pplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 ####################################################################### # # 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_pnimnal _database_code_depnum_ccdc_archive 'CCDC 299510' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 4 _chemical_formula_sum 'C18 H33 Cl Mn0.50 N6 Ni O4.50 S2' _chemical_formula_weight 591.25 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' Mn Mn 0.3368 0.7283 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 21.018(5) _cell_length_b 7.6267(16) _cell_length_c 16.295(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.475(5) _cell_angle_gamma 90.00 _cell_volume 2529.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.553 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1234 _exptl_absorpt_coefficient_mu 1.315 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'SADABS (Bruker-AXS), T_min/T_max = 0.8143' _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 with .3 deg in omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24504 _diffrn_reflns_av_R_equivalents 0.0709 _diffrn_reflns_av_sigmaI/netI 0.0983 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5803 _reflns_number_gt 3832 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SMART' _computing_structure_solution 'SHELX-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND 2.1d' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0277P)^2^+2.0361P] 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 SHELXL _refine_ls_extinction_coef 0.0009(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5803 _refine_ls_number_parameters 314 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0903 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1329 _refine_ls_wR_factor_gt 0.1141 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.100 _refine_ls_shift/su_mean 0.002 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 Mn Mn 0.0000 0.53664(11) 0.2500 0.0281(2) Uani 1 2 d S . . Ni Ni 0.25886(2) 0.34040(6) 0.00253(3) 0.02109(14) Uani 1 1 d . . . S1 S 0.07297(5) 0.68486(13) 0.00798(6) 0.0313(2) Uani 1 1 d . . . S2 S 0.21472(5) 0.31940(14) 0.39097(7) 0.0349(3) Uani 1 1 d . . . N1S N 0.03224(17) 0.6706(4) 0.1580(2) 0.0305(8) Uani 1 1 d . . . N2S N 0.08690(19) 0.4238(5) 0.3141(2) 0.0385(9) Uani 1 1 d . . . C1S C 0.05018(18) 0.6766(5) 0.0955(2) 0.0230(8) Uani 1 1 d . . . C2S C 0.1403(2) 0.3809(5) 0.3471(2) 0.0292(9) Uani 1 1 d . . . N1 N 0.32757(16) 0.3039(4) -0.0540(2) 0.0275(7) Uani 1 1 d . . . H1 H 0.166(2) 0.419(5) 0.043(3) 0.021(12) Uiso 1 1 d . . . C2 C 0.3055(2) 0.1697(5) -0.1214(3) 0.0338(9) Uani 1 1 d . . . H2A H 0.3139 0.0529 -0.0977 0.041 Uiso 1 1 calc R . . H2B H 0.3291 0.1835 -0.1652 0.041 Uiso 1 1 calc R . . C3 C 0.2325(2) 0.1964(5) -0.1584(2) 0.0307(9) Uani 1 1 d . . . H3A H 0.2246 0.3029 -0.1919 0.037 Uiso 1 1 calc R . . H3B H 0.2139 0.0982 -0.1942 0.037 Uiso 1 1 calc R . . N4 N 0.20345(16) 0.2094(4) -0.08561(18) 0.0231(7) Uani 1 1 d . . . C5 C 0.14504(19) 0.1503(5) -0.0916(2) 0.0241(8) Uani 1 1 d . . . C6 C 0.11341(18) 0.1595(5) -0.0197(2) 0.0252(8) Uani 1 1 d . . . H6A H 0.0906 0.0495 -0.0181 0.030 Uiso 1 1 calc R . . H6B H 0.0802 0.2507 -0.0326 0.030 Uiso 1 1 calc R . . C7 C 0.15618(18) 0.1941(5) 0.0697(2) 0.0238(8) Uani 1 1 d . . . N8 N 0.19232(16) 0.3625(4) 0.0639(2) 0.0220(7) Uani 1 1 d . . . H8 H 0.3327(19) 0.411(6) -0.081(3) 0.031(11) Uiso 1 1 d . . . C9 C 0.22134(19) 0.4492(5) 0.1467(2) 0.0274(8) Uani 1 1 d . . . H9A H 0.2437 0.3639 0.1882 0.033 Uiso 1 1 calc R . . H9B H 0.1874 0.5057 0.1681 0.033 Uiso 1 1 calc R . . C10 C 0.26920(19) 0.5825(5) 0.1301(2) 0.0284(9) Uani 1 1 d . . . H10A H 0.2461 0.6777 0.0958 0.034 Uiso 1 1 calc R . . H10B H 0.2952 0.6304 0.1831 0.034 Uiso 1 1 calc R . . N11 N 0.31173(15) 0.4891(4) 0.08464(19) 0.0248(7) Uani 1 1 d . . . C12 C 0.37305(19) 0.5259(5) 0.0987(2) 0.0285(9) Uani 1 1 d . . . C13 C 0.41688(19) 0.4342(5) 0.0537(3) 0.0336(10) Uani 1 1 d . . . H13A H 0.4575 0.4077 0.0954 0.040 Uiso 1 1 calc R . . H13B H 0.4277 0.5173 0.0142 0.040 Uiso 1 1 calc R . . C14 C 0.39444(19) 0.2672(5) 0.0051(3) 0.0294(9) Uani 1 1 d . . . C141 C 0.3886(2) 0.1165(6) 0.0648(3) 0.0352(10) Uani 1 1 d . . . H14A H 0.4305 0.0964 0.1037 0.053 Uiso 1 1 calc R . . H14B H 0.3747 0.0122 0.0323 0.053 Uiso 1 1 calc R . . H14C H 0.3569 0.1466 0.0959 0.053 Uiso 1 1 calc R . . C142 C 0.4437(2) 0.2192(6) -0.0463(3) 0.0416(11) Uani 1 1 d . . . H14D H 0.4406 0.3024 -0.0913 0.062 Uiso 1 1 calc R . . H14E H 0.4340 0.1039 -0.0698 0.062 Uiso 1 1 calc R . . H14F H 0.4874 0.2210 -0.0099 0.062 Uiso 1 1 calc R . . C51 C 0.1033(2) 0.0702(6) -0.1710(2) 0.0349(10) Uani 1 1 d . . . H51A H 0.1059 0.1408 -0.2189 0.052 Uiso 1 1 calc R . . H51B H 0.0586 0.0643 -0.1672 0.052 Uiso 1 1 calc R . . H51C H 0.1189 -0.0459 -0.1779 0.052 Uiso 1 1 calc R . . C72 C 0.1106(2) 0.2140(5) 0.1292(3) 0.0326(9) Uani 1 1 d . . . H52A H 0.1365 0.2278 0.1864 0.049 Uiso 1 1 calc R . . H52B H 0.0836 0.1113 0.1255 0.049 Uiso 1 1 calc R . . H52C H 0.0832 0.3152 0.1131 0.049 Uiso 1 1 calc R . . C71 C 0.20475(19) 0.0473(5) 0.1000(2) 0.0281(9) Uani 1 1 d . . . H71A H 0.2300 0.0278 0.0592 0.042 Uiso 1 1 calc R . . H71B H 0.1814 -0.0579 0.1066 0.042 Uiso 1 1 calc R . . H71C H 0.2337 0.0789 0.1535 0.042 Uiso 1 1 calc R . . C121 C 0.4067(2) 0.6645(6) 0.1595(3) 