# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_General _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _audit_creation_date 2007-09-03 _audit_creation_method 'by CrystalStructure 3.7.0' _audit_update_record ? #============================================================================== # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'Prof. Hiroaki Sasai' _publ_contact_author_email sasai@sanken.osaka-u.ac.jp _publ_contact_author_fax +81-6-6879-8469 _publ_contact_author_phone +81-6-6879-8465 _publ_contact_author_address ; The Institute of Scientific and Industrial Research Osaka University 8-1 Mihogaoka, Ibaraki Osaka 567-0047, Japan ; _publ_requested_category 'CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #============================================================================== _publ_section_references ; ENTER OTHER REFERENCES Rigaku/MSC and Rigaku Corporation. (2005). CrystalStructure 3.7.0. Single Crystal Structure Analysis Software. Rigaku/MSC, 9009 New Trails Drive, The Woodlands, TX, USA 77381-5209. Rigaku, 3-9-12 Akishima, Tokyo 196-8666, Japan. Watkin, D.J., Prout, C.K. Carruthers, J.R. & Betteridge, P.W. (1996) CRYSTALS Issue 10, Chemical Crystallography Laboratory, Oxford, UK. Carruthers, J.R. and Watkin, D.J. (1979), Acta Cryst, A35, 698-699 ; _publ_section_title ;Chiral dinuclear vanadium(V) catalysts for oxidative coupling of 2-naphthols ; loop_ _publ_author_name H.Sasai C.Kameyama T.Katayama T.Kawai K.Onitsuka T.Suzuki ; S.Takizawa ; T.Yanagida #============================================================================== data__Vanadium_catalyst _database_code_depnum_ccdc_archive 'CCDC 666356' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C34 H38 N2 Na O12 V2 ' _chemical_formula_moiety 'C34 H38 N2 Na O12 V2 ' _chemical_formula_weight 791.55 _chemical_melting_point ? _chemical_absolute_configuration ; absolute configuration established by the structure determination of a compound containing a chiral reference molecule of known absolute configuration ; #============================================================================== # CRYSTAL DATA _symmetry_cell_setting hexgonal _symmetry_space_group_name_H-M 'P 65 2 2' _symmetry_space_group_name_Hall 'P 65 2 (0 0 1)' _symmetry_Int_Tables_number 179 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 +X-Y,+X,5/6+Z 3 -Y,+X-Y,2/3+Z 4 -X,-Y,1/2+Z 5 -X+Y,-X,1/3+Z 6 +Y,-X+Y,1/6+Z 7 +X-Y,-Y,-Z 8 -Y,-X,1/6-Z 9 -X,-X+Y,1/3-Z 10 -X+Y,+Y,1/2-Z 11 +Y,+X,2/3-Z 12 +X,+X-Y,5/6-Z #------------------------------------------------------------------------------ _cell_length_a 20.439(4) _cell_length_b 20.439(4) _cell_length_c 16.317(4) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 