# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Joshua S. Figueroa' _publ_contact_author_email jsfig@ucsd.edu loop_ _publ_author_name J.S.Figueroa P.Smith A.Rheingold C.Moore data_jfig525 _database_code_depnum_ccdc_archive 'CCDC 871423' #TrackingRef '- Full_cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic (6-mesityl-2-picolinate)thallium(I) _chemical_name_common Tl(Mes_Pic) _chemical_melting_point ? _chemical_formula_moiety 'C15 H14 N O2 Tl' _chemical_formula_sum 'C15 H14 N O2 Tl' _chemical_formula_weight 444.64 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' Tl Tl -2.8358 9.6688 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' 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 5.4362(3) _cell_length_b 14.4583(7) _cell_length_c 17.0112(9) _cell_angle_alpha 90.00 _cell_angle_beta 94.3580(10) _cell_angle_gamma 90.00 _cell_volume 1333.18(12) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5489 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 25.44 _exptl_crystal_description Needle _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.215 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 12.111 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1009 _exptl_absorpt_correction_T_max 0.5827 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_reflns_number 14948 _diffrn_reflns_av_R_equivalents 0.0476 _diffrn_reflns_av_sigmaI/netI 0.0321 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.46 _reflns_number_total 2480 _reflns_number_gt 2158 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0194P)^2^+0.0408P] 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 'not measured' _refine_ls_number_reflns 2480 _refine_ls_number_parameters 175 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0264 _refine_ls_R_factor_gt 0.0200 _refine_ls_wR_factor_ref 0.0457 _refine_ls_wR_factor_gt 0.0429 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Tl1 Tl 0.58397(3) 0.644084(10) 0.009507(9) 0.01576(6) Uani 1 1 d . . . O1 O 0.7458(5) 0.48705(18) 0.05194(16) 0.0169(6) Uani 1 1 d . . . O2 O 1.0620(5) 0.3939(2) 0.08894(16) 0.0196(7) Uani 1 1 d . . . N1 N 0.9884(6) 0.6356(2) 0.12069(19) 0.0133(7) Uani 1 1 d . . . C1 C 0.9576(8) 0.4710(3) 0.0851(2) 0.0171(9) Uani 1 1 d . . . C2 C 1.0953(7) 0.5513(3) 0.1266(2) 0.0135(9) Uani 1 1 d . . . C3 C 1.3189(7) 0.5371(3) 0.1691(2) 0.0164(9) Uani 1 1 d . . . H3 H 1.3915 0.4773 0.1717 0.020 Uiso 1 1 calc R . . C4 C 1.4366(8) 0.6112(3) 0.2079(2) 0.0181(9) Uani 1 1 d . . . H4 H 1.5908 0.6030 0.2373 0.022 Uiso 1 1 calc R . . C5 C 1.3250(8) 0.6972(3) 0.2031(2) 0.0173(9) Uani 1 1 d . . . H5 H 1.4009 0.7489 0.2295 0.021 Uiso 1 1 calc R . . C6 C 1.1004(7) 0.7070(3) 0.1591(2) 0.0148(9) Uani 1 1 d . . . C7 C 0.9631(7) 0.7978(3) 0.1540(2) 0.0148(9) Uani 1 1 d . . . C8 C 0.8553(8) 0.8306(3) 0.2211(2) 0.0158(9) Uani 1 1 d . . . C9 C 0.7017(8) 0.9075(3) 0.2137(2) 0.0157(9) Uani 1 1 d . . . H9 H 0.6235 0.9283 0.2585 0.019 Uiso 1 1 calc R . . C10 C 0.6584(8) 0.9550(3) 0.1428(2) 0.0162(9) Uani 1 1 d . . . C11 C 0.7803(7) 0.9252(3) 0.0783(2) 0.0173(9) Uani 1 1 d . . . H11 H 0.7589 0.9585 0.0301 0.021 Uiso 1 1 calc R . . C12 C 0.9322(8) 0.8479(3) 0.0827(2) 0.0165(9) Uani 1 1 d . . . C13 C 0.8931(8) 0.7834(3) 0.3004(2) 0.0192(10) Uani 1 1 d . . . H13A H 0.8763 0.7163 0.2934 0.029 Uiso 1 1 calc R . . H13B H 0.7692 0.8054 0.3349 0.029 Uiso 1 1 calc R . . H13C H 1.0585 0.7977 0.3244 0.029 Uiso 1 1 calc R . . C14 C 0.4761(8) 1.0342(3) 0.1355(2) 0.0218(10) Uani 1 1 d . . . H14A H 0.5297 1.0794 0.0974 0.033 Uiso 1 1 calc R . . H14B H 0.4680 1.0640 0.1870 0.033 Uiso 1 1 calc R . . H14C H 0.3127 1.0105 0.1174 0.033 Uiso 1 1 calc R . . C15 C 1.0714(8) 0.8210(3) 0.0119(2) 0.0210(10) Uani 1 1 d . . . H15A H 1.0430 0.7554 -0.0002 0.032 Uiso 1 1 calc R . . H15B H 1.2482 0.8317 0.0239 0.032 Uiso 1 1 calc R . . H15C H 1.0126 0.8585 -0.0337 0.032 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 Tl1 0.01543(10) 0.01382(10) 0.01790(9) -0.00087(7) 0.00041(6) 0.00162(7) O1 0.0126(15) 0.0163(16) 0.0208(15) 0.0001(12) -0.0061(12) -0.0002(13) O2 0.0240(18) 0.0151(15) 0.0197(15) 0.0011(13) 0.0017(13) 0.0018(14) N1 0.0109(19) 0.0146(19) 0.0148(17) -0.0014(14) 0.0031(14) 0.0013(14) C1 0.019(2) 0.017(2) 0.016(2) 0.0022(18) 0.0096(18) -0.0021(19) C2 0.014(2) 0.016(2) 0.0111(19) 0.0008(16) 0.0050(16) -0.0011(17) C3 0.015(2) 0.014(2) 0.021(2) 0.0015(17) 0.0049(18) 0.0020(17) C4 0.016(2) 0.020(2) 0.019(2) 0.0003(18) 0.0020(18) -0.0010(19) C5 0.016(2) 0.018(2) 0.019(2) -0.0037(18) 0.0005(18) -0.0025(18) C6 0.015(2) 0.013(2) 0.017(2) -0.0010(17) 0.0054(17) -0.0041(18) C7 0.012(2) 0.012(2) 0.020(2) -0.0016(17) -0.0006(17) -0.0035(17) C8 0.014(2) 0.012(2) 0.021(2) 0.0000(17) -0.0034(18) -0.0036(17) C9 0.017(2) 0.014(2) 0.016(2) -0.0059(17) -0.0004(17) 0.0001(18) C10 0.017(2) 0.011(2) 0.020(2) -0.0042(17) -0.0036(18) -0.0015(17) C11 0.018(2) 0.017(2) 0.016(2) 0.0000(18) -0.0032(17) -0.0018(19) C12 0.014(2) 0.015(2) 0.020(2) -0.0009(17) 0.0006(18) -0.0066(18) C13 0.023(3) 0.018(2) 0.016(2) 0.0005(18) 0.0017(18) 0.002(2) C14 0.027(3) 0.017(2) 0.021(2) -0.0022(18) -0.0008(19) 0.0027(19) C15 0.028(3) 0.014(2) 0.021(2) -0.0017(18) 0.006(2) -0.0004(19) _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 Tl1 O1 2.521(3) . ? Tl1 O2 2.702(3) 3_765 ? Tl1 O1 2.760(3) 3_665 ? Tl1 N1 2.792(3) . ? O1 C1 1.265(5) . ? O1 Tl1 2.760(3) 3_665 ? O2 C1 1.250(5) . ? O2 Tl1 2.702(3) 3_765 ? N1 C6 1.343(5) . ? N1 C2 1.349(5) . ? C1 C2 1.526(6) . ? C2 C3 1.382(6) . ? C3 C4 1.388(6) . ? C3 H3 0.9500 . ? C4 C5 1.384(6) . ? C4 H4 0.9500 . ? C5 C6 1.390(6) . ? C5 H5 0.9500 . ? C6 C7 1.509(5) . ? C7 C8 1.405(5) . ? C7 C12 1.413(5) . ? C8 C9 1.390(6) . ? C8 C13 1.512(5) . ? C9 C10 1.392(5) . ? C9 H9 0.9500 . ? C10 C11 1.393(5) . ? C10 C14 1.513(6) . ? C11 C12 1.388(6) . ? C11 H11 0.9500 . ? C12 C15 1.520(5) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 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 Tl1 O2 75.22(9) . 3_765 ? O1 Tl1 O1 72.07(9) . 3_665 ? O2 Tl1 O1 95.65(9) 3_765 3_665 ? O1 Tl1 N1 61.73(9) . . ? O2 Tl1 N1 81.35(9) 3_765 . ? O1 Tl1 N1 132.98(8) 3_665 . ? C1 O1 Tl1 125.4(3) . . ? C1 O1 Tl1 125.9(3) . 3_665 ? Tl1 O1 Tl1 107.93(9) . 3_665 ? C1 O2 Tl1 119.4(2) . 