Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Britovsek, George J. P.' 'Gibson, V. C.' 'Kimberley, Brian S.' 'Mastroianni, Sergio' 'Redshaw, Carl' 'Solan, Gregory A.' 'White, Andrew J. P.' 'Williams, David J.' _publ_contact_author_name 'Prof V C Gibson' _publ_contact_author_address ; Prof V C Gibson Department of Chemistry Imperial College London SW7 2AY UNITED KINGDOM ; data_VG9917 _database_code_CSD 158046 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C33.50 H30 N5 Cl3 Fe' _chemical_formula_weight 664.82 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca 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' _cell_length_a 15.877(2) _cell_length_b 17.546(3) _cell_length_c 22.725(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6330.8(18) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 21 _cell_measurement_theta_min 10.53 _cell_measurement_theta_max 24.15 _exptl_crystal_description 'platy needles' _exptl_crystal_colour 'Dark red' _exptl_crystal_size_max 0.73 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.395 _exptl_crystal_density_method ? _exptl_crystal_F_000 2744 _exptl_absorpt_coefficient_mu 6.396 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.1333 _exptl_absorpt_correction_T_max 0.6042 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4609 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0560 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.89 _diffrn_reflns_theta_max 60.02 _reflns_number_total 4609 _reflns_number_observed 3062 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 453 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0625P)^2^+0.0000P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00007(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4156 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0937 _refine_ls_R_factor_obs 0.0501 _refine_ls_wR_factor_all 0.1497 _refine_ls_wR_factor_obs 0.1127 _refine_ls_goodness_of_fit_all 1.046 _refine_ls_goodness_of_fit_obs 1.135 _refine_ls_restrained_S_all 1.207 _refine_ls_restrained_S_obs 1.135 _refine_ls_shift/esd_max 0.031 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Fe Fe 0.70354(4) 0.11031(4) 0.63207(3) 0.0408(2) Uani 1 d . . Cl1 Cl 0.76825(8) 0.09614(9) 0.72132(5) 0.0648(4) Uani 1 d . . Cl2 Cl 0.68905(9) 0.20415(6) 0.56492(5) 0.0567(3) Uani 1 d . . N1 N 0.6527(2) 0.0008(2) 0.6294(2) 0.0419(8) Uani 1 d . . C2 C 0.7018(3) -0.0566(3) 0.6093(2) 0.0434(10) Uani 1 d . . C3 C 0.6831(3) -0.1318(3) 0.6234(2) 0.0547(13) Uani 1 d . . H3A H 0.7151(3) -0.1717(3) 0.6084(2) 0.066 Uiso 1 calc R . C4 C 0.6159(4) -0.1457(3) 0.6603(3) 0.069(2) Uani 1 d . . H4A H 0.6036(4) -0.1956(3) 0.6711(3) 0.083 Uiso 1 calc R . C5 C 0.5668(3) -0.0875(3) 0.6814(3) 0.0607(14) Uani 1 d . . H5A H 0.5215(3) -0.0973(3) 0.7062(3) 0.073 Uiso 1 calc R . C6 C 0.5868(3) -0.0127(3) 0.6644(2) 0.0456(11) Uani 1 d . . C7 C 0.7743(3) -0.0332(3) 0.5725(2) 0.0459(11) Uani 1 d . . N8 N 0.7937(2) 0.0380(2) 0.5744(2) 0.0415(8) Uani 1 d . . N9 N 0.8579(2) 0.0607(2) 0.5350(2) 0.0475(9) Uani 1 d . . C10 C 0.5359(3) 0.0554(3) 0.6811(2) 0.0472(11) Uani 1 d . . N11 N 0.5709(2) 0.1204(2) 0.6700(2) 0.0426(9) Uani 1 d . . N12 N 0.5188(2) 0.1849(2) 0.6782(2) 0.0455(9) Uani 1 d . . C13 C 0.8202(4) -0.0914(3) 0.5374(2) 0.0622(14) Uani 1 d . . H13A H 0.7995(18) -0.0911(16) 0.4977(5) 0.093 Uiso 1 calc R . H13B H 0.8115(21) -0.1408(4) 0.5544(11) 0.093 Uiso 1 calc R . H13C H 0.8793(5) -0.0797(13) 0.5374(15) 0.093 Uiso 1 calc R . C14 C 0.4505(4) 0.0440(3) 0.7066(3) 0.074(2) Uani 1 d . . H14A H 0.4484(10) -0.0042(12) 0.7265(18) 0.111 Uiso 1 calc R . H14B H 0.4093(5) 0.0447(27) 0.6756(4) 0.111 Uiso 1 calc R . H14C H 0.4386(12) 0.0842(15) 0.7340(15) 0.111 Uiso 1 calc R . C15 C 0.7623(2) 0.0777(2) 0.45165(13) 0.0652(15) Uani 1 d G . H15A H 0.7227(2) 0.0994(2) 0.47676(13) 0.078 Uiso 1 calc R . C16 C 0.7435(2) 0.0680(3) 0.39239(14) 0.082(2) Uani 1 d G . H16A H 0.6914(2) 0.0831(4) 0.3778(2) 0.098 Uiso 1 calc R . C17 C 0.8026(3) 0.0355(3) 0.35486(11) 0.089(2) Uani 1 d G . H17A H 0.7900(4) 0.0290(4) 0.31520(12) 0.107 Uiso 1 calc R . C18 C 0.8805(2) 0.0129(2) 0.37659(13) 0.079(2) Uani 1 d G . H18A H 0.9201(3) -0.0088(4) 0.3515(2) 0.095 Uiso 1 calc R . C19 C 0.8993(2) 0.0226(2) 0.43585(14) 0.0631(14) Uani 1 d G . H19A H 0.9514(2) 0.0074(3) 0.4504(2) 0.076 Uiso 1 calc R . C20 C 0.8402(2) 0.0550(2) 0.47338(10) 0.0472(11) Uani 1 d G . C21 C 0.9623(2) 0.1610(2) 0.52016(10) 0.0616(14) Uani 1 d G . H21A H 0.9521(2) 0.1596(2) 0.47987(10) 0.074 Uiso 1 calc R . C22 C 1.0234(2) 0.2096(2) 0.5427(2) 0.076(2) Uani 1 d G . H22A H 1.0542(3) 0.2407(3) 0.5175(2) 0.091 Uiso 1 calc R . C23 C 1.0386(2) 0.2117(2) 0.6029(2) 0.073(2) Uani 1 d G . H23A H 1.0795(3) 0.2443(3) 0.6180(2) 0.088 Uiso 1 calc R . C24 C 0.9925(2) 0.1653(2) 0.64061(11) 0.0652(14) Uani 1 d G . H24A H 1.0026(3) 0.1668(3) 0.68090(12) 0.078 Uiso 1 calc R . C25 C 0.9313(2) 0.1167(2) 0.61808(12) 0.0546(12) Uani 1 d G . H25A H 0.9005(3) 0.0857(3) 0.64330(15) 0.066 Uiso 1 calc R . C26 C 0.9162(2) 0.1146(2) 0.55786(12) 0.0470(11) Uani 1 d G . C27 C 0.6316(2) 0.25113(14) 0.72940(13) 0.0527(12) Uani 1 d G . H27A H 0.6480(2) 0.20516(14) 0.74624(13) 0.063 Uiso 1 calc R . C28 C 0.6751(2) 0.3177(2) 0.74261(14) 0.0640(14) Uani 1 d G . H28A H 0.7207(2) 0.3162(3) 0.7683(2) 0.077 Uiso 1 calc R . C29 C 0.6506(2) 0.38637(15) 0.7174(2) 0.0635(14) Uani 1 d G . H29A H 0.6798(3) 0.4309(2) 