# Electronic Supplementary Material (ESI) for Catalysis Science & Technology # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # 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_ak1021 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H39 N5 O8 S2 Zn' _chemical_formula_weight 739.16 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' S S 0.1246 0.1234 '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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 21.5392(8) _cell_length_b 14.9764(6) _cell_length_c 11.0367(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.0060(10) _cell_angle_gamma 90.00 _cell_volume 3482.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8552 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 29.91 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.410 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 0.880 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7481 _exptl_absorpt_correction_T_max 0.9573 _exptl_absorpt_process_details ; SADABS Version 2008/1 Bruker-Nonius Blessing, Acta Cryst. (1995) A51 33-38 ; _exptl_special_details ; It should be noted that the esd's of the cell dimensions are probably too low; they should be multiplied by a factor of 2 to 10 ; _diffrn_ambient_temperature 100(2) _diffrn_measurement_specimen_suppport 'magnetic support whith MicroMount' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'rotating anode X-ray tube' _diffrn_source_type 'Bruker-Nonius FR 591' _diffrn_source_power 50 _diffrn_source_current 70 _diffrn_source_size '3 mm x 0.3 mm fine focus' _diffrn_radiation_monochromator 'Multilayer Montel 200 mirrors' _diffrn_detector_type '4K CCD area detector APEX II' _diffrn_measurement_device_type 'Kappa 4-axis goniometer bruker-nonius' _diffrn_measurement_method ; Fullsphere data collection, phi and omega scans ; _diffrn_detector_area_resol_mean 512 _diffrn_reflns_number 38914 _diffrn_reflns_av_R_equivalents 0.0466 _diffrn_reflns_av_sigmaI/netI 0.0532 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 0.97 _diffrn_reflns_theta_max 30.43 _reflns_number_total 10356 _reflns_number_gt 7648 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2 v2011.4-0' _computing_cell_refinement 'Bruker APEX2 v2011.4-0' _computing_data_reduction 'Bruker SAINT V7.60A' _computing_structure_solution Sir2011 _computing_structure_refinement 'SHELXS-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0594P)^2^+0.7115P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10356 _refine_ls_number_parameters 464 _refine_ls_number_restraints 78 _refine_ls_R_factor_all 0.0669 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1171 _refine_ls_wR_factor_gt 0.1014 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.043 _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 Zn1 Zn 0.148440(11) 0.100455(15) 0.276564(19) 0.01432(7) Uani 1 1 d . . . N1 N 0.19134(8) 0.13943(11) 0.13335(14) 0.0142(3) Uani 1 1 d . . . N2 N 0.12431(8) 0.28867(11) -0.12890(14) 0.0150(3) Uani 1 1 d . . . N3 N 0.07029(8) 0.10945(11) 0.12143(14) 0.0147(3) Uani 1 1 d . . . N4 N -0.15834(9) -0.07557(13) 0.24731(16) 0.0213(4) Uani 1 1 d . . . N5 N 0.05708(9) -0.12584(12) 0.48071(17) 0.0217(4) Uani 1 1 d . . . O1 O 0.23243(6) 0.07248(10) 0.37269(12) 0.0169(3) Uani 1 1 d . . . O2 O 0.09876(7) 0.00350(10) 0.33973(13) 0.0208(3) Uani 1 1 d . . . O3 O -0.19470(7) -0.03983(12) 0.15940(14) 0.0282(4) Uani 1 1 d . . . O4 O -0.17646(8) -0.12744(12) 0.31913(16) 0.0336(4) Uani 1 1 d . . . O5 O 0.04677(8) -0.12197(11) 0.58524(14) 0.0285(4) Uani 1 1 d . . . O6 O 0.10150(10) -0.16618(15) 0.45526(18) 0.0486(6) Uani 1 1 d . . . C1 C 0.27883(9) 0.03779(13) 0.32990(17) 0.0152(4) Uani 1 1 d . . . C2 C 0.32303(10) -0.02220(13) 0.40445(18) 0.0182(4) Uani 1 1 d . . . C3 C 0.37319(10) -0.05474(14) 0.3572(2) 0.0224(4) Uani 1 1 d . . . H3A H 0.4019 -0.0945 0.4076 0.027 Uiso 1 1 calc R . . C4 C 0.38489(10) -0.03313(14) 0.2392(2) 0.0213(4) Uani 1 1 d . A . C5 C 0.34238(10) 0.02387(14) 0.16790(19) 0.0188(4) Uani 1 1 d . . . H5A H 0.3489 0.0406 0.0885 0.023 Uiso 1 1 calc R . . C6 C 0.28933(9) 0.05833(13) 0.20864(18) 0.0163(4) Uani 1 1 d . . . C7 C 0.24641(9) 0.11121(13) 0.11961(18) 0.0163(4) Uani 1 1 d . . . H7 H 0.2594 0.1266 0.0451 0.020 Uiso 1 1 calc R . . C8 C 0.14955(9) 0.18412(13) 0.03808(16) 0.0139(4) Uani 1 1 d . . . C9 C 0.16687(9) 0.24722(13) -0.04084(17) 0.0151(4) Uani 1 1 d . . . H9 H 0.2105 0.2616 -0.0322 0.018 Uiso 1 1 calc R . . C10 C 0.06238(9) 0.26657(13) -0.14161(17) 0.0159(4) Uani 1 1 d . . . H10 H 0.0325 0.2932 -0.2071 0.019 Uiso 1 1 calc R . . C11 C 0.04029(9) 0.20754(13) -0.06465(17) 0.0148(4) Uani 1 1 d . . . H11 H -0.0038 0.1955 -0.0751 0.018 Uiso 1 1 calc R . . C12 C 0.08435(9) 0.16587(12) 0.02908(16) 0.0134(4) Uani 1 1 d . . . C13 C 0.01458(10) 0.07448(13) 0.10975(17) 0.0169(4) Uani 1 1 d . . . H13 H -0.0160 0.0868 0.0363 0.020 Uiso 1 1 calc R . . C14 C -0.00397(10) 0.01772(13) 0.20173(17) 0.0165(4) Uani 1 1 d . . . C15 C -0.06857(10) -0.00291(13) 0.18346(18) 0.0181(4) Uani 1 1 d . . . H15 H -0.0973 0.0206 0.1136 0.022 Uiso 1 1 calc R . . C16 C -0.09097(10) -0.05678(14) 0.26554(18) 0.0184(4) Uani 1 1 d . . . C17 C -0.05015(10) -0.09664(13) 0.36573(18) 0.0193(4) Uani 1 1 d . . . H17 H -0.0659 -0.1340 0.4221 0.023 Uiso 1 1 calc R . . C18 C 0.01344(10) -0.08001(14) 0.37988(18) 0.0186(4) Uani 1 1 d . . . C19 C 0.04083(10) -0.01772(13) 0.30732(17) 0.0166(4) Uani 1 1 d . . . C20 C 0.31487(10) -0.04630(15) 0.53624(19) 0.0217(4) Uani 1 1 d . . . C21 C 0.32229(11) 0.03771(16) 0.6174(2) 0.0264(5) Uani 1 1 d . . . H21A H 0.3642 0.0642 0.6201 0.040 Uiso 1 1 calc R . . H21B H 0.3182 0.0217 0.7014 0.040 Uiso 1 1 calc R . . H21C H 0.2893 0.0810 0.5824 0.040 Uiso 1 1 calc R . . C22 C 0.24932(12) -0.08834(16) 0.5330(2) 0.0306(5) Uani 1 1 d . . . H22A H 0.2447 -0.1012 0.6177 0.046 Uiso 1 1 calc R . . H22B H 0.2455 -0.1439 0.4851 0.046 Uiso 1 1 calc R . . H22C H 0.2160 -0.0467 0.4940 0.046 Uiso 1 1 calc R . . C23 C 0.36485(13) -0.11421(18) 0.5985(2) 0.0366(6) Uani 1 1 d . . . H23A H 0.4074 -0.0889 0.6048 0.055 Uiso 1 1 calc R . . H23B H 0.3609 -0.1690 0.5489 0.055 Uiso 1 1 calc R . . H23C H 0.3581 -0.1281 0.6816 0.055 Uiso 1 1 calc R . . C24 C 0.44263(11) -0.06851(17) 0.1929(2) 0.0281(5) Uani 1 1 d DU . . C25 C 0.4894(5) -0.1207(5) 0.2935(8) 0.0309(14) Uani 0.55 1 d PDU A 1 H25A H 0.4675 -0.1717 0.3211 0.046 Uiso 0.55 1 calc PR A 1 H25B H 0.5053 -0.0813 0.3640 0.046 Uiso 0.55 1 calc PR A 1 H25C H 0.5251 -0.1421 0.2590 0.046 Uiso 0.55 1 calc PR A 1 C26 C 0.4246(6) -0.1248(7) 0.0785(9) 0.0330(17) Uani 0.55 1 d PDU A 1 H26A H 0.4031 -0.1790 0.0979 0.049 Uiso 0.55 1 calc PR A 1 H26B H 0.4629 -0.1412 0.0488 0.049 Uiso 0.55 1 calc PR A 1 H26C H 0.3960 -0.0909 0.0141 0.049 Uiso 0.55 1 calc PR A 1 C27 C 0.4815(6) 0.0146(7) 0.1603(12) 0.0278(15) Uani 0.55 1 d PDU A 1 H27A H 0.5204 -0.0063 0.1364 0.042 Uiso 0.55 1 calc PR A 1 H27B H 0.4926 0.0536 0.2329 0.042 Uiso 0.55 1 calc PR A 1 H27C H 0.4556 0.0478 0.0914 0.042 Uiso 0.55 1 calc PR A 1 C25' C 0.4780(7) -0.1408(7) 0.2763(11) 0.053(3) Uani 0.45 1 d PDU A 2 H25D H 0.5161 -0.1580 0.2465 0.079 Uiso 0.45 1 calc PR A 2 H25E H 0.4504 -0.1929 0.2750 0.079 Uiso 0.45 1 calc PR A 2 H25F H 0.4903 -0.1180 0.3612 0.079 Uiso 0.45 1 calc PR A 2 C26' C 0.4164(8) -0.1104(9) 0.0640(9) 0.036(2) Uani 0.45 1 d PDU A 2 H26D H 0.4512 -0.1387 0.0333 0.054 Uiso 0.45 1 calc PR A 2 H26E H 0.3971 -0.0637 0.0061 0.054 Uiso 0.45 1 calc PR A 2 H26F H 0.3843 -0.1554 0.0711 0.054 Uiso 0.45 1 calc PR A 2 C27' C 0.4871(9) 0.0069(10) 0.1782(16) 0.041(2) Uani 0.45 1 d PDU A 2 H27D H 0.5058 0.0318 0.2597 0.061 Uiso 0.45 1 calc PR A 2 H27E H 0.4634 0.0537 0.1259 0.061 Uiso 0.45 1 calc PR A 2 H27F H 0.5209 -0.0158 0.1393 0.061 Uiso 0.45 1 calc PR A 2 S1S S 0.39015(3) 0.29177(4) 0.42379(5) 0.02424(12) Uani 