3_765 ? C6 N1 C2 118.8(4) . . ? C6 N1 Tl1 126.8(3) . . ? C2 N1 Tl1 113.8(2) . . ? O2 C1 O1 125.5(4) . . ? O2 C1 C2 116.8(4) . . ? O1 C1 C2 117.7(4) . . ? N1 C2 C3 122.0(4) . . ? N1 C2 C1 117.4(3) . . ? C3 C2 C1 120.6(4) . . ? C2 C3 C4 119.3(4) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 118.8(4) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? C4 C5 C6 119.1(4) . . ? C4 C5 H5 120.4 . . ? C6 C5 H5 120.4 . . ? N1 C6 C5 122.0(4) . . ? N1 C6 C7 115.9(3) . . ? C5 C6 C7 122.0(4) . . ? C8 C7 C12 119.7(4) . . ? C8 C7 C6 118.9(3) . . ? C12 C7 C6 121.4(3) . . ? C9 C8 C7 118.7(4) . . ? C9 C8 C13 118.9(4) . . ? C7 C8 C13 122.3(4) . . ? C8 C9 C10 122.3(4) . . ? C8 C9 H9 118.8 . . ? C10 C9 H9 118.8 . . ? C9 C10 C11 118.1(4) . . ? C9 C10 C14 120.7(4) . . ? C11 C10 C14 121.1(4) . . ? C12 C11 C10 121.6(4) . . ? C12 C11 H11 119.2 . . ? C10 C11 H11 119.2 . . ? C11 C12 C7 119.3(4) . . ? C11 C12 C15 119.6(4) . . ? C7 C12 C15 121.1(4) . . ? C8 C13 H13A 109.5 . . ? C8 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C8 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.804 _refine_diff_density_min -0.549 _refine_diff_density_rms 0.128 #===END data_jfig558 _database_code_depnum_ccdc_archive 'CCDC 871424' #TrackingRef '- Full_cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic 'tetrabutlyammonium diiodo(6-mesityl-2-picolinate) Cobalt(II)' _chemical_name_common '[NBu4][CoI2(Mes_pic)]' _chemical_melting_point ? _chemical_formula_moiety 'C15 H14 Co I2 N O2, C16 H36 N, C6 H6' _chemical_formula_sum 'C37 H56 Co I2 N2 O2' _chemical_formula_weight 873.57 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' I I -0.4742 1.8119 '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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.7875(6) _cell_length_b 11.8633(7) _cell_length_c 18.2575(10) _cell_angle_alpha 101.7360(10) _cell_angle_beta 102.8450(10) _cell_angle_gamma 103.3080(10) _cell_volume 1937.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9930 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 25.42 _exptl_crystal_description Plate _exptl_crystal_colour Blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 882 _exptl_absorpt_coefficient_mu 2.068 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6825 _exptl_absorpt_correction_T_max 0.8520 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_reflns_number 36900 _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.45 _reflns_number_total 7117 _reflns_number_gt 6157 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0192P)^2^+6.1677P] 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 'not measured' _refine_ls_number_reflns 7117 _refine_ls_number_parameters 404 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0416 _refine_ls_R_factor_gt 0.0320 _refine_ls_wR_factor_ref 0.0715 _refine_ls_wR_factor_gt 0.0648 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.86314(3) 0.84718(2) 0.324797(14) 0.02625(7) Uani 1 1 d . . . I2 I 0.63088(3) 0.47758(2) 0.194954(14) 0.02492(7) Uani 1 1 d . . . Co1 Co 0.87796(5) 0.63429(4) 0.26936(3) 0.01791(11) Uani 1 1 d . . . O1 O 0.9793(3) 0.5708(2) 0.34984(14) 0.0206(5) Uani 1 1 d . . . O2 O 1.1924(3) 0.5340(2) 0.39377(14) 0.0234(6) Uani 1 1 d . . . N1 N 1.0640(3) 0.6450(2) 0.23265(16) 0.0169(6) Uani 1 1 d . . . C1 C 1.1088(4) 0.5669(3) 0.3471(2) 0.0201(8) Uani 1 1 d . . . C2 C 1.1606(4) 0.6087(3) 0.2820(2) 0.0184(7) Uani 1 1 d . . . C3 C 1.2987(4) 0.6120(3) 0.2752(2) 0.0238(8) Uani 1 1 d . . . H3 H 1.3619 0.5827 0.3091 0.029 Uiso 1 1 calc R . . C4 C 1.3442(4) 0.6589(3) 0.2182(2) 0.0243(8) Uani 1 1 d . . . H4 H 1.4396 0.6637 0.2129 0.029 Uiso 1 1 calc R . . C5 C 1.2480(4) 0.6985(3) 0.1690(2) 0.0226(8) Uani 1 1 d . . . H5 H 1.2779 0.7319 0.1300 0.027 Uiso 1 1 calc R . . C6 C 1.1071(4) 0.6897(3) 0.1762(2) 0.0185(7) Uani 1 1 d . . . C7 C 1.0016(4) 0.7246(3) 0.1187(2) 0.0180(7) Uani 1 1 d . . . C8 C 1.0203(4) 0.8473(3) 0.1221(2) 0.0181(7) Uani 1 1 d . . . C9 C 0.9305(4) 0.8756(3) 0.0615(2) 0.0210(8) Uani 1 1 d . . . H9 H 0.9408 0.9578 0.0633 0.025 Uiso 1 1 calc R . . C10 C 0.8275(4) 0.7882(3) -0.0007(2) 0.0217(8) Uani 1 1 d . . . C11 C 0.8116(4) 0.6687(3) -0.0022(2) 0.0212(8) Uani 1 1 d . . . H11 H 0.7402 0.6082 -0.0444 0.025 Uiso 1 1 calc R . . C12 C 0.8966(4) 0.6348(3) 0.0559(2) 0.0194(7) Uani 1 1 d . . . C13 C 1.1308(4) 0.9456(3) 0.1887(2) 0.0257(8) Uani 1 1 d . . . H13A H 1.1031 0.9441 0.2369 0.039 Uiso 1 1 calc R . . H13B H 1.1336 1.0237 0.1781 0.039 Uiso 1 1 calc R . . H13C H 1.2277 0.9329 0.1944 0.039 Uiso 1 1 calc R . . C14 C 0.7333(4) 0.8231(4) -0.0653(2) 0.0292(9) Uani 1 1 d . . . H14A H 0.6944 0.7551 -0.1121 0.044 Uiso 1 1 calc R . . H14B H 0.7927 0.8922 -0.0769 0.044 Uiso 1 1 calc R . . H14C H 0.6521 0.8444 -0.0485 0.044 Uiso 1 1 calc R . . C15 C 0.8771(4) 0.5037(3) 0.0513(2) 0.0239(8) Uani 1 1 d . . . H15A H 0.9733 0.4900 0.0662 0.036 Uiso 1 1 calc R . . H15B H 0.8242 0.4554 -0.0021 0.036 Uiso 1 1 calc R . . H15C H 0.8213 0.4802 0.0869 0.036 Uiso 1 1 calc R . . N2 N 0.8411(3) 0.2383(2) 0.40438(16) 0.0171(6) Uani 1 1 d . . . C16 C 0.8436(4) 0.1813(3) 0.32216(19) 0.0198(7) Uani 1 1 d . . . H16A H 0.8980 0.1208 0.3251 0.024 Uiso 1 1 calc R . . H16B H 0.7416 0.1378 0.2906 0.024 Uiso 1 1 calc R . . C17 C 0.9105(4) 0.2658(3) 0.2793(2) 0.0202(7) Uani 1 1 d . . . H17A H 1.0153 0.3050 0.3073 0.024 Uiso 1 1 calc R . . H17B H 0.8604 0.3292 0.2774 0.024 Uiso 1 1 calc R . . C18 C 0.8950(4) 0.1949(3) 0.1962(2) 0.0257(8) Uani 1 1 d . . . H18A H 0.9354 0.1261 0.1985 0.031 Uiso 1 1 calc R . . H18B H 0.7900 0.1625 0.1670 0.031 Uiso 1 1 calc R . . C19 C 0.9746(4) 0.2731(4) 0.1530(2) 0.0304(9) Uani 1 1 d . . . H19A H 0.9588 0.2259 0.0996 0.046 Uiso 1 1 calc R . . H19B H 1.0796 0.3013 0.1800 0.046 Uiso 1 1 calc R . . H19C H 0.9365 0.3424 0.1517 0.046 Uiso 1 1 calc R . . C20 C 0.7465(4) 0.3241(3) 0.4033(2) 0.0174(7) Uani 1 1 d . . . H20A H 0.7470 0.3585 0.4575 0.021 Uiso 1 1 calc R . . H20B H 0.7920 0.3913 0.3839 0.021 Uiso 1 1 calc R . . C21 C 0.5882(4) 0.2684(3) 0.3537(2) 0.0220(8) Uani 1 1 d . . . H21A H 0.5439 0.1959 0.3687 0.026 Uiso 1 1 calc R . . H21B H 0.5851 0.2436 0.2981 0.026 Uiso 1 1 calc R . . C22 C 0.5005(4) 0.3587(3) 0.3649(2) 0.0225(8) Uani 1 1 d . . . H22A H 0.5034 0.3831 0.4206 0.027 Uiso 1 1 calc R . . H22B H 0.5458 0.4315 0.3505 0.027 Uiso 1 1 calc R . . C23 C 0.3421(4) 0.3051(4) 0.3153(2) 0.0303(9) Uani 1 1 d . . . H23A H 0.3388 0.2856 0.2600 0.045 Uiso 1 1 calc R . . H23B H 0.2875 0.3635 0.3253 0.045 Uiso 1 1 calc R . . H23C H 0.2979 0.2318 0.3285 0.045 Uiso 1 1 calc R . . C24 C 0.7808(4) 0.1342(3) 0.4357(2) 0.0198(7) Uani 1 1 d . . . H24A H 0.6860 0.0844 0.3981 0.024 Uiso 1 1 calc R . . H24B H 0.8485 0.0838 0.4371 0.024 Uiso 1 1 calc R . . C25 C 0.7571(4) 0.1656(3) 0.5154(2) 0.0202(7) Uani 1 1 d . . . H25A H 0.6816 0.2087 0.5142 0.024 Uiso 1 1 calc R . . H25B H 0.8492 0.2190 0.5538 0.024 Uiso 1 1 calc R . . C26 C 0.7080(4) 0.0504(3) 0.5398(2) 0.0229(8) Uani 1 1 d . . . H26A H 0.6208 -0.0052 0.4989 0.027 Uiso 1 1 calc R . . H26B H 0.7870 0.0107 0.5441 0.027 Uiso 1 1 calc R . . C27 C 0.6713(5) 0.0739(4) 0.6171(2) 0.0300(9) Uani 1 1 d . . . H27A H 0.5927 0.1127 0.6131 0.045 Uiso 1 1 calc R . . H27B H 0.7583 0.1266 0.6582 0.045 Uiso 1 1 calc R . . H27C H 0.6391 -0.0026 0.6297 0.045 Uiso 1 1 calc R . . C28 C 0.9929(4) 0.3138(3) 0.4555(2) 0.0183(7) Uani 1 1 d . . . H28A H 0.9848 0.3508 0.5075 0.022 Uiso 1 1 calc R . . H28B H 1.0276 0.3799 0.4325 0.022 Uiso 1 1 calc R . . C29 C 1.1087(4) 0.2467(3) 0.4666(2) 0.0191(7) Uani 1 1 d . . . H29A H 1.1156 0.2053 0.4153 0.023 Uiso 1 1 calc R . . H29B H 1.0818 0.1855 0.4946 0.023 Uiso 1 1 calc R . . C30 C 1.2562(4) 0.3390(3) 0.5141(2) 0.0230(8) Uani 1 1 d . . . H30A H 1.2823 0.3989 0.4851 0.028 Uiso 1 1 calc R . . H30B H 1.2464 0.3822 0.5642 0.028 Uiso 1 1 calc