# Electronic Supplementary Material (ESI) for Chemical Communications # 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_c:3 _database_code_depnum_ccdc_archive 'CCDC 904013' #TrackingRef '1m_xylene.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H36 Cl2 N4 Ni, C8, C8 H10' _chemical_formula_sum 'C60 H46 Cl2 N4 Ni' _chemical_formula_weight 952.62 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting TRICLINIC _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.6484(13) _cell_length_b 12.7069(13) _cell_length_c 15.9544(17) _cell_angle_alpha 89.157(2) _cell_angle_beta 77.167(2) _cell_angle_gamma 88.118(2) _cell_volume 2498.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9239 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 30.69 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.266 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 0.538 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7899 _exptl_absorpt_correction_T_max 0.9382 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker Duo CCD Area Detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37396 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0483 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 30.94 _reflns_number_total 14495 _reflns_number_gt 10915 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2009)' _computing_cell_refinement 'SAINT (Bruker, 2009)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'X-Seed (Barbour 2001)' _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. In this structure one of the m-xylene molecules was refined as disordered over two positions in a ratio of 0.64 to 0.36. The structure contains 8 Isotropic non-H Atoms in Anion/Solvent. ; _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^)+(0.0526P)^2^+1.9785P] 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 14495 _refine_ls_number_parameters 599 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0661 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.1247 _refine_ls_wR_factor_gt 0.1135 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 Ni1 Ni 0.937782(19) 0.096960(18) 0.270268(15) 0.01346(6) Uani 1 1 d . . . Cl1 Cl 0.85098(4) 0.04813(4) 0.41590(3) 0.01723(9) Uani 1 1 d . . . N1 N 0.96732(13) 0.24729(12) 0.31401(10) 0.0155(3) Uani 1 1 d . . . Cl2 Cl 1.03582(4) 0.14788(4) 0.12399(3) 0.01756(9) Uani 1 1 d . . . C2 C 1.06187(16) 0.29491(16) 0.28391(13) 0.0205(4) Uani 1 1 d . . . H2 H 1.1173 0.2575 0.2446 0.025 Uiso 1 1 calc R . . C3 C 1.08268(17) 0.39530(16) 0.30710(13) 0.0224(4) Uani 1 1 d . . . H3 H 1.1512 0.4248 0.2839 0.027 Uiso 1 1 calc R . . C4 C 1.00327(16) 0.45373(15) 0.36458(12) 0.0173(4) Uani 1 1 d . . . C5 C 0.90624(16) 0.40261(15) 0.39695(13) 0.0213(4) Uani 1 1 d . . . H5 H 0.8497 0.4374 0.4372 0.026 Uiso 1 1 calc R . . C6 C 0.89199(16) 0.30164(15) 0.37085(13) 0.0187(4) Uani 1 1 d . . . H6 H 0.8253 0.2691 0.3945 0.022 Uiso 1 1 calc R . . C7 C 1.02045(17) 0.56365(15) 0.38905(13) 0.0198(4) Uani 1 1 d . . . C8 C 1.1190(2) 0.61148(18) 0.36040(18) 0.0356(6) Uani 1 1 d . . . H8 H 1.1776 0.5732 0.3251 0.043 Uiso 1 1 calc R . . C9 C 1.1336(2) 0.71499(19) 0.38255(19) 0.0403(6) Uani 1 1 d . . . H9 H 1.2020 0.7460 0.3623 0.048 Uiso 1 1 calc R . . C10 C 1.0503(2) 0.77261(17) 0.43324(15) 0.0325(5) Uani 1 1 d . . . H10 H 1.0606 0.8431 0.4480 0.039 Uiso 1 1 calc R . . C11 C 0.9515(2) 0.72625(18) 0.46242(15) 0.0320(5) Uani 1 1 d . . . H11 H 0.8932 0.7654 0.4973 0.038 Uiso 1 1 calc R . . C12 C 0.9364(2) 0.62267(17) 0.44124(14) 0.0267(4) Uani 1 1 d . . . H12 H 0.8682 0.5917 0.4625 0.032 Uiso 1 1 calc R . . N13 N 1.08715(13) 0.03713(12) 0.29167(10) 0.0155(3) Uani 1 1 d . . . C14 C 1.12169(15) 0.06106(15) 0.36284(12) 0.0167(4) Uani 1 1 d . . . H14 H 1.0757 0.1039 0.4050 0.020 Uiso 1 1 calc R . . C15 C 1.22089(15) 0.02645(15) 0.37772(12) 0.0167(4) Uani 1 1 d . . . H15 H 1.2428 0.0480 0.4279 0.020 Uiso 1 1 calc R . . C16 C 1.28904(15) -0.04041(14) 0.31862(12) 0.0152(3) Uani 1 1 d . . . C17 C 1.25146(15) -0.06639(15) 0.24577(12) 0.0172(4) Uani 1 1 d . . . H17 H 1.2939 -0.1120 0.2039 0.021 Uiso 1 1 calc R . . C18 C 1.15283(16) -0.02593(15) 0.23452(12) 0.0171(4) Uani 1 1 d . . . H18 H 1.1302 -0.0436 0.1837 0.021 Uiso 1 1 calc R . . C19 C 1.39484(15) -0.08041(15) 0.33353(13) 0.0184(4) Uani 1 1 d . . . C20 C 1.47902(17) -0.11189(16) 0.26483(14) 0.0237(4) Uani 1 1 d . . . H20 H 1.4671 -0.1103 0.2081 0.028 Uiso 1 1 calc R . . C21 C 1.57970(18) -0.14548(18) 0.27833(16) 0.0293(5) Uani 1 1 d . . . H21 H 1.6360 -0.1665 0.2310 0.035 Uiso 1 1 calc R . . C22 C 1.59802(18) -0.14832(18) 0.36110(17) 0.0306(5) Uani 1 1 d . . . H22 H 1.6671 -0.1702 0.3704 0.037 Uiso 1 1 calc R . . C23 C 1.51513(19) -0.11914(19) 0.42986(16) 0.0306(5) Uani 1 1 d . . . H23 H 1.5272 -0.1220 0.4865 0.037 Uiso 1 1 calc R . . C24 C 1.41414(17) -0.08557(17) 0.41665(14) 0.0233(4) Uani 1 1 d . . . H24 H 1.3579 -0.0660 0.4644 0.028 Uiso 1 1 calc R . . N25 N 0.90778(13) -0.05265(12) 0.22416(10) 0.0159(3) Uani 1 1 d . . . C26 C 0.90733(16) -0.13868(15) 0.27435(12) 0.0184(4) Uani 1 1 d . . . H26 H 0.9139 -0.1295 0.3319 0.022 Uiso 1 1 calc R . . C27 C 0.89780(16) -0.23964(15) 0.24650(12) 0.0187(4) Uani 1 1 d . . . H27 H 0.8979 -0.2977 0.2846 0.022 Uiso 1 1 calc R . . C28 C 0.88797(15) -0.25628(15) 0.16222(12) 0.0165(3) Uani 1 1 d . . . C29 C 0.88647(16) -0.16660(15) 0.11024(12) 0.0175(4) Uani 1 1 d . . . H29 H 0.8785 -0.1734 0.0528 0.021 Uiso 1 1 calc R . . C30 C 0.89673(16) -0.06803(15) 0.14309(12) 0.0176(4) Uani 1 1 d . . . H30 H 0.8959 -0.0083 0.1067 0.021 Uiso 1 1 calc R . . C31 C 0.88346(16) -0.36357(15) 0.12840(12) 0.0177(4) Uani 1 1 d . . . C32 C 0.94366(16) -0.44706(15) 0.15487(12) 0.0191(4) Uani 1 1 d . . . H32 H 0.9844 -0.4355 0.1970 0.023 Uiso 1 1 calc R . . C33 C 0.94423(17) -0.54659(15) 0.11997(13) 0.0217(4) Uani 1 1 d . . . H33 H 0.9862 -0.6025 0.1377 0.026 Uiso 1 1 calc R . . C34 C 0.88380(17) -0.56452(16) 0.05945(13) 0.0226(4) Uani 1 1 d . . . H34 H 0.8851 -0.6324 0.0351 0.027 Uiso 1 1 calc R . . C35 C 0.82119(18) -0.48321(17) 0.03436(13) 0.0245(4) Uani 1 1 d . . . H35 H 0.7781 -0.4961 -0.0060 0.029 Uiso 1 1 calc R . . C36 C 0.82136(17) -0.38285(16) 0.06815(13) 0.0214(4) Uani 1 1 d . . . H36 H 0.7792 -0.3273 0.0502 0.026 Uiso 1 1 calc R . . N37 N 0.78652(13) 0.15373(12) 0.24745(10) 0.0156(3) Uani 1 1 d . . . C38 C 0.69166(16) 0.11254(15) 0.28726(13) 0.0187(4) Uani 1 1 d . . . H38 H 0.6920 0.0604 0.3305 0.022 Uiso 1 1 calc R . . C39 C 0.59344(16) 0.14285(15) 0.26803(12) 0.0185(4) Uani 1 1 d . . . H39 H 0.5285 0.1114 0.2976 0.022 Uiso 1 1 calc R . . C40 C 0.58998(15) 0.21970(14) 0.20511(12) 0.0164(3) Uani 1 1 d . . . C41 C 0.68831(16) 0.26356(15) 0.16578(13) 0.0182(4) Uani 1 1 d . . . H41 H 0.6902 0.3172 0.1234 0.022 Uiso 1 1 calc R . . C42 C 0.78310(15) 0.22916(15) 0.18826(13) 0.0184(4) Uani 1 1 d . . . H42 H 0.8490 0.2604 0.1605 0.022 Uiso 1 1 calc R . . C43 C 0.48801(15) 0.24984(15) 0.17798(12) 0.0172(4) Uani 1 1 d . . . C44 C 0.40980(15) 0.17536(16) 0.17662(12) 0.0191(4) Uani 1 1 d . . . H44 H 0.4206 0.1055 0.1957 0.023 Uiso 1 1 calc R . . C45 C 0.31638(16) 0.20177(17) 0.14787(13) 0.0219(4) Uani 1 1 d . . . H45 H 0.2642 0.1500 0.1467 0.026 Uiso 1 1 calc R . . C46 C 0.29950(16) 0.30410(18) 0.12084(13) 0.0233(4) Uani 1 1 d . . . H46 H 0.2355 0.3226 0.1014 0.028 Uiso 1 1 calc R . . C47 C 0.37638(17) 0.37942(17) 0.12223(14) 0.0247(4) Uani 1 1 d . . . H47 H 0.3647 0.4494 0.1038 0.030 Uiso 1 1 calc R . . C48 C 0.47034(16) 0.35277(16) 0.15051(14) 0.0218(4) Uani 1 1 d . . . H48 H 0.5226 0.4046 0.1512 0.026 Uiso 1 1 calc R . . C49 C 0.4909(2) 0.6646(2) 0.11079(18) 0.0410(6) Uani 1 1 d . . . H49A H 0.5112 0.6036 0.0731 0.061 Uiso 1 1 calc R . . H49B H 0.4723 0.6408 0.1708 0.061 Uiso 1 1 calc R . . H49C H 0.5520 0.7120 0.1027 0.061 Uiso 1 1 calc R . . C50 C 0.39452(19) 0.72198(18) 0.08894(15) 0.0283(5) Uani 1 1 d . . . C51 C 0.2893(2) 0.68607(19) 0.11841(16) 0.0349(6) Uani 1 1 d . . . H51 H 0.2779 0.6246 0.1535 0.042 Uiso 1 1 calc R . . C52 C 0.2017(2) 0.7391(2) 0.09705(17) 0.0381(6) Uani 1 1 d . . . H52 H 0.1309 0.7132 0.1171 0.046 Uiso 1 1 calc R . . C53 C 0.2161(2) 0.8290(2) 0.04704(16) 0.0347(6) Uani 1 1 d . . . H53 H 0.1553 0.8643 0.0324 0.042 Uiso 1 1 calc R . . C54 C 0.3193(2) 0.86836(19) 0.01790(14) 0.0304(5) Uani 1 1 d . . . C55 C 0.3351(3) 0.9688(2) -0.03452(18) 0.0437(6) Uani 1 1 d . . . H55A H 0.3082 0.9603 -0.0870 0.066 Uiso 1 1 calc R . . H55B H 0.4124 0.9842 -0.0498 0.066 Uiso 1 1 calc R . . H55C H 0.2949 1.0269 -0.0007 0.066 Uiso 1 1 calc R . . C56 C 0.40729(18) 0.81320(18) 0.03901(14) 0.0266(4) Uani 1 1 d . . . H56 H 0.4782 0.8389 0.0186 0.032 Uiso 1 1 calc R . . C1 C 0.6470(3) 0.5633(4) 0.4687(3) 0.0272(9) Uiso 0.640(7) 1 d P A 1 C13 C 0.6451(4) 0.5774(4) 0.5570(4) 0.0374(12) Uiso 0.640(7) 1 d P A 1 C25 C 0.6232(4) 0.3767(4) 0.4818(4) 0.0391(11) Uiso 0.640(7) 1 d P A 1 C37 C 0.6551(5) 0.6883(5) 0.5898(4) 0.0515(14) Uiso 0.640(7) 1 d P A 1 C57 C 0.6390(4) 0.4675(4) 0.4330(3) 0.0384(11) Uiso 0.640(7) 1 d P A 1 C58 C 0.6286(4) 0.4881(4) 0.6092(4) 0.0469(13) Uiso 0.640(7) 1 d P A 1 C59 C 0.6187(4) 0.3898(5) 0.5710(4) 0.0499(13) Uiso 0.640(7) 1 d P A 1 C60 C 0.6477(4) 0.4587(5) 0.3354(4) 0.0564(15) Uiso 0.640(7) 1 d P A 1 C61 C 0.6417(6) 0.4946(6) 0.3968(5) 0.0316(17) Uiso 0.360(7) 1 d P A 2 C62 C 0.6276(9) 0.3924(9) 0.4297(8) 0.061(3) Uiso 0.360(7) 1 d P A 2 C63 C 0.6247(7) 0.3776(7) 0.5205(7) 0.043(2) Uiso 0.360(7) 1 d P A 2 C64 C 0.6473(8) 0.5176(8) 0.3031(7) 0.056(3) Uiso 0.360(7) 1 d P A 2 C65 C 0.6534(7) 0.5854(8) 0.4468(6) 0.037(2) Uiso 0.360(7) 1 d P A 2 C66 C 0.6418(9) 0.5546(9) 0.5378(8) 0.051(3) Uiso 0.360(7) 1 d P A 2 C67 C 0.6461(9) 0.6515(10) 0.6030(7) 0.054(3) Uiso 0.360(7) 1 d P A 2 C68 C 0.6312(11) 0.4530(12) 0.5744(9) 0.076(3) Uiso 0.360(7) 1 d P A 2 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 0.01434(12) 0.01367(11) 0.01246(11) -0.00039(8) -0.00333(8) 0.00061(8) Cl1 0.0189(2) 0.0190(2) 0.01314(19) 0.00042(15) -0.00230(15) -0.00016(16) N1 0.0145(7) 0.0166(7) 0.0156(7) 0.0002(6) -0.0041(6) 0.0004(6) Cl2 0.0186(2) 0.0199(2) 0.01375(19) 0.00099(16) -0.00273(16) -0.00107(16) C2 0.0175(9) 0.0229(10) 0.0199(9) -0.0045(7) -0.0012(7) -0.0009(7) C3 0.0194(9) 0.0239(10) 0.0238(10) -0.0019(8) -0.0041(8) -0.0053(8) C4 0.0207(9) 0.0154(8) 0.0178(8) 0.0015(7) -0.0088(7) -0.0007(7) C5 0.0189(9) 0.0171(9) 0.0258(10) -0.0034(7) -0.0003(8) 0.0016(7) C6 0.0164(9) 0.0174(9) 0.0209(9) -0.0012(7) -0.0012(7) 0.0008(7) C7 0.0282(10) 0.0141(8) 0.0199(9) 0.0031(7) -0.0116(8) -0.0011(7) C8 0.0318(13) 0.0218(11) 0.0503(15) -0.0009(10) -0.0026(11) -0.0055(9) C9 0.0411(14) 0.0226(11) 0.0579(17) 0.0040(11) -0.0111(12) -0.0136(10) C10 0.0570(16) 0.0175(10) 0.0292(11) 0.0037(8) -0.0222(11) -0.0080(10) C11 0.0525(15) 0.0219(10) 0.0233(10) -0.0058(8) -0.0114(10) -0.0013(10) C12 0.0378(12) 0.0218(10) 0.0213(10) -0.0047(8) -0.0075(9) -0.0038(9) N13 0.0172(7) 0.0162(7) 0.0130(7) -0.0005(6) -0.0033(6) 0.0013(6) C14 0.0174(9) 0.0180(9) 0.0140(8) -0.0024(7) -0.0025(7) 0.0019(7) C15 0.0178(9) 0.0179(9) 0.0143(8) -0.0002(7) -0.0032(7) -0.0011(7) C16 0.0139(8) 0.0143(8) 0.0163(8) 0.0018(6) -0.0015(6) -0.0005(6) C17 0.0180(9) 0.0159(8) 0.0166(8) -0.0035(7) -0.0019(7) 0.0021(7) C18 0.0201(9) 0.0167(8) 0.0146(8) -0.0023(7) -0.0043(7) 0.0009(7) C19 0.0163(9) 0.0145(8) 0.0242(9) 0.0007(7) -0.0039(7) -0.0013(7) C20 0.0213(10) 0.0215(10) 0.0265(10) -0.0030(8) -0.0019(8) 0.0030(8) C21 0.0189(10) 0.0257(11) 0.0410(13) -0.0029(9) -0.0022(9) 0.0037(8) C22 0.0194(10) 0.0269(11) 0.0472(14) 0.0000(10) -0.0116(9) 0.0033(8) C23 0.0255(11) 0.0356(12) 0.0336(12) 0.0036(10) -0.0135(9) 0.0026(9) C24 0.0194(10) 0.0264(10) 0.0247(10) 0.0014(8) -0.0064(8) 0.0021(8) N25 0.0159(7) 0.0165(7) 0.0155(7) 0.0000(6) -0.0044(6) 0.0009(6) C26 0.0225(9) 0.0184(9) 0.0153(8) 0.0002(7) -0.0067(7) 0.0010(7) C27 0.0239(10) 0.0160(8) 0.0164(9) 0.0027(7) -0.0055(7) 0.0007(7) C28 0.0151(8) 0.0163(8) 0.0179(8) -0.0004(7) -0.0036(7) 0.0002(7) C29 0.0210(9) 0.0184(9) 0.0142(8) -0.0003(7) -0.0062(7) -0.0002(7) C30 0.0217(9) 0.0166(9) 0.0154(8) 0.0020(7) -0.0063(7) -0.0004(7) C31 0.0203(9) 0.0161(8) 0.0168(8) 0.0000(7) -0.0038(7) -0.0028(7) C32 0.0214(9) 0.0181(9) 0.0189(9) 0.0021(7) -0.0067(7) -0.0027(7) C33 0.0251(10) 0.0158(9) 0.0230(10) 0.0021(7) -0.0025(8) -0.0023(7) C34 0.0288(11) 0.0173(9) 0.0198(9) -0.0013(7) -0.0002(8) -0.0068(8) C35 0.0303(11) 0.0240(10) 0.0209(10) -0.0017(8) -0.0085(8) -0.0076(8) C36 0.0260(10) 0.0196(9) 0.0202(9) 0.0004(7) -0.0081(8) -0.0008(8) N37 0.0155(7) 0.0136(7) 0.0179(7) -0.0001(6) -0.0040(6) -0.0010(6) C38 0.0188(9) 0.0179(9) 0.0197(9) 0.0033(7) -0.0052(7) -0.0020(7) C39 0.0159(9) 0.0199(9) 0.0196(9) 0.0027(7) -0.0035(7) -0.0030(7) C40 0.0161(8) 0.0152(8) 0.0176(8) -0.0009(7) -0.0036(7) 0.0003(7) C41 0.0179(9) 0.0159(8) 0.0211(9) 0.0042(7) -0.0052(7) -0.0022(7) C42 0.0154(9) 0.0175(9) 0.0221(9) 0.0042(7) -0.0037(7) -0.0034(7) C43 0.0149(8) 0.0196(9) 0.0167(8) -0.0005(7) -0.0031(7) 0.0014(7) C44 0.0166(9) 0.0204(9) 0.0192(9) 0.0010(7) -0.0022(7) 0.0003(7) C45 0.0161(9) 0.0286(10) 0.0207(9) -0.0002(8) -0.0029(7) -0.0027(8) C46 0.0162(9) 0.0332(11) 0.0200(9) 0.0012(8) -0.0038(7) 0.0048(8) C47 0.0225(10) 0.0248(10) 0.0271(10) 0.0028(8) -0.0072(8) 0.0054(8) C48 0.0190(9) 0.0199(9) 0.0275(10) -0.0004(8) -0.0072(8) -0.0006(7) C49 0.0434(15) 0.0379(14) 0.0395(14) -0.0061(11) -0.0062(12) 0.0112(12) C50 0.0283(11) 0.0268(11) 0.0271(11) -0.0109(9) 0.0000(9) 0.0019(9) C51 0.0384(13) 0.0267(11) 0.0334(12) -0.0106(9) 0.0066(10) -0.0046(10) C52 0.0268(12) 0.0449(15) 0.0388(13) -0.0234(12) 0.0036(10) -0.0087(10) C53 0.0279(12) 0.0464(15) 0.0308(12) -0.0210(11) -0.0083(9) 0.0042(10) C54 0.0339(12) 0.0348(12) 0.0227(10) -0.0113(9) -0.0066(9) 0.0024(10) C55 0.0604(18) 0.0396(14) 0.0331(13) -0.0029(11) -0.0155(13) 0.0062(13) C56 0.0233(10) 0.0326(11) 0.0221(10) -0.0088(8) -0.0007(8) -0.0028(9) _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 N13 2.1091(16) . ? Ni1 N1 2.1160(16) . ? Ni1 N25 2.1241(16) . ? Ni1 N37 2.1270(16) . ? Ni1 Cl1 2.4204(5) . ? Ni1 Cl2 2.4749(5) . ? N1 C6 1.341(2) . ? N1 C2 1.346(2) . ? C2 C3 1.383(3) . ? C2 H2 0.9500 . ? C3 C4 1.401(3) . ? C3 H3 0.9500 . ? C4 C5 1.398(3) . ? C4 C7 1.491(3) . ? C5 C6 1.384(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.386(3) . ? C7 C12 1.399(3) . ? C8 C9 1.396(3) . ? C8 H8 0.9500 . ? C9 C10 1.374(4) . ? C9 H9 0.9500 . ? C10 C11 1.382(4) . ? C10 H10 0.9500 . ? C11 C12 1.393(3) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? N13 C18 1.343(2) . ? N13 C14 1.346(2) . ? C14 C15 1.385(3) . ? C14 H14 0.9500 . ? C15 C16 1.403(2) . ? C15 H15 0.9500 . ? C16 C17 1.398(3) . ? C16 C19 1.483(3) . ? C17 C18 1.381(3) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.401(3) . ? C19 C24 1.401(3) . ? C20 C21 1.391(3) . ? C20 H20 0.9500 . ? C21 C22 1.390(4) . ? C21 H21 0.9500 . ? C22 C23 1.384(3) . ? C22 H22 0.9500 . ? C23 C24 1.392(3) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? N25 C26 1.345(2) . ? N25 C30 1.349(2) . ? C26 C27 1.381(3) . ? C26 H26 0.9500 . ? C27 C28 1.397(3) . ? C27 H27 0.9500 . ? C28 C29 1.402(3) . ? C28 C31 1.481(3) . ? C29 C30 1.386(3) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C36 1.399(3) . ? C31 C32 1.400(3) . ? C32 C33 1.388(3) . ? C32 H32 0.9500 . ? C33 C34 1.384(3) . ? C33 H33 0.9500 . ? C34 C35 1.389(3) . ? C34 H34 0.9500 . ? C35 C36 1.392(3) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? N37 C42 1.342(2) . ? N37 C38 1.345(2) . ? C38 C39 1.386(3) . ? C38 H38 0.9500 . ? C39 C40 1.397(3) . ? C39 H39 0.9500 . ? C40 C41 1.393(3) . ? C40 C43 1.486(3) . ? C41 C42 1.382(3) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 C44 1.395(3) . ? C43 C48 1.400(3) . ? C44 C45 1.389(3) . ? C44 H44 0.9500 . ? C45 C46 1.389(3) . ? C45 H45 0.9500 . ? C46 C47 1.391(3) . ? C46 H46 0.9500 . ? C47 C48 1.392(3) . ? C47 H47 0.9500 . ? C48 H48 0.9500 . ? C49 C50 1.504(4) . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 C56 1.390(3) . ? C50 C51 1.399(3) . ? C51 C52 1.381(4) . ? C51 H51 0.9500 . ? C52 C53 1.378(4) . ? C52 H52 0.9500 . ? C53 C54 1.392(3) . ? C53 H53 0.9500 . ? C54 C56 1.397(3) . ? C54 C55 1.509(4) . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C56 H56 0.9500 . ? C1 C57 1.367(6) . ? C1 C13 1.418(7) . ? C13 C58 1.392(7) . ? C13 C37 1.529(8) . ? C25 C57 1.378(7) . ? C25 C59 1.424(7) . ? C57 C60 1.542(7) . ? C58 C59 1.419(8) . ? C61 C62 1.395(14) . ? C61 C65 1.442(11) . ? C61 C64 1.506(13) . ? C62 C63 1.451(14) . ? C63 C68 1.312(17) . ? C65 C66 1.475(14) . ? C66 C68 1.408(17) . ? C66 C67 1.633(16) . ? 