# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 890597' #TrackingRef '1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H22.50 Cd N8 O5.75' _chemical_formula_weight 687.46 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' Cd Cd -0.8075 1.2024 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.487(2) _cell_length_b 11.160(2) _cell_length_c 12.296(3) _cell_angle_alpha 99.54(3) _cell_angle_beta 98.62(3) _cell_angle_gamma 90.56(3) _cell_volume 1402.2(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6303 _cell_measurement_theta_min 3.14 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.306 _exptl_crystal_size_mid 0.263 _exptl_crystal_size_min 0.136 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.628 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 693 _exptl_absorpt_coefficient_mu 0.837 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.774 _exptl_absorpt_correction_T_max 0.892 _exptl_absorpt_process_details ; Process-auto, Higashi, T.(1995).Program for Absorption Correction. Rigaku Corporation, Tokyo,Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 RAXIS-RAPID' _diffrn_measurement_method low _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 13624 _diffrn_reflns_av_R_equivalents 0.0286 _diffrn_reflns_av_sigmaI/netI 0.0377 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6303 _reflns_number_gt 5366 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1199P)^2^+1.4187P] 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 6303 _refine_ls_number_parameters 415 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0622 _refine_ls_R_factor_gt 0.0538 _refine_ls_wR_factor_ref 0.1810 _refine_ls_wR_factor_gt 0.1711 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.089 _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 Cd1 Cd 0.35693(3) 0.04043(3) 0.10776(3) 0.03593(15) Uani 1 1 d . . . O1 O 0.3554(4) 0.2311(4) 0.3058(3) 0.0470(8) Uani 1 1 d . . . O2 O 0.7388(6) -0.0451(4) 0.4518(4) 0.0747(15) Uani 1 1 d . . . O3 O 0.4802(3) 0.0971(3) 0.9116(3) 0.0372(7) Uani 1 1 d . . . O4 O 0.5898(5) 0.4853(3) 1.2309(3) 0.0562(10) Uani 1 1 d . . . N1 N 0.4670(4) 0.0604(4) 0.2894(4) 0.0449(10) Uani 1 1 d . . . N2 N 0.5657(5) -0.0081(4) 0.3302(4) 0.0479(10) Uani 1 1 d . . . H2A H 0.5730 -0.0787 0.2916 0.057 Uiso 1 1 calc R . . N3 N 0.4439(4) 0.2105(3) 1.0699(3) 0.0343(8) Uani 1 1 d . . . N4 N 0.4730(4) 0.3164(3) 1.1483(3) 0.0399(9) Uani 1 1 d . . . H4A H 0.4275 0.3283 1.2016 0.048 Uiso 1 1 calc R . . N5 N 0.9088(6) 0.3935(6) 0.7532(5) 0.0700(15) Uani 1 1 d . . . H5A H 0.9546 0.4236 0.8160 0.084 Uiso 1 1 calc R . . N6 N 0.9596(7) 0.3865(7) 0.6535(6) 0.088(2) Uani 1 1 d . . . H6A H 0.9131 0.3563 0.5911 0.106 Uiso 1 1 calc R . . H6B H 1.0374 0.4125 0.6546 0.106 Uiso 1 1 calc R . . N7 N 0.2348(4) -0.0817(4) -0.0500(3) 0.0366(8) Uani 1 1 d . . . N8 N 0.1641(4) -0.0172(4) 0.1563(3) 0.0377(8) Uani 1 1 d . . . C1 C 0.5140(5) 0.3279(5) 0.5129(4) 0.0413(10) Uani 1 1 d . . . H1A H 0.4455 0.3748 0.4900 0.050 Uiso 1 1 calc R . . C2 C 0.6000(5) 0.3700(4) 0.6088(4) 0.0421(10) Uani 1 1 d . . . H2B H 0.5871 0.4450 0.6509 0.051 Uiso 1 1 calc R . . C3 C 0.7051(5) 0.3036(4) 0.6442(4) 0.0368(9) Uani 1 1 d . . . C4 C 0.7225(5) 0.1909(4) 0.5833(4) 0.0404(10) Uani 1 1 d . . . H4B H 0.7926 0.1458 0.6063 0.048 Uiso 1 1 calc R . . C5 C 0.6357(5) 0.1440(4) 0.4876(4) 0.0394(10) Uani 1 1 d . . . C6 C 0.5313(4) 0.2142(4) 0.4511(4) 0.0345(9) Uani 1 1 d . . . C7 C 0.4470(5) 0.1672(5) 0.3468(4) 0.0393(10) Uani 1 1 d . . . C8 C 0.6520(6) 0.0230(5) 0.4236(5) 0.0473(12) Uani 1 1 d . . . C9 C 0.6431(4) 0.2825(4) 0.8653(4) 0.0332(9) Uani 1 1 d . . . H9A H 0.6138 0.2204 0.8062 0.040 Uiso 1 1 calc R . . C10 C 0.7400(5) 0.3638(4) 0.8546(4) 0.0363(9) Uani 1 1 d . . . C11 C 0.7834(6) 0.4552(5) 0.9459(5) 0.0497(13) Uani 1 1 d . . . H11A H 0.8515 0.5075 0.9420 0.060 Uiso 1 1 calc R . . C12 C 0.7267(6) 0.4688(5) 1.0414(5) 0.0515(13) Uani 1 1 d . . . H12A H 0.7550 0.5317 1.1001 0.062 Uiso 1 1 calc R . . C13 C 0.6278(5) 0.3891(4) 1.0501(4) 0.0368(9) Uani 1 1 d . . . C14 C 0.5893(4) 0.2927(4) 0.9629(4) 0.0317(8) Uani 1 1 d . . . C15 C 0.4997(4) 0.1968(4) 0.9797(4) 0.0314(8) Uani 1 1 d . . . C16 C 0.5639(5) 0.4012(4) 1.1494(4) 0.0389(10) Uani 1 1 d . . . C17 C 0.7944(5) 0.3547(4) 0.7491(4) 0.0376(9) Uani 1 1 d . . . C18 C 0.2699(5) -0.1134(5) -0.1495(4) 0.0411(10) Uani 1 1 d . . . H18A H 0.3442 -0.0764 -0.1637 0.049 Uiso 1 1 calc R . . C19 C 0.2022(6) -0.1986(5) -0.2337(5) 0.0480(12) Uani 1 1 d . . . H19A H 0.2323 -0.2198 -0.3014 0.058 Uiso 1 1 calc R . . C20 C 0.0898(6) -0.2512(5) -0.2155(5) 0.0515(13) Uani 1 1 d . . . H20A H 0.0427 -0.3086 -0.2707 0.062 Uiso 1 1 calc R . . C21 C 0.0474(5) -0.2162(4) -0.1118(5) 0.0439(11) Uani 1 1 d . . . C22 C -0.0710(5) -0.2622(6) -0.0872(6) 0.0556(14) Uani 1 1 d . . . H22A H -0.1233 -0.3166 -0.1415 0.067 Uiso 1 1 calc R . . C23 C -0.1081(5) -0.2281(5) 0.0135(6) 0.0547(14) Uani 1 1 d . . . H23A H -0.1857 -0.2591 0.0271 0.066 Uiso 1 1 calc R . . C24 C -0.0302(5) -0.1448(5) 0.0997(5) 0.0451(11) Uani 1 1 d . . . C25 C -0.0650(5) -0.1080(5) 0.2051(5) 0.0515(13) Uani 1 1 d . . . H25A H -0.1409 -0.1390 0.2221 0.062 Uiso 1 1 calc R . . C26 C 0.0119(6) -0.0271(5) 0.2826(5) 0.0518(13) Uani 1 1 d . . . H26A H -0.0113 -0.0011 0.3526 0.062 Uiso 1 1 calc R . . C27 C 0.1279(5) 0.0170(5) 0.2552(5) 0.0463(11) Uani 1 1 d . . . H27A H 0.1808 0.0719 0.3085 0.056 Uiso 1 1 calc R . . C28 C 0.1249(4) -0.1327(4) -0.0302(4) 0.0354(9) Uani 1 1 d . . . C29 C 0.0861(4) -0.0970(4) 0.0779(4) 0.0370(10) Uani 1 1 d . . . OW1 O 0.0550(11) 0.1899(10) 0.5060(8) 0.026(2) Uani 0.25 1 d P . . OW2 O 0.1929(7) 0.5363(7) 0.5927(7) 0.0537(19) Uani 0.50 1 d P . . OW3 O 0.1738(7) 0.3608(7) 0.4034(6) 0.0488(18) Uani 0.50 1 d P . . OW4 O 0.3287(6) 0.2630(4) 0.7345(5) 0.0270(11) Uani 0.50 1 d P . . 