R . . C31 C 1.3785(4) 0.2798(4) 0.5303(2) 0.0277(9) Uani 1 1 d . . . H31A H 1.3823 0.2307 0.4811 0.042 Uiso 1 1 calc R . . H31B H 1.3596 0.2287 0.5650 0.042 Uiso 1 1 calc R . . H31C H 1.4723 0.3421 0.5552 0.042 Uiso 1 1 calc R . . C1S C 1.4826(4) 0.7253(4) 0.0360(2) 0.0283(9) Uani 1 1 d . . . H1S H 1.4830 0.6471 0.0107 0.034 Uiso 1 1 calc R . . C2S C 1.5771(4) 0.7844(4) 0.1095(2) 0.0287(9) Uani 1 1 d . . . H2S H 1.6434 0.7474 0.1345 0.034 Uiso 1 1 calc R . . C3S C 1.5746(5) 0.8977(4) 0.1464(2) 0.0315(9) Uani 1 1 d . . . H3S H 1.6392 0.9382 0.1969 0.038 Uiso 1 1 calc R . . C4S C 1.4787(5) 0.9525(4) 0.1101(2) 0.0346(10) Uani 1 1 d . . . H4S H 1.4772 1.0303 0.1357 0.041 Uiso 1 1 calc R . . C5S C 1.3852(5) 0.8933(4) 0.0365(2) 0.0325(9) Uani 1 1 d . . . H5S H 1.3194 0.9305 0.0114 0.039 Uiso 1 1 calc R . . C6S C 1.3871(4) 0.7802(4) -0.0008(2) 0.0298(9) Uani 1 1 d . . . H6S H 1.3232 0.7400 -0.0515 0.036 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 I1 0.03321(15) 0.02020(13) 0.02811(14) 0.00631(10) 0.00938(11) 0.01246(11) I2 0.01928(13) 0.02546(13) 0.02916(14) 0.00635(10) 0.00804(10) 0.00452(10) Co1 0.0182(3) 0.0173(2) 0.0202(2) 0.00637(19) 0.0067(2) 0.0065(2) O1 0.0217(14) 0.0216(13) 0.0214(13) 0.0090(10) 0.0074(11) 0.0075(11) O2 0.0250(14) 0.0230(13) 0.0223(13) 0.0100(11) 0.0025(11) 0.0080(11) N1 0.0182(15) 0.0151(14) 0.0183(15) 0.0049(12) 0.0053(12) 0.0057(12) C1 0.024(2) 0.0120(17) 0.0205(18) 0.0022(14) 0.0033(15) 0.0033(15) C2 0.0228(19) 0.0148(17) 0.0175(17) 0.0048(14) 0.0050(15) 0.0054(15) C3 0.022(2) 0.0238(19) 0.028(2) 0.0105(16) 0.0048(16) 0.0096(16) C4 0.0185(19) 0.029(2) 0.028(2) 0.0094(16) 0.0082(16) 0.0078(16) C5 0.021(2) 0.0254(19) 0.0225(19) 0.0098(15) 0.0067(15) 0.0065(16) C6 0.0192(19) 0.0152(17) 0.0221(18) 0.0054(14) 0.0078(15) 0.0048(15) C7 0.0168(18) 0.0225(18) 0.0196(17) 0.0096(14) 0.0100(14) 0.0068(15) C8 0.0169(18) 0.0197(18) 0.0191(17) 0.0062(14) 0.0068(14) 0.0050(15) C9 0.0221(19) 0.0204(18) 0.0270(19) 0.0110(15) 0.0119(16) 0.0095(16) C10 0.0176(19) 0.030(2) 0.0224(19) 0.0103(16) 0.0090(15) 0.0095(16) C11 0.0173(19) 0.0261(19) 0.0193(18) 0.0064(15) 0.0057(15) 0.0040(16) C12 0.0171(18) 0.0211(18) 0.0223(18) 0.0062(15) 0.0109(15) 0.0043(15) C13 0.028(2) 0.0238(19) 0.025(2) 0.0079(16) 0.0061(16) 0.0083(17) C14 0.023(2) 0.037(2) 0.028(2) 0.0155(18) 0.0035(17) 0.0077(18) C15 0.024(2) 0.0247(19) 0.0221(19) 0.0057(15) 0.0063(16) 0.0058(16) N2 0.0152(15) 0.0128(14) 0.0221(15) 0.0049(12) 0.0041(12) 0.0027(12) C16 0.0213(19) 0.0195(18) 0.0171(17) 0.0036(14) 0.0034(15) 0.0060(15) C17 0.0212(19) 0.0209(18) 0.0222(18) 0.0072(15) 0.0083(15) 0.0095(16) C18 0.029(2) 0.0235(19) 0.027(2) 0.0081(16) 0.0086(17) 0.0094(17) C19 0.029(2) 0.040(2) 0.025(2) 0.0125(18) 0.0095(17) 0.0089(19) C20 0.0161(18) 0.0146(17) 0.0225(18) 0.0048(14) 0.0059(14) 0.0061(14) C21 0.0186(19) 0.0176(18) 0.028(2) 0.0043(15) 0.0044(15) 0.0049(15) C22 0.0182(19) 0.0254(19) 0.0245(19) 0.0074(15) 0.0054(15) 0.0073(16) C23 0.019(2) 0.032(2) 0.039(2) 0.0083(18) 0.0040(17) 0.0093(17) C24 0.0162(18) 0.0133(17) 0.029(2) 0.0078(15) 0.0053(15) 0.0012(14) C25 0.0207(19) 0.0162(17) 0.0241(19) 0.0069(15) 0.0059(15) 0.0052(15) C26 0.0208(19) 0.0208(19) 0.0249(19) 0.0082(15) 0.0034(16) 0.0031(16) C27 0.030(2) 0.026(2) 0.027(2) 0.0091(17) 0.0045(17) -0.0041(18) C28 0.0166(18) 0.0154(17) 0.0194(17) 0.0025(14) 0.0036(14) 0.0013(14) C29 0.0164(18) 0.0221(18) 0.0202(18) 0.0092(15) 0.0045(14) 0.0058(15) C30 0.0160(19) 0.0238(19) 0.027(2) 0.0089(16) 0.0030(15) 0.0027(16) C31 0.021(2) 0.029(2) 0.033(2) 0.0120(17) 0.0034(17) 0.0084(17) C1S 0.026(2) 0.027(2) 0.036(2) 0.0079(17) 0.0154(18) 0.0070(17) C2S 0.020(2) 0.033(2) 0.034(2) 0.0126(18) 0.0080(17) 0.0064(18) C3S 0.028(2) 0.029(2) 0.032(2) 0.0100(18) 0.0029(18) 0.0024(18) C4S 0.038(3) 0.021(2) 0.039(2) 0.0056(18) 0.005(2) 0.0050(19) C5S 0.032(2) 0.030(2) 0.039(2) 0.0174(19) 0.0087(19) 0.0087(19) C6S 0.025(2) 0.033(2) 0.028(2) 0.0112(17) 0.0052(17) 0.0025(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 I1 Co1 2.5726(5) . ? I2 Co1 2.5675(5) . ? Co1 O1 1.964(2) . ? Co1 N1 2.062(3) . ? O1 C1 1.290(4) . ? O2 C1 1.233(4) . ? N1 C6 1.353(4) . ? N1 C2 1.363(4) . ? C1 C2 1.519(5) . ? C2 C3 1.377(5) . ? C3 C4 1.385(5) . ? C3 H3 0.9500 . ? C4 C5 1.384(5) . ? C4 H4 0.9500 . ? C5 C6 1.396(5) . ? C5 H5 0.9500 . ? C6 C7 1.495(5) . ? C7 C12 1.407(5) . ? C7 C8 1.411(5) . ? C8 C9 1.401(5) . ? C8 C13 1.505(5) . ? C9 C10 1.384(5) . ? C9 H9 0.9500 . ? C10 C11 1.383(5) . ? C10 C14 1.517(5) . ? C11 C12 1.384(5) . ? C11 H11 0.9500 . ? C12 C15 1.506(5) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? N2 C24 1.516(4) . ? N2 C28 1.520(4) . ? N2 C16 1.524(4) . ? N2 C20 1.526(4) . ? C16 C17 1.513(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.534(5) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.524(5) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.522(5) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.530(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.523(5) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.511(5) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.528(5) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.519(5) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.529(5) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.538(5) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.526(5) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C1S C2S 1.383(6) . ? C1S C6S 1.387(6) . ? C1S H1S 0.9500 . ? C2S C3S 1.384(6) . ? C2S H2S 0.9500 . ? C3S C4S 1.387(6) . ? C3S H3S 0.9500 . ? C4S C5S 1.382(6) . ? C4S H4S 0.9500 . ? C5S C6S 1.382(6) . ? C5S H5S 0.9500 . ? C6S H6S 0.9500 . ? 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 Co1 N1 83.97(11) . . ? O1 Co1 I2 107.92(7) . . ? N1 Co1 I2 123.32(8) . . ? O1 Co1 I1 112.55(7) . . ? N1 Co1 I1 109.72(8) . . ? I2 Co1 I1 115.030(19) . . ? C1 O1 Co1 114.5(2) . . ? C6 N1 C2 118.8(3) . . ? C6 N1 Co1 132.0(2) . . ? C2 N1 Co1 108.9(2) . . ? O2 C1 O1 124.8(3) . . ? O2 C1 C2 118.7(3) . . ? O1 C1 C2 116.5(3) . . ? N1 C2 C3 122.6(3) . . ? N1 C2 C1 116.1(3) . . ? C3 C2 C1 121.3(3) . . ? C2 C3 C4 119.0(3) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C5 C4 C3 118.8(3) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? C4 C5 C6 120.4(3) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? N1 C6 C5 120.5(3) . . ? N1 C6 C7 120.1(3) . . ? C5 C6 C7 119.3(3) . . ? C12 C7 C8 120.5(3) . . ? C12 C7 C6 119.5(3) . . ? C8 C7 C6 119.5(3) . . ? C9 C8 C7 117.7(3) . . ? C9 C8 C13 120.4(3) . . ? C7 C8 C13 121.8(3) . . ? C10 C9 C8 122.3(3) . . ? C10 C9 H9 118.8 . . ? C8 C9 H9 118.8 . . ? C11 C10 C9 118.5(3) . . ? C11 C10 C14 121.0(3) . . ? C9 C10 C14 120.5(3) . . ? C10 C11 C12 122.0(3) . . ? C10 C11 H11 119.0 . . ? C12 C11 H11 119.0 . . ? C11 C12 C7 119.0(3) . . ? C11 C12 C15 120.2(3) . . ? C7 C12 C15 120.9(3) . . ? C8 C13 H13A 109.5 . . ? C8 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C8 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C24 N2 C28 