# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_aaa _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H46 Mn3 N13 O13' _chemical_formula_weight 1466.04 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.2892(10) _cell_length_b 14.1229(9) _cell_length_c 21.3956(15) _cell_angle_alpha 83.245(2) _cell_angle_beta 83.276(2) _cell_angle_gamma 78.905(2) _cell_volume 3894.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1496 _exptl_absorpt_coefficient_mu 0.544 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22264 _diffrn_reflns_av_R_equivalents 0.0567 _diffrn_reflns_av_sigmaI/netI 0.1285 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.00 _reflns_number_total 13662 _reflns_number_gt 6918 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0100P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13662 _refine_ls_number_parameters 916 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1122 _refine_ls_R_factor_gt 0.0543 _refine_ls_wR_factor_ref 0.0912 _refine_ls_wR_factor_gt 0.0820 _refine_ls_goodness_of_fit_ref 0.964 _refine_ls_restrained_S_all 0.964 _refine_ls_shift/su_max 0.200 _refine_ls_shift/su_mean 0.003 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 Mn1 Mn 1.0000 0.5000 1.0000 0.0277(2) Uani 1 2 d S . . Mn2 Mn 0.86876(5) 0.35235(4) 1.11489(3) 0.03237(17) Uani 1 1 d . . . Mn3 Mn 1.12258(5) -0.41056(4) 0.35507(3) 0.03899(19) Uani 1 1 d . . . Mn4 Mn 1.0000 -0.5000 0.5000 0.0332(2) Uani 1 2 d S . . O6 O 0.8752(2) 0.50781(15) 1.08101(11) 0.0350(7) Uani 1 1 d . . . O4 O 0.9651(2) -0.29112(16) 0.33780(13) 0.0442(8) Uani 1 1 d . . . O8 O 1.1055(2) 0.41832(16) 1.06247(12) 0.0404(8) Uani 1 1 d . . . O7 O 0.7219(2) 0.46877(17) 1.09534(13) 0.0473(8) Uani 1 1 d . . . O2 O 0.9781(2) -0.41705(17) 0.57778(13) 0.0483(8) Uani 1 1 d . . . O9 O 1.0260(2) 0.30288(17) 1.11480(12) 0.0419(8) Uani 1 1 d . . . O1 O 0.8548(2) 0.27729(17) 1.03556(13) 0.0444(8) Uani 1 1 d . . . O15 O 1.0445(2) 0.62832(17) 1.02014(12) 0.0418(8) Uani 1 1 d . . . O3 O 1.0006(2) -0.36474(16) 0.43165(12) 0.0402(8) Uani 1 1 d . . . N13 N 0.5813(3) 1.0894(2) 1.06056(16) 0.0439(10) Uani 1 1 d . . . O10 O 0.8357(2) -0.48606(18) 0.49821(14) 0.0530(9) Uani 1 1 d . . . N1 N 0.9652(3) -0.0220(2) 0.77830(15) 0.0413(10) Uani 1 1 d . . . H1 H 0.9450 -0.0590 0.8103 0.050 Uiso 1 1 calc R . . C7 C 0.9814(3) 0.0679(3) 0.7781(2) 0.0370(11) Uani 1 1 d . . . N11 N 0.4956(3) 0.9690(2) 1.08658(16) 0.0430(10) Uani 1 1 d . . . O14 O 1.2417(2) -0.49475(19) 0.40342(16) 0.0635(10) Uani 1 1 d . . . O13 O 1.0776(2) -0.53051(18) 0.32469(14) 0.0571(9) Uani 1 1 d . . . N9 N 0.5437(3) 0.0792(2) 0.57635(16) 0.0504(11) Uani 1 1 d . . . H9 H 0.5090 0.0986 0.6104 0.060 Uiso 1 1 calc R . . C14 C 0.9630(3) -0.3123(3) 0.65739(19) 0.0362(11) Uani 1 1 d . . . C67 C 1.2983(3) 0.2988(3) 1.07846(19) 0.0421(12) Uani 1 1 d . . . H67 H 1.2983 0.3650 1.0709 0.051 Uiso 1 1 calc R . . C59 C 0.4884(3) 1.0654(3) 1.07808(19) 0.0415(12) Uani 1 1 d . . . C44 C 0.6445(3) -0.0043(3) 0.5117(2) 0.0417(12) Uani 1 1 d . . . N8 N 0.6007(3) 0.0766(2) 0.47663(16) 0.0423(10) Uani 1 1 d . . . N2 N 1.0113(3) 0.0990(2) 0.71853(16) 0.0449(10) Uani 1 1 d . . . H2 H 1.0256 0.1556 0.7066 0.054 Uiso 1 1 calc R . . C9 C 0.9796(3) -0.1363(3) 0.69754(19) 0.0359(11) Uani 1 1 d . . . N4 N 0.8083(3) 0.2322(2) 1.17688(17) 0.0456(10) Uani 1 1 d . . . C64 C 1.1046(3) 0.3340(3) 1.09002(18) 0.0342(11) Uani 1 1 d . . . C52 C 0.7936(3) 0.7060(2) 1.07076(18) 0.0378(11) Uani 1 1 d . . . H52 H 0.8647 0.6864 1.0641 0.045 Uiso 1 1 calc R . . C51 C 0.9468(3) -0.2996(3) 0.3968(2) 0.0347(11) Uani 1 1 d . . . C57 C 0.7299(3) 0.6368(2) 1.08217(18) 0.0347(11) Uani 1 1 d . . . C62 C 0.7772(4) 0.5320(3) 1.08540(18) 0.0361(11) Uani 1 1 d . . . N5 N 0.8376(3) 0.3994(2) 1.21494(15) 0.0420(10) Uani 1 1 d . . . N3 N 1.0158(3) 0.0287(2) 0.67937(16) 0.0483(11) Uani 1 1 d . . . N12 N 0.6520(3) 1.0066(2) 1.05851(16) 0.0507(11) Uani 1 1 d . . . H12 H 0.7175 1.0008 1.0491 0.061 Uiso 1 1 calc R . . C58 C 0.5978(3) 0.9370(3) 1.0742(2) 0.0421(12) Uani 1 1 d . . . C8 C 0.9871(3) -0.0430(3) 0.7184(2) 0.0392(12) Uani 1 1 d . . . N10 N 0.6128(3) -0.0057(2) 0.57245(16) 0.0453(10) Uani 1 1 d . . . C1 C 0.9068(3) 0.1458(3) 0.94012(19) 0.0455(13) Uani 1 1 d . . . H1A H 0.8784 0.1211 0.9790 0.055 Uiso 1 1 calc R . . C48 C 0.7313(3) -0.0845(3) 0.4186(2) 0.0437(12) Uani 1 1 d . . . H48 H 0.6902 -0.0383 0.3934 0.052 Uiso 1 1 calc R . . C53 C 0.7512(3) 0.8039(3) 1.06930(19) 0.0436(12) Uani 1 1 d . . . H53 H 0.7940 0.8497 1.0628 0.052 Uiso 1 1 calc R . . N7 N 1.1823(3) -0.2716(3) 0.3560(2) 0.0576(12) Uani 1 1 d . . . C54 C 0.6451(3) 0.8337(3) 1.07747(19) 0.0399(12) Uani 1 1 d . . . C45 C 0.7201(3) -0.0817(3) 0.4834(2) 0.0374(11) Uani 1 1 d . . . C11 C 0.9339(3) -0.2929(3) 0.71941(19) 0.0476(13) Uani 1 1 d . . . H11 H 0.9085 -0.3395 0.7481 0.057 Uiso 1 1 calc R . . C66 C 1.2053(3) 0.2659(2) 1.09252(17) 0.0311(10) Uani 1 1 d . . . C16 C 0.9122(3) 0.3001(3) 0.98633(19) 0.0331(10) Uani 1 1 d . . . C61 C 0.2987(3) 1.1029(3) 1.09809(19) 0.0428(12) Uani 1 1 d . . . H61 H 0.2985 1.0367 1.1038 0.051 Uiso 1 1 calc R . . C49 C 0.8033(3) -0.1557(3) 0.3910(2) 0.0460(12) Uani 1 1 d . . . H49 H 0.8111 -0.1561 0.3472 0.055 Uiso 1 1 calc R . . C60 C 0.3916(3) 1.1351(2) 1.08465(18) 0.0374(11) Uani 1 1 d . . . C2 C 0.9312(3) 0.2373(2) 0.93337(18) 0.0340(11) Uani 1 1 d . . . C4 C 0.9910(3) 0.2183(3) 0.82458(19) 0.0397(11) Uani 1 1 d . . . H4 H 1.0197 0.2430 0.7858 0.048 Uiso 1 1 calc R . . C31 C 1.2374(4) -0.2944(4) 0.2489(3) 0.0610(15) Uani 1 1 d . . . C47 C 0.8504(3) -0.2255(2) 0.49249(19) 0.0420(12) Uani 1 1 d . . . H47 H 0.8888 -0.2737 0.5179 0.050 Uiso 1 1 calc R . . N6 N 1.2024(3) -0.3795(3) 0.25895(18) 0.0566(12) Uani 1 1 d . . . C5 C 0.9652(3) 0.1261(3) 0.83145(19) 0.0373(11) Uani 1 1 d . . . C65 C 1.2069(3) 0.1668(2) 1.10313(17) 0.0373(11) Uani 1 1 d . . . H65 H 1.1455 0.1436 1.1137 0.045 Uiso 1 1 calc R . . C43 C 0.5389(3) 0.1268(3) 0.5195(2) 0.0401(12) Uani 1 1 d . . . C46 C 0.7805(3) -0.1538(3) 0.51954(19) 0.0467(12) Uani 1 1 d . . . H46 H 0.7733 -0.1534 0.5633 0.056 Uiso 1 1 calc R . . C68 C 1.3896(3) 0.2348(3) 1.0756(2) 0.0474(12) Uani 1 1 d . . . H68 H 1.4512 0.2580 1.0675 0.057 Uiso 1 1 calc R . . C40 C 0.3377(4) 0.3499(3) 0.5375(2) 0.0527(13) Uani 1 1 d . . . H40 H 0.2964 0.3811 0.5698 0.063 Uiso 1 1 calc R . . C6 C 0.9242(3) 0.0912(3) 0.89008(19) 0.0491(13) Uani 1 1 d . . . H6 H 0.9082 0.0293 0.8955 0.059 Uiso 1 1 calc R . . C22 C 0.7956(3) 0.3362(3) 1.2588(2) 0.0431(12) Uani 1 1 d . . . C50 C 0.8641(3) -0.2265(2) 0.42756(19) 0.0341(11) Uani 1 1 d . . . C56 C 0.6250(3) 0.6662(3) 1.0916(2) 0.0518(14) Uani 1 1 d . . . H56 H 0.5821 0.6204 1.0999 0.062 Uiso 1 1 calc R . . C42 C 0.4697(3) 0.2204(3) 0.5050(2) 0.0396(12) Uani 1 1 d . . . C39 C 0.4592(3) 0.2551(3) 0.4424(2) 0.0546(14) Uani 1 1 d . . . H39 H 0.5002 0.2231 0.4102 0.066 Uiso 1 1 calc R . . C72 C 0.7627(4) -0.4657(3) 0.5395(2) 0.0472(13) Uani 1 1 d . . . C15 C 0.9548(3) -0.4070(3) 0.6350(2) 0.0407(12) Uani 1 1 d . . . C10 C 0.9418(3) -0.2068(3) 0.73922(19) 0.0490(13) Uani 1 1 d . . . H10 H 0.9216 -0.1951 0.7811 0.059 Uiso 1 1 calc R . . C3 C 0.9737(3) 0.2719(3) 0.87509(19) 0.0386(11) Uani 1 1 d . . . H3 H 0.9909 0.3333 0.8702 0.046 Uiso 1 1 calc R . . C55 C 0.5831(3) 0.7645(3) 1.0887(2) 0.0560(14) Uani 1 1 d . . . H55 H 0.5120 0.7839 1.0944 0.067 Uiso 1 1 calc R . . C41 C 0.4112(3) 0.2697(3) 0.5520(2) 0.0514(13) Uani 1 1 d . . . H41 H 0.4211 0.2488 0.5940 0.062 Uiso 1 1 calc R . . C37 C 0.3247(3) 0.3844(3) 0.4752(2) 0.0422(12) Uani 1 1 d . . . C13 C 1.0029(3) -0.2426(3) 0.61622(19) 0.0441(12) Uani 1 1 d . . . H13 H 1.0251 -0.2553 0.5747 0.053 Uiso 1 1 calc R . . C21 C 0.7826(3) 0.2466(3) 1.2383(2) 0.0468(12) Uani 1 1 d . . . C28 C 0.8544(4) 0.4805(3) 1.2344(2) 0.0551(14) Uani 1 1 d . . . H28 H 0.8841 0.5235 1.2051 0.066 Uiso 1 1 calc R . . C12 C 1.0103(3) -0.1554(3) 0.63532(19) 0.0488(13) Uani 1 1 d . . . H12A H 1.0359 -0.1089 0.6067 0.059 Uiso 1 1 calc R . . C30 C 1.2242(4) -0.2372(3) 0.2997(3) 0.0603(15) Uani 1 1 d . . . C17 C 0.7975(4) 0.1493(3) 1.1582(2) 0.0630(16) Uani 1 1 d . . . H17 H 0.8171 0.1383 1.1161 0.076 Uiso 1 1 calc R . . C23 C 0.7702(4) 0.3549(4) 1.3220(2) 0.0625(15) Uani 1 1 d . . . C38 C 0.3877(3) 0.3377(3) 0.4277(2) 0.0553(14) Uani 1 1 d . . . H38 H 0.3819 0.3619 0.3856 0.066 Uiso 1 1 calc R . . C27 C 0.8302(4) 0.5046(3) 1.2965(3) 0.0669(16) Uani 1 1 d . . . H27 H 0.8415 0.5630 1.3079 0.080 Uiso 1 1 calc R . . C19 C 0.7324(4) 0.0908(4) 1.2584(3) 0.0810(19) Uani 1 1 d . . . H19 H 0.7079 0.0421 1.2856 0.097 Uiso 1 1 calc R . . C32 C 1.2838(4) -0.2617(5) 0.1885(3) 0.0778(19) Uani 1 1 d . . . C33 C 1.2937(5) -0.3229(6) 0.1419(3) 0.105(3) Uani 1 1 d . . . H33 H 1.3243 -0.3043 0.1022 0.126 Uiso 1 1 calc R . . C25 C 0.7158(4) 0.1977(4) 1.3449(3) 0.0842(19) Uani 1 1 d . . . H25 H 0.6900 0.1518 1.3739 0.101 Uiso 1 1 calc R . . C20 C 0.7417(4) 0.1770(4) 1.2813(2) 0.0635(15) Uani 1 1 d . . . C18 C 0.7587(5) 0.0785(4) 1.1976(3) 0.086(2) Uani 1 1 d . . . H18 H 0.7508 0.0219 1.1820 0.104 Uiso 1 1 calc R . . C69 C 1.2030(5) -0.1258(4) 0.3983(4) 0.106(2) Uani 1 1 d . . . H69 H 1.1949 -0.0895 0.4327 0.127 Uiso 1 1 calc R . . C26 C 0.7898(4) 0.4409(4) 1.3395(2) 0.0787(18) Uani 1 1 d . . . H26 H 0.7750 0.4546 1.3814 0.094 Uiso 1 1 calc R . . C35 C 1.2581(5) -0.1462(4) 0.2897(4) 0.085(2) Uani 1 1 d . . . C29 C 1.1728(4) -0.2182(4) 0.4032(3) 0.0842(19) Uani 1 1 d . . . H29 H 1.1445 -0.2420 0.4423 0.101 Uiso 1 1 calc R . . C36 C 1.2443(6) -0.0942(5) 0.3405(4) 0.118(3) Uani 1 1 d . . . H36 H 1.2641 -0.0339 0.3353 0.142 Uiso 1 1 calc R . . C24 C 0.7272(4) 0.2819(4) 1.3649(2) 0.0784(18) Uani 1 1 d . . . H24 H 0.7072 0.2934 1.4069 0.094 Uiso 1 1 calc R . . C34 C 1.2610(5) -0.4095(5) 0.1509(3) 0.108(2) Uani 1 1 d . . . H34 H 1.2696 -0.4500 0.1187 0.129 Uiso 1 1 calc R . . O5 O 0.6473(3) 0.2660(2) 0.02165(17) 0.0815(12) Uani 1 1 d G . . H5A H 0.6914 0.2752 0.0450 0.122 Uiso 1 1 d G . . H5B H 0.6187 0.2192 0.0387 0.122 Uiso 1 1 d G . . C74 C 1.3149(5) -0.1692(5) 0.1830(4) 0.107(3) Uani 1 1 d . . . H74 H 1.3464 -0.1473 0.1443 0.128 Uiso 1 1 calc R . . C75 C 1.2131(4) -0.4354(4) 0.2120(3) 0.0821(19) Uani 1 1 d . . . H75 H 1.1884 -0.4934 0.2192 0.099 Uiso 1 1 calc R . . C73 C 1.3012(5) -0.1127(5) 0.2302(4) 0.115(3) Uani 1 1 d . . . H73 H 1.3200 -0.0520 0.2236 0.138 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0281(6) 0.0176(4) 0.0352(5) -0.0031(4) -0.0002(4) -0.0004(4) Mn2 0.0348(4) 0.0232(3) 0.0361(4) -0.0021(3) 0.0040(3) -0.0027(3) Mn3 0.0471(5) 0.0250(3) 0.0413(4) -0.0017(3) 0.0029(3) -0.0028(3) Mn4 0.0408(7) 0.0241(4) 0.0321(5) -0.0067(4) -0.0002(4) 0.0010(4) O6 0.032(2) 0.0287(14) 0.0380(17) -0.0011(13) 0.0030(14) 0.0037(13) O4 0.056(2) 0.0305(15) 0.0391(19) -0.0002(14) 0.0034(16) 0.0033(14) O8 0.037(2) 0.0217(14) 0.058(2) 0.0023(14) -0.0083(15) 0.0033(13) O7 0.043(2) 0.0272(15) 0.069(2) -0.0016(15) -0.0031(17) -0.0030(14) O2 0.074(3) 0.0329(16) 0.0384(19) -0.0166(15) -0.0075(17) -0.0027(15) O9 0.034(2) 0.0395(16) 0.0446(19) 0.0080(14) 0.0030(15) 0.0012(14) O1 0.052(2) 0.0418(16) 0.0425(19) -0.0129(15) 0.0054(16) -0.0161(15) O15 0.053(2) 0.0265(15) 0.050(2) -0.0100(14) -0.0012(16) -0.0159(14) O3 0.044(2) 0.0284(15) 0.0418(18) 0.0063(14) -0.0001(15) 0.0008(14) N13 0.023(2) 0.0326(19) 0.068(3) -0.0043(18) -0.0009(19) 0.0114(17) O10 0.036(2) 0.0515(18) 0.068(2) -0.0198(16) -0.0029(17) 0.0098(15) N1 0.075(3) 0.0218(18) 0.028(2) 0.0007(16) 0.0018(19) -0.0175(18) C7 0.049(3) 0.024(2) 0.041(3) -0.008(2) -0.004(2) -0.013(2) N11 0.031(2) 0.0205(18) 0.068(3) -0.0003(18) 0.0097(19) 0.0068(15) O14 0.050(2) 0.0497(19) 0.077(3) 0.0147(18) -0.0068(19) 0.0119(16) O13 0.087(3) 0.0321(16) 0.052(2) -0.0071(16) 0.0001(19) -0.0127(17) N9 0.063(3) 0.038(2) 0.041(2) -0.0087(19) 0.002(2) 0.0121(19) C14 0.052(3) 0.026(2) 0.030(3) -0.012(2) 0.003(2) -0.004(2) C67 0.037(3) 0.020(2) 0.065(3) -0.001(2) 0.003(2) -0.001(2) C59 0.039(3) 0.032(2) 0.048(3) 0.001(2) 0.002(2) 0.002(2) C44 0.038(3) 0.030(2) 0.053(3) -0.005(2) 0.000(2) 0.002(2) N8 0.038(3) 0.0323(19) 0.048(2) 0.0017(18) 0.0039(19) 0.0051(17) N2 0.065(3) 0.030(2) 0.041(2) -0.0099(18) 0.004(2) -0.0148(18) C9 0.051(3) 0.029(2) 0.029(3) -0.009(2) -0.007(2) -0.005(2) N4 0.050(3) 0.038(2) 0.047(3) 0.0031(19) 0.000(2) -0.0119(18) C64 0.037(3) 0.032(2) 0.032(3) -0.006(2) -0.003(2) 0.000(2) C52 0.025(3) 0.034(2) 0.050(3) -0.006(2) 0.003(2) 0.005(2) C51 0.041(3) 0.023(2) 0.039(3) 0.000(2) 0.000(2) -0.010(2) C57 0.039(3) 0.026(2) 0.034(3) 0.0003(19) 0.002(2) 0.003(2) C62 0.041(3) 0.028(2) 0.032(3) -0.003(2) 0.003(2) 0.005(2) N5 0.044(3) 0.036(2) 0.040(2) -0.0004(19) -0.0024(19) 0.0046(18) N3 0.072(3) 0.031(2) 0.043(2) -0.0140(19) 0.003(2) -0.0113(19) N12 0.023(2) 0.036(2) 0.087(3) -0.007(2) 0.008(2) 0.0025(17) C58 0.042(3) 0.023(2) 0.054(3) 0.002(2) 0.009(2) 0.002(2) C8 0.057(3) 0.026(2) 0.036(3) -0.009(2) -0.001(2) -0.008(2) N10 0.054(3) 0.036(2) 0.041(2) -0.0060(18) -0.003(2) 0.0070(18) C1 0.070(4) 0.029(2) 0.038(3) -0.007(2) 0.011(2) -0.018(2) C48 0.040(3) 0.036(2) 0.046(3) 0.006(2) -0.005(2) 0.011(2) C53 0.038(3) 0.029(2) 0.059(3) -0.006(2) 0.002(2) 0.003(2) N7 0.059(3) 0.046(2) 0.067(3) 0.003(2) -0.005(2) -0.014(2) C54 0.034(3) 0.026(2) 0.050(3) 0.001(2) 0.006(2) 0.008(2) C45 0.035(3) 0.033(2) 0.040(3) 0.004(2) -0.005(2) -0.001(2) C11 0.077(4) 0.027(2) 0.040(3) -0.003(2) 0.005(3) -0.017(2) C66 0.034(3) 0.022(2) 0.032(2) 0.0032(19) -0.001(2) 0.0054(19) C16 0.031(3) 0.031(2) 0.036(3) -0.004(2) -0.005(2) -0.002(2) C61 0.043(3) 0.023(2) 0.055(3) 0.005(2) 0.004(2) 0.002(2) C49 0.050(4) 0.046(3) 0.038(3) -0.001(2) 0.002(2) -0.006(2) C60 0.036(3) 0.023(2) 0.046(3) 0.002(2) 0.000(2) 0.008(2) C2 0.047(3) 0.025(2) 0.032(3) -0.008(2) 0.007(2) -0.014(2) C4 0.055(3) 0.029(2) 0.039(3) 0.000(2) -0.005(2) -0.016(2) C31 0.033(3) 0.059(3) 0.078(4) 0.024(3) 0.000(3) 0.003(3) C47 0.051(3) 0.027(2) 0.040(3) -0.005(2) -0.005(2) 0.012(2) N6 0.060(3) 0.048(2) 0.051(3) 0.004(2) 0.008(2) 0.002(2) C5 0.049(3) 0.032(2) 0.032(3) -0.011(2) -0.002(2) -0.007(2) C65 0.031(3) 0.029(2) 0.047(3) 0.003(2) 0.000(2) 0.000(2) C43 0.037(3) 0.034(2) 0.045(3) 0.003(2) -0.002(2) 0.000(2) C46 0.056(4) 0.044(3) 0.035(3) -0.004(2) -0.008(2) 0.006(2) C68 0.035(3) 0.027(2) 0.079(4) -0.004(2) -0.006(3) -0.001(2) C40 0.055(4) 0.038(3) 0.059(3) -0.016(3) 0.003(3) 0.008(2) C6 0.082(4) 0.028(2) 0.043(3) -0.011(2) 0.006(3) -0.027(2) C22 0.038(3) 0.052(3) 0.034(3) 0.002(2) 0.002(2) -0.001(2) C50 0.039(3) 0.024(2) 0.035(3) 0.002(2) -0.002(2) 0.0016(19) C56 0.032(3) 0.030(2) 0.086(4) 0.004(2) 0.011(3) -0.002(2) C42 0.034(3) 0.027(2) 0.050(3) 0.000(2) 0.008(2) 0.004(2) C39 0.045(3) 0.052(3) 0.052(3) 0.001(3) 0.012(3) 0.015(2) C72 0.045(4) 0.029(2) 0.067(4) -0.001(3) -0.015(3) -0.002(2) C15 0.051(3) 0.030(2) 0.040(3) -0.009(2) -0.003(2) 0.000(2) C10 0.079(4) 0.032(2) 0.034(3) -0.007(2) 0.007(3) -0.011(2) C3 0.050(3) 0.025(2) 0.043(3) -0.006(2) -0.002(2) -0.012(2) C55 0.034(3) 0.034(3) 0.090(4) -0.002(3) 0.010(3) 0.004(2) C41 0.053(4) 0.042(3) 0.053(3) -0.009(2) -0.004(3) 0.011(2) C37 0.040(3) 0.028(2) 0.055(3) 0.003(2) -0.005(2) 0.001(2) C13 0.061(4) 0.038(2) 0.036(3) -0.016(2) 0.004(2) -0.013(2) C21 0.042(3) 0.051(3) 0.042(3) 0.009(3) 0.001(2) -0.006(2) C28 0.070(4) 0.042(3) 0.053(3) -0.007(3) -0.012(3) -0.004(3) C12 0.076(4) 0.034(2) 0.037(3) -0.003(2) 0.003(3) -0.018(2) C30 0.042(4) 0.041(3) 0.095(5) 0.018(3) -0.012(3) -0.009(2) C17 0.086(4) 0.042(3) 0.065(4) 0.007(3) -0.006(3) -0.029(3) C23 0.062(4) 0.070(4) 0.047(4) -0.009(3) 0.003(3) 0.004(3) C38 0.050(4) 0.054(3) 0.047(3) 0.010(2) 0.008(3) 0.012(2) C27 0.082(5) 0.054(3) 0.065(4) -0.022(3) -0.014(3) 0.001(3) C19 0.104(5) 0.063(4) 0.076(5) 0.028(4) -0.001(4) -0.043(3) C32 0.042(4) 0.093(5) 0.077(5) 0.034(4) 0.010(3) 0.005(3) C33 0.093(6) 0.118(6) 0.068(5) 0.038(5) 0.020(4) 0.024(5) C25 0.070(5) 0.099(5) 0.069(5) 0.029(4) 0.010(3) -0.013(4) C20 0.059(4) 0.080(4) 0.043(3) 0.022(3) 0.007(3) -0.016(3) C18 0.124(6) 0.063(4) 0.078(5) 0.012(4) -0.009(4) -0.044(4) C69 0.113(6) 0.071(5) 0.151(7) -0.023(5) -0.046(5) -0.032(4) C26 0.101(5) 0.081(4) 0.042(4) -0.016(3) -0.001(3) 0.018(4) C35 0.069(5) 0.062(4) 0.124(6) 0.028(4) -0.023(4) -0.028(3) C29 0.099(5) 0.064(4) 0.098(5) -0.010(4) -0.016(4) -0.030(4) C36 0.143(8) 0.076(5) 0.155(8) 0.016(5) -0.054(6) -0.060(5) C24 0.076(5) 0.107(5) 0.038(3) 0.005(4) 0.014(3) -0.001(4) C34 0.115(6) 0.101(5) 0.080(5) -0.001(4) 0.019(4) 0.026(4) O5 0.061(3) 0.058(2) 0.130(3) 0.003(2) -0.008(2) -0.0310(19) C74 0.048(4) 0.091(6) 0.154(8) 0.071(5) 0.013(5) -0.009(4) C75 0.102(5) 0.074(4) 0.053(4) -0.003(3) 0.021(3) 0.008(3) C73 0.064(5) 0.089(6) 0.171(9) 0.065(6) -0.007(6) -0.015(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O15 2.115(2) 2_767 ? Mn1 O15 2.115(2) . ? Mn1 O8 2.130(3) 2_767 ? Mn1 O8 2.130(3) . ? Mn1 O6 2.251(2) . ? Mn1 O6 2.251(2) 2_767 ? Mn2 O9 2.072(3) . ? Mn2 O1 2.147(3) . ? Mn2 N4 2.243(3) . ? Mn2 O6 2.244(2) . ? Mn2 N5 2.284(3) . ? Mn2 O7 2.342(3) . ? Mn3 O14 2.088(3) . ? Mn3 O13 2.095(3) . ? Mn3 O3 2.226(3) . ? Mn3 N6 2.237(4) . ? Mn3 N7 2.257(4) . ? Mn3 O4 2.457(3) . ? Mn4 O2 2.107(3) 2_746 ? Mn4 O2 2.107(3) . ? Mn4 O10 2.158(3) . ? Mn4 O10 2.158(3) 2_746 ? Mn4 O3 2.266(2) 2_746 ? Mn4 O3 2.266(2) . ? O6 C62 1.276(5) . ? O4 C51 1.254(4) . ? O8 C64 1.266(4) . ? O7 C62 1.247(4) . ? O2 C15 1.245(4) . ? O9 C64 1.248(4) . ? O1 C16 1.273(4) . ? O15 C16 1.244(4) 2_767 ? O3 C51 1.274(4) . ? N13 C59 1.343(5) . ? N13 N12 1.354(4) . ? O10 C72 1.249(5) . ? N1 C7 1.327(4) . ? N1 C8 1.335(4) . ? C7 N2 1.338(4) . ? C7 C5 1.457(5) . ? N11 C59 1.338(4) . ? N11 C58 1.351(5) . ? O14 C72 1.281(5) 2_746 ? O13 C15 1.261(4) 2_746 ? N9 C43 1.322(4) . ? N9 N10 1.368(4) . ? C14 C11 1.382(5) . ? C14 C13 1.382(5) . ? C14 C15 1.500(5) . ? C67 C68 1.367(5) . ? C67 C66 1.391(5) . ? C59 C60 1.465(5) . ? C44 N10 1.318(5) . ? C44 N8 1.361(5) . ? C44 C45 1.470(5) . ? N8 C43 1.330(4) . ? N2 N3 1.361(4) . ? C9 C10 1.384(5) . ? C9 C12 1.388(5) . ? C9 C8 1.465(5) . ? N4 C17 1.320(5) . ? N4 C21 1.347(5) . ? C64 C66 1.492(5) . ? C52 C53 1.387(4) . ? C52 C57 1.395(5) . ? C51 C50 1.504(5) . ? C57 C56 1.374(5) . ? C57 C62 1.490(5) . ? N5 C28 1.329(5) . ? N5 C22 1.365(4) . ? N3 C8 1.320(4) . ? N12 C58 1.318(4) . ? C58 C54 1.471(5) . ? C1 C6 1.365(5) . ? C1 C2 1.379(4) . ? C48 C45 1.382(5) . ? C48 C49 1.383(5) . ? C53 C54 1.388(5) . ? N7 C29 1.310(6) . ? N7 C30 1.345(5) . ? C54 C55 1.378(5) . ? C45 C46 1.386(5) . ? C11 C10 1.361(5) . ? C66 C65 1.388(4) . ? C16 O15 1.244(4) 2_767 ? C16 C2 1.489(5) . ? C61 C65 1.372(5) 1_465 ? C61 C60 1.383(5) . ? C49 C50 1.384(5) . ? C60 C68 1.394(4) 1_465 ? C2 C3 1.382(5) . ? C4 C3 1.364(5) . ? C4 C5 1.395(5) . ? C31 N6 1.356(5) . ? C31 C30 1.403(6) . ? C31 C32 1.430(6) . ? C47 C46 1.369(5) . ? C47 C50 1.381(5) . ? N6 C75 1.328(5) . ? C5 C6 1.383(5) . ? C65 C61 1.372(5) 1_645 ? C43 C42 1.480(5) . ? C68 C60 1.394(4) 1_645 ? C40 C41 1.377(5) . ? C40 C37 1.382(5) . ? C22 C23 1.398(5) . ? C22 C21 1.435(5) . ? C56 C55 1.390(5) . ? C42 C41 1.368(5) . ? C42 C39 1.386(5) . ? C39 C38 1.386(5) . ? C72 O14 1.281(5) 2_746 ? C72 C37 1.501(5) 2_656 ? C15 O13 1.261(4) 2_746 ? C37 C38 1.384(5) . ? C37 C72 1.501(5) 2_656 ? C13 C12 1.367(5) . ? C21 C20 1.409(5) . ? C28 C27 1.395(5) . ? C30 C35 1.427(6) . ? C17 C18 1.370(5) . ? C23 C26 1.391(6) . ? C23 C24 1.454(6) . ? C27 C26 1.349(6) . ? C19 C18 1.328(6) . ? C19 C20 1.396(6) . ? C32 C33 1.374(7) . ? C32 C74 1.432(8) . ? C33 C34 1.360(7) . ? C25 C24 1.351(6) . ? C25 C20 1.413(6) . ? C69 C36 1.356(8) . ? C69 C29 1.426(6) . ? C35 C36 1.356(8) . ? C35 C73 1.403(8) . ? C34 C75 1.424(7) . ? C74 C73 1.333(8) . ? 