# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Vilar-Compte, Ramon' _publ_contact_author_email r.vilar@imperial.ac.uk _publ_section_title ; Coordination chemistry of amide-functionalised tetraazamacrocycles: structural, relaxometric and cytotoxicity studies ; loop_ _publ_author_name Martinelli Dobson Balali-Mood Lythgoe A.J.P.White Ferretti Steinke R.Vilar-Compte # Attachment 'Dalton_11-09.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 756369' #TrackingRef 'Dalton_11-09.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H40 N8 O4' _chemical_formula_sum 'C28 H40 N8 O4' _chemical_formula_weight 552.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 9.3718(2) _cell_length_b 8.1181(2) _cell_length_c 19.6489(6) _cell_angle_alpha 90.00 _cell_angle_beta 101.157(3) _cell_angle_gamma 90.00 _cell_volume 1466.66(7) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5858 _cell_measurement_theta_min 4.1713 _cell_measurement_theta_max 32.5346 _exptl_crystal_description blocks _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.251 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 592 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.991 _exptl_absorpt_correction_T_max 0.995 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.48 (release 15-09-2009 CrysAlis171 .NET) (compiled Sep 15 2009,11:49:04) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur 3' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 15.9825 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22976 _diffrn_reflns_av_R_equivalents 0.0479 _diffrn_reflns_av_sigmaI/netI 0.0580 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 4.18 _diffrn_reflns_theta_max 32.61 _reflns_number_total 4946 _reflns_number_gt 2906 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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^)+(0.0466P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4946 _refine_ls_number_parameters 189 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0809 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.0927 _refine_ls_wR_factor_gt 0.0859 _refine_ls_goodness_of_fit_ref 0.873 _refine_ls_restrained_S_all 0.872 _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 N1 N 0.30048(8) 0.94160(10) 0.44346(4) 0.02346(18) Uani 1 1 d . . . C2 C 0.38071(10) 0.87717(13) 0.39182(5) 0.0251(2) Uani 1 1 d . . . H2A H 0.4449 0.9653 0.3801 0.030 Uiso 1 1 calc R . . H2B H 0.3100 0.8500 0.3490 0.030 Uiso 1 1 calc R . . C3 C 0.47247(10) 0.72583(13) 0.41449(5) 0.0269(2) Uani 1 1 d . . . H3A H 0.4191 0.6533 0.4414 0.032 Uiso 1 1 calc R . . H3B H 0.4863 0.6644 0.3727 0.032 Uiso 1 1 calc R . . N4 N 0.61633(8) 0.76385(10) 0.45699(4) 0.02455(18) Uani 1 1 d . . . C5 C 0.61203(10) 0.77592(13) 0.53155(5) 0.0271(2) Uani 1 1 d . . . H5A H 0.6207 0.6644 0.5523 0.033 Uiso 1 1 calc R . . H5B H 0.5175 0.8228 0.5371 0.033 Uiso 1 1 calc R . . C6 C 0.73440(10) 0.88373(13) 0.56924(5) 0.0278(2) Uani 1 1 d . . . H6A H 0.7501 0.8612 0.6197 0.033 Uiso 1 1 calc R . . H6B H 0.8254 0.8571 0.5531 0.033 Uiso 1 1 calc R . . C13 C 0.17390(10) 0.83990(13) 0.44698(5) 0.0270(2) Uani 1 1 d . . . H13A H 0.1876 0.7307 0.4268 0.032 Uiso 1 1 calc R . . H13B H 0.0873 0.8912 0.4179 0.032 Uiso 1 1 calc R . . C14 C 0.14406(10) 0.81507(12) 0.51904(5) 0.0245(2) Uani 1 1 d . . . O14 O 0.05620(7) 0.70802(9) 0.52897(4) 0.03251(18) Uani 1 1 d . . . N15 N 0.21503(9) 0.91062(11) 0.56949(4) 0.0297(2) Uani 1 1 d D . . H15 H 0.2779(10) 0.9860(10) 0.5591(6) 0.039(3) Uiso 1 1 d D . . C16 C 0.20100(12) 0.88838(14) 0.64147(5) 0.0330(2) Uani 1 1 d . . . H16A H 0.1860 0.9971 0.6618 0.040 Uiso 1 1 calc R . . H16B H 0.1143 0.8198 0.6430 0.040 Uiso 1 1 calc R . . C17 C 0.32862(13) 0.81020(17) 0.68285(6) 0.0419(3) Uani 1 1 d . . . C18 C 0.43279(16) 0.7519(2) 0.71744(7) 0.0655(5) Uani 1 1 d . . . H18 H 0.5170 0.7049 0.7454 0.079 Uiso 1 1 calc R . . C19 C 0.72198(10) 0.63825(13) 0.44626(5) 0.0270(2) Uani 1 1 d . . . H19A H 0.6795 0.5278 0.4501 0.032 Uiso 1 1 calc R . . H19B H 0.8097 0.6481 0.4833 0.032 Uiso 1 1 calc R . . C20 C 0.76608(10) 0.65309(13) 0.37638(5) 0.0257(2) Uani 1 1 d . . . O20 O 0.71123(8) 0.75232(10) 0.33171(4) 0.03574(19) Uani 1 1 d . . . N21 N 0.87231(9) 0.55025(12) 0.36717(5) 0.0322(2) Uani 1 1 d D . . H21 H 0.9025(12) 0.4716(10) 0.3990(5) 0.042(3) Uiso 1 1 d D . . C22 C 0.91449(12) 0.53934(18) 0.30000(6) 0.0426(3) Uani 1 1 d . . . H22A H 0.8962 0.6467 0.2760 0.051 Uiso 1 1 calc R . . H22B H 0.8533 0.4556 0.2715 0.051 Uiso 1 1 calc R . . C23 C 1.06699(13) 0.49564(15) 0.30548(6) 0.0354(3) Uani 1 1 d . . . C24 C 1.18906(14) 0.46016(19) 0.30749(7) 0.0512(3) Uani 1 1 d . . . H24 H 1.2879 0.4314 0.3091 0.061 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0199(4) 0.0274(4) 0.0237(4) -0.0020(3) 0.0058(3) 0.0006(3) C2 0.0231(5) 0.0317(5) 0.0209(5) -0.0021(4) 0.0050(4) 0.0007(4) C3 0.0223(5) 0.0278(5) 0.0300(5) -0.0055(4) 0.0039(4) -0.0009(4) N4 0.0199(4) 0.0276(5) 0.0256(4) -0.0036(3) 0.0029(3) 0.0018(3) C5 0.0283(5) 0.0269(5) 0.0270(5) 0.0006(4) 0.0075(4) 0.0010(4) C6 0.0257(5) 0.0312(6) 0.0255(5) -0.0007(4) 0.0023(4) 0.0061(4) C13 0.0201(4) 0.0358(6) 0.0245(5) -0.0039(4) 0.0029(4) -0.0025(4) C14 0.0175(4) 0.0285(5) 0.0269(5) 0.0016(4) 0.0026(4) 0.0043(4) O14 0.0268(4) 0.0369(4) 0.0338(4) 0.0020(3) 0.0057(3) -0.0056(3) N15 0.0320(5) 0.0359(5) 0.0214(4) 0.0001(4) 0.0059(4) -0.0068(4) C16 0.0387(6) 0.0374(6) 0.0239(5) -0.0002(5) 0.0083(5) -0.0028(5) C17 0.0394(6) 0.0626(9) 0.0237(6) 0.0007(5) 0.0061(5) -0.0036(6) C18 