# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jian-Ping Lang' _publ_contact_author_email JPLANG@SUDA.EDU.CN _publ_section_title ; How do substituent groups in the 5-position of 1,3-benzenedicarboxylate affect the construction of supramolecular frameworks? ; loop_ _publ_author_name 'Jian-Ping Lang' 'Ni-Ya Li' 'Hong-Xi Li' 'Dong Liu' 'Lei-Lei Liu' 'Zhi-Gang Ren' 'He-Ming Wang' # Attachment 'JPLangCIF.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 749194' #TrackingRef 'JPLangCIF.cif' #========================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H22 N2 O6 Zn' _chemical_formula_sum 'C28 H22 N2 O6 Zn' _chemical_formula_weight 547.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6852(19) _cell_length_b 10.650(2) _cell_length_c 12.977(3) _cell_angle_alpha 112.61(3) _cell_angle_beta 90.52(3) _cell_angle_gamma 104.61(3) _cell_volume 1187.3(6) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5251 _cell_measurement_theta_min 3.2372 _cell_measurement_theta_max 27.4778 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.533 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 564 _exptl_absorpt_coefficient_mu 1.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6414 _exptl_absorpt_correction_T_max 0.8289 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku MercuryCCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 11425 _diffrn_reflns_av_R_equivalents 0.0391 _diffrn_reflns_av_sigmaI/netI 0.0606 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5327 _reflns_number_gt 4326 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0386P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5327 _refine_ls_number_parameters 342 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0547 _refine_ls_R_factor_gt 0.0420 _refine_ls_wR_factor_ref 0.0894 _refine_ls_wR_factor_gt 0.0832 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.73857(3) 0.40908(3) 0.34875(2) 0.03061(10) Uani 1 1 d . . . C1 C 0.5519(2) 0.3048(3) 0.4896(2) 0.0370(6) Uani 1 1 d . . . H1 H 0.4917 0.3457 0.4634 0.044 Uiso 1 1 calc R . . C2 C 0.5031(3) 0.2440(3) 0.5626(2) 0.0406(6) Uani 1 1 d . . . H2 H 0.4112 0.2440 0.5854 0.049 Uiso 1 1 calc R . . C3 C 0.5885(3) 0.1820(3) 0.6034(2) 0.0359(6) Uani 1 1 d . . . C4 C 0.7216(3) 0.1852(3) 0.5649(2) 0.0430(7) Uani 1 1 d . . . H4 H 0.7828 0.1432 0.5887 0.052 Uiso 1 1 calc R . . C5 C 0.7649(3) 0.2491(3) 0.4923(2) 0.0409(6) Uani 1 1 d . . . H5 H 0.8567 0.2511 0.4687 0.049 Uiso 1 1 calc R . . C6 C 0.5437(3) 0.1160(3) 0.6827(2) 0.0427(6) Uani 1 1 d . . . H6 H 0.5889 0.0494 0.6871 0.051 Uiso 1 1 calc R . . C7 C 0.4438(3) 0.1454(3) 0.7476(2) 0.0414(6) Uani 1 1 d . . . H7 H 0.4026 0.2137 0.7414 0.050 Uiso 1 1 calc R . . C8 C 0.3873(3) 0.0862(3) 0.8288(2) 0.0394(6) Uani 1 1 d . . . C9 C 0.2976(3) 0.1494(3) 0.9008(2) 0.0462(7) Uani 1 1 d . . . H9 H 0.2783 0.2304 0.8980 0.055 Uiso 1 1 calc R . . C10 C 0.2355(3) 0.0974(3) 0.9765(2) 0.0461(7) Uani 1 1 d . . . H10 H 0.1764 0.1440 1.0254 0.055 Uiso 1 1 calc R . . C11 C 0.2599(3) -0.0250(3) 0.9809(2) 0.0380(6) Uani 1 1 d . . . C12 C 0.3500(3) -0.0902(3) 0.9078(2) 0.0440(7) Uani 1 1 d . . . H12 H 0.3672 -0.1725 0.9093 0.053 Uiso 1 1 calc R . . C13 C 0.4141(3) -0.0355(3) 0.8334(2) 0.0421(6) Uani 1 1 d . . . H13 H 0.4757 -0.0798 0.7858 0.050 Uiso 1 1 calc R . . C14 C 0.1926(3) -0.0859(3) 1.0578(2) 0.0412(6) Uani 1 1 d . . . H14 H 0.1981 -0.1773 1.0457 0.049 Uiso 1 1 calc R . . C15 C 0.1247(3) -0.0244(3) 1.1429(2) 0.0443(7) Uani 1 1 d . . . H15 H 0.1252 0.0695 1.1583 0.053 Uiso 1 1 calc R . . C16 C 0.0491(3) -0.0888(3) 1.2148(2) 0.0382(6) Uani 1 1 d . . . C17 C -0.0090(3) -0.0098(3) 1.3069(2) 0.0505(7) Uani 1 1 d . . . H17 H 0.0026 0.0868 1.3248 0.061 Uiso 1 1 calc R . . C18 C -0.0835(3) -0.0734(3) 1.3720(2) 0.0470(7) Uani 1 1 d . . . H18 H -0.1220 -0.0174 1.4335 0.056 Uiso 1 1 calc R . . C19 C -0.0504(3) -0.2846(3) 1.2637(2) 0.0414(6) Uani 1 1 d . . . H19 H -0.0653 -0.3814 1.2469 0.050 Uiso 1 1 calc R . . C20 C 0.0260(3) -0.2307(3) 1.1937(2) 0.0416(6) Uani 1 1 d . . . H20 H 0.0620 -0.2897 1.1322 0.050 Uiso 1 1 calc R . . C21 C 0.3806(2) 0.4422(2) 0.18865(18) 0.0266(5) Uani 1 1 d . . . C22 C 0.2681(2) 0.4028(2) 0.24599(18) 0.0269(5) Uani 1 1 d . . . H22 H 0.2847 0.3737 0.3036 0.032 Uiso 1 1 calc R . . C23 C 0.1308(2) 0.4069(2) 0.21743(18) 0.0249(5) Uani 1 1 d . . . C24 C 0.1066(2) 0.4464(3) 0.12980(19) 0.0284(5) Uani 1 1 d . . . H24 H 0.0130 0.4444 0.1079 0.034 Uiso 1 1 calc R . . C25 C 0.2192(2) 0.4887(3) 0.07461(19) 0.0294(5) Uani 1 1 d . . . C26 C 0.3566(2) 0.4891(3) 0.10574(19) 0.0291(5) Uani 1 1 d . . . H26 H 0.4339 0.5214 0.0706 0.035 Uiso 1 1 calc R . . C27 C 0.5314(2) 0.4388(3) 0.21593(19) 0.0299(5) Uani 1 1 d . . . C28 C 0.0104(2) 0.3758(2) 0.28462(19) 0.0261(5) Uani 1 1 d . . . N1 N 0.6820(2) 0.3090(2) 0.45333(16) 0.0304(4) Uani 1 1 d . . . N2 N -0.1044(2) -0.2097(2) 1.35311(17) 0.0372(5) Uani 1 1 d . . . O1 O 0.7909(2) 0.6136(2) 0.45895(17) 0.0380(5) Uani 1 1 d . . . H1W H 0.845(4) 0.623(3) 0.508(3) 0.071(12) Uiso 1 1 d . . . H2W H 0.820(4) 0.668(4) 0.433(3) 0.066(12) Uiso 1 1 d . . . O2 O 0.54585(16) 0.38659(19) 0.28759(14) 0.0359(4) Uani 1 1 d . . . O3 O 0.63018(17) 0.4868(2) 0.17077(16) 0.0490(5) Uani 1 1 d . . . O4 O -0.10924(16) 0.38952(18) 0.25476(14) 0.0335(4) Uani 1 1 d . . . O5 O 0.02973(16) 0.3426(2) 0.36375(14) 0.0385(4) Uani 1 1 d . . . O6 O 0.19032(17) 0.5325(2) -0.00748(14) 0.0407(5) Uani 1 1 d . . . H6A H 0.2650 0.5529 -0.0355 0.061 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 0.01944(14) 0.0508(2) 0.03696(17) 0.03178(15) 0.00969(11) 0.01277(13) C1 0.0278(12) 0.0555(17) 0.0440(14) 0.0336(13) 0.0132(11) 0.0165(12) C2 0.0296(13) 0.0606(18) 0.0446(15) 0.0339(14) 0.0187(12) 0.0134(13) C3 0.0390(14) 0.0400(15) 0.0346(13) 0.0240(12) 0.0076(11) 0.0063(12) C4 0.0392(14) 0.0605(19) 0.0528(16) 0.0435(15) 0.0146(13) 0.0197(14) C5 0.0304(13) 0.0619(19) 0.0501(16) 0.0394(15) 0.0143(12) 0.0181(13) C6 0.0418(15) 0.0502(17) 0.0457(15) 0.0293(14) 0.0113(13) 0.0122(13) C7 0.0444(15) 0.0450(16) 0.0415(15) 0.0244(13) 0.0092(13) 0.0122(13) C8 0.0417(15) 0.0393(15) 0.0387(14) 0.0234(12) 0.0053(12) 0.0014(12) C9 0.0610(18) 0.0447(17) 0.0446(16) 0.0275(14) 0.0196(14) 0.0184(15) C10 0.0598(18) 0.0472(17) 0.0388(15) 0.0242(13) 0.0172(13) 0.0158(15) C11 0.0416(14) 0.0418(16) 0.0324(13) 0.0220(12) 0.0075(11) 0.0030(12) C12 0.0512(16) 0.0446(17) 0.0397(15) 0.0242(13) 0.0102(13) 0.0074(14) C13 0.0429(15) 0.0501(17) 0.0340(14) 0.0182(13) 0.0139(12) 0.0116(13) C14 0.0484(16) 0.0412(16) 0.0401(15) 0.0254(13) 0.0127(12) 0.0077(13) C15 0.0630(18) 0.0361(15) 0.0384(14) 0.0236(13) 0.0137(13) 0.0073(14) C16 0.0477(15) 0.0399(15) 0.0353(13) 0.0237(12) 0.0141(12) 0.0118(13) C17 0.079(2) 