# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Rahul Banerjee' _publ_contact_author_email R.BANERJEE@NCL.RES.IN _publ_section_title ; Structural Diversity in a Series of Metal Organic Frameworks (MOFs) Composed of Divalent Transition Metals, 4,4?-bipyridine and a Flexible Carboxylic Acid ; loop_ _publ_author_name 'Rahul Banerjee' 'Chandan Dey' 'Pradip Pachfule' 'Tamas Panda' data_ADACID _database_code_depnum_ccdc_archive 'CCDC 760834' _chemical_name_systematic ; ? ; _chemical_name_common ADACID _chemical_melting_point ? _chemical_formula_moiety 'C14 H20 O4' _chemical_formula_sum 'C14 H20 O4' _chemical_formula_weight 252.30 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/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 14.7198(16) _cell_length_b 7.7386(17) _cell_length_c 23.1799(9) _cell_angle_alpha 90.00 _cell_angle_beta 106.385(3) _cell_angle_gamma 90.00 _cell_volume 2533.2(6) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3118 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 27.65 _exptl_crystal_description Prismic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9486 _exptl_absorpt_correction_T_max 0.9653 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-58' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9899 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0327 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4457 _reflns_number_gt 3911 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0804P)^2^+0.9381P] 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 9899 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0802 _refine_ls_R_factor_gt 0.0614 _refine_ls_wR_factor_ref 0.1668 _refine_ls_wR_factor_gt 0.1540 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 C1 C 0.30324(13) 0.3383(2) 0.08277(8) 0.0355(5) Uani 1 1 d . . . H1A H 0.3427 0.4191 0.0688 0.043 Uiso 1 1 calc R . . H1B H 0.2509 0.3057 0.0486 0.043 Uiso 1 1 calc R . . C2 C 0.36152(13) 0.1768(3) 0.10794(8) 0.0362(5) Uani 1 1 d . . . C3 C 0.12558(13) 0.9179(2) 0.85700(9) 0.0342(4) Uani 1 1 d . . . C4 C 0.28083(13) 0.7255(3) 0.82790(9) 0.0393(5) Uani 1 1 d . . . H4A H 0.3327 0.8064 0.8421 0.047 Uiso 1 1 calc R . . H4B H 0.3045 0.6255 0.8115 0.047 Uiso 1 1 calc R . . C5 C 0.20507(13) 0.8293(3) 0.90529(8) 0.0355(5) Uani 1 1 d . . . H5A H 0.1812 0.7946 0.9385 0.043 Uiso 1 1 calc R . . H5B H 0.2563 0.9108 0.9206 0.043 Uiso 1 1 calc R . . C6 C 0.24320(14) 0.6701(3) 0.88026(9) 0.0366(5) Uani 1 1 d . . . C7 C 0.16109(15) 0.5433(3) 0.85635(10) 0.0439(5) Uani 1 1 d . . . H7A H 0.1837 0.4420 0.8400 0.053 Uiso 1 1 calc R . . H7B H 0.1366 0.5062 0.8891 0.053 Uiso 1 1 calc R . . C8 C 0.26436(13) 0.4270(3) 0.12978(9) 0.0374(5) Uani 1 1 d . . . C9 C 0.44388(14) 0.2298(3) 0.16199(9) 0.0444(5) Uani 1 1 d . . . H9A H 0.4806 0.1286 0.1790 0.053 Uiso 1 1 calc R . . H9B H 0.4851 0.3095 0.1491 0.053 Uiso 1 1 calc R . . C10 C 0.29816(14) 0.0512(3) 0.12974(10) 0.0469(6) Uani 1 1 d . . . H10A H 0.2458 0.0156 0.0960 0.056 Uiso 1 1 calc R . . H10B H 0.3342 -0.0510 0.1465 0.056 Uiso 1 1 calc R . . C11 C 0.39698(16) 0.1002(3) 0.05681(10) 0.0496(6) Uani 1 1 d . . . H11A H 0.3423 0.0660 0.0244 0.059 Uiso 1 1 calc R . . H11B H 0.4295 0.1905 0.0415 0.059 Uiso 1 1 calc R . . C12 C 0.11746(16) 0.5587(3) 0.05841(11) 0.0460(5) Uani 1 1 d . . . C13 C 0.20140(15) 0.8107(3) 0.77902(9) 0.0448(5) Uani 1 1 d . . . H13 H 0.2261 0.8464 0.7458 0.054 Uiso 1 1 calc R . . C14 C 0.04536(14) 0.7873(3) 0.83368(10) 0.0461(5) Uani 1 1 d . . . H14A H 0.0204 0.7517 0.8663 0.055 Uiso 1 1 calc R . . H14B H -0.0055 0.8407 0.8029 0.055 Uiso 1 1 calc R . . C15 C 0.12000(16) 0.6836(3) 0.75541(10) 0.0541(6) Uani 1 1 d . . . H15A H 0.0700 0.7379 0.7242 0.065 Uiso 1 1 calc R . . H15B H 0.1422 0.5832 0.7383 0.065 Uiso 1 1 calc R . . C16 C 0.20247(14) 0.2967(3) 0.15158(10) 0.0453(5) Uani 1 1 d . . . H16A H 0.1783 0.3501 0.1821 0.054 Uiso 1 1 calc R . . H16B H 0.1489 0.2636 0.1182 0.054 Uiso 1 1 calc R . . C17 C 0.37548(17) 0.4435(3) 0.91876(10) 0.0486(6) Uani 1 1 d . . . C18 C 0.08227(15) 0.6291(3) 0.80759(11) 0.0501(6) Uani 1 1 d . . . H18 H 0.0304 0.5466 0.7930 0.060 Uiso 1 1 calc R . . C19 C 0.40529(16) 0.3158(3) 0.20946(9) 0.0511(6) Uani 1 1 d . . . H19 H 0.4584 0.3495 0.2437 0.061 Uiso 1 1 calc R . . C20 C 0.32219(16) 0.5942(3) 0.93277(10) 0.0537(6) Uani 1 1 d . . . H20A H 0.3673 0.6855 0.9491 0.064 Uiso 1 1 calc R . . H20B H 0.2941 0.5598 0.9642 0.064 Uiso 1 1 calc R . . C21 C 0.05125(14) 1.0507(3) 0.93343(10) 0.0418(5) Uani 1 1 d . . . C22 C 0.46180(16) -0.0515(3) 0.07327(10) 0.0470(6) Uani 1 1 d . . . C23 C 0.20907(15) 0.5933(3) 0.10503(11) 0.0470(6) Uani 1 1 d . . . H23A H 0.1963 0.6564 0.1381 0.056 Uiso 1 1 calc R . . H23B H 0.2482 0.6660 0.0877 0.056 Uiso 1 1 calc R . . C24 C 0.16538(15) 0.9701(3) 0.80484(10) 0.0444(5) Uani 1 1 d . . . H24A H 0.1162 1.0260 0.7736 0.053 Uiso 1 1 calc R . . H24B H 0.2168 1.0516 0.8192 0.053 Uiso 1 1 calc R . . C25 C 0.34910(15) 0.4760(3) 0.18329(10) 0.0484(6) Uani 1 1 d . . . H25A H 0.3897 0.5564 0.1701 0.058 Uiso 1 1 calc R . . H25B H 0.3265 0.5324 0.2140 0.058 Uiso 1 1 calc R . . C26 C 0.09150(15) 1.0825(3) 0.88229(10) 0.0438(5) Uani 1 1 d . . . H26A H 0.1445 1.1615 0.8954 0.053 Uiso 1 1 calc R . . H26B H 0.0438 1.1386 0.8502 0.053 Uiso 1 1 calc R . . C27 C 0.25991(16) 0.1367(3) 0.17753(11) 0.0505(6) Uani 1 1 d . . . H27 H 0.2194 0.0546 0.1909 0.061 Uiso 1 1 calc R . . C28 C 0.34224(18) 0.1892(4) 0.23088(10) 0.0613(7) Uani 1 1 d . . . H28A H 0.3785 0.0879 0.2483 0.074 Uiso 1 1 calc R . . H28B H 0.3184 0.2431 0.2615 0.074 Uiso 1 1 calc R . . O1 O 0.04300(11) 0.5512(2) 0.07660(8) 0.0647(5) Uani 1 1 d . . . H1C H -0.0218 0.5200 0.0405 0.097 Uiso 1 1 d . . . O2 O 0.11521(11) 0.5377(2) 0.00507(7) 0.0659(5) Uani 1 1 d . . . O3 O 0.54895(11) -0.0264(2) 0.08097(9) 0.0719(6) Uani 1 1 d . . . H3C H 0.5964 -0.1365 0.0892 0.108 Uiso 1 1 d . . . O4 O 0.42878(12) -0.1983(2) 0.07729(10) 0.0798(6) Uani 1 1 d . . . O5 O 0.45914(14) 0.4662(2) 0.91923(13) 0.1048(9) Uani 1 1 d . . . H5C H 0.4983 0.3591 0.9289 0.157 Uiso 1 1 d . . . O6 O 0.33779(12) 0.2979(2) 0.91006(10) 0.0835(6) Uani 1 1 d . . . O7 O 0.10482(11) 1.0581(2) 0.98657(7) 0.0649(5) Uani 1 1 d . . . O8 O -0.03568(11) 1.0164(2) 0.92265(7) 0.0648(5) Uani 1 1 d . . . H4C H -0.0593 1.0452 0.9575 0.097 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0288(10) 0.0401(12) 0.0342(11) 0.0006(9) 0.0037(9) 0.0000(8) C2 0.0315(10) 0.0423(11) 0.0335(10) 0.0007(9) 0.0069(9) 0.0035(9) C3 0.0322(10) 0.0333(10) 0.0382(11) 0.0047(9) 0.0118(9) 0.0022(8) C4 0.0336(11) 0.0426(12) 0.0447(12) -0.0045(9) 0.0161(10) -0.0007(9) C5 0.0353(11) 0.0380(11) 0.0344(11) -0.0015(9) 0.0115(9) -0.0024(9) C6 0.0351(11) 0.0366(11) 0.0374(11) 0.0014(9) 0.0091(9) 0.0048(9) C7 0.0482(12) 0.0345(11) 0.0554(13) -0.0028(10) 0.0251(11) -0.0031(10) C8 0.0304(10) 0.0413(11) 0.0396(11) -0.0023(9) 0.0081(9) -0.0020(9) C9 0.0310(11) 0.0551(14) 0.0446(12) 0.0064(10) 0.0066(9) 0.0025(10) C10 0.0351(11) 0.0415(12) 0.0593(14) 0.0054(11) 0.0053(11) 0.0016(10) C11 0.0474(13) 0.0561(14) 0.0427(12) 0.0001(10) 0.0087(11) 0.0130(11) C12 0.0425(13) 0.0423(13) 0.0560(15) 0.0054(11) 0.0185(11) 0.0117(10) C13 0.0490(13) 0.0548(13) 0.0359(11) 0.0082(10) 0.0209(10) 0.0058(11) C14 0.0312(11) 0.0525(13) 0.0550(13) -0.0005(11) 0.0128(10) -0.0002(10) C15 0.0472(13) 0.0688(16) 0.0407(12) -0.0107(11) 0.0030(11) 0.0072(12) C16 0.0353(11) 0.0522(13) 0.0526(13) 0.0011(11) 0.0189(10) -0.0002(10) C17 0.0506(14) 0.0457(14) 0.0494(13) 0.0124(11) 0.0139(11) 0.0135(12) C18 0.0349(12) 0.0516(14) 0.0619(15) -0.0157(12) 0.0102(11) -0.0109(10) C19 0.0370(12) 0.0745(16) 0.0345(12) -0.0098(11) -0.0019(10) -0.0027(11) C20 0.0563(15) 0.0564(14) 0.0441(13) 0.0025(11) 0.0076(11) 0.0177(12) C21 0.0338(12) 0.0435(13) 0.0497(13) -0.0037(10) 0.0141(10) 0.0085(10) C22 0.0449(13) 0.0489(14) 0.0458(13) -0.0033(11) 0.0106(11) 0.0096(11) C23 0.0423(12) 0.0421(12) 0.0583(14) -0.0070(11) 0.0172(11) 0.0013(10) C24 0.0419(12) 0.0479(13) 0.0447(12) 0.0104(10) 0.0144(10) 0.0043(10) C25 0.0433(12) 0.0593(14) 0.0423(12) -0.0152(11) 0.0117(10) -0.0083(11) C26 0.0422(12) 0.0414(12) 0.0484(13) 0.0056(10) 0.0139(10) 0.0064(10) C27 0.0416(13) 0.0546(14) 0.0603(15) 0.0149(12) 0.0227(12) -0.0025(11) C28 0.0628(16) 0.0824(18) 0.0434(13) 0.0144(13) 0.0227(13) 0.0138(14) O1 0.0381(9) 0.0977(14) 0.0611(11) 0.0000(9) 0.0188(8) 0.0097(9) O2 0.0456(10) 0.1023(14) 0.0507(10) 0.0084(10) 0.0151(9) 0.0072(9) O3 0.0436(10) 0.0516(10) 0.1174(16) -0.0113(10) 0.0174(10) 0.0055(8) O4 0.0593(11) 0.0492(11) 0.1406(19) -0.0006(11) 0.0438(12) 0.0040(9) O5 0.0729(13) 0.0560(12) 0.207(3) 0.0283(14) 0.0741(16) 0.0162(11) O6 0.0536(11) 0.0543(11) 0.1315(18) -0.0076(11) 0.0079(11) 0.0130(9) O7 0.0409(9) 0.1044(14) 0.0476(10) -0.0098(9) 0.0095(8) -0.0017(9) O8 0.0386(9) 0.1037(14) 0.0548(10) -0.0167(9) 0.0176(8) -0.0074(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C8 1.529(3) . ? C1 C2 1.535(3) . ? C2 C10 1.528(3) . ? C2 C9 1.533(3) . ? C2 C11 1.542(3) . ? C3 C14 1.532(3) . ? C3 C5 1.534(3) . ? C3 C24 1.539(3) . ? C3 C26 1.544(3) . ? C4 C13 1.529(3) . ? C4 C6 1.531(3) . ? C5 C6 1.534(3) . ? C6 C7 1.534(3) . ? C6 C20 1.543(3) . ? C7 C18 1.525(3) . ? C8 C16 1.536(3) . ? C8 C25 1.538(3) . ? C8 C23 1.545(3) . ? C9 C19 1.526(3) . ? C10 C27 1.527(3) . ? C11 C22 1.493(3) . ? C12 O2 1.238(3) . ? C12 O1 1.282(3) . ? C12 C23 1.495(3) . ? C13 C15 1.527(3) . ? C13 C24 1.529(3) . ? C14 C18 1.531(3) . ? C15 C18 1.526(3) . ? C16 C27 1.525(3) . ? C17 O5 1.241(3) . ? C17 O6 1.247(3) . ? C17 C20 1.492(3) . ? C19 C25 1.518(3) . ? C19 C28 1.526(3) . ? C21 O8 1.261(2) . ? C21 O7 1.263(3) . ? C21 C26 1.487(3) . ? C22 O4 1.250(3) . ? C22 O3 1.259(3) . ? C27 C28 1.523(3) . ? 