# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_752520 _database_code_depnum_ccdc_archive 'CCDC 752520' #TrackingRef '752520.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 N4 Pt S4, C5 H7 N2' _chemical_formula_sum 'C13 H7 N6 Pt S4' _chemical_formula_weight 570.58 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 41.504(3) _cell_length_b 6.5122(4) _cell_length_c 12.9716(9) _cell_angle_alpha 90.00 _cell_angle_beta 95.0340(10) _cell_angle_gamma 90.00 _cell_volume 3492.5(4) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle-like _exptl_crystal_colour green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.170 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2152 _exptl_absorpt_coefficient_mu 8.521 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2805 _exptl_absorpt_correction_T_max 0.3613 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13193 _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_sigmaI/netI 0.0279 _diffrn_reflns_limit_h_min -50 _diffrn_reflns_limit_h_max 50 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 0.99 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3403 _reflns_number_gt 2989 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0928P)^2^+1.8219P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3403 _refine_ls_number_parameters 220 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0321 _refine_ls_R_factor_gt 0.0229 _refine_ls_wR_factor_ref 0.1117 _refine_ls_wR_factor_gt 0.0791 _refine_ls_goodness_of_fit_ref 0.984 _refine_ls_restrained_S_all 0.984 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.2500 0.7500 0.0000 0.03409(13) Uani 1 2 d S . . Pt2 Pt 0.0000 0.5000 0.5000 0.04186(14) Uani 1 2 d S . . S1 S 0.22435(4) 0.4629(2) 0.04752(13) 0.0435(3) Uani 1 1 d . . . S2 S 0.23289(3) 0.9197(2) 0.13794(12) 0.0422(3) Uani 1 1 d . . . S3 S 0.03030(4) 0.3445(3) 0.38583(12) 0.0520(4) Uani 1 1 d . . . S4 S -0.01452(4) 0.7437(2) 0.38022(14) 0.0491(4) Uani 1 1 d . . . N1 N 0.17208(16) 0.2838(9) 0.2440(5) 0.0614(16) Uani 1 1 d . . . N2 N 0.18242(15) 0.8398(10) 0.3550(4) 0.0612(15) Uani 1 1 d . . . N3 N 0.08497(15) -0.1042(10) 0.3686(5) 0.0669(17) Uani 1 1 d . . . N4 N -0.06602(17) 1.2013(10) 0.3453(5) 0.0671(16) Uani 1 1 d . . . N5 N 0.14938(17) 0.7967(9) -0.0451(5) 0.0622(15) Uani 1 1 d . . . H5A H 0.1603 0.8345 -0.0951 0.075 Uiso 1 1 calc R . . N6 N 0.09883(13) 0.6119(8) 0.1942(4) 0.0520(13) Uani 1 1 d . . . H6A H 0.0963 0.6929 0.2452 0.062 Uiso 1 1 calc R . . H6B H 0.0905 0.4910 0.1929 0.062 Uiso 1 1 calc R . . C1 C 0.18731(13) 0.3962(9) 0.2040(4) 0.0406(12) Uani 1 1 d . . . C2 C 0.20726(13) 0.5430(8) 0.1557(4) 0.0368(12) Uani 1 1 d . . . C3 C 0.21116(13) 0.7372(8) 0.1953(4) 0.0351(12) Uani 1 1 d . . . C4 C 0.19587(16) 0.7943(9) 0.2859(5) 0.0462(14) Uani 1 1 d . . . C5 C 0.06790(16) 0.0027(10) 0.4066(5) 0.0502(16) Uani 1 1 d . . . C6 C 0.04560(13) 0.1393(9) 0.4553(5) 0.0443(13) Uani 1 1 d . . . C7 C -0.05415(13) 1.0695(11) 0.3886(5) 