#------------------------------------------------------------------------------ #$Date: 2025-08-19 12:01:59 +0200 (Tue, 19 Aug 2025) $ #$Revision: 301802 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/01/2100165.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2100165 loop_ _publ_author_name 'Day, G. M.' 'Motherwell, W. D. S.' 'Ammon, H. L.' 'Boerrigter, S. X. M.' 'Della Valle, R. G.' 'Venuti, E.' 'Dzyabchenko, A.' 'Dunitz, J. D.' 'Schweizer, B.' 'van Eijck, B. P.' 'Erk, P.' 'Facelli, J. C.' 'Bazterra, V. E.' 'Ferraro, M. B.' 'Hofmann, D. W. M.' 'Leusen, F. J. J.' 'Liang, C.' 'Pantelides, C. C.' 'Karamertzanis, P. G.' 'Price, S. L.' 'Lewis, T. C.' 'Nowell, H.' 'Torrisi, A.' 'Scheraga, H. A.' 'Arnautova, Y. A.' 'Schmidt, M. U.' 'Verwer, P.' _publ_section_title ; A third blind test of crystal structure prediction ; _journal_coeditor_code DE5014 _journal_issue 5 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 511 _journal_page_last 527 _journal_paper_doi 10.1107/S0108768105016563 _journal_volume 61 _journal_year 2005 _chemical_formula_moiety ' C9 H9 N3 O5 ' _chemical_formula_sum 'C9 H9 N3 O5' _chemical_formula_weight 239.19 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method CRYSTALS_ver_12-03-99 _cell_angle_alpha 90 _cell_angle_beta 99.1624(15) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.5693(4) _cell_length_b 4.85310(10) _cell_length_c 17.2663(5) _cell_measurement_reflns_used 2364 _cell_measurement_temperature 150 _cell_measurement_theta_max 27 _cell_measurement_theta_min 5 _cell_volume 1039.81(5) _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_ambient_temperature 150 _diffrn_measured_fraction_theta_full 0.988 _diffrn_measured_fraction_theta_max 0.987 _diffrn_measurement_device_type ; Nonius Kappa CCD ; _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.04 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 4326 _diffrn_reflns_theta_full 26.915 _diffrn_reflns_theta_max 27.465 _diffrn_reflns_theta_min 5.227 _diffrn_standards_decay_% 0.00 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.127 _exptl_absorpt_correction_T_max 0.99 _exptl_absorpt_correction_T_min 0.98 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_crystal_colour ' pale yellow ' _exptl_crystal_density_diffrn 1.528 _exptl_crystal_description ' plate ' _exptl_crystal_F_000 496.000 _exptl_crystal_size_max 0.83 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.04 _refine_diff_density_max 0.19 _refine_diff_density_min -0.24 _refine_ls_goodness_of_fit_ref 1.0388 _refine_ls_number_parameters 181 _refine_ls_number_reflns 1497 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0424 _refine_ls_R_factor_gt 0.0317 _refine_ls_shift/su_max 0.000200 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; p=P(6)*max(Fo^2,0) + (1-P(6))Fc^2 Method = SHELXL 97 (Sheldrick, 1997) W = 1. / [Sigma^2(F*)+(P(1)p)^2+P(2)p+P(4)+P(5)Sin(theta) ] P(i) are: 0.328E-01 0.500 0.00 0.00 0.00 0.333 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0837 _refine_ls_wR_factor_gt 0.0780 _refine_ls_wR_factor_ref 0.0780 _reflns_number_gt 1497 _reflns_number_total 2357 _reflns_threshold_expression I>3.00u(I) _cod_data_source_file de5014sup1.cif _cod_data_source_block X _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 2935 2014-11-11 08:27:57Z andrius ; _cod_original_sg_symbol_H-M 'P 1 21/n 1 ' _cod_original_formula_sum ' C9 H9 N3 O5 ' _cod_database_code 2100165 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol C1 -0.11496(12) 0.5270(3) 0.17561(9) 0.0172 Uani . 