10 103.7(5) F11 C47 C46 112.6(5) F12 C47 C46 114.1(5) F10 C47 C46 113.5(6) C46 C48 C41 120.5(5) C50 C49 C56 119.5(4) C50 C49 N3 123.5(4) C56 C49 N3 117.0(4) C49 C50 C51 118.8(4) C53 C51 C50 121.4(5) C53 C51 C52 121.2(5) C50 C51 C52 117.4(5) F14 C52 F13 106.6(6) F14 C52 F15 105.7(5) F13 C52 F15 101.7(5) F14 C52 C51 115.3(5) F13 C52 C51 113.4(5) F15 C52 C51 112.9(5) C54 C53 C51 119.1(5) C53 C54 C56 121.4(5) C53 C54 C55 120.8(5) C56 C54 C55 117.8(5) F17 C55 F16 108.3(5) F17 C55 F18 106.7(5) F16 C55 F18 102.5(5) F17 C55 C54 113.5(5) F16 C55 C54 112.8(5) F18 C55 C54 112.2(5) C54 C56 C49 119.6(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N4 C9 1.515(6) N4 C1 1.520(6) N4 C5 1.521(6) N4 C13 1.533(6) C1 C2 1.504(7) C2 C3 1.546(8) C3 C4 1.451(9) C5 C6 1.500(8) C6 C7 1.537(8) C7 C8 1.449(8) C9 C10 1.511(7) C10 C11 1.532(7) C11 C12 1.511(7) C13 C14 1.504(7) C14 C15 1.535(8) C15 C16 1.487(9) N5 C25 1.498(6) N5 C21 1.510(7) N5 C17 1.522(7) N5 C29 1.542(6) C17 C18 1.521(9) C18 C19 1.551(9) C19 C20 1.363(11) C21 C22 1.533(7) C22 C23 1.498(8) C23 C24 1.541(8) C25 C26 1.527(6) C26 C27 1.529(7) C27 C28 1.505(8) C29 C30 1.459(8) C30 C31 1.556(8) C31 C32 1.499(8) P1 O1 1.469(3) P1 N1 1.641(4) P1 N2 1.642(4) P1 N3 1.648(4) N1 C33 1.393(5) N2 C41 1.397(5) N3 C49 1.408(5) C33 C34 1.385(7) C33 C40 1.399(7) C34 C35 1.370(7) C35 C37 1.367(8) C35 C36 1.504(9) C36 F3 1.303(7) C36 F1 1.334(7) C36 F2 1.363(7) C37 C38A 1.409(8) C38A C40 1.395(7) C38A C39A 1.498(7) C39A F6A 1.220(10) C39A F5A 1.309(10) C39A F4A 1.477(10) C41 C42 1.397(6) C41 C48 1.400(6) C42 C43 1.394(6) C43 C45 1.384(7) C43 C44 1.497(6) C44 F9 1.320(6) C44 F8 1.335(5) C44 F7 1.364(6) C45 C46 1.384(8) C46 C48 1.371(7) C46 C47 1.490(8) C47 F11 1.299(8) C47 F12 1.300(7) C47 F10 1.302(7) C49 C50 1.391(6) C49 C56 1.406(6) C50 C51 1.400(7) C51 C53 1.379(7) C51 C52 1.476(8) C52 F14 1.275(7) C52 F13 1.311(7) C52 F15 1.342(6) C53 C54 1.367(7) C54 C56 1.382(6) C54 C55 1.502(8) C55 F17 1.305(7) C55 F16 1.330(7) C55 F18 1.342(7) loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA O1W H1W O1 0.860(18) 2.02(2) 2.860(6) 166(4) O1W H2W Cl2 0.865(18) 2.27(3) 3.081(5) 156(4) N1 H1 Cl1 0.86 2.29 3.126(4) 164.6 N2 H2 Cl2 0.86 2.39 3.215(4) 160.8 N3 H3 Cl1 0.86 2.46 3.177(4) 140.6 loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139182958