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 O15 Mn1 O15 180.000(1) 2_767 . ? O15 Mn1 O8 89.22(10) 2_767 2_767 ? O15 Mn1 O8 90.78(10) . 2_767 ? O15 Mn1 O8 90.78(10) 2_767 . ? O15 Mn1 O8 89.22(10) . . ? O8 Mn1 O8 180.00(11) 2_767 . ? O15 Mn1 O6 87.74(9) 2_767 . ? O15 Mn1 O6 92.26(9) . . ? O8 Mn1 O6 90.83(10) 2_767 . ? O8 Mn1 O6 89.17(10) . . ? O15 Mn1 O6 92.26(9) 2_767 2_767 ? O15 Mn1 O6 87.74(9) . 2_767 ? O8 Mn1 O6 89.17(10) 2_767 2_767 ? O8 Mn1 O6 90.83(10) . 2_767 ? O6 Mn1 O6 180.000(1) . 2_767 ? O9 Mn2 O1 94.12(11) . . ? O9 Mn2 N4 100.61(11) . . ? O1 Mn2 N4 87.32(12) . . ? O9 Mn2 O6 97.41(10) . . ? O1 Mn2 O6 108.86(10) . . ? N4 Mn2 O6 154.81(11) . . ? O9 Mn2 N5 98.06(12) . . ? O1 Mn2 N5 158.53(12) . . ? N4 Mn2 N5 73.13(13) . . ? O6 Mn2 N5 87.08(10) . . ? O9 Mn2 O7 154.30(10) . . ? O1 Mn2 O7 92.41(10) . . ? N4 Mn2 O7 104.51(12) . . ? O6 Mn2 O7 57.02(9) . . ? N5 Mn2 O7 84.22(11) . . ? O14 Mn3 O13 93.84(12) . . ? O14 Mn3 O3 103.90(12) . . ? O13 Mn3 O3 103.70(10) . . ? O14 Mn3 N6 102.22(13) . . ? O13 Mn3 N6 89.96(14) . . ? O3 Mn3 N6 149.47(12) . . ? O14 Mn3 N7 93.69(14) . . ? O13 Mn3 N7 162.60(14) . . ? O3 Mn3 N7 89.66(13) . . ? N6 Mn3 N7 73.11(15) . . ? O14 Mn3 O4 158.50(11) . . ? O13 Mn3 O4 98.36(11) . . ? O3 Mn3 O4 56.01(9) . . ? N6 Mn3 O4 95.46(11) . . ? N7 Mn3 O4 79.73(12) . . ? O2 Mn4 O2 180.000(1) 2_746 . ? O2 Mn4 O10 88.83(11) 2_746 . ? O2 Mn4 O10 91.17(11) . . ? O2 Mn4 O10 91.17(11) 2_746 2_746 ? O2 Mn4 O10 88.83(11) . 2_746 ? O10 Mn4 O10 180.000(1) . 2_746 ? O2 Mn4 O3 90.96(9) 2_746 2_746 ? O2 Mn4 O3 89.04(9) . 2_746 ? O10 Mn4 O3 89.36(10) . 2_746 ? O10 Mn4 O3 90.64(10) 2_746 2_746 ? O2 Mn4 O3 89.04(9) 2_746 . ? O2 Mn4 O3 90.96(9) . . ? O10 Mn4 O3 90.64(10) . . ? O10 Mn4 O3 89.36(10) 2_746 . ? O3 Mn4 O3 180.00(11) 2_746 . ? C62 O6 Mn2 92.6(2) . . ? C62 O6 Mn1 134.4(3) . . ? Mn2 O6 Mn1 104.44(9) . . ? C51 O4 Mn3 85.6(2) . . ? C64 O8 Mn1 127.8(3) . . ? C62 O7 Mn2 88.9(2) . . ? C15 O2 Mn4 151.7(3) . . ? C64 O9 Mn2 134.9(3) . . ? C16 O1 Mn2 113.2(2) . . ? C16 O15 Mn1 159.9(3) 2_767 . ? C51 O3 Mn3 95.7(2) . . ? C51 O3 Mn4 145.4(3) . . ? Mn3 O3 Mn4 104.13(10) . . ? C59 N13 N12 108.1(3) . . ? C72 O10 Mn4 131.4(3) . . ? C7 N1 C8 105.5(3) . . ? N1 C7 N2 107.7(3) . . ? N1 C7 C5 127.4(4) . . ? N2 C7 C5 124.8(3) . . ? C59 N11 C58 102.5(3) . . ? C72 O14 Mn3 128.3(3) 2_746 . ? C15 O13 Mn3 119.5(3) 2_746 . ? C43 N9 N10 109.2(3) . . ? C11 C14 C13 118.2(4) . . ? C11 C14 C15 121.6(4) . . ? C13 C14 C15 120.2(4) . . ? C68 C67 C66 120.6(4) . . ? N11 C59 N13 110.9(4) . . ? N11 C59 C60 124.5(4) . . ? N13 C59 C60 124.6(4) . . ? N10 C44 N8 113.6(3) . . ? N10 C44 C45 124.0(4) . . ? N8 C44 C45 122.3(4) . . ? C43 N8 C44 103.1(3) . . ? C7 N2 N3 110.6(3) . . ? C10 C9 C12 118.9(4) . . ? C10 C9 C8 120.8(4) . . ? C12 C9 C8 120.3(4) . . ? C17 N4 C21 118.2(4) . . ? C17 N4 Mn2 125.3(3) . . ? C21 N4 Mn2 116.5(3) . . ? O9 C64 O8 125.2(4) . . ? O9 C64 C66 117.2(3) . . ? O8 C64 C66 117.6(4) . . ? C53 C52 C57 120.1(4) . . ? O4 C51 O3 121.8(4) . . ? O4 C51 C50 119.0(4) . . ? O3 C51 C50 119.0(4) . . ? C56 C57 C52 119.6(3) . . ? C56 C57 C62 121.1(4) . . ? C52 C57 C62 119.2(4) . . ? O7 C62 O6 120.5(3) . . ? O7 C62 C57 120.4(4) . . ? O6 C62 C57 119.0(4) . . ? C28 N5 C22 117.5(4) . . ? C28 N5 Mn2 127.7(3) . . ? C22 N5 Mn2 114.8(3) . . ? C8 N3 N2 102.5(3) . . ? C58 N12 N13 104.3(3) . . ? N12 C58 N11 114.2(3) . . ? N12 C58 C54 122.5(4) . . ? N11 C58 C54 123.3(4) . . ? N3 C8 N1 113.7(3) . . ? N3 C8 C9 122.8(4) . . ? N1 C8 C9 123.5(4) . . ? C44 N10 N9 103.4(3) . . ? C6 C1 C2 120.4(4) . . ? C45 C48 C49 120.4(4) . . ? C52 C53 C54 120.3(4) . . ? C29 N7 C30 117.6(4) . . ? C29 N7 Mn3 127.4(4) . . ? C30 N7 Mn3 114.7(3) . . ? C55 C54 C53 118.9(3) . . ? C55 C54 C58 119.6(4) . . ? C53 C54 C58 121.5(4) . . ? C48 C45 C46 118.0(4) . . ? C48 C45 C44 119.5(4) . . ? C46 C45 C44 122.5(4) . . ? C10 C11 C14 121.1(4) . . ? C65 C66 C67 118.8(4) . . ? C65 C66 C64 119.6(4) . . ? C67 C66 C64 121.3(3) . . ? O15 C16 O1 123.8(4) 2_767 . ? O15 C16 C2 117.1(4) 2_767 . ? O1 C16 C2 119.1(3) . . ? C65 C61 C60 121.4(4) 1_465 . ? C48 C49 C50 120.9(4) . . ? C61 C60 C68 118.1(4) . 1_465 ? C61 C60 C59 120.3(3) . . ? C68 C60 C59 121.6(4) 1_465 . ? C1 C2 C3 118.5(3) . . ? C1 C2 C16 122.3(3) . . ? C3 C2 C16 119.2(3) . . ? C3 C4 C5 119.6(4) . . ? N6 C31 C30 117.7(5) . . ? N6 C31 C32 121.8(6) . . ? C30 C31 C32 120.4(6) . . ? C46 C47 C50 120.3(4) . . ? C75 N6 C31 119.4(4) . . ? C75 N6 Mn3 125.0(3) . . ? C31 N6 Mn3 115.5(3) . . ? C6 C5 C4 118.6(3) . . ? C6 C5 C7 120.7(3) . . ? C4 C5 C7 120.8(4) . . ? C61 C65 C66 120.1(4) 1_645 . ? N9 C43 N8 110.6(3) . . ? N9 C43 C42 124.5(4) . . ? N8 C43 C42 124.7(4) . . ? C47 C46 C45 121.7(4) . . ? C67 C68 C60 120.9(4) . 1_645 ? C41 C40 C37 120.6(4) . . ? C1 C6 C5 121.2(3) . . ? N5 C22 C23 122.1(4) . . ? N5 C22 C21 117.2(4) . . ? C23 C22 C21 120.6(4) . . ? C47 C50 C49 118.6(4) . . ? C47 C50 C51 120.9(4) . . ? C49 C50 C51 120.4(4) . . ? C57 C56 C55 119.8(4) . . ? C41 C42 C39 119.6(4) . . ? C41 C42 C43 121.4(4) . . ? C39 C42 C43 118.9(4) . . ? C42 C39 C38 119.9(4) . . ? O10 C72 O14 124.9(4) . 2_746 ? O10 C72 C37 119.6(4) . 2_656 ? O14 C72 C37 115.4(4) 2_746 2_656 ? O2 C15 O13 124.9(4) . 2_746 ? O2 C15 C14 117.6(4) . . ? O13 C15 C14 117.4(4) 2_746 . ? C11 C10 C9 120.6(4) . . ? C4 C3 C2 121.7(3) . . ? C54 C55 C56 121.2(4) . . ? C42 C41 C40 120.6(4) . . ? C40 C37 C38 118.9(4) . . ? C40 C37 C72 119.5(4) . 2_656 ? C38 C37 C72 121.4(4) . 2_656 ? C12 C13 C14 121.3(4) . . ? N4 C21 C20 121.4(5) . . ? N4 C21 C22 118.2(4) . . ? C20 C21 C22 120.3(5) . . ? N5 C28 C27 123.8(4) . . ? C13 C12 C9 119.9(4) . . ? N7 C30 C31 118.5(4) . . ? N7 C30 C35 122.8(6) . . ? C31 C30 C35 118.7(6) . . ? N4 C17 C18 123.2(5) . . ? C26 C23 C22 117.7(5) . . ? C26 C23 C24 124.8(5) . . ? C22 C23 C24 117.5(5) . . ? C37 C38 C39 120.4(4) . . ? C26 C27 C28 118.1(5) . . ? C18 C19 C20 119.9(5) . . ? C33 C32 C31 116.1(6) . . ? C33 C32 C74 127.0(6) . . ? C31 C32 C74 116.9(6) . . ? C34 C33 C32 123.3(6) . . ? C24 C25 C20 122.3(5) . . ? C19 C20 C21 117.4(5) . . ? C19 C20 C25 124.6(5) . . ? C21 C20 C25 118.0(5) . . ? C19 C18 C17 119.8(5) . . ? C36 C69 C29 115.8(6) . . ? C27 C26 C23 120.9(5) . . ? C36 C35 C73 122.7(7) . . ? C36 C35 C30 116.3(6) . . ? C73 C35 C30 121.0(7) . . ? N7 C29 C69 124.2(6) . . ? C35 C36 C69 123.3(7) . . ? C25 C24 C23 121.2(5) . . ? C33 C34 C75 117.0(6) . . ? C73 C74 C32 123.7(7) . . ? N6 C75 C34 122.3(5) . . ? C74 C73 C35 119.2(7) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.389 _refine_diff_density_min -0.353 _refine_diff_density_rms 0.065 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.500 66 10 ' ' 2 0.087 0.063 -0.001 33 3 ' ' 3 -0.088 0.937 1.001 33 4 ' ' 4 0.500 0.403 0.630 975 206 ' ' _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 939915' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_exp_2348 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H30 N6 O17 Zn4' _chemical_formula_weight 1032.18 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' O O 0.0106 0.0060 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M Cc 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' _cell_length_a 20.321(6) _cell_length_b 12.9865(16) _cell_length_c 14.312(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.21(2) _cell_angle_gamma 90.00 _cell_volume 3728.2(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.839 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 2.628 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9396 _exptl_absorpt_correction_T_max 0.9396 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5345 _diffrn_reflns_av_R_equivalents 0.0976 _diffrn_reflns_av_sigmaI/netI 0.1930 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4354 _reflns_number_gt 2620 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1533P)^2^+26.2958P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 10(10) _refine_ls_number_reflns 4354 _refine_ls_number_parameters 532 _refine_ls_number_restraints 1532 _refine_ls_R_factor_all 0.1441 _refine_ls_R_factor_gt 0.1027 _refine_ls_wR_factor_ref 0.3252 _refine_ls_wR_factor_gt 0.2708 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 0.915 _refine_ls_shift/su_max 0.151 _refine_ls_shift/su_mean 0.008 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 0.74235(12) 0.7765(2) 0.50278(19) 0.0298(7) Uani 1 1 d U . . Zn2 Zn -0.10046(12) 0.77560(19) 0.5075(2) 0.0302(7) Uani 1 1 d U . . Zn3 Zn 0.77088(13) 0.4417(2) 0.6752(2) 0.0381(8) Uani 1 1 d U . . Zn4 Zn -0.08401(13) 0.4248(2) 0.6281(2) 0.0345(7) Uani 1 1 d U . . N1 N 0.3507(8) 0.4086(15) 0.4582(13) 0.026(3) Uani 1 1 d U . . N2 N 0.2828(8) 0.4124(15) 0.4621(13) 0.028(3) Uani 1 1 d U . . N3 N 0.3122(9) 0.5674(14) 0.4252(14) 0.027(3) Uani 1 1 d U . . N4 N 0.3772(8) 0.7945(13) 0.6764(13) 0.025(3) Uani 1 1 d U . . N5 N 0.3079(8) 0.7967(14) 0.6816(13) 0.025(3) Uani 1 1 d U . . N6 N 0.3451(9) 0.6343(15) 0.7016(13) 0.027(3) Uani 1 1 d U . . O1 O 0.6506(8) 0.7315(12) 0.4611(13) 0.037(3) Uani 1 1 d U . . O2 O 0.6821(7) 0.5728(12) 0.4218(11) 0.032(3) Uani 1 1 d U . . O3 O 0.7333(8) 0.8090(14) 0.6332(11) 0.039(4) Uani 1 1 d U . . H3A H 0.7704 0.8311 0.6622 0.059 Uiso 1 1 d R . . H3B H 0.7038 0.8554 0.6327 0.059 Uiso 1 1 d R . . O4 O -0.0208(8) 0.7268(13) 0.4692(13) 0.039(3) Uani 1 1 d U . . O5 O -0.0595(8) 0.5767(12) 0.4096(13) 0.039(3) Uani 1 1 d U . . O6 O -0.1801(9) 0.6930(11) 0.5069(14) 0.036(3) Uani 1 1 d U . . O7 O -0.0630(7) 0.8084(13) 0.6446(10) 0.035(4) Uani 1 1 d U . . H7A H -0.0492 0.7527 0.6722 0.043 Uiso 1 1 d R . . H7C H -0.0302 0.8496 0.6480 0.043 Uiso 1 1 d R . . O8 O 0.7179(7) 0.6402(12) 0.7295(11) 0.032(3) Uani 1 1 d U . . O9 O 0.6813(7) 0.4840(14) 0.6870(11) 0.038(3) Uani 1 1 d U . . O10 O 0.7351(9) 0.4083(15) 0.5261(14) 0.051(4) Uani 1 1 d U . . H10A H 0.7194 0.4619 0.4964 0.062 Uiso 1 1 d R . . H10B H 0.7052 0.3621 0.5234 0.062 Uiso 1 1 d R . . O11 O 0.7986(9) 