#------------------------------------------------------------------------------ #$Date: 2014-10-29 19:40:48 +0200 (Wed, 29 Oct 2014) $ #$Revision: 125963 $ #$URL: file:///home/coder/svn-repositories/cod/cif/3/50/00/3500020.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_3500020 loop_ _publ_author_name 'Thierry Maris' _publ_section_references ; Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. (2009), J. Appl. Cryst. 42, 339-341. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ; _publ_section_title ; 4-Chlorobenzenesulfonyl chloride ; _journal_name_full 'Personal communication to COD' _journal_year 2014 _chemical_formula_moiety 'C6 H4 Cl2 O2 S' _chemical_formula_sum 'C6 H4 Cl2 O2 S' _chemical_formula_weight 211.05 _chemical_name_systematic ; Benzenesulfonyl chloride, 4-?chloro- ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _audit_creation_date 2013-02-28 _audit_creation_method ; Olex2 1.2 (compiled Dec 5 2012 16:20:19, GUI svn.r4385) ; _cell_angle_alpha 90 _cell_angle_beta 97.320(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 6.2577(3) _cell_length_b 7.7878(4) _cell_length_c 16.1579(8) _cell_measurement_reflns_used 4232 _cell_measurement_temperature 100 _cell_measurement_theta_max 69.995 _cell_measurement_theta_min 2.757 _cell_volume 781.02(7) _computing_data_reduction 'SAINT v8.27A (Bruker, 2012)' _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution ; XS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _diffrn_ambient_temperature 100 _diffrn_detector_area_resol_mean 8.3 _diffrn_measured_fraction_theta_full 0.958 _diffrn_measured_fraction_theta_max 0.938 _diffrn_measurement_device_type 'Bruker Microstar X8' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator 'Helios Mirror Optics' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_unetI/netI 0.0355 _diffrn_reflns_laue_measured_fraction_full 0.958 _diffrn_reflns_laue_measured_fraction_max 0.938 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 5414 _diffrn_reflns_point_group_measured_fraction_full 0.958 _diffrn_reflns_point_group_measured_fraction_max 0.938 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 69.985 _diffrn_reflns_theta_min 5.521 _diffrn_source 'Rotating-anode X-ray tube' _exptl_absorpt_coefficient_mu 9.526 _exptl_absorpt_correction_T_max 0.7533 _exptl_absorpt_correction_T_min 0.5245 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0821 before and 0.0538 after correction. The Ratio of minimum to maximum transmission is 0.6963. The \l/2 correction factor is 0.0015. ; _exptl_crystal_density_diffrn 1.795 _exptl_crystal_F_000 424 _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.258 _exptl_crystal_size_min 0.195 _exptl_special_details ; ? ; _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; _refine_diff_density_max 0.470 _refine_diff_density_min -0.679 _refine_diff_density_rms 0.110 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 116 _refine_ls_number_reflns 1391 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.110 _refine_ls_R_factor_all 0.0362 _refine_ls_R_factor_gt 0.0355 