# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_DBL4_LH4(OMe)2 _database_code_depnum_ccdc_archive 'CCDC 883918' _audit_creation_method SHELXL-97 _chemical_formula_moiety 'C30 H40 N4 O6 , 2 H2 O' _chemical_formula_sum 'C30 H44 N4 O8' _chemical_formula_weight 588.69 _chemical_melting_point ? _chemical_name_common ? _chemical_name_systematic ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '1/2-x, 1/2+y, 1/2-z' '-x, -y, -z' '1/2+x, 1/2-y, 1/2+z' _cell_angle_alpha 90.00 _cell_angle_beta 106.27(1) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 12.4480(4) _cell_length_b 6.6970(2) _cell_length_c 19.3150(7) _cell_measurement_reflns_used 2740 _cell_measurement_temperature 120 _cell_measurement_theta_max 31.016 _cell_measurement_theta_min 2.272 _cell_volume 1545.70(9) _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_T_max ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_crystal_F_000 632 _exptl_crystal_colour less _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.265 _exptl_crystal_density_meas 0.0 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.01 _exptl_special_details ; The data collection nominally covered a full sphere of reciprocal space by a combination of 5 sets of \w scans each set at different \f and/or 2\q angles and each scan (10.00 s exposure) covering -0.200\ degrees in \w. The crystal to detector distance was 4.85 cm. ; _diffrn_ambient_temperature 120 _diffrn_detector 'CCD area detector' _diffrn_detector_area_resol_mean 5.6 _diffrn_detector_type 'Bruker SMART CCD 6000 area detector' _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator Parallel,graphite _diffrn_radiation_probe x-ray _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_xray_symbol K-L~3~ _diffrn_reflns_av_R_equivalents 0.0915 _diffrn_reflns_av_sigmaI/netI 0.0687 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 22445 _diffrn_reflns_theta_full 28.00 _diffrn_reflns_theta_max 28.00 _diffrn_reflns_theta_min 1.75 _diffrn_source 'sealed X-ray tube' _diffrn_source_current 30.0 _diffrn_source_power 1.5 _diffrn_source_target MO _diffrn_source_voltage 50.0 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 2141 _reflns_number_total 3726 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'SAINT v6.45A (Bruker, 2003)' _computing_data_collection 'SMART v5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_molecular_graphics ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_publication_material ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)/Bruker' _refine_diff_density_max 0.425 _refine_diff_density_min -0.260 _refine_diff_density_rms 0.055 _refine_ls_R_factor_all 0.0905 _refine_ls_R_factor_gt 0.0480 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 277 _refine_ls_number_reflns 3726 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.981 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_wR_factor_gt 0.1052 _refine_ls_wR_factor_ref 0.1174 _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _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. ; _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.98976(10) -0.20494(18) 0.56973(6) 0.0267(3) Uani 1 1 d . . . O2 O 0.79475(11) -0.39446(19) 0.47074(7) 0.0321(3) Uani 1 1 d . . . O3 O 1.05707(10) 0.1641(2) 0.75303(7) 0.0329(3) Uani 1 1 d . . . N1 N 0.72748(12) -0.1119(2) 0.40955(8) 0.0240(3) Uani 1 1 d . . . N2 N 1.13391(12) 0.0018(2) 0.67601(8) 0.0262(4) Uani 1 1 d . . . C1 C 0.90726(14) -0.0897(3) 0.58523(9) 0.0218(4) Uani 1 1 d . . . C2 C 0.79994(14) -0.0897(2) 0.53743(9) 0.0224(4) Uani 1 1 d . . . C3 C 0.71739(15) 0.0315(3) 0.55096(9) 0.0225(4) Uani 1 1 d . . . C4 C 0.73748(14) 0.1547(3) 0.61119(9) 0.0221(4) Uani 1 1 d . . . C5 C 0.84575(15) 0.1554(3) 0.65729(9) 0.0232(4) Uani 1 1 d . . . C6 C 0.93157(14) 0.0377(3) 0.64540(9) 0.0216(4) Uani 1 1 d . . . C7 C 0.77430(14) -0.2137(3) 0.46989(9) 0.0234(4) Uani 1 1 d . . . C8 C 0.70773(17) -0.1987(3) 0.33784(9) 0.0260(4) Uani 1 1 d . . . C9 C 1.04605(14) 0.0708(3) 0.69625(9) 0.0232(4) Uani 1 1 d . . . C10 C 1.24977(15) 0.0566(3) 0.70992(10) 0.0246(4) Uani 1 1 d . . . C11 C 0.99929(19) -0.4032(3) 0.60130(13) 0.0362(5) Uani 1 1 d . . . C12 C 0.64775(14) 0.2912(3) 0.62613(9) 0.0256(4) Uani 1 1 d . . . C13 C 0.53287(17) 0.2564(4) 0.57221(12) 0.0339(5) Uani 1 1 d . . . C14 C 0.68076(19) 0.5100(3) 0.61957(13) 0.0361(5) Uani 1 1 d . . . C15 C 0.63684(18) 0.2526(4) 0.70193(11) 0.0355(5) Uani 1 1 d . . . H1 H 0.7125(17) 0.017(3) 0.4113(11) 0.040(6) Uiso 1 1 d . . . H2 H 1.1176(17) -0.059(3) 0.6320(11) 0.035(6) Uiso 1 1 d . . . H3 H 0.6448(15) 0.031(2) 0.5167(9) 0.014(4) Uiso 1 1 d . . . H5 H 0.8668(15) 0.241(3) 0.7001(10) 0.028(5) Uiso 1 1 d . . . H8A H 0.6282(17) -0.221(3) 0.3162(10) 0.030(5) Uiso 1 1 d . . . H8B H 0.7498(16) -0.326(3) 0.3422(10) 0.029(5) Uiso 1 1 d . . . H10A H 1.2934(15) -0.063(3) 0.7177(9) 0.025(5) Uiso 1 1 d . . . H10B H 1.2580(14) 0.118(3) 0.7557(10) 0.016(4) Uiso 1 1 d . . . H11A H 0.924(2) -0.481(3) 0.5816(12) 0.051(6) Uiso 1 1 d . . . H11B H 1.0626(18) -0.474(3) 0.5878(11) 0.043(6) Uiso 1 1 d . . . H11C H 1.0232(18) -0.387(3) 0.6556(12) 0.043(6) Uiso 1 1 d . . . H13A H 0.5327(15) 0.281(3) 0.5237(11) 0.030(5) Uiso 1 1 d . . . H13B H 0.5106(17) 0.113(3) 0.5763(11) 0.041(6) Uiso 1 1 d . . . H13C H 0.4808(17) 0.346(3) 0.5834(10) 0.035(5) Uiso 1 1 d . . . H14A H 0.6887(18) 0.541(3) 0.5693(13) 0.047(6) Uiso 1 1 d . . . H14B H 0.6222(18) 0.605(3) 0.6291(11) 0.043(6) Uiso 1 1 d . . . H14C H 0.7554(18) 0.538(3) 0.6533(11) 0.037(6) Uiso 1 1 d . . . H15A H 0.6105(17) 0.108(3) 0.7063(11) 0.042(6) Uiso 1 1 d . . . H15B H 0.5797(19) 0.346(3) 0.7112(11) 0.040(6) Uiso 1 1 d . . . H15C H 0.7075(19) 0.275(3) 0.7390(12) 0.049(6) Uiso 1 1 d . . . O1W O 0.7007(4) 0.2900(6) 0.3924(2) 0.0330(9) Uiso 0.40 1 d P A 1 H1WA H 0.632(3) 0.324(5) 0.3555(19) 0.105(11) Uiso 0.40 1 d P B 1 H1WB H 0.716(3) 0.407(5) 0.4178(16) 0.097(10) Uiso 0.40 1 d P C 1 O2W O 0.6550(2) 0.2928(3) 0.40078(13) 0.0276(5) Uiso 0.60 1 d P D 2 H2WA H 0.632(3) 0.324(5) 0.3555(19) 0.105(11) Uiso 0.60 1 d P E 2 H2WB H 0.716(3) 0.407(5) 0.4178(16) 0.097(10) Uiso 0.60 1 d P F 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 O1 0.0218(6) 0.0296(7) 0.0288(7) -0.0032(5) 0.0073(5) 0.0017(5) O2 0.0365(8) 0.0271(7) 0.0279(7) -0.0037(6) 0.0012(6) 0.0045(6) O3 0.0253(7) 0.0463(8) 0.0248(7) -0.0106(6) 0.0031(6) 0.0014(6) N1 0.0260(8) 0.0242(9) 0.0209(8) -0.0021(7) 0.0049(6) -0.0016(7) N2 0.0204(8) 0.0362(9) 0.0211(8) -0.0057(7) 0.0045(6) -0.0041(7) C1 0.0210(9) 0.0229(9) 0.0227(9) 0.0010(7) 0.0079(7) -0.0002(7) C2 0.0235(9) 0.0230(9) 0.0206(9) 0.0010(7) 0.0061(7) -0.0022(7) C3 0.0193(9) 0.0270(10) 0.0191(9) 0.0014(7) 0.0018(7) -0.0029(7) C4 0.0217(9) 0.0245(9) 0.0210(8) 0.0025(7) 0.0076(7) -0.0021(7) C5 0.0240(9) 0.0267(9) 0.0190(8) -0.0005(8) 0.0062(7) -0.0028(8) C6 0.0197(9) 0.0249(9) 0.0198(8) 0.0035(7) 0.0048(7) -0.0016(7) C7 0.0167(8) 0.0287(10) 0.0243(9) -0.0014(8) 0.0051(7) -0.0014(7) C8 0.0264(10) 0.0296(10) 0.0212(9) -0.0035(8) 0.0054(8) -0.0044(8) C9 0.0233(9) 0.0245(9) 0.0206(9) 0.0018(7) 0.0043(7) -0.0021(7) C10 0.0210(9) 0.0289(10) 0.0220(10) -0.0016(8) 0.0029(8) -0.0003(8) C11 0.0330(12) 0.0320(11) 0.0393(12) 0.0008(10) 0.0032(10) 0.0076(10) C12 0.0217(9) 0.0308(10) 0.0242(9) -0.0020(8) 0.0060(7) 0.0013(8) C13 0.0253(10) 0.0425(13) 0.0325(12) -0.0064(10) 0.0059(9) 0.0054(9) C14 0.0330(12) 0.0311(11) 0.0435(13) -0.0059(10) 0.0094(10) 0.0019(9) C15 0.0303(11) 0.0510(14) 0.0267(11) -0.0018(10) 0.0105(9) 0.0055(10) _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 O1 C1 1.383(2) . ? O1 C11 1.452(2) . ? O2 C7 1.236(2) . ? O3 C9 1.236(2) . ? N1 C7 1.335(2) . ? N1 C8 1.458(2) . ? N1 H1 0.88(2) . ? N2 C9 1.342(2) . ? N2 C10 1.454(2) . ? N2 H2 0.91(2) . ? C1 C2 1.395(2) . ? C1 C6 1.405(2) . ? C2 C3 1.391(2) . ? C2 C7 1.503(2) . ? C3 C4 1.390(2) . ? C3 H3 0.958(17) . ? C4 C5 1.392(2) . ? C4 C12 1.532(2) . ? C5 C6 1.398(2) . ? C5 H5 0.980(19) . ? C6 C9 1.504(2) . ? C8 C10 1.520(3) 3_756 ? C8 H8A 0.973(19) . ? C8 H8B 0.99(2) . ? C10 C8 1.520(3) 3_756 ? C10 H10A 0.956(19) . ? C10 H10B 0.955(18) . ? C11 H11A 1.05(2) . ? C11 H11B 1.01(2) . ? C11 H11C 1.01(2) . ? C12 C13 1.533(3) . ? C12 C14 1.537(3) . ? C12 C15 1.530(3) . ? C13 H13A 0.950(19) . ? C13 H13B 1.01(2) . ? C13 H13C 0.95(2) . ? C14 H14A 1.02(2) . ? C14 H14B 1.02(2) . ? C14 H14C 0.99(2) . ? C15 H15A 1.04(2) . ? C15 H15B 1.00(2) . ? C15 H15C 0.98(2) . ? O1W H1WA 0.98(3) . ? O1W H1WB 0.91(3) . ? O1W H2WA 0.98(3) . ? O1W H2WB 0.91(3) . ? O2W H1WA 0.87(3) . ? O2W H1WB 1.06(3) . ? O2W H2WA 0.87(3) . ? O2W H2WB 1.06(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 O1 C1 C2 119.23(15) . . ? O1 C1 C6 121.14(15) . . ? O1 C11 H11A 110.2(12) . . ? O1 C11 H11B 107.2(12) . . ? O1 C11 H11C 107.5(13) . . ? O2 C7 N1 123.34(17) . . ? O2 C7 C2 122.43(16) . . ? O3 C9 N2 122.38(16) . . ? O3 C9 C6 120.23(16) . . ? N1 C7 C2 114.23(15) . . ? N1 C8 C10 109.40(15) . 