# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 915073' #TrackingRef 'Paper2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H16 Cd3 N2 O15, C4 H9 N O, O' _chemical_formula_sum 'C34 H25 Cd3 N3 O17' _chemical_formula_weight 1084.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/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 27.6223(7) _cell_length_b 10.1486(2) _cell_length_c 16.6182(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.7940(10) _cell_angle_gamma 90.00 _cell_volume 4642.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 5350 _cell_measurement_theta_min 2.14 _cell_measurement_theta_max 27.67 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.552 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2120 _exptl_absorpt_coefficient_mu 1.427 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7634 _exptl_absorpt_correction_T_max 0.8944 _exptl_absorpt_process_details 'Apex2, Bruker-AXS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 'ApexDuo, Bruker-AXS' _diffrn_measurement_method '0.5 \f and \w scans' _diffrn_detector_area_resol_mean 1.75 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15320 _diffrn_reflns_av_R_equivalents 0.0278 _diffrn_reflns_av_sigmaI/netI 0.0357 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 27.67 _reflns_number_total 5350 _reflns_number_gt 4580 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex2, Bruker-AXS' _computing_cell_refinement 'Saint, Bruker-AXS' _computing_data_reduction 'Saint, Bruker-AXS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The structure contains an additinal molecule of the DMA solvent located in the interstitial voids. It is disordered, and could not be precisely modeled by discrete atoms. Correspondingly, its contribution to the diffraction pattern was subtracted by the Squeeze procedure, using the Platon software (Spek, 2009). Another molecule of Cd-coordinated molecule of DMA and a molecule of water are positioned in a twofold-disordered manner between two inversion-related Cd-centers. The atomic positions of these species were asigned isotropic U only. One of the framework O-atoms is positionally disordered as well. ; _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^)+(0.0360P)^2^+1.9344P] 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 5350 _refine_ls_number_parameters 255 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0318 _refine_ls_R_factor_gt 0.0256 _refine_ls_wR_factor_ref 0.0699 _refine_ls_wR_factor_gt 0.0665 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.5000 -0.17564(2) 0.2500 0.01244(7) Uani 1 2 d S . . Cd2 Cd 0.418210(6) -0.420822(17) 0.156393(11) 0.01042(6) Uani 1 1 d . . . O3 O 0.43150(7) -0.15504(18) 0.15887(12) 0.0191(4) Uani 1 1 d . A . O4 O 0.36228(7) -0.26266(17) 0.16700(13) 0.0231(5) Uani 1 1 d . A . C5 C 0.38657(10) -0.1579(2) 0.16767(17) 0.0171(6) Uani 1 1 d . . . C6 C 0.35930(9) -0.0306(2) 0.17786(17) 0.0159(6) Uani 1 1 d . A . C7 C 0.38324(10) 0.0895(2) 0.17896(18) 0.0167(6) Uani 1 1 d . . . H7 H 0.4173 0.0925 0.1744 0.020 Uiso 1 1 calc R A . C8 C 0.35716(10) 0.2068(2) 0.18680(17) 0.0166(6) Uani 1 1 d . A . C9 C 0.38098(10) 0.3390(3) 0.18546(18) 0.0185(6) Uani 1 1 d . . . O10 O 0.35442(7) 0.43965(17) 0.18576(14) 0.0244(5) Uani 1 1 d . . . O11 O 0.42635(7) 0.34775(19) 0.18106(15) 0.0301(5) Uani 1 1 d . . . C12 C 0.30692(10) 0.2009(2) 0.19102(17) 0.0171(6) Uani 1 1 d . . . H12 H 0.2890 0.2801 0.1952 0.020 Uiso 1 1 calc R A . C13 C 0.28272(10) 0.0799(2) 0.18914(17) 0.0166(6) Uani 1 1 d . A . C14 C 0.30926(9) -0.0351(2) 0.18350(17) 0.0164(6) Uani 1 1 d . . . H14 H 0.2932 -0.1178 0.1835 0.020 Uiso 1 1 calc R A . C15 C 0.22824(10) 0.0749(3) 0.18679(18) 0.0188(6) Uani 1 1 d . . . H15A H 0.2177 0.0104 0.2265 0.023 Uiso 1 1 calc R A . H15B H 0.2149 0.1625 0.1990 0.023 Uiso 1 1 calc R . . O16 O 0.21215(7) 0.0350(2) 0.10573(13) 0.0304(5) Uani 1 1 d . A . C17 C 0.16358(10) 0.0269(3) 0.08580(18) 0.0198(6) Uani 1 1 d . . . C18 C 0.12782(10) 0.0640(2) 0.13458(17) 0.0161(6) Uani 1 1 d . A . H18 H 0.1358 0.0988 0.1871 0.019 Uiso 1 1 calc R . . C19 C 0.07959(9) 0.0488(3) 0.10414(17) 0.0152(5) Uani 1 1 d . . . C20 C 0.03797(9) 0.0937(2) 0.15087(16) 0.0136(5) Uani 1 1 d . A . O21 O -0.00381(6) 0.07543(18) 0.12000(12) 0.0181(4) Uani 1 1 d . . . O22 O 0.04925(6) 0.15254(16) 0.21676(11) 0.0135(4) Uani 1 1 d . . . C23 C 0.06931(10) -0.0016(3) 0.02743(18) 0.0204(6) Uani 1 1 d . A . H23 H 0.0363 -0.0131 0.0078 0.024 Uiso 1 1 calc R . . N24 N 0.10411(8) -0.0349(2) -0.02056(14) 0.0190(5) Uani 1 1 d . . . C25 C 0.15020(10) -0.0203(3) 0.00833(18) 0.0228(6) Uani 1 1 d . A . H25 H 0.1751 -0.0430 -0.0253 0.027 Uiso 1 1 calc R . . O26 O 0.5382(3) -0.0677(9) 0.1532(6) 0.022(2) Uiso 0.25 1 d P A 1 O26' O 0.53255(11) -0.0338(3) 0.1705(2) 0.0233(8) Uiso 0.75 1 d P A 1 C27 C 0.5184(3) -0.0050(6) 0.0942(4) 0.0360(16) Uiso 0.50 1 d PD A 1 C28 C 0.5016(3) -0.0946(7) 0.0257(4) 0.052(2) Uiso 0.50 1 d PD . 1 H28A H 0.4649 -0.0915 0.0214 0.079 Uiso 0.50 1 d P B 1 H28B H 0.5126 -0.1809 0.0354 0.079 Uiso 0.50 1 d P C 1 H28C H 0.5119 -0.0581 -0.0251 0.079 Uiso 0.50 1 d P D 1 N29 N 0.5156(2) 0.1211(6) 0.0828(4) 0.0403(14) Uiso 0.50 1 d PD . 1 C30 C 0.4950(3) 0.1877(9) 0.0093(6) 0.061(2) Uiso 0.50 1 d P . 1 H30A H 0.4890 0.1198 -0.0377 0.091 Uiso 0.50 1 d P E 1 H30B H 0.5186 0.2522 -0.0149 0.091 Uiso 0.50 1 d P F 1 H30C H 0.4649 0.2329 0.0128 0.091 Uiso 0.50 1 d P G 1 C31 C 0.5344(3) 0.2157(7) 0.1474(4) 0.046(2) Uiso 0.50 1 d PD H 1 H31A H 0.5351 0.1724 0.2002 0.069 Uiso 0.50 1 calc PR H 1 H31B H 0.5130 0.2929 0.1469 0.069 Uiso 0.50 1 calc PR H 1 H31C H 0.5673 0.2437 0.1374 0.069 Uiso 0.50 1 calc PR H 1 O32 O 0.5169(2) 0.2291(6) 0.1820(4) 0.0490(14) Uiso 0.50 1 d P I 3 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.00928(13) 0.01012(13) 0.01763(15) 0.000 -0.00061(10) 0.000 Cd2 0.00788(10) 0.01014(10) 0.01323(11) -0.00188(7) 0.00083(7) -0.00060(6) O3 0.0135(9) 0.0226(10) 0.0209(11) 0.0027(8) -0.0002(8) 0.0062(8) O4 0.0181(10) 0.0079(9) 0.0422(14) -0.0036(8) -0.0038(9) 0.0014(8) C5 0.0167(13) 0.0153(13) 0.0185(15) 0.0011(11) -0.0041(11) 0.0037(11) C6 0.0125(13) 0.0130(12) 0.0219(16) 0.0016(11) -0.0007(11) 0.0024(10) C7 0.0098(13) 0.0157(13) 0.0242(16) 0.0025(11) -0.0013(11) 0.0008(10) C8 0.0161(13) 0.0120(12) 0.0211(16) 0.0002(10) -0.0014(11) -0.0021(10) C9 0.0186(14) 0.0159(13) 0.0205(16) 0.0012(11) -0.0011(11) -0.0023(11) O10 0.0247(11) 0.0096(9) 0.0406(14) -0.0035(8) 0.0132(10) -0.0016(8) O11 0.0138(10) 0.0172(11) 0.0582(16) 0.0087(9) -0.0037(10) -0.0039(8) C12 0.0159(13) 0.0125(13) 0.0223(16) 0.0000(10) -0.0015(11) 0.0026(10) C13 0.0115(13) 0.0182(13) 0.0200(15) -0.0015(11) -0.0002(10) -0.0007(10) C14 0.0142(13) 0.0111(12) 0.0235(16) 0.0003(11) -0.0009(11) -0.0030(10) C15 0.0132(14) 0.0212(14) 0.0215(16) -0.0058(11) -0.0016(11) -0.0017(11) O16 0.0083(10) 0.0584(14) 0.0241(13) -0.0140(11) -0.0007(8) 0.0002(9) C17 0.0108(13) 0.0261(15) 0.0220(16) -0.0023(12) -0.0015(11) 0.0013(11) C18 0.0151(13) 0.0181(13) 0.0149(15) -0.0003(10) 0.0007(10) -0.0009(10) C19 0.0110(13) 0.0165(13) 0.0182(15) -0.0006(10) 0.0018(10) 0.0004(10) C20 0.0123(13) 0.0146(13) 0.0141(14) -0.0004(10) 0.0021(10) 0.0018(10) O21 0.0078(9) 0.0311(11) 0.0151(11) -0.0042(8) 0.0009(7) -0.0008(8) O22 0.0112(9) 0.0156(9) 0.0138(10) -0.0017(7) 0.0006(7) 0.0001(7) C23 0.0128(13) 0.0250(15) 0.0228(16) -0.0046(12) -0.0019(11) 0.0003(11) N24 0.0102(11) 0.0331(13) 0.0134(13) -0.0075(10) -0.0001(9) 0.0002(10) C25 0.0127(13) 0.0345(16) 0.0215(17) -0.0053(13) 0.0037(11) 0.0026(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 Cd1 O26' 2.196(3) 2_655 ? Cd1 O26' 2.196(3) . ? Cd1 O26 2.277(10) 2_655 ? Cd1 O26 2.277(10) . ? Cd1 O22 2.3069(17) 3_545 ? Cd1 O22 2.3070(17) 4_545 ? Cd1 O3 2.3321(18) . ? Cd1 O3 2.3321(18) 2_655 ? Cd2 O4 2.2450(18) . ? Cd2 O21 2.2857(18) 3_545 ? Cd2 N24 2.333(2) 7_545 ? Cd2 O22 2.3428(18) 4_545 ? Cd2 O10 2.3435(19) 1_545 ? Cd2 O11 2.3915(19) 1_545 ? Cd2 C9 2.705(3) 1_545 ? O3 C5 1.262(3) . ? O4 C5 1.257(3) . ? C5 C6 1.512(4) . ? C6 C7 1.387(4) . ? C6 C14 1.394(4) . ? C7 C8 1.403(4) . ? C7 H7 0.9500 . ? C8 C12 1.397(4) . ? C8 C9 1.495(4) . ? C9 O10 1.258(3) . ? C9 O11 1.265(3) . ? C9 Cd2 2.705(3) 1_565 ? O10 Cd2 2.3434(19) 1_565 ? O11 Cd2 2.3915(19) 1_565 ? C12 C13 1.397(4) . ? C12 H12 0.9500 . ? C13 C14 1.386(4) . ? C13 C15 1.503(4) . ? C14 H14 0.9500 . ? C15 O16 1.441(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? O16 C17 1.357(3) . ? C17 C18 1.382(4) . ? C17 C25 1.394(4) . ? C18 C19 1.393(4) . ? C18 H18 0.9500 . ? C19 C23 1.381(4) . ? C19 C20 1.511(4) . ? C20 O21 1.237(3) . ? C20 O22 1.263(3) . ? O21 Cd2 2.2857(18) 3_455 ? O22 Cd1 2.3070(17) 3_455 ? O22 Cd2 2.3428(18) 4 ? C23 N24 1.343(3) . ? C23 H23 0.9500 . ? N24 C25 1.331(3) . ? N24 Cd2 2.333(2) 7_545 ? C25 H25 0.9500 . ? O26 C27 1.255(11) . ? C27 N29 1.296(8) . ? C27 C28 1.5000(10) . ? C28 H28A 1.0099 . ? C28 H28B 0.9367 . ? C28 H28C 0.9848 . ? N29 C30 1.470(11) . ? N29 C31 1.4994(10) . ? C30 H30A 1.0440 . ? C30 H30B 1.0282 . ? C30 H30C 0.9549 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 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 O26' Cd1 O26' 98.08(18) 2_655 . ? O26 Cd1 O26 122.5(5) 2_655 . ? O26 Cd1 O22 148.2(2) 2_655 3_545 ? O26 Cd1 O22 82.9(2) . 