Electronic Supplementary Material for CrystEngComm This Journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Jian-Fang Ma' _publ_contact_author_address ; Department of Chemistry Northeast Normal University Changchun 130024 P.R.China ; _publ_contact_author_email jianfangma@yahoo.com.cn _publ_contact_author_phone +86-431-85098620 _publ_contact_author_fax +86-431-85098620 loop_ _publ_author_name 'Jian-Fang Ma' 'Ying-Ying Liu' 'Ji-Cheng Ma' 'Guang-Ju Ping' 'Jin Yang' data_1 _database_code_depnum_ccdc_archive 'CCDC 642525' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H26 N4 O4 Zn, H2 O' _chemical_formula_sum 'C30 H28 N4 O5 Zn' _chemical_formula_weight 589.93 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 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 10.049(5) _cell_length_b 12.328(7) _cell_length_c 12.493(7) _cell_angle_alpha 61.25(2) _cell_angle_beta 85.985(19) _cell_angle_gamma 88.86(2) _cell_volume 1353.4(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4278 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.448 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612 _exptl_absorpt_coefficient_mu 0.955 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.77 _exptl_absorpt_correction_T_max 0.83 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 13312 _diffrn_reflns_av_R_equivalents 0.0444 _diffrn_reflns_av_sigmaI/netI 0.0602 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 27.47 _reflns_number_total 6091 _reflns_number_gt 4278 _reflns_threshold_expression >2\s(I) _computing_data_collection 'PROCESS-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _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^)+(0.0708P)^2^+0.8214P] 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 6091 _refine_ls_number_parameters 367 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0837 _refine_ls_R_factor_gt 0.0569 _refine_ls_wR_factor_ref 0.1573 _refine_ls_wR_factor_gt 0.1391 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.095 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean <0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.68216(4) 0.29246(3) 0.00419(4) 0.03591(15) Uani 1 1 d . . . C1 C 0.9529(3) 0.2957(3) 0.0974(3) 0.0347(7) Uani 1 1 d . . . C2 C 1.0819(4) 0.4117(3) -0.0670(3) 0.0398(8) Uani 1 1 d . . . H2 H 1.1545 0.4564 -0.1193 0.048 Uiso 1 1 calc R . . C3 C 0.9619(4) 0.3951(3) -0.0998(4) 0.0383(8) Uani 1 1 d . . . H3 H 0.9376 0.4273 -0.1798 0.046 Uiso 1 1 calc R . . C4 C 0.9084(4) 0.2148(3) 0.2262(4) 0.0398(8) Uani 1 1 d . . . C5 C 0.9100(5) 0.2528(4) 0.3140(4) 0.0573(11) Uani 1 1 d . . . H5 H 0.9378 0.3328 0.2917 0.069 Uiso 1 1 calc R . . C6 C 0.8705(6) 0.1724(6) 0.4342(5) 0.0801(16) Uani 1 1 d . . . H6 H 0.8707 0.1980 0.4931 0.096 Uiso 1 1 calc R . . C7 C 0.8308(6) 0.0536(6) 0.4664(5) 0.0855(19) Uani 1 1 d . . . H7 H 0.8054 -0.0011 0.5478 0.103 Uiso 1 1 calc R . . C8 C 0.8279(5) 0.0150(5) 0.3818(5) 0.0731(15) Uani 1 1 d . . . H8 H 0.7993 -0.0649 0.4047 0.088 Uiso 1 1 calc R . . C9 C 0.8677(4) 0.0951(4) 0.2615(4) 0.0528(10) Uani 1 1 d . . . H9 H 0.8673 0.0683 0.2035 0.063 Uiso 1 1 calc R . . C10 C 1.2476(4) -0.0853(3) 0.0569(4) 0.0401(8) Uani 1 1 d . . . C11 C 1.3789(4) -0.0178(3) -0.1076(4) 0.0447(9) Uani 1 1 d . . . H11 H 1.4359 -0.0162 -0.1703 0.054 Uiso 1 1 calc R . . C12 C 1.3427(4) 0.0824(3) -0.0957(4) 0.0513(10) Uani 1 1 d . . . H12 H 1.3695 0.1641 -0.1476 0.062 Uiso 1 1 calc R . . C13 C 1.1666(4) -0.1662(3) 0.1697(4) 0.0436(9) Uani 1 1 d . . . C14 C 1.0310(5) -0.1527(4) 0.1802(4) 0.0544(11) Uani 1 1 d . . . H14 H 0.9896 -0.0897 0.1151 0.065 Uiso 1 1 calc R . . C15 C 0.9556(6) -0.2297(5) 0.2843(5) 0.0716(14) Uani 1 1 d . . . H15 H 0.8641 -0.2189 0.2904 0.086 Uiso 1 1 calc R . . C16 C 1.0169(7) -0.3229(5) 0.3795(5) 0.0798(17) Uani 1 1 d . . . H16 H 0.9660 -0.3763 0.4501 0.096 Uiso 1 1 calc R . . C17 C 1.1506(7) -0.3386(5) 0.3725(5) 0.0799(16) Uani 1 1 d . . . H17 H 1.1909 -0.4018 0.4383 0.096 Uiso 1 1 calc R . . C18 C 1.2271(5) -0.2600(4) 0.2670(4) 0.0601(12) Uani 1 1 d . . . H18 H 1.3188 -0.2704 0.2618 0.072 Uiso 1 1 calc R . . C19 C 1.1899(4) 0.3369(3) 0.1315(4) 0.0426(9) Uani 1 1 d . . . H19A H 1.1636 0.3645 0.1906 0.051 Uiso 1 1 calc R . . H19B H 1.2622 0.3907 0.0777 0.051 Uiso 1 1 calc R . . C20 C 1.2400(4) 0.2066(4) 0.1984(4) 0.0443(9) Uani 1 1 d . . . H20A H 1.1664 0.1534 0.2502 0.053 Uiso 1 1 calc R . . H20B H 1.3070 0.2044 0.2516 0.053 Uiso 1 1 calc R . . C21 C 1.2998(4) 0.1522(4) 0.1196(5) 0.0583(12) Uani 1 1 d . . . H21A H 1.3617 0.2124 0.0569 0.070 Uiso 1 1 calc R . . H21B H 1.3504 0.0798 0.1704 0.070 Uiso 1 1 calc R . . C22 C 1.1996(4) 0.1161(4) 0.0587(5) 0.0517(11) Uani 1 1 d . . . H22A H 1.1266 0.0705 0.1179 0.062 Uiso 1 1 calc R . . H22B H 1.1635 0.1901 -0.0064 0.062 Uiso 1 1 calc R . . C23 C 0.5275(4) 0.5769(3) -0.3157(3) 0.0375(8) Uani 1 1 d . . . C24 C 0.4792(3) 0.6758(3) -0.2997(3) 0.0345(7) Uani 1 1 d . . . C25 C 0.4789(4) 0.7923(3) -0.4011(4) 0.0479(9) Uani 1 1 d . . . H25 H 0.4490 0.8590 -0.3911 0.057 Uiso 1 1 calc R . . C26 C 0.5220(5) 0.8120(4) -0.5164(4) 0.0608(12) Uani 1 1 d . . . H26 H 0.5208 0.8910 -0.5833 0.073 Uiso 1 1 calc R . . C27 C 0.5667(5) 0.7135(5) -0.5315(4) 0.0668(13) Uani 1 1 d . . . H27 H 0.5943 0.7256 -0.6091 0.080 Uiso 1 1 calc R . . C28 C 0.5707(5) 0.5973(4) -0.4320(4) 0.0565(11) Uani 1 1 d . . . H28 H 0.6028 0.5317 -0.4428 0.068 Uiso 1 1 calc R . . C29 C 0.5401(4) 0.4475(3) -0.2104(3) 0.0403(8) Uani 1 1 d . . . C30 C 0.4176(3) 0.6550(3) -0.1788(3) 0.0353(7) Uani 1 1 d . . . N1 N 0.8813(3) 0.3232(2) 0.0033(3) 0.0354(6) Uani 1 1 d . . . N2 N 1.0758(3) 0.3496(2) 0.0584(3) 0.0344(6) Uani 1 1 d . . . N3 N 1.2590(3) 0.0394(3) 0.0077(3) 0.0454(8) Uani 1 1 d . . . N4 N 1.3188(3) -0.1222(3) -0.0131(3) 0.0384(7) Uani 1 1 d . . . O1 O 0.6355(3) 0.4352(2) -0.1445(2) 0.0456(6) Uani 1 1 d . . . O2 O 0.4661(3) 0.3640(2) -0.2001(3) 0.0596(8) Uani 1 1 d . . . O3 O 0.4218(3) 0.7466(2) -0.1569(3) 0.0441(6) Uani 1 1 d . . . O4 O 0.3604(3) 0.5562(2) -0.1095(3) 0.0542(7) Uani 1 1 d . . . O1W O 0.2429(5) 0.4736(7) -0.3398(5) 0.131(2) Uani 1 1 d D . . H1A H 0.305(8) 0.428(8) -0.275(6) 0.196 Uiso 1 1 d D . . H1B H 0.311(8) 0.527(8) -0.399(6) 0.196 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0381(2) 0.0256(2) 0.0440(3) -0.01653(18) -0.00631(18) 0.00763(15) C1 0.0335(17) 0.0234(15) 0.044(2) -0.0139(15) -0.0041(15) 0.0059(13) C2 0.045(2) 0.0260(16) 0.045(2) -0.0146(16) 0.0028(17) 0.0017(14) C3 0.044(2) 0.0292(17) 0.040(2) -0.0149(16) -0.0036(16) 0.0053(15) C4 0.0342(18) 0.0359(18) 0.043(2) -0.0132(17) -0.0081(16) 0.0073(15) C5 0.060(3) 0.058(3) 0.051(3) -0.023(2) -0.005(2) 0.007(2) C6 0.087(4) 0.099(5) 0.043(3) -0.026(3) -0.006(3) 0.018(3) C7 0.074(4) 0.094(5) 0.039(3) 0.006(3) 0.001(2) 0.011(3) C8 0.060(3) 0.052(3) 0.067(3) 0.004(3) -0.004(3) -0.004(2) C9 0.045(2) 0.042(2) 0.055(3) -0.011(2) -0.004(2) -0.0007(18) C10 0.042(2) 0.0267(16) 0.056(2) -0.0232(17) -0.0098(18) 0.0087(14) C11 0.043(2) 0.0377(19) 0.051(2) -0.0198(18) -0.0018(18) 0.0046(16) C12 0.054(2) 0.0253(17) 0.066(3) -0.0151(19) -0.004(2) 0.0018(16) C13 0.053(2) 0.0333(18) 0.051(2) -0.0259(18) -0.0039(19) 0.0056(16) C14 0.050(2) 0.046(2) 0.063(3) -0.023(2) -0.002(2) 0.0012(19) C15 0.066(3) 0.066(3) 0.080(4) -0.036(3) 0.016(3) -0.007(3) C16 0.103(5) 0.058(3) 0.065(3) -0.023(3) 0.026(3) -0.004(3) C17 0.105(5) 0.063(3) 0.054(3) -0.015(3) -0.001(3) 0.024(3) C18 0.068(3) 0.054(3) 0.057(3) -0.026(2) -0.008(2) 0.021(2) C19 0.041(2) 0.0377(19) 0.051(2) -0.0222(18) -0.0065(17) 0.0019(16) C20 0.040(2) 0.044(2) 0.052(2) -0.0247(19) -0.0135(18) 0.0090(16) C21 0.039(2) 0.063(3) 0.092(4) -0.052(3) -0.015(2) 0.0126(19) C22 0.046(2) 0.041(2) 0.085(3) -0.043(2) -0.013(2) 0.0128(17) C23 0.041(2) 0.0309(17) 0.0386(19) -0.0146(16) -0.0090(16) 0.0081(14) C24 0.0337(17) 0.0290(16) 0.0381(19) -0.0135(15) -0.0074(15) 0.0030(13) C25 0.052(2) 0.0314(18) 0.049(2) -0.0108(18) -0.0043(19) 0.0071(16) C26 0.073(3) 0.047(2) 0.038(2) -0.002(2) -0.001(2) 0.007(2) C27 0.081(4) 0.071(3) 0.036(2) -0.016(2) 0.001(2) 0.012(3) C28 0.071(3) 0.053(2) 0.047(2) -0.026(2) -0.003(2) 0.017(2) C29 0.052(2) 0.0285(17) 0.039(2) -0.0156(16) -0.0051(17) 0.0123(16) C30 0.0294(17) 0.0328(17) 0.044(2) -0.0187(16) -0.0042(15) 0.0060(14) N1 0.0379(16) 0.0257(13) 0.0399(17) -0.0139(13) -0.0035(13) 0.0069(12) N2 0.0366(15) 0.0251(13) 0.0398(17) -0.0144(13) -0.0034(13) 0.0043(11) N3 0.0489(19) 0.0304(15) 0.063(2) -0.0273(16) -0.0063(17) 0.0079(13) N4 0.0439(17) 0.0248(14) 0.0450(18) -0.0151(13) -0.0078(14) 0.0071(12) O1 0.0539(16) 0.0334(13) 0.0458(16) -0.0149(12) -0.0149(13) 0.0107(12) O2 0.071(2) 0.0317(14) 0.073(2) -0.0205(15) -0.0186(17) 0.0004(13) O3 0.0471(15) 0.0371(14) 0.0544(17) -0.0272(13) -0.0025(13) 0.0026(11) O4 0.0639(19) 0.0374(15) 0.0545(18) -0.0186(14) 0.0134(15) -0.0098(13) O1W 0.097(4) 0.182(6) 0.091(4) -0.045(4) -0.019(3) -0.015(4) _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 1.927(3) . ? Zn1 O3 1.955(3) 2_665 ? Zn1 N1 2.042(3) . ? Zn1 N4 2.048(3) 2_755 ? C1 N1 1.319(5) . ? C1 N2 1.357(5) . ? C1 C4 1.469(5) . ? C2 C3 1.351(5) . ? C2 N2 1.372(5) . ? C2 H2 0.9300 . ? C3 N1 1.373(5) . ? C3 H3 0.9300 . ? C4 C9 1.383(5) . ? C4 C5 1.385(6) . ? C5 C6 1.376(7) . ? C5 H5 0.9300 . ? C6 C7 1.378(9) . ? C6 H6 0.9300 . ? C7 C8 1.354(9) . ? C7 H7 0.9300 . ? C8 C9 1.377(7) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 N4 1.329(5) . ? C10 N3 1.357(4) . ? C10 C13 1.470(6) . ? C11 C12 1.353(5) . ? C11 N4 1.373(5) . ? C11 H11 0.9300 . ? C12 N3 1.366(6) . ? C12 H12 0.9300 . ? C13 C14 1.374(6) . ? C13 C18 1.381(6) . ? C14 C15 1.368(7) . ? C14 H14 0.9300 . ? C15 C16 1.368(8) . ? C15 H15 0.9300 . ? C16 C17 1.356(8) . ? C16 H16 0.9300 . ? C17 C18 1.388(7) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 N2 1.474(5) . ? C19 C20 1.506(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.522(6) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.497(6) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 N3 1.469(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C28 1.389(6) . ? C23 C24 1.400(5) . ? C23 C29 1.512(5) . ? C24 C25 1.384(5) . ? C24 C30 1.495(5) . ? C25 C26 1.380(6) . ? C25 H25 0.9300 . ? C26 C27 1.378(7) . ? C26 H26 0.9300 . ? C27 C28 1.374(6) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 O2 1.232(5) . ? C29 O1 1.266(5) . ? C30 O4 1.227(4) . ? C30 O3 1.286(4) . ? N4 Zn1 2.048(3) 2_755 ? O3 Zn1 1.955(3) 2_665 ? O1W H1A 0.99(4) . ? O1W H1B 0.96(4) . ? 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 O3 118.82(12) . 2_665 ? O1 Zn1 N1 101.62(12) . . ? O3 Zn1 N1 115.26(12) 2_665 . ? O1 Zn1 N4 118.96(12) . 2_755 ? O3 Zn1 N4 99.84(12) 2_665 2_755 ? N1 Zn1 N4 101.74(12) . 2_755 ? N1 C1 N2 110.4(3) . . ? N1 C1 C4 125.1(3) . . ? N2 C1 C4 124.4(3) . . ? C3 C2 N2 106.5(3) . . ? C3 C2 H2 126.7 . . ? N2 C2 H2 126.7 . . ? C2 C3 N1 109.4(3) . . ? C2 C3 H3 125.3 . . ? N1 C3 H3 125.3 . . ? C9 C4 C5 119.0(4) . . ? C9 C4 C1 118.6(4) . . ? C5 C4 C1 122.4(4) . . ? C6 C5 C4 120.2(5) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 119.4(5) . . ? C5 C6 H6 120.3 . . ? C7 C6 H6 120.3 . . ? C8 C7 C6 121.2(5) . . ? C8 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? C7 C8 C9 119.5(5) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C8 C9 C4 120.7(5) . . ? C8 C9 H9 119.7 . . ? C4 C9 H9 119.7 . . ? N4 C10 N3 109.7(3) . . ? N4 C10 C13 125.5(3) . . ? N3 C10 C13 124.8(3) . . ? C12 C11 N4 109.7(4) . . ? C12 C11 H11 125.1 . . ? N4 C11 H11 125.1 . . ? C11 C12 N3 106.2(3) . . ? C11 C12 H12 126.9 . . ? N3 C12 H12 126.9 . . ? C14 C13 C18 118.8(4) . . ? C14 C13 C10 121.7(4) . . ? C18 C13 C10 119.6(4) . . ? C15 C14 C13 121.5(5) . . ? C15 C14 H14 119.3 . . ? C13 C14 H14 119.3 . . ? C14 C15 C16 119.0(5) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 120.5 . . ? C17 C16 C15 121.1(5) . . ? C17 C16 H16 119.5 . . ? C15 C16 H16 119.5 . . ? C16 C17 C18 119.8(5) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C13 C18 C17 119.8(5) . . ? C13 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? N2 C19 C20 113.5(3) . . ? N2 C19 H19A 108.9 . . ? C20 C19 H19A 108.9 . . ? N2 C19 H19B 108.9 . . ? C20 C19 H19B 108.9 . . ? H19A C19 H19B 107.7 . . ? C19 C20 C21 116.5(4) . . ? C19 C20 H20A 108.2 . . ? C21 C20 H20A 108.2 . . ? C19 C20 H20B 108.2 . . ? C21 C20 H20B 108.2 . . ? H20A C20 H20B 107.3 . . ? C22 C21 C20 114.5(3) . . ? C22 C21 H21A 108.6 . . ? C20 C21 H21A 108.6 . . ? C22 C21 H21B 108.6 . . ? C20 C21 H21B 108.6 . . ? H21A C21 H21B 107.6 . . ? N3 C22 C21 111.7(3) . . ? N3 C22 H22A 109.3 . . ? C21 C22 H22A 109.3 . . ? N3 C22 H22B 109.3 . . ? C21 C22 H22B 109.3 . . ? H22A C22 H22B 107.9 . . ? C28 C23 C24 119.5(3) . . ? C28 C23 C29 117.5(3) . . ? C24 C23 C29 122.9(3) . . ? C25 C24 C23 118.5(4) . . ? C25 C24 C30 120.3(3) . . ? C23 C24 C30 121.0(3) . . ? C26 C25 C24 121.7(4) . . ? C26 C25 H25 119.2 . . ? C24 C25 H25 119.2 . . ? C27 C26 C25 119.3(4) . . ? C27 C26 H26 120.3 . . ? C25 C26 H26 120.3 . . ? C28 C27 C26 120.2(4) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? C27 C28 C23 120.8(4) . . ? C27 C28 H28 119.6 . . ? C23 C28 H28 119.6 . . ? O2 C29 O1 126.1(3) . . ? O2 C29 C23 119.6(3) . . ? O1 C29 C23 114.1(3) . . ? O4 C30 O3 123.7(4) . . ? O4 C30 C24 119.6(3) . . ? O3 C30 C24 116.7(3) . . ? C1 N1 C3 106.4(3) . . ? C1 N1 Zn1 128.3(3) . . ? C3 N1 Zn1 124.6(2) . . ? C1 N2 C2 107.2(3) . . ? C1 N2 C19 128.6(3) . . ? C2 N2 C19 124.0(3) . . ? C10 N3 C12 108.0(3) . . ? C10 N3 C22 127.0(4) . . ? C12 N3 C22 124.9(3) . . ? C10 N4 C11 106.3(3) . . ? C10 N4 Zn1 128.3(3) . 2_755 ? C11 N4 Zn1 124.6(3) . 