#------------------------------------------------------------------------------ #$Date: 2014-08-06 01:16:03 +0300 (Wed, 06 Aug 2014) $ #$Revision: 121403 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/30/04/2300465.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_2300465 loop_ _publ_author_name 'Tan, Seng Lim' 'Ng, Seik Weng' _publ_section_title ; Does the size of a crystal matter in an X-ray crystal structure analysis of a small molecule? ; _journal_coeditor_code kk5175 _journal_issue 4 _journal_name_full 'Journal of Applied Crystallography' _journal_page_first 1443 _journal_page_last 1444 _journal_paper_doi 10.1107/S1600576714011297 _journal_volume 47 _journal_year 2014 _chemical_formula_moiety 'C7 H8 F N3 S' _chemical_formula_sum 'C7 H8 F N3 S' _chemical_formula_weight 185.22 _chemical_name_systematic ; 3-Amino-1-(4-fluorophenyl)thiourea ; _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 91.776(5) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 11.9359(7) _cell_length_b 5.5005(3) _cell_length_c 12.4375(7) _cell_measurement_reflns_used 2330 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 27.4990 _cell_measurement_theta_min 3.6310 _cell_volume 816.17(8) _computing_cell_refinement 'CrysAlis PRO (Agilent, 2014)' _computing_data_collection 'CrysAlis PRO (Agilent, 2014)' _computing_data_reduction 'CrysAlis PRO (Agilent, 2014)' _computing_molecular_graphics 'X-Seed (Barbour, 2001)' _computing_publication_material 'publCIF (Westrip, 2010)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 10.4041 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Agilent Technologies SuperNova Dual diffractometer with Atlas detector' _diffrn_measurement_method '\w scan' _diffrn_radiation_monochromator Mirror _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0412 _diffrn_reflns_av_sigmaI/netI 0.0425 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 6384 _diffrn_reflns_theta_full 27.54 _diffrn_reflns_theta_max 27.54 _diffrn_reflns_theta_min 3.65 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.357 _exptl_absorpt_correction_T_max 0.945 _exptl_absorpt_correction_T_min 0.910 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details 'CrysAlis PRO (Agilent, 2014)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.507 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 384 _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.17 _refine_diff_density_max 0.322 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.063 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 125 _refine_ls_number_reflns 1881 _refine_ls_number_restraints 4 _refine_ls_restrained_S_all 1.036 _refine_ls_R_factor_all 0.0512 _refine_ls_R_factor_gt 0.0357 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0424P)^2^+0.3065P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0848 _refine_ls_wR_factor_ref 0.0968 _reflns_number_gt 1475 _reflns_number_total 1881 _reflns_threshold_expression I>2\s(I) _iucr_refine_instructions_details ; TITL P21/c rem eqivR 0.14 CELL 0.71073 11.9359 5.5005 12.4375 90.000 91.776 90.000 ZERR 4 0.0007 0.0003 0.0007 0.000 0.005 0.000 LATT 1 SYMM -x, y+1/2,-z+1/2 SFAC C H N F S UNIT 28 32 12 4 4 ACTA TEMP -173 SIZE 0.3 0.3 0.2 L.S. 100 BOND $H CONF FMAP 2 PLAN -1 DFIX 0.88 0.01 N1 H11 N1 H12 N2 H2 N3 H3 WGHT 