0.7263(2) 0.076 Uiso 1 calc R . C30 C 0.5825(2) 0.38854(14) 0.67906(15) 0.0619(14) Uani 1 d G . H30A H 0.5660(3) 0.4345(2) 0.6622(2) 0.074 Uiso 1 calc R . C31 C 0.5389(2) 0.3220(2) 0.66585(13) 0.0563(13) Uani 1 d G . H31A H 0.4933(2) 0.3234(2) 0.6402(2) 0.068 Uiso 1 calc R . C32 C 0.5634(2) 0.25329(14) 0.69102(13) 0.0433(10) Uani 1 d G . C33 C 0.3699(2) 0.2128(3) 0.66830(11) 0.074(2) Uani 1 d G . H33A H 0.3678(2) 0.2233(3) 0.70838(11) 0.089 Uiso 1 calc R . C34 C 0.2979(2) 0.2207(3) 0.6340(2) 0.089(2) Uani 1 d G . H34A H 0.2477(2) 0.2366(4) 0.6511(2) 0.107 Uiso 1 calc R . C35 C 0.3010(2) 0.2050(3) 0.5741(2) 0.081(2) Uani 1 d G . H35A H 0.2528(2) 0.2103(4) 0.5512(2) 0.097 Uiso 1 calc R . C36 C 0.3760(2) 0.1812(3) 0.54849(11) 0.078(2) Uani 1 d G . H36A H 0.3781(3) 0.1707(4) 0.50841(11) 0.093 Uiso 1 calc R . C37 C 0.4480(2) 0.1732(2) 0.58278(12) 0.0618(14) Uani 1 d G . H37A H 0.4982(2) 0.1574(3) 0.5656(2) 0.074 Uiso 1 calc R . C38 C 0.4449(2) 0.1890(2) 0.64268(12) 0.0487(11) Uani 1 d G . C40 C 0.4394(18) -0.0108(17) 0.5072(16) 0.147(15) Uani 0.50 d P -1 H40A H 0.4088(18) 0.0276(17) 0.5293(16) 0.177 Uiso 0.50 calc PR -1 H40B H 0.4026(18) -0.0304(17) 0.4767(16) 0.177 Uiso 0.50 calc PR -1 Cl3 Cl 0.4702(3) -0.0841(3) 0.5537(2) 0.0978(11) Uani 0.50 d P -1 Cl4 Cl 0.5300(6) 0.0301(5) 0.4753(4) 0.132(3) Uani 0.50 d P -1 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 Fe 0.0400(4) 0.0390(3) 0.0433(3) 0.0021(3) -0.0034(3) -0.0024(3) Cl1 0.0588(8) 0.0851(9) 0.0505(6) -0.0036(6) -0.0145(6) 0.0159(7) Cl2 0.0714(8) 0.0448(6) 0.0538(6) 0.0095(5) 0.0059(6) 0.0065(6) N1 0.042(2) 0.035(2) 0.049(2) -0.001(2) -0.001(2) 0.000(2) C2 0.040(2) 0.046(2) 0.044(2) -0.001(2) -0.003(2) 0.000(2) C3 0.057(3) 0.038(2) 0.069(3) 0.000(2) 0.002(3) -0.002(2) C4 0.071(4) 0.040(3) 0.096(4) 0.011(3) 0.011(3) -0.008(3) C5 0.053(3) 0.053(3) 0.076(3) 0.007(3) 0.010(3) -0.012(3) C6 0.048(3) 0.039(2) 0.051(3) 0.004(2) 0.002(2) -0.006(2) C7 0.044(3) 0.045(3) 0.049(3) -0.001(2) -0.002(2) 0.007(2) N8 0.037(2) 0.044(2) 0.043(2) 0.0001(15) 0.002(2) -0.002(2) N9 0.041(2) 0.052(2) 0.049(2) -0.001(2) 0.002(2) -0.002(2) C10 0.041(3) 0.050(3) 0.050(3) 0.004(2) 0.009(2) -0.003(2) N11 0.036(2) 0.048(2) 0.043(2) -0.001(2) 0.001(2) 0.003(2) N12 0.044(2) 0.046(2) 0.046(2) -0.002(2) -0.003(2) 0.007(2) C13 0.068(3) 0.044(3) 0.074(3) -0.004(2) 0.015(3) 0.007(3) C14 0.056(3) 0.070(4) 0.095(4) 0.014(3) 0.032(3) -0.010(3) C15 0.065(3) 0.079(4) 0.052(3) -0.003(3) 0.000(3) 0.008(3) C16 0.079(4) 0.110(5) 0.056(3) 0.000(3) -0.014(3) 0.015(4) C17 0.104(5) 0.114(5) 0.049(3) -0.014(3) -0.004(4) 0.003(5) C18 0.098(5) 0.081(4) 0.058(3) -0.014(3) 0.015(3) 0.008(4) C19 0.058(3) 0.075(4) 0.057(3) -0.003(3) 0.008(3) 0.011(3) C20 0.051(3) 0.049(3) 0.042(2) -0.001(2) 0.005(2) -0.002(2) C21 0.059(3) 0.063(3) 0.063(3) 0.004(3) 0.015(3) -0.013(3) C22 0.058(4) 0.070(4) 0.101(5) 0.004(3) 0.018(3) -0.019(3) C23 0.051(3) 0.078(4) 0.091(4) -0.013(3) -0.001(3) -0.015(3) C24 0.055(3) 0.064(3) 0.076(4) -0.005(3) -0.010(3) -0.003(3) C25 0.049(3) 0.057(3) 0.058(3) 0.003(2) -0.005(2) -0.006(3) C26 0.034(2) 0.054(3) 0.052(3) -0.001(2) 0.003(2) 0.004(2) C27 0.052(3) 0.051(3) 0.056(3) -0.005(2) -0.006(2) 0.004(2) C28 0.055(3) 0.066(3) 0.072(3) -0.008(3) -0.008(3) -0.009(3) C29 0.058(3) 0.054(3) 0.078(3) -0.016(3) 0.011(3) -0.007(3) C30 0.074(4) 0.047(3) 0.065(3) 0.002(2) 0.011(3) 0.004(3) C31 0.060(3) 0.060(3) 0.049(3) -0.002(2) -0.004(3) 0.006(3) C32 0.046(3) 0.045(3) 0.038(2) -0.005(2) 0.005(2) 0.000(2) C33 0.051(3) 0.106(5) 0.067(4) -0.016(3) -0.001(3) 0.024(3) C34 0.055(3) 0.120(6) 0.092(5) -0.019(4) -0.009(4) 0.027(4) C35 0.060(4) 0.090(4) 0.092(5) -0.012(4) -0.031(3) 0.012(4) C36 0.080(4) 0.100(5) 0.054(3) -0.012(3) -0.024(3) 0.005(4) C37 0.061(3) 0.076(4) 0.049(3) -0.006(2) -0.004(3) 0.004(3) C38 0.045(3) 0.053(3) 0.048(3) 0.000(2) -0.003(2) 0.000(2) C40 0.128(22) 0.070(13) 0.243(34) 0.010(15) -0.078(21) 0.007(13) Cl3 0.093(3) 0.116(3) 0.085(2) -0.004(2) -0.023(2) 0.015(2) Cl4 0.146(7) 0.115(6) 0.135(5) -0.015(4) 0.040(5) -0.032(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 Fe N1 2.085(4) . ? Fe Cl2 2.2565(13) . ? Fe N11 2.283(4) . ? Fe Cl1 2.2872(14) . ? Fe N8 2.318(4) . ? N1 C6 1.335(6) . ? N1 C2 1.353(6) . ? C2 C3 1.391(7) . ? C2 C7 1.480(7) . ? C3 C4 1.377(8) . ? C4 C5 1.371(8) . ? C5 C6 1.404(7) . ? C6 C10 1.492(7) . ? C7 N8 1.288(6) . ? C7 C13 1.486(6) . ? N8 N9 1.415(5) . ? N9 C26 1.421(4) . ? N9 C20 1.431(4) . ? C10 N11 1.293(6) . ? C10 C14 1.488(7) . ? N11 N12 1.414(5) . ? N12 C32 1.423(4) . ? N12 C38 1.427(4) . ? C15 C16 1.39 . ? C15 C20 1.39 . ? C16 C17 1.39 . ? C17 C18 1.39 . ? C18 C19 1.39 . ? C19 C20 1.39 . ? C21 C22 1.39 . ? C21 C26 1.39 . ? C22 C23 1.39 . ? C23 C24 1.39 . ? C24 C25 1.39 . ? C25 C26 1.39 . ? C27 C28 1.39 . ? C27 C32 1.39 . ? C28 C29 1.39 . ? C29 C30 1.39 . ? C30 C31 1.39 . ? C31 C32 1.39 . ? C33 C34 1.39 . ? C33 C38 1.39 . ? C34 C35 1.39 . ? C35 C36 1.39 . ? C36 C37 1.39 . ? C37 C38 1.39 . ? C40 Cl3 1.74(3) . ? C40 Cl4 1.76(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 N1 Fe Cl2 127.86(11) . . ? N1 Fe N11 74.05(14) . . ? Cl2 Fe N11 96.00(10) . . ? N1 Fe Cl1 95.68(11) . . ? Cl2 Fe Cl1 136.45(6) . . ? N11 Fe Cl1 95.06(10) . . ? N1 Fe N8 73.65(14) . . ? Cl2 Fe N8 94.58(10) . . ? N11 Fe N8 145.63(14) . . ? Cl1 Fe N8 99.48(10) . . ? C6 N1 C2 121.4(4) . . ? C6 N1 Fe 116.8(3) . . ? C2 N1 Fe 118.2(3) . . ? N1 C2 