#------------------------------------------------------------------------------ #$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $ #$Revision: 176759 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/81/2008105.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_2008105 loop_ _publ_author_name 'Ziemer, Burkhard' 'Sauer, Erika' _publ_section_title ; m-Azidobenzenesulfonyl chloride ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first IUC9800074 _journal_paper_doi 10.1107/S0108270199099953 _journal_volume 55 _journal_year 1999 _chemical_formula_iupac 'C6 H4 Cl N3 O2 S' _chemical_formula_sum 'C6 H4 Cl N3 O2 S' _chemical_formula_weight 217.63 _chemical_melting_point 310(2) _chemical_name_systematic ; m-Azidobenzensulfonyl chloride ; _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 SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 92.72(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.0459(14) _cell_length_b 9.3399(14) _cell_length_c 12.913(3) _cell_measurement_reflns_used 5000 _cell_measurement_temperature 180(2) _cell_measurement_theta_max 25.7 _cell_measurement_theta_min 2.7 _cell_volume 848.8(3) _computing_cell_refinement IPDS _computing_data_collection 'IPDS (Stoe, 1997)' _computing_data_reduction IPDS _computing_molecular_graphics 'XSTEP (Stoe, 1997)' _computing_publication_material 'SHELXL93 (Sheldrick, 1993)' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 180(2) _diffrn_detector_area_resol_mean 6.667 _diffrn_measurement_device 'Stoe IPDS' _diffrn_measurement_method '\f-rotation,\f-incr.=1.5\%,147 exposures' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0555 _diffrn_reflns_av_sigmaI/netI 0.0389 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 5631 _diffrn_reflns_theta_max 26.16 _diffrn_reflns_theta_min 2.69 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 'not applicable' _diffrn_standards_interval_time 'not applicable' _diffrn_standards_number 'not applicable' _exptl_absorpt_coefficient_mu 0.662 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.703 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 440 _exptl_crystal_size_max 0.64 _exptl_crystal_size_mid 0.52 _exptl_crystal_size_min 0.48 _refine_diff_density_max 0.604 _refine_diff_density_min -0.271 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.037 _refine_ls_goodness_of_fit_obs 1.079 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 134 _refine_ls_number_reflns 1645 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.105 _refine_ls_restrained_S_obs 1.079 _refine_ls_R_factor_all 0.037 _refine_ls_R_factor_obs 0.032 _refine_ls_shift/esd_max -0.003 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0568P)^2^+0.0955P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.094 _refine_ls_wR_factor_obs 0.086 _reflns_number_observed 1450 _reflns_number_total 1649 _reflns_observed_criterion I>2\s(I) _cod_data_source_file qa0068.cif _cod_data_source_block qa0068 _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 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0568P)^2^+0.0955P] where P = (Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0568P)^2^+0.0955P] where P = (Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2008105 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_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 0.0238(7) 0.0261(9) 0.0214(8) -0.0009(6) 0.0006(6) 0.0007(6) C2 0.0233(7) 0.0204(8) 0.0219(7) 0.0010(6) 