Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Kristopher McNeill' _publ_contact_author_address ; Department of Chemistry University of Minnesota 207 Pleasant St SE Minneapolis MN-55455 UNITED STATES OF AMERICA ; _publ_contact_author_email MCNEILL@CHEM.UMN.EDU _publ_section_title ; Synthesis and structures of acyclic monoanionic tetradentate aza b-diketiminate complexes of magnesium, zinc, and cadmium ; loop_ _publ_author_name 'Joseph M. Fritsch' 'Kristen A. Thoreson' 'Kristopher McNeill' # Attachment '5_BDIQOH2_revised.cif' data_05325fix _database_code_depnum_ccdc_archive 'CCDC 612332' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 05325fix _chemical_melting_point ? _chemical_formula_moiety 'C19 H16 N2 O' _chemical_formula_sum 'C19 H16 N2 O' _chemical_formula_weight 288.34 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.3158(10) _cell_length_b 8.6984(14) _cell_length_c 13.841(2) _cell_angle_alpha 101.945(2) _cell_angle_beta 91.645(3) _cell_angle_gamma 98.646(3) _cell_volume 734.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour orange _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.304 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 304 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.975 _exptl_absorpt_correction_T_max 0.984 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART PLatform CCD' _diffrn_measurement_method 'area detector, omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8522 _diffrn_reflns_av_R_equivalents 0.0217 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 27.20 _reflns_number_total 3229 _reflns_number_gt 2623 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, BRuker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELxTL, BRuker' _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^)+(0.0608P)^2^+0.2844P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3229 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0572 _refine_ls_R_factor_gt 0.0432 _refine_ls_wR_factor_ref 0.1178 _refine_ls_wR_factor_gt 0.1095 _refine_ls_goodness_of_fit_ref 0.938 _refine_ls_restrained_S_all 0.938 _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 N1 N 0.79117(19) 0.53058(14) 0.30586(9) 0.0316(3) Uani 1 1 d . . . N2 N 0.45930(18) 0.56582(14) 0.19305(9) 0.0294(3) Uani 1 1 d . . . H2B H 0.5170 0.6329 0.2451 0.035 Uiso 1 1 calc R . . O1 O -0.12947(17) 0.82423(14) 0.13037(8) 0.0421(3) Uani 1 1 d . . . C1 C 0.9591(2) 0.51795(19) 0.36071(12) 0.0372(4) Uani 1 1 d . . . H1A H 0.9958 0.5935 0.4192 0.045 Uiso 1 1 calc R . . C2 C 1.0861(3) 0.3976(2) 0.33634(13) 0.0409(4) Uani 1 1 d . . . H2A H 1.2031 0.3944 0.3779 0.049 Uiso 1 1 calc R . . C3 C 1.0357(3) 0.28588(19) 0.25121(12) 0.0391(4) Uani 1 1 d . . . H3A H 1.1177 0.2051 0.2342 0.047 Uiso 1 1 calc R . . C4 C 0.8580(2) 0.29288(16) 0.18859(11) 0.0319(3) Uani 1 1 d . . . C5 C 0.7408(2) 0.41963(16) 0.21978(10) 0.0280(3) Uani 1 1 d . . . C6 C 0.7942(3) 0.18286(17) 0.09835(12) 0.0386(4) Uani 1 1 d . . . H6A H 0.8688 0.0987 0.0775 0.046 Uiso 1 1 calc R . . C7 C 0.6225(3) 0.20084(18) 0.04196(11) 0.0389(4) Uani 1 1 d . . . H7A H 0.5813 0.1279 -0.0172 0.047 Uiso 1 1 calc R . . C8 C 0.5061(2) 0.32696(17) 0.07105(11) 0.0342(3) Uani 1 1 d . . . H8A H 0.3906 0.3369 0.0308 0.041 Uiso 1 1 calc R . . C9 C 0.5622(2) 0.43528(16) 0.15851(10) 0.0276(3) Uani 1 1 d . . . C10 C 0.2779(2) 0.59597(17) 0.15215(10) 0.0282(3) Uani 1 1 d . . . H10A H 0.2130 0.5197 0.0980 0.034 Uiso 1 1 calc R . . C11 C 0.1790(2) 0.72485(16) 0.18075(10) 0.0273(3) Uani 1 1 d . . . C12 C -0.0158(2) 0.72177(18) 0.12235(11) 0.0332(3) Uani 1 1 d . . . H12A H -0.0591 0.6310 0.0730 0.040 Uiso 1 1 calc R . . C13 C 0.2618(2) 0.86235(16) 0.26230(10) 0.0264(3) Uani 1 1 d . . . C14 C 0.4759(2) 0.93630(17) 0.26868(10) 0.0308(3) Uani 1 1 d . . . H14A H 0.5672 0.8995 0.2208 0.037 Uiso 1 1 calc R . . C15 C 0.5532(2) 1.06375(17) 0.34551(11) 0.0323(3) Uani 1 1 d . . . H15A H 0.6964 1.1104 0.3485 0.039 Uiso 1 1 calc R . . C16 C 0.4219(2) 1.12361(16) 0.41826(10) 0.0294(3) Uani 1 1 d . . . C17 C 0.2083(2) 1.05133(16) 0.41099(10) 0.0296(3) Uani 1 1 d . . . H17A H 0.1169 1.0898 0.4584 0.036 Uiso 1 1 calc R . . C18 C 0.1286(2) 0.92334(16) 0.33470(10) 0.0285(3) Uani 1 1 d . . . H18A H -0.0149 0.8776 0.3316 0.034 Uiso 1 1 calc R . . C19 C 0.5097(3) 1.26113(18) 0.50178(11) 0.0382(4) Uani 1 1 d . . . H19A H 0.5916 1.3438 0.4756 0.057 Uiso 1 1 calc R . . H19B H 0.6003 1.2257 0.5467 0.057 Uiso 1 1 calc R . . H19C H 0.3932 1.3016 0.5362 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 N1 0.0289(6) 0.0328(6) 0.0332(6) 0.0077(5) -0.0028(5) 0.0057(5) N2 0.0278(6) 0.0300(6) 0.0283(6) 0.0006(5) -0.0042(5) 0.0069(5) O1 0.0334(6) 0.0537(7) 0.0430(6) 0.0113(5) -0.0016(5) 0.0183(5) C1 0.0353(8) 0.0396(8) 0.0364(8) 0.0097(6) -0.0069(6) 0.0044(6) C2 0.0318(8) 0.0464(9) 0.0508(10) 0.0233(8) -0.0045(7) 0.0095(7) C3 0.0366(8) 0.0385(8) 0.0517(10) 0.0224(7) 0.0094(7) 0.0164(7) C4 0.0347(8) 0.0286(7) 0.0372(8) 0.0146(6) 0.0084(6) 0.0083(6) C5 0.0283(7) 0.0273(7) 0.0301(7) 0.0101(5) 0.0044(5) 0.0042(5) C6 0.0513(10) 0.0284(7) 0.0410(8) 0.0105(6) 0.0129(7) 0.0153(7) C7 0.0554(10) 0.0275(7) 0.0325(8) 0.0036(6) 0.0054(7) 0.0057(7) C8 0.0377(8) 0.0320(7) 0.0326(8) 0.0078(6) -0.0013(6) 0.0045(6) C9 0.0274(7) 0.0261(7) 0.0303(7) 0.0078(5) 0.0032(5) 0.0047(5) C10 0.0265(7) 0.0325(7) 0.0246(7) 0.0050(5) -0.0012(5) 0.0033(5) C11 0.0238(7) 0.0329(7) 0.0259(7) 0.0075(5) 0.0011(5) 0.0051(5) C12 0.0277(7) 0.0415(8) 0.0309(7) 0.0081(6) -0.0001(6) 0.0070(6) C13 0.0250(7) 0.0289(7) 0.0277(7) 0.0095(5) 0.0004(5) 0.0072(5) C14 0.0265(7) 0.0356(8) 0.0318(7) 0.0079(6) 0.0052(6) 0.0078(6) C15 0.0241(7) 0.0332(7) 0.0391(8) 0.0087(6) -0.0001(6) 0.0022(6) C16 0.0325(7) 0.0277(7) 0.0301(7) 0.0100(5) -0.0015(6) 0.0074(6) C17 0.0311(7) 0.0314(7) 0.0296(7) 0.0090(6) 0.0067(6) 0.0103(6) C18 0.0241(7) 0.0310(7) 0.0325(7) 0.0100(6) 0.0029(5) 0.0063(5) C19 0.0422(9) 0.0346(8) 0.0369(8) 0.0055(6) -0.0052(7) 0.0077(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 C1 1.3175(18) . ? N1 C5 1.3647(18) . ? N2 C10 1.3475(17) . ? N2 C9 1.3983(17) . ? N2 H2B 0.8600 . ? O1 C12 1.2155(18) . ? C1 C2 1.406(2) . ? C1 H1A 0.9300 . ? C2 C3 1.358(2) . ? C2 H2A 0.9300 . ? C3 C4 1.414(2) . ? C3 H3A 0.9300 . ? C4 C6 1.414(2) . ? C4 C5 1.4200(19) . ? C5 C9 1.4315(19) . ? C6 C7 1.365(2) . ? C6 H6A 0.9300 . ? C7 C8 1.408(2) . ? C7 H7A 0.9300 . ? C8 C9 1.372(2) . ? C8 H8A 0.9300 . ? C10 C11 1.3584(19) . ? C10 H10A 0.9300 . ? C11 C12 1.4466(19) . ? C11 C13 1.4823(19) . ? C12 H12A 0.9300 . ? C13 C18 1.3983(18) . ? C13 C14 1.3992(19) . ? C14 C15 1.385(2) . ? C14 H14A 0.9300 . ? C15 C16 1.391(2) . ? C15 H15A 0.9300 . ? C16 C17 1.391(2) . ? C16 C19 1.505(2) . ? C17 C18 1.3864(19) . ? C17 H17A 0.9300 . ? C18 H18A 0.9300 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? 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 C1 N1 C5 117.11(13) . . ? C10 N2 C9 125.91(12) . . ? C10 N2 H2B 117.0 . . ? C9 N2 H2B 117.0 . . ? N1 C1 C2 124.15(14) . . ? N1 C1 H1A 117.9 . . ? C2 C1 H1A 117.9 . . ? C3 C2 C1 119.03(14) . . ? C3 C2 H2A 120.5 . . ? C1 C2 H2A 120.5 . . ? C2 C3 C4 119.75(14) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? C6 C4 C3 123.80(13) . . ? C6 C4 C5 119.44(13) . . ? C3 C4 C5 116.75(14) . . ? N1 C5 C4 123.20(13) . . ? N1 C5 C9 117.38(12) . . ? C4 C5 C9 119.42(13) . . ? C7 C6 C4 119.62(13) . . ? C7 C6 H6A 120.2 . . ? C4 C6 H6A 120.2 . . ? C6 C7 C8 121.74(14) . . ? C6 C7 H7A 119.1 . . ? C8 C7 H7A 119.1 . . ? C9 C8 C7 120.29(14) . . ? C9 C8 H8A 119.9 . . ? C7 C8 H8A 119.9 . . ? C8 C9 N2 124.62(13) . . ? C8 C9 C5 119.48(13) . . ? N2 C9 C5 115.88(12) . . ? N2 C10 C11 127.57(13) . . ? N2 C10 H10A 116.2 . . ? C11 C10 H10A 116.2 . . ? C10 C11 C12 114.44(12) . . ? C10 C11 C13 124.47(12) . . ? C12 C11 C13 121.06(12) . . ? O1 C12 C11 127.42(14) . . ? O1 C12 H12A 116.3 . . ? C11 C12 H12A 116.3 . . ? C18 C13 C14 117.84(12) . . ? C18 C13 C11 121.26(12) . . ? C14 C13 C11 120.90(12) . . ? C15 C14 C13 120.74(13) . . ? C15 C14 H14A 119.6 . . ? C13 C14 H14A 119.6 . . ? C14 C15 C16 121.59(13) . . ? C14 C15 H15A 119.2 . . ? C16 C15 H15A 119.2 . . ? C15 C16 C17 117.57(13) . . ? C15 C16 C19 120.76(13) . . ? C17 C16 C19 121.67(13) . . ? C18 C17 C16 