# Electronic Supplementary Material (ESI) for CrystEngComm # 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_161-7cd #TrackingRef '161-7Cd.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H32 Cd3 O21' _chemical_formula_weight 1065.76 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M I2/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 26.273 _cell_length_b 10.799 _cell_length_c 25.051 _cell_angle_alpha 90.00 _cell_angle_beta 95.02 _cell_angle_gamma 90.00 _cell_volume 7080.3 _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.000 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4192 _exptl_absorpt_coefficient_mu 1.874 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6032 _exptl_absorpt_correction_T_max 0.7056 _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 24862 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_sigmaI/netI 0.0274 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 25.50 _reflns_number_total 6565 _reflns_number_gt 5924 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0321P)^2^+12.4066P] 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 6565 _refine_ls_number_parameters 489 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0294 _refine_ls_R_factor_gt 0.0259 _refine_ls_wR_factor_ref 0.0668 _refine_ls_wR_factor_gt 0.0648 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.616118(8) 0.326859(19) 1.017567(8) 0.02185(7) Uani 1 1 d U . . Cd2 Cd 0.5000 0.5000 1.0000 0.02087(8) Uani 1 2 d S . . Cd3 Cd 0.771894(9) 0.892636(19) 0.788571(8) 0.02432(7) Uani 1 1 d . . . Cd4 Cd 0.7500 0.00085(3) 1.0000 0.04315(11) Uani 1 2 d S . . O1 O 0.63966(9) 0.4710(2) 0.95751(9) 0.0338(5) Uani 1 1 d . . . O2 O 0.55744(9) 0.42842(19) 0.94278(8) 0.0288(5) Uani 1 1 d U . . O3 O 0.70767(10) 0.8280(2) 0.84884(9) 0.0431(6) Uani 1 1 d . . . O4 O 0.69798(8) 0.77147(19) 0.76498(8) 0.0282(5) Uani 1 1 d . . . O5 O 0.57279(10) 0.9942(2) 0.56042(9) 0.0404(6) Uani 1 1 d . . . O6 O 0.61499(12) 1.1326(3) 0.61084(11) 0.0562(8) Uani 1 1 d . . . O7 O 0.65669(9) 0.17261(19) 0.97581(8) 0.0311(5) Uani 1 1 d . . . O8 O 0.72199(9) 0.1247(2) 0.93056(9) 0.0340(5) Uani 1 1 d . . . O9 O 0.65603(9) 0.49012(19) 0.73081(9) 0.0293(5) Uani 1 1 d . . . O10 O 0.72419(8) 0.4804(2) 0.78826(9) 0.0308(5) Uani 1 1 d . . . O11 O 0.44415(9) -0.1967(2) 0.96381(10) 0.0379(6) Uani 1 1 d . . . O12 O 0.51699(10) -0.3057(2) 0.97762(10) 0.0394(6) Uani 1 1 d . . . O13 O 0.70511(13) 0.3469(3) 1.04934(14) 0.0787(11) Uani 1 1 d . . . H1W H 0.6791 0.3532 1.0671 0.094 Uiso 1 1 d R . . H2W H 0.7253 0.2858 1.0548 0.094 Uiso 1 1 d R . . O14 O 0.81954(11) 0.7934(3) 0.85581(11) 0.0556(7) Uani 1 1 d . . . H3W H 0.8068 0.7243 0.8639 0.067 Uiso 1 1 d R . . H4W H 0.8195 0.8419 0.8825 0.067 Uiso 1 1 d R . . O15 O 0.75090(12) 1.0707(2) 0.82719(11) 0.0568(8) Uani 1 1 d . . . H5W H 0.7665 1.1382 0.8224 0.068 Uiso 1 1 d R . . H6W H 0.7422 1.0866 0.8583 0.068 Uiso 1 1 d R . . O16 O 0.78991(14) -0.1635(3) 1.04448(11) 0.0683(10) Uani 1 1 d . . . H7W H 0.7905 -0.1661 1.0784 0.082 Uiso 1 1 d R . . H8W H 0.8115 -0.1949 1.0250 0.082 Uiso 1 1 d R . . O17 O 0.81820(14) -0.0417(3) 0.94748(14) 0.0782(10) Uani 1 1 d . . . H9W H 0.8250 0.0183 0.9689 0.094 Uiso 1 1 d R . . H10W H 0.8469 -0.0530 0.9504 0.094 Uiso 1 1 d R . . O18 O 0.80109(11) 0.2872(2) 0.81188(13) 0.0620(8) Uani 1 1 d . . . H11W H 0.8255 0.3102 0.8342 0.074 Uiso 1 1 d R . . H12W H 0.7787 0.3431 0.8049 0.074 Uiso 1 1 d R . . O19 O 0.77650(16) 0.5625(3) 0.88372(15) 0.0923(13) Uani 1 1 d . . . H13W H 0.7606 0.5380 0.8546 0.111 Uiso 1 1 d R . . H14W H 0.7821 0.4989 0.9033 0.111 Uiso 1 1 d R . . O20 O 0.87555(17) 0.0785(4) 0.87893(17) 0.1133(16) Uani 1 1 d . . . H15W H 0.8663 0.0583 0.8468 0.136 Uiso 1 1 d R . . H16W H 0.8953 0.1125 0.9034 0.136 Uiso 1 1 d R . . O21 O 0.8670(3) 0.7240(5) 0.9760(2) 0.175(3) Uani 1 1 d . . . H17W H 0.8840 0.6627 0.9659 0.210 Uiso 1 1 d R . . H18W H 0.8407 0.7411 0.9551 0.210 Uiso 1 1 d R . . C1 C 0.59724(13) 0.4841(3) 0.93048(12) 0.0265(7) Uani 1 1 d . . . C2 C 0.59412(11) 0.5658(3) 0.88215(11) 0.0225(6) Uani 1 1 d . . . C3 C 0.54894(12) 0.5768(3) 0.84953(13) 0.0332(8) Uani 1 1 d . . . H3 H 0.5202 0.5331 0.8578 0.040 Uiso 1 1 calc R . . C4 C 0.54640(13) 0.6519(3) 0.80498(14) 0.0374(8) Uani 1 1 d . . . H4 H 0.5157 0.6584 0.7837 0.045 Uiso 1 1 calc R . . C5 C 0.58893(12) 0.7187(3) 0.79103(12) 0.0264(7) Uani 1 1 d . . . C6 C 0.63505(11) 0.7059(3) 0.82370(11) 0.0205(6) Uani 1 1 d . . . C7 C 0.63693(11) 0.6305(3) 0.86875(11) 0.0212(6) Uani 1 1 d . . . H7 H 0.6674 0.6232 0.8904 0.025 Uiso 1 1 calc R . . C8 C 0.68290(11) 0.7719(3) 0.81175(12) 0.0235(6) Uani 1 1 d . . . C9 C 0.58493(12) 0.8020(3) 0.74390(12) 0.0280(7) Uani 1 1 d . . . C10 C 0.59736(14) 0.9263(3) 0.74945(13) 0.0367(8) Uani 1 1 d . . . H10 H 0.6057 0.9589 0.7835 0.044 Uiso 1 1 calc R . . C11 C 0.59755(14) 1.0027(3) 0.70511(13) 0.0367(8) Uani 1 1 d . . . H11 H 0.6063 1.0857 0.7094 0.044 Uiso 1 1 calc R . . C12 C 0.58467(12) 0.9554(3) 0.65417(12) 0.0275(7) Uani 1 1 d . . . C13 C 0.56942(13) 0.8332(3) 0.64884(13) 0.0337(8) Uani 1 1 d . . . H13 H 0.5588 0.8019 0.6151 0.040 Uiso 1 1 calc R . . C14 C 0.56978(13) 0.7568(3) 0.69334(13) 0.0345(8) Uani 1 1 d . . . H14 H 0.5598 0.6745 0.6892 0.041 Uiso 1 1 calc R . . C15 C 0.59056(13) 1.0336(3) 0.60601(13) 0.0336(8) Uani 1 1 d . . . C16 C 0.67789(12) 0.1698(2) 0.93333(12) 0.0216(6) Uani 1 1 d . . . C17 C 0.65079(11) 0.2198(2) 0.88230(11) 0.0193(6) Uani 1 1 d . . . C18 C 0.67582(11) 0.3043(3) 0.85184(12) 0.0220(6) Uani 1 1 d . . . H18 H 0.7092 0.3269 0.8629 0.026 Uiso 1 1 calc R . . C19 C 0.65206(12) 0.3552(3) 0.80549(12) 0.0233(6) Uani 1 1 d . . . C20 C 0.60190(12) 0.3216(3) 0.78957(13) 0.0288(7) Uani 1 1 d . . . H20 H 0.5852 0.3563 0.7589 0.035 Uiso 1 1 calc R . . C21 C 0.57698(12) 0.2370(3) 0.81927(13) 0.0296(7) Uani 1 1 d . . . H21 H 0.5436 0.2148 0.8080 0.036 Uiso 1 1 calc R . . C22 C 0.60066(11) 0.1837(3) 0.86592(12) 0.0222(6) Uani 1 1 d . . . C23 C 0.67856(12) 0.4474(3) 0.77284(12) 0.0232(6) Uani 1 1 d . . . C24 C 0.57325(11) 0.0856(3) 0.89328(12) 0.0223(6) Uani 1 1 d . . . C25 C 0.52411(12) 0.1041(3) 0.90824(13) 0.0295(7) Uani 1 1 d . . . H25 H 0.5089 0.1815 0.9034 0.035 Uiso 1 1 calc R . . C26 C 0.49769(12) 0.0093(3) 0.93013(14) 0.0297(7) Uani 1 1 d . . . H26 H 0.4646 0.0230 0.9394 0.036 Uiso 1 1 calc R . . C27 C 0.51988(12) -0.1061(3) 0.93843(12) 0.0258(7) Uani 1 1 d . . . C28 C 0.56922(13) -0.1244(3) 0.92437(14) 0.0319(7) Uani 1 1 d . . . H28 H 0.5848 -0.2011 0.9302 0.038 Uiso 1 1 calc R . . C29 C 0.59538(13) -0.0301(3) 0.90184(13) 0.0300(7) Uani 1 1 d . . . H29 H 0.6283 -0.0442 0.8922 0.036 Uiso 1 1 calc R . . C30 C 0.49126(13) -0.2109(3) 0.96193(12) 0.0288(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02607(13) 0.01972(12) 0.02059(12) 0.00071(8) 0.00669(9) -0.00094(8) Cd2 0.02392(17) 0.01810(15) 0.02126(16) 0.00317(11) 0.00571(12) -0.00111(11) Cd3 0.02976(13) 0.02097(12) 0.02317(12) 0.00137(8) 0.00767(9) -0.00770(9) Cd4 0.0754(3) 0.0315(2) 0.02011(18) 0.000 -0.00977(18) 0.000 O1 0.0389(14) 0.0340(12) 0.0292(12) 0.0113(10) 0.0063(10) -0.0015(10) O2 0.0408(13) 0.0233(11) 0.0245(11) 0.0012(8) 0.0157(9) -0.0059(9) O3 0.0439(15) 0.0561(16) 0.0295(13) -0.0036(11) 0.0052(11) -0.0271(12) O4 0.0335(12) 0.0260(11) 0.0274(12) 0.0000(9) 0.0159(9) -0.0043(9) O5 0.0470(16) 0.0511(15) 0.0220(12) 0.0064(10) -0.0022(11) 0.0093(12) O6 0.069(2) 0.0573(17) 0.0396(15) 0.0229(13) -0.0127(14) -0.0247(15) O7 0.0457(14) 0.0276(12) 0.0215(11) 0.0033(9) 0.0120(10) 0.0057(10) O8 0.0304(13) 0.0454(14) 0.0264(12) 0.0088(10) 0.0043(9) 0.0113(11) O9 0.0338(13) 0.0273(11) 0.0271(12) 0.0086(9) 0.0052(10) -0.0043(9) O10 0.0286(12) 0.0316(12) 0.0323(13) 0.0080(9) 0.0040(10) -0.0099(9) O11 0.0333(14) 0.0341(13) 0.0480(15) 0.0072(11) 0.0134(11) -0.0106(10) O12 0.0430(15) 0.0228(12) 0.0547(16) 0.0127(11) 0.0178(12) -0.0046(10) O13 0.056(2) 0.092(2) 0.082(2) -0.039(2) -0.0265(18) 0.0227(18) O14 0.0554(18) 0.0662(19) 0.0446(16) 0.0133(14) 0.0004(13) 0.0092(15) O15 0.089(2) 0.0300(14) 0.0588(18) -0.0055(12) 0.0472(16) -0.0055(14) O16 0.104(3) 0.068(2) 0.0310(15) 0.0034(14) -0.0084(15) 0.0295(18) O17 0.082(3) 0.082(2) 0.071(2) -0.0089(19) 0.0049(19) 0.033(2) O18 0.0501(18) 0.0377(15) 0.097(2) 0.0102(15) -0.0009(16) -0.0027(13) O19 0.116(3) 0.077(2) 0.077(3) -0.002(2) -0.030(2) 0.011(2) O20 0.123(4) 0.117(3) 0.091(3) 0.001(3) -0.038(3) -0.055(3) O21 0.250(7) 0.148(5) 0.119(4) -0.030(4) -0.025(4) 0.137(5) C1 0.040(2) 0.0172(14) 0.0247(16) -0.0033(12) 0.0158(14) -0.0036(13) C2 0.0263(16) 0.0210(14) 0.0217(15) 0.0003(12) 0.0101(12) -0.0022(12) C3 0.0258(17) 0.0391(19) 0.0359(19) 0.0066(15) 0.0096(14) -0.0127(14) C4 0.0271(18) 0.049(2) 0.0350(19) 0.0120(16) -0.0024(14) -0.0094(15) C5 0.0267(17) 0.0306(16) 0.0225(16) 0.0046(13) 0.0049(12) -0.0042(13) C6 0.0239(15) 0.0187(14) 0.0200(15) -0.0020(11) 0.0082(12) -0.0027(12) C7 0.0232(15) 0.0207(14) 0.0203(15) 0.0002(11) 0.0046(12) -0.0007(12) C8 0.0231(16) 0.0190(14) 0.0289(17) 0.0049(12) 0.0054(13) -0.0016(12) C9 0.0217(16) 0.0378(18) 0.0248(16) 0.0081(13) 0.0041(12) -0.0022(13) C10 0.054(2) 0.0360(19) 0.0201(16) 0.0025(14) 0.0014(15) -0.0031(17) C11 0.049(2) 0.0341(19) 0.0259(18) 0.0056(14) -0.0015(15) -0.0025(16) C12 0.0216(16) 0.0375(18) 0.0232(16) 0.0071(13) 0.0005(12) -0.0003(13) C13 0.0310(18) 0.046(2) 0.0224(16) 0.0040(14) -0.0043(13) -0.0104(15) C14 0.0313(18) 0.0388(19) 0.0323(18) 0.0028(14) -0.0031(14) -0.0147(15) C15 0.0287(18) 0.047(2) 0.0238(17) 0.0093(15) -0.0013(13) 0.0091(16) C16 0.0275(17) 0.0155(14) 0.0223(15) -0.0009(11) 0.0052(12) -0.0039(12) C17 0.0233(15) 0.0161(13) 0.0189(14) -0.0008(11) 0.0048(11) 0.0000(11) C18 0.0213(15) 0.0206(14) 0.0247(16) 0.0016(12) 0.0056(12) -0.0030(12) C19 0.0274(16) 0.0209(14) 0.0224(15) 0.0018(12) 0.0070(12) -0.0016(12) C20 0.0303(18) 0.0308(17) 0.0249(16) 0.0098(13) -0.0002(13) -0.0050(13) C21 0.0263(17) 0.0304(17) 0.0314(17) 0.0069(13) -0.0016(13) -0.0091(13) C22 0.0243(16) 0.0194(14) 0.0240(16) 0.0028(11) 0.0085(12) -0.0033(12) C23 0.0299(17) 0.0173(14) 0.0240(16) 0.0001(12) 0.0113(13) -0.0004(12) C24 0.0238(16) 0.0199(14) 0.0233(15) 0.0027(11) 0.0028(12) -0.0056(12) C25 0.0270(17) 0.0245(16) 0.0373(19) 0.0093(13) 0.0051(14) 0.0032(13) C26 0.0210(16) 0.0297(17) 0.0392(19) 0.0077(14) 0.0069(14) -0.0012(13) C27 0.0328(18) 0.0207(15) 0.0248(16) 0.0015(12) 0.0084(13) -0.0091(13) C28 0.0349(19) 0.0180(15) 0.045(2) 0.0021(14) 0.0140(15) -0.0002(13) C29 0.0266(17) 0.0241(16) 0.0414(19) 0.0030(14) 0.0154(14) -0.0019(13) C30 0.042(2) 0.0230(16) 0.0231(16) -0.0010(12) 0.0108(14) -0.0097(14) _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 O11 2.197(2) 5_657 ? Cd1 O7 2.280(2) . ? Cd1 O1 2.288(2) . ? Cd1 O6 2.380(3) 8_565 ? Cd1 O13 2.413(3) . ? Cd1 O5 2.530(3) 8_565 ? Cd1 O2 2.566(2) . ? Cd1 H1W 2.0010 . ? Cd2 O12 2.228(2) 5_657 ? Cd2 O12 2.228(2) 1_565 ? Cd2 O2 2.304(2) . ? Cd2 O2 2.304(2) 5_667 ? Cd2 O5 2.333(2) 4_546 ? Cd2 O5 2.333(2) 8_565 ? Cd3 O15 2.243(3) . ? Cd3 O14 2.277(3) . ? Cd3 O9 2.363(2) 7_666 ? Cd3 O10 2.373(2) 7_666 ? Cd3 O4 2.373(2) . ? Cd3 O4 2.399(2) 7_666 ? Cd3 O3 2.461(2) . ? Cd3 C23 2.719(3) 7_666 ? Cd4 O8 2.266(2) 2_657 ? Cd4 O8 2.266(2) . ? Cd4 O16 2.299(3) 2_657 ? Cd4 O16 2.299(3) . ? Cd4 O17 2.359(3) . ? Cd4 O17 2.359(3) 2_657 ? Cd4 H9W 2.1909 . ? O1 C1 1.260(4) . ? O2 C1 1.267(4) . ? O3 C8 1.244(4) . ? O4 C8 1.269(4) . ? O4 Cd3 2.399(2) 7_666 ? O5 C15 1.269(4) . ? O5 Cd2 2.333(2) 4_556 ? O5 Cd1 2.530(3) 8_564 ? O6 C15 1.247(4) . ? O6 Cd1 2.380(3) 8_564 ? O7 C16 1.244(4) . ? O8 C16 1.265(4) . ? O9 C23 1.250(4) . ? O9 Cd3 2.363(2) 7_666 ? O10 C23 1.278(4) . ? O10 Cd3 2.373(2) 7_666 ? O11 C30 1.252(4) . ? O11 Cd1 2.197(2) 5_657 ? O12 C30 1.270(4) . ? O12 Cd2 2.228(2) 1_545 ? O13 H1W 0.8502 . ? O13 H2W 0.8500 . ? O14 H3W 0.8497 . ? O14 H4W 0.8503 . ? O15 H5W 0.8502 . ? O15 H6W 0.8501 . ? O16 H7W 0.8501 . ? O16 H8W 0.8502 . ? O17 H9W 0.8501 . ? O17 H10W 0.7611 . ? O18 H11W 0.8501 . ? O18 H12W 0.8504 . ? O19 H13W 0.8501 . ? O19 H14W 0.8503 . ? O20 H15W 0.8498 . ? O20 H16W 0.8502 . ? O21 H17W 0.8502 . ? O21 H18W 0.8502 . ? C1 C2 1.495(4) . ? C2 C3 1.386(4) . ? C2 C7 1.390(4) . ? C3 C4 1.377(5) . ? C3 H3 0.9300 . ? C4 C5 1.400(5) . ? C4 H4 0.9300 . ? C5 C6 1.408(4) . ? C5 C9 1.481(4) . ? C6 C7 1.389(4) . ? C6 C8 1.498(4) . ? C7 H7 0.9300 . ? C9 C14 1.383(5) . ? C9 C10 1.385(5) . ? C10 C11 1.384(5) . ? C10 H10 0.9300 . ? C11 C12 1.388(5) . ? C11 H11 0.9300 . ? C12 C13 1.383(5) . ? C12 C15 1.492(4) . ? C13 C14 1.386(5) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C16 C17 1.508(4) . ? C17 C18 1.391(4) . ? C17 C22 1.400(4) . ? C18 C19 1.384(4) . ? C18 H18 0.9300 . ? C19 C20 1.391(4) . ? C19 C23 1.498(4) . ? C20 C21 1.379(4) . ? C20 H20 0.9300 . ? C21 C22 1.399(4) . ? C21 H21 0.9300 . ? C22 C24 1.482(4) . ? C23 Cd3 2.720(3) 7_666 ? C24 C29 1.387(4) . ? C24 C25 1.390(4) . ? C25 C26 1.377(4) . ? C25 H25 0.9300 . ? C26 C27 1.384(4) . ? C26 H26 0.9300 . ? C27 C28 1.387(5) . ? C27 C30 1.506(4) . ? C28 C29 1.377(4) . ? C28 H28 0.9300 . ? C29 H29 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 O11 Cd1 O7 90.27(9) 5_657 . ? O11 Cd1 O1 144.71(9) 5_657 . ? O7 Cd1 O1 91.80(8) . . ? O11 Cd1 O6 80.68(10) 5_657 8_565 ? O7 Cd1 O6 129.14(8) . 8_565 ? O1 Cd1 O6 123.21(10) . 8_565 ? O11 Cd1 O13 133.06(11) 5_657 . ? O7 Cd1 O13 74.83(10) . . ? O1 Cd1 O13 81.14(12) . . ? O6 Cd1 O13 75.80(12) 8_565 . ? O11 Cd1 O5 92.24(9) 5_657 8_565 ? O7 Cd1 O5 177.01(8) . 8_565 ? O1 Cd1 O5 85.22(8) . 8_565 ? O6 Cd1 O5 52.99(8) 8_565 8_565 ? O13 Cd1 O5 104.52(9) . 8_565 ? O11 Cd1 O2 91.74(8) 5_657 . ? O7 Cd1 O2 104.62(7) . . ? O1 Cd1 O2 53.75(8) . . ? O6 Cd1 O2 125.44(8) 8_565 . ? O13 Cd1 O2 134.87(11) . . ? O5 Cd1 O2 73.69(7) 8_565 . ? O11 Cd1 H1W 122.1 5_657 . ? O7 Cd1 H1W 89.7 . . ? O1 Cd1 H1W 93.1 . . ? O6 Cd1 H1W 56.3 8_565 . ? O13 Cd1 H1W 19.5 . . ? O5 Cd1 H1W 90.4 8_565 . ? O2 Cd1 H1W 143.5 . . ? O12 Cd2 O12 180.0 5_657 1_565 ? O12 Cd2 O2 89.83(8) 5_657 . ? O12 Cd2 O2 90.17(8) 1_565 . ? O12 Cd2 O2 90.17(8) 5_657 5_667 ? O12 Cd2 O2 89.83(8) 1_565 5_667 ? O2 Cd2 O2 180.000(1) . 5_667 ? O12 Cd2 O5 88.10(9) 5_657 4_546 ? O12 Cd2 O5 91.90(9) 1_565 4_546 ? O2 Cd2 O5 97.56(8) . 4_546 ? O2 Cd2 O5 82.44(8) 5_667 4_546 ? O12 Cd2 O5 91.90(9) 5_657 8_565 ? O12 Cd2 O5 88.10(9) 1_565 8_565 ? O2 Cd2 O5 82.44(8) . 8_565 ? O2 Cd2 O5 97.56(8) 5_667 8_565 ? O5 Cd2 O5 180.000(1) 4_546 8_565 ? O15 Cd3 O14 102.97(11) . . ? O15 Cd3 O9 82.01(9) . 7_666 ? O14 Cd3 O9 90.32(9) . 7_666 ? O15 Cd3 O10 83.35(9) . 7_666 ? O14 Cd3 O10 144.30(9) . 7_666 ? O9 Cd3 O10 55.34(7) 7_666 7_666 ? O15 Cd3 O4 110.69(10) . . ? O14 Cd3 O4 108.04(10) . . ? O9 Cd3 O4 153.79(7) 7_666 . ? O10 Cd3 O4 102.09(7) 7_666 . ? O15 Cd3 O4 168.62(8) . 7_666 ? O14 Cd3 O4 83.06(9) . 7_666 ? O9 Cd3 O4 88.36(7) 7_666 7_666 ? O10 Cd3 O4 86.19(7) 7_666 7_666 ? O4 Cd3 O4 75.89(8) . 7_666 ? O15 Cd3 O3 76.74(9) . . ? O14 Cd3 O3 76.99(10) . . ? O9 Cd3 O3 151.93(8) 7_666 . ? O10 Cd3 O3 137.90(8) 7_666 . ? O4 Cd3 O3 53.60(7) . . ? O4 Cd3 O3 114.28(8) 7_666 . ? O15 Cd3 C23 81.22(9) . 7_666 ? O14 Cd3 C23 117.26(10) . 7_666 ? O9 Cd3 C23 27.34(8) 7_666 7_666 ? O10 Cd3 C23 28.01(8) 7_666 7_666 ? O4 Cd3 C23 129.14(8) . 7_666 ? O4 Cd3 C23 87.44(8) 7_666 7_666 ? O3 Cd3 C23 156.16(9) . 7_666 ? O8 Cd4 O8 107.63(13) 2_657 . ? O8 Cd4 O16 158.68(10) 2_657 2_657 ? O8 Cd4 O16 88.84(10) . 2_657 ? O8 Cd4 O16 88.84(10) 2_657 . ? O8 Cd4 O16 158.68(10) . . ? O16 Cd4 O16 78.96(16) 2_657 . ? O8 Cd4 O17 109.38(11) 2_657 . ? O8 Cd4 O17 84.17(10) . . ? O16 Cd4 O17 85.16(13) 2_657 . ? O16 Cd4 O17 77.49(12) . . ? O8 Cd4 O17 84.17(10) 2_657 2_657 ? O8 Cd4 O17 109.37(11) . 2_657 ? O16 Cd4 O17 77.49(12) 2_657 2_657 ? O16 Cd4 O17 85.17(13) . 2_657 ? O17 Cd4 O17 157.52(18) . 2_657 ? O8 Cd4 H9W 88.9 2_657 . ? O8 Cd4 H9W 85.3 . . ? O16 Cd4 H9W 106.3 2_657 . ? O16 Cd4 H9W 81.5 . . ? O17 Cd4 H9W 21.1 . . ? O17 Cd4 H9W 165.1 2_657 . ? C1 O1 Cd1 98.76(19) . . ? C1 O2 Cd2 126.25(18) . . ? C1 O2 Cd1 85.68(19) . . ? Cd2 O2 Cd1 94.22(7) . . ? C8 O3 Cd3 91.25(19) . . ? C8 O4 Cd3 94.75(18) . . ? C8 O4 Cd3 131.62(19) . 7_666 ? Cd3 O4 Cd3 104.11(8) . 7_666 ? C15 O5 Cd2 142.3(2) . 4_556 ? C15 O5 Cd1 88.9(2) . 8_564 ? Cd2 O5 Cd1 94.46(8) 4_556 8_564 ? C15 O6 Cd1 96.5(2) . 8_564 ? C16 O7 Cd1 132.25(19) . . ? C16 O8 Cd4 115.02(19) . . ? C23 O9 Cd3 92.40(18) . 7_666 ? C23 O10 Cd3 91.25(17) . 7_666 ? C30 O11 Cd1 131.5(2) . 5_657 ? C30 O12 Cd2 136.4(2) . 1_545 ? Cd1 O13 H1W 51.7 . . ? Cd1 O13 H2W 123.9 . . ? H1W O13 H2W 119.8 . . ? Cd3 O14 H3W 112.7 . . ? Cd3 O14 H4W 104.8 . . ? H3W O14 H4W 109.1 . . ? Cd3 O15 H5W 122.3 . . ? Cd3 O15 H6W 131.7 . . ? H5W O15 H6W 97.3 . . ? Cd4 O16 H7W 118.6 . . ? Cd4 O16 H8W 109.2 . . ? H7W O16 H8W 127.3 . . ? Cd4 O17 H9W 68.2 . . ? Cd4 O17 H10W 140.5 . . ? H9W O17 H10W 84.7 . . ? H11W O18 H12W 113.3 . . ? H13W O19 H14W 106.9 . . ? H15W O20 H16W 154.2 . . ? H17W O21 H18W 114.0 . . ? O1 C1 O2 121.7(3) . . ? O1 C1 C2 119.0(3) . . ? O2 C1 C2 119.3(3) . . ? C3 C2 C7 119.0(3) . . ? C3 C2 C1 120.7(3) . . ? C7 C2 C1 120.3(3) . . ? C4 C3 C2 120.4(3) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C5 121.5(3) . . ? C3 C4 H4 119.2 . . ? C5 C4 H4 119.2 . . ? C4 C5 C6 118.0(3) . . ? C4 C5 C9 120.6(3) . . ? C6 C5 C9 121.3(3) . . ? C7 C6 C5 119.8(3) . . ? C7 C6 C8 118.1(3) . . ? C5 C6 C8 122.1(3) . . ? C6 C7 C2 121.3(3) . . ? C6 C7 H7 119.4 . . ? C2 C7 H7 119.4 . . ? O3 C8 O4 120.4(3) . . ? O3 C8 C6 118.4(3) . . ? O4 C8 C6 121.2(3) . . ? C14 C9 C10 118.7(3) . . ? C14 C9 C5 120.6(3) . . ? C10 C9 C5 120.6(3) . . ? C11 C10 C9 120.9(3) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C12 120.1(3) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C13 C12 C11 119.0(3) . . ? C13 C12 C15 120.8(3) . . ? C11 C12 C15 120.1(3) . . ? C12 C13 C14 120.6(3) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C9 C14 C13 120.5(3) . . ? C9 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? O6 C15 O5 121.4(3) . . ? O6 C15 C12 119.7(3) . . ? O5 C15 C12 118.8(3) . . ? O7 C16 O8 122.5(3) . . ? O7 C16 C17 120.2(3) . . ? O8 C16 C17 117.3(3) . . ? C18 C17 C22 120.0(3) . . ? C18 C17 C16 119.3(3) . . ? C22 C17 C16 120.7(3) . . ? C19 C18 C17 121.4(3) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C18 C19 C20 118.9(3) . . ? C18 C19 C23 121.7(3) . . ? C20 C19 C23 119.4(3) . . ? C21 C20 C19 120.0(3) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C20 C21 C22 121.7(3) . . ? C20 C21 H21 119.1 . . ? C22 C21 H21 119.1 . . ? C21 C22 C17 117.9(3) . . ? C21 C22 C24 118.8(3) . . ? C17 C22 C24 123.1(3) . . ? O9 C23 O10 121.0(3) . . ? O9 C23 C19 119.8(3) . . ? O10 C23 C19 119.3(3) . . ? O9 C23 Cd3 60.26(15) . 7_666 ? O10 C23 Cd3 60.74(15) . 7_666 ? C19 C23 Cd3 177.8(2) . 7_666 ? C29 C24 C25 118.3(3) . . ? C29 C24 C22 120.1(3) . . ? C25 C24 C22 121.5(3) . . ? C26 C25 C24 120.9(3) . . ? C26 C25 H25 119.6 . . ? C24 C25 H25 119.6 . . ? C25 C26 C27 120.6(3) . . ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C26 C27 C28 118.7(3) . . ? C26 C27 C30 121.1(3) . . ? C28 C27 C30 120.1(3) . . ? C29 C28 C27 120.7(3) . . ? C29 C28 H28 119.7 . . ? C27 C28 H28 119.7 . . ? C28 C29 C24 120.8(3) . . ? C28 C29 H29 119.6 . . ? C24 C29 H29 119.6 . . ? O11 C30 O12 126.0(3) . . ? O11 C30 C27 116.9(3) . . ? O12 C30 C27 117.1(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 O11 Cd1 O1 C1 12.1(3) 5_657 . . . ? O7 Cd1 O1 C1 105.11(19) . . . . ? O6 Cd1 O1 C1 -114.05(19) 8_565 . . . ? O13 Cd1 O1 C1 179.5(2) . . . . ? O5 Cd1 O1 C1 -75.02(19) 8_565 . . . ? O2 Cd1 O1 C1 -1.76(17) . . . . ? O12 Cd2 O2 C1 -149.9(3) 5_657 . . . ? O12 Cd2 O2 C1 30.1(3) 1_565 . . . ? O2 Cd2 O2 C1 -54(3) 5_667 . . . ? O5 Cd2 O2 C1 122.0(3) 4_546 . . . ? O5 Cd2 O2 C1 -58.0(3) 8_565 . . . ? O12 Cd2 O2 Cd1 -62.18(8) 5_657 . . . ? O12 Cd2 O2 Cd1 117.82(8) 1_565 . . . ? O2 Cd2 O2 Cd1 33.3(4) 5_667 . . . ? O5 Cd2 O2 Cd1 -150.24(8) 4_546 . . . ? O5 Cd2 O2 Cd1 29.76(8) 8_565 . . . ? O11 Cd1 O2 C1 -170.31(17) 5_657 . . . ? O7 Cd1 O2 C1 -79.57(17) . . . . ? O1 Cd1 O2 C1 1.74(16) . . . . ? O6 Cd1 O2 C1 109.90(18) 8_565 . . . ? O13 Cd1 O2 C1 3.4(2) . . . . ? O5 Cd1 O2 C1 97.87(17) 8_565 . . . ? O11 Cd1 O2 Cd2 63.60(9) 5_657 . . . ? O7 Cd1 O2 Cd2 154.34(7) . . . . ? O1 Cd1 O2 Cd2 -124.35(11) . . . . ? O6 Cd1 O2 Cd2 -16.19(13) 8_565 . . . ? O13 Cd1 O2 Cd2 -122.66(12) . . . . ? O5 Cd1 O2 Cd2 -28.22(7) 8_565 . . . ? O15 Cd3 O3 C8 129.0(2) . . . . ? O14 Cd3 O3 C8 -124.1(2) . . . . ? O9 Cd3 O3 C8 170.83(17) 7_666 . . . ? O10 Cd3 O3 C8 65.0(2) 7_666 . . . ? O4 Cd3 O3 C8 0.34(17) . . . . ? O4 Cd3 O3 C8 -48.0(2) 7_666 . . . ? C23 Cd3 O3 C8 106.1(3) 7_666 . . . ? O15 Cd3 O4 C8 -54.67(19) . . . . ? O14 Cd3 O4 C8 57.37(19) . . . . ? O9 Cd3 O4 C8 -170.19(18) 7_666 . . . ? O10 Cd3 O4 C8 -142.04(17) 7_666 . . . ? O4 Cd3 O4 C8 135.1(2) 7_666 . . . ? O3 Cd3 O4 C8 -0.33(17) . . . . ? C23 Cd3 O4 C8 -150.23(17) 7_666 . . . ? O15 Cd3 O4 Cd3 170.26(9) . . . 7_666 ? O14 Cd3 O4 Cd3 -77.70(11) . . . 7_666 ? O9 Cd3 O4 Cd3 54.73(19) 7_666 . . 7_666 ? O10 Cd3 O4 Cd3 82.88(9) 7_666 . . 7_666 ? O4 Cd3 O4 Cd3 0.0 7_666 . . 7_666 ? O3 Cd3 O4 Cd3 -135.41(13) . . . 7_666 ? C23 Cd3 O4 Cd3 74.69(12) 7_666 . . 7_666 ? O11 Cd1 O7 C16 137.7(3) 5_657 . . . ? O1 Cd1 O7 C16 -7.0(3) . . . . ? O6 Cd1 O7 C16 -144.1(3) 8_565 . . . ? O13 Cd1 O7 C16 -87.3(3) . . . . ? O5 Cd1 O7 C16 -9.5(17) 8_565 . . . ? O2 Cd1 O7 C16 45.9(3) . . . . ? O8 Cd4 O8 C16 -79.3(2) 2_657 . . . ? O16 Cd4 O8 C16 86.9(2) 2_657 . . . ? O16 Cd4 O8 C16 141.6(3) . . . . ? O17 Cd4 O8 C16 172.2(2) . . . . ? O17 Cd4 O8 C16 10.6(2) 2_657 . . . ? Cd1 O1 C1 O2 3.4(3) . . . . ? Cd1 O1 C1 C2 -175.6(2) . . . . ? Cd2 O2 C1 O1 89.1(3) . . . . ? Cd1 O2 C1 O1 -3.0(3) . . . . ? Cd2 O2 C1 C2 -92.0(3) . . . . ? Cd1 O2 C1 C2 176.0(2) . . . . ? O1 C1 C2 C3 176.1(3) . . . . ? O2 C1 C2 C3 -2.9(4) . . . . ? O1 C1 C2 C7 -2.8(4) . . . . ? O2 C1 C2 C7 178.2(3) . . . . ? C7 C2 C3 C4 -0.9(5) . . . . ? C1 C2 C3 C4 -179.8(3) . . . . ? C2 C3 C4 C5 0.3(6) . . . . ? C3 C4 C5 C6 0.7(5) . . . . ? C3 C4 C5 C9 -178.1(3) . . . . ? C4 C5 C6 C7 -1.2(5) . . . . ? C9 C5 C6 C7 177.6(3) . . . . ? C4 C5 C6 C8 179.1(3) . . . . ? C9 C5 C6 C8 -2.2(5) . . . . ? C5 C6 C7 C2 0.7(4) . . . . ? C8 C6 C7 C2 -179.6(3) . . . . ? C3 C2 C7 C6 0.4(4) . . . . ? C1 C2 C7 C6 179.3(3) . . . . ? Cd3 O3 C8 O4 -0.6(3) . . . . ? Cd3 O3 C8 C6 179.7(2) . . . . ? Cd3 O4 C8 O3 0.6(3) . . . . ? Cd3 O4 C8 O3 114.3(3) 7_666 . . . ? Cd3 O4 C8 C6 -179.7(2) . . . . ? Cd3 O4 C8 C6 -66.0(4) 7_666 . . . ? C7 C6 C8 O3 -47.5(4) . . . . ? C5 C6 C8 O3 132.2(3) . . . . ? C7 C6 C8 O4 132.7(3) . . . . ? C5 C6 C8 O4 -47.5(4) . . . . ? C4 C5 C9 C14 -58.6(5) . . . . ? C6 C5 C9 C14 122.6(4) . . . . ? C4 C5 C9 C10 122.8(4) . . . . ? C6 C5 C9 C10 -55.9(5) . . . . ? C14 C9 C10 C11 -3.7(5) . . . . ? C5 C9 C10 C11 174.9(3) . . . . ? C9 C10 C11 C12 0.7(6) . . . . ? C10 C11 C12 C13 3.0(5) . . . . ? C10 C11 C12 C15 -173.0(3) . . . . ? C11 C12 C13 C14 -3.7(5) . . . . ? C15 C12 C13 C14 172.3(3) . . . . ? C10 C9 C14 C13 3.0(5) . . . . ? C5 C9 C14 C13 -175.6(3) . . . . ? C12 C13 C14 C9 0.7(5) . . . . ? Cd1 O6 C15 O5 -4.8(4) 8_564 . . . ? Cd1 O6 C15 C12 171.4(3) 8_564 . . . ? Cd2 O5 C15 O6 -91.5(5) 4_556 . . . ? Cd1 O5 C15 O6 4.4(4) 8_564 . . . ? Cd2 O5 C15 C12 92.3(4) 4_556 . . . ? Cd1 O5 C15 C12 -171.7(3) 8_564 . . . ? C13 C12 C15 O6 -163.7(3) . . . . ? C11 C12 C15 O6 12.3(5) . . . . ? C13 C12 C15 O5 12.5(5) . . . . ? C11 C12 C15 O5 -171.5(3) . . . . ? Cd1 O7 C16 O8 131.4(3) . . . . ? Cd1 O7 C16 C17 -49.4(4) . . . . ? Cd4 O8 C16 O7 17.1(4) . . . . ? Cd4 O8 C16 C17 -162.03(19) . . . . ? O7 C16 C17 C18 129.2(3) . . . . ? O8 C16 C17 C18 -51.6(4) . . . . ? O7 C16 C17 C22 -49.8(4) . . . . ? O8 C16 C17 C22 129.4(3) . . . . ? C22 C17 C18 C19 0.7(4) . . . . ? C16 C17 C18 C19 -178.2(3) . . . . ? C17 C18 C19 C20 0.6(4) . . . . ? C17 C18 C19 C23 179.3(3) . . . . ? C18 C19 C20 C21 -1.2(5) . . . . ? C23 C19 C20 C21 -179.9(3) . . . . ? C19 C20 C21 C22 0.6(5) . . . . ? C20 C21 C22 C17 0.7(5) . . . . ? C20 C21 C22 C24 -174.9(3) . . . . ? C18 C17 C22 C21 -1.3(4) . . . . ? C16 C17 C22 C21 177.6(3) . . . . ? C18 C17 C22 C24 174.0(3) . . . . ? C16 C17 C22 C24 -7.1(4) . . . . ? Cd3 O9 C23 O10 1.9(3) 7_666 . . . ? Cd3 O9 C23 C19 -177.5(2) 7_666 . . . ? Cd3 O10 C23 O9 -1.9(3) 7_666 . . . ? Cd3 O10 C23 C19 177.5(2) 7_666 . . . ? C18 C19 C23 O9 179.1(3) . . . . ? C20 C19 C23 O9 -2.3(4) . . . . ? C18 C19 C23 O10 -0.4(4) . . . . ? C20 C19 C23 O10 178.3(3) . . . . ? C18 C19 C23 Cd3 89(6) . . . 