3_545 ? O26 Cd1 O22 82.9(2) 2_655 4_545 ? O26 Cd1 O22 148.2(2) . 4_545 ? O22 Cd1 O22 81.80(9) 3_545 4_545 ? O26 Cd1 O3 91.0(2) 2_655 . ? O26 Cd1 O3 84.1(2) . . ? O22 Cd1 O3 112.02(6) 3_545 . ? O22 Cd1 O3 76.14(6) 4_545 . ? O26 Cd1 O3 84.1(2) 2_655 2_655 ? O26 Cd1 O3 91.0(2) . 2_655 ? O22 Cd1 O3 76.15(6) 3_545 2_655 ? O22 Cd1 O3 112.02(6) 4_545 2_655 ? O3 Cd1 O3 169.71(9) . 2_655 ? O4 Cd2 O21 134.63(7) . 3_545 ? O4 Cd2 N24 94.91(8) . 7_545 ? O21 Cd2 N24 85.38(7) 3_545 7_545 ? O4 Cd2 O22 85.23(7) . 4_545 ? O21 Cd2 O22 86.80(6) 3_545 4_545 ? N24 Cd2 O22 169.13(7) 7_545 4_545 ? O4 Cd2 O10 83.19(7) . 1_545 ? O21 Cd2 O10 141.87(6) 3_545 1_545 ? N24 Cd2 O10 86.72(8) 7_545 1_545 ? O22 Cd2 O10 104.08(7) 4_545 1_545 ? O4 Cd2 O11 138.09(7) . 1_545 ? O21 Cd2 O11 87.24(7) 3_545 1_545 ? N24 Cd2 O11 89.44(8) 7_545 1_545 ? O22 Cd2 O11 97.72(7) 4_545 1_545 ? O10 Cd2 O11 55.42(7) 1_545 1_545 ? O4 Cd2 C9 110.85(8) . 1_545 ? O21 Cd2 C9 114.40(8) 3_545 1_545 ? N24 Cd2 C9 85.74(9) 7_545 1_545 ? O22 Cd2 C9 104.40(7) 4_545 1_545 ? O10 Cd2 C9 27.69(7) 1_545 1_545 ? O11 Cd2 C9 27.88(7) 1_545 1_545 ? C5 O3 Cd1 132.45(18) . . ? C5 O4 Cd2 103.60(16) . . ? O4 C5 O3 123.2(2) . . ? O4 C5 C6 116.9(2) . . ? O3 C5 C6 119.8(2) . . ? C7 C6 C14 120.1(2) . . ? C7 C6 C5 120.8(2) . . ? C14 C6 C5 119.1(2) . . ? C6 C7 C8 120.0(2) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C12 C8 C7 119.2(2) . . ? C12 C8 C9 118.7(2) . . ? C7 C8 C9 122.0(2) . . ? O10 C9 O11 121.6(2) . . ? O10 C9 C8 118.1(2) . . ? O11 C9 C8 120.2(2) . . ? O10 C9 Cd2 59.97(13) . 1_565 ? O11 C9 Cd2 62.16(14) . 1_565 ? C8 C9 Cd2 170.3(2) . 1_565 ? C9 O10 Cd2 92.34(16) . 1_565 ? C9 O11 Cd2 89.97(15) . 1_565 ? C8 C12 C13 120.8(2) . . ? C8 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C14 C13 C12 119.1(2) . . ? C14 C13 C15 120.3(2) . . ? C12 C13 C15 120.4(2) . . ? C13 C14 C6 120.7(2) . . ? C13 C14 H14 119.7 . . ? C6 C14 H14 119.7 . . ? O16 C15 C13 105.3(2) . . ? O16 C15 H15A 110.7 . . ? C13 C15 H15A 110.7 . . ? O16 C15 H15B 110.7 . . ? C13 C15 H15B 110.7 . . ? H15A C15 H15B 108.8 . . ? C17 O16 C15 117.8(2) . . ? O16 C17 C18 125.5(3) . . ? O16 C17 C25 115.2(2) . . ? C18 C17 C25 119.2(3) . . ? C17 C18 C19 117.8(3) . . ? C17 C18 H18 121.1 . . ? C19 C18 H18 121.1 . . ? C23 C19 C18 119.5(3) . . ? C23 C19 C20 118.7(2) . . ? C18 C19 C20 121.7(2) . . ? O21 C20 O22 125.8(2) . . ? O21 C20 C19 117.7(2) . . ? O22 C20 C19 116.4(2) . . ? C20 O21 Cd2 139.01(18) . 3_455 ? C20 O22 Cd1 117.18(16) . 3_455 ? C20 O22 Cd2 132.71(16) . 4 ? Cd1 O22 Cd2 102.38(7) 3_455 4 ? N24 C23 C19 122.7(3) . . ? N24 C23 H23 118.7 . . ? C19 C23 H23 118.7 . . ? C25 N24 C23 117.9(2) . . ? C25 N24 Cd2 122.53(19) . 7_545 ? C23 N24 Cd2 118.61(18) . 7_545 ? N24 C25 C17 122.9(3) . . ? N24 C25 H25 118.6 . . ? C17 C25 H25 118.6 . . ? C27 O26 Cd1 126.7(7) . . ? O26 C27 N29 129.2(7) . . ? O26 C27 C28 111.9(7) . . ? N29 C27 C28 118.5(6) . . ? C27 C28 H28A 106.2 . . ? C27 C28 H28B 111.1 . . ? H28A C28 H28B 110.5 . . ? C27 C28 H28C 109.2 . . ? H28A C28 H28C 106.7 . . ? H28B C28 H28C 112.8 . . ? C27 N29 C30 126.2(6) . . ? C27 N29 C31 121.0(6) . . ? C30 N29 C31 112.8(6) . . ? N29 C30 H30A 110.2 . . ? C28 C30 H30B 104.6 5_655 . ? N29 C30 H30B 113.7 . . ? H30A C30 H30B 101.1 . . ? C28 C30 H30C 123.4 5_655 . ? N29 C30 H30C 116.6 . . ? H30A C30 H30C 106.3 . . ? H30B C30 H30C 107.5 . . ? # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.250 -0.004 0.500 334 93 ' ' 2 0.250 -0.032 1.000 334 92 ' ' 3 0.750 -0.001 0.000 334 92 ' ' 4 0.750 -0.040 0.500 334 93 ' ' _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.67 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.684 _refine_diff_density_min -0.615 _refine_diff_density_rms 0.095 data_2 _database_code_depnum_ccdc_archive 'CCDC 915074' #TrackingRef 'Paper2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H16 Cu3 N2 O16, 2(C4 H9 N O)' _chemical_formula_sum 'C38 H38 Cu3 N4 O18' _chemical_formula_weight 1029.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 11.6416(7) _cell_length_b 14.9517(9) _cell_length_c 16.6108(11) _cell_angle_alpha 90.00 _cell_angle_beta 93.893(3) _cell_angle_gamma 90.00 _cell_volume 2884.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 7220 _cell_measurement_theta_min 1.83 _cell_measurement_theta_max 28.40 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.185 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1050 _exptl_absorpt_coefficient_mu 1.155 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4692 _exptl_absorpt_correction_T_max 0.6641 _exptl_absorpt_process_details ApexII _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 'ApexDuo, Bruker-AXS' _diffrn_measurement_method '0.5 \f and \w scans' _diffrn_detector_area_resol_mean 1.75 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 52432 _diffrn_reflns_av_R_equivalents 0.0516 _diffrn_reflns_av_sigmaI/netI 0.0318 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 28.40 _reflns_number_total 7220 _reflns_number_gt 6120 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'ApexII, Bruker-AXS' _computing_cell_refinement 'SAINT, Bruker-AXS' _computing_data_reduction 'SAINT, Bruker-AXS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The structure contains also an additional molecules of the DMA solvent located on, and disordered about, inversion at 0,0,0. It could not be reliably modelled by discrete atoms. Correspondingly, its contribution to the diffraction pattern by subtracted by the SQUEEZE procedure, using the PLATON software (Spek, 2009). ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7220 _refine_ls_number_parameters 259 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0590 _refine_ls_R_factor_gt 0.0516 _refine_ls_wR_factor_ref 0.1752 _refine_ls_wR_factor_gt 0.1712 _refine_ls_goodness_of_fit_ref 1.355 _refine_ls_restrained_S_all 1.355 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.5000 0.5000 0.0000 0.01511(14) Uani 1 2 d S . . O2 O 0.63587(15) 0.56395(12) 0.04215(12) 0.0187(4) Uani 1 1 d . . . O3 O 0.5899(2) 0.48589(17) 0.14916(16) 0.0360(6) Uani 1 1 d . . . C4 C 0.6548(2) 0.53673(18) 0.11540(18) 0.0210(6) Uani 1 1 d . . . C5 C 0.7655(2) 0.56932(18) 0.15697(17) 0.0175(5) Uani 1 1 d . . . C6 C 0.7964(2) 0.54130(17) 0.23561(17) 0.0181(5) Uani 1 1 d . . . H6 H 0.7454 0.5053 0.2640 0.022 Uiso 1 1 calc R . . C7 C 0.9026(2) 0.56667(17) 0.27215(16) 0.0176(5) Uani 1 1 d . . . C8 C 0.9754(2) 0.62052(18) 0.23039(16) 0.0179(5) Uani 1 1 d . . . H8 H 1.0478 0.6377 0.2557 0.022 Uiso 1 1 calc R . . C9 C 0.9451(2) 0.64973(17) 0.15296(16) 0.0161(5) Uani 1 1 d . . . C10 C 0.8388(2) 0.62371(17) 0.11594(17) 0.0179(5) Uani 1 1 d . . . H10 H 0.8167 0.6432 0.0627 0.022 Uiso 1 1 calc R . . C11 C 0.9386(2) 0.53833(16) 0.35644(17) 0.0186(6) Uani 1 1 d . . . O12 O 1.04062(18) 0.55737(15) 0.38094(12) 0.0251(4) Uani 1 1 d . . . O13 O 0.86558(18) 0.49784(14) 0.39527(12) 0.0235(4) Uani 1 1 d . . . C14 C 1.0302(2) 0.70108(18) 0.10850(18) 0.0210(6) Uani 1 1 d . . . H14A H 0.9920 