# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_1.2H2O
_database_code_depnum_ccdc_archive 'CCDC 1030256'
_audit_update_record             
;
2014-10-21 deposited with the CCDC.
2015-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'Influence of noncovalent interactions on the structures of MOFs based onbioactive [VO₂(2,6-pydc)]⁻⁻ tecton with cations of imidazole, pyridine andits derivatives'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H3 N O6 V, C5 H6 N, 2(H2 O)'
_chemical_formula_sum            'C12 H13 N2 O8 V'
_chemical_formula_weight         364.18

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           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                   6.7436(3)
_cell_length_b                   8.1400(3)
_cell_length_c                   13.7971(5)
_cell_angle_alpha                103.904(4)
_cell_angle_beta                 97.539(3)
_cell_angle_gamma                95.474(4)
_cell_volume                     722.45(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4983
_cell_measurement_theta_min      5.7470
_cell_measurement_theta_max      74.5070

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             372
_exptl_absorpt_coefficient_mu    6.192
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1478
_exptl_absorpt_correction_T_max  0.4192
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'

_exptl_special_details           
;
37 runs of ω scans. Crystal-detector distance = 55.0 mm. 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6961
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.34
_diffrn_reflns_theta_max         74.74
_reflns_number_total             2950
_reflns_number_gt                2877
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 for Windows version 2.02 (Farrugia, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0808P)²+0.2560P] 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         2950
_refine_ls_number_parameters     220
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.1114
_refine_ls_wR_factor_gt          0.1105
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.043
_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 0.27795(4) 0.40297(4) 0.18121(2) 0.01804(14) Uani 1 1 d . . .
N1 N 0.2868(2) 0.61694(19) 0.12189(11) 0.0163(3) Uani 1 1 d . . .
N2 N 0.2338(2) 0.5302(2) 0.58505(13) 0.0231(3) Uani 1 1 d . . .
H2 H 0.2515 0.6421 0.6076 0.035 Uiso 1 1 calc R . .
O1 O 0.3148(2) 0.60381(18) 0.30065(10) 0.0254(3) Uani 1 1 d . . .
O2 O 0.3629(2) 0.88709(19) 0.36466(11) 0.0285(3) Uani 1 1 d . . .
O3 O 0.2350(2) 0.31048(17) 0.03106(10) 0.0225(3) Uani 1 1 d . . .
O4 O 0.2000(2) 0.35646(19) -0.12326(10) 0.0283(3) Uani 1 1 d . . .
O5 O 0.0821(2) 0.29510(19) 0.20516(11) 0.0282(3) Uani 1 1 d . . .
O6 O 0.4775(2) 0.31882(18) 0.20973(11) 0.0273(3) Uani 1 1 d . . .
O7 O 0.1670(4) 1.0016(3) 0.7978(2) 0.0711(9) Uani 1 1 d D . .
H7A H 0.160(8) 1.105(3) 0.820(4) 0.107 Uiso 1 1 d D . .
H7B H 0.081(6) 0.937(5) 0.813(4) 0.107 Uiso 1 1 d D . .
O8 O 0.2905(3) 0.8691(2) 0.62284(13) 0.0317(3) Uani 1 1 d D . .
H8A H 0.405(3) 0.915(4) 0.621(2) 0.047 Uiso 1 1 d D . .
H8B H 0.251(4) 0.919(4) 0.6765(18) 0.047 Uiso 1 1 d D . .
C1 C 0.3338(3) 0.7601(2) 0.29324(14) 0.0208(4) Uani 1 1 d . . .
C2 C 0.3159(3) 0.7717(2) 0.18535(14) 0.0183(4) Uani 1 1 d . . .
