#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/34/2203459.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_2203459 loop_ _publ_author_name 'Jonathan D Crane' 'Matthew Whittingham' _publ_section_title ; Bis(1,1,5,5-tetramethyl-2-thiobiuretato)nickel(II) ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m449 _journal_page_last m451 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac '[Ni (C6 H12 N3 O1 S1)2]' _chemical_formula_moiety 'C12 H24 N6 Ni O2 S2' _chemical_formula_sum 'C12 H24 N6 Ni O2 S2' _chemical_formula_weight 407.20 _chemical_name_systematic ; Bis(1,1,5,5-tetramethyl-2-thiobiuretato)nickel(II) ; _space_group_IT_number 62 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_space_group_name_H-M 'P n m a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 13.9350(10) _cell_length_b 7.0123(5) _cell_length_c 18.4739(18) _cell_measurement_reflns_used 10003 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 30.0 _cell_measurement_theta_min 2.20 _cell_volume 1805.2(3) _computing_cell_refinement X-AREA _computing_data_collection 'X-AREA (STOE 2001)' _computing_data_reduction 'X-RED (STOE 2001)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia 1997)' _computing_publication_material 'WinGX and PLATON (Spek 2001)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'X-STEP32 (STOE 2001) and WinGX (Farrugia 1999)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Stoe IPDS-II area-detector' _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 0.0649 _diffrn_reflns_av_sigmaI/netI 0.0469 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 18236 _diffrn_reflns_theta_full 30.00 _diffrn_reflns_theta_max 30.00 _diffrn_reflns_theta_min 2.20 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.323 _exptl_absorpt_correction_T_max 0.7505 _exptl_absorpt_correction_T_min 0.6298 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details '(X-SHAPE; Stoe & Cie, 2001)' _exptl_crystal_colour purple _exptl_crystal_density_diffrn 1.498 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 856 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.02 _refine_diff_density_max 0.362 _refine_diff_density_min -0.258 _refine_ls_extinction_coef 0.0017(3) _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 0.874 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 148 _refine_ls_number_reflns 2820 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.874 _refine_ls_R_factor_all 0.0536 _refine_ls_R_factor_gt 0.0295 _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^)+(0.0271P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0556 _refine_ls_wR_factor_ref 0.0595 _reflns_number_gt 1936 _reflns_number_total 2820 