111.4(3) . . ? C24 N2 C16 105.6(3) . . ? C28 N2 C16 111.6(3) . . ? C24 N2 C20 111.7(3) . . ? C28 N2 C20 105.8(2) . . ? C16 N2 C20 110.9(3) . . ? C17 C16 N2 116.6(3) . . ? C17 C16 H16A 108.2 . . ? N2 C16 H16A 108.2 . . ? C17 C16 H16B 108.2 . . ? N2 C16 H16B 108.2 . . ? H16A C16 H16B 107.3 . . ? C16 C17 C18 109.6(3) . . ? C16 C17 H17A 109.8 . . ? C18 C17 H17A 109.8 . . ? C16 C17 H17B 109.8 . . ? C18 C17 H17B 109.8 . . ? H17A C17 H17B 108.2 . . ? C19 C18 C17 111.8(3) . . ? C19 C18 H18A 109.3 . . ? C17 C18 H18A 109.3 . . ? C19 C18 H18B 109.3 . . ? C17 C18 H18B 109.3 . . ? H18A C18 H18B 107.9 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 N2 115.3(3) . . ? C21 C20 H20A 108.4 . . ? N2 C20 H20A 108.4 . . ? C21 C20 H20B 108.4 . . ? N2 C20 H20B 108.4 . . ? H20A C20 H20B 107.5 . . ? C20 C21 C22 110.4(3) . . ? C20 C21 H21A 109.6 . . ? C22 C21 H21A 109.6 . . ? C20 C21 H21B 109.6 . . ? C22 C21 H21B 109.6 . . ? H21A C21 H21B 108.1 . . ? C23 C22 C21 111.2(3) . . ? C23 C22 H22A 109.4 . . ? C21 C22 H22A 109.4 . . ? C23 C22 H22B 109.4 . . ? C21 C22 H22B 109.4 . . ? H22A C22 H22B 108.0 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 N2 116.9(3) . . ? C25 C24 H24A 108.1 . . ? N2 C24 H24A 108.1 . . ? C25 C24 H24B 108.1 . . ? N2 C24 H24B 108.1 . . ? H24A C24 H24B 107.3 . . ? C24 C25 C26 109.5(3) . . ? C24 C25 H25A 109.8 . . ? C26 C25 H25A 109.8 . . ? C24 C25 H25B 109.8 . . ? C26 C25 H25B 109.8 . . ? H25A C25 H25B 108.2 . . ? C27 C26 C25 112.6(3) . . ? C27 C26 H26A 109.1 . . ? C25 C26 H26A 109.1 . . ? C27 C26 H26B 109.1 . . ? C25 C26 H26B 109.1 . . ? H26A C26 H26B 107.8 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N2 C28 C29 115.7(3) . . ? N2 C28 H28A 108.3 . . ? C29 C28 H28A 108.3 . . ? N2 C28 H28B 108.3 . . ? C29 C28 H28B 108.3 . . ? H28A C28 H28B 107.4 . . ? C28 C29 C30 108.1(3) . . ? C28 C29 H29A 110.1 . . ? C30 C29 H29A 110.1 . . ? C28 C29 H29B 110.1 . . ? C30 C29 H29B 110.1 . . ? H29A C29 H29B 108.4 . . ? C31 C30 C29 112.0(3) . . ? C31 C30 H30A 109.2 . . ? C29 C30 H30A 109.2 . . ? C31 C30 H30B 109.2 . . ? C29 C30 H30B 109.2 . . ? H30A C30 H30B 107.9 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C2S C1S C6S 120.1(4) . . ? C2S C1S H1S 119.9 . . ? C6S C1S H1S 119.9 . . ? C1S C2S C3S 119.6(4) . . ? C1S C2S H2S 120.2 . . ? C3S C2S H2S 120.2 . . ? C2S C3S C4S 120.5(4) . . ? C2S C3S H3S 119.7 . . ? C4S C3S H3S 119.7 . . ? C5S C4S C3S 119.5(4) . . ? C5S C4S H4S 120.2 . . ? C3S C4S H4S 120.2 . . ? C6S C5S C4S 120.3(4) . . ? C6S C5S H5S 119.8 . . ? C4S C5S H5S 119.8 . . ? C5S C6S C1S 119.9(4) . . ? C5S C6S H6S 120.0 . . ? C1S C6S H6S 120.0 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.613 _refine_diff_density_min -0.648 _refine_diff_density_rms 0.096 #===END data_jfig580 _database_code_depnum_ccdc_archive 'CCDC 871425' #TrackingRef '- Full_cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic 'bis-(6-mesityl-2-picolinate) copper(II)' _chemical_name_common Cu(Mes_pic)2 _chemical_melting_point ? _chemical_formula_moiety 'C30 H28 Cu N2 O4' _chemical_formula_sum 'C30 H28 Cu N2 O4' _chemical_formula_weight 544.08 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' Cu Cu 0.3201 1.2651 '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 Orthorhombic _symmetry_space_group_name_H-M Pca2(1) _symmetry_space_group_name_Hall 'P 2c -2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z' _cell_length_a 19.0917(14) _cell_length_b 7.7213(6) _cell_length_c 17.8169(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2626.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5688 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 25.44 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.376 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1132 _exptl_absorpt_coefficient_mu 0.870 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8662 _exptl_absorpt_correction_T_max 0.9181 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_reflns_number 12700 _diffrn_reflns_av_R_equivalents 0.0333 _diffrn_reflns_av_sigmaI/netI 0.0441 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 25.47 _reflns_number_total 4126 _reflns_number_gt 3761 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0335P)^2^+0.5230P] 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 'not measured' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.023(11) _refine_ls_number_reflns 4126 _refine_ls_number_parameters 340 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0348 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_ref 0.0725 _refine_ls_wR_factor_gt 0.0688 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu -0.620607(14) -0.69680(4) -0.23236(2) 0.01844(9) Uani 1 1 d . . . O1 O -0.59014(9) -0.5852(3) -0.32225(12) 0.0248(5) Uani 1 1 d . . . O2 O -0.62560(10) -0.5263(3) -0.43918(15) 0.0347(6) Uani 1 1 d . . . O3 O -0.65917(10) -0.6621(3) -0.13390(12) 0.0232(4) Uani 1 1 d . . . O4 O -0.62642(11) -0.5797(3) -0.01825(13) 0.0270(5) Uani 1 1 d . . . N1 N -0.70228(11) -0.7712(3) -0.29282(14) 0.0185(5) Uani 1 1 d . . . N2 N -0.53019(11) -0.6978(3) -0.17914(14) 0.0181(5) Uani 1 1 d . . . C1 C -0.63317(16) -0.5930(4) -0.37780(19) 0.0237(7) Uani 1 1 d . . . C2 C -0.69913(15) -0.6987(3) -0.36253(17) 0.0213(6) Uani 1 1 d . . . C3 C -0.75109(15) -0.7208(4) -0.41466(18) 0.0237(6) Uani 1 1 d . . . H3 H -0.7484 -0.6659 -0.4623 0.028 Uiso 1 1 calc R . . C4 C -0.80799(15) -0.8255(4) -0.39642(19) 0.0265(7) Uani 1 1 d . . . H4 H -0.8450 -0.8420 -0.4313 0.032 Uiso 1 1 calc R . . C5 C -0.80992(15) -0.9043(4) -0.32750(18) 0.0226(7) Uani 1 1 d . . . H5 H -0.8480 -0.9784 -0.3152 0.027 Uiso 1 1 calc R . . C6 C -0.75685(14) -0.8773(4) -0.27529(18) 0.0207(6) Uani 1 1 d . . . C7 C -0.75540(14) -0.9678(4) -0.20133(18) 0.0201(6) Uani 1 1 d . . . C8 C -0.78842(14) -0.8978(4) -0.13919(19) 0.0216(7) Uani 1 1 d . . . C9 C -0.78609(14) -0.9869(4) -0.07055(18) 0.0239(7) Uani 1 1 d . . . H9 H -0.8090 -0.9394 -0.0279 0.029 Uiso 1 1 calc R . . C10 C -0.75058(14) -1.1444(4) -0.06387(19) 0.0256(7) Uani 1 1 d . . . C11 C -0.72009(15) -1.2138(4) -0.12804(19) 0.0252(7) Uani 1 1 d . . . H11 H -0.6965 -1.3219 -0.1243 0.030 Uiso 1 1 calc R . . C12 C -0.72273(14) -1.1310(4) -0.19796(18) 0.0220(6) Uani 1 1 d . . . C13 C -0.82613(15) -0.7247(4) -0.14278(19) 0.0262(7) Uani 1 1 d . . . H13A H -0.8598 -0.7260 -0.1843 0.039 Uiso 1 1 calc R . . H13B H -0.7919 -0.6319 -0.1509 0.039 Uiso 1 1 calc R . . H13C H -0.8510 -0.7045 -0.0955 0.039 Uiso 1 1 calc R . . C14 C -0.7455(2) -1.2348(4) 0.0104(2) 0.0311(7) Uani 1 1 d . . . H14A H -0.7134 -1.1712 0.0432 0.047 Uiso 1 1 calc R . . H14B H -0.7279 -1.3527 0.0028 0.047 Uiso 1 1 calc R . . H14C H -0.7920 -1.2397 0.0337 0.047 Uiso 1 1 calc R . . C15 C -0.69388(17) -1.2177(4) -0.26697(19) 0.0305(7) Uani 1 1 d . . . H15A H -0.6657 -1.1346 -0.2955 0.046 Uiso 1 1 calc R . . H15B H -0.7326 -1.2591 -0.2983 0.046 Uiso 1 1 calc R . . H15C H -0.6645 -1.3160 -0.2521 0.046 Uiso 1 1 calc R . . C16 C -0.61345(14) -0.6234(4) -0.08313(19) 0.0215(7) Uani 1 1 d . . . C17 C -0.53773(14) -0.6407(3) -0.10801(17) 0.0197(6) Uani 1 1 d . . . C18 C -0.48109(14) -0.6092(4) -0.06184(17) 0.0222(6) Uani 1 1 d . . . H18 H -0.4873 -0.5644 -0.0126 0.027 Uiso 1 1 calc R . . C19 C -0.41457(15) -0.6454(4) -0.08972(18) 0.0248(7) Uani 1 1 d . . . H19 H -0.3744 -0.6243 -0.0597 0.030 Uiso 1 1 calc R . . C20 C -0.40733(15) -0.7117(4) -0.16090(18) 0.0222(6) Uani 1 1 d . . . H20 H -0.3621 -0.7402 -0.1792 0.027 Uiso 1 1 calc R . . C21 C -0.46588(14) -0.7374(3) -0.20650(17) 0.0201(6) Uani 1 1 d . . . C22 C -0.46307(14) -0.8006(4) -0.28499(18) 0.0205(6) Uani 1 1 d . . . C23 C -0.43659(14) -0.6939(4) -0.34142(18) 0.0216(7) Uani 1 1 d . . . C24 C -0.44072(15) -0.7483(4) -0.41555(19) 0.0267(7) Uani 1 1 d . . . H24 H -0.4227 -0.6758 -0.4541 0.032 Uiso 1 1 calc R . . C25 C -0.47056(16) -0.9060(4) -0.43458(18) 0.0297(7) Uani 1 1 d . . . C26 C -0.49433(16) -1.0138(4) -0.3782(2) 0.0286(7) Uani 1 1 d . . . H26 H -0.5133 -1.1235 -0.3912 0.034 Uiso 1 1 calc R . . C27 C -0.49119(14) -0.9654(4) -0.30222(18) 0.0240(7) Uani 1 1 d . . . C28 C -0.40772(16) -0.5153(4) -0.32450(19) 0.0301(7) Uani 1 1 d . . . H28A H -0.3633 -0.5264 -0.2974 0.045 Uiso 1 1 calc R . . H28B H -0.4413 -0.4512 -0.2936 0.045 Uiso 1 1 calc R . . H28C H -0.3998 -0.4528 -0.3716 0.045 Uiso 1 1 calc R . . C29 C -0.4760(2) -0.9546(5) -0.5171(2) 0.0477(10) Uani 1 1 d . . . H29A H -0.4316 -1.0053 -0.5339 0.072 Uiso 1 1 calc R . . H29B H -0.4861 -0.8507 -0.5468 0.072 Uiso 1 1 calc R . . H29C H -0.5138 -1.0390 -0.5239 0.072 Uiso 1 1 calc R . . C30 C -0.51516(15) -1.0868(4) -0.2411(2) 0.0327(7) Uani 1 1 d . . . H30A H -0.5581 -1.0416 -0.2182 0.049 Uiso 1 1 calc R . . H30B H -0.4785 -1.0963 -0.2028 0.049 Uiso 1 1 calc R . . H30C H -0.5244 -1.2013 -0.2626 0.049 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 0.01603(14) 0.02256(16) 0.01672(17) 0.00052(18) -0.00005(17) -0.00032(12) O1 0.0196(9) 0.0321(11) 0.0228(12) 0.0064(10) 0.0006(9) -0.0015(8) O2 0.0249(12) 0.0535(15) 0.0258(16) 0.0170(12) 0.0005(10) -0.0008(10) O3 0.0181(9) 0.0316(10) 0.0198(12) -0.0026(9) 0.0020(8) -0.0012(8) O4 0.0272(11) 0.0356(13) 0.0182(14) -0.0034(11) 0.0044(9) -0.0020(9) N1 0.0167(11) 0.0200(11) 0.0188(14) -0.0013(10) 0.0009(10) 0.0016(9) N2 0.0176(11) 0.0193(12) 0.0175(14) 0.0008(10) -0.0002(9) 0.0009(9) C1 0.0212(14) 0.0258(17) 0.024(2) 0.0032(14) 0.0022(14) 0.0046(12) C2 0.0243(14) 0.0210(14) 0.0186(17) 0.0014(12) 0.0032(13) 0.0047(11) C3 0.0254(14) 0.0273(15) 0.0183(17) 0.0032(13) 0.0017(12) 0.0053(12) C4 0.0256(15) 0.0281(16) 0.0258(19) -0.0026(13) -0.0069(13) 0.0027(12) C5 0.0228(14) 0.0228(14) 0.0222(18) -0.0003(13) -0.0026(13) -0.0004(12) C6 0.0187(14) 0.0211(14) 0.0224(17) -0.0014(13) 0.0039(12) 0.0032(11) C7 0.0152(12) 0.0219(13) 0.0233(16) -0.0011(13) -0.0008(11) -0.0021(11) C8 0.0171(13) 0.0227(15) 0.0250(18) 0.0034(14) -0.0012(12) -0.0029(11) C9 0.0217(13) 0.0304(16) 0.0196(17) -0.0012(13) -0.0008(13) -0.0039(12) C10 0.0218(13) 0.0275(15) 0.0274(19) 0.0058(14) -0.0071(13) -0.0064(12) C11 0.0228(14) 0.0211(15) 0.032(2) 0.0021(13) -0.0037(13) 0.0018(12) C12 0.0145(12) 0.0248(14) 0.0266(17) 0.0003(13) -0.0004(12) -0.0010(11) C13 0.0241(14) 0.0274(16) 0.0272(19) -0.0012(14) 0.0010(13) 0.0033(12) C14 0.0369(16) 0.0309(15) 0.0255(19) 0.0055(17) -0.0086(14) -0.0073(18) C15 0.0300(17) 0.0322(16) 0.0292(19) -0.0059(14) 0.0024(14) 0.0045(13) C16 0.0250(15) 0.0146(14) 0.025(2) 0.0022(13) 0.0013(13) -0.0004(11) C17 0.0240(13) 0.0168(13) 0.0184(17) 0.0032(12) 0.0006(12) -0.0012(11) C18 0.0272(14) 0.0211(14) 0.0182(17) -0.0029(13) 0.0009(13) -0.0007(12) C19 0.0252(14) 0.0242(15) 0.0251(19) 0.0015(14) -0.0034(13) -0.0003(12) C20 0.0204(14) 0.0254(15) 0.0207(18) -0.0005(13) -0.0034(13) 0.0009(12) C21 0.0184(13) 0.0190(13) 0.0229(18) 0.0007(12) 0.0004(11) 0.0006(11) C22 0.0135(13) 0.0269(15) 0.0211(17) -0.0035(13) -0.0013(12) 0.0029(11) C23 0.0171(13) 0.0244(16) 0.0233(19) -0.0022(13) -0.0032(13) 0.0021(11) C24 0.0275(15) 0.0320(16) 0.0205(18) 0.0007(14) 0.0022(13) 0.0037(13) C25 0.0355(16) 0.0325(17) 0.0213(19) -0.0071(14) -0.0041(14) 0.0027(14) C26 0.0292(15) 0.0231(15) 0.034(2) -0.0084(14) -0.0055(14) 0.0020(12) C27 0.0190(13) 0.0220(14) 0.0309(19) -0.0021(13) -0.0015(13) 0.0027(11) C28 0.0359(16) 0.0300(16) 0.0244(19) -0.0025(14) 0.0028(15) -0.0086(13) C29 0.078(3) 0.041(2) 0.025(2) -0.0143(17) -0.0027(19) 0.0020(19) C30 0.0309(14) 0.0248(14) 0.043(2) 0.0010(17) 0.0001(19) -0.0034(11) _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 O1 1.909(2) . ? Cu1 O3 1.921(2) . ? Cu1 N2 1.970(2) . ? Cu1 N1 1.980(2) . ? O1 C1 1.288(4) . ? O2 C1 1.217(4) . ? O3 C16 1.292(4) . ? O4 C16 1.229(4) . ? N1 C6 1.362(4) . ? N1 C2 1.364(4) . ? N2 C17 1.349(4) . ? N2 C21 1.356(3) . ? C1 C2 1.525(4) . ? C2 C3 1.370(4) . ? C3 C4 1.392(4) . ? C3 H3 0.9500 . ? C4 C5 1.371(4) . ? C4 H4 0.9500 . ? C5 C6 1.391(4) . ? C5 H5 0.9500 . ? C6 C7 1.492(4) . ? C7 C8 1.384(4) . ? C7 C12 1.407(4) . ? C8 C9 1.404(4) . ? C8 C13 1.519(4) . ? C9 C10 1.397(4) . ? C9 H9 0.9500 . ? C10 C11 1.391(5) . ? C10 C14 1.499(5) . ? C11 C12 1.401(4) . ? C11 H11 0.9500 . ? C12 C15 1.505(4) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.518(4) . ? C17 C18 1.380(4) . ? C18 C19 1.392(4) . ? C18 H18 0.9500 . ? C19 C20 1.375(4) . ? C19 H19 0.9500 . ? C20 C21 1.396(4) . ? C20 H20 0.9500 . ? C21 C22 1.482(4) . ? C22 C23 1.395(4) . ? C22 C27 1.414(4) . ? C23 C24 1.388(4) . ? C23 C28 1.515(4) . ? C24 C25 1.386(4) . ? C24 H24 0.9500 . ? C25 C26 1.381(5) . ? C25 C29 1.521(4) . ? C26 C27 1.406(4) . ? C26 H26 0.9500 . ? C27 C30 1.508(4) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 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 Cu1 O3 145.04(9) . . ? O1 Cu1 N2 97.97(9) . . ? O3 Cu1 N2 84.08(9) . . ? O1 Cu1 N1 85.10(9) . . ? O3 Cu1 N1 103.61(9) . . ? N2 Cu1 N1 161.97(9) . . ? C1 O1 Cu1 115.41(19) . . ? C16 O3 Cu1 114.36(18) . . ? C6 N1 C2 119.3(3) . . ? C6 N1 Cu1 130.7(2) . . ? C2 N1 Cu1 109.98(18) . . ? C17 N2 C21 120.5(2) . . ? C17 N2 Cu1 110.94(18) . . ? C21 N2 Cu1 128.4(2) . . ? O2 C1 O1 126.5(3) . . ? O2 C1 C2 119.0(3) . . ? O1 C1 C2 114.5(3) . . ? N1 C2 C3 122.3(3) . . ? N1 C2 C1 114.7(3) . . ? C3 C2 C1 122.9(3) . . ? C2 C3 C4 118.6(3) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C5 C4 C3 119.2(3) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C4 C5 C6 120.8(3) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? N1 C6 C5 119.6(3) . . ? N1 C6 C7 118.0(3) . . ? C5 C6 C7 122.3(3) . . ? C8 C7 C12 121.2(3) . . ? C8 C7 C6 121.0(2) . . ? C12 C7 C6 117.7(3) . . ? C7 C8 C9 119.4(3) . . ? C7 C8 C13 121.7(3) . . ? C9 C8 C13 118.9(3) . . ? C10 C9 C8 121.1(3) . . ? C10 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? C11 C10 C9 118.0(3) . . ? C11 C10 C14 121.2(3) . . ? C9 C10 C14 120.8(3) . . ? C10 C11 C12 122.7(3) . . ? C10 C11 H11 118.7 . . ? C12 C11 H11 118.7 . . ? C11 C12 C7 117.6(3) . . ? C11 C12 C15 120.7(3) . . ? C7 C12 C15 121.7(3) . . ? C8 C13 H13A 109.5 . . ? C8 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C8 