C3 C 0.3233(3) 0.9169(2) 0.14988(15) 0.0234(4) Uani 1 1 d . . .
H3 H 0.3439 1.0274 0.1952 0.028 Uiso 1 1 calc R . .
C4 C 0.2998(3) 0.8959(3) 0.04573(16) 0.0252(4) Uani 1 1 d . . .
H4 H 0.3037 0.9933 0.0191 0.030 Uiso 1 1 calc R . .
C5 C 0.2703(3) 0.7327(3) -0.01998(15) 0.0230(4) Uani 1 1 d . . .
H5 H 0.2550 0.7170 -0.0912 0.028 Uiso 1 1 calc R . .
C6 C 0.2643(3) 0.5949(2) 0.02187(13) 0.0176(4) Uani 1 1 d . . .
C7 C 0.2307(3) 0.4069(2) -0.03092(14) 0.0196(4) Uani 1 1 d . . .
C8 C 0.2563(3) 0.4607(3) 0.48923(15) 0.0258(4) Uani 1 1 d . . .
H8 H 0.2881 0.5321 0.4466 0.031 Uiso 1 1 calc R . .
C9 C 0.2333(3) 0.2863(3) 0.45284(15) 0.0282(4) Uani 1 1 d . . .
H9 H 0.2484 0.2358 0.3850 0.034 Uiso 1 1 calc R . .
C10 C 0.1879(3) 0.1857(3) 0.51653(17) 0.0282(4) Uani 1 1 d . . .
H10 H 0.1759 0.0649 0.4934 0.034 Uiso 1 1 calc R . .
C11 C 0.1600(3) 0.2608(3) 0.61416(16) 0.0259(4) Uani 1 1 d . . .
H11 H 0.1237 0.1920 0.6574 0.031 Uiso 1 1 calc R . .
C12 C 0.1853(3) 0.4355(3) 0.64773(15) 0.0238(4) Uani 1 1 d . . .
H12 H 0.1686 0.4889 0.7149 0.029 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 O6 1.6127(15) . ?
V1 O5 1.6299(14) . ?
V1 O1 1.9926(14) . ?
V1 O3 1.9985(14) . ?
V1 N1 2.0941(15) . ?
N1 C2 1.330(2) . ?
N1 C6 1.334(2) . ?
N2 C12 1.340(3) . ?
N2 C8 1.342(3) . ?
N2 H2 0.8800 . ?
O1 C1 1.296(2) . ?
O2 C1 1.224(2) . ?
O3 C7 1.292(2) . ?
O4 C7 1.224(2) . ?
O7 H7A 0.830(19) . ?
O7 H7B 0.829(19) . ?
O8 H8A 0.835(18) . ?
O8 H8B 0.844(17) . ?
C1 C2 1.504(3) . ?
C2 C3 1.383(3) . ?
C3 C4 1.392(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.378(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.510(3) . ?
C8 C9 1.374(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.380(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.384(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.372(3) . ?
C11 H11 0.9500 . ?
C12 H12 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
O6 V1 O5 109.37(8) . . ?
O6 V1 O1 99.27(7) . . ?
O5 V1 O1 98.85(7) . . ?
O6 V1 O3 98.93(7) . . ?
O5 V1 O3 98.55(7) . . ?
O1 V1 O3 148.95(6) . . ?
O6 V1 N1 122.46(7) . . ?
O5 V1 N1 128.17(7) . . ?
O1 V1 N1 74.59(6) . . ?
O3 V1 N1 74.43(6) . . ?
C2 N1 C6 121.73(16) . . ?
C2 N1 V1 118.87(12) . . ?
C6 N1 V1 119.40(12) . . ?
C12 N2 C8 122.45(18) . . ?
C12 N2 H2 118.8 . . ?
C8 N2 H2 118.8 . . ?
C1 O1 V1 122.96(12) . . ?
C7 O3 V1 122.95(12) . . ?
H7A O7 H7B 115(4) . . ?
H8A O8 H8B 109(3) . . ?
O2 C1 O1 125.13(18) . . ?
O2 C1 C2 122.21(18) . . ?
O1 C1 C2 112.66(16) . . ?
N1 C2 C3 121.03(17) . . ?
N1 C2 C1 110.86(16) . . ?
C3 C2 C1 128.10(17) . . ?
C2 C3 C4 117.88(18) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 H3 121.1 . . ?
C3 C4 C5 120.47(18) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 117.81(18) . . ?
C6 C5 H5 121.1 . . ?
C4 C5 H5 121.1 . . ?
N1 C6 C5 121.08(17) . . ?
N1 C6 C7 110.12(16) . . ?
C5 C6 C7 128.79(17) . . ?
O4 C7 O3 125.38(18) . . ?
O4 C7 C6 121.52(17) . . ?
O3 C7 C6 113.09(15) . . ?
N2 C8 C9 119.92(18) . . ?
N2 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 118.81(18) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C9 C10 C11 120.1(2) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 119.26(19) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
N2 C12 C11 119.46(18) . . ?
N2 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?

