# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Kole, Goutam' 'Tan, Geok' 'Vittal, Jagadese' _publ_contact_author_name 'Wei-guang, Zhang' _publ_contact_author_email wgzhang@scnu.edu.cn _publ_section_title ; The construction of coordination frameworks based on imidazole-based dicarboxylate ligand containing hydroxymethyl group: synergistic metal and ligand effects at supromolecular or molecular level ; data_zsr1 _database_code_depnum_ccdc_archive 'CCDC 782465' #TrackingRef '- zsr compound.txt' _database_code_CSD 782465 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H18 Cd N5 O6' _chemical_formula_weight 548.80 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' 'Cd' 'Cd' -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Orthorhombic' _symmetry_space_group_name_H-M 'Fdd2 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' _cell_length_a 23.374(4) _cell_length_b 27.595(4) _cell_length_c 13.619(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8784(2) _cell_formula_units_Z 16 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6183 _cell_measurement_theta_min 2.81 _cell_measurement_theta_max 27.73 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.660 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4400 _exptl_absorpt_coefficient_mu 1.043 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.7314 _exptl_absorpt_correction_T_max 0.8345 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 13138 _diffrn_reflns_av_R_equivalents 0.0310 _diffrn_reflns_av_sigmaI/netI 0.0388 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 28.00 _reflns_number_total 4822 _reflns_number_gt 4370 _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. In order to enhance the completeness, OMIT is used to treat the data which 2theta is above 56 degree as unobserve. ; _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^)+(0.0374P)^2^+8.8968P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.18(2) _refine_ls_number_reflns 4822 _refine_ls_number_parameters 308 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0326 _refine_ls_R_factor_gt 0.0282 _refine_ls_wR_factor_ref 0.0697 _refine_ls_wR_factor_gt 0.0670 _refine_ls_goodness_of_fit_ref 0.949 _refine_ls_restrained_S_all 0.949 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.451103(9) 0.113904(9) 0.20048(2) 0.03391(7) Uani 1 1 d . . . N4 N 0.65373(14) 0.13421(14) -0.3976(2) 0.0458(8) Uani 1 1 d . . . N3 N 0.49711(14) 0.11478(12) 0.0457(2) 0.0382(7) Uani 1 1 d . . . N2 N 0.61589(11) 0.13525(9) 0.3650(2) 0.0276(6) Uani 1 1 d . . . O1 O 0.46661(9) 0.20157(8) 0.1984(2) 0.0435(5) Uani 1 1 d . . . N1 N 0.53519(11) 0.12927(10) 0.2772(2) 0.0289(6) Uani 1 1 d . . . C10 C 0.5083(2) 0.14581(18) -0.1151(4) 0.0569(12) Uani 1 1 d . . . H10A H 0.4937 0.1654 -0.1647 0.068 Uiso 1 1 calc R . . C11 C 0.47885(19) 0.14138(16) -0.0285(3) 0.0525(13) Uani 1 1 d . . . H11A H 0.4444 0.1579 -0.0217 0.063 Uiso 1 1 calc R . . C2 C 0.54908(12) 0.17687(12) 0.2838(2) 0.0281(6) Uani 1 1 d . . . C8 C 0.57669(18) 0.09316(19) -0.0529(4) 0.0694(14) Uani 1 1 d . . . H8A H 0.6101 0.0750 -0.0583 0.083 Uiso 1 1 calc R . . C9 C 0.55923(17) 0.12172(14) -0.1297(3) 0.0386(8) Uani 1 1 d . . . C14 C 0.67638(17) 0.11556(18) -0.3172(3) 0.0574(13) Uani 1 1 d . . . H14A H 0.7139 0.1045 -0.3203 0.069 Uiso 1 1 calc R . . C12 C 0.59215(17) 0.12608(14) -0.2220(3) 0.0409(9) Uani 1 1 d . . . C3 C 0.59903(12) 0.18079(11) 0.3380(2) 0.0271(6) Uani 1 1 d . . . C16 C 0.56834(18) 0.1460(2) -0.3064(4) 0.0710(15) Uani 1 1 d . . . H16A H 0.5309 0.1573 -0.3054 0.085 Uiso 1 1 calc R . . O3 O 0.61430(12) 0.26541(9) 0.3447(2) 0.0526(7) Uani 1 1 d . . . O4 O 0.67575(11) 0.21736(9) 0.4207(2) 0.0464(7) Uani 1 1 d . . . C4 C 0.63202(15) 0.22319(13) 0.3708(3) 0.0358(8) Uani 1 1 d . . . O2 O 0.52751(13) 0.25838(9) 0.2454(3) 0.0536(8) Uani 1 1 d . . . H2 H 0.5562 0.2604 0.2799 0.080 Uiso 1 1 calc R . . C13 C 0.6479(2) 0.11147(18) -0.2291(4) 0.0585(13) Uani 1 1 d . . . H13A H 0.6665 0.0988 -0.1746 0.070 Uiso 1 1 calc R . . C1 C 0.51167(15) 0.21418(13) 0.2402(3) 0.0359(8) Uani 1 1 d . . . C7 C 0.5451(2) 0.0912(2) 0.0320(3) 0.0702(15) Uani 1 1 d . . . H7A H 0.5586 0.0720 0.0830 0.084 Uiso 1 1 calc R . . C15 C 0.5998(2) 0.1490(2) -0.3909(3) 0.0683(15) Uani 1 1 d . . . H15A H 0.5825 0.1620 -0.4465 0.082 Uiso 1 1 calc R . . C5 C 0.57635(14) 0.10573(12) 0.3269(3) 0.0297(7) Uani 1 1 d . B . C19 C 0.53174(18) -0.00389(16) -0.2885(4) 0.0601(11) Uani 1 1 d . . . C6 C 0.57809(17) 0.05252(15) 0.3395(4) 0.0512(10) Uani 1 1 d . . . H6A H 0.6128 0.0396 0.3106 0.061 Uiso 1 1 calc R A 1 H6B H 0.5780 0.0445 0.4089 0.061 Uiso 1 1 calc R A 1 N5 N 0.6504(2) -0.01513(19) -0.2878(6) 0.0959(16) Uani 1 1 d . . . C20 C 0.5640(2) 0.0049(2) -0.3703(5) 0.0760(15) Uani 1 1 d . . . H20A H 0.5464 0.0148 -0.4282 0.091 Uiso 1 1 calc R . . C21 C 0.6234(3) -0.0011(2) -0.3669(6) 0.0885(18) Uani 1 1 d . . . H21A H 0.6446 0.0052 -0.4232 0.106 Uiso 1 1 calc R . . C18 C 0.5605(3) -0.0191(2) -0.2059(5) 0.0822(17) Uani 1 1 d . . . H18A H 0.5407 -0.0260 -0.1484 0.099 Uiso 1 1 calc R . . C17 C 0.6189(3) -0.0239(3) -0.2095(6) 0.096(2) Uani 1 1 d . . . H17A H 0.6375 -0.0341 -0.1528 0.115 Uiso 1 1 calc R . . O5 O 0.5296(2) 0.0318(2) 0.2932(5) 0.0564(16) Uani 0.50 1 d P B 1 H5A H 0.5401 0.0112 0.2536 0.085 Uiso 0.50 1 calc PR B 1 O5' O 0.5280(4) 0.0377(3) 0.4007(7) 0.098(3) Uani 0.50 1 d P B 2 H5'A H 0.5177 0.0103 0.3849 0.147 Uiso 0.50 1 calc PR B 2 O1W O 0.48382(18) 0.27025(15) 0.0152(3) 0.0892(13) Uani 1 1 d . . . H1WB H 0.5203 0.2571 -0.0054 0.134 Uiso 1 1 d R . . H1WA H 0.4785 0.2545 0.0784 0.134 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02175(10) 0.05814(14) 0.02184(10) -0.00145(11) 0.00046(9) -0.00490(10) N4 0.0373(17) 0.073(2) 0.0270(18) 0.0036(15) 0.0074(14) 0.0110(16) N3 0.0361(17) 0.0523(19) 0.0263(16) 0.0044(14) 0.0086(13) 0.0102(14) N2 0.0220(13) 0.0379(15) 0.0230(14) 0.0010(11) -0.0019(10) -0.0004(11) O1 0.0349(12) 0.0503(13) 0.0455(14) 0.0012(15) -0.0113(15) 0.0092(9) N1 0.0230(12) 0.0373(15) 0.0265(15) 0.0004(11) 0.0004(10) 0.0001(10) C10 0.054(3) 0.081(3) 0.035(2) 0.022(2) 0.014(2) 0.030(2) C11 0.047(2) 0.074(3) 0.036(3) 0.0117(19) 0.0126(19) 0.0250(19) C2 0.0209(14) 0.0368(17) 0.0268(16) 0.0003(13) 0.0003(11) -0.0001(12) C8 0.059(2) 0.104(3) 0.046(2) 0.023(3) 0.023(3) 0.050(2) C9 0.041(2) 0.047(2) 0.0281(19) 0.0047(15) 0.0090(15) 0.0099(16) C14 0.0334(19) 0.102(3) 0.037(3) 0.015(2) 0.0110(19) 0.019(2) C12 0.041(2) 0.055(2) 0.0259(19) 0.0042(16) 0.0126(16) 0.0120(17) C3 0.0231(14) 0.0349(16) 0.0232(15) 0.0011(12) -0.0002(12) 0.0010(12) C16 0.049(2) 0.127(4) 0.037(2) 0.026(3) 0.016(2) 0.045(2) O3 0.0467(15) 0.0359(14) 0.075(2) 0.0019(13) -0.0109(14) -0.0090(12) O4 0.0355(13) 0.0487(15) 0.0550(19) -0.0092(12) -0.0130(11) -0.0060(11) C4 0.0285(17) 0.039(2) 0.039(2) -0.0024(15) 0.0005(15) -0.0048(14) O2 0.0541(18) 0.0377(15) 0.069(2) 0.0055(13) -0.0192(14) 0.0058(12) C13 0.040(2) 0.105(4) 0.031(2) 0.016(2) 0.0077(19) 0.018(2) C1 0.0327(17) 0.042(2) 0.0328(18) -0.0008(14) -0.0004(14) 0.0060(15) C7 0.071(3) 0.104(4) 0.035(2) 0.031(3) 0.020(2) 0.047(3) C15 0.051(3) 0.119(4) 0.034(2) 0.020(3) 0.010(2) 0.038(3) C5 0.0222(14) 0.0390(18) 0.0281(16) 0.0008(13) -0.0003(12) -0.0002(12) C19 0.054(2) 0.063(2) 0.063(3) -0.005(3) 0.001(3) -0.0086(19) C6 0.043(2) 0.049(2) 0.062(3) 0.0030(19) -0.0100(19) -0.0021(17) N5 0.061(3) 0.097(3) 0.130(5) -0.018(4) -0.005(4) 0.000(2) C20 0.067(3) 0.091(4) 0.070(4) 0.002(3) 0.003(3) -0.005(3) C21 0.063(3) 0.102(5) 0.101(5) -0.008(4) 0.010(3) -0.014(3) C18 0.070(3) 0.105(5) 0.072(4) 0.007(3) -0.011(3) 0.003(3) C17 0.067(4) 0.115(5) 0.106(6) 0.007(4) -0.023(4) -0.001(4) O5 0.038(3) 0.052(3) 0.079(5) -0.020(3) 0.003(3) -0.006(2) O5' 0.086(5) 0.086(5) 0.121(8) 0.015(5) 0.016(5) -0.034(4) O1W 0.083(3) 0.109(3) 0.076(3) 0.027(2) 0.003(2) 0.032(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N1 2.266(3) . ? Cd1 N2 2.307(3) 11_454 ? Cd1 N4 2.347(3) 11_455 ? Cd1 O4 2.355(3) 11_454 ? Cd1 N3 2.366(3) . ? Cd1 O1 2.446(2) . ? N4 C14 1.321(5) . ? N4 C15 1.328(5) . ? N4 Cd1 2.347(3) 3_554 ? N3 C7 1.309(5) . ? N3 C11 1.320(5) . ? N2 C5 1.337(4) . ? N2 C3 1.367(4) . ? N2 Cd1 2.307(3) 3 ? O1 C1 1.247(4) . ? N1 C5 1.344(4) . ? N1 C2 1.356(4) . ? C10 C11 1.371(6) . ? C10 C9 1.378(6) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C2 C3 1.386(4) . ? C2 C1 1.475(4) . ? C8 C7 1.373(6) . ? C8 C9 1.373(6) . ? C8 H8A 0.9300 . ? C9 C12 1.479(4) . ? C14 C13 1.376(6) . ? C14 H14A 0.9300 . ? C12 C13 1.367(6) . ? C12 C16 1.390(6) . ? C3 C4 1.471(5) . ? C16 C15 1.368(6) . ? C16 H16A 0.9300 . ? O3 C4 1.287(4) . ? O4 C4 1.238(4) . ? O4 Cd1 2.355(3) 3 ? O2 C1 1.277(4) . ? O2 H2 0.8200 . ? C13 H13A 0.9300 . ? C7 H7A 0.9300 . ? C15 H15A 0.9300 . ? C5 C6 1.479(5) . ? C19 C20 1.367(8) . ? C19 C18 1.376(8) . ? C19 C19 1.499(9) 2_655 ? C6 O5 1.418(7) . ? C6 O5' 1.495(9) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? N5 C17 1.319(10) . ? N5 C21 1.307(9) . ? C20 C21 1.400(8) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? C18 C17 1.371(8) . ? C18 H18A 0.9300 . ? C17 H17A 0.9300 . ? O5 H5A 0.8200 . ? O5' H5'A 0.8200 . ? O1W H1WB 0.9681 . ? O1W H1WA 0.9715 . ? 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 N1 Cd1 N2 168.40(10) . 11_454 ? N1 Cd1 N4 89.93(11) . 11_455 ? N2 Cd1 N4 92.14(11) 11_454 11_455 ? N1 Cd1 O4 118.42(9) . 