# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1007034'
_audit_update_record             
;
2014-06-06 deposited with the CCDC.
2015-06-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H10 N3 O3 S V'
_chemical_formula_sum            'C12 H10 N3 O3 S V'
_chemical_formula_weight         327.23

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.1876(3)
_cell_length_b                   10.6882(4)
_cell_length_c                   16.6167(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.567(2)
_cell_angle_gamma                90.00
_cell_volume                     1275.26(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    188
_cell_measurement_theta_min      3
_cell_measurement_theta_max      20

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.704
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664
_exptl_absorpt_coefficient_mu    0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2007)'
_exptl_absorpt_correction_T_min  0.8325
_exptl_absorpt_correction_T_max  0.9026

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            43228
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0089
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         27.50
_reflns_number_total             2933
_reflns_number_gt                2760
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.0345P)²+1.1087P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2933
_refine_ls_number_parameters     195
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0277
_refine_ls_wR_factor_ref         0.0759
_refine_ls_wR_factor_gt          0.0745
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_restrained_S_all      1.137
_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
V V 0.71797(4) 0.22178(2) 0.081372(15) 0.01396(9) Uani 1 1 d . . .
O1 O 0.66269(16) 0.06032(10) 0.13204(7) 0.0162(2) Uani 1 1 d . . .
O2 O 0.53110(18) 0.30220(12) 0.09575(8) 0.0234(3) Uani 1 1 d . . .
O3 O 0.88869(19) 0.27379(12) 0.13889(7) 0.0245(3) Uani 1 1 d . . .
N1 N 0.78665(19) 0.31554(13) -0.02512(8) 0.0153(3) Uani 1 1 d . . .
N2 N 0.76027(18) 0.08236(12) -0.00670(8) 0.0132(3) Uani 1 1 d . . .
N3 N 0.73719(18) -0.04151(12) 0.01498(8) 0.0146(3) Uani 1 1 d . . .
C1 C 0.8274(2) 0.24620(15) -0.09028(9) 0.0146(3) Uani 1 1 d . . .
C2 C 0.8773(2) 0.30146(17) -0.16180(10) 0.0201(3) Uani 1 1 d . . .
H2 H 0.9067 0.2517 -0.2069 0.024 Uiso 1 1 calc R . .
C3 C 0.8831(2) 0.43129(18) -0.16591(11) 0.0227(4) Uani 1 1 d . . .
H3 H 0.9183 0.4713 -0.2140 0.027 Uiso 1 1 calc R . .
C4 C 0.8376(2) 0.50208(17) -0.10027(11) 0.0220(3) Uani 1 1 d . . .
H4 H 0.8389 0.5909 -0.1027 0.026 Uiso 1 1 calc R . .
C5 C 0.7899(2) 0.44046(16) -0.03042(10) 0.0198(3) Uani 1 1 d . . .
H5 H 0.7584 0.4887 0.0151 0.024 Uiso 1 1 calc R . .
C6 C 0.8115(2) 0.11029(16) -0.07797(9) 0.0146(3) Uani 1 1 d . . .
C7 C 0.6845(2) -0.04113(14) 0.08957(9) 0.0134(3) Uani 1 1 d . A .
C8 C 0.6518(2) -0.16052(15) 0.12863(9) 0.0142(3) Uani 1 1 d . . .
C12 C 0.8483(2) 0.01825(17) -0.14223(10) 0.0210(3) Uani 1 1 d . . .
H12A H 0.8129 -0.0656 -0.1246 0.031 Uiso 1 1 calc R . .
H12B H 0.9812 0.0192 -0.1532 0.031 Uiso 1 1 calc R . .
H12C H 0.7753 0.0404 -0.1914 0.031 Uiso 1 1 calc R . .
S1 S 0.59778(9) -0.16375(5) 0.22825(3) 0.01490(16) Uani 0.836(2) 1 d PD A 1
C9 C 0.6542(4) -0.2795(3) 0.09730(19) 0.0181(6) Uani 0.836(2) 1 d PD A 1
H9 H 0.6802 -0.2963 0.0428 0.022 Uiso 0.836(2) 1 calc PR A 1
C10 C 0.6152(14) -0.3732(3) 0.15227(18) 0.0193(7) Uani 0.836(2) 1 d PD A 1
H10 H 0.6122 -0.4600 0.1399 0.023 Uiso 0.836(2) 1 calc PR A 1
C11 C 0.5818(6) -0.3241(2) 0.22646(16) 0.0149(5) Uani 0.836(2) 1 d PD A 1
H11 H 0.5530 -0.3733 0.2719 0.018 Uiso 0.836(2) 1 calc PR A 1
S1B S 0.6744(6) -0.2928(4) 0.0778(2) 0.01490(16) Uani 0.164(2) 1 d PD A 2
C9B C 0.615(2) -0.1760(13) 0.2083(7) 0.0181(6) Uani 0.164(2) 1 d PD A 2
H9B H 0.6039 -0.1093 0.2455 0.022 Uiso 0.164(2) 1 calc PR A 2
C10B C 0.595(4) -0.3020(15) 0.2275(8) 0.0193(7) Uani 0.164(2) 1 d PD A 2
H10B H 0.5680 -0.3322 0.2794 0.023 Uiso 0.164(2) 1 calc PR A 2
C11B C 0.621(8) -0.3766(12) 0.1619(10) 0.0149(5) Uani 0.164(2) 1 d PD A 2
H11B H 0.6109 -0.4652 0.1629 0.018 Uiso 0.164(2) 1 calc PR A 2


_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
V O3 1.6196(13) . ?
V O2 1.6213(12) . ?
V O1 1.9684(11) . ?
V N1 2.1112(13) . ?
V N2 2.1200(13) . ?
O1 C7 1.3071(19) . ?
N1 C5 1.338(2) . ?
N1 C1 1.355(2) . ?
N2 C6 1.291(2) . ?
N2 N3 1.3840(18) . ?
N3 C7 1.312(2) . ?
C1 C2 1.388(2) . ?
C1 C6 1.472(2) . ?
C2 C3 1.390(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(2) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C12 1.485(2) . ?
C7 C8 1.456(2) . ?
C8 C9B 1.371(12) . ?
C8 C9 1.374(4) . ?
C8 S1B 1.659(4) . ?
C8 S1 1.7175(16) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
S1 C11 1.718(2) . ?
C9 C10 1.393(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.371(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
S1B C11B 1.718(6) . ?
C9B C10B 1.392(6) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.370(5) . ?
C10B H10B 0.9500 . ?
C11B H11B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 V O2 109.99(7) . . ?
O3 V O1 102.16(6) . . ?
O2 V O1 102.55(6) . . ?
O3 V N1 97.60(6) . . ?
O2 V N1 95.64(6) . . ?
O1 V N1 146.50(5) . . ?
O3 V N2 121.35(6) . . ?
O2 V N2 128.29(6) . . ?
O1 V N2 73.56(5) . . ?
N1 V N2 73.08(5) . . ?
C7 O1 V 117.71(10) . . ?
C5 N1 C1 119.21(14) . . ?
C5 N1 V 122.28(12) . . ?
C1 N1 V 118.51(11) . . ?
C6 N2 N3 120.16(13) . . ?
C6 N2 V 121.76(11) . . ?
N3 N2 V 118.05(9) . . ?
C7 N3 N2 106.61(12) . . ?
N1 C1 C2 121.65(15) . . ?
N1 C1 C6 114.05(13) . . ?
C2 C1 C6 124.29(15) . . ?
C1 C2 C3 118.44(16) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C4 C3 C2 120.02(16) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 118.45(16) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 122.20(17) . . ?
N1 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
N2 C6 C1 112.52(14) . . ?
N2 C6 C12 125.04(15) . . ?
C1 C6 C12 122.44(14) . . ?
O1 C7 N3 124.00(14) . . ?
O1 C7 C8 117.44(13) . . ?
N3 C7 C8 118.54(14) . . ?
C9B C8 C9 105.1(6) . . ?
C9B C8 C7 125.3(6) . . ?
C9 C8 C7 129.58(18) . . ?
C9B C8 S1B 114.6(6) . . ?
C9 C8 S1B 10.0(2) . . ?
C7 C8 S1B 119.91(18) . . ?
C9B C8 S1 6.1(6) . . ?
C9 C8 S1 110.72(16) . . ?
C7 C8 S1 119.70(12) . . ?
S1B C8 S1 120.35(17) . . ?
C6 C12 H12A 109.5 . . ?
C6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 S1 C11 91.21(10) . . ?
C8 C9 C10 114.3(3) . . ?
C8 C9 H9 122.9 . . ?
C10 C9 H9 122.9 . . ?
C11 C10 C9 111.3(3) . . ?
C11 C10 H10 124.4 . . ?
C9 C10 H10 124.4 . . ?
C10 C11 S1 112.5(2) . . ?
C10 C11 H11 123.7 . . ?
S1 C11 H11 123.7 . . ?
C8 S1B C11B 89.9(5) . . ?
C8 C9B C10B 111.4(6) . . ?
C8 C9B H9B 124.3 . . ?
C10B C9B H9B 124.3 . . ?
C11B C10B C9B 111.2(7) . . ?
C11B C10B H10B 124.4 . . ?
C9B C10B H10B 124.4 . . ?
C10B C11B S1B 112.8(7) . . ?
C10B C11B H11B 123.6 . . ?
S1B C11B H11B 123.6 . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 V O1 C7 -117.48(12) . . . . ?
O2 V O1 C7 128.55(11) . . . . ?
N1 V O1 C7 7.31(16) . . . . ?
N2 V O1 C7 1.95(10) . . . . ?
O3 V N1 C5 -62.34(14) . . . . ?
O2 V N1 C5 48.74(14) . . . . ?
O1 V N1 C5 171.75(12) . . . . ?
N2 V N1 C5 177.12(14) . . . . ?
O3 V N1 C1 118.16(12) . . . . ?
O2 V N1 C1 -130.76(12) . . . . ?
O1 V N1 C1 -7.75(17) . . . . ?
N2 V N1 C1 -2.38(11) . . . . ?
O3 V N2 C6 -85.94(13) . . . . ?
O2 V N2 C6 86.43(13) . . . . ?
O1 V N2 C6 179.62(13) . . . . ?
N1 V N2 C6 2.71(12) . . . . ?
O3 V N2 N3 92.02(11) . . . . ?
O2 V N2 N3 -95.61(12) . . . . ?
O1 V N2 N3 -2.42(10) . . . . ?
N1 V N2 N3 -179.33(12) . . . . ?
C6 N2 N3 C7 -179.68(13) . . . . ?
V N2 N3 C7 2.33(15) . . . . ?
C5 N1 C1 C2 1.8(2) . . . . ?
V N1 C1 C2 -178.73(12) . . . . ?
C5 N1 C1 C6 -177.56(14) . . . . ?
V N1 C1 C6 1.96(17) . . . . ?
N1 C1 C2 C3 -0.7(2) . . . . ?
C6 C1 C2 C3 178.58(15) . . . . ?
C1 C2 C3 C4 -0.8(3) . . . . ?
C2 C3 C4 C5 1.1(3) . . . . ?
C1 N1 C5 C4 -1.4(2) . . . . ?
V N1 C5 C4 179.10(12) . . . . ?
C3 C4 C5 N1 0.0(3) . . . . ?
N3 N2 C6 C1 179.59(12) . . . . ?
V N2 C6 C1 -2.49(18) . . . . ?
N3 N2 C6 C12 0.5(2) . . . . ?
V N2 C6 C12 178.45(12) . . . . ?
N1 C1 C6 N2 0.29(19) . . . . ?
C2 C1 C6 N2 -178.99(14) . . . . ?
N1 C1 C6 C12 179.37(14) . . . . ?
C2 C1 C6 C12 0.1(2) . . . . ?
V O1 C7 N3 -1.4(2) . . . . ?
V O1 C7 C8 177.21(10) . . . . ?
N2 N3 C7 O1 -0.7(2) . . . . ?
N2 N3 C7 C8 -179.29(13) . . . . ?
O1 C7 C8 C9B -5.7(10) . . . . ?
N3 C7 C8 C9B 173.0(9) . . . . ?
O1 C7 C8 C9 175.9(2) . . . . ?
N3 C7 C8 C9 -5.4(3) . . . . ?
O1 C7 C8 S1B 179.2(2) . . . . ?
N3 C7 C8 S1B -2.0(3) . . . . ?
O1 C7 C8 S1 -3.04(19) . . . . ?
N3 C7 C8 S1 175.69(12) . . . . ?
C9B C8 S1 C11 -21(7) . . . . ?
C9 C8 S1 C11 0.6(2) . . . . ?
C7 C8 S1 C11 179.72(19) . . . . ?
S1B C8 S1 C11 -2.6(2) . . . . ?
C9B C8 C9 C10 1.7(9) . . . . ?
C7 C8 C9 C10 -179.6(5) . . . . ?
S1B C8 C9 C10 163.7(17) . . . . ?
S1 C8 C9 C10 -0.6(5) . . . . ?
C8 C9 C10 C11 0.3(9) . . . . ?
C9 C10 C11 S1 0.1(8) . . . . ?
C8 S1 C11 C10 -0.4(5) . . . . ?
C9B C8 S1B C11B 3(2) . . . . ?
C9 C8 S1B C11B -16(2) . . . . ?
C7 C8 S1B C11B 178.8(19) . . . . ?
S1 C8 S1B C11B 1.0(19) . . . . ?
C9 C8 C9B C10B 0.4(18) . . . . ?
C7 C8 C9B C10B -178.3(14) . . . . ?
S1B C8 C9B C10B -3(2) . . . . ?
S1 C8 C9B C10B 159(8) . . . . ?
C8 C9B C10B C11B 1(4) . . . . ?
C9B C10B C11B S1B 1(5) . . . . ?
C8 S1B C11B C10B -3(4) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.029
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.062


