# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Jian-Ping Lang' _publ_contact_author_email jplang@suda.edu.cn _publ_section_title ; Ligand geometry-driven formation of different coordination polymers from Zn(NO3)2, 1,4-bpeb and phenylenediacetic acids ; loop_ _publ_author_name 'Dong Liu' 'Yu-Jie Chang' 'Jian-Ping Lang' #===END #========================================================================== data_3 _database_code_depnum_ccdc_archive 'CCDC 784212' #TrackingRef '- JPLangCIF.cif' #========================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C70 H58 N4 O14 Zn4' _chemical_formula_sum 'C70 H58 N4 O14 Zn4' _chemical_formula_weight 1440.77 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.483(3) _cell_length_b 13.994(3) _cell_length_c 17.054(3) _cell_angle_alpha 69.26(3) _cell_angle_beta 82.67(3) _cell_angle_gamma 89.13(3) _cell_volume 2983.1(12) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 13500 _cell_measurement_theta_min 3.0482 _cell_measurement_theta_max 27.4932 _exptl_crystal_description Block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.604 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1476 _exptl_absorpt_coefficient_mu 1.664 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4981 _exptl_absorpt_correction_T_max 0.7422 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'Rigaku MercuryCCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 23870 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0540 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 25.10 _reflns_number_total 10555 _reflns_number_gt 9225 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _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^)+(0.0439P)^2^+1.2425P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10555 _refine_ls_number_parameters 837 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0565 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1049 _refine_ls_wR_factor_gt 0.0998 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _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 -0.03581(3) -1.44791(3) -0.24423(3) 0.03160(12) Uani 1 1 d . . . Zn2 Zn 0.04802(3) -1.20083(3) -0.28269(2) 0.02806(11) Uani 1 1 d . . . Zn3 Zn 0.18259(3) -1.38044(3) -0.19427(2) 0.02752(11) Uani 1 1 d . . . Zn4 Zn 0.18943(3) -1.13255(3) -0.17353(2) 0.03147(12) Uani 1 1 d . . . N1 N -0.0961(2) -1.4176(2) -0.36017(19) 0.0359(7) Uani 1 1 d . . . N2 N -0.7154(2) -1.3788(2) -1.10749(18) 0.0324(7) Uani 1 1 d . . . N3 N 0.2736(2) -1.1404(2) -0.08096(18) 0.0322(7) Uani 1 1 d . . . N4 N 0.97180(19) -1.1566(2) 0.61290(17) 0.0275(6) Uani 1 1 d . . . O1 O -0.15557(18) -1.3893(2) -0.19529(16) 0.0411(6) Uani 1 1 d . . . O2 O -0.08186(17) -1.25171(18) -0.18765(14) 0.0335(6) Uani 1 1 d . . . O3 O 0.0016(3) -1.5042(2) 0.10912(18) 0.0694(10) Uani 1 1 d . . . O4 O -0.1600(2) -1.4697(2) 0.12439(17) 0.0519(8) Uani 1 1 d . . . O5 O 0.08634(18) -1.0388(2) -0.15743(17) 0.0432(6) Uani 1 1 d . . . O6 O 0.01904(18) -1.05620(17) -0.26447(15) 0.0335(6) Uani 1 1 d . . . O7 O 0.0138(3) -0.5835(2) -0.2494(2) 0.0660(10) Uani 1 1 d . . . O8 O -0.1426(4) -0.6315(3) -0.2008(3) 0.0988(13) Uani 1 1 d . . . O9 O 0.2305(2) -1.3539(2) -0.39798(15) 0.0437(6) Uani 1 1 d . . . O10 O 0.29612(17) -1.35208(18) -0.28472(14) 0.0338(6) Uani 1 1 d . . . O11 O 0.18834(16) -1.14147(17) -0.35522(14) 0.0315(5) Uani 1 1 d . . . O12 O 0.28751(17) -1.10643(18) -0.27199(15) 0.0345(6) Uani 1 1 d . . . O13 O 0.11892(18) -1.25432(18) -0.17006(15) 0.0295(5) Uani 1 1 d D . . H1W H 0.0688(18) -1.263(3) -0.138(2) 0.055(14) Uiso 1 1 d D . . O14 O 0.07746(17) -1.34831(17) -0.27952(14) 0.0273(5) Uani 1 1 d DU . . H2W H 0.114(2) -1.351(3) -0.3190(15) 0.036(5) Uiso 1 1 d DU . . C1 C -0.0425(3) -1.4018(3) -0.4350(3) 0.0505(11) Uani 1 1 d . . . H1 H 0.0271 -1.3915 -0.4400 0.061 Uiso 1 1 calc R . . C2 C -0.0838(3) -1.3996(4) -0.5058(3) 0.0568(12) Uani 1 1 d . . . H2 H -0.0423 -1.3889 -0.5570 0.068 Uiso 1 1 calc R . . C3 C -0.1864(3) -1.4131(3) -0.5012(2) 0.0392(9) Uani 1 1 d . . . C4 C -0.2406(3) -1.4308(3) -0.4232(3) 0.0517(11) Uani 1 1 d . . . H4 H -0.3102 -1.4425 -0.4158 0.062 Uiso 1 1 calc R . . C5 C -0.1944(3) -1.4314(3) -0.3562(3) 0.0502(11) Uani 1 1 d . . . H5 H -0.2343 -1.4422 -0.3042 0.060 Uiso 1 1 calc R . . C6 C -0.2317(3) -1.4120(3) -0.5751(3) 0.0478(10) Uani 1 1 d . . . H6 H -0.1893 -1.4156 -0.6222 0.057 Uiso 1 1 calc R . . C7 C -0.3289(3) -1.4060(3) -0.5793(3) 0.0476(11) Uani 1 1 d . . . H7 H -0.3686 -1.4019 -0.5312 0.057 Uiso 1 1 calc R . . C8 C -0.3832(3) -1.4049(3) -0.6483(3) 0.0469(11) Uani 1 1 d . . . C9 C -0.3346(3) -1.4071(3) -0.7257(3) 0.0507(11) Uani 1 1 d . . . H9 H -0.2645 -1.4097 -0.7344 0.061 Uiso 1 1 calc R . . C10 C -0.3898(3) -1.4055(3) -0.7892(3) 0.0518(11) Uani 1 1 d . . . H10 H -0.3566 -1.4077 -0.8404 0.062 Uiso 1 1 calc R . . C11 C -0.4941(3) -1.4005(3) -0.7786(3) 0.0485(11) Uani 1 1 d . . . C12 C -0.5415(3) -1.3980(3) -0.7021(3) 0.0506(11) Uani 1 1 d . . . H12 H -0.6116 -1.3952 -0.6936 0.061 Uiso 1 1 calc R . . C13 C -0.4866(3) -1.3997(3) -0.6384(3) 0.0502(11) Uani 1 1 d . . . H13 H -0.5202 -1.3973 -0.5874 0.060 Uiso 1 1 calc R . . C14 C -0.5562(3) -1.3988(3) -0.8437(3) 0.0505(11) Uani 1 1 d . . . H14 H -0.6258 -1.4011 -0.8281 0.061 Uiso 1 1 calc R . . C15 C -0.5258(3) -1.3943(3) -0.9218(3) 0.0479(11) Uani 1 1 d . . . H15 H -0.4565 -1.3933 -0.9384 0.057 Uiso 1 1 calc R . . C16 C -0.5923(3) -1.3909(3) -0.9840(2) 0.0390(9) Uani 1 1 d . . . C17 C -0.5538(3) -1.3725(3) -1.0675(3) 0.0440(10) Uani 1 1 d . . . H17 H -0.4843 -1.3636 -1.0839 0.053 Uiso 1 1 calc R . . C18 C -0.6163(3) -1.3670(3) -1.1266(2) 0.0391(9) Uani 1 1 d . . . H18 H -0.5880 -1.3545 -1.1828 0.047 Uiso 1 1 calc R . . C19 C -0.7529(3) -1.3976(3) -1.0266(2) 0.0352(8) Uani 1 1 d . . . H19 H -0.8226 -1.4072 -1.0119 0.042 Uiso 1 1 calc R . . C20 C -0.6956(3) -1.4037(3) -0.9639(2) 0.0411(9) Uani 1 1 d . . . H20 H -0.7259 -1.4164 -0.9083 0.049 Uiso 1 1 calc R . . C21 C 0.2354(3) -1.1612(3) 0.0003(2) 0.0411(9) Uani 1 1 d . . . H21 H 0.1663 -1.1751 0.0158 0.049 Uiso 1 1 calc R . . C22 C 0.2936(3) -1.1631(3) 0.0622(2) 0.0446(10) Uani 1 1 d . . . H22 H 0.2643 -1.1797 0.1186 0.054 Uiso 1 1 calc R . . C23 C 0.3961(3) -1.1403(3) 0.0402(3) 0.0385(9) Uani 1 1 d . . . C24 C 0.4333(3) -1.1195(3) -0.0435(3) 