2_755 ? C29 O1 Zn1 128.8(2) . . ? C30 O3 Zn1 110.2(2) . 2_665 ? H1A O1W H1B 95(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 N2 C2 C3 N1 -0.3(4) . . . . ? N1 C1 C4 C9 57.0(5) . . . . ? N2 C1 C4 C9 -120.7(4) . . . . ? N1 C1 C4 C5 -125.3(4) . . . . ? N2 C1 C4 C5 57.0(5) . . . . ? C9 C4 C5 C6 -0.6(7) . . . . ? C1 C4 C5 C6 -178.3(4) . . . . ? C4 C5 C6 C7 0.6(8) . . . . ? C5 C6 C7 C8 -1.0(9) . . . . ? C6 C7 C8 C9 1.2(9) . . . . ? C7 C8 C9 C4 -1.1(7) . . . . ? C5 C4 C9 C8 0.8(6) . . . . ? C1 C4 C9 C8 178.6(4) . . . . ? N4 C11 C12 N3 0.0(5) . . . . ? N4 C10 C13 C14 -118.5(4) . . . . ? N3 C10 C13 C14 60.4(5) . . . . ? N4 C10 C13 C18 60.3(5) . . . . ? N3 C10 C13 C18 -120.9(4) . . . . ? C18 C13 C14 C15 0.0(6) . . . . ? C10 C13 C14 C15 178.7(4) . . . . ? C13 C14 C15 C16 -0.6(7) . . . . ? C14 C15 C16 C17 0.9(8) . . . . ? C15 C16 C17 C18 -0.6(9) . . . . ? C14 C13 C18 C17 0.3(6) . . . . ? C10 C13 C18 C17 -178.4(4) . . . . ? C16 C17 C18 C13 0.0(8) . . . . ? N2 C19 C20 C21 64.9(5) . . . . ? C19 C20 C21 C22 -74.4(5) . . . . ? C20 C21 C22 N3 -167.1(4) . . . . ? C28 C23 C24 C25 -1.4(6) . . . . ? C29 C23 C24 C25 176.2(3) . . . . ? C28 C23 C24 C30 173.0(4) . . . . ? C29 C23 C24 C30 -9.4(5) . . . . ? C23 C24 C25 C26 1.5(6) . . . . ? C30 C24 C25 C26 -173.0(4) . . . . ? C24 C25 C26 C27 -0.2(7) . . . . ? C25 C26 C27 C28 -1.2(8) . . . . ? C26 C27 C28 C23 1.3(8) . . . . ? C24 C23 C28 C27 0.0(7) . . . . ? C29 C23 C28 C27 -177.7(4) . . . . ? C28 C23 C29 O2 -71.3(5) . . . . ? C24 C23 C29 O2 111.1(4) . . . . ? C28 C23 C29 O1 104.2(4) . . . . ? C24 C23 C29 O1 -73.4(5) . . . . ? C25 C24 C30 O4 145.1(4) . . . . ? C23 C24 C30 O4 -29.2(5) . . . . ? C25 C24 C30 O3 -31.0(5) . . . . ? C23 C24 C30 O3 154.7(3) . . . . ? N2 C1 N1 C3 1.3(4) . . . . ? C4 C1 N1 C3 -176.8(3) . . . . ? N2 C1 N1 Zn1 -169.5(2) . . . . ? C4 C1 N1 Zn1 12.5(5) . . . . ? C2 C3 N1 C1 -0.6(4) . . . . ? C2 C3 N1 Zn1 170.6(2) . . . . ? O1 Zn1 N1 C1 145.3(3) . . . . ? O3 Zn1 N1 C1 15.4(3) 2_665 . . . ? N4 Zn1 N1 C1 -91.5(3) 2_755 . . . ? O1 Zn1 N1 C3 -23.9(3) . . . . ? O3 Zn1 N1 C3 -153.8(2) 2_665 . . . ? N4 Zn1 N1 C3 99.3(3) 2_755 . . . ? N1 C1 N2 C2 -1.4(4) . . . . ? C4 C1 N2 C2 176.6(3) . . . . ? N1 C1 N2 C19 -175.6(3) . . . . ? C4 C1 N2 C19 2.4(5) . . . . ? C3 C2 N2 C1 1.0(4) . . . . ? C3 C2 N2 C19 175.5(3) . . . . ? C20 C19 N2 C1 61.7(5) . . . . ? C20 C19 N2 C2 -111.5(4) . . . . ? N4 C10 N3 C12 -1.4(4) . . . . ? C13 C10 N3 C12 179.6(4) . . . . ? N4 C10 N3 C22 -177.8(3) . . . . ? C13 C10 N3 C22 3.2(6) . . . . ? C11 C12 N3 C10 0.8(5) . . . . ? C11 C12 N3 C22 177.4(4) . . . . ? C21 C22 N3 C10 101.7(5) . . . . ? C21 C22 N3 C12 -74.2(5) . . . . ? N3 C10 N4 C11 1.4(4) . . . . ? C13 C10 N4 C11 -179.7(4) . . . . ? N3 C10 N4 Zn1 -168.9(2) . . . 2_755 ? C13 C10 N4 Zn1 10.1(6) . . . 2_755 ? C12 C11 N4 C10 -0.9(5) . . . . ? C12 C11 N4 Zn1 169.9(3) . . . 2_755 ? O2 C29 O1 Zn1 -9.6(6) . . . . ? C23 C29 O1 Zn1 175.3(2) . . . . ? O3 Zn1 O1 C29 -77.2(3) 2_665 . . . ? N1 Zn1 O1 C29 155.2(3) . . . . ? N4 Zn1 O1 C29 44.6(4) 2_755 . . . ? O4 C30 O3 Zn1 -2.8(4) . . . 2_665 ? C24 C30 O3 Zn1 173.1(2) . . . 2_665 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1A O2 0.99(4) 1.89(5) 2.840(6) 160(8) .? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.585 _refine_diff_density_min -1.341 _refine_diff_density_rms 0.084 data_2 _database_code_depnum_ccdc_archive 'CCDC 642526' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H26 N4 O4 Zn, H2 O' _chemical_formula_sum 'C30 H28 N4 O5 Zn' _chemical_formula_weight 589.93 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 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 10.2794(8) _cell_length_b 18.8728(14) _cell_length_c 15.7393(12) _cell_angle_alpha 90.00 _cell_angle_beta 98.595(2) _cell_angle_gamma 90.00 _cell_volume 3019.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2662 _cell_measurement_theta_min 1.7 _cell_measurement_theta_max 28.5 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.298 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 0.856 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.81 _exptl_absorpt_correction_T_max 0.86 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 18701 _diffrn_reflns_av_R_equivalents 0.0863 _diffrn_reflns_av_sigmaI/netI 0.1340 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 28.52 _reflns_number_total 7332 _reflns_number_gt 3062 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0704P)^2^] 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 7332 _refine_ls_number_parameters 392 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.1974 _refine_ls_R_factor_gt 0.0640 _refine_ls_wR_factor_ref 0.1865 _refine_ls_wR_factor_gt 0.1364 _refine_ls_goodness_of_fit_ref 0.932 _refine_ls_restrained_S_all 0.932 _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 0.73809(6) 0.05707(2) 0.74980(4) 0.0611(2) Uani 1 1 d . . . C1 C 0.7847(5) 0.2206(2) 0.9345(3) 0.0609(13) Uani 1 1 d . . . C2 C 0.7196(5) 0.2624(2) 0.9894(3) 0.0675(14) Uani 1 1 d . . . H2 H 0.6307 0.2550 0.9918 0.081 Uiso 1 1 calc R . . C3 C 0.7875(6) 0.3141(2) 1.0395(3) 0.0646(14) Uani 1 1 d . . . C4 C 0.9172(7) 0.3252(3) 1.0352(3) 0.0796(16) Uani 1 1 d . . . H4 H 0.9624 0.3606 1.0686 0.096 Uiso 1 1 calc R . . C5 C 0.9834(6) 0.2846(3) 0.9815(4) 0.0853(17) Uani 1 1 d . . . H5 H 1.0717 0.2930 0.9782 0.102 Uiso 1 1 calc R . . C6 C 0.9164(6) 0.2320(3) 0.9336(3) 0.0759(15) Uani 1 1 d . . . H6 H 0.9611 0.2032 0.8997 0.091 Uiso 1 1 calc R . . C7 C 0.7101(7) 0.1662(3) 0.8766(4) 0.0739(15) Uani 1 1 d . . . C8 C 0.7200(8) 0.3543(3) 1.1048(4) 0.0831(17) Uani 1 1 d . . . C9 C 0.5415(5) -0.0544(2) 0.7700(3) 0.0657(13) Uani 1 1 d . . . C10 C 0.4193(6) -0.0625(3) 0.6441(4) 0.0827(16) Uani 1 1 d . . . H10 H 0.3582 -0.0777 0.5982 0.099 Uiso 1 1 calc R . . C11 C 0.5001(5) -0.0050(3) 0.6448(4) 0.0729(14) Uani 1 1 d . . . H11 H 0.5035 0.0259 0.5992 0.087 Uiso 1 1 calc R . . C12 C 0.5990(5) -0.0694(3) 0.8586(4) 0.0687(14) Uani 1 1 d . . . C13 C 0.6130(6) -0.0149(3) 0.9172(4) 0.0870(17) Uani 1 1 d . . . H13 H 0.5804 0.0299 0.9013 0.104 Uiso 1 1 calc R . . C14 C 0.6761(8) -0.0269(6) 1.0005(6) 0.129(3) Uani 1 1 d . . . H14 H 0.6874 0.0102 1.0398 0.155 Uiso 1 1 calc R . . C15 C 0.7223(9) -0.0940(8) 1.0253(7) 0.156(4) Uani 1 1 d . . . H15 H 0.7638 -0.1019 1.0811 0.187 Uiso 1 1 calc R . . C16 C 0.7065(8) -0.1489(5) 0.9668(7) 0.124(3) Uani 1 1 d . . . H16 H 0.7362 -0.1941 0.9833 0.149 Uiso 1 1 calc R . . C17 C 0.6474(6) -0.1369(3) 0.8850(5) 0.0928(18) Uani 1 1 d . . . H17 H 0.6387 -0.1740 0.8457 0.111 Uiso 1 1 calc R . . C18 C -0.1108(5) -0.0802(2) 0.7529(3) 0.0595(12) Uani 1 1 d . . . C19 C 0.0095(5) -0.0860(3) 0.8787(4) 0.0827(16) Uani 1 1 d . . . H19 H 0.0650 -0.1022 0.9269 0.099 Uiso 1 1 calc R A . C20 C -0.0472(5) -0.0207(3) 0.8681(3) 0.0759(15) Uani 1 1 d . . . H20 H -0.0361 0.0159 0.9082 0.091 Uiso 1 1 calc R . . C27 C 0.3724(5) -0.1540(2) 0.7507(4) 0.0847(17) Uani 1 1 d . . . H27A H 0.4085 -0.1651 0.8097 0.102 Uiso 1 1 calc R . . H27B H 0.3858 -0.1948 0.7157 0.102 Uiso 1 1 calc R . . C28 C 0.2290(5) -0.1406(2) 0.7453(4) 0.0779(16) Uani 1 1 d . . . H28A H 0.1900 -0.1381 0.6853 0.093 Uiso 1 1 calc R . . H28B H 0.2158 -0.0951 0.7713 0.093 Uiso 1 1 calc R . . C29 C 0.1594(5) -0.1974(2) 0.7896(4) 0.0789(16) Uani 1 1 d . A . H29A H 0.1804 -0.2428 0.7660 0.095 Uiso 1 1 calc R . . H29B H 0.1974 -0.1974 0.8498 0.095 Uiso 1 1 calc R . . C30 C 0.0174(6) -0.1938(2) 0.7852(4) 0.0892(18) Uani 1 1 d . . . H30A H -0.0097 -0.2278 0.8253 0.107 Uiso 1 1 calc R A . H30B H -0.0233 -0.2074 0.7279 0.107 Uiso 1 1 calc R . . N1 N 0.5747(4) -0.00056(19) 0.7236(3) 0.0636(10) Uani 1 1 d . . . N2 N 0.4445(4) -0.0930(2) 0.7219(3) 0.0707(11) Uani 1 1 d . . . N3 N -0.0310(4) -0.1227(2) 0.8050(3) 0.0688(11) Uani 1 1 d . A . N4 N -0.1229(4) -0.01739(18) 0.7890(3) 0.0598(10) Uani 1 1 d . . . O1 O 0.7802(4) 0.12480(17) 0.8398(2) 0.0870(12) Uani 1 1 d . . . O2 O 0.5897(5) 0.1641(2) 0.8693(3) 0.1020(13) Uani 1 1 d . . . O3 O 0.7921(5) 0.39882(18) 1.1499(2) 0.0965(13) Uani 1 1 d . . . O4 O 0.6055(5) 0.3398(2) 1.1133(3) 0.1147(16) Uani 1 1 d . . . C21 C -0.1841(14) -0.1038(6) 0.6713(7) 0.068(3) Uani 0.76(2) 1 d P A 1 C22 C -0.2624(10) -0.1659(6) 0.6659(9) 0.083(3) Uani 0.76(2) 1 d P A 1 H22 H -0.2658 -0.1946 0.7135 0.099 Uiso 0.76(2) 1 calc PR A 1 C23 C -0.3344(10) -0.1819(8) 0.5852(11) 0.115(5) Uani 0.76(2) 1 d P A 1 H23 H -0.3917 -0.2203 0.5780 0.138 Uiso 0.76(2) 1 calc PR A 1 C24 C -0.316(2) -0.1346(11) 0.5103(12) 0.141(12) Uani 0.76(2) 1 d P A 1 H24 H -0.3589 -0.1459 0.4558 0.169 Uiso 0.76(2) 1 calc PR A 1 C25 C -0.2435(18) -0.0804(10) 0.5193(8) 0.149(10) Uani 0.76(2) 1 d P A 1 H25 H -0.2385 -0.0518 0.4718 0.179 Uiso 0.76(2) 1 calc PR A 1 C26 C -0.1704(13) -0.0618(6) 0.5988(6) 0.081(4) Uani 0.76(2) 1 d P A 1 H26 H -0.1143 -0.0229 0.6035 0.097 Uiso 0.76(2) 1 calc PR A 1 C21' C -0.153(4) -0.090(2) 0.655(3) 0.053(10) Uiso 0.24(2) 1 d P A 2 C22' C -0.260(3) -0.1453(18) 0.627(2) 0.070(10) Uiso 0.24(2) 1 d P A 2 H22' H -0.2888 -0.1732 0.6692 0.083 Uiso 0.24(2) 1 calc PR A 2 C23' C -0.319(4) -0.156(2) 0.539(3) 0.056(10) Uiso 0.24(2) 1 d P A 2 H23' H -0.3823 -0.1901 0.5202 0.068 Uiso 0.24(2) 1 calc PR A 2 C24' C -0.254(4) -0.100(2) 0.479(3) 0.106(15) Uiso 0.24(2) 1 d PD A 2 H24' H -0.2899 -0.0987 0.4208 0.128 Uiso 0.24(2) 1 calc PR A 2 C25' C -0.150(5) -0.052(2) 0.505(2) 0.107(3) Uiso 0.24(2) 1 d PD A 2 H25' H -0.1144 -0.0252 0.4643 0.128 Uiso 0.24(2) 1 calc PR A 2 C26' C -0.099(4) -0.044(2) 0.595(2) 0.100(17) Uiso 0.24(2) 1 d PD A 2 H26' H -0.0344 -0.0102 0.6139 0.120 Uiso 0.24(2) 1 calc PR A 2 O1W O 0.4063(6) 0.1865(4) 0.7224(4) 0.166(2) Uani 1 1 d D . . H1A H 0.473(8) 0.183(6) 0.689(5) 0.249 Uiso 1 1 d D . . H1B H 0.448(9) 0.194(6) 0.775(3) 0.249 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0796(4) 0.0422(3) 0.0605(4) -0.0012(3) 0.0073(3) -0.0013(3) C1 0.078(4) 0.041(2) 0.062(3) -0.005(2) 0.007(3) 0.000(3) C2 0.083(4) 0.053(3) 0.063(3) 0.006(3) -0.002(3) 0.010(3) C3 0.094(4) 0.038(2) 0.060(3) -0.003(2) 0.003(3) 0.009(3) C4 0.114(5) 0.051(3) 0.073(4) -0.006(3) 0.008(4) -0.008(3) C5 0.090(4) 0.073(4) 0.092(4) -0.002(3) 0.011(4) -0.011(3) C6 0.096(4) 0.053(3) 0.080(4) -0.004(3) 0.017(3) -0.001(3) C7 0.083(4) 0.058(3) 0.079(4) 0.003(3) 0.006(4) -0.005(3) C8 0.123(6) 0.056(3) 0.067(4) -0.002(3) 0.003(4) 0.011(4) C9 0.074(3) 0.053(3) 0.068(4) -0.001(3) 0.004(3) 0.007(3) C10 0.081(4) 0.075(4) 0.083(4) -0.014(3) -0.017(3) 0.001(3) C11 0.076(4) 0.066(3) 0.071(4) 0.004(3) -0.006(3) -0.002(3) C12 0.074(3) 0.067(3) 0.066(4) 0.016(3) 0.014(3) -0.005(3) C13 0.089(4) 0.095(4) 0.077(5) 0.001(4) 0.013(4) -0.009(4) C14 0.119(6) 0.192(9) 0.080(6) -0.014(6) 0.025(5) -0.025(6) C15 0.121(7) 0.249(13) 0.101(7) 0.074(9) 0.023(6) 0.001(9) C16 0.111(6) 0.136(7) 0.124(8) 0.071(6) 0.013(6) 0.000(5) C17 0.088(4) 0.094(4) 0.097(5) 0.033(4) 0.016(4) 0.008(4) C18 0.063(3) 0.057(3) 0.057(3) 0.006(3) 0.006(3) 0.002(3) C19 0.080(4) 0.097(4) 0.068(4) 0.026(4) 0.004(3) 0.015(4) C20 0.081(4) 0.084(4) 0.061(4) -0.015(3) 0.004(3) -0.001(3) C27 0.073(4) 0.053(3) 0.128(5) 0.001(3) 0.014(4) -0.008(3) C28 0.082(4) 0.057(3) 0.096(4) 0.013(3) 0.019(3) 0.002(3) C29 0.088(4) 0.052(3) 0.096(4) 0.006(3) 0.010(4) 0.004(3) C30 0.088(4) 0.053(3) 0.127(5) 0.020(3) 0.020(4) 0.015(3) N1 0.072(3) 0.049(2) 0.069(3) 0.005(2) 0.006(2) 0.001(2) N2 0.072(3) 0.053(2) 0.084(3) 0.002(2) -0.001(3) 0.001(2) N3 0.073(3) 0.062(3) 0.071(3) 0.008(2) 0.009(3) 0.004(2) N4 0.074(3) 0.052(2) 0.051(2) -0.0075(19) 0.003(2) -0.002(2) O1 0.106(3) 0.066(2) 0.092(3) -0.030(2) 0.024(2) 0.004(2) O2 0.094(3) 0.088(3) 0.119(4) -0.034(2) -0.002(3) -0.002(3) O3 0.151(4) 0.064(2) 0.077(3) -0.021(2) 0.027(3) -0.015(2) O4 0.112(3) 0.116(3) 0.116(4) -0.044(3) 0.017(3) 0.021(3) C21 0.076(8) 0.059(7) 0.072(7) -0.005(5) 0.025(6) 0.013(5) C22 0.087(6) 0.076(6) 0.085(8) -0.027(6) 0.013(6) 0.008(5) C23 0.079(6) 0.127(10) 0.132(12) -0.083(9) -0.005(8) -0.003(7) C24 0.163(18) 0.17(2) 0.079(12) -0.044(14) -0.018(12) 0.101(17) C25 0.160(2) 0.152(15) 0.078(8) -0.051(9) -0.041(10) 0.124(16) C26 0.104(9) 0.072(6) 0.064(6) -0.010(5) 0.005(5) 0.037(6) O1W 0.155(5) 0.180(5) 0.154(5) -0.017(5) -0.006(4) 0.020(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 O1 1.909(3) . ? Zn1 O3 1.933(3) 4_565 ? Zn1 N1 1.992(4) . ? Zn1 N4 2.033(4) 1_655 ? C1 C6 1.373(7) . ? C1 C2 1.410(6) . ? C1 C7 1.506(7) . ? C2 C3 1.378(6) . ? C2 H2 0.9300 . ? C3 C4 1.361(7) . ? C3 C8 1.525(7) . ? C4 C5 1.392(7) . ? C4 H4 0.9300 . ? C5 C6 1.368(7) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O2 1.227(6) . ? C7 O1 1.261(6) . ? C8 O4 1.235(7) . ? C8 O3 1.265(7) . ? C9 N1 1.325(6) . ? C9 N2 1.368(6) . ? C9 C12 1.459(7) . ? C10 N2 1.342(7) . ? C10 C11 1.365(7) . ? C10 H10 0.9300 . ? C11 N1 1.360(6) . ? C11 H11 0.9300 . ? C12 C13 1.376(7) . ? C12 C17 1.407(7) . ? C13 C14 1.391(9) . ? C13 H13 0.9300 . ? C14 C15 1.387(12) . ? C14 H14 0.9300 . ? C15 C16 1.380(12) . ? C15 H15 0.9300 . ? C16 C17 1.357(10) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 N4 1.329(5) . ? C18 N3 1.338(6) . ? C18 C21 1.457(13) . ? C18 C21' 1.55(4) . ? C19 C20 1.363(7) . ? C19 N3 1.363(6) . ? C19 H19 0.9300 . ? C20 N4 1.367(6) . ? C20 H20 0.9300 . ? C27 N2 1.476(6) . ? C27 C28 1.486(7) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.515(6) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.453(7) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 N3 1.481(6) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? N4 Zn1 2.033(4) 1_455 ? O3 Zn1 1.933(3) 4_566 ? C21 C22 1.416(16) . ? C21 C26 1.415(15) . ? C22 C23 1.405(15) . ? C22 H22 0.9300 . ? C23 C24 1.51(2) . ? C23 H23 0.9300 . ? C24 C25 1.26(2) . ? C24 H24 0.9300 . ? C25 C26 1.404(16) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C21' C26' 1.46(5) . ? C21' C22' 1.53(6) . ? C22' C23' 1.44(6) . ? C22' H22' 0.9300 . ? C23' C24' 1.64(5) . ? C23' H23' 0.9300 . ? C24' C25' 1.42(2) . ? C24' H24' 0.9300 . ? C25' C26' 1.441(19) . ? C25' H25' 0.9300 . ? C26' H26' 0.9300 . ? O1W H1A 0.93(4) . ? O1W H1B 0.89(4) . ? 