#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/23/2202332.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_2202332 loop_ _publ_author_name 'Emen, Fatih Mehmet' 'Fl\"orke, Ulrich' 'K\"ulc\"u, Nevzat' 'Arslan, Hakan' _publ_section_title cis-Bis(N,N-dimethyl-N'-2-chlorobenzoylthioureato)nickel(II) _journal_issue 8 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m582 _journal_page_last m583 _journal_volume 59 _journal_year 2003 _chemical_formula_iupac '[Ni (C10 H10 Cl N2 O S)2]' _chemical_formula_moiety 'C20 H20 Cl2 N4 Ni O2 S2' _chemical_formula_sum 'C20 H20 Cl2 N4 Ni O2 S2' _chemical_formula_weight 542.13 _chemical_name_systematic ; cis-bis(N,N-dimethyl-N'-2-chlorobenzoylthioureato)nickel(II) ; _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _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 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 7.3679(14) _cell_length_b 22.280(4) _cell_length_c 27.448(4) _cell_measurement_reflns_used 29 _cell_measurement_temperature 203(2) _cell_measurement_theta_max 15.01 _cell_measurement_theta_min 7.61 _cell_volume 4505.8(13) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Bruker, 1996)' _computing_data_reduction 'SHELXTL (Bruker, 1998)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _computing_structure_refinement SHELXTL _computing_structure_solution SHELXTL _diffrn_ambient_temperature 203(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method \w _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 0.0388 _diffrn_reflns_av_sigmaI/netI 0.0850 _diffrn_reflns_limit_h_max 1 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 1 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_number 6492 _diffrn_reflns_theta_full 27.50 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 2.35 _diffrn_standards_decay_% 1 _diffrn_standards_interval_count 397 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.310 _exptl_absorpt_correction_T_max 0.832 _exptl_absorpt_correction_T_min 0.548 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour violet _exptl_crystal_density_diffrn 1.598 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method none _exptl_crystal_description prism _exptl_crystal_F_000 2224 _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.14 _refine_diff_density_max 0.541 _refine_diff_density_min -0.547 _refine_ls_extinction_coef 0.00029(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 281 _refine_ls_number_reflns 5178 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.010 _refine_ls_R_factor_all 0.1339 _refine_ls_R_factor_gt 0.0555 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0624P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1218 _refine_ls_wR_factor_ref 0.1716 _reflns_number_gt 2254 _reflns_number_total 5178 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file bt6300.