0.0428(10) Uani 1 1 d . . . H24 H 0.5020 -1.1044 -0.0612 0.051 Uiso 1 1 calc R . . C25 C 0.3722(3) -1.1204(3) -0.1012(2) 0.0385(9) Uani 1 1 d . . . H25 H 0.4006 -1.1064 -0.1576 0.046 Uiso 1 1 calc R . . C26 C 0.4665(3) -1.1384(3) 0.0999(3) 0.0464(10) Uani 1 1 d . . . H26 H 0.5350 -1.1340 0.0794 0.056 Uiso 1 1 calc R . . C27 C 0.4441(3) -1.1420(3) 0.1766(3) 0.0472(10) Uani 1 1 d . . . H27 H 0.3757 -1.1456 0.1974 0.057 Uiso 1 1 calc R . . C28 C 0.5162(3) -1.1412(3) 0.2353(2) 0.0382(9) Uani 1 1 d . . . C29 C 0.4791(3) -1.1480(3) 0.3161(3) 0.0450(10) Uani 1 1 d . . . H29 H 0.4096 -1.1513 0.3322 0.054 Uiso 1 1 calc R . . C30 C 0.5427(3) -1.1501(3) 0.3740(2) 0.0406(9) Uani 1 1 d . . . H30 H 0.5154 -1.1551 0.4289 0.049 Uiso 1 1 calc R . . C31 C 0.6459(2) -1.1450(3) 0.3534(2) 0.0305(8) Uani 1 1 d . . . C32 C 0.6843(3) -1.1378(3) 0.2715(2) 0.0380(9) Uani 1 1 d . . . H32 H 0.7539 -1.1333 0.2552 0.046 Uiso 1 1 calc R . . C33 C 0.6198(3) -1.1371(3) 0.2144(2) 0.0436(10) Uani 1 1 d . . . H33 H 0.6467 -1.1339 0.1598 0.052 Uiso 1 1 calc R . . C34 C 0.7079(3) -1.1479(3) 0.4188(2) 0.0317(8) Uani 1 1 d . . . H34 H 0.6753 -1.1700 0.4746 0.038 Uiso 1 1 calc R . . C35 C 0.8043(3) -1.1230(3) 0.4088(2) 0.0327(8) Uani 1 1 d . . . H35 H 0.8385 -1.1000 0.3535 0.039 Uiso 1 1 calc R . . C36 C 0.8612(2) -1.1289(3) 0.4777(2) 0.0291(8) Uani 1 1 d . . . C37 C 0.8155(3) -1.1404(3) 0.5587(2) 0.0389(9) Uani 1 1 d . . . H37 H 0.7455 -1.1387 0.5694 0.047 Uiso 1 1 calc R . . C38 C 0.8716(3) -1.1540(3) 0.6225(2) 0.0376(9) Uani 1 1 d . . . H38 H 0.8383 -1.1619 0.6764 0.045 Uiso 1 1 calc R . . C39 C 1.0162(3) -1.1406(3) 0.5352(2) 0.0395(9) Uani 1 1 d . . . H39 H 1.0865 -1.1390 0.5260 0.047 Uiso 1 1 calc R . . C40 C 0.9650(3) -1.1261(3) 0.4666(2) 0.0423(10) Uani 1 1 d . . . H40 H 1.0005 -1.1143 0.4127 0.051 Uiso 1 1 calc R . . C41 C -0.2655(3) -1.1095(3) -0.0126(3) 0.0554(12) Uani 1 1 d . . . H41 H -0.3120 -1.0573 -0.0198 0.066 Uiso 1 1 calc R . . C42 C -0.2740(3) -1.1828(3) -0.0493(3) 0.0461(10) Uani 1 1 d . . . H42 H -0.3269 -1.1796 -0.0810 0.055 Uiso 1 1 calc R . . C43 C -0.2063(3) -1.2606(3) -0.0401(2) 0.0339(8) Uani 1 1 d . . . C44 C -0.1283(3) -1.2650(3) 0.0078(2) 0.0346(8) Uani 1 1 d . . . C45 C -0.1892(4) -1.1139(3) 0.0340(3) 0.0583(12) Uani 1 1 d . . . H45 H -0.1829 -1.0646 0.0589 0.070 Uiso 1 1 calc R . . C46 C -0.1208(3) -1.1915(3) 0.0444(2) 0.0480(10) Uani 1 1 d . . . H46 H -0.0686 -1.1943 0.0767 0.058 Uiso 1 1 calc R . . C47 C -0.2170(3) -1.3364(3) -0.0821(2) 0.0386(9) Uani 1 1 d . . . H47A H -0.2853 -1.3335 -0.0966 0.046 Uiso 1 1 calc R . . H47B H -0.2095 -1.4048 -0.0408 0.046 Uiso 1 1 calc R . . C48 C -0.1450(2) -1.3243(3) -0.1615(2) 0.0299(8) Uani 1 1 d . . . C49 C -0.0490(3) -1.3453(3) 0.0192(2) 0.0396(9) Uani 1 1 d . . . H49A H 0.0123 -1.3161 0.0281 0.048 Uiso 1 1 calc R . . H49B H -0.0346 -1.3581 -0.0339 0.048 Uiso 1 1 calc R . . C50 C -0.0720(3) -1.4478(3) 0.0905(2) 0.0403(9) Uani 1 1 d . . . C51 C -0.2151(3) -0.8666(5) -0.3683(3) 0.0690(15) Uani 1 1 d . . . H51 H -0.2519 -0.8921 -0.4002 0.083 Uiso 1 1 calc R . . C52 C -0.1781(3) -0.9332(4) -0.2982(3) 0.0500(11) Uani 1 1 d . . . H52 H -0.1931 -1.0036 -0.2810 0.060 Uiso 1 1 calc R . . C53 C -0.1190(2) -0.8978(3) -0.2525(2) 0.0319(8) Uani 1 1 d . . . C54 C -0.1003(3) -0.7938(3) -0.2761(2) 0.0386(9) Uani 1 1 d . . . C55 C -0.1427(3) -0.7270(3) -0.3454(3) 0.0562(12) Uani 1 1 d . . . H55 H -0.1329 -0.6561 -0.3605 0.067 Uiso 1 1 calc R . . C56 C -0.1986(3) -0.7635(5) -0.3917(3) 0.0665(15) Uani 1 1 d . . . H56 H -0.2251 -0.7180 -0.4389 0.080 Uiso 1 1 calc R . . C57 C -0.0758(3) -0.9756(3) -0.1790(2) 0.0366(9) Uani 1 1 d . . . H57A H -0.0594 -0.9415 -0.1408 0.044 Uiso 1 1 calc R . . H57B H -0.1273 -1.0286 -0.1476 0.044 Uiso 1 1 calc R . . C58 C 0.0168(3) -1.0264(2) -0.2037(2) 0.0308(8) Uani 1 1 d . . . C59 C -0.0327(4) -0.7508(3) -0.2312(4) 0.0700(15) Uani 1 1 d . . . H59A H -0.0342 -0.7995 -0.1732 0.084 Uiso 1 1 calc R . . H59B H 0.0359 -0.7475 -0.2593 0.084 Uiso 1 1 calc R . . C60 C -0.0557(4) -0.6473(3) -0.2267(3) 0.0573(12) Uani 1 1 d . . . C61 C 0.5899(3) -1.1750(4) -0.2907(3) 0.0551(12) Uani 1 1 d . . . H61 H 0.6298 -1.1454 -0.2635 0.066 Uiso 1 1 calc R . . C62 C 0.5119(3) -1.1211(3) -0.3303(3) 0.0450(10) Uani 1 1 d . . . H62 H 0.4994 -1.0551 -0.3296 0.054 Uiso 1 1 calc R . . C63 C 0.4517(2) -1.1636(3) -0.3710(2) 0.0348(8) Uani 1 1 d . . . C64 C 0.4709(3) -1.2607(3) -0.3727(2) 0.0386(9) Uani 1 1 d . . . C65 C 0.5509(3) -1.3123(3) -0.3325(3) 0.0541(12) Uani 1 1 d . . . H65 H 0.5652 -1.3776 -0.3338 0.065 Uiso 1 1 calc R . . C66 C 0.6088(3) -1.2711(4) -0.2913(3) 0.0581(12) Uani 1 1 d . . . H66 H 0.6609 -1.3083 -0.2638 0.070 Uiso 1 1 calc R . . C67 C 0.4042(3) -1.3128(3) -0.4118(2) 0.0459(10) Uani 1 1 d . . . H67A H 0.4362 -1.3747 -0.4153 0.055 Uiso 1 1 calc R . . H67B H 0.3979 -1.2670 -0.4696 0.055 Uiso 1 1 calc R . . C68 C 0.3002(3) -1.3416(3) -0.3625(2) 0.0328(8) Uani 1 1 d . . . C69 C 0.3619(2) -1.1049(3) -0.4063(2) 0.0346(8) Uani 1 1 d . . . H69A H 0.3436 -1.1274 -0.4510 0.041 Uiso 1 1 calc R . . H69B H 0.3806 -1.0320 -0.4319 0.041 Uiso 1 1 calc R . . C70 C 0.2709(3) -1.1196(2) -0.3393(2) 0.0304(8) 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 Zn1 0.0305(2) 0.0348(2) 0.0333(2) -0.01535(18) -0.00769(17) -0.00086(17) Zn2 0.0301(2) 0.0310(2) 0.0251(2) -0.01001(17) -0.01062(16) 0.00201(16) Zn3 0.0284(2) 0.0294(2) 0.0239(2) -0.00677(16) -0.00818(16) -0.00062(16) Zn4 0.0310(2) 0.0372(2) 0.0317(2) -0.01658(18) -0.01091(18) 0.00015(17) N1 0.0383(17) 0.0386(17) 0.0351(17) -0.0160(14) -0.0114(14) 0.0007(14) N2 0.0395(17) 0.0306(16) 0.0294(16) -0.0109(13) -0.0122(13) 0.0031(13) N3 0.0322(16) 0.0354(17) 0.0323(16) -0.0141(13) -0.0105(13) -0.0004(13) N4 0.0285(15) 0.0311(15) 0.0242(15) -0.0100(12) -0.0078(12) 0.0025(12) O1 0.0332(14) 0.0529(16) 0.0486(16) -0.0311(14) -0.0078(12) -0.0004(12) O2 0.0352(13) 0.0367(14) 0.0272(13) -0.0105(11) -0.0016(11) -0.0003(11) O3 0.099(3) 0.060(2) 0.0362(16) -0.0047(14) -0.0039(17) 0.0377(19) O4 0.0532(18) 0.0482(17) 0.0428(16) 0.0031(13) -0.0201(14) -0.0156(14) O5 0.0381(14) 0.0515(16) 0.0512(16) -0.0295(13) -0.0144(13) 0.0079(12) O6 0.0424(14) 0.0295(13) 0.0315(13) -0.0141(11) -0.0064(11) 0.0099(11) O7 0.088(2) 0.0358(17) 0.079(2) -0.0139(16) -0.048(2) 0.0014(16) O8 0.118(4) 