###  
###  The maximum and minimum residual electron density peaks of 
###  1.03 and 0.41 e\%A^-3^, respectively, were located 0.78 \%A 
###  and 0.51 \%A from the V atom.
###
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1007035'
_audit_update_record             
;
2014-06-06 deposited with the CCDC.
2015-06-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H15 N4 O3 V'
_chemical_formula_sum            'C19 H15 N4 O3 V'
_chemical_formula_weight         398.29

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'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.2745(2)
_cell_length_b                   14.3309(3)
_cell_length_c                   16.7694(4)
_cell_angle_alpha                87.92(10)
_cell_angle_beta                 80.07(10)
_cell_angle_gamma                83.41(10)
_cell_volume                     1710.41(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9983
_cell_measurement_theta_min      2.4664
_cell_measurement_theta_max      29.1196

_exptl_crystal_description       prism
_exptl_crystal_colour            dark-red
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             816
_exptl_absorpt_coefficient_mu    0.609
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2007)'
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_T_max  0.92

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            29305
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0291
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         27.50
_reflns_number_total             7826
_reflns_number_gt                6698
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.0459P)²+0.8647P] where P=(Fo²+2Fc²)/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         7826
_refine_ls_number_parameters     499
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0908
_refine_ls_wR_factor_gt          0.0862
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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 0.41613(4) 0.81233(2) 0.392942(17) 0.01903(8) Uani 1 1 d . . .
O1 O 0.66675(17) 0.77280(9) 0.33478(7) 0.0227(3) Uani 1 1 d . . .
O2 O 0.45330(17) 0.87374(9) 0.46663(8) 0.0262(3) Uani 1 1 d . . .
O3 O 0.33708(18) 0.71512(9) 0.42809(8) 0.0272(3) Uani 1 1 d . . .
N1 N 0.1512(2) 0.88538(10) 0.38946(9) 0.0209(3) Uani 1 1 d . . .
N2 N 0.4158(2) 0.85880(10) 0.27232(9) 0.0194(3) Uani 1 1 d . . .
N3 N 0.5760(2) 0.83388(10) 0.21682(9) 0.0205(3) Uani 1 1 d . . .
N4 N 0.7804(2) 0.75836(12) 0.07992(10) 0.0307(4) Uani 1 1 d D . .
H1N H 0.794(3) 0.7324(15) 0.0325(8) 0.037 Uiso 1 1 d D . .
H2N H 0.6697(19) 0.7837(15) 0.1045(13) 0.037 Uiso 1 1 d D . .
C1 C 0.1123(2) 0.92364(11) 0.31825(11) 0.0211(3) Uani 1 1 d . . .
C2 C -0.0649(2) 0.96806(12) 0.31245(12) 0.0259(4) Uani 1 1 d . . .
H2 H -0.0919 0.9943 0.2624 0.031 Uiso 1 1 calc R . .
C3 C -0.2019(3) 0.97338(13) 0.38147(13) 0.0292(4) Uani 1 1 d . . .
H3 H -0.3242 1.0033 0.3788 0.035 Uiso 1 1 calc R . .
C4 C -0.1607(3) 0.93532(12) 0.45388(12) 0.0268(4) Uani 1 1 d . . .
H4 H -0.2531 0.9393 0.5015 0.032 Uiso 1 1 calc R . .
C5 C 0.0176(2) 0.89125(12) 0.45572(11) 0.0242(4) Uani 1 1 d . . .
H5 H 0.0466 0.8643 0.5053 0.029 Uiso 1 1 calc R . .
C6 C 0.2709(2) 0.90813(11) 0.25004(10) 0.0197(3) Uani 1 1 d . . .
C7 C 0.7002(2) 0.78603(11) 0.25624(10) 0.0195(3) Uani 1 1 d . . .
C8 C 0.8799(2) 0.74373(11) 0.21156(10) 0.0194(3) Uani 1 1 d . . .
C9 C 0.9095(3) 0.72860(11) 0.12692(11) 0.0223(3) Uani 1 1 d . . .
C10 C 1.0809(3) 0.67887(12) 0.09148(12) 0.0275(4) Uani 1 1 d . . .
H10 H 1.1022 0.6662 0.0352 0.033 Uiso 1 1 calc R . .
C11 C 1.2179(3) 0.64829(12) 0.13654(12) 0.0281(4) Uani 1 1 d . . .
H11 H 1.3325 0.6155 0.1108 0.034 Uiso 1 1 calc R . .
C12 C 1.1912(3) 0.66464(12) 0.21950(12) 0.0256(4) Uani 1 1 d . . .
H12 H 1.2871 0.6442 0.2501 0.031 Uiso 1 1 calc R . .
C13 C 1.0234(2) 0.71089(11) 0.25600(11) 0.0218(3) Uani 1 1 d . . .
H13 H 1.0034 0.7211 0.3127 0.026 Uiso 1 1 calc R . .
C14 C 0.2581(2) 0.94254(11) 0.16694(11) 0.0202(3) Uani 1 1 d . . .
C15 C 0.1966(2) 1.03648(12) 0.15158(11) 0.0218(3) Uani 1 1 d . . .
H15 H 0.1605 1.0790 0.1951 0.026 Uiso 1 1 calc R . .
C16 C 0.1883(2) 1.06769(12) 0.07279(11) 0.0248(4) Uani 1 1 d . . .
H16 H 0.1490 1.1319 0.0625 0.030 Uiso 1 1 calc R . .
C17 C 0.2373(3) 1.00548(13) 0.00898(12) 0.0273(4) Uani 1 1 d . . .
H17 H 0.2307 1.0269 -0.0448 0.033 Uiso 1 1 calc R . .
C18 C 0.2958(3) 0.91201(13) 0.02414(11) 0.0262(4) Uani 1 1 d . . .
H18 H 0.3276 0.8692 -0.0193 0.031 Uiso 1 1 calc R . .
C19 C 0.3080(2) 0.88086(12) 0.10230(11) 0.0235(4) Uani 1 1 d . . .
H19 H 0.3507 0.8170 0.1121 0.028 Uiso 1 1 calc R . .
V2 V 0.28284(4) 0.358008(19) 0.115779(16) 0.01621(8) Uani 1 1 d . . .
O1A O 0.06321(16) 0.28875(8) 0.14603(7) 0.0200(2) Uani 1 1 d . . .
O2A O 0.42497(17) 0.28440(9) 0.05706(8) 0.0248(3) Uani 1 1 d . . .
O3A O 0.20483(17) 0.44447(8) 0.06168(8) 0.0235(3) Uani 1 1 d . . .
N1A N 0.49007(19) 0.42601(9) 0.15611(8) 0.0176(3) Uani 1 1 d . . .
N2A N 0.21821(19) 0.36009(9) 0.24394(8) 0.0171(3) Uani 1 1 d . . .
N3A N 0.05822(19) 0.32171(9) 0.27982(8) 0.0179(3) Uani 1 1 d . . .
N4A N -0.2160(2) 0.26202(12) 0.39071(9) 0.0262(3) Uani 1 1 d D . .
H3N H -0.290(3) 0.2613(15) 0.4371(8) 0.031 Uiso 1 1 d D . .
H4N H -0.125(2) 0.2970(13) 0.3808(13) 0.031 Uiso 1 1 d D . .
C1A C 0.4824(2) 0.43641(11) 0.23693(10) 0.0170(3) Uani 1 1 d . . .
C2A C 0.6240(2) 0.47475(11) 0.26628(11) 0.0201(3) Uani 1 1 d . . .
H2A H 0.6203 0.4796 0.3229 0.024 Uiso 1 1 calc R . .
C3A C 0.7717(2) 0.50605(12) 0.21139(11) 0.0223(4) Uani 1 1 d . . .
H3A H 0.8691 0.5330 0.2303 0.027 Uiso 1 1 calc R . .
C4A C 0.7756(2) 0.49770(12) 0.12946(11) 0.0224(4) Uani 1 1 d . . .
H4A H 0.8738 0.5200 0.0913 0.027 Uiso 1 1 calc R . .
C5A C 0.6330(2) 0.45598(12) 0.10385(11) 0.0204(3) Uani 1 1 d . . .
H5A H 0.6370 0.4485 0.0475 0.024 Uiso 1 1 calc R . .
C6A C 0.3167(2) 0.40102(11) 0.28758(10) 0.0167(3) Uani 1 1 d . . .
C7A C -0.0135(2) 0.28497(11) 0.22226(10) 0.0173(3) Uani 1 1 d . . .
C8A C -0.1834(2) 0.23695(11) 0.24463(10) 0.0173(3) Uani 1 1 d . . .
C9A C -0.2761(2) 0.22800(11) 0.32594(10) 0.0187(3) Uani 1 1 d . . .
C10A C -0.4369(2) 0.17952(12) 0.34039(11) 0.0215(3) Uani 1 1 d . . .
H10A H -0.5006 0.1726 0.3943 0.026 Uiso 1 1 calc R . .
C11A C -0.5037(2) 0.14201(13) 0.27811(11) 0.0245(4) Uani 1 1 d . . .
H11A H -0.6122 0.1095 0.2897 0.029 Uiso 1 1 calc R . .
C12A C -0.4140(3) 0.15113(13) 0.19812(11) 0.0256(4) Uani 1 1 d . . .
H12A H -0.4606 0.1252 0.1552 0.031 Uiso 1 1 calc R . .
C13A C -0.2565(2) 0.19844(12) 0.18250(11) 0.0216(3) Uani 1 1 d . . .
H13A H -0.1956 0.2052 0.1281 0.026 Uiso 1 1 calc R . .
C14A C 0.2744(2) 0.41023(11) 0.37655(10) 0.0174(3) Uani 1 1 d . . .
C15A C 0.2875(2) 0.49538(11) 0.41283(10) 0.0197(3) Uani 1 1 d . . .
H15A H 0.3203 0.5483 0.3799 0.024 Uiso 1 1 calc R . .
C16A C 0.2528(2) 0.50268(12) 0.49640(11) 0.0231(4) Uani 1 1 d . . .
H16A H 0.2615 0.5606 0.5205 0.028 Uiso 1 1 calc R . .
C17A C 0.2056(2) 0.42589(13) 0.54491(11) 0.0245(4) Uani 1 1 d . . .
H17A H 0.1839 0.4308 0.6022 0.029 Uiso 1 1 calc R . .
C18A C 0.1901(2) 0.34149(12) 0.50943(11) 0.0228(4) Uani 1 1 d . . .
H18A H 0.1576 0.2888 0.5427 0.027 Uiso 1 1 calc R . .
C19A C 0.2217(2) 0.33380(12) 0.42643(10) 0.0194(3) Uani 1 1 d . . .
H19A H 0.2076 0.2763 0.4028 0.023 Uiso 1 1 calc R . .