0.0374(16) 0.0430(16) 0.0238(13) 0.0228(15) 0.0167(15) C18 0.0657(19) 0.0450(17) 0.0393(15) 0.0228(13) 0.0228(14) 0.0202(15) C19 0.0496(16) 0.0419(16) 0.0456(15) 0.0291(13) 0.0206(13) 0.0154(13) C20 0.0508(16) 0.0417(16) 0.0429(15) 0.0254(13) 0.0212(13) 0.0168(13) C21 0.0179(10) 0.0391(14) 0.0287(11) 0.0190(10) 0.0045(9) 0.0091(10) C22 0.0226(11) 0.0378(14) 0.0282(11) 0.0195(10) 0.0065(9) 0.0116(10) C23 0.0200(10) 0.0319(13) 0.0283(11) 0.0168(10) 0.0060(9) 0.0090(10) C24 0.0188(10) 0.0419(14) 0.0329(12) 0.0218(11) 0.0051(9) 0.0115(10) C25 0.0280(12) 0.0417(15) 0.0296(12) 0.0237(11) 0.0076(10) 0.0135(11) C26 0.0220(11) 0.0429(15) 0.0313(12) 0.0228(11) 0.0110(10) 0.0108(11) C27 0.0209(11) 0.0448(15) 0.0321(12) 0.0220(11) 0.0076(10) 0.0122(11) C28 0.0188(10) 0.0328(13) 0.0322(12) 0.0187(10) 0.0055(9) 0.0075(10) N1 0.0259(10) 0.0440(12) 0.0329(10) 0.0274(10) 0.0100(8) 0.0099(9) N2 0.0406(12) 0.0452(14) 0.0359(11) 0.0255(10) 0.0140(10) 0.0139(11) O1 0.0348(10) 0.0512(13) 0.0389(11) 0.0308(10) 0.0066(9) 0.0100(9) O2 0.0218(8) 0.0608(12) 0.0423(10) 0.0355(9) 0.0089(7) 0.0165(8) O3 0.0229(8) 0.0933(16) 0.0591(12) 0.0569(12) 0.0176(8) 0.0210(10) O4 0.0199(8) 0.0545(11) 0.0422(9) 0.0332(9) 0.0119(7) 0.0150(8) O5 0.0256(8) 0.0658(13) 0.0415(10) 0.0396(9) 0.0093(7) 0.0128(9) O6 0.0283(9) 0.0763(14) 0.0437(10) 0.0460(10) 0.0153(8) 0.0230(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O4 1.9225(16) 1_655 ? Zn1 O2 1.9424(16) . ? Zn1 O1 2.020(2) . ? Zn1 N1 2.027(2) . ? C1 N1 1.345(3) . ? C1 C2 1.367(3) . ? C1 H1 0.9400 . ? C2 C3 1.391(3) . ? C2 H2 0.9400 . ? C3 C4 1.384(3) . ? C3 C6 1.468(3) . ? C4 C5 1.373(3) . ? C4 H4 0.9400 . ? C5 N1 1.344(3) . ? C5 H5 0.9400 . ? C6 C7 1.307(4) . ? C6 H6 0.9400 . ? C7 C8 1.469(4) . ? C7 H7 0.9400 . ? C8 C9 1.381(4) . ? C8 C13 1.407(4) . ? C9 C10 1.376(4) . ? C9 H9 0.9400 . ? C10 C11 1.403(4) . ? C10 H10 0.9400 . ? C11 C12 1.399(4) . ? C11 C14 1.463(3) . ? C12 C13 1.386(4) . ? C12 H12 0.9400 . ? C13 H13 0.9400 . ? C14 C15 1.325(4) . ? C14 H14 0.9400 . ? C15 C16 1.459(3) . ? C15 H15 0.9400 . ? C16 C20 1.385(4) . ? C16 C17 1.389(3) . ? C17 C18 1.377(4) . ? C17 H17 0.9400 . ? C18 N2 1.336(3) . ? C18 H18 0.9400 . ? C19 N2 1.329(3) . ? C19 C20 1.378(3) . ? C19 H19 0.9400 . ? C20 H20 0.9400 . ? C21 C26 1.389(3) . ? C21 C22 1.393(3) . ? C21 C27 1.512(3) . ? C22 C23 1.392(3) . ? C22 H22 0.9400 . ? C23 C24 1.393(3) . ? C23 C28 1.509(3) . ? C24 C25 1.385(3) . ? C24 H24 0.9400 . ? C25 O6 1.368(3) . ? C25 C26 1.386(3) . ? C26 H26 0.9400 . ? C27 O3 1.230(3) . ? C27 O2 1.276(3) . ? C28 O5 1.235(3) . ? C28 O4 1.279(2) . ? O1 H1W 0.78(3) . ? O1 H2W 0.77(4) . ? O4 Zn1 1.9225(16) 1_455 ? O6 H6A 0.8300 . ? 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 Zn1 O2 121.09(7) 1_655 . ? O4 Zn1 O1 106.63(8) 1_655 . ? O2 Zn1 O1 100.61(9) . . ? O4 Zn1 N1 125.96(7) 1_655 . ? O2 Zn1 N1 97.53(8) . . ? O1 Zn1 N1 100.85(9) . . ? N1 C1 C2 123.2(2) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C1 C2 C3 120.4(2) . . ? C1 C2 H2 119.8 . . ? C3 C2 H2 119.8 . . ? C4 C3 C2 116.2(2) . . ? C4 C3 C6 120.4(2) . . ? C2 C3 C6 123.4(2) . . ? C5 C4 C3 120.6(2) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? N1 C5 C4 122.9(2) . . ? N1 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? C7 C6 C3 123.0(3) . . ? C7 C6 H6 118.5 . . ? C3 C6 H6 118.5 . . ? C6 C7 C8 128.6(3) . . ? C6 C7 H7 115.7 . . ? C8 C7 H7 115.7 . . ? C9 C8 C13 118.4(3) . . ? C9 C8 C7 118.2(2) . . ? C13 C8 C7 123.4(2) . . ? C10 C9 C8 121.9(3) . . ? C10 C9 H9 119.0 . . ? C8 C9 H9 119.0 . . ? C9 C10 C11 120.3(3) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C12 C11 C10 118.2(2) . . ? C12 C11 C14 119.8(2) . . ? C10 C11 C14 121.9(2) . . ? C13 C12 C11 121.1(3) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C12 C13 C8 120.1(3) . . ? C12 C13 H13 119.9 . . ? C8 C13 H13 119.9 . . ? C15 C14 C11 126.2(3) . . ? C15 C14 H14 116.9 . . ? C11 C14 H14 116.9 . . ? C14 C15 C16 126.1(3) . . ? C14 C15 H15 116.9 . . ? C16 C15 H15 116.9 . . ? C20 C16 C17 116.4(2) . . ? C20 C16 C15 122.9(2) . . ? C17 C16 C15 120.7(2) . . ? C18 C17 C16 119.9(3) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? N2 C18 C17 124.1(3) . . ? N2 C18 H18 118.0 . . ? C17 C18 H18 118.0 . . ? N2 C19 C20 124.8(3) . . ? N2 C19 H19 117.6 . . ? C20 C19 H19 117.6 . . ? C19 C20 C16 119.4(2) . . ? C19 C20 H20 120.3 . . ? C16 C20 H20 120.3 . . ? C26 C21 C22 120.03(19) . . ? C26 C21 C27 118.2(2) . . ? C22 C21 C27 121.7(2) . . ? C23 C22 C21 119.7(2) . . ? C23 C22 H22 120.2 . . ? C21 C22 H22 120.2 . . ? C22 C23 C24 119.7(2) . . ? C22 C23 C28 120.30(19) . . ? C24 C23 C28 119.94(18) . . ? C25 C24 C23 120.57(19) . . ? C25 C24 H24 119.7 . . ? C23 C24 H24 119.7 . . ? O6 C25 C24 118.11(19) . . ? O6 C25 C26 122.3(2) . . ? C24 C25 C26 119.6(2) . . ? C25 C26 C21 120.3(2) . . ? C25 C26 H26 119.8 . . ? C21 C26 H26 119.8 . . ? O3 C27 O2 124.8(2) . . ? O3 C27 C21 119.6(2) . . ? O2 C27 C21 115.65(19) . . ? O5 C28 O4 123.7(2) . . ? O5 C28 C23 121.18(18) . . ? O4 C28 C23 115.09(19) . . ? C5 N1 C1 116.7(2) . . ? C5 N1 Zn1 125.60(16) . . ? C1 N1 Zn1 117.63(16) . . ? C19 N2 C18 115.4(2) . . ? Zn1 O1 H1W 109(2) . . ? Zn1 O1 H2W 115(3) . . ? H1W O1 H2W 111(3) . . ? C27 O2 Zn1 118.60(14) . . ? C28 O4 Zn1 123.34(15) . 1_455 ? C25 O6 H6A 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 N1 C1 C2 C3 -0.1(4) . . . . ? C1 C2 C3 C4 -0.6(4) . . . . ? C1 C2 C3 C6 179.4(3) . . . . ? C2 C3 C4 C5 1.2(4) . . . . ? C6 C3 C4 C5 -178.8(3) . . . . ? C3 C4 C5 N1 -1.2(4) . . . . ? C4 C3 C6 C7 158.5(3) . . . . ? C2 C3 C6 C7 -21.5(4) . . . . ? C3 C6 C7 C8 179.0(2) . . . . ? C6 C7 C8 C9 170.0(3) . . . . ? C6 C7 C8 C13 -13.2(5) . . . . ? C13 C8 C9 C10 0.5(4) . . . . ? C7 C8 C9 C10 177.4(3) . . . . ? C8 C9 C10 C11 -1.3(5) . . . . ? C9 C10 C11 C12 0.9(4) . . . . ? C9 C10 C11 C14 -178.2(2) . . . . ? C10 C11 C12 C13 0.3(4) . . . . ? C14 C11 C12 C13 179.4(2) . . . . ? C11 C12 C13 C8 -1.1(4) . . . . ? C9 C8 C13 C12 0.7(4) . . . . ? C7 C8 C13 C12 -176.0(2) . . . . ? C12 C11 C14 C15 168.4(3) . . . . ? C10 C11 C14 C15 -12.5(4) . . . . ? C11 C14 C15 C16 175.5(3) . . . . ? C14 C15 C16 C20 -7.6(5) . . . . ? C14 C15 C16 C17 175.1(3) . . . . ? C20 C16 C17 C18 0.7(4) . . . . ? C15 C16 C17 C18 178.1(3) . . . . ? C16 C17 C18 N2 0.3(5) . . . . ? N2 C19 C20 C16 -0.6(4) . . . . ? C17 C16 C20 C19 -0.5(4) . . . . ? C15 C16 C20 C19 -177.9(3) . . . . ? C26 C21 C22 C23 1.9(3) . . . . ? C27 C21 C22 C23 -179.6(2) . . . . ? C21 C22 C23 C24 1.8(3) . . . . ? C21 C22 C23 C28 -175.2(2) . . . . ? C22 C23 C24 C25 -3.3(3) . . . . ? C28 C23 C24 C25 173.6(2) . . . . ? C23 C24 C25 O6 -177.1(2) . . . . ? C23 C24 C25 C26 1.2(4) . . . . ? O6 C25 C26 C21 -179.2(2) . . . . ? C24 C25 C26 C21 2.5(4) . . . . ? C22 C21 C26 C25 -4.1(4) . . . . ? C27 C21 C26 C25 177.4(2) . . . . ? C26 C21 C27 O3 5.3(3) . . . . ? C22 C21 C27 O3 -173.2(2) . . . . ? C26 C21 C27 O2 -175.8(2) . . . . ? C22 C21 C27 O2 5.7(3) . . . . ? C22 C23 C28 O5 -2.0(3) . . . . ? C24 C23 C28 O5 -178.9(2) . . . . ? C22 C23 C28 O4 176.6(2) . . . . ? C24 C23 C28 O4 -0.4(3) . . . . ? C4 C5 N1 C1 0.4(4) . . . . ? C4 C5 N1 Zn1 178.6(2) . . . . ? C2 C1 N1 C5 0.2(4) . . . . ? C2 C1 N1 Zn1 -178.1(2) . . . . ? O4 Zn1 N1 C5 19.1(3) 1_655 . . . ? O2 Zn1 N1 C5 156.8(2) . . . . ? O1 Zn1 N1 C5 -100.8(2) . . . . ? O4 Zn1 N1 C1 -162.69(17) 1_655 . . . ? O2 Zn1 N1 C1 -25.0(2) . . . . ? O1 Zn1 N1 C1 77.4(2) . . . . ? C20 C19 N2 C18 1.6(4) . . . . ? C17 C18 N2 C19 -1.4(4) . . . . ? O3 C27 O2 Zn1 10.0(3) . . . . ? C21 C27 O2 Zn1 -168.79(15) . . . . ? O4 Zn1 O2 C27 -40.5(2) 1_655 . . . ? O1 Zn1 O2 C27 76.43(18) . . . . ? N1 Zn1 O2 C27 179.02(17) . . . . ? O5 C28 O4 Zn1 16.6(3) . . . 