7_666 ? C20 C19 C23 Cd3 -93(6) . . . 7_666 ? C21 C22 C24 C29 122.6(3) . . . . ? C17 C22 C24 C29 -52.7(4) . . . . ? C21 C22 C24 C25 -53.8(4) . . . . ? C17 C22 C24 C25 130.9(3) . . . . ? C29 C24 C25 C26 -1.1(5) . . . . ? C22 C24 C25 C26 175.3(3) . . . . ? C24 C25 C26 C27 0.9(5) . . . . ? C25 C26 C27 C28 0.1(5) . . . . ? C25 C26 C27 C30 -179.5(3) . . . . ? C26 C27 C28 C29 -1.0(5) . . . . ? C30 C27 C28 C29 178.7(3) . . . . ? C27 C28 C29 C24 0.8(5) . . . . ? C25 C24 C29 C28 0.3(5) . . . . ? C22 C24 C29 C28 -176.2(3) . . . . ? Cd1 O11 C30 O12 -9.6(5) 5_657 . . . ? Cd1 O11 C30 C27 169.8(2) 5_657 . . . ? Cd2 O12 C30 O11 14.1(5) 1_545 . . . ? Cd2 O12 C30 C27 -165.3(2) 1_545 . . . ? C26 C27 C30 O11 13.5(4) . . . . ? C28 C27 C30 O11 -166.2(3) . . . . ? C26 C27 C30 O12 -167.1(3) . . . . ? C28 C27 C30 O12 13.3(4) . . . . ? 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 O21 H18W O17 0.85 2.42 2.897(6) 116.0 1_565 O21 H17W O5 0.85 2.17 3.023(5) 179.5 7_666 O20 H16W O11 0.85 2.10 2.955(4) 179.9 6_655 O20 H15W O9 0.85 2.05 2.897(5) 179.9 7_656 O19 H14W O13 0.85 2.04 2.885(5) 179.4 2_657 O19 H13W O10 0.85 1.95 2.796(4) 179.5 . O18 H12W O10 0.85 2.08 2.928(4) 179.7 . O18 H11W O6 0.85 2.08 2.935(4) 179.7 7_666 O17 H10W O21 0.76 2.54 2.897(6) 111.0 1_545 O17 H9W O7 0.85 2.19 3.044(4) 179.6 2_657 O16 H8W O21 0.85 2.17 3.021(7) 179.5 1_545 O16 H7W O3 0.85 1.82 2.669(4) 179.6 2_647 O15 H6W O8 0.85 1.97 2.823(3) 179.6 1_565 O15 H5W O18 0.85 1.88 2.728(4) 179.9 1_565 O14 H4W O17 0.85 2.06 2.908(5) 178.9 1_565 O14 H3W O19 0.85 2.00 2.850(5) 179.2 . O13 H2W O8 0.85 2.23 3.084(4) 179.5 2_657 O13 H1W O6 0.85 2.09 2.944(5) 179.6 8_565 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.005 _refine_diff_density_min -1.352 _refine_diff_density_rms 0.084 _database_code_depnum_ccdc_archive 'CCDC 920147' ####################################################################### # # 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_161_9cd #TrackingRef '161_9cd.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H20 Cd N2 O8' _chemical_formula_weight 612.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.3202(5) _cell_length_b 13.9105(7) _cell_length_c 16.3411(7) _cell_angle_alpha 90.00 _cell_angle_beta 95.892(4) _cell_angle_gamma 90.00 _cell_volume 2333.53(18) _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 block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.744 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.995 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7963 _exptl_absorpt_correction_T_max 0.8413 _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 10879 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0375 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 25.68 _reflns_number_total 4422 _reflns_number_gt 3868 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^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 4422 _refine_ls_number_parameters 344 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0488 _refine_ls_R_factor_gt 0.0408 _refine_ls_wR_factor_ref 0.1455 _refine_ls_wR_factor_gt 0.1363 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.46039(3) 0.94451(2) 0.598970(16) 0.03375(16) Uani 1 1 d . . . O1 O 0.2596(3) 0.9079(2) 0.5507(2) 0.0489(8) Uani 1 1 d . . . O2 O 0.3224(3) 0.7612(3) 0.5182(2) 0.0597(10) Uani 1 1 d . . . O3 O -0.3521(3) 0.7728(2) 0.53093(16) 0.0411(7) Uani 1 1 d . . . O4 O -0.4401(3) 0.9105(2) 0.48349(16) 0.0324(6) Uani 1 1 d . . . O5 O -0.7558(3) 0.7268(3) 0.24681(19) 0.0510(8) Uani 1 1 d . . . O6 O -0.6465(3) 0.7028(3) 0.13803(17) 0.0509(8) Uani 1 1 d . . . H13 H -0.7181 0.7118 0.1125 0.076 Uiso 1 1 calc R . . O7 O 0.4863(3) 0.7941(2) 0.66921(17) 0.0411(7) Uani 1 1 d . . . H1W H 0.5637 0.7798 0.6857 0.049 Uiso 1 1 d R . . H2W H 0.4582 0.7534 0.6348 0.049 Uiso 1 1 d R . . O8 O 0.5522(7) 0.4112(4) 0.4723(4) 0.130(2) Uani 1 1 d . . . H3W H 0.6080 0.3908 0.5103 0.156 Uiso 1 1 d R . . H4W H 0.5075 0.4111 0.5136 0.156 Uiso 1 1 d R . . N1 N 0.3912(3) 0.9977(2) 0.72349(19) 0.0325(7) Uani 1 1 d . . . N2 N 0.6409(3) 1.0027(3) 0.68020(19) 0.0343(8) Uani 1 1 d . . . C1 C 0.2397(4) 0.8256(3) 0.5179(2) 0.0375(9) Uani 1 1 d . . . C2 C 0.1058(4) 0.8095(3) 0.4747(2) 0.0295(8) Uani 1 1 d . . . C3 C 0.0776(4) 0.7331(3) 0.4214(3) 0.0365(9) Uani 1 1 d . . . H3 H 0.1424 0.6889 0.4128 0.044 Uiso 1 1 calc R . . C4 C -0.0458(4) 0.7221(3) 0.3807(2) 0.0313(9) Uani 1 1 d . . . H4 H -0.0624 0.6713 0.3441 0.038 Uiso 1 1 calc R . . C5 C -0.1462(4) 0.7862(3) 0.3939(2) 0.0280(8) Uani 1 1 d . . . C6 C -0.1159(4) 0.8633(3) 0.4471(2) 0.0323(9) Uani 1 1 d . . . H6 H -0.1800 0.9080 0.4560 0.039 Uiso 1 1 calc R . . C7 C 0.0062(4) 0.8738(3) 0.4863(2) 0.0344(9) Uani 1 1 d . . . H7 H 0.0235 0.9255 0.5218 0.041 Uiso 1 1 calc R . . C8 C -0.2793(4) 0.7710(3) 0.3504(2) 0.0280(8) Uani 1 1 d . . . C9 C -0.2895(4) 0.7391(3) 0.2687(2) 0.0361(9) Uani 1 1 d . . . H9 H -0.2142 0.7288 0.2431 0.043 Uiso 1 1 calc R . . C10 C -0.4091(4) 0.7226(3) 0.2259(2) 0.0338(9) Uani 1 1 d . . . H10 H -0.4136 0.7020 0.1716 0.041 Uiso 1 1 calc R . . C11 C -0.5230(4) 0.7363(3) 0.2624(2) 0.0294(8) Uani 1 1 d . . . C12 C -0.5138(4) 0.7724(3) 0.3430(2) 0.0301(8) Uani 1 1 d . . . H12 H -0.5896 0.7843 0.3675 0.036 Uiso 1 1 calc R . . C13 C -0.3943(4) 0.7906(3) 0.3871(2) 0.0260(8) Uani 1 1 d . . . C14 C -0.3937(3) 0.8259(3) 0.4735(2) 0.0284(8) Uani 1 1 d . . . C15 C -0.6528(4) 0.7212(3) 0.2166(2) 0.0352(9) Uani 1 1 d . . . C16 C 0.2702(4) 0.9985(3) 0.7429(3) 0.0438(11) Uani 1 1 d . . . H16 H 0.2034 0.9824 0.7027 0.053 Uiso 1 1 calc R . . C17 C 0.2383(5) 1.0225(4) 0.8216(3) 0.0561(13) Uani 1 1 d . . . H17 H 0.1520 1.0218 0.8333 0.067 Uiso 1 1 calc R . . C18 C 0.3346(6) 1.0468(4) 0.8801(3) 0.0546(14) Uani 1 1 d . . . H18 H 0.3145 1.0637 0.9324 0.066 Uiso 1 1 calc R . . C19 C 0.4650(5) 1.0467(3) 0.8625(3) 0.0419(11) Uani 1 1 d . . . C20 C 0.4890(4) 1.0211(3) 0.7820(2) 0.0302(8) Uani 1 1 d . . . C21 C 0.5732(7) 1.0699(4) 0.9208(3) 0.0561(14) Uani 1 1 d . . . H21 H 0.5582 1.0864 0.9741 0.067 Uiso 1 1 calc R . . C22 C 0.6967(6) 1.0685(4) 0.9004(3) 0.0560(14) Uani 1 1 d . . . H22 H 0.7652 1.0828 0.9401 0.067 Uiso 1 1 calc R . . C23 C 0.7231(5) 1.0453(3) 0.8189(3) 0.0422(11) Uani 1 1 d . . . C24 C 0.6210(4) 1.0220(3) 0.7594(2) 0.0311(8) Uani 1 1 d . . . C25 C 0.8485(5) 1.0505(4) 0.7925(4) 0.0563(14) Uani 1 1 d . . . H25 H 0.9194 1.0652 0.8303 0.068 Uiso 1 1 calc R . . C26 C 0.8674(5) 1.0345(4) 0.7130(3) 0.0572(13) Uani 1 1 d . . . H26 H 0.9499 1.0400 0.6954 0.069 Uiso 1 1 calc R . . C27 C 0.7599(4) 1.0093(4) 0.6577(3) 0.0451(11) Uani 1 1 d . . . H27 H 0.7728 0.9968 0.6033 0.054 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0295(2) 0.0469(3) 0.0243(2) -0.00332(11) 0.00027(14) 0.00222(12) O1 0.0358(18) 0.0516(19) 0.056(2) -0.0117(16) -0.0100(14) -0.0054(15) O2 0.0308(18) 0.068(2) 0.077(2) -0.0220(19) -0.0100(16) 0.0094(17) O3 0.0392(17) 0.0555(19) 0.0271(14) 0.0037(13) -0.0039(12) 0.0078(14) O4 0.0345(15) 0.0346(15) 0.0289(14) -0.0046(11) 0.0069(11) 0.0021(13) O5 0.0262(16) 0.081(2) 0.0452(18) -0.0116(15) -0.0021(13) -0.0012(15) O6 0.0374(18) 0.081(2) 0.0321(16) -0.0135(16) -0.0060(12) 0.0013(17) O7 0.0309(16) 0.0536(19) 0.0387(16) 0.0050(13) 0.0032(12) 0.0037(14) O8 0.129(6) 0.113(5) 0.147(6) 0.021(4) 0.009(4) 0.027(4) N1 0.0264(17) 0.038(2) 0.0331(18) 0.0008(14) 0.0038(13) 0.0029(15) N2 0.0291(18) 0.043(2) 0.0308(17) 0.0031(14) 0.0016(13) 0.0015(15) C1 0.030(2) 0.051(3) 0.031(2) -0.0050(18) 0.0024(16) -0.003(2) C2 0.028(2) 0.033(2) 0.0268(19) -0.0010(15) -0.0009(14) -0.0044(16) C3 0.024(2) 0.041(2) 0.045(2) -0.0071(18) 0.0043(16) 0.0029(18) C4 0.024(2) 0.034(2) 0.035(2) -0.0126(16) 0.0010(15) 0.0018(17) C5 0.0230(19) 0.037(2) 0.0250(18) -0.0038(15) 0.0049(14) -0.0004(16) C6 0.029(2) 0.030(2) 0.037(2) -0.0047(16) 0.0030(16) 0.0058(16) C7 0.036(2) 0.034(2) 0.032(2) -0.0057(16) -0.0018(16) -0.0027(18) C8 0.025(2) 0.032(2) 0.0269(19) -0.0017(15) 0.0014(15) 0.0014(16) C9 0.030(2) 0.051(3) 0.029(2) -0.0091(17) 0.0086(16) 0.0051(19) C10 0.033(2) 0.043(2) 0.0249(19) -0.0097(16) 0.0006(15) 0.0003(18) C11 0.027(2) 0.032(2) 0.0294(19) -0.0004(15) -0.0006(15) 0.0030(16) C12 0.025(2) 0.037(2) 0.0279(19) -0.0034(16) 0.0002(14) 0.0029(17) C13 0.0236(19) 0.0283(19) 0.0254(18) -0.0010(14) -0.0007(14) 0.0024(15) C14 0.0176(18) 0.037(2) 0.030(2) -0.0030(16) 0.0003(14) -0.0028(16) C15 0.031(2) 0.040(2) 0.033(2) -0.0057(17) -0.0030(16) 0.0040(18) C16 0.039(3) 0.049(3) 0.043(2) 0.001(2) 0.0050(19) -0.002(2) C17 0.040(3) 0.071(3) 0.060(3) 0.005(3) 0.020(2) 0.008(3) C18 0.063(4) 0.064(3) 0.040(3) -0.002(2) 0.024(3) 0.008(3) C19 0.055(3) 0.040(3) 0.032(2) 0.0011(17) 0.011(2) 0.004(2) C20 0.038(2) 0.0259(19) 0.0275(19) -0.0016(15) 0.0063(16) -0.0007(17) C21 0.072(4) 0.065(4) 0.031(2) -0.011(2) 0.001(2) -0.002(3) C22 0.060(4) 0.068(3) 0.036(3) -0.010(2) -0.014(2) -0.005(3) C23 0.046(3) 0.038(2) 0.040(3) -0.0015(17) -0.006(2) -0.002(2) C24 0.033(2) 0.0277(19) 0.032(2) 0.0040(16) -0.0001(16) 0.0009(17) C25 0.036(3) 0.064(4) 0.064(4) -0.011(2) -0.017(2) -0.008(2) C26 0.034(3) 0.076(4) 0.062(3) 0.008(3) 0.007(2) -0.003(3) C27 0.035(2) 0.054(3) 0.046(3) 0.007(2) 0.0069(19) 0.009(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O1 2.199(3) . ? Cd1 O4 2.289(3) 1_655 ? Cd1 N2 2.320(3) . ? Cd1 N1 2.344(3) . ? Cd1 O7 2.388(3) . ? Cd1 O4 2.422(3) 3_576 ? O1 C1 1.273(5) . ? O2 C1 1.236(5) . ? O3 C14 1.237(5) . ? O4 C14 1.287(5) . ? O4 Cd1 2.289(3) 1_455 ? O4 Cd1 2.422(3) 3_576 ? O5 C15 1.219(5) . ? O6 C15 1.317(5) . ? O6 H13 0.8200 . ? O7 H1W 0.8409 . ? O7 H2W 0.8291 . ? O8 H3W 0.8507 . ? O8 H4W 0.8552 . ? N1 C16 1.320(5) . ? N1 C20 1.357(5) . ? N2 C27 1.320(6) . ? N2 C24 1.358(5) . ? C1 C2 1.502(5) . ? C2 C3 1.386(6) . ? C2 C7 1.390(6) . ? C3 C4 1.384(6) . ? C3 H3 0.9300 . ? C4 C5 1.400(5) . ? C4 H4 0.9300 . ? C5 C6 1.395(5) . ? C5 C8 1.496(5) . ? C6 C7 1.362(6) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.399(5) . ? C8 C13 1.411(5) . ? C9 C10 1.374(6) . ? C9 H9 0.9300 . ? C10 C11 1.385(6) . ? C10 H10 0.9300 . ? C11 C12 1.404(5) . ? C11 C15 1.481(5) . ? C12 C13 1.385(5) . ? C12 H12 0.9300 . ? C13 C14 1.495(5) . ? C16 C17 1.399(7) . ? C16 H16 0.9300 . ? C17 C18 1.350(8) . ? C17 H17 0.9300 . ? C18 C19 1.405(8) . ? C18 H18 0.9300 . ? C19 C20 1.409(6) . ? C19 C21 1.428(8) . ? C20 C24 1.448(6) . ? C21 C22 1.350(9) . ? C21 H21 0.9300 . ? C22 C23 1.425(7) . ? C22 H22 0.9300 . ? C23 C24 1.396(6) . ? C23 C25 1.407(8) . ? C25 C26 1.352(8) . ? C25 H25 0.9300 . ? C26 C27 1.401(7) . ? C26 H26 0.9300 . ? C27 H27 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 O1 Cd1 O4 98.21(12) . 1_655 ? O1 Cd1 N2 163.24(12) . . ? O4 Cd1 N2 98.15(11) 1_655 . ? O1 Cd1 N1 91.41(12) . . ? O4 Cd1 N1 169.51(11) 1_655 . ? N2 Cd1 N1 72.02(11) . . ? O1 Cd1 O7 91.38(12) . . ? O4 Cd1 O7 100.25(10) 1_655 . ? N2 Cd1 O7 89.26(11) . . ? N1 Cd1 O7 83.60(11) . . ? O1 Cd1 O4 88.21(12) . 3_576 ? O4 Cd1 O4 74.56(11) 1_655 3_576 ? N2 Cd1 O4 92.66(11) . 3_576 ? N1 Cd1 O4 101.73(10) . 3_576 ? O7 Cd1 O4 174.67(9) . 3_576 ? C1 O1 Cd1 117.7(3) . . ? C14 O4 Cd1 119.8(2) . 1_455 ? C14 O4 Cd1 134.7(2) . 3_576 ? Cd1 O4 Cd1 105.44(11) 1_455 3_576 ? C15 O6 H13 109.5 . . ? Cd1 O7 H1W 114.6 . . ? Cd1 O7 H2W 104.9 . . ? H1W O7 H2W 108.1 . . ? H3W O8 H4W 78.7 . . ? C16 N1 C20 118.8(4) . . ? C16 N1 Cd1 126.3(3) . . ? C20 N1 Cd1 114.6(2) . . ? C27 N2 C24 119.1(4) . . ? C27 N2 Cd1 125.5(3) . . ? C24 N2 Cd1 115.0(3) . . ? O2 C1 O1 124.6(4) . . ? O2 C1 C2 119.7(4) . . ? O1 C1 C2 115.7(4) . . ? C3 C2 C7 117.9(4) . . ? C3 C2 C1 122.2(4) . . ? C7 C2 C1 119.8(4) . . ? C4 C3 C2 120.7(4) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 120.9(3) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C6 C5 C4 117.6(3) . . ? C6 C5 C8 122.8(3) . . ? C4 C5 C8 119.6(3) . . ? C7 C6 C5 120.8(4) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C2 121.9(4) . . ? C6 C7 H7 119.0 . . ? C2 C7 H7 119.0 . . ? C9 C8 C13 118.8(3) . . ? C9 C8 C5 118.3(3) . . ? C13 C8 C5 122.8(3) . . ? C10 C9 C8 120.9(4) . . ? C10 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? C9 C10 C11 121.1(3) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C12 118.3(3) . . ? C10 C11 C15 121.8(3) . . ? C12 C11 C15 119.8(3) . . ? C13 C12 C11 121.6(3) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.2 . . ? C12 C13 C8 119.1(3) . . ? C12 C13 C14 117.9(3) . . ? C8 C13 C14 122.9(3) . . ? O3 C14 O4 123.7(3) . . ? O3 C14 C13 119.2(4) . . ? O4 C14 C13 117.1(3) . . ? O5 C15 O6 122.7(4) . . ? O5 C15 C11 124.5(4) . . ? O6 C15 C11 112.8(3) . . ? N1 C16 C17 122.8(4) . . ? N1 C16 H16 118.6 . . ? C17 C16 H16 118.6 . . ? C18 C17 C16 119.0(5) . . ? C18 C17 H17 120.5 . . ? C16 C17 H17 120.5 . . ? C17 C18 C19 120.4(5) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C18 C19 C20 117.1(5) . . ? C18 C19 C21 124.3(5) . . ? C20 C19 C21 118.6(5) . . ? N1 C20 C19 122.0(4) . . ? N1 C20 C24 118.3(3) . . ? C19 C20 C24 119.7(4) . . ? C22 C21 C19 121.7(5) . . ? C22 C21 H21 119.1 . . ? C19 C21 H21 119.1 . . ? C21 C22 C23 120.6(5) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C24 C23 C25 116.8(4) . . ? C24 C23 C22 120.0(5) . . ? C25 C23 C22 123.0(5) . . ? N2 C24 C23 122.1(4) . . ? N2 C24 C20 118.7(3) . . ? C23 C24 C20 119.2(4) . . ? C26 C25 C23 120.8(5) . . ? C26 C25 H25 119.6 . . ? C23 C25 H25 119.6 . . ? C25 C26 C27 118.6(5) . . ? C25 C26 H26 120.7 . . ? C27 C26 H26 120.7 . . ? N2 C27 C26 122.4(5) . . ? N2 C27 H27 118.8 . . ? C26 C27 H27 118.8 . . ? 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 O1 C1 52.5(3) 1_655 . . . ? N2 Cd1 O1 C1 -140.1(4) . . . . ? N1 Cd1 O1 C1 -131.7(3) . . . . ? O7 Cd1 O1 C1 -48.1(3) . . . . ? O4 Cd1 O1 C1 126.6(3) 3_576 . . . ? O1 Cd1 N1 C16 -0.1(4) . . . . ? O4 Cd1 N1 C16 156.4(5) 1_655 . . . ? N2 Cd1 N1 C16 177.3(4) . . . . ? O7 Cd1 N1 C16 -91.4(4) . . . . ? O4 Cd1 N1 C16 88.3(4) 3_576 . . . ? O1 Cd1 N1 C20 173.5(3) . . . . ? O4 Cd1 N1 C20 -29.9(7) 1_655 . . . ? N2 Cd1 N1 C20 -9.0(3) . . . . ? O7 Cd1 N1 C20 82.3(3) . . . . ? O4 Cd1 N1 C20 -98.0(3) 3_576 . . . ? O1 Cd1 N2 C27 -167.7(4) . . . . ? O4 Cd1 N2 C27 -0.3(4) 1_655 . . . ? N1 Cd1 N2 C27 -176.5(4) . . . . ? O7 Cd1 N2 C27 100.0(4) . . . . ? O4 Cd1 N2 C27 -75.1(4) 3_576 . . . ? O1 Cd1 N2 C24 19.0(6) . . . . ? O4 Cd1 N2 C24 -173.6(3) 1_655 . . . ? N1 Cd1 N2 C24 10.2(3) . . . . ? O7 Cd1 N2 C24 -73.3(3) . . . . ? O4 Cd1 N2 C24 111.6(3) 3_576 . . . ? Cd1 O1 C1 O2 7.4(6) . . . . ? Cd1 O1 C1 C2 -171.2(2) . . . . ? O2 C1 C2 C3 -13.0(6) . . . . ? O1 C1 C2 C3 165.6(4) . . . . ? O2 C1 C2 C7 168.5(4) . . . . ? O1 C1 C2 C7 -12.8(6) . . . . ? C7 C2 C3 C4 0.4(6) . . . . ? C1 C2 C3 C4 -178.0(4) . . . . ? C2 C3 C4 C5 -1.6(6) . . . . ? C3 C4 C5 C6 2.2(6) . . . . ? C3 C4 C5 C8 -178.7(4) . . . . ? C4 C5 C6 C7 -1.7(6) . . . . ? C8 C5 C6 C7 179.2(4) . . . . ? C5 C6 C7 C2 0.6(6) . . . . ? C3 C2 C7 C6 0.1(6) . . . . ? C1 C2 C7 C6 178.6(4) . . . . ? C6 C5 C8 C9 140.5(4) . . . . ? C4 C5 C8 C9 -38.6(5) . . . . ? C6 C5 C8 C13 -37.2(6) . . . . ? C4 C5 C8 C13 143.7(4) . . . . ? C13 C8 C9 C10 -3.0(6) . . . . ? C5 C8 C9 C10 179.2(4) . . . . ? C8 C9 C10 C11 -0.6(7) . . . . ? C9 C10 C11 C12 3.4(6) . . . . ? C9 C10 C11 C15 178.5(4) . . . . ? C10 C11 C12 C13 -2.6(6) . . . . ? C15 C11 C12 C13 -177.8(4) . . . . ? C11 C12 C13 C8 -0.9(6) . . . . ? C11 C12 C13 C14 -178.1(4) . . . . ? C9 C8 C13 C12 3.7(6) . . . . ? C5 C8 C13 C12 -178.6(4) . . . . ? C9 C8 C13 C14 -179.3(4) . . . . ? C5 C8 C13 C14 -1.6(6) . . . . ? Cd1 O4 C14 O3 -29.5(5) 1_455 . . . ? Cd1 O4 C14 O3 154.3(3) 3_576 . . . ? Cd1 O4 C14 C13 149.0(3) 1_455 . . . ? Cd1 O4 C14 C13 -27.2(5) 3_576 . . . ? C12 C13 C14 O3 111.1(4) . . . . ? C8 C13 C14 O3 -65.9(5) . . . . ? C12 C13 C14 O4 -67.4(5) . . . . ? C8 C13 C14 O4 115.6(4) . . . . ? C10 C11 C15 O5 175.6(4) . . . . ? C12 C11 C15 O5 -9.4(6) . . . . ? C10 C11 C15 O6 -5.7(6) . . . . ? C12 C11 C15 O6 169.3(4) . . . . ? C20 N1 C16 C17 0.1(7) . . . . ? Cd1 N1 C16 C17 173.5(4) . . . . ? N1 C16 C17 C18 0.6(8) . . . . ? C16 C17 C18 C19 -0.8(8) . . . . ? C17 C18 C19 C20 0.4(7) . . . . ? C17 C18 C19 C21 -179.0(5) . . . . ? C16 N1 C20 C19 -0.5(6) . . . . ? Cd1 N1 C20 C19 -174.7(3) . . . . ? C16 N1 C20 C24 -178.7(4) . . . . ? Cd1 N1 C20 C24 7.2(4) . . . . ? C18 C19 C20 N1 0.3(6) . . . . ? C21 C19 C20 N1 179.7(4) . . . . ? C18 C19 C20 C24 178.4(4) . . . . ? C21 C19 C20 C24 -2.1(6) . . . . ? C18 C19 C21 C22 179.9(5) . . . . ? C20 C19 C21 C22 0.5(8) . . . . ? C19 C21 C22 C23 1.2(8) . . . . ? C21 C22 C23 C24 -1.2(8) . . . . ? C21 C22 C23 C25 174.5(5) . . . . ? C27 N2 C24 C23 -2.3(6) . . . . ? Cd1 N2 C24 C23 171.4(3) . . . . ? C27 N2 C24 C20 175.7(4) . . . . ? Cd1 N2 C24 C20 -10.5(5) . . . . ? C25 C23 C24 N2 1.6(6) . . . . ? C22 C23 C24 N2 177.6(4) . . . . ? C25 C23 C24 C20 -176.4(4) . . . . ? C22 C23 C24 C20 -0.5(6) . . . . ? N1 C20 C24 N2 2.2(6) . . . . ? C19 C20 C24 N2 -176.0(4) . . . . ? N1 C20 C24 C23 -179.7(4) . . . . ? C19 C20 C24 C23 2.1(6) . . . . ? C24 C23 C25 C26 0.6(7) . . . . ? C22 C23 C25 C26 -175.2(5) . . . . ? C23 C25 C26 C27 -2.1(8) . . . . ? C24 N2 C27 C26 0.8(7) . . . . ? Cd1 N2 C27 C26 -172.3(4) . . . . ? C25 C26 C27 N2 1.4(8) . . . . ? 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 O8 H3W O2 0.85 2.30 2.722(7) 111.2 3_666 O7 H2W O2 0.83 2.25 2.882(4) 133.3 . O7 H1W O5 0.84 2.02 2.844(4) 165.0 4_776 O6 H13 O3 0.82 1.83 2.630(4) 164.0 4_575 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.963 _refine_diff_density_min -0.803 _refine_diff_density_rms 0.080 _database_code_depnum_ccdc_archive 'CCDC 920148' ####################################################################### # # 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_162_10cd #TrackingRef '162_10Cd.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H34 Cd3 N4 O14' _chemical_formula_weight 1300.05 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.5092(2) _cell_length_b 40.4753(13) _cell_length_c 15.5716(4) _cell_angle_alpha 90.00 _cell_angle_beta 118.257(2) _cell_angle_gamma 90.00 _cell_volume 4724.0(2) _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 block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.828 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2568 _exptl_absorpt_coefficient_mu 1.415 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6927 _exptl_absorpt_correction_T_max 0.7459 _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 24016 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.0610 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -48 _diffrn_reflns_limit_k_max 49 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 25.50 _reflns_number_total 8789 _reflns_number_gt 6951 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0292P)^2^+1.8841P] 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 8789 _refine_ls_number_parameters 676 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0617 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.0892 _refine_ls_wR_factor_gt 0.0804 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 1.19517(4) 0.310769(8) 0.94438(2) 0.02602(10) Uani 1 1 d . . . Cd2 Cd 0.78844(4) 0.305232(9) 0.99903(2) 0.02952(10) Uani 1 1 d . . . Cd3 Cd -0.60822(4) 0.482414(9) 0.36261(3) 0.03497(11) Uani 1 1 d . . . O1 O 0.9320(4) 0.34339(8) 0.9458(2) 0.0337(8) Uani 1 1 d . . . O2 O 1.0327(4) 0.35221(9) 0.8418(2) 0.0395(9) Uani 1 1 d . . . O3 O 0.4773(4) 0.46825(9) 0.6258(3) 0.0564(11) Uani 1 1 d . . . O4 O 0.2966(5) 0.48242(11) 0.4724(3) 0.0666(13) Uani 1 1 d . . . O5 O -0.4224(4) 0.43624(11) 0.4492(3) 0.0622(12) Uani 1 1 d . . . O6 O -0.3433(4) 0.46462(10) 0.3567(3) 0.0567(11) Uani 1 1 d . . . O7 O 1.3648(4) 0.32891(8) 1.0990(2) 0.0372(8) Uani 1 1 d . . . O8 O 1.4361(4) 0.27905(9) 1.0723(2) 0.0351(8) Uani 1 1 d . . . O9 O 1.9899(4) 0.22886(8) 1.4723(2) 0.0309(8) Uani 1 1 d . . . O10 O 2.0382(4) 0.23205(9) 1.3454(2) 0.0419(9) Uani 1 1 d . . . O11 O 2.4068(4) 0.31632(8) 1.8914(2) 0.0343(8) Uani 1 1 d . . . O12 O 2.5970(4) 0.29889(9) 1.8430(2) 0.0397(9) Uani 1 1 d . . . O13 O 0.6787(4) 0.25474(9) 1.0280(3) 0.0540(11) Uani 1 1 d . . . H1W H 0.6001 0.2588 1.0447 0.065 Uiso 1 1 d R . . H2W H 0.7613 0.2589 1.0136 0.065 Uiso 1 1 d R . . O14 O 0.4082(11) 0.4925(3) 0.7969(5) 0.307(7) Uani 1 1 d . . . H3W H 0.3866 0.5060 0.7507 0.369 Uiso 1 1 d R . . H4W H 0.4262 0.4859 0.7505 0.369 Uiso 1 1 d R . . N1 N 0.7564(5) 0.34917(10) 1.0914(3) 0.0355(10) Uani 1 1 d . . . N2 N 1.0219(5) 0.30291(10) 1.1586(3) 0.0339(10) Uani 1 1 d . . . N3 N -0.8651(5) 0.51142(11) 0.2544(3) 0.0437(11) Uani 1 1 d . . . N4 N -0.7730(5) 0.44987(10) 0.2241(3) 0.0400(11) Uani 1 1 d . . . C1 C 0.9123(6) 0.35486(11) 0.8668(3) 0.0296(11) Uani 1 1 d . . . C2 C 0.7434(5) 0.37247(11) 0.7991(3) 0.0268(11) Uani 1 1 d . . . C3 C 0.6215(6) 0.38086(12) 0.8306(3) 0.0347(12) Uani 1 1 d . . . H3 H 0.6484 0.3769 0.8949 0.042 Uiso 1 1 calc R . . C4 C 0.4607(6) 0.39505(13) 0.7675(3) 0.0354(12) Uani 1 1 d . . . H4 H 0.3799 0.4004 0.7898 0.042 Uiso 1 1 calc R . . C5 C 0.4170(5) 0.40153(11) 0.6716(3) 0.0282(11) Uani 1 1 d . . . C6 C 0.5415(6) 0.39437(12) 0.6407(3) 0.0357(12) Uani 1 1 d . . . H6 H 0.5176 0.3995 0.5775 0.043 Uiso 1 1 calc R . . C7 C 0.7011(6) 0.37953(12) 0.7039(3) 0.0359(12) Uani 1 1 d . . . H7 H 0.7819 0.3742 0.6817 0.043 Uiso 1 1 calc R . . C8 C 0.2345(5) 0.41414(12) 0.6042(3) 0.0299(11) Uani 1 1 d . . . C9 C 0.0926(6) 0.39627(12) 0.6011(4) 0.0380(13) Uani 1 1 d . . . H9 H 0.1158 0.3773 0.6390 0.046 Uiso 1 1 calc R . . C10 C -0.0821(6) 0.40592(12) 0.5433(4) 0.0380(13) Uani 1 1 d . . . H10 H -0.1745 0.3938 0.5439 0.046 Uiso 1 1 calc R . . C11 C -0.1201(6) 0.43346(12) 0.4845(3) 0.0341(12) Uani 1 1 d . . . C12 C 0.0186(6) 0.45069(12) 0.4842(3) 0.0315(11) Uani 1 1 d . . . H12 H -0.0062 0.4686 0.4422 0.038 Uiso 1 1 calc R . . C13 C 0.1960(5) 