0.7321 0.0613 0.025 Uiso 1 1 calc R . . H14B H 1.0705 0.7459 0.1441 0.025 Uiso 1 1 calc R . . O15 O 1.10992(16) 0.63350(13) 0.08313(14) 0.0248(5) Uani 1 1 d . . . C16 C 1.2164(2) 0.65903(18) 0.06480(17) 0.0190(5) Uani 1 1 d . . . C17 C 1.2560(2) 0.74663(17) 0.06087(16) 0.0169(5) Uani 1 1 d . . . H17 H 1.2073 0.7960 0.0701 0.020 Uiso 1 1 calc R . . C18 C 1.3707(2) 0.75891(17) 0.04275(15) 0.0160(5) Uani 1 1 d . . . C19 C 1.4391(2) 0.68623(17) 0.02880(16) 0.0175(5) Uani 1 1 d . . . H19 H 1.5171 0.6959 0.0176 0.021 Uiso 1 1 calc R . . N20 N 1.39908(19) 0.60212(15) 0.03051(14) 0.0172(5) Uani 1 1 d . . . C21 C 1.2907(2) 0.58841(17) 0.04848(17) 0.0188(5) Uani 1 1 d . . . H21 H 1.2627 0.5288 0.0503 0.023 Uiso 1 1 calc R . . C22 C 1.4179(2) 0.85112(17) 0.03448(15) 0.0151(5) Uani 1 1 d . . . O23 O 1.52370(16) 0.85485(13) 0.02246(13) 0.0226(4) Uani 1 1 d . . . O24 O 1.34980(16) 0.91482(12) 0.03825(13) 0.0210(4) Uani 1 1 d . . . Cu25 Cu 1.60323(2) 0.963703(19) -0.008649(18) 0.01244(12) Uani 1 1 d . . . O26 O 1.7682(2) 0.90424(17) -0.0184(2) 0.0509(8) Uani 1 1 d D . . H26A H 1.7799 0.8559 -0.0488 0.076 Uiso 1 1 d RD . . H26B H 1.8244 0.9065 0.0210 0.076 Uiso 1 1 d RD . . O27 O 0.1690(3) 0.2635(2) 0.06023(18) 0.0527(7) Uiso 1 1 d . . . C28 C 0.2144(5) 0.3108(4) 0.1170(3) 0.0717(14) Uiso 1 1 d . . . C29 C 0.3424(7) 0.2954(6) 0.1487(5) 0.119(3) Uiso 1 1 d . . . H29A H 0.3823 0.2612 0.1086 0.178 Uiso 1 1 calc R . . H29B H 0.3447 0.2620 0.1995 0.178 Uiso 1 1 calc R . . H29C H 0.3806 0.3533 0.1576 0.178 Uiso 1 1 calc R . . N30 N 0.1486(4) 0.3756(3) 0.1479(3) 0.0681(11) Uiso 1 1 d . . . C31 C 0.0369(4) 0.3997(3) 0.1123(3) 0.0490(10) Uiso 1 1 d . . . H31A H 0.0383 0.4618 0.0937 0.074 Uiso 1 1 calc R . . H31B H -0.0204 0.3934 0.1526 0.074 Uiso 1 1 calc R . . H31C H 0.0165 0.3602 0.0665 0.074 Uiso 1 1 calc R . . C32 C 0.1990(7) 0.4337(6) 0.2178(5) 0.119(3) Uiso 1 1 d . . . H32A H 0.1616 0.4187 0.2672 0.178 Uiso 1 1 calc R . . H32B H 0.1858 0.4970 0.2048 0.178 Uiso 1 1 calc R . . H32C H 0.2820 0.4226 0.2262 0.178 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 Cu1 0.0116(2) 0.0101(2) 0.0228(3) 0.00171(17) -0.00438(17) -0.00320(15) O2 0.0138(9) 0.0140(9) 0.0272(10) -0.0017(8) -0.0056(8) -0.0030(7) O3 0.0246(11) 0.0386(13) 0.0434(14) 0.0123(11) -0.0091(10) -0.0170(10) C4 0.0161(13) 0.0157(13) 0.0303(15) -0.0004(11) -0.0050(11) -0.0021(10) C5 0.0116(11) 0.0161(12) 0.0243(13) -0.0023(10) -0.0028(10) -0.0005(9) C6 0.0191(13) 0.0126(11) 0.0228(14) 0.0013(10) 0.0038(11) -0.0011(9) C7 0.0189(12) 0.0127(12) 0.0205(13) -0.0015(10) -0.0030(10) 0.0019(10) C8 0.0157(12) 0.0161(12) 0.0214(13) -0.0010(10) -0.0034(10) 0.0008(9) C9 0.0131(12) 0.0132(12) 0.0219(13) 0.0006(10) 0.0014(10) -0.0010(9) C10 0.0169(12) 0.0150(12) 0.0210(13) 0.0004(10) -0.0047(10) -0.0015(10) C11 0.0231(14) 0.0099(12) 0.0225(14) -0.0039(10) -0.0005(11) 0.0035(9) O12 0.0224(10) 0.0319(11) 0.0203(10) 0.0051(9) -0.0040(8) -0.0004(8) O13 0.0270(11) 0.0233(11) 0.0196(10) 0.0024(8) -0.0019(8) -0.0012(8) C14 0.0161(13) 0.0163(12) 0.0306(15) 0.0024(11) 0.0015(11) -0.0035(10) O15 0.0155(9) 0.0140(9) 0.0454(13) -0.0011(9) 0.0060(9) -0.0049(7) C16 0.0157(12) 0.0160(12) 0.0253(14) 0.0004(10) 0.0013(10) -0.0058(10) C17 0.0173(12) 0.0111(11) 0.0219(13) 0.0026(10) -0.0018(10) -0.0027(9) C18 0.0156(12) 0.0136(12) 0.0182(13) 0.0017(10) -0.0039(10) -0.0048(9) C19 0.0144(12) 0.0155(12) 0.0221(13) 0.0016(10) -0.0014(10) -0.0047(9) N20 0.0158(11) 0.0122(10) 0.0230(11) 0.0016(9) -0.0020(9) -0.0030(8) C21 0.0157(12) 0.0114(11) 0.0288(14) 0.0048(11) -0.0013(11) -0.0050(9) C22 0.0169(12) 0.0127(12) 0.0152(12) 0.0020(9) -0.0011(10) -0.0065(9) O23 0.0175(9) 0.0100(9) 0.0405(12) 0.0041(8) 0.0035(8) -0.0049(7) O24 0.0191(9) 0.0114(9) 0.0329(11) 0.0039(8) 0.0050(8) -0.0031(7) Cu25 0.01065(18) 0.00887(18) 0.01769(19) 0.00076(11) 0.00019(12) -0.00159(10) O26 0.0184(11) 0.0275(13) 0.107(2) -0.0107(14) 0.0062(13) 0.0064(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 Cu1 O2 1.9381(17) . ? Cu1 O2 1.9381(17) 3_665 ? Cu1 N20 2.012(2) 1_455 ? Cu1 N20 2.012(2) 3_765 ? O2 C4 1.288(4) . ? O3 C4 1.233(4) . ? C4 C5 1.501(4) . ? C5 C10 1.391(4) . ? C5 C6 1.395(4) . ? C6 C7 1.393(4) . ? C6 H6 0.9500 . ? C7 C8 1.389(4) . ? C7 C11 1.495(4) . ? C8 C9 1.381(4) . ? C8 H8 0.9500 . ? C9 C10 1.399(4) . ? C9 C14 1.488(4) . ? C10 H10 0.9500 . ? C11 O13 1.257(3) . ? C11 O12 1.261(4) . ? O12 Cu25 1.953(2) 4_576 ? O13 Cu25 1.961(2) 2_745 ? C14 O15 1.454(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? O15 C16 1.352(3) . ? C16 C17 1.392(4) . ? C16 C21 1.403(4) . ? C17 C18 1.401(4) . ? C17 H17 0.9500 . ? C18 C19 1.376(4) . ? C18 C22 1.494(3) . ? C19 N20 1.342(3) . ? C19 H19 0.9500 . ? N20 C21 1.332(3) . ? N20 Cu1 2.012(2) 1_655 ? C21 H21 0.9500 . ? C22 O24 1.244(3) . ? C22 O23 1.262(3) . ? O23 Cu25 1.9591(19) . ? O24 Cu25 1.9688(19) 3_875 ? Cu25 O12 1.953(2) 4_675 ? Cu25 O13 1.961(2) 2_755 ? Cu25 O24 1.9689(19) 3_875 ? Cu25 O26 2.132(2) . ? Cu25 Cu25 2.6704(6) 3_875 ? O26 H26A 0.8968 . ? O26 H26B 0.8941 . ? O27 C28 1.266(6) . ? C28 N30 1.358(7) . ? C28 C29 1.563(9) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? N30 C31 1.437(6) . ? N30 C32 1.535(9) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 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 O2 Cu1 O2 180.0 . 3_665 ? O2 Cu1 N20 90.62(8) . 1_455 ? O2 Cu1 N20 89.38(8) 3_665 1_455 ? O2 Cu1 N20 89.38(8) . 3_765 ? O2 Cu1 N20 90.62(8) 3_665 3_765 ? N20 Cu1 N20 179.999(1) 1_455 3_765 ? C4 O2 Cu1 105.58(17) . . ? O3 C4 O2 123.6(3) . . ? O3 C4 C5 121.6(3) . . ? O2 C4 C5 114.7(2) . . ? C10 C5 C6 120.5(2) . . ? C10 C5 C4 120.1(2) . . ? C6 C5 C4 119.4(2) . . ? C7 C6 C5 119.4(2) . . ? C7 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? C8 C7 C6 119.6(2) . . ? C8 C7 C11 119.3(2) . . ? C6 C7 C11 121.0(2) . . ? C9 C8 C7 121.5(2) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C8 C9 C10 118.9(2) . . ? C8 C9 C14 119.3(2) . . ? C10 C9 C14 121.6(2) . . ? C5 C10 C9 120.1(2) . . ? C5 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? O13 C11 O12 126.7(3) . . ? O13 C11 C7 117.4(2) . . ? O12 C11 C7 115.9(3) . . ? C11 O12 Cu25 123.4(2) . 4_576 ? C11 O13 Cu25 122.04(19) . 2_745 ? O15 C14 C9 104.2(2) . . ? O15 C14 H14A 110.9 . . ? C9 C14 H14A 110.9 . . ? O15 C14 H14B 110.9 . . ? C9 C14 H14B 110.9 . . ? H14A C14 H14B 108.9 . . ? C16 O15 C14 118.9(2) . . ? O15 C16 C17 126.0(3) . . ? O15 C16 C21 114.7(2) . . ? C17 C16 C21 119.3(2) . . ? C16 C17 C18 117.2(2) . . ? C16 C17 H17 121.4 . . ? C18 C17 H17 121.4 . . ? C19 C18 C17 120.3(2) . . ? C19 C18 C22 119.5(2) . . ? C17 C18 C22 120.2(2) . . ? N20 C19 C18 122.0(2) . . ? N20 C19 H19 119.0 . . ? C18 C19 H19 119.0 . . ? C21 N20 C19 119.0(2) . . ? C21 N20 Cu1 121.18(18) . 1_655 ? C19 N20 Cu1 119.74(18) . 1_655 ? N20 C21 C16 122.2(2) . . ? N20 C21 H21 118.9 . . ? C16 C21 H21 118.9 . . ? O24 C22 O23 127.3(2) . . ? O24 C22 C18 117.5(2) . . ? O23 C22 C18 115.1(2) . . ? C22 O23 Cu25 124.20(18) . . ? C22 O24 Cu25 120.34(17) . 3_875 ? O12 Cu25 O23 87.75(9) 4_675 . ? O12 Cu25 O13 167.67(9) 4_675 2_755 ? O23 Cu25 O13 91.32(9) . 2_755 ? O12 Cu25 O24 90.38(9) 4_675 3_875 ? O23 Cu25 O24 167.56(8) . 3_875 ? O13 Cu25 O24 87.89(9) 2_755 3_875 ? O12 Cu25 O26 98.19(11) 4_675 . ? O23 Cu25 O26 96.76(9) . . ? O13 Cu25 O26 94.14(11) 2_755 . ? O24 Cu25 O26 95.68(9) 3_875 . ? O12 Cu25 Cu25 83.42(7) 4_675 3_875 ? O23 Cu25 Cu25 82.20(6) . 3_875 ? O13 Cu25 Cu25 84.27(6) 2_755 3_875 ? O24 Cu25 Cu25 85.36(6) 3_875 3_875 ? O26 Cu25 Cu25 178.07(9) . 3_875 ? Cu25 O26 H26A 123.4 . . ? Cu25 O26 H26B 123.2 . . ? H26A O26 H26B 108.1 . . ? O27 C28 N30 117.6(5) . . ? O27 C28 C29 120.6(5) . . ? N30 C28 C29 121.9(6) . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 N30 C31 122.8(5) . . ? C28 N30 C32 119.5(5) . . ? C31 N30 C32 117.3(5) . . ? N30 C31 H31A 109.5 . . ? N30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? N30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N30 C32 H32A 109.5 . . ? N30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? N30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O26 H26A O27 0.90 1.90 2.716(4) 151.1 3_765 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.003 0.004 0.003 1037 305 ' ' _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.40 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.765 _refine_diff_density_min -1.188 _refine_diff_density_rms 0.106 data_3 _database_code_depnum_ccdc_archive 'CCDC 915075' #TrackingRef 'Paper2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H36 Co3 N2 O24, 2(C4 H9 N O), 4(H2 O)' _chemical_formula_sum 'C38 H62 Co3 N4 O30' _chemical_formula_weight 1231.71 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' Co Co 0.3494 0.9721 '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 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.5175(2) _cell_length_b 17.8600(3) _cell_length_c 12.3435(2) _cell_angle_alpha 90.00 _cell_angle_beta 112.6012(6) _cell_angle_gamma 90.00 _cell_volume 2547.62(7) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 6039 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 27.87 _exptl_crystal_description plates _exptl_crystal_colour pink _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.606 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1278 _exptl_absorpt_coefficient_mu 1.064 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7768 _exptl_absorpt_correction_T_max 0.9010 _exptl_absorpt_process_details 'Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 'Nonius KappaCCD' _diffrn_measurement_method '1 deg. \f and \w scans' _diffrn_detector_area_resol_mean 12.8 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22627 _diffrn_reflns_av_R_equivalents 0.0550 _diffrn_reflns_av_sigmaI/netI 0.0495 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 27.87 _reflns_number_total 6039 _reflns_number_gt 4429 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Nonius B.V.' _computing_cell_refinement Denzo _computing_data_reduction 'Denzo & Scalepack' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0951P)^2^+0.9433P] 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 6039 _refine_ls_number_parameters 341 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0739 _refine_ls_R_factor_gt 0.0480 _refine_ls_wR_factor_ref 0.1434 _refine_ls_wR_factor_gt 0.1263 _refine_ls_goodness_of_fit_ref 0.982 _refine_ls_restrained_S_all 0.982 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 1.0000 0.0000 0.5000 0.01320(14) Uani 1 2 d S . . O2 O 1.16262(16) -0.03838(11) 0.50766(16) 0.0177(4) Uani 1 1 d . . . H2A H 1.1523 -0.0220 0.4420 0.026 Uiso 1 1 d R . . H2B H 1.1914 -0.0821 0.5209 0.026 Uiso 1 1 d R . . O3 O 0.99822(16) 0.07750(11) 0.37195(15) 0.0175(4) Uani 1 1 d . . . O4 O 1.14158(17) 0.04259(12) 0.31590(17) 0.0230(4) Uani 1 1 d . . . C5 C 1.0555(2) 0.08329(15) 0.3079(2) 0.0156(5) Uani 1 1 d . . . C6 C 1.0161(2) 0.14214(15) 0.2128(2) 0.0145(5) Uani 1 1 d . . . C7 C 0.9184(2) 0.18521(16) 0.1973(2) 0.0161(5) Uani 1 1 d . . . H7 H 0.8788 0.1787 0.2487 0.019 Uiso 1 1 calc R . . C8 C 0.8782(2) 0.23790(16) 0.1068(2) 0.0155(5) Uani 1 1 d . . . C9 C 0.9386(2) 0.24859(16) 0.0332(2) 0.0159(5) Uani 1 1 d . . . H9 H 0.9122 0.2845 -0.0281 0.019 Uiso 1 1 calc R . . C10 C 1.0377(2) 0.20640(15) 0.0502(2) 0.0150(5) Uani 1 1 d . . . C11 C 1.0760(2) 0.15366(16) 0.1397(2) 0.0164(5) Uani 1 1 d . . . H11 H 1.1436 0.1252 0.1512 0.020 Uiso 1 1 calc R . . C12 C 0.7716(2) 0.28265(16) 0.0907(2) 0.0181(6) Uani 1 1 d . . . O13 O 0.73383(16) 0.32823(11) 0.00439(16) 0.0190(4) Uani 1 1 d . . . O14 O 0.72582(17) 0.27172(12) 0.16384(16) 0.0228(5) Uani 1 1 d . . . C15 C 1.1006(2) 0.21637(16) -0.0308(2) 0.0177(6) Uani 1 1 d . . . H15A H 1.0888 0.2675 -0.0642 0.021 Uiso 1 1 calc R . . H15B H 1.1846 0.2077 0.0114 0.021 Uiso 1 1 calc R . . O16 O 1.05110(16) 0.16110(12) -0.12227(16) 0.0194(4) Uani 1 1 d . . . C17 C 1.1018(2) 0.15274(16) -0.2018(2) 0.0165(5) Uani 1 1 d . . . C18 C 1.0506(2) 0.09924(16) -0.2879(2) 0.0163(5) Uani 1 1 d . . . H18 H 0.9843 0.0735 -0.2875 0.020 Uiso 1 1 calc R . . N19 N 1.09035(19) 0.08235(13) -0.37114(17) 0.0155(5) Uani 1 1 d . . . C20 C 1.1844(2) 0.11884(16) -0.3707(2) 0.0162(5) Uani 1 1 d . . . H20 H 1.2141 0.1066 -0.4287 0.019 Uiso 1 1 calc R . . C21 C 1.2397(2) 0.17380(16) -0.2885(2) 0.0171(5) Uani 1 1 d . . . C22 C 1.1966(2) 0.19260(16) -0.2027(2) 0.0165(5) Uani 1 1 d . . . H22 H 1.2309 0.2312 -0.1473 0.020 Uiso 1 1 calc R . . C23 C 1.3467(2) 0.21287(17) -0.2892(2) 0.0179(6) Uani 1 1 d . . . O24 O 1.39737(17) 0.18194(12) -0.34791(17) 0.0223(4) Uani 1 1 d . . . O25 O 1.37613(17) 0.27250(12) -0.23119(17) 0.0232(4) Uani 1 1 d . . . Co26 Co 0.56249(3) 0.29553(2) 0.15740(3) 0.01822(13) Uani 1 1 d . . . O27 O 0.55651(17) 0.39011(12) 0.04687(17) 0.0234(4) Uani 1 1 d . . . H27A H 0.6115 0.3772 0.0202 0.035 Uiso 1 1 d R . . H27B H 0.5691 0.4374 0.0743 0.036 Uiso 1 1 d R . . O28 O 0.57802(17) 0.19632(12) 0.25733(17) 0.0219(4) Uani 1 1 d . . . H28A H 0.6381 0.2007 0.3268 0.033 Uiso 1 1 d R . . H28B H 0.5113 0.1985 0.2691 0.033 Uiso 1 1 d R . . O29 O 0.63327(18) 0.35721(13) 0.31270(17) 0.0277(5) Uani 1 1 d . . . H29A H 0.6989 0.3843 0.3343 0.042 Uiso 1 1 d R . . H29B H 0.5835 0.3799 0.3387 0.042 Uiso 1 1 d R . . O30 O 0.4843(2) 0.23410(13) 0.00340(18) 0.0310(5) Uani 1 1 d . . . H30A H 0.5000 0.1856 -0.0028 0.046 Uiso 1 1 d R . . H30B H 0.4565 0.2555 -0.0680 0.046 Uiso 1 1 d R . . O31 O 0.8367(2) 0.06155(15) 0.8622(2) 0.0378(6) Uani 1 1 d . . . H31A H 0.9070 0.0829 0.8944 0.057 Uiso 1 1 d R . . H31B H 0.8344 0.0308 0.8037 0.057 Uiso 1 1 d R . . O32 O 0.3813(2) 0.03328(16) 0.3615(2) 0.0411(6) Uani 1 1 d . . . H32A H 0.3075 0.0488 0.3397 0.062 Uiso 1 1 d R . . H32B H 0.4282 0.0654 0.4155 0.062 Uiso 1 1 d R . . O33 O 0.4852(8) 0.4053(5) 0.4183(8) 0.050(3) Uiso 0.709(8) 1 d P A 1 C34 C 0.4102(4) 0.4592(3) 0.3715(4) 0.0259(11) Uiso 0.709(8) 1 d P A 1 C35 C 0.4152(6) 0.5012(4) 0.2525(6) 0.042(2) Uiso 0.709(8) 1 d P A 1 H35A H 0.4290 0.5549 0.2678 0.063 Uiso 0.709(8) 1 calc PR A 1 H35B H 0.3415 0.4938 0.1861 0.063 Uiso 0.709(8) 1 calc PR A 1 H35C H 0.4781 0.4796 0.2339 0.063 Uiso 0.709(8) 1 calc PR A 1 N36 N 0.3327(3) 0.4783(2) 0.4179(3) 0.0323(12) Uiso 0.709(8) 1 d P A 1 C37 C 0.3300(9) 0.4370(6) 0.5211(8) 0.042(3) Uiso 0.709(8) 1 d P A 1 H37A H 0.3842 0.3949 0.5391 0.063 Uiso 0.709(8) 1 calc PR A 1 H37B H 0.2516 0.4182 0.5036 0.063 Uiso 0.709(8) 1 calc PR A 1 H37C H 0.3523 0.4708 0.5888 0.063 Uiso 0.709(8) 1 calc PR A 1 C38 C 0.2584(5) 0.5433(3) 0.3803(5) 0.0373(13) Uiso 0.709(8) 1 d P A 1 H38A H 0.3056 0.5888 0.4000 0.056 Uiso 0.709(8) 1 calc PR A 1 H38B H 0.2041 0.5440 0.4202 0.056 Uiso 0.709(8) 1 calc PR A 1 H38C H 0.2150 0.5410 0.2953 0.056 Uiso 0.709(8) 1 calc PR A 1 O33' O 0.4780(10) 0.4054(6) 0.4109(10) 0.000(2) Uiso 0.291(8) 1 d P A 2 C34' C 0.4052(10) 0.4455(7) 0.4195(11) 0.029(3) Uiso 0.291(8) 1 d P A 2 C35' C 0.3408(16) 0.4436(11) 0.5091(16) 0.029(5) Uiso 0.291(8) 1 d P A 2 H35D H 0.3617 0.3976 0.5558 0.044 Uiso 0.291(8) 1 calc PR A 2 H35E H 0.2569 0.4449 0.4650 0.044 Uiso 0.291(8) 1 calc PR A 2 H35F H 0.3643 0.4871 0.5612 0.044 Uiso 0.291(8) 1 calc PR A 2 N36' N 0.3668(10) 0.4996(7) 0.3346(10) 0.041(3) Uiso 0.291(8) 1 d P A 2 C37' C 0.4024(9) 0.5055(6) 0.2728(9) 0.007(2) Uiso 0.291(8) 1 d P A 2 H37D H 0.4366 0.4578 0.2634 0.011 Uiso 0.291(8) 1 calc PR A 2 H37E H 0.4626 0.5441 0.2983 0.011 Uiso 0.291(8) 1 calc PR A 2 H37F H 0.3421 0.5202 0.1977 0.011 Uiso 0.291(8) 1 calc PR A 2 C38' C 0.2800(10) 0.5562(7) 0.3366(10) 0.027(3) Uiso 0.291(8) 1 d P A 2 H38D H 0.2773 0.5973 0.2830 0.040 Uiso 0.291(8) 1 calc PR A 2 H38E H 0.3021 0.5758 0.4164 0.040 Uiso 0.291(8) 1 calc PR A 2 H38F H 0.2036 0.5326 0.3116 0.040 Uiso 0.291(8) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0145(3) 0.0155(3) 0.0105(2) 0.00035(18) 0.00583(19) 0.00020(19) O2 0.0188(9) 0.0178(10) 0.0172(9) 0.0028(7) 0.0078(7) 0.0037(8) O3 0.0197(9) 0.0207(11) 0.0131(8) 0.0035(7) 0.0075(7) 0.0026(8) O4 0.0218(10) 0.0251(12) 0.0258(10) 0.0064(8) 0.0130(8) 0.0043(9) C5 0.0169(12) 0.0144(14) 0.0153(12) -0.0011(10) 0.0060(10) -0.0040(10) C6 0.0146(12) 0.0149(14) 0.0136(11) -0.0007(10) 0.0052(9) -0.0018(10) C7 0.0173(13) 0.0200(15) 0.0135(12) -0.0017(10) 0.0088(10) -0.0026(11) C8 0.0144(12) 0.0179(14) 