_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 O2 1.6196(13) . ?
V1 O3 1.6206(13) . ?
V1 O1 1.9458(12) . ?
V1 N1 2.0939(15) . ?
V1 N2 2.1067(14) . ?
O1 C7 1.308(2) . ?
N1 C5 1.342(2) . ?
N1 C1 1.356(2) . ?
N2 C6 1.303(2) . ?
N2 N3 1.381(2) . ?
N3 C7 1.324(2) . ?
N4 C9 1.351(2) . ?
N4 H1N 0.875(10) . ?
N4 H2N 0.883(10) . ?
C1 C2 1.388(2) . ?
C1 C6 1.481(2) . ?
C2 C3 1.389(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C14 1.476(2) . ?
C7 C8 1.467(2) . ?
C8 C13 1.413(2) . ?
C8 C9 1.419(2) . ?
C9 C10 1.409(3) . ?
C10 C11 1.375(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.396(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.375(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C19 1.396(2) . ?
C14 C15 1.398(2) . ?
C15 C16 1.388(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.390(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.386(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.383(3) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
V2 O3A 1.6171(12) . ?
V2 O2A 1.6203(12) . ?
V2 O1A 1.9604(12) . ?
V2 N1A 2.1015(14) . ?
V2 N2A 2.1200(14) . ?
O1A C7A 1.306(2) . ?
N1A C5A 1.340(2) . ?
N1A C1A 1.360(2) . ?
N2A C6A 1.304(2) . ?
N2A N3A 1.3786(19) . ?
N3A C7A 1.325(2) . ?
N4A C9A 1.364(2) . ?
N4A H3N 0.865(9) . ?
N4A H4N 0.864(9) . ?
C1A C2A 1.389(2) . ?
C1A C6A 1.479(2) . ?
C2A C3A 1.393(2) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.379(3) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.390(2) . ?
C4A H4A 0.9500 . ?
C5A H5A 0.9500 . ?
C6A C14A 1.478(2) . ?
C7A C8A 1.469(2) . ?
C8A C13A 1.405(2) . ?
C8A C9A 1.421(2) . ?
C9A C10A 1.409(2) . ?
C10A C11A 1.375(3) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.395(3) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.380(2) . ?
C12A H12A 0.9500 . ?
C13A H13A 0.9500 . ?
C14A C19A 1.402(2) . ?
C14A C15A 1.403(2) . ?
C15A C16A 1.386(2) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.384(2) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.392(2) . ?
C17A H17A 0.9500 . ?
C18A C19A 1.377(2) . ?
C18A H18A 0.9500 . ?
C19A H19A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 V1 O3 109.89(7) . . ?
O2 V1 O1 103.92(6) . . ?
O3 V1 O1 104.12(6) . . ?
O2 V1 N1 93.42(6) . . ?
O3 V1 N1 95.25(6) . . ?
O1 V1 N1 147.47(6) . . ?
O2 V1 N2 126.36(6) . . ?
O3 V1 N2 122.72(6) . . ?
O1 V1 N2 74.23(5) . . ?
N1 V1 N2 73.32(6) . . ?
C7 O1 V1 118.39(11) . . ?
C5 N1 C1 119.81(15) . . ?
C5 N1 V1 120.89(12) . . ?
C1 N1 V1 119.23(12) . . ?
C6 N2 N3 120.78(14) . . ?
C6 N2 V1 122.02(12) . . ?
N3 N2 V1 117.19(10) . . ?
C7 N3 N2 107.70(14) . . ?
C9 N4 H1N 116.7(15) . . ?
C9 N4 H2N 117.2(15) . . ?
H1N N4 H2N 122(2) . . ?
N1 C1 C2 120.97(17) . . ?
N1 C1 C6 113.55(15) . . ?
C2 C1 C6 125.40(17) . . ?
C1 C2 C3 118.58(18) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C4 C3 C2 120.13(17) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 118.63(18) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 121.87(18) . . ?
N1 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
N2 C6 C14 125.52(16) . . ?
N2 C6 C1 111.86(15) . . ?
C14 C6 C1 122.58(15) . . ?
O1 C7 N3 122.08(15) . . ?
O1 C7 C8 117.87(14) . . ?
N3 C7 C8 120.02(15) . . ?
C13 C8 C9 119.19(16) . . ?
C13 C8 C7 118.15(15) . . ?
C9 C8 C7 122.50(15) . . ?
N4 C9 C10 119.26(17) . . ?
N4 C9 C8 122.95(16) . . ?
C10 C9 C8 117.78(16) . . ?
C11 C10 C9 121.45(17) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C12 121.03(17) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C13 C12 C11 118.70(17) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C12 C13 C8 121.80(17) . . ?
C12 C13 H13 119.1 . . ?
C8 C13 H13 119.1 . . ?
C19 C14 C15 119.08(16) . . ?
C19 C14 C6 119.89(15) . . ?
C15 C14 C6 121.03(16) . . ?
C16 C15 C14 120.09(17) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 120.29(16) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 119.76(17) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C19 C18 C17 120.24(18) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C18 C19 C14 120.53(16) . . ?
C18 C19 H19 119.7 . . ?
C14 C19 H19 119.7 . . ?
O3A V2 O2A 109.15(7) . . ?
O3A V2 O1A 102.57(6) . . ?
O2A V2 O1A 101.83(6) . . ?
O3A V2 N1A 97.00(6) . . ?
O2A V2 N1A 96.72(6) . . ?
O1A V2 N1A 146.72(5) . . ?
O3A V2 N2A 120.81(6) . . ?
O2A V2 N2A 129.69(6) . . ?
O1A V2 N2A 73.93(5) . . ?
N1A V2 N2A 72.94(5) . . ?
C7A O1A V2 118.47(10) . . ?
C5A N1A C1A 119.57(14) . . ?
C5A N1A V2 121.17(12) . . ?
C1A N1A V2 119.22(10) . . ?
C6A N2A N3A 120.56(14) . . ?
C6A N2A V2 122.28(11) . . ?
N3A N2A V2 117.01(10) . . ?
C7A N3A N2A 108.09(13) . . ?
C9A N4A H3N 117.6(15) . . ?
C9A N4A H4N 117.4(15) . . ?
H3N N4A H4N 122(2) . . ?
N1A C1A C2A 120.94(15) . . ?
N1A C1A C6A 113.91(14) . . ?
C2A C1A C6A 125.12(15) . . ?
C1A C2A C3A 118.98(16) . . ?
C1A C2A H2A 120.5 . . ?
C3A C2A H2A 120.5 . . ?
C4A C3A C2A 119.68(16) . . ?
C4A C3A H3A 120.2 . . ?
C2A C3A H3A 120.2 . . ?
C3A C4A C5A 118.67(16) . . ?
C3A C4A H4A 120.7 . . ?
C5A C4A H4A 120.7 . . ?
N1A C5A C4A 122.09(16) . . ?
N1A C5A H5A 119.0 . . ?
C4A C5A H5A 119.0 . . ?
N2A C6A C14A 125.51(14) . . ?
N2A C6A C1A 111.44(14) . . ?
C14A C6A C1A 123.04(14) . . ?
O1A C7A N3A 122.20(15) . . ?
O1A C7A C8A 118.58(14) . . ?
N3A C7A C8A 119.22(15) . . ?
C13A C8A C9A 118.97(15) . . ?
C13A C8A C7A 118.11(15) . . ?
C9A C8A C7A 122.92(15) . . ?
N4A C9A C10A 118.30(15) . . ?
N4A C9A C8A 123.68(15) . . ?
C10A C9A C8A 118.01(15) . . ?
C11A C10A C9A 121.46(16) . . ?
C11A C10A H10A 119.3 . . ?
C9A C10A H10A 119.3 . . ?
C10A C11A C12A 120.78(16) . . ?
C10A C11A H11A 119.6 . . ?
C12A C11A H11A 119.6 . . ?
C13A C12A C11A 118.79(17) . . ?
C13A C12A H12A 120.6 . . ?
C11A C12A H12A 120.6 . . ?
C12A C13A C8A 122.00(16) . . ?
C12A C13A H13A 119.0 . . ?
C8A C13A H13A 119.0 . . ?
C19A C14A C15A 118.65(15) . . ?
C19A C14A C6A 120.63(14) . . ?
C15A C14A C6A 120.71(14) . . ?
C16A C15A C14A 120.36(15) . . ?
C16A C15A H15A 119.8 . . ?
C14A C15A H15A 119.8 . . ?
C15A C16A C17A 120.30(16) . . ?
C15A C16A H16A 119.9 . . ?
C17A C16A H16A 119.9 . . ?