C3 120.3(4) . . ? N1 C2 C7 115.7(4) . . ? C3 C2 C7 124.0(4) . . ? C4 C3 C2 118.3(5) . . ? C5 C4 C3 121.4(5) . . ? C4 C5 C6 118.1(5) . . ? N1 C6 C5 120.5(4) . . ? N1 C6 C10 115.7(4) . . ? C5 C6 C10 123.8(4) . . ? N8 C7 C2 115.8(4) . . ? N8 C7 C13 124.6(4) . . ? C2 C7 C13 119.6(4) . . ? C7 N8 N9 115.1(4) . . ? C7 N8 Fe 113.8(3) . . ? N9 N8 Fe 130.5(3) . . ? N8 N9 C26 115.2(3) . . ? N8 N9 C20 117.2(3) . . ? C26 N9 C20 122.2(3) . . ? N11 C10 C14 125.9(5) . . ? N11 C10 C6 115.1(4) . . ? C14 C10 C6 119.0(4) . . ? C10 N11 N12 115.4(4) . . ? C10 N11 Fe 113.7(3) . . ? N12 N11 Fe 130.6(3) . . ? N11 N12 C32 114.3(3) . . ? N11 N12 C38 116.5(3) . . ? C32 N12 C38 118.9(3) . . ? C16 C15 C20 120.0 . . ? C17 C16 C15 120.0 . . ? C18 C17 C16 120.0 . . ? C17 C18 C19 120.0 . . ? C18 C19 C20 120.0 . . ? C19 C20 C15 120.0 . . ? C19 C20 N9 119.7(3) . . ? C15 C20 N9 120.2(3) . . ? C22 C21 C26 120.0 . . ? C21 C22 C23 120.0 . . ? C24 C23 C22 120.0 . . ? C23 C24 C25 120.0 . . ? C26 C25 C24 120.0 . . ? C25 C26 C21 120.0 . . ? C25 C26 N9 119.4(2) . . ? C21 C26 N9 120.5(2) . . ? C28 C27 C32 120.0 . . ? C29 C28 C27 120.0 . . ? C28 C29 C30 120.0 . . ? C31 C30 C29 120.0 . . ? C30 C31 C32 120.0 . . ? C31 C32 C27 120.0 . . ? C31 C32 N12 120.5(2) . . ? C27 C32 N12 119.5(2) . . ? C34 C33 C38 120.0 . . ? C33 C34 C35 120.0 . . ? C34 C35 C36 120.0 . . ? C37 C36 C35 120.0 . . ? C36 C37 C38 120.0 . . ? C37 C38 C33 120.0 . . ? C37 C38 N12 121.0(3) . . ? C33 C38 N12 118.9(3) . . ? Cl3 C40 Cl4 108.8(14) . . ? _refine_diff_density_max 0.392 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.056 data_VG9815 _database_code_CSD 158047 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C25 H28 N6 Cl2 Fe' _chemical_formula_weight 539.28 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' -1.1336 3.1974 '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(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.7288(11) _cell_length_b 13.2768(7) _cell_length_c 15.059(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.810(14) _cell_angle_gamma 90.00 _cell_volume 2686.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 20 _cell_measurement_theta_min 11.84 _cell_measurement_theta_max 22.49 _exptl_crystal_description 'platy needles' _exptl_crystal_colour 'Deep red' _exptl_crystal_size_max 0.67 _exptl_crystal_size_mid 0.47 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.333 _exptl_crystal_density_method ? _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 6.518 _exptl_absorpt_correction_type Lamina _exptl_absorpt_correction_T_min 0.2454 _exptl_absorpt_correction_T_max 0.8680 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3872 _diffrn_reflns_av_R_equivalents 0.0445 _diffrn_reflns_av_sigmaI/netI 0.0538 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 60.00 _reflns_number_total 3690 _reflns_number_observed 2692 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 5 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0824P)^2^+0.0579P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0016(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3685 _refine_ls_number_parameters 284 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0795 _refine_ls_R_factor_obs 0.0529 _refine_ls_wR_factor_all 0.1479 _refine_ls_wR_factor_obs 0.1284 _refine_ls_goodness_of_fit_all 1.037 _refine_ls_goodness_of_fit_obs 1.073 _refine_ls_restrained_S_all 1.045 _refine_ls_restrained_S_obs 1.073 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Fe Fe 0.23002(5) 0.17369(5) 0.01594(5) 0.0516(2) Uani 1 d . . Cl1 Cl 0.27396(9) 0.03758(10) -0.06313(9) 0.0667(3) Uani 1 d . . Cl2 Cl 0.25399(13) 0.34118(10) -0.00320(12) 0.0866(5) Uani 1 d . . N1 N 0.1572(3) 0.1199(3) 0.1137(2) 0.0496(8) Uani 1 d . . C2 C 0.0584(3) 0.1031(3) 0.0932(3) 0.0472(9) Uani 1 d . . C3 C 0.0103(3) 0.0532(4) 0.1523(3) 0.0549(10) Uani 1 d . . H3A H -0.0582(3) 0.0431(4) 0.1378(3) 0.066 Uiso 1 calc R . C4 C 0.0662(4) 0.0187(4) 0.2332(3) 0.0632(12) Uani 1 d . . H4A H 0.0351(4) -0.0165(4) 0.2731(3) 0.076 Uiso 1 calc R . C5 C 0.1667(4) 0.0355(4) 0.2560(3) 0.0610(11) Uani 1 d . . H5A H 0.2041(4) 0.0135(4) 0.3112(3) 0.073 Uiso 1 calc R . C6 C 0.2118(4) 0.0872(3) 0.1931(3) 0.0513(10) Uani 1 d . . C7 C 0.0073(3) 0.1395(3) 0.0023(3) 0.0516(10) Uani 1 d . . N8 N 0.0650(3) 0.1708(3) -0.0495(2) 0.0514(8) Uani 1 d . . N9 N 0.0219(3) 0.2046(3) -0.1368(3) 0.0616(10) Uani 1 d . . C10 C 0.3197(4) 0.1082(4) 0.2085(3) 0.0582(11) Uani 1 d . . N11 N 0.3494(3) 0.1496(3) 0.1414(3) 0.0551(9) Uani 1 d . . N12 N 0.4499(3) 0.1736(4) 0.1527(3) 0.0624(10) Uani 1 d . . C13 C -0.1038(4) 0.1372(4) -0.0239(4) 0.0623(12) Uani 1 d . . H13A H -0.1307(4) 0.1935(4) 0.0031(4) 0.093 Uiso 1 d R . H13B H -0.1276(4) 0.0757(4) -0.0025(4) 0.093 Uiso 1 d R . H13C H -0.1245(4) 0.1407(4) -0.0887(4) 0.093 Uiso 1 d R . C14 C 0.3849(4) 0.0804(5) 0.2973(4) 0.0735(15) Uani 1 d . . H14A H 0.3676(4) 0.0145(5) 0.3151(4) 0.110 Uiso 1 d R . H14B H 0.3771(4) 0.1284(5) 0.3430(4) 0.110 Uiso 1 d R . H14C H 0.4528(4) 0.0804(5) 0.2902(4) 0.110 Uiso 1 d R . C15 C 0.0935(5) 0.2051(5) -0.1969(3) 0.0728(14) Uani 1 d . . H15A H 0.1339(5) 0.1456(5) -0.1865(3) 0.109 Uiso 1 calc R . H15B H 0.1351(5) 0.2636(5) -0.1845(3) 0.109 Uiso 1 calc R . H15C H 0.0583(5) 0.2066(5) -0.2589(3) 0.109 Uiso 1 calc R . C16 C -0.0388(3) 0.3606(3) -0.0762(2) 0.078(2) Uani 1 d G . H16A H 0.0073(3) 0.3531(3) -0.0220(2) 0.094 Uiso 1 calc R . C17 C -0.1024(4) 0.4432(3) -0.0888(3) 0.100(2) Uani 1 d G . H17A H -0.0989(5) 0.4909(4) -0.0430(4) 0.120 Uiso 1 calc R . C18 C -0.1713(3) 0.4544(3) -0.1698(4) 0.112(3) Uani 1 d G . H18A H -0.2138(4) 0.5096(4) -0.1782(5) 0.134 Uiso 1 calc R . C19 C -0.1765(3) 0.3831(4) -0.2382(3) 0.101(3) Uani 1 d G . H19A H -0.2226(4) 0.3907(5) -0.2924(3) 0.122 Uiso 1 calc R . C20 C -0.1128(3) 0.3006(3) -0.2256(2) 0.083(2) Uani 1 d G . H20A H -0.1163(4) 0.2529(4) -0.2714(3) 0.100 Uiso 1 calc R . C21 C -0.0440(2) 0.2894(2) -0.1446(2) 0.0646(12) Uani 1 d G . C22 C 0.4825(5) 0.1788(7) 0.0669(4) 0.091(2) Uani 1 d . . H22A H 0.4509(5) 0.1264(7) 0.0274(4) 0.136 Uiso 1 calc R . H22B H 0.5534(5) 0.1705(7) 0.0774(4) 0.136 Uiso 1 calc R . H22C H 0.4647(5) 0.2431(7) 0.0391(4) 0.136 Uiso 1 calc R . C23 C 0.5935(2) 0.2497(3) 0.2471(3) 0.089(2) Uani 1 d G . H23A H 0.6329(2) 0.2057(3) 0.2217(3) 0.106 Uiso 1 calc R . C24 C 0.6375(2) 0.3180(4) 0.3132(3) 0.107(3) Uani 1 d G . H24A H 0.7063(2) 0.3198(6) 0.3320(5) 0.129 Uiso 1 calc R . C25 C 0.5786(3) 0.3838(4) 0.3512(3) 0.101(2) Uani 1 d G . H25A H 0.6080(5) 0.4295(5) 0.3954(4) 0.121 Uiso 1 calc R . C26 C 0.4756(3) 0.3811(3) 0.3231(3) 0.102(2) Uani 1 d G . H26A H 0.4362(4) 0.4251(4) 0.3485(4) 0.123 Uiso 1 calc R . C27 C 0.4316(2) 0.3128(3) 0.2570(3) 0.080(2) Uani 1 d G . H27A H 0.3628(2) 0.3110(5) 0.2382(4) 0.096 Uiso 1 calc R . C28 C 0.4905(2) 0.2471(3) 0.2190(2) 0.0610(11) Uani 1 d G . N30 N -0.2355(9) 0.3380(8) 0.0847(6) 0.145(3) Uani 1 d . . C31 C -0.2996(8) 0.3687(7) 0.0306(6) 0.104(2) Uani 1 d . . C32 C -0.3757(8) 0.4095(8) -0.0358(7) 0.140(4) Uani 1 d . . H32A H -0.4386(8) 0.3896(8) -0.0230(7) 0.211 Uiso 1 d R . H32B H -0.3705(8) 0.3851(8) -0.0947(7) 0.211 Uiso 1 d R . H32C H -0.3708(8) 0.4816(8) -0.0347(7) 0.211 Uiso 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 Fe 0.0475(4) 0.0577(4) 0.0479(4) 0.0020(3) 0.0057(3) -0.0073(3) Cl1 0.0601(6) 0.0721(7) 0.0662(6) -0.0141(5) 0.0089(5) -0.0040(6) Cl2 0.0970(11) 0.0595(7) 0.0975(10) 0.0047(7) 0.0063(8) -0.0179(7) N1 0.044(2) 0.053(2) 0.049(2) -0.003(2) 0.002(2) -0.001(2) C2 0.043(2) 0.050(2) 0.048(2) -0.001(2) 0.008(2) -0.001(2) C3 0.047(2) 0.059(3) 0.061(2) -0.009(2) 0.016(2) -0.004(2) C4 0.061(3) 0.069(3) 0.062(3) 0.004(2) 0.018(2) -0.010(2) C5 0.067(3) 0.068(3) 0.047(2) 0.004(2) 0.010(2) -0.001(2) C6 0.052(2) 0.056(2) 0.045(2) -0.001(2) 0.008(2) -0.004(2) C7 0.044(2) 0.048(2) 0.059(2) -0.001(2) 0.003(2) 0.000(2) N8 0.048(2) 0.052(2) 0.049(2) 0.004(2) -0.002(2) -0.002(2) N9 0.064(2) 0.059(2) 0.054(2) 0.010(2) -0.004(2) 0.000(2) C10 0.048(2) 0.070(3) 0.052(2) -0.002(2) 0.000(2) -0.004(2) N11 0.044(2) 0.069(2) 0.050(2) -0.004(2) 0.004(2) -0.006(2) N12 0.044(2) 0.087(3) 0.055(2) -0.011(2) 0.007(2) -0.010(2) C13 0.044(2) 0.063(3) 0.077(3) 0.001(2) 0.005(2) 0.000(2) C14 0.059(3) 0.099(4) 0.057(3) 0.011(3) -0.002(2) 0.000(3) C15 0.080(3) 0.078(3) 0.057(3) 0.009(2) 0.008(3) 0.003(3) C16 0.068(3) 0.061(3) 0.095(4) 0.007(3) -0.005(3) 0.001(3) C17 0.078(4) 0.071(4) 0.150(7) 0.018(4) 0.022(4) 0.014(3) C18 0.066(4) 0.096(5) 0.176(8) 0.066(6) 0.031(5) 0.024(4) C19 0.050(3) 0.121(6) 0.128(6) 0.067(5) 0.008(3) 0.003(4) C20 0.056(3) 0.102(4) 0.082(3) 0.037(3) -0.008(3) -0.010(3) C21 0.050(2) 0.063(3) 0.074(3) 0.023(2) -0.002(2) -0.004(2) C22 0.063(3) 0.145(6) 0.068(3) -0.023(4) 0.021(3) -0.026(4) C23 0.049(3) 0.106(5) 0.102(4) -0.020(4) -0.007(3) -0.007(3) C24 0.066(4) 0.131(6) 0.111(5) -0.026(5) -0.015(4) -0.032(4) C25 0.109(5) 0.108(5) 0.078(4) -0.022(4) 0.002(4) -0.048(5) C26 0.108(5) 0.107(5) 0.102(5) -0.039(4) 0.043(4) -0.030(5) C27 0.062(3) 0.093(4) 0.086(4) -0.025(3) 0.018(3) -0.012(3) C28 0.046(2) 0.077(3) 0.057(2) -0.006(2) 0.003(2) -0.010(2) N30 0.174(9) 0.153(8) 0.102(5) -0.009(5) 0.011(6) 0.041(7) C31 0.119(6) 0.102(5) 0.088(5) -0.015(4) 0.017(5) 0.001(5) C32 0.132(8) 0.130(8) 0.140(8) -0.001(7) -0.015(7) -0.015(7) _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 Fe N1 2.069(4) . ? Fe N11 2.256(4) . ? Fe Cl2 2.275(2) . ? Fe N8 2.279(4) . ? Fe Cl1 2.3111(15) . ? N1 C6 1.346(6) . ? N1 C2 1.347(6) . ? C2 C3 1.381(6) . ? C2 C7 1.485(6) . ? C3 C4 1.379(7) . ? C4 C5 1.371(8) . ? C5 C6 1.411(7) . ? C6 C10 1.478(7) . ? C7 N8 1.289(6) . ? C7 C13 1.496(6) . ? N8 N9 1.401(5) . ? N9 C21 1.434(5) . ? N9 C15 1.464(7) . ? C10 N11 1.288(6) . ? C10 C14 1.495(7) . ? N11 N12 1.392(6) . ? N12 C28 1.426(5) . ? N12 C22 1.453(7) . ? C16 C17 1.39 . ? C16 C21 1.39 . ? C17 C18 1.39 . ? C18 C19 1.39 . ? C19 C20 1.39 . ? C20 C21 1.39 . ? C23 C24 1.39 . ? C23 C28 1.39 . ? C24 C25 1.39 . ? C25 C26 1.39 . ? C26 C27 1.39 . ? C27 C28 1.39 . ? N30 C31 1.144(12) . ? C31 C32 1.399(13) . ? 