1 1 d . . . O1S O 0.37554(9) 0.27771(13) 0.54934(15) 0.0383(4) Uani 1 1 d . . . C1S C 0.42623(11) 0.19133(16) 0.3830(2) 0.0274(5) Uani 1 1 d . . . H1S1 H 0.4698 0.1870 0.4315 0.041 Uiso 1 1 calc R . . H1S2 H 0.4270 0.1924 0.2945 0.041 Uiso 1 1 calc R . . H1S3 H 0.4017 0.1396 0.4007 0.041 Uiso 1 1 calc R . . C2S C 0.31708(11) 0.27975(16) 0.3147(2) 0.0264(5) Uani 1 1 d . . . H2S1 H 0.2957 0.2251 0.3328 0.040 Uiso 1 1 calc R . . H2S2 H 0.3255 0.2761 0.2309 0.040 Uiso 1 1 calc R . . H2S3 H 0.2899 0.3314 0.3202 0.040 Uiso 1 1 calc R . . S1T S 0.17244(3) 0.88504(4) 0.15736(6) 0.02770(13) Uani 1 1 d . . . O1T O 0.10571(8) 0.88793(12) 0.08281(17) 0.0357(4) Uani 1 1 d . . . C1T C 0.22172(12) 0.85999(18) 0.0504(2) 0.0348(6) Uani 1 1 d . . . H1T1 H 0.2069 0.8049 0.0058 0.052 Uiso 1 1 calc R . . H1T2 H 0.2656 0.8522 0.0955 0.052 Uiso 1 1 calc R . . H1T3 H 0.2197 0.9092 -0.0089 0.052 Uiso 1 1 calc R . . C2T C 0.17974(13) 0.7797(2) 0.2341(2) 0.0382(6) Uani 1 1 d . . . H2T1 H 0.1553 0.7804 0.2997 0.057 Uiso 1 1 calc R . . H2T2 H 0.2245 0.7681 0.2705 0.057 Uiso 1 1 calc R . . H2T3 H 0.1634 0.7326 0.1743 0.057 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.01583(12) 0.01490(12) 0.01248(10) 0.00025(8) 0.00352(8) 0.00046(9) N1 0.0151(8) 0.0139(8) 0.0131(7) 0.0006(6) 0.0017(6) -0.0002(6) N2 0.0167(8) 0.0160(8) 0.0121(7) 0.0018(6) 0.0027(6) -0.0004(6) N3 0.0193(8) 0.0131(8) 0.0126(7) 0.0005(6) 0.0053(6) 0.0003(6) N4 0.0221(9) 0.0230(9) 0.0200(8) -0.0006(7) 0.0070(7) -0.0073(7) N5 0.0246(10) 0.0167(9) 0.0251(9) 0.0055(7) 0.0084(8) -0.0012(7) O1 0.0157(7) 0.0199(7) 0.0150(6) 0.0015(5) 0.0031(5) 0.0031(5) O2 0.0199(7) 0.0224(8) 0.0197(7) 0.0053(6) 0.0029(6) -0.0012(6) O3 0.0226(8) 0.0362(9) 0.0247(8) 0.0059(7) 0.0026(6) -0.0055(7) O4 0.0276(9) 0.0410(10) 0.0333(9) 0.0136(8) 0.0092(7) -0.0102(8) O5 0.0358(9) 0.0307(9) 0.0176(7) -0.0015(6) 0.0024(7) 0.0041(7) O6 0.0516(12) 0.0577(14) 0.0453(11) 0.0271(10) 0.0298(10) 0.0342(10) C1 0.0158(9) 0.0120(9) 0.0171(8) -0.0002(7) 0.0016(7) -0.0015(7) C2 0.0194(10) 0.0139(9) 0.0200(9) 0.0015(7) 0.0008(8) 0.0007(7) C3 0.0223(11) 0.0177(10) 0.0257(10) 0.0020(8) 0.0015(9) 0.0056(8) C4 0.0201(10) 0.0191(10) 0.0252(10) 0.0007(8) 0.0061(8) 0.0039(8) C5 0.0185(10) 0.0180(10) 0.0206(9) 0.0003(8) 0.0054(8) 0.0009(8) C6 0.0158(9) 0.0144(9) 0.0184(9) 0.0007(7) 0.0030(7) 0.0015(7) C7 0.0180(10) 0.0160(9) 0.0151(8) 0.0010(7) 0.0039(7) -0.0016(7) C8 0.0168(9) 0.0141(9) 0.0112(8) -0.0006(6) 0.0037(7) 0.0015(7) C9 0.0159(9) 0.0148(9) 0.0152(8) -0.0004(7) 0.0044(7) -0.0011(7) C10 0.0164(9) 0.0161(9) 0.0148(8) 0.0008(7) 0.0023(7) 0.0008(7) C11 0.0142(9) 0.0154(9) 0.0152(8) 0.0001(7) 0.0040(7) -0.0017(7) C12 0.0177(9) 0.0108(8) 0.0126(8) -0.0008(6) 0.0051(7) -0.0005(7) C13 0.0217(10) 0.0150(9) 0.0135(8) -0.0007(7) 0.0026(7) -0.0013(8) C14 0.0217(10) 0.0146(9) 0.0145(8) -0.0006(7) 0.0063(7) -0.0023(7) C15 0.0236(10) 0.0160(10) 0.0154(8) -0.0017(7) 0.0054(8) -0.0021(8) C16 0.0192(10) 0.0179(10) 0.0194(9) -0.0018(7) 0.0067(8) -0.0041(8) C17 0.0258(11) 0.0163(10) 0.0178(9) 0.0001(7) 0.0092(8) -0.0037(8) C18 0.0232(10) 0.0157(10) 0.0177(9) 0.0028(7) 0.0059(8) 0.0011(8) C19 0.0221(10) 0.0146(9) 0.0150(8) -0.0009(7) 0.0081(8) -0.0020(7) C20 0.0249(11) 0.0212(10) 0.0186(9) 0.0034(8) 0.0036(8) 0.0039(8) C21 0.0273(12) 0.0305(12) 0.0201(10) -0.0006(9) 0.0017(9) 0.0007(9) C22 0.0360(13) 0.0291(13) 0.0255(11) 0.0087(9) 0.0040(10) -0.0077(10) C23 0.0459(16) 0.0361(14) 0.0264(11) 0.0113(10) 0.0046(11) 0.0159(12) C24 0.0235(11) 0.0291(12) 0.0334(11) 0.0024(9) 0.0102(9) 0.0109(9) C25 0.024(3) 0.032(3) 0.038(3) 0.007(2) 0.009(2) 0.012(2) C26 0.024(3) 0.027(3) 0.046(3) -0.005(2) 0.003(2) 0.015(3) C27 0.018(3) 0.032(3) 0.033(3) 0.006(2) 0.006(2) 0.008(2) C25' 0.050(6) 0.057(5) 0.055(4) 0.016(4) 0.020(4) 0.033(4) C26' 0.032(4) 0.033(4) 0.046(3) -0.009(3) 0.016(3) 0.017(3) C27' 0.024(4) 0.044(4) 0.053(6) -0.003(4) 0.006(4) 0.005(3) S1S 0.0272(3) 0.0194(3) 0.0267(3) -0.0027(2) 0.0072(2) -0.0032(2) O1S 0.0533(12) 0.0386(11) 0.0247(8) -0.0058(7) 0.0122(8) -0.0025(9) C1S 0.0223(11) 0.0276(12) 0.0321(12) -0.0012(9) 0.0052(9) 0.0029(9) C2S 0.0264(11) 0.0244(11) 0.0284(11) 0.0011(9) 0.0056(9) 0.0024(9) S1T 0.0207(3) 0.0268(3) 0.0338(3) -0.0116(2) 0.0014(2) -0.0002(2) O1T 0.0218(9) 0.0387(10) 0.0426(10) 0.0048(8) -0.0025(7) 0.0043(7) C1T 0.0343(14) 0.0334(14) 0.0386(13) -0.0037(11) 0.0121(11) 0.0023(11) C2T 0.0396(15) 0.0493(17) 0.0248(11) 0.0050(11) 0.0045(11) 0.0113(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.9431(13) . ? Zn1 O2 2.0124(15) . ? Zn1 N1 2.0738(16) . ? Zn1 N2 2.0837(16) 4_566 ? Zn1 N3 2.1410(16) . ? N1 C7 1.297(3) . ? N1 C8 1.404(2) . ? N2 C9 1.341(2) . ? N2 C10 1.353(2) . ? N2 Zn1 2.0836(16) 4_565 ? N3 C13 1.291(3) . ? N3 C12 1.405(2) . ? N4 O4 1.230(2) . ? N4 O3 1.235(2) . ? N4 C16 1.451(3) . ? N5 O6 1.213(2) . ? N5 O5 1.221(2) . ? N5 C18 1.469(3) . ? O1 C1 1.299(2) . ? O2 C19 1.265(2) . ? C1 C6 1.436(3) . ? C1 C2 1.437(3) . ? C2 C3 1.382(3) . ? C2 C20 1.544(3) . ? C3 C4 1.414(3) . ? C4 C5 1.374(3) . ? C4 C24 1.534(3) . ? C5 C6 1.410(3) . ? C6 C7 1.439(3) . ? C8 C9 1.388(3) . ? C8 C12 1.414(3) . ? C10 C11 1.378(3) . ? C11 C12 1.397(3) . ? C13 C14 1.443(3) . ? C14 C15 1.398(3) . ? C14 C19 1.450(3) . ? C15 C16 1.373(3) . ? C16 C17 1.396(3) . ? C17 C18 1.369(3) . ? C18 C19 1.434(3) . ? C20 C21 1.533(3) . ? C20 C23 1.536(3) . ? C20 C22 1.539(3) . ? C24 C26 1.500(9) . ? C24 C27' 1.512(8) . ? C24 C25' 1.519(8) . ? C24 C25 1.547(7) . ? C24 C26' 1.550(8) . ? C24 C27 1.582(8) . ? S1S O1S 1.4984(18) . ? S1S C2S 1.781(2) . ? S1S C1S 1.793(2) . ? S1T O1T 1.5008(17) . ? S1T C2T 1.783(3) . ? S1T C1T 1.784(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O2 99.03(6) . . ? O1 Zn1 N1 87.99(6) . . ? O2 Zn1 N1 145.13(6) . . ? O1 Zn1 N2 101.50(6) . 4_566 ? O2 Zn1 N2 101.28(6) . 4_566 ? N1 Zn1 N2 110.76(6) . 4_566 ? O1 Zn1 N3 159.72(6) . . ? O2 Zn1 N3 86.34(6) . . ? N1 Zn1 N3 76.92(6) . . ? N2 Zn1 N3 96.54(6) 4_566 . ? C7 N1 C8 121.82(16) . . ? C7 N1 Zn1 124.10(13) . . ? C8 N1 Zn1 112.78(12) . . ? C9 N2 C10 118.18(17) . . ? C9 N2 Zn1 121.84(13) . 4_565 ? C10 N2 Zn1 119.09(13) . 4_565 ? C13 N3 C12 120.52(16) . . ? C13 N3 Zn1 127.89(13) . . ? C12 N3 Zn1 111.46(12) . . ? O4 N4 O3 123.07(18) . . ? O4 N4 C16 118.39(18) . . ? O3 N4 C16 118.52(17) . . ? O6 N5 O5 123.36(19) . . ? O6 N5 C18 117.94(18) . . ? O5 N5 C18 118.70(18) . . ? C1 O1 Zn1 125.94(12) . . ? C19 O2 Zn1 130.36(13) . . ? O1 C1 C6 122.36(17) . . ? O1 C1 C2 120.66(17) . . ? C6 C1 C2 116.97(18) . . ? C3 C2 C1 118.77(19) . . ? C3 C2 C20 121.61(18) . . ? C1 C2 C20 119.59(18) . . ? C2 C3 C4 124.72(19) . . ? C5 C4 C3 116.40(19) . . ? C5 C4 C24 120.88(19) . . ? C3 C4 C24 122.69(19) . . ? C4 C5 C6 122.16(19) . . ? C5 C6 C1 120.93(18) . . ? C5 C6 C7 115.58(18) . . ? C1 C6 C7 123.44(18) . . ? N1 C7 C6 124.93(18) . . ? C9 C8 N1 125.50(18) . . ? C9 C8 C12 118.70(17) . . ? N1 C8 C12 115.68(16) . . ? N2 C9 C8 122.51(18) . . ? N2 C10 C11 123.54(17) . . ? C10 C11 C12 118.34(18) . . ? C11 C12 N3 126.17(18) . . ? C11 C12 C8 118.53(17) . . ? N3 C12 C8 115.23(16) . . ? N3 C13 C14 123.82(18) . . ? C15 C14 C13 116.21(17) . . ? C15 C14 C19 120.72(18) . . ? C13 C14 C19 123.07(18) . . ? C16 C15 C14 120.67(18) . . ? C15 C16 C17 121.61(19) . . ? C15 C16 N4 120.07(18) . . ? C17 C16 N4 118.30(18) . . ? C18 C17 C16 117.59(19) . . ? C17 C18 C19 124.94(19) . . ? C17 C18 N5 117.96(18) . . ? C19 C18 N5 117.02(18) . . ? O2 C19 C18 120.11(18) . . ? O2 C19 C14 125.99(18) . . ? C18 C19 C14 113.87(18) . . ? C21 C20 C23 107.69(18) . . ? C21 C20 C22 109.46(19) . . ? C23 C20 C22 107.1(2) . . ? C21 C20 C2 109.87(17) . . ? C23 C20 C2 111.71(19) . . ? C22 C20 C2 110.93(17) . . ? C26 C24 C27' 112.8(12) . . ? C26 C24 C25' 96.8(7) . . ? C27' C24 C25' 110.4(7) . . ? C26 C24 C4 112.9(6) . . ? C27' C24 C4 110.7(9) . . ? C25' C24 C4 112.5(7) . . ? C26 C24 C25 109.6(5) . . ? C27' C24 C25 97.0(8) . . ? C25' C24 C25 15.3(6) . . ? C4 C24 C25 112.8(5) . . ? C26 C24 C26' 11.2(8) . . ? C27' C24 C26' 108.8(6) . . ? C25' C24 C26' 108.0(6) . . ? C4 C24 C26' 106.3(7) . . ? C25 C24 C26' 120.8(7) . . ? C26 C24 C27 107.9(6) . . ? C27' C24 C27 8.4(9) . . ? C25' C24 C27 118.4(8) . . ? C4 C24 C27 108.0(6) . . ? C25 C24 C27 105.3(5) . . ? C26' C24 C27 102.6(10) . . ? O1S S1S C2S 106.57(11) . . ? O1S S1S C1S 107.44(11) . . ? C2S S1S C1S 96.52(11) . . ? O1T S1T C2T 105.42(12) . . ? O1T S1T C1T 106.08(12) . . ? C2T S1T C1T 97.03(13) . . ? 