#------------------------------------------------------------------------------ #$Date: 2014-11-01 08:06:37 +0100 (Sat, 01 Nov 2014) $ #$Revision: 126140 $ #$URL: svn://www.crystallography.net/cod/cif/7/11/22/7112240.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_7112240 loop_ _publ_author_name 'Emile R. Engel' 'Vincent J. Smith' 'Charl X. Bezuidenhout' 'Leonard J. Barbour' _publ_section_title ; Uniaxial negative thermal expansion facilitated by weak host-guest interactions ; _journal_name_full Chem.Commun. _journal_page_first 4238 _journal_paper_doi 10.1039/C4CC00849A _journal_volume 50 _journal_year 2014 _chemical_compound_source sigma _chemical_formula_moiety 'C12 H24 O6, 2(C H3 I)' _chemical_formula_sum 'C14 H30 I2 O6' _chemical_formula_weight 548.18 _chemical_name_common 90K _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 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 107.082(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 8.9459(4) _cell_length_b 8.4921(3) _cell_length_c 14.2485(5) _cell_measurement_reflns_used 5917 _cell_measurement_temperature 90(2) _cell_measurement_theta_max 28.26 _cell_measurement_theta_min 2.41 _cell_volume 1034.70(7) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)' _computing_publication_material 'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_pressure 101.3 _diffrn_ambient_temperature 90(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator 'INCOATEC quazar mirrior optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0175 _diffrn_reflns_av_sigmaI/netI 0.0172 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 8100 _diffrn_reflns_theta_full 26.00 _diffrn_reflns_theta_max 28.27 _diffrn_reflns_theta_min 2.41 _diffrn_source 'INCOATEC Mo micro source' _diffrn_source_type 'Bruker APEX II DUO QUAZAR' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 3.061 _exptl_absorpt_correction_T_max 0.8620 _exptl_absorpt_correction_T_min 0.6567 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'symmetry-related measurements' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.759 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plates _exptl_crystal_F_000 536 _exptl_crystal_recrystallization_method iodomethane _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.752 _refine_diff_density_min -0.480 _refine_diff_density_rms 0.064 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 101 _refine_ls_number_reflns 2568 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.052 _refine_ls_R_factor_all 0.0165 _refine_ls_R_factor_gt 0.0154 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0195P)^2^+0.3632P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0386 _refine_ls_wR_factor_ref 