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 N1 Fe N11 74.28(14) . . ? N1 Fe Cl2 122.07(12) . . ? N11 Fe Cl2 98.35(12) . . ? N1 Fe N8 73.72(14) . . ? N11 Fe N8 147.93(14) . . ? Cl2 Fe N8 96.80(11) . . ? N1 Fe Cl1 108.18(11) . . ? N11 Fe Cl1 95.70(11) . . ? Cl2 Fe Cl1 129.74(7) . . ? N8 Fe Cl1 96.05(11) . . ? C6 N1 C2 120.1(4) . . ? C6 N1 Fe 118.8(3) . . ? C2 N1 Fe 120.3(3) . . ? N1 C2 C3 121.6(4) . . ? N1 C2 C7 114.9(4) . . ? C3 C2 C7 123.5(4) . . ? C4 C3 C2 118.4(4) . . ? C5 C4 C3 121.1(5) . . ? C4 C5 C6 118.0(5) . . ? N1 C6 C5 120.8(4) . . ? N1 C6 C10 115.9(4) . . ? C5 C6 C10 123.3(4) . . ? N8 C7 C2 115.4(4) . . ? N8 C7 C13 124.5(4) . . ? C2 C7 C13 120.1(4) . . ? C7 N8 N9 118.6(4) . . ? C7 N8 Fe 115.1(3) . . ? N9 N8 Fe 126.3(3) . . ? N8 N9 C21 117.8(4) . . ? N8 N9 C15 111.9(4) . . ? C21 N9 C15 115.9(4) . . ? N11 C10 C6 115.2(4) . . ? N11 C10 C14 125.4(5) . . ? C6 C10 C14 119.4(4) . . ? C10 N11 N12 117.8(4) . . ? C10 N11 Fe 115.2(3) . . ? N12 N11 Fe 127.0(3) . . ? N11 N12 C28 118.5(4) . . ? N11 N12 C22 112.3(4) . . ? C28 N12 C22 116.3(4) . . ? C17 C16 C21 120.0 . . ? C16 C17 C18 120.0 . . ? C19 C18 C17 120.0 . . ? C20 C19 C18 120.0 . . ? C19 C20 C21 120.0 . . ? C20 C21 C16 120.0 . . ? C20 C21 N9 117.4(3) . . ? C16 C21 N9 122.5(3) . . ? C24 C23 C28 120.0 . . ? C25 C24 C23 120.0 . . ? C24 C25 C26 120.0 . . ? C27 C26 C25 120.0 . . ? C26 C27 C28 120.0 . . ? C27 C28 C23 120.0 . . ? C27 C28 N12 122.7(3) . . ? C23 C28 N12 117.2(3) . . ? N30 C31 C32 177.8(12) . . ? _refine_diff_density_max 0.288 _refine_diff_density_min -0.305 _refine_diff_density_rms 0.055 data_VG9929 _database_code_CSD 158048 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C13 H21 N5 Cl2 Fe' _chemical_formula_weight 374.10 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' -1.1336 3.1974 '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(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.9087(6) _cell_length_b 17.1327(12) _cell_length_c 11.0544(6) _cell_angle_alpha 90.00 _cell_angle_beta 94.074(6) _cell_angle_gamma 90.00 _cell_volume 1683.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 28 _cell_measurement_theta_min 6.17 _cell_measurement_theta_max 27.92 _exptl_crystal_description prisms _exptl_crystal_colour 'Dark brown' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method ? _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 10.108 _exptl_absorpt_correction_type Ellipsoidal _exptl_absorpt_correction_T_min 0.0617 _exptl_absorpt_correction_T_max 0.1646 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2667 _diffrn_reflns_av_R_equivalents 0.0500 _diffrn_reflns_av_sigmaI/netI 0.0613 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.77 _diffrn_reflns_theta_max 59.99 _reflns_number_total 2491 _reflns_number_observed 1883 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 143 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0700P)^2^+0.0524P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0087(9) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2348 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0725 _refine_ls_R_factor_obs 0.0512 _refine_ls_wR_factor_all 0.1306 _refine_ls_wR_factor_obs 0.1181 _refine_ls_goodness_of_fit_all 1.060 _refine_ls_goodness_of_fit_obs 1.125 _refine_ls_restrained_S_all 1.079 _refine_ls_restrained_S_obs 1.125 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Fe Fe 0.24126(9) 0.88636(4) 0.26874(7) 0.0412(3) Uani 1 d . . Cl1 Cl 0.4514(2) 0.80814(9) 0.28213(13) 0.0649(4) Uani 1 d . . Cl2 Cl -0.00773(14) 0.85368(8) 0.23382(13) 0.0561(4) Uani 1 d . . N1 N 0.2979(4) 1.0033(2) 0.2930(4) 0.0408(9) Uani 1 d . . C2 C 0.3212(5) 1.0320(3) 0.4052(4) 0.0401(10) Uani 1 d . . C3 C 0.3797(6) 1.1066(3) 0.4254(5) 0.0497(12) Uani 1 d . . H3A H 0.3934(6) 1.1266(3) 0.5036(5) 0.060 Uiso 1 calc R . C4 C 0.4166(8) 1.1499(3) 0.3281(6) 0.0610(14) Uani 1 d . . H4A H 0.4578(8) 1.1994(3) 0.3398(6) 0.073 Uiso 1 calc R . C5 C 0.3925(7) 1.1200(3) 0.2123(6) 0.0569(13) Uani 1 d . . H5A H 0.4157(7) 1.1497(3) 0.1457(6) 0.068 Uiso 1 calc R . C6 C 0.3336(5) 1.0460(3) 0.1961(5) 0.0430(10) Uani 1 d . . C7 C 0.2772(5) 0.9794(3) 0.5031(4) 0.0410(10) Uani 1 d . . N8 N 0.2355(5) 0.9104(2) 0.4704(4) 0.0412(9) Uani 1 d . . N9 N 0.1841(5) 0.8610(2) 0.5623(4) 0.0489(10) Uani 1 d . . C10 C 0.3050(6) 1.0073(3) 0.0773(4) 0.0443(11) Uani 1 d . . N11 N 0.2690(5) 0.9350(2) 0.0791(4) 0.0434(9) Uani 1 d . . N12 N 0.2423(6) 0.8972(3) -0.0345(4) 0.0538(10) Uani 1 d . . C13 C 0.2857(7) 1.0081(3) 0.6315(5) 0.0517(12) Uani 1 d . . H13A H 0.1966(7) 1.0373(3) 0.6452(5) 0.078 Uiso 1 d R . H13B H 0.3725(7) 1.0409(3) 0.6459(5) 0.078 Uiso 1 d R . H13C H 0.2934(7) 0.9643(3) 0.6858(5) 0.078 Uiso 1 d R . C14 C 0.3303(7) 1.0529(3) -0.0368(5) 0.0563(13) Uani 1 d . . H14A H 0.4186(7) 1.0847(3) -0.0234(5) 0.084 Uiso 1 d R . H14B H 0.2447(7) 1.0856(3) -0.0572(5) 0.084 Uiso 1 d R . H14C H 0.3436(7) 1.0172(3) -0.1022(5) 0.084 Uiso 1 d R . C15 C 0.0253(7) 0.8781(4) 0.5799(5) 0.0624(14) Uani 1 d . . H15A H 0.0154(7) 0.9316(4) 0.6036(5) 0.094 Uiso 1 calc R . H15B H -0.0089(7) 0.8447(4) 0.6421(5) 0.094 Uiso 1 calc R . H15C H -0.0343(7) 0.8690(4) 0.5054(5) 0.094 Uiso 1 calc R . C16 C 0.2019(8) 0.7799(3) 0.5262(6) 0.065(2) Uani 1 d . . H16A H 0.3060(8) 0.7697(3) 0.5151(6) 0.098 Uiso 1 calc R . H16B H 0.1430(8) 0.7704(3) 0.4515(6) 0.098 Uiso 1 calc R . H16C H 0.1685(8) 0.7461(3) 0.5882(6) 0.098 Uiso 1 calc R . C17 C 0.2577(9) 0.8137(4) -0.0186(6) 0.069(2) Uani 1 d . . H17A H 0.3560(9) 0.8021(4) 0.0182(6) 0.104 Uiso 1 calc R . H17B H 0.2447(9) 0.7884(4) -0.0961(6) 0.104 Uiso 1 calc R . H17C H 0.1827(9) 0.7953(4) 0.0327(6) 0.104 Uiso 1 calc R . C18 C 0.0936(8) 0.9168(5) -0.0904(6) 0.074(2) Uani 1 d . . H18A H 0.0856(8) 0.9724(5) -0.1002(6) 0.110 Uiso 1 calc R . H18B H 0.0177(8) 0.8989(5) -0.0395(6) 0.110 Uiso 1 calc R . H18C H 0.0796(8) 0.8921(5) -0.1683(6) 0.110 Uiso 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 Fe 0.0480(4) 0.0346(4) 0.0405(4) -0.0040(3) -0.0013(3) -0.0017(3) Cl1 0.0645(8) 0.0674(8) 0.0614(8) -0.0141(6) -0.0059(6) 0.0231(6) Cl2 0.0474(6) 0.0603(7) 0.0595(7) -0.0084(6) -0.0035(5) -0.0016(5) N1 0.040(2) 0.038(2) 