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 O1 Zn1 N1 C7 23.87(16) . . . . ? O2 Zn1 N1 C7 -79.10(19) . . . . ? N2 Zn1 N1 C7 125.41(15) 4_566 . . . ? N3 Zn1 N1 C7 -142.48(17) . . . . ? O1 Zn1 N1 C8 -169.03(13) . . . . ? O2 Zn1 N1 C8 88.00(16) . . . . ? N2 Zn1 N1 C8 -67.49(13) 4_566 . . . ? N3 Zn1 N1 C8 24.62(12) . . . . ? O1 Zn1 N3 C13 118.7(2) . . . . ? O2 Zn1 N3 C13 12.41(17) . . . . ? N1 Zn1 N3 C13 161.60(18) . . . . ? N2 Zn1 N3 C13 -88.54(17) 4_566 . . . ? O1 Zn1 N3 C12 -65.5(2) . . . . ? O2 Zn1 N3 C12 -171.77(13) . . . . ? N1 Zn1 N3 C12 -22.57(12) . . . . ? N2 Zn1 N3 C12 87.28(13) 4_566 . . . ? O2 Zn1 O1 C1 108.21(16) . . . . ? N1 Zn1 O1 C1 -37.45(16) . . . . ? N2 Zn1 O1 C1 -148.23(15) 4_566 . . . ? N3 Zn1 O1 C1 4.1(3) . . . . ? O1 Zn1 O2 C19 -175.42(17) . . . . ? N1 Zn1 O2 C19 -75.9(2) . . . . ? N2 Zn1 O2 C19 80.84(18) 4_566 . . . ? N3 Zn1 O2 C19 -15.10(18) . . . . ? Zn1 O1 C1 C6 35.0(3) . . . . ? Zn1 O1 C1 C2 -146.23(15) . . . . ? O1 C1 C2 C3 -177.40(18) . . . . ? C6 C1 C2 C3 1.4(3) . . . . ? O1 C1 C2 C20 0.6(3) . . . . ? C6 C1 C2 C20 179.37(18) . . . . ? C1 C2 C3 C4 0.2(3) . . . . ? C20 C2 C3 C4 -177.7(2) . . . . ? C2 C3 C4 C5 -0.5(3) . . . . ? C2 C3 C4 C24 177.8(2) . . . . ? C3 C4 C5 C6 -0.9(3) . . . . ? C24 C4 C5 C6 -179.2(2) . . . . ? C4 C5 C6 C1 2.5(3) . . . . ? C4 C5 C6 C7 -175.10(19) . . . . ? O1 C1 C6 C5 176.04(18) . . . . ? C2 C1 C6 C5 -2.7(3) . . . . ? O1 C1 C6 C7 -6.5(3) . . . . ? C2 C1 C6 C7 174.71(18) . . . . ? C8 N1 C7 C6 -174.30(18) . . . . ? Zn1 N1 C7 C6 -8.3(3) . . . . ? C5 C6 C7 N1 171.07(19) . . . . ? C1 C6 C7 N1 -6.5(3) . . . . ? C7 N1 C8 C9 -40.1(3) . . . . ? Zn1 N1 C8 C9 152.49(16) . . . . ? C7 N1 C8 C12 143.97(18) . . . . ? Zn1 N1 C8 C12 -23.5(2) . . . . ? C10 N2 C9 C8 -1.0(3) . . . . ? Zn1 N2 C9 C8 168.10(14) 4_565 . . . ? N1 C8 C9 N2 -178.83(18) . . . . ? C12 C8 C9 N2 -3.0(3) . . . . ? C9 N2 C10 C11 3.8(3) . . . . ? Zn1 N2 C10 C11 -165.68(15) 4_565 . . . ? N2 C10 C11 C12 -2.2(3) . . . . ? C10 C11 C12 N3 174.82(18) . . . . ? C10 C11 C12 C8 -1.9(3) . . . . ? C13 N3 C12 C11 16.5(3) . . . . ? Zn1 N3 C12 C11 -159.63(16) . . . . ? C13 N3 C12 C8 -166.61(17) . . . . ? Zn1 N3 C12 C8 17.2(2) . . . . ? C9 C8 C12 C11 4.4(3) . . . . ? N1 C8 C12 C11 -179.35(17) . . . . ? C9 C8 C12 N3 -172.69(17) . . . . ? N1 C8 C12 N3 3.5(2) . . . . ? C12 N3 C13 C14 -178.43(18) . . . . ? Zn1 N3 C13 C14 -2.9(3) . . . . ? N3 C13 C14 C15 170.23(19) . . . . ? N3 C13 C14 C19 -10.4(3) . . . . ? C13 C14 C15 C16 179.71(19) . . . . ? C19 C14 C15 C16 0.3(3) . . . . ? C14 C15 C16 C17 -3.5(3) . . . . ? C14 C15 C16 N4 178.27(18) . . . . ? O4 N4 C16 C15 176.6(2) . . . . ? O3 N4 C16 C15 -2.3(3) . . . . ? O4 N4 C16 C17 -1.7(3) . . . . ? O3 N4 C16 C17 179.38(19) . . . . ? C15 C16 C17 C18 0.2(3) . . . . ? N4 C16 C17 C18 178.41(18) . . . . ? C16 C17 C18 C19 6.7(3) . . . . ? C16 C17 C18 N5 -176.47(18) . . . . ? O6 N5 C18 C17 128.2(2) . . . . ? O5 N5 C18 C17 -51.4(3) . . . . ? O6 N5 C18 C19 -54.8(3) . . . . ? O5 N5 C18 C19 125.7(2) . . . . ? Zn1 O2 C19 C18 -169.53(14) . . . . ? Zn1 O2 C19 C14 8.3(3) . . . . ? C17 C18 C19 O2 168.7(2) . . . . ? N5 C18 C19 O2 -8.1(3) . . . . ? C17 C18 C19 C14 -9.3(3) . . . . ? N5 C18 C19 C14 173.81(17) . . . . ? C15 C14 C19 O2 -172.39(19) . . . . ? C13 C14 C19 O2 8.3(3) . . . . ? C15 C14 C19 C18 5.5(3) . . . . ? C13 C14 C19 C18 -173.77(18) . . . . ? C3 C2 C20 C21 114.8(2) . . . . ? C1 C2 C20 C21 -63.1(2) . . . . ? C3 C2 C20 C23 -4.6(3) . . . . ? C1 C2 C20 C23 177.5(2) . . . . ? C3 C2 C20 C22 -124.0(2) . . . . ? C1 C2 C20 C22 58.1(2) . . . . ? C5 C4 C24 C26 -63.1(5) . . . . ? C3 C4 C24 C26 118.7(5) . . . . ? C5 C4 C24 C27' 64.5(7) . . . . ? C3 C4 C24 C27' -113.8(6) . . . . ? C5 C4 C24 C25' -171.4(5) . . . . ? C3 C4 C24 C25' 10.3(6) . . . . ? C5 C4 C24 C25 171.9(4) . . . . ? C3 C4 C24 C25 -6.3(4) . . . . ? C5 C4 C24 C26' -53.5(6) . . . . ? C3 C4 C24 C26' 128.3(6) . . . . ? C5 C4 C24 C27 56.0(5) . . . . ? C3 C4 C24 C27 -122.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.661 _refine_diff_density_min -0.638 _refine_diff_density_rms 0.133 _database_code_depnum_ccdc_archive 'CCDC 972707' ####################################################################### # # 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_mo_c32 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H40 I N3 O4 Zn' _chemical_formula_weight 698.92 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 20.7881(8) _cell_length_b 19.8405(8) _cell_length_c 7.4304(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.6650(10) _cell_angle_gamma 90.00 _cell_volume 3037.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7907 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 28.26 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.01 _exptl_crystal_size_min 0.001 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.528 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 1.863 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9292 _exptl_absorpt_correction_T_max 0.9981 _exptl_absorpt_process_details ; SADABS Version 2008/1 Bruker-Nonius Blessing, Acta Cryst. (1995) A51 33-38 ; _exptl_special_details ; It should be noted that the esd's of the cell dimensions are probably too low; they should be multiplied by a factor of 2 to 10 ; _diffrn_ambient_temperature 100(2) _diffrn_measurement_specimen_support 'magnetic support with MicroMount' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'Microfocus source E025 IuS' _diffrn_source_type 'Bruker APEX DUO' _diffrn_source_power 50 _diffrn_source_current 0.6 _diffrn_source_size '0.2 mm x 0.2 mm fine focus' _diffrn_radiation_monochromator 'Quazar MX Multilayer Optics' _diffrn_detector_type '4K CCD area detector APEX II' _diffrn_measurement_device_type 'APEX DUO Kappa 4-axis goniometer' _diffrn_measurement_method ; Fullsphere data collection, phi and omega scans ; _diffrn_detector_area_resol_mean 512 _diffrn_reflns_number 20892 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 0.99 _diffrn_reflns_theta_max 28.33 _reflns_number_total 7337 _reflns_number_gt 5967 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2 v2011.4-0' _computing_cell_refinement 'Bruker APEX2 v2011.4-0' _computing_data_reduction 'Bruker SAINT V7.60A' _computing_structure_solution Sir2011 _computing_structure_refinement 'SHELXS-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0422P)^2^+0.9535P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7337 _refine_ls_number_parameters 362 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0458 _refine_ls_R_factor_gt 0.0313 _refine_ls_wR_factor_ref 0.0914 _refine_ls_wR_factor_gt 0.0800 _refine_ls_goodness_of_fit_ref 1.159 _refine_ls_restrained_S_all 1.159 _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 0.21305(15) 0.63406(14) 0.4663(4) 0.0164(6) Uani 1 1 d . . . C2 C 0.15098(16) 0.66246(14) 0.4861(4) 0.0189(6) Uani 1 1 d . . . C3 C 0.14849(17) 0.72990(15) 0.5329(4) 0.0219(7) Uani 1 1 d . . . H3 H 0.1075 0.7491 0.5459 0.026 Uiso 1 1 calc R . . C4 C 0.20389(17) 0.77137(15) 0.5620(5) 0.0240(7) Uani 1 1 d . . . H4 H 0.2000 0.8171 0.5965 0.029 Uiso 1 1 calc R . . C5 C 0.26252(17) 0.74566(15) 0.5405(5) 0.0232(7) Uani 1 1 d . . . H5 H 0.2998 0.7738 