# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_compound_1 _database_code_depnum_ccdc_archive 'CCDC 880621' #TrackingRef '11088_web_deposit_cif_file_0_JosebaOrive_1336119697.archive_compounds.cif' # CIF files read : tp187 tp187_abs _audit_creation_date 2012-04-16T16:49:36-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C2.50 H10.50 N O7 P2 V' _chemical_formula_weight 279.5 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.24030(10) _cell_length_b 9.2240(3) _cell_length_c 10.8060(4) _cell_angle_alpha 112.901(4) _cell_angle_beta 95.506(2) _cell_angle_gamma 90.995(2) _cell_volume 478.08(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9567 _cell_measurement_theta_min 3.7149 _cell_measurement_theta_max 32.5464 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.5462 _exptl_crystal_size_mid 0.1048 _exptl_crystal_size_min 0.0795 _exptl_crystal_density_diffrn 1.942 _exptl_crystal_density_method flotation _exptl_crystal_density_meas 1.931(2) _exptl_crystal_F_000 283 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.382 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.679 _exptl_absorpt_correction_T_max 0.913 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 8.3504 _diffrn_orient_matrix_ub_11 0.0132506412 _diffrn_orient_matrix_ub_12 -0.0192230465 _diffrn_orient_matrix_ub_13 0.0576192233 _diffrn_orient_matrix_ub_21 -0.0001198122 _diffrn_orient_matrix_ub_22 0.0809968604 _diffrn_orient_matrix_ub_23 0.0424675843 _diffrn_orient_matrix_ub_31 -0.1354766776 _diffrn_orient_matrix_ub_32 -0.0070071974 _diffrn_orient_matrix_ub_33 -0.0024915687 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_unetI/netI 0.0171 _diffrn_reflns_number 13363 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.73 _diffrn_reflns_theta_max 26.73 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.987 _diffrn_measured_fraction_theta_max 0.987 _reflns_number_total 2012 _reflns_number_gt 1730 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0671P)^2^+0.1791P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2012 _refine_ls_number_parameters 146 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0382 _refine_ls_R_factor_gt 0.0327 _refine_ls_wR_factor_ref 0.0968 _refine_ls_wR_factor_gt 0.0919 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.902 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.108 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' 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 0.5 0.5 0.5 0.01282(16) Uani 1 2 d S . . V2 V 0 0 0.5 0.01433(17) Uani 1 2 d S . . P1 P 1.04034(11) 0.62842(7) 0.70789(6) 0.01581(17) Uani 1 1 d . . . P2 P 0.47321(11) 0.10863(7) 0.37619(6) 0.01463(17) Uani 1 1 d D . . O1 O 0.7627(3) 0.5636(2) 0.66072(18) 0.0217(4) Uani 1 1 d . . . O2 O 0.5219(3) 0.27363(19) 0.48676(19) 0.0223(4) Uani 1 1 d . . . O3 O 0.7736(3) 0.4800(2) 0.38032(19) 0.0224(4) Uani 1 1 d . . . O4 O 0.2104(3) 0.0343(2) 0.37089(19) 0.0216(4) Uani 1 1 d . . . O5 O 0.6863(3) 0.00311(19) 0.38604(18) 0.0206(4) Uani 1 1 d . . . O6W O -0.0078(3) 0.2407(2) 0.6103(2) 0.0215(4) Uani 1 1 d D . . O7 O 1.1036(4) 0.6556(4) 0.8534(2) 0.0510(7) Uani 1 1 d . . . N N 0.5669(6) 0.5532(6) 0.9014(4) 0.0675(12) Uani 1 1 d . B . H0A H 0.4155 0.5864 0.879 0.081 Uiso 1 1 calc R . . H0B H 0.6822 0.5714 0.8517 0.081 Uiso 1 1 calc R . . C1 C 0.6511(7) 0.6465(7) 1.0467(5) 0.0641(13) Uani 1 1 d . . . H1 H 0.8189 0.6127 1.0696 0.077 Uiso 1 1 calc R A 1 C2 C 0.5384(7) 0.3832(7) 0.8672(5) 0.0629(12) Uani 1 1 d . . . H2A H 0.7032 0.3441 0.884 0.075 Uiso 1 1 calc R B . H2B H 0.4765 0.3284 0.7722 0.075 Uiso 1 1 calc R . . C3 C 0.6770(18) 0.7963(11) 1.0648(9) 0.068(3) Uani 0.5 1 d P B 1 H3A H 0.759 0.8049 0.992 0.102 Uiso 0.5 1 calc PR B 1 H3B H 0.78 0.8542 1.1489 0.102 Uiso 0.5 1 calc PR B 1 H3C H 0.5108 0.8388 1.0665 0.102 Uiso 0.5 1 calc PR B 1 H1P H 1.069(5) 0.770(3) 0.718(3) 0.017(7) Uiso 1 1 d . . . H6B H 0.115(4) 0.295(3) 0.600(4) 0.039(9) Uiso 1 1 d D . . H6A H -0.143(3) 0.282(3) 0.596(3) 0.028(8) Uiso 1 1 d D . . H2P H 0.473(5) 0.113(3) 0.2507(15) 0.02 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V1 0.0064(3) 0.0129(3) 0.0214(3) 0.0089(2) 0.0026(2) 0.00140(19) V2 0.0070(3) 0.0128(3) 0.0247(3) 0.0088(2) 0.0020(2) 0.00140(19) P1 0.0098(3) 0.0173(3) 0.0207(3) 0.0078(2) 0.0017(2) 0.0012(2) P2 0.0094(3) 0.0159(3) 0.0221(3) 0.0110(3) 0.0026(2) 0.0018(2) O1 0.0094(8) 0.0283(9) 0.0279(9) 0.0116(8) 0.0026(7) 0.0000(7) O2 0.0216(9) 0.0145(8) 0.0328(10) 0.0118(8) 0.0010(7) 0.0011(7) O3 0.0123(8) 0.0264(9) 0.0318(10) 0.0137(8) 0.0076(7) 0.0035(7) O4 0.0110(8) 0.0274(9) 0.0292(9) 0.0142(8) 0.0019(7) -0.0013(7) O5 0.0124(8) 0.0181(8) 0.0302(9) 0.0089(7) -0.0003(7) 0.0031(6) O6W 0.0155(9) 0.0145(8) 0.0346(10) 0.0103(8) 0.0008(8) 0.0017(7) O7 0.0287(12) 0.095(2) 0.0231(11) 0.0174(12) -0.0008(9) 0.0132(12) N 0.0281(15) 0.152(4) 0.061(2) 0.081(3) 0.0173(14) 0.0180(19) C1 0.0223(16) 0.121(4) 0.077(3) 0.068(3) 0.0082(17) 0.009(2) C2 0.0316(18) 0.126(4) 0.061(2) 0.068(3) 0.0072(17) 0.014(2) C3 0.059(5) 0.064(6) 0.052(5) -0.011(4) 0.011(4) 0.016(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.9855(17) 2_666 ? V1 O3 1.9855(17) . ? V1 O1 1.9939(18) . ? V1 O1 1.9939(18) 2_666 ? V1 O2 2.0427(16) 2_666 ? V1 O2 2.0427(16) . ? V2 O5 1.9646(17) 2_656 ? V2 O5 1.9646(17) 1_455 ? V2 O4 1.9720(17) . ? V2 O4 1.9720(17) 2_556 ? V2 O6W 2.0745(17) 2_556 ? V2 O6W 2.0745(17) . ? P1 O7 1.495(2) . ? P1 O1 1.5245(17) . ? P1 O3 1.5263(18) 2_766 ? P1 H1P 1.27(3) . ? P2 O4 1.5138(17) . ? P2 O5 1.5171(17) . ? P2 O2 1.5238(18) . ? P2 H2P 1.373(10) . ? O3 P1 1.5263(18) 2_766 ? O5 V2 1.9646(17) 1_655 ? O6W H6B 0.844(10) . ? O6W H6A 0.838(10) . ? N C2 1.466(7) . ? N C1 1.484(6) . ? N H0A 0.9 . ? N H0B 0.9 . ? C1 C3 1.321(11) . ? C1 C2 1.515(5) 2_667 ? C1 H1 0.98 . ? C2 C1 1.515(5) 2_667 ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 H3A 0.96 . ? C3 H3B 0.96 . ? C3 H3C 0.96 . ? 