0.0458(8) 0.1169(14) 0.0327(7) 0.0073(8) 0.0048(6) 0.0167(8) C19 0.0253(5) 0.0271(5) 0.0288(5) 0.0000(4) 0.0061(4) 0.0038(4) C20 0.0228(5) 0.0262(5) 0.0274(5) -0.0025(4) 0.0031(4) -0.0023(4) O20 0.0352(4) 0.0388(5) 0.0325(4) 0.0063(3) 0.0045(3) 0.0077(3) N21 0.0334(5) 0.0393(6) 0.0256(5) 0.0037(4) 0.0103(4) 0.0102(4) C22 0.0418(7) 0.0607(8) 0.0277(6) 0.0023(6) 0.0127(5) 0.0107(6) C23 0.0461(7) 0.0361(6) 0.0275(6) -0.0006(5) 0.0157(5) 0.0023(5) C24 0.0461(7) 0.0693(10) 0.0424(7) 0.0033(7) 0.0192(6) 0.0095(7) _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 N1 C13 1.4579(12) . ? N1 C6 1.4657(13) 3_676 ? N1 C2 1.4709(11) . ? C2 C3 1.5163(14) . ? C3 N4 1.4747(13) . ? N4 C19 1.4647(12) . ? N4 C5 1.4767(13) . ? C5 C6 1.5169(14) . ? C6 N1 1.4657(13) 3_676 ? C13 C14 1.5090(14) . ? C14 O14 1.2383(11) . ? C14 N15 1.3310(13) . ? N15 C16 1.4568(13) . ? C16 C17 1.4554(17) . ? C17 C18 1.1755(18) . ? C19 C20 1.5133(14) . ? C20 O20 1.2284(12) . ? C20 N21 1.3382(13) . ? N21 C22 1.4519(14) . ? C22 C23 1.4562(15) . ? C23 C24 1.1730(16) . ? 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 C13 N1 C6 113.53(7) . 3_676 ? C13 N1 C2 111.14(8) . . ? C6 N1 C2 110.70(7) 3_676 . ? N1 C2 C3 114.96(8) . . ? N4 C3 C2 113.65(8) . . ? C19 N4 C3 110.01(8) . . ? C19 N4 C5 109.76(8) . . ? C3 N4 C5 112.23(7) . . ? N4 C5 C6 111.07(8) . . ? N1 C6 C5 110.64(8) 3_676 . ? N1 C13 C14 114.86(8) . . ? O14 C14 N15 122.91(9) . . ? O14 C14 C13 119.42(9) . . ? N15 C14 C13 117.66(8) . . ? C14 N15 C16 121.66(9) . . ? C17 C16 N15 112.19(9) . . ? C18 C17 C16 177.76(16) . . ? N4 C19 C20 112.71(8) . . ? O20 C20 N21 122.14(9) . . ? O20 C20 C19 123.40(9) . . ? N21 C20 C19 114.45(9) . . ? C20 N21 C22 120.10(9) . . ? N21 C22 C23 112.56(9) . . ? C24 C23 C22 177.74(12) . . ? _diffrn_measured_fraction_theta_max 0.922 _diffrn_reflns_theta_full 31.50 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.271 _refine_diff_density_min -0.150 _refine_diff_density_rms 0.036 #===END data_8 _database_code_depnum_ccdc_archive 'CCDC 756370' #TrackingRef 'Dalton_11-09.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H42 Gd N8 O5, C3 H6 O, 3(Cl), 4(H2 O)' _chemical_formula_sum 'C31 H56 Cl3 Gd N8 O10' _chemical_formula_weight 964.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -8.8380 11.9157 '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 11.1042(3) _cell_length_b 13.8935(4) _cell_length_c 15.2301(4) _cell_angle_alpha 111.233(2) _cell_angle_beta 102.814(2) _cell_angle_gamma 100.096(2) _cell_volume 2049.39(11) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 15019 _cell_measurement_theta_min 3.2736 _cell_measurement_theta_max 71.2638 _exptl_crystal_description plates _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.563 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 986 _exptl_absorpt_coefficient_mu 12.781 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.170 _exptl_absorpt_correction_T_max 0.537 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.48 (release 15-09-2009 CrysAlis171 .NET) (compiled Sep 15 2009,11:49:04) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur PX Ultra' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.2556 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30493 _diffrn_reflns_av_R_equivalents 0.0476 _diffrn_reflns_av_sigmaI/netI 0.0329 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.28 _diffrn_reflns_theta_max 71.40 _reflns_number_total 7848 _reflns_number_gt 6887 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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^)+(0.1061P)^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 7848 _refine_ls_number_parameters 480 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0540 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1341 _refine_ls_wR_factor_gt 0.1304 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.012 _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 Gd Gd 0.39016(2) 0.375480(19) 0.767866(18) 0.03114(10) Uani 1 1 d . . . N1 N 0.3869(4) 0.2885(3) 0.5807(3) 0.0352(8) Uani 1 1 d . . . C2 C 0.3322(5) 0.1687(4) 0.5346(4) 0.0388(10) Uani 1 1 d . . . H2A H 0.3987 0.1359 0.5560 0.047 Uiso 1 1 calc R . . H2B H 0.3083 0.1420 0.4616 0.047 Uiso 1 1 calc R . . C3 C 0.2150(5) 0.1343(4) 0.5629(4) 0.0399(11) Uani 1 1 d . . . H3A H 0.1462 0.1624 0.5366 0.048 Uiso 1 1 calc R . . H3B H 0.1832 0.0547 0.5315 0.048 Uiso 1 1 calc R . . N4 N 0.2416(4) 0.1730(3) 0.6726(3) 0.0361(8) Uani 1 1 d . . . C5 C 0.1165(5) 0.1615(4) 0.6937(4) 0.0400(11) Uani 1 1 d . . . H5A H 0.1298 0.1626 0.7606 0.048 Uiso 1 1 calc R . . H5B H 0.0558 0.0913 0.6450 0.048 Uiso 1 1 calc R . . C6 C 0.0587(5) 0.2513(4) 0.6886(4) 0.0417(11) Uani 1 1 d . . . H6A H 0.0397 0.2463 0.6201 0.050 Uiso 1 1 calc R . . H6B H -0.0238 0.2410 0.7034 0.050 Uiso 1 1 calc R . . N7 N 0.1435(4) 0.3605(3) 0.7581(3) 0.0353(8) Uani 1 1 d . . . C8 C 0.0996(5) 0.4415(4) 0.7262(4) 0.0392(10) Uani 1 1 d . . . H8A H 0.1323 0.5132 0.7830 0.047 Uiso 1 1 calc R . . H8B H 0.0044 0.4220 0.7046 0.047 Uiso 1 1 calc R . . C9 C 0.1476(5) 0.4467(4) 0.6420(4) 0.0419(11) Uani 1 1 d . . . H9A H 0.1118 0.3755 0.5848 0.050 Uiso 1 1 calc R . . H9B H 0.1150 0.4996 0.6213 0.050 Uiso 1 1 calc R . . N10 N 0.2911(4) 0.4776(3) 0.6685(3) 0.0365(8) Uani 1 1 d . . . C11 C 0.3262(5) 0.4519(4) 0.5746(4) 0.0416(11) Uani 1 1 d . . . H11A H 0.4171 0.4916 0.5906 0.050 Uiso 1 1 calc R . . H11B H 0.2718 0.4762 0.5309 0.050 Uiso 1 1 calc R . . C12 C 0.3087(6) 0.3330(4) 