120.0000 _cell_volume 5903(2) _cell_formula_units_Z 6 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 15.1 _cell_measurement_theta_max 17.0 _cell_measurement_temperature 298.1 #------------------------------------------------------------------------------ _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.336 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2454.00 _exptl_absorpt_coefficient_mu 0.544 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_min 0.898 _exptl_absorpt_correction_T_max 0.922 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w _diffrn_reflns_number 3033 _diffrn_reflns_av_R_equivalents ? _diffrn_reflns_theta_max 27.49 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 7 _diffrn_standards_number 3 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 2.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). The absolute configuration is based on the configuration of the starting materials (R)-BINOL and (S)-tert-leucine. Because Bijvoet pairs are not measured, Flack parameter is not calculated. ; _reflns_number_total 2680 _reflns_number_gt 2233 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0641 _refine_ls_wR_factor_ref 0.0716 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 2233 _refine_ls_number_parameters 253 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979) 2.5202 1.4479 1.8952 ; _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 1.71 _refine_diff_density_min -0.89 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.011 0.006 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; V V 0.300 0.529 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Na Na 0.036 0.025 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 V(1) V 0.27996(4) 0.33302(5) 0.41638(5) 0.02663(19) Uani 1.00 1 d . . . Na(1) Na 0.13984(13) 0.13984(13) 0.3333 0.0298(6) Uani 1.00 2 d S . . O(1) O 0.37547(18) 0.4176(2) 0.4187(2) 0.0333(8) Uani 1.00 1 d . . . O(2) O 0.2359(2) 0.3722(2) 0.4547(2) 0.0352(9) Uani 1.00 1 d . . . O(3) O 0.2611(2) 0.3293(2) 0.3123(2) 0.0415(10) Uani 1.00 1 d . . . O(4) O 0.20064(19) 0.2290(2) 0.4417(2) 0.0307(8) Uani 1.00 1 d . . . O(5) O 0.1624(2) 0.1198(2) 0.5014(2) 0.0355(9) Uani 1.00 1 d . . . O(6) O 0.4083(3) 0.20417(18) 0.4167 0.0530(16) Uani 1.00 2 d S . . O(7) O 0.3046(7) 0.5283(7) 0.3721(6) 0.081(4) Uani 0.50 1 d P . . N(1) N 0.3258(2) 0.2988(2) 0.5163(2) 0.0265(9) Uani 1.00 1 d . . . C(1) C 0.4991(2) 0.4708(2) 0.3689(2) 0.0339(12) Uani 1.00 1 d . . . C(2) C 0.4431(2) 0.4240(2) 0.4225(3) 0.0306(11) Uani 1.00 1 d . . . C(3) C 0.4583(2) 0.3819(3) 0.4828(3) 0.0337(13) Uani 1.00 1 d . . . C(4) C 0.5313(2) 0.3951(3) 0.4909(3) 0.0394(15) Uani 1.00 1 d . . . C(5) C 0.5904(2) 