Supplementary Material (ESI) for Chemical Communications This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Chen, Qun' _publ_contact_author_email chenqunjpu@yahoo.com _publ_section_title ; Unique ZnII coordination entanglement networks with a flexible fluorinated bis-pyridinecarboxamide tecton and benzenedicarboxylates ; loop_ _publ_author_name 'Zhi-Hui Zhang' 'Qun Chen' 'Miao Du' # Attachment 'CIF.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 787545' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H13 F2 N2 O6 Zn' _chemical_formula_weight 456.69 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' F F 0.0171 0.0103 '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 _symmetry_space_group_name_Hall '-P 2ybc' 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 8.0683(8) _cell_length_b 15.9656(16) _cell_length_c 14.4286(15) _cell_angle_alpha 90.00 _cell_angle_beta 101.8500(10) _cell_angle_gamma 90.00 _cell_volume 1819.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9992 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 27.43 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.668 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 924 _exptl_absorpt_coefficient_mu 1.410 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.660 _exptl_absorpt_correction_T_max 0.676 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15407 _diffrn_reflns_av_R_equivalents 0.0322 _diffrn_reflns_av_sigmaI/netI 0.0267 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 27.44 _reflns_number_total 4162 _reflns_number_gt 3787 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2003)' _computing_cell_refinement 'APEX2 and SAINT (Bruker, 2001)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXTL(Scheldrick, 2008)' _computing_structure_refinement SHELXTL _computing_molecular_graphics 'SHELXTL and DIAMOND (Brandenburg, 2005)' _computing_publication_material 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^)+(0.0392P)^2^+0.6574P] 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 4162 _refine_ls_number_parameters 262 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0298 _refine_ls_R_factor_gt 0.0268 _refine_ls_wR_factor_ref 0.0737 _refine_ls_wR_factor_gt 0.0720 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.095 _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 0.53902(2) 0.878089(10) 0.970985(12) 0.02286(7) Uani 1 1 d U . . C1 C 0.7871(2) 0.79611(12) 1.13123(13) 0.0377(4) Uani 1 1 d . . . H1 H 0.6988 0.8033 1.1629 0.045 Uiso 1 1 calc R . . C2 C 0.9246(2) 0.74859(12) 1.17393(13) 0.0361(4) Uani 1 1 d . . . H2 H 0.9281 0.7246 1.2330 0.043 Uiso 1 1 calc R . . C3 C 1.0569(2) 0.73711(10) 1.12766(11) 0.0269(3) Uani 1 1 d . . . C4 C 1.0511(2) 0.77937(12) 1.04313(13) 0.0375(4) Uani 1 1 d . . . H4 H 1.1420 0.7769 1.0126 0.045 Uiso 1 1 calc R . . C5 C 0.9074(2) 0.82536(12) 1.00490(13) 0.0376(4) Uani 1 1 d . . . H5 H 0.9032 0.8527 0.9475 0.045 Uiso 1 1 calc R . . C6 C 1.1924(2) 0.67454(11) 1.16960(12) 0.0312(4) Uani 1 1 d . . . C7 C 1.4608(3) 0.60665(14) 1.15997(14) 0.0467(5) Uani 1 1 d . . . H7A H 1.4329 0.5722 1.2100 0.056 Uiso 1 1 calc R . . H7B H 1.5664 0.6354 1.1852 0.056 Uiso 1 1 calc R . . C8 C 1.4826(2) 0.55156(11) 1.07798(13) 0.0356(4) Uani 1 1 d . . . C9 C 1.6137(3) 0.56133(13) 1.03053(16) 0.0434(4) Uani 1 1 d . . . C10 C 1.6297(3) 0.51150(13) 0.95533(15) 0.0419(4) Uani 1 1 d . . . C11 C 0.4281(2) 0.74088(10) 0.89144(12) 0.0286(3) Uani 1 1 d . . . C12 C 0.3402(2) 0.66690(10) 0.83773(11) 0.0265(3) Uani 1 1 d . . . C13 C 0.3974(2) 0.63722(10) 0.75917(11) 0.0250(3) Uani 1 1 d . . . H13 H 0.4887 0.6632 0.7408 0.030 Uiso 1 1 calc R . . C14 C 0.3194(2) 0.56895(9) 0.70767(11) 0.0237(3) Uani 1 1 d . . . C15 C 0.1794(2) 0.53164(11) 0.73396(13) 0.0328(4) Uani 1 1 d . . . H15 H 0.1262 0.4863 0.6998 0.039 Uiso 1 1 calc R . . C16 C 0.1197(2) 0.56217(12) 0.81085(14) 0.0396(4) Uani 1 1 d . . . H16 H 0.0249 0.5380 0.8274 0.048 Uiso 1 1 calc R . . C17 C 0.2013(2) 0.62890(11) 0.86344(13) 0.0346(4) Uani 1 1 d . . . H17 H 0.1627 0.6481 0.9161 0.042 Uiso 1 1 calc R . . C18 C 0.3902(2) 0.53495(9) 0.62674(10) 0.0235(3) Uani 1 1 d . . . F1 F 1.7303(2) 0.62113(10) 1.05786(16) 0.0867(6) Uani 1 1 d . . . F2 F 1.7612(2) 0.52455(11) 0.91254(14) 0.0833(5) Uani 1 1 d . . . N1 N 0.77484(17) 0.83221(9) 1.04663(10) 0.0278(3) Uani 1 1 d . . . N2 N 1.3264(2) 0.66830(10) 1.12953(10) 0.0356(3) Uani 1 1 d . . . H2A H 1.3344 0.7018 1.0840 0.043 Uiso 1 1 calc R . . O1 O 1.1686(2) 0.63062(9) 1.23613(11) 0.0476(4) Uani 1 1 d . . . O2 O 0.40183(16) 0.75780(8) 0.97293(9) 0.0354(3) Uani 1 1 d U . . O3 O 0.52186(17) 0.78651(8) 0.85411(9) 0.0373(3) Uani 1 1 d U . . O4 O 0.50227(16) 0.57806(7) 0.59921(8) 0.0312(3) Uani 1 1 d . . . O5 O 0.33806(15) 0.46464(7) 0.59416(9) 0.0319(3) Uani 1 1 d . . . O6 O 0.29495(16) 0.92725(8) 0.90896(9) 0.0382(3) Uani 1 1 d U . . H6A H 0.2609 0.9048 0.8574 0.057 Uiso 1 1 d R . . H6B H 0.3081 0.9781 0.9135 0.057 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02617(11) 0.02053(11) 0.02138(11) -0.00064(6) 0.00376(7) 0.00222(6) C1 0.0344(9) 0.0492(11) 0.0321(9) 0.0115(8) 0.0131(7) 0.0145(8) C2 0.0382(9) 0.0455(10) 0.0252(8) 0.0106(7) 0.0075(7) 0.0130(8) C3 0.0285(8) 0.0258(7) 0.0240(7) -0.0013(6) 0.0000(6) 0.0057(6) C4 0.0333(9) 0.0466(10) 0.0355(9) 0.0119(8) 0.0139(7) 0.0163(8) C5 0.0386(9) 0.0450(10) 0.0315(9) 0.0155(8) 0.0127(7) 0.0166(8) C6 0.0351(9) 0.0307(8) 0.0239(8) -0.0011(6) -0.0030(6) 0.0093(7) C7 0.0501(12) 0.0529(11) 0.0324(10) -0.0079(9) -0.0027(8) 0.0322(10) C8 0.0383(9) 0.0360(9) 0.0302(9) -0.0023(7) 0.0014(7) 0.0183(7) C9 0.0370(10) 0.0369(10) 0.0555(12) -0.0109(9) 0.0079(9) 0.0028(8) C10 0.0399(10) 0.0423(10) 0.0479(11) -0.0007(9) 0.0193(9) 0.0089(8) C11 0.0320(8) 0.0230(7) 0.0283(8) -0.0058(6) 0.0002(6) 0.0049(6) C12 0.0312(8) 0.0219(7) 0.0257(8) -0.0031(6) 0.0042(6) 0.0018(6) C13 0.0290(8) 0.0220(7) 0.0240(7) -0.0009(6) 0.0054(6) -0.0025(6) C14 0.0291(7) 0.0205(7) 0.0212(7) -0.0004(6) 0.0045(6) 0.0001(6) C15 0.0344(9) 0.0297(8) 0.0357(9) -0.0083(7) 0.0104(7) -0.0095(7) C16 0.0360(9) 0.0420(10) 0.0458(11) -0.0091(8) 0.0199(8) -0.0115(8) C17 0.0371(9) 0.0368(9) 0.0329(9) -0.0081(7) 0.0143(7) -0.0002(7) C18 0.0282(7) 0.0234(7) 0.0178(7) 0.0008(5) 0.0022(6) -0.0023(6) F1 0.0640(10) 0.0723(11) 0.1297(16) -0.0513(10) 0.0336(10) -0.0267(8) F2 0.0736(10) 0.0854(11) 0.1103(14) -0.0232(10) 0.0641(10) -0.0124(9) N1 0.0270(7) 0.0288(7) 0.0274(7) 0.0035(5) 0.0051(5) 0.0069(5) N2 0.0398(8) 0.0384(8) 0.0269(7) -0.0006(6) 0.0026(6) 0.0200(7) O1 0.0481(8) 0.0535(9) 0.0388(8) 0.0194(6) 0.0034(6) 0.0158(7) O2 0.0396(7) 0.0346(6) 0.0328(6) -0.0138(5) 0.0091(5) -0.0014(5) O3 0.0484(7) 0.0297(6) 0.0327(6) -0.0067(5) 0.0057(5) -0.0096(5) O4 0.0415(7) 0.0320(6) 0.0212(5) -0.0018(5) 0.0090(5) -0.0129(5) O5 0.0348(6) 0.0273(6) 0.0359(6) -0.0122(5) 0.0130(5) -0.0087(5) O6 0.0380(6) 0.0381(7) 0.0338(7) -0.0103(5) -0.0039(5) 0.0066(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O5 2.0394(12) 2_656 ? Zn1 O4 2.0558(11) 4_576 ? Zn1 N1 2.1201(13) . ? Zn1 O6 2.1380(12) . ? Zn1 O3 2.2147(12) . ? Zn1 O2 2.2196(13) . ? C1 N1 1.335(2) . ? C1 C2 1.380(2) . ? C1 H1 0.9300 . ? C2 C3 1.383(2) . ? C2 H2 0.9300 . ? C3 C4 1.386(2) . ? C3 C6 1.512(2) . ? C4 C5 1.387(2) . ? C4 H4 0.9300 . ? C5 N1 1.335(2) . ? C5 H5 0.9300 . ? C6 O1 1.235(2) . ? C6 N2 1.330(2) . ? C7 N2 1.464(2) . ? C7 C8 1.513(2) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C10 1.374(3) 3_867 ? C8 C9 1.382(3) . ? C9 F1 1.342(2) . ? C9 C10 1.373(3) . ? C10 F2 1.349(2) . ? C10 C8 1.374(3) 3_867 ? C11 O3 1.249(2) . ? C11 O2 1.266(2) . ? C11 C12 1.508(2) . ? C12 C17 1.390(2) . ? C12 C13 1.392(2) . ? C13 C14 1.394(2) . ? C13 H13 0.9300 . ? C14 C15 1.397(2) . ? C14 C18 1.503(2) . ? C15 C16 1.386(2) . ? C15 H15 0.9300 . ? C16 C17 1.393(3) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 O5 1.2556(19) . ? C18 O4 1.2638(19) . ? N2 H2A 0.8600 . ? O4 Zn1 2.0558(11) 4_575 ? O5 Zn1 2.0394(11) 2_646 ? O6 H6A 0.8203 . ? O6 H6B 0.8202 . ? 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 O5 Zn1 O4 110.96(5) 2_656 4_576 ? O5 Zn1 N1 90.08(5) 2_656 . ? O4 Zn1 N1 86.24(5) 4_576 . ? O5 Zn1 O6 92.96(5) 2_656 . ? O4 Zn1 O6 87.76(5) 4_576 . ? N1 Zn1 O6 173.93(5) . . ? O5 Zn1 O3 93.25(5) 2_656 . ? O4 Zn1 O3 155.79(5) 4_576 . ? N1 Zn1 O3 94.19(5) . . ? O6 Zn1 O3 90.88(5) . . ? O5 Zn1 O2 152.01(5) 2_656 . ? O4 Zn1 O2 96.82(5) 4_576 . ? N1 Zn1 O2 95.26(5) . . ? O6 Zn1 O2 84.49(5) . . ? O3 Zn1 O2 59.01(5) . . ? N1 C1 C2 123.21(16) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C1 C2 C3 119.12(16) . . ? C1 C2 H2 120.4 . . ? C3 C2 H2 120.4 . . ? C2 C3 C4 118.05(15) . . ? C2 C3 C6 117.43(15) . . ? C4 C3 C6 124.37(15) . . ? C3 C4 C5 118.80(16) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? N1 C5 C4 123.06(16) . . ? N1 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? O1 C6 N2 124.40(16) . . ? O1 C6 C3 118.10(16) . . ? N2 C6 C3 117.44(15) . . ? N2 C7 C8 110.74(15) . . ? N2 C7 H7A 109.5 . . ? C8 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? C8 C7 H7B 109.5 . . ? H7A C7 H7B 108.1 . . ? C10 C8 C9 115.25(17) 3_867 . ? C10 C8 C7 121.68(19) 3_867 . ? C9 C8 C7 123.1(2) . . ? F1 C9 C10 118.1(2) . . ? F1 C9 C8 119.77(19) . . ? C10 C9 C8 122.15(19) . . ? F2 C10 C9 118.9(2) . . ? F2 C10 C8 118.53(18) . 3_867 ? C9 C10 C8 122.60(18) . 