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 O3 104.75(16) . 4_565 ? O1 Zn1 N1 127.58(16) . . ? O3 Zn1 N1 113.76(18) 4_565 . ? O1 Zn1 N4 99.57(16) . 1_655 ? O3 Zn1 N4 105.68(16) 4_565 1_655 ? N1 Zn1 N4 102.59(15) . 1_655 ? C6 C1 C2 118.6(5) . . ? C6 C1 C7 120.9(5) . . ? C2 C1 C7 120.5(5) . . ? C3 C2 C1 120.0(5) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C4 C3 C2 119.8(5) . . ? C4 C3 C8 120.4(5) . . ? C2 C3 C8 119.7(6) . . ? C3 C4 C5 121.2(5) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C6 C5 C4 118.8(6) . . ? C6 C5 H5 120.6 . . ? C4 C5 H5 120.6 . . ? C5 C6 C1 121.6(5) . . ? C5 C6 H6 119.2 . . ? C1 C6 H6 119.2 . . ? O2 C7 O1 125.1(5) . . ? O2 C7 C1 119.6(5) . . ? O1 C7 C1 115.3(5) . . ? O4 C8 O3 125.1(6) . . ? O4 C8 C3 120.0(6) . . ? O3 C8 C3 114.9(6) . . ? N1 C9 N2 109.2(5) . . ? N1 C9 C12 125.1(5) . . ? N2 C9 C12 125.7(5) . . ? N2 C10 C11 107.4(5) . . ? N2 C10 H10 126.3 . . ? C11 C10 H10 126.3 . . ? N1 C11 C10 108.4(5) . . ? N1 C11 H11 125.8 . . ? C10 C11 H11 125.8 . . ? C13 C12 C17 118.8(6) . . ? C13 C12 C9 118.9(5) . . ? C17 C12 C9 122.2(5) . . ? C12 C13 C14 119.8(7) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C15 C14 C13 120.4(9) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C16 C15 C14 119.8(10) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C17 C16 C15 119.9(9) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C16 C17 C12 121.3(7) . . ? C16 C17 H17 119.3 . . ? C12 C17 H17 119.3 . . ? N4 C18 N3 111.2(5) . . ? N4 C18 C21 125.5(6) . . ? N3 C18 C21 123.1(6) . . ? N4 C18 C21' 120.4(16) . . ? N3 C18 C21' 126.2(16) . . ? C20 C19 N3 106.6(5) . . ? C20 C19 H19 126.7 . . ? N3 C19 H19 126.7 . . ? C19 C20 N4 109.1(5) . . ? C19 C20 H20 125.4 . . ? N4 C20 H20 125.4 . . ? N2 C27 C28 112.9(4) . . ? N2 C27 H27A 109.0 . . ? C28 C27 H27A 109.0 . . ? N2 C27 H27B 109.0 . . ? C28 C27 H27B 109.0 . . ? H27A C27 H27B 107.8 . . ? C27 C28 C29 112.7(4) . . ? C27 C28 H28A 109.1 . . ? C29 C28 H28A 109.1 . . ? C27 C28 H28B 109.1 . . ? C29 C28 H28B 109.1 . . ? H28A C28 H28B 107.8 . . ? C30 C29 C28 119.0(5) . . ? C30 C29 H29A 107.6 . . ? C28 C29 H29A 107.6 . . ? C30 C29 H29B 107.6 . . ? C28 C29 H29B 107.6 . . ? H29A C29 H29B 107.0 . . ? C29 C30 N3 113.5(4) . . ? C29 C30 H30A 108.9 . . ? N3 C30 H30A 108.9 . . ? C29 C30 H30B 108.9 . . ? N3 C30 H30B 108.9 . . ? H30A C30 H30B 107.7 . . ? C9 N1 C11 107.4(4) . . ? C9 N1 Zn1 125.7(4) . . ? C11 N1 Zn1 124.4(3) . . ? C10 N2 C9 107.6(4) . . ? C10 N2 C27 125.3(5) . . ? C9 N2 C27 127.0(5) . . ? C18 N3 C19 107.3(4) . . ? C18 N3 C30 127.5(5) . . ? C19 N3 C30 124.9(5) . . ? C18 N4 C20 105.8(4) . . ? C18 N4 Zn1 126.4(3) . 1_455 ? C20 N4 Zn1 125.9(3) . 1_455 ? C7 O1 Zn1 132.4(4) . . ? C8 O3 Zn1 121.8(4) . 4_566 ? C22 C21 C26 122.6(11) . . ? C22 C21 C18 121.3(9) . . ? C26 C21 C18 116.0(10) . . ? C23 C22 C21 116.8(11) . . ? C23 C22 H22 121.6 . . ? C21 C22 H22 121.6 . . ? C22 C23 C24 117.7(11) . . ? C22 C23 H23 121.1 . . ? C24 C23 H23 121.1 . . ? C25 C24 C23 122.2(16) . . ? C25 C24 H24 118.9 . . ? C23 C24 H24 118.9 . . ? C24 C25 C26 122.1(19) . . ? C24 C25 H25 119.0 . . ? C26 C25 H25 119.0 . . ? C25 C26 C21 118.3(13) . . ? C25 C26 H26 120.8 . . ? C21 C26 H26 120.8 . . ? C26' C21' C22' 123(4) . . ? C26' C21' C18 119(3) . . ? C22' C21' C18 117(3) . . ? C23' C22' C21' 124(3) . . ? C23' C22' H22' 118.0 . . ? C21' C22' H22' 118.0 . . ? C22' C23' C24' 108(3) . . ? C22' C23' H23' 125.8 . . ? C24' C23' H23' 125.8 . . ? C23' C24' C25' 127(4) . . ? C23' C24' H24' 116.5 . . ? C25' C24' H24' 116.5 . . ? C26' C25' C24' 120(4) . . ? C26' C25' H25' 119.9 . . ? C24' C25' H25' 119.9 . . ? C25' C26' C21' 117(4) . . ? C25' C26' H26' 121.5 . . ? C21' C26' H26' 121.5 . . ? H1A O1W H1B 105(4) . . ? 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 C6 C1 C2 C3 1.2(7) . . . . ? C7 C1 C2 C3 -177.2(4) . . . . ? C1 C2 C3 C4 0.6(7) . . . . ? C1 C2 C3 C8 -174.3(4) . . . . ? C2 C3 C4 C5 -0.7(8) . . . . ? C8 C3 C4 C5 174.2(5) . . . . ? C3 C4 C5 C6 -1.0(8) . . . . ? C4 C5 C6 C1 2.9(8) . . . . ? C2 C1 C6 C5 -3.0(7) . . . . ? C7 C1 C6 C5 175.4(5) . . . . ? C6 C1 C7 O2 -169.4(5) . . . . ? C2 C1 C7 O2 8.9(8) . . . . ? C6 C1 C7 O1 11.8(7) . . . . ? C2 C1 C7 O1 -169.9(4) . . . . ? C4 C3 C8 O4 -174.0(6) . . . . ? C2 C3 C8 O4 0.9(8) . . . . ? C4 C3 C8 O3 2.5(7) . . . . ? C2 C3 C8 O3 177.4(5) . . . . ? N2 C10 C11 N1 0.0(6) . . . . ? N1 C9 C12 C13 46.7(7) . . . . ? N2 C9 C12 C13 -132.6(5) . . . . ? N1 C9 C12 C17 -129.6(5) . . . . ? N2 C9 C12 C17 51.0(7) . . . . ? C17 C12 C13 C14 1.1(8) . . . . ? C9 C12 C13 C14 -175.4(5) . . . . ? C12 C13 C14 C15 -1.5(10) . . . . ? C13 C14 C15 C16 0.5(12) . . . . ? C14 C15 C16 C17 0.9(13) . . . . ? C15 C16 C17 C12 -1.3(11) . . . . ? C13 C12 C17 C16 0.3(8) . . . . ? C9 C12 C17 C16 176.7(6) . . . . ? N3 C19 C20 N4 0.6(6) . . . . ? N2 C27 C28 C29 -169.6(4) . . . . ? C27 C28 C29 C30 -176.3(6) . . . . ? C28 C29 C30 N3 -47.6(8) . . . . ? N2 C9 N1 C11 -0.9(5) . . . . ? C12 C9 N1 C11 179.7(5) . . . . ? N2 C9 N1 Zn1 -163.5(3) . . . . ? C12 C9 N1 Zn1 17.0(7) . . . . ? C10 C11 N1 C9 0.5(5) . . . . ? C10 C11 N1 Zn1 163.5(3) . . . . ? O1 Zn1 N1 C9 -71.7(4) . . . . ? O3 Zn1 N1 C9 154.7(4) 4_565 . . . ? N4 Zn1 N1 C9 41.1(4) 1_655 . . . ? O1 Zn1 N1 C11 128.6(4) . . . . ? O3 Zn1 N1 C11 -5.0(4) 4_565 . . . ? N4 Zn1 N1 C11 -118.7(4) 1_655 . . . ? C11 C10 N2 C9 -0.5(6) . . . . ? C11 C10 N2 C27 175.5(4) . . . . ? N1 C9 N2 C10 0.9(5) . . . . ? C12 C9 N2 C10 -179.7(5) . . . . ? N1 C9 N2 C27 -175.1(4) . . . . ? C12 C9 N2 C27 4.4(8) . . . . ? C28 C27 N2 C10 -57.5(7) . . . . ? C28 C27 N2 C9 117.8(6) . . . . ? N4 C18 N3 C19 0.6(5) . . . . ? C21 C18 N3 C19 -173.5(8) . . . . ? C21' C18 N3 C19 163.5(17) . . . . ? N4 C18 N3 C30 -173.6(4) . . . . ? C21 C18 N3 C30 12.3(10) . . . . ? C21' C18 N3 C30 -10.6(18) . . . . ? C20 C19 N3 C18 -0.7(6) . . . . ? C20 C19 N3 C30 173.7(4) . . . . ? C29 C30 N3 C18 117.3(6) . . . . ? C29 C30 N3 C19 -55.9(7) . . . . ? N3 C18 N4 C20 -0.2(5) . . . . ? C21 C18 N4 C20 173.7(8) . . . . ? C21' C18 N4 C20 -164.3(15) . . . . ? N3 C18 N4 Zn1 -165.1(3) . . . 1_455 ? C21 C18 N4 Zn1 8.8(9) . . . 1_455 ? C21' C18 N4 Zn1 30.8(16) . . . 1_455 ? C19 C20 N4 C18 -0.2(5) . . . . ? C19 C20 N4 Zn1 164.7(3) . . . 1_455 ? O2 C7 O1 Zn1 11.5(9) . . . . ? C1 C7 O1 Zn1 -169.7(3) . . . . ? O3 Zn1 O1 C7 105.3(5) 4_565 . . . ? N1 Zn1 O1 C7 -31.5(5) . . . . ? N4 Zn1 O1 C7 -145.6(5) 1_655 . . . ? O4 C8 O3 Zn1 7.8(8) . . . 4_566 ? C3 C8 O3 Zn1 -168.6(3) . . . 4_566 ? N4 C18 C21 C22 -122.5(8) . . . . ? N3 C18 C21 C22 50.8(12) . . . . ? C21' C18 C21 C22 157(6) . . . . ? N4 C18 C21 C26 58.6(11) . . . . ? N3 C18 C21 C26 -128.2(7) . . . . ? C21' C18 C21 C26 -22(5) . . . . ? C26 C21 C22 C23 -4.3(13) . . . . ? C18 C21 C22 C23 176.8(8) . . . . ? C21 C22 C23 C24 3.9(12) . . . . ? C22 C23 C24 C25 -3.5(17) . . . . ? C23 C24 C25 C26 3(2) . . . . ? C24 C25 C26 C21 -3.2(17) . . . . ? C22 C21 C26 C25 3.8(13) . . . . ? C18 C21 C26 C25 -177.2(8) . . . . ? N4 C18 C21' C26' 54(4) . . . . ? N3 C18 C21' C26' -107(3) . . . . ? C21 C18 C21' C26' 165(9) . . . . ? N4 C18 C21' C22' -121(3) . . . . ? N3 C18 C21' C22' 78(3) . . . . ? C21 C18 C21' C22' -9(3) . . . . ? C26' C21' C22' C23' 0(6) . . . . ? C18 C21' C22' C23' 174(3) . . . . ? C21' C22' C23' C24' -2(5) . . . . ? C22' C23' C24' C25' 5(6) . . . . ? C23' C24' C25' C26' -7(7) . . . . ? C24' C25' C26' C21' 4(6) . . . . ? C22' C21' C26' C25' -1(6) . . . . ? C18 C21' C26' C25' -175(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1A O4 0.93(4) 1.98(4) 2.905(8) 171(10) 4_565 O1W H1B O2 0.89(4) 1.99(7) 2.788(8) 148(10) . _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.659 _refine_diff_density_min -0.378 _refine_diff_density_rms 0.063 data_3 _database_code_depnum_ccdc_archive 'CCDC 642527' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H26 Cd N4 O4' _chemical_formula_sum 'C30 H26 Cd N4 O4' _chemical_formula_weight 618.95 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P212121 _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.3356(3) _cell_length_b 15.3573(3) _cell_length_c 17.2719(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2741.52(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4111 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 28.3 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 0.839 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.81 _exptl_absorpt_correction_T_max 0.87 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 17182 _diffrn_reflns_av_R_equivalents 0.0443 _diffrn_reflns_av_sigmaI/netI 0.0615 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 28.28 _reflns_number_total 6600 _reflns_number_gt 4086 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0507P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0023(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(3) _refine_ls_number_reflns 6600 _refine_ls_number_parameters 353 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0826 _refine_ls_R_factor_gt 0.0428 _refine_ls_wR_factor_ref 0.1076 _refine_ls_wR_factor_gt 0.0914 _refine_ls_goodness_of_fit_ref 0.933 _refine_ls_restrained_S_all 0.939 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean <0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.69187(3) 0.93430(2) 0.20665(2) 0.06195(14) Uani 1 1 d . . . C1 C 0.4543(5) 0.8659(3) 0.3145(4) 0.0685(15) Uani 1 1 d . . . C2 C 0.5229(7) 0.7614(4) 0.2408(5) 0.113(3) Uani 1 1 d . . . H2 H 0.5680 0.7311 0.2028 0.135 Uiso 1 1 calc R . . C3 C 0.4328(6) 0.7259(4) 0.2904(5) 0.111(3) Uani 1 1 d . . . H3 H 0.4059 0.6681 0.2919 0.133 Uiso 1 1 calc R . . C4 C 0.4298(4) 0.9505(3) 0.3517(3) 0.0548(12) Uani 1 1 d D . . C5 C 0.4864(7) 0.9733(4) 0.4179(4) 0.096(2) Uani 1 1 d . . . H5 H 0.5465 0.9358 0.4401 0.116 Uiso 1 1 calc R . . C6 C 0.4594(8) 1.0489(5) 0.4535(4) 0.106(2) Uani 1 1 d . . . H6 H 0.5044 1.0644 0.4980 0.127 Uiso 1 1 calc R . . C7 C 0.3663(7) 1.1032(4) 0.4248(5) 0.096(2) Uani 1 1 d . . . H7 H 0.3436 1.1538 0.4511 0.115 Uiso 1 1 calc R . . C8 C 0.3079(8) 1.0819(4) 0.3575(5) 0.108(2) Uani 1 1 d . . . H8 H 0.2453 1.1187 0.3369 0.130 Uiso 1 1 calc R . . C9 C 0.3397(6) 1.0068(4) 0.3192(4) 0.095(2) Uani 1 1 d D . . H9 H 0.3014 0.9937 0.2719 0.114 Uiso 1 1 calc R . . C10 C 0.5109(5) 1.0289(4) 0.0656(4) 0.0719(15) Uani 1 1 d . . . C11 C 0.7187(5) 1.0447(3) 0.0559(4) 0.0736(15) Uani 1 1 d . . . H11 H 0.8065 1.0425 0.0673 0.088 Uiso 1 1 calc R . . C12 C 0.6676(6) 1.0796(3) -0.0088(4) 0.0785(16) Uani 1 1 d . . . H12 H 0.7123 1.1052 -0.0496 0.094 Uiso 1 1 calc R . . C13 C 0.3798(5) 1.0032(4) 0.0937(4) 0.0748(17) Uani 1 1 d . . . C14 C 0.3494(6) 0.9169(5) 0.1107(4) 0.090(2) Uani 1 1 d . . . H14 H 0.4117 0.8742 0.1029 0.108 Uiso 1 1 calc R . . C15 C 0.2313(6) 0.8933(6) 0.1385(4) 0.106(3) Uani 1 1 d . . . H15 H 0.2121 0.8352 0.1480 0.127 Uiso 1 1 calc R . . C16 C 0.1410(7) 0.9573(7) 0.1520(4) 0.114(3) Uani 1 1 d . . . H16 H 0.0605 0.9421 0.1720 0.137 Uiso 1 1 calc R . . C17 C 0.1675(7) 1.0420(7) 0.1368(4) 0.110(3) Uani 1 1 d . . . H17 H 0.1048 1.0843 0.1459 0.132 Uiso 1 1 calc R . . C18 C 0.2878(6) 1.0663(6) 0.1076(4) 0.101(2) Uani 1 1 d . . . H18 H 0.3058 1.1245 0.0975 0.121 Uiso 1 1 calc R . . C19 C 0.2933(7) 0.7876(4) 0.3978(4) 0.0903(19) Uani 1 1 d . . . H19A H 0.3005 0.8378 0.4316 0.108 Uiso 1 1 calc R . . H19B H 0.3075 0.7357 0.4286 0.108 Uiso 1 1 calc R . . C20 C 0.1625(6) 0.7849(5) 0.3635(5) 0.110(3) Uani 1 1 d . . . H20A H 0.1456 0.7272 0.3431 0.132 Uiso 1 1 calc R . . H20B H 0.1569 0.8262 0.3212 0.132 Uiso 1 1 calc R . . C21 C 0.0620(7) 0.8073(5) 0.4254(5) 0.114(3) Uani 1 1 d . . . H21A H 0.0849 0.7794 0.4738 0.137 Uiso 1 1 calc R . . H21B H -0.0223 0.7859 0.4096 0.137 Uiso 1 1 calc R . . C22 C 0.0561(7) 0.9073(4) 0.4369(4) 0.096(2) Uani 1 1 d . . . H22A H 0.1411 0.9288 0.4511 0.116 Uiso 1 1 calc R . . H22B H 0.0310 0.9350 0.3887 0.116 Uiso 1 1 calc R . . C23 C 0.9570(4) 0.7396(3) 0.1388(3) 0.0473(10) Uani 1 1 d . . . C24 C 1.0186(4) 0.6819(3) 0.1891(3) 0.0521(11) Uani 1 1 d . . . H24 H 0.9964 0.6814 0.2413 0.062 Uiso 1 1 calc R . . C25 C 1.1126(4) 0.6253(3) 0.1619(3) 0.0518(11) Uani 1 1 d . . . C26 C 1.1467(5) 0.6281(3) 0.0859(3) 0.0585(12) Uani 1 1 d . . . H26 H 1.2131 0.5923 0.0684 0.070 Uiso 1 1 calc R . . C27 C 1.0856(5) 0.6824(3) 0.0341(3) 0.0678(14) Uani 1 1 d . . . H27 H 1.1079 0.6817 -0.0181 0.081 Uiso 1 1 calc R . . C28 C 0.9899(5) 0.7386(3) 0.0612(3) 0.0598(13) Uani 1 1 d . . . H28 H 0.9478 0.7757 0.0269 0.072 Uiso 1 1 calc R . . C29 C 0.8613(5) 0.8036(3) 0.1688(3) 0.0560(12) Uani 1 1 d . . . C30 C 1.1762(4) 0.5613(3) 0.2163(3) 0.0593(11) Uani 1 1 d . . . N1 N 0.5355(4) 0.8499(3) 0.2565(3) 0.0748(14) Uani 1 1 d . . . N2 N 0.3905(5) 0.7929(3) 0.3374(4) 0.0916(17) Uani 1 1 d . . . N3 N 0.6228(4) 1.0130(3) 0.1023(3) 0.0657(11) Uani 1 1 d . . . N4 N 0.5373(4) 1.0699(3) -0.0023(3) 0.0790(12) Uani 1 1 d . . . O1 O 0.8510(4) 0.8158(3) 0.2401(3) 0.0859(13) Uani 1 1 d . . . O2 O 0.7961(4) 0.8461(2) 0.1215(2) 0.0821(11) Uani 1 1 d . . . O3 O 1.1413(3) 0.5580(3) 0.2851(2) 0.0793(10) Uani 1 1 d . . . O4 O 1.2610(4) 0.5128(3) 0.1885(2) 0.0964(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 Cd1 0.05147(18) 0.0580(2) 0.0763(2) -0.01784(18) 0.00430(19) -0.00133(18) C1 