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 N13 Ni1 N1 90.98(6) . . ? N13 Ni1 N25 89.62(6) . . ? N1 Ni1 N25 178.93(6) . . ? N13 Ni1 N37 178.62(6) . . ? N1 Ni1 N37 90.40(6) . . ? N25 Ni1 N37 89.00(6) . . ? N13 Ni1 Cl1 89.52(4) . . ? N1 Ni1 Cl1 89.65(4) . . ? N25 Ni1 Cl1 91.24(4) . . ? N37 Ni1 Cl1 90.56(4) . . ? N13 Ni1 Cl2 87.72(4) . . ? N1 Ni1 Cl2 88.95(4) . . ? N25 Ni1 Cl2 90.18(4) . . ? N37 Ni1 Cl2 92.22(4) . . ? Cl1 Ni1 Cl2 176.892(19) . . ? C6 N1 C2 116.43(16) . . ? C6 N1 Ni1 122.02(13) . . ? C2 N1 Ni1 121.51(13) . . ? N1 C2 C3 123.57(18) . . ? N1 C2 H2 118.2 . . ? C3 C2 H2 118.2 . . ? C2 C3 C4 120.34(18) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C5 C4 C3 115.62(17) . . ? C5 C4 C7 122.08(18) . . ? C3 C4 C7 122.29(18) . . ? C6 C5 C4 120.49(18) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? N1 C6 C5 123.52(18) . . ? N1 C6 H6 118.2 . . ? C5 C6 H6 118.2 . . ? C8 C7 C12 117.63(19) . . ? C8 C7 C4 121.59(19) . . ? C12 C7 C4 120.77(19) . . ? C7 C8 C9 121.1(2) . . ? C7 C8 H8 119.5 . . ? C9 C8 H8 119.5 . . ? C10 C9 C8 120.9(2) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C9 C10 C11 118.9(2) . . ? C9 C10 H10 120.6 . . ? C11 C10 H10 120.6 . . ? C10 C11 C12 120.7(2) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C11 C12 C7 120.9(2) . . ? C11 C12 H12 119.6 . . ? C7 C12 H12 119.6 . . ? C18 N13 C14 116.80(16) . . ? C18 N13 Ni1 121.58(13) . . ? C14 N13 Ni1 121.62(12) . . ? N13 C14 C15 123.31(17) . . ? N13 C14 H14 118.3 . . ? C15 C14 H14 118.3 . . ? C14 C15 C16 119.94(17) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C17 C16 C15 116.23(17) . . ? C17 C16 C19 122.54(16) . . ? C15 C16 C19 121.23(17) . . ? C18 C17 C16 120.18(17) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? N13 C18 C17 123.47(17) . . ? N13 C18 H18 118.3 . . ? C17 C18 H18 118.3 . . ? C20 C19 C24 118.14(19) . . ? C20 C19 C16 120.99(18) . . ? C24 C19 C16 120.86(17) . . ? C21 C20 C19 121.1(2) . . ? C21 C20 H20 119.5 . . ? C19 C20 H20 119.5 . . ? C22 C21 C20 120.0(2) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C23 C22 C21 119.7(2) . . ? C23 C22 H22 120.2 . . ? C21 C22 H22 120.2 . . ? C22 C23 C24 120.5(2) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C23 C24 C19 120.6(2) . . ? C23 C24 H24 119.7 . . ? C19 C24 H24 119.7 . . ? C26 N25 C30 116.90(16) . . ? C26 N25 Ni1 119.99(13) . . ? C30 N25 Ni1 122.92(13) . . ? N25 C26 C27 123.41(18) . . ? N25 C26 H26 118.3 . . ? C27 C26 H26 118.3 . . ? C26 C27 C28 119.99(18) . . ? C26 C27 H27 120.0 . . ? C28 C27 H27 120.0 . . ? C27 C28 C29 116.72(17) . . ? C27 C28 C31 121.69(17) . . ? C29 C28 C31 121.55(17) . . ? C30 C29 C28 119.68(17) . . ? C30 C29 H29 120.2 . . ? C28 C29 H29 120.2 . . ? N25 C30 C29 123.29(17) . . ? N25 C30 H30 118.4 . . ? C29 C30 H30 118.4 . . ? C36 C31 C32 118.87(18) . . ? C36 C31 C28 120.80(18) . . ? C32 C31 C28 120.31(17) . . ? C33 C32 C31 120.54(19) . . ? C33 C32 H32 119.7 . . ? C31 C32 H32 119.7 . . ? C34 C33 C32 120.15(19) . . ? C34 C33 H33 119.9 . . ? C32 C33 H33 119.9 . . ? C33 C34 C35 120.00(19) . . ? C33 C34 H34 120.0 . . ? C35 C34 H34 120.0 . . ? C34 C35 C36 120.19(19) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C36 C31 120.22(19) . . ? C35 C36 H36 119.9 . . ? C31 C36 H36 119.9 . . ? C42 N37 C38 117.18(16) . . ? C42 N37 Ni1 120.44(13) . . ? C38 N37 Ni1 122.28(13) . . ? N37 C38 C39 122.91(18) . . ? N37 C38 H38 118.5 . . ? C39 C38 H38 118.5 . . ? C38 C39 C40 120.01(18) . . ? C38 C39 H39 120.0 . . ? C40 C39 H39 120.0 . . ? C41 C40 C39 116.57(17) . . ? C41 C40 C43 121.26(17) . . ? C39 C40 C43 122.10(17) . . ? C42 C41 C40 120.11(18) . . ? C42 C41 H41 119.9 . . ? C40 C41 H41 119.9 . . ? N37 C42 C41 123.19(18) . . ? N37 C42 H42 118.4 . . ? C41 C42 H42 118.4 . . ? C44 C43 C48 118.76(18) . . ? C44 C43 C40 120.67(17) . . ? C48 C43 C40 120.53(17) . . ? C45 C44 C43 121.06(19) . . ? C45 C44 H44 119.5 . . ? C43 C44 H44 119.5 . . ? C46 C45 C44 119.77(19) . . ? C46 C45 H45 120.1 . . ? C44 C45 H45 120.1 . . ? C45 C46 C47 119.89(19) . . ? C45 C46 H46 120.1 . . ? C47 C46 H46 120.1 . . ? C46 C47 C48 120.3(2) . . ? C46 C47 H47 119.8 . . ? C48 C47 H47 119.8 . . ? C47 C48 C43 120.19(19) . . ? C47 C48 H48 119.9 . . ? C43 C48 H48 119.9 . . ? C50 C49 H49A 109.5 . . ? C50 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C50 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C56 C50 C51 117.8(2) . . ? C56 C50 C49 120.9(2) . . ? C51 C50 C49 121.4(2) . . ? C52 C51 C50 120.7(2) . . ? C52 C51 H51 119.7 . . ? C50 C51 H51 119.7 . . ? C53 C52 C51 120.7(2) . . ? C53 C52 H52 119.6 . . ? C51 C52 H52 119.6 . . ? C52 C53 C54 120.3(2) . . ? C52 C53 H53 119.8 . . ? C54 C53 H53 119.8 . . ? C53 C54 C56 118.4(2) . . ? C53 C54 C55 120.5(2) . . ? C56 C54 C55 121.1(2) . . ? C54 C55 H55A 109.5 . . ? C54 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C54 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? C50 C56 C54 122.2(2) . . ? C50 C56 H56 118.9 . . ? C54 C56 H56 118.9 . . ? C57 C1 C13 123.6(5) . . ? C58 C13 C1 116.6(5) . . ? C58 C13 C37 124.3(5) . . ? C1 C13 C37 119.1(5) . . ? C57 C25 C59 115.0(4) . . ? C1 C57 C25 122.0(5) . . ? C1 C57 C60 120.1(5) . . ? C25 C57 C60 117.9(5) . . ? C13 C58 C59 118.8(5) . . ? C58 C59 C25 123.9(5) . . ? C62 C61 C65 124.5(9) . . ? C62 C61 C64 121.0(8) . . ? C65 C61 C64 114.4(8) . . ? C61 C62 C63 117.1(9) . . ? C68 C63 C62 125.2(10) . . ? C61 C65 C66 109.8(9) . . ? C68 C66 C65 128.3(12) . . ? C68 C66 C67 116.7(11) . . ? C65 C66 C67 115.0(9) . . ? C63 C68 C66 114.9(12) . . ? _diffrn_measured_fraction_theta_max 0.915 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.908 _refine_diff_density_min -0.504 _refine_diff_density_rms 0.073 data_c:1 _database_code_depnum_ccdc_archive 'CCDC 904014' #TrackingRef '1 p xylene.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H36 Cl2 N4 Ni, 4(C8 H10)' _chemical_formula_sum 'C76 H76 Cl2 N4 Ni' _chemical_formula_weight 1175.02 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' Ni Ni 0.3393 1.1124 '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 9.5570(9) _cell_length_b 23.899(2) _cell_length_c 27.482(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.806(2) _cell_angle_gamma 90.00 _cell_volume 6218.9(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5326 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 30.22 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.255 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2488 _exptl_absorpt_coefficient_mu 0.445 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8669 _exptl_absorpt_correction_T_max 0.9485 _exptl_absorpt_process_details 'SADABS (Bruker 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker Duo CCD Area Detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24858 _diffrn_reflns_av_R_equivalents 0.0415 _diffrn_reflns_av_sigmaI/netI 0.0536 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 30.62 _reflns_number_total 8844 _reflns_number_gt 6462 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2009)' _computing_cell_refinement 'SAINT (Bruker, 2009)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'X-Seed (Barbour 2001)' _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^)+(0.0420P)^2^+4.1946P] 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 8844 _refine_ls_number_parameters 383 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0668 _refine_ls_R_factor_gt 0.0428 _refine_ls_wR_factor_ref 0.1070 _refine_ls_wR_factor_gt 0.0968 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 0.5000 0.185176(12) 0.2500 0.01332(8) Uani 1 2 d S . . N1 N 0.5000 0.09819(8) 0.2500 0.0155(4) Uani 1 2 d S . . Cl1 Cl 0.28217(4) 0.182060(17) 0.190321(14) 0.01832(9) Uani 1 1 d . . . C2 C 0.49341(18) 0.06848(7) 0.20815(6) 0.0178(3) Uani 1 1 d . . . H2 H 0.4880 0.0883 0.1780 0.021 Uiso 1 1 calc R . . C3 C 0.49411(18) 0.01091(7) 0.20660(6) 0.0177(3) Uani 1 1 d . . . H3 H 0.4906 -0.0078 0.1759 0.021 Uiso 1 1 calc R . . C4 C 0.5000 -0.02035(10) 0.2500 0.0149(4) Uani 1 2 d S . . C5 C 0.5000 -0.08236(10) 0.2500 0.0160(5) Uani 1 2 d S . . C6 C 0.48444(18) -0.11296(7) 0.20596(6) 0.0214(4) Uani 1 1 d . . . H6 H 0.4735 -0.0935 0.1755 0.026 Uiso 1 1 calc R . . C7 C 0.4847(2) -0.17094(7) 0.20606(7) 0.0250(4) Uani 1 1 d . . . H7 H 0.4744 -0.1907 0.1758 0.030 Uiso 1 1 calc R . . C8 C 0.5000 -0.20045(11) 0.2500 0.0227(5) Uani 1 2 d S . . H8 H 0.5000 -0.2402 0.2500 0.027 Uiso 1 2 calc SR . . N9 N 0.37753(14) 0.19099(6) 0.30897(5) 0.0162(3) Uani 1 1 d . . . C10 C 0.24411(19) 0.17242(7) 0.30518(6) 0.0209(4) Uani 1 1 d . . . H10 H 0.2107 0.1491 0.2781 0.025 Uiso 1 1 calc R . . C11 C 0.15173(18) 0.18527(7) 0.33849(6) 0.0209(4) Uani 1 1 d . . . H11 H 0.0578 0.1713 0.3336 0.025 Uiso 1 1 calc R . . C12 C 0.19734(18) 0.21884(7) 0.37916(6) 0.0170(3) Uani 1 1 d . . . C13 C 0.33811(18) 0.23709(7) 0.38338(6) 0.0178(3) Uani 1 1 d . . . H13 H 0.3756 0.2595 0.4106 0.021 Uiso 1 1 calc R . . C14 C 0.42239(18) 0.22287(7) 0.34851(6) 0.0175(3) Uani 1 1 d . . . H14 H 0.5169 0.2362 0.3525 0.021 Uiso 1 1 calc R . . C15 C 0.10427(18) 0.23301(7) 0.41644(6) 0.0194(3) Uani 1 1 d . . . C16 C 0.1404(2) 0.27548(8) 0.45102(6) 0.0235(4) Uani 1 1 d . . . H16 H 0.2224 0.2974 0.4491 0.028 Uiso 1 1 calc R . . C17 C 0.0589(2) 0.28601(9) 0.48793(7) 0.0283(4) Uani 1 1 d . . . H17 H 0.0849 0.3152 0.5109 0.034 Uiso 1 1 calc R . . C18 C -0.0607(2) 0.25414(9) 0.49154(7) 0.0307(4) Uani 1 1 d . . . H18 H -0.1149 0.2604 0.5176 0.037 Uiso 1 1 calc R . . C19 C -0.1005(2) 0.21300(9) 0.45667(7) 0.0310(4) Uani 1 1 d . . . H19 H -0.1834 0.1916 0.4584 0.037 Uiso 1 1 calc R . . C20 C -0.01964(19) 0.20296(8) 0.41928(7) 0.0249(4) Uani 1 1 d . . . H20 H -0.0490 0.1752 0.3953 0.030 Uiso 1 1 calc R . . N21 N 0.5000 0.27318(8) 0.2500 0.0145(4) Uani 1 2 d S . . C22 C 0.37923(17) 0.30272(7) 0.24816(6) 0.0168(3) Uani 1 1 d . . . H22 H 0.2927 0.2828 0.2464 0.020 Uiso 1 1 calc R . . C23 C 0.37488(17) 0.36041(7) 0.24863(6) 0.0177(3) Uani 1 1 d . . . H23 H 0.2870 0.3792 0.2480 0.021 Uiso 1 1 calc R . . C24 C 0.5000 0.39137(10) 0.2500 0.0150(4) Uani 1 2 d S . . C25 C 0.5000 0.45336(9) 0.2500 0.0148(4) Uani 1 2 d S . . C26 C 0.39374(17) 0.48327(7) 0.26896(6) 0.0184(3) Uani 1 1 d . . . H26 H 0.3207 0.4636 0.2819 0.022 Uiso 1 1 calc R . . C27 C 0.39383(18) 0.54136(7) 0.26910(6) 0.0210(4) Uani 1 1 d . . . H27 H 0.3214 0.5612 0.2822 0.025 Uiso 1 1 calc R . . C28 C 0.5000 0.57040(10) 0.2500 0.0213(5) Uani 1 2 d S . . H28 H 0.5000 0.6101 0.2500 0.026 Uiso 1 2 calc SR . . C29 C 1.4738(2) 0.09474(9) 0.06684(8) 0.0357(5) Uani 1 1 d . . . H29A H 1.4286 0.1280 0.0787 0.054 Uiso 1 1 calc R . . H29B H 1.4747 0.0979 0.0313 0.054 Uiso 1 1 calc R . . H29C H 1.5709 0.0919 0.0835 0.054 Uiso 1 1 calc R . . C30 C 1.39234(19) 0.04326(8) 0.07766(6) 0.0235(4) Uani 1 1 d . . . C31 C 1.2694(2) 0.04707(8) 0.09918(6) 0.0244(4) Uani 1 1 d . . . H31 H 1.2361 0.0828 0.1076 0.029 Uiso 1 1 calc R . . C32 C 1.19402(19) -0.00073(8) 0.10866(6) 0.0238(4) Uani 1 1 d . . . H32 H 1.1098 0.0029 0.1232 0.029 Uiso 1 1 calc R . . C33 C 1.24039(18) -0.05361(8) 0.09717(6) 0.0223(4) Uani 1 1 d . . . C34 C 1.1590(2) -0.10541(9) 0.10790(8) 0.0328(5) Uani 1 1 d . . . H34A H 1.0896 -0.0957 0.1297 0.049 Uiso 1 1 calc R . . H34B H 1.2245 -0.1335 0.1239 0.049 Uiso 1 1 calc R . . H34C H 1.1101 -0.1207 0.0771 0.049 Uiso 1 1 calc R . . C35 C 1.36519(19) -0.05742(8) 0.07607(6) 0.0228(4) Uani 1 1 d . . . H35 H 1.3997 -0.0932 0.0684 0.027 Uiso 1 1 calc R . . C36 C 1.43942(19) -0.00984(8) 0.06618(6) 0.0234(4) Uani 1 1 d . . . H36 H 1.5233 -0.0134 0.0514 0.028 Uiso 1 1 calc R . . C37 C 0.8623(2) 0.07372(9) 0.05447(8) 0.0381(5) Uani 1 1 d . . . H37A H 0.8397 0.1001 0.0796 0.057 Uiso 1 1 calc R . . H37B H 0.8059 0.0828 0.0229 0.057 Uiso 1 1 calc R . . H37C H 0.9629 0.0764 0.0512 0.057 Uiso 1 1 calc R . . C38 C 0.82887(19) 0.01522(9) 0.06927(7) 0.0285(4) Uani 1 1 d . . . C39 C 0.8252(2) -0.02828(9) 0.03542(7) 0.0303(4) Uani 1 1 d . . . H39 H 0.8417 -0.0206 0.0028 0.036 Uiso 1 1 calc R . . C40 C 0.7977(2) -0.08265(9) 0.04876(7) 0.0315(5) Uani 1 1 d . . . H40 H 0.7957 -0.1116 0.0250 0.038 Uiso 1 1 calc R . . C41 C 0.7728(2) -0.09602(9) 0.09627(7) 0.0305(4) Uani 1 1 d . . . C42 C 0.7450(3) -0.15556(10) 0.11082(9) 0.0434(6) Uani 1 1 d . . . H42A H 0.7547 -0.1583 0.1467 0.065 Uiso 1 1 calc R . . H42B H 0.8133 -0.1806 0.0984 0.065 Uiso 1 1 calc R . . H42C H 0.6491 -0.1664 0.0968 0.065 Uiso 1 1 calc R . . C43 C 0.7757(2) -0.05224(9) 0.12984(7) 0.0293(4) Uani 1 1 d . . . H43 H 0.7588 -0.0599 0.1625 0.035 Uiso 1 1 calc R . . C44 C 0.80284(19) 0.00222(9) 0.11670(7) 0.0295(4) Uani 1 1 d . . . H44 H 0.8037 0.0312 0.1404 0.035 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 Ni1 0.01471(14) 0.01239(15) 0.01321(14) 0.000 0.00320(10) 0.000 N1 0.0158(9) 0.0148(10) 0.0158(9) 0.000 0.0013(7) 0.000 Cl1 0.01741(18) 0.0196(2) 0.01748(19) 0.00031(15) 0.00071(14) -0.00063(15) C2 0.0225(8) 0.0176(8) 0.0134(7) 0.0012(6) 0.0031(6) 0.0016(6) C3 0.0208(8) 0.0174(8) 0.0150(7) -0.0022(6) 0.0024(6) -0.0003(6) C4 0.0115(10) 0.0164(11) 0.0160(10) 0.000 -0.0008(8) 0.000 C5 0.0122(10) 0.0156(11) 0.0198(11) 0.000 0.0007(8) 0.000 C6 0.0236(9) 0.0188(9) 0.0212(8) -0.0011(7) 0.0011(7) -0.0024(7) C7 0.0265(9) 0.0189(9) 0.0290(9) -0.0057(7) 0.0015(8) -0.0017(7) C8 0.0186(11) 0.0133(12) 0.0360(14) 0.000 0.0030(10) 0.000 N9 0.0182(6) 0.0157(7) 0.0152(6) -0.0006(5) 0.0039(5) -0.0011(5) C10 0.0240(8) 0.0210(9) 0.0183(8) -0.0050(6) 0.0049(7) -0.0055(7) C11 0.0195(8) 0.0238(9) 0.0200(8) -0.0015(7) 0.0047(6) -0.0052(7) C12 0.0206(8) 0.0162(8) 0.0147(7) 0.0014(6) 0.0046(6) 0.0022(6) C13 0.0217(8) 0.0167(8) 0.0150(7) -0.0023(6) 0.0021(6) 0.0007(6) C14 0.0178(8) 0.0173(8) 0.0174(8) -0.0004(6) 0.0020(6) -0.0020(6) C15 0.0215(8) 0.0203(9) 0.0169(8) 0.0026(6) 0.0044(6) 0.0041(7) C16 0.0247(9) 0.0254(10) 0.0211(8) -0.0012(7) 0.0056(7) 0.0041(7) C17 0.0288(10) 0.0359(11) 0.0205(9) -0.0051(8) 0.0050(7) 0.0093(8) C18 0.0262(9) 0.0434(12) 0.0249(9) -0.0002(8) 0.0116(8) 0.0106(9) C19 0.0244(9) 0.0368(12) 0.0342(11) 0.0017(9) 0.0124(8) 0.0024(8) C20 0.0223(9) 0.0271(10) 0.0263(9) -0.0016(7) 0.0068(7) 0.0025(7) N21 0.0139(9) 0.0137(9) 0.0160(9) 0.000 0.0023(7) 0.000 C22 0.0133(7) 0.0166(8) 0.0209(8) -0.0002(6) 0.0037(6) -0.0016(6) C23 0.0141(7) 0.0175(8) 0.0217(8) 0.0004(6) 0.0034(6) 0.0025(6) C24 0.0161(10) 0.0150(11) 0.0139(10) 0.000 0.0028(8) 0.000 C25 0.0144(10) 0.0145(11) 0.0147(10) 0.000 -0.0004(8) 0.000 C26 0.0154(7) 0.0183(9) 0.0218(8) 0.0008(6) 0.0033(6) -0.0007(6) C27 0.0196(8) 0.0178(9) 0.0253(9) -0.0028(7) 0.0024(7) 0.0039(7) C28 0.0200(11) 0.0149(12) 0.0269(13) 0.000 -0.0036(10) 0.000 C29 0.0422(12) 0.0313(12) 0.0322(11) 0.0057(9) -0.0003(9) -0.0090(9) C30 0.0251(9) 0.0271(10) 0.0168(8) 0.0035(7) -0.0023(7) -0.0011(7) C31 0.0276(9) 0.0244(10) 0.0197(8) -0.0003(7) -0.0022(7) 0.0071(7) C32 0.0192(8) 0.0327(10) 0.0193(8) 0.0007(7) 0.0023(7) 0.0031(7) C33 0.0187(8) 0.0265(10) 0.0206(8) 0.0021(7) -0.0008(7) -0.0031(7) C34 0.0266(10) 0.0321(11) 0.0394(11) 0.0020(9) 0.0039(9) -0.0074(8) C35 0.0219(8) 0.0233(9) 0.0225(9) -0.0032(7) 0.0005(7) 0.0022(7) C36 0.0193(8) 0.0328(11) 0.0180(8) -0.0006(7) 0.0022(7) -0.0004(7) C37 0.0315(11) 0.0396(13) 0.0431(12) -0.0055(10) 0.0048(10) -0.0066(9) C38 0.0174(8) 0.0377(12) 0.0291(10) -0.0061(8) -0.0016(7) -0.0003(8) C39 0.0256(9) 0.0432(12) 0.0220(9) -0.0058(8) 0.0028(7) 0.0025(9) C40 0.0308(10) 0.0393(12) 0.0229(9) -0.0092(8) -0.0018(8) 0.0058(9) C41 0.0251(9) 0.0375(12) 0.0270(10) -0.0033(8) -0.0037(8) 0.0036(8) C42 0.0502(14) 0.0384(13) 0.0391(12) -0.0003(10) -0.0025(11) 0.0053(11) C43 0.0226(9) 0.0439(12) 0.0202(9) -0.0026(8) -0.0016(7) 0.0021(8) C44 0.0198(9) 0.0415(12) 0.0263(9) -0.0136(8) -0.0002(7) 0.0002(8) _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 N1 2.0788(19) . ? Ni1 N21 2.1032(19) . ? Ni1 N9 2.1286(14) . ? Ni1 N9 2.1287(14) 2_655 ? Ni1 Cl1 2.4702(4) . ? Ni1 Cl1 2.4702(4) 2_655 ? N1 C2 1.3459(19) . ? N1 C2 1.3460(19) 2_655 ? C2 C3 1.376(2) . ? C2 H2 0.9500 . ? C3 C4 1.402(2) . ? C3 H3 0.9500 . ? C4 C3 1.402(2) 2_655 ? C4 C5 1.482(3) . ? C5 C6 1.405(2) 2_655 ? C5 C6 1.405(2) . ? C6 C7 1.386(2) . ? C6 H6 0.9500 . ? C7 C8 1.389(2) . ? C7 H7 0.9500 . ? C8 C7 1.389(2) 2_655 ? C8 H8 0.9500 . ? N9 C10 1.341(2) . ? N9 C14 1.349(2) . ? C10 C11 1.390(2) . ? C10 H10 0.9500 . ? C11 C12 1.397(2) . ? C11 H11 0.9500 . ? C12 C13 1.404(2) . ? C12 C15 1.484(2) . ? C13 C14 1.375(2) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C20 1.396(3) . ? C15 C16 1.401(2) . ? C16 C17 1.384(3) . ? C16 H16 0.9500 . ? C17 C18 1.389(3) . ? C17 H17 0.9500 . ? C18 C19 1.389(3) . ? C18 H18 0.9500 . ? C19 C20 1.388(3) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? N21 C22 1.3481(19) . ? N21 C22 1.3481(19) 2_655 ? C22 C23 1.380(2) . ? C22 H22 0.9500 . ? C23 C24 1.402(2) . ? C23 H23 0.9500 . ? C24 C23 1.402(2) 2_655 ? C24 C25 1.481(3) . ? C25 C26 1.399(2) . ? C25 C26 1.399(2) 2_655 ? C26 C27 1.388(2) . ? C26 H26 0.9500 . ? C27 C28 1.390(2) . ? C27 H27 0.9500 . ? C28 C27 1.390(2) 2_655 ? C28 H28 0.9500 . ? C29 C30 1.507(3) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 C31 1.389(3) . ? C30 C36 1.397(3) . ? C31 C32 1.394(3) . ? C31 H31 0.9500 . ? C32 C33 1.390(3) . ? C32 H32 0.9500 . ? C33 C35 1.398(3) . ? C33 C34 1.512(3) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 C36 1.387(3) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 C38 1.502(3) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 C39 1.392(3) . ? C38 C44 1.395(3) . ? C39 C40 1.385(3) . ? C39 H39 0.9500 . ? C40 C41 1.396(3) . ? C40 H40 0.9500 . ? C41 C43 1.393(3) . ? C41 C42 1.511(3) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 C44 1.385(3) . ? C43 H43 0.9500 . ? C44 H44 0.9500 . ? 