0.44202(11) 0.5453(3) 0.0286(11) Uani 1 1 d . . . C14 C 0.3347(6) 0.46540(13) 0.5465(4) 0.0427(14) Uani 1 1 d . . . C15 C -0.3092(6) 0.44515(14) 0.4254(4) 0.0418(14) Uani 1 1 d . . . C16 C 1.4617(5) 0.30352(12) 1.1274(3) 0.0279(11) Uani 1 1 d . . . C17 C 1.6135(5) 0.30262(12) 1.2299(3) 0.0271(11) Uani 1 1 d . . . C18 C 1.6448(5) 0.32960(12) 1.2910(3) 0.0333(12) Uani 1 1 d . . . H18 H 1.5740 0.3484 1.2678 0.040 Uiso 1 1 calc R . . C19 C 1.7798(6) 0.32869(12) 1.3855(3) 0.0354(12) Uani 1 1 d . . . H19 H 1.7995 0.3470 1.4254 0.043 Uiso 1 1 calc R . . C20 C 1.8882(5) 0.30080(12) 1.4231(3) 0.0270(11) Uani 1 1 d . . . C21 C 1.8608(5) 0.27401(12) 1.3614(3) 0.0281(11) Uani 1 1 d . . . C22 C 1.7225(5) 0.27535(12) 1.2646(3) 0.0284(11) Uani 1 1 d . . . H22 H 1.7044 0.2575 1.2234 0.034 Uiso 1 1 calc R . . C23 C 1.9684(5) 0.24289(12) 1.3951(3) 0.0269(11) Uani 1 1 d . . . C24 C 2.0310(6) 0.30139(11) 1.5257(3) 0.0278(11) Uani 1 1 d . . . C25 C 2.2082(6) 0.29408(13) 1.5526(3) 0.0362(12) Uani 1 1 d . . . H25 H 2.2389 0.2876 1.5052 0.043 Uiso 1 1 calc R . . C26 C 2.3387(6) 0.29628(13) 1.6484(3) 0.0344(12) Uani 1 1 d . . . H26 H 2.4564 0.2916 1.6644 0.041 Uiso 1 1 calc R . . C27 C 2.2981(5) 0.30525(11) 1.7211(3) 0.0248(10) Uani 1 1 d . . . C28 C 2.1227(5) 0.31246(11) 1.6956(3) 0.0285(11) Uani 1 1 d . . . H28 H 2.0926 0.3186 1.7435 0.034 Uiso 1 1 calc R . . C29 C 1.9915(6) 0.31065(11) 1.5991(3) 0.0276(11) Uani 1 1 d . . . H29 H 1.8743 0.3158 1.5832 0.033 Uiso 1 1 calc R . . C30 C 2.4417(6) 0.30699(11) 1.8255(3) 0.0274(11) Uani 1 1 d . . . C31 C 0.6259(7) 0.37142(14) 1.0610(4) 0.0468(14) Uani 1 1 d . . . H31 H 0.5257 0.3682 1.0009 0.056 Uiso 1 1 calc R . . C32 C 0.6324(8) 0.39944(16) 1.1153(5) 0.0576(16) Uani 1 1 d . . . H32 H 0.5387 0.4145 1.0913 0.069 Uiso 1 1 calc R . . C33 C 0.7775(9) 0.40429(16) 1.2034(5) 0.0650(18) Uani 1 1 d . . . H33 H 0.7846 0.4230 1.2397 0.078 Uiso 1 1 calc R . . C34 C 0.9161(7) 0.38119(15) 1.2396(4) 0.0490(15) Uani 1 1 d . . . C35 C 0.9001(6) 0.35371(14) 1.1807(3) 0.0388(13) Uani 1 1 d . . . C36 C 1.0687(8) 0.38373(17) 1.3342(4) 0.0656(19) Uani 1 1 d . . . H36 H 1.0804 0.4020 1.3732 0.079 Uiso 1 1 calc R . . C37 C 1.1930(8) 0.36055(17) 1.3669(4) 0.0627(18) Uani 1 1 d . . . H37 H 1.2907 0.3630 1.4284 0.075 Uiso 1 1 calc R . . C38 C 1.1825(7) 0.33189(15) 1.3113(4) 0.0431(14) Uani 1 1 d . . . C39 C 1.0371(6) 0.32902(13) 1.2162(3) 0.0341(12) Uani 1 1 d . . . C40 C 1.3103(7) 0.30657(16) 1.3432(4) 0.0511(16) Uani 1 1 d . . . H40 H 1.4090 0.3079 1.4048 0.061 Uiso 1 1 calc R . . C41 C 1.2919(7) 0.28037(15) 1.2857(4) 0.0492(15) Uani 1 1 d . . . H41 H 1.3747 0.2632 1.3074 0.059 Uiso 1 1 calc R . . C42 C 1.1456(6) 0.27970(14) 1.1930(4) 0.0420(13) Uani 1 1 d . . . H42 H 1.1342 0.2619 1.1528 0.050 Uiso 1 1 calc R . . C43 C -0.9038(7) 0.54190(15) 0.2683(4) 0.0566(17) Uani 1 1 d . . . H43 H -0.8290 0.5525 0.3265 0.068 Uiso 1 1 calc R . . C44 C -1.0522(7) 0.55873(16) 0.1989(5) 0.068(2) Uani 1 1 d . . . H44 H -1.0759 0.5802 0.2107 0.081 Uiso 1 1 calc R . . C45 C -1.1614(7) 0.54351(17) 0.1145(5) 0.068(2) Uani 1 1 d . . . H45 H -1.2624 0.5544 0.0683 0.081 Uiso 1 1 calc R . . C46 C -1.1243(6) 0.51144(15) 0.0955(4) 0.0505(15) Uani 1 1 d . . . C47 C -0.9711(6) 0.49608(13) 0.1692(4) 0.0391(13) Uani 1 1 d . . . C48 C -1.2294(7) 0.49372(18) 0.0073(4) 0.068(2) Uani 1 1 d . . . H48 H -1.3322 0.5036 -0.0409 0.082 Uiso 1 1 calc R . . C49 C -1.1855(8) 0.46353(17) -0.0085(5) 0.0678(19) Uani 1 1 d . . . H49 H -1.2583 0.4528 -0.0668 0.081 Uiso 1 1 calc R . . C50 C -1.0270(7) 0.44742(15) 0.0634(4) 0.0512(15) Uani 1 1 d . . . C51 C -0.9227(6) 0.46332(13) 0.1523(4) 0.0384(13) Uani 1 1 d . . . C52 C -0.9720(8) 0.41635(17) 0.0522(5) 0.0665(19) Uani 1 1 d . . . H52 H -1.0394 0.4046 -0.0051 0.080 Uiso 1 1 calc R . . C53 C -0.8207(8) 0.40264(15) 0.1237(5) 0.0607(18) Uani 1 1 d . . . H53 H -0.7823 0.3819 0.1155 0.073 Uiso 1 1 calc R . . C54 C -0.7257(7) 0.42028(14) 0.2089(5) 0.0523(16) Uani 1 1 d . . . H54 H -0.6229 0.4108 0.2582 0.063 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02063(17) 0.0295(2) 0.01921(17) 0.00315(15) 0.00231(14) 0.00217(14) Cd2 0.02805(19) 0.0372(2) 0.01949(18) -0.00350(16) 0.00815(14) -0.00159(15) Cd3 0.02531(19) 0.0328(2) 0.0365(2) 0.00239(17) 0.00615(15) 0.00334(16) O1 0.0315(17) 0.032(2) 0.0266(18) 0.0105(16) 0.0050(14) 0.0027(14) O2 0.0340(18) 0.052(2) 0.0328(19) 0.0121(17) 0.0157(16) 0.0184(17) O3 0.035(2) 0.033(2) 0.083(3) 0.017(2) 0.013(2) -0.0017(17) O4 0.062(3) 0.072(3) 0.087(3) 0.053(3) 0.053(2) 0.032(2) O5 0.033(2) 0.085(3) 0.064(3) 0.018(2) 0.019(2) 0.013(2) O6 0.035(2) 0.068(3) 0.052(2) 0.024(2) 0.0085(18) 0.0173(19) O7 0.0284(17) 0.042(2) 0.0262(18) 0.0024(16) 0.0006(14) 0.0096(16) O8 0.0315(17) 0.041(2) 0.0206(17) 0.0011(16) 0.0020(14) 0.0015(15) O9 0.0309(17) 0.033(2) 0.0228(17) 0.0057(15) 0.0079(14) -0.0043(14) O10 0.052(2) 0.046(2) 0.0319(19) 0.0092(17) 0.0226(17) 0.0213(17) O11 0.0286(17) 0.047(2) 0.0208(17) -0.0059(16) 0.0067(14) -0.0048(15) O12 0.0215(17) 0.054(2) 0.0300(19) -0.0041(17) 0.0014(14) 0.0041(16) O13 0.047(2) 0.049(3) 0.082(3) 0.002(2) 0.044(2) 0.0026(18) O14 0.236(9) 0.55(2) 0.083(5) 0.088(9) 0.031(6) -0.159(11) N1 0.035(2) 0.041(3) 0.035(2) -0.006(2) 0.0197(19) -0.007(2) N2 0.036(2) 0.039(3) 0.026(2) -0.006(2) 0.0137(19) -0.0064(19) N3 0.038(2) 0.036(3) 0.044(3) -0.008(2) 0.008(2) 0.003(2) N4 0.029(2) 0.033(3) 0.050(3) -0.006(2) 0.013(2) 0.0034(19) C1 0.033(3) 0.023(3) 0.023(3) -0.003(2) 0.005(2) 0.001(2) C2 0.022(2) 0.030(3) 0.023(2) 0.002(2) 0.0062(19) 0.0046(19) C3 0.032(3) 0.043(3) 0.025(3) 0.008(2) 0.010(2) 0.006(2) C4 0.030(3) 0.047(3) 0.030(3) 0.009(2) 0.015(2) 0.012(2) C5 0.027(2) 0.019(2) 0.031(3) 0.004(2) 0.008(2) 0.0052(19) C6 0.039(3) 0.037(3) 0.024(3) 0.008(2) 0.010(2) 0.010(2) C7 0.039(3) 0.036(3) 0.031(3) 0.004(2) 0.015(2) 0.015(2) C8 0.028(2) 0.028(3) 0.025(2) 0.005(2) 0.005(2) 0.006(2) C9 0.030(3) 0.027(3) 0.043(3) 0.013(2) 0.007(2) 0.000(2) C10 0.034(3) 0.032(3) 0.041(3) 0.001(3) 0.012(2) -0.001(2) C11 0.022(2) 0.038(3) 0.031(3) -0.002(2) 0.004(2) 0.006(2) C12 0.035(3) 0.029(3) 0.023(2) 0.006(2) 0.007(2) 0.014(2) C13 0.029(2) 0.025(3) 0.027(2) -0.003(2) 0.009(2) 0.002(2) C14 0.033(3) 0.037(3) 0.058(4) 0.012(3) 0.022(3) 0.014(2) C15 0.032(3) 0.048(4) 0.034(3) 0.001(3) 0.006(2) 0.009(3) C16 0.022(2) 0.039(3) 0.019(2) 0.009(2) 0.007(2) -0.001(2) C17 0.023(2) 0.035(3) 0.018(2) 0.005(2) 0.0062(19) 0.002(2) C18 0.027(2) 0.034(3) 0.028(3) 0.007(2) 0.003(2) 0.011(2) C19 0.038(3) 0.030(3) 0.025(3) -0.002(2) 0.005(2) 0.005(2) C20 0.027(2) 0.032(3) 0.016(2) 0.001(2) 0.0045(19) 0.001(2) C21 0.026(2) 0.034(3) 0.019(2) 0.005(2) 0.0064(19) 0.000(2) C22 0.029(2) 0.032(3) 0.018(2) 0.002(2) 0.0060(19) -0.003(2) C23 0.019(2) 0.032(3) 0.020(2) 0.000(2) 0.0011(19) -0.0011(19) C24 0.029(3) 0.027(3) 0.019(2) -0.001(2) 0.004(2) -0.001(2) C25 0.035(3) 0.051(3) 0.021(2) -0.004(2) 0.012(2) 0.001(2) C26 0.021(2) 0.049(3) 0.029(3) -0.003(2) 0.008(2) 0.003(2) C27 0.024(2) 0.022(3) 0.021(2) -0.001(2) 0.0050(19) 0.0018(18) C28 0.029(2) 0.031(3) 0.021(2) -0.004(2) 0.008(2) 0.003(2) C29 0.024(2) 0.032(3) 0.020(2) 0.001(2) 0.0048(19) 0.0066(19) C30 0.024(2) 0.028(3) 0.022(2) 0.001(2) 0.005(2) -0.002(2) C31 0.050(3) 0.053(4) 0.045(3) -0.006(3) 0.029(3) -0.005(3) C32 0.065(4) 0.051(4) 0.063(4) 0.000(3) 0.035(3) 0.012(3) C33 0.093(5) 0.053(4) 0.059(4) -0.024(4) 0.044(4) -0.008(4) C34 0.051(3) 0.050(4) 0.048(3) -0.019(3) 0.026(3) -0.010(3) C35 0.036(3) 0.054(4) 0.031(3) -0.016(3) 0.020(2) -0.019(3) C36 0.074(4) 0.068(5) 0.051(4) -0.038(4) 0.027(4) -0.018(4) C37 0.057(4) 0.079(5) 0.041(4) -0.030(4) 0.014(3) -0.024(4) C38 0.046(3) 0.055(4) 0.028(3) -0.016(3) 0.017(2) -0.018(3) C39 0.036(3) 0.043(3) 0.028(3) -0.006(2) 0.018(2) -0.010(2) C40 0.038(3) 0.077(5) 0.029(3) 0.000(3) 0.007(2) -0.016(3) C41 0.043(3) 0.062(4) 0.035(3) 0.003(3) 0.012(3) -0.007(3) C42 0.044(3) 0.046(3) 0.030(3) 0.003(3) 0.012(2) -0.002(3) C43 0.041(3) 0.053(4) 0.059(4) -0.011(3) 0.010(3) 0.013(3) C44 0.055(4) 0.050(4) 0.083(5) -0.003(4) 0.020(4) 0.024(3) C45 0.043(4) 0.068(5) 0.068(5) 0.017(4) 0.006(3) 0.028(3) C46 0.033(3) 0.055(4) 0.047(3) 0.002(3) 0.005(3) 0.007(3) C47 0.030(3) 0.042(3) 0.034(3) 0.000(3) 0.006(2) 0.002(2) C48 0.043(3) 0.081(5) 0.046(4) 0.004(4) -0.008(3) 0.009(3) C49 0.057(4) 0.068(5) 0.053(4) -0.021(4) 0.006(3) -0.011(4) C50 0.045(3) 0.051(4) 0.048(3) -0.019(3) 0.014(3) -0.012(3) C51 0.031(3) 0.038(3) 0.041(3) -0.006(3) 0.013(2) -0.006(2) C52 0.064(4) 0.067(5) 0.064(4) -0.032(4) 0.027(4) -0.021(4) C53 0.060(4) 0.040(4) 0.083(5) -0.027(4) 0.034(4) -0.011(3) C54 0.041(3) 0.040(3) 0.071(4) 0.001(3) 0.022(3) 0.003(3) _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 O7 2.265(3) . ? Cd1 O2 2.277(3) . ? Cd1 O10 2.283(3) 4_465 ? Cd1 O11 2.319(3) 1_454 ? Cd1 O8 2.440(3) . ? Cd1 O9 2.556(3) 4_465 ? Cd1 O1 2.609(3) . ? Cd2 O12 2.208(3) 1_354 ? Cd2 N2 2.336(4) . ? Cd2 O1 2.350(3) . ? Cd2 O13 2.377(4) . ? Cd2 N1 2.383(4) . ? Cd2 O9 2.386(3) 4_465 ? Cd2 H2W 1.9155 . ? Cd3 O4 2.210(4) 1_455 ? Cd3 O3 2.251(3) 3_566 ? Cd3 N4 2.343(4) . ? Cd3 N3 2.347(4) . ? Cd3 O5 2.407(4) . ? Cd3 O6 2.410(4) . ? O1 C1 1.250(5) . ? O2 C1 1.261(5) . ? O3 C14 1.262(6) . ? O3 Cd3 2.251(3) 3_566 ? O4 C14 1.248(6) . ? O4 Cd3 2.210(4) 1_655 ? O5 C15 1.239(6) . ? O6 C15 1.247(6) . ? O7 C16 1.260(5) . ? O8 C16 1.259(6) . ? O9 C23 1.262(5) . ? O9 Cd2 2.386(3) 4_666 ? O9 Cd1 2.556(3) 4_666 ? O10 C23 1.256(5) . ? O10 Cd1 2.283(3) 4_666 ? O11 C30 1.254(5) . ? O11 Cd1 2.319(3) 1_656 ? O12 C30 1.260(5) . ? O12 Cd2 2.208(3) 1_756 ? O13 H1W 0.8413 . ? O13 H2W 0.8497 . ? O14 H3W 0.8506 . ? O14 H4W 0.8498 . ? N1 C31 1.331(6) . ? N1 C35 1.361(6) . ? N2 C42 1.320(6) . ? N2 C39 1.352(6) . ? N3 C43 1.321(7) . ? N3 C47 1.352(6) . ? N4 C54 1.320(6) . ? N4 C51 1.349(6) . ? C1 C2 1.500(6) . ? C2 C7 1.380(6) . ? C2 C3 1.383(6) . ? C3 C4 1.376(6) . ? C3 H3 0.9300 . ? C4 C5 1.382(6) . ? C4 H4 0.9300 . ? C5 C6 1.386(6) . ? C5 C8 1.493(6) . ? C6 C7 1.381(6) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.389(6) . ? C8 C13 1.392(6) . ? C9 C10 1.381(6) . ? C9 H9 0.9300 . ? C10 C11 1.380(7) . ? C10 H10 0.9300 . ? C11 C12 1.373(6) . ? C11 C15 1.502(6) . ? C12 C13 1.395(6) . ? C12 H12 0.9300 . ? C13 C14 1.506(7) . ? C16 C17 1.505(6) . ? C17 C22 1.377(6) . ? C17 C18 1.389(6) . ? C18 C19 1.373(6) . ? C18 H18 0.9300 . ? C19 C20 1.399(6) . ? C19 H19 0.9300 . ? C20 C21 1.393(6) . ? C20 C24 1.481(6) . ? C21 C22 1.407(5) . ? C21 C23 1.498(6) . ? C22 H22 0.9300 . ? C24 C29 1.387(6) . ? C24 C25 1.392(6) . ? C25 C26 1.378(6) . ? C25 H25 0.9300 . ? C26 C27 1.379(6) . ? C26 H26 0.9300 . ? C27 C28 1.382(6) . ? C27 C30 1.504(6) . ? C28 C29 1.386(6) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C31 C32 1.400(8) . ? C31 H31 0.9300 . ? C32 C33 1.357(8) . ? C32 H32 0.9300 . ? C33 C34 1.398(8) . ? C33 H33 0.9300 . ? C34 C35 1.407(7) . ? C34 C36 1.434(8) . ? C35 C39 1.433(7) . ? C36 C37 1.322(8) . ? C36 H36 0.9300 . ? C37 C38 1.425(8) . ? C37 H37 0.9300 . ? C38 C40 1.403(8) . ? C38 C39 1.416(6) . ? C40 C41 1.349(8) . ? C40 H40 0.9300 . ? C41 C42 1.390(6) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? C43 C44 1.391(7) . ? C43 H43 0.9300 . ? C44 C45 1.347(8) . ? C44 H44 0.9300 . ? C45 C46 1.400(8) . ? C45 H45 0.9300 . ? C46 C47 1.409(7) . ? C46 C48 1.428(8) . ? C47 C51 1.448(7) . ? C48 C49 1.335(8) . ? C48 H48 0.9300 . ? C49 C50 1.438(8) . ? C49 H49 0.9300 . ? C50 C52 1.382(8) . ? C50 C51 1.399(7) . ? C52 C53 1.359(8) . ? C52 H52 0.9300 . ? C53 C54 1.381(8) . ? C53 H53 0.9300 . ? C54 H54 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 O7 Cd1 O2 112.13(12) . . ? O7 Cd1 O10 146.96(12) . 4_465 ? O2 Cd1 O10 96.82(13) . 4_465 ? O7 Cd1 O11 97.79(11) . 1_454 ? O2 Cd1 O11 89.70(11) . 1_454 ? O10 Cd1 O11 97.95(11) 4_465 1_454 ? O7 Cd1 O8 55.69(11) . . ? O2 Cd1 O8 163.10(12) . . ? O10 Cd1 O8 98.54(12) 4_465 . ? O11 Cd1 O8 81.25(11) 1_454 . ? O7 Cd1 O9 99.52(11) . 4_465 ? O2 Cd1 O9 110.18(10) . 4_465 ? O10 Cd1 O9 53.83(11) 4_465 4_465 ? O11 Cd1 O9 146.04(11) 1_454 4_465 ? O8 Cd1 O9 84.74(10) . 4_465 ? O7 Cd1 O1 86.81(10) . . ? O2 Cd1 O1 52.76(10) . . ? O10 Cd1 O1 99.18(11) 4_465 . ? O11 Cd1 O1 140.19(11) 1_454 . ? O8 Cd1 O1 130.69(10) . . ? O9 Cd1 O1 69.98(10) 4_465 . ? O12 Cd2 N2 168.16(14) 1_354 . ? O12 Cd2 O1 85.65(12) 1_354 . ? N2 Cd2 O1 94.55(12) . . ? O12 Cd2 O13 87.57(13) 1_354 . ? N2 Cd2 O13 88.63(13) . . ? O1 Cd2 O13 161.51(12) . . ? O12 Cd2 N1 121.03(13) 1_354 . ? N2 Cd2 N1 70.77(14) . . ? O1 Cd2 N1 87.11(13) . . ? O13 Cd2 N1 111.07(13) . . ? O12 Cd2 O9 87.56(11) 1_354 4_465 ? N2 Cd2 O9 80.95(12) . 4_465 ? O1 Cd2 O9 77.42(11) . 4_465 ? O13 Cd2 O9 85.13(11) . 4_465 ? N1 Cd2 O9 146.51(11) . 4_465 ? O12 Cd2 H2W 87.1 1_354 . ? N2 Cd2 H2W 85.6 . . ? O1 Cd2 H2W 142.8 . . ? O13 Cd2 H2W 19.2 . . ? N1 Cd2 H2W 127.2 . . ? O9 Cd2 H2W 65.9 4_465 . ? O4 Cd3 O3 106.62(17) 1_455 3_566 ? O4 Cd3 N4 115.66(16) 1_455 . ? O3 Cd3 N4 129.08(16) 3_566 . ? O4 Cd3 N3 89.85(15) 1_455 . ? O3 Cd3 N3 82.61(14) 3_566 . ? N4 Cd3 N3 70.86(14) . . ? O4 Cd3 O5 87.18(14) 1_455 . ? O3 Cd3 O5 118.35(13) 3_566 . ? N4 Cd3 O5 91.57(14) . . ? N3 Cd3 O5 158.78(14) . . ? O4 Cd3 O6 136.18(13) 1_455 . ? O3 Cd3 O6 80.33(14) 3_566 . ? N4 Cd3 O6 87.69(14) . . ? N3 Cd3 O6 133.81(15) . . ? O5 Cd3 O6 53.92(13) . . ? C1 O1 Cd2 137.9(3) . . ? C1 O1 Cd1 84.0(3) . . ? Cd2 O1 Cd1 105.19(12) . . ? C1 O2 Cd1 99.1(3) . . ? C14 O3 Cd3 111.7(3) . 3_566 ? C14 O4 Cd3 133.3(3) . 1_655 ? C15 O5 Cd3 90.2(3) . . ? C15 O6 Cd3 89.9(3) . . ? C16 O7 Cd1 95.2(3) . . ? C16 O8 Cd1 87.1(3) . . ? C23 O9 Cd2 129.3(3) . 4_666 ? C23 O9 Cd1 85.6(3) . 4_666 ? Cd2 O9 Cd1 105.79(12) 4_666 4_666 ? C23 O10 Cd1 98.4(3) . 4_666 ? C30 O11 Cd1 141.8(3) . 1_656 ? C30 O12 Cd2 111.0(3) . 1_756 ? Cd2 O13 H1W 109.3 . . ? Cd2 O13 H2W 48.0 . . ? H1W O13 H2W 157.0 . . ? H3W O14 H4W 62.2 . . ? C31 N1 C35 117.8(5) . . ? C31 N1 Cd2 127.2(3) . . ? C35 N1 Cd2 114.4(3) . . ? C42 N2 C39 118.6(4) . . ? C42 N2 Cd2 125.0(3) . . ? C39 N2 Cd2 116.1(3) . . ? C43 N3 C47 119.2(5) . . ? C43 N3 Cd3 124.7(3) . . ? C47 N3 Cd3 115.9(3) . . ? C54 N4 C51 117.8(5) . . ? C54 N4 Cd3 125.1(4) . . ? C51 N4 Cd3 117.0(3) . . ? O1 C1 O2 121.5(4) . . ? O1 C1 C2 120.3(4) . . ? O2 C1 C2 118.2(4) . . ? C7 C2 C3 118.2(4) . . ? C7 C2 C1 121.9(4) . . ? C3 C2 C1 119.8(4) . . ? C4 C3 C2 120.5(4) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 121.2(4) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C4 C5 C6 118.5(4) . . ? C4 C5 C8 118.9(4) . . ? C6 C5 C8 122.6(4) . . ? C7 C6 C5 119.9(4) . . ? C7 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C2 C7 C6 121.6(4) . . ? C2 C7 H7 119.2 . . ? C6 C7 H7 119.2 . . ? C9 C8 C13 118.0(4) . . ? C9 C8 C5 116.4(4) . . ? C13 C8 C5 125.6(4) . . ? C10 C9 C8 121.7(4) . . ? C10 C9 H9 119.2 . . ? C8 C9 H9 119.2 . . ? C11 C10 C9 120.2(5) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 118.7(4) . . ? C12 C11 C15 120.7(5) . . ? C10 C11 C15 120.5(5) . . ? C11 C12 C13 121.6(4) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C8 C13 C12 119.7(4) . . ? C8 C13 C14 124.2(4) . . ? C12 C13 C14 116.0(4) . . ? O4 C14 O3 124.2(5) . . ? O4 C14 C13 118.5(5) . . ? O3 C14 C13 117.1(5) . . ? O5 C15 O6 122.9(5) . . ? O5 C15 C11 118.9(5) . . ? O6 C15 C11 118.1(5) . . ? O8 C16 O7 122.0(4) . . ? O8 C16 C17 119.2(4) . . ? O7 C16 C17 118.9(4) . . ? C22 C17 C18 119.1(4) . . ? C22 C17 C16 121.1(4) . . ? C18 C17 C16 119.8(4) . . ? C19 C18 C17 120.3(4) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C20 121.4(5) . . ? C18 C19 H19 119.3 . . ? C20 C19 H19 119.3 . . ? C21 C20 C19 118.6(4) . . ? C21 C20 C24 122.7(4) . . ? C19 C20 C24 118.7(4) . . ? C20 C21 C22 119.4(4) . . ? C20 C21 C23 122.5(4) . . ? C22 C21 C23 118.0(4) . . ? C17 C22 C21 121.2(4) . . ? C17 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? O10 C23 O9 122.1(4) . . ? O10 C23 C21 117.8(4) . . ? O9 C23 C21 120.1(4) . . ? C29 C24 C25 117.4(4) . . ? C29 C24 C20 119.9(4) . . ? C25 C24 C20 122.7(4) . . ? C26 C25 C24 121.0(4) . . ? C26 C25 H25 119.5 . . ? C24 C25 H25 119.5 . . ? C25 C26 C27 121.3(4) . . ? C25 C26 H26 119.4 . . ? C27 C26 H26 119.4 . . ? C26 C27 C28 118.4(4) . . ? C26 C27 C30 120.6(4) . . ? C28 C27 C30 121.0(4) . . ? C27 C28 C29 120.4(4) . . ? C27 C28 H28 119.8 . . ? C29 C28 H28 119.8 . . ? C28 C29 C24 121.5(4) . . ? C28 C29 H29 119.3 . . ? C24 C29 H29 119.3 . . ? O11 C30 O12 122.2(4) . . ? O11 C30 C27 120.9(4) . . ? O12 C30 C27 116.9(4) . . ? N1 C31 C32 123.1(5) . . ? N1 C31 H31 118.5 . . ? C32 C31 H31 118.5 . . ? C33 C32 C31 119.0(6) . . ? C33 C32 H32 120.5 . . ? C31 C32 H32 120.5 . . ? C32 C33 C34 120.1(6) . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C33 C34 C35 117.6(5) . . ? C33 C34 C36 123.2(6) . . ? C35 C34 C36 119.2(5) . . ? N1 C35 C34 122.4(5) . . ? N1 C35 C39 118.2(5) . . ? C34 C35 C39 119.3(5) . . ? C37 C36 C34 121.0(6) . . ? C37 C36 H36 119.5 . . ? C34 C36 H36 119.5 . . ? C36 C37 C38 122.3(5) . . ? C36 C37 H37 118.8 . . ? C38 C37 H37 118.8 . . ? C40 C38 C39 117.2(5) . . ? C40 C38 C37 124.4(5) . . ? C39 C38 C37 118.4(5) . . ? N2 C39 C38 121.4(5) . . ? N2 C39 C35 119.0(4) . . ? C38 C39 C35 119.6(5) . . ? C41 C40 C38 120.8(5) . . ? C41 C40 H40 119.6 . . ? C38 C40 H40 119.6 . . ? C40 C41 C42 118.0(6) . . ? C40 C41 H41 121.0 . . ? C42 C41 H41 121.0 . . ? N2 C42 C41 123.9(5) . . ? N2 C42 H42 118.1 . . ? C41 C42 H42 118.1 . . ? N3 C43 C44 122.4(5) . . ? N3 C43 H43 118.8 . . ? C44 C43 H43 118.8 . . ? C45 C44 C43 119.1(6) . . ? C45 C44 H44 120.4 . . ? C43 C44 H44 120.4 . . ? C44 C45 C46 120.6(5) . . ? C44 C45 H45 119.7 . . ? C46 C45 H45 119.7 . . ? C45 C46 C47 116.9(5) . . ? C45 C46 C48 124.6(5) . . ? C47 C46 C48 118.6(6) . . ? N3 C47 C46 121.8(5) . . ? N3 C47 C51 118.9(4) . . ? C46 C47 C51 119.3(5) . . ? C49 C48 C46 122.3(5) . . ? C49 C48 H48 118.8 . . ? C46 C48 H48 118.8 . . ? C48 C49 C50 120.9(6) . . ? C48 C49 H49 119.6 . . ? C50 C49 H49 119.6 . . ? C52 C50 C51 116.7(5) . . ? C52 C50 C49 124.3(5) . . ? C51 C50 C49 118.9(6) . . ? N4 C51 C50 122.8(5) . . ? N4 C51 C47 117.2(4) . . ? C50 C51 C47 119.9(5) . . ? C53 C52 C50 121.0(6) . . ? C53 C52 H52 119.5 . . ? C50 C52 H52 119.5 . . ? C52 C53 C54 118.2(6) . . ? C52 C53 H53 120.9 . . ? C54 C53 H53 120.9 . . ? N4 C54 C53 123.5(5) . . ? N4 C54 H54 118.3 . . ? C53 C54 H54 118.3 . . ? 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 O12 Cd2 O1 C1 -0.5(4) 1_354 . . . ? N2 Cd2 O1 C1 167.7(4) . . . . ? O13 Cd2 O1 C1 68.3(6) . . . . ? N1 Cd2 O1 C1 -121.9(5) . . . . ? O9 Cd2 O1 C1 88.0(4) 4_465 . . . ? O12 Cd2 O1 Cd1 -98.41(12) 1_354 . . . ? N2 Cd2 O1 Cd1 69.72(14) . . . . ? O13 Cd2 O1 Cd1 -29.6(4) . . . . ? N1 Cd2 O1 Cd1 140.16(13) . . . . ? O9 Cd2 O1 Cd1 -9.94(10) 4_465 . . . ? O7 Cd1 O1 C1 130.2(3) . . . . ? O2 Cd1 O1 C1 9.1(3) . . . . ? O10 Cd1 O1 C1 -82.5(3) 4_465 . . . ? O11 Cd1 O1 C1 31.9(3) 1_454 . . . ? O8 Cd1 O1 C1 167.8(2) . . . . ? O9 Cd1 O1 C1 -128.4(3) 4_465 . . . ? O7 Cd1 O1 Cd2 -91.70(13) . . . . ? O2 Cd1 O1 Cd2 147.20(18) . . . . ? O10 Cd1 O1 Cd2 55.59(13) 4_465 . . . ? O11 Cd1 O1 Cd2 169.96(12) 1_454 . . . ? O8 Cd1 O1 Cd2 -54.14(17) . . . . ? O9 Cd1 O1 Cd2 9.64(10) 4_465 . . . ? O7 Cd1 O2 C1 -76.5(3) . . . . ? O10 Cd1 O2 C1 87.3(3) 4_465 . . . ? O11 Cd1 O2 C1 -174.8(3) 1_454 . . . ? O8 Cd1 O2 C1 -117.5(4) . . . . ? O9 Cd1 O2 C1 33.4(3) 4_465 . . . ? O1 Cd1 O2 C1 -9.1(3) . . . . ? O4 Cd3 O5 C15 -148.7(3) 1_455 . . . ? O3 Cd3 O5 C15 -41.3(4) 3_566 . . . ? N4 Cd3 O5 C15 95.7(3) . . . . ? N3 Cd3 O5 C15 129.0(4) . . . . ? O6 Cd3 O5 C15 9.7(3) . . . . ? O4 Cd3 O6 C15 22.5(4) 1_455 . . . ? O3 Cd3 O6 C15 126.4(3) 3_566 . . . ? N4 Cd3 O6 C15 -103.3(3) . . . . ? N3 Cd3 O6 C15 -163.7(3) . . . . ? O5 Cd3 O6 C15 -9.6(3) . . . . ? O2 Cd1 O7 C16 -165.3(3) . . . . ? O10 Cd1 O7 C16 45.3(4) 4_465 . . . ? O11 Cd1 O7 C16 -72.4(3) 1_454 . . . ? O8 Cd1 O7 C16 1.3(3) . . . . ? O9 Cd1 O7 C16 78.2(3) 4_465 . . . ? O1 Cd1 O7 C16 147.3(3) . . . . ? O7 Cd1 O8 C16 -1.3(3) . . . . ? O2 Cd1 O8 C16 46.0(5) . . . . ? O10 Cd1 O8 C16 -158.8(3) 4_465 . . . ? O11 Cd1 O8 C16 104.4(3) 1_454 . . . ? O9 Cd1 O8 C16 -106.6(3) 4_465 . . . ? O1 Cd1 O8 C16 -48.8(3) . . . . ? O12 Cd2 N1 C31 2.9(5) 1_354 . . . ? N2 Cd2 N1 C31 -178.1(4) . . . . ? O1 Cd2 N1 C31 86.1(4) . . . . ? O13 Cd2 N1 C31 -97.4(4) . . . . ? O9 Cd2 N1 C31 147.9(4) 4_465 . . . ? O12 Cd2 N1 C35 -168.5(3) 1_354 . . . ? N2 Cd2 N1 C35 10.5(3) . . . . ? O1 Cd2 N1 C35 -85.4(3) . . . . ? O13 Cd2 N1 C35 91.2(3) . . . . ? O9 Cd2 N1 C35 -23.5(5) 4_465 . . . ? O12 Cd2 N2 C42 -7.8(9) 1_354 . . . ? O1 Cd2 N2 C42 -98.3(4) . . . . ? O13 Cd2 N2 C42 63.5(4) . . . . ? N1 Cd2 N2 C42 176.4(4) . . . . ? O9 Cd2 N2 C42 -21.8(4) 4_465 . . . ? O12 Cd2 N2 C39 166.4(6) 1_354 . . . ? O1 Cd2 N2 C39 75.9(3) . . . . ? O13 Cd2 N2 C39 -122.3(3) . . . . ? N1 Cd2 N2 C39 -9.4(3) . . . . ? O9 Cd2 N2 C39 152.4(3) 4_465 . . . ? O4 Cd3 N3 C43 65.9(5) 1_455 . . . ? O3 Cd3 N3 C43 -40.9(5) 3_566 . . . ? N4 Cd3 N3 C43 -176.8(5) . . . . ? O5 Cd3 N3 C43 147.7(5) . . . . ? O6 Cd3 N3 C43 -109.8(5) . . . . ? O4 Cd3 N3 C47 -119.5(4) 1_455 . . . ? O3 Cd3 N3 C47 133.8(4) 3_566 . . . ? N4 Cd3 N3 C47 -2.1(4) . . . . ? O5 Cd3 N3 C47 -37.7(7) . . . . ? O6 Cd3 N3 C47 64.8(4) . . . . ? O4 Cd3 N4 C54 -101.3(4) 1_455 . . . ? O3 Cd3 N4 C54 115.7(4) 3_566 . . . ? N3 Cd3 N4 C54 178.5(5) . . . . ? O5 Cd3 N4 C54 -13.7(5) . . . . ? O6 Cd3 N4 C54 40.1(5) . . . . ? O4 Cd3 N4 C51 82.5(4) 1_455 . . . ? O3 Cd3 N4 C51 -60.5(4) 3_566 . . . ? N3 Cd3 N4 C51 2.3(3) . . . . ? O5 Cd3 N4 C51 170.2(4) . . . . ? O6 Cd3 N4 C51 -136.0(4) . . . . ? Cd2 O1 C1 O2 -121.6(4) . . . . ? Cd1 O1 C1 O2 -15.5(4) . . . . ? Cd2 O1 C1 C2 58.8(6) . . . . ? Cd1 O1 C1 C2 164.8(4) . . . . ? Cd1 O2 C1 O1 18.0(5) . . . . ? Cd1 O2 C1 C2 -162.4(3) . . . . ? O1 C1 C2 C7 -166.6(5) . . . . ? O2 C1 C2 C7 13.7(7) . . . . ? O1 C1 C2 C3 10.6(7) . . . . ? O2 C1 C2 C3 -169.0(5) . . . . ? C7 C2 C3 C4 1.7(7) . . . . ? C1 C2 C3 C4 -175.7(4) . . . . ? C2 C3 C4 C5 -0.5(8) . . . . ? C3 C4 C5 C6 -2.0(7) . . . . ? C3 C4 C5 C8 174.6(4) . . . . ? C4 C5 C6 C7 3.3(7) . . . . ? C8 C5 C6 C7 -173.2(4) . . . . ? C3 C2 C7 C6 -0.4(7) . . . . ? C1 C2 C7 C6 176.9(4) . . . . ? C5 C6 C7 C2 -2.1(8) . . . . ? C4 C5 C8 C9 -51.2(6) . . . . ? C6 C5 C8 C9 125.2(5) . . . . ? C4 C5 C8 C13 128.5(5) . . . . ? C6 C5 C8 C13 -55.1(7) . . . . ? C13 C8 C9 C10 -1.2(8) . . . . ? C5 C8 C9 C10 178.5(5) . . . . ? C8 C9 C10 C11 1.7(8) . . . . ? C9 C10 C11 C12 0.6(8) . . . . ? C9 C10 C11 C15 -176.8(5) . . . . ? C10 C11 C12 C13 -3.4(7) . . . . ? C15 C11 C12 C13 174.0(5) . . . . ? C9 C8 C13 C12 -1.5(7) . . . . ? C5 C8 C13 C12 178.8(4) . . . . ? C9 C8 C13 C14 174.8(5) . . . . ? C5 C8 C13 C14 -4.9(8) . . . . ? C11 C12 C13 C8 3.8(7) . . . . ? C11 C12 C13 C14 -172.8(5) . . . . ? Cd3 O4 C14 O3 74.2(8) 1_655 . . . ? Cd3 O4 C14 C13 -111.6(5) 1_655 . . . ? Cd3 O3 C14 O4 20.1(7) 3_566 . . . ? Cd3 O3 C14 C13 -154.2(3) 3_566 . . . ? C8 C13 C14 O4 156.3(5) . . . . ? C12 C13 C14 O4 -27.3(7) . . . . ? C8 C13 C14 O3 -29.1(7) . . . . ? C12 C13 C14 O3 147.3(5) . . . . ? Cd3 O5 C15 O6 -18.2(6) . . . . ? Cd3 O5 C15 C11 158.6(4) . . . . ? Cd3 O6 C15 O5 18.2(6) . . . . ? Cd3 O6 C15 C11 -158.6(4) . . . . ? C12 