# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_Dy _database_code_depnum_ccdc_archive 'CCDC 886553' #TrackingRef 'Dy.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 Cl Dy N2 O11 Zn' _chemical_formula_weight 795.73 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' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 8.5005(9) _cell_length_b 12.8099(13) _cell_length_c 13.4136(14) _cell_angle_alpha 107.6960(10) _cell_angle_beta 104.5210(10) _cell_angle_gamma 92.6240(10) _cell_volume 1335.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4326 _cell_measurement_theta_min 2.59 _cell_measurement_theta_max 27.86 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.979 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 774 _exptl_absorpt_coefficient_mu 3.841 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4468 _exptl_absorpt_correction_T_max 0.6154 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10254 _diffrn_reflns_av_R_equivalents 0.0238 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4941 _reflns_number_gt 4388 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0759P)^2^+4.8088P] 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 4941 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0450 _refine_ls_R_factor_gt 0.0394 _refine_ls_wR_factor_ref 0.1247 _refine_ls_wR_factor_gt 0.1184 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _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 Dy1 Dy 0.24622(3) 0.48949(2) 0.48931(2) 0.01999(13) Uani 1 1 d . . . Zn1 Zn 0.32333(8) 0.21982(6) 0.65972(6) 0.01811(18) Uani 1 1 d . . . Cl1 Cl 0.2289(2) 0.12805(15) 0.75345(14) 0.0312(4) Uani 1 1 d . . . O1 O 0.7404(6) 0.4531(4) 0.0822(4) 0.0305(11) Uani 1 1 d . . . O2 O 0.7783(5) 0.5427(3) 0.3416(3) 0.0163(9) Uani 1 1 d . . . O3 O 0.5940(5) 0.6240(4) 0.2503(4) 0.0221(10) Uani 1 1 d . . . O4 O 0.4688(5) 0.4814(3) 0.3894(3) 0.0150(8) Uani 1 1 d . . . O5 O 0.2320(5) 0.3810(4) 0.2912(3) 0.0210(9) Uani 1 1 d . . . O6 O 0.2659(6) 0.0605(4) 0.2880(4) 0.0290(11) Uani 1 1 d . . . O7 O 0.1529(5) 0.1835(4) 0.5191(3) 0.0216(10) Uani 1 1 d . . . O8 O 0.2998(5) 0.2985(3) 0.4720(3) 0.0183(9) Uani 1 1 d . . . O9 O -0.0259(5) 0.3889(3) 0.4441(3) 0.0132(8) Uani 1 1 d . . . O10 O -0.2832(5) 0.3123(4) 0.3833(4) 0.0203(9) Uani 1 1 d . . . O11 O 0.1179(6) 0.5885(4) 0.3639(4) 0.0250(10) Uani 1 1 d . . . H1W H 0.0164 0.5903 0.3585 0.038 Uiso 1 1 d R . . H2W H 0.1521 0.5924 0.3106 0.038 Uiso 1 1 d R . . N1 N 0.8611(8) 0.3925(5) -0.1684(5) 0.0315(14) Uani 1 1 d . . . N2 N 0.4738(6) -0.1495(4) 0.3687(5) 0.0226(12) Uani 1 1 d . . . C1 C 0.6173(8) 0.3863(6) 0.0925(5) 0.0221(14) Uani 1 1 d . . . C2 C 0.5695(7) 0.4305(5) 0.1883(4) 0.0143(12) Uani 1 1 d . . . C3 C 0.4420(7) 0.3683(5) 0.2034(5) 0.0141(12) Uani 1 1 d . . . C4 C 0.3699(8) 0.2662(5) 0.1277(5) 0.0200(13) Uani 1 1 d . . . H4 H 0.2872 0.2254 0.1395 0.024 Uiso 1 1 calc R . . C5 C 0.4211(8) 0.2249(6) 0.0345(5) 0.0264(15) Uani 1 1 d . . . H5 H 0.3733 0.1563 -0.0160 0.032 Uiso 1 1 calc R . . C6 C 0.5442(9) 0.2864(6) 0.0165(5) 0.0266(15) Uani 1 1 d . . . H6 H 0.5766 0.2598 -0.0469 0.032 Uiso 1 1 calc R . . C7 C 0.6531(7) 0.5409(5) 0.2662(5) 0.0159(12) Uani 1 1 d . . . C8 C 0.3762(7) 0.4113(5) 0.2995(5) 0.0137(12) Uani 1 1 d . . . C9 C 0.7883(8) 0.4334(6) -0.0890(6) 0.0256(14) Uani 1 1 d . . . H9 H 0.7142 0.4834 -0.0971 0.031 Uiso 1 1 calc R . . C10 C 0.8192(8) 0.4041(6) 0.0026(5) 0.0237(14) Uani 1 1 d . . . C11 C 0.9290(10) 0.3332(7) 0.0190(6) 0.0355(18) Uani 1 1 d . . . H11 H 0.9532 0.3151 0.0827 0.043 Uiso 1 1 calc R . . C12 C 1.0038(10) 0.2887(7) -0.0618(7) 0.0393(19) Uani 1 1 d . . . H12 H 1.0761 0.2372 -0.0552 0.047 Uiso 1 1 calc R . . C13 C 0.9686(9) 0.3226(7) -0.1526(6) 0.0346(17) Uani 1 1 d . . . H13 H 1.0228 0.2951 -0.2055 0.042 Uiso 1 1 calc R . . C14 C 0.1095(8) 0.0922(5) 0.2614(5) 0.0200(13) Uani 1 1 d . . . C15 C 0.0661(7) 0.1784(5) 0.3377(5) 0.0160(12) Uani 1 1 d . . . C16 C -0.0869(7) 0.2122(5) 0.3075(5) 0.0148(12) Uani 1 1 d . . . C17 C -0.1935(8) 0.1610(5) 0.2040(5) 0.0244(14) Uani 1 1 d . . . H17 H -0.2966 0.1829 0.1855 0.029 Uiso 1 1 calc R . . C18 C -0.1457(9) 0.0770(6) 0.1283(6) 0.0314(16) Uani 1 1 d . . . H18 H -0.2154 0.0439 0.0585 0.038 Uiso 1 1 calc R . . C19 C 0.0045(9) 0.0435(5) 0.1572(6) 0.0280(15) Uani 1 1 d . . . H19 H 0.0369 -0.0124 0.1066 0.034 Uiso 1 1 calc R . . C20 C 0.1827(7) 0.2253(5) 0.4516(5) 0.0165(13) Uani 1 1 d . . . C21 C -0.1375(7) 0.3092(5) 0.3831(5) 0.0137(12) Uani 1 1 d . . . C22 C 0.2892(8) -0.0216(5) 0.3335(5) 0.0216(13) Uani 1 1 d . . . C23 C 0.4300(8) -0.0693(5) 0.3257(6) 0.0231(14) Uani 1 1 d . . . H23 H 0.4969 -0.0452 0.2897 0.028 Uiso 1 1 calc R . . C24 C 0.3759(9) -0.1822(6) 0.4223(6) 0.0307(16) Uani 1 1 d . . . H24 H 0.4055 -0.2363 0.4540 0.037 Uiso 1 1 calc R . . C25 C 0.2352(9) -0.1380(6) 0.4310(7) 0.0339(17) Uani 1 1 d . . . H25 H 0.1703 -0.1627 0.4679 0.041 Uiso 1 1 calc R . . C26 C 0.1878(8) -0.0573(6) 0.3861(6) 0.0267(15) Uani 1 1 d . . . H26 H 0.0910 -0.0277 0.3909 0.032 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 Dy1 0.01554(18) 0.0270(2) 0.02031(19) 0.00958(13) 0.00718(12) 0.00596(12) Zn1 0.0179(4) 0.0199(4) 0.0181(4) 0.0080(3) 0.0044(3) 0.0083(3) Cl1 0.0324(9) 0.0407(10) 0.0302(9) 0.0203(8) 0.0143(7) 0.0096(8) O1 0.035(3) 0.033(3) 0.026(3) 0.002(2) 0.024(2) -0.005(2) O2 0.013(2) 0.023(2) 0.014(2) 0.0061(17) 0.0045(16) 0.0011(17) O3 0.024(2) 0.019(2) 0.020(2) 0.0055(18) 0.0003(18) 0.0074(18) O4 0.0094(19) 0.024(2) 0.0102(19) 0.0034(17) 0.0037(16) 0.0023(16) O5 0.011(2) 0.035(3) 0.017(2) 0.0069(19) 0.0071(17) -0.0007(18) O6 0.026(3) 0.028(3) 0.045(3) 0.020(2) 0.019(2) 0.018(2) O7 0.023(2) 0.027(2) 0.014(2) 0.0109(19) 0.0004(18) 0.0033(19) O8 0.012(2) 0.021(2) 0.023(2) 0.0084(18) 0.0026(17) 0.0083(17) O9 0.012(2) 0.0132(19) 0.015(2) 0.0036(16) 0.0062(16) 0.0034(16) O10 0.009(2) 0.021(2) 0.028(2) 0.0031(19) 0.0056(18) 0.0037(17) O11 0.024(2) 0.041(3) 0.025(2) 0.022(2) 0.015(2) 0.016(2) N1 0.036(3) 0.048(4) 0.021(3) 0.018(3) 0.016(3) 0.017(3) N2 0.016(3) 0.021(3) 0.030(3) 0.009(2) 0.004(2) 0.008(2) C1 0.022(3) 0.029(3) 0.019(3) 0.008(3) 0.011(3) 0.006(3) C2 0.014(3) 0.022(3) 0.007(3) 0.006(2) 0.001(2) 0.007(2) C3 0.010(3) 0.021(3) 0.013(3) 0.006(2) 0.005(2) 0.006(2) C4 0.018(3) 0.025(3) 0.016(3) 0.005(3) 0.005(2) 0.000(3) C5 0.027(4) 0.025(3) 0.017(3) -0.004(3) 0.002(3) -0.002(3) C6 0.032(4) 0.031(4) 0.012(3) -0.003(3) 0.011(3) 0.002(3) C7 0.017(3) 0.023(3) 0.011(3) 0.007(2) 0.008(2) 0.005(2) C8 0.015(3) 0.020(3) 0.010(3) 0.008(2) 0.005(2) 0.010(2) C9 0.023(3) 0.035(4) 0.027(4) 0.015(3) 0.014(3) 0.015(3) C10 0.025(3) 0.029(4) 0.017(3) 0.004(3) 0.011(3) 0.001(3) C11 0.044(5) 0.046(5) 0.025(4) 0.021(3) 0.010(3) 0.014(4) C12 0.037(4) 0.047(5) 0.043(5) 0.019(4) 0.020(4) 0.024(4) C13 0.030(4) 0.048(5) 0.029(4) 0.009(3) 0.018(3) 0.017(3) C14 0.022(3) 0.017(3) 0.025(3) 0.008(3) 0.011(3) 0.008(3) C15 0.021(3) 0.015(3) 0.016(3) 0.010(2) 0.005(2) 0.006(2) C16 0.016(3) 0.013(3) 0.018(3) 0.005(2) 0.007(2) 0.005(2) C17 0.025(3) 0.020(3) 0.025(3) 0.007(3) 0.002(3) 0.006(3) C18 0.041(4) 0.024(4) 0.019(3) -0.001(3) 0.002(3) 0.002(3) C19 0.043(4) 0.017(3) 0.023(4) 0.000(3) 0.015(3) 0.009(3) C20 0.015(3) 0.017(3) 0.016(3) 0.004(2) 0.002(2) 0.013(2) C21 0.014(3) 0.017(3) 0.011(3) 0.007(2) 0.001(2) 0.005(2) C22 0.020(3) 0.017(3) 0.026(3) 0.004(3) 0.007(3) 0.008(3) C23 0.023(3) 0.023(3) 0.028(4) 0.010(3) 0.013(3) 0.008(3) C24 0.029(4) 0.034(4) 0.040(4) 0.026(3) 0.011(3) 0.010(3) C25 0.030(4) 0.036(4) 0.049(5) 0.024(4) 0.018(4) 0.010(3) C26 0.019(3) 0.028(4) 0.033(4) 0.008(3) 0.008(3) 0.006(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 Dy1 O9 2.435(4) . ? Dy1 O8 2.461(4) . ? Dy1 O11 2.476(4) . ? Dy1 O2 2.481(4) 2_666 ? Dy1 O4 2.495(4) 2_666 ? Dy1 O10 2.547(4) 2_566 ? Dy1 O4 2.568(4) . ? Dy1 O5 2.567(4) . ? Dy1 O9 2.644(4) 2_566 ? Dy1 C8 2.945(6) . ? Dy1 C21 2.960(6) 2_566 ? Zn1 O7 1.977(4) . ? Zn1 O3 1.983(4) 2_666 ? Zn1 N2 2.048(5) 2_656 ? Zn1 Cl1 2.2192(18) . ? O1 C1 1.382(8) . ? O1 C10 1.405(8) . ? O2 C7 1.265(7) . ? O2 Dy1 2.481(4) 2_666 ? O3 C7 1.251(7) . ? O3 Zn1 1.983(4) 2_666 ? O4 C8 1.296(7) . ? O4 Dy1 2.495(4) 2_666 ? O5 C8 1.236(7) . ? O6 C22 1.365(8) . ? O6 C14 1.400(7) . ? O7 C20 1.252(8) . ? O8 C20 1.251(8) . ? O9 C21 1.275(7) . ? O9 Dy1 2.644(4) 2_566 ? O10 C21 1.241(7) . ? O10 Dy1 2.547(4) 2_566 ? O11 H1W 0.8500 . ? O11 H2W 0.8501 . ? N1 C13 1.332(10) . ? N1 C9 1.346(8) . ? N2 C23 1.347(8) . ? N2 C24 1.356(9) . ? N2 Zn1 2.048(5) 2_656 ? C1 C6 1.371(10) . ? C1 C2 1.406(8) . ? C2 C3 1.407(8) . ? C2 C7 1.495(8) . ? C3 C4 1.387(9) . ? C3 C8 1.495(8) . ? C4 C5 1.388(9) . ? C4 H4 0.9300 . ? C5 C6 1.392(10) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C9 C10 1.359(9) . ? C9 H9 0.9300 . ? C10 C11 1.356(10) . ? C11 C12 1.381(11) . ? C11 H11 0.9300 . ? C12 C13 1.383(11) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C19 1.390(10) . ? C14 C15 1.393(8) . ? C15 C16 1.392(8) . ? C15 C20 1.519(8) . ? C16 C17 1.393(9) . ? C16 C21 1.503(8) . ? C17 C18 1.392(10) . ? C17 H17 0.9300 . ? C18 C19 1.366(10) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C21 Dy1 2.960(6) 2_566 ? C22 C23 1.381(9) . ? C22 C26 1.384(10) . ? C23 H23 0.9300 . ? C24 C25 1.363(10) . ? C24 H24 0.9300 . ? C25 C26 1.374(10) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? 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 O9 Dy1 O8 76.47(13) . . ? O9 Dy1 O11 86.10(14) . . ? O8 Dy1 O11 136.09(15) . . ? O9 Dy1 O2 73.86(13) . 2_666 ? O8 Dy1 O2 73.27(14) . 2_666 ? O11 Dy1 O2 139.51(14) . 2_666 ? O9 Dy1 O4 143.28(13) . 2_666 ? O8 Dy1 O4 78.10(14) . 2_666 ? O11 Dy1 O4 130.31(15) . 2_666 ? O2 Dy1 O4 73.71(13) 2_666 2_666 ? O9 Dy1 O10 114.51(13) . 2_566 ? O8 Dy1 O10 146.23(14) . 2_566 ? O11 Dy1 O10 77.64(15) . 2_566 ? O2 Dy1 O10 79.34(14) 2_666 2_566 ? O4 Dy1 O10 75.53(13) 2_666 2_566 ? O9 Dy1 O4 134.27(13) . . ? O8 Dy1 O4 81.80(13) . . ? O11 Dy1 O4 82.42(13) . . ? O2 Dy1 O4 136.21(13) 2_666 . ? O4 Dy1 O4 66.18(15) 2_666 . ? O10 Dy1 O4 105.94(13) 2_566 . ? O9 Dy1 O5 83.84(13) . . ? O8 Dy1 O5 69.61(14) . . ? O11 Dy1 O5 68.66(15) . . ? O2 Dy1 O5 140.17(14) 2_666 . ? O4 Dy1 O5 111.31(13) 2_666 . ? O10 Dy1 O5 140.46(14) 2_566 . ? O4 Dy1 O5 50.76(13) . . ? O9 Dy1 O9 65.14(15) . 2_566 ? O8 Dy1 O9 134.38(13) . 2_566 ? O11 Dy1 O9 66.51(13) . 2_566 ? O2 Dy1 O9 73.15(13) 2_666 2_566 ? O4 Dy1 O9 119.93(12) 2_666 2_566 ? O10 Dy1 O9 50.07(12) 2_566 2_566 ? O4 Dy1 O9 143.20(13) . 2_566 ? O5 Dy1 O9 126.20(13) . 2_566 ? O9 Dy1 C8 108.32(15) . . ? O8 Dy1 C8 73.31(15) . . ? O11 Dy1 C8 74.62(15) . . ? O2 Dy1 C8 144.83(14) 2_666 . ? O4 Dy1 C8 88.98(14) 2_666 . ? O10 Dy1 C8 126.39(15) 2_566 . ? O4 Dy1 C8 26.07(15) . . ? O5 Dy1 C8 24.72(15) . . ? O9 Dy1 C8 140.80(13) 2_566 . ? O9 Dy1 C21 90.06(14) . 2_566 ? O8 Dy1 C21 146.58(15) . 2_566 ? O11 Dy1 C21 71.54(15) . 2_566 ? O2 Dy1 C21 73.64(14) 2_666 2_566 ? O4 Dy1 C21 96.95(14) 2_666 2_566 ? O10 Dy1 C21 24.62(14) 2_566 2_566 ? O4 Dy1 C21 126.83(15) . 2_566 ? O5 Dy1 C21 140.04(15) . 2_566 ? O9 Dy1 C21 25.51(14) 2_566 2_566 ? C8 Dy1 C21 140.04(15) . 2_566 ? O7 Zn1 O3 120.51(18) . 2_666 ? O7 Zn1 N2 108.4(2) . 2_656 ? O3 Zn1 N2 105.3(2) 2_666 2_656 ? O7 Zn1 Cl1 105.56(14) . . ? O3 Zn1 Cl1 111.30(14) 2_666 . ? N2 Zn1 Cl1 104.75(16) 2_656 . ? C1 O1 C10 116.6(5) . . ? C7 O2 Dy1 121.5(3) . 2_666 ? C7 O3 Zn1 126.0(4) . 2_666 ? C8 O4 Dy1 139.4(4) . 2_666 ? C8 O4 Dy1 93.4(3) . . ? Dy1 O4 Dy1 113.82(15) 2_666 . ? C8 O5 Dy1 95.0(3) . . ? C22 O6 C14 119.6(5) . . ? C20 O7 Zn1 116.4(4) . . ? C20 O8 Dy1 119.5(3) . . ? C21 O9 Dy1 151.0(4) . . ? C21 O9 Dy1 91.2(3) . 2_566 ? Dy1 O9 Dy1 114.86(15) . 2_566 ? C21 O10 Dy1 96.7(3) . 2_566 ? Dy1 O11 H1W 112.3 . . ? Dy1 O11 H2W 123.5 . . ? H1W O11 H2W 118.0 . . ? C13 N1 C9 116.9(6) . . ? C23 N2 C24 117.9(5) . . ? C23 N2 Zn1 117.4(4) . 2_656 ? C24 N2 Zn1 124.6(4) . 2_656 ? C6 C1 O1 124.1(6) . . ? C6 C1 C2 121.9(6) . . ? O1 C1 C2 114.0(6) . . ? C1 C2 C3 117.3(6) . . ? C1 C2 C7 118.7(5) . . ? C3 C2 C7 124.0(5) . . ? C4 C3 C2 121.0(5) . . ? C4 C3 C8 117.7(5) . . ? C2 C3 C8 121.3(5) . . ? C3 C4 C5 120.0(6) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C4 C5 C6 120.0(6) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C1 C6 C5 119.8(6) . . ? C1 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? O3 C7 O2 125.5(6) . . ? O3 C7 C2 116.9(5) . . ? O2 C7 C2 117.6(5) . . ? O5 C8 O4 120.7(5) . . ? O5 C8 C3 119.1(5) . . ? O4 C8 C3 120.1(5) . . ? O5 C8 Dy1 60.3(3) . . ? O4 C8 Dy1 60.5(3) . . ? C3 C8 Dy1 178.4(4) . . ? N1 C9 C10 122.4(6) . . ? N1 C9 H9 118.8 . . ? C10 C9 H9 118.8 . . ? C9 C10 C11 120.8(6) . . ? C9 C10 O1 118.3(6) . . ? C11 C10 O1 120.8(6) . . ? C10 C11 C12 118.1(7) . . ? C10 C11 H11 120.9 . . ? C12 C11 H11 120.9 . . ? C11 C12 C13 118.3(7) . . ? C11 C12 H12 120.8 . . ? C13 C12 H12 120.8 . . ? N1 C13 C12 123.4(7) . . ? N1 C13 H13 118.3 . . ? C12 C13 H13 118.3 . . ? C19 C14 C15 120.8(6) . . ? C19 C14 O6 119.9(6) . . ? C15 C14 O6 119.1(6) . . ? C16 C15 C14 118.1(6) . . ? C16 C15 C20 123.3(5) . . ? C14 C15 C20 118.5(5) . . ? C17 C16 C15 120.8(5) . . ? C17 C16 C21 118.2(5) . . ? C15 C16 C21 120.9(5) . . ? C18 C17 C16 120.0(6) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C19 C18 C17 119.5(6) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C18 C19 C14 120.7(6) . . ? C18 C19 H19 119.7 . . ? C14 C19 H19 119.7 . . ? O7 C20 O8 124.8(6) . . ? O7 C20 C15 114.7(5) . . ? O8 C20 C15 120.5(5) . . ? O10 C21 O9 121.8(5) . . ? O10 C21 C16 120.9(5) . . ? O9 C21 C16 117.3(5) . . ? O10 C21 Dy1 58.7(3) . 2_566 ? O9 C21 Dy1 63.3(3) . 2_566 ? C16 C21 Dy1 173.3(4) . 2_566 ? O6 C22 C23 114.5(6) . . ? O6 C22 C26 126.0(6) . . ? C23 C22 C26 119.5(6) . . ? N2 C23 C22 122.2(6) . . ? N2 C23 H23 118.9 . . ? C22 C23 H23 118.9 . . ? N2 C24 C25 121.7(6) . . ? N2 C24 H24 119.1 . . ? C25 C24 H24 119.1 . . ? C26 C25 C24 120.9(7) . . ? C26 C25 H25 119.5 . . ? C24 C25 H25 119.5 . . ? C25 C26 C22 117.6(6) . . ? C25 C26 H26 121.2 . . ? C22 C26 H26 121.2 . . ? 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 O9 Dy1 O4 C8 6.6(4) . . . . ? O8 Dy1 O4 C8 68.6(3) . . . . ? O11 Dy1 O4 C8 -70.3(3) . . . . ? O2 Dy1 O4 C8 123.8(3) 2_666 . . . ? O4 Dy1 O4 C8 149.1(4) 2_666 . . . ? O10 Dy1 O4 C8 -145.1(3) 2_566 . . . ? O5 Dy1 O4 C8 -1.8(3) . . . . ? O9 Dy1 O4 C8 -102.2(3) 2_566 . . . ? C21 Dy1 O4 C8 -130.4(3) 2_566 . . . ? O9 Dy1 O4 Dy1 -142.49(16) . . . 2_666 ? O8 Dy1 O4 Dy1 -80.55(17) . . . 2_666 ? O11 Dy1 O4 Dy1 140.56(19) . . . 2_666 ? O2 Dy1 O4 Dy1 -25.4(3) 2_666 . . 2_666 ? O4 Dy1 O4 Dy1 0.0 2_666 . . 2_666 ? O10 Dy1 O4 Dy1 65.78(19) 2_566 . . 2_666 ? O5 Dy1 O4 Dy1 -150.9(3) . . . 2_666 ? O9 Dy1 O4 Dy1 108.7(2) 2_566 . . 2_666 ? C8 Dy1 O4 Dy1 -149.1(4) . . . 2_666 ? C21 Dy1 O4 Dy1 80.5(2) 2_566 . . 2_666 ? O9 Dy1 O5 C8 -172.1(4) . . . . ? O8 Dy1 O5 C8 -94.3(4) . . . . ? O11 Dy1 O5 C8 99.7(4) . . . . ? O2 Dy1 O5 C8 -116.6(4) 2_666 . . . ? O4 Dy1 O5 C8 -26.7(4) 2_666 . . . ? O10 Dy1 O5 C8 66.2(4) 2_566 . . . ? O4 Dy1 O5 C8 1.8(3) . . . . ? O9 Dy1 O5 C8 135.0(3) 2_566 . . . ? C21 Dy1 O5 C8 105.2(4) 2_566 . . . ? O3 Zn1 O7 C20 54.4(5) 2_666 . . . ? N2 Zn1 O7 C20 -66.8(5) 2_656 . . . ? Cl1 Zn1 O7 C20 -178.6(4) . . . . ? O9 Dy1 O8 C20 -1.9(4) . . . . ? O11 Dy1 O8 C20 -71.4(5) . . . . ? O2 Dy1 O8 C20 75.0(4) 2_666 . . . ? O4 Dy1 O8 C20 151.4(4) 2_666 . . . ? O10 Dy1 O8 C20 112.1(4) 2_566 . . . ? O4 Dy1 O8 C20 -141.4(4) . . . . ? O5 Dy1 O8 C20 -90.3(4) . . . . ? O9 Dy1 O8 C20 30.9(5) 2_566 . . . ? C8 Dy1 O8 C20 -116.1(4) . . . . ? C21 Dy1 O8 C20 66.8(5) 2_566 . . . ? O8 Dy1 O9 C21 -53.2(7) . . . . ? O11 Dy1 O9 C21 86.2(7) . . . . ? O2 Dy1 O9 C21 -129.4(8) 2_666 . . . ? O4 Dy1 O9 C21 -100.6(7) 2_666 . . . ? O10 Dy1 O9 C21 160.7(7) 2_566 . . . ? O4 Dy1 O9 C21 10.7(8) . . . . ? O5 Dy1 O9 C21 17.2(7) . . . . ? O9 Dy1 O9 C21 152.1(8) 2_566 . . . ? C8 Dy1 O9 C21 13.8(8) . . . . ? C21 Dy1 O9 C21 157.7(7) 2_566 . . . ? O8 Dy1 O9 Dy1 154.74(19) . . . 2_566 ? O11 Dy1 O9 Dy1 -65.87(17) . . . 2_566 ? O2 Dy1 O9 Dy1 78.55(17) 2_666 . . 2_566 ? O4 Dy1 O9 Dy1 107.4(2) 2_666 . . 2_566 ? O10 Dy1 O9 Dy1 8.6(2) 2_566 . . 2_566 ? O4 Dy1 O9 Dy1 -141.32(15) . . . 2_566 ? O5 Dy1 O9 Dy1 -134.80(18) . . . 2_566 ? O9 Dy1 O9 Dy1 0.0 2_566 . . 2_566 ? C8 Dy1 O9 Dy1 -138.26(16) . . . 2_566 ? C21 Dy1 O9 Dy1 5.62(17) 2_566 . . 2_566 ? C10 O1 C1 C6 -15.2(10) . . . . ? C10 O1 C1 C2 165.9(6) . . . . ? C6 C1 C2 C3 -0.3(9) . . . . ? O1 C1 C2 C3 178.5(5) . . . . ? C6 C1 C2 C7 -178.8(6) . . . . ? O1 C1 C2 C7 0.0(8) . . . . ? C1 C2 C3 C4 1.7(9) . . . . ? C7 C2 C3 C4 -179.9(6) . . . . ? C1 C2 C3 C8 -176.6(5) . . . . ? C7 C2 C3 C8 1.9(9) . . . . ? C2 C3 C4 C5 -1.3(9) . . . . ? C8 C3 C4 C5 177.0(6) . . . . ? C3 C4 C5 C6 -0.4(10) . . . . ? O1 C1 C6 C5 179.9(6) . . . . ? C2 C1 C6 C5 -1.4(11) . . . . ? C4 C5 C6 C1 1.7(11) . . . . ? Zn1 O3 C7 O2 -1.5(9) 2_666 . . . ? Zn1 O3 C7 C2 179.4(4) 2_666 . . . ? Dy1 O2 C7 O3 99.6(6) 2_666 . . . ? Dy1 O2 C7 C2 -81.3(6) 2_666 . . . ? C1 C2 C7 O3 87.7(7) . . . . ? C3 C2 C7 O3 -90.7(7) . . . . ? C1 C2 C7 O2 -91.5(7) . . . . ? C3 C2 C7 O2 90.1(7) . . . . ? Dy1 O5 C8 O4 -3.3(6) . . . . ? Dy1 O5 C8 C3 178.2(4) . . . . ? Dy1 O4 C8 O5 137.1(5) 2_666 . . . ? Dy1 O4 C8 O5 3.3(6) . . . . ? Dy1 O4 C8 C3 -44.5(8) 2_666 . . . ? Dy1 O4 C8 C3 -178.3(5) . . . . ? Dy1 O4 C8 Dy1 133.8(5) 2_666 . . . ? C4 C3 C8 O5 -26.7(8) . . . . ? C2 C3 C8 O5 151.5(6) . . . . ? C4 C3 C8 O4 154.8(6) . . . . ? C2 C3 C8 O4 -26.9(8) . . . . ? C4 C3 C8 Dy1 42(14) . . . . ? C2 C3 C8 Dy1 -140(14) . . . . ? O9 Dy1 C8 O5 8.3(4) . . . . ? O8 Dy1 C8 O5 77.4(4) . . . . ? O11 Dy1 C8 O5 -72.2(4) . . . . ? O2 Dy1 C8 O5 96.1(4) 2_666 . . . ? O4 Dy1 C8 O5 155.2(4) 2_666 . . . ? O10 Dy1 C8 O5 -133.6(3) 2_566 . . . ? O4 Dy1 C8 O5 -176.7(6) . . . . ? O9 Dy1 C8 O5 -64.6(4) 2_566 . . . ? C21 Dy1 C8 O5 -105.1(4) 2_566 . . . ? O9 Dy1 C8 O4 -175.0(3) . . . . ? O8 Dy1 C8 O4 -105.9(3) . . . . ? O11 Dy1 C8 O4 104.5(3) . . . . ? O2 Dy1 C8 O4 -87.2(4) 2_666 . . . ? O4 Dy1 C8 O4 -28.0(4) 2_666 . . . ? O10 Dy1 C8 O4 43.1(4) 2_566 . . . ? O5 Dy1 C8 O4 176.7(6) . . . . ? O9 Dy1 C8 O4 112.1(3) 2_566 . . . ? C21 Dy1 C8 O4 71.6(4) 2_566 . . . ? O9 Dy1 C8 C3 -61(14) . . . . ? O8 Dy1 C8 C3 8(14) . . . . ? O11 Dy1 C8 C3 -142(14) . . . . ? O2 Dy1 C8 C3 27(14) 2_666 . . . ? O4 Dy1 C8 C3 86(14) 2_666 . . . ? O10 Dy1 C8 C3 157(14) 2_566 . . . ? O4 Dy1 C8 C3 114(14) . . . . ? O5 Dy1 C8 C3 -70(14) . . . . ? O9 Dy1 C8 C3 -134(14) 2_566 . . . ? C21 Dy1 C8 C3 -175(14) 2_566 . . . ? C13 N1 C9 C10 -1.2(11) . . . . ? N1 C9 C10 C11 1.4(12) . . . . ? N1 C9 C10 O1 178.5(6) . . . . ? C1 O1 C10 C9 108.0(7) . . . . ? C1 O1 C10 C11 -74.9(9) . . . . ? C9 C10 C11 C12 -2.3(12) . . . . ? O1 C10 C11 C12 -179.3(7) . . . . ? C10 C11 C12 C13 2.9(12) . . . . ? C9 N1 C13 C12 1.9(12) . . . . ? C11 C12 C13 N1 -2.9(13) . . . . ? C22 O6 C14 C19 -92.7(8) . . . . ? C22 O6 C14 C15 92.0(7) . . . . ? C19 C14 C15 C16 1.6(9) . . . . ? O6 C14 C15 C16 176.8(5) . . . . ? C19 C14 C15 C20 177.7(6) . . . . ? O6 C14 C15 C20 -7.2(8) . . . . ? C14 C15 C16 C17 0.3(9) . . . . ? C20 C15 C16 C17 -175.6(6) . . . . ? C14 C15 C16 C21 -176.2(5) . . . . ? C20 C15 C16 C21 8.0(9) . . . . ? C15 C16 C17 C18 -1.9(10) . . . . ? C21 C16 C17 C18 174.6(6) . . . . ? C16 C17 C18 C19 1.6(11) . . . . ? C17 C18 C19 C14 0.2(11) . . . . ? C15 C14 C19 C18 -1.9(10) . . . . ? O6 C14 C19 C18 -177.0(6) . . . . ? Zn1 O7 C20 O8 -10.0(8) . . . . ? Zn1 O7 C20 C15 168.6(4) . . . . ? Dy1 O8 C20 O7 -106.4(6) . . . . ? Dy1 O8 C20 C15 75.2(6) . . . . ? C16 C15 C20 O7 81.9(7) . . . . ? C14 C15 C20 O7 -94.0(7) . . . . ? C16 C15 C20 O8 -99.5(7) . . . . ? C14 C15 C20 O8 84.6(7) . . . . ? Dy1 O10 C21 O9 5.6(6) 2_566 . . . ? Dy1 O10 C21 C16 -172.2(4) 2_566 . . . ? Dy1 O9 C21 O10 -160.2(5) . . . . ? Dy1 O9 C21 O10 -5.3(6) 2_566 . . . ? Dy1 O9 C21 C16 17.7(10) . . . . ? Dy1 O9 C21 C16 172.5(4) 2_566 . . . ? Dy1 O9 C21 Dy1 -154.8(7) . . . 