C16A C17A C18A 119.73(16) . . ?
C16A C17A H17A 120.1 . . ?
C18A C17A H17A 120.1 . . ?
C19A C18A C17A 120.48(16) . . ?
C19A C18A H18A 119.8 . . ?
C17A C18A H18A 119.8 . . ?
C18A C19A C14A 120.44(15) . . ?
C18A C19A H19A 119.8 . . ?
C14A C19A H19A 119.8 . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 V1 O1 C7 -130.08(12) . . . . ?
O3 V1 O1 C7 114.85(12) . . . . ?
N1 V1 O1 C7 -9.89(18) . . . . ?
N2 V1 O1 C7 -5.70(12) . . . . ?
O2 V1 N1 C5 -56.08(14) . . . . ?
O3 V1 N1 C5 54.27(14) . . . . ?
O1 V1 N1 C5 -178.88(12) . . . . ?
N2 V1 N1 C5 176.90(14) . . . . ?
O2 V1 N1 C1 126.81(13) . . . . ?
O3 V1 N1 C1 -122.84(13) . . . . ?
O1 V1 N1 C1 4.00(18) . . . . ?
N2 V1 N1 C1 -0.21(12) . . . . ?
O2 V1 N2 C6 -80.74(14) . . . . ?
O3 V1 N2 C6 86.49(14) . . . . ?
O1 V1 N2 C6 -176.62(14) . . . . ?
N1 V1 N2 C6 1.02(12) . . . . ?
O2 V1 N2 N3 99.98(12) . . . . ?
O3 V1 N2 N3 -92.78(12) . . . . ?
O1 V1 N2 N3 4.10(11) . . . . ?
N1 V1 N2 N3 -178.25(12) . . . . ?
C6 N2 N3 C7 178.87(15) . . . . ?
V1 N2 N3 C7 -1.84(16) . . . . ?
C5 N1 C1 C2 -0.8(2) . . . . ?
V1 N1 C1 C2 176.39(12) . . . . ?
C5 N1 C1 C6 -177.61(14) . . . . ?
V1 N1 C1 C6 -0.46(19) . . . . ?
N1 C1 C2 C3 0.6(3) . . . . ?
C6 C1 C2 C3 177.04(16) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C1 N1 C5 C4 0.1(3) . . . . ?
V1 N1 C5 C4 -176.96(13) . . . . ?
C3 C4 C5 N1 0.6(3) . . . . ?
N3 N2 C6 C14 -0.1(2) . . . . ?
V1 N2 C6 C14 -179.30(12) . . . . ?
N3 N2 C6 C1 177.72(13) . . . . ?
V1 N2 C6 C1 -1.53(19) . . . . ?
N1 C1 C6 N2 1.2(2) . . . . ?
C2 C1 C6 N2 -175.46(16) . . . . ?
N1 C1 C6 C14 179.08(14) . . . . ?
C2 C1 C6 C14 2.4(3) . . . . ?
V1 O1 C7 N3 7.2(2) . . . . ?
V1 O1 C7 C8 -171.14(11) . . . . ?
N2 N3 C7 O1 -3.2(2) . . . . ?
N2 N3 C7 C8 175.16(14) . . . . ?
O1 C7 C8 C13 -14.8(2) . . . . ?
N3 C7 C8 C13 166.79(15) . . . . ?
O1 C7 C8 C9 160.51(15) . . . . ?
N3 C7 C8 C9 -17.9(2) . . . . ?
C13 C8 C9 N4 -179.44(16) . . . . ?
C7 C8 C9 N4 5.3(3) . . . . ?
C13 C8 C9 C10 1.6(2) . . . . ?
C7 C8 C9 C10 -173.67(15) . . . . ?
N4 C9 C10 C11 179.04(17) . . . . ?
C8 C9 C10 C11 -2.0(3) . . . . ?
C9 C10 C11 C12 0.7(3) . . . . ?
C10 C11 C12 C13 1.0(3) . . . . ?
C11 C12 C13 C8 -1.3(3) . . . . ?
C9 C8 C13 C12 0.0(2) . . . . ?
C7 C8 C13 C12 175.49(15) . . . . ?
N2 C6 C14 C19 49.4(2) . . . . ?
C1 C6 C14 C19 -128.11(18) . . . . ?
N2 C6 C14 C15 -130.55(18) . . . . ?
C1 C6 C14 C15 51.9(2) . . . . ?
C19 C14 C15 C16 -0.9(2) . . . . ?
C6 C14 C15 C16 179.06(16) . . . . ?
C14 C15 C16 C17 1.3(3) . . . . ?
C15 C16 C17 C18 -0.4(3) . . . . ?
C16 C17 C18 C19 -0.9(3) . . . . ?
C17 C18 C19 C14 1.3(3) . . . . ?
C15 C14 C19 C18 -0.4(3) . . . . ?
C6 C14 C19 C18 179.64(16) . . . . ?
O3A V2 O1A C7A -114.30(12) . . . . ?
O2A V2 O1A C7A 132.73(12) . . . . ?
N1A V2 O1A C7A 10.26(17) . . . . ?
N2A V2 O1A C7A 4.51(11) . . . . ?
O3A V2 N1A C5A -62.01(13) . . . . ?
O2A V2 N1A C5A 48.31(13) . . . . ?
O1A V2 N1A C5A 172.06(11) . . . . ?
N2A V2 N1A C5A 177.84(13) . . . . ?
O3A V2 N1A C1A 120.55(12) . . . . ?
O2A V2 N1A C1A -129.13(12) . . . . ?
O1A V2 N1A C1A -5.38(17) . . . . ?
N2A V2 N1A C1A 0.41(11) . . . . ?
O3A V2 N2A C6A -85.24(14) . . . . ?
O2A V2 N2A C6A 87.29(14) . . . . ?
O1A V2 N2A C6A 179.48(13) . . . . ?
N1A V2 N2A C6A 2.78(12) . . . . ?
O3A V2 N2A N3A 90.32(12) . . . . ?
O2A V2 N2A N3A -97.15(12) . . . . ?
O1A V2 N2A N3A -4.96(10) . . . . ?
N1A V2 N2A N3A 178.34(12) . . . . ?
C6A N2A N3A C7A -179.93(14) . . . . ?
V2 N2A N3A C7A 4.43(16) . . . . ?
C5A N1A C1A C2A -2.2(2) . . . . ?
V2 N1A C1A C2A 175.27(12) . . . . ?
C5A N1A C1A C6A 179.54(14) . . . . ?
V2 N1A C1A C6A -2.98(17) . . . . ?
N1A C1A C2A C3A 2.5(2) . . . . ?
C6A C1A C2A C3A -179.50(15) . . . . ?
C1A C2A C3A C4A -0.6(2) . . . . ?
C2A C3A C4A C5A -1.4(2) . . . . ?
C1A N1A C5A C4A 0.1(2) . . . . ?
V2 N1A C5A C4A -177.35(12) . . . . ?
C3A C4A C5A N1A 1.7(2) . . . . ?
N3A N2A C6A C14A 0.9(2) . . . . ?
V2 N2A C6A C14A 176.29(11) . . . . ?
N3A N2A C6A C1A 179.61(13) . . . . ?
V2 N2A C6A C1A -4.98(18) . . . . ?
N1A C1A C6A N2A 4.92(19) . . . . ?
C2A C1A C6A N2A -173.24(15) . . . . ?
N1A C1A C6A C14A -176.32(14) . . . . ?
C2A C1A C6A C14A 5.5(2) . . . . ?
V2 O1A C7A N3A -3.8(2) . . . . ?
V2 O1A C7A C8A 177.15(10) . . . . ?
N2A N3A C7A O1A -0.6(2) . . . . ?
N2A N3A C7A C8A 178.39(13) . . . . ?
O1A C7A C8A C13A -0.8(2) . . . . ?
N3A C7A C8A C13A -179.89(15) . . . . ?
O1A C7A C8A C9A 179.20(14) . . . . ?
N3A C7A C8A C9A 0.2(2) . . . . ?
C13A C8A C9A N4A 179.39(16) . . . . ?
C7A C8A C9A N4A -0.7(3) . . . . ?
C13A C8A C9A C10A 0.8(2) . . . . ?
C7A C8A C9A C10A -179.29(15) . . . . ?
N4A C9A C10A C11A -178.95(16) . . . . ?
C8A C9A C10A C11A -0.2(2) . . . . ?
C9A C10A C11A C12A -0.2(3) . . . . ?
C10A C11A C12A C13A 0.1(3) . . . . ?
C11A C12A C13A C8A 0.5(3) . . . . ?
C9A C8A C13A C12A -0.9(3) . . . . ?
C7A C8A C13A C12A 179.15(16) . . . . ?
N2A C6A C14A C19A 44.2(2) . . . . ?
C1A C6A C14A C19A -134.43(16) . . . . ?
N2A C6A C14A C15A -136.26(17) . . . . ?
C1A C6A C14A C15A 45.2(2) . . . . ?
C19A C14A C15A C16A 1.4(2) . . . . ?
C6A C14A C15A C16A -178.17(15) . . . . ?
C14A C15A C16A C17A 0.2(3) . . . . ?
C15A C16A C17A C18A -1.0(3) . . . . ?
C16A C17A C18A C19A 0.1(3) . . . . ?
C17A C18A C19A C14A 1.6(3) . . . . ?
C15A C14A C19A C18A -2.3(2) . . . . ?
C6A C14A C19A C18A 177.24(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.056
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 1007036'
_audit_update_record             
;
2014-06-06 deposited with the CCDC.
2015-06-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H16 N3 O4 V'
_chemical_formula_sum            'C16 H16 N3 O4 V'
_chemical_formula_weight         365.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.0687 2.1097 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   12.4265(2)
_cell_length_b                   10.8273(2)
_cell_length_c                   12.0750(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1624.64(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3112
_cell_measurement_theta_min      5.1031
_cell_measurement_theta_max      77.2905