0.0447(13) Uani 1 1 d . . . C8 C -0.03859(13) 0.8990(9) 0.4447(4) 0.0444(13) Uani 1 1 d . . . C9 C 0.13476(15) 0.6131(11) -0.0482(5) 0.0548(16) Uani 1 1 d . . . H9A H 0.1360 0.5300 -0.1060 0.066 Uiso 1 1 calc R . . C10 C 0.11818(17) 0.5448(10) 0.0303(5) 0.0502(15) Uani 1 1 d . . . H10A H 0.1086 0.4157 0.0272 0.060 Uiso 1 1 calc R . . C11 C 0.11567(13) 0.6735(10) 0.1175(4) 0.0415(12) Uani 1 1 d . . . C12 C 0.12949(13) 0.8669(9) 0.1169(5) 0.0450(14) Uani 1 1 d . . . H12A H 0.1269 0.9581 0.1708 0.054 Uiso 1 1 calc R . . C13 C 0.14683(17) 0.9229(10) 0.0372(5) 0.0543(16) Uani 1 1 d . . . H13A H 0.1571 1.0499 0.0390 0.065 Uiso 1 1 calc R . . 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 Pt1 0.03464(19) 0.0305(2) 0.0381(2) -0.00080(11) 0.00889(13) -0.00096(10) Pt2 0.0401(2) 0.0477(2) 0.0388(2) -0.01031(13) 0.00923(14) 0.00421(12) S1 0.0514(8) 0.0333(7) 0.0484(9) -0.0055(6) 0.0188(7) -0.0052(6) S2 0.0515(8) 0.0322(7) 0.0449(8) -0.0060(6) 0.0146(6) -0.0054(6) S3 0.0600(9) 0.0592(11) 0.0387(8) -0.0045(7) 0.0154(7) 0.0169(8) S4 0.0526(9) 0.0555(10) 0.0414(9) -0.0061(6) 0.0164(7) 0.0077(6) N1 0.076(4) 0.050(3) 0.063(4) 0.002(3) 0.035(3) -0.012(3) N2 0.080(4) 0.056(4) 0.050(3) -0.001(3) 0.019(3) 0.015(3) N3 0.076(4) 0.074(4) 0.054(4) -0.013(3) 0.023(3) 0.024(3) N4 0.091(5) 0.056(3) 0.056(4) 0.003(3) 0.016(3) 0.012(4) N5 0.091(4) 0.052(3) 0.047(3) 0.007(3) 0.024(3) 0.004(3) N6 0.061(3) 0.050(3) 0.047(3) -0.009(2) 0.021(2) -0.003(2) C1 0.037(3) 0.036(3) 0.050(3) 0.001(3) 0.009(2) 0.001(2) C2 0.045(3) 0.031(3) 0.035(3) 0.002(2) 0.009(2) 0.000(2) C3 0.037(3) 0.036(3) 0.033(3) 0.002(2) 0.010(2) 0.003(2) C4 0.067(4) 0.034(3) 0.040(3) 0.000(3) 0.015(3) 0.001(3) C5 0.058(4) 0.057(4) 0.037(3) -0.004(3) 0.008(3) 0.004(3) C6 0.044(3) 0.048(3) 0.042(3) -0.008(3) 0.008(2) 0.002(2) C7 0.041(3) 0.047(3) 0.047(3) -0.007(3) 0.010(2) -0.002(3) C8 0.047(3) 0.047(3) 0.041(3) -0.009(3) 0.009(2) 0.000(2) C9 0.055(4) 0.067(5) 0.043(3) -0.016(3) 0.008(3) 0.004(3) C10 0.064(4) 0.041(3) 0.047(4) -0.007(3) 0.017(3) 0.000(3) C11 0.041(3) 0.047(3) 0.037(3) -0.005(3) 0.006(2) 0.007(3) C12 0.041(3) 0.049(4) 0.044(3) -0.008(3) 0.000(2) 0.004(3) C13 0.077(4) 0.039(3) 0.047(4) 0.001(3) 0.007(3) 0.000(3) _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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 S1 2.2636(14) . ? Pt1 S1 2.2636(14) 7_565 ? Pt1 S2 2.2693(15) . ? Pt1 S2 2.2693(15) 7_565 ? Pt2 S3 2.2644(15) . ? Pt2 S3 2.2644(15) 5_566 ? Pt2 S4 2.2653(17) 5_566 ? Pt2 S4 2.2653(17) . ? S1 C2 1.708(6) . ? S2 C3 1.702(5) . ? S3 C6 1.703(6) . ? S4 C8 1.694(6) . ? N1 C1 1.123(8) . ? N2 C4 1.136(8) . ? N3 C5 1.136(8) . ? N4 C7 1.116(8) . ? N5 C9 1.340(9) . ? N5 C13 1.359(9) . ? N5 H5A 0.8600 . ? N6 C11 1.327(8) . ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? C1 C2 1.444(8) . ? C2 C3 1.369(8) . ? C3 C4 1.433(8) . ? C5 C6 1.467(8) . ? C6 C8 1.377(8) 5_566 ? C7 C8 1.448(9) . ? C8 C6 1.377(8) 5_566 ? C9 C10 1.353(10) . ? C9 H9A 0.9300 . ? C10 C11 1.418(9) . ? C10 H10A 0.9300 . ? C11 C12 1.384(9) . ? C12 C13 1.361(9) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Pt1 S1 180.00(10) . 