0.5584 0.028 Uiso 1 1 calc R . . C6 C 0.26924(15) 0.67664(13) 0.4913(4) 0.0159(6) Uani 1 1 d . . . C7 C 0.33260(16) 0.65726(13) 0.4620(4) 0.0166(6) Uani 1 1 d . . . H7 H 0.3655 0.6908 0.4803 0.020 Uiso 1 1 calc R . . C8 C 0.08939(16) 0.61918(16) 0.4552(5) 0.0248(7) Uani 1 1 d . . . C9 C 0.08069(17) 0.58865(17) 0.2626(5) 0.0320(8) Uani 1 1 d . . . H9A H 0.0777 0.6250 0.1726 0.048 Uiso 1 1 calc R . . H9B H 0.0409 0.5617 0.2447 0.048 Uiso 1 1 calc R . . H9C H 0.1180 0.5599 0.2483 0.048 Uiso 1 1 calc R . . C10 C 0.09378(18) 0.56233(18) 0.5966(6) 0.0372(9) Uani 1 1 d . . . H10A H 0.1312 0.5336 0.5833 0.056 Uiso 1 1 calc R . . H10B H 0.0540 0.5353 0.5780 0.056 Uiso 1 1 calc R . . H10C H 0.0990 0.5818 0.7189 0.056 Uiso 1 1 calc R . . C12 C 0.41284(14) 0.58487(13) 0.3725(4) 0.0135(6) Uani 1 1 d . . . C11 C 0.02828(18) 0.66011(18) 0.4733(6) 0.0331(8) Uani 1 1 d . . . H11A H 0.0300 0.6764 0.5984 0.050 Uiso 1 1 calc R . . H11B H -0.0101 0.6315 0.4432 0.050 Uiso 1 1 calc R . . H11C H 0.0258 0.6986 0.3901 0.050 Uiso 1 1 calc R . . C13 C 0.46455(14) 0.62966(14) 0.4065(4) 0.0153(6) Uani 1 1 d . . . H13 H 0.4582 0.6720 0.4611 0.018 Uiso 1 1 calc R . . C14 C 0.53432(15) 0.55406(14) 0.2844(4) 0.0165(6) Uani 1 1 d . . . H14 H 0.5762 0.5444 0.2533 0.020 Uiso 1 1 calc R . . C15 C 0.48568(15) 0.50756(14) 0.2493(4) 0.0168(6) Uani 1 1 d . . . H15 H 0.4941 0.4656 0.1954 0.020 Uiso 1 1 calc R . . C16 C 0.42391(15) 0.52153(13) 0.2923(4) 0.0144(6) Uani 1 1 d . . . C17 C 0.57524(16) 0.66450(15) 0.3926(5) 0.0230(7) Uani 1 1 d . . . H17A H 0.5687 0.6984 0.2960 0.035 Uiso 1 1 calc R . . H17B H 0.6174 0.6425 0.3911 0.035 Uiso 1 1 calc R . . H17C H 0.5742 0.6864 0.5105 0.035 Uiso 1 1 calc R . . C18 C 0.37279(15) 0.42111(14) 0.1808(4) 0.0153(6) Uani 1 1 d . . . H18 H 0.4140 0.4068 0.1536 0.018 Uiso 1 1 calc R . . C19 C 0.31882(15) 0.37712(13) 0.1306(4) 0.0145(6) Uani 1 1 d . . . C20 C 0.33390(16) 0.31568(14) 0.0461(4) 0.0179(6) Uani 1 1 d . . . H20 H 0.3778 0.3052 0.0348 0.022 Uiso 1 1 calc R . . C21 C 0.28580(16) 0.27186(14) -0.0186(4) 0.0205(7) Uani 1 1 d . . . H21 H 0.2960 0.2306 -0.0730 0.025 Uiso 1 1 calc R . . C22 C 0.22104(16) 0.28849(14) -0.0037(4) 0.0198(6) Uani 1 1 d . . . H22 H 0.1882 0.2572 -0.0493 0.024 Uiso 1 1 calc R . . C23 C 0.20213(15) 0.34718(14) 0.0726(4) 0.0162(6) Uani 1 1 d . . . C24 C 0.25246(15) 0.39409(13) 0.1455(4) 0.0144(6) Uani 1 1 d . . . C25 C 0.13043(15) 0.36613(14) 0.0735(4) 0.0193(6) Uani 1 1 d . . . C26 C 0.11362(17) 0.42808(16) -0.0479(5) 0.0261(7) Uani 1 1 d . . . H26A H 0.1425 0.4654 -0.0051 0.039 Uiso 1 1 calc R . . H26B H 0.0685 0.4413 -0.0425 0.039 Uiso 1 1 calc R . . H26C H 0.1192 0.4170 -0.1734 0.039 Uiso 1 1 calc R . . C27 C 0.11507(16) 0.38138(16) 0.2663(4) 0.0230(7) Uani 1 1 d . . . H27A H 0.1258 0.3420 0.3441 0.034 Uiso 1 1 calc R . . H27B H 0.0688 0.3917 0.2616 0.034 Uiso 1 1 calc R . . H27C H 0.1408 0.4201 0.3158 0.034 Uiso 1 1 calc R . . C28 C 0.08487(17) 0.30839(17) -0.0022(5) 0.0285(8) Uani 1 1 d . . . H28A H 0.0907 0.2996 -0.1289 0.043 Uiso 1 1 calc R . . H28B H 0.0397 0.3213 0.0040 0.043 Uiso 1 1 calc R . . H28C H 0.0953 0.2676 0.0700 0.043 Uiso 1 1 calc R . . C29 C 0.25267(17) 0.41876(16) 0.6539(5) 0.0244(7) Uani 1 1 d . . . H29A H 0.2133 0.4460 0.6528 0.037 Uiso 1 1 calc R . . H29B H 0.2642 0.3987 0.7744 0.037 Uiso 1 1 calc R . . H29C H 0.2449 0.3829 0.5629 0.037 Uiso 1 1 calc R . . I1 I 0.457066(10) 0.672526(9) 0.89720(3) 0.01996(7) Uani 1 1 d . . . N1 N 0.35011(12) 0.59719(11) 0.4118(3) 0.0138(5) Uani 1 1 d . . . N2 N 0.52328(12) 0.61376(11) 0.3631(3) 0.0156(5) Uani 1 1 d . . . N3 N 0.36976(12) 0.47930(11) 0.2611(3) 0.0130(5) Uani 1 1 d . . . O1 O 0.21647(11) 0.57064(10) 0.4227(3) 0.0211(5) Uani 1 1 d . . . O2 O 0.23608(10) 0.44963(10) 0.2184(3) 0.0176(4) Uani 1 1 d . . . O3 O 0.30517(10) 0.46105(10) 0.6122(3) 0.0177(4) Uani 1 1 d . . . H1O3 H 0.3170 0.4904 0.7046 0.027 Uiso 1 1 d R . . Zn1 Zn 0.288909(16) 0.515575(15) 0.36948(5) 0.01374(9) Uani 1 1 d . . . O1M O 0.33676(13) 0.54873(11) 0.8706(3) 0.0317(6) Uani 1 1 d . . . H1M H 0.3670 0.5770 0.8738 0.048 Uiso 1 1 calc R . . C1M C 0.2811(2) 0.58015(18) 0.9275(5) 0.0347(9) Uani 1 1 d . . . H1M1 H 0.2931 0.6009 1.0470 0.052 Uiso 1 1 calc R . . H1M2 H 0.2473 0.5462 0.9352 0.052 Uiso 1 1 calc R . . H1M3 H 0.2647 0.6149 0.8394 0.052 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0198(16) 0.0144(13) 0.0147(14) 0.0010(11) 0.0017(12) 0.0016(11) C2 0.0187(16) 0.0197(14) 0.0186(14) 0.0017(12) 0.0037(13) 0.0026(12) C3 0.0222(18) 0.0220(14) 0.0227(16) -0.0004(12) 0.0070(14) 0.0091(13) C4 0.0282(19) 0.0176(14) 0.0269(17) -0.0073(13) 0.0057(14) 0.0045(13) C5 0.0240(18) 0.0148(13) 0.0298(18) -0.0050(13) 0.0002(14) 0.0003(12) C6 0.0184(16) 0.0141(12) 0.0150(13) -0.0009(11) 0.0016(12) 0.0022(11) C7 0.0200(16) 0.0126(12) 0.0164(14) 0.0007(10) 0.0002(12) -0.0010(11) C8 0.0169(17) 0.0242(15) 0.0348(19) 0.0023(14) 0.0088(15) 0.0037(13) C9 0.0170(18) 0.0324(18) 0.045(2) -0.0063(17) 0.0002(16) 0.0000(14) C10 0.022(2) 0.0336(19) 0.058(3) 0.0161(18) 0.0122(18) 0.0001(15) C12 0.0135(15) 0.0126(12) 0.0143(13) 0.0028(10) 0.0011(12) -0.0007(11) C11 0.0194(19) 0.0348(18) 0.047(2) 0.0010(17) 0.0105(17) 0.0059(15) C13 0.0159(16) 0.0135(12) 0.0164(14) -0.0001(11) 0.0013(12) 0.0001(11) C14 0.0143(15) 0.0157(13) 0.0195(14) -0.0003(11) 0.0023(12) 0.0006(11) C15 0.0167(16) 0.0142(12) 0.0192(14) 0.0008(11) 0.0008(12) 0.0002(11) C16 0.0168(15) 0.0124(12) 0.0132(13) 0.0026(10) -0.0006(11) -0.0015(11) C17 0.0173(16) 0.0181(14) 0.0339(18) 0.0003(13) 0.0044(14) -0.0049(12) C18 0.0128(15) 0.0156(12) 0.0176(14) 0.0007(11) 0.0019(12) 0.0013(11) C19 0.0157(15) 0.0136(12) 0.0137(13) -0.0006(10) 0.0000(12) -0.0021(11) C20 0.0194(16) 0.0151(13) 0.0192(15) -0.0006(11) 0.0025(13) 0.0024(11) C21 0.0256(18) 0.0112(12) 0.0244(16) -0.0030(12) 0.0023(14) -0.0006(12) C22 0.0227(17) 0.0155(13) 0.0208(15) -0.0021(12) 0.0011(13) -0.0056(12) C23 0.0170(16) 0.0160(13) 0.0147(13) 0.0022(11) -0.0012(12) -0.0045(11) C24 0.0179(16) 0.0120(12) 0.0134(13) 0.0018(10) 0.0019(12) -0.0014(11) C25 0.0165(16) 0.0175(13) 0.0238(15) 0.0029(12) 0.0029(13) -0.0040(12) C26 0.0191(18) 0.0272(16) 0.0305(18) 0.0063(14) -0.0024(15) 0.0001(13) C27 0.0182(17) 0.0249(15) 0.0257(16) 0.0031(13) 0.0028(14) -0.0026(13) C28 0.0221(18) 0.0268(16) 0.036(2) -0.0034(15) 0.0028(15) -0.0075(14) C29 0.0261(19) 0.0239(15) 0.0232(16) 0.0073(13) 0.0034(14) -0.0060(13) I1 0.02248(12) 0.01478(10) 0.02217(11) -0.00106(7) 0.00130(8) 0.00133(8) N1 0.0150(13) 0.0126(10) 0.0143(11) 0.0001(9) 0.0033(10) 0.0000(9) N2 0.0135(13) 0.0136(10) 0.0194(12) 0.0005(10) 0.0007(10) -0.0037(9) N3 0.0143(13) 0.0114(10) 0.0128(11) -0.0009(9) 0.0000(10) -0.0010(9) O1 0.0158(12) 0.0124(9) 0.0358(13) -0.0028(9) 0.0058(10) 0.0008(8) O2 0.0158(11) 0.0152(9) 0.0219(11) -0.0041(8) 0.0027(9) -0.0015(8) O3 0.0186(12) 0.0165(9) 0.0183(10) 0.0014(8) 0.0035(9) -0.0026(8) Zn1 0.01293(18) 0.01081(15) 0.01771(17) -0.00051(12) 0.00283(14) -0.00087(12) O1M 0.0446(17) 0.0237(11) 0.0260(12) -0.0031(10) 0.0021(12) -0.0125(11) C1M 0.050(3) 0.0292(17) 0.0238(17) 0.0030(14) 0.0021(17) -0.0074(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.304(3) . ? C1 C2 1.433(4) . ? C1 C6 1.433(4) . ? C2 C3 1.385(4) . ? C2 C8 1.533(5) . ? C3 C4 1.409(5) . ? C4 C5 1.350(5) . ? C5 C6 1.429(4) . ? C6 C7 1.417(4) . ? C7 N1 1.314(3) . ? C8 C11 1.529(5) . ? C8 C10 1.536(5) . ? C8 C9 1.542(5) . ? C12 C13 1.392(4) . ? C12 N1 1.396(4) . ? C12 C16 1.423(4) . ? C13 N2 1.341(4) . ? C14 N2 1.354(4) . ? C14 C15 1.368(4) . ? C15 C16 1.392(4) . ? C16 N3 1.398(4) . ? C17 N2 1.472(4) . ? C18 N3 1.305(3) . ? C18 C19 1.431(4) . ? C19 C20 1.425(4) . ? C19 C24 1.438(4) . ? C20 C21 1.363(4) . ? C21 C22 1.405(4) . ? C22 C23 1.376(4) . ? C23 C24 1.450(4) . ? C23 C25 1.538(4) . ? C24 O2 1.293(3) . ? C25 C26 1.537(4) . ? C25 C27 1.538(4) . ? C25 C28 1.544(4) . ? C29 O3 1.443(4) . ? N1 Zn1 2.057(2) . ? N3 Zn1 2.086(2) . ? O1 Zn1 1.943(2) . ? O2 Zn1 1.962(2) . ? O3 Zn1 2.091(2) . ? O1M C1M 1.427(5) . ? 