1_455 ? C23 C28 O4 Zn1 -161.91(15) . . . 1_455 ? 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 O1 H1W O5 0.78(3) 1.91(4) 2.687(3) 175(3) 2_666 O1 H2W N2 0.77(4) 1.97(4) 2.740(3) 174(3) 1_664 O6 H6A O3 0.83 1.99 2.733(2) 148.2 2_665 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.490 _refine_diff_density_min -0.376 _refine_diff_density_rms 0.062 #===END #========================================================================== data_2 _database_code_depnum_ccdc_archive 'CCDC 749195' #TrackingRef 'JPLangCIF.cif' #========================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H20 N2 O6 Zn' _chemical_formula_sum 'C29 H20 N2 O6 Zn' _chemical_formula_weight 557.86 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 'P 21/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 15.026(3) _cell_length_b 14.484(3) _cell_length_c 12.991(3) _cell_angle_alpha 90.00 _cell_angle_beta 115.46(3) _cell_angle_gamma 90.00 _cell_volume 2552.7(11) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6233 _cell_measurement_theta_min 3.0029 _cell_measurement_theta_max 27.4855 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.452 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 1.009 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7903 _exptl_absorpt_correction_T_max 0.8800 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku MercuryCCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13234 _diffrn_reflns_av_R_equivalents 0.0350 _diffrn_reflns_av_sigmaI/netI 0.0578 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5833 _reflns_number_gt 5035 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0401P)^2^+0.9320P] 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 5833 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0665 _refine_ls_R_factor_gt 0.0540 _refine_ls_wR_factor_ref 0.1135 _refine_ls_wR_factor_gt 0.1073 _refine_ls_goodness_of_fit_ref 1.123 _refine_ls_restrained_S_all 1.123 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.40754(2) 0.55600(2) 0.45842(3) 0.02284(11) Uani 1 1 d . . . C1 C 0.2129(2) 0.6457(2) 0.3215(3) 0.0400(8) Uani 1 1 d . . . H1 H 0.2491 0.6813 0.2923 0.048 Uiso 1 1 calc R . . C2 C 0.1122(2) 0.6578(3) 0.2757(3) 0.0453(9) Uani 1 1 d . . . H2 H 0.0815 0.7018 0.2180 0.054 Uiso 1 1 calc R . . C3 C 0.0563(2) 0.6045(2) 0.3153(3) 0.0393(8) Uani 1 1 d . . . C4 C 0.1080(2) 0.5432(2) 0.4044(3) 0.0462(9) Uani 1 1 d . . . H4 H 0.0740 0.5066 0.4356 0.055 Uiso 1 1 calc R . . C5 C 0.2087(2) 0.5366(2) 0.4460(3) 0.0379(8) Uani 1 1 d . . . H5 H 0.2421 0.4953 0.5063 0.046 Uiso 1 1 calc R . . C6 C -0.0512(2) 0.6148(3) 0.2660(3) 0.0474(9) Uani 1 1 d . . . H6 H -0.0789 0.6688 0.2243 0.057 Uiso 1 1 calc R . . C7 C -0.1117(2) 0.5533(3) 0.2762(3) 0.0474(9) Uani 1 1 d . . . H7 H -0.0828 0.4996 0.3177 0.057 Uiso 1 1 calc R . . C8 C -0.2195(2) 0.5602(2) 0.2295(3) 0.0415(8) Uani 1 1 d . . . C9 C -0.2725(2) 0.4848(3) 0.2400(4) 0.0501(10) Uani 1 1 d . . . H9 H -0.2388 0.4305 0.2752 0.060 Uiso 1 1 calc R . . C10 C -0.3739(2) 0.4884(3) 0.1992(4) 0.0484(10) Uani 1 1 d . . . H10 H -0.4080 0.4368 0.2078 0.058 Uiso 1 1 calc R . . C11 C -0.4258(2) 0.5669(2) 0.1459(3) 0.0346(7) Uani 1 1 d . . . C12 C -0.3731(2) 0.6415(2) 0.1331(3) 0.0383(8) Uani 1 1 d . . . H12 H -0.4070 0.6951 0.0960 0.046 Uiso 1 1 calc R . . C13 C -0.2720(2) 0.6379(2) 0.1741(3) 0.0418(8) Uani 1 1 d . . . H13 H -0.2380 0.6891 0.1643 0.050 Uiso 1 1 calc R . . C14 C -0.5320(2) 0.5704(2) 0.1112(3) 0.0360(7) Uani 1 1 d . . . H14 H -0.5637 0.5138 0.1078 0.043 Uiso 1 1 calc R . . C15 C -0.5881(2) 0.6454(2) 0.0839(3) 0.0355(7) Uani 1 1 d . . . H15 H -0.5583 0.7018 0.0812 0.043 Uiso 1 1 calc R . . C16 C -0.6928(2) 0.6467(2) 0.0578(3) 0.0328(7) Uani 1 1 d . . . C17 C -0.7530(2) 0.5692(2) 0.0233(3) 0.0444(9) Uani 1 1 d . . . H17 H -0.7269 0.5120 0.0154 0.053 Uiso 1 1 calc R . . C18 C -0.8510(2) 0.5767(2) 0.0008(4) 0.0494(10) Uani 1 1 d . . . H18 H -0.8903 0.5233 -0.0217 0.059 Uiso 1 1 calc R . . C19 C -0.8359(2) 0.7299(2) 0.0429(3) 0.0421(8) Uani 1 1 d . . . H19 H -0.8642 0.7858 0.0507 0.051 Uiso 1 1 calc R . . C20 C -0.7371(2) 0.7291(2) 0.0668(3) 0.0387(8) Uani 1 1 d . . . H20 H -0.6998 0.7837 0.0889 0.046 Uiso 1 1 calc R . . C21 C 0.61295(19) 0.71474(18) 0.3958(2) 0.0249(6) Uani 1 1 d . . . C22 C 0.56270(19) 0.78115(18) 0.3151(2) 0.0245(6) Uani 1 1 d . . . H22 H 0.4934 0.7821 0.2816 0.029 Uiso 1 1 calc R . . C23 C 0.61408(19) 0.84671(18) 0.2832(2) 0.0251(6) Uani 1 1 d . . . C24 C 0.7165(2) 0.84621(19) 0.3358(3) 0.0288(6) Uani 1 1 d . . . H24 H 0.7515 0.8914 0.3163 0.035 Uiso 1 1 calc R . . C25 C 0.76750(19) 0.7799(2) 0.4165(3) 0.0301(6) Uani 1 1 d . . . C26 C 0.7152(2) 0.71336(19) 0.4456(3) 0.0293(6) Uani 1 1 d . . . H26 H 0.7494 0.6674 0.4992 0.035 Uiso 1 1 calc R . . C27 C 0.5562(2) 0.64332(19) 0.4267(2) 0.0268(6) Uani 1 1 d . . . C28 C 0.56148(19) 0.91191(19) 0.1872(3) 0.0261(6) Uani 1 1 d . . . C29 C 0.8780(2) 0.7771(2) 0.4711(3) 0.0366(7) Uani 1 1 d . . . N1 N 0.26167(16) 0.58586(16) 0.4053(2) 0.0279(5) Uani 1 1 d . . . N2 N -0.89303(18) 0.6556(2) 0.0094(3) 0.0429(7) Uani 1 1 d . . . O1 O 0.46792(14) 0.66012(13) 0.40491(19) 0.0316(5) Uani 1 1 d . . . O2 O 0.60236(15) 0.57096(13) 0.4736(2) 0.0359(5) Uani 1 1 d . . . O3 O 0.60898(14) 0.98145(13) 0.18066(18) 0.0311(5) Uani 1 1 d . . . O4 O 0.47425(13) 0.89174(13) 0.11873(17) 0.0295(4) Uani 1 1 d . . . O5 O 0.91706(16) 0.84483(17) 0.4387(3) 0.0611(8) Uani 1 1 d . . . H5A H 0.9780 0.8403 0.4705 0.092 Uiso 1 1 calc R . . O6 O 0.92468(16) 0.71739(18) 0.5370(2) 0.0574(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.01903(16) 0.02165(18) 0.02679(19) -0.00116(14) 0.00885(13) -0.00130(12) C1 0.0235(15) 0.057(2) 0.0403(19) 0.0166(17) 0.0144(14) 0.0059(14) C2 0.0274(16) 0.061(2) 0.046(2) 0.0185(19) 0.0148(15) 0.0124(15) C3 0.0234(15) 