0.4458(3) 0.4406(3) 0.0401(14) Uani 1.00 1 d . . . C(6) C 0.6642(3) 0.4603(4) 0.4486(4) 0.058(2) Uani 1.00 1 d . . . C(7) C 0.7211(3) 0.5073(4) 0.3999(4) 0.062(2) Uani 1.00 1 d . . . C(8) C 0.7050(3) 0.5444(3) 0.3344(4) 0.0578(18) Uani 1.00 1 d . . . C(9) C 0.6331(3) 0.5328(3) 0.3221(4) 0.0453(15) Uani 1.00 1 d . . . C(10) C 0.5743(3) 0.4841(3) 0.3775(3) 0.0386(13) Uani 1.00 1 d . . . C(11) C 0.3964(2) 0.3218(2) 0.5285(2) 0.0305(11) Uani 1.00 1 d . . . C(12) C 0.2698(2) 0.2297(2) 0.5596(2) 0.0272(11) Uani 1.00 1 d . . . C(13) C 0.2434(2) 0.2461(2) 0.6434(2) 0.0290(11) Uani 1.00 1 d . . . C(14) C 0.3106(3) 0.2776(3) 0.7029(2) 0.0387(14) Uani 1.00 1 d . . . C(15) C 0.2160(3) 0.3025(3) 0.6334(3) 0.0403(15) Uani 1.00 1 d . . . C(16) C 0.1804(3) 0.1713(2) 0.6777(3) 0.0385(14) Uani 1.00 1 d . . . C(17) C 0.2063(2) 0.1884(2) 0.4977(2) 0.0281(11) Uani 1.00 1 d . . . H(1) H 0.2289 0.3438 0.2857 0.047 Uiso 1.00 1 c R . . H(2) H 0.5417 0.3688 0.5322 0.046 Uiso 1.00 1 c R . . H(3) H 0.6748 0.4354 0.4913 0.067 Uiso 1.00 1 c R . . H(4) H 0.7708 0.5160 0.4083 0.070 Uiso 1.00 1 c R . . H(5) H 0.7447 0.5777 0.2990 0.063 Uiso 1.00 1 c R . . H(6) H 0.6229 0.5565 0.2778 0.051 Uiso 1.00 1 c R . . H(7) H 0.4089 0.2977 0.5705 0.034 Uiso 1.00 1 c R . . H(8) H 0.2922 0.1995 0.5701 0.034 Uiso 1.00 1 c R . . H(9) H 0.3101 0.2371 0.7319 0.046 Uiso 1.00 1 c R . . H(10) H 0.3068 0.3110 0.7406 0.046 Uiso 1.00 1 c R . . H(11) H 0.3564 0.3042 0.6729 0.046 Uiso 1.00 1 c R . . H(12) H 0.2572 0.3523 0.6407 0.054 Uiso 1.00 1 c R . . H(13) H 0.1782 0.2927 0.6733 0.054 Uiso 1.00 1 c R . . H(14) H 0.1954 0.2978 0.5801 0.053 Uiso 1.00 1 c R . . H(15) H 0.1329 0.1629 0.6585 0.045 Uiso 1.00 1 c R . . H(16) H 0.1813 0.1734 0.7359 0.045 Uiso 1.00 1 c R . . H(17) H 0.1878 0.1312 0.6600 0.045 Uiso 1.00 1 c 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 V(1) 0.0242(3) 0.0299(4) 0.0246(3) 0.0126(3) 0.0004(3) 0.0010(3) Na(1) 0.0321(11) 0.0321(11) 0.0332(13) 0.0220(12) 0.0006(5) -0.0006(5) O(1) 0.0216(15) 0.0356(18) 0.0371(17) 0.0102(14) 0.0031(16) 0.0030(17) O(2) 0.0320(19) 0.035(2) 0.0391(19) 0.0176(16) 0.0091(16) 0.0013(16) O(3) 0.046(2) 0.045(2) 0.0262(16) 0.018(2) 0.0030(16) 0.0012(16) O(4) 0.0263(16) 0.0340(18) 0.0273(16) 0.0118(14) -0.0026(14) 0.0004(14) O(5) 0.0360(19) 0.0247(16) 0.043(2) 0.0133(15) -0.0055(17) -0.0014(16) O(6) 0.061(3) 0.055(2) 0.045(3) 0.0306(19) 0.0000 0.007(2) O(7) 0.111(10) 0.112(9) 0.052(6) 0.078(8) 0.024(6) 0.024(6) N(1) 0.029(2) 0.0278(19) 0.0214(17) 0.0136(16) -0.0013(16) -0.0023(16) C(1) 0.028(2) 0.029(2) 0.032(2) 0.004(2) -0.000(2) -0.007(2) C(2) 0.028(2) 0.026(2) 0.034(2) 0.0106(19) -0.003(2) -0.010(2) C(3) 0.025(2) 0.034(2) 0.035(2) 0.009(2) -0.001(2) -0.008(2) C(4) 