121.53(13) . . ? C18 C17 H17A 119.2 . . ? C16 C17 H17A 119.2 . . ? C17 C18 C13 120.72(13) . . ? C17 C18 H18A 119.6 . . ? C13 C18 H18A 119.6 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C1 C2 -0.6(2) . . . . ? N1 C1 C2 C3 0.0(2) . . . . ? C1 C2 C3 C4 0.3(2) . . . . ? C2 C3 C4 C6 179.53(14) . . . . ? C2 C3 C4 C5 0.0(2) . . . . ? C1 N1 C5 C4 0.9(2) . . . . ? C1 N1 C5 C9 -178.30(13) . . . . ? C6 C4 C5 N1 179.82(13) . . . . ? C3 C4 C5 N1 -0.6(2) . . . . ? C6 C4 C5 C9 -1.00(19) . . . . ? C3 C4 C5 C9 178.60(12) . . . . ? C3 C4 C6 C7 -178.88(14) . . . . ? C5 C4 C6 C7 0.7(2) . . . . ? C4 C6 C7 C8 0.1(2) . . . . ? C6 C7 C8 C9 -0.7(2) . . . . ? C7 C8 C9 N2 178.87(13) . . . . ? C7 C8 C9 C5 0.3(2) . . . . ? C10 N2 C9 C8 7.5(2) . . . . ? C10 N2 C9 C5 -173.90(13) . . . . ? N1 C5 C9 C8 179.72(13) . . . . ? C4 C5 C9 C8 0.5(2) . . . . ? N1 C5 C9 N2 1.06(18) . . . . ? C4 C5 C9 N2 -178.17(12) . . . . ? C9 N2 C10 C11 -176.68(13) . . . . ? N2 C10 C11 C12 -179.28(13) . . . . ? N2 C10 C11 C13 2.7(2) . . . . ? C10 C11 C12 O1 -177.22(14) . . . . ? C13 C11 C12 O1 0.8(2) . . . . ? C10 C11 C13 C18 -132.39(15) . . . . ? C12 C11 C13 C18 49.74(18) . . . . ? C10 C11 C13 C14 48.24(19) . . . . ? C12 C11 C13 C14 -129.63(14) . . . . ? C18 C13 C14 C15 1.2(2) . . . . ? C11 C13 C14 C15 -179.37(12) . . . . ? C13 C14 C15 C16 -0.5(2) . . . . ? C14 C15 C16 C17 -0.4(2) . . . . ? C14 C15 C16 C19 179.33(13) . . . . ? C15 C16 C17 C18 0.6(2) . . . . ? C19 C16 C17 C18 -179.14(12) . . . . ? C16 C17 C18 C13 0.1(2) . . . . ? C14 C13 C18 C17 -1.04(19) . . . . ? C11 C13 C18 C17 179.57(12) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.20 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.204 _refine_diff_density_min -0.178 _refine_diff_density_rms 0.036 # Attachment 'BDIQOH2.cif' data_05327m _database_code_depnum_ccdc_archive 'CCDC 612333' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 05327 _chemical_melting_point ? _chemical_formula_moiety 'C19 H16 N2 O' _chemical_formula_sum 'C19 H16 N2 O' _chemical_formula_weight 288.34 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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.4241(18) _cell_length_b 6.1370(10) _cell_length_c 11.8007(18) _cell_angle_alpha 90.00 _cell_angle_beta 116.708(2) _cell_angle_gamma 90.00 _cell_volume 739.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2312 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 27.10 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 304 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.823101 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS, R.Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART PLatform CCD' _diffrn_measurement_method 'area detector, omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7095 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0319 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 25.04 _reflns_number_total 2613 _reflns_number_gt 2242 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, BRuker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELxTL, BRuker' _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^)+(0.0412P)^2^+0.0550P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.2(15) _refine_ls_number_reflns 2613 _refine_ls_number_parameters 200 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.0811 _refine_ls_wR_factor_gt 0.0740 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 O1 O 0.47723(12) 0.2798(2) 0.34404(11) 0.0367(3) Uani 1 1 d . . . N1 N 0.07097(14) 1.2315(3) 0.16790(14) 0.0352(4) Uani 1 1 d . . . N2 N 0.23664(14) 0.9284(3) 0.31236(13) 0.0300(4) Uani 1 1 d . . . H2A H 0.2121 0.9497 0.2329 0.036 Uiso 1 1 calc R . . C1 C -0.00582(19) 1.3875(4) 0.09579(18) 0.0429(5) Uani 1 1 d . . . H1B H -0.0331 1.3791 0.0088 0.051 Uiso 1 1 calc R . . C2 C -0.04894(19) 1.5652(4) 0.1416(2) 0.0435(5) Uani 1 1 d . . . H2B H -0.1026 1.6711 0.0862 0.052 Uiso 1 1 calc R . . C3 C -0.01137(18) 1.5801(4) 0.2674(2) 0.0396(5) Uani 1 1 d . . . H3A H -0.0388 1.6974 0.2994 0.048 Uiso 1 1 calc R . . C4 C 0.06984(17) 1.4170(3) 0.35066(17) 0.0328(4) Uani 1 1 d . . . C5 C 0.10920(16) 1.2461(3) 0.29491(16) 0.0288(4) Uani 1 1 d . . . C6 C 0.11623(19) 1.4208(4) 0.48381(19) 0.0403(5) Uani 1 1 d . . . H6A H 0.0904 1.5314 0.5216 0.048 Uiso 1 1 calc R . . C7 C 0.19865(19) 1.2622(4) 0.55592(18) 0.0417(5) Uani 1 1 d . . . H7A H 0.2294 1.2670 0.6434 0.050 Uiso 1 1 calc R . . C8 C 0.23915(18) 1.0907(3) 0.50280(17) 0.0341(4) Uani 1 1 d . . . H8A H 0.2946 0.9831 0.5548 0.041 Uiso 1 1 calc R . . C9 C 0.19655(16) 1.0825(3) 0.37385(16) 0.0276(4) Uani 1 1 d . . . C10 C 0.30974(16) 0.7492(3) 0.36358(16) 0.0273(4) Uani 1 1 d . . . H10A H 0.3282 0.7156 0.4468 0.033 Uiso 1 1 calc R . . C11 C 0.35889(16) 0.6134(3) 0.30459(15) 0.0256(4) Uani 1 1 d . . . C12 C 0.42647(16) 0.4243(3) 0.37793(16) 0.0292(4) Uani 1 1 d . . . H12A H 0.4318 0.4116 0.4586 0.035 Uiso 1 1 calc R . . C13 C 0.34979(17) 0.6543(3) 0.17711(17) 0.0268(4) Uani 1 1 d . . . C14 C 0.38714(18) 0.8548(3) 0.14760(18) 0.0318(5) Uani 1 1 d . . . H14A H 0.4173 0.9642 0.2086 0.038 Uiso 1 1 calc R . . C15 C 0.38012(18) 0.8934(3) 0.02920(18) 0.0345(5) Uani 1 1 d . . . H15A H 0.4052 1.0287 0.0120 0.041 Uiso 1 1 calc R . . C16 C 0.33646(17) 0.7348(3) -0.06437(16) 0.0322(4) Uani 1 1 d . . . C17 C 0.30075(18) 0.5341(3) -0.03494(17) 0.0341(5) Uani 1 1 d . . . H17A H 0.2718 0.4246 -0.0960 0.041 Uiso 1 1 calc R . . C18 C 0.30729(17) 0.4932(3) 0.08364(16) 0.0309(4) Uani 1 1 d . . . H18A H 0.2831 0.3571 0.1009 0.037 Uiso 1 1 calc R . . C19 C 0.3266(2) 0.7796(4) -0.19402(17) 0.0445(5) Uani 1 1 d . . . H19A H 0.3449 0.6484 -0.2274 0.067 Uiso 1 1 calc R . . H19B H 0.3888 0.8900 -0.1876 0.067 Uiso 1 1 calc R . . H19C H 0.2397 0.8288 -0.2496 0.067 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 O1 0.0451(8) 0.0300(8) 0.0334(7) -0.0041(6) 0.0162(6) 0.0050(7) N1 0.0343(8) 0.0375(10) 0.0306(9) 0.0010(8) 0.0116(7) 0.0028(8) N2 0.0355(8) 0.0314(9) 0.0239(7) -0.0009(7) 0.0140(6) 0.0019(7) C1 0.0406(11) 0.0507(14) 0.0332(11) 0.0075(11) 0.0128(9) 0.0081(11) C2 0.0365(11) 0.0438(13) 0.0500(13) 0.0130(11) 0.0194(10) 0.0104(10) C3 0.0360(10) 0.0352(12) 0.0554(13) 0.0018(10) 0.0274(10) 0.0049(10) C4 0.0288(9) 0.0331(11) 0.0409(11) -0.0005(9) 0.0195(8) -0.0006(9) C5 0.0269(9) 0.0293(10) 0.0317(10) -0.0010(9) 0.0147(8) -0.0040(9) C6 0.0470(11) 0.0399(12) 0.0443(12) -0.0041(10) 0.0296(10) 0.0040(11) C7 0.0471(12) 0.0521(13) 0.0324(10) -0.0027(11) 0.0235(9) 0.0044(12) C8 0.0386(10) 0.0371(11) 0.0307(10) 0.0042(9) 0.0191(8) 0.0050(9) C9 0.0295(9) 0.0282(10) 0.0309(9) -0.0022(8) 0.0186(8) -0.0024(9) C10 0.0299(9) 0.0283(10) 0.0229(8) 0.0009(9) 0.0111(7) -0.0034(9) C11 0.0271(9) 0.0250(10) 0.0247(9) -0.0037(8) 0.0115(8) -0.0045(8) C12 0.0321(9) 0.0301(10) 0.0246(9) 0.0005(8) 0.0121(8) -0.0031(9) C13 0.0273(9) 0.0273(10) 0.0278(10) -0.0017(8) 0.0142(7) 0.0001(8) C14 0.0376(11) 0.0262(10) 0.0339(11) -0.0063(8) 0.0182(9) -0.0049(8) C15 0.0408(11) 0.0295(11) 0.0402(11) 0.0034(9) 0.0245(9) -0.0003(9) C16 0.0319(9) 0.0372(11) 0.0304(10) 0.0032(9) 0.0164(8) 0.0053(9) C17 0.0390(11) 0.0343(12) 0.0288(10) -0.0067(9) 0.0148(9) -0.0029(9) C18 0.0360(10) 0.0278(10) 0.0302(10) -0.0026(8) 0.0161(8) -0.0037(8) C19 0.0542(12) 0.0524(14) 0.0359(11) 0.0040(11) 0.0281(9) 0.0043(12) _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 O1 C12 1.222(2) . ? N1 C1 1.319(3) . ? N1 C5 1.363(2) . ? N2 C10 1.349(2) . ? N2 C9 1.389(2) . ? N2 H2A 0.8600 . ? C1 C2 1.401(3) . ? C1 H1B 0.9300 . ? C2 C3 1.351(3) . ? C2 H2B 0.9300 . ? C3 C4 1.417(3) . ? C3 H3A 0.9300 . ? C4 C5 1.414(3) . ? C4 C6 1.415(3) . ? C5 C9 1.427(3) . ? C6 C7 1.356(3) . ? C6 H6A 0.9300 . ? C7 C8 1.405(3) . ? C7 H7A 0.9300 . ? C8 C9 1.374(2) . ? C8 H8A 0.9300 . ? C10 C11 1.359(2) . ? C10 H10A 0.9300 . ? C11 C12 1.446(3) . ? C11 C13 1.482(2) . ? C12 H12A 0.9300 . ? C13 C18 1.396(2) . ? C13 C14 1.396(3) . ? C14 C15 1.383(2) . ? C14 H14A 0.9300 . ? C15 C16 1.386(3) . ? C15 H15A 0.9300 . ? C16 C17 1.390(3) . ? C16 C19 1.508(2) . ? C17 C18 1.390(2) . ? C17 H17A 0.9300 . ? C18 H18A 0.9300 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? 