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 C8 C1 C2 112.09(16) . . ? C10 C2 C9 108.38(17) . . ? C10 C2 C1 108.40(16) . . ? C9 C2 C1 108.74(16) . . ? C10 C2 C11 112.34(18) . . ? C9 C2 C11 111.70(16) . . ? C1 C2 C11 107.17(16) . . ? C14 C3 C5 108.41(16) . . ? C14 C3 C24 108.80(17) . . ? C5 C3 C24 108.03(15) . . ? C14 C3 C26 112.18(16) . . ? C5 C3 C26 110.74(16) . . ? C24 C3 C26 108.58(16) . . ? C13 C4 C6 109.65(15) . . ? C3 C5 C6 111.59(16) . . ? C4 C6 C7 108.51(16) . . ? C4 C6 C5 109.11(16) . . ? C7 C6 C5 108.39(16) . . ? C4 C6 C20 111.81(17) . . ? C7 C6 C20 112.53(18) . . ? C5 C6 C20 106.38(16) . . ? C18 C7 C6 110.25(17) . . ? C1 C8 C16 108.41(17) . . ? C1 C8 C25 107.69(16) . . ? C16 C8 C25 108.52(17) . . ? C1 C8 C23 111.92(17) . . ? C16 C8 C23 111.70(16) . . ? C25 C8 C23 108.46(17) . . ? C19 C9 C2 109.66(16) . . ? C27 C10 C2 110.40(17) . . ? C22 C11 C2 115.89(18) . . ? O2 C12 O1 122.5(2) . . ? O2 C12 C23 120.6(2) . . ? O1 C12 C23 116.8(2) . . ? C15 C13 C24 109.63(17) . . ? C15 C13 C4 110.26(18) . . ? C24 C13 C4 109.56(17) . . ? C18 C14 C3 110.04(17) . . ? C18 C15 C13 108.55(17) . . ? C27 C16 C8 110.39(17) . . ? O5 C17 O6 121.7(2) . . ? O5 C17 C20 117.9(2) . . ? O6 C17 C20 120.3(2) . . ? C7 C18 C15 109.70(18) . . ? C7 C18 C14 109.63(18) . . ? C15 C18 C14 109.97(19) . . ? C25 C19 C28 109.96(19) . . ? C25 C19 C9 109.85(18) . . ? C28 C19 C9 109.8(2) . . ? C17 C20 C6 116.84(19) . . ? O8 C21 O7 121.5(2) . . ? O8 C21 C26 119.15(19) . . ? O7 C21 C26 119.36(18) . . ? O4 C22 O3 122.1(2) . . ? O4 C22 C11 120.0(2) . . ? O3 C22 C11 117.8(2) . . ? C12 C23 C8 113.11(17) . . ? C13 C24 C3 110.30(17) . . ? C19 C25 C8 110.33(17) . . ? C21 C26 C3 114.30(17) . . ? C28 C27 C16 109.22(19) . . ? C28 C27 C10 109.45(18) . . ? C16 C27 C10 110.04(18) . . ? C27 C28 C19 108.96(18) . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.276 _refine_diff_density_min -0.220 _refine_diff_density_rms 0.047 # Attachment 'Rahul_submit_cif.txt' data_Cd-ADA-1 _database_code_depnum_ccdc_archive 'CCDC 760835' _chemical_name_systematic ; ? ; _chemical_name_common Cd-ADA-1 _chemical_melting_point ? _chemical_formula_moiety 'C24 H26 Cd N2 O4, C3 H7 N O' _chemical_formula_sum 'C27 H33 Cd N3 O5 ' _chemical_formula_weight 591.97 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' 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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.924(5) _cell_length_b 10.297(5) _cell_length_c 15.620(8) _cell_angle_alpha 71.631(8) _cell_angle_beta 89.933(8) _cell_angle_gamma 75.659(8) _cell_volume 1315.1(12) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 5118 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 27.65 _exptl_crystal_description Prismic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.498 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 614 _exptl_absorpt_coefficient_mu 0.877 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9486 _exptl_absorpt_correction_T_max 0.9653 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-58' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10533 _diffrn_reflns_av_R_equivalents 0.1124 _diffrn_reflns_av_sigmaI/netI 0.1073 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 28.09 _reflns_number_total 6236 _reflns_number_gt 4944 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0740P)^2^+1.8681P] 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 5636 _refine_ls_number_parameters 327 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0716 _refine_ls_R_factor_gt 0.0607 _refine_ls_wR_factor_ref 0.1618 _refine_ls_wR_factor_gt 0.1505 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 C1 C 0.2932(6) 0.1897(6) 0.2166(4) 0.0326(12) Uani 1 1 d . . . C2 C 0.1928(6) 0.1201(6) 0.2855(4) 0.0360(12) Uani 1 1 d . . . H2A H 0.2599 0.0509 0.3369 0.043 Uiso 1 1 calc R . . H2B H 0.1395 0.0692 0.2585 0.043 Uiso 1 1 calc R . . C3 C 0.1480(7) 0.2890(8) 0.3790(4) 0.0455(15) Uani 1 1 d . . . H3A H 0.2158 0.2142 0.4278 0.055 Uiso 1 1 calc R . . H3B H 0.2104 0.3465 0.3421 0.055 Uiso 1 1 calc R . . C4 C -0.0347(6) 0.3428(6) 0.2435(3) 0.0298(11) Uani 1 1 d . . . H4A H -0.0825 0.3028 0.2057 0.036 Uiso 1 1 calc R . . H4B H 0.0276 0.4001 0.2063 0.036 Uiso 1 1 calc R . . C5 C 0.0226(7) 0.3815(8) 0.4187(4) 0.0491(17) Uani 1 1 d . . . H5 H 0.0726 0.4233 0.4552 0.059 Uiso 1 1 calc R . . C6 C -0.0818(7) 0.5011(8) 0.3392(4) 0.0456(15) Uani 1 1 d . . . H6A H -0.0193 0.5584 0.3022 0.055 Uiso 1 1 calc R . . H6B H -0.1597 0.5619 0.3629 0.055 Uiso 1 1 calc R . . C7 C -0.1626(6) 0.4376(6) 0.2803(4) 0.0327(12) Uani 1 1 d . . . C8 C -0.2639(6) 0.5627(6) 0.2029(4) 0.0336(12) Uani 1 1 d . . . H8A H -0.3435 0.6159 0.2303 0.040 Uiso 1 1 calc R . . H8B H -0.1989 0.6245 0.1748 0.040 Uiso 1 1 calc R . . C9 C -0.3447(5) 0.5341(5) 0.1275(4) 0.0286(11) Uani 1 1 d . . . C10 C -0.2601(7) 0.3464(7) 0.3422(4) 0.0436(14) Uani 1 1 d . . . H10A H -0.3380 0.4056 0.3669 0.052 Uiso 1 1 calc R . . H10B H -0.3129 0.3059 0.3070 0.052 Uiso 1 1 calc R . . C11 C -0.0744(9) 0.2919(10) 0.4775(4) 0.062(2) Uani 1 1 d . . . H11A H -0.1522 0.3501 0.5028 0.075 Uiso 1 1 calc R . . H11B H -0.0086 0.2169 0.5271 0.075 Uiso 1 1 calc R . . C12 C -0.1540(8) 0.2271(8) 0.4198(4) 0.0526(18) Uani 1 1 d . . . H12 H -0.2160 0.1687 0.4578 0.063 Uiso 1 1 calc R . . C13 C -0.0302(7) 0.1351(7) 0.3807(4) 0.0449(15) Uani 1 1 d . . . H13A H -0.0801 0.0928 0.3453 0.054 Uiso 1 1 calc R . . H13B H 0.0355 0.0591 0.4298 0.054 Uiso 1 1 calc R . . C14 C 0.0702(6) 0.2228(6) 0.3204(4) 0.0341(12) Uani 1 1 d . . . C15 C 0.1347(6) 0.5937(6) 0.0246(4) 0.0347(12) Uani 1 1 d . . . H15 H 0.1296 0.5499 -0.0187 0.042 Uiso 1 1 calc R . . C16 C 0.0141(6) 0.7101(6) 0.0228(4) 0.0343(12) Uani 1 1 d . . . H16 H -0.0691 0.7425 -0.0210 0.041 Uiso 1 1 calc R . . C17 C 0.0182(5) 0.7780(5) 0.0867(4) 0.0284(10) Uani 1 1 d . . . C18 C 0.1454(6) 0.7229(6) 0.1506(4) 0.0382(13) Uani 1 1 d . . . H18 H 0.1529 0.7639 0.1951 0.046 Uiso 1 1 calc R . . C19 C 0.2614(6) 0.6061(7) 0.1477(4) 0.0407(14) Uani 1 1 d . . . H19 H 0.3456 0.5711 0.1910 0.049 Uiso 1 1 calc R . . C20 C -0.1081(5) 0.9033(5) 0.0862(4) 0.0277(10) Uani 1 1 d . . . C21 C -0.2334(7) 0.9609(7) 0.0203(5) 0.0453(16) Uani 1 1 d . . . H21 H -0.2399 0.9200 -0.0244 0.054 Uiso 1 1 calc R . . C22 C -0.1076(7) 0.9716(7) 0.1504(5) 0.0512(18) Uani 1 1 d . . . H22 H -0.0274 0.9376 0.1962 0.061 Uiso 1 1 calc R . . C26 C 0.7735(8) 0.0902(7) 0.1460(5) 0.0492(17) Uani 1 1 d . . . H26 H 0.7784 0.1349 0.1888 0.059 Uiso 1 1 calc R . . C27 C 0.6511(7) 0.0796(6) 0.0214(5) 0.0438(15) Uani 1 1 d . . . H27 H 0.5691 0.1161 -0.0233 0.053 Uiso 1 1 calc R . . Cd1 Cd 0.44946(4) 0.33689(4) 0.08854(2) 0.02549(15) Uani 1 1 d . . . N1 N 0.6525(5) 0.1438(5) 0.0838(3) 0.0330(10) Uani 1 1 d . . . N2 N 0.2580(5) 0.5414(5) 0.0859(3) 0.0313(10) Uani 1 1 d . . . O1 O 0.4014(5) 0.2316(5) 0.2417(3) 0.0435(10) Uani 1 1 d . . . O2 O 0.2635(5) 0.2068(5) 0.1346(3) 0.0433(10) Uani 1 1 d . . . O3 O -0.3851(5) 0.6384(4) 0.0552(3) 0.0430(10) Uani 1 1 d . . . O4 O -0.3672(4) 0.4153(4) 0.1399(3) 0.0376(9) Uani 1 1 d . . . N5 N 0.5350(11) 0.8028(14) 0.3671(9) 0.117(4) Uani 1 1 d . . . C28 C 0.5360(15) 0.701(2) 0.4593(11) 0.127(5) Uani 1 1 d . . . H28A H 0.4704 0.6407 0.4572 0.190 Uiso 1 1 calc R . . H28B H 0.4983 0.7523 0.5001 0.190 Uiso 1 1 calc R . . H28C H 0.6400 0.6440 0.4801 0.190 Uiso 1 1 calc R . . O5 O 0.3703(16) 0.7336(19) 0.3023(13) 0.311(15) Uani 1 1 d D . . C30 C 0.4587(18) 0.8071(19) 0.3014(13) 0.202(12) Uani 1 1 d D . . H30 H 0.4686 0.8716 0.2459 0.243 Uiso 1 1 calc R . . C29 C 0.6333(18) 0.893(2) 0.3666(13) 0.177(9) Uani 1 1 d . . . H29A H 0.6316 0.9563 0.3061 0.266 Uiso 1 1 calc R . . H29B H 0.7375 0.8368 0.3873 0.266 Uiso 1 1 calc R . . H29C H 0.5969 0.9475 0.4059 0.266 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 C1 0.024(2) 0.025(3) 0.042(3) -0.012(2) 0.005(2) 0.004(2) C2 0.030(3) 0.028(3) 0.042(3) -0.004(2) 0.007(2) -0.001(2) C3 0.031(3) 0.054(4) 0.043(3) -0.015(3) -0.006(2) 0.002(3) C4 0.025(2) 0.029(3) 0.032(3) -0.007(2) 0.0041(19) -0.004(2) C5 0.042(3) 0.064(4) 0.039(3) -0.025(3) -0.005(3) 0.002(3) C6 0.038(3) 0.052(4) 0.046(3) -0.026(3) 0.002(3) 0.002(3) C7 0.024(2) 0.038(3) 0.034(3) -0.014(2) 0.000(2) 0.000(2) C8 0.028(3) 0.025(3) 0.045(3) -0.013(2) 0.004(2) 0.000(2) C9 0.014(2) 0.024(2) 0.044(3) -0.012(2) 0.0063(19) 0.0044(17) C10 0.031(3) 0.052(4) 0.041(3) -0.011(3) 0.008(2) -0.004(3) C11 0.054(4) 0.083(6) 0.032(3) -0.015(3) 0.006(3) 0.009(4) C12 0.043(3) 0.057(4) 0.042(3) -0.002(3) 0.015(3) -0.002(3) C13 0.036(3) 0.040(3) 0.043(3) 0.001(3) 0.006(2) 0.000(3) C14 0.026(2) 0.036(3) 0.035(3) -0.008(2) 0.004(2) -0.002(2) C15 0.025(2) 0.027(3) 0.054(3) -0.022(3) 0.005(2) 0.000(2) C16 0.025(2) 0.027(3) 0.048(3) -0.016(2) 0.000(2) 0.005(2) C17 0.018(2) 0.018(2) 0.047(3) -0.011(2) 0.0045(19) 0.0013(18) C18 0.028(3) 0.032(3) 0.054(3) -0.023(3) -0.002(2) 0.005(2) C19 0.025(3) 0.041(3) 0.052(3) -0.021(3) -0.005(2) 0.007(2) C20 0.020(2) 0.016(2) 0.046(3) -0.013(2) 0.002(2) -0.0009(18) C21 0.032(3) 0.040(3) 0.063(4) -0.033(3) -0.010(3) 0.012(3) C22 0.042(3) 0.043(4) 0.066(4) -0.036(3) -0.017(3) 0.018(3) C26 0.048(3) 0.037(3) 0.059(4) -0.031(3) -0.011(3) 0.017(3) C27 0.031(3) 0.028(3) 0.066(4) -0.023(3) -0.014(3) 0.014(2) Cd1 0.01830(19) 0.01571(19) 0.0391(2) -0.01019(14) 0.00348(13) 0.00327(12) N1 0.025(2) 0.022(2) 0.050(3) -0.015(2) 0.0066(18) 0.0034(17) N2 0.023(2) 0.018(2) 0.049(3) -0.0104(19) 0.0034(18) 0.0017(16) O1 0.032(2) 0.053(3) 0.048(2) -0.018(2) 0.0012(17) -0.0116(19) O2 0.031(2) 0.058(3) 0.046(2) -0.023(2) 