# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 data_complex1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H40 Co2 N8 O10' _chemical_formula_weight 862.62 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' Co Co 0.3494 0.9721 '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 9.8733(3) _cell_length_b 13.7275(5) _cell_length_c 16.1107(5) _cell_angle_alpha 102.6030(10) _cell_angle_beta 105.2750(10) _cell_angle_gamma 106.803(2) _cell_volume 1911.32(11) _cell_formula_units_Z 2 _cell_measurement_temperature 298 _cell_measurement_reflns_used 250 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 27.5 _exptl_crystal_description Parallelopiped _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.499 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 892 _exptl_absorpt_coefficient_mu 0.936 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8210 _exptl_absorpt_correction_T_max 0.9915 _exptl_absorpt_process_details ; 'XPREP' - A PROGRAM DATA PREPARATION & RECIPROCAL SPACE EXPLORATION, Bruker Analytical X-ray Systems, 1997 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _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 30571 _diffrn_reflns_av_R_equivalents 0.0397 _diffrn_reflns_av_sigmaI/netI 0.0617 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 27.54 _reflns_number_total 8641 _reflns_number_gt 5575 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART APEX II (Bruker,2010)' _computing_cell_refinement 'SMART APEX II' _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3v2 for windows (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2008)' _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^ > 2\s(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^)+(0.0469P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8641 _refine_ls_number_parameters 491 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0846 _refine_ls_R_factor_gt 0.0446 _refine_ls_wR_factor_ref 0.1049 _refine_ls_wR_factor_gt 0.0922 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 C1 C 0.3959(3) 0.8984(2) 0.56734(17) 0.0394(6) Uani 1 1 d . . . H1 H 0.4486 0.9220 0.5310 0.047 Uiso 1 1 calc R . . C1S C 0.3223(4) 0.4641(3) 0.1468(3) 0.1029(14) Uani 1 1 d . . . H1SA H 0.3250 0.4295 0.0890 0.154 Uiso 1 1 calc R . . H1SB H 0.2573 0.5041 0.1387 0.154 Uiso 1 1 calc R . . H1SC H 0.2847 0.4110 0.1736 0.154 Uiso 1 1 calc R . . C2 C 0.2596(3) 0.8139(2) 0.52624(17) 0.0423(7) Uani 1 1 d . . . H2 H 0.2224 0.7816 0.4636 0.051 Uiso 1 1 calc R . . C2S C 0.8420(5) 0.4973(3) 0.6671(3) 0.1216(17) Uani 1 1 d . . . H2SA H 0.8387 0.4662 0.6068 0.182 Uiso 1 1 calc R . . H2SB H 0.7626 0.5249 0.6640 0.182 Uiso 1 1 calc R . . H2SC H 0.8291 0.4435 0.6967 0.182 Uiso 1 1 calc R . . C3 C 0.1784(3) 0.7774(2) 0.57803(18) 0.0395(6) Uani 1 1 d . . . C4 C 0.2410(3) 0.8295(2) 0.67089(18) 0.0487(7) Uani 1 1 d . . . H4 H 0.1899 0.8080 0.7086 0.058 Uiso 1 1 calc R . . C5 C 0.3778(3) 0.9126(2) 0.70700(18) 0.0440(7) Uani 1 1 d . . . H5 H 0.4179 0.9455 0.7696 0.053 Uiso 1 1 calc R . . C6 C 0.0314(3) 0.6893(2) 0.5407(2) 0.0502(8) Uani 1 1 d . . . H6 H -0.0182 0.6701 0.5797 0.060 Uiso 1 1 calc R . . C7 C -0.2219(3) 0.4930(2) 0.3590(2) 0.0490(7) Uani 1 1 d . . . H7 H -0.1653 0.4994 0.3212 0.059 Uiso 1 1 calc R . . C8 C -0.3687(3) 0.4056(2) 0.32700(19) 0.0421(7) Uani 1 1 d . . . C9 C -0.4242(3) 0.3310(2) 0.24187(19) 0.0495(7) Uani 1 1 d . . . H9 H -0.3689 0.3363 0.2033 0.059 Uiso 1 1 calc R . . C11 C 0.8961(3) 1.3092(2) 0.84240(19) 0.0483(7) Uani 1 1 d . . . H11 H 0.8176 1.3044 0.8648 0.058 Uiso 1 1 calc R . . C12 C 1.0260(3) 1.3985(2) 0.88453(19) 0.0498(8) Uani 1 1 d . . . H12 H 1.0339 1.4526 0.9338 0.060 Uiso 1 1 calc R . . C13 C 1.1455(3) 1.4076(2) 0.85296(17) 0.0386(6) Uani 1 1 d . . . C14 C 1.1237(3) 1.3259(2) 0.77822(17) 0.0436(7) Uani 1 1 d . . . H14 H 1.1997 1.3294 0.7537 0.052 Uiso 1 1 calc R . . C15 C 0.9891(3) 1.2386(2) 0.73954(17) 0.0413(7) Uani 1 1 d . . . H15 H 0.9774 1.1843 0.6891 0.050 Uiso 1 1 calc R . . C16 C 1.2887(3) 1.4981(2) 0.89432(18) 0.0475(7) Uani 1 1 d . . . H16 H 1.3648 1.4984 0.8704 0.057 Uiso 1 1 calc R . . C20 C 0.9957(3) 0.8121(2) 0.86986(17) 0.0404(7) Uani 1 1 d . . . C21 C 1.1039(3) 0.7774(2) 0.93103(19) 0.0592(9) Uani 1 1 d . . . H21A H 1.1056 0.7103 0.8971 0.071 Uiso 1 1 calc R . . H21B H 1.0707 0.7660 0.9809 0.071 Uiso 1 1 calc R . . C22 C 1.2633(3) 0.8645(3) 0.96845(19) 0.0622(9) Uani 1 1 d . . . H22A H 1.3360 0.8337 0.9920 0.075 Uiso 1 1 calc R . . H22B H 1.2855 0.8872 0.9190 0.075 Uiso 1 1 calc R . . C31 C 0.7837(2) 0.9393(2) 0.59463(16) 0.0345(6) Uani 1 1 d . . . C32 C 0.7889(3) 0.9082(2) 0.49964(17) 0.0434(7) Uani 1 1 d . . . H32A H 0.8928 0.9380 0.5030 0.052 Uiso 1 1 calc R . . H32B H 0.7315 0.9406 0.4635 0.052 Uiso 1 1 calc R . . C33 C 0.7275(3) 0.7883(2) 0.45137(18) 0.0500(8) Uani 1 1 d . . . H33A H 0.7744 0.7545 0.4913 0.060 Uiso 1 1 calc R . . H33B H 0.7561 0.7755 0.3980 0.060 Uiso 1 1 calc R . . C34 C 0.5564(3) 0.7350(2) 0.42231(17) 0.0455(7) Uani 1 1 d . . . H34A H 0.5276 0.6577 0.4008 0.055 Uiso 1 1 calc R . . H34B H 0.5258 0.7529 0.4743 0.055 Uiso 1 1 calc R . . C35 C 0.4754(3) 0.7706(2) 0.34816(18) 0.0398(6) Uani 1 1 d . . . C41 C 1.1101(3) 1.10213(19) 0.90376(16) 0.0378(6) Uani 1 1 d . . . H41 H 1.0476 1.0937 0.9380 0.045 Uiso 1 1 calc R . . C42 C 1.2475(3) 1.1855(2) 0.94159(16) 0.0396(7) Uani 1 1 d . . . H42 H 1.2758 1.2324 0.9998 0.048 Uiso 1 1 calc R . . C43 C 1.3441(3) 1.19937(19) 0.89226(16) 0.0341(6) Uani 1 1 d . . . C44 C 1.2928(3) 1.1276(2) 0.80552(17) 0.0415(7) Uani 1 1 d . . . H44 H 1.3530 1.1340 0.7698 0.050 Uiso 1 1 calc R . . C45 C 1.1532(3) 1.0471(2) 0.77229(17) 0.0412(7) Uani 1 1 d . . . H45 H 1.1209 1.0005 0.7136 0.049 Uiso 1 1 calc R . . C46 C 1.4934(3) 1.28466(19) 0.92973(17) 0.0390(6) Uani 1 1 d . . . H46 H 1.5534 1.2940 0.8941 0.047 Uiso 1 1 calc R . . C51 C 0.7075(3) 1.0558(2) 0.86772(16) 0.0335(6) Uani 1 1 d . . . C52 C 0.7171(3) 1.0380(2) 0.95740(17) 0.0487(7) Uani 1 1 d . . . H52A H 0.8014 1.0155 0.9770 0.058 Uiso 1 1 calc R . . H52B H 0.6258 0.9799 0.9492 0.058 Uiso 1 1 calc R . . C55 C -0.4572(3) 0.3944(2) 0.38021(19) 0.0543(8) Uani 1 1 d . . . H55 H -0.4250 0.4437 0.4377 0.065 Uiso 1 1 calc R . . C56 C -0.5935(3) 0.3099(2) 0.34771(19) 0.0513(8) Uani 1 1 d . . . H56 H -0.6520 0.3040 0.3845 0.062 Uiso 1 1 calc R . . C58 C -0.5619(3) 0.2486(2) 0.21415(18) 0.0470(7) Uani 1 1 d . . . H58 H -0.5977 0.1993 0.1563 0.056 Uiso 1 1 calc R . . N1 N 0.4569(2) 0.94883(16) 0.65732(13) 0.0347(5) Uani 1 1 d . . . N3 N -0.0298(2) 0.63872(18) 0.45657(16) 0.0518(6) Uani 1 1 d . . . N4 N -0.1718(2) 0.55987(18) 0.43750(17) 0.0539(7) Uani 1 1 d . . . N5 N 0.8758(2) 1.22828(16) 0.77078(14) 0.0365(5) Uani 1 1 d . . . N6 N 1.0612(2) 1.03212(15) 0.82010(13) 0.0333(5) Uani 1 1 d . . . N7 N -0.6461(2) 0.23602(16) 0.26613(14) 0.0387(5) Uani 1 1 d . . . N8 N 1.3132(2) 1.57678(18) 0.96218(15) 0.0502(6) Uani 1 1 d . . . N9 N 1.4591(2) 1.65437(18) 0.98956(15) 0.0517(6) Uani 1 1 d . . . Co1 Co 0.85235(3) 0.89772(3) 0.77558(2) 0.03267(11) Uani 1 1 d . . . Co2 Co 0.66817(3) 1.08706(3) 0.71117(2) 0.03214(11) Uani 1 1 d . . . O1 O 0.75266(17) 1.00416(14) 0.81251(12) 0.0426(5) Uani 1 1 d . . . O2 O 0.64796(18) 1.11869(13) 0.84400(11) 0.0394(4) Uani 1 1 d . . . O1S O 0.4675(2) 0.53359(11) 0.20371(6) 0.1085(10) Uani 1 1 d G . . H1S H 0.4637 0.5887 0.2336 0.163 Uiso 1 1 calc R . . O3 O 0.93095(12) 0.86871(9) 0.90196(5) 0.0429(5) Uani 1 1 d G . . O2S O 0.98400(19) 0.58232(10) 0.71715(8) 0.1202(11) Uani 1 1 d G . . H2S H 0.9731 0.6401 0.7223 0.180 Uiso 1 1 calc R . . O4 O 0.98046(11) 0.79049(8) 0.78651(5) 0.0447(5) Uani 1 1 d G . . O5 O 0.81993(8) 0.88520(6) 0.64395(5) 0.0433(5) Uani 1 1 d G . . O6 O 0.74715(12) 1.01811(6) 0.61816(6) 0.0434(5) Uani 1 1 d G . . O7 O 0.45958(13) 0.72713(9) 0.26859(5) 0.0657(6) Uani 1 1 d G . . O8 O 0.43244(11) 0.84613(9) 0.37236(6) 0.0477(5) Uani 1 1 d G . . 