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 C1 N1 C5 116.97(17) . . ? C10 N2 C9 127.18(15) . . ? C10 N2 H2A 116.4 . . ? C9 N2 H2A 116.4 . . ? N1 C1 C2 124.29(19) . . ? N1 C1 H1B 117.9 . . ? C2 C1 H1B 117.9 . . ? C3 C2 C1 118.93(19) . . ? C3 C2 H2B 120.5 . . ? C1 C2 H2B 120.5 . . ? C2 C3 C4 119.96(19) . . ? C2 C3 H3A 120.0 . . ? C4 C3 H3A 120.0 . . ? C5 C4 C6 119.36(18) . . ? C5 C4 C3 116.57(17) . . ? C6 C4 C3 124.02(19) . . ? N1 C5 C4 123.27(17) . . ? N1 C5 C9 117.15(17) . . ? C4 C5 C9 119.55(15) . . ? C7 C6 C4 119.53(18) . . ? C7 C6 H6A 120.2 . . ? C4 C6 H6A 120.2 . . ? C6 C7 C8 122.18(18) . . ? C6 C7 H7A 118.9 . . ? C8 C7 H7A 118.9 . . ? C9 C8 C7 119.84(19) . . ? C9 C8 H8A 120.1 . . ? C7 C8 H8A 120.1 . . ? C8 C9 N2 124.57(17) . . ? C8 C9 C5 119.53(17) . . ? N2 C9 C5 115.85(15) . . ? N2 C10 C11 125.87(16) . . ? N2 C10 H10A 117.1 . . ? C11 C10 H10A 117.1 . . ? C10 C11 C12 114.71(15) . . ? C10 C11 C13 124.02(16) . . ? C12 C11 C13 121.24(15) . . ? O1 C12 C11 126.25(16) . . ? O1 C12 H12A 116.9 . . ? C11 C12 H12A 116.9 . . ? C18 C13 C14 117.63(17) . . ? C18 C13 C11 121.51(17) . . ? C14 C13 C11 120.83(17) . . ? C15 C14 C13 121.16(18) . . ? C15 C14 H14A 119.4 . . ? C13 C14 H14A 119.4 . . ? C14 C15 C16 121.39(18) . . ? C14 C15 H15A 119.3 . . ? C16 C15 H15A 119.3 . . ? C15 C16 C17 117.68(16) . . ? C15 C16 C19 121.09(19) . . ? C17 C16 C19 121.23(18) . . ? C16 C17 C18 121.50(17) . . ? C16 C17 H17A 119.2 . . ? C18 C17 H17A 119.2 . . ? C17 C18 C13 120.63(18) . . ? C17 C18 H18A 119.7 . . ? C13 C18 H18A 119.7 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C1 C2 0.4(3) . . . . ? N1 C1 C2 C3 -0.5(3) . . . . ? C1 C2 C3 C4 -0.3(3) . . . . ? C2 C3 C4 C5 1.1(3) . . . . ? C2 C3 C4 C6 178.70(18) . . . . ? C1 N1 C5 C4 0.5(3) . . . . ? C1 N1 C5 C9 -177.52(18) . . . . ? C6 C4 C5 N1 -178.93(17) . . . . ? C3 C4 C5 N1 -1.2(3) . . . . ? C6 C4 C5 C9 -1.0(2) . . . . ? C3 C4 C5 C9 176.73(17) . . . . ? C5 C4 C6 C7 0.7(3) . . . . ? C3 C4 C6 C7 -176.85(19) . . . . ? C4 C6 C7 C8 -0.7(3) . . . . ? C6 C7 C8 C9 1.1(3) . . . . ? C7 C8 C9 N2 175.91(17) . . . . ? C7 C8 C9 C5 -1.3(3) . . . . ? C10 N2 C9 C8 8.4(3) . . . . ? C10 N2 C9 C5 -174.27(16) . . . . ? N1 C5 C9 C8 179.39(16) . . . . ? C4 C5 C9 C8 1.3(2) . . . . ? N1 C5 C9 N2 1.9(2) . . . . ? C4 C5 C9 N2 -176.16(15) . . . . ? C9 N2 C10 C11 -172.74(17) . . . . ? N2 C10 C11 C12 -175.90(15) . . . . ? N2 C10 C11 C13 6.1(3) . . . . ? C10 C11 C12 O1 179.28(17) . . . . ? C13 C11 C12 O1 -2.7(3) . . . . ? C10 C11 C13 C18 -131.68(19) . . . . ? C12 C11 C13 C18 50.4(2) . . . . ? C10 C11 C13 C14 50.1(2) . . . . ? C12 C11 C13 C14 -127.76(19) . . . . ? C18 C13 C14 C15 1.1(3) . . . . ? C11 C13 C14 C15 179.36(16) . . . . ? C13 C14 C15 C16 -0.3(3) . . . . ? C14 C15 C16 C17 -0.5(3) . . . . ? C14 C15 C16 C19 178.78(17) . . . . ? C15 C16 C17 C18 0.5(3) . . . . ? C19 C16 C17 C18 -178.76(17) . . . . ? C16 C17 C18 C13 0.3(3) . . . . ? C14 C13 C18 C17 -1.1(3) . . . . ? C11 C13 C18 C17 -179.32(17) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.132 _refine_diff_density_min -0.140 _refine_diff_density_rms 0.030 # Attachment '4_CdOAc_revised.cif' data_06072b _database_code_depnum_ccdc_archive 'CCDC 612334' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 06072b _chemical_melting_point ? _chemical_formula_moiety 'C30 H24 Cd N4 O2, C H2 Cl2' _chemical_formula_sum 'C31 H26 Cd Cl2 N4 O2' _chemical_formula_weight 669.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.032(3) _cell_length_b 12.744(4) _cell_length_c 14.414(4) _cell_angle_alpha 113.725(3) _cell_angle_beta 104.610(3) _cell_angle_gamma 95.018(3) _cell_volume 1435.9(7) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3042 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plates _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.549 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 676 _exptl_absorpt_coefficient_mu 0.982 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.696788 _exptl_absorpt_correction_T_max 0.950000 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans per phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9956 _diffrn_reflns_av_R_equivalents 0.0311 _diffrn_reflns_av_sigmaI/netI 0.0487 _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 -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.10 _reflns_number_total 5006 _reflns_number_gt 4188 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, Bruker' _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^)+(0.0580P)^2^+2.3903P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5006 _refine_ls_number_parameters 363 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0607 _refine_ls_R_factor_gt 0.0466 _refine_ls_wR_factor_ref 0.1164 _refine_ls_wR_factor_gt 0.1106 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.46851(4) 0.41522(3) 0.20648(3) 0.03310(13) Uani 1 1 d . . . N1 N 0.3780(5) 0.5817(3) 0.2200(3) 0.0364(9) Uani 1 1 d . . . N2 N 0.3549(4) 0.4650(3) 0.3404(3) 0.0327(8) Uani 1 1 d . . . N3 N 0.6060(4) 0.3273(3) 0.2994(3) 0.0350(9) Uani 1 1 d . . . N4 N 0.7150(4) 0.4253(4) 0.1865(3) 0.0366(9) Uani 1 1 d . . . Cl1 Cl 0.4762(2) -0.00624(19) 0.12122(15) 0.0815(5) Uani 1 1 d . . . Cl2 Cl 0.1409(2) -0.04580(17) 0.09108(15) 0.0718(5) Uani 1 1 d . . . O1 O 0.3887(5) 0.3725(3) 0.0055(3) 0.0515(9) Uani 1 1 d . . . O2 O 0.2950(4) 0.2563(3) 0.0669(3) 0.0431(8) Uani 1 1 d . . . C1 C 0.3948(6) 0.6384(5) 0.1619(4) 0.0421(12) Uani 1 1 d . . . H1A H 0.4556 0.6125 0.1152 0.051 Uiso 1 1 calc R . . C2 C 0.3270(7) 0.7344(5) 0.1664(4) 0.0476(13) Uani 1 1 d . . . H2A H 0.3458 0.7747 0.1262 0.057 Uiso 1 1 calc R . . C3 C 0.2336(7) 0.7691(5) 0.2294(4) 0.0470(13) Uani 1 1 d . . . H3A H 0.1850 0.8330 0.2323 0.056 Uiso 1 1 calc R . . C4 C 0.2092(6) 0.7091(4) 0.2911(4) 0.0391(11) Uani 1 1 d . . . C5 C 0.2870(5) 0.6162(4) 0.2860(4) 0.0336(10) Uani 1 1 d . . . C6 C 0.2707(5) 0.5538(4) 0.3487(4) 0.0330(10) Uani 1 1 d . . . C7 C 0.1722(6) 0.5870(4) 0.4107(4) 0.0399(11) Uani 1 1 d . . . H7A H 0.1588 0.5476 0.4526 0.048 Uiso 1 1 calc R . . C8 C 0.0912(6) 0.6778(5) 0.4131(4) 0.0447(12) Uani 1 1 d . . . H8A H 0.0233 0.6969 0.4554 0.054 Uiso 1 1 calc R . . C9 C 0.1092(6) 0.7386(5) 0.3556(4) 0.0458(12) Uani 1 1 d . . . H9A H 0.0552 0.8001 0.3588 0.055 Uiso 1 1 calc R . . C10 C 0.3367(5) 0.3968(4) 0.3888(4) 0.0323(10) Uani 1 1 d . . . H10A H 0.2599 0.4090 0.4243 0.039 Uiso 1 1 calc R . . C11 C 0.4184(5) 0.3093(4) 0.3929(4) 0.0321(10) Uani 1 1 d . . . C12 C 0.5470(5) 0.2823(4) 0.3552(4) 0.0349(10) Uani 1 1 d . . . H12A H 0.5968 0.2261 0.3711 0.042 Uiso 1 1 calc R . . C13 C 0.3703(5) 0.2393(4) 0.4474(4) 0.0309(10) Uani 1 1 d . . . C14 C 0.3723(6) 0.1202(4) 0.4090(4) 0.0399(12) Uani 1 1 d . . . H14A H 0.4010 0.0829 0.3464 0.048 Uiso 1 1 calc R . . C15 C 0.3331(6) 0.0543(5) 0.4602(4) 0.0434(12) Uani 1 1 d . . . H15A H 0.3379 -0.0263 0.4327 0.052 Uiso 1 1 calc R . . C16 C 0.2869(6) 0.1050(4) 0.5514(4) 0.0401(12) Uani 1 1 d . . . C17 C 0.2818(6) 0.2233(4) 0.5889(4) 0.0391(11) Uani 1 1 d . . . H17A H 0.2492 0.2599 0.6499 0.047 Uiso 1 1 calc R . . C18 C 0.3240(5) 0.2900(4) 0.5383(4) 0.0352(10) Uani 1 1 d . . . H18A H 0.3210 0.3709 0.5665 0.042 Uiso 1 1 calc R . . C19 C 0.2485(8) 0.0330(5) 0.6082(5) 0.0616(17) Uani 1 1 d . . . H19A H 0.1505 0.0465 0.6239 0.092 Uiso 1 1 calc R . . H19B H 0.3334 0.0567 0.6750 0.092 Uiso 1 1 calc R . . H19C H 0.2368 -0.0505 0.5621 0.092 Uiso 1 1 calc R . . C20 C 0.7653(6) 0.4769(5) 0.1321(4) 0.0433(12) Uani 1 1 d . . . H20A H 0.7082 0.5290 0.1143 0.052 Uiso 1 1 calc R . . C21 C 0.8994(6) 0.4569(5) 0.1004(4) 0.0472(13) Uani 1 1 d . . . H21A H 0.9338 0.4969 0.0639 0.057 Uiso 1 1 calc R . . C22 C 0.9795(6) 0.3794(5) 0.1226(4) 0.0450(13) Uani 1 1 d . . . H22A H 1.0686 0.3637 0.0999 0.054 Uiso 1 1 calc R . . C23 C 0.9292(5) 0.3217(4) 0.1801(4) 0.0377(11) Uani 1 1 d . . . C24 C 0.7960(5) 0.3498(4) 0.2122(4) 0.0331(10) Uani 1 1 d . . . C25 C 0.7400(5) 0.2954(4) 0.2719(4) 0.0355(11) Uani 1 1 d . . . C26 C 0.8238(6) 0.2184(5) 0.2965(4) 0.0437(12) Uani 1 1 d . . . H26A H 0.7914 0.1831 0.3370 0.052 Uiso 1 1 calc R . . C27 C 0.9553(6) 0.1912(5) 0.2633(4) 0.0464(12) Uani 1 1 d . . . H27A H 1.0084 0.1373 0.2809 0.056 Uiso 1 1 calc R . . C28 C 1.0086(6) 0.2413(5) 0.2056(4) 0.0438(12) Uani 1 1 d . . . H28A H 1.0971 0.2220 0.1833 0.053 Uiso 1 1 calc R . . C29 C 0.2905(8) -0.0075(6) 