3_756 ? N1 C8 H8A 110.5(11) . . ? N1 C8 H8B 108.6(11) . . ? N2 C9 C6 117.35(15) . . ? N2 C10 C8 110.78(15) . 3_756 ? N2 C10 H10A 107.9(11) . . ? N2 C10 H10B 111.2(10) . . ? C1 O1 C11 113.45(14) . . ? C1 C2 C7 120.37(15) . . ? C1 C6 C9 125.11(16) . . ? C2 C1 C6 119.48(15) . . ? C2 C3 H3 118.2(10) . . ? C3 C2 C1 119.77(16) . . ? C3 C2 C7 119.81(15) . . ? C3 C4 C5 116.90(16) . . ? C3 C4 C12 122.80(15) . . ? C4 C3 C2 122.31(16) . . ? C4 C3 H3 119.5(10) . . ? C4 C5 C6 122.72(16) . . ? C4 C5 H5 121.6(11) . . ? C4 C12 C13 111.84(15) . . ? C4 C12 C14 109.13(15) . . ? C5 C4 C12 120.25(15) . . ? C5 C6 C1 118.77(16) . . ? C5 C6 C9 115.95(15) . . ? C6 C5 H5 115.7(11) . . ? C7 N1 C8 122.82(16) . . ? C7 N1 H1 120.7(13) . . ? C8 N1 H1 116.3(13) . . ? C8 C10 H10A 109.9(11) 3_756 . ? C8 C10 H10B 109.1(10) 3_756 . ? C9 N2 C10 124.61(16) . . ? C9 N2 H2 116.0(13) . . ? C10 N2 H2 117.7(13) . . ? C10 C8 H8A 108.8(11) 3_756 . ? C10 C8 H8B 109.0(11) 3_756 . ? C12 C13 H13A 112.8(11) . . ? C12 C13 H13B 108.4(12) . . ? C12 C13 H13C 108.3(12) . . ? C12 C14 H14A 111.7(12) . . ? C12 C14 H14B 110.9(12) . . ? C12 C14 H14C 110.4(12) . . ? C12 C15 H15A 110.5(12) . . ? C12 C15 H15B 109.0(12) . . ? C12 C15 H15C 111.8(13) . . ? C13 C12 C14 107.99(17) . . ? C15 C12 C4 110.14(15) . . ? C15 C12 C13 107.98(16) . . ? C15 C12 C14 109.71(17) . . ? H8A C8 H8B 110.6(16) . . ? H10A C10 H10B 107.9(15) . . ? H11A C11 H11B 110.7(17) . . ? H11A C11 H11C 113.9(18) . . ? H11B C11 H11C 107.0(17) . . ? H13A C13 H13B 108.6(17) . . ? H13A C13 H13C 107.5(16) . . ? H13B C13 H13C 111.3(17) . . ? H14A C14 H14B 108.0(17) . . ? H14A C14 H14C 105.3(17) . . ? H14B C14 H14C 110.3(17) . . ? H15A C15 H15B 108.2(17) . . ? H15A C15 H15C 109.1(17) . . ? H15B C15 H15C 108.2(17) . . ? H1WA O1W H1WB 102(3) . . ? H1WA O1W H2WA 0(6) . . ? H1WA O1W H2WB 102(3) . . ? H1WA O2W H1WB 99(3) . . ? H1WA O2W H2WA 0(6) . . ? H1WA O2W H2WB 99(3) . . ? H1WB O1W H2WA 102(3) . . ? H1WB O1W H2WB 0(4) . . ? H1WB O2W H2WA 99(3) . . ? H1WB O2W H2WB 0(6) . . ? H2WA O1W H2WB 102(3) . . ? H2WA O2W H2WB 99(3) . . ? 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 N1 H1 O1W 0.88(2) 1.86(2) 2.721(4) 162.8(19) . N1 H1 O2W 0.88(2) 1.97(2) 2.847(3) 169.8(19) . N2 H2 O1 0.91(2) 1.97(2) 2.6993(19) 136.2(17) . O1W H1WA O3 0.98(3) 1.94(4) 2.800(4) 146(3) 4_454 O1W H1WB O2 0.91(3) 1.79(3) 2.671(4) 160(3) 1_565 O2W H2WA O3 0.87(3) 1.94(4) 2.786(3) 166(3) 4_454 O2W H2WB O2 1.06(3) 1.79(3) 2.814(3) 160(3) 1_565 data_dbl30_LH4(NBu4)2 _database_code_depnum_ccdc_archive 'CCDC 883919' #TrackingRef '11531_web_deposit_cif_file_0_DmitryYufit_1337938826.4forDalton.cif' _audit_creation_date 2011-09-28 _audit_creation_method ; Olex2 1.1-beta (compiled 2011.09.07 svn.r1971, GUI svn.r3863) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety '0.5(C56 H68 N8 O12), C32 H72 N2' _chemical_formula_sum 'C60 H106 N6 O6' _chemical_formula_weight 1007.51 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_length_a 10.1559(3) _cell_length_b 17.4972(6) _cell_length_c 16.9057(5) _cell_angle_alpha 90.00 _cell_angle_beta 100.921(10) _cell_angle_gamma 90.00 _cell_volume 2949.73(16) _cell_formula_units_Z 2 _cell_measurement_reflns_used 3441 _cell_measurement_temperature 120 _cell_measurement_theta_max 25.50 _cell_measurement_theta_min 2.33 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.2782 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2006/1 (Bruker,2006) was used for absorption correction. R(int) was 0.0787 before and 0.0454 after correction. The Ratio of minimum to maximum transmission is 0.2782. The \l/2 correction factor is 0.0015. ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.134 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 1112 _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.1 _exptl_special_details ; The data collection nominally covered a full sphere of reciprocal space by a combination of 3 sets of \w scans each set at different \f and/or 2\q angles and each scan (20 s exposure) covering -0.300\% degrees in \w. The crystal to detector distance was 4.85 cm. ; _diffrn_reflns_av_R_equivalents 0.1023 _diffrn_reflns_av_unetI/netI 0.0839 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 33608 _diffrn_reflns_theta_full 28.00 _diffrn_reflns_theta_max 28.00 _diffrn_reflns_theta_min 2.35 _diffrn_ambient_temperature 120 _diffrn_detector 'CCD area detector' _diffrn_detector_area_resol_mean 5.6 _diffrn_detector_type 'Bruker SMART CCD 6000 area detector' _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker SMART CCD 6000 area detector' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_xray_symbol K-L~3~ _diffrn_source 'sealed X-ray tube' _diffrn_source_current 10.0 _diffrn_source_power 0.3 _diffrn_source_target Mo _diffrn_source_voltage 30.0 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3968 _reflns_number_total 7107 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'SAINT v6.45A (Bruker, 2003)' _computing_data_collection 'SMART v5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution ; XS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 0.385 _refine_diff_density_min -0.321 _refine_diff_density_rms 0.081 _refine_ls_extinction_coef 0.020(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 538 _refine_ls_number_reflns 7107 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1308 _refine_ls_R_factor_gt 0.0641 _refine_ls_restrained_S_all 1.016 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1546 _refine_ls_wR_factor_ref 0.1872 _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. ; _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.02178(16) 0.58137(8) 0.49625(10) 0.0293(4) Uani 1 1 d . . . O2 O -0.30546(15) 0.71609(9) 0.39536(10) 0.0276(4) Uani 1 1 d . . . O3 O 0.29667(15) 0.65901(9) 0.69486(9) 0.0262(4) Uani 1 1 d . . . N1 N -0.1984(2) 0.60253(11) 0.39613(12) 0.0270(5) Uani 1 1 d . . . N2 N 0.22815(19) 0.56149(11) 0.60816(12) 0.0266(5) Uani 1 1 d . . . C1 C 0.0062(2) 0.64824(11) 0.52615(13) 0.0206(5) Uani 1 1 d . . . C2 C -0.1032(2) 0.69785(12) 0.49240(13) 0.0202(4) Uani 1 1 d . . . C3 C -0.1117(2) 0.77101(12) 0.52326(13) 0.0216(5) Uani 1 1 d . . . C4 C -0.0192(2) 0.80026(12) 0.58782(13) 0.0216(5) Uani 1 1 d . . . C5 C 0.0854(2) 0.75144(12) 0.62129(13) 0.0208(5) Uani 1 1 d . . . C6 C 0.0999(2) 0.67774(12) 0.59377(13) 0.0201(4) Uani 1 1 d . . . C7 C -0.2105(2) 0.67325(12) 0.42385(13) 0.0207(5) Uani 1 1 d . . . C8 C -0.2940(2) 0.56511(14) 0.33430(14) 0.0258(5) Uani 1 1 d . . . C9 C 0.2168(2) 0.63217(12) 0.63723(13) 0.0204(4) Uani 1 1 d . . . C10 C 0.3403(2) 0.51078(13) 0.63689(14) 0.0245(5) Uani 1 1 d . . . C11 C -0.0263(2) 0.88105(13) 0.62243(14) 0.0272(5) Uani 1 1 d . . . C12 C -0.1483(3) 0.92517(16) 0.5789(2) 0.0418(7) Uani 1 1 d . . . C13 C -0.0348(3) 0.87515(17) 0.71203(17) 0.0378(6) Uani 1 1 d . . . C14 C 0.0997(3) 0.92542(15) 0.6143(2) 0.0366(6) Uani 1 1 d . . . H1 H -0.129(3) 0.5837(16) 0.4167(17) 0.036(8) Uiso 1 1 d . . . H2 H 0.168(3) 0.5525(15) 0.5675(17) 0.034(7) Uiso 1 1 d . . . H3 H -0.185(2) 0.8031(14) 0.4972(15) 0.026(6) Uiso 1 1 d . . . H5 H 0.158(3) 0.7652(17) 0.6702(19) 0.053(9) Uiso 1 1 d . . . H8A H -0.250(2) 0.5536(13) 0.2874(14) 0.018(6) Uiso 1 1 d . . . H8B H -0.366(3) 0.5959(17) 0.3177(18) 0.043(8) Uiso 1 1 d . . . H10A H 0.395(2) 0.4994(14) 0.5940(14) 0.024(6) Uiso 1 1 d . . . H10B H 0.404(2) 0.5380(13) 0.6823(15) 0.025(6) Uiso 1 1 d . . . H12A H -0.245(3) 0.9010(17) 0.5828(18) 0.049(8) Uiso 1 1 d . . . H12B H -0.147(3) 0.9305(15) 0.5214(18) 0.036(7) Uiso 1 1 d . . . H12C H -0.152(3) 0.9713(19) 0.6047(19) 0.055(9) Uiso 1 1 d . . . H13A H -0.121(3) 0.8488(16) 0.7167(16) 0.043(8) Uiso 1 1 d . . . H13B H -0.036(3) 0.9284(17) 0.7324(16) 0.038(7) Uiso 1 1 d . . . H13C H 0.057(3) 0.8490(18) 0.7432(19) 0.057(9) Uiso 1 1 d . . . H14A H 0.105(3) 0.9325(15) 0.5569(18) 0.036(7) Uiso 1 1 d . . . H14B H 0.105(3) 0.9712(17) 0.6417(17) 0.045(8) Uiso 1 1 d . . . H14C H 0.178(3) 0.9019(17) 0.6410(17) 0.041(8) Uiso 1 1 d . . . N3 N 0.33874(18) 0.73085(11) 0.92994(11) 0.0233(4) Uani 1 1 d . . . C15 C 0.1927(2) 0.70745(15) 0.92197(14) 0.0250(5) Uani 1 1 d . . . C16 C 0.1240(2) 0.67856(16) 0.84035(15) 0.0296(5) Uani 1 1 d . . . C17 C -0.0222(3) 0.66115(17) 0.83979(16) 0.0344(6) Uani 1 1 d . . . C18 C -0.0930(3) 0.62807(19) 0.76058(17) 0.0386(6) Uani 1 1 d . . . C19 C 0.3503(2) 0.80477(14) 0.88487(14) 0.0267(5) Uani 1 1 d . . . C20 C 0.3016(3) 0.87576(15) 0.92071(17) 0.0363(6) Uani 1 1 d . . . C21 C 0.3053(3) 0.94477(15) 0.86529(16) 0.0348(6) Uani 1 1 d . . . C22 C 0.2806(4) 1.01925(17) 0.9048(2) 0.0501(8) Uani 1 1 d . . . C23 C 0.3935(2) 0.73934(15) 1.01984(13) 0.0253(5) Uani 1 1 d . . . C24 C 0.5393(3) 0.76154(17) 1.04269(14) 