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 0.0334(2) 0.0366(2) 0.0363(2) -0.00100(13) 0.00896(13) -0.00712(14) O1 0.0440(19) 0.062(2) 0.0348(18) 0.0068(16) 0.0081(14) 0.0041(17) O2 0.096(4) 0.051(2) 0.068(3) -0.004(2) -0.005(3) 0.032(3) O3 0.0408(16) 0.0311(15) 0.0356(17) -0.0071(12) 0.0074(13) -0.0084(13) O4 0.085(3) 0.0387(18) 0.042(2) -0.0143(15) 0.0249(19) -0.0120(19) N1 0.045(2) 0.052(2) 0.035(2) -0.0055(18) 0.0105(17) -0.0026(19) N2 0.062(3) 0.038(2) 0.040(2) -0.0076(17) 0.014(2) -0.003(2) N3 0.0365(18) 0.0335(18) 0.0321(19) -0.0011(14) 0.0107(14) -0.0041(15) N4 0.054(2) 0.0332(19) 0.033(2) -0.0042(15) 0.0177(17) -0.0023(17) N5 0.076(4) 0.081(4) 0.049(3) -0.005(3) 0.015(3) -0.014(3) N6 0.074(4) 0.114(6) 0.075(4) -0.002(4) 0.030(3) -0.027(4) N7 0.0313(18) 0.0361(19) 0.041(2) 0.0046(16) 0.0036(15) -0.0021(15) N8 0.0346(19) 0.0378(19) 0.044(2) 0.0097(16) 0.0121(16) 0.0008(16) C1 0.045(2) 0.044(2) 0.034(2) 0.0014(19) 0.0091(19) 0.009(2) C2 0.050(3) 0.039(2) 0.036(2) -0.0034(19) 0.011(2) 0.004(2) C3 0.043(2) 0.042(2) 0.027(2) 0.0060(17) 0.0101(17) -0.004(2) C4 0.047(3) 0.041(2) 0.034(2) 0.0076(19) 0.0066(19) 0.007(2) C5 0.053(3) 0.037(2) 0.029(2) 0.0021(17) 0.0120(19) 0.002(2) C6 0.037(2) 0.041(2) 0.027(2) 0.0047(17) 0.0102(16) -0.0014(18) C7 0.038(2) 0.053(3) 0.027(2) 0.0034(19) 0.0116(17) -0.007(2) C8 0.063(3) 0.038(2) 0.040(3) 0.000(2) 0.011(2) 0.005(2) C9 0.038(2) 0.032(2) 0.027(2) -0.0002(15) 0.0048(16) -0.0051(17) C10 0.045(2) 0.034(2) 0.030(2) 0.0047(17) 0.0058(17) -0.0045(19) C11 0.070(3) 0.038(2) 0.040(3) -0.001(2) 0.015(2) -0.022(2) C12 0.078(4) 0.035(2) 0.038(3) -0.0087(19) 0.016(2) -0.022(2) C13 0.047(2) 0.030(2) 0.032(2) -0.0011(17) 0.0097(18) -0.0031(19) C14 0.037(2) 0.0296(19) 0.028(2) 0.0010(15) 0.0061(16) -0.0018(17) C15 0.032(2) 0.0315(19) 0.029(2) 0.0008(15) 0.0052(15) 0.0007(17) C16 0.053(3) 0.031(2) 0.032(2) -0.0020(17) 0.0131(19) 0.001(2) C17 0.042(2) 0.038(2) 0.033(2) 0.0038(17) 0.0108(18) -0.0078(19) C18 0.038(2) 0.045(2) 0.040(3) 0.006(2) 0.0044(18) -0.001(2) C19 0.055(3) 0.047(3) 0.038(3) 0.002(2) 0.003(2) 0.000(2) C20 0.055(3) 0.043(3) 0.049(3) 0.002(2) -0.006(2) -0.009(2) C21 0.038(2) 0.035(2) 0.058(3) 0.014(2) -0.003(2) -0.008(2) C22 0.044(3) 0.054(3) 0.068(4) 0.018(3) -0.004(3) -0.018(2) C23 0.036(2) 0.052(3) 0.078(4) 0.026(3) 0.002(2) -0.012(2) C24 0.036(2) 0.043(3) 0.061(3) 0.023(2) 0.008(2) 0.001(2) C25 0.039(3) 0.055(3) 0.068(4) 0.024(3) 0.018(2) 0.003(2) C26 0.051(3) 0.054(3) 0.060(4) 0.020(3) 0.026(3) 0.013(3) C27 0.049(3) 0.043(3) 0.049(3) 0.009(2) 0.015(2) 0.002(2) C28 0.029(2) 0.031(2) 0.046(3) 0.0118(18) 0.0001(17) -0.0033(17) C29 0.029(2) 0.032(2) 0.053(3) 0.0162(19) 0.0053(18) 0.0009(17) OW1 0.034(6) 0.029(5) 0.018(5) 0.004(4) 0.012(4) 0.019(5) OW2 0.047(4) 0.053(4) 0.052(5) -0.013(3) 0.002(3) 0.003(3) OW3 0.033(3) 0.058(4) 0.047(4) -0.017(3) 0.006(3) 0.009(3) OW4 0.036(3) 0.011(2) 0.030(3) -0.0022(19) 0.003(2) -0.011(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 N3 2.244(4) 1_554 ? Cd1 N8 2.307(4) . ? Cd1 O3 2.319(3) 2_656 ? Cd1 N1 2.330(4) . ? Cd1 N7 2.367(4) . ? O1 C7 1.293(6) . ? O2 C8 1.238(7) . ? O3 C15 1.271(5) . ? O3 Cd1 2.319(3) 2_656 ? O4 C16 1.250(6) . ? N1 C7 1.317(7) . ? N1 N2 1.375(7) . ? N2 C8 1.345(7) . ? N2 H2A 0.8600 . ? N3 C15 1.318(6) . ? N3 N4 1.395(5) . ? N3 Cd1 2.244(4) 1_556 ? N4 C16 1.334(7) . ? N4 H4A 0.8600 . ? N5 C17 1.263(8) . ? N5 N6 1.399(8) . ? N5 H5A 0.8600 . ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? N7 C18 1.324(7) . ? N7 C28 1.352(6) . ? N8 C27 1.325(7) . ? N8 C29 1.362(6) . ? C1 C2 1.384(7) . ? C1 C6 1.395(7) . ? C1 H1A 0.9300 . ? C2 C3 1.390(7) . ? C2 H2B 0.9300 . ? C3 C4 1.382(7) . ? C3 C17 1.500(7) . ? C4 C5 1.398(7) . ? C4 H4B 0.9300 . ? C5 C6 1.415(7) . ? C5 C8 1.471(7) . ? C6 C7 1.460(6) . ? C9 C14 1.389(6) . ? C9 C10 1.391(6) . ? C9 H9A 0.9300 . ? C10 C11 1.402(7) . ? C10 C17 1.483(6) . ? C11 C12 1.381(8) . ? C11 H11A 0.9300 . ? C12 C13 1.388(7) . ? C12 H12A 0.9300 . ? C13 C14 1.397(6) . ? C13 C16 1.467(6) . ? C14 C15 1.477(6) . ? C18 C19 1.386(7) . ? C18 H18A 0.9300 . ? C19 C20 1.376(8) . ? C19 H19A 0.9300 . ? C20 C21 1.409(9) . ? C20 H20A 0.9300 . ? C21 C28 1.402(7) . ? C21 C22 1.431(8) . ? C22 C23 1.349(10) . ? C22 H22A 0.9300 . ? C23 C24 1.434(8) . ? C23 H23A 0.9300 . ? C24 C25 1.395(9) . ? C24 C29 1.406(7) . ? C25 C26 1.358(9) . ? C25 H25A 0.9300 . ? C26 C27 1.416(8) . ? C26 H26A 0.9300 . ? C27 H27A 0.9300 . ? C28 C29 1.443(7) . ? 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 N3 Cd1 N8 136.55(14) 1_554 . ? N3 Cd1 O3 102.80(13) 1_554 2_656 ? N8 Cd1 O3 120.64(13) . 2_656 ? N3 Cd1 N1 95.47(16) 1_554 . ? N8 Cd1 N1 93.67(15) . . ? O3 Cd1 N1 77.63(14) 2_656 . ? N3 Cd1 N7 113.69(14) 1_554 . ? N8 Cd1 N7 71.55(15) . . ? O3 Cd1 N7 87.15(12) 2_656 . ? N1 Cd1 N7 149.56(15) . . ? C15 O3 Cd1 121.1(3) . 2_656 ? C7 N1 N2 119.5(4) . . ? C7 N1 Cd1 110.3(3) . . ? N2 N1 Cd1 128.2(3) . . ? C8 N2 N1 127.3(4) . . ? C8 N2 H2A 116.4 . . ? N1 N2 H2A 116.4 . . ? C15 N3 N4 118.2(4) . . ? C15 N3 Cd1 115.7(3) . 1_556 ? N4 N3 Cd1 123.6(3) . 1_556 ? C16 N4 N3 126.8(4) . . ? C16 N4 H4A 116.6 . . ? N3 N4 H4A 116.6 . . ? C17 N5 N6 118.6(6) . . ? C17 N5 H5A 120.7 . . ? N6 N5 H5A 120.7 . . ? N5 N6 H6A 120.0 . . ? N5 N6 H6B 120.0 . . ? H6A N6 H6B 120.0 . . ? C18 N7 C28 118.3(4) . . ? C18 N7 Cd1 126.5(3) . . ? C28 N7 Cd1 114.8(3) . . ? C27 N8 C29 118.7(4) . . ? C27 N8 Cd1 124.9(4) . . ? C29 N8 Cd1 116.4(3) . . ? C2 C1 C6 119.2(5) . . ? C2 C1 H1A 120.4 . . ? C6 C1 H1A 120.4 . . ? C1 C2 C3 121.9(4) . . ? C1 C2 H2B 119.0 . . ? C3 C2 H2B 119.0 . . ? C4 C3 C2 119.1(4) . . ? C4 C3 C17 121.8(4) . . ? C2 C3 C17 119.1(4) . . ? C3 C4 C5 120.6(4) . . ? C3 C4 H4B 119.7 . . ? C5 C4 H4B 119.7 . . ? C4 C5 C6 119.6(4) . . ? C4 C5 C8 121.0(5) . . ? C6 C5 C8 119.5(5) . . ? C1 C6 C5 119.6(4) . . ? C1 C6 C7 121.7(4) . . ? C5 C6 C7 118.7(4) . . ? O1 C7 N1 118.5(4) . . ? O1 C7 C6 121.2(5) . . ? N1 C7 C6 120.2(5) . . ? O2 C8 N2 122.1(5) . . ? O2 C8 C5 123.2(5) . . ? N2 C8 C5 114.7(5) . . ? C14 C9 C10 121.1(4) . . ? C14 C9 H9A 119.5 . . ? C10 C9 H9A 119.5 . . ? C9 C10 C11 118.1(4) . . ? C9 C10 C17 120.8(4) . . ? C11 C10 C17 121.1(4) . . ? C12 C11 C10 121.1(5) . . ? C12 C11 H11A 119.4 . . ? C10 C11 H11A 119.4 . . ? C11 C12 C13 120.2(5) . . ? C11 C12 H12A 119.9 . . ? C13 C12 H12A 119.9 . . ? C12 C13 C14 119.3(4) . . ? C12 C13 C16 122.0(4) . . ? C14 C13 C16 118.7(4) . . ? C9 C14 C13 120.0(4) . . ? C9 C14 C15 120.7(4) . . ? C13 C14 C15 119.1(4) . . ? O3 C15 N3 118.5(4) . . ? O3 C15 C14 121.3(4) . . ? N3 C15 C14 120.1(4) . . ? O4 C16 N4 120.5(5) . . ? O4 C16 C13 123.6(5) . . ? N4 C16 C13 115.9(4) . . ? N5 C17 C10 118.6(5) . . ? N5 C17 C3 125.1(5) . . ? C10 C17 C3 116.2(4) . . ? N7 C18 C19 123.6(5) . . ? N7 C18 H18A 118.2 . . ? C19 C18 H18A 118.2 . . ? C20 C19 C18 119.0(5) . . ? C20 C19 H19A 120.5 . . ? C18 C19 H19A 120.5 . . ? C19 C20 C21 118.7(5) . . ? C19 C20 H20A 120.6 . . ? C21 C20 H20A 120.6 . . ? C28 C21 C20 118.1(5) . . ? C28 C21 C22 119.3(5) . . ? C20 C21 C22 122.6(5) . . ? C23 C22 C21 121.2(5) . . ? C23 C22 H22A 119.4 . . ? C21 C22 H22A 119.4 . . ? C22 C23 C24 121.2(5) . . ? C22 C23 H23A 119.4 . . ? C24 C23 H23A 119.4 . . ? C25 C24 C29 118.1(5) . . ? C25 C24 C23 122.8(5) . . ? C29 C24 C23 119.1(5) . . ? C26 C25 C24 120.0(5) . . ? C26 C25 H25A 120.0 . . ? C24 C25 H25A 120.0 . . ? C25 C26 C27 118.9(5) . . ? C25 C26 H26A 120.6 . . ? C27 C26 H26A 120.6 . . ? N8 C27 C26 122.5(5) . . ? N8 C27 H27A 118.8 . . ? C26 C27 H27A 118.8 . . ? N7 C28 C21 122.1(5) . . ? N7 C28 C29 118.2(4) . . ? C21 C28 C29 119.7(4) . . ? N8 C29 C24 121.8(5) . . ? N8 C29 C28 118.6(4) . . ? C24 C29 C28 119.6(5) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.595 _refine_diff_density_min -0.790 _refine_diff_density_rms 0.159 data_2 _database_code_depnum_ccdc_archive 'CCDC 890598' #TrackingRef '2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C92 H74 N28 O24 Zn3' _chemical_formula_weight 2151.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' _cell_length_a 17.194(3) _cell_length_b 12.050(2) _cell_length_c 22.453(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.42(3) _cell_angle_gamma 90.00 _cell_volume 4630.9(16) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10548 _cell_measurement_theta_min 2.99 _cell_measurement_theta_max 27.46 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.543 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2208 _exptl_absorpt_coefficient_mu 0.864 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.878 _exptl_absorpt_correction_T_max 0.917 _exptl_absorpt_process_details ; Process-auto', Higashi, T.(1995).Program for Absorption Correction. Rigaku Corporation, Tokyo,Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 44006 _diffrn_reflns_av_R_equivalents 0.0893 _diffrn_reflns_av_sigmaI/netI 0.0741 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 27.46 _reflns_number_total 10548 _reflns_number_gt 6450 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1324P)^2^+1.1912P] 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 10548 _refine_ls_number_parameters 647 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1193 _refine_ls_R_factor_gt 0.0705 _refine_ls_wR_factor_ref 0.2318 _refine_ls_wR_factor_gt 0.2040 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.098 _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 0.97682(3) 0.36985(5) 0.03864(2) 0.03547(19) Uani 1 1 d . . . Zn2 Zn 1.2500 0.28600(7) 0.2500 0.0418(2) Uani 1 2 d S . . N1 N 1.0769(2) 0.4446(3) 0.07337(15) 0.0335(9) Uani 1 1 d . . . N2 N 1.0973(2) 0.4214(3) 0.13289(15) 0.0314(9) Uani 1 1 d . . . H2A H 1.0647 0.3825 0.1509 0.038 Uiso 1 1 calc R . . N3 N 1.3288(2) 0.8618(3) 0.41815(16) 0.0357(9) Uani 1 1 d . . . H3A H 1.2965 0.9020 0.4358 0.043 Uiso 1 1 calc R . . N4 N 1.3892(3) 0.8129(3) 0.45467(15) 0.0380(10) Uani 1 1 d . . . N5 N 1.4552(3) 0.7260(6) 0.1431(2) 0.0749(17) Uani 1 1 d . . . N6 N 1.5217(4) 0.7756(7) 0.1704(3) 0.114(3) Uani 1 1 d . . . H6A H 1.5282 0.7806 0.2087 0.137 Uiso 1 1 calc R . . H6B H 1.5565 0.8015 0.1490 0.137 Uiso 1 1 calc R . . N7 N 1.1729(3) 0.1714(4) 0.2028(2) 0.0558(13) Uani 1 1 d . . . N8 N 1.2953(3) 0.2823(4) 0.1652(2) 0.0542(13) Uani 1 1 d . . . N9 N 0.9296(3) 0.2713(3) 0.09893(16) 0.0393(10) Uani 1 1 d . . . N10 N 0.8938(3) 0.1719(4) 0.08083(16) 0.0430(10) Uani 1 1 d . . . H10A H 0.8908 0.1583 0.0431 0.052 Uiso 1 1 calc R . . N11 N 1.1922(3) -0.0149(4) 0.46053(16) 0.0401(10) Uani 1 1 d . . . N12 N 1.1879(3) 0.0203(4) 0.51861(17) 0.0439(11) Uani 1 1 d . . . H12A H 1.2258 0.0005 0.5442 0.053 Uiso 1 1 calc R . . N13 N 0.8322(4) 0.2759(6) 0.3848(2) 0.0797(18) Uani 1 1 d . . . N14 N 0.7720(4) 0.3150(7) 0.3466(3) 0.104(2) Uani 1 1 d . . . H14A H 0.7671 0.2936 0.3099 0.125 Uiso 1 1 calc R . . H14B H 0.7390 0.3609 0.3592 0.125 Uiso 1 1 calc R . . C1 C 1.3136(3) 0.6615(4) 0.07869(19) 0.0381(11) Uani 1 1 d . . . H1A H 1.3467 0.7069 0.0590 0.046 Uiso 1 1 calc R . . C2 C 1.3311(3) 0.6402(4) 0.14069(18) 0.0306(10) Uani 1 1 d . . . C3 C 1.2815(3) 0.5705(4) 0.16818(17) 0.0299(10) Uani 1 1 d . . . H3B H 1.2923 0.5541 0.2086 0.036 Uiso 1 1 calc R . . C4 C 1.2152(3) 0.5240(4) 0.13631(17) 0.0279(9) Uani 1 1 d . . . C5 C 1.1977(3) 0.5472(4) 0.07513(18) 0.0306(10) Uani 1 1 d . . . C6 C 1.2485(3) 0.6163(4) 0.04695(18) 0.0373(11) Uani 1 1 d . . . H6C H 1.2383 0.6319 0.0064 0.045 Uiso 1 1 calc R . . C7 C 1.1258(3) 0.5038(4) 0.04391(18) 0.0337(11) Uani 1 1 d . . . C8 C 1.1625(3) 0.4533(4) 0.16546(17) 0.0284(10) Uani 1 1 d . . . C9 C 1.4696(3) 0.6420(4) 0.2764(2) 0.0385(11) Uani 1 1 d . . . H9A H 1.5028 0.5937 0.2587 0.046 Uiso 1 1 calc R . . C10 C 1.4793(3) 0.6586(4) 0.3373(2) 0.0382(11) Uani 1 1 d . . . H10B H 1.5189 0.6213 0.3603 0.046 Uiso 1 1 calc R . . C11 C 1.4306(3) 0.7302(4) 0.36479(18) 0.0322(10) Uani 1 1 d . . . C12 C 1.3700(3) 0.7829(4) 0.32955(18) 0.0309(10) Uani 1 1 d . . . C13 C 1.3610(3) 0.7672(4) 0.26712(18) 0.0306(10) Uani 1 1 d . . . H13B H 1.3216 0.8044 0.2440 0.037 Uiso 1 1 calc R . . C14 C 1.4099(3) 0.6975(4) 0.24040(19) 0.0333(10) Uani 1 1 d . . . C15 C 1.3154(3) 0.8533(4) 0.35852(19) 0.0328(10) Uani 1 1 d . . . C16 C 1.4381(3) 0.7491(4) 0.42978(19) 0.0327(10) Uani 1 1 d . . . C17 C 1.4035(3) 0.6875(4) 0.17322(19) 0.0358(11) Uani 1 1 d . . . C18 C 1.1182(4) 0.1090(5) 0.2226(4) 0.0709(19) Uani 1 1 d . . . H18A H 1.1164 0.1040 0.2638 0.085 Uiso 1 1 calc R . . C19 C 1.0631(5) 0.0502(7) 0.1862(5) 0.095(3) Uani 1 1 d . . . H19A H 1.0265 0.0053 0.2024 0.114 Uiso 1 1 calc R . . C20 C 1.0643(5) 0.0603(7) 0.1269(5) 0.093(3) Uani 1 1 d . . . H20A H 1.0270 0.0235 0.1015 0.112 Uiso 1 1 calc R . . C21 C 1.1219(5) 0.1265(6) 0.1020(4) 0.081(3) Uani 1 1 d . . . C22 C 1.1282(8) 0.1422(8) 0.0401(4) 0.110(4) Uani 1 1 d . . . H22A H 1.0918 0.1085 0.0127 0.131 Uiso 1 1 calc R . . C23 C 1.1851(7) 0.2042(8) 0.0198(3) 0.099(4) Uani 1 1 d . . . H23A H 1.1855 0.2172 -0.0211 0.119 Uiso 1 1 calc R . . C24 C 1.2445(6) 0.2495(6) 0.0605(3) 0.084(3) Uani 1 1 d . . . C25 C 1.3085(8) 0.3098(8) 0.0442(4) 0.102(4) Uani 1 1 d . . . H25A H 1.3124 0.3226 0.0037 0.122 Uiso 1 1 calc R . . C26 