C11 C15 O5 -157.2(5) . . . . ? C10 C11 C15 O5 20.1(8) . . . . ? C12 C11 C15 O6 19.8(7) . . . . ? C10 C11 C15 O6 -162.9(5) . . . . ? Cd1 O8 C16 O7 2.4(4) . . . . ? Cd1 O8 C16 C17 -177.0(4) . . . . ? Cd1 O7 C16 O8 -2.5(5) . . . . ? Cd1 O7 C16 C17 176.8(3) . . . . ? O8 C16 C17 C22 -1.1(7) . . . . ? O7 C16 C17 C22 179.5(4) . . . . ? O8 C16 C17 C18 179.1(4) . . . . ? O7 C16 C17 C18 -0.2(7) . . . . ? C22 C17 C18 C19 -1.7(7) . . . . ? C16 C17 C18 C19 178.1(4) . . . . ? C17 C18 C19 C20 -0.4(8) . . . . ? C18 C19 C20 C21 2.2(7) . . . . ? C18 C19 C20 C24 -179.8(5) . . . . ? C19 C20 C21 C22 -1.9(7) . . . . ? C24 C20 C21 C22 -179.8(4) . . . . ? C19 C20 C21 C23 -179.2(4) . . . . ? C24 C20 C21 C23 2.9(7) . . . . ? C18 C17 C22 C21 1.9(7) . . . . ? C16 C17 C22 C21 -177.8(4) . . . . ? C20 C21 C22 C17 -0.2(7) . . . . ? C23 C21 C22 C17 177.3(4) . . . . ? Cd1 O10 C23 O9 -3.4(5) 4_666 . . . ? Cd1 O10 C23 C21 175.0(3) 4_666 . . . ? Cd2 O9 C23 O10 -103.8(4) 4_666 . . . ? Cd1 O9 C23 O10 3.0(4) 4_666 . . . ? Cd2 O9 C23 C21 77.9(5) 4_666 . . . ? Cd1 O9 C23 C21 -175.3(4) 4_666 . . . ? C20 C21 C23 O10 -129.2(5) . . . . ? C22 C21 C23 O10 53.4(6) . . . . ? C20 C21 C23 O9 49.1(6) . . . . ? C22 C21 C23 O9 -128.3(4) . . . . ? C21 C20 C24 C29 -131.4(5) . . . . ? C19 C20 C24 C29 50.7(6) . . . . ? C21 C20 C24 C25 51.0(7) . . . . ? C19 C20 C24 C25 -127.0(5) . . . . ? C29 C24 C25 C26 -0.5(7) . . . . ? C20 C24 C25 C26 177.2(5) . . . . ? C24 C25 C26 C27 1.1(8) . . . . ? C25 C26 C27 C28 -0.8(7) . . . . ? C25 C26 C27 C30 179.0(5) . . . . ? C26 C27 C28 C29 0.0(7) . . . . ? C30 C27 C28 C29 -179.8(4) . . . . ? C27 C28 C29 C24 0.5(7) . . . . ? C25 C24 C29 C28 -0.3(7) . . . . ? C20 C24 C29 C28 -178.0(4) . . . . ? Cd1 O11 C30 O12 -138.4(4) 1_656 . . . ? Cd1 O11 C30 C27 42.1(7) 1_656 . . . ? Cd2 O12 C30 O11 -2.0(6) 1_756 . . . ? Cd2 O12 C30 C27 177.6(3) 1_756 . . . ? C26 C27 C30 O11 177.3(5) . . . . ? C28 C27 C30 O11 -2.9(7) . . . . ? C26 C27 C30 O12 -2.2(7) . . . . ? C28 C27 C30 O12 177.5(4) . . . . ? C35 N1 C31 C32 1.7(8) . . . . ? Cd2 N1 C31 C32 -169.5(4) . . . . ? N1 C31 C32 C33 -0.4(9) . . . . ? C31 C32 C33 C34 -1.2(10) . . . . ? C32 C33 C34 C35 1.4(9) . . . . ? C32 C33 C34 C36 -176.5(6) . . . . ? C31 N1 C35 C34 -1.5(7) . . . . ? Cd2 N1 C35 C34 170.8(4) . . . . ? C31 N1 C35 C39 176.9(4) . . . . ? Cd2 N1 C35 C39 -10.8(5) . . . . ? C33 C34 C35 N1 0.0(8) . . . . ? C36 C34 C35 N1 177.9(5) . . . . ? C33 C34 C35 C39 -178.4(5) . . . . ? C36 C34 C35 C39 -0.4(8) . . . . ? C33 C34 C36 C37 177.2(6) . . . . ? C35 C34 C36 C37 -0.6(9) . . . . ? C34 C36 C37 C38 -0.5(10) . . . . ? C36 C37 C38 C40 -179.6(6) . . . . ? C36 C37 C38 C39 2.7(9) . . . . ? C42 N2 C39 C38 0.4(7) . . . . ? Cd2 N2 C39 C38 -174.2(4) . . . . ? C42 N2 C39 C35 -177.8(4) . . . . ? Cd2 N2 C39 C35 7.6(6) . . . . ? C40 C38 C39 N2 0.2(7) . . . . ? C37 C38 C39 N2 178.1(5) . . . . ? C40 C38 C39 C35 178.4(5) . . . . ? C37 C38 C39 C35 -3.7(7) . . . . ? N1 C35 C39 N2 2.4(7) . . . . ? C34 C35 C39 N2 -179.2(5) . . . . ? N1 C35 C39 C38 -175.8(4) . . . . ? C34 C35 C39 C38 2.6(7) . . . . ? C39 C38 C40 C41 -1.4(8) . . . . ? C37 C38 C40 C41 -179.2(6) . . . . ? C38 C40 C41 C42 1.9(8) . . . . ? C39 N2 C42 C41 0.1(8) . . . . ? Cd2 N2 C42 C41 174.2(4) . . . . ? C40 C41 C42 N2 -1.3(8) . . . . ? C47 N3 C43 C44 1.3(9) . . . . ? Cd3 N3 C43 C44 175.8(5) . . . . ? N3 C43 C44 C45 0.2(10) . . . . ? C43 C44 C45 C46 -1.4(11) . . . . ? C44 C45 C46 C47 1.1(10) . . . . ? C44 C45 C46 C48 -178.3(7) . . . . ? C43 N3 C47 C46 -1.6(8) . . . . ? Cd3 N3 C47 C46 -176.5(4) . . . . ? C43 N3 C47 C51 176.8(5) . . . . ? Cd3 N3 C47 C51 1.8(6) . . . . ? C45 C46 C47 N3 0.4(9) . . . . ? C48 C46 C47 N3 179.8(6) . . . . ? C45 C46 C47 C51 -178.0(5) . . . . ? C48 C46 C47 C51 1.5(8) . . . . ? C45 C46 C48 C49 177.9(7) . . . . ? C47 C46 C48 C49 -1.5(10) . . . . ? C46 C48 C49 C50 -0.6(11) . . . . ? C48 C49 C50 C52 -179.6(7) . . . . ? C48 C49 C50 C51 2.7(10) . . . . ? C54 N4 C51 C50 -0.7(8) . . . . ? Cd3 N4 C51 C50 175.8(4) . . . . ? C54 N4 C51 C47 -178.7(5) . . . . ? Cd3 N4 C51 C47 -2.3(6) . . . . ? C52 C50 C51 N4 1.5(9) . . . . ? C49 C50 C51 N4 179.4(5) . . . . ? C52 C50 C51 C47 179.5(5) . . . . ? C49 C50 C51 C47 -2.6(8) . . . . ? N3 C47 C51 N4 0.3(7) . . . . ? C46 C47 C51 N4 178.7(5) . . . . ? N3 C47 C51 C50 -177.8(5) . . . . ? C46 C47 C51 C50 0.6(8) . . . . ? C51 C50 C52 C53 -1.9(9) . . . . ? C49 C50 C52 C53 -179.7(6) . . . . ? C50 C52 C53 C54 1.6(10) . . . . ? C51 N4 C54 C53 0.3(9) . . . . ? Cd3 N4 C54 C53 -175.9(4) . . . . ? C52 C53 C54 N4 -0.7(10) . . . . ? 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 O14 H4W O3 0.85 2.30 3.146(11) 179.5 . O14 H3W O6 0.85 1.94 2.791(9) 177.3 3_566 O13 H2W O9 0.85 2.37 3.222(5) 179.3 4_465 O13 H1W O8 0.84 1.84 2.657(5) 164.7 1_455 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.729 _refine_diff_density_min -0.888 _refine_diff_density_rms 0.095 _database_code_depnum_ccdc_archive 'CCDC 920149' ####################################################################### # # 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_162_15mn_2 #TrackingRef '162_15Mn.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H34 Mn N4 O12' _chemical_formula_weight 937.75 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' 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.8127(5) _cell_length_b 13.7846(12) _cell_length_c 16.4007(13) _cell_angle_alpha 73.692(7) _cell_angle_beta 80.411(6) _cell_angle_gamma 77.779(6) _cell_volume 2067.3(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 needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.506 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 966 _exptl_absorpt_coefficient_mu 0.395 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8974 _exptl_absorpt_correction_T_max 0.9181 _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14882 _diffrn_reflns_av_R_equivalents 0.0529 _diffrn_reflns_av_sigmaI/netI 0.1047 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 25.68 _reflns_number_total 7829 _reflns_number_gt 4825 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0381P)^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 7829 _refine_ls_number_parameters 606 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1084 _refine_ls_R_factor_gt 0.0617 _refine_ls_wR_factor_ref 0.1456 _refine_ls_wR_factor_gt 0.1112 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.25256(5) 0.51490(4) 0.47759(3) 0.02548(17) Uani 1 1 d . . . O1 O 0.4265(2) 0.40849(18) 0.43374(15) 0.0311(6) Uani 1 1 d . . . O2 O 0.6089(2) 0.39619(18) 0.50324(15) 0.0287(6) Uani 1 1 d . . . O3 O 0.8364(3) 0.3796(2) 0.08769(18) 0.0685(10) Uani 1 1 d . . . H3 H 0.8261 0.4183 0.0402 0.103 Uiso 1 1 calc R . . O4 O 0.6430(3) 0.4834(2) 0.12122(17) 0.0613(9) Uani 1 1 d . . . O5 O 0.8244(3) -0.0597(3) 0.77909(19) 0.0731(10) Uani 1 1 d . . . H5 H 0.8143 -0.0905 0.8297 0.110 Uiso 1 1 calc R . . O6 O 0.6001(3) 0.0085(3) 0.8057(2) 0.0827(12) Uani 1 1 d . . . O7 O 0.1123(2) 0.43503(17) 0.44746(15) 0.0284(6) Uani 1 1 d . . . O8 O -0.0790(2) 0.36529(18) 0.49908(15) 0.0312(6) Uani 1 1 d . . . O9 O 0.3013(3) -0.0233(2) 0.73500(18) 0.0613(9) Uani 1 1 d . . . H9 H 0.2960 -0.0449 0.7872 0.092 Uiso 1 1 calc R . . O10 O 0.1193(3) 0.0926(3) 0.76628(19) 0.0755(11) Uani 1 1 d . . . O11 O 0.3651(3) 0.4164(2) 0.04160(18) 0.0637(10) Uani 1 1 d . . . H11 H 0.3561 0.4547 -0.0062 0.096 Uiso 1 1 calc R . . O12 O 0.1432(3) 0.4924(2) 0.06465(17) 0.0586(9) Uani 1 1 d . . . N1 N 0.2614(3) 0.6082(2) 0.33656(18) 0.0272(7) Uani 1 1 d . . . N2 N 0.2800(4) 0.8898(3) -0.0962(2) 0.0589(11) Uani 1 1 d . . . N3 N 0.2443(3) 0.4230(2) 0.61832(18) 0.0317(7) Uani 1 1 d . . . N4 N 0.2093(4) 0.1498(3) 1.0540(2) 0.0630(11) Uani 1 1 d . . . C1 C 0.5537(3) 0.3829(2) 0.4442(2) 0.0227(8) Uani 1 1 d . . . C2 C 0.6474(3) 0.3317(3) 0.3798(2) 0.0239(8) Uani 1 1 d . . . C3 C 0.7296(3) 0.2336(3) 0.4034(2) 0.0253(8) Uani 1 1 d . . . C4 C 0.8134(3) 0.1946(3) 0.3385(2) 0.0342(9) Uani 1 1 d . . . H4 H 0.8678 0.1296 0.3529 0.041 Uiso 1 1 calc R . . C5 C 0.8187(4) 0.2489(3) 0.2538(2) 0.0390(10) Uani 1 1 d . . . H5A H 0.8770 0.2211 0.2122 0.047 Uiso 1 1 calc R . . C6 C 0.7365(3) 0.3453(3) 0.2313(2) 0.0327(9) Uani 1 1 d . . . C7 C 0.6506(3) 0.3850(3) 0.2948(2) 0.0298(9) Uani 1 1 d . . . H7 H 0.5939 0.4491 0.2797 0.036 Uiso 1 1 calc R . . C8 C 0.7373(4) 0.4064(3) 0.1413(3) 0.0398(10) Uani 1 1 d . . . C9 C 0.7262(3) 0.1709(3) 0.4931(2) 0.0258(8) Uani 1 1 d . . . C10 C 0.8487(3) 0.1152(3) 0.5275(2) 0.0329(9) Uani 1 1 d . . . H10 H 0.9347 0.1170 0.4938 0.040 Uiso 1 1 calc R . . C11 C 0.8431(4) 0.0572(3) 0.6119(2) 0.0394(10) Uani 1 1 d . . . H12 H 0.9254 0.0199 0.6339 0.047 Uiso 1 1 calc R . . C12 C 0.7160(4) 0.0544(3) 0.6637(2) 0.0368(10) Uani 1 1 d . . . C13 C 0.5949(4) 0.1087(3) 0.6293(2) 0.0372(10) Uani 1 1 d . . . H13 H 0.5092 0.1073 0.6634 0.045 Uiso 1 1 calc R . . C14 C 0.5984(4) 0.1647(3) 0.5460(2) 0.0332(9) Uani 1 1 d . . . H14 H 0.5149 0.1992 0.5239 0.040 Uiso 1 1 calc R . . C15 C 0.7049(5) -0.0019(3) 0.7573(3) 0.0498(11) Uani 1 1 d . . . C16 C 0.0512(3) 0.3599(3) 0.4825(2) 0.0235(8) Uani 1 1 d . . . C17 C 0.1381(3) 0.2546(3) 0.5062(2) 0.0240(8) Uani 1 1 d . . . C18 C 0.2245(3) 0.2081(3) 0.4453(2) 0.0250(8) Uani 1 1 d . . . C19 C 0.3024(3) 0.1105(3) 0.4741(2) 0.0344(9) Uani 1 1 d . . . H19 H 0.3581 0.0777 0.4346 0.041 Uiso 1 1 calc R . . C20 C 0.2985(4) 0.0613(3) 0.5603(2) 0.0360(9) Uani 1 1 d . . . H20 H 0.3529 -0.0032 0.5780 0.043 Uiso 1 1 calc R . . C21 C 0.2146(4) 0.1071(3) 0.6200(2) 0.0318(9) Uani 1 1 d . . . C22 C 0.1347(3) 0.2036(3) 0.5924(2) 0.0306(9) Uani 1 1 d . . . H22 H 0.0776 0.2348 0.6325 0.037 Uiso 1 1 calc R . . C23 C 0.2051(4) 0.0591(3) 0.7146(3) 0.0440(11) Uani 1 1 d . . . C24 C 0.2315(3) 0.2596(3) 0.3524(2) 0.0266(8) Uani 1 1 d . . . C25 C 0.1104(3) 0.3129(3) 0.3148(2) 0.0339(9) Uani 1 1 d . . . H25 H 0.0235 0.3125 0.3476 0.041 Uiso 1 1 calc R . . C26 C 0.1177(4) 0.3659(3) 0.2300(2) 0.0339(9) Uani 1 1 d . . . H26 H 0.0359 0.4016 0.2066 0.041 Uiso 1 1 calc R . . C27 C 0.2447(3) 0.3668(3) 0.1792(2) 0.0311(9) Uani 1 1 d . . . C28 C 0.3654(4) 0.3109(3) 0.2154(2) 0.0362(10) Uani 1 1 d . . . H28 H 0.4514 0.3086 0.1815 0.043 Uiso 1 1 calc R . . C29 C 0.3596(3) 0.2589(3) 0.3004(2) 0.0352(9) Uani 1 1 d . . . H29 H 0.4417 0.2229 0.3235 0.042 Uiso 1 1 calc R . . C30 C 0.2508(4) 0.4288(3) 0.0901(2) 0.0402(10) Uani 1 1 d . . . C31 C 0.3055(4) 0.5638(3) 0.2720(2) 0.0340(9) Uani 1 1 d . . . H31 H 0.3330 0.4928 0.2850 0.041 Uiso 1 1 calc R . . C32 C 0.3124(4) 0.6168(3) 0.1876(2) 0.0371(10) Uani 1 1 d . . . H32 H 0.3493 0.5827 0.1452 0.044 Uiso 1 1 calc R . . C33 C 0.2640(3) 0.7218(3) 0.1659(2) 0.0328(9) Uani 1 1 d . . . C34 C 0.2139(4) 0.7683(3) 0.2323(2) 0.0395(10) Uani 1 1 d . . . H34 H 0.1780 0.8382 0.2208 0.047 Uiso 1 1 calc R . . C35 C 0.2177(4) 0.7100(3) 0.3154(2) 0.0360(9) Uani 1 1 d . . . H35 H 0.1884 0.7430 0.3591 0.043 Uiso 1 1 calc R . . C36 C 0.2677(4) 0.7811(3) 0.0754(2) 0.0389(10) Uani 1 1 d . . . C37 C 0.3893(4) 0.7712(4) 0.0196(3) 0.0574(13) Uani 1 1 d . . . H37 H 0.4696 0.7265 0.0385 0.069 Uiso 1 1 calc R . . C38 C 0.3903(5) 0.8281(4) -0.0640(3) 0.0648(14) Uani 1 1 d . . . H38 H 0.4741 0.8226 -0.0999 0.078 Uiso 1 1 calc R . . C39 C 0.1625(5) 0.9000(4) -0.0436(3) 0.0640(14) Uani 1 1 d . . . H39 H 0.0834 0.9434 -0.0655 0.077 Uiso 1 1 calc R . . C40 C 0.1520(4) 0.8486(3) 0.0433(3) 0.0573(13) Uani 1 1 d . . . H40 H 0.0689 0.8597 0.0787 0.069 Uiso 1 1 calc R . . C41 C 0.1245(4) 0.4263(3) 0.6708(2) 0.0389(10) Uani 1 1 d . . . H41 H 0.0436 0.4665 0.6487 0.047 Uiso 1 1 calc R . . C42 C 0.1145(4) 0.3737(3) 0.7552(2) 0.0401(10) Uani 1 1 d . . . H42 H 0.0287 0.3797 0.7890 0.048 Uiso 1 1 calc R . . C43 C 0.2321(3) 0.3115(3) 0.7904(2) 0.0320(9) Uani 1 1 d . . . C44 C 0.3574(4) 0.3084(3) 0.7356(2) 0.0409(10) Uani 1 1 d . . . H44 H 0.4398 0.2685 0.7558 0.049 Uiso 1 1 calc R . . C45 C 0.3585(4) 0.3643(3) 0.6520(2) 0.0381(10) Uani 1 1 d . . . H45 H 0.4433 0.3613 0.6168 0.046 Uiso 1 1 calc R . . C46 C 0.2265(4) 0.2545(3) 0.8813(2) 0.0356(9) Uani 1 1 d . . . C47 C 0.1402(4) 0.2967(3) 0.9430(3) 0.0503(12) Uani 1 1 d . . . H47 H 0.0855 0.3614 0.9273 0.060 Uiso 1 1 calc R . . C48 C 0.1353(5) 0.2428(4) 1.0276(3) 0.0588(13) Uani 1 1 d . . . H48 H 0.0775 0.2730 1.0680 0.071 Uiso 1 1 calc R . . C49 C 0.2937(5) 0.1100(4) 0.9944(3) 0.0621(14) Uani 1 1 d . . . H49 H 0.3487 0.0457 1.0121 0.075 Uiso 1 1 calc R . . C50 C 0.3043(4) 0.1578(3) 0.9088(3) 0.0512(12) Uani 1 1 d . . . H50 H 0.3629 0.1257 0.8698 0.061 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0244(3) 0.0299(3) 0.0189(3) -0.0013(2) -0.0020(2) -0.0049(2) O1 0.0191(12) 0.0437(16) 0.0297(15) -0.0127(13) -0.0058(10) 0.0032(11) O2 0.0288(13) 0.0355(15) 0.0231(15) -0.0081(12) -0.0032(10) -0.0075(11) O3 0.074(2) 0.078(2) 0.0222(18) 0.0042(16) 0.0122(15) 0.0186(18) O4 0.0616(19) 0.065(2) 0.0280(18) 0.0074(15) 0.0014(14) 0.0207(17) O5 0.084(2) 0.078(3) 0.034(2) 0.0157(18) -0.0135(17) 0.001(2) O6 0.081(2) 0.107(3) 0.035(2) 0.010(2) 0.0092(18) -0.013(2) O7 0.0293(13) 0.0271(14) 0.0272(15) -0.0017(12) -0.0053(10) -0.0071(11) O8 0.0215(13) 0.0324(15) 0.0358(17) -0.0051(12) 0.0015(10) -0.0049(11) O9 0.088(2) 0.047(2) 0.0318(19) 0.0116(16) -0.0171(17) 0.0040(17) O10 0.088(2) 0.085(3) 0.028(2) 0.0052(18) -0.0001(17) 0.010(2) O11 0.0588(18) 0.084(2) 0.0223(18) 0.0080(16) 0.0062(14) 0.0053(17) O12 0.0530(18) 0.068(2) 0.0334(18) 0.0070(16) -0.0054(14) 0.0103(16) N1 0.0308(16) 0.0256(17) 0.0233(18) -0.0002(14) -0.0051(13) -0.0076(13) N2 0.085(3) 0.054(3) 0.029(2) 0.0014(19) -0.010(2) -0.007(2) N3 0.0306(17) 0.0370(19) 0.0233(19) -0.0010(15) -0.0008(13) -0.0070(14) N4 0.079(3) 0.072(3) 0.028(2) 0.005(2) -0.008(2) -0.015(2) C1 0.0266(19) 0.024(2) 0.0134(19) 0.0008(15) 0.0010(14) -0.0062(15) C2 0.0251(18) 0.026(2) 0.018(2) 0.0004(16) -0.0029(14) -0.0058(15) C3 0.0235(18) 0.026(2) 0.024(2) -0.0054(16) -0.0024(14) -0.0024(15) C4 0.038(2) 0.030(2) 0.029(2) -0.0089(18) -0.0002(17) 0.0042(17) C5 0.042(2) 0.043(3) 0.026(2) -0.011(2) 0.0070(17) 0.0000(19) C6 0.031(2) 0.044(2) 0.020(2) -0.0047(18) -0.0021(15) -0.0045(18) C7 0.033(2) 0.030(2) 0.023(2) -0.0018(17) -0.0034(15) -0.0029(16) C8 0.042(2) 0.045(3) 0.026(2) -0.007(2) 0.0048(18) -0.005(2) C9 0.0295(19) 0.026(2) 0.020(2) -0.0039(16) -0.0026(15) -0.0038(16) C10 0.030(2) 0.034(2) 0.030(2) -0.0046(18) -0.0023(16) -0.0011(17) C11 0.051(2) 0.032(2) 0.034(3) -0.0040(19) -0.0158(19) -0.0003(19) C12 0.054(2) 0.032(2) 0.023(2) -0.0017(18) -0.0032(18) -0.0133(19) C13 0.040(2) 0.040(2) 0.030(2) -0.0028(19) -0.0018(17) -0.0146(19) C14 0.038(2) 0.029(2) 0.030(2) -0.0032(18) -0.0030(17) -0.0091(17) C15 0.068(3) 0.047(3) 0.032(3) -0.001(2) -0.012(2) -0.013(2) C16 0.0216(18) 0.030(2) 0.017(2) -0.0035(16) -0.0050(14) -0.0021(16) C17 0.0202(17) 0.030(2) 0.018(2) -0.0018(16) -0.0004(14) -0.0044(15) C18 0.0266(18) 0.027(2) 0.022(2) -0.0046(16) -0.0058(14) -0.0068(16) C19 0.038(2) 0.033(2) 0.033(2) -0.0112(19) -0.0066(17) -0.0023(18) C20 0.047(2) 0.023(2) 0.033(3) 0.0027(18) -0.0105(18) -0.0038(17) C21 0.041(2) 0.029(2) 0.025(2) 0.0016(17) -0.0101(16) -0.0112(17) C22 0.034(2) 0.036(2) 0.020(2) -0.0034(17) -0.0012(15) -0.0089(17) C23 0.054(3) 0.043(3) 0.030(3) 0.006(2) -0.014(2) -0.012(2) C24 0.032(2) 0.026(2) 0.021(2) -0.0072(16) -0.0030(15) -0.0026(16) C25 0.030(2) 0.045(2) 0.025(2) -0.0061(19) -0.0027(16) -0.0071(18) C26 0.036(2) 0.040(2) 0.022(2) -0.0035(18) -0.0068(16) -0.0026(18) C27 0.036(2) 0.035(2) 0.020(2) -0.0065(17) 0.0002(16) -0.0064(17) C28 0.036(2) 0.049(3) 0.019(2) -0.0074(19) 0.0047(16) -0.0074(19) C29 0.032(2) 0.043(2) 0.025(2) -0.0074(19) -0.0015(16) 0.0016(18) C30 0.050(3) 0.049(3) 0.018(2) -0.009(2) 0.0058(18) -0.010(2) C31 0.051(2) 0.025(2) 0.025(2) -0.0046(18) -0.0092(17) -0.0040(18) C32 0.051(2) 0.033(2) 0.025(2) -0.0049(18) -0.0075(18) -0.0013(19) C33 0.033(2) 0.038(2) 0.023(2) -0.0018(18) -0.0041(16) -0.0054(17) C34 0.053(2) 0.029(2) 0.034(3) -0.0061(19) -0.0005(19) -0.0054(19) C35 0.053(2) 0.032(2) 0.021(2) -0.0043(18) 0.0034(17) -0.0112(19) C36 0.049(2) 0.034(2) 0.028(2) 0.0019(19) -0.0090(18) -0.0040(19) C37 0.064(3) 0.060(3) 0.030(3) 0.001(2) 0.001(2) 0.006(2) C38 0.081(3) 0.062(3) 0.035(3) -0.001(3) 0.002(2) 0.003(3) C39 0.072(3) 0.055(3) 0.052(4) 0.008(3) -0.025(3) 0.002(3) C40 0.057(3) 0.060(3) 0.041(3) 0.008(2) -0.009(2) -0.005(2) C41 0.032(2) 0.046(3) 0.027(2) 0.005(2) -0.0017(17) -0.0029(18) C42 0.029(2) 0.054(3) 0.026(2) 0.001(2) 0.0042(16) -0.0029(19) C43 0.034(2) 0.037(2) 0.021(2) -0.0008(17) -0.0015(16) -0.0060(17) C44 0.033(2) 0.052(3) 0.029(2) -0.003(2) -0.0078(17) 0.0047(19) C45 0.031(2) 0.049(3) 0.025(2) 0.0015(19) -0.0020(16) -0.0022(19) C46 0.037(2) 0.040(2) 0.026(2) -0.0014(19) -0.0062(17) -0.0071(18) C47 0.055(3) 0.057(3) 0.026(3) 0.000(2) 0.0028(19) -0.002(2) C48 0.072(3) 0.070(4) 0.025(3) -0.003(2) 0.003(2) -0.009(3) C49 0.077(3) 0.048(3) 0.046(3) 0.010(3) -0.018(3) 0.003(3) C50 0.064(3) 0.050(3) 0.029(3) 0.000(2) -0.007(2) 0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O2 2.125(2) 2_666 ? Mn1 O7 2.127(2) . ? Mn1 O1 2.169(2) . ? Mn1 O8 2.173(2) 2_566 ? Mn1 N3 2.297(3) . ? Mn1 N1 2.307(3) . ? O1 C1 1.251(3) . ? O2 C1 1.257(4) . ? O2 Mn1 2.125(2) 2_666 ? O3 C8 1.264(4) . ? O3 H3 0.8200 . ? O4 C8 1.257(4) . ? O5 C15 1.312(5) . ? O5 H5 0.8200 . ? O6 C15 1.199(5) . ? O7 C16 1.256(4) . ? O8 C16 1.251(3) . ? O8 Mn1 2.173(2) 2_566 ? O9 C23 1.316(4) . ? O9 H9 0.8200 . ? O10 C23 1.207(5) . ? O11 C30 1.272(4) . ? O11 H11 0.8200 . ? O12 C30 1.267(4) . ? N1 C31 1.336(4) . ? N1 C35 1.339(4) . ? N2 C38 1.312(5) . ? N2 C39 1.327(5) . ? N3 C41 1.336(4) . ? N3 C45 1.337(4) . ? N4 C48 1.326(5) . ? N4 C49 1.335(5) . ? C1 C2 1.511(4) . ? C2 C7 1.380(4) . ? C2 C3 1.406(4) . ? C3 C4 1.392(4) . ? C3 C9 1.482(5) . ? C4 C5 1.379(5) . ? C4 H4 0.9300 . ? C5 C6 1.387(5) . ? C5 H5A 0.9300 . ? C6 C7 1.388(5) . ? C6 C8 1.480(5) . ? C7 H7 0.9300 . ? C9 C10 1.394(4) . ? C9 C14 1.405(4) . ? C10 C11 1.388(5) . ? C10 H10 0.9300 . ? C11 C12 1.388(5) . ? C11 H12 0.9300 . ? C12 C13 1.379(5) . ? C12 C15 1.511(5) . ? C13 C14 1.367(5) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C16 C17 1.502(4) . ? C17 C22 1.389(4) . ? C17 C18 1.405(4) . ? C18 C19 1.396(5) . ? C18 C24 1.485(5) . ? C19 C20 1.383(5) . ? C19 H19 0.9300 . ? C20 C21 1.376(5) . ? C20 H20 0.9300 . ? C21 C22 1.388(5) . ? C21 C23 1.502(5) . ? C22 H22 0.9300 . ? C24 C29 1.396(4) . ? C24 C25 1.397(4) . ? C25 C26 1.375(5) . ? C25 H25 0.9300 . ? C26 C27 1.379(4) . ? C26 H26 0.9300 . ? C27 C28 1.392(5) . ? C27 C30 1.471(5) . ? C28 C29 1.375(5) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C31 C32 1.370(5) . ? C31 H31 0.9300 . ? C32 C33 1.386(5) . ? C32 H32 0.9300 . ? C33 C34 1.385(5) . ? C33 C36 1.478(5) . ? C34 C35 1.376(5) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 C40 1.382(5) . ? C36 C37 1.386(5) . ? C37 C38 1.375(6) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? C39 C40 1.400(6) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 C42 1.368(5) . ? C41 H41 0.9300 . ? C42 C43 1.388(4) . ? C42 H42 0.9300 . ? C43 C44 1.396(5) . ? C43 C46 1.476(5) . ? C44 C45 1.371(5) . ? C44 H44 0.9300 . ? C45 H45 0.9300 . ? C46 C50 1.382(5) . ? C46 C47 1.384(5) . ? C47 C48 1.375(5) . ? C47 H47 0.9300 . ? C48 H48 0.9300 . ? C49 C50 1.371(5) . ? C49 H49 0.9300 . ? C50 H50 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 O2 Mn1 O7 174.91(9) 2_666 . ? O2 Mn1 O1 91.66(8) 2_666 . ? O7 Mn1 O1 88.74(9) . . ? O2 Mn1 O8 88.30(9) 2_666 2_566 ? O7 Mn1 O8 90.52(8) . 2_566 ? O1 Mn1 O8 171.15(9) . 2_566 ? O2 Mn1 N3 91.44(10) 2_666 . ? O7 Mn1 N3 93.59(10) . . ? O1 Mn1 N3 94.62(10) . . ? O8 Mn1 N3 94.23(10) 2_566 . ? O2 Mn1 N1 88.16(9) 2_666 . ? O7 Mn1 N1 86.81(9) . . ? O1 Mn1 N1 85.56(9) . . ? O8 Mn1 N1 85.59(9) 2_566 . ? N3 Mn1 N1 179.57(11) . . ? C1 O1 Mn1 134.7(2) . . ? C1 O2 Mn1 140.3(2) . 2_666 ? C8 O3 H3 109.5 . . ? C15 O5 H5 109.5 . . ? C16 O7 Mn1 138.7(2) . . ? C16 O8 Mn1 134.4(2) . 2_566 ? C23 O9 H9 109.5 . . ? C30 O11 H11 109.5 . . ? C31 N1 C35 116.5(3) . . ? C31 N1 Mn1 122.2(2) . . ? C35 N1 Mn1 121.3(2) . . ? C38 N2 C39 117.5(4) . . ? C41 N3 C45 116.7(3) . . ? C41 N3 Mn1 121.4(2) . . ? C45 N3 Mn1 121.9(2) . . ? C48 N4 C49 116.8(4) . . ? O1 C1 O2 125.6(3) . . ? O1 C1 C2 116.3(3) . . ? O2 C1 C2 118.1(3) . . ? C7 C2 C3 119.9(3) . . ? C7 C2 C1 117.4(3) . . ? C3 C2 C1 122.7(3) . . ? C4 C3 C2 117.6(3) . . ? C4 C3 C9 120.0(3) . . ? C2 C3 C9 122.4(3) . . ? C5 C4 C3 122.4(3) . . ? C5 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? C4 C5 C6 119.4(3) . . ? C4 C5 H5A 120.3 . . ? C6 C5 H5A 120.3 . . ? C5 C6 C7 119.1(3) . . ? C5 C6 C8 121.6(3) . . ? C7 C6 C8 119.3(3) . . ? C2 C7 C6 121.5(3) . . ? C2 C7 H7 119.2 . . ? C6 C7 H7 119.2 . . ? O4 C8 O3 122.6(4) . . ? O4 C8 C6 119.6(3) . . ? O3 C8 C6 117.8(4) . . ? C10 C9 C14 117.9(3) . . ? C10 C9 C3 121.4(3) . . ? C14 C9 C3 120.7(3) . . ? C11 C10 C9 120.4(3) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C12 C11 C10 120.8(3) . . ? C12 C11 H12 119.6 . . ? C10 C11 H12 119.6 . . ? C13 C12 C11 118.7(4) . . ? C13 C12 C15 118.3(3) . . ? C11 C12 C15 122.9(4) . . ? C14 C13 C12 121.3(3) . . ? C14 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? C13 C14 C9 120.9(3) . . ? C13 C14 H14 119.5 . . ? C9 C14 H14 119.5 . . ? O6 C15 O5 124.8(4) . . ? O6 C15 C12 123.4(4) . . ? O5 C15 C12 111.8(4) . . ? O8 C16 O7 124.9(3) . . ? O8 C16 C17 116.3(3) . . ? O7 C16 C17 118.8(3) . . ? C22 C17 C18 119.7(3) . . ? C22 C17 C16 117.7(3) . . ? C18 C17 C16 122.6(3) . . ? C19 C18 C17 118.1(3) . . ? C19 C18 C24 120.4(3) . . ? C17 C18 C24 121.6(3) . . ? C20 C19 C18 121.4(3) . . ? C20 C19 H19 119.3 . . ? C18 C19 H19 119.3 . . ? C21 C20 C19 120.4(3) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C20 C21 C22 119.0(3) . . ? C20 C21 C23 123.7(3) . . ? C22 C21 C23 117.3(3) . . ? C21 C22 C17 121.4(3) . . ? C21 C22 H22 119.3 . . ? C17 C22 H22 119.3 . . ? O10 C23 O9 123.7(4) . . ? O10 C23 C21 123.9(4) . . ? O9 C23 C21 112.5(4) . . ? C29 C24 C25 117.8(3) . . ? C29 C24 C18 121.1(3) . . ? C25 C24 C18 121.0(3) . . ? C26 C25 C24 121.1(3) . . ? C26 C25 H25 119.5 . . ? C24 C25 H25 119.5 . . ? C25 C26 C27 121.0(3) . . ? C25 C26 H26 119.5 . . ? C27 C26 H26 119.5 . . ? C26 C27 C28 118.4(3) . . ? C26 C27 C30 119.9(3) . . ? C28 C27 C30 121.7(3) . . ? C29 C28 C27 121.1(3) . . ? C29 C28 H28 119.4 . . ? C27 C28 H28 119.4 . . ? C28 C29 C24 120.6(3) . . ? C28 C29 H29 119.7 . . ? C24 C29 H29 119.7 . . ? O12 C30 O11 122.7(4) . . ? O12 C30 C27 119.2(3) . . ? O11 C30 C27 118.2(4) . . ? N1 C31 C32 123.7(3) . . ? N1 C31 H31 118.2 . . ? C32 C31 H31 118.2 . . ? C31 C32 C33 119.6(4) . . ? C31 C32 H32 120.2 . . ? C33 C32 H32 120.2 . . ? C34 C33 C32 117.2(3) . . ? C34 C33 C36 121.8(4) . . ? C32 C33 C36 120.9(4) . . ? C35 C34 C33 119.3(4) . . ? C35 C34 H34 120.3 . . ? C33 C34 H34 120.3 . . ? N1 C35 C34 123.5(4) . . ? N1 C35 H35 118.2 . . ? C34 C35 H35 118.2 . . ? C40 C36 C37 117.5(4) . . ? C40 C36 C33 121.9(4) . . ? C37 C36 C33 120.6(3) . . ? C38 C37 C36 119.4(4) . . ? C38 C37 H37 120.3 . . ? C36 C37 H37 120.3 . . ? N2 C38 C37 123.9(4) . . ? N2 C38 H38 118.1 . . ? C37 C38 H38 118.1 . . ? N2 C39 C40 123.1(4) . . ? N2 C39 H39 118.4 . . ? C40 C39 H39 118.4 . . ? C36 C40 C39 118.6(4) . . ? C36 C40 H40 120.7 . . ? C39 C40 H40 120.7 . . ? N3 C41 C42 123.5(3) . . ? N3 C41 H41 118.2 . . ? C42 C41 H41 118.2 . . ? C41 C42 C43 120.2(3) . . ? C41 C42 H42 119.9 . . ? C43 C42 H42 119.9 . . ? C42 C43 C44 116.3(3) . . ? C42 C43 C46 122.0(3) . . ? C44 C43 C46 121.7(3) . . ? C45 C44 C43 119.8(3) . . ? C45 C44 H44 120.1 . . ? C43 C44 H44 120.1 . . ? N3 C45 C44 123.5(3) . . ? N3 C45 H45 118.3 . . ? C44 C45 H45 118.3 . . ? C50 C46 C47 117.2(4) . . ? C50 C46 C43 122.4(4) . . ? C47 C46 C43 120.4(3) . . ? C48 C47 C46 120.0(4) . . ? C48 C47 H47 120.0 . . ? C46 C47 H47 120.0 . . ? N4 C48 C47 123.0(4) . . ? N4 C48 H48 118.5 . . ? C47 C48 H48 118.5 . . ? N4 C49 C50 124.1(4) . . ? N4 C49 H49 118.0 . . ? C50 C49 H49 118.0 . . ? C49 C50 C46 118.9(4) . . ? C49 C50 H50 120.5 . . ? C46 C50 H50 120.