0.0314(6) Uani 1 1 d . . . C25 C 0.5786(3) 0.77764(15) 1.13306(15) 0.0338(6) Uani 1 1 d . . . C26 C 0.5540(4) 0.71179(18) 1.18625(17) 0.0448(7) Uani 1 1 d . . . C27 C 0.4185(2) 0.67169(14) 0.89239(14) 0.0262(5) Uani 1 1 d . . . C28 C 0.4246(3) 0.59256(14) 0.92926(16) 0.0317(6) Uani 1 1 d . . . C29 C 0.4617(3) 0.53292(16) 0.87098(17) 0.0388(6) Uani 1 1 d . . . C30 C 0.5929(3) 0.5483(2) 0.8450(2) 0.0572(9) Uani 1 1 d . . . H15A H 0.146(3) 0.7505(16) 0.9380(16) 0.035(7) Uiso 1 1 d . . . H15B H 0.193(2) 0.6683(15) 0.9588(16) 0.031(7) Uiso 1 1 d . . . H16A H 0.131(3) 0.7167(17) 0.7971(18) 0.042(8) Uiso 1 1 d . . . H16B H 0.162(3) 0.629(2) 0.825(2) 0.067(10) Uiso 1 1 d . . . H17A H -0.041(3) 0.6288(18) 0.8899(19) 0.055(9) Uiso 1 1 d . . . H17B H -0.069(3) 0.7092(19) 0.8497(19) 0.055(9) Uiso 1 1 d . . . H18A H -0.088(3) 0.6620(17) 0.7111(18) 0.047(8) Uiso 1 1 d . . . H18B H -0.191(4) 0.6174(18) 0.7645(19) 0.061(9) Uiso 1 1 d . . . H18C H -0.045(4) 0.583(2) 0.748(2) 0.080(12) Uiso 1 1 d . . . H19A H 0.447(3) 0.8086(16) 0.8816(16) 0.041(8) Uiso 1 1 d . . . H19B H 0.299(2) 0.7986(14) 0.8293(16) 0.032(7) Uiso 1 1 d . . . H20A H 0.207(3) 0.8689(17) 0.9313(18) 0.051(8) Uiso 1 1 d . . . H20B H 0.370(3) 0.8843(19) 0.977(2) 0.066(10) Uiso 1 1 d . . . H21A H 0.395(4) 0.9470(19) 0.849(2) 0.063(10) Uiso 1 1 d . . . H21B H 0.226(3) 0.9396(17) 0.816(2) 0.056(9) Uiso 1 1 d . . . H22A H 0.286(3) 1.0614(18) 0.8668(18) 0.046(8) Uiso 1 1 d . . . H22B H 0.189(4) 1.014(2) 0.913(2) 0.084(13) Uiso 1 1 d . . . H22C H 0.359(4) 1.028(2) 0.959(2) 0.087(12) Uiso 1 1 d . . . H23A H 0.336(2) 0.7753(13) 1.0363(13) 0.012(5) Uiso 1 1 d . . . H23B H 0.376(2) 0.6855(14) 1.0423(13) 0.020(6) Uiso 1 1 d . . . H24A H 0.551(2) 0.8079(15) 1.0104(16) 0.029(7) Uiso 1 1 d . . . H24B H 0.594(3) 0.7234(18) 1.0279(19) 0.051(9) Uiso 1 1 d . . . H25A H 0.522(3) 0.8275(17) 1.1440(16) 0.043(8) Uiso 1 1 d . . . H25B H 0.680(3) 0.7904(17) 1.1385(19) 0.054(9) Uiso 1 1 d . . . H26A H 0.457(4) 0.7033(19) 1.190(2) 0.066(10) Uiso 1 1 d . . . H26B H 0.597(3) 0.7266(18) 1.246(2) 0.057(9) Uiso 1 1 d . . . H26C H 0.589(4) 0.655(2) 1.167(2) 0.085(12) Uiso 1 1 d . . . H27A H 0.504(2) 0.6940(13) 0.8967(13) 0.016(6) Uiso 1 1 d . . . H27B H 0.372(3) 0.6699(15) 0.8337(17) 0.037(7) Uiso 1 1 d . . . H28A H 0.495(3) 0.5868(15) 0.9817(17) 0.038(7) Uiso 1 1 d . . . H28B H 0.334(3) 0.5780(15) 0.9432(16) 0.039(7) Uiso 1 1 d . . . H29A H 0.467(3) 0.476(2) 0.900(2) 0.065(10) Uiso 1 1 d . . . H29B H 0.387(2) 0.5338(14) 0.8225(15) 0.028(7) Uiso 1 1 d . . . H30A H 0.577(4) 0.603(2) 0.823(2) 0.069(11) Uiso 1 1 d . . . H30B H 0.622(3) 0.505(2) 0.816(2) 0.068(10) Uiso 1 1 d . . . H30C H 0.667(4) 0.550(2) 0.895(3) 0.086(12) 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 O1 0.0284(9) 0.0188(8) 0.0350(9) -0.0059(7) -0.0088(7) 0.0045(6) O2 0.0251(8) 0.0265(9) 0.0281(9) -0.0005(7) -0.0030(7) 0.0082(7) O3 0.0278(8) 0.0251(8) 0.0229(8) -0.0027(7) -0.0024(6) 0.0025(7) N1 0.0220(10) 0.0183(10) 0.0353(11) -0.0006(8) -0.0083(9) 0.0015(8) N2 0.0247(10) 0.0201(10) 0.0294(11) -0.0030(8) -0.0091(8) 0.0042(8) C1 0.0205(10) 0.0145(10) 0.0255(11) 0.0029(8) 0.0011(9) -0.0008(8) C2 0.0189(10) 0.0183(11) 0.0231(11) 0.0010(9) 0.0034(8) -0.0011(8) C3 0.0202(10) 0.0198(11) 0.0251(11) 0.0015(9) 0.0047(9) 0.0017(9) C4 0.0232(11) 0.0171(10) 0.0255(11) -0.0009(9) 0.0072(9) -0.0009(8) C5 0.0215(11) 0.0200(11) 0.0213(11) 0.0022(9) 0.0050(9) -0.0019(8) C6 0.0211(10) 0.0150(10) 0.0230(11) 0.0032(8) 0.0013(8) -0.0008(8) C7 0.0196(10) 0.0191(11) 0.0234(11) 0.0033(9) 0.0038(8) -0.0015(8) C8 0.0240(12) 0.0222(12) 0.0269(12) 0.0008(9) -0.0058(10) 0.0005(9) C9 0.0209(10) 0.0186(11) 0.0215(11) 0.0031(8) 0.0033(9) -0.0022(8) C10 0.0217(11) 0.0205(11) 0.0284(12) 0.0000(9) -0.0028(9) 0.0020(9) C11 0.0263(12) 0.0200(11) 0.0342(13) -0.0043(10) 0.0031(10) 0.0033(9) C12 0.0393(16) 0.0255(14) 0.0555(19) -0.0118(13) -0.0037(13) 0.0109(12) C13 0.0408(16) 0.0337(15) 0.0412(16) -0.0138(12) 0.0140(13) -0.0009(12) C14 0.0389(15) 0.0184(12) 0.0540(19) -0.0077(12) 0.0127(13) -0.0031(11) N3 0.0217(9) 0.0286(10) 0.0192(9) -0.0011(8) 0.0023(7) -0.0010(8) C15 0.0209(11) 0.0295(13) 0.0246(12) 0.0002(10) 0.0040(9) -0.0007(10) C16 0.0253(12) 0.0390(14) 0.0239(12) -0.0003(11) 0.0028(9) -0.0041(11) C17 0.0259(12) 0.0429(16) 0.0336(14) -0.0053(12) 0.0036(10) -0.0067(11) C18 0.0306(14) 0.0488(17) 0.0341(15) -0.0006(13) 0.0002(11) -0.0108(13) C19 0.0262(12) 0.0292(13) 0.0236(12) 0.0036(10) 0.0020(10) -0.0022(10) C20 0.0442(16) 0.0300(14) 0.0356(14) 0.0053(11) 0.0098(12) 0.0052(12) C21 0.0361(14) 0.0317(14) 0.0334(14) 0.0049(11) -0.0017(12) -0.0035(11) C22 0.072(2) 0.0281(15) 0.0470(18) 0.0095(13) 0.0044(17) 0.0042(15) C23 0.0280(12) 0.0292(13) 0.0183(11) -0.0033(10) 0.0033(9) 0.0019(10) C24 0.0282(13) 0.0409(15) 0.0235(12) -0.0034(11) 0.0010(10) -0.0007(11) C25 0.0307(13) 0.0386(15) 0.0285(13) -0.0062(11) -0.0037(10) -0.0011(11) C26 0.057(2) 0.0435(17) 0.0296(15) 0.0020(12) -0.0021(13) 0.0064(15) C27 0.0237(12) 0.0346(13) 0.0195(11) -0.0036(10) 0.0020(9) -0.0011(10) C28 0.0355(14) 0.0287(13) 0.0300(13) -0.0007(10) 0.0036(11) 0.0035(11) C29 0.0522(17) 0.0304(14) 0.0325(14) -0.0025(11) 0.0043(13) 0.0056(12) C30 0.0398(17) 0.072(3) 0.057(2) -0.0221(19) 0.0022(15) 0.0195(16) _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 O1 C1 1.296(3) . ? O2 C7 1.244(2) . ? O3 C9 1.236(2) . ? N1 C7 1.337(3) . ? N1 C8 1.442(3) . ? N1 H1 0.80(3) . ? N2 C9 1.344(3) . ? N2 C10 1.453(3) . ? N2 H2 0.84(3) . ? C1 C2 1.440(3) . ? C1 C6 1.437(3) . ? C2 C3 1.391(3) . ? C2 C7 1.496(3) . ? C3 C4 1.395(3) . ? C3 H3 0.97(2) . ? C4 C5 1.397(3) . ? C4 C11 1.537(3) . ? C5 C6 1.388(3) . ? C5 H5 1.03(3) . ? C6 C9 1.502(3) . ? C8 C10 1.519(3) 3_566 ? C8 H8A 1.00(2) . ? C8 H8B 0.91(3) . ? C10 C8 1.519(3) 3_566 ? C10 H10A 1.01(2) . ? C10 H10B 1.02(2) . ? C11 C12 1.525(3) . ? C11 C13 1.537(4) . ? C11 C14 1.525(4) . ? C12 H12A 1.08(3) . ? C12 H12B 0.98(3) . ? C12 H12C 0.92(3) . ? C13 H13A 1.00(3) . ? C13 H13B 0.99(3) . ? C13 H13C 1.08(3) . ? C14 H14A 0.99(3) . ? C14 H14B 0.92(3) . ? C14 H14C 0.93(3) . ? N3 C15 1.520(3) . ? N3 C19 1.517(3) . ? N3 C23 1.524(3) . ? N3 C27 1.525(3) . ? C15 C16 1.510(3) . ? C15 H15A 0.96(3) . ? C15 H15B 0.92(3) . ? C16 C17 1.514(3) . ? C16 H16A 1.00(3) . ? C16 H16B 1.00(4) . ? C17 C18 1.510(4) . ? C17 H17A 1.07(3) . ? C17 H17B 1.00(3) . ? C18 H18A 1.04(3) . ? C18 H18B 1.02(3) . ? C18 H18C 0.96(4) . ? C19 C20 1.506(4) . ? C19 H19A 0.99(3) . ? C19 H19B 0.99(3) . ? C20 C21 1.533(4) . ? C20 H20A 1.02(3) . ? C20 H20B 1.08(3) . ? C21 C22 1.507(4) . ? C21 H21A 1.00(4) . ? C21 H21B 1.04(3) . ? C22 H22A 0.99(3) . ? C22 H22B 0.97(4) . ? C22 H22C 1.10(4) . ? C23 C24 1.508(3) . ? C23 H23A 0.94(2) . ? C23 H23B 1.04(2) . ? C24 C25 1.530(3) . ? C24 H24A 1.00(3) . ? C24 H24B 0.93(3) . ? C25 C26 1.511(4) . ? C25 H25A 1.08(3) . ? C25 H25B 1.04(3) . ? C26 H26A 1.01(4) . ? C26 H26B 1.06(3) . ? C26 H26C 1.13(4) . ? C27 C28 1.515(3) . ? C27 H27A 0.94(2) . ? C27 H27B 1.02(3) . ? C28 C29 1.530(4) . ? C28 H28A 1.03(3) . ? C28 H28B 1.02(3) . ? C29 C30 1.505(5) . ? C29 H29A 1.11(3) . ? C29 H29B 1.01(2) . ? C30 H30A 1.04(4) . ? C30 H30B 0.98(4) . ? C30 H30C 1.02(4) . ? 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 C7 N1 C8 125.5(2) . . ? C7 N1 H1 111(2) . . ? C8 N1 H1 123(2) . . ? C9 N2 C10 123.79(19) . . ? C9 N2 H2 111.8(18) . . ? C10 N2 H2 124.0(18) . . ? O1 C1 C2 122.11(18) . . ? O1 C1 C6 121.56(18) . . ? C6 C1 C2 116.31(18) . . ? C1 C2 C7 121.86(18) . . ? C3 C2 C1 120.29(19) . . ? C3 C2 C7 117.86(18) . . ? C2 C3 C4 123.4(2) . . ? C2 C3 H3 117.3(14) . . ? C4 C3 H3 119.2(14) . . ? C3 C4 C5 116.12(19) . . ? C3 C4 C11 124.22(19) . . ? C5 C4 C11 119.66(19) . . ? C4 C5 H5 123.9(17) . . ? C6 C5 C4 123.6(2) . . ? C6 C5 H5 112.5(17) . . ? C1 C6 C9 122.76(19) . . ? C5 C6 C1 120.27(19) . . ? C5 C6 C9 116.97(18) . . ? O2 C7 N1 122.6(2) . . ? O2 C7 C2 121.61(19) . . ? N1 C7 C2 115.83(18) . . ? N1 C8 C10 111.79(19) . 3_566 ? N1 C8 H8A 108.8(13) . . ? N1 C8 H8B 110.2(18) . . ? C10 C8 H8A 106.9(13) 3_566 . ? C10 C8 H8B 109.8(18) 3_566 . ? H8A C8 H8B 109(2) . . ? O3 C9 N2 123.28(19) . . ? O3 C9 C6 121.59(19) . . ? N2 C9 C6 115.13(18) . . ? N2 C10 C8 111.76(19) . 