11_454 ? N2 Cd1 O4 72.87(9) 11_454 11_454 ? N4 Cd1 O4 93.11(11) 11_455 11_454 ? N1 Cd1 N3 90.83(11) . . ? N2 Cd1 N3 86.71(11) 11_454 . ? N4 Cd1 N3 177.83(13) 11_455 . ? O4 Cd1 N3 88.31(11) 11_454 . ? N1 Cd1 O1 72.05(9) . . ? N2 Cd1 O1 96.43(9) 11_454 . ? N4 Cd1 O1 93.34(12) 11_455 . ? O4 Cd1 O1 167.70(9) 11_454 . ? N3 Cd1 O1 84.96(11) . . ? C14 N4 C15 116.3(4) . . ? C14 N4 Cd1 123.4(3) . 3_554 ? C15 N4 Cd1 120.1(3) . 3_554 ? C7 N3 C11 116.3(3) . . ? C7 N3 Cd1 120.8(3) . . ? C11 N3 Cd1 122.7(2) . . ? C5 N2 C3 104.9(3) . . ? C5 N2 Cd1 143.0(2) . 3 ? C3 N2 Cd1 112.02(19) . 3 ? C1 O1 Cd1 113.3(2) . . ? C5 N1 C2 105.3(3) . . ? C5 N1 Cd1 139.7(2) . . ? C2 N1 Cd1 114.8(2) . . ? C11 C10 C9 121.0(4) . . ? C11 C10 H10A 119.5 . . ? C9 C10 H10A 119.5 . . ? N3 C11 C10 123.1(4) . . ? N3 C11 H11A 118.5 . . ? C10 C11 H11A 118.5 . . ? N1 C2 C3 108.2(3) . . ? N1 C2 C1 120.5(3) . . ? C3 C2 C1 131.2(3) . . ? C7 C8 C9 120.3(3) . . ? C7 C8 H8A 119.9 . . ? C9 C8 H8A 119.9 . . ? C8 C9 C10 115.1(4) . . ? C8 C9 C12 122.7(3) . . ? C10 C9 C12 122.2(3) . . ? N4 C14 C13 124.1(4) . . ? N4 C14 H14A 118.0 . . ? C13 C14 H14A 118.0 . . ? C13 C12 C16 116.1(4) . . ? C13 C12 C9 122.2(4) . . ? C16 C12 C9 121.8(3) . . ? N2 C3 C2 108.3(3) . . ? N2 C3 C4 119.9(3) . . ? C2 C3 C4 131.7(3) . . ? C15 C16 C12 120.3(4) . . ? C15 C16 H16A 119.9 . . ? C12 C16 H16A 119.9 . . ? C4 O4 Cd1 115.2(2) . 3 ? O4 C4 O3 122.3(3) . . ? O4 C4 C3 119.7(3) . . ? O3 C4 C3 117.9(3) . . ? C1 O2 H2 109.5 . . ? C12 C13 C14 119.9(4) . . ? C12 C13 H13A 120.0 . . ? C14 C13 H13A 120.0 . . ? O1 C1 O2 122.5(3) . . ? O1 C1 C2 119.3(3) . . ? O2 C1 C2 118.2(3) . . ? N3 C7 C8 124.2(4) . . ? N3 C7 H7A 117.9 . . ? C8 C7 H7A 117.9 . . ? N4 C15 C16 123.3(4) . . ? N4 C15 H15A 118.4 . . ? C16 C15 H15A 118.4 . . ? N2 C5 N1 113.3(3) . . ? N2 C5 C6 122.7(3) . . ? N1 C5 C6 123.9(3) . . ? C20 C19 C18 116.8(5) . . ? C20 C19 C19 121.3(4) . 2_655 ? C18 C19 C19 121.8(4) . 2_655 ? O5 C6 C5 109.1(4) . . ? O5 C6 O5' 60.7(5) . . ? C5 C6 O5' 108.4(5) . . ? O5 C6 H6A 109.9 . . ? C5 C6 H6A 109.9 . . ? O5' C6 H6A 141.4 . . ? O5 C6 H6B 109.9 . . ? C5 C6 H6B 109.9 . . ? O5' C6 H6B 52.7 . . ? H6A C6 H6B 108.3 . . ? C17 N5 C21 116.8(5) . . ? C19 C20 C21 119.9(6) . . ? C19 C20 H20A 120.0 . . ? C21 C20 H20A 120.0 . . ? N5 C21 C20 122.8(7) . . ? N5 C21 H21A 118.6 . . ? C20 C21 H21A 118.6 . . ? C17 C18 C19 119.1(7) . . ? C17 C18 H18A 120.4 . . ? C19 C18 H18A 120.4 . . ? N5 C17 C18 124.6(7) . . ? N5 C17 H17A 117.7 . . ? C18 C17 H17A 117.7 . . ? C6 O5 H5A 109.5 . . ? C6 O5' H5'A 109.5 . . ? H1WB O1W H1WA 101.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cd1 N3 C7 46.5(4) . . . . ? N2 Cd1 N3 C7 -144.9(4) 11_454 . . . ? N4 Cd1 N3 C7 157(3) 11_455 . . . ? O4 Cd1 N3 C7 -71.9(4) 11_454 . . . ? O1 Cd1 N3 C7 118.4(4) . . . . ? N1 Cd1 N3 C11 -128.3(4) . . . . ? N2 Cd1 N3 C11 40.3(4) 11_454 . . . ? N4 Cd1 N3 C11 -18(4) 11_455 . . . ? O4 Cd1 N3 C11 113.3(4) 11_454 . . . ? O1 Cd1 N3 C11 -56.4(4) . . . . ? N1 Cd1 O1 C1 -0.9(3) . . . . ? N2 Cd1 O1 C1 -179.6(3) 11_454 . . . ? N4 Cd1 O1 C1 87.9(3) 11_455 . . . ? O4 Cd1 O1 C1 -150.6(4) 11_454 . . . ? N3 Cd1 O1 C1 -93.5(3) . . . . ? N2 Cd1 N1 C5 -178.1(4) 11_454 . . . ? N4 Cd1 N1 C5 81.6(4) 11_455 . . . ? O4 Cd1 N1 C5 -11.9(4) 11_454 . . . ? N3 Cd1 N1 C5 -100.4(4) . . . . ? O1 Cd1 N1 C5 175.1(4) . . . . ? N2 Cd1 N1 C2 8.2(7) 11_454 . . . ? N4 Cd1 N1 C2 -92.1(2) 11_455 . . . ? O4 Cd1 N1 C2 174.4(2) 11_454 . . . ? N3 Cd1 N1 C2 85.8(2) . . . . ? O1 Cd1 N1 C2 1.4(2) . . . . ? C7 N3 C11 C10 -1.6(8) . . . . ? Cd1 N3 C11 C10 173.4(4) . . . . ? C9 C10 C11 N3 0.8(9) . . . . ? C5 N1 C2 C3 0.0(4) . . . . ? Cd1 N1 C2 C3 175.8(2) . . . . ? C5 N1 C2 C1 -177.7(3) . . . . ? Cd1 N1 C2 C1 -1.9(4) . . . . ? C7 C8 C9 C10 -2.0(8) . . . . ? C7 C8 C9 C12 178.6(5) . . . . ? C11 C10 C9 C8 1.1(8) . . . . ? C11 C10 C9 C12 -179.5(4) . . . . ? C15 N4 C14 C13 -0.9(8) . . . . ? Cd1 N4 C14 C13 -175.8(4) 3_554 . . . ? C8 C9 C12 C13 -15.6(7) . . . . ? C10 C9 C12 C13 165.0(5) . . . . ? C8 C9 C12 C16 165.4(5) . . . . ? C10 C9 C12 C16 -14.0(7) . . . . ? C5 N2 C3 C2 0.0(4) . . . . ? Cd1 N2 C3 C2 177.5(2) 3 . . . ? C5 N2 C3 C4 177.8(3) . . . . ? Cd1 N2 C3 C4 -4.7(4) 3 . . . ? N1 C2 C3 N2 0.0(4) . . . . ? C1 C2 C3 N2 177.3(3) . . . . ? N1 C2 C3 C4 -177.5(3) . . . . ? C1 C2 C3 C4 -0.1(6) . . . . ? C13 C12 C16 C15 1.6(8) . . . . ? C9 C12 C16 C15 -179.3(5) . . . . ? Cd1 O4 C4 O3 -176.8(3) 3 . . . ? Cd1 O4 C4 C3 2.2(4) 3 . . . ? N2 C3 C4 O4 1.7(5) . . . . ? C2 C3 C4 O4 179.0(3) . . . . ? N2 C3 C4 O3 -179.2(3) . . . . ? C2 C3 C4 O3 -2.0(6) . . . . ? C16 C12 C13 C14 -2.0(7) . . . . ? C9 C12 C13 C14 178.9(4) . . . . ? N4 C14 C13 C12 1.8(9) . . . . ? Cd1 O1 C1 O2 179.0(3) . . . . ? Cd1 O1 C1 C2 0.3(4) . . . . ? N1 C2 C1 O1 1.0(5) . . . . ? C3 