0.4529(13) 0.8318(12) 0.044(4) Uani 1 1 d U . . H11B H 0.8291 0.4093 0.8501 0.065 Uiso 1 1 d R . . H11C H 0.8128 0.5132 0.8465 0.065 Uiso 1 1 d R . . O12 O -0.0248(7) 0.6276(13) 0.7061(12) 0.038(3) Uani 1 1 d U . . O13 O 0.0054(8) 0.4791(13) 0.6605(12) 0.038(3) Uani 1 1 d U . . O14 O -0.1552(9) 0.5273(12) 0.6446(13) 0.038(3) Uani 1 1 d U . . O15 O -0.0826(8) 0.3959(12) 0.4919(12) 0.038(4) Uani 1 1 d U . . H15A H -0.0757 0.4525 0.4652 0.046 Uiso 1 1 d R . . H15B H -0.1192 0.3702 0.4652 0.046 Uiso 1 1 d R . . C1 C 0.6398(10) 0.6330(18) 0.4366(17) 0.031(3) Uani 1 1 d U . . C2 C 0.5674(10) 0.6064(17) 0.4345(16) 0.026(3) Uani 1 1 d U . . C3 C 0.5503(10) 0.4998(18) 0.4184(15) 0.026(3) Uani 1 1 d U . . H3 H 0.5830 0.4524 0.4093 0.031 Uiso 1 1 calc R . . C4 C 0.4844(10) 0.4670(17) 0.4166(15) 0.025(3) Uani 1 1 d U . . H4 H 0.4722 0.3987 0.4042 0.030 Uiso 1 1 calc R . . C5 C 0.4366(10) 0.5421(17) 0.4344(16) 0.027(3) Uani 1 1 d U . . C6 C 0.4545(10) 0.6438(17) 0.4523(16) 0.028(3) Uani 1 1 d U . . H6 H 0.4237 0.6910 0.4682 0.033 Uiso 1 1 calc R . . C7 C 0.5205(10) 0.6751(17) 0.4459(17) 0.028(3) Uani 1 1 d U . . H7 H 0.5313 0.7447 0.4498 0.033 Uiso 1 1 calc R . . C8 C 0.3657(10) 0.5039(16) 0.4409(16) 0.022(3) Uani 1 1 d U . . C9 C 0.2621(10) 0.5013(19) 0.4386(16) 0.028(3) Uani 1 1 d U . . C10 C 0.1898(10) 0.5421(18) 0.4322(17) 0.029(3) Uani 1 1 d U . . C11 C 0.1367(10) 0.4694(19) 0.4124(17) 0.031(3) Uani 1 1 d U . . H11 H 0.1458 0.4010 0.4000 0.038 Uiso 1 1 calc R . . C12 C 0.0725(11) 0.5008(19) 0.4117(17) 0.035(3) Uani 1 1 d U . . H12 H 0.0377 0.4545 0.3944 0.042 Uiso 1 1 calc R . . C13 C 0.0585(11) 0.600(2) 0.4362(19) 0.035(3) Uani 1 1 d U . . C14 C 0.1114(11) 0.673(2) 0.4639(17) 0.034(3) Uani 1 1 d U . . H14 H 0.1038 0.7374 0.4891 0.041 Uiso 1 1 calc R . . C15 C 0.1787(11) 0.6390(19) 0.4496(17) 0.033(3) Uani 1 1 d U . . H15 H 0.2132 0.6866 0.4529 0.040 Uiso 1 1 calc R . . C16 C -0.0142(11) 0.638(2) 0.4390(18) 0.036(3) Uani 1 1 d U . . C17 C 0.6711(10) 0.5762(18) 0.7096(17) 0.027(3) Uani 1 1 d U . . C18 C 0.5993(11) 0.6048(19) 0.7030(16) 0.029(3) Uani 1 1 d U . . C19 C 0.5513(10) 0.5381(18) 0.6773(16) 0.029(3) Uani 1 1 d U . . H19 H 0.5624 0.4719 0.6607 0.035 Uiso 1 1 calc R . . C20 C 0.4830(11) 0.5634(18) 0.6739(17) 0.030(3) Uani 1 1 d U . . H20 H 0.4501 0.5142 0.6565 0.036 Uiso 1 1 calc R . . C21 C 0.4661(10) 0.6629(17) 0.6969(16) 0.028(3) Uani 1 1 d U . . C22 C 0.5168(10) 0.7343(17) 0.7259(17) 0.027(3) Uani 1 1 d U . . H22 H 0.5066 0.8005 0.7439 0.032 Uiso 1 1 calc R . . C23 C 0.5857(11) 0.7033(18) 0.7274(17) 0.031(3) Uani 1 1 d U . . H23 H 0.6202 0.7500 0.7449 0.037 Uiso 1 1 calc R . . C24 C 0.3971(10) 0.6965(17) 0.6935(16) 0.026(3) Uani 1 1 d U . . C25 C 0.2899(10) 0.7019(17) 0.6908(17) 0.028(3) Uani 1 1 d U . . C26 C 0.2215(10) 0.6681(18) 0.6982(17) 0.029(3) Uani 1 1 d U . . C27 C 0.2019(11) 0.5668(18) 0.6727(18) 0.030(3) Uani 1 1 d U . . H27 H 0.2327 0.5205 0.6551 0.036 Uiso 1 1 calc R . . C28 C 0.1380(10) 0.5365(18) 0.6739(17) 0.030(3) Uani 1 1 d U . . H28 H 0.1265 0.4681 0.6610 0.036 Uiso 1 1 calc R . . C29 C 0.0902(11) 0.6033(19) 0.6934(18) 0.033(3) Uani 1 1 d U . . C30 C 0.1071(11) 0.6996(19) 0.7161(17) 0.032(3) Uani 1 1 d U . . H30 H 0.0745 0.7457 0.7285 0.038 Uiso 1 1 calc R . . C31 C 0.1743(10) 0.7340(18) 0.7220(18) 0.031(3) Uani 1 1 d U . . H31 H 0.1859 0.8006 0.7418 0.037 Uiso 1 1 calc R . . C32 C 0.0164(11) 0.5665(18) 0.6861(18) 0.031(3) Uani 1 1 d U . . O16 O 0.8439(8) 0.9179(13) 0.7285(13) 0.046(5) Uani 1 1 d U . . H16A H 0.8521 0.9775 0.7521 0.069 Uiso 1 1 d R . . H16B H 0.8807 0.8855 0.7334 0.069 Uiso 1 1 d R . . O17 O 0.8043(10) 0.2968(15) 0.3932(14) 0.056(5) Uani 1 1 d U . . H17A H 0.7972 0.2323 0.3913 0.084 Uiso 1 1 d R . . H17B H 0.7724 0.3254 0.4151 0.084 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 Zn1 0.0149(12) 0.0242(14) 0.0514(17) 0.0045(13) 0.0083(11) -0.0011(11) Zn2 0.0098(12) 0.0216(13) 0.0593(18) -0.0015(13) 0.0054(11) 0.0042(11) Zn3 0.0163(14) 0.0277(14) 0.073(2) 0.0094(15) 0.0152(13) 0.0062(12) Zn4 0.0106(12) 0.0241(13) 0.069(2) 0.0029(14) 0.0087(12) -0.0035(12) N1 0.011(5) 0.025(6) 0.043(6) -0.001(5) 0.007(5) 0.002(5) N2 0.009(5) 0.028(6) 0.047(6) 0.000(6) 0.001(5) 0.002(5) N3 0.011(5) 0.024(5) 0.048(6) -0.004(5) 0.007(5) -0.003(5) N4 0.013(5) 0.017(5) 0.047(6) 0.001(5) 0.015(5) 0.000(5) N5 0.014(5) 0.019(5) 0.046(6) 0.003(5) 0.013(5) 0.000(5) N6 0.014(5) 0.025(5) 0.045(6) -0.004(5) 0.012(5) -0.003(5) O1 0.020(6) 0.025(6) 0.067(6) 0.004(6) 0.007(5) -0.008(5) O2 0.016(5) 0.028(6) 0.052(6) 0.006(5) 0.012(5) 0.002(5) O3 0.033(8) 0.041(8) 0.043(8) 0.006(7) 0.001(7) -0.011(7) O4 0.019(5) 0.035(5) 0.064(6) -0.007(5) 0.011(5) -0.003(5) O5 0.021(5) 0.023(6) 0.073(6) -0.004(5) 0.012(5) -0.001(5) O6 0.019(5) 0.020(5) 0.069(7) 0.001(6) 0.005(5) -0.005(6) O7 0.022(7) 0.036(8) 0.043(9) 0.002(7) -0.011(6) -0.001(7) O8 0.016(6) 0.026(7) 0.053(8) 0.010(7) 0.003(6) -0.003(6) O9 0.012(5) 0.036(6) 0.066(6) -0.003(6) 0.006(5) 0.010(5) O10 0.037(7) 0.041(7) 0.074(7) 0.009(6) 0.001(6) 0.011(6) O11 0.031(8) 0.036(9) 0.062(10) 0.003(8) 0.001(8) 0.013(8) O12 0.016(5) 0.032(5) 0.067(6) 0.000(5) 0.005(5) -0.001(5) O13 0.020(5) 0.030(5) 0.064(6) -0.001(5) 0.008(5) -0.005(5) O14 0.022(6) 0.028(6) 0.063(7) 0.007(6) 0.001(5) -0.003(6) O15 0.027(8) 0.020(7) 0.064(9) -0.011(7) -0.005(7) -0.001(7) C1 0.016(6) 0.022(6) 0.056(6) 0.008(6) 0.009(6) -0.007(6) C2 0.011(5) 0.022(5) 0.047(6) 0.004(5) 0.013(5) -0.001(5) C3 0.011(5) 0.024(6) 0.045(6) 0.003(6) 0.012(5) -0.004(5) C4 0.012(5) 0.019(6) 0.045(6) -0.005(6) 0.010(5) 0.001(5) C5 0.013(5) 0.022(5) 0.047(6) -0.001(5) 0.007(5) -0.004(5) C6 0.012(5) 0.022(5) 0.051(6) 0.000(5) 0.009(5) 0.001(5) C7 0.013(5) 0.018(5) 0.052(6) 0.005(5) 0.007(5) -0.006(5) C8 0.005(5) 0.011(6) 0.050(6) -0.005(6) 0.005(5) 0.002(5) C9 0.011(6) 0.032(6) 0.043(6) -0.003(6) 0.006(5) 0.003(6) C10 0.011(5) 0.028(5) 0.050(5) -0.003(5) 0.008(5) 0.003(5) C11 0.011(6) 0.031(6) 0.051(6) -0.006(6) 0.004(5) 0.005(6) C12 0.015(6) 0.028(6) 0.062(6) -0.008(6) 0.005(5) 0.002(6) C13 0.014(5) 0.031(6) 0.060(6) -0.006(6) 0.008(5) 0.003(5) C14 0.016(5) 0.030(5) 0.057(5) -0.004(5) 0.006(5) -0.001(5) C15 0.016(5) 0.027(5) 0.056(6) -0.005(5) 0.003(5) 0.001(5) C16 0.015(5) 0.032(6) 0.061(6) -0.008(6) 0.003(5) -0.001(5) C17 0.012(6) 0.025(6) 0.048(6) -0.001(6) 0.012(5) 0.010(6) C18 0.016(6) 0.029(6) 0.042(6) 0.003(6) 0.007(5) 0.006(6) C19 0.014(5) 0.028(5) 0.047(5) -0.001(5) 0.009(5) 0.005(5) C20 0.014(5) 0.029(5) 0.047(5) -0.001(5) 0.006(5) 0.001(5) C21 0.014(5) 0.026(5) 0.047(6) 0.002(5) 0.010(5) -0.002(5) C22 0.012(5) 0.024(6) 0.046(6) 0.001(6) 0.009(5) 0.005(5) C23 0.014(6) 0.028(6) 0.051(6) 0.002(6) 0.004(5) 0.001(6) C24 0.015(5) 0.020(5) 0.046(6) -0.002(5) 0.011(5) 0.001(5) C25 0.014(5) 0.023(5) 0.050(6) 0.003(5) 0.014(5) -0.007(5) C26 0.013(5) 0.024(5) 0.053(5) 0.001(5) 0.011(5) -0.003(5) C27 0.014(5) 0.025(5) 0.053(6) 0.004(5) 0.009(5) -0.002(5) C28 0.012(5) 0.023(5) 0.055(5) 0.001(5) 0.007(5) -0.006(5) C29 0.015(5) 0.031(6) 0.054(6) 0.000(6) 0.008(5) -0.003(5) C30 0.015(5) 0.031(6) 0.052(6) 0.001(5) 0.012(5) -0.005(5) C31 0.015(6) 0.026(6) 0.051(6) -0.002(6) 0.009(5) -0.004(5) C32 0.011(5) 0.026(6) 0.057(6) 0.002(6) 0.008(5) -0.007(5) O16 0.025(9) 0.028(9) 0.081(13) -0.004(9) -0.001(8) 0.006(8) O17 0.038(9) 0.039(9) 0.089(12) 0.008(9) 0.004(9) 0.000(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O6 1.907(17) 1_655 ? Zn1 O3 1.950(16) . ? Zn1 O1 1.954(15) . ? Zn1 N2 2.068(19) 3 ? Zn2 O4 1.898(16) . ? Zn2 O6 1.940(16) . ? Zn2 O7 2.033(14) . ? Zn2 N1 2.060(19) 3_455 ? Zn3 O9 1.934(15) . ? Zn3 O14 1.973(18) 1_655 ? Zn3 N5 2.026(18) 3_545 ? Zn3 O10 2.185(19) . ? Zn3 O10 2.185(19) 1 ? Zn3 O11 2.226(18) . ? Zn3 Zn4 3.136(3) 1_655 ? Zn4 O13 1.934(16) . ? Zn4 O15 1.990(18) . ? Zn4 O14 2.008(18) . ? Zn4 N4 2.033(17) 3_445 ? Zn4 Zn3 3.136(3) 1_455 ? N1 C8 1.31(3) . ? N1 N2 1.39(2) . ? N1 Zn2 2.060(19) 3_545 ? N2 C9 1.26(3) . ? N2 Zn1 2.068(19) 3_445 ? N3 C8 1.35(3) . ? N3 C9 1.37(3) . ? N4 C24 1.35(3) . ? N4 N5 1.42(2) . ? N4 Zn4 2.033(17) 3 ? N5 C25 1.30(3) . ? N5 Zn3 2.026(18) 3_455 ? N6 C24 1.35(3) . ? N6 C25 1.41(3) . ? O1 C1 1.34(3) . ? O2 O2 0.00(5) 1 ? O2 C1 1.20(3) . ? O4 C16 1.25(3) . ? O5 O5 0.00(3) 1 ? O5 C16 1.24(3) . ? O6 Zn1 1.907(17) 1_455 ? O8 C17 1.26(3) . ? O9 C17 1.27(3) . ? O10 O10 0.00(7) 1 ? O12 O12 0.00(3) 1 ? O12 C32 1.22(3) . ? O13 C32 1.20(3) . ? O14 Zn3 1.973(18) 1_455 ? C1 O2 1.20(3) 1 ? C1 C2 1.51(3) . ? C2 C7 1.33(3) . ? C2 C3 1.44(3) . ? C3 C4 1.40(3) . ? C4 C5 1.43(3) . ? C5 C6 1.38(3) . ? C5 C8 1.54(3) . ? C6 C7 1.42(3) . ? C9 C10 1.55(3) . ? C10 C15 1.31(3) . ? C10 C11 1.43(3) . ? C11 C12 1.37(3) . ? C12 C13 1.38(3) . ? C13 C14 1.44(3) . ? C13 C16 1.56(3) . ? C14 C15 1.48(3) . ? C16 O5 1.24(3) 1 ? C17 C18 1.49(3) . ? C18 C19 1.31(3) . ? C18 C23 1.37(3) . ? C19 C20 1.42(3) . ? C20 C21 1.39(3) . ? C21 C22 1.40(3) . ? C21 C24 1.46(3) . ? C22 C23 1.45(3) . ? C25 C26 1.48(3) . ? C26 C31 1.37(3) . ? C26 C27 1.41(3) . ? C27 C28 1.36(3) . ? C28 C29 1.36(3) . ? C29 C30 1.32(3) . ? C29 C32 1.56(3) . ? C30 C31 1.43(3) . ? C32 O12 1.22(3) 1 ? O16 O16 0.00(6) 1 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Zn1 O3 107.3(8) 1_655 . ? O6 Zn1 O1 125.7(7) 1_655 . ? O3 Zn1 O1 97.2(7) . . ? O6 Zn1 N2 97.5(7) 1_655 3 ? O3 Zn1 N2 100.8(7) . 3 ? O1 Zn1 N2 124.9(7) . 3 ? O4 Zn2 O6 124.3(7) . . ? O4 Zn2 O7 98.3(7) . . ? O6 Zn2 O7 107.7(8) . . ? O4 Zn2 N1 124.6(7) . 3_455 ? O6 Zn2 N1 96.1(7) . 3_455 ? O7 Zn2 N1 103.9(7) . 3_455 ? O9 Zn3 O14 128.3(7) . 1_655 ? O9 Zn3 N5 127.5(7) . 3_545 ? O14 Zn3 N5 104.1(7) 1_655 3_545 ? O9 Zn3 O10 88.3(7) . . ? O14 Zn3 O10 92.4(8) 1_655 . ? N5 Zn3 O10 85.6(8) 3_545 . ? O9 Zn3 O10 88.3(7) . 1 ? O14 Zn3 O10 92.4(8) 1_655 1 ? N5 Zn3 O10 85.6(8) 3_545 1 ? O10 Zn3 O10 0.0(15) . 