0.053(3) 0.042(3) 0.111(5) -0.005(3) 0.005(3) -0.007(2) C2 0.084(4) 0.061(4) 0.193(9) -0.054(4) 0.037(5) -0.014(3) C3 0.090(4) 0.052(3) 0.191(8) -0.037(5) 0.030(6) -0.007(3) C4 0.049(2) 0.045(3) 0.071(3) -0.008(2) 0.009(2) -0.004(2) C5 0.103(5) 0.074(4) 0.112(6) -0.021(4) -0.028(4) 0.014(4) C6 0.131(6) 0.098(6) 0.088(5) -0.029(4) -0.019(4) -0.003(5) C7 0.097(5) 0.070(4) 0.119(6) -0.044(4) 0.037(4) -0.008(4) C8 0.114(5) 0.057(4) 0.153(7) -0.017(4) -0.019(5) 0.031(4) C9 0.110(5) 0.062(4) 0.113(5) -0.027(3) -0.049(4) 0.018(3) C10 0.065(3) 0.073(4) 0.078(4) -0.018(3) -0.009(3) 0.010(3) C11 0.061(3) 0.061(3) 0.098(4) -0.009(3) -0.004(3) 0.008(3) C12 0.079(4) 0.063(4) 0.094(4) -0.010(3) 0.005(3) 0.004(3) C13 0.051(3) 0.097(5) 0.077(4) -0.025(3) -0.012(3) 0.011(3) C14 0.070(4) 0.107(5) 0.093(5) -0.039(4) -0.002(3) -0.015(4) C15 0.069(4) 0.152(7) 0.097(5) -0.037(5) 0.001(4) -0.041(4) C16 0.062(4) 0.180(10) 0.100(6) -0.028(6) -0.007(4) -0.012(6) C17 0.064(4) 0.161(8) 0.106(6) -0.028(5) -0.018(4) 0.030(5) C18 0.070(4) 0.127(5) 0.106(5) -0.008(5) -0.011(3) 0.030(5) C19 0.095(5) 0.063(4) 0.113(5) 0.014(3) 0.018(5) -0.005(4) C20 0.081(5) 0.100(5) 0.149(7) -0.037(5) 0.015(4) 0.004(4) C21 0.097(5) 0.097(5) 0.149(7) -0.025(5) 0.031(5) -0.003(5) C22 0.098(5) 0.092(5) 0.100(5) 0.002(4) 0.019(4) 0.017(4) C23 0.048(2) 0.034(2) 0.060(3) -0.0044(19) -0.002(2) 0.0025(19) C24 0.052(2) 0.047(3) 0.058(3) 0.002(2) 0.001(2) -0.004(2) C25 0.048(3) 0.045(3) 0.062(3) 0.002(2) -0.001(2) 0.000(2) C26 0.065(3) 0.044(3) 0.066(3) -0.002(2) 0.013(2) 0.007(2) C27 0.083(4) 0.058(3) 0.062(3) 0.000(3) 0.014(3) 0.007(3) C28 0.070(3) 0.043(3) 0.066(4) 0.006(2) -0.006(3) 0.008(2) C29 0.046(2) 0.051(3) 0.071(4) -0.006(3) 0.001(3) 0.000(2) C30 0.054(2) 0.047(2) 0.076(3) 0.008(3) -0.006(3) 0.001(2) N1 0.058(3) 0.055(3) 0.112(4) -0.029(2) 0.019(3) -0.008(2) N2 0.073(3) 0.050(3) 0.152(5) -0.010(3) 0.027(3) -0.010(2) N3 0.055(2) 0.058(3) 0.084(3) -0.017(2) 0.000(2) 0.010(2) N4 0.075(3) 0.064(3) 0.098(4) -0.005(3) -0.018(3) 0.016(3) O1 0.082(3) 0.094(3) 0.082(3) -0.008(2) 0.016(2) 0.035(2) O2 0.084(3) 0.071(2) 0.091(3) -0.013(2) -0.018(3) 0.032(2) O3 0.080(2) 0.090(3) 0.069(2) 0.019(2) -0.004(2) 0.016(2) O4 0.107(3) 0.086(3) 0.096(3) 0.031(2) 0.023(2) 0.047(2) _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 Cd1 O4 2.229(4) 4_755 ? Cd1 N1 2.244(5) . ? Cd1 O2 2.271(4) . ? Cd1 N3 2.285(5) . ? Cd1 O1 2.520(4) . ? Cd1 O3 2.569(3) 4_755 ? C1 N1 1.329(7) . ? C1 N2 1.359(6) . ? C1 C4 1.472(7) . ? C2 C3 1.378(9) . ? C2 N1 1.392(7) . ? C2 H2 0.9300 . ? C3 N2 1.382(8) . ? C3 H3 0.9300 . ? C4 C5 1.331(7) . ? C4 C9 1.390(6) . ? C5 C6 1.343(9) . ? C5 H5 0.9300 . ? C6 C7 1.367(10) . ? C6 H6 0.9300 . ? C7 C8 1.350(9) . ? C7 H7 0.9300 . ? C8 C9 1.370(8) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 N3 1.341(7) . ? C10 N4 1.359(7) . ? C10 C13 1.493(8) . ? C11 C12 1.347(8) . ? C11 N3 1.364(7) . ? C11 H11 0.9300 . ? C12 N4 1.359(7) . ? C12 H12 0.9300 . ? C13 C18 1.379(8) . ? C13 C14 1.393(9) . ? C14 C15 1.360(8) . ? C14 H14 0.9300 . ? C15 C16 1.375(11) . ? C15 H15 0.9300 . ? C16 C17 1.356(11) . ? C16 H16 0.9300 . ? C17 C18 1.393(10) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 N2 1.450(8) . ? C19 C20 1.476(9) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.529(9) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.550(9) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 N4 1.468(7) 2_575 ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C28 1.384(7) . ? C23 C24 1.394(6) . ? C23 C29 1.487(7) . ? C24 C25 1.386(6) . ? C24 H24 0.9300 . ? C25 C26 1.360(6) . ? C25 C30 1.510(6) . ? C26 C27 1.377(7) . ? C26 H26 0.9300 . ? C27 C28 1.394(7) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 O2 1.243(6) . ? C29 O1 1.250(6) . ? C30 O3 1.242(6) . ? C30 O4 1.246(6) . ? C30 Cd1 2.726(4) 4_745 ? N4 C22 1.468(7) 2_574 ? O3 Cd1 2.569(3) 4_745 ? O4 Cd1 2.229(4) 4_745 ? 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 O4 Cd1 N1 99.09(16) 4_755 . ? O4 Cd1 O2 138.14(16) 4_755 . ? N1 Cd1 O2 104.22(16) . . ? O4 Cd1 N3 115.04(17) 4_755 . ? N1 Cd1 N3 112.53(18) . . ? O2 Cd1 N3 87.31(14) . . ? O4 Cd1 O1 93.56(17) 4_755 . ? N1 Cd1 O1 87.98(15) . . ? O2 Cd1 O1 53.68(14) . . ? N3 Cd1 O1 140.06(15) . . ? O4 Cd1 O3 53.73(13) 4_755 4_755 ? N1 Cd1 O3 152.77(14) . 4_755 ? O2 Cd1 O3 99.13(14) . 4_755 ? N3 Cd1 O3 82.10(14) . 4_755 ? O1 Cd1 O3 94.80(13) . 4_755 ? N1 C1 N2 111.9(4) . . ? N1 C1 C4 126.9(4) . . ? N2 C1 C4 121.1(5) . . ? C3 C2 N1 109.2(6) . . ? C3 C2 H2 125.4 . . ? N1 C2 H2 125.4 . . ? C2 C3 N2 106.5(5) . . ? C2 C3 H3 126.7 . . ? N2 C3 H3 126.7 . . ? C5 C4 C9 118.5(5) . . ? C5 C4 C1 122.1(5) . . ? C9 C4 C1 119.3(5) . . ? C4 C5 C6 122.0(6) . . ? C4 C5 H5 119.0 . . ? C6 C5 H5 119.0 . . ? C5 C6 C7 120.5(7) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C8 C7 C6 118.6(6) . . ? C8 C7 H7 120.7 . . ? C6 C7 H7 120.7 . . ? C7 C8 C9 120.9(6) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C4 C9 C8 119.3(6) . . ? C4 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? N3 C10 N4 108.6(5) . . ? N3 C10 C13 125.5(6) . . ? N4 C10 C13 125.9(5) . . ? C12 C11 N3 110.1(5) . . ? C12 C11 H11 124.9 . . ? N3 C11 H11 124.9 . . ? C11 C12 N4 106.1(5) . . ? C11 C12 H12 127.0 . . ? N4 C12 H12 127.0 . . ? C18 C13 C14 118.4(6) . . ? C18 C13 C10 119.8(6) . . ? C14 C13 C10 121.7(5) . . ? C15 C14 C13 122.0(7) . . ? C15 C14 H14 119.0 . . ? C13 C14 H14 119.0 . . ? C14 C15 C16 118.6(8) . . ? C14 C15 H15 120.7 . . ? C16 C15 H15 120.7 . . ? C17 C16 C15 121.0(7) . . ? C17 C16 H16 119.5 . . ? C15 C16 H16 119.5 . . ? C16 C17 C18 120.5(8) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C13 C18 C17 119.4(8) . . ? C13 C18 H18 120.3 . . ? C17 C18 H18 120.3 . . ? N2 C19 C20 110.4(6) . . ? N2 C19 H19A 109.6 . . ? C20 C19 H19A 109.6 . . ? N2 C19 H19B 109.6 . . ? C20 C19 H19B 109.6 . . ? H19A C19 H19B 108.1 . . ? C19 C20 C21 109.6(6) . . ? C19 C20 H20A 109.7 . . ? C21 C20 H20A 109.7 . . ? C19 C20 H20B 109.7 . . ? C21 C20 H20B 109.7 . . ? H20A C20 H20B 108.2 . . ? C20 C21 C22 109.9(6) . . ? C20 C21 H21A 109.7 . . ? C22 C21 H21A 109.7 . . ? C20 C21 H21B 109.7 . . ? C22 C21 H21B 109.7 . . ? H21A C21 H21B 108.2 . . ? N4 C22 C21 110.7(6) 2_575 . ? N4 C22 H22A 109.5 2_575 . ? C21 C22 H22A 109.5 . . ? N4 C22 H22B 109.5 2_575 . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 108.1 . . ? C28 C23 C24 119.0(4) . . ? C28 C23 C29 120.5(4) . . ? C24 C23 C29 120.5(4) . . ? C25 C24 C23 120.5(4) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C26 C25 C24 119.3(4) . . ? C26 C25 C30 120.6(4) . . ? C24 C25 C30 120.2(4) . . ? C25 C26 C27 121.8(5) . . ? C25 C26 H26 119.1 . . ? C27 C26 H26 119.1 . . ? C26 C27 C28 118.8(5) . . ? C26 C27 H27 120.6 . . ? C28 C27 H27 120.6 . . ? C23 C28 C27 120.4(5) . . ? C23 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? O2 C29 O1 121.4(5) . . ? O2 C29 C23 118.7(5) . . ? O1 C29 C23 119.9(5) . . ? O2 C29 Cd1 55.0(3) . . ? O1 C29 Cd1 66.5(3) . . ? C23 C29 Cd1 172.4(4) . . ? O3 C30 O4 123.2(5) . . ? O3 C30 C25 119.7(4) . . ? O4 C30 C25 117.1(5) . . ? O3 C30 Cd1 69.5(3) . 4_745 ? O4 C30 Cd1 53.8(3) . 4_745 ? C25 C30 Cd1 170.7(4) . 4_745 ? C1 N1 C2 105.6(5) . . ? C1 N1 Cd1 129.6(3) . . ? C2 N1 Cd1 123.8(4) . . ? C1 N2 C3 106.8(5) . . ? C1 N2 C19 126.3(5) . . ? C3 N2 C19 126.9(5) . . ? C10 N3 C11 106.5(5) . . ? C10 N3 Cd1 137.6(4) . . ? C11 N3 Cd1 115.1(3) . . ? C10 N4 C12 108.7(5) . . ? C10 N4 C22 126.6(5) . 2_574 ? C12 N4 C22 124.5(6) . 2_574 ? C29 O1 Cd1 86.5(3) . . ? C29 O2 Cd1 98.4(3) . . ? C30 O3 Cd1 83.6(3) . 4_745 ? C30 O4 Cd1 99.4(3) . 4_745 ? 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 C2 C3 N2 -0.5(9) . . . . ? N1 C1 C4 C5 -98.3(7) . . . . ? N2 C1 C4 C5 82.6(7) . . . . ? N1 C1 C4 C9 85.0(7) . . . . ? N2 C1 C4 C9 -94.1(7) . . . . ? C9 C4 C5 C6 -0.3(10) . . . . ? C1 C4 C5 C6 -177.0(6) . . . . ? C4 C5 C6 C7 3.7(12) . . . . ? C5 C6 C7 C8 -4.1(11) . . . . ? C6 C7 C8 C9 1.0(12) . . . . ? C5 C4 C9 C8 -2.8(10) . . . . ? C1 C4 C9 C8 174.0(6) . . . . ? C7 C8 C9 C4 2.4(12) . . . . ? N3 C11 C12 N4 0.4(6) . . . . ? N3 C10 C13 C18 119.9(7) . . . . ? N4 C10 C13 C18 -62.1(8) . . . . ? N3 C10 C13 C14 -56.5(8) . . . . ? N4 C10 C13 C14 121.5(7) . . . . ? C18 C13 C14 C15 1.7(9) . . . . ? C10 C13 C14 C15 178.1(6) . . . . ? C13 C14 C15 C16 -1.9(10) . . . . ? C14 C15 C16 C17 1.3(11) . . . . ? C15 C16 C17 C18 -0.6(12) . . . . ? C14 C13 C18 C17 -0.9(9) . . . . ? C10 C13 C18 C17 -177.4(6) . . . . ? C16 C17 C18 C13 0.4(11) . . . . ? N2 C19 C20 C21 -162.7(6) . . . . ? C19 C20 C21 C22 79.7(8) . . . . ? C20 C21 C22 N4 -178.4(6) . . . 2_575 ? C28 C23 C24 C25 0.9(6) . . . . ? C29 C23 C24 C25 -176.7(4) . . . . ? C23 C24 C25 C26 1.7(7) . . . . ? C23 C24 C25 C30 -178.3(4) . . . . ? C24 C25 C26 C27 -3.5(7) . . . . ? C30 C25 C26 C27 176.5(4) . . . . ? C25 C26 C27 C28 2.7(8) . . . . ? C24 C23 C28 C27 -1.7(7) . . . . ? C29 C23 C28 C27 175.8(4) . . . . ? C26 C27 C28 C23 0.0(7) . . . . ? C28 C23 C29 O2 11.8(7) . . . . ? C24 C23 C29 O2 -170.7(4) . . . . ? C28 C23 C29 O1 -165.9(5) . . . . ? C24 C23 C29 O1 11.5(7) . . . . ? O4 Cd1 C29 O2 -148.8(3) 4_755 . . . ? N1 Cd1 C29 O2 107.1(3) . . . . ? N3 Cd1 C29 O2 -11.5(4) . . . . ? O1 Cd1 C29 O2 177.6(6) . . . . ? O3 Cd1 C29 O2 -96.0(3) 4_755 . . . ? C30 Cd1 C29 O2 -121.0(3) 4_755 . . . ? O4 Cd1 C29 O1 33.5(4) 4_755 . . . ? N1 Cd1 C29 O1 -70.6(3) . . . . ? O2 Cd1 C29 O1 -177.6(6) . . . . ? N3 Cd1 C29 O1 170.9(3) . . . . ? O3 Cd1 C29 O1 86.4(3) 4_755 . . . ? C30 Cd1 C29 O1 61.3(4) 4_755 . . . ? C26 C25 C30 O3 -178.0(4) . . . . ? C24 C25 C30 O3 2.0(7) . . . . ? C26 C25 C30 O4 0.7(7) . . . . ? C24 C25 C30 O4 -179.2(4) . . . . ? N2 C1 N1 C2 0.3(7) . . . . ? C4 C1 N1 C2 -178.9(6) . . . . ? N2 C1 N1 Cd1 -168.1(4) . . . . ? C4 C1 N1 Cd1 12.7(9) . . . . ? C3 C2 N1 C1 0.1(9) . . . . ? C3 C2 N1 Cd1 169.4(5) . . . . ? O4 Cd1 N1 C1 27.6(5) 4_755 . . . ? O2 Cd1 N1 C1 172.5(5) . . . . ? N3 Cd1 N1 C1 -94.5(5) . . . . ? O1 Cd1 N1 C1 120.8(5) . . . . ? O3 Cd1 N1 C1 24.3(7) 4_755 . . . ? C30 Cd1 N1 C1 26.7(6) 4_755 . . . ? C29 Cd1 N1 C1 146.3(5) . . . . ? O4 Cd1 N1 C2 -139.0(6) 4_755 . . . ? O2 Cd1 N1 C2 5.9(6) . . . . ? N3 Cd1 N1 C2 99.0(6) . . . . ? O1 Cd1 N1 C2 -45.7(6) . . . . ? O3 Cd1 N1 C2 -142.3(5) 4_755 . . . ? C30 Cd1 N1 C2 -139.8(5) 4_755 . . . ? C29 Cd1 N1 C2 -20.3(6) . . . . ? N1 C1 N2 C3 -0.6(7) . . . . ? C4 C1 N2 C3 178.6(6) . . . . ? N1 C1 N2 C19 -178.5(6) . . . . ? C4 C1 N2 C19 0.7(9) . . . . ? C2 C3 N2 C1 0.6(8) . . . . ? C2 C3 N2 C19 178.5(7) . . . . ? C20 C19 N2 C1 101.1(7) . . . . ? C20 C19 N2 C3 -76.4(9) . . . . ? N4 C10 N3 C11 -0.1(6) . . . . ? C13 C10 N3 C11 178.2(5) . . . . ? N4 C10 N3 Cd1 -169.3(4) . . . . ? C13 C10 N3 Cd1 9.0(9) . . . . ? C12 C11 N3 C10 -0.1(6) . . . . ? C12 C11 N3 Cd1 171.8(3) . . . . ? O4 Cd1 N3 C10 -105.3(5) 4_755 . . . ? N1 Cd1 N3 C10 7.2(6) . . . . ? O2 Cd1 N3 C10 111.4(5) . . . . ? O1 Cd1 N3 C10 123.0(5) . . . . ? O3 Cd1 N3 C10 -148.9(5) 4_755 . . . ? C30 Cd1 N3 C10 -128.2(5) 4_755 . . . ? C29 Cd1 N3 C10 116.6(5) . . . . ? O4 Cd1 N3 C11 86.2(4) 4_755 . . . ? N1 Cd1 N3 C11 -161.3(3) . . . . ? O2 Cd1 N3 C11 -57.1(4) . . . . ? O1 Cd1 N3 C11 -45.5(5) . . . . ? O3 Cd1 N3 C11 42.6(3) 4_755 . . . ? C30 Cd1 N3 C11 63.3(4) 4_755 . . . ? C29 Cd1 N3 C11 -51.9(4) . . . . ? N3 C10 N4 C12 0.4(7) . . . . ? C13 C10 N4 C12 -178.0(5) . . . . ? N3 C10 N4 C22 174.6(5) . . . 2_574 ? C13 C10 N4 C22 -3.7(9) . . . 2_574 ? C11 C12 N4 C10 -0.4(6) . . . . ? C11 C12 N4 C22 -174.8(5) . . . 2_574 ? O2 C29 O1 Cd1 -2.3(5) . . . . ? C23 C29 O1 Cd1 175.4(4) . . . . ? O4 Cd1 O1 C29 -150.4(3) 4_755 . . . ? N1 Cd1 O1 C29 110.7(3) . . . . ? O2 Cd1 O1 C29 1.3(3) . . . . ? N3 Cd1 O1 C29 -13.1(5) . . . . ? O3 Cd1 O1 C29 -96.5(3) 4_755 . . . ? C30 Cd1 O1 C29 -123.5(3) 4_755 . . . ? O1 C29 O2 Cd1 2.6(6) . . . . ? C23 C29 O2 Cd1 -175.1(4) . . . . ? O4 Cd1 O2 C29 43.8(4) 4_755 . . . ? N1 Cd1 O2 C29 -78.0(3) . . . . ? N3 Cd1 O2 C29 169.5(3) . . . . ? O1 Cd1 O2 C29 -1.3(3) . . . . ? O3 Cd1 O2 C29 87.9(3) 4_755 . . . ? C30 Cd1 O2 C29 70.2(4) 4_755 . . . ? O4 C30 O3 Cd1 -0.6(5) . . . 4_745 ? C25 C30 O3 Cd1 178.1(4) . . . 4_745 ? O3 C30 O4 Cd1 0.8(6) . . . 4_745 ? C25 C30 O4 Cd1 -178.0(3) . . . 4_745 ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.091 _refine_diff_density_min -0.257 _refine_diff_density_rms 0.061 data_4 _database_code_depnum_ccdc_archive 'CCDC 642528' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H26 N4 O5 Zn' _chemical_formula_sum 'C30 H26 N4 O5 Zn' _chemical_formula_weight 587.