# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_aja0726 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H51 Cl2 N9 O11 Zn' _chemical_formula_sum 'C37 H51 Cl2 N9 O11 Zn' _chemical_formula_weight 934.14 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' O O 0.0106 0.0060 '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' Zn Zn 0.2839 1.4301 '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 37.4589(10) _cell_length_b 11.2206(3) _cell_length_c 21.1473(8) _cell_angle_alpha 90.00 _cell_angle_beta 93.2280(10) _cell_angle_gamma 90.00 _cell_volume 8874.3(5) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4846 _cell_measurement_theta_min 2.99 _cell_measurement_theta_max 27.52 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.398 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3904 _exptl_absorpt_coefficient_mu 0.740 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7818 _exptl_absorpt_correction_T_max 0.7977 _exptl_absorpt_process_details Denzo/Scalepack _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29824 _diffrn_reflns_av_R_equivalents 0.1050 _diffrn_reflns_av_sigmaI/netI 0.1386 _diffrn_reflns_limit_h_min -48 _diffrn_reflns_limit_h_max 48 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 27.52 _reflns_number_total 10144 _reflns_number_gt 4846 _reflns_threshold_expression >2\s(I) _computing_data_collection 'cOLLECT,Nonius BV, 1997-2001' _computing_cell_refinement DENZO/SCALEPACK _computing_data_reduction DENZO/SCALEPACK _computing_structure_solution SHELXs-97 _computing_structure_refinement SHELXL-97 _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^ > 2\s(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^)+(0.1097P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10144 _refine_ls_number_parameters 644 _refine_ls_number_restraints 438 _refine_ls_R_factor_all 0.1763 _refine_ls_R_factor_gt 0.0779 _refine_ls_wR_factor_ref 0.2272 _refine_ls_wR_factor_gt 0.1841 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.032 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.29338(16) 0.0516(6) 0.0659(3) 0.0675(19) Uani 1 1 d . . . H1A H 0.2690 0.0631 0.0463 0.081 Uiso 1 1 calc R . . H1B H 0.2954 -0.0320 0.0807 0.081 Uiso 1 1 calc R . . C2 C 0.32038(17) 0.0738(5) 0.0172(3) 0.0592(17) Uani 1 1 d . . . C3 C 0.3169(2) 0.0230(5) -0.0427(3) 0.071(2) Uani 1 1 d . . . H3 H 0.2967 -0.0247 -0.0546 0.086 Uiso 1 1 calc R . . C4 C 0.3424(2) 0.0418(6) -0.0838(3) 0.077(2) Uani 1 1 d . . . H4 H 0.3408 0.0047 -0.1242 0.092 Uiso 1 1 calc R . . C5 C 0.3706(2) 0.1138(5) -0.0674(3) 0.0677(19) Uani 1 1 d . . . H5 H 0.3884 0.1298 -0.0966 0.081 Uiso 1 1 calc R . . C6 C 0.37297(18) 0.1635(4) -0.0071(3) 0.0546(16) Uani 1 1 d . . . C7 C 0.41134(15) 0.2958(4) 0.0640(3) 0.0449(13) Uani 1 1 d . . . C8 C 0.44282(15) 0.3838(5) 0.0644(3) 0.0528(15) Uani 1 1 d . . . C9 C 0.47589(18) 0.3202(6) 0.0397(4) 0.080(2) Uani 1 1 d . . . H10A H 0.4814 0.2495 0.0656 0.120 Uiso 1 1 calc R . . H10B H 0.4964 0.3746 0.0422 0.120 Uiso 1 1 calc R . . H10C H 0.4708 0.2961 -0.0045 0.120 Uiso 1 1 calc R . . C10 C 0.43252(19) 0.4890(5) 0.0216(3) 0.078(2) Uani 1 1 d . . . H11A H 0.4274 0.4606 -0.0218 0.117 Uiso 1 1 calc R . . H11B H 0.4523 0.5462 0.0222 0.117 Uiso 1 1 calc R . . H11C H 0.4112 0.5278 0.0368 0.117 Uiso 1 1 calc R . . C11 C 0.45120(15) 0.4254(5) 0.1323(3) 0.0599(16) Uani 1 1 d . . . H12A H 0.4303 0.4662 0.1479 0.090 Uiso 1 1 calc R . . H12B H 0.4716 0.4804 0.1334 0.090 Uiso 1 1 calc R . . H12C H 0.4571 0.3564 0.1593 0.090 Uiso 1 1 calc R . . C12 C 0.28515(14) 0.2519(5) 0.1053(3) 0.0599(17) Uani 1 1 d . . . H13A H 0.2590 0.2540 0.1104 0.072 Uiso 1 1 calc R . . H13B H 0.2894 0.2714 0.0607 0.072 Uiso 1 1 calc R . . C13 C 0.30308(14) 0.3425(4) 0.1478(3) 0.0459(14) Uani 1 1 d . . . C14 C 0.28869(14) 0.4546(5) 0.1545(3) 0.0543(15) Uani 1 1 d . . . H15 H 0.2665 0.4748 0.1332 0.065 Uiso 1 1 calc R . . C15 C 0.30660(16) 0.5359(5) 0.1919(3) 0.0716(19) Uani 1 1 d . . . H16 H 0.2975 0.6144 0.1958 0.086 Uiso 1 1 calc R . . C16 C 0.33827(15) 0.5035(5) 0.2244(3) 0.0664(18) Uani 1 1 d . . . H17 H 0.3510 0.5590 0.2510 0.080 Uiso 1 1 calc R . . C17 C 0.35084(13) 0.3902(4) 0.2175(3) 0.0438(13) Uani 1 1 d . . . C18 C 0.39529(12) 0.2441(4) 0.2644(2) 0.0352(11) Uani 1 1 d . . . C19 C 0.42369(12) 0.2309(4) 0.3183(2) 0.0392(12) Uani 1 1 d . . . C20 C 0.41439(15) 0.3006(5) 0.3779(3) 0.0560(15) Uani 1 1 d . . . H22A H 0.4166 0.3863 0.3699 0.084 Uiso 1 1 calc R . . H22B H 0.4309 0.2778 0.4135 0.084 Uiso 1 1 calc R . . H22C H 0.3898 0.2821 0.3882 0.084 Uiso 1 1 calc R . . C21 C 0.45918(13) 0.2727(5) 0.2951(3) 0.0593(16) Uani 1 1 d . . . H23A H 0.4662 0.2209 0.2607 0.089 Uiso 1 1 calc R . . H23B H 0.4775 0.2695 0.3301 0.089 Uiso 1 1 calc R . . H23C H 0.4568 0.3548 0.2797 0.089 Uiso 1 1 calc R . . C22 C 0.42643(16) 0.0975(5) 0.3346(3) 0.0653(18) Uani 1 1 d . . . H24A H 0.4031 0.0682 0.3464 0.098 Uiso 1 1 calc R . . H24B H 0.4440 0.0860 0.3702 0.098 Uiso 1 1 calc R . . H24C H 0.4340 0.0532 0.2977 0.098 Uiso 1 1 calc R . . C23 C 0.28364(14) 0.0821(5) 0.1765(3) 0.0599(17) Uani 1 1 d . . . H25A H 0.2596 0.0496 0.1650 0.072 Uiso 1 1 calc R . . H25B H 0.2810 0.1462 0.2080 0.072 Uiso 1 1 calc R . . C24 C 0.30685(14) -0.0148(5) 0.2050(3) 0.0518(15) Uani 1 1 d . . . C25 C 0.29408(16) -0.0937(5) 0.2486(3) 0.0591(16) Uani 1 1 d . . . H27 H 0.2699 -0.0907 0.2596 0.071 Uiso 1 1 calc R . . C26 C 0.31748(16) -0.1774(5) 0.2760(3) 0.0584(16) Uani 1 1 d . . . H28 H 0.3096 -0.2315 0.3068 0.070 Uiso 1 1 calc R . . C27 C 0.35209(16) -0.1815(5) 0.2582(3) 0.0535(15) Uani 1 1 d . . . H29 H 0.3685 -0.2380 0.2765 0.064 Uiso 1 1 calc R . . C28 C 0.36248(14) -0.1011(4) 0.2129(3) 0.0445(13) Uani 1 1 d . . . C29 C 0.41274(14) -0.0562(4) 0.1432(3) 0.0419(13) Uani 1 1 d . . . C30 C 0.44881(15) -0.1017(5) 0.1250(3) 0.0516(14) Uani 1 1 d . . . C31 C 0.45408(18) -0.2340(5) 0.1352(4) 0.087(2) Uani 1 1 d . . . H34A H 0.4344 -0.2776 0.1132 0.131 Uiso 1 1 calc R . . H34B H 0.4544 -0.2516 0.1807 0.131 Uiso 1 1 calc R . . H34C H 0.4768 -0.2585 0.1185 0.131 Uiso 1 1 calc R . . C32 C 0.47657(18) -0.0331(8) 0.1653(5) 0.126(4) Uani 1 1 d . . . H35A H 0.5005 -0.0545 0.1528 0.189 Uiso 1 1 calc R . . H35B H 0.4744 -0.0532 0.2100 0.189 Uiso 1 1 calc R . . H35C H 0.4727 0.0526 0.1592 0.189 Uiso 1 1 calc R . . C33 C 0.4526(2) -0.0742(9) 0.0567(4) 0.135(4) Uani 1 1 d . . . H36A H 0.4484 0.0110 0.0493 0.203 Uiso 1 1 calc R . . H36B H 0.4350 -0.1206 0.0309 0.203 Uiso 1 1 calc R . . H36C H 0.4767 -0.0950 0.0450 0.203 Uiso 1 1 calc R . . N1 N 0.29877(12) 0.1317(4) 0.1201(2) 0.0520(12) Uani 1 1 d . . . N2 N 0.34854(13) 0.1435(4) 0.0347(2) 0.0493(12) Uani 1 1 d . . . N4 N 0.33420(10) 0.3099(4) 0.1783(2) 0.0416(10) Uani 1 1 d . . . N6 N 0.34082(11) -0.0172(3) 0.1870(2) 0.0448(11) Uani 1 1 d . . . N5 N 0.38123(10) 0.3548(3) 0.2549(2) 0.0418(11) Uani 1 1 d . . . H5A H 0.3929 0.4128 0.2750 0.050 Uiso 1 1 calc R . . N7 N 0.39758(11) -0.1119(3) 0.1923(2) 0.0436(11) Uani 1 1 d . . . H7 H 0.4116 -0.1615 0.2143 0.052 Uiso 1 1 calc R . . N3 N 0.40171(13) 0.2416(4) 0.0089(2) 0.0515(12) Uani 1 1 d . . . H3A H 0.4156 0.2573 -0.0223 0.062 Uiso 1 1 calc R . . O1 O 0.39562(9) 0.2782(3) 0.11301(19) 0.0487(9) Uani 1 1 d . . . O2 O 0.38673(9) 0.1583(3) 0.23063(17) 0.0430(9) Uani 1 1 d . . . O3 O 0.39866(9) 0.0289(3) 0.11519(17) 0.0489(9) Uani 1 1 d . . . Zn1 Zn 0.357374(15) 0.14823(5) 0.14054(3) 0.0409(2) Uani 1 1 d . . . Cl1 Cl 0.4374(2) 0.6592(8) 0.3334(4) 0.044(2) Uani 0.504(8) 1 d PDU A 1 O4 O 0.46749(18) 0.5945(7) 0.3565(4) 0.059(2) Uani 0.504(8) 1 d PDU A 1 O5 O 0.4165(2) 0.5911(7) 0.2878(4) 0.067(3) Uani 0.504(8) 1 d PDU A 1 O6 O 0.4152(3) 0.6817(9) 0.3838(4) 0.095(3) Uani 0.504(8) 1 d PDU A 1 O7 O 0.4457(3) 0.7695(8) 0.3073(5) 0.087(3) Uani 0.504(8) 1 d PDU A 1 Cl1A Cl 0.4387(2) 0.6583(8) 0.3306(4) 0.045(2) Uani 0.496(8) 1 d PDU A 2 O4A O 0.4672(2) 0.5873(8) 0.3121(6) 0.089(3) Uani 0.496(8) 1 d PDU A 2 O5A O 0.40606(19) 0.5937(8) 0.3284(5) 0.069(3) Uani 0.496(8) 1 d PDU A 2 O6A O 0.4458(3) 0.7006(10) 0.3919(4) 0.111(3) Uani 0.496(8) 1 d PDU A 2 O7A O 0.4359(3) 0.7569(9) 0.2893(6) 0.103(4) Uani 0.496(8) 1 d PDU A 2 Cl2 Cl 0.2858(2) 0.2649(7) 0.3522(4) 0.0459(13) Uani 0.635(9) 1 d PDU B 1 O8 O 0.2886(2) 0.3256(7) 0.2952(3) 0.088(3) Uani 0.635(9) 1 d PDU B 1 O9 O 0.3207(2) 0.2464(8) 0.3816(4) 0.076(3) Uani 0.635(9) 1 d PDU B 1 O10 O 0.2674(3) 0.3364(8) 0.3942(4) 0.098(3) Uani 0.635(9) 1 d PDU B 1 O11 O 0.26910(19) 0.1558(5) 0.3419(5) 0.083(3) Uani 0.635(9) 1 d PDU B 1 Cl2A Cl 0.2866(5) 0.2559(15) 0.3495(9) 0.061(3) Uani 0.365(9) 1 d PU B 2 O8A O 0.2690(4) 0.2483(13) 0.2848(7) 0.088(4) Uani 0.365(9) 1 d PU B 2 O9A O 0.3225(4) 0.2310(16) 0.3493(9) 0.076(4) Uani 0.365(9) 1 d PU B 2 O10A O 0.2747(4) 0.3757(11) 0.3703(8) 0.067(4) Uani 0.365(9) 1 d PU B 2 O11A O 0.2680(4) 0.1725(11) 0.3898(8) 0.072(4) Uani 0.365(9) 1 d PU B 2 N8 N 0.2978(2) 0.6511(6) 0.4482(5) 0.130(3) Uani 1 1 d U . . C34 C 0.3443(3) 0.5211(8) 0.4166(6) 0.148(4) Uani 1 1 d U . . H37A H 0.3636 0.5685 0.3995 0.221 Uiso 1 1 calc R . . H37B H 0.3348 0.4656 0.3840 0.221 Uiso 1 1 calc R . . H37C H 0.3537 0.4762 0.4536 0.221 Uiso 1 1 calc R . . C35 C 0.31814(16) 0.5939(5) 0.4337(3) 0.0589(17) Uani 1 1 d U . . N9 N 0.3633(3) 0.2651(13) 0.5690(8) 0.251(8) Uani 1 1 d . . . C36 C 0.2995(3) 0.3035(9) 0.5368(5) 0.123(3) Uani 1 1 d . . . H39A H 0.2954 0.3897 0.5353 0.185 Uiso 1 1 calc R . . H39B H 0.2838 0.2670 0.5669 0.185 Uiso 1 1 calc R . . H39C H 0.2944 0.2694 0.4946 0.185 Uiso 1 1 calc R . . C37 C 0.3353(3) 0.2812(9) 0.5563(5) 0.117(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.049(4) 0.079(4) 0.071(5) -0.029(4) -0.031(3) 0.013(3) C2 0.067(4) 0.048(3) 0.059(4) -0.014(3) -0.031(4) 0.017(3) C3 0.100(6) 0.049(3) 0.060(5) -0.013(3) -0.038(4) 0.012(3) C4 0.136(7) 0.055(4) 0.036(4) -0.015(3) -0.019(4) 0.016(4) C5 0.103(6) 0.057(4) 0.043(4) -0.005(3) 0.000(4) 0.020(4) C6 0.067(4) 0.045(3) 0.050(4) -0.007(3) -0.012(3) 0.025(3) C7 0.048(3) 0.045(3) 0.041(4) 0.009(3) -0.005(3) 0.018(3) C8 0.049(4) 0.055(3) 0.055(4) 0.013(3) 0.006(3) 0.007(3) C9 0.065(5) 0.090(5) 0.087(6) 0.019(4) 0.023(4) 0.012(4) C10 0.102(6) 0.062(4) 0.069(5) 0.023(3) -0.005(4) 0.003(4) C11 0.046(3) 0.062(3) 0.071(5) 0.010(3) -0.005(3) -0.017(3) C12 0.037(3) 0.070(4) 0.070(4) -0.017(3) -0.023(3) 0.014(3) C13 0.032(3) 0.053(3) 0.052(4) -0.003(3) -0.002(3) 0.013(2) C14 0.038(3) 0.062(4) 0.061(4) -0.003(3) -0.017(3) 0.010(3) C15 0.054(4) 0.053(3) 0.104(6) -0.007(3) -0.026(4) 0.023(3) C16 0.054(4) 0.048(3) 0.094(5) -0.021(3) -0.025(4) 0.015(3) C17 0.029(3) 0.045(3) 0.056(4) -0.002(3) -0.005(3) 0.007(2) C18 0.020(2) 0.045(3) 0.040(3) 0.001(2) 0.002(2) 0.004(2) C19 0.027(3) 0.048(3) 0.041(3) -0.005(2) -0.005(2) 0.002(2) C20 0.049(3) 0.074(4) 0.043(4) -0.013(3) -0.012(3) 0.011(3) C21 0.030(3) 0.088(4) 0.059(4) 0.002(3) -0.004(3) -0.005(3) C22 0.061(4) 0.055(3) 0.076(5) 0.010(3) -0.031(3) 0.002(3) C23 0.027(3) 0.067(4) 0.084(5) -0.020(3) -0.007(3) -0.003(3) C24 0.029(3) 0.055(3) 0.071(4) -0.022(3) -0.003(3) -0.006(3) C25 0.040(3) 0.067(4) 0.071(5) -0.021(3) 0.009(3) -0.015(3) C26 0.051(4) 0.053(3) 0.072(5) -0.010(3) 0.008(3) -0.008(3) C27 0.054(4) 0.048(3) 0.058(4) -0.005(3) -0.001(3) -0.001(3) C28 0.036(3) 0.048(3) 0.049(4) -0.018(3) -0.006(3) -0.001(2) C29 0.041(3) 0.036(3) 0.048(4) -0.012(3) -0.005(3) 0.002(2) C30 0.044(3) 0.054(3) 0.057(4) 0.000(3) 0.007(3) 0.013(3) C31 0.053(4) 0.073(4) 0.137(7) 0.001(4) 0.017(4) 0.026(3) C32 0.038(4) 0.143(7) 0.198(10) -0.091(7) 0.021(5) -0.024(4) C33 0.118(7) 0.194(9) 0.099(7) 0.046(7) 0.060(6) 0.101(7) N1 0.035(3) 0.057(3) 0.062(3) -0.017(2) -0.015(2) 0.007(2) N2 0.048(3) 0.051(3) 0.047(3) -0.011(2) -0.018(3) 0.016(2) N4 0.027(2) 0.048(2) 0.049(3) -0.007(2) -0.005(2) 0.0090(19) N6 0.034(2) 0.044(2) 0.056(3) -0.014(2) -0.003(2) -0.0002(19) N5 0.027(2) 0.041(2) 0.056(3) -0.009(2) -0.012(2) 0.0034(18) N7 0.038(3) 0.042(2) 0.051(3) -0.003(2) -0.005(2) 0.0033(19) N3 0.064(3) 0.054(3) 0.037(3) 0.004(2) 0.005(2) 0.015(2) O1 0.042(2) 0.051(2) 0.052(3) -0.0058(18) 0.000(2) -0.0005(17) O2 0.037(2) 0.0418(19) 0.048(2) -0.0082(17) -0.0123(17) 0.0036(15) O3 0.043(2) 0.052(2) 0.051(2) -0.0014(18) -0.0032(18) 0.0149(17) Zn1 0.0291(3) 0.0461(4) 0.0464(4) -0.0087(3) -0.0086(3) 0.0061(2) Cl1 0.037(3) 0.054(4) 0.039(3) 0.003(3) 0.001(3) -0.005(3) O4 0.037(4) 0.078(4) 0.059(5) -0.003(4) -0.014(4) 0.016(3) O5 0.068(5) 0.066(4) 0.064(6) -0.019(4) -0.028(5) -0.006(4) O6 0.081(6) 0.135(6) 0.071(5) -0.006(5) 0.017(5) 0.019(5) O7 0.085(6) 0.082(5) 0.088(6) 0.029(5) -0.044(5) -0.035(5) Cl1A 0.038(3) 0.043(3) 0.053(4) -0.003(3) -0.007(3) -0.001(3) O4A 0.067(5) 0.093(5) 0.109(7) -0.030(6) 0.010(5) 0.020(4) O5A 0.045(4) 0.074(5) 0.087(6) 0.005(5) -0.010(4) -0.018(4) O6A 0.100(6) 0.163(6) 0.072(6) -0.028(5) 0.018(5) -0.019(6) O7A 0.076(6) 0.124(6) 0.103(7) 0.057(6) -0.042(5) -0.032(5) Cl2 0.037(2) 0.032(2) 0.068(3) 0.0066(19) -0.006(2) 0.0011(17) O8 0.078(5) 0.101(5) 0.084(5) 0.046(4) 0.005(4) 0.005(4) O9 0.060(4) 0.068(4) 0.098(6) -0.004(5) -0.025(5) 0.005(3) O10 0.093(6) 0.109(6) 0.093(6) -0.017(5) 0.021(5) 0.012(5) O11 0.070(4) 0.065(4) 0.112(6) -0.008(4) -0.012(5) -0.029(3) Cl2A 0.055(4) 0.050(4) 0.076(4) -0.005(4) 0.000(4) -0.010(4) O8A 0.092(7) 0.086(6) 0.084(7) -0.013(6) -0.011(6) 0.013(6) O9A 0.048(6) 0.088(7) 0.092(8) 0.014(7) 0.008(6) 0.004(5) O10A 0.060(6) 0.050(6) 0.088(7) -0.012(5) -0.017(6) 0.010(5) O11A 0.068(6) 0.070(6) 0.078(7) 0.008(6) -0.001(6) -0.010(5) N8 0.072(4) 0.102(5) 0.214(8) -0.064(5) -0.016(5) -0.006(4) C34 0.107(6) 0.105(6) 0.234(9) -0.040(6) 0.042(6) -0.012(5) C35 0.039(3) 0.057(3) 0.081(4) -0.028(3) 0.001(3) 0.003(3) N9 0.103(8) 0.320(17) 0.321(18) 0.160(14) -0.065(10) -0.031(10) C36 0.112(8) 0.151(8) 0.106(8) -0.019(6) -0.004(6) -0.005(7) C37 0.096(8) 0.138(8) 0.113(8) 0.036(6) -0.022(6) -0.017(6) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.461(7) . ? C1 C2 1.505(9) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.348(7) . ? C2 C3 1.390(8) . ? C3 C4 1.344(10) . ? C3 H3 0.9500 . ? C4 C5 1.360(10) . ? C4 H4 0.9500 . ? C5 C6 1.390(8) . ? C5 H5 0.9500 . ? C6 N2 1.327(7) . ? C6 N3 1.415(7) . ? C7 O1 1.237(6) . ? C7 N3 1.344(7) . ? C7 C8 1.537(8) . ? C8 C10 1.524(8) . ? C8 C11 1.527(8) . ? C8 C9 1.546(8) . ? C9 H10A 0.9800 . ? C9 H10B 0.9800 . ? C9 H10C 0.9800 . ? C10 H11A 0.9800 . ? C10 H11B 0.9800 . ? C10 H11C 0.9800 . ? C11 H12A 0.9800 . ? C11 H12B 0.9800 . ? C11 H12C 0.9800 . ? C12 N1 1.468(7) . ? C12 C13 1.491(7) . ? C12 H13A 0.9900 . ? C12 H13B 0.9900 . ? C13 N4 1.350(6) . ? C13 C14 1.379(7) . ? C14 C15 1.360(8) . ? C14 H15 0.9500 . ? C15 C16 1.386(8) . ? C15 H16 0.9500 . ? C16 C17 1.367(7) . ? C16 H17 0.9500 . ? C17 N4 1.352(6) . ? C17 N5 1.406(6) . ? C18 O2 1.231(5) . ? C18 N5 1.360(6) . ? C18 C19 1.522(7) . ? C19 C21 1.517(7) . ? C19 C22 1.538(7) . ? C19 C20 1.539(7) . ? C20 H22A 0.9800 . ? C20 H22B 0.9800 . ? C20 H22C 0.9800 . ? C21 H23A 0.9800 . ? C21 H23B 0.9800 . ? C21 H23C 0.9800 . ? C22 H24A 0.9800 . ? C22 H24B 0.9800 . ? C22 H24C 0.9800 . ? C23 N1 1.459(8) . ? C23 C24 1.498(8) . ? C23 H25A 0.9900 . ? C23 H25B 0.9900 . ? C24 N6 1.349(6) . ? C24 C25 1.384(8) . ? C25 C26 1.389(8) . ? C25 H27 0.9500 . ? C26 C27 1.371(8) . ? C26 H28 0.9500 . ? C27 C28 1.389(8) . ? C27 H29 0.9500 . ? C28 N6 1.339(6) . ? C28 N7 1.413(6) . ? C29 O3 1.228(6) . ? C29 N7 1.361(6) . ? C29 C30 1.514(7) . ? C30 C33 1.492(9) . ? C30 C31 1.511(8) . ? C30 C32 1.517(9) . ? C31 H34A 0.9800 . ? C31 H34B 0.9800 . ? C31 H34C 0.9800 . ? C32 H35A 0.9800 . ? C32 H35B 0.9800 . ? C32 H35C 0.9800 . ? C33 H36A 0.9800 . ? C33 H36B 0.9800 . ? C33 H36C 0.9800 . ? N1 Zn1 2.221(4) . ? N2 Zn1 2.244(5) . ? N4 Zn1 2.182(4) . ? N6 Zn1 2.205(4) . ? N5 H5A 0.8800 . ? N7 H7 0.8800 . ? N3 H3A 0.8800 . ? O1 Zn1 2.148(4) . ? O2 Zn1 2.149(3) . ? O3 Zn1 2.137(3) . ? Cl1 O7 1.399(8) . ? Cl1 O4 1.406(8) . ? Cl1 O6 1.410(8) . ? Cl1 