0.5204(4) 0.0426(11) Uani 1 1 d . . . H12A H 0.2167 0.2940 0.5007 0.051 Uiso 1 1 calc R . . H12B H 0.3329 0.3199 0.4592 0.051 Uiso 1 1 calc R . . C13 C 0.5212(5) 0.3148(4) 0.5811(4) 0.0407(11) Uani 1 1 d . . . H13A H 0.5229 0.3123 0.5157 0.049 Uiso 1 1 calc R . . H13B H 0.5611 0.2600 0.5920 0.049 Uiso 1 1 calc R . . C14 C 0.5989(5) 0.4246(4) 0.6606(4) 0.0378(10) Uani 1 1 d . . . O14 O 0.5655(3) 0.4677(3) 0.7352(2) 0.0361(7) Uani 1 1 d . . . N15 N 0.7042(4) 0.4702(3) 0.6484(3) 0.0405(9) Uani 1 1 d . . . H15A H 0.7236 0.4359 0.5931 0.049 Uiso 1 1 calc R . . C16 C 0.7916(5) 0.5752(4) 0.7219(4) 0.0468(12) Uani 1 1 d . . . H16A H 0.7417 0.6280 0.7390 0.056 Uiso 1 1 calc R . . H16B H 0.8336 0.5686 0.7831 0.056 Uiso 1 1 calc R . . C17 C 0.8893(5) 0.6135(4) 0.6832(4) 0.0474(12) Uani 1 1 d . . . C18 C 0.9673(6) 0.6428(5) 0.6492(5) 0.0570(14) Uani 1 1 d . . . H18 H 1.0296 0.6661 0.6220 0.068 Uiso 1 1 calc R . . C19 C 0.3118(5) 0.1075(4) 0.7100(4) 0.0364(10) Uani 1 1 d . . . H19A H 0.2764 0.0308 0.6627 0.044 Uiso 1 1 calc R . . H19B H 0.3005 0.1143 0.7744 0.044 Uiso 1 1 calc R . . C20 C 0.4529(5) 0.1450(4) 0.7225(3) 0.0338(9) Uani 1 1 d . . . O20 O 0.5059(3) 0.2433(3) 0.7512(2) 0.0370(7) Uani 1 1 d . . . N21 N 0.5177(4) 0.0722(3) 0.7063(3) 0.0391(9) Uani 1 1 d . . . H21A H 0.4748 0.0023 0.6832 0.047 Uiso 1 1 calc R . . C22 C 0.6562(5) 0.1020(5) 0.7248(4) 0.0467(12) Uani 1 1 d . . . H22A H 0.6916 0.0466 0.7388 0.056 Uiso 1 1 calc R . . H22B H 0.6962 0.1712 0.7841 0.056 Uiso 1 1 calc R . . C23 C 0.6896(5) 0.1126(4) 0.6399(4) 0.0437(12) Uani 1 1 d . . . C24 C 0.7183(6) 0.1223(5) 0.5736(5) 0.0536(14) Uani 1 1 d . . . H24 H 0.7416 0.1301 0.5196 0.064 Uiso 1 1 calc R . . C25 C 0.1371(5) 0.3835(4) 0.8590(4) 0.0383(10) Uani 1 1 d . . . H25A H 0.0482 0.3517 0.8554 0.046 Uiso 1 1 calc R . . H25B H 0.1592 0.4623 0.8976 0.046 Uiso 1 1 calc R . . C26 C 0.2288(5) 0.3382(4) 0.9119(4) 0.0347(10) Uani 1 1 d . . . O26 O 0.3309(3) 0.3297(3) 0.8905(2) 0.0343(7) Uani 1 1 d . . . N27 N 0.1994(4) 0.3120(3) 0.9805(3) 0.0383(9) Uani 1 1 d . . . H27A H 0.1222 0.3138 0.9895 0.046 Uiso 1 1 calc R . . C28 C 0.2901(5) 0.2799(4) 1.0429(4) 0.0437(11) Uani 1 1 d . . . H28A H 0.3760 0.3325 1.0688 0.052 Uiso 1 1 calc R . . H28B H 0.2612 0.2814 1.1003 0.052 Uiso 1 1 calc R . . C29 C 0.3007(5) 0.1726(4) 0.9890(4) 0.0424(11) Uani 1 1 d . . . C30 C 0.3125(6) 0.0861(5) 0.9459(5) 0.0558(14) Uani 1 1 d . . . H30 H 0.3219 0.0170 0.9115 0.067 Uiso 1 1 calc R . . C31 C 0.3450(5) 0.5935(4) 0.7322(4) 0.0393(10) Uani 1 1 d . . . H31A H 0.2879 0.6328 0.7093 0.047 Uiso 1 1 calc R . . H31B H 0.4302 0.6189 0.7256 0.047 Uiso 1 1 calc R . . C32 C 0.3596(4) 0.6192(4) 0.8394(3) 0.0340(9) Uani 1 1 d . . . O32 O 0.3818(3) 0.5515(3) 0.8737(2) 0.0353(7) Uani 1 1 d . . . N33 N 0.3545(4) 0.7154(3) 0.8949(3) 0.0376(9) Uani 1 1 d . . . H33A H 0.3374 0.7600 0.8662 0.045 Uiso 1 1 calc R . . C34 C 0.3757(5) 0.7522(4) 1.0013(4) 0.0400(11) Uani 1 1 d . . . H34A H 0.3068 0.7072 1.0130 0.048 Uiso 1 1 calc R . . H34B H 0.4591 0.7441 1.0330 0.048 Uiso 1 1 calc R . . C35 C 0.3762(6) 0.8645(4) 1.0458(4) 0.0474(12) Uani 1 1 d . . . C36 C 0.3774(7) 0.9559(5) 1.0836(4) 0.0576(15) Uani 1 1 d . . . H36 H 0.3784 1.0291 1.1138 0.069 Uiso 1 1 calc R . . O40 O 0.5786(3) 0.4472(3) 0.9144(2) 0.0364(7) Uani 1 1 d . . . Cl1 Cl 0.81416(15) 0.33294(12) 0.48573(11) 0.0586(3) Uani 1 1 d . . . Cl2 Cl -0.04099(13) 0.35731(13) 1.04427(11) 0.0550(3) Uani 1 1 d . . . Cl3 Cl 0.3636(2) 0.21911(16) 0.26678(15) 0.0760(5) Uani 1 1 d . . . O50 O 0.5831(5) 0.1440(4) 0.3369(4) 0.0672(12) Uani 1 1 d . . . O60 O 0.2877(5) 0.8447(3) 0.7976(3) 0.0601(11) Uani 1 1 d . . . O70 O 0.8119(4) 0.4277(4) 0.8903(3) 0.0557(10) Uani 1 1 d . . . O80 O 0.9244(4) 0.1430(4) 0.4331(3) 0.0717(14) Uani 1 1 d U . . O90 O 0.9327(7) 0.0888(6) 0.2435(5) 0.0975(19) Uani 1 1 d . . . C90 C 0.9965(9) 0.0704(7) 0.1868(7) 0.082(2) Uani 1 1 d . . . C91 C 1.0751(10) -0.0090(11) 0.1809(10) 0.123(4) Uani 1 1 d U . . H91A H 1.1036 -0.0111 0.2457 0.185 Uiso 1 1 calc R . . H91B H 1.1504 0.0133 0.1619 0.185 Uiso 1 1 calc R . . H91C H 1.0223 -0.0807 0.1314 0.185 Uiso 1 1 calc R . . C92 C 0.9866(10) 0.1169(8) 0.1105(6) 0.095(3) Uani 1 1 d . . . H92A H 0.9581 0.1820 0.1333 0.142 Uiso 1 1 calc R . . H92B H 0.9243 0.0638 0.0473 0.142 Uiso 1 1 calc R . . H92C H 1.0710 0.1350 0.1015 0.142 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 Gd 0.03402(15) 0.02788(14) 0.03052(15) 0.00863(10) 0.01265(10) 0.01077(10) N1 0.039(2) 0.034(2) 0.0322(19) 0.0092(16) 0.0141(16) 0.0130(16) C2 0.048(3) 0.032(2) 0.033(2) 0.0069(19) 0.016(2) 0.014(2) C3 0.041(3) 0.033(2) 0.033(2) 0.0035(19) 0.009(2) 0.008(2) N4 0.037(2) 0.0335(19) 0.034(2) 0.0092(16) 0.0123(16) 0.0107(16) C5 0.035(2) 0.034(2) 0.040(3) 0.006(2) 0.011(2) 0.0049(19) C6 0.034(2) 0.040(3) 0.043(3) 0.008(2) 0.013(2) 0.009(2) N7 0.0364(19) 0.0315(19) 0.036(2) 0.0096(16) 0.0121(16) 0.0141(16) C8 0.036(2) 0.043(3) 0.040(3) 0.014(2) 0.012(2) 0.019(2) C9 0.042(3) 0.043(3) 0.039(3) 0.014(2) 0.010(2) 0.016(2) N10 0.044(2) 0.034(2) 0.034(2) 0.0117(17) 0.0157(17) 0.0161(17) C11 0.054(3) 0.043(3) 0.036(3) 0.018(2) 0.020(2) 0.023(2) C12 0.055(3) 0.043(3) 0.035(2) 0.014(2) 0.020(2) 0.023(2) C13 0.049(3) 0.036(2) 0.039(3) 0.011(2) 0.023(2) 0.015(2) C14 0.044(3) 0.033(2) 0.041(3) 0.016(2) 0.018(2) 0.017(2) O14 0.0403(17) 0.0321(16) 0.0318(16) 0.0079(13) 0.0124(14) 0.0109(13) N15 0.044(2) 0.041(2) 0.038(2) 0.0118(18) 0.0213(18) 0.0140(18) C16 0.047(3) 0.043(3) 0.045(3) 0.011(2) 0.019(2) 