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 O3 180 2_666 . ? O3 V1 O1 89.44(7) 2_666 . ? O3 V1 O1 90.56(7) . . ? O3 V1 O1 90.56(7) 2_666 2_666 ? O3 V1 O1 89.44(7) . 2_666 ? O1 V1 O1 180 . 2_666 ? O3 V1 O2 93.39(7) 2_666 2_666 ? O3 V1 O2 86.61(7) . 2_666 ? O1 V1 O2 92.48(7) . 2_666 ? O1 V1 O2 87.52(7) 2_666 2_666 ? O3 V1 O2 86.61(7) 2_666 . ? O3 V1 O2 93.39(7) . . ? O1 V1 O2 87.52(7) . . ? O1 V1 O2 92.48(7) 2_666 . ? O2 V1 O2 180 2_666 . ? O5 V2 O5 180 2_656 1_455 ? O5 V2 O4 90.02(7) 2_656 . ? O5 V2 O4 89.98(7) 1_455 . ? O5 V2 O4 89.98(7) 2_656 2_556 ? O5 V2 O4 90.02(7) 1_455 2_556 ? O4 V2 O4 180 . 2_556 ? O5 V2 O6W 90.56(7) 2_656 2_556 ? O5 V2 O6W 89.44(7) 1_455 2_556 ? O4 V2 O6W 88.32(7) . 2_556 ? O4 V2 O6W 91.68(7) 2_556 2_556 ? O5 V2 O6W 89.44(7) 2_656 . ? O5 V2 O6W 90.56(7) 1_455 . ? O4 V2 O6W 91.68(7) . . ? O4 V2 O6W 88.32(7) 2_556 . ? O6W V2 O6W 180 2_556 . ? O7 P1 O1 109.82(13) . . ? O7 P1 O3 111.49(12) . 2_766 ? O1 P1 O3 111.57(10) . 2_766 ? O7 P1 H1P 98.8(13) . . ? O1 P1 H1P 111.7(12) . . ? O3 P1 H1P 112.8(13) 2_766 . ? O4 P2 O5 112.01(10) . . ? O4 P2 O2 113.28(10) . . ? O5 P2 O2 111.19(10) . . ? O4 P2 H2P 103.6(12) . . ? O5 P2 H2P 105.5(12) . . ? O2 P2 H2P 110.7(12) . . ? P1 O1 V1 141.52(11) . . ? P2 O2 V1 136.76(11) . . ? P1 O3 V1 146.38(11) 2_766 . ? P2 O4 V2 136.85(11) . . ? P2 O5 V2 141.79(11) . 1_655 ? V2 O6W H6B 114(2) . . ? V2 O6W H6A 116(2) . . ? H6B O6W H6A 106(2) . . ? C2 N C1 113.3(3) . . ? C2 N H0A 108.9 . . ? C1 N H0A 108.9 . . ? C2 N H0B 108.9 . . ? C1 N H0B 108.9 . . ? H0A N H0B 107.7 . . ? C3 C1 N 108.0(5) . . ? C3 C1 C2 113.0(6) . 2_667 ? N C1 C2 110.1(4) . 2_667 ? C3 C1 H1 108.6 . . ? N C1 H1 108.6 . . ? C2 C1 H1 108.6 2_667 . ? N C2 C1 108.8(4) . 2_667 ? N C2 H2A 109.9 . . ? C1 C2 H2A 109.9 2_667 . ? N C2 H2B 109.9 . . ? C1 C2 H2B 109.9 2_667 . ? H2A C2 H2B 108.3 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? data_compound_2 _database_code_depnum_ccdc_archive 'CCDC 880622' #TrackingRef '11088_web_deposit_cif_file_0_JosebaOrive_1336119697.archive_compounds.cif' # CIF files read : tp482_100k_abs tp482_100_corabs _audit_creation_date 2012-01-16T17:23:03-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C40 H160 N8 O126.87 P34 V18' _chemical_formula_weight 4753.58 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 63/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z' 'y, -x+y, z+1/2' '-x+y, -x, z' 'x-y, x, z+1/2' '-x, -y, -z' 'x, y, -z-1/2' 'y, -x+y, -z' '-y, x-y, -z-1/2' 'x-y, x, -z' '-x+y, -x, -z-1/2' _cell_length_a 13.4107(3) _cell_length_b 13.4107(3) _cell_length_c 27.5678(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4293.74(17) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 15923 _cell_measurement_theta_min 2.8227 _cell_measurement_theta_max 29.4459 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.4772 _exptl_crystal_size_mid 0.3399 _exptl_crystal_size_min 0.0634 _exptl_crystal_density_diffrn 1.838 _exptl_crystal_density_method flotation _exptl_crystal_density_meas 1.81(3) _exptl_crystal_F_000 2395 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.36 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.633 _exptl_absorpt_correction_T_max 0.926 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 8.3504 _diffrn_orient_matrix_ub_11 -0.0051748021 _diffrn_orient_matrix_ub_12 0.0021488498 _diffrn_orient_matrix_ub_13 0.0255375381 _diffrn_orient_matrix_ub_21 -0.0560483418 _diffrn_orient_matrix_ub_22 -0.0078144779 _diffrn_orient_matrix_ub_23 -0.0029141756 _diffrn_orient_matrix_ub_31 -0.0237498722 _diffrn_orient_matrix_ub_32 -0.0605401144 _diffrn_orient_matrix_ub_33 0.0012650832 _diffrn_measurement_device_type 'Goniometer KM4/Xcalibur, detector: Sapphire2 (large Be window)' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_unetI/netI 0.0188 _diffrn_reflns_number 32685 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 2.83 _diffrn_reflns_theta_max 25.68 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 2769 _reflns_number_gt 2368 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0747P)^2^+18.9021P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2769 _refine_ls_number_parameters 207 _refine_ls_number_restraints 44 _refine_ls_R_factor_all 0.0555 _refine_ls_R_factor_gt 0.0479 _refine_ls_wR_factor_ref 0.1393 _refine_ls_wR_factor_gt 0.1355 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.09 _refine_diff_density_min -0.898 _refine_diff_density_rms 0.133 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' 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 1 0.5 0.0075(3) Uani 1 6 d S . . V2 V 0.29205(6) 0.85656(5) 0.52727(3) 0.0119(2) Uani 1 1 d . . . V3 V 0 1 0.66457(4) 0.0140(3) Uani 1 3 d S . . P1 P 0.16072(8) 0.97361(9) 0.58504(4) 0.0108(3) Uani 1 1 d D . . P2 P 0.12631(9) 0.63004(8) 0.46384(4) 0.0110(3) Uani 1 1 d D . . P3 P 0.3333 0.6667 0.59128(6) 0.0111(4) Uani 1 3 d SD . . O1' O 0.2631(12) 1.0704(12) 0.6104(6) 0.038(7) Uiso 0.218(16) 1 d PD A 1 H1' H 0.3178 1.1001 0.5916 0.057 Uiso 0.218(16) 1 calc PR A 1 O2' O 0.1945(9) 0.6950(9) 0.4189(3) 0.022(4) Uiso 0.278(15) 1 d PD B 1 H2' H 0.1751 0.7415 0.4106 0.033 Uiso 0.278(15) 1 calc PR B 1 O3' O 0.3333 0.6667 0.6458(4) 0.052(14) Uiso 0.23(4) 3 d SPD C 1 H3' H 0.3379 0.6114 0.6557 0.079 Uiso 0.076(14) 1 calc PR C 1 P4A P 0.1942(3) 1.0569(5) 0.75 0.0225(11) Uani 0.720(15) 2 d SP . 1 O11A O 0.2055(19) 0.9473(19) 0.75 0.160(9) Uiso 0.720(15) 2 d SP . 1 H11A H 0.1412 0.89 0.75 0.24 Uiso 0.720(15) 2 calc SPR . 1 P4B P 0.2009(7) 1.1232(17) 0.75 0.043(5) Uani 0.280(15) 2 d SP . 2 O11B O 0.226(4) 1.257(3) 0.75 0.103(13) Uiso 0.280(15) 2 d SP . 