O5 1.427(8) . ? Cl1A O6A 1.393(8) . ? Cl1A O4A 1.406(8) . ? Cl1A O7A 1.409(8) . ? Cl1A O5A 1.418(8) . ? Cl2 O11 1.386(8) . ? Cl2 O8 1.394(9) . ? Cl2 O10 1.406(9) . ? Cl2 O9 1.430(8) . ? Cl2A O9A 1.37(2) . ? Cl2A O11A 1.47(2) . ? Cl2A O8A 1.49(2) . ? Cl2A O10A 1.49(2) . ? N8 C35 1.055(8) . ? C34 C35 1.342(10) . ? C34 H37A 0.9800 . ? C34 H37B 0.9800 . ? C34 H37C 0.9800 . ? N9 C37 1.082(12) . ? C36 C37 1.403(12) . ? C36 H39A 0.9800 . ? C36 H39B 0.9800 . ? C36 H39C 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 C1 C2 111.4(5) . . ? N1 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? N1 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 108.0 . . ? N2 C2 C3 121.3(7) . . ? N2 C2 C1 117.0(5) . . ? C3 C2 C1 121.6(6) . . ? C4 C3 C2 119.5(7) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 120.0(6) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C4 C5 C6 118.7(7) . . ? C4 C5 H5 120.7 . . ? C6 C5 H5 120.7 . . ? N2 C6 C5 122.3(6) . . ? N2 C6 N3 119.3(5) . . ? C5 C6 N3 118.4(6) . . ? O1 C7 N3 122.4(5) . . ? O1 C7 C8 120.0(5) . . ? N3 C7 C8 117.6(5) . . ? C10 C8 C11 110.7(5) . . ? C10 C8 C7 109.0(5) . . ? C11 C8 C7 108.6(5) . . ? C10 C8 C9 109.7(5) . . ? C11 C8 C9 109.5(5) . . ? C7 C8 C9 109.3(5) . . ? C8 C9 H10A 109.5 . . ? C8 C9 H10B 109.5 . . ? H10A C9 H10B 109.5 . . ? C8 C9 H10C 109.5 . . ? H10A C9 H10C 109.5 . . ? H10B C9 H10C 109.5 . . ? C8 C10 H11A 109.5 . . ? C8 C10 H11B 109.5 . . ? H11A C10 H11B 109.5 . . ? C8 C10 H11C 109.5 . . ? H11A C10 H11C 109.5 . . ? H11B C10 H11C 109.5 . . ? C8 C11 H12A 109.5 . . ? C8 C11 H12B 109.5 . . ? H12A C11 H12B 109.5 . . ? C8 C11 H12C 109.5 . . ? H12A C11 H12C 109.5 . . ? H12B C11 H12C 109.5 . . ? N1 C12 C13 111.0(4) . . ? N1 C12 H13A 109.4 . . ? C13 C12 H13A 109.4 . . ? N1 C12 H13B 109.4 . . ? C13 C12 H13B 109.4 . . ? H13A C12 H13B 108.0 . . ? N4 C13 C14 122.0(5) . . ? N4 C13 C12 116.8(4) . . ? C14 C13 C12 121.2(5) . . ? C15 C14 C13 119.3(5) . . ? C15 C14 H15 120.4 . . ? C13 C14 H15 120.4 . . ? C14 C15 C16 119.5(5) . . ? C14 C15 H16 120.2 . . ? C16 C15 H16 120.2 . . ? C17 C16 C15 118.8(5) . . ? C17 C16 H17 120.6 . . ? C15 C16 H17 120.6 . . ? N4 C17 C16 122.4(5) . . ? N4 C17 N5 119.2(4) . . ? C16 C17 N5 118.4(5) . . ? O2 C18 N5 122.8(4) . . ? O2 C18 C19 120.5(4) . . ? N5 C18 C19 116.7(4) . . ? C21 C19 C18 108.4(4) . . ? C21 C19 C22 109.0(4) . . ? C18 C19 C22 107.3(4) . . ? C21 C19 C20 110.5(4) . . ? C18 C19 C20 112.5(4) . . ? C22 C19 C20 109.1(5) . . ? C19 C20 H22A 109.5 . . ? C19 C20 H22B 109.5 . . ? H22A C20 H22B 109.5 . . ? C19 C20 H22C 109.5 . . ? H22A C20 H22C 109.5 . . ? H22B C20 H22C 109.5 . . ? C19 C21 H23A 109.5 . . ? C19 C21 H23B 109.5 . . ? H23A C21 H23B 109.5 . . ? C19 C21 H23C 109.5 . . ? H23A C21 H23C 109.5 . . ? H23B C21 H23C 109.5 . . ? C19 C22 H24A 109.5 . . ? C19 C22 H24B 109.5 . . ? H24A C22 H24B 109.5 . . ? C19 C22 H24C 109.5 . . ? H24A C22 H24C 109.5 . . ? H24B C22 H24C 109.5 . . ? N1 C23 C24 111.3(5) . . ? N1 C23 H25A 109.4 . . ? C24 C23 H25A 109.4 . . ? N1 C23 H25B 109.4 . . ? C24 C23 H25B 109.4 . . ? H25A C23 H25B 108.0 . . ? N6 C24 C25 122.8(5) . . ? N6 C24 C23 115.8(5) . . ? C25 C24 C23 121.3(5) . . ? C24 C25 C26 118.5(5) . . ? C24 C25 H27 120.7 . . ? C26 C25 H27 120.7 . . ? C27 C26 C25 119.5(6) . . ? C27 C26 H28 120.2 . . ? C25 C26 H28 120.2 . . ? C26 C27 C28 118.3(6) . . ? C26 C27 H29 120.9 . . ? C28 C27 H29 120.9 . . ? N6 C28 C27 123.5(5) . . ? N6 C28 N7 119.2(5) . . ? C27 C28 N7 117.3(5) . . ? O3 C29 N7 122.6(5) . . ? O3 C29 C30 120.3(5) . . ? N7 C29 C30 117.1(5) . . ? C33 C30 C31 108.9(6) . . ? C33 C30 C29 108.1(5) . . ? C31 C30 C29 113.9(5) . . ? C33 C30 C32 109.9(7) . . ? C31 C30 C32 109.8(6) . . ? C29 C30 C32 106.2(5) . . ? C30 C31 H34A 109.5 . . ? C30 C31 H34B 109.5 . . ? H34A C31 H34B 109.5 . . ? C30 C31 H34C 109.5 . . ? H34A C31 H34C 109.5 . . ? H34B C31 H34C 109.5 . . ? C30 C32 H35A 109.5 . . ? C30 C32 H35B 109.5 . . ? H35A C32 H35B 109.5 . . ? C30 C32 H35C 109.5 . . ? H35A C32 H35C 109.5 . . ? H35B C32 H35C 109.5 . . ? C30 C33 H36A 109.5 . . ? C30 C33 H36B 109.5 . . ? H36A C33 H36B 109.5 . . ? C30 C33 H36C 109.5 . . ? H36A C33 H36C 109.5 . . ? H36B C33 H36C 109.5 . . ? C23 N1 C1 111.2(5) . . ? C23 N1 C12 112.2(4) . . ? C1 N1 C12 111.6(5) . . ? C23 N1 Zn1 107.3(3) . . ? C1 N1 Zn1 107.2(3) . . ? C12 N1 Zn1 107.0(3) . . ? C6 N2 C2 118.2(5) . . ? C6 N2 Zn1 126.3(4) . . ? C2 N2 Zn1 110.9(4) . . ? C13 N4 C17 117.9(4) . . ? C13 N4 Zn1 113.6(3) . . ? C17 N4 Zn1 126.8(3) . . ? C28 N6 C24 117.3(5) . . ? C28 N6 Zn1 126.5(3) . . ? C24 N6 Zn1 113.7(3) . . ? C18 N5 C17 129.5(4) . . ? C18 N5 H5A 115.2 . . ? C17 N5 H5A 115.2 . . ? C29 N7 C28 129.1(5) . . ? C29 N7 H7 115.5 . . ? C28 N7 H7 115.5 . . ? C7 N3 C6 130.6(5) . . ? C7 N3 H3A 114.7 . . ? C6 N3 H3A 114.7 . . ? C7 O1 Zn1 133.8(4) . . ? C18 O2 Zn1 131.3(3) . . ? C29 O3 Zn1 131.6(3) . . ? O3 Zn1 O1 81.62(14) . . ? O3 Zn1 O2 85.05(13) . . ? O1 Zn1 O2 83.62(14) . . ? O3 Zn1 N4 157.12(15) . . ? O1 Zn1 N4 79.60(14) . . ? O2 Zn1 N4 80.01(14) . . ? O3 Zn1 N6 79.06(14) . . ? O1 Zn1 N6 154.28(15) . . ? O2 Zn1 N6 77.98(14) . . ? N4 Zn1 N6 114.16(16) . . ? O3 Zn1 N1 128.34(14) . . ? O1 Zn1 N1 132.12(16) . . ? O2 Zn1 N1 128.92(16) . . ? N4 Zn1 N1 74.42(15) . . ? N6 Zn1 N1 73.57(17) . . ? O3 Zn1 N2 78.65(15) . . ? O1 Zn1 N2 78.98(17) . . ? O2 Zn1 N2 157.64(16) . . ? N4 Zn1 N2 110.18(15) . . ? N6 Zn1 N2 113.27(16) . . ? N1 Zn1 N2 73.44(19) . . ? O7 Cl1 O4 113.7(7) . . ? O7 Cl1 O6 107.1(7) . . ? O4 Cl1 O6 109.1(7) . . ? O7 Cl1 O5 109.4(7) . . ? O4 Cl1 O5 110.8(7) . . ? O6 Cl1 O5 106.4(7) . . ? O6A Cl1A O4A 110.1(7) . . ? O6A Cl1A O7A 108.2(7) . . ? O4A Cl1A O7A 107.6(7) . . ? O6A Cl1A O5A 108.9(7) . . ? O4A Cl1A O5A 111.6(7) . . ? O7A Cl1A O5A 110.4(7) . . ? O11 Cl2 O8 110.6(7) . . ? O11 Cl2 O10 111.7(7) . . ? O8 Cl2 O10 109.4(6) . . ? O11 Cl2 O9 109.4(6) . . ? O8 Cl2 O9 109.6(7) . . ? O10 Cl2 O9 105.9(7) . . ? O9A Cl2A O11A 111.6(14) . . ? O9A Cl2A O8A 111.6(16) . . ? O11A Cl2A O8A 107.3(15) . . ? O9A Cl2A O10A 119.6(15) . . ? O11A Cl2A O10A 104.2(14) . . ? O8A Cl2A O10A 101.4(13) . . ? C35 C34 H37A 109.5 . . ? C35 C34 H37B 109.5 . . ? H37A C34 H37B 109.5 . . ? C35 C34 H37C 109.5 . . ? H37A C34 H37C 109.5 . . ? H37B C34 H37C 109.5 . . ? N8 C35 C34 178.7(10) . . ? C37 C36 H39A 109.5 . . ? C37 C36 H39B 109.5 . . ? H39A C36 H39B 109.5 . . ? C37 C36 H39C 109.5 . . ? H39A C36 H39C 109.5 . . ? H39B C36 H39C 109.5 . . ? N9 C37 C36 177.1(14) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 N2 12.4(7) . . . . ? N1 C1 C2 C3 -168.9(5) . . . . ? N2 C2 C3 C4 1.2(9) . . . . ? C1 C2 C3 C4 -177.4(6) . . . . ? C2 C3 C4 C5 -2.6(9) . . . . ? C3 C4 C5 C6 2.1(9) . . . . ? C4 C5 C6 N2 -0.3(9) . . . . ? C4 C5 C6 N3 -177.9(5) . . . . ? O1 C7 C8 C10 -114.7(6) . . . . ? N3 C7 C8 C10 64.5(6) . . . . ? O1 C7 C8 C11 6.0(7) . . . . ? N3 C7 C8 C11 -174.9(4) . . . . ? O1 C7 C8 C9 125.3(5) . . . . ? N3 C7 C8 C9 -55.5(6) . . . . ? N1 C12 C13 N4 18.3(7) . . . . ? N1 C12 C13 C14 -162.8(5) . . . . ? N4 C13 C14 C15 1.3(9) . . . . ? C12 C13 C14 C15 -177.6(6) . . . . ? C13 C14 C15 C16 -2.3(10) . . . . ? C14 C15 C16 C17 0.5(10) . . . . ? C15 C16 C17 N4 2.5(10) . . . . ? C15 C16 C17 N5 -174.5(6) . . . . ? O2 C18 C19 C21 96.9(5) . . . . ? N5 C18 C19 C21 -80.9(5) . . . . ? O2 C18 C19 C22 -20.6(6) . . . . ? N5 C18 C19 C22 161.5(4) . . . . ? O2 C18 C19 C20 -140.6(5) . . . . ? N5 C18 C19 C20 41.6(6) . . . . ? N1 C23 C24 N6 18.0(7) . . . . ? N1 C23 C24 C25 -164.0(5) . . . . ? N6 C24 C25 C26 1.3(8) . . . . ? C23 C24 C25 C26 -176.5(5) . . . . ? C24 C25 C26 C27 -1.5(8) . . . . ? C25 C26 C27 C28 -0.2(8) . . . . ? C26 C27 C28 N6 2.2(8) . . . . ? C26 C27 C28 N7 -176.0(5) . . . . ? O3 C29 C30 C33 -28.0(8) . . . . ? N7 C29 C30 C33 153.5(6) . . . . ? O3 C29 C30 C31 -149.2(6) . . . . ? N7 C29 C30 C31 32.3(7) . . . . ? O3 C29 C30 C32 89.9(7) . . . . ? N7 C29 C30 C32 -88.6(7) . . . . ? C24 C23 N1 C1 75.9(5) . . . . ? C24 C23 N1 C12 -158.3(4) . . . . ? C24 C23 N1 Zn1 -41.0(5) . . . . ? C2 C1 N1 C23 -156.8(5) . . . . ? C2 C1 N1 C12 77.1(6) . . . . ? C2 C1 N1 Zn1 -39.8(5) . . . . ? C13 C12 N1 C23 77.6(6) . . . . ? C13 C12 N1 C1 -156.8(5) . . . . ? C13 C12 N1 Zn1 -39.8(6) . . . . ? C5 C6 N2 C2 -1.0(7) . . . . ? N3 C6 N2 C2 176.5(4) . . . . ? C5 C6 N2 Zn1 152.8(4) . . . . ? N3 C6 N2 Zn1 -29.7(6) . . . . ? C3 C2 N2 C6 0.6(7) . . . . ? C1 C2 N2 C6 179.3(5) . . . . ? C3 C2 N2 Zn1 -157.1(4) . . . . ? C1 C2 N2 Zn1 21.6(6) . . . . ? C14 C13 N4 C17 1.7(8) . . . . ? C12 C13 N4 C17 -179.4(5) . . . . ? C14 C13 N4 Zn1 -164.8(4) . . . . ? C12 C13 N4 Zn1 14.1(6) . . . . ? C16 C17 N4 C13 -3.6(8) . . . . ? N5 C17 N4 C13 173.4(5) . . . . ? C16 C17 N4 Zn1 160.8(5) . . . . ? N5 C17 N4 Zn1 -22.2(7) . . . . ? C27 C28 N6 C24 -2.4(7) . . . . ? N7 C28 N6 C24 175.9(4) . . . . ? C27 C28 N6 Zn1 158.4(4) . . . . ? N7 C28 N6 Zn1 -23.3(6) . . . . ? C25 C24 N6 C28 0.5(7) . . . . ? C23 C24 N6 C28 178.5(5) . . . . ? C25 C24 N6 Zn1 -162.6(4) . . . . ? C23 C24 N6 Zn1 15.3(6) . . . . ? O2 C18 N5 C17 15.0(8) . . . . ? C19 C18 N5 C17 -167.3(5) . . . . ? N4 C17 N5 C18 -9.0(8) . . . . ? C16 C17 N5 C18 168.1(6) . . . . ? O3 C29 N7 C28 12.3(8) . . . . ? C30 C29 N7 C28 -169.2(5) . . . . ? N6 C28 N7 C29 -8.0(7) . . . . ? C27 C28 N7 C29 170.3(5) . . . . ? O1 C7 N3 C6 3.6(8) . . . . ? C8 C7 N3 C6 -175.5(5) . . . . ? N2 C6 N3 C7 6.5(8) . . . . ? C5 C6 N3 C7 -175.8(5) . . . . ? N3 C7 O1 Zn1 12.7(7) . . . . ? C8 C7 O1 Zn1 -168.2(3) . . . . ? N5 C18 O2 Zn1 12.7(7) . . . . ? C19 C18 O2 Zn1 -165.0(3) . . . . ? N7 C29 O3 Zn1 17.8(7) . . . . ? C30 C29 O3 Zn1 -160.6(4) . . . . ? C29 O3 Zn1 O1 130.6(5) . . . . ? C29 O3 Zn1 O2 46.3(4) . . . . ? C29 O3 Zn1 N4 95.5(6) . . . . ? C29 O3 Zn1 N6 -32.4(4) . . . . ? C29 O3 Zn1 N1 -91.0(5) . . . . ? C29 O3 Zn1 N2 -149.1(5) . . . . ? C7 O1 Zn1 O3 56.4(4) . . . . ? C7 O1 Zn1 O2 142.3(5) . . . . ? C7 O1 Zn1 N4 -136.7(5) . . . . ? C7 O1 Zn1 N6 98.0(5) . . . . ? C7 O1 Zn1 N1 -79.0(5) . . . . ? C7 O1 Zn1 N2 -23.6(4) . . . . ? C18 O2 Zn1 O3 134.4(4) . . . . ? C18 O2 Zn1 O1 52.3(4) . . . . ? C18 O2 Zn1 N4 -28.2(4) . . . . ? C18 O2 Zn1 N6 -145.7(4) . . . . ? C18 O2 Zn1 N1 -88.6(4) . . . . ? C18 O2 Zn1 N2 91.3(5) . . . . ? C13 N4 Zn1 O3 146.8(4) . . . . ? C17 N4 Zn1 O3 -18.2(7) . . . . ? C13 N4 Zn1 O1 111.5(4) . . . . ? C17 N4 Zn1 O1 -53.5(4) . . . . ? C13 N4 Zn1 O2 -163.2(4) . . . . ? C17 N4 Zn1 O2 31.8(4) . . . . ? C13 N4 Zn1 N6 -91.3(4) . . . . ? C17 N4 Zn1 N6 103.7(4) . . . . ? C13 N4 Zn1 N1 -27.9(4) . . . . ? C17 N4 Zn1 N1 167.2(5) . . . . ? C13 N4 Zn1 N2 37.4(4) . . . . ? C17 N4 Zn1 N2 -127.5(4) . . . . ? C28 N6 Zn1 O3 33.8(4) . . . . ? C24 N6 Zn1 O3 -164.8(4) . . . . ? C28 N6 Zn1 O1 -8.1(6) . . . . ? C24 N6 Zn1 O1 153.2(4) . . . . ? C28 N6 Zn1 O2 -53.4(4) . . . . ? C24 N6 Zn1 O2 108.0(4) . . . . ? C28 N6 Zn1 N4 -126.5(4) . . . . ? C24 N6 Zn1 N4 34.8(4) . . . . ? C28 N6 Zn1 N1 169.5(4) . . . . ? C24 N6 Zn1 N1 -29.1(4) . . . . ? C28 N6 Zn1 N2 106.3(4) . . . . ? C24 N6 Zn1 N2 -92.3(4) . . . . ? C23 N1 Zn1 O3 97.8(3) . . . . ? C1 N1 Zn1 O3 -21.8(5) . . . . ? C12 N1 Zn1 O3 -141.6(3) . . . . ? C23 N1 Zn1 O1 -144.6(3) . . . . ? C1 N1 Zn1 O1 95.9(4) . . . . ? C12 N1 Zn1 O1 -24.0(5) . . . . ? C23 N1 Zn1 O2 -22.1(4) . . . . ? C1 N1 Zn1 O2 -141.6(4) . . . . ? C12 N1 Zn1 O2 98.5(4) . . . . ? C23 N1 Zn1 N4 -84.9(3) . . . . ? C1 N1 Zn1 N4 155.6(4) . . . . ? C12 N1 Zn1 N4 35.7(4) . . . . ? C23 N1 Zn1 N6 36.8(3) . . . . ? C1 N1 Zn1 N6 -82.8(4) . . . . ? C12 N1 Zn1 N6 157.4(4) . . . . ? C23 N1 Zn1 N2 158.0(3) . . . . ? C1 N1 Zn1 N2 38.4(4) . . . . ? C12 N1 Zn1 N2 -81.4(4) . . . . ? C6 N2 Zn1 O3 -52.5(4) . . . . ? C2 N2 Zn1 O3 102.9(3) . . . . ? C6 N2 Zn1 O1 31.0(4) . . . . ? C2 N2 Zn1 O1 -173.6(4) . . . . ? C6 N2 Zn1 O2 -8.5(6) . . . . ? C2 N2 Zn1 O2 146.9(4) . . . . ? C6 N2 Zn1 N4 105.5(4) . . . . ? C2 N2 Zn1 N4 -99.1(3) . . . . ? C6 N2 Zn1 N6 -125.3(4) . . . . ? C2 N2 Zn1 N6 30.2(4) . . . . ? C6 N2 Zn1 N1 171.4(4) . . . . ? C2 N2 Zn1 N1 -33.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.756 _refine_diff_density_min -0.573 _refine_diff_density_rms 0.088 _database_code_depnum_ccdc_archive 'CCDC 948550' ####################################################################### # # 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_aja0834 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H47 Cd Cl3 N7 Na O16' _chemical_formula_sum 'C33 H47 Cd Cl3 N7 Na O16' _chemical_formula_weight 1039.52 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' O O 0.0106 0.0060 '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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R32 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x-y, -y, -z' '-x, -x+y, -z' 'y, x, -z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x-y+2/3, -y+1/3, -z+1/3' '-x+2/3, -x+y+1/3, -z+1/3' 'y+2/3, x+1/3, -z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'x-y+1/3, -y+2/3, -z+2/3' '-x+1/3, -x+y+2/3, -z+2/3' 'y+1/3, x+2/3, -z+2/3' _cell_length_a 16.2935(5) _cell_length_b 16.2935(5) _cell_length_c 28.8420(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 6631.1(4) _cell_formula_units_Z 6 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2532 _cell_measurement_theta_min 2.97 _cell_measurement_theta_max 25.66 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.562 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3192 _exptl_absorpt_coefficient_mu 0.760 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8447 _exptl_absorpt_correction_T_max 0.9279 _exptl_absorpt_process_details denzo/Scalepack _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6695 _diffrn_reflns_av_R_equivalents 0.0821 _diffrn_reflns_av_sigmaI/netI 0.0711 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 25.66 _reflns_number_total 2772 _reflns_number_gt 2532 _reflns_threshold_expression >2\s(I) _computing_data_collection 'cOLLECT,Nonius BV, 1997-2001' _computing_cell_refinement DENZO/SCALEPACK _computing_data_reduction DENZO/SCALEPACK _computing_structure_solution SHELXs-97 _computing_structure_refinement SHELXL-97 _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^ > 2\s(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^)+(0.0729P)^2^+411.7702P] 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 0.0015(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.52(13) _refine_ls_number_reflns 2772 _refine_ls_number_parameters 224 _refine_ls_number_restraints 213 _refine_ls_R_factor_all 0.1103 _refine_ls_R_factor_gt 0.1023 _refine_ls_wR_factor_ref 0.2578 _refine_ls_wR_factor_gt 0.2514 _refine_ls_goodness_of_fit_ref 1.129 _refine_ls_restrained_S_all 1.110 _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 N1 N 0.0000 0.0000 0.2234(4) 0.020(3) Uani 1 3 d S . 1 C1 C 0.0920(3) 0.0089(4) 0.20791(16) 0.024(3) Uani 1 1 d . A 1 H1A H 0.0901 -0.0523 0.2123 0.029 Uiso 1 1 calc R A 1 H1B H 0.1020 0.0252 0.1745 0.029 Uiso 1 1 calc R A 1 N2 N 0.1552(3) 0.1076(4) 0.27959(16) 0.024(2) Uani 1 1 d R A 1 C2 C 0.1717(3) 0.0843(4) 0.23549(16) 0.0208(19) Uani 1 1 d RU A 1 C3 C 0.2640(3) 0.1228(4) 0.21905(16) 0.047(4) Uani 1 1 d R A 1 H3 H 0.2751 0.1068 0.1889 0.056 Uiso 1 1 calc R A 1 C4 C 0.3398(3) 0.1847(4) 0.24670(16) 0.048(5) Uani 1 1 d R A 1 H4 H 0.4028 0.2110 0.2355 0.058 Uiso 1 1 calc R A 1 C5 C 0.3234(3) 0.2081(4) 0.29080(16) 0.046(4) Uani 1 1 d R A 1 H5 H 0.3752 0.2503 0.3097 0.055 Uiso 1 1 calc R A 1 C6 C 0.2311(3) 0.1695(4) 0.30724(16) 0.030(3) Uani 1 1 d R A 1 N3 N 0.2121(9) 0.1976(8) 0.3482(4) 0.035(3) Uani 1 1 d . A 1 H3A H 0.2626 0.2331 0.3651 0.042 Uiso 1 1 calc R A 1 C7 C 0.1311(10) 0.1814(10) 0.3676(5) 0.032(3) Uani 1 1 d . A 1 C8 C 0.1407(9) 0.2388(12) 0.4119(5) 0.042(4) Uani 1 1 d DU A 1 C9 C 0.2291(13) 0.3340(12) 0.4146(6) 0.053(4) Uani 1 1 d . A 1 H9A H 0.2835 0.3284 0.4045 0.079 Uiso 1 1 calc R A 1 H9B H 0.2389 0.3571 0.4466 0.079 Uiso 1 1 calc R A 1 H9C H 0.2226 0.3788 0.3944 0.079 Uiso 1 1 calc R A 1 C10 C 0.1437(13) 0.1748(12) 0.4518(6) 0.051(4) Uani 1 1 d . A 1 H10A H 0.2039 0.1749 0.4505 0.077 Uiso 1 1 calc R A 1 H10B H 0.0910 0.1098 0.4480 0.077 Uiso 1 1 calc R A 1 H10C H 0.1381 0.1996 0.4819 0.077 Uiso 1 1 calc R A 1 C11 C 0.0554(10) 0.2496(12) 0.4195(6) 0.048(4) Uani 1 1 d D A 1 H11A H -0.0015 0.1868 0.4213 0.071 Uiso 1 1 calc R A 1 H11B H 0.0492 0.2850 0.3936 0.071 Uiso 1 1 calc R A 1 H11C H 0.0628 0.2839 0.4485 0.071 Uiso 1 1 calc R A 1 O1 O 0.0582(14) 0.1276(6) 0.3517(3) 0.048(3) Uani 1 1 d . A 1 Cd1 Cd 0.0000 0.0000 0.30505(4) 0.0174(4) Uani 1 3 d S . 