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' 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: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' 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 ; _cod_original_cell_volume 4505.8(14) _cod_database_code 2202332 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' 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 Ni1 0.73553(10) 0.42207(3) 0.12268(2) 0.0304(2) Uani d . 1 . . Ni Cl1 1.0080(2) 0.23999(7) 0.13739(7) 0.0539(5) Uani d . 1 . . Cl Cl2 0.7657(2) 0.40590(7) -0.09794(5) 0.0438(4) Uani d . 1 . . Cl S1 0.7372(2) 0.46328(6) 0.19322(5) 0.0407(4) Uani d . 1 . . S S2 0.7369(2) 0.51140(6) 0.09348(5) 0.0403(4) Uani d . 1 . . S O1 0.7264(6) 0.34354(15) 0.14619(13) 0.0391(10) Uani d . 1 . . O O2 0.7407(6) 0.38496(15) 0.06211(13) 0.0377(10) Uani d . 1 . . O N1 0.7259(7) 0.34810(19) 0.23166(15) 0.0314(11) Uani d . 1 . . N N2 0.7356(7) 0.4270(2) 0.28378(15) 0.0394(12) Uani d . 1 . . N N3 0.8001(7) 0.45882(19) 0.00342(16) 0.0330(11) Uani d . 1 . . N N4 0.7227(7) 0.5573(2) 0.00576(17) 0.0352(11) Uani d . 1 . . N C1 0.7323(8) 0.4080(2) 0.23762(19) 0.0320(13) Uani d . 1 . . C C2 0.7225(8) 0.3221(2) 0.1889(2) 0.0346(13) Uani d . 1 . . C C3 0.6976(8) 0.2550(2) 0.19103(18) 0.0322(13) Uani d . 1 . . C C4 0.5497(10) 0.2320(3) 0.2160(2) 0.0445(16) Uani d . 1 . . C H4A 0.4709 0.2581 0.2326 0.053 Uiso calc R 1 . . H C5 0.5172(10) 0.1704(3) 0.2166(2) 0.0442(16) Uani d . 1 . . C H5A 0.4160 0.1552 0.2334 0.053 Uiso calc R 1 . . H C6 0.6327(10) 0.1315(3) 0.1926(2) 0.0465(17) Uani d . 1 . . C H6A 0.6091 0.0901 0.1930 0.056 Uiso calc R 1 . . H C7 0.7835(9) 0.1534(2) 0.1680(2) 0.0424(16) Uani d . 1 . . C H7A 0.8638 0.1271 0.1521 0.051 Uiso calc R 1 . . H C8 0.8132(8) 0.2150(2) 0.1675(2) 0.0342(14) Uani d . 1 . . C C9 0.7328(9) 0.3849(3) 0.3250(2) 0.0477(17) Uani d . 1 . . C H9A 0.7294 0.3440 0.3128 0.072 Uiso calc R 1 . . H H9B 0.6261 0.3923 0.3448 0.072 Uiso calc R 1 . . H H9C 0.8410 0.3905 0.3446 0.072 Uiso calc R 1 . . H C10 0.7394(9) 0.4909(3) 0.2978(2) 0.0489(17) Uani d . 1 . . C H10A 0.7404 0.5157 0.2688 0.073 Uiso calc R 1 . . H H10B 0.8477 0.4989 0.3169 0.073 Uiso calc R 1 . . H H10C 0.6327 0.5002 0.3171 0.073 Uiso calc R 1 . . H C11 0.7530(8) 0.5069(2) 0.0307(2) 0.0331(13) Uani d . 1 . . C C12 0.7966(8) 0.4038(2) 0.02090(19) 0.0312(13) Uani d . 1 . . C C13 0.8686(8) 0.3548(2) -0.01044(19) 0.0296(13) Uani d . 1 . . C C14 0.9483(8) 0.3060(2) 0.0141(2) 0.0385(14) Uani d . 1 . . C H14A 0.9513 0.3067 0.0483 0.046 Uiso calc R 1 . . H C15 1.0213(9) 0.2579(2) -0.0092(2) 0.0403(15) Uani d . 1 . . C H15A 1.0754 0.2266 0.0086 0.048 Uiso calc R 1 . . H C16 1.0147(9) 0.2558(3) -0.0598(2) 0.0431(15) Uani d . 1 . . C H16A 1.0668 0.2231 -0.0763 0.052 Uiso calc R 1 . . H C17 0.9326(9) 0.3010(3) -0.0858(2) 0.0425(15) Uani d . 1 . . C H17A 0.9235 0.2982 -0.1199 0.051 Uiso calc R 1 . . H C18 0.8625(9) 0.3511(3) -0.0615(2) 0.0373(14) Uani d . 1 . . C C19 0.7412(9) 0.5592(3) -0.0475(2) 0.0453(16) Uani d . 