3_867 ? O3 C11 O2 120.52(15) . . ? O3 C11 C12 119.88(15) . . ? O2 C11 C12 119.56(16) . . ? C17 C12 C13 119.29(15) . . ? C17 C12 C11 121.67(15) . . ? C13 C12 C11 119.03(15) . . ? C12 C13 C14 120.74(15) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C13 C14 C15 119.36(14) . . ? C13 C14 C18 119.64(14) . . ? C15 C14 C18 120.97(14) . . ? C16 C15 C14 120.06(16) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 120.14(16) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C12 C17 C16 120.37(16) . . ? C12 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? O5 C18 O4 125.12(14) . . ? O5 C18 C14 117.55(13) . . ? O4 C18 C14 117.28(13) . . ? C1 N1 C5 117.44(14) . . ? C1 N1 Zn1 120.68(11) . . ? C5 N1 Zn1 120.90(11) . . ? C6 N2 C7 122.57(17) . . ? C6 N2 H2A 118.7 . . ? C7 N2 H2A 118.7 . . ? C11 O2 Zn1 89.64(10) . . ? C11 O3 Zn1 90.31(10) . . ? C18 O4 Zn1 135.49(10) . 4_575 ? C18 O5 Zn1 128.41(11) . 2_646 ? Zn1 O6 H6A 109.1 . . ? Zn1 O6 H6B 103.7 . . ? H6A O6 H6B 121.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 -0.1(3) . . . . ? C1 C2 C3 C4 4.8(3) . . . . ? C1 C2 C3 C6 -171.13(18) . . . . ? C2 C3 C4 C5 -5.3(3) . . . . ? C6 C3 C4 C5 170.29(18) . . . . ? C3 C4 C5 N1 1.3(3) . . . . ? C2 C3 C6 O1 7.9(2) . . . . ? C4 C3 C6 O1 -167.79(18) . . . . ? C2 C3 C6 N2 -174.80(17) . . . . ? C4 C3 C6 N2 9.6(3) . . . . ? N2 C7 C8 C10 -75.9(3) . . . 3_867 ? N2 C7 C8 C9 103.1(2) . . . . ? C10 C8 C9 F1 -179.9(2) 3_867 . . . ? C7 C8 C9 F1 1.0(3) . . . . ? C10 C8 C9 C10 0.1(3) 3_867 . . . ? C7 C8 C9 C10 -178.96(18) . . . . ? F1 C9 C10 F2 0.1(3) . . . . ? C8 C9 C10 F2 -179.85(19) . . . . ? F1 C9 C10 C8 179.8(2) . . . 3_867 ? C8 C9 C10 C8 -0.2(3) . . . 3_867 ? O3 C11 C12 C17 -161.75(17) . . . . ? O2 C11 C12 C17 15.9(2) . . . . ? O3 C11 C12 C13 16.8(2) . . . . ? O2 C11 C12 C13 -165.52(15) . . . . ? C17 C12 C13 C14 -1.4(2) . . . . ? C11 C12 C13 C14 179.99(14) . . . . ? C12 C13 C14 C15 1.8(2) . . . . ? C12 C13 C14 C18 -176.33(14) . . . . ? C13 C14 C15 C16 -0.3(3) . . . . ? C18 C14 C15 C16 177.75(17) . . . . ? C14 C15 C16 C17 -1.5(3) . . . . ? C13 C12 C17 C16 -0.4(3) . . . . ? C11 C12 C17 C16 178.16(17) . . . . ? C15 C16 C17 C12 1.8(3) . . . . ? C13 C14 C18 O5 166.53(15) . . . . ? C15 C14 C18 O5 -11.6(2) . . . . ? C13 C14 C18 O4 -10.9(2) . . . . ? C15 C14 C18 O4 171.03(16) . . . . ? C2 C1 N1 C5 -4.0(3) . . . . ? C2 C1 N1 Zn1 164.75(16) . . . . ? C4 C5 N1 C1 3.4(3) . . . . ? C4 C5 N1 Zn1 -165.33(17) . . . . ? O5 Zn1 N1 C1 152.28(14) 2_656 . . . ? O4 Zn1 N1 C1 41.28(14) 4_576 . . . ? O3 Zn1 N1 C1 -114.46(14) . . . . ? O2 Zn1 N1 C1 -55.24(14) . . . . ? O5 Zn1 N1 C5 -39.37(15) 2_656 . . . ? O4 Zn1 N1 C5 -150.37(15) 4_576 . . . ? O3 Zn1 N1 C5 53.89(15) . . . . ? O2 Zn1 N1 C5 113.11(15) . . . . ? O1 C6 N2 C7 0.9(3) . . . . ? C3 C6 N2 C7 -176.24(16) . . . . ? C8 C7 N2 C6 122.9(2) . . . . ? O3 C11 O2 Zn1 7.23(16) . . . . ? C12 C11 O2 Zn1 -170.43(13) . . . . ? O5 Zn1 O2 C11 4.33(16) 2_656 . . . ? O4 Zn1 O2 C11 177.35(10) 4_576 . . . ? N1 Zn1 O2 C11 -95.82(10) . . . . ? O6 Zn1 O2 C11 90.27(10) . . . . ? O3 Zn1 O2 C11 -4.09(9) . . . . ? O2 C11 O3 Zn1 -7.24(16) . . . . ? C12 C11 O3 Zn1 170.41(13) . . . . ? O5 Zn1 O3 C11 -171.91(10) 2_656 . . . ? O4 Zn1 O3 C11 7.62(18) 4_576 . . . ? N1 Zn1 O3 C11 97.77(11) . . . . ? O6 Zn1 O3 C11 -78.89(11) . . . . ? O2 Zn1 O3 C11 4.15(9) . . . . ? O5 C18 O4 Zn1 53.2(2) . . . 4_575 ? C14 C18 O4 Zn1 -129.64(13) . . . 4_575 ? O4 C18 O5 Zn1 25.1(2) . . . 2_646 ? C14 C18 O5 Zn1 -152.09(11) . . . 2_646 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.344 _refine_diff_density_min -0.511 _refine_diff_density_rms 0.061 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 787546' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H15 F2 N2 O6 Zn' _chemical_formula_sum 'C19 H15 F2 N2 O6 Zn' _chemical_formula_weight 470.70 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' F F 0.0171 0.0103 '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 _symmetry_space_group_name_Hall '-P 2ybc' 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 8.2753(9) _cell_length_b 16.4858(18) _cell_length_c 14.4799(16) _cell_angle_alpha 90.00 _cell_angle_beta 106.4530(10) _cell_angle_gamma 90.00 _cell_volume 1894.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 6689 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.650 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 956 _exptl_absorpt_coefficient_mu 1.357 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.65 _exptl_absorpt_correction_T_max 0.68 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14768 _diffrn_reflns_av_R_equivalents 0.0529 _diffrn_reflns_av_sigmaI/netI 0.0554 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3719 _reflns_number_gt 2948 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2003)' _computing_cell_refinement 'APEX2 and SAINT (Bruker, 2001)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXTL(Scheldrick, 2008)' _computing_structure_refinement SHELXTL _computing_molecular_graphics 'SHELXTL and DIAMOND (Brandenburg, 2005)' _computing_publication_material 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^)+(0.06P)^2^+1.99P] 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 3719 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0652 _refine_ls_R_factor_gt 0.0506 _refine_ls_wR_factor_ref 0.1129 _refine_ls_wR_factor_gt 0.1091 _refine_ls_goodness_of_fit_ref 0.944 _refine_ls_restrained_S_all 0.944 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1743(4) 0.2961(2) 0.3767(3) 0.0298(8) Uani 1 1 d . . . H1 H 0.2570 0.2986 0.3446 0.036 Uiso 1 1 calc R . . C2 C 0.0367(4) 0.2472(2) 0.3394(3) 0.0294(8) Uani 1 1 d . . . H2 H 0.0280 0.2178 0.2834 0.035 Uiso 1 1 calc R . . C3 C -0.0887(4) 0.2417(2) 0.3849(2) 0.0226(7) Uani 1 1 d . . . C4 C -0.0727(5) 0.2894(2) 0.4659(3) 0.0322(8) Uani 1 1 d . . . H4 H -0.1566 0.2895 0.4971 0.039 Uiso 1 1 calc R . . C5 C 0.0694(4) 0.3368(2) 0.4997(3) 0.0318(8) Uani 1 1 d . . . H5 H 0.0791 0.3679 0.5545 0.038 Uiso 1 1 calc R . . C6 C -0.2281(4) 0.1815(2) 0.3443(2) 0.0243(7) Uani 1 1 d . . . C7 C -0.4922(5) 0.1227(2) 0.3522(3) 0.0341(8) Uani 1 1 d . . . H7A H -0.4821 0.0953 0.2948 0.041 Uiso 1 1 calc R . . H7B H -0.5971 0.1528 0.3350 0.041 Uiso 1 1 calc R . . C8 C -0.4983(4) 0.0589(2) 0.4285(3) 0.0251(7) Uani 1 1 d . . . C9 C -0.6172(4) 0.0602(2) 0.4785(3) 0.0297(8) Uani 1 1 d . . . C10 C -0.6173(5) 0.0028(2) 0.5480(3) 0.0358(9) Uani 1 1 d . . . C11 C 0.5334(4) 0.2503(2) 0.6138(2) 0.0254(7) Uani 1 1 d . . . C12 C 0.6169(4) 0.1778(2) 0.6690(2) 0.0236(7) Uani 1 1 d . . . C13 C 0.5614(4) 0.1451(2) 0.7430(2) 0.0228(7) Uani 1 1 d . . . H13 H 0.4688 0.1679 0.7577 0.027 Uiso 1 1 calc R . . C14 C 0.6425(4) 0.07882(19) 0.7953(2) 0.0216(7) Uani 1 1 d . . . C15 C 0.7838(4) 0.0462(2) 0.7741(3) 0.0278(8) Uani 1 1 d . . . H15 H 0.8393 0.0022 0.8094 0.033 Uiso 1 1 calc R . . C16 C 0.8424(5) 0.0786(2) 0.7013(3) 0.0325(8) Uani 1 1 d . . . C17 C 0.7580(4) 0.1433(2) 0.6488(3) 0.0290(8) Uani 1 1 d . . . H17 H 0.7954 0.1644 0.5989 0.035 Uiso 1 1 calc R . . C18 C 0.5818(4) 0.0424(2) 0.8740(2) 0.0221(7) Uani 1 1 d . . . C19 C 0.9971(5) 0.0445(2) 0.6794(3) 0.0350(9) Uani 1 1 d . . . H19A H 0.9899 0.0540 0.6130 0.052 Uiso 1 1 calc R . . H19B H 1.0037 -0.0128 0.6918 0.052 Uiso 1 1 calc R . . H19C H 1.0959 0.0705 0.7196 0.052 Uiso 1 1 calc R . . F1 F -0.7326(3) 0.11923(13) 0.46360(15) 0.0332(5) Uani 1 1 d . . . F2 F -0.7339(3) 0.00792(13) 0.59608(15) 0.0355(5) Uani 1 1 d . . . N1 N 0.1953(4) 0.34026(17) 0.4570(2) 0.0258(6) Uani 1 1 d . . . N2 N -0.3575(4) 0.17715(18) 0.3841(2) 0.0273(6) Uani 1 1 d . . . H2A H -0.3572 0.2092 0.4310 0.033 Uiso 1 1 calc R . . O1 O -0.2172(3) 0.13674(16) 0.27874(19) 0.0353(6) Uani 1 1 d . . . O2 O 0.5626(3) 0.26836(15) 0.53432(18) 0.0325(6) Uani 1 1 d . . . O3 O 0.4419(3) 0.29458(16) 0.64791(18) 0.0343(6) Uani 1 1 d . . . O4 O 0.4638(3) 0.07873(15) 0.89793(16) 0.0265(5) Uani 1 1 d . . . O5 O 0.6480(3) -0.02342(15) 0.90962(19) 0.0316(6) Uani 1 1 d . . . O6 O 0.6987(3) 0.42224(17) 0.59801(18) 0.0360(6) Uani 1 1 d . . . H6A H 0.7114 0.4710 0.5822 0.043 Uiso 1 1 d R . . H6B H 0.7175 0.4192 0.6587 0.043 Uiso 1 1 d R . . Zn1 Zn 0.44113(5) 0.38385(3) 0.52803(3) 0.02682(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0293(18) 0.034(2) 0.0296(19) -0.0055(15) 0.0141(15) -0.0080(15) C2 0.0309(19) 0.032(2) 0.0271(18) -0.0097(15) 0.0116(15) -0.0076(15) C3 0.0269(17) 0.0191(16) 0.0210(16) 0.0025(13) 0.0056(13) -0.0031(13) C4 0.0320(19) 0.038(2) 0.032(2) -0.0103(16) 0.0169(16) -0.0109(16) C5 0.0304(19) 0.036(2) 0.0314(19) -0.0110(16) 0.0126(16) -0.0097(16) C6 0.0277(17) 0.0200(17) 0.0237(17) 0.0027(14) 0.0050(14) -0.0044(13) C7 0.0320(19) 0.036(2) 0.0323(19) 0.0048(17) 0.0057(16) -0.0141(17) C8 0.0244(17) 0.0218(17) 0.0302(18) -0.0024(14) 0.0099(14) -0.0082(14) C9 0.0298(18) 0.029(2) 0.033(2) 0.0063(15) 0.0132(16) 0.0052(15) C10 0.036(2) 0.0283(19) 0.046(2) 0.0094(18) 0.0179(19) 0.0011(16) C11 0.0270(17) 0.0221(17) 0.0257(17) -0.0011(14) 0.0053(14) -0.0067(14) C12 0.0236(16) 0.0230(17) 0.0239(17) 0.0014(14) 0.0062(13) -0.0028(13) C13 0.0229(15) 0.0221(16) 0.0246(17) 0.0011(13) 0.0089(13) 0.0039(13) C14 0.0282(17) 0.0172(16) 0.0204(15) -0.0024(13) 0.0085(13) 0.0005(13) C15 0.0301(19) 0.0237(18) 0.0319(19) 0.0062(15) 0.0126(15) 0.0096(14) C16 0.0321(19) 0.035(2) 0.035(2) 0.0062(17) 0.0166(16) 0.0076(16) C17 0.0286(18) 0.0319(19) 0.0307(19) 0.0054(15) 0.0151(15) 0.0014(15) C18 0.0283(17) 0.0199(17) 0.0181(16) -0.0019(13) 