data_2
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C22 H24 N3 O10 V' 
_chemical_formula_weight          541.38 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'V'  'V'   0.3005   0.5294 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            triclinic
_symmetry_space_group_name_H-M    P-1
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    10.2939(6) 
_cell_length_b                    10.6590(7) 
_cell_length_c                    12.0364(7) 
_cell_angle_alpha                 68.7100(10) 
_cell_angle_beta                  83.0490(10) 
_cell_angle_gamma                 89.9400(10) 
_cell_volume                      1220.18(13) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     298(2) 
_cell_measurement_reflns_used     4967
_cell_measurement_theta_min       2.8 
_cell_measurement_theta_max       28.3
 
_exptl_crystal_description        block 
_exptl_crystal_colour             brown 
_exptl_crystal_size_max           0.23 
_exptl_crystal_size_mid           0.23 
_exptl_crystal_size_min           0.22 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.474 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              560 
_exptl_absorpt_coefficient_mu     0.467 
_exptl_absorpt_correction_type    ? 
_exptl_absorpt_correction_T_min   0.9001 
_exptl_absorpt_correction_T_max   0.9041 
_exptl_absorpt_process_details    ? 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       298(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   ? 
_diffrn_measurement_method        ? 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             6358 
_diffrn_reflns_av_R_equivalents   0.0094 
_diffrn_reflns_av_sigmaI/netI     0.0181 
_diffrn_reflns_limit_h_min        -12 
_diffrn_reflns_limit_h_max        12 
_diffrn_reflns_limit_k_min        -12 
_diffrn_reflns_limit_k_max        10 
_diffrn_reflns_limit_l_min        -14 
_diffrn_reflns_limit_l_max        14 
_diffrn_reflns_theta_min          2.00 
_diffrn_reflns_theta_max          25.50 
_reflns_number_total              4481 
_reflns_number_gt                 4028 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[\s^2^(Fo^2^)+(0.0563P)^2^+0.6739P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          4481 
_refine_ls_number_parameters      351 
_refine_ls_number_restraints      11 
_refine_ls_R_factor_all           0.0373 
_refine_ls_R_factor_gt            0.0330 
_refine_ls_wR_factor_ref          0.1001 
_refine_ls_wR_factor_gt           0.0955 
_refine_ls_goodness_of_fit_ref    1.024 
_refine_ls_restrained_S_all       1.029 
_refine_ls_shift/su_max           0.001 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
V1 V 0.79284(3) 0.46310(3) 0.19230(3) 0.02843(11) Uani 1 1 d . . . 
N1 N 0.60028(14) 0.52634(15) 0.19724(13) 0.0282(3) Uani 1 1 d . . . 
N2 N 0.56111(14) 0.60931(16) 0.08794(14) 0.0299(3) Uani 1 1 d . . . 
N3 N 1.05916(15) 0.53502(17) 0.12530(16) 0.0345(4) Uani 1 1 d D . . 
O1 O 0.76860(13) 0.43791(16) 0.35403(12) 0.0419(4) Uani 1 1 d . . . 
O2 O 0.77136(12) 0.57356(13) 0.02623(11) 0.0309(3) Uani 1 1 d . . . 
O3 O 0.62502(17) 0.97207(17) -0.47170(14) 0.0526(4) Uani 1 1 d D . . 
O4 O 0.89933(12) 0.64276(14) 0.18204(13) 0.0371(3) Uani 1 1 d . . . 
O5 O 0.96856(12) 0.43381(13) 0.15017(12) 0.0321(3) Uani 1 1 d . . . 
O6 O 1.29732(13) 0.63790(14) 0.09235(14) 0.0403(3) Uani 1 1 d . . . 
H6 H 1.3775 0.6449 0.0850 0.060 Uiso 1 1 calc R . . 
O7 O 0.75307(13) 0.31541(14) 0.20055(13) 0.0399(3) Uani 1 1 d . . . 