0.044(2) -0.001(2) -0.004(2) 0.0042(15) C2 0.041(2) 0.036(2) 0.043(2) -0.004(2) 0.001(2) 0.005(2) C3 0.058(3) 0.035(2) 0.055(3) -0.011(2) -0.001(2) 0.001(2) C4 0.076(4) 0.036(2) 0.071(4) -0.007(2) 0.003(3) -0.008(2) C5 0.072(3) 0.038(2) 0.061(3) 0.009(2) 0.004(3) -0.002(2) C6 0.042(2) 0.036(2) 0.050(3) 0.003(2) 0.000(2) 0.006(2) C7 0.041(2) 0.039(2) 0.043(3) -0.005(2) -0.002(2) 0.005(2) N8 0.048(2) 0.039(2) 0.036(2) 0.0008(15) -0.002(2) 0.001(2) N9 0.058(2) 0.048(2) 0.040(2) 0.006(2) -0.001(2) -0.004(2) C10 0.043(2) 0.047(3) 0.042(3) 0.005(2) -0.001(2) 0.005(2) N11 0.048(2) 0.045(2) 0.037(2) -0.001(2) -0.001(2) -0.002(2) N12 0.060(3) 0.061(3) 0.040(2) -0.008(2) 0.001(2) -0.007(2) C13 0.063(3) 0.047(3) 0.045(3) -0.008(2) 0.002(2) 0.004(2) C14 0.061(3) 0.060(3) 0.048(3) 0.011(2) 0.003(2) -0.003(3) C15 0.058(3) 0.078(4) 0.052(3) 0.006(3) 0.007(2) -0.008(3) C16 0.085(4) 0.044(3) 0.066(4) 0.008(2) 0.004(3) -0.004(3) C17 0.096(5) 0.058(3) 0.055(3) -0.023(3) 0.004(3) 0.000(3) C18 0.072(4) 0.092(4) 0.054(3) -0.005(3) -0.020(3) -0.005(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 Fe N1 2.079(4) . ? Fe N8 2.271(4) . ? Fe N11 2.285(4) . ? Fe Cl2 2.294(2) . ? Fe Cl1 2.299(2) . ? N1 C2 1.336(6) . ? N1 C6 1.353(7) . ? C2 C3 1.393(7) . ? C2 C7 1.482(7) . ? C3 C4 1.365(9) . ? C4 C5 1.381(9) . ? C5 C6 1.380(7) . ? C6 C10 1.477(7) . ? C7 N8 1.284(6) . ? C7 C13 1.499(7) . ? N8 N9 1.423(6) . ? N9 C16 1.458(7) . ? N9 C15 1.471(8) . ? C10 N11 1.281(7) . ? C10 C14 1.513(7) . ? N11 N12 1.418(6) . ? N12 C17 1.447(8) . ? N12 C18 1.461(8) . ? 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 N1 Fe N8 73.77(15) . . ? N1 Fe N11 74.10(15) . . ? N8 Fe N11 147.73(15) . . ? N1 Fe Cl2 118.69(11) . . ? N8 Fe Cl2 96.93(12) . . ? N11 Fe Cl2 95.80(11) . . ? N1 Fe Cl1 111.37(12) . . ? N8 Fe Cl1 96.75(11) . . ? N11 Fe Cl1 97.52(12) . . ? Cl2 Fe Cl1 129.95(6) . . ? C2 N1 C6 120.4(4) . . ? C2 N1 Fe 119.6(3) . . ? C6 N1 Fe 119.1(3) . . ? N1 C2 C3 121.2(5) . . ? N1 C2 C7 115.0(4) . . ? C3 C2 C7 123.8(4) . . ? C4 C3 C2 118.7(5) . . ? C3 C4 C5 119.9(5) . . ? C6 C5 C4 119.6(5) . . ? N1 C6 C5 120.2(5) . . ? N1 C6 C10 115.3(4) . . ? C5 C6 C10 124.6(5) . . ? N8 C7 C2 116.1(4) . . ? N8 C7 C13 124.2(5) . . ? C2 C7 C13 119.7(4) . . ? C7 N8 N9 116.6(4) . . ? C7 N8 Fe 114.7(3) . . ? N9 N8 Fe 128.6(3) . . ? N8 N9 C16 108.9(4) . . ? N8 N9 C15 109.7(4) . . ? C16 N9 C15 110.5(5) . . ? N11 C10 C6 116.5(4) . . ? N11 C10 C14 124.4(5) . . ? C6 C10 C14 118.9(4) . . ? C10 N11 N12 117.0(4) . . ? C10 N11 Fe 114.3(3) . . ? N12 N11 Fe 128.6(3) . . ? N11 N12 C17 109.6(4) . . ? N11 N12 C18 111.1(5) . . ? C17 N12 C18 110.8(5) . . ? _refine_diff_density_max 0.414 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.066 data_VG9925 _database_code_CSD 158049 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C34.50 H32 N5 Cl5 Co' _chemical_formula_weight 752.83 _chemical_melting_point ? _chemical_compound_source ? 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Co' 'Co' 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M I4(1)/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 20.698(2) _cell_length_b 20.698(2) _cell_length_c 33.803(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 14481.5(23) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 20 _cell_measurement_theta_min 5.23 _cell_measurement_theta_max 12.47 _exptl_crystal_description needles _exptl_crystal_colour 'Deep red' _exptl_crystal_size_max 0.90 _exptl_crystal_size_mid 0.60 _exptl_crystal_size_min 0.43 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.381 _exptl_crystal_density_method ? _exptl_crystal_F_000 6176 _exptl_absorpt_coefficient_mu 0.874 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 10.90 _diffrn_reflns_number 6709 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0909 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 40 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 24.99 _reflns_number_total 6333 _reflns_number_observed 3823 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 757 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0546P)^2^+0.0000P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5576 _refine_ls_number_parameters 390 _refine_ls_number_restraints 70 _refine_ls_R_factor_all 0.1141 _refine_ls_R_factor_obs 0.0581 _refine_ls_wR_factor_all 0.1461 _refine_ls_wR_factor_obs 0.1177 _refine_ls_goodness_of_fit_all 0.994 _refine_ls_goodness_of_fit_obs 1.085 _refine_ls_restrained_S_all 1.047 _refine_ls_restrained_S_obs 1.109 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Co Co 0.79822(3) 0.52560(3) 0.05672(2) 0.0364(2) Uani 1 d . . Cl1 Cl 0.90178(7) 0.49615(7) 0.06776(5) 0.0584(4) Uani 1 d . . Cl2 Cl 0.71354(7) 0.51637(7) 0.09798(4) 0.0542(3) Uani 1 d . . N1 N 0.7966(2) 0.5641(2) 0.00164(10) 0.0347(8) Uani 1 d . . C2 C 0.8136(2) 0.6263(2) -0.00363(14) 0.0383(10) Uani 1 d . . C3 C 0.8234(3) 0.6508(3) -0.04152(15) 0.0495(12) Uani 1 d . . H3A H 0.8350(3) 0.6938(3) -0.04513(15) 0.059 Uiso 1 calc R . C4 C 0.8159(3) 0.6104(3) -0.07359(15) 0.0521(13) Uani 1 d . . H4A H 0.8231(3) 0.6260(3) -0.09902(15) 0.063 Uiso 1 calc R . C5 C 0.7974(3) 0.5470(3) -0.06797(14) 0.0480(12) Uani 1 d . . H5A H 0.7913(3) 0.5197(3) -0.08952(14) 0.058 Uiso 1 calc R . C6 C 0.7882(2) 0.5244(2) -0.02958(12) 0.0365(9) Uani 1 d . . C7 C 0.8157(2) 0.6652(2) 0.03329(14) 0.0406(10) Uani 1 d . . N8 N 0.8074(2) 0.6330(2) 0.06538(11) 0.0408(9) Uani 