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 O1 C1 C2 119.0(3) . . ? O1 C1 C6 122.0(3) . . ? C2 C1 C6 119.0(3) . . ? C3 C2 C1 118.0(3) . . ? C3 C2 C8 121.4(3) . . ? C1 C2 C8 120.6(3) . . ? C2 C3 C4 123.1(3) . . ? C5 C4 C3 119.6(3) . . ? C4 C5 C6 120.8(3) . . ? C7 C6 C5 115.1(3) . . ? C7 C6 C1 125.3(2) . . ? C5 C6 C1 119.5(3) . . ? N1 C7 C6 126.0(3) . . ? C11 C8 C2 112.1(3) . . ? C11 C8 C10 107.7(3) . . ? C2 C8 C10 109.7(3) . . ? C11 C8 C9 107.1(3) . . ? C2 C8 C9 110.6(3) . . ? C10 C8 C9 109.6(3) . . ? C13 C12 N1 124.8(3) . . ? C13 C12 C16 118.4(3) . . ? N1 C12 C16 116.8(2) . . ? N2 C13 C12 120.8(3) . . ? N2 C14 C15 120.6(3) . . ? C14 C15 C16 120.2(3) . . ? C15 C16 N3 126.1(3) . . ? C15 C16 C12 118.5(3) . . ? N3 C16 C12 115.3(3) . . ? N3 C18 C19 125.1(3) . . ? C20 C19 C18 115.2(3) . . ? C20 C19 C24 120.3(3) . . ? C18 C19 C24 124.3(2) . . ? C21 C20 C19 120.4(3) . . ? C20 C21 C22 119.2(3) . . ? C23 C22 C21 124.1(3) . . ? C22 C23 C24 117.8(3) . . ? C22 C23 C25 122.6(3) . . ? C24 C23 C25 119.5(3) . . ? O2 C24 C19 122.7(3) . . ? O2 C24 C23 119.1(3) . . ? C19 C24 C23 118.2(2) . . ? C26 C25 C23 109.7(3) . . ? C26 C25 C27 109.3(3) . . ? C23 C25 C27 111.9(3) . . ? C26 C25 C28 107.4(3) . . ? C23 C25 C28 111.4(3) . . ? C27 C25 C28 107.0(3) . . ? C7 N1 C12 121.3(2) . . ? C7 N1 Zn1 124.6(2) . . ? C12 N1 Zn1 113.96(17) . . ? C13 N2 C14 121.5(2) . . ? C13 N2 C17 118.5(2) . . ? C14 N2 C17 120.0(3) . . ? C18 N3 C16 121.3(3) . . ? C18 N3 Zn1 124.9(2) . . ? C16 N3 Zn1 113.67(17) . . ? C1 O1 Zn1 131.5(2) . . ? C24 O2 Zn1 130.49(19) . . ? C29 O3 Zn1 116.51(18) . . ? O1 Zn1 O2 95.83(9) . . ? O1 Zn1 N1 90.37(9) . . ? O2 Zn1 N1 154.15(9) . . ? O1 Zn1 N3 163.44(9) . . ? O2 Zn1 N3 88.12(9) . . ? N1 Zn1 N3 79.46(9) . . ? O1 Zn1 O3 98.96(9) . . ? O2 Zn1 O3 99.33(8) . . ? N1 Zn1 O3 104.46(9) . . ? N3 Zn1 O3 96.24(9) . . ? 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 O1 C1 C2 C3 179.9(3) . . . . ? C6 C1 C2 C3 -1.5(4) . . . . ? O1 C1 C2 C8 -0.4(4) . . . . ? C6 C1 C2 C8 178.2(3) . . . . ? C1 C2 C3 C4 -0.1(5) . . . . ? C8 C2 C3 C4 -179.8(3) . . . . ? C2 C3 C4 C5 1.4(5) . . . . ? C3 C4 C5 C6 -0.9(5) . . . . ? C4 C5 C6 C7 176.2(3) . . . . ? C4 C5 C6 C1 -0.7(5) . . . . ? O1 C1 C6 C7 4.0(5) . . . . ? C2 C1 C6 C7 -174.6(3) . . . . ? O1 C1 C6 C5 -179.5(3) . . . . ? C2 C1 C6 C5 1.9(4) . . . . ? C5 C6 C7 N1 -178.4(3) . . . . ? C1 C6 C7 N1 -1.7(5) . . . . ? C3 C2 C8 C11 2.7(4) . . . . ? C1 C2 C8 C11 -177.0(3) . . . . ? C3 C2 C8 C10 -116.9(3) . . . . ? C1 C2 C8 C10 63.5(4) . . . . ? C3 C2 C8 C9 122.2(3) . . . . ? C1 C2 C8 C9 -57.5(4) . . . . ? N1 C12 C13 N2 -179.6(3) . . . . ? C16 C12 C13 N2 0.6(4) . . . . ? N2 C14 C15 C16 0.8(4) . . . . ? C14 C15 C16 N3 178.8(3) . . . . ? C14 C15 C16 C12 0.2(4) . . . . ? C13 C12 C16 C15 -0.8(4) . . . . ? N1 C12 C16 C15 179.3(3) . . . . ? C13 C12 C16 N3 -179.6(2) . . . . ? N1 C12 C16 N3 0.6(4) . . . . ? N3 C18 C19 C20 -179.3(3) . . . . ? N3 C18 C19 C24 6.5(5) . . . . ? C18 C19 C20 C21 -175.6(3) . . . . ? C24 C19 C20 C21 -1.1(4) . . . . ? C19 C20 C21 C22 1.1(4) . . . . ? C20 C21 C22 C23 0.2(5) . . . . ? C21 C22 C23 C24 -1.3(5) . . . . ? C21 C22 C23 C25 175.2(3) . . . . ? C20 C19 C24 O2 -178.9(3) . . . . ? C18 C19 C24 O2 -5.0(4) . . . . ? C20 C19 C24 C23 0.0(4) . . . . ? C18 C19 C24 C23 173.9(3) . . . . ? C22 C23 C24 O2 -179.9(3) . . . . ? C25 C23 C24 O2 3.5(4) . . . . ? C22 C23 C24 C19 1.2(4) . . . . ? C25 C23 C24 C19 -175.5(3) . . . . ? C22 C23 C25 C26 -112.9(3) . . . . ? C24 C23 C25 C26 63.6(3) . . . . ? C22 C23 C25 C27 125.7(3) . . . . ? C24 C23 C25 C27 -57.9(3) . . . . ? C22 C23 C25 C28 5.9(4) . . . . ? C24 C23 C25 C28 -177.6(3) . . . . ? C6 C7 N1 C12 174.7(3) . . . . ? C6 C7 N1 Zn1 -1.5(4) . . . . ? C13 C12 N1 C7 9.8(4) . . . . ? C16 C12 N1 C7 -170.3(3) . . . . ? C13 C12 N1 Zn1 -173.5(2) . . . . ? C16 C12 N1 Zn1 6.3(3) . . . . ? C12 C13 N2 C14 0.3(4) . . . . ? C12 C13 N2 C17 176.6(3) . . . . ? C15 C14 N2 C13 -1.0(4) . . . . ? C15 C14 N2 C17 -177.3(3) . . . . ? C19 C18 N3 C16 -174.8(3) . . . . ? C19 C18 N3 Zn1 9.6(4) . . . . ? C15 C16 N3 C18 -1.8(4) . . . . ? C12 C16 N3 C18 176.9(3) . . . . ? C15 C16 N3 Zn1 174.3(2) . . . . ? C12 C16 N3 Zn1 -7.0(3) . . . . ? C2 C1 O1 Zn1 175.8(2) . . . . ? C6 C1 O1 Zn1 -2.8(4) . . . . ? C19 C24 O2 Zn1 -14.3(4) . . . . ? C23 C24 O2 Zn1 166.75(19) . . . . ? C1 O1 Zn1 O2 -154.7(3) . . . . ? C1 O1 Zn1 N1 0.1(3) . . . . ? C1 O1 Zn1 N3 -51.5(5) . . . . ? C1 O1 Zn1 O3 104.8(3) . . . . ? C24 O2 Zn1 O1 -174.1(2) . . . . ? C24 O2 Zn1 N1 82.8(3) . . . . ? C24 O2 Zn1 N3 22.0(2) . . . . ? C24 O2 Zn1 O3 -74.0(2) . . . . ? C7 N1 Zn1 O1 2.0(2) . . . . ? C12 N1 Zn1 O1 -174.51(19) . . . . ? C7 N1 Zn1 O2 106.3(3) . . . . ? C12 N1 Zn1 O2 -70.2(3) . . . . ? C7 N1 Zn1 N3 168.9(2) . . . . ? C12 N1 Zn1 N3 -7.65(19) . . . . ? C7 N1 Zn1 O3 -97.3(2) . . . . ? C12 N1 Zn1 O3 86.14(19) . . . . ? C18 N3 Zn1 O1 -123.2(3) . . . . ? C16 N3 Zn1 O1 60.9(4) . . . . ? C18 N3 Zn1 O2 -18.9(2) . . . . ? C16 N3 Zn1 O2 165.19(19) . . . . ? C18 N3 Zn1 N1 -176.1(2) . . . . ? C16 N3 Zn1 N1 7.98(18) . . . . ? C18 N3 Zn1 O3 80.3(2) . . . . ? C16 N3 Zn1 O3 -95.63(18) . . . . ? C29 O3 Zn1 O1 62.0(2) . . . . ? C29 O3 Zn1 O2 -35.5(2) . . . . ? C29 O3 Zn1 N1 154.7(2) . . . . ? C29 O3 Zn1 N3 -124.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.602 _refine_diff_density_min -0.637 _refine_diff_density_rms 0.156 _database_code_depnum_ccdc_archive 'CCDC 972708' ####################################################################### # # 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_mo_ak1020_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H64 Cl6 N6 O7 Zn' _chemical_formula_weight 1091.10 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.5808(7) _cell_length_b 12.8843(8) _cell_length_c 18.9944(11) _cell_angle_alpha 78.363(2) _cell_angle_beta 87.683(2) _cell_angle_gamma 87.378(2) _cell_volume 2771.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6089 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 27.18 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.307 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1140 _exptl_absorpt_coefficient_mu 0.782 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8592 _exptl_absorpt_correction_T_max 0.9473 _exptl_absorpt_process_details ; SADABS Version 2008/1 Bruker-Nonius Blessing, Acta Cryst. (1995) A51 33-38 ; _exptl_special_details ; It should be noted that the esd's of the cell dimensions are probably too low; they should be multiplied by a factor of 2 to 10 ; _diffrn_ambient_temperature 100(2) _diffrn_measurement_specimen_support 'magnetic support with MicroMount' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'Microfocus source E025 IuS' _diffrn_source_type 'Bruker APEX DUO' _diffrn_source_power 50 _diffrn_source_current 0.6 _diffrn_source_size '0.2 mm x 0.2 mm fine focus' _diffrn_radiation_monochromator 'Quazar MX Multilayer Optics' _diffrn_detector_type '4K CCD area detector APEX II' _diffrn_measurement_device_type 'APEX DUO Kappa 4-axis goniometer' _diffrn_measurement_method ; Fullsphere data collection, phi and omega scans ; _diffrn_detector_area_resol_mean 512 _diffrn_reflns_number 20273 _diffrn_reflns_av_R_equivalents 0.0224 _diffrn_reflns_av_sigmaI/netI 0.0525 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 27.69 _reflns_number_total 12599 _reflns_number_gt 9304 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2 v2011.4-0' _computing_cell_refinement 'Bruker APEX2 v2011.4-0' _computing_data_reduction 'Bruker SAINT V7.60A' _computing_structure_solution Sir2011 _computing_structure_refinement 