0.0444(5) 0.0671(18) Uani 1 1 d . . . H29A H 0.2702 -0.0644 -0.0308 0.081 Uiso 1 1 calc R . . H29B H 0.2889 0.0711 0.0469 0.081 Uiso 1 1 calc R . . C30 C 0.3031(6) 0.2816(4) -0.0087(4) 0.0375(11) Uani 1 1 d . . . C31 C 0.2037(8) 0.1968(6) -0.1208(5) 0.0695(18) Uani 1 1 d . . . H31A H 0.2381 0.2168 -0.1721 0.104 Uiso 1 1 calc R . . H31B H 0.0938 0.2018 -0.1297 0.104 Uiso 1 1 calc R . . H31C H 0.2148 0.1168 -0.1334 0.104 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0368(2) 0.0432(2) 0.0333(2) 0.02406(16) 0.02056(14) 0.01136(14) N1 0.043(2) 0.042(2) 0.033(2) 0.0219(19) 0.0175(18) 0.0079(18) N2 0.039(2) 0.037(2) 0.032(2) 0.0194(18) 0.0194(17) 0.0102(17) N3 0.034(2) 0.048(2) 0.037(2) 0.0252(19) 0.0227(17) 0.0092(17) N4 0.038(2) 0.047(2) 0.035(2) 0.0233(19) 0.0192(18) 0.0065(18) Cl1 0.0763(11) 0.1058(14) 0.0769(12) 0.0532(11) 0.0304(9) 0.0065(10) Cl2 0.0813(11) 0.0911(12) 0.0816(12) 0.0603(10) 0.0443(9) 0.0380(9) O1 0.064(2) 0.053(2) 0.045(2) 0.0271(18) 0.0235(18) 0.0049(19) O2 0.052(2) 0.052(2) 0.0369(19) 0.0259(17) 0.0227(16) 0.0106(16) C1 0.047(3) 0.051(3) 0.042(3) 0.029(3) 0.022(2) 0.011(2) C2 0.064(3) 0.051(3) 0.043(3) 0.032(3) 0.022(3) 0.011(3) C3 0.062(3) 0.040(3) 0.046(3) 0.025(3) 0.016(3) 0.015(2) C4 0.043(3) 0.040(3) 0.036(3) 0.018(2) 0.013(2) 0.008(2) C5 0.038(3) 0.033(3) 0.034(3) 0.018(2) 0.014(2) 0.007(2) C6 0.033(2) 0.037(3) 0.032(2) 0.017(2) 0.0118(19) 0.006(2) C7 0.043(3) 0.049(3) 0.038(3) 0.025(2) 0.021(2) 0.013(2) C8 0.046(3) 0.054(3) 0.045(3) 0.024(3) 0.027(2) 0.021(2) C9 0.052(3) 0.047(3) 0.043(3) 0.020(3) 0.020(2) 0.020(2) C10 0.033(2) 0.041(3) 0.031(2) 0.020(2) 0.0179(19) 0.007(2) C11 0.035(2) 0.040(3) 0.030(2) 0.019(2) 0.0181(19) 0.005(2) C12 0.037(3) 0.047(3) 0.033(2) 0.025(2) 0.017(2) 0.012(2) C13 0.032(2) 0.038(3) 0.033(2) 0.021(2) 0.0165(19) 0.0075(19) C14 0.053(3) 0.046(3) 0.036(3) 0.025(2) 0.027(2) 0.014(2) C15 0.062(3) 0.040(3) 0.041(3) 0.024(2) 0.026(3) 0.014(2) C16 0.053(3) 0.043(3) 0.036(3) 0.025(2) 0.023(2) 0.008(2) C17 0.045(3) 0.051(3) 0.035(3) 0.025(2) 0.024(2) 0.011(2) C18 0.045(3) 0.039(3) 0.030(2) 0.019(2) 0.020(2) 0.007(2) C19 0.097(5) 0.059(4) 0.053(4) 0.037(3) 0.044(3) 0.015(3) C20 0.045(3) 0.055(3) 0.043(3) 0.029(3) 0.023(2) 0.007(2) C21 0.049(3) 0.061(4) 0.043(3) 0.028(3) 0.027(2) 0.005(3) C22 0.038(3) 0.059(3) 0.038(3) 0.016(3) 0.022(2) 0.001(2) C23 0.032(2) 0.046(3) 0.031(2) 0.012(2) 0.015(2) 0.002(2) C24 0.032(2) 0.041(3) 0.030(2) 0.018(2) 0.0142(19) 0.006(2) C25 0.035(2) 0.046(3) 0.033(2) 0.020(2) 0.017(2) 0.006(2) C26 0.039(3) 0.058(3) 0.051(3) 0.035(3) 0.021(2) 0.016(2) C27 0.041(3) 0.053(3) 0.053(3) 0.027(3) 0.020(2) 0.017(2) C28 0.031(2) 0.054(3) 0.047(3) 0.018(3) 0.019(2) 0.011(2) C29 0.090(5) 0.067(4) 0.063(4) 0.043(4) 0.032(4) 0.012(4) C30 0.043(3) 0.043(3) 0.034(3) 0.018(2) 0.022(2) 0.013(2) C31 0.081(5) 0.078(5) 0.045(3) 0.025(3) 0.020(3) 0.003(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O2 2.276(4) . ? Cd1 N3 2.281(4) . ? Cd1 N1 2.293(4) . ? Cd1 N2 2.304(4) . ? Cd1 N4 2.315(4) . ? Cd1 O1 2.610(4) . ? N1 C1 1.334(6) . ? N1 C5 1.376(6) . ? N2 C10 1.338(5) . ? N2 C6 1.400(6) . ? N3 C12 1.339(5) . ? N3 C25 1.410(6) . ? N4 C20 1.340(6) . ? N4 C24 1.368(6) . ? Cl1 C29 1.755(7) . ? Cl2 C29 1.768(6) . ? O1 C30 1.247(6) . ? O2 C30 1.270(5) . ? C1 C2 1.400(7) . ? C1 H1A 0.9500 . ? C2 C3 1.364(8) . ? C2 H2A 0.9500 . ? C3 C4 1.429(7) . ? C3 H3A 0.9500 . ? C4 C5 1.416(7) . ? C4 C9 1.423(7) . ? C5 C6 1.448(6) . ? C6 C7 1.389(6) . ? C7 C8 1.416(7) . ? C7 H7A 0.9500 . ? C8 C9 1.369(7) . ? C8 H8A 0.9500 . ? C9 H9A 0.9500 . ? C10 C11 1.402(7) . ? C10 H10A 0.9500 . ? C11 C12 1.415(6) . ? C11 C13 1.507(6) . ? C12 H12A 0.9500 . ? C13 C14 1.394(7) . ? C13 C18 1.397(6) . ? C14 C15 1.398(6) . ? C14 H14A 0.9500 . ? C15 C16 1.399(7) . ? C15 H15A 0.9500 . ? C16 C17 1.391(7) . ? C16 C19 1.525(6) . ? C17 C18 1.407(6) . ? C17 H17A 0.9500 . ? C18 H18A 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.408(7) . ? C20 H20A 0.9500 . ? C21 C22 1.366(8) . ? C21 H21A 0.9500 . ? C22 C23 1.434(7) . ? C22 H22A 0.9500 . ? C23 C28 1.414(7) . ? C23 C24 1.419(6) . ? C24 C25 1.453(6) . ? C25 C26 1.392(7) . ? C26 C27 1.409(7) . ? C26 H26A 0.9500 . ? C27 C28 1.380(7) . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.510(8) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? 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 Cd1 N3 100.68(13) . . ? O2 Cd1 N1 109.26(13) . . ? N3 Cd1 N1 144.94(14) . . ? O2 Cd1 N2 104.66(13) . . ? N3 Cd1 N2 82.32(13) . . ? N1 Cd1 N2 72.96(13) . . ? O2 Cd1 N4 110.83(13) . . ? N3 Cd1 N4 72.61(13) . . ? N1 Cd1 N4 111.45(14) . . ? N2 Cd1 N4 139.47(13) . . ? O2 Cd1 O1 53.36(11) . . ? N3 Cd1 O1 132.71(13) . . ? N1 Cd1 O1 81.17(13) . . ? N2 Cd1 O1 137.60(13) . . ? N4 Cd1 O1 81.12(13) . . ? C1 N1 C5 119.2(4) . . ? C1 N1 Cd1 124.9(3) . . ? C5 N1 Cd1 115.6(3) . . ? C10 N2 C6 120.6(4) . . ? C10 N2 Cd1 122.4(3) . . ? C6 N2 Cd1 115.0(3) . . ? C12 N3 C25 120.1(4) . . ? C12 N3 Cd1 123.1(3) . . ? C25 N3 Cd1 114.7(3) . . ? C20 N4 C24 119.2(4) . . ? C20 N4 Cd1 125.0(3) . . ? C24 N4 Cd1 114.1(3) . . ? C30 O1 Cd1 84.3(3) . . ? C30 O2 Cd1 99.2(3) . . ? N1 C1 C2 123.1(5) . . ? N1 C1 H1A 118.4 . . ? C2 C1 H1A 118.4 . . ? C3 C2 C1 119.0(4) . . ? C3 C2 H2A 120.5 . . ? C1 C2 H2A 120.5 . . ? C2 C3 C4 119.8(5) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? C5 C4 C9 119.6(4) . . ? C5 C4 C3 117.9(4) . . ? C9 C4 C3 122.5(5) . . ? N1 C5 C4 120.9(4) . . ? N1 C5 C6 118.4(4) . . ? C4 C5 C6 120.8(4) . . ? C7 C6 N2 126.2(4) . . ? C7 C6 C5 117.0(4) . . ? N2 C6 C5 116.7(4) . . ? C6 C7 C8 121.9(4) . . ? C6 C7 H7A 119.0 . . ? C8 C7 H7A 119.0 . . ? C9 C8 C7 121.2(5) . . ? C9 C8 H8A 119.4 . . ? C7 C8 H8A 119.4 . . ? C8 C9 C4 119.5(5) . . ? C8 C9 H9A 120.2 . . ? C4 C9 H9A 120.2 . . ? N2 C10 C11 127.3(4) . . ? N2 C10 H10A 116.4 . . ? C11 C10 H10A 116.4 . . ? C10 C11 C12 127.0(4) . . ? C10 C11 C13 117.4(4) . . ? C12 C11 C13 115.6(4) . . ? N3 C12 C11 126.9(4) . . ? N3 C12 H12A 116.5 . . ? C11 C12 H12A 116.5 . . ? C14 C13 C18 117.2(4) . . ? C14 C13 C11 120.7(4) . . ? C18 C13 C11 122.1(4) . . ? C13 C14 C15 121.7(4) . . ? C13 C14 H14A 119.1 . . ? C15 C14 H14A 119.1 . . ? C14 C15 C16 121.1(5) . . ? C14 C15 H15A 119.4 . . ? C16 C15 H15A 119.4 . . ? C17 C16 C15 117.4(4) . . ? C17 C16 C19 122.0(4) . . ? C15 C16 C19 120.6(5) . . ? C16 C17 C18 121.4(4) . . ? C16 C17 H17A 119.3 . . ? C18 C17 H17A 119.3 . . ? C13 C18 C17 121.2(4) . . ? C13 C18 H18A 119.4 . . ? C17 C18 H18A 119.4 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N4 C20 C21 122.5(5) . . ? N4 C20 H20A 118.7 . . ? C21 C20 H20A 118.7 . . ? C22 C21 C20 119.2(5) . . ? C22 C21 H21A 120.4 . . ? C20 C21 H21A 120.4 . . ? C21 C22 C23 120.0(5) . . ? C21 C22 H22A 120.0 . . ? C23 C22 H22A 120.0 . . ? C28 C23 C24 120.7(4) . . ? C28 C23 C22 122.2(4) . . ? C24 C23 C22 117.1(5) . . ? N4 C24 C23 121.8(4) . . ? N4 C24 C25 118.3(4) . . ? C23 C24 C25 119.9(4) . . ? C26 C25 N3 126.8(4) . . ? C26 C25 C24 117.2(4) . . ? N3 C25 C24 116.0(4) . . ? C25 C26 C27 122.0(5) . . ? C25 C26 H26A 119.0 . . ? C27 C26 H26A 119.0 . . ? C28 C27 C26 121.3(5) . . ? C28 C27 H27A 119.3 . . ? C26 C27 H27A 119.3 . . ? C27 C28 C23 118.9(4) . . ? C27 C28 H28A 120.6 . . ? C23 C28 H28A 120.6 . . ? Cl1 C29 Cl2 111.8(3) . . ? Cl1 C29 H29A 109.3 . . ? Cl2 C29 H29A 109.3 . . ? Cl1 C29 H29B 109.3 . . ? Cl2 C29 H29B 109.3 . . ? H29A C29 H29B 107.9 . . ? O1 C30 O2 123.2(5) . . ? O1 C30 C31 118.9(4) . . ? O2 C30 C31 117.9(5) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Cd1 N1 C1 -81.9(4) . . . . ? N3 Cd1 N1 C1 131.0(4) . . . . ? N2 Cd1 N1 C1 178.1(4) . . . . ? N4 Cd1 N1 C1 40.9(4) . . . . ? O1 Cd1 N1 C1 -35.9(4) . . . . ? O2 Cd1 N1 C5 91.4(3) . . . . ? N3 Cd1 N1 C5 -55.7(4) . . . . ? N2 Cd1 N1 C5 -8.6(3) . . . . ? N4 Cd1 N1 C5 -145.8(3) . . . . ? O1 Cd1 N1 C5 137.5(3) . . . . ? O2 Cd1 N2 C10 67.9(4) . . . . ? N3 Cd1 N2 C10 -31.2(3) . . . . ? N1 Cd1 N2 C10 174.0(4) . . . . ? N4 Cd1 N2 C10 -82.7(4) . . . . ? O1 Cd1 N2 C10 119.0(3) . . . . ? O2 Cd1 N2 C6 -96.2(3) . . . . ? N3 Cd1 N2 C6 164.7(3) . . . . ? N1 Cd1 N2 C6 9.8(3) . . . . ? N4 Cd1 N2 C6 113.1(3) . . . . ? O1 Cd1 N2 C6 -45.2(4) . . . . ? O2 Cd1 N3 C12 -72.5(4) . . . . ? N1 Cd1 N3 C12 76.1(4) . . . . ? N2 Cd1 N3 C12 