0.0156(12) -0.0006(10) 0.0075(9) -0.0022(10) C9 0.0192(13) 0.0165(14) 0.0126(11) -0.0002(10) 0.0067(10) -0.0020(11) C10 0.0169(13) 0.0159(14) 0.0124(12) -0.0022(10) 0.0056(10) -0.0039(10) C11 0.0178(13) 0.0156(14) 0.0170(12) -0.0018(10) 0.0080(10) 0.0017(10) C12 0.0180(13) 0.0187(15) 0.0178(13) 0.0004(10) 0.0073(10) -0.0011(11) O13 0.0200(10) 0.0189(11) 0.0200(9) 0.0038(8) 0.0097(8) 0.0007(8) O14 0.0217(10) 0.0289(12) 0.0233(10) 0.0073(8) 0.0147(8) 0.0070(9) C15 0.0218(14) 0.0190(15) 0.0148(12) -0.0036(10) 0.0099(10) -0.0032(11) O16 0.0223(10) 0.0239(11) 0.0162(9) -0.0057(8) 0.0119(7) -0.0057(8) C17 0.0186(13) 0.0202(15) 0.0126(11) 0.0004(10) 0.0079(10) 0.0014(11) C18 0.0150(12) 0.0209(15) 0.0148(12) 0.0014(10) 0.0075(10) 0.0002(11) N19 0.0170(11) 0.0173(12) 0.0126(10) -0.0010(9) 0.0062(8) 0.0016(9) C20 0.0174(13) 0.0174(14) 0.0160(12) 0.0002(10) 0.0088(10) 0.0020(11) C21 0.0170(13) 0.0192(14) 0.0157(12) 0.0026(10) 0.0070(10) 0.0004(11) C22 0.0173(13) 0.0189(15) 0.0139(12) -0.0006(10) 0.0066(10) 0.0005(10) C23 0.0164(13) 0.0236(15) 0.0141(12) 0.0003(10) 0.0065(10) -0.0005(11) O24 0.0199(10) 0.0276(12) 0.0237(10) -0.0059(8) 0.0133(8) -0.0035(9) O25 0.0231(10) 0.0252(12) 0.0232(10) -0.0055(9) 0.0112(8) -0.0065(9) Co26 0.0177(2) 0.0216(2) 0.0181(2) 0.00181(14) 0.00984(15) 0.00250(15) O27 0.0228(10) 0.0237(12) 0.0286(10) 0.0039(8) 0.0154(8) 0.0019(8) O28 0.0202(10) 0.0240(12) 0.0225(10) 0.0049(8) 0.0094(8) 0.0018(8) O29 0.0232(11) 0.0331(13) 0.0292(11) -0.0085(9) 0.0129(9) -0.0040(9) O30 0.0411(13) 0.0263(13) 0.0233(10) -0.0022(9) 0.0099(9) 0.0032(10) O31 0.0314(13) 0.0414(15) 0.0444(13) -0.0070(11) 0.0188(10) -0.0015(11) O32 0.0270(12) 0.0503(17) 0.0441(14) 0.0019(12) 0.0114(10) 0.0017(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 Co1 O3 2.0946(18) . ? Co1 O3 2.0947(18) 3_756 ? Co1 O2 2.1152(18) . ? Co1 O2 2.1152(18) 3_756 ? Co1 N19 2.142(2) 3_755 ? Co1 N19 2.142(2) 1_556 ? O2 H2A 0.8239 . ? O2 H2B 0.8494 . ? O3 C5 1.260(3) . ? O4 C5 1.272(3) . ? C5 C6 1.510(4) . ? C6 C11 1.391(4) . ? C6 C7 1.394(4) . ? C7 C8 1.398(4) . ? C7 H7 0.9500 . ? C8 C9 1.400(4) . ? C8 C12 1.502(4) . ? C9 C10 1.397(4) . ? C9 H9 0.9500 . ? C10 C11 1.390(4) . ? C10 C15 1.502(4) . ? C11 H11 0.9500 . ? C12 O14 1.257(3) . ? C12 O13 1.278(3) . ? O14 Co26 2.060(2) . ? C15 O16 1.448(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? O16 C17 1.367(3) . ? C17 C22 1.387(4) . ? C17 C18 1.389(4) . ? C18 N19 1.338(3) . ? C18 H18 0.9500 . ? N19 C20 1.343(4) . ? N19 Co1 2.142(2) 1_554 ? C20 C21 1.390(4) . ? C20 H20 0.9500 . ? C21 C22 1.402(4) . ? C21 C23 1.512(4) . ? C22 H22 0.9500 . ? C23 O25 1.257(4) . ? C23 O24 1.260(3) . ? O24 Co26 2.082(2) 4_665 ? Co26 O24 2.082(2) 4_466 ? Co26 O30 2.085(2) . ? Co26 O29 2.090(2) . ? Co26 O28 2.125(2) . ? Co26 O27 2.154(2) . ? O27 H27A 0.9000 . ? O27 H27B 0.9005 . ? O28 H28A 0.9004 . ? O28 H28B 0.9020 . ? O29 H29A 0.9017 . ? O29 H29B 0.8995 . ? O30 H30A 0.8987 . ? O30 H30B 0.8985 . ? O31 H31A 0.8994 . ? O31 H31B 0.8988 . ? O32 H32A 0.9014 . ? O32 H32B 0.9030 . ? O33 C34 1.314(10) . ? C34 N36 1.347(6) . ? C34 C35 1.672(9) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? N36 C38 1.448(7) . ? N36 C37 1.484(9) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? O33' C34' 1.195(18) . ? C34' N36' 1.370(18) . ? C34' C35' 1.60(2) . ? C35' H35D 0.9800 . ? C35' H35E 0.9800 . ? C35' H35F 0.9800 . ? N36' C37' 1.026(15) . ? N36' C38' 1.491(16) . ? C37' H37D 0.9800 . ? C37' H37E 0.9800 . ? C37' H37F 0.9800 . ? C38' H38D 0.9800 . ? C38' H38E 0.9800 . ? C38' H38F 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 O3 Co1 O3 180.00(8) . 3_756 ? O3 Co1 O2 88.79(7) . . ? O3 Co1 O2 91.21(7) 3_756 . ? O3 Co1 O2 91.21(7) . 3_756 ? O3 Co1 O2 88.79(7) 3_756 3_756 ? O2 Co1 O2 180.0 . 3_756 ? O3 Co1 N19 92.52(8) . 3_755 ? O3 Co1 N19 87.48(8) 3_756 3_755 ? O2 Co1 N19 92.01(8) . 3_755 ? O2 Co1 N19 87.99(8) 3_756 3_755 ? O3 Co1 N19 87.48(8) . 1_556 ? O3 Co1 N19 92.52(8) 3_756 1_556 ? O2 Co1 N19 87.99(8) . 1_556 ? O2 Co1 N19 92.01(8) 3_756 1_556 ? N19 Co1 N19 179.999(1) 3_755 1_556 ? Co1 O2 H2A 93.3 . . ? Co1 O2 H2B 129.5 . . ? H2A O2 H2B 114.2 . . ? C5 O3 Co1 133.21(18) . . ? O3 C5 O4 125.0(2) . . ? O3 C5 C6 116.8(2) . . ? O4 C5 C6 118.2(2) . . ? C11 C6 C7 119.5(2) . . ? C11 C6 C5 120.7(2) . . ? C7 C6 C5 119.8(2) . . ? C6 C7 C8 120.5(2) . . ? C6 C7 H7 119.7 . . ? C8 C7 H7 119.7 . . ? C7 C8 C9 119.5(2) . . ? C7 C8 C12 119.5(2) . . ? C9 C8 C12 121.0(2) . . ? C10 C9 C8 119.9(2) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C11 C10 C9 120.0(2) . . ? C11 C10 C15 120.1(2) . . ? C9 C10 C15 119.9(2) . . ? C10 C11 C6 120.6(2) . . ? C10 C11 H11 119.7 . . ? C6 C11 H11 119.7 . . ? O14 C12 O13 125.0(3) . . ? O14 C12 C8 116.7(2) . . ? O13 C12 C8 118.3(2) . . ? C12 O14 Co26 131.29(18) . . ? O16 C15 C10 105.1(2) . . ? O16 C15 H15A 110.7 . . ? C10 C15 H15A 110.7 . . ? O16 C15 H15B 110.7 . . ? C10 C15 H15B 110.7 . . ? H15A C15 H15B 108.8 . . ? C17 O16 C15 117.2(2) . . ? O16 C17 C22 125.8(2) . . ? O16 C17 C18 114.7(2) . . ? C22 C17 C18 119.5(2) . . ? N19 C18 C17 122.9(2) . . ? N19 C18 H18 118.5 . . ? C17 C18 H18 118.5 . . ? C18 N19 C20 118.1(2) . . ? C18 N19 Co1 118.63(18) . 1_554 ? C20 N19 Co1 123.22(17) . 1_554 ? N19 C20 C21 122.4(2) . . ? N19 C20 H20 118.8 . . ? C21 C20 H20 118.8 . . ? C20 C21 C22 119.4(2) . . ? C20 C21 C23 121.1(2) . . ? C22 C21 C23 119.5(2) . . ? C17 C22 C21 117.5(2) . . ? C17 C22 H22 121.2 . . ? C21 C22 H22 121.2 . . ? O25 C23 O24 126.7(3) . . ? O25 C23 C21 117.0(2) . . ? O24 C23 C21 116.3(2) . . ? C23 O24 Co26 127.64(19) . 4_665 ? O14 Co26 O24 179.14(8) . 4_466 ? O14 Co26 O30 92.17(9) . . ? O24 Co26 O30 87.72(9) 4_466 . ? O14 Co26 O29 90.51(8) . . ? O24 Co26 O29 89.59(8) 4_466 . ? O30 Co26 O29 177.24(9) . . ? O14 Co26 O28 86.41(8) . . ? O24 Co26 O28 92.74(8) 4_466 . ? O30 Co26 O28 89.80(8) . . ? O29 Co26 O28 89.72(8) . . ? O14 Co26 O27 88.78(8) . . ? O24 Co26 O27 92.07(8) 4_466 . ? O30 Co26 O27 86.87(8) . . ? O29 Co26 O27 93.84(8) . . ? O28 Co26 O27 174.04(8) . . ? Co26 O27 H27A 100.7 . . ? Co26 O27 H27B 122.6 . . ? H27A O27 H27B 109.2 . . ? Co26 O28 H28A 109.7 . . ? Co26 O28 H28B 100.0 . . ? H28A O28 H28B 109.2 . . ? Co26 O29 H29A 124.8 . . ? Co26 O29 H29B 117.3 . . ? H29A O29 H29B 109.2 . . ? Co26 O30 H30A 123.0 . . ? Co26 O30 H30B 122.6 . . ? H30A O30 H30B 109.9 . . ? H31A O31 H31B 109.7 . . ? H32A O32 H32B 109.0 . . ? O33 C34 N36 120.5(6) . . ? O33 C34 C35 117.1(6) . . ? N36 C34 C35 122.5(5) . . ? C34 N36 C38 123.1(4) . . ? C34 N36 C37 119.9(5) . . ? C38 N36 C37 116.7(5) . . ? O33' C34' N36' 114.2(13) . . ? O33' C34' C35' 130.8(13) . . ? N36' C34' C35' 115.0(11) . . ? C34' C35' H35D 109.5 . . ? C34' C35' H35E 109.3 . . ? H35D C35' H35E 109.5 . . ? C34' C35' H35F 109.6 . . ? H35D C35' H35F 109.5 . . ? H35E C35' H35F 109.5 . . ? C37' N36' C34' 121.1(13) . . ? C37' N36' C38' 118.1(12) . . ? C34' N36' C38' 120.6(11) . . ? N36' C37' H37D 109.5 . . ? N36' C37' H37E 109.5 . . ? H37D C37' H37E 109.5 . . ? N36' C37' H37F 109.5 . . ? H37D C37' H37F 109.5 . . ? H37E C37' H37F 109.5 . . ? N36' C38' H38D 109.4 . . ? N36' C38' H38E 109.5 . . ? H38D C38' H38E 109.5 . . ? N36' C38' H38F 109.5 . . ? H38D C38' H38F 109.5 . . ? H38E C38' H38F 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2A O4 0.82 1.90 2.699(3) 163 . O2 H2B O13 0.85 1.94 2.743(3) 158 2_745 O27 H27A O13 0.90 1.84 2.705(3) 161 . O27 H27B O32 0.90 1.89 2.783(3) 172 2_655 O28 H28A O13 0.90 2.12 2.954(3) 154 4_566 O28 H28B O25 0.90 1.77 2.644(3) 163 4_466 O29 H29A O31 0.90 1.89 2.787(3) 173 4_565 O29 H29B O33 0.90 1.90 2.781(10) 165 . O30 H30A O33 0.90 1.86 2.703(10) 155 4_565 O30 H30B O25 0.90 1.90 2.770(3) 163 1_455 O31 H31A O16 0.90 2.35 3.163(3) 150 1_556 O31 H31B O4 0.90 2.08 2.971(3) 170 3_756 O32 H32A O4 0.90 1.99 2.837(3) 157 1_455 O32 H32B O27 0.90 1.96 2.839(3) 164 4_566 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.227 _refine_diff_density_min -0.688 _refine_diff_density_rms 0.104 data_4 _database_code_depnum_ccdc_archive 'CCDC 915076' #TrackingRef 'Paper2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H32 Mn3 N2 O24' _chemical_formula_sum 'C32 H32 Mn3 N2 O24' _chemical_formula_weight 993.