2_566 ? C17 C16 C21 O10 35.6(8) . . . . ? C15 C16 C21 O10 -147.9(6) . . . . ? C17 C16 C21 O9 -142.3(6) . . . . ? C15 C16 C21 O9 34.3(8) . . . . ? C17 C16 C21 Dy1 -49(4) . . . 2_566 ? C15 C16 C21 Dy1 127(3) . . . 2_566 ? C14 O6 C22 C23 161.1(6) . . . . ? C14 O6 C22 C26 -20.2(10) . . . . ? C24 N2 C23 C22 -1.0(10) . . . . ? Zn1 N2 C23 C22 175.5(5) 2_656 . . . ? O6 C22 C23 N2 178.3(6) . . . . ? C26 C22 C23 N2 -0.6(10) . . . . ? C23 N2 C24 C25 1.5(11) . . . . ? Zn1 N2 C24 C25 -174.6(6) 2_656 . . . ? N2 C24 C25 C26 -0.5(12) . . . . ? C24 C25 C26 C22 -1.0(12) . . . . ? O6 C22 C26 C25 -177.2(7) . . . . ? C23 C22 C26 C25 1.6(10) . . . . ? 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 O11 H1W O2 0.85 2.02 2.841(6) 161.4 1_455 O11 H2W N1 0.85 1.95 2.755(7) 157.1 2_665 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.580 _refine_diff_density_min -1.445 _refine_diff_density_rms 0.171 data_er-zn _database_code_depnum_ccdc_archive 'CCDC 886554' #TrackingRef 'Er.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 Cl1 Er N O11 Zn' _chemical_formula_weight 800.48 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' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 9.6121(8) _cell_length_b 12.8091(11) _cell_length_c 12.4524(10) _cell_angle_alpha 106.3450(10) _cell_angle_beta 108.0720(10) _cell_angle_gamma 83.8620(10) _cell_volume 1398.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.901 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 778 _exptl_absorpt_coefficient_mu 3.997 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5020 _exptl_absorpt_correction_T_max 0.5855 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10444 _diffrn_reflns_av_R_equivalents 0.0129 _diffrn_reflns_av_sigmaI/netI 0.0185 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5175 _reflns_number_gt 4956 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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^)+(0.0253P)^2^+1.2045P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00048(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5175 _refine_ls_number_parameters 380 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0191 _refine_ls_R_factor_gt 0.0179 _refine_ls_wR_factor_ref 0.0472 _refine_ls_wR_factor_gt 0.0467 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 Er1 Er 0.791422(11) 0.031071(9) 0.526316(9) 0.02110(5) Uani 1 1 d . . . Zn1 Zn 0.66243(4) 0.30702(3) 0.34852(3) 0.03756(9) Uani 1 1 d . . . O1 O 0.8095(3) 0.33253(18) 0.5020(2) 0.0493(6) Uani 1 1 d . . . O2 O 0.7540(2) 0.21499(17) 0.5840(2) 0.0389(5) Uani 1 1 d . . . O3 O 1.02298(19) 0.10558(14) 0.55672(16) 0.0271(4) Uani 1 1 d . . . O4 O 1.2462(2) 0.15332(16) 0.58285(18) 0.0334(4) Uani 1 1 d . . . O5 O 0.8134(2) 0.46435(18) 0.7713(2) 0.0447(5) Uani 1 1 d . . . O6 O 0.6030(2) 0.15898(16) 0.25088(17) 0.0367(5) Uani 1 1 d . . . O7 O 0.78524(18) 0.06947(15) 0.35119(15) 0.0268(4) Uani 1 1 d . . . O8 O 0.54765(18) 0.03851(16) 0.41920(15) 0.0280(4) Uani 1 1 d . . . C21 C 0.4528(3) -0.0210(2) 0.3378(2) 0.0254(5) Uani 1 1 d . . . O10 O 0.7241(3) -0.02940(17) 0.0650(2) 0.0437(5) Uani 1 1 d . . . O11 O 0.9472(2) -0.0309(2) 0.6773(2) 0.0570(7) Uani 1 1 d . . . H1W H 0.9268 -0.0390 0.7336 0.085 Uiso 1 1 d R . . H2W H 1.0505 -0.0313 0.6885 0.085 Uiso 1 1 d R . . N1 N 0.5419(3) 0.6401(2) 0.6377(3) 0.0453(7) Uani 1 1 d . . . N2 N 0.9251(3) -0.1111(2) -0.1468(2) 0.0451(7) Uani 1 1 d . . . Cl1 Cl 0.73408(11) 0.39862(8) 0.24981(9) 0.0590(2) Uani 1 1 d . . . C1 C 1.0723(4) 0.4590(3) 0.8675(3) 0.0443(8) Uani 1 1 d . . . H1A H 1.0605 0.5187 0.9273 0.053 Uiso 1 1 calc R . . C2 C 0.9647(3) 0.3257(2) 0.6854(2) 0.0280(6) Uani 1 1 d . . . C3 C 1.1042(3) 0.2770(2) 0.6915(2) 0.0270(5) Uani 1 1 d . . . C4 C 1.2255(3) 0.3217(2) 0.7837(3) 0.0348(6) Uani 1 1 d . . . H4 H 1.3183 0.2912 0.7857 0.042 Uiso 1 1 calc R . . C5 C 1.2087(4) 0.4110(3) 0.8720(3) 0.0438(7) Uani 1 1 d . . . H5 H 1.2894 0.4389 0.9346 0.053 Uiso 1 1 calc R . . C6 C 0.9526(3) 0.4176(2) 0.7730(3) 0.0344(6) Uani 1 1 d . . . C7 C 0.8316(3) 0.2865(2) 0.5827(3) 0.0318(6) Uani 1 1 d . . . C8 C 1.1253(3) 0.1739(2) 0.6046(2) 0.0253(5) Uani 1 1 d . . . C9 C 0.6123(3) 0.5679(2) 0.6968(3) 0.0405(7) Uani 1 1 d . . . H9 H 0.5625 0.5373 0.7333 0.049 Uiso 1 1 calc R . . C10 C 0.7565(3) 0.5376(2) 0.7052(3) 0.0387(7) Uani 1 1 d . . . C11 C 0.8319(4) 0.5816(3) 0.6501(4) 0.0529(9) Uani 1 1 d . . . H11 H 0.9292 0.5623 0.6546 0.063 Uiso 1 1 calc R . . C12 C 0.7581(4) 0.6546(4) 0.5890(4) 0.0674(12) Uani 1 1 d . . . H12 H 0.8053 0.6851 0.5506 0.081 Uiso 1 1 calc R . . C13 C 0.6138(5) 0.6832(3) 0.5840(4) 0.0612(10) Uani 1 1 d . . . H13 H 0.5655 0.7333 0.5427 0.073 Uiso 1 1 calc R . . C14 C 0.6248(3) -0.0828(2) 0.0908(2) 0.0308(6) Uani 1 1 d . . . C15 C 0.5927(3) -0.0316(2) 0.1956(2) 0.0240(5) Uani 1 1 d . . . C16 C 0.4884(3) -0.0768(2) 0.2249(2) 0.0265(5) Uani 1 1 d . . . C17 C 0.4169(3) -0.1707(2) 0.1504(3) 0.0341(6) Uani 1 1 d . . . H17 H 0.3476 -0.2008 0.1703 0.041 Uiso 1 1 calc R . . C18 C 0.4497(3) -0.2194(3) 0.0460(3) 0.0391(7) Uani 1 1 d . . . H18 H 0.4013 -0.2818 -0.0042 0.047 Uiso 1 1 calc R . . C19 C 0.5538(3) -0.1757(3) 0.0158(2) 0.0370(7) Uani 1 1 d . . . H19 H 0.5754 -0.2086 -0.0540 0.044 Uiso 1 1 calc R . . C20 C 0.6659(3) 0.0733(2) 0.2724(2) 0.0235(5) Uani 1 1 d . . . O9 O 0.32731(19) -0.03512(18) 0.34129(16) 0.0348(5) Uani 1 1 d . . . C22 C 0.8294(3) -0.0632(3) -0.0894(3) 0.0360(7) Uani 1 1 d . . . H22 H 0.7671 -0.0088 -0.1152 0.043 Uiso 1 1 calc R . . C23 C 0.8193(3) -0.0916(2) 0.0070(2) 0.0316(6) Uani 1 1 d . . . C24 C 0.9113(4) -0.1719(3) 0.0470(3) 0.0450(8) Uani 1 1 d . . . H24 H 0.9064 -0.1924 0.1116 0.054 Uiso 1 1 calc R . . C25 C 1.0107(4) -0.2206(3) -0.0125(3) 0.0510(9) Uani 1 1 d . . . H25 H 1.0752 -0.2746 0.0120 0.061 Uiso 1 1 calc R . . C26 C 1.0137(4) -0.1886(3) -0.1087(3) 0.0486(8) Uani 1 1 d . . . H26 H 1.0806 -0.2226 -0.1485 0.058 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 Er1 0.01407(7) 0.03219(8) 0.01979(7) 0.00814(5) 0.00792(5) 0.00023(4) Zn1 0.03497(19) 0.03742(19) 0.03875(19) 0.01426(15) 0.00742(15) 0.00703(14) O1 0.0530(14) 0.0405(12) 0.0420(13) 0.0151(10) -0.0086(11) -0.0040(10) O2 0.0252(10) 0.0364(11) 0.0547(13) 0.0053(10) 0.0176(10) 0.0010(8) O3 0.0202(9) 0.0302(10) 0.0315(10) 0.0070(8) 0.0094(8) -0.0001(7) O4 0.0213(9) 0.0364(11) 0.0433(12) 0.0084(9) 0.0126(9) -0.0003(8) O5 0.0447(13) 0.0401(12) 0.0565(14) 0.0172(11) 0.0264(11) 0.0157(10) O6 0.0380(11) 0.0361(11) 0.0312(10) 0.0111(9) 0.0038(9) 0.0068(9) O7 0.0176(9) 0.0420(11) 0.0252(9) 0.0140(8) 0.0084(7) 0.0016(7) O8 0.0168(9) 0.0461(11) 0.0225(9) 0.0088(8) 0.0080(7) -0.0009(8) C21 0.0158(12) 0.0418(15) 0.0231(13) 0.0152(11) 0.0078(10) 0.0045(10) O10 0.0595(14) 0.0392(12) 0.0505(13) 0.0110(10) 0.0440(12) 0.0041(10) O11 0.0229(11) 0.127(2) 0.0453(13) 0.0564(15) 0.0206(10) 0.0213(12) N1 0.0401(15) 0.0413(15) 0.0577(17) 0.0170(13) 0.0191(13) 0.0109(12) N2 0.0438(16) 0.0674(19) 0.0356(14) 0.0189(13) 0.0259(12) 0.0076(13) Cl1 0.0652(6) 0.0608(6) 0.0626(6) 0.0275(5) 0.0251(5) -0.0011(4) C1 0.057(2) 0.0336(16) 0.0365(17) -0.0008(13) 0.0152(15) -0.0008(14) C2 0.0286(14) 0.0278(13) 0.0304(14) 0.0108(11) 0.0101(11) 0.0009(11) C3 0.0252(13) 0.0283(13) 0.0300(14) 0.0126(11) 0.0075(11) 0.0007(10) C4 0.0304(15) 0.0344(15) 0.0374(16) 0.0118(12) 0.0043(12) -0.0020(12) C5 0.0440(18) 0.0392(17) 0.0385(17) 0.0051(13) 0.0008(14) -0.0071(14) C6 0.0353(16) 0.0323(15) 0.0396(16) 0.0118(12) 0.0172(13) 0.0073(12) C7 0.0241(14) 0.0307(14) 0.0378(16) 0.0065(12) 0.0100(12) 0.0079(11) C8 0.0203(13) 0.0309(14) 0.0263(13) 0.0136(11) 0.0047(10) 0.0024(10) C9 0.0381(17) 0.0349(16) 0.0500(19) 0.0104(14) 0.0184(15) 0.0068(13) C10 0.0385(17) 0.0301(15) 0.0448(18) 0.0043(13) 0.0156(14) 0.0058(12) C11 0.0404(19) 0.052(2) 0.076(3) 0.0243(19) 0.0267(18) 0.0067(15) C12 0.052(2) 0.073(3) 0.102(3) 0.052(3) 0.037(2) 0.014(2) C13 0.063(2) 0.056(2) 0.079(3) 0.038(2) 0.029(2) 0.0206(19) C14 0.0315(15) 0.0414(16) 0.0266(14) 0.0135(12) 0.0173(12) 0.0077(12) C15 0.0177(12) 0.0359(14) 0.0203(12) 0.0116(11) 0.0067(10) 0.0058(10) C16 0.0162(12) 0.0403(15) 0.0241(13) 0.0106(11) 0.0072(10) 0.0042(10) C17 0.0201(13) 0.0466(17) 0.0348(15) 0.0115(13) 0.0057(12) -0.0024(12) C18 0.0303(15) 0.0450(17) 0.0320(16) 0.0031(13) 0.0013(12) -0.0016(13) C19 0.0384(16) 0.0481(17) 0.0216(14) 0.0053(12) 0.0106(12) 0.0061(13) C20 0.0203(12) 0.0341(14) 0.0208(12) 0.0100(10) 0.0118(10) 0.0036(10) O9 0.0155(9) 0.0679(14) 0.0242(10) 0.0128(9) 0.0086(8) -0.0038(9) C22 0.0323(15) 0.0528(18) 0.0318(15) 0.0202(13) 0.0171(13) 0.0087(13) C23 0.0347(15) 0.0372(15) 0.0292(14) 0.0096(12) 0.0190(12) 0.0038(12) C24 0.055(2) 0.0474(19) 0.0449(18) 0.0247(15) 0.0232(16) 0.0052(15) C25 0.046(2) 0.0429(19) 0.069(2) 0.0220(17) 0.0219(18) 0.0123(15) C26 0.0406(18) 0.053(2) 0.057(2) 0.0068(17) 0.0313(17) 0.0078(15) _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 Er1 O9 2.2650(18) 2_656 ? Er1 O2 2.285(2) . ? Er1 O11 2.290(2) . ? Er1 O8 2.3159(17) . ? Er1 O7 2.3490(17) . ? Er1 O4 2.372(2) 2_756 ? Er1 O3 2.3951(17) . ? Er1 O3 2.6026(17) 2_756 ? Er1 C8 2.854(3) 2_756 ? Zn1 O1 1.957(2) . ? Zn1 O6 1.976(2) . ? Zn1 N1 2.050(3) 2_666 ? Zn1 Cl1 2.2073(10) . ? O1 C7 1.256(4) . ? O2 C7 1.248(4) . ? O3 C8 1.271(3) . ? O3 Er1 2.6026(17) 2_756 ? O4 C8 1.258(3) . ? O4 Er1 2.372(2) 2_756 ? O5 C10 1.379(4) . ? O5 C6 1.403(3) . ? O6 C20 1.251(3) . ? O7 C20 1.264(3) . ? O8 C21 1.257(3) . ? C21 O9 1.254(3) . ? C21 C16 1.512(4) . ? O10 C23 1.387(3) . ? O10 C14 1.392(3) . ? O11 H1W 0.8188 . ? O11 H2W 0.9582 . ? N1 C9 1.340(4) . ? N1 C13 1.343(5) . ? N1 Zn1 2.050(3) 2_666 ? N2 C26 1.330(4) . ? N2 C22 1.332(4) . ? C1 C5 1.379(5) . ? C1 C6 1.389(5) . ? C1 H1A 0.9300 . ? C2 C6 1.384(4) . ? C2 C3 1.406(4) . ? C2 C7 1.511(4) . ? C3 C4 1.396(4) . ? C3 C8 1.493(4) . ? C4 C5 1.381(4) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C8 Er1 2.854(3) 2_756 ? C9 C10 1.378(4) . ? C9 H9 0.9300 . ? C10 C11 1.389(5) . ? C11 C12 1.372(5) . ? C11 H11 0.9300 . ? C12 C13 1.383(5) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C19 1.381(4) . ? C14 C15 1.397(4) . ? C15 C16 1.394(4) . ? C15 C20 1.509(4) . ? C16 C17 1.390(4) . ? C17 C18 1.392(4) . ? C17 H17 0.9300 . ? C18 C19 1.387(4) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? O9 Er1 2.2650(18) 2_656 ? C22 C23 1.382(4) . ? C22 H22 0.9300 . ? C23 C24 1.382(4) . ? C24 C25 1.379(5) . ? C24 H24 0.9300 . ? C25 C26 1.380(5) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? 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 O9 Er1 O2 81.55(8) 2_656 . ? O9 Er1 O11 70.92(7) 2_656 . ? O2 Er1 O11 110.82(9) . . ? O9 Er1 O8 77.26(6) 2_656 . ? O2 Er1 O8 81.82(7) . . ? O11 Er1 O8 143.07(7) . . ? O9 Er1 O7 147.76(6) 2_656 . ? O2 Er1 O7 82.54(7) . . ? O11 Er1 O7 141.24(6) . . ? O8 Er1 O7 72.85(6) . . ? O9 Er1 O4 99.05(7) 2_656 2_756 ? O2 Er1 O4 160.29(7) . 2_756 ? O11 Er1 O4 87.70(9) . 2_756 ? O8 Er1 O4 79.13(7) . 2_756 ? O7 Er1 O4 87.03(7) . 2_756 ? O9 Er1 O3 129.13(6) 2_656 . ? O2 Er1 O3 75.75(6) . . ? O11 Er1 O3 75.68(7) . . ? O8 Er1 O3 140.85(6) . . ? O7 Er1 O3 72.75(6) . . ? O4 Er1 O3 116.95(6) 2_756 . ? O9 Er1 O3 133.52(7) 2_656 2_756 ? O2 Er1 O3 138.64(6) . 2_756 ? O11 Er1 O3 72.23(7) . 2_756 ? O8 Er1 O3 121.55(6) . 2_756 ? O7 Er1 O3 74.35(6) . 2_756 ? O4 Er1 O3 52.12(6) 2_756 2_756 ? O3 Er1 O3 64.92(7) . 2_756 ? O9 Er1 C8 119.23(8) 2_656 2_756 ? O2 Er1 C8 159.06(8) . 2_756 ? O11 Er1 C8 80.79(9) . 2_756 ? O8 Er1 C8 99.42(7) . 2_756 ? O7 Er1 C8 77.95(7) . 2_756 ? O4 Er1 C8 25.82(7) 2_756 2_756 ? O3 Er1 C8 91.13(7) . 2_756 ? O3 Er1 C8 26.42(6) 2_756 2_756 ? O1 Zn1 O6 122.09(9) . . ? O1 Zn1 N1 111.72(11) . 2_666 ? O6 Zn1 N1 95.68(10) . 2_666 ? O1 Zn1 Cl1 105.83(8) . . ? O6 Zn1 Cl1 110.78(7) . . ? N1 Zn1 Cl1 110.34(8) 2_666 . ? C7 O1 Zn1 130.8(2) . . ? C7 O2 Er1 126.34(17) . . ? C8 O3 Er1 155.88(17) . . ? C8 O3 Er1 87.88(15) . 2_756 ? Er1 O3 Er1 115.08(7) . 2_756 ? C8 O4 Er1 98.99(16) . 2_756 ? C10 O5 C6 119.1(2) . . ? C20 O6 Zn1 124.45(18) . . ? C20 O7 Er1 121.31(15) . . ? C21 O8 Er1 139.84(17) . . ? O9 C21 O8 124.8(2) . . ? O9 C21 C16 116.7(2) . . ? O8 C21 C16 118.4(2) . . ? C23 O10 C14 118.4(2) . . ? Er1 O11 H1W 126.1 . . ? Er1 O11 H2W 118.8 . . ? H1W O11 H2W 113.2 . . ? C9 N1 C13 118.9(3) . . ? C9 N1 Zn1 117.5(2) . 2_666 ? C13 N1 Zn1 123.2(2) . 2_666 ? C26 N2 C22 118.2(3) . . ? C5 C1 C6 119.5(3) . . ? C5 C1 H1A 120.3 . . ? C6 C1 H1A 120.3 . . ? C6 C2 C3 118.1(3) . . ? C6 C2 C7 119.4(2) . . ? C3 C2 C7 122.4(2) . . ? C4 C3 C2 120.0(3) . . ? C4 C3 C8 118.5(2) . . ? C2 C3 C8 121.4(2) . . ? C5 C4 C3 120.4(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C1 C5 C4 120.1(3) . . ? C1 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C2 C6 C1 121.8(3) . . ? C2 C6 O5 118.9(3) . . ? C1 C6 O5 119.1(3) . . ? O2 C7 O1 125.8(3) . . ? O2 C7 C2 120.0(3) . . ? O1 C7 C2 114.2(3) . . ? O4 C8 O3 120.4(2) . . ? O4 C8 C3 119.8(2) . . ? O3 C8 C3 119.7(2) . . ? O4 C8 Er1 55.19(14) . 2_756 ? O3 C8 Er1 65.70(14) . 2_756 ? C3 C8 Er1 169.37(17) . 2_756 ? N1 C9 C10 122.0(3) . . ? N1 C9 H9 119.0 . . ? C10 C9 H9 119.0 . . ? C9 C10 O5 114.7(3) . . ? C9 C10 C11 119.6(3) . . ? O5 C10 C11 125.7(3) . . ? C12 C11 C10 117.8(3) . . ? C12 C11 H11 121.1 . . ? C10 C11 H11 121.1 . . ? C11 C12 C13 120.4(4) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? N1 C13 C12 121.3(3) . . ? N1 C13 H13 119.3 . . ? C12 C13 H13 119.3 . . ? C19 C14 O10 123.3(2) . . ? C19 C14 C15 121.2(3) . . ? O10 C14 C15 115.3(3) . . ? C16 C15 C14 118.9(3) . . ? C16 C15 C20 121.1(2) . . ? C14 C15 C20 120.0(2) . . ? C17 C16 C15 120.4(2) . . ? C17 C16 C21 120.7(2) . . ? C15 C16 C21 118.9(2) . . ? C16 C17 C18 119.6(3) . . ? C16 C17 H17 120.2 . . ? C18 C17 H17 120.2 . . ? C19 C18 C17 120.7(3) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C14 C19 C18 119.2(3) . . ? C14 C19 H19 120.4 . . ? C18 C19 H19 120.4 . . ? O6 C20 O7 124.7(3) . . ? O6 C20 C15 116.2(2) . . ? O7 C20 C15 119.1(2) . . ? C21 O9 Er1 139.83(17) . 2_656 ? N2 C22 C23 122.3(3) . . ? N2 C22 H22 118.8 . . ? C23 C22 H22 118.8 . . ? C24 C23 C22 119.7(3) . . ? C24 C23 O10 123.4(3) . . ? C22 C23 O10 116.7(3) . . ? C25 C24 C23 117.6(3) . . ? C25 C24 H24 121.2 . . ? C23 C24 H24 121.2 . . ? C24 C25 C26 119.4(3) . . ? C24 C25 H25 120.3 . . ? C26 C25 H25 120.3 . . ? N2 C26 C25 122.8(3) . . ? N2 C26 H26 118.6 . . ? C25 C26 H26 118.6 . . ? 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 O6 Zn1 O1 C7 -39.9(3) . . . . ? N1 Zn1 O1 C7 72.2(3) 2_666 . . . ? Cl1 Zn1 O1 C7 -167.7(3) . . . . ? O9 Er1 O2 C7 152.3(2) 2_656 . . . ? O11 Er1 O2 C7 86.5(2) . . . . ? O8 Er1 O2 C7 -129.4(2) . . . . ? O7 Er1 O2 C7 -55.8(2) . . . . ? O4 Er1 O2 C7 -114.4(3) 2_756 . . . ? O3 Er1 O2 C7 18.2(2) . . . . ? O3 Er1 O2 C7 0.1(3) 2_756 . . . ? C8 Er1 O2 C7 -34.4(4) 2_756 . . . ? O9 Er1 O3 C8 -34.2(4) 2_656 . . . ? O2 Er1 O3 C8 32.1(4) . . . . ? O11 Er1 O3 C8 -84.2(4) . . . . ? O8 Er1 O3 C8 89.1(4) . . . . ? O7 Er1 O3 C8 118.6(4) . . . . ? O4 Er1 O3 C8 -164.0(4) 2_756 . . . ? O3 Er1 O3 C8 -161.0(4) 2_756 . . . ? C8 Er1 O3 C8 -164.4(4) 2_756 . . . ? O9 Er1 O3 Er1 126.82(9) 2_656 . . 2_756 ? O2 Er1 O3 Er1 -166.89(10) . . . 2_756 ? O11 Er1 O3 Er1 76.80(10) . . . 2_756 ? O8 Er1 O3 Er1 -109.88(10) . . . 2_756 ? O7 Er1 O3 Er1 -80.41(8) . . . 2_756 ? O4 Er1 O3 Er1 -3.05(10) 2_756 . . 2_756 ? O3 Er1 O3 Er1 0.0 2_756 . . 2_756 ? C8 Er1 O3 Er1 -3.40(8) 2_756 . . 2_756 ? O1 Zn1 O6 C20 -9.2(3) . . . . ? N1 Zn1 O6 C20 -129.3(2) 2_666 . . . ? Cl1 Zn1 O6 C20 116.4(2) . . . . ? O9 Er1 O7 C20 -26.1(3) 2_656 . . . ? O2 Er1 O7 C20 -87.09(19) . . . . ? O11 Er1 O7 C20 158.7(2) . . . . ? O8 Er1 O7 C20 -3.39(19) . . . . ? O4 Er1 O7 C20 76.15(19) 2_756 . . . ? O3 Er1 O7 C20 -164.4(2) . . . . ? O3 Er1 O7 C20 127.5(2) 2_756 . . . ? C8 Er1 O7 C20 100.6(2) 2_756 . . . ? O9 Er1 O8 C21 -109.1(3) 2_656 . . . ? O2 Er1 O8 C21 167.7(3) . . . . ? O11 Er1 O8 C21 -78.3(3) . . . . ? O7 Er1 O8 C21 83.1(2) . . . . ? O4 Er1 O8 C21 -7.2(2) 2_756 . . . ? O3 Er1 O8 C21 112.5(3) . . . . ? O3 Er1 O8 C21 24.5(3) 2_756 . . . ? C8 Er1 O8 C21 8.9(3) 2_756 . . . ? Er1 O8 C21 O9 129.6(2) . . . . ? Er1 O8 C21 C16 -52.9(4) . . . . ? C6 C2 C3 C4 -0.4(4) . . . . ? C7 C2 C3 C4 174.9(3) . . . . ? C6 C2 C3 C8 176.2(2) . . . . ? C7 C2 C3 C8 -8.4(4) . . . . ? C2 C3 C4 C5 2.8(4) . . . . ? C8 C3 C4 C5 -173.9(3) . . . . ? C6 C1 C5 C4 -0.7(5) . . . . ? C3 C4 C5 C1 -2.3(5) . . . . ? C3 C2 C6 C1 -2.6(4) . . . . ? C7 C2 C6 C1 -178.0(3) . . . . ? C3 C2 C6 O5 -177.1(2) . . . . ? C7 C2 C6 O5 7.4(4) . . . . ? C5 C1 C6 C2 3.1(5) . . . . ? C5 C1 C6 O5 177.6(3) . . . . ? C10 O5 C6 C2 -85.2(3) . . . . ? C10 O5 C6 C1 100.1(3) . . . . ? Er1 O2 C7 O1 94.8(3) . . . . ? Er1 O2 C7 C2 -85.9(3) . . . . ? Zn1 O1 C7 O2 -4.7(5) . . . . ? Zn1 O1 C7 C2 175.9(2) . . . . ? C6 C2 C7 O2 -94.5(3) . . . . ? C3 C2 C7 O2 90.2(3) . . . . ? C6 C2 C7 O1 84.9(3) . . . . ? C3 C2 C7 O1 -90.4(3) . . . . ? Er1 O4 C8 O3 -8.1(3) 2_756 . . . ? Er1 O4 C8 C3 168.91(19) 2_756 . . . ? Er1 O3 C8 O4 170.1(3) . . . . ? Er1 O3 C8 O4 7.3(2) 2_756 . . . ? Er1 O3 C8 C3 -6.9(5) . . . . ? Er1 O3 C8 C3 -169.7(2) 2_756 . . . ? Er1 O3 C8 Er1 162.8(4) . . . 2_756 ? C4 C3 C8 O4 -29.9(4) . . . . ? C2 C3 C8 O4 153.4(2) . . . . ? C4 C3 C8 O3 147.1(3) . . . . ? C2 C3 C8 O3 -29.6(4) . . . . ? C4 C3 C8 Er1 29.0(11) . . . 2_756 ? C2 C3 C8 Er1 -147.7(9) . . . 2_756 ? C13 N1 C9 C10 0.8(5) . . . . ? Zn1 N1 C9 C10 -171.8(2) 2_666 . . . ? N1 C9 C10 O5 178.6(3) . . . . ? N1 C9 C10 C11 -0.7(5) . . . . ? C6 O5 C10 C9 171.8(3) . . . . ? C6 O5 C10 C11 -8.9(5) . . . . ? C9 C10 C11 C12 0.0(6) . . . . ? O5 C10 C11 C12 -179.2(4) . . . . ? C10 C11 C12 C13 0.6(7) . . . . ? C9 N1 C13 C12 -0.1(6) . . . . ? Zn1 N1 C13 C12 172.0(3) 2_666 . . . ? C11 C12 C13 N1 -0.5(7) . . . . ? C23 O10 C14 C19 -38.6(4) . . . . ? C23 O10 C14 C15 145.9(3) . . . . ? C19 C14 C15 C16 1.0(4) . . . . ? O10 C14 C15 C16 176.6(2) . . . . ? C19 C14 C15 C20 -176.5(2) . . . . ? O10 C14 C15 C20 -0.9(4) . . . . ? C14 C15 C16 C17 -0.6(4) . . . . ? C20 C15 C16 C17 176.9(2) . . . . ? C14 C15 C16 C21 -179.6(2) . . . . ? C20 C15 C16 C21 -2.1(4) . . . . ? O9 C21 C16 C17 -25.8(4) . . . . ? O8 C21 C16 C17 156.5(3) . . . . ? O9 C21 C16 C15 153.1(2) . . . . ? O8 C21 C16 C15 -24.6(4) . . . . ? C15 C16 C17 C18 -0.2(4) . . . . ? C21 C16 C17 C18 178.8(3) . . . . ? C16 C17 C18 C19 0.5(4) . . . . ? O10 C14 C19 C18 -175.9(3) . . . . ? C15 C14 C19 C18 -0.7(4) . . . . ? C17 C18 C19 C14 -0.1(5) . . . . ? Zn1 O6 C20 O7 -8.6(4) . . . . ? Zn1 O6 C20 C15 172.73(16) . . . . ? Er1 O7 C20 O6 105.4(3) . . . . ? Er1 O7 C20 C15 -75.9(2) . . . . ? C16 C15 C20 O6 -89.2(3) . . . . ? C14 C15 C20 O6 88.3(3) . . . . ? C16 C15 C20 O7 92.0(3) . . . . ? C14 C15 C20 O7 -90.5(3) . . . . ? O8 C21 O9 Er1 -26.6(5) . . . 