31.0(4) . . . . ? N4 Cd1 N3 C12 178.8(4) . . . . ? O1 Cd1 N3 C12 -121.8(4) . . . . ? O2 Cd1 N3 C25 91.3(3) . . . . ? N1 Cd1 N3 C25 -120.2(3) . . . . ? N2 Cd1 N3 C25 -165.2(3) . . . . ? N4 Cd1 N3 C25 -17.4(3) . . . . ? O1 Cd1 N3 C25 42.0(4) . . . . ? O2 Cd1 N4 C20 86.6(4) . . . . ? N3 Cd1 N4 C20 -178.4(4) . . . . ? N1 Cd1 N4 C20 -35.4(4) . . . . ? N2 Cd1 N4 C20 -123.9(4) . . . . ? O1 Cd1 N4 C20 41.4(4) . . . . ? O2 Cd1 N4 C24 -78.1(3) . . . . ? N3 Cd1 N4 C24 17.0(3) . . . . ? N1 Cd1 N4 C24 160.0(3) . . . . ? N2 Cd1 N4 C24 71.4(4) . . . . ? O1 Cd1 N4 C24 -123.2(3) . . . . ? O2 Cd1 O1 C30 -0.1(3) . . . . ? N3 Cd1 O1 C30 68.0(3) . . . . ? N1 Cd1 O1 C30 -122.2(3) . . . . ? N2 Cd1 O1 C30 -69.8(3) . . . . ? N4 Cd1 O1 C30 124.3(3) . . . . ? N3 Cd1 O2 C30 -135.9(3) . . . . ? N1 Cd1 O2 C30 62.6(3) . . . . ? N2 Cd1 O2 C30 139.3(3) . . . . ? N4 Cd1 O2 C30 -60.6(3) . . . . ? O1 Cd1 O2 C30 0.1(3) . . . . ? C5 N1 C1 C2 1.6(7) . . . . ? Cd1 N1 C1 C2 174.7(4) . . . . ? N1 C1 C2 C3 -2.9(8) . . . . ? C1 C2 C3 C4 1.3(8) . . . . ? C2 C3 C4 C5 1.4(8) . . . . ? C2 C3 C4 C9 -177.9(5) . . . . ? C1 N1 C5 C4 1.3(7) . . . . ? Cd1 N1 C5 C4 -172.5(3) . . . . ? C1 N1 C5 C6 -179.8(4) . . . . ? Cd1 N1 C5 C6 6.5(5) . . . . ? C9 C4 C5 N1 176.6(4) . . . . ? C3 C4 C5 N1 -2.7(7) . . . . ? C9 C4 C5 C6 -2.3(7) . . . . ? C3 C4 C5 C6 178.3(4) . . . . ? C10 N2 C6 C7 4.9(7) . . . . ? Cd1 N2 C6 C7 169.3(4) . . . . ? C10 N2 C6 C5 -174.6(4) . . . . ? Cd1 N2 C6 C5 -10.1(5) . . . . ? N1 C5 C6 C7 -177.0(4) . . . . ? C4 C5 C6 C7 1.9(7) . . . . ? N1 C5 C6 N2 2.5(6) . . . . ? C4 C5 C6 N2 -178.5(4) . . . . ? N2 C6 C7 C8 -179.6(5) . . . . ? C5 C6 C7 C8 -0.1(7) . . . . ? C6 C7 C8 C9 -1.3(8) . . . . ? C7 C8 C9 C4 0.9(8) . . . . ? C5 C4 C9 C8 0.9(8) . . . . ? C3 C4 C9 C8 -179.8(5) . . . . ? C6 N2 C10 C11 -176.2(4) . . . . ? Cd1 N2 C10 C11 20.6(6) . . . . ? N2 C10 C11 C12 6.3(8) . . . . ? N2 C10 C11 C13 -176.6(4) . . . . ? C25 N3 C12 C11 176.9(4) . . . . ? Cd1 N3 C12 C11 -20.1(7) . . . . ? C10 C11 C12 N3 -6.8(8) . . . . ? C13 C11 C12 N3 176.1(4) . . . . ? C10 C11 C13 C14 143.8(5) . . . . ? C12 C11 C13 C14 -38.8(6) . . . . ? C10 C11 C13 C18 -37.0(6) . . . . ? C12 C11 C13 C18 140.4(5) . . . . ? C18 C13 C14 C15 -1.4(7) . . . . ? C11 C13 C14 C15 177.9(5) . . . . ? C13 C14 C15 C16 1.3(8) . . . . ? C14 C15 C16 C17 -0.1(8) . . . . ? C14 C15 C16 C19 -178.4(5) . . . . ? C15 C16 C17 C18 -1.1(8) . . . . ? C19 C16 C17 C18 177.3(5) . . . . ? C14 C13 C18 C17 0.2(7) . . . . ? C11 C13 C18 C17 -179.0(4) . . . . ? C16 C17 C18 C13 1.0(8) . . . . ? C24 N4 C20 C21 -0.3(7) . . . . ? Cd1 N4 C20 C21 -164.2(4) . . . . ? N4 C20 C21 C22 2.1(8) . . . . ? C20 C21 C22 C23 -1.6(8) . . . . ? C21 C22 C23 C28 -179.7(5) . . . . ? C21 C22 C23 C24 -0.4(7) . . . . ? C20 N4 C24 C23 -1.9(7) . . . . ? Cd1 N4 C24 C23 163.7(3) . . . . ? C20 N4 C24 C25 179.6(4) . . . . ? Cd1 N4 C24 C25 -14.8(5) . . . . ? C28 C23 C24 N4 -178.5(4) . . . . ? C22 C23 C24 N4 2.2(7) . . . . ? C28 C23 C24 C25 -0.1(7) . . . . ? C22 C23 C24 C25 -179.3(4) . . . . ? C12 N3 C25 C26 0.1(7) . . . . ? Cd1 N3 C25 C26 -164.2(4) . . . . ? C12 N3 C25 C24 -179.4(4) . . . . ? Cd1 N3 C25 C24 16.3(5) . . . . ? N4 C24 C25 C26 179.7(4) . . . . ? C23 C24 C25 C26 1.1(7) . . . . ? N4 C24 C25 N3 -0.8(6) . . . . ? C23 C24 C25 N3 -179.3(4) . . . . ? N3 C25 C26 C27 178.9(5) . . . . ? C24 C25 C26 C27 -1.6(7) . . . . ? C25 C26 C27 C28 0.9(8) . . . . ? C26 C27 C28 C23 0.3(8) . . . . ? C24 C23 C28 C27 -0.7(7) . . . . ? C22 C23 C28 C27 178.5(5) . . . . ? Cd1 O1 C30 O2 0.2(5) . . . . ? Cd1 O1 C30 C31 -179.8(5) . . . . ? Cd1 O2 C30 O1 -0.3(5) . . . . ? Cd1 O2 C30 C31 179.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.377 _refine_diff_density_min -1.247 _refine_diff_density_rms 0.096 # Attachment '2_MgBr_revised.cif' data_05329m _database_code_depnum_ccdc_archive 'CCDC 612335' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 05329m _chemical_melting_point ? _chemical_formula_moiety 'C28 H21 Br Mg N4' _chemical_formula_sum 'C28 H21 Br Mg N4' _chemical_formula_weight 517.71 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' Mg Mg 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 6.6796(12) _cell_length_b 15.052(3) _cell_length_c 11.681(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.041(3) _cell_angle_gamma 90.00 _cell_volume 1174.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2173 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 25.06 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 1.466 _exptl_crystal_density_diffrn 1.464 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 1.802 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.877950 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans per phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11519 _diffrn_reflns_av_R_equivalents 0.0513 _diffrn_reflns_av_sigmaI/netI 0.0664 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.08 _reflns_number_total 4134 _reflns_number_gt 3277 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SMART, Bruker' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, Bruker' _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^)+(0.1385P)^2^+4.1741P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.52(3) _refine_ls_number_reflns 4134 _refine_ls_number_parameters 219 _refine_ls_number_restraints 43 _refine_ls_R_factor_all 0.1038 _refine_ls_R_factor_gt 0.0809 _refine_ls_wR_factor_ref 0.2355 _refine_ls_wR_factor_gt 0.2126 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.093 _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 Mg1 Mg 0.7180(4) 0.2703(5) 0.1444(2) 0.0273(6) Uani 1 1 d D . . Br1 Br 0.88469(11) 0.2726(4) -0.04731(7) 0.0278(3) Uani 1 1 d . . . N2 N 0.8629(15) 0.1667(7) 0.2313(8) 0.0427(19) Uani 1 1 d D . . N3 N 0.8529(15) 0.3585(7) 0.2603(8) 0.0427(19) Uani 1 1 d D . . N1 N 0.5141(8) 0.1607(6) 0.1312(7) 0.0295(11) Uani 1 1 d D . . C1 C 0.330(2) 0.1614(9) 0.0876(8) 0.071(3) Uani 1 1 d D . . H1A H 0.2720 0.2164 0.0645 0.085 Uiso 1 1 calc R . . C2 C 0.218(3) 0.0841(12) 0.0748(9) 0.084(4) Uani 1 1 d D . . H2A H 0.0854 0.0856 0.0434 0.101 Uiso 1 1 calc R . . C3 C 0.303(2) 0.0064(11) 0.1083(10) 0.043(2) Uani 1 1 d D . . H3A H 0.2254 -0.0462 0.0994 0.052 Uiso 1 1 calc R . . C4 C 0.4854(14) -0.0014(10) 0.1527(6) 0.041(2) Uani 1 1 d D . . C5 C 0.5908(19) 0.0821(11) 0.1629(6) 0.0359(17) Uani 1 1 d D . . C6 C 0.580(2) -0.0857(10) 0.1896(10) 0.071(4) Uani 1 1 d D . . H6A H 0.5092 -0.1403 0.1825 0.085 Uiso 1 1 calc R . . C7 C 0.768(3) -0.0840(12) 0.2336(10) 0.075(3) Uani 1 1 d D . . H7A H 0.8287 -0.1382 0.2573 0.090 Uiso 1 1 calc R . . C8 C 0.876(2) -0.0063(11) 0.2453(9) 0.063(3) Uani 1 1 d D . . H8A H 1.0077 -0.0082 0.2768 0.075 Uiso 1 1 calc R . . C9 C 0.7878(19) 0.0813(9) 0.2094(8) 0.053(3) Uani 1 1 d D . . N4 N 0.5173(7) 0.3808(6) 0.1273(7) 0.0295(11) Uani 1 1 d D . . C13 C 0.3579(17) 0.3947(6) 0.0663(10) 0.071(3) Uani 1 1 d D . . H13A H 0.3135 0.3460 0.0209 0.085 Uiso 1 1 calc R . . C14 C 0.244(2) 0.4695(12) 0.0580(12) 0.084(4) Uani 1 1 d D . . H14A H 0.1300 0.4688 0.0085 0.101 Uiso 1 1 calc R . . C15 C 0.286(2) 0.5430(11) 0.1155(11) 0.043(2) Uani 1 1 d D . . H15A H 0.2083 0.5960 0.1110 0.052 Uiso 1 1 calc R . . C16 C 0.4677(12) 0.5321(9) 0.1878(8) 0.041(2) Uani 1 1 d D . . C17 C 0.5783(18) 0.4529(10) 0.1925(9) 0.0359(17) Uani 1 1 d D . . C18 C 0.532(2) 0.6012(10) 0.2529(12) 0.071(4) Uani 1 1 d D . . H18A H 0.4600 0.6556 0.2514 0.085 Uiso 1 1 calc R . . C19 C 0.707(2) 0.5931(11) 0.3236(12) 0.075(3) Uani 1 1 d D . . H19A H 0.7509 0.6419 0.3690 0.090 Uiso 1 1 calc R . . C20 C 0.815(2) 0.5115(11) 0.3260(10) 0.063(3) Uani 1 1 d D . . H20A H 0.9319 0.5065 0.3734 0.075 Uiso 1 1 calc R . . C21 C 0.7555(17) 0.4409(8) 0.2622(9) 0.053(3) Uani 1 1 d D . . C22 C 1.3118(13) 0.2538(8) 0.4000(7) 0.084(8) Uani 1 1 d D . . C23 C 1.3637(16) 0.1803(10) 0.4649(8) 0.114(6) Uani 1 1 d D . . H23A H 1.2804 0.1292 0.4624 0.137 Uiso 1 1 calc R . . C24 C 1.5351(15) 0.1799(14) 0.5338(11) 0.117(7) Uani 1 1 d D . . H24A H 1.5673 0.1285 0.5776 0.141 Uiso 1 1 calc R . . C25 C 1.6592(16) 0.2527(12) 0.5395(9) 0.073(7) Uani 1 1 d D . . C26 C 1.6072(17) 0.3262(14) 0.4745(10) 0.117(7) Uani 1 1 d D . . H26A H 1.6902 0.3774 0.4768 0.141 Uiso 1 1 calc R . . C27 C 1.4363(14) 