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.6630(14) _cell_length_b 18.189(2) _cell_length_c 12.5528(14) _cell_angle_alpha 90.00 _cell_angle_beta 113.388(5) _cell_angle_gamma 90.00 _cell_volume 2653.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 4770 _cell_measurement_theta_min 1.75 _cell_measurement_theta_max 25.50 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.243 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1010 _exptl_absorpt_coefficient_mu 0.774 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8125 _exptl_absorpt_correction_T_max 0.9407 _exptl_absorpt_process_details 'Apex2, Bruker-AXS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'ApexDuo, Bruker-AXS' _diffrn_measurement_method '0.5 deg. \f and \w scans' _diffrn_detector_area_resol_mean 1.75 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9805 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0348 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4770 _reflns_number_gt 4085 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex2, Bruker-AXS' _computing_cell_refinement 'Saint, Bruker-AXS' _computing_data_reduction 'Saint, Bruker-AXS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The structure contains non-coordinated molecules of the DMF solvent, which are severely disordered in the lattice, and could not be modeled reliably by discrete atoms. It also contains by a Mn-coordinated molecule of DMF that is disordered as well. The latter could not be model properly as well; it is represented in the structural model by the Mn-coordinated O-atom and the adjacent C-atom in two disordered positions. The contribution of the disordered fragments to the diffraction pattern was subtracted by the Squeeze procedure, using the Platon software (Spek, 2009). ; _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^)+(0.1210P)^2^+2.9093P] 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 4770 _refine_ls_number_parameters 276 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0539 _refine_ls_R_factor_gt 0.0477 _refine_ls_wR_factor_ref 0.1674 _refine_ls_wR_factor_gt 0.1593 _refine_ls_goodness_of_fit_ref 0.978 _refine_ls_restrained_S_all 0.978 _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 Mn1 Mn -0.07290(4) -0.20909(3) 0.32266(5) 0.0319(2) Uani 1 1 d . . . Mn2 Mn 0.5000 0.0000 0.5000 0.01173(19) Uani 1 2 d S . . O3 O -0.23863(19) -0.22923(14) 0.3266(2) 0.0312(6) Uani 1 1 d . . . O4 O 0.24592(16) 0.32849(11) 0.01997(17) 0.0204(4) Uani 1 1 d . . . C5 C 0.2834(2) 0.28273(16) 0.1025(3) 0.0180(6) Uani 1 1 d . . . C6 C 0.3903(2) 0.23879(15) 0.1188(2) 0.0146(6) Uani 1 1 d . . . C7 C 0.4307(2) 0.18832(15) 0.2090(2) 0.0136(5) Uani 1 1 d . . . H7 H 0.3914 0.1825 0.2591 0.016 Uiso 1 1 calc R . . C8 C 0.5280(2) 0.14610(15) 0.2269(2) 0.0145(6) Uani 1 1 d . . . C9 C 0.5663(2) 0.08884(15) 0.3217(2) 0.0166(6) Uani 1 1 d . . . O10 O 0.65458(18) 0.05075(13) 0.3346(2) 0.0307(6) Uani 1 1 d . . . O11 O 0.50565(17) 0.08164(11) 0.37900(17) 0.0191(4) Uani 1 1 d . . . C12 C 0.5861(2) 0.15565(15) 0.1539(2) 0.0148(6) Uani 1 1 d . . . H12 H 0.6536 0.1278 0.1668 0.018 Uiso 1 1 calc R . . C13 C 0.5462(2) 0.20556(15) 0.0624(2) 0.0140(6) Uani 1 1 d . . . C14 C 0.4482(2) 0.24758(15) 0.0457(2) 0.0151(6) Uani 1 1 d . . . H14 H 0.4211 0.2823 -0.0159 0.018 Uiso 1 1 calc R . . C15 C 0.3915(2) -0.21303(15) 0.0173(2) 0.0155(6) Uani 1 1 d . . . H15A H 0.3084 -0.2030 -0.0251 0.019 Uiso 1 1 calc R . . H15B H 0.4010 -0.2633 0.0501 0.019 Uiso 1 1 calc R . . O16 O 0.44330(16) -0.15915(11) 0.10894(16) 0.0180(4) Uani 1 1 d . . . C17 C 0.3915(2) -0.14971(15) 0.1847(2) 0.0144(6) Uani 1 1 d . . . C18 C 0.2944(2) -0.18663(16) 0.1822(2) 0.0155(6) Uani 1 1 d . . . H18 H 0.2588 -0.2234 0.1255 0.019 Uiso 1 1 calc R . . C19 C 0.2502(2) -0.16869(16) 0.2645(2) 0.0181(6) Uani 1 1 d . . . C20 C 0.1425(3) -0.20567(19) 0.2614(3) 0.0247(7) Uani 1 1 d . . . O21 O 0.0985(2) -0.18359(19) 0.3285(3) 0.0538(9) Uani 1 1 d . . . O22 O 0.1039(2) -0.25836(14) 0.1910(2) 0.0328(6) Uani 1 1 d . . . C23 C 0.3070(2) -0.11590(16) 0.3481(2) 0.0167(6) Uani 1 1 d . . . H23 H 0.2770 -0.1039 0.4043 0.020 Uiso 1 1 calc R . . N24 N 0.4023(2) -0.08127(13) 0.35248(19) 0.0157(5) Uani 1 1 d . . . C25 C 0.4434(2) -0.09749(15) 0.2720(2) 0.0160(6) Uani 1 1 d . . . H25 H 0.5102 -0.0726 0.2742 0.019 Uiso 1 1 calc R . . O26 O 0.66649(16) -0.03946(11) 0.50721(16) 0.0166(4) Uani 1 1 d . . . H26A H 0.6809 -0.0114 0.4556 0.025 Uiso 1 1 d R . . H26B H 0.6981 -0.0840 0.5089 0.025 Uiso 1 1 d R . . O27 O -0.0607(2) -0.11792(18) 0.4415(3) 0.0521(8) Uani 1 1 d . . . H27A H -0.1026 -0.1277 0.4833 0.078 Uiso 1 1 d R . . H27B H 0.0107 -0.1069 0.4928 0.078 Uiso 1 1 d R . . O28 O 0.0051(3) -0.2889(2) 0.4620(3) 0.0591(9) Uani 1 1 d . . . H28A H 0.0542 -0.2594 0.5171 0.089 Uiso 1 1 d R . . H28B H 0.0474 -0.3248 0.4489 0.089 Uiso 1 1 d R . . O29 O -0.09155(19) -0.30327(14) 0.2075(2) 0.0306(5) Uani 1 1 d . . . H29A H -0.1507 -0.3090 0.1383 0.046 Uiso 1 1 d R . . H29B H -0.0277 -0.3046 0.1926 0.046 Uiso 1 1 d R . . O30 O -0.1478(3) -0.1430(2) 0.1713(3) 0.0787(12) Uani 1 1 d . . . C31A C -0.2329(10) -0.1068(7) 0.1490(10) 0.069(3) Uiso 0.50 1 d P . . C31B C -0.1777(11) -0.1174(7) 0.0825(11) 0.074(3) Uiso 0.50 1 d P . . 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 0.0228(3) 0.0421(4) 0.0414(4) -0.0114(2) 0.0240(2) -0.0092(2) Mn2 0.0150(3) 0.0130(3) 0.0099(3) 0.0006(2) 0.0078(2) 0.0007(2) O3 0.0233(11) 0.0449(14) 0.0350(13) -0.0195(11) 0.0216(10) -0.0165(10) O4 0.0166(10) 0.0209(10) 0.0233(10) 0.0063(9) 0.0074(8) 0.0000(8) C5 0.0126(13) 0.0182(14) 0.0241(15) -0.0007(12) 0.0081(11) -0.0018(11) C6 0.0118(12) 0.0158(13) 0.0155(13) -0.0022(11) 0.0048(10) -0.0025(10) C7 0.0152(12) 0.0176(14) 0.0121(12) -0.0031(10) 0.0096(10) -0.0046(11) C8 0.0152(13) 0.0146(13) 0.0139(12) -0.0011(10) 0.0059(10) -0.0021(10) C9 0.0172(13) 0.0162(13) 0.0170(13) 0.0005(11) 0.0075(11) -0.0012(11) O10 0.0239(11) 0.0322(13) 0.0444(14) 0.0220(11) 0.0225(10) 0.0122(10) O11 0.0253(10) 0.0200(10) 0.0177(10) 0.0080(8) 0.0146(8) 0.0052(8) C12 0.0154(13) 0.0151(13) 0.0152(12) -0.0030(11) 0.0076(10) -0.0001(11) C13 0.0162(13) 0.0155(13) 0.0124(13) -0.0034(10) 0.0078(10) -0.0028(10) C14 0.0159(13) 0.0170(14) 0.0121(12) -0.0016(10) 0.0051(10) -0.0029(11) C15 0.0191(13) 0.0178(14) 0.0136(13) -0.0030(11) 0.0107(11) -0.0033(11) O16 0.0206(10) 0.0234(11) 0.0152(9) -0.0056(8) 0.0128(8) -0.0061(8) C17 0.0158(13) 0.0170(13) 0.0122(12) 0.0035(10) 0.0076(10) 0.0024(11) C18 0.0144(13) 0.0186(14) 0.0139(13) -0.0021(11) 0.0061(10) -0.0007(11) C19 0.0135(13) 0.0229(15) 0.0198(14) -0.0029(12) 0.0085(11) 0.0006(12) C20 0.0161(14) 0.0378(18) 0.0253(16) -0.0097(13) 0.0137(12) -0.0068(13) O21 0.0366(14) 0.081(2) 0.0648(19) -0.0458(17) 0.0419(14) -0.0319(15) O22 0.0303(12) 0.0427(14) 0.0364(13) -0.0189(11) 0.0248(10) -0.0170(11) C23 0.0149(13) 0.0234(15) 0.0144(12) -0.0041(11) 0.0088(10) 0.0006(11) N24 0.0185(11) 0.0177(12) 0.0130(11) 0.0011(9) 0.0084(9) 0.0007(9) C25 0.0178(13) 0.0184(14) 0.0131(12) 0.0006(11) 0.0075(10) -0.0008(11) O26 0.0199(10) 0.0172(10) 0.0170(9) 0.0049(8) 0.0118(8) 0.0042(8) O27 0.0273(13) 0.0651(19) 0.074(2) -0.0367(17) 0.0312(13) -0.0225(13) O28 0.0472(18) 0.081(2) 0.0443(17) -0.0022(16) 0.0127(14) 0.0105(16) O29 0.0228(11) 0.0450(14) 0.0266(12) -0.0059(10) 0.0125(9) -0.0053(10) O30 0.071(2) 0.084(3) 0.074(2) 0.035(2) 0.0217(19) -0.017(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O30 2.127(4) . ? Mn1 O3 2.150(2) . ? Mn1 O28 2.184(3) . ? Mn1 O21 2.192(2) . ? Mn1 O29 2.193(2) . ? Mn1 O27 2.194(3) . ? Mn2 O11 2.1455(19) . ? Mn2 O11 2.1456(19) 3_656 ? Mn2 O26 2.1947(19) 3_656 ? Mn2 O26 2.1947(19) . ? Mn2 N24 2.308(2) . ? Mn2 N24 2.308(2) 3_656 ? O3 C5 1.250(4) 2_545 ? O4 C5 1.265(4) . ? C5 O3 1.251(4) 2 ? C5 C6 1.514(4) . ? C6 C7 1.388(4) . ? C6 C14 1.393(4) . ? C7 C8 1.392(4) . ? C7 H7 0.9500 . ? C8 C12 1.395(4) . ? C8 C9 1.509(4) . ? C9 O11 1.251(3) . ? C9 O10 1.269(4) . ? C12 C13 1.392(4) . ? C12 H12 0.9500 . ? C13 C14 1.400(4) . ? C13 C15 1.507(4) 3_655 ? C14 H14 0.9500 . ? C15 O16 1.454(3) . ? C15 C13 1.507(4) 3_655 ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? O16 C17 1.364(3) . ? C17 C18 1.390(4) . ? C17 C25 1.401(4) . ? C18 C19 1.394(4) . ? C18 H18 0.9500 . ? C19 C23 1.393(4) . ? C19 C20 1.508(4) . ? C20 O21 1.246(4) . ? C20 O22 1.263(4) . ? C23 N24 1.343(4) . ? C23 H23 0.9500 . ? N24 C25 1.339(4) . ? C25 H25 0.9500 . ? O26 H26A 0.8990 . ? O26 H26B 0.8994 . ? O27 H27A 0.9002 . ? O27 H27B 0.9002 . ? O28 H28A 0.9011 . ? O28 H28B 0.9002 . ? O29 H29A 0.8996 . ? O29 H29B 0.8997 . ? O30 C31B 1.126(13) . ? O30 C31A 1.197(12) . ? 