C2 C1 O1 -176.1(3) . . . . ? N1 C2 C1 O2 -177.7(3) . . . . ? C3 C2 C1 O2 5.2(6) . . . . ? C11 N3 C7 C8 0.6(9) . . . . ? Cd1 N3 C7 C8 -174.5(5) . . . . ? C9 C8 C7 N3 1.2(10) . . . . ? C14 N4 C15 C16 0.5(9) . . . . ? Cd1 N4 C15 C16 175.6(5) 3_554 . . . ? C12 C16 C15 N4 -0.9(9) . . . . ? C3 N2 C5 N1 0.0(4) . . . . ? Cd1 N2 C5 N1 -176.1(2) 3 . . . ? C3 N2 C5 C6 -179.5(3) . . . . ? Cd1 N2 C5 C6 4.3(6) 3 . . . ? C2 N1 C5 N2 -0.1(4) . . . . ? Cd1 N1 C5 N2 -174.1(2) . . . . ? C2 N1 C5 C6 179.5(4) . . . . ? Cd1 N1 C5 C6 5.4(6) . . . . ? N2 C5 C6 O5 178.3(4) . . . . ? N1 C5 C6 O5 -1.2(6) . . . . ? N2 C5 C6 O5' 113.8(5) . . . . ? N1 C5 C6 O5' -65.7(6) . . . . ? C18 C19 C20 C21 -0.8(9) . . . . ? C19 C19 C20 C21 177.7(5) 2_655 . . . ? C17 N5 C21 C20 0.3(10) . . . . ? C19 C20 C21 N5 0.3(10) . . . . ? C20 C19 C18 C17 0.8(9) . . . . ? C19 C19 C18 C17 -177.7(6) 2_655 . . . ? C21 N5 C17 C18 -0.3(11) . . . . ? C19 C18 C17 N5 -0.3(11) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.433 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.053 ########################################################### data_zsr2 _database_code_depnum_ccdc_archive 'CCDC 782466' #TrackingRef '- zsr compound.txt' _database_code_CSD 782466 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H6 Fe2 N4 O10' _chemical_formula_weight 477.91 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' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 8.444(5) _cell_length_b 9.314(5) _cell_length_c 18.782(11) _cell_angle_alpha 90.00 _cell_angle_beta 95.106(7) _cell_angle_gamma 90.00 _cell_volume 1471.2(15) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 810 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 22.54 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.158 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 2.046 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.5981 _exptl_absorpt_correction_T_max 0.7224 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 3894 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 26.00 _reflns_number_total 1451 _reflns_number_gt 1098 _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^)+(0.0996P)^2^+3.0816P] 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 1451 _refine_ls_number_parameters 129 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0695 _refine_ls_R_factor_gt 0.0525 _refine_ls_wR_factor_ref 0.1730 _refine_ls_wR_factor_gt 0.1606 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.095 _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 Fe1 Fe 1.0000 0.54213(11) 0.2500 0.0282(4) Uani 1 2 d S . . Fe2 Fe 0.7500 0.2500 0.0000 0.0373(4) Uani 1 2 d S . . N1 N 1.0882(6) 0.0707(5) 0.1636(2) 0.0362(11) Uani 1 1 d . . . H1A H 1.1432 0.0074 0.1882 0.043 Uiso 1 1 calc R . . N2 N 0.9158(5) 0.1639(5) 0.0827(2) 0.0390(12) Uani 1 1 d . . . C1 C 1.2155(6) 0.2777(6) 0.2291(3) 0.0319(12) Uani 1 1 d . . . C2 C 1.0981(6) 0.2162(6) 0.1733(3) 0.0301(12) Uani 1 1 d . . . C4 C 0.9438(6) 0.4241(6) 0.1004(3) 0.0345(13) Uani 1 1 d . . . C3 C 0.9901(6) 0.2753(6) 0.1223(3) 0.0332(12) Uani 1 1 d . . . C5 C 0.9781(7) 0.0435(6) 0.1089(3) 0.0407(15) Uani 1 1 d . . . O2 O 1.1934(4) 0.4017(4) 0.2518(2) 0.0368(9) Uani 1 1 d . . . O3 O 0.9935(5) 0.5301(4) 0.1377(2) 0.0402(10) Uani 1 1 d . . . O4 O 0.8559(5) 0.4351(4) 0.0428(2) 0.0431(10) Uani 1 1 d . . . C6 C 0.9363(10) -0.1077(9) 0.0810(5) 0.076(2) Uani 1 1 d . . . H6A H 0.8872 -0.0987 0.0325 0.091 Uiso 1 1 calc R . . H6B H 0.8568 -0.1471 0.1097 0.091 Uiso 1 1 calc R . . O5 O 1.0726(5) -0.2174(5) 0.0804(2) 0.0561(12) Uani 1 1 d . . . O1 O 1.3298(5) 0.2032(5) 0.2519(3) 0.0563(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0260(6) 0.0262(6) 0.0303(6) 0.000 -0.0092(4) 0.000 Fe2 0.0377(7) 0.0426(7) 0.0285(6) 0.0068(5) -0.0150(5) -0.0064(5) N1 0.039(3) 0.033(2) 0.033(3) 0.004(2) -0.016(2) -0.001(2) N2 0.045(3) 0.039(3) 0.030(2) 0.007(2) -0.014(2) -0.005(2) C1 0.028(3) 0.033(3) 0.034(3) 0.001(2) -0.008(2) 0.003(2) C2 0.029(3) 0.034(3) 0.025(3) -0.001(2) -0.006(2) -0.002(2) C4 0.032(3) 0.040(3) 0.030(3) 0.006(2) -0.005(2) -0.002(2) C3 0.033(3) 0.038(3) 0.027(3) 0.002(2) -0.005(2) -0.004(2) C5 0.045(4) 0.041(3) 0.033(3) 0.004(2) -0.015(3) -0.010(3) O2 0.032(2) 0.034(2) 0.041(2) -0.0077(17) -0.0124(17) 0.0073(16) O3 0.054(3) 0.033(2) 0.030(2) 0.0038(16) -0.0120(18) -0.0013(18) O4 0.049(2) 0.041(2) 0.036(2) 0.0102(18) -0.0157(19) -0.0035(19) C6 0.079(6) 0.076(6) 0.070(5) 0.008(4) -0.012(4) -0.010(5) O5 0.047(3) 0.067(3) 0.054(3) 0.011(2) 0.003(2) -0.007(2) O1 0.048(3) 0.039(2) 0.076(3) -0.018(2) -0.029(2) 0.017(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 2.080(4) 4_755 ? Fe1 O1 2.080(4) 3_455 ? Fe1 O2 2.090(4) 