0.0070(17) -0.0131(19) O3 0.046(2) 0.030(2) 0.045(2) -0.0126(19) -0.0014(18) 0.0041(18) O4 0.0282(18) 0.027(2) 0.054(2) -0.0130(18) -0.0039(16) -0.0013(15) N5 0.064(6) 0.122(9) 0.147(10) -0.064(8) -0.019(6) 0.036(6) C28 0.082(8) 0.180(17) 0.148(13) -0.086(13) 0.027(8) -0.045(9) O5 0.182(13) 0.33(2) 0.48(3) -0.34(2) -0.191(16) 0.107(13) C30 0.131(13) 0.24(2) 0.24(2) -0.200(19) -0.083(14) 0.106(15) C29 0.102(11) 0.189(19) 0.171(16) 0.046(14) -0.027(11) -0.047(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.256(7) . ? C1 O1 1.260(7) . ? C1 C2 1.518(8) . ? C2 C14 1.550(7) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C5 1.545(8) . ? C3 C14 1.554(9) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C14 1.530(7) . ? C4 C7 1.545(7) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C11 1.518(11) . ? C5 C6 1.547(9) . ? C5 H5 0.9800 . ? C6 C7 1.552(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.544(7) . ? C7 C10 1.550(9) . ? C8 C9 1.523(8) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O4 1.244(7) . ? C9 O3 1.266(7) . ? C10 C12 1.537(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.542(12) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.528(9) . ? C12 H12 0.9800 . ? C13 C14 1.538(8) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C15 N2 1.342(7) . ? C15 C16 1.391(7) . ? C15 H15 0.9300 . ? C16 C17 1.393(8) . ? C16 H16 0.9300 . ? C17 C18 1.390(7) . ? C17 C20 1.486(6) . ? C18 C19 1.392(7) . ? C18 H18 0.9300 . ? C19 N2 1.338(7) . ? C19 H19 0.9300 . ? C20 C22 1.395(8) . ? C20 C21 1.397(7) . ? C21 C27 1.396(7) 1_465 ? C21 H21 0.9300 . ? C22 C26 1.388(7) 1_465 ? C22 H22 0.9300 . ? C26 N1 1.336(7) . ? C26 C22 1.388(7) 1_645 ? C26 H26 0.9300 . ? C27 N1 1.340(8) . ? C27 C21 1.396(7) 1_645 ? C27 H27 0.9300 . ? Cd1 O3 2.238(4) 2_565 ? Cd1 O4 2.244(4) 1_655 ? Cd1 N2 2.349(4) . ? Cd1 N1 2.356(4) . ? Cd1 O2 2.357(5) . ? Cd1 O1 2.383(5) . ? O3 Cd1 2.238(4) 2_565 ? O4 Cd1 2.244(4) 1_455 ? N5 C30 1.216(17) . ? N5 C29 1.43(2) . ? N5 C28 1.49(2) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? O5 C30 1.218(17) . ? C30 H30 0.9300 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 121.3(5) . . ? O2 C1 C2 118.5(5) . . ? O1 C1 C2 120.2(5) . . ? C1 C2 C14 115.2(5) . . ? C1 C2 H2A 108.5 . . ? C14 C2 H2A 108.5 . . ? C1 C2 H2B 108.5 . . ? C14 C2 H2B 108.5 . . ? H2A C2 H2B 107.5 . . ? C5 C3 C14 110.0(5) . . ? C5 C3 H3A 109.7 . . ? C14 C3 H3A 109.7 . . ? C5 C3 H3B 109.7 . . ? C14 C3 H3B 109.7 . . ? H3A C3 H3B 108.2 . . ? C14 C4 C7 111.4(4) . . ? C14 C4 H4A 109.3 . . ? C7 C4 H4A 109.3 . . ? C14 C4 H4B 109.3 . . ? C7 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? C11 C5 C3 110.0(6) . . ? C11 C5 C6 110.0(6) . . ? C3 C5 C6 108.4(5) . . ? C11 C5 H5 109.5 . . ? C3 C5 H5 109.5 . . ? C6 C5 H5 109.5 . . ? C5 C6 C7 110.5(6) . . ? C5 C6 H6A 109.6 . . ? C7 C6 H6A 109.6 . . ? C5 C6 H6B 109.6 . . ? C7 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? C8 C7 C4 111.5(4) . . ? C8 C7 C10 112.3(4) . . ? C4 C7 C10 109.9(5) . . ? C8 C7 C6 107.4(5) . . ? C4 C7 C6 107.9(4) . . ? C10 C7 C6 107.8(5) . . ? C9 C8 C7 119.8(5) . . ? C9 C8 H8A 107.4 . . ? C7 C8 H8A 107.4 . . ? C9 C8 H8B 107.4 . . ? C7 C8 H8B 107.4 . . ? H8A C8 H8B 106.9 . . ? O4 C9 O3 125.0(5) . . ? O4 C9 C8 120.0(5) . . ? O3 C9 C8 115.1(5) . . ? C12 C10 C7 109.9(5) . . ? C12 C10 H10A 109.7 . . ? C7 C10 H10A 109.7 . . ? C12 C10 H10B 109.7 . . ? C7 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? C5 C11 C12 109.4(5) . . ? C5 C11 H11A 109.8 . . ? C12 C11 H11A 109.8 . . ? C5 C11 H11B 109.8 . . ? C12 C11 H11B 109.8 . . ? H11A C11 H11B 108.2 . . ? C13 C12 C10 109.6(5) . . ? C13 C12 C11 109.3(6) . . ? C10 C12 C11 109.6(6) . . ? C13 C12 H12 109.5 . . ? C10 C12 H12 109.5 . . ? C11 C12 H12 109.5 . . ? C12 C13 C14 111.3(6) . . ? C12 C13 H13A 109.4 . . ? C14 C13 H13A 109.4 . . ? C12 C13 H13B 109.4 . . ? C14 C13 H13B 109.4 . . ? H13A C13 H13B 108.0 . . ? C4 C14 C13 109.0(4) . . ? C4 C14 C2 112.5(4) . . ? C13 C14 C2 107.2(5) . . ? C4 C14 C3 108.5(5) . . ? C13 C14 C3 108.0(5) . . ? C2 C14 C3 111.4(5) . . ? N2 C15 C16 123.1(5) . . ? N2 C15 H15 118.4 . . ? C16 C15 H15 118.4 . . ? C15 C16 C17 119.9(5) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C18 C17 C16 116.9(4) . . ? C18 C17 C20 121.9(5) . . ? C16 C17 C20 121.2(5) . . ? C17 C18 C19 119.7(5) . . ? C17 C18 H18 120.1 . . ? C19 C18 H18 120.1 . . ? N2 C19 C18 123.4(5) . . ? N2 C19 H19 118.3 . . ? C18 C19 H19 118.3 . . ? C22 C20 C21 116.1(4) . . ? C22 C20 C17 122.1(5) . . ? C21 C20 C17 121.8(5) . . ? C27 C21 C20 120.0(5) 1_465 . ? C27 C21 H21 120.0 1_465 . ? C20 C21 H21 120.0 . . ? C26 C22 C20 120.1(5) 1_465 . ? C26 C22 H22 120.0 1_465 . ? C20 C22 H22 120.0 . . ? N1 C26 C22 123.7(5) . 1_645 ? N1 C26 H26 118.1 . . ? C22 C26 H26 118.1 1_645 . ? N1 C27 C21 123.3(5) . 1_645 ? N1 C27 H27 118.3 . . ? C21 C27 H27 118.3 1_645 . ? O3 Cd1 O4 127.51(17) 2_565 1_655 ? O3 Cd1 N2 93.14(15) 2_565 . ? O4 Cd1 N2 91.04(15) 1_655 . ? O3 Cd1 N1 85.51(15) 2_565 . ? O4 Cd1 N1 86.35(16) 1_655 . ? N2 Cd1 N1 175.44(17) . . ? O3 Cd1 O2 88.99(16) 2_565 . ? O4 Cd1 O2 143.46(15) 1_655 . ? N2 Cd1 O2 88.15(16) . . ? N1 Cd1 O2 96.18(17) . . ? O3 Cd1 O1 144.06(17) 2_565 . ? O4 Cd1 O1 88.33(15) 1_655 . ? N2 Cd1 O1 88.11(16) . . ? N1 Cd1 O1 95.55(16) . . ? O2 Cd1 O1 55.13(14) . . ? C26 N1 C27 116.7(4) . . ? C26 N1 Cd1 120.8(4) . . ? C27 N1 Cd1 122.5(3) . . ? C19 N2 C15 117.0(4) . . ? C19 N2 Cd1 122.2(3) . . ? C15 N2 Cd1 120.7(3) . . ? C1 O1 Cd1 91.0(3) . . ? C1 O2 Cd1 92.3(3) . . ? C9 O3 Cd1 134.7(4) . 2_565 ? C9 O4 Cd1 134.5(3) . 1_455 ? C30 N5 C29 125.1(19) . . ? C30 N5 C28 123.3(18) . . ? C29 N5 C28 111.5(12) . . ? N5 C28 H28A 109.5 . . ? N5 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? N5 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N5 C30 O5 125(2) . . ? N5 C30 H30 117.4 . . ? O5 C30 H30 117.4 . . ? N5 C29 H29A 109.5 . . ? N5 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? N5 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C14 -102.7(6) . . . . ? O1 C1 C2 C14 75.9(6) . . . . ? C14 C3 C5 C11 60.0(7) . . . . ? C14 C3 C5 C6 -60.3(8) . . . . ? C11 C5 C6 C7 -59.6(7) . . . . ? C3 C5 C6 C7 60.7(7) . . . . ? C14 C4 C7 C8 177.4(5) . . . . ? C14 C4 C7 C10 -57.4(6) . . . . ? C14 C4 C7 C6 59.8(6) . . . . ? C5 C6 C7 C8 -179.9(5) . . . . ? C5 C6 C7 C4 -59.7(6) . . . . ? C5 C6 C7 C10 58.9(6) . . . . ? C4 C7 C8 C9 55.5(7) . . . . ? C10 C7 C8 C9 -68.3(6) . . . . ? C6 C7 C8 C9 173.4(5) . . . . ? C7 C8 C9 O4 20.6(7) . . . . ? C7 C8 C9 O3 -159.8(5) . . . . ? C8 C7 C10 C12 -177.9(5) . . . . ? C4 C7 C10 C12 57.4(6) . . . . ? C6 C7 C10 C12 -59.9(6) . . . . ? C3 C5 C11 C12 -60.1(7) . . . . ? C6 C5 C11 C12 59.3(7) . . . . ? C7 C10 C12 C13 -58.7(8) . . . . ? C7 C10 C12 C11 61.2(7) . . . . ? C5 C11 C12 C13 59.7(7) . . . . ? C5 C11 C12 C10 -60.3(7) . . . . ? C10 C12 C13 C14 59.9(8) . . . . ? C11 C12 C13 C14 -60.1(7) . . . . ? C7 C4 C14 C13 57.4(6) . . . . ? C7 C4 C14 C2 176.2(5) . . . . ? C7 C4 C14 C3 -60.1(6) . . . . ? C12 C13 C14 C4 -58.7(7) . . . . ? C12 C13 C14 C2 179.2(5) . . . . ? C12 C13 C14 C3 59.0(6) . . . . ? C1 C2 C14 C4 54.1(7) . . . . ? C1 C2 C14 C13 173.9(5) . . . . ? C1 C2 C14 C3 -68.0(7) . . . . ? C5 C3 C14 C4 59.9(7) . . . . ? C5 C3 C14 C13 -58.1(7) . . . . ? C5 C3 C14 C2 -175.7(5) . . . . ? N2 C15 C16 C17 0.0(9) . . . . ? C15 C16 C17 C18 -0.6(9) . . . . ? C15 C16 C17 C20 179.5(6) . . . . ? C16 C17 C18 C19 0.7(9) . . . . ? C20 C17 C18 C19 -179.4(6) . . . . ? C17 C18 C19 N2 -0.2(11) . . . . ? C18 C17 C20 C22 -0.9(9) . . . . ? C16 C17 C20 C22 179.0(6) . . . . ? C18 C17 C20 C21 178.1(6) . . . . ? C16 C17 C20 C21 -2.0(9) . . . . ? C22 C20 C21 C27 -0.2(10) . . . 1_465 ? C17 C20 C21 C27 -179.3(6) . . . 1_465 ? C21 C20 C22 C26 -0.5(11) . . . 1_465 ? C17 C20 C22 C26 178.6(7) . . . 1_465 ? C22 C26 N1 C27 -2.0(11) 1_645 . . . ? C22 C26 N1 Cd1 176.1(6) 1_645 . . . ? C21 C27 N1 C26 1.2(10) 1_645 . . . ? C21 C27 N1 Cd1 -176.8(6) 1_645 . . . ? O3 Cd1 N1 C26 163.1(6) 2_565 . . . ? O4 Cd1 N1 C26 35.0(5) 1_655 . . . ? N2 Cd1 N1 C26 90(2) . . . . ? O2 Cd1 N1 C26 -108.4(5) . . . . ? O1 Cd1 N1 C26 -53.0(5) . . . . ? O3 Cd1 N1 C27 -19.0(5) 2_565 . . . ? O4 Cd1 N1 C27 -147.1(5) 1_655 . . . ? N2 Cd1 N1 C27 -92(2) . . . . ? O2 Cd1 N1 C27 69.5(5) . . . . ? O1 Cd1 N1 C27 125.0(5) . . . . ? C18 C19 N2 C15 -0.4(10) . . . . ? C18 C19 N2 Cd1 -176.5(5) . . . . ? C16 C15 N2 C19 0.5(9) . . . . ? C16 C15 N2 Cd1 176.7(5) . . . . ? O3 Cd1 N2 C19 -162.7(5) 2_565 . . . ? O4 Cd1 N2 C19 -35.0(5) 1_655 . . . ? N1 Cd1 N2 C19 -90(2) . . . . ? O2 Cd1 N2 C19 108.4(5) . . . . ? O1 Cd1 N2 C19 53.3(5) . . . . ? O3 Cd1 N2 C15 21.3(5) 2_565 . . . ? O4 Cd1 N2 C15 149.0(4) 1_655 . . . ? N1 Cd1 N2 C15 94(2) . . . . ? O2 Cd1 N2 C15 -67.6(4) . . . . ? O1 Cd1 N2 C15 -122.7(5) . . . . ? O2 C1 O1 Cd1 4.6(5) . . . . ? C2 C1 O1 Cd1 -173.9(4) . . . . ? O3 Cd1 O1 C1 -6.2(4) 2_565 . . . ? O4 Cd1 O1 C1 177.6(3) 1_655 . . . ? N2 Cd1 O1 C1 86.5(3) . . . . ? N1 Cd1 O1 C1 -96.2(3) . . . . ? O2 Cd1 O1 C1 -2.5(3) . . . . ? O1 C1 O2 Cd1 -4.6(5) . . . . ? C2 C1 O2 Cd1 173.9(4) . . . . ? O3 Cd1 O2 C1 -179.6(3) 2_565 . . . ? O4 Cd1 O2 C1 2.8(4) 1_655 . . . ? N2 Cd1 O2 C1 -86.4(3) . . . . ? N1 Cd1 O2 C1 95.0(3) . . . . ? O1 Cd1 O2 C1 2.6(3) . . . . ? O4 C9 O3 Cd1 -19.0(8) . . . 2_565 ? C8 C9 O3 Cd1 161.6(4) . . . 2_565 ? O3 C9 O4 Cd1 -30.8(8) . . . 1_455 ? C8 C9 O4 Cd1 148.7(4) . . . 1_455 ? C29 N5 C30 O5 -177.1(16) . . . . ? C28 N5 C30 O5 3(2) . . . . ? _diffrn_measured_fraction_theta_max 0.881 _diffrn_reflns_theta_full 28.09 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 2.176 _refine_diff_density_min -1.462 _refine_diff_density_rms 0.188 data_Mn-ADA-1 _database_code_depnum_ccdc_archive 'CCDC 760836' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H33 Mn N3 O5' _chemical_formula_sum 'C27 H33 Mn N3 O5' _chemical_formula_weight 534.