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O4 C16 O3 125.8(3) . . ? O4 C16 C17 119.4(3) . . ? O3 C16 C17 114.7(3) . . ? N2 C17 C18 122.3(3) . . ? N2 C17 C16 113.9(3) . . ? C18 C17 C16 123.8(3) . . ? C17 C18 C19 117.8(3) . . ? C17 C18 H18 121.1 . . ? C19 C18 H18 121.1 . . ? C20 C19 C18 119.7(3) . . ? C20 C19 H19 120.1 . . ? C18 C19 H19 120.1 . . ? C19 C20 C21 120.6(3) . . ? C19 C20 H20 119.7 . . ? C21 C20 H20 119.7 . . ? N2 C21 C20 118.9(3) . . ? N2 C21 C22 116.5(3) . . ? C20 C21 C22 124.5(3) . . ? C23 C22 C27 120.8(3) . . ? C23 C22 C21 119.9(2) . . ? C27 C22 C21 119.2(3) . . ? C24 C23 C22 119.1(3) . . ? C24 C23 C28 119.0(3) . . ? C22 C23 C28 121.8(3) . . ? C25 C24 C23 121.4(3) . . ? C25 C24 H24 119.3 . . ? C23 C24 H24 119.3 . . ? C26 C25 C24 119.1(3) . . ? C26 C25 C29 122.1(3) . . ? C24 C25 C29 118.8(3) . . ? C25 C26 C27 121.7(3) . . ? C25 C26 H26 119.1 . . ? C27 C26 H26 119.1 . . ? C26 C27 C22 117.7(3) . . ? C26 C27 C30 121.2(3) . . ? C22 C27 C30 121.2(3) . . ? C23 C28 H28A 109.5 . . ? C23 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C23 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C29 H29A 109.5 . . ? C25 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C25 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C27 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.302 _refine_diff_density_min -0.400 _refine_diff_density_rms 0.048 #===END data_jfig574 _database_code_depnum_ccdc_archive 'CCDC 871426' #TrackingRef '- Full_cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic 'tris-(6-mesityl-2-picolinate) vanadium(III)' _chemical_name_common V(Mes_pic)3 _chemical_melting_point ? _chemical_formula_moiety 'C45 H42 N3 O6 V, C4 H8 O' _chemical_formula_sum 'C49 H50 N3 O7 V' _chemical_formula_weight 843.86 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' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' 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 11.7453(16) _cell_length_b 12.1951(15) _cell_length_c 29.336(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.980(7) _cell_angle_gamma 90.00 _cell_volume 4170.9(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3782 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 24.97 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.344 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1776 _exptl_absorpt_coefficient_mu 0.295 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9682 _exptl_absorpt_correction_T_max 0.9854 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_reflns_number 25203 _diffrn_reflns_av_R_equivalents 0.1265 _diffrn_reflns_av_sigmaI/netI 0.1663 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 25.82 _reflns_number_total 7987 _reflns_number_gt 4121 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0120P)^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 'not measured' _refine_ls_number_reflns 7987 _refine_ls_number_parameters 550 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1537 _refine_ls_R_factor_gt 0.0620 _refine_ls_wR_factor_ref 0.1140 _refine_ls_wR_factor_gt 0.0931 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group V1 V 0.80117(5) 0.49990(5) 0.599342(18) 0.01661(16) Uani 1 1 d . . . O1 O 0.8764(2) 0.63540(19) 0.59006(8) 0.0202(6) Uani 1 1 d . . . O2 O 0.8502(2) 0.8049(2) 0.56102(8) 0.0259(7) Uani 1 1 d . . . O3 O 0.7433(2) 0.45476(18) 0.53865(7) 0.0173(6) Uani 1 1 d . . . O4 O 0.7785(2) 0.3662(2) 0.47517(8) 0.0273(7) Uani 1 1 d . . . O5 O 0.7481(2) 0.36160(18) 0.63128(7) 0.0184(6) Uani 1 1 d . . . O6 O 0.8222(2) 0.5012(2) 0.66982(7) 0.0190(6) Uani 1 1 d . . . N1 N 0.6558(3) 0.6091(2) 0.59597(9) 0.0155(7) Uani 1 1 d . . . N2 N 0.9505(3) 0.4185(2) 0.58003(9) 0.0159(7) Uani 1 1 d . . . N3 N 0.7678(3) 0.4146(2) 0.75069(9) 0.0184(7) Uani 1 1 d . . . C1 C 0.8133(3) 0.7212(3) 0.57639(11) 0.0199(9) Uani 1 1 d . . . C2 C 0.6874(3) 0.7072(3) 0.57959(11) 0.0161(9) Uani 1 1 d . . . C3 C 0.6108(3) 0.7897(3) 0.56644(11) 0.0207(9) Uani 1 1 d . . . H3 H 0.6365 0.8575 0.5555 0.025 Uiso 1 1 calc R . . C4 C 0.4964(3) 0.7723(3) 0.56934(12) 0.0245(10) Uani 1 1 d . . . H4 H 0.4411 0.8271 0.5598 0.029 Uiso 1 1 calc R . . C5 C 0.4638(3) 0.6741(3) 0.58638(11) 0.0220(9) Uani 1 1 d . . . H5 H 0.3850 0.6609 0.5885 0.026 Uiso 1 1 calc R . . C6 C 0.5443(3) 0.5930(3) 0.60060(11) 0.0156(9) Uani 1 1 d . . . C7 C 0.5075(3) 0.4906(3) 0.62174(11) 0.0162(8) Uani 1 1 d . . . C8 C 0.5041(3) 0.4899(3) 0.66919(11) 0.0199(9) Uani 1 1 d . . . C9 C 0.4651(3) 0.3955(3) 0.68909(12) 0.0219(9) Uani 1 1 d . . . H9 H 0.4615 0.3944 0.7213 0.026 Uiso 1 1 calc R . . C10 C 0.4316(3) 0.3040(3) 0.66370(13) 0.0237(10) Uani 1 1 d . . . C11 C 0.4345(3) 0.3076(3) 0.61689(12) 0.0222(9) Uani 1 1 d . . . H11 H 0.4111 0.2448 0.5990 0.027 Uiso 1 1 calc R . . C12 C 0.4707(3) 0.4002(3) 0.59495(11) 0.0165(9) Uani 1 1 d . . . C13 C 0.5380(4) 0.5879(3) 0.69872(12) 0.0304(10) Uani 1 1 d . . . H13A H 0.6131 0.6144 0.6922 0.046 Uiso 1 1 calc R . . H13B H 0.5422 0.5671 0.7312 0.046 Uiso 1 1 calc R . . H13C H 0.4808 0.6460 0.6920 0.046 Uiso 1 1 calc R . . C14 C 0.3889(3) 0.2030(3) 0.68583(13) 0.0348(11) Uani 1 1 d . . . H14A H 0.4466 0.1785 0.7107 0.052 Uiso 1 1 calc R . . H14B H 0.3750 0.1446 0.6628 0.052 Uiso 1 1 calc R . . H14C H 0.3173 0.2200 0.6984 0.052 Uiso 1 1 calc R . . C15 C 0.4643(3) 0.4033(3) 0.54356(11) 0.0232(9) Uani 1 1 d . . . H15A H 0.4093 0.4596 0.5314 0.035 Uiso 1 1 calc R . . H15B H 0.4394 0.3317 0.5309 0.035 Uiso 1 1 calc R . . H15C H 0.5402 0.4207 0.5348 0.035 Uiso 1 1 calc R . . C16 C 0.8093(3) 0.4008(3) 0.51331(12) 0.0191(9) Uani 1 1 d . . . C17 C 0.9311(3) 0.3865(3) 0.53526(11) 0.0169(9) Uani 1 1 d . . . C18 C 1.0137(3) 0.3477(3) 0.51090(12) 0.0201(9) Uani 1 1 d . . . H18 H 0.9953 0.3244 0.4800 0.024 Uiso 1 1 calc R . . C19 C 1.1251(3) 0.3430(3) 0.53216(12) 0.0247(10) Uani 1 1 d . . . H19 H 1.1854 0.3187 0.5158 0.030 Uiso 1 1 calc R . . C20 C 1.1470(3) 0.3739(3) 0.57706(12) 0.0256(10) Uani 1 1 d . . . H20 H 1.2233 0.3714 0.5921 0.031 Uiso 1 1 calc R . . C21 C 1.0581(3) 0.4093(3) 0.60119(11) 0.0186(9) Uani 1 1 d . . . C22 C 1.0884(3) 0.4296(3) 0.65149(12) 0.0214(9) Uani 1 1 d . . . C23 C 1.1447(3) 0.5259(3) 0.66658(12) 0.0236(10) Uani 1 1 d . . . C24 C 1.1938(3) 0.5315(3) 0.71211(12) 0.0305(11) Uani 1 1 d . . . H24 H 1.2310 0.5973 0.7230 0.037 Uiso 1 1 calc R . . C25 C 1.1902(3) 0.4446(4) 0.74190(13) 0.0319(11) Uani 1 1 d . . . C26 C 1.1289(3) 0.3527(3) 0.72652(12) 0.0304(11) Uani 1 1 d . . . H26 H 1.1208 0.2946 0.7475 0.036 Uiso 1 1 calc R . . C27 C 1.0782(3) 0.3423(3) 0.68129(12) 0.0229(9) Uani 1 1 d . . . C28 C 1.1553(4) 0.6219(3) 0.63508(13) 0.0351(11) Uani 1 1 d . . . H28A H 1.0801 0.6564 0.6275 0.053 Uiso 1 1 calc R . . H28B H 1.1835 0.5963 0.6068 0.053 Uiso 1 1 calc R . . H28C H 1.2093 0.6753 0.6504 0.053 Uiso 1 1 calc R . . C29 C 1.2554(4) 0.4474(4) 0.78980(12) 0.0487(14) Uani 1 1 d . . . H29A H 1.2934 0.5186 0.7950 0.073 Uiso 1 1 calc R . . H29B H 1.3130 0.3889 0.7928 0.073 Uiso 1 1 calc R . . H29C H 1.2017 0.4364 0.8125 0.073 Uiso 1 1 calc R . . C30 C 