2_755 ? Fe1 O2 2.090(4) . ? Fe1 O3 2.107(4) . ? Fe1 O3 2.107(4) 2_755 ? Fe2 O4 2.072(4) 7_655 ? Fe2 O4 2.072(4) . ? Fe2 N2 2.151(4) . ? Fe2 N2 2.151(4) 7_655 ? Fe2 O5 2.240(5) 5_755 ? Fe2 O5 2.240(5) 3_455 ? N1 C5 1.347(7) . ? N1 C2 1.368(7) . ? N1 H1A 0.8600 . ? N2 C5 1.315(7) . ? N2 C3 1.393(7) . ? C1 O1 1.234(6) . ? C1 O2 1.251(7) . ? C1 C2 1.490(7) . ? C2 C3 1.379(7) . ? C4 O4 1.259(6) . ? C4 O3 1.261(7) . ? C4 C3 1.488(8) . ? C5 C6 1.532(10) . ? C6 O5 1.540(10) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? O5 Fe2 2.240(5) 3_545 ? O1 Fe1 2.080(4) 3_545 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 O1 87.7(3) 4_755 3_455 ? O1 Fe1 O2 172.34(16) 4_755 2_755 ? O1 Fe1 O2 84.95(18) 3_455 2_755 ? O1 Fe1 O2 84.95(18) 4_755 . ? O1 Fe1 O2 172.34(16) 3_455 . ? O2 Fe1 O2 102.5(2) 2_755 . ? O1 Fe1 O3 88.74(18) 4_755 . ? O1 Fe1 O3 95.68(18) 3_455 . ? O2 Fe1 O3 89.96(16) 2_755 . ? O2 Fe1 O3 86.21(15) . . ? O1 Fe1 O3 95.68(18) 4_755 2_755 ? O1 Fe1 O3 88.74(18) 3_455 2_755 ? O2 Fe1 O3 86.21(15) 2_755 2_755 ? O2 Fe1 O3 89.96(16) . 2_755 ? O3 Fe1 O3 173.9(2) . 2_755 ? O4 Fe2 O4 180.0(3) 7_655 . ? O4 Fe2 N2 101.58(16) 7_655 . ? O4 Fe2 N2 78.42(16) . . ? O4 Fe2 N2 78.42(16) 7_655 7_655 ? O4 Fe2 N2 101.58(16) . 7_655 ? N2 Fe2 N2 180.00(18) . 7_655 ? O4 Fe2 O5 85.24(18) 7_655 5_755 ? O4 Fe2 O5 94.76(18) . 5_755 ? N2 Fe2 O5 90.26(18) . 5_755 ? N2 Fe2 O5 89.74(18) 7_655 5_755 ? O4 Fe2 O5 94.76(18) 7_655 3_455 ? O4 Fe2 O5 85.24(18) . 3_455 ? N2 Fe2 O5 89.74(18) . 3_455 ? N2 Fe2 O5 90.26(18) 7_655 3_455 ? O5 Fe2 O5 180.0(3) 5_755 3_455 ? C5 N1 C2 108.6(4) . . ? C5 N1 H1A 125.7 . . ? C2 N1 H1A 125.7 . . ? C5 N2 C3 106.8(4) . . ? C5 N2 Fe2 143.2(4) . . ? C3 N2 Fe2 109.9(4) . . ? O1 C1 O2 122.4(5) . . ? O1 C1 C2 118.6(5) . . ? O2 C1 C2 119.0(4) . . ? N1 C2 C3 105.9(4) . . ? N1 C2 C1 120.2(5) . . ? C3 C2 C1 133.8(5) . . ? O4 C4 O3 123.7(5) . . ? O4 C4 C3 115.7(5) . . ? O3 C4 C3 120.6(5) . . ? C2 C3 N2 108.2(5) . . ? C2 C3 C4 134.9(5) . . ? N2 C3 C4 116.9(4) . . ? N2 C5 N1 110.5(5) . . ? N2 C5 C6 125.7(5) . . ? N1 C5 C6 123.8(6) . . ? C1 O2 Fe1 135.4(3) . . ? C4 O3 Fe1 125.2(4) . . ? C4 O4 Fe2 117.8(4) . . ? C5 C6 O5 117.6(6) . . ? C5 C6 H6A 107.9 . . ? O5 C6 H6A 107.9 . . ? C5 C6 H6B 107.9 . . ? O5 C6 H6B 107.9 . . ? H6A C6 H6B 107.2 . . ? C6 O5 Fe2 129.8(4) . 3_545 ? C1 O1 Fe1 156.9(4) . 3_545 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Fe2 N2 C5 8.3(8) 7_655 . . . ? O4 Fe2 N2 C5 -171.7(8) . . . . ? N2 Fe2 N2 C5 -102(100) 7_655 . . . ? O5 Fe2 N2 C5 -76.9(7) 5_755 . . . ? O5 Fe2 N2 C5 103.1(7) 3_455 . . . ? O4 Fe2 N2 C3 -174.8(4) 7_655 . . . ? O4 Fe2 N2 C3 5.2(4) . . . . ? N2 Fe2 N2 C3 75(100) 7_655 . . . ? O5 Fe2 N2 C3 100.0(4) 5_755 . . . ? O5 Fe2 N2 C3 -80.0(4) 3_455 . . . ? C5 N1 C2 C3 -0.2(7) . . . . ? C5 N1 C2 C1 -177.9(5) . . . . ? O1 C1 C2 N1 19.8(8) . . . . ? O2 C1 C2 N1 -159.1(5) . . . . ? O1 C1 C2 C3 -157.1(7) . . . . ? O2 C1 C2 C3 24.0(10) . . . . ? N1 C2 C3 N2 0.4(7) . . . . ? C1 C2 C3 N2 177.6(6) . . . . ? N1 C2 C3 C4 -177.0(6) . . . . ? C1 C2 C3 C4 0.2(12) . . . . ? C5 N2 C3 C2 -0.4(7) . . . . ? Fe2 N2 C3 C2 -178.4(4) . . . . ? C5 N2 C3 C4 177.5(5) . . . . ? Fe2 N2 C3 C4 -0.5(6) . . . . ? O4 C4 C3 C2 169.0(6) . . . . ? O3 C4 C3 C2 -9.9(10) . . . . ? O4 C4 C3 N2 -8.2(8) . . . . ? O3 C4 C3 N2 172.8(5) . . . . ? C3 N2 C5 N1 0.3(7) . . . . ? Fe2 N2 C5 N1 177.2(5) . . . . ? C3 N2 C5 C6 -178.4(7) . . . . ? Fe2 N2 C5 C6 -1.5(12) . . . . ? C2 N1 C5 N2 -0.1(7) . . . . ? C2 N1 C5 C6 178.6(6) . . . . ? O1 C1 O2 Fe1 -161.4(5) . . . . ? C2 C1 O2 Fe1 17.5(8) . . . . ? O1 Fe1 O2 C1 -148.8(6) 4_755 . . . ? O1 Fe1 O2 C1 -164.4(12) 3_455 . . . ? O2 Fe1 O2 C1 29.3(5) 2_755 . . . ? O3 Fe1 O2 C1 -59.8(5) . . . . ? O3 Fe1 O2 C1 115.4(5) 2_755 . . . ? O4 C4 O3 Fe1 136.8(5) . . . . ? C3 C4 O3 Fe1 -44.4(7) . . . . ? O1 Fe1 O3 C4 159.2(5) 4_755 . . . ? O1 Fe1 O3 C4 -113.2(5) 3_455 . . . ? O2 Fe1 O3 C4 -28.3(5) 2_755 . . . ? O2 Fe1 O3 C4 74.2(5) . . . . ? O3 Fe1 O3 C4 22.9(4) 2_755 . . . ? O3 C4 O4 Fe2 -167.9(4) . . . . ? C3 C4 O4 Fe2 13.2(7) . . . . ? O4 Fe2 O4 C4 -66(100) 7_655 . . . ? N2 Fe2 O4 C4 -10.5(4) . . . . ? N2 Fe2 O4 C4 169.5(4) 7_655 . . . ? O5 Fe2 O4 C4 -99.8(5) 5_755 . . . ? O5 Fe2 O4 C4 80.2(5) 3_455 . . . ? N2 C5 C6 O5 142.0(7) . . . . ? N1 C5 C6 O5 -36.5(10) . . . . ? C5 C6 O5 Fe2 -82.5(8) . . . 3_545 ? O2 C1 O1 Fe1 -156.1(9) . . . 3_545 ? C2 C1 O1 Fe1 25.0(15) . . . 