0.010(2) C17 0.047(3) 0.042(3) 0.049(3) 0.015(2) 0.013(2) 0.013(2) C18 0.052(3) 0.052(3) 0.068(4) 0.026(3) 0.021(3) 0.010(3) C19 0.040(2) 0.027(2) 0.040(3) 0.0105(19) 0.015(2) 0.0104(18) C20 0.041(2) 0.031(2) 0.028(2) 0.0087(18) 0.0117(18) 0.0121(19) O20 0.0379(17) 0.0302(16) 0.0390(18) 0.0091(14) 0.0130(14) 0.0110(13) N21 0.043(2) 0.036(2) 0.043(2) 0.0167(18) 0.0187(18) 0.0160(17) C22 0.045(3) 0.055(3) 0.048(3) 0.024(3) 0.017(2) 0.027(2) C23 0.043(3) 0.038(3) 0.054(3) 0.017(2) 0.021(2) 0.016(2) C24 0.058(3) 0.048(3) 0.056(3) 0.019(3) 0.026(3) 0.013(3) C25 0.037(2) 0.039(2) 0.042(3) 0.014(2) 0.018(2) 0.017(2) C26 0.039(2) 0.027(2) 0.036(2) 0.0087(18) 0.0155(19) 0.0092(18) O26 0.0371(17) 0.0352(16) 0.0326(16) 0.0134(13) 0.0144(13) 0.0121(13) N27 0.040(2) 0.037(2) 0.042(2) 0.0159(18) 0.0196(18) 0.0138(17) C28 0.046(3) 0.044(3) 0.041(3) 0.017(2) 0.015(2) 0.015(2) C29 0.044(3) 0.040(3) 0.046(3) 0.020(2) 0.015(2) 0.013(2) C30 0.071(4) 0.046(3) 0.060(4) 0.026(3) 0.026(3) 0.024(3) C31 0.047(3) 0.034(2) 0.039(3) 0.014(2) 0.016(2) 0.015(2) C32 0.035(2) 0.032(2) 0.035(2) 0.0116(19) 0.0139(19) 0.0111(18) O32 0.0412(17) 0.0306(16) 0.0347(16) 0.0118(13) 0.0132(14) 0.0134(13) N33 0.050(2) 0.0283(18) 0.036(2) 0.0113(16) 0.0164(18) 0.0139(17) C34 0.050(3) 0.035(2) 0.038(3) 0.014(2) 0.020(2) 0.014(2) C35 0.061(3) 0.043(3) 0.040(3) 0.015(2) 0.018(2) 0.021(2) C36 0.091(5) 0.040(3) 0.042(3) 0.012(2) 0.023(3) 0.025(3) O40 0.0398(17) 0.0341(16) 0.0363(17) 0.0130(14) 0.0153(14) 0.0119(13) Cl1 0.0626(8) 0.0551(8) 0.0552(8) 0.0160(6) 0.0268(7) 0.0139(6) Cl2 0.0469(7) 0.0665(8) 0.0623(8) 0.0301(7) 0.0262(6) 0.0229(6) Cl3 0.0816(11) 0.0787(11) 0.0745(11) 0.0296(9) 0.0276(9) 0.0394(9) O50 0.082(3) 0.046(2) 0.064(3) 0.021(2) 0.015(2) 0.007(2) O60 0.081(3) 0.045(2) 0.062(3) 0.023(2) 0.026(2) 0.031(2) O70 0.042(2) 0.067(3) 0.060(2) 0.027(2) 0.0181(18) 0.0175(19) O80 0.051(2) 0.081(3) 0.047(2) -0.004(2) 0.0163(19) -0.003(2) O90 0.119(5) 0.108(5) 0.090(4) 0.046(4) 0.052(4) 0.052(4) C90 0.086(6) 0.072(5) 0.082(5) 0.023(4) 0.036(5) 0.018(4) C91 0.083(6) 0.165(10) 0.177(11) 0.119(9) 0.055(7) 0.047(6) C92 0.115(7) 0.086(6) 0.070(5) 0.026(5) 0.033(5) 0.008(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Gd O26 2.363(3) . ? Gd O14 2.387(3) . ? Gd O20 2.393(3) . ? Gd O32 2.424(3) . ? Gd O40 2.437(3) . ? Gd N10 2.623(4) . ? Gd N1 2.652(4) . ? Gd N4 2.664(4) . ? Gd N7 2.677(4) . ? N1 C13 1.469(6) . ? N1 C12 1.491(6) . ? N1 C2 1.497(6) . ? C2 C3 1.512(7) . ? C3 N4 1.498(6) . ? N4 C19 1.477(6) . ? N4 C5 1.488(6) . ? C5 C6 1.518(7) . ? C6 N7 1.484(6) . ? N7 C25 1.474(6) . ? N7 C8 1.491(6) . ? C8 C9 1.513(7) . ? C9 N10 1.496(6) . ? N10 C31 1.471(6) . ? N10 C11 1.500(6) . ? C11 C12 1.509(7) . ? C13 C14 1.508(7) . ? C14 O14 1.248(6) . ? C14 N15 1.313(7) . ? N15 C16 1.471(7) . ? C16 C17 1.455(8) . ? C17 C18 1.188(9) . ? C19 C20 1.507(7) . ? C20 O20 1.255(6) . ? C20 N21 1.325(6) . ? N21 C22 1.454(7) . ? C22 C23 1.471(8) . ? C23 C24 1.168(8) . ? C25 C26 1.519(7) . ? C26 O26 1.260(6) . ? C26 N27 1.309(6) . ? N27 C28 1.470(7) . ? C28 C29 1.460(7) . ? C29 C30 1.189(8) . ? C31 C32 1.504(7) . ? C32 O32 1.265(6) . ? C32 N33 1.317(6) . ? N33 C34 1.460(6) . ? C34 C35 1.457(7) . ? C35 C36 1.185(8) . ? O90 C90 1.219(10) . ? C90 C91 1.513(14) . ? C90 C92 1.514(13) . ? 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 O26 Gd O14 143.27(11) . . ? O26 Gd O20 86.00(11) . . ? O14 Gd O20 83.43(11) . . ? O26 Gd O32 82.20(11) . . ? O14 Gd O32 86.80(11) . . ? O20 Gd O32 145.29(11) . . ? O26 Gd O40 71.73(11) . . ? O14 Gd O40 71.55(11) . . ? O20 Gd O40 72.04(11) . . ? O32 Gd O40 73.27(11) . . ? O26 Gd N10 130.66(12) . . ? O14 Gd N10 74.42(12) . . ? O20 Gd N10 140.14(12) . . ? O32 Gd N10 66.82(11) . . ? O40 Gd N10 128.12(12) . . ? O26 Gd N1 141.67(12) . . ? O14 Gd N1 66.20(12) . . ? O20 Gd N1 71.99(12) . . ? O32 Gd N1 132.78(12) . . ? O40 Gd N1 126.53(12) . . ? N10 Gd N1 68.85(12) . . ? O26 Gd N4 74.35(12) . . ? O14 Gd N4 130.77(12) . . ? O20 Gd N4 65.76(12) . . ? O32 Gd N4 139.60(12) . . ? O40 Gd N4 126.76(12) . . ? N10 Gd N4 105.11(13) . . ? N1 Gd N4 68.12(12) . . ? O26 Gd N7 66.26(12) . . ? O14 Gd N7 142.18(12) . . ? O20 Gd N7 130.57(12) . . ? O32 Gd N7 72.93(11) . . ? O40 Gd N7 128.59(12) . . ? N10 Gd N7 68.34(13) . . ? N1 Gd N7 104.86(12) . . ? N4 Gd N7 67.65(12) . . ? C13 N1 C12 110.2(4) . . ? C13 N1 C2 109.0(4) . . ? C12 N1 C2 108.2(4) . . ? C13 N1 Gd 106.8(3) . . ? C12 N1 Gd 110.7(3) . . ? C2 N1 Gd 111.9(3) . . ? N1 C2 C3 112.0(4) . . ? N4 C3 C2 113.0(4) . . ? C19 N4 C5 108.4(4) . . ? C19 N4 C3 110.6(4) . . ? C5 N4 C3 108.5(4) . . ? C19 N4 Gd 106.7(3) . . ? C5 N4 Gd 111.6(3) . . ? C3 N4 Gd 111.0(3) . . ? N4 C5 C6 111.4(4) . . ? N7 C6 C5 113.6(4) . . ? C25 N7 C6 109.8(4) . . ? C25 N7 C8 109.2(4) . . ? C6 N7 C8 109.3(4) . . ? C25 N7 Gd 106.4(3) . . ? C6 N7 Gd 111.4(3) . . ? C8 N7 Gd 110.7(3) . . ? N7 C8 C9 110.7(4) . . ? N10 C9 C8 113.3(4) . . ? C31 N10 C9 110.2(4) . . ? C31 N10 C11 109.5(4) . . ? C9 N10 C11 108.4(4) . . ? C31 N10 Gd 107.2(3) . . ? C9 N10 Gd 111.0(3) . . ? C11 N10 Gd 110.6(3) . . ? N10 C11 C12 111.9(4) . . ? N1 C12 C11 113.2(4) . . ? N1 C13 C14 112.1(4) . . ? O14 C14 N15 122.3(5) . . ? O14 C14 C13 121.0(5) . . ? N15 C14 C13 116.7(4) . . ? C14 O14 Gd 122.3(3) . . ? C14 N15 C16 122.4(4) . . ? C17 C16 N15 110.6(4) . . ? C18 C17 C16 178.3(7) . . ? N4 C19 C20 109.9(4) . . ? O20 C20 N21 122.3(5) . . ? O20 C20 C19 119.6(4) . . ? N21 C20 C19 118.0(4) . . ? C20 O20 Gd 123.4(3) . . ? C20 N21 C22 