'SHELXS-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0844P)^2^+2.5935P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12599 _refine_ls_number_parameters 697 _refine_ls_number_restraints 119 _refine_ls_R_factor_all 0.0839 _refine_ls_R_factor_gt 0.0572 _refine_ls_wR_factor_ref 0.1674 _refine_ls_wR_factor_gt 0.1473 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.139 _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 Zn1 Zn 0.79729(3) 0.77278(3) 0.52517(2) 0.02216(12) Uani 1 1 d . . . N1 N 0.5169(2) 1.0270(2) 0.33773(13) 0.0205(5) Uani 1 1 d . . . N2 N 0.3223(2) 0.9712(2) 0.42507(15) 0.0272(6) Uani 1 1 d . . . H2A H 0.2597 0.9536 0.4518 0.033 Uiso 1 1 calc R . . H2B H 0.3187 1.0234 0.3873 0.033 Uiso 1 1 calc R . . N3 N 0.6403(2) 0.8178(2) 0.48091(14) 0.0227(6) Uani 1 1 d . . . N4 N 0.9543(2) 0.3745(2) 0.63651(14) 0.0223(6) Uani 1 1 d . . . N5 N 0.8684(3) 0.2943(2) 0.52406(17) 0.0322(7) Uani 1 1 d . . . H5A H 0.8397 0.2679 0.4895 0.039 Uiso 1 1 calc R . . H5B H 0.9079 0.2528 0.5581 0.039 Uiso 1 1 calc R . . N6 N 0.8186(2) 0.6160(2) 0.52683(15) 0.0260(6) Uani 1 1 d . . . O1 O 0.4507(2) 1.10228(19) 0.20636(13) 0.0299(5) Uani 1 1 d . . . H1 H 0.4507 1.0630 0.2474 0.045 Uiso 1 1 calc R . . O2 O 1.1189(2) 0.23741(19) 0.69222(12) 0.0277(5) Uani 1 1 d . . . H2 H 1.0771 0.2732 0.6603 0.042 Uiso 1 1 calc R . . O3 O 0.91589(19) 0.83561(17) 0.45577(12) 0.0257(5) Uani 1 1 d . . . O4 O 0.8563(2) 0.99929(18) 0.46387(13) 0.0295(5) Uani 1 1 d . . . O5 O 0.7689(2) 0.80979(19) 0.61986(12) 0.0304(5) Uani 1 1 d . . . O6 O 0.9431(2) 0.73789(19) 0.64565(15) 0.0351(6) Uani 1 1 d . . . C1 C 0.5228(3) 1.1831(2) 0.20447(17) 0.0224(6) Uani 1 1 d . . . C2 C 0.5308(3) 1.2633(3) 0.14190(17) 0.0240(7) Uani 1 1 d . . . C3 C 0.6056(3) 1.3450(3) 0.14411(18) 0.0267(7) Uani 1 1 d . . . H3 H 0.6109 1.4004 0.1028 0.032 Uiso 1 1 calc R . . C4 C 0.6733(3) 1.3511(3) 0.20271(18) 0.0252(7) Uani 1 1 d . . . C5 C 0.6648(3) 1.2689(2) 0.26177(17) 0.0237(7) Uani 1 1 d . . . H5 H 0.7108 1.2686 0.3021 0.028 Uiso 1 1 calc R . . C6 C 0.5901(3) 1.1861(2) 0.26346(16) 0.0214(6) Uani 1 1 d . . . C7 C 0.5889(3) 1.1018(2) 0.32763(16) 0.0212(6) Uani 1 1 d . . . H7 H 0.6437 1.1024 0.3634 0.025 Uiso 1 1 calc R . . C8 C 0.5257(3) 0.9461(2) 0.40031(16) 0.0193(6) Uani 1 1 d . . . C9 C 0.4241(3) 0.9178(2) 0.44198(16) 0.0199(6) Uani 1 1 d . . . C10 C 0.4355(3) 0.8343(2) 0.50104(17) 0.0231(6) Uani 1 1 d . . . H10 H 0.3689 0.8090 0.5290 0.028 Uiso 1 1 calc R . . C11 C 0.5426(3) 0.7885(3) 0.51894(18) 0.0259(7) Uani 1 1 d . . . H11 H 0.5479 0.7333 0.5603 0.031 Uiso 1 1 calc R . . C12 C 0.6290(3) 0.8948(2) 0.42130(16) 0.0214(6) Uani 1 1 d . . . H12 H 0.6963 0.9144 0.3923 0.026 Uiso 1 1 calc R . . C13 C 0.4644(3) 1.2586(3) 0.07437(19) 0.0330(8) Uani 1 1 d . . . C14 C 0.4890(4) 1.3532(4) 0.0134(2) 0.0493(11) Uani 1 1 d . . . H14A H 0.4462 1.3472 -0.0289 0.074 Uiso 1 1 calc R . . H14B H 0.5721 1.3540 0.0013 0.074 Uiso 1 1 calc R . . H14C H 0.4646 1.4192 0.0289 0.074 Uiso 1 1 calc R . . C15 C 0.3346(3) 1.2584(4) 0.0897(2) 0.0490(11) Uani 1 1 d . . . H15A H 0.3160 1.1971 0.1275 0.074 Uiso 1 1 calc R . . H15B H 0.2949 1.2542 0.0458 0.074 Uiso 1 1 calc R . . H15C H 0.3093 1.3238 0.1056 0.074 Uiso 1 1 calc R . . C16 C 0.5045(4) 1.1584(3) 0.0465(2) 0.0439(10) Uani 1 1 d . . . H16A H 0.4862 1.0954 0.0829 0.066 Uiso 1 1 calc R . . H16B H 0.5882 1.1593 0.0365 0.066 Uiso 1 1 calc R . . H16C H 0.4646 1.1567 0.0022 0.066 Uiso 1 1 calc R . . C17 C 0.7598(3) 1.4382(3) 0.20067(19) 0.0305(8) Uani 1 1 d . . . C18 C 0.7340(4) 1.5344(3) 0.1412(2) 0.0477(11) Uani 1 1 d . . . H18A H 0.6556 1.5629 0.1488 0.072 Uiso 1 1 calc R . . H18B H 0.7401 1.5132 0.0944 0.072 Uiso 1 1 calc R . . H18C H 0.7898 1.5890 0.1422 0.072 Uiso 1 1 calc R . . C19 C 0.7575(4) 1.4760(3) 0.2725(2) 0.0476(11) Uani 1 1 d . . . H19A H 0.7037 1.4337 0.3066 0.071 Uiso 1 1 d R . . H19B H 0.7325 1.5510 0.2650 0.071 Uiso 1 1 d R . . H19C H 0.8354 1.4668 0.2918 0.071 Uiso 1 1 d R . . C20 C 0.8812(3) 1.3928(3) 0.1881(2) 0.0427(9) Uani 1 1 d . . . H20A H 0.9375 1.4478 0.1864 0.064 Uiso 1 1 calc R . . H20B H 0.8850 1.3683 0.1424 0.064 Uiso 1 1 calc R . . H20C H 0.8991 1.3330 0.2275 0.064 Uiso 1 1 calc R . . C21 C 1.0787(3) 0.2515(2) 0.75772(17) 0.0224(6) Uani 1 1 d . . . C22 C 1.1335(3) 0.1969(3) 0.81980(18) 0.0254(7) Uani 1 1 d . . . C23 C 1.0857(3) 0.2118(3) 0.88544(18) 0.0276(7) Uani 1 1 d . . . H23 H 1.1209 0.1739 0.9278 0.033 Uiso 1 1 calc R . . C24 C 0.9895(3) 0.2787(3) 0.89376(18) 0.0268(7) Uani 1 1 d . . . C25 C 0.9403(3) 0.3336(3) 0.83215(18) 0.0260(7) Uani 1 1 d . . . H25 H 0.8758 0.3808 0.8357 0.031 Uiso 1 1 calc R . . C26 C 0.9833(3) 0.3216(2) 0.76390(17) 0.0233(6) Uani 1 1 d . . . C27 C 0.9263(3) 0.3826(2) 0.70158(18) 0.0239(7) Uani 1 1 d . . . H27 H 0.8649 0.4311 0.7090 0.029 Uiso 1 1 calc R . . C28 C 0.8936(3) 0.4430(2) 0.58047(17) 0.0212(6) Uani 1 1 d . . . C29 C 0.8520(3) 0.3979(2) 0.52486(18) 0.0242(7) Uani 1 1 d . . . C30 C 0.7895(3) 0.4681(3) 0.47180(19) 0.0314(8) Uani 1 1 d . . . H30 H 0.7570 0.4424 0.4337 0.038 Uiso 1 1 calc R . . C31 C 0.7755(3) 0.5735(3) 0.47511(18) 0.0300(7) Uani 1 1 d . . . H31 H 0.7328 0.6188 0.4387 0.036 Uiso 1 1 calc R . . C32 C 0.8776(3) 0.5493(2) 0.57865(17) 0.0236(7) Uani 1 1 d . . . H32 H 0.9095 0.5778 0.6156 0.028 Uiso 1 1 calc R . . C33 C 0.9451(3) 0.2894(3) 0.96935(19) 0.0373(9) Uani 1 1 d . . . C34 C 1.0393(4) 0.3361(5) 1.0053(3) 0.0706(17) Uani 1 1 d . . . H34A H 1.0557 0.4071 0.9778 0.106 Uiso 1 1 calc R . . H34B H 1.1096 0.2905 1.0070 0.106 Uiso 1 1 calc R . . H34C H 1.0134 0.3409 1.0544 0.106 Uiso 1 1 calc R . . C35 C 0.9145(6) 0.1796(5) 1.0127(3) 0.0727(16) Uani 1 1 d . . . H35A H 0.8738 0.1874 1.0577 0.109 Uiso 1 1 calc R . . H35B H 0.9855 0.1359 1.0236 0.109 Uiso 1 1 calc R . . H35C H 0.8645 0.1453 0.9845 0.109 Uiso 1 1 calc R . . C36 C 0.8366(4) 0.3603(5) 0.9677(2) 0.0597(14) Uani 1 1 d . . . H36A H 0.7755 0.3310 0.9442 0.090 Uiso 1 1 calc R . . H36B H 0.8532 0.4316 0.9408 0.090 Uiso 1 1 calc R . . H36C H 0.8111 0.3640 1.0170 0.090 Uiso 1 1 calc R . . C37 C 1.2409(3) 0.1228(3) 0.8144(2) 0.0374(9) Uani 1 1 d . . . C38 C 1.2066(4) 0.0292(3) 0.7815(2) 0.0462(10) Uani 1 1 d . . . H38A H 1.1818 0.0558 0.7322 0.069 Uiso 1 1 calc R . . H38B H 1.1429 -0.0073 0.8104 0.069 Uiso 1 1 calc R . . H38C H 1.2731 -0.0204 0.7811 0.069 Uiso 1 1 calc R . . C39 C 1.3381(3) 0.1834(4) 0.7695(2) 0.0458(10) Uani 1 1 d . . . H39A H 1.4054 0.1352 0.7669 0.069 Uiso 1 1 calc R . . H39B H 1.3597 0.2416 0.7919 0.069 Uiso 1 1 calc R . . H39C H 1.3115 0.2123 0.7208 0.069 Uiso 1 1 calc R . . C40 C 1.2883(5) 0.0770(5) 0.8897(2) 0.0646(15) Uani 1 1 d . . . H40A H 1.3578 0.0324 0.8849 0.097 Uiso 1 1 calc R . . H40B H 1.2294 0.0343 0.9192 0.097 Uiso 1 1 calc R . . H40C H 1.3076 0.1352 0.9127 0.097 Uiso 1 1 calc R . . C41 C 0.9210(3) 0.9365(2) 0.43708(17) 0.0220(6) Uani 1 1 d . . . C42 C 1.0092(3) 0.9773(3) 0.37900(19) 0.0303(7) Uani 1 1 d . . . H42A H 1.0315 0.9215 0.3523 0.045 Uiso 1 1 calc R . . H42B H 1.0776 0.9981 0.4008 0.045 Uiso 1 1 calc R . . H42C H 0.9760 1.0389 0.3461 0.045 Uiso 1 1 calc R . . C43 C 0.8526(3) 0.7837(3) 0.66271(18) 0.0282(7) Uani 1 1 d . . . C44 C 0.8368(4) 0.8111(4) 0.7358(2) 0.0431(10) Uani 1 1 d . . . H44A H 0.8285 0.8883 0.7307 0.065 Uiso 1 1 calc R . . H44B H 0.9044 0.7846 0.7645 0.065 Uiso 1 1 calc R . . H44C H 0.7672 0.7784 0.7600 0.065 Uiso 1 1 calc R . . C1S C 0.7740(5) 0.1292(6) 0.8195(2) 0.081(3) Uani 0.50 1 d PDU A 1 H1S H 0.8163 0.1962 0.8160 0.098 Uiso 0.50 1 calc PR A 1 C1S' C 0.7264(4) 0.0552(5) 0.8229(2) 0.0445(17) Uani 0.50 1 d PDU A 2 H1S' H 0.6843 -0.0118 0.8265 0.053 Uiso 0.50 1 calc PR A 2 Cl1S Cl 0.65353(13) 0.13113(14) 0.87852(8) 0.0773(4) Uani 1 1 d DU . . Cl2S Cl 0.86715(15) 0.02133(19) 0.85148(12) 0.1124(8) Uani 1 1 d DU . . Cl3S Cl 0.72913(15) 0.12083(13) 0.73318(7) 0.0765(4) Uani 1 1 d DU . . C1T C 0.5689(6) 0.5034(5) 0.7426(4) 0.0452(19) Uani 0.50 1 d PDU B 1 H1T H 0.4861 0.5259 0.7496 0.054 Uiso 0.50 1 calc PR B 1 Cl1T Cl 0.64397(17) 0.61548(15) 0.70179(10) 0.0331(4) Uani 0.50 1 d PDU B 1 Cl2T Cl 0.6237(3) 0.4496(3) 0.82665(18) 0.0946(12) Uani 0.50 1 d PDU B 1 Cl3T Cl 0.5738(3) 0.4108(3) 0.6880(3) 0.1082(13) Uani 0.50 1 d PDU B 1 C1T' C 0.5760(9) 0.5094(7) 0.7339(5) 0.082(4) Uani 0.35 1 d PDU C 2 H1T' H 0.5002 0.5424 0.7465 0.098 Uiso 0.35 1 calc PR C 2 Cl1' Cl 0.6870(6) 0.5916(4) 0.7452(4) 0.134(2) Uani 0.35 1 d PDU C 2 Cl2' Cl 0.5983(3) 0.3886(3) 0.7932(3) 0.0651(10) Uani 0.35 1 d PDU C 2 Cl3' Cl 0.5728(6) 0.4893(7) 0.6466(3) 0.1245(19) Uani 0.35 1 d PDU C 2 C1T" C 0.5991(14) 0.4580(12) 0.6189(8) 0.157(6) Uani 0.15 1 d PDU D 3 H1T" H 0.6764 0.4544 0.5938 0.188 Uiso 0.15 1 calc PR D 3 Cl1" Cl 0.6058(11) 0.5473(10) 0.6764(6) 0.100(3) Uani 0.15 1 d PDU D 3 Cl2" Cl 0.571(2) 0.3316(10) 0.6674(11) 0.178(5) Uani 0.15 1 d PDU D 3 Cl3" Cl 0.4972(17) 0.5006(14) 0.5542(8) 0.151(5) Uani 0.15 1 d PDU . 