7_565 ? S1 Pt1 S2 90.02(5) . . ? S1 Pt1 S2 89.98(5) 7_565 . ? S1 Pt1 S2 89.98(5) . 7_565 ? S1 Pt1 S2 90.02(5) 7_565 7_565 ? S2 Pt1 S2 180.00(7) . 7_565 ? S3 Pt2 S3 180.00(8) . 5_566 ? S3 Pt2 S4 90.33(6) . 5_566 ? S3 Pt2 S4 89.67(6) 5_566 5_566 ? S3 Pt2 S4 89.67(6) . . ? S3 Pt2 S4 90.33(6) 5_566 . ? S4 Pt2 S4 180.00(7) 5_566 . ? C2 S1 Pt1 102.15(19) . . ? C3 S2 Pt1 102.64(19) . . ? C6 S3 Pt2 102.0(2) . . ? C8 S4 Pt2 102.3(2) . . ? C9 N5 C13 119.8(6) . . ? C9 N5 H5A 120.1 . . ? C13 N5 H5A 120.1 . . ? C11 N6 H6A 120.0 . . ? C11 N6 H6B 120.0 . . ? H6A N6 H6B 120.0 . . ? N1 C1 C2 178.3(7) . . ? C3 C2 C1 120.2(5) . . ? C3 C2 S1 123.1(4) . . ? C1 C2 S1 116.7(4) . . ? C2 C3 C4 120.1(5) . . ? C2 C3 S2 122.1(5) . . ? C4 C3 S2 117.8(4) . . ? N2 C4 C3 176.8(8) . . ? N3 C5 C6 179.5(8) . . ? C8 C6 C5 119.3(6) 5_566 . ? C8 C6 S3 122.8(5) 5_566 . ? C5 C6 S3 117.9(5) . . ? N4 C7 C8 179.7(8) . . ? C6 C8 C7 119.4(5) 5_566 . ? C6 C8 S4 122.7(5) 5_566 . ? C7 C8 S4 117.8(4) . . ? N5 C9 C10 122.0(6) . . ? N5 C9 H9A 119.0 . . ? C10 C9 H9A 119.0 . . ? C9 C10 C11 118.9(6) . . ? C9 C10 H10A 120.5 . . ? C11 C10 H10A 120.5 . . ? N6 C11 C12 121.6(5) . . ? N6 C11 C10 120.0(6) . . ? C12 C11 C10 118.3(6) . . ? C13 C12 C11 119.6(6) . . ? C13 C12 H12A 120.2 . . ? C11 C12 H12A 120.2 . . ? N5 C13 C12 121.2(6) . . ? N5 C13 H13A 119.4 . . ? C12 C13 H13A 119.4 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N5 H5A N1 0.86 2.32 3.017(8) 138.7 6_565 N5 H5A N2 0.86 2.42 3.078(8) 133.7 6_575 N6 H6A N3 0.86 2.16 3.016(8) 174.5 1_565 N6 H6B N4 0.86 2.18 3.024(9) 167.6 2_545 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.801 _refine_diff_density_min -1.126 _refine_diff_density_rms 0.284 data_771444 _database_code_depnum_ccdc_archive 'CCDC 771444' #TrackingRef '771444.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 N4 Pt S4, C5 H6 D N2' _chemical_formula_sum 'C13 H6 D N6 Pt S4' _chemical_formula_weight 571.61 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 41.300(11) _cell_length_b 6.4777(18) _cell_length_c 12.878(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.933(7) _cell_angle_gamma 90.00 _cell_volume 3432.5(17) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3568 _cell_measurement_theta_min 0.99 _cell_measurement_theta_max 25.99 _exptl_crystal_description needle-like _exptl_crystal_colour green _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.212 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2152 _exptl_absorpt_coefficient_mu 8.670 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.367 _exptl_absorpt_correction_T_max 0.420 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9934 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_sigmaI/netI 0.0426 _diffrn_reflns_limit_h_min -49 _diffrn_reflns_limit_h_max 50 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 