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_absorpt_coefficient_mu    5.339
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.85468
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro (Oxford Diffraction Ltd., 2010)
;

_exptl_special_details           
;  
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Offord Diffraction Xcalibur Ruby Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5081
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4415
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_sigmaI/netI    0.0232
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         5.42
_diffrn_reflns_theta_max         77.49
_reflns_number_total             2329
_reflns_number_gt                2119
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'CrysAlisPro (Oxford Diffraction Ltd., 2010)'
_computing_cell_refinement       'CrysAlisPro (Oxford Diffraction Ltd., 2010)'
_computing_data_reduction        'CrysAlisPro (Oxford Diffraction Ltd., 2010)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.0605P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack (1983), 539 Friedel pairs'
_refine_ls_abs_structure_Flack   0.012(6)
_refine_ls_number_reflns         2329
_refine_ls_number_parameters     219
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0818
_refine_ls_wR_factor_gt          0.0811
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.983
_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
V V 0.73461(3) 0.87232(4) 0.31528(5) 0.03557(12) Uani 1 1 d . . .
O1 O 0.84773(16) 0.89571(19) 0.20308(18) 0.0406(4) Uani 1 1 d . . .
O2 O 0.66147(16) 0.9290(2) 0.43964(18) 0.0454(5) Uani 1 1 d . . .
O3 O 0.63476(17) 0.8367(2) 0.2388(2) 0.0494(5) Uani 1 1 d . . .
O4 O 0.78097(16) 0.72252(18) 0.35192(18) 0.0425(4) Uani 1 1 d . . .
N1 N 1.11406(18) 1.0688(2) -0.0682(2) 0.0413(5) Uani 1 1 d . . .
N2 N 0.72778(17) 1.0636(2) 0.2707(2) 0.0385(5) Uani 1 1 d . . .
N3 N 0.80681(18) 1.1025(2) 0.1959(2) 0.0416(5) Uani 1 1 d . . .
C1 C 0.5667(2) 1.1076(3) 0.3705(3) 0.0462(7) Uani 1 1 d . . .
C2 C 0.4726(3) 1.1786(3) 0.3771(4) 0.0582(8) Uani 1 1 d . . .
H2 H 0.4665 1.2493 0.3339 0.070 Uiso 1 1 calc R . .
C3 C 0.3888(3) 1.1457(4) 0.4464(4) 0.0652(10) Uani 1 1 d . . .
H3 H 0.3263 1.1929 0.4482 0.078 Uiso 1 1 calc R . .
C4 C 0.3984(3) 1.0426(4) 0.5125(3) 0.0619(10) Uani 1 1 d . . .
H4 H 0.3423 1.0212 0.5598 0.074 Uiso 1 1 calc R . .
C5 C 0.4900(3) 0.9708(3) 0.5095(3) 0.0527(7) Uani 1 1 d . . .
H5 H 0.4955 0.9020 0.5553 0.063 Uiso 1 1 calc R . .
C6 C 0.5745(2) 1.0010(3) 0.4380(2) 0.0413(6) Uani 1 1 d . . .
C7 C 0.6535(2) 1.1433(3) 0.2954(3) 0.0437(7) Uani 1 1 d . . .
C8 C 0.8620(2) 1.0069(3) 0.1651(2) 0.0391(6) Uani 1 1 d . . .
C9 C 0.9475(2) 1.0255(3) 0.0815(2) 0.0379(6) Uani 1 1 d . . .
C10 C 0.9451(2) 1.1264(3) 0.0095(3) 0.0458(7) Uani 1 1 d . . .
H10 H 0.8877 1.1815 0.0110 0.055 Uiso 1 1 calc R . .
C11 C 1.0286(2) 1.1437(3) -0.0639(3) 0.0460(6) Uani 1 1 d . . .
H11 H 1.0254 1.2102 -0.1125 0.055 Uiso 1 1 calc R . .
C12 C 1.1154(2) 0.9719(3) -0.0007(3) 0.0455(7) Uani 1 1 d . . .
H12 H 1.1748 0.9197 -0.0028 0.055 Uiso 1 1 calc R . .
C13 C 1.0335(2) 0.9446(3) 0.0724(3) 0.0437(7) Uani 1 1 d . . .
H13 H 1.0360 0.8730 0.1150 0.052 Uiso 1 1 calc R . .
C14 C 0.7558(3) 0.6081(3) 0.2988(3) 0.0489(9) Uani 1 1 d . . .
H14A H 0.6850 0.6135 0.2653 0.059 Uiso 1 1 calc R . .
H14B H 0.7542 0.5426 0.3535 0.059 Uiso 1 1 calc R . .
C15 C 0.8370(3) 0.5781(4) 0.2119(4) 0.0677(10) Uani 1 1 d . . .
H15A H 0.8178 0.5018 0.1765 0.102 Uiso 1 1 calc R . .
H15B H 0.9067 0.5700 0.2454 0.102 Uiso 1 1 calc R . .
H15C H 0.8387 0.6431 0.1579 0.102 Uiso 1 1 calc R . .
C16 C 0.6550(3) 1.2715(3) 0.2463(4) 0.0634(10) Uani 1 1 d . . .
H16A H 0.7268 1.2916 0.2234 0.095 Uiso 1 1 calc R . .
H16B H 0.6313 1.3300 0.3008 0.095 Uiso 1 1 calc R . .
H16C H 0.6077 1.2745 0.1834 0.095 Uiso 1 1 calc R . .


_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
V O3 1.594(2) . ?
V O4 1.777(2) . ?
V O2 1.859(2) . ?
V O1 1.969(2) . ?
V N2 2.141(2) . ?
V N1 2.434(2) 2_775 ?
O1 C8 1.300(4) . ?
O2 C6 1.333(4) . ?
O4 C14 1.429(3) . ?
N1 C12 1.329(4) . ?
N1 C11 1.338(4) . ?
N1 V 2.434(2) 2_774 ?
N2 C7 1.298(4) . ?
N2 N3 1.400(3) . ?
N3 C8 1.297(4) . ?
C1 C2 1.400(4) . ?
C1 C6 1.416(4) . ?
C1 C7 1.462(4) . ?
C2 C3 1.383(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.378(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.398(4) . ?
C5 H5 0.9300 . ?
C7 C16 1.510(4) . ?
C8 C9 1.479(4) . ?
C9 C13 1.388(4) . ?
C9 C10 1.397(4) . ?
C10 C11 1.376(4) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.379(4) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.492(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

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 V O4 100.11(11) . . ?
O3 V O2 99.62(11) . . ?
O4 V O2 104.98(10) . . ?
O3 V O1 100.86(11) . . ?
O4 V O1 93.28(9) . . ?
O2 V O1 149.59(9) . . ?
O3 V N2 93.31(10) . . ?
O4 V N2 163.35(9) . . ?
O2 V N2 82.22(9) . . ?
O1 V N2 74.39(9) . . ?
O3 V N1 178.81(11) . 2_775 ?
O4 V N1 81.07(9) . 2_775 ?
O2 V N1 79.88(9) . 2_775 ?
O1 V N1 79.19(9) . 2_775 ?
N2 V N1 85.55(9) . 2_775 ?
C8 O1 V 117.35(18) . . ?
C6 O2 V 125.3(2) . . ?
C14 O4 V 127.47(19) . . ?
C12 N1 C11 117.7(3) . . ?
C12 N1 V 123.51(19) . 2_774 ?
C11 N1 V 118.51(19) . 2_774 ?
C7 N2 N3 116.6(2) . . ?
C7 N2 V 127.8(2) . . ?
N3 N2 V 115.20(17) . . ?
C8 N3 N2 108.4(2) . . ?
C2 C1 C6 118.1(3) . . ?
C2 C1 C7 120.4(3) . . ?
C6 C1 C7 121.5(3) . . ?
C3 C2 C1 121.4(4) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C4 C3 C2 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 120.8(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
O2 C6 C5 117.6(3) . . ?
O2 C6 C1 122.7(3) . . ?
C5 C6 C1 119.6(3) . . ?
N2 C7 C1 119.5(3) . . ?
N2 C7 C16 120.8(3) . . ?
C1 C7 C16 119.7(3) . . ?
N3 C8 O1 124.5(3) . . ?
N3 C8 C9 117.8(3) . . ?
O1 C8 C9 117.7(3) . . ?
C13 C9 C10 117.5(3) . . ?
C13 C9 C8 121.4(3) . . ?
C10 C9 C8 121.1(3) . . ?
C11 C10 C9 119.4(3) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
N1 C11 C10 122.8(3) . . ?
N1 C11 H11 118.6 . . ?
C10 C11 H11 118.6 . . ?
N1 C12 C13 123.6(3) . . ?
N1 C12 H12 118.2 . . ?
C13 C12 H12 118.2 . . ?
C12 C13 C9 118.9(3) . . ?
C12 C13 H13 120.5 . . ?
C9 C13 H13 120.5 . . ?
O4 C14 C15 110.9(3) . . ?
O4 C14 H14A 109.5 . . ?
C15 C14 H14A 109.5 . . ?
O4 C14 H14B 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 108.0 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C7 C16 H16A 109.5 . . ?
C7 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C7 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 V O1 C8 92.6(2) . . . . ?
O4 V O1 C8 -166.5(2) . . . . ?
O2 V O1 C8 -38.9(3) . . . . ?
N2 V O1 C8 2.16(19) . . . . ?
N1 V O1 C8 -86.2(2) 2_775 . . . ?
O3 V O2 C6 -42.4(2) . . . . ?
O4 V O2 C6 -145.6(2) . . . . ?
O1 V O2 C6 89.4(3) . . . . ?
N2 V O2 C6 49.7(2) . . . . ?
N1 V O2 C6 136.5(2) 2_775 . . . ?
O3 V O4 C14 17.1(3) . . . . ?
O2 V O4 C14 120.0(2) . . . . ?
O1 V O4 C14 -84.5(2) . . . . ?
N2 V O4 C14 -126.0(4) . . . . ?
N1 V O4 C14 -163.0(3) 2_775 . . . ?
O3 V N2 C7 68.0(3) . . . . ?
O4 V N2 C7 -148.2(3) . . . . ?
O2 V N2 C7 -31.3(3) . . . . ?
O1 V N2 C7 168.4(3) . . . . ?
N1 V N2 C7 -111.6(3) 2_775 . . . ?
O3 V N2 N3 -104.1(2) . . . . ?
O4 V N2 N3 39.6(5) . . . . ?
O2 V N2 N3 156.6(2) . . . . ?
O1 V N2 N3 -3.78(18) . . . . ?
N1 V N2 N3 76.22(19) 2_775 . . . ?
C7 N2 N3 C8 -168.4(3) . . . . ?
V N2 N3 C8 4.6(3) . . . . ?
C6 C1 C2 C3 -0.7(5) . . . . ?
C7 C1 C2 C3 179.0(3) . . . . ?
C1 C2 C3 C4 1.6(6) . . . . ?
C2 C3 C4 C5 -0.9(6) . . . . ?
C3 C4 C5 C6 -0.7(5) . . . . ?
V O2 C6 C5 136.1(2) . . . . ?
V O2 C6 C1 -46.3(4) . . . . ?
C4 C5 C6 O2 179.3(3) . . . . ?
C4 C5 C6 C1 1.5(5) . . . . ?
C2 C1 C6 O2 -178.5(3) . . . . ?
C7 C1 C6 O2 1.8(5) . . . . ?
C2 C1 C6 C5 -0.9(4) . . . . ?
C7 C1 C6 C5 179.4(3) . . . . ?
N3 N2 C7 C1 178.2(3) . . . . ?
V N2 C7 C1 6.2(4) . . . . ?
N3 N2 C7 C16 -1.0(4) . . . . ?
V N2 C7 C16 -173.0(3) . . . . ?
C2 C1 C7 N2 -164.0(3) . . . . ?
C6 C1 C7 N2 15.7(4) . . . . ?
C2 C1 C7 C16 15.2(5) . . . . ?
C6 C1 C7 C16 -165.1(3) . . . . ?
N2 N3 C8 O1 -3.1(4) . . . . ?
N2 N3 C8 C9 177.3(2) . . . . ?
V O1 C8 N3 -0.2(4) . . . . ?
V O1 C8 C9 179.47(18) . . . . ?
N3 C8 C9 C13 156.4(3) . . . . ?
O1 C8 C9 C13 -23.2(4) . . . . ?
N3 C8 C9 C10 -22.8(4) . . . . ?
O1 C8 C9 C10 157.6(3) . . . . ?
C13 C9 C10 C11 -2.1(5) . . . . ?
C8 C9 C10 C11 177.1(3) . . . . ?
C12 N1 C11 C10 2.2(5) . . . . ?
V N1 C11 C10 -171.8(3) 2_774 . . . ?
C9 C10 C11 N1 -1.3(5) . . . . ?
C11 N1 C12 C13 0.4(5) . . . . ?
V N1 C12 C13 174.1(2) 2_774 . . . ?
N1 C12 C13 C9 -3.9(5) . . . . ?
C10 C9 C13 C12 4.5(4) . . . . ?
C8 C9 C13 C12 -174.7(3) . . . . ?
V O4 C14 C15 92.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        77.49
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.044
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1007037'
_audit_update_record             
;
2014-06-06 deposited with the CCDC.
2015-06-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H21 N2 O6 V1'
_chemical_formula_sum            'C20 H21 N2 O6 V1'
_chemical_formula_weight         436.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   41.893(4)
_cell_length_b                   8.7854(10)
_cell_length_c                   21.729(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.017(5)
_cell_angle_gamma                90.00
_cell_volume                     7919.2(14)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    98
_cell_measurement_theta_min      3
_cell_measurement_theta_max      20

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3616
_exptl_absorpt_coefficient_mu    0.541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2007)'
_exptl_absorpt_correction_T_min  0.8127
_exptl_absorpt_correction_T_max  0.9840

