#------------------------------------------------------------------------------ #$Date: 2015-01-23 14:30:19 +0200 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/26/2012634.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_2012634 loop_ _publ_author_name 'Georgina M. Rosair' 'Dey, Dilip Kumar' 'Samanta, Brajagopal' 'Mitra, Samiran' _publ_section_title ; [5-Bromo-N-(2-carboxylatophenyl)salicylideniminato]dimethyltin(IV) ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m266 _journal_page_last m267 _journal_paper_doi 10.1107/S0108270102003530 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac '[Sn (C14 H8 Br N O3) (C H3)2]' _chemical_formula_moiety 'C16 H14 Br N O3 Sn' _chemical_formula_sum 'C16 H14 Br N O3 Sn' _chemical_formula_weight 466.886 _chemical_melting_point_gt 517 _chemical_name_systematic ; [2-(5-bromo-2-oxidobenzylideneamino)benzoato-\k^3^O,N,O']dimethyltin(IV) ; _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 90 _cell_angle_beta 94.702(16) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 8.8719(17) _cell_length_b 12.0961(17) _cell_length_c 15.323(4) _cell_measurement_reflns_used 29 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 12.46 _cell_measurement_theta_min 5.24 _cell_volume 1638.9(6) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1996)' _computing_data_reduction 'SHELXTL (Bruker, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 1.00 _diffrn_measured_fraction_theta_max 1.00 _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.039 _diffrn_reflns_av_sigmaI/netI 0.046 _diffrn_reflns_limit_h_max 1 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 3818 _diffrn_reflns_theta_full 25.0 _diffrn_reflns_theta_max 25.0 _diffrn_reflns_theta_min 2.2 _diffrn_standards_decay_% none _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 4.008 _exptl_absorpt_correction_T_max 0.326 _exptl_absorpt_correction_T_min 0.081 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.892 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description rectangular_block _exptl_crystal_F_000 904 _exptl_crystal_size_max 0.96 _exptl_crystal_size_mid 0.56 _exptl_crystal_size_min 0.28 _refine_diff_density_max 1.55 _refine_diff_density_min -1.34 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 199 _refine_ls_number_reflns 2875 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.044 _refine_ls_R_factor_all 0.053 _refine_ls_R_factor_gt 0.042 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0679P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.103 _refine_ls_wR_factor_ref 0.109 _reflns_number_gt 2411 _reflns_number_total 2875 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file gg1098.