1 O2 O 0.5309(8) 0.2632(13) 0.4327(6) 0.069(6) Uani 0.540(14) 1 d PDU B 1 O3 O 0.4283(14) 0.1330(12) 0.4755(5) 0.062(6) Uani 0.540(14) 1 d PDU B 1 O4 O 0.4045(12) 0.1373(11) 0.3973(4) 0.048(5) Uani 0.540(14) 1 d PDU B 1 O5 O 0.3793(13) 0.2329(14) 0.4468(7) 0.068(5) Uani 0.540(14) 1 d PDU B 1 Cl1 Cl 0.4358(6) 0.1919(7) 0.4381(3) 0.039(2) Uani 0.540(14) 1 d PDU B 1 O2A O 0.3916(12) 0.2667(16) 0.4683(6) 0.058(6) Uani 0.460(14) 1 d PDU B 2 O3A O 0.5373(7) 0.3116(11) 0.4364(7) 0.037(5) Uani 0.460(14) 1 d PDU B 2 O4A O 0.4035(13) 0.2381(16) 0.3912(4) 0.060(6) Uani 0.460(14) 1 d PDU B 2 O5A O 0.4297(14) 0.1539(9) 0.4475(8) 0.061(7) Uani 0.460(14) 1 d PDU B 2 Cl1A Cl 0.4403(6) 0.2425(8) 0.4357(3) 0.041(2) Uani 0.460(14) 1 d PDU B 2 Na1 Na 0.6667 0.3333 0.3890(3) 0.047(2) Uani 1 3 d S . 2 O6 O 0.6667 0.233(3) 0.3333 0.040(11) Uani 0.33 2 d SPU . 2 O7 O 0.781(5) 0.3333 0.3333 0.071(16) Uani 0.33 2 d SPU . 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 N1 0.022(4) 0.022(4) 0.016(6) 0.000 0.000 0.011(2) C1 0.032(7) 0.029(7) 0.014(5) 0.003(5) 0.003(5) 0.017(6) N2 0.015(5) 0.033(5) 0.018(4) 0.000(4) -0.003(4) 0.006(4) C2 0.015(4) 0.030(6) 0.024(4) 0.012(6) 0.003(3) 0.016(6) C3 0.031(6) 0.091(14) 0.026(5) 0.035(9) 0.013(5) 0.036(9) C4 0.008(5) 0.081(14) 0.039(7) 0.004(8) 0.004(5) 0.010(7) C5 0.020(7) 0.056(10) 0.050(9) -0.008(8) -0.001(6) 0.010(7) C6 0.027(7) 0.034(7) 0.032(7) -0.007(6) -0.008(6) 0.018(6) N3 0.038(7) 0.037(7) 0.023(5) -0.011(5) -0.010(5) 0.014(6) C7 0.034(8) 0.027(7) 0.031(7) 0.003(6) -0.007(6) 0.012(6) C8 0.050(8) 0.040(6) 0.032(6) -0.011(5) -0.008(5) 0.020(5) C9 0.052(10) 0.041(9) 0.050(9) -0.007(8) 0.014(8) 0.012(8) C10 0.060(11) 0.042(10) 0.039(8) -0.001(7) -0.003(8) 0.017(8) C11 0.044(10) 0.043(10) 0.042(9) 0.000(7) -0.001(7) 0.012(8) O1 0.079(11) 0.033(5) 0.041(5) -0.011(4) 0.011(8) 0.034(8) Cd1 0.0181(5) 0.0181(5) 0.0162(6) 0.000 0.000 0.0090(2) O2 0.049(7) 0.079(10) 0.057(8) -0.001(9) 0.014(6) 0.016(7) O3 0.065(9) 0.068(9) 0.049(9) 0.004(8) -0.018(8) 0.031(7) O4 0.050(8) 0.047(8) 0.033(7) -0.012(6) -0.021(6) 0.014(6) O5 0.061(8) 0.068(8) 0.083(9) -0.011(7) 0.003(7) 0.037(7) Cl1 0.038(4) 0.039(5) 0.047(4) -0.008(4) -0.010(3) 0.025(4) O2A 0.053(9) 0.070(10) 0.046(9) -0.009(8) -0.013(8) 0.028(8) O3A 0.037(7) 0.033(8) 0.049(7) 0.007(7) -0.004(6) 0.023(6) O4A 0.054(9) 0.066(9) 0.057(9) -0.009(8) -0.011(7) 0.029(7) O5A 0.059(9) 0.056(9) 0.055(9) -0.001(8) -0.011(8) 0.019(7) Cl1A 0.025(4) 0.050(5) 0.049(4) 0.005(4) -0.003(3) 0.018(4) Na1 0.054(3) 0.054(3) 0.033(4) 0.000 0.000 0.0268(16) O6 0.069(14) 0.027(12) 0.038(14) -0.002(5) -0.004(10) 0.034(7) O7 0.065(19) 0.088(17) 0.066(19) -0.005(10) -0.003(5) 0.044(9) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 C1 1.501(6) 3 ? N1 C1 1.501(6) . ? N1 C1 1.501(6) 2 ? N1 Cd1 2.354(12) . ? C1 C2 1.4939 . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? N2 C6 1.3910 . ? N2 C2 1.3913 . ? N2 Cd1 2.362(5) . ? C2 C3 1.3916 . ? C3 C4 1.3909 . ? C3 H3 0.9500 . ? C4 C5 1.3914 . ? C4 H4 0.9500 . ? C5 C6 1.3915 . ? C5 H5 0.9500 . ? C6 N3 1.357(12) . ? N3 C7 1.332(19) . ? N3 H3A 0.8800 . ? C7 O1 1.16(2) . ? C7 C8 1.54(2) . ? C8 C9 1.50(2) . ? C8 C11 1.502(10) . ? C8 C10 1.57(2) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? O1 Cd1 2.249(8) . ? Cd1 O1 2.249(8) 3 ? Cd1 O1 2.249(8) 2 ? Cd1 N2 2.362(5) 3 ? Cd1 N2 2.362(5) 2 ? O2 Cl1 1.406(4) . ? O3 Cl1 1.408(4) . ? O4 Cl1 1.410(4) . ? O5 Cl1 1.403(4) . ? O2A Cl1A 1.407(4) . ? O3A Cl1A 1.409(4) . ? O3A Na1 2.385(16) . ? O4A Cl1A 1.403(4) . ? O5A Cl1A 1.408(5) . ? Na1 O6 2.29(3) . ? Na1 O6 2.29(3) 2_655 ? Na1 O6 2.29(3) 3_665 ? Na1 O3A 2.385(16) 2_655 ? Na1 O3A 2.385(16) 3_665 ? Na1 O7 2.45(6) . ? Na1 O7 2.45(6) 3_665 ? Na1 O7 2.45(6) 2_655 ? Na1 Na1 3.213(16) 16 ? O6 O7 1.75(4) . ? O6 O7 1.75(4) 3_665 ? O6 Na1 2.29(3) 16 ? O7 O6 1.75(4) 2_655 ? O7 Na1 2.45(6) 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 C1 N1 C1 111.5(4) 3 . ? C1 N1 C1 111.5(4) 3 2 ? C1 N1 C1 111.5(4) . 2 ? C1 N1 Cd1 107.3(5) 3 . ? C1 N1 Cd1 107.3(5) . . ? C1 N1 Cd1 107.3(5) 2 . ? C2 C1 N1 109.6(4) . . ? C2 C1 H1A 109.7 . . ? N1 C1 H1A 109.7 . . ? C2 C1 H1B 109.7 . . ? N1 C1 H1B 109.7 . . ? H1A C1 H1B 108.2 . . ? C6 N2 C2 120.0 . . ? C6 N2 Cd1 126.43(12) . . ? C2 N2 Cd1 111.23(12) . . ? N2 C2 C3 120.0 . . ? N2 C2 C1 120.3 . . ? C3 C2 C1 119.2 . . ? C4 C3 C2 120.0 . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C3 C4 C5 120.0 . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C4 C5 C6 120.0 . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? N3 C6 N2 118.2(6) . . ? N3 C6 C5 121.5(6) . . ? N2 C6 C5 120.0 . . ? C7 N3 C6 132.1(11) . . ? C7 N3 H3A 114.0 . . ? C6 N3 H3A 114.0 . . ? O1 C7 N3 121.4(15) . . ? O1 C7 C8 122.7(14) . . ? N3 C7 C8 115.9(12) . . ? C9 C8 C11 109.7(15) . . ? C9 C8 C7 115.0(13) . . ? C11 C8 C7 111.8(12) . . ? C9 C8 C10 108.4(13) . . ? C11 C8 C10 108.0(15) . . ? C7 C8 C10 103.4(12) . . ? C7 O1 Cd1 137.2(15) . . ? O1 Cd1 O1 87.9(3) . 3 ? O1 Cd1 O1 87.9(3) . 2 ? O1 Cd1 O1 87.9(3) 3 2 ? O1 Cd1 N1 126.7(2) . . ? O1 Cd1 N1 126.7(2) 3 . ? O1 Cd1 N1 126.7(2) 2 . ? O1 Cd1 N2 159.5(4) . 3 ? O1 Cd1 N2 72.5(4) 3 3 ? O1 Cd1 N2 85.5(5) 2 3 ? N1 Cd1 N2 71.88(11) . 3 ? O1 Cd1 N2 72.5(4) . . ? O1 Cd1 N2 85.5(5) 3 . ? O1 Cd1 N2 159.5(4) 2 . ? N1 Cd1 N2 71.88(11) . . ? N2 Cd1 N2 110.79(11) 3 . ? O1 Cd1 N2 85.5(5) . 2 ? O1 Cd1 N2 159.5(4) 3 2 ? O1 Cd1 N2 72.5(4) 2 2 ? N1 Cd1 N2 71.88(11) . 2 ? N2 Cd1 N2 110.79(11) 3 2 ? N2 Cd1 N2 110.79(11) . 2 ? O5 Cl1 O2 110.0(4) . . ? O5 Cl1 O3 109.5(4) . . ? O2 Cl1 O3 109.4(4) . . ? O5 Cl1 O4 109.5(4) . . ? O2 Cl1 O4 109.2(4) . . ? O3 Cl1 O4 109.2(4) . . ? Cl1A O3A Na1 131.7(10) . . ? O4A Cl1A O2A 109.9(4) . . ? O4A Cl1A O5A 109.7(4) . . ? O2A Cl1A O5A 109.2(4) . . ? O4A Cl1A O3A 109.5(4) . . ? O2A Cl1A O3A 109.3(4) . . ? O5A Cl1A O3A 109.2(4) . . ? O6 Na1 O6 76.2(13) . 2_655 ? O6 Na1 O6 76.2(13) . 3_665 ? O6 Na1 O6 76.2(13) 2_655 3_665 ? O6 Na1 O3A 79.9(9) . 2_655 ? O6 Na1 O3A 127.7(4) 2_655 2_655 ? O6 Na1 O3A 140.3(5) 3_665 2_655 ? O6 Na1 O3A 140.3(4) . 3_665 ? O6 Na1 O3A 79.9(9) 2_655 3_665 ? O6 Na1 O3A 127.7(4) 3_665 3_665 ? O3A Na1 O3A 90.5(6) 2_655 3_665 ? O6 Na1 O3A 127.7(4) . . ? O6 Na1 O3A 140.3(4) 2_655 . ? O6 Na1 O3A 79.9(9) 3_665 . ? O3A Na1 O3A 90.5(6) 2_655 . ? O3A Na1 O3A 90.5(6) 3_665 . ? O6 Na1 O7 43.2(5) . . ? O6 Na1 O7 43.2(5) 2_655 . ? O6 Na1 O7 94.5(11) 3_665 . ? O3A Na1 O7 89.1(10) 2_655 . ? O3A Na1 O7 98.8(8) 3_665 . ? O3A Na1 O7 170.7(8) . . ? O6 Na1 O7 43.2(5) . 3_665 ? O6 Na1 O7 94.5(11) 2_655 3_665 ? O6 Na1 O7 43.2(5) 3_665 3_665 ? O3A Na1 O7 98.8(8) 2_655 3_665 ? O3A Na1 O7 170.7(8) 3_665 3_665 ? O3A Na1 O7 89.1(10) . 3_665 ? O7 Na1 O7 81.8(17) . 3_665 ? O6 Na1 O7 94.5(11) . 2_655 ? O6 Na1 O7 43.2(5) 2_655 2_655 ? O6 Na1 O7 43.2(5) 3_665 2_655 ? O3A Na1 O7 170.7(8) 2_655 2_655 ? O3A Na1 O7 89.1(10) 3_665 2_655 ? O3A Na1 O7 98.8(8) . 2_655 ? O7 Na1 O7 81.8(17) . 2_655 ? O7 Na1 O7 81.8(17) 3_665 2_655 ? O6 Na1 Na1 45.4(8) . 16 ? O6 Na1 Na1 45.4(8) 2_655 16 ? O6 Na1 Na1 45.4(8) 3_665 16 ? O3A Na1 Na1 124.9(4) 2_655 16 ? O3A Na1 Na1 124.9(4) 3_665 16 ? O3A Na1 Na1 124.9(4) . 16 ? O7 Na1 Na1 49.1(11) . 16 ? O7 Na1 Na1 49.1(12) 3_665 16 ? O7 Na1 Na1 49.1(11) 2_655 16 ? O7 O6 O7 133(6) . 3_665 ? O7 O6 Na1 73(2) . . ? O7 O6 Na1 73(2) 3_665 . ? O7 O6 Na1 73(2) . 16 ? O7 O6 Na1 73(2) 3_665 16 ? Na1 O6 Na1 89.2(17) . 16 ? O6 O7 O6 107(6) . 2_655 ? O6 O7 Na1 63(2) . 16 ? O6 O7 Na1 63(2) 2_655 16 ? O6 O7 Na1 63(2) . . ? O6 O7 Na1 63(2) 2_655 . ? Na1 O7 Na1 82(2) 16 . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.66 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.215 _refine_diff_density_min -1.482 _refine_diff_density_rms 0.227 _database_code_depnum_ccdc_archive 'CCDC 948551' ####################################################################### # # 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_aja0901 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H49.50 Br Cl Mn N8.50 O7' _chemical_formula_sum 'C36 H49.50 Br Cl Mn N8.50 O7' _chemical_formula_weight 883.64 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' Cl Cl 0.1484 0.1585 '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' Mn Mn 0.3368 0.7283 '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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 10.8160(2) _cell_length_b 40.8620(8) _cell_length_c 11.1620(2) _cell_angle_alpha 90.00 _cell_angle_beta 116.9550(10) _cell_angle_gamma 90.00 _cell_volume 4397.27(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5845 _cell_measurement_theta_min 2.95 _cell_measurement_theta_max 25.69 _exptl_crystal_description plate _exptl_crystal_colour creamy _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1832 _exptl_absorpt_coefficient_mu 1.322 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7334 _exptl_absorpt_correction_T_max 0.8263 _exptl_absorpt_process_details Denzo/Scalepack _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14579 _diffrn_reflns_av_R_equivalents 0.0460 _diffrn_reflns_av_sigmaI/netI 0.0701 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -49 _diffrn_reflns_limit_k_max 49 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 25.69 _reflns_number_total 8298 _reflns_number_gt 5845 _reflns_threshold_expression >2\s(I) _computing_data_collection 'cOLLECT,Nonius BV, 1997-2001' _computing_cell_refinement DENZO/SCALEPACK _computing_data_reduction DENZO/SCALEPACK _computing_structure_solution SHELXs-97 _computing_structure_refinement SHELXL-97 _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^ > 2\s(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^)+(0.0678P)^2^+10.2360P] 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 8298 _refine_ls_number_parameters 602 _refine_ls_number_restraints 248 _refine_ls_R_factor_all 0.0961 _refine_ls_R_factor_gt 0.0619 _refine_ls_wR_factor_ref 0.1630 _refine_ls_wR_factor_gt 0.1478 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.083 _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 C1 C 0.4746(5) 0.19820(12) 0.6151(5) 0.0329(12) Uani 1 1 d . . . H1A H 0.4657 0.2213 0.6364 0.040 Uiso 1 1 calc R . . H1B H 0.5405 0.1973 0.5762 0.040 Uiso 1 1 calc R . . C2 C 0.5313(5) 0.17820(11) 0.7434(5) 0.0272(11) Uani 1 1 d . . . C3 C 0.6334(5) 0.19116(13) 0.8615(5) 0.0348(13) Uani 1 1 d . . . H3 H 0.6627 0.2132 0.8663 0.042 Uiso 1 1 calc R . . C4 C 0.6907(6) 0.17091(13) 0.9716(5) 0.0370(13) Uani 1 1 d . . . H4 H 0.7633 0.1788 1.0533 0.044 Uiso 1 1 calc R . . C5 C 0.6438(5) 0.13947(13) 0.9639(5) 0.0337(12) Uani 1 1 d . . . H5 H 0.6838 0.1253 1.0394 0.040 Uiso 1 1 calc R . . C6 C 0.5367(5) 0.12882(11) 0.8437(5) 0.0247(10) Uani 1 1 d . . . C7 C 0.3709(5) 0.08199(12) 0.7431(5) 0.0257(11) Uani 1 1 d . . . C8 C 0.3375(5) 0.04795(12) 0.7757(5) 0.0299(12) Uani 1 1 d . . . C9 C 0.2918(6) 0.04993(16) 0.8886(6) 0.0471(15) Uani 1 1 d . . . H9A H 0.3689 0.0581 0.9712 0.071 Uiso 1 1 calc R . . H9B H 0.2650 0.0281 0.9050 0.071 Uiso 1 1 calc R . . H9C H 0.2125 0.0648 0.8610 0.071 Uiso 1 1 calc R . . C10 C 0.4629(6) 0.02517(13) 0.8187(6) 0.0419(14) Uani 1 1 d . . . H10A H 0.4930 0.0246 0.7481 0.063 Uiso 1 1 calc R . . H10B H 0.4372 0.0031 0.8333 0.063 Uiso 1 1 calc R . . H10C H 0.5389 0.0333 0.9023 0.063 Uiso 1 1 calc R . . C11 C 0.2176(6) 0.03417(14) 0.6488(6) 0.0448(15) Uani 1 1 d . . . H11A H 0.1363 0.0483 0.6218 0.067 Uiso 1 1 calc R . . H11B H 0.1949 0.0121 0.6671 0.067 Uiso 1 1 calc R . . H11C H 0.2449 0.0332 0.5763 0.067 Uiso 1 1 calc R . . C12 C 0.3037(6) 0.19815(12) 0.3792(5) 0.0333(12) Uani 1 1 d . . . H12A H 0.3350 0.2211 0.3856 0.040 Uiso 1 1 calc R . . H12B H 0.2018 0.1978 0.3231 0.040 Uiso 1 1 calc R . . C13 C 0.3717(5) 0.17781(12) 0.3120(5) 0.0303(12) Uani 1 1 d . . . C14 C 0.3683(6) 0.18787(14) 0.1927(6) 0.0423(14) Uani 1 1 d . . . H14 H 0.3278 0.2082 0.1535 0.051 Uiso 1 1 calc R . . C15 C 0.4251(6) 0.16769(16) 0.1316(6) 0.0482(16) Uani 1 1 d . . . H15 H 0.4211 0.1736 0.0476 0.058 Uiso 1 1 calc R . . C16 C 0.4872(6) 0.13905(15) 0.1935(5) 0.0407(14) Uani 1 1 d . . . H16 H 0.5264 0.1248 0.1526 0.049 Uiso 1 1 calc R . . C17 C 0.4923(5) 0.13104(12) 0.3163(5) 0.0260(11) Uani 1 1 d . . . C18 C 0.5932(5) 0.09167(12) 0.5073(5) 0.0255(11) Uani 1 1 d . . . C19 C 0.7014(5) 0.06453(13) 0.5659(5) 0.0310(12) Uani 1 1 d . . . C20 C 0.6301(7) 0.03264(13) 0.4987(6) 0.0502(16) Uani 1 1 d . . . H20A H 0.5471 0.0295 0.5115 0.075 Uiso 1 1 calc R . . H20B H 0.6940 0.0143 0.5390 0.075 Uiso 1 1 calc R . . H20C H 0.6035 0.0337 0.4023 0.075 Uiso 1 1 calc R . . C21 C 0.7468(6) 0.06304(15) 0.7165(5) 0.0451(15) Uani 1 1 d . . . H21A H 0.7890 0.0840 0.7578 0.068 Uiso 1 1 calc R . . H21B H 0.8148 0.0454 0.7566 0.068 Uiso 1 1 calc R . . H21C H 0.6660 0.0588 0.7319 0.068 Uiso 1 1 calc R . . C22 C 0.8299(6) 0.07067(17) 0.5448(6) 0.0504(17) Uani 1 1 d . . . H22A H 0.8057 0.0679 0.4495 0.076 Uiso 1 1 calc R . . H22B H 0.9028 0.0550 0.5985 0.076 Uiso 1 1 calc R . . H22C H 0.8635 0.0930 0.5729 0.076 Uiso 1 1 calc R . . C23 C 0.2287(5) 0.19541(12) 0.5529(5) 0.0331(12) Uani 1 1 d . . . H23A H 0.2066 0.2189 0.5327 0.040 Uiso 1 1 calc R . . H23B H 0.2633 0.1923 0.6508 0.040 Uiso 1 1 calc R . . C24 C 0.0994(5) 0.17547(12) 0.4785(5) 0.0280(11) Uani 1 1 d . . . C25 C -0.0274(6) 0.18658(13) 0.4613(5) 0.0365(13) Uani 1 1 d . . . H25 H -0.0355 0.2074 0.4950 0.044 Uiso 1 1 calc R . . C26 C -0.1426(6) 0.16723(14) 0.3949(6) 0.0399(14) Uani 1 1 d . . . H26 H -0.2309 0.1743 0.3839 0.048 Uiso 1 1 calc R . . C27 C -0.1282(5) 0.13759(13) 0.3445(5) 0.0312(12) Uani 1 1 d . . . H27 H -0.2067 0.1240 0.2966 0.037 Uiso 1 1 calc R . . C28 C 0.0017(5) 0.12778(12) 0.3645(5) 0.0277(11) Uani 1 1 d . . . C29 C 0.1227(5) 0.08446(12) 0.2967(5) 0.0248(11) Uani 1 1 d . . . C30 C 0.0926(5) 0.05415(12) 0.2058(5) 0.0305(12) Uani 1 1 d . . . C31 C -0.0087(7) 0.06386(16) 0.0610(6) 0.0516(17) Uani 1 1 d . . . H31A H -0.0981 0.0700 0.0568 0.077 Uiso 1 1 calc R . . H31B H -0.0219 0.0453 0.0008 0.077 Uiso 1 1 calc R . . H31C H 0.0294 0.0824 0.0329 0.077 Uiso 1 1 calc R . . C32 C 0.0286(6) 0.02682(12) 0.2540(6) 0.0393(14) Uani 1 1 d . . . H32A H 0.0897 0.0221 0.3488 0.059 Uiso 1 1 calc R . . H32B H 0.0176 0.0071 0.2002 0.059 Uiso 1 1 calc R . . H32C H -0.0622 0.0339 0.2438 0.059 Uiso 1 1 calc R . . C33 C 0.2300(6) 0.04244(15) 0.2123(6) 0.0482(16) Uani 1 1 d . . . H33A H 0.2703 0.0599 0.1811 0.072 Uiso 1 1 calc R . . H33B H 0.2133 0.0232 0.1547 0.072 Uiso 1 1 calc R . . H33C H 0.2944 0.0367 0.3052 0.072 Uiso 1 1 calc R . . N1 N 0.3374(4) 0.18595(9) 0.5150(4) 0.0273(9) Uani 1 1 d . . . N2 N 0.4817(4) 0.14767(9) 0.7348(4) 0.0258(9) Uani 1 1 d . . . N3 N 0.4841(4) 0.09711(9) 0.8410(4) 0.0255(9) Uani 1 1 d . . . H3A H 0.5315 0.0853 0.9134 0.031 Uiso 1 1 calc R . . N4 N 0.4322(4) 0.14967(10) 0.3735(4) 0.0273(9) Uani 1 1 d . . . N5 N 0.5677(4) 0.10313(9) 0.3835(4) 0.0254(9) Uani 1 1 d . . . H5A H 0.6032 0.0915 0.3401 0.030 Uiso 1 1 calc R . . N6 N 0.1167(4) 0.14593(10) 0.4332(4) 0.0265(9) Uani 1 1 d . . . N7 N 0.0140(4) 0.09757(9) 0.3092(4) 0.0273(9) Uani 1 1 d . . . H7 H -0.0610 0.0853 0.2778 0.033 Uiso 1 1 calc R . . Mn1 Mn 0.34626(7) 0.130590(17) 0.51657(7) 0.02348(19) Uani 1 1 d . . . O1 O 0.2979(4) 0.09526(8) 0.6346(3) 0.0326(8) Uani 1 1 d . . . O2 O 0.5292(3) 0.10107(8) 0.5679(3) 0.0305(8) Uani 1 1 d . . . O3 O 0.2400(3) 0.09650(8) 0.3501(3) 0.0299(8) Uani 1 1 d . . . Cl1 