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file lh6184.cif _[local]_cod_data_source_block I _cod_database_code 2203459 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ni Ni 0.3393 1.1124 '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' O O 0.0106 0.0060 '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' 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' 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_type_symbol Ni1 0.25640(2) 0.7500 -0.026041(15) 0.02336(8) Uani d S 1 Ni S1 0.26181(4) 0.7500 -0.14166(3) 0.03616(15) Uani d S 1 S S2 0.10385(4) 0.7500 -0.03869(3) 0.02723(13) Uani d S 1 S O1 0.38951(12) 0.7500 -0.01340(9) 0.0346(4) Uani d S 1 O O2 0.25262(13) 0.7500 0.07478(8) 0.0401(4) Uani d S 1 O N1 0.45995(14) 0.7500 -0.12976(11) 0.0304(5) Uani d S 1 N N2 0.39559(15) 0.7500 -0.24175(11) 0.0341(5) Uani d S 1 N N3 0.54773(15) 0.7500 -0.02573(13) 0.0376(5) Uani d S 1 N N4 0.09073(15) 0.7500 0.11138(9) 0.0262(4) Uani d S 1 N N5 -0.04648(14) 0.7500 0.04589(10) 0.0287(5) Uani d S 1 N N6 0.21546(17) 0.7500 0.19149(11) 0.0362(5) Uani d S 1 N C1 0.38142(17) 0.7500 -0.16931(12) 0.0263(5) Uani d S 1 C C2 0.45972(17) 0.7500 -0.05643(13) 0.0287(5) Uani d S 1 C C3 0.3186(2) 0.7500 -0.29499(13) 0.0393(6) Uani d S 1 C H3A 0.3352 0.8364 -0.3348 0.047 Uiso calc PR 0.50 H H3B 0.2590 0.7930 -0.2721 0.047 Uiso calc PR 0.50 H H3C 0.3099 0.6206 -0.3140 0.047 Uiso calc PR 0.50 H C4 0.4930(2) 0.7500 -0.27118(16) 0.0517(8) Uani d S 1 C H4A 0.5362 0.8144 -0.2372 0.062 Uiso calc PR 0.50 H H4B 0.4935 0.8174 -0.3177 0.062 Uiso calc PR 0.50 H H4C 0.5144 0.6182 -0.2784 0.062 Uiso calc PR 0.50 H C5 0.5585(2) 0.7500 0.05249(16) 0.0425(7) Uani d S 1 C H5A 0.6129 0.8311 0.0660 0.051 Uiso calc PR 0.50 H H5B 0.5702 0.6195 0.0694 0.051 Uiso calc PR 0.50 H H5C 0.4998 0.7993 0.0749 0.051 Uiso calc PR 0.50 H C6 0.6360(2) 0.7500 -0.06748(18) 0.0501(8) Uani d S 1 C H6A 0.6641 0.6219 -0.0670 0.060 Uiso calc PR 0.50 H H6B 0.6814 0.8407 -0.0461 0.060 Uiso calc PR 0.50 H H6C 0.6221 0.7875 -0.1175 0.060 Uiso calc PR 0.50 H C7 0.04920(16) 0.7500 0.04660(12) 0.0229(4) Uani d S 1 C C8 0.18610(19) 0.7500 0.12095(12) 0.0276(5) Uani d S 1 C C9 -0.10292(18) 0.7500 -0.02043(13) 0.0351(6) Uani d S 1 C H9A -0.1128 0.8816 -0.0367 0.042 Uiso calc PR 0.50 H H9B -0.1653 0.6900 -0.0113 0.042 Uiso calc PR 0.50 H H9C -0.0688 0.6784 -0.0580 0.042 Uiso calc PR 0.50 H C10 -0.10153(19) 0.7500 0.11318(12) 0.0348(6) Uani d S 1 C H10A -0.1191 0.6188 0.1258 0.042 Uiso calc PR 0.50 H H10B -0.1599 0.8262 0.1068 0.042 Uiso calc PR 0.50 H H10C -0.0626 0.8050 0.1521 0.042 Uiso calc PR 0.50 H C11 0.3170(2) 0.7500 0.20903(15) 0.0553(9) Uani d S 1 C H11A 0.3541 0.7137 0.1661 0.066 Uiso calc PR 0.50 