2_656 ? C16 C21 O9 Er1 155.8(2) . . . 2_656 ? C26 N2 C22 C23 -0.2(5) . . . . ? N2 C22 C23 C24 0.3(5) . . . . ? N2 C22 C23 O10 174.6(3) . . . . ? C14 O10 C23 C24 -55.0(4) . . . . ? C14 O10 C23 C22 131.0(3) . . . . ? C22 C23 C24 C25 0.1(5) . . . . ? O10 C23 C24 C25 -173.8(3) . . . . ? C23 C24 C25 C26 -0.5(5) . . . . ? C22 N2 C26 C25 -0.3(5) . . . . ? C24 C25 C26 N2 0.7(6) . . . . ? 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 O11 H1W N2 0.82 1.97 2.739(3) 157.0 1_556 O11 H2W O7 0.96 1.78 2.680(3) 155.6 2_756 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.582 _refine_diff_density_min -0.824 _refine_diff_density_rms 0.070 data_a _database_code_depnum_ccdc_archive 'CCDC 886555' #TrackingRef 'Eu.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 Cl Eu N2 O11 Zn' _chemical_formula_weight 785.19 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' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3739(14) _cell_length_b 12.876(2) _cell_length_c 13.413(2) _cell_angle_alpha 107.155(2) _cell_angle_beta 104.306(2) _cell_angle_gamma 92.829(2) _cell_volume 1327.3(4) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5986 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 28.17 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.965 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 3.412 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4825 _exptl_absorpt_correction_T_max 0.6113 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _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 9854 _diffrn_reflns_av_R_equivalents 0.0213 _diffrn_reflns_av_sigmaI/netI 0.0314 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4886 _reflns_number_gt 4531 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0370P)^2^+0.2727P] 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 4886 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0266 _refine_ls_R_factor_gt 0.0239 _refine_ls_wR_factor_ref 0.0616 _refine_ls_wR_factor_gt 0.0598 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _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 Eu1 Eu 0.247014(17) 0.488500(12) 0.490733(11) 0.01735(6) Uani 1 1 d . . . Zn1 Zn 0.32510(5) 0.22161(3) 0.66278(3) 0.02577(10) Uani 1 1 d . . . Cl1 Cl 0.22989(12) 0.13020(8) 0.75746(8) 0.0387(2) Uani 1 1 d . . . O1 O -0.2870(3) 0.31952(18) 0.38636(18) 0.0266(5) Uani 1 1 d . . . O2 O -0.0251(2) 0.39283(16) 0.44545(17) 0.0212(5) Uani 1 1 d . . . O3 O 0.3017(3) 0.30369(18) 0.47665(18) 0.0258(5) Uani 1 1 d . . . O4 O 0.1550(3) 0.18568(19) 0.52224(18) 0.0299(5) Uani 1 1 d . . . O5 O 0.2687(3) 0.0658(2) 0.2941(2) 0.0373(6) Uani 1 1 d . . . O6 O 0.7725(3) 0.61816(19) 0.70244(18) 0.0276(5) Uani 1 1 d . . . O7 O 0.5318(2) 0.51709(18) 0.60767(16) 0.0214(5) Uani 1 1 d . . . O8 O 0.2209(2) 0.45751(17) 0.65621(16) 0.0221(5) Uani 1 1 d . . . O9 O 0.4039(3) 0.37671(18) 0.75064(18) 0.0300(5) Uani 1 1 d . . . O10 O 0.2607(3) 0.5466(2) 0.9180(2) 0.0384(6) Uani 1 1 d . . . O11 O 0.1250(3) 0.5877(2) 0.36863(18) 0.0313(5) Uani 1 1 d . . . H1W H 0.0221 0.5925 0.3606 0.047 Uiso 1 1 d R . . H2W H 0.1556 0.5835 0.3118 0.047 Uiso 1 1 d R . . N1 N 0.4710(4) -0.1514(2) 0.3668(2) 0.0320(7) Uani 1 1 d . . . N2 N 0.1428(4) 0.6035(3) 1.1696(2) 0.0384(8) Uani 1 1 d . . . C1 C -0.0901(4) 0.2168(3) 0.3109(3) 0.0226(7) Uani 1 1 d . . . C2 C 0.0665(4) 0.1832(2) 0.3415(2) 0.0223(7) Uani 1 1 d . . . C3 C 0.1096(4) 0.0972(3) 0.2667(3) 0.0267(7) Uani 1 1 d . . . C4 C 0.0068(5) 0.0485(3) 0.1639(3) 0.0376(9) Uani 1 1 d . . . H4 H 0.0404 -0.0072 0.1144 0.045 Uiso 1 1 calc R . . C5 C -0.1471(5) 0.0827(3) 0.1341(3) 0.0379(9) Uani 1 1 d . . . H5 H -0.2171 0.0503 0.0645 0.045 Uiso 1 1 calc R . . C6 C -0.1959(4) 0.1656(3) 0.2089(3) 0.0304(8) Uani 1 1 d . . . H6 H -0.3008 0.1868 0.1900 0.036 Uiso 1 1 calc R . . C7 C -0.1383(4) 0.3138(2) 0.3851(2) 0.0199(6) Uani 1 1 d . . . C8 C 0.1836(4) 0.2299(3) 0.4548(3) 0.0231(7) Uani 1 1 d . . . C9 C 0.4295(4) -0.0690(3) 0.3266(3) 0.0321(8) Uani 1 1 d . . . H9 H 0.4979 -0.0444 0.2908 0.039 Uiso 1 1 calc R . . C10 C 0.2889(4) -0.0199(3) 0.3369(3) 0.0266(7) Uani 1 1 d . . . C11 C 0.1859(4) -0.0545(3) 0.3903(3) 0.0338(8) Uani 1 1 d . . . H11 H 0.0897 -0.0232 0.3969 0.041 Uiso 1 1 calc R . . C12 C 0.2307(5) -0.1373(3) 0.4334(3) 0.0408(9) Uani 1 1 d . . . H12 H 0.1650 -0.1622 0.4705 0.049 Uiso 1 1 calc R . . C13 C 0.3744(5) -0.1831(3) 0.4213(3) 0.0387(9) Uani 1 1 d . . . H13 H 0.4045 -0.2377 0.4521 0.046 Uiso 1 1 calc R . . C14 C 0.5598(4) 0.6299(3) 0.7923(2) 0.0204(6) Uani 1 1 d . . . C15 C 0.4324(4) 0.5695(3) 0.8101(2) 0.0197(6) Uani 1 1 d . . . C16 C 0.3849(4) 0.6120(3) 0.9051(3) 0.0264(7) Uani 1 1 d . . . C17 C 0.4606(4) 0.7117(3) 0.9816(3) 0.0326(8) Uani 1 1 d . . . H17 H 0.4295 0.7381 1.0455 0.039 Uiso 1 1 calc R . . C18 C 0.5841(4) 0.7714(3) 0.9606(3) 0.0338(8) Uani 1 1 d . . . H18 H 0.6331 0.8395 1.0102 0.041 Uiso 1 1 calc R . . C19 C 0.6355(4) 0.7320(3) 0.8681(3) 0.0283(7) Uani 1 1 d . . . H19 H 0.7196 0.7725 0.8559 0.034 Uiso 1 1 calc R . . C20 C 0.6259(4) 0.5876(3) 0.6968(2) 0.0207(6) Uani 1 1 d . . . C21 C 0.3455(4) 0.4591(3) 0.7317(2) 0.0207(6) Uani 1 1 d . . . C22 C 0.2143(4) 0.5640(3) 1.0903(3) 0.0335(8) Uani 1 1 d . . . H22 H 0.2883 0.5134 1.0972 0.040 Uiso 1 1 calc R . . C23 C 0.1828(4) 0.5955(3) 0.9983(3) 0.0302(8) Uani 1 1 d . . . C24 C 0.0736(5) 0.6683(3) 0.9840(3) 0.0441(10) Uani 1 1 d . . . H24 H 0.0491 0.6883 0.9212 0.053 Uiso 1 1 calc R . . C25 C 0.0002(5) 0.7114(4) 1.0671(3) 0.0465(10) Uani 1 1 d . . . H25 H -0.0722 0.7633 1.0623 0.056 Uiso 1 1 calc R . . C26 C 0.0364(5) 0.6762(3) 1.1563(3) 0.0406(9) Uani 1 1 d . . . H26 H -0.0154 0.7043 1.2105 0.049 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 Eu1 0.01374(9) 0.02203(10) 0.01812(9) 0.00713(6) 0.00664(6) 0.00281(6) Zn1 0.0256(2) 0.0259(2) 0.0269(2) 0.00958(16) 0.00703(16) 0.00723(16) Cl1 0.0408(5) 0.0471(5) 0.0382(5) 0.0221(4) 0.0177(4) 0.0090(4) O1 0.0155(11) 0.0283(12) 0.0324(13) 0.0049(10) 0.0060(9) 0.0021(9) O2 0.0178(11) 0.0211(11) 0.0232(11) 0.0041(9) 0.0068(9) 0.0019(9) O3 0.0205(12) 0.0256(12) 0.0314(12) 0.0098(10) 0.0064(10) 0.0046(10) O4 0.0317(13) 0.0333(13) 0.0260(12) 0.0133(11) 0.0061(10) 0.0010(10) O5 0.0357(14) 0.0337(14) 0.0559(17) 0.0218(13) 0.0248(13) 0.0174(11) O6 0.0189(12) 0.0367(13) 0.0261(12) 0.0066(10) 0.0097(9) -0.0026(10) O7 0.0162(11) 0.0279(12) 0.0191(11) 0.0048(9) 0.0065(9) 0.0023(9) O8 0.0169(11) 0.0306(12) 0.0186(11) 0.0083(9) 0.0044(9) 0.0010(9) O9 0.0330(13) 0.0250(12) 0.0280(12) 0.0077(10) 0.0016(10) 0.0060(10) O10 0.0442(15) 0.0383(15) 0.0340(14) 0.0023(11) 0.0263(12) -0.0051(12) O11 0.0289(13) 0.0481(15) 0.0285(13) 0.0227(12) 0.0141(10) 0.0128(11) N1 0.0265(15) 0.0334(16) 0.0391(17) 0.0138(14) 0.0111(13) 0.0061(13) N2 0.0395(18) 0.056(2) 0.0293(16) 0.0201(15) 0.0173(14) 0.0135(16) C1 0.0236(17) 0.0210(16) 0.0245(16) 0.0088(13) 0.0073(13) 0.0036(13) C2 0.0267(17) 0.0192(16) 0.0230(16) 0.0091(13) 0.0073(13) 0.0051(13) C3 0.0306(18) 0.0219(16) 0.0336(19) 0.0129(14) 0.0137(15) 0.0090(14) C4 0.056(3) 0.0229(18) 0.031(2) 0.0007(15) 0.0179(18) 0.0073(17) C5 0.048(2) 0.033(2) 0.0242(18) 0.0048(15) 0.0018(16) 0.0020(17) C6 0.0284(18) 0.0270(18) 0.0310(19) 0.0081(15) 0.0010(15) 0.0043(14) C7 0.0225(16) 0.0188(15) 0.0202(15) 0.0095(13) 0.0053(12) 0.0022(13) C8 0.0229(17) 0.0218(16) 0.0267(17) 0.0068(14) 0.0094(13) 0.0136(14) C9 0.033(2) 0.0304(19) 0.039(2) 0.0140(16) 0.0162(16) 0.0104(15) C10 0.0311(18) 0.0177(16) 0.0291(17) 0.0041(13) 0.0087(14) 0.0049(13) C11 0.0239(18) 0.034(2) 0.045(2) 0.0109(17) 0.0129(16) 0.0073(15) C12 0.038(2) 0.041(2) 0.056(3) 0.026(2) 0.0231(19) 0.0090(18) C13 0.033(2) 0.038(2) 0.052(2) 0.0227(19) 0.0132(18) 0.0079(17) C14 0.0177(15) 0.0266(16) 0.0175(15) 0.0069(13) 0.0056(12) 0.0050(13) C15 0.0183(15) 0.0260(16) 0.0165(15) 0.0085(13) 0.0046(12) 0.0080(13) C16 0.0263(18) 0.0321(18) 0.0228(16) 0.0078(14) 0.0114(14) 0.0054(14) C17 0.037(2) 0.038(2) 0.0204(17) 0.0012(15) 0.0134(15) 0.0039(16) C18 0.034(2) 0.0308(19) 0.0268(18) -0.0019(15) 0.0054(15) -0.0025(15) C19 0.0225(17) 0.0320(19) 0.0285(18) 0.0081(15) 0.0065(14) -0.0012(14) C20 0.0199(16) 0.0247(16) 0.0186(15) 0.0091(13) 0.0046(12) 0.0040(13) C21 0.0202(16) 0.0265(17) 0.0188(15) 0.0077(13) 0.0109(13) 0.0032(13) C22 0.0279(19) 0.044(2) 0.0337(19) 0.0148(17) 0.0142(15) 0.0122(16) C23 0.0308(19) 0.036(2) 0.0261(17) 0.0068(15) 0.0162(15) 0.0023(15) C24 0.056(3) 0.055(3) 0.035(2) 0.0249(19) 0.0198(19) 0.019(2) C25 0.048(2) 0.058(3) 0.044(2) 0.023(2) 0.018(2) 0.030(2) C26 0.040(2) 0.050(2) 0.037(2) 0.0109(18) 0.0212(18) 0.0148(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O2 2.383(2) . ? Eu1 O3 2.407(2) . ? Eu1 O8 2.426(2) . ? Eu1 O11 2.428(2) . ? Eu1 O7 2.451(2) . ? Eu1 O1 2.486(2) 2_566 ? Eu1 O6 2.509(2) 2_666 ? Eu1 O7 2.518(2) 2_666 ? Eu1 O2 2.611(2) 2_566 ? Eu1 C20 2.897(3) 2_666 ? Eu1 C7 2.925(3) 2_566 ? Eu1 C8 3.217(3) . ? Zn1 O4 1.972(2) . ? Zn1 O9 1.977(2) . ? Zn1 N1 2.041(3) 2_656 ? Zn1 Cl1 2.2189(10) . ? O1 C7 1.255(4) . ? O1 Eu1 2.486(2) 2_566 ? O2 C7 1.276(4) . ? O2 Eu1 2.611(2) 2_566 ? O3 C8 1.251(4) . ? O4 C8 1.264(4) . ? O5 C10 1.384(4) . ? O5 C3 1.404(4) . ? O6 C20 1.248(4) . ? O6 Eu1 2.509(2) 2_666 ? O7 C20 1.303(4) . ? O7 Eu1 2.518(2) 2_666 ? O8 C21 1.256(4) . ? O9 C21 1.257(4) . ? O10 C16 1.382(4) . ? O10 C23 1.403(4) . ? O11 H1W 0.8500 . ? O11 H2W 0.8500 . ? N1 C13 1.338(5) . ? N1 C9 1.349(4) . ? N1 Zn1 2.041(3) 2_656 ? N2 C22 1.332(4) . ? N2 C26 1.344(5) . ? C1 C6 1.379(4) . ? C1 C2 1.404(4) . ? C1 C7 1.494(4) . ? C2 C3 1.387(4) . ? C2 C8 1.517(4) . ? C3 C4 1.373(5) . ? C4 C5 1.385(5) . ? C4 H4 0.9300 . ? C5 C6 1.388(5) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 Eu1 2.925(3) 2_566 ? C9 C10 1.382(5) . ? C9 H9 0.9300 . ? C10 C11 1.383(5) . ? C11 C12 1.381(5) . ? C11 H11 0.9300 . ? C12 C13 1.391(5) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.398(4) . ? C14 C19 1.405(4) . ? C14 C20 1.487(4) . ? C15 C16 1.393(4) . ? C15 C21 1.515(4) . ? C16 C17 1.388(5) . ? C17 C18 1.390(5) . ? C17 H17 0.9300 . ? C18 C19 1.378(5) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 Eu1 2.897(3) 2_666 ? C22 C23 1.379(5) . ? C22 H22 0.9300 . ? C23 C24 1.362(5) . ? C24 C25 1.392(5) . ? C24 H24 0.9300 . ? C25 C26 1.372(5) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? 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 O2 Eu1 O3 77.61(7) . . ? O2 Eu1 O8 74.59(7) . . ? O3 Eu1 O8 73.20(7) . . ? O2 Eu1 O11 86.15(7) . . ? O3 Eu1 O11 137.21(8) . . ? O8 Eu1 O11 139.59(7) . . ? O2 Eu1 O7 144.89(7) . . ? O3 Eu1 O7 77.80(7) . . ? O8 Eu1 O7 74.56(7) . . ? O11 Eu1 O7 128.68(8) . . ? O2 Eu1 O1 114.87(7) . 2_566 ? O3 Eu1 O1 145.52(8) . 2_566 ? O8 Eu1 O1 79.37(7) . 2_566 ? O11 Eu1 O1 77.14(8) . 2_566 ? O7 Eu1 O1 75.03(7) . 2_566 ? O2 Eu1 O6 82.28(7) . 2_666 ? O3 Eu1 O6 69.80(8) . 2_666 ? O8 Eu1 O6 139.67(7) . 2_666 ? O11 Eu1 O6 68.93(8) . 2_666 ? O7 Eu1 O6 111.84(7) . 2_666 ? O1 Eu1 O6 140.88(8) 2_566 2_666 ? O2 Eu1 O7 134.20(7) . 2_666 ? O3 Eu1 O7 82.48(7) . 2_666 ? O8 Eu1 O7 136.95(7) . 2_666 ? O11 Eu1 O7 81.19(7) . 2_666 ? O7 Eu1 O7 65.78(8) . 2_666 ? O1 Eu1 O7 104.86(7) 2_566 2_666 ? O6 Eu1 O7 52.08(7) 2_666 2_666 ? O2 Eu1 O2 64.49(8) . 2_566 ? O3 Eu1 O2 134.44(7) . 2_566 ? O8 Eu1 O2 73.09(7) . 2_566 ? O11 Eu1 O2 66.55(7) . 2_566 ? O7 Eu1 O2 120.60(7) . 2_566 ? O1 Eu1 O2 50.99(7) 2_566 2_566 ? O6 Eu1 O2 125.10(7) 2_666 2_566 ? O7 Eu1 O2 142.45(7) 2_666 2_566 ? O2 Eu1 C20 107.56(8) . 2_666 ? O3 Eu1 C20 73.72(8) . 2_666 ? O8 Eu1 C20 145.45(8) . 2_666 ? O11 Eu1 C20 74.03(8) . 2_666 ? O7 Eu1 C20 88.99(8) . 2_666 ? O1 Eu1 C20 126.06(8) 2_566 2_666 ? O6 Eu1 C20 25.42(7) 2_666 2_666 ? O7 Eu1 C20 26.68(7) 2_666 2_666 ? O2 Eu1 C20 140.04(7) 2_566 2_666 ? O2 Eu1 C7 89.84(8) . 2_566 ? O3 Eu1 C7 146.53(8) . 2_566 ? O8 Eu1 C7 73.57(8) . 2_566 ? O11 Eu1 C7 71.15(8) . 2_566 ? O7 Eu1 C7 97.15(8) . 2_566 ? O1 Eu1 C7 25.18(7) 2_566 2_566 ? O6 Eu1 C7 139.70(8) 2_666 2_566 ? O7 Eu1 C7 126.04(8) 2_666 2_566 ? O2 Eu1 C7 25.86(7) 2_566 2_566 ? C20 Eu1 C7 139.69(8) 2_666 2_566 ? O2 Eu1 C8 57.88(7) . . ? O3 Eu1 C8 19.73(7) . . ? O8 Eu1 C8 69.63(8) . . ? O11 Eu1 C8 128.10(8) . . ? O7 Eu1 C8 95.56(7) . . ? O1 Eu1 C8 148.99(8) 2_566 . ? O6 Eu1 C8 70.12(8) 2_666 . ? O7 Eu1 C8 97.55(7) 2_666 . ? O2 Eu1 C8 117.12(7) 2_566 . ? C20 Eu1 C8 82.34(8) 2_666 . ? C7 Eu1 C8 135.99(8) 2_566 . ? O4 Zn1 O9 119.78(9) . . ? O4 Zn1 N1 107.22(11) . 2_656 ? O9 Zn1 N1 106.84(11) . 2_656 ? O4 Zn1 Cl1 106.19(7) . . ? O9 Zn1 Cl1 111.07(8) . . ? N1 Zn1 Cl1 104.71(9) 2_656 . ? C7 O1 Eu1 97.38(18) . 2_566 ? C7 O2 Eu1 151.0(2) . . ? C7 O2 Eu1 90.97(17) . 2_566 ? Eu1 O2 Eu1 115.51(8) . 2_566 ? C8 O3 Eu1 119.77(18) . . ? C8 O4 Zn1 117.0(2) . . ? C10 O5 C3 119.0(3) . . ? C20 O6 Eu1 94.94(18) . 2_666 ? C20 O7 Eu1 138.93(19) . . ? C20 O7 Eu1 93.08(17) . 2_666 ? Eu1 O7 Eu1 114.22(8) . 2_666 ? C21 O8 Eu1 122.09(18) . . ? C21 O9 Zn1 126.4(2) . . ? C16 O10 C23 117.0(3) . . ? Eu1 O11 H1W 115.5 . . ? Eu1 O11 H2W 121.3 . . ? H1W O11 H2W 113.5 . . ? C13 N1 C9 118.1(3) . . ? C13 N1 Zn1 124.4(2) . 2_656 ? C9 N1 Zn1 117.5(2) . 2_656 ? C22 N2 C26 116.9(3) . . ? C6 C1 C2 120.3(3) . . ? C6 C1 C7 119.3(3) . . ? C2 C1 C7 120.3(3) . . ? C3 C2 C1 118.0(3) . . ? C3 C2 C8 118.8(3) . . ? C1 C2 C8 123.0(3) . . ? C4 C3 C2 121.8(3) . . ? C4 C3 O5 119.2(3) . . ? C2 C3 O5 118.8(3) . . ? C3 C4 C5 119.8(3) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 C6 119.5(3) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C1 C6 C5 120.5(3) . . ? C1 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? O1 C7 O2 120.4(3) . . ? O1 C7 C1 121.2(3) . . ? O2 C7 C1 118.4(3) . . ? O1 C7 Eu1 57.45(15) . 2_566 ? O2 C7 Eu1 63.16(15) . 2_566 ? C1 C7 Eu1 173.6(2) . 2_566 ? O3 C8 O4 123.9(3) . . ? O3 C8 C2 121.5(3) . . ? O4 C8 C2 114.6(3) . . ? O3 C8 Eu1 40.50(14) . . ? O4 C8 Eu1 126.7(2) . . ? C2 C8 Eu1 104.07(18) . . ? N1 C9 C10 122.1(3) . . ? N1 C9 H9 119.0 . . ? C10 C9 H9 119.0 . . ? C9 C10 O5 114.3(3) . . ? C9 C10 C11 120.0(3) . . ? O5 C10 C11 125.6(3) . . ? C12 C11 C10 117.7(3) . . ? C12 C11 H11 121.1 . . ? C10 C11 H11 121.1 . . ? C11 C12 C13 119.8(4) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? N1 C13 C12 122.2(4) . . ? N1 C13 H13 118.9 . . ? C12 C13 H13 118.9 . . ? C15 C14 C19 120.3(3) . . ? C15 C14 C20 122.1(3) . . ? C19 C14 C20 117.5(3) . . ? C16 C15 C14 118.6(3) . . ? C16 C15 C21 118.5(3) . . ? C14 C15 C21 123.0(3) . . ? O10 C16 C15 115.2(3) . . ? O10 C16 C17 123.0(3) . . ? C15 C16 C17 121.8(3) . . ? C18 C17 C16 118.5(3) . . ? C18 C17 H17 120.8 . . ? C16 C17 H17 120.8 . . ? C19 C18 C17 121.5(3) . . ? C19 C18 H18 119.2 . . ? C17 C18 H18 119.2 . . ? C18 C19 C14 119.3(3) . . ? C18 C19 H19 120.3 . . ? C14 C19 H19 120.3 . . ? O6 C20 O7 119.8(3) . . ? O6 C20 C14 120.0(3) . . ? O7 C20 C14 120.1(3) . . ? O6 C20 Eu1 59.64(16) . 2_666 ? O7 C20 Eu1 60.24(15) . 2_666 ? C14 C20 Eu1 178.2(2) . 2_666 ? O8 C21 O9 126.0(3) . . ? O8 C21 C15 118.1(3) . . ? O9 C21 C15 115.9(3) . . ? N2 C22 C23 122.4(3) . . ? N2 C22 H22 118.8 . . ? C23 C22 H22 118.8 . . ? C24 C23 C22 120.8(3) . . ? C24 C23 O10 121.2(3) . . ? C22 C23 O10 118.0(3) . . ? C23 C24 C25 117.3(4) . . ? C23 C24 H24 121.4 . . ? C25 C24 H24 121.4 . . ? C26 C25 C24 118.9(4) . . ? C26 C25 H25 120.5 . . ? C24 C25 H25 120.5 . . ? N2 C26 C25 123.6(4) . . ? N2 C26 H26 118.2 . . ? C25 C26 H26 118.2 . . ? 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 O3 Eu1 O2 C7 -51.9(4) . . . . ? O8 Eu1 O2 C7 -127.6(4) . . . . ? O11 Eu1 O2 C7 88.2(4) . . . . ? O7 Eu1 O2 C7 -98.4(4) . . . . ? O1 Eu1 O2 C7 162.2(4) 2_566 . . . ? O6 Eu1 O2 C7 19.0(4) 2_666 . . . ? O7 Eu1 O2 C7 14.5(4) 2_666 . . . ? O2 Eu1 O2 C7 154.1(4) 2_566 . . . ? C20 Eu1 O2 C7 16.3(4) 2_666 . . . ? C7 Eu1 O2 C7 159.4(4) 2_566 . . . ? C8 Eu1 O2 C7 -52.3(4) . . . . ? O3 Eu1 O2 Eu1 154.04(10) . . . 2_566 ? O8 Eu1 O2 Eu1 78.30(9) . . . 2_566 ? O11 Eu1 O2 Eu1 -65.81(9) . . . 2_566 ? O7 Eu1 O2 Eu1 107.57(12) . . . 2_566 ? O1 Eu1 O2 Eu1 8.10(11) 2_566 . . 2_566 ? O6 Eu1 O2 Eu1 -135.04(10) 2_666 . . 2_566 ? O7 Eu1 O2 Eu1 -139.57(8) 2_666 . . 2_566 ? O2 Eu1 O2 Eu1 0.0 2_566 . . 2_566 ? C20 Eu1 O2 Eu1 -137.71(9) 2_666 . . 2_566 ? C7 Eu1 O2 Eu1 5.31(10) 2_566 . . 2_566 ? C8 Eu1 O2 Eu1 153.62(12) . . . 2_566 ? O2 Eu1 O3 C8 -1.0(2) . . . . ? O8 Eu1 O3 C8 76.4(2) . . . . ? O11 Eu1 O3 C8 -71.3(3) . . . . ? O7 Eu1 O3 C8 153.7(2) . . . . ? O1 Eu1 O3 C8 115.1(2) 2_566 . . . ? O6 Eu1 O3 C8 -87.3(2) 2_666 . . . ? O7 Eu1 O3 C8 -139.5(2) 2_666 . . . ? O2 Eu1 O3 C8 32.6(3) 2_566 . . . ? C20 Eu1 O3 C8 -113.7(2) 2_666 . . . ? C7 Eu1 O3 C8 69.2(3) 2_566 . . . ? O9 Zn1 O4 C8 52.9(3) . . . . ? N1 Zn1 O4 C8 -68.9(2) 2_656 . . . ? Cl1 Zn1 O4 C8 179.6(2) . . . . ? O2 Eu1 O7 C20 -99.1(3) . . . . ? O3 Eu1 O7 C20 -145.6(3) . . . . ? O8 Eu1 O7 C20 -69.9(3) . . . . ? O11 Eu1 O7 C20 72.4(3) . . . . ? O1 Eu1 O7 C20 13.0(3) 2_566 . . . ? O6 Eu1 O7 C20 152.3(3) 2_666 . . . ? O7 Eu1 O7 C20 127.3(3) 2_666 . . . ? O2 Eu1 O7 C20 -10.8(3) 2_566 . . . ? C20 Eu1 O7 C20 140.9(3) 2_666 . . . ? C7 Eu1 O7 C20 0.8(3) 2_566 . . . ? C8 Eu1 O7 C20 -136.9(3) . . . . ? O2 Eu1 O7 Eu1 133.58(10) . . . 2_666 ? O3 Eu1 O7 Eu1 87.16(9) . . . 2_666 ? O8 Eu1 O7 Eu1 162.86(10) . . . 2_666 ? O11 Eu1 O7 Eu1 -54.89(13) . . . 2_666 ? O1 Eu1 O7 Eu1 -114.28(10) 2_566 . . 2_666 ? O6 Eu1 O7 Eu1 25.01(11) 2_666 . . 2_666 ? O7 Eu1 O7 Eu1 0.0 2_666 . . 2_666 ? O2 Eu1 O7 Eu1 -138.07(8) 2_566 . . 2_666 ? C20 Eu1 O7 Eu1 13.60(10) 2_666 . . 2_666 ? C7 Eu1 O7 Eu1 -126.43(9) 2_566 . . 2_666 ? C8 Eu1 O7 Eu1 95.80(9) . . . 2_666 ? O2 Eu1 O8 C21 158.7(2) . . . . ? O3 Eu1 O8 C21 77.2(2) . . . . ? O11 Eu1 O8 C21 -136.9(2) . . . . ? O7 Eu1 O8 C21 -4.4(2) . . . . ? O1 Eu1 O8 C21 -81.6(2) 2_566 . . . ? O6 Eu1 O8 C21 101.3(2) 2_666 . . . ? O7 Eu1 O8 C21 18.8(3) 2_666 . . . ? O2 Eu1 O8 C21 -133.9(2) 2_566 . . . ? C20 Eu1 O8 C21 59.9(3) 2_666 . . . ? C7 Eu1 O8 C21 -106.8(2) 2_566 . . . ? C8 Eu1 O8 C21 97.7(2) . . . . ? O4 Zn1 O9 C21 7.2(3) . . . . ? N1 Zn1 O9 C21 129.2(3) 2_656 . . . ? Cl1 Zn1 O9 C21 -117.2(2) . . . . ? C6 C1 C2 C3 -0.6(5) . . . . ? C7 C1 C2 C3 -175.8(3) . . . . ? C6 C1 C2 C8 -175.3(3) . . . . ? C7 C1 C2 C8 9.5(5) . . . . ? C1 C2 C3 C4 2.8(5) . . . . ? C8 C2 C3 C4 177.8(3) . . . . ? C1 C2 C3 O5 177.1(3) . . . . ? C8 C2 C3 O5 -7.9(4) . . . . ? C10 O5 C3 C4 -90.1(4) . . . . ? C10 O5 C3 C2 95.4(4) . . . . ? C2 C3 C4 C5 -2.4(5) . . . . ? O5 C3 C4 C5 -176.7(3) . . . . ? C3 C4 C5 C6 -0.3(6) . . . . ? C2 C1 C6 C5 -2.0(5) . . . . ? C7 C1 C6 C5 173.2(3) . . . . ? C4 C5 C6 C1 2.5(6) . . . . ? Eu1 O1 C7 O2 5.3(3) 2_566 . . . ? Eu1 O1 C7 C1 -172.7(2) 2_566 . . . ? Eu1 O2 C7 O1 -161.7(3) . . . . ? Eu1 O2 C7 O1 -5.0(3) 2_566 . . . ? Eu1 O2 C7 C1 16.3(6) . . . . ? Eu1 O2 C7 C1 173.0(2) 2_566 . . . ? Eu1 O2 C7 Eu1 -156.7(4) . . . 2_566 ? C6 C1 C7 O1 35.8(4) . . . . ? C2 C1 C7 O1 -149.0(3) . . . . ? C6 C1 C7 O2 -142.2(3) . . . . ? C2 C1 C7 O2 33.0(4) . . . . ? C6 C1 C7 Eu1 -40(2) . . . 