0.99 _diffrn_reflns_theta_max 25.99 _reflns_number_total 3340 _reflns_number_gt 2719 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0719P)^2^+5.7699P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3340 _refine_ls_number_parameters 220 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0475 _refine_ls_R_factor_gt 0.0335 _refine_ls_wR_factor_ref 0.1253 _refine_ls_wR_factor_gt 0.0945 _refine_ls_goodness_of_fit_ref 1.144 _refine_ls_restrained_S_all 1.144 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.2500 0.2500 0.0000 0.03401(16) Uani 1 2 d S . . Pt2 Pt 0.0000 0.5000 0.5000 0.04122(17) Uani 1 2 d S . . S1 S 0.23298(6) 0.0811(3) 0.13848(18) 0.0424(5) Uani 1 1 d . . . S2 S 0.22445(6) 0.5369(3) 0.04773(19) 0.0446(5) Uani 1 1 d . . . S3 S -0.01444(6) 0.2565(4) 0.38034(19) 0.0492(6) Uani 1 1 d . . . S4 S 0.03023(6) 0.6552(4) 0.38592(18) 0.0525(6) Uani 1 1 d . . . N1 N 0.1827(2) 0.1555(14) 0.3548(7) 0.065(2) Uani 1 1 d . . . N2 N 0.1702(2) 0.7146(12) 0.2455(7) 0.061(2) Uani 1 1 d . . . N3 N -0.0665(2) -0.2000(14) 0.3435(9) 0.075(3) Uani 1 1 d . . . N4 N 0.0844(2) 1.1076(14) 0.3683(7) 0.069(3) Uani 1 1 d . . . N5 N 0.1492(2) 0.7975(13) 0.4561(6) 0.057(2) Uani 1 1 d . . . D5A D 0.1604 0.8362 0.4063 0.068 Uiso 1 1 d R . . N6 N 0.09978(18) 0.6111(12) 0.6932(6) 0.0497(18) Uani 1 1 d . . . H6A H 0.09778(18) 0.6894(12) 0.7462(6) 0.060 Uiso 1 1 d R . . H6B H 0.09110(18) 0.4903(12) 0.6906(6) 0.060 Uiso 1 1 d R . . C1 C 0.1945(3) 0.2045(13) 0.2884(8) 0.050(2) Uani 1 1 d . . . C2 C 0.2101(2) 0.2648(11) 0.1943(7) 0.0368(18) Uani 1 1 d . . . C3 C 0.2069(2) 0.4575(12) 0.1558(7) 0.0392(18) Uani 1 1 d . . . C4 C 0.1879(2) 0.6061(13) 0.2028(7) 0.0421(19) Uani 1 1 d . . . C5 C -0.0540(2) -0.0691(15) 0.3934(9) 0.055(3) Uani 1 1 d . . . C6 C -0.0404(2) 0.1007(13) 0.4470(6) 0.0412(19) Uani 1 1 d . . . C7 C 0.0672(3) 0.9981(14) 0.4039(8) 0.054(2) Uani 1 1 d . . . C8 C 0.0453(2) 0.8630(13) 0.4546(7) 0.0412(19) Uani 1 1 d . . . C9 C 0.1469(2) 0.9229(14) 0.5365(7) 0.044(2) Uani 1 1 d . . . H9A H 0.1568(2) 1.0517(14) 0.5371(7) 0.053 Uiso 1 1 d R . . C10 C 0.13021(19) 0.8665(13) 0.6173(7) 0.043(2) Uani 1 1 d . . . H10A H 0.12859(19) 0.9577(13) 0.6724(7) 0.052 Uiso 1 1 d R . . C11 C 0.1153(2) 0.6730(13) 0.6198(6) 0.0399(18) Uani 1 1 d . . . C12 C 0.1185(3) 0.5451(15) 0.5265(8) 0.055(2) Uani 1 1 d . . . H12A H 0.1089(3) 0.4152(15) 0.5213(8) 0.066 Uiso 1 1 d R . . C13 C 0.1349(2) 0.6148(17) 0.4504(7) 0.056(2) Uani 1 1 d . . . H13A H 0.1365(2) 0.5337(17) 0.3914(7) 0.068 Uiso 1 1 d R . . 