0.053(2) 0.0400(19) 0.0000(17) 0.0124(14) 0.0011(14) C4 0.0302(17) 0.054(2) 0.056(2) 0.0084(19) 0.0207(17) -0.0020(15) C5 0.0282(15) 0.0379(18) 0.048(2) 0.0101(16) 0.0165(15) 0.0044(13) C6 0.0275(16) 0.065(2) 0.050(2) 0.005(2) 0.0164(16) 0.0064(16) C7 0.0251(16) 0.061(2) 0.053(2) 0.0015(19) 0.0145(16) 0.0043(15) C8 0.0206(15) 0.060(2) 0.045(2) 0.0004(18) 0.0152(14) 0.0035(14) C9 0.0281(17) 0.051(2) 0.066(3) 0.017(2) 0.0162(17) 0.0101(15) C10 0.0282(16) 0.049(2) 0.071(3) 0.011(2) 0.0236(18) -0.0009(14) C11 0.0223(14) 0.0449(18) 0.0375(18) -0.0012(15) 0.0139(13) -0.0022(12) C12 0.0270(15) 0.0440(19) 0.044(2) 0.0029(16) 0.0153(15) 0.0013(13) C13 0.0297(16) 0.049(2) 0.050(2) 0.0009(18) 0.0206(16) -0.0025(14) C14 0.0230(14) 0.0430(18) 0.0423(19) 0.0020(16) 0.0143(14) -0.0023(13) C15 0.0234(15) 0.0436(19) 0.0388(18) -0.0012(15) 0.0125(14) -0.0047(13) C16 0.0216(14) 0.0412(18) 0.0335(17) 0.0032(15) 0.0100(13) 0.0012(12) C17 0.0246(16) 0.0432(19) 0.063(2) -0.0061(18) 0.0163(16) 0.0017(13) C18 0.0265(16) 0.048(2) 0.072(3) -0.013(2) 0.0193(18) -0.0072(14) C19 0.0327(17) 0.0406(18) 0.052(2) 0.0052(17) 0.0167(16) 0.0105(14) C20 0.0332(16) 0.0378(17) 0.044(2) 0.0028(16) 0.0161(15) -0.0002(14) C21 0.0241(13) 0.0240(14) 0.0251(14) 0.0008(12) 0.0091(12) -0.0036(11) C22 0.0200(13) 0.0255(14) 0.0265(14) -0.0008(12) 0.0085(11) -0.0021(10) C23 0.0251(14) 0.0237(14) 0.0262(14) 0.0039(12) 0.0110(12) 0.0002(11) C24 0.0246(14) 0.0270(15) 0.0336(16) 0.0044(13) 0.0115(13) -0.0055(11) C25 0.0201(13) 0.0320(16) 0.0338(17) 0.0015(14) 0.0072(12) -0.0027(11) C26 0.0264(14) 0.0281(15) 0.0281(15) 0.0082(13) 0.0068(12) 0.0013(11) C27 0.0288(14) 0.0232(14) 0.0268(15) -0.0012(12) 0.0104(12) -0.0056(11) C28 0.0242(14) 0.0266(15) 0.0291(15) 0.0027(12) 0.0128(12) 0.0038(11) C29 0.0245(15) 0.0398(18) 0.0404(19) 0.0038(16) 0.0090(14) -0.0032(13) N1 0.0198(11) 0.0302(13) 0.0318(14) -0.0008(11) 0.0094(10) 0.0002(9) N2 0.0253(13) 0.0525(18) 0.0479(18) 0.0007(15) 0.0128(13) 0.0052(12) O1 0.0279(10) 0.0291(11) 0.0404(13) 0.0021(10) 0.0171(10) -0.0043(8) O2 0.0291(11) 0.0295(11) 0.0425(14) 0.0132(10) 0.0092(10) -0.0042(8) O3 0.0290(10) 0.0281(11) 0.0326(12) 0.0069(10) 0.0098(9) -0.0048(8) O4 0.0235(10) 0.0326(11) 0.0279(11) 0.0070(9) 0.0067(9) -0.0002(8) O5 0.0219(11) 0.0616(17) 0.091(2) 0.0308(16) 0.0155(13) -0.0035(11) O6 0.0250(12) 0.0627(17) 0.0680(19) 0.0270(15) 0.0044(12) 0.0029(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 2.026(2) 2_645 ? Zn1 O4 2.030(2) 4_576 ? Zn1 O1 2.0305(19) . ? Zn1 N1 2.041(2) . ? Zn1 O2 2.073(2) 3_666 ? Zn1 Zn1 2.9896(9) 3_666 ? C1 N1 1.337(4) . ? C1 C2 1.378(4) . ? C1 H1 0.9400 . ? C2 C3 1.393(4) . ? C2 H2 0.9400 . ? C3 C4 1.400(5) . ? C3 C6 1.467(4) . ? C4 C5 1.375(4) . ? C4 H4 0.9400 . ? C5 N1 1.336(4) . ? C5 H5 0.9400 . ? C6 C7 1.319(5) . ? C6 H6 0.9400 . ? C7 C8 1.468(4) . ? C7 H7 0.9400 . ? C8 C13 1.385(5) . ? C8 C9 1.392(5) . ? C9 C10 1.382(4) . ? C9 H9 0.9400 . ? C10 C11 1.385(4) . ? C10 H10 0.9400 . ? C11 C12 1.391(4) . ? C11 C14 1.461(4) . ? C12 C13 1.379(4) . ? C12 H12 0.9400 . ? C13 H13 0.9400 . ? C14 C15 1.326(4) . ? C14 H14 0.9400 . ? C15 C16 1.460(4) . ? C15 H15 0.9400 . ? C16 C17 1.388(4) . ? C16 C20 1.396(4) . ? C17 C18 1.377(4) . ? C17 H17 0.9400 . ? C18 N2 1.333(4) . ? C18 H18 0.9400 . ? C19 N2 1.328(4) . ? C19 C20 1.380(4) . ? C19 H19 0.9400 . ? C20 H20 0.9400 . ? C21 C22 1.383(4) . ? C21 C26 1.388(4) . ? C21 C27 1.501(4) . ? C22 C23 1.395(4) . ? C22 H22 0.9400 . ? C23 C24 1.389(4) . ? C23 C28 1.492(4) . ? C24 C25 1.385(4) . ? C24 H24 0.9400 . ? C25 C26 1.394(4) . ? C25 C29 1.500(4) . ? C26 H26 0.9400 . ? C27 O1 1.255(3) . ? C27 O2 1.260(3) . ? C28 O3 1.258(3) . ? C28 O4 1.262(3) . ? C29 O6 1.207(4) . ? C29 O5 1.302(4) . ? O2 Zn1 2.073(2) 3_666 ? O3 Zn1 2.026(2) 2_655 ? O4 Zn1 2.030(2) 4_575 ? O5 H5A 0.8300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O4 158.54(8) 2_645 4_576 ? O3 Zn1 O1 89.54(9) 2_645 . ? O4 Zn1 O1 88.74(9) 4_576 . ? O3 Zn1 N1 96.27(9) 2_645 . ? O4 Zn1 N1 104.64(9) 4_576 . ? O1 Zn1 N1 107.44(9) . . ? O3 Zn1 O2 84.48(9) 2_645 3_666 ? O4 Zn1 O2 89.30(9) 4_576 3_666 ? O1 Zn1 O2 158.32(8) . 3_666 ? N1 Zn1 O2 93.93(9) . 3_666 ? O3 Zn1 Zn1 76.80(6) 2_645 3_666 ? O4 Zn1 Zn1 81.91(6) 4_576 3_666 ? O1 Zn1 Zn1 92.53(6) . 3_666 ? N1 Zn1 Zn1 158.94(7) . 3_666 ? O2 Zn1 Zn1 65.83(6) 3_666 3_666 ? N1 C1 C2 123.4(3) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C1 C2 C3 119.7(3) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C2 C3 C4 116.7(3) . . ? C2 C3 C6 120.5(3) . . ? C4 C3 C6 122.8(3) . . ? C5 C4 C3 119.7(3) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? N1 C5 C4 123.4(3) . . ? N1 C5 H5 118.3 . . ? C4 C5 H5 118.3 . . ? C7 C6 C3 124.3(4) . . ? C7 C6 H6 117.8 . . ? C3 C6 H6 117.8 . . ? C6 C7 C8 126.7(4) . . ? C6 C7 H7 116.6 . . ? C8 C7 H7 116.6 . . ? C13 C8 C9 117.8(3) . . ? C13 C8 C7 123.3(3) . . ? C9 C8 C7 118.8(3) . . ? C10 C9 C8 121.0(3) . . ? C10 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? C9 C10 C11 120.9(3) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C12 118.1(3) . . ? C10 C11 C14 119.3(3) . . ? C12 C11 C14 122.5(3) . . ? C13 C12 C11 120.9(3) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C12 C13 C8 121.2(3) . . ? C12 C13 H13 119.4 . . ? C8 C13 H13 119.4 . . ? C15 C14 C11 126.6(3) . . ? C15 C14 H14 116.7 . . ? C11 C14 H14 116.7 . . ? C14 C15 C16 124.8(3) . . ? C14 C15 H15 117.6 . . ? C16 C15 H15 117.6 . . ? C17 C16 C20 116.8(3) . . ? C17 C16 C15 123.5(3) . . ? C20 C16 C15 119.7(3) . . ? C18 C17 C16 119.6(3) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? N2 C18 C17 123.5(3) . . ? N2 C18 H18 118.2 . . ? C17 C18 H18 118.2 . . ? N2 C19 C20 123.2(3) . . ? N2 C19 H19 118.4 . . ? C20 C19 H19 118.4 . . ? C19 C20 C16 119.6(3) . . ? C19 C20 H20 120.2 . . ? C16 C20 H20 120.2 . . ? C22 C21 C26 119.9(2) . . ? C22 C21 C27 119.6(2) . . ? C26 C21 C27 120.5(3) . . ? C21 C22 C23 120.5(2) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C24 C23 C22 119.2(3) . . ? C24 C23 C28 119.4(2) . . ? C22 C23 C28 121.2(2) . . ? C25 C24 C23 120.7(2) . . ? C25 C24 H24 119.6 . . ? C23 C24 H24 119.6 . . ? C24 C25 C26 119.5(3) . . ? C24 C25 C29 121.1(3) . . ? C26 C25 C29 119.4(3) . . ? C21 C26 C25 120.2(3) . . ? C21 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? O1 C27 O2 125.4(3) . . ? O1 C27 C21 118.2(2) . . ? O2 C27 C21 116.3(2) . . ? O3 C28 O4 125.8(3) . . ? O3 C28 C23 116.8(2) . . ? O4 C28 C23 117.3(2) . . ? O6 C29 O5 124.4(3) . . ? O6 C29 C25 122.8(3) . . ? O5 C29 C25 112.8(3) . . ? C5 N1 C1 117.2(3) . . ? C5 N1 Zn1 119.3(2) . . ? C1 N1 Zn1 123.08(19) . . ? C19 N2 C18 117.4(3) . . ? C27 O1 Zn1 111.29(18) . . ? C27 O2 Zn1 144.90(19) . 3_666 ? C28 O3 Zn1 129.1(2) . 2_655 ? C28 O4 Zn1 122.82(18) . 