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Mn1 O1 C1 23.6(3) 2_666 . . . ? O7 Mn1 O1 C1 -161.5(3) . . . . ? O8 Mn1 O1 C1 113.2(6) 2_566 . . . ? N3 Mn1 O1 C1 -68.0(3) . . . . ? N1 Mn1 O1 C1 111.6(3) . . . . ? O2 Mn1 O7 C16 -177.3(8) 2_666 . . . ? O1 Mn1 O7 C16 88.2(3) . . . . ? O8 Mn1 O7 C16 -100.6(3) 2_566 . . . ? N3 Mn1 O7 C16 -6.3(3) . . . . ? N1 Mn1 O7 C16 173.8(3) . . . . ? O2 Mn1 N1 C31 121.2(3) 2_666 . . . ? O7 Mn1 N1 C31 -59.6(3) . . . . ? O1 Mn1 N1 C31 29.4(3) . . . . ? O8 Mn1 N1 C31 -150.4(3) 2_566 . . . ? N3 Mn1 N1 C31 144(14) . . . . ? O2 Mn1 N1 C35 -61.1(3) 2_666 . . . ? O7 Mn1 N1 C35 118.1(3) . . . . ? O1 Mn1 N1 C35 -152.9(3) . . . . ? O8 Mn1 N1 C35 27.4(3) 2_566 . . . ? N3 Mn1 N1 C35 -38(14) . . . . ? O2 Mn1 N3 C41 116.8(3) 2_666 . . . ? O7 Mn1 N3 C41 -62.4(3) . . . . ? O1 Mn1 N3 C41 -151.4(3) . . . . ? O8 Mn1 N3 C41 28.4(3) 2_566 . . . ? N1 Mn1 N3 C41 94(14) . . . . ? O2 Mn1 N3 C45 -62.7(3) 2_666 . . . ? O7 Mn1 N3 C45 118.1(3) . . . . ? O1 Mn1 N3 C45 29.1(3) . . . . ? O8 Mn1 N3 C45 -151.1(3) 2_566 . . . ? N1 Mn1 N3 C45 -85(14) . . . . ? Mn1 O1 C1 O2 19.4(5) . . . . ? Mn1 O1 C1 C2 -160.7(2) . . . . ? Mn1 O2 C1 O1 -110.6(4) 2_666 . . . ? Mn1 O2 C1 C2 69.6(4) 2_666 . . . ? O1 C1 C2 C7 57.7(4) . . . . ? O2 C1 C2 C7 -122.5(3) . . . . ? O1 C1 C2 C3 -122.4(3) . . . . ? O2 C1 C2 C3 57.5(4) . . . . ? C7 C2 C3 C4 0.8(5) . . . . ? C1 C2 C3 C4 -179.2(3) . . . . ? C7 C2 C3 C9 -177.5(3) . . . . ? C1 C2 C3 C9 2.6(5) . . . . ? C2 C3 C4 C5 0.6(5) . . . . ? C9 C3 C4 C5 178.9(3) . . . . ? C3 C4 C5 C6 -1.0(6) . . . . ? C4 C5 C6 C7 0.1(6) . . . . ? C4 C5 C6 C8 -179.4(3) . . . . ? C3 C2 C7 C6 -1.7(5) . . . . ? C1 C2 C7 C6 178.2(3) . . . . ? C5 C6 C7 C2 1.3(5) . . . . ? C8 C6 C7 C2 -179.2(3) . . . . ? C5 C6 C8 O4 166.3(4) . . . . ? C7 C6 C8 O4 -13.2(6) . . . . ? C5 C6 C8 O3 -15.5(6) . . . . ? C7 C6 C8 O3 165.0(4) . . . . ? C4 C3 C9 C10 43.2(5) . . . . ? C2 C3 C9 C10 -138.5(3) . . . . ? C4 C3 C9 C14 -135.8(4) . . . . ? C2 C3 C9 C14 42.4(5) . . . . ? C14 C9 C10 C11 -1.1(5) . . . . ? C3 C9 C10 C11 179.9(3) . . . . ? C9 C10 C11 C12 -0.6(6) . . . . ? C10 C11 C12 C13 1.2(6) . . . . ? C10 C11 C12 C15 -176.0(4) . . . . ? C11 C12 C13 C14 -0.1(6) . . . . ? C15 C12 C13 C14 177.3(4) . . . . ? C12 C13 C14 C9 -1.7(6) . . . . ? C10 C9 C14 C13 2.2(5) . . . . ? C3 C9 C14 C13 -178.7(3) . . . . ? C13 C12 C15 O6 -9.8(7) . . . . ? C11 C12 C15 O6 167.4(4) . . . . ? C13 C12 C15 O5 172.6(4) . . . . ? C11 C12 C15 O5 -10.2(6) . . . . ? Mn1 O8 C16 O7 -25.3(5) 2_566 . . . ? Mn1 O8 C16 C17 155.4(2) 2_566 . . . ? Mn1 O7 C16 O8 115.6(3) . . . . ? Mn1 O7 C16 C17 -65.1(4) . . . . ? O8 C16 C17 C22 -64.5(4) . . . . ? O7 C16 C17 C22 116.2(4) . . . . ? O8 C16 C17 C18 117.5(3) . . . . ? O7 C16 C17 C18 -61.8(4) . . . . ? C22 C17 C18 C19 1.2(5) . . . . ? C16 C17 C18 C19 179.2(3) . . . . ? C22 C17 C18 C24 179.9(3) . . . . ? C16 C17 C18 C24 -2.1(5) . . . . ? C17 C18 C19 C20 -1.8(5) . . . . ? C24 C18 C19 C20 179.5(3) . . . . ? C18 C19 C20 C21 1.3(6) . . . . ? C19 C20 C21 C22 -0.3(5) . . . . ? C19 C20 C21 C23 -179.7(3) . . . . ? C20 C21 C22 C17 -0.2(5) . . . . ? C23 C21 C22 C17 179.2(3) . . . . ? C18 C17 C22 C21 -0.3(5) . . . . ? C16 C17 C22 C21 -178.4(3) . . . . ? C20 C21 C23 O10 -170.3(4) . . . . ? C22 C21 C23 O10 10.3(6) . . . . ? C20 C21 C23 O9 10.2(5) . . . . ? C22 C21 C23 O9 -169.2(3) . . . . ? C19 C18 C24 C29 -44.3(5) . . . . ? C17 C18 C24 C29 137.1(4) . . . . ? C19 C18 C24 C25 137.6(4) . . . . ? C17 C18 C24 C25 -41.1(5) . . . . ? C29 C24 C25 C26 -2.2(6) . . . . ? C18 C24 C25 C26 175.9(3) . . . . ? C24 C25 C26 C27 0.9(6) . . . . ? C25 C26 C27 C28 1.4(6) . . . . ? C25 C26 C27 C30 -176.6(4) . . . . ? C26 C27 C28 C29 -2.5(6) . . . . ? C30 C27 C28 C29 175.5(4) . . . . ? C27 C28 C29 C24 1.1(6) . . . . ? C25 C24 C29 C28 1.2(6) . . . . ? C18 C24 C29 C28 -177.0(3) . . . . ? C26 C27 C30 O12 10.5(6) . . . . ? C28 C27 C30 O12 -167.4(4) . . . . ? C26 C27 C30 O11 -169.9(4) . . . . ? C28 C27 C30 O11 12.2(6) . . . . ? C35 N1 C31 C32 2.3(5) . . . . ? Mn1 N1 C31 C32 -179.8(3) . . . . ? N1 C31 C32 C33 -4.0(6) . . . . ? C31 C32 C33 C34 1.8(5) . . . . ? C31 C32 C33 C36 -178.9(3) . . . . ? C32 C33 C34 C35 1.7(5) . . . . ? C36 C33 C34 C35 -177.6(3) . . . . ? C31 N1 C35 C34 1.4(5) . . . . ? Mn1 N1 C35 C34 -176.5(3) . . . . ? C33 C34 C35 N1 -3.4(6) . . . . ? C34 C33 C36 C40 -49.8(6) . . . . ? C32 C33 C36 C40 131.0(4) . . . . ? C34 C33 C36 C37 129.6(4) . . . . ? C32 C33 C36 C37 -49.6(6) . . . . ? C40 C36 C37 C38 0.2(7) . . . . ? C33 C36 C37 C38 -179.3(4) . . . . ? C39 N2 C38 C37 2.5(8) . . . . ? C36 C37 C38 N2 -2.7(8) . . . . ? C38 N2 C39 C40 0.1(8) . . . . ? C37 C36 C40 C39 2.2(7) . . . . ? C33 C36 C40 C39 -178.3(4) . . . . ? N2 C39 C40 C36 -2.5(8) . . . . ? C45 N3 C41 C42 0.1(6) . . . . ? Mn1 N3 C41 C42 -179.4(3) . . . . ? N3 C41 C42 C43 -1.1(7) . . . . ? C41 C42 C43 C44 1.3(6) . . . . ? C41 C42 C43 C46 179.1(4) . . . . ? C42 C43 C44 C45 -0.6(6) . . . . ? C46 C43 C44 C45 -178.5(4) . . . . ? C41 N3 C45 C44 0.5(6) . . . . ? Mn1 N3 C45 C44 -179.9(3) . . . . ? C43 C44 C45 N3 -0.3(7) . . . . ? C42 C43 C46 C50 144.0(4) . . . . ? C44 C43 C46 C50 -38.2(6) . . . . ? C42 C43 C46 C47 -35.2(6) . . . . ? C44 C43 C46 C47 142.6(4) . . . . ? C50 C46 C47 C48 0.5(6) . . . . ? C43 C46 C47 C48 179.7(4) . . . . ? C49 N4 C48 C47 1.6(7) . . . . ? C46 C47 C48 N4 -0.8(7) . . . . ? C48 N4 C49 C50 -2.1(7) . . . . ? N4 C49 C50 C46 1.8(7) . . . . ? C47 C46 C50 C49 -0.9(6) . . . . ? C43 C46 C50 C49 179.8(4) . . . . ? 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 O11 H11 O4 0.82 1.84 2.645(4) 167.7 2_665 O9 H9 N2 0.82 1.87 2.682(4) 172.5 1_546 O5 H5 N4 0.82 1.85 2.665(5) 175.3 2_657 O3 H3 O12 0.82 1.83 2.628(4) 163.1 2_665 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.345 _refine_diff_density_min -0.573 _refine_diff_density_rms 0.104 _database_code_depnum_ccdc_archive 'CCDC 920150' ####################################################################### # # 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_174_7co #TrackingRef '174_7Co.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H16 Co2 O11' _chemical_formula_weight 490.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3341(4) _cell_length_b 10.9138(6) _cell_length_c 11.2530(9) _cell_angle_alpha 90.484(5) _cell_angle_beta 104.231(6) _cell_angle_gamma 105.006(5) _cell_volume 840.80(9) _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 block _exptl_crystal_colour pink _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.936 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 2.036 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5994 _exptl_absorpt_correction_T_max 0.6629 _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 5556 _diffrn_reflns_av_R_equivalents 0.0310 _diffrn_reflns_av_sigmaI/netI 0.0530 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 25.49 _reflns_number_total 3117 _reflns_number_gt 2495 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0727P)^2^+9.8528P] 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 3117 _refine_ls_number_parameters 253 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.0918 _refine_ls_R_factor_gt 0.0767 _refine_ls_wR_factor_ref 0.1999 _refine_ls_wR_factor_gt 0.1882 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.62041(14) 0.42525(9) 1.09796(9) 0.0231(3) Uani 1 1 d . . . Co2 Co 1.10047(13) 0.42237(9) 1.10022(9) 0.0203(3) Uani 1 1 d . . . O1 O 0.3912(7) 0.3834(5) 0.9338(5) 0.0256(12) Uani 1 1 d . . . O2 O 0.1002(8) 0.2900(5) 0.9651(5) 0.0316(13) Uani 1 1 d . . . O3 O 0.0032(9) -0.2628(6) 0.8068(6) 0.0423(16) Uani 1 1 d . . . O4 O -0.2425(12) -0.1713(8) 0.7797(9) 0.072(2) Uani 1 1 d . . . O5 O 0.1334(8) -0.4500(5) 0.2472(5) 0.0315(13) Uani 1 1 d . . . O6 O -0.1774(9) -0.5016(7) 0.2598(6) 0.0437(16) Uani 1 1 d . . . O7 O 0.8190(7) 0.4239(4) 1.0019(5) 0.0207(10) Uani 1 1 d . . . H8 H 0.8330 0.4315 0.9293 0.025 Uiso 1 1 d R . . O8 O 0.4020(8) 0.4161(6) 1.1938(5) 0.0371(14) Uani 1 1 d . . . H1W H 0.3516 0.3383 1.2024 0.045 Uiso 1 1 d R . . H2W H 0.3435 0.4588 1.1421 0.045 Uiso 1 1 d R . . O9 O 0.6010(10) 0.2298(6) 1.1274(7) 0.056(2) Uani 1 1 d . . . H3W H 0.7238 0.2396 1.1479 0.067 Uiso 1 1 d R . . H4W H 0.5484 0.2092 1.1834 0.067 Uiso 1 1 d R . . O10 O 0.456(3) 0.528(2) 0.4064(19) 0.250(13) Uani 1 1 d . . . H5W H 0.3320 0.5544 0.3741 0.300 Uiso 1 1 d R . . H6W H 0.5376 0.5049 0.3473 0.300 Uiso 1 1 d R . . O11 O 0.744(8) 0.686(3) 0.645(2) 0.52(4) Uani 1 1 d . . . H7W H 0.8423 0.6755 0.7066 0.630 Uiso 1 1 d R . . H8W H 0.6763 0.6194 0.6288 0.630 Uiso 1 1 d R . . C1 C 0.2367(11) 0.2895(6) 0.9191(7) 0.0232(15) Uani 1 1 d U . . C2 C 0.2214(12) 0.1780(7) 0.8371(8) 0.0288(16) Uani 1 1 d U . . C3 C 0.3519(14) 0.1759(9) 0.7694(10) 0.051(2) Uani 1 1 d U . . H3 H 0.4594 0.2456 0.7765 0.061 Uiso 1 1 calc R . . C4 C 0.3268(15) 0.0720(9) 0.6908(10) 0.052(2) Uani 1 1 d U . . H4 H 0.4163 0.0744 0.6443 0.062 Uiso 1 1 calc R . . C5 C 0.1764(14) -0.0334(8) 0.6790(9) 0.0433(19) Uani 1 1 d U . . C6 C 0.0652(16) -0.0416(9) 0.7633(10) 0.052(2) Uani 1 1 d U . . C7 C 0.0776(15) 0.0661(9) 0.8343(10) 0.051(2) Uani 1 1 d U . . H7 H -0.0120 0.0633 0.8808 0.061 Uiso 1 1 calc R . . C8 C -0.0672(15) -0.1671(10) 0.7863(10) 0.049(2) Uani 1 1 d U . . C9 C 0.1436(16) -0.1411(9) 0.5858(10) 0.049(2) Uani 1 1 d U . . C10 C 0.292(2) -0.1676(13) 0.5464(13) 0.081(3) Uani 1 1 d U . . H10 H 0.4204 -0.1215 0.5805 0.098 Uiso 1 1 calc R . . C11 C 0.2448(18) -0.2700(13) 0.4492(12) 0.076(3) Uani 1 1 d U . . H11 H 0.3436 -0.2699 0.4211 0.091 Uiso 1 1 d R . . C12 C 0.0539(14) -0.3350(9) 0.4007(10) 0.045(2) Uani 1 1 d U . . C13 C -0.0773(17) -0.3237(12) 0.4562(12) 0.070(3) Uani 1 1 d U . . H13 H -0.1993 -0.3827 0.4373 0.084 Uiso 1 1 calc R . . C14 C -0.0348(19) -0.2240(12) 0.5434(12) 0.072(3) Uani 1 1 d U . . H14 H -0.1355 -0.2129 0.5752 0.086 Uiso 1 1 calc R . . C15 C 0.0043(13) -0.4351(9) 0.2943(9) 0.039(2) Uani 1 1 d U . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0244(5) 0.0190(5) 0.0274(6) -0.0010(4) 0.0125(4) 0.0032(4) Co2 0.0229(5) 0.0142(5) 0.0242(5) -0.0035(4) 0.0116(4) 0.0010(4) O1 0.025(3) 0.017(3) 0.030(3) -0.011(2) 0.009(2) -0.005(2) O2 0.030(3) 0.020(3) 0.045(3) -0.014(2) 0.017(3) -0.001(2) O3 0.044(3) 0.034(3) 0.065(4) 0.025(3) 0.034(3) 0.019(3) O4 0.058(5) 0.050(5) 0.116(8) 0.012(5) 0.038(5) 0.014(4) O5 0.030(3) 0.031(3) 0.033(3) -0.016(2) 0.014(2) 0.003(2) O6 0.042(4) 0.056(4) 0.033(3) -0.009(3) 0.010(3) 0.013(3) O7 0.022(2) 0.014(2) 0.026(3) -0.003(2) 0.013(2) -0.0006(19) O8 0.030(3) 0.050(4) 0.039(3) 0.006(3) 0.017(3) 0.017(3) O9 0.055(4) 0.038(4) 0.087(6) 0.026(4) 0.038(4) 0.015(3) O10 0.150(15) 0.29(3) 0.27(2) -0.16(2) 0.057(17) -0.008(16) O11 1.33(12) 0.23(3) 0.17(2) 0.08(2) 0.34(4) 0.34(5) C1 0.030(4) 0.010(3) 0.029(4) -0.006(3) 0.010(3) 0.001(3) C2 0.035(3) 0.016(3) 0.036(4) -0.011(3) 0.017(3) 0.000(3) C3 0.048(4) 0.037(4) 0.064(5) -0.028(4) 0.032(4) -0.012(4) C4 0.057(5) 0.040(4) 0.061(5) -0.023(4) 0.041(4) -0.005(4) C5 0.053(4) 0.024(4) 0.053(4) -0.016(3) 0.033(4) -0.006(3) C6 0.060(4) 0.034(4) 0.060(5) -0.019(4) 0.033(4) -0.007(4) C7 0.054(5) 0.033(4) 0.063(5) -0.025(4) 0.034(4) -0.009(4) C8 0.055(5) 0.041(5) 0.055(5) -0.007(4) 0.027(5) 0.006(4) C9 0.065(5) 0.030(4) 0.058(5) -0.021(4) 0.040(4) -0.002(4) C10 0.081(6) 0.066(6) 0.091(6) -0.039(5) 0.047(5) -0.014(5) C11 0.063(5) 0.079(6) 0.081(6) -0.031(5) 0.043(5) -0.010(5) C12 0.039(4) 0.043(4) 0.052(4) -0.007(4) 0.022(4) 0.000(3) C13 0.059(5) 0.066(6) 0.072(6) -0.036(5) 0.031(5) -0.018(5) C14 0.071(6) 0.063(5) 0.070(6) -0.037(5) 0.032(5) -0.012(5) C15 0.039(4) 0.033(4) 0.042(5) -0.001(4) 0.014(4) 0.002(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 Co1 O7 2.019(5) . ? Co1 O6 2.047(6) 1_666 ? Co1 O1 2.123(5) . ? Co1 O8 2.123(5) . ? Co1 O9 2.135(7) . ? Co1 O1 2.142(5) 2_667 ? Co2 O5 2.079(5) 1_666 ? Co2 O7 2.082(5) 2_767 ? Co2 O2 2.088(5) 1_655 ? Co2 O7 2.093(5) . ? Co2 O3 2.108(6) 2_657 ? Co2 O8 2.222(6) 1_655 ? O1 C1 1.290(9) . ? O1 Co1 2.142(5) 2_667 ? O2 C1 1.236(9) . ? O2 Co2 2.088(5) 1_455 ? O3 C8 1.279(12) . ? O3 Co2 2.108(6) 2_657 ? O4 C8 1.257(12) . ? O5 C15 1.237(10) . ? O5 Co2 2.079(5) 1_444 ? O6 C15 1.301(11) . ? O6 Co1 2.047(6) 1_444 ? O7 Co2 2.082(5) 2_767 ? O7 H8 0.8503 . ? O8 Co2 2.222(6) 1_455 ? O8 H1W 0.8502 . ? O8 H2W 0.8515 . ? O9 H3W 0.8502 . ? O9 H4W 0.8200 . ? O10 H5W 1.0115 . ? O10 H6W 1.0627 . ? O10 H5W 1.0115 . ? O10 H6W 1.0627 . ? O11 H7W 0.9054 . ? O11 H8W 0.7602 . ? C1 C2 1.485(10) . ? C2 C3 1.366(12) . ? C2 C7 1.386(12) . ? C3 C4 1.377(12) . ? C3 H3 0.9300 . ? C4 C5 1.352(12) . ? C4 H4 0.9300 . ? C5 C6 1.384(13) . ? C5 C9 1.499(11) . ? C6 C7 1.387(13) . ? C6 C8 1.526(14) . ? C7 H7 0.9300 . ? C9 C14 1.353(15) . ? C9 C10 1.362(16) . ? C10 C11 1.469(16) . ? C10 H10 0.9300 . ? C11 C12 1.366(15) . ? C11 H11 0.8584 . ? C12 C13 1.299(14) . ? C12 C15 1.522(13) . ? C13 C14 1.378(15) . ? C13 H13 0.9300 . ? C14 H14 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 O7 Co1 O6 95.1(2) . 1_666 ? O7 Co1 O1 90.9(2) . . ? O6 Co1 O1 168.2(2) 1_666 . ? O7 Co1 O8 176.7(2) . . ? O6 Co1 O8 87.4(2) 1_666 . ? O1 Co1 O8 87.0(2) . . ? O7 Co1 O9 88.8(2) . . ? O6 Co1 O9 96.4(3) 1_666 . ? O1 Co1 O9 93.8(3) . . ? O8 Co1 O9 88.8(3) . . ? O7 Co1 O1 95.71(19) . 2_667 ? O6 Co1 O1 86.8(2) 1_666 2_667 ? O1 Co1 O1 82.51(19) . 2_667 ? O8 Co1 O1 86.6(2) . 2_667 ? O9 Co1 O1 174.2(2) . 2_667 ? O5 Co2 O7 88.9(2) 1_666 2_767 ? O5 Co2 O2 172.8(2) 1_666 1_655 ? O7 Co2 O2 93.0(2) 2_767 1_655 ? O5 Co2 O7 98.5(2) 1_666 . ? O7 Co2 O7 82.51(19) 2_767 . ? O2 Co2 O7 88.6(2) 1_655 . ? O5 Co2 O3 93.1(3) 1_666 2_657 ? O7 Co2 O3 175.4(2) 2_767 2_657 ? O2 Co2 O3 85.4(2) 1_655 2_657 ? O7 Co2 O3 93.1(2) . 2_657 ? O5 Co2 O8 84.9(2) 1_666 1_655 ? O7 Co2 O8 96.4(2) 2_767 1_655 ? O2 Co2 O8 88.0(2) 1_655 1_655 ? O7 Co2 O8 176.4(2) . 1_655 ? O3 Co2 O8 88.0(2) 2_657 1_655 ? C1 O1 Co1 123.2(5) . . ? C1 O1 Co1 122.8(5) . 2_667 ? Co1 O1 Co1 97.49(19) . 2_667 ? C1 O2 Co2 126.5(5) . 1_455 ? C8 O3 Co2 126.9(6) . 2_657 ? C15 O5 Co2 127.1(5) . 1_444 ? C15 O6 Co1 137.3(6) . 1_444 ? Co1 O7 Co2 118.9(2) . 2_767 ? Co1 O7 Co2 117.9(2) . . ? Co2 O7 Co2 97.49(19) 2_767 . ? Co1 O7 H8 140.4 . . ? Co2 O7 H8 45.6 2_767 . ? Co2 O7 H8 101.3 . . ? Co1 O8 Co2 122.6(3) . 1_455 ? Co1 O8 H1W 108.2 . . ? Co2 O8 H1W 86.1 1_455 . ? Co1 O8 H2W 92.4 . . ? Co2 O8 H2W 40.2 1_455 . ? H1W O8 H2W 122.6 . . ? Co1 O9 H3W 95.0 . . ? Co1 O9 H4W 109.6 . . ? H3W O9 H4W 113.8 . . ? H5W O10 H6W 122.2 . . ? H5W O10 H5W 0.0 . . ? H6W O10 H5W 122.2 . . ? H5W O10 H6W 122.2 . . ? H6W O10 H6W 0.0 . . ? H5W O10 H6W 122.2 . . ? H7W O11 H8W 102.9 . . ? O2 C1 O1 123.8(6) . . ? O2 C1 C2 119.2(6) . . ? O1 C1 C2 116.9(6) . . ? C3 C2 C7 117.0(7) . . ? C3 C2 C1 123.3(7) . . ? C7 C2 C1 119.5(7) . . ? C2 C3 C4 121.1(8) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 122.1(8) . . ? C5 C4 H4 118.9 . . ? C3 C4 H4 118.9 . . ? C4 C5 C6 116.9(8) . . ? C4 C5 C9 121.1(8) . . ? C6 C5 C9 121.8(8) . . ? C5 C6 C7 120.0(9) . . ? C5 C6 C8 122.6(8) . . ? C7 C6 C8 117.3(9) . . ? C2 C7 C6 121.0(8) . . ? C2 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? O4 C8 O3 123.7(9) . . ? O4 C8 C6 117.6(10) . . ? O3 C8 C6 118.6(9) . . ? C14 C9 C10 116.1(10) . . ? C14 C9 C5 121.0(9) . . ? C10 C9 C5 122.7(10) . . ? C9 C10 C11 119.0(11) . . ? C9 C10 H10 120.5 . . ? C11 C10 H10 120.5 . . ? C12 C11 C10 118.8(11) . . ? C12 C11 H11 128.0 . . ? C10 C11 H11 112.0 . . ? C13 C12 C11 119.6(10) . . ? C13 C12 C15 120.9(9) . . ? C11 C12 C15 118.8(9) . . ? C12 C13 C14 119.6(11) . . ? C12 C13 H13 120.2 . . ? C14 C13 H13 120.2 . . ? C9 C14 C13 124.5(11) . . ? C9 C14 H14 117.8 . . ? C13 C14 H14 117.8 . . ? O5 C15 O6 124.1(8) . . ? O5 C15 C12 120.2(8) . . ? O6 C15 C12 115.7(8) . . ? 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 O7 Co1 O1 C1 126.8(5) . . . . ? O6 Co1 O1 C1 -112.5(12) 1_666 . . . ? O8 Co1 O1 C1 -50.6(5) . . . . ? O9 Co1 O1 C1 37.9(6) . . . . ? O1 Co1 O1 C1 -137.6(6) 2_667 . . . ? O7 Co1 O1 Co1 -95.6(2) . . . 2_667 ? O6 Co1 O1 Co1 25.1(12) 1_666 . . 2_667 ? O8 Co1 O1 Co1 87.0(2) . . . 2_667 ? O9 Co1 O1 Co1 175.5(2) . . . 2_667 ? O1 Co1 O1 Co1 0.0 2_667 . . 2_667 ? O6 Co1 O7 Co2 -95.0(3) 1_666 . . 2_767 ? O1 Co1 O7 Co2 74.9(3) . . . 2_767 ? O8 Co1 O7 Co2 126(4) . . . 2_767 ? O9 Co1 O7 Co2 168.7(3) . . . 2_767 ? O1 Co1 O7 Co2 -7.7(3) 2_667 . . 2_767 ? O6 Co1 O7 Co2 22.4(3) 1_666 . . . ? O1 Co1 O7 Co2 -167.7(3) . . . . ? O8 Co1 O7 Co2 -116(4) . . . . ? O9 Co1 O7 Co2 -73.9(3) . . . . ? O1 Co1 O7 Co2 109.7(3) 2_667 . . . ? O5 Co2 O7 Co1 -40.6(3) 1_666 . . . ? O7 Co2 O7 Co1 -128.4(3) 2_767 . . . ? O2 Co2 O7 Co1 138.4(3) 1_655 . . . ? O3 Co2 O7 Co1 53.0(3) 2_657 . . . ? O8 Co2 O7 Co1 160(3) 1_655 . . . ? O5 Co2 O7 Co2 87.8(2) 1_666 . . 2_767 ? O7 Co2 O7 Co2 0.0 2_767 . . 2_767 ? O2 Co2 O7 Co2 -93.2(2) 1_655 . . 2_767 ? O3 Co2 O7 Co2 -178.6(2) 2_657 . . 2_767 ? O8 Co2 O7 Co2 -72(3) 1_655 . . 2_767 ? O7 Co1 O8 Co2 -67(4) . . . 1_455 ? O6 Co1 O8 Co2 154.1(4) 1_666 . . 1_455 ? O1 Co1 O8 Co2 -15.6(3) . . . 1_455 ? O9 Co1 O8 Co2 -109.5(4) . . . 1_455 ? O1 Co1 O8 Co2 67.1(3) 2_667 . . 1_455 ? Co2 O2 C1 O1 -11.7(12) 1_455 . . . ? Co2 O2 C1 C2 171.3(6) 1_455 . . . ? Co1 O1 C1 O2 76.4(9) . . . . ? Co1 O1 C1 O2 -51.0(10) 2_667 . . . ? Co1 O1 C1 C2 -106.6(7) . . . . ? Co1 O1 C1 C2 126.1(6) 2_667 . . . ? O2 C1 C2 C3 171.0(9) . . . . ? O1 C1 C2 C3 -6.2(13) . . . . ? O2 C1 C2 C7 -14.1(13) . . . . ? O1 C1 C2 C7 168.7(9) . . . . ? C7 C2 C3 C4 7.6(17) . . . . ? C1 C2 C3 C4 -177.3(10) . . . . ? C2 C3 C4 C5 -1.8(19) . . . . ? C3 C4 C5 C6 -10.0(18) . . . . ? C3 C4 C5 C9 175.2(11) . . . . ? C4 C5 C6 C7 15.8(18) . . . . ? C9 C5 C6 C7 -169.5(11) . . . . ? C4 C5 C6 C8 -161.5(11) . . . . ? C9 C5 C6 C8 13.2(18) . . . . ? C3 C2 C7 C6 -1.6(17) . . . . ? C1 C2 C7 C6 -176.8(10) . . . . ? C5 C6 C7 C2 -10.3(19) . . . . ? C8 C6 C7 C2 167.2(10) . . . . ? Co2 O3 C8 O4 -25.7(15) 2_657 . . . ? Co2 O3 C8 C6 156.9(7) 2_657 . . . ? C5 C6 C8 O4 -127.5(12) . . . . ? C7 C6 C8 O4 55.0(15) . . . . ? C5 C6 C8 O3 50.0(16) . . . . ? C7 C6 C8 O3 -127.5(11) . . . . ? C4 C5 C9 C14 -156.9(13) . . . . ? C6 C5 C9 C14 28.6(18) . . . . ? C4 C5 C9 C10 28.4(19) . . . . ? C6 C5 C9 C10 -146.1(14) . . . . ? C14 C9 C10 C11 9(2) . . . . ? C5 C9 C10 C11 -176.3(12) . . . . ? C9 C10 C11 C12 0(2) . . . . ? C10 C11 C12 C13 -14(2) . . . . ? C10 C11 C12 C15 176.0(12) . . . . ? C11 C12 C13 C14 17(2) . . . . ? C15 C12 C13 C14 -173.2(12) . . . . ? C10 C9 C14 C13 -6(2) . . . . ? C5 C9 C14 C13 178.7(13) . . . . ? C12 C13 C14 C9 -7(2) . . . . ? Co2 O5 C15 O6 1.8(14) 1_444 . . . ? Co2 O5 C15 C12 -178.9(6) 1_444 . . . ? Co1 O6 C15 O5 -39.7(15) 1_444 . . . ? Co1 O6 C15 C12 141.0(8) 1_444 . . . ? C13 C12 C15 O5 -175.6(11) . . . . ? C11 C12 C15 O5 -5.4(16) . . . . ? C13 C12 C15 O6 3.7(16) . . . . ? C11 C12 C15 O6 173.9(11) . . . . ? 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 O7 H8 O5 0.85 2.07 2.915(7) 179.8 2_656 O8 H1W O4 0.85 1.83 2.676(10) 179.8 2_557 O9 H3W O3 0.85 1.89 2.739(9) 179.6 2_657 O9 H4W O4 0.82 2.31 2.985(10) 139.3 2_557 O10 H5W O5 1.01 1.76 2.66(2) 146.3 1_565 O10 H6W O8 1.06 1.88 2.568(18) 118.7 1_554 O11 H7W O3 0.91 1.43 2.23(5) 145.3 1_665 O11 H8W O10 0.76 1.63 2.39(4) 176.2 2_666 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.717 _refine_diff_density_min -1.052 _refine_diff_density_rms 0.163 _database_code_depnum_ccdc_archive 'CCDC 920151' ####################################################################### # # 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_423 #TrackingRef '174_9Mn.cif' _audit_creation_date 2012-12-07 _audit_creation_method ; Olex2 1.2 (compiled Nov 5 2012 18:22:26, GUI svn.r4372) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C41.6 H23.28 Mn3 N2.32 O12, 0.84(C10 H8 N2)' _chemical_formula_sum 'C50 H30 Mn3 N4 O12' _chemical_formula_weight 1043.60 _chemical_melting_point ? 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' 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 0.500 0.500 35 8 ' ' _platon_squeeze_details ; ; _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 9.4312(14) _cell_length_b 9.7651(11) _cell_length_c 12.7597(17) _cell_angle_alpha 108.799(11) _cell_angle_beta 103.281(12) _cell_angle_gamma 93.934(11) _cell_volume 1069.6(2) _cell_formula_units_Z 1 _cell_measurement_reflns_used 2189 _cell_measurement_temperature 100.00(10) _cell_measurement_theta_max 28.4491 _cell_measurement_theta_min 3.1276 _exptl_absorpt_coefficient_mu 0.946 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.70016 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_density_diffrn 1.620 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 529 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_unetI/netI 0.0791 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 4726 _diffrn_reflns_theta_full 26.00 _diffrn_reflns_theta_max 28.51 _diffrn_reflns_theta_min 3.13 _diffrn_ambient_temperature 100.00(10) _diffrn_detector_area_resol_mean 16.0733 _diffrn_measured_fraction_theta_full 0.9845 _diffrn_measured_fraction_theta_max 0.9794 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -12.00 24.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - -19.3492 -99.0000 90.0000 36 #__ type_ start__ end____ width___ exp.time_ 2 omega -47.00 46.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 22.7867 -57.0000 120.0000 93 #__ type_ start__ end____ width___ exp.time_ 3 omega -1.00 91.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 22.7867 57.0000 -90.0000 92 #__ type_ start__ end____ width___ exp.time_ 4 omega 39.00 101.