0.042400 0.306500 FVAR 8.28001 S1 5 0.095387 0.491923 0.353555 11.00000 0.02499 0.02143 = 0.01743 -0.00599 0.00947 -0.00988 F1 4 0.465490 0.754519 0.019407 11.00000 0.02578 0.02257 = 0.01684 -0.00125 0.01056 0.00044 C1 1 0.146006 0.734141 0.423780 11.00000 0.01310 0.01483 = 0.01256 0.00026 -0.00074 0.00178 C2 1 0.288897 0.839264 0.293629 11.00000 0.01246 0.01591 = 0.01277 -0.00230 0.00252 -0.00259 C3 1 0.279605 1.011550 0.212758 11.00000 0.01538 0.01354 = 0.01946 -0.00054 0.00133 0.00088 AFIX 43 H3A 2 0.232074 1.148323 0.221179 11.00000 -1.20000 AFIX 0 C4 1 0.339278 0.985784 0.119443 11.00000 0.01918 0.01475 = 0.01527 0.00262 0.00162 -0.00228 AFIX 43 H4 2 0.334081 1.103880 0.063777 11.00000 -1.20000 AFIX 0 C5 1 0.406196 0.783742 0.110140 11.00000 0.01227 0.01805 = 0.01292 -0.00376 0.00407 -0.00408 C6 1 0.417184 0.609067 0.188980 11.00000 0.01185 0.01299 = 0.01999 -0.00228 0.00039 0.00078 AFIX 43 H6 2 0.464249 0.471834 0.179762 11.00000 -1.20000 AFIX 0 C7 1 0.357814 0.638360 0.282275 11.00000 0.01484 0.01400 = 0.01534 0.00052 -0.00017 -0.00238 AFIX 43 H7 2 0.364338 0.521163 0.338224 11.00000 -1.20000 AFIX 0 N1 3 0.144588 0.998438 0.575679 11.00000 0.01754 0.01741 = 0.01346 -0.00405 -0.00099 0.00119 N2 3 0.099875 0.799860 0.515885 11.00000 0.01623 0.01804 = 0.01429 -0.00094 0.00325 -0.00334 N3 3 0.230060 0.874495 0.390193 11.00000 0.01672 0.01373 = 0.01536 -0.00327 0.00462 -0.00389 H11 2 0.091148 1.108621 0.581943 11.00000 0.02846 H12 2 0.163235 0.947508 0.640747 11.00000 0.02040 H2 2 0.050451 0.707360 0.546361 11.00000 0.02707 H3 2 0.243270 1.006595 0.426980 11.00000 0.02220 HKLF 4 REM P21/c REM R1 = 0.0357 for 1475 Fo > 4sig(Fo) and 0.0512 for all 1881 data REM 125 parameters refined using 4 restraints END WGHT 0.0361 0.3169 REM Highest difference peak 0.322, deepest hole -0.269, 1-sigma level 0.063 Q1 1 0.3192 0.7389 0.2874 11.00000 0.05 0.32 ; _[local]_cod_data_source_file kk5175sup1.cif _[local]_cod_data_source_block S3 _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_absorpt_correction_type' value 'Gaussian' changed to 'gaussian' according to /usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/IUCr/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 Adding full bibliography for 2300463--2300482.cif. ; _cod_database_code 2300465 _cod_database_fobs_code 2300465 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 S1 S 0.09539(4) 0.49192(9) 0.35355(4) 0.02110(16) Uani 1 1 d . F1 F 0.46549(9) 0.75452(19) 0.01941(8) 0.0215(3) Uani 1 1 d . C1 C 0.14601(14) 0.7341(3) 0.42378(14) 0.0135(4) Uani 1 1 d . C2 C 0.28890(14) 0.8393(3) 0.29363(13) 0.0137(4) Uani 1 1 d . C3 C 0.27961(15) 1.0115(3) 0.21276(15) 0.0161(4) Uani 1 1 d . H3A H 0.2321 1.1483 0.2212 0.019 Uiso 1 1 calc R C4 C 0.33928(15) 0.9858(3) 0.11944(14) 0.0164(4) Uani 1 1 d . H4 H 0.3341 1.1039 0.0638 0.020 Uiso 1 1 calc R C5 C 0.40620(14) 0.7837(3) 0.11014(14) 0.0143(4) Uani 1 1 d . C6 C 0.41718(14) 0.6091(3) 0.18898(14) 0.0149(4) Uani 1 1 d . H6 H 0.4642 0.4718 0.1798 0.018 Uiso 1 1 calc R C7 C 0.35781(14) 0.6384(3) 0.28227(14) 0.0147(4) Uani 1 1 d . H7 H 0.3643 0.5212 0.3382 0.018 Uiso 1 1 calc R N1 N 0.14459(13) 0.9984(3) 0.57568(12) 0.0162(3) Uani 1 1 d D N2 N 0.09988(12) 0.7999(3) 0.51589(12) 0.0161(3) Uani 1 1 d D N3 N 0.23006(12) 0.8745(3) 0.39019(12) 