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 C1 0.0322(15) 0.0388(16) 0.0343(15) 0.0064(12) 0.0072(12) 0.0030(12) C1S 0.121(4) 0.088(3) 0.110(4) 0.028(3) 0.054(3) 0.044(3) C2 0.0334(15) 0.0373(15) 0.0340(15) 0.0008(12) 0.0010(12) -0.0006(12) C2S 0.121(4) 0.100(4) 0.117(4) 0.006(3) 0.051(3) 0.016(3) C3 0.0259(14) 0.0308(15) 0.0453(16) 0.0063(13) 0.0022(12) 0.0009(12) C4 0.0338(16) 0.0551(19) 0.0437(17) 0.0152(14) 0.0108(13) 0.0003(14) C5 0.0340(15) 0.0473(17) 0.0341(15) 0.0053(13) 0.0065(12) 0.0024(13) C6 0.0320(16) 0.0442(18) 0.057(2) 0.0140(15) 0.0071(14) -0.0015(14) C7 0.0343(16) 0.0386(17) 0.0566(19) 0.0085(15) 0.0080(14) 0.0011(13) C8 0.0314(15) 0.0301(15) 0.0489(17) 0.0110(13) 0.0010(13) 0.0019(12) C9 0.0449(17) 0.0405(17) 0.0507(18) 0.0092(14) 0.0183(14) 0.0005(14) C11 0.0344(16) 0.0402(17) 0.0522(18) -0.0002(14) 0.0144(14) 0.0001(13) C12 0.0384(16) 0.0358(16) 0.0515(18) -0.0086(13) 0.0134(14) -0.0011(13) C13 0.0290(14) 0.0319(15) 0.0386(15) 0.0037(12) 0.0039(12) 0.0007(12) C14 0.0345(15) 0.0374(16) 0.0460(17) 0.0033(13) 0.0152(13) 0.0013(13) C15 0.0360(15) 0.0322(15) 0.0378(15) 0.0003(12) 0.0059(13) 0.0019(12) C16 0.0321(15) 0.0428(17) 0.0473(18) 0.0047(14) 0.0082(13) -0.0025(13) C20 0.0432(16) 0.0316(15) 0.0314(15) 0.0044(12) 0.0023(13) 0.0063(13) C21 0.083(2) 0.0491(19) 0.0380(17) 0.0077(15) 0.0043(16) 0.0340(18) C22 0.055(2) 0.101(3) 0.0372(17) 0.0190(18) 0.0110(15) 0.044(2) C31 0.0173(12) 0.0309(15) 0.0346(15) 0.0007(12) 0.0006(11) -0.0052(11) C32 0.0342(15) 0.0536(18) 0.0355(15) 0.0101(13) 0.0117(12) 0.0098(13) C33 0.0528(18) 0.059(2) 0.0361(16) 0.0047(14) 0.0099(14) 0.0304(16) C34 0.0556(19) 0.0348(16) 0.0383(16) 0.0091(13) 0.0080(14) 0.0151(14) C35 0.0317(15) 0.0380(16) 0.0378(16) 0.0116(13) 0.0066(12) 0.0015(13) C41 0.0286(14) 0.0379(15) 0.0340(15) 0.0059(12) 0.0076(12) 0.0013(12) C42 0.0367(15) 0.0335(15) 0.0288(14) -0.0021(12) 0.0044(12) 0.0003(12) C43 0.0260(13) 0.0294(14) 0.0348(14) 0.0056(12) 0.0036(11) 0.0031(11) C44 0.0315(14) 0.0428(16) 0.0381(15) 0.0019(13) 0.0127(12) 0.0045(13) C45 0.0320(15) 0.0409(16) 0.0348(15) -0.0004(12) 0.0057(12) 0.0055(13) C46 0.0288(14) 0.0324(15) 0.0428(16) 0.0068(13) 0.0078(12) 0.0011(12) C51 0.0197(13) 0.0324(15) 0.0318(14) 0.0019(12) 0.0016(11) -0.0011(11) C52 0.0419(16) 0.0601(19) 0.0369(16) 0.0178(15) 0.0061(13) 0.0138(15) C55 0.0460(18) 0.0391(17) 0.0452(17) -0.0028(14) 0.0045(15) -0.0080(14) C56 0.0408(17) 0.0438(18) 0.0449(18) 0.0020(14) 0.0116(14) -0.0065(14) C58 0.0455(17) 0.0367(16) 0.0393(16) 0.0018(13) 0.0075(14) 0.0020(14) N1 0.0258(11) 0.0328(12) 0.0332(12) 0.0035(10) 0.0046(9) 0.0039(9) N3 0.0292(13) 0.0381(14) 0.0584(16) -0.0006(12) 0.0032(12) -0.0069(11) N4 0.0312(13) 0.0416(14) 0.0594(17) 0.0025(13) 0.0049(12) -0.0080(11) N5 0.0295(12) 0.0301(12) 0.0350(12) 0.0030(10) 0.0040(10) 0.0020(10) N6 0.0268(11) 0.0294(12) 0.0322(12) 0.0022(9) 0.0057(9) 0.0040(9) N7 0.0303(12) 0.0302(12) 0.0365(13) 0.0025(10) 0.0019(10) -0.0009(10) N8 0.0336(13) 0.0403(14) 0.0476(15) -0.0020(12) 0.0068(11) -0.0088(11) N9 0.0339(13) 0.0406(14) 0.0478(15) -0.0049(12) 0.0080(11) -0.0127(11) Co1 0.02539(19) 0.0281(2) 0.0297(2) 0.00319(15) 0.00072(15) 0.00157(15) Co2 0.02539(19) 0.0297(2) 0.02846(19) 0.00409(15) 0.00243(15) 0.00218(15) O1 0.0324(10) 0.0432(11) 0.0422(11) 0.0035(9) 0.0082(8) 0.0116(9) O2 0.0368(10) 0.0371(11) 0.0345(10) 0.0062(8) 0.0044(8) 0.0108(9) O1S 0.128(2) 0.111(3) 0.109(2) 0.0235(19) 0.048(2) 0.078(2) O3 0.0439(11) 0.0424(11) 0.0341(10) 0.0070(9) 0.0092(9) 0.0120(9) O2S 0.130(3) 0.091(2) 0.129(3) 0.001(2) 0.048(2) 0.049(2) O4 0.0477(11) 0.0463(11) 0.0330(11) 0.0071(9) 0.0070(9) 0.0176(9) O5 0.0445(11) 0.0398(11) 0.0311(10) 0.0065(9) 0.0025(8) 0.0081(9) O6 0.0420(11) 0.0376(11) 0.0438(11) 0.0062(9) 0.0138(9) 0.0109(9) O7 0.0861(16) 0.0809(16) 0.0346(12) 0.0163(11) 0.0180(11) 0.0416(13) O8 0.0524(12) 0.0393(11) 0.0388(11) 0.0082(9) 0.0005(9) 0.0162(10) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.343(3) . ? C1 C2 1.373(3) . ? C1S O1S 1.393(4) . ? C2 C3 1.376(4) . ? C2S O2S 1.423(4) . ? C3 C4 1.386(3) . ? C3 C6 1.462(3) . ? C4 C5 1.367(3) . ? C5 N1 1.333(3) . ? C6 N3 1.264(3) . ? C7 N4 1.260(3) . ? C7 C8 1.462(3) . ? C8 C55 1.377(4) . ? C8 C9 1.377(3) . ? C9 C58 1.378(3) . ? C11 N5 1.340(3) . ? C11 C12 1.370(3) . ? C12 C13 1.388(3) . ? C13 C14 1.375(3) . ? C13 C16 1.454(3) . ? C14 C15 1.381(3) . ? C15 N5 1.328(3) . ? C16 N8 1.271(3) . ? C20 O3 1.252(3) . ? C20 O4 1.268(3) . ? C20 C21 1.511(4) . ? C20 Co1 2.510(3) . ? C21 C22 1.539(4) . ? C22 C52 1.512(4) 2_777 ? C31 O6 1.250(3) . ? C31 O5 1.254(3) . ? C31 C32 1.515(3) . ? C32 C33 1.517(4) . ? C33 C34 1.525(3) . ? C34 C35 1.511(3) . ? C35 O7 1.237(3) . ? C35 O8 1.254(3) . ? C41 N6 1.341(3) . ? C41 C42 1.372(3) . ? C42 C43 1.392(3) . ? C43 C44 1.385(3) . ? C43 C46 1.461(3) . ? C44 C45 1.371(3) . ? C45 N6 1.338(3) . ? C46 N9 1.260(3) 2_887 ? C51 O2 1.247(3) . ? C51 O1 1.269(3) . ? C51 C52 1.500(3) . ? C52 C22 1.512(4) 2_777 ? C55 C56 1.375(3) . ? C56 N7 1.334(3) . ? C58 N7 1.330(3) . ? N1 Co2 2.1780(19) . ? N3 N4 1.408(3) . ? N5 Co2 2.1760(19) . ? N6 Co1 2.1481(19) . ? N7 Co1 2.1328(19) 2_566 ? N8 N9 1.407(3) . ? N9 C46 1.260(3) 2_887 ? Co1 O5 2.0200 . ? Co1 O1 2.0539(17) . ? Co1 N7 2.133(2) 2_566 ? Co1 O3 2.1462 . ? Co1 O4 2.2067 . ? Co2 O8 1.9999(10) 2_676 ? Co2 O6 2.0428(11) . ? Co2 O2 2.1628(17) . ? Co2 O1 2.3018(18) . ? O8 Co2 1.9999 2_676 ? 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 C1 C2 123.4(2) . . ? C1 C2 C3 119.8(2) . . ? C2 C3 C4 116.9(2) . . ? C2 C3 C6 123.9(2) . . ? C4 C3 C6 119.2(3) . . ? C5 C4 C3 120.0(3) . . ? N1 C5 C4 123.5(2) . . ? N3 C6 C3 121.5(3) . . ? N4 C7 C8 120.3(3) . . ? C55 C8 C9 117.3(2) . . ? C55 C8 C7 121.7(3) . . ? C9 C8 C7 121.0(3) . . ? C8 C9 C58 119.7(3) . . ? N5 C11 C12 123.8(2) . . ? C11 C12 C13 119.4(2) . . ? C14 C13 C12 116.9(2) . . ? C14 C13 C16 119.6(2) . . ? C12 C13 C16 123.4(2) . . ? C13 C14 C15 120.1(2) . . ? N5 C15 C14 123.3(2) . . ? N8 C16 C13 122.1(3) . . ? O3 C20 O4 120.0(2) . . ? O3 C20 C21 120.7(2) . . ? O4 C20 C21 119.1(2) . . ? O3 C20 Co1 58.73(11) . . ? O4 C20 Co1 61.48(11) . . ? C21 C20 Co1 170.62(19) . . ? C20 C21 C22 109.6(2) . . ? C52 C22 C21 113.7(2) 2_777 . ? O6 C31 O5 125.3(2) . . ? O6 C31 C32 117.5(2) . . ? O5 C31 C32 117.2(2) . . ? C31 C32 C33 114.6(2) . . ? C32 C33 C34 114.2(2) . . ? C35 C34 C33 111.7(2) . . ? O7 C35 O8 123.9(2) . . ? O7 C35 C34 119.1(2) . . ? O8 C35 C34 116.9(2) . . ? N6 C41 C42 123.5(2) . . ? C41 C42 C43 119.5(2) . . ? C44 C43 C42 116.9(2) . . ? C44 C43 C46 121.0(2) . . ? C42 C43 C46 122.1(2) . . ? C45 C44 C43 120.0(2) . . ? N6 C45 C44 123.3(2) . . ? N9 C46 C43 119.9(2) 2_887 . ? O2 C51 O1 118.3(2) . . ? O2 C51 C52 120.3(2) . . ? O1 C51 C52 121.4(2) . . ? C51 C52 C22 114.3(2) . 2_777 ? C56 C55 C8 119.6(3) . . ? N7 C56 C55 123.3(3) . . ? N7 C58 C9 123.2(2) . . ? C5 N1 C1 116.4(2) . . ? C5 N1 Co2 124.61(16) . . ? C1 N1 Co2 118.92(17) . . ? C6 N3 N4 110.7(2) . . ? C7 N4 N3 112.6(2) . . ? C15 N5 C11 116.5(2) . . ? C15 N5 Co2 122.35(17) . . ? C11 N5 Co2 121.13(17) . . ? C45 N6 C41 116.7(2) . . ? C45 N6 Co1 124.25(16) . . ? C41 N6 Co1 118.84(16) . . ? C58 N7 C56 116.8(2) . . ? C58 N7 Co1 122.32(17) . 2_566 ? C56 N7 Co1 120.81(18) . 2_566 ? C16 N8 N9 111.5(2) . . ? C46 N9 N8 113.8(2) 2_887 . ? O5 Co1 O1 102.71(6) . . ? O5 Co1 N7 89.31(6) . 2_566 ? O1 Co1 N7 91.86(7) . 2_566 ? O5 Co1 O3 157.3 . . ? O1 Co1 O3 100.01(6) . . ? N7 Co1 O3 90.66(7) 2_566 . ? O5 Co1 N6 91.74(6) . . ? O1 Co1 N6 88.16(7) . . ? N7 Co1 N6 178.92(8) 2_566 . ? O3 Co1 N6 88.27(6) . . ? O5 Co1 O4 97.1 . . ? O1 Co1 O4 160.10(6) . . ? N7 Co1 O4 90.18(6) 2_566 . ? O3 Co1 O4 60.2 . . ? N6 Co1 O4 89.44(6) . . ? O5 Co1 C20 127.38(7) . . ? O1 Co1 C20 129.79(8) . . ? N7 Co1 C20 91.98(8) 2_566 . ? O3 Co1 C20 29.90(6) . . ? N6 Co1 C20 87.17(8) . . ? O4 Co1 C20 30.32(6) . . ? O8 Co2 O6 92.8 2_676 . ? O8 Co2 O2 116.31(6) 2_676 . ? O6 Co2 O2 150.89(5) . . ? O8 Co2 N5 92.40(8) 2_676 . ? O6 Co2 N5 91.39(6) . . ? O2 Co2 N5 87.07(7) . . ? O8 Co2 N1 87.93(8) 2_676 . ? O6 Co2 N1 91.52(6) . . ? O2 Co2 N1 90.16(7) . . ? N5 Co2 N1 177.05(8) . . ? O8 Co2 O1 171.69(7) 2_676 . ? O6 Co2 O1 93.35(5) . . ? O2 Co2 O1 57.77(6) . . ? N5 Co2 O1 93.05(7) . . ? N1 Co2 O1 86.31(7) . . ? C51 O1 Co1 152.87(18) . . ? C51 O1 Co2 88.44(15) . . ? Co1 O1 Co2 118.68(8) . . ? C51 O2 Co2 95.49(15) . . ? C20 O3 Co1 91.36(12) . . ? C20 O4 Co1 88.20(13) . . ? C31 O5 Co1 134.33(12) . . ? C31 O6 Co2 141.71(14) . . ? C35 O8 Co2 124.93(13) . 