H H11B 0.3292 0.6585 0.2480 0.066 Uiso calc PR 0.50 H H11C 0.3363 0.8778 0.2248 0.066 Uiso calc PR 0.50 H C12 0.1490(2) 0.7500 0.25251(15) 0.0445(7) Uani d S 1 C H12A 0.0857 0.7063 0.2362 0.053 Uiso calc PR 0.50 H H12B 0.1435 0.8795 0.2720 0.053 Uiso calc PR 0.50 H H12C 0.1729 0.6642 0.2903 0.053 Uiso calc PR 0.50 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 0.02122(15) 0.02998(15) 0.01888(12) 0.000 -0.00043(11) 0.000 S1 0.0237(3) 0.0646(4) 0.0202(2) 0.000 0.0022(2) 0.000 S2 0.0231(3) 0.0417(3) 0.0169(2) 0.000 0.00057(19) 0.000 O1 0.0233(8) 0.0532(12) 0.0272(8) 0.000 -0.0015(7) 0.000 O2 0.0283(9) 0.0740(13) 0.0180(8) 0.000 -0.0008(7) 0.000 N1 0.0253(10) 0.0366(12) 0.0293(10) 0.000 0.0032(8) 0.000 N2 0.0313(10) 0.0455(13) 0.0255(9) 0.000 0.0070(9) 0.000 N3 0.0228(10) 0.0506(14) 0.0395(12) 0.000 -0.0029(9) 0.000 N4 0.0312(11) 0.0288(11) 0.0185(8) 0.000 0.0028(7) 0.000 N5 0.0268(10) 0.0392(13) 0.0202(9) 0.000 0.0028(7) 0.000 N6 0.0403(12) 0.0494(14) 0.0189(9) 0.000 -0.0059(8) 0.000 C1 0.0273(12) 0.0248(12) 0.0268(11) 0.000 0.0029(8) 0.000 C2 0.0231(11) 0.0299(13) 0.0331(12) 0.000 -0.0008(9) 0.000 C3 0.0453(15) 0.0508(16) 0.0218(11) 0.000 0.0023(11) 0.000 C4 0.0396(16) 0.076(2) 0.0394(15) 0.000 0.0175(12) 0.000 C5 0.0342(14) 0.0494(19) 0.0439(16) 0.000 -0.0106(12) 0.000 C6 0.0248(13) 0.070(2) 0.0558(18) 0.000 -0.0017(12) 0.000 C7 0.0277(11) 0.0186(10) 0.0225(10) 0.000 0.0016(8) 0.000 C8 0.0358(12) 0.0270(11) 0.0199(10) 0.000 -0.0017(9) 0.000 C9 0.0252(12) 0.0500(16) 0.0300(12) 0.000 0.0016(10) 0.000 C10 0.0304(13) 0.0446(16) 0.0293(12) 0.000 0.0089(10) 0.000 C11 0.0518(18) 0.085(2) 0.0290(14) 0.000 -0.0181(13) 0.000 C12 0.0666(19) 0.0478(16) 0.0191(11) 0.000 0.0009(11) 0.000 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Ni1 O1 1.8694(17) y Ni1 O2 1.8634(15) y Ni1 S1 2.1374(7) y Ni1 S2 2.1386(7) y S1 C1 1.743(2) y S2 C7 1.750(2) y O1 C2 1.261(3) y O2 C8 1.260(3) y N1 C1 1.316(3) y N1 C2 1.355(3) y N2 C1 1.353(3) y N2 C3 1.455(3) ? N2 C4 1.462(3) ? N3 C2 1.351(3) y N3 C6 1.452(4) ? N3 C5 1.453(4) ? N4 C7 1.329(3) y N4 C8 1.341(3) y N5 C7 1.333(3) y N5 C9 1.456(3) ? N5 C10 1.461(3) ? N6 C8 1.366(3) y N6 C11 1.452(4) ? N6 C12 1.459(4) ? C3 H3A 0.9800 ? C3 H3B 0.9800 ? C3 H3C 0.9800 ? C4 H4A 0.9800 ? C4 H4B 0.9800 ? C4 H4C 0.9800 ? C5 H5A 0.9800 ? C5 H5B 0.9800 ? C5 H5C 0.9800 ? C6 H6A 0.9800 ? C6 H6B 0.9800 ? C6 H6C 0.9800 ? C9 H9A 0.9800 ? C9 H9B 0.9800 ? C9 H9C 0.9800 ? C10 H10A 0.9800 ? C10 H10B 0.9800 ? C10 H10C 0.9800 ? C11 H11A 0.9800 ? C11 H11B 0.9800 ? C11 H11C 0.9800 ? C12 H12A 0.9800 ? C12 H12B 0.9800 ? C12 H12C 0.9800 ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 _geom_contact_publ_flag S2 N5 3.5986(5) 5_565 yes C2 