_exptl_special_details           
;
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            114454
_diffrn_reflns_av_R_equivalents  0.1057
_diffrn_reflns_av_sigmaI/netI    0.0464
_diffrn_reflns_limit_h_min       -50
_diffrn_reflns_limit_h_max       50
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         25.64
_reflns_number_total             7421
_reflns_number_gt                5085
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.0524P)²+15.1241P] where P=(Fo²+2Fc²)/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         7421
_refine_ls_number_parameters     554
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1298
_refine_ls_wR_factor_gt          0.1057
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V -0.042972(12) 0.68291(6) 0.37675(2) 0.03854(16) Uani 1 1 d . . .
O1 O -0.06542(5) 0.5962(3) 0.44181(9) 0.0412(5) Uani 1 1 d . . .
O2 O -0.00558(5) 0.7126(3) 0.34144(9) 0.0461(6) Uani 1 1 d . . .
O3 O -0.05223(5) 0.5430(3) 0.60589(10) 0.0486(6) Uani 1 1 d . . .
O4 O -0.05485(6) 0.8530(3) 0.37820(10) 0.0503(6) Uani 1 1 d . . .
O5 O -0.07121(5) 0.6105(3) 0.31523(9) 0.0490(6) Uani 1 1 d . . .
O6 O -0.02491(5) 0.4324(3) 0.38021(10) 0.0481(6) Uani 1 1 d . . .
H6O H -0.0071 0.4315 0.4034 0.072 Uiso 1 1 calc R . .
N1 N -0.02088(6) 0.6446(3) 0.51327(11) 0.0359(6) Uani 1 1 d . . .
N2 N -0.01069(6) 0.7047(3) 0.46000(10) 0.0337(6) Uani 1 1 d . . .
C1 C 0.03041(7) 0.8442(4) 0.41793(13) 0.0367(7) Uani 1 1 d . . .
C2 C 0.05754(7) 0.9455(4) 0.43139(14) 0.0386(7) Uani 1 1 d . . .
C3 C 0.06951(8) 0.9945(4) 0.49221(16) 0.0461(8) Uani 1 1 d . . .
H3 H 0.0597 0.9603 0.5255 0.055 Uiso 1 1 calc R . .
C4 C 0.09518(9) 1.0912(4) 0.50284(19) 0.0558(9) Uani 1 1 d . . .
H4 H 0.1029 1.1206 0.5433 0.067 Uiso 1 1 calc R . .
C5 C 0.11002(9) 1.1461(4) 0.4539(2) 0.0621(11) Uani 1 1 d . . .
H5 H 0.1276 1.2113 0.4617 0.075 Uiso 1 1 calc R . .
C6 C 0.09858(9) 1.1038(4) 0.3946(2) 0.0576(10) Uani 1 1 d . . .
H6 H 0.1083 1.1426 0.3620 0.069 Uiso 1 1 calc R . .
C7 C 0.07243(8) 1.0027(4) 0.38164(16) 0.0461(8) Uani 1 1 d . . .
C8 C 0.06079(9) 0.9552(4) 0.32067(17) 0.0548(10) Uani 1 1 d . . .
H8 H 0.0709 0.9906 0.2880 0.066 Uiso 1 1 calc R . .
C9 C 0.03545(8) 0.8598(4) 0.30821(15) 0.0506(9) Uani 1 1 d . . .
H9 H 0.0286 0.8297 0.2675 0.061 Uiso 1 1 calc R . .
C10 C 0.01928(7) 0.8057(4) 0.35653(14) 0.0390(7) Uani 1 1 d . . .
C11 C 0.01627(7) 0.7768(3) 0.46798(13) 0.0357(7) Uani 1 1 d . . .
H11 H 0.0272 0.7858 0.5081 0.043 Uiso 1 1 calc R . .
C12 C -0.05006(7) 0.5942(3) 0.49818(13) 0.0343(7) Uani 1 1 d . . .
C13 C -0.06689(7) 0.5296(4) 0.54591(13) 0.0359(7) Uani 1 1 d . . .
C14 C -0.09483(8) 0.4559(4) 0.54450(16) 0.0484(8) Uani 1 1 d . . .
H14 H -0.1094 0.4324 0.5094 0.058 Uiso 1 1 calc R . .
C15 C -0.09801(9) 0.4202(4) 0.60689(18) 0.0545(9) Uani 1 1 d . . .
H15 H -0.1151 0.3687 0.6207 0.065 Uiso 1 1 calc R . .
C16 C -0.07214(9) 0.4739(5) 0.64179(17) 0.0576(10) Uani 1 1 d . . .
H16 H -0.0681 0.4657 0.6848 0.069 Uiso 1 1 calc R . .
C17 C -0.10023(8) 0.6801(5) 0.28627(15) 0.0585(10) Uani 1 1 d . . .
H17A H -0.1044 0.6472 0.2433 0.070 Uiso 1 1 calc R . .
H17B H -0.0974 0.7897 0.2865 0.070 Uiso 1 1 calc R . .
C18 C -0.12775(10) 0.6432(6) 0.3169(2) 0.0899(16) Uani 1 1 d . . .
H18A H -0.1466 0.6928 0.2958 0.135 Uiso 1 1 calc R . .
H18B H -0.1239 0.6773 0.3593 0.135 Uiso 1 1 calc R . .
H18C H -0.1310 0.5350 0.3159 0.135 Uiso 1 1 calc R . .
C19 C -0.02062(12) 0.3492(5) 0.32665(19) 0.0742(12) Uani 1 1 d . . .
H19A H -0.0025 0.3918 0.3091 0.089 Uiso 1 1 calc R . .
H19B H -0.0397 0.3612 0.2961 0.089 Uiso 1 1 calc R . .
C20 C -0.01490(14) 0.1881(5) 0.3377(2) 0.0983(17) Uani 1 1 d . . .
H20A H -0.0122 0.1389 0.2993 0.147 Uiso 1 1 calc R . .
H20B H -0.0330 0.1441 0.3539 0.147 Uiso 1 1 calc R . .
H20C H 0.0042 0.1747 0.3670 0.147 Uiso 1 1 calc R . .
V2 V 0.185006(13) 0.38052(7) 0.07642(2) 0.04239(17) Uani 1 1 d . . .
O1A O 0.17615(5) 0.2846(3) -0.00446(10) 0.0462(6) Uani 1 1 d . . .
O2A O 0.21276(5) 0.4392(3) 0.14600(9) 0.0443(5) Uani 1 1 d . . .
O3A O 0.20835(5) 0.2516(3) -0.14691(10) 0.0473(6) Uani 1 1 d . . .
O4A O 0.16580(6) 0.5323(3) 0.05944(11) 0.0562(6) Uani 1 1 d . . .
O5A O 0.15800(6) 0.2638(3) 0.10947(11) 0.0570(7) Uani 1 1 d . . .
N1A N 0.22422(6) 0.3746(3) -0.02841(11) 0.0355(6) Uani 1 1 d . . .
N2A N 0.22486(6) 0.4352(3) 0.03109(10) 0.0337(6) Uani 1 1 d . . .
C1A C 0.25450(7) 0.5875(3) 0.11206(13) 0.0337(7) Uani 1 1 d . . .
C2A C 0.28033(7) 0.6941(3) 0.12830(13) 0.0344(7) Uani 1 1 d . . .
C3A C 0.29921(8) 0.7558(4) 0.08544(15) 0.0418(8) Uani 1 1 d . . .
H3A H 0.2947 0.7285 0.0438 0.050 Uiso 1 1 calc R . .
C4A C 0.32369(8) 0.8537(4) 0.10337(17) 0.0496(9) Uani 1 1 d . . .
H4A H 0.3356 0.8925 0.0739 0.060 Uiso 1 1 calc R . .
C5A C 0.33123(8) 0.8970(4) 0.16550(18) 0.0532(9) Uani 1 1 d . . .
H5A H 0.3484 0.9623 0.1776 0.064 Uiso 1 1 calc R . .
C6A C 0.31331(8) 0.8433(4) 0.20810(16) 0.0478(8) Uani 1 1 d . . .
H6A H 0.3182 0.8734 0.2494 0.057 Uiso 1 1 calc R . .
C7A C 0.28744(7) 0.7428(4) 0.19094(14) 0.0392(7) Uani 1 1 d . . .
C8A C 0.26838(8) 0.6892(4) 0.23516(14) 0.0456(8) Uani 1 1 d . . .
H8A H 0.2730 0.7217 0.2762 0.055 Uiso 1 1 calc R . .
C9A C 0.24373(8) 0.5923(4) 0.21931(14) 0.0442(8) Uani 1 1 d . . .
H9A H 0.2314 0.5595 0.2492 0.053 Uiso 1 1 calc R . .
C10A C 0.23645(7) 0.5400(4) 0.15717(13) 0.0373(7) Uani 1 1 d . . .
C11A C 0.24905(7) 0.5200(3) 0.05095(13) 0.0351(7) Uani 1 1 d . . .
H11A H 0.2641 0.5393 0.0242 0.042 Uiso 1 1 calc R . .
C12A C 0.19738(7) 0.3007(3) -0.04219(13) 0.0357(7) Uani 1 1 d . . .
C13A C 0.18930(7) 0.2274(4) -0.10205(13) 0.0370(7) Uani 1 1 d . . .
C14A C 0.16478(8) 0.1348(4) -0.12304(15) 0.0477(8) Uani 1 1 d . . .
H14A H 0.1485 0.1015 -0.1013 0.057 Uiso 1 1 calc R . .
C15A C 0.16863(9) 0.0977(4) -0.18487(16) 0.0570(10) Uani 1 1 d . . .
H15A H 0.1553 0.0353 -0.2119 0.068 Uiso 1 1 calc R . .
C16A C 0.19483(9) 0.1689(4) -0.19683(16) 0.0537(9) Uani 1 1 d . . .
H16A H 0.2030 0.1633 -0.2344 0.064 Uiso 1 1 calc R . .
C17A C 0.12426(9) 0.2539(5) 0.10754(19) 0.0688(12) Uani 1 1 d . . .
H17C H 0.1149 0.2034 0.0696 0.083 Uiso 1 1 calc R . .
H17D H 0.1151 0.3552 0.1080 0.083 Uiso 1 1 calc R . .
C18A C 0.11676(13) 0.1662(7) 0.1625(3) 0.116(2) Uani 1 1 d . . .
H18D H 0.0938 0.1591 0.1612 0.174 Uiso 1 1 calc R . .
H18E H 0.1259 0.2171 0.1999 0.174 Uiso 1 1 calc R . .
H18F H 0.1257 0.0657 0.1616 0.174 Uiso 1 1 calc R . .
O6A O 0.2164(6) 0.143(3) 0.0867(8) 0.049(2) Uani 0.50 1 d PU A 1
H6OA H 0.2361 0.1425 0.0918 0.073 Uiso 0.50 1 calc PR A 1
C19A C 0.2048(3) -0.0071(12) 0.0834(5) 0.074(2) Uani 0.50 1 d PU A 1
H19C H 0.1859 -0.0091 0.0521 0.089 Uiso 0.50 1 calc PR A 1
H19D H 0.2210 -0.0695 0.0678 0.089 Uiso 0.50 1 calc PR A 1
C20A C 0.1967(3) -0.0780(13) 0.1353(5) 0.099(2) Uani 0.50 1 d PU A 1
H20D H 0.1817 -0.0157 0.1536 0.148 Uiso 0.50 1 calc PR A 1
H20E H 0.2158 -0.0931 0.1647 0.148 Uiso 0.50 1 calc PR A 1
H20F H 0.1870 -0.1747 0.1239 0.148 Uiso 0.50 1 calc PR A 1
O6B O 0.2200(6) 0.149(3) 0.1001(8) 0.050(2) Uani 0.50 1 d PU B 2
H6OB H 0.2325 0.1449 0.0744 0.074 Uiso 0.50 1 calc PR B 2
C19B C 0.2139(3) 0.0060(11) 0.1195(5) 0.074(2) Uani 0.50 1 d PU B 2
H19E H 0.2076 0.0132 0.1607 0.089 Uiso 0.50 1 calc PR B 2
H19F H 0.2338 -0.0516 0.1233 0.089 Uiso 0.50 1 calc PR B 2
C20B C 0.1881(3) -0.0833(13) 0.0785(5) 0.098(2) Uani 0.50 1 d PU B 2
H20G H 0.1727 -0.0140 0.0571 0.146 Uiso 0.50 1 calc PR B 2
H20H H 0.1775 -0.1509 0.1038 0.146 Uiso 0.50 1 calc PR B 2
H20I H 0.1980 -0.1413 0.0488 0.146 Uiso 0.50 1 calc PR B 2