0.0414(11) Uani 1 1 d . . . H12A H 0.3779 0.7632 0.1566 0.062 Uiso 1 1 calc R . . H12B H 0.4461 0.7010 0.1448 0.062 Uiso 1 1 calc R . . H12C H 0.4176 0.6179 0.2160 0.062 Uiso 1 1 calc R . . Cl Cl 0.37967(5) 0.28146(14) 0.32650(6) 0.0343(3) Uani 1 1 d . . . O1 O 0.44343(19) 0.2821(6) 0.3116(3) 0.0903(16) Uani 1 1 d . . . O2 O 0.35259(16) 0.4551(4) 0.31142(19) 0.0430(8) Uani 1 1 d . . . O3 O 0.3830(2) 0.2358(5) 0.4126(2) 0.0625(11) Uani 1 1 d . . . O4 O 0.33858(16) 0.1601(4) 0.27030(19) 0.0438(8) Uani 1 1 d . . . O1L O 0.5000 -0.0274(17) 0.2500 0.216(6) Uani 1 2 d S . . H1L H 0.4770 0.0596 0.2725 0.284 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 Mn 0.0267(5) 0.0367(5) 0.0207(4) 0.000 0.0056(3) 0.000 Ni 0.0224(3) 0.0215(2) 0.0183(2) -0.00039(19) 0.00312(18) 0.00098(19) S1 0.0348(6) 0.0325(6) 0.0304(5) 0.0063(4) 0.0150(4) 0.0026(4) S2 0.0283(6) 0.0342(6) 0.0401(6) -0.0044(4) 0.0045(5) -0.0008(4) N1S 0.0327(19) 0.0338(19) 0.0260(17) 0.0034(14) 0.0090(15) 0.0028(15) N2S 0.042(2) 0.046(2) 0.0266(18) 0.0004(16) 0.0067(17) 0.0103(18) C1S 0.0180(18) 0.0204(18) 0.028(2) 0.0008(15) 0.0015(15) 0.0003(14) C2S 0.038(2) 0.029(2) 0.0227(19) -0.0048(16) 0.0117(18) -0.0032(18) N1 0.0294(19) 0.0268(18) 0.0272(17) 0.0068(14) 0.0084(14) 0.0034(14) C2 0.040(2) 0.033(2) 0.030(2) -0.0016(17) 0.0134(19) 0.0061(19) C3 0.038(2) 0.032(2) 0.0228(19) -0.0029(16) 0.0094(17) 0.0026(18) N4 0.0296(18) 0.0219(15) 0.0171(14) 0.0007(12) 0.0047(13) 0.0041(13) C5 0.029(2) 0.0169(17) 0.0226(18) 0.0010(14) 0.0002(15) 0.0052(16) C6 0.0229(19) 0.0236(18) 0.0258(18) -0.0014(15) -0.0005(15) -0.0050(16) C7 0.0226(19) 0.0263(19) 0.0212(18) -0.0007(15) 0.0031(15) -0.0025(15) N8 0.0242(17) 0.0169(16) 0.0221(16) -0.0002(13) 0.0005(13) 0.0020(14) C9 0.029(2) 0.032(2) 0.0198(18) -0.0052(15) 0.0036(16) -0.0002(17) C10 0.035(2) 0.0249(19) 0.0233(19) -0.0019(15) 0.0024(17) -0.0004(17) N11 0.0265(17) 0.0224(16) 0.0227(15) 0.0037(13) 0.0012(13) 0.0001(13) C12 0.028(2) 0.028(2) 0.0255(19) 0.0061(16) -0.0005(16) -0.0027(17) C13 0.023(2) 0.039(2) 0.037(2) 0.0097(19) 0.0057(18) -0.0040(18) C14 0.021(2) 0.032(2) 0.034(2) 0.0071(17) 0.0046(17) 0.0065(17) C141 0.032(2) 0.032(2) 0.041(2) 0.0134(18) 0.0072(19) 0.0046(18) C142 0.031(2) 0.045(3) 0.051(3) 0.010(2) 0.015(2) 0.008(2) C51 0.036(2) 0.035(2) 0.027(2) -0.0100(17) -0.0052(18) 0.0057(19) C72 0.032(2) 0.034(2) 0.033(2) 0.0007(18) 0.0107(18) -0.0035(18) C71 0.031(2) 0.026(2) 0.0233(19) 0.0014(15) -0.0012(16) 0.0031(17) C121 0.038(3) 0.041(3) 0.041(2) -0.003(2) 0.001(2) -0.018(2) Cl 0.0284(5) 0.0378(5) 0.0324(5) -0.0057(4) -0.0005(4) -0.0002(4) O1 0.031(2) 0.112(4) 0.130(4) -0.047(3) 0.025(2) -0.003(2) O2 