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 Pt1 0.0341(3) 0.0304(3) 0.0386(3) 0.00092(17) 0.00956(19) 0.00112(16) Pt2 0.0393(3) 0.0468(3) 0.0387(3) 0.0107(2) 0.0101(2) -0.0041(2) S1 0.0520(13) 0.0322(10) 0.0455(12) 0.0059(9) 0.0195(10) 0.0057(9) S2 0.0531(13) 0.0315(10) 0.0516(13) 0.0049(9) 0.0173(11) 0.0053(9) S3 0.0539(14) 0.0577(14) 0.0389(12) 0.0041(10) 0.0217(11) -0.0083(10) S4 0.0602(15) 0.0590(15) 0.0408(12) 0.0032(11) 0.0191(11) -0.0170(12) N1 0.094(7) 0.058(5) 0.047(5) 0.001(4) 0.038(5) -0.017(5) N2 0.082(6) 0.042(4) 0.064(5) 0.002(4) 0.038(5) 0.008(4) N3 0.077(7) 0.048(5) 0.095(7) 0.003(5) -0.031(6) -0.008(5) N4 0.090(7) 0.066(5) 0.055(5) 0.008(4) 0.029(5) -0.028(5) N5 0.065(5) 0.061(5) 0.050(5) 0.003(4) 0.041(4) 0.007(4) N6 0.056(5) 0.050(4) 0.045(4) -0.007(4) 0.010(4) -0.005(4) C1 0.064(6) 0.027(4) 0.060(6) -0.005(4) 0.015(5) 0.000(4) C2 0.042(4) 0.030(4) 0.039(4) -0.005(3) 0.006(4) -0.003(3) C3 0.038(4) 0.035(4) 0.043(5) -0.001(3) -0.002(4) -0.003(3) C4 0.046(5) 0.038(4) 0.043(5) 0.000(4) 0.008(4) -0.004(4) C5 0.049(5) 0.043(5) 0.074(7) 0.016(5) 0.003(5) 0.005(4) C6 0.042(5) 0.041(4) 0.041(5) 0.007(4) 0.007(4) 0.000(4) C7 0.064(6) 0.052(5) 0.047(5) 0.011(4) 0.015(5) 0.000(5) C8 0.038(4) 0.041(4) 0.046(5) 0.012(4) 0.012(4) -0.002(3) C9 0.035(4) 0.049(5) 0.047(5) 0.002(4) -0.002(4) 0.004(4) C10 0.038(4) 0.043(5) 0.046(5) -0.012(4) -0.012(4) 0.007(4) C11 0.038(4) 0.046(5) 0.036(4) 0.002(4) 0.005(4) 0.005(4) C12 0.061(6) 0.050(5) 0.055(6) -0.012(5) 0.006(5) 0.004(5) C13 0.063(6) 0.067(6) 0.041(5) -0.011(5) 0.015(5) 0.002(5) _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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 S2 2.248(2) 7 ? Pt1 S2 2.248(2) . ? Pt1 S1 2.255(2) 7 ? Pt1 S1 2.255(2) . ? Pt2 S4 2.246(2) 5_566 ? Pt2 S4 2.246(2) . ? Pt2 S3 2.249(2) . ? Pt2 S3 2.249(2) 5_566 ? S1 C2 1.715(8) . ? S2 C3 1.704(9) . ? S3 C6 1.750(8) . ? S4 C8 1.699(9) . ? N1 C1 1.069(12) . ? N2 C4 1.185(11) . ? N3 C5 1.160(13) . ? N4 C7 1.129(12) . ? N5 C13 1.322(13) . ? N5 C9 1.326(12) . ? N5 D5A 0.8600 . ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? N6 C11 1.253(11) . ? C1 C2 1.472(13) . ? C2 C3 1.346(11) . ? C3 C4 1.409(12) . ? C5 C6 1.390(14) . ? C6 C8 1.321(12) 5_566 ? C7 C8 1.453(12) . ? C8 C6 1.321(12) 5_566 ? C9 H9A 0.9300 . ? C9 C10 1.346(12) . ? C10 H10A 0.9300 . ? C10 C11 1.397(12) . ? C11 C12 1.475(12) . ? C12 H12A 0.9300 . ? C12 C13 1.318(15) . ? C13 H13A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S2 Pt1 S2 180.00(16) 7 . ? S2 Pt1 S1 89.96(8) 7 7 ? S2 Pt1 S1 90.04(8) . 7 ? S2 Pt1 S1 90.04(8) 7 . ? S2 Pt1 S1 89.96(8) . . ? S1 Pt1 S1 180.00(15) 7 . ? S4 Pt2 S4 180.00(10) 5_566 . ? S4 Pt2 S3 90.27(9) 5_566 . ? S4 Pt2 S3 89.73(9) . . ? S4 Pt2 S3 89.73(9) 5_566 5_566 ? S4 Pt2 S3 90.27(9) . 5_566 ? S3 Pt2 S3 180.0 . 5_566 ? C2 S1 Pt1 102.4(3) . . ? C3 S2 Pt1 102.5(3) . . ? C6 S3 Pt2 101.9(3) . . ? C8 S4 Pt2 102.3(3) . . ? C13 N5 C9 121.9(8) . . ? C13 N5 D5A 119.0 . . ? C9 N5 D5A 119.0 . . ? H6A N6 H6B 120.0 . . ? H6A N6 C11 120.0(5) . . ? H6B N6 C11 120.0(5) . . ? N1 C1 C2 177.5(11) . . ? C3 C2 C1 120.8(8) . . ? C3 C2 S1 122.0(7) . . ? C1 C2 S1 117.1(6) . . ? C2 C3 C4 121.1(8) . . ? C2 C3 S2 123.0(7) . . ? C4 C3 S2 115.9(6) . . ? N2 C4 C3 173.3(9) . . ? N3 C5 C6 174.7(11) . . ? C8 C6 C5 121.9(9) 5_566 . ? C8 C6 S3 121.2(7) 5_566 . ? C5 C6 S3 116.8(7) . . ? N4 C7 C8 177.1(12) . . ? C6 C8 C7 118.5(8) 