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
O6 V1 N1 C2 -89.54(14) . . . . ?
O5 V1 N1 C2 90.98(15) . . . . ?
O1 V1 N1 C2 1.76(13) . . . . ?
O3 V1 N1 C2 179.67(14) . . . . ?
O6 V1 N1 C6 90.11(15) . . . . ?
O5 V1 N1 C6 -89.37(15) . . . . ?
O1 V1 N1 C6 -178.59(15) . . . . ?
O3 V1 N1 C6 -0.67(13) . . . . ?
O6 V1 O1 C1 118.90(16) . . . . ?
O5 V1 O1 C1 -129.67(16) . . . . ?
O3 V1 O1 C1 -6.3(2) . . . . ?
N1 V1 O1 C1 -2.37(15) . . . . ?
O6 V1 O3 C7 -121.53(15) . . . . ?
O5 V1 O3 C7 127.18(15) . . . . ?
O1 V1 O3 C7 3.7(2) . . . . ?
N1 V1 O3 C7 -0.18(14) . . . . ?
V1 O1 C1 O2 -177.64(15) . . . . ?
V1 O1 C1 C2 2.5(2) . . . . ?
C6 N1 C2 C3 0.2(3) . . . . ?
V1 N1 C2 C3 179.86(14) . . . . ?
C6 N1 C2 C1 179.30(16) . . . . ?
V1 N1 C2 C1 -1.1(2) . . . . ?
O2 C1 C2 N1 179.35(18) . . . . ?
O1 C1 C2 N1 -0.8(2) . . . . ?
O2 C1 C2 C3 -1.6(3) . . . . ?
O1 C1 C2 C3 178.21(19) . . . . ?
N1 C2 C3 C4 -0.1(3) . . . . ?
C1 C2 C3 C4 -179.01(19) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C2 N1 C6 C5 0.0(3) . . . . ?
V1 N1 C6 C5 -179.66(14) . . . . ?
C2 N1 C6 C7 -179.12(15) . . . . ?
V1 N1 C6 C7 1.24(19) . . . . ?
C4 C5 C6 N1 -0.3(3) . . . . ?
C4 C5 C6 C7 178.63(18) . . . . ?
V1 O3 C7 O4 -178.11(15) . . . . ?
V1 O3 C7 C6 0.9(2) . . . . ?
N1 C6 C7 O4 177.72(17) . . . . ?
C5 C6 C7 O4 -1.3(3) . . . . ?
N1 C6 C7 O3 -1.3(2) . . . . ?
C5 C6 C7 O3 179.68(18) . . . . ?
C12 N2 C8 C9 -1.3(3) . . . . ?
N2 C8 C9 C10 -0.3(3) . . . . ?
C8 C9 C10 C11 2.1(3) . . . . ?
C9 C10 C11 C12 -2.4(3) . . . . ?
C8 N2 C12 C11 0.9(3) . . . . ?
C10 C11 C12 N2 0.9(3) . . . . ?

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
N2 H2 O8 0.88 1.80 2.661(2) 166.5 .
O7 H7A O4 0.830(19) 1.99(2) 2.807(2) 169(5) 1_566
O7 H7B O5 0.829(19) 2.03(3) 2.796(2) 153(5) 2_566
O8 H8A O2 0.835(18) 2.09(2) 2.877(2) 158(3) 2_676
O8 H8B O7 0.844(17) 1.831(18) 2.670(3) 173(3) .

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        74.74
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.686
_refine_diff_density_rms         0.080
####################################################################### 
# 
# 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 1030257'
_audit_update_record             
;
2014-10-21 deposited with the CCDC.
2015-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H3 N O6 V, C5 H6 N'
_chemical_formula_sum            'C12 H9 N2 O6 V'
_chemical_formula_weight         328.15

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                   7.9144(3)
_cell_length_b                   12.5749(7)
_cell_length_c                   13.4045(6)
_cell_angle_alpha                88.379(3)
_cell_angle_beta                 89.985(2)
_cell_angle_gamma                74.931(3)
_cell_volume                     1287.63(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5752
_cell_measurement_theta_min      0.41
_cell_measurement_theta_max      27.48

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.693
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664
_exptl_absorpt_coefficient_mu    0.801
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9030
_exptl_absorpt_correction_T_max  0.9387
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'

_exptl_special_details           
;
208 frames in 6 sets of ω scans. Rotation/frame = 2.0 °.
Crystal-detector distance = 25.00 mm. Measuring time  = 40 s/°.
;