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 O30 Mn1 O3 91.34(13) . . ? O30 Mn1 O28 172.09(16) . . ? O3 Mn1 O28 90.23(11) . . ? O30 Mn1 O21 89.69(15) . . ? O3 Mn1 O21 176.20(9) . . ? O28 Mn1 O21 89.24(14) . . ? O30 Mn1 O29 87.67(14) . . ? O3 Mn1 O29 91.79(9) . . ? O28 Mn1 O29 84.53(11) . . ? O21 Mn1 O29 91.90(9) . . ? O30 Mn1 O27 93.79(16) . . ? O3 Mn1 O27 85.39(9) . . ? O28 Mn1 O27 94.06(13) . . ? O21 Mn1 O27 90.90(10) . . ? O29 Mn1 O27 176.85(10) . . ? O11 Mn2 O11 180.0 . 3_656 ? O11 Mn2 O26 92.63(7) . 3_656 ? O11 Mn2 O26 87.37(7) 3_656 3_656 ? O11 Mn2 O26 87.37(7) . . ? O11 Mn2 O26 92.63(7) 3_656 . ? O26 Mn2 O26 180.0 3_656 . ? O11 Mn2 N24 91.90(8) . . ? O11 Mn2 N24 88.10(8) 3_656 . ? O26 Mn2 N24 88.65(8) 3_656 . ? O26 Mn2 N24 91.35(8) . . ? O11 Mn2 N24 88.10(8) . 3_656 ? O11 Mn2 N24 91.90(8) 3_656 3_656 ? O26 Mn2 N24 91.35(8) 3_656 3_656 ? O26 Mn2 N24 88.65(8) . 3_656 ? N24 Mn2 N24 180.0 . 3_656 ? C5 O3 Mn1 135.18(19) 2_545 . ? O3 C5 O4 124.7(3) 2 . ? O3 C5 C6 116.5(2) 2 . ? O4 C5 C6 118.9(2) . . ? C7 C6 C14 119.6(2) . . ? C7 C6 C5 118.6(2) . . ? C14 C6 C5 121.8(2) . . ? C6 C7 C8 120.8(2) . . ? C6 C7 H7 119.6 . . ? C8 C7 H7 119.6 . . ? C7 C8 C12 119.3(2) . . ? C7 C8 C9 119.7(2) . . ? C12 C8 C9 121.0(2) . . ? O11 C9 O10 125.5(3) . . ? O11 C9 C8 116.5(2) . . ? O10 C9 C8 117.9(2) . . ? C9 O11 Mn2 132.88(18) . . ? C13 C12 C8 120.6(2) . . ? C13 C12 H12 119.7 . . ? C8 C12 H12 119.7 . . ? C12 C13 C14 119.3(2) . . ? C12 C13 C15 119.5(2) . 3_655 ? C14 C13 C15 121.1(2) . 3_655 ? C6 C14 C13 120.3(3) . . ? C6 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? O16 C15 C13 105.9(2) . 3_655 ? O16 C15 H15A 110.6 . . ? C13 C15 H15A 110.6 3_655 . ? O16 C15 H15B 110.6 . . ? C13 C15 H15B 110.6 3_655 . ? H15A C15 H15B 108.7 . . ? C17 O16 C15 116.5(2) . . ? O16 C17 C18 126.1(2) . . ? O16 C17 C25 115.1(2) . . ? C18 C17 C25 118.8(2) . . ? C17 C18 C19 118.8(2) . . ? C17 C18 H18 120.6 . . ? C19 C18 H18 120.6 . . ? C23 C19 C18 118.7(3) . . ? C23 C19 C20 121.2(2) . . ? C18 C19 C20 120.1(3) . . ? O21 C20 O22 124.4(3) . . ? O21 C20 C19 118.8(3) . . ? O22 C20 C19 116.8(3) . . ? C20 O21 Mn1 127.7(2) . . ? N24 C23 C19 122.7(2) . . ? N24 C23 H23 118.6 . . ? C19 C23 H23 118.6 . . ? C25 N24 C23 118.5(2) . . ? C25 N24 Mn2 120.11(19) . . ? C23 N24 Mn2 121.33(18) . . ? N24 C25 C17 122.5(3) . . ? N24 C25 H25 118.7 . . ? C17 C25 H25 118.7 . . ? Mn2 O26 H26A 104.5 . . ? Mn2 O26 H26B 134.9 . . ? H26A O26 H26B 108.3 . . ? Mn1 O27 H27A 110.4 . . ? Mn1 O27 H27B 115.8 . . ? H27A O27 H27B 106.5 . . ? Mn1 O28 H28A 100.0 . . ? Mn1 O28 H28B 116.7 . . ? H28A O28 H28B 107.1 . . ? Mn1 O29 H29A 123.8 . . ? Mn1 O29 H29B 106.8 . . ? H29A O29 H29B 105.6 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O26 H26A O10 0.90 1.81 2.674(3) 159 . O26 H26B O4 0.90 1.84 2.723(3) 168 2_645 O27 H27A O4 0.90 1.97 2.755(3) 145 2_545 O28 H28A O22 0.90 2.04 2.778(4) 138 4_556 O29 H29A O4 0.90 1.90 2.784(3) 166 3 O29 H29B O22 0.90 1.87 2.691(3) 150 . # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.003 438 138 ' ' 2 -0.051 0.500 -0.497 438 138 ' ' _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 1.398 _refine_diff_density_min -0.603 _refine_diff_density_rms 0.084 data_5 _database_code_depnum_ccdc_archive 'CCDC 915077' #TrackingRef 'Paper2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H36 N2 Ni3 O24, 2(C4 H9 N O )' _chemical_formula_sum 'C38 H62 N4 Ni3 O30' _chemical_formula_weight 1231.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.4428(4) _cell_length_b 17.7483(6) _cell_length_c 12.2315(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.5100(10) _cell_angle_gamma 90.00 _cell_volume 2495.39(13) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 5744 _cell_measurement_theta_min 1.77 _cell_measurement_theta_max 27.55 _exptl_crystal_description rods _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.638 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1284 _exptl_absorpt_coefficient_mu 1.221 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7499 _exptl_absorpt_correction_T_max 0.8380 _exptl_absorpt_process_details 'Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 'ApexDuo, Bruker-AXS' _diffrn_measurement_method '0.5 deg. \w scans' _diffrn_detector_area_resol_mean 1.75 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 57844 _diffrn_reflns_av_R_equivalents 0.0965 _diffrn_reflns_av_sigmaI/netI 0.1114 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 27.55 _reflns_number_total 5744 _reflns_number_gt 3473 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'ApexII, Bruker-AXS' _computing_cell_refinement 'SAINT, Bruker-AXS' _computing_data_reduction 'SAINT, Bruker-AXS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0820P)^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 5744 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0972 _refine_ls_R_factor_gt 0.0521 _refine_ls_wR_factor_ref 0.1462 _refine_ls_wR_factor_gt 0.1297 _refine_ls_goodness_of_fit_ref 0.916 _refine_ls_restrained_S_all 0.916 _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 Ni1 Ni 0.5000 0.5000 0.0000 0.00506(18) Uani 1 2 d S . . Ni2 Ni -0.06103(4) 0.70448(3) -0.15437(4) 0.01180(16) Uani 1 1 d . . . O3 O 0.4944(2) 0.42386(14) -0.1290(2) 0.0093(6) Uani 1 1 d . . . O4 O 0.6407(2) 0.45718(16) -0.1823(2) 0.0152(6) Uani 1 1 d . . . C5 C 0.5535(3) 0.4171(2) -0.1919(3) 0.0090(8) Uani 1 1 d . . . C6 C 0.5156(3) 0.3582(2) -0.2864(3) 0.0078(8) Uani 1 1 d . . . C7 C 0.4168(3) 0.3146(2) -0.3038(3) 0.0079(8) Uani 1 1 d . . . H7 H 0.3761 0.3213 -0.2528 0.009 Uiso 1 1 calc R . . C8 C 0.3770(3) 0.2618(2) -0.3941(3) 0.0085(8) Uani 1 1 d . . . C9 C 0.4374(3) 0.2514(2) -0.4683(3) 0.0085(8) Uani 1 1 d . . . H9 H 0.4106 0.2157 -0.5309 0.010 Uiso 1 1 calc R . . C10 C 0.5372(3) 0.2934(2) -0.4502(3) 0.0081(8) Uani 1 1 d . . . C11 C 0.5748(3) 0.3469(2) -0.3605(3) 0.0079(8) Uani 1 1 d . . . H11 H 0.6421 0.3760 -0.3498 0.010 Uiso 1 1 calc R . . C12 C -0.2688(3) 0.7183(2) -0.0873(3) 0.0113(9) Uani 1 1 d . . . O13 O -0.2316(2) 0.67201(15) -0.0016(2) 0.0111(6) Uani 1 1 d . . . O14 O -0.2222(2) 0.72983(16) -0.1609(2) 0.0149(6) Uani 1 1 d . . . C15 C 0.3997(3) 0.7155(2) -0.4677(3) 0.0099(8) Uani 1 1 d . . . H15A H 0.4112 0.7669 -0.4336 0.012 Uiso 1 1 calc R . . H15B H 0.3153 0.7067 -0.5103 0.012 Uiso 1 1 calc R . . O16 O 0.4488(2) 0.66042(16) -0.3766(2) 0.0126(6) Uani 1 1 d . . . C17 C 0.3983(3) 0.6519(2) -0.2958(3) 0.0094(8) Uani 1 1 d . . . C18 C 0.3037(3) 0.6909(2) -0.2948(3) 0.0106(9) Uani 1 1 d . . . H18 H 0.2686 0.7294 -0.3512 0.013 Uiso 1 1 calc R . . C19 C 0.2605(3) 0.6722(2) -0.2081(3) 0.0096(8) Uani 1 1 d . . . C20 C 0.3163(3) 0.6169(2) -0.1267(3) 0.0109(8) Uani 1 1 d . . . H20 H 0.2859 0.6037 -0.0689 0.013 Uiso 1 1 calc R . . N21 N 0.4113(3) 0.58083(18) -0.1257(2) 0.0070(7) Uani 1 1 d . . . C22 C 0.4498(3) 0.5982(2) -0.2102(3) 0.0094(8) Uani 1 1 d . . . H22 H 0.5162 0.5724 -0.2115 0.011 Uiso 1 1 calc R . . C23 C 0.1537(3) 0.7107(2) -0.2071(3) 0.0118(9) Uani 1 1 d . . . O24 O 0.1016(2) 0.67939(16) -0.1494(2) 0.0151(6) Uani 1 1 d . . . O25 O 0.1243(2) 0.77141(16) -0.2656(2) 0.0155(6) Uani 1 1 d . . . O26 O 0.3394(2) 0.46115(15) -0.0099(2) 0.0090(6) Uani 1 1 d . . . H26A H 0.3385 0.4800 0.0602 0.014 Uiso 1 1 d R . . H26B H 0.3125 0.4177 -0.0165 0.014 Uiso 1 1 d R . . O27 O -0.1331(2) 0.64549(17) -0.3095(2) 0.0203(7) Uani 1 1 d . . . H27A H -0.0906 0.6251 -0.3494 0.030 Uiso 1 1 d R . . H27B H -0.1968 0.6143 -0.3273 0.030 Uiso 1 1 d R . . O28 O -0.0747(2) 0.80236(16) -0.2503(2) 0.0153(6) Uani 1 1 d . . . H28A H -0.1470 0.8072 -0.3135 