1 d . . N9 N 0.7955(2) 0.6702(2) 0.09957(12) 0.0481(10) Uani 1 d . . C10 C 0.7658(2) 0.4583(2) -0.01933(13) 0.0397(10) Uani 1 d . . N11 N 0.7670(2) 0.4450(2) 0.01788(10) 0.0375(8) Uani 1 d . . N12 N 0.7395(2) 0.3849(2) 0.02899(12) 0.0444(9) Uani 1 d . . C13 C 0.8244(3) 0.7370(3) 0.0304(2) 0.0607(14) Uani 1 d . . H13A H 0.7839(3) 0.7568(3) 0.0236(2) 0.091 Uiso 1 d R . H13B H 0.8559(3) 0.7467(3) 0.0105(2) 0.091 Uiso 1 d R . H13C H 0.8388(3) 0.7535(3) 0.0555(2) 0.091 Uiso 1 d R . C14 C 0.7440(3) 0.4143(3) -0.0513(2) 0.0573(14) Uani 1 d . . H14A H 0.7526(3) 0.3704(3) -0.0438(2) 0.086 Uiso 1 d R . H14B H 0.7668(3) 0.4242(3) -0.0752(2) 0.086 Uiso 1 d R . H14C H 0.6984(3) 0.4198(3) -0.0554(2) 0.086 Uiso 1 d R . C15 C 0.6822(2) 0.6853(2) 0.07993(12) 0.0574(14) Uani 1 d G . H15A H 0.6832(2) 0.6458(2) 0.06679(12) 0.069 Uiso 1 calc R . C16 C 0.6260(2) 0.7221(2) 0.07997(14) 0.075(2) Uani 1 d G . H16A H 0.5894(2) 0.7072(3) 0.0669(2) 0.090 Uiso 1 calc R . C17 C 0.6246(2) 0.7810(2) 0.09960(15) 0.088(2) Uani 1 d G . H17A H 0.5870(2) 0.8057(3) 0.0996(2) 0.105 Uiso 1 calc R . C18 C 0.6793(2) 0.8032(2) 0.11920(14) 0.084(2) Uani 1 d G . H18A H 0.6783(3) 0.8427(2) 0.1323(2) 0.101 Uiso 1 calc R . C19 C 0.7355(2) 0.7665(2) 0.11915(12) 0.071(2) Uani 1 d G . H19A H 0.7721(2) 0.7813(3) 0.1323(2) 0.085 Uiso 1 calc R . C20 C 0.7369(2) 0.7075(2) 0.09952(11) 0.0530(13) Uani 1 d G . C21 C 0.78809(14) 0.6499(2) 0.17095(10) 0.0574(14) Uani 1 d G . H21A H 0.74664(14) 0.6672(2) 0.17141(10) 0.069 Uiso 1 calc R . C22 C 0.8167(2) 0.6287(2) 0.20583(8) 0.068(2) Uani 1 d G . H22A H 0.7944(3) 0.6319(3) 0.22962(9) 0.081 Uiso 1 calc R . C23 C 0.8786(2) 0.6028(2) 0.20514(9) 0.067(2) Uani 1 d G . H23A H 0.8977(3) 0.5886(3) 0.22847(11) 0.081 Uiso 1 calc R . C24 C 0.9120(2) 0.5981(2) 0.16957(11) 0.068(2) Uani 1 d G . H24A H 0.9534(2) 0.5807(3) 0.1691(2) 0.082 Uiso 1 calc R . C25 C 0.8834(2) 0.6192(2) 0.13469(8) 0.0590(14) Uani 1 d G . H25A H 0.9057(2) 0.6161(3) 0.11089(10) 0.071 Uiso 1 calc R . C26 C 0.8215(2) 0.6451(2) 0.13538(8) 0.0477(12) Uani 1 d G . C27 C 0.83869(15) 0.3455(2) 0.05782(9) 0.0527(12) Uani 1 d G . H27A H 0.86110(15) 0.3626(2) 0.03640(9) 0.063 Uiso 1 calc R . C28 C 0.8717(2) 0.3116(2) 0.08704(13) 0.073(2) Uani 1 d G . H28A H 0.9162(2) 0.3061(3) 0.0852(2) 0.088 Uiso 1 calc R . C29 C 0.8382(2) 0.2861(2) 0.11906(11) 0.084(2) Uani 1 d G . H29A H 0.8603(3) 0.2634(3) 0.13861(14) 0.100 Uiso 1 calc R . C30 C 0.7717(2) 0.2943(2) 0.12186(9) 0.079(2) Uani 1 d G . H30A H 0.7493(3) 0.2772(3) 0.14328(12) 0.094 Uiso 1 calc R . C31 C 0.7387(2) 0.3281(2) 0.09264(11) 0.0627(15) Uani 1 d G . H31A H 0.6942(2) 0.3336(3) 0.0945(2) 0.075 Uiso 1 calc R . C32 C 0.77220(15) 0.3537(2) 0.06062(9) 0.0449(11) Uani 1 d G . C33 C 0.6483(2) 0.31506(15) 0.01632(14) 0.072(2) Uani 1 d G . H33A H 0.6769(2) 0.28052(15) 0.01451(14) 0.087 Uiso 1 calc R . C34 C 0.5824(2) 0.3050(2) 0.0111(2) 0.092(2) Uani 1 d G . H34A H 0.5670(3) 0.2637(2) 0.0058(2) 0.110 Uiso 1 calc R . C35 C 0.53971(14) 0.3566(2) 0.0138(2) 0.097(3) Uani 1 d G . H35A H 0.49565(14) 0.3499(3) 0.0103(3) 0.116 Uiso 1 calc R . C36 C 0.5628(2) 0.4183(2) 0.0217(2) 0.087(2) Uani 1 d G . H36A H 0.5342(2) 0.4529(3) 0.0235(2) 0.104 Uiso 1 calc R . C37 C 0.6287(2) 0.42839(14) 0.02694(13) 0.063(2) Uani 1 d G . H37A H 0.6442(2) 0.46968(15) 0.0322(2) 0.076 Uiso 1 calc R . C38 C 0.67140(13) 0.3768(2) 0.02424(12) 0.0491(12) Uani 1 d G . C40 C 0.9902(5) 0.4090(5) -0.0081(4) 0.132(4) Uani 1 d DU . H40A H 0.9820(5) 0.4319(5) 0.0165(4) 0.159 Uiso 0.50 calc PR 1 H40B H 1.0278(5) 0.4283(5) -0.0204(4) 0.159 Uiso 0.50 calc PR 1 H40C H 1.0269(5) 0.4290(5) -0.0203(4) 0.159 Uiso 0.50 d PR 2 H40D H 0.9749(5) 0.4370(5) 0.0125(4) 0.159 Uiso 0.50 d PR 2 Cl3 Cl 1.0063(8) 0.3285(4) 0.0025(6) 0.150(5) Uani 0.50 d PDU 1 Cl4 Cl 0.9259(5) 0.4178(7) -0.0384(3) 0.144(5) Uani 0.50 d PDU 1 Cl3' Cl 1.0113(8) 0.3379(7) 0.0117(6) 0.185(7) Uani 0.50 d PDU 2 Cl4' Cl 0.9285(8) 0.3962(9) -0.0439(5) 0.205(7) Uani 0.50 d PDU 2 C50 C 1.0000 0.7500 0.1475(6) 0.174(8) Uani 1 d SDU . H50A H 0.9709 0.7233 0.1624(6) 0.209 Uiso 0.50 d PR . H50B H 1.0193 0.7806 0.1653(6) 0.209 Uiso 0.50 d PR . Cl5 Cl 0.9643(8) 0.7854(9) 0.1094(4) 0.254(8) Uani 0.50 d PDU . Cl5' Cl 1.0636(6) 0.7001(5) 0.1275(3) 0.174(4) Uani 0.50 d PDU . 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 Co 0.0403(3) 0.0382(3) 0.0305(3) 0.0039(3) 0.0009(3) -0.0003(3) Cl1 0.0444(7) 0.0562(8) 0.0747(9) -0.0093(6) -0.0138(6) 0.0058(6) Cl2 0.0578(8) 0.0625(8) 0.0424(6) 0.0056(5) 0.0154(6) 0.0003(6) N1 0.037(2) 0.034(2) 0.033(2) 0.0060(15) 0.0033(15) 0.000(2) C2 0.036(2) 0.038(2) 0.041(2) 0.005(2) 0.003(2) -0.004(2) C3 0.055(3) 0.049(3) 0.044(3) 0.011(2) 0.001(2) -0.006(2) C4 0.061(3) 0.055(3) 0.040(3) 0.011(2) 0.005(2) -0.010(3) C5 0.057(3) 0.050(3) 0.037(2) 0.004(2) 0.001(2) 0.001(2) C6 0.042(3) 0.035(2) 0.032(2) 0.001(2) 0.002(2) 0.001(2) C7 0.042(3) 0.040(3) 0.039(2) 0.004(2) 0.004(2) -0.006(2) N8 0.046(2) 0.036(2) 0.040(2) -0.003(2) 0.001(2) -0.001(2) N9 0.057(3) 0.044(2) 0.043(2) -0.010(2) 0.005(2) 0.001(2) C10 0.044(3) 0.037(2) 0.038(2) 0.003(2) 0.000(2) -0.003(2) N11 0.043(2) 0.034(2) 0.036(2) 0.004(2) -0.001(2) -0.004(2) N12 0.047(2) 0.038(2) 0.049(2) 0.010(2) 0.001(2) -0.008(2) C13 0.074(4) 0.045(3) 0.064(3) 0.003(3) 0.002(3) -0.011(3) C14 0.086(4) 0.044(3) 0.042(3) 0.002(2) -0.005(3) -0.013(3) C15 0.063(4) 0.049(3) 0.060(3) 0.000(3) 0.003(3) 0.006(3) C16 