2_566 ? C2 C1 C7 Eu1 135.4(18) . . . 2_566 ? Eu1 O3 C8 O4 -108.9(3) . . . . ? Eu1 O3 C8 C2 73.9(3) . . . . ? Zn1 O4 C8 O3 -8.7(4) . . . . ? Zn1 O4 C8 C2 168.77(19) . . . . ? Zn1 O4 C8 Eu1 -58.8(3) . . . . ? C3 C2 C8 O3 86.4(4) . . . . ? C1 C2 C8 O3 -98.9(4) . . . . ? C3 C2 C8 O4 -91.1(4) . . . . ? C1 C2 C8 O4 83.6(4) . . . . ? C3 C2 C8 Eu1 126.5(3) . . . . ? C1 C2 C8 Eu1 -58.8(3) . . . . ? O2 Eu1 C8 O3 178.8(3) . . . . ? O8 Eu1 C8 O3 -97.0(2) . . . . ? O11 Eu1 C8 O3 125.2(2) . . . . ? O7 Eu1 C8 O3 -25.8(2) . . . . ? O1 Eu1 C8 O3 -95.8(3) 2_566 . . . ? O6 Eu1 C8 O3 85.5(2) 2_666 . . . ? O7 Eu1 C8 O3 40.5(2) 2_666 . . . ? O2 Eu1 C8 O3 -154.4(2) 2_566 . . . ? C20 Eu1 C8 O3 62.4(2) 2_666 . . . ? C7 Eu1 C8 O3 -132.1(2) 2_566 . . . ? O2 Eu1 C8 O4 -79.8(3) . . . . ? O3 Eu1 C8 O4 101.4(4) . . . . ? O8 Eu1 C8 O4 4.4(2) . . . . ? O11 Eu1 C8 O4 -133.4(2) . . . . ? O7 Eu1 C8 O4 75.6(3) . . . . ? O1 Eu1 C8 O4 5.6(3) 2_566 . . . ? O6 Eu1 C8 O4 -173.2(3) 2_666 . . . ? O7 Eu1 C8 O4 141.8(3) 2_666 . . . ? O2 Eu1 C8 O4 -53.0(3) 2_566 . . . ? C20 Eu1 C8 O4 163.8(3) 2_666 . . . ? C7 Eu1 C8 O4 -30.7(3) 2_566 . . . ? O2 Eu1 C8 C2 56.44(18) . . . . ? O3 Eu1 C8 C2 -122.4(3) . . . . ? O8 Eu1 C8 C2 140.6(2) . . . . ? O11 Eu1 C8 C2 2.8(2) . . . . ? O7 Eu1 C8 C2 -148.15(19) . . . . ? O1 Eu1 C8 C2 141.84(18) 2_566 . . . ? O6 Eu1 C8 C2 -36.91(18) 2_666 . . . ? O7 Eu1 C8 C2 -81.90(19) 2_666 . . . ? O2 Eu1 C8 C2 83.2(2) 2_566 . . . ? C20 Eu1 C8 C2 -59.92(19) 2_666 . . . ? C7 Eu1 C8 C2 105.6(2) 2_566 . . . ? C13 N1 C9 C10 -2.3(5) . . . . ? Zn1 N1 C9 C10 176.4(3) 2_656 . . . ? N1 C9 C10 O5 177.9(3) . . . . ? N1 C9 C10 C11 0.4(5) . . . . ? C3 O5 C10 C9 158.9(3) . . . . ? C3 O5 C10 C11 -23.7(5) . . . . ? C9 C10 C11 C12 1.1(5) . . . . ? O5 C10 C11 C12 -176.2(3) . . . . ? C10 C11 C12 C13 -0.6(6) . . . . ? C9 N1 C13 C12 2.8(6) . . . . ? Zn1 N1 C13 C12 -175.8(3) 2_656 . . . ? C11 C12 C13 N1 -1.4(6) . . . . ? C19 C14 C15 C16 -1.1(4) . . . . ? C20 C14 C15 C16 175.9(3) . . . . ? C19 C14 C15 C21 179.9(3) . . . . ? C20 C14 C15 C21 -3.0(4) . . . . ? C23 O10 C16 C15 -165.8(3) . . . . ? C23 O10 C16 C17 15.6(5) . . . . ? C14 C15 C16 O10 -178.7(3) . . . . ? C21 C15 C16 O10 0.3(4) . . . . ? C14 C15 C16 C17 -0.1(5) . . . . ? C21 C15 C16 C17 178.9(3) . . . . ? O10 C16 C17 C18 -179.8(3) . . . . ? C15 C16 C17 C18 1.7(5) . . . . ? C16 C17 C18 C19 -2.1(6) . . . . ? C17 C18 C19 C14 1.0(5) . . . . ? C15 C14 C19 C18 0.6(5) . . . . ? C20 C14 C19 C18 -176.5(3) . . . . ? Eu1 O6 C20 O7 3.2(3) 2_666 . . . ? Eu1 O6 C20 C14 -177.9(2) 2_666 . . . ? Eu1 O7 C20 O6 -136.6(3) . . . . ? Eu1 O7 C20 O6 -3.2(3) 2_666 . . . ? Eu1 O7 C20 C14 44.6(4) . . . . ? Eu1 O7 C20 C14 177.9(2) 2_666 . . . ? Eu1 O7 C20 Eu1 -133.4(3) . . . 2_666 ? C15 C14 C20 O6 -152.0(3) . . . . ? C19 C14 C20 O6 25.1(4) . . . . ? C15 C14 C20 O7 26.9(4) . . . . ? C19 C14 C20 O7 -156.0(3) . . . . ? C15 C14 C20 Eu1 128(7) . . . 2_666 ? C19 C14 C20 Eu1 -54(7) . . . 2_666 ? Eu1 O8 C21 O9 -100.9(3) . . . . ? Eu1 O8 C21 C15 81.0(3) . . . . ? Zn1 O9 C21 O8 3.7(5) . . . . ? Zn1 O9 C21 C15 -178.14(19) . . . . ? C16 C15 C21 O8 92.8(4) . . . . ? C14 C15 C21 O8 -88.3(4) . . . . ? C16 C15 C21 O9 -85.5(4) . . . . ? C14 C15 C21 O9 93.5(4) . . . . ? C26 N2 C22 C23 0.2(6) . . . . ? N2 C22 C23 C24 -0.9(6) . . . . ? N2 C22 C23 O10 -178.1(3) . . . . ? C16 O10 C23 C24 73.4(5) . . . . ? C16 O10 C23 C22 -109.4(4) . . . . ? C22 C23 C24 C25 1.9(6) . . . . ? O10 C23 C24 C25 179.0(4) . . . . ? C23 C24 C25 C26 -2.2(7) . . . . ? C22 N2 C26 C25 -0.5(6) . . . . ? C24 C25 C26 N2 1.6(7) . . . . ? 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 O11 H1W O8 0.85 2.04 2.843(3) 157.2 2_566 O11 H2W N2 0.85 1.98 2.776(4) 156.1 1_554 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.909 _refine_diff_density_min -0.966 _refine_diff_density_rms 0.090 data_Gd _database_code_depnum_ccdc_archive 'CCDC 886556' #TrackingRef 'Gd.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 Cl Gd N2 O11 Zn' _chemical_formula_weight 790.48 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' Gd Gd -0.1653 3.9035 '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' Cl Cl 0.1484 0.1585 '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 8.3462(7) _cell_length_b 12.9000(12) _cell_length_c 13.4127(12) _cell_angle_alpha 107.0080(10) _cell_angle_beta 104.3200(10) _cell_angle_gamma 92.9090(10) _cell_volume 1326.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7327 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 28.25 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.980 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 770 _exptl_absorpt_coefficient_mu 3.551 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4706 _exptl_absorpt_correction_T_max 0.6180 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _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 9631 _diffrn_reflns_av_R_equivalents 0.0158 _diffrn_reflns_av_sigmaI/netI 0.0234 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.54 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4797 _reflns_number_gt 4538 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0233P)^2^+0.8281P] 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 4797 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0198 _refine_ls_R_factor_gt 0.0179 _refine_ls_wR_factor_ref 0.0447 _refine_ls_wR_factor_gt 0.0434 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _refine_ls_shift/su_max 0.003 _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 Gd1 Gd 0.752844(13) 0.511702(9) 0.509075(9) 0.01629(5) Uani 1 1 d . . . Zn1 Zn 0.67433(4) 0.77796(2) 0.33649(2) 0.02474(8) Uani 1 1 d . . . Cl1 Cl 0.76994(9) 0.86942(6) 0.24177(6) 0.03737(17) Uani 1 1 d . . . O1 O 0.2268(2) 0.38186(15) 0.29828(14) 0.0262(4) Uani 1 1 d . . . O2 O 0.4673(2) 0.48299(14) 0.39304(13) 0.0212(4) Uani 1 1 d . . . O3 O 0.7793(2) 0.54236(14) 0.34456(13) 0.0224(4) Uani 1 1 d . . . O4 O 0.5968(2) 0.62298(14) 0.24955(15) 0.0293(4) Uani 1 1 d . . . O5 O 0.7396(3) 0.45368(17) 0.08217(16) 0.0365(5) Uani 1 1 d . . . O6 O 1.2872(2) 0.67932(14) 0.61270(15) 0.0262(4) Uani 1 1 d . . . O7 O 1.0243(2) 0.60619(13) 0.55387(13) 0.0201(4) Uani 1 1 d . . . O8 O 0.6977(2) 0.69543(14) 0.52254(14) 0.0250(4) Uani 1 1 d . . . O9 O 0.8445(2) 0.81414(15) 0.47745(15) 0.0293(4) Uani 1 1 d . . . O10 O 0.7311(2) 0.93338(16) 0.70480(18) 0.0355(5) Uani 1 1 d . . . O11 O 0.8731(2) 0.41260(16) 0.63021(15) 0.0296(4) Uani 1 1 d . . . H1W H 0.9796 0.4173 0.6408 0.044 Uiso 1 1 d R . . H2W H 0.8640 0.4206 0.6956 0.044 Uiso 1 1 d R . . N1 N 0.8568(3) 0.3972(2) -0.16977(19) 0.0370(6) Uani 1 1 d . . . N2 N 0.5301(3) 1.15114(19) 0.6333(2) 0.0304(5) Uani 1 1 d . . . C1 C 0.4399(3) 0.3701(2) 0.20820(19) 0.0203(5) Uani 1 1 d . . . C2 C 0.5672(3) 0.4303(2) 0.19056(19) 0.0194(5) Uani 1 1 d . . . C3 C 0.6153(3) 0.3880(2) 0.0950(2) 0.0243(6) Uani 1 1 d . . . C4 C 0.5380(4) 0.2889(2) 0.0195(2) 0.0324(6) Uani 1 1 d . . . H4 H 0.5684 0.2627 -0.0446 0.039 Uiso 1 1 calc R . . C5 C 0.4143(3) 0.2289(2) 0.0404(2) 0.0320(6) Uani 1 1 d . . . H5 H 0.3652 0.1608 -0.0088 0.038 Uiso 1 1 calc R . . C6 C 0.3638(3) 0.2688(2) 0.1327(2) 0.0274(6) Uani 1 1 d . . . H6 H 0.2793 0.2286 0.1451 0.033 Uiso 1 1 calc R . . C7 C 0.3737(3) 0.4127(2) 0.30438(19) 0.0196(5) Uani 1 1 d . . . C8 C 0.6545(3) 0.5408(2) 0.26813(19) 0.0192(5) Uani 1 1 d . . . C9 C 0.7856(3) 0.4369(2) -0.0898(2) 0.0325(6) Uani 1 1 d . . . H9 H 0.7122 0.4879 -0.0966 0.039 Uiso 1 1 calc R . . C10 C 0.8167(3) 0.4055(2) 0.0018(2) 0.0293(6) Uani 1 1 d . . . C11 C 0.9263(4) 0.3314(3) 0.0156(3) 0.0422(8) Uani 1 1 d . . . H11 H 0.9509 0.3109 0.0781 0.051 Uiso 1 1 calc R . . C12 C 0.9983(4) 0.2889(3) -0.0676(3) 0.0460(8) Uani 1 1 d . . . H12 H 1.0708 0.2370 -0.0631 0.055 Uiso 1 1 calc R . . C13 C 0.9617(4) 0.3241(3) -0.1570(2) 0.0397(7) Uani 1 1 d . . . H13 H 1.0127 0.2956 -0.2116 0.048 Uiso 1 1 calc R . . C14 C 1.0902(3) 0.7820(2) 0.6887(2) 0.0215(5) Uani 1 1 d . . . C15 C 0.9332(3) 0.8160(2) 0.6576(2) 0.0209(5) Uani 1 1 d . . . C16 C 0.8901(3) 0.9019(2) 0.7321(2) 0.0265(6) Uani 1 1 d . . . C17 C 0.9938(4) 0.9510(2) 0.8355(2) 0.0348(7) Uani 1 1 d . . . H17 H 0.9604 1.0067 0.8849 0.042 Uiso 1 1 calc R . . C18 C 1.1486(4) 0.9164(2) 0.8650(2) 0.0375(7) Uani 1 1 d . . . H18 H 1.2193 0.9487 0.9345 0.045 Uiso 1 1 calc R . . C19 C 1.1972(3) 0.8337(2) 0.7906(2) 0.0300(6) Uani 1 1 d . . . H19 H 1.3026 0.8128 0.8093 0.036 Uiso 1 1 calc R . . C20 C 1.1389(3) 0.6851(2) 0.61425(19) 0.0193(5) Uani 1 1 d . . . C21 C 0.8159(3) 0.7696(2) 0.5443(2) 0.0215(5) Uani 1 1 d . . . C22 C 0.5713(3) 1.0692(2) 0.6739(2) 0.0311(6) Uani 1 1 d . . . H22 H 0.5036 1.0456 0.7107 0.037 Uiso 1 1 calc R . . C23 C 0.7109(3) 1.0191(2) 0.6624(2) 0.0271(6) Uani 1 1 d . . . C24 C 0.8141(3) 1.0540(2) 0.6088(2) 0.0322(6) Uani 1 1 d . . . H24 H 0.9101 1.0226 0.6017 0.039 Uiso 1 1 calc R . . C25 C 0.7695(4) 1.1371(3) 0.5665(3) 0.0396(7) Uani 1 1 d . . . H25 H 0.8352 1.1619 0.5293 0.047 Uiso 1 1 calc R . . C26 C 0.6274(4) 1.1833(2) 0.5793(3) 0.0370(7) Uani 1 1 d . . . H26 H 0.5983 1.2386 0.5495 0.044 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 Gd1 0.01289(7) 0.02109(7) 0.01740(7) 0.00778(5) 0.00617(5) 0.00421(4) Zn1 0.02478(16) 0.02511(16) 0.02642(17) 0.01052(13) 0.00678(13) 0.00881(12) Cl1 0.0392(4) 0.0459(4) 0.0377(4) 0.0222(3) 0.0178(3) 0.0108(3) O1 0.0179(9) 0.0360(11) 0.0239(10) 0.0070(8) 0.0083(7) -0.0006(8) O2 0.0175(9) 0.0290(9) 0.0170(9) 0.0059(7) 0.0060(7) 0.0040(7) O3 0.0164(9) 0.0312(10) 0.0205(9) 0.0103(8) 0.0045(7) 0.0035(7) O4 0.0325(11) 0.0239(10) 0.0289(10) 0.0093(8) 0.0018(8) 0.0076(8) O5 0.0423(12) 0.0375(11) 0.0328(11) 0.0033(9) 0.0265(10) -0.0019(9) O6 0.0160(9) 0.0267(10) 0.0338(10) 0.0072(8) 0.0057(8) 0.0037(7) O7 0.0168(9) 0.0206(9) 0.0220(9) 0.0047(7) 0.0061(7) 0.0029(7) O8 0.0189(9) 0.0254(10) 0.0308(10) 0.0095(8) 0.0054(8) 0.0054(7) O9 0.0318(11) 0.0321(10) 0.0255(10) 0.0137(9) 0.0051(8) 0.0021(8) O10 0.0322(11) 0.0300(11) 0.0577(14) 0.0227(10) 0.0229(10) 0.0172(9) O11 0.0274(10) 0.0453(12) 0.0258(10) 0.0207(9) 0.0115(8) 0.0134(9) N1 0.0394(14) 0.0537(16) 0.0260(13) 0.0161(12) 0.0170(11) 0.0156(12) N2 0.0258(12) 0.0295(13) 0.0414(14) 0.0155(11) 0.0124(10) 0.0106(10) C1 0.0166(12) 0.0269(13) 0.0186(12) 0.0085(11) 0.0051(10) 0.0054(10) C2 0.0174(12) 0.0244(13) 0.0166(12) 0.0069(10) 0.0035(9) 0.0070(10) C3 0.0238(14) 0.0302(14) 0.0224(13) 0.0095(11) 0.0108(11) 0.0054(11) C4 0.0369(16) 0.0391(17) 0.0201(14) 0.0029(12) 0.0134(12) 0.0055(13) C5 0.0326(16) 0.0307(15) 0.0249(14) -0.0002(12) 0.0055(12) -0.0002(12) C6 0.0230(14) 0.0310(15) 0.0258(14) 0.0061(12) 0.0064(11) 0.0001(11) C7 0.0197(13) 0.0215(13) 0.0191(12) 0.0083(10) 0.0051(10) 0.0046(10) C8 0.0178(12) 0.0258(13) 0.0179(12) 0.0085(11) 0.0093(10) 0.0044(10) C9 0.0265(14) 0.0453(18) 0.0321(15) 0.0164(14) 0.0126(12) 0.0148(13) C10 0.0298(15) 0.0364(16) 0.0255(14) 0.0093(12) 0.0150(12) 0.0043(12) C11 0.050(2) 0.054(2) 0.0356(17) 0.0258(16) 0.0169(15) 0.0190(16) C12 0.048(2) 0.056(2) 0.047(2) 0.0254(17) 0.0190(16) 0.0300(17) C13 0.0388(17) 0.055(2) 0.0323(16) 0.0121(15) 0.0220(14) 0.0179(15) C14 0.0222(13) 0.0218(13) 0.0219(13) 0.0083(11) 0.0067(10) 0.0056(10) C15 0.0228(13) 0.0192(13) 0.0230(13) 0.0086(11) 0.0078(10) 0.0048(10) C16 0.0287(14) 0.0256(14) 0.0302(15) 0.0127(12) 0.0116(12) 0.0098(11) C17 0.0498(19) 0.0255(15) 0.0297(15) 0.0042(12) 0.0165(14) 0.0102(13) C18 0.0476(19) 0.0306(16) 0.0239(15) 0.0022(13) -0.0006(13) 0.0022(13) C19 0.0281(15) 0.0288(15) 0.0287(15) 0.0085(12) 0.0002(12) 0.0054(11) C20 0.0198(13) 0.0219(13) 0.0189(12) 0.0108(10) 0.0041(10) 0.0056(10) C21 0.0195(13) 0.0232(13) 0.0235(13) 0.0079(11) 0.0069(10) 0.0111(10) C22 0.0300(15) 0.0294(15) 0.0404(17) 0.0144(13) 0.0156(13) 0.0118(12) C23 0.0274(14) 0.0209(13) 0.0313(15) 0.0068(11) 0.0064(11) 0.0065(11) C24 0.0245(14) 0.0311(15) 0.0416(17) 0.0091(13) 0.0119(12) 0.0092(12) C25 0.0299(16) 0.0429(18) 0.058(2) 0.0268(16) 0.0198(15) 0.0086(13) C26 0.0310(16) 0.0364(17) 0.0526(19) 0.0246(15) 0.0137(14) 0.0097(13) _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 Gd1 O7 2.3661(16) . ? Gd1 O8 2.4006(17) . ? Gd1 O3 2.4118(17) . ? Gd1 O11 2.4125(17) . ? Gd1 O2 2.4447(16) . ? Gd1 O6 2.4786(18) 2_766 ? Gd1 O2 2.5016(16) 2_666 ? Gd1 O1 2.5049(18) 2_666 ? Gd1 O7 2.6071(16) 2_766 ? Gd1 C7 2.883(2) 2_666 ? Gd1 C20 2.918(2) 2_766 ? Zn1 O9 1.9742(18) . ? Zn1 O4 1.9766(18) . ? Zn1 N2 2.048(2) 2_676 ? Zn1 Cl1 2.2194(8) . ? O1 C7 1.245(3) . ? O1 Gd1 2.5049(17) 2_666 ? O2 C7 1.298(3) . ? O2 Gd1 2.5016(16) 2_666 ? O3 C8 1.262(3) . ? O4 C8 1.251(3) . ? O5 C3 1.382(3) . ? O5 C10 1.397(3) . ? O6 C20 1.249(3) . ? O6 Gd1 2.4786(18) 2_766 ? O7 C20 1.282(3) . ? O7 Gd1 2.6071(16) 2_766 ? O8 C21 1.254(3) . ? O9 C21 1.259(3) . ? O10 C23 1.383(3) . ? O10 C16 1.400(3) . ? O11 H1W 0.8607 . ? O11 H2W 0.8757 . ? N1 C13 1.337(4) . ? N1 C9 1.338(4) . ? N2 C26 1.337(4) . ? N2 C22 1.347(3) . ? N2 Zn1 2.048(2) 2_676 ? C1 C2 1.391(3) . ? C1 C6 1.400(4) . ? C1 C7 1.497(3) . ? C2 C3 1.404(3) . ? C2 C8 1.516(3) . ? C3 C4 1.382(4) . ? C4 C5 1.391(4) . ? C4 H4 0.9300 . ? C5 C6 1.372(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 Gd1 2.883(2) 2_666 ? C9 C10 1.374(4) . ? C9 H9 0.9300 . ? C10 C11 1.375(4) . ? C11 C12 1.385(4) . ? C11 H11 0.9300 . ? C12 C13 1.374(4) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C19 1.383(4) . ? C14 C15 1.406(3) . ? C14 C20 1.500(3) . ? C15 C16 1.387(4) . ? C15 C21 1.516(3) . ? C16 C17 1.382(4) . ? C17 C18 1.390(4) . ? C17 H17 0.9300 . ? C18 C19 1.386(4) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 Gd1 2.918(2) 2_766 ? C22 C23 1.380(4) . ? C22 H22 0.9300 . ? C23 C24 1.385(4) . ? C24 C25 1.378(4) . ? C24 H24 0.9300 . ? C25 C26 1.380(4) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? 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 O7 Gd1 O8 77.84(6) . . ? O7 Gd1 O3 74.57(6) . . ? O8 Gd1 O3 73.26(6) . . ? O7 Gd1 O11 86.36(6) . . ? O8 Gd1 O11 137.47(6) . . ? O3 Gd1 O11 139.58(6) . . ? O7 Gd1 O2 145.20(6) . . ? O8 Gd1 O2 77.77(6) . . ? O3 Gd1 O2 74.87(5) . . ? O11 Gd1 O2 128.16(6) . . ? O7 Gd1 O6 114.78(6) . 2_766 ? O8 Gd1 O6 145.56(6) . 2_766 ? O3 Gd1 O6 79.44(6) . 2_766 ? O11 Gd1 O6 76.81(6) . 2_766 ? O2 Gd1 O6 75.11(6) . 2_766 ? O7 Gd1 O2 134.22(6) . 2_666 ? O8 Gd1 O2 82.49(6) . 2_666 ? O3 Gd1 O2 137.12(5) . 2_666 ? O11 Gd1 O2 80.95(6) . 2_666 ? O2 Gd1 O2 65.62(6) . 2_666 ? O6 Gd1 O2 104.78(6) 2_766 2_666 ? O7 Gd1 O1 82.18(6) . 2_666 ? O8 Gd1 O1 69.80(6) . 2_666 ? O3 Gd1 O1 139.61(6) . 2_666 ? O11 Gd1 O1 69.07(6) . 2_666 ? O2 Gd1 O1 111.78(5) . 2_666 ? O6 Gd1 O1 140.86(6) 2_766 2_666 ? O2 Gd1 O1 52.19(5) 2_666 2_666 ? O7 Gd1 O7 64.27(6) . 2_766 ? O8 Gd1 O7 134.48(6) . 2_766 ? O3 Gd1 O7 73.09(5) . 2_766 ? O11 Gd1 O7 66.52(6) . 2_766 ? O2 Gd1 O7 120.86(5) . 2_766 ? O6 Gd1 O7 51.10(5) 2_766 2_766 ? O2 Gd1 O7 142.36(5) 2_666 2_766 ? O1 Gd1 O7 124.88(5) 2_666 2_766 ? O7 Gd1 C7 107.55(6) . 2_666 ? O8 Gd1 C7 73.69(6) . 2_666 ? O3 Gd1 C7 145.53(6) . 2_666 ? O11 Gd1 C7 74.00(6) . 2_666 ? O2 Gd1 C7 88.84(6) . 2_666 ? O6 Gd1 C7 126.02(6) 2_766 2_666 ? O2 Gd1 C7 26.71(6) 2_666 2_666 ? O1 Gd1 C7 25.50(6) 2_666 2_666 ? O7 Gd1 C7 139.91(6) 2_766 2_666 ? O7 Gd1 C20 89.80(6) . 2_766 ? O8 Gd1 C20 146.59(6) . 2_766 ? O3 Gd1 C20 73.56(6) . 2_766 ? O11 Gd1 C20 71.03(6) . 2_766 ? O2 Gd1 C20 97.17(6) . 2_766 ? O6 Gd1 C20 25.11(6) 2_766 2_766 ? O2 Gd1 C20 125.93(6) 2_666 2_766 ? O1 Gd1 C20 139.68(6) 2_666 2_766 ? O7 Gd1 C20 26.05(6) 2_766 2_766 ? C7 Gd1 C20 139.65(7) 2_666 2_766 ? O9 Zn1 O4 119.48(7) . . ? O9 Zn1 N2 106.69(9) . 2_676 ? O4 Zn1 N2 107.51(9) . 2_676 ? O9 Zn1 Cl1 106.28(6) . . ? O4 Zn1 Cl1 111.22(6) . . ? N2 Zn1 Cl1 104.62(7) 2_676 . ? C7 O1 Gd1 94.47(14) . 2_666 ? C7 O2 Gd1 138.65(15) . . ? C7 O2 Gd1 93.24(14) . 2_666 ? Gd1 O2 Gd1 114.38(6) . 2_666 ? C8 O3 Gd1 122.57(15) . . ? C8 O4 Zn1 127.17(16) . . ? C3 O5 C10 116.8(2) . . ? C20 O6 Gd1 97.51(15) . 2_766 ? C20 O7 Gd1 151.09(15) . . ? C20 O7 Gd1 90.63(13) . 2_766 ? Gd1 O7 Gd1 115.73(6) . 2_766 ? C21 O8 Gd1 120.01(15) . . ? C21 O9 Zn1 116.99(17) . . ? C23 O10 C16 119.2(2) . . ? Gd1 O11 H1W 110.6 . . ? Gd1 O11 H2W 127.9 . . ? H1W O11 H2W 101.6 . . ? C13 N1 C9 116.9(2) . . ? C26 N2 C22 118.3(2) . . ? C26 N2 Zn1 124.29(19) . 2_676 ? C22 N2 Zn1 117.35(19) . 2_676 ? C2 C1 C6 120.4(2) . . ? C2 C1 C7 121.9(2) . . ? C6 C1 C7 117.6(2) . . ? C1 C2 C3 118.6(2) . . ? C1 C2 C8 123.4(2) . . ? C3 C2 C8 118.0(2) . . ? O5 C3 C4 123.9(2) . . ? O5 C3 C2 115.1(2) . . ? C4 C3 C2 121.0(2) . . ? C3 C4 C5 119.3(2) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C6 C5 C4 120.8(3) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C1 119.8(2) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? O1 C7 O2 120.0(2) . . ? O1 C7 C1 119.6(2) . . ? O2 C7 C1 120.4(2) . . ? O1 C7 Gd1 60.03(13) . 2_666 ? O2 C7 Gd1 60.05(12) . 2_666 ? C1 C7 Gd1 178.20(17) . 2_666 ? O4 C8 O3 125.7(2) . . ? O4 C8 C2 116.5(2) . . ? O3 C8 C2 117.8(2) . . ? N1 C9 C10 122.7(3) . . ? N1 C9 H9 118.7 . . ? C10 C9 H9 118.7 . . ? C9 C10 C11 120.5(3) . . ? C9 C10 O5 118.5(3) . . ? C11 C10 O5 121.0(3) . . ? C12 C11 C10 117.0(3) . . ? C12 C11 H11 121.5 . . ? C10 C11 H11 121.5 . . ? C11 C12 C13 119.4(3) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? N1 C13 C12 123.5(3) . . ? N1 C13 H13 118.2 . . ? C12 C13 H13 118.2 . . ? C19 C14 C15 120.3(2) . . ? C19 C14 C20 119.3(2) . . ? C15 C14 C20 120.3(2) . . ? C16 C15 C14 118.0(2) . . ? C16 C15 C21 118.8(2) . . ? C14 C15 C21 123.1(2) . . ? C17 C16 C15 121.9(2) . . ? C17 C16 O10 119.0(2) . . ? C15 C16 O10 118.9(2) . . ? C16 C17 C18 119.3(3) . . ? C16 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? C19 C18 C17 119.7(3) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C14 C19 C18 120.5(3) . . ? C14 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? O6 C20 O7 120.5(2) . . ? O6 C20 C14 121.4(2) . . ? O7 C20 C14 118.1(2) . . ? O6 C20 Gd1 57.38(13) . 2_766 ? O7 C20 Gd1 63.32(12) . 2_766 ? C14 C20 Gd1 173.47(16) . 2_766 ? O8 C21 O9 124.1(2) . . ? O8 C21 C15 121.3(2) . . ? O9 C21 C15 114.5(2) . . ? N2 C22 C23 122.1(3) . . ? N2 C22 H22 119.0 . . ? C23 C22 H22 119.0 . . ? C22 C23 O10 114.6(2) . . ? C22 C23 C24 119.7(2) . . ? O10 C23 C24 125.6(2) . . ? C25 C24 C23 117.7(3) . . ? C25 C24 H24 121.2 . . ? C23 C24 H24 121.2 . . ? C24 C25 C26 120.1(3) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? N2 C26 C25 122.1(3) . . ? N2 C26 H26 118.9 . . ? C25 C26 H26 118.9 . . ? 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 O7 Gd1 O2 C7 98.9(2) . . . . ? O8 Gd1 O2 C7 145.3(2) . . . . ? O3 Gd1 O2 C7 69.6(2) . . . . ? O11 Gd1 O2 C7 -72.7(2) . . . . ? O6 Gd1 O2 C7 -13.3(2) 2_766 . . . ? O2 Gd1 O2 C7 -127.5(3) 2_666 . . . ? O1 Gd1 O2 C7 -152.6(2) 2_666 . . . ? O7 Gd1 O2 C7 10.4(2) 2_766 . . . ? C7 Gd1 O2 C7 -141.2(2) 2_666 . . . ? C20 Gd1 O2 C7 -1.2(2) 2_766 . . . ? O7 Gd1 O2 Gd1 -133.61(8) . . . 2_666 ? O8 Gd1 O2 Gd1 -87.21(8) . . . 2_666 ? O3 Gd1 O2 Gd1 -162.93(8) . . . 2_666 ? O11 Gd1 O2 Gd1 54.84(10) . . . 2_666 ? O6 Gd1 O2 Gd1 114.22(8) 2_766 . . 2_666 ? O2 Gd1 O2 Gd1 0.0 2_666 . . 2_666 ? O1 Gd1 O2 Gd1 -25.06(9) 2_666 . . 