C 1.3660(7) 0.3510(7) 0.0848(4) 0.095(3) Uani 1 1 d . . . H26A H 1.4098 0.3867 0.0726 0.114 Uiso 1 1 calc R . . C27 C 1.3555(5) 0.3364(6) 0.1477(3) 0.072(2) Uani 1 1 d . . . H27A H 1.3922 0.3661 0.1764 0.086 Uiso 1 1 calc R . . C28 C 1.1764(4) 0.1769(5) 0.1438(3) 0.0608(18) Uani 1 1 d . . . C29 C 1.2408(5) 0.2383(5) 0.1221(2) 0.0602(19) Uani 1 1 d . . . C30 C 0.8529(3) 0.0689(6) 0.2808(2) 0.0560(16) Uani 1 1 d . . . H30A H 0.8369 0.0180 0.3083 0.067 Uiso 1 1 calc R . . C31 C 0.8809(3) 0.1725(6) 0.3008(2) 0.0471(14) Uani 1 1 d . . . C32 C 0.9063(3) 0.2459(5) 0.2604(2) 0.0451(13) Uani 1 1 d . . . H32A H 0.9268 0.3140 0.2735 0.054 Uiso 1 1 calc R . . C33 C 0.9017(3) 0.2192(4) 0.1990(2) 0.0391(11) Uani 1 1 d . . . C34 C 0.8710(3) 0.1176(5) 0.1792(2) 0.0439(13) Uani 1 1 d . . . C35 C 0.8485(3) 0.0401(5) 0.2201(2) 0.0533(15) Uani 1 1 d . . . H35A H 0.8308 -0.0297 0.2074 0.064 Uiso 1 1 calc R . . C36 C 0.9320(3) 0.2971(5) 0.1569(2) 0.0419(12) Uani 1 1 d . . . C37 C 0.8638(3) 0.0953(5) 0.1143(2) 0.0453(13) Uani 1 1 d . . . C38 C 1.0036(4) 0.1742(6) 0.5113(2) 0.0602(17) Uani 1 1 d . . . H38A H 1.0022 0.1976 0.5507 0.072 Uiso 1 1 calc R . . C39 C 1.0659(3) 0.1099(4) 0.4952(2) 0.0411(12) Uani 1 1 d . . . C40 C 1.0670(3) 0.0750(4) 0.4368(2) 0.0371(11) Uani 1 1 d . . . C41 C 1.0060(3) 0.1029(4) 0.3934(2) 0.0399(12) Uani 1 1 d . . . H41A H 1.0067 0.0776 0.3543 0.048 Uiso 1 1 calc R . . C42 C 0.9453(3) 0.1679(5) 0.4091(2) 0.0444(13) Uani 1 1 d . . . C43 C 0.9446(4) 0.2024(6) 0.4685(2) 0.0609(18) Uani 1 1 d . . . H43A H 0.9032 0.2454 0.4793 0.073 Uiso 1 1 calc R . . C44 C 1.1347(3) 0.0103(4) 0.41984(19) 0.0396(11) Uani 1 1 d D . . C45 C 1.1315(3) 0.0822(5) 0.5401(2) 0.0440(12) Uani 1 1 d . . . C46 C 0.8821(4) 0.2058(6) 0.3649(2) 0.0559(16) Uani 1 1 d . . . O1 O 1.1080(2) 0.5246(3) -0.01259(12) 0.0389(8) Uani 1 1 d . . . O2 O 1.17294(19) 0.4209(3) 0.21917(12) 0.0335(7) Uani 1 1 d . . . O3 O 1.2596(2) 0.9026(3) 0.33014(13) 0.0440(9) Uani 1 1 d . . . O4 O 1.4939(2) 0.7002(3) 0.46314(13) 0.0423(9) Uani 1 1 d . . . O5 O 0.9623(3) 0.3890(3) 0.17488(16) 0.0544(10) Uani 1 1 d . . . O6 O 0.8322(3) 0.0099(4) 0.09133(17) 0.0655(12) Uani 1 1 d . . . O7 O 1.1357(2) -0.0173(4) 0.36569(14) 0.0537(10) Uani 1 1 d D . . O8 O 1.1367(3) 0.1131(4) 0.59280(15) 0.0607(12) Uani 1 1 d . . . OW1 O 0.7980(5) 0.5396(7) 0.1030(4) 0.154(3) Uiso 1 1 d . . . OW2 O 0.7803(8) 0.7838(10) 0.1367(5) 0.212(5) Uiso 1 1 d D . . OW3 O 0.8346(7) 0.5011(11) 0.2406(5) 0.222(5) Uiso 1 1 d . . . OW4 O 0.8263(15) 0.741(2) 0.2551(7) 0.224(10) Uiso 0.50 1 d PD . . OW5 O 0.5293(15) 0.524(2) 0.0515(10) 0.218(9) Uiso 0.50 1 d P . . 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 0.0421(4) 0.0429(3) 0.0195(3) 0.0020(2) -0.0071(2) -0.0052(3) Zn2 0.0523(6) 0.0433(5) 0.0287(4) 0.000 -0.0019(3) 0.000 N1 0.039(2) 0.040(2) 0.0201(17) -0.0001(16) -0.0041(15) -0.0043(18) N2 0.035(2) 0.037(2) 0.0203(16) 0.0034(15) -0.0066(15) -0.0063(17) N3 0.040(2) 0.044(2) 0.0228(18) -0.0042(16) -0.0009(16) 0.0057(19) N4 0.049(3) 0.043(2) 0.0204(17) 0.0042(16) -0.0055(17) -0.003(2) N5 0.062(4) 0.120(5) 0.042(3) 0.000(3) -0.001(2) -0.027(4) N6 0.080(5) 0.202(9) 0.056(3) 0.022(4) -0.008(3) -0.070(5) N7 0.062(3) 0.044(3) 0.059(3) -0.006(2) -0.010(2) 0.004(3) N8 0.075(4) 0.043(3) 0.047(3) 0.004(2) 0.018(2) 0.013(3) N9 0.048(3) 0.044(2) 0.0244(19) 0.0028(17) -0.0012(17) -0.004(2) N10 0.056(3) 0.053(3) 0.0186(18) 0.0023(18) -0.0049(17) -0.008(2) N11 0.044(3) 0.051(3) 0.0249(18) -0.0041(18) 0.0008(16) 0.005(2) N12 0.048(3) 0.054(3) 0.0284(19) 0.0002(19) -0.0033(18) 0.010(2) N13 0.063(4) 0.116(5) 0.058(3) -0.002(3) -0.004(3) 0.018(4) N14 0.075(5) 0.160(7) 0.076(4) -0.008(5) -0.005(3) 0.044(5) C1 0.042(3) 0.049(3) 0.023(2) 0.002(2) 0.0028(19) -0.007(2) C2 0.031(3) 0.039(3) 0.0203(19) -0.0020(18) 0.0001(17) 0.002(2) C3 0.035(3) 0.038(2) 0.0160(18) 0.0012(17) -0.0014(16) 0.002(2) C4 0.029(2) 0.031(2) 0.0229(19) -0.0020(17) -0.0006(16) 0.0051(19) C5 0.035(3) 0.033(2) 0.023(2) 0.0004(18) -0.0035(17) 0.006(2) C6 0.046(3) 0.049(3) 0.0162(19) 0.0046(19) -0.0023(18) -0.002(2) C7 0.039(3) 0.038(3) 0.022(2) -0.0035(18) -0.0057(18) 0.005(2) C8 0.035(3) 0.028(2) 0.0204(19) -0.0010(17) -0.0038(17) 0.0011(19) C9 0.042(3) 0.046(3) 0.028(2) -0.001(2) 0.005(2) 0.007(2) C10 0.036(3) 0.047(3) 0.030(2) 0.005(2) -0.005(2) 0.006(2) C11 0.039(3) 0.034(2) 0.022(2) 0.0048(18) -0.0054(18) -0.007(2) C12 0.034(3) 0.035(2) 0.022(2) 0.0006(18) -0.0004(17) -0.006(2) C13 0.033(3) 0.036(2) 0.021(2) 0.0051(18) -0.0038(17) -0.004(2) C14 0.033(3) 0.040(3) 0.026(2) 0.0042(19) -0.0002(18) -0.008(2) C15 0.037(3) 0.036(2) 0.025(2) 0.0031(18) -0.0012(18) -0.001(2) C16 0.035(3) 0.039(3) 0.023(2) 0.0068(19) -0.0044(18) -0.005(2) C17 0.035(3) 0.051(3) 0.023(2) 0.001(2) 0.0058(18) -0.010(2) C18 0.056(4) 0.053(4) 0.102(6) -0.003(4) -0.003(4) 0.001(3) C19 0.052(5) 0.060(5) 0.169(9) -0.027(6) -0.003(5) 0.007(4) C20 0.068(6) 0.067(5) 0.135(8) -0.036(6) -0.040(5) 0.022(4) C21 0.095(6) 0.055(4) 0.083(5) -0.030(4) -0.043(4) 0.041(4) C22 0.160(11) 0.076(6) 0.079(6) -0.029(5) -0.059(7) 0.051(6) C23 0.170(11) 0.082(6) 0.038(4) -0.021(4) -0.029(5) 0.065(6) C24 0.141(8) 0.062(4) 0.050(4) 0.004(3) 0.018(5) 0.052(5) C25 0.171(11) 0.071(5) 0.071(5) 0.009(4) 0.057(6) 0.053(6) C26 0.126(8) 0.065(5) 0.104(7) 0.014(5) 0.065(6) 0.039(5) C27 0.087(6) 0.053(4) 0.081(5) 0.012(3) 0.043(4) 0.022(4) C28 0.082(5) 0.041(3) 0.055(4) -0.012(3) -0.018(3) 0.023(3) C29 0.104(6) 0.045(3) 0.029(3) -0.008(2) -0.005(3) 0.038(4) C30 0.049(4) 0.081(4) 0.038(3) 0.025(3) 0.004(2) -0.005(3) C31 0.031(3) 0.082(4) 0.029(2) 0.009(3) 0.004(2) 0.010(3) C32 0.039(3) 0.068(4) 0.028(2) 0.001(2) 0.002(2) 0.001(3) C33 0.035(3) 0.054(3) 0.028(2) 0.008(2) 0.0007(19) -0.003(2) C34 0.039(3) 0.061(3) 0.030(2) 0.007(2) -0.006(2) -0.008(3) C35 0.053(4) 0.060(4) 0.046(3) 0.013(3) -0.002(3) -0.016(3) C36 0.044(3) 0.049(3) 0.031(2) 0.003(2) 0.000(2) -0.002(2) C37 0.046(3) 0.056(3) 0.032(3) 0.005(2) -0.009(2) -0.011(3) C38 0.066(4) 0.093(5) 0.023(2) -0.002(3) 0.007(2) 0.026(4) C39 0.048(3) 0.050(3) 0.026(2) 0.000(2) 0.003(2) 0.002(2) C40 0.039(3) 0.044(3) 0.029(2) 0.005(2) 0.0063(19) 0.001(2) C41 0.041(3) 0.056(3) 0.023(2) 0.001(2) 0.0041(19) 0.002(2) C42 0.041(3) 0.063(3) 0.029(2) 0.009(2) 0.006(2) 0.006(3) C43 0.060(4) 0.091(5) 0.034(3) 