3_566 ? N2 C10 H10A 112.4(13) . . ? N2 C10 H10B 108.1(13) . . ? C8 C10 H10A 107.6(14) 3_566 . ? C8 C10 H10B 110.8(13) 3_566 . ? H10A C10 H10B 106.0(19) . . ? C4 C11 C13 109.2(2) . . ? C12 C11 C4 112.0(2) . . ? C12 C11 C13 108.5(2) . . ? C14 C11 C4 109.5(2) . . ? C14 C11 C12 108.5(2) . . ? C14 C11 C13 109.2(2) . . ? C11 C12 H12A 115.9(16) . . ? C11 C12 H12B 111.7(16) . . ? C11 C12 H12C 108.6(19) . . ? H12A C12 H12B 106(2) . . ? H12A C12 H12C 101(2) . . ? H12B C12 H12C 113(3) . . ? C11 C13 H13A 108.7(16) . . ? C11 C13 H13B 106.5(16) . . ? C11 C13 H13C 107.8(17) . . ? H13A C13 H13B 110(2) . . ? H13A C13 H13C 117(2) . . ? H13B C13 H13C 107(2) . . ? C11 C14 H14A 111.0(16) . . ? C11 C14 H14B 111.4(18) . . ? C11 C14 H14C 112.6(18) . . ? H14A C14 H14B 112(2) . . ? H14A C14 H14C 109(2) . . ? H14B C14 H14C 100(2) . . ? C15 N3 C23 106.29(17) . . ? C15 N3 C27 111.52(18) . . ? C19 N3 C15 110.64(18) . . ? C19 N3 C23 111.69(17) . . ? C19 N3 C27 105.77(17) . . ? C23 N3 C27 111.04(17) . . ? N3 C15 H15A 106.9(16) . . ? N3 C15 H15B 105.0(16) . . ? C16 C15 N3 116.4(2) . . ? C16 C15 H15A 110.7(15) . . ? C16 C15 H15B 108.0(16) . . ? H15A C15 H15B 109(2) . . ? C15 C16 C17 110.8(2) . . ? C15 C16 H16A 111.0(16) . . ? C15 C16 H16B 112.8(19) . . ? C17 C16 H16A 109.5(16) . . ? C17 C16 H16B 105(2) . . ? H16A C16 H16B 108(3) . . ? C16 C17 H17A 115.1(16) . . ? C16 C17 H17B 109.3(18) . . ? C18 C17 C16 112.6(2) . . ? C18 C17 H17A 112.0(17) . . ? C18 C17 H17B 108.0(18) . . ? H17A C17 H17B 99(2) . . ? C17 C18 H18A 114.0(16) . . ? C17 C18 H18B 108.4(19) . . ? C17 C18 H18C 109(2) . . ? H18A C18 H18B 111(2) . . ? H18A C18 H18C 101(3) . . ? H18B C18 H18C 114(3) . . ? N3 C19 H19A 104.9(16) . . ? N3 C19 H19B 107.8(15) . . ? C20 C19 N3 116.0(2) . . ? C20 C19 H19A 111.7(16) . . ? C20 C19 H19B 108.4(15) . . ? H19A C19 H19B 108(2) . . ? C19 C20 C21 110.8(2) . . ? C19 C20 H20A 111.5(17) . . ? C19 C20 H20B 105.5(18) . . ? C21 C20 H20A 109.5(17) . . ? C21 C20 H20B 110.3(18) . . ? H20A C20 H20B 109(2) . . ? C20 C21 H21A 109.3(19) . . ? C20 C21 H21B 108.2(17) . . ? C22 C21 C20 112.6(2) . . ? C22 C21 H21A 109.1(19) . . ? C22 C21 H21B 105.1(17) . . ? H21A C21 H21B 113(3) . . ? C21 C22 H22A 108.7(17) . . ? C21 C22 H22B 103(2) . . ? C21 C22 H22C 110(2) . . ? H22A C22 H22B 110(3) . . ? H22A C22 H22C 108(3) . . ? H22B C22 H22C 116(3) . . ? N3 C23 H23A 103.4(13) . . ? N3 C23 H23B 102.8(12) . . ? C24 C23 N3 115.83(19) . . ? C24 C23 H23A 112.9(13) . . ? C24 C23 H23B 111.2(12) . . ? H23A C23 H23B 110.0(18) . . ? C23 C24 C25 111.2(2) . . ? C23 C24 H24A 106.3(14) . . ? C23 C24 H24B 110.5(19) . . ? C25 C24 H24A 111.2(15) . . ? C25 C24 H24B 110.2(19) . . ? H24A C24 H24B 107(2) . . ? C24 C25 H25A 105.8(15) . . ? C24 C25 H25B 101.2(17) . . ? C26 C25 C24 114.4(2) . . ? C26 C25 H25A 111.2(15) . . ? C26 C25 H25B 112.6(17) . . ? H25A C25 H25B 111(2) . . ? C25 C26 H26A 115(2) . . ? C25 C26 H26B 107.5(17) . . ? C25 C26 H26C 114.2(19) . . ? H26A C26 H26B 102(3) . . ? H26A C26 H26C 105(3) . . ? H26B C26 H26C 113(2) . . ? N3 C27 H27A 103.9(14) . . ? N3 C27 H27B 104.0(15) . . ? C28 C27 N3 115.62(19) . . ? C28 C27 H27A 112.5(14) . . ? C28 C27 H27B 110.4(15) . . ? H27A C27 H27B 110(2) . . ? C27 C28 C29 110.7(2) . . ? C27 C28 H28A 114.2(15) . . ? C27 C28 H28B 110.7(15) . . ? C29 C28 H28A 105.8(15) . . ? C29 C28 H28B 108.7(15) . . ? H28A C28 H28B 106(2) . . ? C28 C29 H29A 109.0(17) . . ? C28 C29 H29B 106.0(14) . . ? C30 C29 C28 114.0(3) . . ? C30 C29 H29A 108.4(17) . . ? C30 C29 H29B 109.4(14) . . ? H29A C29 H29B 110(2) . . ? C29 C30 H30A 101(2) . . ? C29 C30 H30B 112(2) . . ? C29 C30 H30C 109(2) . . ? H30A C30 H30B 125(3) . . ? H30A C30 H30C 108(3) . . ? H30B C30 H30C 101(3) . . ? 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 N1 H1 O1 0.80(3) 1.83(3) 2.563(2) 151(3) . N2 H2 O1 0.84(3) 1.80(3) 2.567(2) 151(3) . data_dbl12_[1][NBu4]2 _database_code_depnum_ccdc_archive 'CCDC 883920' #TrackingRef '11531_web_deposit_cif_file_0_DmitryYufit_1337938826.4forDalton.cif' _audit_creation_date 2012-05-10 _audit_creation_method ; Olex2 1.2-beta (compiled 2012.05.09 svn.r2324, GUI svn.r4230) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C28 H30 N4 Ni O6, H2 O, 2(C16 H36 N)' _chemical_formula_sum 'C60 H104 N6 Ni O7' _chemical_formula_weight 1080.20 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 9.6113(9) _cell_length_b 10.1921(9) _cell_length_c 16.9872(15) _cell_angle_alpha 98.776(2) _cell_angle_beta 100.154(2) _cell_angle_gamma 107.980(2) _cell_volume 1519.4(2) _cell_formula_units_Z 1 _cell_measurement_reflns_used 2979 _cell_measurement_temperature 120 _cell_measurement_theta_max 25.74 _cell_measurement_theta_min 2.29 _exptl_absorpt_coefficient_mu 0.373 _exptl_absorpt_correction_T_max 0.9281 _exptl_absorpt_correction_T_min 0.2308 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2006/1 (Bruker,2006) was used for absorption correction. R(int) was 0.0379 before and 0.0211 after correction. The Ratio of minimum to maximum transmission is 0.2487. The \l/2 correction factor is 0.0015. ; _exptl_crystal_colour 'clear light brown' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary brown _exptl_crystal_density_diffrn 1.181 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 590 _exptl_crystal_recrystallization_method 'in a freezer' _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_special_details ; The data collection nominally covered a full sphere of reciprocal space by a combination of 3 sets of \w scans each set at different \f and/or 2\q angles and each scan (15 s exposure) covering -0.300\% degrees in \w. The crystal to detector distance was 4.85 cm. ; _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_unetI/netI 0.0509 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 15020 _diffrn_reflns_theta_full 27.50 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 2.15 _diffrn_ambient_temperature 120 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_current 35.0 _diffrn_source_power 1.75 _diffrn_source_target MO _diffrn_source_voltage 50.0 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3991 _reflns_number_total 6945 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'SAINT v6.45A (Bruker, 2003)' _computing_data_collection 'SMART v5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution ; XS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 0.745 _refine_diff_density_min -0.358 _refine_diff_density_rms 0.063 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 342 _refine_ls_number_reflns 6945 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.1368 _refine_ls_R_factor_gt 0.0864 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 0.024 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1400P)^2^+0.7000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2465 _refine_ls_wR_factor_ref 0.2800 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.88666(9) 0.88632(9) -0.00527(5) 0.0456(3) Uani 0.50 1 d P . . O1 O 0.9859(3) 1.0464(3) 0.06869(16) 0.0596(7) Uani 1 1 d . . . O2 O 0.6520(3) 0.8104(3) 0.16970(18) 0.0696(8) Uani 1 1 d . . . O3 O 0.7314(4) 0.5547(3) -0.2066(2) 0.0783(9) Uani 1 1 d . . . N1 N 0.7610(4) 0.8141(3) 0.0618(2) 0.0609(8) Uani 1 1 d . . . N2 N 0.7947(4) 0.7147(4) -0.0848(2) 0.0686(9) Uani 1 1 d . . . C1 C 0.9834(4) 1.0896(4) 0.1460(2) 0.0507(9) Uani 1 1 d . . . C2 C 0.8762(4) 1.0039(4) 0.1821(2) 0.0519(9) Uani 1 1 d . . . C3 C 0.8845(5) 1.0469(4) 0.2657(2) 0.0593(10) Uani 1 1 d . A . H3 H 0.8140 0.9879 0.2894 0.071 Uiso 1 1 calc R . . C4 C 0.9899(5) 1.1704(5) 0.3155(2) 0.0621(10) Uani 1 1 d . . . C5 C 1.0386(19) 1.2327(16) 0.4190(9) 0.051(4) Uiso 0.30 1 d P A 2 C5A C 0.9905(9) 1.2037(8) 0.4033(4) 0.0594(19) Uiso 0.70 1 d P A 1 C6 C 1.157(2) 1.3718(19) 0.4513(11) 0.094(5) Uiso 0.30 1 d P A 2 H6A H 1.1264 1.4429 0.4272 0.141 Uiso 0.30 1 calc PR A 2 H6B H 1.2508 1.3684 0.4373 0.141 Uiso 0.30 1 calc PR A 2 H6C H 1.1733 1.3969 0.5111 0.141 Uiso 0.30 1 calc PR A 2 C6A C 0.8724(7) 1.1005(7) 0.4348(4) 0.0736(16) Uiso 0.70 1 d P A 1 H6AA H 0.8817 1.0067 0.4236 0.110 Uiso 0.70 1 calc PR A 1 H6AB H 0.7716 1.0947 0.4069 0.110 Uiso 0.70 1 calc PR A 1 H6AC H 0.8881 1.1338 0.4940 0.110 Uiso 0.70 1 calc PR A 1 C7 C 1.112(2) 1.134(2) 0.4437(11) 0.086(5) Uiso 0.30 1 d P A 2 H7A H 1.1195 1.1372 0.5023 0.128 Uiso 0.30 1 calc PR A 2 H7B H 1.2126 1.1610 0.4332 0.128 Uiso 0.30 1 calc PR A 2 H7C H 1.0517 1.0381 0.4122 0.128 Uiso 0.30 1 calc PR A 2 C7A C 1.1524(8) 1.2239(8) 0.4556(4) 0.0791(18) Uiso 0.70 1 d P A 1 H7AA H 1.2294 1.2896 0.4358 0.119 Uiso 0.70 1 calc PR A 1 H7AB H 1.1672 1.1323 0.4499 0.119 Uiso 0.70 1 calc PR A 1 H7AC H 1.1605 1.2622 0.5134 0.119 Uiso 0.70 1 calc PR A 1 C8 C 0.894(3) 1.222(3) 0.4339(16) 0.129(8) Uiso 0.30 1 d P A 2 H8A H 0.8449 1.2696 0.3979 0.194 Uiso 0.30 1 d PR A 2 H8B H 0.9058 1.2665 0.4913 0.194 Uiso 0.30 1 d PR A 2 H8C H 0.8316 1.1220 0.4230 0.194 Uiso 0.30 1 d PR A 2 C8A C 0.9756(8) 1.3526(7) 0.4268(4) 0.0765(17) Uiso 0.70 1 d P A 1 H8AA H 0.8768 1.3497 0.3977 0.115 Uiso 0.70 1 d PR A 1 H8AB H 1.0549 1.4232 0.4112 0.115 Uiso 0.70 1 d PR A 1 H8AC H 0.9858 1.3780 0.4861 0.115 Uiso 0.70 1 d PR A 1 C9 C 0.7546(4) 0.8689(4) 0.1367(3) 0.0582(10) Uani 1 1 d . . . C10 C 0.6439(5) 0.6832(5) 0.0149(3) 0.0818(13) Uani 1 1 d . . . H10E H 0.5549 0.7039 -0.0112 0.098 Uiso 1 1 calc R . . H10F H 0.6127 0.6196 0.0521 0.098 Uiso 1 1 calc R . . C11 C 0.6994(6) 0.6128(5) -0.0484(3) 0.0857(15) Uani 1 1 d . . . H11E H 0.7572 