0.0066(13) 0.0037(13) C19 0.034(2) 0.034(2) 0.041(2) 0.0117(17) 0.0175(17) 0.0113(16) F1 0.0366(11) 0.0328(11) 0.0343(11) 0.0148(9) 0.0167(9) 0.0120(9) F2 0.0379(12) 0.0345(12) 0.0389(12) 0.0142(10) 0.0185(10) 0.0131(9) N1 0.0282(15) 0.0246(15) 0.0249(15) -0.0007(12) 0.0082(12) -0.0064(12) N2 0.0321(16) 0.0252(15) 0.0255(15) -0.0010(12) 0.0096(13) -0.0102(12) O1 0.0389(15) 0.0358(15) 0.0314(14) -0.0110(12) 0.0104(12) -0.0095(12) O2 0.0379(14) 0.0288(14) 0.0323(14) 0.0111(11) 0.0122(11) 0.0022(11) O3 0.0435(15) 0.0286(14) 0.0292(14) 0.0033(11) 0.0077(11) 0.0080(12) O4 0.0330(13) 0.0291(13) 0.0190(11) 0.0030(10) 0.0101(10) 0.0103(10) O5 0.0344(14) 0.0268(13) 0.0373(14) 0.0097(11) 0.0162(12) 0.0112(11) O6 0.0345(14) 0.0385(15) 0.0282(14) 0.0054(12) -0.0022(11) -0.0040(12) Zn1 0.0246(2) 0.0355(3) 0.0207(2) 0.00079(17) 0.00717(15) -0.00124(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 N1 1.342(4) . ? C1 C2 1.374(5) . ? C1 H1 0.9300 . ? C2 C3 1.381(5) . ? C2 H2 0.9300 . ? C3 C4 1.387(5) . ? C3 C6 1.510(5) . ? C4 C5 1.380(5) . ? C4 H4 0.9300 . ? C5 N1 1.355(4) . ? C5 H5 0.9300 . ? C6 O1 1.226(4) . ? C6 N2 1.353(4) . ? C7 N2 1.403(4) . ? C7 C8 1.536(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C10 1.371(5) 3_456 ? C8 C9 1.377(5) . ? C9 F1 1.337(4) . ? C9 C10 1.383(5) . ? C10 F2 1.343(4) . ? C10 C8 1.371(5) 3_456 ? C11 O3 1.250(4) . ? C11 O2 1.276(4) . ? C11 C12 1.493(5) . ? C12 C13 1.389(4) . ? C12 C17 1.403(5) . ? C13 C14 1.390(5) . ? C13 H13 0.9300 . ? C14 C15 1.398(4) . ? C14 C18 1.494(4) . ? C15 C16 1.386(5) . ? C15 H15 0.9300 . ? C16 C17 1.380(5) . ? C16 C19 1.511(5) . ? C17 H17 0.9300 . ? C18 O5 1.259(4) . ? C18 O4 1.275(4) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? N1 Zn1 2.128(3) . ? N2 H2A 0.8600 . ? O2 Zn1 2.143(3) . ? O3 Zn1 2.274(3) . ? O4 Zn1 2.041(2) 4_566 ? O5 Zn1 2.018(2) 2_646 ? O6 Zn1 2.179(3) . ? O6 H6A 0.8501 . ? O6 H6B 0.8500 . ? Zn1 O5 2.018(2) 2_656 ? Zn1 O4 2.041(2) 4_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 123.2(3) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C1 C2 C3 120.2(3) . . ? C1 C2 H2 119.9 . . ? C3 C2 H2 119.9 . . ? C2 C3 C4 117.5(3) . . ? C2 C3 C6 116.9(3) . . ? C4 C3 C6 125.6(3) . . ? C5 C4 C3 119.2(3) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? N1 C5 C4 123.4(3) . . ? N1 C5 H5 118.3 . . ? C4 C5 H5 118.3 . . ? O1 C6 N2 122.6(3) . . ? O1 C6 C3 118.8(3) . . ? N2 C6 C3 118.6(3) . . ? N2 C7 C8 112.7(3) . . ? N2 C7 H7A 109.0 . . ? C8 C7 H7A 109.0 . . ? N2 C7 H7B 109.0 . . ? C8 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C10 C8 C9 115.7(3) 3_456 . ? C10 C8 C7 121.5(3) 3_456 . ? C9 C8 C7 122.8(3) . . ? F1 C9 C8 120.7(3) . . ? F1 C9 C10 117.9(3) . . ? C8 C9 C10 121.3(3) . . ? F2 C10 C8 118.1(3) . 3_456 ? F2 C10 C9 118.9(3) . . ? C8 C10 C9 123.0(3) 3_456 . ? O3 C11 O2 120.7(3) . . ? O3 C11 C12 119.7(3) . . ? O2 C11 C12 119.5(3) . . ? C13 C12 C17 118.7(3) . . ? C13 C12 C11 121.3(3) . . ? C17 C12 C11 120.0(3) . . ? C12 C13 C14 120.8(3) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C13 C14 C15 119.2(3) . . ? C13 C14 C18 121.1(3) . . ? C15 C14 C18 119.7(3) . . ? C16 C15 C14 121.0(3) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C17 C16 C15 119.0(3) . . ? C17 C16 C19 119.9(3) . . ? C15 C16 C19 121.1(3) . . ? C16 C17 C12 121.4(3) . . ? C16 C17 H17 119.3 . . ? C12 C17 H17 119.3 . . ? O5 C18 O4 124.8(3) . . ? O5 C18 C14 117.2(3) . . ? O4 C18 C14 117.9(3) . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C1 N1 C5 116.4(3) . . ? C1 N1 Zn1 118.3(2) . . ? C5 N1 Zn1 123.2(2) . . ? C6 N2 C7 123.0(3) . . ? C6 N2 H2A 118.5 . . ? C7 N2 H2A 118.5 . . ? C11 O2 Zn1 92.3(2) . . ? C11 O3 Zn1 87.0(2) . . ? C18 O4 Zn1 132.1(2) . 4_566 ? C18 O5 Zn1 131.7(2) . 2_646 ? Zn1 O6 H6A 109.2 . . ? Zn1 O6 H6B 109.4 . . ? H6A O6 H6B 109.5 . . ? O5 Zn1 O4 108.94(10) 2_656 4_565 ? O5 Zn1 N1 92.96(11) 2_656 . ? O4 Zn1 N1 88.91(10) 4_565 . ? O5 Zn1 O2 151.70(10) 2_656 . ? O4 Zn1 O2 98.23(10) 4_565 . ? N1 Zn1 O2 95.35(11) . . ? O5 Zn1 O6 90.30(10) 2_656 . ? O4 Zn1 O6 90.46(10) 4_565 . ? N1 Zn1 O6 176.71(11) . . ? O2 Zn1 O6 81.54(10) . . ? O5 Zn1 O3 94.08(10) 2_656 . ? O4 Zn1 O3 156.78(10) 4_565 . ? N1 Zn1 O3 86.91(10) . . ? O2 Zn1 O3 59.52(9) . . ? O6 Zn1 O3 92.42(10) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 -0.1(6) . . . . ? C1 C2 C3 C4 2.6(5) . . . . ? C1 C2 C3 C6 -175.0(3) . . . . ? C2 C3 C4 C5 -2.9(6) . . . . ? C6 C3 C4 C5 174.4(4) . . . . ? C3 C4 C5 N1 0.8(6) . . . . ? C2 C3 C6 O1 5.4(5) . . . . ? C4 C3 C6 O1 -171.9(3) . . . . ? C2 C3 C6 N2 -176.9(3) . . . . ? C4 C3 C6 N2 5.8(5) . . . . ? N2 C7 C8 C10 -72.1(5) . . . 3_456 ? N2 C7 C8 C9 107.0(4) . . . . ? C10 C8 C9 F1 177.8(3) 3_456 . . . ? C7 C8 C9 F1 -1.3(6) . . . . ? C10 C8 C9 C10 0.4(6) 3_456 . . . ? C7 C8 C9 C10 -178.7(3) . . . . ? F1 C9 C10 F2 1.1(6) . . . . ? C8 C9 C10 F2 178.5(3) . . . . ? F1 C9 C10 C8 -177.9(4) . . . 3_456 ? C8 C9 C10 C8 -0.4(7) . . . 3_456 ? O3 C11 C12 C13 18.0(5) . . . . ? O2 C11 C12 C13 -165.2(3) . . . . ? O3 C11 C12 C17 -159.7(3) . . . . ? O2 C11 C12 C17 17.1(5) . . . . ? C17 C12 C13 C14 -0.8(5) . . . . ? C11 C12 C13 C14 -178.5(3) . . . . ? C12 C13 C14 C15 1.4(5) . . . . ? C12 C13 C14 C18 -179.0(3) . . . . ? C13 C14 C15 C16 -0.7(5) . . . . ? C18 C14 C15 C16 179.7(3) . . . . ? C14 C15 C16 C17 -0.7(6) . . . . ? C14 C15 C16 C19 178.8(4) . . . . ? C15 C16 C17 C12 1.4(6) . . . . ? C19 C16 C17 C12 -178.2(4) . . . . ? C13 C12 C17 C16 -0.6(5) . . . . ? C11 C12 C17 C16 177.1(3) . . . . ? C13 C14 C18 O5 171.1(3) . . . . ? C15 C14 C18 O5 -9.3(5) . . . . ? C13 C14 C18 O4 -6.7(5) . . . . ? C15 C14 C18 O4 172.9(3) . . . . ? C2 C1 N1 C5 -2.1(6) . . . . ? C2 C1 N1 Zn1 162.0(3) . . . . ? C4 C5 N1 C1 1.7(6) . . . . ? C4 C5 N1 Zn1 -161.5(3) . . . . ? O1 C6 N2 C7 -1.7(6) . . . . ? C3 C6 N2 C7 -179.3(3) . . . . ? C8 C7 N2 C6 114.7(4) . . . . ? O3 C11 O2 Zn1 7.5(3) . . . . ? C12 C11 O2 Zn1 -169.2(3) . . . . ? O2 C11 O3 Zn1 -7.1(3) . . . . ? C12 C11 O3 Zn1 169.6(3) . . . . ? O5 C18 O4 Zn1 54.0(5) . . . 4_566 ? C14 C18 O4 Zn1 -128.4(3) . . . 4_566 ? O4 C18 O5 Zn1 25.9(5) . . . 2_646 ? C14 C18 O5 Zn1 -151.8(2) . . . 2_646 ? C1 N1 Zn1 O5 155.6(3) . . . 2_656 ? C5 N1 Zn1 O5 -41.5(3) . . . 2_656 ? C1 N1 Zn1 O4 46.7(3) . . . 4_565 ? C5 N1 Zn1 O4 -150.4(3) . . . 4_565 ? C1 N1 Zn1 O2 -51.5(3) . . . . ? C5 N1 Zn1 O2 111.4(3) . . . . ? C1 N1 Zn1 O3 -110.5(3) . . . . ? C5 N1 Zn1 O3 52.4(3) . . . . ? C11 O2 Zn1 O5 19.1(3) . . . 2_656 ? C11 O2 Zn1 O4 -177.0(2) . . . 4_565 ? C11 O2 Zn1 N1 -87.3(2) . . . . ? C11 O2 Zn1 O6 93.8(2) . . . . ? C11 O2 Zn1 O3 -4.13(19) . . . . ? C11 O3 Zn1 O5 -165.0(2) . . . 2_656 ? C11 O3 Zn1 O4 22.3(4) . . . 4_565 ? C11 O3 Zn1 N1 102.3(2) . . . . ? C11 O3 Zn1 O2 4.21(19) . . . . ? C11 O3 Zn1 O6 -74.5(2) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.327 _refine_diff_density_min -0.571 _refine_diff_density_rms 0.081 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 787547' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H19 F5 N4 O7 Zn' _chemical_formula_weight 683.84 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' F F 0.0171 0.0103 '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 _symmetry_space_group_name_Hall '-P 2ybc' 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 16.511(4) _cell_length_b 11.031(3) _cell_length_c 16.949(4) _cell_angle_alpha 90.00 _cell_angle_beta 112.683(3) _cell_angle_gamma 90.00 _cell_volume 2848.4(12) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 9926 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 27.54 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.595 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1384 _exptl_absorpt_coefficient_mu 0.949 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7770 _exptl_absorpt_correction_T_max 0.8184 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20033 _diffrn_reflns_av_R_equivalents 0.0227 _diffrn_reflns_av_sigmaI/netI 0.0200 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5005 _reflns_number_gt 4421 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2003)' _computing_cell_refinement 'APEX2 and SAINT (Bruker, 2001)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXTL(Scheldrick, 2008)' _computing_structure_refinement SHELXTL _computing_molecular_graphics 'SHELXTL and DIAMOND (Brandenburg, 2005)' _computing_publication_material 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^)+(0.0374P)^2^+1.2113P] 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 5005 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0318 _refine_ls_R_factor_gt 0.0266 _refine_ls_wR_factor_ref 0.0737 _refine_ls_wR_factor_gt 0.0698 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 0.672471(14) 0.420511(18) 0.776518(13) 0.03516(8) Uani 1 1 d . . . C1 C 0.74961(15) 0.59513(18) 0.69140(13) 0.0464(5) Uani 1 1 d . . . H1 H 0.7239 0.5442 0.6446 0.056 Uiso 1 1 calc R . . C2 C 0.79301(15) 0.69748(19) 0.68189(13) 0.0497(5) Uani 1 1 d . . . H2 H 0.7951 0.7159 0.6292 0.060 Uiso 1 1 calc R . . C3 C 0.83340(13) 0.77241(17) 0.75155(13) 0.0440(4) Uani 1 1 d . . . C4 C 0.82618(15) 0.74321(19) 0.82759(14) 0.0521(5) Uani 1 1 d . . . H4 H 0.8516 0.7924 0.8754 0.062 Uiso 1 1 calc R . . C5 C 0.78086(14) 0.64024(19) 0.83206(13) 0.0487(5) Uani 1 1 d . . . H5 H 0.7764 0.6214 0.8837 0.058 Uiso 1 1 calc R . . C6 C 0.88563(15) 0.88430(18) 0.74951(14) 0.0490(5) Uani 1 1 d . . . C7 C 0.97806(13) 0.98043(18) 0.68651(14) 