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.152(3) _cell_length_b 15.389(5) _cell_length_c 19.910(7) _cell_angle_alpha 90.000 _cell_angle_beta 92.134(7) _cell_angle_gamma 90.000 _cell_volume 2802.2(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4935 _cell_measurement_theta_min 1.7 _cell_measurement_theta_max 28.2 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.394 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 0.922 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.81 _exptl_absorpt_correction_T_max 0.85 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17204 _diffrn_reflns_av_R_equivalents 0.0290 _diffrn_reflns_av_sigmaI/netI 0.0381 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 28.24 _reflns_number_total 6660 _reflns_number_gt 4935 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0445P)^2^+0.5455P] 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 6660 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0379 _refine_ls_wR_factor_ref 0.0981 _refine_ls_wR_factor_gt 0.0888 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.95734(3) 0.262231(15) 0.174087(11) 0.03305(9) Uani 1 1 d . . . C1 C 1.1982(2) 0.41968(13) 0.31086(10) 0.0341(4) Uani 1 1 d . . . C2 C 1.2759(2) 0.49738(13) 0.31339(10) 0.0373(5) Uani 1 1 d . . . H2 H 1.2750 0.5338 0.2761 0.045 Uiso 1 1 calc R . . C3 C 1.3549(2) 0.52046(14) 0.37172(10) 0.0374(5) Uani 1 1 d . . . C4 C 1.3553(3) 0.46573(15) 0.42714(10) 0.0429(5) Uani 1 1 d . . . H4 H 1.4077 0.4812 0.4662 0.051 Uiso 1 1 calc R . . C5 C 1.2782(3) 0.38829(14) 0.42465(10) 0.0412(5) Uani 1 1 d . . . C6 C 1.1983(2) 0.36608(14) 0.36687(10) 0.0372(5) Uani 1 1 d . . . H6 H 1.1443 0.3149 0.3656 0.045 Uiso 1 1 calc R . . C7 C 1.1166(2) 0.39213(14) 0.24695(10) 0.0387(5) Uani 1 1 d . . . C8 C 1.4444(3) 0.60204(14) 0.37459(11) 0.0416(5) Uani 1 1 d . . . C9 C 0.6657(3) 0.24465(14) 0.24255(11) 0.0394(5) Uani 1 1 d . . . C10 C 0.6548(3) 0.19320(19) 0.14140(13) 0.0605(7) Uani 1 1 d . . . H10 H 0.6816 0.1762 0.0988 0.073 Uiso 1 1 calc R . . C11 C 0.5198(3) 0.1860(2) 0.16500(12) 0.0614(7) Uani 1 1 d . . . H11 H 0.4378 0.1632 0.1424 0.074 Uiso 1 1 calc R . . C12 C 0.7192(3) 0.28003(18) 0.30766(12) 0.0491(6) Uani 1 1 d . . . C13 C 0.6625(3) 0.3555(2) 0.33363(16) 0.0789(9) Uani 1 1 d . . . H13 H 0.5893 0.3851 0.3094 0.095 Uiso 1 1 calc R . . C14 C 0.7127(5) 0.3879(3) 0.3950(2) 0.1127(15) Uani 1 1 d . . . H14 H 0.6753 0.4397 0.4112 0.135 Uiso 1 1 calc R . . C15 C 0.8156(5) 0.3446(4) 0.4314(2) 0.1178(18) Uani 1 1 d . . . H15 H 0.8488 0.3666 0.4726 0.141 Uiso 1 1 calc R . . C16 C 0.8719(4) 0.2684(3) 0.40828(18) 0.0937(13) Uani 1 1 d . . . H16 H 0.9417 0.2382 0.4341 0.112 Uiso 1 1 calc R . . C17 C 0.8236(3) 0.2360(2) 0.34503(14) 0.0671(8) Uani 1 1 d . . . H17 H 0.8627 0.1847 0.3287 0.080 Uiso 1 1 calc R . . C18 C 0.3825(2) 0.13084(13) 0.54835(10) 0.0336(4) Uani 1 1 d . . . C19 C 0.5754(3) 0.14720(18) 0.48765(11) 0.0501(6) Uani 1 1 d . . . H19 H 0.6408 0.1439 0.4531 0.060 Uiso 1 1 calc R . . C20 C 0.5967(3) 0.18904(17) 0.54642(11) 0.0484(6) Uani 1 1 d . . . H20 H 0.6803 0.2201 0.5592 0.058 Uiso 1 1 calc R . . C21 C 0.2410(3) 0.10170(14) 0.57267(11) 0.0412(5) Uani 1 1 d . . . C22 C 0.1119(3) 0.1186(2) 0.53754(16) 0.0709(8) Uani 1 1 d . . . H22 H 0.1136 0.1451 0.4956 0.085 Uiso 1 1 calc R . . C23 C -0.0202(4) 0.0963(3) 0.5641(2) 0.0986(12) Uani 1 1 d . . . H23 H -0.1067 0.1079 0.5397 0.118 Uiso 1 1 calc R . . C24 C -0.0252(4) 0.0583(3) 0.6243(2) 0.0979(14) Uani 1 1 d . . . H24 H -0.1151 0.0458 0.6424 0.117 Uiso 1 1 calc R . . C25 C 0.1031(5) 0.0373(2) 0.65984(18) 0.0938(13) Uani 1 1 d . . . H25 H 0.0992 0.0086 0.7009 0.113 Uiso 1 1 calc R . . C26 C 0.2386(3) 0.05921(17) 0.63408(13) 0.0611(7) Uani 1 1 d . . . H26 H 0.3252 0.0456 0.6577 0.073 Uiso 1 1 calc R . . C27 C 0.3650(3) 0.06384(15) 0.43218(10) 0.0432(5) Uani 1 1 d . . . H27A H 0.2793 0.0345 0.4484 0.052 Uiso 1 1 calc R . . H27B H 0.4302 0.0200 0.4152 0.052 Uiso 1 1 calc R . . C28 C 0.3185(2) 0.12561(16) 0.37491(10) 0.0437(5) Uani 1 1 d . . . H28A H 0.2359 0.1006 0.3498 0.052 Uiso 1 1 calc R . . H28B H 0.2869 0.1802 0.3939 0.052 Uiso 1 1 calc R . . C29 C 0.4400(3) 0.14297(17) 0.32757(12) 0.0515(6) Uani 1 1 d . . . H29A H 0.4616 0.0895 0.3041 0.062 Uiso 1 1 calc R . . H29B H 0.5271 0.1593 0.3539 0.062 Uiso 1 1 calc R . . C30 C 0.4077(3) 0.21314(17) 0.27604(12) 0.0480(6) Uani 1 1 d . . . H30A H 0.3166 0.2002 0.2516 0.058 Uiso 1 1 calc R . . H30B H 0.3968 0.2686 0.2985 0.058 Uiso 1 1 calc R . . N1 N 0.7480(2) 0.22962(12) 0.18973(9) 0.0422(4) Uani 1 1 d . . . N2 N 0.5269(2) 0.21868(13) 0.22875(9) 0.0453(5) Uani 1 1 d . . . N3 N 0.43932(19) 0.11032(12) 0.48833(8) 0.0383(4) Uani 1 1 d . . . N4 N 0.47664(19) 0.17904(11) 0.58463(8) 0.0356(4) Uani 1 1 d . . . O1 O 1.04847(18) 0.32069(10) 0.25031(7) 0.0468(4) Uani 1 1 d . . . O2 O 1.1238(3) 0.43718(12) 0.19639(9) 0.0794(7) Uani 1 1 d . . . O3 O 1.41888(18) 0.65765(10) 0.32793(8) 0.0504(4) Uani 1 1 d . . . O4 O 1.5382(2) 0.61162(11) 0.42050(8) 0.0589(5) Uani 1 1 d . . . O5 O 1.2795(2) 0.33118(11) 0.47755(8) 0.0639(5) Uani 1 1 d . . . H5 H 1.3300 0.3510 0.5088 0.096 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.03750(15) 0.03412(14) 0.02692(13) -0.00249(9) -0.00683(9) 0.00098(10) C1 0.0379(12) 0.0353(11) 0.0286(10) -0.0028(8) -0.0072(8) -0.0013(9) C2 0.0453(13) 0.0355(11) 0.0303(10) 0.0028(8) -0.0109(9) -0.0040(9) C3 0.0423(13) 0.0350(11) 0.0341(11) 0.0007(9) -0.0086(9) -0.0050(9) C4 0.0504(14) 0.0478(13) 0.0296(11) 0.0016(9) -0.0112(9) -0.0122(11) C5 0.0487(14) 0.0442(12) 0.0302(11) 0.0047(9) -0.0063(9) -0.0115(10) C6 0.0404(13) 0.0369(11) 0.0338(11) -0.0009(9) -0.0061(9) -0.0087(9) C7 0.0442(13) 0.0379(12) 0.0333(11) -0.0023(9) -0.0091(9) -0.0040(10) C8 0.0505(14) 0.0395(12) 0.0340(12) 0.0008(9) -0.0106(10) -0.0088(10) C9 0.0404(13) 0.0426(12) 0.0349(11) 0.0061(9) -0.0015(9) 0.0010(10) C10 0.0572(18) 0.083(2) 0.0416(14) -0.0161(13) 0.0040(12) -0.0195(14) C11 0.0553(17) 0.088(2) 0.0409(14) -0.0065(13) -0.0030(11) -0.0231(15) C12 0.0419(14) 0.0689(16) 0.0363(12) -0.0022(11) 0.0000(10) -0.0082(12) C13 0.069(2) 0.097(2) 0.071(2) -0.0342(18) -0.0018(15) -0.0017(18) C14 0.096(3) 0.152(4) 0.090(3) -0.066(3) 0.006(2) -0.017(3) C15 0.080(3) 0.212(6) 0.062(2) -0.039(3) 0.005(2) -0.042(3) C16 0.054(2) 0.169(4) 0.057(2) 0.029(2) -0.0150(15) -0.031(2) C17 0.0487(17) 0.101(2) 0.0505(16) 0.0186(15) -0.0069(12) -0.0117(15) C18 0.0370(12) 0.0353(11) 0.0281(10) 0.0025(8) -0.0030(8) 0.0007(9) C19 0.0388(13) 0.0777(17) 0.0340(12) -0.0021(12) 0.0046(10) -0.0084(12) C20 0.0370(13) 0.0683(16) 0.0398(13) -0.0037(11) -0.0009(10) -0.0122(11) C21 0.0424(13) 0.0422(12) 0.0392(12) -0.0078(10) 0.0035(9) -0.0073(10) C22 0.0452(17) 0.089(2) 0.078(2) 0.0020(17) -0.0032(14) -0.0048(15) C23 0.0418(19) 0.124(3) 0.131(4) -0.021(3) 0.005(2) -0.0146(19) C24 0.076(3) 0.112(3) 0.108(3) -0.044(3) 0.040(2) -0.054(2) C25 0.121(3) 0.092(3) 0.072(2) -0.0153(19) 0.042(2) -0.054(2) C26 0.0711(19) 0.0609(16) 0.0521(16) 0.0002(12) 0.0124(13) -0.0223(14) C27 0.0535(15) 0.0446(13) 0.0310(11) -0.0038(9) -0.0028(9) -0.0067(11) C28 0.0427(13) 0.0550(14) 0.0329(11) 0.0005(10) -0.0044(9) -0.0047(11) C29 0.0462(15) 0.0649(16) 0.0435(14) 0.0126(12) 0.0025(11) -0.0002(12) C30 0.0403(14) 0.0619(15) 0.0419(13) 0.0091(11) 0.0023(10) -0.0001(11) N1 0.0448(11) 0.0458(11) 0.0357(10) -0.0025(8) 0.0000(8) -0.0068(9) N2 0.0412(11) 0.0594(12) 0.0352(10) 0.0069(9) -0.0001(8) -0.0044(9) N3 0.0394(11) 0.0467(10) 0.0286(9) -0.0017(8) -0.0012(7) -0.0036(8) N4 0.0333(10) 0.0435(10) 0.0297(9) 0.0006(7) -0.0039(7) -0.0025(8) O1 0.0616(11) 0.0463(9) 0.0317(8) -0.0033(7) -0.0088(7) -0.0205(8) O2 0.1267(19) 0.0641(12) 0.0443(11) 0.0151(9) -0.0389(11) -0.0424(12) O3 0.0601(11) 0.0429(9) 0.0463(9) 0.0099(7) -0.0221(8) -0.0163(8) O4 0.0720(13) 0.0510(10) 0.0510(10) 0.0082(8) -0.0335(9) -0.0236(9) O5 0.0890(14) 0.0637(11) 0.0373(9) 0.0179(8) -0.0218(8) -0.0370(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 O1 1.9272(15) . ? Zn1 O3 1.9694(16) 2_745 ? Zn1 N4 2.0108(17) 4_665 ? Zn1 N1 2.016(2) . ? C1 C6 1.387(3) . ? C1 C2 1.391(3) . ? C1 C7 1.512(3) . ? C2 C3 1.391(3) . ? C2 H2 0.9300 . ? C3 C4 1.388(3) . ? C3 C8 1.499(3) . ? C4 C5 1.385(3) . ? C4 H4 0.9300 . ? C5 O5 1.372(2) . ? C5 C6 1.383(3) . ? C6 H6 0.9300 . ? C7 O2 1.226(3) . ? C7 O1 1.267(3) . ? C8 O4 1.240(3) . ? C8 O3 1.278(2) . ? C9 N1 1.336(3) . ? C9 N2 1.351(3) . ? C9 C12 1.473(3) . ? C10 C11 1.343(4) . ? C10 N1 1.380(3) . ? C10 H10 0.9300 . ? C11 N2 1.364(3) . ? C11 H11 0.9300 . ? C12 C17 1.369(4) . ? C12 C13 1.380(4) . ? C13 C14 1.383(4) . ? C13 H13 0.9300 . ? C14 C15 1.342(6) . ? C14 H14 0.9300 . ? C15 C16 1.366(6) . ? C15 H15 0.9300 . ? C16 C17 1.410(5) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 N4 1.330(3) . ? C18 N3 1.358(2) . ? C18 C21 1.469(3) . ? C19 C20 1.343(3) . ? C19 N3 1.369(3) . ? C19 H19 0.9300 . ? C20 N4 1.368(3) . ? C20 H20 0.9300 . ? C21 C22 1.375(4) . ? C21 C26 1.387(3) . ? C22 C23 1.380(4) . ? C22 H22 0.9300 . ? C23 C24 1.336(5) . ? C23 H23 0.9300 . ? C24 C25 1.387(6) . ? C24 H24 0.9300 . ? C25 C26 1.401(4) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 N3 1.472(3) . ? C27 C28 1.532(3) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.508(3) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.511(3) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 N2 1.470(3) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? N4 Zn1 2.0109(17) 4_566 ? O3 Zn1 1.9694(16) 2_755 ? O5 H5 0.8200 . ? 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 O3 99.51(7) . 2_745 ? O1 Zn1 N4 115.97(7) . 4_665 ? O3 Zn1 N4 106.24(7) 2_745 4_665 ? O1 Zn1 N1 112.36(7) . . ? O3 Zn1 N1 110.51(8) 2_745 . ? N4 Zn1 N1 111.35(7) 4_665 . ? C6 C1 C2 119.80(18) . . ? C6 C1 C7 119.70(18) . . ? C2 C1 C7 120.49(18) . . ? C3 C2 C1 119.93(19) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C4 C3 C2 119.63(19) . . ? C4 C3 C8 119.52(18) . . ? C2 C3 C8 120.80(18) . . ? C5 C4 C3 120.51(19) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? O5 C5 C6 118.02(19) . . ? O5 C5 C4 122.29(19) . . ? C6 C5 C4 119.69(19) . . ? C5 C6 C1 120.42(19) . . ? C5 C6 H6 119.8 . . ? C1 C6 H6 119.8 . . ? O2 C7 O1 125.1(2) . . ? O2 C7 C1 119.50(19) . . ? O1 C7 C1 115.31(18) . . ? O4 C8 O3 124.0(2) . . ? O4 C8 C3 119.36(19) . . ? O3 C8 C3 116.64(18) . . ? N1 C9 N2 110.0(2) . . ? N1 C9 C12 125.3(2) . . ? N2 C9 C12 124.6(2) . . ? C11 C10 N1 110.0(2) . . ? C11 C10 H10 125.0 . . ? N1 C10 H10 125.0 . . ? C10 C11 N2 106.5(2) . . ? C10 C11 H11 126.8 . . ? N2 C11 H11 126.8 . . ? C17 C12 C13 118.5(3) . . ? C17 C12 C9 119.9(3) . . ? C13 C12 C9 121.6(3) . . ? C12 C13 C14 121.1(4) . . ? C12 C13 H13 119.4 . . ? C14 C13 H13 119.4 . . ? C15 C14 C13 120.1(4) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 120.7(4) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C15 C16 C17 119.6(4) . . ? C15 C16 H16 120.2 . . ? C17 C16 H16 120.2 . . ? C12 C17 C16 120.0(3) . . ? C12 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? N4 C18 N3 110.22(18) . . ? N4 C18 C21 123.54(18) . . ? N3 C18 C21 126.18(18) . . ? C20 C19 N3 107.0(2) . . ? C20 C19 H19 126.5 . . ? N3 C19 H19 126.5 . . ? C19 C20 N4 109.7(2) . . ? C19 C20 H20 125.1 . . ? N4 C20 H20 125.1 . . ? C22 C21 C26 119.7(2) . . ? C22 C21 C18 121.7(2) . . ? C26 C21 C18 118.5(2) . . ? C21 C22 C23 120.5(3) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C24 C23 C22 120.8(4) . . ? C24 C23 H23 119.6 . . ? C22 C23 H23 119.6 . . ? C23 C24 C25 120.2(3) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C24 C25 C26 120.1(3) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C21 C26 C25 118.7(3) . . ? C21 C26 H26 120.7 . . ? C25 C26 H26 120.7 . . ? N3 C27 C28 111.80(18) . . ? N3 C27 H27A 109.3 . . ? C28 C27 H27A 109.3 . . ? N3 C27 H27B 109.3 . . ? C28 C27 H27B 109.3 . . ? H27A C27 H27B 107.9 . . ? C29 C28 C27 112.6(2) . . ? C29 C28 H28A 109.1 . . ? C27 C28 H28A 109.1 . . ? C29 C28 H28B 109.1 . . ? C27 C28 H28B 109.1 . . ? H28A C28 H28B 107.8 . . ? C28 C29 C30 114.9(2) . . ? C28 C29 H29A 108.6 . . ? C30 C29 H29A 108.6 . . ? C28 C29 H29B 108.6 . . ? C30 C29 H29B 108.6 . . ? H29A C29 H29B 107.5 . . ? N2 C30 C29 110.2(2) . . ? N2 C30 H30A 109.6 . . ? C29 C30 H30A 109.6 . . ? N2 C30 H30B 109.6 . . ? C29 C30 H30B 109.6 . . ? H30A C30 H30B 108.1 . . ? C9 N1 C10 105.5(2) . . ? C9 N1 Zn1 130.16(16) . . ? C10 N1 Zn1 124.00(16) . . ? C9 N2 C11 108.0(2) . . ? C9 N2 C30 127.0(2) . . ? C11 N2 C30 124.3(2) . . ? C18 N3 C19 106.91(17) . . ? C18 N3 C27 126.85(18) . . ? C19 N3 C27 126.05(18) . . ? C18 N4 C20 106.16(18) . . ? C18 N4 Zn1 130.93(14) . 4_566 ? C20 N4 Zn1 122.75(15) . 4_566 ? C7 O1 Zn1 124.26(14) . . ? C8 O3 Zn1 118.19(14) . 2_755 ? C5 O5 H5 109.5 . . ? 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 C6 C1 C2 C3 0.9(3) . . . . ? C7 C1 C2 C3 -177.7(2) . . . . ? C1 C2 C3 C4 -0.2(3) . . . . ? C1 C2 C3 C8 177.4(2) . . . . ? C2 C3 C4 C5 0.3(4) . . . . ? C8 C3 C4 C5 -177.4(2) . . . . ? C3 C4 C5 O5 177.9(2) . . . . ? C3 C4 C5 C6 -1.1(4) . . . . ? O5 C5 C6 C1 -177.2(2) . . . . ? C4 C5 C6 C1 1.8(4) . . . . ? C2 C1 C6 C5 -1.7(3) . . . . ? C7 C1 C6 C5 176.8(2) . . . . ? C6 C1 C7 O2 -175.8(2) . . . . ? C2 C1 C7 O2 2.8(3) . . . . ? C6 C1 C7 O1 2.1(3) . . . . ? C2 C1 C7 O1 -179.4(2) . . . . ? C4 C3 C8 O4 13.7(3) . . . . ? C2 C3 C8 O4 -163.9(2) . . . . ? C4 C3 C8 O3 -167.1(2) . . . . ? C2 C3 C8 O3 15.3(3) . . . . ? N1 C10 C11 N2 0.4(3) . . . . ? N1 C9 C12 C17 -60.5(3) . . . . ? N2 C9 C12 C17 116.1(3) . . . . ? N1 C9 C12 C13 122.0(3) . . . . ? N2 C9 C12 C13 -61.4(4) . . . . ? C17 C12 C13 C14 2.0(5) . . . . ? C9 C12 C13 C14 179.5(3) . . . . ? C12 C13 C14 C15 -1.8(6) . . . . ? C13 C14 C15 C16 0.1(7) . . . . ? C14 C15 C16 C17 1.3(6) . . . . ? C13 C12 C17 C16 -0.6(4) . . . . ? C9 C12 C17 C16 -178.2(2) . . . . ? C15 C16 C17 C12 -1.1(5) . . . . ? N3 C19 C20 N4 0.3(3) . . . . ? N4 C18 C21 C22 125.1(3) . . . . ? N3 C18 C21 C22 -58.0(3) . . . . ? N4 C18 C21 C26 -52.3(3) . . . . ? N3 C18 C21 C26 124.6(2) . . . . ? C26 C21 C22 C23 2.3(4) . . . . ? C18 C21 C22 C23 -175.0(3) . . . . ? C21 C22 C23 C24 0.2(6) . . . . ? C22 C23 C24 C25 -2.7(6) . . . . ? C23 C24 C25 C26 2.7(6) . . . . ? C22 C21 C26 C25 -2.3(4) . . . . ? C18 C21 C26 C25 175.2(2) . . . . ? C24 C25 C26 C21 -0.2(5) . . . . ? N3 C27 C28 C29 84.3(2) . . . . ? C27 C28 C29 C30 -171.6(2) . . . . ? C28 C29 C30 N2 -174.5(2) . . . . ? N2 C9 N1 C10 0.3(3) . . . . ? C12 C9 N1 C10 177.3(2) . . . . ? N2 C9 N1 Zn1 173.93(15) . . . . ? C12 C9 N1 Zn1 -9.0(3) . . . . ? C11 C10 N1 C9 -0.4(3) . . . . ? C11 C10 N1 Zn1 -174.59(19) . . . . ? O1 Zn1 N1 C9 2.2(2) . . . . ? O3 Zn1 N1 C9 112.4(2) 2_745 . . . ? N4 Zn1 N1 C9 -129.76(19) 4_665 . . . ? O1 Zn1 N1 C10 174.9(2) . . . . ? O3 Zn1 N1 C10 -75.0(2) 2_745 . . . ? N4 Zn1 N1 C10 42.8(2) 4_665 . . . ? N1 C9 N2 C11 0.0(3) . . . . ? C12 C9 N2 C11 -177.1(2) . . . . ? N1 C9 N2 C30 171.3(2) . . . . ? C12 C9 N2 C30 -5.8(4) . . . . ? C10 C11 N2 C9 -0.2(3) . . . . ? C10 C11 N2 C30 -171.8(2) . . . . ? C29 C30 N2 C9 -66.9(3) . . . . ? C29 C30 N2 C11 103.0(3) . . . . ? N4 C18 N3 C19 0.3(2) . . . . ? C21 C18 N3 C19 -176.9(2) . . . . ? N4 C18 N3 C27 -174.89(19) . . . . ? C21 C18 N3 C27 7.9(3) . . . . ? C20 C19 N3 C18 -0.4(3) . . . . ? C20 C19 N3 C27 174.9(2) . . . . ? C28 C27 N3 C18 104.2(2) . . . . ? C28 C27 N3 C19 -70.1(3) . . . . ? N3 C18 N4 C20 -0.2(2) . . . . ? C21 C18 N4 C20 177.2(2) . . . . ? N3 C18 N4 Zn1 175.22(14) . . . 