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 22.7867 178.0000 150.0000 62 #__ type_ start__ end____ width___ exp.time_ 5 omega -1.00 93.00 1.0000 8.0000 omega____ theta____ kappa____ phi______ frames - 22.7867 57.0000 0.0000 94 ; _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Eos' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0682701000 _diffrn_orient_matrix_UB_12 0.0117076000 _diffrn_orient_matrix_UB_13 -0.0305517000 _diffrn_orient_matrix_UB_21 0.0353866000 _diffrn_orient_matrix_UB_22 0.0190730000 _diffrn_orient_matrix_UB_23 -0.0378687000 _diffrn_orient_matrix_UB_31 -0.0143170000 _diffrn_orient_matrix_UB_32 -0.0743718000 _diffrn_orient_matrix_UB_33 -0.0366709000 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'SuperNova (Mo) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3685 _reflns_number_total 4714 _reflns_odcompleteness_completeness 98.45 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELXL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790' _refine_diff_density_max 2.449 _refine_diff_density_min -0.853 _refine_diff_density_rms 0.129 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.112 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 433 _refine_ls_number_reflns 4714 _refine_ls_number_restraints 144 _refine_ls_R_factor_all 0.1053 _refine_ls_R_factor_gt 0.0879 _refine_ls_restrained_S_all 1.100 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0740P)^2^+5.7978P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2063 _refine_ls_wR_factor_ref 0.2164 _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. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: H25B of C25B, H25A of C25A, H24B of C24B, H24A of C24A, H23B of C23B, H16A of C16A, H16B of C16B, H17A of C17A, H17B of C17B, H18A of C18A, H18B of C18B, H19A of C19A, H19B of C19B, H22A of C22A, H22B of C22B, H23A of C23A, H3 of C3, H4 of C4, H6 of C6, H7 of C7, H10 of C10, H12 of C12, H13 of C13 2. Uiso/Uaniso restraints and constraints Uanis(C23B) ~ Ueq, Uanis(C24A) ~ Ueq, Uanis(C24B) ~ Ueq, Uanis(C25A) ~ Ueq, Uanis(C25B) ~ Ueq, Uanis(N2A) ~ Ueq, Uanis(N2B) ~ Ueq, Uanis(C21A) ~ Ueq, Uanis(C21B) ~ Ueq, Uanis(C23A) ~ Ueq, Uanis(C22B) ~ Ueq, Uanis(C22A) ~ Ueq, Uanis(C18A) ~ Ueq, Uanis(C18B) ~ Ueq, Uanis(C19A) ~ Ueq, Uanis(C19B) ~ Ueq, Uanis(N1A) ~ Ueq, Uanis(N1B) ~ Ueq, Uanis(C16A) ~ Ueq, Uanis(C16B) ~ Ueq, Uanis(C17B) ~ Ueq, Uanis(C20A) ~ Ueq, Uanis(C20B) ~ Ueq, Uanis(C17A) ~ Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02 3. Others Fixed Sof: N1A(0.58) N1B(0.42) N2A(0.58) N2B(0.42) C16A(0.58) H16A(0.58) C16B(0.42) H16B(0.42) C17A(0.58) H17A(0.58) C17B(0.42) H17B(0.42) C18A(0.58) H18A(0.58) C18B(0.42) H18B(0.42) C19A(0.58) H19A(0.58) C19B(0.42) H19B(0.42) C20A(0.58) C20B(0.42) C21A(0.58) C21B(0.42) C22A(0.58) H22A(0.58) C22B(0.42) H22B(0.42) C23A(0.58) H23A(0.58) C23B(0.42) H23B(0.42) C24A(0.58) H24A(0.58) C24B(0.42) H24B(0.42) C25A(0.58) H25A(0.58) C25B(0.42) H25B(0.42) 4.a Aromatic/amide H refined with riding coordinates: C6(H6), C10(H10), C13(H13), C16A(H16A), C16B(H16B), C17A(H17A), C17B(H17B), C18A(H18A), C18B(H18B), C19A(H19A), C19B(H19B), C22A(H22A), C22B(H22B), C23A(H23A), C23B(H23B), C24A(H24A), C24B(H24B), C25A(H25A), C25B(H25B) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary iterative _atom_sites_solution_secondary difmap 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 Mn2 Mn 1.0000 0.5000 0.0000 0.0176(3) Uani 1 2 d S . 1 O5 O 0.9921(4) 0.4533(4) 0.1510(3) 0.0223(8) Uani 1 1 d . . 1 O6 O 1.1354(6) 0.4219(5) 0.2993(4) 0.0471(13) Uani 1 1 d . . 1 C15 C 1.0375(6) 0.3726(6) 0.2081(5) 0.0226(11) Uani 1 1 d . . . O4 O 1.0595(4) -0.2789(4) 0.1256(3) 0.0229(8) Uani 1 1 d . . 1 Mn1 Mn 0.16855(9) 0.65433(9) 0.27261(8) 0.0253(3) Uani 1 1 d . . 1 O1 O 0.3458(4) 0.5890(4) 0.2098(4) 0.0298(9) Uani 1 1 d . . 1 O2 O 0.2266(4) 0.4543(4) 0.0269(4) 0.0229(8) Uani 1 1 d . . 1 O3 O 1.2147(4) -0.0922(4) 0.2606(4) 0.0290(9) Uani 1 1 d . . 1 N1A N -0.0186(14) 0.7389(12) 0.3518(9) 0.017(2) Uani 0.58 1 d PU . 1 N1B N 0.032(2) 0.741(2) 0.3855(17) 0.031(4) Uani 0.42 1 d PU A 2 N2A N 0.2610(10) 0.7677(11) 0.4571(9) 0.023(2) Uani 0.58 1 d PU . 1 N2B N 0.3115(16) 0.7194(14) 0.4574(12) 0.025(3) Uani 0.42 1 d PU A 2 C1 C 0.3352(6) 0.4906(6) 0.1127(5) 0.0237(12) Uani 1 1 d . . . C2 C 0.4687(5) 0.4122(5) 0.1041(5) 0.0225(11) Uani 1 1 d . . . C3 C 0.5780(7) 0.4347(7) 0.2033(6) 0.0323(14) Uani 1 1 d . . . H3 H 0.579(8) 0.486(8) 0.274(6) 0.039 Uiso 1 1 d . . . C4 C 0.6967(7) 0.3591(7) 0.2000(6) 0.0298(13) Uani 1 1 d . . . H4 H 0.772(8) 0.366(8) 0.267(6) 0.036 Uiso 1 1 d . . . C5 C 0.7062(6) 0.2593(6) 0.0964(5) 0.0222(11) Uani 1 1 d . . . C6 C 0.5976(5) 0.2401(6) -0.0037(5) 0.0220(11) Uani 1 1 d . . . H6 H 0.6044 0.1756 -0.0735 0.026 Uiso 1 1 calc R . . C7 C 0.4792(6) 0.3166(6) 0.0000(5) 0.0218(11) Uani 1 1 d . . . H7 H 0.413(7) 0.301(7) -0.069(6) 0.026 Uiso 1 1 d . . . C8 C 0.8214(6) 0.1630(6) 0.0997(5) 0.0204(11) Uani 1 1 d . . . C9 C 0.9706(5) 0.2131(6) 0.1627(5) 0.0191(10) Uani 1 1 d . . . C10 C 1.0631(6) 0.1139(6) 0.1833(5) 0.0242(12) Uani 1 1 d . . . H10 H 1.1601 0.1484 0.2272 0.029 Uiso 1 1 calc R . . C11 C 1.0124(5) -0.0366(6) 0.1390(5) 0.0207(11) Uani 1 1 d . . . C12 C 0.8676(6) -0.0882(6) 0.0695(5) 0.0218(11) Uani 1 1 d . . . H12 H 0.830(7) -0.189(7) 0.039(5) 0.026 Uiso 1 1 d . . . C13 C 0.7760(5) 0.0091(6) 0.0511(5) 0.0213(11) Uani 1 1 d . . . H13 H 0.6803 -0.0269 0.0049 0.026 Uiso 1 1 calc R . . C14 C 1.1041(6) -0.1395(6) 0.1762(5) 0.0221(11) Uani 1 1 d . . . C16A C -0.1591(13) 0.7262(11) 0.2927(10) 0.019(2) Uani 0.58 1 d PU . 1 H16A H -0.1861 0.6794 0.2134 0.022 Uiso 0.58 1 calc PR . 1 C16B C -0.109(3) 0.740(2) 0.3402(18) 0.029(4) Uani 0.42 1 d PU A 2 H16B H -0.1488 0.6984 0.2611 0.035 Uiso 0.42 1 calc PR A 2 C17A C -0.2645(12) 0.7809(11) 0.3471(10) 0.024(2) Uani 0.58 1 d PU . 1 H17A H -0.3610 0.7714 0.3040 0.028 Uiso 0.58 1 calc PR . 1 C17B C -0.202(2) 0.802(2) 0.413(2) 0.041(4) Uani 0.42 1 d PU A 2 H17B H -0.3026 0.8001 0.3842 0.050 Uiso 0.42 1 calc PR A 2 C18A C -0.2273(14) 0.8511(13) 0.4672(12) 0.030(2) Uani 0.58 1 d PU . 1 H18A H -0.2979 0.8878 0.5043 0.036 Uiso 0.58 1 calc PR . 1 C18B C -0.139(3) 0.859(3) 0.519(2) 0.036(6) Uani 0.42 1 d PU A 2 H18B H -0.1955 0.9061 0.5659 0.044 Uiso 0.42 1 calc PR A 2 C19A C -0.0830(19) 0.8635(17) 0.5280(15) 0.028(3) Uani 0.58 1 d PU . 1 H19A H -0.0540 0.9084 0.6074 0.034 Uiso 0.58 1 calc PR . 1 C19B C 0.005(2) 0.8589(19) 0.5706(17) 0.040(4) Uani 0.42 1 d PU A 2 H19B H 0.0430 0.8963 0.6499 0.048 Uiso 0.42 1 calc PR A 2 C20A C 0.0191(14) 0.8072(11) 0.4677(10) 0.020(2) Uani 0.58 1 d PU . 1 C20B C 0.091(2) 0.7986(17) 0.4959(16) 0.024(3) Uani 0.42 1 d PU A 2 C21A C 0.1748(15) 0.8212(10) 0.5271(9) 0.0166(18) Uani 0.58 1 d PU . 1 C21B C 0.250(2) 0.7938(18) 0.5397(15) 0.030(3) Uani 0.42 1 d PU A 2 C22A C 0.2280(11) 0.8877(10) 0.6443(8) 0.023(2) Uani 0.58 1 d PU . 1 H22A H 0.1653 0.9216 0.6903 0.028 Uiso 0.58 1 calc PR . 1 C22B C 0.320(2) 0.851(2) 0.6486(18) 0.042(4) Uani 0.42 1 d PU A 2 H22B H 0.2747 0.9067 0.7016 0.051 Uiso 0.42 1 calc PR A 2 C23A C 0.3800(13) 0.9024(14) 0.6916(10) 0.029(2) Uani 0.58 1 d PU . 1 H23A H 0.4198 0.9478 0.7704 0.035 Uiso 0.58 1 calc PR . 1 C23B C 0.4723(18) 0.826(2) 0.6854(17) 0.041(4) Uani 0.42 1 d PU A 2 H23B H 0.5247 0.8660 0.7624 0.049 Uiso 0.42 1 calc PR A 2 C24A C 0.4718(12) 0.8497(13) 0.6219(10) 0.032(2) Uani 0.58 1 d PU . 1 H24A H 0.5731 0.8595 0.6520 0.039 Uiso 0.58 1 calc PR . 1 C24B C 0.5389(19) 0.741(2) 0.6031(16) 0.046(4) Uani 0.42 1 d PU A 2 H24B H 0.6325 0.7171 0.6235 0.055 Uiso 0.42 1 calc PR A 2 C25A C 0.4057(11) 0.7815(12) 0.5049(9) 0.027(2) Uani 0.58 1 d PU . 1 H25A H 0.4654 0.7433 0.4573 0.032 Uiso 0.58 1 calc PR . 1 C25B C 0.4539(16) 0.6953(19) 0.4887(14) 0.036(3) Uani 0.42 1 d PU A 2 H25B H 0.4964 0.6461 0.4311 0.044 Uiso 0.42 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn2 0.0098(5) 0.0136(5) 0.0339(7) 0.0107(4) 0.0110(4) 0.0021(4) O5 0.0220(18) 0.0149(17) 0.036(2) 0.0126(16) 0.0145(16) 0.0029(14) O6 0.059(3) 0.026(2) 0.045(3) 0.018(2) -0.007(2) -0.022(2) C15 0.019(2) 0.018(2) 0.029(3) 0.008(2) 0.006(2) -0.004(2) O4 0.0173(17) 0.0130(17) 0.041(2) 0.0088(16) 0.0140(16) 0.0018(14) Mn1 0.0237(4) 0.0216(4) 0.0310(5) 0.0083(4) 0.0118(4) -0.0050(3) O1 0.023(2) 0.023(2) 0.040(2) 0.0059(18) 0.0080(18) 0.0082(16) O2 0.0128(17) 0.0172(18) 0.042(2) 0.0116(16) 0.0121(16) 0.0007(14) O3 0.0209(19) 0.021(2) 0.044(3) 0.0123(18) 0.0058(18) -0.0004(16) N1A 0.017(5) 0.017(4) 0.016(5) 0.005(4) 0.006(4) -0.002(4) N1B 0.032(8) 0.025(6) 0.039(9) 0.016(6) 0.010(6) 0.001(6) N2A 0.020(4) 0.019(4) 0.031(5) 0.010(4) 0.007(4) -0.005(3) N2B 0.019(6) 0.017(6) 0.037(6) 0.009(5) 0.009(5) -0.001(5) C1 0.014(2) 0.022(3) 0.040(3) 0.016(2) 0.010(2) -0.002(2) C2 0.014(2) 0.012(2) 0.043(3) 0.012(2) 0.009(2) 0.0033(18) C3 0.032(3) 0.023(3) 0.039(4) 0.008(3) 0.009(3) 0.007(2) C4 0.024(3) 0.026(3) 0.037(3) 0.010(3) 0.005(3) 0.008(2) C5 0.018(2) 0.014(2) 0.039(3) 0.010(2) 0.015(2) 0.0002(19) C6 0.012(2) 0.020(3) 0.038(3) 0.011(2) 0.015(2) 0.0012(19) C7 0.013(2) 0.019(3) 0.036(3) 0.012(2) 0.010(2) -0.0021(19) C8 0.018(2) 0.016(2) 0.032(3) 0.011(2) 0.011(2) 0.0039(19) C9 0.013(2) 0.016(2) 0.031(3) 0.011(2) 0.008(2) -0.0002(18) C10 0.016(2) 0.019(3) 0.040(3) 0.013(2) 0.008(2) -0.004(2) C11 0.013(2) 0.020(3) 0.035(3) 0.013(2) 0.013(2) 0.0026(19) C12 0.016(2) 0.016(2) 0.036(3) 0.007(2) 0.015(2) 0.002(2) C13 0.012(2) 0.016(2) 0.035(3) 0.007(2) 0.009(2) -0.0026(19) C14 0.017(2) 0.018(2) 0.036(3) 0.012(2) 0.015(2) -0.001(2) C16A 0.021(5) 0.016(4) 0.019(5) 0.006(4) 0.008(4) 0.000(4) C16B 0.027(8) 0.031(7) 0.034(8) 0.018(6) 0.008(7) 0.005(6) C17A 0.026(5) 0.019(4) 0.029(5) 0.006(4) 0.016(4) 0.007(4) C17B 0.039(7) 0.037(7) 0.054(9) 0.016(7) 0.023(7) 0.000(6) C18A 0.035(6) 0.031(5) 0.028(5) 0.008(4) 0.023(5) 0.003(4) C18B 0.028(9) 0.027(8) 0.050(9) 0.011(6) 0.009(8) 0.004(8) C19A 0.028(7) 0.019(5) 0.035(6) 0.010(4) 0.002(6) 0.006(6) C19B 0.043(7) 0.037(7) 0.043(7) 0.011(6) 0.020(6) -0.005(6) C20A 0.022(5) 0.015(4) 0.021(5) 0.007(4) 0.003(4) -0.003(4) C20B 0.020(7) 0.026(6) 0.031(7) 0.012(5) 0.011(6) 0.002(6) C21A 0.010(4) 0.015(4) 0.023(5) 0.008(3) 0.000(4) 0.001(4) C21B 0.024(7) 0.031(7) 0.040(8) 0.015(6) 0.016(6) -0.003(5) C22A 0.020(4) 0.022(4) 0.028(5) 0.005(3) 0.012(4) 0.002(3) C22B 0.041(8) 0.043(8) 0.044(8) 0.011(6) 0.024(7) -0.008(6) C23A 0.029(5) 0.038(6) 0.017(5) 0.012(4) 0.000(4) -0.006(4) C23B 0.034(7) 0.046(8) 0.040(7) 0.008(6) 0.017(6) -0.005(6) C24A 0.030(5) 0.038(5) 0.031(5) 0.013(4) 0.015(4) -0.004(4) C24B 0.035(7) 0.054(8) 0.054(8) 0.029(6) 0.012(6) -0.003(6) C25A 0.020(4) 0.032(5) 0.030(5) 0.013(4) 0.007(4) 0.003(4) C25B 0.024(6) 0.039(7) 0.044(7) 0.015(6) 0.009(5) -0.010(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn2 O5 2.134(4) . ? Mn2 O5 2.134(4) 2_765 ? Mn2 O4 2.176(4) 1_565 ? Mn2 O4 2.176(4) 2_755 ? Mn2 O2 2.185(3) 1_655 ? Mn2 O2 2.185(3) 2_665 ? O5 C15 1.268(7) . ? O5 Mn1 2.331(4) 1_655 ? O6 C15 1.234(7) . ? O6 Mn1 2.411(4) 1_655 ? C15 C9 1.508(7) . ? O4 Mn2 2.176(4) 1_545 ? O4 Mn1 2.235(4) 1_645 ? O4 C14 1.295(6) . ? Mn1 O5 2.331(4) 1_455 ? Mn1 O6 2.411(5) 1_455 ? Mn1 O4 2.235(4) 1_465 ? Mn1 O1 2.068(4) . ? Mn1 N1A 2.302(12) . ? Mn1 N2A 2.184(10) . ? O1 C1 1.277(7) . ? O2 Mn2 2.185(3) 1_455 ? O2 C1 1.249(7) . ? O3 C14 1.248(7) . ? N1A C16A 1.340(15) . ? N1A C20A 1.360(15) . ? N1B C16B 1.32(2) . ? N1B C20B 1.30(3) . ? N2A C21A 1.351(15) . ? N2A C25A 1.339(13) . ? N2B C21B 1.35(2) . ? N2B C25B 1.37(2) . ? C1 C2 1.525(7) . ? C2 C3 1.380(9) . ? C2 C7 1.385(8) . ? C3 H3 0.88(7) . ? C3 C4 1.383(8) . ? C4 H4 0.96(7) . ? C4 C5 1.394(8) . ? C5 C6 1.391(8) . ? C5 C8 1.487(7) . ? C6 H6 0.9300 . ? C6 C7 1.386(7) . ? C7 H7 0.91(6) . ? C8 C9 1.414(7) . ? C8 C13 1.419(7) . ? C9 C10 1.394(7) . ? C10 H10 0.9300 . ? C10 C11 1.397(7) . ? C11 C12 1.402(7) . ? C11 C14 1.491(8) . ? C12 H12 0.94(7) . ? C12 C13 1.366(8) . ? C13 H13 0.9300 . ? C16A H16A 0.9300 . ? C16A C17A 1.381(14) . ? C16B H16B 0.9300 . ? C16B C17B 1.45(3) . ? C17A H17A 0.9300 . ? C17A C18A 1.408(16) . ? C17B H17B 0.9300 . ? C17B C18B 1.25(3) . ? C18A H18A 0.9300 . ? C18A C19A 1.379(18) . ? C18B H18B 0.9300 . ? C18B C19B 1.37(3) . ? C19A H19A 0.9300 . ? C19A C20A 1.40(2) . ? C19B H19B 0.9300 . ? C19B C20B 1.41(2) . ? C20A C21A 1.464(15) . ? C20B C21B 1.48(3) . ? C21A C22A 1.376(14) . ? C21B C22B 1.31(3) . ? C22A H22A 0.9300 . ? C22A C23A 1.400(15) . ? C22B H22B 0.9300 . ? C22B C23B 1.47(3) . ? C23A H23A 0.9300 . ? C23A C24A 1.387(16) . ? C23B H23B 0.9300 . ? C23B C24B 1.41(3) . ? C24A H24A 0.9300 . ? C24A C25A 1.391(16) . ? C24B H24B 0.9300 . ? C24B C25B 1.40(2) . ? C25A H25A 0.9300 . ? C25B H25B 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 O5 Mn2 O5 179.999(1) 2_765 . ? O5 Mn2 O4 99.48(14) 2_765 1_565 ? O5 Mn2 O4 80.52(14) . 1_565 ? O5 Mn2 O4 80.52(14) 2_765 2_755 ? O5 Mn2 O4 99.48(14) . 2_755 ? O5 Mn2 O2 91.94(14) . 2_665 ? O5 Mn2 O2 91.94(14) 2_765 1_655 ? O5 Mn2 O2 88.07(14) 2_765 2_665 ? O5 Mn2 O2 88.06(14) . 1_655 ? O4 Mn2 O4 180.0 2_755 1_565 ? O4 Mn2 O2 94.26(14) 1_565 1_655 ? O4 Mn2 O2 85.74(14) 2_755 1_655 ? O4 Mn2 O2 94.26(14) 2_755 2_665 ? O4 Mn2 O2 85.74(14) 1_565 2_665 ? O2 Mn2 O2 179.999(1) 2_665 1_655 ? Mn2 O5 Mn1 93.82(13) . 1_655 ? C15 O5 Mn2 143.0(4) . . ? C15 O5 Mn1 93.3(3) . 1_655 ? C15 O6 Mn1 90.4(4) . 1_655 ? O5 C15 C9 119.0(5) . . ? O6 C15 O5 121.3(5) . . ? O6 C15 C9 119.7(5) . . ? Mn2 O4 Mn1 95.42(14) 1_545 1_645 ? C14 O4 Mn2 163.6(4) . 1_545 ? C14 O4 Mn1 96.8(3) . 1_645 ? O5 Mn1 O6 54.72(15) 1_455 1_455 ? O4 Mn1 O5 75.17(13) 1_465 1_455 ? O4 Mn1 O6 129.67(15) 1_465 1_455 ? O4 Mn1 N1A 86.0(3) 1_465 . ? O1 Mn1 O5 98.00(15) . 1_455 ? O1 Mn1 O6 87.78(19) . 1_455 ? O1 Mn1 O4 95.44(16) . 1_465 ? O1 Mn1 N1A 176.4(3) . . ? O1 Mn1 N2A 105.4(3) . . ? N1A Mn1 O5 85.6(3) . 1_455 ? N1A Mn1 O6 93.9(3) . 1_455 ? N2A Mn1 O5 137.9(3) . 1_455 ? N2A Mn1 O6 91.3(3) . 1_455 ? N2A Mn1 O4 134.9(3) . 1_465 ? N2A Mn1 N1A 71.4(4) . . ? C1 O1 Mn1 124.6(3) . . ? C1 O2 Mn2 133.7(4) . 1_455 ? C16A N1A Mn1 125.2(8) . . ? C16A N1A C20A 118.6(11) . . ? C20A N1A Mn1 116.2(9) . . ? C20B N1B C16B 121(2) . . ? C21A N2A Mn1 121.7(8) . . ? C25A N2A Mn1 120.5(8) . . ? C25A N2A C21A 117.8(10) . . ? C21B N2B C25B 119.0(15) . . ? O1 C1 C2 115.6(5) . . ? O2 C1 O1 125.8(5) . . ? O2 C1 C2 118.7(5) . . ? C3 C2 C1 118.5(5) . . ? C3 C2 C7 120.1(5) . . ? C7 C2 C1 121.3(5) . . ? C2 C3 H3 128(5) . . ? C2 C3 C4 120.3(6) . . ? C4 C3 H3 111(5) . . ? C3 C4 H4 123(4) . . ? C3 C4 C5 120.2(6) . . ? C5 C4 H4 116(4) . . ? C4 C5 C8 118.2(5) . . ? C6 C5 C4 119.2(5) . . ? C6 C5 C8 122.1(5) . . ? C5 C6 H6 119.8 . . ? C7 C6 C5 120.4(5) . . ? C7 C6 H6 119.8 . . ? C2 C7 H7 124(4) . . ? C6 C7 C2 119.8(5) . . ? C6 C7 H7 116(4) . . ? C9 C8 C5 124.1(5) . . ? C9 C8 C13 117.0(5) . . ? C13 C8 C5 118.2(5) . . ? C8 C9 C15 122.5(5) . . ? C10 C9 C15 117.3(4) . . ? C10 C9 C8 120.2(5) . . ? C9 C10 H10 119.5 . . ? C9 C10 C11 121.1(5) . . ? C11 C10 H10 119.5 . . ? C10 C11 C12 119.2(5) . . ? C10 C11 C14 120.5(5) . . ? C12 C11 C14 120.0(5) . . ? C11 C12 H12 121(4) . . ? C13 C12 C11 119.8(5) . . ? C13 C12 H12 119(4) . . ? C8 C13 H13 118.7 . . ? C12 C13 C8 122.5(5) . . ? C12 C13 H13 118.7 . . ? O4 C14 C11 118.6(5) . . ? O3 C14 O4 120.7(5) . . ? O3 C14 C11 120.4(5) . . ? N1A C16A H16A 119.3 . . ? N1A C16A C17A 121.4(11) . . ? C17A C16A H16A 119.3 . . ? N1B C16B H16B 119.9 . . ? N1B C16B C17B 120(2) . . ? C17B C16B H16B 119.9 . . ? C16A C17A H17A 119.7 . . ? C16A C17A C18A 120.7(11) . . ? C18A C17A H17A 119.7 . . ? C16B C17B H17B 122.2 . . ? C18B C17B C16B 116(2) . . ? C18B C17B H17B 122.2 . . ? C17A C18A H18A 121.0 . . ? C19A C18A C17A 117.9(12) . . ? C19A C18A H18A 121.0 . . ? C17B C18B H18B 116.7 . . ? C17B C18B C19B 127(2) . . ? C19B C18B H18B 116.7 . . ? C18A C19A H19A 120.6 . . ? C18A C19A C20A 118.7(14) . . ? C20A C19A H19A 120.6 . . ? C18B C19B H19B 122.3 . . ? C18B C19B C20B 115(2) . . ? C20B C19B H19B 122.3 . . ? N1A C20A C19A 122.7(12) . . ? N1A C20A C21A 116.1(11) . . ? C19A C20A C21A 121.2(11) . . ? N1B C20B C19B 120(2) . . ? N1B C20B C21B 117.9(16) . . ? C19B C20B C21B 121.6(18) . . ? N2A C21A C20A 114.4(9) . . ? N2A C21A C22A 123.4(11) . . ? C22A C21A C20A 122.2(10) . . ? N2B C21B C20B 113.5(15) . . ? C22B C21B N2B 123.9(18) . . ? C22B C21B C20B 122.5(17) . . ? C21A C22A H22A 121.3 . . ? C21A C22A C23A 117.5(10) . . ? C23A C22A H22A 121.3 . . ? C21B C22B H22B 120.7 . . ? C21B C22B C23B 118.6(18) . . ? C23B C22B H22B 120.7 . . ? C22A C23A H23A 119.7 . . ? C24A C23A C22A 120.5(10) . . ? C24A C23A H23A 119.7 . . ? C22B C23B H23B 120.2 . . ? C24B C23B C22B 119.6(17) . . ? C24B C23B H23B 120.2 . . ? C23A C24A H24A 121.4 . . ? C23A C24A C25A 117.1(10) . . ? C25A C24A H24A 121.4 . . ? C23B C24B H24B 122.3 . . ? C25B C24B C23B 115.4(17) . . ? C25B C24B H24B 122.3 . . ? N2A C25A C24A 123.7(10) . . ? N2A C25A H25A 118.2 . . ? C24A C25A H25A 118.2 . . ? N2B C25B C24B 123.3(16) . . ? N2B C25B H25B 118.4 . . ? C24B C25B H25B 118.4 . . ? 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 Mn2 O5 C15 O6 106.1(7) . . . . ? Mn2 O5 C15 C9 -73.5(7) . . . . ? Mn2 O4 C14 O3 -116.7(12) 1_545 . . . ? Mn2 O4 C14 C11 69.3(13) 1_545 . . . ? Mn2 O2 C1 O1 -12.1(8) 1_455 . . . ? Mn2 O2 C1 C2 167.7(3) 1_455 . . . ? O5 Mn2 O5 C15 0(43) 2_765 . . . ? O5 Mn2 O5 Mn1 100(42) 2_765 . . 1_655 ? O5 C15 C9 C8 -33.3(8) . . . . ? O5 C15 C9 C10 145.6(5) . . . . ? O5 Mn1 O1 C1 17.5(5) 1_455 . . . ? O5 Mn1 N1A C16A -38.7(10) 1_455 . . . ? O5 Mn1 N1A C20A 141.5(8) 1_455 . . . ? O5 Mn1 N2A C21A -56.3(10) 1_455 . . . ? O5 Mn1 N2A C25A 121.3(8) 1_455 . . . ? O6 C15 C9 C8 147.1(6) . . . . ? O6 C15 C9 C10 -34.0(8) . . . . ? O6 Mn1 O1 C1 71.4(5) 1_455 . . . ? O6 Mn1 N1A C16A -92.8(10) 1_455 . . . ? O6 Mn1 N1A C20A 87.3(8) 1_455 . . . ? O6 Mn1 N2A C21A -89.6(8) 1_455 . . . ? O6 Mn1 N2A C25A 88.0(9) 1_455 . . . ? C15 C9 C10 C11 -176.6(5) . . . . ? O4 Mn2 O5 C15 50.6(6) 2_755 . . . ? O4 Mn2 O5 C15 -129.4(6) 1_565 . . . ? O4 Mn2 O5 Mn1 151.21(13) 2_755 . . 1_655 ? O4 Mn2 O5 Mn1 -28.79(13) 1_565 . . 1_655 ? O4 Mn1 O1 C1 -58.2(5) 1_465 . . . ? O4 Mn1 N1A C16A 36.7(10) 1_465 . . . ? O4 Mn1 N1A C20A -143.1(8) 1_465 . . . ? O4 Mn1 N2A C21A 68.0(9) 1_465 . . . ? O4 Mn1 N2A C25A -114.4(9) 1_465 . . . ? Mn1 O5 C15 O6 5.3(6) 1_655 . . . ? Mn1 O5 C15 C9 -174.2(4) 1_655 . . . ? Mn1 O6 C15 O5 -5.1(6) 1_655 . . . ? Mn1 O6 C15 C9 174.4(4) 1_655 . . . ? Mn1 O4 C14 O3 21.4(5) 1_645 . . . ? Mn1 O4 C14 C11 -152.5(4) 1_645 . . . ? Mn1 O1 C1 O2 25.7(8) . . . . ? Mn1 O1 C1 C2 -154.1(4) . . . . ? Mn1 N1A C16A C17A -179.6(8) . . . . ? Mn1 N1A C20A C19A -179.6(10) . . . . ? Mn1 N1A C20A C21A 1.4(12) . . . . ? Mn1 N2A C21A C20A -4.7(12) . . . . ? Mn1 N2A C21A C22A 177.2(7) . . . . ? Mn1 N2A C25A C24A -178.7(9) . . . . ? O1 Mn1 N1A C16A 150(5) . . . . ? O1 Mn1 N1A C20A -30(6) . . . . ? O1 Mn1 N2A C21A -177.6(8) . . . . ? O1 Mn1 N2A C25A -0.1(9) . . . . ? O1 C1 C2 C3 10.3(7) . . . . ? O1 C1 C2 C7 -171.8(5) . . . . ? O2 Mn2 O5 C15 145.3(6) 2_665 . . . ? O2 Mn2 O5 C15 -34.7(6) 1_655 . . . ? O2 Mn2 O5 Mn1 65.86(14) 1_655 . . 1_655 ? O2 Mn2 O5 Mn1 -114.14(14) 2_665 . . 1_655 ? O2 C1 C2 C3 -169.4(5) . . . . ? O2 C1 C2 C7 8.5(8) . . . . ? N1A Mn1 O1 C1 -171(5) . . . . ? N1A Mn1 N2A C21A 4.1(8) . . . . ? N1A Mn1 N2A C25A -178.3(10) . . . . ? N1A C16A C17A C18A -0.6(17) . . . . ? N1A C20A C21A N2A 1.9(13) . . . . ? N1A C20A C21A C22A -180.0(10) . . . . ? N1B C16B C17B C18B 2(3) . . . . ? N1B C20B C21B N2B -4(2) . . . . ? N1B C20B C21B C22B 178.5(18) . . . . ? N2A Mn1 O1 C1 162.2(5) . . . . ? N2A Mn1 N1A C16A 177.1(11) . . . . ? N2A Mn1 N1A C20A -2.8(8) . . . . ? N2A C21A C22A C23A 1.3(15) . . . . ? N2B C21B C22B C23B -4(3) . . . . ? C1 C2 C3 C4 176.3(6) . . . . ? C1 C2 C7 C6 -175.9(5) . . . . ? C2 C3 C4 C5 -0.3(10) . . . . ? C3 C2 C7 C6 2.0(8) . . . . ? C3 C4 C5 C6 1.9(9) . . . . ? C3 C4 C5 C8 -170.0(6) . . . . ? C4 C5 C6 C7 -1.6(8) . . . . ? C4 C5 C8 C9 -47.5(8) . . . . ? C4 C5 C8 C13 122.8(6) . . . . ? C5 C6 C7 C2 -0.3(8) . . . . ? C5 C8 C9 C15 -16.2(8) . . . . ? C5 C8 C9 C10 165.0(5) . . . . ? C5 C8 C13 C12 -166.7(5) . . . . ? C6 C5 C8 C9 140.8(5) . . . . ? C6 C5 C8 C13 -48.8(7) . . . . ? C7 C2 C3 C4 -1.7(9) . . . . ? C8 C5 C6 C7 170.0(5) . . . . ? C8 C9 C10 C11 2.3(8) . . . . ? C9 C8 C13 C12 4.4(8) . . . . ? C9 C10 C11 C12 2.3(8) . . . . ? C9 C10 C11 C14 -170.5(5) . . . . ? C10 C11 C12 C13 -3.5(8) . . . . ? C10 C11 C14 O4 -173.8(5) . . . . ? C10 C11 C14 O3 12.2(8) . . . . ? C11 C12 C13 C8 0.1(8) . . . . ? C12 C11 C14 O4 13.5(8) . . . . ? C12 C11 C14 O3 -160.5(5) . . . . ? C13 C8 C9 C15 173.4(5) . . . . ? C13 C8 C9 C10 -5.5(8) . . . . ? C14 C11 C12 C13 169.3(5) . . . . ? C16A N1A C20A C19A 0.5(18) . . . . ? C16A N1A C20A C21A -178.4(10) . . . . ? C16A C17A C18A C19A 0.2(17) . . . . ? C16B N1B C20B C19B 1(3) . . . . ? C16B N1B C20B C21B 179.3(17) . . . . ? C16B C17B C18B C19B -5(4) . . . . ? C17A C18A C19A C20A 0(2) . . . . ? C17B C18B C19B C20B 5(4) . . . . ? C18A C19A C20A N1A -1(2) . . . . ? C18A C19A C20A C21A 178.0(11) . . . . ? C18B C19B C20B N1B -3(3) . . . . ? C18B C19B C20B C21B 178.7(18) . . . . ? C19A C20A C21A N2A -177.1(11) . . . . ? C19A C20A C21A C22A 1.0(16) . . . . ? C19B C20B C21B N2B 173.7(15) . . . . ? C19B C20B C21B C22B -3(2) . . . . ? C20A N1A C16A C17A 0.2(17) . . . . ? C20A C21A C22A C23A -176.6(10) . . . . ? C20B N1B C16B C17B 0(3) . . . . ? C20B C21B C22B C23B 172.9(15) . . . . ? C21A N2A C25A C24A -1.1(17) . . . . ? C21A C22A C23A C24A -0.7(16) . . . . ? C21B N2B C25B C24B 2(2) . . . . ? C21B C22B C23B C24B 0(3) . . . . ? C22A C23A C24A C25A -0.7(17) . . . . ? C22B C23B C24B C25B 4(3) . . . . ? C23A C24A C25A N2A 1.6(18) . . . . ? C23B C24B C25B N2B -5(2) . . . . ? C25A N2A C21A C20A 177.6(9) . . . . ? C25A N2A C21A C22A -0.5(15) . . . . ? C25B N2B C21B C20B -173.8(13) . . . . ? C25B N2B C21B C22B 3(2) . . . . ? _database_code_depnum_ccdc_archive 'CCDC 920152' ####################################################################### # # 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_p21n #TrackingRef '178_8Pb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H16 N2 O6 Pb' _chemical_formula_weight 671.61 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' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.5262(19) _cell_length_b 21.006(4) _cell_length_c 12.489(2) _cell_angle_alpha 90.00 _cell_angle_beta 111.832(9) _cell_angle_gamma 90.00 _cell_volume 2319.9(8) _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 block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.923 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 7.320 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2337 _exptl_absorpt_correction_T_max 0.2725 _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 11790 _diffrn_reflns_av_R_equivalents 0.0355 _diffrn_reflns_av_sigmaI/netI 0.0415 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4076 _reflns_number_gt 3259 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0244P)^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 4076 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0251 _refine_ls_wR_factor_ref 0.0546 _refine_ls_wR_factor_gt 0.0509 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pb1 Pb 0.976192(18) 0.039043(8) 0.842243(15) 0.02721(7) Uani 1 1 d . . . N1 N 0.8974(5) 0.0457(2) 0.6259(4) 0.0425(11) Uani 1 1 d . . . N2 N 0.7560(5) -0.0344(2) 0.7269(4) 0.0424(11) Uani 1 1 d . . . O1 O 0.8022(4) 0.14728(19) 0.7954(4) 0.0610(12) Uani 1 1 d . . . O2 O 0.9127(4) 0.22414(19) 0.7344(4) 0.0631(12) Uani 1 1 d . . . H2 H 0.9894 0.2040 0.7710 0.095 Uiso 1 1 calc R . . O3 O 0.3006(4) 0.47295(15) 0.4796(3) 0.0390(9) Uani 1 1 d . . . O4 O 0.4005(3) 0.43982(15) 