4_575 ? C29 O5 H5A 109.5 . . ? 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 H5A N2 0.83 1.78 2.595(3) 166.4 4_776 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.394 _refine_diff_density_min -0.471 _refine_diff_density_rms 0.067 #===END #========================================================================== data_3 _database_code_depnum_ccdc_archive 'CCDC 749196' #TrackingRef 'JPLangCIF.cif' #========================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H19 N3 O6 Zn, H2 O' _chemical_formula_sum 'C28 H21 N3 O7 Zn' _chemical_formula_weight 576.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.118(7) _cell_length_b 9.5908(19) _cell_length_c 16.897(3) _cell_angle_alpha 90.00 _cell_angle_beta 113.47(3) _cell_angle_gamma 90.00 _cell_volume 4923(2) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 8535 _cell_measurement_theta_min 3.2335 _cell_measurement_theta_max 25.3491 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.557 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2368 _exptl_absorpt_coefficient_mu 1.053 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6210 _exptl_absorpt_correction_T_max 0.9020 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku MercuryCCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 23139 _diffrn_reflns_av_R_equivalents 0.0611 _diffrn_reflns_av_sigmaI/netI 0.0449 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 39 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4500 _reflns_number_gt 3732 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0526P)^2^+15.8124P] 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 4500 _refine_ls_number_parameters 353 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0891 _refine_ls_R_factor_gt 0.0694 _refine_ls_wR_factor_ref 0.1499 _refine_ls_wR_factor_gt 0.1416 _refine_ls_goodness_of_fit_ref 1.186 _refine_ls_restrained_S_all 1.186 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.223387(16) 0.49862(5) 0.61105(3) 0.02813(18) Uani 1 1 d . . . O1 O 0.22127(10) 0.3022(3) 0.6460(2) 0.0383(8) Uani 1 1 d . . . O2 O 0.15146(12) 0.3574(4) 0.6091(3) 0.0559(11) Uani 1 1 d . . . O3 O 0.24045(13) -0.2160(4) 0.6264(3) 0.0569(11) Uani 1 1 d . . . O4 O 0.20115(11) -0.3617(3) 0.6676(2) 0.0368(8) Uani 1 1 d . . . O5 O 0.07680(13) -0.1693(4) 0.7206(3) 0.0679(12) Uani 1 1 d . . . O6 O 0.06595(13) 0.0502(4) 0.7177(3) 0.0648(12) Uani 1 1 d . . . N1 N 0.18355(12) 0.5227(4) 0.4814(2) 0.0311(9) Uani 1 1 d . . . N2 N 0.28415(12) 0.4864(4) 0.6047(2) 0.0307(8) Uani 1 1 d . . . N3 N 0.08630(13) -0.0500(5) 0.7108(3) 0.0425(10) Uani 1 1 d . . . C1 C 0.14032(17) 0.5418(5) 0.4560(3) 0.0414(12) Uani 1 1 d . . . H1 H 0.1290 0.5536 0.4985 0.050 Uiso 1 1 calc R . . C2 C 0.11161(17) 0.5453(6) 0.3712(3) 0.0441(13) Uani 1 1 d . . . H2 H 0.0814 0.5604 0.3565 0.053 Uiso 1 1 calc R . . C3 C 0.12739(16) 0.5260(5) 0.3063(3) 0.0366(11) Uani 1 1 d . . . C4 C 0.17292(16) 0.5116(5) 0.3336(3) 0.0406(12) Uani 1 1 d . . . H4 H 0.1855 0.5024 0.2928 0.049 Uiso 1 1 calc R . . C5 C 0.19919(16) 0.5107(5) 0.4197(3) 0.0378(11) Uani 1 1 d . . . H5 H 0.2297 0.5013 0.4365 0.045 Uiso 1 1 calc R . . C6 C 0.09905(17) 0.5216(5) 0.2146(3) 0.0441(13) Uani 1 1 d . . . H6 H 0.1130 0.5251 0.1759 0.053 Uiso 1 1 calc R . . C7 C 0.05583(17) 0.5131(5) 0.1808(3) 0.0456(13) Uani 1 1 d . . . H7 H 0.0416 0.5109 0.2192 0.055 Uiso 1 1 calc R . . C8 C 0.02793(16) 0.5068(5) 0.0880(3) 0.0400(11) Uani 1 1 d . . . C9 C -0.01628(16) 0.4748(5) 0.0620(3) 0.0436(13) Uani 1 1 d . . . H9 H -0.0277 0.4583 0.1039 0.052 Uiso 1 1 calc R . . C10 C 0.04390(17) 0.5333(5) 0.0247(3) 0.0432(12) Uani 1 1 d . . . H10 H 0.0737 0.5570 0.0409 0.052 Uiso 1 1 calc R . . C11 C 0.30646(16) 0.5967(5) 0.5956(3) 0.0411(12) Uani 1 1 d . . . H11 H 0.2959 0.6861 0.6000 0.049 Uiso 1 1 calc R . . C12 C 0.34426(17) 0.5862(5) 0.5801(4) 0.0450(14) Uani 1 1 d . . . H12 H 0.3588 0.6674 0.5743 0.054 Uiso 1 1 calc R . . C13 C 0.36088(15) 0.4567(5) 0.5729(3) 0.0343(11) Uani 1 1 d . . . C14 C 0.33731(16) 0.3430(5) 0.5826(3) 0.0420(13) Uani 1 1 d . . . H14 H 0.3469 0.2523 0.5780 0.050 Uiso 1 1 calc R . . C15 C 0.30035(16) 0.3607(5) 0.5988(3) 0.0413(12) Uani 1 1 d . . . H15 H 0.2857 0.2811 0.6062 0.050 Uiso 1 1 calc R . . C16 C 0.40011(15) 0.4369(5) 0.5550(3) 0.0385(12) Uani 1 1 d . . . H16 H 0.4086 0.3443 0.5515 0.046 Uiso 1 1 calc R . . C17 C 0.42492(16) 0.5353(5) 0.5432(3) 0.0410(12) Uani 1 1 d . . . H17 H 0.4171 0.6279 0.5488 0.049 Uiso 1 1 calc R . . C18 C 0.46347(15) 0.5154(5) 0.5221(3) 0.0364(11) Uani 1 1 d . . . C19 C 0.4806(2) 0.3867(6) 0.5184(5) 0.068(2) Uani 1 1 d . . . H19 H 0.4677 0.3070 0.5309 0.081 Uiso 1 1 calc R . . C20 C 0.48342(19) 0.6284(6) 0.5034(4) 0.0634(19) Uani 1 1 d . . . H20 H 0.4725 0.7182 0.5053 0.076 Uiso 1 1 calc R . . C21 C 0.17274(14) 0.1291(4) 0.6594(3) 0.0288(10) Uani 1 1 d . . . C22 C 0.19836(14) 0.0156(4) 0.6570(3) 0.0289(10) Uani 1 1 d . . . H22 H 0.2242 0.0305 0.6479 0.035 Uiso 1 1 calc R . . C23 C 0.18638(14) -0.1195(4) 0.6679(3) 0.0264(10) Uani 1 1 d . . . C24 C 0.14960(15) -0.1419(5) 0.6859(3) 0.0329(11) Uani 1 1 d . . . H24 H 0.1413 -0.2325 0.6945 0.040 Uiso 1 1 calc R . . C25 C 0.12556(14) -0.0278(5) 0.6908(3) 0.0319(10) Uani 1 1 d . . . C26 C 0.13579(15) 0.1070(5) 0.6767(3) 0.0318(10) Uani 1 1 d . . . H26 H 0.1180 0.1822 0.6788 0.038 Uiso 1 1 calc R . . C27 C 0.18260(15) 0.2741(4) 0.6383(3) 0.0305(10) Uani 1 1 d . . . C28 C 0.21211(15) -0.2410(5) 0.6538(3) 0.0326(11) Uani 1 1 d . . . O7 O 0.0000 -0.2750(8) 0.7500 0.113(3) Uani 1 2 d S . . H1W H -0.0211 -0.2301 0.7545 0.169 Uiso 1 1 d R . . O8 O 0.0000 0.2466(11) 0.7500 0.213(7) Uani 1 2 d S . . H2W H -0.0181 0.2063 0.7657 0.319 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0283(3) 0.0235(3) 0.0368(3) 0.0008(2) 0.0175(2) 0.0009(2) O1 0.0354(19) 0.0285(17) 0.055(2) 0.0064(16) 0.0228(17) -0.0044(14) O2 0.046(2) 0.0325(19) 0.097(3) 0.018(2) 0.037(2) 0.0130(17) O3 0.062(3) 0.035(2) 0.100(3) 0.004(2) 0.060(3) 0.0065(18) O4 0.050(2) 0.0219(16) 0.047(2) -0.0003(14) 0.0282(18) 0.0020(14) O5 0.059(3) 0.050(2) 0.119(4) 0.007(2) 0.061(3) -0.010(2) O6 0.055(3) 0.054(2) 0.111(4) 0.007(2) 0.061(3) 0.013(2) N1 0.030(2) 0.031(2) 0.034(2) 0.0013(17) 0.0146(17) -0.0017(16) N2 0.029(2) 0.0242(19) 0.041(2) -0.0014(17) 0.0166(17) -0.0010(16) N3 0.031(2) 0.048(3) 0.053(3) 0.003(2) 0.022(2) -0.002(2) C1 0.040(3) 0.045(3) 0.043(3) 0.003(2) 0.021(2) 0.005(2) C2 0.031(3) 0.052(3) 0.045(3) 0.001(2) 0.012(2) 0.003(2) C3 0.040(3) 0.031(3) 0.039(3) 0.004(2) 0.016(2) -0.004(2) C4 0.043(3) 0.046(3) 0.035(3) 0.000(2) 0.018(2) -0.008(2) C5 0.035(3) 0.041(3) 0.041(3) 0.000(2) 0.019(2) -0.004(2) C6 0.043(3) 0.049(3) 0.040(3) 0.004(2) 0.016(2) -0.001(2) C7 0.042(3) 0.050(3) 