2 H11B H 0.1646 1.2566 0.75 0.154 Uiso 0.280(15) 2 calc SPR . 2 O1 O 0.1495(2) 0.7162(2) 0.50424(12) 0.0173(6) Uani 1 1 d D B . O2 O 0.1689(3) 0.5475(3) 0.47584(11) 0.0177(7) Uani 1 1 d D B . O3 O 0.0000(2) 0.5686(2) 0.44972(11) 0.0166(6) Uani 1 1 d D B . O4 O 0.1879(2) 0.8798(2) 0.57110(11) 0.0163(6) Uani 1 1 d D A . O5 O 0.3247(3) 0.7713(2) 0.57724(12) 0.0200(7) Uani 1 1 d D C . O6 O 0.2567(2) 0.9453(2) 0.47402(11) 0.0156(6) Uani 1 1 d D . . O7 O 0.1438(3) 1.0714(3) 0.70438(13) 0.0340(8) Uani 1 1 d . . . O8 O 0.0656(3) 0.9253(3) 0.62269(10) 0.0161(6) Uani 1 1 d D A . O9 O 0.1361(2) 1.0266(2) 0.54056(10) 0.0115(6) Uani 1 1 d D A . O10 O 0.3228(12) 1.1423(12) 0.75 0.142(5) Uiso 1 2 d S . . H10A H 0.3335 1.2081 0.75 0.213 Uiso 0.720(15) 2 calc SPR . 1 H10B H 0.3188 1.0793 0.75 0.213 Uiso 0.280(15) 2 d SPR . 2 N1 N 0.4131(8) 1.0536(8) 0.3933(3) 0.059(2) Uiso 0.67 1 d PD . . H1A H 0.4577 1.1299 0.3942 0.088 Uiso 0.67 1 calc PR D 1 H1B H 0.4456 1.0214 0.4106 0.088 Uiso 0.67 1 calc PR D 1 H1C H 0.3445 1.0338 0.4058 0.088 Uiso 0.67 1 calc PR D 1 C1A C 0.3996(19) 1.0148(18) 0.3440(5) 0.113(6) Uiso 0.395(16) 1 d PD E 1 H1A1 H 0.373 1.0511 0.3205 0.135 Uiso 0.395(16) 1 calc PR E 1 C2A C 0.3266(18) 0.8924(18) 0.3520(10) 0.113(6) Uiso 0.395(16) 1 d PD E 1 H2A1 H 0.3287 0.8724 0.3857 0.135 Uiso 0.395(16) 1 calc PR E 1 H2A2 H 0.2476 0.8666 0.3429 0.135 Uiso 0.395(16) 1 calc PR E 1 C3A C 0.5149(18) 1.0320(19) 0.3371(11) 0.113(6) Uiso 0.395(16) 1 d PD E 1 H3A1 H 0.5576 1.093 0.3139 0.135 Uiso 0.395(16) 1 calc PR E 1 H3A2 H 0.5568 1.0525 0.3676 0.135 Uiso 0.395(16) 1 calc PR E 1 C4A C 0.377(2) 0.8442(19) 0.3208(11) 0.113(6) Uiso 0.395(16) 1 d PD E 1 H4A1 H 0.3451 0.8329 0.2885 0.135 Uiso 0.395(16) 1 calc PR E 1 H4A2 H 0.3626 0.7704 0.3332 0.135 Uiso 0.395(16) 1 calc PR E 1 C5A C 0.4996(19) 0.924(2) 0.3194(12) 0.113(6) Uiso 0.395(16) 1 d PD E 1 H5A1 H 0.5284 0.9324 0.2865 0.135 Uiso 0.395(16) 1 calc PR E 1 H5A2 H 0.5404 0.8971 0.3398 0.135 Uiso 0.395(16) 1 calc PR E 1 C1B C 0.369(2) 1.016(3) 0.3447(6) 0.128(10) Uiso 0.271(16) 1 d PD E 2 H1B1 H 0.2883 0.9943 0.3404 0.153 Uiso 0.271(16) 1 calc PR E 2 C2B C 0.395(3) 0.927(2) 0.3320(13) 0.128(10) Uiso 0.271(16) 1 d PD E 2 H2B1 H 0.3581 0.8895 0.3019 0.153 Uiso 0.271(16) 1 calc PR E 2 H2B2 H 0.3714 0.8697 0.3575 0.153 Uiso 0.271(16) 1 calc PR E 2 C3B C 0.449(4) 1.114(3) 0.3154(11) 0.128(10) Uiso 0.271(16) 1 d PD E 2 H3B1 H 0.409 1.1273 0.2893 0.153 Uiso 0.271(16) 1 calc PR E 2 H3B2 H 0.4882 1.1828 0.3351 0.153 Uiso 0.271(16) 1 calc PR E 2 C4B C 0.520(3) 0.990(4) 0.3268(18) 0.128(10) Uiso 0.271(16) 1 d PD E 2 H4B1 H 0.5587 1.0184 0.3578 0.153 Uiso 0.271(16) 1 calc PR E 2 H4B2 H 0.5485 0.9451 0.3109 0.153 Uiso 0.271(16) 1 calc PR E 2 C5B C 0.531(3) 1.083(3) 0.2964(16) 0.128(10) Uiso 0.271(16) 1 d PD E 2 H5B1 H 0.5124 1.0576 0.263 0.153 Uiso 0.271(16) 1 calc PR E 2 H5B2 H 0.6082 1.1482 0.2978 0.153 Uiso 0.271(16) 1 calc PR E 2 H1 H 0.2524(15) 1.0561(17) 0.6054(9) 0.05 Uiso 0.782(16) 1 d PD A 2 H2 H 0.184(2) 0.689(2) 0.4261(7) 0.05 Uiso 0.722(15) 1 d PD B 2 H3 H 0.3333 0.6667 0.6385(4) 0.12(15) Uiso 0.77(4) 3 d SPD C 2 H6AW H 0.295(5) 0.974(7) 0.4484(16) 0.08(2) Uiso 1 1 d D . . H6BW H 0.193(3) 0.943(7) 0.471(2) 0.08(2) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V1 0.0062(5) 0.0062(5) 0.0100(8) 0 0 0.0031(2) V2 0.0072(3) 0.0079(3) 0.0210(4) -0.0012(3) 0.0001(3) 0.0040(3) V3 0.0162(4) 0.0162(4) 0.0098(6) 0 0 0.00808(19) P1 0.0100(5) 0.0109(5) 0.0131(5) -0.0003(4) -0.0019(4) 0.0064(4) P2 0.0075(5) 0.0076(5) 0.0179(5) 0.0017(4) 0.0016(4) 0.0038(4) P3 0.0094(5) 0.0094(5) 0.0144(9) 0 0 0.0047(3) P4A 0.0203(14) 0.042(3) 0.0150(13) 0 0 0.0224(15) P4B 0.022(4) 0.062(10) 0.021(4) 0 0 0.004(4) O1 0.0087(13) 0.0139(14) 0.0289(17) -0.0041(13) 0.0011(12) 0.0052(12) O2 0.0155(15) 0.0148(15) 0.0281(17) 0.0035(13) 0.0050(13) 0.0115(12) O3 0.0095(13) 0.0149(14) 0.0250(16) -0.0024(12) 0.0002(12) 0.0058(12) O4 0.0154(14) 0.0162(14) 0.0218(15) 0.0030(12) 0.0022(12) 0.0112(12) O5 0.0182(15) 0.0119(14) 0.0309(18) 0.0013(12) 0.0008(13) 0.0081(13) O6 0.0116(14) 0.0120(14) 0.0220(16) 0.0000(12) -0.0015(12) 0.0050(12) O7 0.0328(19) 0.042(2) 0.0229(18) -0.0020(16) -0.0097(15) 0.0160(17) O8 0.0189(15) 0.0185(15) 0.0146(14) 0.0026(12) 0.0020(12) 0.0121(13) O9 0.0096(13) 0.0116(13) 0.0135(14) -0.0002(11) -0.0008(11) 0.0055(11) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O9 2.014(3) 3_675 ? V1 O9 2.014(3) . ? V1 O9 2.014(3) 5_465 ? V1 O9 2.014(3) 11_666 ? V1 O9 2.014(3) 7_576 ? V1 O9 2.014(3) 9_456 ? V2 O2 1.967(3) 5_565 ? V2 O5 1.974(3) . ? V2 O4 1.985(3) . ? V2 O3 2.000(3) 11_666 ? V2 O1 2.001(3) . ? V2 O6 2.088(3) . ? V3 O8 1.998(3) 5_465 ? V3 O8 1.998(3) . ? V3 O8 1.998(3) 3_675 ? V3 O7 1.999(4) . ? V3 O7 1.999(4) 3_675 ? V3 O7 1.999(4) 5_465 ? P1 O1' 1.509(9) . ? P1 O8 1.515(3) . ? P1 O4 1.525(3) . ? P1 O9 1.534(3) . ? P1 H1 1.300(11) . ? P2 O2 1.515(3) . ? P2 O3 1.517(3) . ? P2 O1 1.521(3) . ? P2 O2' 1.527(8) . ? P2 H2 1.302(10) . ? P3 O3' 1.502(10) . ? P3 O5 1.514(3) . ? P3 O5 1.514(3) 3_665 ? P3 O5 1.514(3) 5_565 ? P3 H3 1.301(10) . ? O1' H1' 0.82 . ? O1' H1 0.222(18) . ? O2' H2' 0.82 . ? O2' H2 0.232(15) . ? O3' H3' 0.82 . ? O3' H3 0.201(15) . ? P4A O7 1.486(4) 8_557 ? P4A O7 1.486(4) . ? P4A O10 1.520(15) . ? P4A O11A 1.55(2) . ? P4A H10B 1.5427 . ? O11A H11A 0.82 . ? P4B O7 1.455(7) . ? P4B O7 1.455(7) 8_557 ? P4B O10 1.523(19) . ? P4B O11B 1.65(4) . ? O11B H11B 0.82 . ? O2 V2 1.967(3) 3_665 ? O3 V2 2.000(3) 9_456 ? O6 H6AW 0.845(10) . ? O6 H6BW 0.844(10) . ? O10 H10A 0.82 . ? O10 H10B 0.82 . ? N1 C1A 1.435(10) . ? N1 C1B 1.449(10) . ? N1 H1A 0.89 . ? N1 H1B 0.89 . ? N1 H1C 0.89 . ? C1A C2A 1.447(10) . ? C1A C3A 1.457(10) . ? C1A H1A1 0.98 . ? C2A C4A 1.437(10) . ? C2A H2A1 0.97 . ? C2A H2A2 0.97 . ? C3A C5A 1.444(10) . ? C3A H3A1 0.97 . ? C3A H3A2 0.97 . ? C4A C5A 1.441(10) . ? C4A H4A1 0.97 . ? C4A H4A2 0.97 . ? C5A H5A1 0.97 . ? C5A H5A2 0.97 . ? C1B C2B 1.446(10) . ? C1B C3B 1.451(10) . ? C1B H1B1 0.98 . ? C2B C4B 1.456(10) . ? C2B H2B1 0.97 . ? C2B H2B2 0.97 . ? C3B C5B 1.445(10) . ? C3B H3B1 0.97 . ? C3B H3B2 0.97 . ? C4B C5B 1.444(10) . ? C4B H4B1 0.97 . ? C4B H4B2 0.97 . ? C5B H5B1 0.97 . ? C5B H5B2 0.97 . ? 