2_666 ? O7 Gd1 O2 Gd1 137.91(6) 2_766 . . 2_666 ? C7 Gd1 O2 Gd1 -13.65(8) 2_666 . . 2_666 ? C20 Gd1 O2 Gd1 126.32(7) 2_766 . . 2_666 ? O7 Gd1 O3 C8 -158.81(19) . . . . ? O8 Gd1 O3 C8 -77.16(18) . . . . ? O11 Gd1 O3 C8 136.37(18) . . . . ? O2 Gd1 O3 C8 4.34(18) . . . . ? O6 Gd1 O3 C8 81.60(19) 2_766 . . . ? O2 Gd1 O3 C8 -18.8(2) 2_666 . . . ? O1 Gd1 O3 C8 -101.65(19) 2_666 . . . ? O7 Gd1 O3 C8 133.94(19) 2_766 . . . ? C7 Gd1 O3 C8 -60.1(2) 2_666 . . . ? C20 Gd1 O3 C8 106.73(19) 2_766 . . . ? O9 Zn1 O4 C8 -7.3(2) . . . . ? N2 Zn1 O4 C8 -128.9(2) 2_676 . . . ? Cl1 Zn1 O4 C8 117.1(2) . . . . ? O8 Gd1 O7 C20 52.1(3) . . . . ? O3 Gd1 O7 C20 127.8(3) . . . . ? O11 Gd1 O7 C20 -88.2(3) . . . . ? O2 Gd1 O7 C20 98.4(3) . . . . ? O6 Gd1 O7 C20 -161.9(3) 2_766 . . . ? O2 Gd1 O7 C20 -14.6(3) 2_666 . . . ? O1 Gd1 O7 C20 -18.8(3) 2_666 . . . ? O7 Gd1 O7 C20 -153.8(4) 2_766 . . . ? C7 Gd1 O7 C20 -16.3(3) 2_666 . . . ? C20 Gd1 O7 C20 -159.2(3) 2_766 . . . ? O8 Gd1 O7 Gd1 -154.10(8) . . . 2_766 ? O3 Gd1 O7 Gd1 -78.35(7) . . . 2_766 ? O11 Gd1 O7 Gd1 65.63(7) . . . 2_766 ? O2 Gd1 O7 Gd1 -107.72(10) . . . 2_766 ? O6 Gd1 O7 Gd1 -8.03(9) 2_766 . . 2_766 ? O2 Gd1 O7 Gd1 139.26(7) 2_666 . . 2_766 ? O1 Gd1 O7 Gd1 134.99(8) 2_666 . . 2_766 ? O7 Gd1 O7 Gd1 0.0 2_766 . . 2_766 ? C7 Gd1 O7 Gd1 137.58(7) 2_666 . . 2_766 ? C20 Gd1 O7 Gd1 -5.37(8) 2_766 . . 2_766 ? O7 Gd1 O8 C21 0.96(18) . . . . ? O3 Gd1 O8 C21 -76.37(18) . . . . ? O11 Gd1 O8 C21 71.6(2) . . . . ? O2 Gd1 O8 C21 -154.03(19) . . . . ? O6 Gd1 O8 C21 -115.38(19) 2_766 . . . ? O2 Gd1 O8 C21 139.38(19) 2_666 . . . ? O1 Gd1 O8 C21 87.00(19) 2_666 . . . ? O7 Gd1 O8 C21 -32.5(2) 2_766 . . . ? C7 Gd1 O8 C21 113.57(19) 2_666 . . . ? C20 Gd1 O8 C21 -69.6(2) 2_766 . . . ? O4 Zn1 O9 C21 -52.6(2) . . . . ? N2 Zn1 O9 C21 69.48(19) 2_676 . . . ? Cl1 Zn1 O9 C21 -179.29(16) . . . . ? C6 C1 C2 C3 1.0(4) . . . . ? C7 C1 C2 C3 -176.0(2) . . . . ? C6 C1 C2 C8 179.6(2) . . . . ? C7 C1 C2 C8 2.6(4) . . . . ? C10 O5 C3 C4 -15.5(4) . . . . ? C10 O5 C3 C2 166.3(2) . . . . ? C1 C2 C3 O5 178.5(2) . . . . ? C8 C2 C3 O5 -0.1(3) . . . . ? C1 C2 C3 C4 0.2(4) . . . . ? C8 C2 C3 C4 -178.4(2) . . . . ? O5 C3 C4 C5 179.8(3) . . . . ? C2 C3 C4 C5 -2.0(4) . . . . ? C3 C4 C5 C6 2.6(4) . . . . ? C4 C5 C6 C1 -1.4(4) . . . . ? C2 C1 C6 C5 -0.4(4) . . . . ? C7 C1 C6 C5 176.7(2) . . . . ? Gd1 O1 C7 O2 -3.3(2) 2_666 . . . ? Gd1 O1 C7 C1 177.97(19) 2_666 . . . ? Gd1 O2 C7 O1 136.9(2) . . . . ? Gd1 O2 C7 O1 3.3(2) 2_666 . . . ? Gd1 O2 C7 C1 -44.3(3) . . . . ? Gd1 O2 C7 C1 -177.98(19) 2_666 . . . ? Gd1 O2 C7 Gd1 133.6(2) . . . 2_666 ? C2 C1 C7 O1 152.1(2) . . . . ? C6 C1 C7 O1 -25.0(3) . . . . ? C2 C1 C7 O2 -26.6(3) . . . . ? C6 C1 C7 O2 156.3(2) . . . . ? C2 C1 C7 Gd1 -131(5) . . . 2_666 ? C6 C1 C7 Gd1 52(5) . . . 2_666 ? Zn1 O4 C8 O3 -3.2(4) . . . . ? Zn1 O4 C8 C2 177.66(15) . . . . ? Gd1 O3 C8 O4 100.5(3) . . . . ? Gd1 O3 C8 C2 -80.4(2) . . . . ? C1 C2 C8 O4 -93.2(3) . . . . ? C3 C2 C8 O4 85.4(3) . . . . ? C1 C2 C8 O3 87.7(3) . . . . ? C3 C2 C8 O3 -93.8(3) . . . . ? C13 N1 C9 C10 0.0(5) . . . . ? N1 C9 C10 C11 0.9(5) . . . . ? N1 C9 C10 O5 178.4(3) . . . . ? C3 O5 C10 C9 109.5(3) . . . . ? C3 O5 C10 C11 -73.0(4) . . . . ? C9 C10 C11 C12 -1.8(5) . . . . ? O5 C10 C11 C12 -179.2(3) . . . . ? C10 C11 C12 C13 1.8(5) . . . . ? C9 N1 C13 C12 0.1(5) . . . . ? C11 C12 C13 N1 -1.1(6) . . . . ? C19 C14 C15 C16 -0.2(4) . . . . ? C20 C14 C15 C16 176.1(2) . . . . ? C19 C14 C15 C21 174.7(2) . . . . ? C20 C14 C15 C21 -9.1(4) . . . . ? C14 C15 C16 C17 -2.4(4) . . . . ? C21 C15 C16 C17 -177.4(2) . . . . ? C14 C15 C16 O10 -176.9(2) . . . . ? C21 C15 C16 O10 8.0(4) . . . . ? C23 O10 C16 C17 89.5(3) . . . . ? C23 O10 C16 C15 -95.8(3) . . . . ? C15 C16 C17 C18 2.3(4) . . . . ? O10 C16 C17 C18 176.8(3) . . . . ? C16 C17 C18 C19 0.3(4) . . . . ? C15 C14 C19 C18 2.7(4) . . . . ? C20 C14 C19 C18 -173.6(3) . . . . ? C17 C18 C19 C14 -2.8(4) . . . . ? Gd1 O6 C20 O7 -5.6(2) 2_766 . . . ? Gd1 O6 C20 C14 172.44(19) 2_766 . . . ? Gd1 O7 C20 O6 161.9(2) . . . . ? Gd1 O7 C20 O6 5.3(2) 2_766 . . . ? Gd1 O7 C20 C14 -16.2(4) . . . . ? Gd1 O7 C20 C14 -172.82(19) 2_766 . . . ? Gd1 O7 C20 Gd1 156.6(3) . . . 2_766 ? C19 C14 C20 O6 -35.3(4) . . . . ? C15 C14 C20 O6 148.4(2) . . . . ? C19 C14 C20 O7 142.8(2) . . . . ? C15 C14 C20 O7 -33.5(3) . . . . ? C19 C14 C20 Gd1 42.0(16) . . . 2_766 ? C15 C14 C20 Gd1 -134.3(14) . . . 2_766 ? Gd1 O8 C21 O9 109.0(2) . . . . ? Gd1 O8 C21 C15 -73.6(3) . . . . ? Zn1 O9 C21 O8 8.5(3) . . . . ? Zn1 O9 C21 C15 -169.07(15) . . . . ? C16 C15 C21 O8 -87.0(3) . . . . ? C14 C15 C21 O8 98.1(3) . . . . ? C16 C15 C21 O9 90.6(3) . . . . ? C14 C15 C21 O9 -84.2(3) . . . . ? C26 N2 C22 C23 0.8(4) . . . . ? Zn1 N2 C22 C23 -177.1(2) 2_676 . . . ? N2 C22 C23 O10 -177.4(3) . . . . ? N2 C22 C23 C24 0.7(4) . . . . ? C16 O10 C23 C22 -158.0(2) . . . . ? C16 O10 C23 C24 24.0(4) . . . . ? C22 C23 C24 C25 -1.5(4) . . . . ? O10 C23 C24 C25 176.4(3) . . . . ? C23 C24 C25 C26 0.8(5) . . . . ? C22 N2 C26 C25 -1.6(5) . . . . ? Zn1 N2 C26 C25 176.1(2) 2_676 . . . ? C24 C25 C26 N2 0.8(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 O11 H1W O3 0.86 2.00 2.846(2) 167.4 2_766 O11 H2W N1 0.88 1.93 2.783(3) 164.2 1_556 _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.467 _refine_diff_density_min -0.514 _refine_diff_density_rms 0.069 data_Ho _database_code_depnum_ccdc_archive 'CCDC 886557' #TrackingRef 'Ho.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 Cl Ho N2 O11 Zn' _chemical_formula_weight 798.16 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' Ho Ho -0.2175 4.6783 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 9.6054(15) _cell_length_b 12.444(2) _cell_length_c 12.793(2) _cell_angle_alpha 73.592(2) _cell_angle_beta 83.880(2) _cell_angle_gamma 71.873(2) _cell_volume 1393.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3357 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 24.67 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.902 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 3.837 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3161 _exptl_absorpt_correction_T_max 0.5615 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9962 _diffrn_reflns_av_R_equivalents 0.0290 _diffrn_reflns_av_sigmaI/netI 0.0467 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5039 _reflns_number_gt 4376 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0293P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5039 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_gt 0.0291 _refine_ls_wR_factor_ref 0.0649 _refine_ls_wR_factor_gt 0.0612 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ho1 Ho 0.70852(2) 1.026401(16) -0.030930(16) 0.02237(7) Uani 1 1 d . . . Zn1 Zn 0.83703(6) 0.84889(5) -0.30723(4) 0.03846(15) Uani 1 1 d . . . Cl1 Cl 0.76547(17) 0.75064(13) -0.39862(12) 0.0604(4) Uani 1 1 d . . . O1 O 0.3132(4) 0.7285(3) 0.4643(3) 0.0439(9) Uani 1 1 d . . . O2 O 0.3105(4) 0.9979(3) 0.3326(3) 0.0489(9) Uani 1 1 d . . . O3 O 0.2540(3) 0.9162(3) 0.2158(3) 0.0392(8) Uani 1 1 d . . . O4 O 0.5233(3) 0.9427(2) 0.1061(2) 0.0273(7) Uani 1 1 d . . . O5 O 0.7467(3) 0.9160(3) 0.1543(2) 0.0331(7) Uani 1 1 d . . . O6 O 0.7763(4) 0.5647(3) 0.0291(3) 0.0429(9) Uani 1 1 d . . . O7 O 0.8974(3) 0.7510(3) -0.1591(2) 0.0370(8) Uani 1 1 d . . . O8 O 0.7152(3) 0.8508(2) -0.0695(2) 0.0270(7) Uani 1 1 d . . . O9 O 0.9524(3) 0.9185(2) -0.0379(2) 0.0280(7) Uani 1 1 d . . . O10 O 1.1724(3) 0.8403(2) 0.0359(3) 0.0348(8) Uani 1 1 d . . . O11 O 0.5529(3) 1.1778(3) 0.0316(3) 0.0574(11) Uani 1 1 d . . . H1W H 0.5763 1.2207 0.0637 0.086 Uiso 1 1 d R . . H2W H 0.4606 1.1899 0.0352 0.086 Uiso 1 1 d R . . N1 N 0.0406(4) 0.8629(4) 0.6394(3) 0.0449(11) Uani 1 1 d . . . N2 N 0.5754(4) 0.3532(3) 0.1118(4) 0.0440(11) Uani 1 1 d . . . C1 C 0.4513(5) 0.7268(4) 0.4184(4) 0.0362(11) Uani 1 1 d . . . C2 C 0.4642(5) 0.8143(4) 0.3267(3) 0.0275(10) Uani 1 1 d . . . C3 C 0.6045(5) 0.8077(4) 0.2781(3) 0.0259(10) Uani 1 1 d . . . C4 C 0.7247(5) 0.7154(4) 0.3230(4) 0.0354(11) Uani 1 1 d . . . H4 H 0.8175 0.7137 0.2925 0.042 Uiso 1 1 calc R . . C5 C 0.7093(6) 0.6263(4) 0.4118(4) 0.0442(13) Uani 1 1 d . . . H5 H 0.7900 0.5633 0.4395 0.053 Uiso 1 1 calc R . . C6 C 0.5713(6) 0.6324(4) 0.4593(4) 0.0444(13) Uani 1 1 d . . . H6 H 0.5591 0.5726 0.5191 0.053 Uiso 1 1 calc R . . C7 C 0.3320(5) 0.9172(4) 0.2871(4) 0.0335(11) Uani 1 1 d . . . C8 C 0.6257(5) 0.8947(4) 0.1746(3) 0.0262(10) Uani 1 1 d . . . C9 C 0.1119(5) 0.8034(4) 0.5670(4) 0.0406(12) Uani 1 1 d . . . H9 H 0.0624 0.7669 0.5360 0.049 Uiso 1 1 calc R . . C10 C 0.2557(5) 0.7954(4) 0.5377(4) 0.0386(12) Uani 1 1 d . . . C11 C 0.3319(6) 0.8501(5) 0.5811(4) 0.0525(14) Uani 1 1 d . . . H11 H 0.4290 0.8460 0.5615 0.063 Uiso 1 1 calc R . . C12 C 0.2564(6) 0.9108(5) 0.6548(5) 0.0633(17) Uani 1 1 d . . . H12 H 0.3035 0.9483 0.6865 0.076 Uiso 1 1 calc R . . C13 C 0.1130(6) 0.9166(5) 0.6818(5) 0.0587(16) Uani 1 1 d . . . H13 H 0.0643 0.9590 0.7310 0.070 Uiso 1 1 calc R . . C14 C 0.8750(5) 0.5905(4) 0.0830(4) 0.0304(10) Uani 1 1 d . . . C15 C 0.9076(4) 0.6952(3) 0.0315(3) 0.0242(9) Uani 1 1 d . . . C16 C 1.0113(4) 0.7241(4) 0.0768(4) 0.0268(10) Uani 1 1 d . . . C17 C 1.0824(5) 0.6488(4) 0.1710(4) 0.0341(11) Uani 1 1 d . . . H17 H 1.1522 0.6683 0.2010 0.041 Uiso 1 1 calc R . . C18 C 1.0494(5) 0.5447(4) 0.2203(4) 0.0397(12) Uani 1 1 d . . . H18 H 1.0970 0.4947 0.2834 0.048 Uiso 1 1 calc R . . C19 C 0.9468(5) 0.5156(4) 0.1759(4) 0.0376(12) Uani 1 1 d . . . H19 H 0.9255 0.4454 0.2085 0.045 Uiso 1 1 calc R . . C20 C 0.8353(5) 0.7712(4) -0.0734(4) 0.0258(10) Uani 1 1 d . . . C21 C 1.0475(5) 0.8378(4) 0.0211(4) 0.0266(10) Uani 1 1 d . . . C22 C 0.6708(5) 0.4108(4) 0.0634(4) 0.0387(12) Uani 1 1 d . . . H22 H 0.7328 0.3851 0.0088 0.046 Uiso 1 1 calc R . . C23 C 0.6806(5) 0.5066(4) 0.0913(4) 0.0316(11) Uani 1 1 d . . . C24 C 0.5894(6) 0.5463(4) 0.1715(4) 0.0446(13) Uani 1 1 d . . . H24 H 0.5953 0.6107 0.1921 0.054 Uiso 1 1 calc R . . C25 C 0.4894(6) 0.4880(5) 0.2204(4) 0.0493(14) Uani 1 1 d . . . H25 H 0.4249 0.5130 0.2742 0.059 Uiso 1 1 calc R . . C26 C 0.4863(5) 0.3918(5) 0.1881(4) 0.0473(14) Uani 1 1 d . . . H26 H 0.4186 0.3525 0.2215 0.057 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 Ho1 0.01564(11) 0.02211(11) 0.03273(12) -0.00867(9) 0.00066(8) -0.00938(8) Zn1 0.0364(3) 0.0400(3) 0.0381(3) -0.0148(3) 0.0072(3) -0.0086(3) Cl1 0.0660(10) 0.0633(10) 0.0637(9) -0.0284(8) -0.0005(8) -0.0255(8) O1 0.045(2) 0.056(2) 0.040(2) -0.0196(18) 0.0162(16) -0.0278(18) O2 0.053(2) 0.040(2) 0.041(2) -0.0140(17) -0.0034(17) 0.0080(17) O3 0.0286(18) 0.053(2) 0.0360(19) -0.0069(17) 0.0012(15) -0.0169(16) O4 0.0192(16) 0.0302(17) 0.0321(17) -0.0047(14) -0.0038(13) -0.0086(13) O5 0.0219(17) 0.0445(19) 0.0339(18) -0.0093(15) 0.0016(14) -0.0129(15) O6 0.056(2) 0.050(2) 0.040(2) -0.0097(17) 0.0024(17) -0.0421(19) O7 0.043(2) 0.0334(18) 0.0306(18) -0.0113(15) 0.0081(15) -0.0060(15) O8 0.0190(16) 0.0267(16) 0.0392(18) -0.0148(14) 0.0020(13) -0.0077(13) O9 0.0170(15) 0.0236(16) 0.0449(19) -0.0077(14) -0.0035(14) -0.0085(13) O10 0.0151(16) 0.0252(16) 0.068(2) -0.0120(16) -0.0056(15) -0.0093(13) O11 0.0247(19) 0.048(2) 0.124(3) -0.058(2) 0.021(2) -0.0213(17) N1 0.039(3) 0.056(3) 0.041(3) -0.014(2) 0.009(2) -0.018(2) N2 0.042(3) 0.035(2) 0.065(3) -0.016(2) 0.004(2) -0.025(2) C1 0.039(3) 0.043(3) 0.028(3) -0.008(2) 0.008(2) -0.019(2) C2 0.025(2) 0.031(2) 0.027(2) -0.011(2) 0.0003(19) -0.007(2) C3 0.026(2) 0.027(2) 0.026(2) -0.0103(19) 0.0009(19) -0.007(2) C4 0.031(3) 0.039(3) 0.038(3) -0.018(2) 0.000(2) -0.006(2) C5 0.044(3) 0.040(3) 0.040(3) -0.004(2) -0.005(2) -0.005(2) C6 0.059(4) 0.039(3) 0.032(3) -0.002(2) -0.002(3) -0.016(3) C7 0.030(3) 0.042(3) 0.026(3) -0.006(2) 0.010(2) -0.013(2) C8 0.024(2) 0.024(2) 0.032(3) -0.013(2) 0.007(2) -0.0067(19) C9 0.039(3) 0.052(3) 0.035(3) -0.014(2) 0.006(2) -0.019(3) C10 0.039(3) 0.047(3) 0.029(3) -0.007(2) 0.008(2) -0.017(2) C11 0.038(3) 0.074(4) 0.053(3) -0.024(3) 0.009(3) -0.022(3) C12 0.052(4) 0.092(5) 0.069(4) -0.047(4) 0.011(3) -0.035(3) C13 0.058(4) 0.075(4) 0.053(4) -0.032(3) 0.015(3) -0.026(3) C14 0.029(2) 0.027(2) 0.041(3) -0.015(2) 0.008(2) -0.014(2) C15 0.018(2) 0.022(2) 0.036(3) -0.013(2) 0.0065(19) -0.0078(18) C16 0.017(2) 0.024(2) 0.041(3) -0.013(2) 0.0048(19) -0.0045(18) C17 0.021(2) 0.034(3) 0.046(3) -0.011(2) -0.002(2) -0.005(2) C18 0.034(3) 0.032(3) 0.045(3) -0.003(2) 0.001(2) -0.007(2) C19 0.036(3) 0.024(2) 0.052(3) -0.007(2) 0.005(2) -0.013(2) C20 0.024(2) 0.024(2) 0.039(3) -0.014(2) 0.005(2) -0.016(2) C21 0.019(2) 0.025(2) 0.042(3) -0.016(2) 0.006(2) -0.0108(19) C22 0.035(3) 0.038(3) 0.051(3) -0.021(2) 0.007(2) -0.016(2) C23 0.034(3) 0.034(3) 0.039(3) -0.013(2) 0.002(2) -0.023(2) C24 0.056(3) 0.040(3) 0.046(3) -0.021(3) 0.001(3) -0.019(3) C25 0.043(3) 0.070(4) 0.039(3) -0.021(3) 0.013(3) -0.021(3) C26 0.033(3) 0.056(3) 0.055(3) -0.005(3) 0.010(3) -0.028(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 Ho1 O10 2.273(3) 2_775 ? Ho1 O3 2.293(3) 2_675 ? Ho1 O11 2.296(3) . ? Ho1 O9 2.316(3) . ? Ho1 O8 2.354(3) . ? Ho1 O5 2.382(3) . ? Ho1 O4 2.397(3) 2_675 ? Ho1 O4 2.603(3) . ? Ho1 C8 2.857(4) . ? Zn1 O2 1.953(3) 2_675 ? Zn1 O7 1.976(3) . ? Zn1 N1 2.045(4) 1_654 ? Zn1 Cl1 2.1992(15) . ? O1 C10 1.387(5) . ? O1 C1 1.389(5) . ? O2 C7 1.252(5) . ? O2 Zn1 1.953(3) 2_675 ? O3 C7 1.245(5) . ? O3 Ho1 2.293(3) 2_675 ? O4 C8 1.271(5) . ? O4 Ho1 2.397(3) 2_675 ? O5 C8 1.256(5) . ? O6 C14 1.389(5) . ? O6 C23 1.391(5) . ? O7 C20 1.242(5) . ? O8 C20 1.272(5) . ? O9 C21 1.250(5) . ? O10 C21 1.246(5) . ? O10 Ho1 2.273(3) 2_775 ? O11 H1W 0.8501 . ? O11 H2W 0.8500 . ? N1 C13 1.342(6) . ? N1 C9 1.346(6) . ? N1 Zn1 2.045(4) 1_456 ? N2 C26 1.322(6) . ? N2 C22 1.332(6) . ? C1 C2 1.381(6) . ? C1 C6 1.386(7) . ? C2 C3 1.412(6) . ? C2 C7 1.506(6) . ? C3 C4 1.388(6) . ? C3 C8 1.496(6) . ? C4 C5 1.377(6) . ? C4 H4 0.9300 . ? C5 C6 1.388(7) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C9 C10 1.372(6) . ? C9 H9 0.9300 . ? C10 C11 1.384(7) . ? C11 C12 1.379(7) . ? C11 H11 0.9300 . ? C12 C13 1.369(7) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C19 1.381(7) . ? C14 C15 1.398(6) . ? C15 C16 1.386(5) . ? C15 C20 1.501(6) . ? C16 C17 1.391(6) . ? C16 C21 1.521(6) . ? C17 C18 1.388(6) . ? C17 H17 0.9300 . ? C18 C19 1.373(6) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C22 C23 1.369(6) . ? C22 H22 0.9300 . ? C23 C24 1.375(6) . ? C24 C25 1.375(7) . ? C24 H24 0.9300 . ? C25 C26 1.382(7) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? 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 O10 Ho1 O3 81.45(11) 2_775 2_675 ? O10 Ho1 O11 70.84(10) 2_775 . ? O3 Ho1 O11 111.10(13) 2_675 . ? O10 Ho1 O9 77.44(10) 2_775 . ? O3 Ho1 O9 81.87(11) 2_675 . ? O11 Ho1 O9 142.93(11) . . ? O10 Ho1 O8 147.59(10) 2_775 . ? O3 Ho1 O8 82.28(11) 2_675 . ? O11 Ho1 O8 141.49(10) . . ? O9 Ho1 O8 72.63(9) . . ? O10 Ho1 O5 99.46(11) 2_775 . ? O3 Ho1 O5 160.05(11) 2_675 . ? O11 Ho1 O5 87.72(12) . . ? O9 Ho1 O5 78.92(10) . . ? O8 Ho1 O5 86.88(10) . . ? O10 Ho1 O4 128.87(10) 2_775 2_675 ? O3 Ho1 O4 75.58(10) 2_675 2_675 ? O11 Ho1 O4 75.92(11) . 2_675 ? O9 Ho1 O4 140.77(10) . 2_675 ? O8 Ho1 O4 72.85(9) . 2_675 ? O5 Ho1 O4 117.05(9) . 2_675 ? O10 Ho1 O4 133.81(10) 2_775 . ? O3 Ho1 O4 138.56(10) 2_675 . ? O11 Ho1 O4 72.41(10) . . ? O9 Ho1 O4 121.23(9) . . ? O8 Ho1 O4 74.33(9) . . ? O5 Ho1 O4 52.01(9) . . ? O4 Ho1 O4 65.13(11) 2_675 . ? O10 Ho1 C8 119.55(12) 2_775 . ? O3 Ho1 C8 158.81(11) 2_675 . ? O11 Ho1 C8 80.86(12) . . ? O9 Ho1 C8 99.16(11) . . ? O8 Ho1 C8 77.92(10) . . ? O5 Ho1 C8 25.74(11) . . ? O4 Ho1 C8 91.31(11) 2_675 . ? O4 Ho1 C8 26.39(10) . . ? O2 Zn1 O7 122.15(13) 2_675 . ? O2 Zn1 N1 111.81(16) 2_675 1_654 ? O7 Zn1 N1 95.69(15) . 1_654 ? O2 Zn1 Cl1 105.69(12) 2_675 . ? O7 Zn1 Cl1 110.88(10) . . ? N1 Zn1 Cl1 110.23(13) 1_654 . ? C10 O1 C1 118.9(4) . . ? C7 O2 Zn1 130.7(3) . 2_675 ? C7 O3 Ho1 126.3(3) . 2_675 ? C8 O4 Ho1 156.0(3) . 2_675 ? C8 O4 Ho1 88.0(2) . . ? Ho1 O4 Ho1 114.87(11) 2_675 . ? C8 O5 Ho1 98.8(3) . . ? C14 O6 C23 118.3(3) . . ? C20 O7 Zn1 124.8(3) . . ? C20 O8 Ho1 121.5(2) . . ? C21 O9 Ho1 140.3(3) . . ? C21 O10 Ho1 139.3(3) . 2_775 ? Ho1 O11 H1W 127.0 . . ? Ho1 O11 H2W 121.9 . . ? H1W O11 H2W 110.3 . . ? C13 N1 C9 118.4(4) . . ? C13 N1 Zn1 123.4(3) . 1_456 ? C9 N1 Zn1 117.8(3) . 1_456 ? C26 N2 C22 118.2(4) . . ? C2 C1 C6 121.3(4) . . ? C2 C1 O1 119.0(4) . . ? C6 C1 O1 119.5(4) . . ? C1 C2 C3 118.1(4) . . ? C1 C2 C7 119.5(4) . . ? C3 C2 C7 122.2(4) . . ? C4 C3 C2 119.9(4) . . ? C4 C3 C8 118.8(4) . . ? C2 C3 C8 121.2(4) . . ? C5 C4 C3 121.3(5) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? C4 C5 C6 118.8(5) . . ? C4 C5 H5 120.6 . . ? C6 C5 H5 120.6 . . ? C1 C6 C5 120.5(5) . . ? C1 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? O3 C7 O2 125.7(4) . . ? O3 C7 C2 120.0(4) . . ? O2 C7 C2 114.3(4) . . ? O5 C8 O4 120.6(4) . . ? O5 C8 C3 119.5(4) . . ? O4 C8 C3 119.8(4) . . ? O5 C8 Ho1 55.5(2) . . ? O4 C8 Ho1 65.6(2) . . ? C3 C8 Ho1 169.6(3) . . ? N1 C9 C10 121.6(5) . . ? N1 C9 H9 119.2 . . ? C10 C9 H9 119.2 . . ? C9 C10 C11 120.7(4) . . ? C9 C10 O1 114.1(4) . . ? C11 C10 O1 125.2(4) . . ? C12 C11 C10 116.7(5) . . ? C12 C11 H11 121.7 . . ? C10 C11 H11 121.7 . . ? C13 C12 C11 120.8(5) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? N1 C13 C12 121.9(5) . . ? N1 C13 H13 119.0 . . ? C12 C13 H13 119.0 . . ? C19 C14 O6 123.7(4) . . ? C19 C14 C15 120.9(4) . . ? O6 C14 C15 115.2(4) . . ? C16 C15 C14 118.8(4) . . ? C16 C15 C20 121.3(4) . . ? C14 C15 C20 119.8(4) . . ? C15 C16 C17 120.1(4) . . ? C15 C16 C21 119.0(4) . . ? C17 C16 C21 120.8(4) . . ? C18 C17 C16 120.2(4) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C19 C18 C17 120.0(5) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C18 C19 C14 120.0(4) . . ? C18 C19 H19 120.0 . . ? C14 C19 H19 120.0 . . ? O7 C20 O8 124.3(4) . . ? O7 C20 C15 117.0(4) . . ? O8 C20 C15 118.7(4) . . ? O10 C21 O9 125.7(4) . . ? O10 C21 C16 116.4(4) . . ? O9 C21 C16 117.8(4) . . ? N2 C22 C23 122.2(4) . . ? N2 C22 H22 118.9 . . ? C23 C22 H22 118.9 . . ? C22 C23 C24 119.8(4) . . ? C22 C23 O6 116.8(4) . . ? C24 C23 O6 123.1(4) . . ? C25 C24 C23 118.0(4) . . ? C25 C24 H24 121.0 . . ? C23 C24 H24 121.0 . . ? C24 C25 C26 118.9(5) . . ? C24 C25 H25 120.6 . . ? C26 C25 H25 120.6 . . ? N2 C26 C25 122.8(4) . . ? N2 C26 H26 118.6 . . ? C25 C26 H26 118.6 . . ? 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 O10 Ho1 O4 C8 -66.7(3) 2_775 . . . ? O3 Ho1 O4 C8 152.5(2) 2_675 . . . ? O11 Ho1 O4 C8 -105.3(2) . . . . ? O9 Ho1 O4 C8 36.6(3) . . . . ? O8 Ho1 O4 C8 94.4(2) . . . . ? O5 Ho1 O4 C8 -4.1(2) . . . . ? O4 Ho1 O4 C8 172.4(3) 2_675 . . . ? O10 Ho1 O4 Ho1 120.91(13) 2_775 . . 2_675 ? O3 Ho1 O4 Ho1 -19.9(2) 2_675 . . 2_675 ? O11 Ho1 O4 Ho1 82.28(14) . . . 2_675 ? O9 Ho1 O4 Ho1 -135.84(11) . . . 2_675 ? O8 Ho1 O4 Ho1 -78.03(12) . . . 2_675 ? O5 Ho1 O4 Ho1 -176.49(17) . . . 2_675 ? O4 Ho1 O4 Ho1 0.0 2_675 . . 2_675 ? C8 Ho1 O4 Ho1 -172.4(3) . . . 