5_566 . ? C6 C8 S4 124.1(7) 5_566 . ? C7 C8 S4 117.2(7) . . ? H9A C9 N5 119.5(5) . . ? H9A C9 C10 119.5(5) . . ? N5 C9 C10 120.9(9) . . ? H10A C10 C9 119.5(5) . . ? H10A C10 C11 119.5(5) . . ? C9 C10 C11 121.1(8) . . ? N6 C11 C10 124.0(8) . . ? N6 C11 C12 121.5(9) . . ? C10 C11 C12 114.5(8) . . ? H12A C12 C13 120.0(6) . . ? H12A C12 C11 120.0(6) . . ? C13 C12 C11 120.1(10) . . ? H13A C13 C12 119.3(6) . . ? H13A C13 N5 119.3(5) . . ? C12 C13 N5 121.4(9) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N5 D5A N2 0.86 2.28 2.966(12) 136.4 . N5 D5A N1 0.86 2.38 3.050(12) 134.9 1_565 N6 H6A N4 0.86 2.16 3.009(11) 170.2 6_576 N6 H6B N3 0.86 2.16 3.014(12) 170.1 5_556 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.003 _refine_diff_density_min -0.981 _refine_diff_density_rms 0.217 data_786197 _database_code_depnum_ccdc_archive 'CCDC 786197' #TrackingRef '786197.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 N4 Ni S4, C5 H6 D N2' _chemical_formula_sum 'C13 H6 D N6 Ni S4' _chemical_formula_weight 435.22 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' S S 0.1246 0.1234 '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' D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 41.406(5) _cell_length_b 6.4709(8) _cell_length_c 12.9791(16) _cell_angle_alpha 90.00 _cell_angle_beta 93.780(2) _cell_angle_gamma 90.00 _cell_volume 3470.0(7) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3724 _cell_measurement_theta_min 1.97 _cell_measurement_theta_max 25.00 _exptl_crystal_description needle-like _exptl_crystal_colour brown _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.666 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1752 _exptl_absorpt_coefficient_mu 1.607 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.825 _exptl_absorpt_correction_T_max 0.852 _exptl_absorpt_process_details 'SADABS, Bruker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7794 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_min -48 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2945 _reflns_number_gt 2588 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0527P)^2^+0.1578P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2945 _refine_ls_number_parameters 220 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0387 _refine_ls_R_factor_gt 0.0332 _refine_ls_wR_factor_ref 0.0873 _refine_ls_wR_factor_gt 0.0846 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.2500 0.2500 0.5000 0.03668(15) Uani 1 2 d S . . Ni2 Ni 0.0000 0.5000 0.5000 0.04276(15) Uani 1 2 d S . . S1 S 0.275704(17) -0.02254(9) 0.45826(6) 0.04767(19) Uani 1 1 d . . . S2 S 0.264433(16) 0.41856(9) 0.36782(5) 0.04603(19) Uani 1 1 d . . . S3 S -0.011627(18) 0.73408(10) 0.38636(5) 0.0494(2) Uani 1 1 d . . . S4 S 0.030529(19) 0.36432(11) 0.39046(5) 0.0544(2) Uani 1 1 d . . . C2 C 0.29276(6) 0.0501(3) 0.34699(19) 0.0385(5) Uani 1 1 d . . . C1 C 0.31308(7) -0.0958(4) 0.2987(2) 0.0470(6) Uani 1 1 d . . . C3 C 0.28768(6) 0.2432(3) 