0.0483(5) Uani 1 1 d . . . H7A H 1.0246 0.9432 0.6733 0.058 Uiso 1 1 calc R . . H7B H 1.0045 1.0157 0.7432 0.058 Uiso 1 1 calc R . . C8 C 0.93689(12) 1.08051(16) 0.62270(13) 0.0416(4) Uani 1 1 d . . . C9 C 0.91689(13) 1.06325(17) 0.53659(13) 0.0432(4) Uani 1 1 d . . . C10 C 0.89035(13) 1.15674(18) 0.47877(12) 0.0425(4) Uani 1 1 d . . . C11 C 0.88244(12) 1.27395(17) 0.50344(12) 0.0397(4) Uani 1 1 d . . . C12 C 0.89741(13) 1.28980(17) 0.58885(13) 0.0445(5) Uani 1 1 d . . . C13 C 0.92287(13) 1.19615(18) 0.64656(12) 0.0449(5) Uani 1 1 d . . . C14 C 0.85850(13) 1.37777(18) 0.44042(13) 0.0451(5) Uani 1 1 d . . . H14A H 0.8919 1.4491 0.4679 0.054 Uiso 1 1 calc R . . H14B H 0.8742 1.3569 0.3925 0.054 Uiso 1 1 calc R . . C15 C 0.73318(13) 1.50219(17) 0.43391(12) 0.0426(4) Uani 1 1 d . . . C16 C 0.63532(13) 1.51574(17) 0.39157(11) 0.0397(4) Uani 1 1 d . . . C17 C 0.57798(14) 1.41789(17) 0.36790(13) 0.0445(5) Uani 1 1 d . . . H17 H 0.5988 1.3391 0.3813 0.053 Uiso 1 1 calc R . . C18 C 0.48965(14) 1.43982(17) 0.32418(13) 0.0446(5) Uani 1 1 d . . . H18 H 0.4514 1.3741 0.3084 0.054 Uiso 1 1 calc R . . C19 C 0.51220(13) 1.64555(17) 0.32835(13) 0.0457(5) Uani 1 1 d . . . H19 H 0.4897 1.7236 0.3153 0.055 Uiso 1 1 calc R . . C20 C 0.60092(14) 1.63142(18) 0.37225(14) 0.0473(5) Uani 1 1 d . . . H20 H 0.6375 1.6988 0.3888 0.057 Uiso 1 1 calc R . . C21 C 0.64376(13) 0.49627(16) 0.91655(12) 0.0397(4) Uani 1 1 d . . . C22 C 0.64140(13) 0.48844(16) 1.00444(12) 0.0393(4) Uani 1 1 d . . . C23 C 0.66912(13) 0.38466(17) 1.05373(12) 0.0389(4) Uani 1 1 d . . . H23 H 0.6916 0.3199 1.0334 0.047 Uiso 1 1 calc R . . C24 C 0.66355(13) 0.37684(17) 1.13336(12) 0.0413(4) Uani 1 1 d . . . C25 C 0.63116(17) 0.47351(19) 1.16386(13) 0.0546(6) Uani 1 1 d . . . H25 H 0.6276 0.4699 1.2173 0.066 Uiso 1 1 calc R . . C26 C 0.6043(2) 0.57513(19) 1.11382(15) 0.0630(7) Uani 1 1 d . . . C27 C 0.60805(17) 0.58537(18) 1.03473(14) 0.0546(6) Uani 1 1 d . . . H27 H 0.5888 0.6553 1.0022 0.065 Uiso 1 1 calc R . . C28 C 0.68582(14) 0.25904(18) 1.18117(13) 0.0458(5) Uani 1 1 d . . . F1 F 0.92510(9) 0.95075(11) 0.50908(8) 0.0604(3) Uani 1 1 d . . . F2 F 0.87368(9) 1.13307(12) 0.39587(8) 0.0591(3) Uani 1 1 d . . . F3 F 0.93657(10) 1.21913(12) 0.72883(8) 0.0672(4) Uani 1 1 d . . . F4 F 0.88773(10) 1.40139(11) 0.61713(8) 0.0642(4) Uani 1 1 d . . . F5 F 0.57146(16) 0.66977(14) 1.14381(11) 0.1121(8) Uani 1 1 d . . . N1 N 0.74307(10) 0.56629(13) 0.76537(10) 0.0392(4) Uani 1 1 d . . . N2 N 0.91645(11) 0.88695(15) 0.68754(11) 0.0466(4) Uani 1 1 d . . . H2A H 0.9133 0.8234 0.6571 0.070 Uiso 1 1 d R . . N3 N 0.76546(11) 1.40554(14) 0.40907(10) 0.0441(4) Uani 1 1 d . . . H3A H 0.7336 1.3571 0.3696 0.066 Uiso 1 1 d R . . N4 N 0.45643(10) 1.55158(14) 0.30336(10) 0.0394(4) Uani 1 1 d . . . O1 O 0.89971(14) 0.96356(16) 0.80340(13) 0.0805(6) Uani 1 1 d . . . O2 O 0.77727(10) 1.57901(13) 0.48460(11) 0.0596(4) Uani 1 1 d . . . O3 O 0.68078(10) 0.40714(12) 0.89470(8) 0.0459(3) Uani 1 1 d . . . O4 O 0.61189(11) 0.58472(12) 0.87111(9) 0.0546(4) Uani 1 1 d . . . O5 O 0.69958(15) 0.16836(14) 1.14658(12) 0.0780(6) Uani 1 1 d . . . O6 O 0.68310(9) 0.25537(12) 1.25580(8) 0.0460(3) Uani 1 1 d . . . O7 O 0.05604(12) 0.17058(16) 0.90995(11) 0.0714(5) Uani 1 1 d . . . H7AA H 0.1057 0.1492 0.9412 0.107 Uiso 1 1 d R . . H7AB H 0.0184 0.1210 0.8834 0.107 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.04515(14) 0.03033(12) 0.03264(13) 0.00125(8) 0.01791(10) -0.00171(8) C1 0.0629(13) 0.0410(11) 0.0397(11) -0.0048(8) 0.0245(10) -0.0119(9) C2 0.0695(14) 0.0434(11) 0.0439(11) -0.0008(9) 0.0305(11) -0.0109(10) C3 0.0526(11) 0.0332(10) 0.0526(12) -0.0018(9) 0.0274(10) -0.0025(8) C4 0.0677(14) 0.0472(12) 0.0473(12) -0.0125(9) 0.0288(11) -0.0159(10) C5 0.0598(13) 0.0509(12) 0.0402(11) -0.0030(9) 0.0246(10) -0.0111(10) C6 0.0619(13) 0.0324(10) 0.0604(13) -0.0048(9) 0.0321(11) -0.0055(9) C7 0.0478(11) 0.0406(11) 0.0527(12) 0.0108(9) 0.0150(10) -0.0062(9) C8 0.0384(10) 0.0360(10) 0.0459(11) 0.0047(8) 0.0115(8) -0.0069(8) C9 0.0454(11) 0.0315(10) 0.0516(12) -0.0025(8) 0.0174(9) -0.0028(8) C10 0.0424(10) 0.0459(11) 0.0378(10) -0.0004(8) 0.0138(8) -0.0002(8) C11 0.0346(9) 0.0371(10) 0.0433(11) 0.0039(8) 0.0103(8) -0.0017(8) C12 0.0492(11) 0.0318(10) 0.0462(11) -0.0023(8) 0.0116(9) -0.0039(8) C13 0.0494(11) 0.0426(11) 0.0362(10) -0.0020(8) 0.0092(9) -0.0093(9) C14 0.0446(11) 0.0411(10) 0.0482(11) 0.0074(9) 0.0164(9) 0.0023(9) C15 0.0472(11) 0.0365(10) 0.0376(10) 0.0013(8) 0.0092(9) 0.0007(8) C16 0.0471(11) 0.0347(10) 0.0339(9) -0.0021(8) 0.0118(8) 0.0000(8) C17 0.0511(11) 0.0301(10) 0.0490(11) 0.0077(8) 0.0158(9) 0.0027(8) C18 0.0503(11) 0.0318(10) 0.0495(12) 0.0035(8) 0.0167(9) -0.0050(8) C19 0.0496(11) 0.0288(10) 0.0548(12) 0.0002(8) 0.0157(10) 0.0008(8) C20 0.0495(12) 0.0302(10) 0.0561(12) -0.0049(9) 0.0136(10) -0.0047(8) C21 0.0537(11) 0.0332(10) 0.0370(10) -0.0001(8) 0.0229(9) -0.0041(8) C22 0.0545(11) 0.0320(9) 0.0373(10) 0.0006(8) 0.0244(9) -0.0019(8) C23 0.0508(11) 0.0324(9) 0.0380(10) -0.0009(8) 0.0222(9) 0.0018(8) C24 0.0551(12) 0.0350(10) 0.0374(10) 0.0025(8) 0.0219(9) -0.0010(8) C25 0.0934(17) 0.0427(11) 0.0400(11) 0.0019(9) 0.0391(12) 0.0055(11) C26 0.114(2) 0.0366(12) 0.0571(14) 0.0005(10) 0.0540(15) 0.0176(12) C27 0.0933(17) 0.0321(10) 0.0475(12) 0.0058(9) 0.0373(12) 0.0104(10) C28 0.0584(12) 0.0389(11) 0.0424(11) 0.0063(9) 0.0221(10) 0.0013(9) F1 0.0794(9) 0.0368(6) 0.0633(8) -0.0038(6) 0.0257(7) 0.0037(6) F2 0.0764(9) 0.0581(8) 0.0429(7) -0.0013(6) 0.0233(6) 0.0072(7) F3 0.1022(11) 0.0512(7) 0.0382(7) -0.0030(5) 0.0161(7) -0.0063(7) F4 0.0952(10) 0.0361(6) 0.0546(8) -0.0055(5) 0.0215(7) 0.0026(6) F5 0.232(2) 0.0564(9) 0.0885(11) 0.0125(8) 0.1069(14) 0.0578(12) N1 0.0465(9) 0.0359(8) 0.0378(8) 0.0003(7) 0.0193(7) -0.0038(7) N2 0.0583(10) 0.0325(8) 0.0537(10) 0.0010(7) 0.0268(9) -0.0068(7) N3 0.0434(9) 0.0390(9) 0.0409(9) -0.0020(7) 0.0065(7) 0.0018(7) N4 0.0440(9) 0.0328(8) 0.0397(9) 0.0022(7) 0.0145(7) -0.0010(7) O1 0.1214(16) 0.0496(10) 0.0982(14) -0.0312(10) 0.0729(13) -0.0328(10) O2 0.0520(9) 0.0471(9) 0.0624(10) -0.0169(7) 0.0031(7) -0.0022(7) O3 0.0639(9) 0.0446(8) 0.0363(7) 0.0022(6) 0.0271(7) 0.0093(6) O4 0.0892(11) 0.0382(8) 0.0440(8) 0.0099(6) 0.0341(8) 0.0085(7) O5 0.1374(17) 0.0420(9) 0.0706(11) 0.0159(8) 0.0579(12) 0.0283(10) O6 0.0602(9) 0.0411(7) 0.0350(7) 0.0061(6) 0.0163(6) -0.0085(6) O7 0.0683(11) 0.0675(11) 0.0738(11) 0.0189(9) 0.0223(9) 0.0182(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.9598(14) . ? Zn1 O6 1.9916(14) 4_565 ? Zn1 N1 2.0373(16) . ? Zn1 N4 2.0579(16) 3_676 ? C1 N1 1.338(3) . ? C1 C2 1.380(3) . ? C1 H1 0.9300 . ? C2 C3 1.384(3) . ? C2 H2 0.9300 . ? C3 C4 1.378(3) . ? C3 C6 1.514(3) . ? C4 C5 1.378(3) . ? C4 H4 0.9300 . ? C5 N1 1.337(3) . ? C5 H5 0.9300 . ? C6 O1 1.220(3) . ? C6 N2 1.333(3) . ? C7 N2 1.453(2) . ? C7 C8 1.511(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.380(3) . ? C8 C13 1.384(3) . ? C9 F1 1.351(2) . ? C9 C10 1.373(3) . ? C10 F2 1.349(2) . ? C10 C11 1.381(3) . ? C11 C12 1.383(3) . ? C11 C14 1.511(3) . ? C12 F4 1.353(2) . ? C12 C13 1.373(3) . ? C13 F3 1.348(2) . ? C14 N3 1.451(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 O2 1.226(2) . ? C15 N3 1.331(3) . ? C15 C16 1.501(3) . ? C16 C20 1.384(3) . ? C16 C17 1.389(3) . ? C17 C18 1.379(3) . ? C17 H17 0.9300 . ? C18 N4 1.340(2) . ? C18 H18 0.9300 . ? C19 N4 1.342(2) . ? C19 C20 1.372(3) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 O4 1.229(2) . ? C21 O3 1.285(2) . ? C21 C22 1.508(2) . ? C22 C23 1.387(3) . ? C22 C27 1.389(3) . ? C23 C24 1.390(3) . ? C23 H23 0.9300 . ? C24 C25 1.380(3) . ? C24 C28 1.500(3) . ? C25 C26 1.372(3) . ? C25 H25 0.9300 . ? C26 F5 1.362(2) . ? C26 C27 1.371(3) . ? C27 H27 0.9300 . ? C28 O5 1.224(3) . ? C28 O6 1.284(2) . ? N2 H2A 0.8599 . ? N3 H3A 0.8599 . ? N4 Zn1 2.0579(16) 3_676 ? O6 Zn1 1.9916(14) 4_566 ? O7 H7AA 0.8201 . ? O7 H7AB 0.8201 . ? 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 O6 97.51(6) . 4_565 ? O3 Zn1 N1 109.70(6) . . ? O6 Zn1 N1 131.32(6) 4_565 . ? O3 Zn1 N4 109.31(6) . 3_676 ? O6 Zn1 N4 99.72(6) 4_565 3_676 ? N1 Zn1 N4 107.73(6) . 