_diffrn_ambient_temperature      293(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  
;
Nonius KappaCCD area-detector diffractometer
;
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 0.055
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10594
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_sigmaI/netI    0.0956
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.52
_diffrn_reflns_theta_max         27.55
_reflns_number_total             5902
_reflns_number_gt                2948
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'KappaCCD Reference Manual (Nonius, 1998)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 for Windows version 2.02 (Farrugia, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0681P)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_number_reflns         5902
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1365
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1504
_refine_ls_wR_factor_gt          0.1162
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_restrained_S_all      0.964
_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 -0.06608(9) 0.76965(6) 0.39457(5) 0.0500(2) Uani 1 1 d . . .
V2 V 0.27313(8) 0.77448(6) 0.11008(5) 0.0474(2) Uani 1 1 d . . .
N1 N 0.1152(4) 0.8641(3) 0.3957(2) 0.0401(7) Uani 1 1 d . . .
N2 N 0.0113(4) 0.8648(2) 0.1067(2) 0.0399(7) Uani 1 1 d . . .
N3 N 0.2377(6) 0.4248(4) 0.1703(3) 0.0923(14) Uani 1 1 d . . .
H3N H 0.1825 0.4612 0.1197 0.139 Uiso 1 1 calc R . .
N4 N 0.6815(6) 0.5421(4) 0.2616(4) 0.0875(14) Uani 1 1 d . . .
H4N H 0.6199 0.6083 0.2701 0.131 Uiso 1 1 calc R . .
O1 O -0.2046(3) 0.9248(2) 0.3703(2) 0.0566(7) Uani 1 1 d . . .
O2 O -0.2159(4) 1.1051(3) 0.3587(2) 0.0728(9) Uani 1 1 d . . .
O3 O 0.1656(4) 0.6631(2) 0.4228(2) 0.0591(7) Uani 1 1 d . . .
O4 O 0.4546(4) 0.6311(3) 0.4437(2) 0.0758(9) Uani 1 1 d . . .
O5 O -0.1688(4) 0.7394(3) 0.4906(2) 0.0733(9) Uani 1 1 d . . .
O6 O -0.1171(5) 0.7142(3) 0.2967(2) 0.0799(10) Uani 1 1 d . . .
O7 O 0.1366(4) 0.6662(2) 0.0822(2) 0.0607(8) Uani 1 1 d . . .
O8 O -0.1215(5) 0.6307(3) 0.0556(3) 0.0839(11) Uani 1 1 d . . .
O9 O 0.2765(3) 0.9290(2) 0.1322(2) 0.0533(7) Uani 1 1 d . . .
O10 O 0.1342(4) 1.1075(3) 0.1406(2) 0.0657(8) Uani 1 1 d . . .
O11 O 0.3760(4) 0.7157(3) 0.2097(2) 0.0718(9) Uani 1 1 d . . .
O12 O 0.3993(4) 0.7502(3) 0.0152(2) 0.0679(9) Uani 1 1 d . . .
C1 C -0.1379(5) 1.0075(4) 0.3691(3) 0.0520(10) Uani 1 1 d . . .
C2 C 0.0595(5) 0.9737(3) 0.3809(3) 0.0441(9) Uani 1 1 d . . .
C3 C 0.1772(6) 1.0378(3) 0.3783(3) 0.0540(10) Uani 1 1 d . . .
H3 H 0.1398 1.1138 0.3678 0.065 Uiso 1 1 calc R . .
C4 C 0.3520(6) 0.9853(4) 0.3917(3) 0.0587(11) Uani 1 1 d . . .
H4 H 0.4339 1.0266 0.3898 0.070 Uiso 1 1 calc R . .
C5 C 0.4073(5) 0.8741(4) 0.4077(3) 0.0546(11) Uani 1 1 d . . .
H5 H 0.5255 0.8393 0.4167 0.066 Uiso 1 1 calc R . .
C6 C 0.2839(5) 0.8146(3) 0.4102(3) 0.0428(9) Uani 1 1 d . . .
C7 C 0.3107(6) 0.6937(4) 0.4264(3) 0.0532(10) Uani 1 1 d . . .
C8 C -0.0345(6) 0.6935(4) 0.0757(3) 0.0572(11) Uani 1 1 d . . .