121.9(4) . . ? N21 C22 C23 111.9(4) . . ? C24 C23 C22 178.8(7) . . ? N7 C25 C26 111.6(4) . . ? O26 C26 N27 122.5(4) . . ? O26 C26 C25 119.5(4) . . ? N27 C26 C25 117.9(4) . . ? C26 O26 Gd 124.3(3) . . ? C26 N27 C28 121.1(4) . . ? C29 C28 N27 112.3(4) . . ? C30 C29 C28 178.4(6) . . ? N10 C31 C32 112.4(4) . . ? O32 C32 N33 122.8(4) . . ? O32 C32 C31 120.0(4) . . ? N33 C32 C31 117.1(4) . . ? C32 O32 Gd 121.3(3) . . ? C32 N33 C34 122.2(4) . . ? C35 C34 N33 110.8(4) . . ? C36 C35 C34 178.9(6) . . ? O90 C90 C91 122.1(9) . . ? O90 C90 C92 120.3(9) . . ? C91 C90 C92 117.2(8) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 71.40 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.992 _refine_diff_density_min -0.723 _refine_diff_density_rms 0.123 #===END data_10 _database_code_depnum_ccdc_archive 'CCDC 756371' #TrackingRef 'Dalton_11-09.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H40 Cd N8 O4, 2(Cl O4), H2 O' _chemical_formula_sum 'C28 H42 Cd Cl2 N8 O13' _chemical_formula_weight 882.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd 0.1185 4.6533 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 20.47188(8) _cell_length_b 8.61724(3) _cell_length_c 20.27469(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3576.68(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 32865 _cell_measurement_theta_min 2.1549 _cell_measurement_theta_max 71.1497 _exptl_crystal_description blocks _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.638 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 6.918 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.346 _exptl_absorpt_correction_T_max 0.642 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.48 (release 15-09-2009 CrysAlis171 .NET) (compiled Sep 15 2009,11:49:04) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur PX Ultra' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.2556 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 51530 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0083 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 4.32 _diffrn_reflns_theta_max 71.27 _reflns_number_total 3476 _reflns_number_gt 3263 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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^)+(0.0492P)^2^+1.6753P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00021(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3476 _refine_ls_number_parameters 245 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0266 _refine_ls_R_factor_gt 0.0251 _refine_ls_wR_factor_ref 0.0745 _refine_ls_wR_factor_gt 0.0734 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _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 Cd Cd 0.5000 0.63684(2) 0.2500 0.02208(9) Uani 1 2 d S . . N1 N 0.57086(7) 0.78476(17) 0.17355(7) 0.0237(3) Uani 1 1 d . . . C2 C 0.53046(9) 0.9073(2) 0.14264(9) 0.0278(4) Uani 1 1 d . . . H2A H 0.5530 0.9467 0.1028 0.033 Uiso 1 1 calc R . . H2B H 0.5256 0.9949 0.1739 0.033 Uiso 1 1 calc R . . C3 C 0.46313(9) 0.8477(2) 0.12345(9) 0.0278(4) Uani 1 1 d . . . H3A H 0.4379 0.9337 0.1034 0.033 Uiso 1 1 calc R . . H3B H 0.4681 0.7656 0.0897 0.033 Uiso 1 1 calc R . . N4 N 0.42578(7) 0.78431(17) 0.17990(7) 0.0235(3) Uani 1 1 d . . . C5 C 0.39604(9) 0.9091(2) 0.21999(9) 0.0273(4) Uani 1 1 d . . . H5A H 0.3577 0.9514 0.1963 0.033 Uiso 1 1 calc R . . H5B H 0.4280 0.9942 0.2255 0.033 Uiso 1 1 calc R . . C6 C 0.37461(9) 0.8514(2) 0.28795(9) 0.0270(4) Uani 1 1 d . . . H6A H 0.3554 0.9390 0.3129 0.032 Uiso 1 1 calc R . . H6B H 0.3403 0.7716 0.2824 0.032 Uiso 1 1 calc R . . C13 C 0.59691(9) 0.6756(2) 0.12457(9) 0.0275(4) Uani 1 1 d . . . H13A H 0.6352 0.7218 0.1021 0.033 Uiso 1 1 calc R . . H13B H 0.5632 0.6526 0.0909 0.033 Uiso 1 1 calc R . . C14 C 0.61705(8) 0.5261(2) 0.15970(8) 0.0260(4) Uani 1 1 d . . . O14 O 0.58868(6) 0.48252(15) 0.21007(6) 0.0291(3) Uani 1 1 d . . . N15 N 0.66596(8) 0.44457(19) 0.13381(8) 0.0321(3) Uani 1 1 d D . . H15 H 0.6857(10) 0.482(3) 0.0974(7) 0.041(6) Uiso 1 1 d D . . C16 C 0.68284(11) 0.2937(3) 0.16135(10) 0.0409(5) Uani 1 1 d . . . H16A H 0.7187 0.2481 0.1349 0.049 Uiso 1 1 calc R . . H16B H 0.6445 0.2241 0.1575 0.049 Uiso 1 1 calc R . . C17 C 0.70319(11) 0.3001(3) 0.23059(12) 0.0410(5) Uani 1 1 d . . . C18 C 0.71904(12) 0.3026(4) 0.28622(13) 0.0596(8) Uani 1 1 d . . . H18 H 0.7319 0.3047 0.3312 0.072 Uiso 1 1 calc R . . C19 C 0.37623(8) 0.6752(2) 0.15518(9) 0.0264(4) Uani 1 1 d . . . H19A H 0.3534 0.7213 0.1169 0.032 Uiso 1 1 calc R . . H19B H 0.3435 0.6548 0.1901 0.032 Uiso 1 1 calc R . . C20 C 0.40871(8) 0.5238(2) 0.13480(8) 0.0244(3) Uani 1 1 d . . . O20 O 0.45911(6) 0.47759(15) 0.16194(6) 0.0283(3) Uani 1 1 d . . . N21 N 0.37927(8) 0.44183(18) 0.08773(7) 0.0288(3) Uani 1 1 d D . . H21 H 0.3426(7) 0.473(3) 0.0673(11) 0.048(7) Uiso 1 1 d D . . C22 C 0.40035(10) 0.2835(2) 0.07317(10) 0.0352(4) Uani 1 1 d . . . H22A H 0.3724 0.2408 0.0377 0.042 Uiso 1 1 calc R . . H22B H 0.3939 0.2187 0.1129 0.042 Uiso 1 1 calc R . . C23 C 0.46883(11) 0.2726(2) 0.05258(10) 0.0354(4) Uani 1 1 d . . . C24 C 0.52471(12) 0.2601(3) 0.03901(11) 0.0463(6) Uani 1 1 d . . . H24 H 0.5696 0.2500 0.0281 0.056 Uiso 1 1 calc R . . Cl Cl 0.78996(2) 0.58323(5) -0.00349(2) 0.02982(12) Uani 1 1 d . . . O1 O 0.72340(7) 0.59896(19) 0.01852(8) 0.0433(4) Uani 1 1 d . . . O2 O 0.82405(9) 0.4788(2) 0.03894(9) 0.0573(5) Uani 1 1 d . . . O3 O 0.78924(9) 0.5261(2) -0.06999(8) 0.0528(4) Uani 1 1 d . . . O4 O 0.82058(8) 0.73330(19) -0.00178(8) 0.0448(4) Uani 1 1 d . . . O30 O 0.5000 0.2123(3) 0.2500 0.0484(7) Uani 1 2 d S . . 