0.044(3) 0.001(3) 0.016(2) -0.001(3) C8 0.040(3) 0.033(3) 0.042(3) 0.001(2) 0.011(2) -0.001(2) C9 0.038(3) 0.050(3) 0.045(3) -0.003(2) 0.018(2) -0.003(2) C10 0.032(3) 0.047(3) 0.047(3) 0.001(2) 0.012(2) -0.006(2) C11 0.035(3) 0.027(2) 0.067(4) 0.000(2) 0.026(3) -0.001(2) C12 0.044(3) 0.024(2) 0.084(4) 0.004(3) 0.044(3) -0.002(2) C13 0.032(3) 0.032(2) 0.046(3) -0.003(2) 0.022(2) 0.002(2) C14 0.043(3) 0.027(2) 0.071(4) -0.003(2) 0.038(3) 0.005(2) C15 0.041(3) 0.028(3) 0.063(3) 0.000(2) 0.030(3) 0.000(2) C16 0.033(3) 0.032(2) 0.060(3) -0.004(2) 0.028(3) 0.000(2) C17 0.035(3) 0.040(3) 0.056(3) -0.001(2) 0.026(3) 0.004(2) C18 0.030(2) 0.036(3) 0.052(3) 0.001(2) 0.025(2) 0.000(2) C19 0.066(4) 0.036(3) 0.136(6) 0.007(4) 0.079(5) 0.001(3) C20 0.061(4) 0.031(3) 0.128(6) -0.003(3) 0.070(4) 0.002(3) C21 0.032(3) 0.025(2) 0.033(2) -0.0004(19) 0.016(2) -0.0002(19) C22 0.029(2) 0.026(2) 0.038(2) 0.002(2) 0.020(2) -0.0033(19) C23 0.029(2) 0.021(2) 0.032(2) -0.0004(18) 0.015(2) 0.0002(18) C24 0.039(3) 0.025(2) 0.038(3) 0.002(2) 0.019(2) -0.006(2) C25 0.026(2) 0.037(3) 0.036(2) 0.000(2) 0.017(2) -0.005(2) C26 0.032(3) 0.028(2) 0.041(3) -0.001(2) 0.020(2) 0.002(2) C27 0.036(3) 0.024(2) 0.034(2) 0.002(2) 0.018(2) 0.000(2) C28 0.032(3) 0.028(2) 0.038(3) 0.002(2) 0.014(2) 0.002(2) O7 0.121(6) 0.080(5) 0.197(9) 0.000 0.127(7) 0.000 O8 0.261(14) 0.095(7) 0.40(2) 0.000 0.262(15) 0.000 _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 O4 1.951(3) 1_565 ? Zn1 O1 1.984(3) . ? Zn1 N2 2.061(4) . ? Zn1 N1 2.072(4) . ? O1 C27 1.263(5) . ? O2 C27 1.241(5) . ? O3 C28 1.224(5) . ? O4 C28 1.263(5) . ? O4 Zn1 1.951(3) 1_545 ? O5 N3 1.215(5) . ? O6 N3 1.206(5) . ? N1 C1 1.334(6) . ? N1 C5 1.342(6) . ? N2 C11 1.334(6) . ? N2 C15 1.339(6) . ? N3 C25 1.483(6) . ? C1 C2 1.369(7) . ? C1 H1 0.9400 . ? C2 C3 1.402(7) . ? C2 H2 0.9400 . ? C3 C4 1.397(7) . ? C3 C6 1.458(7) . ? C4 C5 1.365(7) . ? C4 H4 0.9400 . ? C5 H5 0.9400 . ? C6 C7 1.316(7) . ? C6 H6 0.9400 . ? C7 C8 1.470(7) . ? C7 H7 0.9400 . ? C8 C9 1.385(7) . ? C8 C10 1.394(7) . ? C9 C10 1.386(7) 5_565 ? C9 H9 0.9400 . ? C10 C9 1.386(7) 5_565 ? C10 H10 0.9400 . ? C11 C12 1.381(6) . ? C11 H11 0.9400 . ? C12 C13 1.383(6) . ? C12 H12 0.9400 . ? C13 C14 1.388(6) . ? C13 C16 1.459(6) . ? C14 C15 1.367(6) . ? C14 H14 0.9400 . ? C15 H15 0.9400 . ? C16 C17 1.318(7) . ? C16 H16 0.9400 . ? C17 C18 1.468(6) . ? C17 H17 0.9400 . ? C18 C19 1.370(7) . ? C18 C20 1.370(7) . ? C19 C20 1.389(7) 5_666 ? C19 H19 0.9400 . ? C20 C19 1.389(7) 5_666 ? C20 H20 0.9400 . ? C21 C26 1.383(6) . ? C21 C22 1.391(6) . ? C21 C27 1.504(6) . ? C22 C23 1.388(6) . ? C22 H22 0.9400 . ? C23 C24 1.385(6) . ? C23 C28 1.517(6) . ? C24 C25 1.375(6) . ? C24 H24 0.9400 . ? C25 C26 1.381(6) . ? C26 H26 0.9400 . ? O7 H1W 0.8494 . ? O8 H2W 0.8403 . ? 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 Zn1 O1 116.19(13) 1_565 . ? O4 Zn1 N2 129.12(14) 1_565 . ? O1 Zn1 N2 96.46(13) . . ? O4 Zn1 N1 103.62(14) 1_565 . ? O1 Zn1 N1 109.72(14) . . ? N2 Zn1 N1 100.10(15) . . ? C27 O1 Zn1 109.0(3) . . ? C28 O4 Zn1 110.3(3) . 1_545 ? C1 N1 C5 117.3(4) . . ? C1 N1 Zn1 120.4(3) . . ? C5 N1 Zn1 122.2(3) . . ? C11 N2 C15 116.6(4) . . ? C11 N2 Zn1 123.9(3) . . ? C15 N2 Zn1 118.9(3) . . ? O6 N3 O5 123.5(4) . . ? O6 N3 C25 118.8(4) . . ? O5 N3 C25 117.7(4) . . ? N1 C1 C2 123.3(5) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C1 C2 C3 119.7(5) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 116.4(5) . . ? C4 C3 C6 120.1(4) . . ? C2 C3 C6 123.6(5) . . ? C5 C4 C3 119.9(5) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? N1 C5 C4 123.3(5) . . ? N1 C5 H5 118.4 . . ? C4 C5 H5 118.4 . . ? C7 C6 C3 126.2(5) . . ? C7 C6 H6 116.9 . . ? C3 C6 H6 116.9 . . ? C6 C7 C8 125.3(5) . . ? C6 C7 H7 117.3 . . ? C8 C7 H7 117.3 . . ? C9 C8 C10 118.3(5) . . ? C9 C8 C7 118.9(5) . . ? C10 C8 C7 122.8(5) . . ? C8 C9 C10 121.1(5) . 5_565 ? C8 C9 H9 119.4 . . ? C10 C9 H9 119.4 5_565 . ? C9 C10 C8 120.6(5) 5_565 . ? C9 C10 H10 119.7 5_565 . ? C8 C10 H10 119.7 . . ? N2 C11 C12 123.4(4) . . ? N2 C11 H11 118.3 . . ? C12 C11 H11 118.3 . . ? C11 C12 C13 120.3(4) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C12 C13 C14 115.7(4) . . ? C12 C13 C16 123.6(4) . . ? C14 C13 C16 120.8(4) . . ? C15 C14 C13 121.1(4) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? N2 C15 C14 122.9(4) . . ? N2 C15 H15 118.5 . . ? C14 C15 H15 118.5 . . ? C17 C16 C13 126.8(5) . . ? C17 C16 H16 116.6 . . ? C13 C16 H16 116.6 . . ? C16 C17 C18 126.8(5) . . ? C16 C17 H17 116.6 . . ? C18 C17 H17 116.6 . . ? C19 C18 C20 117.1(4) . . ? C19 C18 C17 122.9(4) . . ? C20 C18 C17 120.0(4) . . ? C18 C19 C20 121.3(5) . 5_666 ? C18 C19 H19 119.3 . . ? C20 C19 H19 119.3 5_666 . ? C18 C20 C19 121.5(5) . 5_666 ? C18 C20 H20 119.2 . . ? C19 C20 H20 119.2 5_666 . ? C26 C21 C22 119.2(4) . . ? C26 C21 C27 119.1(4) . . ? C22 C21 C27 121.6(4) . . ? C23 C22 C21 121.1(4) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? C24 C23 C22 119.7(4) . . ? C24 C23 C28 120.9(4) . . ? C22 C23 C28 119.2(4) . . ? C25 C24 C23 118.1(4) . . ? C25 C24 H24 120.9 . . ? C23 C24 H24 120.9 . . ? C24 C25 C26 123.2(4) . . ? C24 C25 N3 118.7(4) . . ? C26 C25 N3 118.1(4) . . ? C25 C26 C21 118.6(4) . . ? C25 C26 H26 120.7 . . ? C21 C26 H26 120.7 . . ? O2 C27 O1 123.5(4) . . ? O2 C27 C21 117.7(4) . . ? O1 C27 C21 118.7(4) . . ? O3 C28 O4 124.7(4) . . ? O3 C28 C23 118.2(4) . . ? O4 C28 C23 117.0(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 O4 Zn1 O1 C27 52.9(3) 1_565 . . . ? N2 Zn1 O1 C27 -167.4(3) . . . . ? N1 Zn1 O1 C27 -64.2(3) . . . . ? O4 Zn1 N1 C1 -42.1(4) 1_565 . . . ? O1 Zn1 N1 C1 82.6(4) . . . . ? N2 Zn1 N1 C1 -176.7(3) . . . . ? O4 Zn1 N1 C5 142.4(3) 1_565 . . . ? O1 Zn1 N1 C5 -93.0(4) . . . . ? N2 Zn1 N1 C5 7.7(4) . . . . ? O4 Zn1 N2 C11 -38.2(5) 1_565 . . . ? O1 Zn1 N2 C11 -169.9(4) . . . . ? N1 Zn1 N2 C11 78.7(4) . . . . ? O4 Zn1 N2 C15 150.2(3) 1_565 . . . ? O1 Zn1 N2 C15 18.6(4) . . . . ? N1 Zn1 N2 C15 -92.8(4) . . . . ? C5 N1 C1 C2 2.1(7) . . . . ? Zn1 N1 C1 C2 -173.6(4) . . . . ? N1 C1 C2 C3 0.9(8) . . . . ? C1 C2 C3 C4 -3.3(7) . . . . ? C1 C2 C3 C6 177.1(5) . . . . ? C2 C3 C4 C5 2.7(7) . . . . ? C6 C3 C4 C5 -177.6(5) . . . . ? C1 N1 C5 C4 -2.8(7) . . . . ? Zn1 N1 C5 C4 172.9(4) . . . . ? C3 C4 C5 N1 0.3(8) . . . . ? C4 C3 C6 C7 169.3(5) . . . . ? C2 C3 C6 C7 -11.1(8) . . . . ? C3 C6 C7 C8 -179.1(5) . . . . ? C6 C7 C8 C9 169.3(5) . . . . ? C6 C7 C8 C10 -11.5(8) . . . . ? C10 C8 C9 C10 1.2(8) . . . 5_565 ? C7 C8 C9 C10 -179.6(5) . . . 5_565 ? C9 C8 C10 C9 -1.2(8) . . . 5_565 ? C7 C8 C10 C9 179.6(5) . . . 