C9 C -0.1124(5) 0.8136(3) 0.0922(3) 0.0476(9) Uani 1 1 d . . .
C10 C -0.2877(5) 0.8702(4) 0.0943(3) 0.0606(12) Uani 1 1 d . . .
H10 H -0.3747 0.8340 0.0846 0.073 Uiso 1 1 calc R . .
C11 C -0.3294(6) 0.9804(4) 0.1108(3) 0.0619(12) Uani 1 1 d . . .
H11 H -0.4463 1.0198 0.1136 0.074 Uiso 1 1 calc R . .
C12 C -0.1984(5) 1.0346(4) 0.1235(3) 0.0549(11) Uani 1 1 d . . .
H12 H -0.2259 1.1101 0.1331 0.066 Uiso 1 1 calc R . .
C13 C -0.0280(5) 0.9734(3) 0.1214(3) 0.0434(9) Uani 1 1 d . . .
C14 C 0.1377(5) 1.0107(4) 0.1334(3) 0.0472(10) Uani 1 1 d . . .
C15 C 0.2469(7) 0.4760(4) 0.2577(5) 0.0819(16) Uani 1 1 d . . .
H15 H 0.1920 0.5505 0.2632 0.098 Uiso 1 1 calc R . .
C16 C 0.3330(8) 0.4202(5) 0.3337(4) 0.0760(15) Uani 1 1 d . . .
H16 H 0.3407 0.4560 0.3926 0.091 Uiso 1 1 calc R . .
C17 C 0.4098(7) 0.3133(5) 0.3284(4) 0.0799(15) Uani 1 1 d . . .
H17 H 0.4691 0.2741 0.3834 0.096 Uiso 1 1 calc R . .
C18 C 0.4007(8) 0.2627(4) 0.2425(5) 0.0880(17) Uani 1 1 d . . .
H18 H 0.4555 0.1880 0.2383 0.106 Uiso 1 1 calc R . .
C19 C 0.3162(8) 0.3161(5) 0.1642(4) 0.0812(16) Uani 1 1 d . . .
H19 H 0.3106 0.2797 0.1054 0.097 Uiso 1 1 calc R . .
C20 C 0.7702(8) 0.4886(6) 0.3361(5) 0.0917(19) Uani 1 1 d . . .
H20 H 0.7704 0.5229 0.3967 0.110 Uiso 1 1 calc R . .
C21 C 0.8633(7) 0.3827(5) 0.3264(4) 0.0902(17) Uani 1 1 d . . .
H21 H 0.9260 0.3430 0.3801 0.108 Uiso 1 1 calc R . .
C22 C 0.8628(8) 0.3364(4) 0.2374(6) 0.0923(18) Uani 1 1 d . . .
H22 H 0.9260 0.2639 0.2284 0.111 Uiso 1 1 calc R . .
C23 C 0.7689(8) 0.3967(6) 0.1609(4) 0.0933(19) Uani 1 1 d . . .
H23 H 0.7659 0.3660 0.0988 0.112 Uiso 1 1 calc R . .
C24 C 0.6809(7) 0.5012(6) 0.1761(5) 0.0837(16) Uani 1 1 d . . .
H24 H 0.6189 0.5441 0.1237 0.100 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 O6 1.603(3) . ?
V1 O5 1.612(3) . ?
V1 O1 1.992(3) . ?
V1 O3 1.999(3) . ?
V1 N1 2.087(3) . ?
V2 O12 1.603(3) . ?
V2 O11 1.619(3) . ?
V2 O9 1.981(3) . ?
V2 O7 1.989(3) . ?
V2 N2 2.088(3) . ?
N1 C6 1.330(4) . ?
N1 C2 1.343(5) . ?
N2 C9 1.321(5) . ?
N2 C13 1.340(4) . ?
N3 C19 1.350(7) . ?
N3 C15 1.364(7) . ?
N3 H3N 0.8600 . ?
N4 C24 1.270(7) . ?
N4 C20 1.288(7) . ?
N4 H4N 0.8600 . ?
O1 C1 1.282(5) . ?
O2 C1 1.226(5) . ?
O3 C7 1.303(5) . ?
O4 C7 1.222(5) . ?
O7 C8 1.310(5) . ?
O8 C8 1.210(5) . ?
O9 C14 1.294(5) . ?
O10 C14 1.217(5) . ?
C1 C2 1.516(5) . ?
C2 C3 1.380(6) . ?
C3 C4 1.379(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.362(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.376(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.490(6) . ?
C8 C9 1.499(6) . ?
C9 C10 1.386(6) . ?
C10 C11 1.363(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.394(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.369(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.513(5) . ?
C15 C16 1.306(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.328(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.343(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.314(7) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.354(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.342(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.358(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.338(8) . ?