2_676 ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.327 _refine_diff_density_min -0.394 _refine_diff_density_rms 0.062 _database_code_depnum_ccdc_archive 'CCDC 965111' #===END data_complex2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H30 Co N4 O9' _chemical_formula_weight 517.40 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.9099(5) _cell_length_b 21.0323(7) _cell_length_c 8.5659(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.401(2) _cell_angle_gamma 90.00 _cell_volume 2678.26(16) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 250 _cell_measurement_theta_min 1.7 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.283 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1084 _exptl_absorpt_coefficient_mu 0.690 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8210 _exptl_absorpt_correction_T_max 0.9934 _exptl_absorpt_process_details ; 'XPREP' - A PROGRAM DATA PREPARATION & RECIPROCAL SPACE EXPLORATION, Bruker Analytical X-ray Systems, 1997 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _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 43051 _diffrn_reflns_av_R_equivalents 0.0977 _diffrn_reflns_av_sigmaI/netI 0.0673 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 27.54 _reflns_number_total 6154 _reflns_number_gt 3901 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART APEX II (Bruker,2010)' _computing_cell_refinement 'SMART APEX II' _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3v2 for windows (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2008)' _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^ > 2\s(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^)+(0.1322P)^2^+3.1288P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6154 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1181 _refine_ls_R_factor_gt 0.0715 _refine_ls_wR_factor_ref 0.2437 _refine_ls_wR_factor_gt 0.2112 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 Co1 Co 0.54936(4) 0.81888(3) 0.02263(7) 0.0279(2) Uani 1 1 d . . . N1 N 0.4077(3) 0.82113(17) -0.0468(4) 0.0328(8) Uani 1 1 d . . . C1 C 0.3715(4) 0.8611(3) -0.1556(7) 0.0471(13) Uani 1 1 d . . . H1 H 0.4085 0.8921 -0.1939 0.056 Uiso 1 1 calc R . . C5 C 0.3511(4) 0.7784(2) 0.0097(6) 0.0443(12) Uani 1 1 d . . . H5 H 0.3737 0.7513 0.0889 0.053 Uiso 1 1 calc R . . C3 C 0.2257(4) 0.8133(3) -0.1606(7) 0.0461(13) Uani 1 1 d . . . O1 O 0.5238(2) 0.79683(16) 0.2487(4) 0.0392(8) Uani 1 1 d . . . N2 N 0.0911(3) 0.7571(3) -0.1740(7) 0.0634(14) Uani 1 1 d . . . N3 N -0.0001(3) 0.7511(3) -0.2212(7) 0.0652(15) Uani 1 1 d . . . C4 C 0.2635(4) 0.7726(3) -0.0417(7) 0.0479(13) Uani 1 1 d . . . H4 H 0.2281 0.7417 0.0011 0.057 Uiso 1 1 calc R . . C6 C 0.1304(4) 0.8053(3) -0.2235(7) 0.0536(15) Uani 1 1 d . . . C2 C 0.2828(4) 0.8591(3) -0.2146(7) 0.0504(14) Uani 1 1 d . . . H2 H 0.2614 0.8883 -0.2901 0.060 Uiso 1 1 calc R . . C15 C 0.5210(3) 0.8159(2) 0.3869(5) 0.0309(9) Uani 1 1 d . . . C16 C 0.4862(4) 0.8827(2) 0.4149(6) 0.0491(14) Uani 1 1 d . . . H16A H 0.4917 0.8919 0.5261 0.059 Uiso 1 1 calc R . . H16B H 0.5222 0.9134 0.3628 0.059 Uiso 1 1 calc R . . C8 C -0.0241(4) 0.7005(3) -0.2930(7) 0.0534(14) Uani 1 1 d . . . C11 C -0.1819(4) 0.7325(4) -0.2679(10) 0.082(3) Uani 1 1 d . . . H11 H -0.1615 0.7631 -0.1953 0.098 Uiso 1 1 calc R . . C17 C 0.3893(4) 0.8889(2) 0.3536(8) 0.0553(15) Uani 1 1 d . . . H17A H 0.3544 0.8567 0.4029 0.066 Uiso 1 1 calc R . . H17B H 0.3848 0.8805 0.2419 0.066 Uiso 1 1 calc R . . C10 C -0.1222(4) 0.6936(3) -0.3342(7) 0.0467(13) Uani 1 1 d . . . C14 C -0.1580(4) 0.6484(3) -0.4365(7) 0.0520(14) Uani 1 1 d . . . H14 H -0.1202 0.6198 -0.4820 0.062 Uiso 1 1 calc R . . C9 C 0.0393(4) 0.6504(3) -0.3390(10) 0.072(2) Uani 1 1 d . . . H9A H 0.0367 0.6474 -0.4511 0.108 Uiso 1 1 calc R . . H9B H 0.0228 0.6103 -0.2960 0.108 Uiso 1 1 calc R . . H9C H 0.0994 0.6613 -0.2995 0.108 Uiso 1 1 calc R . . C7 C 0.0899(4) 0.8522(4) -0.3386(10) 0.080(2) Uani 1 1 d . . . H7A H 0.1138 0.8937 -0.3141 0.120 Uiso 1 1 calc R . . H7B H 0.0258 0.8528 -0.3337 0.120 Uiso 1 1 calc R . . H7C H 0.1041 0.8404 -0.4421 0.120 Uiso 1 1 calc R . . O2 O 0.5425(2) 0.78143(15) 0.5031(3) 0.0357(7) Uani 1 1 d . . . C13 C -0.2487(4) 0.6451(3) -0.4717(7) 0.0471(13) Uani 1 1 d . . . H13 H -0.2706 0.6139 -0.5414 0.057 Uiso 1 1 calc R . . C18 C 0.3480(5) 0.9540(3) 0.3816(8) 0.068(2) Uani 1 1 d . . . H18A H 0.2831 0.9498 0.3674 0.082 Uiso 1 1 calc R . . H18B H 0.3630 0.9656 0.4900 0.082 Uiso 1 1 calc R . . C12 C -0.2731(4) 0.7261(3) -0.3092(9) 0.073(2) Uani 1 1 d . . . H12 H -0.3125 0.7530 -0.2621 0.088 Uiso 1 1 calc R . . C19 C 0.3755(4) 1.0077(2) 0.2804(7) 0.0473(13) Uani 1 1 d . . . N4 N -0.3074(3) 0.68379(19) -0.4125(5) 0.0402(10) Uani 1 1 d . . . O3 O 0.3412(3) 1.06053(18) 0.3019(5) 0.0597(11) Uani 1 1 d . . . O4 O 0.4303(4) 0.9983(2) 0.1798(6) 0.0820(17) Uani 1 1 d . . . O1W O 0.5752(2) 0.83807(16) -0.2050(4) 0.0381(8) Uani 1 1 d . . . H1WA H 0.5536 0.8744 -0.2320 0.057 Uiso 1 1 d R . . H1WB H 0.5506 0.8096 -0.2652 0.057 Uiso 1 1 d R . . O2W O 0.5518(2) 0.92058(15) 0.0560(4) 0.0403(8) Uani 1 1 d . . . H2WA H 0.5431 0.9393 -0.0333 0.060 Uiso 1 1 d R . . H2WB H 0.6032 0.9324 0.0995 0.060 Uiso 1 1 d R . . O3W O 0.2840(8) 1.0181(4) 0.7718(12) 0.237(6) Uani 1 1 d G . . H3WA H 0.3269 1.0146 0.7123 0.356 Uiso 1 1 d G . . H3WB H 0.2450 0.9895 0.7489 0.356 Uiso 1 1 d G . . O5W O -0.1430(14) 0.4771(7) -0.470(2) 0.54(2) Uani 1 1 d G . . H5WA H -0.1700 0.5104 -0.4429 0.813 Uiso 1 1 d G . . H5WB H -0.1705 0.4444 -0.4405 0.813 Uiso 1 1 d G . . O4W O 0.2252(8) 1.0903(4) 0.5122(11) 0.326(10) Uani 1 1 d G . . H4WA H 0.1859 1.1197 0.5073 0.490 Uiso 1 1 d G . . H4WB H 0.2580 1.0939 0.4358 0.490 Uiso 1 1 d G . . 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 Co1 0.0279(3) 0.0283(3) 0.0268(3) 0.0015(2) -0.0022(2) -0.0007(2) N1 0.028(2) 0.037(2) 0.032(2) 0.0029(16) -0.0083(15) 0.0003(16) C1 0.036(3) 0.047(3) 0.057(3) 0.009(2) -0.004(2) -0.002(2) C5 0.037(3) 0.044(3) 0.050(3) 0.007(2) -0.006(2) -0.004(2) C3 0.031(3) 0.054(3) 0.053(3) -0.007(3) -0.005(2) 0.004(2) O1 0.054(2) 0.0363(17) 0.0269(17) 0.0003(13) 0.0026(15) 0.0043(16) N2 0.028(3) 0.080(4) 0.080(4) -0.010(3) -0.009(2) -0.002(2) N3 0.028(3) 0.076(4) 0.089(4) -0.018(3) -0.012(3) -0.005(2) C4 0.036(3) 0.051(3) 0.055(3) 0.003(3) -0.002(2) -0.006(2) C6 0.032(3) 0.068(4) 0.059(4) -0.014(3) -0.006(3) 0.001(3) C2 0.038(3) 0.058(3) 0.053(3) 0.012(3) -0.009(2) 0.002(3) C15 0.036(3) 0.031(2) 0.025(2) 0.0014(18) -0.0005(18) -0.0021(19) C16 0.086(4) 0.032(2) 0.029(3) 0.002(2) 0.000(3) 0.012(3) C8 0.036(3) 0.065(4) 0.058(4) 0.002(3) -0.005(3) -0.001(3) C11 0.044(4) 0.090(5) 0.109(6) -0.060(5) -0.015(4) 0.000(3) C17 0.063(4) 0.035(3) 0.070(4) 0.014(3) 0.019(3) 0.007(3) C10 0.029(3) 0.057(3) 0.053(3) -0.006(3) -0.004(2) 0.001(2) C14 0.030(3) 0.060(4) 0.066(4) -0.012(3) 0.000(3) 0.004(2) C9 0.032(3) 0.081(5) 0.103(6) -0.008(4) 0.001(3) 0.008(3) C7 0.046(4) 0.083(5) 0.106(6) 0.004(4) -0.029(4) 0.011(4) O2 0.048(2) 0.0297(16) 0.0287(17) 0.0005(13) -0.0019(14) 0.0003(14) C13 0.034(3) 0.048(3) 0.058(3) -0.010(3) -0.005(2) 0.005(2) C18 0.082(5) 0.047(3) 0.082(5) 0.022(3) 0.044(4) 0.022(3) C12 0.031(3) 0.082(5) 0.103(6) -0.052(4) -0.009(3) 0.001(3) C19 0.054(4) 0.037(3) 0.052(3) 0.015(2) 0.013(3) 0.009(2) N4 0.035(2) 0.038(2) 0.047(2) -0.0082(18) -0.0030(19) -0.0021(17) O3 0.069(3) 0.041(2) 0.073(3) 0.0094(19) 0.028(2) 0.0116(19) O4 0.124(4) 0.052(3) 0.079(3) 0.028(2) 0.064(3) 0.035(3) O1W 0.049(2) 0.0343(17) 0.0307(17) -0.0021(13) -0.0014(15) -0.0051(15) O2W 0.044(2) 0.0328(17) 0.044(2) 0.0026(14) 0.0021(16) 0.0013(14) O3W 0.254(13) 0.180(10) 0.276(15) -0.087(10) 0.009(11) 0.012(9) O5W 0.98(6) 0.129(11) 0.58(4) -0.009(16) 0.45(4) 0.01(2) O4W 0.47(2) 0.204(13) 0.353(19) 0.017(12) 0.316(18) 0.055(13) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Co1 O1 2.055(3) . ? Co1 O1W 2.056(3) . ? Co1 O2 2.118(3) 4_575 ? Co1 N1 2.150(4) . ? Co1 O2W 2.158(3) . ? Co1 N4 2.167(4) 4_676 ? N1 C1 1.338(6) . ? N1 C5 1.348(6) . ? C1 C2 1.380(7) . ? C5 C4 1.351(7) . ? C3 C2 1.389(8) . ? C3 C4 1.414(8) . ? C3 C6 1.491(7) . ? O1 C15 1.254(5) . ? N2 C6 1.260(8) . ? N2 N3 1.395(7) . ? N3 C8 1.267(8) . ? C6 C7 1.490(9) . ? C15 O2 1.252(5) . ? C15 C16 1.525(6) . ? C16 C17 1.503(8) . ? C8 C10 1.486(7) . ? C8 C9 1.489(9) . ? C11 C10 1.364(8) . ? C11 C12 1.384(9) . ? C17 C18 1.528(7) . ? C10 C14 1.372(8) . ? C14 C13 1.365(7) . ? O2 Co1 2.118(3) 4_576 ? C13 N4 1.323(6) . ? C18 C19 1.500(7) . ? C12 N4 1.329(7) . ? C19 O3 1.243(6) . ? C19 O4 1.248(6) . ? N4 Co1 2.167(4) 4_475 ? 