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8816(16) _cell_length_b 10.2469(18) _cell_length_c 15.551(3) _cell_angle_alpha 71.530(3) _cell_angle_beta 89.774(3) _cell_angle_gamma 74.903(3) _cell_volume 1291.3(4) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2592 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 21.43 _exptl_crystal_description Prismic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.375 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 562 _exptl_absorpt_coefficient_mu 0.553 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9486 _exptl_absorpt_correction_T_max 0.9653 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-58' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14927 _diffrn_reflns_av_R_equivalents 0.0716 _diffrn_reflns_av_sigmaI/netI 0.0996 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 28.22 _reflns_number_total 5891 _reflns_number_gt 3755 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0554P)^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 0.0193(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5871 _refine_ls_number_parameters 328 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0932 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.1340 _refine_ls_wR_factor_gt 0.1111 _refine_ls_goodness_of_fit_ref 0.948 _refine_ls_restrained_S_all 0.948 _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 0.94709(5) -0.16692(4) 0.59205(3) 0.02627(16) Uani 1 1 d . . . O1 O 0.8917(2) -0.1318(2) 0.45346(14) 0.0381(5) Uani 1 1 d . . . O2 O 0.8793(2) 0.0895(2) 0.36396(14) 0.0354(5) Uani 1 1 d . . . O5 O 0.2330(2) 0.2895(2) 0.36950(14) 0.0401(6) Uani 1 1 d . . . O6 O 0.0947(2) 0.2712(2) 0.26004(14) 0.0411(6) Uani 1 1 d . . . N1 N 1.1450(3) -0.3578(2) 0.58784(17) 0.0308(6) Uani 1 1 d . . . N2 N 0.7598(3) 0.0347(2) 0.58996(16) 0.0295(6) Uani 1 1 d . . . C1 C 1.2653(4) -0.4145(3) 0.6511(2) 0.0465(9) Uani 1 1 d . . . H1 H 1.2675 -0.3726 0.6959 0.056 Uiso 1 1 calc R . . C2 C 0.5189(3) 0.2763(3) 0.5892(2) 0.0265(7) Uani 1 1 d . . . C3 C 0.6359(3) 0.0898(3) 0.5282(2) 0.0321(7) Uani 1 1 d . . . H3 H 0.6311 0.0458 0.4847 0.038 Uiso 1 1 calc R . . C4 C 0.3901(3) 0.4027(3) 0.5889(2) 0.0268(7) Uani 1 1 d . . . C5 C 0.5152(3) 0.2075(3) 0.5251(2) 0.0317(7) Uani 1 1 d . . . H5 H 0.4319 0.2410 0.4806 0.038 Uiso 1 1 calc R . . C9 C 0.2050(3) 0.3094(3) 0.2862(2) 0.0306(7) Uani 1 1 d . . . C12 C 0.5411(3) 0.1571(3) 0.26222(19) 0.0296(7) Uani 1 1 d . . . H12A H 0.4806 0.0989 0.3008 0.035 Uiso 1 1 calc R . . H12B H 0.5876 0.1998 0.2988 0.035 Uiso 1 1 calc R . . C13 C 0.8540(3) -0.0307(3) 0.3792(2) 0.0291(7) Uani 1 1 d . . . C15 C 0.6717(3) 0.0615(3) 0.2261(2) 0.0317(7) Uani 1 1 d . . . C16 C 0.7760(3) -0.0613(3) 0.3041(2) 0.0325(7) Uani 1 1 d . . . H16A H 0.7130 -0.1250 0.3327 0.039 Uiso 1 1 calc R . . H16B H 0.8582 -0.1143 0.2770 0.039 Uiso 1 1 calc R . . C17 C 0.4320(3) 0.2758(3) 0.1838(2) 0.0332(7) Uani 1 1 d . . . C19 C 0.6467(3) 0.2192(3) 0.6533(2) 0.0359(8) Uani 1 1 d . . . H19 H 0.6547 0.2610 0.6976 0.043 Uiso 1 1 calc R . . C20 C 0.7622(3) 0.1004(3) 0.6516(2) 0.0360(8) Uani 1 1 d . . . H20 H 0.8463 0.0639 0.6958 0.043 Uiso 1 1 calc R . . C23 C 0.3067(3) 0.3782(3) 0.2184(2) 0.0371(8) Uani 1 1 d . . . H23A H 0.3588 0.4291 0.2461 0.045 Uiso 1 1 calc R . . H23B H 0.2394 0.4485 0.1664 0.045 Uiso 1 1 calc R . . C25 C 0.5315(4) 0.3644(3) 0.1230(2) 0.0421(8) Uani 1 1 d . . . H25A H 0.4646 0.4403 0.0731 0.050 Uiso 1 1 calc R . . H25B H 0.5798 0.4081 0.1582 0.050 Uiso 1 1 calc R . . C26 C 0.5811(4) 0.2044(4) 0.0282(2) 0.0557(11) Uani 1 1 d . . . H26A H 0.5132 0.2793 -0.0218 0.067 Uiso 1 1 calc R . . H26B H 0.6605 0.1456 0.0029 0.067 Uiso 1 1 calc R . . C30 C 1.1480(4) -0.4203(3) 0.5249(2) 0.0450(9) Uani 1 1 d . . . H30 H 1.0660 -0.3827 0.4794 0.054 Uiso 1 1 calc R . . C31 C 1.3868(4) -0.5316(3) 0.6541(2) 0.0464(9) Uani 1 1 d . . . H31 H 1.4673 -0.5666 0.7004 0.056 Uiso 1 1 calc R . . C34 C 0.5926(4) -0.0034(4) 0.1682(2) 0.0416(8) Uani 1 1 d . . . H34A H 0.6723 -0.0647 0.1447 0.050 Uiso 1 1 calc R . . H34B H 0.5318 -0.0619 0.2062 0.050 Uiso 1 1 calc R . . C35 C 0.3586(4) 0.2069(4) 0.1268(2) 0.0433(9) Uani 1 1 d . . . H35A H 0.2964 0.1494 0.1642 0.052 Uiso 1 1 calc R . . H35B H 0.2897 0.2811 0.0769 0.052 Uiso 1 1 calc R . . C37 C 0.7661(4) 0.1535(3) 0.1642(2) 0.0391(8) Uani 1 1 d . . . H37A H 0.8157 0.1968 0.1991 0.047 Uiso 1 1 calc R . . H37B H 0.8477 0.0938 0.1408 0.047 Uiso 1 1 calc R . . C42 C 0.2652(4) 0.4623(3) 0.5227(2) 0.0449(9) Uani 1 1 d . . . H42 H 0.2604 0.4231 0.4767 0.054 Uiso 1 1 calc R . . C44 C 0.4855(4) 0.1128(4) 0.0889(2) 0.0466(9) Uani 1 1 d . . . H44 H 0.4369 0.0685 0.0534 0.056 Uiso 1 1 calc R . . C45 C 0.6589(4) 0.2708(4) 0.0849(2) 0.0457(9) Uani 1 1 d . . . H45 H 0.7203 0.3296 0.0463 0.055 Uiso 1 1 calc R . . O10 O 1.1248(7) 0.7759(8) 0.1901(5) 0.241(4) Uani 1 1 d . . . N6 N 0.9617(5) 0.7004(5) 0.1265(4) 0.0960(14) Uani 1 1 d . . . C50 C 0.9613(6) 0.8019(7) 0.0361(5) 0.125(2) Uani 1 1 d . . . H50A H 0.9904 0.7509 -0.0064 0.187 Uiso 1 1 calc R . . H50B H 1.0349 0.8552 0.0378 0.187 Uiso 1 1 calc R . . H50C H 0.8585 0.8664 0.0173 0.187 Uiso 1 1 calc R . . C51 C 0.8663(7) 0.6075(7) 0.1274(4) 0.158(3) Uani 1 1 d . . . H51A H 0.8650 0.5474 0.1888 0.237 Uiso 1 1 calc R . . H51B H 0.9082 0.5492 0.0907 0.237 Uiso 1 1 calc R . . H51C H 0.7616 0.6635 0.1036 0.237 Uiso 1 1 calc R . . C65 C 1.0388(9) 0.6972(10) 0.1932(7) 0.215(6) Uani 1 1 d . . . H65 H 1.0319 0.6318 0.2493 0.258 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 0.0221(2) 0.0201(2) 0.0325(3) -0.00913(19) 0.00124(19) 0.00182(18) O1 0.0457(14) 0.0275(12) 0.0326(13) -0.0073(10) -0.0029(10) 0.0015(10) O2 0.0290(12) 0.0276(12) 0.0468(14) -0.0121(10) -0.0035(10) -0.0031(9) O5 0.0389(13) 0.0493(14) 0.0324(13) -0.0137(11) 0.0030(10) -0.0120(11) O6 0.0332(13) 0.0508(15) 0.0396(14) -0.0141(11) 0.0008(10) -0.0128(11) N1 0.0286(14) 0.0232(13) 0.0385(16) -0.0117(12) 0.0010(12) -0.0015(11) N2 0.0236(13) 0.0256(13) 0.0359(15) -0.0101(12) 0.0021(11) -0.0009(11) C1 0.048(2) 0.038(2) 0.049(2) -0.0273(17) -0.0122(17) 0.0112(17) C2 0.0219(15) 0.0214(15) 0.0342(18) -0.0089(13) 0.0020(13) -0.0027(12) C3 0.0274(16) 0.0289(17) 0.0409(19) -0.0182(15) 0.0021(14) -0.0008(13) C4 0.0235(15) 0.0225(15) 0.0347(18) -0.0113(13) 0.0020(13) -0.0044(12) C5 0.0225(15) 0.0292(17) 0.0395(19) -0.0134(14) -0.0039(13) 0.0026(13) C9 0.0245(16) 0.0239(16) 0.0360(19) -0.0076(14) 0.0004(14) 0.0032(13) C12 0.0275(16) 0.0317(17) 0.0265(17) -0.0066(13) 0.0014(13) -0.0066(13) C13 0.0191(15) 0.0290(17) 0.0352(18) -0.0123(15) 0.0051(13) 0.0023(13) C15 0.0276(16) 0.0342(17) 0.0306(18) -0.0106(14) 0.0008(13) -0.0036(14) C16 0.0306(17) 0.0309(17) 0.0341(18) -0.0107(14) 0.0039(14) -0.0053(14) C17 0.0294(17) 0.0360(18) 0.0287(18) -0.0081(14) 0.0008(14) -0.0025(14) C19 0.0294(17) 0.0354(18) 0.045(2) -0.0228(16) -0.0052(15) 0.0005(14) C20 0.0245(16) 0.0368(18) 0.042(2) -0.0170(16) -0.0073(14) 0.0040(14) C23 0.0298(17) 0.0316(18) 0.041(2) -0.0040(15) 0.0014(15) -0.0021(14) C25 0.0348(19) 0.043(2) 0.034(2) 0.0018(16) 0.0022(15) -0.0040(15) C26 0.046(2) 0.076(3) 0.030(2) -0.0134(19) 0.0045(17) 0.005(2) C30 0.0309(18) 0.042(2) 0.058(2) -0.0277(18) -0.0165(16) 0.0113(15) C31 0.039(2) 0.042(2) 0.052(2) -0.0250(17) -0.0171(17) 0.0124(16) C34 0.0376(19) 0.049(2) 0.042(2) -0.0240(17) 0.0061(16) -0.0061(16) C35 0.0343(19) 0.051(2) 0.038(2) -0.0119(17) -0.0019(15) -0.0030(16) C37 0.0320(18) 0.047(2) 0.0330(19) -0.0107(16) 0.0070(15) -0.0039(15) C42 0.0389(19) 0.040(2) 0.056(2) -0.0321(18) -0.0132(17) 0.0091(16) C44 0.039(2) 0.064(2) 0.038(2) -0.0270(19) -0.0032(16) -0.0029(18) C45 0.0359(19) 0.056(2) 0.0317(19) -0.0019(17) 0.0092(15) -0.0059(17) O10 0.161(5) 0.274(8) 0.328(8) -0.247(7) -0.122(5) 0.059(5) N6 0.058(3) 0.091(3) 0.121(4) -0.038(3) -0.001(3) 0.012(2) C50 0.086(4) 0.139(6) 0.174(7) -0.072(5) 0.040(4) -0.047(4) C51 0.108(5) 0.140(6) 0.163(7) 0.035(5) -0.032(5) -0.032(5) C65 0.117(6) 0.264(12) 0.270(10) -0.234(10) -0.108(7) 0.121(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O1 2.107(2) . ? Mn1 O2 2.112(2) 2_756 ? Mn1 O5 2.249(2) 2_656 ? Mn1 N2 2.281(2) . ? Mn1 N1 2.283(2) . ? Mn1 O6 2.283(2) 2_656 ? Mn1 C9 2.607(3) 2_656 ? O1 C13 1.258(3) . ? O2 C13 1.258(3) . ? O2 Mn1 2.112(2) 2_756 ? O5 C9 1.261(3) . ? O5 Mn1 2.249(2) 2_656 ? O6 C9 1.258(3) . ? O6 Mn1 2.283(2) 2_656 ? N1 C30 1.326(4) . ? N1 C1 1.330(4) . ? N2 C20 1.337(4) . ? N2 C3 1.340(4) . ? C1 C31 1.377(4) . ? C1 H1 0.9300 . ? C2 C19 1.385(4) . ? C2 C5 1.396(4) . ? C2 C4 1.487(4) . ? C3 C5 1.377(4) . ? C3 H3 0.9300 . ? C4 C31 1.381(4) 1_465 ? C4 C42 1.386(4) . ? C5 H5 0.9300 . ? C9 C23 1.509(4) . ? C9 Mn1 2.608(3) 2_656 ? C12 C17 1.536(4) . ? C12 C15 1.540(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C16 1.515(4) . ? C15 C16 1.532(4) . ? C15 C37 1.533(4) . ? C15 C34 1.541(4) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C35 1.534(4) . ? C17 C25 1.539(4) . ? C17 C23 1.540(4) . ? C19 C20 1.381(4) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C25 C45 1.530(4) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C44 1.530(5) . ? C26 C45 1.532(5) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C30 C42 1.381(4) 1_645 ? C30 H30 0.9300 . ? C31 C4 1.381(4) 1_645 ? C31 H31 0.9300 . ? C34 C44 1.526(4) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C44 1.528(4) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C37 C45 1.532(4) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C42 C30 1.381(4) 1_465 ? C42 H42 0.9300 . ? C44 H44 0.9800 . ? C45 H45 0.9800 . ? O10 C65 1.238(12) . ? N6 C65 1.234(7) . ? N6 C51 1.426(7) . ? N6 C50 1.459(7) . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? C51 H51A 0.9600 . ? C51 H51B 0.9600 . ? C51 H51C 0.9600 . ? C65 H65 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 Mn1 O2 122.35(9) . 2_756 ? O1 Mn1 O5 90.07(8) . 2_656 ? O2 Mn1 O5 147.58(8) 2_756 2_656 ? O1 Mn1 N2 92.26(8) . . ? O2 Mn1 N2 90.31(8) 2_756 . ? O5 Mn1 N2 88.56(8) 2_656 . ? O1 Mn1 N1 86.41(8) . . ? O2 Mn1 N1 86.96(8) 2_756 . ? O5 Mn1 N1 95.53(8) 2_656 . ? N2 Mn1 N1 175.70(9) . . ? O1 Mn1 O6 147.70(8) . 2_656 ? O2 Mn1 O6 89.91(8) 2_756 2_656 ? O5 Mn1 O6 57.68(8) 2_656 2_656 ? N2 Mn1 O6 88.91(8) . 2_656 ? N1 Mn1 O6 94.40(8) . 2_656 ? O1 Mn1 C9 118.96(9) . 2_656 ? O2 Mn1 C9 118.69(9) 2_756 2_656 ? O5 Mn1 C9 28.91(8) 2_656 2_656 ? N2 Mn1 C9 86.96(8) . 2_656 ? N1 Mn1 C9 97.26(9) . 2_656 ? O6 Mn1 C9 28.86(8) 2_656 2_656 ? C13 O1 Mn1 139.9(2) . . ? C13 O2 Mn1 135.94(19) . 2_756 ? C9 O5 Mn1 91.55(18) . 2_656 ? C9 O6 Mn1 90.03(18) . 2_656 ? C30 N1 C1 115.8(3) . . ? C30 N1 Mn1 123.5(2) . . ? C1 N1 Mn1 120.7(2) . . ? C20 N2 C3 116.3(2) . . ? C20 N2 Mn1 122.93(19) . . ? C3 N2 Mn1 120.72(19) . . ? N1 C1 C31 123.9(3) . . ? N1 C1 H1 118.1 . . ? C31 C1 H1 118.1 . . ? C19 C2 C5 116.6(3) . . ? C19 C2 C4 122.2(3) . . ? C5 C2 C4 121.2(3) . . ? N2 C3 C5 124.0(3) . . ? N2 C3 H3 118.0 . . ? C5 C3 H3 118.0 . . ? C31 C4 C42 115.6(3) 1_465 . ? C31 C4 C2 122.4(3) 1_465 . ? C42 C4 C2 122.0(3) . . ? C3 C5 C2 119.5(3) . . ? C3 C5 H5 120.3 . . ? C2 C5 H5 120.3 . . ? O6 C9 O5 120.4(3) . . ? O6 C9 C23 120.4(3) . . ? O5 C9 C23 119.2(3) . . ? O6 C9 Mn1 61.12(16) . 2_656 ? O5 C9 Mn1 59.55(16) . 2_656 ? C23 C9 Mn1 174.2(2) . 2_656 ? C17 C12 C15 111.2(2) . . ? C17 C12 H12A 109.4 . . ? C15 C12 H12A 109.4 . . ? C17 C12 H12B 109.4 . . ? C15 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? O2 C13 O1 124.6(3) . . ? O2 C13 C16 119.5(3) . . ? O1 C13 C16 115.9(3) . . ? C16 C15 C37 111.9(2) . . ? C16 C15 C12 111.3(2) . . ? C37 C15 C12 109.4(2) . . ? C16 C15 C34 108.3(2) . . ? C37 C15 C34 108.1(3) . . ? C12 C15 C34 107.6(2) . . ? C13 C16 C15 120.4(3) . . ? C13 C16 H16A 107.2 . . ? C15 C16 H16A 107.2 . . ? C13 C16 H16B 107.2 . . ? C15 C16 H16B 107.2 . . ? H16A C16 H16B 106.8 . . ? C35 C17 C12 108.9(3) . . ? C35 C17 C25 108.3(3) . . ? C12 C17 C25 108.1(2) . . ? C35 C17 C23 111.8(2) . . ? C12 C17 C23 112.0(2) . . ? C25 C17 C23 107.6(2) . . ? C20 C19 C2 120.0(3) . . ? C20 C19 H19 120.0 . . ? C2 C19 H19 120.0 . . ? N2 C20 C19 123.6(3) . . ? N2 C20 H20 118.2 . . ? C19 C20 H20 118.2 . . ? C9 C23 C17 115.9(3) . . ? C9 C23 H23A 108.3 . . ? C17 C23 H23A 108.3 . . ? C9 C23 H23B 108.3 . . ? C17 C23 H23B 108.3 . . ? H23A C23 H23B 107.4 . . ? C45 C25 C17 111.1(3) . . ? C45 C25 H25A 109.4 . . ? C17 C25 H25A 109.4 . . ? C45 C25 H25B 109.4 . . ? C17 C25 H25B 109.4 . . ? H25A C25 H25B 108.0 . . ? C44 C26 C45 109.2(3) . . ? C44 C26 H26A 109.9 . . ? C45 C26 H26A 109.9 . . ? C44 C26 H26B 109.9 . . ? C45 C26 H26B 109.9 . . ? H26A C26 H26B 108.3 . . ? N1 C30 C42 124.1(3) . 1_645 ? N1 C30 H30 118.0 . . ? C42 C30 H30 118.0 1_645 . ? C1 C31 C4 120.5(3) . 1_645 ? C1 C31 H31 119.8 . . ? C4 C31 H31 119.8 1_645 . ? C44 C34 C15 111.4(3) . . ? C44 C34 H34A 109.3 . . ? C15 C34 H34A 109.3 . . ? C44 C34 H34B 109.3 . . ? C15 C34 H34B 109.3 . . ? H34A C34 H34B 108.0 . . ? C44 C35 C17 110.6(3) . . ? C44 C35 H35A 109.5 . . ? C17 C35 H35A 109.5 . . ? C44 C35 H35B 109.5 . . ? C17 C35 H35B 109.5 . . ? H35A C35 H35B 108.1 . . ? C45 C37 C15 110.3(3) . . ? C45 C37 H37A 109.6 . . ? C15 C37 H37A 109.6 . . ? C45 C37 H37B 109.6 . . ? C15 C37 H37B 109.6 . . ? H37A C37 H37B 108.1 . . ? C30 C42 C4 120.1(3) 1_465 . ? C30 C42 H42 119.9 1_465 . ? C4 C42 H42 119.9 . . ? C34 C44 C35 108.9(3) . . ? C34 C44 C26 109.6(3) . . ? C35 C44 C26 109.5(3) . . ? C34 C44 H44 109.6 . . ? C35 C44 H44 109.6 . . ? C26 C44 H44 109.6 . . ? C25 C45 C37 108.9(3) . . ? C25 C45 C26 108.9(3) . . ? C37 C45 C26 110.4(3) . . ? C25 C45 H45 109.5 . . ? C37 C45 H45 109.5 . . ? C26 C45 H45 109.5 . . ? C65 N6 C51 125.1(8) . . ? C65 N6 C50 122.1(8) . . ? C51 N6 C50 112.7(5) . . ? N6 C50 H50A 109.5 . . ? N6 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? N6 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? N6 C51 H51A 109.5 . . ? N6 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? N6 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? N6 C65 O10 124.0(12) . . ? N6 C65 H65 118.0 . . ? O10 C65 H65 118.0 . . ? 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 C13 -52.7(3) 2_756 . . . ? O5 Mn1 O1 C13 127.6(3) 2_656 . . . ? N2 Mn1 O1 C13 39.1(3) . . . . ? N1 Mn1 O1 C13 -136.8(3) . . . . ? O6 Mn1 O1 C13 130.6(3) 2_656 . . . ? C9 Mn1 O1 C13 126.8(3) 2_656 . . . ? O1 Mn1 N1 C30 -20.2(3) . . . . ? O2 Mn1 N1 C30 -142.9(3) 2_756 . . . ? O5 Mn1 N1 C30 69.5(3) 2_656 . . . ? N2 Mn1 N1 C30 -92.3(12) . . . . ? O6 Mn1 N1 C30 127.4(3) 2_656 . . . ? C9 Mn1 N1 C30 98.5(3) 2_656 . . . ? O1 Mn1 N1 C1 160.7(3) . . . . ? O2 Mn1 N1 C1 38.0(3) 2_756 . . . ? O5 Mn1 N1 C1 -109.6(3) 2_656 . . . ? N2 Mn1 N1 C1 88.6(13) . . . . ? O6 Mn1 N1 C1 -51.6(3) 2_656 . . . ? C9 Mn1 N1 C1 -80.5(3) 2_656 . . . ? O1 Mn1 N2 C20 -159.3(2) . . . . ? O2 Mn1 N2 C20 -36.9(2) 2_756 . . . ? O5 Mn1 N2 C20 110.7(2) 2_656 . . . ? N1 Mn1 N2 C20 -87.4(12) . . . . ? O6 Mn1 N2 C20 53.0(2) 2_656 . . . ? C9 Mn1 N2 C20 81.8(2) 2_656 . . . ? O1 Mn1 N2 C3 24.1(2) . . . . ? O2 Mn1 N2 C3 146.5(2) 2_756 . . . ? O5 Mn1 N2 C3 -65.9(2) 2_656 . . . ? N1 Mn1 N2 C3 96.0(12) . . . . ? O6 Mn1 N2 C3 -123.6(2) 2_656 . . . ? C9 Mn1 N2 C3 -94.8(2) 2_656 . . . ? C30 N1 C1 C31 -0.7(5) . . . . ? Mn1 N1 C1 C31 178.4(3) . . . . ? C20 N2 C3 C5 0.4(4) . . . . ? Mn1 N2 C3 C5 177.2(2) . . . . ? C19 C2 C4 C31 -2.1(5) . . . 1_465 ? C5 C2 C4 C31 176.7(3) . . . 1_465 ? C19 C2 C4 C42 177.7(3) . . . . ? C5 C2 C4 C42 -3.4(5) . . . . ? N2 C3 C5 C2 0.1(5) . . . . ? C19 C2 C5 C3 -0.3(4) . . . . ? C4 C2 C5 C3 -179.3(3) . . . . ? Mn1 O6 C9 O5 -5.8(3) 2_656 . . . ? Mn1 O6 C9 C23 173.5(2) 2_656 . . . ? Mn1 O5 C9 O6 5.9(3) 2_656 . . . ? Mn1 O5 C9 C23 -173.4(2) 2_656 . . . ? Mn1 O2 C13 O1 31.7(4) 2_756 . . . ? Mn1 O2 C13 C16 -146.9(2) 2_756 . . . ? Mn1 O1 C13 O2 20.9(5) . . . . ? Mn1 O1 C13 C16 -160.4(2) . . . . ? C17 C12 C15 C16 -177.3(2) . . . . ? C17 C12 C15 C37 58.4(3) . . . . ? C17 C12 C15 C34 -58.8(3) . . . . ? O2 C13 C16 C15 -24.3(4) . . . . ? O1 C13 C16 C15 157.0(3) . . . . ? C37 C15 C16 C13 68.3(4) . . . . ? C12 C15 C16 C13 -54.5(4) . . . . ? C34 C15 C16 C13 -172.6(3) . . . . ? C15 C12 C17 C35 59.3(3) . . . . ? C15 C12 C17 C25 -58.1(3) . . . . ? C15 C12 C17 C23 -176.5(2) . . . . ? C5 C2 C19 C20 0.1(5) . . . . ? C4 C2 C19 C20 179.0(3) . . . . ? C3 N2 C20 C19 -0.6(5) . . . . ? Mn1 N2 C20 C19 -177.4(2) . . . . ? C2 C19 C20 N2 0.4(5) . . . . ? O6 C9 C23 C17 -77.6(4) . . . . ? O5 C9 C23 C17 101.7(3) . . . . ? Mn1 C9 C23 C17 26(2) 2_656 . . . ? C35 C17 C23 C9 66.4(4) . . . . ? C12 C17 C23 C9 -56.2(4) . . . . ? C25 C17 C23 C9 -174.9(3) . . . . ? C35 C17 C25 C45 -58.5(3) . . . . ? C12 C17 C25 C45 59.3(3) . . . . ? C23 C17 C25 C45 -179.5(3) . . . . ? C1 N1 C30 C42 0.6(5) . . . 1_645 ? Mn1 N1 C30 C42 -178.5(3) . . . 1_645 ? N1 C1 C31 C4 0.5(6) . . . 1_645 ? C16 C15 C34 C44 179.7(3) . . . . ? C37 C15 C34 C44 -58.8(3) . . . . ? C12 C15 C34 C44 59.3(3) . . . . ? C12 C17 C35 C44 -59.0(3) . . . . ? C25 C17 C35 C44 58.4(3) . . . . ? C23 C17 C35 C44 176.7(3) . . . . ? C16 C15 C37 C45 177.5(3) . . . . ? C12 C15 C37 C45 -58.6(3) . . . . ? C34 C15 C37 C45 58.3(3) . . . . ? C31 C4 C42 C30 -0.1(5) 1_465 . . 1_465 ? C2 C4 C42 C30 -180.0(3) . . . 1_465 ? C15 C34 C44 C35 -60.1(4) . . . . ? C15 C34 C44 C26 59.6(4) . . . . ? C17 C35 C44 C34 59.3(4) . . . . ? C17 C35 C44 C26 -60.5(4) . . . . ? C45 C26 C44 C34 -58.6(4) . . . . ? C45 C26 C44 C35 60.7(4) . . . . ? C17 C25 C45 C37 -60.5(4) . . . . ? C17 C25 C45 C26 60.0(3) . . . . ? C15 C37 C45 C25 59.5(4) . . . . ? C15 C37 C45 C26 -60.0(3) . . . . ? C44 C26 C45 C25 -60.2(4) . . . . ? C44 C26 C45 C37 59.3(4) . . . . ? C51 N6 C65 O10 177.5(6) . . . . ? C50 N6 C65 O10 -1.7(10) . . . . ? _diffrn_measured_fraction_theta_max 0.922 _diffrn_reflns_theta_full 28.22 _diffrn_measured_fraction_theta_full 0.922 _refine_diff_density_max 0.644 _refine_diff_density_min -0.430 _refine_diff_density_rms 0.156 data_Mn-ADA-2 _database_code_depnum_ccdc_archive 'CCDC 760837' _chemical_name_systematic ; ? ; _chemical_name_common Mn-ADA-2 _chemical_melting_point ? _chemical_formula_moiety 'C38 H50 Mn N2 O10 ' _chemical_formula_sum 'C38 H50 Mn N2 O10' _chemical_formula_weight 749.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.495(2) _cell_length_b 11.6667(10) _cell_length_c 13.2885(12) _cell_angle_alpha 90.00 _cell_angle_beta 94.286(2) _cell_angle_gamma 90.00 _cell_volume 3632.