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 Ni1 N21 180.0 . . ? N1 Ni1 N9 93.74(4) . . ? N21 Ni1 N9 86.26(4) . . ? N1 Ni1 N9 93.74(4) . 2_655 ? N21 Ni1 N9 86.26(4) . 2_655 ? N9 Ni1 N9 172.51(7) . 2_655 ? N1 Ni1 Cl1 88.272(12) . . ? N21 Ni1 Cl1 91.728(12) . . ? N9 Ni1 Cl1 90.37(4) . . ? N9 Ni1 Cl1 89.85(4) 2_655 . ? N1 Ni1 Cl1 88.271(12) . 2_655 ? N21 Ni1 Cl1 91.729(12) . 2_655 ? N9 Ni1 Cl1 89.85(4) . 2_655 ? N9 Ni1 Cl1 90.37(4) 2_655 2_655 ? Cl1 Ni1 Cl1 176.54(2) . 2_655 ? C2 N1 C2 116.3(2) . 2_655 ? C2 N1 Ni1 121.85(10) . . ? C2 N1 Ni1 121.85(10) 2_655 . ? N1 C2 C3 123.64(16) . . ? N1 C2 H2 118.2 . . ? C3 C2 H2 118.2 . . ? C2 C3 C4 120.41(16) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C3 C4 C3 115.6(2) 2_655 . ? C3 C4 C5 122.20(11) 2_655 . ? C3 C4 C5 122.20(11) . . ? C6 C5 C6 117.3(2) 2_655 . ? C6 C5 C4 121.37(11) 2_655 . ? C6 C5 C4 121.37(11) . . ? C7 C6 C5 121.26(17) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? C6 C7 C8 120.63(18) . . ? C6 C7 H7 119.7 . . ? C8 C7 H7 119.7 . . ? C7 C8 C7 119.0(2) 2_655 . ? C7 C8 H8 120.5 2_655 . ? C7 C8 H8 120.5 . . ? C10 N9 C14 116.39(15) . . ? C10 N9 Ni1 122.32(11) . . ? C14 N9 Ni1 120.19(11) . . ? N9 C10 C11 123.94(15) . . ? N9 C10 H10 118.0 . . ? C11 C10 H10 118.0 . . ? C10 C11 C12 119.80(16) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C11 C12 C13 115.84(16) . . ? C11 C12 C15 122.16(15) . . ? C13 C12 C15 121.98(15) . . ? C14 C13 C12 120.73(15) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? N9 C14 C13 123.28(15) . . ? N9 C14 H14 118.4 . . ? C13 C14 H14 118.4 . . ? C20 C15 C16 117.87(17) . . ? C20 C15 C12 120.91(16) . . ? C16 C15 C12 121.17(16) . . ? C17 C16 C15 121.16(18) . . ? C17 C16 H16 119.4 . . ? C15 C16 H16 119.4 . . ? C16 C17 C18 120.25(18) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C17 C18 C19 119.29(18) . . ? C17 C18 H18 120.4 . . ? C19 C18 H18 120.4 . . ? C20 C19 C18 120.38(19) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C19 C20 C15 120.94(18) . . ? C19 C20 H20 119.5 . . ? C15 C20 H20 119.5 . . ? C22 N21 C22 116.8(2) . 2_655 ? C22 N21 Ni1 121.58(10) . . ? C22 N21 Ni1 121.58(10) 2_655 . ? N21 C22 C23 123.35(16) . . ? N21 C22 H22 118.3 . . ? C23 C22 H22 118.3 . . ? C22 C23 C24 120.06(16) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C23 C24 C23 116.3(2) . 2_655 ? C23 C24 C25 121.84(11) . . ? C23 C24 C25 121.85(11) 2_655 . ? C26 C25 C26 118.6(2) . 2_655 ? C26 C25 C24 120.72(11) . . ? C26 C25 C24 120.73(11) 2_655 . ? C27 C26 C25 120.78(17) . . ? C27 C26 H26 119.6 . . ? C25 C26 H26 119.6 . . ? C26 C27 C28 119.90(17) . . ? C26 C27 H27 120.1 . . ? C28 C27 H27 120.1 . . ? C27 C28 C27 120.1(2) . 2_655 ? C27 C28 H28 120.0 . . ? C27 C28 H28 120.0 2_655 . ? C30 C29 H29A 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C30 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 C36 118.22(18) . . ? C31 C30 C29 121.35(18) . . ? C36 C30 C29 120.43(18) . . ? C30 C31 C32 120.97(18) . . ? C30 C31 H31 119.5 . . ? C32 C31 H31 119.5 . . ? C33 C32 C31 120.94(18) . . ? C33 C32 H32 119.5 . . ? C31 C32 H32 119.5 . . ? C32 C33 C35 118.03(17) . . ? C32 C33 C34 120.78(18) . . ? C35 C33 C34 121.18(18) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C36 C35 C33 121.05(18) . . ? C36 C35 H35 119.5 . . ? C33 C35 H35 119.5 . . ? C35 C36 C30 120.78(18) . . ? C35 C36 H36 119.6 . . ? C30 C36 H36 119.6 . . ? C38 C37 H37A 109.5 . . ? C38 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C38 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C39 C38 C44 117.8(2) . . ? C39 C38 C37 120.08(19) . . ? C44 C38 C37 122.12(19) . . ? C40 C39 C38 120.81(19) . . ? C40 C39 H39 119.6 . . ? C38 C39 H39 119.6 . . ? C39 C40 C41 121.68(19) . . ? C39 C40 H40 119.2 . . ? C41 C40 H40 119.2 . . ? C43 C41 C40 117.2(2) . . ? C43 C41 C42 121.37(19) . . ? C40 C41 C42 121.44(19) . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C44 C43 C41 121.41(19) . . ? C44 C43 H43 119.3 . . ? C41 C43 H43 119.3 . . ? C43 C44 C38 121.11(18) . . ? C43 C44 H44 119.4 . . ? C38 C44 H44 119.4 . . ? _diffrn_measured_fraction_theta_max 0.920 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.386 _refine_diff_density_min -0.462 _refine_diff_density_rms 0.064 data_g:1 _database_code_depnum_ccdc_archive 'CCDC 904015' #TrackingRef '1 o xylene.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H36 Cl2 N4 Ni, 4(C8 H4)' _chemical_formula_sum 'C76 H52 Cl2 N4 Ni' _chemical_formula_weight 1150.83 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' Ni Ni 0.3393 1.1124 '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 9.6749(5) _cell_length_b 23.1727(12) _cell_length_c 28.2174(15) _cell_angle_alpha 90.00 _cell_angle_beta 95.5260(10) _cell_angle_gamma 90.00 _cell_volume 6296.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2449 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 23.40 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.214 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2392 _exptl_absorpt_coefficient_mu 0.439 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8776 _exptl_absorpt_correction_T_max 0.9644 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker Duo CCD Area Detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23418 _diffrn_reflns_av_R_equivalents 0.0260 _diffrn_reflns_av_sigmaI/netI 0.0289 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 28.34 _reflns_number_total 7832 _reflns_number_gt 6285 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2009)' _computing_cell_refinement 'SAINT (Bruker, 2009)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'X-Seed (Barbour 2001)' _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. In this structure there is disorder of both the ligand and the guest molecules. The phenyl substituent of the ligand could be modelled as disordered over two positions of 60-40% occupancy, while the various positions of the disordered o-xylene could not be resolved. Therefore, the highest populated orientation was refined as a full occupancy molecule for both the o-xylene molecules in the asymmetric unit. The number of least squares restraints in the structure is 134. ; _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^)+(0.1058P)^2^+14.7300P] 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 7832 _refine_ls_number_parameters 428 _refine_ls_number_restraints 134 _refine_ls_R_factor_all 0.0750 _refine_ls_R_factor_gt 0.0616 _refine_ls_wR_factor_ref 0.1909 _refine_ls_wR_factor_gt 0.1774 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.040 _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 Cl1 Cl 0.21614(6) 0.23471(2) 0.30364(2) 0.02725(16) Uani 1 1 d . . . Ni2 Ni 0.0000 0.234466(18) 0.2500 0.02240(14) Uani 1 2 d S . . C1 C -0.386(3) 0.2552(16) 0.4219(8) 0.034(2) Uani 0.399(6) 1 d PD A 2 C2 C -0.4678(9) 0.2114(4) 0.4367(3) 0.046(2) Uani 0.399(6) 1 d PD A 2 H2 H -0.4684 0.1758 0.4199 0.055 Uiso 0.399(6) 1 calc PR A 2 C3 C -0.5498(9) 0.2155(4) 0.4745(3) 0.052(3) Uani 0.399(6) 1 d PD A 2 H3 H -0.6040 0.1834 0.4826 0.062 Uiso 0.399(6) 1 calc PR A 2 C4 C -0.5523(12) 0.2656(5) 0.4998(4) 0.044(2) Uani 0.399(6) 1 d PD A 2 H4 H -0.6073 0.2688 0.5258 0.053 Uiso 0.399(6) 1 calc PR A 2 C5 C -0.4753(17) 0.3104(6) 0.4872(5) 0.051(4) Uani 0.399(6) 1 d PD A 2 H5 H -0.4804 0.3459 0.5037 0.061 Uiso 0.399(6) 1 calc PR A 2 C6 C -0.3886(12) 0.3065(4) 0.4508(4) 0.046(2) Uani 0.399(6) 1 d PD A 2 H6 H -0.3304 0.3382 0.4449 0.055 Uiso 0.399(6) 1 calc PR A 2 C7 C -0.3895(18) 0.2655(9) 0.4194(5) 0.034(2) Uani 0.601(6) 1 d PD A 1 C8 C -0.3440(6) 0.2814(4) 0.4640(2) 0.0499(18) Uani 0.601(6) 1 d PD A 1 H8 H -0.2471 0.2851 0.4727 0.060 Uiso 0.601(6) 1 calc PR A 1 C9 C -0.4380(10) 0.2925(5) 0.4975(3) 0.061(3) Uani 0.601(6) 1 d PD A 1 H9 H -0.4057 0.3037 0.5290 0.074 Uiso 0.601(6) 1 calc PR A 1 C10 C -0.5805(8) 0.2869(4) 0.4839(3) 0.054(2) Uani 0.601(6) 1 d PD A 1 H10 H -0.6455 0.2939 0.5064 0.064 Uiso 0.601(6) 1 calc PR A 1 C11 C -0.6267(5) 0.2711(2) 0.43778(19) 0.0413(13) Uani 0.601(6) 1 d PD A 1 H11 H -0.7235 0.2679 0.4287 0.050 Uiso 0.601(6) 1 calc PR A 1 C12 C -0.5329(5) 0.2600(2) 0.40455(17) 0.0324(11) Uani 0.601(6) 1 d PD A 1 H12 H -0.5641 0.2490 0.3729 0.039 Uiso 0.601(6) 1 calc PR A 1 C21 C -0.2388(3) 0.21045(12) 0.30908(10) 0.0332(6) Uani 1 1 d . . . H21 H -0.2657 0.1856 0.2830 0.040 Uiso 1 1 calc R . . N22 N -0.1152(2) 0.23673(9) 0.31035(8) 0.0261(4) Uani 1 1 d . . . C23 C -0.0771(3) 0.26963(11) 0.34867(9) 0.0282(5) Uani 1 1 d . . . H23 H 0.0113 0.2878 0.3509 0.034 Uiso 1 1 calc R . . C24 C -0.1612(3) 0.27809(12) 0.38492(9) 0.0304(5) Uani 1 1 d . A . H24 H -0.1296 0.3015 0.4114 0.036 Uiso 1 1 calc R . . N25 N 0.0000 0.32433(12) 0.2500 0.0221(5) Uani 1 2 d S . . C26 C -0.1206(2) 0.41390(10) 0.25528(8) 0.0231(5) Uani 1 1 d . . . H26 H -0.2052 0.4333 0.2594 0.028 Uiso 1 1 calc R . . C27 C 0.0000 0.44575(14) 0.2500 0.0192(6) Uani 1 2 d S . . C28 C 0.0000 0.50956(14) 0.2500 0.0206(6) Uani 1 2 d S . . C29 C -0.0994(2) 0.54042(10) 0.27250(8) 0.0229(5) Uani 1 1 d . . . H29 H -0.1680 0.5201 0.2878 0.028 Uiso 1 1 calc R . . C30 C -0.0992(3) 0.60042(11) 0.27286(9) 0.0256(5) Uani 1 1 d . . . H30 H -0.1664 0.6209 0.2886 0.031 Uiso 1 1 calc R . . C31 C 0.0000 0.63023(14) 0.2500 0.0258(7) Uani 1 2 d S . . H31 H 0.0000 0.6712 0.2500 0.031 Uiso 1 2 calc SR . . N32 N 0.0000 0.14404(12) 0.2500 0.0239(6) Uani 1 2 d S . . C33 C 0.0272(3) 0.11390(11) 0.29034(8) 0.0246(5) Uani 1 1 d . . . H33 H 0.0470 0.1345 0.3193 0.030 Uiso 1 1 calc R . . C34 C 0.0280(2) 0.05417(10) 0.29194(8) 0.0234(5) Uani 1 1 d . . . H34 H 0.0475 0.0348 0.3215 0.028 Uiso 1 1 calc R . . C22 C -0.1168(2) 0.35455(10) 0.25450(9) 0.0237(5) Uani 1 1 d . . . H22 H -0.2005 0.3339 0.2573 0.028 Uiso 1 1 calc R . . C35 C 0.0000 0.02240(14) 0.2500 0.0197(6) Uani 1 2 d S . . C36 C 0.0000 -0.04161(14) 0.2500 0.0228(6) Uani 1 2 d S . . C37 C 0.0092(3) -0.07279(11) 0.20799(10) 0.0303(5) Uani 1 1 d . . . H37 H 0.0149 -0.0526 0.1789 0.036 Uiso 1 1 calc R . . C38 C 0.0099(3) -0.13297(12) 0.20808(13) 0.0404(7) Uani 1 1 d . . . H38 H 0.0173 -0.1535 0.1793 0.048 Uiso 1 1 calc R . . C39 C 0.0000 -0.16279(17) 0.2500 0.0431(11) Uani 1 2 d S . . H39 H 0.0000 -0.2038 0.2500 0.052 Uiso 1 2 calc SR . . C40 C 0.2952(4) 0.0648(2) 0.13345(16) 0.0620(10) Uani 1 1 d U . . C41 C 0.3065(3) 0.00754(19) 0.11027(12) 0.0519(9) Uani 1 1 d DU . . C42 C 0.2946(4) -0.0428(2) 0.1324(2) 0.0790(14) Uani 1 1 d DU . . H42 H 0.2796 -0.0397 0.1650 0.095 Uiso 1 1 calc R . . C43 C 0.3003(6) -0.0965(2) 0.1162(3) 0.0943(19) Uani 1 1 d DU . . H43 H 0.2913 -0.1300 0.1351 0.113 Uiso 1 1 calc R . . C44 C 0.3217(7) -0.0976(4) 0.0672(3) 0.167(5) Uani 1 1 d DU . . H44 H 0.3250 -0.1344 0.0526 0.200 Uiso 1 1 calc R . . C45 C 0.3384(6) -0.0495(4) 0.0384(2) 0.127(4) Uani 1 1 d D . . H45 H 0.3542 -0.0527 0.0058 0.152 Uiso 1 1 calc R . . C46 C 0.3298(3) 0.0046(3) 0.06162(13) 0.089(2) Uani 1 1 d D . . C47 C 0.3463(6) 0.0570(5) 0.0344(2) 0.137(3) Uani 1 1 d . . . C48 C 0.1941(4) 0.4386(2) 0.10677(15) 0.0662(11) Uani 1 1 d U . . C49 C 0.2547(3) 0.4953(2) 0.09764(12) 0.0579(10) Uani 1 1 d DU . . C25 C 0.1908(4) 0.5451(2) 0.10964(11) 0.0578(10) Uani 1 1 d DU . . H25A H 0.1048 0.5424 0.1231 0.069 Uiso 1 1 calc R . . C51 C 0.2453(5) 0.5991(3) 0.10310(14) 0.0739(13) Uani 1 1 d DU . . H51 H 0.1980 0.6330 0.1115 0.089 Uiso 1 1 calc R . . C52 C 0.3724(5) 0.6022(3) 0.08372(15) 0.0904(16) Uani 1 1 d DU . . H52 H 0.4144 0.6387 0.0798 0.109 Uiso 1 1 calc R . . C53 C 0.4372(5) 0.5533(3) 0.07029(13) 0.0953(17) Uani 1 1 d DU . . H53 H 0.5214 0.5568 0.0558 0.114 Uiso 1 1 calc R . . C54 C 0.3835(4) 0.4987(3) 0.07728(12) 0.0789(14) Uani 1 1 d DU . . C55 C 0.4552(4) 0.4457(4) 0.06247(19) 0.110(2) Uani 1 1 d U . . C19 C -0.3292(3) 0.21758(13) 0.34363(10) 0.0343(6) Uani 1 1 d . A . H19 H -0.4167 0.1986 0.3406 0.041 Uiso 1 1 calc R . . C32 C -0.2923(3) 0.25254(12) 0.38299(9) 0.0296(5) Uani 1 1 d 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 Cl1 0.0269(3) 0.0241(3) 0.0300(3) 0.0001(2) -0.0013(2) 0.0006(2) Ni2 0.0244(2) 0.0199(2) 0.0231(2) 0.000 0.00295(16) 0.000 C1 0.0317(17) 0.035(8) 0.037(2) -0.006(3) 0.0097(16) -0.004(3) C2 0.048(4) 0.058(5) 0.034(4) -0.018(4) 0.019(3) -0.024(4) C3 0.046(5) 0.072(6) 0.042(4) -0.019(4) 0.025(4) -0.025(4) C4 0.040(5) 0.059(7) 0.035(5) -0.002(4) 0.016(4) 0.003(4) C5 0.077(12) 0.042(5) 0.038(8) -0.005(5) 0.032(7) 0.001(5) C6 0.068(7) 0.031(4) 0.044(5) -0.006(4) 0.031(5) -0.006(4) C7 0.0317(17) 0.035(8) 0.037(2) -0.006(3) 0.0097(16) -0.004(3) C8 0.033(3) 0.092(6) 0.025(3) -0.002(3) 0.003(2) -0.009(3) C9 0.041(4) 0.120(10) 0.024(3) -0.001(5) 0.007(3) -0.007(5) C10 0.040(4) 0.085(6) 0.039(4) -0.005(4) 0.021(3) -0.009(4) C11 0.032(2) 0.056(3) 0.038(3) 0.006(2) 0.011(2) -0.002(2) C12 0.031(2) 0.038(2) 0.030(2) 0.0044(18) 0.0073(18) -0.0026(18) C21 0.0351(14) 0.0359(14) 0.0292(13) -0.0069(11) 0.0053(11) -0.0127(11) N22 0.0291(10) 0.0247(10) 0.0244(10) -0.0008(8) 0.0021(8) -0.0048(8) C23 0.0292(12) 0.0294(12) 0.0258(12) -0.0017(9) 0.0025(10) -0.0068(10) C24 0.0313(13) 0.0347(13) 0.0253(12) -0.0058(10) 0.0035(10) -0.0065(10) N25 0.0188(12) 0.0222(13) 0.0255(14) 0.000 0.0038(10) 0.000 C26 0.0158(10) 0.0267(11) 0.0274(11) 0.0005(9) 0.0050(8) 0.0015(8) C27 0.0171(14) 0.0220(14) 0.0188(14) 0.000 0.0026(11) 0.000 C28 0.0185(14) 0.0229(15) 0.0206(14) 0.000 0.0035(11) 0.000 C29 0.0199(10) 0.0244(11) 0.0253(11) -0.0007(9) 0.0062(8) 0.0001(8) C30 0.0241(11) 0.0254(11) 0.0276(12) -0.0018(9) 0.0050(9) 0.0035(9) C31 0.0256(16) 0.0200(15) 0.0310(17) 0.000 -0.0009(13) 0.000 N32 0.0265(14) 0.0232(13) 0.0217(13) 0.000 0.0007(11) 0.000 C33 0.0294(12) 0.0265(11) 0.0180(10) -0.0017(9) 0.0019(9) -0.0023(9) C34 0.0248(11) 0.0272(11) 0.0182(10) 0.0036(9) 0.0029(8) -0.0023(9) C22 0.0175(10) 0.0258(11) 0.0282(12) -0.0003(9) 0.0045(9) -0.0018(8) C35 0.0127(13) 0.0237(15) 0.0233(15) 0.000 0.0046(11) 0.000 C36 0.0122(13) 0.0237(15) 0.0324(17) 0.000 0.0017(12) 0.000 C37 0.0230(11) 0.0288(12) 0.0391(14) -0.0064(11) 0.0033(10) -0.0028(9) C38 0.0299(14) 0.0300(14) 0.061(2) -0.0135(13) 0.0021(13) -0.0018(11) C39 0.0244(18) 0.0232(17) 0.081(3) 0.000 0.0019(19) 0.000 C40 0.0408(18) 0.076(3) 0.068(2) -0.022(2) -0.0043(17) 0.0099(18) C41 0.0258(14) 0.084(3) 0.0451(18) 0.0020(18) -0.0026(13) -0.0001(15) C42 0.037(2) 0.089(3) 0.107(4) 0.006(3) -0.019(2) -0.002(2) C43 0.074(3) 0.069(3) 0.131(5) -0.017(3) -0.032(3) 0.011(3) C44 0.083(5) 0.190(10) 0.210(10) -0.128(8) -0.075(6) 0.062(6) C45 0.043(3) 0.270(12) 0.063(3) -0.025(5) -0.018(2) 0.031(5) C46 0.0193(14) 0.215(7) 0.0319(18) -0.020(3) -0.0005(13) 0.009(2) C47 0.052(3) 0.272(11) 0.082(4) 0.070(5) -0.010(3) -0.020(4) C48 0.050(2) 0.097(3) 0.051(2) -0.004(2) 0.0018(17) 0.007(2) C49 0.0293(15) 0.114(3) 0.0296(15) -0.0115(18) -0.0020(12) -0.0035(17) C25 0.0333(16) 0.110(3) 0.0290(15) 0.0032(18) -0.0035(12) 0.0108(18) C51 0.063(2) 0.119(4) 0.0388(19) 0.026(2) -0.0024(17) -0.012(2) C52 0.064(3) 0.167(5) 0.038(2) 0.034(3) -0.0087(18) -0.029(3) C53 0.043(2) 0.215(6) 0.0279(17) -0.014(3) 0.0013(15) -0.028(3) C54 0.0348(17) 0.176(5) 0.0253(16) -0.030(2) 0.0016(13) -0.013(2) C55 0.037(2) 0.211(6) 0.081(3) -0.082(4) 0.003(2) 0.008(3) C19 0.0312(13) 0.0410(15) 0.0315(14) -0.0049(11) 0.0061(11) -0.0130(11) C32 0.0280(12) 0.0341(13) 0.0270(12) 0.0003(10) 0.0041(10) -0.0008(10) _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 Cl1 Ni2 2.4606(6) . ? Ni2 N25 2.082(3) . ? Ni2 N32 2.095(3) . ? Ni2 N22 2.124(2) . ? Ni2 N22 2.124(2) 2 ? Ni2 Cl1 2.4606(6) 2 ? C1 C2 1.38(4) . ? C1 C6 1.44(4) . ? C1 C32 1.489(13) . ? C2 C3 1.391(10) . ? C2 H2 0.9500 . ? C3 C4 1.365(15) . ? C3 H3 0.9500 . ? C4 C5 1.35(2) . ? C4 H4 0.9500 . ? C5 C6 1.388(17) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.34(2) . ? C7 C12 1.42(2) . ? C7 C32 1.488(9) . ? C8 C9 1.398(12) . ? C8 H8 0.9500 . ? C9 C10 1.401(13) . ? C9 H9 0.9500 . ? C10 C11 1.383(9) . ? C10 H10 0.9500 . ? C11 C12 1.390(7) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C21 N22 1.340(3) . ? C21 C19 1.381(4) . ? C21 H21 0.9500 . ? N22 C23 1.345(3) . ? C23 C24 1.381(4) . ? C23 H23 0.9500 . ? C24 C32 1.396(4) . ? C24 H24 0.9500 . ? N25 C22 1.346(3) 2 ? N25 C22 1.346(3) . ? C26 C22 1.376(3) . ? C26 C27 1.401(3) . ? C26 H26 0.9500 . ? C27 C26 1.401(3) 2 ? C27 C28 1.479(4) . ? C28 C29 1.399(3) 2 ? C28 C29 1.399(3) . ? C29 C30 1.390(3) . ? C29 H29 0.9500 . ? C30 C31 1.390(3) . ? C30 H30 0.9500 . ? C31 C30 1.390(3) 2 ? C31 H31 0.9500 . ? N32 C33 1.340(3) . ? N32 C33 1.340(3) 2 ? C33 C34 1.385(3) . ? C33 H33 0.9500 . ? C34 C35 1.398(3) . ? C34 H34 0.9500 . ? C22 H22 0.9500 . ? C35 C34 1.398(3) 2 ? C35 C36 1.483(5) . ? C36 C37 1.398(3) 2 ? C36 C37 1.398(3) . ? C37 C38 1.395(4) . ? C37 H37 0.9500 . ? C38 C39 1.381(4) . ? C38 H38 0.9500 . ? C39 C38 1.381(4) 2 ? C39 H39 0.9500 . ? C40 C41 1.489(6) . ? C41 C42 1.332(6) . ? C41 C46 1.414(5) . ? C42 C43 1.329(6) . ? C42 H42 0.9500 . ? C43 C44 1.418(9) . ? C43 H43 0.9500 . ? C44 C45 1.398(10) . ? C44 H44 0.9500 . ? C45 C46 1.420(9) . ? C45 H45 0.9500 . ? C46 C47 1.452(10) . ? C48 C49 1.472(7) . ? C49 C25 1.367(6) . ? C49 C54 1.424(5) . ? C25 C51 1.376(6) . ? C25 H25A 0.9500 . ? C51 C52 1.395(6) . ? C51 H51 0.9500 . ? C52 C53 1.366(8) . ? C52 H52 0.9500 . ? C53 C54 1.389(8) . ? C53 H53 0.9500 . ? C54 C55 1.491(8) . ? C19 C32 1.393(4) . ? C19 H19 0.9500 . ? 