0.058(2) 0.0317(16) 0.0388(17) 0.0049(13) 0.0117(15) 0.0031(15) O3 0.099(3) 0.048(2) 0.0272(16) 0.0054(15) -0.0094(18) -0.012(2) O4 0.055(2) 0.0374(17) 0.0312(16) -0.0082(13) -0.0036(14) -0.0071(15) O1L 0.224(13) 0.184(12) 0.194(12) 0.000 -0.037(10) 0.000 _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 Mn N2S 2.053(4) 2 ? Mn N2S 2.053(4) . ? Mn N1S 2.063(3) . ? Mn N1S 2.063(3) 2 ? Ni N11 1.889(3) . ? Ni N4 1.892(3) . ? Ni N1 1.918(3) . ? Ni N8 1.919(3) . ? S1 C1S 1.615(4) . ? S2 C2S 1.619(4) . ? N1S C1S 1.172(5) . ? N2S C2S 1.163(5) . ? N1 C2 1.488(5) . ? N1 C14 1.518(5) . ? C2 C3 1.515(6) . ? C3 N4 1.467(5) . ? N4 C5 1.288(5) . ? C5 C6 1.487(5) . ? C5 C51 1.500(5) . ? C6 C7 1.531(5) . ? C7 N8 1.507(5) . ? C7 C71 1.512(5) . ? C7 C72 1.531(5) . ? N8 C9 1.490(4) . ? C9 C10 1.501(5) . ? C10 N11 1.479(5) . ? N11 C12 1.282(5) . ? C12 C13 1.488(6) . ? C12 C121 1.499(5) . ? C13 C14 1.512(6) . ? C14 C141 1.530(5) . ? C14 C142 1.529(6) . ? Cl O1 1.421(4) . ? Cl O4 1.430(3) . ? Cl O3 1.431(3) . ? Cl O2 1.438(3) . ? 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 N2S Mn N2S 130.4(2) 2 . ? N2S Mn N1S 104.46(14) 2 . ? N2S Mn N1S 99.53(14) . . ? N2S Mn N1S 99.53(14) 2 2 ? N2S Mn N1S 104.46(14) . 2 ? N1S Mn N1S 120.64(19) . 2 ? N11 Ni N4 174.92(13) . . ? N11 Ni N1 92.71(14) . . ? N4 Ni N1 87.31(14) . . ? N11 Ni N8 87.39(13) . . ? N4 Ni N8 92.94(13) . . ? N1 Ni N8 175.94(14) . . ? C1S N1S Mn 152.4(3) . . ? C2S N2S Mn 170.3(4) . . ? N1S C1S S1 178.5(3) . . ? N2S C2S S2 178.7(4) . . ? C2 N1 C14 114.2(3) . . ? C2 N1 Ni 108.8(3) . . ? C14 N1 Ni 114.2(2) . . ? N1 C2 C3 107.4(3) . . ? N4 C3 C2 105.9(3) . . ? C5 N4 C3 119.8(3) . . ? C5 N4 Ni 129.5(3) . . ? C3 N4 Ni 110.3(2) . . ? N4 C5 C6 121.9(3) . . ? N4 C5 C51 123.3(4) . . ? C6 C5 C51 114.8(3) . . ? C5 C6 C7 119.1(3) . . ? N8 C7 C71 110.0(3) . . ? N8 C7 C72 111.1(3) . . ? C71 C7 C72 110.1(3) . . ? N8 C7 C6 105.8(3) . . ? C71 C7 C6 111.8(3) . . ? C72 C7 C6 107.9(3) . . ? C9 N8 C7 114.8(3) . . ? C9 N8 Ni 108.9(2) . . ? C7 N8 Ni 113.7(2) . . ? N8 C9 C10 106.2(3) . . ? N11 C10 C9 106.3(3) . . ? C12 N11 C10 120.7(3) . . ? C12 N11 Ni 130.2(3) . . ? C10 N11 Ni 108.8(2) . . ? N11 C12 C13 121.8(4) . . ? N11 C12 C121 124.0(4) . . ? C13 C12 C121 114.2(4) . . ? C12 C13 C14 120.3(3) . . ? C13 C14 N1 107.2(3) . . ? C13 C14 C141 111.3(3) . . ? N1 C14 C141 109.5(3) . . ? C13 C14 C142 108.9(3) . . ? N1 C14 C142 110.1(3) . . ? C141 C14 C142 110.0(3) . . ? O1 Cl O4 109.7(2) . . ? O1 Cl O3 110.6(3) . . ? O4 Cl O3 110.1(2) . . ? O1 Cl O2 108.5(3) . . ? O4 Cl O2 109.68(19) . . ? O3 Cl O2 108.2(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.173 _refine_diff_density_min -0.863 _refine_diff_density_rms 0.104 data_polmndat _database_code_depnum_ccdc_archive 'CCDC 299511' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H32 Cl Cu Mn0.50 N6 O4 S2' _chemical_formula_weight 587.08 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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' O O 0.0106 0.0060 '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 41.297(9) _cell_length_b 7.5712(17) _cell_length_c 16.417(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.972(5) _cell_angle_gamma 90.00 _cell_volume 5095.0(19) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2. _cell_measurement_theta_max 30.5 _exptl_crystal_description plate _exptl_crystal_colour darkred _exptl_crystal_size_max .7 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2436 _exptl_absorpt_coefficient_mu 1.398 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'SADABS (BRUKER-AXS), T_min/T_max = 0.806' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 with .3 deg in omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30537 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -57 _diffrn_reflns_limit_h_max 58 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 30.56 _reflns_number_total 7754 _reflns_number_gt 5482 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXs-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics DIAMOND _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0555P)^2^+6.1554P] 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 7754 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0678 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.1052 _refine_ls_wR_factor_gt 0.0896 _refine_ls_goodness_of_fit_ref 0.960 _refine_ls_restrained_S_all 0.960 _refine_ls_shift/su_max 0.001 _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 Cu Cu 0.129093(6) 0.37515(4) 0.123288(16) 0.02148(8) Uani 1 1 d . . . Mn Mn 0.0000 0.46759(7) 0.2500 0.02585(11) Uani 1 2 d S . . S2 S 0.107211(14) 0.67711(8) 0.20363(4) 0.03101(14) Uani 1 1 d . . . S1 S 0.035505(15) 0.29700(8) 0.52423(4) 0.03125(14) Uani 1 1 d . . . Cl1 Cl 0.189418(15) 0.75061(9) 0.36148(4) 0.03660(15) Uani 1 1 d . . . N8 N 0.09533(4) 0.3830(2) 0.02416(11) 0.0202(3) Uani 1 1 d . . . H8 H 0.0819(6) 0.458(3) 0.0346(14) 0.017(6) Uiso 1 1 d . . . N4 N 0.10253(5) 0.2209(2) 0.18605(11) 0.0252(4) Uani 1 1 d . . . N1 N 0.16536(5) 0.3324(3) 0.21339(13) 0.0294(4) Uani 1 1 d . . . H1 H 0.1676(6) 0.412(4) 0.2441(17) 0.027(7) Uiso 1 1 d . . . N11 N 0.15622(4) 0.5211(2) 0.05837(11) 0.0243(4) Uani 1 1 d . . . C5 C 0.07353(6) 0.1627(3) 0.16444(14) 0.0259(5) Uani 1 1 d . . . C6 C 0.05719(5) 0.1818(3) 0.07825(14) 