C23 H23 0.9300 . ?
C24 H24 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
O6 V1 O5 110.85(18) . . ?
O6 V1 O1 100.15(15) . . ?
O5 V1 O1 98.98(15) . . ?
O6 V1 O3 98.13(16) . . ?
O5 V1 O3 97.92(15) . . ?
O1 V1 O3 148.71(12) . . ?
O6 V1 N1 123.73(15) . . ?
O5 V1 N1 125.40(14) . . ?
O1 V1 N1 74.38(12) . . ?
O3 V1 N1 74.36(12) . . ?
O12 V2 O11 110.30(17) . . ?
O12 V2 O9 99.29(15) . . ?
O11 V2 O9 99.78(14) . . ?
O12 V2 O7 97.25(14) . . ?
O11 V2 O7 98.90(15) . . ?
O9 V2 O7 148.89(12) . . ?
O12 V2 N2 125.37(14) . . ?
O11 V2 N2 124.31(14) . . ?
O9 V2 N2 74.49(11) . . ?
O7 V2 N2 74.45(12) . . ?
C6 N1 C2 121.1(3) . . ?
C6 N1 V1 119.5(3) . . ?
C2 N1 V1 119.4(2) . . ?
C9 N2 C13 121.3(3) . . ?
C9 N2 V2 119.5(3) . . ?
C13 N2 V2 119.2(2) . . ?
C19 N3 C15 119.2(5) . . ?
C19 N3 H3N 120.4 . . ?
C15 N3 H3N 120.4 . . ?
C24 N4 C20 122.9(5) . . ?
C24 N4 H4N 118.5 . . ?
C20 N4 H4N 118.5 . . ?
C1 O1 V1 123.6(3) . . ?
C7 O3 V1 122.4(3) . . ?
C8 O7 V2 122.8(3) . . ?
C14 O9 V2 123.9(2) . . ?
O2 C1 O1 127.1(4) . . ?
O2 C1 C2 120.2(4) . . ?
O1 C1 C2 112.7(4) . . ?
N1 C2 C3 120.6(4) . . ?
N1 C2 C1 109.7(3) . . ?
C3 C2 C1 129.7(4) . . ?
C4 C3 C2 117.7(4) . . ?
C4 C3 H3 121.2 . . ?
C2 C3 H3 121.2 . . ?
C5 C4 C3 121.4(4) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 118.3(4) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
N1 C6 C5 120.9(4) . . ?
N1 C6 C7 110.6(3) . . ?
C5 C6 C7 128.5(4) . . ?
O4 C7 O3 124.3(4) . . ?
O4 C7 C6 122.6(4) . . ?
O3 C7 C6 113.1(4) . . ?
O8 C8 O7 124.6(4) . . ?
O8 C8 C9 123.0(4) . . ?
O7 C8 C9 112.3(3) . . ?
N2 C9 C10 121.0(4) . . ?
N2 C9 C8 110.9(3) . . ?
C10 C9 C8 128.2(4) . . ?
C11 C10 C9 118.3(4) . . ?
C11 C10 H10 120.9 . . ?
C9 C10 H10 120.9 . . ?
C10 C11 C12 120.6(4) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 118.0(4) . . ?
C13 C12 H12 121.0 . . ?
C11 C12 H12 121.0 . . ?
N2 C13 C12 120.9(4) . . ?
N2 C13 C14 110.2(3) . . ?
C12 C13 C14 128.9(4) . . ?
O10 C14 O9 126.2(4) . . ?
O10 C14 C13 121.7(4) . . ?
O9 C14 C13 112.1(3) . . ?
C16 C15 N3 119.9(5) . . ?
C16 C15 H15 120.1 . . ?
N3 C15 H15 120.1 . . ?
C15 C16 C17 121.2(5) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C16 C17 C18 119.0(5) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C19 C18 C17 121.6(5) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 N3 119.1(5) . . ?
C18 C19 H19 120.5 . . ?
N3 C19 H19 120.5 . . ?
N4 C20 C21 120.1(5) . . ?
N4 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C22 C21 C20 118.4(5) . . ?
C22 C21 H21 120.8 . . ?
C20 C21 H21 120.8 . . ?
C21 C22 C23 119.1(5) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C24 C23 C22 119.0(5) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
N4 C24 C23 120.4(5) . . ?
N4 C24 H24 119.8 . . ?
C23 C24 H24 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
O6 V1 N1 C6 -87.6(3) . . . . ?