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3329 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 27.65 _exptl_crystal_description Prismic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.370 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1620 _exptl_absorpt_coefficient_mu 0.425 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9486 _exptl_absorpt_correction_T_max 0.9653 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-58' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20390 _diffrn_reflns_av_R_equivalents 0.0628 _diffrn_reflns_av_sigmaI/netI 0.0646 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 28.25 _reflns_number_total 4251 _reflns_number_gt 3275 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0501P)^2^+1.8566P] 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 4251 _refine_ls_number_parameters 241 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0786 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1139 _refine_ls_wR_factor_gt 0.1032 _refine_ls_goodness_of_fit_ref 0.945 _refine_ls_restrained_S_all 0.945 _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 Mn2 Mn 0.0000 0.27386(4) 0.7500 0.01748(14) Uani 1 2 d S . . O9 O 0.39651(8) -0.03678(17) 0.53171(16) 0.0529(6) Uani 1 1 d . . . O10 O 0.37376(7) 0.12509(16) 0.60744(14) 0.0435(5) Uani 1 1 d . . . H16 H 0.3921 0.1520 0.5620 0.065 Uiso 1 1 d R . . O11 O 0.07347(7) 0.27214(15) 0.53282(13) 0.0367(4) Uani 1 1 d . . . O12 O 0.08375(7) 0.26833(14) 0.70072(13) 0.0341(4) Uani 1 1 d . . . O19 O -0.03375(8) 0.27510(16) 0.58881(13) 0.0316(4) Uani 1 1 d . . . N3 N 0.0000 0.4698(2) 0.7500 0.0290(6) Uani 1 2 d S . . N4 N 0.0000 0.0770(2) 0.7500 0.0284(6) Uani 1 2 d S . . C1 C 0.0000 -0.1630(3) 0.7500 0.0282(8) Uani 1 2 d S . . C4 C 0.24568(9) 0.0953(2) 0.63400(18) 0.0284(5) Uani 1 1 d . . . H4A H 0.2670 0.1452 0.5897 0.034 Uiso 1 1 d R . . H4B H 0.2537 0.1208 0.7016 0.034 Uiso 1 1 d R . . C10 C 0.10335(10) 0.26078(19) 0.6158(2) 0.0294(5) Uani 1 1 d . . . C12 C -0.02574(10) 0.53016(19) 0.81946(18) 0.0297(5) Uani 1 1 d . . . H12 H -0.0440 0.4902 0.8684 0.036 Uiso 1 1 calc R . . C14 C 0.18164(9) 0.10902(19) 0.60325(17) 0.0260(5) Uani 1 1 d . . . C15 C 0.25249(12) -0.0674(2) 0.5148(2) 0.0469(7) Uani 1 1 d . . . H15A H 0.2646 -0.1462 0.5070 0.056 Uiso 1 1 calc R . . H15B H 0.2736 -0.0198 0.4707 0.056 Uiso 1 1 calc R . . C16 C 0.16680(10) 0.2370(2) 0.6149(2) 0.0328(6) Uani 1 1 d . . . H16A H 0.1858 0.2652 0.6773 0.039 Uiso 1 1 calc R . . H16B H 0.1816 0.2794 0.5598 0.039 Uiso 1 1 calc R . . C26 C 0.15453(13) -0.1313(3) 0.5534(3) 0.0646(10) Uani 1 1 d . . . H26A H 0.1644 -0.2135 0.5488 0.077 Uiso 1 1 d R . . H26B H 0.1132 -0.1266 0.5358 0.077 Uiso 1 1 d R . . C34 C -0.01611(11) 0.0166(2) 0.66696(19) 0.0340(6) Uani 1 1 d . . . H34 H -0.0276 0.0563 0.6084 0.041 Uiso 1 1 d R . . C35 C -0.02669(10) 0.64829(19) 0.82239(18) 0.0294(5) Uani 1 1 d . . . H35 H -0.0447 0.6867 0.8724 0.035 Uiso 1 1 d R . . C36 C 0.26555(10) -0.0297(2) 0.62453(19) 0.0332(6) Uani 1 1 d . . . C42 C -0.01625(11) -0.1010(2) 0.66342(18) 0.0343(6) Uani 1 1 d . . . H42 H -0.0274 -0.1389 0.6036 0.041 Uiso 1 1 d R . . C45 C 0.32944(10) -0.0443(2) 0.6593(2) 0.0423(7) Uani 1 1 d . . . H45A H 0.3386 -0.1261 0.6635 0.051 Uiso 1 1 d R . . H45B H 0.3361 -0.0144 0.7283 0.051 Uiso 1 1 d R . . C53 C 0.36999(11) 0.0132(2) 0.5934(2) 0.0382(6) Uani 1 1 d . . . C55 C 0.23034(11) -0.1042(2) 0.6922(2) 0.0463(7) Uani 1 1 d . . . H55A H 0.2416 -0.1838 0.6864 0.056 Uiso 1 1 calc R . . H55B H 0.2380 -0.0811 0.7620 0.056 Uiso 1 1 calc R . . C57 C 0.0000 0.7101(3) 0.7500 0.0271(7) Uani 1 2 d S . . C58 C 0.14807(11) 0.0325(2) 0.6715(2) 0.0374(6) Uani 1 1 d . . . H58A H 0.1076 0.0395 0.6524 0.045 Uiso 1 1 calc R . . H58B H 0.1548 0.0573 0.7410 0.045 Uiso 1 1 calc R . . C62 C 0.18836(13) -0.0572(3) 0.4849(2) 0.0532(8) Uani 1 1 d . . . H62 H 0.1807 -0.0823 0.4148 0.064 Uiso 1 1 calc R . . C64 C 0.17044(12) 0.0680(2) 0.49419(19) 0.0413(7) Uani 1 1 d . . . H64A H 0.1917 0.1152 0.4500 0.050 Uiso 1 1 calc R . . H64B H 0.1302 0.0758 0.4734 0.050 Uiso 1 1 calc R . . C70 C 0.16638(12) -0.0927(2) 0.6622(3) 0.0488(8) Uani 1 1 d . . . H70 H 0.1448 -0.1406 0.7064 0.059 Uiso 1 1 calc R . . H14 H -0.0010(15) 0.281(3) 0.548(3) 0.085(12) Uiso 1 1 d . . . H13 H -0.0563(14) 0.325(3) 0.570(2) 0.066(11) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn2 0.0188(2) 0.0112(2) 0.0225(3) 0.000 0.00190(18) 0.000 O9 0.0489(12) 0.0480(13) 0.0644(14) 0.0095(10) 0.0218(11) 0.0181(10) O10 0.0348(10) 0.0487(12) 0.0486(12) 0.0070(9) 0.0134(9) 0.0021(9) O11 0.0259(9) 0.0457(11) 0.0389(11) 0.0020(9) 0.0038(8) 0.0052(8) O12 0.0270(9) 0.0357(10) 0.0400(11) -0.0063(8) 0.0049(8) 0.0019(7) O19 0.0278(9) 0.0315(9) 0.0352(10) 0.0020(8) 0.0015(8) 0.0051(8) N3 0.0366(17) 0.0159(14) 0.0352(17) 0.000 0.0070(13) 0.000 N4 0.0292(15) 0.0198(14) 0.0358(17) 0.000 0.0000(13) 0.000 C1 0.0261(17) 0.0174(16) 0.041(2) 0.000 0.0001(15) 0.000 C4 0.0253(12) 0.0312(13) 0.0289(13) 0.0020(10) 0.0042(10) 0.0024(10) C10 0.0249(12) 0.0179(11) 0.0459(16) -0.0030(10) 0.0064(11) 0.0003(9) C12 0.0374(14) 0.0199(12) 0.0328(14) 0.0025(10) 0.0091(11) -0.0020(10) C14 0.0216(11) 0.0262(12) 0.0301(13) -0.0025(10) 0.0013(10) 0.0034(9) C15 0.0470(17) 0.0415(17) 0.0521(19) -0.0109(13) 0.0033(14) 0.0195(13) C16 0.0233(12) 0.0278(13) 0.0475(16) -0.0049(11) 0.0039(11) 0.0026(10) C26 0.0411(18) 0.0341(17) 0.116(3) -0.0213(18) -0.0079(19) 0.0058(14) C34 0.0458(15) 0.0215(12) 0.0335(14) 0.0035(10) -0.0056(12) 0.0001(11) C35 0.0367(14) 0.0213(12) 0.0306(13) -0.0027(10) 0.0057(11) 0.0023(10) C36 0.0258(13) 0.0326(14) 0.0413(15) 0.0076(11) 0.0038(11) 0.0083(10) C42 0.0495(16) 0.0213(12) 0.0310(14) -0.0019(10) -0.0054(12) -0.0010(11) C45 0.0297(14) 0.0456(16) 0.0517(18) 0.0192(13) 0.0045(12) 0.0129(12) C53 0.0252(13) 0.0428(16) 0.0461(17) 0.0140(13) 0.0000(12) 0.0118(12) C55 0.0368(16) 0.0385(16) 0.064(2) 0.0195(14) 0.0083(14) 0.0091(12) C57 0.0323(18) 0.0175(17) 0.0306(19) 0.000 -0.0035(14) 0.000 C58 0.0282(14) 0.0393(15) 0.0451(16) 0.0051(12) 0.0050(12) 0.0031(11) C62 0.0510(18) 0.0524(19) 0.0534(19) -0.0290(15) -0.0130(15) 0.0164(15) C64 0.0380(15) 0.0487(17) 0.0360(15) -0.0092(13) -0.0060(12) 0.0141(13) C70 0.0332(15) 0.0323(15) 0.081(2) 0.0150(15) 0.0079(15) 0.0015(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn2 O12 2.1206(16) 2_556 ? Mn2 O12 2.1207(16) . ? Mn2 O19 2.2278(18) . ? Mn2 O19 2.2279(18) 2_556 ? Mn2 N3 2.286(3) . ? Mn2 N4 2.297(3) . ? O9 C53 1.215(3) . ? O10 C53 1.320(3) . ? O10 H16 0.8283 . ? O11 C10 1.269(3) . ? O12 C10 1.254(3) . ? O19 H14 0.98(4) . ? O19 H13 0.82(3) . ? N3 C12 1.340(3) 2_556 ? N3 C12 1.340(3) . ? N4 C34 1.339(3) . ? N4 C34 1.339(3) 2_556 ? C1 C42 1.388(3) 2_556 ? C1 C42 1.388(3) . ? C1 C57 1.481(4) 1_545 ? C4 C14 1.538(3) . ? C4 C36 1.539(3) . ? C4 H4A 0.9895 . ? C4 H4B 0.9520 . ? C10 C16 1.517(3) . ? C12 C35 1.379(3) . ? C12 H12 0.9300 . ? C14 C64 1.530(3) . ? C14 C58 1.532(3) . ? C14 C16 1.543(3) . ? C15 C36 1.532(4) . ? C15 C62 1.534(4) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C26 C70 1.520(4) . ? C26 C62 1.521(4) . ? C26 H26A 0.9898 . ? C26 H26B 0.9831 . ? C34 C42 1.374(3) . ? C34 H34 0.9285 . ? C35 C57 1.389(3) . ? C35 H35 0.9297 . ? C36 C55 1.536(3) . ? C36 C45 1.547(3) . ? C42 H42 0.9295 . ? C45 C53 1.500(3) . ? C45 H45A 0.9793 . ? C45 H45B 0.9833 . ? C55 C70 1.532(4) . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C57 C35 1.389(3) 2_556 ? C57 C1 1.481(4) 1_565 ? C58 C70 1.530(4) . ? C58 H58A 0.9700 . ? C58 H58B 0.9700 . ? C62 C64 1.528(4) . ? C62 H62 0.9800 . ? C64 H64A 0.9700 . ? C64 H64B 0.9700 . ? C70 H70 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O12 Mn2 O12 176.51(9) 2_556 . ? O12 Mn2 O19 91.45(7) 2_556 . ? O12 Mn2 O19 88.58(7) . . ? O12 Mn2 O19 88.58(7) 2_556 2_556 ? O12 Mn2 O19 91.45(7) . 2_556 ? O19 Mn2 O19 179.26(10) . 2_556 ? O12 Mn2 N3 91.75(5) 2_556 . ? O12 Mn2 N3 91.75(5) . . ? O19 Mn2 N3 89.63(5) . . ? O19 Mn2 N3 89.63(5) 2_556 . ? O12 Mn2 N4 88.25(5) 2_556 . ? O12 Mn2 N4 88.25(5) . . ? O19 Mn2 N4 90.37(5) . . ? O19 Mn2 N4 90.37(5) 2_556 . ? N3 Mn2 N4 180.000(1) . . ? C53 O10 H16 107.7 . . ? C10 O12 Mn2 133.78(16) . . ? Mn2 O19 H14 107(2) . . ? Mn2 O19 H13 119(2) . . ? H14 O19 H13 107(3) . . ? C12 N3 C12 116.6(3) 2_556 . ? C12 N3 Mn2 121.68(13) 2_556 . ? C12 N3 Mn2 121.68(14) . . ? C34 N4 C34 116.6(3) . 2_556 ? C34 N4 Mn2 121.69(14) . . ? C34 N4 Mn2 121.69(14) 2_556 . ? C42 C1 C42 117.2(3) 2_556 . ? C42 C1 C57 121.40(15) 2_556 1_545 ? C42 C1 C57 121.40(15) . 1_545 ? C14 C4 C36 111.93(19) . . ? C14 C4 H4A 108.0 . . ? C36 C4 H4A 109.8 . . ? C14 C4 H4B 109.8 . . ? C36 C4 H4B 109.5 . . ? H4A C4 H4B 107.8 . . ? O12 C10 O11 123.9(2) . . ? O12 C10 C16 116.5(2) . . ? O11 C10 C16 119.5(2) . . ? N3 C12 C35 123.6(2) . . ? N3 C12 H12 118.2 . . ? C35 C12 H12 118.2 . . ? C64 C14 C58 108.6(2) . . ? C64 C14 C4 108.35(19) . . ? C58 C14 C4 108.60(19) . . ? C64 C14 C16 111.9(2) . . ? C58 C14 C16 111.95(19) . . ? C4 C14 C16 107.33(18) . . ? C36 C15 C62 110.3(2) . . ? C36 C15 H15A 109.6 . . ? C62 C15 H15A 109.6 . . ? C36 C15 H15B 109.6 . . ? C62 C15 H15B 109.6 . . ? H15A C15 H15B 108.1 . . ? C10 C16 C14 114.05(19) . . ? C10 C16 H16A 108.7 . . ? C14 C16 H16A 108.7 . . ? C10 C16 H16B 108.7 . . ? C14 C16 H16B 108.7 . . ? H16A C16 H16B 107.6 . . ? C70 C26 C62 109.5(2) . . ? C70 C26 H26A 108.6 . . ? C62 C26 H26A 112.2 . . ? C70 C26 H26B 108.5 . . ? C62 C26 H26B 112.2 . . ? H26A C26 H26B 105.7 . . ? N4 C34 C42 123.6(2) . . ? N4 C34 H34 118.4 . . ? C42 C34 H34 118.0 . . ? C12 C35 C57 119.3(2) . . ? C12 C35 H35 120.7 . . ? C57 C35 H35 119.9 . . ? C15 C36 C55 108.4(2) . . ? C15 C36 C4 108.1(2) . . ? C55 C36 C4 108.0(2) . . ? C15 C36 C45 111.9(2) . . ? C55 C36 C45 108.4(2) . . ? C4 C36 C45 112.0(2) . . ? C34 C42 C1 119.5(2) . . ? C34 C42 H42 120.3 . . ? C1 C42 H42 120.2 . . ? C53 C45 C36 114.9(2) . . ? C53 C45 H45A 108.9 . . ? C36 C45 H45A 109.2 . . ? C53 C45 H45B 108.8 . . ? C36 C45 H45B 108.8 . . ? H45A C45 H45B 105.9 . . ? O9 C53 O10 122.5(2) . . ? O9 C53 C45 124.0(3) . . ? O10 C53 C45 113.5(2) . . ? C70 C55 C36 111.0(2) . . ? C70 C55 H55A 109.4 . . ? C36 C55 H55A 109.4 . . ? C70 C55 H55B 109.4 . . ? C36 C55 H55B 109.4 . . ? H55A C55 H55B 108.0 . . ? C35 C57 C35 117.5(3) 2_556 . ? C35 C57 C1 121.26(14) 2_556 1_565 ? C35 C57 C1 121.26(14) . 