0.002(3) 0.015(3) 0.035(4) C44 0.041(3) 0.046(3) 0.031(2) -0.006(2) 0.002(2) 0.002(2) C45 0.043(3) 0.058(3) 0.031(2) 0.002(2) 0.004(2) 0.004(3) C46 0.050(4) 0.085(4) 0.034(3) 0.006(3) 0.011(2) 0.023(3) O1 0.043(2) 0.054(2) 0.0175(14) 0.0012(14) -0.0056(13) 0.0017(17) O2 0.0364(19) 0.0416(18) 0.0211(14) 0.0019(13) -0.0044(12) -0.0006(15) O3 0.046(2) 0.061(2) 0.0245(16) -0.0017(15) -0.0025(14) 0.0180(18) O4 0.043(2) 0.060(2) 0.0227(15) 0.0069(15) -0.0056(14) 0.0014(17) O5 0.069(3) 0.057(2) 0.0383(19) -0.0079(17) 0.0117(18) -0.014(2) O6 0.080(3) 0.066(3) 0.045(2) 0.003(2) -0.019(2) -0.022(2) O7 0.052(2) 0.081(3) 0.0270(17) -0.0133(18) -0.0027(15) 0.020(2) O8 0.066(3) 0.089(3) 0.0255(17) -0.0114(18) -0.0034(17) 0.017(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 Zn1 O4 1.940(3) 4_565 ? Zn1 O1 1.981(3) 3_765 ? Zn1 N9 2.028(4) . ? Zn1 N1 2.031(4) . ? Zn2 N8 2.124(5) 2_755 ? Zn2 N8 2.124(5) . ? Zn2 N7 2.126(5) . ? Zn2 N7 2.126(5) 2_755 ? Zn2 O2 2.169(3) 2_755 ? Zn2 O2 2.169(3) . ? N1 C7 1.326(6) . ? N1 N2 1.378(5) . ? N2 C8 1.337(5) . ? N3 C15 1.341(5) . ? N3 N4 1.393(5) . ? N4 C16 1.303(6) . ? N5 C17 1.257(7) . ? N5 N6 1.380(8) . ? N7 C18 1.314(9) . ? N7 C28 1.334(8) . ? N8 C27 1.314(9) . ? N8 C29 1.387(8) . ? N9 C36 1.335(6) . ? N9 N10 1.389(6) . ? N10 C37 1.324(7) . ? N11 C44 1.316(6) . ? N11 N12 1.380(5) . ? N12 C45 1.349(7) . ? N13 C46 1.312(8) . ? N13 N14 1.364(8) . ? C1 C6 1.381(7) . ? C1 C2 1.420(6) . ? C2 C3 1.383(6) . ? C2 C17 1.495(6) . ? C3 C4 1.405(6) . ? C4 C5 1.406(5) . ? C4 C8 1.444(6) . ? C5 C6 1.400(7) . ? C5 C7 1.459(6) . ? C7 O1 1.301(5) . ? C8 O2 1.264(5) . ? C9 C10 1.378(6) . ? C9 C14 1.413(7) . ? C10 C11 1.386(7) . ? C11 C12 1.400(6) . ? C11 C16 1.471(6) . ? C12 C13 1.409(6) . ? C12 C15 1.463(7) . ? C13 C14 1.367(7) . ? C14 C17 1.507(6) . ? C15 O3 1.250(6) . ? C16 O4 1.301(5) . ? C18 C19 1.387(10) . ? C19 C20 1.338(12) . ? C20 C21 1.426(13) . ? C21 C28 1.400(9) . ? C21 C22 1.416(13) . ? C22 C23 1.345(14) . ? C23 C24 1.415(13) . ? C24 C29 1.397(8) . ? C24 C25 1.397(14) . ? C25 C26 1.374(14) . ? C26 C27 1.452(10) . ? C28 C29 1.454(10) . ? C30 C31 1.397(9) . ? C30 C35 1.402(8) . ? C31 C32 1.369(8) . ? C31 C46 1.491(7) . ? C32 C33 1.410(6) . ? C33 C34 1.390(7) . ? C33 C36 1.463(7) . ? C34 C35 1.390(7) . ? C34 C37 1.475(7) . ? C36 O5 1.273(6) . ? C37 O6 1.252(6) . ? C38 C43 1.373(8) . ? C38 C39 1.397(8) . ? C39 C40 1.378(6) . ? C39 C45 1.478(7) . ? C40 C41 1.403(7) . ? C40 C44 1.482(7) . ? C41 C42 1.377(8) . ? C42 C43 1.400(7) . ? C42 C46 1.474(7) . ? C44 O7 1.262(5) . ? C45 O8 1.235(6) . ? O1 Zn1 1.981(3) 3_765 ? O4 Zn1 1.940(3) 4_666 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Zn1 O1 100.89(14) 4_565 3_765 ? O4 Zn1 N9 115.58(16) 4_565 . ? O1 Zn1 N9 104.08(16) 3_765 . ? O4 Zn1 N1 109.60(15) 4_565 . ? O1 Zn1 N1 113.70(15) 3_765 . ? N9 Zn1 N1 112.43(15) . . ? N8 Zn2 N8 177.6(3) 2_755 . ? N8 Zn2 N7 99.7(2) 2_755 . ? N8 Zn2 N7 78.7(2) . . ? N8 Zn2 N7 78.7(2) 2_755 2_755 ? N8 Zn2 N7 99.7(2) . 2_755 ? N7 Zn2 N7 99.0(3) . 2_755 ? N8 Zn2 O2 89.69(15) 2_755 2_755 ? N8 Zn2 O2 92.13(17) . 2_755 ? N7 Zn2 O2 168.26(16) . 2_755 ? N7 Zn2 O2 89.69(15) 2_755 2_755 ? N8 Zn2 O2 92.13(17) 2_755 . ? N8 Zn2 O2 89.69(15) . . ? N7 Zn2 O2 89.69(15) . . ? N7 Zn2 O2 168.26(16) 2_755 . ? O2 Zn2 O2 82.91(17) 2_755 . ? C7 N1 N2 118.5(4) . . ? C7 N1 Zn1 126.9(3) . . ? N2 N1 Zn1 114.3(3) . . ? C8 N2 N1 126.6(4) . . ? C15 N3 N4 127.1(4) . . ? C16 N4 N3 118.2(4) . . ? C17 N5 N6 121.3(5) . . ? C18 N7 C28 117.7(6) . . ? C18 N7 Zn2 129.4(5) . . ? C28 N7 Zn2 112.3(4) . . ? C27 N8 C29 118.7(6) . . ? C27 N8 Zn2 128.6(5) . . ? C29 N8 Zn2 110.6(4) . . ? C36 N9 N10 117.3(4) . . ? C36 N9 Zn1 122.4(3) . . ? N10 N9 Zn1 120.2(3) . . ? C37 N10 N9 128.3(4) . . ? C44 N11 N12 118.8(4) . . ? C45 N12 N11 127.8(4) . . ? C46 N13 N14 119.3(6) . . ? C6 C1 C2 121.4(4) . . ? C3 C2 C1 117.7(4) . . ? C3 C2 C17 122.2(4) . . ? C1 C2 C17 120.0(4) . . ? C2 C3 C4 121.3(4) . . ? C3 C4 C5 120.4(4) . . ? C3 C4 C8 121.2(4) . . ? C5 C4 C8 118.4(4) . . ? C6 C5 C4 118.3(4) . . ? C6 C5 C7 122.2(4) . . ? C4 C5 C7 119.4(4) . . ? C1 C6 C5 120.8(4) . . ? O1 C7 N1 119.2(4) . . ? O1 C7 C5 120.7(4) . . ? N1 C7 C5 120.1(4) . . ? O2 C8 N2 118.0(4) . . ? O2 C8 C4 125.2(4) . . ? N2 C8 C4 116.8(4) . . ? C10 C9 C14 120.8(5) . . ? C9 C10 C11 120.7(4) . . ? C10 C11 C12 118.7(4) . . ? C10 C11 C16 122.5(4) . . ? C12 C11 C16 118.7(4) . . ? C11 C12 C13 120.5(4) . . ? C11 C12 C15 119.1(4) . . ? C13 C12 C15 120.4(4) . . ? C14 C13 C12 120.4(4) . . ? C13 C14 C9 118.9(4) . . ? C13 C14 C17 119.9(4) . . ? C9 C14 C17 121.0(4) . . ? O3 C15 N3 121.6(4) . . ? O3 C15 C12 122.8(4) . . ? N3 C15 C12 115.6(4) . . ? O4 C16 N4 119.4(4) . . ? O4 C16 C11 119.4(4) . . ? N4 C16 C11 121.2(4) . . ? N5 C17 C2 118.5(4) . . ? N5 C17 C14 121.4(4) . . ? C2 C17 C14 119.9(4) . . ? N7 C18 C19 124.3(8) . . ? C20 C19 C18 117.8(9) . . ? C19 C20 C21 121.2(8) . . ? C28 C21 C22 119.4(10) . . ? C28 C21 C20 115.2(8) . . ? C22 C21 C20 125.4(9) . . ? C23 C22 C21 122.3(9) . . ? C22 C23 C24 119.8(8) . . ? C29 C24 C25 114.9(8) . . ? C29 C24 C23 120.4(10) . . ? C25 C24 C23 124.7(9) . . ? C26 C25 C24 123.3(8) . . ? C25 C26 C27 117.0(9) . . ? N8 C27 C26 121.7(8) . . ? N7 C28 C21 123.7(8) . . ? N7 C28 C29 117.6(5) . . ? C21 C28 C29 118.7(7) . . ? N8 C29 C24 124.3(8) . . ? N8 C29 C28 116.6(5) . . ? C24 C29 C28 119.1(7) . . ? C31 C30 C35 121.3(5) . . ? C32 C31 C30 119.1(5) . . ? C32 C31 C46 119.3(6) . . ? C30 C31 C46 121.6(5) . . ? C31 C32 C33 120.6(5) . . ? C34 C33 C32 119.9(5) . . ? C34 C33 C36 120.4(4) . . ? C32 C33 C36 119.6(5) . . ? C33 C34 C35 120.0(5) . . ? C33 C34 C37 118.1(4) . . ? C35 C34 C37 121.9(5) . . ? C34 C35 C30 119.0(5) . . ? O5 C36 N9 119.1(5) . . ? O5 C36 C33 120.9(4) . . ? N9 C36 C33 120.0(5) . . ? O6 C37 N10 121.1(5) . . ? O6 C37 C34 123.2(5) . . ? N10 C37 C34 115.6(5) . . ? C43 C38 C39 119.3(5) . . ? C40 C39 C38 119.7(5) . . ? C40 C39 C45 120.1(5) . . ? C38 C39 C45 120.1(4) . . ? C39 C40 C41 120.8(5) . . ? C39 C40 C44 119.1(4) . . ? C41 C40 C44 120.0(4) . . ? C42 C41 C40 119.5(4) . . ? C41 C42 C43 119.2(5) . . ? C41 C42 C46 122.2(5) . . ? C43 C42 C46 118.5(5) . . ? C38 C43 C42 121.4(5) . . ? O7 C44 N11 122.0(5) . . ? O7 C44 C40 118.0(4) . . ? N11 C44 C40 120.0(4) . . ? O8 C45 N12 121.3(5) . . ? O8 C45 C39 124.5(5) . . ? N12 C45 C39 114.1(4) . . ? N13 C46 C42 115.7(5) . . ? N13 C46 C31 123.5(5) . . ? C42 C46 C31 120.6(5) . . ? C7 O1 Zn1 120.7(3) . 