O5 V1 N1 C6 90.5(3) . . . . ?
O1 V1 N1 C6 -179.5(3) . . . . ?
O3 V1 N1 C6 1.8(2) . . . . ?
O6 V1 N1 C2 91.8(3) . . . . ?
O5 V1 N1 C2 -90.1(3) . . . . ?
O1 V1 N1 C2 -0.1(2) . . . . ?
O3 V1 N1 C2 -178.8(3) . . . . ?
O12 V2 N2 C9 89.8(3) . . . . ?
O11 V2 N2 C9 -88.3(3) . . . . ?
O9 V2 N2 C9 -179.7(3) . . . . ?
O7 V2 N2 C9 2.0(3) . . . . ?
O12 V2 N2 C13 -91.6(3) . . . . ?
O11 V2 N2 C13 90.2(3) . . . . ?
O9 V2 N2 C13 -1.1(2) . . . . ?
O7 V2 N2 C13 -179.5(3) . . . . ?
O6 V1 O1 C1 -124.8(3) . . . . ?
O5 V1 O1 C1 122.0(3) . . . . ?
O3 V1 O1 C1 0.0(4) . . . . ?
N1 V1 O1 C1 -2.4(3) . . . . ?
O6 V1 O3 C7 121.0(3) . . . . ?
O5 V1 O3 C7 -126.5(3) . . . . ?
O1 V1 O3 C7 -4.3(4) . . . . ?
N1 V1 O3 C7 -1.8(3) . . . . ?
O12 V2 O7 C8 -125.5(3) . . . . ?
O11 V2 O7 C8 122.5(3) . . . . ?
O9 V2 O7 C8 -3.8(5) . . . . ?
N2 V2 O7 C8 -0.7(3) . . . . ?
O12 V2 O9 C14 123.0(3) . . . . ?
O11 V2 O9 C14 -124.3(3) . . . . ?
O7 V2 O9 C14 1.8(4) . . . . ?
N2 V2 O9 C14 -1.2(3) . . . . ?
V1 O1 C1 O2 -176.8(3) . . . . ?
V1 O1 C1 C2 4.1(4) . . . . ?
C6 N1 C2 C3 1.4(5) . . . . ?
V1 N1 C2 C3 -178.0(3) . . . . ?
C6 N1 C2 C1 -178.6(3) . . . . ?
V1 N1 C2 C1 2.0(4) . . . . ?
O2 C1 C2 N1 177.2(3) . . . . ?
O1 C1 C2 N1 -3.7(4) . . . . ?
O2 C1 C2 C3 -2.8(6) . . . . ?
O1 C1 C2 C3 176.4(4) . . . . ?
N1 C2 C3 C4 -0.2(5) . . . . ?
C1 C2 C3 C4 179.7(4) . . . . ?
C2 C3 C4 C5 -0.4(6) . . . . ?
C3 C4 C5 C6 0.0(6) . . . . ?
C2 N1 C6 C5 -1.8(5) . . . . ?
V1 N1 C6 C5 177.6(3) . . . . ?
C2 N1 C6 C7 179.1(3) . . . . ?
V1 N1 C6 C7 -1.5(4) . . . . ?
C4 C5 C6 N1 1.1(6) . . . . ?
C4 C5 C6 C7 -179.9(4) . . . . ?
V1 O3 C7 O4 179.8(3) . . . . ?
V1 O3 C7 C6 1.6(4) . . . . ?
N1 C6 C7 O4 -178.2(3) . . . . ?
C5 C6 C7 O4 2.8(6) . . . . ?
N1 C6 C7 O3 0.0(4) . . . . ?
C5 C6 C7 O3 -179.0(4) . . . . ?
V2 O7 C8 O8 177.5(3) . . . . ?
V2 O7 C8 C9 -0.4(5) . . . . ?
C13 N2 C9 C10 -1.6(5) . . . . ?
V2 N2 C9 C10 176.9(3) . . . . ?
C13 N2 C9 C8 178.8(3) . . . . ?
V2 N2 C9 C8 -2.6(4) . . . . ?
O8 C8 C9 N2 -176.0(4) . . . . ?
O7 C8 C9 N2 1.9(5) . . . . ?
O8 C8 C9 C10 4.5(7) . . . . ?
O7 C8 C9 C10 -177.6(4) . . . . ?
N2 C9 C10 C11 0.5(6) . . . . ?
C8 C9 C10 C11 180.0(4) . . . . ?
C9 C10 C11 C12 1.1(6) . . . . ?
C10 C11 C12 C13 -1.6(6) . . . . ?
C9 N2 C13 C12 1.0(5) . . . . ?
V2 N2 C13 C12 -177.5(3) . . . . ?
C9 N2 C13 C14 -178.7(3) . . . . ?
V2 N2 C13 C14 2.8(4) . . . . ?
C11 C12 C13 N2 0.6(5) . . . . ?
C11 C12 C13 C14 -179.8(4) . . . . ?
V2 O9 C14 O10 -175.2(3) . . . . ?
V2 O9 C14 C13 3.0(4) . . . . ?
N2 C13 C14 O10 174.8(3) . . . . ?
C12 C13 C14 O10 -4.9(6) . . . . ?
N2 C13 C14 O9 -3.5(4) . . . . ?
C12 C13 C14 O9 176.8(4) . . . . ?
C19 N3 C15 C16 0.9(8) . . . . ?
N3 C15 C16 C17 -1.3(9) . . . . ?
C15 C16 C17 C18 1.2(9) . . . . ?
C16 C17 C18 C19 -0.7(9) . . . . ?
C17 C18 C19 N3 0.4(9) . . . . ?
C15 N3 C19 C18 -0.5(8) . . . . ?
C24 N4 C20 C21 -2.5(9) . . . . ?
N4 C20 C21 C22 1.2(9) . . . . ?
C20 C21 C22 C23 -0.3(9) . . . . ?
C21 C22 C23 C24 0.7(9) . . . . ?
C20 N4 C24 C23 2.9(9) . . . . ?
C22 C23 C24 N4 -1.9(9) . . . . ?