5_565 ? C15 N2 C11 C12 0.5(8) . . . . ? Zn1 N2 C11 C12 -171.2(4) . . . . ? N2 C11 C12 C13 0.2(9) . . . . ? C11 C12 C13 C14 -0.2(8) . . . . ? C11 C12 C13 C16 178.8(5) . . . . ? C12 C13 C14 C15 -0.5(8) . . . . ? C16 C13 C14 C15 -179.5(5) . . . . ? C11 N2 C15 C14 -1.3(8) . . . . ? Zn1 N2 C15 C14 170.9(4) . . . . ? C13 C14 C15 N2 1.3(9) . . . . ? C12 C13 C16 C17 -0.1(9) . . . . ? C14 C13 C16 C17 178.9(5) . . . . ? C13 C16 C17 C18 -177.7(5) . . . . ? C16 C17 C18 C19 -5.1(9) . . . . ? C16 C17 C18 C20 173.6(6) . . . . ? C20 C18 C19 C20 0.0(11) . . . 5_666 ? C17 C18 C19 C20 178.7(6) . . . 5_666 ? C19 C18 C20 C19 0.0(11) . . . 5_666 ? C17 C18 C20 C19 -178.7(6) . . . 5_666 ? C26 C21 C22 C23 2.8(7) . . . . ? C27 C21 C22 C23 -173.3(4) . . . . ? C21 C22 C23 C24 -3.4(7) . . . . ? C21 C22 C23 C28 172.5(4) . . . . ? C22 C23 C24 C25 1.2(7) . . . . ? C28 C23 C24 C25 -174.6(4) . . . . ? C23 C24 C25 C26 1.6(7) . . . . ? C23 C24 C25 N3 -179.5(4) . . . . ? O6 N3 C25 C24 177.8(5) . . . . ? O5 N3 C25 C24 -1.2(7) . . . . ? O6 N3 C25 C26 -3.2(7) . . . . ? O5 N3 C25 C26 177.9(5) . . . . ? C24 C25 C26 C21 -2.1(7) . . . . ? N3 C25 C26 C21 178.9(4) . . . . ? C22 C21 C26 C25 -0.1(7) . . . . ? C27 C21 C26 C25 176.1(4) . . . . ? Zn1 O1 C27 O2 3.3(6) . . . . ? Zn1 O1 C27 C21 178.7(3) . . . . ? C26 C21 C27 O2 -23.7(7) . . . . ? C22 C21 C27 O2 152.4(5) . . . . ? C26 C21 C27 O1 160.7(4) . . . . ? C22 C21 C27 O1 -23.2(7) . . . . ? Zn1 O4 C28 O3 -15.3(6) 1_545 . . . ? Zn1 O4 C28 C23 161.3(3) 1_545 . . . ? C24 C23 C28 O3 170.0(5) . . . . ? C22 C23 C28 O3 -5.8(7) . . . . ? C24 C23 C28 O4 -6.8(7) . . . . ? C22 C23 C28 O4 177.4(4) . . . . ? 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 O7 H1W O5 0.85 2.13 2.958(4) 164.7 2_556 O8 H2W O6 0.84 2.28 3.093(7) 163.8 2_556 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.318 _refine_diff_density_min -0.409 _refine_diff_density_rms 0.070 #===END #========================================================================== data_4 _database_code_depnum_ccdc_archive 'CCDC 749197' #TrackingRef 'JPLangCIF.cif' #========================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H22 N2 O4 Zn' _chemical_formula_sum 'C29 H22 N2 O4 Zn' _chemical_formula_weight 527.88 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 monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 29.578(6) _cell_length_b 9.6718(19) _cell_length_c 18.389(4) _cell_angle_alpha 90.00 _cell_angle_beta 111.71(3) _cell_angle_gamma 90.00 _cell_volume 4887(2) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 8316 _cell_measurement_theta_min 3.0411 _cell_measurement_theta_max 27.5126 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.435 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2176 _exptl_absorpt_coefficient_mu 1.044 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7448 _exptl_absorpt_correction_T_max 0.9400 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku MercuryCCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 14852 _diffrn_reflns_av_R_equivalents 0.0644 _diffrn_reflns_av_sigmaI/netI 0.0805 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.47 _reflns_number_total 5552 _reflns_number_gt 3518 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_cell_refinement 'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)' _computing_data_reduction 'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1147P)^2^+7.0731P] 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 5552 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1339 _refine_ls_R_factor_gt 0.0866 _refine_ls_wR_factor_ref 0.2396 _refine_ls_wR_factor_gt 0.2053 _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_restrained_S_all 1.102 _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 0.14082(2) 0.29349(7) 0.09115(4) 0.0390(2) Uani 1 1 d . . . C1 C 0.0951(3) 0.2012(6) 0.2050(4) 0.0495(15) Uani 1 1 d . . . H1 H 0.0982 0.1119 0.1872 0.059 Uiso 1 1 calc R . . N1 N 0.11050(18) 0.3085(5) 0.1746(3) 0.0426(11) Uani 1 1 d . . . O1 O 0.13488(15) 0.4867(4) 0.0607(3) 0.0470(10) Uani 1 1 d . . . C2 C 0.0751(2) 0.2152(6) 0.2605(4) 0.0548(17) Uani 1 1 d . . . H2 H 0.0643 0.1364 0.2792 0.066 Uiso 1 1 calc R . . N2 N 0.21489(18) 0.2755(5) 0.1524(3) 0.0442(12) Uani 1 1 d . . . O2 O 0.1693(2) 0.4191(5) -0.0219(3) 0.0696(15) Uani 1 1 d . . . C3 C 0.0705(2) 0.3441(7) 0.2895(3) 0.0429(13) Uani 1 1 d . . . O3 O 0.12989(16) 1.1398(4) 0.0193(3) 0.0492(10) Uani 1 1 d . . . C4 C 0.0863(3) 0.4560(7) 0.2587(4) 0.0568(17) Uani 1 1 d . . . H4 H 0.0839 0.5460 0.2761 0.068 Uiso 1 1 calc R . . O4 O 0.1027(2) 0.9853(5) 0.0831(3) 0.0811(17) Uani 1 1 d . . . C5 C 0.1059(2) 0.4339(7) 0.2017(4) 0.0502(15) Uani 1 1 d . . . H5 H 0.1165 0.5110 0.1812 0.060 Uiso 1 1 calc R . . C6 C 0.0482(2) 0.3560(7) 0.3494(4) 0.0472(14) Uani 1 1 d . . . H6 H 0.0378 0.2738 0.3656 0.057 Uiso 1 1 calc R . . C7 C 0.0418(2) 0.4730(8) 0.3821(4) 0.0545(16) Uani 1 1 d . . . H7 H 0.0519 0.5550 0.3654 0.065 Uiso 1 1 calc R . . C8 C 0.0203(2) 0.4861(8) 0.4418(4) 0.0494(15) Uani 1 1 d . . . C9 C 0.0024(2) 0.3692(8) 0.4700(4) 0.0541(16) Uani 1 1 d . . . H9 H 0.0046 0.2807 0.4504 0.065 Uiso 1 1 calc R . . C10 C 0.0182(2) 0.6149(8) 0.4737(4) 0.0558(17) Uani 1 1 d . . . H10 H 0.0309 0.6925 0.4570 0.067 Uiso 1 1 calc R . . C11 C 0.2425(2) 0.2230(7) 0.1158(4) 0.0484(15) Uani 1 1 d . . . H11 H 0.2270 0.1775 0.0678 0.058 Uiso 1 1 calc R . . C12 C 0.2929(2) 0.2319(7) 0.1447(4) 0.0498(15) Uani 1 1 d . . . H12 H 0.3105 0.1935 0.1164 0.060 Uiso 1 1 calc R . . C13 C 0.3169(2) 0.2972(6) 0.2150(4) 0.0434(13) Uani 1 1 d . . . C14 C 0.2879(2) 0.3455(7) 0.2558(4) 0.0509(15) Uani 1 1 d . . . H14 H 0.3025 0.3854 0.3056 0.061 Uiso 1 1 calc R . . C15 C 0.2383(2) 0.3338(7) 0.2220(4) 0.0502(15) Uani 1 1 d . . . H15 H 0.2196 0.3690 0.2495 0.060 Uiso 1 1 calc R . . C16 C 0.3694(2) 0.3209(6) 0.2453(4) 0.0464(14) Uani 1 1 d . . . H16 H 0.3852 0.3350 0.2994 0.056 Uiso 1 1 calc R . . C17 C 0.3957(2) 0.3237(6) 0.2022(4) 0.0476(14) Uani 1 1 d . . . H17 H 0.3790 0.3111 0.1481 0.057 Uiso 1 1 calc R . . C18 C 0.4493(2) 0.3446(6) 0.2283(4) 0.0441(13) Uani 1 1 d . . . C19 C 0.4705(2) 0.3508(7) 0.1725(4) 0.0501(15) Uani 1 1 d . . . H19 H 0.4503 0.3551 0.1192 0.060 Uiso 1 1 calc R . . C20 C 0.4796(2) 0.3508(7) 0.3070(4) 0.0546(16) Uani 1 1 d . . . H20 H 0.4662 0.3549 0.3459 0.065 Uiso 1 1 calc R . . C21 C 0.1588(2) 0.6615(6) -0.0090(3) 0.0367(12) Uani 1 1 d . . . C22 C 0.1383(2) 0.7652(6) 0.0202(3) 0.0384(12) Uani 1 1 d . . . H22 H 0.1201 0.7428 0.0510 0.046 Uiso 1 1 calc R . . C23 C 0.1445(2) 0.9026(6) 0.0043(3) 0.0375(12) Uani 1 1 d . . . C24 C 0.1709(2) 0.9339(6) -0.0428(3) 0.0423(13) Uani 1 1 d . . . H24 H 0.1752 1.0269 -0.0537 0.051 Uiso 1 1 calc R . . C25 C 0.1910(2) 0.8308(6) -0.0738(4) 0.0418(13) Uani 1 1 d . . . C26 C 0.1845(2) 0.6966(6) -0.0570(3) 0.0438(13) Uani 1 1 d . . . H26 H 0.1977 0.6257 -0.0781 0.053 Uiso 1 1 