Cl 0.2854(2) 0.2500 0.84412(19) 0.0451(5) Uani 1 2 d SD . . O4 O 0.3939(5) 0.25632(19) 0.8053(6) 0.041(3) Uani 0.50 1 d PDU . . O5 O 0.1512(4) 0.25678(17) 0.7321(5) 0.042(3) Uani 0.50 1 d PDU . . O6 O 0.3057(9) 0.26795(18) 0.9615(6) 0.110(4) Uani 0.50 1 d PDU . . O7 O 0.2887(9) 0.21448(10) 0.8742(7) 0.073(3) Uani 0.50 1 d PDU . . Cl2 Cl 0.9846(2) 0.2500 0.1438(2) 0.0615(7) Uani 1 2 d SD . . O8 O 0.9984(8) 0.26236(19) 0.2691(5) 0.093(5) Uani 0.50 1 d PDU . . O9 O 0.9807(7) 0.21283(10) 0.1557(8) 0.088(4) Uani 0.50 1 d PDU . . O10 O 1.1029(5) 0.25697(14) 0.1227(6) 0.036(2) Uani 0.50 1 d PDU . . O11 O 0.8561(5) 0.25844(14) 0.0317(6) 0.066(3) Uani 0.50 1 d PDU . . N8 N 0.6333(17) 0.2500 0.4242(15) 0.150(5) Uani 1 2 d SDU . . C34 C 0.6506(13) 0.2500 0.1989(12) 0.087(4) Uani 1 2 d SDU . . H34A H 0.6278 0.2718 0.1581 0.131 Uiso 0.50 1 calc PR . . H34B H 0.5859 0.2339 0.1371 0.131 Uiso 0.50 1 calc PR . . H34C H 0.7455 0.2443 0.2172 0.131 Uiso 0.50 1 calc PR . . C35 C 0.6396(15) 0.2500 0.3246(15) 0.101(4) Uani 1 2 d SDU . . N9 N 0.811(3) 0.1506(6) 0.678(3) 0.093(9) Uani 0.40 1 d PDU A 1 C36 C 1.001(2) 0.1855(6) 0.867(2) 0.092(7) Uani 0.40 1 d PDU A 1 H36A H 0.9582 0.2010 0.9038 0.139 Uiso 0.40 1 calc PR A 1 H36B H 1.0573 0.1976 0.8330 0.139 Uiso 0.40 1 calc PR A 1 H36C H 1.0603 0.1703 0.9371 0.139 Uiso 0.40 1 calc PR A 1 C37 C 0.893(2) 0.1673(6) 0.756(2) 0.083(6) Uani 0.40 1 d PDU A 1 N9A N 0.783(3) 0.1602(6) 0.648(3) 0.084(8) Uani 0.40 1 d PDU B 2 C36A C 0.876(3) 0.2183(6) 0.742(3) 0.127(9) Uani 0.40 1 d PDU B 2 H36D H 0.8505 0.2227 0.8141 0.190 Uiso 0.40 1 calc PR B 2 H36E H 0.8333 0.2348 0.6709 0.190 Uiso 0.40 1 calc PR B 2 H36F H 0.9766 0.2190 0.7773 0.190 Uiso 0.40 1 calc PR B 2 C37A C 0.825(3) 0.1858(6) 0.686(3) 0.094(6) Uani 0.40 1 d PDU B 2 N10 N 0.054(3) 0.1515(9) 0.035(4) 0.107(11) Uani 0.20 1 d PDU C 3 C38 C 0.130(4) 0.1413(10) -0.151(4) 0.092(12) Uani 0.20 1 d PDU C 3 H38A H 0.0706 0.1516 -0.2377 0.138 Uiso 0.20 1 calc PR C 3 H38B H 0.1345 0.1177 -0.1642 0.138 Uiso 0.20 1 calc PR C 3 H38C H 0.2239 0.1505 -0.1155 0.138 Uiso 0.20 1 calc PR C 3 C39 C 0.074(4) 0.1473(11) -0.057(4) 0.081(11) Uani 0.20 1 d PDU C 3 Br1 Br 0.67537(5) 0.064574(12) 0.16384(5) 0.03193(16) Uani 1 1 d . D 3 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 C1 0.041(3) 0.017(3) 0.039(3) -0.002(2) 0.017(3) -0.005(2) C2 0.036(3) 0.012(2) 0.038(3) -0.002(2) 0.020(2) 0.000(2) C3 0.041(3) 0.032(3) 0.032(3) -0.013(2) 0.017(3) -0.016(2) C4 0.043(3) 0.035(3) 0.030(3) -0.011(2) 0.014(3) -0.015(3) C5 0.035(3) 0.041(3) 0.024(3) -0.003(2) 0.012(2) -0.005(2) C6 0.032(3) 0.019(2) 0.026(3) -0.002(2) 0.016(2) -0.002(2) C7 0.029(3) 0.027(3) 0.024(3) 0.000(2) 0.015(2) 0.000(2) C8 0.029(3) 0.029(3) 0.027(3) 0.002(2) 0.009(2) -0.011(2) C9 0.053(4) 0.048(4) 0.046(4) 0.001(3) 0.027(3) -0.016(3) C10 0.051(3) 0.029(3) 0.040(3) 0.001(2) 0.016(3) -0.007(3) C11 0.042(3) 0.033(3) 0.047(4) 0.000(3) 0.009(3) -0.014(3) C12 0.043(3) 0.019(3) 0.032(3) 0.005(2) 0.012(3) 0.003(2) C13 0.031(3) 0.022(3) 0.034(3) 0.004(2) 0.011(2) 0.002(2) C14 0.045(3) 0.037(3) 0.049(4) 0.015(3) 0.024(3) 0.009(3) C15 0.051(4) 0.061(4) 0.039(3) 0.028(3) 0.026(3) 0.022(3) C16 0.040(3) 0.054(4) 0.033(3) 0.014(3) 0.021(3) 0.020(3) C17 0.023(2) 0.022(2) 0.029(3) 0.006(2) 0.008(2) 0.002(2) C18 0.021(2) 0.025(3) 0.021(2) -0.001(2) 0.001(2) -0.003(2) C19 0.028(3) 0.038(3) 0.025(3) 0.012(2) 0.010(2) 0.012(2) C20 0.061(4) 0.018(3) 0.058(4) 0.005(3) 0.016(3) 0.013(3) C21 0.045(3) 0.056(4) 0.030(3) 0.019(3) 0.014(3) 0.022(3) C22 0.033(3) 0.075(5) 0.041(3) 0.016(3) 0.015(3) 0.019(3) C23 0.044(3) 0.018(3) 0.037(3) -0.005(2) 0.018(3) 0.001(2) C24 0.034(3) 0.020(3) 0.032(3) 0.001(2) 0.017(2) 0.005(2) C25 0.045(3) 0.027(3) 0.040(3) -0.001(2) 0.021(3) 0.007(2) C26 0.035(3) 0.040(3) 0.046(3) 0.000(3) 0.020(3) 0.012(3) C27 0.025(3) 0.030(3) 0.035(3) 0.000(2) 0.010(2) 0.003(2) C28 0.035(3) 0.024(3) 0.022(3) 0.006(2) 0.011(2) 0.003(2) C29 0.030(3) 0.023(3) 0.021(2) 0.0022(19) 0.012(2) 0.005(2) C30 0.031(3) 0.026(3) 0.027(3) -0.009(2) 0.006(2) 0.006(2) C31 0.062(4) 0.052(4) 0.029(3) -0.011(3) 0.010(3) 0.012(3) C32 0.042(3) 0.018(3) 0.052(4) -0.006(2) 0.016(3) -0.001(2) C33 0.044(3) 0.049(4) 0.055(4) -0.021(3) 0.025(3) -0.004(3) N1 0.034(2) 0.018(2) 0.028(2) -0.0018(17) 0.0126(19) -0.0024(17) N2 0.028(2) 0.022(2) 0.030(2) 0.0000(17) 0.0149(19) -0.0010(17) N3 0.029(2) 0.020(2) 0.022(2) 0.0005(16) 0.0064(18) -0.0072(17) N4 0.027(2) 0.022(2) 0.027(2) 0.0071(17) 0.0076(18) 0.0012(17) N5 0.030(2) 0.024(2) 0.022(2) 0.0033(16) 0.0114(18) 0.0070(17) N6 0.028(2) 0.019(2) 0.029(2) -0.0003(17) 0.0099(19) 0.0043(17) N7 0.024(2) 0.022(2) 0.031(2) -0.0069(18) 0.0082(18) -0.0026(17) Mn1 0.0285(4) 0.0159(4) 0.0244(4) -0.0002(3) 0.0105(3) 0.0004(3) O1 0.0344(19) 0.0280(19) 0.029(2) 0.0048(15) 0.0093(17) -0.0071(15) O2 0.0354(19) 0.032(2) 0.0275(18) 0.0038(15) 0.0171(17) 0.0082(16) O3 0.0288(19) 0.0274(19) 0.0318(19) -0.0068(15) 0.0121(16) -0.0005(15) Cl1 0.0509(12) 0.0522(13) 0.0360(11) 0.000 0.0230(10) 0.000 O4 0.050(4) 0.021(8) 0.061(4) 0.021(4) 0.034(3) 0.011(3) O5 0.037(3) 0.032(7) 0.052(4) 0.017(3) 0.015(3) 0.000(3) O6 0.126(8) 0.131(8) 0.082(7) -0.038(6) 0.054(6) -0.004(6) O7 0.105(6) 0.063(6) 0.049(5) 0.025(4) 0.032(5) -0.002(5) Cl2 0.0341(12) 0.097(2) 0.0433(13) 0.000 0.0091(10) 0.000 O8 0.088(6) 0.138(13) 0.065(6) -0.064(6) 0.045(5) -0.059(6) O9 0.061(6) 0.079(7) 0.085(8) 0.016(6) -0.001(6) -0.023(6) O10 0.044(4) 0.010(6) 0.058(4) -0.009(3) 0.025(3) -0.006(3) O11 0.043(4) 0.025(6) 0.084(6) 0.001(4) -0.013(4) 0.003(3) N8 0.153(11) 0.182(12) 0.136(11) 0.000 0.086(9) 0.000 C34 0.076(7) 0.094(9) 0.104(9) 0.000 0.052(7) 0.000 C35 0.085(8) 0.116(10) 0.109(10) 0.000 0.050(8) 0.000 N9 0.102(14) 0.089(13) 0.103(14) -0.021(12) 0.059(11) -0.015(11) C36 0.066(11) 0.108(14) 0.103(13) -0.041(11) 0.039(10) -0.046(10) C37 0.076(10) 0.100(12) 0.092(11) -0.032(9) 0.057(9) -0.032(9) N9A 0.081(12) 0.106(15) 0.094(13) 0.000(11) 0.064(10) -0.007(11) C36A 0.122(14) 0.169(18) 0.138(16) -0.027(13) 0.102(13) -0.038(13) C37A 0.087(11) 0.117(12) 0.108(12) -0.038(10) 0.070(9) -0.021(10) N10 0.061(15) 0.072(16) 0.137(19) -0.008(16) 0.000(13) -0.029(13) C38 0.071(17) 0.071(17) 0.096(19) 0.003(15) 0.005(14) -0.032(14) C39 0.064(15) 0.071(16) 0.087(17) -0.001(15) 0.016(13) -0.030(13) Br1 0.0329(3) 0.0288(3) 0.0288(3) 0.0006(2) 0.0093(2) -0.0004(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.483(6) . ? C1 C2 1.515(7) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.345(6) . ? C2 C3 1.385(7) . ? C3 C4 1.374(8) . ? C3 H3 0.9500 . ? C4 C5 1.369(7) . ? C4 H4 0.9500 . ? C5 C6 1.387(7) . ? C5 H5 0.9500 . ? C6 N2 1.330(6) . ? C6 N3 1.410(6) . ? C7 O1 1.231(6) . ? C7 N3 1.365(6) . ? C7 C8 1.523(7) . ? C8 C11 1.530(7) . ? C8 C10 1.532(7) . ? C8 C9 1.550(8) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 N1 1.476(6) . ? C12 C13 1.515(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 N4 1.347(6) . ? C13 C14 1.378(7) . ? C14 C15 1.379(8) . ? C14 H14 0.9500 . ? C15 C16 1.370(8) . ? C15 H15 0.9500 . ? C16 C17 1.386(7) . ? C16 H16 0.9500 . ? C17 N4 1.337(6) . ? C17 N5 1.405(6) . ? C18 O2 1.228(6) . ? C18 N5 1.363(6) . ? C18 C19 1.528(7) . ? C19 C21 1.523(7) . ? C19 C20 1.527(8) . ? C19 C22 1.532(8) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 N1 1.470(6) . ? C23 C24 1.502(7) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 N6 1.354(6) . ? C24 C25 1.373(7) . ? C25 C26 1.375(8) . ? C25 H25 0.9500 . ? C26 C27 1.374(7) . ? C26 H26 0.9500 . ? C27 C28 1.379(7) . ? C27 H27 0.9500 . ? C28 N6 1.349(6) . ? C28 N7 1.413(6) . ? C29 O3 1.233(6) . ? C29 N7 1.356(6) . ? C29 C30 1.539(6) . ? C30 C33 1.532(7) . ? C30 C32 1.534(8) . ? C30 C31 1.538(7) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? N1 Mn1 2.264(4) . ? N2 Mn1 2.309(4) . ? N3 H3A 0.8800 . ? N4 Mn1 2.316(4) . ? N5 H5A 0.8800 . ? N6 Mn1 2.309(4) . ? N7 H7 0.8800 . ? Mn1 O2 2.161(3) . ? Mn1 O1 2.173(3) . ? Mn1 O3 2.185(3) . ? Cl1 O6 1.429(4) . ? Cl1 O6 1.429(4) 4_565 ? Cl1 O4 1.446(4) . ? Cl1 O4 1.446(4) 4_565 ? Cl1 O5 1.450(4) 4_565 ? Cl1 O5 1.450(4) . ? Cl1 O7 1.487(4) . ? Cl1 O7 1.487(4) 4_565 ? O4 O4 0.516(15) 4_565 ? O5 O5 0.554(14) 4_565 ? O6 O7 1.156(12) 4_565 ? O6 O6 1.467(15) 4_565 ? O7 O6 1.156(12) 4_565 ? Cl2 O11 1.428(4) 4_565 ? Cl2 O11 1.428(4) . ? Cl2 O8 1.430(4) 4_565 ? Cl2 O8 1.430(4) . ? Cl2 O10 1.431(4) . ? Cl2 O10 1.431(4) 4_565 ? Cl2 O9 1.527(4) 4_565 ? Cl2 O9 1.527(4) . ? O8 O8 1.010(16) 4_565 ? O8 O9 1.564(13) 4_565 ? O9 O8 1.564(13) 4_565 ? O10 O10 0.570(11) 4_565 ? O11 O11 0.689(12) 4_565 ? N8 C35 1.144(13) . ? C34 C35 1.460(14) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? N9 C37 1.144(14) . ? C36 C37 1.462(15) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? N9A C37A 1.144(14) . ? C36A C37A 1.462(15) . ? C36A H36D 0.9800 . ? C36A H36E 0.9800 . ? C36A H36F 0.9800 . ? N10 C39 1.150(15) . ? C38 C39 1.463(16) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 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 C1 C2 111.6(4) . . ? N1 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? N1 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 108.0 . . ? N2 C2 C3 122.9(5) . . ? N2 C2 C1 117.1(4) . . ? C3 C2 C1 120.0(4) . . ? C4 C3 C2 117.6(5) . . ? C4 C3 H3 121.2 . . ? C2 C3 H3 121.2 . . ? C5 C4 C3 120.3(5) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 118.6(5) . . ? C4 C5 H5 120.7 . . ? C6 C5 H5 120.7 . . ? N2 C6 C5 122.3(4) . . ? N2 C6 N3 120.2(4) . . ? C5 C6 N3 117.5(4) . . ? O1 C7 N3 122.1(4) . . ? O1 C7 C8 121.5(4) . . ? N3 C7 C8 116.5(4) . . ? C7 C8 C11 107.9(4) . . ? C7 C8 C10 110.9(4) . . ? C11 C8 C10 109.0(5) . . ? C7 C8 C9 110.1(4) . . ? C11 C8 C9 108.9(4) . . ? C10 C8 C9 109.9(4) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 C13 112.0(4) . . ? N1 C12 H12A 109.2 . . ? C13 C12 H12A 109.2 . . ? N1 C12 H12B 109.2 . . ? C13 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? N4 C13 C14 122.8(5) . . ? N4 C13 C12 116.6(4) . . ? C14 C13 C12 120.5(5) . . ? C13 C14 C15 118.5(5) . . ? C13 C14 H14 120.8 . . ? C15 C14 H14 120.8 . . ? C16 C15 C14 119.2(5) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? C15 C16 C17 119.4(5) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? N4 C17 C16 121.9(4) . . ? N4 C17 N5 119.8(4) . . ? C16 C17 N5 118.3(5) . . ? O2 C18 N5 123.1(4) . . ? O2 C18 C19 120.3(4) . . ? N5 C18 C19 116.5(4) . . ? C21 C19 C20 110.3(5) . . ? C21 C19 C18 107.6(4) . . ? C20 C19 C18 106.9(4) . . ? C21 C19 C22 108.4(4) . . ? C20 C19 C22 110.8(5) . . ? C18 C19 C22 112.8(4) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N1 C23 C24 111.3(4) . . ? N1 C23 H23A 109.4 . . ? C24 C23 H23A 109.4 . . ? N1 C23 H23B 109.4 . . ? C24 C23 H23B 109.4 . . ? H23A C23 H23B 108.0 . . ? N6 C24 C25 122.7(5) . . ? N6 C24 C23 116.0(4) . . ? C25 C24 C23 121.2(4) . . ? C24 C25 C26 119.3(5) . . ? C24 C25 H25 120.4 . . ? C26 C25 H25 120.4 . . ? C27 C26 C25 119.0(5) . . ? C27 C26 H26 120.5 . . ? C25 C26 H26 120.5 . . ? C26 C27 C28 119.1(5) . . ? C26 C27 H27 120.4 . . ? C28 C27 H27 120.4 . . ? N6 C28 C27 122.7(5) . . ? N6 C28 N7 119.0(4) . . ? C27 C28 N7 118.3(4) . . ? O3 C29 N7 122.8(4) . . ? O3 C29 C30 120.3(4) . . ? N7 C29 C30 116.8(4) . . ? C33 C30 C32 109.8(4) . . ? C33 C30 C31 110.1(5) . . ? C32 C30 C31 109.7(5) . . ? C33 C30 C29 108.0(4) . . ? C32 C30 C29 110.4(4) . . ? C31 C30 C29 108.8(4) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C23 N1 C12 110.5(4) . . ? C23 N1 C1 110.6(4) . . ? C12 N1 C1 110.9(4) . . ? C23 N1 Mn1 107.3(3) . . ? C12 N1 Mn1 109.6(3) . . ? C1 N1 Mn1 107.9(3) . . ? C6 N2 C2 118.2(4) . . ? C6 N2 Mn1 126.6(3) . . ? C2 N2 Mn1 113.4(3) . . ? C7 N3 C6 129.8(4) . . ? C7 N3 H3A 115.1 . . ? C6 N3 H3A 115.1 . . ? C17 N4 C13 118.1(4) . . ? C17 N4 Mn1 124.9(3) . . ? C13 N4 Mn1 112.7(3) . . ? C18 N5 C17 128.5(4) . . ? C18 N5 H5A 115.8 . . ? C17 N5 H5A 115.8 . . ? C28 N6 C24 117.1(4) . . ? C28 N6 Mn1 128.7(3) . . ? C24 N6 Mn1 113.4(3) . . ? C29 N7 C28 130.4(4) . . ? C29 N7 H7 114.8 . . ? C28 N7 H7 114.8 . . ? O2 Mn1 O1 84.92(13) . . ? O2 Mn1 O3 86.29(13) . . ? O1 Mn1 O3 85.04(13) . . ? O2 Mn1 N1 126.19(14) . . ? O1 Mn1 N1 130.36(14) . . ? O3 Mn1 N1 128.76(14) . . ? O2 Mn1 N2 79.75(13) . . ? O1 Mn1 N2 76.88(13) . . ? O3 Mn1 N2 157.98(14) . . ? N1 Mn1 N2 73.18(14) . . ? O2 Mn1 N6 161.19(14) . . ? O1 Mn1 N6 85.07(14) . . ? O3 Mn1 N6 77.00(13) . . ? N1 Mn1 N6 72.02(14) . . ? N2 Mn1 N6 113.29(14) . . ? O2 Mn1 N4 76.44(13) . . ? O1 Mn1 N4 157.51(14) . . ? O3 Mn1 N4 81.34(14) . . ? N1 Mn1 N4 71.78(14) . . ? N2 Mn1 N4 111.38(14) . . ? N6 Mn1 N4 108.96(14) . . ? C7 O1 Mn1 131.7(3) . . ? C18 O2 Mn1 134.8(3) . . ? C29 O3 Mn1 134.0(3) . . ? O6 Cl1 O6 61.8(7) . 4_565 ? O6 Cl1 O4 112.0(3) . . ? O6 Cl1 O4 123.9(4) 4_565 . ? O6 Cl1 O4 123.9(4) . 4_565 ? O6 Cl1 O4 112.0(3) 4_565 4_565 ? O4 Cl1 O4 20.6(6) . 4_565 ? O6 Cl1 O5 124.5(4) . 4_565 ? O6 Cl1 O5 111.7(3) 4_565 4_565 ? O4 Cl1 O5 114.0(3) . 4_565 ? O4 Cl1 O5 109.8(3) 4_565 4_565 ? O6 Cl1 O5 111.7(3) . . ? O6 Cl1 O5 124.5(4) 4_565 . ? O4 Cl1 O5 109.8(3) . . ? O4 Cl1 O5 114.0(3) 4_565 . ? O5 Cl1 O5 22.0(6) 4_565 . ? O6 Cl1 O7 108.4(4) . . ? O6 Cl1 O7 46.7(5) 4_565 . ? O4 Cl1 O7 107.6(3) . . ? O4 Cl1 O7 87.3(5) 4_565 . ? O5 Cl1 O7 85.4(5) 4_565 . ? O5 Cl1 O7 107.1(3) . . ? O6 Cl1 O7 46.7(5) . 4_565 ? O6 Cl1 O7 108.4(4) 4_565 4_565 ? O4 Cl1 O7 87.3(5) . 4_565 ? O4 Cl1 O7 107.6(3) 4_565 4_565 ? O5 Cl1 O7 107.1(3) 4_565 4_565 ? O5 Cl1 O7 85.4(5) . 4_565 ? O7 Cl1 O7 155.0(6) . 4_565 ? O4 O4 Cl1 79.7(3) 4_565 . ? O5 O5 Cl1 79.0(3) 4_565 . ? O7 O6 Cl1 69.3(3) 4_565 . ? O7 O6 O6 128.4(3) 4_565 4_565 ? Cl1 O6 O6 59.1(3) . 4_565 ? O6 O7 Cl1 64.0(4) 4_565 . ? O11 Cl2 O11 27.9(5) 4_565 . ? O11 Cl2 O8 113.6(3) 4_565 4_565 ? O11 Cl2 O8 124.8(4) . 4_565 ? O11 Cl2 O8 124.8(4) 4_565 . ? O11 Cl2 O8 113.6(3) . . ? O8 Cl2 O8 41.4(7) 4_565 . ? O11 Cl2 O10 119.4(4) 4_565 . ? O11 Cl2 O10 113.3(3) . . ? O8 Cl2 O10 121.8(3) 4_565 . ? O8 Cl2 O10 112.7(3) . . ? O11 Cl2 O10 113.3(3) 4_565 4_565 ? O11 Cl2 O10 119.4(4) . 4_565 ? O8 Cl2 O10 112.7(3) 4_565 4_565 ? O8 Cl2 O10 121.8(4) . 4_565 ? O10 Cl2 O10 23.0(5) . 4_565 ? O11 Cl2 O9 105.2(3) 4_565 4_565 ? O11 Cl2 O9 77.4(4) . 4_565 ? O8 Cl2 O9 105.1(3) 4_565 4_565 ? O8 Cl2 O9 63.8(6) . 4_565 ? O10 Cl2 O9 83.0(4) . 4_565 ? O10 Cl2 O9 105.9(3) 4_565 4_565 ? O11 Cl2 O9 77.4(4) 4_565 . ? O11 Cl2 O9 105.2(3) . . ? O8 Cl2 O9 63.8(6) 4_565 . ? O8 Cl2 O9 105.1(3) . . ? O10 Cl2 O9 105.9(3) . . ? O10 Cl2 O9 83.0(4) 4_565 . ? O9 Cl2 O9 168.3(6) 4_565 . ? O8 O8 Cl2 69.3(3) 4_565 . ? O8 O8 O9 130.4(2) 4_565 4_565 ? Cl2 O8 O9 61.1(3) . 4_565 ? Cl2 O9 O8 55.1(3) . 