1.0209(3) 0.2359(3) 0.66524(13) 0.0326(11) Uani 1 1 d . . . H30A H 1.0680 0.1980 0.6448 0.049 Uiso 1 1 calc R . . H30B H 0.9451 0.2514 0.6487 0.049 Uiso 1 1 calc R . . H30C H 1.0126 0.1894 0.6919 0.049 Uiso 1 1 calc R . . C31 C 0.7762(3) 0.4070(3) 0.67012(12) 0.0165(9) Uani 1 1 d . . . C32 C 0.7523(3) 0.3515(3) 0.71295(11) 0.0167(9) Uani 1 1 d . . . C33 C 0.7152(3) 0.2439(3) 0.71184(12) 0.0203(9) Uani 1 1 d . . . H33 H 0.7072 0.2032 0.6840 0.024 Uiso 1 1 calc R . . C34 C 0.6902(3) 0.1978(3) 0.75210(12) 0.0226(10) Uani 1 1 d . . . H34 H 0.6655 0.1237 0.7530 0.027 Uiso 1 1 calc R . . C35 C 0.7019(3) 0.2618(3) 0.79134(12) 0.0209(9) Uani 1 1 d . . . H35 H 0.6826 0.2324 0.8194 0.025 Uiso 1 1 calc R . . C36 C 0.7418(3) 0.3691(3) 0.78988(12) 0.0177(9) Uani 1 1 d . . . C37 C 0.7636(3) 0.4405(3) 0.83141(11) 0.0168(9) Uani 1 1 d . . . C38 C 0.8773(3) 0.4709(3) 0.84686(11) 0.0201(9) Uani 1 1 d . . . C39 C 0.8979(3) 0.5405(3) 0.88418(11) 0.0211(9) Uani 1 1 d . . . H39 H 0.9746 0.5617 0.8944 0.025 Uiso 1 1 calc R . . C40 C 0.8103(4) 0.5803(3) 0.90711(11) 0.0238(10) Uani 1 1 d . . . C41 C 0.6996(3) 0.5472(3) 0.89169(11) 0.0244(10) Uani 1 1 d . . . H41 H 0.6384 0.5735 0.9071 0.029 Uiso 1 1 calc R . . C42 C 0.6746(3) 0.4768(3) 0.85453(11) 0.0207(9) Uani 1 1 d . . . C43 C 0.9764(3) 0.4269(3) 0.82469(12) 0.0277(10) Uani 1 1 d . . . H43A H 0.9668 0.3478 0.8198 0.042 Uiso 1 1 calc R . . H43B H 1.0480 0.4409 0.8447 0.042 Uiso 1 1 calc R . . H43C H 0.9791 0.4634 0.7951 0.042 Uiso 1 1 calc R . . C44 C 0.8345(4) 0.6588(3) 0.94671(12) 0.0351(11) Uani 1 1 d . . . H44A H 0.8456 0.7327 0.9349 0.053 Uiso 1 1 calc R . . H44B H 0.9041 0.6356 0.9662 0.053 Uiso 1 1 calc R . . H44C H 0.7697 0.6590 0.9648 0.053 Uiso 1 1 calc R . . C45 C 0.5521(3) 0.4420(3) 0.84036(12) 0.0280(10) Uani 1 1 d . . . H45A H 0.5419 0.3659 0.8499 0.042 Uiso 1 1 calc R . . H45B H 0.5346 0.4476 0.8069 0.042 Uiso 1 1 calc R . . H45C H 0.5003 0.4898 0.8551 0.042 Uiso 1 1 calc R . . O1S O 1.1973(3) 0.4735(3) 0.92545(11) 0.0578(10) Uani 1 1 d . . . C1S C 1.2884(4) 0.3978(4) 0.91849(17) 0.0634(16) Uani 1 1 d . . . H1SA H 1.3127 0.4078 0.8876 0.076 Uiso 1 1 calc R . . H1SB H 1.2625 0.3211 0.9214 0.076 Uiso 1 1 calc R . . C2S C 1.3829(4) 0.4231(4) 0.95424(14) 0.0464(13) Uani 1 1 d . . . H2SA H 1.4581 0.4076 0.9436 0.056 Uiso 1 1 calc R . . H2SB H 1.3763 0.3807 0.9826 0.056 Uiso 1 1 calc R . . C3S C 1.3677(5) 0.5412(4) 0.9617(2) 0.087(2) Uani 1 1 d . . . H3SA H 1.4054 0.5852 0.9395 0.105 Uiso 1 1 calc R . . H3SB H 1.3993 0.5627 0.9933 0.105 Uiso 1 1 calc R . . C4S C 1.2410(5) 0.5554(4) 0.9543(2) 0.090(2) Uani 1 1 d . . . H4SA H 1.2089 0.5506 0.9840 0.108 Uiso 1 1 calc R . . H4SB H 1.2211 0.6280 0.9405 0.108 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 V1 0.0150(3) 0.0196(3) 0.0156(3) 0.0001(3) 0.0030(2) 0.0002(3) O1 0.0138(15) 0.0204(15) 0.0266(14) 0.0019(12) 0.0037(11) 0.0002(13) O2 0.0293(19) 0.0177(15) 0.0327(16) -0.0004(13) 0.0117(13) -0.0050(13) O3 0.0123(15) 0.0211(14) 0.0185(13) -0.0027(11) 0.0023(11) 0.0037(12) O4 0.0209(17) 0.0409(18) 0.0198(14) -0.0111(13) 0.0007(12) 0.0021(14) O5 0.0208(16) 0.0189(14) 0.0157(13) -0.0012(12) 0.0028(11) -0.0006(12) O6 0.0203(15) 0.0164(14) 0.0200(12) 0.0014(13) 0.0020(10) -0.0011(14) N1 0.016(2) 0.0153(17) 0.0145(15) 0.0013(14) 0.0013(13) 0.0005(15) N2 0.0151(19) 0.0165(17) 0.0168(15) 0.0006(14) 0.0041(13) 0.0008(15) N3 0.018(2) 0.0199(18) 0.0175(16) 0.0000(15) 0.0042(14) 0.0031(15) C1 0.026(3) 0.021(2) 0.0145(19) -0.0056(18) 0.0089(17) -0.001(2) C2 0.017(2) 0.018(2) 0.0132(19) -0.0030(17) 0.0015(16) -0.0007(19) C3 0.028(3) 0.014(2) 0.021(2) -0.0011(17) 0.0036(17) -0.001(2) C4 0.027(3) 0.021(2) 0.025(2) 0.0009(19) -0.0006(18) 0.005(2) C5 0.014(2) 0.028(2) 0.023(2) -0.0007(19) -0.0031(17) 0.005(2) C6 0.014(2) 0.019(2) 0.0135(18) -0.0014(17) 0.0016(16) -0.0022(19) C7 0.0091(19) 0.017(2) 0.0228(18) 0.0034(19) 0.0034(15) 0.0034(19) C8 0.013(2) 0.025(2) 0.0229(18) 0.000(2) 0.0059(15) -0.001(2) C9 0.020(2) 0.022(2) 0.024(2) 0.0037(19) 0.0052(17) -0.001(2) C10 0.011(2) 0.021(2) 0.040(2) 0.007(2) 0.0100(18) 0.0044(19) C11 0.013(2) 0.020(2) 0.033(2) 0.0033(19) -0.0020(18) 0.0002(19) C12 0.009(2) 0.019(2) 0.022(2) 0.0030(18) 0.0011(16) 0.0022(18) C13 0.033(3) 0.031(3) 0.028(2) 0.000(2) 0.0069(19) 0.000(2) C14 0.039(3) 0.028(2) 0.041(3) 0.008(2) 0.018(2) 0.003(2) C15 0.017(2) 0.022(2) 0.031(2) -0.0019(19) 0.0020(18) -0.0008(19) C16 0.023(2) 0.015(2) 0.019(2) 0.0053(18) 0.0022(18) -0.0006(19) C17 0.020(2) 0.011(2) 0.019(2) 0.0006(17) 0.0021(17) -0.0008(18) C18 0.021(2) 0.019(2) 0.020(2) -0.0016(17) 0.0039(18) 0.002(2) C19 0.026(3) 0.028(2) 0.022(2) -0.0088(19) 0.0090(18) 0.006(2) C20 0.018(2) 0.029(2) 0.029(2) 0.0001(19) 0.0014(18) 0.003(2) C21 0.018(2) 0.018(2) 0.020(2) 0.0014(18) 0.0038(17) 0.0010(19) C22 0.014(2) 0.029(2) 0.022(2) -0.0027(19) 0.0014(17) 0.0030(19) C23 0.013(2) 0.034(3) 0.025(2) -0.0041(19) 0.0073(16) 0.0044(19) C24 0.016(2) 0.050(3) 0.025(2) -0.016(2) 0.0026(18) 0.000(2) C25 0.016(2) 0.055(3) 0.025(2) -0.009(2) 0.0028(18) 0.011(2) C26 0.023(3) 0.046(3) 0.023(2) 0.007(2) 0.0087(18) 0.019(2) C27 0.018(2) 0.028(2) 0.023(2) -0.0017(19) 0.0037(17) 0.010(2) C28 0.031(3) 0.040(3) 0.034(2) -0.004(2) 0.004(2) -0.013(2) C29 0.029(3) 0.091(4) 0.025(2) -0.001(2) -0.004(2) 0.019(3) C30 0.029(3) 0.031(3) 0.038(3) 0.011(2) 0.003(2) 0.004(2) C31 0.011(2) 0.015(2) 0.024(2) -0.0024(19) 0.0019(16) 0.0086(18) C32 0.016(2) 0.017(2) 0.0160(19) -0.0005(17) -0.0015(16) 0.0032(18) C33 0.022(2) 0.022(2) 0.017(2) -0.0021(18) 0.0024(17) 0.0013(19) C34 0.024(3) 0.017(2) 0.027(2) 0.0043(19) -0.0009(18) 0.0009(19) C35 0.017(2) 0.024(2) 0.021(2) 0.0029(18) -0.0009(17) 0.0015(19) C36 0.016(2) 0.016(2) 0.022(2) -0.0010(18) 0.0030(17) -0.0010(18) C37 0.023(2) 0.014(2) 0.0126(18) 0.0031(16) 0.0004(16) -0.0017(18) C38 0.026(2) 0.017(2) 0.0180(19) 0.0041(17) 0.0056(17) -0.0041(19) C39 0.027(3) 0.015(2) 0.020(2) 0.0036(17) 0.0007(17) -0.0045(19) C40 0.041(3) 0.016(2) 0.0144(19) 0.0015(17) 0.0021(19) 0.000(2) C41 0.027(3) 0.026(2) 0.021(2) 0.0046(18) 0.0074(18) 0.006(2) C42 0.022(2) 0.022(2) 0.0178(19) 0.0044(17) 0.0012(16) 0.0021(19) C43 0.021(3) 0.030(2) 0.032(2) -0.009(2) 0.0039(18) -0.007(2) C44 0.045(3) 0.035(3) 0.026(2) -0.005(2) 0.007(2) -0.005(2) C45 0.022(3) 0.038(3) 0.025(2) -0.0041(19) 0.0047(18) 0.003(2) O1S 0.033(2) 0.062(2) 0.074(2) -0.0131(19) -0.0136(17) -0.0102(19) C1S 0.044(4) 0.080(4) 0.070(4) -0.037(3) 0.024(3) -0.010(3) C2S 0.051(4) 0.057(3) 0.033(2) 0.000(2) 0.015(2) 0.014(3) C3S 0.049(4) 0.070(4) 0.131(5) -0.052(4) -0.041(4) 0.020(3) C4S 0.057(4) 0.031(3) 0.167(6) -0.038(4) -0.046(4) 0.016(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 V1 O3 1.908(2) . ? V1 O1 1.909(2) . ? V1 O6 2.052(2) . ? V1 O5 2.062(2) . ? V1 N2 2.151(3) . ? V1 N1 2.158(3) . ? V1 C31 2.414(4) . ? O1 C1 1.316(4) . ? O2 C1 1.217(4) . ? O3 C16 1.314(4) . ? O4 C16 1.209(4) . ? O5 C31 1.274(4) . ? O6 C31 1.270(4) . ? N1 C6 1.347(4) . ? N1 C2 1.358(4) . ? N2 C21 1.343(4) . ? N2 C17 1.363(4) . ? N3 