0.0391 _reflns_number_gt 2434 _reflns_number_total 2568 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file c4cc00849a2.cif _[local]_cod_data_source_block C_iodomethane_90K: _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_hydrogen_treatment' value 'Constr' changed to 'constr' according to the built-in table from CIF Core dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius ; _cod_database_code 7112240 _iucr_refine_instruction_details ; TITL 90K in P2(1)/n CELL 0.71073 9.3091 7.8112 13.6188 90.000 100.710 90.000 ZERR 2.0000 0.0014 0.0012 0.0021 0.000 0.002 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H N O UNIT 28 60 4 20 MERG 2 FMAP 2 GRID PLAN 20 TEMP -183 SIZE 0.27 0.36 0.4 MPLA C7 N1 O4 O5 BOND$H HTAB CONF L.S. 20 ACTA 52 WGHT 0.038000 0.323200 FVAR 0.20684 O1 4 0.263661 0.399242 0.343879 11.00000 0.01506 0.01920 = 0.01645 0.00178 0.00123 0.00249 O2 4 0.523474 0.561872 0.303330 11.00000 0.01679 0.02071 = 0.01685 -0.00387 0.00397 -0.00119 O3 4 0.785251 0.576576 0.456428 11.00000 0.01982 0.01751 = 0.01772 0.00036 0.00185 -0.00323 O4 4 0.228596 0.867944 0.509318 11.00000 0.01933 0.03375 = 0.03839 0.00266 0.00190 0.00935 O5 4 0.416612 0.910655 0.625694 11.00000 0.03524 0.03287 = 0.02724 -0.01179 0.00106 0.00462 N1 3 0.356463 0.842729 0.547671 11.00000 0.01913 0.01607 = 0.01978 0.00277 0.00454 0.00190 C1 1 0.122891 0.416758 0.368736 11.00000 0.01363 0.02310 = 0.02175 -0.00238 0.00006 0.00165 AFIX 23 H1A 2 0.048235 0.364349 0.316049 11.00000 -1.20000 H1B 2 0.098819 0.539465 0.374024 11.00000 -1.20000 AFIX 0 C2 1 0.273804 0.481537 0.252298 11.00000 0.02052 0.01857 = 0.01581 0.00159 -0.00203 0.00074 AFIX 23 H2A 2 0.250301 0.604679 0.256145 11.00000 -1.20000 H2B 2 0.203227 0.429836 0.196877 11.00000 -1.20000 AFIX 0 C3 1 0.426768 0.460435 0.233550 11.00000 0.02342 0.01892 = 0.01355 -0.00161 0.00174 -0.00094 AFIX 23 H3A 2 0.456005 0.338575 0.240953 11.00000 -1.20000 H3B 2 0.431412 0.496911 0.164592 11.00000 -1.20000 AFIX 0 C4 1 0.669108 0.553812 0.285969 11.00000 0.02008 0.02272 = 0.01722 0.00032 0.00747 0.00153 AFIX 23 H4A 2 0.672685 0.596854 0.218093 11.00000 -1.20000 H4B 2 0.703475 0.433630 0.290479 11.00000 -1.20000 AFIX 0 C5 1 0.766202 0.660867 0.362557 11.00000 0.01795 0.01968 = 0.02035 0.00322 0.00680 -0.00036 AFIX 23 H5A 2 0.862224 0.677498 0.342598 11.00000 -1.20000 H5B 2 0.721362 0.774740 0.367425 11.00000 -1.20000 AFIX 0 C6 1 0.876389 0.671414 0.532955 11.00000 0.01586 0.02065 = 0.02356 -0.00349 0.00300 -0.00350 AFIX 23 H6A 2 0.838749 0.789604 0.535237 11.00000 -1.20000 H6B 2 0.977022 0.677355 0.519196 11.00000 -1.20000 AFIX 0 C7 1 0.443228 0.724956 0.496219 11.00000 0.01946 0.01805 = 0.02092 -0.00137 0.00351 0.00363 