3_676 ? N1 C1 C2 122.52(19) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C1 C2 C3 119.36(19) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 118.13(18) . . ? C4 C3 C6 117.88(18) . . ? C2 C3 C6 123.99(18) . . ? C3 C4 C5 119.27(19) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 C4 122.84(18) . . ? N1 C5 H5 118.6 . . ? C4 C5 H5 118.6 . . ? O1 C6 N2 123.6(2) . . ? O1 C6 C3 120.86(19) . . ? N2 C6 C3 115.47(17) . . ? N2 C7 C8 113.78(17) . . ? N2 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? N2 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C9 C8 C13 115.94(17) . . ? C9 C8 C7 120.96(18) . . ? C13 C8 C7 122.94(19) . . ? F1 C9 C10 119.38(18) . . ? F1 C9 C8 118.49(17) . . ? C10 C9 C8 122.12(18) . . ? F2 C10 C9 118.61(18) . . ? F2 C10 C11 119.45(17) . . ? C9 C10 C11 121.92(18) . . ? C10 C11 C12 115.85(17) . . ? C10 C11 C14 121.69(18) . . ? C12 C11 C14 122.46(18) . . ? F4 C12 C13 118.56(18) . . ? F4 C12 C11 119.23(17) . . ? C13 C12 C11 122.20(18) . . ? F3 C13 C12 118.60(18) . . ? F3 C13 C8 119.69(18) . . ? C12 C13 C8 121.68(19) . . ? N3 C14 C11 111.72(16) . . ? N3 C14 H14A 109.3 . . ? C11 C14 H14A 109.3 . . ? N3 C14 H14B 109.3 . . ? C11 C14 H14B 109.3 . . ? H14A C14 H14B 107.9 . . ? O2 C15 N3 124.98(19) . . ? O2 C15 C16 120.32(18) . . ? N3 C15 C16 114.65(16) . . ? C20 C16 C17 118.46(18) . . ? C20 C16 C15 118.21(17) . . ? C17 C16 C15 123.28(17) . . ? C18 C17 C16 118.73(17) . . ? C18 C17 H17 120.6 . . ? C16 C17 H17 120.6 . . ? N4 C18 C17 122.92(18) . . ? N4 C18 H18 118.5 . . ? C17 C18 H18 118.5 . . ? N4 C19 C20 122.85(18) . . ? N4 C19 H19 118.6 . . ? C20 C19 H19 118.6 . . ? C19 C20 C16 119.21(18) . . ? C19 C20 H20 120.4 . . ? C16 C20 H20 120.4 . . ? O4 C21 O3 124.27(17) . . ? O4 C21 C22 119.79(17) . . ? O3 C21 C22 115.93(16) . . ? C23 C22 C27 119.91(17) . . ? C23 C22 C21 120.95(16) . . ? C27 C22 C21 119.10(17) . . ? C22 C23 C24 120.40(17) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C25 C24 C23 119.73(18) . . ? C25 C24 C28 121.11(17) . . ? C23 C24 C28 118.94(17) . . ? C26 C25 C24 118.66(18) . . ? C26 C25 H25 120.7 . . ? C24 C25 H25 120.7 . . ? F5 C26 C27 118.47(19) . . ? F5 C26 C25 118.44(19) . . ? C27 C26 C25 123.09(19) . . ? C26 C27 C22 118.19(19) . . ? C26 C27 H27 120.9 . . ? C22 C27 H27 120.9 . . ? O5 C28 O6 121.98(18) . . ? O5 C28 C24 120.08(18) . . ? O6 C28 C24 117.73(18) . . ? C5 N1 C1 117.85(17) . . ? C5 N1 Zn1 120.01(13) . . ? C1 N1 Zn1 122.05(13) . . ? C6 N2 C7 120.45(18) . . ? C6 N2 H2A 120.1 . . ? C7 N2 H2A 116.9 . . ? C15 N3 C14 123.35(17) . . ? C15 N3 H3A 123.0 . . ? C14 N3 H3A 113.4 . . ? C18 N4 C19 117.79(17) . . ? C18 N4 Zn1 121.68(13) . 3_676 ? C19 N4 Zn1 120.11(13) . 3_676 ? C21 O3 Zn1 112.54(12) . . ? C28 O6 Zn1 104.09(12) . 4_566 ? H7AA O7 H7AB 121.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 1.6(3) . . . . ? C1 C2 C3 C4 -1.9(3) . . . . ? C1 C2 C3 C6 177.6(2) . . . . ? C2 C3 C4 C5 1.2(3) . . . . ? C6 C3 C4 C5 -178.4(2) . . . . ? C3 C4 C5 N1 0.0(3) . . . . ? C4 C3 C6 O1 -20.1(3) . . . . ? C2 C3 C6 O1 160.3(2) . . . . ? C4 C3 C6 N2 157.8(2) . . . . ? C2 C3 C6 N2 -21.8(3) . . . . ? N2 C7 C8 C9 -77.1(3) . . . . ? N2 C7 C8 C13 107.8(2) . . . . ? C13 C8 C9 F1 -176.74(18) . . . . ? C7 C8 C9 F1 7.8(3) . . . . ? C13 C8 C9 C10 4.2(3) . . . . ? C7 C8 C9 C10 -171.25(18) . . . . ? F1 C9 C10 F2 -0.3(3) . . . . ? C8 C9 C10 F2 178.68(18) . . . . ? F1 C9 C10 C11 -178.73(18) . . . . ? C8 C9 C10 C11 0.3(3) . . . . ? F2 C10 C11 C12 177.63(17) . . . . ? C9 C10 C11 C12 -4.0(3) . . . . ? F2 C10 C11 C14 -2.1(3) . . . . ? C9 C10 C11 C14 176.26(18) . . . . ? C10 C11 C12 F4 -177.62(18) . . . . ? C14 C11 C12 F4 2.1(3) . . . . ? C10 C11 C12 C13 3.2(3) . . . . ? C14 C11 C12 C13 -177.09(19) . . . . ? F4 C12 C13 F3 0.4(3) . . . . ? C11 C12 C13 F3 179.68(18) . . . . ? F4 C12 C13 C8 -177.82(18) . . . . ? C11 C12 C13 C8 1.4(3) . . . . ? C9 C8 C13 F3 176.69(18) . . . . ? C7 C8 C13 F3 -7.9(3) . . . . ? C9 C8 C13 C12 -5.1(3) . . . . ? C7 C8 C13 C12 170.34(19) . . . . ? C10 C11 C14 N3 97.5(2) . . . . ? C12 C11 C14 N3 -82.3(2) . . . . ? O2 C15 C16 C20 33.9(3) . . . . ? N3 C15 C16 C20 -143.61(19) . . . . ? O2 C15 C16 C17 -148.7(2) . . . . ? N3 C15 C16 C17 33.8(3) . . . . ? C20 C16 C17 C18 1.7(3) . . . . ? C15 C16 C17 C18 -175.67(19) . . . . ? C16 C17 C18 N4 0.0(3) . . . . ? N4 C19 C20 C16 0.4(3) . . . . ? C17 C16 C20 C19 -1.9(3) . . . . ? C15 C16 C20 C19 175.59(19) . . . . ? O4 C21 C22 C23 173.70(19) . . . . ? O3 C21 C22 C23 -6.8(3) . . . . ? O4 C21 C22 C27 -4.1(3) . . . . ? O3 C21 C22 C27 175.5(2) . . . . ? C27 C22 C23 C24 0.2(3) . . . . ? C21 C22 C23 C24 -177.58(18) . . . . ? C22 C23 C24 C25 -0.7(3) . . . . ? C22 C23 C24 C28 174.09(19) . . . . ? C23 C24 C25 C26 0.7(4) . . . . ? C28 C24 C25 C26 -174.0(2) . . . . ? C24 C25 C26 F5 179.3(2) . . . . ? C24 C25 C26 C27 0.0(4) . . . . ? F5 C26 C27 C22 -179.9(2) . . . . ? C25 C26 C27 C22 -0.5(4) . . . . ? C23 C22 C27 C26 0.5(4) . . . . ? C21 C22 C27 C26 178.3(2) . . . . ? C25 C24 C28 O5 167.2(2) . . . . ? C23 C24 C28 O5 -7.6(3) . . . . ? C25 C24 C28 O6 -7.6(3) . . . . ? C23 C24 C28 O6 177.64(18) . . . . ? C4 C5 N1 C1 -0.5(3) . . . . ? C4 C5 N1 Zn1 -177.08(17) . . . . ? C2 C1 N1 C5 -0.4(3) . . . . ? C2 C1 N1 Zn1 176.19(17) . . . . ? O3 Zn1 N1 C5 -4.58(17) . . . . ? O6 Zn1 N1 C5 -124.56(15) 4_565 . . . ? N4 Zn1 N1 C5 114.31(16) 3_676 . . . ? O3 Zn1 N1 C1 178.93(15) . . . . ? O6 Zn1 N1 C1 58.96(18) 4_565 . . . ? N4 Zn1 N1 C1 -62.17(17) 3_676 . . . ? O1 C6 N2 C7 7.0(4) . . . . ? C3 C6 N2 C7 -170.90(18) . . . . ? C8 C7 N2 C6 -102.7(2) . . . . ? O2 C15 N3 C14 0.9(3) . . . . ? C16 C15 N3 C14 178.24(17) . . . . ? C11 C14 N3 C15 105.5(2) . . . . ? C17 C18 N4 C19 -1.6(3) . . . . ? C17 C18 N4 Zn1 171.04(16) . . . 3_676 ? C20 C19 N4 C18 1.4(3) . . . . ? C20 C19 N4 Zn1 -171.37(16) . . . 3_676 ? O4 C21 O3 Zn1 -4.8(3) . . . . ? C22 C21 O3 Zn1 175.71(13) . . . . ? O6 Zn1 O3 C21 -155.02(13) 4_565 . . . ? N1 Zn1 O3 C21 66.00(14) . . . . ? N4 Zn1 O3 C21 -51.92(14) 3_676 . . . ? O5 C28 O6 Zn1 -14.8(3) . . . 4_566 ? C24 C28 O6 Zn1 159.84(15) . . . 4_566 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.300 _refine_diff_density_min -0.252 _refine_diff_density_rms 0.044 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 787548' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H36 F8 N10 O17 Zn2' _chemical_formula_weight 1403.69 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' F F 0.0171 0.0103 '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 11.738(2) _cell_length_b 16.567(3) _cell_length_c 16.799(3) _cell_angle_alpha 73.420(2) _cell_angle_beta 70.116(2) _cell_angle_gamma 85.726(2) _cell_volume 2943.3(10) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5112 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 23.58 _exptl_crystal_description BLOCK _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.584 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1420 _exptl_absorpt_coefficient_mu 0.921 _exptl_absorpt_correction_type Multi-SCAN _exptl_absorpt_correction_T_min 0.7572 _exptl_absorpt_correction_T_max 0.7958 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22423 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_sigmaI/netI 0.0576 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.50 _reflns_number_total 10886 _reflns_number_gt 7545 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2003)' _computing_cell_refinement 'APEX2 and SAINT (Bruker, 2001)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXTL(Scheldrick, 2008)' _computing_structure_refinement SHELXTL _computing_molecular_graphics 'SHELXTL and DIAMOND (Brandenburg, 2005)' _computing_publication_material 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^)+(0.0819P)^2^+0.9542P] 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 10886 _refine_ls_number_parameters 866 _refine_ls_number_restraints 116 _refine_ls_R_factor_all 0.0807 _refine_ls_R_factor_gt 0.0509 _refine_ls_wR_factor_ref 0.1597 _refine_ls_wR_factor_gt 0.1338 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.094 _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 0.36994(4) -0.21348(3) 1.15358(3) 0.03412(15) Uani 1 1 d . . . C55 C 0.4874(5) 0.4850(3) 1.1382(4) 0.0714(17) Uani 1 1 d . A . H55 H 0.5638 0.5035 1.1318 0.086 Uiso 1 1 calc R . . Zn2 Zn -0.03827(5) 0.30277(3) 1.17352(3) 0.04089(16) Uani 1 1 d . . . C1 C 0.4451(4) -0.1174(3) 0.9649(3) 0.0537(12) Uani 1 1 d . . . H1 H 0.3666 -0.0978 0.9812 0.064 Uiso 1 1 calc R . . C2 C 0.5124(4) -0.0981(3) 0.8779(3) 0.0521(12) Uani 1 1 d . . . H2 H 0.4798 -0.0658 0.8360 0.062 Uiso 1 1 calc R . . C3 C 0.6294(4) -0.1265(2) 0.8518(3) 0.0350(9) Uani 1 1 d . . . C4 C 0.6757(4) -0.1699(3) 0.9172(3) 0.0407(10) Uani 1 1 d . . . H4 H 0.7554 -0.1875 0.9027 0.049 Uiso 1 1 calc R . . C5 C 0.6024(4) -0.1868(3) 1.0037(3) 0.0420(10) Uani 1 1 d . . . H5 H 0.6349 -0.2156 1.0470 0.050 Uiso 1 1 calc R . . C6 C 0.6967(4) -0.1102(3) 0.7550(3) 0.0413(10) Uani 1 1 d . . . C7 C 0.8835(4) -0.1297(3) 0.6411(3) 0.0523(12) Uani 1 1 d . . . H7A H 0.8362 -0.1038 0.6034 0.063 Uiso 1 1 calc R . . H7B H 0.9036 -0.1857 0.6343 0.063 Uiso 1 1 calc R . . C8 C 0.9995(4) -0.0784(3) 0.6111(3) 0.0435(11) Uani 1 1 d . . . C9 C 0.9983(4) 0.0058(3) 0.6074(3) 0.0475(11) Uani 1 1 d . . . C10 C 1.1041(5) 0.0525(3) 0.5790(3) 0.0492(11) Uani 1 1 d . . . C11 C 1.2164(4) 0.0188(3) 0.5504(3) 0.0436(11) Uani 1 1 d . . . C12 C 1.2174(4) -0.0656(3) 0.5551(3) 0.0486(11) Uani 1 1 d . . . C13 C 1.1123(4) -0.1131(3) 0.5850(3) 0.0459(11) Uani 1 1 d . . . C14 C 1.3325(4) 0.0725(3) 0.5110(3) 0.0543(13) Uani 1 1 d . . . H14A H 1.3962 0.0432 0.4764 0.065 Uiso 1 1 calc R . . H14B H 1.3197 0.1251 0.4715 0.065 Uiso 1 1 calc R . . C15 C 1.3966(4) 0.1697(3) 0.5730(3) 0.0433(10) Uani 1 1 d . . . C16 C 1.4534(4) 0.1786(3) 0.6383(3) 0.0383(10) Uani 1 1 d . . . C17 C 1.4393(5) 0.2514(3) 0.6641(3) 0.0566(13) Uani 1 1 d . . . H17 H 1.3931 0.2944 0.6424 0.068 Uiso 1 1 calc R . . C18 C 1.4927(5) 0.2608(3) 0.7216(3) 0.0558(13) Uani 1 1 d . . . H18 H 1.4806 0.3103 0.7386 0.067 Uiso 1 1 calc R . . C19 C 1.5785(4) 0.1321(3) 0.7274(3) 0.0516(12) Uani 1 1 d . . . H19 H 1.6275 0.0906 0.7481 0.062 Uiso 1 1 calc R . . C20 C 1.5261(5) 0.1192(3) 0.6699(3) 0.0543(13) Uani 1 1 d . . . H20 H 1.5403 0.0698 0.6525 0.065 Uiso 1 1 calc R . . C21 C -0.0986(4) 0.3067(3) 1.0147(3) 0.0495(12) Uani 1 1 d . . . H21 H -0.1751 0.2904 1.0560 0.059 Uiso 1 1 calc R . . C22 C -0.0801(4) 0.3095(3) 0.9287(3) 0.0476(11) Uani 1 1 d . . . H22 H -0.1435 0.2968 0.9126 0.057 Uiso 1 1 calc R . . C23 C 0.0330(4) 0.3313(3) 0.8665(3) 0.0415(10) Uani 1 1 d . . . C24 C 0.1229(4) 0.3509(3) 0.8948(3) 0.0550(13) Uani 1 1 d . . . H24 H 0.2009 0.3653 