1.0000 C C2 -0.07824(12) 0.4022(3) 0.11197(9) 0.0181 Uani . 1.0000 C C3 0.00456(13) 0.2130(3) 0.12495(9) 0.0197 Uani D 1.0000 C C4 0.05357(12) 0.1464(3) 0.20089(9) 0.0189 Uani D 1.0000 C C5 0.01682(12) 0.2781(3) 0.26387(9) 0.0179 Uani . 1.0000 C C6 -0.06717(12) 0.4686(3) 0.25078(9) 0.0177 Uani D 1.0000 C N7 0.06285(11) 0.2111(3) 0.34129(8) 0.0196 Uani . 1.0000 N C8 0.08511(13) 0.3976(3) 0.40076(9) 0.0207 Uani D 1.0000 C O9 0.07502(11) 0.6454(2) 0.38929(7) 0.0315 Uani . 1.0000 O C10 0.12185(16) 0.2782(4) 0.48050(10) 0.0280 Uani D 1.0000 C C11 0.14477(14) -0.0572(4) 0.21298(11) 0.0247 Uani D 1.0000 C N12 -0.11871(11) 0.4842(3) 0.03132(8) 0.0213 Uani . 1.0000 N O13 -0.10810(10) 0.3211(3) -0.02156(6) 0.0286 Uani . 1.0000 O O14 -0.15780(10) 0.7153(3) 0.02015(7) 0.0292 Uani . 1.0000 O N15 -0.21150(10) 0.7036(3) 0.16574(7) 0.0190 Uani . 1.0000 N O16 -0.20322(9) 0.9277(2) 0.19842(7) 0.0280 Uani . 1.0000 O O17 -0.29431(9) 0.6110(3) 0.12827(7) 0.0293 Uani . 1.0000 O H71 0.0734(14) 0.043(4) 0.3520(10) 0.0230 Uiso . 1.0000 H H31 0.0311(14) 0.139(4) 0.0820(10) 0.0243 Uiso D 1.0000 H H61 -0.0945(13) 0.549(4) 0.2930(10) 0.0216 Uiso D 1.0000 H H3 0.1465(17) 0.094(4) 0.4771(12) 0.0500 Uiso D 1.0000 H H4 0.0586(17) 0.275(5) 0.5083(12) 0.0500 Uiso D 1.0000 H H5 0.1722(16) 0.396(5) 0.5107(12) 0.0500 Uiso D 1.0000 H H6 0.1770(16) -0.080(5) 0.1689(12) 0.0500 Uiso D 1.0000 H H7 0.2017(16) 0.002(5) 0.2541(12) 0.0500 Uiso D 1.0000 H H8 0.1243(17) -0.229(4) 0.2314(12) 0.0500 Uiso D 1.0000 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.0162(7) 0.0138(8) 0.0222(8) -0.0014(6) 0.0048(6) -0.0002(6) C2 0.0201(8) 0.0170(8) 0.0177(8) -0.0026(7) 0.0047(6) 0.0009(6) C3 0.0223(8) 0.0162(8) 0.0224(8) -0.0016(7) 0.0088(7) -0.0018(7) C4 0.0188(8) 0.0136(8) 0.0247(8) -0.0026(6) 0.0049(6) -0.0004(6) C5 0.0197(8) 0.0135(8) 0.0205(8) -0.0038(6) 0.0032(6) 0.0004(6) C6 0.0186(8) 0.0160(8) 0.0195(8) -0.0026(6) 0.0059(6) -0.0010(7) N7 0.0249(7) 0.0118(7) 0.0212(7) 0.0012(6) 0.0010(5) 0.0019(6) C8 0.0216(8) 0.0169(9) 0.0235(8) 0.0003(7) 0.0028(6) -0.0001(7) O9 0.0478(8) 0.0149(6) 0.0286(7) 0.0008(6) -0.0038(6) 0.0005(5) C10 0.0360(10) 0.0220(10) 0.0236(9) 0.0028(8) -0.0020(8) 0.0008(7) C11 0.0235(9) 0.0209(9) 0.0301(9) 0.0030(7) 0.0061(7) 0.0007(8) N12 0.0226(7) 0.0216(8) 0.0207(7) -0.0002(6) 0.0068(5) 0.0017(6) O13 0.0369(7) 0.0296(7) 0.0202(6) 0.0001(6) 0.0072(5) -0.0065(5) O14 0.0372(7) 0.0248(7) 0.0266(6) 0.0085(6) 0.0080(5) 0.0061(5) N15 0.0196(7) 0.0194(7) 0.0189(6) 0.0014(6) 0.0057(5) 0.0015(6) O16 0.0261(6) 0.0173(6) 0.0418(7) 0.0017(5) 0.0089(5) -0.0055(5) O17 0.0202(6) 0.0394(8) 0.0265(6) 0.0007(6) -0.0024(5) -0.0071(6) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 3460084