3_765 ? C8 O2 Zn2 124.3(3) . . ? C16 O4 Zn1 122.4(3) . 4_666 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.034 _refine_diff_density_min -0.682 _refine_diff_density_rms 0.102 data_3 _database_code_depnum_ccdc_archive 'CCDC 890599' #TrackingRef '3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H20 Cd N6 O8 S' _chemical_formula_weight 712.98 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.346(2) _cell_length_b 11.139(2) _cell_length_c 13.478(3) _cell_angle_alpha 66.01(3) _cell_angle_beta 84.96(3) _cell_angle_gamma 76.27(3) _cell_volume 1378.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6239 _cell_measurement_theta_min 3.11 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.513 _exptl_crystal_size_mid 0.352 _exptl_crystal_size_min 0.185 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.718 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_absorpt_coefficient_mu 0.932 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.681 _exptl_absorpt_correction_T_max 0.842 _exptl_absorpt_process_details ; Process-auto', Higashi, T.(1995).Program for Absorption Correction. Rigaku Corporation, Tokyo,Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 13520 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0298 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6239 _reflns_number_gt 5565 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0649P)^2^+0.0103P] 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 6239 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0364 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.1032 _refine_ls_wR_factor_gt 0.0958 _refine_ls_goodness_of_fit_ref 1.198 _refine_ls_restrained_S_all 1.198 _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 Cd1 Cd 0.337162(16) -0.051568(17) 0.428975(14) 0.02692(8) Uani 1 1 d . . . O1 O 0.03178(19) 0.1227(2) 0.36051(16) 0.0353(4) Uani 1 1 d . . . O2 O 0.3502(2) 0.4470(2) 0.1160(2) 0.0453(5) Uani 1 1 d . . . O3 O 0.02526(18) 0.7714(2) 0.39245(19) 0.0443(5) Uani 1 1 d . . . O4 O -0.47813(17) 1.05938(19) 0.35399(16) 0.0303(4) Uani 1 1 d . . . OW1 O 0.18714(18) -0.1937(2) 0.52463(17) 0.0341(4) Uani 1 1 d . . . OW2 O 0.6294(3) 0.3516(4) 0.0987(4) 0.0998(12) Uani 1 1 d . . . S1 S -0.13726(7) 0.77723(7) 0.01964(5) 0.03249(16) Uani 1 1 d . . . N1 N 0.2345(2) 0.1599(2) 0.30391(18) 0.0288(4) Uani 1 1 d . . . N2 N 0.3115(2) 0.2486(2) 0.23836(19) 0.0293(5) Uani 1 1 d . . . H2A H 0.3961 0.2171 0.2430 0.035 Uiso 1 1 calc R . . N3 N -0.1475(2) 0.9028(3) 0.44148(19) 0.0304(5) Uani 1 1 d . . . H3A H -0.0985 0.8950 0.4930 0.037 Uiso 1 1 calc R . . N4 N -0.2773(2) 0.9774(2) 0.43561(18) 0.0266(4) Uani 1 1 d . . . N5 N 0.5076(2) -0.2442(2) 0.46570(19) 0.0311(5) Uani 1 1 d . . . N6 N 0.3214(2) -0.1437(2) 0.30190(19) 0.0313(5) Uani 1 1 d . . . O6 O -0.2483(2) 0.7912(2) -0.04400(18) 0.0478(6) Uani 1 1 d . . . O5 O -0.0313(2) 0.8432(2) -0.03199(19) 0.0457(5) Uani 1 1 d . . . C1 C 0.0710(3) 0.5614(3) 0.0988(2) 0.0303(5) Uani 1 1 d . . . H1A H 0.1257 0.6211 0.0633 0.036 Uiso 1 1 calc R . . C2 C -0.0660(3) 0.6047(3) 0.0900(2) 0.0297(5) Uani 1 1 d . . . C3 C -0.1491(3) 0.5132(3) 0.1377(2) 0.0360(6) Uani 1 1 d . . . H3B H -0.2405 0.5423 0.1259 0.043 Uiso 1 1 calc R . . C4 C -0.0953(3) 0.3804(3) 0.2018(2) 0.0346(6) Uani 1 1 d . . . H4B H -0.1504 0.3201 0.2340 0.042 Uiso 1 1 calc R . . C5 C 0.0433(2) 0.3363(3) 0.2183(2) 0.0267(5) Uani 1 1 d . . . C6 C 0.1250(2) 0.4273(3) 0.1615(2) 0.0273(5) Uani 1 1 d . . . C7 C 0.1028(2) 0.2006(3) 0.2963(2) 0.0276(5) Uani 1 1 d . . . C8 C 0.2711(3) 0.3757(3) 0.1695(2) 0.0304(5) Uani 1 1 d . . . C9 C -0.3837(2) 0.9642(3) 0.1870(2) 0.0325(6) Uani 1 1 d . . . H9A H -0.4702 1.0158 0.1793 0.039 Uiso 1 1 calc R . . C10 C -0.3336(3) 0.9099(3) 0.1118(2) 0.0328(6) Uani 1 1 d . . . H10A H -0.3865 0.9238 0.0541 0.039 Uiso 1 1 calc R . . C11 C -0.2025(3) 0.8337(3) 0.1234(2) 0.0298(5) Uani 1 1 d . . . C12 C -0.1228(2) 0.8102(3) 0.2090(2) 0.0315(6) Uani 1 1 d . . . H12A H -0.0361 0.7593 0.2159 0.038 Uiso 1 1 calc R . . C13 C -0.1744(2) 0.8643(3) 0.2852(2) 0.0267(5) Uani 1 1 d . . . C14 C -0.3046(2) 0.9417(3) 0.2744(2) 0.0257(5) Uani 1 1 d . . . C15 C -0.3560(2) 0.9957(2) 0.3568(2) 0.0238(5) Uani 1 1 d . . . C16 C -0.0902(2) 0.8419(3) 0.3762(2) 0.0298(5) Uani 1 1 d . . . C17 C 0.5989(3) -0.2892(3) 0.5426(3) 0.0408(7) Uani 1 1 d . . . H17A H 0.5933 -0.2450 0.5889 0.049 Uiso 1 1 calc R . . C18 C 0.7037(3) -0.4008(3) 0.5572(3) 0.0489(8) Uani 1 1 d . . . H18A H 0.7672 -0.4288 0.6114 0.059 Uiso 1 1 calc R . . C19 C 0.7116(3) -0.4681(3) 0.4913(3) 0.0475(8) Uani 1 1 d . . . H19A H 0.7792 -0.5439 0.5010 0.057 Uiso 1 1 calc R . . C20 C 0.6156(3) -0.4210(3) 0.4080(3) 0.0375(6) Uani 1 1 d . . . C21 C 0.6165(3) -0.4885(3) 0.3366(3) 0.0481(8) Uani 1 1 d . . . H21A H 0.6806 -0.5668 0.3463 0.058 Uiso 1 1 calc R . . C22 C 0.5253(3) -0.4398(4) 0.2557(3) 0.0490(8) Uani 1 1 d . . . H22A H 0.5285 -0.4838 0.2096 0.059 Uiso 1 1 calc R . . C23 C 0.4236(3) -0.3204(3) 0.2404(3) 0.0369(6) Uani 1 1 d . . . C24 C 0.3279(4) -0.2651(4) 0.1573(3) 0.0476(8) Uani 1 1 d . . . H24A H 0.3300 -0.3042 0.1079 0.057 Uiso 1 1 calc R . . C25 C 0.2312(3) -0.1534(3) 0.1488(3) 0.0427(7) Uani 1 1 d . . . H25A H 0.1664 -0.1170 0.0945 0.051 Uiso 1 1 calc R . . C26 C 0.2314(3) -0.0949(3) 0.2232(3) 0.0383(6) Uani 1 1 d . . . H26A H 0.1658 -0.0189 0.2171 0.046 Uiso 1 1 calc R . . C27 C 0.5151(3) -0.3076(3) 0.3975(2) 0.0299(5) Uani 1 1 d . . . C28 C 0.4165(3) -0.2545(3) 0.3115(2) 0.0295(5) 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 0.02901(12) 0.02540(12) 0.02578(12) -0.01394(8) -0.00094(7) 0.00227(7) O1 0.0329(9) 0.0352(11) 0.0318(10) -0.0091(9) -0.0002(8) -0.0044(8) O2 0.0311(10) 0.0404(12) 0.0576(14) -0.0130(11) 0.0038(10) -0.0084(8) O3 0.0248(9) 0.0650(15) 0.0515(13) -0.0402(12) -0.0120(9) 0.0101(9) O4 0.0226(8) 0.0352(10) 0.0300(10) -0.0154(8) -0.0006(7) 0.0037(7) OW1 0.0296(9) 0.0366(11) 0.0355(11) -0.0145(9) -0.0039(8) -0.0042(7) OW2 0.0600(19) 0.117(3) 0.107(3) -0.036(3) -0.005(2) -0.0052(19) S1 0.0414(4) 0.0288(3) 0.0222(3) -0.0127(3) -0.0061(3) 0.0084(3) N1 0.0277(10) 0.0290(11) 0.0257(11) -0.0106(9) -0.0028(9) 0.0011(8) N2 0.0217(9) 0.0336(12) 0.0306(11) -0.0138(10) -0.0044(9) 