_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 O4 1.577(2) . ?
V1 O5 1.775(2) . ?
V1 O2 1.856(2) . ?
V1 O1 1.958(2) . ?
V1 N2 2.111(2) . ?
V1 O6 2.325(2) . ?
O1 C12 1.302(3) . ?
O2 C10 1.329(4) . ?
O3 C16 1.362(4) . ?
O3 C13 1.366(4) . ?
O5 C17 1.426(4) . ?
O6 C19 1.407(4) . ?
O6 H6O 0.8400 . ?
N1 C12 1.299(4) . ?
N1 N2 1.392(3) . ?
N2 C11 1.285(4) . ?
C1 C10 1.392(4) . ?
C1 C11 1.437(4) . ?
C1 C2 1.442(4) . ?
C2 C7 1.414(4) . ?
C2 C3 1.414(4) . ?
C3 C4 1.365(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.390(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.363(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.408(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.409(5) . ?
C8 C9 1.350(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.409(4) . ?
C9 H9 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.448(4) . ?
C13 C14 1.335(4) . ?
C14 C15 1.416(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.320(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.446(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.449(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
V2 O4A 1.575(3) . ?
V2 O5A 1.753(2) . ?
V2 O2A 1.848(2) . ?
V2 O1A 1.938(2) . ?
V2 N2A 2.109(2) . ?
V2 O6A 2.46(3) . ?
V2 O6B 2.52(3) . ?
O1A C12A 1.299(4) . ?
O2A C10A 1.327(4) . ?
O3A C13A 1.360(4) . ?
O3A C16A 1.362(4) . ?
O5A C17A 1.411(4) . ?
N1A C12A 1.297(4) . ?
N1A N2A 1.395(3) . ?
N2A C11A 1.283(4) . ?
C1A C10A 1.383(4) . ?
C1A C2A 1.437(4) . ?
C1A C11A 1.443(4) . ?
C2A C3A 1.412(4) . ?
C2A C7A 1.418(4) . ?
C3A C4A 1.353(4) . ?
C3A H3A 0.9300 . ?
C4A C5A 1.396(5) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.355(5) . ?
C5A H5A 0.9300 . ?
C6A C7A 1.407(4) . ?
C6A H6A 0.9300 . ?
C7A C8A 1.413(4) . ?
C8A C9A 1.345(4) . ?
C8A H8A 0.9300 . ?
C9A C10A 1.419(4) . ?
C9A H9A 0.9300 . ?
C11A H11A 0.9300 . ?
C12A C13A 1.449(4) . ?
C13A C14A 1.339(4) . ?
C14A C15A 1.413(5) . ?
C14A H14A 0.9300 . ?
C15A C16A 1.320(5) . ?
C15A H15A 0.9300 . ?
C16A H16A 0.9300 . ?
C17A C18A 1.490(6) . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
C18A H18D 0.9600 . ?
C18A H18E 0.9600 . ?
C18A H18F 0.9600 . ?
O6A C19A 1.41(3) . ?
O6A H6OA 0.8200 . ?
C19A C20A 1.372(14) . ?
C19A H19C 0.9700 . ?
C19A H19D 0.9700 . ?
C20A H20D 0.9600 . ?
C20A H20E 0.9600 . ?
C20A H20F 0.9600 . ?
O6B C19B 1.36(3) . ?
O6B H6OB 0.8200 . ?
C19B C20B 1.519(14) . ?
C19B H19E 0.9700 . ?
C19B H19F 0.9700 . ?
C20B H20G 0.9600 . ?
C20B H20H 0.9600 . ?
C20B H20I 0.9600 . ?