2_675 ? O10 Ho1 O5 C8 143.7(2) 2_775 . . . ? O3 Ho1 O5 C8 -125.3(3) 2_675 . . . ? O11 Ho1 O5 C8 73.5(2) . . . . ? O9 Ho1 O5 C8 -141.2(3) . . . . ? O8 Ho1 O5 C8 -68.3(2) . . . . ? O4 Ho1 O5 C8 0.6(3) 2_675 . . . ? O4 Ho1 O5 C8 4.2(2) . . . . ? O2 Zn1 O7 C20 9.6(4) 2_675 . . . ? N1 Zn1 O7 C20 129.9(3) 1_654 . . . ? Cl1 Zn1 O7 C20 -116.0(3) . . . . ? O10 Ho1 O8 C20 26.6(4) 2_775 . . . ? O3 Ho1 O8 C20 87.1(3) 2_675 . . . ? O11 Ho1 O8 C20 -158.5(3) . . . . ? O9 Ho1 O8 C20 3.2(3) . . . . ? O5 Ho1 O8 C20 -76.2(3) . . . . ? O4 Ho1 O8 C20 164.3(3) 2_675 . . . ? O4 Ho1 O8 C20 -127.5(3) . . . . ? C8 Ho1 O8 C20 -100.5(3) . . . . ? O10 Ho1 O9 C21 108.9(4) 2_775 . . . ? O3 Ho1 O9 C21 -168.1(4) 2_675 . . . ? O11 Ho1 O9 C21 77.4(4) . . . . ? O8 Ho1 O9 C21 -83.7(4) . . . . ? O5 Ho1 O9 C21 6.5(4) . . . . ? O4 Ho1 O9 C21 -113.0(4) 2_675 . . . ? O4 Ho1 O9 C21 -25.0(4) . . . . ? C8 Ho1 O9 C21 -9.5(4) . . . . ? C10 O1 C1 C2 -85.2(5) . . . . ? C10 O1 C1 C6 100.6(5) . . . . ? C6 C1 C2 C3 -2.7(7) . . . . ? O1 C1 C2 C3 -176.9(4) . . . . ? C6 C1 C2 C7 -178.1(4) . . . . ? O1 C1 C2 C7 7.8(6) . . . . ? C1 C2 C3 C4 -0.3(6) . . . . ? C7 C2 C3 C4 175.0(4) . . . . ? C1 C2 C3 C8 175.9(4) . . . . ? C7 C2 C3 C8 -8.8(6) . . . . ? C2 C3 C4 C5 3.0(6) . . . . ? C8 C3 C4 C5 -173.3(4) . . . . ? C3 C4 C5 C6 -2.6(7) . . . . ? C2 C1 C6 C5 3.1(7) . . . . ? O1 C1 C6 C5 177.3(4) . . . . ? C4 C5 C6 C1 -0.4(7) . . . . ? Ho1 O3 C7 O2 94.7(5) 2_675 . . . ? Ho1 O3 C7 C2 -86.1(5) 2_675 . . . ? Zn1 O2 C7 O3 -4.1(7) 2_675 . . . ? Zn1 O2 C7 C2 176.8(3) 2_675 . . . ? C1 C2 C7 O3 -94.1(5) . . . . ? C3 C2 C7 O3 90.8(5) . . . . ? C1 C2 C7 O2 85.1(5) . . . . ? C3 C2 C7 O2 -90.0(5) . . . . ? Ho1 O5 C8 O4 -7.9(4) . . . . ? Ho1 O5 C8 C3 169.3(3) . . . . ? Ho1 O4 C8 O5 170.0(4) 2_675 . . . ? Ho1 O4 C8 O5 7.1(4) . . . . ? Ho1 O4 C8 C3 -7.1(9) 2_675 . . . ? Ho1 O4 C8 C3 -170.0(3) . . . . ? Ho1 O4 C8 Ho1 162.9(6) 2_675 . . . ? C4 C3 C8 O5 -30.2(6) . . . . ? C2 C3 C8 O5 153.5(4) . . . . ? C4 C3 C8 O4 146.9(4) . . . . ? C2 C3 C8 O4 -29.3(6) . . . . ? C4 C3 C8 Ho1 28.2(18) . . . . ? C2 C3 C8 Ho1 -148.0(15) . . . . ? O10 Ho1 C8 O5 -42.2(3) 2_775 . . . ? O3 Ho1 C8 O5 129.6(3) 2_675 . . . ? O11 Ho1 C8 O5 -103.9(3) . . . . ? O9 Ho1 C8 O5 38.5(3) . . . . ? O8 Ho1 C8 O5 108.4(3) . . . . ? O4 Ho1 C8 O5 -179.5(2) 2_675 . . . ? O4 Ho1 C8 O5 -172.6(4) . . . . ? O10 Ho1 C8 O4 130.4(2) 2_775 . . . ? O3 Ho1 C8 O4 -57.8(4) 2_675 . . . ? O11 Ho1 C8 O4 68.6(2) . . . . ? O9 Ho1 C8 O4 -148.9(2) . . . . ? O8 Ho1 C8 O4 -79.0(2) . . . . ? O5 Ho1 C8 O4 172.6(4) . . . . ? O4 Ho1 C8 O4 -6.9(3) 2_675 . . . ? O10 Ho1 C8 C3 -106.4(16) 2_775 . . . ? O3 Ho1 C8 C3 65.4(18) 2_675 . . . ? O11 Ho1 C8 C3 -168.1(16) . . . . ? O9 Ho1 C8 C3 -25.7(16) . . . . ? O8 Ho1 C8 C3 44.2(16) . . . . ? O5 Ho1 C8 C3 -64.2(16) . . . . ? O4 Ho1 C8 C3 116.4(16) 2_675 . . . ? O4 Ho1 C8 C3 123.2(17) . . . . ? C13 N1 C9 C10 1.1(8) . . . . ? Zn1 N1 C9 C10 -171.3(4) 1_456 . . . ? N1 C9 C10 C11 -0.9(8) . . . . ? N1 C9 C10 O1 178.5(4) . . . . ? C1 O1 C10 C9 171.8(4) . . . . ? C1 O1 C10 C11 -8.8(7) . . . . ? C9 C10 C11 C12 0.6(8) . . . . ? O1 C10 C11 C12 -178.7(5) . . . . ? C10 C11 C12 C13 -0.6(9) . . . . ? C9 N1 C13 C12 -1.0(9) . . . . ? Zn1 N1 C13 C12 170.9(5) 1_456 . . . ? C11 C12 C13 N1 0.8(10) . . . . ? C23 O6 C14 C19 39.0(6) . . . . ? C23 O6 C14 C15 -146.2(4) . . . . ? C19 C14 C15 C16 -1.5(6) . . . . ? O6 C14 C15 C16 -176.5(4) . . . . ? C19 C14 C15 C20 176.0(4) . . . . ? O6 C14 C15 C20 1.0(6) . . . . ? C14 C15 C16 C17 0.9(6) . . . . ? C20 C15 C16 C17 -176.5(4) . . . . ? C14 C15 C16 C21 179.9(4) . . . . ? C20 C15 C16 C21 2.5(6) . . . . ? C15 C16 C17 C18 -0.3(6) . . . . ? C21 C16 C17 C18 -179.3(4) . . . . ? C16 C17 C18 C19 0.2(7) . . . . ? C17 C18 C19 C14 -0.8(7) . . . . ? O6 C14 C19 C18 175.9(4) . . . . ? C15 C14 C19 C18 1.4(7) . . . . ? Zn1 O7 C20 O8 7.7(6) . . . . ? Zn1 O7 C20 C15 -172.9(2) . . . . ? Ho1 O8 C20 O7 -104.9(4) . . . . ? Ho1 O8 C20 C15 75.7(4) . . . . ? C16 C15 C20 O7 88.6(5) . . . . ? C14 C15 C20 O7 -88.8(5) . . . . ? C16 C15 C20 O8 -91.9(5) . . . . ? C14 C15 C20 O8 90.7(5) . . . . ? Ho1 O10 C21 O9 25.6(8) 2_775 . . . ? Ho1 O10 C21 C16 -156.8(3) 2_775 . . . ? Ho1 O9 C21 O10 -128.9(4) . . . . ? Ho1 O9 C21 C16 53.6(6) . . . . ? C15 C16 C21 O10 -153.1(4) . . . . ? C17 C16 C21 O10 25.8(6) . . . . ? C15 C16 C21 O9 24.6(6) . . . . ? C17 C16 C21 O9 -156.4(4) . . . . ? C26 N2 C22 C23 1.0(8) . . . . ? N2 C22 C23 C24 -0.3(8) . . . . ? N2 C22 C23 O6 -175.1(4) . . . . ? C14 O6 C23 C22 -131.0(4) . . . . ? C14 O6 C23 C24 54.5(6) . . . . ? C22 C23 C24 C25 -0.7(8) . . . . ? O6 C23 C24 C25 173.7(4) . . . . ? C23 C24 C25 C26 0.9(8) . . . . ? C22 N2 C26 C25 -0.8(8) . . . . ? C24 C25 C26 N2 -0.2(8) . . . . ? 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 O11 H2W O8 0.85 1.88 2.683(4) 156.1 2_675 O11 H1W N2 0.85 1.91 2.732(5) 161.6 1_565 _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.431 _refine_diff_density_min -0.704 _refine_diff_density_rms 0.106 data_Nd _database_code_depnum_ccdc_archive 'CCDC 886558' #TrackingRef 'Nd.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 Cl N2 Nd O11 Zn' _chemical_formula_weight 777.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 8.4660(9) _cell_length_b 12.8420(14) _cell_length_c 13.4340(14) _cell_angle_alpha 107.5420(10) _cell_angle_beta 104.4380(10) _cell_angle_gamma 92.7310(10) _cell_volume 1336.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7767 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 1.9 _exptl_crystal_density_diffrn 1.932 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 762 _exptl_absorpt_coefficient_mu 2.984 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4581 _exptl_absorpt_correction_T_max 0.6467 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _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 10248 _diffrn_reflns_av_R_equivalents 0.0147 _diffrn_reflns_av_sigmaI/netI 0.0218 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4945 _reflns_number_gt 4635 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0293P)^2^+0.5410P] 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 4945 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0205 _refine_ls_R_factor_gt 0.0183 _refine_ls_wR_factor_ref 0.0483 _refine_ls_wR_factor_gt 0.0468 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.003 _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 Nd1 Nd 0.753537(13) 0.010832(10) 0.510231(9) 0.01597(5) Uani 1 1 d . . . Zn1 Zn 0.67626(3) 0.27979(2) 0.33953(2) 0.02491(7) Uani 1 1 d . . . O1 O 0.8467(2) 0.31598(15) 0.47992(14) 0.0292(4) Uani 1 1 d . . . O2 O 0.69943(19) 0.20036(14) 0.52662(14) 0.0251(4) Uani 1 1 d . . . O3 O 1.02570(18) 0.11003(13) 0.55516(13) 0.0204(3) Uani 1 1 d . . . O4 O 1.28484(19) 0.18551(14) 0.61577(14) 0.0274(4) Uani 1 1 d . . . O5 O 0.7333(2) 0.43797(15) 0.71076(16) 0.0348(4) Uani 1 1 d . . . O6 O 0.5948(2) 0.12419(14) 0.25044(14) 0.0290(4) Uani 1 1 d . . . O7 O 0.77910(19) 0.04310(14) 0.34258(12) 0.0215(3) Uani 1 1 d . . . O8 O 0.46870(19) -0.01841(14) 0.38979(12) 0.0218(3) Uani 1 1 d . . . O9 O 0.2305(2) -0.11896(15) 0.29301(13) 0.0279(4) Uani 1 1 d . . . O10 O 0.7400(2) -0.04680(16) 0.08193(15) 0.0373(5) Uani 1 1 d . . . O11 O 0.8787(2) -0.08855(15) 0.63444(14) 0.0309(4) Uani 1 1 d . . . H1W H 0.8583 -0.0966 0.6907 0.046 Uiso 1 1 d R . . H2W H 0.9820 -0.0890 0.6457 0.046 Uiso 1 1 d R . . N1 N 0.5272(3) 0.64995(18) 0.63112(18) 0.0300(5) Uani 1 1 d . . . N2 N 0.8600(3) -0.1061(2) -0.16857(18) 0.0369(6) Uani 1 1 d . . . Cl1 Cl 0.77067(9) 0.37122(6) 0.24532(6) 0.03774(16) Uani 1 1 d . . . C1 C 0.8909(3) 0.4067(2) 0.7374(2) 0.0263(5) Uani 1 1 d . . . C2 C 0.9338(3) 0.32036(19) 0.66141(19) 0.0211(5) Uani 1 1 d . . . C3 C 1.0888(3) 0.28655(19) 0.69181(19) 0.0212(5) Uani 1 1 d . . . C4 C 1.1941(3) 0.3383(2) 0.7948(2) 0.0298(6) Uani 1 1 d . . . H4 H 1.2982 0.3174 0.8134 0.036 Uiso 1 1 calc R . . C5 C 1.1456(4) 0.4209(2) 0.8702(2) 0.0367(7) Uani 1 1 d . . . H5 H 1.2150 0.4531 0.9401 0.044 Uiso 1 1 calc R . . C6 C 0.9929(4) 0.4554(2) 0.8409(2) 0.0354(6) Uani 1 1 d . . . H6 H 0.9597 0.5110 0.8909 0.042 Uiso 1 1 calc R . . C7 C 0.8173(3) 0.27360(19) 0.54764(19) 0.0217(5) Uani 1 1 d . . . C8 C 1.1379(3) 0.18995(19) 0.61683(18) 0.0196(5) Uani 1 1 d . . . C9 C 0.5699(3) 0.5698(2) 0.6739(2) 0.0300(6) Uani 1 1 d . . . H9 H 0.5027 0.5460 0.7101 0.036 Uiso 1 1 calc R . . C10 C 0.7112(3) 0.5215(2) 0.6655(2) 0.0266(5) Uani 1 1 d . . . C11 C 0.8125(3) 0.5560(2) 0.6126(2) 0.0318(6) Uani 1 1 d . . . H11 H 0.9086 0.5254 0.6071 0.038 Uiso 1 1 calc R . . C12 C 0.7665(3) 0.6375(2) 0.5680(3) 0.0382(7) Uani 1 1 d . . . H12 H 0.8319 0.6623 0.5312 0.046 Uiso 1 1 calc R . . C13 C 0.6229(3) 0.6825(2) 0.5778(2) 0.0361(6) Uani 1 1 d . . . H13 H 0.5927 0.7367 0.5465 0.043 Uiso 1 1 calc R . . C14 C 0.6172(3) -0.1133(2) 0.09332(19) 0.0251(5) Uani 1 1 d . . . C15 C 0.5683(3) -0.07009(19) 0.18825(18) 0.0199(5) Uani 1 1 d . . . C16 C 0.4419(3) -0.13095(19) 0.20474(18) 0.0201(5) Uani 1 1 d . . . C17 C 0.3689(3) -0.2338(2) 0.1286(2) 0.0271(5) Uani 1 1 d . . . H17 H 0.2862 -0.2748 0.1404 0.033 Uiso 1 1 calc R . . C18 C 0.4201(3) -0.2739(2) 0.0361(2) 0.0329(6) Uani 1 1 d . . . H18 H 0.3718 -0.3424 -0.0140 0.039 Uiso 1 1 calc R . . C19 C 0.5425(3) -0.2137(2) 0.0170(2) 0.0327(6) Uani 1 1 d . . . H19 H 0.5742 -0.2404 -0.0465 0.039 Uiso 1 1 calc R . . C20 C 0.6537(3) 0.04127(19) 0.26687(18) 0.0197(5) Uani 1 1 d . . . C21 C 0.3755(3) -0.08840(19) 0.30059(18) 0.0197(5) Uani 1 1 d . . . C22 C 0.7872(3) -0.0662(2) -0.0901(2) 0.0326(6) Uani 1 1 d . . . H22 H 0.7125 -0.0165 -0.0984 0.039 Uiso 1 1 calc R . . C23 C 0.8188(3) -0.0957(2) 0.0024(2) 0.0293(6) Uani 1 1 d . . . C24 C 0.9302(4) -0.1675(3) 0.0185(2) 0.0419(7) Uani 1 1 d . . . H24 H 0.9555 -0.1862 0.0818 0.050 Uiso 1 1 calc R . . C25 C 1.0028(4) -0.2106(3) -0.0635(3) 0.0451(8) Uani 1 1 d . . . H25 H 1.0758 -0.2618 -0.0577 0.054 Uiso 1 1 calc R . . C26 C 0.9666(4) -0.1775(3) -0.1541(2) 0.0394(7) Uani 1 1 d . . . H26 H 1.0187 -0.2061 -0.2078 0.047 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 Nd1 0.01235(7) 0.02126(8) 0.01622(7) 0.00703(5) 0.00575(5) 0.00454(5) Zn1 0.02448(15) 0.02590(16) 0.02608(15) 0.01047(12) 0.00647(12) 0.00918(12) O1 0.0309(10) 0.0339(10) 0.0246(9) 0.0142(8) 0.0049(8) 0.0043(8) O2 0.0190(9) 0.0270(9) 0.0293(9) 0.0098(8) 0.0054(7) 0.0051(7) O3 0.0168(8) 0.0212(8) 0.0219(8) 0.0046(7) 0.0059(7) 0.0034(6) O4 0.0158(9) 0.0271(9) 0.0356(10) 0.0057(8) 0.0060(7) 0.0049(7) O5 0.0328(10) 0.0316(10) 0.0544(12) 0.0231(9) 0.0234(9) 0.0188(8) O6 0.0311(10) 0.0250(9) 0.0279(9) 0.0089(8) 0.0013(8) 0.0075(8) O7 0.0164(8) 0.0306(9) 0.0182(8) 0.0092(7) 0.0044(7) 0.0034(7) O8 0.0172(8) 0.0306(9) 0.0164(8) 0.0053(7) 0.0053(6) 0.0033(7) O9 0.0190(9) 0.0398(10) 0.0227(9) 0.0066(8) 0.0072(7) -0.0004(7) O10 0.0447(12) 0.0368(11) 0.0336(10) 0.0029(9) 0.0284(9) -0.0015(9) O11 0.0270(9) 0.0497(12) 0.0291(9) 0.0254(9) 0.0134(8) 0.0143(8) N1 0.0254(11) 0.0277(12) 0.0393(13) 0.0128(10) 0.0095(10) 0.0106(9) N2 0.0408(14) 0.0541(15) 0.0259(12) 0.0192(11) 0.0173(10) 0.0173(12) Cl1 0.0383(4) 0.0479(4) 0.0376(4) 0.0231(3) 0.0167(3) 0.0110(3) C1 0.0294(14) 0.0232(13) 0.0316(14) 0.0117(11) 0.0129(11) 0.0114(10) C2 0.0223(12) 0.0216(12) 0.0222(12) 0.0102(10) 0.0066(10) 0.0056(9) C3 0.0216(12) 0.0193(12) 0.0237(12) 0.0079(10) 0.0062(10) 0.0061(9) C4 0.0282(14) 0.0290(14) 0.0280(13) 0.0092(11) 0.0001(11) 0.0060(11) C5 0.0477(17) 0.0305(15) 0.0234(13) 0.0030(11) 0.0022(12) 0.0037(13) C6 0.0523(18) 0.0251(14) 0.0289(14) 0.0035(11) 0.0165(13) 0.0134(13) C7 0.0206(12) 0.0231(12) 0.0231(12) 0.0080(10) 0.0067(10) 0.0132(10) C8 0.0193(12) 0.0205(12) 0.0202(11) 0.0093(10) 0.0041(9) 0.0047(9) C9 0.0292(14) 0.0292(14) 0.0362(15) 0.0128(12) 0.0135(12) 0.0106(11) C10 0.0286(13) 0.0216(12) 0.0282(13) 0.0049(10) 0.0080(11) 0.0094(10) C11 0.0239(13) 0.0290(14) 0.0416(15) 0.0079(12) 0.0109(12) 0.0082(11) C12 0.0305(15) 0.0421(17) 0.0539(18) 0.0251(15) 0.0196(14) 0.0103(13) C13 0.0310(15) 0.0348(15) 0.0512(18) 0.0237(14) 0.0140(13) 0.0099(12) C14 0.0241(13) 0.0313(14) 0.0221(12) 0.0093(11) 0.0093(10) 0.0051(10) C15 0.0189(11) 0.0251(12) 0.0156(11) 0.0067(10) 0.0037(9) 0.0071(9) C16 0.0178(11) 0.0259(12) 0.0182(11) 0.0084(10) 0.0056(9) 0.0070(9) C17 0.0237(13) 0.0303(14) 0.0257(13) 0.0075(11) 0.0063(10) 0.0007(10) C18 0.0329(15) 0.0309(14) 0.0250(13) -0.0026(11) 0.0057(11) -0.0007(11) C19 0.0377(15) 0.0373(15) 0.0195(12) 0.0020(11) 0.0107(11) 0.0041(12) C20 0.0203(12) 0.0261(12) 0.0171(11) 0.0079(10) 0.0114(9) 0.0050(10) C21 0.0196(12) 0.0241(12) 0.0182(11) 0.0103(10) 0.0053(9) 0.0070(9) C22 0.0277(14) 0.0452(16) 0.0314(14) 0.0168(13) 0.0127(11) 0.0144(12) C23 0.0297(14) 0.0341(14) 0.0258(13) 0.0056(11) 0.0164(11) 0.0018(11) C24 0.0517(19) 0.0521(19) 0.0316(15) 0.0233(14) 0.0144(14) 0.0179(15) C25 0.0457(18) 0.055(2) 0.0448(18) 0.0234(16) 0.0182(15) 0.0277(16) C26 0.0386(16) 0.0525(18) 0.0321(15) 0.0103(14) 0.0208(13) 0.0156(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Nd1 O3 2.4207(15) . ? Nd1 O2 2.4527(17) . ? Nd1 O11 2.4632(17) . ? Nd1 O7 2.4675(16) . ? Nd1 O8 2.4851(15) . ? Nd1 O4 2.5305(17) 2_756 ? Nd1 O9 2.5543(17) 2_656 ? Nd1 O8 2.5597(15) 2_656 ? Nd1 O3 2.6357(15) 2_756 ? Nd1 C21 2.933(2) 2_656 ? Nd1 C8 2.960(2) 2_756 ? Zn1 O1 1.9765(17) . ? Zn1 O6 1.9790(17) . ? Zn1 N1 2.051(2) 2_666 ? Zn1 Cl1 2.2204(7) . ? O1 C7 1.259(3) . ? O2 C7 1.253(3) . ? O3 C8 1.282(3) . ? O3 Nd1 2.6357(15) 2_756 ? O4 C8 1.251(3) . ? O4 Nd1 2.5305(17) 2_756 ? O5 C10 1.382(3) . ? O5 C1 1.403(3) . ? O6 C20 1.252(3) . ? O7 C20 1.268(3) . ? O8 C21 1.295(3) . ? O8 Nd1 2.5597(15) 2_656 ? O9 C21 1.240(3) . ? O9 Nd1 2.5543(17) 2_656 ? O10 C14 1.380(3) . ? O10 C23 1.405(3) . ? O11 H1W 0.8500 . ? O11 H2W 0.8500 . ? N1 C13 1.335(4) . ? N1 C9 1.345(3) . ? N1 Zn1 2.051(2) 2_666 ? N2 C26 1.338(4) . ? N2 C22 1.335(3) . ? C1 C6 1.377(4) . ? C1 C2 1.395(3) . ? C2 C3 1.404(3) . ? C2 C7 1.519(3) . ? C3 C4 1.387(3) . ? C3 C8 1.494(3) . ? C4 C5 1.387(4) . ? C4 H4 0.9300 . ? C5 C6 1.388(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C8 Nd1 2.960(2) 2_756 ? C9 C10 1.386(3) . ? C9 H9 0.9300 . ? C10 C11 1.377(4) . ? C11 C12 1.380(4) . ? C11 H11 0.9300 . ? C12 C13 1.390(4) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C19 1.384(4) . ? C14 C15 1.402(3) . ? C15 C16 1.396(3) . ? C15 C20 1.514(3) . ? C16 C17 1.402(3) . ? C16 C21 1.496(3) . ? C17 C18 1.378(4) . ? C17 H17 0.9300 . ? C18 C19 1.384(4) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C21 Nd1 2.933(2) 2_656 ? C22 C23 1.374(4) . ? C22 H22 0.9300 . ? C23 C24 1.374(4) . ? C24 C25 1.378(4) . ? C24 H24 0.9300 . ? C25 C26 1.376(4) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? 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 Nd1 O2 76.82(5) . . ? O3 Nd1 O11 86.42(6) . . ? O2 Nd1 O11 136.50(6) . . ? O3 Nd1 O7 73.87(5) . . ? O2 Nd1 O7 73.16(6) . . ? O11 Nd1 O7 139.70(6) . . ? O3 Nd1 O8 143.60(5) . . ? O2 Nd1 O8 78.02(5) . . ? O11 Nd1 O8 129.66(6) . . ? O7 Nd1 O8 73.92(5) . . ? O3 Nd1 O4 114.66(5) . 2_756 ? O2 Nd1 O4 145.99(6) . 2_756 ? O11 Nd1 O4 77.43(6) . 2_756 ? O7 Nd1 O4 79.50(6) . 2_756 ? O8 Nd1 O4 75.23(5) . 2_756 ? O3 Nd1 O9 83.42(5) . 2_656 ? O2 Nd1 O9 69.66(6) . 2_656 ? O11 Nd1 O9 68.72(6) . 2_656 ? O7 Nd1 O9 139.88(6) . 2_656 ? O8 Nd1 O9 111.65(5) . 2_656 ? O4 Nd1 O9 140.58(6) 2_756 2_656 ? O3 Nd1 O8 134.19(5) . 2_656 ? O2 Nd1 O8 81.95(5) . 2_656 ? O11 Nd1 O8 81.80(5) . 2_656 ? O7 Nd1 O8 136.57(5) . 2_656 ? O8 Nd1 O8 66.34(6) . 2_656 ? O4 Nd1 O8 105.65(5) 2_756 2_656 ? O9 Nd1 O8 51.05(5) 2_656 2_656 ? O3 Nd1 O3 64.98(6) . 2_756 ? O2 Nd1 O3 134.53(5) . 2_756 ? O11 Nd1 O3 66.53(5) . 2_756 ? O7 Nd1 O3 73.27(5) . 2_756 ? O8 Nd1 O3 120.03(5) . 2_756 ? O4 Nd1 O3 50.39(5) 2_756 2_756 ? O9 Nd1 O3 125.78(5) 2_656 2_756 ? O8 Nd1 O3 142.87(5) 2_656 2_756 ? O3 Nd1 C21 108.13(6) . 2_656 ? O2 Nd1 C21 73.43(6) . 2_656 ? O11 Nd1 C21 74.30(6) . 2_656 ? O7 Nd1 C21 144.98(6) . 2_656 ? O8 Nd1 C21 89.19(6) . 2_656 ? O4 Nd1 C21 126.25(6) 2_756 2_656 ? O9 Nd1 C21 24.91(6) 2_656 2_656 ? O8 Nd1 C21 26.16(6) 2_656 2_656 ? O3 Nd1 C21 140.43(5) 2_756 2_656 ? O3 Nd1 C8 90.03(6) . 2_756 ? O2 Nd1 C8 146.55(6) . 2_756 ? O11 Nd1 C8 71.52(6) . 2_756 ? O7 Nd1 C8 73.66(6) . 2_756 ? O8 Nd1 C8 96.81(6) . 2_756 ? O4 Nd1 C8 24.79(6) 2_756 2_756 ? O9 Nd1 C8 140.00(6) 2_656 2_756 ? O8 Nd1 C8 126.64(6) 2_656 2_756 ? O3 Nd1 C8 25.67(5) 2_756 2_756 ? C21 Nd1 C8 139.95(6) 2_656 2_756 ? O1 Zn1 O6 120.25(7) . . ? O1 Zn1 N1 107.91(8) . 2_666 ? O6 Zn1 N1 105.78(8) . 2_666 ? O1 Zn1 Cl1 105.82(6) . . ? O6 Zn1 Cl1 111.16(6) . . ? N1 Zn1 Cl1 104.90(7) 2_666 . ? C7 O1 Zn1 116.70(16) . . ? C7 O2 Nd1 119.36(14) . . ? C8 O3 Nd1 150.54(14) . . ? C8 O3 Nd1 91.43(13) . 2_756 ? Nd1 O3 Nd1 115.02(6) . 2_756 ? C8 O4 Nd1 97.19(14) . 2_756 ? C10 O5 C1 119.0(2) . . ? C20 O6 Zn1 126.30(15) . . ? C20 O7 Nd1 121.66(13) . . ? C21 O8 Nd1 139.54(14) . . ? C21 O8 Nd1 93.24(13) . 2_656 ? Nd1 O8 Nd1 113.66(6) . 2_656 ? C21 O9 Nd1 94.91(14) . 2_656 ? C14 O10 C23 116.8(2) . . ? Nd1 O11 H1W 132.7 . . ? Nd1 O11 H2W 115.3 . . ? H1W O11 H2W 104.8 . . ? C13 N1 C9 118.7(2) . . ? C13 N1 Zn1 124.29(18) . 2_666 ? C9 N1 Zn1 116.93(18) . 2_666 ? C26 N2 C22 117.2(2) . . ? C6 C1 C2 121.8(2) . . ? C6 C1 O5 119.0(2) . . ? C2 C1 O5 118.9(2) . . ? C1 C2 C3 118.0(2) . . ? C1 C2 C7 118.7(2) . . ? C3 C2 C7 123.1(2) . . ? C4 C3 C2 120.2(2) . . ? C4 C3 C8 119.1(2) . . ? C2 C3 C8 120.6(2) . . ? C5 C4 C3 120.6(2) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 119.6(2) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C1 C6 C5 119.7(2) . . ? C1 C6 H6 120.2 . . ? C5 C6 H6 120.2 . . ? O2 C7 O1 124.2(2) . . ? O2 C7 C2 120.8(2) . . ? O1 C7 C2 115.0(2) . . ? O4 C8 O3 120.7(2) . . ? O4 C8 C3 121.2(2) . . ? O3 C8 C3 118.1(2) . . ? O4 C8 Nd1 58.02(12) . 2_756 ? O3 C8 Nd1 62.90(11) . 2_756 ? C3 C8 Nd1 173.42(16) . 2_756 ? N1 C9 C10 122.0(2) . . ? N1 C9 H9 119.0 . . ? C10 C9 H9 119.0 . . ? C11 C10 O5 125.8(2) . . ? C11 C10 C9 119.8(2) . . ? O5 C10 C9 114.4(2) . . ? C10 C11 C12 117.8(2) . . ? C10 C11 H11 121.1 . . ? C12 C11 H11 121.1 . . ? C11 C12 C13 120.1(3) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? N1 C13 C12 121.6(3) . . ? N1 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? O10 C14 C19 123.9(2) . . ? O10 C14 C15 114.8(2) . . ? C19 C14 C15 121.3(2) . . ? C16 C15 C14 118.4(2) . . ? C16 C15 C20 123.4(2) . . ? C14 C15 C20 118.2(2) . . ? C17 C16 C15 120.2(2) . . ? C17 C16 C21 117.7(2) . . ? C15 C16 C21 122.1(2) . . ? C18 C17 C16 119.9(2) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 C19 120.8(2) . . ? C17 C18 H18 119.6 . . ? C19 C18 H18 119.6 . . ? C18 C19 C14 119.4(2) . . ? C18 C19 H19 120.3 . . ? C14 C19 H19 120.3 . . ? O6 C20 O7 125.5(2) . . ? O6 C20 C15 116.8(2) . . ? O7 C20 C15 117.7(2) . . ? O9 C21 O8 120.7(2) . . ? O9 C21 C16 119.5(2) . . ? O8 C21 C16 119.8(2) . . ? O9 C21 Nd1 60.17(12) . 2_656 ? O8 C21 Nd1 60.60(11) . 2_656 ? C16 C21 Nd1 178.39(16) . 2_656 ? N2 C22 C23 122.3(3) . . ? N2 C22 H22 118.8 . . ? C23 C22 H22 118.8 . . ? C22 C23 C24 120.7(2) . . ? C22 C23 O10 118.3(2) . . ? C24 C23 O10 121.0(2) . . ? C25 C24 C23 117.0(3) . . ? C25 C24 H24 121.5 . . ? C23 C24 H24 121.5 . . ? C24 C25 C26 119.5(3) . . ? C24 C25 H25 120.2 . . ? C26 C25 H25 120.2 . . ? N2 C26 C25 123.2(3) . . ? N2 C26 H26 118.4 . . ? C25 C26 H26 118.4 . . ? 