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 O9 V1 O9 92.17(11) 3_675 . ? O9 V1 O9 92.17(11) 3_675 5_465 ? O9 V1 O9 92.17(11) . 5_465 ? O9 V1 O9 87.83(11) 3_675 11_666 ? O9 V1 O9 87.83(11) . 11_666 ? O9 V1 O9 180.0000(10) 5_465 11_666 ? O9 V1 O9 87.83(11) 3_675 7_576 ? O9 V1 O9 180.0000(10) . 7_576 ? O9 V1 O9 87.83(11) 5_465 7_576 ? O9 V1 O9 92.17(11) 11_666 7_576 ? O9 V1 O9 180.0000(10) 3_675 9_456 ? O9 V1 O9 87.83(11) . 9_456 ? O9 V1 O9 87.83(11) 5_465 9_456 ? O9 V1 O9 92.17(11) 11_666 9_456 ? O9 V1 O9 92.17(11) 7_576 9_456 ? O2 V2 O5 94.68(13) 5_565 . ? O2 V2 O4 171.14(12) 5_565 . ? O5 V2 O4 92.47(13) . . ? O2 V2 O3 92.70(12) 5_565 11_666 ? O5 V2 O3 87.98(13) . 11_666 ? O4 V2 O3 92.77(12) . 11_666 ? O2 V2 O1 88.67(12) 5_565 . ? O5 V2 O1 93.47(13) . . ? O4 V2 O1 85.68(12) . . ? O3 V2 O1 177.92(12) 11_666 . ? O2 V2 O6 85.06(12) 5_565 . ? O5 V2 O6 179.43(13) . . ? O4 V2 O6 87.74(12) . . ? O3 V2 O6 92.54(12) 11_666 . ? O1 V2 O6 86.01(12) . . ? O8 V3 O8 89.94(12) 5_465 . ? O8 V3 O8 89.94(12) 5_465 3_675 ? O8 V3 O8 89.94(12) . 3_675 ? O8 V3 O7 177.45(15) 5_465 . ? O8 V3 O7 89.77(14) . . ? O8 V3 O7 87.53(14) 3_675 . ? O8 V3 O7 87.53(14) 5_465 3_675 ? O8 V3 O7 177.45(14) . 3_675 ? O8 V3 O7 89.77(14) 3_675 3_675 ? O7 V3 O7 92.75(15) . 3_675 ? O8 V3 O7 89.77(14) 5_465 5_465 ? O8 V3 O7 87.53(14) . 5_465 ? O8 V3 O7 177.45(14) 3_675 5_465 ? O7 V3 O7 92.75(15) . 5_465 ? O7 V3 O7 92.75(15) 3_675 5_465 ? O1' P1 O8 105.1(7) . . ? O1' P1 O4 109.7(7) . . ? O8 P1 O4 108.53(17) . . ? O1' P1 O9 106.6(7) . . ? O8 P1 O9 114.53(16) . . ? O4 P1 O9 112.13(16) . . ? O1' P1 H1 3.0(16) . . ? O8 P1 H1 107.7(12) . . ? O4 P1 H1 107.2(12) . . ? O9 P1 H1 106.4(12) . . ? O2 P2 O3 112.67(17) . . ? O2 P2 O1 112.75(18) . . ? O3 P2 O1 110.43(16) . . ? O2 P2 O2' 104.9(5) . . ? O3 P2 O2' 106.8(5) . . ? O1 P2 O2' 108.9(5) . . ? O2 P2 H2 106.9(12) . . ? O3 P2 H2 106.8(12) . . ? O1 P2 H2 106.9(12) . . ? O2' P2 H2 2.3(13) . . ? O3' P3 O5 104.81(14) . . ? O3' P3 O5 104.81(14) . 3_665 ? O5 P3 O5 113.70(11) . 3_665 ? O3' P3 O5 104.81(14) . 5_565 ? O5 P3 O5 113.70(11) . 5_565 ? O5 P3 O5 113.70(11) 3_665 5_565 ? O3' P3 H3 0.000(2) . . ? O5 P3 H3 104.81(14) . . ? O5 P3 H3 104.81(14) 3_665 . ? O5 P3 H3 104.81(14) 5_565 . ? P1 O1' H1' 109.5 . . ? P1 O1' H1 18(9) . . ? H1' O1' H1 93.5 . . ? P2 O2' H2' 109.5 . . ? P2 O2' H2 13(7) . . ? H2' O2' H2 97.9 . . ? P3 O3' H3' 109.5 . . ? P3 O3' H3 0.000(15) . . ? H3' O3' H3 109.5 . . ? O7 P4A O7 115.6(4) 8_557 . ? O7 P4A O10 108.7(4) 8_557 . ? O7 P4A O10 108.7(4) . . ? O7 P4A O11A 113.0(4) 8_557 . ? O7 P4A O11A 113.0(4) . . ? O10 P4A O11A 95.9(10) . . ? O7 P4A H10B 119.6 8_557 . ? O7 P4A H10B 119.6 . . ? O10 P4A H10B 31.1 . . ? O11A P4A H10B 64.9 . . ? P4A O11A H11A 109.5 . . ? O7 P4B O7 119.6(8) . 8_557 ? O7 P4B O10 110.1(9) . . ? O7 P4B O10 110.1(9) 8_557 . ? O7 P4B O11B 106.9(12) . . ? O7 P4B O11B 106.9(12) 8_557 . ? O10 P4B O11B 101.4(17) . . ? P4B O11B H11B 109.5 . . ? P2 O1 V2 133.12(18) . . ? P2 O2 V2 136.93(19) . 3_665 ? P2 O3 V2 136.93(19) . 9_456 ? P1 O4 V2 139.50(19) . . ? P3 O5 V2 149.0(2) . . ? V2 O6 H6AW 126(5) . . ? V2 O6 H6BW 124(5) . . ? H6AW O6 H6BW 108(3) . . ? P4B O7 P4A 33.5(7) . . ? P4B O7 V3 148.7(6) . . ? P4A O7 V3 142.7(3) . . ? P1 O8 V3 132.01(18) . . ? P1 O9 V1 138.39(17) . . ? P4A O10 P4B 32.4(7) . . ? P4A O10 H10A 109.5 . . ? P4B O10 H10A 77.1 . . ? P4A O10 H10B 76 . . ? P4B O10 H10B 108.4 . . ? H10A O10 H10B 174.5 . . ? C1A N1 C1B 16.6(15) . . ? C1A N1 H1A 109.5 . . ? C1B N1 H1A 110.2 . . ? C1A N1 H1B 109.5 . . ? C1B N1 H1B 122.6 . . ? H1A N1 H1B 109.5 . . ? C1A N1 H1C 109.5 . . ? C1B N1 H1C 94.2 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? N1 C1A C2A 99.1(14) . . ? N1 C1A C3A 97.7(14) . . ? C2A C1A C3A 105.2(13) . . ? N1 C1A H1A1 117.2 . . ? C2A C1A H1A1 117.2 . . ? C3A C1A H1A1 117.2 . . ? C4A C2A C1A 102.4(13) . . ? C4A C2A H2A1 111.3 . . ? C1A C2A H2A1 111.3 . . ? C4A C2A H2A2 111.3 . . ? C1A C2A H2A2 111.3 . . ? H2A1 C2A H2A2 109.2 . . ? C5A C3A C1A 106.1(12) . . ? C5A C3A H3A1 110.5 . . ? C1A C3A H3A1 110.5 . . ? C5A C3A H3A2 110.5 . . ? C1A C3A H3A2 110.5 . . ? H3A1 C3A H3A2 108.7 . . ? C2A C4A C5A 107.6(14) . . ? C2A C4A H4A1 110.2 . . ? C5A C4A H4A1 110.2 . . ? C2A C4A H4A2 110.2 . . ? C5A C4A H4A2 110.2 . . ? H4A1 C4A H4A2 108.5 . . ? C4A C5A C3A 105.9(12) . . ? C4A C5A H5A1 110.6 . . ? C3A C5A H5A1 110.6 . . ? C4A C5A H5A2 110.6 . . ? C3A C5A H5A2 110.6 . . ? H5A1 C5A H5A2 108.7 . . ? C2B C1B N1 106.6(18) . . ? C2B C1B C3B 103.7(14) . . ? N1 C1B C3B 102.3(17) . . ? C2B C1B H1B1 114.3 . . ? N1 C1B H1B1 114.3 . . ? C3B C1B H1B1 114.3 . . ? C1B C2B C4B 102.8(15) . . ? C1B C2B H2B1 111.2 . . ? C4B C2B H2B1 111.2 . . ? C1B C2B H2B2 111.2 . . ? C4B C2B H2B2 111.2 . . ? H2B1 C2B H2B2 109.1 . . ? C5B C3B C1B 105.5(13) . . ? C5B C3B H3B1 110.6 . . ? C1B C3B H3B1 110.6 . . ? C5B C3B H3B2 110.6 . . ? C1B C3B H3B2 110.6 . . ? H3B1 C3B H3B2 108.8 . . ? C5B C4B C2B 98.6(16) . . ? C5B C4B H4B1 112.1 . . ? C2B C4B H4B1 112.1 . . ? C5B C4B H4B2 112.1 . . ? C2B C4B H4B2 112.1 . . ? H4B1 C4B H4B2 109.7 . . ? C4B C5B C3B 105.7(15) . . ? C4B C5B H5B1 110.6 . . ? C3B C5B H5B1 110.6 . . ? C4B C5B H5B2 110.6 . . ? C3B C5B H5B2 110.6 . . ? H5B1 C5B H5B2 108.7 . . ? data_compound_3 _database_code_depnum_ccdc_archive 