0.0257(4) Uani 1 1 d . . . H6B H 0.0421 0.2802 0.0777 0.031 Uiso 1 1 calc R . . H6A H 0.0442 0.0765 0.0655 0.031 Uiso 1 1 calc R . . C9 C 0.11124(5) 0.4566(3) -0.04520(13) 0.0259(5) Uani 1 1 d . . . H9A H 0.0949 0.5062 -0.0864 0.031 Uiso 1 1 calc R . . H9B H 0.1228 0.3642 -0.0706 0.031 Uiso 1 1 calc R . . C71 C 0.05462(6) 0.2179(3) -0.07227(15) 0.0324(5) Uani 1 1 d . . . H71B H 0.0399 0.3154 -0.0702 0.049 Uiso 1 1 calc R . . H71A H 0.0424 0.1098 -0.0790 0.049 Uiso 1 1 calc R . . H71C H 0.0670 0.2333 -0.1177 0.049 Uiso 1 1 calc R . . C7 C 0.07787(5) 0.2106(3) 0.00765(13) 0.0228(4) Uani 1 1 d . . . C10 C 0.13486(6) 0.5993(3) -0.01089(14) 0.0278(5) Uani 1 1 d . . . H10A H 0.1478 0.6399 -0.0528 0.033 Uiso 1 1 calc R . . H10B H 0.1230 0.6991 0.0078 0.033 Uiso 1 1 calc R . . C2 C 0.15509(6) 0.1873(4) 0.26555(15) 0.0363(6) Uani 1 1 d . . . H2A H 0.1670 0.1951 0.3202 0.044 Uiso 1 1 calc R . . H2B H 0.1599 0.0740 0.2422 0.044 Uiso 1 1 calc R . . C72 C 0.10241(6) 0.0605(3) 0.00302(15) 0.0287(5) Uani 1 1 d . . . H72C H 0.1148 0.0814 -0.0419 0.043 Uiso 1 1 calc R . . H72A H 0.0909 -0.0496 -0.0053 0.043 Uiso 1 1 calc R . . H72B H 0.1169 0.0556 0.0533 0.043 Uiso 1 1 calc R . . C3 C 0.11877(6) 0.2022(4) 0.27036(14) 0.0331(5) Uani 1 1 d . . . H3A H 0.1109 0.0975 0.2958 0.040 Uiso 1 1 calc R . . H3B H 0.1143 0.3043 0.3029 0.040 Uiso 1 1 calc R . . C13 C 0.20777(6) 0.4781(4) 0.14435(16) 0.0370(6) Uani 1 1 d . . . H13A H 0.2107 0.5654 0.1879 0.044 Uiso 1 1 calc R . . H13B H 0.2290 0.4593 0.1264 0.044 Uiso 1 1 calc R . . C14 C 0.19798(6) 0.3056(4) 0.18268(15) 0.0346(6) Uani 1 1 d . . . C12 C 0.18634(6) 0.5606(3) 0.07352(15) 0.0302(5) Uani 1 1 d . . . N1S N 0.01597(5) 0.3314(3) 0.35607(13) 0.0315(4) Uani 1 1 d . . . N2S N 0.04377(5) 0.5788(3) 0.22602(12) 0.0325(5) Uani 1 1 d . . . C1S C 0.02440(5) 0.3161(3) 0.42635(14) 0.0242(4) Uani 1 1 d . . . C2S C 0.07014(5) 0.6175(3) 0.21608(13) 0.0244(4) Uani 1 1 d . . . C141 C 0.19586(6) 0.1550(4) 0.12049(17) 0.0390(6) Uani 1 1 d . . . H142 H 0.1907 0.0471 0.1467 0.058 Uiso 1 1 calc R . . H143 H 0.2164 0.1424 0.0995 0.058 Uiso 1 1 calc R . . H141 H 0.1792 0.1806 0.0762 0.058 Uiso 1 1 calc R . . C51 C 0.05321(6) 0.0753(3) 0.22305(17) 0.0370(6) Uani 1 1 d . . . H51A H 0.0616 -0.0408 0.2363 0.055 Uiso 1 1 calc R . . H51C H 0.0310 0.0666 0.1980 0.055 Uiso 1 1 calc R . . H51B H 0.0541 0.1444 0.2723 0.055 Uiso 1 1 calc R . . C121 C 0.20328(7) 0.6938(4) 0.02471(18) 0.0459(7) Uani 1 1 d . . . H122 H 0.2097 0.6380 -0.0233 0.069 Uiso 1 1 calc R . . H123 H 0.2222 0.7386 0.0579 0.069 Uiso 1 1 calc R . . H121 H 0.1886 0.7895 0.0086 0.069 Uiso 1 1 calc R . . C142 C 0.22407(6) 0.2635(5) 0.25565(19) 