3_545 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.349 _refine_diff_density_min -0.709 _refine_diff_density_rms 0.129 ############################################################### data_zsr3 _database_code_depnum_ccdc_archive 'CCDC 782467' #TrackingRef '- zsr compound.txt' _database_code_CSD 782467 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H19 Cu2 N4 O11.50' _chemical_formula_weight 578.43 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' 'Cu' 'Cu' 0.3201 1.2651 '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)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.7125(16) _cell_length_b 18.472(3) _cell_length_c 11.850(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.310(2) _cell_angle_gamma 90.00 _cell_volume 2120.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.812 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1172 _exptl_absorpt_coefficient_mu 2.077 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.5746 _exptl_absorpt_correction_T_max 0.6579 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 12324 _diffrn_reflns_av_R_equivalents 0.0278 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4592 _reflns_number_gt 3767 _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^)+(0.0796P)^2^+4.4463P] 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 4592 _refine_ls_number_parameters 322 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0495 _refine_ls_R_factor_gt 0.0394 _refine_ls_wR_factor_ref 0.1262 _refine_ls_wR_factor_gt 0.1179 _refine_ls_goodness_of_fit_ref 0.944 _refine_ls_restrained_S_all 0.945 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu2 Cu 0.659343(18) 0.107570(10) 0.111648(16) 0.02102(4) Uani 1 1 d U . . Cu1 Cu 0.150577(18) 0.179273(10) 0.338955(16) 0.02264(5) Uani 1 1 d . . . O3 O 0.33649(11) -0.01956(6) -0.02044(9) 0.0252(3) Uani 1 1 d . . . N2 N 0.46642(12) 0.09177(6) 0.15385(11) 0.0195(3) Uani 1 1 d . . . O5 O 0.48310(11) 0.26654(6) 0.27647(10) 0.0317(3) Uani 1 1 d . . . N4 N 1.47797(13) 0.28063(7) -0.10364(12) 0.0257(3) Uani 1 1 d . . . N3 N 0.84678(13) 0.14315(7) 0.07055(11) 0.0215(3) Uani 1 1 d . . . O6 O 0.63242(12) 0.20132(6) 0.18714(11) 0.0376(3) Uani 1 1 d . . . O1 O 0.05528(11) 0.08739(6) 0.29921(10) 0.0296(3) Uani 1 1 d . . . C3 C 0.36339(14) 0.04164(8) 0.15293(12) 0.0194(3) Uani 1 1 d . . . O2 O 0.08451(13) -0.01856(6) 0.21215(12) 0.0416(4) Uani 1 1 d . . . C6 C 0.51722(15) 0.21003(8) 0.22964(13) 0.0237(4) Uani 1 1 d . . . C1 C 0.12583(16) 0.04179(9) 0.24375(14) 0.0251(4) Uani 1 1 d . . . N1 N 0.30110(12) 0.13563(7) 0.25619(11) 0.0199(3) Uani 1 1 d . . . C4 C 0.36154(14) -0.02738(8) 0.08523(13) 0.0216(4) Uani 1 1 d . . . C2 C 0.26269(15) 0.06873(8) 0.21695(13) 0.0203(4) Uani 1 1 d . . . O4 O 0.37987(14) -0.08562(6) 0.13486(11) 0.0356(3) Uani 1 1 d . . . C5 C 0.42453(15) 0.14699(8) 0.21681(12) 0.0198(3) Uani 1 1 d . . . C15 C 1.42809(16) 0.21635(9) -0.13952(14) 0.0276(4) Uani 1 1 d . . . H15A H 1.4745 0.1911 -0.1930 0.033 Uiso 1 1 calc R . . C10 C 1.06428(16) 0.12248(8) -0.00549(14) 0.0250(4) Uani 1 1 d . . . H10A H 1.1229 0.0901 -0.0382 0.030 Uiso 1 1 calc R . . C9 C 1.10541(15) 0.19380(8) 0.01397(13) 0.0221(4) Uani 1 1 d . . . C11 C 0.93637(16) 0.09981(8) 0.02374(14) 0.0244(4) Uani 1 1 d . . . H11A H 0.9113 0.0518 0.0101 0.029 Uiso 1 1 calc R . . C8 C 1.01252(17) 0.23828(9) 0.06441(15) 0.0301(4) Uani 1 1 d . . . H8A H 1.0354 0.2863 0.0804 0.036 Uiso 1 1 calc R . . C12 C 1.23711(15) 0.22316(9) -0.02329(14) 0.0237(4) Uani 1 1 d . . . C7 C 0.88671(16) 0.21154(9) 0.09083(15) 0.0293(4) Uani 1 1 d . . . H7A H 0.8264 0.2425 0.1245 0.035 Uiso 1 1 calc R . . C13 C 1.29024(17) 0.28927(9) 0.01402(15) 0.0328(4) Uani 1 1 d . . . H13A H 1.2462 0.3156 0.0677 0.039 Uiso 1 1 calc R . . C16 C 1.31100(17) 0.18595(9) -0.10058(15) 0.0297(4) Uani 1 1 d . . . H16A H 1.2816 0.1405 -0.1261 0.036 Uiso 1 1 calc R . . C14 C 1.40832(18) 0.31604(9) -0.02835(16) 0.0341(5) Uani 1 1 d . . . H14A H 1.4409 0.3610 -0.0031 0.041 Uiso 1 1 calc R . . O1W O 0.23792(14) 0.13373(8) 0.50881(11) 0.0448(4) Uani 1 1 d . . . H1WB H 0.1891 0.1248 0.5655 0.054 Uiso 1 1 d R . . H1WA H 0.2759 0.0920 0.4996 0.054 Uiso 1 1 d R . . O2W O 0.23159(12) 0.27644(6) 0.33133(12) 0.0382(3) Uani 1 1 d . . . H2WA H 0.3211 0.2761 0.3104 0.046 Uiso 1 1 d R . . H2WB H 0.2135 0.3140 0.3571 0.046 Uiso 1 1 d R . . O3W O 0.77178(14) 0.04646(8) 0.26900(11) 0.0409(3) Uani 1 1 d U . . H3WA H 0.8436 0.0696 0.2936 0.049 Uiso 1 1 d R . . H3WB H 0.7977 0.0107 0.2310 0.049 Uiso 1 1 d R . . O4W O -0.10573(14) -0.10636(7) 0.29810(12) 0.0427(4) Uani 1 1 d D . . H4WB H -0.0301(11) -0.0780(7) 0.2980(18) 0.051 Uiso 1 1 d D . . H4WA H -0.0610(15) -0.1457(6) 0.2806(16) 0.051 Uiso 1 1 d D . . O5W O 0.4555(4) -0.08442(13) 0.3686(2) 0.0589(11) Uani 0.50 1 d P . . O7W O 0.3684(5) -0.0012(2) 0.5385(3) 0.0862(15) Uani 0.50 1 d P A 1 O6W O 0.2373(10) -0.0238(3) 0.4885(4) 0.175(4) Uani 0.50 1 d P B 2 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 Cu2 0.01541(8) 0.01973(8) 