0.5579 -0.0238 0.103 Uiso 1 1 calc R . . H11F H 0.6127 0.5460 -0.0917 0.103 Uiso 1 1 calc R . . C12 C 0.8053(5) 0.6739(4) -0.1621(3) 0.0607(10) Uani 1 1 d . . . C13 C 0.9148(4) 0.7801(4) -0.1944(2) 0.0516(9) Uani 1 1 d . . . C14 C 0.9129(4) 0.7428(4) -0.2771(2) 0.0574(9) Uani 1 1 d . . . H14 H 0.8427 0.6546 -0.3088 0.069 Uiso 1 1 calc R . . O4 O 0.5691(6) 0.5864(6) 0.2502(4) 0.085(2) Uani 0.50 1 d P B 3 H4A H 0.4739 0.5507 0.2492 0.128 Uiso 0.50 1 d PR B 3 H4B H 0.5912 0.6802 0.2551 0.128 Uiso 0.50 1 d PR B 3 N1S N 0.2751(4) 0.8371(4) 0.2144(2) 0.0713(10) Uani 1 1 d D . . C1S C 0.3265(6) 0.9965(5) 0.2281(3) 0.0769(13) Uani 1 1 d . C . H1SA H 0.2632 1.0215 0.1844 0.092 Uiso 1 1 calc R . . H1SB H 0.3084 1.0345 0.2810 0.092 Uiso 1 1 calc R . . C2S C 0.4878(6) 1.0680(5) 0.2289(4) 0.0945(16) Uani 1 1 d . . . H2SA H 0.5063 1.0342 0.1753 0.113 Uiso 1 1 calc R C . H2SB H 0.5523 1.0423 0.2717 0.113 Uiso 1 1 calc R . . C3S C 0.5310(7) 1.2294(6) 0.2459(4) 0.1032(19) Uani 1 1 d . C . H3SA H 0.6352 1.2712 0.2400 0.124 Uiso 1 1 calc R . . H3SB H 0.4638 1.2541 0.2040 0.124 Uiso 1 1 calc R . . C4S C 0.5216(6) 1.2951(6) 0.3302(4) 0.0946(16) Uani 1 1 d . . . H4SA H 0.5564 1.3983 0.3379 0.142 Uiso 1 1 calc R C . H4SB H 0.5852 1.2688 0.3722 0.142 Uiso 1 1 calc R . . H4SC H 0.4170 1.2606 0.3351 0.142 Uiso 1 1 calc R . . C5S C 0.3765(5) 0.7947(4) 0.2780(2) 0.0690(11) Uani 1 1 d . C . H5SA H 0.3386 0.6903 0.2691 0.083 Uiso 1 1 calc R . . H5SB H 0.4789 0.8233 0.2679 0.083 Uiso 1 1 calc R . . C6S C 0.3888(7) 0.8566(5) 0.3673(3) 0.0873(15) Uani 1 1 d . . . H6SA H 0.4339 0.9609 0.3782 0.105 Uiso 1 1 calc R C . H6SB H 0.2867 0.8325 0.3777 0.105 Uiso 1 1 calc R . . C7S C 0.4841(7) 0.8011(6) 0.4249(3) 0.0994(18) Uani 1 1 d . C . H7SA H 0.5790 0.8103 0.4074 0.119 Uiso 1 1 calc R . . H7SB H 0.5106 0.8613 0.4806 0.119 Uiso 1 1 calc R . . C8S C 0.4121(8) 0.6527(6) 0.4290(4) 0.110(2) Uani 1 1 d . . . H8SA H 0.3129 0.6397 0.4405 0.165 Uiso 1 1 calc R C . H8SB H 0.4751 0.6293 0.4727 0.165 Uiso 1 1 calc R . . H8SC H 0.4004 0.5903 0.3764 0.165 Uiso 1 1 calc R . . C9B C 0.3250(15) 0.8168(15) 0.1322(6) 0.055(3) Uiso 0.30 1 d PD C 2 H9BA H 0.4365 0.8533 0.1454 0.065 Uiso 0.30 1 calc PR C 2 H9BB H 0.2924 0.7138 0.1092 0.065 Uiso 0.30 1 calc PR C 2 C9S C 0.2751(6) 0.7521(6) 0.1322(3) 0.0498(11) Uiso 0.70 1 d PD C 1 H9SA H 0.2516 0.6517 0.1355 0.060 Uiso 0.70 1 calc PR C 1 H9SB H 0.3776 0.7862 0.1227 0.060 Uiso 0.70 1 calc PR C 1 C10B C 0.269(2) 0.8856(19) 0.0633(8) 0.094(5) Uiso 0.30 1 d PD C 2 H10A H 0.1608 0.8699 0.0587 0.112 Uiso 0.30 1 calc PR C 2 H10B H 0.3238 0.9890 0.0791 0.112 Uiso 0.30 1 calc PR C 2 C10S C 0.1628(6) 0.7604(6) 0.0582(3) 0.0621(14) Uiso 0.70 1 d PD C 1 H10C H 0.1569 0.8566 0.0659 0.074 Uiso 0.70 1 calc PR C 1 H10D H 0.0615 0.6924 0.0544 0.074 Uiso 0.70 1 calc PR C 1 C11B C 0.291(2) 0.827(2) -0.0213(11) 0.089(6) Uiso 0.30 1 d PD C 2 H11A H 0.2732 0.8857 -0.0609 0.106 Uiso 0.30 1 calc PR C 2 H11B H 0.3931 0.8220 -0.0171 0.106 Uiso 0.30 1 calc PR C 2 C11S C 0.2124(8) 0.7261(8) -0.0215(4) 0.0673(17) Uiso 0.70 1 d PD C 1 H11C H 0.2409 0.6406 -0.0221 0.081 Uiso 0.70 1 calc PR C 1 H11D H 0.1258 0.7039 -0.0687 0.081 Uiso 0.70 1 calc PR C 1 C12B C 0.172(3) 0.683(3) -0.045(2) 0.162(14) Uiso 0.30 1 d PD C 2 H12A H 0.1325 0.6609 0.0030 0.243 Uiso 0.30 1 calc PR C 2 H12B H 0.2160 0.6122 -0.0635 0.243 Uiso 0.30 1 calc PR C 2 H12C H 0.0899 0.6801 -0.0889 0.243 Uiso 0.30 1 calc PR C 2 C12S C 0.3429(9) 0.8445(8) -0.0323(5) 0.080(2) Uiso 0.70 1 d PD C 1 H12D H 0.3175 0.9309 -0.0292 0.121 Uiso 0.70 1 calc PR C 1 H12E H 0.3637 0.8185 -0.0858 0.121 Uiso 0.70 1 calc PR C 1 H12F H 0.4322 0.8610 0.0112 0.121 Uiso 0.70 1 calc PR C 1 C13S C 0.1130(6) 0.7887(5) 0.2218(3) 0.0883(15) Uani 1 1 d D C . H13A H 0.1101 0.8382 0.2761 0.106 Uiso 1 1 d R . . H13B H 0.0518 0.8185 0.1796 0.106 Uiso 1 1 d R . . C14B C 0.0419(8) 0.6279(7) 0.2248(6) 0.090(2) Uiso 0.70 1 d PD C 2 H14A H 0.0567 0.5667 0.1781 0.108 Uiso 0.70 1 calc PR C 2 H14B H 0.0918 0.6105 0.2763 0.108 Uiso 0.70 1 calc PR C 2 C14S C 0.019(2) 0.6262(12) 0.1878(12) 0.096(6) Uiso 0.30 1 d PD C 1 H14C H -0.0429 0.6083 0.1314 0.115 Uiso 0.30 1 calc PR C 1 H14D H 0.0849 0.5687 0.1880 0.115 Uiso 0.30 1 calc PR C 1 C15B C -0.1281(10) 0.5926(10) 0.2201(5) 0.098(3) Uiso 0.70 1 d PD C 2 H15A H -0.1865 0.4903 0.2007 0.117 Uiso 0.70 1 calc PR C 2 H15B H -0.1733 0.6476 0.1869 0.117 Uiso 0.70 1 calc PR C 2 C15S C -0.084(2) 0.593(2) 0.2503(12) 0.084(5) Uiso 0.30 1 d PD C 1 H15C H -0.0078 0.6094 0.3016 0.101 Uiso 0.30 1 calc PR C 1 H15D H -0.1312 0.4891 0.2328 0.101 Uiso 0.30 1 calc PR C 1 C16B C -0.1028(13) 0.6511(11) 0.3227(6) 0.125(3) Uiso 0.70 1 d PD C 2 H16A H -0.1960 0.6069 0.3391 0.187 Uiso 0.70 1 calc PR C 2 H16B H -0.0767 0.7541 0.3356 0.187 Uiso 0.70 1 calc PR C 2 H16C H -0.0213 0.6261 0.3526 0.187 Uiso 0.70 1 calc PR C 2 C16S C -0.220(2) 0.636(2) 0.2874(14) 0.112(6) Uiso 0.30 1 d PD C 1 H16D H -0.1771 0.7324 0.3215 0.168 Uiso 0.30 1 calc PR C 1 H16E H -0.2608 0.5696 0.3205 0.168 Uiso 0.30 1 calc PR C 1 H16F H -0.3007 0.6313 0.2417 0.168 Uiso 0.30 1 calc PR C 1 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 0.0523(5) 0.0503(5) 0.0610(6) 0.0304(4) 0.0383(4) 0.0324(4) O1 0.0682(16) 0.0696(16) 0.0651(15) 0.0303(13) 0.0441(13) 0.0343(14) O2 0.0781(18) 0.0733(17) 0.0904(19) 0.0390(15) 0.0624(16) 0.0385(15) O3 0.105(2) 0.0544(17) 0.093(2) 0.0184(15) 0.0575(19) 0.0314(16) N1 0.069(2) 0.0561(18) 0.076(2) 0.0263(16) 0.0457(17) 0.0249(16) N2 0.080(2) 0.066(2) 0.078(2) 0.0343(17) 0.0445(19) 0.0266(18) C1 0.059(2) 0.060(2) 0.064(2) 0.0333(17) 0.0367(17) 0.0416(18) C2 0.063(2) 0.058(2) 0.067(2) 0.0349(17) 0.0419(18) 0.0420(18) C3 0.077(3) 0.068(2) 0.072(2) 0.042(2) 0.048(2) 0.049(2) C4 0.082(3) 0.073(3) 0.065(2) 0.036(2) 0.038(2) 0.051(2) C9 0.067(2) 0.064(2) 0.080(2) 0.042(2) 0.051(2) 0.042(2) C10 0.074(3) 0.083(3) 0.098(3) 0.022(3) 0.054(3) 0.021(2) C11 0.113(4) 0.065(3) 0.101(3) 0.032(2) 0.075(3) 0.028(3) C12 0.069(3) 0.061(2) 0.079(3) 0.033(2) 0.042(2) 0.039(2) C13 0.059(2) 0.056(2) 0.066(2) 0.0315(17) 0.0329(18) 0.0382(18) C14 0.068(2) 0.064(2) 0.067(2) 0.0289(18) 0.0301(19) 0.046(2) O4 0.054(3) 0.082(4) 0.156(6) 0.086(4) 0.040(4) 0.039(3) N1S 0.085(2) 0.083(2) 0.068(2) 0.0154(18) 0.0170(18) 0.062(2) C1S 0.099(3) 0.080(3) 0.091(3) 0.038(2) 0.042(3) 0.065(3) C2S 0.101(4) 0.087(3) 0.139(5) 0.048(3) 0.062(3) 0.064(3) C3S 0.123(5) 0.094(4) 0.147(5) 0.059(4) 0.077(4) 0.073(3) C4S 0.092(4) 0.082(3) 0.131(5) 0.040(3) 0.042(3) 0.044(3) C5S 0.088(3) 0.062(2) 0.066(2) 0.0124(19) 0.009(2) 0.045(2) C6S 0.128(4) 0.082(3) 0.066(3) 0.017(2) 0.019(3) 0.056(3) C7S 0.144(5) 0.084(3) 0.069(3) 0.018(3) 0.003(3) 0.050(3) C8S 0.152(6) 0.091(4) 0.087(4) 0.021(3) 0.012(4) 0.051(4) C13S 0.089(3) 0.089(3) 0.100(4) 0.011(3) 0.018(3) 0.056(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 Ni1 2.6015(17) 2_775 ? Ni1 O1 1.817(2) 2_775 ? Ni1 O1 1.772(3) . ? Ni1 N1 1.868(3) . ? Ni1 N2 1.889(4) . ? O1 Ni1 1.817(2) 2_775 ? O1 C1 1.326(4) . ? O2 C9 1.256(4) . ? O3 C12 1.244(5) . ? N1 C9 1.330(5) . ? N1 C10 1.454(6) . ? N2 C11 1.452(5) . ? N2 C12 1.346(5) . ? C1 C2 1.425(5) . ? C1 C13 1.407(5) 2_775 ? C2 C3 1.402(5) . ? C2 C9 1.489(6) . ? C3 H3 0.9500 . ? C3 C4 1.383(6) . ? C4 C5 1.703(16) . ? C4 C5A 1.476(8) . ? C4 C14 1.401(5) 2_775 ? C5 C6 1.47(2) . ? C5 C7 1.46(2) . ? C5 C8 1.43(3) . ? C5A C6A 1.527(10) . ? C5A C7A 1.585(10) . ? C5A C8A 1.566(10) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C6 H8AB 1.3773 . ? C6A H6AA 0.9800 . ? C6A H6AB 0.9800 . ? C6A H6AC 0.9800 . ? C6A H8C 0.5296 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C7A H7AA 0.9800 . ? C7A H7AB 0.9800 . ? C7A H7AC 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9799 . ? C8 H8C 0.9800 . ? C8 H8AA 1.5604 . ? C8 H8AC 1.5865 . ? C8A H8A 1.2386 . ? C8A H8AA 0.9799 . ? C8A H8AB 0.9800 . ? C8A H8AC 0.9802 . ? C10 H10E 0.9900 . ? C10 H10F 0.9900 . ? C10 C11 1.470(6) . ? C11 H11E 0.9900 . ? C11 H11F 0.9900 . ? C12 C13 1.504(5) . ? C13 C1 1.407(5) 2_775 ? C13 C14 1.394(5) . ? C14 C4 1.401(5) 2_775 ? C14 H14 0.9500 . ? O4 H4A 0.8700 . ? O4 H4B 0.9000 . ? N1S C1S 1.512(6) . ? N1S C5S 1.528(5) . ? N1S C9B 1.561(8) . ? N1S C9S 1.527(5) . ? N1S C13S 1.517(6) . ? C1S H1SA 0.9900 . ? C1S H1SB 0.9900 . ? C1S C2S 1.492(7) . ? C2S H2SA 0.9900 . ? C2S H2SB 0.9900 . ? C2S C3S 1.534(7) . ? C3S H3SA 0.9900 . ? C3S H3SB 0.9900 . ? C3S C4S 1.517(8) . ? C4S H4SA 0.9800 . ? C4S H4SB 0.9800 . ? C4S H4SC 0.9800 . ? C5S H5SA 0.9900 . ? C5S H5SB 0.9900 . ? C5S C6S 1.520(6) . ? C6S H6SA 0.9900 . ? C6S H6SB 0.9900 . ? C6S C7S 1.513(7) . ? C7S H7SA 0.9900 . ? C7S H7SB 0.9900 . ? C7S C8S 1.475(8) . ? C8S H8SA 0.9800 . ? C8S H8SB 0.9800 . ? C8S H8SC 0.9800 . ? C9B H9BA 0.9900 . ? C9B H9BB 0.9900 . ? C9B C10B 1.552(11) . ? C9S H9SA 0.9900 . ? C9S H9SB 0.9900 . ? C9S C10S 1.536(7) . ? C10B H10A 0.9900 . ? C10B H10B 0.9900 . ? C10B C11B 1.545(12) . ? C10S H10C 0.9900 . ? C10S H10D 0.9900 . ? C10S C11S 1.540(8) . ? C11B H11A 0.9900 . ? C11B H11B 0.9900 . ? C11B C12B 1.505(13) . ? C11S H11C 0.9900 . ? C11S H11D 0.9900 . ? C11S C12S 1.509(10) . ? C12B H12A 0.9800 . ? C12B H12B 0.9800 . ? C12B H12C 0.9800 . ? C12S H12D 0.9800 . ? C12S H12E 0.9800 . ? C12S H12F 0.9800 . ? C13S H13A 0.9907 . ? C13S H13B 0.9899 . ? C13S C14B 1.582(8) . ? C13S C14S 1.580(11) . ? C14B H14A 0.9900 . ? C14B H14B 0.9900 . ? C14B C15B 1.545(9) . ? C14S H14C 0.9900 . ? C14S H14D 0.9900 . ? C14S C15S 1.578(11) . ? C15B H15A 0.9900 . ? C15B H15B 0.9900 . ? C15B C16B 1.703(10) . ? C15S H15C 0.9900 . ? C15S H15D 0.9900 . ? C15S C16S 1.687(12) . ? C16B H16A 0.9800 . ? C16B H16B 0.9800 . ? C16B H16C 0.9800 . ? C16S H16D 0.9800 . ? C16S H16E 0.9800 . ? C16S H16F 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 O1 Ni1 Ni1 42.88(9) 2_775 2_775 ? O1 Ni1 Ni1 44.24(8) . 