0.091(3) 0.079(3) -0.031(2) 0.021(3) 0.010(3) O9 0.0489(16) 0.0563(17) 0.0321(14) -0.0232(13) -0.0055(12) -0.0003(13) O10 0.0325(13) 0.0410(14) 0.0269(13) -0.0111(11) -0.0027(10) 0.0004(11) O11 0.0295(13) 0.0354(13) 0.0296(13) -0.0099(11) -0.0088(10) 0.0013(10) O12 0.0307(13) 0.0410(14) 0.0355(14) -0.0175(12) -0.0055(11) -0.0035(11) O13 0.0294(14) 0.0346(13) 0.0261(13) -0.0112(11) -0.0076(11) -0.0013(11) O14 0.0301(13) 0.0297(12) 0.0257(12) -0.0131(10) -0.0067(10) -0.0001(10) C1 0.040(2) 0.070(3) 0.041(2) -0.019(2) -0.0073(19) -0.010(2) C2 0.052(3) 0.084(3) 0.034(2) -0.020(2) -0.006(2) -0.006(2) C3 0.050(2) 0.039(2) 0.033(2) -0.0143(17) -0.0181(18) 0.0031(17) C4 0.038(2) 0.076(3) 0.048(3) -0.026(2) -0.016(2) 0.002(2) C5 0.042(2) 0.079(3) 0.037(2) -0.029(2) -0.0106(18) 0.006(2) C6 0.065(3) 0.047(2) 0.041(2) -0.0218(19) -0.021(2) 0.006(2) C7 0.070(3) 0.037(2) 0.045(2) -0.0187(19) -0.029(2) 0.005(2) C8 0.073(3) 0.031(2) 0.045(2) -0.0151(18) -0.033(2) 0.0046(19) C9 0.068(3) 0.039(2) 0.056(3) -0.021(2) -0.036(2) 0.011(2) C10 0.078(3) 0.043(2) 0.046(2) -0.023(2) -0.030(2) 0.012(2) C11 0.069(3) 0.031(2) 0.053(3) -0.0144(19) -0.036(2) 0.0067(19) C12 0.069(3) 0.038(2) 0.051(3) -0.015(2) -0.032(2) 0.003(2) C13 0.073(3) 0.041(2) 0.043(2) -0.0156(19) -0.027(2) 0.003(2) C14 0.067(3) 0.036(2) 0.055(3) -0.016(2) -0.031(2) 0.002(2) C15 0.060(3) 0.043(2) 0.050(3) -0.019(2) -0.031(2) 0.008(2) C16 0.049(2) 0.0293(19) 0.043(2) -0.0131(17) -0.0215(19) 0.0061(17) C17 0.038(2) 0.050(2) 0.051(2) -0.022(2) -0.0166(19) 0.0060(18) C18 0.037(2) 0.046(2) 0.039(2) -0.0183(18) -0.0107(17) 0.0048(17) C19 0.039(2) 0.034(2) 0.034(2) -0.0118(16) -0.0105(17) 0.0000(16) C20 0.059(3) 0.035(2) 0.031(2) -0.0105(17) -0.0124(18) 0.0007(18) C21 0.040(2) 0.048(2) 0.041(2) -0.0211(19) -0.0092(18) -0.0041(18) C22 0.065(3) 0.042(2) 0.031(2) -0.0167(18) -0.0098(19) 0.001(2) C23 0.043(2) 0.0280(19) 0.050(2) -0.0146(17) -0.0251(19) 0.0045(16) C24 0.036(2) 0.046(2) 0.050(2) -0.0170(19) -0.0157(19) -0.0020(17) C25 0.037(2) 0.042(2) 0.037(2) -0.0131(17) -0.0110(17) -0.0003(17) C26 0.054(3) 0.040(2) 0.049(3) -0.016(2) -0.016(2) 0.0001(19) C27 0.048(2) 0.047(2) 0.048(3) -0.016(2) -0.017(2) -0.0003(19) C28 0.037(2) 0.034(2) 0.047(2) -0.0142(18) -0.0200(18) -0.0025(16) C29 0.035(2) 0.053(3) 0.048(2) -0.017(2) -0.0097(18) -0.0078(18) C30 0.038(2) 0.051(2) 0.035(2) -0.0168(18) -0.0041(17) -0.0081(18) C31 0.0330(19) 0.0279(18) 0.0312(19) -0.0089(15) -0.0106(15) -0.0026(14) C32 0.037(2) 0.047(2) 0.033(2) -0.0148(17) -0.0096(16) -0.0036(17) C33 0.060(3) 0.049(2) 0.0253(19) -0.0137(17) -0.0128(18) -0.0009(19) C34 0.040(2) 0.0321(19) 0.0248(18) -0.0098(15) -0.0110(15) 0.0014(15) C35 0.037(2) 0.038(2) 0.0220(17) -0.0083(15) -0.0078(15) 0.0016(16) C36 0.0324(18) 0.0300(18) 0.0250(17) -0.0080(15) -0.0095(15) 0.0008(14) C37 0.0281(19) 0.058(2) 0.031(2) -0.0146(18) -0.0094(16) 0.0054(17) C38 0.034(2) 0.054(2) 0.0245(18) -0.0135(17) -0.0055(15) 0.0051(17) C39 0.0265(18) 0.063(3) 0.031(2) -0.0178(18) -0.0068(15) -0.0005(17) C40 0.035(2) 0.067(3) 0.0245(19) -0.0151(18) -0.0036(16) -0.0052(18) C41 0.053(3) 0.042(2) 0.062(3) -0.016(2) 0.017(2) 0.006(2) C42 0.037(2) 0.047(2) 0.046(2) -0.010(2) 0.0041(18) 0.0015(18) C43 0.036(2) 0.0296(19) 0.0300(19) -0.0071(15) 0.0059(16) -0.0036(15) C44 0.041(2) 0.0317(19) 0.0257(18) -0.0062(15) 0.0026(16) -0.0025(16) C45 0.079(3) 0.050(3) 0.049(3) -0.030(2) 0.018(2) -0.011(2) C46 0.061(3) 0.049(3) 0.034(2) -0.0144(19) -0.0051(19) -0.008(2) C47 0.036(2) 0.042(2) 0.038(2) -0.0167(18) 0.0037(17) -0.0067(17) C48 0.0289(18) 0.035(2) 0.0252(17) -0.0084(16) -0.0090(15) 0.0039(15) C49 0.043(2) 0.035(2) 0.035(2) -0.0046(17) -0.0106(17) -0.0003(17) C50 0.052(2) 0.047(2) 0.0238(19) -0.0135(17) -0.0104(18) 0.001(2) C51 0.041(3) 0.122(5) 0.073(3) -0.065(4) -0.023(2) 0.021(3) C52 0.028(2) 0.068(3) 0.070(3) -0.045(2) -0.007(2) 0.0058(19) C53 0.0270(18) 0.039(2) 0.0314(19) -0.0165(16) -0.0004(15) 0.0058(15) C54 0.036(2) 0.041(2) 0.038(2) -0.0123(17) -0.0079(17) 0.0059(17) C55 0.048(2) 0.055(3) 0.051(3) -0.003(2) -0.002(2) 0.013(2) C56 0.044(3) 0.120(5) 0.035(2) -0.024(3) -0.016(2) 0.031(3) C57 0.041(2) 0.035(2) 0.034(2) -0.0154(16) 0.0040(16) 0.0013(16) C58 0.036(2) 0.0245(18) 0.0311(19) -0.0092(15) -0.0024(16) -0.0023(15) C59 0.074(3) 0.040(3) 0.111(4) -0.034(3) -0.048(3) 0.011(2) C60 0.085(4) 0.045(3) 0.042(3) -0.011(2) -0.020(3) 0.003(3) C61 0.031(2) 0.075(3) 0.059(3) -0.024(2) -0.0037(19) -0.005(2) C62 0.032(2) 0.049(2) 0.054(3) -0.021(2) -0.0005(18) -0.0057(18) C63 0.0279(18) 0.038(2) 0.035(2) -0.0117(16) 0.0050(15) -0.0005(15) C64 0.0323(19) 0.040(2) 0.038(2) -0.0121(17) 0.0097(16) -0.0025(16) C65 0.042(2) 0.047(3) 0.060(3) -0.009(2) 0.010(2) 0.008(2) C66 0.031(2) 0.066(3) 0.066(3) -0.011(2) -0.003(2) 0.007(2) C67 0.051(2) 0.044(2) 0.041(2) -0.0193(19) 0.0118(19) -0.0032(19) C68 0.041(2) 0.0254(18) 0.0311(19) -0.0105(15) -0.0006(17) 0.0037(15) C69 0.0347(19) 0.035(2) 0.0300(19) -0.0071(16) -0.0021(16) -0.0017(15) C70 0.0336(19) 0.0232(17) 0.0326(19) -0.0066(15) -0.0081(16) 0.0023(14) _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 O14 1.968(2) . ? Zn1 O1 2.019(3) . ? Zn1 O7 2.029(3) 1_545 ? Zn1 N1 2.134(3) . ? Zn1 O3 2.267(3) 2_525 ? Zn2 N4 2.068(3) 1_454 ? Zn2 O14 2.079(2) . ? Zn2 O11 2.127(2) . ? Zn2 O13 2.143(2) . ? Zn2 O2 2.167(2) . ? Zn2 O6 2.176(2) . ? Zn2 Zn3 3.1238(13) . ? Zn2 Zn4 3.1992(10) . ? Zn3 O10 1.965(2) . ? Zn3 O4 2.017(3) 2_525 ? Zn3 O14 2.090(2) . ? Zn3 O13 2.098(3) . ? Zn3 N2 2.151(3) 1_656 ? Zn4 O12 1.928(3) . ? Zn4 O13 1.943(2) . ? Zn4 O5 1.958(3) . ? Zn4 N3 2.031(3) . ? N1 C1 1.329(5) . ? N1 C5 1.332(5) . ? N2 C18 1.332(5) . ? N2 C19 1.340(4) . ? N2 Zn3 2.151(3) 1_454 ? N3 C25 1.338(4) . ? N3 C21 1.344(5) . ? N4 C39 1.325(4) . ? N4 C38 1.341(4) . ? N4 Zn2 2.068(3) 1_656 ? O1 C48 1.255(4) . ? O2 C48 1.250(4) . ? O3 C50 1.262(5) . ? O3 Zn1 2.267(3) 2_525 ? O4 C50 1.243(5) . ? O4 Zn3 2.017(3) 2_525 ? O5 C58 1.272(4) . ? O6 C58 1.244(4) . ? O7 C60 1.230(5) . ? O7 Zn1 2.029(3) 1_565 ? O8 C60 1.244(6) . ? O9 C68 1.225(4) . ? O10 C68 1.275(4) . ? O11 C70 1.246(4) . ? O12 C70 1.272(4) . ? O13 H1W 0.80(3) . ? O14 H2W 0.79(3) . ? C1 C2 1.383(5) . ? C1 H1 0.9400 . ? C2 C3 1.387(6) . ? C2 H2 0.9400 . ? C3 C4 1.376(6) . ? C3 C6 1.464(5) . ? C4 C5 1.367(5) . ? C4 H4 0.9400 . ? C5 H5 0.9400 . ? C6 C7 1.322(6) . ? C6 H6 0.9400 . ? C7 C8 1.458(5) . ? C7 H7 0.9400 . ? C8 C13 1.388(6) . ? C8 C9 1.407(6) . ? C9 C10 1.383(5) . ? C9 H9 0.9400 . ? C10 C11 1.398(6) . ? C10 H10 0.9400 . ? C11 C12 1.390(6) . ? C11 C14 1.467(5) . ? C12 C13 1.383(5) . ? C12 H12 0.9400 . ? C13 H13 0.9400 . ? C14 C15 1.321(6) . ? C14 H14 0.9400 . ? C15 C16 1.462(5) . ? C15 H15 0.9400 . ? C16 C17 1.386(5) . ? C16 C20 1.391(5) . ? C17 C18 1.376(5) . ? C17 H17 0.9400 . ? C18 H18 0.9400 . ? C19 C20 1.375(5) . ? C19 H19 0.9400 . ? C20 H20 0.9400 . ? C21 C22 1.387(5) . ? C21 H21 0.9400 . ? C22 C23 1.396(5) . ? C22 H22 0.9400 . ? C23 C24 1.379(5) . ? C23 C26 1.484(5) . ? C24 C25 1.365(5) . ? C24 H24 0.9400 . ? C25 H25 0.9400 . ? C26 C27 1.288(6) . ? C26 H26 0.9400 . ? C27 C28 1.484(5) . ? C27 H27 0.9400 . ? C28 C29 1.375(5) . ? C28 C33 1.395(5) . ? C29 C30 1.380(5) . ? C29 H29 0.9400 . ? C30 C31 1.387(5) . ? C30 H30 0.9400 . ? C31 C32 1.394(5) . ? C31 C34 1.466(4) . ? C32 C33 1.385(5) . ? C32 H32 0.9400 . ? C33 H33 0.9400 . ? C34 C35 1.324(5) . ? C34 H34 0.9400 . ? C35 C36 1.461(4) . ? C35 H35 0.9400 . ? C36 C40 1.388(5) . ? C36 C37 1.393(5) . ? C37 C38 1.361(5) . ? C37 H37 0.9400 . ? C38 H38 0.9400 . ? C39 C40 1.385(5) . ? C39 H39 0.9400 . ? C40 H40 0.9400 . ? C41 C45 1.365(6) . ? C41 C42 1.390(6) . ? C41 H41 0.9400 . ? C42 C43 1.389(5) . ? C42 H42 0.9400 . ? C43 C44 1.400(5) . ? C43 C47 1.493(5) . ? C44 C46 1.389(5) . ? C44 C49 1.518(5) . ? C45 C46 1.392(6) . ? C45 H45 0.9400 . ? C46 H46 0.9400 . ? C47 C48 1.521(5) . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C49 C50 1.521(5) . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C51 C56 1.367(7) . ? C51 C52 1.376(6) . ? C51 H51 0.9400 . ? C52 C53 1.389(5) . ? C52 H52 0.9400 . ? C53 C54 1.384(5) . ? C53 C57 1.515(5) . ? C54 C55 1.404(5) . ? C54 C59 1.517(5) . ? C55 C56 1.379(7) . ? C55 H55 0.9400 . ? C56 H56 0.9400 . ? C57 C58 1.513(5) . ? C57 H57A 0.9800 . ? C57 H57B 0.9800 . ? C59 C60 1.502(6) . ? C59 H59A 0.9800 . ? C59 H59B 0.9800 . ? C61 C66 1.368(6) . ? C61 C62 1.388(5) . ? C61 H61 0.9400 . ? C62 C63 1.395(5) . ? C62 H62 0.9400 . ? C63 C64 1.389(5) . ? C63 C69 1.519(5) . ? C64 C65 1.403(5) . ? C64 C67 1.518(5) . ? C65 C66 1.370(6) . ? C65 H65 0.9400 . ? C66 H66 0.9400 . ? C67 C68 1.521(5) . ? C67 H67A 0.9800 . ? C67 H67B 0.9800 . ? C69 C70 1.529(5) . ? C69 H69A 0.9800 . ? C69 H69B 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 O14 Zn1 O1 109.33(10) . . ? O14 Zn1 O7 109.10(12) . 1_545 ? O1 Zn1 O7 140.28(13) . 1_545 ? O14 Zn1 N1 101.77(11) . . ? O1 Zn1 N1 91.85(11) . . ? O7 Zn1 N1 89.88(12) 1_545 . ? O14 Zn1 O3 89.08(12) . 2_525 ? O1 Zn1 O3 81.23(11) . 2_525 ? O7 Zn1 O3 89.74(12) 1_545 2_525 ? N1 Zn1 O3 168.63(13) . 2_525 ? N4 Zn2 O14 97.07(10) 1_454 . ? N4 Zn2 O11 93.72(10) 1_454 . ? O14 Zn2 O11 92.78(9) . . ? N4 Zn2 O13 176.06(10) 1_454 . ? O14 Zn2 O13 81.23(9) . . ? O11 Zn2 O13 89.91(9) . . ? N4 Zn2 O2 96.96(10) 1_454 . ? O14 Zn2 O2 92.74(10) . . ? O11 Zn2 O2 167.28(9) . . ? O13 Zn2 O2 79.63(9) . . ? N4 Zn2 O6 91.21(10) 1_454 . ? O14 Zn2 O6 170.84(9) . . ? O11 Zn2 O6 90.59(9) . . ? O13 Zn2 O6 90.26(9) . . ? O2 Zn2 O6 82.32(10) . . ? N4 Zn2 Zn3 137.23(8) 1_454 . ? O14 Zn2 Zn3 41.61(6) . . ? O11 Zn2 Zn3 80.89(7) . . ? O13 Zn2 Zn3 42.01(7) . . ? O2 Zn2 Zn3 95.78(7) . . ? O6 Zn2 Zn3 130.95(6) . . ? N4 Zn2 Zn4 147.05(8) 1_454 . ? O14 Zn2 Zn4 111.19(7) . . ? O11 Zn2 Zn4 69.10(6) . . ? O13 Zn2 Zn4 36.29(7) . . ? O2 Zn2 Zn4 98.21(6) . . ? O6 Zn2 Zn4 62.24(7) . . ? Zn3 Zn2 Zn4 69.69(2) . . ? O10 Zn3 O4 113.52(12) . 2_525 ? O10 Zn3 O14 92.81(9) . . ? O4 Zn3 O14 104.97(10) 2_525 . ? O10 Zn3 O13 116.99(10) . . ? O4 Zn3 O13 128.54(12) 2_525 . ? O14 Zn3 O13 82.03(9) . . ? O10 Zn3 N2 89.27(11) . 1_656 ? O4 Zn3 N2 85.86(11) 2_525 1_656 ? O14 Zn3 N2 167.00(10) . 1_656 ? O13 Zn3 N2 85.59(10) . 1_656 ? O10 Zn3 Zn2 98.70(7) . . ? O4 Zn3 Zn2 135.64(8) 2_525 . ? O14 Zn3 Zn2 41.33(7) . . ? O13 Zn3 Zn2 43.12(6) . . ? N2 Zn3 Zn2 125.67(8) 1_656 . ? O12 Zn4 O13 102.09(11) . . ? O12 Zn4 O5 125.70(11) . . ? O13 Zn4 O5 106.24(11) . . ? O12 Zn4 N3 103.19(11) . . ? O13 Zn4 N3 119.86(11) . . ? O5 Zn4 N3 101.32(11) . . ? O12 Zn4 Zn2 83.97(7) . . ? O13 Zn4 Zn2 40.75(7) . . ? O5 Zn4 Zn2 88.42(8) . . ? N3 Zn4 Zn2 160.58(8) . . ? C1 N1 C5 116.1(3) . . ? C1 N1 Zn1 125.2(3) . . ? C5 N1 Zn1 117.8(3) . . ? C18 N2 C19 116.9(3) . . ? C18 N2 Zn3 124.9(2) . 1_454 ? C19 N2 Zn3 118.0(2) . 1_454 ? C25 N3 C21 117.2(3) . . ? C25 N3 Zn4 119.1(2) . . ? C21 N3 Zn4 123.6(2) . . ? C39 N4 C38 116.2(3) . . ? C39 N4 Zn2 123.0(2) . 1_656 ? C38 N4 Zn2 120.4(2) . 1_656 ? C48 O1 Zn1 121.1(2) . . ? C48 O2 Zn2 137.6(2) . . ? C50 O3 Zn1 116.9(3) . 2_525 ? C50 O4 Zn3 112.8(3) . 2_525 ? C58 O5 Zn4 114.9(2) . . ? C58 O6 Zn2 134.9(2) . . ? C60 O7 Zn1 110.3(3) . 1_565 ? C68 O10 Zn3 131.3(2) . . ? C70 O11 Zn2 135.2(2) . . ? C70 O12 Zn4 124.1(2) . . ? Zn4 O13 Zn3 126.75(13) . . ? Zn4 O13 Zn2 102.96(10) . . ? Zn3 O13 Zn2 94.87(10) . . ? Zn4 O13 H1W 109(3) . . ? Zn3 O13 H1W 119(3) . . ? Zn2 O13 H1W 96(3) . . ? Zn1 O14 Zn2 117.61(12) . . ? Zn1 O14 Zn3 113.96(11) . . ? Zn2 O14 Zn3 97.07(10) . . ? Zn1 O14 H2W 114(3) . . ? Zn2 O14 H2W 114(3) . . ? Zn3 O14 H2W 97(3) . . ? N1 C1 C2 123.5(4) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C1 C2 C3 120.0(4) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C4 C3 C2 115.8(3) . . ? C4 C3 C6 123.1(4) . . ? C2 C3 C6 121.0(4) . . ? C5 C4 C3 120.7(4) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? N1 C5 C4 123.9(4) . . ? N1 C5 H5 118.1 . . ? C4 C5 H5 118.1 . . ? C7 C6 C3 123.6(4) . . ? C7 C6 H6 118.2 . . ? C3 C6 H6 118.2 . . ? C6 C7 C8 128.9(4) . . ? C6 C7 H7 115.5 . . ? C8 C7 H7 115.5 . . ? C13 C8 C9 118.2(4) . . ? C13 C8 C7 119.2(4) . . ? C9 C8 C7 122.6(4) . . ? C10 C9 C8 120.2(4) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 C11 121.2(4) . . ? C9 C10 H10 119.4 . . ? C11 C10 H10 119.4 . . ? C12 C11 C10 118.3(4) . . ? C12 C11 C14 118.2(4) . . ? C10 C11 C14 123.5(4) . . ? C13 C12 C11 120.6(4) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C8 121.4(4) . . ? C12 C13 H13 119.3 . . ? C8 C13 H13 119.3 . . ? C15 C14 C11 127.6(4) . . ? C15 C14 H14 116.2 . . ? C11 C14 H14 116.2 . . ? C14 C15 C16 124.6(4) . . ? C14 C15 H15 117.7 . . ? C16 C15 H15 117.7 . . ? C17 C16 C20 116.7(3) . . ? C17 C16 