0.0510(8) Uani 1 1 d . . . H146 H 0.2231 0.3504 0.2979 0.077 Uiso 1 1 calc R . . H145 H 0.2453 0.2655 0.2375 0.077 Uiso 1 1 calc R . . H144 H 0.2200 0.1486 0.2769 0.077 Uiso 1 1 calc R . . O1 O 0.17824(6) 0.5712(3) 0.36444(14) 0.0526(5) Uani 1 1 d . . . O3 O 0.16667(5) 0.8649(3) 0.39507(13) 0.0521(6) Uani 1 1 d . . . O4 O 0.19097(6) 0.7941(3) 0.27678(13) 0.0587(6) Uani 1 1 d . . . O2 O 0.22062(6) 0.7658(5) 0.40717(17) 0.0929(11) Uani 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 Cu 0.01957(13) 0.02458(14) 0.02048(13) 0.00193(10) 0.00323(9) 0.00269(10) Mn 0.0217(2) 0.0340(3) 0.0224(2) 0.000 0.00511(18) 0.000 S2 0.0221(3) 0.0290(3) 0.0426(3) -0.0065(3) 0.0067(2) -0.0004(2) S1 0.0329(3) 0.0312(3) 0.0276(3) 0.0053(2) -0.0044(2) -0.0037(2) Cl1 0.0293(3) 0.0453(4) 0.0373(3) -0.0011(3) 0.0122(2) -0.0042(3) N8 0.0202(8) 0.0183(8) 0.0227(9) 0.0012(7) 0.0054(7) 0.0024(7) N4 0.0300(10) 0.0249(9) 0.0219(9) 0.0021(7) 0.0077(7) 0.0056(8) N1 0.0266(10) 0.0370(12) 0.0243(10) -0.0035(9) 0.0014(8) 0.0091(8) N11 0.0208(8) 0.0261(9) 0.0264(9) -0.0022(8) 0.0051(7) -0.0008(7) C5 0.0320(11) 0.0188(10) 0.0299(11) 0.0023(8) 0.0163(9) 0.0076(8) C6 0.0234(10) 0.0232(10) 0.0321(12) -0.0016(9) 0.0096(9) -0.0008(8) C9 0.0252(10) 0.0307(12) 0.0221(11) 0.0053(9) 0.0040(8) -0.0004(9) C71 0.0321(12) 0.0337(13) 0.0304(12) -0.0044(10) -0.0002(10) -0.0036(10) C7 0.0238(10) 0.0201(10) 0.0252(11) -0.0010(8) 0.0059(8) 0.0003(8) C10 0.0293(11) 0.0243(11) 0.0306(12) 0.0046(9) 0.0063(9) -0.0011(9) C2 0.0375(13) 0.0458(15) 0.0249(12) 0.0048(11) 0.0010(10) 0.0150(12) C72 0.0305(11) 0.0230(11) 0.0345(13) -0.0027(9) 0.0120(10) 0.0033(9) C3 0.0383(13) 0.0394(14) 0.0225(11) 0.0059(10) 0.0069(10) 0.0081(11) C13 0.0195(10) 0.0529(17) 0.0382(14) -0.0118(12) 0.0019(9) -0.0003(10) C14 0.0208(10) 0.0505(16) 0.0314(13) -0.0049(11) -0.0009(9) 0.0128(10) C12 0.0263(11) 0.0340(12) 0.0314(12) -0.0105(10) 0.0082(9) -0.0024(9) N1S 0.0290(10) 0.0378(12) 0.0279(11) -0.0001(9) 0.0045(8) -0.0008(9) N2S 0.0310(10) 0.0391(12) 0.0283(10) -0.0003(9) 0.0070(8) -0.0052(9) C1S 0.0191(9) 0.0222(10) 0.0318(12) 0.0001(9) 0.0049(8) -0.0003(8) C2S 0.0293(11) 0.0239(11) 0.0202(10) -0.0034(8) 0.0038(8) 0.0001(9) C141 0.0348(13) 0.0451(16) 0.0380(14) -0.0049(12) 0.0085(11) 0.0137(11) C51 0.0384(13) 0.0325(13) 0.0443(15) 0.0108(11) 0.0220(12) 0.0068(11) C121 0.0404(15) 0.0521(17) 0.0468(17) -0.0093(14) 0.0114(12) -0.0230(13) C142 0.0260(13) 0.079(2) 0.0459(17) -0.0035(16) -0.0064(11) 0.0204(14) O1 0.0629(14) 0.0390(11) 0.0590(14) 0.0046(10) 0.0202(11) -0.0007(10) O3 0.0641(14) 0.0441(12) 0.0549(13) -0.0021(10) 0.0346(11) 0.0009(10) O4 0.0757(15) 0.0602(14) 0.0466(12) 