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 Cd 0.02186(13) 0.02507(13) 0.01932(13) 0.000 -0.00023(5) 0.000 N1 0.0243(7) 0.0249(7) 0.0217(7) 0.0028(6) 0.0006(6) 0.0013(6) C2 0.0302(10) 0.0255(9) 0.0278(9) 0.0074(7) 0.0008(7) 0.0012(7) C3 0.0302(10) 0.0304(9) 0.0228(9) 0.0057(7) 0.0001(7) 0.0042(7) N4 0.0246(7) 0.0246(7) 0.0213(7) -0.0001(6) 0.0002(6) 0.0029(6) C5 0.0304(9) 0.0246(8) 0.0269(9) -0.0005(7) 0.0003(7) 0.0059(7) C6 0.0269(9) 0.0274(9) 0.0267(9) -0.0041(7) 0.0007(7) 0.0043(7) C13 0.0297(9) 0.0297(8) 0.0232(8) 0.0032(7) 0.0033(7) 0.0027(7) C14 0.0248(8) 0.0290(9) 0.0241(8) -0.0001(7) -0.0014(7) 0.0000(7) O14 0.0267(6) 0.0318(7) 0.0287(6) 0.0058(5) 0.0041(5) 0.0027(5) N15 0.0346(8) 0.0356(8) 0.0260(8) 0.0024(7) 0.0065(6) 0.0071(7) C16 0.0493(12) 0.0357(11) 0.0377(11) -0.0013(9) -0.0016(9) 0.0153(9) C17 0.0337(11) 0.0483(13) 0.0410(12) 0.0069(11) 0.0051(9) 0.0145(10) C18 0.0398(12) 0.101(2) 0.0377(13) 0.0088(14) 0.0043(10) 0.0288(14) C19 0.0246(8) 0.0287(9) 0.0260(9) -0.0028(7) -0.0034(7) 0.0039(7) C20 0.0263(8) 0.0269(9) 0.0201(8) 0.0001(7) -0.0003(6) 0.0007(7) O20 0.0294(6) 0.0310(7) 0.0244(6) -0.0038(5) -0.0056(5) 0.0061(5) N21 0.0270(7) 0.0316(8) 0.0277(8) -0.0045(6) -0.0048(6) 0.0012(6) C22 0.0394(10) 0.0297(9) 0.0364(10) -0.0084(8) -0.0010(8) -0.0010(8) C23 0.0443(12) 0.0360(10) 0.0259(9) -0.0064(8) -0.0042(8) 0.0059(9) C24 0.0430(13) 0.0624(15) 0.0337(11) -0.0088(10) -0.0004(9) 0.0127(12) Cl 0.0275(2) 0.0357(2) 0.0263(2) 0.00006(17) 0.00047(15) 0.00116(17) O1 0.0314(8) 0.0516(9) 0.0470(9) 0.0062(7) 0.0098(6) 0.0004(7) O2 0.0613(11) 0.0511(10) 0.0594(11) 0.0033(8) -0.0233(9) 0.0178(9) O3 0.0674(11) 0.0608(10) 0.0302(8) -0.0112(7) 0.0073(7) -0.0076(9) O4 0.0447(8) 0.0441(8) 0.0456(8) -0.0009(7) 0.0010(6) -0.0139(7) O30 0.0579(17) 0.0245(12) 0.0626(17) 0.000 -0.0034(9) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd O14 2.3915(12) . ? Cd O14 2.3915(12) 3_655 ? Cd O20 2.4024(12) . ? Cd O20 2.4024(12) 3_655 ? Cd N4 2.4380(15) 3_655 ? Cd N4 2.4380(15) . ? Cd N1 2.4762(15) . ? Cd N1 2.4762(15) 3_655 ? N1 C13 1.468(2) . ? N1 C6 1.478(2) 3_655 ? N1 C2 1.481(2) . ? C2 C3 1.522(3) . ? C3 N4 1.481(2) . ? N4 C19 1.471(2) . ? N4 C5 1.479(2) . ? C5 C6 1.529(3) . ? C6 N1 1.478(2) 3_655 ? C13 C14 1.529(2) . ? C14 O14 1.233(2) . ? C14 N15 1.331(2) . ? N15 C16 1.456(3) . ? C16 C17 1.465(3) . ? C17 C18 1.174(4) . ? C19 C20 1.522(2) . ? C20 O20 1.235(2) . ? C20 N21 1.332(2) . ? N21 C22 1.461(2) . ? C22 C23 1.466(3) . ? C23 C24 1.181(4) . ? Cl O2 1.4271(16) . ? Cl O3 1.4355(16) . ? Cl O4 1.4375(16) . ? Cl O1 1.4400(15) . ? 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 O14 Cd O14 112.44(6) . 3_655 ? O14 Cd O20 72.26(4) . . ? O14 Cd O20 70.70(4) 3_655 . ? O14 Cd O20 70.70(4) . 3_655 ? O14 Cd O20 72.26(4) 3_655 3_655 ? O20 Cd O20 110.33(6) . 3_655 ? O14 Cd N4 90.81(5) . 3_655 ? O14 Cd N4 124.44(4) 3_655 3_655 ? O20 Cd N4 161.47(5) . 3_655 ? O20 Cd N4 69.35(5) 3_655 3_655 ? O14 Cd N4 124.44(4) . . ? O14 Cd N4 90.81(5) 3_655 . ? O20 Cd N4 69.35(5) . . ? O20 Cd N4 161.47(5) 3_655 . ? N4 Cd N4 117.17(7) 3_655 . ? O14 Cd N1 68.26(5) . . ? O14 Cd N1 160.53(5) 3_655 . ? O20 Cd N1 91.89(5) . . ? O20 Cd N1 123.72(4) 3_655 . ? N4 Cd N1 74.42(5) 3_655 . ? N4 Cd N1 74.45(6) . . ? O14 Cd N1 160.53(5) . 3_655 ? O14 Cd N1 68.26(5) 3_655 3_655 ? O20 Cd N1 123.72(4) . 3_655 ? O20 Cd N1 91.89(5) 3_655 3_655 ? N4 Cd N1 74.45(6) 3_655 3_655 ? N4 Cd N1 74.42(5) . 3_655 ? N1 Cd N1 118.04(7) . 3_655 ? C13 N1 C6 109.38(14) . 3_655 ? C13 N1 C2 111.94(14) . . ? C6 N1 C2 111.59(14) 3_655 . ? C13 N1 Cd 107.84(10) . . ? C6 N1 Cd 108.18(10) 3_655 . ? C2 N1 Cd 107.76(10) . . ? N1 C2 C3 111.93(15) . . ? N4 C3 C2 113.25(15) . . ? C19 N4 C5 111.60(14) . . ? C19 N4 C3 109.18(14) . . ? C5 N4 C3 111.65(14) . . ? C19 N4 Cd 107.17(10) . . ? C5 N4 Cd 108.37(10) . . ? C3 N4 Cd 108.73(10) . . ? N4 C5 C6 112.15(14) . . ? N1 C6 C5 112.67(15) 3_655 . ? N1 C13 C14 108.83(14) . . ? O14 C14 N15 121.36(17) . . ? O14 C14 C13 121.01(16) . . ? N15 C14 C13 117.62(15) . . ? C14 O14 Cd 117.95(11) . . ? C14 N15 C16 119.88(16) . . ? N15 C16 C17 113.66(18) . . ? C18 C17 C16 178.8(3) . . ? N4 C19 C20 109.83(14) . . ? O20 C20 N21 121.76(16) . . ? O20 C20 C19 121.37(15) . . ? N21 C20 C19 116.85(15) . . ? C20 O20 Cd 115.97(11) . . ? C20 N21 C22 120.43(15) . . ? N21 C22 C23 113.57(17) . . ? C24 C23 C22 176.6(2) . . ? O2 Cl O3 110.80(11) . . ? O2 Cl O4 109.84(11) . . ? O3 Cl O4 109.60(10) . . ? O2 Cl O1 109.59(11) . . ? O3 Cl O1 108.27(10) . . ? O4 Cl O1 108.69(10) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 71.27 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.542 _refine_diff_density_min -1.168 _refine_diff_density_rms 0.065 #===END data_11 _database_code_depnum_ccdc_archive 'CCDC 756372' #TrackingRef 'Dalton_11-09.