1 ? O9 Zn3 O11 89.1(7) . . ? O14 Zn3 O11 96.2(7) 1_655 . ? N5 Zn3 O11 89.0(7) 3_545 . ? O10 Zn3 O11 170.8(7) . . ? O10 Zn3 O11 170.8(7) 1 . ? O9 Zn3 Zn4 165.7(5) . 1_655 ? O14 Zn3 Zn4 38.4(5) 1_655 1_655 ? N5 Zn3 Zn4 65.7(5) 3_545 1_655 ? O10 Zn3 Zn4 87.3(5) . 1_655 ? O10 Zn3 Zn4 87.3(5) 1 1_655 ? O11 Zn3 Zn4 97.2(5) . 1_655 ? O13 Zn4 O15 98.2(7) . . ? O13 Zn4 O14 113.4(7) . . ? O15 Zn4 O14 111.4(7) . . ? O13 Zn4 N4 128.5(7) . 3_445 ? O15 Zn4 N4 104.1(7) . 3_445 ? O14 Zn4 N4 100.7(7) . 3_445 ? O13 Zn4 Zn3 143.3(5) . 1_455 ? O15 Zn4 Zn3 112.7(5) . 1_455 ? O14 Zn4 Zn3 37.6(5) . 1_455 ? N4 Zn4 Zn3 63.7(5) 3_445 1_455 ? C8 N1 N2 103.8(18) . . ? C8 N1 Zn2 138.0(14) . 3_545 ? N2 N1 Zn2 116.3(14) . 3_545 ? C9 N2 N1 108.3(19) . . ? C9 N2 Zn1 136.7(15) . 3_445 ? N1 N2 Zn1 115.0(14) . 3_445 ? C8 N3 C9 101.0(17) . . ? C24 N4 N5 106.3(17) . . ? C24 N4 Zn4 136.6(14) . 3 ? N5 N4 Zn4 116.2(13) . 3 ? C25 N5 N4 106.5(17) . . ? C25 N5 Zn3 141.1(15) . 3_455 ? N4 N5 Zn3 112.3(13) . 3_455 ? C24 N6 C25 103.7(17) . . ? C1 O1 Zn1 118.4(14) . . ? O2 O2 C1 0(10) 1 . ? C16 O4 Zn2 123.5(16) . . ? O5 O5 C16 0(10) 1 . ? Zn1 O6 Zn2 111.7(7) 1_455 . ? C17 O9 Zn3 119.1(15) . . ? O10 O10 Zn3 0(10) 1 . ? O12 O12 C32 0(10) 1 . ? C32 O13 Zn4 122.6(16) . . ? Zn3 O14 Zn4 103.9(7) 1_455 . ? O2 C1 O2 0.0(19) 1 . ? O2 C1 O1 125.2(19) 1 . ? O2 C1 O1 125.2(19) . . ? O2 C1 C2 125(2) 1 . ? O2 C1 C2 125(2) . . ? O1 C1 C2 110(2) . . ? C7 C2 C3 120.3(18) . . ? C7 C2 C1 124(2) . . ? C3 C2 C1 115.8(19) . . ? C4 C3 C2 120(2) . . ? C3 C4 C5 118(2) . . ? C6 C5 C4 121.3(19) . . ? C6 C5 C8 121.1(19) . . ? C4 C5 C8 117.4(18) . . ? C5 C6 C7 119(2) . . ? C2 C7 C6 121(2) . . ? N1 C8 N3 113.7(17) . . ? N1 C8 C5 124.4(18) . . ? N3 C8 C5 121.9(18) . . ? N2 C9 N3 112.9(19) . . ? N2 C9 C10 127(2) . . ? N3 C9 C10 120(2) . . ? C15 C10 C11 122(2) . . ? C15 C10 C9 121(2) . . ? C11 C10 C9 118(2) . . ? C12 C11 C10 120(2) . . ? C11 C12 C13 121(2) . . ? C12 C13 C14 121(2) . . ? C12 C13 C16 122(2) . . ? C14 C13 C16 117(2) . . ? C13 C14 C15 115(2) . . ? C10 C15 C14 120(2) . . ? O5 C16 O5 0.0(15) 1 . ? O5 C16 O4 126(2) 1 . ? O5 C16 O4 126(2) . . ? O5 C16 C13 117(2) 1 . ? O5 C16 C13 117(2) . . ? O4 C16 C13 117(2) . . ? O8 C17 O9 122.1(19) . . ? O8 C17 C18 123(2) . . ? O9 C17 C18 115(2) . . ? C19 C18 C23 121(2) . . ? C19 C18 C17 122(2) . . ? C23 C18 C17 117(2) . . ? C18 C19 C20 122(2) . . ? C21 C20 C19 119(2) . . ? C20 C21 C22 119.2(19) . . ? C20 C21 C24 123(2) . . ? C22 C21 C24 118(2) . . ? C21 C22 C23 119(2) . . ? C18 C23 C22 119(2) . . ? N4 C24 N6 111.4(18) . . ? N4 C24 C21 123(2) . . ? N6 C24 C21 125(2) . . ? N5 C25 N6 111.7(18) . . ? N5 C25 C26 125(2) . . ? N6 C25 C26 123.2(19) . . ? C31 C26 C27 118(2) . . ? C31 C26 C25 123(2) . . ? C27 C26 C25 119(2) . . ? C28 C27 C26 120(2) . . ? C27 C28 C29 122(2) . . ? C30 C29 C28 119(2) . . ? C30 C29 C32 121(2) . . ? C28 C29 C32 120(2) . . ? C29 C30 C31 121(2) . . ? C26 C31 C30 120(2) . . ? O13 C32 O12 126(2) . 1 ? O13 C32 O12 126(2) . . ? O12 C32 O12 0.0(17) 1 . ? O13 C32 C29 116(2) . . ? O12 C32 C29 118(2) 1 . ? O12 C32 C29 118(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C8 N1 N2 C9 7(2) . . . . ? Zn2 N1 N2 C9 173.6(15) 3_545 . . . ? C8 N1 N2 Zn1 -173.8(13) . . . 3_445 ? Zn2 N1 N2 Zn1 -6.7(19) 3_545 . . 3_445 ? C24 N4 N5 C25 -6(3) . . . . ? Zn4 N4 N5 C25 164.7(15) 3 . . . ? C24 N4 N5 Zn3 172.4(14) . . . 3_455 ? Zn4 N4 N5 Zn3 -16.5(19) 3 . . 3_455 ? O6 Zn1 O1 C1 3(2) 1_655 . . . ? O3 Zn1 O1 C1 -114.5(17) . . . . ? N2 Zn1 O1 C1 136.9(17) 3 . . . ? O6 Zn2 O4 C16 1(2) . . . . ? O7 Zn2 O4 C16 119(2) . . . . ? N1 Zn2 O4 C16 -127(2) 3_455 . . . ? O4 Zn2 O6 Zn1 -157.9(9) . . . 1_455 ? O7 Zn2 O6 Zn1 88.6(10) . . . 1_455 ? N1 Zn2 O6 Zn1 -18.1(11) 3_455 . . 1_455 ? O14 Zn3 O9 C17 -26(2) 1_655 . . . ? N5 Zn3 O9 C17 159.0(17) 3_545 . . . ? O10 Zn3 O9 C17 -117.9(18) . . . . ? O10 Zn3 O9 C17 -117.9(18) 1 . . . ? O11 Zn3 O9 C17 70.9(17) . . . . ? Zn4 Zn3 O9 C17 -46(3) 1_655 . . . ? O9 Zn3 O10 O10 0.0(13) . . . 1 ? O14 Zn3 O10 O10 0.0(13) 1_655 . . 1 ? N5 Zn3 O10 O10 0.0(13) 3_545 . . 1 ? O11 Zn3 O10 O10 0(2) . . . 1 ? Zn4 Zn3 O10 O10 0.0(12) 1_655 . . 1 ? O15 Zn4 O13 C32 116(2) . . . . ? O14 Zn4 O13 C32 -1(2) . . . . ? N4 Zn4 O13 C32 -128(2) 3_445 . . . ? Zn3 Zn4 O13 C32 -32(3) 1_455 . . . ? O13 Zn4 O14 Zn3 -150.5(8) . . . 1_455 ? O15 Zn4 O14 Zn3 99.8(9) . . . 1_455 ? N4 Zn4 O14 Zn3 -10.1(10) 3_445 . . 1_455 ? O2 O2 C1 O1 0.0(17) 1 . . . ? O2 O2 C1 C2 0.0(6) 1 . . . ? Zn1 O1 C1 O2 -14(3) . . . 1 ? Zn1 O1 C1 O2 -14(3) . . . . ? Zn1 O1 C1 C2 163.5(14) . . . . ? O2 C1 C2 C7 -176(2) 1 . . . ? O2 C1 C2 C7 -176(2) . . . . ? O1 C1 C2 C7 6(3) . . . . ? O2 C1 C2 C3 3(3) 1 . . . ? O2 C1 C2 C3 3(3) . . . . ? O1 C1 C2 C3 -173.9(19) . . . . ? C7 C2 C3 C4 -1(3) . . . . ? C1 C2 C3 C4 179(2) . . . . ? C2 C3 C4 C5 -2(3) . . . . ? C3 C4 C5 C6 0(3) . . . . ? C3 C4 C5 C8 -174.8(19) . . . . ? C4 C5 C6 C7 5(4) . . . . ? C8 C5 C6 C7 180(2) . . . . ? C3 C2 C7 C6 7(4) . . . . ? C1 C2 C7 C6 -174(2) . . . . ? C5 C6 C7 C2 -8(4) . . . . ? N2 N1 C8 N3 -5(3) . . . . ? Zn2 N1 C8 N3 -168.0(16) 3_545 . . . ? N2 N1 C8 C5 177(2) . . . . ? Zn2 N1 C8 C5 14(4) 3_545 . . . ? C9 N3 C8 N1 2(2) . . . . ? C9 N3 C8 C5 -180(2) . . . . ? C6 C5 C8 N1 -155(2) . . . . ? C4 C5 C8 N1 20(3) . . . . ? C6 C5 C8 N3 28(3) . . . . ? C4 C5 C8 N3 -157(2) . . . . ? N1 N2 C9 N3 -5(3) . . . . ? Zn1 N2 C9 N3 174.9(16) 3_445 . . . ? N1 N2 C9 C10 180(2) . . . . ? Zn1 N2 C9 C10 0(4) 3_445 . . . ? C8 N3 C9 N2 2(2) . . . . ? C8 N3 C9 C10 177(2) . . . . ? N2 C9 C10 C15 149(3) . . . . ? N3 C9 C10 C15 -26(3) . . . . ? N2 C9 C10 C11 -28(4) . . . . ? N3 C9 C10 C11 158(2) . . . . ? C15 C10 C11 C12 0(4) . . . . ? C9 C10 C11 C12 176(2) . . . . ? C10 C11 C12 C13 -4(4) . . . . ? C11 C12 C13 C14 -1(4) . . . . ? C11 C12 C13 C16 -178(2) . . . . ? C12 C13 C14 C15 9(4) . . . . ? C16 C13 C14 C15 -173(2) . . . . ? C11 C10 C15 C14 10(4) . . . . ? C9 C10 C15 C14 -167(2) . . . . ? C13 C14 C15 C10 -14(3) . . . . ? O5 O5 C16 O4 0.0(4) 1 . . . ? O5 O5 C16 C13 0.0(10) 1 . . . ? Zn2 O4 C16 O5 17(4) . . . 1 ? Zn2 O4 C16 O5 17(4) . . . . ? Zn2 O4 C16 C13 -164.1(16) . . . . ? C12 C13 C16 O5 -7(4) . . . 1 ? C14 C13 C16 O5 176(2) . . . 1 ? C12 C13 C16 O5 -7(4) . . . . ? C14 C13 C16 O5 176(2) . . . . ? C12 C13 C16 O4 175(2) . . . . ? C14 C13 C16 O4 -3(4) . . . . ? Zn3 O9 C17 O8 -4(3) . . . . ? Zn3 O9 C17 C18 171.5(14) . . . . ? O8 C17 C18 C19 176(2) . . . . ? O9 C17 C18 C19 1(3) . . . . ? O8 C17 C18 C23 -5(4) . . . . ? O9 C17 C18 C23 179(2) . . . . ? C23 C18 C19 C20 0(4) . . . . ? C17 C18 C19 C20 178(2) . . . . ? C18 C19 C20 C21 1(4) . . . . ? C19 C20 C21 C22 -2(3) . . . . ? C19 C20 C21 C24 179(2) . . . . ? C20 C21 C22 C23 2(3) . . . . ? C24 C21 C22 C23 -178(2) . . . . ? C19 C18 C23 C22 1(4) . . . . ? C17 C18 C23 C22 -178(2) . . . . ? C21 C22 C23 C18 -2(3) . . . . ? N5 N4 C24 N6 5(3) . . . . ? Zn4 N4 C24 N6 -163.5(17) 3 . . . ? N5 N4 C24 C21 -178(2) . . . . ? Zn4 N4 C24 C21 13(4) 3 . . . ? C25 N6 C24 N4 -2(2) . . . . ? C25 N6 C24 C21 -178(2) . . . . ? C20 C21 C24 N4 -152(2) . . . . ? C22 C21 C24 N4 29(3) . . . . ? C20 C21 C24 N6 25(4) . . . . ? C22 C21 C24 N6 -154(2) . . . . ? N4 N5 C25 N6 6(3) . . . . ? Zn3 N5 C25 N6 -172.5(18) 3_455 . . . ? N4 N5 C25 C26 -180(2) . . . . ? Zn3 N5 C25 C26 2(4) 3_455 . . . ? C24 N6 C25 N5 -3(3) . . . . ? C24 N6 C25 C26 -178(2) . . . . ? N5 C25 C26 C31 -18(4) . . . . ? N6 C25 C26 C31 156(2) . . . . ? N5 C25 C26 C27 156(2) . . . . ? N6 C25 C26 C27 -30(3) . . . . ? C31 C26 C27 C28 -1(4) . . . . ? C25 C26 C27 C28 -176(2) . . . . ? C26 C27 C28 C29 4(4) . . . . ? C27 C28 C29 C30 -3(4) . . . . ? C27 C28 C29 C32 175(2) . . . . ? C28 C29 C30 C31 -1(4) . . . . ? C32 C29 C30 C31 -179(2) . . . . ? C27 C26 C31 C30 -3(4) . . . . ? C25 C26 C31 C30 172(2) . . . . ? C29 C30 C31 C26 4(4) . . . . ? Zn4 O13 C32 O12 9(4) . . . 1 ? Zn4 O13 C32 O12 9(4) . . . . ? Zn4 O13 C32 C29 -170.3(15) . . . . ? O12 O12 C32 O13 0.0(13) 1 . . . ? O12 O12 C32 C29 0(2) 1 . . . ? C30 C29 C32 O13 176(2) . . . . ? C28 C29 C32 O13 -2(4) . . . . ? C30 C29 C32 O12 -3(4) . . . 1 ? C28 C29 C32 O12 178(2) . . . 1 ? C30 C29 C32 O12 -3(4) . . . . ? C28 C29 C32 O12 178(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O16 H16B O7 0.85 2.10 2.79(2) 138.1 1_655 O15 H15B O17 0.85 1.97 2.81(2) 171.2 1_455 O11 H11C O17 0.85 2.57 3.36(3) 156.2 2_565 O11 H11B O6 0.85 2.64 3.12(2) 116.8 2_665 O11 H11B O5 0.85 2.29 2.95(2) 133.7 2_665 O17 H17B O10 0.85 2.15 2.92(3) 150.4 1 O15 H15A O5 0.85 1.85 2.70(2) 178.7 1 O10 H10A O2 0.85 1.88 2.73(2) 175.0 1 O7 H7A O12 0.85 1.75 2.58(2) 168.4 1 O3 H3A O16 0.85 1.99 2.82(2) 164.8 1 _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 2.080 _refine_diff_density_min -1.101 _refine_diff_density_rms 0.253 _database_code_depnum_ccdc_archive 'CCDC 939916' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_dfgh _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H19 Cd N3 O9' _chemical_formula_weight 509.75 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5531(16) _cell_length_b 8.5859(16) _cell_length_c 14.526(3) _cell_angle_alpha 74.229(3) _cell_angle_beta 86.484(3) _cell_angle_gamma 65.613(3) _cell_volume 933.