'CCDC 880623' #TrackingRef '11088_web_deposit_cif_file_0_JosebaOrive_1336119697.archive_compounds.cif' # CIF files read : tp562_100_abs_simpli tp562_exp _audit_creation_date 2012-01-18T10:24:19-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C36 H148 N6 O121.82 P34 V18' _chemical_formula_weight 4584.94 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 63/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z' 'y, -x+y, z+1/2' '-x+y, -x, z' 'x-y, x, z+1/2' '-x, -y, -z' 'x, y, -z-1/2' 'y, -x+y, -z' '-y, x-y, -z-1/2' 'x-y, x, -z' '-x+y, -x, -z-1/2' _cell_length_a 13.4578(2) _cell_length_b 13.4578(2) _cell_length_c 27.6928(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4343.56(14) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 43312 _cell_measurement_theta_min 1.75 _cell_measurement_theta_max 29.65 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description 'Hexagonal plate' _exptl_crystal_colour Green _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.065 _exptl_crystal_density_diffrn 1.753 _exptl_crystal_density_method flotation _exptl_crystal_density_meas 1.77(4) _exptl_crystal_F_000 2305 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 -1 0.021 0 -1 0 0.21 -1 0 0 0.202 -1 1 0 0.178 0 1 0 0.154 1 0 0 0.15 1 -1 0 0.18 0 0 1 0.045 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.338 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.654 _exptl_absorpt_correction_T_max 0.913 _exptl_absorpt_process_details 'X-RED (Stoe & Cie, 2002)' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_area_resol_mean 6.67 _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2T' _diffrn_measurement_method 'rotation method' _diffrn_reflns_av_R_equivalents 0.0441 _diffrn_reflns_av_unetI/netI 0.0185 _diffrn_reflns_number 54238 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.9 _diffrn_reflns_theta_max 28.5 _diffrn_reflns_theta_full 28.5 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 3741 _reflns_number_gt 3184 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'STOE X-RED' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.1060P)^2^+10.0529P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 3741 _refine_ls_number_parameters 192 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0705 _refine_ls_R_factor_gt 0.0613 _refine_ls_wR_factor_ref 0.1816 _refine_ls_wR_factor_gt 0.1749 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.454 _refine_diff_density_min -1.901 _refine_diff_density_rms 0.141 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' 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 1 0.5 0.0191(3) Uani 1 6 d S . . V2 V 0.29268(5) 0.85809(5) 0.52647(3) 0.0286(2) Uani 1 1 d . . . V3 V 0 1 0.66396(4) 0.0290(3) Uani 1 3 d S . . P1 P 0.16220(8) 0.97502(8) 0.58422(3) 0.0242(2) Uani 1 1 d . . . P2 P 0.12733(8) 0.63089(8) 0.46359(4) 0.0266(2) Uani 1 1 d . . . P3 P 0.3333 0.6667 0.58968(8) 0.0381(4) Uani 1 3 d SD . . P4 P 0.19134(13) 1.06211(14) 0.75 0.0319(3) Uani 1 2 d SD . . O4' O 0.200(3) 0.955(2) 0.75 0.074(14) Uiso 0.19(3) 2 d SPD A 1 H4' H 0.1354 0.8984 0.75 0.111 Uiso 0.19(3) 2 calc SPR A 1 O1 O 0.1510(2) 0.7184(2) 0.50314(12) 0.0345(7) Uani 1 1 d . . . O2 O 0.1679(2) 0.5478(2) 0.47575(12) 0.0355(7) Uani 1 1 d . . . O3 O 0.0008(2) 0.5704(3) 0.44996(11) 0.0326(6) Uani 1 1 d . . . O4 O 0.1872(2) 0.8800(2) 0.56994(11) 0.0304(6) Uani 1 1 d . . . O5 O 0.3245(3) 0.7722(3) 0.57655(13) 0.0414(7) Uani 1 1 d . . . O6 O 0.2585(2) 0.9476(2) 0.47290(10) 0.0278(5) Uani 1 1 d D . . O7 O 0.1425(3) 1.0773(3) 0.70448(11) 0.0463(8) Uani 1 1 d D A . O8 O 0.0695(2) 0.9283(2) 0.62252(10) 0.0302(6) Uani 1 1 d . . . O9 O 0.1367(2) 1.0286(2) 0.54065(9) 0.0232(5) Uani 1 1 d . . . O10 O 0.3196(5) 1.1435(7) 0.75 0.083(2) Uani 1 2 d SD A . H10 H 0.3327 1.2099 0.75 0.125 Uiso 1 2 calc SR . . OW1 O 0.5509(14) 0.8259(13) 0.3182(6) 0.067(4) Uiso 0.3 1 d P B 1 OW2 O 0.2736(17) 0.9469(16) 0.3656(7) 0.051(4) Uiso 0.2 1 d P C 1 OW3 O 0.3333 0.6667 0.2881(13) 0.043(8) Uiso 0.17 3 d SP D 1 N1 N 0.4151(7) 1.0580(7) 0.3915(3) 0.0461(19) Uiso 0.5 1 d PD E 2 H1A H 0.4909 1.0915 0.3882 0.069 Uiso 0.5 1 calc PR E 2 H1B H 0.3916 1.0039 0.4141 0.069 Uiso 0.5 1 calc PR E 2 H1C H 0.3963 1.1103 0.4001 0.069 Uiso 0.5 1 calc PR E 2 C1 C 0.3591(12) 1.0053(11) 0.3448(4) 0.068(3) Uiso 0.5 1 d PD E 2 H11 H 0.2766 0.9762 0.3482 0.082 Uiso 0.5 1 calc PR E 2 C2 C 0.3763(15) 0.9031(15) 0.3343(7) 0.094(5) Uiso 0.5 1 d PD E 2 H2A H 0.3283 0.8592 0.3074 0.113 Uiso 0.5 1 calc PR E 2 H2B H 0.3544 0.8532 0.3623 0.113 Uiso 0.5 1 calc PR E 2 C3 C 0.4049(13) 1.0972(13) 0.3051(6) 0.078(4) Uiso 0.5 1 d PD E 2 H3A H 0.3531 1.0679 0.2777 0.094 Uiso 0.5 1 calc PR E 2 H3B H 0.4031 1.164 0.3171 0.094 Uiso 0.5 1 calc PR E 2 C4 C 0.5038(17) 0.948(2) 0.3220(10) 0.136(9) Uiso 0.5 1 d PD E 2 H4A H 0.5509 0.9866 0.3499 0.163 Uiso 0.5 1 calc PR E 2 H4B H 0.5146 0.8837 0.3141 0.163 Uiso 0.5 1 calc PR E 2 C5 C 0.5246(16) 1.1353(17) 0.2875(9) 0.117(7) Uiso 0.5 1 d PD E 2 H5A H 0.5798 1.186 0.3112 0.14 Uiso 0.5 1 calc PR E 2 H5B H 0.5383 1.1777 0.2576 0.14 Uiso 0.5 1 calc PR E 2 C6 C 0.5416(18) 1.0316(16) 0.2790(7) 0.102(6) Uiso 0.5 1 d PD E 2 H6A H 0.4984 0.9904 0.2507 0.122 Uiso 1 2 calc SR E 2 H6B H 0.6221 1.0593 0.2725 0.122 Uiso 0.5 1 calc PR E 2 H1 H 0.260(4) 1.060(4) 0.6048(15) 0.019(10) Uiso 1 1 d . . . H2 H 0.187(3) 0.682(3) 0.4249(15) 0.015(9) Uiso 1 1 d . . . H3 H 0.3333 0.6667 0.6367(4) 0.020(17) Uiso 1 3 d SD . . H4 H 0.178(2) 0.9591(12) 0.75 0.05 Uiso 0.81(3) 2 d SPD A 2 H6BW H 0.1879(13) 0.929(4) 0.471(2) 0.056(13) Uiso 1 1 d D . . H6AW H 0.294(4) 1.0206(9) 0.473(2) 0.056(13) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V1 0.0187(4) 0.0187(4) 0.0201(6) 0 0 0.00934(19) V2 0.0198(3) 0.0224(3) 