AFIX 137 H7A 2 0.385228 0.622625 0.474160 11.00000 -1.50000 H7B 2 0.532553 0.691607 0.542393 11.00000 -1.50000 H7C 2 0.469228 0.782823 0.438108 11.00000 -1.50000 HKLF 4 REM 90K in P2(1)/n REM R1 = 0.0316 for 2199 Fo > 4sig(Fo) and 0.0356 for all 2429 data REM 119 parameters refined using 0 restraints END WGHT 0.0380 0.3231 REM Highest difference peak 0.347, deepest hole -0.269, 1-sigma level 0.039 Q1 1 0.3514 0.4798 0.2486 11.00000 0.05 0.35 Q2 1 0.7162 0.6089 0.3249 11.00000 0.05 0.32 Q3 1 0.8662 0.6361 0.5825 11.00000 0.05 0.29 Q4 1 0.3999 0.7826 0.5214 11.00000 0.05 0.25 Q5 1 0.2676 0.4375 0.2989 11.00000 0.05 0.19 Q6 1 0.5959 0.5588 0.2959 11.00000 0.05 0.18 Q7 1 0.1963 0.4032 0.3578 11.00000 0.05 0.17 Q8 1 0.7722 0.6257 0.4053 11.00000 0.05 0.16 Q9 1 0.3688 0.9518 0.6647 11.00000 0.05 0.15 Q10 1 0.2807 0.9221 0.4956 11.00000 0.05 0.15 Q11 1 0.7275 0.6107 0.4968 11.00000 0.05 0.14 Q12 1 0.4972 0.5891 0.3453 11.00000 0.05 0.14 Q13 1 0.3659 0.6681 0.4372 11.00000 0.05 0.13 Q14 1 0.4766 0.5051 0.2662 11.00000 0.05 0.13 Q15 1 0.4469 0.9538 0.5764 11.00000 0.05 0.13 Q16 1 0.8301 0.6304 0.4980 11.00000 0.05 0.12 Q17 1 0.4256 0.7101 0.4319 11.00000 0.05 0.11 Q18 1 0.8522 0.7467 0.5392 11.00000 0.05 0.11 Q19 1 0.6730 0.5133 0.2249 11.00000 0.05 0.11 Q20 1 0.9520 0.6924 0.5360 11.00000 0.05 0.11 ; loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -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 O2 O 0.27346(13) 0.59896(12) 0.32239(8) 0.0199(2) Uani 1 1 d . O3 O 0.18924(13) 0.57680(13) 0.50281(8) 0.0193(2) Uani 1 1 d . O1 O 0.55503(12) 0.43880(14) 0.31643(7) 0.0204(2) Uani 1 1 d . C4 C 0.11708(18) 0.5906(2) 0.32749(12) 0.0226(3) Uani 1 1 d . H4A H 0.0845 0.4792 0.3276 0.027 Uiso 1 1 calc R H4B H 0.0453 0.6434 0.2697 0.027 Uiso 1 1 calc R C2 C 0.46111(19) 0.5351(2) 0.23997(10) 0.0222(3) Uani 1 1 d . H2A H 0.4728 0.5013 0.1760 0.027 Uiso 1 1 calc R H2B H 0.4950 0.6462 0.2512 0.027 Uiso 1 1 calc R C1 C 0.71624(18) 0.4475(2) 0.32244(11) 0.0214(3) Uani 1 1 d . H1A H 0.7523 0.5582 0.3322 0.026 Uiso 1 1 calc R H1B H 0.7325 0.4087 0.2606 0.026 Uiso 1 1 calc R C6 C 0.19188(19) 0.65181(19) 0.59265(11) 0.0213(3) Uani 1 1 d . H6A H 0.0837 0.6657 0.5960 0.026 Uiso 1 1 calc R H6B H 0.2406 0.7571 0.5960 0.026 Uiso 1 1 calc R C7 C 0.43431(18) 0.28958(18) 0.48938(11) 0.0210(3) Uani 1 1 d . H7A H 0.3596 0.3733 0.4603 0.032 Uiso 1 1 calc R H7B H 0.4713 0.2402 0.4381 0.032 Uiso 1 1 calc R H7C H 0.5234 0.3346 0.5398 0.032 Uiso 1 1 calc R C5 C 0.11024(18) 0.6710(2) 0.42063(11) 0.0219(3) Uani 1 1 d . H5A H 0.1604 0.7759 0.4259 0.026 Uiso 1 1 calc R H5B H -0.0001 0.6859 0.4193 0.026 Uiso 1 1 calc R C3 C 0.29267(18) 0.5200(2) 0.23880(10) 0.0223(3) Uani 1 1 d . H3A H 