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 O6 Zn1 O1 C7 -54.13(19) . . . . ? N1 Zn1 O1 C7 67.16(18) 2_666 . . . ? Cl1 Zn1 O1 C7 179.03(16) . . . . ? O3 Nd1 O2 C7 1.45(16) . . . . ? O11 Nd1 O2 C7 71.58(19) . . . . ? O7 Nd1 O2 C7 -75.41(17) . . . . ? O8 Nd1 O2 C7 -152.02(18) . . . . ? O4 Nd1 O2 C7 -113.32(17) 2_756 . . . ? O9 Nd1 O2 C7 89.24(17) 2_656 . . . ? O8 Nd1 O2 C7 140.58(17) 2_656 . . . ? O3 Nd1 O2 C7 -31.4(2) 2_756 . . . ? C21 Nd1 O2 C7 115.23(18) 2_656 . . . ? C8 Nd1 O2 C7 -67.8(2) 2_756 . . . ? O2 Nd1 O3 C8 53.3(3) . . . . ? O11 Nd1 O3 C8 -86.2(3) . . . . ? O7 Nd1 O3 C8 129.3(3) . . . . ? O8 Nd1 O3 C8 100.7(3) . . . . ? O4 Nd1 O3 C8 -160.6(3) 2_756 . . . ? O9 Nd1 O3 C8 -17.3(3) 2_656 . . . ? O8 Nd1 O3 C8 -11.3(3) 2_656 . . . ? O3 Nd1 O3 C8 -151.9(3) 2_756 . . . ? C21 Nd1 O3 C8 -14.0(3) 2_656 . . . ? C8 Nd1 O3 C8 -157.7(3) 2_756 . . . ? O2 Nd1 O3 Nd1 -154.72(7) . . . 2_756 ? O11 Nd1 O3 Nd1 65.72(7) . . . 2_756 ? O7 Nd1 O3 Nd1 -78.72(7) . . . 2_756 ? O8 Nd1 O3 Nd1 -107.31(9) . . . 2_756 ? O4 Nd1 O3 Nd1 -8.69(9) 2_756 . . 2_756 ? O9 Nd1 O3 Nd1 134.70(7) 2_656 . . 2_756 ? O8 Nd1 O3 Nd1 140.65(6) 2_656 . . 2_756 ? O3 Nd1 O3 Nd1 0.0 2_756 . . 2_756 ? C21 Nd1 O3 Nd1 137.93(6) 2_656 . . 2_756 ? C8 Nd1 O3 Nd1 -5.75(7) 2_756 . . 2_756 ? O1 Zn1 O6 C20 -9.0(2) . . . . ? N1 Zn1 O6 C20 -131.32(19) 2_666 . . . ? Cl1 Zn1 O6 C20 115.35(18) . . . . ? O3 Nd1 O7 C20 -158.34(18) . . . . ? O2 Nd1 O7 C20 -77.58(17) . . . . ? O11 Nd1 O7 C20 137.86(17) . . . . ? O8 Nd1 O7 C20 4.47(17) . . . . ? O4 Nd1 O7 C20 81.97(17) 2_756 . . . ? O9 Nd1 O7 C20 -100.24(18) 2_656 . . . ? O8 Nd1 O7 C20 -19.8(2) 2_656 . . . ? O3 Nd1 O7 C20 133.55(18) 2_756 . . . ? C21 Nd1 O7 C20 -59.6(2) 2_656 . . . ? C8 Nd1 O7 C20 106.76(18) 2_756 . . . ? O3 Nd1 O8 C21 99.0(2) . . . . ? O2 Nd1 O8 C21 146.1(2) . . . . ? O11 Nd1 O8 C21 -71.9(2) . . . . ? O7 Nd1 O8 C21 70.4(2) . . . . ? O4 Nd1 O8 C21 -12.7(2) 2_756 . . . ? O9 Nd1 O8 C21 -151.7(2) 2_656 . . . ? O8 Nd1 O8 C21 -127.5(3) 2_656 . . . ? O3 Nd1 O8 C21 11.3(2) 2_756 . . . ? C21 Nd1 O8 C21 -140.7(2) 2_656 . . . ? C8 Nd1 O8 C21 -0.4(2) 2_756 . . . ? O3 Nd1 O8 Nd1 -133.48(7) . . . 2_656 ? O2 Nd1 O8 Nd1 -86.37(7) . . . 2_656 ? O11 Nd1 O8 Nd1 55.56(10) . . . 2_656 ? O7 Nd1 O8 Nd1 -162.07(8) . . . 2_656 ? O4 Nd1 O8 Nd1 114.84(8) 2_756 . . 2_656 ? O9 Nd1 O8 Nd1 -24.17(8) 2_656 . . 2_656 ? O8 Nd1 O8 Nd1 0.0 2_656 . . 2_656 ? O3 Nd1 O8 Nd1 138.77(6) 2_756 . . 2_656 ? C21 Nd1 O8 Nd1 -13.14(7) 2_656 . . 2_656 ? C8 Nd1 O8 Nd1 127.15(7) 2_756 . . 2_656 ? C10 O5 C1 C6 92.6(3) . . . . ? C10 O5 C1 C2 -93.1(3) . . . . ? C6 C1 C2 C3 -2.6(4) . . . . ? O5 C1 C2 C3 -176.7(2) . . . . ? C6 C1 C2 C7 -177.9(2) . . . . ? O5 C1 C2 C7 8.0(3) . . . . ? C1 C2 C3 C4 0.2(4) . . . . ? C7 C2 C3 C4 175.3(2) . . . . ? C1 C2 C3 C8 176.1(2) . . . . ? C7 C2 C3 C8 -8.8(4) . . . . ? C2 C3 C4 C5 2.4(4) . . . . ? C8 C3 C4 C5 -173.5(2) . . . . ? C3 C4 C5 C6 -2.7(4) . . . . ? C2 C1 C6 C5 2.4(4) . . . . ? O5 C1 C6 C5 176.4(2) . . . . ? C4 C5 C6 C1 0.4(4) . . . . ? Nd1 O2 C7 O1 107.1(2) . . . . ? Nd1 O2 C7 C2 -74.8(2) . . . . ? Zn1 O1 C7 O2 9.6(3) . . . . ? Zn1 O1 C7 C2 -168.53(14) . . . . ? C1 C2 C7 O2 -85.2(3) . . . . ? C3 C2 C7 O2 99.7(3) . . . . ? C1 C2 C7 O1 93.0(3) . . . . ? C3 C2 C7 O1 -82.1(3) . . . . ? Nd1 O4 C8 O3 -5.9(2) 2_756 . . . ? Nd1 O4 C8 C3 172.33(18) 2_756 . . . ? Nd1 O3 C8 O4 160.4(2) . . . . ? Nd1 O3 C8 O4 5.6(2) 2_756 . . . ? Nd1 O3 C8 C3 -17.9(4) . . . . ? Nd1 O3 C8 C3 -172.66(18) 2_756 . . . ? Nd1 O3 C8 Nd1 154.8(3) . . . 2_756 ? C4 C3 C8 O4 -35.8(3) . . . . ? C2 C3 C8 O4 148.3(2) . . . . ? C4 C3 C8 O3 142.5(2) . . . . ? C2 C3 C8 O3 -33.4(3) . . . . ? C4 C3 C8 Nd1 45.4(15) . . . 2_756 ? C2 C3 C8 Nd1 -130.6(13) . . . 2_756 ? C13 N1 C9 C10 1.0(4) . . . . ? Zn1 N1 C9 C10 -175.6(2) 2_666 . . . ? C1 O5 C10 C11 21.4(4) . . . . ? C1 O5 C10 C9 -160.5(2) . . . . ? N1 C9 C10 C11 0.3(4) . . . . ? N1 C9 C10 O5 -177.9(2) . . . . ? O5 C10 C11 C12 177.0(3) . . . . ? C9 C10 C11 C12 -1.0(4) . . . . ? C10 C11 C12 C13 0.4(4) . . . . ? C9 N1 C13 C12 -1.5(4) . . . . ? Zn1 N1 C13 C12 174.8(2) 2_666 . . . ? C11 C12 C13 N1 0.8(5) . . . . ? C23 O10 C14 C19 -15.8(4) . . . . ? C23 O10 C14 C15 166.0(2) . . . . ? O10 C14 C15 C16 178.5(2) . . . . ? C19 C14 C15 C16 0.2(4) . . . . ? O10 C14 C15 C20 -0.6(3) . . . . ? C19 C14 C15 C20 -178.8(2) . . . . ? C14 C15 C16 C17 1.3(3) . . . . ? C20 C15 C16 C17 -179.7(2) . . . . ? C14 C15 C16 C21 -176.5(2) . . . . ? C20 C15 C16 C21 2.5(3) . . . . ? C15 C16 C17 C18 -1.2(4) . . . . ? C21 C16 C17 C18 176.7(2) . . . . ? C16 C17 C18 C19 -0.3(4) . . . . ? C17 C18 C19 C14 1.8(4) . . . . ? O10 C14 C19 C18 -179.8(2) . . . . ? C15 C14 C19 C18 -1.8(4) . . . . ? Zn1 O6 C20 O7 -1.8(3) . . . . ? Zn1 O6 C20 C15 179.08(15) . . . . ? Nd1 O7 C20 O6 99.9(2) . . . . ? Nd1 O7 C20 C15 -81.0(2) . . . . ? C16 C15 C20 O6 -91.5(3) . . . . ? C14 C15 C20 O6 87.5(3) . . . . ? C16 C15 C20 O7 89.3(3) . . . . ? C14 C15 C20 O7 -91.7(3) . . . . ? Nd1 O9 C21 O8 -3.2(2) 2_656 . . . ? Nd1 O9 C21 C16 178.17(18) 2_656 . . . ? Nd1 O8 C21 O9 136.5(2) . . . . ? Nd1 O8 C21 O9 3.2(2) 2_656 . . . ? Nd1 O8 C21 C16 -44.9(3) . . . . ? Nd1 O8 C21 C16 -178.19(18) 2_656 . . . ? Nd1 O8 C21 Nd1 133.3(2) . . . 2_656 ? C17 C16 C21 O9 -26.4(3) . . . . ? C15 C16 C21 O9 151.5(2) . . . . ? C17 C16 C21 O8 155.0(2) . . . . ? C15 C16 C21 O8 -27.1(3) . . . . ? C17 C16 C21 Nd1 53(6) . . . 2_656 ? C15 C16 C21 Nd1 -129(6) . . . 2_656 ? C26 N2 C22 C23 0.1(4) . . . . ? N2 C22 C23 C24 1.0(4) . . . . ? N2 C22 C23 O10 178.1(2) . . . . ? C14 O10 C23 C22 108.5(3) . . . . ? C14 O10 C23 C24 -74.4(3) . . . . ? C22 C23 C24 C25 -2.3(4) . . . . ? O10 C23 C24 C25 -179.3(3) . . . . ? C23 C24 C25 C26 2.5(5) . . . . ? C22 N2 C26 C25 0.1(5) . . . . ? C24 C25 C26 N2 -1.5(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 O11 H1W N2 0.85 1.93 2.765(3) 168.2 1_556 O11 H2W O7 0.85 2.03 2.848(2) 160.4 2_756 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.569 _refine_diff_density_min -0.361 _refine_diff_density_rms 0.067 data_Pr _database_code_depnum_ccdc_archive 'CCDC 886559' #TrackingRef 'Pr.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 Cl N2 O11 Pr Zn' _chemical_formula_weight 774.14 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' Cl Cl 0.1484 0.1585 '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' Pr Pr -0.2180 2.8214 '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 8.5153(8) _cell_length_b 12.8224(12) _cell_length_c 13.4358(13) _cell_angle_alpha 107.6690(10) _cell_angle_beta 104.5520(10) _cell_angle_gamma 92.6520(10) _cell_volume 1341.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6836 _cell_measurement_theta_min 2.58 _cell_measurement_theta_max 28.21 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.917 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 2.855 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5355 _exptl_absorpt_correction_T_max 0.7078 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9626 _diffrn_reflns_av_R_equivalents 0.0155 _diffrn_reflns_av_sigmaI/netI 0.0238 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4839 _reflns_number_gt 4548 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0191P)^2^+0.8925P] 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 4839 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0207 _refine_ls_R_factor_gt 0.0187 _refine_ls_wR_factor_ref 0.0446 _refine_ls_wR_factor_gt 0.0436 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 Pr1 Pr 0.246196(15) 0.489435(10) -0.010746(10) 0.01666(5) Uani 1 1 d . . . Zn1 Zn 0.32330(4) 0.21975(2) 0.15973(2) 0.02546(7) Uani 1 1 d . . . Cl1 Cl 0.22931(9) 0.12800(6) 0.25352(6) 0.03881(17) Uani 1 1 d . . . O1 O 0.2658(2) 0.06118(15) -0.21223(17) 0.0364(5) Uani 1 1 d . . . O2 O 0.1525(2) 0.18347(15) 0.01920(14) 0.0300(4) Uani 1 1 d . . . O3 O 0.3000(2) 0.29852(14) -0.02777(14) 0.0266(4) Uani 1 1 d . . . O4 O -0.02596(19) 0.38879(13) -0.05563(13) 0.0210(4) Uani 1 1 d . . . O5 O -0.2836(2) 0.31269(14) -0.11648(15) 0.0284(4) Uani 1 1 d . . . O6 O 0.2600(2) 0.54698(16) 0.41837(15) 0.0387(5) Uani 1 1 d . . . O7 O 0.4056(2) 0.37559(14) 0.24945(14) 0.0297(4) Uani 1 1 d . . . O8 O 0.2217(2) 0.45706(14) 0.15830(13) 0.0228(4) Uani 1 1 d . . . O9 O 0.53043(19) 0.51863(14) 0.11071(13) 0.0225(4) Uani 1 1 d . . . O10 O 0.7677(2) 0.61907(15) 0.20848(14) 0.0289(4) Uani 1 1 d . . . O11 O 0.1185(2) 0.58885(16) -0.13561(14) 0.0328(4) Uani 1 1 d . . . H1W H 0.1278 0.5785 -0.1993 0.049 Uiso 1 1 d R . . H2W H 0.0149 0.5853 -0.1547 0.049 Uiso 1 1 d R . . N1 N 0.4735(3) -0.14970(18) -0.13134(19) 0.0304(5) Uani 1 1 d . . . N2 N 0.1385(3) 0.6075(2) 0.66796(18) 0.0377(6) Uani 1 1 d . . . C1 C 0.1092(3) 0.0923(2) -0.2389(2) 0.0278(6) Uani 1 1 d . . . C2 C 0.0662(3) 0.17827(19) -0.16244(19) 0.0220(5) Uani 1 1 d . . . C3 C -0.0881(3) 0.21174(19) -0.1928(2) 0.0231(5) Uani 1 1 d . . . C4 C -0.1927(3) 0.1607(2) -0.2960(2) 0.0298(6) Uani 1 1 d . . . H4 H -0.2960 0.1820 -0.3148 0.036 Uiso 1 1 calc R . . C5 C -0.1440(4) 0.0778(2) -0.3713(2) 0.0374(7) Uani 1 1 d . . . H5 H -0.2133 0.0452 -0.4412 0.045 Uiso 1 1 calc R . . C6 C 0.0076(4) 0.0436(2) -0.3426(2) 0.0368(7) Uani 1 1 d . . . H6 H 0.0407 -0.0119 -0.3929 0.044 Uiso 1 1 calc R . . C7 C 0.1826(3) 0.2258(2) -0.0488(2) 0.0232(5) Uani 1 1 d . . . C8 C -0.1378(3) 0.30840(19) -0.11730(19) 0.0200(5) Uani 1 1 d . . . C9 C 0.4299(3) -0.0697(2) -0.1742(2) 0.0297(6) Uani 1 1 d . . . H9 H 0.4968 -0.0455 -0.2101 0.036 Uiso 1 1 calc R . . C10 C 0.2890(3) -0.0221(2) -0.1669(2) 0.0282(6) Uani 1 1 d . . . C11 C 0.1884(3) -0.0569(2) -0.1138(2) 0.0316(6) Uani 1 1 d . . . H11 H 0.0920 -0.0270 -0.1090 0.038 Uiso 1 1 calc R . . C12 C 0.2357(4) -0.1373(2) -0.0682(3) 0.0400(7) Uani 1 1 d . . . H12 H 0.1716 -0.1615 -0.0306 0.048 Uiso 1 1 calc R . . C13 C 0.3775(4) -0.1822(2) -0.0779(3) 0.0370(7) Uani 1 1 d . . . H13 H 0.4075 -0.2364 -0.0465 0.044 Uiso 1 1 calc R . . C14 C 0.3822(3) 0.6135(2) 0.4071(2) 0.0263(6) Uani 1 1 d . . . C15 C 0.4312(3) 0.57042(19) 0.31226(19) 0.0205(5) Uani 1 1 d . . . C16 C 0.5577(3) 0.6315(2) 0.29639(19) 0.0211(5) Uani 1 1 d . . . C17 C 0.6300(3) 0.7342(2) 0.3725(2) 0.0282(6) Uani 1 1 d . . . H17 H 0.7128 0.7751 0.3610 0.034 Uiso 1 1 calc R . . C18 C 0.5779(3) 0.7751(2) 0.4651(2) 0.0335(6) Uani 1 1 d . . . H18 H 0.6250 0.8440 0.5152 0.040 Uiso 1 1 calc R . . C19 C 0.4566(3) 0.7142(2) 0.4835(2) 0.0334(6) Uani 1 1 d . . . H19 H 0.4250 0.7409 0.5471 0.040 Uiso 1 1 calc R . . C20 C 0.3468(3) 0.4587(2) 0.23352(19) 0.0204(5) Uani 1 1 d . . . C21 C 0.6236(3) 0.58825(19) 0.20051(19) 0.0214(5) Uani 1 1 d . . . C22 C 0.2113(3) 0.5672(2) 0.5898(2) 0.0329(6) Uani 1 1 d . . . H22 H 0.2857 0.5175 0.5986 0.040 Uiso 1 1 calc R . . C23 C 0.1812(3) 0.5960(2) 0.4972(2) 0.0291(6) Uani 1 1 d . . . C24 C 0.0700(4) 0.6676(3) 0.4808(2) 0.0413(7) Uani 1 1 d . . . H24 H 0.0454 0.6862 0.4174 0.050 Uiso 1 1 calc R . . C25 C -0.0039(4) 0.7107(3) 0.5621(3) 0.0458(8) Uani 1 1 d . . . H25 H -0.0776 0.7612 0.5555 0.055 Uiso 1 1 calc R . . C26 C 0.0326(4) 0.6784(3) 0.6525(2) 0.0394(7) Uani 1 1 d . . . H26 H -0.0193 0.7074 0.7061 0.047 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 Pr1 0.01296(7) 0.02247(7) 0.01711(7) 0.00782(5) 0.00651(5) 0.00512(5) Zn1 0.02555(16) 0.02629(16) 0.02646(16) 0.01085(13) 0.00671(13) 0.00970(12) Cl1 0.0394(4) 0.0486(4) 0.0398(4) 0.0242(3) 0.0178(3) 0.0119(3) O1 0.0351(11) 0.0343(10) 0.0550(13) 0.0240(10) 0.0246(10) 0.0206(9) O2 0.0321(11) 0.0330(10) 0.0262(10) 0.0138(8) 0.0052(8) 0.0040(8) O3 0.0221(10) 0.0262(9) 0.0320(10) 0.0104(8) 0.0067(8) 0.0063(8) O4 0.0165(9) 0.0229(8) 0.0225(9) 0.0049(7) 0.0064(7) 0.0045(7) O5 0.0160(9) 0.0285(9) 0.0375(11) 0.0067(8) 0.0067(8) 0.0055(7) O6 0.0468(12) 0.0375(11) 0.0343(11) 0.0023(9) 0.0289(10) -0.0030(9) O7 0.0343(11) 0.0242(9) 0.0275(10) 0.0086(8) 0.0020(8) 0.0091(8) O8 0.0194(9) 0.0313(9) 0.0200(9) 0.0106(7) 0.0060(7) 0.0055(7) O9 0.0176(9) 0.0320(9) 0.0169(8) 0.0056(7) 0.0060(7) 0.0034(7) O10 0.0208(9) 0.0393(10) 0.0252(9) 0.0069(8) 0.0095(8) -0.0023(8) O11 0.0304(11) 0.0524(12) 0.0283(10) 0.0255(9) 0.0134(8) 0.0162(9) N1 0.0266(12) 0.0283(11) 0.0389(13) 0.0132(10) 0.0097(10) 0.0106(9) N2 0.0412(15) 0.0553(16) 0.0263(12) 0.0190(11) 0.0172(11) 0.0172(12) C1 0.0317(15) 0.0250(13) 0.0335(15) 0.0135(11) 0.0147(12) 0.0133(11) C2 0.0258(13) 0.0209(12) 0.0230(12) 0.0108(10) 0.0081(11) 0.0067(10) C3 0.0250(14) 0.0207(12) 0.0237(13) 0.0076(10) 0.0059(11) 0.0058(10) C4 0.0283(15) 0.0283(13) 0.0293(14) 0.0098(11) 0.0009(12) 0.0067(11) C5 0.0466(19) 0.0323(15) 0.0248(14) 0.0037(12) 0.0021(13) 0.0036(13) C6 0.0529(19) 0.0255(14) 0.0313(15) 0.0028(12) 0.0177(14) 0.0108(13) C7 0.0237(13) 0.0232(12) 0.0256(13) 0.0091(11) 0.0086(11) 0.0149(11) C8 0.0207(13) 0.0214(12) 0.0194(12) 0.0099(10) 0.0035(10) 0.0061(10) C9 0.0309(15) 0.0261(13) 0.0373(15) 0.0118(12) 0.0153(13) 0.0114(11) C10 0.0316(15) 0.0216(12) 0.0308(14) 0.0067(11) 0.0089(12) 0.0088(11) C11 0.0251(14) 0.0306(14) 0.0410(16) 0.0110(12) 0.0122(13) 0.0106(11) C12 0.0346(17) 0.0421(17) 0.0555(19) 0.0247(15) 0.0221(15) 0.0114(13) C13 0.0337(16) 0.0360(15) 0.0524(18) 0.0265(14) 0.0157(14) 0.0101(13) C14 0.0282(14) 0.0311(13) 0.0238(13) 0.0092(11) 0.0137(11) 0.0052(11) C15 0.0194(13) 0.0246(12) 0.0184(12) 0.0081(10) 0.0044(10) 0.0072(10) C16 0.0181(12) 0.0278(13) 0.0192(12) 0.0093(10) 0.0056(10) 0.0063(10) C17 0.0246(14) 0.0312(14) 0.0263(13) 0.0065(11) 0.0068(11) -0.0001(11) C18 0.0343(16) 0.0317(14) 0.0249(14) -0.0020(11) 0.0065(12) -0.0024(12) C19 0.0355(16) 0.0403(16) 0.0209(13) 0.0012(12) 0.0128(12) 0.0035(13) C20 0.0217(13) 0.0268(13) 0.0175(12) 0.0085(10) 0.0120(10) 0.0049(10) C21 0.0229(13) 0.0241(12) 0.0199(12) 0.0101(10) 0.0067(11) 0.0057(10) C22 0.0284(15) 0.0460(16) 0.0314(15) 0.0175(13) 0.0129(12) 0.0141(13) C23 0.0293(15) 0.0360(15) 0.0250(13) 0.0080(11) 0.0152(12) 0.0032(12) C24 0.052(2) 0.0506(18) 0.0316(16) 0.0231(14) 0.0155(14) 0.0168(15) C25 0.046(2) 0.0538(19) 0.0467(19) 0.0224(16) 0.0183(16) 0.0281(16) C26 0.0391(17) 0.0503(18) 0.0335(16) 0.0102(14) 0.0206(14) 0.0155(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pr1 O4 2.4389(16) . ? Pr1 O3 2.4641(17) . ? Pr1 O11 2.4761(17) . ? Pr1 O8 2.4852(16) . ? Pr1 O9 2.4943(16) . ? Pr1 O5 2.5456(17) 2_565 ? Pr1 O10 2.5673(17) 2_665 ? Pr1 O9 2.5788(16) 2_665 ? Pr1 O4 2.6489(15) 2_565 ? Pr1 C21 2.950(2) 2_665 ? Pr1 C8 2.974(2) 2_565 ? Zn1 O7 1.9801(17) . ? Zn1 O2 1.9803(18) . ? Zn1 N1 2.053(2) 2_655 ? Zn1 Cl1 2.2209(8) . ? O1 C10 1.380(3) . ? O1 C1 1.401(3) . ? O2 C7 1.265(3) . ? O3 C7 1.250(3) . ? O4 C8 1.285(3) . ? O4 Pr1 2.6489(15) 2_565 ? O5 C8 1.248(3) . ? O5 Pr1 2.5456(17) 2_565 ? O6 C14 1.381(3) . ? O6 C23 1.401(3) . ? O7 C20 1.252(3) . ? O8 C20 1.265(3) . ? O9 C21 1.297(3) . ? O9 Pr1 2.5788(16) 2_665 ? O10 C21 1.240(3) . ? O10 Pr1 2.5673(17) 2_665 ? O11 H1W 0.8501 . ? O11 H2W 0.8500 . ? N1 C13 1.343(3) . ? N1 C9 1.345(3) . ? N1 Zn1 2.053(2) 2_655 ? N2 C26 1.334(4) . ? N2 C22 1.335(3) . ? C1 C6 1.376(4) . ? C1 C2 1.394(3) . ? C2 C3 1.402(3) . ? C2 C7 1.518(3) . ? C3 C4 1.385(3) . ? C3 C8 1.499(3) . ? C4 C5 1.387(4) . ? C4 H4 0.9300 . ? C5 C6 1.383(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C8 Pr1 2.974(2) 2_565 ? C9 C10 1.382(4) . ? C9 H9 0.9300 . ? C10 C11 1.380(4) . ? C11 C12 1.379(4) . ? C11 H11 0.9300 . ? C12 C13 1.380(4) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C19 1.384(4) . ? C14 C15 1.402(3) . ? C15 C16 1.399(3) . ? C15 C20 1.513(3) . ? C16 C17 1.397(3) . ? C16 C21 1.497(3) . ? C17 C18 1.387(4) . ? C17 H17 0.9300 . ? C18 C19 1.382(4) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C21 Pr1 2.950(2) 2_665 ? C22 C23 1.369(4) . ? C22 H22 0.9300 . ? C23 C24 1.374(4) . ? C24 C25 1.381(4) . ? C24 H24 0.9300 . ? C25 C26 1.368(4) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? 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 Pr1 O3 76.54(5) . . ? O4 Pr1 O11 86.28(6) . . ? O3 Pr1 O11 136.32(6) . . ? O4 Pr1 O8 73.75(5) . . ? O3 Pr1 O8 73.18(6) . . ? O11 Pr1 O8 139.50(6) . . ? O4 Pr1 O9 143.13(5) . . ? O3 Pr1 O9 78.02(6) . . ? O11 Pr1 O9 130.24(6) . . ? O8 Pr1 O9 73.61(5) . . ? O4 Pr1 O5 114.51(5) . 2_565 ? O3 Pr1 O5 146.10(6) . 2_565 ? O11 Pr1 O5 77.53(6) . 2_565 ? O8 Pr1 O5 79.37(6) . 2_565 ? O9 Pr1 O5 75.41(5) . 2_565 ? O4 Pr1 O10 83.99(5) . 2_665 ? O3 Pr1 O10 69.61(6) . 2_665 ? O11 Pr1 O10 68.86(6) . 2_665 ? O8 Pr1 O10 140.10(6) . 2_665 ? O9 Pr1 O10 111.33(5) . 2_665 ? O5 Pr1 O10 140.51(6) 2_565 2_665 ? O4 Pr1 O9 134.41(5) . 2_665 ? O3 Pr1 O9 81.78(5) . 2_665 ? O11 Pr1 O9 82.45(6) . 2_665 ? O8 Pr1 O9 136.15(5) . 2_665 ? O9 Pr1 O9 66.23(6) . 2_665 ? O5 Pr1 O9 105.87(5) 2_565 2_665 ? O10 Pr1 O9 50.76(5) 2_665 2_665 ? O4 Pr1 O4 65.11(6) . 2_565 ? O3 Pr1 O4 134.45(5) . 2_565 ? O11 Pr1 O4 66.41(5) . 2_565 ? O8 Pr1 O4 73.23(5) . 2_565 ? O9 Pr1 O4 119.86(5) . 2_565 ? O5 Pr1 O4 50.13(5) 2_565 2_565 ? O10 Pr1 O4 126.26(5) 2_665 2_565 ? O9 Pr1 O4 143.17(5) 2_665 2_565 ? O4 Pr1 C21 108.52(6) . 2_665 ? O3 Pr1 C21 73.45(6) . 2_665 ? O11 Pr1 C21 74.62(6) . 2_665 ? O8 Pr1 C21 144.88(6) . 2_665 ? O9 Pr1 C21 89.05(6) . 2_665 ? O5 Pr1 C21 126.24(6) 2_565 2_665 ? O10 Pr1 C21 24.74(6) 2_665 2_665 ? O9 Pr1 C21 26.03(6) 2_665 2_665 ? O4 Pr1 C21 140.70(6) 2_565 2_665 ? O4 Pr1 C8 90.08(6) . 2_565 ? O3 Pr1 C8 146.56(6) . 2_565 ? O11 Pr1 C8 71.46(6) . 2_565 ? O8 Pr1 C8 73.68(6) . 2_565 ? O9 Pr1 C8 96.80(6) . 2_565 ? O5 Pr1 C8 24.60(6) 2_565 2_565 ? O10 Pr1 C8 140.15(6) 2_665 2_565 ? O9 Pr1 C8 126.76(6) 2_665 2_565 ? O4 Pr1 C8 25.58(6) 2_565 2_565 ? C21 Pr1 C8 139.91(6) 2_665 2_565 ? O7 Zn1 O2 120.45(7) . . ? O7 Zn1 N1 105.26(8) . 2_655 ? O2 Zn1 N1 108.49(8) . 2_655 ? O7 Zn1 Cl1 111.25(6) . . ? O2 Zn1 Cl1 105.56(6) . . ? N1 Zn1 Cl1 104.81(7) 2_655 . ? C10 O1 C1 119.3(2) . . ? C7 O2 Zn1 116.33(16) . . ? C7 O3 Pr1 119.09(15) . . ? C8 O4 Pr1 150.60(15) . . ? C8 O4 Pr1 91.49(13) . 2_565 ? Pr1 O4 Pr1 114.89(6) . 2_565 ? C8 O5 Pr1 97.29(14) . 2_565 ? C14 O6 C23 116.9(2) . . ? C20 O7 Zn1 126.14(16) . . ? C20 O8 Pr1 121.53(14) . . ? C21 O9 Pr1 139.81(15) . . ? C21 O9 Pr1 93.20(13) . 2_665 ? Pr1 O9 Pr1 113.77(6) . 2_665 ? C21 O10 Pr1 95.19(14) . 2_665 ? Pr1 O11 H1W 125.9 . . ? Pr1 O11 H2W 118.9 . . ? H1W O11 H2W 94.5 . . ? C13 N1 C9 118.2(2) . . ? C13 N1 Zn1 124.41(18) . 2_655 ? C9 N1 Zn1 117.28(18) . 2_655 ? C26 N2 C22 116.9(2) . . ? C6 C1 C2 121.9(2) . . ? C6 C1 O1 119.1(2) . . ? C2 C1 O1 118.8(2) . . ? C1 C2 C3 117.8(2) . . ? C1 C2 C7 118.8(2) . . ? C3 C2 C7 123.2(2) . . ? C4 C3 C2 120.4(2) . . ? C4 C3 C8 118.8(2) . . ? C2 C3 C8 120.6(2) . . ? C3 C4 C5 120.3(3) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C6 C5 C4 120.0(3) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C1 C6 C5 119.5(2) . . ? C1 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? O3 C7 O2 124.4(2) . . ? O3 C7 C2 121.1(2) . . ? O2 C7 C2 114.5(2) . . ? O5 C8 O4 120.8(2) . . ? O5 C8 C3 121.4(2) . . ? O4 C8 C3 117.8(2) . . ? O5 C8 Pr1 58.11(12) . 2_565 ? O4 C8 Pr1 62.92(12) . 2_565 ? C3 C8 Pr1 173.24(16) . 