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.814 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 512 _exptl_absorpt_coefficient_mu 1.227 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7913 _exptl_absorpt_correction_T_max 0.7913 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5363 _diffrn_reflns_av_R_equivalents 0.0182 _diffrn_reflns_av_sigmaI/netI 0.0349 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3281 _reflns_number_gt 3000 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0579P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3281 _refine_ls_number_parameters 282 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0306 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0881 _refine_ls_wR_factor_gt 0.0764 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 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 0.06013(3) 0.76064(3) 1.068547(15) 0.02421(11) Uani 1 1 d . . . O2 O 0.2738(3) 0.6548(3) 0.96613(17) 0.0314(6) Uani 1 1 d . . . O3 O 1.0568(3) 1.4553(3) 0.11782(17) 0.0339(6) Uani 1 1 d . . . O4 O 0.9675(3) 1.6407(3) 0.20684(17) 0.0310(6) Uani 1 1 d . . . O6 O 0.1355(3) 0.9450(3) 0.93288(18) 0.0321(6) Uani 1 1 d . . . O9 O -0.1677(4) 0.8121(4) 0.96647(19) 0.0323(6) Uani 1 1 d . . . H7 H -0.1300 0.7491 0.9333 0.048 Uiso 1 1 d R . . O11 O 0.2664(3) 0.8183(4) 1.14161(18) 0.0363(6) Uani 1 1 d . . . H4 H 0.2800 0.7895 1.1966 0.054 Uiso 1 1 d R . . H11B H 0.2672 0.7851 1.0926 0.054 Uiso 1 1 d R . . N N 0.7640(4) 0.7686(4) 0.55656(19) 0.0265(6) Uani 1 1 d . . . N1 N 0.6651(3) 1.0578(4) 0.54508(18) 0.0224(6) Uani 1 1 d . . . N2 N 0.8333(4) 0.8450(4) 0.48044(19) 0.0256(6) Uani 1 1 d . . . C1 C 0.2534(4) 0.8079(5) 0.9157(2) 0.0235(7) Uani 1 1 d . . . C2 C 0.6644(4) 0.9003(4) 0.5934(2) 0.0207(7) Uani 1 1 d . . . C3 C 0.7485(5) 1.3230(5) 0.3938(3) 0.0303(8) Uani 1 1 d . . . H19 H 0.6648 1.3675 0.4351 0.036 Uiso 1 1 calc R . . C4 C 0.8214(4) 1.1424(4) 0.4009(2) 0.0216(7) Uani 1 1 d . . . C5 C 0.9446(5) 1.0794(5) 0.3363(2) 0.0284(8) Uani 1 1 d . . . H12 H 0.9935 0.9590 0.3396 0.034 Uiso 1 1 calc R . . C6 C 0.5649(4) 0.8738(4) 0.6789(2) 0.0216(7) Uani 1 1 d . . . C8 C 0.4785(5) 0.6840(5) 0.8054(3) 0.0326(8) Uani 1 1 d . . . H9 H 0.4869 0.5709 0.8372 0.039 Uiso 1 1 calc R . . C9 C 0.3681(4) 0.8293(4) 0.8361(2) 0.0224(7) Uani 1 1 d . . . C10 C 0.3604(5) 0.9957(5) 0.7885(3) 0.0350(9) Uani 1 1 d . . . H11 H 0.2888 1.0937 0.8094 0.042 Uiso 1 1 calc R . . C11 C 0.4573(5) 1.0186(5) 0.7107(3) 0.0338(8) Uani 1 1 d . . . H13 H 0.4505 1.1314 0.6795 0.041 Uiso 1 1 calc R . . C17 C 0.5762(5) 0.7066(5) 0.7276(3) 0.0338(9) Uani 1 1 d . . . H17 H 0.6503 0.6084 0.7078 0.041 Uiso 1 1 calc R . . C20 C 0.7730(4) 1.0177(4) 0.4744(2) 0.0220(7) Uani 1 1 d . . . C24 C 0.9869(4) 1.4950(5) 0.1904(2) 0.0245(7) Uani 1 1 d . . . C25 C 0.8005(5) 1.4380(5) 0.3248(3) 0.0307(8) Uani 1 1 d . . . H25 H 0.7516 1.5587 0.3208 0.037 Uiso 1 1 calc R . . C26 C 0.9242(4) 1.3741(5) 0.2623(2) 0.0234(7) Uani 1 1 d . . . C32 C 0.9936(4) 1.1941(5) 0.2684(2) 0.0266(7) Uani 1 1 d . . . H36 H 1.0747 1.1505 0.2258 0.032 Uiso 1 1 calc R . . O13 O 0.5917(4) 0.6933(4) 0.0654(2) 0.0567(8) Uani 1 1 d . . . H13A H 0.6628 0.6209 0.1071 0.085 Uiso 1 1 d R . . H13B H 0.5112 0.6752 0.0883 0.085 Uiso 1 1 d R . . O16 O 0.3403(4) 0.7089(4) 0.3377(2) 0.0458(7) Uani 1 1 d . . . O17 O 0.0693(4) 0.6072(4) 0.3880(2) 0.0379(6) Uani 1 1 d . . . H17B H 0.0294 0.6349 0.3318 0.057 Uiso 1 1 d R . . H1 H -0.201(7) 0.914(8) 0.934(4) 0.071(18) Uiso 1 1 d . . . H2 H 0.349(7) 0.776(8) 0.371(4) 0.075(17) Uiso 1 1 d . . . H6 H 0.931(9) 0.764(11) 0.444(5) 0.14(3) Uiso 1 1 d . . . H8 H 0.250(6) 0.695(6) 0.353(3) 0.043(13) Uiso 1 1 d . . . H10 H 0.127(9) 0.501(11) 0.412(5) 0.13(3) Uiso 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 0.03012(17) 0.02109(16) 0.02192(16) -0.00420(11) 0.01164(10) -0.01345(12) O2 0.0371(14) 0.0234(13) 0.0322(13) -0.0061(11) 0.0176(10) -0.0141(11) O3 0.0513(16) 0.0326(15) 0.0250(13) -0.0088(11) 0.0187(11) -0.0258(13) O4 0.0437(15) 0.0253(14) 0.0284(13) -0.0059(11) 0.0136(11) -0.0207(12) O6 0.0343(14) 0.0261(14) 0.0354(14) -0.0117(11) 0.0184(11) -0.0120(12) O9 0.0440(16) 0.0258(15) 0.0320(13) -0.0098(12) 0.0070(11) -0.0184(13) O11 0.0427(15) 0.0394(16) 0.0309(13) -0.0124(12) 0.0063(11) -0.0197(13) N 0.0349(16) 0.0249(16) 0.0219(14) -0.0063(12) 0.0125(12) -0.0161(13) N1 0.0235(14) 0.0208(15) 0.0219(14) -0.0040(11) 0.0080(11) -0.0102(12) N2 0.0341(17) 0.0224(15) 0.0211(14) -0.0035(12) 0.0104(12) -0.0150(13) C1 0.0257(18) 0.0243(18) 0.0222(16) -0.0081(14) 0.0060(13) -0.0114(15) C2 0.0187(16) 0.0206(17) 0.0217(16) -0.0027(13) 0.0058(12) -0.0094(14) C3 0.033(2) 0.0246(19) 0.0309(18) -0.0064(15) 0.0182(15) -0.0128(16) C4 0.0220(17) 0.0231(18) 0.0197(15) -0.0021(13) 0.0054(12) -0.0123(14) C5 0.034(2) 0.0196(18) 0.0301(18) -0.0054(15) 0.0092(14) -0.0112(16) C6 0.0224(17) 0.0201(17) 0.0218(16) -0.0042(13) 0.0052(13) -0.0096(14) C8 0.042(2) 0.0209(19) 0.0332(19) -0.0058(15) 0.0183(16) -0.0142(17) C9 0.0197(16) 0.0219(18) 0.0236(16) -0.0043(14) 0.0050(12) -0.0084(14) C10 0.041(2) 0.0223(19) 0.044(2) -0.0159(17) 0.0252(17) -0.0134(17) C11 0.039(2) 0.0195(18) 0.041(2) -0.0047(16) 0.0207(16) -0.0144(17) C17 0.039(2) 0.0240(19) 0.037(2) -0.0090(16) 0.0248(17) -0.0133(17) C20 0.0230(17) 0.0237(18) 0.0185(15) -0.0007(13) 0.0027(12) -0.0123(15) C24 0.0246(17) 0.0234(18) 0.0248(17) -0.0028(14) 0.0016(13) -0.0115(15) C25 0.031(2) 0.0198(18) 0.037(2) -0.0062(15) 0.0104(15) -0.0092(16) C26 0.0237(17) 0.0249(18) 0.0206(16) -0.0007(14) 0.0046(13) -0.0128(15) C32 0.0327(19) 0.0277(19) 0.0238(17) -0.0096(15) 0.0143(14) -0.0167(16) O13 0.057(2) 0.0449(19) 0.071(2) -0.0205(16) 0.0205(16) -0.0234(16) O16 0.052(2) 0.053(2) 0.0471(17) -0.0261(15) 0.0197(14) -0.0303(17) O17 0.0549(18) 0.0315(16) 0.0321(14) -0.0124(13) 0.0109(12) -0.0213(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O4 2.253(2) 1_446 ? Cd1 O2 2.326(2) . ? Cd1 O9 2.341(3) . ? Cd1 O6 2.381(2) 2_577 ? Cd1 O11 2.392(3) . ? Cd1 O6 2.407(2) . ? Cd1 O3 2.535(3) 1_446 ? Cd1 C1 2.728(3) . ? Cd1 C24 2.752(3) 1_446 ? Cd1 H11B 1.9305 . ? O2 C1 1.264(4) . ? O3 C24 1.239(4) . ? O3 Cd1 2.535(3) 1_664 ? O4 C24 1.278(4) . ? O4 Cd1 2.253(2) 1_664 ? O6 C1 1.271(4) . ? O6 Cd1 2.381(2) 2_577 ? O9 H7 0.7790 . ? O9 H1 0.81(6) . ? O11 H4 0.7705 . ? O11 H11B 0.8346 . ? N C2 1.330(4) . ? N N2 1.360(4) . ? N1 C2 1.346(4) . ? N1 C20 1.356(4) . ? N2 C20 1.333(4) . ? N2 H6 1.07(8) . ? C1 C9 1.492(4) . ? C2 C6 1.482(4) . ? C3 C4 1.388(5) . ? C3 C25 1.395(5) . ? C3 H19 0.9300 . ? C4 C5 1.403(5) . ? C4 C20 1.465(4) . ? C5 C32 1.371(5) . ? C5 H12 0.9300 . ? C6 C17 1.382(5) . ? C6 C11 1.386(5) . ? C8 C17 1.382(5) . ? C8 C9 1.388(5) . ? C8 H9 0.9300 . ? C9 C10 1.384(5) . ? C10 C11 1.379(5) . ? C10 H11 0.9300 . ? C11 H13 0.9300 . ? C17 H17 0.9300 . ? C24 C26 1.503(5) . ? C24 Cd1 2.752(3) 1_664 ? C25 C26 1.384(5) . ? C25 H25 0.9300 . ? C26 C32 1.386(5) . ? C32 H36 0.9300 . ? O13 H13A 0.8075 . ? O13 H13B 0.8003 . ? O16 H2 0.88(6) . ? O16 H8 0.83(5) . ? O17 H17B 0.8371 . ? O17 H10 0.82(8) . ? 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 Cd1 O2 135.89(9) 1_446 . ? O4 Cd1 O9 97.82(9) 1_446 . ? O2 Cd1 O9 95.20(9) . . ? O4 Cd1 O6 92.71(9) 1_446 2_577 ? O2 Cd1 O6 131.29(9) . 2_577 ? O9 Cd1 O6 77.55(9) . 2_577 ? O4 Cd1 O11 95.85(9) 1_446 . ? O2 Cd1 O11 85.85(9) . . ? O9 Cd1 O11 159.07(10) . . ? O6 Cd1 O11 86.05(9) 2_577 . ? O4 Cd1 O6 167.71(8) 1_446 . ? O2 Cd1 O6 55.26(8) . . ? O9 Cd1 O6 84.79(9) . . ? O6 Cd1 O6 76.06(9) 2_577 . ? O11 Cd1 O6 78.64(9) . . ? O4 Cd1 O3 53.97(8) 1_446 1_446 ? O2 Cd1 O3 87.44(8) . 1_446 ? O9 Cd1 O3 80.30(9) . 1_446 ? O6 Cd1 O3 136.50(8) 2_577 1_446 ? O11 Cd1 O3 120.63(9) . 1_446 ? O6 Cd1 O3 138.23(8) . 1_446 ? O4 Cd1 C1 162.70(10) 1_446 . ? O2 Cd1 C1 27.52(9) . . ? O9 Cd1 C1 90.80(9) . . ? O6 Cd1 C1 103.82(9) 2_577 . ? O11 Cd1 C1 80.47(9) . . ? O6 Cd1 C1 27.76(9) . . ? O3 Cd1 C1 113.49(9) 1_446 . ? O4 Cd1 C24 27.34(9) 1_446 1_446 ? O2 Cd1 C24 112.52(9) . 1_446 ? O9 Cd1 C24 87.47(10) . 1_446 ? O6 Cd1 C24 115.13(10) 2_577 1_446 ? O11 Cd1 C24 111.50(9) . 1_446 ? O6 Cd1 C24 164.65(9) . 1_446 ? O3 Cd1 C24 26.70(9) 1_446 1_446 ? C1 Cd1 C24 139.58(10) . 1_446 ? O4 Cd1 H11B 110.5 1_446 . ? O2 Cd1 H11B 67.4 . . ? O9 Cd1 H11B 151.4 . . ? O6 Cd1 H11B 96.7 2_577 . ? O11 Cd1 H11B 18.6 . . ? O6 Cd1 H11B 66.7 . . ? O3 Cd1 H11B 119.4 1_446 . ? C1 Cd1 H11B 63.1 . . ? C24 Cd1 H11B 119.7 1_446 . ? C1 O2 Cd1 94.25(19) . . ? C24 O3 Cd1 86.5(2) . 1_664 ? C24 O4 Cd1 98.6(2) . 1_664 ? C1 O6 Cd1 165.8(2) . 2_577 ? C1 O6 Cd1 90.3(2) . . ? Cd1 O6 Cd1 103.94(9) 2_577 . ? Cd1 O9 H7 106.9 . . ? Cd1 O9 H1 108(4) . . ? H7 O9 H1 108.6 . . ? Cd1 O11 H4 119.4 . . ? Cd1 O11 H11B 47.6 . . ? H4 O11 H11B 145.6 . . ? C2 N N2 105.3(3) . . ? C2 N1 C20 103.5(3) . . ? C20 N2 N 107.9(3) . . ? C20 N2 H6 132(4) . . ? N N2 H6 120(4) . . ? O2 C1 O6 120.1(3) . . ? O2 C1 C9 120.4(3) . . ? O6 C1 C9 119.5(3) . . ? O2 C1 Cd1 58.23(16) . . ? O6 C1 Cd1 61.94(17) . . ? C9 C1 Cd1 176.6(2) . . ? N C2 N1 112.7(3) . . ? N C2 C6 122.9(3) . . ? N1 C2 C6 124.3(3) . . ? C4 C3 C25 120.2(3) . . ? C4 C3 H19 119.9 . . ? C25 C3 H19 119.9 . . ? C3 C4 C5 118.7(3) . . ? C3 C4 C20 121.4(3) . . ? C5 C4 C20 119.9(3) . . ? C32 C5 C4 120.5(3) . . ? C32 C5 H12 119.8 . . ? C4 C5 H12 119.8 . . ? C17 C6 C11 119.1(3) . . ? C17 C6 C2 121.2(3) . . ? C11 C6 C2 119.8(3) . . ? C17 C8 C9 120.3(3) . . ? C17 C8 H9 119.9 . . ? C9 C8 H9 119.9 . . ? C10 C9 C8 118.7(3) . . ? C10 C9 C1 120.6(3) . . ? C8 C9 C1 120.6(3) . . ? C11 C10 C9 121.0(3) . . ? C11 C10 H11 119.5 . . ? C9 C10 H11 119.5 . . ? C10 C11 C6 120.1(3) . . ? C10 C11 H13 119.9 . . ? C6 C11 H13 119.9 . . ? C8 C17 C6 120.7(3) . . ? C8 C17 H17 119.6 . . ? C6 C17 H17 119.6 . . ? N2 C20 N1 110.6(3) . . ? N2 C20 C4 123.2(3) . . ? N1 C20 C4 126.2(3) . . ? O3 C24 O4 120.6(3) . . ? O3 C24 C26 121.6(3) . . ? O4 C24 C26 117.8(3) . . ? O3 C24 Cd1 66.81(18) . 1_664 ? O4 C24 Cd1 54.04(16) . 1_664 ? C26 C24 Cd1 170.6(2) . 1_664 ? C26 C25 C3 120.6(3) . . ? C26 C25 H25 119.7 . . ? C3 C25 H25 119.7 . . ? C25 C26 C32 118.9(3) . . ? C25 C26 C24 121.3(3) . . ? C32 C26 C24 119.9(3) . . ? C5 C32 C26 121.1(3) . . ? C5 C32 H36 119.4 . . ? C26 C32 H36 119.4 . . ? H13A O13 H13B 97.0 . . ? H2 O16 H8 107(4) . . ? H17B O17 H10 116.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Cd1 O2 C1 -171.42(18) 1_446 . . . ? O9 Cd1 O2 C1 81.7(2) . . . . ? O6 Cd1 O2 C1 3.7(2) 2_577 . . . ? O11 Cd1 O2 C1 -77.3(2) . . . . ? O6 Cd1 O2 C1 1.74(18) . . . . ? O3 Cd1 O2 C1 161.7(2) 1_446 . . . ? C24 Cd1 O2 C1 171.12(19) 1_446 . . . ? O4 Cd1 O6 C1 155.4(4) 1_446 . . . ? O2 Cd1 O6 C1 -1.73(18) . . . . ? O9 Cd1 O6 C1 -101.7(2) . . . . ? O6 Cd1 O6 C1 179.8(2) 2_577 . . . ? O11 Cd1 O6 C1 91.1(2) . . . . ? O3 Cd1 O6 C1 -32.6(2) 1_446 . . . ? C24 Cd1 O6 C1 -41.7(4) 1_446 . . . ? O4 Cd1 O6 Cd1 -24.4(4) 1_446 . . 