0.8553 0.066 Uiso 1 1 calc R . . C25 C 0.0965(4) 0.3489(3) 0.9807(3) 0.0557(13) Uani 1 1 d . . . H25 H 0.1573 0.3642 0.9978 0.067 Uiso 1 1 calc R . . C26 C 0.0657(4) 0.3336(3) 0.7713(3) 0.0454(11) Uani 1 1 d . . . C27 C -0.0053(5) 0.3087(3) 0.6591(3) 0.0551(12) Uani 1 1 d . . . H27A H -0.0229 0.2524 0.6592 0.066 Uiso 1 1 calc R . . H27B H 0.0787 0.3227 0.6230 0.066 Uiso 1 1 calc R . . C28 C -0.0856(4) 0.3702(3) 0.6187(3) 0.0459(11) Uani 1 1 d . . . C29 C -0.0879(4) 0.4543(3) 0.6143(3) 0.0514(12) Uani 1 1 d . . . C30 C -0.1602(4) 0.5095(3) 0.5761(3) 0.0537(12) Uani 1 1 d . . . C31 C -0.2339(4) 0.4844(3) 0.5382(3) 0.0532(12) Uani 1 1 d . . . C32 C -0.2317(4) 0.3999(4) 0.5426(3) 0.0568(13) Uani 1 1 d . . . C33 C -0.1607(4) 0.3444(3) 0.5825(3) 0.0542(12) Uani 1 1 d . . . C34 C -0.3082(5) 0.5463(4) 0.4917(3) 0.0637(14) Uani 1 1 d . . . H34A H -0.2546 0.5907 0.4463 0.076 Uiso 1 1 calc R . . H34B H -0.3442 0.5174 0.4630 0.076 Uiso 1 1 calc R . . C35 C -0.4982(4) 0.5372(3) 0.6108(3) 0.0470(11) Uani 1 1 d . . . C36 C -0.6029(4) 0.5815(3) 0.6606(3) 0.0429(10) Uani 1 1 d . . . C37 C -0.6072(5) 0.6661(3) 0.6538(3) 0.0581(14) Uani 1 1 d . . . H37 H -0.5404 0.7012 0.6177 0.070 Uiso 1 1 calc R . . C38 C -0.7115(5) 0.6984(3) 0.7009(3) 0.0571(13) Uani 1 1 d . . . H38 H -0.7130 0.7559 0.6953 0.069 Uiso 1 1 calc R . . C39 C -0.8058(5) 0.5701(3) 0.7590(4) 0.0613(14) Uani 1 1 d . . . H39 H -0.8742 0.5363 0.7944 0.074 Uiso 1 1 calc R . . C40 C -0.7048(5) 0.5333(3) 0.7140(4) 0.0617(14) Uani 1 1 d . . . H40 H -0.7057 0.4758 0.7200 0.074 Uiso 1 1 calc R . . C41 C 0.1942(4) -0.0935(3) 1.1507(3) 0.0381(10) Uani 1 1 d . . . C42 C 0.0752(4) -0.0566(2) 1.1470(3) 0.0359(9) Uani 1 1 d . . . C43 C 0.0432(4) 0.0190(2) 1.1691(3) 0.0348(9) Uani 1 1 d . . . H43 H 0.0965 0.0454 1.1845 0.042 Uiso 1 1 calc R . . C44 C -0.0665(4) 0.0554(2) 1.1684(3) 0.0352(9) Uani 1 1 d . . . C45 C -0.1462(4) 0.0170(3) 1.1446(3) 0.0439(11) Uani 1 1 d . . . H45 H -0.2211 0.0401 1.1450 0.053 Uiso 1 1 calc R . . C46 C -0.1113(4) -0.0564(3) 1.1203(3) 0.0476(12) Uani 1 1 d . . . C47 C -0.0033(4) -0.0948(3) 1.1220(3) 0.0443(11) Uani 1 1 d . . . H47 H 0.0164 -0.1451 1.1068 0.053 Uiso 1 1 calc R . . C48 C -0.1013(4) 0.1385(2) 1.1904(3) 0.0369(9) Uani 1 1 d . . . C49 C 0.4126(5) 0.6250(3) 1.1526(3) 0.0466(11) Uani 1 1 d . . . C50 C 0.3914(4) 0.5370(3) 1.1509(3) 0.0464(11) Uani 1 1 d . . . C51 C 0.2789(4) 0.5091(3) 1.1587(3) 0.0458(11) Uani 1 1 d . . . H51 H 0.2135 0.5450 1.1658 0.055 Uiso 1 1 calc R . . C52 C 0.2631(4) 0.4275(3) 1.1561(4) 0.0538(13) Uani 1 1 d . . . C53 C 0.3589(5) 0.3753(3) 1.1439(5) 0.094(2) Uani 1 1 d U A . H53 H 0.3494 0.3208 1.1417 0.113 Uiso 1 1 calc R . . C54 C 0.4705(5) 0.4055(4) 1.1349(6) 0.100(3) Uani 1 1 d DU . . C56 C 0.1405(5) 0.4003(3) 1.1601(4) 0.0554(13) Uani 1 1 d . . . F1 F 0.8921(3) 0.0440(2) 0.6313(2) 0.0730(9) Uani 1 1 d . . . F2 F 1.0974(3) 0.13501(19) 0.5753(2) 0.0800(9) Uani 1 1 d . . . F3 F 1.1203(3) -0.19518(18) 0.5874(2) 0.0725(9) Uani 1 1 d . . . F4 F 1.3240(2) -0.1041(2) 0.5291(2) 0.0705(8) Uani 1 1 d . . . F5 F -0.1654(3) 0.2625(2) 0.5844(2) 0.0807(10) Uani 1 1 d . . . F6 F -0.3000(3) 0.3694(2) 0.5067(2) 0.0815(10) Uani 1 1 d . . . F7 F -0.0148(3) 0.4847(2) 0.6469(2) 0.0752(9) Uani 1 1 d . . . F8 F -0.1561(3) 0.59164(19) 0.5723(2) 0.0790(9) Uani 1 1 d . . . N1 N 0.4876(3) -0.1641(2) 1.0290(2) 0.0387(8) Uani 1 1 d . . . N2 N 0.8106(3) -0.1366(2) 0.7318(2) 0.0428(9) Uani 1 1 d . . . H2A H 0.8417 -0.1586 0.7724 0.051 Uiso 1 1 calc R . . N3 N 1.3720(3) 0.0908(2) 0.5769(2) 0.0458(9) Uani 1 1 d . . . H3 H 1.3798 0.0500 0.6196 0.055 Uiso 1 1 calc R . . N4 N 1.5618(3) 0.2020(2) 0.7546(2) 0.0378(8) Uani 1 1 d . . . N5 N -0.0129(3) 0.3261(2) 1.0422(2) 0.0459(9) Uani 1 1 d . . . N6 N -0.0218(4) 0.3093(3) 0.7488(2) 0.0550(10) Uani 1 1 d . . . H6 H -0.0908 0.2934 0.7889 0.066 Uiso 1 1 calc R . . N7 N -0.4042(3) 0.5843(2) 0.5500(2) 0.0511(10) Uani 1 1 d . . . H7 H -0.4002 0.6372 0.5453 0.061 Uiso 1 1 calc R . . N8 N -0.8101(3) 0.6519(2) 0.7541(2) 0.0440(9) Uani 1 1 d . . . N9 N -0.1954(5) -0.0952(3) 1.0926(4) 0.0798(16) Uani 1 1 d U . . O1 O 0.6476(3) -0.0753(2) 0.7003(2) 0.0598(9) Uani 1 1 d . . . O2 O 1.3747(3) 0.2321(2) 0.5203(2) 0.0625(10) Uani 1 1 d . . . O3 O 0.1679(3) 0.3560(2) 0.7195(2) 0.0667(10) Uani 1 1 d . . . O4 O -0.5027(3) 0.4606(2) 0.6252(2) 0.0675(10) Uani 1 1 d . . . O5 O 0.2097(3) -0.17088(17) 1.1502(2) 0.0465(7) Uani 1 1 d . . . O6 O 0.2721(3) -0.0493(2) 1.1521(2) 0.0587(9) Uani 1 1 d . . . O7 O -0.0165(3) 0.17850(17) 1.19620(19) 0.0409(7) Uani 1 1 d . . . O8 O -0.2036(3) 0.1642(2) 1.1980(2) 0.0574(9) Uani 1 1 d . . . O9 O -0.1593(5) -0.1547(3) 1.0633(5) 0.137(3) Uani 1 1 d U . . O10 O -0.2909(4) -0.0641(3) 1.0949(4) 0.116(2) Uani 1 1 d U . . O11 O 0.3196(3) 0.67048(19) 1.1678(2) 0.0542(8) Uani 1 1 d . . . O12 O 0.5162(3) 0.6481(2) 1.1386(2) 0.0609(9) Uani 1 1 d . . . O13 O 0.0701(3) 0.4526(2) 1.1390(3) 0.0746(11) Uani 1 1 d . . . O14 O 0.1201(3) 0.3205(2) 1.1818(3) 0.0651(10) Uani 1 1 d . . . O17 O 0.5861(3) 0.0703(2) 0.3155(2) 0.0705(11) Uani 1 1 d . . . H17A H 0.6447 0.1014 0.2831 0.106 Uiso 1 1 d R . . H17B H 0.5205 0.0769 0.3075 0.106 Uiso 1 1 d R . . O15A O 0.6599(11) 0.3641(7) 1.1322(8) 0.074(3) Uani 0.524(10) 1 d PDU A 1 O16A O 0.5358(12) 0.2637(9) 1.1699(10) 0.154(5) Uani 0.524(10) 1 d PDU A 1 N10A N 0.5614(11) 0.3373(8) 1.1487(11) 0.086(3) Uani 0.524(10) 1 d PDU A 1 O15B O 0.6835(9) 0.3945(6) 1.0895(7) 0.050(2) Uani 0.476(10) 1 d PDU A 2 N10B N 0.5932(8) 0.3646(6) 1.0919(8) 0.050(2) Uani 0.476(10) 1 d PDU A 2 O16B O 0.5824(6) 0.2979(4) 1.0803(5) 0.050(2) Uani 0.476(10) 1 d PDU A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0308(3) 0.0315(3) 0.0438(3) -0.0143(2) -0.0141(2) 0.00208(19) C55 0.044(3) 0.066(3) 0.137(6) -0.061(4) -0.046(3) 0.015(3) Zn2 0.0422(3) 0.0322(3) 0.0529(3) -0.0164(2) -0.0192(2) 0.0070(2) C1 0.043(3) 0.062(3) 0.050(3) -0.013(2) -0.014(2) 0.023(2) C2 0.048(3) 0.059(3) 0.043(3) -0.006(2) -0.017(2) 0.018(2) C3 0.035(2) 0.028(2) 0.041(2) -0.0078(18) -0.0120(19) -0.0015(17) C4 0.027(2) 0.049(3) 0.046(3) -0.008(2) -0.017(2) 0.0001(19) C5 0.029(2) 0.052(3) 0.047(3) -0.008(2) -0.020(2) 0.0019(19) C6 0.038(2) 0.041(2) 0.042(3) -0.004(2) -0.014(2) -0.0038(19) C7 0.041(3) 0.075(3) 0.042(3) -0.019(2) -0.012(2) -0.006(2) C8 0.043(3) 0.059(3) 0.028(2) -0.009(2) -0.0124(19) -0.002(2) C9 0.042(3) 0.056(3) 0.038(3) -0.011(2) -0.009(2) 0.008(2) C10 0.057(3) 0.047(3) 0.043(3) -0.013(2) -0.016(2) 0.001(2) C11 0.045(3) 0.055(3) 0.030(2) -0.008(2) -0.013(2) -0.005(2) C12 0.038(3) 0.061(3) 0.045(3) -0.015(2) -0.012(2) 0.005(2) C13 0.045(3) 0.048(3) 0.047(3) -0.016(2) -0.017(2) 0.003(2) C14 0.055(3) 0.068(3) 0.041(3) -0.013(2) -0.016(2) -0.016(3) C15 0.040(2) 0.049(3) 0.043(3) -0.011(2) -0.018(2) 0.001(2) C16 0.036(2) 0.041(2) 0.038(2) -0.0089(19) -0.0152(19) 0.0002(19) C17 0.073(4) 0.044(3) 0.068(3) -0.018(2) -0.045(3) 0.020(2) C18 0.080(4) 0.040(3) 0.064(3) -0.023(2) -0.040(3) 0.014(2) C19 0.063(3) 0.041(3) 0.071(3) -0.025(2) -0.043(3) 0.016(2) C20 0.072(3) 0.046(3) 0.070(3) -0.032(2) -0.044(3) 0.013(2) C21 0.035(2) 0.058(3) 0.055(3) -0.013(2) -0.017(2) 0.008(2) C22 0.036(2) 0.057(3) 0.051(3) -0.014(2) -0.016(2) 0.003(2) C23 0.042(3) 0.033(2) 0.048(3) -0.0034(19) -0.019(2) 0.0016(18) C24 0.048(3) 0.060(3) 0.048(3) -0.003(2) -0.011(2) -0.015(2) C25 0.050(3) 0.061(3) 0.054(3) -0.005(2) -0.021(3) -0.019(2) C26 0.040(3) 0.043(3) 0.048(3) -0.003(2) -0.015(2) -0.002(2) C27 0.052(3) 0.065(3) 0.049(3) -0.019(2) -0.016(2) 0.005(2) C28 0.042(3) 0.058(3) 0.033(2) -0.010(2) -0.007(2) -0.001(2) C29 0.043(3) 0.070(3) 0.043(3) -0.018(2) -0.013(2) -0.003(2) C30 0.052(3) 0.053(3) 0.045(3) -0.015(2) -0.001(2) -0.002(2) C31 0.040(3) 0.068(3) 0.041(3) -0.012(2) -0.004(2) 0.007(2) C32 0.044(3) 0.077(4) 0.056(3) -0.027(3) -0.020(2) 0.005(3) C33 0.053(3) 0.060(3) 0.052(3) -0.022(2) -0.016(2) 0.005(2) C34 0.051(3) 0.080(4) 0.042(3) -0.007(3) -0.002(2) 0.008(3) C35 0.042(3) 0.044(3) 0.050(3) -0.011(2) -0.012(2) 0.009(2) C36 0.046(3) 0.034(2) 0.044(3) -0.0106(19) -0.011(2) 0.004(2) C37 0.049(3) 0.040(3) 0.069(3) -0.016(2) 0.004(3) -0.004(2) C38 0.058(3) 0.032(2) 0.072(4) -0.019(2) -0.007(3) 0.002(2) C39 0.048(3) 0.041(3) 0.080(4) -0.020(3) 0.001(3) -0.001(2) C40 0.055(3) 0.029(2) 0.079(4) -0.014(2) 0.004(3) 0.001(2) C41 0.033(2) 0.037(2) 0.044(2) -0.0113(19) -0.0133(19) 0.0079(18) C42 0.033(2) 0.029(2) 0.048(3) -0.0101(18) -0.0176(19) 0.0027(17) C43 0.033(2) 0.033(2) 0.045(2) -0.0132(18) -0.0189(19) 0.0026(17) C44 0.036(2) 0.029(2) 0.042(2) -0.0097(18) -0.0158(19) 0.0015(17) C45 0.037(2) 0.033(2) 0.069(3) -0.017(2) -0.027(2) 0.0070(18) C46 0.045(3) 0.037(2) 0.078(3) -0.027(2) -0.035(3) 0.005(2) C47 0.049(3) 0.032(2) 0.064(3) -0.021(2) -0.031(2) 0.0108(19) C48 0.039(2) 0.029(2) 0.043(3) -0.0097(18) -0.016(2) 0.0048(18) C49 0.057(3) 0.036(2) 0.051(3) -0.015(2) -0.019(2) -0.005(2) C50 0.042(3) 0.037(2) 0.068(3) -0.025(2) -0.021(2) 0.005(2) C51 0.039(2) 0.037(2) 0.070(3) -0.023(2) -0.024(2) 0.0060(19) C52 0.049(3) 0.042(3) 0.091(4) -0.032(3) -0.041(3) 0.009(2) C53 0.077(4) 0.047(3) 0.211(8) -0.071(4) -0.091(5) 0.027(3) C54 0.066(3) 0.083(4) 0.219(8) -0.098(5) -0.095(5) 0.050(3) C56 0.050(3) 0.050(3) 0.074(4) -0.026(3) -0.021(3) -0.003(2) F1 0.0483(17) 0.074(2) 0.088(2) -0.0254(17) -0.0136(16) 0.0223(15) F2 0.084(2) 0.0520(19) 0.098(3) -0.0267(17) -0.0191(19) 0.0031(16) F3 0.064(2) 