C5 3.5161(4) 5_665 yes N6 C3 3.5470(6) 2_565 yes N2 C12 3.5622(7) 2_564 yes 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 O1 Ni1 S1 95.16(6) y O2 Ni1 S2 94.65(6) y O1 Ni1 O2 84.45(8) y S1 Ni1 S2 85.75(3) y O1 Ni1 S2 179.10(6) y O2 Ni1 S1 179.60(7) y C1 S1 Ni1 109.05(8) y C7 S2 Ni1 109.52(8) y C2 O1 Ni1 133.73(16) y C8 O2 Ni1 134.24(17) y C1 N1 C2 123.6(2) y C1 N2 C3 124.1(2) ? C1 N2 C4 120.2(2) ? C3 N2 C4 115.6(2) ? C2 N3 C6 123.1(2) ? C2 N3 C5 120.8(2) ? C6 N3 C5 116.1(2) ? C7 N4 C8 123.39(19) y C7 N5 C9 123.27(19) ? C7 N5 C10 121.1(2) ? C9 N5 C10 115.62(19) ? C8 N6 C11 120.3(2) ? C8 N6 C12 123.2(2) ? C11 N6 C12 116.5(2) ? N1 C1 N2 115.3(2) ? N1 C1 S1 129.24(18) y N2 C1 S1 115.43(18) ? O1 C2 N3 116.1(2) ? O1 C2 N1 129.2(2) y N3 C2 N1 114.7(2) ? N2 C3 H3A 109.5 ? N2 C3 H3B 109.5 ? H3A C3 H3B 109.5 ? N2 C3 H3C 109.5 ? H3A C3 H3C 109.5 ? H3B C3 H3C 109.5 ? N2 C4 H4A 109.5 ? N2 C4 H4B 109.5 ? H4A C4 H4B 109.5 ? N2 C4 H4C 109.5 ? H4A C4 H4C 109.5 ? H4B C4 H4C 109.5 ? N3 C5 H5A 109.5 ? N3 C5 H5B 109.5 ? H5A C5 H5B 109.5 ? N3 C5 H5C 109.5 ? H5A C5 H5C 109.5 ? H5B C5 H5C 109.5 ? N3 C6 H6A 109.5 ? N3 C6 H6B 109.5 ? H6A C6 H6B 109.5 ? N3 C6 H6C 109.5 ? H6A C6 H6C 109.5 ? H6B C6 H6C 109.5 ? N4 C7 N5 116.4(2) ? N4 C7 S2 128.39(18) y N5 C7 S2 115.23(17) ? O2 C8 N4 129.8(2) y O2 C8 N6 115.2(2) ? N4 C8 N6 115.0(2) ? N5 C9 H9A 109.5 ? N5 C9 H9B 109.5 ? H9A C9 H9B 109.5 ? N5 C9 H9C 109.5 ? H9A C9 H9C 109.5 ? H9B C9 H9C 109.5 ? N5 C10 H10A 109.5 ? N5 C10 H10B 109.5 ? H10A C10 H10B 109.5 ? N5 C10 H10C 109.5 ? H10A C10 H10C 109.5 ? H10B C10 H10C 109.5 ? N6 C11 H11A 109.5 ? N6 C11 H11B 109.5 ? H11A C11 H11B 109.5 ? N6 C11 H11C 109.5 ? H11A C11 H11C 109.5 ? H11B C11 H11C 109.5 ? N6 C12 H12A 109.5 ? N6 C12 H12B 109.5 ? H12A C12 H12B 109.5 ? N6 C12 H12C 109.5 ? H12A C12 H12C 109.5 ? H12B C12 H12C 109.5 ? 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 O1 Ni1 S1 C1 0.0 S2 Ni1 S1 C1 180.0 O2 Ni1 S2 C7 0.0 S1 Ni1 S2 C7 180.0 O2 Ni1 O1 C2 180.0 S1 Ni1 O1 C2 0.0 O1 Ni1 O2 C8 180.0 S2 Ni1 O2 C8 0.0 C2 N1 C1 N2 180.0 C2 N1 C1 S1 0.0000(10) C3 N2 C1 N1 180.0 C4 N2 C1 N1 0.0 C3 N2 C1 S1 0.0 C4 N2 C1 S1 180.0 Ni1 S1 C1 N1 0.0 Ni1 S1 C1 N2 180.0 Ni1 O1 C2 N3 180.0 Ni1 O1 C2 N1 0.0000(10) C6 N3 C2 O1 180.0 C5 N3 C2 O1 0.0000(10) C6 N3 C2 N1 0.0000(10) C5 N3 C2 N1 180.0 C1 N1 C2 O1 0.0000(10) C1 N1 C2 N3 180.0 C8 N4 C7 N5 180.0 C8 N4 C7 S2 0.0 C9 N5 C7 N4 180.0 C10 N5 C7 N4 0.0 C9 N5 C7 S2 0.0 C10 N5 C7 S2 180.0 Ni1 S2 C7 N4 0.0 Ni1 S2 C7 N5 180.0 Ni1 O2 C8 N4 0.0 Ni1 O2 C8 N6 180.0 C7 N4 C8 O2 0.0 C7 N4 C8 N6 180.0 C11 N6 C8 O2 0.0 C12 N6 C8 O2 180.0 C11 N6 C8 N4 180.0 C12 N6 C8 N4 0.0 _cod_database_fobs_code 2203459 _journal_paper_doi 10.1107/S1600536804006294