2_775 ? O1 Ni1 O1 87.12(12) . 2_775 ? O1 Ni1 N1 92.84(13) . . ? O1 Ni1 N1 177.77(13) 2_775 . ? O1 Ni1 N2 90.00(13) 2_775 . ? O1 Ni1 N2 175.78(13) . . ? N1 Ni1 Ni1 137.03(12) . 2_775 ? N1 Ni1 N2 89.92(14) . . ? N2 Ni1 Ni1 132.80(11) . 2_775 ? Ni1 O1 Ni1 92.88(12) . 2_775 ? C1 O1 Ni1 133.4(3) . 2_775 ? C1 O1 Ni1 132.9(2) . . ? C9 N1 Ni1 131.2(3) . . ? C9 N1 C10 119.5(3) . . ? C10 N1 Ni1 108.9(3) . . ? C11 N2 Ni1 107.9(3) . . ? C12 N2 Ni1 133.1(3) . . ? C12 N2 C11 119.0(4) . . ? O1 C1 C2 120.3(4) . . ? O1 C1 C13 121.4(3) . 2_775 ? C13 C1 C2 118.2(3) 2_775 . ? C1 C2 C9 124.2(3) . . ? C3 C2 C1 118.9(4) . . ? C3 C2 C9 116.9(3) . . ? C2 C3 H3 118.2 . . ? C4 C3 C2 123.6(3) . . ? C4 C3 H3 118.2 . . ? C3 C4 C5 132.1(6) . . ? C3 C4 C5A 119.0(4) . . ? C3 C4 C14 116.2(4) . 2_775 ? C5A C4 C5 14.9(6) . . ? C14 C4 C5 111.4(6) 2_775 . ? C14 C4 C5A 124.8(5) 2_775 . ? C6 C5 C4 117.1(12) . . ? C7 C5 C4 99.5(11) . . ? C7 C5 C6 103.7(15) . . ? C8 C5 C4 100.1(15) . . ? C8 C5 C6 115.8(16) . . ? C8 C5 C7 120.2(17) . . ? C4 C5A C6A 118.2(6) . . ? C4 C5A C7A 108.4(5) . . ? C4 C5A C8A 110.1(5) . . ? C6A C5A C7A 108.6(6) . . ? C6A C5A C8A 107.0(6) . . ? C8A C5A C7A 103.5(6) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? C5 C6 H8AB 85.2 . . ? H6A C6 H6B 109.5 . . ? H6A C6 H6C 109.5 . . ? H6A C6 H8AB 25.4 . . ? H6B C6 H6C 109.5 . . ? H6B C6 H8AB 127.1 . . ? H6C C6 H8AB 112.6 . . ? C5A C6A H8C 90.4 . . ? H6AA C6A H8C 134.1 . . ? H6AB C6A H8C 25.8 . . ? H6AC C6A H8C 101.4 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7B 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 110.0 . . ? C5 C8 H8B 109.5 . . ? C5 C8 H8C 108.9 . . ? C5 C8 H8AA 97.2 . . ? C5 C8 H8AC 81.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8A C8 H8AA 24.2 . . ? H8A C8 H8AC 84.1 . . ? H8B C8 H8C 109.5 . . ? H8B C8 H8AA 96.1 . . ? H8B C8 H8AC 48.2 . . ? H8C C8 H8AA 133.7 . . ? H8C C8 H8AC 157.6 . . ? H8AA C8 H8AC 61.1 . . ? C5A C8A H8A 74.9 . . ? C5A C8A H8AA 109.3 . . ? C5A C8A H8AB 109.4 . . ? C5A C8A H8AC 109.7 . . ? H8A C8A H8AA 38.9 . . ? H8A C8A H8AB 140.0 . . ? H8A C8A H8AC 105.8 . . ? H8AA C8A H8AB 109.5 . . ? H8AA C8A H8AC 109.5 . . ? H8AB C8A H8AC 109.5 . . ? O2 C9 N1 122.4(4) . . ? O2 C9 C2 120.1(3) . . ? N1 C9 C2 117.5(3) . . ? N1 C10 H10E 109.6 . . ? N1 C10 H10F 109.6 . . ? N1 C10 C11 110.2(4) . . ? H10E C10 H10F 108.1 . . ? C11 C10 H10E 109.6 . . ? C11 C10 H10F 109.6 . . ? N2 C11 C10 111.3(4) . . ? N2 C11 H11E 109.4 . . ? N2 C11 H11F 109.4 . . ? C10 C11 H11E 109.4 . . ? C10 C11 H11F 109.4 . . ? H11E C11 H11F 108.0 . . ? O3 C12 N2 123.7(3) . . ? O3 C12 C13 119.5(3) . . ? N2 C12 C13 116.8(4) . . ? C1 C13 C12 123.8(3) 2_775 . ? C14 C13 C1 119.9(3) . 2_775 ? C14 C13 C12 116.3(4) . . ? C4 C14 H14 118.6 2_775 . ? C13 C14 C4 122.9(4) . 2_775 ? C13 C14 H14 118.6 . . ? H4A O4 H4B 107.0 . . ? C1S N1S C5S 109.8(3) . . ? C1S N1S C9B 94.3(6) . . ? C1S N1S C9S 118.5(4) . . ? C1S N1S C13S 106.3(3) . . ? C5S N1S C9B 107.9(5) . . ? C9S N1S C5S 104.4(3) . . ? C9S N1S C9B 25.6(5) . . ? C13S N1S C5S 111.9(4) . . ? C13S N1S C9B 124.5(6) . . ? C13S N1S C9S 105.9(4) . . ? N1S C1S H1SA 108.4 . . ? N1S C1S H1SB 108.4 . . ? H1SA C1S H1SB 107.5 . . ? C2S C1S N1S 115.5(3) . . ? C2S C1S H1SA 108.4 . . ? C2S C1S H1SB 108.4 . . ? C1S C2S H2SA 109.2 . . ? C1S C2S H2SB 109.2 . . ? C1S C2S C3S 111.9(4) . . ? H2SA C2S H2SB 107.9 . . ? C3S C2S H2SA 109.2 . . ? C3S C2S H2SB 109.2 . . ? C2S C3S H3SA 108.7 . . ? C2S C3S H3SB 108.7 . . ? H3SA C3S H3SB 107.6 . . ? C4S C3S C2S 114.0(5) . . ? C4S C3S H3SA 108.7 . . ? C4S C3S H3SB 108.7 . . ? C3S C4S H4SA 109.5 . . ? C3S C4S H4SB 109.5 . . ? C3S C4S H4SC 109.5 . . ? H4SA C4S H4SB 109.5 . . ? H4SA C4S H4SC 109.5 . . ? H4SB C4S H4SC 109.5 . . ? N1S C5S H5SA 108.3 . . ? N1S C5S H5SB 108.3 . . ? H5SA C5S H5SB 107.4 . . ? C6S C5S N1S 116.0(3) . . ? C6S C5S H5SA 108.3 . . ? C6S C5S H5SB 108.3 . . ? C5S C6S H6SA 109.3 . . ? C5S C6S H6SB 109.3 . . ? H6SA C6S H6SB 108.0 . . ? C7S C6S C5S 111.6(4) . . ? C7S C6S H6SA 109.3 . . ? C7S C6S H6SB 109.3 . . ? C6S C7S H7SA 108.6 . . ? C6S C7S H7SB 108.6 . . ? H7SA C7S H7SB 107.5 . . ? C8S C7S C6S 114.8(5) . . ? C8S C7S H7SA 108.6 . . ? C8S C7S H7SB 108.6 . . ? C7S C8S H8SA 109.5 . . ? C7S C8S H8SB 109.5 . . ? C7S C8S H8SC 109.5 . . ? H8SA C8S H8SB 109.5 . . ? H8SA C8S H8SC 109.5 . . ? H8SB C8S H8SC 109.5 . . ? N1S C9B H9BA 107.6 . . ? N1S C9B H9BB 107.6 . . ? H9BA C9B H9BB 107.0 . . ? C10B C9B N1S 118.9(9) . . ? C10B C9B H9BA 107.6 . . ? C10B C9B H9BB 107.6 . . ? N1S C9S H9SA 108.6 . . ? N1S C9S H9SB 108.6 . . ? N1S C9S C10S 114.7(4) . . ? H9SA C9S H9SB 107.6 . . ? C10S C9S H9SA 108.6 . . ? C10S C9S H9SB 108.6 . . ? C9B C10B H10A 108.8 . . ? C9B C10B H10B 108.8 . . ? H10A C10B H10B 107.7 . . ? C11B C10B C9B 113.6(13) . . ? C11B C10B H10A 108.8 . . ? C11B C10B H10B 108.8 . . ? C9S C10S H10C 109.5 . . ? C9S C10S H10D 109.5 . . ? C9S C10S C11S 110.5(5) . . ? H10C C10S H10D 108.1 . . ? C11S C10S H10C 109.5 . . ? C11S C10S H10D 109.5 . . ? C10B C11B H11A 111.5 . . ? C10B C11B H11B 111.5 . . ? H11A C11B H11B 109.3 . . ? C12B C11B C10B 101(2) . . ? C12B C11B H11A 111.5 . . ? C12B C11B H11B 111.5 . . ? C10S C11S H11C 108.8 . . ? C10S C11S H11D 108.8 . . ? H11C C11S H11D 107.7 . . ? C12S C11S C10S 113.7(7) . . ? C12S C11S H11C 108.8 . . ? C12S C11S H11D 108.8 . . ? C11B C12B H12A 109.5 . . ? C11B C12B H12B 109.5 . . ? C11B C12B H12C 109.5 . . ? H12A C12B H12B 109.5 . . ? H12A C12B H12C 109.5 . . ? H12B C12B H12C 109.5 . . ? N1S C13S H13A 107.9 . . ? N1S C13S H13B 109.1 . . ? N1S C13S C14B 116.0(4) . . ? N1S C13S C14S 116.6(7) . . ? H13A C13S H13B 107.4 . . ? C14B C13S H13A 102.2 . . ? C14B C13S H13B 113.6 . . ? C14S C13S H13A 120.5 . . ? C14S C13S H13B 93.6 . . ? C14S C13S C14B 22.8(8) . . ? C13S C14B H14A 109.9 . . ? C13S C14B H14B 109.9 . . ? H14A C14B H14B 108.3 . . ? C15B C14B C13S 108.8(6) . . ? C15B C14B H14A 109.9 . . ? C15B C14B H14B 109.9 . . ? C13S C14S H14C 111.2 . . ? C13S C14S H14D 111.2 . . ? H14C C14S H14D 109.1 . . ? C15S C14S C13S 102.7(11) . . ? C15S C14S H14C 111.2 . . ? C15S C14S H14D 111.2 . . ? C14B C15B H15A 112.9 . . ? C14B C15B H15B 112.9 . . ? C14B C15B C16B 94.0(7) . . ? H15A C15B H15B 110.3 . . ? C16B C15B H15A 112.9 . . ? C16B C15B H15B 112.9 . . ? C14S C15S H15C 101.2 . . ? C14S C15S H15D 101.2 . . ? C14S C15S C16S 142.9(17) . . ? H15C C15S H15D 104.5 . . ? C16S C15S H15C 101.2 . . ? C16S C15S H15D 101.2 . . ? C15B C16B H16A 109.5 . . ? C15B C16B H16B 109.5 . . ? C15B C16B H16C 109.5 . . ? H16A C16B H16B 109.5 . . ? H16A C16B H16C 109.5 . . ? H16B C16B H16C 109.5 . . ? data_11a_[2][NBU4]2 _database_code_depnum_ccdc_archive 'CCDC 883921' #TrackingRef '11531_web_deposit_cif_file_0_DmitryYufit_1337938826.4forDalton.cif' _audit_creation_date 2011-01-03 _audit_creation_method ; Olex2 1.1-beta (compiled 2010.12.31 svn.r1581, GUI svn.r3426) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety '2(C14 H15 Cu0.5 N2 O3), 2(C16 H36 N), 0.5(H2 O)' _chemical_formula_sum 'C60 H103 Cu N6 O6.50' _chemical_formula_weight 1076.02 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 9.3235(2) _cell_length_b 10.3258(2) _cell_length_c 16.9141(4) _cell_angle_alpha 98.869(10) _cell_angle_beta 100.635(10) _cell_angle_gamma 108.337(10) _cell_volume 1479.29(12) _cell_formula_units_Z 1 _cell_measurement_reflns_used 5385 _cell_measurement_temperature 120.0 _cell_measurement_theta_max 57.62 _cell_measurement_theta_min 2.73 _exptl_absorpt_coefficient_mu 0.943 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8745 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2008/1 (Bruker,2008) was used for absorption correction. R(int) was 0.0465 before and 0.0322 after correction. The Ratio of minimum to maximum transmission is 0.8745. The \l/2 correction factor is 0.0015 ; _exptl_crystal_colour pink _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.208 _exptl_crystal_density_meas 0 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 586 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_special_details ; The data collection nominally covered a full sphere of reciprocal space by a combination of 4 sets of \w scans each set at different \f and/or 2\q angles and each scan (15.00 s exposure) covering -0.300\ degrees in \w. The crystal to detector distance was 4.85 cm. ; _diffrn_reflns_av_R_equivalents 0.0247 _diffrn_reflns_av_unetI/netI 0.0335 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 5724 _diffrn_reflns_theta_full 52.49 _diffrn_reflns_theta_max 52.49 _diffrn_reflns_theta_min 2.73 _diffrn_ambient_temperature 120.0 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.930 _diffrn_measured_fraction_theta_max 0.930 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator 'focusing mirrors' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54188 _diffrn_source 'Microstar rotating anode' _diffrn_source_current 40.0 _diffrn_source_power 2.0 _diffrn_source_target MO _diffrn_source_voltage 50.0 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number 0 _reflns_number_gt 3107 _reflns_number_total 3145 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'SAINT v6.45A (Bruker, 2003)' _computing_data_collection 'SMART v5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'A short history of SHELX (Sheldrick, 2007)/Bruker' _refine_diff_density_max 0.341 _refine_diff_density_min -0.255 _refine_diff_density_rms 0.049 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 351 _refine_ls_number_reflns 3145 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0599 _refine_ls_R_factor_gt 0.0596 _refine_ls_restrained_S_all 1.101 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0700P)^2^+2.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1591 _refine_ls_wR_factor_ref 0.1593 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.38517(10) 0.88704(9) 0.49176(5) 0.0302(3) Uani 0.50 1 d P . . O1 O 0.5164(3) 0.9564(3) 0.42892(15) 0.0546(8) Uani 1 1 d . . . O2 O 0.2338(4) 0.5585(3) 0.28521(17) 0.0641(9) Uani 1 1 d . . . O3 O 0.1334(3) 0.7995(3) 0.66514(15) 0.0511(7) Uani 1 1 d . . . N1 N 0.2869(4) 0.7124(3) 0.40699(17) 0.0458(8) Uani 1 1 d . . . N2 N 0.2524(3) 0.8041(3) 0.55907(18) 0.0441(8) Uani 1 1 d . . . C1 C 0.5247(4) 0.9169(4) 0.3521(2) 0.0387(9) Uani 1 1 d . . . C2 C 0.6358(4) 1.0056(4) 0.3186(2) 0.0353(9) Uani 1 1 d . . . C3 C 0.6313(4) 0.9639(4) 0.2352(2) 0.0382(9) Uani 1 1 d . . . H3 H 0.7043 1.0245 0.2126 0.046 Uiso 1 1 calc R . . C4 C 0.5269(4) 0.8397(4) 0.1839(2) 0.0379(9) Uani 1 1 d . . . C5 C 0.4272(4) 0.7513(4) 0.2203(2) 0.0387(9) Uani 1 1 d . . . H5 H 0.3585 0.6625 0.1873 0.046 Uiso 1 1 calc R . . C6 C 0.4220(4) 0.7852(4) 0.3023(2) 0.0374(9) Uani 1 1 d . . . C7 C 0.5166(5) 0.7977(4) 0.0919(2) 0.0463(10) Uani 1 1 d . . . C8 C 0.3555(5) 0.7794(5) 0.0429(2) 0.0664(13) Uani 1 1 d . . . H8A H 0.3477 0.7507 -0.0162 0.100 Uiso 1 1 calc R . . H8B H 0.3375 0.8682 0.0540 0.100 Uiso 1 1 calc R . . H8C H 0.2769 0.7072 0.0591 0.100 Uiso 1 1 calc R . . C9 C 0.5490(6) 0.6603(4) 0.0740(3) 0.0673(13) Uani 1 1 d . . . H9A H 0.4685 0.5853 0.0870 0.101 Uiso 1 1 calc R . . H9B H 0.6515 0.6726 0.1080 0.101 Uiso 1 1 calc R . . H9C H 0.5476 0.6357 0.0154 0.101 Uiso 1 1 calc R . . C10 C 0.6394(5) 0.9086(5) 0.0641(2) 0.0607(12) Uani 1 1 d . . . H10A H 0.7441 0.9195 0.0946 0.091 Uiso 1 1 calc R . . H10B H 0.6235 0.9985 0.0752 0.091 Uiso 1 1 calc R . . H10C H 0.6284 0.8784 0.0048 0.091 Uiso 1 1 calc R . . C11 C 0.3064(4) 0.6756(4) 0.3313(2) 0.0431(9) Uani 1 1 d . . . C12 C 0.1877(5) 0.6109(4) 0.4415(3) 0.0588(12) Uani 1 1 d . . . H12A H 0.2456 0.5535 0.4637 0.071 Uiso 1 1 calc R . . H12B H 0.0962 0.5477 0.3971 0.071 Uiso 1 1 calc R . . C13 C 0.1329(5) 0.6770(5) 0.5083(3) 0.0629(12) Uani 1 1 d . . . H13A H 0.0407 0.6985 0.4836 0.076 Uiso 1 1 calc R . . H13B H 0.1006 0.6101 0.5434 0.076 Uiso 1 1 calc R . . C14 C 0.2401(4) 0.8586(4) 0.6341(2) 0.0403(9) Uani 1 1 d . . . N1S N 0.2530(4) 0.1876(3) 0.28403(18) 0.0461(8) Uani 1 1 d . . . C1S C 0.4206(5) 0.2382(4) 0.2778(3) 0.0520(10) Uani 1 1 d . . . H1SA H 0.4254 0.1871 0.2244 0.062 Uiso 1 1 calc R . . H1SB H 0.4837 0.2121 0.3221 0.062 Uiso 1 1 calc R . . C2S C 0.4970(6) 0.3954(4) 0.2841(3) 0.0685(13) Uani 1 1 d . B . H2SA H 0.4413 0.4216 0.2370 0.082 Uiso 1 1 calc R . . H2SB H 0.4873 0.4483 0.3356 0.082 Uiso 1 1 calc R . . C3S C 0.6670(6) 0.4356(5) 0.2839(3) 0.0819(16) Uani 1 1 d . . . H3SA H 0.7195 0.4105 0.3325 0.098 Uiso 1 1 calc R A 1 H3SB H 0.7101 0.5390 0.2934 0.098 Uiso 1 1 calc R A 1 C4SA C 0.7171(8) 0.3768(7) 0.2099(4) 0.0721(17) Uiso 0.75 1 d P B 1 H4SA H 0.6790 0.2743 0.1995 0.108 Uiso 0.75 1 calc PR B 1 H4SB H 0.8312 0.4128 0.2214 0.108 Uiso 0.75 1 calc PR B 1 H4SC H 0.6735 0.4056 0.1612 0.108 Uiso 0.75 1 calc PR B 1 C4SB C 0.606(2) 0.385(2) 0.1767(11) 0.069(5) Uiso 0.25 1 d P B 2 H4SD H 0.5900 0.2852 0.1589 0.104 Uiso 0.25 1 calc PR B 2 H4SE H 0.6865 0.4403 0.1529 0.104 Uiso 0.25 1 calc PR B 2 H4SF H 0.5085 0.4004 0.1578 0.104 Uiso 0.25 1 calc PR B 2 C5S C 0.1472(5) 0.2254(4) 0.2182(2) 0.0511(11) Uani 1 1 d . . . H5SA H 0.0409 0.1958 0.2274 0.061 Uiso 1 1 calc R . . H5SB H 0.1851 0.3286 0.2262 0.061 Uiso 1 1 calc R . . C6S C 0.1362(6) 0.1623(4) 0.1302(2) 0.0655(13) Uani 1 1 d . . . H6SA H 0.0950 0.0588 0.1206 0.079 Uiso 1 1 calc R . . H6SB H 0.2417 0.1909 0.1199 0.079 Uiso 1 1 calc R . . C7S C 0.0300(6) 0.2091(4) 0.0704(2) 0.0662(13) Uani 1 1 d . . . H7SA H 0.0084 0.1514 0.0141 0.079 Uiso 1 1 calc R . . H7SB H -0.0706 0.1916 0.0859 0.079 Uiso 1 1 calc R . . C8S C 0.0976(6) 0.3618(4) 0.0687(2) 0.0628(12) Uani 1 1 d . . . H8SA H 0.0241 0.3848 0.0289 0.094 Uiso 1 1 calc R . . H8SB H 0.1963 0.3798 0.0523 0.094 Uiso 1 1 calc R . . H8SC H 0.1164 0.4199 0.1238 0.094 Uiso 1 1 calc R . . C9S C 0.2015(4) 0.0292(4) 0.2734(2) 0.0453(10) Uani 1 1 d . . . H9SA H 0.2234 -0.0107 0.2219 0.054 Uiso 1 1 calc R . . H9SB H 0.2662 0.0088 0.3198 0.054 Uiso 1 1 calc R . . C10S C 0.0328(5) -0.0450(4) 0.2700(3) 0.0512(10) Uani 1 1 d . . . H10D H -0.0333 -0.0223 0.2253 0.061 Uiso 1 1 calc R . . H10E H 0.0110 -0.0107 0.3228 0.061 Uiso 1 1 calc R . . C11S C -0.0097(5) -0.2038(4) 0.2546(2) 0.0510(10) Uani 1 1 d . . . H11A H 0.0598 -0.2255 0.2982 0.061 Uiso 1 1 calc R . . H11B H -0.1180 -0.2466 0.2592 0.061 Uiso 1 1 calc R . . C12S C 0.0032(5) -0.2699(4) 0.1707(2) 0.0534(10) Uani 1 1 d . . . H12C H -0.0567 -0.2410 0.1274 0.080 Uiso 1 1 calc R . . H12D H -0.0383 -0.3722 0.1620 0.080 Uiso 1 1 calc R . . H12E H 0.1130 -0.2392 0.1688 0.080 Uiso 1 1 calc R . . C13S C 0.2390(5) 0.2579(4) 0.3663(2) 0.0460(10) Uani 1 1 d . . . H13C H 0.1312 0.2135 0.3713 0.055 Uiso 1 1 calc R . . H13D H 0.2557 0.3575 0.3665 0.055 Uiso 1 1 calc R . . C14S C 0.3521(5) 0.2515(4) 0.4420(2) 0.0529(10) Uani 1 1 d . . . H14A H 0.4565 0.3220 0.4483 0.063 Uiso 1 1 calc R . . H14B H 0.3616 0.1579 0.4339 0.063 Uiso 1 1 calc R . . C15S C 0.2968(5) 0.2795(4) 0.5206(2) 0.0529(11) Uani 1 1 d . . . H15A H 0.3847 0.3016 0.5695 0.063 Uiso 1 1 calc R . . H15B H 0.2643 0.3622 0.5219 0.063 Uiso 1 1 calc R . . C16S C 0.1629(5) 0.1564(5) 0.5257(3) 0.0646(12) Uani 1 1 d . . . H16A H 0.0735 0.1377 0.4792 0.097 Uiso 1 1 calc R . . H16B H 0.1340 0.1774 0.5778 0.097 Uiso 1 1 calc R . . H16C H 0.1939 0.0739 0.5235 0.097 Uiso 1 1 calc R . . O1W O -0.0571(12) 0.4078(11) 0.2340(6) 0.050(3) Uiso 0.25 1 d PD C 2 H1WA H -0.106(14) 0.347(12) 0.259(7) 0.075 Uiso 0.25 1 d PD D 2 H1WB H 0.027(11) 0.468(12) 0.269(6) 0.075 Uiso 0.25 1 d PD E 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 Cu1 0.0387(6) 0.0382(6) 0.0213(6) 0.0063(4) 0.0132(4) 0.0207(5) O1 0.0594(17) 0.0762(19) 0.0315(16) 0.0051(13) 0.0204(12) 0.0264(15) O2 0.112(2) 0.0344(16) 0.0511(18) 0.0061(14) 0.0444(17) 0.0207(16) O3 0.0511(16) 0.0600(17) 0.0447(16) 0.0047(13) 0.0253(13) 0.0187(14) N1 0.060(2) 0.0506(19) 0.0280(18) 0.0115(15) 0.0179(15) 0.0165(16) N2 0.053(2) 0.0467(18) 0.0332(18) 0.0010(14) 0.0176(15) 0.0187(16) C1 0.049(2) 0.052(2) 0.028(2) 0.0079(18) 0.0130(17) 0.032(2) C2 0.044(2) 0.042(2) 0.032(2) 0.0095(16) 0.0163(16) 0.0267(18) C3 0.046(2) 0.044(2) 0.036(2) 0.0130(18) 0.0170(17) 0.0252(19) C4 0.049(2) 0.042(2) 0.034(2) 0.0118(18) 0.0151(17) 0.0265(19) C5 0.051(2) 0.040(2) 0.035(2) 0.0094(17) 0.0133(17) 0.0270(18) C6 0.048(2) 0.044(2) 0.033(2) 0.0131(17) 0.0134(17) 0.0286(19) C7 0.061(3) 0.048(2) 0.032(2) 0.0061(17) 0.0178(18) 0.019(2) C8 0.068(3) 0.092(3) 0.037(2) 0.017(2) 0.020(2) 0.022(3) C9 0.087(3) 0.059(3) 0.060(3) 0.000(2) 0.038(2) 0.027(2) C10 0.073(3) 0.070(3) 0.037(2) 0.009(2) 0.024(2) 0.017(2) C11 0.056(2) 0.044(2) 0.041(2) 0.015(2) 0.0193(19) 0.029(2) C12 0.078(3) 0.050(2) 0.047(3) 0.005(2) 0.031(2) 0.015(2) C13 0.057(3) 0.065(3) 0.051(3) -0.010(2) 0.024(2) 