0.027(2) 0.051(3) 0.037(2) 0.017(2) -0.005(2) -0.005(2) C(5) 0.029(2) 0.050(3) 0.038(2) 0.017(2) -0.002(2) -0.009(2) C(6) 0.035(3) 0.070(4) 0.062(4) 0.021(3) -0.003(3) -0.017(3) C(7) 0.029(2) 0.079(5) 0.067(4) 0.020(3) 0.003(3) -0.007(4) C(8) 0.032(3) 0.050(3) 0.077(4) 0.009(2) 0.022(3) -0.002(3) C(9) 0.036(3) 0.041(3) 0.049(3) 0.012(2) 0.009(2) -0.010(2) C(10) 0.027(2) 0.035(2) 0.042(2) 0.006(2) 0.005(2) -0.012(2) C(11) 0.026(2) 0.032(2) 0.026(2) 0.009(2) 0.0020(19) -0.006(2) C(12) 0.027(2) 0.030(2) 0.028(2) 0.017(2) 0.0028(19) -0.0005(19) C(13) 0.036(2) 0.033(2) 0.0229(19) 0.020(2) 0.006(2) 0.0014(19) C(14) 0.043(3) 0.046(3) 0.027(2) 0.022(2) -0.004(2) -0.001(2) C(15) 0.055(3) 0.043(2) 0.036(2) 0.034(2) 0.008(2) -0.003(2) C(16) 0.045(3) 0.034(2) 0.033(2) 0.017(2) 0.012(2) 0.005(2) C(17) 0.024(2) 0.032(2) 0.033(2) 0.017(2) -0.004(2) -0.007(2) #============================================================================== _computing_data_collection WinAFC _computing_cell_refinement WinAFC _computing_data_reduction CrystalStructure _computing_structure_solution ? _computing_structure_refinement CRYSTALS _computing_publication_material 'CrystalStructure 3.7.0' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 V(1) O(1) 1.851(2) ? . . V(1) O(2) 1.601(5) ? . . V(1) O(3) 1.735(3) ? . . V(1) O(3) 2.384(5) ? . 11_555 V(1) O(4) 1.968(3) ? . . V(1) N(1) 2.164(4) ? . . Na(1) O(4) 2.394(3) ? . . Na(1) O(4) 2.394(3) ? . 11_555 Na(1) O(5) 2.254(6) ? . 2_554 Na(1) O(5) 2.254(5) ? . 12_555 O(1) C(2) 1.324(7) ? . . O(4) C(17) 1.278(7) ? . . O(5) C(17) 1.231(5) ? . . N(1) C(11) 1.290(7) ? . . N(1) C(12) 1.479(5) ? . . C(1) C(1) 1.532(8) ? . 11_555 C(1) C(2) 1.377(6) ? . . C(1) C(10) 1.428(8) ? . . C(2) C(3) 1.439(8) ? . . C(3) C(4) 1.384(9) ? . . C(3) C(11) 1.453(6) ? . . C(4) C(5) 1.397(7) ? . . C(5) C(6) 1.390(10) ? . . C(5) C(10) 1.428(9) ? . . C(6) C(7) 1.338(9) ? . . C(7) C(8) 1.441(12) ? . . C(8) C(9) 1.381(10) ? . . C(9) C(10) 1.434(7) ? . . C(12) C(13) 1.567(7) ? . . C(12) C(17) 1.524(6) ? . . C(13) C(14) 1.537(7) ? . . C(13) C(15) 1.522(11) ? . . C(13) C(16) 1.529(6) ? . . O(3) H(1) 0.950 ? . . C(4) H(2) 0.950 ? . . C(6) H(3) 0.950 ? . . C(7) H(4) 0.950 ? . . C(8) H(5) 0.950 ? . . C(9) H(6) 0.950 ? . . C(11) H(7) 0.950 ? . . C(12) H(8) 0.950 ? . . C(14) H(9) 0.950 ? . . C(14) H(10) 0.950 ? . . C(14) H(11) 0.950 ? . . C(15) H(12) 0.950 ? . . C(15) H(13) 0.950 ? . . C(15) H(14) 0.950 ? . . C(16) H(15) 0.950 ? . . C(16) H(16) 0.950 ? . . C(16) H(17) 0.950 ? . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 O(1) V(1) O(2) 96.88(18) ? . . . O(1) V(1) O(3) 99.69(16) ? . . . O(1) V(1) O(3) 90.60(17) ? . . 