0.3261(11) 0.4062(11) 0.114(6) Uani 1 1 d D . . H27A H 1.4042 0.3775 0.3624 0.137 Uiso 1 1 calc R . . C28 C 1.849(2) 0.2516(15) 0.6104(11) 0.141(13) Uani 1 1 d D . . H28A H 1.8731 0.1914 0.6395 0.211 Uiso 0.50 1 calc PR . . H28B H 1.8363 0.2928 0.6748 0.211 Uiso 0.50 1 calc PR . . H28C H 1.9613 0.2699 0.5630 0.211 Uiso 0.50 1 calc PR . . H28D H 1.9074 0.3113 0.6121 0.211 Uiso 0.50 1 calc PR . . H28E H 1.9441 0.2100 0.5767 0.211 Uiso 0.50 1 calc PR . . H28F H 1.8192 0.2328 0.6886 0.211 Uiso 0.50 1 calc PR . . C10 C 1.0296(18) 0.1789(11) 0.2974(11) 0.054(3) Uani 1 1 d D . . H10A H 1.0986 0.1267 0.3211 0.065 Uiso 1 1 calc R . . C11 C 1.1095(15) 0.2575(7) 0.3338(8) 0.036(2) Uiso 1 1 d D . . C12 C 1.0224(18) 0.3387(10) 0.3203(12) 0.054(3) Uani 1 1 d D . . H12A H 1.0882 0.3871 0.3572 0.065 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 Mg1 0.0166(12) 0.0380(15) 0.0271(13) 0.001(3) -0.0054(10) 0.001(3) Br1 0.0278(4) 0.0252(4) 0.0304(5) 0.0042(7) 0.0004(3) -0.0033(8) N2 0.028(3) 0.073(5) 0.027(4) 0.008(4) -0.011(3) -0.008(4) N3 0.028(3) 0.073(5) 0.027(4) 0.008(4) -0.011(3) -0.008(4) N1 0.027(3) 0.028(3) 0.034(3) -0.004(6) 0.002(2) -0.010(6) C1 0.068(6) 0.019(4) 0.123(8) -0.001(7) -0.070(6) -0.003(6) C2 0.094(7) 0.022(5) 0.134(9) 0.026(8) -0.070(7) -0.009(8) C3 0.041(4) 0.030(4) 0.059(5) -0.017(7) 0.015(3) -0.020(6) C4 0.045(4) 0.028(4) 0.052(6) -0.008(4) 0.027(4) -0.009(4) C5 0.027(3) 0.048(4) 0.033(5) -0.001(4) 0.010(3) -0.006(5) C6 0.058(7) 0.030(6) 0.126(12) -0.014(6) 0.022(7) -0.002(5) C7 0.079(8) 0.051(7) 0.096(9) -0.008(6) 0.017(7) 0.003(6) C8 0.047(6) 0.068(7) 0.073(7) -0.016(6) 0.002(5) 0.002(5) C9 0.047(5) 0.054(6) 0.059(8) -0.035(5) -0.010(5) 0.008(5) N4 0.027(3) 0.028(3) 0.034(3) -0.004(6) 0.002(2) -0.010(6) C13 0.068(6) 0.019(4) 0.123(8) -0.001(7) -0.070(6) -0.003(6) C14 0.094(7) 0.022(5) 0.134(9) 0.026(8) -0.070(7) -0.009(8) C15 0.041(4) 0.030(4) 0.059(5) -0.017(7) 0.015(3) -0.020(6) C16 0.045(4) 0.028(4) 0.052(6) -0.008(4) 0.027(4) -0.009(4) C17 0.027(3) 0.048(4) 0.033(5) -0.001(4) 0.010(3) -0.006(5) C18 0.058(7) 0.030(6) 0.126(12) -0.014(6) 0.022(7) -0.002(5) C19 0.079(8) 0.051(7) 0.096(9) -0.008(6) 0.017(7) 0.003(6) C20 0.047(6) 0.068(7) 0.073(7) -0.016(6) 0.002(5) 0.002(5) C21 0.047(5) 0.054(6) 0.059(8) -0.035(5) -0.010(5) 0.008(5) C22 0.041(6) 0.20(2) 0.007(4) 0.030(9) -0.007(4) -0.066(12) C23 0.081(10) 0.135(15) 0.123(14) -0.015(11) -0.073(10) -0.006(10) C24 0.031(7) 0.27(2) 0.052(8) -0.014(10) -0.010(5) 0.007(9) C25 0.022(6) 0.16(2) 0.040(7) -0.027(10) -0.006(5) 0.004(9) C26 0.031(7) 0.27(2) 0.052(8) -0.014(10) -0.010(5) 0.007(9) C27 0.081(10) 0.135(15) 0.123(14) -0.015(11) -0.073(10) -0.006(10) C28 0.036(7) 0.36(4) 0.027(7) 0.028(17) -0.015(6) -0.01(2) C10 0.046(5) 0.084(9) 0.032(5) 0.001(5) -0.010(4) -0.021(6) C12 0.046(5) 0.084(9) 0.032(5) 0.001(5) -0.010(4) -0.021(6) _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 Mg1 N3 2.088(6) . ? Mg1 N2 2.089(6) . ? Mg1 N1 2.143(4) . ? Mg1 N4 2.143(4) . ? Mg1 Br1 2.520(3) . ? N2 C10 1.356(14) . ? N2 C9 1.401(11) . ? N3 C12 1.353(14) . ? N3 C21 1.401(11) . ? N1 C1 1.325(15) . ? N1 C5 1.339(17) . ? C1 C2 1.39(2) . ? C1 H1A 0.9500 . ? C2 C3 1.35(2) . ? C2 H2A 0.9500 . ? C3 C4 1.32(2) . ? C3 H3A 0.9500 . ? C4 C5 1.445(18) . ? C4 C6 1.48(2) . ? C5 C9 1.414(19) . ? C6 C7 1.35(2) . ? C6 H6A 0.9500 . ? C7 C8 1.38(2) . ? C7 H7A 0.9500 . ? C8 C9 1.50(2) . ? C8 H8A 0.9500 . ? N4 C13 1.287(14) . ? N4 C17 1.383(17) . ? C13 C14 1.36(2) . ? C13 H13A 0.9500 . ? C14 C15 1.32(2) . ? C14 H14A 0.9500 . ? C15 C16 1.48(2) . ? C15 H15A 0.9500 . ? C16 C18 1.35(2) . ? C16 C17 1.402(18) . ? C17 C21 1.435(19) . ? C18 C19 1.42(2) . ? C18 H18A 0.9500 . ? C19 C20 1.43(2) . ? C19 H19A 0.9500 . ? C20 C21 1.354(18) . ? C20 H20A 0.9500 . ? C22 C27 1.371(9) . ? C22 C23 1.381(9) . ? C22 C11 1.546(13) . ? C23 C24 1.387(9) . ? C23 H23A 0.9500 . ? C24 C25 1.375(10) . ? C24 H24A 0.9500 . ? C25 C26 1.383(10) . ? C25 C28 1.501(16) . ? C26 C27 1.381(9) . ? C26 H26A 0.9500 . ? C27 H27A 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C28 H28D 0.9800 . ? C28 H28E 0.9800 . ? C28 H28F 0.9800 . ? C10 C11 1.362(11) . ? C10 H10A 0.9500 . ? C11 C12 1.362(11) . ? C12 H12A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Mg1 N2 88.2(4) . . ? N3 Mg1 N1 143.4(4) . . ? N2 Mg1 N1 75.4(4) . . ? N3 Mg1 N4 80.2(4) . . ? N2 Mg1 N4 155.3(4) . . ? N1 Mg1 N4 101.3(2) . . ? N3 Mg1 Br1 112.0(3) . . ? N2 Mg1 Br1 103.5(3) . . ? N1 Mg1 Br1 103.7(2) . . ? N4 Mg1 Br1 101.1(3) . . ? C10 N2 C9 121.0(10) . . ? C10 N2 Mg1 123.0(9) . . ? C9 N2 Mg1 115.8(8) . . ? C12 N3 C21 124.8(10) . . ? C12 N3 Mg1 122.9(9) . . ? C21 N3 Mg1 112.2(7) . . ? C1 N1 C5 117.5(10) . . ? C1 N1 Mg1 127.4(8) . . ? C5 N1 Mg1 114.9(7) . . ? N1 C1 C2 122.0(15) . . ? N1 C1 H1A 119.0 . . ? C2 C1 H1A 119.0 . . ? C3 C2 C1 118.0(17) . . ? C3 C2 H2A 121.0 . . ? C1 C2 H2A 121.0 . . ? C4 C3 C2 124.8(15) . . ? C4 C3 H3A 117.6 . . ? C2 C3 H3A 117.6 . . ? C3 C4 C5 113.5(14) . . ? C3 C4 C6 125.3(13) . . ? C5 C4 C6 121.2(11) . . ? N1 C5 C9 117.5(12) . . ? N1 C5 C4 124.2(12) . . ? C9 C5 C4 118.3(13) . . ? C7 C6 C4 119.0(14) . . ? C7 C6 H6A 120.5 . . ? C4 C6 H6A 120.5 . . ? C6 C7 C8 122.3(16) . . ? C6 C7 H7A 118.9 . . ? C8 C7 H7A 118.9 . . ? C7 C8 C9 121.2(14) . . ? C7 C8 H8A 119.4 . . ? C9 C8 H8A 119.4 . . ? N2 C9 C5 112.9(12) . . ? N2 C9 C8 128.2(11) . . ? C5 C9 C8 118.1(11) . . ? C13 N4 C17 114.2(10) . . ? C13 N4 Mg1 133.4(9) . . ? C17 N4 Mg1 112.3(7) . . ? N4 C13 C14 128.9(15) . . ? N4 C13 H13A 115.5 . . ? C14 C13 H13A 115.5 . . ? C15 C14 C13 123.2(17) . . ? C15 C14 H14A 118.4 . . ? C13 C14 H14A 118.4 . . ? C14 C15 C16 111.0(15) . . ? C14 C15 H15A 124.5 . . ? C16 C15 H15A 124.5 . . ? C18 C16 C17 117.9(11) . . ? C18 C16 C15 119.0(13) . . ? C17 C16 C15 123.1(12) . . ? N4 C17 C16 119.7(11) . . ? N4 C17 C21 116.4(11) . . ? C16 C17 C21 123.9(12) . . ? C16 C18 C19 120.6(13) . . ? C16 C18 H18A 119.7 . . ? C19 C18 H18A 119.7 . . ? C18 C19 C20 119.8(15) . . ? C18 C19 H19A 120.1 . . ? C20 C19 H19A 120.1 . . ? C21 C20 C19 121.3(15) . . ? C21 C20 H20A 119.4 . . ? C19 C20 H20A 119.4 . . ? C20 C21 N3 124.8(12) . . ? C20 C21 C17 116.5(12) . . ? N3 C21 C17 118.7(11) . . ? C27 C22 C23 117.4(10) . . ? C27 C22 C11 121.5(7) . . ? C23 C22 C11 120.8(7) . . ? C22 C23 C24 121.2(15) . . ? C22 C23 H23A 119.4 . . ? C24 C23 H23A 119.4 . . ? C25 C24 C23 121.0(16) . . ? C25 C24 H24A 119.5 . . ? C23 C24 H24A 119.5 . . ? C24 C25 C26 117.8(12) . . ? C24 C25 C28 121.4(8) . . ? C26 C25 C28 120.8(8) . . ? C27 C26 C25 120.9(16) . . ? C27 C26 H26A 119.6 . . ? C25 C26 H26A 119.6 . . ? C22 C27 C26 121.7(15) . . ? C22 C27 H27A 119.1 . . ? C26 C27 H27A 119.1 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C28 H28D 109.5 . . ? H28A C28 H28D 141.1 . . ? H28B C28 H28D 56.3 . . ? H28C C28 H28D 56.3 . . ? C25 C28 H28E 109.5 . . ? H28A C28 H28E 56.3 . . ? H28B C28 H28E 141.1 . . ? H28C C28 H28E 56.3 . . ? H28D C28 H28E 109.5 . . ? C25 C28 H28F 109.5 . . ? H28A C28 H28F 56.3 . . ? H28B C28 H28F 56.3 . . ? H28C C28 H28F 141.1 . . ? H28D C28 H28F 109.5 . . ? H28E C28 H28F 109.5 . . ? N2 C10 C11 127.4(13) . . ? N2 C10 H10A 116.3 . . ? C11 C10 H10A 116.3 . . ? C10 C11 C12 125.4(11) . . ? C10 C11 C22 117.3(5) . . ? C12 C11 C22 117.3(5) . . ? N3 C12 C11 127.5(12) . . ? N3 C12 H12A 116.2 . . ? C11 C12 H12A 116.2 . . ? 