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.0563P)^2^+0.7509P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0935 _refine_ls_wR_factor_ref 0.0944 _refine_special_details ; ? ; _reflns_Friedel_coverage 0.000 _reflns_number_gt 1361 _reflns_number_total 1391 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _[local]_cod_data_source_file phensocl2.cif _[local]_cod_data_source_block phensocl2 _cod_database_code 3500020 _olex2_refinement_description ; ; _shelx_estimated_absorpt_t_max 0.258 _shelx_estimated_absorpt_t_min 0.191 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelxl_version_number 2012-9 loop_ _space_group_symop_operation_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_site_symmetry_order _atom_site_calc_flag Cl1 Cl 0.18263(8) 0.67307(7) 0.24262(3) 0.0109(2) Uani 1 1 d Cl2 Cl 0.84557(8) 0.05882(7) 0.09773(3) 0.0127(2) Uani 1 1 d S1 S 0.27141(8) 0.70295(7) 0.12611(3) 0.0075(2) Uani 1 1 d O1 O 0.4002(3) 0.8539(2) 0.13025(11) 0.0150(4) Uani 1 1 d O2 O 0.0783(3) 0.6902(2) 0.06945(10) 0.0143(4) Uani 1 1 d C1 C 0.4323(3) 0.5201(3) 0.11777(13) 0.0073(4) Uani 1 1 d C2 C 0.3454(3) 0.3808(3) 0.07211(13) 0.0081(5) Uani 1 1 d C3 C 0.4735(4) 0.2373(3) 0.06566(13) 0.0087(5) Uani 1 1 d C4 C 0.6836(3) 0.2372(3) 0.10579(14) 0.0090(5) Uani 1 1 d C5 C 0.7694(4) 0.3772(3) 0.15209(14) 0.0111(5) Uani 1 1 d C6 C 0.6427(4) 0.5213(3) 0.15824(14) 0.0108(5) Uani 1 1 d H6 H 0.703(5) 0.617(4) 0.1905(19) 0.016(7) Uiso 1 1 d H3 H 0.421(5) 0.142(4) 0.036(2) 0.019(8) Uiso 1 1 d H2 H 0.207(5) 0.384(4) 0.0457(18) 0.012(7) Uiso 1 1 d H5 H 0.904(5) 0.371(4) 0.1791(19) 0.018(7) Uiso 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 Cl1 0.0113(3) 0.0150(3) 0.0072(3) -0.00199(19) 0.0047(2) -0.00038(19) Cl2 0.0118(3) 0.0100(3) 0.0165(3) -0.0016(2) 0.0023(2) 0.00427(19) S1 0.0088(3) 0.0070(3) 0.0071(3) 0.00025(18) 0.0031(2) 0.00098(18) O1 0.0174(9) 0.0092(9) 0.0205(9) 0.0001(7) 0.0104(7) -0.0021(7) O2 0.0139(8) 0.0174(9) 0.0108(8) -0.0011(6) -0.0017(7) 0.0055(6) C1 0.0079(10) 0.0081(11) 0.0068(10) 0.0007(8) 0.0048(8) 0.0007(8) C2 0.0080(11) 0.0112(12) 0.0051(10) 0.0021(8) 0.0009(8) -0.0021(9) C3 0.0123(10) 0.0080(12) 0.0061(10) -0.0011(9) 0.0023(8) -0.0019(8) C4 0.0102(10) 0.0096(11) 0.0082(11) 0.0016(9) 0.0055(8) 0.0028(9) C5 0.0070(10) 0.0142(12) 0.0122(11) -0.0006(9) 0.0012(8) -0.0003(9) C6 0.0105(10) 0.0108(12) 0.0114(11) -0.0026(9) 0.0022(9) -0.0019(9) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 '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 O1 S1 Cl1 105.66(8) O1 S1 O2 121.16(11) O1 S1 C1 110.26(10) O2 S1 Cl1 106.04(7) O2 S1 C1 109.97(10) C1 S1 Cl1 101.77(7) C2 C1 S1 119.04(17) C2 C1 C6 122.6(2) C6 C1 S1 118.31(17) C1 C2 C3 118.7(2) C2 C3 C4 119.1(2) C3 C4 Cl2 119.48(18) C3 C4 C5 121.9(2) C5 C4 Cl2 118.65(17) C6 C5 C4 119.3(2) C5 C6 C1 118.4(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Cl1 S1 2.0429(7) Cl2 C4 1.734(2) S1 O1 1.4221(18) S1 O2 1.4237(17) S1 C1 1.759(2) C1 C2 1.384(3) C1 C6 1.393(3) C2 C3 1.387(3) C3 C4 1.390(3) C4 C5 1.391(3) C5 C6 1.385(3) _cod_database_fobs_code 3500020