0.6611(3) 0.0345(8) Uani 1 1 d . . . O5 O -0.2721(4) 0.42828(19) 0.3349(3) 0.0466(9) Uani 1 1 d . . . O6 O -0.3378(4) 0.3299(2) 0.3601(4) 0.0785(15) Uani 1 1 d . . . C1 C 0.7970(5) 0.1990(2) 0.7508(4) 0.0355(12) Uani 1 1 d . . . C2 C 0.6569(5) 0.2370(2) 0.7091(4) 0.0309(11) Uani 1 1 d . . . C3 C 0.5536(5) 0.2259(2) 0.7608(4) 0.0381(13) Uani 1 1 d . . . H3 H 0.5773 0.1975 0.8222 0.046 Uiso 1 1 calc R . . C4 C 0.4152(5) 0.2567(2) 0.7223(4) 0.0379(13) Uani 1 1 d . . . H4 H 0.3481 0.2496 0.7593 0.045 Uiso 1 1 calc R . . C5 C 0.3755(5) 0.2979(2) 0.6292(4) 0.0269(11) Uani 1 1 d . . . C6 C 0.4807(5) 0.3085(2) 0.5780(4) 0.0318(11) Uani 1 1 d . . . H6 H 0.4566 0.3359 0.5153 0.038 Uiso 1 1 calc R . . C7 C 0.6201(5) 0.2789(2) 0.6186(4) 0.0358(12) Uani 1 1 d . . . H7 H 0.6896 0.2875 0.5844 0.043 Uiso 1 1 calc R . . C8 C 0.2198(5) 0.3232(2) 0.5778(4) 0.0257(11) Uani 1 1 d . . . C9 C 0.1839(4) 0.3851(2) 0.5347(4) 0.0243(10) Uani 1 1 d . . . C10 C 0.0344(5) 0.4015(2) 0.4721(4) 0.0267(11) Uani 1 1 d . . . H10 H 0.0117 0.4426 0.4431 0.032 Uiso 1 1 calc R . . C11 C -0.0817(5) 0.3576(2) 0.4518(4) 0.0266(11) Uani 1 1 d . . . C12 C -0.0477(5) 0.2973(2) 0.4987(4) 0.0361(13) Uani 1 1 d . . . H12 H -0.1248 0.2680 0.4887 0.043 Uiso 1 1 calc R . . C13 C 0.1014(5) 0.2804(2) 0.5607(4) 0.0321(12) Uani 1 1 d . . . H13 H 0.1228 0.2396 0.5917 0.039 Uiso 1 1 calc R . . C14 C 0.3035(5) 0.4360(2) 0.5584(4) 0.0260(11) Uani 1 1 d . . . C15 C -0.2423(5) 0.3734(3) 0.3765(4) 0.0377(13) Uani 1 1 d . . . C16 C 0.9618(7) 0.0863(3) 0.5771(6) 0.0612(18) Uani 1 1 d . . . H16 H 1.0367 0.1136 0.6234 0.073 Uiso 1 1 calc R . . C17 C 0.9194(9) 0.0890(4) 0.4568(6) 0.082(3) Uani 1 1 d . . . H17 H 0.9648 0.1182 0.4238 0.098 Uiso 1 1 calc R . . C18 C 0.8122(9) 0.0489(5) 0.3893(6) 0.094(3) Uani 1 1 d . . . H18 H 0.7848 0.0501 0.3097 0.113 Uiso 1 1 calc R . . C19 C 0.7421(7) 0.0056(4) 0.4384(6) 0.071(2) Uani 1 1 d . . . C20 C 0.7871(6) 0.0059(3) 0.5578(5) 0.0486(16) Uani 1 1 d . . . C21 C 0.6308(9) -0.0382(5) 0.3698(7) 0.101(3) Uani 1 1 d . . . H21 H 0.6038 -0.0389 0.2902 0.121 Uiso 1 1 calc R . . C22 C 0.5653(9) -0.0784(5) 0.4201(8) 0.110(4) Uani 1 1 d . . . H22 H 0.4912 -0.1059 0.3736 0.132 Uiso 1 1 calc R . . C23 C 0.6040(7) -0.0809(4) 0.5422(6) 0.068(2) Uani 1 1 d . . . C24 C 0.7152(6) -0.0374(3) 0.6106(5) 0.0473(15) Uani 1 1 d . . . C25 C 0.5393(8) -0.1214(4) 0.6001(8) 0.084(2) Uani 1 1 d . . . H25 H 0.4675 -0.1512 0.5586 0.101 Uiso 1 1 calc R . . C26 C 0.5798(7) -0.1176(3) 0.7144(7) 0.081(2) Uani 1 1 d . . . H26 H 0.5356 -0.1442 0.7525 0.097 Uiso 1 1 calc R . . C27 C 0.6887(6) -0.0733(3) 0.7762(6) 0.0569(17) Uani 1 1 d . . . H27 H 0.7153 -0.0709 0.8557 0.068 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 Pb1 0.02412(10) 0.02504(11) 0.03034(10) 0.00041(10) 0.00766(7) 0.00219(9) N1 0.045(3) 0.046(3) 0.039(3) 0.007(2) 0.019(2) 0.013(2) N2 0.033(2) 0.039(3) 0.044(3) 0.002(2) 0.001(2) 0.004(2) O1 0.045(2) 0.045(3) 0.094(3) 0.029(2) 0.027(2) 0.019(2) O2 0.032(2) 0.055(3) 0.104(4) 0.030(2) 0.027(2) 0.011(2) O3 0.049(2) 0.036(2) 0.035(2) 0.0016(17) 0.0185(17) -0.0116(17) O4 0.0262(18) 0.030(2) 0.037(2) 0.0070(16) -0.0002(16) -0.0056(15) O5 0.0293(19) 0.055(3) 0.054(2) 0.008(2) 0.0139(17) 0.0107(19) O6 0.024(2) 0.080(3) 0.109(4) 0.020(3) -0.002(2) -0.014(2) C1 0.028(3) 0.030(3) 0.046(3) 0.006(3) 0.012(2) 0.004(2) C2 0.021(2) 0.027(3) 0.040(3) 0.006(2) 0.006(2) 0.004(2) C3 0.036(3) 0.040(3) 0.039(3) 0.017(3) 0.014(2) 0.014(2) C4 0.029(3) 0.048(3) 0.041(3) 0.017(3) 0.018(2) 0.010(2) C5 0.023(2) 0.020(3) 0.036(3) 0.005(2) 0.009(2) 0.002(2) C6 0.027(3) 0.031(3) 0.036(3) 0.015(2) 0.010(2) 0.005(2) C7 0.026(3) 0.036(3) 0.050(3) 0.007(3) 0.018(2) 0.002(2) C8 0.019(2) 0.031(3) 0.028(3) 0.004(2) 0.009(2) -0.001(2) C9 0.021(2) 0.024(3) 0.029(2) -0.001(2) 0.0113(19) 0.001(2) C10 0.025(2) 0.026(3) 0.029(3) 0.000(2) 0.009(2) 0.005(2) C11 0.017(2) 0.035(3) 0.028(3) -0.004(2) 0.0086(19) 0.003(2) C12 0.022(3) 0.039(3) 0.049(3) -0.001(3) 0.015(2) -0.008(2) C13 0.031(3) 0.021(3) 0.044(3) 0.010(2) 0.013(2) 0.002(2) C14 0.022(2) 0.022(3) 0.036(3) -0.002(2) 0.012(2) 0.002(2) C15 0.022(3) 0.053(4) 0.038(3) -0.003(3) 0.011(2) 0.002(3) C16 0.065(4) 0.070(5) 0.058(4) 0.016(4) 0.033(3) 0.023(3) C17 0.076(5) 0.124(7) 0.059(5) 0.043(5) 0.042(4) 0.051(5) C18 0.076(6) 0.172(10) 0.037(4) 0.017(5) 0.025(4) 0.071(6) C19 0.055(4) 0.117(6) 0.038(4) -0.018(4) 0.013(3) 0.036(4) C20 0.033(3) 0.074(5) 0.031(3) -0.016(3) 0.003(2) 0.023(3) C21 0.071(6) 0.168(10) 0.043(4) -0.049(6) -0.001(4) 0.037(6) C22 0.065(6) 0.146(10) 0.083(7) -0.073(7) -0.013(5) 0.019(6) C23 0.041(4) 0.074(5) 0.069(5) -0.035(4) -0.001(3) 0.010(3) C24 0.029(3) 0.047(4) 0.052(4) -0.015(3) -0.001(3) 0.012(3) C25 0.057(4) 0.052(5) 0.113(7) -0.033(5) -0.004(5) -0.010(4) C26 0.044(4) 0.058(5) 0.114(7) 0.003(5) 0.001(4) -0.008(4) C27 0.043(3) 0.044(4) 0.071(4) 0.011(3) 0.005(3) -0.010(3) _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 Pb1 O4 2.400(3) 2_646 ? Pb1 N1 2.525(4) . ? Pb1 O5 2.528(3) 4_766 ? Pb1 N2 2.570(4) . ? Pb1 O1 2.745(4) . ? N1 C16 1.324(7) . ? N1 C20 1.364(7) . ? N2 C27 1.323(7) . ? N2 C24 1.358(7) . ? O1 C1 1.213(6) . ? O2 C1 1.306(5) . ? O2 H2 0.8200 . ? O3 C14 1.246(5) . ? O4 C14 1.274(5) . ? O4 Pb1 2.400(3) 2_656 ? O5 C15 1.254(6) . ? O5 Pb1 2.528(3) 4_465 ? O6 C15 1.252(6) . ? C1 C2 1.474(6) . ? C2 C7 1.372(6) . ? C2 C3 1.384(6) . ? C3 C4 1.384(6) . ? C3 H3 0.9300 . ? C4 C5 1.385(6) . ? C4 H4 0.9300 . ? C5 C6 1.393(6) . ? C5 C8 1.478(6) . ? C6 C7 1.380(6) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C13 1.395(6) . ? C8 C9 1.401(6) . ? C9 C10 1.389(6) . ? C9 C14 1.509(6) . ? C10 C11 1.389(6) . ? C10 H10 0.9300 . ? C11 C12 1.383(6) . ? C11 C15 1.505(6) . ? C12 C13 1.387(6) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C16 C17 1.405(9) . ? C16 H16 0.9300 . ? C17 C18 1.350(10) . ? C17 H17 0.9300 . ? C18 C19 1.397(11) . ? C18 H18 0.9300 . ? C19 C20 1.390(8) . ? C19 C21 1.424(11) . ? C20 C24 1.438(8) . ? C21 C22 1.337(12) . ? C21 H21 0.9300 . ? C22 C23 1.431(11) . ? C22 H22 0.9300 . ? C23 C25 1.398(10) . ? C23 C24 1.419(8) . ? C25 C26 1.336(10) . ? C25 H25 0.9300 . ? C26 C27 1.394(8) . ? C26 H26 0.9300 . ? C27 H27 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 O4 Pb1 N1 88.98(12) 2_646 . ? O4 Pb1 O5 76.01(12) 2_646 4_766 ? N1 Pb1 O5 81.64(13) . 4_766 ? O4 Pb1 N2 76.81(12) 2_646 . ? N1 Pb1 N2 65.03(15) . . ? O5 Pb1 N2 136.89(13) 4_766 . ? O4 Pb1 O1 167.41(12) 2_646 . ? N1 Pb1 O1 79.09(13) . . ? O5 Pb1 O1 105.84(12) 4_766 . ? N2 Pb1 O1 94.33(13) . . ? C16 N1 C20 119.3(5) . . ? C16 N1 Pb1 121.6(4) . . ? C20 N1 Pb1 119.1(4) . . ? C27 N2 C24 118.2(5) . . ? C27 N2 Pb1 123.1(4) . . ? C24 N2 Pb1 118.5(4) . . ? C1 O1 Pb1 139.3(3) . . ? C1 O2 H2 109.5 . . ? C14 O4 Pb1 102.3(3) . 2_656 ? C15 O5 Pb1 107.9(3) . 4_465 ? O1 C1 O2 122.8(4) . . ? O1 C1 C2 121.6(4) . . ? O2 C1 C2 115.6(4) . . ? C7 C2 C3 119.0(4) . . ? C7 C2 C1 124.1(4) . . ? C3 C2 C1 116.9(4) . . ? C2 C3 C4 120.7(5) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C3 C4 C5 120.8(4) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C4 C5 C6 117.8(4) . . ? C4 C5 C8 120.4(4) . . ? C6 C5 C8 121.4(4) . . ? C7 C6 C5 121.2(4) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? C2 C7 C6 120.6(4) . . ? C2 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C13 C8 C9 118.2(4) . . ? C13 C8 C5 117.3(4) . . ? C9 C8 C5 124.2(4) . . ? C10 C9 C8 119.9(4) . . ? C10 C9 C14 118.4(4) . . ? C8 C9 C14 121.6(4) . . ? C9 C10 C11 121.2(4) . . ? C9 C10 H10 119.4 . . ? C11 C10 H10 119.4 . . ? C12 C11 C10 119.1(4) . . ? C12 C11 C15 119.4(4) . . ? C10 C11 C15 121.5(4) . . ? C11 C12 C13 120.1(4) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C12 C13 C8 121.5(4) . . ? C12 C13 H13 119.3 . . ? C8 C13 H13 119.3 . . ? O3 C14 O4 123.4(4) . . ? O3 C14 C9 119.5(4) . . ? O4 C14 C9 117.0(4) . . ? O6 C15 O5 124.4(5) . . ? O6 C15 C11 116.7(5) . . ? O5 C15 C11 118.9(5) . . ? N1 C16 C17 121.4(7) . . ? N1 C16 H16 119.3 . . ? C17 C16 H16 119.3 . . ? C18 C17 C16 119.5(7) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C17 C18 C19 120.5(7) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C20 C19 C18 117.4(7) . . ? C20 C19 C21 120.8(8) . . ? C18 C19 C21 121.8(8) . . ? N1 C20 C19 122.0(7) . . ? N1 C20 C24 119.3(5) . . ? C19 C20 C24 118.6(6) . . ? C22 C21 C19 119.9(8) . . ? C22 C21 H21 120.0 . . ? C19 C21 H21 120.0 . . ? C21 C22 C23 123.0(8) . . ? C21 C22 H22 118.5 . . ? C23 C22 H22 118.5 . . ? C25 C23 C24 117.0(7) . . ? C25 C23 C22 125.8(8) . . ? C24 C23 C22 117.1(8) . . ? N2 C24 C23 121.8(6) . . ? N2 C24 C20 117.7(5) . . ? C23 C24 C20 120.5(6) . . ? C26 C25 C23 120.6(7) . . ? C26 C25 H25 119.7 . . ? C23 C25 H25 119.7 . . ? C25 C26 C27 119.4(7) . . ? C25 C26 H26 120.3 . . ? C27 C26 H26 120.3 . . ? N2 C27 C26 123.0(7) . . ? N2 C27 H27 118.5 . . ? C26 C27 H27 118.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Pb1 N1 C16 -106.9(4) 2_646 . . . ? O5 Pb1 N1 C16 -30.9(4) 4_766 . . . ? N2 Pb1 N1 C16 177.2(4) . . . . ? O1 Pb1 N1 C16 77.2(4) . . . . ? O4 Pb1 N1 C20 72.3(4) 2_646 . . . ? O5 Pb1 N1 C20 148.3(4) 4_766 . . . ? N2 Pb1 N1 C20 -3.6(3) . . . . ? O1 Pb1 N1 C20 -103.6(4) . . . . ? O4 Pb1 N2 C27 84.5(4) 2_646 . . . ? N1 Pb1 N2 C27 179.6(5) . . . . ? O5 Pb1 N2 C27 136.6(4) 4_766 . . . ? O1 Pb1 N2 C27 -104.6(4) . . . . ? O4 Pb1 N2 C24 -89.8(4) 2_646 . . . ? N1 Pb1 N2 C24 5.3(3) . . . . ? O5 Pb1 N2 C24 -37.7(4) 4_766 . . . ? O1 Pb1 N2 C24 81.1(4) . . . . ? O4 Pb1 O1 C1 -76.4(8) 2_646 . . . ? N1 Pb1 O1 C1 -57.7(6) . . . . ? O5 Pb1 O1 C1 20.3(6) 4_766 . . . ? N2 Pb1 O1 C1 -121.2(6) . . . . ? Pb1 O1 C1 O2 -18.7(9) . . . . ? Pb1 O1 C1 C2 159.9(4) . . . . ? O1 C1 C2 C7 -150.5(5) . . . . ? O2 C1 C2 C7 28.2(8) . . . . ? O1 C1 C2 C3 25.3(8) . . . . ? O2 C1 C2 C3 -156.0(5) . . . . ? C7 C2 C3 C4 -0.1(8) . . . . ? C1 C2 C3 C4 -176.1(5) . . . . ? C2 C3 C4 C5 1.7(8) . . . . ? C3 C4 C5 C6 -1.6(8) . . . . ? C3 C4 C5 C8 170.9(5) . . . . ? C4 C5 C6 C7 -0.1(7) . . . . ? C8 C5 C6 C7 -172.5(4) . . . . ? C3 C2 C7 C6 -1.6(8) . . . . ? C1 C2 C7 C6 174.1(5) . . . . ? C5 C6 C7 C2 1.7(8) . . . . ? C4 C5 C8 C13 -43.7(6) . . . . ? C6 C5 C8 C13 128.6(5) . . . . ? C4 C5 C8 C9 143.1(5) . . . . ? C6 C5 C8 C9 -44.6(7) . . . . ? C13 C8 C9 C10 -3.1(6) . . . . ? C5 C8 C9 C10 170.0(4) . . . . ? C13 C8 C9 C14 174.5(4) . . . . ? C5 C8 C9 C14 -12.4(7) . . . . ? C8 C9 C10 C11 0.6(6) . . . . ? C14 C9 C10 C11 -177.1(4) . . . . ? C9 C10 C11 C12 2.4(6) . . . . ? C9 C10 C11 C15 -175.3(4) . . . . ? C10 C11 C12 C13 -2.8(7) . . . . ? C15 C11 C12 C13 174.9(4) . . . . ? C11 C12 C13 C8 0.2(7) . . . . ? C9 C8 C13 C12 2.7(7) . . . . ? C5 C8 C13 C12 -170.8(4) . . . . ? Pb1 O4 C14 O3 9.1(5) 2_656 . . . ? Pb1 O4 C14 C9 -168.6(3) 2_656 . . . ? C10 C9 C14 O3 -43.9(6) . . . . ? C8 C9 C14 O3 138.4(5) . . . . ? C10 C9 C14 O4 133.8(4) . . . . ? C8 C9 C14 O4 -43.8(6) . . . . ? Pb1 O5 C15 O6 38.9(6) 4_465 . . . ? Pb1 O5 C15 C11 -140.9(3) 4_465 . . . ? C12 C11 C15 O6 -0.2(7) . . . . ? C10 C11 C15 O6 177.4(5) . . . . ? C12 C11 C15 O5 179.6(4) . . . . ? C10 C11 C15 O5 -2.7(7) . . . . ? C20 N1 C16 C17 -0.3(8) . . . . ? Pb1 N1 C16 C17 178.9(4) . . . . ? N1 C16 C17 C18 -0.9(10) . . . . ? C16 C17 C18 C19 0.9(11) . . . . ? C17 C18 C19 C20 0.2(10) . . . . ? C17 C18 C19 C21 -178.7(6) . . . . ? C16 N1 C20 C19 1.5(8) . . . . ? Pb1 N1 C20 C19 -177.7(4) . . . . ? C16 N1 C20 C24 -178.9(5) . . . . ? Pb1 N1 C20 C24 1.9(6) . . . . ? C18 C19 C20 N1 -1.4(9) . . . . ? C21 C19 C20 N1 177.5(6) . . . . ? C18 C19 C20 C24 179.0(5) . . . . ? C21 C19 C20 C24 -2.1(9) . . . . ? C20 C19 C21 C22 1.9(12) . . . . ? C18 C19 C21 C22 -179.2(8) . . . . ? C19 C21 C22 C23 -1.5(14) . . . . ? C21 C22 C23 C25 179.6(8) . . . . ? C21 C22 C23 C24 1.3(12) . . . . ? C27 N2 C24 C23 -0.3(8) . . . . ? Pb1 N2 C24 C23 174.3(4) . . . . ? C27 N2 C24 C20 178.9(5) . . . . ? Pb1 N2 C24 C20 -6.6(6) . . . . ? C25 C23 C24 N2 -0.8(8) . . . . ? C22 C23 C24 N2 177.6(6) . . . . ? C25 C23 C24 C20 -179.9(5) . . . . ? C22 C23 C24 C20 -1.5(8) . . . . ? N1 C20 C24 N2 3.2(7) . . . . ? C19 C20 C24 N2 -177.2(5) . . . . ? N1 C20 C24 C23 -177.7(5) . . . . ? C19 C20 C24 C23 2.0(8) . . . . ? C24 C23 C25 C26 1.3(10) . . . . ? C22 C23 C25 C26 -177.0(7) . . . . ? C23 C25 C26 C27 -0.7(11) . . . . ? C24 N2 C27 C26 0.9(9) . . . . ? Pb1 N2 C27 C26 -173.4(4) . . . . ? C25 C26 C27 N2 -0.5(10) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.511 _refine_diff_density_min -0.539 _refine_diff_density_rms 0.103 _database_code_depnum_ccdc_archive 'CCDC 920153' ####################################################################### # # 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_ni #TrackingRef 'Ni.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C55 H48 N5 Ni3 O19' _chemical_formula_weight 1259.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 '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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.1440(5) _cell_length_b 16.1395(8) _cell_length_c 17.3653(9) _cell_angle_alpha 112.258(5) _cell_angle_beta 104.013(4) _cell_angle_gamma 96.650(4) _cell_volume 3218.3(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 block _exptl_crystal_colour green _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.299 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1298 _exptl_absorpt_coefficient_mu 0.938 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7792 _exptl_absorpt_correction_T_max 0.8494 _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 24474 _diffrn_reflns_av_R_equivalents 0.0683 _diffrn_reflns_av_sigmaI/netI 0.1287 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.90 _diffrn_reflns_theta_max 25.50 _reflns_number_total 11961 _reflns_number_gt 7295 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0714P)^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 SHELXL _refine_ls_extinction_coef 0.0100(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 11961 _refine_ls_number_parameters 740 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1097 _refine_ls_R_factor_gt 0.0688 _refine_ls_wR_factor_ref 0.1911 _refine_ls_wR_factor_gt 0.1639 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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 Ni1 Ni 0.91930(5) 0.27195(4) 0.30179(4) 0.0219(2) Uani 1 1 d . . . Ni2 Ni 1.12297(5) 0.27285(4) 0.22965(4) 0.0247(2) Uani 1 1 d . . . Ni3 Ni 0.32717(5) -0.27267(4) 0.32222(4) 0.0245(2) Uani 1 1 d . . . O1 O 1.0287(3) 0.3699(2) 0.2754(2) 0.0226(8) Uani 1 1 d . . . O2 O 1.0977(3) 0.4684(2) 0.2303(2) 0.0327(9) Uani 1 1 d . . . O3 O 1.0143(3) 0.6561(2) 0.5643(2) 0.0255(8) Uani 1 1 d . . . O4 O 0.8734(3) 0.7169(3) 0.5339(3) 0.0510(12) Uani 1 1 d . . . O5 O 0.8324(6) 0.2475(4) -0.1613(3) 0.122(3) Uani 1 1 d . . . O6 O 0.7383(3) 0.3419(2) -0.1898(2) 0.0321(9) Uani 1 1 d . . . O7 O 0.8561(3) 0.2081(2) 0.1711(2) 0.0253(8) Uani 1 1 d . . . O8 O 0.9974(3) 0.1929(2) 0.1203(2) 0.0281(9) Uani 1 1 d . . . O9 O 0.9159(3) -0.0597(3) -0.2017(3) 0.0440(11) Uani 1 1 d . . . O10 O 0.8021(3) -0.1677(2) -0.1911(2) 0.0298(9) Uani 1 1 d . . . O11 O 0.3074(3) -0.2993(3) -0.4970(2) 0.0345(9) Uani 1 1 d . . . O12 O 0.3929(3) -0.2095(2) -0.5439(2) 0.0310(9) Uani 1 1 d . . . O13 O 1.0546(3) 0.2166(2) 0.2999(2) 0.0237(8) Uani 1 1 d . . . H1W H 1.0256 0.1595 0.2683 0.028 Uiso 1 1 d R . . H2W H 1.0938 0.2314 0.3533 0.028 Uiso 1 1 d R . . O14 O 1.1813(3) 0.3290(3) 0.1536(3) 0.0434(11) Uani 1 1 d . . . H3W H 1.1557 0.3733 0.1548 0.052 Uiso 1 1 d R . . H4W H 1.1263 0.2884 0.1433 0.052 Uiso 1 1 d R . . O15 O 0.1978(3) -0.3447(2) 0.3369(2) 0.0338(9) Uani 1 1 d . . . H5W H 0.1814 -0.3983 0.3003 0.041 Uiso 1 1 d R . . H6W H 0.2289 -0.3361 0.3894 0.041 Uiso 1 1 d R . . O16 O 0.2397(4) -0.1687(3) 0.3306(3) 0.0506(12) Uani 1 1 d . . . H7W H 0.2000 -0.1921 0.2776 0.061 Uiso 1 1 d R . . H8W H 0.2839 -0.1808 0.3672 0.061 Uiso 1 1 d R . . O17 O 0.0692(8) 0.2608(8) 0.9639(6) 0.223(5) Uani 1 1 d . . . H9W H 0.1016 0.2792 1.0182 0.267 Uiso 1 1 d R . . H10W H 0.0076 0.2566 0.9509 0.267 Uiso 1 1 d R . . O18 O 0.0721(13) 0.8078(13) 0.3952(11) 0.395(11) Uani 1 1 d . . . H11W H 0.1061 0.7659 0.3792 0.474 Uiso 1 1 d R . . H12W H 0.1238 0.8159 0.3755 0.474 Uiso 1 1 d R . . O19 O 0.0348(18) 0.1147(10) 0.8406(11) 0.494(18) Uani 1 1 d . . . H13W H -0.0013 0.0616 0.8277 0.593 Uiso 1 1 d R . . H14W H 0.0663 0.1664 0.8837 0.593 Uiso 1 1 d R . . N1 N 0.8337(3) 0.1585(3) 0.3109(3) 0.0292(11) Uani 1 1 d . . . N2 N 0.4528(4) -0.1841(3) 0.3176(3) 0.0341(11) Uani 1 1 d . . . N3 N 0.7907(3) 0.3392(3) 0.3048(3) 0.0268(10) Uani 1 1 d . . . N4 N 0.4218(3) 0.6294(3) 0.3154(3) 0.0299(11) Uani 1 1 d . . . N5 N 1.2601(3) 0.3540(3) 0.3332(3) 0.0291(11) Uani 1 1 d . . . C1 C 1.0324(4) 0.4425(3) 0.2627(3) 0.0219(11) Uani 1 1 d . . . C2 C 0.9633(4) 0.5083(3) 0.2945(3) 0.0209(11) Uani 1 1 d . . . C3 C 0.9777(4) 0.5511(3) 0.3831(3) 0.0248(12) Uani 1 1 d . . . H3 H 1.0213 0.5326 0.4214 0.030 Uiso 1 1 calc R . . C4 C 0.9265(4) 0.6227(4) 0.4154(3) 0.0268(12) Uani 1 1 d . . . C5 C 0.8604(4) 0.6480(4) 0.3566(4) 0.0334(14) Uani 1 1 d . . . H5 H 0.8264 0.6955 0.3772 0.040 Uiso 1 1 calc R . . C6 C 0.8451(5) 0.6038(4) 0.2690(4) 0.0396(15) Uani 1 1 d . . . H6 H 0.8004 0.6221 0.2311 0.048 Uiso 1 1 calc R . . C7 C 0.8940(4) 0.5321(4) 0.2344(3) 0.0289(13) Uani 1 1 d . . . C8 C 0.8714(4) 0.4804(4) 0.1392(4) 0.0294(13) Uani 1 1 d . . . C9 C 0.8711(5) 0.5229(4) 0.0826(4) 0.0438(16) Uani 1 1 d . . . H9 H 0.8872 0.5868 0.1055 0.053 Uiso 1 1 calc R . . C10 C 0.8473(5) 0.4723(4) -0.0069(4) 0.0417(15) Uani 1 1 d . . . H10 H 0.8441 0.5023 -0.0435 0.050 Uiso 1 1 calc R . . C11 C 0.8281(5) 0.3767(4) -0.0421(4) 0.0355(14) Uani 1 1 d . . . C13 C 0.8517(4) 0.3836(4) 0.1020(4) 0.0315(13) Uani 1 1 d . . . H13 H 0.8527 0.3523 0.1374 0.038 Uiso 1 1 calc R . . C14 C 0.9384(4) 0.6689(4) 0.5122(3) 0.0273(12) Uani 1 1 d . . . C15 C 0.7993(6) 0.3182(5) -0.1385(4) 0.0474(17) Uani 1 1 d . . . C16 C 0.7770(6) 0.0824(4) 0.2393(5) 0.055(2) Uani 1 1 d . . . H16A H 0.7834 0.0786 0.1859 0.066 Uiso 1 1 calc R . . C17 C 0.7113(6) 0.0106(4) 0.2377(4) 0.054(2) Uani 1 1 d . . . H17 H 0.6736 -0.0397 0.1852 0.065 Uiso 1 1 calc R . . C18 C 0.7014(5) 0.0138(4) 0.3170(4) 0.0336(14) Uani 1 1 d . . . C19 C 0.7635(5) 0.0890(4) 0.3920(4) 0.0436(16) Uani 1 1 d . . . H19 H 0.7625 0.0926 0.4466 0.052 Uiso 1 1 calc R . . C20 C 0.8268(5) 0.1585(4) 0.3858(4) 0.0396(15) Uani 1 1 d . . . H20 H 0.8676 0.2087 0.4375 0.047 Uiso 1 1 calc R . . C21 C 0.6202(5) -0.0580(4) 0.3181(4) 0.0366(14) Uani 1 1 d . . . C22 C 0.5773(6) -0.1457(5) 0.2500(5) 0.066(2) Uani 1 1 d . . . H22A H 0.6032 -0.1639 0.2022 0.079 Uiso 1 1 calc R . . C23 C 0.4968(6) -0.2048(5) 0.2537(5) 0.060(2) Uani 1 1 d . . . H23A H 0.4714 -0.2634 0.2081 0.072 Uiso 1 1 calc R . . C24 C 0.4933(5) -0.1020(4) 0.3828(4) 0.0416(16) Uani 1 1 d . . . H24A H 0.4655 -0.0864 0.4295 0.050 Uiso 1 1 calc R . . C25 C 0.5757(5) -0.0370(4) 0.3857(4) 0.0414(16) Uani 1 1 d . . . H25A H 0.6006 0.0205 0.4330 0.050 Uiso 1 1 calc R . . C26 C 0.8990(4) 0.1757(3) 0.1120(3) 0.0221(11) Uani 1 1 d . . . C27 C 0.8256(4) 0.1086(3) 0.0245(3) 0.0248(12) Uani 1 1 d . . . C28 C 0.8648(4) 0.0514(4) -0.0375(3) 0.0292(13) Uani 1 1 d . . . H28 H 0.9387 0.0561 -0.0252 0.035 Uiso 1 1 calc R . . C29 C 0.7949(4) -0.0135(4) -0.1185(4) 0.0298(13) Uani 1 1 d . . . C30 C 0.6842(4) -0.0172(4) -0.1412(4) 0.0321(13) Uani 1 1 d . . . C31 C 0.6460(4) 0.0397(4) -0.0773(4) 0.0431(17) Uani 1 1 d . . . H31 H 0.5724 0.0366 -0.0900 0.052 Uiso 1 1 calc R . . C32 C 0.7141(4) 0.1007(4) 0.0042(4) 0.0375(15) Uani 1 1 d . . . H32 H 0.6858 0.1368 0.0459 0.045 Uiso 1 1 calc R . . C33 C 0.8412(4) -0.0864(4) -0.1752(4) 0.0341(14) Uani 1 1 d . . . C34 C 0.6105(4) -0.0775(4) -0.2288(4) 0.0332(14) Uani 1 1 d . . . C35 C 0.6305(4) -0.0758(4) -0.3034(4) 0.0378(15) Uani 1 1 d . . . H35 H 0.6945 -0.0393 -0.2976 0.045 Uiso 1 1 calc R . . C36 C 0.5585(5) -0.1266(4) -0.3849(4) 0.0352(14) Uani 1 1 d . . . H36 H 0.5741 -0.1236 -0.4334 0.042 Uiso 1 1 calc R . . C37 C 0.4626(4) -0.1825(3) -0.3966(3) 0.0250(12) Uani 1 1 d . . . C38 C 0.4421(4) -0.1886(4) -0.3240(4) 0.0310(13) Uani 1 1 d . . . H38 H 0.3799 -0.2286 -0.3312 0.037 Uiso 1 1 calc R . . C39 C 0.5138(4) -0.1355(4) -0.2403(4) 0.0366(14) Uani 1 1 d . . . H39 H 0.4979 -0.1383 -0.1918 0.044 Uiso 1 1 calc R . . C40 C 0.3813(4) -0.2348(3) -0.4852(3) 0.0250(12) Uani 1 1 d . . . C41 C 0.7920(4) 0.4079(4) 0.3772(3) 0.0285(12) Uani 1 1 d . . . H41 H 0.8453 0.4193 0.4286 0.034 Uiso 1 1 calc R . . C42 C 0.7208(4) 0.4635(4) 0.3821(4) 0.0345(14) Uani 1 1 d . . . H42 H 0.7287 0.5125 0.4350 0.041 Uiso 1 1 calc R . . C43 C 0.6356(4) 0.4463(4) 0.3072(4) 0.0296(13) Uani 1 1 d . . . C44 C 0.6299(4) 0.3703(4) 0.2324(4) 0.0371(15) Uani 1 1 d . . . H44 H 0.5738 0.3536 0.1811 0.044 Uiso 1 1 calc R . . C45 C 0.7065(4) 0.3195(4) 0.2338(4) 0.0339(14) Uani 1 1 d . . . H45 H 0.6999 0.2686 0.1826 0.041 Uiso 1 1 calc R . . C46 C 0.5612(4) 0.5084(4) 0.3100(4) 0.0300(13) Uani 1 1 d . . . C47 C 0.5930(4) 0.5999(4) 0.3704(4) 0.0364(14) Uani 1 1 d . . . H47 H 0.6621 0.6228 0.4103 0.044 Uiso 1 1 calc R . . C48 C 0.5236(4) 0.6560(4) 0.3713(4) 0.0355(14) Uani 1 1 d . . . H48 H 0.5474 0.7168 0.4130 0.043 Uiso 1 1 calc R . . C49 C 0.3904(5) 0.5419(4) 0.2577(4) 0.0359(14) Uani 1 1 d . . . H49 H 0.3209 0.5216 0.2186 0.043 Uiso 1 1 calc R . . C50 C 0.4547(4) 0.4790(4) 0.2521(4) 0.0341(14) Uani 1 1 d . . . H50 H 0.4282 0.4182 0.2109 0.041 Uiso 1 1 calc R . . C51 C 1.2679(4) 0.4438(4) 0.3821(4) 0.0422(16) Uani 1 1 d . . . H51 H 1.2073 0.4675 0.3722 0.051 Uiso 1 1 calc R . . C52 C 1.3603(4) 0.5017(4) 0.4453(4) 0.0356(15) Uani 1 1 d . . . H52 H 1.3618 0.5636 0.4751 0.043 Uiso 1 1 calc R . . C53 C 1.4496(4) 0.4702(3) 0.4649(4) 0.0261(12) Uani 1 1 d . . . C54 C 1.4428(5) 0.3787(4) 0.4148(4) 0.0523(19) Uani 1 1 d . . . H54 H 1.5024 0.3538 0.4247 0.063 Uiso 1 1 calc R . . C55 C 1.3486(5) 0.3240(4) 0.3505(5) 0.055(2) Uani 1 1 d . . . H55 H 1.3470 0.2628 0.3176 0.067 Uiso 1 1 calc R . . C100 C 0.8311(5) 0.3354(4) 0.0136(4) 0.0392(15) Uani 1 1 d . . . H100 H 0.8187 0.2716 -0.0095 0.047 Uiso 1 1 calc R . . 