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _[local]_cod_cif_authors_sg_Hall P2yn _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: '_chemical_melting_point' tag was changed to '_chemical_melting_point_gt' since the value was specified 'more than' ('>') a certain temperature. The value '>517' was changed to '517' - it should be numeric and without a unit designator. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' tag was changed to '_chemical_melting_point_gt' since the value was specified 'more than' ('>') a certain temperature. The value '>517' was changed to '517' - it should be numeric and without a unit designator. '_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_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_cell_volume 1638.8(5) _cod_database_code 2012634 _cod_database_fobs_code 2012634 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_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_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Sn1 0.07632(4) 0.83956(3) 0.98368(2) 0.02925(15) Uani d . 1 . . Sn Br1 0.62844(7) 0.44430(5) 1.19032(4) 0.04488(19) Uani d . 1 . . Br O3 0.2377(5) 1.1790(3) 0.9619(3) 0.0450(10) Uani d . 1 . . O N1 0.3177(5) 0.8352(3) 0.9486(3) 0.0284(9) Uani d . 1 . . N C22 0.4206(7) 1.0956(5) 0.8371(4) 0.0383(12) Uani d . 1 . . C H22 0.4015 1.1712 0.8379 0.046 Uiso calc R 1 . . H O1 0.1084(4) 0.6629(3) 0.9791(2) 0.0349(9) Uani d . 1 . . O O2 0.1407(4) 1.0157(3) 0.9839(3) 0.0394(9) Uani d . 1 . . O C13 0.4653(6) 0.5115(4) 1.1220(3) 0.0318(11) Uani d . 1 . . C C21 0.3491(6) 1.0270(4) 0.8943(3) 0.0304(11) Uani d . 1 . . C C20 0.2390(6) 1.0784(4) 0.9507(3) 0.0312(11) Uani d . 1 . . C C14 0.4893(6) 0.6101(4) 1.0811(3) 0.0298(11) Uani d . 1 . . C H14 0.5854 0.6415 1.0856 0.036 Uiso calc R 1 . . H C16 0.4099(6) 0.7609(4) 0.9852(3) 0.0303(11) Uani d . 1 . . C H16 0.5126 0.7719 0.9803 0.036 Uiso calc R 1 . . H C10 0.2235(6) 0.6157(4) 1.0237(3) 0.0313(11) Uani d . 1 . . C C15 0.3690(6) 0.6644(4) 1.0322(3) 0.0286(10) Uani d . 1 . . C C11 0.2059(7) 0.5114(4) 1.0646(4) 0.0378(12) Uani d . 1 . . C H11 0.1121 0.4766 1.0587 0.045 Uiso calc R 1 . . H C12 0.3228(6) 0.4614(4) 1.1122(4) 0.0372(12) Uani d . 1 . . C H12 0.3079 0.3934 1.1384 0.045 Uiso calc R 1 . . H C26 0.3816(6) 0.9123(4) 0.8921(3) 0.0281(10) Uani d . 1 . . C C24 0.5466(8) 0.9440(5) 0.7769(4) 0.0495(15) Uani d . 1 . . C H24 0.6114 0.9161 0.7375 0.059 Uiso calc R 1 . . H C25 0.4785(7) 0.8737(5) 0.8328(4) 0.0393(12) Uani d . 1 . . C H25 0.4984 0.7983 0.8305 0.047 Uiso calc R 1 . . H C23 0.5181(8) 1.0552(5) 0.7799(4) 0.0466(14) Uani d . 1 . . C H23 0.5647 1.1032 0.7431 0.056 Uiso calc R 1 . . H C101 0.1064(8) 0.8372(5) 1.1209(4) 0.0451(14) Uani d . 1 . . C H10D 0.0845 0.9090 1.1433 0.068 Uiso calc R 1 . . H H10E 0.2091 0.8177 1.1391 0.068 Uiso calc R 1 . . H H10F 0.0393 0.7837 1.1431 0.068 Uiso calc R 1 . . H C102 -0.0435(8) 0.8364(5) 0.8597(4) 0.0440(15) Uani d . 