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 Co1 O1W 178.28(13) . . ? O1 Co1 O2 80.70(12) . 4_575 ? O1W Co1 O2 97.58(12) . 4_575 ? O1 Co1 N1 90.95(14) . . ? O1W Co1 N1 89.13(14) . . ? O2 Co1 N1 87.67(13) 4_575 . ? O1 Co1 O2W 95.82(13) . . ? O1W Co1 O2W 85.90(13) . . ? O2 Co1 O2W 176.32(12) 4_575 . ? N1 Co1 O2W 91.22(14) . . ? O1 Co1 N4 90.15(15) . 4_676 ? O1W Co1 N4 89.75(15) . 4_676 ? O2 Co1 N4 92.03(14) 4_575 4_676 ? N1 Co1 N4 178.80(16) . 4_676 ? O2W Co1 N4 89.15(14) . 4_676 ? C1 N1 C5 116.0(4) . . ? C1 N1 Co1 122.8(3) . . ? C5 N1 Co1 121.0(3) . . ? N1 C1 C2 124.1(5) . . ? N1 C5 C4 124.1(5) . . ? C2 C3 C4 116.1(5) . . ? C2 C3 C6 123.4(5) . . ? C4 C3 C6 120.5(5) . . ? C15 O1 Co1 147.1(3) . . ? C6 N2 N3 116.3(6) . . ? C8 N3 N2 116.7(5) . . ? C5 C4 C3 120.1(5) . . ? N2 C6 C7 125.5(6) . . ? N2 C6 C3 115.1(6) . . ? C7 C6 C3 119.4(6) . . ? C1 C2 C3 119.6(5) . . ? O2 C15 O1 122.7(4) . . ? O2 C15 C16 118.6(4) . . ? O1 C15 C16 118.6(4) . . ? C17 C16 C15 110.8(5) . . ? N3 C8 C10 115.8(5) . . ? N3 C8 C9 124.2(6) . . ? C10 C8 C9 120.1(5) . . ? C10 C11 C12 119.7(6) . . ? C16 C17 C18 114.2(5) . . ? C11 C10 C14 116.5(5) . . ? C11 C10 C8 120.3(5) . . ? C14 C10 C8 123.2(5) . . ? C13 C14 C10 120.4(5) . . ? C15 O2 Co1 130.3(3) . 4_576 ? N4 C13 C14 123.8(5) . . ? C19 C18 C17 116.9(5) . . ? N4 C12 C11 123.7(6) . . ? O3 C19 O4 122.8(5) . . ? O3 C19 C18 117.0(5) . . ? O4 C19 C18 120.2(5) . . ? C13 N4 C12 115.8(5) . . ? C13 N4 Co1 123.6(3) . 4_475 ? C12 N4 Co1 120.6(4) . 4_475 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.940 _refine_diff_density_min -0.538 _refine_diff_density_rms 0.119 _database_code_depnum_ccdc_archive 'CCDC 965112' #===END data_complex3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H18 N4 O5 Zn' _chemical_formula_weight 423.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9410(3) _cell_length_b 10.7157(4) _cell_length_c 12.0719(4) _cell_angle_alpha 93.337(2) _cell_angle_beta 93.883(2) _cell_angle_gamma 111.134(2) _cell_volume 952.17(6) _cell_formula_units_Z 2 _cell_measurement_temperature 298 _cell_measurement_reflns_used 250 _cell_measurement_theta_min 1.7 _cell_measurement_theta_max 27.6 _exptl_crystal_description Parallelopiped _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.478 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 436 _exptl_absorpt_coefficient_mu 1.325 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8210 _exptl_absorpt_correction_T_max 0.9915 _exptl_absorpt_process_details ; 'XPREP' - A PROGRAM DATA PREPARATION & RECIPROCAL SPACE EXPLORATION, Bruker Analytical X-ray Systems, 1997 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _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 15567 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_sigmaI/netI 0.0396 _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 -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 27.65 _reflns_number_total 4359 _reflns_number_gt 3394 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART APEX II (Bruker,2010)' _computing_cell_refinement 'SMART APEX II' _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3v2 for windows (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2008)' _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^ > 2\s(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^)+(0.0901P)^2^+0.2886P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4359 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0663 _refine_ls_R_factor_gt 0.0490 _refine_ls_wR_factor_ref 0.1483 _refine_ls_wR_factor_gt 0.1364 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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 C1 C 0.9758(4) 0.7555(4) 0.7780(4) 0.0580(10) Uani 1 1 d . . . C2 C 1.1632(4) 0.8420(4) 0.7524(3) 0.0600(10) Uani 1 1 d . . . H2A H 1.1528 0.9074 0.7029 0.072 Uiso 1 1 calc R . . H2B H 1.2159 0.7857 0.7131 0.072 Uiso 1 1 calc R . . C3 C 1.2914(4) 0.9160(3) 0.8542(3) 0.0535(8) Uani 1 1 d . . . H3A H 1.4025 0.9778 0.8297 0.064 Uiso 1 1 calc R . . H3B H 1.2362 0.9685 0.8961 0.064 Uiso 1 1 calc R . . C4 C 1.3377(4) 0.8231(4) 0.9300(3) 0.0503(8) Uani 1 1 d . . . H4A H 1.3937 0.8739 1.0006 0.060 Uiso 1 1 calc R . . H4B H 1.2255 0.7532 0.9446 0.060 Uiso 1 1 calc R . . C5 C 1.4617(4) 0.7570(3) 0.8872(3) 0.0451(7) Uani 1 1 d . . . C10 C 0.4416(5) 0.3444(3) 0.7700(3) 0.0546(8) Uani 1 1 d . . . H10 H 0.4877 0.3240 0.8365 0.066 Uiso 1 1 calc R . . C11 C 0.3220(5) 0.2404(3) 0.6982(3) 0.0532(8) Uani 1 1 d . . . H11 H 0.2897 0.1521 0.7164 0.064 Uiso 1 1 calc R . . C12 C 0.2517(5) 0.2680(3) 0.6005(3) 0.0499(8) Uani 1 1 d . . . C13 C 0.3037(7) 0.3994(4) 0.5779(4) 0.0879(16) Uani 1 1 d . . . H13 H 0.2588 0.4220 0.5120 0.105 Uiso 1 1 calc R . . C14 C 0.4229(7) 0.4980(4) 0.6532(4) 0.0864(16) Uani 1 1 d . . . H14 H 0.4556 0.5870 0.6369 0.104 Uiso 1 1 calc R . . C15 C 0.1218(5) 0.1625(4) 0.5213(3) 0.0571(9) Uani 1 1 d . . . H15 H 0.0834 0.1852 0.4535 0.069 Uiso 1 1 calc R . . C24 C 0.1930(5) -0.2608(4) 0.3045(3) 0.0587(9) Uani 1 1 d . . . H24 H 0.2443 -0.2928 0.3626 0.070 Uiso 1 1 calc R . . C25 C 0.0709(5) -0.3492(4) 0.2234(3) 0.0609(9) Uani 1 1 d . . . H25 H 0.0425 -0.4408 0.2281 0.073 Uiso 1 1 calc R . . C27 C 0.0339(5) -0.1773(4) 0.1341(3) 0.0577(9) Uani 1 1 d . . . H27 H -0.0209 -0.1477 0.0761 0.069 Uiso 1 1 calc R . . C28 C 0.1556(5) -0.0825(4) 0.2121(3) 0.0531(8) Uani 1 1 d . . . H28 H 0.1813 0.0086 0.2062 0.064 Uiso 1 1 calc R . . C32 C 0.3699(5) -0.0228(4) 0.3817(3) 0.0541(8) Uani 1 1 d . . . H32 H 0.4012 0.0678 0.3713 0.065 Uiso 1 1 calc R . . C33 C 0.2386(4) -0.1243(3) 0.2989(3) 0.0488(7) Uani 1 1 d . . . N1 N 0.4936(4) 0.4723(3) 0.7483(2) 0.0495(7) Uani 1 1 d . . . N2 N 0.0620(4) 0.0427(3) 0.5435(2) 0.0494(7) Uani 1 1 d . . . N4 N -0.0090(4) -0.3099(3) 0.1381(3) 0.0558(7) Uani 1 1 d . . . N5 N 0.4403(4) -0.0559(3) 0.4659(3) 0.0623(8) Uani 1 1 d . . . O1 O 0.8827(4) 0.6603(3) 0.7118(3) 0.0903(10) Uani 1 1 d . . . O2 O 0.9160(3) 0.7823(3) 0.8661(3) 0.0684(7) Uani 1 1 d . . . O1W O 0.7612(3) 0.5255(2) 0.9672(2) 0.0519(6) Uani 1 1 d . . . H1WA H 0.6712 0.4753 0.9988 0.078 Uiso 1 1 d R . . H1WB H 0.8106 0.4766 0.9342 0.078 Uiso 1 1 d R . . O3 O 1.5024(3) 0.6777(2) 0.9490(2) 0.0512(5) Uani 1 1 d . . . O4 O 1.5251(3) 0.7793(2) 0.7955(2) 0.0548(6) Uani 1 1 d . . . Zn1 Zn 0.67479(4) 0.62739(3) 0.85362(3) 0.04501(16) 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 C1 0.0413(17) 0.048(2) 0.076(3) 0.0293(18) -0.0109(16) 0.0055(14) C2 0.0448(17) 0.061(2) 0.067(2) 0.0265(18) -0.0024(15) 0.0085(15) C3 0.0427(17) 0.0426(18) 0.070(2) 0.0089(16) -0.0043(14) 0.0105(13) C4 0.0438(16) 0.054(2) 0.0496(19) 0.0040(15) -0.0036(13) 0.0147(14) C5 0.0340(14) 0.0375(16) 0.0528(19) 0.0020(14) -0.0079(12) 0.0024(11) C10 0.0584(19) 0.0417(19) 0.053(2) -0.0003(15) -0.0163(15) 0.0095(15) C11 