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 N3 Mg1 N2 C10 -21.8(11) . . . . ? N1 Mg1 N2 C10 -168.7(12) . . . . ? N4 Mg1 N2 C10 -83.4(14) . . . . ? Br1 Mg1 N2 C10 90.4(11) . . . . ? N3 Mg1 N2 C9 163.6(9) . . . . ? N1 Mg1 N2 C9 16.7(7) . . . . ? N4 Mg1 N2 C9 102.1(10) . . . . ? Br1 Mg1 N2 C9 -84.2(8) . . . . ? N2 Mg1 N3 C12 22.7(10) . . . . ? N1 Mg1 N3 C12 85.1(13) . . . . ? N4 Mg1 N3 C12 -179.3(11) . . . . ? Br1 Mg1 N3 C12 -81.2(11) . . . . ? N2 Mg1 N3 C21 -161.3(8) . . . . ? N1 Mg1 N3 C21 -98.9(8) . . . . ? N4 Mg1 N3 C21 -3.2(6) . . . . ? Br1 Mg1 N3 C21 94.9(7) . . . . ? N3 Mg1 N1 C1 107.7(7) . . . . ? N2 Mg1 N1 C1 173.9(5) . . . . ? N4 Mg1 N1 C1 19.1(4) . . . . ? Br1 Mg1 N1 C1 -85.4(3) . . . . ? N3 Mg1 N1 C5 -77.8(7) . . . . ? N2 Mg1 N1 C5 -11.6(4) . . . . ? N4 Mg1 N1 C5 -166.4(4) . . . . ? Br1 Mg1 N1 C5 89.1(3) . . . . ? C5 N1 C1 C2 -0.005(18) . . . . ? Mg1 N1 C1 C2 174.4(5) . . . . ? N1 C1 C2 C3 0.00(2) . . . . ? C1 C2 C3 C4 0.00(5) . . . . ? C2 C3 C4 C5 0.00(6) . . . . ? C2 C3 C4 C6 -179.99(3) . . . . ? C1 N1 C5 C9 180.00(2) . . . . ? Mg1 N1 C5 C9 4.9(4) . . . . ? C1 N1 C5 C4 0.01(3) . . . . ? Mg1 N1 C5 C4 -175.0(4) . . . . ? C3 C4 C5 N1 -0.01(4) . . . . ? C6 C4 C5 N1 179.99(3) . . . . ? C3 C4 C5 C9 180.00(4) . . . . ? C6 C4 C5 C9 0.00(2) . . . . ? C3 C4 C6 C7 180.00(5) . . . . ? C5 C4 C6 C7 0.00(2) . . . . ? C4 C6 C7 C8 0.00(5) . . . . ? C6 C7 C8 C9 0.00(6) . . . . ? C10 N2 C9 C5 165.9(10) . . . . ? Mg1 N2 C9 C5 -19.5(9) . . . . ? C10 N2 C9 C8 -3.8(15) . . . . ? Mg1 N2 C9 C8 170.9(4) . . . . ? N1 C5 C9 N2 9.2(7) . . . . ? C4 C5 C9 N2 -170.8(7) . . . . ? N1 C5 C9 C8 -179.99(4) . . . . ? C4 C5 C9 C8 0.00(4) . . . . ? C7 C8 C9 N2 169.2(8) . . . . ? C7 C8 C9 C5 0.00(6) . . . . ? N3 Mg1 N4 C13 -180.0(5) . . . . ? N2 Mg1 N4 C13 -116.8(9) . . . . ? N1 Mg1 N4 C13 -37.2(4) . . . . ? Br1 Mg1 N4 C13 69.3(4) . . . . ? N3 Mg1 N4 C17 3.1(4) . . . . ? N2 Mg1 N4 C17 66.2(9) . . . . ? N1 Mg1 N4 C17 145.8(4) . . . . ? Br1 Mg1 N4 C17 -107.6(3) . . . . ? C17 N4 C13 C14 -0.01(2) . . . . ? Mg1 N4 C13 C14 -177.0(5) . . . . ? N4 C13 C14 C15 0.00(3) . . . . ? C13 C14 C15 C16 0.00(5) . . . . ? C14 C15 C16 C18 -179.99(3) . . . . ? C14 C15 C16 C17 0.00(6) . . . . ? C13 N4 C17 C16 0.01(3) . . . . ? Mg1 N4 C17 C16 177.6(4) . . . . ? C13 N4 C17 C21 180.00(3) . . . . ? Mg1 N4 C17 C21 -2.4(4) . . . . ? C18 C16 C17 N4 179.99(4) . . . . ? C15 C16 C17 N4 0.00(5) . . . . ? C18 C16 C17 C21 0.00(3) . . . . ? C15 C16 C17 C21 -179.99(5) . . . . ? C17 C16 C18 C19 0.00(3) . . . . ? C15 C16 C18 C19 179.99(5) . . . . ? C16 C18 C19 C20 0.00(5) . . . . ? C18 C19 C20 C21 0.00(7) . . . . ? C19 C20 C21 N3 -179.6(8) . . . . ? C19 C20 C21 C17 0.00(7) . . . . ? C12 N3 C21 C20 -1.4(15) . . . . ? Mg1 N3 C21 C20 -177.4(3) . . . . ? C12 N3 C21 C17 179.0(10) . . . . ? Mg1 N3 C21 C17 3.0(9) . . . . ? N4 C17 C21 C20 -179.99(4) . . . . ? C16 C17 C21 C20 0.00(5) . . . . ? N4 C17 C21 N3 -0.4(8) . . . . ? C16 C17 C21 N3 179.6(8) . . . . ? C27 C22 C23 C24 0.00(3) . . . . ? C11 C22 C23 C24 -173.4(8) . . . . ? C22 C23 C24 C25 0.00(3) . . . . ? C23 C24 C25 C26 0.01(7) . . . . ? C23 C24 C25 C28 -177.7(10) . . . . ? C24 C25 C26 C27 -0.01(9) . . . . ? C28 C25 C26 C27 177.7(10) . . . . ? C23 C22 C27 C26 0.00(7) . . . . ? C11 C22 C27 C26 173.4(8) . . . . ? C25 C26 C27 C22 0.01(9) . . . . ? C9 N2 C10 C11 -173.9(11) . . . . ? Mg1 N2 C10 C11 12(2) . . . . ? N2 C10 C11 C12 8(2) . . . . ? N2 C10 C11 C22 -174.8(12) . . . . ? C27 C22 C11 C10 157.5(10) . . . . ? C23 C22 C11 C10 -29.4(12) . . . . ? C27 C22 C11 C12 -24.8(13) . . . . ? C23 C22 C11 C12 148.3(10) . . . . ? C21 N3 C12 C11 170.8(12) . . . . ? Mg1 N3 C12 C11 -14(2) . . . . ? C10 C11 C12 N3 -7(2) . . . . ? C22 C11 C12 N3 175.9(12) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.08 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.198 _refine_diff_density_min -0.737 _refine_diff_density_rms 0.176 # Attachment 'ZnCl.cif' data_02171m _database_code_depnum_ccdc_archive 'CCDC 612336' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H21 Cl N4 Zn' _chemical_formula_weight 514.31 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' 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 9.1946(13) _cell_length_b 10.9583(16) _cell_length_c 12.4820(18) _cell_angle_alpha 96.338(2) _cell_angle_beta 96.555(2) _cell_angle_gamma 113.305(2) _cell_volume 1130.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3313 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 25.02 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.511 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 1.230 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 11042 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0320 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.05 _reflns_number_total 3984 _reflns_number_gt 3530 _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^)+(0.0307P)^2^+0.6147P] 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 3984 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0471 _refine_ls_R_factor_gt 0.0375 _refine_ls_wR_factor_ref 0.0776 _refine_ls_wR_factor_gt 0.0750 _refine_ls_goodness_of_fit_ref 1.128 _refine_ls_restrained_S_all 1.128 _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 Zn Zn 0.53639(4) 0.32330(3) 0.17655(2) 0.02924(10) Uani 1 1 d . . . Cl Cl 0.72375(8) 0.54231(7) 0.20949(6) 0.03907(18) Uani 1 1 d . . . N2 N 0.3059(3) 0.3349(2) 0.15902(18) 0.0324(5) Uani 1 1 d . . . N4 N 0.5543(3) 0.2741(2) 0.00803(17) 0.0318(5) Uani 1 1 d . . . C22 C 0.7334(3) 0.1531(3) 0.4772(2) 0.0309(6) Uani 1 1 d . . . C20 C 0.6536(3) 0.1902(3) 0.3832(2) 0.0299(6) Uani 1 1 d . . . N3 N 0.6416(2) 0.1909(2) 0.18724(17) 0.0292(5) Uani 1 1 d . . . N1 N 0.4738(3) 0.2932(2) 0.32880(17) 0.0309(5) Uani 1 1 d . . . C18 C 0.6243(3) 0.1855(3) -0.0056(2) 0.0301(6) Uani 1 1 d . . . C17 C 0.6757(3) 0.1416(3) 0.0897(2) 0.0290(6) Uani 1 1 d . . . C19 C 0.6916(3) 0.1621(3) 0.2813(2) 0.0304(6) Uani 1 1 d . . . H19A H 0.7597 0.1182 0.2788 0.036 Uiso 1 1 calc R . . C13 C 0.6449(3) 0.1371(3) -0.1102(2) 0.0338(6) Uani 1 1 d . . . C8 C 0.3537(3) 0.3350(2) 0.3528(2) 0.0311(6) Uani 1 1 d . . . C15 C 0.7707(3) 0.0076(3) -0.0276(2) 0.0378(7) Uani 1 1 d . . . H15A H 0.8224 -0.0500 -0.0337 0.045 Uiso 1 1 calc R . . C26 C 0.8948(3) 0.2140(3) 0.6575(2) 0.0399(7) Uani 1 1 d . . . H26A H 0.9417 0.2760 0.7221 0.048 Uiso 1 1 calc R . . C27 C 0.8055(3) 0.2423(3) 0.5745(2) 0.0349(6) Uani 1 1 d . . . H27A H 0.7939 0.3231 0.5845 0.042 Uiso 1 1 calc R . . C24 C 0.8370(3) 0.0025(3) 0.5507(3) 0.0422(7) Uani 1 1 d . . . H24A H 0.8450 -0.0799 0.5423 0.051 Uiso 1 1 calc R . . C16 C 0.7478(3) 0.0533(3) 0.0756(2) 0.0337(6) Uani 1 1 d . . . H16A H 0.7822 0.0234 0.1363 0.040 Uiso 1 1 calc R . . C14 C 0.7186(3) 0.0459(3) -0.1197(2) 0.0388(7) Uani 1 1 d . . . H14A H 0.7315 0.0124 -0.1881 0.047 Uiso 1 1 calc R . . C23 C 0.7471(3) 0.0300(3) 0.4678(2) 0.0362(6) Uani 1 1 d . . . H23A H 0.6951 -0.0342 0.4050 0.043 Uiso 1 1 calc R . . C4 C 0.1295(3) 0.3851(3) 0.2716(2) 0.0355(6) Uani 1 1 d . . . C1 C 0.2194(3) 0.3483(3) 0.0724(2) 0.0380(7) Uani 1 1 d . . . H1A H 0.2480 0.3358 0.0043 0.046 Uiso 1 1 calc R . . C9 C 0.2621(3) 0.3522(2) 0.2592(2) 0.0309(6) Uani 1 1 d . . . C11 C 0.5235(4) 0.2734(3) -0.1855(2) 0.0427(7) Uani 1 1 d . . . H11A H 0.4886 0.3057 -0.2445 0.051 Uiso 1 1 calc R . . C12 C 0.5891(3) 0.1828(3) -0.2012(2) 0.0409(7) Uani 1 1 d . . . H12A H 0.5972 0.1510 -0.2715 0.049 Uiso 1 1 calc R . . C10 C 0.5094(3) 0.3171(3) -0.0796(2) 0.0367(7) Uani 1 1 d . . . H10A H 0.4658 0.3801 -0.0699 0.044 Uiso 1 1 calc R . . C21 C 0.5446(3) 0.2471(3) 0.4023(2) 0.0313(6) Uani 1 1 d . . . H21A H 0.5201 0.2529 0.4724 0.038 Uiso 1 1 calc R . . C3 C 0.0434(3) 0.4000(3) 0.1765(3) 0.0434(7) Uani 1 1 d . . . H3A H -0.0429 0.4233 0.1814 0.052 Uiso 1 1 calc R . . C25 C 0.9152(3) 0.0949(3) 0.6458(2) 0.0391(7) Uani 1 1 d . . . C7 C 0.3143(3) 0.3587(3) 0.4539(2) 0.0377(7) Uani 1 1 d . . . H7A H 0.3763 0.3532 0.5160 0.045 Uiso 1 1 calc R . . C2 C 0.0867(3) 0.3805(3) 0.0781(3) 0.0444(7) Uani 1 1 d . . . H2A H 0.0291 0.3882 0.0149 0.053 Uiso 1 1 calc R . . C6 C 0.1832(4) 0.3908(3) 0.4657(3) 0.0434(7) Uani 1 1 d . . . H6A H 0.1587 0.4048 0.5350 0.052 Uiso 1 1 calc R . . C5 C 0.0914(3) 0.4019(3) 0.3771(3) 0.0432(7) Uani 1 1 d . . . H5A H 0.0029 0.4207 0.3861 0.052 Uiso 1 1 calc R . . C28 C 1.0230(4) 0.0681(4) 0.7320(3) 0.0563(9) Uani 1 1 d . . . H28A H 0.9811 -0.0268 0.7340 0.084 Uiso 1 1 calc R . . H28B H 1.0271 0.1163 0.8021 0.084 Uiso 1 1 calc R . . H28C H 1.1293 0.0978 0.7145 0.084 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn 0.02970(17) 0.03384(18) 0.03246(18) 0.01215(13) 0.00683(12) 0.01965(14) Cl 0.0347(4) 0.0358(4) 0.0475(4) 0.0131(3) 0.0009(3) 0.0154(3) N2 0.0290(12) 0.0316(12) 0.0406(14) 0.0090(10) 0.0056(10) 0.0161(10) N4 0.0303(12) 0.0369(13) 0.0342(13) 0.0130(10) 0.0065(10) 0.0180(11) C22 0.0276(14) 0.0373(15) 0.0332(15) 0.0152(12) 0.0096(12) 0.0155(12) C20 0.0307(14) 0.0322(14) 0.0304(14) 0.0111(11) 0.0052(11) 0.0152(12) N3 0.0304(12) 0.0321(12) 0.0303(12) 0.0104(9) 0.0050(9) 0.0172(10) N1 0.0309(12) 0.0331(12) 0.0346(13) 0.0099(10) 0.0073(10) 