4_566 ? C21 C18 N4 Zn1 -7.4(3) . . . 4_566 ? C19 C20 N4 C18 -0.1(3) . . . . ? C19 C20 N4 Zn1 -175.94(17) . . . 4_566 ? O2 C7 O1 Zn1 6.3(4) . . . . ? C1 C7 O1 Zn1 -171.38(14) . . . . ? O3 Zn1 O1 C7 113.93(19) 2_745 . . . ? N4 Zn1 O1 C7 0.5(2) 4_665 . . . ? N1 Zn1 O1 C7 -129.12(18) . . . . ? O4 C8 O3 Zn1 3.3(3) . . . 2_755 ? C3 C8 O3 Zn1 -175.88(15) . . . 2_755 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H5 O4 0.82 1.91 2.725(2) 174.2 3_866 _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.404 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.053 data_5 _database_code_depnum_ccdc_archive 'CCDC 642529' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H26 Cd N4 O5' _chemical_formula_sum 'C30 H26 Cd N4 O5' _chemical_formula_weight 634.95 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P212121 _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.121(6) _cell_length_b 15.470(9) _cell_length_c 17.597(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2755.2(23) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3889 _cell_measurement_theta_min 1.8 _cell_measurement_theta_max 28.4 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 0.839 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.83 _exptl_absorpt_correction_T_max 0.91 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 17496 _diffrn_reflns_av_R_equivalents 0.0889 _diffrn_reflns_av_sigmaI/netI 0.1263 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 28.44 _reflns_number_total 6752 _reflns_number_gt 3632 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0485P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0071(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.05(4) _refine_ls_number_reflns 6752 _refine_ls_number_parameters 362 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1220 _refine_ls_R_factor_gt 0.0561 _refine_ls_wR_factor_ref 0.1314 _refine_ls_wR_factor_gt 0.1052 _refine_ls_goodness_of_fit_ref 0.926 _refine_ls_restrained_S_all 0.926 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.69444(5) 0.05247(3) -0.21193(3) 0.04758(17) Uani 1 1 d . . . C1 C 0.8883(6) -0.1331(4) -0.3441(4) 0.0403(15) Uani 1 1 d . . . C2 C 0.9782(6) -0.1919(4) -0.3157(4) 0.0439(16) Uani 1 1 d . . . H2 H 0.9966 -0.1923 -0.2640 0.053 Uiso 1 1 calc R . . C3 C 1.0419(6) -0.2504(4) -0.3632(4) 0.0425(16) Uani 1 1 d . . . C4 C 1.0156(7) -0.2485(4) -0.4415(4) 0.0457(17) Uani 1 1 d . . . H4 H 1.0594 -0.2860 -0.4742 0.055 Uiso 1 1 calc R . . C5 C 0.9243(7) -0.1906(4) -0.4695(4) 0.0490(17) Uani 1 1 d . . . C6 C 0.8600(7) -0.1335(4) -0.4224(4) 0.0494(18) Uani 1 1 d . . . H6 H 0.7980 -0.0953 -0.4422 0.059 Uiso 1 1 calc R . . C7 C 0.8225(7) -0.0695(4) -0.2937(4) 0.0520(17) Uani 1 1 d . . . C8 C 1.1313(7) -0.3180(5) -0.3307(5) 0.0473(18) Uani 1 1 d . . . C9 C 0.5127(7) -0.0387(5) -0.0695(4) 0.0543(18) Uani 1 1 d . . . C10 C 0.7236(6) -0.0490(5) -0.0590(4) 0.0540(17) Uani 1 1 d . . . H10 H 0.8133 -0.0459 -0.0700 0.065 Uiso 1 1 calc R . . C11 C 0.6722(8) -0.0793(4) 0.0059(5) 0.060(2) Uani 1 1 d . . . H11 H 0.7186 -0.1003 0.0476 0.072 Uiso 1 1 calc R . . C12 C 0.3797(8) -0.0186(6) -0.1007(4) 0.060(2) Uani 1 1 d . . . C13 C 0.3417(7) 0.0655(6) -0.1138(4) 0.071(2) Uani 1 1 d . . . H13 H 0.3994 0.1100 -0.1012 0.085 Uiso 1 1 calc R . . C14 C 0.2204(9) 0.0856(7) -0.1451(5) 0.085(3) Uani 1 1 d . . . H14 H 0.1985 0.1427 -0.1559 0.102 Uiso 1 1 calc R . . C15 C 0.1343(10) 0.0214(9) -0.1598(5) 0.096(4) Uani 1 1 d . . . H15 H 0.0518 0.0348 -0.1798 0.116 Uiso 1 1 calc R . . C16 C 0.1650(8) -0.0624(9) -0.1461(5) 0.091(3) Uani 1 1 d . . . H16 H 0.1040 -0.1057 -0.1567 0.109 Uiso 1 1 calc R . . C17 C 0.2896(9) -0.0840(6) -0.1156(5) 0.085(3) Uani 1 1 d . . . H17 H 0.3110 -0.1413 -0.1057 0.102 Uiso 1 1 calc R . . C18 C 0.0409(7) -0.1320(5) 0.1868(4) 0.0530(19) Uani 1 1 d . . . C19 C -0.0228(9) -0.2265(5) 0.2664(5) 0.072(3) Uani 1 1 d . . . H19 H -0.0654 -0.2519 0.3076 0.087 Uiso 1 1 calc R . . C20 C 0.0630(8) -0.2687(5) 0.2197(5) 0.077(2) Uani 1 1 d . . . H20 H 0.0885 -0.3264 0.2220 0.093 Uiso 1 1 calc R . . C21 C 0.0683(6) -0.0498(5) 0.1457(4) 0.0482(15) Uani 1 1 d . . . C22 C 0.0219(8) -0.0364(6) 0.0742(5) 0.074(2) Uani 1 1 d . . . H22 H -0.0326 -0.0773 0.0514 0.089 Uiso 1 1 calc R . . C23 C 0.0556(11) 0.0378(7) 0.0357(5) 0.097(3) Uani 1 1 d . . . H23 H 0.0217 0.0477 -0.0127 0.116 Uiso 1 1 calc R . . C24 C 0.1364(10) 0.0956(6) 0.0671(6) 0.081(3) Uani 1 1 d . . . H24 H 0.1589 0.1450 0.0398 0.097 Uiso 1 1 calc R . . C25 C 0.1867(12) 0.0843(5) 0.1380(6) 0.096(3) Uani 1 1 d . . . H25 H 0.2448 0.1242 0.1590 0.115 Uiso 1 1 calc R . . C26 C 0.1483(9) 0.0112(5) 0.1777(5) 0.079(3) Uani 1 1 d . . . H26 H 0.1777 0.0035 0.2274 0.094 Uiso 1 1 calc R . . C27 C 0.2048(9) -0.2162(5) 0.1092(5) 0.076(2) Uani 1 1 d . . . H27A H 0.1960 -0.2725 0.0856 0.091 Uiso 1 1 calc R . . H27B H 0.1915 -0.1726 0.0703 0.091 Uiso 1 1 calc R . . C28 C 0.3378(8) -0.2074(8) 0.1408(6) 0.104(4) Uani 1 1 d . . . H28A H 0.3611 -0.2606 0.1666 0.125 Uiso 1 1 calc R . . H28B H 0.3374 -0.1615 0.1783 0.125 Uiso 1 1 calc R . . C29 C 0.4428(10) -0.1876(7) 0.0814(6) 0.104(4) Uani 1 1 d . . . H29A H 0.4268 -0.2223 0.0364 0.125 Uiso 1 1 calc R . . H29B H 0.5291 -0.2029 0.1013 0.125 Uiso 1 1 calc R . . C30 C 0.4415(8) -0.0920(6) 0.0600(5) 0.073(2) Uani 1 1 d . . . H30A H 0.3535 -0.0759 0.0434 0.088 Uiso 1 1 calc R . . H30B H 0.4632 -0.0576 0.1044 0.088 Uiso 1 1 calc R . . N1 N 0.6237(5) -0.0230(4) -0.1069(3) 0.0502(15) Uani 1 1 d . . . N2 N 0.5373(6) -0.0732(4) -0.0014(4) 0.0607(17) Uani 1 1 d . . . N3 N 0.1037(7) -0.2066(4) 0.1681(4) 0.0690(19) Uani 1 1 d . . . N4 N -0.0383(6) -0.1418(4) 0.2450(3) 0.0542(16) Uani 1 1 d . . . O1 O 0.7432(5) -0.0160(3) -0.3219(3) 0.0799(18) Uani 1 1 d . . . O2 O 0.8464(5) -0.0703(3) -0.2251(3) 0.0662(15) Uani 1 1 d . . . O3 O 1.1424(5) -0.3284(4) -0.2613(3) 0.0692(17) Uani 1 1 d . . . O4 O 1.1951(5) -0.3666(3) -0.3771(2) 0.0545(11) Uani 1 1 d . . . O5 O 0.9032(5) -0.1932(3) -0.5467(3) 0.0651(14) Uani 1 1 d . . . H5 H 0.8259 -0.1812 -0.5558 0.098 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0456(3) 0.0455(3) 0.0517(3) -0.0080(3) -0.0042(3) 0.0023(3) C1 0.036(4) 0.034(4) 0.052(4) -0.007(3) 0.001(3) 0.000(3) C2 0.045(4) 0.041(4) 0.045(4) -0.006(3) 0.004(3) -0.006(3) C3 0.043(4) 0.036(4) 0.049(4) 0.001(3) 0.005(3) -0.003(3) C4 0.052(4) 0.036(4) 0.050(4) -0.001(3) 0.002(3) 0.004(3) C5 0.063(5) 0.039(4) 0.045(4) 0.000(3) -0.007(4) -0.007(4) C6 0.048(4) 0.040(4) 0.060(5) -0.006(3) -0.007(3) 0.003(3) C7 0.057(4) 0.045(4) 0.055(5) -0.007(4) 0.006(4) -0.007(3) C8 0.038(4) 0.044(4) 0.060(5) 0.000(4) 0.001(4) -0.002(3) C9 0.056(4) 0.056(5) 0.051(4) 0.003(4) 0.008(3) -0.004(4) C10 0.047(4) 0.048(4) 0.067(4) 0.002(4) 0.004(3) -0.001(4) C11 0.055(5) 0.054(5) 0.071(5) 0.003(4) -0.002(4) 0.007(4) C12 0.044(5) 0.074(6) 0.063(5) -0.004(4) 0.008(4) 0.003(4) C13 0.051(5) 0.092(7) 0.070(5) -0.003(5) 0.001(4) 0.020(5) C14 0.060(6) 0.119(8) 0.076(6) -0.004(5) 0.003(5) 0.031(6) C15 0.054(6) 0.151(11) 0.084(7) -0.008(7) -0.004(5) 0.019(7) C16 0.051(6) 0.142(10) 0.079(6) -0.006(7) -0.002(4) -0.024(7) C17 0.058(6) 0.104(7) 0.093(6) -0.001(5) 0.003(5) -0.017(6) C18 0.045(4) 0.048(4) 0.066(5) 0.010(4) 0.014(4) 0.003(3) C19 0.075(6) 0.052(5) 0.090(7) 0.025(5) 0.014(5) 0.004(4) C20 0.081(6) 0.050(5) 0.101(7) 0.010(5) 0.023(6) -0.006(4) C21 0.049(4) 0.046(4) 0.050(4) 0.003(4) 0.004(3) 0.003(4) C22 0.082(6) 0.069(6) 0.072(6) 0.008(5) -0.007(4) -0.007(5) C23 0.137(9) 0.080(7) 0.074(6) 0.032(6) -0.012(6) -0.003(7) C24 0.091(7) 0.061(6) 0.092(7) 0.024(5) 0.020(6) 0.000(5) C25 0.115(8) 0.052(5) 0.121(8) 0.021(5) -0.028(8) -0.027(6) C26 0.103(8) 0.056(5) 0.076(6) 0.003(4) -0.023(5) -0.008(5) C27 0.079(6) 0.051(5) 0.098(6) -0.003(4) 0.038(6) 0.006(5) C28 0.056(6) 0.141(9) 0.116(8) 0.059(7) 0.010(5) 0.008(6) C29 0.081(7) 0.112(9) 0.118(8) 0.045(7) 0.032(6) 0.022(7) C30 0.067(6) 0.082(6) 0.071(5) 0.006(5) 0.025(4) 0.002(5) N1 0.039(3) 0.059(4) 0.053(3) -0.003(3) 0.006(3) 0.000(3) N2 0.058(4) 0.061(5) 0.063(4) 0.004(3) 0.008(3) 0.000(3) N3 0.071(5) 0.048(4) 0.088(5) 0.010(4) 0.028(4) 0.009(4) N4 0.054(4) 0.043(4) 0.065(4) 0.010(3) 0.009(3) -0.005(3) O1 0.092(4) 0.075(4) 0.073(4) -0.018(3) -0.017(3) 0.047(3) O2 0.075(4) 0.074(4) 0.050(3) -0.008(3) 0.000(3) 0.015(3) O3 0.071(4) 0.080(4) 0.057(4) 0.003(3) -0.006(3) 0.024(3) O4 0.052(3) 0.048(3) 0.064(3) 0.007(2) 0.010(3) 0.014(3) O5 0.081(4) 0.069(3) 0.045(3) -0.001(2) -0.008(3) 0.018(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 Cd1 N4 2.232(6) 2_554 ? Cd1 O1 2.261(5) . ? Cd1 O4 2.295(4) 4_754 ? Cd1 N1 2.300(6) . ? Cd1 O2 2.455(5) . ? Cd1 O3 2.519(5) 4_754 ? C1 C2 1.379(9) . ? C1 C6 1.406(9) . ? C1 C7 1.484(8) . ? C2 C3 1.391(8) . ? C2 H2 0.9300 . ? C3 C4 1.403(9) . ? C3 C8 1.497(9) . ? C4 C5 1.379(9) . ? C4 H4 0.9300 . ? C5 C6 1.375(9) . ? C5 O5 1.376(7) . ? C6 H6 0.9300 . ? C7 O2 1.230(8) . ? C7 O1 1.254(8) . ? C8 O3 1.236(8) . ? C8 O4 1.284(8) . ? C9 N1 1.324(8) . ? C9 N2 1.337(8) . ? C9 C12 1.486(10) . ? C10 C11 1.339(9) . ? C10 N1 1.377(8) . ? C10 H10 0.9300 . ? C11 N2 1.374(9) . ? C11 H11 0.9300 . ? C12 C13 1.375(11) . ? C12 C17 1.388(11) . ? C13 C14 1.382(11) . ? C13 H13 0.9300 . ? C14 C15 1.347(13) . ? C14 H14 0.9300 . ? C15 C16 1.355(14) . ? C15 H15 0.9300 . ? C16 C17 1.409(12) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 N4 1.309(8) . ? C18 N3 1.358(9) . ? C18 C21 1.489(10) . ? C19 C20 1.362(11) . ? C19 N4 1.372(9) . ? C19 H19 0.9300 . ? C20 N3 1.385(9) . ? C20 H20 0.9300 . ? C21 C22 1.358(9) . ? C21 C26 1.365(10) . ? C22 C23 1.377(12) . ? C22 H22 0.9300 . ? C23 C24 1.332(13) . ? C23 H23 0.9300 . ? C24 C25 1.359(12) . ? C24 H24 0.9300 . ? C25 C26 1.387(11) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.462(12) . ? C27 N3 1.464(9) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.521(11) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.526(12) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 N2 1.480(9) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? N4 Cd1 2.232(6) 2 ? O3 Cd1 2.519(5) 4_744 ? O4 Cd1 2.295(4) 4_744 ? O5 H5 0.8200 . ? 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 N4 Cd1 O1 98.9(2) 2_554 . ? N4 Cd1 O4 103.81(19) 2_554 4_754 ? O1 Cd1 O4 137.16(19) . 4_754 ? N4 Cd1 N1 111.5(2) 2_554 . ? O1 Cd1 N1 121.2(2) . . ? O4 Cd1 N1 83.10(18) 4_754 . ? N4 Cd1 O2 152.94(19) 2_554 . ? O1 Cd1 O2 54.52(18) . . ? O4 Cd1 O2 100.45(17) 4_754 . ? N1 Cd1 O2 83.02(18) . . ? N4 Cd1 O3 87.01(19) 2_554 4_754 ? O1 Cd1 O3 92.3(2) . 4_754 ? O4 Cd1 O3 53.79(16) 4_754 4_754 ? N1 Cd1 O3 136.50(19) . 4_754 ? O2 Cd1 O3 97.90(17) . 4_754 ? C2 C1 C6 119.1(6) . . ? C2 C1 C7 121.1(6) . . ? C6 C1 C7 119.8(6) . . ? C1 C2 C3 121.2(6) . . ? C1 C2 H2 119.4 . . ? C3 C2 H2 119.4 . . ? C2 C3 C4 119.2(6) . . ? C2 C3 C8 120.4(6) . . ? C4 C3 C8 120.3(6) . . ? C5 C4 C3 119.5(6) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C6 C5 O5 122.8(7) . . ? C6 C5 C4 121.3(7) . . ? O5 C5 C4 115.9(6) . . ? C5 C6 C1 119.8(6) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? O2 C7 O1 121.4(7) . . ? O2 C7 C1 119.4(7) . . ? O1 C7 C1 119.2(6) . . ? O2 C7 Cd1 65.2(4) . . ? O1 C7 Cd1 56.3(4) . . ? C1 C7 Cd1 175.4(5) . . ? O3 C8 O4 120.4(7) . . ? O3 C8 C3 121.6(7) . . ? O4 C8 C3 118.0(7) . . ? N1 C9 N2 111.2(7) . . ? N1 C9 C12 123.1(7) . . ? N2 C9 C12 125.7(7) . . ? C11 C10 N1 109.8(6) . . ? C11 C10 H10 125.1 . . ? N1 C10 H10 125.1 . . ? C10 C11 N2 106.4(7) . . ? C10 C11 H11 126.8 . . ? N2 C11 H11 126.8 . . ? C13 C12 C17 118.3(8) . . ? C13 C12 C9 120.8(8) . . ? C17 C12 C9 120.9(8) . . ? C12 C13 C14 121.9(9) . . ? C12 C13 H13 119.0 . . ? C14 C13 H13 119.0 . . ? C15 C14 C13 119.0(9) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C14 C15 C16 121.6(9) . . ? C14 C15 H15 119.2 . . ? C16 C15 H15 119.2 . . ? C15 C16 C17 120.0(10) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C12 C17 C16 119.2(9) . . ? C12 C17 H17 120.4 . . ? C16 C17 H17 120.4 . . ? N4 C18 N3 112.2(6) . . ? N4 C18 C21 126.4(7) . . ? N3 C18 C21 121.3(6) . . ? C20 C19 N4 111.4(8) . . ? C20 C19 H19 124.3 . . ? N4 C19 H19 124.3 . . ? C19 C20 N3 104.6(7) . . ? C19 C20 H20 127.7 . . ? N3 C20 H20 127.7 . . ? C22 C21 C26 118.8(8) . . ? C22 C21 C18 121.1(7) . . ? C26 C21 C18 120.0(7) . . ? C21 C22 C23 119.9(9) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C24 C23 C22 120.5(9) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C23 C24 C25 121.6(9) . . ? C23 C24 H24 119.2 . . ? C25 C24 H24 119.2 . . ? C24 C25 C26 117.6(9) . . ? C24 C25 H25 121.2 . . ? C26 C25 H25 121.2 . . ? C21 C26 C25 121.4(8) . . ? C21 C26 H26 119.3 . . ? C25 C26 H26 119.3 . . ? C28 C27 N3 111.4(8) . . ? C28 C27 H27A 109.3 . . ? N3 C27 H27A 109.3 . . ? C28 C27 H27B 109.3 . . ? N3 C27 H27B 109.3 . . ? H27A C27 H27B 108.0 . . ? C27 C28 C29 113.6(8) . . ? C27 C28 H28A 108.8 . . ? C29 C28 H28A 108.8 . . ? C27 C28 H28B 108.8 . . ? C29 C28 H28B 108.8 . . ? H28A C28 H28B 107.7 . . ? C28 C29 C30 111.0(8) . . ? C28 C29 H29A 109.4 . . ? C30 C29 H29A 109.4 . . ? C28 C29 H29B 109.4 . . ? C30 C29 H29B 109.4 . . ? H29A C29 H29B 108.0 . . ? N2 C30 C29 111.4(7) . . ? N2 C30 H30A 109.3 . . ? C29 C30 H30A 109.3 . . ? N2 C30 H30B 109.3 . . ? C29 C30 H30B 109.3 . . ? H30A C30 H30B 108.0 . . ? C9 N1 C10 105.3(6) . . ? C9 N1 Cd1 139.1(5) . . ? C10 N1 Cd1 114.3(4) . . ? C9 N2 C11 107.2(6) . . ? C9 N2 C30 127.7(7) . . ? C11 N2 C30 124.7(7) . . ? C18 N3 C20 106.9(6) . . ? C18 N3 C27 125.8(6) . . ? C20 N3 C27 127.0(7) . . ? C18 N4 C19 104.8(7) . . ? C18 N4 Cd1 128.8(5) . 