0.0434(4) -0.0006(2) 0.0005(2) 0.0105(2) V3 0.0335(4) 0.0335(4) 0.0200(5) 0 0 0.01674(19) P1 0.0229(4) 0.0245(4) 0.0256(5) 0.0002(3) -0.0026(3) 0.0122(4) P2 0.0208(4) 0.0210(4) 0.0391(5) 0.0043(4) 0.0045(4) 0.0113(3) P3 0.0357(6) 0.0357(6) 0.0429(10) 0 0 0.0178(3) P4 0.0281(7) 0.0425(8) 0.0273(7) 0 0 0.0193(6) O1 0.0205(12) 0.0243(13) 0.0559(19) -0.0066(12) 0.0013(12) 0.0091(11) O2 0.0277(14) 0.0265(13) 0.0563(19) 0.0105(12) 0.0089(13) 0.0164(11) O3 0.0241(13) 0.0328(14) 0.0422(15) -0.0027(12) 0.0013(11) 0.0151(11) O4 0.0300(13) 0.0294(13) 0.0361(14) 0.0052(11) 0.0051(11) 0.0181(11) O5 0.0362(16) 0.0315(15) 0.058(2) 0.0065(14) 0.0004(14) 0.0183(13) O6 0.0218(12) 0.0232(12) 0.0362(14) -0.0005(10) 0.0010(10) 0.0096(10) O7 0.0486(19) 0.055(2) 0.0289(15) -0.0010(14) -0.0094(14) 0.0210(16) O8 0.0338(14) 0.0347(14) 0.0258(13) 0.0031(11) 0.0022(11) 0.0199(12) O9 0.0214(11) 0.0238(11) 0.0237(11) 0.0003(9) -0.0019(9) 0.0107(10) O10 0.037(3) 0.092(5) 0.103(6) 0 0 0.020(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O9 2.023(2) 3_675 ? V1 O9 2.023(2) . ? V1 O9 2.023(2) 5_465 ? V1 O9 2.023(2) 11_666 ? V1 O9 2.023(2) 7_576 ? V1 O9 2.023(2) 9_456 ? V2 O2 1.971(3) 5_565 ? V2 O5 1.984(3) . ? V2 O4 1.993(3) . ? V2 O3 1.997(3) 11_666 ? V2 O1 2.001(3) . ? V2 O6 2.101(3) . ? V3 O8 2.006(3) 5_465 ? V3 O8 2.006(3) 3_675 ? V3 O8 2.006(3) . ? V3 O7 2.006(3) . ? V3 O7 2.006(3) 5_465 ? V3 O7 2.006(3) 3_675 ? P1 O8 1.514(3) . ? P1 O4 1.527(3) . ? P1 O9 1.530(3) . ? P1 H1 1.36(4) . ? P2 O2 1.507(3) . ? P2 O1 1.521(3) . ? P2 O3 1.523(3) . ? P2 H2 1.31(4) . ? P3 O5 1.528(3) . ? P3 O5 1.528(3) 3_665 ? P3 O5 1.528(3) 5_565 ? P3 H3 1.301(10) . ? P4 O7 1.482(3) . ? P4 O7 1.482(3) 8_557 ? P4 O4' 1.506(10) . ? P4 O10 1.513(7) . ? P4 H4 1.303(10) . ? O4' H4' 0.82 . ? O4' H4 0.34(4) . ? O2 V2 1.971(3) 3_665 ? O3 V2 1.997(3) 9_456 ? O6 H6BW 0.853(10) . ? O6 H6AW 0.851(10) . ? O10 H10 0.82 . ? N1 C1 1.485(9) . ? N1 H1A 0.89 . ? N1 H1B 0.89 . ? N1 H1C 0.89 . ? C1 C2 1.532(15) . ? C1 C3 1.536(14) . ? C1 H11 0.98 . ? C2 C4 1.546(17) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 C5 1.507(16) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 C6 1.540(17) . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C5 C6 1.541(16) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? 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 O9 V1 O9 92.04(10) 3_675 . ? O9 V1 O9 92.04(10) 3_675 5_465 ? O9 V1 O9 92.04(10) . 5_465 ? O9 V1 O9 87.96(10) 3_675 11_666 ? O9 V1 O9 87.96(10) . 11_666 ? O9 V1 O9 180.0000(10) 5_465 11_666 ? O9 V1 O9 87.96(10) 3_675 7_576 ? O9 V1 O9 180.0000(10) . 7_576 ? O9 V1 O9 87.96(10) 5_465 7_576 ? O9 V1 O9 92.04(10) 11_666 7_576 ? O9 V1 O9 180.00(12) 3_675 9_456 ? O9 V1 O9 87.96(10) . 9_456 ? O9 V1 O9 87.96(10) 5_465 9_456 ? O9 V1 O9 92.04(10) 11_666 9_456 ? O9 V1 O9 92.04(10) 7_576 9_456 ? O2 V2 O5 94.22(14) 5_565 . ? O2 V2 O4 171.33(13) 5_565 . ? O5 V2 O4 92.36(13) . . ? O2 V2 O3 93.15(13) 5_565 11_666 ? O5 V2 O3 87.99(13) . 11_666 ? O4 V2 O3 92.72(12) . 11_666 ? O2 V2 O1 88.59(12) 5_565 . ? O5 V2 O1 93.45(14) . . ? O4 V2 O1 85.38(12) . . ? O3 V2 O1 177.66(12) 11_666 . ? O2 V2 O6 85.36(13) 5_565 . ? O5 V2 O6 179.39(13) . . ? O4 V2 O6 88.02(11) . . ? O3 V2 O6 92.47(12) 11_666 . ? O1 V2 O6 86.10(12) . . ? O8 V3 O8 90.51(12) 5_465 3_675 ? O8 V3 O8 90.51(12) 5_465 . ? O8 V3 O8 90.51(11) 3_675 . ? O8 V3 O7 177.11(14) 5_465 . ? O8 V3 O7 86.93(13) 3_675 . ? O8 V3 O7 90.86(14) . . ? O8 V3 O7 90.86(14) 5_465 5_465 ? O8 V3 O7 177.11(14) 3_675 5_465 ? O8 V3 O7 86.93(13) . 5_465 ? O7 V3 O7 91.76(14) . 5_465 ? O8 V3 O7 86.93(13) 5_465 3_675 ? O8 V3 O7 90.86(14) 3_675 3_675 ? O8 V3 O7 177.11(14) . 3_675 ? O7 V3 O7 91.76(14) . 3_675 ? O7 V3 O7 91.76(14) 5_465 3_675 ? O8 P1 O4 108.34(16) . . ? O8 P1 O9 114.55(15) . . ? O4 P1 O9 112.65(16) . . ? O8 P1 H1 107.8(18) . . ? O4 P1 H1 106.5(18) . . ? O9 P1 H1 106.6(18) . . ? O2 P2 O1 113.57(19) . . ? O2 P2 O3 112.47(17) . . ? O1 P2 O3 109.73(16) . . ? O2 P2 H2 102.4(18) . . ? O1 P2 H2 110.4(18) . . ? O3 P2 H2 107.9(18) . . ? O5 P3 O5 114.52(12) . 3_665 ? O5 P3 O5 114.52(13) . 5_565 ? O5 P3 O5 114.52(12) 3_665 5_565 ? O5 P3 H3 103.77(16) . . ? O5 P3 H3 103.77(16) 3_665 . ? O5 P3 H3 103.77(16) 5_565 . ? O7 P4 O7 116.5(3) . 8_557 ? O7 P4 O4' 112.6(6) . . ? O7 P4 O4' 112.6(6) 8_557 . ? O7 P4 O10 108.9(2) . . ? O7 P4 O10 108.9(2) 8_557 . ? O4' P4 O10 95.0(16) . . ? O7 P4 H4 108.0(6) . . ? O7 P4 H4 108.0(6) 8_557 . ? O4' P4 H4 11(2) . . ? O10 P4 H4 105.9(12) . . ? P4 O4' H4' 109.5 . . ? P4 O4' H4 47(5) . . ? H4' O4' H4 62 . . ? P2 O1 V2 133.83(18) . . ? P2 O2 V2 137.96(19) . 3_665 ? P2 O3 V2 137.44(19) . 9_456 ? P1 O4 V2 138.72(18) . . ? P3 O5 V2 148.0(2) . . ? V2 O6 H6BW 113(4) . . ? V2 O6 H6AW 120(4) . . ? H6BW O6 H6AW 105(2) . . ? P4 O7 V3 141.1(2) . . ? P1 O8 V3 133.39(18) . . ? P1 O9 V1 138.26(16) . . ? P4 O10 H10 109.5 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? N1 C1 C2 109.0(11) . . ? N1 C1 C3 109.6(11) . . ? C2 C1 C3 114.0(13) . . ? N1 C1 H11 108 . . ? C2 C1 H11 108 . . ? C3 C1 H11 108 . . ? C1 C2 C4 109.2(17) . . ? C1 C2 H2A 109.8 . . ? C4 C2 H2A 109.8 . . ? C1 C2 H2B 109.8 . . ? C4 C2 H2B 109.8 . . ? H2A C2 H2B 108.3 . . ? C5 C3 C1 115.9(14) . . ? C5 C3 H3A 108.3 . . ? C1 C3 H3A 108.3 . . ? C5 C3 H3B 108.3 . . ? C1 C3 H3B 108.3 . . ? H3A C3 H3B 107.4 . . ? C6 C4 C2 110.6(18) . . ? C6 C4 H4A 109.5 . . ? C2 C4 H4A 109.5 . . ? C6 C4 H4B 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 108.1 . . ? C3 C5 C6 111.0(16) . . ? C3 C5 H5A 109.4 . . ? C6 C5 H5A 109.4 . . ? C3 C5 H5B 109.4 . . ? C6 C5 H5B 109.4 . . ? H5A C5 H5B 108 . . ? C4 C6 C5 113.6(18) . . ? C4 C6 H6A 108.8 . . ? C5 C6 H6A 108.8 . . ? C4 C6 H6B 108.8 . . ? C5 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? data_compound_4 _database_code_depnum_ccdc_archive 'CCDC 880624' #TrackingRef '11088_web_deposit_cif_file_0_JosebaOrive_1336119697.archive_compounds.cif' # CIF files read : tp861_abs tp861_secondary _audit_creation_date 2012-02-20T15:52:37-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C42 H148 N6 O120.68 P34 V18' _chemical_formula_weight 4638.12 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 63/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z' 'y, -x+y, z+1/2' '-x+y, -x, z' 'x-y, x, z+1/2' '-x, -y, -z' 'x, y, -z-1/2' 'y, -x+y, -z' '-y, x-y, -z-1/2' 'x-y, x, -z' '-x+y, -x, -z-1/2' _cell_length_a 13.41250(10) _cell_length_b 13.41250(10) _cell_length_c 27.8003(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4331.11(7) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 11426 _cell_measurement_theta_min 3.1764 _cell_measurement_theta_max 76.3956 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.778 _exptl_crystal_density_method flotation _exptl_crystal_density_meas 1.79(3) _exptl_crystal_F_000 2331 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 -1 0.0295 0 0 1 0.0052 1 0 0 0.0502 0 1 -1 0.055 1 -1 0 0.0513 0 -2 1 0.0489 -1 0 1 0.04 -1 1 0 0.0513 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 11.695 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.371 _exptl_absorpt_correction_T_max 0.694 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4023 _diffrn_orient_matrix_ub_11 0.1027392 _diffrn_orient_matrix_ub_12 -0.0160838 _diffrn_orient_matrix_ub_13 0.0130509 _diffrn_orient_matrix_ub_21 0.0003536 _diffrn_orient_matrix_ub_22 -0.042281 _diffrn_orient_matrix_ub_23 -0.0514852 _diffrn_orient_matrix_ub_31 0.0838813 _diffrn_orient_matrix_ub_32 0.1246633 _diffrn_orient_matrix_ub_33 -0.0157716 _diffrn_measurement_device_type 'SuperNova, Single source at offset), Atlas' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0582 _diffrn_reflns_av_unetI/netI 0.0274 _diffrn_reflns_number 24685 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 3.81 _diffrn_reflns_theta_max 70.04 _diffrn_reflns_theta_full 70.04 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 2810 _reflns_number_gt 2740 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0835P)^2^+7.9489P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2810 _refine_ls_number_parameters 188 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.045 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.1298 _refine_ls_wR_factor_gt 0.128 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.102 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.302 _refine_diff_density_min -0.704 _refine_diff_density_rms 0.135 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.0687 2.1097 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 1 0.5 0.0076(3) Uani 1 6 d S . . V2 V 0.29251(7) 0.85685(7) 0.52686(3) 0.0158(2) Uani 1 1 d . . . V3 V 0 1 0.66429(4) 0.0179(3) Uani 1 3 d S . . P1 P 0.16281(9) 0.97533(9) 0.58404(3) 0.0123(2) Uani 1 1 d D . . P2 P 0.12690(10) 0.63024(9) 0.46386(4) 0.0142(2) Uani 1 1 d . . . P3 P 0.3333 0.6667 0.58962(7) 0.0179(4) Uani 1 3 d SD . . P4 P 0.19121(17) 1.06594(17) 0.75 0.0267(4) Uani 1 2 d SD . . O1 O 0.1502(3) 0.7170(3) 0.50377(13) 0.0218(8) Uani 1 1 d . . . O2 O 0.1682(3) 0.5471(3) 0.47567(13) 0.0214(7) Uani 1 1 d . . . O3 O 0.0005(3) 0.5697(3) 0.45009(11) 0.0193(6) Uani 1 1 d . . . O4 O 0.1866(3) 0.8796(3) 0.56980(12) 0.0182(6) Uani 1 1 d D . . O5 O 0.3260(3) 0.7726(3) 0.57592(14) 0.0250(7) Uani 1 1 d . . . O6 O 0.2580(3) 0.9474(3) 0.47394(11) 0.0163(7) Uani 1 1 d D . . O7 O 0.1412(4) 1.0807(4) 0.70447(12) 0.0331(8) Uani 1 1 d . . . O8 O 0.0713(3) 0.9296(3) 0.62249(10) 0.0188(6) Uani 1 1 d D . . O9 O 0.1364(3) 1.0286(2) 0.54050(10) 0.0123(6) Uani 1 1 d D . . O10 O 0.3209(6) 1.1506(8) 0.75 0.062(2) Uani 1 2 d S . . H10 H 0.3556 1.1147 0.75 0.093 Uiso 1 2 calc SR . . OW1 O 0.5580(13) 0.8258(15) 0.3232(6) 0.045(3) Uiso 0.3 1 d P A 1 OW2 O 0.2837(17) 0.9497(18) 0.3698(7) 0.034(4) Uiso 0.2 1 d P B 1 OW3 O 0.3333 0.6667 0.3074(17) 0.047(11) Uiso 0.17 3 d SP C 1 N1 N 0.4076(8) 1.0521(8) 0.3928(3) 0.0299(19) Uiso 0.5 1 d PD D 2 H1A H 0.3846 0.9895 0.4109 0.045 Uiso 0.5 1 calc PR D 2 H1B H 0.3792 1.0944 0.4048 0.045 Uiso 0.5 1 calc PR D 2 H1C H 0.4841 1.0933 0.3928 0.045 Uiso 0.5 1 calc PR D 2 C1 C 0.3656(13) 1.0175(12) 0.3430(4) 0.049(3) Uiso 0.5 1 d PD D 2 H11 H 0.2814 0.9714 0.3433 0.059 Uiso 0.5 1 calc PR D 2 C2 C 0.403(2) 1.1129(17) 0.3055(4) 0.106(8) Uiso 0.5 1 d PD D 2 H2A H 0.4755 1.175 0.3176 0.127 Uiso 0.5 1 calc PR D 2 H2B H 0.3482 1.1394 0.3087 0.127 Uiso 0.5 1 calc PR D 2 C3 C 0.4224(16) 1.112(2) 0.25 0.143(9) Uiso 1 2 d SD D 2 H3A H 0.3702 1.0383 0.2357 0.172 Uiso 0.5 1 calc PR D 2 H3B H 0.4151 1.1722 0.2336 0.172 Uiso 0.5 1 calc PR D 2 C4 C 0.5460(14) 1.1368(15) 0.25 0.091(5) Uiso 1 2 d SD D 2 H4A H 0.5752 1.1547 0.2173 0.11 Uiso 0.5 1 calc PR D 2 H4B H 0.592 1.2048 0.2694 0.11 Uiso 0.5 1 calc PR D 2 C5 C 0.563(2) 1.0405(17) 0.2686(6) 0.092(7) Uiso 0.5 1 d PD D 2 H5A H 0.6423 1.0629 0.2611 0.11 Uiso 0.5 1 calc PR D 2 H5B H 0.5155 0.9744 0.2485 0.11 Uiso 1 2 calc SR D 2 C6 C 0.5434(16) 0.995(2) 0.3201(7) 0.089(6) Uiso 0.5 1 d PD D 2 H6A H 0.5697 0.94 0.3236 0.106 Uiso 0.5 1 calc PR D 2 H6B H 0.5864 1.0581 0.3424 0.106 Uiso 0.5 1 calc PR D 2 C7 C 0.4158(15) 0.9377(19) 0.3313(8) 0.081(6) Uiso 0.5 1 d PD D 2 H7A H 0.4002 0.8867 0.3585 0.098 Uiso 0.5 1 calc PR D 2 H7B H 0.3739 0.8901 0.304 0.098 Uiso 0.5 1 calc PR D 2 H4 H 0.194(6) 0.964(4) 0.75 0.005(15) Uiso 1 2 d SD . . H2 H 0.165(4) 0.674(4) 0.4198(15) 0.003(11) Uiso 1 1 d . . . H1 H 0.259(3) 1.060(3) 0.6039(10) 0.031(16) Uiso 1 1 d D . . H3 H 0.3333 0.6667 0.6384(17) 0.03(3) Uiso 1 3 d SD . . H6BW H 0.190(2) 0.935(5) 0.473(2) 