11_555 O(1) V(1) O(4) 156.80(19) ? . . . O(1) V(1) N(1) 82.06(16) ? . . . O(2) V(1) O(3) 103.6(2) ? . . . O(2) V(1) O(3) 172.31(14) ? . . 11_555 O(2) V(1) O(4) 95.32(18) ? . . . O(2) V(1) N(1) 108.09(19) ? . . . O(3) V(1) O(3) 73.2(2) ? . . 11_555 O(3) V(1) O(4) 96.51(15) ? . . . O(3) V(1) N(1) 147.8(2) ? . . . O(3) V(1) O(4) 78.29(16) ? 11_555 . . O(3) V(1) N(1) 74.67(16) ? 11_555 . . O(4) V(1) N(1) 75.41(14) ? . . . O(4) Na(1) O(4) 100.38(12) ? . . 11_555 O(4) Na(1) O(5) 90.70(17) ? . . 2_554 O(4) Na(1) O(5) 114.93(18) ? . . 12_555 O(4) Na(1) O(5) 114.93(17) ? 11_555 . 2_554 O(4) Na(1) O(5) 90.70(18) ? 11_555 . 12_555 O(5) Na(1) O(5) 140.39(15) ? 2_554 . 12_555 V(1) O(1) C(2) 131.0(3) ? . . . V(1) O(3) V(1) 105.3(2) ? . . 11_555 V(1) O(4) Na(1) 120.04(15) ? . . . V(1) O(4) C(17) 124.0(2) ? . . . Na(1) O(4) C(17) 102.4(3) ? . . . Na(1) O(5) C(17) 150.8(4) ? 6_555 . . V(1) N(1) C(11) 125.7(3) ? . . . V(1) N(1) C(12) 114.6(3) ? . . . C(11) N(1) C(12) 117.7(4) ? . . . C(1) C(1) C(2) 113.9(4) ? 11_555 . . C(1) C(1) C(10) 125.2(4) ? 11_555 . . C(2) C(1) C(10) 120.7(5) ? . . . O(1) C(2) C(1) 120.2(5) ? . . . O(1) C(2) C(3) 120.0(4) ? . . . C(1) C(2) C(3) 119.9(5) ? . . . C(2) C(3) C(4) 118.8(4) ? . . . C(2) C(3) C(11) 120.0(5) ? . . . C(4) C(3) C(11) 120.9(5) ? . . . C(3) C(4) C(5) 122.4(6) ? . . . C(4) C(5) C(6) 123.1(6) ? . . . C(4) C(5) C(10) 118.7(5) ? . . . C(6) C(5) C(10) 118.2(5) ? . . . C(5) C(6) C(7) 124.0(8) ? . . . C(6) C(7) C(8) 118.2(7) ? . . . C(7) C(8) C(9) 121.4(5) ? . . . C(8) C(9) C(10) 118.6(6) ? . . . C(1) C(10) C(5) 119.2(4) ? . . . C(1) C(10) C(9) 121.2(6) ? . . . C(5) C(10) C(9) 119.5(6) ? . . . N(1) C(11) C(3) 124.9(5) ? . . . N(1) C(12) C(13) 113.4(4) ? . . . N(1) C(12) C(17) 104.5(3) ? . . . C(13) C(12) C(17) 114.1(4) ? . . . C(12) C(13) C(14) 108.0(4) ? . . . C(12) C(13) C(15) 111.5(4) ? . . . C(12) C(13) C(16) 108.2(4) ? . . . C(14) C(13) C(15) 109.9(4) ? . . . C(14) C(13) C(16) 108.5(4) ? . . . C(15) C(13) C(16) 110.6(5) ? . . . O(4) C(17) O(5) 121.5(4) ? . . . O(4) C(17) C(12) 116.3(3) ? . . . O(5) C(17) C(12) 122.2(5) ? . . . V(1) O(3) H(1) 127.4 ? . . . V(1) O(3) H(1) 127.4 ? 11_555 . . C(3) C(4) H(2) 118.8 ? . . . C(5) C(4) H(2) 118.8 ? . . . C(5) C(6) H(3) 118.0 ? . . . C(7) C(6) H(3) 118.0 ? . . . C(6) C(7) H(4) 120.9 ? . . . C(8) C(7) H(4) 120.9 ? . . . C(7) C(8) H(5) 119.3 ? . . . C(9) C(8) H(5) 119.3 ? . . . C(8) C(9) H(6) 120.7 ? . . . C(10) C(9) H(6) 120.7 ? . . . N(1) C(11) H(7) 117.5 ? . . . C(3) C(11) H(7) 117.6 ? . . . N(1) C(12) H(8) 108.2 ? . . . C(13) C(12) H(8) 108.2 ? . . . C(17) C(12) H(8) 108.2 ? . . . C(13) C(14) H(9) 109.4 ? . . . C(13) C(14) H(10) 109.5 ? . . . C(13) C(14) H(11) 109.5 ? . . . H(9) C(14) H(10) 109.5 ? . . . H(9) C(14) H(11) 109.5 ? . . . H(10) C(14) H(11) 109.5 ? . . . C(13) C(15) H(12) 109.5 ? . . . C(13) C(15) H(13) 109.5 ? . . . C(13) C(15) H(14) 109.4 ? . . . H(12) C(15) H(13) 109.5 ? . . . H(12) C(15) H(14) 109.5 ? . . . H(13) C(15) H(14) 109.5 ? . . . C(13) C(16) H(15) 109.5 ? . . . C(13) C(16) H(16) 109.5 ? . . . C(13) C(16) H(17) 109.5 ? . . . H(15) C(16) H(16) 109.5 ? . . . H(15) C(16) H(17) 109.5 ? . . . H(16) C(16) H(17) 109.5 ? . . . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 O(2) V(1) O(1) C(2) 154.1(4) ? . . . . O(1) V(1) O(3) V(1) 76.2(2) ? . . . 11_555 O(3) V(1) O(1) C(2) -100.7(4) ? . . . . O(1) V(1) O(3) V(1) -84.08(18) ? . . 11_555 11_555 O(3) V(1) O(1) C(2) -27.7(4) ? 11_555 . . . O(1) V(1) O(4) Na(1) -119.7(4) ? . . . . O(1) V(1) O(4) C(17) 13.8(7) ? . . . . O(4) V(1) O(1) C(2) 32.9(7) ? . . . . O(1) V(1) N(1) C(11) -25.0(4) ? . . . . O(1) V(1) N(1) C(12) 171.5(4) ? . . . . N(1) V(1) O(1) C(2) 46.7(4) ? . . . . O(2) V(1) O(3) V(1) 175.78(14) ? . . . 11_555 O(2) V(1) O(3) V(1) 82.3(13) ? . . 11_555 11_555 O(2) V(1) O(4) Na(1) 118.8(2) ? . . . . O(2) V(1) O(4) C(17) -107.7(4) ? . . . . O(2) V(1) N(1) C(11) -119.7(4) ? . . . . O(2) V(1) N(1) C(12) 76.8(3) ? . . . . O(3) V(1) O(3) V(1) 15.87(16) ? . . 11_555 11_555 O(3) V(1) O(3) V(1) -11.47(12) ? 11_555 . . 11_555 O(3) V(1) O(4) Na(1) 14.4(3) ? . . . . O(3) V(1) O(4) C(17) 147.9(4) ? . . . . O(4) V(1) O(3) V(1) -87.12(18) ? . . . 11_555 O(3) V(1) N(1) C(11) 70.6(5) ? . . . . O(3) V(1) N(1) C(12) -92.9(4) ? . . . . N(1) V(1) O(3) V(1) -14.3(3) ? . . . 11_555 O(3) V(1) O(4) Na(1) -56.9(2) ? 11_555 . . . O(3) V(1) O(4) C(17) 76.6(4) ? 11_555 . . . O(4) V(1) O(3) V(1) 116.44(18) ? . . 11_555 11_555 O(3) V(1) N(1) C(11) 67.8(4) ? 11_555 . . . O(3) V(1) N(1) C(12) -95.7(3) ? 11_555 . . . N(1) V(1) O(3) V(1) -165.68(18) ? . . 11_555 11_555 O(4) V(1) N(1) C(11) 149.4(5) ? . . . . O(4) V(1) N(1) C(12) -14.1(3) ? . . . . N(1) V(1) O(4) Na(1) -133.9(2) ? . . . . N(1) V(1) O(4) C(17) -0.4(4) ? . . . . O(4) Na(1) O(4) V(1) 18.2(3) ? . . 11_555 11_555 O(4) Na(1) O(4) C(17) -123.7(3) ? . . 11_555 11_555 O(4) Na(1) O(4) V(1) 18.3(3) ? 11_555 . . . O(4) Na(1) O(4) C(17) -123.7(3) ? 11_555 . . . O(4) Na(1) O(5) C(17) 54.4(7) ? . . 2_554 2_554 O(5) Na(1) O(4) V(1) -97.3(2) ? 2_554 . . . O(5) Na(1) O(4) C(17) 120.7(3) ? 2_554 . . . O(4) Na(1) O(5) C(17) -47.4(7) ? . . 12_555 12_555 O(5) Na(1) O(4) V(1) 113.9(2) ? 12_555 . . . O(5) Na(1) O(4) C(17) -28.1(3) ? 12_555 . . . O(4) Na(1) O(5) C(17) -47.4(7) ? 11_555 . 2_554 2_554 O(5) Na(1) O(4) V(1) 113.9(2) ? 2_554 . 11_555 11_555 O(5) Na(1) O(4) C(17) -28.1(3) ? 2_554 . 11_555 11_555 O(4) Na(1) O(5) C(17) 54.4(7) ? 11_555 . 12_555 12_555 O(5) Na(1) O(4) V(1) -97.3(2) ? 12_555 . 