2 ? C19 N4 Cd1 125.4(6) . 2 ? C7 O1 Cd1 96.3(4) . . ? C7 O2 Cd1 87.8(4) . . ? C8 O3 Cd1 88.3(4) . 4_744 ? C8 O4 Cd1 97.5(4) . 4_744 ? C5 O5 H5 109.5 . . ? 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 C6 C1 C2 C3 0.7(9) . . . . ? C7 C1 C2 C3 -178.7(6) . . . . ? C1 C2 C3 C4 1.1(9) . . . . ? C1 C2 C3 C8 -175.4(6) . . . . ? C2 C3 C4 C5 -2.1(10) . . . . ? C8 C3 C4 C5 174.4(6) . . . . ? C3 C4 C5 C6 1.2(10) . . . . ? C3 C4 C5 O5 -179.5(6) . . . . ? O5 C5 C6 C1 -178.7(6) . . . . ? C4 C5 C6 C1 0.7(10) . . . . ? C2 C1 C6 C5 -1.6(10) . . . . ? C7 C1 C6 C5 177.8(6) . . . . ? C2 C1 C7 O2 -1.6(9) . . . . ? C6 C1 C7 O2 179.0(6) . . . . ? C2 C1 C7 O1 178.6(6) . . . . ? C6 C1 C7 O1 -0.8(9) . . . . ? N4 Cd1 C7 O2 -173.1(4) 2_554 . . . ? O1 Cd1 C7 O2 -179.2(6) . . . . ? O4 Cd1 C7 O2 45.8(4) 4_754 . . . ? N1 Cd1 C7 O2 -43.8(4) . . . . ? O3 Cd1 C7 O2 96.5(4) 4_754 . . . ? N4 Cd1 C7 O1 6.1(5) 2_554 . . . ? O4 Cd1 C7 O1 -135.0(4) 4_754 . . . ? N1 Cd1 C7 O1 135.4(4) . . . . ? O2 Cd1 C7 O1 179.2(6) . . . . ? O3 Cd1 C7 O1 -84.3(4) 4_754 . . . ? C2 C3 C8 O3 6.2(10) . . . . ? C4 C3 C8 O3 -170.2(7) . . . . ? C2 C3 C8 O4 -175.1(6) . . . . ? C4 C3 C8 O4 8.4(9) . . . . ? N1 C10 C11 N2 0.6(8) . . . . ? N1 C9 C12 C13 -65.4(10) . . . . ? N2 C9 C12 C13 113.8(9) . . . . ? N1 C9 C12 C17 116.2(9) . . . . ? N2 C9 C12 C17 -64.6(11) . . . . ? C17 C12 C13 C14 -3.7(12) . . . . ? C9 C12 C13 C14 177.8(7) . . . . ? C12 C13 C14 C15 3.3(12) . . . . ? C13 C14 C15 C16 -1.4(14) . . . . ? C14 C15 C16 C17 0.1(15) . . . . ? C13 C12 C17 C16 2.3(12) . . . . ? C9 C12 C17 C16 -179.2(7) . . . . ? C15 C16 C17 C12 -0.6(13) . . . . ? N4 C19 C20 N3 1.1(10) . . . . ? N4 C18 C21 C22 -108.9(9) . . . . ? N3 C18 C21 C22 74.1(10) . . . . ? N4 C18 C21 C26 75.3(10) . . . . ? N3 C18 C21 C26 -101.7(9) . . . . ? C26 C21 C22 C23 -0.1(13) . . . . ? C18 C21 C22 C23 -175.9(8) . . . . ? C21 C22 C23 C24 1.8(15) . . . . ? C22 C23 C24 C25 -0.9(16) . . . . ? C23 C24 C25 C26 -1.6(16) . . . . ? C22 C21 C26 C25 -2.5(13) . . . . ? C18 C21 C26 C25 173.4(8) . . . . ? C24 C25 C26 C21 3.3(15) . . . . ? N3 C27 C28 C29 -161.2(8) . . . . ? C27 C28 C29 C30 79.6(12) . . . . ? C28 C29 C30 N2 -176.2(8) . . . . ? N2 C9 N1 C10 -0.3(8) . . . . ? C12 C9 N1 C10 179.0(7) . . . . ? N2 C9 N1 Cd1 -166.4(5) . . . . ? C12 C9 N1 Cd1 12.9(12) . . . . ? C11 C10 N1 C9 -0.2(8) . . . . ? C11 C10 N1 Cd1 169.8(5) . . . . ? N4 Cd1 N1 C9 11.9(8) 2_554 . . . ? O1 Cd1 N1 C9 -103.7(7) . . . . ? O4 Cd1 N1 C9 114.1(8) 4_754 . . . ? O2 Cd1 N1 C9 -144.5(8) . . . . ? O3 Cd1 N1 C9 121.4(7) 4_754 . . . ? C7 Cd1 N1 C9 -126.0(7) . . . . ? N4 Cd1 N1 C10 -153.4(5) 2_554 . . . ? O1 Cd1 N1 C10 91.0(5) . . . . ? O4 Cd1 N1 C10 -51.2(5) 4_754 . . . ? O2 Cd1 N1 C10 50.3(5) . . . . ? O3 Cd1 N1 C10 -43.9(6) 4_754 . . . ? C7 Cd1 N1 C10 68.8(5) . . . . ? N1 C9 N2 C11 0.7(9) . . . . ? C12 C9 N2 C11 -178.6(7) . . . . ? N1 C9 N2 C30 173.6(7) . . . . ? C12 C9 N2 C30 -5.7(13) . . . . ? C10 C11 N2 C9 -0.8(8) . . . . ? C10 C11 N2 C30 -173.9(7) . . . . ? C29 C30 N2 C9 121.8(9) . . . . ? C29 C30 N2 C11 -66.5(11) . . . . ? N4 C18 N3 C20 -1.3(9) . . . . ? C21 C18 N3 C20 176.2(7) . . . . ? N4 C18 N3 C27 -175.8(7) . . . . ? C21 C18 N3 C27 1.6(12) . . . . ? C19 C20 N3 C18 0.1(10) . . . . ? C19 C20 N3 C27 174.5(8) . . . . ? C28 C27 N3 C18 93.5(10) . . . . ? C28 C27 N3 C20 -79.9(11) . . . . ? N3 C18 N4 C19 1.9(9) . . . . ? C21 C18 N4 C19 -175.4(7) . . . . ? N3 C18 N4 Cd1 -167.2(5) . . . 2 ? C21 C18 N4 Cd1 15.6(11) . . . 2 ? C20 C19 N4 C18 -1.8(10) . . . . ? C20 C19 N4 Cd1 167.7(6) . . . 2 ? O2 C7 O1 Cd1 0.8(7) . . . . ? C1 C7 O1 Cd1 -179.4(5) . . . . ? N4 Cd1 O1 C7 -175.0(4) 2_554 . . . ? O4 Cd1 O1 C7 63.4(5) 4_754 . . . ? N1 Cd1 O1 C7 -53.1(5) . . . . ? O2 Cd1 O1 C7 -0.4(4) . . . . ? O3 Cd1 O1 C7 97.6(4) 4_754 . . . ? O1 C7 O2 Cd1 -0.8(6) . . . . ? C1 C7 O2 Cd1 179.5(5) . . . . ? N4 Cd1 O2 C7 12.3(6) 2_554 . . . ? O1 Cd1 O2 C7 0.4(4) . . . . ? O4 Cd1 O2 C7 -141.2(4) 4_754 . . . ? N1 Cd1 O2 C7 137.2(4) . . . . ? O3 Cd1 O2 C7 -86.7(4) 4_754 . . . ? O4 C8 O3 Cd1 1.7(7) . . . 4_744 ? C3 C8 O3 Cd1 -179.7(6) . . . 4_744 ? O3 C8 O4 Cd1 -1.9(8) . . . 4_744 ? C3 C8 O4 Cd1 179.4(5) . . . 4_744 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H5 O4 0.82 1.92 2.664(7) 149.8 3_444 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.569 _refine_diff_density_min -0.623 _refine_diff_density_rms 0.092 data_6 _database_code_depnum_ccdc_archive 'CCDC 642530' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H24 N4 O4 Zn, H2 O' _chemical_formula_sum 'C26 H26 N4 O5 Zn' _chemical_formula_weight 539.88 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 Orthorhombic _symmetry_space_group_name_H-M Pna2(1) _symmetry_space_group_name_Hall 'P 2c -2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 17.042(5) _cell_length_b 10.357(4) _cell_length_c 14.270(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2518.7(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4460 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.424 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 1.019 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.73 _exptl_absorpt_correction_T_max 0.86 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 23481 _diffrn_reflns_av_R_equivalents 0.0456 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 27.47 _reflns_number_total 5732 _reflns_number_gt 4460 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'PROCESS-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _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^)+(0.0397P)^2^+0.1171P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.017(12) _refine_ls_number_reflns 5732 _refine_ls_number_parameters 331 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0540 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.0818 _refine_ls_wR_factor_gt 0.0759 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 1.086111(13) 0.77905(2) 0.89419(4) 0.03742(8) Uani 1 1 d . . . C1 C 1.23049(14) 0.6247(3) 0.8524(2) 0.0382(6) Uani 1 1 d . . . C2 C 1.25540(15) 0.7749(3) 0.9539(3) 0.0499(7) Uani 1 1 d . . . H2 H 1.2491 0.8457 0.9933 0.060 Uiso 1 1 calc R . . C3 C 1.32125(16) 0.7037(3) 0.9459(3) 0.0521(8) Uani 1 1 d . . . H3 H 1.3681 0.7160 0.9782 0.062 Uiso 1 1 calc R . . C4 C 1.18955(15) 0.5416(3) 0.7850(2) 0.0409(6) Uani 1 1 d . . . C5 C 1.19104(18) 0.4078(3) 0.7928(2) 0.0523(8) Uani 1 1 d . . . H5 H 1.2221 0.3689 0.8383 0.063 Uiso 1 1 calc R . . C6 C 1.1464(3) 0.3320(4) 0.7330(3) 0.0694(12) Uani 1 1 d . . . H6 H 1.1484 0.2426 0.7382 0.083 Uiso 1 1 calc R . . C7 C 1.0998(2) 0.3866(4) 0.6670(3) 0.0772(11) Uani 1 1 d . . . H7 H 1.0700 0.3352 0.6271 0.093 Uiso 1 1 calc R . . C8 C 1.0971(3) 0.5178(4) 0.6600(3) 0.0768(12) Uani 1 1 d . . . H8 H 1.0639 0.5555 0.6162 0.092 Uiso 1 1 calc R . . C9 C 1.1422(2) 0.5952(4) 0.7158(2) 0.0580(10) Uani 1 1 d . . . H9 H 1.1412 0.6842 0.7075 0.070 Uiso 1 1 calc R . . C10 C 1.36299(16) 0.5135(3) 0.8486(2) 0.0509(7) Uani 1 1 d . . . H10A H 1.4123 0.5564 0.8351 0.061 Uiso 1 1 calc R . . H10B H 1.3443 0.4743 0.7910 0.061 Uiso 1 1 calc R . . C11 C 1.37657(16) 0.4095(3) 0.9207(2) 0.0515(8) Uani 1 1 d . . . H11A H 1.3264 0.3752 0.9409 0.062 Uiso 1 1 calc R . . H11B H 1.4025 0.4466 0.9749 0.062 Uiso 1 1 calc R . . C12 C 1.42655(16) 0.3003(3) 0.8819(4) 0.0595(10) Uani 1 1 d . . . H12A H 1.4788 0.3320 0.8677 0.071 Uiso 1 1 calc R . . H12B H 1.4035 0.2677 0.8245 0.071 Uiso 1 1 calc R . . C13 C 1.43155(19) 0.1924(3) 0.9541(3) 0.0574(9) Uani 1 1 d . . . H13A H 1.4663 0.2190 1.0044 0.069 Uiso 1 1 calc R . . H13B H 1.3799 0.1783 0.9808 0.069 Uiso 1 1 calc R . . C14 C 1.52311(15) -0.0038(3) 0.9392(2) 0.0429(7) Uani 1 1 d . . . C15 C 1.41825(17) 0.0037(4) 0.8489(3) 0.0601(9) Uani 1 1 d . . . H15 H 1.3723 0.0308 0.8196 0.072 Uiso 1 1 calc R . . C16 C 1.45554(17) -0.1080(3) 0.8348(2) 0.0554(8) Uani 1 1 d . . . H16 H 1.4402 -0.1717 0.7928 0.066 Uiso 1 1 calc R . . C17 C 1.58361(15) 0.0318(3) 1.0073(2) 0.0444(7) Uani 1 1 d . . . C18 C 1.6137(2) -0.0626(4) 1.0668(2) 0.0555(9) Uani 1 1 d . . . H18 H 1.5928 -0.1455 1.0650 0.067 Uiso 1 1 calc R . . C19 C 1.6738(2) -0.0355(4) 1.1281(3) 0.0676(10) Uani 1 1 d . . . H19 H 1.6943 -0.1002 1.1661 0.081 Uiso 1 1 calc R . . C20 C 1.7036(2) 0.0888(4) 1.1330(3) 0.0785(11) Uani 1 1 d . . . H20 H 1.7436 0.1083 1.1750 0.094 Uiso 1 1 calc R . . C21 C 1.6735(2) 0.1841(5) 1.0748(3) 0.0727(12) Uani 1 1 d . . . H21 H 1.6926 0.2681 1.0787 0.087 Uiso 1 1 calc R . . C22 C 1.6155(2) 0.1544(4) 1.0116(3) 0.0585(9) Uani 1 1 d . . . H22 H 1.5974 0.2178 0.9709 0.070 Uiso 1 1 calc R . . C23 C 1.0717(3) 0.9576(5) 1.0422(3) 0.0578(11) Uani 1 1 d . . . C24 C 1.0316(2) 1.0229(4) 1.1229(2) 0.0501(9) Uani 1 1 d . . . H24 H 1.0554 1.0960 1.1479 0.060 Uiso 1 1 calc R . . C25 C 0.9664(2) 0.9847(4) 1.1605(2) 0.0507(10) Uani 1 1 d . . . H25 H 0.9427 0.9120 1.1349 0.061 Uiso 1 1 calc R . . C26 C 0.9260(2) 1.0476(4) 1.2412(3) 0.0434(9) Uani 1 1 d . . . N1 N 1.19904(10) 0.72629(17) 0.8947(3) 0.0399(4) Uani 1 1 d . . . N2 N 1.30561(11) 0.60942(19) 0.8808(2) 0.0442(6) Uani 1 1 d . . . N3 N 1.46035(14) 0.0707(2) 0.91433(18) 0.0509(7) Uani 1 1 d . . . N4 N 1.52035(10) -0.11416(19) 0.8924(3) 0.0440(5) Uani 1 1 d . . . O1 O 1.03793(17) 0.8630(3) 1.0040(2) 0.0617(7) Uani 1 1 d . . . O2 O 1.1346(2) 1.0002(4) 1.0174(3) 0.1097(14) Uani 1 1 d . . . O3 O 0.96095(14) 1.1377(3) 1.28344(19) 0.0533(7) Uani 1 1 d . . . O4 O 0.8594(2) 1.0126(4) 1.2601(3) 0.0888(11) Uani 1 1 d . . . O1W O 0.75967(13) 0.8841(2) 1.3861(3) 0.0855(7) Uani 1 1 d D . . H1A H 0.784(3) 0.906(5) 1.447(2) 0.128 Uiso 1 1 d D . . H1B H 0.790(3) 0.930(5) 1.348(3) 0.128 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.03144(12) 0.03295(14) 0.04788(15) 0.0003(2) 0.0010(2) 0.00200(10) C1 0.0321(11) 0.0326(15) 0.0499(14) 0.0060(12) 0.0028(12) 0.0036(10) C2 0.0406(15) 0.0341(15) 0.075(2) -0.0106(15) -0.0049(15) -0.0019(12) C3 0.0380(14) 0.0437(19) 0.074(2) -0.0047(16) -0.0091(15) -0.0028(13) C4 0.0357(13) 0.0406(16) 0.0464(15) 0.0021(13) 0.0040(13) 0.0063(12) C5 0.0494(16) 0.0407(18) 0.067(2) 0.0015(15) -0.0103(16) 0.0049(14) C6 0.079(3) 0.043(2) 0.086(3) -0.012(2) -0.019(2) 0.004(2) C7 0.086(3) 0.071(3) 0.075(2) -0.016(2) -0.028(2) 0.001(2) C8 0.098(3) 0.070(3) 0.062(2) 0.000(2) -0.032(2) 0.007(2) C9 0.077(3) 0.045(2) 0.052(2) 0.0051(16) -0.0072(19) 0.0122(19) C10 0.0353(13) 0.0439(18) 0.0736(19) 0.0018(15) 0.0078(14) 0.0084(12) C11 0.0428(13) 0.0469(17) 0.065(2) -0.0013(14) -0.0050(13) 0.0122(12) C12 0.0576(15) 0.0540(19) 0.067(3) 0.0037(19) 0.010(2) 0.0189(12) C13 0.0555(17) 0.050(2) 0.066(2) 0.0008(16) 0.0075(17) 0.0191(15) C14 0.0406(13) 0.0426(17) 0.0456(15) 0.0055(13) 0.0070(12) 0.0102(12) C15 0.0448(16) 0.058(2) 0.077(2) 0.0005(18) -0.0135(16) 0.0126(15) C16 0.0422(15) 0.054(2) 0.070(2) -0.0046(17) -0.0085(15) 0.0076(14) C17 0.0432(15) 0.0450(18) 0.0450(15) -0.0033(13) 0.0061(13) 0.0091(13) C18 0.067(2) 0.049(2) 0.050(2) -0.0036(16) -0.0036(17) 0.0107(17) C19 0.074(2) 0.069(3) 0.060(2) -0.0060(19) -0.0142(19) 0.0180(19) C20 0.069(2) 0.090(3) 0.077(3) -0.014(2) -0.017(2) 0.008(2) C21 0.067(3) 0.063(3) 0.087(3) -0.009(2) -0.001(2) -0.013(2) C22 0.0583(19) 0.052(2) 0.065(2) -0.0003(18) 0.0014(18) 0.0030(16) C23 0.067(3) 0.050(3) 0.056(2) 0.000(2) 0.012(2) 0.009(2) C24 0.059(2) 0.043(2) 0.049(2) -0.0074(17) 0.0027(19) 0.0009(18) C25 0.055(2) 0.043(2) 0.054(2) -0.0049(18) -0.0043(19) 0.0030(18) C26 0.0432(19) 0.044(2) 0.0431(19) -0.0043(17) 0.0014(15) 0.0049(17) N1 0.0309(8) 0.0321(9) 0.0568(11) 0.0028(16) 0.001(2) 0.0009(8) N2 0.0292(8) 0.0357(11) 0.0678(18) 0.0025(14) -0.0004(13) 0.0043(8) N3 0.0489(12) 0.0439(13) 0.060(2) -0.0005(12) -0.0007(12) 0.0163(10) N4 0.0411(9) 0.0398(11) 0.0511(11) -0.0020(18) 0.0013(17) 0.0071(8) O1 0.0690(17) 0.0545(19) 0.0615(16) -0.0178(15) 0.0089(16) 0.0066(15) O2 0.108(3) 0.091(3) 0.130(3) -0.039(2) 0.070(3) -0.028(2) O3 0.0427(13) 0.0518(17) 0.0654(16) -0.0113(14) 0.0056(14) 0.0057(12) O4 0.0644(18) 0.104(3) 0.098(2) -0.037(2) 0.0208(17) -0.0197(19) O1W 0.0653(13) 0.0783(17) 0.113(2) -0.015(2) 0.000(2) -0.0021(11) _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 1.971(3) 2_774 ? Zn1 O1 1.971(3) . ? Zn1 N1 2.0007(18) . ? Zn1 N4 2.0428(19) 4_455 ? C1 N1 1.325(3) . ? C1 N2 1.352(3) . ? C1 C4 1.468(4) . ? C2 C3 1.347(4) . ? C2 N1 1.375(4) . ? C2 H2 0.9300 . ? C3 N2 1.375(4) . ? C3 H3 0.9300 . ? C4 C9 1.391(4) . ? C4 C5 1.391(4) . ? C5 C6 1.388(5) . ? C5 H5 0.9300 . ? C6 C7 1.354(6) . ? C6 H6 0.9300 . ? C7 C8 1.364(6) . ? C7 H7 0.9300 . ? C8 C9 1.365(6) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 N2 1.468(3) . ? C10 C11 1.507(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.520(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.522(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 N3 1.467(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 N4 1.325(4) . ? C14 N3 1.365(3) . ? C14 C17 1.464(4) . ? C15 C16 1.335(4) . ? C15 N3 1.367(4) . ? C15 H15 0.9300 . ? C16 N4 1.378(4) . ? C16 H16 0.9300 . ? C17 C22 1.383(5) . ? C17 C18 1.392(5) . ? C18 C19 1.376(5) . ? C18 H18 0.9300 . ? C19 C20 1.386(6) . ? C19 H19 0.9300 . ? C20 C21 1.388(6) . ? C20 H20 0.9300 . ? C21 C22 1.373(5) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 O2 1.212(5) . ? C23 O1 1.261(5) . ? C23 C24 1.500(6) . ? C24 C25 1.296(4) . ? C24 H24 0.9300 . ? C25 C26 1.492(6) . ? C25 H25 0.9300 . ? C26 O4 1.221(5) . ? C26 O3 1.260(5) . ? N4 Zn1 2.0428(19) 4 ? O3 Zn1 1.971(3) 2_775 ? O1W H1A 0.98(3) . ? O1W H1B 0.89(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O1 105.97(8) 2_774 . ? O3 Zn1 N1 120.91(13) 2_774 . ? O1 Zn1 N1 121.22(14) . . ? O3 Zn1 N4 97.61(12) 2_774 4_455 ? O1 Zn1 N4 98.62(13) . 