2_565 ? N1 C9 C10 122.3(2) . . ? N1 C9 H9 118.9 . . ? C10 C9 H9 118.9 . . ? C11 C10 O1 125.7(2) . . ? C11 C10 C9 119.6(2) . . ? O1 C10 C9 114.6(2) . . ? C12 C11 C10 117.7(2) . . ? C12 C11 H11 121.1 . . ? C10 C11 H11 121.1 . . ? C11 C12 C13 120.3(3) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? N1 C13 C12 121.8(3) . . ? N1 C13 H13 119.1 . . ? C12 C13 H13 119.1 . . ? O6 C14 C19 123.9(2) . . ? O6 C14 C15 115.1(2) . . ? C19 C14 C15 121.0(2) . . ? C16 C15 C14 118.5(2) . . ? C16 C15 C20 123.4(2) . . ? C14 C15 C20 118.0(2) . . ? C17 C16 C15 120.4(2) . . ? C17 C16 C21 117.9(2) . . ? C15 C16 C21 121.7(2) . . ? C18 C17 C16 119.8(2) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C19 C18 C17 120.5(2) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C14 119.8(2) . . ? C18 C19 H19 120.1 . . ? C14 C19 H19 120.1 . . ? O7 C20 O8 125.5(2) . . ? O7 C20 C15 117.0(2) . . ? O8 C20 C15 117.5(2) . . ? O10 C21 O9 120.8(2) . . ? O10 C21 C16 119.3(2) . . ? O9 C21 C16 119.9(2) . . ? O10 C21 Pr1 60.07(12) . 2_665 ? O9 C21 Pr1 60.78(12) . 2_665 ? C16 C21 Pr1 178.05(16) . 2_665 ? N2 C22 C23 122.7(3) . . ? N2 C22 H22 118.6 . . ? C23 C22 H22 118.6 . . ? C22 C23 C24 120.2(2) . . ? C22 C23 O6 118.6(2) . . ? C24 C23 O6 121.2(2) . . ? C23 C24 C25 117.3(3) . . ? C23 C24 H24 121.3 . . ? C25 C24 H24 121.3 . . ? C26 C25 C24 119.2(3) . . ? C26 C25 H25 120.4 . . ? C24 C25 H25 120.4 . . ? N2 C26 C25 123.6(3) . . ? N2 C26 H26 118.2 . . ? C25 C26 H26 118.2 . . ? 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 O7 Zn1 O2 C7 54.55(19) . . . . ? N1 Zn1 O2 C7 -66.69(18) 2_655 . . . ? Cl1 Zn1 O2 C7 -178.58(16) . . . . ? O4 Pr1 O3 C7 -1.36(17) . . . . ? O11 Pr1 O3 C7 -71.0(2) . . . . ? O8 Pr1 O3 C7 75.44(17) . . . . ? O9 Pr1 O3 C7 151.73(18) . . . . ? O5 Pr1 O3 C7 112.75(18) 2_565 . . . ? O10 Pr1 O3 C7 -89.88(18) 2_665 . . . ? O9 Pr1 O3 C7 -140.96(18) 2_665 . . . ? O4 Pr1 O3 C7 31.4(2) 2_565 . . . ? C21 Pr1 O3 C7 -115.68(18) 2_665 . . . ? C8 Pr1 O3 C7 67.6(2) 2_565 . . . ? O3 Pr1 O4 C8 -53.3(3) . . . . ? O11 Pr1 O4 C8 86.2(3) . . . . ? O8 Pr1 O4 C8 -129.5(3) . . . . ? O9 Pr1 O4 C8 -100.9(3) . . . . ? O5 Pr1 O4 C8 160.7(3) 2_565 . . . ? O10 Pr1 O4 C8 17.1(3) 2_665 . . . ? O9 Pr1 O4 C8 10.5(3) 2_665 . . . ? O4 Pr1 O4 C8 151.9(3) 2_565 . . . ? C21 Pr1 O4 C8 13.8(3) 2_665 . . . ? C8 Pr1 O4 C8 157.6(3) 2_565 . . . ? O3 Pr1 O4 Pr1 154.80(8) . . . 2_565 ? O11 Pr1 O4 Pr1 -65.67(7) . . . 2_565 ? O8 Pr1 O4 Pr1 78.69(7) . . . 2_565 ? O9 Pr1 O4 Pr1 107.23(9) . . . 2_565 ? O5 Pr1 O4 Pr1 8.82(9) 2_565 . . 2_565 ? O10 Pr1 O4 Pr1 -134.78(7) 2_665 . . 2_565 ? O9 Pr1 O4 Pr1 -141.32(6) 2_665 . . 2_565 ? O4 Pr1 O4 Pr1 0.0 2_565 . . 2_565 ? C21 Pr1 O4 Pr1 -138.09(7) 2_665 . . 2_565 ? C8 Pr1 O4 Pr1 5.74(7) 2_565 . . 2_565 ? O2 Zn1 O7 C20 9.2(2) . . . . ? N1 Zn1 O7 C20 132.0(2) 2_655 . . . ? Cl1 Zn1 O7 C20 -115.02(19) . . . . ? O4 Pr1 O8 C20 158.00(18) . . . . ? O3 Pr1 O8 C20 77.50(17) . . . . ? O11 Pr1 O8 C20 -138.46(17) . . . . ? O9 Pr1 O8 C20 -4.62(17) . . . . ? O5 Pr1 O8 C20 -82.38(17) 2_565 . . . ? O10 Pr1 O8 C20 99.24(18) 2_665 . . . ? O9 Pr1 O8 C20 19.5(2) 2_665 . . . ? O4 Pr1 O8 C20 -133.72(18) 2_565 . . . ? C21 Pr1 O8 C20 58.8(2) 2_665 . . . ? C8 Pr1 O8 C20 -107.02(18) 2_565 . . . ? O4 Pr1 O9 C21 -98.6(2) . . . . ? O3 Pr1 O9 C21 -145.8(2) . . . . ? O11 Pr1 O9 C21 72.1(2) . . . . ? O8 Pr1 O9 C21 -70.0(2) . . . . ? O5 Pr1 O9 C21 12.9(2) 2_565 . . . ? O10 Pr1 O9 C21 151.9(2) 2_665 . . . ? O9 Pr1 O9 C21 128.0(3) 2_665 . . . ? O4 Pr1 O9 C21 -11.1(2) 2_565 . . . ? C21 Pr1 O9 C21 140.9(2) 2_665 . . . ? C8 Pr1 O9 C21 0.7(2) 2_565 . . . ? O4 Pr1 O9 Pr1 133.40(7) . . . 2_665 ? O3 Pr1 O9 Pr1 86.20(7) . . . 2_665 ? O11 Pr1 O9 Pr1 -55.89(10) . . . 2_665 ? O8 Pr1 O9 Pr1 161.96(8) . . . 2_665 ? O5 Pr1 O9 Pr1 -115.05(8) 2_565 . . 2_665 ? O10 Pr1 O9 Pr1 23.92(8) 2_665 . . 2_665 ? O9 Pr1 O9 Pr1 0.0 2_665 . . 2_665 ? O4 Pr1 O9 Pr1 -139.08(6) 2_565 . . 2_665 ? C21 Pr1 O9 Pr1 12.92(7) 2_665 . . 2_665 ? C8 Pr1 O9 Pr1 -127.31(7) 2_565 . . 2_665 ? C10 O1 C1 C6 -92.9(3) . . . . ? C10 O1 C1 C2 92.5(3) . . . . ? C6 C1 C2 C3 2.4(4) . . . . ? O1 C1 C2 C3 176.9(2) . . . . ? C6 C1 C2 C7 178.4(2) . . . . ? O1 C1 C2 C7 -7.2(3) . . . . ? C1 C2 C3 C4 -0.3(4) . . . . ? C7 C2 C3 C4 -176.1(2) . . . . ? C1 C2 C3 C8 -176.0(2) . . . . ? C7 C2 C3 C8 8.2(4) . . . . ? C2 C3 C4 C5 -1.8(4) . . . . ? C8 C3 C4 C5 173.9(2) . . . . ? C3 C4 C5 C6 1.9(4) . . . . ? C2 C1 C6 C5 -2.2(4) . . . . ? O1 C1 C6 C5 -176.7(2) . . . . ? C4 C5 C6 C1 0.0(4) . . . . ? Pr1 O3 C7 O2 -106.8(2) . . . . ? Pr1 O3 C7 C2 75.3(2) . . . . ? Zn1 O2 C7 O3 -9.8(3) . . . . ? Zn1 O2 C7 C2 168.26(15) . . . . ? C1 C2 C7 O3 84.1(3) . . . . ? C3 C2 C7 O3 -100.2(3) . . . . ? C1 C2 C7 O2 -94.1(3) . . . . ? C3 C2 C7 O2 81.7(3) . . . . ? Pr1 O5 C8 O4 5.6(2) 2_565 . . . ? Pr1 O5 C8 C3 -172.08(19) 2_565 . . . ? Pr1 O4 C8 O5 -160.0(2) . . . . ? Pr1 O4 C8 O5 -5.3(2) 2_565 . . . ? Pr1 O4 C8 C3 17.8(4) . . . . ? Pr1 O4 C8 C3 172.42(18) 2_565 . . . ? Pr1 O4 C8 Pr1 -154.7(3) . . . 2_565 ? C4 C3 C8 O5 35.8(3) . . . . ? C2 C3 C8 O5 -148.5(2) . . . . ? C4 C3 C8 O4 -141.9(2) . . . . ? C2 C3 C8 O4 33.8(3) . . . . ? C4 C3 C8 Pr1 -47.7(15) . . . 2_565 ? C2 C3 C8 Pr1 128.0(13) . . . 2_565 ? C13 N1 C9 C10 -1.3(4) . . . . ? Zn1 N1 C9 C10 175.4(2) 2_655 . . . ? C1 O1 C10 C11 -21.2(4) . . . . ? C1 O1 C10 C9 161.0(2) . . . . ? N1 C9 C10 C11 0.1(4) . . . . ? N1 C9 C10 O1 178.0(2) . . . . ? O1 C10 C11 C12 -176.5(3) . . . . ? C9 C10 C11 C12 1.2(4) . . . . ? C10 C11 C12 C13 -1.3(4) . . . . ? C9 N1 C13 C12 1.3(4) . . . . ? Zn1 N1 C13 C12 -175.2(2) 2_655 . . . ? C11 C12 C13 N1 0.0(5) . . . . ? C23 O6 C14 C19 16.1(4) . . . . ? C23 O6 C14 C15 -165.7(2) . . . . ? O6 C14 C15 C16 -178.2(2) . . . . ? C19 C14 C15 C16 0.1(4) . . . . ? O6 C14 C15 C20 0.4(3) . . . . ? C19 C14 C15 C20 178.7(2) . . . . ? C14 C15 C16 C17 -1.5(4) . . . . ? C20 C15 C16 C17 179.9(2) . . . . ? C14 C15 C16 C21 176.4(2) . . . . ? C20 C15 C16 C21 -2.2(4) . . . . ? C15 C16 C17 C18 1.0(4) . . . . ? C21 C16 C17 C18 -177.0(2) . . . . ? C16 C17 C18 C19 0.9(4) . . . . ? C17 C18 C19 C14 -2.4(4) . . . . ? O6 C14 C19 C18 180.0(3) . . . . ? C15 C14 C19 C18 1.9(4) . . . . ? Zn1 O7 C20 O8 1.7(3) . . . . ? Zn1 O7 C20 C15 -179.37(15) . . . . ? Pr1 O8 C20 O7 -99.7(2) . . . . ? Pr1 O8 C20 C15 81.3(2) . . . . ? C16 C15 C20 O7 90.8(3) . . . . ? C14 C15 C20 O7 -87.7(3) . . . . ? C16 C15 C20 O8 -90.1(3) . . . . ? C14 C15 C20 O8 91.3(3) . . . . ? Pr1 O10 C21 O9 2.7(2) 2_665 . . . ? Pr1 O10 C21 C16 -177.88(19) 2_665 . . . ? Pr1 O9 C21 O10 -136.4(2) . . . . ? Pr1 O9 C21 O10 -2.7(2) 2_665 . . . ? Pr1 O9 C21 C16 44.2(3) . . . . ? Pr1 O9 C21 C16 177.91(19) 2_665 . . . ? Pr1 O9 C21 Pr1 -133.8(2) . . . 2_665 ? C17 C16 C21 O10 26.1(3) . . . . ? C15 C16 C21 O10 -151.9(2) . . . . ? C17 C16 C21 O9 -154.4(2) . . . . ? C15 C16 C21 O9 27.6(3) . . . . ? C17 C16 C21 Pr1 -44(5) . . . 2_665 ? C15 C16 C21 Pr1 138(5) . . . 2_665 ? C26 N2 C22 C23 0.0(4) . . . . ? N2 C22 C23 C24 -1.2(5) . . . . ? N2 C22 C23 O6 -178.2(3) . . . . ? C14 O6 C23 C22 -108.6(3) . . . . ? C14 O6 C23 C24 74.4(4) . . . . ? C22 C23 C24 C25 2.1(5) . . . . ? O6 C23 C24 C25 179.0(3) . . . . ? C23 C24 C25 C26 -1.9(5) . . . . ? C22 N2 C26 C25 0.1(5) . . . . ? C24 C25 C26 N2 0.9(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 O11 H2W O8 0.85 2.05 2.850(2) 157.3 2_565 O11 H1W N2 0.85 1.95 2.767(3) 160.5 1_554 _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.441 _refine_diff_density_min -0.484 _refine_diff_density_rms 0.065 data_Zn _database_code_depnum_ccdc_archive 'CCDC 886560' #TrackingRef 'Zn.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 N2 O10 Zn' _chemical_formula_weight 581.78 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 10.9569(14) _cell_length_b 18.022(2) _cell_length_c 11.7421(15) _cell_angle_alpha 90.00 _cell_angle_beta 100.189(2) _cell_angle_gamma 90.00 _cell_volume 2282.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2575 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 22.41 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.693 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 1.145 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.8033 _exptl_absorpt_correction_T_max 0.8470 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21030 _diffrn_reflns_av_R_equivalents 0.0641 _diffrn_reflns_av_sigmaI/netI 0.0661 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5642 _reflns_number_gt 3734 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0400P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5642 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0780 _refine_ls_R_factor_gt 0.0417 _refine_ls_wR_factor_ref 0.1015 _refine_ls_wR_factor_gt 0.0878 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 0.34469(3) 0.159840(17) 0.18364(3) 0.02443(10) Uani 1 1 d . . . O1 O 0.45655(18) 0.11061(11) 0.30867(15) 0.0328(5) Uani 1 1 d . . . O2 O 0.3683(2) 0.19231(12) 0.40937(17) 0.0416(5) Uani 1 1 d . . . O3 O 0.43824(17) 0.25316(10) 0.65382(17) 0.0329(5) Uani 1 1 d . . . O4 O 0.2993(2) 0.16362(12) 0.6549(2) 0.0477(6) Uani 1 1 d . . . O5 O 0.56304(17) 0.12576(11) 0.82878(15) 0.0308(5) Uani 1 1 d . . . O6 O 0.17156(17) 0.17433(11) 0.19046(16) 0.0322(5) Uani 1 1 d . . . O7A O 0.10129(19) 0.05807(11) 0.1923(2) 0.0459(6) Uani 1 1 d . . . O8 O 0.04982(19) 0.08076(12) 0.44015(18) 0.0468(6) Uani 1 1 d . . . O9 O -0.1208(2) 0.01386(12) 0.38052(19) 0.0513(6) Uani 1 1 d . . . H9A H -0.0918 -0.0111 0.4372 0.077 Uiso 1 1 calc R . . O10 O -0.02871(19) 0.25136(11) 0.05940(18) 0.0388(5) Uani 1 1 d . . . N1 N 0.3614(2) 0.10344(12) 1.03439(18) 0.0273(5) Uani 1 1 d . . . N2 N 0.1558(2) 0.20585(16) -0.1493(2) 0.0465(7) Uani 1 1 d . . . H2A H 0.2196 0.2240 -0.1727 0.056 Uiso 1 1 calc R . . C1 C 0.4417(3) 0.14105(15) 0.4040(2) 0.0261(6) Uani 1 1 d . . . C2 C 0.5207(2) 0.11059(14) 0.5116(2) 0.0234(6) Uani 1 1 d . . . C3 C 0.6148(2) 0.06047(15) 0.5030(2) 0.0268(6) Uani 1 1 d . . . H3A H 0.6266 0.0452 0.4301 0.032 Uiso 1 1 calc R . . C4 C 0.6911(3) 0.03262(16) 0.5994(2) 0.0312(7) Uani 1 1 d . . . H4A H 0.7546 -0.0002 0.5917 0.037 Uiso 1 1 calc R . . C5 C 0.6719(2) 0.05413(15) 0.7077(2) 0.0296(6) Uani 1 1 d . . . H5A H 0.7228 0.0361 0.7738 0.036 Uiso 1 1 calc R . . C6 C 0.5771(2) 0.10224(15) 0.7171(2) 0.0255(6) Uani 1 1 d . . . C7 C 0.5006(2) 0.13206(14) 0.6217(2) 0.0225(6) Uani 1 1 d . . . C8 C 0.4013(3) 0.18669(16) 0.6430(2) 0.0256(6) Uani 1 1 d . . . C9 C 0.4726(2) 0.09273(15) 0.8785(2) 0.0267(6) Uani 1 1 d . . . C10 C 0.4104(3) 0.02849(16) 0.8410(2) 0.0359(7) Uani 1 1 d . . . H10A H 0.4278 0.0029 0.7770 0.043 Uiso 1 1 calc R . . C11 C 0.3218(3) 0.00335(17) 0.9014(3) 0.0400(8) Uani 1 1 d . . . H11A H 0.2776 -0.0397 0.8778 0.048 Uiso 1 1 calc R . . C12 C 0.2984(3) 0.04194(16) 0.9968(2) 0.0328(7) Uani 1 1 d . . . H12A H 0.2373 0.0247 1.0360 0.039 Uiso 1 1 calc R . . C13 C 0.4471(3) 0.12862(16) 0.9751(2) 0.0276(6) Uani 1 1 d . . . H13A H 0.4906 0.1716 1.0001 0.033 Uiso 1 1 calc R . . C14 C 0.0886(2) 0.12547(16) 0.1966(2) 0.0263(6) Uani 1 1 d . . . C15 C -0.0360(2) 0.15751(15) 0.2078(2) 0.0251(6) Uani 1 1 d . . . C16 C -0.0902(3) 0.21505(16) 0.1383(2) 0.0311(6) Uani 1 1 d . . . C17 C -0.2053(3) 0.24332(18) 0.1476(3) 0.0420(8) Uani 1 1 d . . . H17A H -0.2393 0.2817 0.0993 0.050 Uiso 1 1 calc R . . C18 C -0.2695(3) 0.21489(19) 0.2281(3) 0.0464(8) Uani 1 1 d . . . H18A H -0.3462 0.2345 0.2356 0.056 Uiso 1 1 calc R . . C19 C -0.2189(3) 0.15688(17) 0.2977(3) 0.0392(7) Uani 1 1 d . . . H19A H -0.2626 0.1367 0.3514 0.047 Uiso 1 1 calc R . . C20 C -0.1039(2) 0.12853(16) 0.2884(2) 0.0286(6) Uani 1 1 d . . . C21 C -0.0525(3) 0.07019(16) 0.3750(2) 0.0319(7) Uani 1 1 d . . . C22 C 0.0125(3) 0.21147(17) -0.0252(2) 0.0314(7) Uani 1 1 d . . . C23 C -0.0449(3) 0.14895(18) -0.0764(3) 0.0437(8) Uani 1 1 d . . . H23A H -0.1151 0.1300 -0.0524 0.052 Uiso 1 1 calc R . . C24 C 0.0031(3) 0.1146(2) -0.1642(3) 0.0511(9) Uani 1 1 d . . . H24A H -0.0323 0.0711 -0.1975 0.061 Uiso 1 1 calc R . . C25 C 0.1038(3) 0.1454(2) -0.2016(3) 0.0495(9) Uani 1 1 d . . . H25A H 0.1351 0.1243 -0.2627 0.059 Uiso 1 1 calc R . . C26 C 0.1151(3) 0.24001(18) -0.0626(3) 0.0407(8) Uani 1 1 d . . . H26A H 0.1549 0.2821 -0.0283 0.049 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 0.02525(17) 0.02646(18) 0.02296(17) -0.00011(14) 0.00803(12) -0.00021(14) O1 0.0449(12) 0.0344(12) 0.0192(10) 0.0002(8) 0.0056(9) 0.0052(9) O2 0.0465(13) 0.0469(14) 0.0295(12) 0.0009(10) 0.0011(10) 0.0191(11) O3 0.0316(11) 0.0277(11) 0.0403(12) -0.0053(9) 0.0089(9) 0.0035(9) O4 0.0333(12) 0.0412(13) 0.0756(17) 0.0095(12) 0.0287(11) 0.0041(10) O5 0.0361(11) 0.0378(12) 0.0204(10) -0.0035(9) 0.0106(8) -0.0025(9) O6 0.0239(10) 0.0369(12) 0.0373(12) -0.0021(9) 0.0099(9) -0.0030(8) O7A 0.0424(13) 0.0285(12) 0.0711(16) 0.0056(11) 0.0219(12) 0.0074(10) O8 0.0376(13) 0.0546(15) 0.0466(14) 0.0154(11) 0.0033(11) -0.0005(11) O9 0.0562(15) 0.0431(14) 0.0537(15) 0.0183(11) 0.0068(12) -0.0097(12) O10 0.0474(13) 0.0323(12) 0.0389(13) 0.0076(10) 0.0139(10) -0.0018(10) N1 0.0320(13) 0.0284(13) 0.0221(12) 0.0012(10) 0.0066(10) -0.0001(10) N2 0.0351(15) 0.0540(19) 0.0546(18) 0.0304(15) 0.0193(14) 0.0029(14) C1 0.0287(15) 0.0286(16) 0.0214(14) 0.0026(11) 0.0052(12) -0.0036(12) C2 0.0248(14) 0.0247(14) 0.0214(14) -0.0004(11) 0.0056(11) -0.0014(11) C3 0.0312(15) 0.0281(15) 0.0242(14) -0.0028(12) 0.0133(12) 0.0019(12) C4 0.0316(15) 0.0303(16) 0.0345(16) 0.0024(13) 0.0131(13) 0.0109(13) C5 0.0303(15) 0.0324(16) 0.0257(15) 0.0056(12) 0.0038(12) 0.0067(12) C6 0.0305(15) 0.0272(15) 0.0213(14) -0.0017(11) 0.0113(12) 0.0003(12) C7 0.0234(13) 0.0212(13) 0.0235(14) 0.0000(11) 0.0057(11) 0.0005(11) C8 0.0275(15) 0.0299(15) 0.0203(14) 0.0030(11) 0.0071(11) 0.0047(12) C9 0.0296(15) 0.0307(16) 0.0206(14) 0.0026(12) 0.0071(12) 0.0054(12) C10 0.0504(19) 0.0352(17) 0.0248(15) -0.0056(13) 0.0140(14) -0.0012(15) C11 0.054(2) 0.0349(18) 0.0320(17) -0.0075(14) 0.0108(15) -0.0122(15) C12 0.0362(16) 0.0362(17) 0.0267(15) 0.0007(13) 0.0072(13) -0.0044(14) C13 0.0339(16) 0.0281(15) 0.0227(14) -0.0019(12) 0.0100(12) -0.0001(12) C14 0.0253(14) 0.0320(16) 0.0222(14) 0.0037(12) 0.0055(11) 0.0020(12) C15 0.0204(13) 0.0252(14) 0.0300(15) -0.0009(12) 0.0049(11) -0.0016(11) C16 0.0326(16) 0.0284(16) 0.0324(16) 0.0031(13) 0.0058(13) -0.0011(13) C17 0.0329(17) 0.0395(19) 0.052(2) 0.0104(16) 0.0033(15) 0.0108(14) C18 0.0277(16) 0.048(2) 0.066(2) 0.0031(18) 0.0153(16) 0.0090(15) C19 0.0296(16) 0.0406(18) 0.051(2) 0.0027(16) 0.0180(14) 0.0008(14) C20 0.0265(15) 0.0289(15) 0.0313(16) 0.0000(12) 0.0077(12) 0.0003(12) C21 0.0339(16) 0.0311(16) 0.0344(17) 0.0000(13) 0.0159(14) -0.0007(13) C22 0.0303(15) 0.0345(17) 0.0291(16) 0.0113(13) 0.0042(13) -0.0003(13) C23 0.0365(18) 0.057(2) 0.0408(19) 0.0021(16) 0.0154(15) -0.0122(16) C24 0.052(2) 0.061(2) 0.042(2) -0.0067(18) 0.0144(17) -0.0087(18) C25 0.044(2) 0.072(3) 0.0368(19) 0.0123(18) 0.0176(16) 0.0089(19) C26 0.0362(18) 0.0377(19) 0.048(2) 0.0164(15) 0.0057(15) -0.0046(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O6 1.9304(19) . ? Zn1 O3 1.9387(19) 4_565 ? Zn1 O1 1.9515(18) . ? Zn1 N1 2.062(2) 1_554 ? O1 C1 1.282(3) . ? O2 C1 1.234(3) . ? O3 C8 1.264(3) . ? O3 Zn1 1.9387(18) 4_566 ? O4 C8 1.223(3) . ? O5 C9 1.372(3) . ? O5 C6 1.413(3) . ? O6 C14 1.276(3) . ? O7A C14 1.225(3) . ? O8 C21 1.255(3) . ? O9 C21 1.270(3) . ? O9 H9A 0.8200 . ? O10 C22 1.366(3) . ? O10 C16 1.401(3) . ? N1 C12 1.338(3) . ? N1 C13 1.344(3) . ? N1 Zn1 2.062(2) 1_556 ? N2 C25 1.328(5) . ? N2 C26 1.332(4) . ? N2 H2A 0.8600 . ? C1 C2 1.504(4) . ? C2 C3 1.387(3) . ? C2 C7 1.404(4) . ? C3 C4 1.378(4) . ? C3 H3A 0.9300 . ? C4 C5 1.381(4) . ? C4 H4A 0.9300 . ? C5 C6 1.372(4) . ? C5 H5A 0.9300 . ? C6 C7 1.383(4) . ? C7 C8 1.521(4) . ? C9 C10 1.375(4) . ? C9 C13 1.377(4) . ? C10 C11 1.377(4) . ? C10 H10A 0.9300 . ? C11 C12 1.381(4) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.509(4) . ? C15 C16 1.386(4) . ? C15 C20 1.403(4) . ? C16 C17 1.382(4) . ? C17 C18 1.373(4) . ? C17 H17A 0.9300 . ? C18 C19 1.382(4) . ? C18 H18A 0.9300 . ? C19 C20 1.383(4) . ? C19 H19A 0.9300 . ? C20 C21 1.502(4) . ? C22 C23 1.376(4) . ? C22 C26 1.378(4) . ? C23 C24 1.383(4) . ? C23 H23A 0.9300 . ? C24 C25 1.375(5) . ? C24 H24A 0.9300 . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? 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 O6 Zn1 O3 116.93(8) . 4_565 ? O6 Zn1 O1 121.42(8) . . ? O3 Zn1 O1 102.81(8) 4_565 . ? O6 Zn1 N1 109.72(8) . 1_554 ? O3 Zn1 N1 96.66(9) 4_565 1_554 ? O1 Zn1 N1 106.08(8) . 1_554 ? C1 O1 Zn1 107.58(17) . . ? C8 O3 Zn1 127.91(18) . 4_566 ? C9 O5 C6 118.1(2) . . ? C14 O6 Zn1 128.58(18) . . ? C21 O9 H9A 109.5 . . ? C22 O10 C16 119.7(2) . . ? C12 N1 C13 118.4(2) . . ? C12 N1 Zn1 124.78(19) . 1_556 ? C13 N1 Zn1 116.70(18) . 1_556 ? C25 N2 C26 123.9(3) . . ? C25 N2 H2A 118.0 . . ? C26 N2 H2A 118.0 . . ? O2 C1 O1 123.4(2) . . ? O2 C1 C2 120.9(2) . . ? O1 C1 C2 115.7(2) . . ? C3 C2 C7 119.1(2) . . ? C3 C2 C1 120.1(2) . . ? C7 C2 C1 120.8(2) . . ? C4 C3 C2 121.9(2) . . ? C4 C3 H3A 119.1 . . ? C2 C3 H3A 119.1 . . ? C3 C4 C5 119.0(3) . . ? C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? C6 C5 C4 119.4(3) . . ? C6 C5 H5A 120.3 . . ? C4 C5 H5A 120.3 . . ? C5 C6 C7 122.7(2) . . ? C5 C6 O5 118.2(2) . . ? C7 C6 O5 119.0(2) . . ? C6 C7 C2 117.8(2) . . ? C6 C7 C8 117.9(2) . . ? C2 C7 C8 124.3(2) . . ? O4 C8 O3 126.4(3) . . ? O4 C8 C7 119.6(3) . . ? O3 C8 C7 113.8(2) . . ? O5 C9 C10 125.7(2) . . ? O5 C9 C13 114.4(2) . . ? C10 C9 C13 119.9(3) . . ? C9 C10 C11 117.8(3) . . ? C9 C10 H10A 121.1 . . ? C11 C10 H10A 121.1 . . ? C10 C11 C12 120.1(3) . . ? C10 C11 H11A 120.0 . . ? C12 C11 H11A 120.0 . . ? N1 C12 C11 121.7(3) . . ? N1 C12 H12A 119.1 . . ? C11 C12 H12A 119.1 . . ? N1 C13 C9 122.0(3) . . ? N1 C13 H13A 119.0 . . ? C9 C13 H13A 119.0 . . ? O7A C14 O6 126.5(3) . . ? O7A C14 C15 119.6(3) . . ? O6 C14 C15 113.9(2) . . ? C16 C15 C20 116.9(2) . . ? C16 C15 C14 122.4(2) . . ? C20 C15 C14 120.8(2) . . ? C17 C16 C15 122.1(3) . . ? C17 C16 O10 115.6(3) . . ? C15 C16 O10 122.2(2) . . ? C18 C17 C16 120.2(3) . . ? C18 C17 H17A 119.9 . . ? C16 C17 H17A 119.9 . . ? C17 C18 C19 119.3(3) . . ? C17 C18 H18A 120.4 . . ? C19 C18 H18A 120.4 . . ? C18 C19 C20 120.6(3) . . ? C18 C19 H19A 119.7 . . ? C20 C19 H19A 119.7 . . ? C19 C20 C15 121.0(3) . . ? C19 C20 C21 116.3(3) . . ? C15 C20 C21 122.5(2) . . ? O8 C21 O9 124.1(3) . . ? O8 C21 C20 119.6(3) . . ? O9 C21 C20 116.1(3) . . ? O10 C22 C23 124.4(3) . . ? O10 C22 C26 115.4(3) . . ? C23 C22 C26 120.1(3) . . ? C22 C23 C24 119.2(3) . . ? C22 C23 H23A 120.4 . . ? C24 C23 H23A 120.4 . . ? C25 C24 C23 119.3(3) . . ? C25 C24 H24A 120.3 . . ? C23 C24 H24A 120.3 . . ? N2 C25 C24 119.1(3) . . ? N2 C25 H25A 120.5 . . ? C24 C25 H25A 120.5 . . ? N2 C26 C22 118.3(3) . . ? N2 C26 H26A 120.8 . . ? C22 C26 H26A 120.8 . . ? 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 O9 H9A O8 0.82 1.90 2.714(3) 169.5 3_556 N2 H2A O2 0.86 2.30 2.948(4) 132.1 4_565 N2 H2A O6 0.86 2.43 2.889(3) 113.9 4_565 N2 H2A O4 0.86 2.58 3.101(4) 119.8 1_554 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.517 _refine_diff_density_min -0.487 _refine_diff_density_rms 0.078