C15 120.5(4) . . ? C20 C16 C15 122.8(4) . . ? C18 C17 C16 120.6(4) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? N2 C18 C17 122.7(4) . . ? N2 C18 H18 118.7 . . ? C17 C18 H18 118.7 . . ? N2 C19 C20 124.0(3) . . ? N2 C19 H19 118.0 . . ? C20 C19 H19 118.0 . . ? C19 C20 C16 119.1(4) . . ? C19 C20 H20 120.4 . . ? C16 C20 H20 120.4 . . ? N3 C21 C22 122.9(4) . . ? N3 C21 H21 118.6 . . ? C22 C21 H21 118.6 . . ? C21 C22 C23 119.5(4) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? C24 C23 C22 116.4(3) . . ? C24 C23 C26 118.7(4) . . ? C22 C23 C26 125.0(4) . . ? C25 C24 C23 121.2(4) . . ? C25 C24 H24 119.4 . . ? C23 C24 H24 119.4 . . ? N3 C25 C24 122.8(4) . . ? N3 C25 H25 118.6 . . ? C24 C25 H25 118.6 . . ? C27 C26 C23 127.2(4) . . ? C27 C26 H26 116.4 . . ? C23 C26 H26 116.4 . . ? C26 C27 C28 126.1(4) . . ? C26 C27 H27 117.0 . . ? C28 C27 H27 117.0 . . ? C29 C28 C33 117.6(3) . . ? C29 C28 C27 118.4(4) . . ? C33 C28 C27 124.0(4) . . ? C28 C29 C30 120.9(4) . . ? C28 C29 H29 119.6 . . ? C30 C29 H29 119.6 . . ? C29 C30 C31 121.8(4) . . ? C29 C30 H30 119.1 . . ? C31 C30 H30 119.1 . . ? C30 C31 C32 117.8(3) . . ? C30 C31 C34 118.3(3) . . ? C32 C31 C34 123.9(3) . . ? C33 C32 C31 119.9(3) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C32 C33 C28 122.0(4) . . ? C32 C33 H33 119.0 . . ? C28 C33 H33 119.0 . . ? C35 C34 C31 127.9(3) . . ? C35 C34 H34 116.0 . . ? C31 C34 H34 116.0 . . ? C34 C35 C36 124.6(3) . . ? C34 C35 H35 117.7 . . ? C36 C35 H35 117.7 . . ? C40 C36 C37 115.8(3) . . ? C40 C36 C35 121.5(3) . . ? C37 C36 C35 122.7(3) . . ? C38 C37 C36 120.5(3) . . ? C38 C37 H37 119.8 . . ? C36 C37 H37 119.8 . . ? N4 C38 C37 123.8(3) . . ? N4 C38 H38 118.1 . . ? C37 C38 H38 118.1 . . ? N4 C39 C40 123.8(3) . . ? N4 C39 H39 118.1 . . ? C40 C39 H39 118.1 . . ? C39 C40 C36 119.8(3) . . ? C39 C40 H40 120.1 . . ? C36 C40 H40 120.1 . . ? C45 C41 C42 119.6(4) . . ? C45 C41 H41 120.2 . . ? C42 C41 H41 120.2 . . ? C43 C42 C41 121.5(4) . . ? C43 C42 H42 119.2 . . ? C41 C42 H42 119.2 . . ? C42 C43 C44 118.7(4) . . ? C42 C43 C47 119.8(4) . . ? C44 C43 C47 121.5(3) . . ? C46 C44 C43 119.2(4) . . ? C46 C44 C49 118.3(3) . . ? C43 C44 C49 122.5(3) . . ? C41 C45 C46 119.9(4) . . ? C41 C45 H45 120.1 . . ? C46 C45 H45 120.1 . . ? C44 C46 C45 121.1(4) . . ? C44 C46 H46 119.4 . . ? C45 C46 H46 119.4 . . ? C43 C47 C48 117.1(3) . . ? C43 C47 H47A 108.0 . . ? C48 C47 H47A 108.0 . . ? C43 C47 H47B 108.0 . . ? C48 C47 H47B 108.0 . . ? H47A C47 H47B 107.3 . . ? O2 C48 O1 125.9(3) . . ? O2 C48 C47 118.4(3) . . ? O1 C48 C47 115.7(3) . . ? C44 C49 C50 117.7(3) . . ? C44 C49 H49A 107.9 . . ? C50 C49 H49A 107.9 . . ? C44 C49 H49B 107.9 . . ? C50 C49 H49B 107.9 . . ? H49A C49 H49B 107.2 . . ? O4 C50 O3 125.6(4) . . ? O4 C50 C49 118.6(3) . . ? O3 C50 C49 115.7(4) . . ? C56 C51 C52 120.5(4) . . ? C56 C51 H51 119.8 . . ? C52 C51 H51 119.8 . . ? C51 C52 C53 120.9(4) . . ? C51 C52 H52 119.5 . . ? C53 C52 H52 119.5 . . ? C54 C53 C52 119.3(3) . . ? C54 C53 C57 122.3(3) . . ? C52 C53 C57 118.3(3) . . ? C53 C54 C55 118.6(4) . . ? C53 C54 C59 121.8(3) . . ? C55 C54 C59 119.5(4) . . ? C56 C55 C54 121.3(4) . . ? C56 C55 H55 119.4 . . ? C54 C55 H55 119.4 . . ? C51 C56 C55 119.2(4) . . ? C51 C56 H56 120.4 . . ? C55 C56 H56 120.4 . . ? C58 C57 C53 114.8(3) . . ? C58 C57 H57A 108.6 . . ? C53 C57 H57A 108.6 . . ? C58 C57 H57B 108.6 . . ? C53 C57 H57B 108.6 . . ? H57A C57 H57B 107.5 . . ? O6 C58 O5 124.5(3) . . ? O6 C58 C57 119.2(3) . . ? O5 C58 C57 116.3(3) . . ? C60 C59 C54 117.5(4) . . ? C60 C59 H59A 107.9 . . ? C54 C59 H59A 107.9 . . ? C60 C59 H59B 107.9 . . ? C54 C59 H59B 107.9 . . ? H59A C59 H59B 107.2 . . ? O7 C60 O8 124.3(5) . . ? O7 C60 C59 117.1(5) . . ? O8 C60 C59 118.6(5) . . ? C66 C61 C62 120.2(4) . . ? C66 C61 H61 119.9 . . ? C62 C61 H61 119.9 . . ? C61 C62 C63 120.9(4) . . ? C61 C62 H62 119.6 . . ? C63 C62 H62 119.6 . . ? C64 C63 C62 119.4(3) . . ? C64 C63 C69 122.0(3) . . ? C62 C63 C69 118.4(3) . . ? C63 C64 C65 117.9(4) . . ? C63 C64 C67 121.5(3) . . ? C65 C64 C67 120.5(4) . . ? C66 C65 C64 122.6(4) . . ? C66 C65 H65 118.7 . . ? C64 C65 H65 118.7 . . ? C61 C66 C65 119.0(4) . . ? C61 C66 H66 120.5 . . ? C65 C66 H66 120.5 . . ? C64 C67 C68 113.4(3) . . ? C64 C67 H67A 108.9 . . ? C68 C67 H67A 108.9 . . ? C64 C67 H67B 108.9 . . ? C68 C67 H67B 108.9 . . ? H67A C67 H67B 107.7 . . ? O9 C68 O10 126.5(3) . . ? O9 C68 C67 119.9(3) . . ? O10 C68 C67 113.7(3) . . ? C63 C69 C70 113.0(3) . . ? C63 C69 H69A 109.0 . . ? C70 C69 H69A 109.0 . . ? C63 C69 H69B 109.0 . . ? C70 C69 H69B 109.0 . . ? H69A C69 H69B 107.8 . . ? O11 C70 O12 126.2(3) . . ? O11 C70 C69 118.3(3) . . ? O12 C70 C69 115.6(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.818 _refine_diff_density_min -0.571 _refine_diff_density_rms 0.099 #===END #===END #========================================================================== data_2 _database_code_depnum_ccdc_archive 'CCDC 784213' #TrackingRef '- JPLangCIF.cif' #========================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H24 N2 O4 Zn' _chemical_formula_sum 'C30 H24 N2 O4 Zn' _chemical_formula_weight 541.90 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5105(19) _cell_length_b 9.829(2) _cell_length_c 14.496(3) _cell_angle_alpha 106.93(3) _cell_angle_beta 97.29(3) _cell_angle_gamma 102.26(3) _cell_volume 1240.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5552 _cell_measurement_theta_min 3.0823 _cell_measurement_theta_max 25.4778 _exptl_crystal_description Block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.451 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 1.030 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.7475 _exptl_absorpt_correction_T_max 0.9040 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'Rigaku MercuryCCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9488 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0435 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 25.25 _reflns_number_total 4452 _reflns_number_gt 3764 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _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^)+(0.0454P)^2^+0.1552P] 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 4452 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0492 _refine_ls_R_factor_gt 0.0373 _refine_ls_wR_factor_ref 0.0879 _refine_ls_wR_factor_gt 0.0830 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 Zn1 Zn 0.08189(3) -0.38649(3) -0.09020(2) 0.02876(11) Uani 1 1 d . . . N1 N 0.2023(2) -0.18184(19) 0.01498(14) 0.0289(5) Uani 1 1 d . . . N2 N 0.9756(2) 1.4051(2) 0.80104(14) 0.0310(5) Uani 1 1 d . . . O1 O 0.2176(2) -0.3136(2) -0.21515(18) 0.0595(6) Uani 1 1 d . . . O2 O 0.0106(2) -0.27474(18) -0.18171(13) 0.0379(4) Uani 1 1 d . . . O3 O 0.0914(2) 0.3810(2) 0.01819(15) 0.0554(6) Uani 1 1 d . . . O4 O 0.2394(2) 0.51635(17) -0.04711(13) 0.0361(4) Uani 1 1 d . . . C1 C 0.3486(3) -0.1397(3) 0.04239(18) 0.0332(6) Uani 1 1 d . . . H1 H 0.4021 -0.2057 0.0145 0.040 Uiso 1 1 calc R . . C2 C 0.4252(3) -0.0045(3) 0.10943(18) 0.0332(6) Uani 1 1 d . . . H2 H 0.5283 0.0203 0.1257 0.040 Uiso 1 1 calc R . . C3 C 0.3488(3) 0.0957(2) 0.15321(17) 0.0281(6) Uani 1 1 d . . . C4 C 0.1970(3) 0.0521(2) 0.12330(18) 0.0323(6) Uani 1 1 d . . . H4 H 0.1406 0.1160 0.1496 0.039 Uiso 1 1 calc R . . C5 C 0.1290(3) -0.0842(2) 0.05535(18) 0.0320(6) Uani 1 1 d . . . H5 H 0.0261 -0.1106 0.0361 0.038 Uiso 1 1 calc R . . C6 C 0.4302(3) 0.2383(2) 0.22610(17) 0.0322(6) Uani 1 1 d . . . H6 H 0.5332 0.2588 0.2413 0.039 Uiso 1 1 calc R . . C7 C 0.3677(3) 0.3408(3) 0.27216(18) 0.0330(6) Uani 1 1 d . . . H7 H 0.2650 0.3205 0.2541 0.040 Uiso 1 1 calc R . . C8 C 0.4440(3) 0.4822(2) 0.34844(17) 0.0314(6) Uani 1 1 d . . . C9 C 0.5957(3) 0.5267(3) 0.38225(19) 0.0372(6) Uani 1 1 d . . . H9 H 0.6536 0.4651 0.3548 0.045 Uiso 1 1 calc R . . C10 C 0.6624(3) 0.6594(3) 0.45515(19) 0.0389(7) Uani 1 1 d . . . H10 H 0.7649 0.6866 0.4770 0.047 Uiso 1 1 calc R . . C11 C 0.5802(3) 0.7546(3) 0.49723(18) 0.0353(6) Uani 1 1 d . . . C12 C 0.4286(3) 0.7089(3) 0.46429(19) 0.0381(6) Uani 1 1 d . . . H12 H 0.3706 0.7698 0.4923 0.046 Uiso 1 1 calc R . . C13 C 0.3613(3) 0.5757(3) 0.39120(18) 0.0363(6) Uani 1 1 d . . . H13 H 0.2587 0.5478 0.3700 0.044 Uiso 1 1 calc R . . C14 C 0.6477(3) 0.9005(3) 0.57086(18) 0.0380(6) Uani 1 1 d . . . H14 H 0.5856 0.9445 0.6083 0.046 Uiso 1 1 calc R . . C15 C 0.7851(3) 0.9760(3) 0.59007(17) 0.0359(6) Uani 1 1 d . . . H15 H 0.8481 0.9320 0.5536 0.043 Uiso 1 1 calc R . . C16 C 0.8503(3) 1.1233(2) 0.66338(17) 0.0319(6) Uani 1 1 d . . . C17 C 0.9899(3) 1.2047(3) 0.66571(19) 0.0412(7) Uani 1 1 d . . . H17 H 1.0450 1.1651 0.6203 0.049 Uiso 1 1 calc R . . C18 C 1.0482(3) 1.3433(3) 0.73428(19) 0.0392(7) Uani 1 1 d . . . H18 H 1.1428 1.3965 0.7340 0.047 Uiso 1 1 calc R . . C19 C 0.8417(3) 1.3273(3) 0.79930(18) 0.0358(6) Uani 1 1 d . . . H19 H 0.7889 1.3697 0.8454 0.043 Uiso 1 1 calc R . . C20 C 0.7764(3) 1.1881(3) 0.73351(18) 0.0366(6) Uani 1 1 d . . . H20 H 0.6822 1.1371 0.7361 0.044 Uiso 1 1 calc R . . C21 C 0.2089(3) -0.0156(3) -0.25404(18) 0.0356(6) Uani 1 1 d . . . C22 C 0.2971(3) 0.0404(3) -0.31021(19) 0.0409(7) Uani 1 1 d . . . H22 H 0.2953 -0.0182 -0.3747 0.049 Uiso 1 1 calc R . . C23 C 0.3882(3) 0.1826(3) -0.2722(2) 0.0422(7) Uani 1 1 d . . . H23 H 0.4485 0.2193 -0.3108 0.051 Uiso 1 1 calc R . . C24 C 0.3908(3) 0.2703(3) -0.1784(2) 0.0389(7) Uani 1 1 d . . . H24 H 0.4517 0.3671 -0.1537 0.047 Uiso 1 1 calc R . . C25 C 0.3047(3) 0.2171(3) -0.12019(18) 0.0314(6) Uani 1 1 d . . . C26 C 0.2133(3) 0.0736(3) -0.15847(18) 0.0325(6) Uani 1 1 d . . . H26 H 0.1539 0.0367 -0.1194 0.039 Uiso 1 1 calc R . . C27 C 0.1057(4) -0.1702(3) -0.2966(2) 0.0495(8) Uani 1 1 d . . . H27A H 0.0048 -0.1626 -0.3116 0.059 Uiso 1 1 calc R . . H27B H 0.1305 -0.2220 -0.3586 0.059 Uiso 1 1 calc R . . C28 C 0.1125(3) -0.2606(2) -0.22808(19) 0.0361(6) Uani 1 1 d . . . C29 C 0.3095(3) 0.3136(3) -0.01610(18) 0.0380(7) Uani 1 1 d . . . H29A H 0.4098 0.3757 0.0130 0.046 Uiso 1 1 calc R . . H29B H 0.2833 0.2509 0.0240 0.046 Uiso 1 1 calc R . . C30 C 0.2040(3) 0.4117(2) -0.01448(18) 0.0327(6) 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 Zn1 0.03276(19) 0.01639(15) 0.03014(17) 0.00037(11) 0.00284(12) 0.00416(11) N1 0.0323(13) 0.0181(10) 0.0318(11) 0.0016(8) 0.0035(9) 0.0080(8) N2 0.0356(14) 0.0203(10) 0.0301(11) 0.0015(8) 0.0018(9) 0.0049(9) O1 0.0437(14) 0.0395(11) 0.0952(17) 0.0174(11) 0.0142(12) 0.0174(10) O2 0.0414(12) 0.0307(9) 0.0389(10) 0.0063(8) 0.0057(9) 0.0121(8) O3 0.0496(14) 0.0441(12) 0.0539(12) -0.0063(9) 0.0282(11) -0.0056(10) O4 0.0328(11) 0.0208(8) 0.0500(11) 0.0070(8) 0.0051(9) 0.0055(7) C1 0.0292(15) 0.0246(12) 0.0409(14) 0.0016(10) 0.0062(12) 0.0100(10) C2 0.0234(14) 0.0280(13) 0.0402(14) 0.0028(11) 0.0015(11) 0.0049(10) C3 0.0313(15) 0.0204(11) 0.0287(12) 0.0057(10) 0.0009(11) 0.0049(10) C4 0.0301(15) 0.0200(12) 0.0395(14) -0.0007(10) 0.0035(11) 0.0083(10) C5 0.0229(14) 0.0240(12) 0.0425(14) 0.0032(10) 0.0018(11) 0.0063(10) C6 0.0317(15) 0.0224(12) 0.0331(13) 0.0016(10) -0.0009(11) 0.0022(10) C7 0.0314(15) 0.0245(12) 0.0328(13) 0.0015(10) 0.0013(11) -0.0005(10) C8 0.0381(16) 0.0198(12) 0.0305(13) 0.0047(10) 0.0037(12) 0.0024(10) C9 0.0396(17) 0.0226(12) 0.0410(15) 0.0006(11) 0.0027(13) 0.0075(11) C10 0.0398(17) 0.0259(13) 0.0405(15) 0.0030(11) -0.0029(13) 0.0042(11) C11 0.0464(18) 0.0231(12) 0.0269(13) 0.0015(10) 0.0028(12) 0.0016(11) C12 0.0426(18) 0.0271(13) 0.0373(15) 0.0004(11) 0.0117(13) 0.0061(11) C13 0.0355(16) 0.0286(13) 0.0364(14) 0.0023(11) 0.0066(12) 0.0032(11) C14 0.0463(19) 0.0277(13) 0.0326(14) 0.0029(11) 0.0063(13) 0.0054(12) C15 0.0489(19) 0.0215(12) 0.0283(13) -0.0012(10) 0.0038(12) 0.0064(12) C16 0.0397(17) 0.0208(11) 0.0290(13) 0.0039(10) 0.0007(11) 0.0043(11) C17 0.0423(18) 0.0323(14) 0.0389(15) -0.0040(11) 0.0107(13) 0.0092(12) C18 0.0328(16) 0.0299(13) 0.0423(15) -0.0017(11) 0.0084(13) 0.0005(11) C19 0.0398(17) 0.0283(13) 0.0306(13) 0.0002(10) 0.0078(12) 0.0037(12) C20 0.0346(16) 0.0277(13) 0.0363(14) 0.0014(11) 0.0058(12) -0.0015(11) C21 0.0470(18) 0.0278(13) 0.0319(14) 0.0096(11) 0.0067(12) 0.0109(12) C22 0.056(2) 0.0401(15) 0.0324(14) 0.0122(12) 0.0157(13) 0.0214(14) C23 0.0478(19) 0.0424(16) 0.0466(16) 0.0231(13) 0.0208(14) 0.0143(13) C24 0.0408(17) 0.0272(13) 0.0498(16) 0.0140(12) 0.0109(14) 0.0083(11) C25 0.0386(16) 0.0246(12) 0.0351(13) 0.0101(10) 0.0092(12) 0.0153(11) C26 0.0409(17) 0.0268(12) 0.0344(13) 0.0118(10) 0.0126(12) 0.0128(11) C27 0.066(2) 0.0377(15) 0.0337(15) 0.0050(12) 0.0053(14) 0.0016(14) C28 0.0380(17) 0.0189(12) 0.0426(15) -0.0008(10) 