1 . . C H10A -0.1155 0.7770 0.8573 0.066 Uiso calc R 1 . . H H10B 0.0259 0.8255 0.8156 0.066 Uiso calc R 1 . . H H10C -0.0957 0.9053 0.8495 0.066 Uiso calc R 1 . . 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 Sn1 0.0260(2) 0.0224(2) 0.0394(2) -0.00248(13) 0.00318(15) -0.00010(13) Br1 0.0502(4) 0.0415(3) 0.0415(3) 0.0087(3) -0.0046(3) 0.0072(2) O1 0.0305(19) 0.0239(19) 0.049(2) -0.0022(15) -0.0025(17) -0.0021(15) O2 0.034(2) 0.0225(18) 0.064(3) -0.0039(16) 0.0181(19) -0.0047(16) O3 0.042(2) 0.0241(19) 0.071(3) -0.0077(17) 0.015(2) -0.0064(18) N1 0.024(2) 0.023(2) 0.039(2) -0.0026(17) 0.0076(18) 0.0008(16) C10 0.036(3) 0.021(2) 0.037(3) -0.001(2) 0.004(2) -0.003(2) C11 0.035(3) 0.028(3) 0.052(3) -0.007(2) 0.004(3) 0.001(2) C12 0.038(3) 0.028(3) 0.047(3) -0.004(2) 0.010(3) 0.005(2) C13 0.037(3) 0.031(3) 0.028(2) 0.005(2) 0.004(2) 0.000(2) C14 0.028(3) 0.028(3) 0.034(3) -0.002(2) 0.002(2) -0.002(2) C15 0.028(3) 0.025(2) 0.034(2) -0.001(2) 0.009(2) -0.0012(19) C16 0.025(2) 0.026(2) 0.040(3) -0.006(2) 0.003(2) 0.000(2) C20 0.026(3) 0.023(3) 0.045(3) -0.003(2) 0.003(2) 0.000(2) C21 0.025(3) 0.026(2) 0.039(3) -0.007(2) -0.001(2) 0.001(2) C22 0.040(3) 0.027(3) 0.048(3) -0.004(2) 0.002(3) 0.006(2) C23 0.052(4) 0.041(3) 0.048(3) -0.011(3) 0.015(3) 0.012(3) C24 0.054(4) 0.046(3) 0.052(3) 0.003(3) 0.025(3) 0.007(3) C25 0.041(3) 0.028(3) 0.051(3) 0.004(2) 0.014(3) 0.005(2) C26 0.025(2) 0.023(2) 0.036(3) -0.003(2) 0.000(2) 0.0043(19) C101 0.045(4) 0.046(3) 0.045(3) 0.005(3) 0.008(3) 0.000(2) C102 0.049(4) 0.039(3) 0.042(3) 0.008(3) -0.013(3) -0.005(2) 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 '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 _geom_angle_publ_flag C101 Sn1 C102 156.9(3) y C101 Sn1 O1 90.71(19) y C102 Sn1 O1 90.65(18) y C101 Sn1 O2 90.0(2) y C102 Sn1 O2 97.5(2) y O1 Sn1 O2 157.21(15) y C101 Sn1 N1 101.2(2) y C102 Sn1 N1 101.8(2) y O1 Sn1 N1 80.70(14) y O2 Sn1 N1 76.81(14) y C16 N1 C26 116.4(4) ? C16 N1 Sn1 119.1(3) ? C26 N1 Sn1 124.3(3) ? C23 C22 C21 122.1(5) ? C23 C22 H22 118.9 ? C21 C22 H22 118.9 ? C10 O1 Sn1 120.9(3) ? C20 O2 Sn1 138.6(3) ? C14 C13 C12 120.0(5) ? C14 C13 Br1 118.9(4) ? C12 C13 Br1 121.1(4) ? C22 C21 C26 117.6(5) ? C22 C21 C20 117.9(5) ? C26 C21 C20 124.4(4) ? O3 C20 O2 120.8(5) ? O3 C20 C21 120.5(5) ? O2 C20 C21 118.6(4) ? C13 C14 C15 120.5(5) ? C13 C14 H14 119.8 ? C15 C14 H14 119.8 ? N1 C16 C15 126.8(5) ? N1 C16 H16 116.6 ? C15 C16 H16 116.6 ? O1 C10 C15 122.1(4) ? O1 C10 C11 120.4(5) ? C15 C10 C11 117.5(5) ? C14 C15 C10 119.9(4) ? C14 C15 C16 115.7(5) ? C10 C15 C16 124.0(5) ? C12 C11 C10 121.6(5) ? C12 C11 H11 119.2 ? C10 C11 H11 119.2 ? C11 C12 C13 120.6(5) ? C11 C12 H12 119.7 ? C13 C12 H12 119.7 ? C25 C26 C21 119.0(5) ? C25 C26 N1 