0.2234 0.5675 0.1781 0.027 Uiso 1 1 calc R H3B H 0.2645 0.4075 0.2404 0.027 Uiso 1 1 calc R I1 I 0.321618(12) 0.115567(11) 0.555013(7) 0.02160(4) 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 O2 0.0178(5) 0.0229(6) 0.0171(5) -0.0018(4) 0.0022(4) -0.0028(4) O3 0.0205(5) 0.0182(5) 0.0193(5) -0.0003(4) 0.0062(4) 0.0018(4) O1 0.0207(5) 0.0231(6) 0.0175(5) 0.0023(4) 0.0059(4) -0.0040(4) C4 0.0169(7) 0.0251(8) 0.0221(7) 0.0007(6) 0.0000(6) -0.0020(6) C2 0.0287(8) 0.0250(8) 0.0125(6) 0.0006(6) 0.0055(5) -0.0039(6) C1 0.0244(8) 0.0227(8) 0.0214(7) -0.0027(6) 0.0132(6) -0.0030(6) C6 0.0226(7) 0.0190(7) 0.0254(7) -0.0034(6) 0.0122(6) 0.0005(6) C7 0.0231(7) 0.0190(8) 0.0216(7) 0.0012(6) 0.0075(6) -0.0038(6) C5 0.0166(7) 0.0224(8) 0.0248(7) 0.0016(6) 0.0030(6) 0.0031(6) C3 0.0250(8) 0.0252(8) 0.0139(6) -0.0008(6) 0.0011(5) -0.0031(6) I1 0.02871(7) 0.01875(7) 0.02041(6) 0.00004(3) 0.01197(4) -0.00280(4) 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 C3 O2 C4 112.45(11) . . C5 O3 C6 111.19(12) . . C1 O1 C2 112.14(11) . . O2 C4 C5 108.45(12) . . O2 C4 H4A 110.0 . . C5 C4 H4A 110.0 . . O2 C4 H4B 110.0 . . C5 C4 H4B 110.0 . . H4A C4 H4B 108.4 . . O1 C2 C3 108.87(12) . . O1 C2 H2A 109.9 . . C3 C2 H2A 109.9 . . O1 C2 H2B 109.9 . . C3 C2 H2B 109.9 . . H2A C2 H2B 108.3 . . O1 C1 C6 108.91(12) . 3_666 O1 C1 H1A 109.9 . . C6 C1 H1A 109.9 3_666 . O1 C1 H1B 109.9 . . C6 C1 H1B 109.9 3_666 . H1A C1 H1B 108.3 . . O3 C6 C1 109.44(13) . 3_666 O3 C6 H6A 109.8 . . C1 C6 H6A 109.8 3_666 . O3 C6 H6B 109.8 . . C1 C6 H6B 109.8 3_666 . H6A C6 H6B 108.2 . . I1 C7 H7A 109.5 . . I1 C7 H7B 109.5 . . H7A C7 H7B 109.5 . . I1 C7 H7C 109.5 . . H7A C7 H7C 109.5 . . H7B C7 H7C 109.5 . . O3 C5 C4 109.31(13) . . O3 C5 H5A 109.8 . . C4 C5 H5A 109.8 . . O3 C5 H5B 109.8 . . C4 C5 H5B 109.8 . . H5A C5 H5B 108.3 . . O2 C3 C2 108.50(12) . . O2 C3 H3A 110.0 . . C2 C3 H3A 110.0 . . O2 C3 H3B 110.0 . . C2 C3 H3B 110.0 . . H3A C3 H3B 108.4 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 O2 C3 1.4205(18) . O2 C4 1.4238(19) . O3 C5 1.4228(19) . O3 C6 1.4238(18) . O1 C1 1.4213(18) . O1 C2 1.4224(18) . C4 C5 1.510(2) . C4 H4A 0.9900 . C4 H4B 0.9900 . C2 C3 1.507(2) . C2 H2A 0.9900 . C2 H2B 0.9900 . C1 C6 1.505(2) 3_666 C1 H1A 0.9900 . C1 H1B 0.9900 . C6 C1 1.506(2) 3_666 C6 H6A 0.9900 . C6 H6B 0.9900 . C7 I1 2.1514(15) . C7 H7A 0.9800 . C7 H7B 0.9800 . C7 H7C 0.9800 . C5 H5A 0.9900 . C5 H5B 0.9900 . C3 H3A 0.9900 . C3 H3B 0.9900 . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_4 C3 O2 C4 C5 177.47(13) . C1 O1 C2 C3 -179.70(12) . C2 O1 C1 C6 177.68(12) 3_666 C5 O3 C6 C1 -176.98(12) 3_666 C6 O3 C5 C4 177.31(13) . O2 C4 C5 O3 -70.92(16) . C4 O2 C3 C2 -179.89(13) . O1 C2 C3 O2 71.55(16) .