0.0026(13) 0.0080(11) C29 0.0524(19) 0.0240(13) 0.0348(14) 0.0072(11) 0.0049(13) 0.0102(12) C30 0.0336(16) 0.0206(12) 0.0306(13) -0.0070(10) 0.0070(12) 0.0010(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 2.062(2) 2 ? Zn1 O4 2.0648(18) 1_545 ? Zn1 O2 2.0884(18) . ? Zn1 N1 2.115(2) . ? Zn1 N2 2.130(2) 1_434 ? Zn1 O1 2.533(3) . ? N1 C1 1.335(3) . ? N1 C5 1.345(3) . ? N2 C19 1.333(3) . ? N2 C18 1.337(3) . ? N2 Zn1 2.130(2) 1_676 ? O1 C28 1.239(3) . ? O2 C28 1.254(3) . ? O3 C30 1.239(3) . ? O3 Zn1 2.062(2) 2 ? O4 C30 1.254(3) . ? O4 Zn1 2.0648(18) 1_565 ? C1 C2 1.378(3) . ? C1 H1 0.9400 . ? C2 C3 1.399(3) . ? C2 H2 0.9400 . ? C3 C4 1.388(4) . ? C3 C6 1.466(3) . ? C4 C5 1.373(3) . ? C4 H4 0.9400 . ? C5 H5 0.9400 . ? C6 C7 1.334(3) . ? C6 H6 0.9400 . ? C7 C8 1.468(3) . ? C7 H7 0.9400 . ? C8 C9 1.393(4) . ? C8 C13 1.395(4) . ? C9 C10 1.377(3) . ? C9 H9 0.9400 . ? C10 C11 1.399(4) . ? C10 H10 0.9400 . ? C11 C12 1.391(4) . ? C11 C14 1.467(3) . ? C12 C13 1.382(3) . ? C12 H12 0.9400 . ? C13 H13 0.9400 . ? C14 C15 1.308(4) . ? C14 H14 0.9400 . ? C15 C16 1.472(3) . ? C15 H15 0.9400 . ? C16 C17 1.387(4) . ? C16 C20 1.389(4) . ? C17 C18 1.380(3) . ? C17 H17 0.9400 . ? C18 H18 0.9400 . ? C19 C20 1.377(3) . ? C19 H19 0.9400 . ? C20 H20 0.9400 . ? C21 C22 1.381(4) . ? C21 C26 1.397(3) . ? C21 C27 1.524(4) . ? C22 C23 1.387(4) . ? C22 H22 0.9400 . ? C23 C24 1.377(4) . ? C23 H23 0.9400 . ? C24 C25 1.381(4) . ? C24 H24 0.9400 . ? C25 C26 1.398(3) . ? C25 C29 1.519(3) . ? C26 H26 0.9400 . ? C27 C28 1.517(4) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C29 C30 1.530(4) . ? C29 H29A 0.9800 . ? C29 H29B 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 O3 Zn1 O4 118.12(9) 2 1_545 ? O3 Zn1 O2 94.23(9) 2 . ? O4 Zn1 O2 147.63(8) 1_545 . ? O3 Zn1 N1 89.55(8) 2 . ? O4 Zn1 N1 89.77(7) 1_545 . ? O2 Zn1 N1 89.40(7) . . ? O3 Zn1 N2 94.49(9) 2 1_434 ? O4 Zn1 N2 87.15(8) 1_545 1_434 ? O2 Zn1 N2 91.62(7) . 1_434 ? N1 Zn1 N2 175.75(8) . 1_434 ? O3 Zn1 O1 149.12(8) 2 . ? O4 Zn1 O1 92.65(7) 1_545 . ? O2 Zn1 O1 54.98(7) . . ? N1 Zn1 O1 87.98(8) . . ? N2 Zn1 O1 89.23(8) 1_434 . ? C1 N1 C5 116.86(19) . . ? C1 N1 Zn1 124.35(15) . . ? C5 N1 Zn1 118.76(17) . . ? C19 N2 C18 117.3(2) . . ? C19 N2 Zn1 123.12(17) . 1_676 ? C18 N2 Zn1 119.44(18) . 1_676 ? C28 O1 Zn1 81.71(18) . . ? C28 O2 Zn1 102.28(16) . . ? C30 O3 Zn1 165.57(17) . 2 ? C30 O4 Zn1 119.83(17) . 1_565 ? N1 C1 C2 123.4(2) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C1 C2 C3 119.7(2) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 116.5(2) . . ? C4 C3 C6 123.8(2) . . ? C2 C3 C6 119.7(2) . . ? C5 C4 C3 120.2(2) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? N1 C5 C4 123.3(2) . . ? N1 C5 H5 118.4 . . ? C4 C5 H5 118.4 . . ? C7 C6 C3 124.2(2) . . ? C7 C6 H6 117.9 . . ? C3 C6 H6 117.9 . . ? C6 C7 C8 126.1(3) . . ? C6 C7 H7 116.9 . . ? C8 C7 H7 116.9 . . ? C9 C8 C13 118.0(2) . . ? C9 C8 C7 123.1(2) . . ? C13 C8 C7 118.9(2) . . ? C10 C9 C8 121.1(2) . . ? C10 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? C9 C10 C11 121.1(3) . . ? C9 C10 H10 119.4 . . ? C11 C10 H10 119.4 . . ? C12 C11 C10 117.6(2) . . ? C12 C11 C14 119.6(2) . . ? C10 C11 C14 122.8(3) . . ? C13 C12 C11 121.4(2) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C12 C13 C8 120.8(3) . . ? C12 C13 H13 119.6 . . ? C8 C13 H13 119.6 . . ? C15 C14 C11 127.0(3) . . ? C15 C14 H14 116.5 . . ? C11 C14 H14 116.5 . . ? C14 C15 C16 126.2(3) . . ? C14 C15 H15 116.9 . . ? C16 C15 H15 116.9 . . ? C17 C16 C20 116.6(2) . . ? C17 C16 C15 121.3(2) . . ? C20 C16 C15 122.1(3) . . ? C18 C17 C16 120.3(3) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? N2 C18 C17 122.6(3) . . ? N2 C18 H18 118.7 . . ? C17 C18 H18 118.7 . . ? N2 C19 C20 123.5(2) . . ? N2 C19 H19 118.3 . . ? C20 C19 H19 118.3 . . ? C19 C20 C16 119.7(3) . . ? C19 C20 H20 120.1 . . ? C16 C20 H20 120.1 . . ? C22 C21 C26 118.8(2) . . ? C22 C21 C27 120.6(2) . . ? C26 C21 C27 120.6(3) . . ? C21 C22 C23 120.5(2) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C24 C23 C22 120.4(3) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C23 C24 C25 120.5(2) . . ? C23 C24 H24 119.8 . . ? C25 C24 H24 119.8 . . ? C24 C25 C26 119.1(2) . . ? C24 C25 C29 120.3(2) . . ? C26 C25 C29 120.7(2) . . ? C21 C26 C25 120.8(3) . . ? C21 C26 H26 119.6 . . ? C25 C26 H26 119.6 . . ? C28 C27 C21 113.4(2) . . ? C28 C27 H27A 108.9 . . ? C21 C27 H27A 108.9 . . ? C28 C27 H27B 108.9 . . ? C21 C27 H27B 108.9 . . ? H27A C27 H27B 107.7 . . ? O1 C28 O2 121.0(3) . . ? O1 C28 C27 121.4(3) . . ? O2 C28 C27 117.5(2) . . ? C25 C29 C30 111.7(2) . . ? C25 C29 H29A 109.3 . . ? C30 C29 H29A 109.3 . . ? C25 C29 H29B 109.3 . . ? C30 C29 H29B 109.3 . . ? H29A C29 H29B 107.9 . . ? O3 C30 O4 125.7(2) . . ? O3 C30 C29 117.8(2) . . ? O4 C30 C29 116.5(2) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.541 _refine_diff_density_min -0.315 _refine_diff_density_rms 0.056 # Attachment '- JPLangCIF.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 784214' #TrackingRef '- JPLangCIF.cif' #========================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H24 N2 O4 Zn, 2(H2 O)' _chemical_formula_sum 'C30 H28 N2 O6 Zn' _chemical_formula_weight 577.93 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc ' 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 25.029(5) _cell_length_b 5.8653(12) _cell_length_c 20.980(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.38(3) _cell_angle_gamma 90.00 _cell_volume 3077.3(11) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5552 _cell_measurement_theta_min 3.0823 _cell_measurement_theta_max 25.4778 _exptl_crystal_description Block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.247 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 0.839 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.8501 _exptl_absorpt_correction_T_max 0.8774 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'Rigaku MercuryCCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7246 _diffrn_reflns_av_R_equivalents 0.0314 _diffrn_reflns_av_sigmaI/netI 0.0371 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.26 _diffrn_reflns_theta_max 25.04 _reflns_number_total 2673 _reflns_number_gt 2307 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _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^)+(0.1309P)^2^+0.5727P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2673 _refine_ls_number_parameters 185 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0726 _refine_ls_R_factor_gt 0.0624 _refine_ls_wR_factor_ref 0.1897 _refine_ls_wR_factor_gt 0.1782 _refine_ls_goodness_of_fit_ref 1.128 _refine_ls_restrained_S_all 1.136 _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 Zn1 Zn 0.0000 -0.28245(10) 0.2500 0.0331(3) Uani 1 2 d S . . N1 N 0.04959(12) -0.0936(5) 0.30736(15) 0.0343(7) Uani 1 1 d . . . O1 O -0.03415(11) -0.4876(5) 0.30859(14) 0.0415(7) Uani 1 1 d . . . O2 O -0.08291(18) -0.1965(6) 0.3395(2) 0.0742(12) Uani 1 1 d . . . C1 C 0.06486(16) -0.1649(7) 0.36643(19) 0.0384(9) Uani 1 1 d . . . H1 H 0.0510 -0.3030 0.3814 0.046 Uiso 1 1 calc R . . C2 C 0.09957(16) -0.0450(7) 0.4053(2) 0.0393(9) Uani 1 1 d . . . H2 H 0.1096 -0.1029 0.4459 0.047 Uiso 1 1 calc R . . C3 C 0.12026(16) 0.1621(7) 0.3857(2) 0.0415(10) Uani 1 1 d . . . C4 C 0.10332(19) 0.2383(7) 0.3244(2) 0.0445(10) Uani 1 1 d . . . H4 H 0.1154 0.3788 0.3089 0.053 Uiso 1 1 calc R . . C5 C 0.06918(17) 0.1059(7) 0.2875(2) 0.0438(10) Uani 1 1 d . . . H5 H 0.0590 0.1572 0.2463 0.053 Uiso 1 1 calc R . . C6 C 0.15625(18) 0.2897(7) 0.4290(2) 0.0450(10) Uani 1 1 d . . . H6 H 0.1617 0.2333 0.4707 0.054 Uiso 1 1 calc R . . C7 C 0.18214(17) 0.4809(7) 0.4139(2) 0.0479(11) Uani 1 1 d . . . H7 H 0.1779 0.5343 0.3718 0.058 Uiso 1 1 calc R . . C8 C 0.21702(15) 0.6142(7) 0.4589(2) 0.0435(10) Uani 1 1 d . . . C9 C 0.22883(17) 0.5487(8) 0.5224(2) 0.0470(11) Uani 1 1 d . . . H9 H 0.2146 0.4121 0.5379 0.056 Uiso 1 1 calc R . . C10 C 0.23901(17) 0.8176(8) 0.4378(2) 0.0470(11) Uani 1 1 d . . . H10 H 0.2318 0.8648 0.3954 0.056 Uiso 1 1 calc R . . C11 C -0.06764(16) -0.3963(8) 0.3451(2) 0.0434(10) Uani 1 1 d . . . C12 C -0.08461(18) -0.5420(9) 0.4008(2) 0.0516(11) Uani 1 1 d . . . H12A H -0.1187 -0.4874 0.4162 0.062 Uiso 1 1 calc R . . H12B H -0.0890 -0.7011 0.3873 0.062 Uiso 1 1 calc R . . C13 C -0.0040(2) -0.6974(7) 0.4637(2) 0.0475(11) Uani 1 1 d . . . H13 H -0.0065 -0.8317 0.4393 0.057 Uiso 1 1 calc R . . C14 C -0.04125(16) -0.5233(7) 0.45292(19) 0.0410(9) Uani 1 1 d . . . C15 C -0.03648(19) -0.3263(8) 0.4900(2) 0.0511(11) Uani 1 1 d . . . H15 H -0.0613 -0.2076 0.4834 0.061 Uiso 1 1 calc R . . O3 O 0.1556(2) 1.0514(11) 0.5729(3) 0.1074(17) Uani 1 1 d DU . . H1W H 0.180(2) 0.985(12) 0.595(3) 0.112(6) Uiso 1 1 d DU . . H2W H 0.130(2) 1.112(14) 0.591(3) 0.114(6) Uiso 1 1 d DU . . 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 0.0358(4) 0.0326(4) 0.0302(4) 0.000 -0.0074(3) 0.000 N1 0.0368(16) 0.0346(17) 0.0308(18) -0.0020(13) -0.0058(13) 0.0005(13) O1 0.0495(16) 0.0375(15) 0.0378(16) -0.0009(11) 0.0046(13) -0.0041(12) O2 0.095(3) 0.072(3) 0.058(2) 0.0200(19) 0.028(2) 0.033(2) C1 0.039(2) 0.039(2) 0.037(2) -0.0008(16) -0.0045(17) 0.0035(17) C2 0.041(2) 0.044(2) 0.033(2) -0.0036(16) -0.0033(16) 0.0049(17) C3 0.034(2) 0.043(2) 0.047(3) -0.0106(19) -0.0048(18) 0.0045(17) C4 0.048(2) 0.035(2) 0.049(3) -0.0011(17) -0.006(2) -0.0061(17) C5 0.052(2) 0.038(2) 0.040(2) 0.0005(17) -0.0118(19) -0.0027(19) C6 0.042(2) 0.048(2) 0.045(3) -0.0088(18) -0.0058(19) -0.0024(19) C7 0.042(2) 0.046(2) 0.056(3) -0.010(2) -0.003(2) 0.0003(19) C8 0.0311(19) 0.045(2) 0.054(3) -0.0134(19) -0.0014(18) 0.0015(17) C9 0.037(2) 0.042(2) 0.062(3) -0.007(2) 0.002(2) -0.0043(18) C10 0.038(2) 0.047(2) 0.055(3) -0.008(2) -0.0029(19) -0.0046(19) C11 0.042(2) 0.050(3) 0.038(2) 0.0044(18) -0.0023(18) 0.0002(19) C12 0.048(2) 0.059(3) 0.048(3) 0.008(2) 0.005(2) -0.005(2) C13 0.059(3) 0.042(2) 0.042(3) -0.0016(18) 0.008(2) 0.008(2) C14 0.044(2) 0.048(2) 0.031(2) 0.0069(17) 0.0092(17) 0.0003(18) C15 0.056(3) 0.044(2) 0.054(3) 0.001(2) 0.004(2) 0.015(2) O3 0.111(4) 0.110(4) 0.104(4) 0.019(3) 0.039(3) 0.029(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.943(3) 2 ? Zn1 O1 1.943(3) . ? Zn1 N1 2.023(3) . ? Zn1 N1 2.023(3) 2 ? N1 C5 1.342(5) . ? N1 C1 1.348(5) . ? O1 C11 1.276(5) . ? O2 C11 1.236(6) . ? C1 C2 1.363(6) . ? C1 H1 0.9400 . ? C2 C3 1.390(6) . ? C2 H2 0.9400 . ? C3 C4 1.410(7) . ? C3 C6 1.459(6) . ? C4 C5 1.370(6) . ? C4 H4 0.9400 . ? C5 H5 0.9400 . ? C6 C7 1.339(6) . ? C6 H6 0.9400 . ? C7 C8 1.482(6) . ? C7 H7 0.9400 . ? C8 C10 1.394(7) . ? C8 C9 1.406(7) . ? C9 C10 1.380(6) 7_566 ? C9 H9 0.9400 . ? C10 C9 1.380(6) 7_566 ? C10 H10 0.9400 . ? C11 C12 1.522(6) . ? C12 C14 1.513(6) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C13 C15 1.382(7) 5_546 ? C13 C14 1.394(6) . ? C13 H13 0.9400 . ? C14 C15 1.395(6) . ? C15 C13 1.382(7) 5_546 ? C15 H15 0.9400 . ? O3 H1W 0.85(6) . ? O3 H2W 0.84(6) . ? 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 O1 103.50(17) 2 . ? O1 Zn1 N1 116.12(12) 2 . ? O1 Zn1 N1 103.76(12) . . ? O1 Zn1 N1 103.76(12) 2 2 ? O1 Zn1 N1 116.12(12) . 2 ? N1 Zn1 N1 113.59(18) . 2 ? C5 N1 C1 117.6(3) . . ? C5 N1 Zn1 121.0(3) . . ? C1 N1 Zn1 121.4(3) . . ? C11 O1 Zn1 115.9(3) . . ? N1 C1 C2 122.7(4) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C1 C2 C3 120.6(4) . . ? C1 C2 H2 119.7 . . ? C3 C2 H2 119.7 . . ? C2 C3 C4 116.5(4) . . ? C2 C3 C6 119.4(4) . . ? C4 C3 C6 124.0(4) . . ? C5 C4 C3 119.5(4) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? N1 C5 C4 123.1(4) . . ? N1 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? C7 C6 C3 125.1(5) . . ? C7 C6 H6 117.5 . . ? C3 C6 H6 117.5 . . ? C6 C7 C8 124.7(5) . . ? C6 C7 H7 117.6 . . ? C8 C7 H7 117.6 . . ? C10 C8 C9 117.7(4) . . ? C10 C8 C7 118.6(4) . . ? C9 C8 C7 123.7(4) . . ? C10 C9 C8 120.9(4) 7_566 . ? C10 C9 H9 119.6 7_566 . ? C8 C9 H9 119.6 . . ? C9 C10 C8 121.4(5) 7_566 . ? C9 C10 H10 119.3 7_566 . ? C8 C10 H10 119.3 . . ? O2 C11 O1 123.3(4) . . ? O2 C11 C12 120.6(4) . . ? O1 C11 C12 115.8(4) . . ? C14 C12 C11 107.5(4) . . ? C14 C12 H12A 110.2 . . ? C11 C12 H12A 110.2 . . ? C14 C12 H12B 110.2 . . ? C11 C12 H12B 110.2 . . ? H12A C12 H12B 108.5 . . ? C15 C13 C14 120.4(4) 5_546 . ? C15 C13 H13 119.8 5_546 . ? C14 C13 H13 119.8 . . ? C13 C14 C15 118.4(4) . . ? C13 C14 C12 121.2(4) . . ? C15 C14 C12 120.4(4) . . ? C13 C15 C14 121.3(4) 5_546 . ? C13 C15 H15 119.4 5_546 . ? C14 C15 H15 119.4 . . ? H1W O3 H2W 121(4) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.663 _refine_diff_density_min -0.460 _refine_diff_density_rms 0.116