C32 1.342(4) . ? N3 C36 1.345(4) . ? C1 C2 1.503(5) . ? C2 C3 1.373(5) . ? C3 C4 1.373(5) . ? C3 H3 0.9500 . ? C4 C5 1.370(5) . ? C4 H4 0.9500 . ? C5 C6 1.396(4) . ? C5 H5 0.9500 . ? C6 C7 1.482(5) . ? C7 C12 1.392(5) . ? C7 C8 1.397(4) . ? C8 C9 1.393(5) . ? C8 C13 1.501(5) . ? C9 C10 1.372(5) . ? C9 H9 0.9500 . ? C10 C11 1.378(5) . ? C10 C14 1.507(5) . ? C11 C12 1.392(5) . ? C11 H11 0.9500 . ? C12 C15 1.501(4) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.506(5) . ? C17 C18 1.358(5) . ? C18 C19 1.380(5) . ? C18 H18 0.9500 . ? C19 C20 1.364(4) . ? C19 H19 0.9500 . ? C20 C21 1.399(5) . ? C20 H20 0.9500 . ? C21 C22 1.496(4) . ? C22 C27 1.392(5) . ? C22 C23 1.393(5) . ? C23 C24 1.391(4) . ? C23 C28 1.505(5) . ? C24 C25 1.377(5) . ? C24 H24 0.9500 . ? C25 C26 1.378(5) . ? C25 C29 1.516(4) . ? C26 C27 1.392(4) . ? C26 H26 0.9500 . ? C27 C30 1.510(5) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.484(5) . ? C32 C33 1.382(5) . ? C33 C34 1.372(5) . ? C33 H33 0.9500 . ? C34 C35 1.384(5) . ? C34 H34 0.9500 . ? C35 C36 1.392(5) . ? C35 H35 0.9500 . ? C36 C37 1.494(5) . ? C37 C42 1.386(5) . ? C37 C38 1.406(5) . ? C38 C39 1.384(4) . ? C38 C43 1.499(5) . ? C39 C40 1.384(5) . ? C39 H39 0.9500 . ? C40 C41 1.384(5) . ? C40 C44 1.505(5) . ? C41 C42 1.390(5) . ? C41 H41 0.9500 . ? C42 C45 1.509(5) . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? O1S C4S 1.369(5) . ? O1S C1S 1.446(5) . ? C1S C2S 1.464(5) . ? C1S H1SA 0.9900 . ? C1S H1SB 0.9900 . ? C2S C3S 1.471(6) . ? C2S H2SA 0.9900 . ? C2S H2SB 0.9900 . ? C3S C4S 1.488(7) . ? C3S H3SA 0.9900 . ? C3S H3SB 0.9900 . ? C4S H4SA 0.9900 . ? C4S H4SB 0.9900 . ? 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 V1 O1 103.60(10) . . ? O3 V1 O6 158.09(10) . . ? O1 V1 O6 97.83(10) . . ? O3 V1 O5 95.44(9) . . ? O1 V1 O5 160.66(9) . . ? O6 V1 O5 63.55(9) . . ? O3 V1 N2 80.25(10) . . ? O1 V1 N2 87.46(11) . . ? O6 V1 N2 105.47(10) . . ? O5 V1 N2 92.50(10) . . ? O3 V1 N1 86.84(10) . . ? O1 V1 N1 80.61(11) . . ? O6 V1 N1 92.25(10) . . ? O5 V1 N1 104.12(11) . . ? N2 V1 N1 159.87(10) . . ? O3 V1 C31 126.89(12) . . ? O1 V1 C31 129.47(11) . . ? O6 V1 C31 31.73(10) . . ? O5 V1 C31 31.84(9) . . ? N2 V1 C31 101.43(11) . . ? N1 V1 C31 98.67(11) . . ? C1 O1 V1 118.6(2) . . ? C16 O3 V1 120.3(2) . . ? C31 O5 V1 89.5(2) . . ? C31 O6 V1 90.05(19) . . ? C6 N1 C2 118.3(3) . . ? C6 N1 V1 132.8(2) . . ? C2 N1 V1 108.1(2) . . ? C21 N2 C17 117.4(3) . . ? C21 N2 V1 131.9(2) . . ? C17 N2 V1 109.9(2) . . ? C32 N3 C36 116.5(3) . . ? O2 C1 O1 124.5(4) . . ? O2 C1 C2 121.1(3) . . ? O1 C1 C2 114.4(3) . . ? N1 C2 C3 123.2(4) . . ? N1 C2 C1 115.8(3) . . ? C3 C2 C1 121.0(3) . . ? C2 C3 C4 118.8(4) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C5 C4 C3 118.4(4) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? C4 C5 C6 121.3(4) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? N1 C6 C5 119.9(3) . . ? N1 C6 C7 120.1(3) . . ? C5 C6 C7 120.0(3) . . ? C12 C7 C8 120.9(3) . . ? C12 C7 C6 121.2(3) . . ? C8 C7 C6 117.8(3) . . ? C9 C8 C7 118.2(3) . . ? C9 C8 C13 119.6(3) . . ? C7 C8 C13 122.2(3) . . ? C10 C9 C8 122.1(3) . . ? C10 C9 H9 119.0 . . ? C8 C9 H9 119.0 . . ? C9 C10 C11 118.4(3) . . ? C9 C10 C14 121.3(4) . . ? C11 C10 C14 120.3(3) . . ? C10 C11 C12 122.1(3) . . ? C10 C11 H11 118.9 . . ? C12 C11 H11 118.9 . . ? C11 C12 C7 118.2(3) . . ? C11 C12 C15 120.3(3) . . ? C7 C12 C15 121.4(3) . . ? C8 C13 H13A 109.5 . . ? C8 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C8 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O4 C16 O3 124.6(3) . . ? O4 C16 C17 121.1(4) . . ? O3 C16 C17 114.3(3) . . ? C18 C17 N2 124.1(3) . . ? C18 C17 C16 121.2(3) . . ? N2 C17 C16 114.7(3) . . ? C17 C18 C19 118.4(3) . . ? C17 C18 H18 120.8 . . ? C19 C18 H18 120.8 . . ? C20 C19 C18 118.8(4) . . ? C20 C19 H19 120.6 . . ? C18 C19 H19 120.6 . . ? C19 C20 C21 120.6(4) . . ? C19 C20 H20 119.7 . . ? C21 C20 H20 119.7 . . ? N2 C21 C20 120.7(3) . . ? N2 C21 C22 122.7(3) . . ? C20 C21 C22 116.6(3) . . ? C27 C22 C23 121.3(3) . . ? C27 C22 C21 117.7(3) . . ? C23 C22 C21 120.0(3) . . ? C24 C23 C22 118.1(4) . . ? C24 C23 C28 119.7(4) . . ? C22 C23 C28 122.1(3) . . ? C25 C24 C23 122.1(4) . . ? C25 C24 H24 119.0 . . ? C23 C24 H24 119.0 . . ? C24 C25 C26 118.2(3) . . ? C24 C25 C29 121.3(4) . . ? C26 C25 C29 120.4(4) . . ? C25 C26 C27 122.1(4) . . ? C25 C26 H26 118.9 . . ? C27 C26 H26 118.9 . . ? C22 C27 C26 118.0(4) . . ? C22 C27 C30 122.0(3) . . ? C26 C27 C30 119.8(4) . . ? C23 C28 H28A 109.5 . . ? C23 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C23 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C29 H29A 109.5 . . ? C25 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C25 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C27 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O6 C31 O5 116.8(3) . . ? O6 C31 C32 122.9(3) . . ? O5 C31 C32 120.3(3) . . ? O6 C31 V1 58.22(17) . . ? O5 C31 V1 58.67(18) . . ? C32 C31 V1 176.1(3) . . ? N3 C32 C33 125.1(3) . . ? N3 C32 C31 114.6(3) . . ? C33 C32 C31 120.3(3) . . ? C34 C33 C32 118.0(3) . . ? C34 C33 H33 121.0 . . ? C32 C33 H33 121.0 . . ? C33 C34 C35 118.3(4) . . ? C33 C34 H34 120.8 . . ? C35 C34 H34 120.8 . . ? C34 C35 C36 120.3(4) . . ? C34 C35 H35 119.8 . . ? C36 C35 H35 119.8 . . ? N3 C36 C35 121.8(3) . . ? N3 C36 C37 115.0(3) . . ? C35 C36 C37 123.2(3) . . ? C42 C37 C38 120.1(3) . . ? C42 C37 C36 121.4(3) . . ? C38 C37 C36 118.5(3) . . ? C39 C38 C37 119.0(4) . . ? C39 C38 C43 119.5(3) . . ? C37 C38 C43 121.5(3) . . ? C38 C39 C40 122.1(4) . . ? C38 C39 H39 119.0 . . ? C40 C39 H39 119.0 . . ? C41 C40 C39 117.6(3) . . ? C41 C40 C44 121.4(4) . . ? C39 C40 C44 121.0(4) . . ? C40 C41 C42 122.5(4) . . ? C40 C41 H41 118.7 . . ? C42 C41 H41 118.7 . . ? C37 C42 C41 118.7(4) . . ? C37 C42 C45 121.7(3) . . ? C41 C42 C45 119.6(4) . . ? C38 C43 H43A 109.5 . . ? C38 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C38 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C40 C44 H44A 109.5 . . ? C40 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C40 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C42 C45 H45A 109.5 . . ? C42 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C42 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C4S O1S C1S 109.0(4) . . ? O1S C1S C2S 105.9(4) . . ? O1S C1S H1SA 110.6 . . ? C2S C1S H1SA 110.6 . . ? O1S C1S H1SB 110.6 . . ? C2S C1S H1SB 110.6 . . ? H1SA C1S H1SB 108.7 . . ? C1S C2S C3S 102.6(4) . . ? C1S C2S H2SA 111.2 . . ? C3S C2S H2SA 111.2 . . ? C1S C2S H2SB 111.2 . . ? C3S C2S H2SB 111.2 . . ? H2SA C2S H2SB 109.2 . . ? C2S C3S C4S 103.3(4) . . ? C2S C3S H3SA 111.1 . . ? C4S C3S H3SA 111.1 . . ? C2S C3S H3SB 111.1 . . ? C4S C3S H3SB 111.1 . . ? H3SA C3S H3SB 109.1 . . ? O1S C4S C3S 107.4(4) . . ? O1S C4S H4SA 110.2 . . ? C3S C4S H4SA 110.2 . . ? O1S C4S H4SB 110.2 . . ? C3S C4S H4SB 110.2 . . ? H4SA C4S H4SB 108.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.396 _refine_diff_density_min -0.425 _refine_diff_density_rms 0.076 #===END