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H40 N8 O4 Zn, 2(Cl O4), H2 O' _chemical_formula_sum 'C28 H42 Cl2 N8 O13 Zn' _chemical_formula_weight 834.97 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 21.0162(3) _cell_length_b 9.01749(12) _cell_length_c 18.5277(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3511.25(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 16114 _cell_measurement_theta_min 4.1052 _cell_measurement_theta_max 32.4491 _exptl_crystal_description blocks _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.579 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1736 _exptl_absorpt_coefficient_mu 0.928 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.873 _exptl_absorpt_correction_T_max 0.951 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.48 (release 15-09-2009 CrysAlis171 .NET) (compiled Sep 15 2009,11:49:04) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur 3' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 15.9863 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 49625 _diffrn_reflns_av_R_equivalents 0.0472 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 4.12 _diffrn_reflns_theta_max 32.52 _reflns_number_total 5990 _reflns_number_gt 3840 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _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^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5990 _refine_ls_number_parameters 317 _refine_ls_number_restraints 625 _refine_ls_R_factor_all 0.0777 _refine_ls_R_factor_gt 0.0466 _refine_ls_wR_factor_ref 0.1313 _refine_ls_wR_factor_gt 0.1241 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.128 _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 Zn Zn 0.5000 0.45997(3) 0.2500 0.02054(10) Uani 1 2 d S . . N1 N 0.58130(12) 0.5721(2) 0.19512(11) 0.0432(6) Uani 1 1 d D . . C2 C 0.55143(19) 0.6763(3) 0.14547(17) 0.0659(10) Uani 1 1 d D A 1 H2A H 0.5834 0.7119 0.1103 0.079 Uiso 1 1 calc R A 1 H2B H 0.5356 0.7631 0.1728 0.079 Uiso 1 1 calc R A 1 C3 C 0.49773(17) 0.6062(4) 0.10617(15) 0.0569(9) Uani 1 1 d D A 1 H3A H 0.5144 0.5252 0.0754 0.068 Uiso 1 1 calc R A 1 H3B H 0.4777 0.6807 0.0742 0.068 Uiso 1 1 calc R A 1 N4 N 0.44823(11) 0.5443(3) 0.15649(11) 0.0430(6) Uani 1 1 d D . . C5 C 0.41181(17) 0.6775(4) 0.18228(17) 0.0307(9) Uani 0.654(6) 1 d PDU A 1 H5A H 0.4417 0.7585 0.1946 0.037 Uiso 0.654(6) 1 calc PR A 1 H5B H 0.3830 0.7130 0.1437 0.037 Uiso 0.654(6) 1 calc PR A 1 C6 C 0.37383(18) 0.6349(5) 0.2477(2) 0.0363(9) Uani 0.654(6) 1 d PDU . 1 H6A H 0.3416 0.5597 0.2344 0.044 Uiso 0.654(6) 1 calc PR A 1 H6B H 0.3514 0.7230 0.2670 0.044 Uiso 0.654(6) 1 calc PR A 1 C5A C 0.3823(3) 0.5995(9) 0.1859(4) 0.0373(16) Uiso 0.346(6) 1 d PDU A 2 H5AA H 0.3604 0.6621 0.1497 0.045 Uiso 0.346(6) 1 calc PR A 2 H5AB H 0.3545 0.5145 0.1981 0.045 Uiso 0.346(6) 1 calc PR A 2 C6A C 0.3983(5) 0.6883(10) 0.2524(4) 0.0427(16) Uiso 0.346(6) 1 d PDU . 2 H6AA H 0.4332 0.7594 0.2427 0.051 Uiso 0.346(6) 1 calc PR A 2 H6AB H 0.3607 0.7432 0.2704 0.051 Uiso 0.346(6) 1 calc PR A 2 C13 C 0.61967(13) 0.4613(3) 0.15630(15) 0.0423(6) Uani 1 1 d . A . H13A H 0.6600 0.4442 0.1827 0.051 Uiso 1 1 calc R . . H13B H 0.6303 0.4993 0.1076 0.051 Uiso 1 1 calc R . . C14 C 0.58443(10) 0.3188(3) 0.14944(11) 0.0299(5) Uani 1 1 d . . . O14 O 0.53944(7) 0.28626(17) 0.19000(8) 0.0309(3) Uani 1 1 d . A . N15 N 0.60490(11) 0.2266(3) 0.09895(12) 0.0450(6) Uani 1 1 d D A . H15 H 0.6353(11) 0.266(4) 0.0706(15) 0.073(11) Uiso 1 1 d D . . C16 C 0.58134(19) 0.0764(3) 0.09081(16) 0.0566(8) Uani 1 1 d . . . H16A H 0.5365 0.0716 0.1070 0.068 Uiso 1 1 calc R A . H16B H 0.6067 0.0086 0.1215 0.068 Uiso 1 1 calc R . . C17 C 0.58554(16) 0.0294(3) 0.01595(18) 0.0530(8) Uani 1 1 d . A . C18 C 0.59100(19) -0.0036(4) -0.0450(2) 0.0698(11) Uani 1 1 d . . . H18 H 0.5954 -0.0303 -0.0944 0.084 Uiso 1 1 calc R A . C19 C 0.41547(13) 0.4175(4) 0.12484(14) 0.0487(7) Uani 1 1 d . A . H19A H 0.3944 0.3616 0.1641 0.058 Uiso 1 1 calc R . . H19B H 0.4477 0.3512 0.1030 0.058 Uiso 1 1 calc R . . C20 C 0.36556(13) 0.4538(4) 0.06731(14) 0.0525(8) Uani 1 1 d . . . O20 O 0.37534(12) 0.5456(3) 0.02040(13) 0.0774(8) Uani 1 1 d . A . N21 N 0.31239(11) 0.3749(3) 0.07306(12) 0.0482(6) Uani 1 1 d D A . H21 H 0.3060(16) 0.304(3) 0.1066(13) 0.065(10) Uiso 1 1 d D . . C22 C 0.25918(13) 0.3934(4) 0.02371(15) 0.0481(7) Uani 1 1 d . . . H22A H 0.2563 0.4989 0.0093 0.058 Uiso 1 1 calc R A . H22B H 0.2192 0.3670 0.0490 0.058 Uiso 1 1 calc R . . C23 C 0.26540(12) 0.3010(3) -0.04147(15) 0.0424(6) Uani 1 1 d . A . C24 C 0.26849(14) 0.2272(4) -0.09338(17) 0.0550(8) Uani 1 1 d . . . H24 H 0.2710 0.1674 -0.1355 0.066 Uiso 1 1 calc R A . Cl1 Cl 0.6921(2) 0.0807(4) 0.2733(2) 0.0314(6) Uani 0.557(4) 1 d PDU B 1 O31 O 0.6874(2) 0.2350(4) 0.2551(3) 0.0623(12) Uani 0.557(4) 1 d PDU B 1 O32 O 0.7253(4) 0.0054(8) 0.2204(3) 0.0773(19) Uani 0.557(4) 1 d PDU B 1 O33 O 0.6266(2) 0.0257(6) 0.2785(3) 0.0659(13) Uani 0.557(4) 1 d PDU B 1 O34 O 0.7209(2) 0.0703(9) 0.3426(2) 0.0754(15) Uani 0.557(4) 1 d PDU B 1 Cl1A Cl 0.6952(3) 0.0662(6) 0.2878(3) 0.0379(14) Uiso 0.264(5) 1 d PDU C 2 O31A O 0.6853(4) -0.0728(8) 0.3195(4) 0.055(2) Uiso 0.264(5) 1 d PDU C 2 O32A O 0.7354(4) 0.1512(10) 0.3318(5) 0.054(2) Uiso 0.264(5) 1 d PDU C 2 O33A O 0.6342(4) 0.1446(11) 0.2816(5) 0.070(3) Uiso 0.264(5) 1 d PDU C 2 O34A O 0.7194(7) 0.0541(15) 0.2165(6) 0.079(4) Uiso 0.264(5) 1 d PDU C 2 Cl1B Cl 0.6837(8) 0.0776(19) 0.2779(9) 0.024(3) Uiso 0.108(5) 1 d PDU D 3 O31B O 0.6901(12) 0.025(3) 0.2069(8) 0.062(5) Uiso 0.108(5) 1 d PDU D 3 O32B O 0.7139(11) 0.2194(19) 0.2842(13) 0.062(5) Uiso 0.108(5) 1 d PDU D 3 O33B O 0.6185(7) 0.088(3) 0.2963(13) 0.058(6) Uiso 0.108(5) 1 d PDU D 3 O34B O 0.7151(10) -0.020(2) 0.3280(10) 0.049(5) Uiso 0.108(5) 1 d PDU D 3 Cl1C Cl 0.6759(8) 0.0535(18) 0.2823(9) 0.046(4) Uiso 0.070(3) 1 d PDU E 4 O31C O 0.7336(10) -0.032(3) 0.2714(19) 0.075(6) Uiso 0.070(3) 1 d PDU E 4 O32C O 0.6381(13) 0.029(3) 0.2202(12) 0.060(6) Uiso 0.070(3) 1 d PDU E 4 O33C O 0.6916(17) 0.206(2) 0.2883(18) 0.067(6) Uiso 0.070(3) 1 d PDU E 4 O34C O 0.6458(14) 0.001(3) 0.3451(12) 0.073(6) Uiso 0.070(3) 1 d PDU E 4 O40 O 0.5000 -0.0167(4) 0.2500 0.0854(15) Uani 1 2 d S . . 