3 O1W O 0.8358(2) 0.20734(19) 0.39912(14) 0.0304(5) Uani 1 1 d D . . H1W H 0.847(4) 0.1427(11) 0.419(2) 0.046 Uiso 1 1 d D . . H2W H 0.897(2) 0.231(3) 0.377(2) 0.046 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0224(2) 0.01796(19) 0.0239(2) 0.00070(14) -0.00173(14) 0.00268(13) N1 0.0192(13) 0.0221(13) 0.0180(13) 0.0007(10) -0.0004(10) 0.0005(10) N2 0.0182(13) 0.0311(15) 0.0273(15) 0.0039(12) 0.0028(11) 0.0035(11) N3 0.0211(13) 0.0212(13) 0.0234(14) 0.0008(11) -0.0004(10) 0.0000(10) N4 0.0238(14) 0.0189(13) 0.0237(14) -0.0024(10) -0.0045(11) 0.0006(10) N5 0.0398(18) 0.0223(14) 0.0373(17) -0.0122(12) -0.0126(13) 0.0079(12) N6 0.0282(15) 0.0206(13) 0.0276(15) -0.0011(11) -0.0045(11) 0.0031(11) O1 0.0304(13) 0.0308(13) 0.0259(12) 0.0046(10) -0.0080(10) -0.0114(10) O2 0.0305(13) 0.0317(13) 0.0199(11) -0.0045(10) -0.0019(9) 0.0088(10) O3 0.0248(12) 0.0220(11) 0.0277(12) 0.0001(9) 0.0026(9) 0.0017(9) O4 0.0279(13) 0.0257(12) 0.0349(13) -0.0073(10) 0.0059(10) 0.0000(10) O5 0.0345(14) 0.0287(13) 0.0258(12) -0.0004(10) -0.0038(10) 0.0023(10) O6 0.0304(14) 0.0271(13) 0.0501(16) -0.0131(11) -0.0017(11) -0.0025(10) C1 0.0207(15) 0.0236(15) 0.0213(15) -0.0010(12) 0.0005(12) -0.0021(12) C2 0.0226(16) 0.0262(16) 0.0204(15) 0.0019(13) -0.0016(12) -0.0001(12) C3 0.0281(17) 0.0260(17) 0.0224(16) 0.0033(13) 0.0013(13) 0.0001(13) C4 0.0257(17) 0.0228(16) 0.0258(17) -0.0022(13) 0.0027(13) -0.0027(13) C5 0.0278(17) 0.0225(16) 0.0206(15) -0.0036(12) -0.0028(12) -0.0015(12) C6 0.0228(16) 0.0209(15) 0.0195(15) -0.0020(12) 0.0006(12) 0.0007(12) C7 0.0234(16) 0.0216(15) 0.0180(15) -0.0029(12) -0.0014(12) 0.0015(12) C8 0.0225(15) 0.0179(14) 0.0169(14) -0.0023(11) -0.0008(11) -0.0005(11) C9 0.0184(15) 0.0209(15) 0.0206(15) -0.0050(12) -0.0002(11) -0.0005(11) C10 0.0223(16) 0.0245(16) 0.0208(16) -0.0005(12) 0.0037(12) -0.0047(12) C11 0.0311(18) 0.0198(15) 0.0233(16) 0.0036(12) -0.0007(13) -0.0008(13) C12 0.0219(16) 0.0203(15) 0.0204(15) 0.0004(12) -0.0002(12) -0.0040(12) C13 0.0298(19) 0.041(2) 0.0237(17) 0.0056(15) -0.0081(14) -0.0064(15) C14 0.047(3) 0.062(3) 0.030(2) 0.0150(19) -0.0142(18) -0.012(2) C15 0.030(2) 0.070(3) 0.039(2) 0.009(2) -0.0082(17) -0.0016(19) C16 0.049(3) 0.056(3) 0.028(2) -0.0082(18) -0.0104(17) -0.008(2) C17 0.036(2) 0.0278(18) 0.0268(18) -0.0012(14) 0.0002(14) -0.0107(14) C18 0.056(3) 0.033(2) 0.049(3) 0.0097(18) -0.007(2) -0.0166(19) C19 0.066(3) 0.041(2) 0.041(2) -0.0155(18) 0.008(2) -0.025(2) C20 0.034(2) 0.046(2) 0.051(2) -0.0121(19) 0.0004(18) -0.0102(17) C21 0.0242(16) 0.0208(15) 0.0227(16) -0.0049(12) 0.0013(12) -0.0038(12) C22 0.0281(17) 0.0237(16) 0.0243(16) -0.0042(13) -0.0037(13) -0.0008(13) C23 0.0294(18) 0.0305(18) 0.0222(16) -0.0020(13) -0.0056(13) -0.0030(14) C24 0.0270(17) 0.0327(18) 0.0230(16) -0.0097(14) 0.0017(13) -0.0098(14) C25 0.0227(16) 0.0282(17) 0.0291(17) -0.0101(14) 0.0013(13) -0.0031(13) C26 0.0222(16) 0.0228(15) 0.0256(16) -0.0066(13) 0.0001(12) -0.0028(12) C27 0.0212(16) 0.0211(15) 0.0298(17) -0.0064(13) -0.0015(13) 0.0009(12) C28 0.0210(15) 0.0196(15) 0.0220(15) -0.0027(12) -0.0017(12) 0.0019(11) C29 0.0240(16) 0.0215(15) 0.0277(17) -0.0067(13) -0.0030(13) 0.0028(12) C30 0.038(2) 0.0304(18) 0.0282(18) -0.0102(14) -0.0108(15) 0.0049(15) C31 0.0352(19) 0.0287(17) 0.0240(17) -0.0006(14) -0.0081(14) 0.0059(14) C32 0.0242(16) 0.0220(15) 0.0241(16) -0.0035(13) -0.0027(12) 0.0002(12) C33 0.0296(19) 0.061(3) 0.0247(18) -0.0154(17) 0.0020(14) -0.0055(17) C34 0.037(3) 0.144(6) 0.048(3) -0.060(3) 0.004(2) -0.014(3) C35 0.090(4) 0.091(4) 0.031(2) 0.000(2) 0.020(3) -0.013(3) C36 0.037(2) 0.109(4) 0.041(2) -0.037(3) 0.0048(19) 0.007(2) C37 0.040(2) 0.039(2) 0.032(2) -0.0054(16) -0.0099(16) 0.0164(17) C38 0.056(3) 0.032(2) 0.049(2) -0.0091(18) 0.001(2) 0.0171(18) C39 0.025(2) 0.062(3) 0.051(3) -0.017(2) -0.0055(17) 0.0116(18) C40 0.066(3) 0.083(4) 0.040(3) -0.007(2) -0.020(2) 0.041(3) C41 0.0200(15) 0.0229(15) 0.0230(16) -0.0040(12) -0.0038(12) 0.0013(12) C42 0.0278(18) 0.0292(18) 0.0336(19) -0.0071(15) 0.0063(14) -0.0017(14) C43 0.0339(19) 0.0214(16) 0.0275(18) 0.0001(13) -0.0008(14) -0.0048(13) C44 0.050(3) 0.051(2) 0.029(2) -0.0081(18) -0.0030(17) -0.0015(19) C1S 0.067(7) 0.118(9) 0.069(6) -0.046(6) 0.020(4) -0.005(6) C1S' 0.043(4) 0.048(5) 0.051(4) -0.025(3) -0.004(3) -0.015(3) Cl1S 0.0628(8) 0.1087(12) 0.0721(9) -0.0486(9) 0.0170(7) -0.0079(8) Cl2S 0.0722(11) 0.1535(18) 0.1406(17) -0.0978(15) -0.0459(11) 0.0317(11) Cl3S 0.0928(11) 0.0860(10) 0.0537(8) -0.0211(7) 0.0175(7) -0.0211(8) C1T 0.032(4) 0.035(3) 0.062(4) 0.001(3) 0.020(3) -0.001(3) Cl1T 0.0322(9) 0.0310(9) 0.0317(9) 0.0035(7) 0.0048(7) -0.0044(7) Cl2T 0.0701(19) 0.104(2) 0.0754(18) 0.0492(17) 0.0227(15) 0.0370(18) Cl3T 0.097(2) 0.0671(19) 0.177(3) -0.066(2) 0.034(2) -0.0255(17) C1T' 0.077(6) 0.069(5) 0.090(5) 0.002(4) 0.009(5) 0.007(4) Cl1' 0.129(4) 0.074(3) 0.207(5) -0.061(3) 0.092(3) -0.039(3) Cl2' 0.0493(19) 0.0529(19) 0.084(2) 0.0061(18) 0.0032(18) 0.0001(15) Cl3' 0.129(4) 0.142(4) 0.088(3) -0.003(3) 0.029(3) 0.034(3) C1T" 0.157(8) 0.158(7) 0.155(7) -0.032(4) -0.009(5) -0.003(5) Cl1" 0.080(5) 0.112(5) 0.090(5) 0.020(4) 0.009(4) 0.014(4) Cl2" 0.195(8) 0.156(6) 0.181(7) -0.034(4) 0.001(5) -0.005(5) Cl3" 0.139(7) 0.151(7) 0.167(6) -0.038(4) -0.013(5) -0.018(5) O1W 0.0286(13) 0.0266(12) 0.0362(14) -0.0072(11) -0.0036(10) 0.0029(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.950(2) . ? Zn1 O5 1.963(2) . ? Zn1 N6 2.018(3) . ? Zn1 N3 2.044(3) . ? N1 C7 1.284(4) . ? N1 C8 1.418(4) . ? N2 C9 1.355(4) . ? N3 C11 1.345(4) . ? N3 C12 1.352(4) . ? N4 C27 1.289(4) . ? N4 C28 1.425(4) . ? N5 C29 1.343(4) . ? N6 C31 1.341(4) . ? N6 C32 1.354(4) . ? O1 C1 1.358(4) . ? O2 C21 1.355(4) . ? O3 C41 1.280(4) . ? O4 C41 1.247(4) . ? O5 C43 1.280(4) . ? O6 C43 1.243(4) . ? C1 C6 1.399(4) . ? C1 C2 1.412(4) . ? C2 C3 1.401(5) . ? C2 C13 1.535(5) . ? C3 C4 1.404(5) . ? C4 C5 1.383(4) . ? C4 C17 1.531(5) . ? C5 C6 1.398(4) . ? C6 C7 1.460(4) . ? C8 C12 1.374(4) . ? C8 C9 1.411(4) . ? C9 C10 1.394(4) . ? C10 C11 1.375(5) . ? C13 C15 1.519(5) . ? C13 C14 1.531(5) . ? C13 C16 1.537(6) . ? C17 C18 1.526(5) . ? C17 C20 1.527(6) . ? C17 C19 1.537(5) . ? C21 C22 1.405(4) . ? C21 C26 1.410(4) . ? C22 C23 1.389(5) . ? C22 C37 1.546(5) . ? C23 C24 1.401(5) . ? C24 C25 1.370(5) . ? C24 C33 1.535(5) . ? C25 C26 1.405(5) . ? C26 C27 1.448(4) . ? C28 C32 1.367(4) . ? C28 C29 1.414(4) . ? C29 C30 1.410(5) . ? C30 C31 1.374(5) . ? C33 C36 1.517(6) . ? C33 C34 1.519(6) . ? C33 C35 1.536(7) . ? C37 C39 1.529(6) . ? C37 C38 1.539(6) . ? C37 C40 1.545(5) . ? C41 C42 1.504(5) . ? C43 C44 1.503(5) . ? C1S Cl2S 1.743(5) . ? C1S Cl1S 1.756(5) . ? C1S Cl3S 1.766(5) . ? C1S' Cl3S 1.742(5) . ? C1S' Cl2S 1.747(4) . ? C1S' Cl1S 1.748(4) . ? C1T Cl3T 1.729(8) . ? C1T Cl2T 1.741(7) . ? C1T Cl1T 1.746(7) . ? C1T' Cl3' 1.731(9) . ? C1T' Cl2' 1.743(8) . ? C1T' Cl1' 1.749(8) . ? C1T" Cl3" 1.729(8) . ? C1T" Cl2" 1.740(8) . ? C1T" Cl1" 1.747(7) . ? Cl3" Cl3" 2.06(3) 2_666 ? 