1_565 ? C14 C58 C70 110.4(2) . . ? C14 C58 H58A 109.6 . . ? C70 C58 H58A 109.6 . . ? C14 C58 H58B 109.6 . . ? C70 C58 H58B 109.6 . . ? H58A C58 H58B 108.1 . . ? C26 C62 C15 110.4(3) . . ? C26 C62 C64 109.6(2) . . ? C15 C62 C64 109.0(2) . . ? C26 C62 H62 109.3 . . ? C15 C62 H62 109.3 . . ? C64 C62 H62 109.3 . . ? C14 C64 C62 110.3(2) . . ? C14 C64 H64A 109.6 . . ? C62 C64 H64A 109.6 . . ? C14 C64 H64B 109.6 . . ? C62 C64 H64B 109.6 . . ? H64A C64 H64B 108.1 . . ? C26 C70 C55 109.1(2) . . ? C26 C70 C58 109.1(2) . . ? C55 C70 C58 109.8(2) . . ? C26 C70 H70 109.6 . . ? C55 C70 H70 109.6 . . ? C58 C70 H70 109.6 . . ? 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 Mn2 O12 C10 86.1(2) 2_556 . . . ? O19 Mn2 O12 C10 -4.3(2) . . . . ? O19 Mn2 O12 C10 176.4(2) 2_556 . . . ? N3 Mn2 O12 C10 -93.9(2) . . . . ? N4 Mn2 O12 C10 86.1(2) . . . . ? O12 Mn2 N3 C12 -144.14(13) 2_556 . . 2_556 ? O12 Mn2 N3 C12 35.86(13) . . . 2_556 ? O19 Mn2 N3 C12 -52.71(13) . . . 2_556 ? O19 Mn2 N3 C12 127.29(13) 2_556 . . 2_556 ? N4 Mn2 N3 C12 54(26) . . . 2_556 ? O12 Mn2 N3 C12 35.86(13) 2_556 . . . ? O12 Mn2 N3 C12 -144.14(13) . . . . ? O19 Mn2 N3 C12 127.29(13) . . . . ? O19 Mn2 N3 C12 -52.71(13) 2_556 . . . ? N4 Mn2 N3 C12 -126(28) . . . . ? O12 Mn2 N4 C34 92.89(14) 2_556 . . . ? O12 Mn2 N4 C34 -87.11(14) . . . . ? O19 Mn2 N4 C34 1.45(14) . . . . ? O19 Mn2 N4 C34 -178.55(14) 2_556 . . . ? N3 Mn2 N4 C34 -105(27) . . . . ? O12 Mn2 N4 C34 -87.11(14) 2_556 . . 2_556 ? O12 Mn2 N4 C34 92.89(14) . . . 2_556 ? O19 Mn2 N4 C34 -178.54(14) . . . 2_556 ? O19 Mn2 N4 C34 1.46(14) 2_556 . . 2_556 ? N3 Mn2 N4 C34 75(28) . . . 2_556 ? Mn2 O12 C10 O11 11.4(4) . . . . ? Mn2 O12 C10 C16 -168.76(15) . . . . ? C12 N3 C12 C35 -0.13(18) 2_556 . . . ? Mn2 N3 C12 C35 179.87(18) . . . . ? C36 C4 C14 C64 -58.5(3) . . . . ? C36 C4 C14 C58 59.2(3) . . . . ? C36 C4 C14 C16 -179.57(19) . . . . ? O12 C10 C16 C14 95.4(3) . . . . ? O11 C10 C16 C14 -84.8(3) . . . . ? C64 C14 C16 C10 77.2(3) . . . . ? C58 C14 C16 C10 -44.9(3) . . . . ? C4 C14 C16 C10 -164.0(2) . . . . ? C34 N4 C34 C42 -0.62(19) 2_556 . . . ? Mn2 N4 C34 C42 179.38(19) . . . . ? N3 C12 C35 C57 0.3(3) . . . . ? C62 C15 C36 C55 57.7(3) . . . . ? C62 C15 C36 C4 -59.1(3) . . . . ? C62 C15 C36 C45 177.2(2) . . . . ? C14 C4 C36 C15 58.5(3) . . . . ? C14 C4 C36 C55 -58.6(3) . . . . ? C14 C4 C36 C45 -177.8(2) . . . . ? N4 C34 C42 C1 1.2(4) . . . . ? C42 C1 C42 C34 -0.56(17) 2_556 . . . ? C57 C1 C42 C34 179.43(17) 1_545 . . . ? C15 C36 C45 C53 54.1(3) . . . . ? C55 C36 C45 C53 173.6(2) . . . . ? C4 C36 C45 C53 -67.3(3) . . . . ? C36 C45 C53 O9 -101.6(3) . . . . ? C36 C45 C53 O10 77.4(3) . . . . ? C15 C36 C55 C70 -58.8(3) . . . . ? C4 C36 C55 C70 58.0(3) . . . . ? C45 C36 C55 C70 179.5(2) . . . . ? C12 C35 C57 C35 -0.12(16) . . . 2_556 ? C12 C35 C57 C1 179.88(16) . . . 1_565 ? C64 C14 C58 C70 59.1(3) . . . . ? C4 C14 C58 C70 -58.5(3) . . . . ? C16 C14 C58 C70 -176.8(2) . . . . ? C70 C26 C62 C15 59.7(3) . . . . ? C70 C26 C62 C64 -60.3(3) . . . . ? C36 C15 C62 C26 -59.2(3) . . . . ? C36 C15 C62 C64 61.2(3) . . . . ? C58 C14 C64 C62 -58.7(3) . . . . ? C4 C14 C64 C62 59.1(3) . . . . ? C16 C14 C64 C62 177.3(2) . . . . ? C26 C62 C64 C14 59.8(3) . . . . ? C15 C62 C64 C14 -61.0(3) . . . . ? C62 C26 C70 C55 -59.6(3) . . . . ? C62 C26 C70 C58 60.4(3) . . . . ? C36 C55 C70 C26 60.2(3) . . . . ? C36 C55 C70 C58 -59.3(3) . . . . ? C14 C58 C70 C26 -60.4(3) . . . . ? C14 C58 C70 C55 59.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 28.25 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 0.467 _refine_diff_density_min -0.314 _refine_diff_density_rms 0.055 data_Zn-ADA-1 _database_code_depnum_ccdc_archive 'CCDC 760838' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H22 N O4 Zn' _chemical_formula_sum 'C19 H22 N O4 Zn' _chemical_formula_weight 393.75 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.587(4) _cell_length_b 14.078(3) _cell_length_c 11.240(2) _cell_angle_alpha 90.00 _cell_angle_beta 113.424(7) _cell_angle_gamma 90.00 _cell_volume 3279.5(11) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 9603 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 28.18 _exptl_crystal_description Prismic _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.595 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1640 _exptl_absorpt_coefficient_mu 1.523 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9486 _exptl_absorpt_correction_T_max 0.9653 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-58' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18358 _diffrn_reflns_av_R_equivalents 0.0813 _diffrn_reflns_av_sigmaI/netI 0.0452 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 28.26 _reflns_number_total 3859 _reflns_number_gt 3385 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0585P)^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 3859 _refine_ls_number_parameters 229 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0374 _refine_ls_R_factor_gt 0.0334 _refine_ls_wR_factor_ref 0.0934 _refine_ls_wR_factor_gt 0.0915 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 Zn1 Zn 0.0000 0.304294(16) -0.2500 0.02283(10) Uani 1 2 d S . . Zn4 Zn 0.0000 0.097600(17) -0.2500 0.02074(10) Uani 1 2 d S . . O1 O 0.08237(6) 0.13458(9) -0.08989(12) 0.0341(3) Uani 1 1 d . . . O2 O 0.07142(7) 0.29009(8) -0.07128(13) 0.0315(3) Uani 1 1 d . . . O3 O 0.44824(6) 0.38509(8) 0.35738(12) 0.0306(3) Uani 1 1 d . . . O4 O 0.43196(6) 0.22872(9) 0.33035(12) 0.0316(3) Uani 1 1 d . . . N1 N 0.0000 0.95246(14) -0.2500 0.0212(4) Uani 1 2 d S . . N2 N 0.0000 0.45138(14) -0.2500 0.0247(4) Uani 1 2 d S . . C1 C 0.19889(9) 0.49281(13) 0.2562(2) 0.0389(4) Uani 1 1 d . . . H1A H 0.1552 0.5120 0.2018 0.047 Uiso 1 1 calc R . . H1B H 0.2198 0.5450 0.3139 0.047 Uiso 1 1 calc R . . C2 C 0.23572(8) 0.46913(12) 0.17223(18) 0.0331(4) Uani 1 1 d . . . H2 H 0.2368 0.5254 0.1217 0.040 Uiso 1 1 calc R . . C3 C 0.30536(8) 0.43913(12) 0.25733(17) 0.0301(4) Uani 1 1 d . . . H3A H 0.3285 0.4250 0.2029 0.036 Uiso 1 1 calc R . . H3B H 0.3275 0.4907 0.3150 0.036 Uiso 1 1 calc R . . C4 C 0.30448(7) 0.35100(11) 0.33712(14) 0.0230(3) Uani 1 1 d . . . C5 C 0.26673(8) 0.37654(13) 0.42033(16) 0.0314(4) Uani 1 1 d . . . H5A H 0.2662 0.3223 0.4731 0.038 Uiso 1 1 calc R . . H5B H 0.2882 0.4285 0.4780 0.038 Uiso 1 1 calc R . . C6 C 0.19742(9) 0.40541(13) 0.33517(17) 0.0333(4) Uani 1 1 d . . . H6 H 0.1741 0.4204 0.3901 0.040 Uiso 1 1 calc R . . C7 C 0.37260(9) 0.31843(12) 0.42896(16) 0.0274(4) Uani 1 1 d . . . H7A H 0.3894 0.3634 0.5000 0.033 Uiso 1 1 calc R . . H7B H 0.3689 0.2574 0.4655 0.033 Uiso 1 1 calc R . . C8 C 0.42116(8) 0.30910(11) 0.36699(16) 0.0244(4) Uani 1 1 d . . . C9 C 0.02040(8) 0.90372(11) -0.32913(15) 0.0243(3) Uani 1 1 d . . . H9 H 0.0353 0.9372 -0.3830 0.029 Uiso 1 1 calc R . . C10 C 0.02008(9) 0.80569(10) -0.33352(17) 0.0238(4) Uani 1 1 d . . . H10 H 0.0331 0.7740 -0.3916 0.029 Uiso 1 1 calc R . . C11 C 0.0000 0.75483(15) -0.2500 0.0204(4) Uani 1 2 d S . . C14 C 0.0000 0.64923(16) -0.2500 0.0223(5) Uani 1 2 d S . . C15 C -0.02238(8) 0.50019(11) -0.36098(16) 0.0294(4) Uani 1 1 d . . . H15 H -0.0388 0.4667 -0.4387 0.035 Uiso 1 1 calc R . . C17 C -0.02222(9) 0.59820(11) -0.36556(16) 0.0287(4) Uani 1 1 d . . . H17 H -0.0368 0.6297 -0.4448 0.034 Uiso 1 1 calc R . . C31 C 0.26845(8) 0.27081(12) 0.24439(15) 0.0245(3) Uani 1 1 d . . . H31A H 0.2675 0.2152 0.2945 0.029 Uiso 1 1 calc R . . H31B H 0.2916 0.2542 0.1908 0.029 Uiso 1 1 calc R . . C32 C 0.19886(8) 0.29884(10) 0.15642(16) 0.0230(4) Uani 1 1 d . . . C33 C 0.20165(8) 0.38826(12) 0.07925(16) 0.0291(4) Uani 1 1 d . . . H33A H 0.2247 0.3738 0.0248 0.035 Uiso 1 1 calc R . . H33B H 0.1582 0.4077 0.0235 0.035 Uiso 1 1 calc R . . C34 C 0.16313(8) 0.32431(13) 0.24278(17) 0.0289(4) Uani 1 1 d . . . H34A H 0.1193 0.3432 0.1890 0.035 Uiso 1 1 calc R . . H34B H 0.1612 0.2690 0.2926 0.035 Uiso 1 1 calc R . . C39 C 0.10223(8) 0.21314(11) -0.03804(16) 0.0241(3) Uani 1 1 d . . . C40 C 0.16915(9) 0.21181(12) 0.07037(19) 0.0322(4) Uani 1 1 d . . . H40A H 0.1988 0.1937 0.0313 0.039 Uiso 1 1 calc R . . H40B H 0.1695 0.1605 0.1282 0.039 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 Zn1 0.02560(17) 0.01323(16) 0.02415(16) 0.000 0.00405(12) 0.000 Zn4 0.02347(16) 0.01318(15) 0.02514(16) 0.000 0.00920(11) 0.000 O1 0.0304(7) 0.0299(7) 0.0331(7) -0.0067(5) 0.0030(5) -0.0034(5) O2 0.0283(7) 0.0315(7) 0.0266(7) -0.0014(5) 0.0022(5) 0.0042(5) O3 0.0325(7) 0.0289(6) 0.0350(7) -0.0021(5) 0.0185(6) -0.0053(5) O4 0.0316(7) 0.0285(6) 0.0358(7) -0.0020(6) 0.0145(6) -0.0005(6) N1 0.0247(10) 0.0145(9) 0.0233(9) 0.000 0.0082(8) 0.000 N2 0.0303(10) 0.0165(9) 0.0272(10) 0.000 0.0115(8) 0.000 C1 0.0350(10) 0.0261(9) 0.0521(11) -0.0086(8) 0.0135(9) 0.0037(8) C2 0.0323(9) 0.0226(9) 0.0428(10) 0.0084(7) 0.0131(8) 0.0002(7) C3 0.0291(9) 0.0261(9) 0.0361(9) 0.0029(7) 0.0140(7) -0.0041(7) C4 0.0235(8) 0.0237(8) 0.0218(7) -0.0028(6) 0.0090(6) -0.0036(6) C5 0.0302(9) 0.0401(10) 0.0261(8) -0.0088(7) 0.0134(7) -0.0060(7) C6 0.0293(9) 0.0416(11) 0.0336(9) -0.0119(8) 0.0173(8) -0.0018(7) C7 0.0257(9) 0.0328(8) 0.0227(8) 0.0002(7) 0.0085(7) -0.0034(7) C8 0.0215(8) 0.0286(9) 0.0186(8) 0.0009(6) 0.0033(7) -0.0008(6) C9 0.0294(9) 0.0191(8) 0.0260(8) 0.0011(6) 0.0127(7) -0.0012(6) C10 0.0306(9) 0.0180(8) 0.0256(8) -0.0007(5) 0.0143(7) 0.0024(6) C11 0.0223(10) 0.0125(10) 0.0240(11) 0.000 0.0065(9) 0.000 C14 0.0252(11) 0.0128(11) 0.0303(12) 0.000 0.0126(10) 0.000 C15 0.0388(10) 0.0200(8) 0.0286(9) -0.0028(7) 0.0126(8) -0.0011(7) C17 0.0396(10) 0.0199(8) 0.0241(8) 0.0024(6) 0.0100(7) 0.0023(7) C31 0.0262(8) 0.0218(8) 0.0235(8) -0.0012(6) 