2_577 ? O2 Cd1 O6 Cd1 178.45(15) . . . 2_577 ? O9 Cd1 O6 Cd1 78.44(10) . . . 2_577 ? O6 Cd1 O6 Cd1 0.0 2_577 . . 2_577 ? O11 Cd1 O6 Cd1 -88.71(10) . . . 2_577 ? O3 Cd1 O6 Cd1 147.57(10) 1_446 . . 2_577 ? C1 Cd1 O6 Cd1 -179.8(2) . . . 2_577 ? C24 Cd1 O6 Cd1 138.4(3) 1_446 . . 2_577 ? C2 N N2 C20 -0.1(4) . . . . ? Cd1 O2 C1 O6 -3.1(3) . . . . ? Cd1 O2 C1 C9 176.4(3) . . . . ? Cd1 O6 C1 O2 -177.7(7) 2_577 . . . ? Cd1 O6 C1 O2 3.0(3) . . . . ? Cd1 O6 C1 C9 2.8(11) 2_577 . . . ? Cd1 O6 C1 C9 -176.5(3) . . . . ? Cd1 O6 C1 Cd1 179.3(10) 2_577 . . . ? O4 Cd1 C1 O2 20.4(4) 1_446 . . . ? O9 Cd1 C1 O2 -99.7(2) . . . . ? O6 Cd1 C1 O2 -177.11(19) 2_577 . . . ? O11 Cd1 C1 O2 99.4(2) . . . . ? O6 Cd1 C1 O2 -176.9(3) . . . . ? O3 Cd1 C1 O2 -20.0(2) 1_446 . . . ? C24 Cd1 C1 O2 -12.7(3) 1_446 . . . ? O4 Cd1 C1 O6 -162.6(2) 1_446 . . . ? O2 Cd1 C1 O6 176.9(3) . . . . ? O9 Cd1 C1 O6 77.2(2) . . . . ? O6 Cd1 C1 O6 -0.2(2) 2_577 . . . ? O11 Cd1 C1 O6 -83.7(2) . . . . ? O3 Cd1 C1 O6 156.96(18) 1_446 . . . ? C24 Cd1 C1 O6 164.22(18) 1_446 . . . ? O4 Cd1 C1 C9 -47(4) 1_446 . . . ? O2 Cd1 C1 C9 -68(4) . . . . ? O9 Cd1 C1 C9 -167(4) . . . . ? O6 Cd1 C1 C9 115(4) 2_577 . . . ? O11 Cd1 C1 C9 32(4) . . . . ? O6 Cd1 C1 C9 116(4) . . . . ? O3 Cd1 C1 C9 -88(4) 1_446 . . . ? C24 Cd1 C1 C9 -80(4) 1_446 . . . ? N2 N C2 N1 0.2(4) . . . . ? N2 N C2 C6 -179.5(3) . . . . ? C20 N1 C2 N -0.2(4) . . . . ? C20 N1 C2 C6 179.5(3) . . . . ? C25 C3 C4 C5 -1.4(5) . . . . ? C25 C3 C4 C20 178.2(3) . . . . ? C3 C4 C5 C32 0.9(5) . . . . ? C20 C4 C5 C32 -178.7(3) . . . . ? N C2 C6 C17 2.5(5) . . . . ? N1 C2 C6 C17 -177.1(3) . . . . ? N C2 C6 C11 -176.9(3) . . . . ? N1 C2 C6 C11 3.4(5) . . . . ? C17 C8 C9 C10 -1.2(6) . . . . ? C17 C8 C9 C1 175.8(3) . . . . ? O2 C1 C9 C10 -171.9(3) . . . . ? O6 C1 C9 C10 7.6(5) . . . . ? Cd1 C1 C9 C10 -106(4) . . . . ? O2 C1 C9 C8 11.2(5) . . . . ? O6 C1 C9 C8 -169.3(3) . . . . ? Cd1 C1 C9 C8 77(4) . . . . ? C8 C9 C10 C11 1.4(6) . . . . ? C1 C9 C10 C11 -175.6(3) . . . . ? C9 C10 C11 C6 -0.1(6) . . . . ? C17 C6 C11 C10 -1.4(6) . . . . ? C2 C6 C11 C10 178.1(3) . . . . ? C9 C8 C17 C6 -0.4(6) . . . . ? C11 C6 C17 C8 1.7(6) . . . . ? C2 C6 C17 C8 -177.8(3) . . . . ? N N2 C20 N1 0.0(4) . . . . ? N N2 C20 C4 179.5(3) . . . . ? C2 N1 C20 N2 0.1(4) . . . . ? C2 N1 C20 C4 -179.4(3) . . . . ? C3 C4 C20 N2 176.3(3) . . . . ? C5 C4 C20 N2 -4.0(5) . . . . ? C3 C4 C20 N1 -4.3(5) . . . . ? C5 C4 C20 N1 175.3(3) . . . . ? Cd1 O3 C24 O4 -5.4(3) 1_664 . . . ? Cd1 O3 C24 C26 175.2(3) 1_664 . . . ? Cd1 O4 C24 O3 6.2(4) 1_664 . . . ? Cd1 O4 C24 C26 -174.5(2) 1_664 . . . ? C4 C3 C25 C26 0.4(5) . . . . ? C3 C25 C26 C32 1.0(5) . . . . ? C3 C25 C26 C24 -177.4(3) . . . . ? O3 C24 C26 C25 -158.9(3) . . . . ? O4 C24 C26 C25 21.8(5) . . . . ? Cd1 C24 C26 C25 -6.8(16) 1_664 . . . ? O3 C24 C26 C32 22.7(5) . . . . ? O4 C24 C26 C32 -156.6(3) . . . . ? Cd1 C24 C26 C32 174.8(12) 1_664 . . . ? C4 C5 C32 C26 0.6(5) . . . . ? C25 C26 C32 C5 -1.5(5) . . . . ? C24 C26 C32 C5 176.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.546 _refine_diff_density_min -0.540 _refine_diff_density_rms 0.123 _database_code_depnum_ccdc_archive 'CCDC 939917' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_D:\olex2\Cu\wangli.CIF #TrackingRef 'wangli.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Cu _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H21 Cu N5 O6' _chemical_formula_weight 587.04 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 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 8.4018(18) _cell_length_b 17.937(4) _cell_length_c 19.719(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.260(4) _cell_angle_gamma 90.00 _cell_volume 2963.5(11) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.316 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1204 _exptl_absorpt_coefficient_mu 0.784 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21407 _diffrn_reflns_av_R_equivalents 0.0542 _diffrn_reflns_av_sigmaI/netI 0.0758 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 28.23 _reflns_number_total 7306 _reflns_number_gt 4332 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0471P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7306 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0869 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.1032 _refine_ls_wR_factor_gt 0.0932 _refine_ls_goodness_of_fit_ref 0.890 _refine_ls_restrained_S_all 0.890 _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 Cu1 Cu 0.30268(3) 0.082863(17) 0.200572(15) 0.03191(10) Uani 1 1 d . . . O1 O 0.27596(19) -0.02193(10) 0.30012(9) 0.0445(5) Uani 1 1 d . . . O2 O 0.10806(18) 0.03258(10) 0.22363(9) 0.0382(4) Uani 1 1 d . . . O3 O 0.35726(19) 0.00696(9) 0.13601(9) 0.0366(4) Uani 1 1 d . . . O4 O 0.1633(2) 0.03024(10) 0.05435(9) 0.0442(5) Uani 1 1 d . . . O5 O 0.1647(2) 0.16402(10) 0.11956(9) 0.0434(5) Uani 1 1 d . . . O6 O -0.1401(2) -0.03653(13) 0.09828(12) 0.0735(7) Uani 1 1 d . . . N1 N -0.3856(2) -0.21807(11) 0.42086(10) 0.0324(5) Uani 1 1 d . . . N2 N -0.5483(2) -0.13101(12) 0.38186(10) 0.0366(5) Uani 1 1 d . . . H2 H -0.5822 -0.0912 0.3611 0.044 Uiso 1 1 calc R . . N3 N -0.6403(2) -0.17756(12) 0.41601(10) 0.0363(5) Uani 1 1 d . . . N4 N 0.5209(2) 0.12840(12) 0.19954(10) 0.0345(5) Uani 1 1 d . . . N5 N 0.2743(3) 0.16703(13) 0.26699(11) 0.0428(5) Uani 1 1 d . . . C1 C 0.1383(3) -0.01095(13) 0.27438(13) 0.0336(6) Uani 1 1 d . . . C2 C -0.0023(3) -0.04830(14) 0.30185(12) 0.0326(6) Uani 1 1 d . . . C3 C 0.0188(3) -0.10468(15) 0.34949(14) 0.0443(7) Uani 1 1 d . . . H3 H 0.1216 -0.1198 0.3641 0.053 Uiso 1 1 calc R . . C4 C -0.1100(3) -0.13874(15) 0.37564(14) 0.0442(7) Uani 1 1 d . . . H4 H -0.0931 -0.1765 0.4077 0.053 Uiso 1 1 calc R . . C5 C -0.2641(3) -0.11758(13) 0.35487(12) 0.0310(5) Uani 1 1 d . . . C6 C -0.2870(3) -0.06068(16) 0.30758(14) 0.0456(7) Uani 1 1 d . . . H6 H -0.3898 -0.0451 0.2936 0.055 Uiso 1 1 calc R . . C7 C -0.1568(3) -0.02722(16) 0.28127(14) 0.0448(7) Uani 1 1 d . . . H7 H -0.1735 0.0103 0.2490 0.054 Uiso 1 1 calc R . . C8 C -0.3972(3) -0.15529(13) 0.38470(12) 0.0308(5) Uani 1 1 d . . . C9 C -0.5369(3) -0.22916(13) 0.43886(12) 0.0302(5) Uani 1 1 d . . . C10 C -0.5843(3) -0.29434(13) 0.47803(12) 0.0307(5) Uani 1 1 d . . . C11 C -0.4709(3) -0.34486(14) 0.50375(12) 0.0341(6) Uani 1 1 d . . . H11 H -0.3635 -0.3362 0.4981 0.041 Uiso 1 1 calc R . . C12 C 0.2101(3) -0.12761(15) 0.01897(13) 0.0389(6) Uani 1 1 d . . . H12 H 0.1026 -0.1182 0.0235 0.047 Uiso 1 1 calc R . . C13 C 0.3245(3) -0.07687(13) 0.04453(11) 0.0298(5) Uani 1 1 d . . . C14 C 0.4851(3) -0.09229(14) 0.03765(12) 0.0347(6) Uani 1 1 d . . . H14 H 0.5631 -0.0598 0.0561 0.042 Uiso 1 1 calc R . . C15 C -0.7449(3) -0.30827(15) 0.48689(13) 0.0394(6) Uani 1 1 d . . . H15 H -0.8221 -0.2741 0.4710 0.047 Uiso 1 1 calc R . . C16 C 0.2759(3) -0.00774(14) 0.08024(13) 0.0321(6) Uani 1 1 d . . . C17 C 0.6460(3) 0.10515(16) 0.16810(13) 0.0417(7) Uani 1 1 d . . . H17 H 0.6381 0.0604 0.1442 0.050 Uiso 1 1 calc R . . C18 C 0.7885(3) 0.14475(19) 0.16935(16) 0.0541(8) Uani 1 1 d . . . H18 H 0.8748 0.1261 0.1478 0.065 Uiso 1 1 calc R . . C19 C 0.7998(4) 0.2115(2) 0.20281(16) 0.0619(9) Uani 1 1 d . . . H19 H 0.8935 0.2392 0.2029 0.074 Uiso 1 1 calc R . . C20 C 0.6712(4) 0.23860(17) 0.23710(15) 0.0520(8) Uani 1 1 d . . . C21 C 0.5336(3) 0.19371(15) 0.23486(13) 0.0403(6) Uani 1 1 d . . . C22 C 0.6677(5) 0.3073(2) 0.27237(18) 0.0729(11) Uani 1 1 d . . . H22 H 0.7575 0.3378 0.2745 0.087 Uiso 1 1 calc R . . C23 C 0.5389(5) 0.32953(19) 0.30262(17) 0.0739(11) Uani 1 1 d . . . H23 H 0.5405 0.3758 0.3240 0.089 Uiso 1 1 calc R . . C24 C 0.3976(4) 0.28425(17) 0.30328(15) 0.0586(9) Uani 1 1 d . . . C25 C 0.3987(3) 0.21557(16) 0.26942(13) 0.0441(7) Uani 1 1 d . . . C26 C 0.2611(5) 0.3020(2) 0.33482(18) 0.0778(11) Uani 1 1 d . . . H26 H 0.2537 0.3477 0.3567 0.093 Uiso 1 1 calc R . . C27 C 0.1372(4) 0.2530(2) 0.33401(18) 0.0799(12) Uani 1 1 d . . . H27 H 0.0466 0.2646 0.3563 0.096 Uiso 1 1 calc R . . C28 C 0.1463(4) 0.18407(19) 0.29917(15) 0.0616(9) Uani 1 1 d . . . H28 H 0.0617 0.1506 0.2989 0.074 Uiso 1 1 calc R . . H2W H 0.2287 0.1970 0.0962 0.074 Uiso 1 1 d R . . H1W H 0.1624 0.1344 0.0867 0.074 Uiso 1 1 d R . . H3W H -0.0481 -0.0287 0.1264 0.074 Uiso 1 1 d R . . H4W H -0.1283 -0.0098 0.0622 0.074 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 Cu1 0.03003(16) 0.02787(18) 0.03882(18) -0.00403(14) 0.00914(12) -0.00259(14) O1 0.0292(9) 0.0465(12) 0.0581(13) 0.0146(9) 0.0048(8) -0.0012(8) O2 0.0346(9) 0.0370(11) 0.0439(11) 0.0109(8) 0.0097(8) -0.0026(8) O3 0.0365(9) 0.0322(11) 0.0414(11) -0.0099(8) 0.0049(8) 0.0017(8) O4 0.0374(10) 0.0340(11) 0.0604(13) -0.0107(9) -0.0016(9) 0.0088(8) O5 0.0458(10) 0.0347(11) 0.0515(12) -0.0036(8) 0.0165(8) -0.0024(8) O6 0.0513(12) 0.0817(18) 0.0889(17) 0.0240(13) 0.0139(12) -0.0122(12) N1 0.0264(10) 0.0284(12) 0.0431(12) 0.0077(9) 0.0066(9) -0.0016(9) N2 0.0307(11) 0.0315(13) 0.0484(13) 0.0163(10) 0.0078(9) 0.0004(9) N3 0.0294(10) 0.0322(13) 0.0481(13) 0.0117(10) 0.0077(9) -0.0009(9) N4 0.0338(11) 0.0293(13) 0.0403(13) 0.0044(9) 0.0025(9) -0.0028(9) N5 0.0432(13) 0.0418(14) 0.0437(13) -0.0090(10) 0.0047(10) 0.0044(11) C1 0.0337(13) 0.0236(14) 0.0447(16) 0.0001(11) 0.0109(12) -0.0030(11) C2 0.0297(12) 0.0260(14) 0.0436(15) 0.0046(11) 0.0112(11) -0.0012(10) C3 0.0256(12) 0.0441(18) 0.0634(19) 0.0189(14) 0.0049(12) 0.0019(12) C4 0.0316(13) 0.0414(18) 0.0597(18) 0.0255(14) 0.0044(12) 0.0002(12) C5 0.0294(12) 0.0260(14) 0.0383(14) 0.0063(11) 0.0075(10) -0.0014(10) C6 0.0261(13) 0.0475(18) 0.0632(19) 0.0216(14) 