0.0599(19) 0.0326(16) 0.055(2) 0.0002(14) -0.0138(15) 0.0060(14) C12 0.0538(18) 0.0389(17) 0.0428(17) -0.0045(14) -0.0068(13) 0.0032(13) C13 0.127(4) 0.046(2) 0.055(2) 0.0067(18) -0.039(2) -0.002(2) C14 0.123(4) 0.037(2) 0.063(3) 0.0078(18) -0.029(2) -0.007(2) C15 0.068(2) 0.0427(19) 0.0447(19) -0.0014(15) -0.0149(15) 0.0047(15) C24 0.059(2) 0.055(2) 0.057(2) 0.0003(17) -0.0101(15) 0.0181(16) C25 0.059(2) 0.046(2) 0.068(2) -0.0044(17) -0.0077(17) 0.0124(16) C27 0.054(2) 0.061(2) 0.050(2) 0.0015(17) -0.0049(15) 0.0144(16) C28 0.0529(18) 0.0463(19) 0.051(2) 0.0020(15) -0.0001(14) 0.0082(14) C32 0.0511(18) 0.049(2) 0.052(2) -0.0055(15) -0.0005(14) 0.0075(14) C33 0.0445(16) 0.0487(19) 0.0445(18) -0.0034(14) 0.0019(13) 0.0082(13) N1 0.0503(15) 0.0362(14) 0.0458(15) -0.0014(11) -0.0059(11) -0.0010(11) N2 0.0506(15) 0.0406(15) 0.0427(15) -0.0080(12) -0.0123(11) 0.0043(11) N4 0.0503(16) 0.0498(17) 0.0553(18) -0.0122(13) -0.0068(12) 0.0086(12) N5 0.0652(19) 0.0528(19) 0.0543(18) -0.0100(15) -0.0123(14) 0.0095(15) O1 0.0748(19) 0.0646(19) 0.099(2) 0.0134(17) -0.0165(17) -0.0103(15) O2 0.0413(13) 0.0749(19) 0.082(2) 0.0247(15) 0.0051(12) 0.0109(12) O1W 0.0488(12) 0.0425(13) 0.0565(14) 0.0038(10) -0.0076(10) 0.0095(10) O3 0.0480(12) 0.0472(13) 0.0560(14) 0.0113(11) -0.0039(10) 0.0152(10) O4 0.0493(12) 0.0519(14) 0.0592(15) 0.0112(11) 0.0069(10) 0.0127(10) Zn1 0.0374(2) 0.0362(2) 0.0488(3) -0.00133(15) -0.00640(14) 0.00098(14) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 O1 1.228(5) . ? C1 O2 1.252(5) . ? C1 C2 1.506(5) . ? C1 Zn1 2.551(4) . ? C2 C3 1.520(5) . ? C3 C4 1.513(5) . ? C4 C5 1.505(5) . ? C5 O4 1.248(4) . ? C5 O3 1.274(4) . ? C5 Zn1 2.585(3) 1_655 ? C10 N1 1.328(4) . ? C10 C11 1.381(4) . ? C11 C12 1.365(5) . ? C12 C13 1.367(6) . ? C12 C15 1.469(4) . ? C13 C14 1.374(5) . ? C14 N1 1.331(5) . ? C15 N2 1.251(4) . ? C24 C25 1.377(5) . ? C24 C33 1.381(5) . ? C25 N4 1.340(5) . ? C27 N4 1.341(5) . ? C27 C28 1.382(5) . ? C28 C33 1.382(5) . ? C32 N5 1.256(5) . ? C32 C33 1.478(4) . ? N1 Zn1 2.057(3) . ? N2 N2 1.417(5) 2_556 ? N5 N5 1.405(5) 2_656 ? O1 Zn1 2.411(4) . ? O2 Zn1 2.021(3) . ? O1W Zn1 2.032(2) . ? O3 Zn1 2.040(2) 1_655 ? O4 Zn1 2.444(2) 1_655 ? Zn1 O3 2.040(2) 1_455 ? Zn1 O4 2.444(2) 1_455 ? Zn1 C5 2.585(3) 1_455 ? 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 C1 O2 120.7(4) . . ? O1 C1 C2 119.6(4) . . ? O2 C1 C2 119.7(4) . . ? O1 C1 Zn1 69.4(2) . . ? O2 C1 Zn1 51.36(18) . . ? C2 C1 Zn1 170.6(3) . . ? C1 C2 C3 114.5(3) . . ? C4 C3 C2 113.2(3) . . ? C5 C4 C3 116.1(3) . . ? O4 C5 O3 120.4(3) . . ? O4 C5 C4 122.0(3) . . ? O3 C5 C4 117.5(3) . . ? O4 C5 Zn1 69.43(18) . 1_655 ? O3 C5 Zn1 51.03(16) . 1_655 ? C4 C5 Zn1 168.4(2) . 1_655 ? N1 C10 C11 123.0(3) . . ? C12 C11 C10 119.5(3) . . ? C11 C12 C13 117.9(3) . . ? C11 C12 C15 122.3(3) . . ? C13 C12 C15 119.8(3) . . ? C12 C13 C14 119.6(4) . . ? N1 C14 C13 123.1(4) . . ? N2 C15 C12 121.1(3) . . ? C25 C24 C33 119.5(3) . . ? N4 C25 C24 123.2(4) . . ? N4 C27 C28 123.2(3) . . ? C33 C28 C27 119.3(3) . . ? N5 C32 C33 121.6(3) . . ? C24 C33 C28 117.8(3) . . ? C24 C33 C32 122.9(3) . . ? C28 C33 C32 119.3(3) . . ? C10 N1 C14 116.9(3) . . ? C10 N1 Zn1 123.2(2) . . ? C14 N1 Zn1 119.9(2) . . ? C15 N2 N2 112.1(3) . 2_556 ? C27 N4 C25 116.9(3) . . ? C32 N5 N5 112.4(4) . 2_656 ? C1 O1 Zn1 82.1(3) . . ? C1 O2 Zn1 99.7(2) . . ? C5 O3 Zn1 99.9(2) . 1_655 ? C5 O4 Zn1 82.01(19) . 1_655 ? O2 Zn1 O1W 93.57(10) . . ? O2 Zn1 O3 109.24(11) . 1_455 ? O1W Zn1 O3 97.20(10) . 1_455 ? O2 Zn1 N1 144.39(13) . . ? O1W Zn1 N1 101.38(11) . . ? O3 Zn1 N1 100.78(11) 1_455 . ? O2 Zn1 O1 57.38(12) . . ? O1W Zn1 O1 104.72(11) . . ? O3 Zn1 O1 154.62(11) 1_455 . ? N1 Zn1 O1 87.43(11) . . ? O2 Zn1 O4 89.26(10) . 1_455 ? O1W Zn1 O4 153.87(10) . 1_455 ? O3 Zn1 O4 57.60(8) 1_455 1_455 ? N1 Zn1 O4 91.04(10) . 1_455 ? O1 Zn1 O4 98.66(10) . 1_455 ? O2 Zn1 C1 28.95(12) . . ? O1W Zn1 C1 99.50(10) . . ? O3 Zn1 C1 135.37(12) 1_455 . ? N1 Zn1 C1 115.83(13) . . ? O1 Zn1 C1 28.47(12) . . ? O4 Zn1 C1 95.49(9) 1_455 . ? O2 Zn1 C5 100.01(11) . 1_455 ? O1W Zn1 C5 125.90(10) . 1_455 ? O3 Zn1 C5 29.04(10) 1_455 1_455 ? N1 Zn1 C5 97.00(11) . 1_455 ? O1 Zn1 C5 126.67(11) . 1_455 ? O4 Zn1 C5 28.56(9) 1_455 1_455 ? C1 Zn1 C5 117.03(11) . 1_455 ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.65 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.156 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.089 _database_code_depnum_ccdc_archive 'CCDC 965113' #===END data_complex4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H19 N2 O7 Zn' _chemical_formula_weight 368.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.2008(3) _cell_length_b 9.1754(4) _cell_length_c 16.7077(8) _cell_angle_alpha 96.307(3) _cell_angle_beta 97.880(3) _cell_angle_gamma 101.052(3) _cell_volume 767.47(7) _cell_formula_units_Z 2 _cell_measurement_temperature 298 _cell_measurement_reflns_used 250 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.595 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 382 _exptl_absorpt_coefficient_mu 1.636 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8215 _exptl_absorpt_correction_T_max 0.9934 _exptl_absorpt_process_details ; 'XPREP' - A PROGRAM DATA PREPARATION & RECIPROCAL SPACE EXPLORATION, Bruker Analytical X-ray Systems, 1997 ; _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 11869 _diffrn_reflns_av_R_equivalents 0.0469 _diffrn_reflns_av_sigmaI/netI 0.0582 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 27.46 _reflns_number_total 3437 _reflns_number_gt 2601 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART APEX II (Bruker,2010)' _computing_cell_refinement 'SMART APEX II' _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3v2 for windows (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2008)' _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^ > 2\s(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^)+(0.0596P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3437 _refine_ls_number_parameters 201 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0674 _refine_ls_R_factor_gt 0.0453 _refine_ls_wR_factor_ref 0.1101 _refine_ls_wR_factor_gt 0.1026 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 Zn1 Zn 0.86588(7) 0.90215(4) 0.64469(2) 0.03333(15) Uani 1 1 d . . . O1 O 0.7958(5) 1.0601(2) 0.57043(14) 0.0448(6) Uani 1 1 d . . . N1 N 1.1248(5) 0.9515(3) 0.75145(14) 0.0348(6) Uani 1 1 d . . . O2 O 0.6485(6) 1.0941(3) 0.68374(16) 0.0660(8) Uani 1 1 d . . . C11 C 0.6793(6) 1.1345(3) 0.6174(2) 0.0367(7) Uani 1 1 d . . . C5 C 1.2760(7) 0.8554(4) 0.77458(19) 0.0400(8) Uani 1 1 d . . . H5 H 1.2375 0.7586 0.7464 0.048 Uiso 1 1 calc R . . C1 C 1.1814(7) 1.0879(4) 0.79466(19) 0.0420(8) Uani 1 1 d . . . H1 H 1.0768 1.1556 0.7806 0.050 Uiso 1 1 calc R . . C13 C 0.4055(7) 1.3323(3) 0.6413(2) 0.0413(8) Uani 1 1 d . . . H13A H 0.4843 1.3444 0.6984 0.050 Uiso 1 1 calc R . . H13B H 0.2365 1.2619 0.6341 0.050 Uiso 1 1 calc R . . C3 C 1.5459(6) 1.0356(4) 0.88163(18) 0.0388(7) Uani 1 1 d . . . C12 C 0.5853(7) 1.2679(3) 0.58990(19) 0.0378(7) Uani 1 1 d . . . H12A H 0.4916 1.2398 0.5343 0.045 Uiso 1 1 calc R . . H12B H 0.7394 1.3460 0.5891 0.045 Uiso 1 1 calc R . . C4 C 1.4841(7) 0.8938(4) 0.83775(19) 0.0423(8) Uani 1 1 d . . . H4 H 1.5846 0.8237 0.8512 0.051 Uiso 1 1 calc R . . C2 C 1.3869(7) 1.1333(4) 0.8590(2) 0.0466(9) Uani 1 1 d . . . H2 H 1.4187 1.2298 0.8873 0.056 Uiso 1 1 calc R . . N2 N 1.8917(6) 0.9766(4) 0.96815(17) 0.0534(8) Uani 1 1 d . . . C6 C 1.7749(7) 1.0805(4) 0.94943(19) 0.0435(8) Uani 1 1 d . . . C14 C 0.3573(6) 1.4832(3) 0.6198(2) 0.0426(8) Uani 1 1 d . . . H14A H 0.3042 1.4734 0.5612 0.051 Uiso 1 1 calc R . . H14B H 0.2096 1.5058 0.6450 0.051 Uiso 1 1 calc R . . O3 O 0.7965(5) 1.6024(2) 0.68540(15) 0.0524(6) Uani 1 1 d . . . C15 C 0.5874(6) 1.6133(3) 0.64495(19) 0.0333(7) Uani 1 1 d . . . O4 O 0.5513(4) 1.7389(2) 0.62223(13) 0.0375(5) Uani 1 1 d . . . C8 C 1.8505(9) 1.2409(5) 0.9893(3) 0.0763(14) Uani 1 1 d . . . H8A H 1.8961 1.3049 0.9494 0.114 Uiso 1 1 calc R . . H8B H 2.0001 1.2528 1.0319 0.114 Uiso 1 1 calc R . . H8C H 1.7034 1.2675 1.0122 0.114 Uiso 1 1 calc R . . O1W O 1.0911(5) 0.8218(3) 0.56732(13) 0.0476(6) Uani 1 1 d . . . H1WA H 1.2345 0.8093 0.5944 0.071 Uiso 1 1 d R . . H1WB H 1.1283 0.8842 0.5343 0.071 Uiso 1 1 d R . . O3W O 0.9237(6) 1.4560(5) 0.8204(2) 0.1429(19) Uani 1 1 d G . . H3WA H 0.8871 1.5347 0.8033 0.214 Uiso 1 1 d G . . H3WB H 1.0864 1.4733 0.8418 0.214 Uiso 1 1 d G . . O2W O 1.4733(6) 1.5132(4) 0.9109(2) 0.1142(13) Uani 1 1 d G . . H2WA H 1.5221 1.6056 0.9303 0.171 Uiso 1 1 d G . . H2WB H 1.5952 1.4854 0.8879 0.171 Uiso 1 1 d G . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0348(2) 0.0307(2) 0.0340(2) 0.00630(14) 0.00395(16) 0.00593(15) O1 0.0478(15) 0.0358(12) 0.0558(15) 0.0085(10) 0.0110(12) 0.0177(11) N1 0.0353(15) 0.0361(14) 0.0306(14) 0.0025(11) 0.0059(11) 0.0026(11) O2 0.0730(19) 0.0823(19) 0.0664(18) 0.0461(15) 0.0308(15) 0.0408(16) C11 0.0264(17) 0.0326(16) 0.050(2) 0.0103(14) 0.0028(15) 0.0022(13) C5 0.043(2) 0.0357(17) 0.0374(18) 0.0011(14) 0.0008(15) 0.0061(15) C1 0.041(2) 0.0403(18) 0.0421(19) 0.0033(15) 0.0034(16) 0.0072(15) C13 0.0352(19) 0.0321(17) 0.056(2) 0.0051(15) 0.0144(16) 0.0027(14) C3 0.0367(19) 0.0475(19) 0.0285(17) 0.0061(14) 0.0063(14) -0.0013(15) C12 0.046(2) 0.0332(16) 0.0377(18) 0.0082(13) 0.0109(15) 0.0125(15) C4 0.043(2) 0.0421(19) 0.0391(19) 0.0074(15) -0.0015(16) 0.0070(15) C2 0.051(2) 0.0420(19) 0.040(2) -0.0028(15) 0.0019(17) 0.0027(17) N2 0.0466(19) 0.060(2) 0.0451(18) 0.0007(15) -0.0092(14) 0.0045(16) C6 0.042(2) 0.050(2) 0.0330(18) 0.0030(15) 0.0059(15) -0.0014(16) C14 0.0329(19) 0.0316(17) 0.064(2) 0.0030(15) 0.0092(17) 0.0083(14) O3 0.0445(15) 0.0367(13) 0.0677(17) 0.0111(11) -0.0134(13) 0.0019(11) C15 0.0328(18) 0.0288(15) 0.0392(18) 0.0019(13) 0.0095(14) 0.0079(13) O4 0.0350(13) 0.0314(11) 0.0473(13) 0.0067(9) 0.0064(10) 0.0096(10) C8 0.079(3) 0.058(3) 0.072(3) -0.009(2) -0.029(2) 0.003(2) O1W 0.0452(15) 0.0608(15) 0.0469(14) 0.0175(11) 0.0133(12) 0.0259(12) O3W 0.127(4) 0.189(5) 0.129(4) 0.094(3) 0.006(3) 0.044(4) O2W 0.123(3) 0.091(3) 0.130(3) 0.001(2) 0.015(3) 0.038(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O4 1.957(2) 1_545 ? Zn1 O1W 2.031(2) . ? Zn1 N1 2.032(3) . ? Zn1 O1 2.060(2) . ? Zn1 O2 2.349(2) . ? Zn1 C11 2.565(3) . ? O1 C11 1.273(4) . ? N1 C1 1.333(4) . ? N1 C5 1.343(4) . ? O2 C11 1.228(4) . ? C11 C12 1.497(4) . ? C5 C4 1.367(4) . ? C1 C2 1.374(5) . ? C13 C12 1.510(4) . ? C13 C14 1.525(4) . ? C3 C4 1.378(4) . ? C3 C2 1.379(4) . ? C3 C6 1.487(4) . ? N2 C6 1.269(4) . ? N2 N2 1.404(6) 2_977 ? C6 C8 1.501(5) . ? C14 C15 1.497(4) . ? O3 C15 1.226(4) . ? C15 O4 1.291(3) . ? O4 Zn1 1.957(2) 1_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Zn1 O1W 100.06(9) 1_545 . ? O4 Zn1 N1 124.28(9) 1_545 . ? O1W Zn1 N1 101.36(10) . . ? O4 Zn1 O1 107.33(9) 1_545 . ? O1W Zn1 O1 90.39(9) . . ? N1 Zn1 O1 123.22(10) . . ? O4 Zn1 O2 96.73(9) 1_545 . ? O1W Zn1 O2 147.51(9) . . ? N1 Zn1 O2 91.66(10) . . ? O1 Zn1 O2 57.96(8) . . ? O4 Zn1 C11 103.65(9) 1_545 . ? O1W Zn1 C11 119.55(10) . . ? N1 Zn1 C11 108.96(10) . . ? O1 Zn1 C11 29.46(10) . . ? O2 Zn1 C11 28.50(9) . . ? C11 O1 Zn1 97.80(19) . . ? C1 N1 C5 116.8(3) . . ? C1 N1 Zn1 121.5(2) . . ? C5 N1 Zn1 120.8(2) . . ? C11 O2 Zn1 85.54(19) . . ? O2 C11 O1 118.7(3) . . ? O2 C11 C12 122.4(3) . . ? O1 C11 C12 118.9(3) . . ? O2 C11 Zn1 65.96(17) . . ? O1 C11 Zn1 52.74(14) . . ? C12 C11 Zn1 171.6(2) . . ? N1 C5 C4 122.8(3) . . ? N1 C1 C2 123.2(3) . . ? C12 C13 C14 112.9(3) . . ? C4 C3 C2 116.8(3) . . ? C4 C3 C6 121.2(3) . . ? C2 C3 C6 122.0(3) . . ? C11 C12 C13 115.5(3) . . ? C5 C4 C3 120.4(3) . . ? C1 C2 C3 119.9(3) . . ? C6 N2 N2 113.9(4) . 2_977 ? N2 C6 C3 115.5(3) . . ? N2 C6 C8 125.6(3) . . ? C3 C6 C8 118.9(3) . . ? C15 C14 C13 115.9(3) . . ? O3 C15 O4 121.9(3) . . ? O3 C15 C14 122.3(3) . . ? O4 C15 C14 115.8(3) . . ? C15 O4 Zn1 115.3(2) . 1_565 ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.712 _refine_diff_density_min -0.520 _refine_diff_density_rms 0.084 _database_code_depnum_ccdc_archive 'CCDC 965114' #===END data_complex5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H20 Cd N4 O5' _chemical_formula_weight 484.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6482(2) _cell_length_b 10.2848(2) _cell_length_c 12.7911(3) _cell_angle_alpha 93.5300(10) _cell_angle_beta 108.2490(10) _cell_angle_gamma 111.4530(10) _cell_volume 985.46(4) _cell_formula_units_Z 2 _cell_measurement_temperature 298 _cell_measurement_reflns_used 250 _cell_measurement_theta_min 1.7 _cell_measurement_theta_max 27.5 _exptl_crystal_description Parallelopiped _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.634 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 1.145 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8210 _exptl_absorpt_correction_T_max 0.9915 _exptl_absorpt_process_details ; 'XPREP' - A PROGRAM DATA PREPARATION & RECIPROCAL SPACE EXPLORATION, Bruker Analytical X-ray Systems, 1997 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _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 16352 _diffrn_reflns_av_R_equivalents 0.0280 _diffrn_reflns_av_sigmaI/netI 0.0279 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 27.52 _reflns_number_total 4511 _reflns_number_gt 4048 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART APEX II (Bruker,2010)' _computing_cell_refinement 'SMART APEX II' _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3v2 for windows (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2008)' _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^ > 2\s(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^)+(0.0383P)^2^+0.2257P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4511 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0338 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0721 _refine_ls_wR_factor_gt 0.0697 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 0.65189(2) 0.927724(17) 0.600993(14) 0.03518(7) Uani 1 1 d . . . N1 N 0.7003(3) 1.0978(2) 0.74871(18) 0.0434(5) Uani 1 1 d . . . O1 O 0.8097(2) 0.8125(2) 0.72652(17) 0.0495(5) Uani 1 1 d . . . O2 O 0.9551(3) 0.9716(2) 0.64763(18) 0.0552(5) Uani 1 1 d . . . C6 C 0.7310(4) 1.4079(3) 0.9979(2) 0.0514(7) Uani 1 1 d . . . H6 H 0.7866 1.5038 0.9965 0.062 Uiso 1 1 calc R . . C3 C 0.7219(4) 1.2987(3) 0.9139(2) 0.0439(6) Uani 1 1 d . . . N3 N 0.6638(4) 1.3729(3) 1.0723(2) 0.0576(7) Uani 1 1 d . . . C5 C 0.6246(4) 1.0577(3) 0.8253(2) 0.0488(7) Uani 1 1 d . . . H5 H 0.5643 0.9610 0.8221 0.059 Uiso 1 1 calc R . . C4 C 0.6335(4) 1.1547(3) 0.9080(2) 0.0520(7) Uani 1 1 d . . . H4 H 0.5801 1.1235 0.9598 0.062 Uiso 1 1 calc R . . C2 C 0.8029(4) 1.3398(3) 0.8373(2) 0.0525(7) Uani 1 1 d . . . H2 H 0.8667 1.4357 0.8401 0.063 Uiso 1 1 calc R . . C1 C 0.7877(4) 1.2362(3) 0.7565(2) 0.0513(7) Uani 1 1 d . . . H1 H 0.8417 1.2651 0.7046 0.062 Uiso 1 1 calc R . . N4 N 0.6854(4) 1.4928(3) 1.1436(2) 0.0582(7) Uani 1 1 d . . . C8 C 0.5923(4) 1.5683(3) 1.2833(2) 0.0395(6) Uani 1 1 d . . . C7 C 0.5882(4) 1.4589(3) 1.2020(2) 0.0470(6) Uani 1 1 d . . . H7 H 0.5136 1.3638 1.1934 0.056 Uiso 1 1 calc R . . C14 C 1.0979(5) 0.8284(5) 0.7420(3) 0.0730(11) Uani 1 1 d . . . H14A H 1.2087 0.9055 0.7484 0.088 Uiso 1 1 calc R . . H14B H 1.1102 0.8041 0.8154 0.088 Uiso 1 1 calc R . . C10 C 0.7053(4) 1.8056(3) 1.3845(2) 0.0410(6) Uani 1 1 d . . . H10 H 0.7825 1.9009 1.3981 0.049 Uiso 1 1 calc R . . C9 C 0.7043(4) 1.7107(3) 1.3032(2) 0.0425(6) Uani 1 1 d . . . H9 H 0.7780 1.7421 1.2622 0.051 Uiso 1 1 calc R . . C11 C 0.4895(4) 1.6310(3) 1.4229(2) 0.0440(6) Uani 1 1 d . . . H11 H 0.4131 1.6033 1.4625 0.053 Uiso 1 1 calc R . . C12 C 0.4816(4) 1.5286(3) 1.3445(2) 0.0468(6) Uani 1 1 d . . . H12 H 0.4030 1.4340 1.3328 0.056 Uiso 1 1 calc R . . C15 C 1.0631(5) 0.7002(4) 0.6593(4) 0.0820(13) Uani 1 1 d . . . H15A H 0.9411 0.6321 0.6404 0.098 Uiso 1 1 calc R . . H15B H 1.1408 0.6548 0.6952 0.098 Uiso 1 1 calc R . . N2 N 0.6006(3) 1.7673(2) 1.44500(17) 0.0363(4) Uani 1 1 d . . . C17 C 1.2856(4) 0.8070(3) 0.5660(2) 0.0411(6) Uani 1 1 d . . . C16 C 1.0924(4) 0.7356(3) 0.5521(3) 0.0638(9) Uani 1 1 d . . . H16A H 1.0365 0.6484 0.4959 0.077 Uiso 1 1 calc R . . H16B H 1.0340 0.7978 0.5243 0.077 Uiso 1 1 calc R . . O3 O 1.3958(3) 0.7708(2) 0.63008(17) 0.0513(5) Uani 1 1 d . . . O4 O 1.3336(3) 0.8998(2) 0.51020(18) 0.0640(6) Uani 1 1 d . . . O1S O 0.8650(5) 0.7274(4) 0.9311(3) 0.1096(10) Uiso 1 1 d . . . H1S H 0.7664 0.6724 0.8869 0.164 Uiso 1 1 calc R . . C1S C 0.8453(7) 0.8156(5) 1.0111(5) 0.1117(16) Uiso 1 1 d . . . H1SA H 0.7576 0.8500 0.9734 0.167 Uiso 1 1 calc R . . H1SB H 0.9572 0.8950 1.0501 0.167 Uiso 1 1 calc R . . H1SC H 0.8078 0.7617 1.0639 0.167 Uiso 1 1 calc R . . C13 C 0.9470(4) 0.8773(3) 0.7046(2) 0.0439(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.04500(12) 0.03507(11) 0.03341(11) 0.00275(7) 0.01897(8) 0.02147(9) N1 0.0550(14) 0.0431(12) 0.0366(11) 0.0002(9) 0.0184(11) 0.0246(11) O1 0.0418(10) 0.0531(11) 0.0626(12) 0.0201(9) 0.0267(10) 0.0212(9) O2 0.0506(12) 0.0591(12) 0.0609(13) 0.0210(10) 0.0285(10) 0.0193(10) C6 0.0679(19) 0.0446(15) 0.0453(16) -0.0034(12) 0.0228(15) 0.0267(14) C3 0.0551(16) 0.0456(14) 0.0339(13) -0.0021(11) 0.0145(12) 0.0264(13) N3 0.0861(19) 0.0460(13) 0.0496(14) -0.0042(11) 0.0333(14) 0.0311(14) C5 0.0669(19) 0.0441(15) 0.0411(15) 0.0036(12) 0.0240(14) 0.0257(14) C4 0.073(2) 0.0486(16) 0.0426(15) 0.0043(12) 0.0322(15) 0.0252(15) C2 0.0654(19) 0.0436(15) 0.0439(16) 0.0011(12) 0.0198(14) 0.0185(14) C1 0.0656(19) 0.0506(16) 0.0419(15) 0.0026(12) 0.0289(14) 0.0213(15) N4 0.087(2) 0.0458(13) 0.0518(15) -0.0030(11) 0.0371(14) 0.0294(14) C8 0.0521(15) 0.0384(13) 0.0318(12) 0.0003(10) 0.0132(11) 0.0252(12) C7 0.0635(18) 0.0397(14) 0.0396(14) -0.0009(11) 0.0170(14) 0.0256(13) C14 0.0539(19) 0.126(3) 0.065(2) 0.045(2) 0.0323(17) 0.051(2) C10 0.0473(15) 0.0327(12) 0.0439(14) 0.0009(11) 0.0238(12) 0.0120(11) C9 0.0493(15) 0.0428(14) 0.0402(14) 0.0017(11) 0.0248(12) 0.0179(12) C11 0.0533(16) 0.0367(13) 0.0461(15) 0.0050(11) 0.0274(13) 0.0154(12) C12 0.0580(17) 0.0323(13) 0.0499(16) 0.0020(11) 0.0257(14) 0.0140(12) C15 0.072(2) 0.076(2) 0.149(4) 0.060(3) 0.076(3) 0.050(2) N2 0.0452(12) 0.0325(10) 0.0354(11) 0.0024(8) 0.0190(10) 0.0172(9) C17 0.0541(16) 0.0356(13) 0.0413(14) 0.0020(11) 0.0230(13) 0.0225(12) C16 0.0472(17) 0.0581(19) 0.085(2) -0.0048(17) 0.0185(17) 0.0274(15) O3 0.0461(11) 0.0636(12) 0.0579(12) 0.0217(10) 0.0253(10) 0.0303(10) O4 0.0999(18) 0.0551(12) 0.0583(13) 0.0243(10) 0.0409(13) 0.0422(13) C13 0.0394(14) 0.0524(16) 0.0413(14) 0.0052(12) 0.0171(12) 0.0187(13) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 2.316(2) . ? Cd1 N2 2.3246(19) 1_544 ? Cd1 O4 2.334(2) 2_776 ? Cd1 O2 2.357(2) . ? Cd1 O3 2.3717(19) 1_455 ? Cd1 O1 2.4270(19) . ? Cd1 O4 2.527(3) 1_455 ? Cd1 C13 2.733(3) . ? N1 C1 1.326(4) . ? N1 C5 1.347(3) . ? O1 C13 1.259(3) . ? O2 C13 1.243(3) . ? C6 N3 1.268(4) . ? C6 C3 1.468(3) . ? C3 C2 1.375(4) . ? C3 C4 1.381(4) . ? N3 N4 1.405(3) . ? C5 C4 1.372(4) . ? C2 C1 1.377(4) . ? N4 C7 1.263(4) . ? C8 C9 1.382(4) . ? C8 C12 1.385(4) . ? C8 C7 1.468(3) . ? C14 C15 1.512(5) . ? C14 C13 1.518(4) . ? C10 N2 1.337(3) . ? C10 C9 1.378(3) . ? C11 N2 1.329(3) . ? C11 C12 1.376(3) . ? C15 C16 1.514(5) . ? N2 Cd1 2.3246(19) 1_566 ? C17 O3 1.235(3) . ? C17 O4 1.254(3) . ? C17 C16 1.504(4) . ? O3 Cd1 2.3717(19) 1_655 ? O4 Cd1 2.334(2) 2_776 ? O4 Cd1 2.527(3) 1_655 ? O1S C1S 1.417(5) . ? 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 176.25(7) . 1_544 ? N1 Cd1 O4 88.15(8) . 2_776 ? N2 Cd1 O4 88.16(7) 1_544 2_776 ? N1 Cd1 O2 95.02(8) . . ? N2 Cd1 O2 85.87(7) 1_544 . ? O4 Cd1 O2 93.35(8) 2_776 . ? N1 Cd1 O3 89.73(8) . 1_455 ? N2 Cd1 O3 91.96(7) 1_544 1_455 ? O4 Cd1 O3 127.16(8) 2_776 1_455 ? O2 Cd1 O3 139.38(7) . 1_455 ? N1 Cd1 O1 92.15(7) . . ? N2 Cd1 O1 91.32(7) 1_544 . ? O4 Cd1 O1 147.57(8) 2_776 . ? O2 Cd1 O1 54.30(6) . . ? O3 Cd1 O1 85.27(6) 1_455 . ? N1 Cd1 O4 91.04(8) . 1_455 ? N2 Cd1 O4 87.36(7) 1_544 1_455 ? O4 Cd1 O4 75.10(9) 2_776 1_455 ? O2 Cd1 O4 166.80(7) . 1_455 ? O3 Cd1 O4 52.15(6) 1_455 1_455 ? O1 Cd1 O4 137.28(6) . 1_455 ? N1 Cd1 C13 95.91(8) . . ? N2 Cd1 C13 86.53(8) 1_544 . ? O4 Cd1 C13 120.33(9) 2_776 . ? O2 Cd1 C13 26.99(7) . . ? O3 Cd1 C13 112.41(7) 1_455 . ? O1 Cd1 C13 27.43(7) . . ? O4 Cd1 C13 163.16(8) 1_455 . ? C1 N1 C5 117.5(2) . . ? C1 N1 Cd1 122.68(17) . . ? C5 N1 Cd1 119.58(18) . . ? C13 O1 Cd1 89.96(16) . . ? C13 O2 Cd1 93.63(16) . . ? N3 C6 C3 120.7(3) . . ? C2 C3 C4 118.1(2) . . ? C2 C3 C6 119.5(3) . . ? C4 C3 C6 122.4(3) . . ? C6 N3 N4 111.8(3) . . ? N1 C5 C4 122.2(3) . . ? C5 C4 C3 119.8(3) . . ? C3 C2 C1 118.8(3) . . ? N1 C1 C2 123.6(3) . . ? C7 N4 N3 111.7(3) . . ? C9 C8 C12 117.9(2) . . ? C9 C8 C7 122.8(2) . . ? C12 C8 C7 119.3(2) . . ? N4 C7 C8 120.5(3) . . ? C15 C14 C13 111.0(3) . . ? N2 C10 C9 123.2(2) . . ? C10 C9 C8 119.1(2) . . ? N2 C11 C12 123.5(2) . . ? C11 C12 C8 119.1(2) . . ? C14 C15 C16 113.8(3) . . ? C11 N2 C10 117.2(2) . . ? C11 N2 Cd1 122.43(16) . 1_566 ? C10 N2 Cd1 119.49(16) . 1_566 ? O3 C17 O4 120.2(3) . . ? O3 C17 C16 119.7(3) . . ? O4 C17 C16 120.0(3) . . ? C17 C16 C15 113.8(3) . . ? C17 O3 Cd1 97.76(16) . 1_655 ? C17 O4 Cd1 164.7(2) . 2_776 ? C17 O4 Cd1 89.85(17) . 1_655 ? Cd1 O4 Cd1 104.90(9) 2_776 1_655 ? O2 C13 O1 121.6(2) . . ? O2 C13 C14 120.6(3) . . ? O1 C13 C14 117.7(3) . . ? O2 C13 Cd1 59.38(14) . . ? O1 C13 Cd1 62.61(14) . . ? C14 C13 Cd1 169.1(2) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.747 _refine_diff_density_min -0.750 _refine_diff_density_rms 0.066 _database_code_depnum_ccdc_archive 'CCDC 965115' #===END data_complex6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H34 Cd2 N10 O10' _chemical_formula_weight 955.50 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 Tetragonal _symmetry_space_group_name_H-M I-42d loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y+1/2, -z+1/4' '-x, -y, z' '-x, y+1/2, -z+1/4' '-y+1/2, -x, z+3/4' '-y, x, -z' 'y, -x, -z' 'y+1/2, x, z+3/4' 'x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1, -z+3/4' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1, -z+3/4' '-y+1, -x+1/2, z+5/4' '-y+1/2, x+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' 'y+1, x+1/2, z+5/4' _cell_length_a 15.8904(3) _cell_length_b 15.8904(3) _cell_length_c 29.0281(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7329.7(3) _cell_formula_units_Z 8 _cell_measurement_temperature 298 _cell_measurement_reflns_used 250 _cell_measurement_theta_min 1.5 _cell_measurement_theta_max 27.6 _exptl_crystal_description Parallelopiped _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.732 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3824 _exptl_absorpt_coefficient_mu 1.231 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8239 _exptl_absorpt_correction_T_max 0.9978 _exptl_absorpt_process_details ; 'XPREP' - A PROGRAM DATA PREPARATION & RECIPROCAL SPACE EXPLORATION, Bruker Analytical X-ray Systems, 1997 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _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 59356 _diffrn_reflns_av_R_equivalents 0.0477 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 27.58 _reflns_number_total 4225 _reflns_number_gt 3874 _reflns_threshold_expression >2\s(I) _computing_data_collection 'SMART APEX II (Bruker,2010)' _computing_cell_refinement 'SMART APEX II' _computing_data_reduction 'SAINT (Bruker,2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3v2 for windows (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2008)' _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^ > 2\s(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^)+(0.0270P)^2^+2.2634P] 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 noref _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 -0.01(2) _refine_ls_number_reflns 4225 _refine_ls_number_parameters 249 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0292 _refine_ls_R_factor_gt 0.0238 _refine_ls_wR_factor_ref 0.0531 _refine_ls_wR_factor_gt 0.0505 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.284888(12) 0.944475(11) 0.937196(8) 0.03902(6) Uani 1 1 d . . . C2 C 0.32092(19) 0.65902(17) 0.93721(16) 0.0582(8) Uani 1 1 d . . . H2 H 0.3678 0.6241 0.9355 0.070 Uiso 1 1 calc R . . N1 N 0.26673(15) 0.79892(13) 0.94046(9) 0.0433(5) Uani 1 1 d . . . C3 C 0.24183(18) 0.62516(15) 0.93955(12) 0.0398(6) Uani 1 1 d . . . C1 C 0.3307(2) 0.74568(17) 0.93746(15) 0.0590(9) Uani 1 1 d . . . H1 H 0.3849 0.7676 0.9354 0.071 Uiso 1 1 calc R . . N2 N 0.29532(18) 0.48771(13) 0.94086(14) 0.0580(7) Uani 1 1 d . . . C6 C 0.22866(19) 0.53198(15) 0.93801(13) 0.0449(7) Uani 1 1 d . . . C4 C 0.1762(2) 0.67995(18) 0.94331(14) 0.0543(8) Uani 1 1 d . . . H4 H 0.1214 0.6597 0.9452 0.065 Uiso 1 1 calc R . . C5 C 0.19099(18) 0.76526(17) 0.94433(13) 0.0515(8) Uani 1 1 d . . . H5 H 0.1452 0.8012 0.9479 0.062 Uiso 1 1 calc R . . C7 C 0.1415(2) 0.4997(2) 0.9330(2) 0.0867(15) Uani 1 1 d . . . H7A H 0.1030 0.5462 0.9316 0.130 Uiso 1 1 calc R . . H7B H 0.1279 0.4649 0.9590 0.130 Uiso 1 1 calc R . . H7C H 0.1373 0.4672 0.9053 0.130 Uiso 1 1 calc R . . N3 N 0.27975(17) 0.40039(13) 0.94005(12) 0.0573(7) Uani 1 1 d . . . C8 C 0.34540(19) 0.35564(16) 0.93746(13) 0.0447(6) Uani 1 1 d . . . C10 C 0.33077(18) 0.26261(15) 0.93702(12) 0.0396(6) Uani 1 1 d . . . C14 C 0.24977(18) 0.23063(15) 0.93511(12) 0.0441(6) Uani 1 1 d . . . H14 H 0.2040 0.2670 0.9335 0.053 Uiso 1 1 calc R . . C11 C 0.39545(18) 0.20523(17) 0.93803(13) 0.0513(7) Uani 1 1 d . . . H11 H 0.4509 0.2238 0.9379 0.062 Uiso 1 1 calc R . . C9 C 0.4342(2) 0.3867(2) 0.93601(18) 0.0770(11) Uani 1 1 d . . . H9A H 0.4718 0.3396 0.9339 0.115 Uiso 1 1 calc R . . H9B H 0.4461 0.4179 0.9636 0.115 Uiso 1 1 calc R . . H9C H 0.4416 0.4224 0.9097 0.115 Uiso 1 1 calc R . . N4 N 0.30051(14) 0.08946(13) 0.93744(10) 0.0395(5) Uani 1 1 d . . . C13 C 0.23712(17) 0.14448(15) 0.93554(12) 0.0450(7) Uani 1 1 d . . . H13 H 0.1823 0.1241 0.9345 0.054 Uiso 1 1 calc R . . C12 C 0.37830(18) 0.11979(16) 0.93921(12) 0.0473(7) Uani 1 1 d . . . H12 H 0.4230 0.0822 0.9413 0.057 Uiso 1 1 calc R . . O1 O 0.16211(14) 0.95349(15) 0.89604(8) 0.0587(6) Uani 1 1 d . . . O3 O 0.21650(16) 0.95142(16) 1.01068(8) 0.0662(6) Uani 1 1 d . . . N5 N 0.2829(2) 0.95846(16) 1.03385(10) 0.0606(7) Uani 1 1 d . . . O5 O 0.2806(3) 0.9657(2) 1.07604(9) 0.0953(10) Uani 1 1 d . . . O2 O 0.07990(14) 0.91795(14) 0.83881(9) 0.0584(6) Uani 1 1 d . . . O4 O 0.35052(17) 0.95938(19) 1.01265(9) 0.0764(8) Uani 1 1 d . . . C16 C 0.0174(2) 0.9234(3) 0.91261(14) 0.0765(13) Uani 1 1 d . . . H16A H -0.0324 0.9099 0.8947 0.092 Uiso 1 1 calc R . . H16B H 0.0279 0.8766 0.9333 0.092 Uiso 1 1 calc R . . C15 C 0.09086(18) 0.93203(17) 0.88041(13) 0.0493(8) Uani 1 1 d . . . C17 C 0.0000 1.0000 0.94058(19) 0.096(2) Uani 1 2 d S . . H17A H 0.0481 1.0109 0.9603 0.115 Uiso 0.50 1 calc PR . . H17B H -0.0481 0.9891 0.9603 0.115 Uiso 0.50 1 calc PR . . 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 0.03797(11) 0.02056(9) 0.05853(11) 0.00028(10) 0.00515(10) 0.00083(8) C2 0.0359(15) 0.0252(13) 0.113(3) -0.0006(19) 0.0120(19) 0.0034(12) N1 0.0439(13) 0.0234(10) 0.0626(15) 0.0014(11) 0.0016(13) 0.0028(9) C3 0.0451(15) 0.0239(12) 0.0503(15) 0.0035(13) 0.0057(15) -0.0013(11) C1 0.0362(15) 0.0259(13) 0.115(3) 0.0006(19) 0.005(2) -0.0022(12) N2 0.0582(17) 0.0169(11) 0.099(2) -0.0033(14) 0.0091(18) -0.0018(10) C6 0.0487(17) 0.0248(12) 0.0612(16) 0.0005(14) 0.0109(18) -0.0041(11) C4 0.0376(15) 0.0321(14) 0.093(3) 0.0039(17) 0.0064(18) -0.0006(12) C5 0.0380(16) 0.0255(13) 0.091(2) 0.0078(15) 0.0080(16) 0.0069(11) C7 0.050(2) 0.0339(17) 0.176(5) -0.006(3) 0.001(3) -0.0104(14) N3 0.0530(15) 0.0192(10) 0.100(2) -0.0034(14) 0.0077(18) -0.0015(10) C8 0.0466(16) 0.0248(12) 0.0626(17) 0.0009(15) 0.0085(17) -0.0009(11) C10 0.0437(14) 0.0235(12) 0.0516(15) 0.0008(13) 0.0091(15) -0.0010(10) C14 0.0392(14) 0.0268(13) 0.0664(17) -0.0013(16) 0.0070(14) 0.0058(12) C11 0.0388(15) 0.0284(13) 0.087(2) -0.0007(17) 0.0126(18) -0.0040(12) C9 0.053(2) 0.0290(14) 0.149(4) 0.002(2) 0.004(3) -0.0076(14) N4 0.0410(13) 0.0222(9) 0.0552(13) -0.0021(11) 0.0049(12) 0.0018(9) C13 0.0387(15) 0.0268(12) 0.0694(19) -0.0035(15) 0.0037(16) -0.0017(11) C12 0.0390(14) 0.0262(12) 0.077(2) 0.0008(15) 0.0095(16) 0.0067(11) O1 0.0454(12) 0.0546(14) 0.0762(15) 0.0148(12) -0.0031(11) -0.0014(12) O3 0.0621(15) 0.0706(16) 0.0659(13) -0.0101(13) 0.0112(12) -0.0090(15) N5 0.083(2) 0.0361(14) 0.0623(17) 0.0048(12) 0.0027(18) -0.0023(17) O5 0.139(3) 0.090(2) 0.0567(15) -0.0010(14) -0.0048(17) -0.014(2) O2 0.0475(13) 0.0446(13) 0.0830(17) 0.0010(12) 0.0074(12) -0.0053(10) O4 0.0593(16) 0.089(2) 0.0813(17) 0.0199(15) -0.0031(14) 0.0065(14) C16 0.052(2) 0.084(3) 0.094(3) 0.052(2) 0.0248(19) 0.019(2) C15 0.0369(15) 0.0270(14) 0.084(2) 0.0192(15) 0.0137(15) 0.0072(12) C17 0.054(3) 0.193(7) 0.040(3) 0.000 0.000 0.038(4) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O1 2.292(2) . ? Cd1 O2 2.316(2) 12_546 ? Cd1 N4 2.317(2) 1_565 ? Cd1 N1 2.333(2) . ? Cd1 O3 2.396(2) . ? Cd1 O4 2.437(3) . ? Cd1 O1 2.563(2) 12_546 ? C2 C3 1.369(4) . ? C2 C1 1.386(4) . ? N1 C5 1.322(4) . ? N1 C1 1.325(4) . ? C3 C4 1.363(4) . ? C3 C6 1.496(3) . ? N2 C6 1.274(4) . ? N2 N3 1.410(3) . ? C6 C7 1.484(4) . ? C4 C5 1.376(4) . ? N3 C8 1.265(4) . ? C8 C9 1.495(4) . ? C8 C10 1.496(3) . ? C10 C11 1.374(4) . ? C10 C14 1.385(4) . ? C14 C13 1.384(3) . ? C11 C12 1.385(4) . ? N4 C12 1.328(4) . ? N4 C13 1.335(3) . ? N4 Cd1 2.317(2) 1_545 ? O1 C15 1.266(4) . ? O1 Cd1 2.563(2) 12_546 ? O3 N5 1.257(4) . ? N5 O5 1.230(4) . ? N5 O4 1.238(4) . ? O2 C15 1.240(4) . ? O2 Cd1 2.316(2) 12_546 ? C16 C17 1.489(5) . ? C16 C15 1.502(4) . ? C17 C16 1.489(5) 3_575 ? 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 Cd1 O2 129.13(9) . 12_546 ? O1 Cd1 N4 91.75(9) . 1_565 ? O2 Cd1 N4 94.73(8) 12_546 1_565 ? O1 Cd1 N1 88.73(9) . . ? O2 Cd1 N1 86.99(8) 12_546 . ? N4 Cd1 N1 177.32(9) 1_565 . ? O1 Cd1 O3 94.30(9) . . ? O2 Cd1 O3 135.99(9) 12_546 . ? N4 Cd1 O3 90.01(9) 1_565 . ? N1 Cd1 O3 87.33(9) . . ? O1 Cd1 O4 145.74(9) . . ? O2 Cd1 O4 85.05(9) 12_546 . ? N4 Cd1 O4 81.65(10) 1_565 . ? N1 Cd1 O4 96.48(9) . . ? O3 Cd1 O4 52.39(9) . . ? O1 Cd1 O1 77.58(8) . 12_546 ? O2 Cd1 O1 52.98(8) 12_546 12_546 ? N4 Cd1 O1 84.95(9) 1_565 12_546 ? N1 Cd1 O1 97.72(9) . 12_546 ? O3 Cd1 O1 170.27(8) . 12_546 ? O4 Cd1 O1 134.52(8) . 12_546 ? C3 C2 C1 119.6(3) . . ? C5 N1 C1 116.5(2) . . ? C5 N1 Cd1 121.15(18) . . ? C1 N1 Cd1 122.36(18) . . ? C4 C3 C2 117.1(2) . . ? C4 C3 C6 121.9(3) . . ? C2 C3 C6 121.1(2) . . ? N1 C1 C2 123.3(3) . . ? C6 N2 N3 113.4(3) . . ? N2 C6 C7 126.2(3) . . ? N2 C6 C3 115.4(3) . . ? C7 C6 C3 118.4(3) . . ? C3 C4 C5 120.0(3) . . ? N1 C5 C4 123.5(3) . . ? C8 N3 N2 114.2(3) . . ? N3 C8 C9 126.5(3) . . ? N3 C8 C10 115.3(3) . . ? C9 C8 C10 118.2(2) . . ? C11 C10 C14 116.9(2) . . ? C11 C10 C8 122.6(3) . . ? C14 C10 C8 120.5(2) . . ? C13 C14 C10 119.8(2) . . ? C10 C11 C12 120.3(3) . . ? C12 N4 C13 117.8(2) . . ? C12 N4 Cd1 117.44(16) . 1_545 ? C13 N4 Cd1 124.76(17) . 1_545 ? N4 C13 C14 122.6(3) . . ? N4 C12 C11 122.5(3) . . ? C15 O1 Cd1 158.6(2) . . ? C15 O1 Cd1 86.62(19) . 12_546 ? Cd1 O1 Cd1 102.02(8) . 12_546 ? N5 O3 Cd1 95.71(18) . . ? O5 N5 O4 121.3(4) . . ? O5 N5 O3 121.0(4) . . ? O4 N5 O3 117.6(3) . . ? C15 O2 Cd1 98.88(19) . 12_546 ? N5 O4 Cd1 94.3(2) . . ? C17 C16 C15 114.1(3) . . ? O2 C15 O1 121.5(3) . . ? O2 C15 C16 118.7(3) . . ? O1 C15 C16 119.8(3) . . ? C16 C17 C16 113.9(4) . 3_575 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.58 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.428 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.061 _database_code_depnum_ccdc_archive 'CCDC 965116'