O8 O 0.8564(3) 0.0890(2) 0.3933(2) 0.0941(8) Uani 1 1 d D . . 
O9 O 0.0788(4) 0.3928(4) 0.5447(4) 0.1370(13) Uani 1 1 d D . . 
O10 O -0.0094(3) 0.1440(3) 0.5622(4) 0.1171(10) Uani 1 1 d D . . 
C1 C 0.53665(19) 0.3971(2) 0.40688(17) 0.0332(4) Uani 1 1 d . . . 
C2 C 0.6650(2) 0.3766(2) 0.43605(17) 0.0368(4) Uani 1 1 d . . . 
C3 C 0.6843(2) 0.2971(3) 0.5519(2) 0.0492(5) Uani 1 1 d . . . 
H3A H 0.7686 0.2851 0.5731 0.059 Uiso 1 1 calc R . . 
C4 C 0.5783(3) 0.2355(3) 0.6359(2) 0.0515(6) Uani 1 1 d . . . 
H4 H 0.5931 0.1802 0.7128 0.062 Uiso 1 1 calc R . . 
C5 C 0.4501(2) 0.2527(2) 0.61008(19) 0.0440(5) Uani 1 1 d . . . 
C6 C 0.4310(2) 0.3355(2) 0.49599(18) 0.0385(5) Uani 1 1 d . . . 
H6A H 0.3460 0.3511 0.4773 0.046 Uiso 1 1 calc R . . 
C7 C 0.3367(3) 0.1829(3) 0.7049(2) 0.0625(7) Uani 1 1 d . . . 
H7A H 0.3065 0.2410 0.7468 0.094 Uiso 1 1 calc R . . 
H7B H 0.3648 0.1009 0.7609 0.094 Uiso 1 1 calc R . . 
H7C H 0.2667 0.1625 0.6673 0.094 Uiso 1 1 calc R . . 
C8 C 0.51082(18) 0.48229(19) 0.28915(17) 0.0323(4) Uani 1 1 d . . . 
H8 H 0.4252 0.5071 0.2785 0.039 Uiso 1 1 calc R . . 
C9 C 0.65919(16) 0.62734(17) 0.00261(16) 0.0269(4) Uani 1 1 d . . . 
C10 C 0.64799(17) 0.71272(18) -0.12276(16) 0.0282(4) Uani 1 1 d . . . 
C11 C 0.76033(19) 0.7551(2) -0.20617(18) 0.0358(4) Uani 1 1 d . . . 
H11 H 0.8411 0.7247 -0.1830 0.043 Uiso 1 1 calc R . . 
C12 C 0.7537(2) 0.8410(2) -0.32199(19) 0.0409(5) Uani 1 1 d . . . 
H12 H 0.8295 0.8682 -0.3767 0.049 Uiso 1 1 calc R . . 
C13 C 0.6337(2) 0.8873(2) -0.35744(17) 0.0360(4) Uani 1 1 d . . . 
C14 C 0.52110(19) 0.8445(2) -0.27590(18) 0.0384(5) Uani 1 1 d . . . 
H14 H 0.4404 0.8745 -0.2997 0.046 Uiso 1 1 calc R . . 
C15 C 0.52780(18) 0.7583(2) -0.16045(17) 0.0341(4) Uani 1 1 d . . . 
H15 H 0.4514 0.7299 -0.1066 0.041 Uiso 1 1 calc R . . 
C16 C 1.11086(18) 0.7590(2) 0.12056(17) 0.0331(4) Uani 1 1 d . . . 
C17 C 1.24682(18) 0.7550(2) 0.09229(17) 0.0332(4) Uani 1 1 d . . . 
C18 C 1.3253(2) 0.8704(2) 0.0657(2) 0.0444(5) Uani 1 1 d . . . 
H18 H 1.4152 0.8689 0.0452 0.053 Uiso 1 1 calc R . . 