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
O4 V1 O5 100.12(12) . . ?
O4 V1 O2 99.33(12) . . ?
O5 V1 O2 104.55(10) . . ?
O4 V1 O1 99.78(11) . . ?
O5 V1 O1 93.87(10) . . ?
O2 V1 O1 150.57(9) . . ?
O4 V1 N2 93.61(11) . . ?
O5 V1 N2 163.36(11) . . ?
O2 V1 N2 82.22(9) . . ?
O1 V1 N2 74.42(9) . . ?
O4 V1 O6 177.03(10) . . ?
O5 V1 O6 82.23(9) . . ?
O2 V1 O6 81.75(9) . . ?
O1 V1 O6 78.18(9) . . ?
N2 V1 O6 83.77(9) . . ?
C12 O1 V1 117.41(18) . . ?
C10 O2 V1 131.43(19) . . ?
C16 O3 C13 106.2(3) . . ?
C17 O5 V1 128.0(2) . . ?
C19 O6 V1 122.9(2) . . ?
C19 O6 H6O 106.6 . . ?
V1 O6 H6O 106.6 . . ?
C12 N1 N2 107.8(2) . . ?
C11 N2 N1 116.1(2) . . ?
C11 N2 V1 127.3(2) . . ?
N1 N2 V1 116.36(18) . . ?
C10 C1 C11 120.5(3) . . ?
C10 C1 C2 119.6(3) . . ?
C11 C1 C2 119.8(3) . . ?
C7 C2 C3 118.0(3) . . ?
C7 C2 C1 118.9(3) . . ?
C3 C2 C1 123.0(3) . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 119.5(4) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C7 121.5(3) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C6 C7 C8 122.2(3) . . ?
C6 C7 C2 119.0(3) . . ?
C8 C7 C2 118.8(3) . . ?
C9 C8 C7 122.1(3) . . ?
C9 C8 H8 118.9 . . ?
C7 C8 H8 118.9 . . ?
C8 C9 C10 120.4(3) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
O2 C10 C1 122.1(3) . . ?
O2 C10 C9 117.7(3) . . ?
C1 C10 C9 120.0(3) . . ?
N2 C11 C1 123.2(3) . . ?
N2 C11 H11 118.4 . . ?
C1 C11 H11 118.4 . . ?
N1 C12 O1 123.9(3) . . ?
N1 C12 C13 119.2(3) . . ?
O1 C12 C13 116.9(3) . . ?
C14 C13 O3 109.9(3) . . ?
C14 C13 C12 133.4(3) . . ?
O3 C13 C12 116.8(3) . . ?
C13 C14 C15 106.5(3) . . ?
C13 C14 H14 126.7 . . ?
C15 C14 H14 126.7 . . ?
C16 C15 C14 106.9(3) . . ?
C16 C15 H15 126.5 . . ?
C14 C15 H15 126.5 . . ?
C15 C16 O3 110.5(3) . . ?
C15 C16 H16 124.8 . . ?
O3 C16 H16 124.8 . . ?
O5 C17 C18 112.7(3) . . ?
O5 C17 H17A 109.0 . . ?
C18 C17 H17A 109.0 . . ?
O5 C17 H17B 109.0 . . ?
C18 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O6 C19 C20 114.1(4) . . ?
O6 C19 H19A 108.7 . . ?
C20 C19 H19A 108.7 . . ?
O6 C19 H19B 108.7 . . ?
C20 C19 H19B 108.7 . . ?
H19A C19 H19B 107.6 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O4A V2 O5A 104.68(13) . . ?
O4A V2 O2A 101.43(12) . . ?
O5A V2 O2A 101.33(10) . . ?
O4A V2 O1A 97.40(11) . . ?
O5A V2 O1A 93.69(10) . . ?
O2A V2 O1A 151.97(10) . . ?
O4A V2 N2A 96.30(11) . . ?
O5A V2 N2A 157.32(12) . . ?
O2A V2 N2A 82.52(9) . . ?
O1A V2 N2A 74.89(9) . . ?
O4A V2 O6A 171.4(4) . . ?
O5A V2 O6A 80.5(6) . . ?
O2A V2 O6A 84.0(4) . . ?
O1A V2 O6A 75.2(4) . . ?
N2A V2 O6A 77.6(6) . . ?
C12A O1A V2 117.63(19) . . ?
C10A O2A V2 134.84(19) . . ?
C13A O3A C16A 105.5(3) . . ?
C17A O5A V2 136.5(3) . . ?
C19A O6A V2 127.7(15) . . ?
C19A O6A H6OA 110 . . ?
V2 O6A H6OA 122 . . ?
C12A N1A N2A 108.0(2) . . ?
C11A N2A N1A 116.4(2) . . ?
C11A N2A V2 127.9(2) . . ?
N1A N2A V2 115.59(17) . . ?
C10A C1A C2A 119.3(3) . . ?
C10A C1A C11A 119.7(3) . . ?
C2A C1A C11A 120.7(3) . . ?
C3A C2A C7A 117.1(3) . . ?
C3A C2A C1A 124.1(3) . . ?
C7A C2A C1A 118.8(3) . . ?
C4A C3A C2A 121.7(3) . . ?
C4A C3A H3A 119.1 . . ?
C2A C3A H3A 119.1 . . ?
C3A C4A C5A 120.8(3) . . ?
C3A C4A H4A 119.6 . . ?
C5A C4A H4A 119.6 . . ?
C6A C5A C4A 119.6(3) . . ?
C6A C5A H5A 120.2 . . ?
C4A C5A H5A 120.2 . . ?
C5A C6A C7A 121.1(3) . . ?
C5A C6A H6A 119.4 . . ?
C7A C6A H6A 119.4 . . ?
C6A C7A C8A 121.1(3) . . ?
C6A C7A C2A 119.6(3) . . ?
C8A C7A C2A 119.3(3) . . ?
C9A C8A C7A 121.5(3) . . ?
C9A C8A H8A 119.2 . . ?
C7A C8A H8A 119.2 . . ?
C8A C9A C10A 120.3(3) . . ?
C8A C9A H9A 119.9 . . ?
C10A C9A H9A 119.9 . . ?
O2A C10A C1A 122.7(3) . . ?
O2A C10A C9A 116.5(3) . . ?
C1A C10A C9A 120.7(3) . . ?
N2A C11A C1A 124.4(3) . . ?
N2A C11A H11A 117.8 . . ?
C1A C11A H11A 117.8 . . ?
N1A C12A O1A 123.8(3) . . ?
N1A C12A C13A 121.1(3) . . ?
O1A C12A C13A 115.0(3) . . ?
C14A C13A O3A 110.5(3) . . ?
C14A C13A C12A 130.4(3) . . ?
O3A C13A C12A 119.1(3) . . ?
C13A C14A C15A 106.2(3) . . ?
C13A C14A H14A 126.9 . . ?
C15A C14A H14A 126.9 . . ?
C16A C15A C14A 106.6(3) . . ?
C16A C15A H15A 126.7 . . ?
C14A C15A H15A 126.7 . . ?
C15A C16A O3A 111.1(3) . . ?
C15A C16A H16A 124.4 . . ?
O3A C16A H16A 124.4 . . ?
O5A C17A C18A 109.3(4) . . ?
O5A C17A H17C 109.8 . . ?
C18A C17A H17C 109.8 . . ?
O5A C17A H17D 109.8 . . ?
C18A C17A H17D 109.8 . . ?
H17C C17A H17D 108.3 . . ?
C17A C18A H18D 109.5 . . ?
C17A C18A H18E 109.5 . . ?
H18D C18A H18E 109.5 . . ?
C17A C18A H18F 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C20A C19A O6A 120.5(12) . . ?
C20A C19A H19C 107.2 . . ?
O6A C19A H19C 107.2 . . ?
C20A C19A H19D 107.2 . . ?
O6A C19A H19D 107.2 . . ?
H19C C19A H19D 106.8 . . ?
C19B O6B H6OB 109.5 . . ?
O6B C19B C20B 116.3(12) . . ?
O6B C19B H19E 108.2 . . ?
C20B C19B H19E 108.2 . . ?
O6B C19B H19F 108.2 . . ?
C20B C19B H19F 108.2 . . ?
H19E C19B H19F 107.4 . . ?
C19B C20B H20G 109.5 . . ?
C19B C20B H20H 109.5 . . ?
H20G C20B H20H 109.5 . . ?
C19B C20B H20I 109.5 . . ?
H20G C20B H20I 109.5 . . ?
H20H C20B H20I 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 V1 O1 C12 -92.1(2) . . . . ?
O5 V1 O1 C12 166.9(2) . . . . ?
O2 V1 O1 C12 37.7(3) . . . . ?
N2 V1 O1 C12 -1.0(2) . . . . ?
O6 V1 O1 C12 85.7(2) . . . . ?
O4 V1 O2 C10 51.8(3) . . . . ?
O5 V1 O2 C10 154.9(3) . . . . ?
O1 V1 O2 C10 -78.1(3) . . . . ?
N2 V1 O2 C10 -40.6(3) . . . . ?
O6 V1 O2 C10 -125.4(3) . . . . ?
O4 V1 O5 C17 -12.3(3) . . . . ?
O2 V1 O5 C17 -114.8(3) . . . . ?
O1 V1 O5 C17 88.4(3) . . . . ?
N2 V1 O5 C17 132.9(4) . . . . ?
O6 V1 O5 C17 165.9(3) . . . . ?
O4 V1 O6 C19 -173(18) . . . . ?
O5 V1 O6 C19 45.1(3) . . . . ?
O2 V1 O6 C19 -60.9(3) . . . . ?
O1 V1 O6 C19 140.7(3) . . . . ?
N2 V1 O6 C19 -143.9(3) . . . . ?
C12 N1 N2 C11 171.7(3) . . . . ?
C12 N1 N2 V1 -3.4(3) . . . . ?
O4 V1 N2 C11 -72.8(3) . . . . ?
O5 V1 N2 C11 141.5(3) . . . . ?
O2 V1 N2 C11 26.1(3) . . . . ?
O1 V1 N2 C11 -172.0(3) . . . . ?
O6 V1 N2 C11 108.6(3) . . . . ?
O4 V1 N2 N1 101.7(2) . . . . ?
O5 V1 N2 N1 -44.0(4) . . . . ?
O2 V1 N2 N1 -159.4(2) . . . . ?
O1 V1 N2 N1 2.51(19) . . . . ?
O6 V1 N2 N1 -76.92(19) . . . . ?
C10 C1 C2 C7 -0.6(4) . . . . ?
C11 C1 C2 C7 175.9(3) . . . . ?
C10 C1 C2 C3 177.6(3) . . . . ?
C11 C1 C2 C3 -6.0(5) . . . . ?
C7 C2 C3 C4 -1.6(5) . . . . ?
C1 C2 C3 C4 -179.7(3) . . . . ?
C2 C3 C4 C5 1.0(5) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
C4 C5 C6 C7 -1.4(6) . . . . ?
C5 C6 C7 C8 -178.5(3) . . . . ?
C5 C6 C7 C2 0.8(5) . . . . ?
C3 C2 C7 C6 0.7(5) . . . . ?
C1 C2 C7 C6 178.9(3) . . . . ?
C3 C2 C7 C8 -179.9(3) . . . . ?
C1 C2 C7 C8 -1.7(5) . . . . ?
C6 C7 C8 C9 -179.1(3) . . . . ?
C2 C7 C8 C9 1.6(5) . . . . ?
C7 C8 C9 C10 0.9(5) . . . . ?
V1 O2 C10 C1 34.2(4) . . . . ?
V1 O2 C10 C9 -148.9(2) . . . . ?
C11 C1 C10 O2 3.5(5) . . . . ?
C2 C1 C10 O2 179.9(3) . . . . ?
C11 C1 C10 C9 -173.4(3) . . . . ?
C2 C1 C10 C9 3.0(5) . . . . ?
C8 C9 C10 O2 179.8(3) . . . . ?
C8 C9 C10 C1 -3.3(5) . . . . ?
N1 N2 C11 C1 179.2(3) . . . . ?
V1 N2 C11 C1 -6.3(4) . . . . ?
C10 C1 C11 N2 -14.6(5) . . . . ?
C2 C1 C11 N2 169.0(3) . . . . ?
N2 N1 C12 O1 2.7(4) . . . . ?
N2 N1 C12 C13 -178.0(3) . . . . ?
V1 O1 C12 N1 -0.7(4) . . . . ?
V1 O1 C12 C13 -180.0(2) . . . . ?
C16 O3 C13 C14 0.2(4) . . . . ?
C16 O3 C13 C12 -179.5(3) . . . . ?
N1 C12 C13 C14 -171.9(3) . . . . ?
O1 C12 C13 C14 7.4(5) . . . . ?
N1 C12 C13 O3 7.8(4) . . . . ?
O1 C12 C13 O3 -172.9(3) . . . . ?
O3 C13 C14 C15 -0.2(4) . . . . ?
C12 C13 C14 C15 179.5(3) . . . . ?
C13 C14 C15 C16 0.0(4) . . . . ?
C14 C15 C16 O3 0.1(4) . . . . ?
C13 O3 C16 C15 -0.2(4) . . . . ?
V1 O5 C17 C18 -88.9(4) . . . . ?
V1 O6 C19 C20 -169.4(3) . . . . ?
O4A V2 O1A C12A 94.8(2) . . . . ?
O5A V2 O1A C12A -159.9(2) . . . . ?
O2A V2 O1A C12A -37.2(3) . . . . ?
N2A V2 O1A C12A 0.2(2) . . . . ?
O4A V2 O2A C10A -62.8(3) . . . . ?
O5A V2 O2A C10A -170.5(3) . . . . ?
O1A V2 O2A C10A 68.4(4) . . . . ?
N2A V2 O2A C10A 32.1(3) . . . . ?
O4A V2 O5A C17A 22.5(4) . . . . ?
O2A V2 O5A C17A 127.7(4) . . . . ?
O1A V2 O5A C17A -76.1(4) . . . . ?
N2A V2 O5A C17A -134.6(4) . . . . ?
C12A N1A N2A C11A -176.0(3) . . . . ?
C12A N1A N2A V2 2.3(3) . . . . ?
O4A V2 N2A C11A 80.7(3) . . . . ?
O5A V2 N2A C11A -121.6(3) . . . . ?
O2A V2 N2A C11A -20.1(3) . . . . ?
O1A V2 N2A C11A 176.7(3) . . . . ?
O4A V2 N2A N1A -97.4(2) . . . . ?
O5A V2 N2A N1A 60.3(3) . . . . ?
O2A V2 N2A N1A 161.9(2) . . . . ?
O1A V2 N2A N1A -1.41(18) . . . . ?
C10A C1A C2A C3A -176.7(3) . . . . ?
C11A C1A C2A C3A 8.6(5) . . . . ?
C10A C1A C2A C7A 2.6(4) . . . . ?
C11A C1A C2A C7A -172.0(3) . . . . ?
C7A C2A C3A C4A 1.9(5) . . . . ?
C1A C2A C3A C4A -178.7(3) . . . . ?
C2A C3A C4A C5A 0.2(5) . . . . ?
C3A C4A C5A C6A -1.6(5) . . . . ?
C4A C5A C6A C7A 0.9(5) . . . . ?
C5A C6A C7A C8A -178.7(3) . . . . ?
C5A C6A C7A C2A 1.3(5) . . . . ?
C3A C2A C7A C6A -2.7(4) . . . . ?
C1A C2A C7A C6A 178.0(3) . . . . ?
C3A C2A C7A C8A 177.4(3) . . . . ?
C1A C2A C7A C8A -2.0(4) . . . . ?
C6A C7A C8A C9A -179.6(3) . . . . ?
C2A C7A C8A C9A 0.4(5) . . . . ?
C7A C8A C9A C10A 0.6(5) . . . . ?
V2 O2A C10A C1A -26.7(5) . . . . ?
V2 O2A C10A C9A 156.5(2) . . . . ?
C2A C1A C10A O2A -178.3(3) . . . . ?
C11A C1A C10A O2A -3.7(5) . . . . ?
C2A C1A C10A C9A -1.6(5) . . . . ?
C11A C1A C10A C9A 173.0(3) . . . . ?
C8A C9A C10A O2A 176.9(3) . . . . ?
C8A C9A C10A C1A 0.0(5) . . . . ?
N1A N2A C11A C1A -177.4(3) . . . . ?
V2 N2A C11A C1A 4.5(4) . . . . ?
C10A C1A C11A N2A 12.1(5) . . . . ?
C2A C1A C11A N2A -173.3(3) . . . . ?
N2A N1A C12A O1A -2.3(4) . . . . ?
N2A N1A C12A C13A 178.6(3) . . . . ?
V2 O1A C12A N1A 1.3(4) . . . . ?
V2 O1A C12A C13A -179.6(2) . . . . ?
C16A O3A C13A C14A -0.5(4) . . . . ?
C16A O3A C13A C12A 180.0(3) . . . . ?
N1A C12A C13A C14A 172.8(3) . . . . ?
O1A C12A C13A C14A -6.4(5) . . . . ?
N1A C12A C13A O3A -7.8(4) . . . . ?
O1A C12A C13A O3A 173.0(3) . . . . ?
O3A C13A C14A C15A 0.2(4) . . . . ?
C12A C13A C14A C15A 179.7(3) . . . . ?
C13A C14A C15A C16A 0.1(4) . . . . ?
C14A C15A C16A O3A -0.5(4) . . . . ?
C13A O3A C16A C15A 0.6(4) . . . . ?
V2 O5A C17A C18A -160.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.64
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.652
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.058

#
# Statisical positional disorder is noted in the the O6-methanol molecule
# coordinate to V2 is noted. The adp's of comparable pairs of atoms were
# fixed to be equivalent and restrained to be almost isotropic.
#
#