0.065(4) 0.077(5) 0.084(5) 0.008(4) 0.010(3) 0.013(3) C17 0.089(5) 0.079(5) 0.094(5) 0.015(4) 0.031(4) 0.026(4) C18 0.118(6) 0.043(3) 0.093(5) -0.005(3) 0.038(5) 0.022(4) C19 0.099(5) 0.046(3) 0.067(4) -0.010(3) 0.015(4) -0.001(3) C20 0.067(3) 0.039(3) 0.053(3) -0.003(2) 0.012(3) 0.001(2) C21 0.062(3) 0.059(3) 0.051(3) -0.004(2) 0.004(3) -0.011(3) C22 0.092(5) 0.063(4) 0.048(3) 0.002(3) 0.007(3) -0.012(3) C23 0.083(5) 0.057(4) 0.061(4) 0.001(3) -0.017(3) -0.008(3) C24 0.069(4) 0.073(4) 0.062(4) -0.010(3) -0.010(3) 0.003(3) C25 0.065(4) 0.061(3) 0.051(3) -0.012(3) 0.003(3) -0.003(3) C26 0.062(3) 0.038(3) 0.043(2) -0.008(2) 0.000(2) -0.011(2) C27 0.058(3) 0.041(3) 0.059(3) 0.004(2) -0.009(3) -0.006(2) C28 0.083(5) 0.049(3) 0.087(5) 0.004(3) -0.042(4) 0.003(3) C29 0.139(7) 0.048(3) 0.064(4) 0.014(3) -0.043(4) 0.002(4) C30 0.123(7) 0.065(4) 0.049(3) 0.018(3) -0.004(4) -0.009(4) C31 0.085(4) 0.054(3) 0.049(3) 0.010(3) 0.006(3) 0.000(3) C32 0.059(3) 0.032(2) 0.044(3) 0.004(2) -0.006(2) -0.004(2) C33 0.065(4) 0.057(4) 0.094(5) -0.013(3) 0.012(3) -0.025(3) C34 0.067(5) 0.087(5) 0.120(7) -0.018(5) 0.001(4) -0.038(4) C35 0.046(4) 0.109(7) 0.136(7) 0.000(6) 0.003(4) -0.023(4) C36 0.052(4) 0.086(5) 0.122(7) 0.020(5) -0.010(4) -0.001(4) C37 0.048(3) 0.061(4) 0.081(4) 0.012(3) -0.011(3) -0.002(3) C38 0.046(3) 0.049(3) 0.053(3) 0.005(2) 0.000(2) -0.011(2) C40 0.136(9) 0.094(7) 0.167(10) -0.006(7) 0.062(8) -0.018(6) Cl3 0.106(7) 0.075(3) 0.268(15) 0.004(5) -0.013(7) 0.016(4) Cl4 0.120(6) 0.197(10) 0.116(5) 0.065(6) 0.049(4) 0.084(7) Cl3' 0.095(7) 0.239(15) 0.220(12) 0.022(11) 0.019(7) 0.009(8) Cl4' 0.201(14) 0.194(13) 0.221(13) 0.032(9) 0.038(10) -0.018(10) C50 0.228(17) 0.148(13) 0.145(13) 0.000 0.000 -0.054(13) Cl5 0.255(10) 0.267(11) 0.240(10) 0.028(8) -0.056(8) -0.015(7) Cl5' 0.225(10) 0.139(6) 0.156(7) 0.030(5) 0.032(7) -0.024(6) _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 Co N1 2.025(4) . ? Co N11 2.219(4) . ? Co Cl2 2.2480(14) . ? Co N8 2.250(4) . ? Co Cl1 2.2595(15) . ? N1 C2 1.347(6) . ? N1 C6 1.349(6) . ? C2 C3 1.392(7) . ? C2 C7 1.486(7) . ? C3 C4 1.377(8) . ? C4 C5 1.380(8) . ? C5 C6 1.393(6) . ? C6 C10 1.484(6) . ? C7 N8 1.285(6) . ? C7 C13 1.500(7) . ? N8 N9 1.410(5) . ? N9 C26 1.422(5) . ? N9 C20 1.437(5) . ? C10 N11 1.288(6) . ? C10 C14 1.483(7) . ? N11 N12 1.419(5) . ? N12 C32 1.420(5) . ? N12 C38 1.429(5) . ? C15 C16 1.39 . ? C15 C20 1.39 . ? C16 C17 1.39 . ? C17 C18 1.39 . ? C18 C19 1.39 . ? C19 C20 1.39 . ? C21 C22 1.39 . ? C21 C26 1.39 . ? C22 C23 1.39 . ? C23 C24 1.39 . ? C24 C25 1.39 . ? C25 C26 1.39 . ? C27 C28 1.39 . ? C27 C32 1.39 . ? C28 C29 1.39 . ? C29 C30 1.39 . ? C30 C31 1.39 . ? C31 C32 1.39 . ? C33 C34 1.39 . ? C33 C38 1.39 . ? C34 C35 1.39 . ? C35 C36 1.39 . ? C36 C37 1.39 . ? C37 C38 1.39 . ? C40 Cl3' 1.675(14) . ? C40 Cl4 1.688(15) . ? C40 Cl3 1.736(12) . ? C40 Cl4' 1.78(2) . ? C50 Cl5 1.66(2) 6_664 ? C50 Cl5 1.66(2) . ? C50 Cl5' 1.804(13) . ? C50 Cl5' 1.804(13) 6_664 ? Cl5 Cl5' 0.89(2) 6_664 ? Cl5 Cl5 2.08(3) 6_664 ? Cl5' Cl5 0.89(2) 6_664 ? 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 N1 Co N11 75.33(14) . . ? N1 Co Cl2 126.21(11) . . ? N11 Co Cl2 94.37(11) . . ? N1 Co N8 74.49(14) . . ? N11 Co N8 147.58(14) . . ? Cl2 Co N8 93.94(11) . . ? N1 Co Cl1 105.89(11) . . ? N11 Co Cl1 99.86(11) . . ? Cl2 Co Cl1 127.90(6) . . ? N8 Co Cl1 99.50(11) . . ? C2 N1 C6 120.8(4) . . ? C2 N1 Co 119.6(3) . . ? C6 N1 Co 118.8(3) . . ? N1 C2 C3 120.5(4) . . ? N1 C2 C7 114.5(4) . . ? C3 C2 C7 124.8(4) . . ? C4 C3 C2 119.2(5) . . ? C3 C4 C5 120.0(5) . . ? C4 C5 C6 119.1(5) . . ? N1 C6 C5 120.4(4) . . ? N1 C6 C10 114.8(4) . . ? C5 C6 C10 124.7(4) . . ? N8 C7 C2 115.1(4) . . ? N8 C7 C13 125.8(5) . . ? C2 C7 C13 119.1(4) . . ? C7 N8 N9 115.6(4) . . ? C7 N8 Co 114.5(3) . . ? N9 N8 Co 129.1(3) . . ? N8 N9 C26 115.6(4) . . ? N8 N9 C20 116.1(4) . . ? C26 N9 C20 121.0(4) . . ? N11 C10 C14 125.8(4) . . ? N11 C10 C6 114.8(4) . . ? C14 C10 C6 119.4(4) . . ? C10 N11 N12 116.0(4) . . ? C10 N11 Co 115.0(3) . . ? N12 N11 Co 128.3(3) . . ? N11 N12 C32 114.1(4) . . ? N11 N12 C38 117.9(4) . . ? C32 N12 C38 120.0(3) . . ? C16 C15 C20 120.0 . . ? C17 C16 C15 120.0 . . ? C18 C17 C16 120.0 . . ? C17 C18 C19 120.0 . . ? C18 C19 C20 120.0 . . ? C19 C20 C15 120.0 . . ? C19 C20 N9 119.3(3) . . ? C15 C20 N9 120.7(3) . . ? C22 C21 C26 120.0 . . ? C21 C22 C23 120.0 . . ? C24 C23 C22 120.0 . . ? C25 C24 C23 120.0 . . ? C24 C25 C26 120.0 . . ? C25 C26 C21 120.0 . . ? C25 C26 N9 118.4(3) . . ? C21 C26 N9 121.5(3) . . ? C28 C27 C32 120.0 . . ? C29 C28 C27 120.0 . . ? C28 C29 C30 120.0 . . ? C31 C30 C29 120.0 . . ? C30 C31 C32 120.0 . . ? C31 C32 C27 120.0 . . ? C31 C32 N12 121.5(3) . . ? C27 C32 N12 118.4(3) . . ? C34 C33 C38 120.0 . . ? C33 C34 C35 120.0 . . ? C36 C35 C34 120.0 . . ? C35 C36 C37 120.0 . . ? C38 C37 C36 120.0 . . ? C37 C38 C33 120.0 . . ? C37 C38 N12 122.0(3) . . ? C33 C38 N12 118.0(3) . . ? Cl4 C40 Cl3 112.3(10) . . ? Cl3' C40 Cl4' 109.2(10) . . ? Cl5 C50 Cl5 77.9(14) 6_664 . ? Cl5 C50 Cl5' 29.5(7) 6_664 . ? Cl5 C50 Cl5' 106.6(13) . . ? Cl5 C50 Cl5' 106.6(13) 6_664 6_664 ? Cl5 C50 Cl5' 29.5(7) . 6_664 ? Cl5' C50 Cl5' 135.9(14) . 6_664 ? Cl5' Cl5 C50 84.5(13) 6_664 . ? Cl5' Cl5 Cl5 134.1(15) 6_664 6_664 ? C50 Cl5 Cl5 51.1(7) . 6_664 ? Cl5 Cl5' C50 66.0(13) 6_664 . ? _refine_diff_density_max 0.373 _refine_diff_density_min -0.406 _refine_diff_density_rms 0.063