0.0012(8) N3 0.0191(9) 0.0460(13) 0.0321(12) -0.0251(10) -0.0054(9) 0.0015(8) N4 0.0232(9) 0.0294(11) 0.0281(11) -0.0171(9) -0.0006(8) 0.0028(8) N5 0.0341(11) 0.0266(11) 0.0317(12) -0.0141(9) 0.0015(9) -0.0007(8) N6 0.0380(12) 0.0269(11) 0.0275(11) -0.0121(9) -0.0003(9) -0.0020(9) O6 0.0623(14) 0.0408(12) 0.0379(12) -0.0246(10) -0.0251(11) 0.0186(10) O5 0.0574(13) 0.0292(11) 0.0385(12) -0.0094(9) 0.0099(10) 0.0016(9) C1 0.0318(12) 0.0312(14) 0.0286(13) -0.0150(11) -0.0019(11) -0.0019(10) C2 0.0336(13) 0.0289(13) 0.0232(12) -0.0131(10) -0.0055(10) 0.0064(10) C3 0.0258(12) 0.0422(16) 0.0334(14) -0.0136(12) -0.0029(11) 0.0028(10) C4 0.0265(12) 0.0365(15) 0.0342(14) -0.0101(12) -0.0021(11) -0.0013(10) C5 0.0255(11) 0.0289(13) 0.0249(12) -0.0139(10) -0.0023(10) 0.0023(9) C6 0.0261(11) 0.0299(13) 0.0268(12) -0.0157(10) -0.0035(10) 0.0015(9) C7 0.0288(12) 0.0293(13) 0.0240(12) -0.0126(10) -0.0030(10) -0.0005(9) C8 0.0265(12) 0.0331(14) 0.0323(14) -0.0156(11) -0.0029(10) -0.0019(10) C9 0.0240(11) 0.0405(15) 0.0316(14) -0.0186(12) -0.0035(10) 0.0045(10) C10 0.0321(13) 0.0367(15) 0.0291(13) -0.0179(12) -0.0090(11) 0.0052(10) C11 0.0309(12) 0.0342(14) 0.0260(12) -0.0180(11) -0.0028(10) 0.0015(10) C12 0.0234(11) 0.0410(15) 0.0319(13) -0.0224(12) -0.0031(10) 0.0049(10) C13 0.0232(11) 0.0314(13) 0.0283(12) -0.0178(11) -0.0015(10) 0.0003(9) C14 0.0224(11) 0.0311(13) 0.0249(12) -0.0143(10) -0.0007(9) -0.0021(9) C15 0.0218(10) 0.0241(12) 0.0254(12) -0.0124(10) 0.0020(9) -0.0012(8) C16 0.0253(11) 0.0355(14) 0.0325(14) -0.0211(12) -0.0034(10) 0.0011(9) C17 0.0424(15) 0.0388(17) 0.0375(16) -0.0146(13) -0.0064(13) -0.0005(12) C18 0.0427(16) 0.0424(18) 0.052(2) -0.0143(15) -0.0140(15) 0.0053(13) C19 0.0395(15) 0.0351(17) 0.055(2) -0.0133(15) -0.0019(15) 0.0078(12) C20 0.0365(14) 0.0286(14) 0.0462(17) -0.0171(12) 0.0079(13) -0.0035(10) C21 0.0415(16) 0.0374(17) 0.073(2) -0.0362(17) 0.0144(16) -0.0022(12) C22 0.0517(18) 0.049(2) 0.065(2) -0.0433(18) 0.0122(17) -0.0108(15) C23 0.0436(15) 0.0348(15) 0.0423(16) -0.0246(13) 0.0093(13) -0.0132(12) C24 0.061(2) 0.055(2) 0.0441(18) -0.0337(17) 0.0058(16) -0.0219(16) C25 0.0511(17) 0.0436(18) 0.0373(16) -0.0190(14) -0.0062(14) -0.0098(13) C26 0.0426(15) 0.0332(15) 0.0338(15) -0.0109(12) -0.0044(12) -0.0016(11) C27 0.0309(12) 0.0263(13) 0.0307(13) -0.0116(10) 0.0074(11) -0.0054(10) C28 0.0332(12) 0.0286(13) 0.0289(13) -0.0143(11) 0.0063(11) -0.0078(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 Cd1 N4 2.277(2) 2_566 ? Cd1 N1 2.327(2) . ? Cd1 N5 2.335(2) . ? Cd1 N6 2.360(2) . ? Cd1 OW1 2.395(2) . ? Cd1 O4 2.443(2) 1_645 ? O1 C7 1.274(3) . ? O2 C8 1.249(3) . ? O3 C16 1.246(3) . ? O4 C15 1.290(3) . ? O4 Cd1 2.443(2) 1_465 ? S1 O6 1.435(2) . ? S1 O5 1.435(2) . ? S1 C2 1.762(3) . ? S1 C11 1.776(3) . ? N1 C7 1.329(3) . ? N1 N2 1.390(3) . ? N2 C8 1.326(4) . ? N2 H2A 0.8600 . ? N3 C16 1.338(3) . ? N3 N4 1.390(3) . ? N3 H3A 0.8600 . ? N4 C15 1.315(3) . ? N4 Cd1 2.277(2) 2_566 ? N5 C17 1.320(4) . ? N5 C27 1.356(4) . ? N6 C26 1.323(4) . ? N6 C28 1.350(3) . ? C1 C2 1.383(4) . ? C1 C6 1.385(4) . ? C1 H1A 0.9300 . ? C2 C3 1.407(4) . ? C3 C4 1.378(4) . ? C3 H3B 0.9300 . ? C4 C5 1.407(3) . ? C4 H4B 0.9300 . ? C5 C6 1.411(4) . ? C5 C7 1.465(4) . ? C6 C8 1.480(3) . ? C9 C10 1.385(4) . ? C9 C14 1.396(4) . ? C9 H9A 0.9300 . ? C10 C11 1.402(4) . ? C10 H10A 0.9300 . ? C11 C12 1.378(4) . ? C12 C13 1.400(4) . ? C12 H12A 0.9300 . ? C13 C14 1.400(3) . ? C13 C16 1.470(4) . ? C14 C15 1.472(3) . ? C17 C18 1.400(4) . ? C17 H17A 0.9300 . ? C18 C19 1.363(5) . ? C18 H18A 0.9300 . ? C19 C20 1.411(5) . ? C19 H19A 0.9300 . ? C20 C27 1.398(4) . ? C20 C21 1.440(5) . ? C21 C22 1.353(6) . ? C21 H21A 0.9300 . ? C22 C23 1.439(4) . ? C22 H22A 0.9300 . ? C23 C24 1.398(5) . ? C23 C28 1.414(4) . ? C24 C25 1.369(5) . ? C24 H24A 0.9300 . ? C25 C26 1.401(4) . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? C27 C28 1.448(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 N4 Cd1 N1 89.17(8) 2_566 . ? N4 Cd1 N5 117.71(8) 2_566 . ? N1 Cd1 N5 147.78(8) . . ? N4 Cd1 N6 159.23(8) 2_566 . ? N1 Cd1 N6 89.40(8) . . ? N5 Cd1 N6 71.64(9) . . ? N4 Cd1 OW1 80.78(8) 2_566 . ? N1 Cd1 OW1 114.30(8) . . ? N5 Cd1 OW1 88.81(8) . . ? N6 Cd1 OW1 80.95(8) . . ? N4 Cd1 O4 99.05(8) 2_566 1_645 ? N1 Cd1 O4 76.39(7) . 1_645 ? N5 Cd1 O4 81.75(7) . 1_645 ? N6 Cd1 O4 100.74(8) . 1_645 ? OW1 Cd1 O4 169.27(6) . 1_645 ? C15 O4 Cd1 123.82(16) . 1_465 ? O6 S1 O5 119.72(15) . . ? O6 S1 C2 109.18(14) . . ? O5 S1 C2 107.52(13) . . ? O6 S1 C11 106.94(13) . . ? O5 S1 C11 108.05(14) . . ? C2 S1 C11 104.38(13) . . ? C7 N1 N2 118.6(2) . . ? C7 N1 Cd1 121.50(17) . . ? N2 N1 Cd1 119.82(15) . . ? C8 N2 N1 128.3(2) . . ? C8 N2 H2A 115.9 . . ? N1 N2 H2A 115.9 . . ? C16 N3 N4 127.5(2) . . ? C16 N3 H3A 116.2 . . ? N4 N3 H3A 116.2 . . ? C15 N4 N3 119.0(2) . . ? C15 N4 Cd1 125.38(16) . 2_566 ? N3 N4 Cd1 115.58(16) . 2_566 ? C17 N5 C27 119.2(2) . . ? C17 N5 Cd1 124.8(2) . . ? C27 N5 Cd1 115.90(18) . . ? C26 N6 C28 119.0(3) . . ? C26 N6 Cd1 125.98(19) . . ? C28 N6 Cd1 115.01(19) . . ? C2 C1 C6 118.7(3) . . ? C2 C1 H1A 120.6 . . ? C6 C1 H1A 120.6 . . ? C1 C2 C3 120.9(2) . . ? C1 C2 S1 119.5(2) . . ? C3 C2 S1 119.6(2) . . ? C4 C3 C2 120.2(2) . . ? C4 C3 H3B 119.9 . . ? C2 C3 H3B 119.9 . . ? C3 C4 C5 119.7(3) . . ? C3 C4 H4B 120.1 . . ? C5 C4 H4B 120.1 . . ? C4 C5 C6 118.8(2) . . ? C4 C5 C7 121.3(2) . . ? C6 C5 C7 119.9(2) . . ? C1 C6 C5 121.3(2) . . ? C1 C6 C8 120.4(2) . . ? C5 C6 C8 118.3(2) . . ? O1 C7 N1 118.9(2) . . ? O1 C7 C5 121.8(2) . . ? N1 C7 C5 119.3(2) . . ? O2 C8 N2 122.6(2) . . ? O2 C8 C6 122.4(3) . . ? N2 C8 C6 115.0(2) . . ? C10 C9 C14 120.1(2) . . ? C10 C9 H9A 119.9 . . ? C14 C9 H9A 119.9 . . ? C9 C10 C11 119.5(2) . . ? C9 C10 H10A 120.2 . . ? C11 C10 H10A 120.2 . . ? C12 C11 C10 121.3(2) . . ? C12 C11 S1 120.30(19) . . ? C10 C11 S1 118.2(2) . . ? C11 C12 C13 118.9(2) . . ? C11 C12 H12A 120.6 . . ? C13 C12 H12A 120.6 . . ? C12 C13 C14 120.6(2) . . ? C12 C13 C16 119.7(2) . . ? C14 C13 C16 119.8(2) . . ? C9 C14 C13 119.6(2) . . ? C9 C14 C15 121.4(2) . . ? C13 C14 C15 119.0(2) . . ? O4 C15 N4 119.2(2) . . ? O4 C15 C14 120.9(2) . . ? N4 C15 C14 119.9(2) . . ? O3 C16 N3 122.1(3) . . ? O3 C16 C13 123.2(2) . . ? N3 C16 C13 114.7(2) . . ? N5 C17 C18 122.6(3) . . ? N5 C17 H17A 118.7 . . ? C18 