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 N25 Ni2 N32 180.0 . . ? N25 Ni2 N22 88.58(6) . . ? N32 Ni2 N22 91.42(6) . . ? N25 Ni2 N22 88.58(6) . 2 ? N32 Ni2 N22 91.42(6) . 2 ? N22 Ni2 N22 177.16(11) . 2 ? N25 Ni2 Cl1 89.868(16) . 2 ? N32 Ni2 Cl1 90.132(16) . 2 ? N22 Ni2 Cl1 90.73(6) . 2 ? N22 Ni2 Cl1 89.26(6) 2 2 ? N25 Ni2 Cl1 89.866(16) . . ? N32 Ni2 Cl1 90.134(16) . . ? N22 Ni2 Cl1 89.26(6) . . ? N22 Ni2 Cl1 90.73(6) 2 . ? Cl1 Ni2 Cl1 179.73(3) 2 . ? C2 C1 C6 113.1(10) . . ? C2 C1 C32 127(3) . . ? C6 C1 C32 120(3) . . ? C1 C2 C3 124.7(13) . . ? C1 C2 H2 117.7 . . ? C3 C2 H2 117.7 . . ? C4 C3 C2 119.9(9) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C5 C4 C3 118.7(10) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? C4 C5 C6 122.3(11) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C5 C6 C1 121.1(13) . . ? C5 C6 H6 119.5 . . ? C1 C6 H6 119.5 . . ? C8 C7 C12 121.6(7) . . ? C8 C7 C32 122.0(14) . . ? C12 C7 C32 116.4(14) . . ? C7 C8 C9 120.6(8) . . ? C7 C8 H8 119.7 . . ? C9 C8 H8 119.7 . . ? C8 C9 C10 118.9(8) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? C11 C10 C9 120.2(7) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C10 C11 C12 120.7(5) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C11 C12 C7 117.9(7) . . ? C11 C12 H12 121.0 . . ? C7 C12 H12 121.0 . . ? N22 C21 C19 123.5(2) . . ? N22 C21 H21 118.3 . . ? C19 C21 H21 118.3 . . ? C21 N22 C23 117.0(2) . . ? C21 N22 Ni2 120.22(17) . . ? C23 N22 Ni2 122.32(17) . . ? N22 C23 C24 122.7(2) . . ? N22 C23 H23 118.6 . . ? C24 C23 H23 118.6 . . ? C23 C24 C32 120.6(2) . . ? C23 C24 H24 119.7 . . ? C32 C24 H24 119.7 . . ? C22 N25 C22 117.3(3) 2 . ? C22 N25 Ni2 121.36(14) 2 . ? C22 N25 Ni2 121.36(14) . . ? C22 C26 C27 120.0(2) . . ? C22 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? C26 C27 C26 116.4(3) . 2 ? C26 C27 C28 121.79(15) . . ? C26 C27 C28 121.79(15) 2 . ? C29 C28 C29 118.5(3) 2 . ? C29 C28 C27 120.75(15) 2 . ? C29 C28 C27 120.75(15) . . ? C30 C29 C28 120.9(2) . . ? C30 C29 H29 119.5 . . ? C28 C29 H29 119.5 . . ? C29 C30 C31 119.6(2) . . ? C29 C30 H30 120.2 . . ? C31 C30 H30 120.2 . . ? C30 C31 C30 120.4(3) . 2 ? C30 C31 H31 119.8 . . ? C30 C31 H31 119.8 2 . ? C33 N32 C33 117.2(3) . 2 ? C33 N32 Ni2 121.42(15) . . ? C33 N32 Ni2 121.42(15) 2 . ? N32 C33 C34 123.3(2) . . ? N32 C33 H33 118.4 . . ? C34 C33 H33 118.4 . . ? C33 C34 C35 119.9(2) . . ? C33 C34 H34 120.0 . . ? C35 C34 H34 120.0 . . ? N25 C22 C26 123.1(2) . . ? N25 C22 H22 118.5 . . ? C26 C22 H22 118.5 . . ? C34 C35 C34 116.4(3) . 2 ? C34 C35 C36 121.79(15) . . ? C34 C35 C36 121.78(15) 2 . ? C37 C36 C37 117.8(3) 2 . ? C37 C36 C35 121.11(16) 2 . ? C37 C36 C35 121.11(16) . . ? C38 C37 C36 121.1(3) . . ? C38 C37 H37 119.5 . . ? C36 C37 H37 119.5 . . ? C39 C38 C37 120.1(3) . . ? C39 C38 H38 120.0 . . ? C37 C38 H38 120.0 . . ? C38 C39 C38 120.0(4) 2 . ? C38 C39 H39 120.0 2 . ? C38 C39 H39 120.0 . . ? C42 C41 C46 116.2(5) . . ? C42 C41 C40 124.2(4) . . ? C46 C41 C40 119.6(5) . . ? C43 C42 C41 130.7(6) . . ? C43 C42 H42 114.7 . . ? C41 C42 H42 114.7 . . ? C42 C43 C44 111.4(6) . . ? C42 C43 H43 124.3 . . ? C44 C43 H43 124.3 . . ? C45 C44 C43 126.1(7) . . ? C45 C44 H44 117.0 . . ? C43 C44 H44 117.0 . . ? C44 C45 C46 114.9(6) . . ? C44 C45 H45 122.5 . . ? C46 C45 H45 122.5 . . ? C41 C46 C45 120.8(6) . . ? C41 C46 C47 120.6(6) . . ? C45 C46 C47 118.7(5) . . ? C25 C49 C54 119.2(4) . . ? C25 C49 C48 120.9(3) . . ? C54 C49 C48 119.9(4) . . ? C49 C25 C51 123.1(4) . . ? C49 C25 H25A 118.5 . . ? C51 C25 H25A 118.5 . . ? C25 C51 C52 117.6(5) . . ? C25 C51 H51 121.2 . . ? C52 C51 H51 121.2 . . ? C53 C52 C51 120.8(5) . . ? C53 C52 H52 119.6 . . ? C51 C52 H52 119.6 . . ? C52 C53 C54 121.9(4) . . ? C52 C53 H53 119.1 . . ? C54 C53 H53 119.1 . . ? C53 C54 C49 117.5(5) . . ? C53 C54 C55 121.4(4) . . ? C49 C54 C55 121.1(5) . . ? C21 C19 C32 120.1(2) . . ? C21 C19 H19 120.0 . . ? C32 C19 H19 120.0 . . ? C19 C32 C24 116.1(2) . . ? C19 C32 C7 122.4(10) . . ? C24 C32 C7 121.3(10) . . ? C19 C32 C1 119.0(16) . . ? C24 C32 C1 124.6(16) . . ? C7 C32 C1 9.7(19) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.288 _refine_diff_density_min -0.489 _refine_diff_density_rms 0.086 data_c:6 _database_code_depnum_ccdc_archive 'CCDC 904016' #TrackingRef '2 p xylene.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H36 Cl2 Co N4, 4(C8 H10)' _chemical_formula_sum 'C76 H76 Cl2 Co N4' _chemical_formula_weight 1175.24 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 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 9.555(4) _cell_length_b 24.019(9) _cell_length_c 27.580(10) _cell_angle_alpha 90.00 _cell_angle_beta 98.020(6) _cell_angle_gamma 90.00 _cell_volume 6268(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1048 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 21.89 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.245 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2484 _exptl_absorpt_coefficient_mu 0.406 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8776 _exptl_absorpt_correction_T_max 0.9644 _exptl_absorpt_process_details 'SADABS (Bruker 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker SMART APEX CCD Area Detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16087 _diffrn_reflns_av_R_equivalents 0.1056 _diffrn_reflns_av_sigmaI/netI 0.1282 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5519 _reflns_number_gt 3022 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2009)' _computing_cell_refinement 'SAINT (Bruker, 2009)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'X-Seed (Barbour 2001)' _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^)+(0.0610P)^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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00105(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5519 _refine_ls_number_parameters 384 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1352 _refine_ls_R_factor_gt 0.0598 _refine_ls_wR_factor_ref 0.1476 _refine_ls_wR_factor_gt 0.1196 _refine_ls_goodness_of_fit_ref 0.954 _refine_ls_restrained_S_all 0.954 _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 N21 N 0.5000 0.0972(2) 0.2500 0.0222(12) Uani 1 2 d S . . Co1 Co 0.5000 0.18532(3) 0.2500 0.0181(2) Uani 1 2 d S . . C22 C 0.5065(4) 0.06746(18) 0.29154(17) 0.0235(11) Uani 1 1 d . . . H22 H 0.5124 0.0871 0.3217 0.028 Uiso 1 1 calc R . . Cl1 Cl 0.28107(10) 0.18212(5) 0.19016(4) 0.0247(3) Uani 1 1 d . . . N1 N 0.3753(3) 0.19149(14) 0.31010(13) 0.0195(8) Uani 1 1 d . . . C17 C 0.5000 0.4542(2) 0.2500 0.0213(14) Uani 1 2 d S . . C15 C 0.3757(4) 0.36152(17) 0.24872(16) 0.0217(10) Uani 1 1 d . . . H15 H 0.2877 0.3801 0.2480 0.026 Uiso 1 1 calc R . . C6 C 0.4207(4) 0.22277(17) 0.34943(16) 0.0226(10) Uani 1 1 d . . . H6 H 0.5157 0.2357 0.3534 0.027 Uiso 1 1 calc R . . C19 C 0.6055(4) 0.54135(17) 0.23098(16) 0.0256(11) Uani 1 1 d . . . H19 H 0.6777 0.5610 0.2178 0.031 Uiso 1 1 calc R . . C4 C 0.1961(4) 0.21964(17) 0.37997(16) 0.0225(11) Uani 1 1 d . . . C3 C 0.1497(4) 0.18656(18) 0.33912(16) 0.0255(10) Uani 1 1 d . . . H3 H 0.0557 0.1727 0.3343 0.031 Uiso 1 1 calc R . . C8 C 0.1403(5) 0.27668(19) 0.45109(17) 0.0287(11) Uani 1 1 d . . . H8 H 0.2222 0.2984 0.4489 0.034 Uiso 1 1 calc R . . C37 C 0.3389(5) 0.3944(2) 0.3921(2) 0.0427(14) Uani 1 1 d . . . H37A H 0.4115 0.4036 0.3716 0.064 Uiso 1 1 calc R . . H37B H 0.2729 0.3673 0.3750 0.064 Uiso 1 1 calc R . . H37C H 0.3838 0.3783 0.4231 0.064 Uiso 1 1 calc R . . C32 C 0.1966(4) 0.0020(2) 0.38300(19) 0.0375(13) Uani 1 1 d . . . H32 H 0.1949 0.0305 0.3591 0.045 Uiso 1 1 calc R . . C9 C 0.0589(5) 0.2877(2) 0.48794(18) 0.0384(13) Uani 1 1 d . . . H9 H 0.0844 0.3172 0.5104 0.046 Uiso 1 1 calc R . . C10 C -0.0603(5) 0.2555(2) 0.49187(19) 0.0390(13) Uani 1 1 d . . . H10 H -0.1149 0.2620 0.5176 0.047 Uiso 1 1 calc R . . C44 C 0.1344(4) 0.44305(19) 0.42357(17) 0.0286(11) Uani 1 1 d . . . H44 H 0.0996 0.4076 0.4313 0.034 Uiso 1 1 calc R . . C12 C -0.0187(5) 0.2034(2) 0.42039(18) 0.0340(12) Uani 1 1 d . . . H12 H -0.0475 0.1753 0.3968 0.041 Uiso 1 1 calc R . . C11 C -0.0982(5) 0.2138(2) 0.4578(2) 0.0414(14) Uani 1 1 d . . . H11 H -0.1800 0.1920 0.4601 0.050 Uiso 1 1 calc R . . C30 C 0.2269(5) -0.0957(2) 0.4036(2) 0.0405(13) Uani 1 1 d . . . C20 C 0.5000 0.5704(2) 0.2500 0.0245(15) Uani 1 2 d S . . H20 H 0.5000 0.6100 0.2500 0.029 Uiso 1 2 calc SR . . C35 C 0.1746(5) -0.0273(2) 0.46389(19) 0.0418(14) Uani 1 1 d . . . H35 H 0.1586 -0.0194 0.4964 0.050 Uiso 1 1 calc R . . C40 C 0.2327(5) 0.54661(19) 0.40071(17) 0.0309(12) Uani 1 1 d . . . H40 H 0.2672 0.5820 0.3925 0.037 Uiso 1 1 calc R . . C36 C 0.2013(5) -0.0824(2) 0.4508(2) 0.0452(14) Uani 1 1 d . . . H36 H 0.2019 -0.1111 0.4745 0.054 Uiso 1 1 calc R . . C42 C 0.0301(5) 0.5951(2) 0.43316(19) 0.0450(14) Uani 1 1 d . . . H42A H -0.0684 0.5926 0.4176 0.068 Uiso 1 1 calc R . . H42B H 0.0750 0.6276 0.4204 0.068 Uiso 1 1 calc R . . H42C H 0.0329 0.5988 0.4687 0.068 Uiso 1 1 calc R . . C33 C 0.1713(5) 0.0155(2) 0.4306(2) 0.0379(13) Uani 1 1 d . . . C39 C 0.3058(5) 0.49870(19) 0.39154(16) 0.0297(11) Uani 1 1 d . . . H39 H 0.3905 0.5020 0.3774 0.036 Uiso 1 1 calc R . . C31 C 0.2238(5) -0.0520(2) 0.3706(2) 0.0438(14) Uani 1 1 d . . . H31 H 0.2412 -0.0596 0.3382 0.053 Uiso 1 1 calc R . . C38 C 0.2593(4) 0.44656(19) 0.40229(17) 0.0279(11) Uani 1 1 d . . . C29 C 0.2530(6) -0.1551(2) 0.3897(2) 0.0607(17) Uani 1 1 d . . . H29A H 0.2219 -0.1603 0.3546 0.091 Uiso 1 1 calc R . . H29B H 0.1999 -0.1803 0.4083 0.091 Uiso 1 1 calc R . . H29C H 0.3541 -0.1634 0.3970 0.091 Uiso 1 1 calc R . . C34 C 0.1392(5) 0.0733(2) 0.4455(2) 0.0513(16) Uani 1 1 d . . . H34A H 0.0384 0.0763 0.4484 0.077 Uiso 1 1 calc R . . H34B H 0.1629 0.0997 0.4208 0.077 Uiso 1 1 calc R . . H34C H 0.1951 0.0819 0.4772 0.077 Uiso 1 1 calc R . . C43 C 0.0617(5) 0.4903(2) 0.43338(17) 0.0320(12) Uani 1 1 d . . . H43 H -0.0219 0.4869 0.4482 0.038 Uiso 1 1 calc R . . C41 C 0.1084(5) 0.5431(2) 0.42203(16) 0.0299(12) Uani 1 1 d . . . C7 C 0.1037(4) 0.23417(18) 0.41733(16) 0.0246(11) Uani 1 1 d . . . C16 C 0.5000 0.3926(2) 0.2500 0.0181(14) Uani 1 2 d S . . C18 C 0.6053(4) 0.48409(17) 0.23126(16) 0.0225(10) Uani 1 1 d . . . H18 H 0.6785 0.4645 0.2184 0.027 Uiso 1 1 calc R . . C23 C 0.5052(4) 0.01001(17) 0.29293(16) 0.0217(10) Uani 1 1 d . . . H23 H 0.5079 -0.0088 0.3234 0.026 Uiso 1 1 calc R . . C5 C 0.3376(4) 0.23719(17) 0.38423(17) 0.0243(11) Uani 1 1 d . . . H5 H 0.3761 0.2593 0.4114 0.029 Uiso 1 1 calc R . . C2 C 0.2407(4) 0.17398(17) 0.30575(17) 0.0266(11) Uani 1 1 d . . . H2 H 0.2060 0.1517 0.2782 0.032 Uiso 1 1 calc R . . C14 C 0.3802(4) 0.30447(17) 0.24846(16) 0.0233(11) Uani 1 1 d . . . H14 H 0.2935 0.2848 0.2471 0.028 Uiso 1 1 calc R . . C28 C 0.5000 -0.1999(3) 0.2500 0.0304(17) Uani 1 2 d S . . H28 H 0.5000 -0.2395 0.2500 0.037 Uiso 1 2 calc SR . . C25 C 0.5000 -0.0826(2) 0.2500 0.0173(14) Uani 1 2 d S . . C26 C 0.5146(4) -0.11297(18) 0.29328(17) 0.0274(11) Uani 1 1 d . . . H26 H 0.5248 -0.0937 0.3236 0.033 Uiso 1 1 calc R . . C24 C 0.5000 -0.0203(2) 0.2500 0.0190(14) Uani 1 2 d S . . C27 C 0.5146(5) -0.17092(18) 0.29335(19) 0.0310(12) Uani 1 1 d . . . H27 H 0.5247 -0.1905 0.3236 0.037 Uiso 1 1 calc R . . N13 N 0.5000 0.27467(19) 0.2500 0.0196(12) Uani 1 2 d S . . 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 N21 0.022(3) 0.029(3) 0.016(3) 0.000 0.006(2) 0.000 Co1 0.0179(4) 0.0164(5) 0.0206(5) 0.000 0.0045(4) 0.000 C22 0.023(2) 0.028(3) 0.021(3) -0.004(2) 0.006(2) -0.0025(19) Cl1 0.0216(6) 0.0253(6) 0.0268(7) 0.0003(5) 0.0018(5) -0.0007(5) N1 0.0182(19) 0.018(2) 0.022(2) -0.0026(17) 0.0010(16) -0.0020(15) C17 0.018(3) 0.022(4) 0.023(4) 0.000 0.000(3) 0.000 C15 0.019(2) 0.021(3) 0.026(3) 0.001(2) 0.004(2) 0.0033(19) C6 0.021(2) 0.024(3) 0.021(3) -0.001(2) 0.000(2) -0.0005(19) C19 0.021(2) 0.022(3) 0.034(3) 0.003(2) 0.002(2) -0.0036(19) C4 0.025(2) 0.019(2) 0.025(3) 0.003(2) 0.009(2) 0.0040(19) C3 0.021(2) 0.029(3) 0.028(3) -0.002(2) 0.008(2) -0.005(2) C8 0.024(3) 0.033(3) 0.030(3) 0.002(2) 0.006(2) 0.002(2) C37 0.032(3) 0.038(3) 0.057(4) -0.004(3) 0.004(3) 0.005(2) C32 0.022(3) 0.052(4) 0.037(3) 0.018(3) -0.001(2) 0.003(2) C9 0.034(3) 0.050(3) 0.032(3) -0.008(3) 0.006(3) 0.011(3) C10 0.029(3) 0.061(4) 0.029(3) -0.003(3) 0.012(2) 0.013(3) C44 0.025(3) 0.030(3) 0.030(3) 0.003(2) 0.002(2) -0.006(2) C12 0.027(3) 0.039(3) 0.038(3) -0.003(2) 0.011(2) -0.003(2) C11 0.027(3) 0.053(4) 0.047(4) 0.000(3) 0.016(3) 0.001(2) C30 0.027(3) 0.055(4) 0.037(3) 0.011(3) -0.004(3) -0.003(3) C20 0.021(3) 0.015(3) 0.035(4) 0.000 -0.004(3) 0.000 C35 0.025(3) 0.070(4) 0.029(3) 0.011(3) -0.001(2) -0.003(3) C40 0.032(3) 0.027(3) 0.030(3) 0.000(2) -0.005(2) -0.004(2) C36 0.038(3) 0.051(4) 0.045(4) 0.012(3) 0.001(3) -0.004(3) C42 0.048(3) 0.047(3) 0.039(3) -0.005(3) 0.001(3) 0.011(3) C33 0.020(3) 0.046(3) 0.045(4) 0.010(3) -0.004(2) 0.000(2) C39 0.026(3) 0.042(3) 0.021(3) 0.001(2) 0.002(2) -0.009(2) C31 0.022(3) 0.064(4) 0.044(4) 0.005(3) 0.003(3) -0.003(3) C38 0.021(2) 0.032(3) 0.029(3) -0.001(2) -0.002(2) 0.002(2) C29 0.058(4) 0.054(4) 0.067(5) -0.002(3) -0.003(3) -0.006(3) C34 0.034(3) 0.063(4) 0.056(4) 0.011(3) 0.005(3) 0.000(3) C43 0.027(3) 0.044(3) 0.024(3) -0.001(2) 0.002(2) 0.006(2) C41 0.030(3) 0.037(3) 0.021(3) -0.007(2) -0.003(2) 0.003(2) C7 0.020(2) 0.029(3) 0.024(3) -0.001(2) 0.004(2) 0.005(2) C16 0.017(3) 0.020(3) 0.019(4) 0.000 0.007(3) 0.000 C18 0.017(2) 0.020(3) 0.029(3) 0.001(2) 0.000(2) 0.0010(18) C23 0.023(2) 0.021(3) 0.021(3) 0.005(2) 0.001(2) 0.0016(19) C5 0.027(3) 0.023(3) 0.023(3) -0.002(2) 0.005(2) -0.003(2) C2 0.026(2) 0.026(3) 0.028(3) -0.003(2) 0.002(2) -0.007(2) C14 0.013(2) 0.022(3) 0.036(3) 0.000(2) 0.007(2) -0.0023(18) C28 0.020(3) 0.023(4) 0.048(5) 0.000 0.004(3) 0.000 C25 0.008(3) 0.015(3) 0.028(4) 0.000 -0.002(3) 0.000 C26 0.026(3) 0.029(3) 0.027(3) 0.002(2) 0.003(2) 0.005(2) C24 0.014(3) 0.025(4) 0.018(4) 0.000 0.002(3) 0.000 C27 0.034(3) 0.019(3) 0.040(3) 0.006(2) 0.005(2) 0.004(2) N13 0.015(3) 0.020(3) 0.024(3) 0.000 0.004(2) 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 N21 C22 1.344(5) 2_655 ? N21 C22 1.344(5) . ? N21 Co1 2.117(5) . ? Co1 N13 2.146(5) . ? Co1 N1 2.177(3) 2_655 ? Co1 N1 2.177(3) . ? Co1 Cl1 2.4784(12) 2_655 ? Co1 Cl1 2.4785(12) . ? C22 C23 1.380(6) . ? C22 H22 0.9500 . ? N1 C6 1.341(5) . ? N1 C2 1.342(5) . ? C17 C18 1.393(5) 2_655 ? C17 C18 1.393(5) . ? C17 C16 1.479(8) . ? C15 C14 1.371(5) . ? C15 C16 1.399(5) . ? C15 H15 0.9500 . ? C6 C5 1.373(6) . ? C6 H6 0.9500 . ? C19 C18 1.376(6) . ? C19 C20 1.388(5) . ? C19 H19 0.9500 . ? C4 C3 1.399(6) . ? C4 C5 1.405(5) . ? C4 C7 1.489(6) . ? C3 C2 1.385(6) . ? C3 H3 0.9500 . ? C8 C9 1.389(6) . ? C8 C7 1.393(6) . ? C8 H8 0.9500 . ? C37 C38 1.513(6) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C32 C31 1.373(7) . ? C32 C33 1.407(7) . ? C32 H32 0.9500 . ? C9 C10 1.394(7) . ? C9 H9 0.9500 . ? C10 C11 1.387(7) . ? C10 H10 0.9500 . ? C44 C43 1.377(6) . ? C44 C38 1.404(6) . ? C44 H44 0.9500 . ? C12 C11 1.387(6) . ? C12 C7 1.397(6) . ? C12 H12 0.9500 . ? C11 H11 0.9500 . ? C30 C31 1.387(7) . ? C30 C36 1.395(7) . ? C30 C29 1.508(7) . ? C20 C19 1.388(5) 2_655 ? C20 H20 0.9500 . ? C35 C33 1.375(7) . ? C35 C36 1.405(7) . ? C35 H35 0.9500 . ? C40 C39 1.388(6) . ? C40 C41 1.399(6) . ? C40 H40 0.9500 . ? C36 H36 0.9500 . ? C42 C41 1.509(6) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C33 C34 1.491(7) . ? C39 C38 1.375(6) . ? C39 H39 0.9500 . ? C31 H31 0.9500 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C43 C41 1.394(6) . ? C43 H43 0.9500 . ? C16 C15 1.399(5) 2_655 ? C18 H18 0.9500 . ? C23 C24 1.385(5) . ? C23 H23 0.9500 . ? C5 H5 0.9500 . ? C2 H2 0.9500 . ? C14 N13 1.346(4) . ? C14 H14 0.9500 . ? C28 C27 1.374(5) . ? C28 C27 1.374(5) 2_655 ? C28 H28 0.9500 . ? C25 C26 1.389(5) . ? C25 C26 1.389(5) 2_655 ? C25 C24 1.496(8) . ? C26 C27 1.392(6) . ? C26 H26 0.9500 . ? C24 C23 1.385(5) 2_655 ? C27 H27 0.9500 . ? N13 C14 1.346(4) 2_655 ? 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 C22 N21 C22 115.8(5) 2_655 . ? C22 N21 Co1 122.1(3) 2_655 . ? C22 N21 Co1 122.1(3) . . ? N21 Co1 N13 180.0 . . ? N21 Co1 N1 93.90(9) . 2_655 ? N13 Co1 N1 86.10(9) . 2_655 ? N21 Co1 N1 93.90(9) . . ? N13 Co1 N1 86.10(9) . . ? N1 Co1 N1 172.20(18) 2_655 . ? N21 Co1 Cl1 88.22(3) . 2_655 ? N13 Co1 Cl1 91.78(3) . 2_655 ? N1 Co1 Cl1 90.48(9) 2_655 2_655 ? N1 Co1 Cl1 89.76(9) . 