0.0129(11) 0.0339(11) 0.0188(12) O2 0.0383(13) 0.162(3) 0.0771(19) -0.028(2) 0.0017(12) -0.0239(16) _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 Cu N11 1.9752(18) . ? Cu N4 1.9757(19) . ? Cu N1 2.000(2) . ? Cu N8 2.0112(18) . ? Mn N1S 2.062(2) 2 ? Mn N1S 2.062(2) . ? Mn N2S 2.075(2) . ? Mn N2S 2.075(2) 2 ? S2 C2S 1.633(2) . ? S1 C1S 1.623(2) . ? Cl1 O2 1.415(3) . ? Cl1 O3 1.436(2) . ? Cl1 O1 1.437(2) . ? Cl1 O4 1.438(2) . ? N8 C9 1.490(3) . ? N8 C7 1.500(3) . ? N4 C5 1.285(3) . ? N4 C3 1.470(3) . ? N1 C2 1.486(3) . ? N1 C14 1.508(3) . ? N11 C12 1.274(3) . ? N11 C10 1.476(3) . ? C5 C6 1.499(3) . ? C5 C51 1.504(3) . ? C6 C7 1.536(3) . ? C9 C10 1.517(3) . ? C71 C7 1.530(3) . ? C7 C72 1.530(3) . ? C2 C3 1.516(3) . ? C13 C12 1.508(4) . ? C13 C14 1.526(4) . ? C14 C141 1.526(4) . ? C14 C142 1.544(4) . ? C12 C121 1.512(4) . ? N1S C1S 1.170(3) . ? N2S C2S 1.158(3) . ? 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 N11 Cu N4 177.76(8) . . ? N11 Cu N1 93.83(8) . . ? N4 Cu N1 86.10(9) . . ? N11 Cu N8 85.97(7) . . ? N4 Cu N8 93.74(8) . . ? N1 Cu N8 170.68(8) . . ? N1S Mn N1S 119.98(12) 2 . ? N1S Mn N2S 103.86(8) 2 . ? N1S Mn N2S 99.59(8) . . ? N1S Mn N2S 99.59(8) 2 2 ? N1S Mn N2S 103.86(8) . 2 ? N2S Mn N2S 132.10(13) . 2 ? O2 Cl1 O3 110.09(17) . . ? O2 Cl1 O1 109.55(19) . . ? O3 Cl1 O1 109.21(13) . . ? O2 Cl1 O4 110.44(16) . . ? O3 Cl1 O4 109.98(13) . . ? O1 Cl1 O4 107.52(14) . . ? C9 N8 C7 115.74(17) . . ? C9 N8 Cu 107.63(13) . . ? C7 N8 Cu 113.03(13) . . ? C5 N4 C3 122.03(19) . . ? C5 N4 Cu 128.07(16) . . ? C3 N4 Cu 109.23(15) . . ? C2 N1 C14 114.97(19) . . ? C2 N1 Cu 107.78(16) . . ? C14 N1 Cu 113.18(15) . . ? C12 N11 C10 122.3(2) . . ? C12 N11 Cu 129.06(17) . . ? C10 N11 Cu 108.36(13) . . ? N4 C5 C6 121.68(19) . . ? N4 C5 C51 123.2(2) . . ? C6 C5 C51 115.1(2) . . ? C5 C6 C7 119.88(19) . . ? N8 C9 C10 107.81(18) . . ? N8 C7 C71 111.16(18) . . ? N8 C7 C72 110.39(18) . . ? C71 C7 C72 109.57(19) . . ? N8 C7 C6 106.63(17) . . ? C71 C7 C6 107.68(18) . . ? C72 C7 C6 111.35(18) . . ? N11 C10 C9 107.33(18) . . ? N1 C2 C3 109.2(2) . . ? N4 C3 C2 107.41(18) . . ? C12 C13 C14 120.8(2) . . ? N1 C14 C13 108.4(2) . . ? N1 C14 C141 110.1(2) . . ? C13 C14 C141 111.1(2) . . ? N1 C14 C142 109.6(2) . . ? C13 C14 C142 107.6(2) . . ? C141 C14 C142 110.0(2) . . ? N11 C12 C13 121.4(2) . . ? N11 C12 C121 123.8(2) . . ? C13 C12 C121 114.8(2) . . ? C1S N1S Mn 155.31(19) . . ? C2S N2S Mn 170.1(2) . . ? N1S C1S S1 179.0(2) . . ? N2S C2S S2 178.3(2) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 30.56 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.971 _refine_diff_density_min -0.436 _refine_diff_density_rms 0.088