0.023 Uiso 1 1 d R . . H28B H -0.0151 0.8167 -0.2830 0.023 Uiso 1 1 d R . . O29 O -0.0553(2) 0.61070(16) -0.0476(2) 0.0172(7) Uani 1 1 d . . . H29A H -0.1086 0.6217 -0.0281 0.026 Uiso 1 1 d R . . H29B H -0.0770 0.5636 -0.0807 0.026 Uiso 1 1 d R . . O30 O 0.0174(3) 0.76485(17) -0.0023(2) 0.0244(7) Uani 1 1 d . . . H30A H 0.0507 0.7434 0.0768 0.037 Uiso 1 1 d R . . H30B H 0.0127 0.8145 0.0130 0.037 Uiso 1 1 d R . . O31 O 0.0162(3) 0.90452(17) 0.0866(3) 0.0238(7) Uani 1 1 d . . . C32 C 0.0925(5) 0.9610(4) 0.1289(6) 0.051(2) Uani 1 1 d . . . C33 C 0.0877(5) 1.0031(3) 0.2407(4) 0.0370(13) Uani 1 1 d . . . H33A H 0.1641 1.0003 0.3058 0.056 Uiso 1 1 calc R . . H33B H 0.0293 0.9791 0.2648 0.056 Uiso 1 1 calc R . . H33C H 0.0668 1.0560 0.2209 0.056 Uiso 1 1 calc R . . N34 N 0.1636(5) 0.9777(3) 0.0831(5) 0.0626(15) Uani 1 1 d . . . C35 C 0.1659(5) 0.9386(3) -0.0190(4) 0.0385(13) Uani 1 1 d . . . H35A H 0.1138 0.8950 -0.0360 0.058 Uiso 1 1 calc R . . H35B H 0.2454 0.9215 -0.0033 0.058 Uiso 1 1 calc R . . H35C H 0.1403 0.9727 -0.0872 0.058 Uiso 1 1 calc R . . C36 C 0.2342(5) 1.0473(3) 0.1302(6) 0.062(3) Uani 1 1 d . . . H36A H 0.3010 1.0479 0.1064 0.093 Uiso 1 1 calc R . . H36B H 0.2619 1.0476 0.2168 0.093 Uiso 1 1 calc R . . H36C H 0.1859 1.0919 0.0983 0.093 Uiso 1 1 calc R . . O37 O 0.3359(3) 0.4378(2) 0.3607(3) 0.0315(8) Uani 1 1 d . . . H37A H 0.3874 0.3984 0.3656 0.047 Uiso 1 1 d R . . H37B H 0.3376 0.4695 0.2926 0.047 Uiso 1 1 d R . . O38 O 0.1195(3) 0.5338(2) 0.1382(3) 0.0415(9) Uani 1 1 d . . . H38A H 0.1961 0.5366 0.1526 0.062 Uiso 1 1 d R . . H38B H 0.0637 0.5582 0.0792 0.062 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0063(4) 0.0050(4) 0.0054(3) -0.0005(3) 0.0040(3) 0.0000(3) Ni2 0.0116(3) 0.0125(3) 0.0142(3) 0.0017(2) 0.0082(2) 0.0026(2) O3 0.0118(14) 0.0099(15) 0.0086(12) -0.0025(11) 0.0065(11) -0.0024(12) O4 0.0118(15) 0.0169(16) 0.0217(14) -0.0084(12) 0.0118(12) -0.0064(13) C5 0.009(2) 0.009(2) 0.0093(18) 0.0029(16) 0.0033(16) 0.0032(17) C6 0.0066(19) 0.009(2) 0.0065(17) 0.0023(15) 0.0015(15) 0.0031(16) C7 0.008(2) 0.009(2) 0.0096(18) 0.0036(15) 0.0062(16) 0.0028(16) C8 0.007(2) 0.007(2) 0.0104(18) 0.0026(16) 0.0020(16) 0.0020(16) C9 0.010(2) 0.007(2) 0.0085(17) 0.0019(15) 0.0035(16) 0.0013(16) C10 0.010(2) 0.010(2) 0.0055(17) 0.0044(15) 0.0040(16) 0.0040(16) C11 0.008(2) 0.006(2) 0.0105(18) 0.0012(15) 0.0047(16) -0.0006(16) C12 0.012(2) 0.009(2) 0.0150(19) -0.0018(17) 0.0064(17) -0.0016(17) O13 0.0113(15) 0.0073(14) 0.0167(14) 0.0063(12) 0.0077(12) 0.0009(12) O14 0.0129(15) 0.0188(17) 0.0189(14) 0.0068(12) 0.0127(13) 0.0046(13) C15 0.011(2) 0.011(2) 0.0117(18) 0.0020(16) 0.0084(17) -0.0002(17) O16 0.0139(15) 0.0178(16) 0.0097(13) 0.0049(12) 0.0084(12) 0.0072(12) C17 0.010(2) 0.011(2) 0.0069(17) -0.0004(16) 0.0033(16) -0.0042(17) C18 0.010(2) 0.011(2) 0.0112(18) 0.0020(16) 0.0046(16) 0.0003(17) C19 0.011(2) 0.008(2) 0.0092(18) -0.0011(16) 0.0034(16) -0.0009(17) C20 0.013(2) 0.009(2) 0.0150(19) -0.0029(17) 0.0099(17) -0.0046(17) N21 0.0061(16) 0.0087(17) 0.0064(14) -0.0008(13) 0.0026(13) -0.0012(14) C22 0.009(2) 0.009(2) 0.0114(18) -0.0032(16) 0.0059(16) -0.0013(17) C23 0.014(2) 0.012(2) 0.0111(19) -0.0022(17) 0.0067(17) -0.0028(18) O24 0.0145(16) 0.0190(16) 0.0166(14) 0.0041(12) 0.0114(12) 0.0025(13) O25 0.0165(16) 0.0127(16) 0.0199(15) 0.0067(12) 0.0098(13) 0.0052(13) O26 0.0113(14) 0.0073(14) 0.0099(12) -0.0044(11) 0.0056(11) -0.0048(12) O27 0.0142(16) 0.0260(18) 0.0220(15) -0.0077(13) 0.0086(13) -0.0034(14) O28 0.0146(16) 0.0180(17) 0.0162(14) 0.0074(12) 0.0089(12) 0.0018(13) O29 0.0154(16) 0.0152(16) 0.0262(15) 0.0019(13) 0.0138(13) 0.0025(13) O30 0.034(2) 0.0178(18) 0.0194(15) -0.0045(13) 0.0081(14) 0.0015(15) O31 0.0226(18) 0.0200(18) 0.0315(17) 0.0014(14) 0.0136(15) -0.0082(15) C32 0.044(4) 0.065(6) 0.061(5) 0.048(4) 0.038(4) 0.037(4) C33 0.034(3) 0.019(3) 0.040(3) -0.005(2) -0.005(2) 0.005(2) N34 0.062(4) 0.053(4) 0.063(3) 0.015(3) 0.013(3) 0.013(3) C35 0.044(4) 0.041(3) 0.032(3) 0.008(2) 0.016(3) 0.009(3) C36 0.042(4) 0.031(4) 0.067(6) 0.024(4) -0.029(4) -0.028(3) O37 0.0267(19) 0.033(2) 0.0371(19) 0.0089(16) 0.0147(16) 0.0056(16) O38 0.023(2) 0.054(3) 0.046(2) -0.0041(19) 0.0115(17) 0.0012(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O3 2.058(2) 3_665 ? Ni1 O3 2.058(2) . ? Ni1 O26 2.073(2) 3_665 ? Ni1 O26 2.073(2) . ? Ni1 N21 2.084(3) 3_665 ? Ni1 N21 2.084(3) . ? Ni2 O14 2.027(3) . ? Ni2 O30 2.042(3) . ? Ni2 O27 2.049(3) . ? Ni2 O24 2.051(3) . ? Ni2 O28 2.067(3) . ? Ni2 O29 2.100(3) . ? O3 C5 1.257(4) . ? O4 C5 1.265(5) . ? C5 C6 1.495(5) . ? C6 C11 1.384(5) . ? C6 C7 1.398(5) . ? C7 C8 1.387(5) . ? C8 C9 1.395(5) . ? C8 C12 1.493(5) 2_544 ? C9 C10 1.392(5) . ? C10 C11 1.389(5) . ? C10 C15 1.501(5) 3_664 ? C12 O14 1.260(4) . ? C12 O13 1.271(5) . ? C12 C8 1.493(5) 2_554 ? C15 O16 1.432(4) . ? C15 C10 1.501(5) 3_664 ? O16 C17 1.367(4) . ? C17 C18 1.369(5) . ? C17 C22 1.378(5) . ? C18 C19 1.400(5) . ? C19 C20 1.382(5) . ? C19 C23 1.498(6) . ? C20 N21 1.340(5) . ? N21 C22 1.331(4) . ? C23 O24 1.255(4) . ? C23 O25 1.268(5) . ? O31 C32 1.341(8) . ? C32 N34 1.251(7) . ? C32 C33 1.579(8) . ? N34 C35 1.438(7) . ? N34 C36 1.498(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Ni1 O3 179.999(2) 3_665 . ? O3 Ni1 O26 89.29(10) 3_665 3_665 ? O3 Ni1 O26 90.71(10) . 3_665 ? O3 Ni1 O26 90.71(10) 3_665 . ? O3 Ni1 O26 89.29(10) . . ? O26 Ni1 O26 180.0 3_665 . ? O3 Ni1 N21 91.91(11) 3_665 3_665 ? O3 Ni1 N21 88.08(11) . 3_665 ? O26 Ni1 N21 87.68(11) 3_665 3_665 ? O26 Ni1 N21 92.32(11) . 3_665 ? O3 Ni1 N21 88.09(11) 3_665 . ? O3 Ni1 N21 91.92(11) . . ? O26 Ni1 N21 92.32(11) 3_665 . ? O26 Ni1 N21 87.68(11) . . ? N21 Ni1 N21 179.999(1) 3_665 . ? O14 Ni2 O30 92.30(12) . . ? O14 Ni2 O27 90.06(11) . . ? O30 Ni2 O27 177.14(12) . . ? O14 Ni2 O24 179.41(11) . . ? O30 Ni2 O24 87.98(11) . . ? O27 Ni2 O24 89.65(11) . . ? O14 Ni2 O28 85.75(11) . . ? O30 Ni2 O28 89.02(11) . . ? O27 Ni2 O28 89.54(11) . . ? O24 Ni2 O28 93.74(11) . . ? O14 Ni2 O29 89.88(11) . . ? O30 Ni2 O29 87.64(11) . . ? O27 Ni2 O29 93.99(11) . . ? O24 Ni2 O29 90.65(11) . . ? O28 Ni2 O29 174.39(11) . . ? C5 O3 Ni1 132.5(2) . . ? O3 C5 O4 124.9(3) . . ? O3 C5 C6 117.1(3) . . ? O4 C5 C6 118.1(3) . . ? C11 C6 C7 118.6(3) . . ? C11 C6 C5 121.2(3) . . ? C7 C6 C5 120.2(3) . . ? C8 C7 C6 121.3(3) . . ? C7 C8 C9 119.4(3) . . ? C7 C8 C12 119.8(3) . 2_544 ? C9 C8 C12 120.8(3) . 2_544 ? C10 C9 C8 119.7(3) . . ? C11 C10 C9 120.2(3) . . ? C11 C10 C15 119.8(3) . 3_664 ? C9 C10 C15 120.0(3) . 3_664 ? C6 C11 C10 120.9(3) . . ? O14 C12 O13 125.0(4) . . ? O14 C12 C8 116.2(3) . 2_554 ? O13 C12 C8 118.8(3) . 2_554 ? C12 O14 Ni2 130.9(3) . . ? O16 C15 C10 105.8(3) . 3_664 ? C17 O16 C15 117.4(3) . . ? O16 C17 C18 125.8(3) . . ? O16 C17 C22 114.6(3) . . ? C18 C17 C22 119.6(3) . . ? C17 C18 C19 117.9(4) . . ? C20 C19 C18 118.8(4) . . ? C20 C19 C23 121.4(3) . . ? C18 C19 C23 119.9(3) . . ? N21 C20 C19 123.0(3) . . ? C22 N21 C20 117.4(3) . . ? C22 N21 Ni1 119.1(3) . . ? C20 N21 Ni1 123.5(2) . . ? N21 C22 C17 123.3(4) . . ? O24 C23 O25 126.5(4) . . ? O24 C23 C19 117.0(4) . . ? O25 C23 C19 116.6(3) . . ? C23 O24 Ni2 127.1(3) . . ? N34 C32 O31 121.5(7) . . ? N34 C32 C33 123.0(7) . . ? O31 C32 C33 115.6(4) . . ? C32 N34 C35 121.9(6) . . ? C32 N34 C36 115.7(7) . . ? C35 N34 C36 121.9(6) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O26 H26A O4 0.92 1.80 2.691(3) 161 3_665 O26 H26B O13 0.83 1.94 2.748(4) 163 3_565 O27 H27A O31 0.92 1.86 2.768(4) 170 4_575 O27 H27B O37 0.92 1.86 2.781(4) 173 3_565 O28 H28A O13 0.94 2.16 2.979(4) 144 4_575 O28 H28B O25 1.00 1.85 2.612(4) 131 . O29 H29A O13 0.81 1.90 2.694(4) 165 . O29 H29B O38 0.92 1.87 2.787(5) 176 3_565 O30 H30A O25 0.97 1.81 2.761(4) 165 4_576 O30 H30B O31 0.91 1.83 2.710(4) 164 . O37 H37A O16 0.93 2.25 3.138(4) 159 3_665 O37 H37B O4 1.01 1.97 2.968(4) 170 3_665 O38 H38A O4 0.90 1.92 2.827(4) 180 3_665 O38 H38B O29 0.90 1.93 2.823(5) 180 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.873 _refine_diff_density_min -1.006 _refine_diff_density_rms 0.129 #===============================END===================================