calc R . . C27 C 0.1543(2) 0.5112(6) 0.0093(4) 0.0431(13) Uani 1 1 d . . . C28 C 0.1235(2) 1.0172(6) 0.0385(4) 0.0457(14) Uani 1 1 d . . . C29 C 0.2189(3) 0.8682(8) -0.1252(4) 0.0559(17) Uani 1 1 d . . . H29A H 0.2412 0.7938 -0.1242 0.084 Uiso 1 1 calc R . . H29B H 0.2372 0.9524 -0.1059 0.084 Uiso 1 1 calc R . . H29C H 0.1963 0.8823 -0.1785 0.084 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 0.0492(4) 0.0288(4) 0.0466(4) -0.0009(3) 0.0265(3) 0.0016(3) C1 0.078(4) 0.029(3) 0.056(4) -0.001(3) 0.042(3) 0.004(3) N1 0.052(3) 0.035(3) 0.047(3) -0.003(2) 0.026(2) 0.001(2) O1 0.060(2) 0.028(2) 0.063(3) 0.0076(19) 0.035(2) 0.0011(18) C2 0.067(4) 0.033(3) 0.080(5) 0.007(3) 0.046(4) 0.000(3) N2 0.052(3) 0.044(3) 0.045(3) 0.000(2) 0.029(2) 0.003(2) O2 0.118(4) 0.032(2) 0.086(4) -0.003(2) 0.069(3) 0.009(2) C3 0.041(3) 0.046(3) 0.045(3) 0.005(3) 0.019(2) 0.002(3) O3 0.072(3) 0.025(2) 0.055(3) -0.0068(19) 0.029(2) 0.0031(19) C4 0.081(4) 0.037(3) 0.073(5) -0.009(3) 0.052(4) 0.002(3) O4 0.148(5) 0.041(3) 0.090(4) 0.008(3) 0.085(4) 0.021(3) C5 0.073(4) 0.035(3) 0.059(4) -0.002(3) 0.042(3) -0.002(3) C6 0.058(3) 0.048(4) 0.041(3) 0.002(3) 0.025(3) 0.000(3) C7 0.060(4) 0.057(4) 0.056(4) 0.001(3) 0.033(3) 0.001(3) C8 0.048(3) 0.063(4) 0.044(3) 0.007(3) 0.025(3) 0.001(3) C9 0.063(4) 0.052(4) 0.056(4) -0.002(3) 0.033(3) 0.007(3) C10 0.066(4) 0.057(4) 0.061(4) 0.000(3) 0.041(3) 0.000(3) C11 0.045(3) 0.047(4) 0.055(4) -0.012(3) 0.021(3) -0.001(3) C12 0.049(3) 0.048(4) 0.059(4) -0.002(3) 0.029(3) 0.008(3) C13 0.047(3) 0.037(3) 0.046(3) 0.003(3) 0.016(2) 0.004(3) C14 0.054(4) 0.057(4) 0.042(3) -0.004(3) 0.019(3) -0.006(3) C15 0.059(4) 0.056(4) 0.046(4) 0.001(3) 0.031(3) 0.002(3) C16 0.047(3) 0.038(3) 0.052(4) 0.002(3) 0.015(3) 0.006(3) C17 0.050(3) 0.037(3) 0.054(4) 0.002(3) 0.017(3) 0.009(3) C18 0.043(3) 0.036(3) 0.054(4) -0.003(3) 0.019(3) 0.003(3) C19 0.050(3) 0.055(4) 0.047(4) -0.002(3) 0.019(3) 0.008(3) C20 0.057(4) 0.061(4) 0.051(4) 0.000(3) 0.026(3) 0.001(3) C21 0.051(3) 0.029(3) 0.035(3) -0.001(2) 0.020(2) 0.001(2) C22 0.043(3) 0.034(3) 0.043(3) -0.002(2) 0.021(2) -0.001(2) C23 0.048(3) 0.030(3) 0.038(3) -0.001(2) 0.019(2) 0.004(2) C24 0.058(3) 0.030(3) 0.041(3) 0.001(2) 0.021(3) -0.005(2) C25 0.046(3) 0.035(3) 0.049(3) 0.001(3) 0.023(3) -0.002(2) C26 0.056(3) 0.038(3) 0.045(3) -0.007(3) 0.026(3) -0.003(3) C27 0.053(3) 0.033(3) 0.050(4) 0.000(3) 0.026(3) 0.004(3) C28 0.063(4) 0.037(3) 0.041(3) -0.001(3) 0.023(3) 0.004(3) C29 0.068(4) 0.060(4) 0.051(4) 0.008(3) 0.036(3) -0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.935(4) 1_545 ? Zn1 O1 1.940(4) . ? Zn1 N1 2.049(5) . ? Zn1 N2 2.067(5) . ? C1 N1 1.335(7) . ? C1 C2 1.363(9) . ? C1 H1 0.9400 . ? N1 C5 1.338(7) . ? O1 C27 1.295(7) . ? C2 C3 1.382(9) . ? C2 H2 0.9400 . ? N2 C15 1.334(8) . ? N2 C11 1.336(7) . ? O2 C27 1.229(7) . ? C3 C4 1.381(9) . ? C3 C6 1.482(8) . ? O3 C28 1.272(7) . ? O3 Zn1 1.935(4) 1_565 ? C4 C5 1.389(8) . ? C4 H4 0.9400 . ? O4 C28 1.233(7) . ? C5 H5 0.9400 . ? C6 C7 1.328(9) . ? C6 H6 0.9400 . ? C7 C8 1.463(8) . ? C7 H7 0.9400 . ? C8 C10 1.388(10) . ? C8 C9 1.424(9) . ? C9 C10 1.390(8) 5_566 ? C9 H9 0.9400 . ? C10 C9 1.390(8) 5_566 ? C10 H10 0.9400 . ? C11 C12 1.386(9) . ? C11 H11 0.9400 . ? C12 C13 1.376(9) . ? C12 H12 0.9400 . ? C13 C14 1.410(8) . ? C13 C16 1.462(8) . ? C14 C15 1.372(9) . ? C14 H14 0.9400 . ? C15 H15 0.9400 . ? C16 C17 1.300(9) . ? C16 H16 0.9400 . ? C17 C18 1.488(8) . ? C17 H17 0.9400 . ? C18 C19 1.389(9) . ? C18 C20 1.393(9) . ? C19 C20 1.383(8) 2_655 ? C19 H19 0.9400 . ? C20 C19 1.383(8) 2_655 ? C20 H20 0.9400 . ? C21 C22 1.379(8) . ? C21 C26 1.404(8) . ? C21 C27 1.509(8) . ? C22 C23 1.388(8) . ? C22 H22 0.9400 . ? C23 C24 1.396(7) . ? C23 C28 1.517(8) . ? C24 C25 1.386(8) . ? C24 H24 0.9400 . ? C25 C26 1.364(8) . ? C25 C29 1.511(8) . ? C26 H26 0.9400 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C29 H29C 0.9700 . ? 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 124.62(19) 1_545 . ? O3 Zn1 N1 123.85(19) 1_545 . ? O1 Zn1 N1 97.49(18) . . ? O3 Zn1 N2 100.55(19) 1_545 . ? O1 Zn1 N2 101.70(19) . . ? N1 Zn1 N2 105.50(19) . . ? N1 C1 C2 123.1(6) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C1 N1 C5 116.8(5) . . ? C1 N1 Zn1 124.7(4) . . ? C5 N1 Zn1 118.4(4) . . ? C27 O1 Zn1 111.7(4) . . ? C1 C2 C3 120.7(6) . . ? C1 C2 H2 119.6 . . ? C3 C2 H2 119.6 . . ? C15 N2 C11 116.6(5) . . ? C15 N2 Zn1 123.8(4) . . ? C11 N2 Zn1 118.7(4) . . ? C4 C3 C2 116.8(5) . . ? C4 C3 C6 123.7(6) . . ? C2 C3 C6 119.4(6) . . ? C28 O3 Zn1 122.1(4) . 1_565 ? C3 C4 C5 119.3(6) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 C4 123.3(6) . . ? N1 C5 H5 118.4 . . ? C4 C5 H5 118.4 . . ? C7 C6 C3 125.5(6) . . ? C7 C6 H6 117.2 . . ? C3 C6 H6 117.2 . . ? C6 C7 C8 126.1(7) . . ? C6 C7 H7 117.0 . . ? C8 C7 H7 117.0 . . ? C10 C8 C9 118.6(5) . . ? C10 C8 C7 119.7(6) . . ? C9 C8 C7 121.8(6) . . ? C10 C9 C8 120.4(6) 5_566 . ? C10 C9 H9 119.8 5_566 . ? C8 C9 H9 119.8 . . ? C8 C10 C9 121.0(6) . 5_566 ? C8 C10 H10 119.5 . . ? C9 C10 H10 119.5 5_566 . ? N2 C11 C12 123.6(6) . . ? N2 C11 H11 118.2 . . ? C12 C11 H11 118.2 . . ? C13 C12 C11 119.8(6) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C12 C13 C14 116.5(6) . . ? C12 C13 C16 122.4(5) . . ? C14 C13 C16 121.0(6) . . ? C15 C14 C13 119.4(6) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? N2 C15 C14 123.9(6) . . ? N2 C15 H15 118.1 . . ? C14 C15 H15 118.1 . . ? C17 C16 C13 124.3(6) . . ? C17 C16 H16 117.9 . . ? C13 C16 H16 117.9 . . ? C16 C17 C18 127.6(6) . . ? C16 C17 H17 116.2 . . ? C18 C17 H17 116.2 . . ? C19 C18 C20 118.2(6) . . ? C19 C18 C17 118.9(6) . . ? C20 C18 C17 122.8(6) . . ? C20 C19 C18 121.8(6) 2_655 . ? C20 C19 H19 119.1 2_655 . ? C18 C19 H19 119.1 . . ? C19 C20 C18 119.8(6) 2_655 . ? C19 C20 H20 120.1 2_655 . ? C18 C20 H20 120.1 . . ? C22 C21 C26 119.2(5) . . ? C22 C21 C27 121.7(5) . . ? C26 C21 C27 119.1(5) . . ? C21 C22 C23 120.1(5) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 C24 119.1(5) . . ? C22 C23 C28 120.3(5) . . ? C24 C23 C28 120.6(5) . . ? C25 C24 C23 121.5(5) . . ? C25 C24 H24 119.3 . . ? C23 C24 H24 119.3 . . ? C26 C25 C24 118.3(5) . . ? C26 C25 C29 121.6(6) . . ? C24 C25 C29 120.1(5) . . ? C25 C26 C21 121.7(5) . . ? C25 C26 H26 119.1 . . ? C21 C26 H26 119.1 . . ? O2 C27 O1 122.8(6) . . ? O2 C27 C21 121.1(5) . . ? O1 C27 C21 116.1(5) . . ? O4 C28 O3 125.4(6) . . ? O4 C28 C23 118.4(5) . . ? O3 C28 C23 116.1(5) . . ? C25 C29 H29A 109.5 . . ? C25 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C25 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.267 _refine_diff_density_min -0.577 _refine_diff_density_rms 0.160 #===END #==========================================================================