0.30674(19) 0.0388(6) Uani 1 1 d . . . C4 C 0.30267(7) 0.3062(4) 0.2149(2) 0.0466(6) Uani 1 1 d . . . C6 C -0.03783(6) 0.8915(4) 0.4468(2) 0.0424(6) Uani 1 1 d . . . C5 C -0.05147(6) 1.0660(4) 0.3913(2) 0.0486(6) Uani 1 1 d . . . C8 C 0.04595(6) 0.1516(4) 0.4557(2) 0.0428(6) Uani 1 1 d . . . C7 C 0.06810(7) 0.0189(4) 0.4054(2) 0.0478(6) Uani 1 1 d . . . C9 C 0.14729(6) 0.9197(4) 0.0392(2) 0.0505(7) Uani 1 1 d . . . H9A H 0.15771(6) 1.0471(4) 0.0405(2) 0.061 Uiso 1 1 d R . . C10 C 0.13020(6) 0.8638(4) 0.1193(2) 0.0444(6) Uani 1 1 d . . . H10A H 0.12880(6) 0.9526(4) 0.1752(2) 0.053 Uiso 1 1 d R . . C11 C 0.11436(6) 0.6701(4) 0.1186(2) 0.0411(6) Uani 1 1 d . . . C12 C 0.11761(7) 0.5431(4) 0.0314(2) 0.0504(7) Uani 1 1 d . . . H12A H 0.10772(7) 0.4140(4) 0.0276(2) 0.060 Uiso 1 1 d R . . C13 C 0.13504(7) 0.6089(5) -0.0463(2) 0.0566(7) Uani 1 1 d . . . H13A H 0.13705(7) 0.5244(5) -0.1035(2) 0.068 Uiso 1 1 d R . . N1 N 0.32981(7) -0.2084(4) 0.2601(2) 0.0635(7) Uani 1 1 d . . . N2 N 0.31520(7) 0.3560(4) 0.1439(2) 0.0677(7) Uani 1 1 d . . . N3 N -0.06317(7) 1.2030(4) 0.3492(2) 0.0651(7) Uani 1 1 d . . . N4 N 0.08564(7) -0.0880(4) 0.3678(2) 0.0661(7) Uani 1 1 d . . . N5 N 0.14957(6) 0.7949(4) -0.04249(18) 0.0533(6) Uani 1 1 d . . . D5A D 0.1605 0.8344 -0.0931 0.064 Uiso 1 1 d R . . N6 N 0.09744(5) 0.6094(3) 0.19606(17) 0.0521(6) Uani 1 1 d . . . H6A H 0.08815(5) 0.4905(3) 0.19398(17) 0.062 Uiso 1 1 d R . . H6B H 0.09573(5) 0.6889(3) 0.24853(17) 0.062 Uiso 1 1 d R . . 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 Ni1 0.0382(3) 0.0350(2) 0.0378(3) 0.00218(17) 0.0096(2) 0.00171(16) Ni2 0.0453(3) 0.0476(3) 0.0366(3) -0.00721(19) 0.0111(2) 0.00696(19) S1 0.0589(4) 0.0372(3) 0.0494(4) 0.0073(3) 0.0222(3) 0.0068(3) S2 0.0562(4) 0.0395(3) 0.0439(4) 0.0073(3) 0.0155(3) 0.0070(3) S3 0.0561(4) 0.0551(4) 0.0389(4) -0.0032(3) 0.0168(3) 0.0097(3) S4 0.0646(5) 0.0617(4) 0.0389(4) -0.0002(3) 0.0181(3) 0.0197(3) C2 0.0398(13) 0.0392(12) 0.0376(14) -0.0031(10) 0.0105(11) -0.0021(10) C1 0.0587(17) 0.0392(13) 0.0445(16) 0.0008(12) 0.0139(13) -0.0030(12) C3 0.0402(14) 0.0417(13) 0.0352(14) -0.0013(10) 0.0065(11) -0.0065(10) C4 0.0586(17) 0.0420(13) 0.0398(15) -0.0034(12) 0.0083(14) -0.0084(12) C6 0.0420(14) 0.0426(13) 0.0430(15) -0.0081(11) 0.0064(12) 0.0012(11) C5 0.0504(16) 0.0503(15) 0.0464(16) -0.0071(13) 0.0131(13) 0.0004(12) C8 0.0436(14) 0.0459(13) 0.0394(15) -0.0089(11) 0.0052(12) 0.0015(11) C7 0.0510(16) 0.0564(15) 0.0369(15) -0.0083(12) 0.0098(13) 0.0048(12) C9 0.0462(15) 0.0506(14) 0.0544(18) 0.0034(13) 0.0030(14) -0.0003(12) C10 0.0449(14) 0.0465(14) 0.0416(15) -0.0038(11) 0.0025(12) 0.0029(11) C11 0.0387(13) 0.0465(13) 0.0382(15) -0.0015(11) 0.0033(11) 0.0057(10) C12 0.0584(17) 0.0505(14) 0.0434(17) -0.0087(12) 0.0126(14) -0.0069(12) C13 0.0657(19) 0.0655(17) 0.0400(17) -0.0098(13) 0.0126(14) 0.0065(15) N1 0.0815(19) 0.0519(13) 0.0605(17) -0.0048(12) 0.0313(14) 0.0080(13) N2 0.091(2) 0.0690(16) 0.0458(15) 0.0002(13) 