4_455 ? N1 Zn1 N4 107.43(8) . 4_455 ? N1 C1 N2 109.9(2) . . ? N1 C1 C4 124.8(2) . . ? N2 C1 C4 125.3(2) . . ? C3 C2 N1 109.3(3) . . ? C3 C2 H2 125.4 . . ? N1 C2 H2 125.4 . . ? C2 C3 N2 106.5(3) . . ? C2 C3 H3 126.7 . . ? N2 C3 H3 126.7 . . ? C9 C4 C5 117.7(3) . . ? C9 C4 C1 120.5(3) . . ? C5 C4 C1 121.5(3) . . ? C6 C5 C4 120.3(3) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C7 C6 C5 120.9(4) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C8 119.1(4) . . ? C6 C7 H7 120.5 . . ? C8 C7 H7 120.5 . . ? C7 C8 C9 121.6(4) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? C8 C9 C4 120.4(4) . . ? C8 C9 H9 119.8 . . ? C4 C9 H9 119.8 . . ? N2 C10 C11 111.9(3) . . ? N2 C10 H10A 109.2 . . ? C11 C10 H10A 109.2 . . ? N2 C10 H10B 109.2 . . ? C11 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C10 C11 C12 111.7(3) . . ? C10 C11 H11A 109.3 . . ? C12 C11 H11A 109.3 . . ? C10 C11 H11B 109.3 . . ? C12 C11 H11B 109.3 . . ? H11A C11 H11B 107.9 . . ? C11 C12 C13 109.4(4) . . ? C11 C12 H12A 109.8 . . ? C13 C12 H12A 109.8 . . ? C11 C12 H12B 109.8 . . ? C13 C12 H12B 109.8 . . ? H12A C12 H12B 108.3 . . ? N3 C13 C12 112.8(3) . . ? N3 C13 H13A 109.0 . . ? C12 C13 H13A 109.0 . . ? N3 C13 H13B 109.0 . . ? C12 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? N4 C14 N3 109.2(2) . . ? N4 C14 C17 125.2(2) . . ? N3 C14 C17 125.6(3) . . ? C16 C15 N3 107.0(3) . . ? C16 C15 H15 126.5 . . ? N3 C15 H15 126.5 . . ? C15 C16 N4 109.4(3) . . ? C15 C16 H16 125.3 . . ? N4 C16 H16 125.3 . . ? C22 C17 C18 118.2(3) . . ? C22 C17 C14 122.5(3) . . ? C18 C17 C14 119.2(3) . . ? C19 C18 C17 121.2(4) . . ? C19 C18 H18 119.4 . . ? C17 C18 H18 119.4 . . ? C18 C19 C20 119.6(4) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? C19 C20 C21 119.7(4) . . ? C19 C20 H20 120.1 . . ? C21 C20 H20 120.1 . . ? C22 C21 C20 119.9(4) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C21 C22 C17 121.2(4) . . ? C21 C22 H22 119.4 . . ? C17 C22 H22 119.4 . . ? O2 C23 O1 124.1(4) . . ? O2 C23 C24 117.5(4) . . ? O1 C23 C24 118.4(4) . . ? C25 C24 C23 124.8(3) . . ? C25 C24 H24 117.6 . . ? C23 C24 H24 117.6 . . ? C24 C25 C26 125.6(3) . . ? C24 C25 H25 117.2 . . ? C26 C25 H25 117.2 . . ? O4 C26 O3 123.6(4) . . ? O4 C26 C25 118.0(4) . . ? O3 C26 C25 118.3(4) . . ? C1 N1 C2 106.7(2) . . ? C1 N1 Zn1 127.2(2) . . ? C2 N1 Zn1 125.1(2) . . ? C1 N2 C3 107.6(2) . . ? C1 N2 C10 128.1(3) . . ? C3 N2 C10 124.3(2) . . ? C14 N3 C15 107.6(2) . . ? C14 N3 C13 130.3(3) . . ? C15 N3 C13 121.6(3) . . ? C14 N4 C16 106.8(2) . . ? C14 N4 Zn1 134.1(2) . 4 ? C16 N4 Zn1 119.1(2) . 4 ? C23 O1 Zn1 119.8(3) . . ? C26 O3 Zn1 121.0(2) . 2_775 ? H1A O1W H1B 100(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 C2 C3 N2 0.0(4) . . . . ? N1 C1 C4 C9 42.8(4) . . . . ? N2 C1 C4 C9 -137.1(3) . . . . ? N1 C1 C4 C5 -131.4(3) . . . . ? N2 C1 C4 C5 48.6(4) . . . . ? C9 C4 C5 C6 0.0(5) . . . . ? C1 C4 C5 C6 174.4(3) . . . . ? C4 C5 C6 C7 -1.0(6) . . . . ? C5 C6 C7 C8 -0.1(7) . . . . ? C6 C7 C8 C9 2.1(7) . . . . ? C7 C8 C9 C4 -3.2(6) . . . . ? C5 C4 C9 C8 2.0(5) . . . . ? C1 C4 C9 C8 -172.4(3) . . . . ? N2 C10 C11 C12 171.7(3) . . . . ? C10 C11 C12 C13 -174.4(3) . . . . ? C11 C12 C13 N3 164.8(3) . . . . ? N3 C15 C16 N4 1.3(4) . . . . ? N4 C14 C17 C22 138.8(3) . . . . ? N3 C14 C17 C22 -41.8(4) . . . . ? N4 C14 C17 C18 -37.4(4) . . . . ? N3 C14 C17 C18 142.0(3) . . . . ? C22 C17 C18 C19 -0.2(5) . . . . ? C14 C17 C18 C19 176.2(3) . . . . ? C17 C18 C19 C20 1.8(6) . . . . ? C18 C19 C20 C21 -1.1(6) . . . . ? C19 C20 C21 C22 -1.3(6) . . . . ? C20 C21 C22 C17 3.0(6) . . . . ? C18 C17 C22 C21 -2.2(5) . . . . ? C14 C17 C22 C21 -178.5(3) . . . . ? O2 C23 C24 C25 -176.3(4) . . . . ? O1 C23 C24 C25 4.1(6) . . . . ? C23 C24 C25 C26 179.5(5) . . . . ? C24 C25 C26 O4 169.4(4) . . . . ? C24 C25 C26 O3 -7.5(5) . . . . ? N2 C1 N1 C2 -1.8(4) . . . . ? C4 C1 N1 C2 178.3(3) . . . . ? N2 C1 N1 Zn1 -170.3(2) . . . . ? C4 C1 N1 Zn1 9.7(5) . . . . ? C3 C2 N1 C1 1.1(4) . . . . ? C3 C2 N1 Zn1 169.9(2) . . . . ? O3 Zn1 N1 C1 -76.2(3) 2_774 . . . ? O1 Zn1 N1 C1 146.3(3) . . . . ? N4 Zn1 N1 C1 34.3(4) 4_455 . . . ? O3 Zn1 N1 C2 117.3(3) 2_774 . . . ? O1 Zn1 N1 C2 -20.3(3) . . . . ? N4 Zn1 N1 C2 -132.2(3) 4_455 . . . ? N1 C1 N2 C3 1.8(3) . . . . ? C4 C1 N2 C3 -178.2(3) . . . . ? N1 C1 N2 C10 -176.9(3) . . . . ? C4 C1 N2 C10 3.1(5) . . . . ? C2 C3 N2 C1 -1.1(4) . . . . ? C2 C3 N2 C10 177.7(3) . . . . ? C11 C10 N2 C1 -106.1(4) . . . . ? C11 C10 N2 C3 75.4(4) . . . . ? N4 C14 N3 C15 -0.8(3) . . . . ? C17 C14 N3 C15 179.7(3) . . . . ? N4 C14 N3 C13 171.4(3) . . . . ? C17 C14 N3 C13 -8.1(5) . . . . ? C16 C15 N3 C14 -0.3(4) . . . . ? C16 C15 N3 C13 -173.3(3) . . . . ? C12 C13 N3 C14 123.0(3) . . . . ? C12 C13 N3 C15 -65.7(4) . . . . ? N3 C14 N4 C16 1.6(3) . . . . ? C17 C14 N4 C16 -178.9(3) . . . . ? N3 C14 N4 Zn1 -175.6(2) . . . 4 ? C17 C14 N4 Zn1 3.9(5) . . . 4 ? C15 C16 N4 C14 -1.8(4) . . . . ? C15 C16 N4 Zn1 175.9(2) . . . 4 ? O2 C23 O1 Zn1 -2.2(7) . . . . ? C24 C23 O1 Zn1 177.3(3) . . . . ? O3 Zn1 O1 C23 -93.8(3) 2_774 . . . ? N1 Zn1 O1 C23 49.2(4) . . . . ? N4 Zn1 O1 C23 165.7(3) 4_455 . . . ? O4 C26 O3 Zn1 6.0(6) . . . 2_775 ? C25 C26 O3 Zn1 -177.3(2) . . . 2_775 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1B O4 0.89(3) 1.92(3) 2.810(5) 174(5) . O1W H1A O2 0.98(3) 1.98(4) 2.863(5) 149(4) 2_775 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.326 _refine_diff_density_min -0.357 _refine_diff_density_rms 0.044 #=============End #============================================================================== data_bbip _database_code_depnum_ccdc_archive 'CCDC 661191' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,1'-(1,4-butanediyl)bis(imidazole-2-phenyl)dihydrate ; _chemical_name_common 1,1'-(1,4-butanediyl)bis(imidazole-2-phenyl)dihydrate _chemical_melting_point ? _chemical_formula_moiety 'C22 H22 N4, 2(H2 O)' _chemical_formula_sum 'C22 H26 N4 O2' _chemical_formula_weight 378.47 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' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(2)/n _symmetry_space_group_name_Hall '-P 4bc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y, x+1/2, z+1/2' 'y+1/2, -x, z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y, -x-1/2, -z-1/2' '-y-1/2, x, -z-1/2' _cell_length_a 16.091(6) _cell_length_b 16.091(6) _cell_length_c 8.041(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2082.0(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1206 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.207 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.885 _exptl_absorpt_correction_T_max 0.930 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 18819 _diffrn_reflns_av_R_equivalents 0.0821 _diffrn_reflns_av_sigmaI/netI 0.0468 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2381 _reflns_number_gt 1206 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART (Bruker, 1997)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material SHELXL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0381P)^2^+0.5716P] 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 2381 _refine_ls_number_parameters 133 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1678 _refine_ls_R_factor_gt 0.0847 _refine_ls_wR_factor_ref 0.1511 _refine_ls_wR_factor_gt 0.1273 _refine_ls_goodness_of_fit_ref 1.107 _refine_ls_restrained_S_all 1.107 _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 0.13590(14) 0.04510(17) 0.5659(3) 0.0627(7) Uani 1 1 d . . . C2 C 0.12637(16) 0.15236(18) 0.7321(4) 0.0746(8) Uani 1 1 d . . . H2 H 0.1177 0.1859 0.8246 0.090 Uiso 1 1 calc R . . C3 C 0.14989(17) 0.17705(18) 0.5802(4) 0.0795(8) Uani 1 1 d . . . H3 H 0.1605 0.2319 0.5503 0.095 Uiso 1 1 calc R . . C4 C 0.13377(16) -0.03946(16) 0.4989(3) 0.0641(7) Uani 1 1 d . . . C5 C 0.1935(2) -0.0631(2) 0.3847(4) 0.0914(9) Uani 1 1 d . . . H5 H 0.2360 -0.0265 0.3571 0.110 Uiso 1 1 calc R . . C6 C 0.1907(3) -0.1401(2) 0.3118(5) 0.1207(13) Uani 1 1 d . . . H6 H 0.2311 -0.1552 0.2350 0.145 Uiso 1 1 calc R . . C7 C 0.1288(3) -0.1947(2) 0.3515(5) 0.1191(13) Uani 1 1 d . . . H7 H 0.1271 -0.2469 0.3018 0.143 Uiso 1 1 calc R . . C8 C 0.0696(2) -0.1726(2) 0.4636(5) 0.0986(10) Uani 1 1 d . . . H8 H 0.0277 -0.2099 0.4913 0.118 Uiso 1 1 calc R . . C9 C 0.07155(16) -0.09570(18) 0.5361(4) 0.0761(8) Uani 1 1 d . . . H9 H 0.0303 -0.0810 0.6117 0.091 Uiso 1 1 calc R . . C10 C 0.09818(14) 0.01607(17) 0.8677(3) 0.0685(7) Uani 1 1 d . . . H10A H 0.1345 0.0311 0.9591 0.082 Uiso 1 1 calc R . . H10B H 0.1087 -0.0417 0.8401 0.082 Uiso 1 1 calc R . . C11 C 0.00854(15) 0.02554(17) 0.9226(3) 0.0693(7) Uani 1 1 d . . . H11A H -0.0030 0.0836 0.9453 0.083 Uiso 1 1 calc R . . H11B H -0.0281 0.0076 0.8337 0.083 Uiso 1 1 calc R . . N1 N 0.11771(12) 0.06791(13) 0.7239(3) 0.0641(6) Uani 1 1 d . . . N2 N 0.15616(13) 0.11071(14) 0.4754(3) 0.0726(6) Uani 1 1 d . . . O1W O 0.1258(2) 0.16444(15) 0.1493(3) 0.1319(10) Uani 1 1 d D . . H1A H 0.138(3) 0.143(3) 0.253(3) 0.198 Uiso 1 1 d D . . H1B H 0.127(3) 0.221(3) 0.158(6) 0.198 Uiso 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 0.0566(15) 0.0812(19) 0.0502(15) 0.0075(15) 0.0037(12) -0.0032(13) C2 0.0805(19) 0.079(2) 0.0641(19) -0.0003(16) 0.0072(15) -0.0069(14) C3 0.093(2) 0.0782(19) 0.0671(19) 0.0066(16) 0.0096(16) -0.0142(15) C4 0.0633(16) 0.0727(17) 0.0562(16) 0.0112(13) -0.0002(14) 0.0007(13) C5 0.097(2) 0.087(2) 0.091(2) 0.0040(18) 0.0239(19) -0.0052(17) C6 0.146(3) 0.092(3) 0.124(3) -0.010(2) 0.047(3) 0.008(2) C7 0.152(4) 0.079(2) 0.127(3) -0.009(2) 0.016(3) -0.006(2) C8 0.102(3) 0.079(2) 0.115(3) 0.011(2) -0.005(2) -0.0109(18) C9 0.0655(17) 0.079(2) 0.084(2) 0.0153(16) -0.0030(15) -0.0027(14) C10 0.0585(16) 0.0949(19) 0.0522(15) 0.0200(14) 0.0037(13) 0.0030(13) C11 0.0612(16) 0.092(2) 0.0544(16) 0.0184(14) 0.0070(13) 0.0044(13) N1 0.0597(13) 0.0820(16) 0.0508(13) 0.0103(11) 0.0051(10) -0.0036(11) N2 0.0838(16) 0.0785(15) 0.0556(13) 0.0082(13) 0.0101(12) -0.0121(12) O1W 0.233(3) 0.0944(17) 0.0680(15) 0.0058(14) -0.0006(18) 0.0156(19) _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 N2 1.323(3) . ? C1 N1 1.355(3) . ? C1 C4 1.464(3) . ? C2 C3 1.339(4) . ? C2 N1 1.368(3) . ? C2 H2 0.9300 . ? C3 N2 1.364(3) . ? C3 H3 0.9300 . ? C4 C5 1.383(4) . ? C4 C9 1.382(3) . ? C5 C6 1.371(4) . ? C5 H5 0.9300 . ? C6 C7 1.366(5) . ? C6 H6 0.9300 . ? C7 C8 1.359(5) . ? C7 H7 0.9300 . ? C8 C9 1.369(4) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 N1 1.460(3) . ? C10 C11 1.516(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C11 1.516(4) 5_557 ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? O1W H1A 0.922(19) . ? O1W H1B 0.92(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 N1 110.7(2) . . ? N2 C1 C4 123.0(2) . . ? N1 C1 C4 126.3(2) . . ? C3 C2 N1 106.3(3) . . ? C3 C2 H2 126.9 . . ? N1 C2 H2 126.9 . . ? C2 C3 N2 110.6(3) . . ? C2 C3 H3 124.7 . . ? N2 C3 H3 124.7 . . ? C5 C4 C9 117.8(3) . . ? C5 C4 C1 119.0(2) . . ? C9 C4 C1 123.1(2) . . ? C6 C5 C4 120.6(3) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C7 C6 C5 120.4(3) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C8 C7 C6 119.8(4) . . ? C8 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? C7 C8 C9 120.3(3) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? C8 C9 C4 121.1(3) . . ? C8 C9 H9 119.5 . . ? C4 C9 H9 119.5 . . ? N1 C10 C11 112.20(19) . . ? N1 C10 H10A 109.2 . . ? C11 C10 H10A 109.2 . . ? N1 C10 H10B 109.2 . . ? C11 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C11 C11 C10 110.9(2) 5_557 . ? C11 C11 H11A 109.5 5_557 . ? C10 C11 H11A 109.5 . . ? C11 C11 H11B 109.5 5_557 . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 108.0 . . ? C1 N1 C2 107.0(2) . . ? C1 N1 C10 129.4(2) . . ? C2 N1 C10 123.5(2) . . ? C1 N2 C3 105.4(2) . . ? H1A O1W H1B 107(4) . . ? 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 C2 C3 N2 0.2(3) . . . . ? N2 C1 C4 C5 37.7(4) . . . . ? N1 C1 C4 C5 -142.7(3) . . . . ? N2 C1 C4 C9 -138.1(3) . . . . ? N1 C1 C4 C9 41.5(4) . . . . ? C9 C4 C5 C6 -0.2(5) . . . . ? C1 C4 C5 C6 -176.1(3) . . . . ? C4 C5 C6 C7 -0.2(6) . . . . ? C5 C6 C7 C8 0.1(6) . . . . ? C6 C7 C8 C9 0.4(6) . . . . ? C7 C8 C9 C4 -0.8(5) . . . . ? C5 C4 C9 C8 0.7(4) . . . . ? C1 C4 C9 C8 176.5(3) . . . . ? N1 C10 C11 C11 -177.0(3) . . . 5_557 ? N2 C1 N1 C2 0.6(3) . . . . ? C4 C1 N1 C2 -179.1(2) . . . . ? N2 C1 N1 C10 -175.2(2) . . . . ? C4 C1 N1 C10 5.2(4) . . . . ? C3 C2 N1 C1 -0.5(3) . . . . ? C3 C2 N1 C10 175.6(2) . . . . ? C11 C10 N1 C1 -111.8(3) . . . . ? C11 C10 N1 C2 73.0(3) . . . . ? N1 C1 N2 C3 -0.4(3) . . . . ? C4 C1 N2 C3 179.2(2) . . . . ? C2 C3 N2 C1 0.1(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1A N2 0.922(19) 1.88(2) 2.804(3) 174(4) . O1W H1B N2 0.92(5) 2.26(5) 3.065(3) 146(4) 7_566 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.103 _refine_diff_density_min -0.118 _refine_diff_density_rms 0.026