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 Zn 0.02088(15) 0.02177(16) 0.01897(16) 0.000 0.00036(13) 0.000 N1 0.0581(15) 0.0415(12) 0.0299(11) -0.0097(9) 0.0118(10) -0.0241(11) C2 0.111(3) 0.0359(15) 0.0508(17) 0.0068(13) 0.0264(19) -0.0133(18) C3 0.101(3) 0.0408(15) 0.0285(13) 0.0089(11) 0.0044(15) 0.0077(16) N4 0.0496(13) 0.0554(14) 0.0238(10) 0.0028(9) -0.0060(9) 0.0199(11) C5 0.0334(18) 0.0303(17) 0.0283(16) 0.0053(13) -0.0026(13) 0.0092(14) C6 0.0262(16) 0.0386(18) 0.0442(19) 0.0153(17) 0.0023(15) 0.0085(15) C13 0.0335(12) 0.0579(17) 0.0356(13) -0.0100(12) 0.0067(10) -0.0162(12) C14 0.0247(10) 0.0403(12) 0.0247(10) -0.0012(9) 0.0018(8) 0.0053(9) O14 0.0363(9) 0.0256(8) 0.0308(8) 0.0016(6) 0.0123(6) 0.0023(7) N15 0.0407(12) 0.0584(15) 0.0360(11) -0.0156(11) 0.0166(9) -0.0062(11) C16 0.079(2) 0.0491(17) 0.0416(15) -0.0085(13) 0.0136(15) 0.0041(16) C17 0.0470(17) 0.0538(17) 0.0581(18) -0.0178(14) 0.0134(14) 0.0044(13) C18 0.071(2) 0.077(2) 0.061(2) -0.0286(19) 0.0235(18) -0.016(2) C19 0.0339(13) 0.079(2) 0.0329(13) 0.0161(13) -0.0076(10) -0.0021(14) C20 0.0325(13) 0.095(3) 0.0294(13) 0.0155(14) -0.0051(10) 0.0012(14) O20 0.0516(14) 0.142(2) 0.0390(11) 0.0436(13) -0.0126(10) -0.0167(14) N21 0.0327(11) 0.0780(18) 0.0338(12) 0.0119(12) -0.0085(9) 0.0022(12) C22 0.0307(13) 0.073(2) 0.0406(13) 0.0054(14) -0.0103(10) 0.0068(13) C23 0.0283(12) 0.0583(17) 0.0405(14) 0.0157(13) -0.0059(10) -0.0072(11) C24 0.0395(14) 0.081(2) 0.0449(16) 0.0014(16) 0.0014(12) -0.0189(15) Cl1 0.0287(11) 0.0343(10) 0.0311(11) 0.0014(7) 0.0015(9) 0.0025(8) O31 0.071(3) 0.0343(19) 0.082(3) 0.0131(19) -0.002(2) 0.0009(18) O32 0.103(5) 0.072(4) 0.057(3) -0.012(3) 0.038(3) 0.030(3) O33 0.047(2) 0.061(3) 0.089(3) 0.013(3) -0.009(2) -0.024(2) O34 0.080(3) 0.108(4) 0.038(2) 0.021(3) -0.019(2) 0.009(3) O40 0.116(4) 0.0392(18) 0.101(3) 0.000 0.058(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn O14 2.0920(15) 3_655 ? Zn O14 2.0920(15) . ? Zn N4 2.182(2) 3_655 ? Zn N4 2.182(2) . ? Zn N1 2.231(2) . ? Zn N1 2.231(2) 3_655 ? N1 C2 1.457(4) . ? N1 C13 1.472(3) . ? N1 C6A 1.491(8) 3_655 ? N1 C6 1.528(4) 3_655 ? C2 C3 1.485(5) . ? C3 N4 1.504(4) . ? N4 C19 1.458(4) . ? N4 C5 1.502(4) . ? N4 C5A 1.570(7) . ? C5 C6 1.500(5) . ? C6 N1 1.528(4) 3_655 ? C5A C6A 1.509(9) . ? C6A N1 1.491(8) 3_655 ? C13 C14 1.488(3) . ? C14 O14 1.243(2) . ? C14 N15 1.324(3) . ? N15 C16 1.450(4) . ? C16 C17 1.453(4) . ? C17 C18 1.174(5) . ? C19 C20 1.531(3) . ? C20 O20 1.218(4) . ? C20 N21 1.329(4) . ? N21 C22 1.454(3) . ? C22 C23 1.473(4) . ? C23 C24 1.171(4) . ? Cl1 O32 1.381(5) . ? Cl1 O34 1.423(5) . ? Cl1 O31 1.435(5) . ? Cl1 O33 1.465(5) . ? Cl1A O31A 1.400(8) . ? Cl1A O32A 1.402(8) . ? Cl1A O34A 1.419(10) . ? Cl1A O33A 1.469(9) . ? Cl1B O31B 1.406(13) . ? Cl1B O33B 1.415(13) . ? Cl1B O32B 1.433(13) . ? Cl1B O34B 1.439(13) . ? Cl1C O34C 1.408(13) . ? Cl1C O32C 1.415(13) . ? Cl1C O33C 1.418(13) . ? Cl1C O31C 1.451(14) . ? 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 O14 Zn O14 83.03(8) 3_655 . ? O14 Zn N4 92.09(7) 3_655 3_655 ? O14 Zn N4 119.02(8) . 3_655 ? O14 Zn N4 119.02(8) 3_655 . ? O14 Zn N4 92.09(7) . . ? N4 Zn N4 139.23(13) 3_655 . ? O14 Zn N1 152.27(8) 3_655 . ? O14 Zn N1 78.10(7) . . ? N4 Zn N1 79.75(7) 3_655 . ? N4 Zn N1 82.08(9) . . ? O14 Zn N1 78.10(7) 3_655 3_655 ? O14 Zn N1 152.27(8) . 3_655 ? N4 Zn N1 82.08(9) 3_655 3_655 ? N4 Zn N1 79.75(7) . 3_655 ? N1 Zn N1 126.08(12) . 3_655 ? C2 N1 C13 111.4(2) . . ? C2 N1 C6A 94.7(4) . 3_655 ? C13 N1 C6A 129.7(4) . 3_655 ? C2 N1 C6 117.7(3) . 3_655 ? C13 N1 C6 104.6(2) . 3_655 ? C2 N1 Zn 104.48(19) . . ? C13 N1 Zn 109.54(15) . . ? C6A N1 Zn 103.9(3) 3_655 . ? C6 N1 Zn 108.94(17) 3_655 . ? N1 C2 C3 111.3(2) . . ? C2 C3 N4 112.3(2) . . ? C19 N4 C5 121.0(2) . . ? C19 N4 C3 111.6(2) . . ? C5 N4 C3 104.7(2) . . ? C19 N4 C5A 88.3(3) . . ? C3 N4 C5A 135.1(4) . . ? C19 N4 Zn 106.35(16) . . ? C5 N4 Zn 106.26(16) . . ? C3 N4 Zn 106.05(16) . . ? C5A N4 Zn 106.0(3) . . ? C6 C5 N4 108.9(3) . . ? C5 C6 N1 109.1(3) . 3_655 ? C6A C5A N4 104.7(6) . . ? N1 C6A C5A 103.0(6) 3_655 . ? N1 C13 C14 110.8(2) . . ? O14 C14 N15 121.7(2) . . ? O14 C14 C13 122.1(2) . . ? N15 C14 C13 116.2(2) . . ? C14 O14 Zn 116.47(15) . . ? C14 N15 C16 123.3(2) . . ? N15 C16 C17 110.6(3) . . ? C18 C17 C16 176.9(4) . . ? N4 C19 C20 115.8(3) . . ? O20 C20 N21 124.3(2) . . ? O20 C20 C19 121.8(3) . . ? N21 C20 C19 114.0(2) . . ? C20 N21 C22 122.4(2) . . ? N21 C22 C23 112.5(2) . . ? C24 C23 C22 178.1(3) . . ? O32 Cl1 O34 113.1(5) . . ? O32 Cl1 O31 110.2(4) . . ? O34 Cl1 O31 107.7(4) . . ? O32 Cl1 O33 110.8(5) . . ? O34 Cl1 O33 108.5(4) . . ? O31 Cl1 O33 106.2(4) . . ? O31A Cl1A O32A 109.6(6) . . ? O31A Cl1A O34A 112.1(7) . . ? O32A Cl1A O34A 111.6(8) . . ? O31A Cl1A O33A 109.5(7) . . ? O32A Cl1A O33A 107.9(6) . . ? O34A Cl1A O33A 106.1(7) . . ? O31B Cl1B O33B 109.8(12) . . ? O31B Cl1B O32B 109.7(12) . . ? O33B Cl1B O32B 110.5(12) . . ? O31B Cl1B O34B 110.6(12) . . ? O33B Cl1B O34B 109.1(12) . . ? O32B Cl1B O34B 106.9(11) . . ? O34C Cl1C O32C 111.5(12) . . ? O34C Cl1C O33C 111.5(12) . . ? O32C Cl1C O33C 110.4(12) . . ? O34C Cl1C O31C 108.1(12) . . ? O32C Cl1C O31C 105.8(12) . . ? O33C Cl1C O31C 109.4(12) . . ? _diffrn_measured_fraction_theta_max 0.940 _diffrn_reflns_theta_full 31.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.757 _refine_diff_density_min -0.587 _refine_diff_density_rms 0.076 #===END