2_655 ? N21 Co1 Cl1 88.22(3) . . ? N13 Co1 Cl1 91.78(3) . . ? N1 Co1 Cl1 89.76(9) 2_655 . ? N1 Co1 Cl1 90.48(9) . . ? Cl1 Co1 Cl1 176.44(7) 2_655 . ? N21 C22 C23 123.7(4) . . ? N21 C22 H22 118.1 . . ? C23 C22 H22 118.1 . . ? C6 N1 C2 116.5(4) . . ? C6 N1 Co1 120.3(3) . . ? C2 N1 Co1 122.0(3) . . ? C18 C17 C18 118.0(6) 2_655 . ? C18 C17 C16 121.0(3) 2_655 . ? C18 C17 C16 121.0(3) . . ? C14 C15 C16 120.5(4) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? N1 C6 C5 123.6(4) . . ? N1 C6 H6 118.2 . . ? C5 C6 H6 118.2 . . ? C18 C19 C20 120.0(4) . . ? C18 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? C3 C4 C5 115.5(4) . . ? C3 C4 C7 122.6(4) . . ? C5 C4 C7 121.9(4) . . ? C2 C3 C4 120.1(4) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C9 C8 C7 121.0(4) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C38 C37 H37A 109.5 . . ? C38 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C38 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C31 C32 C33 120.9(5) . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? C8 C9 C10 119.9(5) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C11 C10 C9 119.2(5) . . ? C11 C10 H10 120.4 . . ? C9 C10 H10 120.4 . . ? C43 C44 C38 120.9(4) . . ? C43 C44 H44 119.5 . . ? C38 C44 H44 119.5 . . ? C11 C12 C7 120.0(5) . . ? C11 C12 H12 120.0 . . ? C7 C12 H12 120.0 . . ? C12 C11 C10 121.0(5) . . ? C12 C11 H11 119.5 . . ? C10 C11 H11 119.5 . . ? C31 C30 C36 116.6(5) . . ? C31 C30 C29 122.6(5) . . ? C36 C30 C29 120.8(5) . . ? C19 C20 C19 119.6(6) . 2_655 ? C19 C20 H20 120.2 . . ? C19 C20 H20 120.2 2_655 . ? C33 C35 C36 121.4(5) . . ? C33 C35 H35 119.3 . . ? C36 C35 H35 119.3 . . ? C39 C40 C41 120.3(4) . . ? C39 C40 H40 119.8 . . ? C41 C40 H40 119.8 . . ? C30 C36 C35 121.2(5) . . ? C30 C36 H36 119.4 . . ? C35 C36 H36 119.4 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C35 C33 C32 117.3(5) . . ? C35 C33 C34 119.9(5) . . ? C32 C33 C34 122.8(5) . . ? C38 C39 C40 122.0(4) . . ? C38 C39 H39 119.0 . . ? C40 C39 H39 119.0 . . ? C32 C31 C30 122.6(5) . . ? C32 C31 H31 118.7 . . ? C30 C31 H31 118.7 . . ? C39 C38 C44 117.6(4) . . ? C39 C38 C37 121.9(4) . . ? C44 C38 C37 120.4(4) . . ? C30 C29 H29A 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C30 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C44 C43 C41 121.3(4) . . ? C44 C43 H43 119.4 . . ? C41 C43 H43 119.4 . . ? C40 C41 C43 117.8(4) . . ? C40 C41 C42 120.6(4) . . ? C43 C41 C42 121.6(4) . . ? C8 C7 C12 118.8(4) . . ? C8 C7 C4 121.1(4) . . ? C12 C7 C4 120.0(4) . . ? C15 C16 C15 115.4(5) . 2_655 ? C15 C16 C17 122.3(3) . . ? C15 C16 C17 122.3(3) 2_655 . ? C19 C18 C17 121.2(4) . . ? C19 C18 H18 119.4 . . ? C17 C18 H18 119.4 . . ? C22 C23 C24 120.1(4) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C6 C5 C4 120.6(4) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? N1 C2 C3 123.7(4) . . ? N1 C2 H2 118.2 . . ? C3 C2 H2 118.2 . . ? N13 C14 C15 123.9(4) . . ? N13 C14 H14 118.0 . . ? C15 C14 H14 118.0 . . ? C27 C28 C27 119.0(6) . 2_655 ? C27 C28 H28 120.5 . . ? C27 C28 H28 120.5 2_655 . ? C26 C25 C26 116.6(6) . 2_655 ? C26 C25 C24 121.7(3) . . ? C26 C25 C24 121.7(3) 2_655 . ? C25 C26 C27 121.8(5) . . ? C25 C26 H26 119.1 . . ? C27 C26 H26 119.1 . . ? C23 C24 C23 116.6(6) . 2_655 ? C23 C24 C25 121.7(3) . . ? C23 C24 C25 121.7(3) 2_655 . ? C28 C27 C26 120.4(5) . . ? C28 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C14 N13 C14 115.7(5) 2_655 . ? C14 N13 Co1 122.1(2) 2_655 . ? C14 N13 Co1 122.1(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.356 _refine_diff_density_min -0.314 _refine_diff_density_rms 0.078 data_g:2 _database_code_depnum_ccdc_archive 'CCDC 904017' #TrackingRef '2 o xylene.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H36 Cl2 Co N4, 2(C8 H10), 0.67(C8), 1.33(C6)' _chemical_formula_sum 'C73.34 H56 Cl2 Co N4' _chemical_formula_weight 1123.43 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 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 9.7131(18) _cell_length_b 23.566(4) _cell_length_c 28.167(5) _cell_angle_alpha 90.00 _cell_angle_beta 96.357(3) _cell_angle_gamma 90.00 _cell_volume 6408(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2449 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 23.40 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.165 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2340.4 _exptl_absorpt_coefficient_mu 0.395 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8743 _exptl_absorpt_correction_T_max 0.9729 _exptl_absorpt_process_details 'SADABS (Bruker 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker Duo CCD Area Detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23171 _diffrn_reflns_av_R_equivalents 0.0803 _diffrn_reflns_av_sigmaI/netI 0.0974 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 28.37 _reflns_number_total 7934 _reflns_number_gt 4039 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2009)' _computing_cell_refinement 'SAINT (Bruker, 2009)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'X-Seed (Barbour 2001)' _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. In this structure, there is disorder of both the ligand and the guest moleculeS. The ligand component was modelled as a two part disorder in a 0.55 to 0.45 ratio. For the guest molecules, in one of the o-xylene molecules the highest populated orientation was modelled to full occupancy, while the second o xylene molecule was modelled as a three part disorder in a 0.33 to 0.34 to 0.32 ratio. When the guest molecules are deleted and the electron density treated with SQUEEZE, the resulting R1 value is 0.0682 and the wR2 is 0.1929 ; _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^)+(0.1612P)^2^+16.4445P] 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 7934 _refine_ls_number_parameters 459 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.1829 _refine_ls_R_factor_gt 0.0997 _refine_ls_wR_factor_ref 0.3154 _refine_ls_wR_factor_gt 0.2618 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.007 _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 Co1 Co 0.5000 0.23746(4) 0.2500 0.0380(3) Uani 1 2 d S . . Cl1 Cl 0.71552(13) 0.23580(6) 0.30515(4) 0.0440(4) Uani 1 1 d . D . N13 N 0.5000 0.3281(3) 0.2500 0.0541(19) Uani 1 2 d S . . C14 C 0.6167(6) 0.3586(2) 0.2480(3) 0.0601(19) Uani 1 1 d . . . H14 H 0.7008 0.3383 0.2466 0.072 Uiso 1 1 calc R D . C15 C 0.6228(6) 0.4165(2) 0.2477(3) 0.0615(19) Uani 1 1 d . D . H15 H 0.7086 0.4352 0.2459 0.074 Uiso 1 1 calc R . . C16 C 0.5000 0.4484(3) 0.2500 0.048(2) Uani 1 2 d S . . C17 C 0.5000 0.5109(3) 0.2500 0.0387(17) Uani 1 2 d S . . C18 C 0.6033(5) 0.5417(2) 0.22949(19) 0.0397(12) Uani 1 1 d . . . H18 H 0.6742 0.5219 0.2157 0.048 Uiso 1 1 calc R D . C19 C 0.6021(6) 0.6000(2) 0.22934(17) 0.0416(13) Uani 1 1 d . D . H19 H 0.6713 0.6204 0.2151 0.050 Uiso 1 1 calc R . . C20 C 0.5000 0.6290(3) 0.2500 0.0421(18) Uani 1 2 d S . . H20 H 0.5000 0.6693 0.2500 0.051 Uiso 1 2 calc SR D . N21 N 0.5000 0.1467(3) 0.2500 0.0403(15) Uani 1 2 d S . . C22 C 0.5187(6) 0.1164(2) 0.29073(17) 0.0414(13) Uani 1 1 d . . . H22 H 0.5326 0.1365 0.3201 0.050 Uiso 1 1 calc R D . C23 C 0.5190(5) 0.0582(2) 0.29232(16) 0.0341(11) Uani 1 1 d . D . H23 H 0.5321 0.0392 0.3223 0.041 Uiso 1 1 calc R . . C24 C 0.5000 0.0266(3) 0.2500 0.0286(14) Uani 1 2 d S . . C25 C 0.5000 -0.0366(3) 0.2500 0.0273(13) Uani 1 2 d S . . C26 C 0.4999(5) -0.0670(2) 0.20773(19) 0.0404(12) Uani 1 1 d . . . H26 H 0.4997 -0.0471 0.1784 0.048 Uiso 1 1 calc R D . C27 C 0.5002(6) -0.1263(2) 0.2075(2) 0.0489(14) Uani 1 1 d . D . H27 H 0.5006 -0.1463 0.1783 0.059 Uiso 1 1 calc R . . C28 C 0.5000 -0.1557(3) 0.2500 0.050(2) Uani 1 2 d S . . H28 H 0.5000 -0.1960 0.2500 0.060 Uiso 1 2 calc SR D . C2A C 0.6869(13) 0.4896(5) 0.4253(4) 0.018(3) Uiso 0.344(6) 1 d P A 2 C3A C 0.7038(16) 0.5171(6) 0.3763(6) 0.027(3) Uiso 0.344(6) 1 d P A 2 C4A C 0.705(3) 0.5737(8) 0.3735(10) 0.032(9) Uiso 0.344(6) 1 d P A 2 C5A C 0.6975(14) 0.6082(6) 0.4120(5) 0.030(3) Uiso 0.344(6) 1 d P A 2 C6A C 0.6827(14) 0.5864(6) 0.4550(5) 0.030(3) Uiso 0.344(6) 1 d P A 2 C7A C 0.6732(11) 0.5286(5) 0.4603(4) 0.014(2) Uiso 0.344(6) 1 d P A 2 C1B C 0.6732(12) 0.4034(3) 0.4224(3) 0.048(4) Uiso 0.335(7) 1 d PG B 1 C2B C 0.6977(11) 0.4125(3) 0.3753(3) 0.025(3) Uiso 0.335(7) 1 d PG B 1 C3B C 0.7045(11) 0.4675(4) 0.3579(2) 0.040(4) Uiso 0.335(7) 1 d PG B 1 C4B C 0.6867(11) 0.5134(3) 0.3876(3) 0.015(3) Uiso 0.335(7) 1 d PGD B 1 C5B C 0.6622(11) 0.5043(3) 0.4347(3) 0.027(3) Uiso 0.335(7) 1 d PGD B 1 C6B C 0.6555(13) 0.4493(4) 0.4521(3) 0.054(5) Uiso 0.335(7) 1 d PG B 1 C1C C 0.6791(9) 0.4279(2) 0.4304(2) 0.015(2) Uiso 0.322(5) 1 d PG C 3 C2C C 0.7382(8) 0.3921(3) 0.3990(2) 0.031(3) Uiso 0.322(5) 1 d PG C 3 C3C C 0.7312(8) 0.3336(3) 0.4047(3) 0.047(4) Uiso 0.322(5) 1 d PG C 3 C4C C 0.6652(10) 0.3109(2) 0.4418(3) 0.027(3) Uiso 0.322(5) 1 d PG C 3 C5C C 0.6062(9) 0.3467(3) 0.4731(2) 0.028(3) Uiso 0.322(5) 1 d PG C 3 C6C C 0.6131(8) 0.4052(3) 0.4674(2) 0.019(3) Uiso 0.322(5) 1 d PG C 3 N1D N 0.611(3) 0.2426(9) 0.1914(4) 0.053(8) Uani 0.550(8) 1 d PG D 1 C2D C 0.737(3) 0.2148(9) 0.1910(5) 0.044(4) Uani 0.550(8) 1 d PG D 1 H2D H 0.7651 0.1869 0.2144 0.053 Uiso 0.550(8) 1 calc PR D 1 C3D C 0.8154(15) 0.2276(12) 0.1578(10) 0.032(4) Uani 0.550(8) 1 d P D 1 H3D H 0.9020 0.2087 0.1589 0.039 Uiso 0.550(8) 1 calc PR D 1 C4D C 0.784(2) 0.2661(7) 0.1216(6) 0.039(4) Uani 0.550(8) 1 d P D 1 C5D C 0.6560(16) 0.2911(6) 0.1211(5) 0.047(3) Uani 0.550(8) 1 d P D 1 H5D H 0.6265 0.3174 0.0965 0.056 Uiso 0.550(8) 1 calc PR D 1 C6D C 0.5698(16) 0.2791(6) 0.1552(5) 0.036(3) Uani 0.550(8) 1 d P D 1 H6D H 0.4810 0.2964 0.1535 0.043 Uiso 0.550(8) 1 calc PR D 1 C7D C 0.8822(14) 0.2758(6) 0.0862(4) 0.043(3) Uani 0.550(8) 1 d P D 1 C8D C 1.0223(11) 0.2674(5) 0.0959(4) 0.047(3) Uani 0.550(8) 1 d P D 1 H8D H 1.0571 0.2534 0.1266 0.056 Uiso 0.550(8) 1 calc PR D 1 C9D C 1.1138(12) 0.2781(5) 0.0638(4) 0.052(3) Uani 0.550(8) 1 d P D 1 H9D H 1.2101 0.2718 0.0721 0.062 Uiso 0.550(8) 1 calc PR D 1 C10D C 1.0654(14) 0.2981(5) 0.0190(4) 0.055(3) Uani 0.550(8) 1 d P D 1 H10D H 1.1270 0.3025 -0.0046 0.065 Uiso 0.550(8) 1 calc PR D 1 C11D C 0.934(3) 0.3111(11) 0.0093(8) 0.065(6) Uani 0.550(8) 1 d P D 1 H11D H 0.8995 0.3255 -0.0213 0.078 Uiso 0.550(8) 1 calc PR D 1 C12D C 0.848(3) 0.3038(8) 0.0428(6) 0.056(4) Uani 0.550(8) 1 d P D 1 H12D H 0.7572 0.3187 0.0366 0.067 Uiso 0.550(8) 1 calc PR D 1 N1E N 0.630(4) 0.2395(10) 0.1883(5) 0.031(5) Uani 0.450(8) 1 d P D 2 C2E C 0.758(4) 0.2260(13) 0.1935(8) 0.044(4) Uani 0.450(8) 1 d P D 2 H2E H 0.7948 0.2144 0.2247 0.053 Uiso 0.450(8) 1 calc PR D 2 C3E C 0.8595(19) 0.2260(15) 0.1567(11) 0.028(4) Uani 0.450(8) 1 d P D 2 H3E H 0.9523 0.2130 0.1629 0.033 Uiso 0.450(8) 1 calc PR D 2 C4E C 0.800(2) 0.2479(9) 0.1104(8) 0.037(4) Uani 0.450(8) 1 d P D 2 C5E C 0.6633(18) 0.2642(9) 0.1066(6) 0.050(4) Uani 0.450(8) 1 d P D 2 H5E H 0.6221 0.2804 0.0776 0.060 Uiso 0.450(8) 1 calc PR D 2 C6E C 0.586(2) 0.2574(9) 0.1435(7) 0.045(5) Uani 0.450(8) 1 d P D 2 H6E H 0.4903 0.2663 0.1371 0.054 Uiso 0.450(8) 1 calc PR D 2 C7E C 0.8829(15) 0.2510(7) 0.0697(6) 0.051(4) Uani 0.450(8) 1 d PD D 2 C8E C 0.9865(12) 0.2116(6) 0.0634(4) 0.049(3) Uani 0.450(8) 1 d PD D 2 H8E H 1.0082 0.1835 0.0872 0.059 Uiso 0.450(8) 1 calc PR D 2 C9E C 1.0583(15) 0.2122(6) 0.0241(5) 0.059(4) Uani 0.450(8) 1 d PD D 2 H9E H 1.1213 0.1824 0.0194 0.071 Uiso 0.450(8) 1 calc PR D 2 C10E C 1.0394(14) 0.2559(8) -0.0089(6) 0.078(6) Uani 0.450(8) 1 d PD D 2 H10E H 1.0973 0.2605 -0.0337 0.094 Uiso 0.450(8) 1 calc PR D 2 C11E C 0.931(3) 0.2926(12) -0.0033(9) 0.067(8) Uani 0.450(8) 1 d PD D 2 H11E H 0.9144 0.3232 -0.0251 0.080 Uiso 0.450(8) 1 calc PR D 2 C12E C 0.846(4) 0.2869(10) 0.0320(7) 0.056(4) Uani 0.450(8) 1 d PD D 2 H12E H 0.7613 0.3076 0.0305 0.067 Uiso 0.450(8) 1 calc PR D 2 C1F C 0.8805(7) 0.5083(4) 0.0761(2) 0.092(3) Uani 1 1 d D E 1 C2F C 0.9391(9) 0.5614(5) 0.0686(3) 0.116(4) Uani 1 1 d D E 1 H2F H 1.0203 0.5657 0.0530 0.139 Uiso 1 1 calc R E 1 C3F C 0.8727(12) 0.6055(5) 0.0850(3) 0.108(3) Uani 1 1 d D E 1 H3F H 0.9139 0.6419 0.0831 0.130 Uiso 1 1 calc R E 1 C4F C 0.7421(12) 0.6023(4) 0.1057(3) 0.108(4) Uani 1 1 d D E 1 H4F H 0.6931 0.6348 0.1146 0.130 Uiso 1 1 calc R E 1 C5F C 0.6986(9) 0.5504(4) 0.1108(3) 0.081(2) Uani 1 1 d D E 1 H5F H 0.6151 0.5466 0.1252 0.097 Uiso 1 1 calc R E 1 C6F C 0.7560(8) 0.5027(4) 0.0986(2) 0.080(3) Uani 1 1 d D E 1 C7F C 0.7050(9) 0.4440(4) 0.1064(3) 0.097(3) Uani 1 1 d D E 1 H7F1 H 0.7840 0.4180 0.1117 0.146 Uiso 1 1 calc R E 1 H7F2 H 0.6439 0.4317 0.0783 0.146 Uiso 1 1 calc R E 1 H7F3 H 0.6536 0.4437 0.1345 0.146 Uiso 1 1 calc R E 1 C8F C 0.9474(9) 0.4536(5) 0.0632(3) 0.118(4) Uani 1 1 d D E 1 H8F1 H 0.9940 0.4593 0.0345 0.177 Uiso 1 1 calc R E 1 H8F2 H 0.8763 0.4242 0.0572 0.177 Uiso 1 1 calc R E 1 H8F3 H 1.0154 0.4418 0.0897 0.177 Uiso 1 1 calc R E 1 C7B C 0.6423(18) 0.5544(6) 0.4656(5) 0.043(4) Uiso 0.335(7) 1 d PD B 1 C8B C 0.697(3) 0.5717(7) 0.3673(10) 0.026(8) Uiso 0.335(7) 1 d PD B 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 Co1 0.0500(7) 0.0244(5) 0.0351(5) 0.000 -0.0156(4) 0.000 Cl1 0.0408(7) 0.0523(8) 0.0356(7) -0.0119(6) -0.0109(5) 0.0171(6) N13 0.024(3) 0.029(3) 0.105(6) 0.000 -0.013(3) 0.000 C14 0.019(3) 0.035(3) 0.125(6) -0.012(3) -0.003(3) 0.003(2) C15 0.024(3) 0.031(3) 0.131(6) -0.021(3) 0.014(3) -0.006(2) C16 0.022(4) 0.022(3) 0.102(7) 0.000 0.018(4) 0.000 C17 0.025(4) 0.032(4) 0.063(5) 0.000 0.019(3) 0.000 C18 0.037(3) 0.037(3) 0.049(3) -0.012(2) 0.022(2) -0.011(2) C19 0.055(3) 0.040(3) 0.032(3) -0.001(2) 0.012(2) -0.021(3) C20 0.067(5) 0.024(4) 0.032(4) 0.000 -0.007(3) 0.000 N21 0.064(4) 0.035(3) 0.021(3) 0.000 0.000(3) 0.000 C22 0.066(4) 0.035(3) 0.023(2) 0.000(2) 0.000(2) 0.001(2) C23 0.045(3) 0.034(3) 0.023(2) 0.0043(19) 0.004(2) 0.002(2) C24 0.027(3) 0.034(4) 0.026(3) 0.000 0.008(3) 0.000 C25 0.020(3) 0.023(3) 0.039(4) 0.000 0.003(3) 0.000 C26 0.042(3) 0.034(3) 0.043(3) -0.008(2) 0.001(2) -0.006(2) C27 0.048(3) 0.030(3) 0.066(4) -0.011(3) -0.007(3) -0.005(2) C28 0.038(4) 0.020(4) 0.087(6) 0.000 -0.013(4) 0.000 N1D 0.045(11) 0.049(13) 0.059(13) 0.012(9) -0.019(8) -0.006(8) C2D 0.083(10) 0.021(8) 0.027(3) 0.000(3) -0.009(4) 0.004(8) C3D 0.017(9) 0.031(6) 0.046(8) 0.006(5) -0.011(8) 0.010(9) C4D 0.050(9) 0.042(10) 0.023(7) 0.008(6) -0.002(6) -0.005(7) C5D 0.042(7) 0.058(9) 0.036(8) 0.020(6) -0.014(6) 0.005(7) C6D 0.034(7) 0.041(8) 0.033(7) 0.020(6) 0.002(5) -0.001(6) C7D 0.051(7) 0.046(7) 0.031(6) 0.001(5) -0.007(5) -0.018(6) C8D 0.045(6) 0.053(7) 0.042(5) 0.005(5) 0.007(4) -0.001(5) C9D 0.048(7) 0.067(8) 0.041(6) 0.001(5) 0.007(5) -0.001(5) C10D 0.066(8) 0.057(7) 0.042(6) 0.005(5) 0.013(6) -0.001(6) C11D 0.102(14) 0.063(12) 0.028(9) 0.005(7) 0.002(8) -0.010(9) C12D 0.076(5) 0.062(12) 0.030(8) 0.003(7) 0.004(7) 0.012(9) N1E 0.051(13) 0.020(9) 0.018(8) 0.008(7) -0.010(6) -0.011(8) C2E 0.083(10) 0.021(8) 0.027(3) 0.000(3) -0.009(4) 0.004(8) C3E 0.012(9) 0.041(9) 0.029(7) 0.004(5) -0.004(8) 0.012(10) C4E 0.027(7) 0.048(13) 0.035(11) 0.002(7) 0.007(7) -0.001(8) C5E 0.035(8) 0.084(14) 0.030(8) 0.020(8) 0.006(6) 0.015(10) C6E 0.026(7) 0.070(15) 0.037(9) 0.002(8) -0.004(6) 0.018(9) C7E 0.044(8) 0.064(12) 0.043(9) 0.009(7) -0.008(7) -0.008(8) C8E 0.037(7) 0.060(9) 0.052(8) 0.008(6) 0.013(6) 0.006(6) C9E 0.052(9) 0.063(9) 0.065(9) 0.021(8) 0.015(7) 0.009(7) C10E 0.023(7) 0.135(17) 0.079(12) 0.033(12) 0.016(7) 0.013(9) C11E 0.066(13) 0.09(2) 0.043(15) 0.027(13) 0.004(10) 0.004(14) C12E 0.076(5) 0.062(12) 0.030(8) 0.003(7) 0.004(7) 0.012(9) C1F 0.044(4) 0.202(11) 0.030(3) -0.031(5) -0.003(3) -0.043(6) C2F 0.053(5) 0.231(13) 0.063(5) -0.076(7) 0.004(4) -0.021(7) C3F 0.159(10) 0.113(8) 0.050(5) 0.008(5) 0.000(6) -0.022(7) C4F 0.198(12) 0.081(6) 0.052(5) 0.025(4) 0.041(6) 0.038(7) C5F 0.068(5) 0.105(7) 0.066(5) -0.001(5) -0.004(4) 0.001(5) C6F 0.069(5) 0.133(8) 0.035(3) -0.029(4) -0.009(3) -0.002(5) C7F 0.077(6) 0.160(9) 0.048(4) 0.011(5) -0.025(4) -0.053(6) C8F 0.067(6) 0.216(12) 0.064(5) -0.055(7) -0.025(4) 0.023(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 Co1 N1D 2.071(18) 2_655 ? Co1 N1D 2.071(19) . ? Co1 N13 2.135(6) . ? Co1 N21 2.139(6) . ? Co1 N1E 2.26(3) 2_655 ? Co1 N1E 2.26(3) . ? Co1 Cl1 2.4651(12) 2_655 ? Co1 Cl1 2.4651(12) . ? N13 C14 1.349(6) 2_655 ? N13 C14 1.349(6) . ? C14 C15 1.366(8) . ? C14 H14 0.9500 . ? C15 C16 1.418(7) . ? C15 H15 0.9500 . ? C16 C15 1.418(7) 2_655 ? C16 C17 1.472(10) . ? C17 C18 1.413(6) . ? C17 C18 1.413(6) 2_655 ? C18 C19 1.375(7) . ? C18 H18 0.9500 . ? C19 C20 1.384(7) . ? C19 H19 0.9500 . ? C20 C19 1.384(7) 2_655 ? C20 H20 0.9500 . ? N21 C22 1.346(6) . ? N21 C22 1.346(6) 2_655 ? C22 C23 1.373(7) . ? C22 H22 0.9500 . ? C23 C24 1.400(6) . ? C23 H23 0.9500 . ? C24 C23 1.400(6) 2_655 ? C24 C25 1.488(9) . ? C25 C26 1.390(6) 2_655 ? C25 C26 1.390(6) . ? C26 C27 1.396(7) . ? C26 H26 0.9500 . ? C27 C28 1.383(7) . ? C27 H27 0.9500 . ? C28 C27 1.383(7) 2_655 ? C28 H28 0.9500 . ? C2A C7A 1.365(17) . ? C2A C3A 1.55(2) . ? C3A C4A 1.34(2) . ? C4A C5A 1.36(3) . ? C5A C6A 1.339(18) . ? C6A C7A 1.375(18) . ? C1B C2B 1.3900 . ? C1B C6B 1.3900 . ? C2B C3B 1.3900 . ? C3B C4B 1.3900 . ? C4B C5B 1.3900 . ? C4B C8B 1.495(10) . ? C5B C6B 1.3900 . ? C5B C7B 1.492(9) . ? C1C C2C 1.3900 . ? C1C C6C 1.3900 . ? C2C C3C 1.3900 . ? C3C C4C 1.3900 . ? C4C C5C 1.3900 . ? C5C C6C 1.3900 . ? N1D C6D 1.36(3) . ? N1D C2D 1.3900 . ? C2D C3D 1.31(3) . ? C2D H2D 0.9500 . ? C3D C4D 1.37(3) . ? C3D H3D 0.9500 . ? C4D C5D 1.37(3) . ? C4D C7D 1.47(2) . ? C5D C6D 1.37(2) . ? C5D H5D 0.9500 . ? C6D H6D 0.9500 . ? C7D C8D 1.373(17) . ? C7D C12D 1.40(2) . ? C8D C9D 1.360(14) . ? C8D H8D 0.9500 . ? C9D C10D 1.379(15) . ? C9D H9D 0.9500 . ? C10D C11D 1.32(3) . ? C10D H10D 0.9500 . ? C11D C12D 1.33(3) . ? C11D H11D 0.9500 . ? C12D H12D 0.9500 . ? N1E C2E 1.28(2) . ? N1E C6E 1.36(3) . ? C2E C3E 1.50(4) . ? C2E H2E 0.9500 . ? C3E C4E 1.46(4) . ? C3E H3E 0.9500 . ? C4E C5E 1.37(3) . ? C4E C7E 1.47(3) . ? C5E C6E 1.36(3) . ? C5E H5E 0.9500 . ? C6E H6E 0.9500 . ? C7E C12E 1.374(19) . ? C7E C8E 1.395(15) . ? C8E C9E 1.373(14) . ? C8E H8E 0.9500 . ? C9E C10E 1.385(15) . ? C9E H9E 0.9500 . ? C10E C11E 1.388(18) . ? C10E H10E 0.9500 . ? C11E C12E 1.368(19) . ? C11E H11E 0.9500 . ? C12E H12E 0.9500 . ? C1F C2F 1.401(12) . ? C1F C6F 1.432(9) . ? C1F C8F 1.505(8) . ? C2F C3F 1.333(11) . ? C2F H2F 0.9500 . ? C3F C4F 1.454(12) . ? C3F H3F 0.9500 . ? C4F C5F 1.308(10) . ? C4F H4F 0.9500 . ? C5F C6F 1.318(10) . ? C5F H5F 0.9500 . ? C6F C7F 1.494(8) . ? C7F H7F1 0.9800 . ? C7F H7F2 0.9800 . ? C7F H7F3 0.9800 . ? C8F H8F1 0.9800 . ? C8F H8F2 0.9800 . ? C8F H8F3 0.9800 . ? 