C19 C 1.2714(3) 0.9868(3) 0.0694(3) 0.0583(6) Uani 1 1 d . . . 
H19 H 1.3251 1.0636 0.0511 0.070 Uiso 1 1 calc R . . 
C20 C 1.1387(3) 0.9911(3) 0.1000(3) 0.0634(7) Uani 1 1 d . . . 
H20 H 1.1031 1.0700 0.1036 0.076 Uiso 1 1 calc R . . 
C21 C 1.0590(2) 0.8779(2) 0.1252(2) 0.0496(6) Uani 1 1 d . . . 
H21 H 0.9693 0.8809 0.1456 0.059 Uiso 1 1 calc R . . 
C22 C 1.01879(17) 0.64399(19) 0.14468(16) 0.0302(4) Uani 1 1 d . . . 
H9B H 0.0076(19) 0.421(4) 0.576(3) 0.080 Uiso 1 1 d D . . 
H9A H 0.132(2) 0.398(3) 0.593(2) 0.080 Uiso 1 1 d D . . 
H10B H 0.035(3) 0.081(2) 0.603(3) 0.080 Uiso 1 1 d D . . 
H10A H 0.025(3) 0.2207(15) 0.554(3) 0.080 Uiso 1 1 d D . . 
H3B H 1.1382(16) 0.520(3) 0.093(3) 0.080 Uiso 1 1 d D . . 
H3 H 0.6960(18) 1.013(3) -0.505(3) 0.080 Uiso 1 1 d D . . 
H8A H 0.853(3) 0.1650(16) 0.3333(18) 0.080 Uiso 1 1 d D . . 
H8B H 0.862(4) 0.040(2) 0.349(2) 0.080 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 0.01889(17) 0.03343(19) 0.03147(18) -0.00944(14) -0.00535(12) 0.00297(12) 
N1 0.0234(7) 0.0322(8) 0.0289(8) -0.0108(6) -0.0037(6) 0.0030(6) 
N2 0.0228(7) 0.0351(8) 0.0298(8) -0.0087(7) -0.0058(6) 0.0057(6) 
N3 0.0192(7) 0.0359(9) 0.0488(10) -0.0176(8) 0.0002(7) 0.0006(6) 
O1 0.0284(7) 0.0618(10) 0.0321(7) -0.0124(7) -0.0070(6) -0.0015(6) 
O2 0.0204(6) 0.0376(7) 0.0313(7) -0.0087(6) -0.0025(5) 0.0063(5) 
O3 0.0510(10) 0.0551(10) 0.0363(8) 0.0036(7) -0.0117(7) -0.0019(8) 
O4 0.0220(6) 0.0422(8) 0.0519(8) -0.0238(7) -0.0012(6) 0.0034(5) 
O5 0.0217(6) 0.0315(7) 0.0430(7) -0.0134(6) -0.0048(5) 0.0029(5) 
O6 0.0200(6) 0.0403(8) 0.0606(9) -0.0186(7) -0.0041(6) 0.0026(6) 
O7 0.0282(7) 0.0349(7) 0.0528(9) -0.0104(6) -0.0090(6) 0.0022(6) 
O8 0.1099(19) 0.0663(14) 0.0863(17) -0.0002(12) -0.0258(15) 0.0204(14) 
O9 0.143(3) 0.153(3) 0.154(3) -0.084(3) -0.075(3) 0.015(3) 
O10 0.100(2) 0.100(2) 0.158(3) -0.055(2) -0.019(2) 0.0166(17) 
C1 0.0319(10) 0.0364(10) 0.0321(10) -0.0142(8) -0.0019(8) 0.0022(8) 
C2 0.0358(10) 0.0436(11) 0.0317(10) -0.0147(9) -0.0039(8) 0.0026(8) 
C3 0.0462(13) 0.0634(15) 0.0359(11) -0.0142(10) -0.0103(10) 0.0108(11) 