4_565 ? O10 O10 Cl2 78.5(2) 4_565 . ? O11 O11 Cl2 76.0(2) 4_565 . ? C35 C34 H34A 109.5 . . ? C35 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C35 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N8 C35 C34 178.8(17) . . ? N9 C37 C36 174(3) . . ? C37A C36A H36D 109.5 . . ? C37A C36A H36E 109.5 . . ? H36D C36A H36E 109.5 . . ? C37A C36A H36F 109.5 . . ? H36D C36A H36F 109.5 . . ? H36E C36A H36F 109.5 . . ? N9A C37A C36A 175(3) . . ? N10 C39 C38 167(4) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.69 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.544 _refine_diff_density_min -0.969 _refine_diff_density_rms 0.104 _database_code_depnum_ccdc_archive 'CCDC 948552' ####################################################################### # # 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_aja0918 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H48 Br Cl Fe N8 O7' _chemical_formula_sum 'C35 H48 Br Cl Fe N8 O7' _chemical_formula_weight 864.02 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 10.730(5) _cell_length_b 40.995(5) _cell_length_c 11.101(5) _cell_angle_alpha 90.00 _cell_angle_beta 117.050(5) _cell_angle_gamma 90.00 _cell_volume 4349(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3636 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 23.32 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.320 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1792 _exptl_absorpt_coefficient_mu 1.378 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6086 _exptl_absorpt_correction_T_max 0.9469 _exptl_absorpt_process_details Denzo/Scalepack _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7296 _diffrn_reflns_av_R_equivalents 0.0380 _diffrn_reflns_av_sigmaI/netI 0.0739 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -42 _diffrn_reflns_limit_k_max 42 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 23.32 _reflns_number_total 4786 _reflns_number_gt 3636 _reflns_threshold_expression >2\s(I) _computing_data_collection 'cOLLECT,Nonius BV, 1997-2001' _computing_cell_refinement DENZO/SCALEPACK _computing_data_reduction DENZO/SCALEPACK _computing_structure_solution SHELXs-97 _computing_structure_refinement SHELXL-97 _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^ > 2\s(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^)+(0.0729P)^2^+21.8821P] 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 4786 _refine_ls_number_parameters 573 _refine_ls_number_restraints 227 _refine_ls_R_factor_all 0.0983 _refine_ls_R_factor_gt 0.0689 _refine_ls_wR_factor_ref 0.1760 _refine_ls_wR_factor_gt 0.1626 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.107 _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 C1 C 0.9815(8) 0.1976(2) 0.1157(8) 0.030(2) Uani 1 1 d . . . H1A H 0.9743 0.2207 0.1372 0.036 Uiso 1 1 calc R . . H1B H 1.0464 0.1963 0.0749 0.036 Uiso 1 1 calc R . . C2 C 1.0384(8) 0.1779(2) 0.2426(8) 0.030(2) Uani 1 1 d . . . C3 C 1.1408(9) 0.1901(2) 0.3624(8) 0.031(2) Uani 1 1 d . . . H3 H 1.1724 0.2119 0.3675 0.038 Uiso 1 1 calc R . . C4 C 1.1963(9) 0.1705(3) 0.4731(8) 0.038(3) Uani 1 1 d . . . H4 H 1.2680 0.1785 0.5560 0.046 Uiso 1 1 calc R . . C5 C 1.1482(8) 0.1387(2) 0.4653(8) 0.034(2) Uani 1 1 d . . . H5 H 1.1880 0.1243 0.5405 0.041 Uiso 1 1 calc R . . C6 C 1.0385(8) 0.1289(2) 0.3418(8) 0.024(2) Uani 1 1 d . . . C7 C 0.8698(8) 0.0823(2) 0.2377(8) 0.026(2) Uani 1 1 d . . . C8 C 0.8305(9) 0.0491(2) 0.2691(8) 0.034(3) Uani 1 1 d . . . C9 C 0.9571(9) 0.0253(2) 0.3151(9) 0.042(3) Uani 1 1 d . . . H9A H 0.9904 0.0247 0.2462 0.063 Uiso 1 1 calc R . . H9B H 0.9280 0.0034 0.3270 0.063 Uiso 1 1 calc R . . H9C H 1.0327 0.0329 0.4010 0.063 Uiso 1 1 calc R . . C10 C 0.7846(11) 0.0517(3) 0.3800(10) 0.055(3) Uani 1 1 d . . . H10A H 0.8610 0.0609 0.4617 0.082 Uiso 1 1 calc R . . H10B H 0.7608 0.0300 0.4002 0.082 Uiso 1 1 calc R . . H10C H 0.7025 0.0659 0.3495 0.082 Uiso 1 1 calc R . . C11 C 0.7123(9) 0.0353(2) 0.1405(9) 0.048(3) Uani 1 1 d . . . H11A H 0.6289 0.0489 0.1130 0.072 Uiso 1 1 calc R . . H11B H 0.6910 0.0130 0.1576 0.072 Uiso 1 1 calc R . . H11C H 0.7409 0.0350 0.0684 0.072 Uiso 1 1 calc R . . C12 C 0.7340(8) 0.1955(2) 0.0580(8) 0.029(2) Uani 1 1 d . . . H12A H 0.7108 0.2188 0.0369 0.035 Uiso 1 1 calc R . . H12B H 0.7698 0.1924 0.1567 0.035 Uiso 1 1 calc R . . C13 C 0.6055(9) 0.1749(2) -0.0176(8) 0.029(2) Uani 1 1 d . . . C14 C 0.4759(9) 0.1865(2) -0.0338(8) 0.034(2) Uani 1 1 d . . . H14 H 0.4664 0.2072 -0.0001 0.041 Uiso 1 1 calc R . . C15 C 0.3619(9) 0.1659(3) -0.1025(9) 0.040(3) Uani 1 1 d . . . H15 H 0.2718 0.1726 -0.1156 0.048 Uiso 1 1 calc R . . C16 C 0.3768(9) 0.1369(2) -0.1508(8) 0.034(2) Uani 1 1 d . . . H16 H 0.2979 0.1232 -0.1984 0.040 Uiso 1 1 calc R . . C17 C 0.5095(8) 0.1270(2) -0.1300(8) 0.029(2) Uani 1 1 d . . . C18 C 0.6291(8) 0.0847(2) -0.2000(8) 0.027(2) Uani 1 1 d . . . C19 C 0.6015(8) 0.0550(2) -0.2931(8) 0.030(2) Uani 1 1 d . . . C20 C 0.7382(9) 0.0431(3) -0.2867(10) 0.043(3) Uani 1 1 d . . . H20A H 0.8047 0.0383 -0.1926 0.064 Uiso 1 1 calc R . . H20B H 0.7772 0.0600 -0.3222 0.064 Uiso 1 1 calc R . . H20C H 0.7212 0.0232 -0.3411 0.064 Uiso 1 1 calc R . . C21 C 0.5323(9) 0.0277(2) -0.2524(9) 0.043(3) Uani 1 1 d . . . H21A H 0.5228 0.0084 -0.3080 0.065 Uiso 1 1 calc R . . H21B H 0.4395 0.0348 -0.2663 0.065 Uiso 1 1 calc R . . H21C H 0.5900 0.0223 -0.1568 0.065 Uiso 1 1 calc R . . C22 C 0.5026(11) 0.0666(3) -0.4405(9) 0.059(3) Uani 1 1 d . . . H22A H 0.5434 0.0857 -0.4621 0.088 Uiso 1 1 calc R . . H22B H 0.4109 0.0723 -0.4473 0.088 Uiso 1 1 calc R . . H22C H 0.4915 0.0490 -0.5043 0.088 Uiso 1 1 calc R . . C23 C 0.8054(9) 0.1978(2) -0.1203(8) 0.039(3) Uani 1 1 d . . . H23A H 0.8369 0.2208 -0.1140 0.047 Uiso 1 1 calc R . . H23B H 0.7026 0.1974 -0.1759 0.047 Uiso 1 1 calc R . . C24 C 0.8726(8) 0.1777(2) -0.1885(9) 0.031(2) Uani 1 1 d . . . C25 C 0.8706(9) 0.1875(3) -0.3078(9) 0.040(3) Uani 1 1 d . . . H25 H 0.8308 0.2079 -0.3475 0.048 Uiso 1 1 calc R . . C26 C 0.9280(10) 0.1670(3) -0.3688(10) 0.046(3) Uani 1 1 d . . . H26 H 0.9260 0.1728 -0.4525 0.055 Uiso 1 1 calc R . . C27 C 0.9875(9) 0.1384(2) -0.3063(8) 0.037(3) Uani 1 1 d . . . H27 H 1.0265 0.1239 -0.3469 0.045 Uiso 1 1 calc R . . C28 C 0.9909(8) 0.1305(2) -0.1840(8) 0.022(2) Uani 1 1 d . . . C29 C 1.0929(8) 0.0913(2) 0.0105(8) 0.026(2) Uani 1 1 d . . . C30 C 1.2016(8) 0.0641(2) 0.0686(8) 0.027(2) Uani 1 1 d . . . C31 C 1.3329(9) 0.0707(3) 0.0504(9) 0.050(3) Uani 1 1 d . . . H31A H 1.3091 0.0694 -0.0458 0.075 Uiso 1 1 calc R . . H31B H 1.4048 0.0545 0.1010 0.075 Uiso 1 1 calc R . . H31C H 1.3686 0.0926 0.0843 0.075 Uiso 1 1 calc R . . C32 C 1.2442(10) 0.0623(3) 0.2213(8) 0.046(3) Uani 1 1 d . . . H32A H 1.2932 0.0824 0.2654 0.069 Uiso 1 1 calc R . . H32B H 1.3062 0.0436 0.2611 0.069 Uiso 1 1 calc R . . H32C H 1.1602 0.0599 0.2343 0.069 Uiso 1 1 calc R . . C33 C 1.1308(10) 0.0325(2) 0.0000(10) 0.051(3) Uani 1 1 d . . . H33A H 1.0465 0.0292 0.0117 0.077 Uiso 1 1 calc R . . H33B H 1.1953 0.0142 0.0407 0.077 Uiso 1 1 calc R . . H33C H 1.1049 0.0338 -0.0967 0.077 Uiso 1 1 calc R . . Fe1 Fe 0.84958(11) 0.13139(3) 0.01709(11) 0.0249(4) Uani 1 1 d . . . N1 N 0.8412(7) 0.18554(17) 0.0169(6) 0.0276(19) Uani 1 1 d . . . N2 N 0.9846(7) 0.14768(18) 0.2316(6) 0.0274(18) Uani 1 1 d . . . N3 N 0.9849(6) 0.09715(18) 0.3374(6) 0.0277(19) Uani 1 1 d . . . H3A H 1.0326 0.0851 0.4096 0.033 Uiso 1 1 calc R . . N4 N 0.6228(6) 0.14555(18) -0.0614(6) 0.0230(18) Uani 1 1 d . . . N5 N 0.5212(7) 0.09727(18) -0.1852(7) 0.032(2) Uani 1 1 d . . . H5A H 0.4463 0.0848 -0.2150 0.039 Uiso 1 1 calc R . . N6 N 0.9305(7) 0.14905(18) -0.1266(6) 0.0257(18) Uani 1 1 d . . . N7 N 1.0658(6) 0.10275(17) -0.1156(6) 0.0262(18) Uani 1 1 d . . . H7 H 1.1004 0.0910 -0.1596 0.031 Uiso 1 1 calc R . . O1 O 0.7977(5) 0.09561(15) 0.1276(5) 0.0325(16) Uani 1 1 d . . . O2 O 0.7480(6) 0.09702(14) -0.1461(5) 0.0312(16) Uani 1 1 d . . . O3 O 1.0313(6) 0.10188(15) 0.0717(5) 0.0331(16) Uani 1 1 d . . . Br1 Br 0.17665(8) 0.06425(2) 0.66461(8) 0.0318(3) Uani 1 1 d . . . Cl1 Cl 0.4877(3) 0.2500 0.6443(3) 0.0547(11) Uani 1 2 d SDU . . O4 O 0.5041(12) 0.2378(3) 0.7714(7) 0.069(4) Uani 0.50 1 d PDU . . O5 O 0.6084(7) 0.2434(3) 0.6258(9) 0.042(4) Uani 0.50 1 d PDU . . O6 O 0.3606(8) 0.2409(3) 0.5307(9) 0.068(4) Uani 0.50 1 d PDU . . O7 O 0.4810(12) 0.28569(12) 0.6561(12) 0.077(4) Uani 0.50 1 d PDU . . Cl2 Cl 0.7914(3) 0.2500 0.3438(3) 0.0463(10) Uani 1 2 d SDU . . O8 O 0.6577(6) 0.2572(3) 0.2319(7) 0.041(4) Uani 0.50 1 d PDU . . O9 O 0.8982(7) 0.2500 0.3000(8) 0.053(3) Uani 1 2 d SDU . . O10 O 0.7858(12) 0.21574(14) 0.3799(11) 0.067(4) Uani 0.50 1 d PDU . . O11 O 0.8211(13) 0.2693(3) 0.4596(9) 0.090(5) Uani 0.50 1 d PDU . . N8 N 0.135(3) 0.2500 0.924(2) 0.082(8) Uani 0.67 2 d SPD . . C34 C 0.142(2) 0.2500 0.827(2) 0.048(7) Uani 0.67 2 d SPD . . C35 C 0.155(2) 0.2500 0.703(2) 0.042(6) Uani 0.67 2 d SPD . . H35A H 0.1395 0.2721 0.6659 0.063 Uiso 0.33 1 calc PR . . H35B H 0.0854 0.2352 0.6380 0.063 Uiso 0.33 1 calc PR . . H35C H 0.2491 0.2427 0.7225 0.063 Uiso 0.33 1 calc PR . . N9 N 0.316(4) 0.1494(8) 0.182(3) 0.068(8) Uani 0.33 1 d PDU A 1 C36 C 0.395(3) 0.1656(9) 0.260(3) 0.061(7) Uani 0.33 1 d PDU A 1 C37 C 0.501(3) 0.1865(9) 0.358(3) 0.068(8) Uani 0.33 1 d PDU A 1 H37A H 0.5388 0.2008 0.3117 0.102 Uiso 0.33 1 calc PR A 1 H37B H 0.5761 0.1731 0.4245 0.102 Uiso 0.33 1 calc PR A 1 H37C H 0.4591 0.1998 0.4034 0.102 Uiso 0.33 1 calc PR A 1 N9A N 0.282(3) 0.1594(7) 0.147(3) 0.061(7) Uani 0.33 1 d PDU B 2 C36A C 0.337(4) 0.1821(8) 0.200(4) 0.065(7) Uani 0.33 1 d PDU B 2 C37A C 0.390(4) 0.2137(9) 0.259(4) 0.084(9) Uani 0.33 1 d PDU B 2 H37D H 0.3306 0.2308 0.1991 0.125 Uiso 0.33 1 calc PR B 2 H37E H 0.4860 0.2164 0.2724 0.125 Uiso 0.33 1 calc PR B 2 H37F H 0.3887 0.2152 0.3469 0.125 Uiso 0.33 1 calc PR B 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 C1 0.035(5) 0.027(7) 0.029(5) 0.002(4) 0.016(4) -0.009(4) C2 0.027(5) 0.033(7) 0.030(5) -0.006(4) 0.014(4) -0.006(4) C3 0.042(5) 0.020(6) 0.029(5) -0.003(4) 0.013(4) -0.011(4) C4 0.030(5) 0.052(8) 0.026(5) -0.012(5) 0.006(4) -0.017(5) C5 0.028(5) 0.043(8) 0.029(5) -0.007(4) 0.012(4) -0.002(4) C6 0.026(4) 0.025(6) 0.024(5) -0.002(4) 0.014(4) -0.008(4) C7 0.031(5) 0.027(7) 0.022(5) -0.008(4) 0.013(4) 0.002(4) C8 0.037(5) 0.035(7) 0.025(5) 0.002(4) 0.010(4) -0.010(4) C9 0.048(6) 0.030(7) 0.038(5) 0.001(4) 0.010(5) -0.003(4) C10 0.061(7) 0.054(9) 0.049(6) -0.003(5) 0.025(6) -0.024(5) C11 0.043(6) 0.035(7) 0.043(6) -0.006(5) 0.000(5) -0.022(4) C12 0.037(5) 0.022(7) 0.031(5) 0.001(4) 0.018(4) 0.003(4) C13 0.037(5) 0.019(7) 0.026(5) 0.005(4) 0.010(4) 0.006(4) C14 0.045(6) 0.020(7) 0.038(5) -0.003(4) 0.019(5) 0.001(4) C15 0.033(5) 0.046(8) 0.041(5) -0.004(5) 0.016(4) 0.010(4) C16 0.033(5) 0.023(7) 0.035(5) 0.000(5) 0.007(4) 0.001(4) C17 0.031(5) 0.034(8) 0.022(4) -0.002(4) 0.011(4) 0.002(4) C18 0.022(5) 0.026(7) 0.024(4) 0.007(4) 0.004(4) 0.002(4) C19 0.031(5) 0.029(7) 0.022(4) -0.008(4) 0.005(4) 0.000(4) C20 0.041(6) 0.037(8) 0.053(6) -0.024(5) 0.024(5) -0.002(4) C21 0.033(5) 0.043(8) 0.043(6) -0.008(5) 0.007(5) -0.001(4) C22 0.066(7) 0.070(10) 0.031(5) -0.011(5) 0.015(5) 0.005(6) C23 0.041(5) 0.034(7) 0.034(5) 0.007(5) 0.009(4) 0.008(4) C24 0.030(5) 0.019(6) 0.039(5) 0.003(4) 0.011(4) 0.003(4) C25 0.033(5) 0.046(8) 0.040(6) 0.023(5) 0.016(5) 0.008(5) C26 0.057(7) 0.051(9) 0.038(6) 0.021(5) 0.028(5) 0.015(5) C27 0.043(5) 0.046(8) 0.026(5) 0.011(5) 0.019(4) 0.013(5) C28 0.017(4) 0.025(6) 0.023(5) 0.006(4) 0.007(4) -0.002(4) C29 0.016(4) 0.029(6) 0.025(5) -0.008(4) 0.002(4) -0.001(4) C30 0.026(5) 0.028(7) 0.023(4) 0.004(4) 0.007(4) 0.008(4) C31 0.028(5) 0.076(9) 0.039(5) 0.021(5) 0.008(4) 0.017(5) C32 0.040(6) 0.061(8) 0.030(5) 0.017(5) 0.011(4) 0.025(5) C33 0.047(6) 0.030(7) 0.055(6) 0.004(5) 0.004(5) 0.007(5) Fe1 0.0247(6) 0.0210(9) 0.0234(6) 0.0006(5) 0.0062(5) 0.0006(5) N1 0.030(4) 0.021(5) 0.027(4) -0.001(3) 0.010(3) -0.003(3) N2 0.030(4) 0.024(5) 0.025(4) 0.003(3) 0.009(3) -0.006(3) N3 0.027(4) 0.029(6) 0.018(4) 0.004(3) 0.003(3) -0.003(3) N4 0.026(4) 0.016(5) 0.022(4) 0.000(3) 0.006(3) 0.005(3) N5 0.023(4) 0.030(6) 0.035(4) 0.000(4) 0.006(3) -0.001(3) N6 0.026(4) 0.023(5) 0.025(4) 0.004(3) 0.009(3) 0.002(3) N7 0.032(4) 0.021(5) 0.024(4) 0.005(3) 0.011(3) 0.003(3) O1 0.027(3) 0.041(5) 0.021(3) 0.003(3) 0.004(3) -0.011(3) O2 0.032(4) 0.027(4) 0.029(3) -0.002(3) 0.009(3) 0.002(3) O3 0.028(3) 0.037(5) 0.026(3) 0.003(3) 0.005(3) 0.011(3) Br1 0.0283(5) 0.0317(6) 0.0275(5) 0.0003(4) 0.0058(4) -0.0001(4) Cl1 0.0325(18) 0.077(3) 0.045(2) 0.000 0.0088(16) 0.000 O4 0.067(6) 0.083(9) 0.061(6) 0.035(6) 0.032(5) 0.032(5) O5 0.037(5) 0.041(9) 0.054(5) 0.003(6) 0.026(4) 0.013(5) O6 0.042(5) 0.055(9) 0.070(6) -0.015(6) -0.006(5) -0.006(5) O7 0.052(6) 0.074(8) 0.074(7) -0.015(6) 0.001(6) 0.009(6) Cl2 0.047(2) 0.055(3) 0.0339(18) 0.000 0.0163(16) 0.000 O8 0.036(5) 0.035(9) 0.046(5) 0.021(5) 0.013(4) 0.009(5) O9 0.044(5) 0.064(7) 0.057(5) 0.000 0.028(5) 0.000 O10 0.081(7) 0.061(8) 0.044(6) 0.019(6) 0.016(6) -0.006(6) O11 0.085(8) 0.102(8) 0.063(7) -0.026(7) 0.017(6) 0.015(7) N8 0.105(19) 0.08(2) 0.061(14) 0.000 0.039(15) 0.000 C34 0.040(12) 0.025(15) 0.070(17) 0.000 0.017(13) 0.000 C35 0.038(12) 0.028(15) 0.068(15) 0.000 0.031(11) 0.000 N9 0.071(11) 0.071(11) 0.070(11) -0.001(9) 0.038(8) 0.000(9) C36 0.062(9) 0.069(10) 0.063(9) -0.006(8) 0.036(7) -0.004(8) C37 0.068(11) 0.069(12) 0.070(11) -0.008(9) 0.033(9) -0.020(9) N9A 0.064(10) 0.066(11) 0.062(10) -0.004(9) 0.035(8) 0.005(9) C36A 0.063(9) 0.074(10) 0.069(9) -0.006(8) 0.040(7) -0.010(8) C37A 0.086(12) 0.084(12) 0.083(12) -0.009(10) 0.041(9) -0.014(10) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.486(10) . ? C1 C2 1.491(11) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.350(11) . ? C2 C3 1.376(11) . ? C3 C4 1.359(12) . ? C3 H3 0.9500 . ? C4 C5 1.388(12) . ? C4 H4 0.9500 . ? C5 C6 1.400(11) . ? C5 H5 0.9500 . ? C6 N2 1.336(10) . ? C6 N3 1.413(10) . ? C7 O1 1.237(9) . ? C7 N3 1.370(10) . ? C7 C8 1.512(13) . ? C8 C11 1.523(11) . ? C8 C10 1.524(13) . ? C8 C9 1.557(13) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 N1 1.475(11) . ? C12 C13 1.505(12) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 N4 1.343(11) . ? C13 C14 1.401(12) . ? C14 C15 1.394(13) . ? C14 H14 0.9500 . ? C15 C16 1.345(12) . ? C15 H15 0.9500 . ? C16 C17 1.395(12) . ? C16 H16 0.9500 . ? C17 N4 1.340(11) . ? C17 N5 1.395(11) . ? C18 O2 1.243(9) . ? C18 N5 1.344(11) . ? C18 C19 1.536(12) . ? C19 C20 1.517(12) . ? C19 C21 1.521(13) . ? C19 C22 1.565(12) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 N1 1.480(11) . ? C23 C24 1.507(13) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 N6 1.359(10) . ? C24 C25 1.375(12) . ? C25 C26 1.387(13) . ? C25 H25 0.9500 . ? C26 C27 1.365(13) . ? C26 H26 0.9500 . ? C27 C28 1.379(12) . ? C27 H27 0.9500 . ? C28 N6 1.333(11) . ? C28 N7 1.402(10) . ? C29 O3 1.223(10) . ? C29 N7 1.376(11) . ? C29 C30 1.529(11) . ? C30 C33 1.518(12) . ? C30 C31 1.537(12) . ? C30 C32 1.543(11) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? Fe1 O3 2.135(6) . ? Fe1 O1 2.142(6) . ? Fe1 O2 2.159(6) . ? Fe1 N1 2.222(7) . ? Fe1 N2 2.253(6) . ? Fe1 N6 2.255(7) . ? Fe1 N4 2.255(6) . ? N3 H3A 0.8800 . ? N5 H5A 0.8800 . ? N7 H7 0.8800 . ? Cl1 O6 1.423(5) . ? Cl1 O6 1.423(4) 4_565 ? Cl1 O5 1.427(5) 4_565 ? Cl1 O5 1.427(5) . ? Cl1 O4 1.430(5) 4_565 ? Cl1 O4 1.430(5) . ? Cl1 O7 1.474(5) . ? Cl1 O7 1.474(5) 4_565 ? O4 O4 1.00(2) 4_565 ? O4 O7 1.531(17) 4_565 ? O5 O5 0.54(3) 4_565 ? O6 O6 0.75(2) 4_565 ? O6 O7 1.777(15) 4_565 ? O7 O4 1.531(17) 4_565 ? O7 O6 1.777(15) 4_565 ? Cl2 O11 1.416(5) . ? Cl2 O11 1.416(5) 4_565 ? Cl2 O9 1.434(4) . ? Cl2 O8 1.438(4) . ? Cl2 O8 1.438(4) 4_565 ? Cl2 O10 1.469(5) 4_565 ? Cl2 O10 1.469(5) . ? O8 O8 0.59(2) 4_565 ? O10 O11 1.000(17) 4_565 ? O11 O10 1.000(17) 4_565 ? O11 O11 1.58(2) 4_565 ? N8 C34 1.112(19) . ? C34 C35 1.44(2) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? N9 C36 1.11(2) . ? C36 C37 1.44(2) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? N9A C36A 1.11(2) . ? C36A C37A 1.45(2) . ? C37A H37D 0.9800 . ? C37A H37E 0.9800 . ? C37A H37F 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 C1 C2 111.1(7) . . ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? N2 C2 C3 122.7(8) . . ? N2 C2 C1 115.8(7) . . ? C3 C2 C1 121.5(8) . . ? C4 C3 C2 119.3(9) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 120.0(8) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C4 C5 C6 117.1(8) . . ? C4 C5 H5 121.5 . . ? C6 C5 H5 121.5 . . ? N2 C6 C5 123.4(8) . . ? N2 C6 N3 120.0(7) . . ? C5 C6 N3 116.6(7) . . ? O1 C7 N3 122.0(8) . . ? O1 C7 C8 120.7(7) . . ? N3 C7 C8 117.3(7) . . ? C7 C8 C11 108.6(7) . . ? C7 C8 C10 110.4(8) . . ? C11 C8 C10 110.2(8) . . ? C7 C8 C9 110.2(8) . . ? C11 C8 C9 107.8(8) . . ? C10 C8 C9 109.5(8) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 C13 108.6(7) . . ? N1 C12 H12A 110.0 . . ? C13 C12 H12A 110.0 . . ? N1 C12 H12B 110.0 . . ? C13 C12 H12B 110.0 . . ? H12A C12 H12B 108.4 . . ? N4 C13 C14 123.5(8) . . ? N4 C13 C12 117.5(8) . . ? C14 C13 C12 119.0(9) . . ? C15 C14 C13 115.9(9) . . ? C15 C14 H14 122.1 . . ? C13 C14 H14 122.1 . . ? C16 C15 C14 121.4(9) . . ? C16 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? C15 C16 C17 119.2(9) . . ? C15 C16 H16 120.4 . . ? C17 C16 H16 120.4 . . ? N4 C17 N5 120.4(8) . . ? N4 C17 C16 121.6(9) . . ? N5 C17 C16 118.0(8) . . ? O2 C18 N5 122.6(8) . . ? O2 C18 C19 119.2(8) . . ? N5 C18 C19 118.2(7) . . ? C20 C19 C21 109.9(8) . . ? C20 C19 C18 109.7(7) . . ? C21 C19 C18 110.8(8) . . ? C20 C19 C22 109.2(8) . . ? C21 C19 C22 110.1(7) . . ? C18 C19 C22 107.1(7) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N1 C23 C24 111.8(7) . . ? N1 C23 H23A 109.3 . . ? C24 C23 H23A 109.3 . . ? N1 C23 H23B 109.3 . . ? C24 C23 H23B 109.3 . . ? H23A C23 H23B 107.9 . . ? N6 C24 C25 122.9(9) . . ? N6 C24 C23 115.7(8) . . ? C25 C24 C23 121.4(8) . . ? C24 C25 C26 118.5(9) . . ? C24 C25 H25 120.8 . . ? C26 C25 H25 120.8 . . ? C27 C26 C25 118.8(9) . . ? C27 C26 H26 120.6 . . ? C25 C26 H26 120.6 . . ? C26 C27 C28 119.8(9) . . ? C26 C27 H27 120.1 . . ? C28 C27 H27 120.1 . . ? N6 C28 C27 122.4(8) . . ? N6 C28 N7 119.2(7) . . ? C27 C28 N7 118.3(8) . . ? O3 C29 N7 121.8(8) . . ? O3 C29 C30 121.7(8) . . ? N7 C29 C30 116.5(8) . . ? C33 C30 C29 107.4(6) . . ? C33 C30 C31 111.4(8) . . ? C29 C30 C31 112.6(8) . . ? C33 C30 C32 110.0(8) . . ? C29 C30 C32 106.6(7) . . ? C31 C30 C32 108.8(7) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? O3 Fe1 O1 83.7(2) . . ? O3 Fe1 O2 85.2(2) . . ? O1 Fe1 O2 82.6(2) . . ? O3 Fe1 N1 126.7(2) . . ? O1 Fe1 N1 131.6(3) . . ? O2 Fe1 N1 130.3(2) . . ? O3 Fe1 N2 78.6(2) . . ? O1 Fe1 N2 78.9(2) . . ? O2 Fe1 N2 156.5(2) . . ? N1 Fe1 N2 73.2(2) . . ? O3 Fe1 N6 77.7(2) . . ? O1 Fe1 N6 155.4(3) . . ? O2 Fe1 N6 79.9(2) . . ? N1 Fe1 N6 73.0(3) . . ? N2 Fe1 N6 112.5(2) . . ? O3 Fe1 N4 160.2(3) . . ? O1 Fe1 N4 83.2(2) . . ? O2 Fe1 N4 78.4(2) . . ? N1 Fe1 N4 72.9(2) . . ? N2 Fe1 N4 113.2(3) . . ? N6 Fe1 N4 109.8(2) . . ? C12 N1 C23 110.5(6) . . ? C12 N1 C1 110.5(7) . . ? C23 N1 C1 110.4(7) . . ? C12 N1 Fe1 108.2(5) . . ? C23 N1 Fe1 109.4(5) . . ? C1 N1 Fe1 107.7(5) . . ? C6 N2 C2 117.3(7) . . ? C6 N2 Fe1 126.8(6) . . ? C2 N2 Fe1 114.3(5) . . ? C7 N3 C6 129.8(7) . . ? C7 N3 H3A 115.1 . . ? C6 N3 H3A 115.1 . . ? C17 N4 C13 118.4(8) . . ? C17 N4 Fe1 127.9(6) . . ? C13 N4 Fe1 113.2(5) . . ? C18 N5 C17 130.0(7) . . ? C18 N5 H5A 115.0 . . ? C17 N5 H5A 115.0 . . ? C28 N6 C24 117.4(7) . . ? C28 N6 Fe1 125.6(6) . . ? C24 N6 Fe1 113.6(6) . . ? C29 N7 C28 129.2(8) . . ? C29 N7 H7 115.4 . . ? C28 N7 H7 115.4 . . ? C7 O1 Fe1 131.3(5) . . ? C18 O2 Fe1 133.2(6) . . ? C29 O3 Fe1 134.2(5) . . ? O6 Cl1 O6 30.4(9) . 4_565 ? O6 Cl1 O5 119.3(6) . 4_565 ? O6 Cl1 O5 112.9(6) 4_565 4_565 ? O6 Cl1 O5 112.9(6) . . ? O6 Cl1 O5 119.3(6) 4_565 . ? O5 Cl1 O5 21.9(11) 4_565 . ? O6 Cl1 O4 127.2(6) . 4_565 ? O6 Cl1 O4 115.0(6) 4_565 4_565 ? O5 Cl1 O4 111.3(5) 4_565 4_565 ? O5 Cl1 O4 119.7(6) . 4_565 ? O6 Cl1 O4 115.0(6) . . ? O6 Cl1 O4 127.2(6) 4_565 . ? O5 Cl1 O4 119.7(6) 4_565 . ? O5 Cl1 O4 111.3(5) . . ? O4 Cl1 O4 40.8(9) 4_565 . ? O6 Cl1 O7 105.9(5) . . ? O6 Cl1 O7 75.7(7) 4_565 . ? O5 Cl1 O7 84.7(9) 4_565 . ? O5 Cl1 O7 106.6(6) . . ? O4 Cl1 O7 63.6(8) 4_565 . ? O4 Cl1 O7 104.3(6) . . ? O6 Cl1 O7 75.7(7) . 4_565 ? O6 Cl1 O7 105.9(5) 4_565 4_565 ? O5 Cl1 O7 106.6(6) 4_565 4_565 ? O5 Cl1 O7 84.7(9) . 4_565 ? O4 Cl1 O7 104.3(6) 4_565 4_565 ? O4 Cl1 O7 63.6(8) . 4_565 ? O7 Cl1 O7 166.3(10) . 4_565 ? O4 O4 Cl1 69.6(5) 4_565 . ? O4 O4 O7 129.1(4) 4_565 4_565 ? Cl1 O4 O7 59.6(4) . 4_565 ? O5 O5 Cl1 79.0(6) 4_565 . ? O6 O6 Cl1 74.8(5) 4_565 . ? O6 O6 O7 127.8(3) 4_565 4_565 ? Cl1 O6 O7 53.4(4) . 4_565 ? Cl1 O7 O4 56.8(4) . 4_565 ? Cl1 O7 O6 50.9(4) . 4_565 ? O4 O7 O6 93.0(7) 4_565 4_565 ? O11 Cl2 O11 67.9(10) . 4_565 ? O11 Cl2 O9 115.0(6) . . ? O11 Cl2 O9 115.0(6) 4_565 . ? O11 Cl2 O8 113.3(6) . . ? O11 Cl2 O8 128.5(7) 4_565 . ? O9 Cl2 O8 110.1(5) . . ? O11 Cl2 O8 128.5(7) . 4_565 ? O11 Cl2 O8 113.3(6) 4_565 4_565 ? O9 Cl2 O8 110.1(5) . 4_565 ? O8 Cl2 O8 23.6(10) . 4_565 ? O11 Cl2 O10 40.5(7) . 4_565 ? O11 Cl2 O10 107.9(6) 4_565 4_565 ? O9 Cl2 O10 103.3(5) . 4_565 ? O8 Cl2 O10 83.8(7) . 4_565 ? O8 Cl2 O10 106.4(5) 4_565 4_565 ? O11 Cl2 O10 107.9(6) . . ? O11 Cl2 O10 40.5(7) 4_565 . ? O9 Cl2 O10 103.3(5) . . ? O8 Cl2 O10 106.4(5) . . ? O8 Cl2 O10 83.8(7) 4_565 . ? O10 Cl2 O10 145.9(9) 4_565 . ? O8 O8 Cl2 78.2(5) 4_565 . ? O11 O10 Cl2 66.9(5) 4_565 . ? O10 O11 Cl2 72.6(5) 4_565 . ? O10 O11 O11 127.9(5) 4_565 4_565 ? Cl2 O11 O11 56.1(5) . 4_565 ? N8 C34 C35 178(3) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N9 C36 C37 178(5) . . ? N9A C36A C37A 172(4) . . ? C36A C37A H37D 109.5 . . ? C36A C37A H37E 109.5 . . ? H37D C37A H37E 109.5 . . ? C36A C37A H37F 109.5 . . ? H37D C37A H37F 109.5 . . ? H37E C37A H37F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.748 _diffrn_reflns_theta_full 23.32 _diffrn_measured_fraction_theta_full 0.748 _refine_diff_density_max 0.807 _refine_diff_density_min -0.724 _refine_diff_density_rms 0.093 _database_code_depnum_ccdc_archive 'CCDC 948553' ####################################################################### # # 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_aja0919b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H45 Cl2 N7 O3 Zn' _chemical_formula_sum 'C33 H45 Cl2 N7 O3 Zn' _chemical_formula_weight 724.03 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 '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' _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 35.4990(4) _cell_length_b 9.1250(7) _cell_length_c 24.5700(12) _cell_angle_alpha 90.00 _cell_angle_beta 119.271(2) _cell_angle_gamma 90.00 _cell_volume 6942.7(6) _cell_formula_units_Z 8 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 4540 _cell_measurement_theta_min 2.97 _cell_measurement_theta_max 25.32 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.385 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3040 _exptl_absorpt_coefficient_mu 0.906 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7729 _exptl_absorpt_correction_T_max 0.8397 _exptl_absorpt_process_details Denzo/Scalepack _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16682 _diffrn_reflns_av_R_equivalents 0.0696 _diffrn_reflns_av_sigmaI/netI 0.0754 _diffrn_reflns_limit_h_min -42 _diffrn_reflns_limit_h_max 42 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 25.32 _reflns_number_total 6270 _reflns_number_gt 4540 _reflns_threshold_expression >2\s(I) _computing_data_collection 'cOLLECT,Nonius BV, 1997-2001' _computing_cell_refinement DENZO/SCALEPACK _computing_data_reduction DENZO/SCALEPACK _computing_structure_solution SHELXs-97 _computing_structure_refinement SHELXL-97 _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^ > 2\s(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^)+(0.1007P)^2^+42.9758P] 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 6270 _refine_ls_number_parameters 424 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1143 _refine_ls_R_factor_gt 0.0765 _refine_ls_wR_factor_ref 0.2081 _refine_ls_wR_factor_gt 0.1891 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.006 _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 C1 C 0.5618(2) 0.2382(6) 0.1817(3) 0.0330(14) Uani 1 1 d . . . H1A H 0.5613 0.2086 0.2201 0.040 Uiso 1 1 calc R . . H1B H 0.5924 0.2483 0.1921 0.040 Uiso 1 1 calc R . . C2 C 0.5405(2) 0.1206(7) 0.1325(3) 0.0311(14) Uani 1 1 d . . . C3 C 0.5635(2) 0.0017(7) 0.1289(3) 0.0364(15) Uani 1 1 d . . . H3 H 0.5940 -0.0028 0.1543 0.044 Uiso 1 1 calc R . . C4 C 0.5414(2) -0.1099(7) 0.0875(3) 0.0345(15) Uani 1 1 d . . . H4 H 0.5567 -0.1918 0.0843 0.041 Uiso 1 1 calc R . . C5 C 0.4971(2) -0.1031(7) 0.0508(3) 0.0342(14) Uani 1 1 d . . . H5 H 0.4815 -0.1802 0.0229 0.041 Uiso 1 1 calc R . . C6 C 0.4761(2) 0.0214(7) 0.0561(3) 0.0308(14) Uani 1 1 d . . . C7 C 0.4000(2) -0.0581(7) -0.0159(3) 0.0345(15) Uani 1 1 d . . . C8 C 0.3532(2) -0.0044(7) -0.0427(3) 0.0397(16) Uani 1 1 d . . . C9 C 0.3230(2) -0.1245(8) -0.0847(4) 0.0527(19) Uani 1 1 d . . . H9A H 0.2930 -0.0961 -0.0988 0.079 Uiso 1 1 calc R . . H9B H 0.3293 -0.2165 -0.0613 0.079 Uiso 1 1 calc R . . H9C H 0.3272 -0.1378 -0.1209 0.079 Uiso 1 1 calc R . . C10 C 0.3442(2) 0.0198(9) 0.0122(3) 0.0519(19) Uani 1 1 d . . . H10A H 0.3146 0.0558 -0.0040 0.078 Uiso 1 1 calc R . . H10B H 0.3645 0.0921 0.0411 0.078 Uiso 1 1 calc R . . H10C H 0.3476 -0.0730 0.0342 0.078 Uiso 1 1 calc R . . C11 C 0.3454(2) 0.1358(9) -0.0807(4) 0.057(2) Uani 1 1 d . . . H11A H 0.3544 0.1209 -0.1122 0.086 Uiso 1 1 calc R . . H11B H 0.3621 0.2161 -0.0529 0.086 Uiso 1 1 calc R . . H11C H 0.3146 0.1603 -0.1014 0.086 Uiso 1 1 calc R . . C12 C 0.54743(19) 0.4782(7) 0.2139(3) 0.0324(14) Uani 1 1 d . . . H12A H 0.5435 0.4214 0.2451 0.039 Uiso 1 1 calc R . . H12B H 0.5773 0.5166 0.2343 0.039 Uiso 1 1 calc R . . C13 C 0.51588(19) 0.6023(6) 0.1898(3) 0.0287(13) Uani 1 1 d . . . C14 C 0.5272(2) 0.7473(7) 0.2071(3) 0.0343(15) Uani 1 1 d . . . H14 H 0.5564 0.7744 0.2335 0.041 Uiso 1 1 calc R . . C15 C 0.4944(2) 0.8523(7) 0.1848(3) 0.0340(14) Uani 1 1 d . . . H15 H 0.5011 0.9527 0.1952 0.041 Uiso 1 1 calc R . . C16 C 0.4518(2) 0.8085(7) 0.1472(3) 0.0348(15) Uani 1 1 d . . . H16 H 0.4289 0.8778 0.1328 0.042 Uiso 1 1 calc R . . C17 C 0.4434(2) 0.6635(7) 0.1314(3) 0.0312(14) Uani 1 1 d . . . C18 C 0.3711(2) 0.6189(7) 0.1148(3) 0.0356(15) Uani 1 1 d . . . C19 C 0.3293(2) 0.5312(8) 0.0786(3) 0.0436(17) Uani 1 1 d . . . C20 C 0.3256(3) 0.4361(10) 0.1272(4) 0.074(3) Uani 1 1 d . . . H20A H 0.2983 0.3819 0.1072 0.110 Uiso 1 1 calc R . . H20B H 0.3265 0.4988 0.1602 0.110 Uiso 1 1 calc R . . H20C H 0.3498 0.3668 0.1455 0.110 Uiso 1 1 calc R . . C21 C 0.2921(2) 0.6430(8) 0.0493(4) 0.056(2) Uani 1 1 d . . . H21A H 0.2962 0.7070 0.0207 0.085 Uiso 1 1 calc R . . H21B H 0.2917 0.7022 0.0824 0.085 Uiso 1 1 calc R . . H21C H 0.2645 0.5909 0.0263 0.085 Uiso 1 1 calc R . . C22 C 0.3283(2) 0.4338(9) 0.0278(4) 0.061(2) Uani 1 1 d . . . H22A H 0.3282 0.4950 -0.0051 0.091 Uiso 1 1 calc R . . H22B H 0.3023 0.3730 0.0100 0.091 Uiso 1 1 calc R . . H22C H 0.3539 0.3707 0.0457 0.091 Uiso 1 1 calc R . . C23 C 0.55287(19) 0.4565(7) 0.1176(3) 0.0323(14) Uani 1 1 d . . . H23A H 0.5353 0.5465 0.1010 0.039 Uiso 1 1 calc R . . H23B H 0.5460 0.3912 0.0817 0.039 Uiso 1 1 calc R . . C24 C 0.6004(2) 0.4981(7) 0.1478(3) 0.0317(14) Uani 1 1 d . . . C25 C 0.6297(2) 0.4158(7) 0.1408(3) 0.0365(15) Uani 1 1 d . . . H25 H 0.6209 0.3325 0.1142 0.044 Uiso 1 1 calc R . . C26 C 0.6730(2) 0.4569(7) 0.1736(3) 0.0400(16) Uani 1 1 d . . . H26 H 0.6942 0.4006 0.1700 0.048 Uiso 1 1 calc R . . C27 C 0.6850(2) 0.5799(7) 0.2113(3) 0.0398(16) Uani 1 1 d . . . H27 H 0.7143 0.6105 0.2337 0.048 Uiso 1 1 calc R . . C28 C 0.65307(19) 0.6564(7) 0.2153(3) 0.0318(14) Uani 1 1 d . . . C29 C 0.6961(2) 0.8718(8) 0.2779(3) 0.0406(16) Uani 1 1 d . . . C30 C 0.6928(2) 1.0119(8) 0.3098(3) 0.0432(16) Uani 1 1 d . . . C31 C 0.6912(2) 1.1406(8) 0.2686(3) 0.0477(18) Uani 1 1 d . . . H31A H 0.7173 1.1399 0.2645 0.072 Uiso 1 1 calc R . . H31B H 0.6897 1.2329 0.2878 0.072 Uiso 1 1 calc R . . H31C H 0.6657 1.1311 0.2273 0.072 Uiso 1 1 calc R . . C32 C 0.7343(2) 1.0234(9) 0.3734(4) 0.058(2) Uani 1 1 d . . . H32A H 0.7364 0.9385 0.3991 0.087 Uiso 1 1 calc R . . H32B H 0.7335 1.1135 0.3945 0.087 Uiso 1 1 calc R . . H32C H 0.7594 1.0255 0.3669 0.087 Uiso 1 1 calc R . . C33 C 0.6528(2) 1.0188(8) 0.3187(3) 0.0464(17) Uani 1 1 d . . . H33A H 0.6266 1.0155 0.2779 0.070 Uiso 1 1 calc R . . H33B H 0.6534 1.1102 0.3400 0.070 Uiso 1 1 calc R . . H33C H 0.6531 0.9352 0.3439 0.070 Uiso 1 1 calc R . . N1 N 0.53971(16) 0.3815(5) 0.1598(2) 0.0314(12) Uani 1 1 d . . . N2 N 0.49734(16) 0.1313(5) 0.0958(2) 0.0310(12) Uani 1 1 d . . . N3 N 0.43147(16) 0.0419(6) 0.0220(2) 0.0380(13) Uani 1 1 d . . . H3A H 0.4221 0.1292 0.0249 0.046 Uiso 1 1 calc R . . N4 N 0.47486(16) 0.5599(6) 0.1516(2) 0.0316(12) Uani 1 1 d . . . N5 N 0.40146(16) 0.6081(6) 0.0950(2) 0.0354(12) Uani 1 1 d . . . H5A H 0.3943 0.5659 0.0590 0.042 Uiso 1 1 calc R . . N6 N 0.61129(16) 0.6196(5) 0.1842(2) 0.0330(12) Uani 1 1 d . . . N7 N 0.66026(17) 0.7835(6) 0.2513(3) 0.0401(13) Uani 1 1 d . . . H7 H 0.6389 0.8101 0.2576 0.048 Uiso 1 1 calc R . . O1 O 0.40924(16) -0.1786(5) -0.0257(3) 0.0552(14) Uani 1 1 d . . . O2 O 0.37815(15) 0.6939(5) 0.1600(2) 0.0462(12) Uani 1 1 d . . . O3 O 0.72734(18) 0.8469(7) 0.2726(3) 0.081(2) Uani 1 1 d . . . Zn1 Zn 0.47187(2) 0.33815(8) 0.11362(3) 0.0306(2) Uani 1 1 d . . . Cl1 Cl 0.43258(5) 0.41000(15) 0.01088(6) 0.0279(3) Uani 1 1 d . . . Cl2 Cl 0.43709(4) 0.21645(13) 0.16011(5) 0.0144(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.035(3) 0.029(3) 0.037(3) 0.003(3) 0.018(3) 0.002(3) C2 0.038(3) 0.030(3) 0.032(3) 0.006(3) 0.023(3) 0.002(3) C3 0.037(4) 0.036(4) 0.039(4) 0.004(3) 0.022(3) 0.006(3) C4 0.042(4) 0.030(3) 0.039(4) 0.002(3) 0.025(3) 0.008(3) C5 0.047(4) 0.031(3) 0.031(3) -0.001(3) 0.025(3) -0.007(3) C6 0.038(3) 0.029(3) 0.031(3) 0.000(3) 0.020(3) 0.001(3) C7 0.040(4) 0.033(4) 0.031(3) -0.006(3) 0.018(3) -0.006(3) C8 0.039(4) 0.042(4) 0.036(4) -0.007(3) 0.017(3) -0.004(3) C9 0.043(4) 0.053(5) 0.060(5) -0.013(4) 0.023(4) -0.009(4) C10 0.045(4) 0.059(5) 0.056(4) -0.016(4) 0.029(4) -0.010(4) C11 0.045(4) 0.055(5) 0.061(5) 0.000(4) 0.018(4) 0.002(4) C12 0.036(3) 0.031(3) 0.031(3) -0.005(3) 0.018(3) -0.009(3) C13 0.032(3) 0.027(3) 0.029(3) -0.001(3) 0.017(3) -0.003(3) C14 0.040(4) 0.034(4) 0.035(3) 0.001(3) 0.024(3) -0.002(3) C15 0.045(4) 0.028(3) 0.038(3) -0.001(3) 0.027(3) -0.002(3) C16 0.044(4) 0.030(4) 0.031(3) 0.004(3) 0.019(3) 0.008(3) C17 0.035(3) 0.032(3) 0.029(3) 0.001(3) 0.017(3) 0.001(3) C18 0.038(4) 0.030(3) 0.036(4) 0.003(3) 0.016(3) 0.007(3) C19 0.035(4) 0.037(4) 0.053(4) 0.004(3) 0.017(3) 0.002(3) C20 0.065(6) 0.060(6) 0.083(6) 0.017(5) 0.026(5) -0.018(5) C21 0.034(4) 0.048(5) 0.072(5) -0.003(4) 0.014(4) 0.004(3) C22 0.039(4) 0.055(5) 0.070(5) -0.020(4) 0.013(4) -0.005(4) C23 0.035(3) 0.028(3) 0.035(3) 0.000(3) 0.018(3) -0.002(3) C24 0.038(3) 0.030(3) 0.030(3) 0.001(3) 0.019(3) -0.002(3) C25 0.041(4) 0.031(3) 0.041(4) -0.006(3) 0.022(3) -0.005(3) C26 0.039(4) 0.038(4) 0.049(4) -0.001(3) 0.026(3) -0.001(3) C27 0.040(4) 0.038(4) 0.043(4) -0.003(3) 0.022(3) -0.006(3) C28 0.029(3) 0.032(3) 0.034(3) -0.005(3) 0.016(3) -0.003(3) C29 0.034(4) 0.041(4) 0.044(4) -0.004(3) 0.017(3) -0.005(3) C30 0.045(4) 0.042(4) 0.041(4) -0.005(3) 0.019(3) -0.007(3) C31 0.053(4) 0.042(4) 0.056(4) 0.005(4) 0.033(4) -0.004(3) C32 0.054(5) 0.053(5) 0.049(4) -0.003(4) 0.010(4) -0.003(4) C33 0.054(4) 0.037(4) 0.055(4) -0.004(3) 0.032(4) -0.001(3) N1 0.034(3) 0.028(3) 0.032(3) -0.001(2) 0.017(2) 0.000(2) N2 0.033(3) 0.031(3) 0.031(3) 0.003(2) 0.017(2) 0.001(2) N3 0.035(3) 0.035(3) 0.044(3) -0.006(3) 0.018(3) 0.000(2) N4 0.036(3) 0.032(3) 0.029(3) -0.002(2) 0.018(2) -0.002(2) N5 0.030(3) 0.041(3) 0.034(3) -0.008(2) 0.015(2) 0.001(2) N6 0.036(3) 0.029(3) 0.035(3) -0.001(2) 0.018(2) -0.003(2) N7 0.036(3) 0.037(3) 0.051(3) -0.015(3) 0.024(3) -0.005(3) O1 0.052(3) 0.038(3) 0.067(3) -0.020(3) 0.023(3) -0.002(2) O2 0.044(3) 0.052(3) 0.048(3) -0.011(2) 0.027(2) -0.006(2) O3 0.047(3) 0.076(4) 0.130(6) -0.058(4) 0.052(4) -0.024(3) Zn1 0.0312(4) 0.0295(4) 0.0310(4) -0.0001(3) 0.0151(3) 0.0004(3) Cl1 0.0349(8) 0.0252(7) 0.0204(7) 0.0005(6) 0.0110(6) 0.0035(6) Cl2 0.0227(6) 0.0102(6) 0.0177(6) -0.0051(5) 0.0156(5) -0.0031(5) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.484(8) . ? C1 C2 1.512(9) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.348(8) . ? C2 C3 1.389(9) . ? C3 C4 1.381(9) . ? C3 H3 0.9500 . ? C4 C5 1.377(9) . ? C4 H4 0.9500 . ? C5 C6 1.400(9) . ? C5 H5 0.9500 . ? C6 N2 1.344(8) . ? C6 N3 1.396(8) . ? C7 O1 1.205(8) . ? C7 N3 1.390(8) . ? C7 C8 1.536(9) . ? C8 C11 1.527(10) . ? C8 C9 1.528(9) . ? C8 C10 1.548(9) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.496(8) . ? C12 N1 