11_555 11_555 O(5) Na(1) O(4) C(17) 120.7(3) ? 12_555 . 11_555 11_555 O(5) Na(1) O(5) C(17) -173.1(6) ? 2_554 . 12_555 12_555 O(5) Na(1) O(5) C(17) -173.1(6) ? 12_555 . 2_554 2_554 V(1) O(1) C(2) C(1) 131.1(4) ? . . . . V(1) O(1) C(2) C(3) -48.9(6) ? . . . . V(1) O(4) C(17) O(5) -166.0(4) ? . . . . V(1) O(4) C(17) C(12) 14.6(7) ? . . . . Na(1) O(4) C(17) O(5) -26.0(6) ? . . . . Na(1) O(4) C(17) C(12) 154.6(4) ? . . . . Na(1) O(5) C(17) O(4) 119.8(7) ? 6_555 . . . Na(1) O(5) C(17) C(12) -60.8(9) ? 6_555 . . . V(1) N(1) C(11) C(3) 8.0(8) ? . . . . V(1) N(1) C(12) C(13) -101.9(4) ? . . . . V(1) N(1) C(12) C(17) 23.0(5) ? . . . . C(11) N(1) C(12) C(13) 93.2(6) ? . . . . C(11) N(1) C(12) C(17) -141.9(5) ? . . . . C(12) N(1) C(11) C(3) 171.0(5) ? . . . . C(1) C(1) C(2) O(1) -11.8(7) ? 11_555 . . . C(1) C(1) C(2) C(3) 168.2(4) ? 11_555 . . . C(2) C(1) C(1) C(2) -66.8(6) ? . . 11_555 11_555 C(2) C(1) C(1) C(10) 107.3(5) ? . . 11_555 11_555 C(1) C(1) C(10) C(5) -171.4(5) ? 11_555 . . . C(1) C(1) C(10) C(9) 6.3(9) ? 11_555 . . . C(10) C(1) C(1) C(2) 107.3(6) ? . . 11_555 11_555 C(10) C(1) C(1) C(10) -78.6(8) ? . . 11_555 11_555 C(2) C(1) C(10) C(5) 2.4(8) ? . . . . C(2) C(1) C(10) C(9) -180.0(4) ? . . . . C(10) C(1) C(2) O(1) 173.8(5) ? . . . . C(10) C(1) C(2) C(3) -6.3(8) ? . . . . O(1) C(2) C(3) C(4) -173.7(5) ? . . . . O(1) C(2) C(3) C(11) 12.0(8) ? . . . . C(1) C(2) C(3) C(4) 6.3(8) ? . . . . C(1) C(2) C(3) C(11) -168.0(5) ? . . . . C(2) C(3) C(4) C(5) -2.5(9) ? . . . . C(2) C(3) C(11) N(1) 4.3(9) ? . . . . C(4) C(3) C(11) N(1) -169.8(5) ? . . . . C(11) C(3) C(4) C(5) 171.7(5) ? . . . . C(3) C(4) C(5) C(6) 179.2(6) ? . . . . C(3) C(4) C(5) C(10) -1.3(10) ? . . . . C(4) C(5) C(6) C(7) 178.4(7) ? . . . . C(4) C(5) C(10) C(1) 1.4(9) ? . . . . C(4) C(5) C(10) C(9) -176.3(6) ? . . . . C(6) C(5) C(10) C(1) -179.1(6) ? . . . . C(6) C(5) C(10) C(9) 3.2(9) ? . . . . C(10) C(5) C(6) C(7) -1.0(11) ? . . . . C(5) C(6) C(7) C(8) -0.9(12) ? . . . . C(6) C(7) C(8) C(9) 0.6(12) ? . . . . C(7) C(8) C(9) C(10) 1.6(11) ? . . . . C(8) C(9) C(10) C(1) 178.8(6) ? . . . . C(8) C(9) C(10) C(5) -3.5(9) ? . . . . N(1) C(12) C(13) C(14) -68.2(6) ? . . . . N(1) C(12) C(13) C(15) 52.7(5) ? . . . . N(1) C(12) C(13) C(16) 174.5(5) ? . . . . N(1) C(12) C(17) O(4) -23.8(7) ? . . . . N(1) C(12) C(17) O(5) 156.8(5) ? . . . . C(13) C(12) C(17) O(4) 100.6(5) ? . . . . C(13) C(12) C(17) O(5) -78.8(7) ? . . . . C(17) C(12) C(13) C(14) 172.3(4) ? . . . . C(17) C(12) C(13) C(15) -66.8(5) ? . . . . C(17) C(12) C(13) C(16) 55.0(6) ? . . . . #============================================================================== # End of CIF #==============================================================================