0.0077(7) -0.0003(7) C32 0.0235(8) 0.0208(8) 0.0222(8) -0.0015(5) 0.0065(7) 0.0001(5) C33 0.0285(9) 0.0315(9) 0.0266(8) 0.0056(7) 0.0103(7) 0.0038(7) C34 0.0238(8) 0.0332(9) 0.0300(9) -0.0003(7) 0.0111(7) -0.0024(7) C39 0.0229(8) 0.0284(8) 0.0207(8) -0.0019(6) 0.0082(7) -0.0006(6) C40 0.0280(9) 0.0268(9) 0.0319(10) -0.0063(7) 0.0013(8) 0.0027(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 2.0251(13) . ? Zn1 O2 2.0251(13) 2_554 ? Zn1 N2 2.071(2) . ? Zn1 O4 2.1206(13) 8_455 ? Zn1 O4 2.1207(13) 7 ? Zn1 Zn4 2.9098(7) . ? Zn4 O3 2.0011(12) 8_455 ? Zn4 O3 2.0012(12) 7 ? Zn4 N1 2.043(2) 1_545 ? Zn4 O1 2.0757(12) 2_554 ? Zn4 O1 2.0758(12) . ? O1 C39 1.2476(19) . ? O2 C39 1.2612(19) . ? O3 C8 1.2580(19) . ? O3 Zn4 2.0012(12) 7 ? O4 C8 1.261(2) . ? O4 Zn1 2.1206(13) 7 ? N1 C9 1.3417(18) . ? N1 C9 1.3417(18) 2_554 ? N1 Zn4 2.043(2) 1_565 ? N2 C15 1.3352(19) . ? N2 C15 1.3352(19) 2_554 ? C1 C2 1.522(3) . ? C1 C6 1.525(3) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C33 1.530(2) . ? C2 C3 1.540(2) . ? C2 H2 0.9800 . ? C3 C4 1.536(2) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C31 1.533(2) . ? C4 C5 1.538(2) . ? C4 C7 1.543(2) . ? C5 C6 1.530(2) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C34 1.531(2) . ? C6 H6 0.9800 . ? C7 C8 1.521(2) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C9 C10 1.381(2) . ? C9 H9 0.9300 . ? C10 C11 1.3922(19) . ? C10 H10 0.9300 . ? C11 C10 1.3922(19) 2_554 ? C11 C14 1.487(3) . ? C14 C17 1.392(2) . ? C14 C17 1.392(2) 2_554 ? C15 C17 1.381(2) . ? C15 H15 0.9300 . ? C17 H17 0.9300 . ? C31 C32 1.539(2) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C34 1.531(2) . ? C32 C40 1.540(2) . ? C32 C33 1.544(2) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C39 C40 1.518(2) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? 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 Zn1 O2 168.67(7) . 2_554 ? O2 Zn1 N2 95.67(3) . . ? O2 Zn1 N2 95.67(3) 2_554 . ? O2 Zn1 O4 88.99(6) . 8_455 ? O2 Zn1 O4 88.53(5) 2_554 8_455 ? N2 Zn1 O4 102.66(4) . 8_455 ? O2 Zn1 O4 88.53(5) . 7 ? O2 Zn1 O4 88.99(6) 2_554 7 ? N2 Zn1 O4 102.66(4) . 7 ? O4 Zn1 O4 154.68(7) 8_455 7 ? O2 Zn1 Zn4 84.33(3) . . ? O2 Zn1 Zn4 84.33(3) 2_554 . ? N2 Zn1 Zn4 180.0 . . ? O4 Zn1 Zn4 77.34(4) 8_455 . ? O4 Zn1 Zn4 77.34(4) 7 . ? O3 Zn4 O3 166.02(7) 8_455 7 ? O3 Zn4 N1 96.99(4) 8_455 1_545 ? O3 Zn4 N1 96.99(4) 7 1_545 ? O3 Zn4 O1 87.43(5) 8_455 2_554 ? O3 Zn4 O1 89.07(5) 7 2_554 ? N1 Zn4 O1 104.52(4) 1_545 2_554 ? O3 Zn4 O1 89.07(5) 8_455 . ? O3 Zn4 O1 87.43(5) 7 . ? N1 Zn4 O1 104.52(4) 1_545 . ? O1 Zn4 O1 150.95(7) 2_554 . ? O3 Zn4 Zn1 83.01(4) 8_455 . ? O3 Zn4 Zn1 83.01(4) 7 . ? N1 Zn4 Zn1 180.0 1_545 . ? O1 Zn4 Zn1 75.48(4) 2_554 . ? O1 Zn4 Zn1 75.48(4) . . ? C39 O1 Zn4 131.25(11) . . ? C39 O2 Zn1 120.45(11) . . ? C8 O3 Zn4 125.16(11) . 7 ? C8 O4 Zn1 127.07(12) . 7 ? C9 N1 C9 118.48(19) . 2_554 ? C9 N1 Zn4 120.76(10) . 1_565 ? C9 N1 Zn4 120.76(10) 2_554 1_565 ? C15 N2 C15 118.0(2) . 2_554 ? C15 N2 Zn1 120.98(10) . . ? C15 N2 Zn1 120.98(10) 2_554 . ? C2 C1 C6 109.14(14) . . ? C2 C1 H1A 109.9 . . ? C6 C1 H1A 109.9 . . ? C2 C1 H1B 109.9 . . ? C6 C1 H1B 109.9 . . ? H1A C1 H1B 108.3 . . ? C1 C2 C33 109.63(14) . . ? C1 C2 C3 110.49(14) . . ? C33 C2 C3 109.41(14) . . ? C1 C2 H2 109.1 . . ? C33 C2 H2 109.1 . . ? C3 C2 H2 109.1 . . ? C4 C3 C2 109.70(13) . . ? C4 C3 H3A 109.7 . . ? C2 C3 H3A 109.7 . . ? C4 C3 H3B 109.7 . . ? C2 C3 H3B 109.7 . . ? H3A C3 H3B 108.2 . . ? C31 C4 C3 108.94(13) . . ? C31 C4 C5 108.24(13) . . ? C3 C4 C5 107.78(14) . . ? C31 C4 C7 110.78(13) . . ? C3 C4 C7 112.94(13) . . ? C5 C4 C7 108.01(13) . . ? C6 C5 C4 111.01(14) . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5A 109.4 . . ? C6 C5 H5B 109.4 . . ? C4 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? C1 C6 C5 108.95(15) . . ? C1 C6 C34 109.21(14) . . ? C5 C6 C34 110.01(14) . . ? C1 C6 H6 109.6 . . ? C5 C6 H6 109.6 . . ? C34 C6 H6 109.6 . . ? C8 C7 C4 115.36(14) . . ? C8 C7 H7A 108.4 . . ? C4 C7 H7A 108.4 . . ? C8 C7 H7B 108.4 . . ? C4 C7 H7B 108.4 . . ? H7A C7 H7B 107.5 . . ? O3 C8 O4 124.86(17) . . ? O3 C8 C7 115.44(14) . . ? O4 C8 C7 119.70(15) . . ? N1 C9 C10 122.45(16) . . ? N1 C9 H9 118.8 . . ? C10 C9 H9 118.8 . . ? C9 C10 C11 119.24(16) . . ? C9 C10 H10 120.4 . . ? C11 C10 H10 120.4 . . ? C10 C11 C10 118.10(19) . 2_554 ? C10 C11 C14 120.95(10) . . ? C10 C11 C14 120.95(10) 2_554 . ? C17 C14 C17 117.8(2) . 2_554 ? C17 C14 C11 121.08(10) . . ? C17 C14 C11 121.08(10) 2_554 . ? N2 C15 C17 122.92(16) . . ? N2 C15 H15 118.5 . . ? C17 C15 H15 118.5 . . ? C15 C17 C14 119.10(16) . . ? C15 C17 H17 120.5 . . ? C14 C17 H17 120.5 . . ? C4 C31 C32 112.25(13) . . ? C4 C31 H31A 109.2 . . ? C32 C31 H31A 109.2 . . ? C4 C31 H31B 109.2 . . ? C32 C31 H31B 109.2 . . ? H31A C31 H31B 107.9 . . ? C34 C32 C31 108.29(14) . . ? C34 C32 C40 112.13(15) . . ? C31 C32 C40 106.16(13) . . ? C34 C32 C33 108.34(13) . . ? C31 C32 C33 108.09(14) . . ? C40 C32 C33 113.63(15) . . ? C2 C33 C32 110.16(13) . . ? C2 C33 H33A 109.6 . . ? C32 C33 H33A 109.6 . . ? C2 C33 H33B 109.6 . . ? C32 C33 H33B 109.6 . . ? H33A C33 H33B 108.1 . . ? C6 C34 C32 110.66(14) . . ? C6 C34 H34A 109.5 . . ? C32 C34 H34A 109.5 . . ? C6 C34 H34B 109.5 . . ? C32 C34 H34B 109.5 . . ? H34A C34 H34B 108.1 . . ? O1 C39 O2 124.71(16) . . ? O1 C39 C40 114.98(15) . . ? O2 C39 C40 120.29(14) . . ? C39 C40 C32 122.71(14) . . ? C39 C40 H40A 106.7 . . ? C32 C40 H40A 106.7 . . ? C39 C40 H40B 106.7 . . ? C32 C40 H40B 106.7 . . ? H40A C40 H40B 106.6 . . ? 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 Zn1 Zn4 O3 79.96(6) . . . 8_455 ? O2 Zn1 Zn4 O3 -100.04(6) 2_554 . . 8_455 ? N2 Zn1 Zn4 O3 146(100) . . . 8_455 ? O4 Zn1 Zn4 O3 -10.28(5) 8_455 . . 8_455 ? O4 Zn1 Zn4 O3 169.72(5) 7 . . 8_455 ? O2 Zn1 Zn4 O3 -100.04(6) . . . 7 ? O2 Zn1 Zn4 O3 79.96(6) 2_554 . . 7 ? N2 Zn1 Zn4 O3 -34(100) . . . 7 ? O4 Zn1 Zn4 O3 169.72(5) 8_455 . . 7 ? O4 Zn1 Zn4 O3 -10.28(5) 7 . . 7 ? O2 Zn1 Zn4 N1 128.3(15) . . . 1_545 ? O2 Zn1 Zn4 N1 -51.7(15) 2_554 . . 1_545 ? N2 Zn1 Zn4 N1 0(4) . . . 1_545 ? O4 Zn1 Zn4 N1 38.0(15) 8_455 . . 1_545 ? O4 Zn1 Zn4 N1 -142.0(15) 7 . . 1_545 ? O2 Zn1 Zn4 O1 169.11(5) . . . 2_554 ? O2 Zn1 Zn4 O1 -10.90(5) 2_554 . . 2_554 ? N2 Zn1 Zn4 O1 -125(100) . . . 2_554 ? O4 Zn1 Zn4 O1 78.87(5) 8_455 . . 2_554 ? O4 Zn1 Zn4 O1 -101.13(5) 7 . . 2_554 ? O2 Zn1 Zn4 O1 -10.89(5) . . . . ? O2 Zn1 Zn4 O1 169.10(5) 2_554 . . . ? N2 Zn1 Zn4 O1 55(100) . . . . ? O4 Zn1 Zn4 O1 -101.13(5) 8_455 . . . ? O4 Zn1 Zn4 O1 78.87(5) 7 . . . ? O3 Zn4 O1 C39 -75.27(15) 8_455 . . . ? O3 Zn4 O1 C39 91.19(16) 7 . . . ? N1 Zn4 O1 C39 -172.25(14) 1_545 . . . ? O1 Zn4 O1 C39 7.75(14) 2_554 . . . ? Zn1 Zn4 O1 C39 7.75(14) . . . . ? O2 Zn1 O2 C39 19.44(13) 2_554 . . . ? N2 Zn1 O2 C39 -160.55(13) . . . . ? O4 Zn1 O2 C39 96.83(14) 8_455 . . . ? O4 Zn1 O2 C39 -57.97(14) 7 . . . ? Zn4 Zn1 O2 C39 19.45(13) . . . . ? O2 Zn1 N2 C15 156.63(10) . . . . ? O2 Zn1 N2 C15 -23.36(10) 2_554 . . . ? O4 Zn1 N2 C15 -113.13(9) 8_455 . . . ? O4 Zn1 N2 C15 66.87(9) 7 . . . ? Zn4 Zn1 N2 C15 90(100) . . . . ? O2 Zn1 N2 C15 -23.37(10) . . . 2_554 ? O2 Zn1 N2 C15 156.63(10) 2_554 . . 2_554 ? O4 Zn1 N2 C15 66.87(9) 8_455 . . 2_554 ? O4 Zn1 N2 C15 -113.13(9) 7 . . 2_554 ? Zn4 Zn1 N2 C15 -90(100) . . . 2_554 ? C6 C1 C2 C33 60.79(18) . . . . ? C6 C1 C2 C3 -59.87(18) . . . . ? C1 C2 C3 C4 60.05(18) . . . . ? C33 C2 C3 C4 -60.74(18) . . . . ? C2 C3 C4 C31 58.53(17) . . . . ? C2 C3 C4 C5 -58.70(17) . . . . ? C2 C3 C4 C7 -177.93(14) . . . . ? C31 C4 C5 C6 -57.48(18) . . . . ? C3 C4 C5 C6 60.20(17) . . . . ? C7 C4 C5 C6 -177.48(14) . . . . ? C2 C1 C6 C5 59.59(18) . . . . ? C2 C1 C6 C34 -60.59(19) . . . . ? C4 C5 C6 C1 -61.04(18) . . . . ? C4 C5 C6 C34 58.64(19) . . . . ? C31 C4 C7 C8 73.33(18) . . . . ? C3 C4 C7 C8 -49.19(19) . . . . ? C5 C4 C7 C8 -168.29(14) . . . . ? Zn4 O3 C8 O4 13.6(2) 7 . . . ? Zn4 O3 C8 C7 -166.86(11) 7 . . . ? Zn1 O4 C8 O3 2.6(3) 7 . . . ? Zn1 O4 C8 C7 -176.88(11) 7 . . . ? C4 C7 C8 O3 82.63(19) . . . . ? C4 C7 C8 O4 -97.83(19) . . . . ? C9 N1 C9 C10 1.14(12) 2_554 . . . ? Zn4 N1 C9 C10 -178.86(12) 1_565 . . . ? N1 C9 C10 C11 -2.2(2) . . . . ? C9 C10 C11 C10 1.06(12) . . . 2_554 ? C9 C10 C11 C14 -178.94(12) . . . . ? C10 C11 C14 C17 -43.13(14) . . . . ? C10 C11 C14 C17 136.87(14) 2_554 . . . ? C10 C11 C14 C17 136.88(14) . . . 2_554 ? C10 C11 C14 C17 -43.12(14) 2_554 . . 2_554 ? C15 N2 C15 C17 1.21(13) 2_554 . . . ? Zn1 N2 C15 C17 -178.79(13) . . . . ? N2 C15 C17 C14 -2.4(2) . . . . ? C17 C14 C17 C15 1.11(12) 2_554 . . . ? C11 C14 C17 C15 -178.88(12) . . . . ? C3 C4 C31 C32 -58.44(17) . . . . ? C5 C4 C31 C32 58.49(18) . . . . ? C7 C4 C31 C32 176.74(13) . . . . ? C4 C31 C32 C34 -59.10(17) . . . . ? C4 C31 C32 C40 -179.68(14) . . . . ? C4 C31 C32 C33 58.07(17) . . . . ? C1 C2 C33 C32 -60.16(18) . . . . ? C3 C2 C33 C32 61.15(18) . . . . ? C34 C32 C33 C2 58.39(18) . . . . ? C31 C32 C33 C2 -58.75(17) . . . . ? C40 C32 C33 C2 -176.29(15) . . . . ? C1 C6 C34 C32 60.50(19) . . . . ? C5 C6 C34 C32 -59.03(19) . . . . ? C31 C32 C34 C6 58.25(18) . . . . ? C40 C32 C34 C6 175.05(14) . . . . ? C33 C32 C34 C6 -58.75(18) . . . . ? Zn4 O1 C39 O2 5.0(3) . . . . ? Zn4 O1 C39 C40 -173.67(12) . . . . ? Zn1 O2 C39 O1 -21.1(2) . . . . ? Zn1 O2 C39 C40 157.55(13) . . . . ? O1 C39 C40 C32 -172.80(16) . . . . ? O2 C39 C40 C32 8.5(3) . . . . ? C34 C32 C40 C39 67.0(2) . . . . ? C31 C32 C40 C39 -174.98(16) . . . . ? C33 C32 C40 C39 -56.3(2) . . . . ? _diffrn_measured_fraction_theta_max 0.952 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.952 _refine_diff_density_max 0.816 _refine_diff_density_min -0.414 _refine_diff_density_rms 0.081