0.005(2) C14 0.042(2) 0.049(2) 0.036(2) 0.0095(18) 0.0134(18) 0.0227(19) N1S 0.063(2) 0.0412(18) 0.0367(18) 0.0049(14) 0.0063(15) 0.0269(16) C1S 0.061(3) 0.047(2) 0.051(3) 0.0075(19) 0.015(2) 0.024(2) C2S 0.085(3) 0.044(2) 0.068(3) 0.007(2) 0.010(2) 0.019(2) C3S 0.109(4) 0.058(3) 0.084(4) 0.017(3) 0.060(3) 0.017(3) C5S 0.076(3) 0.041(2) 0.034(2) 0.0036(17) -0.0036(19) 0.030(2) C6S 0.110(4) 0.047(2) 0.035(2) 0.0038(19) 0.004(2) 0.032(2) C7S 0.099(4) 0.048(2) 0.034(2) 0.0037(19) -0.006(2) 0.017(2) C8S 0.089(3) 0.049(2) 0.040(2) 0.0076(19) 0.003(2) 0.018(2) C9S 0.056(2) 0.046(2) 0.042(2) 0.0105(18) 0.0115(18) 0.028(2) C10S 0.059(3) 0.049(2) 0.049(2) 0.0039(19) 0.0122(19) 0.028(2) C11S 0.058(3) 0.055(2) 0.048(2) 0.015(2) 0.0183(19) 0.026(2) C12S 0.060(3) 0.046(2) 0.057(3) 0.009(2) 0.019(2) 0.021(2) C13S 0.057(2) 0.049(2) 0.035(2) 0.0016(17) 0.0036(18) 0.030(2) C14S 0.055(2) 0.059(3) 0.045(2) 0.0087(19) 0.0022(19) 0.028(2) C15S 0.061(3) 0.057(2) 0.041(2) 0.0088(19) -0.0001(19) 0.029(2) C16S 0.075(3) 0.064(3) 0.058(3) 0.019(2) 0.014(2) 0.027(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 Cu1 Cu1 2.5575(19) 2_676 ? Cu1 O1 1.817(3) . ? Cu1 O1 1.788(3) 2_676 ? Cu1 N1 1.956(3) . ? Cu1 N2 1.928(3) . ? O1 Cu1 1.789(3) 2_676 ? O1 C1 1.325(4) . ? O2 C11 1.236(4) . ? O3 C14 1.244(4) . ? N1 C11 1.340(5) . ? N1 C12 1.440(5) . ? N2 C13 1.442(5) . ? N2 C14 1.347(4) . ? C1 C2 1.419(5) . ? C1 C6 1.416(5) . ? C2 C3 1.398(5) . ? C2 C14 1.495(5) 2_676 ? C3 H3 0.9500 . ? C3 C4 1.380(5) . ? C4 C5 1.388(5) . ? C4 C7 1.526(5) . ? C5 H5 0.9500 . ? C5 C6 1.391(5) . ? C6 C11 1.511(5) . ? C7 C8 1.514(6) . ? C7 C9 1.539(6) . ? C7 C10 1.544(5) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C12 C13 1.483(5) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C2 1.495(5) 2_676 ? N1S C1S 1.513(5) . ? N1S C5S 1.528(5) . ? N1S C9S 1.524(5) . ? N1S C13S 1.515(5) . ? C1S H1SA 0.9900 . ? C1S H1SB 0.9900 . ? C1S C2S 1.531(6) . ? C2S H2SA 0.9900 . ? C2S H2SB 0.9900 . ? C2S C3S 1.507(7) . ? C3S H3SA 0.9900 . ? C3S H3SB 0.9900 . ? C3S C4SA 1.521(7) . ? C3S C4SB 1.740(19) . ? C4SA H4SA 0.9800 . ? C4SA H4SB 0.9800 . ? C4SA H4SC 0.9800 . ? C4SB H4SD 0.9800 . ? C4SB H4SE 0.9800 . ? C4SB H4SF 0.9800 . ? C5S H5SA 0.9900 . ? C5S H5SB 0.9900 . ? C5S C6S 1.501(5) . ? C6S H6SA 0.9900 . ? C6S H6SB 0.9900 . ? C6S C7S 1.523(6) . ? C7S H7SA 0.9900 . ? C7S H7SB 0.9900 . ? C7S C8S 1.510(6) . ? C8S H8SA 0.9800 . ? C8S H8SB 0.9800 . ? C8S H8SC 0.9800 . ? C9S H9SA 0.9900 . ? C9S H9SB 0.9900 . ? C9S C10S 1.502(5) . ? C10S H10D 0.9900 . ? C10S H10E 0.9900 . ? C10S C11S 1.528(5) . ? C11S H11A 0.9900 . ? C11S H11B 0.9900 . ? C11S C12S 1.519(5) . ? C12S H12C 0.9800 . ? C12S H12D 0.9800 . ? C12S H12E 0.9800 . ? C13S H13C 0.9900 . ? C13S H13D 0.9900 . ? C13S C14S 1.525(5) . ? C14S H14A 0.9900 . ? C14S H14B 0.9900 . ? C14S C15S 1.533(6) . ? C15S H15A 0.9900 . ? C15S H15B 0.9900 . ? C15S C16S 1.502(6) . ? C16S H16A 0.9800 . ? C16S H16B 0.9800 . ? C16S H16C 0.9800 . ? O1W H1WA 0.869(11) . ? O1W H1WB 0.869(11) . ? 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 Cu1 Cu1 45.28(9) 2_676 2_676 ? O1 Cu1 Cu1 44.37(9) . 2_676 ? O1 Cu1 O1 89.65(12) 2_676 . ? O1 Cu1 N1 89.69(12) . . ? O1 Cu1 N1 176.89(13) 2_676 . ? O1 Cu1 N2 91.82(12) 2_676 . ? O1 Cu1 N2 176.18(13) . . ? N1 Cu1 Cu1 133.98(10) . 2_676 ? N2 Cu1 Cu1 136.98(10) . 2_676 ? N2 Cu1 N1 88.66(13) . . ? Cu1 O1 Cu1 90.35(12) 2_676 . ? C1 O1 Cu1 135.2(3) . . ? C1 O1 Cu1 133.9(3) . 2_676 ? C11 N1 Cu1 131.6(3) . . ? C11 N1 C12 120.5(3) . . ? C12 N1 Cu1 107.7(2) . . ? C13 N2 Cu1 108.2(2) . . ? C14 N2 Cu1 130.2(3) . . ? C14 N2 C13 120.2(3) . . ? O1 C1 C2 120.6(3) . . ? O1 C1 C6 120.1(3) . . ? C6 C1 C2 119.2(3) . . ? C1 C2 C14 125.0(3) . 2_676 ? C3 C2 C1 118.3(3) . . ? C3 C2 C14 116.8(3) . 2_676 ? C2 C3 H3 118.1 . . ? C4 C3 C2 123.7(3) . . ? C4 C3 H3 118.1 . . ? C3 C4 C5 116.3(3) . . ? C3 C4 C7 123.6(3) . . ? C5 C4 C7 120.0(3) . . ? C4 C5 H5 118.1 . . ? C4 C5 C6 123.7(3) . . ? C6 C5 H5 118.1 . . ? C1 C6 C11 125.1(3) . . ? C5 C6 C1 118.5(3) . . ? C5 C6 C11 116.4(3) . . ? C4 C7 C9 109.3(3) . . ? C4 C7 C10 112.0(3) . . ? C8 C7 C4 109.2(3) . . ? C8 C7 C9 110.4(4) . . ? C8 C7 C10 109.0(3) . . ? C9 C7 C10 107.0(3) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O2 C11 N1 123.1(3) . . ? O2 C11 C6 119.7(3) . . ? N1 C11 C6 117.1(3) . . ? N1 C12 H12A 109.1 . . ? N1 C12 H12B 109.1 . . ? N1 C12 C13 112.5(3) . . ? H12A C12 H12B 107.8 . . ? C13 C12 H12A 109.1 . . ? C13 C12 H12B 109.1 . . ? N2 C13 C12 111.9(3) . . ? N2 C13 H13A 109.2 . . ? N2 C13 H13B 109.2 . . ? C12 C13 H13A 109.2 . . ? C12 C13 H13B 109.2 . . ? H13A C13 H13B 107.9 . . ? O3 C14 N2 122.8(3) . . ? O3 C14 C2 119.9(3) . 2_676 ? N2 C14 C2 117.2(3) . 2_676 ? C1S N1S C5S 111.6(3) . . ? C1S N1S C9S 107.0(3) . . ? C1S N1S C13S 110.7(3) . . ? C9S N1S C5S 110.5(3) . . ? C13S N1S C5S 105.8(3) . . ? C13S N1S C9S 111.4(3) . . ? N1S C1S H1SA 108.1 . . ? N1S C1S H1SB 108.1 . . ? N1S C1S C2S 116.6(3) . . ? H1SA C1S H1SB 107.3 . . ? C2S C1S H1SA 108.1 . . ? C2S C1S H1SB 108.1 . . ? C1S C2S H2SA 109.2 . . ? C1S C2S H2SB 109.2 . . ? H2SA C2S H2SB 107.9 . . ? C3S C2S C1S 112.0(4) . . ? C3S C2S H2SA 109.2 . . ? C3S C2S H2SB 109.2 . . ? C2S C3S H3SA 107.1 . . ? C2S C3S H3SB 107.1 . . ? C2S C3S C4SA 121.0(5) . . ? C2S C3S C4SB 87.3(7) . . ? H3SA C3S H3SB 106.8 . . ? C4SA C3S H3SA 107.1 . . ? C4SA C3S H3SB 107.1 . . ? C4SA C3S C4SB 39.3(6) . . ? C4SB C3S H3SA 141.8 . . ? C4SB C3S H3SB 102.1 . . ? C3S C4SA H4SA 109.5 . . ? C3S C4SA H4SB 109.5 . . ? C3S C4SA H4SC 109.5 . . ? C3S C4SB H4SD 109.5 . . ? C3S C4SB H4SE 109.5 . . ? C3S C4SB H4SF 109.5 . . ? H4SD C4SB H4SE 109.5 . . ? H4SD C4SB H4SF 109.5 . . ? H4SE C4SB H4SF 109.5 . . ? N1S C5S H5SA 108.3 . . ? N1S C5S H5SB 108.3 . . ? H5SA C5S H5SB 107.4 . . ? C6S C5S N1S 115.8(3) . . ? C6S C5S H5SA 108.3 . . ? C6S C5S H5SB 108.3 . . ? C5S C6S H6SA 109.4 . . ? C5S C6S H6SB 109.4 . . ? C5S C6S C7S 111.1(4) . . ? H6SA C6S H6SB 108.0 . . ? C7S C6S H6SA 109.4 . . ? C7S C6S H6SB 109.4 . . ? C6S C7S H7SA 108.8 . . ? C6S C7S H7SB 108.8 . . ? H7SA C7S H7SB 107.7 . . ? C8S C7S C6S 113.6(4) . . ? C8S C7S H7SA 108.8 . . ? C8S C7S H7SB 108.8 . . ? C7S C8S H8SA 109.5 . . ? C7S C8S H8SB 109.5 . . ? C7S C8S H8SC 109.5 . . ? H8SA C8S H8SB 109.5 . . ? H8SA C8S H8SC 109.5 . . ? H8SB C8S H8SC 109.5 . . ? N1S C9S H9SA 108.3 . . ? N1S C9S H9SB 108.3 . . ? H9SA C9S H9SB 107.4 . . ? C10S C9S N1S 115.9(3) . . ? C10S C9S H9SA 108.3 . . ? C10S C9S H9SB 108.3 . . ? C9S C10S H10D 109.2 . . ? C9S C10S H10E 109.2 . . ? C9S C10S C11S 112.1(3) . . ? H10D C10S H10E 107.9 . . ? C11S C10S H10D 109.2 . . ? C11S C10S H10E 109.2 . . ? C10S C11S H11A 108.8 . . ? C10S C11S H11B 108.8 . . ? H11A C11S H11B 107.7 . . ? C12S C11S C10S 113.7(3) . . ? C12S C11S H11A 108.8 . . ? C12S C11S H11B 108.8 . . ? C11S C12S H12C 109.5 . . ? C11S C12S H12D 109.5 . . ? C11S C12S H12E 109.5 . . ? H12C C12S H12D 109.5 . . ? H12C C12S H12E 109.5 . . ? H12D C12S H12E 109.5 . . ? N1S C13S H13C 108.5 . . ? N1S C13S H13D 108.5 . . ? N1S C13S C14S 115.2(3) . . ? H13C C13S H13D 107.5 . . ? C14S C13S H13C 108.5 . . ? C14S C13S H13D 108.5 . . ? C13S C14S H14A 109.3 . . ? C13S C14S H14B 109.3 . . ? C13S C14S C15S 111.4(3) . . ? H14A C14S H14B 108.0 . . ? C15S C14S H14A 109.3 . . ? C15S C14S H14B 109.3 . . ? C14S C15S H15A 109.2 . . ? C14S C15S H15B 109.2 . . ? H15A C15S H15B 107.9 . . ? C16S C15S C14S 112.2(3) . . ? C16S C15S H15A 109.2 . . ? C16S C15S H15B 109.2 . . ? C15S C16S H16A 109.5 . . ? C15S C16S H16B 109.5 . . ? C15S C16S H16C 109.5 . . ? H16A C16S H16B 109.5 . . ? H16A C16S H16C 109.5 . . ? H16B C16S H16C 109.5 . . ? H1WA O1W H1WB 109(3) . . ? 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 O1W H1WA O3 0.869(11) 2.12(6) 2.935(11) 157(14) 2_566 O1W H1WB O2 0.869(11) 1.80(9) 2.567(11) 146(14) . # start Validation Reply Form _vrf_PLAT201_dbl12_1NBu42 ; PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 11 RESPONSE: The isotropic non-H atoms belong to the disordered n-Bu-group. ; _vrf_PLAT770_dbl12_1NBu42 ; PROBLEM: Suspect C-H Bond in CIF: C6 -- H8AB .. 1.38 Ang. RESPONSE: The C-H contact is between two different parts of disordered group. ; _vrf_THETM01_11a_2NBU42 ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 RESPONSE: The data were truncated at 2theta = 105 as the higher angle regions didn't contain any observed reflections. ; _vrf_PLAT023_11a_2NBU42 ; PROBLEM: Resolution (too) Low [sin(theta)/Lambda < 0.6].. 52.49 Deg. RESPONSE: The data were truncated at 2theta = 105 as the higher angle regions didn't contain any observed reflections. ; _vrf_PLAT029_11a_2NBU42 ; PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.930 RESPONSE: The data were truncated at 2theta = 105 as the higher angle regions didn't contain any observed reflections. ; # end Validation Reply Form