0.0532(18) 0.099(2) -0.0292(17) -0.0178(17) 0.0030(15) F4 0.0392(16) 0.080(2) 0.089(2) -0.0318(18) -0.0129(15) 0.0124(15) F5 0.096(2) 0.062(2) 0.109(3) -0.0357(18) -0.058(2) 0.0117(17) F6 0.085(2) 0.095(2) 0.094(2) -0.045(2) -0.054(2) 0.0146(19) F7 0.075(2) 0.078(2) 0.089(2) -0.0296(18) -0.0387(18) -0.0075(17) F8 0.086(2) 0.0556(19) 0.095(2) -0.0236(17) -0.0271(19) 0.0019(16) N1 0.037(2) 0.0380(19) 0.043(2) -0.0127(16) -0.0139(17) 0.0021(15) N2 0.035(2) 0.059(2) 0.032(2) -0.0100(17) -0.0112(16) 0.0057(17) N3 0.054(2) 0.049(2) 0.039(2) -0.0045(17) -0.0260(19) -0.0076(18) N4 0.041(2) 0.0324(18) 0.045(2) -0.0120(16) -0.0195(17) 0.0041(15) N5 0.050(2) 0.042(2) 0.047(2) -0.0100(17) -0.0195(19) 0.0052(17) N6 0.047(2) 0.073(3) 0.037(2) -0.0070(19) -0.0087(18) -0.013(2) N7 0.046(2) 0.044(2) 0.048(2) -0.0061(18) -0.0035(19) 0.0028(18) N8 0.044(2) 0.034(2) 0.052(2) -0.0110(17) -0.0153(18) 0.0042(17) N9 0.078(3) 0.055(3) 0.153(5) -0.057(3) -0.079(3) 0.023(2) O1 0.0400(18) 0.086(3) 0.0453(19) -0.0008(17) -0.0205(16) 0.0098(17) O2 0.083(3) 0.049(2) 0.064(2) 0.0039(17) -0.049(2) -0.0058(18) O3 0.046(2) 0.094(3) 0.052(2) -0.0158(19) -0.0054(17) -0.0152(19) O4 0.060(2) 0.0375(19) 0.080(3) -0.0124(17) 0.0027(19) 0.0079(16) O5 0.0373(17) 0.0328(16) 0.070(2) -0.0172(15) -0.0174(15) 0.0081(13) O6 0.0450(19) 0.0490(19) 0.097(3) -0.0261(18) -0.0388(19) 0.0069(15) O7 0.0446(17) 0.0311(15) 0.0549(19) -0.0168(13) -0.0230(15) 0.0041(13) O8 0.0424(19) 0.0444(18) 0.096(3) -0.0309(18) -0.0288(18) 0.0139(15) O9 0.140(4) 0.091(3) 0.292(8) -0.132(4) -0.158(5) 0.058(3) O10 0.076(3) 0.110(4) 0.244(6) -0.109(4) -0.114(4) 0.045(3) O11 0.059(2) 0.0334(16) 0.075(2) -0.0226(16) -0.0221(18) 0.0041(15) O12 0.060(2) 0.050(2) 0.079(3) -0.0230(18) -0.0248(19) -0.0113(17) O13 0.042(2) 0.063(2) 0.124(4) -0.026(2) -0.035(2) 0.0029(18) O14 0.071(2) 0.046(2) 0.093(3) -0.0224(18) -0.040(2) -0.0097(17) O17 0.050(2) 0.073(2) 0.082(3) 0.003(2) -0.0332(19) -0.0038(18) O15A 0.074(6) 0.074(7) 0.074(8) -0.020(6) -0.025(7) 0.002(5) O16A 0.154(11) 0.154(7) 0.154(14) -0.043(10) -0.051(10) 0.004(7) N10A 0.086(7) 0.086(7) 0.086(9) -0.024(8) -0.029(7) 0.002(6) O15B 0.050(5) 0.050(6) 0.050(6) -0.014(4) -0.017(5) 0.001(4) N10B 0.050(5) 0.050(5) 0.050(6) -0.014(5) -0.017(5) 0.001(4) O16B 0.050(4) 0.050(4) 0.050(5) -0.014(3) -0.017(4) 0.001(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 O5 1.973(3) . ? Zn1 O11 1.978(3) 1_545 ? Zn1 N4 2.023(3) 2_757 ? Zn1 N1 2.044(4) . ? C55 C50 1.362(6) . ? C55 C54 1.366(7) . ? C55 H55 0.9300 . ? Zn2 O14 1.960(3) . ? Zn2 O7 1.997(3) . ? Zn2 N8 2.015(4) 2_467 ? Zn2 N5 2.047(4) . ? C1 N1 1.355(6) . ? C1 C2 1.360(6) . ? C1 H1 0.9300 . ? C2 C3 1.382(6) . ? C2 H2 0.9300 . ? C3 C4 1.385(6) . ? C3 C6 1.499(6) . ? C4 C5 1.373(6) . ? C4 H4 0.9300 . ? C5 N1 1.328(5) . ? C5 H5 0.9300 . ? C6 O1 1.232(5) . ? C6 N2 1.337(5) . ? C7 N2 1.448(5) . ? C7 C8 1.513(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.378(6) . ? C8 C13 1.383(6) . ? C9 F1 1.342(5) . ? C9 C10 1.378(7) . ? C10 F2 1.348(5) . ? C10 C11 1.376(7) . ? C11 C12 1.378(6) . ? C11 C14 1.522(6) . ? C12 F4 1.353(5) . ? C12 C13 1.374(6) . ? C13 F3 1.346(5) . ? C14 N3 1.448(5) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 O2 1.229(5) . ? C15 N3 1.338(5) . ? C15 C16 1.508(6) . ? C16 C20 1.366(6) . ? C16 C17 1.374(6) . ? C17 C18 1.364(6) . ? C17 H17 0.9300 . ? C18 N4 1.339(5) . ? C18 H18 0.9300 . ? C19 N4 1.339(5) . ? C19 C20 1.378(6) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 N5 1.334(6) . ? C21 C22 1.373(6) . ? C21 H21 0.9300 . ? C22 C23 1.378(6) . ? C22 H22 0.9300 . ? C23 C24 1.388(6) . ? C23 C26 1.502(6) . ? C24 C25 1.359(7) . ? C24 H24 0.9300 . ? C25 N5 1.343(6) . ? C25 H25 0.9300 . ? C26 O3 1.227(5) . ? C26 N6 1.332(6) . ? C27 N6 1.456(6) . ? C27 C28 1.511(6) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.374(7) . ? C28 C33 1.378(6) . ? C29 F7 1.353(5) . ? C29 C30 1.374(7) . ? C30 F8 1.348(6) . ? C30 C31 1.381(7) . ? C31 C32 1.379(7) . ? C31 C34 1.516(7) . ? C32 F6 1.351(5) . ? C32 C33 1.379(7) . ? C33 F5 1.353(6) . ? C34 N7 1.457(6) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 O4 1.224(5) . ? C35 N7 1.333(6) . ? C35 C36 1.505(6) . ? C36 C40 1.369(6) . ? C36 C37 1.372(6) . ? C37 C38 1.377(7) . ? C37 H37 0.9300 . ? C38 N8 1.330(6) . ? C38 H38 0.9300 . ? C39 N8 1.332(6) . ? C39 C40 1.375(7) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 O6 1.223(5) . ? C41 O5 1.284(5) . ? C41 C42 1.497(6) . ? C42 C47 1.388(5) . ? C42 C43 1.397(5) . ? C43 C44 1.383(6) . ? C43 H43 0.9300 . ? C44 C45 1.389(5) . ? C44 C48 1.517(5) . ? C45 C46 1.382(6) . ? C45 H45 0.9300 . ? C46 C47 1.381(6) . ? C46 N9 1.477(5) . ? C47 H47 0.9300 . ? C48 O8 1.221(5) . ? C48 O7 1.280(5) . ? C49 O12 1.226(5) . ? C49 O11 1.274(6) . ? C49 C50 1.507(6) . ? C50 C51 1.383(6) . ? C51 C52 1.393(6) . ? C51 H51 0.9300 . ? C52 C53 1.362(7) . ? C52 C56 1.515(6) . ? C53 C54 1.382(7) . ? C53 H53 0.9300 . ? C54 N10A 1.520(11) . ? C54 N10B 1.575(10) . ? C56 O13 1.214(6) . ? C56 O14 1.284(6) . ? N2 H2A 0.8600 . ? N3 H3 0.8600 . ? N4 Zn1 2.023(3) 2_757 ? N6 H6 0.8600 . ? N7 H7 0.8600 . ? N8 Zn2 2.015(4) 2_467 ? N9 O10 1.191(5) . ? N9 O9 1.211(6) . ? O11 Zn1 1.978(3) 1_565 ? O17 H17A 0.8201 . ? O17 H17B 0.8201 . ? O15A N10A 1.183(12) . ? O16A N10A 1.198(12) . ? O15B N10B 1.187(11) . ? N10B O16B 1.198(9) . ? 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 O5 Zn1 O11 91.21(13) . 1_545 ? O5 Zn1 N4 122.42(13) . 2_757 ? O11 Zn1 N4 114.72(14) 1_545 2_757 ? O5 Zn1 N1 105.33(13) . . ? O11 Zn1 N1 110.06(14) 1_545 . ? N4 Zn1 N1 111.22(14) 2_757 . ? C50 C55 C54 119.3(5) . . ? C50 C55 H55 120.3 . . ? C54 C55 H55 120.3 . . ? O14 Zn2 O7 92.27(13) . . ? O14 Zn2 N8 121.05(15) . 2_467 ? O7 Zn2 N8 119.94(13) . 2_467 ? O14 Zn2 N5 106.37(16) . . ? O7 Zn2 N5 95.80(13) . . ? N8 Zn2 N5 116.43(15) 2_467 . ? N1 C1 C2 122.8(4) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C1 C2 C3 119.9(4) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C2 C3 C4 117.5(4) . . ? C2 C3 C6 118.1(4) . . ? C4 C3 C6 124.3(4) . . ? C5 C4 C3 119.2(4) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? N1 C5 C4 123.5(4) . . ? N1 C5 H5 118.2 . . ? C4 C5 H5 118.2 . . ? O1 C6 N2 122.3(4) . . ? O1 C6 C3 121.0(4) . . ? N2 C6 C3 116.7(4) . . ? N2 C7 C8 113.1(4) . . ? N2 C7 H7A 109.0 . . ? C8 C7 H7A 109.0 . . ? N2 C7 H7B 109.0 . . ? C8 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C9 C8 C13 116.3(4) . . ? C9 C8 C7 121.7(4) . . ? C13 C8 C7 122.0(4) . . ? F1 C9 C10 118.7(4) . . ? F1 C9 C8 119.8(4) . . ? C10 C9 C8 121.5(4) . . ? F2 C10 C11 118.7(4) . . ? F2 C10 C9 119.0(4) . . ? C11 C10 C9 122.2(4) . . ? C10 C11 C12 116.1(4) . . ? C10 C11 C14 122.1(4) . . ? C12 C11 C14 121.7(4) . . ? F4 C12 C13 118.0(4) . . ? F4 C12 C11 120.0(4) . . ? C13 C12 C11 122.0(4) . . ? F3 C13 C12 118.7(4) . . ? F3 C13 C8 119.5(4) . . ? C12 C13 C8 121.7(4) . . ? N3 C14 C11 113.0(4) . . ? N3 C14 H14A 109.0 . . ? C11 C14 H14A 109.0 . . ? N3 C14 H14B 109.0 . . ? C11 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? O2 C15 N3 123.2(4) . . ? O2 C15 C16 120.9(4) . . ? N3 C15 C16 115.9(4) . . ? C20 C16 C17 117.1(4) . . ? C20 C16 C15 122.9(4) . . ? C17 C16 C15 119.9(4) . . ? C18 C17 C16 120.3(4) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? N4 C18 C17 123.0(4) . . ? N4 C18 H18 118.5 . . ? C17 C18 H18 118.5 . . ? N4 C19 C20 122.7(4) . . ? N4 C19 H19 118.7 . . ? C20 C19 H19 118.7 . . ? C16 C20 C19 120.2(4) . . ? C16 C20 H20 119.9 . . ? C19 C20 H20 119.9 . . ? N5 C21 C22 123.5(4) . . ? N5 C21 H21 118.2 . . ? C22 C21 H21 118.2 . . ? C21 C22 C23 119.5(4) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? C22 C23 C24 117.2(4) . . ? C22 C23 C26 124.5(4) . . ? C24 C23 C26 118.2(4) . . ? C25 C24 C23 119.7(5) . . ? C25 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? N5 C25 C24 123.5(4) . . ? N5 C25 H25 118.2 . . ? C24 C25 H25 118.2 . . ? O3 C26 N6 123.6(4) . . ? O3 C26 C23 120.6(4) . . ? N6 C26 C23 115.8(4) . . ? N6 C27 C28 112.7(4) . . ? N6 C27 H27A 109.1 . . ? C28 C27 H27A 109.1 . . ? N6 C27 H27B 109.1 . . ? C28 C27 H27B 109.1 . . ? H27A C27 H27B 107.8 . . ? C29 C28 C33 115.7(4) . . ? C29 C28 C27 123.1(4) . . ? C33 C28 C27 121.2(4) . . ? F7 C29 C30 118.5(5) . . ? F7 C29 C28 119.2(4) . . ? C30 C29 C28 122.3(4) . . ? F8 C30 C29 119.2(5) . . ? F8 C30 C31 118.5(5) . . ? C29 C30 C31 122.3(5) . . ? C32 C31 C30 115.5(5) . . ? C32 C31 C34 122.3(5) . . ? C30 C31 C34 122.1(5) . . ? F6 C32 C31 120.0(5) . . ? F6 C32 C33 118.0(5) . . ? C31 C32 C33 122.0(5) . . ? F5 C33 C28 120.0(4) . . ? F5 C33 C32 117.8(4) . . ? C28 C33 C32 122.2(5) . . ? N7 C34 C31 113.8(4) . . ? N7 C34 H34A 108.8 . . ? C31 C34 H34A 108.8 . . ? N7 C34 H34B 108.8 . . ? C31 C34 H34B 108.8 . . ? H34A C34 H34B 107.7 . . ? O4 C35 N7 122.3(4) . . ? O4 C35 C36 119.9(4) . . ? N7 C35 C36 117.8(4) . . ? C40 C36 C37 117.5(4) . . ? C40 C36 C35 116.7(4) . . ? C37 C36 C35 125.8(4) . . ? C36 C37 C38 119.3(4) . . ? C36 C37 H37 120.4 . . ? C38 C37 H37 120.4 . . ? N8 C38 C37 123.7(4) . . ? N8 C38 H38 118.2 . . ? C37 C38 H38 118.2 . . ? N8 C39 C40 123.0(5) . . ? N8 C39 H39 118.5 . . ? C40 C39 H39 118.5 . . ? C36 C40 C39 120.0(4) . . ? C36 C40 H40 120.0 . . ? C39 C40 H40 120.0 . . ? O6 C41 O5 123.3(4) . . ? O6 C41 C42 119.7(4) . . ? O5 C41 C42 117.0(4) . . ? C47 C42 C43 119.4(4) . . ? C47 C42 C41 122.2(4) . . ? C43 C42 C41 118.4(3) . . ? C44 C43 C42 121.0(4) . . ? C44 C43 H43 119.5 . . ? C42 C43 H43 119.5 . . ? C43 C44 C45 119.9(4) . . ? C43 C44 C48 121.6(3) . . ? C45 C44 C48 118.5(4) . . ? C46 C45 C44 118.2(4) . . ? C46 C45 H45 120.9 . . ? C44 C45 H45 120.9 . . ? C47 C46 C45 123.0(4) . . ? C47 C46 N9 119.4(4) . . ? C45 C46 N9 117.6(4) . . ? C46 C47 C42 118.4(4) . . ? C46 C47 H47 120.8 . . ? C42 C47 H47 120.8 . . ? O8 C48 O7 124.6(4) . . ? O8 C48 C44 119.5(4) . . ? O7 C48 C44 115.7(4) . . ? O12 C49 O11 124.8(4) . . ? O12 C49 C50 118.8(4) . . ? O11 C49 C50 116.4(4) . . ? C55 C50 C51 119.6(4) . . ? C55 C50 C49 118.4(4) . . ? C51 C50 C49 121.9(4) . . ? C50 C51 C52 120.2(4) . . ? C50 C51 H51 119.9 . . ? C52 C51 H51 119.9 . . ? C53 C52 C51 120.3(4) . . ? C53 C52 C56 120.6(4) . . ? C51 C52 C56 119.0(4) . . ? C52 C53 C54 118.1(5) . . ? C52 C53 H53 121.0 . . ? C54 C53 H53 121.0 . . ? C55 C54 C53 122.5(5) . . ? C55 C54 N10A 121.1(6) . . ? C53 C54 N10A 114.0(7) . . ? C55 C54 N10B 112.4(6) . . ? C53 C54 N10B 122.6(5) . . ? O13 C56 O14 123.5(5) . . ? O13 C56 C52 120.2(4) . . ? O14 C56 C52 116.2(4) . . ? C5 N1 C1 116.8(4) . . ? C5 N1 Zn1 122.3(3) . . ? C1 N1 Zn1 119.9(3) . . ? C6 N2 C7 122.6(4) . . ? C6 N2 H2A 118.7 . . ? C7 N2 H2A 118.7 . . ? C15 N3 C14 121.7(4) . . ? C15 N3 H3 119.2 . . ? C14 N3 H3 119.2 . . ? C19 N4 C18 116.7(4) . . ? C19 N4 Zn1 120.9(3) . 