1 . . C H19A 0.7785 0.5200 -0.0593 0.068 Uiso calc R 1 . . H H19B 0.8318 0.5888 -0.0564 0.068 Uiso calc R 1 . . H H19C 0.6256 0.5699 -0.0620 0.068 Uiso calc R 1 . . H C20 0.6668(9) 0.6130(2) 0.0300(2) 0.0433(16) Uani d . 1 . . C H20A 0.6595 0.6064 0.0649 0.065 Uiso calc R 1 . . H H20B 0.5489 0.6253 0.0178 0.065 Uiso calc R 1 . . H H20C 0.7551 0.6443 0.0233 0.065 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 Ni1 0.0414(5) 0.0215(3) 0.0283(3) 0.0004(4) 0.0022(4) -0.0016(3) Cl1 0.0512(11) 0.0414(9) 0.0691(11) 0.0041(8) 0.0148(9) -0.0010(8) Cl2 0.0564(10) 0.0415(8) 0.0334(7) 0.0025(8) -0.0004(8) 0.0033(6) S1 0.0654(11) 0.0240(6) 0.0326(7) -0.0016(8) 0.0013(9) -0.0044(6) S2 0.0657(11) 0.0215(6) 0.0338(7) 0.0014(8) 0.0039(9) -0.0014(5) O1 0.064(3) 0.0235(18) 0.0294(19) 0.001(2) 0.004(2) 0.0011(15) O2 0.061(3) 0.0232(18) 0.0287(19) -0.007(2) 0.005(2) -0.0007(15) N1 0.044(3) 0.026(2) 0.024(2) 0.002(2) 0.000(2) -0.0036(18) N2 0.058(3) 0.034(2) 0.027(2) -0.004(3) 0.001(3) -0.006(2) N3 0.043(3) 0.021(2) 0.035(2) -0.002(2) 0.004(2) -0.0014(19) N4 0.042(3) 0.023(2) 0.041(3) 0.003(2) -0.002(3) 0.000(2) C1 0.031(3) 0.034(3) 0.031(3) 0.004(3) 0.002(3) -0.004(2) C2 0.044(4) 0.026(3) 0.033(3) -0.002(3) 0.003(3) 0.001(2) C3 0.049(4) 0.026(3) 0.021(2) 0.000(3) -0.004(3) -0.002(2) C4 0.064(5) 0.035(3) 0.035(3) -0.003(3) 0.009(3) -0.003(3) C5 0.055(4) 0.037(3) 0.040(3) -0.008(3) 0.006(3) 0.005(3) C6 0.070(5) 0.024(3) 0.046(4) -0.007(3) -0.005(4) 0.005(3) C7 0.065(5) 0.025(3) 0.038(3) 0.001(3) -0.005(3) -0.005(2) C8 0.046(4) 0.029(3) 0.028(3) -0.002(3) -0.002(3) 0.006(2) C9 0.068(5) 0.046(4) 0.029(3) 0.001(4) -0.002(3) -0.001(3) C10 0.061(5) 0.039(3) 0.047(4) -0.004(4) 0.000(4) -0.026(3) C11 0.037(3) 0.026(3) 0.036(3) -0.002(3) 0.003(3) -0.001(2) C12 0.040(3) 0.026(3) 0.027(3) -0.002(3) -0.003(3) -0.004(2) C13 0.039(3) 0.021(3) 0.029(3) -0.002(3) 0.001(3) -0.001(2) C14 0.044(4) 0.028(3) 0.043(3) 0.000(3) 0.004(3) 0.000(3) C15 0.046(4) 0.029(3) 0.046(4) 0.003(3) -0.004(3) 0.004(3) C16 0.043(4) 0.039(3) 0.047(3) -0.003(3) 0.006(3) -0.010(3) C17 0.042(4) 0.045(4) 0.040(3) -0.006(3) 0.009(3) -0.004(3) C18 0.039(4) 0.038(3) 0.035(3) -0.004(3) 0.006(3) 0.003(3) C19 0.057(4) 0.041(3) 0.039(3) -0.004(4) 0.005(3) 0.008(3) C20 0.050(4) 0.023(3) 0.056(4) 0.006(3) 0.005(3) 0.008(3) 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 Ni1 O2 . 1.857(4) y Ni1 O1 . 1.866(4) y Ni1 S1 . 2.1430(15) y Ni1 S2 . 2.1456(15) y Cl1 C8 . 1.747(6) ? Cl2 C18 . 1.733(6) ? S1 C1 . 1.733(5) y S2 C11 . 1.731(6) y O1 C2 . 1.265(6) y O2 C12 . 1.275(6) y N1 C2 . 1.310(7) y N1 C1 . 1.345(7) y N2 C1 . 1.336(6) ? N2 C9 . 1.470(7) ? N2 C10 . 1.477(7) ? N3 C12 . 1.316(7) y N3 C11 . 1.352(7) y N4 C11 . 1.334(7) ? N4 C20 . 1.468(7) ? N4 C19 . 1.470(7) ? C2 C3 . 1.508(7) ? C3 C4 . 1.385(8) ? C3 C8 . 1.392(8) ? C4 C5 . 1.394(8) ? C5 C6 . 1.381(8) ? C6 C7 . 1.388(9) ? C7 C8 . 1.391(7) ? C12 C13 . 1.488(7) ? C13 C18 . 