0.0011(6) -0.0010(6) C3 0.0206(7) 0.0248(9) 0.0220(8) -0.0014(6) -0.0012(6) -0.0013(6) C4 0.0214(7) 0.0318(10) 0.0293(8) 0.0022(6) 0.0030(6) -0.0059(7) C5 0.0313(8) 0.0235(9) 0.0410(9) 0.0054(7) 0.0002(7) -0.0081(7) C6 0.0328(8) 0.0195(9) 0.0370(9) -0.0008(6) 0.0005(7) 0.0042(7) Cl1 0.0293(2) 0.0379(3) 0.0379(3) 0.0004(2) 0.0065(2) -0.0007(2) N1 0.0348(7) 0.0272(8) 0.0299(7) -0.0007(6) 0.0131(6) -0.0001(6) N2 0.0350(7) 0.0319(9) 0.0242(7) -0.0035(6) 0.0103(6) 0.0048(6) N3 0.0621(11) 0.0271(10) 0.0450(10) 0.0021(8) 0.0204(8) 0.0052(7) O1 0.0559(8) 0.0400(8) 0.0320(7) -0.0145(6) 0.0183(6) -0.0134(6) O2 0.0527(8) 0.0484(9) 0.0380(7) 0.0033(6) 0.0091(6) 0.0227(6) S1 0.0350(3) 0.0269(3) 0.0215(2) -0.0028(2) 0.0063(2) 0.00363(15) 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_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol C1 -0.0155(2) 0.0679(2) 0.79274(12) 0.0238(3) Uani d . 1 . C C2 -0.0742(2) -0.0570(2) 0.83991(12) 0.0219(3) Uani d . 1 . C H2 -0.030(3) -0.147(2) 0.8211(15) 0.032(5) Uiso d . 1 . H C3 -0.1973(2) -0.0435(2) 0.92048(12) 0.0225(3) Uani d . 1 . C C4 -0.2588(2) 0.0908(2) 0.95091(13) 0.0274(4) Uani d . 1 . C H4 -0.340(3) 0.101(2) 1.0031(16) 0.026(4) Uiso d . 1 . H C5 -0.1984(2) 0.2130(2) 0.90200(15) 0.0320(4) Uani d . 1 . C H5 -0.240(3) 0.304(2) 0.9208(15) 0.029(5) Uiso d . 1 . H C6 -0.0753(2) 0.2030(2) 0.82182(14) 0.0298(4) Uani d . 1 . C H6 -0.034(3) 0.282(2) 0.7881(16) 0.035(5) Uiso d . 1 . H Cl1 0.39819(6) 0.06282(5) 0.77347(3) 0.0349(2) Uani d . 1 . Cl N1 -0.2686(2) -0.1615(2) 0.97633(11) 0.0303(3) Uani d . 1 . N N2 -0.2145(2) -0.2826(2) 0.95041(11) 0.0301(3) Uani d . 1 . N N3 -0.1781(3) -0.3982(2) 0.93505(13) 0.0442(4) Uani d . 1 . N O1 0.1327(2) -0.08629(15) 0.64821(10) 0.0421(4) Uani d . 1 . O O2 0.1356(2) 0.1783(2) 0.63038(11) 0.0461(4) Uani d . 1 . O S1 0.14401(6) 0.05318(5) 0.69282(3) 0.0276(2) Uani d . 1 . S 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' Cl Cl 0.1484 0.1585 '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' S S 0.1246 0.1234 '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 C2 C1 C6 123.02(15) C2 C1 S1 118.11(12) C6 C1 S1 118.87(12) C1 C2 C3 117.49(14) C1 C2 H2 122.2(12) C3 C2 H2 120.3(12) C4 C3 C2 120.44(14) C4 C3 N1 115.70(14) C2 C3 N1 123.86(14) C5 C4 C3 120.63(15) C5 C4 H4 118.1(12) C3 C4 H4 121.3(12) C4 C5 C6 120.3(2) C4 C5 H5 121.7(12) C6 C5 H5 118.1(12) C5 C6 C1 118.2(2) C5 C6 H6 121.7(13) C1 C6 H6 120.2(12) N2 N1 C3 116.59(13) N3 N2 N1 172.3(2) O2 S1 O1 121.53(9) O2 S1 C1 110.00(8) O1 S1 C1 110.06(7) O2 S1 Cl1 105.47(7) O1 S1 Cl1 106.20(7) C1 S1 Cl1 101.50(6) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 . 1.388(2) ? C1 C6 . 1.388(2) ? C1 S1 . 1.756(2) ? C2 C3 . 1.391(2) ? C2 H2 . 0.93(2) ? C3 C4 . 1.390(2) ? C3 N1 . 1.422(2) ? C4 C5 . 1.381(3) ? C4 H4 . 0.91(2) ? C5 C6 . 1.385(3) ? C5 H5 . 0.94(2) ? C6 H6 . 0.91(2) ? Cl1 S1 . 2.0306(8) ? N1 N2 . 1.245(2) ? N2 N3 . 1.129(2) ? O1 S1 . 1.4250(13) ? O2 S1 . 1.4192(14) ? 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 C6 C1 C2 C3 -0.6(2) S1 C1 C2 C3 178.60(11) C1 C2 C3 C4 0.5(2) C1 C2 C3 N1 -179.70(14) C2 C3 C4 C5 -0.2(2) N1 C3 C4 C5 179.99(15) C3 C4 C5 C6 -0.1(2) C4 C5 C6 C1 0.0(3) C2 C1 C6 C5 0.3(3) S1 C1 C6 C5 -178.86(12) C4 C3 N1 N2 -179.73(14) C2 C3 N1 N2 0.5(2) C3 N1 N2 N3 -178.1(14) C2 C1 S1 O2 159.19(13) C6 C1 S1 O2 -21.6(2) C2 C1 S1 O1 22.7(2) C6 C1 S1 O1 -158.09(14) C2 C1 S1 Cl1 -89.48(12) C6 C1 S1 Cl1 89.74(13)