0.0180(10) C18 0.0237(13) 0.0364(15) 0.0339(15) 0.0110(12) 0.0076(11) 0.0140(12) C17 0.0263(14) 0.0317(14) 0.0320(15) 0.0089(11) 0.0067(11) 0.0137(12) C19 0.0289(14) 0.0316(14) 0.0361(15) 0.0118(12) 0.0039(12) 0.0170(12) C13 0.0262(14) 0.0433(16) 0.0335(15) 0.0101(12) 0.0075(11) 0.0143(13) C8 0.0290(14) 0.0256(14) 0.0403(16) 0.0081(11) 0.0098(12) 0.0115(12) C15 0.0331(15) 0.0406(16) 0.0461(18) 0.0062(13) 0.0104(13) 0.0210(13) C26 0.0327(15) 0.0548(19) 0.0321(16) 0.0109(14) 0.0058(12) 0.0170(14) C27 0.0360(15) 0.0367(16) 0.0356(16) 0.0120(13) 0.0083(12) 0.0167(13) C24 0.0390(17) 0.0450(18) 0.057(2) 0.0288(16) 0.0144(15) 0.0251(15) C16 0.0324(15) 0.0371(15) 0.0369(16) 0.0117(12) 0.0057(12) 0.0187(13) C14 0.0339(15) 0.0506(18) 0.0357(16) 0.0047(13) 0.0120(13) 0.0204(14) C23 0.0364(16) 0.0355(15) 0.0386(16) 0.0120(12) 0.0026(12) 0.0165(13) C4 0.0248(14) 0.0262(14) 0.0572(19) 0.0073(13) 0.0082(13) 0.0120(12) C1 0.0346(15) 0.0404(16) 0.0428(17) 0.0115(13) 0.0043(13) 0.0190(13) C9 0.0257(14) 0.0239(13) 0.0441(17) 0.0078(12) 0.0079(12) 0.0102(11) C11 0.0413(17) 0.060(2) 0.0359(17) 0.0217(14) 0.0072(13) 0.0267(16) C12 0.0340(16) 0.060(2) 0.0313(16) 0.0143(14) 0.0099(12) 0.0192(15) C10 0.0352(16) 0.0452(17) 0.0386(17) 0.0179(13) 0.0079(13) 0.0225(14) C21 0.0339(15) 0.0317(14) 0.0309(14) 0.0106(11) 0.0073(12) 0.0145(12) C3 0.0285(15) 0.0376(17) 0.067(2) 0.0084(15) 0.0049(14) 0.0176(13) C25 0.0292(15) 0.059(2) 0.0383(17) 0.0266(15) 0.0122(13) 0.0215(14) C7 0.0401(16) 0.0351(15) 0.0415(17) 0.0084(13) 0.0118(13) 0.0175(13) C2 0.0345(16) 0.0443(18) 0.058(2) 0.0132(15) -0.0034(14) 0.0223(14) C6 0.0454(18) 0.0384(17) 0.0516(19) 0.0058(14) 0.0216(15) 0.0197(15) C5 0.0337(16) 0.0366(16) 0.064(2) 0.0033(15) 0.0166(15) 0.0182(13) C28 0.0441(19) 0.093(3) 0.050(2) 0.0343(19) 0.0103(15) 0.0405(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 Zn N3 2.045(2) . ? Zn N1 2.071(2) . ? Zn N4 2.154(2) . ? Zn N2 2.161(2) . ? Zn Cl 2.2904(8) . ? N2 C1 1.325(3) . ? N2 C9 1.372(3) . ? N4 C10 1.324(3) . ? N4 C18 1.367(3) . ? C22 C27 1.383(4) . ? C22 C23 1.397(4) . ? C22 C20 1.492(3) . ? C20 C19 1.391(4) . ? C20 C21 1.402(4) . ? N3 C19 1.328(3) . ? N3 C17 1.397(3) . ? N1 C21 1.321(3) . ? N1 C8 1.402(3) . ? C18 C13 1.416(4) . ? C18 C17 1.432(3) . ? C17 C16 1.380(4) . ? C13 C14 1.413(4) . ? C13 C12 1.415(4) . ? C8 C7 1.378(4) . ? C8 C9 1.435(4) . ? C15 C14 1.367(4) . ? C15 C16 1.399(4) . ? C26 C25 1.385(4) . ? C26 C27 1.386(4) . ? C24 C25 1.384(4) . ? C24 C23 1.384(4) . ? C4 C3 1.412(4) . ? C4 C5 1.412(4) . ? C4 C9 1.421(3) . ? C1 C2 1.404(4) . ? C11 C12 1.358(4) . ? C11 C10 1.394(4) . ? C3 C2 1.354(4) . ? C25 C28 1.511(4) . ? C7 C6 1.401(4) . ? C6 C5 1.359(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Zn N1 88.93(8) . . ? N3 Zn N4 78.71(8) . . ? N1 Zn N4 158.57(8) . . ? N3 Zn N2 142.57(8) . . ? N1 Zn N2 78.07(8) . . ? N4 Zn N2 101.22(8) . . ? N3 Zn Cl 111.70(6) . . ? N1 Zn Cl 102.97(6) . . ? N4 Zn Cl 97.87(6) . . ? N2 Zn Cl 105.42(6) . . ? C1 N2 C9 118.0(2) . . ? C1 N2 Zn 130.04(19) . . ? C9 N2 Zn 110.99(16) . . ? C10 N4 C18 118.0(2) . . ? C10 N4 Zn 129.79(18) . . ? C18 N4 Zn 112.17(16) . . ? C27 C22 C23 117.4(2) . . ? C27 C22 C20 121.4(2) . . ? C23 C22 C20 121.1(2) . . ? C19 C20 C21 124.8(2) . . ? C19 C20 C22 116.4(2) . . ? C21 C20 C22 118.8(2) . . ? C19 N3 C17 120.0(2) . . ? C19 N3 Zn 123.54(17) . . ? C17 N3 Zn 116.08(16) . . ? C21 N1 C8 120.9(2) . . ? C21 N1 Zn 124.84(18) . . ? C8 N1 Zn 114.15(16) . . ? N4 C18 C13 121.7(2) . . ? N4 C18 C17 117.8(2) . . ? C13 C18 C17 120.4(2) . . ? C16 C17 N3 127.2(2) . . ? C16 C17 C18 117.6(2) . . ? N3 C17 C18 115.2(2) . . ? N3 C19 C20 127.4(2) . . ? C14 C13 C12 123.0(3) . . ? C14 C13 C18 119.5(2) . . ? C12 C13 C18 117.6(2) . . ? C7 C8 N1 127.5(2) . . ? C7 C8 C9 118.0(2) . . ? N1 C8 C9 114.5(2) . . ? C14 C15 C16 121.3(3) . . ? C25 C26 C27 121.0(3) . . ? C22 C27 C26 121.5(3) . . ? C25 C24 C23 121.4(3) . . ? C17 C16 C15 121.8(3) . . ? C15 C14 C13 119.4(3) . . ? C24 C23 C22 120.9(3) . . ? C3 C4 C5 123.6(3) . . ? C3 C4 C9 117.5(3) . . ? C5 C4 C9 119.0(3) . . ? N2 C1 C2 123.4(3) . . ? N2 C9 C4 121.9(2) . . ? N2 C9 C8 118.1(2) . . ? C4 C9 C8 120.0(2) . . ? C12 C11 C10 119.0(3) . . ? C11 C12 C13 119.7(3) . . ? N4 C10 C11 123.9(3) . . ? N1 C21 C20 125.4(2) . . ? C2 C3 C4 119.8(3) . . ? C24 C25 C26 117.7(3) . . ? C24 C25 C28 120.9(3) . . ? C26 C25 C28 121.4(3) . . ? C8 C7 C6 121.7(3) . . ? C3 C2 C1 119.4(3) . . ? C5 C6 C7 120.9(3) . . ? C6 C5 C4 120.4(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Zn N2 C1 -103.8(2) . . . . ? N1 Zn N2 C1 -175.9(2) . . . . ? N4 Zn N2 C1 -17.7(2) . . . . ? Cl Zn N2 C1 83.8(2) . . . . ? N3 Zn N2 C9 87.7(2) . . . . ? N1 Zn N2 C9 15.65(16) . . . . ? N4 Zn N2 C9 173.78(16) . . . . ? Cl Zn N2 C9 -84.70(16) . . . . ? N3 Zn N4 C10 179.8(2) . . . . ? N1 Zn N4 C10 123.9(3) . . . . ? N2 Zn N4 C10 38.0(2) . . . . ? Cl Zn N4 C10 -69.5(2) . . . . ? N3 Zn N4 C18 -0.59(17) . . . . ? N1 Zn N4 C18 -56.5(3) . . . . ? N2 Zn N4 C18 -142.39(17) . . . . ? Cl Zn N4 C18 110.08(17) . . . . ? C27 C22 C20 C19 132.7(3) . . . . ? C23 C22 C20 C19 -43.2(3) . . . . ? C27 C22 C20 C21 -48.7(4) . . . . ? C23 C22 C20 C21 135.4(3) . . . . ? N1 Zn N3 C19 -22.5(2) . . . . ? N4 Zn N3 C19 175.1(2) . . . . ? N2 Zn N3 C19 -91.2(2) . . . . ? Cl Zn N3 C19 81.0(2) . . . . ? N1 Zn N3 C17 164.42(18) . . . . ? N4 Zn N3 C17 2.03(17) . . . . ? N2 Zn N3 C17 95.8(2) . . . . ? Cl Zn N3 C17 -92.04(17) . . . . ? N3 Zn N1 C21 21.3(2) . . . . ? N4 Zn N1 C21 75.6(3) . . . . ? N2 Zn N1 C21 166.0(2) . . . . ? Cl Zn N1 C21 -90.7(2) . . . . ? N3 Zn N1 C8 -162.86(18) . . . . ? N4 Zn N1 C8 -108.6(2) . . . . ? N2 Zn N1 C8 -18.20(17) . . . . ? Cl Zn N1 C8 85.11(17) . . . . ? C10 N4 C18 C13 -1.8(4) . . . . ? Zn N4 C18 C13 178.6(2) . . . . ? C10 N4 C18 C17 178.7(2) . . . . ? Zn N4 C18 C17 -0.9(3) . . . . ? C19 N3 C17 C16 5.8(4) . . . . ? Zn N3 C17 C16 179.1(2) . . . . ? C19 N3 C17 C18 -176.4(2) . . . . ? Zn N3 C17 C18 -3.1(3) . . . . ? N4 C18 C17 C16 -179.3(2) . . . . ? C13 C18 C17 C16 1.2(4) . . . . ? N4 C18 C17 N3 2.7(3) . . . . ? C13 C18 C17 N3 -176.9(2) . . . . ? C17 N3 C19 C20 -172.4(2) . . . . ? Zn N3 C19 C20 14.8(4) . . . . ? C21 C20 C19 N3 4.6(4) . . . . ? C22 C20 C19 N3 -176.9(2) . . . . ? N4 C18 C13 C14 179.8(2) . . . . ? C17 C18 C13 C14 -0.7(4) . . . . ? N4 C18 C13 C12 -0.5(4) . . . . ? C17 C18 C13 C12 179.0(2) . . . . ? C21 N1 C8 C7 13.0(4) . . . . ? Zn N1 C8 C7 -163.0(2) . . . . ? C21 N1 C8 C9 -166.0(2) . . . . ? Zn N1 C8 C9 18.0(3) . . . . ? C23 C22 C27 C26 3.2(4) . . . . ? C20 C22 C27 C26 -172.8(2) . . . . ? C25 C26 C27 C22 0.1(4) . . . . ? N3 C17 C16 C15 177.8(2) . . . . ? C18 C17 C16 C15 0.0(4) . . . . ? C14 C15 C16 C17 -1.7(4) . . . . ? C16 C15 C14 C13 2.1(4) . . . . ? C12 C13 C14 C15 179.4(3) . . . . ? C18 C13 C14 C15 -0.9(4) . . . . ? C25 C24 C23 C22 0.5(4) . . . . ? C27 C22 C23 C24 -3.5(4) . . . . ? C20 C22 C23 C24 172.6(2) . . . . ? C9 N2 C1 C2 0.6(4) . . . . ? Zn N2 C1 C2 -167.2(2) . . . . ? C1 N2 C9 C4 -0.7(4) . . . . ? Zn N2 C9 C4 169.31(19) . . . . ? C1 N2 C9 C8 178.8(2) . . . . ? Zn N2 C9 C8 -11.2(3) . . . . ? C3 C4 C9 N2 -0.2(4) . . . . ? C5 C4 C9 N2 -179.8(2) . . . . ? C3 C4 C9 C8 -179.7(2) . . . . ? C5 C4 C9 C8 0.7(4) . . . . ? C7 C8 C9 N2 177.0(2) . . . . ? N1 C8 C9 N2 -3.9(3) . . . . ? C7 C8 C9 C4 -3.5(4) . . . . ? N1 C8 C9 C4 175.6(2) . . . . ? C10 C11 C12 C13 -1.4(4) . . . . ? C14 C13 C12 C11 -178.2(3) . . . . ? C18 C13 C12 C11 2.1(4) . . . . ? C18 N4 C10 C11 2.6(4) . . . . ? Zn N4 C10 C11 -177.9(2) . . . . ? C12 C11 C10 N4 -1.0(4) . . . . ? C8 N1 C21 C20 173.1(2) . . . . ? Zn N1 C21 C20 -11.3(4) . . . . ? C19 C20 C21 N1 -6.5(4) . . . . ? C22 C20 C21 N1 175.1(2) . . . . ? C5 C4 C3 C2 -179.2(3) . . . . ? C9 C4 C3 C2 1.2(4) . . . . ? C23 C24 C25 C26 2.8(4) . . . . ? C23 C24 C25 C28 -175.4(3) . . . . ? C27 C26 C25 C24 -3.1(4) . . . . ? C27 C26 C25 C28 175.1(3) . . . . ? N1 C8 C7 C6 -175.3(3) . . . . ? C9 C8 C7 C6 3.7(4) . . . . ? C4 C3 C2 C1 -1.4(4) . . . . ? N2 C1 C2 C3 0.5(4) . . . . ? C8 C7 C6 C5 -1.1(4) . . . . ? C7 C6 C5 C4 -1.9(4) . . . . ? C3 C4 C5 C6 -177.6(3) . . . . ? C9 C4 C5 C6 2.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.343 _refine_diff_density_min -0.283 _refine_diff_density_rms 0.051