1.403(7) ? C13 C14 . 1.407(7) ? C14 C15 . 1.359(7) ? C15 C16 . 1.389(8) ? C16 C17 . 1.375(8) ? C17 C18 . 1.399(8) ? 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' S S 0.1246 0.1234 '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' Ni Ni 0.3393 1.1124 '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 O2 Ni1 O1 83.85(15) y O2 Ni1 S1 178.16(15) y O1 Ni1 S1 95.13(12) y O2 Ni1 S2 94.51(12) y O1 Ni1 S2 177.54(14) y S1 Ni1 S2 86.55(6) y C1 S1 Ni1 109.31(19) ? C11 S2 Ni1 108.57(19) ? C2 O1 Ni1 132.4(3) ? C12 O2 Ni1 130.8(3) ? C2 N1 C1 123.2(5) ? C1 N2 C9 121.9(5) ? C1 N2 C10 123.6(5) ? C9 N2 C10 114.5(4) ? C12 N3 C11 122.1(5) ? C11 N4 C20 121.8(5) ? C11 N4 C19 121.3(5) ? C20 N4 C19 116.9(5) ? N2 C1 N1 115.4(5) ? N2 C1 S1 116.2(4) ? N1 C1 S1 128.3(4) ? O1 C2 N1 131.6(5) ? O1 C2 C3 114.4(5) ? N1 C2 C3 113.9(5) ? C4 C3 C8 118.3(5) ? C4 C3 C2 118.8(5) ? C8 C3 C2 122.8(5) ? C3 C4 C5 120.4(6) ? C6 C5 C4 120.4(6) ? C5 C6 C7 120.4(5) ? C6 C7 C8 118.5(6) ? C7 C8 C3 122.1(6) ? C7 C8 Cl1 116.7(5) ? C3 C8 Cl1 121.2(4) ? N4 C11 N3 115.2(5) ? N4 C11 S2 116.8(4) ? N3 C11 S2 127.9(4) ? O2 C12 N3 129.5(5) ? O2 C12 C13 112.7(5) ? N3 C12 C13 117.7(5) ? C18 C13 C14 116.4(5) ? C18 C13 C12 127.5(5) ? C14 C13 C12 116.1(5) ? C15 C14 C13 123.3(6) ? C14 C15 C16 118.9(6) ? C17 C16 C15 120.6(6) ? C16 C17 C18 119.9(6) ? C17 C18 C13 120.8(6) ? C17 C18 Cl2 116.0(5) ? C13 C18 Cl2 123.2(5) ? 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 O2 Ni1 S1 C1 -56(4) O1 Ni1 S1 C1 0.7(3) S2 Ni1 S1 C1 178.9(2) O2 Ni1 S2 C11 -2.9(3) O1 Ni1 S2 C11 -51(3) S1 Ni1 S2 C11 175.6(2) O2 Ni1 O1 C2 178.5(6) S1 Ni1 O1 C2 0.0(6) S2 Ni1 O1 C2 -133(3) O1 Ni1 O2 C12 -158.0(6) S1 Ni1 O2 C12 -101(4) S2 Ni1 O2 C12 23.8(5) C9 N2 C1 N1 0.1(9) C10 N2 C1 N1 -178.9(6) C9 N2 C1 S1 -179.8(5) C10 N2 C1 S1 1.3(8) C2 N1 C1 N2 -179.8(6) C2 N1 C1 S1 0.1(9) Ni1 S1 C1 N2 179.0(4) Ni1 S1 C1 N1 -0.8(6) Ni1 O1 C2 N1 -1.0(11) Ni1 O1 C2 C3 174.5(4) C1 N1 C2 O1 1.0(11) C1 N1 C2 C3 -174.5(5) O1 C2 C3 C4 -121.4(6) N1 C2 C3 C4 54.9(8) O1 C2 C3 C8 56.1(8) N1 C2 C3 C8 -127.6(6) C8 C3 C4 C5 -1.0(9) C2 C3 C4 C5 176.6(6) C3 C4 C5 C6 0.5(10) C4 C5 C6 C7 0.6(10) C5 C6 C7 C8 -1.1(9) C6 C7 C8 C3 0.6(9) C6 C7 C8 Cl1 178.4(5) C4 C3 C8 C7 0.5(9) C2 C3 C8 C7 -177.0(5) C4 C3 C8 Cl1 -177.2(4) C2 C3 C8 Cl1 5.3(8) C20 N4 C11 N3 178.8(5) C19 N4 C11 N3 -0.3(8) C20 N4 C11 S2 -3.9(8) C19 N4 C11 S2 177.1(4) C12 N3 C11 N4 -165.2(6) C12 N3 C11 S2 17.7(9) Ni1 S2 C11 N4 168.2(4) Ni1 S2 C11 N3 -14.8(6) Ni1 O2 C12 N3 -30.3(10) Ni1 O2 C12 C13 149.2(4) C11 N3 C12 O2 5.4(10) C11 N3 C12 C13 -174.0(5) O2 C12 C13 C18 147.9(6) N3 C12 C13 C18 -32.6(9) O2 C12 C13 C14 -30.6(8) N3 C12 C13 C14 148.9(6) C18 C13 C14 C15 1.8(9) C12 C13 C14 C15 -179.6(6) C13 C14 C15 C16 -1.3(10) C14 C15 C16 C17 -1.2(10) C15 C16 C17 C18 3.1(10) C16 C17 C18 C13 -2.5(10) C16 C17 C18 Cl2 178.9(5) C14 C13 C18 C17 0.1(9) C12 C13 C18 C17 -178.3(6) C14 C13 C18 Cl2 178.7(4) C12 C13 C18 Cl2 0.2(9)