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 O3 Zn1 O5 123.88(10) . . ? O3 Zn1 N6 103.59(11) . . ? O5 Zn1 N6 114.84(11) . . ? O3 Zn1 N3 107.37(10) . . ? O5 Zn1 N3 99.71(11) . . ? N6 Zn1 N3 106.02(11) . . ? C7 N1 C8 118.6(3) . . ? C11 N3 C12 116.6(3) . . ? C11 N3 Zn1 119.8(2) . . ? C12 N3 Zn1 122.1(2) . . ? C27 N4 C28 117.1(3) . . ? C31 N6 C32 116.9(3) . . ? C31 N6 Zn1 120.6(2) . . ? C32 N6 Zn1 122.5(2) . . ? C41 O3 Zn1 120.3(2) . . ? C43 O5 Zn1 114.1(2) . . ? O1 C1 C6 120.4(3) . . ? O1 C1 C2 119.4(3) . . ? C6 C1 C2 120.1(3) . . ? C3 C2 C1 116.3(3) . . ? C3 C2 C13 122.1(3) . . ? C1 C2 C13 121.5(3) . . ? C2 C3 C4 125.0(3) . . ? C5 C4 C3 116.3(3) . . ? C5 C4 C17 120.5(3) . . ? C3 C4 C17 123.0(3) . . ? C4 C5 C6 121.5(3) . . ? C5 C6 C1 120.7(3) . . ? C5 C6 C7 117.5(3) . . ? C1 C6 C7 121.8(3) . . ? N1 C7 C6 122.8(3) . . ? C12 C8 C9 119.4(3) . . ? C12 C8 N1 122.3(3) . . ? C9 C8 N1 118.3(3) . . ? N2 C9 C10 122.8(3) . . ? N2 C9 C8 120.7(3) . . ? C10 C9 C8 116.5(3) . . ? C11 C10 C9 120.2(3) . . ? N3 C11 C10 123.4(3) . . ? N3 C12 C8 123.7(3) . . ? C15 C13 C14 107.7(3) . . ? C15 C13 C2 111.5(3) . . ? C14 C13 C2 111.7(3) . . ? C15 C13 C16 110.0(3) . . ? C14 C13 C16 106.7(3) . . ? C2 C13 C16 109.2(3) . . ? C18 C17 C20 109.4(3) . . ? C18 C17 C4 111.8(3) . . ? C20 C17 C4 108.6(3) . . ? C18 C17 C19 108.0(3) . . ? C20 C17 C19 107.9(3) . . ? C4 C17 C19 111.1(3) . . ? O2 C21 C22 119.6(3) . . ? O2 C21 C26 120.5(3) . . ? C22 C21 C26 119.9(3) . . ? C23 C22 C21 116.9(3) . . ? C23 C22 C37 122.2(3) . . ? C21 C22 C37 121.0(3) . . ? C22 C23 C24 124.8(3) . . ? C25 C24 C23 116.9(3) . . ? C25 C24 C33 123.0(3) . . ? C23 C24 C33 120.0(3) . . ? C24 C25 C26 121.4(3) . . ? C25 C26 C21 120.1(3) . . ? C25 C26 C27 117.8(3) . . ? C21 C26 C27 122.1(3) . . ? N4 C27 C26 123.4(3) . . ? C32 C28 C29 120.2(3) . . ? C32 C28 N4 122.0(3) . . ? C29 C28 N4 117.7(3) . . ? N5 C29 C30 122.4(3) . . ? N5 C29 C28 121.8(3) . . ? C30 C29 C28 115.7(3) . . ? C31 C30 C29 120.0(3) . . ? N6 C31 C30 123.7(3) . . ? N6 C32 C28 123.4(3) . . ? C36 C33 C34 108.9(4) . . ? C36 C33 C35 107.1(4) . . ? C34 C33 C35 110.7(4) . . ? C36 C33 C24 112.4(3) . . ? C34 C33 C24 108.5(3) . . ? C35 C33 C24 109.2(3) . . ? C39 C37 C38 110.8(3) . . ? C39 C37 C40 107.3(4) . . ? C38 C37 C40 107.8(4) . . ? C39 C37 C22 110.8(3) . . ? C38 C37 C22 109.2(3) . . ? C40 C37 C22 110.8(3) . . ? O4 C41 O3 123.1(3) . . ? O4 C41 C42 120.5(3) . . ? O3 C41 C42 116.3(3) . . ? O6 C43 O5 122.5(3) . . ? O6 C43 C44 120.8(3) . . ? O5 C43 C44 116.7(3) . . ? Cl2S C1S Cl1S 110.4(3) . . ? Cl2S C1S Cl3S 109.3(3) . . ? Cl1S C1S Cl3S 110.2(3) . . ? Cl3S C1S' Cl2S 110.2(3) . . ? Cl3S C1S' Cl1S 111.7(3) . . ? Cl2S C1S' Cl1S 110.6(3) . . ? C1S' Cl1S C1S 37.0(3) . . ? C1S Cl2S C1S' 37.2(3) . . ? C1S' Cl3S C1S 37.0(3) . . ? Cl3T C1T Cl2T 111.2(4) . . ? Cl3T C1T Cl1T 110.7(4) . . ? Cl2T C1T Cl1T 110.4(4) . . ? Cl3' C1T' Cl2' 110.0(5) . . ? Cl3' C1T' Cl1' 112.2(7) . . ? Cl2' C1T' Cl1' 107.6(6) . . ? Cl3" C1T" Cl2" 111.0(6) . . ? Cl3" C1T" Cl1" 111.0(6) . . ? Cl2" C1T" Cl1" 110.6(6) . . ? C1T" Cl3" Cl3" 130.5(16) . 2_666 ? 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 O3 Zn1 N3 C11 -177.4(2) . . . . ? O5 Zn1 N3 C11 -47.2(3) . . . . ? N6 Zn1 N3 C11 72.3(3) . . . . ? O3 Zn1 N3 C12 -12.2(3) . . . . ? O5 Zn1 N3 C12 118.1(3) . . . . ? N6 Zn1 N3 C12 -122.4(3) . . . . ? O3 Zn1 N6 C31 -79.9(3) . . . . ? O5 Zn1 N6 C31 142.0(3) . . . . ? N3 Zn1 N6 C31 33.0(3) . . . . ? O3 Zn1 N6 C32 99.1(3) . . . . ? O5 Zn1 N6 C32 -39.0(3) . . . . ? N3 Zn1 N6 C32 -148.0(3) . . . . ? O5 Zn1 O3 C41 -52.5(3) . . . . ? N6 Zn1 O3 C41 174.4(2) . . . . ? N3 Zn1 O3 C41 62.5(2) . . . . ? O3 Zn1 O5 C43 -65.5(2) . . . . ? N6 Zn1 O5 C43 63.0(2) . . . . ? N3 Zn1 O5 C43 175.8(2) . . . . ? O1 C1 C2 C3 179.1(3) . . . . ? C6 C1 C2 C3 -2.0(5) . . . . ? O1 C1 C2 C13 -3.1(5) . . . . ? C6 C1 C2 C13 175.8(3) . . . . ? C1 C2 C3 C4 1.2(5) . . . . ? C13 C2 C3 C4 -176.5(3) . . . . ? C2 C3 C4 C5 0.7(5) . . . . ? C2 C3 C4 C17 175.8(3) . . . . ? C3 C4 C5 C6 -1.9(5) . . . . ? C17 C4 C5 C6 -177.2(3) . . . . ? C4 C5 C6 C1 1.2(5) . . . . ? C4 C5 C6 C7 178.8(3) . . . . ? O1 C1 C6 C5 179.8(3) . . . . ? C2 C1 C6 C5 0.9(5) . . . . ? O1 C1 C6 C7 2.2(5) . . . . ? C2 C1 C6 C7 -176.7(3) . . . . ? C8 N1 C7 C6 177.3(3) . . . . ? C5 C6 C7 N1 173.8(3) . . . . ? C1 C6 C7 N1 -8.6(5) . . . . ? C7 N1 C8 C12 -48.2(4) . . . . ? C7 N1 C8 C9 131.9(3) . . . . ? C12 C8 C9 N2 176.1(3) . . . . ? N1 C8 C9 N2 -4.1(4) . . . . ? C12 C8 C9 C10 -3.0(4) . . . . ? N1 C8 C9 C10 176.9(3) . . . . ? N2 C9 C10 C11 -174.8(3) . . . . ? C8 C9 C10 C11 4.2(5) . . . . ? C12 N3 C11 C10 -1.7(5) . . . . ? Zn1 N3 C11 C10 164.4(3) . . . . ? C9 C10 C11 N3 -1.9(5) . . . . ? C11 N3 C12 C8 3.0(5) . . . . ? Zn1 N3 C12 C8 -162.8(2) . . . . ? C9 C8 C12 N3 -0.6(5) . . . . ? N1 C8 C12 N3 179.5(3) . . . . ? C3 C2 C13 C15 -121.7(4) . . . . ? C1 C2 C13 C15 60.7(5) . . . . ? C3 C2 C13 C14 -1.2(5) . . . . ? C1 C2 C13 C14 -178.9(3) . . . . ? C3 C2 C13 C16 116.6(4) . . . . ? C1 C2 C13 C16 -61.1(4) . . . . ? C5 C4 C17 C18 -165.2(3) . . . . ? C3 C4 C17 C18 19.9(5) . . . . ? C5 C4 C17 C20 74.0(4) . . . . ? C3 C4 C17 C20 -101.0(4) . . . . ? C5 C4 C17 C19 -44.5(5) . . . . ? C3 C4 C17 C19 140.5(4) . . . . ? O2 C21 C22 C23 -177.8(3) . . . . ? C26 C21 C22 C23 3.0(5) . . . . ? O2 C21 C22 C37 1.5(5) . . . . ? C26 C21 C22 C37 -177.7(3) . . . . ? C21 C22 C23 C24 -1.5(5) . . . . ? C37 C22 C23 C24 179.2(3) . . . . ? C22 C23 C24 C25 -0.6(5) . . . . ? C22 C23 C24 C33 -179.5(3) . . . . ? C23 C24 C25 C26 1.2(5) . . . . ? C33 C24 C25 C26 -179.9(3) . . . . ? C24 C25 C26 C21 0.3(5) . . . . ? C24 C25 C26 C27 180.0(3) . . . . ? O2 C21 C26 C25 178.3(3) . . . . ? C22 C21 C26 C25 -2.5(5) . . . . ? O2 C21 C26 C27 -1.3(5) . . . . ? C22 C21 C26 C27 177.8(3) . . . . ? C28 N4 C27 C26 -177.4(3) . . . . ? C25 C26 C27 N4 -176.6(3) . . . . ? C21 C26 C27 N4 3.1(5) . . . . ? C27 N4 C28 C32 47.7(4) . . . . ? C27 N4 C28 C29 -133.8(3) . . . . ? C32 C28 C29 N5 178.5(3) . . . . ? N4 C28 C29 N5 0.0(5) . . . . ? C32 C28 C29 C30 -3.3(5) . . . . ? N4 C28 C29 C30 178.2(3) . . . . ? N5 C29 C30 C31 -179.9(3) . . . . ? C28 C29 C30 C31 2.0(5) . . . . ? C32 N6 C31 C30 -1.0(5) . . . . ? Zn1 N6 C31 C30 178.1(3) . . . . ? C29 C30 C31 N6 0.2(6) . . . . ? C31 N6 C32 C28 -0.5(5) . . . . ? Zn1 N6 C32 C28 -179.6(2) . . . . ? C29 C28 C32 N6 2.8(5) . . . . ? N4 C28 C32 N6 -178.8(3) . . . . ? C25 C24 C33 C36 4.3(5) . . . . ? C23 C24 C33 C36 -176.8(4) . . . . ? C25 C24 C33 C34 -116.1(4) . . . . ? C23 C24 C33 C34 62.7(5) . . . . ? C25 C24 C33 C35 123.1(4) . . . . ? C23 C24 C33 C35 -58.0(5) . . . . ? C23 C22 C37 C39 -122.6(4) . . . . ? C21 C22 C37 C39 58.2(4) . . . . ? C23 C22 C37 C38 115.0(4) . . . . ? C21 C22 C37 C38 -64.2(4) . . . . ? C23 C22 C37 C40 -3.6(5) . . . . ? C21 C22 C37 C40 177.1(4) . . . . ? Zn1 O3 C41 O4 3.7(4) . . . . ? Zn1 O3 C41 C42 -175.3(2) . . . . ? Zn1 O5 C43 O6 -0.7(4) . . . . ? Zn1 O5 C43 C44 179.2(3) . . . . ? Cl3S C1S' Cl1S C1S -62.1(4) . . . . ? Cl2S C1S' Cl1S C1S 61.0(4) . . . . ? Cl2S C1S Cl1S C1S' -61.1(4) . . . . ? Cl3S C1S Cl1S C1S' 59.7(4) . . . . ? Cl1S C1S Cl2S C1S' 60.8(4) . . . . ? Cl3S C1S Cl2S C1S' -60.5(4) . . . . ? Cl3S C1S' Cl2S C1S 62.6(4) . . . . ? Cl1S C1S' Cl2S C1S -61.4(4) . . . . ? Cl2S C1S' Cl3S C1S -61.7(4) . . . . ? Cl1S C1S' Cl3S C1S 61.6(4) . . . . ? Cl2S C1S Cl3S C1S' 61.3(4) . . . . ? Cl1S C1S Cl3S C1S' -60.1(4) . . . . ? Cl2" C1T" Cl3" Cl3" -98.2(18) . . . 2_666 ? Cl1" C1T" Cl3" Cl3" 138.4(17) . . . 2_666 ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.075 _refine_diff_density_min -1.119 _refine_diff_density_rms 0.116 _database_code_depnum_ccdc_archive 'CCDC 974987'