0.0152(3) Uani 1 1 d D H11 H 0.0911(14) 1.109(3) 0.5819(17) 0.028(6) Uiso 1 1 d D H12 H 0.1632(17) 0.948(3) 0.6407(10) 0.020(5) Uiso 1 1 d D H2 H 0.0505(15) 0.707(3) 0.5464(16) 0.027(6) Uiso 1 1 d D H3 H 0.2433(17) 1.007(3) 0.4270(15) 0.022(6) Uiso 1 1 d 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 S1 0.0250(3) 0.0214(3) 0.0174(3) -0.00599(19) 0.00947(19) -0.00988(18) F1 0.0258(6) 0.0226(6) 0.0168(6) -0.0012(4) 0.0106(4) 0.0004(4) C1 0.0131(9) 0.0148(9) 0.0126(9) 0.0003(7) -0.0007(6) 0.0018(6) C2 0.0125(8) 0.0159(9) 0.0128(9) -0.0023(7) 0.0025(6) -0.0026(7) C3 0.0154(9) 0.0135(9) 0.0195(9) -0.0005(7) 0.0013(7) 0.0009(7) C4 0.0192(9) 0.0147(9) 0.0153(9) 0.0026(7) 0.0016(7) -0.0023(7) C5 0.0123(9) 0.0180(9) 0.0129(9) -0.0038(7) 0.0041(6) -0.0041(7) C6 0.0118(9) 0.0130(9) 0.0200(9) -0.0023(7) 0.0004(7) 0.0008(6) C7 0.0148(9) 0.0140(9) 0.0153(9) 0.0005(7) -0.0002(7) -0.0024(7) N1 0.0175(8) 0.0174(8) 0.0135(8) -0.0040(6) -0.0010(6) 0.0012(6) N2 0.0162(8) 0.0180(8) 0.0143(8) -0.0009(6) 0.0033(6) -0.0033(6) N3 0.0167(8) 0.0137(8) 0.0154(8) -0.0033(6) 0.0046(6) -0.0039(6) 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 17 -1 -2 0.1273 17.0151 -0.9733 -2.0957 0.8189 -0.3256 0.5202 0 -1 -17 0.0860 0.0227 -0.9851 -17.0183 0.3450 -0.5825 -0.7070 -16 -1 4 0.1223 -16.0236 -1.0321 4.1047 -0.9205 0.1510 -0.3129 -15 0 -8 0.1178 -15.0013 -0.0158 -7.9242 -0.5403 -0.0813 -0.8519 -14 -4 4 0.1584 -14.0313 -4.0364 4.1111 -0.9788 -0.1991 -0.1176 12 5 0 0.1723 12.0266 5.0316 -0.0998 0.8402 0.4394 0.1846 -1 -8 2 0.1658 -1.0292 -8.0236 2.0567 -0.5089 -0.8184 0.3983 10 0 14 0.1374 9.9876 0.0017 13.9619 0.1579 0.2949 0.9502 -13 5 0 0.1780 -12.9959 4.9917 0.0455 -0.3715 0.6742 -0.6471 1 2 -17 0.1124 1.0331 2.0240 -17.0421 0.5486 -0.2607 -0.8024 0 -2 17 0.1246 -0.0322 -2.0224 17.0363 -0.5002 0.2513 0.8357 1 8 -1 0.1333 1.0277 8.0226 -1.0553 0.4856 0.8461 -0.3542 0 1 17 0.0836 -0.0227 0.9851 17.0183 -0.3450 0.5825 0.7070 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle N2 C1 N3 116.29(15) N2 C1 S1 120.33(13) N3 C1 S1 123.35(13) C3 C2 C7 120.39(16) C3 C2 N3 119.31(16) C7 C2 N3 120.26(16) C2 C3 C4 120.42(16) C2 C3 H3A 119.8 C4 C3 H3A 119.8 C5 C4 C3 117.86(17) C5 C4 H4 121.1 C3 C4 H4 121.1 F1 C5 C4 118.93(16) F1 C5 C6 117.91(15) C4 C5 C6 123.15(16) C5 C6 C7 118.35(16) C5 C6 H6 120.8 C7 C6 H6 120.8 C2 C7 C6 119.82(16) C2 C7 H7 120.1 C6 C7 H7 120.1 N2 N1 H11 108.3(15) N2 N1 H12 108.6(14) H11 N1 H12 107.5(19) C1 N2 N1 120.01(14) C1 N2 H2 121.0(14) N1 N2 H2 118.0(14) C1 N3 C2 125.26(15) C1 N3 H3 116.2(14) C2 N3 H3 118.1(14) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S1 C1 1.6942(18) F1 C5 1.3600(19) C1 N2 1.336(2) C1 N3 1.343(2) C2 C3 1.384(2) C2 C7 1.387(2) C2 N3 1.423(2) C3 C4 1.388(3) C3 H3A 0.9500 C4 C5 1.376(2) C4 H4 0.9500 C5 C6 1.376(2) C6 C7 1.388(2) C6 H6 0.9500 C7 H7 0.9500 N1 N2 1.416(2) N1 H11 0.885(9) N1 H12 0.879(9) N2 H2 0.874(9) N3 H3 0.870(9) 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 C7 C2 C3 C4 -0.1(3) N3 C2 C3 C4 177.69(16) C2 C3 C4 C5 0.7(3) C3 C4 C5 F1 180.00(15) C3 C4 C5 C6 -0.6(3) F1 C5 C6 C7 179.43(15) C4 C5 C6 C7 0.0(3) C3 C2 C7 C6 -0.4(3) N3 C2 C7 C6 -178.26(15) C5 C6 C7 C2 0.5(3) N3 C1 N2 N1 -3.9(2) S1 C1 N2 N1 178.26(12) N2 C1 N3 C2 -178.75(16) S1 C1 N3 C2 -1.0(2) C3 C2 N3 C1 114.3(2) C7 C2 N3 C1 -67.8(2)