1.505(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 N4 1.347(7) . ? C13 C14 1.388(9) . ? C14 C15 1.396(9) . ? C14 H14 0.9500 . ? C15 C16 1.392(9) . ? C15 H15 0.9500 . ? C16 C17 1.370(9) . ? C16 H16 0.9500 . ? C17 N4 1.359(8) . ? C17 N5 1.402(8) . ? C18 O2 1.222(8) . ? C18 N5 1.386(8) . ? C18 C19 1.531(9) . ? C19 C22 1.520(11) . ? C19 C20 1.532(11) . ? C19 C21 1.541(9) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 N1 1.497(8) . ? C23 C24 1.521(8) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 N6 1.357(8) . ? C24 C25 1.362(9) . ? C25 C26 1.393(9) . ? C25 H25 0.9500 . ? C26 C27 1.385(9) . ? C26 H26 0.9500 . ? C27 C28 1.374(9) . ? C27 H27 0.9500 . ? C28 N6 1.337(8) . ? C28 N7 1.403(8) . ? C29 O3 1.201(8) . ? C29 N7 1.371(8) . ? C29 C30 1.534(10) . ? C30 C31 1.533(10) . ? C30 C33 1.538(9) . ? C30 C32 1.540(10) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? N1 Zn1 2.138(5) . ? N2 Zn1 2.228(5) . ? N3 H3A 0.8800 . ? N4 Zn1 2.209(5) . ? N5 H5A 0.8800 . ? N7 H7 0.8800 . ? Zn1 Cl1 2.3033(15) . ? Zn1 Cl2 2.3327(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 111.5(5) . . ? N1 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? N1 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 108.0 . . ? N2 C2 C3 121.7(6) . . ? N2 C2 C1 116.5(5) . . ? C3 C2 C1 121.6(6) . . ? C4 C3 C2 118.8(6) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? C5 C4 C3 120.4(6) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 117.7(6) . . ? C4 C5 H5 121.1 . . ? C6 C5 H5 121.1 . . ? N2 C6 N3 113.9(5) . . ? N2 C6 C5 122.5(6) . . ? N3 C6 C5 123.6(6) . . ? O1 C7 N3 121.6(6) . . ? O1 C7 C8 123.3(6) . . ? N3 C7 C8 115.1(5) . . ? C11 C8 C9 109.3(6) . . ? C11 C8 C7 111.4(6) . . ? C9 C8 C7 108.4(6) . . ? C11 C8 C10 111.0(6) . . ? C9 C8 C10 108.3(6) . . ? C7 C8 C10 108.3(5) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 N1 108.4(5) . . ? C13 C12 H12A 110.0 . . ? N1 C12 H12A 110.0 . . ? C13 C12 H12B 110.0 . . ? N1 C12 H12B 110.0 . . ? H12A C12 H12B 108.4 . . ? N4 C13 C14 122.6(6) . . ? N4 C13 C12 113.8(5) . . ? C14 C13 C12 123.5(5) . . ? C13 C14 C15 118.3(6) . . ? C13 C14 H14 120.9 . . ? C15 C14 H14 120.9 . . ? C16 C15 C14 119.4(6) . . ? C16 C15 H15 120.3 . . ? C14 C15 H15 120.3 . . ? C17 C16 C15 118.7(6) . . ? C17 C16 H16 120.6 . . ? C15 C16 H16 120.6 . . ? N4 C17 C16 122.8(6) . . ? N4 C17 N5 114.1(5) . . ? C16 C17 N5 123.0(6) . . ? O2 C18 N5 120.7(6) . . ? O2 C18 C19 122.0(6) . . ? N5 C18 C19 117.3(6) . . ? C22 C19 C18 114.0(6) . . ? C22 C19 C20 109.5(7) . . ? C18 C19 C20 105.7(6) . . ? C22 C19 C21 109.6(6) . . ? C18 C19 C21 107.0(5) . . ? C20 C19 C21 111.1(7) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N1 C23 C24 115.0(5) . . ? N1 C23 H23A 108.5 . . ? C24 C23 H23A 108.5 . . ? N1 C23 H23B 108.5 . . ? C24 C23 H23B 108.5 . . ? H23A C23 H23B 107.5 . . ? N6 C24 C25 123.0(6) . . ? N6 C24 C23 114.7(5) . . ? C25 C24 C23 122.3(6) . . ? C24 C25 C26 118.3(6) . . ? C24 C25 H25 120.8 . . ? C26 C25 H25 120.8 . . ? C27 C26 C25 119.7(6) . . ? C27 C26 H26 120.1 . . ? C25 C26 H26 120.1 . . ? C28 C27 C26 117.8(6) . . ? C28 C27 H27 121.1 . . ? C26 C27 H27 121.1 . . ? N6 C28 C27 123.7(6) . . ? N6 C28 N7 112.1(5) . . ? C27 C28 N7 124.2(6) . . ? O3 C29 N7 121.9(6) . . ? O3 C29 C30 121.2(6) . . ? N7 C29 C30 116.7(6) . . ? C29 C30 C31 106.8(5) . . ? C29 C30 C33 114.4(6) . . ? C31 C30 C33 108.9(6) . . ? C29 C30 C32 107.5(6) . . ? C31 C30 C32 109.0(6) . . ? C33 C30 C32 110.1(6) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C1 N1 C23 111.4(5) . . ? C1 N1 C12 111.2(5) . . ? C23 N1 C12 111.1(5) . . ? C1 N1 Zn1 106.8(4) . . ? C23 N1 Zn1 111.6(4) . . ? C12 N1 Zn1 104.4(3) . . ? C6 N2 C2 118.9(5) . . ? C6 N2 Zn1 129.6(4) . . ? C2 N2 Zn1 111.5(4) . . ? C7 N3 C6 128.2(5) . . ? C7 N3 H3A 115.9 . . ? C6 N3 H3A 115.9 . . ? C13 N4 C17 118.1(5) . . ? C13 N4 Zn1 111.7(4) . . ? C17 N4 Zn1 128.5(4) . . ? C18 N5 C17 120.9(5) . . ? C18 N5 H5A 119.5 . . ? C17 N5 H5A 119.5 . . ? C28 N6 C24 117.5(5) . . ? C29 N7 C28 128.8(6) . . ? C29 N7 H7 115.6 . . ? C28 N7 H7 115.6 . . ? N1 Zn1 N4 78.31(18) . . ? N1 Zn1 N2 78.53(18) . . ? N4 Zn1 N2 156.82(18) . . ? N1 Zn1 Cl1 116.78(14) . . ? N4 Zn1 Cl1 94.60(13) . . ? N2 Zn1 Cl1 96.42(13) . . ? N1 Zn1 Cl2 123.81(14) . . ? N4 Zn1 Cl2 99.04(13) . . ? N2 Zn1 Cl2 93.21(13) . . ? Cl1 Zn1 Cl2 119.36(5) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.32 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.895 _refine_diff_density_min -0.908 _refine_diff_density_rms 0.119 _database_code_depnum_ccdc_archive 'CCDC 948554' ####################################################################### # # 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_aja0925 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C66 H90 I6 N14 O6 Zn3' _chemical_formula_sum 'C66 H90 I6 N14 O6 Zn3' _chemical_formula_weight 2133.03 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M P-3c1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' 'y, x, -z+1/2' '-x+y, -x, z' '-x, -x+y, -z+1/2' 'x-y, -y, -z+1/2' '-x, -y, -z' 'y, -x+y, -z' '-y, -x, z-1/2' 'x-y, x, -z' 'x, x-y, z-1/2' '-x+y, y, z-1/2' _cell_length_a 11.2190(2) _cell_length_b 11.2190(2) _cell_length_c 38.5920(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 4206.65(9) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2816 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 27.49 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.684 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 3.102 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3701 _exptl_absorpt_correction_T_max 0.8860 _exptl_absorpt_process_details Denzo/Scalepack _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22993 _diffrn_reflns_av_R_equivalents 0.0737 _diffrn_reflns_av_sigmaI/netI 0.0363 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -40 _diffrn_reflns_limit_l_max 50 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3221 _reflns_number_gt 2816 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^ > 2\s(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^)+(0.0474P)^2^+19.2801P] 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 0.0018(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3221 _refine_ls_number_parameters 151 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0556 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.1231 _refine_ls_wR_factor_gt 0.1154 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_restrained_S_all 1.110 _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 C1 C 0.2987(5) 0.5283(5) 0.20916(11) 0.0298(10) Uani 1 1 d . . . H1A H 0.1976 0.4667 0.2084 0.036 Uiso 1 1 calc R . . H1B H 0.3290 0.5337 0.2335 0.036 Uiso 1 1 calc R . . C2 C 0.3671(4) 0.4689(5) 0.18687(11) 0.0252(9) Uani 1 1 d . . . C3 C 0.3670(6) 0.3504(5) 0.19662(13) 0.0365(11) Uani 1 1 d . . . H3 H 0.3288 0.3070 0.2182 0.044 Uiso 1 1 calc R . . C4 C 0.4240(6) 0.2968(6) 0.17424(13) 0.0397(12) Uani 1 1 d . . . H4 H 0.4239 0.2145 0.1801 0.048 Uiso 1 1 calc R . . C5 C 0.4812(6) 0.3627(5) 0.14332(13) 0.0343(11) Uani 1 1 d . . . H5 H 0.5216 0.3275 0.1277 0.041 Uiso 1 1 calc R . . C6 C 0.4779(4) 0.4822(4) 0.13565(11) 0.0238(8) Uani 1 1 d . . . C7 C 0.5564(4) 0.6719(4) 0.09242(11) 0.0245(9) Uani 1 1 d . . . C8 C 0.6477(5) 0.7330(5) 0.06027(12) 0.0286(9) Uani 1 1 d . . . C9 C 0.7875(5) 0.7423(6) 0.06595(15) 0.0424(12) Uani 1 1 d . . . H9A H 0.8461 0.7848 0.0456 0.064 Uiso 1 1 calc R . . H9B H 0.7738 0.6497 0.0693 0.064 Uiso 1 1 calc R . . H9C H 0.8319 0.7984 0.0865 0.064 Uiso 1 1 calc R . . C10 C 0.5729(6) 0.6422(7) 0.02907(13) 0.0496(15) Uani 1 1 d . . . H10A H 0.4816 0.6330 0.0269 0.074 Uiso 1 1 calc R . . H10B H 0.5630 0.5511 0.0323 0.074 Uiso 1 1 calc R . . H10C H 0.6261 0.6845 0.0080 0.074 Uiso 1 1 calc R . . C11 C 0.6708(6) 0.8774(6) 0.05488(16) 0.0463(14) Uani 1 1 d . . . H11A H 0.7202 0.9350 0.0748 0.070 Uiso 1 1 calc R . . H11B H 0.5817 0.8731 0.0525 0.070 Uiso 1 1 calc R . . H11C H 0.7252 0.9172 0.0338 0.070 Uiso 1 1 calc R . . Zn1 Zn 0.3333 0.6667 0.14067(2) 0.0209(2) Uani 1 3 d S . . Zn2 Zn 0.0000 0.0000 0.22350(5) 0.0291(4) Uani 0.50 3 d SP . . I1 I 0.6667 0.3333 0.059346(16) 0.03850(19) Uani 1 3 d S . . I2 I 0.0000 0.21729(4) 0.2500 0.03732(18) Uani 1 2 d S . . I3 I 0.0000 0.0000 0.15676(3) 0.0670(5) Uani 0.50 3 d SP . . N1 N 0.3333 0.6667 0.19716(16) 0.0256(13) Uani 1 3 d S . . N2 N 0.4199(4) 0.5340(4) 0.15664(8) 0.0233(7) Uani 1 1 d . . . N3 N 0.5419(4) 0.5520(4) 0.10470(9) 0.0259(8) Uani 1 1 d . . . H3A H 0.5770 0.5127 0.0917 0.031 Uiso 1 1 calc R . . O1 O 0.5009(3) 0.7313(3) 0.10562(8) 0.0271(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.035(2) 0.031(2) 0.022(2) 0.0061(17) 0.0041(18) 0.016(2) C2 0.022(2) 0.028(2) 0.022(2) 0.0030(16) 0.0007(16) 0.0099(18) C3 0.043(3) 0.035(3) 0.033(2) 0.012(2) 0.010(2) 0.020(2) C4 0.053(3) 0.034(3) 0.038(3) 0.015(2) 0.011(2) 0.026(3) C5 0.044(3) 0.037(3) 0.033(2) 0.004(2) 0.008(2) 0.028(2) C6 0.023(2) 0.025(2) 0.0239(19) 0.0028(16) 0.0021(16) 0.0121(17) C7 0.020(2) 0.026(2) 0.024(2) 0.0017(17) -0.0003(16) 0.0085(17) C8 0.024(2) 0.032(2) 0.029(2) 0.0046(18) 0.0067(17) 0.0135(19) C9 0.025(2) 0.052(3) 0.048(3) 0.012(3) 0.011(2) 0.017(2) C10 0.046(3) 0.062(4) 0.025(2) 0.005(2) 0.006(2) 0.014(3) C11 0.051(3) 0.036(3) 0.053(3) 0.019(2) 0.023(3) 0.023(3) Zn1 0.0229(3) 0.0229(3) 0.0168(4) 0.000 0.000 0.01146(14) Zn2 0.0310(6) 0.0310(6) 0.0253(9) 0.000 0.000 0.0155(3) I1 0.0369(2) 0.0369(2) 0.0417(3) 0.000 0.000 0.01845(12) I2 0.0272(2) 0.0309(2) 0.0526(3) 0.00199(10) 0.00398(19) 0.01359(12) I3 0.0884(8) 0.0884(8) 0.0242(6) 0.000 0.000 0.0442(4) N1 0.029(2) 0.029(2) 0.018(3) 0.000 0.000 0.0147(11) N2 0.0261(18) 0.0251(18) 0.0193(16) 0.0022(14) 0.0000(14) 0.0134(15) N3 0.0269(19) 0.0279(19) 0.0250(17) 0.0057(14) 0.0071(15) 0.0153(16) O1 0.0300(16) 0.0287(16) 0.0252(14) 0.0044(12) 0.0074(13) 0.0165(14) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.474(5) . ? C1 C2 1.511(6) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.346(5) . ? C2 C3 1.382(7) . ? C3 C4 1.379(7) . ? C3 H3 0.9500 . ? C4 C5 1.381(7) . ? C4 H4 0.9500 . ? C5 C6 1.391(6) . ? C5 H5 0.9500 . ? C6 N2 1.340(6) . ? C6 N3 1.412(5) . ? C7 O1 1.227(5) . ? C7 N3 1.357(6) . ? C7 C8 1.535(6) . ? C8 C11 1.522(7) . ? C8 C10 1.528(7) . ? C8 C9 1.534(7) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? Zn1 O1 2.127(3) 2_665 ? Zn1 O1 2.127(3) 4_565 ? Zn1 O1 2.127(3) . ? Zn1 N1 2.180(6) . ? Zn1 N2 2.233(4) 2_665 ? Zn1 N2 2.233(4) 4_565 ? Zn1 N2 2.233(4) . ? Zn2 Zn2 2.046(4) 3 ? Zn2 I3 2.576(2) . ? Zn2 I2 2.6437(8) 2 ? Zn2 I2 2.6437(8) . ? Zn2 I2 2.6437(8) 3 ? I2 Zn2 2.6437(8) 3 ? N1 C1 1.474(5) 4_565 ? N1 C1 1.474(5) 2_665 ? N3 H3A 0.8800 . ? 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 C1 C2 111.2(4) . . ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? N2 C2 C3 123.1(4) . . ? N2 C2 C1 116.0(4) . . ? C3 C2 C1 120.9(4) . . ? C4 C3 C2 118.2(4) . . ? C4 C3 H3 120.9 . . ? C2 C3 H3 120.9 . . ? C3 C4 C5 120.0(5) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C4 C5 C6 118.1(4) . . ? C4 C5 H5 121.0 . . ? C6 C5 H5 121.0 . . ? N2 C6 C5 122.8(4) . . ? N2 C6 N3 119.6(4) . . ? C5 C6 N3 117.6(4) . . ? O1 C7 N3 123.5(4) . . ? O1 C7 C8 120.0(4) . . ? N3 C7 C8 116.6(4) . . ? C11 C8 C10 110.2(5) . . ? C11 C8 C9 108.9(4) . . ? C10 C8 C9 111.1(5) . . ? C11 C8 C7 107.8(4) . . ? C10 C8 C7 108.5(4) . . ? C9 C8 C7 110.3(4) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O1 Zn1 O1 83.89(13) 2_665 4_565 ? O1 Zn1 O1 83.89(13) 2_665 . ? O1 Zn1 O1 83.89(13) 4_565 . ? O1 Zn1 N1 129.48(9) 2_665 . ? O1 Zn1 N1 129.48(9) 4_565 . ? O1 Zn1 N1 129.48(9) . . ? O1 Zn1 N2 78.34(12) 2_665 2_665 ? O1 Zn1 N2 156.54(13) 4_565 2_665 ? O1 Zn1 N2 79.12(12) . 2_665 ? N1 Zn1 N2 73.98(9) . 2_665 ? O1 Zn1 N2 79.12(12) 2_665 4_565 ? O1 Zn1 N2 78.34(12) 4_565 4_565 ? O1 Zn1 N2 156.54(13) . 4_565 ? N1 Zn1 N2 73.98(9) . 4_565 ? N2 Zn1 N2 112.69(7) 2_665 4_565 ? O1 Zn1 N2 156.54(13) 2_665 . ? O1 Zn1 N2 79.12(12) 4_565 . ? O1 Zn1 N2 78.34(12) . . ? N1 Zn1 N2 73.98(9) . . ? N2 Zn1 N2 112.69(8) 2_665 . ? N2 Zn1 N2 112.69(7) 4_565 . ? Zn2 Zn2 I3 180.0 3 . ? Zn2 Zn2 I2 67.24(4) 3 2 ? I3 Zn2 I2 112.76(4) . 2 ? Zn2 Zn2 I2 67.24(4) 3 . ? I3 Zn2 I2 112.76(4) . . ? I2 Zn2 I2 105.99(4) 2 . ? Zn2 Zn2 I2 67.24(4) 3 3 ? I3 Zn2 I2 112.76(4) . 3 ? I2 Zn2 I2 105.99(4) 2 3 ? I2 Zn2 I2 105.99(4) . 3 ? Zn2 I2 Zn2 45.52(7) . 3 ? C1 N1 C1 110.6(3) 4_565 2_665 ? C1 N1 C1 110.6(3) 4_565 . ? C1 N1 C1 110.6(3) 2_665 . ? C1 N1 Zn1 108.3(3) 4_565 . ? C1 N1 Zn1 108.3(3) 2_665 . ? C1 N1 Zn1 108.3(3) . . ? C6 N2 C2 117.8(4) . . ? C6 N2 Zn1 126.1(3) . . ? C2 N2 Zn1 112.3(3) . . ? C7 N3 C6 128.4(4) . . ? C7 N3 H3A 115.8 . . ? C6 N3 H3A 115.8 . . ? C7 O1 Zn1 132.9(3) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.754 _refine_diff_density_min -2.003 _refine_diff_density_rms 0.136 _database_code_depnum_ccdc_archive 'CCDC 948555' ####################################################################### # # 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_aja1001b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H52 Br2 Co N9 O3.50' _chemical_formula_sum 'C37 H52 Br2 Co N9 O3.50' _chemical_formula_weight 897.63 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' Br Br -0.2901 2.4595 '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' N N 0.0061 0.0033 '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 11.1532(3) _cell_length_b 19.6165(5) _cell_length_c 37.6128(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.6930(10) _cell_angle_gamma 90.00 _cell_volume 8228.6(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6157 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 25.69 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.449 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3696 _exptl_absorpt_coefficient_mu 2.407 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4460 _exptl_absorpt_correction_T_max 0.4460 _exptl_absorpt_process_details Denzo/Scalepack _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13749 _diffrn_reflns_av_R_equivalents 0.0453 _diffrn_reflns_av_sigmaI/netI 0.0561 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 25.69 _reflns_number_total 7537 _reflns_number_gt 6157 _reflns_threshold_expression >2\s(I) _computing_data_collection 'cOLLECT,Nonius BV, 1997-2001' _computing_cell_refinement DENZO/SCALEPACK _computing_data_reduction DENZO/SCALEPACK _computing_structure_solution SHELXs-97 _computing_structure_refinement SHELXL-97 _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^ > 2\s(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^)+(0.0303P)^2^+25.3839P] 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 7537 _refine_ls_number_parameters 517 _refine_ls_number_restraints 48 _refine_ls_R_factor_all 0.0592 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.0954 _refine_ls_wR_factor_gt 0.0883 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.002 _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 C1 C 0.9130(3) 0.07017(15) 0.36421(9) 0.0185(7) Uani 1 1 d . . . H1A H 0.8890 0.1144 0.3537 0.022 Uiso 1 1 calc R . . H1B H 0.9905 0.0766 0.3769 0.022 Uiso 1 1 calc R . . C2 C 0.8197(3) 0.04744(16) 0.39010(9) 0.0181(7) Uani 1 1 d . . . C3 C 0.7723(3) 0.09280(17) 0.41447(9) 0.0220(7) Uani 1 1 d . . . H3 H 0.7966 0.1392 0.4148 0.026 Uiso 1 1 calc R . . C4 C 0.6884(3) 0.06874(18) 0.43848(10) 0.0250(8) Uani 1 1 d . . . H4 H 0.6567 0.0980 0.4562 0.030 Uiso 1 1 calc R . . C5 C 0.6520(3) 0.00164(18) 0.43613(9) 0.0247(8) Uani 1 1 d . . . H5 H 0.5927 -0.0156 0.4517 0.030 Uiso 1 1 calc R . . C6 C 0.7034(3) -0.04047(17) 0.41073(9) 0.0195(7) Uani 1 1 d . . . C7 C 0.6918(3) -0.15757(16) 0.38491(9) 0.0196(7) Uani 1 1 d . . . C8 C 0.6138(3) -0.22198(17) 0.38532(11) 0.0279(8) Uani 1 1 d . . . C9 C 0.6545(4) -0.2687(2) 0.35515(13) 0.0446(11) Uani 1 1 d . . . H9A H 0.7390 -0.2807 0.3588 0.067 Uiso 1 1 calc R . . H9B H 