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 N1D Co1 N1D 173.3(11) 2_655 . ? N1D Co1 N13 86.7(5) 2_655 . ? N1D Co1 N13 86.7(6) . . ? N1D Co1 N21 93.3(5) 2_655 . ? N1D Co1 N21 93.3(6) . . ? N13 Co1 N21 180.000(1) . . ? N1D Co1 N1E 3.4(13) 2_655 2_655 ? N1D Co1 N1E 174.7(8) . 2_655 ? N13 Co1 N1E 88.8(6) . 2_655 ? N21 Co1 N1E 91.2(6) . 2_655 ? N1D Co1 N1E 174.7(7) 2_655 . ? N1D Co1 N1E 3.4(16) . . ? N13 Co1 N1E 88.8(6) . . ? N21 Co1 N1E 91.2(6) . . ? N1E Co1 N1E 177.6(12) 2_655 . ? N1D Co1 Cl1 91.4(5) 2_655 2_655 ? N1D Co1 Cl1 88.7(7) . 2_655 ? N13 Co1 Cl1 90.91(4) . 2_655 ? N21 Co1 Cl1 89.09(4) . 2_655 ? N1E Co1 Cl1 88.7(7) 2_655 2_655 ? N1E Co1 Cl1 91.3(7) . 2_655 ? N1D Co1 Cl1 88.7(4) 2_655 . ? N1D Co1 Cl1 91.4(7) . . ? N13 Co1 Cl1 90.91(4) . . ? N21 Co1 Cl1 89.09(4) . . ? N1E Co1 Cl1 91.3(7) 2_655 . ? N1E Co1 Cl1 88.7(7) . . ? Cl1 Co1 Cl1 178.18(8) 2_655 . ? C14 N13 C14 115.6(7) 2_655 . ? C14 N13 Co1 122.2(3) 2_655 . ? C14 N13 Co1 122.2(3) . . ? N13 C14 C15 124.7(5) . . ? N13 C14 H14 117.6 . . ? C15 C14 H14 117.6 . . ? C14 C15 C16 119.5(5) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? C15 C16 C15 115.9(7) 2_655 . ? C15 C16 C17 122.1(3) 2_655 . ? C15 C16 C17 122.1(3) . . ? C18 C17 C18 118.1(6) . 2_655 ? C18 C17 C16 120.9(3) . . ? C18 C17 C16 120.9(3) 2_655 . ? C19 C18 C17 120.6(5) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C18 C19 C20 119.8(5) . . ? C18 C19 H19 120.1 . . ? C20 C19 H19 120.1 . . ? C19 C20 C19 121.0(7) . 2_655 ? C19 C20 H20 119.5 . . ? C19 C20 H20 119.5 2_655 . ? C22 N21 C22 116.0(6) . 2_655 ? C22 N21 Co1 122.0(3) . . ? C22 N21 Co1 122.0(3) 2_655 . ? N21 C22 C23 123.8(5) . . ? N21 C22 H22 118.1 . . ? C23 C22 H22 118.1 . . ? C22 C23 C24 120.3(4) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? C23 C24 C23 115.7(6) 2_655 . ? C23 C24 C25 122.1(3) 2_655 . ? C23 C24 C25 122.1(3) . . ? C26 C25 C26 117.8(6) 2_655 . ? C26 C25 C24 121.1(3) 2_655 . ? C26 C25 C24 121.1(3) . . ? C25 C26 C27 121.3(5) . . ? C25 C26 H26 119.3 . . ? C27 C26 H26 119.3 . . ? C28 C27 C26 119.8(6) . . ? C28 C27 H27 120.1 . . ? C26 C27 H27 120.1 . . ? C27 C28 C27 119.8(7) . 2_655 ? C27 C28 H28 120.1 . . ? C27 C28 H28 120.1 2_655 . ? C7A C2A C3A 113.0(11) . . ? C4A C3A C2A 118.1(17) . . ? C3A C4A C5A 123(2) . . ? C6A C5A C4A 120.8(14) . . ? C5A C6A C7A 119.5(12) . . ? C2A C7A C6A 125.1(11) . . ? C2B C1B C6B 120.0 . . ? C3B C2B C1B 120.0 . . ? C2B C3B C4B 120.0 . . ? C5B C4B C3B 120.0 . . ? C5B C4B C8B 122.2(12) . . ? C3B C4B C8B 117.8(12) . . ? C6B C5B C4B 120.0 . . ? C6B C5B C7B 121.1(9) . . ? C4B C5B C7B 118.9(9) . . ? C5B C6B C1B 120.0 . . ? C2C C1C C6C 120.0 . . ? C3C C2C C1C 120.0 . . ? C4C C3C C2C 120.0 . . ? C3C C4C C5C 120.0 . . ? C6C C5C C4C 120.0 . . ? C5C C6C C1C 120.0 . . ? C6D N1D C2D 118.5(14) . . ? C6D N1D Co1 120.1(19) . . ? C2D N1D Co1 120.9(7) . . ? C3D C2D N1D 118.8(18) . . ? C3D C2D H2D 120.6 . . ? N1D C2D H2D 120.6 . . ? C2D C3D C4D 126(2) . . ? C2D C3D H3D 117.2 . . ? C4D C3D H3D 117.2 . . ? C3D C4D C5D 114.8(17) . . ? C3D C4D C7D 119.8(16) . . ? C5D C4D C7D 125.4(16) . . ? C6D C5D C4D 121.7(14) . . ? C6D C5D H5D 119.2 . . ? C4D C5D H5D 119.2 . . ? N1D C6D C5D 120.4(17) . . ? N1D C6D H6D 119.8 . . ? C5D C6D H6D 119.8 . . ? C8D C7D C12D 112.0(16) . . ? C8D C7D C4D 123.1(12) . . ? C12D C7D C4D 123.9(17) . . ? C9D C8D C7D 123.2(11) . . ? C9D C8D H8D 118.4 . . ? C7D C8D H8D 118.4 . . ? C8D C9D C10D 119.3(11) . . ? C8D C9D H9D 120.3 . . ? C10D C9D H9D 120.3 . . ? C11D C10D C9D 119.7(15) . . ? C11D C10D H10D 120.1 . . ? C9D C10D H10D 120.1 . . ? C10D C11D C12D 119(2) . . ? C10D C11D H11D 120.4 . . ? C12D C11D H11D 120.4 . . ? C11D C12D C7D 125(3) . . ? C11D C12D H12D 117.4 . . ? C7D C12D H12D 117.4 . . ? C2E N1E C6E 113(2) . . ? C2E N1E Co1 121.9(9) . . ? C6E N1E Co1 125(2) . . ? N1E C2E C3E 129(2) . . ? N1E C2E H2E 115.7 . . ? C3E C2E H2E 115.7 . . ? C4E C3E C2E 113(2) . . ? C4E C3E H3E 123.5 . . ? C2E C3E H3E 123.5 . . ? C5E C4E C3E 116.7(18) . . ? C5E C4E C7E 122(2) . . ? C3E C4E C7E 121.0(18) . . ? C6E C5E C4E 121.4(18) . . ? C6E C5E H5E 119.3 . . ? C4E C5E H5E 119.3 . . ? N1E C6E C5E 127(2) . . ? N1E C6E H6E 116.3 . . ? C5E C6E H6E 116.3 . . ? C12E C7E C8E 116.3(17) . . ? C12E C7E C4E 120.7(18) . . ? C8E C7E C4E 122.1(14) . . ? C9E C8E C7E 122.3(13) . . ? C9E C8E H8E 118.8 . . ? C7E C8E H8E 118.8 . . ? C8E C9E C10E 120.4(14) . . ? C8E C9E H9E 119.8 . . ? C10E C9E H9E 119.8 . . ? C9E C10E C11E 115.7(17) . . ? C9E C10E H10E 122.2 . . ? C11E C10E H10E 122.2 . . ? C12E C11E C10E 123(3) . . ? C12E C11E H11E 118.3 . . ? C10E C11E H11E 118.3 . . ? C11E C12E C7E 120(3) . . ? C11E C12E H12E 120.2 . . ? C7E C12E H12E 120.2 . . ? C2F C1F C6F 121.8(8) . . ? C2F C1F C8F 122.4(8) . . ? C6F C1F C8F 115.8(8) . . ? C3F C2F C1F 115.1(9) . . ? C3F C2F H2F 122.4 . . ? C1F C2F H2F 122.4 . . ? C2F C3F C4F 125.1(10) . . ? C2F C3F H3F 117.5 . . ? C4F C3F H3F 117.5 . . ? C5F C4F C3F 113.6(9) . . ? C5F C4F H4F 123.2 . . ? C3F C4F H4F 123.2 . . ? C4F C5F C6F 128.1(9) . . ? C4F C5F H5F 115.9 . . ? C6F C5F H5F 115.9 . . ? C5F C6F C1F 116.1(8) . . ? C5F C6F C7F 126.4(8) . . ? C1F C6F C7F 117.5(8) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.37 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.091 _refine_diff_density_min -0.559 _refine_diff_density_rms 0.119 data_c:5 _database_code_depnum_ccdc_archive 'CCDC 904018' #TrackingRef '2 m xylene.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H36 Cl2 Co N4, 4(C8 H10)' _chemical_formula_sum 'C76 H76 Cl2 Co N4' _chemical_formula_weight 1175.24 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' 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' H H 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 23.480(5) _cell_length_b 11.315(2) _cell_length_c 23.479(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.59 _cell_angle_gamma 90.00 _cell_volume 6235.4(19) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1874 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 30.03 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.252 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2484 _exptl_absorpt_coefficient_mu 0.408 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8776 _exptl_absorpt_correction_T_max 0.9644 _exptl_absorpt_process_details 'SADABs (Bruker, 2002)' _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 'Bruker Duo CCD Area Detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5304 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0535 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5304 _reflns_number_gt 4687 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2009)' _computing_cell_refinement 'SAINT (Bruker, 2009)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'X-Seed (Barbour 2001)' _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. The structure was a non-merohedral twin which was integrated in two twin domains after identification of the orientation matrices using the program CELL_NOW. The twin law is a twofold rotation about [0 1 0] The structure contains a residual electron density peak of 2.30eA-3 after taking twinning into account Highest peak 2.30 at 0.5000 0.2568 0.2500 [0.03 A from CO1] Deepest hole -1.95 at 0.4705 0.2500 0.2436 [0.71 A from CO1] ; _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^)+(0.1237P)^2^+12.8294P] 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 SHELXL _refine_ls_extinction_coef ? _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5304 _refine_ls_number_parameters 381 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0757 _refine_ls_R_factor_gt 0.0682 _refine_ls_wR_factor_ref 0.1985 _refine_ls_wR_factor_gt 0.1891 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.101 _refine_ls_shift/su_max 0.004 _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 Cl2 Cl 0.5000 0.47073(12) 0.2500 0.0214(4) Uani 1 2 d S . . Cl3 Cl 0.5000 0.03759(12) 0.2500 0.0212(4) Uani 1 2 d S . . N1 N 0.49724(15) 0.2550(3) 0.15835(13) 0.0207(7) Uani 1 1 d . . . N2 N 0.40678(14) 0.2519(3) 0.2501(2) 0.0203(7) Uani 1 1 d . . . C3 C 0.22394(19) 0.2430(5) 0.2479(3) 0.0296(10) Uani 1 1 d . . . C4 C 0.49808(17) 0.2493(4) 0.03840(16) 0.0224(8) Uani 1 1 d . . . C5 C 0.49918(19) 0.2428(5) -0.02444(17) 0.0279(9) Uani 1 1 d . . . C6 C 0.28713(17) 0.2484(4) 0.2487(2) 0.0224(9) Uani 1 1 d . . . C7 C 0.3112(2) 0.1052(5) 0.0031(2) 0.0351(12) Uani 1 1 d . . . H7 H 0.2915 0.1783 0.0001 0.042 Uiso 1 1 calc R . . C8 C 0.3194(2) 0.1604(4) 0.2761(2) 0.0259(11) Uani 1 1 d . . . H8 H 0.3009 0.0968 0.2945 0.031 Uiso 1 1 calc R . . C9 C 0.3116(2) 0.6075(5) -0.0006(2) 0.0344(12) Uani 1 1 d . . . H9 H 0.2922 0.6809 0.0017 0.041 Uiso 1 1 calc R . . C10 C 0.46272(18) 0.1749(4) 0.06969(19) 0.0233(10) Uani 1 1 d . . . H10 H 0.4379 0.1208 0.0505 0.028 Uiso 1 1 calc R . . C11 C 0.4843(2) 0.1388(5) -0.0529(2) 0.0364(12) Uani 1 1 d . . . H11 H 0.4718 0.0729 -0.0315 0.044 Uiso 1 1 calc R . . C12 C 0.3170(2) 0.3378(4) 0.2231(2) 0.0267(10) Uani 1 1 d . . . H12 H 0.2969 0.4002 0.2044 0.032 Uiso 1 1 calc R . . C13 C 0.37585(19) 0.3376(4) 0.2242(2) 0.0243(10) Uani 1 1 d . . . H13 H 0.3952 0.4004 0.2061 0.029 Uiso 1 1 calc R . . C14 C 0.3504(2) 0.4536(5) -0.0563(3) 0.0392(14) Uani 1 1 d . . . H14 H 0.3581 0.4194 -0.0922 0.047 Uiso 1 1 calc R . . C15 C 0.37839(19) 0.1661(4) 0.2764(2) 0.0239(10) Uani 1 1 d . . . H15 H 0.3996 0.1065 0.2960 0.029 Uiso 1 1 calc R . . C16 C 0.5320(2) 0.3274(4) 0.0699(2) 0.0249(10) Uani 1 1 d . . . H16 H 0.5566 0.3802 0.0509 0.030 Uiso 1 1 calc R . . C17 C 0.1955(2) 0.1419(5) 0.2311(2) 0.0362(13) Uani 1 1 d . . . H17 H 0.2169 0.0744 0.2207 0.043 Uiso 1 1 calc R . . C18 C 0.46426(18) 0.1807(4) 0.12825(19) 0.0224(10) Uani 1 1 d . . . H18 H 0.4403 0.1287 0.1485 0.027 Uiso 1 1 calc R . . C19 C 0.53040(19) 0.3290(4) 0.1288(2) 0.0253(10) Uani 1 1 d . . . H19 H 0.5536 0.3843 0.1492 0.030 Uiso 1 1 calc R . . C20 C 0.3283(3) 0.5499(5) 0.0495(3) 0.0384(13) Uani 1 1 d . . . C21 C 0.3563(3) 0.4446(6) 0.0455(3) 0.0432(15) Uani 1 1 d . . . H21 H 0.3685 0.4045 0.0792 0.052 Uiso 1 1 calc R . . C22 C 0.3209(2) 0.0563(5) 0.0561(3) 0.0371(14) Uani 1 1 d . . . C23 C 0.3048(3) 0.6259(6) -0.1073(3) 0.0473(15) Uani 1 1 d . . . H23A H 0.3232 0.7036 -0.1076 0.071 Uiso 1 1 calc R . . H23B H 0.2633 0.6360 -0.1085 0.071 Uiso 1 1 calc R . . H23C H 0.3163 0.5804 -0.1406 0.071 Uiso 1 1 calc R . . C24 C 0.3166(3) 0.6054(6) 0.1065(3) 0.0562(18) Uani 1 1 d . . . H24A H 0.3400 0.5665 0.1362 0.084 Uiso 1 1 calc R . . H24B H 0.2763 0.5961 0.1149 0.084 Uiso 1 1 calc R . . H24C H 0.3262 0.6897 0.1053 0.084 Uiso 1 1 calc R . . C25 C 0.3673(2) 0.3957(5) -0.0068(3) 0.0422(14) Uani 1 1 d . . . H25 H 0.3864 0.3219 -0.0089 0.051 Uiso 1 1 calc R . . C26 C 0.5166(2) 0.3395(5) -0.0564(2) 0.0358(12) Uani 1 1 d . . . H26 H 0.5266 0.4117 -0.0380 0.043 Uiso 1 1 calc R . . C27 C 0.3294(3) 0.0509(6) -0.0461(3) 0.0426(15) Uani 1 1 d . . . C28 C 0.3486(3) -0.0512(6) 0.0603(3) 0.0491(17) Uani 1 1 d . . . H28 H 0.3556 -0.0867 0.0965 0.059 Uiso 1 1 calc R . . C29 C 0.5053(3) 0.2234(7) -0.1427(2) 0.0565(18) Uani 1 1 d . . . H29 H 0.5083 0.2165 -0.1828 0.068 Uiso 1 1 calc R . . C30 C 0.3225(2) 0.5611(5) -0.0539(3) 0.0331(12) Uani 1 1 d . . . C32 C 0.1325(2) 0.3356(6) 0.2612(3) 0.0473(16) Uani 1 1 d . . . H32 H 0.1106 0.4023 0.2718 0.057 Uiso 1 1 calc R . . C33 C 0.3662(3) -0.1068(6) 0.0108(4) 0.059(2) Uani 1 1 d . . . H33 H 0.3848 -0.1812 0.0135 0.070 Uiso 1 1 calc R . . C34 C 0.1055(2) 0.2330(6) 0.2447(3) 0.0464(15) Uani 1 1 d . . . H34 H 0.0651 0.2292 0.2440 0.056 Uiso 1 1 calc R . . C36 C 0.3571(3) -0.0565(6) -0.0414(4) 0.055(2) Uani 1 1 d . . . H36 H 0.3699 -0.0952 -0.0746 0.066 Uiso 1 1 calc R . . C37 C 0.1920(2) 0.3425(5) 0.2627(3) 0.0385(13) Uani 1 1 d . . . H37 H 0.2106 0.4139 0.2736 0.046 Uiso 1 1 calc R . . C38 C 0.3027(3) 0.1191(7) 0.1091(3) 0.068(2) Uani 1 1 d . . . H38A H 0.3173 0.2002 0.1090 0.101 Uiso 1 1 calc R . . H38B H 0.3179 0.0773 0.1427 0.101 Uiso 1 1 calc R . . H38C H 0.2610 0.1207 0.1100 0.101 Uiso 1 1 calc R . . C39 C 0.1367(2) 0.1359(6) 0.2291(2) 0.0417(14) Uani 1 1 d . . . H39 H 0.1179 0.0654 0.2171 0.050 Uiso 1 1 calc R . . C40 C 0.3200(4) 0.1092(7) -0.1039(3) 0.076(2) Uani 1 1 d . . . H40A H 0.3453 0.1776 -0.1069 0.114 Uiso 1 1 calc R . . H40B H 0.2803 0.1352 -0.1081 0.114 Uiso 1 1 calc R . . H40C H 0.3283 0.0524 -0.1341 0.114 Uiso 1 1 calc R . . C41 C 0.4874(3) 0.1293(6) -0.1117(2) 0.0467(15) Uani 1 1 d . . . H41 H 0.4771 0.0575 -0.1302 0.056 Uiso 1 1 calc R . . C42 C 0.5191(3) 0.3296(7) -0.1157(3) 0.0567(18) Uani 1 1 d . . . H42 H 0.5303 0.3957 -0.1377 0.068 Uiso 1 1 calc R . . Co1 Co 0.5000 0.25440(8) 0.2500 0.0177(2) Uani 1 2 d S . 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 Cl2 0.0174(8) 0.0235(7) 0.0234(7) 0.000 0.0011(6) 0.000 Cl3 0.0178(8) 0.0225(7) 0.0234(7) 0.000 0.0018(6) 0.000 N1 0.0183(16) 0.0235(16) 0.0203(15) 0.0011(15) 0.0022(14) -0.0024(16) N2 0.0188(17) 0.0235(16) 0.0186(14) 0.0009(15) 0.0021(13) -0.0017(19) C3 0.021(2) 0.033(2) 0.035(2) 0.010(2) 0.0052(19) 0.001(2) C4 0.0182(19) 0.026(2) 0.0227(18) 0.0023(19) 0.0003(16) 0.006(2) C5 0.019(2) 0.041(3) 0.0235(19) 0.002(2) 0.0011(17) 0.008(2) C6 0.018(2) 0.027(2) 0.0228(19) -0.0047(18) 0.0027(17) -0.004(2) C7 0.027(3) 0.026(3) 0.052(4) -0.006(2) -0.002(2) -0.002(2) C8 0.023(2) 0.027(3) 0.028(3) 0.004(2) 0.0070(19) -0.0018(19) C9 0.027(3) 0.030(3) 0.046(3) 0.002(2) 0.003(2) -0.002(2) C10 0.020(2) 0.027(2) 0.022(2) -0.0017(18) -0.0007(17) -0.0035(18) C11 0.033(3) 0.054(3) 0.022(2) -0.003(2) -0.005(2) 0.005(3) C12 0.024(2) 0.026(3) 0.031(3) 0.004(2) -0.0020(19) 0.003(2) C13 0.022(2) 0.025(3) 0.027(2) 0.003(2) 0.0008(18) -0.0040(19) C14 0.028(3) 0.037(3) 0.054(4) -0.007(3) 0.009(3) -0.009(2) C15 0.021(2) 0.025(3) 0.026(2) 0.006(2) 0.0014(18) 0.0063(19) C16 0.025(2) 0.026(2) 0.024(2) 0.0022(19) 0.0055(18) -0.0037(19) C17 0.022(2) 0.042(3) 0.045(3) 0.010(2) 0.002(2) -0.003(2) C18 0.020(2) 0.026(2) 0.022(2) 0.0003(18) 0.0011(17) -0.0057(18) C19 0.024(2) 0.026(2) 0.026(2) -0.0036(19) 0.0037(18) -0.0077(19) C20 0.033(3) 0.034(3) 0.048(3) 0.003(3) 0.004(3) -0.009(2) C21 0.036(3) 0.040(4) 0.053(4) 0.010(3) -0.005(3) -0.005(3) C22 0.026(3) 0.044(4) 0.041(3) -0.002(3) -0.002(2) -0.016(2) C23 0.046(3) 0.051(4) 0.044(3) 0.009(3) -0.006(3) -0.012(3) C24 0.070(5) 0.053(4) 0.046(4) -0.003(3) 0.009(3) -0.010(3) C25 0.029(3) 0.029(3) 0.069(4) 0.002(3) -0.001(3) 0.001(2) C26 0.031(3) 0.048(3) 0.029(3) 0.013(2) 0.003(2) 0.002(3) C27 0.039(4) 0.039(3) 0.050(3) -0.006(3) -0.001(3) -0.012(3) C28 0.032(3) 0.041(4) 0.074(5) 0.022(3) -0.013(3) -0.014(3) C29 0.038(3) 0.108(6) 0.024(3) -0.004(3) -0.001(2) 0.002(3) C30 0.023(3) 0.029(3) 0.047(3) 0.001(2) 0.001(2) -0.008(2) C32 0.029(3) 0.054(4) 0.060(4) 0.010(3) 0.010(3) 0.016(3) C33 0.023(3) 0.030(3) 0.123(7) -0.002(4) 0.005(4) -0.001(2) C34 0.022(3) 0.073(4) 0.044(3) 0.012(3) 0.001(2) -0.002(3) C36 0.038(4) 0.038(4) 0.089(5) -0.023(4) 0.022(4) -0.017(3) C37 0.027(3) 0.038(3) 0.050(4) 0.007(2) 0.008(2) 0.002(2) C38 0.058(4) 0.089(5) 0.056(4) -0.019(4) 0.016(3) -0.035(4) C39 0.030(3) 0.054(4) 0.041(3) 0.006(3) 0.000(2) -0.016(3) C40 0.097(6) 0.083(5) 0.047(4) -0.003(4) -0.014(4) -0.039(5) C41 0.039(3) 0.076(4) 0.024(3) -0.009(3) -0.001(2) -0.003(3) C42 0.045(3) 0.090(5) 0.036(3) 0.034(3) 0.008(3) 0.004(4) Co1 0.0133(4) 0.0226(4) 0.0174(4) 0.000 0.0014(3) 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 Cl2 Co1 2.4478(16) . ? Cl3 Co1 2.4532(16) . ? N1 C18 1.332(6) . ? N1 C19 1.348(6) . ? N1 Co1 2.151(3) . ? N2 C15 1.339(6) . ? N2 C13 1.346(6) . ? N2 Co1 2.189(3) . ? C3 C17 1.376(8) . ? C3 C37 1.402(8) . ? C3 C6 1.485(6) . ? C4 C16 1.390(7) . ? C4 C10 1.404(6) . ? C4 C5 1.478(6) . ? C5 C26 1.394(7) . ? C5 C11 1.392(7) . ? C6 C12 1.379(7) . ? C6 C8 1.397(7) . ? C7 C22 1.375(8) . ? C7 C27 1.385(8) . ? C7 H7 0.9500 . ? C8 C15 1.387(7) . ? C8 H8 0.9500 . ? C9 C30 1.386(8) . ? C9 C20 1.391(8) . ? C9 H9 0.9500 . ? C10 C18 1.376(7) . ? C10 H10 0.9500 . ? C11 C41 1.389(7) . ? C11 H11 0.9500 . ? C12 C13 1.382(7) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C25 1.382(9) . ? C14 C30 1.384(8) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C19 1.385(7) . ? C16 H16 0.9500 . ? C17 C39 1.383(8) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C21 1.367(9) . ? C20 C24 1.511(9) . ? C21 C25 1.377(9) . ? C21 H21 0.9500 . ? C22 C28 1.382(9) . ? C22 C38 1.505(9) . ? C23 C30 1.501(8) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25 0.9500 . ? C26 C42 1.400(8) . ? C26 H26 0.9500 . ? C27 C36 1.381(10) . ? C27 C40 1.521(10) . ? C28 C33 1.395(10) . ? C28 H28 0.9500 . ? C29 C41 1.362(9) . ? C29 C42 1.392(10) . ? C29 H29 0.9500 . ? C32 C34 1.374(9) . ? C32 C37 1.399(8) . ? C32 H32 0.9500 . ? C33 C36 1.363(11) . ? C33 H33 0.9500 . ? C34 C39 1.375(9) . ? C34 H34 0.9500 . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39 0.9500 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? Co1 N1 2.151(3) 2_655 ? Co1 N2 2.189(3) 2_655 ? 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 C18 N1 C19 117.0(3) . . ? C18 N1 Co1 122.0(3) . . ? C19 N1 Co1 121.0(3) . . ? C15 N2 C13 117.5(4) . . ? C15 N2 Co1 121.4(3) . . ? C13 N2 Co1 121.2(3) . . ? C17 C3 C37 118.7(4) . . ? C17 C3 C6 121.0(5) . . ? C37 C3 C6 120.3(5) . . ? C16 C4 C10 116.2(4) . . ? C16 C4 C5 122.5(4) . . ? C10 C4 C5 121.3(4) . . ? C26 C5 C11 118.6(4) . . ? C26 C5 C4 120.8(5) . . ? C11 C5 C4 120.6(5) . . ? C12 C6 C8 116.7(4) . . ? C12 C6 C3 123.0(5) . . ? C8 C6 C3 120.4(5) . . ? C22 C7 C27 122.0(6) . . ? C22 C7 H7 119.0 . . ? C27 C7 H7 119.0 . . ? C15 C8 C6 119.8(4) . . ? C15 C8 H8 120.1 . . ? C6 C8 H8 120.1 . . ? C30 C9 C20 122.0(6) . . ? C30 C9 H9 119.0 . . ? C20 C9 H9 119.0 . . ? C18 C10 C4 119.6(4) . . ? C18 C10 H10 120.2 . . ? C4 C10 H10 120.2 . . ? C41 C11 C5 121.5(5) . . ? C41 C11 H11 119.3 . . ? C5 C11 H11 119.3 . . ? C6 C12 C13 120.7(5) . . ? C6 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? N2 C13 C12 122.5(4) . . ? N2 C13 H13 118.8 . . ? C12 C13 H13 118.8 . . ? C25 C14 C30 120.5(6) . . ? C25 C14 H14 119.8 . . ? C30 C14 H14 119.8 . . ? N2 C15 C8 122.8(4) . . ? N2 C15 H15 118.6 . . ? C8 C15 H15 118.6 . . ? C4 C16 C19 120.5(4) . . ? C4 C16 H16 119.7 . . ? C19 C16 H16 119.7 . . ? C3 C17 C39 121.8(6) . . ? C3 C17 H17 119.1 . . ? C39 C17 H17 119.1 . . ? N1 C18 C10 124.0(4) . . ? N1 C18 H18 118.0 . . ? C10 C18 H18 118.0 . . ? N1 C19 C16 122.6(4) . . ? N1 C19 H19 118.7 . . ? C16 C19 H19 118.7 . . ? C21 C20 C9 118.4(6) . . ? C21 C20 C24 121.5(6) . . ? C9 C20 C24 120.1(6) . . ? C20 C21 C25 120.9(6) . . ? C20 C21 H21 119.6 . . ? C25 C21 H21 119.6 . . ? C28 C22 C7 119.0(6) . . ? C28 C22 C38 120.0(7) . . ? C7 C22 C38 121.0(6) . . ? C30 C23 H23A 109.5 . . ? C30 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C30 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C20 C24 H24A 109.5 . . ? C20 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C20 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 C14 120.2(6) . . ? C21 C25 H25 119.9 . . ? C14 C25 H25 119.9 . . ? C5 C26 C42 119.6(5) . . ? C5 C26 H26 120.2 . . ? C42 C26 H26 120.2 . . ? C36 C27 C7 118.6(6) . . ? C36 C27 C40 120.6(7) . . ? C7 C27 C40 120.8(6) . . ? C22 C28 C33 119.1(6) . . ? C22 C28 H28 120.5 . . ? C33 C28 H28 120.5 . . ? C41 C29 C42 120.2(5) . . ? C41 C29 H29 119.9 . . ? C42 C29 H29 119.9 . . ? C14 C30 C9 118.0(6) . . ? C14 C30 C23 121.0(6) . . ? C9 C30 C23 120.9(5) . . ? C34 C32 C37 120.5(6) . . ? C34 C32 H32 119.8 . . ? C37 C32 H32 119.8 . . ? C36 C33 C28 121.3(6) . . ? C36 C33 H33 119.4 . . ? C28 C33 H33 119.4 . . ? C39 C34 C32 120.4(5) . . ? C39 C34 H34 119.8 . . ? C32 C34 H34 119.8 . . ? C33 C36 C27 120.0(7) . . ? C33 C36 H36 120.0 . . ? C27 C36 H36 120.0 . . ? C32 C37 C3 119.3(6) . . ? C32 C37 H37 120.3 . . ? C3 C37 H37 120.3 . . ? C22 C38 H38A 109.5 . . ? C22 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C22 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C34 C39 C17 119.3(6) . . ? C34 C39 H39 120.3 . . ? C17 C39 H39 120.3 . . ? C27 C40 H40A 109.5 . . ? C27 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C27 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C29 C41 C11 119.8(6) . . ? C29 C41 H41 120.1 . . ? C11 C41 H41 120.1 . . ? C29 C42 C26 120.4(6) . . ? C29 C42 H42 119.8 . . ? C26 C42 H42 119.8 . . ? N1 Co1 N1 179.6(2) 2_655 . ? N1 Co1 N2 89.91(16) 2_655 2_655 ? N1 Co1 N2 90.10(16) . 2_655 ? N1 Co1 N2 90.10(16) 2_655 . ? N1 Co1 N2 89.91(16) . . ? N2 Co1 N2 178.5(2) 2_655 . ? N1 Co1 Cl2 89.81(10) 2_655 . ? N1 Co1 Cl2 89.81(10) . . ? N2 Co1 Cl2 90.73(10) 2_655 . ? N2 Co1 Cl2 90.73(10) . . ? N1 Co1 Cl3 90.19(10) 2_655 . ? N1 Co1 Cl3 90.19(10) . . ? N2 Co1 Cl3 89.27(10) 2_655 . ? N2 Co1 Cl3 89.27(10) . . ? Cl2 Co1 Cl3 180.0 . . ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 2.297 _refine_diff_density_min -1.954 _refine_diff_density_rms 0.112 data_c:4 _database_code_depnum_ccdc_archive 'CCDC 904061' #TrackingRef '2 MeOH.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H36 Cl2 Co N4' _chemical_formula_sum 'C44 H36 Cl2 Co N4' _chemical_formula_weight 750.60 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' 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 9.273(2) _cell_length_b 23.801(5) _cell_length_c 21.313(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.130(4) _cell_angle_gamma 90.00 _cell_volume 4656.8(18) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3085 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 27.67 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.071 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1556 _exptl_absorpt_coefficient_mu 0.513 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8057 _exptl_absorpt_correction_T_max 0.8697 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker Duo CCD Area Detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16686 _diffrn_reflns_av_R_equivalents 0.0422 _diffrn_reflns_av_sigmaI/netI 0.0520 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 28.43 _reflns_number_total 5825 _reflns_number_gt 3848 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2009)' _computing_cell_refinement 'SAINT (Bruker, 2009)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'X-Seed (Barbour 2001)' _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. The structure contains electron density in the channels, that could not be modelled. The electron density was treated with SQUEEZE. ; _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^)+(0.0551P)^2^+1.0615P] 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 5825 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0738 _refine_ls_R_factor_gt 0.0477 _refine_ls_wR_factor_ref 0.1256 _refine_ls_wR_factor_gt 0.1170 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 N2 N 0.0000 0.29043(10) 0.7500 0.0313(6) Uani 1 2 d S . . Co1 Co 0.0000 0.380766(17) 0.7500 0.03070(13) Uani 1 2 d S . . Cl2 Cl 0.23231(6) 0.38539(2) 0.82081(3) 0.03824(15) Uani 1 1 d . . . N22 N 0.0000 0.47088(11) 0.7500 0.0342(6) Uani 1 2 d S . . C3 C -0.1239(2) 0.26078(9) 0.73763(11) 0.0344(5) Uani 1 1 d . . . H3 H -0.2132 0.2808 0.7288 0.041 Uiso 1 1 calc R . . N10 N 0.1157(2) 0.37526(7) 0.66723(8) 0.0335(4) Uani 1 1 d . . . C12 C 0.1454(3) 0.33037(10) 0.56938(11) 0.0434(6) Uani 1 1 d . . . H12 H 0.1043 0.3071 0.5352 0.052 Uiso 1 1 calc R . . C25 C 0.0000 0.58899(13) 0.7500 0.0372(7) Uani 1 2 d S . . C21 C 0.5280(3) 0.33258(12) 0.53710(12) 0.0521(7) Uani 1 1 d . . . H21 H 0.5724 0.3397 0.5793 0.062 Uiso 1 1 calc R . . C8 C -0.1111(3) 0.02206(10) 0.77235(12) 0.0466(6) Uani 1 1 d . . . H8 H -0.1877 0.0021 0.7877 0.056 Uiso 1 1 calc R . . C18 C 0.4039(4) 0.31257(13) 0.41463(13) 0.0641(9) Uani 1 1 d . . . H18 H 0.3603 0.3059 0.3722 0.077 Uiso 1 1 calc R . . C19 C 0.5527(4) 0.30870(13) 0.43024(14) 0.0659(9) Uani 1 1 d . . . H19 H 0.6122 0.2997 0.3989 0.079 Uiso 1 1 calc R . . C13 C 0.2863(3) 0.35125(9) 0.57084(10) 0.0351(5) Uani 1 1 d . . . C27 C -0.0280(3) 0.68197(11) 0.69392(15) 0.0556(7) Uani 1 1 d . . . H27 H -0.0473 0.6625 0.6547 0.067 Uiso 1 1 calc R . . C29 C 0.0000 0.76912(17) 0.7500 0.0612(12) Uani 1 2 d S . . H29 H 0.0000 0.8090 0.7500 0.073 Uiso 1 2 calc SR . . C24 C 0.0090(3) 0.55814(10) 0.80538(12) 0.0445(6) Uani 1 1 d . . . H24 H 0.0146 0.5770 0.8450 0.053 Uiso 1 1 calc R . . C23 C 0.0099(3) 0.50035(10) 0.80353(11) 0.0416(6) Uani 1 1 d . . . H23 H 0.0180 0.4804 0.8425 0.050 Uiso 1 1 calc R . . C17 C 0.3178(3) 0.32594(11) 0.45980(11) 0.0519(7) Uani 1 1 d . . . H17 H 0.2152 0.3277 0.4483 0.062 Uiso 1 1 calc R . . C4 C -0.1284(2) 0.20314(9) 0.73703(10) 0.0325(5) Uani 1 1 d . . . H4 H -0.2194 0.1844 0.7278 0.039 Uiso 1 1 calc R . . C9 C 0.0000 -0.00700(15) 0.7500 0.0514(10) Uani 1 2 d S . . H9 H 0.0000 -0.0469 0.7500 0.062 Uiso 1 2 calc SR . . C15 C 0.2499(3) 0.39574(11) 0.66817(12) 0.0453(6) Uani 1 1 d . . . H15 H 0.2882 0.4191 0.7027 0.054 Uiso 1 1 calc R . . C20 C 0.6140(4) 0.31811(13) 0.49215(14) 0.0625(8) Uani 1 1 d . . . H20 H 0.7163 0.3146 0.5038 0.075 Uiso 1 1 calc R . . C16 C 0.3781(3) 0.33697(9) 0.52231(10) 0.0380(5) Uani 1 1 d . . . C26 C 0.0000 0.65158(14) 0.7500 0.0415(8) Uani 1 2 d S . . C28 C -0.0282(3) 0.74055(12) 0.69417(17) 0.0639(8) Uani 1 1 d . . . H28 H -0.0481 0.7606 0.6554 0.077 Uiso 1 1 calc R . . C11 C 0.0655(3) 0.34322(11) 0.61704(11) 0.0428(6) Uani 1 1 d . . . H11 H -0.0305 0.3286 0.6143 0.051 Uiso 1 1 calc R . . C14 C 0.3365(3) 0.38495(11) 0.62191(12) 0.0467(6) Uani 1 1 d . . . H14 H 0.4313 0.4008 0.6253 0.056 Uiso 1 1 calc R . . C6 C 0.0000 0.11008(12) 0.7500 0.0331(7) Uani 1 2 d S . . C5 C 0.0000 0.17191(12) 0.7500 0.0294(6) Uani 1 2 d S . . C7 C -0.1114(3) 0.08023(9) 0.77251(11) 0.0385(5) Uani 1 1 d . . . H7 H -0.1881 0.0999 0.7881 0.046 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 N2 0.0251(13) 0.0371(14) 0.0316(13) 0.000 0.0033(10) 0.000 Co1 0.0264(2) 0.0339(2) 0.0305(2) 0.000 -0.00076(16) 0.000 Cl2 0.0316(3) 0.0418(3) 0.0381(3) -0.0018(2) -0.0062(2) -0.0010(2) N22 0.0265(14) 0.0377(15) 0.0370(14) 0.000 -0.0009(11) 0.000 C3 0.0258(11) 0.0375(13) 0.0391(12) -0.0019(10) 0.0017(9) 0.0000(9) N10 0.0325(10) 0.0371(10) 0.0301(9) -0.0035(8) 0.0016(8) -0.0039(8) C12 0.0455(15) 0.0529(15) 0.0293(12) -0.0073(10) -0.0035(10) -0.0120(11) C25 0.0216(15) 0.0363(18) 0.051(2) 0.000 -0.0032(14) 0.000 C21 0.0532(17) 0.0662(18) 0.0388(14) -0.0110(12) 0.0135(12) -0.0097(13) C8 0.0355(13) 0.0404(14) 0.0580(16) 0.0122(12) -0.0144(12) -0.0070(10) C18 0.083(2) 0.080(2) 0.0322(14) -0.0108(13) 0.0184(15) -0.0243(17) C19 0.088(3) 0.0672(19) 0.0499(17) -0.0164(14) 0.0364(16) -0.0211(17) C13 0.0429(14) 0.0321(12) 0.0302(11) 0.0014(9) 0.0042(9) -0.0027(10) C27 0.0424(16) 0.0502(16) 0.0704(19) 0.0062(14) -0.0048(13) 0.0001(12) C29 0.0247(18) 0.043(2) 0.112(4) 0.000 -0.004(2) 0.000 C24 0.0511(16) 0.0395(14) 0.0412(14) -0.0072(11) 0.0008(11) 0.0010(11) C23 0.0480(15) 0.0413(14) 0.0333(12) -0.0027(10) -0.0020(10) -0.0001(11) C17 0.0625(18) 0.0599(17) 0.0324(13) -0.0018(12) 0.0034(12) -0.0146(13) C4 0.0232(11) 0.0375(12) 0.0361(11) -0.0031(9) 0.0015(9) -0.0010(8) C9 0.038(2) 0.0344(18) 0.072(3) 0.000 -0.0226(18) 0.000 C15 0.0407(14) 0.0549(15) 0.0414(13) -0.0195(11) 0.0093(11) -0.0132(11) C20 0.0585(19) 0.074(2) 0.0590(18) -0.0161(15) 0.0229(15) -0.0125(15) C16 0.0493(15) 0.0350(12) 0.0303(11) -0.0023(9) 0.0075(10) -0.0101(10) C26 0.0152(15) 0.0419(19) 0.064(2) 0.000 -0.0056(14) 0.000 C28 0.0479(17) 0.0452(17) 0.095(2) 0.0186(16) -0.0035(16) 0.0046(13) C11 0.0357(13) 0.0578(16) 0.0330(12) -0.0041(11) -0.0012(10) -0.0098(11) C14 0.0378(14) 0.0574(16) 0.0459(14) -0.0190(12) 0.0096(11) -0.0152(11) C6 0.0300(16) 0.0341(17) 0.0324(16) 0.000 -0.0054(12) 0.000 C5 0.0275(15) 0.0358(16) 0.0244(14) 0.000 0.0016(12) 0.000 C7 0.0330(12) 0.0366(13) 0.0428(13) 0.0014(10) -0.0051(10) -0.0021(9) _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 N2 C3 1.342(2) . ? N2 C3 1.342(2) 2_556 ? N2 Co1 2.150(3) . ? Co1 N22 2.145(3) . ? Co1 N10 2.1944(19) 2_556 ? Co1 N10 2.1945(19) . ? Co1 Cl2 2.4518(7) . ? Co1 Cl2 2.4518(7) 2_556 ? N22 C23 1.331(3) . ? N22 C23 1.331(3) 2_556 ? C3 C4 1.373(3) . ? C3 H3 0.9500 . ? N10 C15 1.335(3) . ? N10 C11 1.342(3) . ? C12 C11 1.373(3) . ? C12 C13 1.395(3) . ? C12 H12 0.9500 . ? C25 C24 1.382(3) . ? C25 C24 1.382(3) 2_556 ? C25 C26 1.490(5) . ? C21 C20 1.374(4) . ? C21 C16 1.385(4) . ? C21 H21 0.9500 . ? C8 C9 1.381(3) . ? C8 C7 1.385(3) . ? C8 H8 0.9500 . ? C18 C17 1.372(4) . ? C18 C19 1.376(5) . ? C18 H18 0.9500 . ? C19 C20 1.379(4) . ? C19 H19 0.9500 . ? C13 C14 1.379(3) . ? C13 C16 1.470(3) . ? C27 C26 1.390(3) . ? C27 C28 1.394(4) . ? C27 H27 0.9500 . ? C29 C28 1.363(4) 2_556 ? C29 C28 1.363(4) . ? C29 H29 0.9500 . ? C24 C23 1.376(3) . ? C24 H24 0.9500 . ? C23 H23 0.9500 . ? C17 C16 1.395(3) . ? C17 H17 0.9500 . ? C4 C5 1.398(3) . ? C4 H4 0.9500 . ? C9 C8 1.381(3) 2_556 ? C9 H9 0.9500 . ? C15 C14 1.381(3) . ? C15 H15 0.9500 . ? C20 H20 0.9500 . ? C26 C27 1.390(3) 2_556 ? C28 H28 0.9500 . ? C11 H11 0.9500 . ? C14 H14 0.9500 . ? C6 C7 1.394(3) . ? C6 C7 1.394(3) 2_556 ? C6 C5 1.472(4) . ? C5 C4 1.398(3) 2_556 ? C7 H7 0.9500 . ? 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 C3 N2 C3 116.6(3) . 2_556 ? C3 N2 Co1 121.71(13) . . ? C3 N2 Co1 121.71(13) 2_556 . ? N22 Co1 N2 180.000(1) . . ? N22 Co1 N10 93.43(5) . 2_556 ? N2 Co1 N10 86.57(5) . 2_556 ? N22 Co1 N10 93.43(5) . . ? N2 Co1 N10 86.57(5) . . ? N10 Co1 N10 173.15(9) 2_556 . ? N22 Co1 Cl2 87.426(15) . . ? N2 Co1 Cl2 92.574(15) . . ? N10 Co1 Cl2 89.70(5) 2_556 . ? N10 Co1 Cl2 90.61(5) . . ? N22 Co1 Cl2 87.427(15) . 2_556 ? N2 Co1 Cl2 92.573(15) . 2_556 ? N10 Co1 Cl2 90.61(5) 2_556 2_556 ? N10 Co1 Cl2 89.70(5) . 2_556 ? Cl2 Co1 Cl2 174.85(3) . 2_556 ? C23 N22 C23 116.4(3) . 2_556 ? C23 N22 Co1 121.79(14) . . ? C23 N22 Co1 121.79(14) 2_556 . ? N2 C3 C4 123.5(2) . . ? N2 C3 H3 118.3 . . ? C4 C3 H3 118.3 . . ? C15 N10 C11 115.9(2) . . ? C15 N10 Co1 121.81(15) . . ? C11 N10 Co1 121.40(15) . . ? C11 C12 C13 120.4(2) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C24 C25 C24 115.8(3) . 2_556 ? C24 C25 C26 122.08(15) . . ? C24 C25 C26 122.08(15) 2_556 . ? C20 C21 C16 121.5(3) . . ? C20 C21 H21 119.2 . . ? C16 C21 H21 119.2 . . ? C9 C8 C7 120.2(3) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C17 C18 C19 120.6(3) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C18 C19 C20 119.0(3) . . ? C18 C19 H19 120.5 . . ? C20 C19 H19 120.5 . . ? C14 C13 C12 115.8(2) . . ? C14 C13 C16 121.7(2) . . ? C12 C13 C16 122.4(2) . . ? C26 C27 C28 121.2(3) . . ? C26 C27 H27 119.4 . . ? C28 C27 H27 119.4 . . ? C28 C29 C28 120.2(4) 2_556 . ? C28 C29 H29 119.9 2_556 . ? C28 C29 H29 119.9 . . ? C23 C24 C25 120.4(2) . . ? C23 C24 H24 119.8 . . ? C25 C24 H24 119.8 . . ? N22 C23 C24 123.4(2) . . ? N22 C23 H23 118.3 . . ? C24 C23 H23 118.3 . . ? C18 C17 C16 121.3(3) . . ? C18 C17 H17 119.3 . . ? C16 C17 H17 119.3 . . ? C3 C4 C5 120.4(2) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C8 C9 C8 119.9(3) . 2_556 ? C8 C9 H9 120.1 . . ? C8 C9 H9 120.1 2_556 . ? N10 C15 C14 123.8(2) . . ? N10 C15 H15 118.1 . . ? C14 C15 H15 118.1 . . ? C21 C20 C19 120.4(3) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C21 C16 C17 117.2(2) . . ? C21 C16 C13 121.3(2) . . ? C17 C16 C13 121.5(2) . . ? C27 C26 C27 117.3(3) 2_556 . ? C27 C26 C25 121.36(17) 2_556 . ? C27 C26 C25 121.36(17) . . ? C29 C28 C27 120.1(3) . . ? C29 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? N10 C11 C12 123.6(2) . . ? N10 C11 H11 118.2 . . ? C12 C11 H11 118.2 . . ? C13 C14 C15 120.4(2) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C7 C6 C7 118.7(3) . 2_556 ? C7 C6 C5 120.65(15) . . ? C7 C6 C5 120.66(15) 2_556 . ? C4 C5 C4 115.8(3) 2_556 . ? C4 C5 C6 122.12(14) 2_556 . ? C4 C5 C6 122.12(14) . . ? C8 C7 C6 120.5(2) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.303 _refine_diff_density_min -0.489 _refine_diff_density_rms 0.053 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.016 0.000 0.000 333 94 ' ' 2 -0.014 0.500 0.000 333 94 ' ' 3 0.003 0.000 0.500 333 94 ' ' 4 -0.003 0.500 0.500 333 94 ' ' _platon_squeeze_details ; ; data_c:2 _database_code_depnum_ccdc_archive 'CCDC 904062' #TrackingRef '1MeOH.