C4 0.0625(15) 0.0544(14) 0.0309(11) -0.0083(10) -0.0035(10) 0.0121(11) 
C5 0.0533(13) 0.0404(11) 0.0346(11) -0.0135(9) 0.0071(9) 0.0020(10) 
C6 0.0360(11) 0.0414(11) 0.0379(11) -0.0165(9) 0.0024(8) 0.0021(9) 
C7 0.0697(17) 0.0598(16) 0.0435(13) -0.0090(12) 0.0156(12) -0.0001(13) 
C8 0.0237(9) 0.0384(10) 0.0353(10) -0.0143(8) -0.0026(7) 0.0030(7) 
C9 0.0212(8) 0.0269(8) 0.0338(9) -0.0120(7) -0.0056(7) 0.0019(7) 
C10 0.0263(9) 0.0270(9) 0.0318(9) -0.0108(7) -0.0058(7) 0.0017(7) 
C11 0.0261(9) 0.0369(10) 0.0392(10) -0.0075(8) -0.0049(8) 0.0063(8) 
C12 0.0306(10) 0.0457(12) 0.0360(10) -0.0043(9) 0.0005(8) 0.0019(9) 
C13 0.0392(11) 0.0330(10) 0.0324(10) -0.0063(8) -0.0098(8) 0.0018(8) 
C14 0.0289(10) 0.0441(11) 0.0391(11) -0.0090(9) -0.0128(8) 0.0045(8) 
C15 0.0239(9) 0.0413(11) 0.0353(10) -0.0115(8) -0.0056(8) 0.0009(8) 
C16 0.0287(9) 0.0357(10) 0.0363(10) -0.0143(8) -0.0064(8) 0.0022(8) 
C17 0.0286(9) 0.0377(10) 0.0333(10) -0.0123(8) -0.0064(8) 0.0004(8) 
C18 0.0328(11) 0.0482(12) 0.0530(13) -0.0196(10) -0.0047(9) -0.0062(9) 
C19 0.0517(14) 0.0448(13) 0.0824(18) -0.0279(13) -0.0084(13) -0.0116(11) 
C20 0.0549(15) 0.0445(13) 0.103(2) -0.0402(15) -0.0137(14) 0.0060(11) 
C21 0.0362(11) 0.0475(13) 0.0722(16) -0.0306(12) -0.0067(11) 0.0063(10) 
C22 0.0225(9) 0.0381(10) 0.0311(9) -0.0132(8) -0.0064(7) 0.0055(7) 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
V1 O7 1.5917(14) . ? 
V1 O1 1.8512(14) . ? 
V1 O5 1.8758(13) . ? 
V1 O2 1.9565(13) . ? 
V1 N1 2.0939(15) . ? 
V1 O4 2.1643(14) . ? 
N1 C8 1.292(2) . ? 
N1 N2 1.399(2) . ? 
N2 C9 1.310(2) . ? 
N3 C22 1.322(2) . ? 
N3 O5 1.350(2) . ? 
N3 H3B 0.896(10) . ? 
O1 C2 1.348(2) . ? 
O2 C9 1.305(2) . ? 
O3 C13 1.358(2) . ? 
O3 H3 0.831(10) . ? 
O4 C22 1.256(2) . ? 
O6 C17 1.351(2) . ? 
O6 H6 0.8200 . ? 
O8 H8A 0.872(10) . ? 
O8 H8B 0.876(10) . ? 
O9 H9B 0.884(10) . ? 
O9 H9A 0.859(10) . ? 
O10 H10B 0.847(10) . ? 
O10 H10A 0.859(10) . ? 
C1 C6 1.404(3) . ? 
C1 C2 1.405(3) . ? 
C1 C8 1.435(3) . ? 
C2 C3 1.382(3) . ? 
C3 C4 1.377(3) . ? 
C3 H3A 0.9300 . ? 
C4 C5 1.389(3) . ? 
C4 H4 0.9300 . ? 