0.0039(12) -0.0001(12) C7 0.0354(14) 0.0481(18) 0.0511(17) 0.0249(13) 0.0044(12) -0.0009(13) C8 0.0265(12) 0.0281(15) 0.0379(14) 0.0074(11) 0.0033(10) 0.0003(10) C9 0.0285(12) 0.0281(14) 0.0344(14) 0.0041(10) 0.0043(10) -0.0014(10) C10 0.0294(12) 0.0288(14) 0.0348(14) 0.0053(10) 0.0070(10) -0.0023(10) C11 0.0241(11) 0.0356(16) 0.0433(15) 0.0064(11) 0.0075(10) 0.0001(11) C12 0.0249(12) 0.0367(17) 0.0557(17) -0.0147(13) 0.0079(11) 0.0015(11) C13 0.0324(12) 0.0243(14) 0.0334(13) -0.0019(10) 0.0069(10) 0.0026(11) C14 0.0301(12) 0.0351(16) 0.0394(15) -0.0092(11) 0.0059(10) -0.0028(11) C15 0.0282(13) 0.0368(16) 0.0537(17) 0.0125(12) 0.0064(11) 0.0068(11) C16 0.0282(12) 0.0269(14) 0.0428(16) -0.0036(11) 0.0126(11) -0.0040(11) C17 0.0332(14) 0.0420(17) 0.0501(17) 0.0108(12) 0.0049(12) 0.0020(12) C18 0.0359(15) 0.064(2) 0.063(2) 0.0225(17) 0.0070(13) -0.0031(15) C19 0.0455(17) 0.070(2) 0.068(2) 0.0246(19) -0.0098(15) -0.0261(17) C20 0.0614(19) 0.046(2) 0.0461(17) 0.0114(14) -0.0147(15) -0.0233(16) C21 0.0463(15) 0.0311(16) 0.0419(16) 0.0051(12) -0.0079(12) -0.0082(12) C22 0.096(3) 0.050(2) 0.069(2) 0.0027(18) -0.016(2) -0.038(2) C23 0.126(3) 0.036(2) 0.057(2) -0.0105(16) -0.020(2) -0.021(2) C24 0.086(2) 0.0380(19) 0.0486(19) -0.0123(14) -0.0139(17) 0.0076(18) C25 0.0551(17) 0.0363(17) 0.0395(16) -0.0059(12) -0.0067(13) -0.0013(14) C26 0.102(3) 0.060(3) 0.068(2) -0.0321(19) -0.015(2) 0.018(2) C27 0.070(2) 0.096(3) 0.074(3) -0.036(2) 0.0024(19) 0.032(2) C28 0.0520(18) 0.071(2) 0.062(2) -0.0244(17) 0.0064(15) 0.0064(17) _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 Cu1 O3 1.9421(16) . ? Cu1 O2 1.9505(16) . ? Cu1 N4 2.0088(19) . ? Cu1 N5 2.024(2) . ? Cu1 O5 2.3958(19) . ? O1 C1 1.244(3) . ? O2 C1 1.280(3) . ? O3 C16 1.279(3) . ? O4 C16 1.244(3) . ? O5 H2W 0.9428 . ? O5 H1W 0.8367 . ? O6 H3W 0.9269 . ? O6 H4W 0.8706 . ? N1 C8 1.333(3) . ? N1 C9 1.360(3) . ? N2 C8 1.340(3) . ? N2 N3 1.351(3) . ? N2 H2 0.8600 . ? N3 C9 1.325(3) . ? N4 C17 1.326(3) . ? N4 C21 1.363(3) . ? N5 C28 1.324(3) . ? N5 C25 1.359(3) . ? C1 C2 1.494(3) . ? C2 C3 1.383(3) . ? C2 C7 1.384(3) . ? C3 C4 1.376(3) . ? C3 H3 0.9300 . ? C4 C5 1.382(3) . ? C4 H4 0.9300 . ? C5 C6 1.386(3) . ? C5 C8 1.467(3) . ? C6 C7 1.382(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C9 C10 1.472(3) . ? C10 C11 1.384(3) . ? C10 C15 1.396(3) . ? C11 C14 1.375(3) 4_456 ? C11 H11 0.9300 . ? C12 C15 1.379(3) 4_655 ? C12 C13 1.391(3) . ? C12 H12 0.9300 . ? C13 C14 1.394(3) . ? C13 C16 1.498(3) . ? C14 C11 1.375(3) 4_655 ? C14 H14 0.9300 . ? C15 C12 1.379(3) 4_456 ? C15 H15 0.9300 . ? C17 C18 1.391(4) . ? C17 H17 0.9300 . ? C18 C19 1.367(4) . ? C18 H18 0.9300 . ? C19 C20 1.404(4) . ? C19 H19 0.9300 . ? C20 C21 1.407(4) . ? C20 C22 1.417(5) . ? C21 C25 1.420(4) . ? C22 C23 1.335(5) . ? C22 H22 0.9300 . ? C23 C24 1.439(5) . ? C23 H23 0.9300 . ? C24 C26 1.382(5) . ? C24 C25 1.402(4) . ? C26 C27 1.362(5) . ? C26 H26 0.9300 . ? C27 C28 1.418(4) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Cu1 O2 94.10(7) . . ? O3 Cu1 N4 91.05(8) . . ? O2 Cu1 N4 166.42(8) . . ? O3 Cu1 N5 172.70(8) . . ? O2 Cu1 N5 93.03(8) . . ? N4 Cu1 N5 81.66(9) . . ? O3 Cu1 O5 96.60(7) . . ? O2 Cu1 O5 93.67(7) . . ? N4 Cu1 O5 98.22(7) . . ? N5 Cu1 O5 84.48(8) . . ? C1 O2 Cu1 110.07(15) . . ? C16 O3 Cu1 124.83(15) . . ? Cu1 O5 H2W 116.2 . . ? Cu1 O5 H1W 96.4 . . ? H2W O5 H1W 90.1 . . ? H3W O6 H4W 105.4 . . ? C8 N1 C9 103.35(18) . . ? C8 N2 N3 110.71(19) . . ? C8 N2 H2 124.6 . . ? N3 N2 H2 124.6 . . ? C9 N3 N2 102.50(18) . . ? C17 N4 C21 118.3(2) . . ? C17 N4 Cu1 129.22(18) . . ? C21 N4 Cu1 112.39(16) . . ? C28 N5 C25 119.0(2) . . ? C28 N5 Cu1 128.4(2) . . ? C25 N5 Cu1 111.92(17) . . ? O1 C1 O2 122.7(2) . . ? O1 C1 C2 121.1(2) . . ? O2 C1 C2 116.1(2) . . ? C3 C2 C7 118.0(2) . . ? C3 C2 C1 120.6(2) . . ? C7 C2 C1 121.4(2) . . ? C4 C3 C2 121.0(2) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 120.8(2) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C4 C5 C6 118.8(2) . . ? C4 C5 C8 118.7(2) . . ? C6 C5 C8 122.5(2) . . ? C7 C6 C5 119.9(2) . . ? C7 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? C6 C7 C2 121.5(2) . . ? C6 C7 H7 119.2 . . ? C2 C7 H7 119.2 . . ? N1 C8 N2 109.17(19) . . ? N1 C8 C5 125.2(2) . . ? N2 C8 C5 125.6(2) . . ? N3 C9 N1 114.3(2) . . ? N3 C9 C10 122.5(2) . . ? N1 C9 C10 123.2(2) . . ? C11 C10 C15 118.9(2) . . ? C11 C10 C9 120.4(2) . . ? C15 C10 C9 120.6(2) . . ? C14 C11 C10 120.8(2) 4_456 . ? C14 C11 H11 119.6 4_456 . ? C10 C11 H11 119.6 . . ? C15 C12 C13 120.4(2) 4_655 . ? C15 C12 H12 119.8 4_655 . ? C13 C12 H12 119.8 . . ? C12 C13 C14 118.9(2) . . ? C12 C13 C16 120.5(2) . . ? C14 C13 C16 120.7(2) . . ? C11 C14 C13 120.5(2) 4_655 . ? C11 C14 H14 119.8 4_655 . ? C13 C14 H14 119.8 . . ? C12 C15 C10 120.5(2) 4_456 . ? C12 C15 H15 119.8 4_456 . ? C10 C15 H15 119.8 . . ? O4 C16 O3 125.6(2) . . ? O4 C16 C13 119.1(2) . . ? O3 C16 C13 115.3(2) . . ? N4 C17 C18 122.8(3) . . ? N4 C17 H17 118.6 . . ? C18 C17 H17 118.6 . . ? C19 C18 C17 119.0(3) . . ? C19 C18 H18 120.5 . . ? C17 C18 H18 120.5 . . ? C18 C19 C20 120.5(3) . . ? C18 C19 H19 119.8 . . ? C20 C19 H19 119.8 . . ? C19 C20 C21 116.6(3) . . ? C19 C20 C22 125.6(3) . . ? C21 C20 C22 117.8(3) . . ? N4 C21 C20 122.7(3) . . ? N4 C21 C25 116.6(2) . . ? C20 C21 C25 120.7(3) . . ? C23 C22 C20 121.7(3) . . ? C23 C22 H22 119.1 . . ? C20 C22 H22 119.1 . . ? C22 C23 C24 122.1(3) . . ? C22 C23 H23 118.9 . . ? C24 C23 H23 118.9 . . ? C26 C24 C25 116.8(3) . . ? C26 C24 C23 125.9(3) . . ? C25 C24 C23 117.2(3) . . ? N5 C25 C24 123.2(3) . . ? N5 C25 C21 116.5(2) . . ? C24 C25 C21 120.3(3) . . ? C27 C26 C24 120.4(3) . . ? C27 C26 H26 119.8 . . ? C24 C26 H26 119.8 . . ? C26 C27 C28 120.0(3) . . ? C26 C27 H27 120.0 . . ? C28 C27 H27 120.0 . . ? N5 C28 C27 120.5(3) . . ? N5 C28 H28 119.7 . . ? C27 C28 H28 119.7 . . ? 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 O3 Cu1 O2 C1 91.06(17) . . . . ? N4 Cu1 O2 C1 -21.0(4) . . . . ? N5 Cu1 O2 C1 -87.38(17) . . . . ? O5 Cu1 O2 C1 -172.04(16) . . . . ? O2 Cu1 O3 C16 65.49(19) . . . . ? N4 Cu1 O3 C16 -127.08(18) . . . . ? N5 Cu1 O3 C16 -126.8(6) . . . . ? O5 Cu1 O3 C16 -28.69(19) . . . . ? C8 N2 N3 C9 0.3(3) . . . . ? O3 Cu1 N4 C17 -4.5(2) . . . . ? O2 Cu1 N4 C17 107.9(4) . . . . ? N5 Cu1 N4 C17 175.6(2) . . . . ? O5 Cu1 N4 C17 -101.3(2) . . . . ? O3 Cu1 N4 C21 172.89(17) . . . . ? O2 Cu1 N4 C21 -74.8(4) . . . . ? N5 Cu1 N4 C21 -7.08(17) . . . . ? O5 Cu1 N4 C21 76.07(17) . . . . ? O3 Cu1 N5 C28 179(33) . . . . ? O2 Cu1 N5 C28 -13.1(3) . . . . ? N4 Cu1 N5 C28 179.5(3) . . . . ? O5 Cu1 N5 C28 80.3(3) . . . . ? O3 Cu1 N5 C25 8.7(8) . . . . ? O2 Cu1 N5 C25 176.42(18) . . . . ? N4 Cu1 N5 C25 8.98(18) . . . . ? O5 Cu1 N5 C25 -90.19(18) . . . . ? Cu1 O2 C1 O1 -5.0(3) . . . . ? Cu1 O2 C1 C2 174.74(16) . . . . ? O1 C1 C2 C3 -10.2(4) . . . . ? O2 C1 C2 C3 170.1(2) . . . . ? O1 C1 C2 C7 169.1(3) . . . . ? O2 C1 C2 C7 -10.7(4) . . . . ? C7 C2 C3 C4 0.0(4) . . . . ? C1 C2 C3 C4 179.2(2) . . . . ? C2 C3 C4 C5 0.1(4) . . . . ? C3 C4 C5 C6 -0.7(4) . . . . ? C3 C4 C5 C8 -179.5(3) . . . . ? C4 C5 C6 C7 1.1(4) . . . . ? C8 C5 C6 C7 180.0(2) . . . . ? C5 C6 C7 C2 -1.1(4) . . . . ? C3 C2 C7 C6 0.5(4) . . . . ? C1 C2 C7 C6 -178.7(3) . . . . ? C9 N1 C8 N2 0.0(3) . . . . ? C9 N1 C8 C5 178.1(2) . . . . ? N3 N2 C8 N1 -0.2(3) . . . . ? N3 N2 C8 C5 -178.3(2) . . . . ? C4 C5 C8 N1 -13.4(4) . . . . ? C6 C5 C8 N1 167.7(3) . . . . ? C4 C5 C8 N2 164.3(3) . . . . ? C6 C5 C8 N2 -14.6(4) . . . . ? N2 N3 C9 N1 -0.3(3) . . . . ? N2 N3 C9 C10 -178.0(2) . . . . ? C8 N1 C9 N3 0.2(3) . . . . ? C8 N1 C9 C10 177.8(2) . . . . ? N3 C9 C10 C11 -176.8(2) . . . . ? N1 C9 C10 C11 5.8(4) . . . . ? N3 C9 C10 C15 6.5(4) . . . . ? N1 C9 C10 C15 -171.0(2) . . . . ? C15 C10 C11 C14 -0.1(4) . . . 4_456 ? C9 C10 C11 C14 -176.9(2) . . . 4_456 ? C15 C12 C13 C14 -0.5(4) 4_655 . . . ? C15 C12 C13 C16 -179.1(2) 4_655 . . . ? C12 C13 C14 C11 2.6(4) . . . 4_655 ? C16 C13 C14 C11 -178.8(2) . . . 4_655 ? C11 C10 C15 C12 -1.9(4) . . . 4_456 ? C9 C10 C15 C12 174.9(2) . . . 4_456 ? Cu1 O3 C16 O4 10.4(3) . . . . ? Cu1 O3 C16 C13 -169.81(14) . . . . ? C12 C13 C16 O4 -46.3(3) . . . . ? C14 C13 C16 O4 135.1(2) . . . . ? C12 C13 C16 O3 134.0(2) . . . . ? C14 C13 C16 O3 -44.6(3) . . . . ? C21 N4 C17 C18 -0.4(4) . . . . ? Cu1 N4 C17 C18 176.79(19) . . . . ? N4 C17 C18 C19 -1.8(4) . . . . ? C17 C18 C19 C20 1.9(4) . . . . ? C18 C19 C20 C21 0.0(4) . . . . ? C18 C19 C20 C22 -178.8(3) . . . . ? C17 N4 C21 C20 2.5(4) . . . . ? Cu1 N4 C21 C20 -175.2(2) . . . . ? C17 N4 C21 C25 -178.2(2) . . . . ? Cu1 N4 C21 C25 4.1(3) . . . . ? C19 C20 C21 N4 -2.3(4) . . . . ? C22 C20 C21 N4 176.6(3) . . . . ? C19 C20 C21 C25 178.4(2) . . . . ? C22 C20 C21 C25 -2.6(4) . . . . ? C19 C20 C22 C23 178.7(3) . . . . ? C21 C20 C22 C23 -0.1(5) . . . . ? C20 C22 C23 C24 2.1(5) . . . . ? C22 C23 C24 C26 178.2(3) . . . . ? C22 C23 C24 C25 -1.2(5) . . . . ? C28 N5 C25 C24 -1.5(4) . . . . ? Cu1 N5 C25 C24 170.1(2) . . . . ? C28 N5 C25 C21 179.0(2) . . . . ? Cu1 N5 C25 C21 -9.4(3) . . . . ? C26 C24 C25 N5 -0.5(4) . . . . ? C23 C24 C25 N5 179.0(3) . . . . ? C26 C24 C25 C21 179.0(3) . . . . ? C23 C24 C25 C21 -1.5(4) . . . . ? N4 C21 C25 N5 3.7(4) . . . . ? C20 C21 C25 N5 -177.0(2) . . . . ? N4 C21 C25 C24 -175.8(2) . . . . ? C20 C21 C25 C24 3.4(4) . . . . ? C25 C24 C26 C27 2.0(5) . . . . ? C23 C24 C26 C27 -177.4(3) . . . . ? C24 C26 C27 C28 -1.6(6) . . . . ? C25 N5 C28 C27 1.8(4) . . . . ? Cu1 N5 C28 C27 -168.1(2) . . . . ? C26 C27 C28 N5 -0.3(5) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.23 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.453 _refine_diff_density_min -0.533 _refine_diff_density_rms 0.058 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.017 0.000 0.500 320 96 ' ' 2 -0.034 0.500 1.000 320 96 ' ' _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 883733'