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 -0.117 -0.117 0.383 780 104 ' ' _platon_squeeze_details ; ; 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 Ni1 0.0205(4) 0.0233(4) 0.0161(4) 0.0026(3) 0.0055(3) 0.0042(3) Ni2 0.0187(4) 0.0238(4) 0.0199(4) -0.0005(3) 0.0032(3) 0.0017(3) Ni3 0.0259(4) 0.0248(4) 0.0177(4) 0.0065(3) 0.0036(3) 0.0026(3) O1 0.0210(18) 0.0213(19) 0.0194(19) 0.0037(16) 0.0043(16) 0.0032(16) O2 0.031(2) 0.033(2) 0.033(2) 0.0102(19) 0.0162(19) 0.0069(19) O3 0.0285(19) 0.026(2) 0.0162(19) 0.0046(17) 0.0042(17) 0.0077(17) O4 0.053(3) 0.070(3) 0.021(2) 0.005(2) 0.008(2) 0.039(3) O5 0.232(8) 0.118(5) 0.023(3) 0.020(3) 0.023(4) 0.136(6) O6 0.040(2) 0.034(2) 0.017(2) 0.0070(18) 0.0030(18) 0.0136(19) O7 0.0229(18) 0.029(2) 0.0131(18) 0.0001(16) 0.0036(16) 0.0020(17) O8 0.0177(18) 0.032(2) 0.023(2) 0.0015(17) 0.0047(16) 0.0013(17) O9 0.043(2) 0.030(2) 0.048(3) 0.001(2) 0.022(2) 0.004(2) O10 0.0201(18) 0.021(2) 0.032(2) -0.0017(18) 0.0041(17) -0.0003(17) O11 0.039(2) 0.032(2) 0.019(2) 0.0053(18) 0.0015(18) -0.006(2) O12 0.031(2) 0.034(2) 0.016(2) 0.0055(18) 0.0000(17) -0.0028(18) O13 0.0229(18) 0.0227(19) 0.0189(19) 0.0017(16) 0.0052(16) 0.0081(16) O14 0.044(2) 0.035(2) 0.049(3) 0.010(2) 0.025(2) 0.004(2) O15 0.031(2) 0.034(2) 0.020(2) 0.0036(18) 0.0007(17) -0.0043(19) O16 0.068(3) 0.049(3) 0.025(2) 0.010(2) -0.001(2) 0.030(2) O17 0.207(10) 0.255(12) 0.123(9) 0.016(8) 0.048(8) -0.015(9) O18 0.302(18) 0.48(3) 0.37(2) 0.16(2) 0.119(18) -0.009(19) O19 0.74(4) 0.244(16) 0.32(2) -0.029(15) 0.28(2) -0.25(2) N1 0.028(2) 0.025(3) 0.028(3) 0.008(2) 0.007(2) -0.002(2) N2 0.039(3) 0.030(3) 0.026(3) 0.008(2) 0.008(2) -0.001(2) N3 0.022(2) 0.031(3) 0.023(3) 0.008(2) 0.005(2) 0.005(2) N4 0.023(2) 0.035(3) 0.030(3) 0.014(2) 0.005(2) 0.007(2) N5 0.019(2) 0.031(3) 0.024(3) 0.004(2) -0.002(2) 0.006(2) C1 0.023(3) 0.019(3) 0.016(3) 0.003(2) 0.001(2) 0.004(2) C2 0.024(3) 0.019(3) 0.018(3) 0.008(2) 0.005(2) 0.002(2) C3 0.028(3) 0.027(3) 0.017(3) 0.007(2) 0.008(2) 0.007(3) C4 0.028(3) 0.030(3) 0.012(3) 0.001(2) 0.003(2) 0.005(3) C5 0.038(3) 0.031(3) 0.024(3) 0.005(3) 0.005(3) 0.016(3) C6 0.048(4) 0.041(4) 0.028(3) 0.014(3) 0.005(3) 0.019(3) C7 0.035(3) 0.030(3) 0.018(3) 0.008(3) 0.006(3) 0.008(3) C8 0.027(3) 0.038(3) 0.024(3) 0.014(3) 0.006(3) 0.011(3) C9 0.066(4) 0.039(4) 0.018(3) 0.007(3) 0.006(3) 0.013(3) C10 0.057(4) 0.047(4) 0.027(3) 0.022(3) 0.013(3) 0.016(3) C11 0.038(3) 0.041(4) 0.027(3) 0.013(3) 0.006(3) 0.020(3) C13 0.041(3) 0.025(3) 0.023(3) 0.012(3) 0.002(3) 0.001(3) C14 0.029(3) 0.026(3) 0.014(3) -0.001(2) 0.003(2) 0.004(3) C15 0.065(4) 0.056(4) 0.026(3) 0.016(3) 0.015(3) 0.031(4) C16 0.079(5) 0.040(4) 0.040(4) 0.008(3) 0.030(4) -0.005(4) C17 0.083(5) 0.024(3) 0.040(4) 0.002(3) 0.025(4) -0.018(3) C18 0.039(3) 0.025(3) 0.037(4) 0.011(3) 0.017(3) 0.005(3) C19 0.049(4) 0.047(4) 0.043(4) 0.027(4) 0.019(3) 0.002(3) C20 0.034(3) 0.043(4) 0.032(4) 0.012(3) 0.006(3) -0.001(3) C21 0.039(3) 0.033(3) 0.038(4) 0.012(3) 0.017(3) 0.009(3) C22 0.086(6) 0.046(4) 0.056(5) 0.002(4) 0.051(5) -0.012(4) C23 0.079(5) 0.039(4) 0.050(5) 0.002(4) 0.036(4) -0.011(4) C24 0.057(4) 0.031(4) 0.045(4) 0.015(3) 0.032(4) 0.007(3) C25 0.050(4) 0.028(3) 0.041(4) 0.007(3) 0.021(3) 0.007(3) C26 0.025(3) 0.018(3) 0.019(3) 0.005(2) 0.004(2) 0.006(2) C27 0.021(3) 0.018(3) 0.023(3) 0.000(2) 0.003(2) -0.001(2) C28 0.021(3) 0.031(3) 0.021(3) 0.001(3) 0.000(2) 0.002(3) C29 0.024(3) 0.030(3) 0.026(3) 0.003(3) 0.007(3) 0.006(3) C30 0.023(3) 0.033(3) 0.021(3) -0.003(3) 0.001(2) 0.003(3) C31 0.018(3) 0.053(4) 0.025(3) -0.013(3) -0.002(3) 0.008(3) C32 0.026(3) 0.040(4) 0.023(3) -0.009(3) 0.005(3) 0.008(3) C33 0.019(3) 0.039(4) 0.024(3) -0.003(3) 0.000(3) 0.003(3) C34 0.025(3) 0.038(3) 0.025(3) 0.004(3) 0.001(3) 0.012(3) C35 0.026(3) 0.034(3) 0.035(4) 0.002(3) 0.004(3) -0.007(3) C36 0.042(3) 0.037(4) 0.017(3) 0.008(3) 0.003(3) 0.003(3) C37 0.026(3) 0.026(3) 0.012(3) 0.002(2) -0.001(2) -0.001(3) C38 0.018(3) 0.034(3) 0.024(3) 0.002(3) -0.001(2) -0.003(3) C39 0.028(3) 0.044(4) 0.021(3) 0.001(3) 0.003(3) 0.004(3) C40 0.029(3) 0.018(3) 0.019(3) 0.002(2) 0.005(2) 0.001(3) C41 0.021(3) 0.036(3) 0.019(3) 0.005(3) 0.001(2) 0.005(3) C42 0.037(3) 0.036(3) 0.024(3) 0.005(3) 0.010(3) 0.009(3) C43 0.024(3) 0.033(3) 0.025(3) 0.007(3) 0.005(2) 0.008(3) C44 0.023(3) 0.043(4) 0.029(3) 0.002(3) -0.001(3) 0.012(3) C45 0.030(3) 0.039(3) 0.024(3) 0.006(3) 0.005(3) 0.011(3) C46 0.030(3) 0.035(3) 0.022(3) 0.009(3) 0.005(3) 0.009(3) C47 0.024(3) 0.043(4) 0.038(4) 0.014(3) 0.008(3) 0.008(3) C48 0.032(3) 0.025(3) 0.038(4) 0.003(3) 0.007(3) 0.006(3) C49 0.031(3) 0.030(3) 0.034(4) 0.007(3) -0.001(3) 0.011(3) C50 0.029(3) 0.023(3) 0.036(4) 0.000(3) 0.005(3) 0.006(3) C51 0.026(3) 0.028(3) 0.046(4) -0.005(3) -0.004(3) 0.010(3) C52 0.022(3) 0.021(3) 0.036(4) -0.004(3) -0.011(3) 0.005(3) C53 0.021(3) 0.016(3) 0.027(3) 0.000(2) 0.001(2) -0.001(2) C54 0.030(3) 0.033(4) 0.054(5) -0.005(3) -0.016(3) 0.009(3) C55 0.032(3) 0.019(3) 0.069(5) -0.011(3) -0.014(3) 0.001(3) C100 0.052(4) 0.029(3) 0.026(3) 0.006(3) 0.002(3) 0.007(3) _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 Ni1 O7 2.005(3) . ? Ni1 O3 2.063(3) 2_766 ? Ni1 O13 2.082(3) . ? Ni1 N3 2.113(4) . ? Ni1 N1 2.115(4) . ? Ni1 O1 2.263(3) . ? Ni2 O8 2.032(3) . ? Ni2 O10 2.035(3) 2_755 ? Ni2 N5 2.074(4) . ? Ni2 O13 2.074(3) . ? Ni2 O14 2.095(4) . ? Ni2 O1 2.146(3) . ? Ni2 H4W 1.6206 . ? Ni3 O6 2.037(4) 2_655 ? Ni3 O12 2.054(3) 1_556 ? Ni3 O15 2.070(3) . ? Ni3 N2 2.094(4) . ? Ni3 N4 2.109(4) 1_545 ? Ni3 O16 2.121(4) . ? Ni3 H8W 1.6332 . ? O1 C1 1.269(6) . ? O2 C1 1.247(6) . ? O3 C14 1.267(6) . ? O3 Ni1 2.063(3) 2_766 ? O4 C14 1.249(6) . ? O5 C15 1.227(7) . ? O6 C15 1.251(7) . ? O6 Ni3 2.036(4) 2_655 ? O7 C26 1.259(6) . ? O8 C26 1.252(6) . ? O9 C33 1.277(6) . ? O10 C33 1.251(6) . ? O10 Ni2 2.035(3) 2_755 ? O11 C40 1.255(6) . ? O12 C40 1.268(6) . ? O12 Ni3 2.054(3) 1_554 ? O13 H1W 0.8544 . ? O13 H2W 0.8680 . ? O14 H3W 0.8200 . ? O14 H4W 0.8510 . ? O15 H5W 0.8200 . ? O15 H6W 0.8536 . ? O16 H7W 0.8492 . ? O16 H8W 0.8489 . ? O17 H9W 0.8499 . ? O17 H10W 0.7734 . ? O18 H11W 0.8507 . ? O18 H12W 0.8500 . ? O19 H13W 0.8486 . ? O19 H14W 0.8508 . ? N1 C20 1.327(7) . ? N1 C16 1.339(7) . ? N2 C24 1.315(7) . ? N2 C23 1.324(7) . ? N3 C41 1.319(6) . ? N3 C45 1.344(7) . ? N4 C49 1.327(7) . ? N4 C48 1.355(7) . ? N4 Ni3 2.109(4) 1_565 ? N5 C55 1.322(7) . ? N5 C51 1.349(7) . ? C1 C2 1.509(7) . ? C2 C3 1.380(7) . ? C2 C7 1.411(7) . ? C3 C4 1.405(7) . ? C3 H3 0.9300 . ? C4 C5 1.390(7) . ? C4 C14 1.519(7) . ? C5 C6 1.363(7) . ? C5 H5 0.9300 . ? C6 C7 1.396(7) . ? C6 H6 0.9300 . ? C7 C8 1.475(7) . ? C8 C9 1.395(8) . ? C8 C13 1.410(7) . ? C9 C10 1.388(8) . ? C9 H9 0.9300 . ? C10 C11 1.393(8) . ? C10 H10 0.9300 . ? C11 C100 1.362(8) . ? C11 C15 1.500(8) . ? C13 C100 1.371(8) . ? C13 H13 0.9300 . ? C16 C17 1.350(8) . ? C16 H16A 0.9300 . ? C17 C18 1.395(8) . ? C17 H17 0.9300 . ? C18 C19 1.377(8) . ? C18 C21 1.491(8) . ? C19 C20 1.372(8) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C25 1.383(8) . ? C21 C22 1.394(8) . ? C22 C23 1.371(8) . ? C22 H22A 0.9300 . ? C23 H23A 0.9300 . ? C24 C25 1.395(8) . ? C24 H24A 0.9300 . ? C25 H25A 0.9300 . ? C26 C27 1.488(7) . ? C27 C28 1.379(7) . ? C27 C32 1.400(7) . ? C28 C29 1.398(7) . ? C28 H28 0.9300 . ? C29 C30 1.401(7) . ? C29 C33 1.517(7) . ? C30 C31 1.389(7) . ? C30 C34 1.466(7) . ? C31 C32 1.378(7) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C34 C35 1.391(8) . ? C34 C39 1.412(8) . ? C35 C36 1.365(8) . ? C35 H35 0.9300 . ? C36 C37 1.385(7) . ? C36 H36 0.9300 . ? C37 C38 1.388(7) . ? C37 C40 1.495(7) . ? C38 C39 1.393(7) . ? C38 H38 0.9300 . ? C39 H39 0.9300 . ? C41 C42 1.365(7) . ? C41 H41 0.9300 . ? C42 C43 1.405(7) . ? C42 H42 0.9300 . ? C43 C44 1.387(7) . ? C43 C46 1.475(7) . ? C44 C45 1.371(7) . ? C44 H44 0.9300 . ? C45 H45 0.9300 . ? C46 C47 1.388(7) . ? C46 C50 1.414(7) . ? C47 C48 1.357(7) . ? C47 H47 0.9300 . ? C48 H48 0.9300 . ? C49 C50 1.386(7) . ? C49 H49 0.9300 . ? C50 H50 0.9300 . ? C51 C52 1.367(7) . ? C51 H51 0.9300 . ? C52 C53 1.352(7) . ? C52 H52 0.9300 . ? C53 C54 1.379(7) . ? C53 C53 1.483(10) 2_866 ? C54 C55 1.375(8) . ? C54 H54 0.9300 . ? C55 H55 0.9300 . ? C100 H100 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 O7 Ni1 O3 177.11(14) . 2_766 ? O7 Ni1 O13 92.28(13) . . ? O3 Ni1 O13 88.68(13) 2_766 . ? O7 Ni1 N3 88.59(15) . . ? O3 Ni1 N3 90.21(15) 2_766 . ? O13 Ni1 N3 174.80(15) . . ? O7 Ni1 N1 89.26(16) . . ? O3 Ni1 N1 93.43(16) 2_766 . ? O13 Ni1 N1 92.03(15) . . ? N3 Ni1 N1 93.10(16) . . ? O7 Ni1 O1 84.72(13) . . ? O3 Ni1 O1 92.85(13) 2_766 . ? O13 Ni1 O1 77.05(12) . . ? N3 Ni1 O1 97.93(14) . . ? N1 Ni1 O1 167.27(14) . . ? O8 Ni2 O10 85.88(14) . 2_755 ? O8 Ni2 N5 174.41(16) . . ? O10 Ni2 N5 91.29(16) 2_755 . ? O8 Ni2 O13 89.35(14) . . ? O10 Ni2 O13 91.58(14) 2_755 . ? N5 Ni2 O13 95.56(16) . . ? O8 Ni2 O14 87.45(15) . . ? O10 Ni2 O14 90.42(15) 2_755 . ? N5 Ni2 O14 87.75(17) . . ? O13 Ni2 O14 176.09(15) . . ? O8 Ni2 O1 91.43(13) . . ? O10 Ni2 O1 171.11(14) 2_755 . ? N5 Ni2 O1 92.06(15) . . ? O13 Ni2 O1 79.89(12) . . ? O14 Ni2 O1 97.94(14) . . ? O8 Ni2 H4W 65.3 . . ? O10 Ni2 H4W 88.9 2_755 . ? N5 Ni2 H4W 109.8 . . ? O13 Ni2 H4W 154.6 . . ? O14 Ni2 H4W 22.1 . . ? O1 Ni2 H4W 97.7 . . ? O6 Ni3 O12 176.97(15) 2_655 1_556 ? O6 Ni3 O15 89.41(15) 2_655 . ? O12 Ni3 O15 88.88(14) 1_556 . ? O6 Ni3 N2 94.90(17) 2_655 . ? O12 Ni3 N2 87.07(16) 1_556 . ? O15 Ni3 N2 172.42(16) . . ? O6 Ni3 N4 87.18(16) 2_655 1_545 ? O12 Ni3 N4 90.53(17) 1_556 1_545 ? O15 Ni3 N4 96.28(16) . 1_545 ? N2 Ni3 N4 90.17(17) . 1_545 ? O6 Ni3 O16 93.82(15) 2_655 . ? O12 Ni3 O16 88.58(15) 1_556 . ? O15 Ni3 O16 86.72(16) . . ? N2 Ni3 O16 86.77(18) . . ? N4 Ni3 O16 176.85(17) 1_545 . ? O6 Ni3 H8W 115.3 2_655 . ? O12 Ni3 H8W 67.1 1_556 . ? O15 Ni3 H8W 86.3 . . ? N2 Ni3 H8W 86.2 . . ? N4 Ni3 H8W 157.4 1_545 . ? O16 Ni3 H8W 21.5 . . ? C1 O1 Ni2 122.5(3) . . ? C1 O1 Ni1 141.1(3) . . ? Ni2 O1 Ni1 93.78(13) . . ? C14 O3 Ni1 129.2(3) . 2_766 ? C15 O6 Ni3 128.0(4) . 2_655 ? C26 O7 Ni1 131.4(3) . . ? C26 O8 Ni2 128.9(3) . . ? C33 O10 Ni2 124.1(3) . 2_755 ? C40 O12 Ni3 131.3(3) . 1_554 ? Ni2 O13 Ni1 101.52(15) . . ? Ni2 O13 H1W 109.9 . . ? Ni1 O13 H1W 101.4 . . ? Ni2 O13 H2W 115.9 . . ? Ni1 O13 H2W 109.3 . . ? H1W O13 H2W 116.7 . . ? Ni2 O14 H3W 109.4 . . ? Ni2 O14 H4W 45.8 . . ? H3W O14 H4W 102.5 . . ? Ni3 O15 H5W 109.5 . . ? Ni3 O15 H6W 96.3 . . ? H5W O15 H6W 115.4 . . ? Ni3 O16 H7W 98.1 . . ? Ni3 O16 H8W 44.9 . . ? H7W O16 H8W 142.2 . . ? H9W O17 H10W 116.1 . . ? H11W O18 H12W 59.5 . . ? H13W O19 H14W 142.2 . . ? C20 N1 C16 115.0(5) . . ? C20 N1 Ni1 123.5(4) . . ? C16 N1 Ni1 121.4(4) . . ? C24 N2 C23 116.5(5) . . ? C24 N2 Ni3 118.7(4) . . ? C23 N2 Ni3 124.8(4) . . ? C41 N3 C45 115.7(5) . . ? C41 N3 Ni1 120.9(4) . . ? C45 N3 Ni1 123.3(4) . . ? C49 N4 C48 116.0(5) . . ? C49 N4 Ni3 124.7(4) . 1_565 ? C48 N4 Ni3 119.3(4) . 1_565 ? C55 N5 C51 115.7(5) . . ? C55 N5 Ni2 122.4(4) . . ? C51 N5 Ni2 121.6(4) . . ? O2 C1 O1 123.4(4) . . ? O2 C1 C2 115.4(4) . . ? O1 C1 C2 120.9(4) . . ? C3 C2 C7 121.3(5) . . ? C3 C2 C1 119.0(5) . . ? C7 C2 C1 119.3(4) . . ? C2 C3 C4 119.9(5) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 118.9(5) . . ? C5 C4 C14 120.1(5) . . ? C3 C4 C14 120.9(5) . . ? C6 C5 C4 120.6(5) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C7 122.2(6) . . ? C5 C6 H6 118.9 . . ? C7 C6 H6 118.9 . . ? C6 C7 C2 117.0(5) . . ? C6 C7 C8 122.0(5) . . ? C2 C7 C8 121.0(5) . . ? C9 C8 C13 117.0(5) . . ? C9 C8 C7 123.0(5) . . ? C13 C8 C7 120.0(5) . . ? C10 C9 C8 121.7(6) . . ? C10 C9 H9 119.1 . . ? C8 C9 H9 119.1 . . ? C9 C10 C11 120.1(6) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C100 C11 C10 118.0(5) . . ? C100 C11 C15 119.4(5) . . ? C10 C11 C15 122.5(5) . . ? C100 C13 C8 120.0(5) . . ? C100 C13 H13 120.0 . . ? C8 C13 H13 120.0 . . ? O4 C14 O3 125.6(5) . . ? O4 C14 C4 117.3(5) . . ? O3 C14 C4 117.1(4) . . ? O5 C15 O6 124.4(6) . . ? O5 C15 C11 117.5(6) . . ? O6 C15 C11 118.0(5) . . ? N1 C16 C17 125.7(6) . . ? N1 C16 H16A 117.2 . . ? C17 C16 H16A 117.2 . . ? C16 C17 C18 118.4(6) . . ? C16 C17 H17 120.8 . . ? C18 C17 H17 120.8 . . ? C19 C18 C17 117.0(5) . . ? C19 C18 C21 122.3(6) . . ? C17 C18 C21 120.5(6) . . ? C20 C19 C18 119.6(6) . . ? C20 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? N1 C20 C19 124.1(6) . . ? N1 C20 H20 117.9 . . ? C19 C20 H20 117.9 . . ? C25 C21 C22 115.9(5) . . ? C25 C21 C18 120.2(5) . . ? C22 C21 C18 123.7(5) . . ? C23 C22 C21 119.7(6) . . ? C23 C22 H22A 120.2 . . ? C21 C22 H22A 120.2 . . ? N2 C23 C22 124.5(6) . . ? N2 C23 H23A 117.8 . . ? C22 C23 H23A 117.8 . . ? N2 C24 C25 123.5(6) . . ? N2 C24 H24A 118.3 . . ? C25 C24 H24A 118.3 . . ? C21 C25 C24 120.0(6) . . ? C21 C25 H25A 120.0 . . ? C24 C25 H25A 120.0 . . ? O8 C26 O7 126.4(5) . . ? O8 C26 C27 117.0(4) . . ? O7 C26 C27 116.6(4) . . ? C28 C27 C32 118.5(5) . . ? C28 C27 C26 121.2(4) . . ? C32 C27 C26 120.3(4) . . ? C27 C28 C29 120.9(5) . . ? C27 C28 H28 119.6 . . ? C29 C28 H28 119.6 . . ? C28 C29 C30 120.6(5) . . ? C28 C29 C33 117.5(5) . . ? C30 C29 C33 121.4(5) . . ? C31 C30 C29 117.4(5) . . ? C31 C30 C34 120.6(5) . . ? C29 C30 C34 122.0(5) . . ? C32 C31 C30 121.9(5) . . ? C32 C31 H31 119.0 . . ? C30 C31 H31 119.0 . . ? C31 C32 C27 120.4(5) . . ? C31 C32 H32 119.8 . . ? C27 C32 H32 119.8 . . ? O10 C33 O9 126.2(5) . . ? O10 C33 C29 116.0(5) . . ? O9 C33 C29 117.8(5) . . ? C35 C34 C39 117.7(5) . . ? C35 C34 C30 121.2(5) . . ? C39 C34 C30 121.1(5) . . ? C36 C35 C34 121.6(5) . . ? C36 C35 H35 119.2 . . ? C34 C35 H35 119.2 . . ? C35 C36 C37 121.1(5) . . ? C35 C36 H36 119.5 . . ? C37 C36 H36 119.5 . . ? C36 C37 C38 118.8(5) . . ? C36 C37 C40 121.3(5) . . ? C38 C37 C40 119.9(5) . . ? C37 C38 C39 120.5(5) . . ? C37 C38 H38 119.7 . . ? C39 C38 H38 119.7 . . ? C38 C39 C34 120.2(6) . . ? C38 C39 H39 119.9 . . ? C34 C39 H39 119.9 . . ? O11 C40 O12 124.6(5) . . ? O11 C40 C37 119.4(5) . . ? O12 C40 C37 116.0(4) . . ? N3 C41 C42 124.7(5) . . ? N3 C41 H41 117.6 . . ? C42 C41 H41 117.6 . . ? C41 C42 C43 119.9(5) . . ? C41 C42 H42 120.1 . . ? C43 C42 H42 120.1 . . ? C44 C43 C42 115.4(5) . . ? C44 C43 C46 124.0(5) . . ? C42 C43 C46 120.7(5) . . ? C45 C44 C43 120.4(5) . . ? C45 C44 H44 119.8 . . ? C43 C44 H44 119.8 . . ? N3 C45 C44 123.7(5) . . ? N3 C45 H45 118.1 . . ? C44 C45 H45 118.1 . . ? C47 C46 C50 116.3(5) . . ? C47 C46 C43 121.2(5) . . ? C50 C46 C43 122.5(5) . . ? C48 C47 C46 120.2(5) . . ? C48 C47 H47 119.9 . . ? C46 C47 H47 119.9 . . ? N4 C48 C47 124.3(5) . . ? N4 C48 H48 117.9 . . ? C47 C48 H48 117.9 . . ? N4 C49 C50 124.1(5) . . ? N4 C49 H49 118.0 . . ? C50 C49 H49 118.0 . . ? C49 C50 C46 119.1(5) . . ? C49 C50 H50 120.5 . . ? C46 C50 H50 120.5 . . ? N5 C51 C52 123.4(5) . . ? N5 C51 H51 118.3 . . ? C52 C51 H51 118.3 . . ? C53 C52 C51 120.8(5) . . ? C53 C52 H52 119.6 . . ? C51 C52 H52 119.6 . . ? C52 C53 C54 116.1(5) . . ? C52 C53 C53 122.6(6) . 2_866 ? C54 C53 C53 121.2(6) . 2_866 ? C55 C54 C53 120.6(6) . . ? C55 C54 H54 119.7 . . ? C53 C54 H54 119.7 . . ? N5 C55 C54 123.3(5) . . ? N5 C55 H55 118.4 . . ? C54 C55 H55 118.4 . . ? C11 C100 C13 123.1(5) . . ? C11 C100 H100 118.4 . . ? C13 C100 H100 118.4 . . ? 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 O8 Ni2 O1 C1 -96.3(4) . . . . ? O10 Ni2 O1 C1 -168.6(8) 2_755 . . . ? N5 Ni2 O1 C1 79.4(4) . . . . ? O13 Ni2 O1 C1 174.6(4) . . . . ? O14 Ni2 O1 C1 -8.7(4) . . . . ? O8 Ni2 O1 Ni1 68.99(14) . . . . ? O10 Ni2 O1 Ni1 -3.3(10) 2_755 . . . ? N5 Ni2 O1 Ni1 -115.37(16) . . . . ? O13 Ni2 O1 Ni1 -20.09(13) . . . . ? O14 Ni2 O1 Ni1 156.61(14) . . . . ? O7 Ni1 O1 C1 86.7(5) . . . . ? O3 Ni1 O1 C1 -91.8(5) 2_766 . . . ? O13 Ni1 O1 C1 -179.8(5) . . . . ? N3 Ni1 O1 C1 -1.2(5) . . . . ? N1 Ni1 O1 C1 148.7(7) . . . . ? O7 Ni1 O1 Ni2 -73.35(14) . . . . ? O3 Ni1 O1 Ni2 108.21(14) 2_766 . . . ? O13 Ni1 O1 Ni2 20.22(13) . . . . ? N3 Ni1 O1 Ni2 -161.18(15) . . . . ? N1 Ni1 O1 Ni2 -11.3(8) . . . . ? O3 Ni1 O7 C26 88(3) 2_766 . . . ? O13 Ni1 O7 C26 -21.4(4) . . . . ? N3 Ni1 O7 C26 153.5(4) . . . . ? N1 Ni1 O7 C26 -113.4(4) . . . . ? O1 Ni1 O7 C26 55.4(4) . . . . ? O10 Ni2 O8 C26 134.4(4) 2_755 . . . ? N5 Ni2 O8 C26 -165.8(16) . . . . ? O13 Ni2 O8 C26 42.7(4) . . . . ? O14 Ni2 O8 C26 -135.0(4) . . . . ? O1 Ni2 O8 C26 -37.2(4) . . . . ? O8 Ni2 O13 Ni1 -69.23(15) . . . . ? O10 Ni2 O13 Ni1 -155.10(15) 2_755 . . . ? N5 Ni2 O13 Ni1 113.45(16) . . . . ? O14 Ni2 O13 Ni1 -34(2) . . . . ? O1 Ni2 O13 Ni1 22.34(14) . . . . ? O7 Ni1 O13 Ni2 62.70(15) . . . . ? O3 Ni1 O13 Ni2 -114.58(15) 2_766 . . . ? N3 Ni1 O13 Ni2 -36.8(18) . . . . ? N1 Ni1 O13 Ni2 152.03(17) . . . . ? O1 Ni1 O13 Ni2 -21.35(13) . . . . ? O7 Ni1 N1 C20 -170.8(5) . . . . ? O3 Ni1 N1 C20 8.1(5) 2_766 . . . ? O13 Ni1 N1 C20 96.9(5) . . . . ? N3 Ni1 N1 C20 -82.3(5) . . . . ? O1 Ni1 N1 C20 127.5(7) . . . . ? O7 Ni1 N1 C16 5.5(5) . . . . ? O3 Ni1 N1 C16 -175.6(5) 2_766 . . . ? O13 Ni1 N1 C16 -86.8(5) . . . . ? N3 Ni1 N1 C16 94.0(5) . . . . ? O1 Ni1 N1 C16 -56.1(9) . . . . ? O6 Ni3 N2 C24 152.0(4) 2_655 . . . ? O12 Ni3 N2 C24 -30.3(4) 1_556 . . . ? O15 Ni3 N2 C24 27.5(15) . . . . ? N4 Ni3 N2 C24 -120.8(5) 1_545 . . . ? O16 Ni3 N2 C24 58.5(4) . . . . ? O6 Ni3 N2 C23 -29.0(6) 2_655 . . . ? O12 Ni3 N2 C23 148.7(6) 1_556 . . . ? O15 Ni3 N2 C23 -153.5(11) . . . . ? N4 Ni3 N2 C23 58.2(6) 1_545 . . . ? O16 Ni3 N2 C23 -122.6(6) . . . . ? O7 Ni1 N3 C41 -169.3(4) . . . . ? O3 Ni1 N3 C41 8.1(4) 2_766 . . . ? O13 Ni1 N3 C41 -69.6(18) . . . . ? N1 Ni1 N3 C41 101.6(4) . . . . ? O1 Ni1 N3 C41 -84.8(4) . . . . ? O7 Ni1 N3 C45 6.7(4) . . . . ? O3 Ni1 N3 C45 -176.0(4) 2_766 . . . ? O13 Ni1 N3 C45 106.4(17) . . . . ? N1 Ni1 N3 C45 -82.5(4) . . . . ? O1 Ni1 N3 C45 91.1(4) . . . . ? O8 Ni2 N5 C55 -62.0(19) . . . . ? O10 Ni2 N5 C55 -2.4(5) 2_755 . . . ? O13 Ni2 N5 C55 89.4(5) . . . . ? O14 Ni2 N5 C55 -92.7(5) . . . . ? O1 Ni2 N5 C55 169.4(5) . . . . ? O8 Ni2 N5 C51 111.6(17) . . . . ? O10 Ni2 N5 C51 171.2(5) 2_755 . . . ? O13 Ni2 N5 C51 -97.1(5) . . . . ? O14 Ni2 N5 C51 80.8(5) . . . . ? O1 Ni2 N5 C51 -17.0(5) . . . . ? Ni2 O1 C1 O2 -7.0(7) . . . . ? Ni1 O1 C1 O2 -163.2(3) . . . . ? Ni2 O1 C1 C2 178.9(3) . . . . ? Ni1 O1 C1 C2 22.7(8) . . . . ? O2 C1 C2 C3 -112.6(5) . . . . ? O1 C1 C2 C3 61.9(7) . . . . ? O2 C1 C2 C7 60.5(6) . . . . ? O1 C1 C2 C7 -124.9(5) . . . . ? C7 C2 C3 C4 -2.8(8) . . . . ? C1 C2 C3 C4 170.3(4) . . . . ? C2 C3 C4 C5 1.0(8) . . . . ? C2 C3 C4 C14 178.1(5) . . . . ? C3 C4 C5 C6 0.3(8) . . . . ? C14 C4 C5 C6 -176.7(5) . . . . ? C4 C5 C6 C7 0.0(9) . . . . ? C5 C6 C7 C2 -1.6(8) . . . . ? C5 C6 C7 C8 175.8(5) . . . . ? C3 C2 C7 C6 3.0(7) . . . . ? C1 C2 C7 C6 -170.0(5) . . . . ? C3 C2 C7 C8 -174.4(5) . . . . ? C1 C2 C7 C8 12.5(7) . . . . ? C6 C7 C8 C9 47.1(8) . . . . ? C2 C7 C8 C9 -135.6(6) . . . . ? C6 C7 C8 C13 -134.6(6) . . . . ? C2 C7 C8 C13 42.7(8) . . . . ? C13 C8 C9 C10 3.1(9) . . . . ? C7 C8 C9 C10 -178.6(5) . . . . ? C8 C9 C10 C11 -3.2(10) . . . . ? C9 C10 C11 C100 1.4(9) . . . . ? C9 C10 C11 C15 178.5(6) . . . . ? C9 C8 C13 C100 -1.4(8) . . . . ? C7 C8 C13 C100 -179.7(5) . . . . ? Ni1 O3 C14 O4 -15.3(8) 2_766 . . . ? Ni1 O3 C14 C4 163.9(3) 2_766 . . . ? C5 C4 C14 O4 12.3(8) . . . . ? C3 C4 C14 O4 -164.7(5) . . . . ? C5 C4 C14 O3 -166.9(5) . . . . ? C3 C4 C14 O3 16.1(7) . . . . ? Ni3 O6 C15 O5 1.7(11) 2_655 . . . ? Ni3 O6 C15 C11 -173.8(4) 2_655 . . . ? C100 C11 C15 O5 -37.0(10) . . . . ? C10 C11 C15 O5 146.0(8) . . . . ? C100 C11 C15 O6 138.9(6) . . . . ? C10 C11 C15 O6 -38.1(9) . . . . ? C20 N1 C16 C17 3.7(10) . . . . ? Ni1 N1 C16 C17 -172.9(6) . . . . ? N1 C16 C17 C18 -1.0(11) . . . . ? C16 C17 C18 C19 -2.7(10) . . . . ? C16 C17 C18 C21 172.6(6) . . . . ? C17 C18 C19 C20 3.4(9) . . . . ? C21 C18 C19 C20 -171.8(5) . . . . ? C16 N1 C20 C19 -3.0(9) . . . . ? Ni1 N1 C20 C19 173.6(4) . . . . ? C18 C19 C20 N1 -0.5(10) . . . . ? C19 C18 C21 C25 24.1(9) . . . . ? C17 C18 C21 C25 -151.0(6) . . . . ? C19 C18 C21 C22 -162.0(7) . . . . ? C17 C18 C21 C22 23.0(10) . . . . ? C25 C21 C22 C23 -0.7(11) . . . . ? C18 C21 C22 C23 -174.9(7) . . . . ? C24 N2 C23 C22 -2.6(11) . . . . ? Ni3 N2 C23 C22 178.4(6) . . . . ? C21 C22 C23 N2 2.0(12) . . . . ? C23 N2 C24 C25 2.1(9) . . . . ? Ni3 N2 C24 C25 -178.8(5) . . . . ? C22 C21 C25 C24 0.2(9) . . . . ? C18 C21 C25 C24 174.6(6) . . . . ? N2 C24 C25 C21 -1.0(10) . . . . ? Ni2 O8 C26 O7 2.7(8) . . . . ? Ni2 O8 C26 C27 -175.6(3) . . . . ? Ni1 O7 C26 O8 -16.2(8) . . . . ? Ni1 O7 C26 C27 162.0(3) . . . . ? O8 C26 C27 C28 15.6(8) . . . . ? O7 C26 C27 C28 -162.8(5) . . . . ? O8 C26 C27 C32 -166.0(5) . . . . ? O7 C26 C27 C32 15.6(8) . . . . ? C32 C27 C28 C29 -0.5(9) . . . . ? C26 C27 C28 C29 177.9(5) . . . . ? C27 C28 C29 C30 4.9(9) . . . . ? C27 C28 C29 C33 -167.6(5) . . . . ? C28 C29 C30 C31 -5.9(9) . . . . ? C33 C29 C30 C31 166.3(6) . . . . ? C28 C29 C30 C34 173.3(6) . . . . ? C33 C29 C30 C34 -14.5(9) . . . . ? C29 C30 C31 C32 2.7(10) . . . . ? C34 C30 C31 C32 -176.5(6) . . . . ? C30 C31 C32 C27 1.5(10) . . . . ? C28 C27 C32 C31 -2.7(9) . . . . ? C26 C27 C32 C31 178.9(6) . . . . ? Ni2 O10 C33 O9 20.1(8) 2_755 . . . ? Ni2 O10 C33 C29 -159.4(4) 2_755 . . . ? C28 C29 C33 O10 117.0(6) . . . . ? C30 C29 C33 O10 -55.4(8) . . . . ? C28 C29 C33 O9 -62.6(8) . . . . ? C30 C29 C33 O9 125.0(6) . . . . ? C31 C30 C34 C35 126.6(6) . . . . ? C29 C30 C34 C35 -52.6(9) . . . . ? C31 C30 C34 C39 -49.8(9) . . . . ? C29 C30 C34 C39 131.0(6) . . . . ? C39 C34 C35 C36 1.5(9) . . . . ? C30 C34 C35 C36 -175.0(5) . . . . ? C34 C35 C36 C37 -0.5(9) . . . . ? C35 C36 C37 C38 -2.1(9) . . . . ? C35 C36 C37 C40 177.2(5) . . . . ? C36 C37 C38 C39 3.6(8) . . . . ? C40 C37 C38 C39 -175.7(5) . . . . ? C37 C38 C39 C34 -2.6(9) . . . . ? C35 C34 C39 C38 0.0(9) . . . . ? C30 C34 C39 C38 176.5(5) . . . . ? Ni3 O12 C40 O11 -15.2(8) 1_554 . . . ? Ni3 O12 C40 C37 165.0(3) 1_554 . . . ? C36 C37 C40 O11 164.5(5) . . . . ? C38 C37 C40 O11 -16.2(8) . . . . ? C36 C37 C40 O12 -15.6(7) . . . . ? C38 C37 C40 O12 163.7(5) . . . . ? C45 N3 C41 C42 -6.1(8) . . . . ? Ni1 N3 C41 C42 170.2(4) . . . . ? N3 C41 C42 C43 3.1(9) . . . . ? C41 C42 C43 C44 1.4(8) . . . . ? C41 C42 C43 C46 -176.8(5) . . . . ? C42 C43 C44 C45 -2.6(8) . . . . ? C46 C43 C44 C45 175.6(5) . . . . ? C41 N3 C45 C44 4.8(8) . . . . ? Ni1 N3 C45 C44 -171.4(4) . . . . ? C43 C44 C45 N3 -0.6(9) . . . . ? C44 C43 C46 C47 -152.6(6) . . . . ? C42 C43 C46 C47 25.5(8) . . . . ? C44 C43 C46 C50 27.1(9) . . . . ? C42 C43 C46 C50 -154.8(5) . . . . ? C50 C46 C47 C48 -0.5(8) . . . . ? C43 C46 C47 C48 179.3(5) . . . . ? C49 N4 C48 C47 0.9(9) . . . . ? Ni3 N4 C48 C47 -177.2(5) 1_565 . . . ? C46 C47 C48 N4 -0.6(9) . . . . ? C48 N4 C49 C50 -0.1(9) . . . . ? Ni3 N4 C49 C50 177.8(4) 1_565 . . . ? N4 C49 C50 C46 -0.9(9) . . . . ? C47 C46 C50 C49 1.1(8) . . . . ? C43 C46 C50 C49 -178.6(5) . . . . ? C55 N5 C51 C52 0.5(10) . . . . ? Ni2 N5 C51 C52 -173.5(5) . . . . ? N5 C51 C52 C53 -2.8(11) . . . . ? C51 C52 C53 C54 3.1(10) . . . . ? C51 C52 C53 C53 -177.8(7) . . . 2_866 ? C52 C53 C54 C55 -1.5(10) . . . . ? C53 C53 C54 C55 179.4(7) 2_866 . . . ? C51 N5 C55 C54 1.2(11) . . . . ? Ni2 N5 C55 C54 175.1(6) . . . . ? C53 C54 C55 N5 -0.7(12) . . . . ? C10 C11 C100 C13 0.3(9) . . . . ? C15 C11 C100 C13 -176.9(6) . . . . ? C8 C13 C100 C11 -0.3(9) . . . . ? 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 O19 H14W O17 0.85 1.62 2.410(16) 153.7 . O19 H13W O9 0.85 1.94 2.786(13) 179.9 1_456 O18 H12W O16 0.85 1.90 2.754(16) 178.7 1_565 O18 H11W O15 0.85 2.26 3.111(19) 179.5 1_565 O17 H10W O5 0.77 2.58 3.268(13) 149.2 1_456 O17 H9W O14 0.85 2.11 2.960(11) 178.3 1_456 O16 H8W O12 0.85 2.07 2.916(6) 179.3 1_556 O16 H7W O5 0.85 1.78 2.587(6) 157.0 2_655 O15 H6W O11 0.85 1.82 2.660(5) 170.3 1_556 O15 H5W O2 0.82 2.04 2.816(5) 159.0 1_445 O14 H4W O8 0.85 2.00 2.852(5) 179.4 . O14 H3W O2 0.82 1.97 2.656(5) 140.5 . O13 H2W O4 0.87 1.73 2.544(5) 155.4 2_766 O13 H1W O9 0.85 1.96 2.598(5) 130.9 2_755 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.057 _refine_diff_density_min -0.698 _refine_diff_density_rms 0.131 _database_code_depnum_ccdc_archive 'CCDC 920154'