C5 C6 1.374(3) . ? 
C5 C7 1.510(3) . ? 
C6 H6A 0.9300 . ? 
C7 H7A 0.9600 . ? 
C7 H7B 0.9600 . ? 
C7 H7C 0.9600 . ? 
C8 H8 0.9300 . ? 
C9 C10 1.471(2) . ? 
C10 C11 1.393(3) . ? 
C10 C15 1.395(3) . ? 
C11 C12 1.372(3) . ? 
C11 H11 0.9300 . ? 
C12 C13 1.387(3) . ? 
C12 H12 0.9300 . ? 
C13 C14 1.384(3) . ? 
C14 C15 1.370(3) . ? 
C14 H14 0.9300 . ? 
C15 H15 0.9300 . ? 
C16 C21 1.391(3) . ? 
C16 C17 1.404(3) . ? 
C16 C22 1.471(3) . ? 
C17 C18 1.386(3) . ? 
C18 C19 1.372(3) . ? 
C18 H18 0.9300 . ? 
C19 C20 1.376(4) . ? 
C19 H19 0.9300 . ? 
C20 C21 1.378(3) . ? 
C20 H20 0.9300 . ? 
C21 H21 0.9300 . ? 
 
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 
O7 V1 O1 99.83(7) . . ? 
O7 V1 O5 89.55(6) . . ? 
O1 V1 O5 108.20(6) . . ? 
O7 V1 O2 102.62(7) . . ? 
O1 V1 O2 149.39(6) . . ? 
O5 V1 O2 92.59(5) . . ? 
O7 V1 N1 94.77(7) . . ? 
O1 V1 N1 83.61(6) . . ? 
O5 V1 N1 166.57(6) . . ? 
O2 V1 N1 74.07(5) . . ? 
O7 V1 O4 164.48(6) . . ? 
O1 V1 O4 81.41(6) . . ? 
O5 V1 O4 75.48(5) . . ? 
O2 V1 O4 82.46(6) . . ? 
N1 V1 O4 100.73(5) . . ? 
C8 N1 N2 117.25(15) . . ? 
C8 N1 V1 125.31(13) . . ? 
N2 N1 V1 116.88(11) . . ? 
C9 N2 N1 108.53(14) . . ? 
C22 N3 O5 116.72(15) . . ? 
C22 N3 H3B 129(2) . . ? 
O5 N3 H3B 114(2) . . ? 
C2 O1 V1 127.67(12) . . ? 
C9 O2 V1 119.22(11) . . ? 
C13 O3 H3 112(2) . . ? 
C22 O4 V1 112.50(12) . . ? 
N3 O5 V1 118.70(11) . . ? 
C17 O6 H6 109.5 . . ? 
H8A O8 H8B 94.6(18) . . ? 
H9B O9 H9A 99(2) . . ? 
H10B O10 H10A 110(2) . . ? 
C6 C1 C2 119.17(18) . . ? 
C6 C1 C8 119.24(18) . . ? 
C2 C1 C8 121.57(17) . . ? 
O1 C2 C3 119.93(19) . . ? 
O1 C2 C1 120.80(17) . . ? 
C3 C2 C1 119.21(19) . . ? 
C4 C3 C2 119.9(2) . . ? 
C4 C3 H3A 120.1 . . ? 
C2 C3 H3A 120.1 . . ? 
C3 C4 C5 122.5(2) . . ? 
C3 C4 H4 118.8 . . ? 
C5 C4 H4 118.8 . . ? 
C6 C5 C4 117.5(2) . . ? 
C6 C5 C7 121.8(2) . . ? 
C4 C5 C7 120.7(2) . . ? 
C5 C6 C1 121.7(2) . . ? 
C5 C6 H6A 119.2 . . ? 
C1 C6 H6A 119.2 . . ? 
C5 C7 H7A 109.5 . . ? 
C5 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C5 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
N1 C8 C1 123.41(17) . . ? 