2_757 ? C18 N4 Zn1 122.3(3) . 2_757 ? C21 N5 C25 116.5(4) . . ? C21 N5 Zn2 121.3(3) . . ? C25 N5 Zn2 121.4(3) . . ? C26 N6 C27 122.7(4) . . ? C26 N6 H6 118.7 . . ? C27 N6 H6 118.7 . . ? C35 N7 C34 120.0(4) . . ? C35 N7 H7 120.0 . . ? C34 N7 H7 120.0 . . ? C38 N8 C39 116.6(4) . . ? C38 N8 Zn2 124.3(3) . 2_467 ? C39 N8 Zn2 119.1(3) . 2_467 ? O10 N9 O9 123.3(4) . . ? O10 N9 C46 119.4(4) . . ? O9 N9 C46 117.1(4) . . ? C41 O5 Zn1 114.1(3) . . ? C48 O7 Zn2 114.5(2) . . ? C49 O11 Zn1 109.7(3) . 1_565 ? C56 O14 Zn2 107.9(3) . . ? H17A O17 H17B 121.3 . . ? O15A N10A O16A 124.0(13) . . ? O15A N10A C54 113.4(11) . . ? O16A N10A C54 122.5(12) . . ? O15B N10B O16B 126.7(9) . . ? O15B N10B C54 116.9(8) . . ? O16B N10B C54 114.9(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 0.0(8) . . . . ? C1 C2 C3 C4 -3.7(7) . . . . ? C1 C2 C3 C6 174.8(4) . . . . ? C2 C3 C4 C5 3.5(6) . . . . ? C6 C3 C4 C5 -174.9(4) . . . . ? C3 C4 C5 N1 0.5(7) . . . . ? C2 C3 C6 O1 -2.7(6) . . . . ? C4 C3 C6 O1 175.8(4) . . . . ? C2 C3 C6 N2 178.5(4) . . . . ? C4 C3 C6 N2 -3.1(6) . . . . ? N2 C7 C8 C9 -63.4(6) . . . . ? N2 C7 C8 C13 117.3(5) . . . . ? C13 C8 C9 F1 179.7(4) . . . . ? C7 C8 C9 F1 0.3(6) . . . . ? C13 C8 C9 C10 0.2(7) . . . . ? C7 C8 C9 C10 -179.2(4) . . . . ? F1 C9 C10 F2 -0.7(7) . . . . ? C8 C9 C10 F2 178.8(4) . . . . ? F1 C9 C10 C11 -177.6(4) . . . . ? C8 C9 C10 C11 1.9(7) . . . . ? F2 C10 C11 C12 -179.4(4) . . . . ? C9 C10 C11 C12 -2.5(7) . . . . ? F2 C10 C11 C14 -2.9(6) . . . . ? C9 C10 C11 C14 174.1(4) . . . . ? C10 C11 C12 F4 -179.4(4) . . . . ? C14 C11 C12 F4 4.1(6) . . . . ? C10 C11 C12 C13 1.1(7) . . . . ? C14 C11 C12 C13 -175.4(4) . . . . ? F4 C12 C13 F3 0.3(6) . . . . ? C11 C12 C13 F3 179.8(4) . . . . ? F4 C12 C13 C8 -178.6(4) . . . . ? C11 C12 C13 C8 0.9(7) . . . . ? C9 C8 C13 F3 179.6(4) . . . . ? C7 C8 C13 F3 -1.1(6) . . . . ? C9 C8 C13 C12 -1.6(7) . . . . ? C7 C8 C13 C12 177.8(4) . . . . ? C10 C11 C14 N3 79.1(6) . . . . ? C12 C11 C14 N3 -104.5(5) . . . . ? O2 C15 C16 C20 -150.4(5) . . . . ? N3 C15 C16 C20 29.8(6) . . . . ? O2 C15 C16 C17 25.3(7) . . . . ? N3 C15 C16 C17 -154.5(4) . . . . ? C20 C16 C17 C18 -2.5(8) . . . . ? C15 C16 C17 C18 -178.5(5) . . . . ? C16 C17 C18 N4 1.0(8) . . . . ? C17 C16 C20 C19 2.1(7) . . . . ? C15 C16 C20 C19 178.0(4) . . . . ? N4 C19 C20 C16 -0.2(8) . . . . ? N5 C21 C22 C23 1.7(7) . . . . ? C21 C22 C23 C24 -1.0(7) . . . . ? C21 C22 C23 C26 177.7(4) . . . . ? C22 C23 C24 C25 -0.8(7) . . . . ? C26 C23 C24 C25 -179.6(4) . . . . ? C23 C24 C25 N5 2.2(8) . . . . ? C22 C23 C26 O3 178.0(4) . . . . ? C24 C23 C26 O3 -3.2(7) . . . . ? C22 C23 C26 N6 -2.7(6) . . . . ? C24 C23 C26 N6 176.0(4) . . . . ? N6 C27 C28 C29 54.4(6) . . . . ? N6 C27 C28 C33 -126.5(5) . . . . ? C33 C28 C29 F7 -178.7(4) . . . . ? C27 C28 C29 F7 0.5(7) . . . . ? C33 C28 C29 C30 -0.2(7) . . . . ? C27 C28 C29 C30 179.0(4) . . . . ? F7 C29 C30 F8 -0.1(7) . . . . ? C28 C29 C30 F8 -178.6(4) . . . . ? F7 C29 C30 C31 177.4(4) . . . . ? C28 C29 C30 C31 -1.1(7) . . . . ? F8 C30 C31 C32 178.6(4) . . . . ? C29 C30 C31 C32 1.1(7) . . . . ? F8 C30 C31 C34 0.9(7) . . . . ? C29 C30 C31 C34 -176.6(4) . . . . ? C30 C31 C32 F6 -179.4(4) . . . . ? C34 C31 C32 F6 -1.7(7) . . . . ? C30 C31 C32 C33 0.1(7) . . . . ? C34 C31 C32 C33 177.8(5) . . . . ? C29 C28 C33 F5 -179.4(4) . . . . ? C27 C28 C33 F5 1.4(7) . . . . ? C29 C28 C33 C32 1.4(7) . . . . ? C27 C28 C33 C32 -177.8(5) . . . . ? F6 C32 C33 F5 -1.1(7) . . . . ? C31 C32 C33 F5 179.4(4) . . . . ? F6 C32 C33 C28 178.1(4) . . . . ? C31 C32 C33 C28 -1.4(8) . . . . ? C32 C31 C34 N7 116.1(5) . . . . ? C30 C31 C34 N7 -66.4(6) . . . . ? O4 C35 C36 C40 -6.5(7) . . . . ? N7 C35 C36 C40 171.6(5) . . . . ? O4 C35 C36 C37 176.8(5) . . . . ? N7 C35 C36 C37 -5.0(7) . . . . ? C40 C36 C37 C38 0.7(8) . . . . ? C35 C36 C37 C38 177.4(5) . . . . ? C36 C37 C38 N8 0.4(8) . . . . ? C37 C36 C40 C39 -0.5(8) . . . . ? C35 C36 C40 C39 -177.5(5) . . . . ? N8 C39 C40 C36 -0.7(9) . . . . ? O6 C41 C42 C47 162.4(4) . . . . ? O5 C41 C42 C47 -15.9(6) . . . . ? O6 C41 C42 C43 -17.3(6) . . . . ? O5 C41 C42 C43 164.4(4) . . . . ? C47 C42 C43 C44 1.5(6) . . . . ? C41 C42 C43 C44 -178.8(4) . . . . ? C42 C43 C44 C45 -0.7(6) . . . . ? C42 C43 C44 C48 -178.6(4) . . . . ? C43 C44 C45 C46 -1.3(7) . . . . ? C48 C44 C45 C46 176.7(4) . . . . ? C44 C45 C46 C47 2.6(8) . . . . ? C44 C45 C46 N9 -178.2(5) . . . . ? C45 C46 C47 C42 -1.8(8) . . . . ? N9 C46 C47 C42 179.0(5) . . . . ? C43 C42 C47 C46 -0.3(7) . . . . ? C41 C42 C47 C46 -179.9(4) . . . . ? C43 C44 C48 O8 -172.4(4) . . . . ? C45 C44 C48 O8 9.6(6) . . . . ? C43 C44 C48 O7 10.2(6) . . . . ? C45 C44 C48 O7 -167.8(4) . . . . ? C54 C55 C50 C51 -1.2(9) . . . . ? C54 C55 C50 C49 -178.8(6) . . . . ? O12 C49 C50 C55 3.2(7) . . . . ? O11 C49 C50 C55 -177.6(5) . . . . ? O12 C49 C50 C51 -174.4(5) . . . . ? O11 C49 C50 C51 4.8(7) . . . . ? C55 C50 C51 C52 1.8(8) . . . . ? C49 C50 C51 C52 179.4(5) . . . . ? C50 C51 C52 C53 -1.4(9) . . . . ? C50 C51 C52 C56 -176.9(5) . . . . ? C51 C52 C53 C54 0.4(11) . . . . ? C56 C52 C53 C54 175.7(7) . . . . ? C50 C55 C54 C53 0.1(12) . . . . ? C50 C55 C54 N10A -161.2(9) . . . . ? C50 C55 C54 N10B 162.5(7) . . . . ? C52 C53 C54 C55 0.3(13) . . . . ? C52 C53 C54 N10A 162.8(9) . . . . ? C52 C53 C54 N10B -160.4(8) . . . . ? C53 C52 C56 O13 -153.1(6) . . . . ? C51 C52 C56 O13 22.3(8) . . . . ? C53 C52 C56 O14 23.2(8) . . . . ? C51 C52 C56 O14 -161.4(5) . . . . ? C4 C5 N1 C1 -4.2(6) . . . . ? C4 C5 N1 Zn1 164.9(3) . . . . ? C2 C1 N1 C5 3.9(7) . . . . ? C2 C1 N1 Zn1 -165.4(4) . . . . ? O5 Zn1 N1 C5 -172.3(3) . . . . ? O11 Zn1 N1 C5 -75.2(3) 1_545 . . . ? N4 Zn1 N1 C5 53.0(3) 2_757 . . . ? O5 Zn1 N1 C1 -3.6(4) . . . . ? O11 Zn1 N1 C1 93.5(4) 1_545 . . . ? N4 Zn1 N1 C1 -138.2(3) 2_757 . . . ? O1 C6 N2 C7 -2.7(7) . . . . ? C3 C6 N2 C7 176.1(4) . . . . ? C8 C7 N2 C6 121.4(5) . . . . ? O2 C15 N3 C14 8.5(7) . . . . ? C16 C15 N3 C14 -171.7(4) . . . . ? C11 C14 N3 C15 -127.6(5) . . . . ? C20 C19 N4 C18 -1.4(7) . . . . ? C20 C19 N4 Zn1 175.1(4) . . . 2_757 ? C17 C18 N4 C19 1.0(7) . . . . ? C17 C18 N4 Zn1 -175.4(4) . . . 2_757 ? C22 C21 N5 C25 -0.3(7) . . . . ? C22 C21 N5 Zn2 -170.1(4) . . . . ? C24 C25 N5 C21 -1.6(7) . . . . ? C24 C25 N5 Zn2 168.2(4) . . . . ? O14 Zn2 N5 C21 169.2(3) . . . . ? O7 Zn2 N5 C21 75.1(3) . . . . ? N8 Zn2 N5 C21 -52.5(4) 2_467 . . . ? O14 Zn2 N5 C25 -0.1(4) . . . . ? O7 Zn2 N5 C25 -94.2(4) . . . . ? N8 Zn2 N5 C25 138.1(3) 2_467 . . . ? O3 C26 N6 C27 -1.4(7) . . . . ? C23 C26 N6 C27 179.4(4) . . . . ? C28 C27 N6 C26 -115.5(5) . . . . ? O4 C35 N7 C34 6.5(7) . . . . ? C36 C35 N7 C34 -171.6(4) . . . . ? C31 C34 N7 C35 -67.4(6) . . . . ? C37 C38 N8 C39 -1.6(8) . . . . ? C37 C38 N8 Zn2 178.1(4) . . . 2_467 ? C40 C39 N8 C38 1.8(8) . . . . ? C40 C39 N8 Zn2 -178.0(4) . . . 2_467 ? C47 C46 N9 O10 176.6(6) . . . . ? C45 C46 N9 O10 -2.6(9) . . . . ? C47 C46 N9 O9 -7.8(9) . . . . ? C45 C46 N9 O9 173.0(6) . . . . ? O6 C41 O5 Zn1 0.9(6) . . . . ? C42 C41 O5 Zn1 179.1(3) . . . . ? O11 Zn1 O5 C41 172.7(3) 1_545 . . . ? N4 Zn1 O5 C41 52.1(3) 2_757 . . . ? N1 Zn1 O5 C41 -76.1(3) . . . . ? O8 C48 O7 Zn2 -22.2(6) . . . . ? C44 C48 O7 Zn2 155.0(3) . . . . ? O14 Zn2 O7 C48 -175.1(3) . . . . ? N8 Zn2 O7 C48 56.7(3) 2_467 . . . ? N5 Zn2 O7 C48 -68.4(3) . . . . ? O12 C49 O11 Zn1 5.7(6) . . . 1_565 ? C50 C49 O11 Zn1 -173.6(3) . . . 1_565 ? O13 C56 O14 Zn2 0.3(7) . . . . ? C52 C56 O14 Zn2 -175.9(4) . . . . ? O7 Zn2 O14 C56 173.2(3) . . . . ? N8 Zn2 O14 C56 -59.5(4) 2_467 . . . ? N5 Zn2 O14 C56 76.4(4) . . . . ? C55 C54 N10A O15A -24.4(17) . . . . ? C53 C54 N10A O15A 172.8(11) . . . . ? N10B C54 N10A O15A 59.5(13) . . . . ? C55 C54 N10A O16A 159.2(13) . . . . ? C53 C54 N10A O16A -3.6(19) . . . . ? N10B C54 N10A O16A -117(2) . . . . ? C55 C54 N10B O15B 19.4(12) . . . . ? C53 C54 N10B O15B -178.2(9) . . . . ? N10A C54 N10B O15B -93.6(14) . . . . ? C55 C54 N10B O16B -173.7(8) . . . . ? C53 C54 N10B O16B -11.2(14) . . . . ? N10A C54 N10B O16B 73.4(13) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.087 _refine_diff_density_min -1.374 _refine_diff_density_rms 0.075