118.6(4) ? C21 C26 N1 122.4(5) ? C23 C24 C25 119.5(6) ? C23 C24 H24 120.3 ? C25 C24 H24 120.3 ? C24 C25 C26 121.8(5) ? C24 C25 H25 119.1 ? C26 C25 H25 119.1 ? C24 C23 C22 120.0(5) ? C24 C23 H23 120.0 ? C22 C23 H23 120.0 ? Sn1 C101 H10D 109.5 ? Sn1 C101 H10E 109.5 ? H10D C101 H10E 109.5 ? Sn1 C101 H10F 109.5 ? H10D C101 H10F 109.5 ? H10E C101 H10F 109.5 ? Sn1 C102 H10A 109.5 ? Sn1 C102 H10B 109.5 ? H10A C102 H10B 109.5 ? Sn1 C102 H10C 109.5 ? H10A C102 H10C 109.5 ? H10B C102 H10C 109.5 ? 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 Sn1 C101 . 2.098(6) y Sn1 C102 . 2.100(5) y Sn1 O1 . 2.158(3) y Sn1 O2 . 2.206(4) y Sn1 O2 3_577 2.679(4) y Sn1 O3 3_577 2.981(4) y Sn1 N1 . 2.251(4) y Br1 C13 . 1.898(5) ? O3 C20 . 1.230(6) ? N1 C16 . 1.309(6) ? N1 C26 . 1.422(6) ? C22 C23 . 1.371(9) ? C22 C21 . 1.396(7) ? C22 H22 . 0.9300 ? O1 C10 . 1.312(6) ? O2 C20 . 1.291(6) ? C13 C14 . 1.372(7) ? C13 C12 . 1.399(8) ? C21 C26 . 1.418(7) ? C21 C20 . 1.492(7) ? C14 C15 . 1.415(7) ? C14 H14 . 0.9300 ? C16 C15 . 1.433(7) ? C16 H16 . 0.9300 ? C10 C15 . 1.415(7) ? C10 C11 . 1.423(7) ? C11 C12 . 1.360(8) ? C11 H11 . 0.9300 ? C12 H12 . 0.9300 ? C26 C25 . 1.382(8) ? C24 C23 . 1.370(9) ? C24 C25 . 1.382(8) ? C24 H24 . 0.9300 ? C25 H25 . 0.9300 ? C23 H23 . 0.9300 ? C101 H10D . 0.9600 ? C101 H10E . 0.9600 ? C101 H10F . 0.9600 ? C102 H10A . 0.9600 ? C102 H10B . 0.9600 ? C102 H10C . 0.9600 ? 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 C101 Sn1 N1 C16 49.5(4) C102 Sn1 N1 C16 -128.1(4) O1 Sn1 N1 C16 -39.4(4) O2 Sn1 N1 C16 136.9(4) C101 Sn1 N1 C26 -126.9(4) C102 Sn1 N1 C26 55.5(4) O1 Sn1 N1 C26 144.3(4) O2 Sn1 N1 C26 -39.5(4) C101 Sn1 O1 C10 -49.0(4) C102 Sn1 O1 C10 154.1(4) O2 Sn1 O1 C10 42.7(6) N1 Sn1 O1 C10 52.2(4) C101 Sn1 O2 C20 123.8(6) C102 Sn1 O2 C20 -78.1(6) O1 Sn1 O2 C20 32.0(8) N1 Sn1 O2 C20 22.4(5) C23 C22 C21 C26 0.6(8) C23 C22 C21 C20 -176.9(5) Sn1 O2 C20 O3 176.4(4) Sn1 O2 C20 C21 -0.3(8) C22 C21 C20 O3 -16.8(8) C26 C21 C20 O3 165.9(5) C22 C21 C20 O2 159.9(5) C26 C21 C20 O2 -17.4(8) C12 C13 C14 C15 3.0(8) Br1 C13 C14 C15 -177.8(4) C26 N1 C16 C15 -168.7(5) Sn1 N1 C16 C15 14.6(7) Sn1 O1 C10 C15 -38.7(6) Sn1 O1 C10 C11 142.1(4) C13 C14 C15 C10 -1.3(7) C13 C14 C15 C16 -174.1(5) O1 C10 C15 C14 179.9(4) C11 C10 C15 C14 -1.0(7) O1 C10 C15 C16 -8.0(8) C11 C10 C15 C16 171.1(5) N1 C16 C15 C14 -167.0(5) N1 C16 C15 C10 20.5(8) O1 C10 C11 C12 -179.1(5) C15 C10 C11 C12 1.8(8) C10 C11 C12 C13 -0.2(9) C14 C13 C12 C11 -2.2(8) Br1 C13 C12 C11 178.6(4) C22 C21 C26 C25 -1.5(7) C20 C21 C26 C25 175.7(5) C22 C21 C26 N1 178.7(5) C20 C21 C26 N1 -4.1(8) C16 N1 C26 C25 44.2(7) Sn1 N1 C26 C25 -139.3(4) C16 N1 C26 C21 -136.0(5) Sn1 N1 C26 C21 40.5(6) C23 C24 C25 C26 0.0(10) C21 C26 C25 C24 1.2(9) N1 C26 C25 C24 -178.9(6) C25 C24 C23 C22 -1.0(11) C21 C22 C23 C24 0.7(10)