N1 C8 H8 118.3 . . ? 
C1 C8 H8 118.3 . . ? 
O2 C9 N2 121.29(16) . . ? 
O2 C9 C10 117.61(15) . . ? 
N2 C9 C10 121.06(15) . . ? 
C11 C10 C15 118.26(17) . . ? 
C11 C10 C9 119.77(16) . . ? 
C15 C10 C9 121.90(16) . . ? 
C12 C11 C10 121.05(18) . . ? 
C12 C11 H11 119.5 . . ? 
C10 C11 H11 119.5 . . ? 
C11 C12 C13 119.95(18) . . ? 
C11 C12 H12 120.0 . . ? 
C13 C12 H12 120.0 . . ? 
O3 C13 C14 119.58(18) . . ? 
O3 C13 C12 120.83(19) . . ? 
C14 C13 C12 119.57(18) . . ? 
C15 C14 C13 120.42(18) . . ? 
C15 C14 H14 119.8 . . ? 
C13 C14 H14 119.8 . . ? 
C14 C15 C10 120.72(18) . . ? 
C14 C15 H15 119.6 . . ? 
C10 C15 H15 119.6 . . ? 
C21 C16 C17 118.92(19) . . ? 
C21 C16 C22 117.61(18) . . ? 
C17 C16 C22 123.47(17) . . ? 
O6 C17 C18 121.91(18) . . ? 
O6 C17 C16 118.73(17) . . ? 
C18 C17 C16 119.36(19) . . ? 
C19 C18 C17 120.5(2) . . ? 
C19 C18 H18 119.8 . . ? 
C17 C18 H18 119.8 . . ? 
C18 C19 C20 120.8(2) . . ? 
C18 C19 H19 119.6 . . ? 
C20 C19 H19 119.6 . . ? 
C19 C20 C21 119.6(2) . . ? 
C19 C20 H20 120.2 . . ? 
C21 C20 H20 120.2 . . ? 
C20 C21 C16 120.9(2) . . ? 
C20 C21 H21 119.5 . . ? 
C16 C21 H21 119.5 . . ? 
O4 C22 N3 116.10(17) . . ? 
O4 C22 C16 123.42(17) . . ? 
N3 C22 C16 120.46(16) . . ? 
 
loop_ 
 _geom_hbond_atom_site_label_D 
 _geom_hbond_atom_site_label_H 
 _geom_hbond_atom_site_label_A 
 _geom_hbond_distance_DH 
 _geom_hbond_distance_HA 
 _geom_hbond_distance_DA 
 _geom_hbond_angle_DHA 
 _geom_hbond_site_symmetry_A 
O6 H6 N2  0.82 1.93 2.728(2) 164.6 1_655 
O9 H9B O9  0.884(10) 2.25(3) 2.764(8) 117(3) 2_566 
O9 H9A O1  0.859(10) 2.34(2) 3.045(4) 139(3) 2_666 
O9 H9A O4  0.859(10) 2.56(2) 3.207(4) 133(3) 2_666 
O10 H10B O8  0.847(10) 2.12(2) 2.858(4) 146(3) 2_656 
O10 H10A O9  0.859(10) 1.877(12) 2.731(5) 173(3) . 
N3 H3B O6  0.896(10) 2.06(3) 2.612(2) 119(2) . 
N3 H3B O2  0.896(10) 2.16(2) 2.910(2) 141(3) 2_765 
O3 H3 O8  0.831(10) 1.916(13) 2.733(3) 167(3) 1_564 
O8 H8A O7  0.872(10) 2.174(18) 2.978(3) 153(3) . 
 
_diffrn_measured_fraction_theta_max    0.988 
_diffrn_reflns_theta_full              25.50 
_diffrn_measured_fraction_theta_full   0.988 
_refine_diff_density_max    0.296 
_refine_diff_density_min   -0.334 
_refine_diff_density_rms    0.048