0.022(15) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V1 0.0056(5) 0.0056(5) 0.0116(7) 0 0 0.0028(2) V2 0.0071(4) 0.0082(4) 0.0323(4) -0.0014(3) 0.0004(3) 0.0040(3) V3 0.0211(4) 0.0211(4) 0.0116(6) 0 0 0.0105(2) P1 0.0102(5) 0.0115(5) 0.0161(5) -0.0004(4) -0.0026(3) 0.0062(4) P2 0.0078(5) 0.0087(5) 0.0267(5) 0.0039(4) 0.0035(4) 0.0046(4) P3 0.0151(6) 0.0151(6) 0.0234(9) 0 0 0.0076(3) P4 0.0216(9) 0.0373(11) 0.0213(8) 0 0 0.0149(8) O1 0.0104(16) 0.0164(17) 0.0376(19) -0.0029(14) 0.0021(13) 0.0060(13) O2 0.0151(17) 0.0139(16) 0.0396(19) 0.0075(13) 0.0076(14) 0.0106(14) O3 0.0088(14) 0.0192(16) 0.0297(15) -0.0022(14) 0.0010(13) 0.0069(13) O4 0.0140(14) 0.0150(15) 0.0296(15) 0.0031(13) 0.0035(13) 0.0101(13) O5 0.0192(18) 0.0142(16) 0.0431(19) 0.0014(14) 0.0011(15) 0.0094(15) O6 0.0112(15) 0.0126(16) 0.0252(15) -0.0018(12) -0.0011(12) 0.0060(13) O7 0.038(2) 0.040(2) 0.0181(15) -0.0017(15) -0.0056(14) 0.0167(19) O8 0.0241(16) 0.0236(17) 0.0143(13) 0.0036(13) 0.0019(13) 0.0160(13) O9 0.0103(14) 0.0118(13) 0.0170(12) 0.0004(11) 0.0023(12) 0.0072(12) O10 0.032(4) 0.076(5) 0.066(4) 0 0 0.018(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O9 2.016(3) 7_576 ? V1 O9 2.016(3) . ? V1 O9 2.016(3) 3_675 ? V1 O9 2.016(3) 11_666 ? V1 O9 2.016(3) 9_456 ? V1 O9 2.016(3) 5_465 ? V2 O5 1.961(4) . ? V2 O2 1.968(3) 5_565 ? V2 O4 1.992(3) . ? V2 O3 1.997(3) 11_666 ? V2 O1 1.998(3) . ? V2 O6 2.102(3) . ? V3 O7 1.989(4) . ? V3 O7 1.989(4) 3_675 ? V3 O7 1.989(4) 5_465 ? V3 O8 2.015(3) 5_465 ? V3 O8 2.015(3) 3_675 ? V3 O8 2.015(3) . ? P1 O8 1.508(3) . ? P1 O4 1.522(3) . ? P1 O9 1.534(3) . ? P1 H1 1.34(4) . ? P2 O2 1.508(3) . ? P2 O3 1.518(3) . ? P2 O1 1.523(3) . ? P2 H2 1.34(4) . ? P3 O5 1.521(3) . ? P3 O5 1.521(3) 3_665 ? P3 O5 1.521(3) 5_565 ? P3 H3 1.36(5) . ? P4 O7 1.492(4) 8_557 ? P4 O7 1.492(4) . ? P4 O10 1.530(8) . ? P4 H4 1.39(4) . ? O2 V2 1.968(3) 3_665 ? O3 V2 1.997(3) 9_456 ? O6 H6BW 0.846(10) . ? O10 H10 0.82 . ? N1 C1 1.481(9) . ? N1 H1A 0.89 . ? N1 H1B 0.89 . ? N1 H1C 0.89 . ? C1 C2 1.527(10) . ? C1 C7 1.56(2) . ? C1 H11 0.98 . ? C2 C3 1.564(9) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 C4 1.520(10) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 C5 1.513(10) . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C5 C6 1.527(10) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 C7 1.517(10) . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? 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 O9 V1 O9 180.0000(10) 7_576 . ? O9 V1 O9 88.16(11) 7_576 3_675 ? O9 V1 O9 91.84(11) . 3_675 ? O9 V1 O9 91.84(11) 7_576 11_666 ? O9 V1 O9 88.16(11) . 11_666 ? O9 V1 O9 88.16(11) 3_675 11_666 ? O9 V1 O9 91.84(11) 7_576 9_456 ? O9 V1 O9 88.16(11) . 9_456 ? O9 V1 O9 180.00(13) 3_675 9_456 ? O9 V1 O9 91.84(11) 11_666 9_456 ? O9 V1 O9 88.16(11) 7_576 5_465 ? O9 V1 O9 91.84(11) . 5_465 ? O9 V1 O9 91.84(11) 3_675 5_465 ? O9 V1 O9 180.0000(10) 11_666 5_465 ? O9 V1 O9 88.16(11) 9_456 5_465 ? O5 V2 O2 94.61(15) . 5_565 ? O5 V2 O4 93.32(14) . . ? O2 V2 O4 170.26(14) 5_565 . ? O5 V2 O3 87.88(15) . 11_666 ? O2 V2 O3 93.12(14) 5_565 11_666 ? O4 V2 O3 92.83(13) . 11_666 ? O5 V2 O1 93.96(15) . . ? O2 V2 O1 88.57(14) 5_565 . ? O4 V2 O1 85.23(14) . . ? O3 V2 O1 177.40(14) 11_666 . ? O5 V2 O6 179.48(14) . . ? O2 V2 O6 84.91(13) 5_565 . ? O4 V2 O6 87.18(13) . . ? O3 V2 O6 91.94(13) 11_666 . ? O1 V2 O6 86.24(14) . . ? O7 V3 O7 91.54(15) . 3_675 ? O7 V3 O7 91.54(15) . 5_465 ? O7 V3 O7 91.54(15) 3_675 5_465 ? O7 V3 O8 176.12(16) . 5_465 ? O7 V3 O8 86.60(15) 3_675 5_465 ? O7 V3 O8 91.91(15) 5_465 5_465 ? O7 V3 O8 86.60(15) . 3_675 ? O7 V3 O8 91.91(15) 3_675 3_675 ? O7 V3 O8 176.12(16) 5_465 3_675 ? O8 V3 O8 90.06(12) 5_465 3_675 ? O7 V3 O8 91.91(15) . . ? O7 V3 O8 176.12(16) 3_675 . ? O7 V3 O8 86.60(14) 5_465 . ? O8 V3 O8 90.06(12) 5_465 . ? O8 V3 O8 90.06(12) 3_675 . ? O8 P1 O4 108.20(18) . . ? O8 P1 O9 114.75(17) . . ? O4 P1 O9 112.44(17) . . ? O8 P1 H1 107.4(11) . . ? O4 P1 H1 107.4(11) . . ? O9 P1 H1 106.3(11) . . ? O2 P2 O3 112.6(2) . . ? O2 P2 O1 113.3(2) . . ? O3 P2 O1 109.90(18) . . ? O2 P2 H2 109(2) . . ? O3 P2 H2 95(2) . . ? O1 P2 H2 116(2) . . ? O5 P3 O5 113.95(13) . 3_665 ? O5 P3 O5 113.95(13) . 5_565 ? O5 P3 O5 113.95(13) 3_665 5_565 ? O5 P3 H3 104.50(16) . . ? O5 P3 H3 104.50(16) 3_665 . ? O5 P3 H3 104.50(16) 5_565 . ? O7 P4 O7 116.1(3) 8_557 . ? O7 P4 O10 108.8(2) 8_557 . ? O7 P4 O10 108.8(2) . . ? O7 P4 H4 111.4(12) 8_557 . ? O7 P4 H4 111.4(12) . . ? O10 P4 H4 99(3) . . ? P2 O1 V2 133.3(2) . . ? P2 O2 V2 137.1(2) . 3_665 ? P2 O3 V2 137.5(2) . 9_456 ? P1 O4 V2 138.7(2) . . ? P3 O5 V2 148.5(2) . . ? V2 O6 H6BW 116(4) . . ? P4 O7 V3 140.7(3) . . ? P1 O8 V3 134.3(2) . . ? P1 O9 V1 138.69(19) . . ? P4 O10 H10 109.5 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? N1 C1 C2 117.5(11) . . ? N1 C1 C7 100.5(12) . . ? C2 C1 C7 111.1(15) . . ? N1 C1 H11 109.1 . . ? C2 C1 H11 109.1 . . ? C7 C1 H11 109.1 . . ? C1 C2 C3 130.9(17) . . ? C1 C2 H2A 104.5 . . ? C3 C2 H2A 104.5 . . ? C1 C2 H2B 104.5 . . ? C3 C2 H2B 104.5 . . ? H2A C2 H2B 105.7 . . ? C4 C3 C2 99.4(13) . . ? C4 C3 H3A 111.9 . . ? C2 C3 H3A 111.9 . . ? C4 C3 H3B 111.9 . . ? C2 C3 H3B 111.9 . . ? H3A C3 H3B 109.6 . . ? C5 C4 C3 115.5(18) . . ? C5 C4 H4A 108.4 . . ? C3 C4 H4A 108.4 . . ? C5 C4 H4B 108.4 . . ? C3 C4 H4B 108.4 . . ? H4A C4 H4B 107.5 . . ? C4 C5 C6 126.2(16) . . ? C4 C5 H5A 105.8 . . ? C6 C5 H5A 105.8 . . ? C4 C5 H5B 105.8 . . ? C6 C5 H5B 105.8 . . ? H5A C5 H5B 106.2 . . ? C7 C6 C5 108.8(18) . . ? C7 C6 H6A 109.9 . . ? C5 C6 H6A 109.9 . . ? C7 C6 H6B 109.9 . . ? C5 C6 H6B 109.9 . . ? H6A C6 H6B 108.3 . . ? C6 C7 C1 117.4(17) . . ? C6 C7 H7A 108 . . ? C1 C7 H7A 108 . . ? C6 C7 H7B 108 . . ? C1 C7 H7B 108 . . ? H7A C7 H7B 107.2 . . ? # END of CIF