0.02934(9) -0.00785(7) 0.01109(7) -0.00357(6) Cu1 0.01657(8) 0.02059(8) 0.03225(9) -0.00646(7) 0.01164(7) 0.00062(7) O3 0.0237(5) 0.0237(5) 0.0293(5) -0.0084(4) 0.0099(4) -0.0017(4) N2 0.0170(5) 0.0166(5) 0.0258(6) -0.0039(5) 0.0078(5) -0.0005(5) O5 0.0255(5) 0.0247(5) 0.0470(6) -0.0156(5) 0.0176(5) -0.0050(4) N4 0.0190(6) 0.0260(6) 0.0335(7) 0.0060(5) 0.0122(5) -0.0028(5) N3 0.0175(5) 0.0217(6) 0.0265(6) -0.0032(5) 0.0094(5) -0.0036(5) O6 0.0238(5) 0.0287(5) 0.0638(7) -0.0234(5) 0.0267(5) -0.0107(4) O1 0.0209(5) 0.0271(5) 0.0428(6) -0.0113(5) 0.0158(5) -0.0039(4) C3 0.0175(6) 0.0162(6) 0.0250(7) -0.0005(5) 0.0062(6) -0.0010(5) O2 0.0348(6) 0.0296(6) 0.0637(8) -0.0202(6) 0.0253(6) -0.0140(5) C6 0.0220(7) 0.0197(7) 0.0307(7) -0.0057(6) 0.0118(6) -0.0042(6) C1 0.0199(7) 0.0255(7) 0.0310(8) -0.0035(6) 0.0095(6) -0.0046(6) N1 0.0163(5) 0.0186(5) 0.0258(6) -0.0047(5) 0.0086(5) -0.0013(5) C4 0.0120(6) 0.0199(6) 0.0343(8) -0.0059(6) 0.0104(6) -0.0008(5) C2 0.0170(6) 0.0179(6) 0.0270(7) -0.0050(6) 0.0076(6) -0.0015(5) O4 0.0439(7) 0.0187(5) 0.0450(7) -0.0025(5) 0.0082(6) -0.0002(5) C5 0.0174(6) 0.0193(6) 0.0240(7) -0.0061(6) 0.0091(5) -0.0008(5) C15 0.0226(7) 0.0256(7) 0.0362(8) 0.0007(7) 0.0128(6) -0.0004(6) C10 0.0206(7) 0.0224(7) 0.0335(8) 0.0009(6) 0.0115(6) -0.0006(6) C9 0.0163(6) 0.0266(7) 0.0243(7) 0.0017(6) 0.0066(6) -0.0041(6) C11 0.0211(7) 0.0198(7) 0.0336(8) -0.0034(6) 0.0096(6) -0.0033(6) C8 0.0258(7) 0.0241(7) 0.0424(9) -0.0060(7) 0.0156(7) -0.0065(6) C12 0.0152(6) 0.0274(7) 0.0292(7) 0.0055(6) 0.0067(6) -0.0021(6) C7 0.0199(7) 0.0269(8) 0.0431(9) -0.0084(7) 0.0158(6) -0.0034(6) C13 0.0267(7) 0.0333(8) 0.0406(9) -0.0093(7) 0.0183(7) -0.0092(7) C16 0.0240(7) 0.0281(8) 0.0384(9) -0.0041(7) 0.0114(7) -0.0049(6) C14 0.0283(8) 0.0294(8) 0.0466(9) -0.0073(7) 0.0167(7) -0.0109(7) O1W 0.0428(7) 0.0538(8) 0.0393(7) 0.0041(6) 0.0138(6) 0.0047(6) O2W 0.0262(5) 0.0201(5) 0.0708(8) -0.0131(6) 0.0214(6) -0.0020(4) O3W 0.0338(6) 0.0473(7) 0.0413(5) 0.0020(5) 0.0003(5) -0.0038(5) O4W 0.0433(7) 0.0343(7) 0.0532(8) -0.0004(6) 0.0219(6) -0.0001(6) O5W 0.146(3) 0.0137(11) 0.0173(11) 0.0031(9) 0.0079(15) 0.0026(15) O7W 0.115(3) 0.083(3) 0.063(2) -0.011(2) 0.023(2) 0.011(3) O6W 0.393(11) 0.067(3) 0.070(3) 0.009(2) 0.059(4) -0.013(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 Cu2 O3 1.9543(11) 3_655 ? Cu2 O6 1.9756(12) . ? Cu2 N2 1.9968(13) . ? Cu2 N3 2.0290(13) . ? Cu2 O3W 2.3744(14) . ? Cu1 O2W 1.9645(12) . ? Cu1 O1 1.9733(11) . ? Cu1 N1 1.9912(13) . ? Cu1 N4 1.9983(13) 4_466 ? Cu1 O1W 2.2852(14) . ? O3 C4 1.2659(19) . ? O3 Cu2 1.9543(11) 3_655 ? N2 C5 1.3447(19) . ? N2 C3 1.3628(18) . ? O5 C6 1.2390(19) . ? N4 C14 1.331(2) . ? N4 C15 1.340(2) . ? N4 Cu1 1.9983(13) 4_765 ? N3 C11 1.334(2) . ? N3 C7 1.338(2) . ? O6 C6 1.271(2) . ? O1 C1 1.296(2) . ? C3 C2 1.376(2) . ? C3 C4 1.506(2) . ? O2 C1 1.233(2) . ? C6 C5 1.473(2) . ? C1 C2 1.476(2) . ? N1 C5 1.3353(19) . ? N1 C2 1.3623(19) . ? C4 O4 1.2325(19) . ? C15 C16 1.379(2) . ? C15 H15A 0.9300 . ? C10 C11 1.380(2) . ? C10 C9 1.391(2) . ? C10 H10A 0.9300 . ? C9 C8 1.388(2) . ? C9 C12 1.487(2) . ? C11 H11A 0.9300 . ? C8 C7 1.376(2) . ? C8 H8A 0.9300 . ? C12 C13 1.385(2) . ? C12 C16 1.387(2) . ? C7 H7A 0.9300 . ? C13 C14 1.378(2) . ? C13 H13A 0.9300 . ? C16 H16A 0.9300 . ? C14 H14A 0.9300 . ? O1W H1WB 0.8670 . ? O1W H1WA 0.8642 . ? O2W H2WA 0.9219 . ? O2W H2WB 0.7838 . ? O3W H3WA 0.8507 . ? O3W H3WB 0.8490 . ? O4W H4WB 0.903(11) . ? O4W H4WA 0.880(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Cu2 O6 171.33(5) 3_655 . ? O3 Cu2 N2 94.35(5) 3_655 . ? O6 Cu2 N2 81.72(5) . . ? O3 Cu2 N3 94.62(5) 3_655 . ? O6 Cu2 N3 88.65(5) . . ? N2 Cu2 N3 169.50(5) . . ? O3 Cu2 O3W 90.66(5) 3_655 . ? O6 Cu2 O3W 97.46(5) . . ? N2 Cu2 O3W 96.82(5) . . ? N3 Cu2 O3W 88.54(5) . . ? O2W Cu1 O1 163.17(6) . . ? O2W Cu1 N1 92.05(5) . . ? O1 Cu1 N1 83.27(5) . . ? O2W Cu1 N4 91.50(5) . 4_466 ? O1 Cu1 N4 90.55(5) . 4_466 ? N1 Cu1 N4 169.59(5) . 4_466 ? O2W Cu1 O1W 104.68(5) . . ? O1 Cu1 O1W 91.72(5) . . ? N1 Cu1 O1W 92.70(5) . . ? N4 Cu1 O1W 95.85(5) 4_466 . ? C4 O3 Cu2 116.22(10) . 3_655 ? C5 N2 C3 105.50(12) . . ? C5 N2 Cu2 110.91(9) . . ? C3 N2 Cu2 143.09(10) . . ? C14 N4 C15 117.28(14) . . ? C14 N4 Cu1 121.84(11) . 4_765 ? C15 N4 Cu1 120.87(11) . 4_765 ? C11 N3 C7 116.89(13) . . ? C11 N3 Cu2 122.05(10) . . ? C7 N3 Cu2 121.06(10) . . ? C6 O6 Cu2 116.15(10) . . ? C1 O1 Cu1 115.07(10) . . ? N2 C3 C2 107.48(12) . . ? N2 C3 C4 123.99(13) . . ? C2 C3 C4 128.39(13) . . ? O5 C6 O6 123.85(14) . . ? O5 C6 C5 122.03(14) . . ? O6 C6 C5 114.11(13) . . ? O2 C1 O1 124.69(15) . . ? O2 C1 C2 121.14(15) . . ? O1 C1 C2 114.15(13) . . ? C5 N1 C2 104.67(12) . . ? C5 N1 Cu1 145.10(10) . . ? C2 N1 Cu1 110.06(9) . . ? O4 C4 O3 125.57(14) . . ? O4 C4 C3 119.30(14) . . ? O3 C4 C3 115.10(13) . . ? N1 C2 C3 109.28(13) . . ? N1 C2 C1 117.40(13) . . ? C3 C2 C1 133.21(14) . . ? N1 C5 N2 113.06(12) . . ? N1 C5 C6 130.25(13) . . ? N2 C5 C6 116.67(13) . . ? N4 C15 C16 122.86(16) . . ? N4 C15 H15A 118.6 . . ? C16 C15 H15A 118.6 . . ? C11 C10 C9 119.92(14) . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C8 C9 C10 116.36(14) . . ? C8 C9 C12 120.90(14) . . ? C10 C9 C12 122.62(14) . . ? N3 C11 C10 123.38(14) . . ? N3 C11 H11A 118.3 . . ? C10 C11 H11A 118.3 . . ? C7 C8 C9 120.17(15) . . ? C7 C8 H8A 119.9 . . ? C9 C8 H8A 119.9 . . ? C13 C12 C16 116.66(15) . . ? C13 C12 C9 122.34(15) . . ? C16 C12 C9 120.98(14) . . ? N3 C7 C8 123.27(15) . . ? N3 C7 H7A 118.4 . . ? C8 C7 H7A 118.4 . . ? C14 C13 C12 120.02(16) . . ? C14 C13 H13A 120.0 . . ? C12 C13 H13A 120.0 . . ? C15 C16 C12 119.98(15) . . ? C15 C16 H16A 120.0 . . ? C12 C16 H16A 120.0 . . ? N4 C14 C13 123.14(16) . . ? N4 C14 H14A 118.4 . . ? C13 C14 H14A 118.4 . . ? Cu1 O1W H1WB 124.3 . . ? Cu1 O1W H1WA 110.5 . . ? H1WB O1W H1WA 101.1 . . ? Cu1 O2W H2WA 113.3 . . ? Cu1 O2W H2WB 133.6 . . ? H2WA O2W H2WB 110.7 . . ? Cu2 O3W H3WA 110.3 . . ? Cu2 O3W H3WB 95.2 . . ? H3WA O3W H3WB 107.7 . . ? H4WB O4W H4WA 93.6(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Cu2 N2 C5 -177.40(10) 3_655 . . . ? O6 Cu2 N2 C5 -5.17(10) . . . . ? N3 Cu2 N2 C5 -28.9(3) . . . . ? O3W Cu2 N2 C5 91.42(10) . . . . ? O3 Cu2 N2 C3 12.56(17) 3_655 . . . ? O6 Cu2 N2 C3 -175.21(18) . . . . ? N3 Cu2 N2 C3 161.1(2) . . . . ? O3W Cu2 N2 C3 -78.63(17) . . . . ? O3 Cu2 N3 C11 -15.67(12) 3_655 . . . ? O6 Cu2 N3 C11 172.37(12) . . . . ? N2 Cu2 N3 C11 -164.2(2) . . . . ? O3W Cu2 N3 C11 74.87(12) . . . . ? O3 Cu2 N3 C7 165.20(12) 3_655 . . . ? O6 Cu2 N3 C7 -6.76(12) . . . . ? N2 Cu2 N3 C7 16.7(3) . . . . ? O3W Cu2 N3 C7 -104.26(12) . . . . ? O3 Cu2 O6 C6 65.6(4) 3_655 . . . ? N2 Cu2 O6 C6 2.09(12) . . . . ? N3 Cu2 O6 C6 177.89(12) . . . . ? O3W Cu2 O6 C6 -93.76(12) . . . . ? O2W Cu1 O1 C1 75.9(2) . . . . ? N1 Cu1 O1 C1 1.29(11) . . . . ? N4 Cu1 O1 C1 172.90(11) 4_466 . . . ? O1W Cu1 O1 C1 -91.22(11) . . . . ? C5 N2 C3 C2 -0.47(16) . . . . ? Cu2 N2 C3 C2 169.87(13) . . . . ? C5 N2 C3 C4 175.44(13) . . . . ? Cu2 N2 C3 C4 -14.2(3) . . . . ? Cu2 O6 C6 O5 -177.62(12) . . . . ? Cu2 O6 C6 C5 1.29(17) . . . . ? Cu1 O1 C1 O2 179.46(13) . . . . ? Cu1 O1 C1 C2 -2.28(17) . . . . ? O2W Cu1 N1 C5 10.45(18) . . . . ? O1 Cu1 N1 C5 174.23(19) . . . . ? N4 Cu1 N1 C5 120.3(3) 4_466 . . . ? O1W Cu1 N1 C5 -94.36(18) . . . . ? O2W Cu1 N1 C2 -163.69(10) . . . . ? O1 Cu1 N1 C2 0.09(10) . . . . ? N4 Cu1 N1 C2 -53.8(3) 4_466 . . . ? O1W Cu1 N1 C2 91.50(10) . . . . ? Cu2 O3 C4 O4 -4.5(2) 3_655 . . . ? Cu2 O3 C4 C3 177.61(9) 3_655 . . . ? N2 C3 C4 O4 109.05(17) . . . . ? C2 C3 C4 O4 -75.9(2) . . . . ? N2 C3 C4 O3 -72.93(18) . . . . ? C2 C3 C4 O3 102.10(18) . . . . ? C5 N1 C2 C3 -0.97(16) . . . . ? Cu1 N1 C2 C3 175.57(10) . . . . ? C5 N1 C2 C1 -177.86(13) . . . . ? Cu1 N1 C2 C1 -1.32(16) . . . . ? N2 C3 C2 N1 0.92(17) . . . . ? C4 C3 C2 N1 -174.76(14) . . . . ? N2 C3 C2 C1 177.12(16) . . . . ? C4 C3 C2 C1 1.4(3) . . . . ? O2 C1 C2 N1 -179.24(15) . . . . ? O1 C1 C2 N1 2.4(2) . . . . ? O2 C1 C2 C3 4.8(3) . . . . ? O1 C1 C2 C3 -173.52(16) . . . . ? C2 N1 C5 N2 0.70(16) . . . . ? Cu1 N1 C5 N2 -173.62(13) . . . . ? C2 N1 C5 C6 179.08(15) . . . . ? Cu1 N1 C5 C6 4.8(3) . . . . ? C3 N2 C5 N1 -0.14(16) . . . . ? Cu2 N2 C5 N1 -173.95(10) . . . . ? C3 N2 C5 C6 -178.77(13) . . . . ? Cu2 N2 C5 C6 7.42(16) . . . . ? O5 C6 C5 N1 -5.4(3) . . . . ? O6 C6 C5 N1 175.65(15) . . . . ? O5 C6 C5 N2 172.92(14) . . . . ? O6 C6 C5 N2 -6.0(2) . . . . ? C14 N4 C15 C16 -1.0(2) . . . . ? Cu1 N4 C15 C16 178.67(13) 4_765 . . . ? C11 C10 C9 C8 0.8(2) . . . . ? C11 C10 C9 C12 -175.28(15) . . . . ? C7 N3 C11 C10 -1.1(2) . . . . ? Cu2 N3 C11 C10 179.76(12) . . . . ? C9 C10 C11 N3 0.2(2) . . . . ? C10 C9 C8 C7 -1.0(2) . . . . ? C12 C9 C8 C7 175.22(15) . . . . ? C8 C9 C12 C13 16.4(2) . . . . ? C10 C9 C12 C13 -167.62(16) . . . . ? C8 C9 C12 C16 -161.63(16) . . . . ? C10 C9 C12 C16 14.3(2) . . . . ? C11 N3 C7 C8 0.9(2) . . . . ? Cu2 N3 C7 C8 -179.90(13) . . . . ? C9 C8 C7 N3 0.1(3) . . . . ? C16 C12 C13 C14 2.1(2) . . . . ? C9 C12 C13 C14 -176.07(16) . . . . ? N4 C15 C16 C12 1.9(3) . . . . ? C13 C12 C16 C15 -2.4(2) . . . . ? C9 C12 C16 C15 175.79(15) . . . . ? C15 N4 C14 C13 0.7(3) . . . . ? Cu1 N4 C14 C13 -178.99(13) 4_765 . . . ? C12 C13 C14 N4 -1.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.376 _refine_diff_density_min -0.438 _refine_diff_density_rms 0.109 ###################################################