0.0244(14) -0.0200(14) N3 0.0782(19) 0.0583(14) 0.0605(17) 0.0059(13) 0.0175(14) 0.0126(14) N4 0.0718(17) 0.0732(16) 0.0546(16) -0.0155(13) 0.0154(14) 0.0198(14) N5 0.0544(14) 0.0620(14) 0.0452(15) 0.0061(12) 0.0157(11) 0.0043(11) N6 0.0639(15) 0.0524(13) 0.0420(14) -0.0072(10) 0.0190(12) -0.0053(11) _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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S1 2.1476(6) . ? Ni1 S1 2.1476(6) 7_556 ? Ni1 S2 2.1506(7) . ? Ni1 S2 2.1506(7) 7_556 ? Ni2 S3 2.1466(7) 5_566 ? Ni2 S3 2.1466(7) . ? Ni2 S4 2.1511(7) . ? Ni2 S4 2.1511(7) 5_566 ? S1 C2 1.715(3) . ? S2 C3 1.716(2) . ? S3 C6 1.716(2) . ? S4 C8 1.717(3) . ? C2 C3 1.365(3) . ? C2 C1 1.436(4) . ? C1 N1 1.144(3) . ? C3 C4 1.439(4) . ? C4 N2 1.133(3) . ? C6 C8 1.359(4) 5_566 ? C6 C5 1.435(4) . ? C5 N3 1.133(3) . ? C8 C6 1.359(4) 5_566 ? C8 C7 1.443(4) . ? C7 N4 1.136(3) . ? C9 H9A 0.9300 . ? C9 N5 1.341(3) . ? C9 C10 1.345(4) . ? C10 H10A 0.9300 . ? C10 C11 1.415(4) . ? C11 N6 1.323(3) . ? C11 C12 1.412(4) . ? C12 H12A 0.9300 . ? C12 C13 1.348(4) . ? C13 H13A 0.9300 . ? C13 N5 1.345(4) . ? N5 D5A 0.8600 . ? N6 H6B 0.8600 . ? N6 H6A 0.8600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Ni1 S1 180.00(5) . 7_556 ? S1 Ni1 S2 92.69(3) . . ? S1 Ni1 S2 87.31(3) 7_556 . ? S1 Ni1 S2 87.31(3) . 7_556 ? S1 Ni1 S2 92.69(3) 7_556 7_556 ? S2 Ni1 S2 180.00(3) . 7_556 ? S3 Ni2 S3 180.00(4) 5_566 . ? S3 Ni2 S4 92.93(3) 5_566 . ? S3 Ni2 S4 87.07(3) . . ? S3 Ni2 S4 87.07(3) 5_566 5_566 ? S3 Ni2 S4 92.93(3) . 5_566 ? S4 Ni2 S4 180.00(3) . 5_566 ? C2 S1 Ni1 103.05(8) . . ? C3 S2 Ni1 103.13(8) . . ? C6 S3 Ni2 102.98(9) . . ? C8 S4 Ni2 102.53(9) . . ? C3 C2 C1 121.0(2) . . ? C3 C2 S1 120.8(2) . . ? C1 C2 S1 118.24(18) . . ? N1 C1 C2 178.4(3) . . ? C2 C3 C4 120.8(2) . . ? C2 C3 S2 120.4(2) . . ? C4 C3 S2 118.78(18) . . ? N2 C4 C3 178.3(3) . . ? C8 C6 C5 121.0(2) 5_566 . ? C8 C6 S3 120.4(2) 5_566 . ? C5 C6 S3 118.5(2) . . ? N3 C5 C6 177.7(3) . . ? C6 C8 C7 120.1(2) 5_566 . ? C6 C8 S4 121.11(19) 5_566 . ? C7 C8 S4 118.7(2) . . ? N4 C7 C8 178.5(3) . . ? H9A C9 N5 119.43(16) . . ? H9A C9 C10 119.43(16) . . ? N5 C9 C10 121.1(3) . . ? H10A C10 C9 119.99(16) . . ? H10A C10 C11 119.99(16) . . ? C9 C10 C11 120.0(2) . . ? N6 C11 C12 121.3(2) . . ? N6 C11 C10 121.8(2) . . ? C12 C11 C10 116.9(2) . . ? H12A C12 C13 120.00(17) . . ? H12A C12 C11 119.99(16) . . ? C13 C12 C11 120.0(3) . . ? H13A C13 N5 119.50(16) . . ? H13A C13 C12 119.49(17) . . ? N5 C13 C12 121.0(2) . . ? C9 N5 C13 120.9(2) . . ? C9 N5 D5A 119.5 . . ? C13 N5 D5A 119.5 . . ? H6B N6 H6A 120.0 . . ? H6B N6 C11 120.00(15) . . ? H6A N6 C11 120.00(14) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N5 D5A N2 0.86 2.36 3.036(3) 136.2 7_565 N5 D5A N1 0.86 2.37 3.056(3) 136.4 7 N6 H6A N3 0.86 2.18 3.027(3) 166.9 2_545 N6 H6B N4 0.86 2.18 3.030(3) 171.5 1_565 _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 0.299 _refine_diff_density_min -0.582 _refine_diff_density_rms 0.107