0.6448 -0.2450 0.3324 0.067 Uiso 1 1 calc R . . H9C H 0.6057 -0.3103 0.3550 0.067 Uiso 1 1 calc R . . C10 C 0.6304(4) -0.2575(2) 0.42102(13) 0.0450(11) Uani 1 1 d . . . H10A H 0.5831 -0.2996 0.4212 0.067 Uiso 1 1 calc R . . H10B H 0.6033 -0.2273 0.4401 0.067 Uiso 1 1 calc R . . H10C H 0.7153 -0.2685 0.4247 0.067 Uiso 1 1 calc R . . C11 C 0.4816(3) -0.2033(2) 0.37924(13) 0.0413(11) Uani 1 1 d . . . H11A H 0.4347 -0.2450 0.3754 0.062 Uiso 1 1 calc R . . H11B H 0.4741 -0.1739 0.3583 0.062 Uiso 1 1 calc R . . H11C H 0.4516 -0.1792 0.4001 0.062 Uiso 1 1 calc R . . C12 C 1.0436(3) 0.02816(17) 0.31827(9) 0.0182(7) Uani 1 1 d . . . H12A H 1.0557 0.0768 0.3123 0.022 Uiso 1 1 calc R . . H12B H 1.0450 0.0015 0.2959 0.022 Uiso 1 1 calc R . . C13 C 1.1425(3) 0.00421(15) 0.34299(9) 0.0170(7) Uani 1 1 d . . . C14 C 1.2581(3) 0.02794(18) 0.33967(10) 0.0249(8) Uani 1 1 d . . . H14 H 1.2775 0.0609 0.3221 0.030 Uiso 1 1 calc R . . C16 C 1.3454(3) 0.00237(19) 0.36268(10) 0.0270(8) Uani 1 1 d . . . H16 H 1.4266 0.0165 0.3607 0.032 Uiso 1 1 calc R . . C17 C 1.3129(3) -0.04362(18) 0.38836(10) 0.0249(8) Uani 1 1 d . . . H17 H 1.3711 -0.0614 0.4045 0.030 Uiso 1 1 calc R . . C18 C 1.1941(3) -0.06376(16) 0.39041(9) 0.0185(7) Uani 1 1 d . . . C19 C 1.0525(3) -0.12514(17) 0.42991(9) 0.0212(7) Uani 1 1 d . . . C20 C 1.0488(3) -0.1628(2) 0.46517(10) 0.0379(10) Uani 1 1 d . . . C21 C 0.9202(4) -0.1885(3) 0.47087(13) 0.0651(17) Uani 1 1 d . . . H21A H 0.8652 -0.1495 0.4715 0.098 Uiso 1 1 calc R . . H21B H 0.9164 -0.2132 0.4935 0.098 Uiso 1 1 calc R . . H21C H 0.8970 -0.2190 0.4513 0.098 Uiso 1 1 calc R . . C22 C 1.1342(4) -0.2239(2) 0.46561(14) 0.0565(15) Uani 1 1 d . . . H22A H 1.1174 -0.2529 0.4449 0.085 Uiso 1 1 calc R . . H22B H 1.1226 -0.2502 0.4874 0.085 Uiso 1 1 calc R . . H22C H 1.2172 -0.2076 0.4647 0.085 Uiso 1 1 calc R . . C23 C 1.0846(4) -0.1130(3) 0.49428(12) 0.0599(15) Uani 1 1 d . . . H23A H 1.1678 -0.0986 0.4909 0.090 Uiso 1 1 calc R . . H23B H 1.0772 -0.1351 0.5175 0.090 Uiso 1 1 calc R . . H23C H 1.0318 -0.0730 0.4932 0.090 Uiso 1 1 calc R . . C24 C 0.8286(3) 0.02213(16) 0.30917(9) 0.0200(7) Uani 1 1 d . . . H24A H 0.8386 0.0625 0.2937 0.024 Uiso 1 1 calc R . . H24B H 0.7508 0.0262 0.3214 0.024 Uiso 1 1 calc R . . C25 C 0.8297(3) -0.04138(16) 0.28709(9) 0.0186(7) Uani 1 1 d . . . C26 C 0.7892(3) -0.04248(17) 0.25224(9) 0.0213(7) Uani 1 1 d . . . H26 H 0.7637 -0.0018 0.2407 0.026 Uiso 1 1 calc R . . C27 C 0.7865(3) -0.10471(18) 0.23435(9) 0.0243(8) Uani 1 1 d . . . H27 H 0.7565 -0.1072 0.2106 0.029 Uiso 1 1 calc R . . C28 C 0.8275(3) -0.16230(17) 0.25127(9) 0.0223(7) Uani 1 1 d . . . H28 H 0.8269 -0.2051 0.2394 0.027 Uiso 1 1 calc R . . C29 C 0.8703(3) -0.15686(16) 0.28626(9) 0.0166(7) Uani 1 1 d . . . C30 C 0.9956(3) -0.21869(16) 0.33004(9) 0.0181(7) Uani 1 1 d . . . C31 C 1.0502(3) -0.28742(16) 0.34083(9) 0.0212(7) Uani 1 1 d . . . C32 C 1.0276(4) -0.34431(18) 0.31414(11) 0.0347(10) Uani 1 1 d . . . H32A H 1.0643 -0.3866 0.3229 0.052 Uiso 1 1 calc R . . H32B H 1.0630 -0.3320 0.2913 0.052 Uiso 1 1 calc R . . H32C H 0.9411 -0.3510 0.3110 0.052 Uiso 1 1 calc R . . C33 C 1.1859(3) -0.27554(19) 0.34495(12) 0.0345(10) Uani 1 1 d . . . H33A H 1.2243 -0.3173 0.3537 0.052 Uiso 1 1 calc R . . H33B H 1.2004 -0.2385 0.3620 0.052 Uiso 1 1 calc R . . H33C H 1.2194 -0.2632 0.3219 0.052 Uiso 1 1 calc R . . C34 C 0.9972(4) -0.3071(2) 0.37657(11) 0.0424(11) Uani 1 1 d . . . H34A H 0.9117 -0.3174 0.3734 0.064 Uiso 1 1 calc R . . H34B H 1.0068 -0.2691 0.3933 0.064 Uiso 1 1 calc R . . H34C H 1.0389 -0.3473 0.3860 0.064 Uiso 1 1 calc R . . Br1 Br 0.76098(3) 0.159238(17) 0.236501(10) 0.02882(11) Uani 1 1 d . . . Br2 Br 0.43272(3) 0.880526(19) 0.470977(10) 0.02802(10) Uani 1 1 d . . . Co1 Co 0.92223(4) -0.08153(2) 0.360292(12) 0.01518(11) Uani 1 1 d . . . N1 N 0.9273(2) 0.01928(13) 0.33573(7) 0.0159(6) Uani 1 1 d . . . N2 N 0.7876(2) -0.01879(13) 0.38829(7) 0.0167(6) Uani 1 1 d . . . N3 N 0.6598(2) -0.10773(13) 0.40816(8) 0.0215(6) Uani 1 1 d . . . H3A H 0.6046 -0.1190 0.4236 0.026 Uiso 1 1 calc R . . N4 N 1.1089(2) -0.04194(13) 0.36756(7) 0.0160(6) Uani 1 1 d . . . N5 N 1.1634(2) -0.10773(14) 0.41838(7) 0.0199(6) Uani 1 1 d . . . H5A H 1.2240 -0.1265 0.4300 0.024 Uiso 1 1 calc R . . N6 N 0.8712(2) -0.09756(13) 0.30410(7) 0.0175(6) Uani 1 1 d . . . N7 N 0.9173(2) -0.21597(13) 0.30226(7) 0.0184(6) Uani 1 1 d . . . H7 H 0.8934 -0.2552 0.2933 0.022 Uiso 1 1 calc R . . O1 O 0.7776(2) -0.15273(11) 0.36508(6) 0.0223(5) Uani 1 1 d . . . O2 O 0.9594(2) -0.11113(12) 0.41347(6) 0.0231(5) Uani 1 1 d . . . O3 O 1.0267(2) -0.16752(11) 0.34694(6) 0.0225(5) Uani 1 1 d . . . C35 C 0.3215(5) 0.0729(3) 0.46626(18) 0.085(2) Uani 1 1 d . . . H35A H 0.3544 0.0270 0.4697 0.128 Uiso 1 1 calc R . . H35B H 0.3146 0.0956 0.4894 0.128 Uiso 1 1 calc R . . H35C H 0.3750 0.0993 0.4510 0.128 Uiso 1 1 calc R . . C36 C 0.2027(5) 0.0681(2) 0.44936(12) 0.0453(11) Uani 1 1 d . . . N8 N 0.1118(4) 0.0639(2) 0.43606(11) 0.0559(11) Uani 1 1 d . . . C37 C -0.008(3) 0.5326(3) 0.2536(8) 0.024(4) Uani 0.50 1 d PU . . H37A H -0.0835 0.5565 0.2585 0.037 Uiso 0.50 1 calc PR . . H37B H -0.0148 0.5094 0.2306 0.037 Uiso 0.50 1 calc PR . . H37C H 0.0576 0.5656 0.2530 0.037 Uiso 0.50 1 calc PR . . C38 C 0.0136(8) 0.4855(5) 0.2798(3) 0.038(2) Uani 0.50 1 d PU . . N9 N 0.0257(7) 0.4480(5) 0.3026(3) 0.054(2) Uani 0.50 1 d PU . . C39 C 0.0024(15) 0.3030(5) 0.2611(3) 0.063(4) Uani 0.50 1 d PU . . H39A H -0.0031 0.3221 0.2371 0.094 Uiso 0.50 1 calc PR . . H39B H -0.0727 0.2797 0.2667 0.094 Uiso 0.50 1 calc PR . . H39C H 0.0690 0.2705 0.2624 0.094 Uiso 0.50 1 calc PR . . C40 C 0.0233(9) 0.3578(6) 0.2865(4) 0.060(3) Uani 0.50 1 d PU . . N10 N 0.0394(10) 0.3994(7) 0.3058(3) 0.080(4) Uani 0.50 1 d P . . O4 O 0.0488(7) 0.1885(4) 0.2015(2) 0.081(2) Uani 0.50 1 d P . . 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 C1 0.0204(17) 0.0121(15) 0.0231(18) -0.0002(13) 0.0013(14) 0.0010(12) C2 0.0177(16) 0.0172(16) 0.0194(18) 0.0023(14) -0.0028(13) 0.0017(13) C3 0.0249(18) 0.0192(17) 0.0218(19) -0.0054(14) -0.0004(14) 0.0017(14) C4 0.0283(19) 0.0247(18) 0.0219(19) -0.0046(15) 0.0025(15) 0.0033(15) C5 0.0219(18) 0.0295(19) 0.023(2) -0.0006(16) 0.0065(14) 0.0010(14) C6 0.0181(16) 0.0219(17) 0.0184(17) 0.0013(14) -0.0010(13) -0.0010(13) C7 0.0158(16) 0.0185(16) 0.0246(19) 0.0022(14) -0.0023(14) -0.0015(13) C8 0.0206(18) 0.0188(18) 0.044(2) -0.0052(17) 0.0047(16) -0.0047(14) C9 0.036(2) 0.031(2) 0.067(3) -0.018(2) 0.010(2) -0.0121(18) C10 0.049(3) 0.028(2) 0.059(3) 0.015(2) 0.004(2) -0.0110(19) C11 0.023(2) 0.042(2) 0.059(3) -0.016(2) -0.0037(19) -0.0060(17) C12 0.0168(16) 0.0192(16) 0.0188(18) 0.0029(14) 0.0033(13) -0.0002(13) C13 0.0188(17) 0.0139(15) 0.0185(18) -0.0022(13) 0.0020(13) 0.0006(12) C14 0.0251(19) 0.0241(18) 0.026(2) 0.0054(15) 0.0064(15) -0.0017(14) C16 0.0177(18) 0.035(2) 0.029(2) 0.0040(17) 0.0009(15) -0.0068(15) C17 0.0181(17) 0.0279(19) 0.028(2) 0.0022(16) -0.0056(15) 0.0012(14) C18 0.0220(17) 0.0136(15) 0.0199(18) 0.0004(14) -0.0003(14) 0.0012(13) C19 0.0215(18) 0.0206(17) 0.0213(19) 0.0014(14) -0.0010(14) -0.0032(13) C20 0.026(2) 0.063(3) 0.024(2) 0.021(2) -0.0074(16) -0.0169(19) C21 0.040(3) 0.118(5) 0.037(3) 0.043(3) -0.008(2) -0.029(3) C22 0.048(3) 0.050(3) 0.072(4) 0.044(3) -0.024(3) -0.015(2) C23 0.046(3) 0.112(5) 0.022(2) 0.008(3) -0.003(2) -0.016(3) C24 0.0200(17) 0.0204(17) 0.0195(18) 0.0044(14) 0.0003(14) 0.0042(13) C25 0.0116(15) 0.0210(17) 0.0233(19) 0.0060(14) 0.0021(13) 0.0024(12) C26 0.0193(17) 0.0242(18) 0.0204(18) 0.0049(15) -0.0016(14) 0.0007(14) C27 0.0236(18) 0.0296(19) 0.0196(19) 0.0023(15) -0.0049(14) -0.0001(14) C28 0.0227(18) 0.0226(18) 0.0216(19) -0.0014(15) -0.0017(14) -0.0015(14) C29 0.0145(16) 0.0166(16) 0.0186(18) 0.0040(14) 0.0008(13) -0.0006(12) C30 0.0146(16) 0.0187(17) 0.0210(18) 0.0033(14) 0.0018(13) 0.0012(13) C31 0.0201(17) 0.0177(17) 0.0260(19) -0.0008(14) -0.0007(14) 0.0046(13) C32 0.040(2) 0.0165(18) 0.047(3) -0.0033(17) -0.0099(19) 0.0069(16) C33 0.023(2) 0.0244(19) 0.056(3) 0.0039(19) -0.0064(18) 0.0058(15) C34 0.048(3) 0.041(2) 0.038(3) 0.016(2) 0.006(2) 0.012(2) Br1 0.0301(2) 0.02105(18) 0.0353(2) 0.00441(16) 0.00006(16) 0.00287(14) Br2 0.02223(19) 0.0391(2) 0.0228(2) 0.00516(16) 0.00216(14) -0.00439(15) Co1 0.0150(2) 0.0132(2) 0.0174(2) 0.00177(17) -0.00006(17) 0.00073(16) N1 0.0164(14) 0.0144(13) 0.0170(14) 0.0015(11) 0.0023(11) 0.0010(10) N2 0.0157(13) 0.0136(13) 0.0208(15) 0.0005(11) 0.0002(11) 0.0022(10) N3 0.0203(15) 0.0192(14) 0.0252(16) 0.0010(13) 0.0056(12) -0.0033(11) N4 0.0188(14) 0.0152(13) 0.0140(14) 0.0007(11) 0.0010(11) 0.0010(11) N5 0.0178(14) 0.0227(14) 0.0194(15) 0.0073(12) -0.0006(11) 0.0008(11) N6 0.0165(14) 0.0152(13) 0.0207(15) 0.0033(11) -0.0002(11) 0.0006(10) N7 0.0215(15) 0.0107(13) 0.0229(16) -0.0014(11) -0.0031(12) 0.0015(11) O1 0.0192(12) 0.0195(12) 0.0284(14) 0.0001(10) 0.0033(10) -0.0015(9) O2 0.0185(12) 0.0315(13) 0.0193(13) 0.0057(11) -0.0003(10) -0.0009(10) O3 0.0199(12) 0.0184(12) 0.0290(14) -0.0055(10) -0.0050(10) 0.0030(9) C35 0.076(4) 0.079(4) 0.099(5) -0.025(4) -0.050(4) 0.024(3) C36 0.058(3) 0.034(2) 0.044(3) -0.009(2) -0.011(2) 0.013(2) N8 0.058(3) 0.052(2) 0.057(3) -0.021(2) -0.015(2) 0.016(2) C37 0.026(8) 0.024(3) 0.024(11) -0.004(5) 0.017(6) 0.003(5) C38 0.031(4) 0.039(5) 0.044(5) -0.010(4) 0.006(4) -0.003(4) N9 0.045(5) 0.063(6) 0.055(6) 0.001(5) 0.011(4) 0.001(4) C39 0.043(5) 0.055(5) 0.090(10) 0.011(5) 0.004(8) 0.021(6) C40 0.036(5) 0.053(6) 0.092(8) 0.038(6) 0.015(5) 0.013(5) N10 0.081(8) 0.072(8) 0.087(9) 0.044(7) 0.033(6) 0.018(7) O4 0.074(6) 0.087(6) 0.082(6) 0.006(5) 0.007(5) 0.000(5) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.474(4) . ? C1 C2 1.501(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.349(4) . ? C2 C3 1.387(5) . ? C3 C4 1.391(5) . ? C3 H3 0.9500 . ? C4 C5 1.380(5) . ? C4 H4 0.9500 . ? C5 C6 1.392(5) . ? C5 H5 0.9500 . ? C6 N2 1.340(4) . ? C6 N3 1.409(4) . ? C7 O1 1.224(4) . ? C7 N3 1.362(4) . ? C7 C8 1.535(4) . ? C8 C10 1.522(6) . ? C8 C9 1.531(5) . ? C8 C11 1.533(5) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 N1 1.471(4) . ? C12 C13 1.509(4) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 N4 1.350(4) . ? C13 C14 1.378(5) . ? C14 C16 1.389(5) . ? C14 H14 0.9500 . ? C16 C17 1.374(5) . ? C16 H16 0.9500 . ? C17 C18 1.385(5) . ? C17 H17 0.9500 . ? C18 N4 1.344(4) . ? C18 N5 1.406(4) . ? C19 O2 1.233(4) . ? C19 N5 1.360(4) . ? C19 C20 1.519(5) . ? C20 C23 1.518(6) . ? C20 C22 1.531(6) . ? C20 C21 1.537(6) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 N1 1.479(4) . ? C24 C25 1.497(5) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 N6 1.353(4) . ? C25 C26 1.382(5) . ? C26 C27 1.394(5) . ? C26 H26 0.9500 . ? C27 C28 1.373(5) . ? C27 H27 0.9500 . ? C28 C29 1.398(5) . ? C28 H28 0.9500 . ? C29 N6 1.343(4) . ? C29 N7 1.405(4) . ? C30 O3 1.236(4) . ? C30 N7 1.355(4) . ? C30 C31 1.532(4) . ? C31 C32 1.520(5) . ? C31 C34 1.525(5) . ? C31 C33 1.537(5) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? Co1 O3 2.114(2) . ? Co1 O2 2.119(2) . ? Co1 O1 2.143(2) . ? Co1 N1 2.184(3) . ? Co1 N6 2.205(3) . ? Co1 N2 2.217(3) . ? Co1 N4 2.236(3) . ? N3 H3A 0.8800 . ? N5 H5A 0.8800 . ? N7 H7 0.8800 . ? C35 C36 1.466(7) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 N8 1.129(5) . ? C37 C38 1.37(3) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 N9 1.134(12) . ? C38 C37 1.56(3) 2 ? C39 C40 1.456(17) . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 N10 1.103(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 N1 C1 C2 110.6(3) . . ? N1 C1 H1A 109.5 . . ? C2 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 108.1 . . ? N2 C2 C3 123.3(3) . . ? N2 C2 C1 116.0(3) . . ? C3 C2 C1 120.7(3) . . ? C2 C3 C4 118.4(3) . . ? C2 C3 H3 120.8 . . ? C4 C3 H3 120.8 . . ? C5 C4 C3 118.8(3) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? C4 C5 C6 119.2(3) . . ? C4 C5 H5 120.4 . . ? C6 C5 H5 120.4 . . ? N2 C6 C5 122.8(3) . . ? N2 C6 N3 119.9(3) . . ? C5 C6 N3 117.3(3) . . ? O1 C7 N3 123.3(3) . . ? O1 C7 C8 121.2(3) . . ? N3 C7 C8 115.5(3) . . ? C10 C8 C9 110.2(3) . . ? C10 C8 C11 110.3(3) . . ? C9 C8 C11 109.0(3) . . ? C10 C8 C7 108.9(3) . . ? C9 C8 C7 108.2(3) . . ? C11 C8 C7 110.3(3) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 C13 109.3(3) . . ? N1 C12 H12A 109.8 . . ? C13 C12 H12A 109.8 . . ? N1 C12 H12B 109.8 . . ? C13 C12 H12B 109.8 . . ? H12A C12 H12B 108.3 . . ? N4 C13 C14 123.8(3) . . ? N4 C13 C12 115.1(3) . . ? C14 C13 C12 121.1(3) . . ? C13 C14 C16 118.1(3) . . ? C13 C14 H14 120.9 . . ? C16 C14 H14 120.9 . . ? C17 C16 C14 119.1(3) . . ? C17 C16 H16 120.5 . . ? C14 C16 H16 120.5 . . ? C16 C17 C18 119.2(3) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? N4 C18 C17 122.9(3) . . ? N4 C18 N5 119.8(3) . . ? C17 C18 N5 117.3(3) . . ? O2 C19 N5 123.3(3) . . ? O2 C19 C20 120.9(3) . . ? N5 C19 C20 115.8(3) . . ? C23 C20 C19 107.9(3) . . ? C23 C20 C22 109.8(4) . . ? C19 C20 C22 111.5(4) . . ? C23 C20 C21 110.4(4) . . ? C19 C20 C21 108.4(3) . . ? C22 C20 C21 108.9(4) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N1 C24 C25 109.4(2) . . ? N1 C24 H24A 109.8 . . ? C25 C24 H24A 109.8 . . ? N1 C24 H24B 109.8 . . ? C25 C24 H24B 109.8 . . ? H24A C24 H24B 108.2 . . ? N6 C25 C26 122.8(3) . . ? N6 C25 C24 114.9(3) . . ? C26 C25 C24 122.3(3) . . ? C25 C26 C27 118.5(3) . . ? C25 C26 H26 120.8 . . ? C27 C26 H26 120.8 . . ? C28 C27 C26 119.5(3) . . ? C28 C27 H27 120.3 . . ? C26 C27 H27 120.3 . . ? C27 C28 C29 118.8(3) . . ? C27 C28 H28 120.6 . . ? C29 C28 H28 120.6 . . ? N6 C29 C28 122.5(3) . . ? N6 C29 N7 120.0(3) . . ? C28 C29 N7 117.5(3) . . ? O3 C30 N7 122.6(3) . . ? O3 C30 C31 118.1(3) . . ? N7 C30 C31 119.3(3) . . ? C32 C31 C34 109.5(3) . . ? C32 C31 C30 114.2(3) . . ? C34 C31 C30 107.4(3) . . ? C32 C31 C33 109.5(3) . . ? C34 C31 C33 109.9(3) . . ? C30 C31 C33 106.3(3) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? O3 Co1 O2 84.46(9) . . ? O3 Co1 O1 85.26(9) . . ? O2 Co1 O1 83.15(9) . . ? O3 Co1 N1 127.22(10) . . ? O2 Co1 N1 129.92(10) . . ? O1 Co1 N1 130.50(9) . . ? O3 Co1 N6 78.18(9) . . ? O2 Co1 N6 155.66(10) . . ? O1 Co1 N6 78.56(9) . . ? N1 Co1 N6 74.42(10) . . ? O3 Co1 N2 159.07(10) . . ? O2 Co1 N2 80.18(9) . . ? O1 Co1 N2 78.89(9) . . ? N1 Co1 N2 73.71(10) . . ? N6 Co1 N2 111.48(10) . . ? O3 Co1 N4 77.94(9) . . ? O2 Co1 N4 78.96(9) . . ? O1 Co1 N4 156.47(9) . . ? N1 Co1 N4 73.03(9) . . ? N6 Co1 N4 113.33(10) . . ? N2 Co1 N4 112.58(10) . . ? C12 N1 C1 110.4(2) . . ? C12 N1 C24 110.3(3) . . ? C1 N1 C24 112.2(2) . . ? C12 N1 Co1 108.89(18) . . ? C1 N1 Co1 107.60(19) . . ? C24 N1 Co1 107.27(19) . . ? C6 N2 C2 117.5(3) . . ? C6 N2 Co1 127.4(2) . . ? C2 N2 Co1 112.2(2) . . ? C7 N3 C6 128.5(3) . . ? C7 N3 H3A 115.7 . . ? C6 N3 H3A 115.7 . . ? C18 N4 C13 116.8(3) . . ? C18 N4 Co1 128.2(2) . . ? C13 N4 Co1 114.5(2) . . ? C19 N5 C18 128.6(3) . . ? C19 N5 H5A 115.7 . . ? C18 N5 H5A 115.7 . . ? C29 N6 C25 118.0(3) . . ? C29 N6 Co1 127.1(2) . . ? C25 N6 Co1 114.8(2) . . ? C30 N7 C29 126.6(3) . . ? C30 N7 H7 116.7 . . ? C29 N7 H7 116.7 . . ? C7 O1 Co1 134.1(2) . . ? C19 O2 Co1 133.5(2) . . ? C30 O3 Co1 128.2(2) . . ? C36 C35 H35A 109.5 . . ? C36 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C36 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N8 C36 C35 179.2(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 . . ? N9 C38 C37 175.7(14) . . ? N9 C38 C37 173.6(14) . 2 ? C37 C38 C37 11(2) . 2 ? C40 C39 H39A 109.5 . . ? C40 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C40 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? N10 C40 C39 179.8(16) . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 25.69 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.388 _refine_diff_density_min -0.497 _refine_diff_density_rms 0.090 _database_code_depnum_ccdc_archive 'CCDC 948556'