C17 H17A 118.7 . . ? C19 C18 C17 119.3(3) . . ? C19 C18 H18A 120.3 . . ? C17 C18 H18A 120.3 . . ? C18 C19 C20 119.0(3) . . ? C18 C19 H19A 120.5 . . ? C20 C19 H19A 120.5 . . ? C27 C20 C19 118.3(3) . . ? C27 C20 C21 119.7(3) . . ? C19 C20 C21 121.9(3) . . ? C22 C21 C20 120.9(3) . . ? C22 C21 H21A 119.5 . . ? C20 C21 H21A 119.5 . . ? C21 C22 C23 120.5(3) . . ? C21 C22 H22A 119.7 . . ? C23 C22 H22A 119.7 . . ? C24 C23 C28 117.1(3) . . ? C24 C23 C22 122.8(3) . . ? C28 C23 C22 120.0(3) . . ? C25 C24 C23 120.1(3) . . ? C25 C24 H24A 120.0 . . ? C23 C24 H24A 120.0 . . ? C24 C25 C26 118.9(3) . . ? C24 C25 H25A 120.6 . . ? C26 C25 H25A 120.6 . . ? N6 C26 C25 122.5(3) . . ? N6 C26 H26A 118.7 . . ? C25 C26 H26A 118.7 . . ? N5 C27 C20 121.6(3) . . ? N5 C27 C28 118.5(2) . . ? C20 C27 C28 119.9(3) . . ? N6 C28 C23 122.3(3) . . ? N6 C28 C27 118.9(2) . . ? C23 C28 C27 118.7(3) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.161 _refine_diff_density_min -0.451 _refine_diff_density_rms 0.124 data_4 _database_code_depnum_ccdc_archive 'CCDC 890600' #TrackingRef '4.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H12 N6 O6 Zn' _chemical_formula_weight 425.67 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 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 12.805(3) _cell_length_b 5.3901(11) _cell_length_c 10.848(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.58(3) _cell_angle_gamma 90.00 _cell_volume 736.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1667 _cell_measurement_theta_min 3.24 _cell_measurement_theta_max 27.46 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.921 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 432 _exptl_absorpt_coefficient_mu 1.723 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.799 _exptl_absorpt_correction_T_max 0.842 _exptl_absorpt_process_details ; Process-auto', Higashi, T.(1995).Program for Absorption Correction. Rigaku Corporation, Tokyo,Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6802 _diffrn_reflns_av_R_equivalents 0.0286 _diffrn_reflns_av_sigmaI/netI 0.0234 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 27.46 _reflns_number_total 1667 _reflns_number_gt 1473 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0243P)^2^+0.5522P] 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 1667 _refine_ls_number_parameters 132 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0299 _refine_ls_R_factor_gt 0.0249 _refine_ls_wR_factor_ref 0.0597 _refine_ls_wR_factor_gt 0.0578 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.0000 0.0000 0.0000 0.01840(10) Uani 1 2 d S . . O1 O 0.08106(9) -0.2516(2) -0.09540(12) 0.0203(3) Uani 1 1 d . . . O2 O 0.50148(10) -0.2312(3) 0.08012(13) 0.0290(3) Uani 1 1 d . . . OW1 O 0.00026(13) -0.2705(3) 0.14871(15) 0.0308(3) Uani 1 1 d . . . N1 N 0.15624(11) 0.1044(3) 0.07632(14) 0.0183(3) Uani 1 1 d . . . N2 N 0.24713(12) -0.3939(3) -0.09914(15) 0.0242(3) Uani 1 1 d . . . N3 N 0.35532(12) -0.3734(3) -0.05108(15) 0.0249(4) Uani 1 1 d . . . H3A H 0.3958 -0.4753 -0.0812 0.030 Uiso 1 1 calc R . . C1 C 0.19450(14) 0.2829(3) 0.15718(18) 0.0228(4) Uani 1 1 d . . . H1A H 0.1468 0.3890 0.1857 0.027 Uiso 1 1 calc R . . C2 C 0.30291(15) 0.3173(4) 0.20078(18) 0.0245(4) Uani 1 1 d . . . H2B H 0.3266 0.4461 0.2559 0.029 Uiso 1 1 calc R . . C3 C 0.37425(14) 0.1599(4) 0.16181(17) 0.0229(4) Uani 1 1 d . . . H3B H 0.4468 0.1789 0.1905 0.028 Uiso 1 1 calc R . . C4 C 0.33550(14) -0.0302(3) 0.07787(17) 0.0196(4) Uani 1 1 d . . . C5 C 0.22637(13) -0.0491(3) 0.03565(16) 0.0165(3) Uani 1 1 d . . . C6 C 0.18446(13) -0.2393(3) -0.05621(16) 0.0179(3) Uani 1 1 d . . . C7 C 0.40479(14) -0.2153(4) 0.03626(17) 0.0216(4) Uani 1 1 d . . . H0A H 0.025(2) -0.266(5) 0.221(3) 0.038(7) Uiso 1 1 d . . . H0 H -0.027(2) -0.403(6) 0.135(3) 0.057(9) 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 Zn1 0.01122(14) 0.02117(16) 0.02209(16) -0.00487(12) 0.00112(10) 0.00158(12) O1 0.0137(6) 0.0231(6) 0.0230(6) -0.0059(5) 0.0002(5) 0.0009(5) O2 0.0144(6) 0.0349(8) 0.0357(8) -0.0020(6) -0.0008(5) 0.0067(6) OW1 0.0431(9) 0.0237(8) 0.0220(8) 0.0023(6) -0.0031(6) -0.0082(7) N1 0.0148(7) 0.0187(7) 0.0210(8) -0.0022(6) 0.0023(6) 0.0016(6) N2 0.0176(7) 0.0258(8) 0.0283(9) -0.0070(7) 0.0021(6) 0.0031(7) N3 0.0161(7) 0.0285(9) 0.0301(9) -0.0073(7) 0.0042(6) 0.0070(7) C1 0.0204(9) 0.0223(9) 0.0256(9) -0.0039(8) 0.0037(7) 0.0028(8) C2 0.0244(9) 0.0235(9) 0.0245(9) -0.0065(8) 0.0013(7) -0.0037(8) C3 0.0148(8) 0.0293(10) 0.0232(9) -0.0017(8) -0.0002(7) -0.0033(8) C4 0.0150(8) 0.0233(9) 0.0200(8) 0.0005(7) 0.0021(6) 0.0023(7) C5 0.0153(8) 0.0166(8) 0.0171(8) 0.0013(6) 0.0017(6) 0.0019(7) C6 0.0158(8) 0.0196(8) 0.0174(8) -0.0002(7) 0.0009(6) 0.0011(7) C7 0.0172(8) 0.0256(10) 0.0217(9) 0.0025(7) 0.0029(7) 0.0038(8) _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 2.0934(12) 3 ? Zn1 O1 2.0934(12) . ? Zn1 N1 2.0966(15) 3 ? Zn1 N1 2.0966(15) . ? Zn1 OW1 2.1739(15) . ? Zn1 OW1 2.1739(15) 3 ? O1 C6 1.316(2) . ? O2 C7 1.245(2) . ? N1 C1 1.333(2) . ? N1 C5 1.353(2) . ? N2 C6 1.301(2) . ? N2 N3 1.392(2) . ? N3 C7 1.344(3) . ? C1 C2 1.394(3) . ? C2 C3 1.369(3) . ? C3 C4 1.400(3) . ? C4 C5 1.392(2) . ? C4 C7 1.461(2) . ? C5 C6 1.461(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O1 180.00(7) 3 . ? O1 Zn1 N1 81.10(5) 3 3 ? O1 Zn1 N1 98.90(5) . 3 ? O1 Zn1 N1 98.90(5) 3 . ? O1 Zn1 N1 81.10(5) . . ? N1 Zn1 N1 180.00(9) 3 . ? O1 Zn1 OW1 90.06(6) 3 . ? O1 Zn1 OW1 89.94(6) . . ? N1 Zn1 OW1 89.10(6) 3 . ? N1 Zn1 OW1 90.90(6) . . ? O1 Zn1 OW1 89.94(6) 3 3 ? O1 Zn1 OW1 90.06(6) . 3 ? N1 Zn1 OW1 90.90(6) 3 3 ? N1 Zn1 OW1 89.10(6) . 3 ? OW1 Zn1 OW1 180.00(8) . 3 ? C6 O1 Zn1 111.63(10) . . ? C1 N1 C5 118.03(15) . . ? C1 N1 Zn1 131.47(12) . . ? C5 N1 Zn1 110.45(11) . . ? C6 N2 N3 116.88(15) . . ? C7 N3 N2 128.48(16) . . ? N1 C1 C2 122.81(17) . . ? C3 C2 C1 119.49(17) . . ? C2 C3 C4 118.51(17) . . ? C5 C4 C3 118.83(16) . . ? C5 C4 C7 118.58(16) . . ? C3 C4 C7 122.56(16) . . ? N1 C5 C4 122.29(16) . . ? N1 C5 C6 117.95(15) . . ? C4 C5 C6 119.76(16) . . ? N2 C6 O1 120.16(16) . . ? N2 C6 C5 121.34(16) . . ? O1 C6 C5 118.51(15) . . ? O2 C7 N3 122.18(17) . . ? O2 C7 C4 123.16(17) . . ? N3 C7 C4 114.64(16) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.347 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.058