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H36 Cl2 N4 Ni, 0.82(CH3 O)' _chemical_formula_sum 'C44.82 H38.45 Cl2 N4 Ni O0.82' _chemical_formula_weight 775.67 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M p212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 12.3778(17) _cell_length_b 16.212(2) _cell_length_c 19.398(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3892.7(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9086 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 27.46 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.324 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1616.0 _exptl_absorpt_coefficient_mu 0.675 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.928 _exptl_absorpt_correction_T_max 0.9294 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker APEX CCD Area Detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23493 _diffrn_reflns_av_R_equivalents 0.0296 _diffrn_reflns_av_sigmaI/netI 0.0497 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -44 _diffrn_reflns_limit_l_max 44 _diffrn_reflns_theta_min 4.640 _diffrn_reflns_theta_max 54.928 _reflns_number_total 9086 _reflns_number_gt 8306 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2009)' _computing_cell_refinement 'SAINT (Bruker, 2009)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'X-Seed (Barbour 2001)' _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 Over 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. The methanol has an occupancy of 88% and it is disorderd Over two positions. An attempt to model the methanol as a two part disorder did not yield a satisfactory model, therefore only the highest populated orientation was refined. ; _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^)+(0.0000P)^2^+8.4396P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.052(16) _refine_ls_number_reflns 9179 _refine_ls_number_parameters 480 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0593 _refine_ls_R_factor_gt 0.0512 _refine_ls_wR_factor_ref 0.1158 _refine_ls_wR_factor_gt 0.1071 _refine_ls_goodness_of_fit_ref 1.174 _refine_ls_restrained_S_all 1.174 _refine_ls_shift/su_max 0.035 _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 0.94414(4) 0.46833(3) 0.96824(3) 0.01900(11) Uani 1 1 d . . . Cl2 Cl 1.00590(8) 0.33760(6) 1.01303(5) 0.02215(19) Uani 1 1 d . . . N12 N 1.0984(3) 0.4940(2) 0.92653(18) 0.0218(7) Uani 1 1 d . . . Cl1 Cl 0.88408(8) 0.60559(6) 0.92834(5) 0.0228(2) Uani 1 1 d . . . N36 N 0.7866(3) 0.44799(19) 1.00854(17) 0.0225(7) Uani 1 1 d . . . C16 C 1.4102(3) 0.5873(3) 0.8637(2) 0.0240(9) Uani 1 1 d . . . N1 N 0.8998(3) 0.4137(2) 0.87381(17) 0.0203(7) Uani 1 1 d . . . C27 C 1.0586(3) 0.5919(2) 1.18886(19) 0.0205(8) Uani 1 1 d . . . C4 C 0.8528(3) 0.3452(2) 0.7437(2) 0.0181(8) Uani 1 1 d . . . C51 C 0.8302(3) 0.3119(2) 0.6740(2) 0.0210(8) Uani 1 1 d . . . C3 C 0.9425(3) 0.3205(2) 0.7820(2) 0.0240(8) Uani 1 1 d . . . H3 H 0.9900 0.2796 0.7644 0.029 Uiso 1 1 calc R . . C28 C 1.0945(3) 0.6276(2) 1.2550(2) 0.0204(8) Uani 1 1 d . . . C40 C 0.6351(3) 0.3601(2) 1.0342(2) 0.0199(8) Uani 1 1 d . . . H40 H 0.6042 0.3065 1.0317 0.024 Uiso 1 1 calc R . . C34 C 0.9942(3) 0.5210(2) 1.1862(2) 0.0220(8) Uani 1 1 d . . . H34 H 0.9711 0.4955 1.2277 0.026 Uiso 1 1 calc R . . C42 C 0.4667(3) 0.4143(2) 1.0925(2) 0.0230(9) Uani 1 1 d . . . C30 C 1.2268(4) 0.7007(3) 1.3227(2) 0.0316(10) Uani 1 1 d . . . H30 H 1.2962 0.7252 1.3267 0.038 Uiso 1 1 calc R . . C13 C 1.1106(3) 0.5403(3) 0.8696(2) 0.0284(9) Uani 1 1 d . . . H13 H 1.0481 0.5533 0.8433 0.034 Uiso 1 1 calc R . . C38 C 0.6310(4) 0.5010(2) 1.0663(2) 0.0262(9) Uani 1 1 d . . . H38 H 0.5957 0.5474 1.0860 0.031 Uiso 1 1 calc R . . C18 C 1.5226(4) 0.6636(3) 0.7842(3) 0.0394(12) Uani 1 1 d . . . H18 H 1.5302 0.6936 0.7424 0.047 Uiso 1 1 calc R . . C9 C 0.7237(4) 0.3048(2) 0.6496(2) 0.0263(9) Uani 1 1 d . . . H9 H 0.6649 0.3195 0.6786 0.032 Uiso 1 1 calc R . . C29 C 1.1954(3) 0.6649(3) 1.2609(2) 0.0240(8) Uani 1 1 d . . . H29 H 1.2430 0.6658 1.2225 0.029 Uiso 1 1 calc R . . C2 C 0.9622(3) 0.3560(3) 0.8459(2) 0.0260(9) Uani 1 1 d . . . H2 H 1.0236 0.3380 0.8711 0.031 Uiso 1 1 calc R . . C11 C 0.8124(3) 0.4381(3) 0.8370(2) 0.0239(9) Uani 1 1 d . . . H11 H 0.7664 0.4792 0.8558 0.029 Uiso 1 1 calc R . . C47 C 0.4031(3) 0.3486(2) 1.0728(2) 0.0239(9) Uani 1 1 d . . . H47 H 0.4323 0.3072 1.0435 0.029 Uiso 1 1 calc R . . C41 C 0.7376(3) 0.3749(2) 1.0070(2) 0.0201(8) Uani 1 1 d . . . H41 H 0.7748 0.3301 0.9861 0.024 Uiso 1 1 calc R . . C14 C 1.2088(4) 0.5700(3) 0.8473(2) 0.0298(10) Uani 1 1 d . . . H14 H 1.2125 0.6023 0.8066 0.036 Uiso 1 1 calc R . . C7 C 0.7882(4) 0.2558(3) 0.5401(2) 0.0330(10) Uani 1 1 d . . . H7 H 0.7739 0.2383 0.4942 0.040 Uiso 1 1 calc R . . C15 C 1.3035(3) 0.5529(2) 0.8844(2) 0.0229(9) Uani 1 1 d . . . C39 C 0.5781(3) 0.4248(2) 1.0651(2) 0.0210(8) Uani 1 1 d . . . C37 C 0.7331(3) 0.5099(2) 1.0394(2) 0.0269(9) Uani 1 1 d . . . H37 H 0.7673 0.5622 1.0428 0.032 Uiso 1 1 calc R . . C22 C 1.2899(3) 0.5036(3) 0.9421(2) 0.0301(10) Uani 1 1 d . . . H22 H 1.3512 0.4885 0.9687 0.036 Uiso 1 1 calc R . . C46 C 0.2954(4) 0.3421(3) 1.0957(2) 0.0326(10) Uani 1 1 d . . . H46 H 0.2520 0.2970 1.0812 0.039 Uiso 1 1 calc R . . C26 C 1.0857(3) 0.6275(2) 1.1256(2) 0.0212(8) Uani 1 1 d . . . H26 H 1.1284 0.6761 1.1243 0.025 Uiso 1 1 calc R . . C33 C 1.0264(3) 0.6272(3) 1.3119(2) 0.0273(9) Uani 1 1 d . . . H33 H 0.9580 0.6009 1.3088 0.033 Uiso 1 1 calc R . . C5 C 0.9152(4) 0.2886(2) 0.6305(2) 0.0263(9) Uani 1 1 d . . . H5 H 0.9875 0.2916 0.6466 0.032 Uiso 1 1 calc R . . C25 C 1.0502(3) 0.5918(2) 1.06475(19) 0.0216(8) Uani 1 1 d . . . H25 H 1.0693 0.6173 1.0224 0.026 Uiso 1 1 calc R . . C45 C 0.2531(4) 0.4008(3) 1.1386(2) 0.0343(11) Uani 1 1 d . . . H45 H 0.1801 0.3970 1.1534 0.041 Uiso 1 1 calc R . . C19 C 1.6104(4) 0.6519(3) 0.8256(3) 0.0369(12) Uani 1 1 d . . . H19 H 1.6788 0.6735 0.8125 0.044 Uiso 1 1 calc R . . C35 C 0.9642(3) 0.4881(2) 1.1237(2) 0.0208(8) Uani 1 1 d . . . H35 H 0.9231 0.4386 1.1234 0.025 Uiso 1 1 calc R . . C8 C 0.7041(4) 0.2764(2) 0.5834(2) 0.0294(10) Uani 1 1 d . . . H8 H 0.6318 0.2709 0.5677 0.035 Uiso 1 1 calc R . . C21 C 1.5014(4) 0.5763(3) 0.9051(3) 0.0371(11) Uani 1 1 d . . . H21 H 1.4954 0.5459 0.9468 0.045 Uiso 1 1 calc R . . C17 C 1.4220(4) 0.6321(3) 0.8026(2) 0.0310(10) Uani 1 1 d . . . H17 H 1.3613 0.6410 0.7736 0.037 Uiso 1 1 calc R . . C32 C 1.0565(4) 0.6646(3) 1.3734(2) 0.0360(10) Uani 1 1 d . . . H32 H 1.0085 0.6652 1.4116 0.043 Uiso 1 1 calc R . . C31 C 1.1575(4) 0.7010(3) 1.3785(2) 0.0346(11) Uani 1 1 d . . . H31 H 1.1792 0.7262 1.4205 0.042 Uiso 1 1 calc R . . C10 C 0.7878(3) 0.4056(2) 0.7736(2) 0.0225(8) Uani 1 1 d . . . H10 H 0.7255 0.4245 0.7498 0.027 Uiso 1 1 calc R . . C43 C 0.4222(4) 0.4727(3) 1.1379(2) 0.0380(11) Uani 1 1 d . . . H43 H 0.4652 0.5176 1.1532 0.046 Uiso 1 1 calc R . . C44 C 0.3174(4) 0.4658(3) 1.1604(3) 0.0433(13) Uani 1 1 d . . . H44 H 0.2887 0.5058 1.1911 0.052 Uiso 1 1 calc R . . C6 C 0.8943(4) 0.2610(3) 0.5638(2) 0.0334(11) Uani 1 1 d . . . H6 H 0.9524 0.2457 0.5345 0.040 Uiso 1 1 calc R . . C23 C 1.1910(3) 0.4764(3) 0.9614(2) 0.0273(9) Uani 1 1 d . . . H23 H 1.1860 0.4431 1.0016 0.033 Uiso 1 1 calc R . . N24 N 0.9902(3) 0.5229(2) 1.06287(16) 0.0220(7) Uani 1 1 d . . . C20 C 1.6000(4) 0.6090(3) 0.8864(3) 0.0422(13) Uani 1 1 d . . . H20 H 1.6609 0.6017 0.9155 0.051 Uiso 1 1 calc R . . C1 C 1.1162(11) 0.1331(9) 0.7534(6) 0.117(6) Uani 0.816(8) 1 d P A 1 H1A H 1.1807 0.0989 0.7473 0.176 Uiso 0.816(8) 1 calc PR A 1 H1B H 1.0514 0.0991 0.7474 0.176 Uiso 0.816(8) 1 calc PR A 1 H1C H 1.1164 0.1570 0.7999 0.176 Uiso 0.816(8) 1 calc PR A 1 O1 O 1.1162(5) 0.1792(4) 0.7179(3) 0.060(2) Uani 0.816(8) 1 d P A 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 Ni1 0.0191(2) 0.0178(2) 0.0201(2) -0.0022(2) -0.0025(2) 0.0000(2) Cl2 0.0209(4) 0.0176(4) 0.0280(5) 0.0000(4) -0.0030(4) -0.0002(4) N12 0.0209(16) 0.0220(17) 0.0225(17) -0.0007(14) -0.0019(14) -0.0013(13) Cl1 0.0247(5) 0.0214(5) 0.0224(5) 0.0003(4) 0.0002(4) 0.0023(4) N36 0.0267(18) 0.0181(16) 0.0228(17) -0.0032(13) -0.0019(14) 0.0038(14) C16 0.020(2) 0.0204(19) 0.032(2) -0.0031(17) 0.0004(16) 0.0014(15) N1 0.0166(15) 0.0210(17) 0.0231(17) -0.0077(14) -0.0029(13) 0.0016(13) C27 0.0209(18) 0.0207(18) 0.0200(18) -0.0004(15) -0.0006(17) 0.0058(17) C4 0.0157(18) 0.0179(19) 0.0206(19) 0.0008(15) -0.0014(15) -0.0026(15) C51 0.029(2) 0.0142(18) 0.020(2) 0.0012(14) -0.0020(16) -0.0008(16) C3 0.0177(18) 0.027(2) 0.027(2) -0.0036(16) -0.0022(18) 0.0036(18) C28 0.0176(19) 0.021(2) 0.023(2) -0.0008(15) -0.0022(15) 0.0018(15) C40 0.0204(18) 0.0129(17) 0.0264(19) 0.0006(16) -0.0031(17) -0.0013(14) C34 0.028(2) 0.0173(19) 0.0205(18) 0.0016(15) 0.0047(16) 0.0051(17) C42 0.025(2) 0.0221(19) 0.0217(19) 0.0011(15) 0.0067(16) 0.0032(16) C30 0.030(2) 0.034(3) 0.031(2) -0.0028(19) -0.0087(19) -0.005(2) C13 0.026(2) 0.038(2) 0.021(2) 0.0040(19) -0.0027(17) 0.006(2) C38 0.034(2) 0.0149(18) 0.029(2) -0.0025(16) 0.0096(19) 0.0018(17) C18 0.051(3) 0.025(2) 0.042(3) -0.006(2) 0.010(2) -0.012(2) C9 0.031(2) 0.0177(19) 0.030(2) -0.0011(17) -0.0038(19) 0.0002(17) C29 0.022(2) 0.027(2) 0.023(2) -0.0005(17) 0.0022(16) 0.0015(18) C2 0.022(2) 0.030(2) 0.026(2) -0.0030(17) -0.0051(17) 0.0064(17) C11 0.0175(19) 0.028(2) 0.026(2) -0.0038(17) 0.0011(16) 0.0024(16) C47 0.025(2) 0.021(2) 0.026(2) 0.0020(17) 0.0099(17) 0.0062(16) C41 0.0161(17) 0.0184(18) 0.026(2) -0.0029(16) -0.0030(15) 0.0042(15) C14 0.028(2) 0.037(2) 0.025(2) 0.0073(18) 0.0031(18) 0.008(2) C7 0.050(3) 0.024(2) 0.025(2) -0.0003(18) -0.010(2) 0.007(2) C15 0.022(2) 0.023(2) 0.023(2) -0.0034(16) 0.0004(16) 0.0017(17) C39 0.024(2) 0.0211(19) 0.0178(18) -0.0010(15) 0.0055(16) -0.0001(16) C37 0.033(2) 0.0188(19) 0.029(2) -0.0042(17) 0.0049(19) 0.0030(16) C22 0.025(2) 0.035(2) 0.030(2) 0.0076(18) -0.0102(18) 0.0011(18) C46 0.032(2) 0.034(2) 0.031(2) 0.005(2) 0.0064(19) 0.002(2) C26 0.025(2) 0.0167(18) 0.0218(19) -0.0029(15) -0.0031(16) -0.0034(15) C33 0.023(2) 0.036(2) 0.023(2) -0.0047(18) -0.0027(16) -0.0044(18) C5 0.032(2) 0.0190(19) 0.028(2) -0.0004(16) 0.0051(18) 0.0038(17) C25 0.0259(19) 0.0183(17) 0.0208(18) 0.0016(15) -0.0034(17) 0.0013(17) C45 0.032(2) 0.039(3) 0.032(2) 0.009(2) 0.0129(19) 0.011(2) C19 0.026(2) 0.023(2) 0.062(3) -0.006(2) 0.016(2) -0.0053(19) C35 0.0181(19) 0.0188(19) 0.0256(19) -0.0012(15) -0.0058(15) -0.0031(14) C8 0.042(3) 0.0162(19) 0.030(2) 0.0002(17) -0.014(2) 0.0023(19) C21 0.029(2) 0.034(3) 0.049(3) 0.012(2) -0.003(2) -0.001(2) C17 0.034(3) 0.024(2) 0.036(2) -0.0045(18) 0.006(2) -0.0081(19) C32 0.036(2) 0.051(3) 0.022(2) -0.010(2) 0.005(2) -0.007(3) C31 0.037(3) 0.046(3) 0.021(2) -0.012(2) -0.0050(19) -0.010(2) C10 0.0163(18) 0.024(2) 0.027(2) -0.0042(17) -0.0022(16) 0.0054(16) C43 0.048(3) 0.029(2) 0.037(2) -0.012(2) 0.017(2) 0.004(2) C44 0.051(3) 0.034(3) 0.045(3) -0.004(2) 0.026(2) 0.015(3) C6 0.054(3) 0.019(2) 0.027(2) 0.0004(18) 0.009(2) 0.008(2) C23 0.0210(18) 0.031(2) 0.030(2) 0.006(2) -0.0008(17) -0.0058(18) N24 0.0294(17) 0.0171(16) 0.0194(16) -0.0007(13) -0.0029(14) -0.0014(15) C20 0.026(2) 0.037(3) 0.064(4) 0.010(3) -0.005(2) 0.000(2) C1 0.126(11) 0.144(13) 0.081(8) -0.083(8) 0.055(8) -0.084(10) O1 0.045(3) 0.086(5) 0.048(4) -0.033(3) -0.011(3) 0.033(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 Ni1 N1 2.107(3) . ? Ni1 N12 2.115(3) . ? Ni1 N24 2.116(3) . ? Ni1 N36 2.127(4) . ? Ni1 Cl2 2.4150(11) . ? Ni1 Cl1 2.4705(11) . ? N12 C13 1.344(5) . ? N12 C23 1.361(5) . ? N36 C41 1.332(5) . ? N36 C37 1.344(5) . ? C16 C21 1.395(6) . ? C16 C17 1.399(6) . ? C16 C15 1.488(6) . ? N1 C2 1.329(5) . ? N1 C11 1.355(5) . ? C27 C26 1.396(5) . ? C27 C34 1.400(6) . ? C27 C28 1.477(5) . ? C4 C3 1.394(5) . ? C4 C10 1.394(5) . ? C4 C51 1.483(5) . ? C51 C5 1.399(6) . ? C51 C9 1.406(6) . ? C3 C2 1.389(5) . ? C3 H3 0.9500 . ? C28 C33 1.389(6) . ? C28 C29 1.393(6) . ? C40 C41 1.395(5) . ? C40 C39 1.399(5) . ? C40 H40 0.9500 . ? C34 C35 1.375(5) . ? C34 H34 0.9500 . ? C42 C47 1.379(6) . ? C42 C43 1.405(6) . ? C42 C39 1.488(5) . ? C30 C31 1.380(6) . ? C30 C29 1.387(6) . ? C30 H30 0.9500 . ? C13 C14 1.377(6) . ? C13 H13 0.9500 . ? C38 C37 1.375(6) . ? C38 C39 1.398(5) . ? C38 H38 0.9500 . ? C18 C19 1.365(7) . ? C18 C17 1.393(6) . ? C18 H18 0.9500 . ? C9 C8 1.384(6) . ? C9 H9 0.9500 . ? C29 H29 0.9500 . ? C2 H2 0.9500 . ? C11 C10 1.372(6) . ? C11 H11 0.9500 . ? C47 C46 1.410(6) . ? C47 H47 0.9500 . ? C41 H41 0.9500 . ? C14 C15 1.402(6) . ? C14 H14 0.9500 . ? C7 C8 1.379(7) . ? C7 C6 1.394(7) . ? C7 H7 0.9500 . ? C15 C22 1.386(6) . ? C37 H37 0.9500 . ? C22 C23 1.353(6) . ? C22 H22 0.9500 . ? C46 C45 1.368(6) . ? C46 H46 0.9500 . ? C26 C25 1.387(5) . ? C26 H26 0.9500 . ? C33 C32 1.389(6) . ? C33 H33 0.9500 . ? C5 C6 1.393(6) . ? C5 H5 0.9500 . ? C25 N24 1.343(5) . ? C25 H25 0.9500 . ? C45 C44 1.387(7) . ? C45 H45 0.9500 . ? C19 C20 1.375(7) . ? C19 H19 0.9500 . ? C35 N24 1.346(5) . ? C35 H35 0.9500 . ? C8 H8 0.9500 . ? C21 C20 1.379(7) . ? C21 H21 0.9500 . ? C17 H17 0.9500 . ? C32 C31 1.386(7) . ? C32 H32 0.9500 . ? C31 H31 0.9500 . ? C10 H10 0.9500 . ? C43 C44 1.373(7) . ? C43 H43 0.9500 . ? C44 H44 0.9500 . ? C6 H6 0.9500 . ? C23 H23 0.9500 . ? C20 H20 0.9500 . ? C1 O1 1.016(14) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? 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 Ni1 N12 89.16(13) . . ? N1 Ni1 N24 179.46(14) . . ? N12 Ni1 N24 90.37(13) . . ? N1 Ni1 N36 90.89(13) . . ? N12 Ni1 N36 177.33(13) . . ? N24 Ni1 N36 89.60(13) . . ? N1 Ni1 Cl2 91.52(9) . . ? N12 Ni1 Cl2 91.42(9) . . ? N24 Ni1 Cl2 88.23(9) . . ? N36 Ni1 Cl2 91.25(9) . . ? N1 Ni1 Cl1 91.58(9) . . ? N12 Ni1 Cl1 88.54(9) . . ? N24 Ni1 Cl1 88.66(9) . . ? N36 Ni1 Cl1 88.79(9) . . ? Cl2 Ni1 Cl1 176.89(4) . . ? C13 N12 C23 115.5(4) . . ? C13 N12 Ni1 121.7(3) . . ? C23 N12 Ni1 121.9(3) . . ? C41 N36 C37 116.8(4) . . ? C41 N36 Ni1 123.1(3) . . ? C37 N36 Ni1 120.0(3) . . ? C21 C16 C17 118.0(4) . . ? C21 C16 C15 121.0(4) . . ? C17 C16 C15 121.0(4) . . ? C2 N1 C11 117.1(3) . . ? C2 N1 Ni1 119.9(3) . . ? C11 N1 Ni1 122.9(3) . . ? C26 C27 C34 116.3(3) . . ? C26 C27 C28 122.0(4) . . ? C34 C27 C28 121.7(3) . . ? C3 C4 C10 116.0(4) . . ? C3 C4 C51 122.1(4) . . ? C10 C4 C51 121.8(4) . . ? C5 C51 C9 118.7(4) . . ? C5 C51 C4 120.4(4) . . ? C9 C51 C4 120.9(4) . . ? C2 C3 C4 119.8(4) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C33 C28 C29 118.8(4) . . ? C33 C28 C27 120.4(4) . . ? C29 C28 C27 120.7(4) . . ? C41 C40 C39 119.5(3) . . ? C41 C40 H40 120.3 . . ? C39 C40 H40 120.3 . . ? C35 C34 C27 120.4(4) . . ? C35 C34 H34 119.8 . . ? C27 C34 H34 119.8 . . ? C47 C42 C43 118.1(4) . . ? C47 C42 C39 121.2(4) . . ? C43 C42 C39 120.7(4) . . ? C31 C30 C29 120.3(4) . . ? C31 C30 H30 119.9 . . ? C29 C30 H30 119.9 . . ? N12 C13 C14 123.5(4) . . ? N12 C13 H13 118.2 . . ? C14 C13 H13 118.2 . . ? C37 C38 C39 121.2(4) . . ? C37 C38 H38 119.4 . . ? C39 C38 H38 119.4 . . ? C19 C18 C17 120.7(5) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C8 C9 C51 120.2(4) . . ? C8 C9 H9 119.9 . . ? C51 C9 H9 119.9 . . ? C30 C29 C28 120.2(4) . . ? C30 C29 H29 119.9 . . ? C28 C29 H29 119.9 . . ? N1 C2 C3 123.6(4) . . ? N1 C2 H2 118.2 . . ? C3 C2 H2 118.2 . . ? N1 C11 C10 122.5(4) . . ? N1 C11 H11 118.7 . . ? C10 C11 H11 118.7 . . ? C42 C47 C46 120.6(4) . . ? C42 C47 H47 119.7 . . ? C46 C47 H47 119.7 . . ? N36 C41 C40 123.9(4) . . ? N36 C41 H41 118.0 . . ? C40 C41 H41 118.0 . . ? C13 C14 C15 120.6(4) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C8 C7 C6 119.7(4) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? C22 C15 C14 115.2(4) . . ? C22 C15 C16 122.8(4) . . ? C14 C15 C16 122.0(4) . . ? C40 C39 C38 115.7(3) . . ? C40 C39 C42 122.4(4) . . ? C38 C39 C42 121.9(4) . . ? N36 C37 C38 122.9(4) . . ? N36 C37 H37 118.6 . . ? C38 C37 H37 118.6 . . ? C23 C22 C15 121.4(4) . . ? C23 C22 H22 119.3 . . ? C15 C22 H22 119.3 . . ? C45 C46 C47 120.2(5) . . ? C45 C46 H46 119.9 . . ? C47 C46 H46 119.9 . . ? C25 C26 C27 120.0(4) . . ? C25 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? C32 C33 C28 121.2(4) . . ? C32 C33 H33 119.4 . . ? C28 C33 H33 119.4 . . ? C6 C5 C51 120.5(4) . . ? C6 C5 H5 119.8 . . ? C51 C5 H5 119.8 . . ? N24 C25 C26 123.1(4) . . ? N24 C25 H25 118.5 . . ? C26 C25 H25 118.5 . . ? C46 C45 C44 119.6(4) . . ? C46 C45 H45 120.2 . . ? C44 C45 H45 120.2 . . ? C18 C19 C20 120.0(4) . . ? C18 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? N24 C35 C34 123.1(4) . . ? N24 C35 H35 118.5 . . ? C34 C35 H35 118.5 . . ? C7 C8 C9 120.9(4) . . ? C7 C8 H8 119.5 . . ? C9 C8 H8 119.5 . . ? C20 C21 C16 121.0(4) . . ? C20 C21 H21 119.5 . . ? C16 C21 H21 119.5 . . ? C18 C17 C16 120.1(5) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C31 C32 C33 119.3(4) . . ? C31 C32 H32 120.4 . . ? C33 C32 H32 120.4 . . ? C30 C31 C32 120.3(4) . . ? C30 C31 H31 119.9 . . ? C32 C31 H31 119.9 . . ? C11 C10 C4 121.0(4) . . ? C11 C10 H10 119.5 . . ? C4 C10 H10 119.5 . . ? C44 C43 C42 121.0(5) . . ? C44 C43 H43 119.5 . . ? C42 C43 H43 119.5 . . ? C43 C44 C45 120.5(4) . . ? C43 C44 H44 119.8 . . ? C45 C44 H44 119.8 . . ? C5 C6 C7 120.0(4) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C22 C23 N12 123.7(4) . . ? C22 C23 H23 118.1 . . ? N12 C23 H23 118.1 . . ? C25 N24 C35 117.2(3) . . ? C25 N24 Ni1 121.4(3) . . ? C35 N24 Ni1 121.4(3) . . ? C19 C20 C21 120.2(5) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? _diffrn_measured_fraction_theta_max 0.937 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.438 _refine_diff_density_min -0.531 _refine_diff_density_rms 0.100