#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/62/2006228.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_2006228 loop_ _publ_author_name 'Ruiwu, Tao ' 'Barnes, Charles L. ' 'Cox, Osvaldo ' 'Hern\`andez, Wigberto J. ' 'Cardona, Damaris ' 'Huang, Songping D. ' _publ_contact_author ; Songping D. Huang Department of Chemistry University of Puerto Rico PO Box 23346 San Juan PR 00931 USA ; _publ_section_title ; 1-(1,3-Benzothiazol-2-yl)-2-(2-bromo-5-nitrophenyl)ethanone ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 801 _journal_page_last 803 _journal_paper_doi 10.1107/S0108270197000656 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C15 H9 Br N2 O3 S ' _chemical_formula_sum 'C15 H9 Br N2 O3 S' _chemical_formula_weight 377.21 _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method 'from TEXRAY.INF file' _cell_angle_alpha 98.956(9) _cell_angle_beta 97.030(10) _cell_angle_gamma 99.326(9) _cell_formula_units_Z 2 _cell_length_a 5.6211(9) _cell_length_b 7.3560(10) _cell_length_c 18.144(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 295.2 _cell_measurement_theta_max 25.0 _cell_measurement_theta_min 20.0 _cell_volume 722.9(2) _computing_cell_refinement CAD-4-PC _computing_data_collection 'CAD-4-PC (Enraf-Nonius, 1994)' _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1985, 1992)' _computing_publication_material TEXSAN _computing_structure_refinement TEXSAN _computing_structure_solution 'SIR92 (Altomare, Cascarano, Giacovazzo & Guagliardi, 1993)' _diffrn_ambient_temperature 295.2 _diffrn_measurement_device CAD4 _diffrn_measurement_method '\w/2\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.016 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 2972 _diffrn_reflns_theta_max 24.97 _diffrn_standards_decay_% 0.00 _diffrn_standards_interval_count 200 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 3.009 _exptl_absorpt_correction_T_max 0.860 _exptl_absorpt_correction_T_min 0.566 _exptl_absorpt_correction_type 'empirical, \y scans (North, Phillips & Mathews, 1968)' _exptl_absorpt_process_details psi-scan _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.733 _exptl_crystal_density_method 'not measured' _exptl_crystal_description platelet _exptl_crystal_F_000 376.00 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.34 _refine_diff_density_min -0.45 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.766 _refine_ls_hydrogen_treatment 'H atoms: calculated and fixed' _refine_ls_matrix_type full _refine_ls_number_parameters 199 _refine_ls_number_reflns 2056 _refine_ls_number_restraints 0 _refine_ls_R_factor_obs .0317 _refine_ls_shift/esd_max 0.0004 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w^-1^ = \s~c~^2^(F~o~) + (p^2^/4F~o~^2^) with p = 0.03' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs .0375 _reflns_number_observed 2056 _reflns_number_total 2539 _reflns_observed_criterion I>2.5\s(I) _cod_data_source_file jz1178.cif _cod_data_source_block SDH2007 _cod_depositor_comments ; The following automatic conversions were performed: '_geom_bond_publ_flag' value 'No' changed to 'no' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (21 time). Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_atom_site_thermal_displace_type' tag value 'Uij' was replaced with 'Uani' value 31 time. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_geom_bond_publ_flag' value 'No' changed to 'no' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (21 time). '_geom_angle_publ_flag' value 'No' changed to 'no' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (17 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w^-1^ = \s~c~^2^(F~o~) + (p^2^/4F~o~^2^) with p = 0.03' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w^-1^ = \s~c~^2^(F~o~) + (p^2^/4F~o~^2^) with p = 0.03'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P -1 ' _cod_original_formula_sum 'C15 H9 Br N2 O3 S ' _cod_database_code 2006228 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y, -z' 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 Br .0775(3) .0719(3) .0714(3) .0355(2) -.0001(2) .0210(2) S .0295(4) .0397(4) .0439(4) .0007(3) .0059(3) .0082(3) O(1) .0350(10) .0720(10) .0490(10) -.0040(10) -.0017(10) .0000(10) O(2) .156(3) .103(2) .075(2) .083(2) -.017(2) .001(2) O(3) .133(3) .111(2) .080(2) .064(2) -.004(2) -.036(2) N(1) .0310(10) .0300(10) .0380(10) .0068(9) .0062(10) .0051(9) N(2) .078(2) .058(2) .063(2) .022(2) .003(2) -.012(2) C(1) .0300(10) .0300(10) .039(2) .0080(10) .0060(10) .0070(10) C(2) .0330(10) .0270(10) .038(2) .0080(10) .0040(10) .0060(10) C(3) .045(2) .0390(10) .045(2) .0100(10) .0150(10) .0150(10) C(4) .058(2) .0400(10) .035(2) .0110(10) .0100(10) .0090(10) C(5) .046(2) .0400(10) .037(2) .0040(10) -.0020(10) .0050(10) C(6) .0340(10) .0350(10) .041(2) .0040(10) .0060(10) .0090(10) C(7) .0320(10) .0270(10) .0340(10) .0090(10) .0050(10) .0060(10) C(8) .036(2) .0360(10) .041(2) .0090(10) .0030(10) .0030(10) C(9) .040(2) .0390(10) .039(2) .0010(10) .0030(10) .0010(10) C(10) .0380(10) .0400(10) .0330(10) .0030(10) .0060(10) .0070(10) C(11) .052(2) .056(2) .041(2) .0160(10) .0030(10) .0140(10) C(12) .072(2) .083(2) .036(2) .026(2) -.012(2) .006(2) C(13) .078(2) .069(2) .038(2) .019(2) -.004(2) -.010(2) C(14) .052(2) .045(2) .042(2) .0120(10) .0030(10) .0010(10) C(15) .039(2) .044(2) .0310(10) .0040(10) .0010(10) .0080(10) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom Br .17635(7) .28045(5) .14050(2) .07120(10) Uani ? ? S .20720(10) .13573(9) .46060(4) .0382(2) Uani ? ? O(1) .1637(4) .0703(3) .29710(10) .0555(6) Uani ? ? O(2) .8601(7) -.3796(4) .1843(2) .1090(10) Uani ? ? O(3) .7684(6) -.4364(5) .0652(2) .1110(10) Uani ? ? N(1) .6396(4) .2963(3) .44370(10) .0325(6) Uani ? ? N(2) .7583(6) -.3491(4) .1260(2) .0684(10) Uani ? ? C(1) .4300(4) .2064(3) .40710(10) .0326(7) Uani ? ? C(2) .4153(5) .2323(3) .54110(10) .0326(7) Uani ? ? C(3) .3873(5) .2355(4) .6163(2) .0413(8) Uani ? ? C(4) .5844(6) .3208(4) .6702(2) .0435(8) Uani ? ? C(5) .8047(5) .4022(4) .6505(2) .0425(8) Uani ? ? C(6) .8325(5) .4008(3) .57670(10) .0364(7) Uani ? ? C(7) .6365(5) .3130(3) .52040(10) .0308(7) Uani ? ? C(8) .3663(5) .1547(4) .3240(2) .0381(7) Uani ? ? C(9) .5599(5) .2081(4) .2763(2) .0410(8) Uani ? ? C(10) .5218(5) .0750(4) .20190(10) .0371(7) Uani ? ? C(11) .3563(6) .0841(4) .1394(2) .0486(9) Uani ? ? C(12) .3205(7) -.0481(5) .0740(2) .0650(10) Uani ? ? C(13) .4490(7) -.1914(5) .0687(2) .0640(10) Uani ? ? C(14) .6147(6) -.1983(4) .1297(2) .0472(9) Uani ? ? C(15) .6522(5) -.0689(4) .19550(10) .0387(8) Uani ? ? H(1) .2377 .1809 .6300 .0496 Uani ? ? H(2) .5704 .3243 .7221 .0522 Uani ? ? H(3) .9374 .4596 .6891 .0510 Uani ? ? H(4) .9820 .4583 .5637 .0437 Uani ? ? H(5) .5543 .3309 .2667 .0492 Uani ? ? H(6) .7154 .2061 .3031 .0492 Uani ? ? H(7) .2055 -.0393 .0323 .0778 Uani ? ? H(8) .4240 -.2833 .0241 .0771 Uani ? ? H(9) .7684 -.0788 .2367 .0465 Uani ? ? loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H 0.000 0.000 'International Tables' C 0.003 0.002 'International Tables' N 0.006 0.003 'International Tables' O 0.011 0.006 'International Tables' S 0.125 0.123 'International Tables' Br -0.290 2.459 'International Tables' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C(1) S C(2) 88.50(10) yes C(1) N(1) C(7) 109.9(2) yes O(2) N(2) O(3) 123.1(3) yes O(2) N(2) C(14) 118.6(3) yes O(3) N(2) C(14) 118.3(3) no S C(1) N(1) 117.0(2) yes S C(1) C(8) 117.2(2) yes N(1) C(1) C(8) 125.8(2) yes S C(2) C(3) 129.1(2) yes S C(2) C(7) 109.5(2) yes C(3) C(2) C(7) 121.4(2) no C(2) C(3) C(4) 117.6(3) no C(3) C(4) C(5) 121.5(3) no C(4) C(5) C(6) 121.2(2) no C(5) C(6) C(7) 118.7(2) no N(1) C(7) C(2) 115.2(2) yes N(1) C(7) C(6) 125.2(2) yes C(2) C(7) C(6) 119.6(2) no O(1) C(8) C(1) 119.0(2) yes O(1) C(8) C(9) 122.7(2) yes C(1) C(8) C(9) 118.3(2) yes C(8) C(9) C(10) 111.8(2) yes C(9) C(10) C(11) 124.0(3) no C(9) C(10) C(15) 118.5(2) no C(11) C(10) C(15) 117.4(2) no Br C(11) C(10) 121.1(2) yes Br C(11) C(12) 117.6(2) yes C(10) C(11) C(12) 121.3(3) no C(11) C(12) C(13) 120.7(3) no C(12) C(13) C(14) 118.0(3) no N(2) C(14) C(13) 119.6(3) no N(2) C(14) C(15) 118.0(3) no C(13) C(14) C(15) 122.3(3) no C(10) C(15) C(14) 120.3(3) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Br C(11) ? ? 1.892(3) yes S C(1) ? ? 1.740(3) yes S C(2) ? ? 1.730(3) yes O(1) C(8) ? ? 1.209(3) yes O(2) N(2) ? ? 1.210(4) yes O(3) N(2) ? ? 1.200(4) yes N(1) C(1) ? ? 1.298(3) yes N(1) C(7) ? ? 1.381(3) yes N(2) C(14) ? ? 1.472(4) yes C(1) C(8) ? ? 1.479(4) yes C(2) C(3) ? ? 1.390(4) no C(2) C(7) ? ? 1.408(4) no C(3) C(4) ? ? 1.378(4) no C(4) C(5) ? ? 1.399(4) no C(5) C(6) ? ? 1.366(4) no C(6) C(7) ? ? 1.401(4) no C(8) C(9) ? ? 1.513(4) yes C(9) C(10) ? ? 1.508(4) yes C(10) C(11) ? ? 1.393(4) no C(10) C(15) ? ? 1.380(4) no C(11) C(12) ? ? 1.383(4) no C(12) C(13) ? ? 1.368(5) no C(13) C(14) ? ? 1.370(4) no C(14) C(15) ? ? 1.376(4) no C(3) H(1) ? ? .951 no C(4) H(2) ? ? .951 no C(5) H(3) ? ? .951 no C(6) H(4) ? ? .951 no C(9) H(5) ? ? .951 no C(9) H(6) ? ? .951 no C(12) H(7) ? ? .951 no C(13) H(8) ? ? .951 no C(15) H(9) ? ? .951 no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 54300589