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
N3 H3N O7 0.86 2.54 3.129(6) 126.1 .
N4 H4N O11 0.86 2.19 2.876(6) 136.7 .


_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.55
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.069
####################################################################### 
# 
# 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.H2O
_database_code_depnum_ccdc_archive 'CCDC 1030258'
_audit_update_record             
;
2014-10-21 deposited with the CCDC.
2015-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H3 N O6 V, C5 H6 N O, H2 O'
_chemical_formula_sum            'C12 H11 N2 O8 V'
_chemical_formula_weight         362.17

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           monoclinic
_symmetry_space_group_name_H-M   'P 21/m'
_symmetry_space_group_name_Hall  '-P 2yb'

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

_cell_length_a                   7.8481(2)
_cell_length_b                   6.42100(10)
_cell_length_c                   13.8887(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.055(2)
_cell_angle_gamma                90.00
_cell_volume                     697.17(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2917
_cell_measurement_theta_min      5.6380
_cell_measurement_theta_max      74.4760

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             368
_exptl_absorpt_coefficient_mu    6.416
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1834
_exptl_absorpt_correction_T_max  0.7397
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'

_exptl_special_details           
;
18 runs of ω scans. Crystal-detector distance = 55.0 mm. 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3489
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_sigmaI/netI    0.0257
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.19
_diffrn_reflns_theta_max         74.65
_reflns_number_total             1552
_reflns_number_gt                1535
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 for Windows version 2.02 (Farrugia, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0610P)²+0.2173P] 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     SHELXL
_refine_ls_extinction_coef       0.0144(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1552
_refine_ls_number_parameters     140
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0916
_refine_ls_wR_factor_gt          0.0913
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.090
_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 0.42268(5) 0.2500 0.19920(2) 0.01619(18) Uani 1 2 d S . .
N1 N 0.6246(2) 0.2500 0.11119(13) 0.0162(4) Uani 1 2 d S . .
N2 N 1.1675(3) 0.2500 0.61724(14) 0.0207(4) Uani 1 2 d S . .
H2 H 1.0860 0.2500 0.6569 0.031 Uiso 1 2 calc SR . .
O1 O 0.3137(2) 0.2500 0.06522(12) 0.0209(4) Uani 1 2 d S . .
O2 O 0.3379(2) 0.2500 -0.09465(12) 0.0258(4) Uani 1 2 d S . .
O3 O 0.6368(2) 0.2500 0.29011(11) 0.0228(4) Uani 1 2 d S . .
O4 O 0.9225(2) 0.2500 0.31096(13) 0.0320(5) Uani 1 2 d S . .
O5 O 0.33255(15) 0.4560(2) 0.23918(8) 0.0252(3) Uani 1 1 d . . .
O6 O 0.9574(2) 0.2500 0.49721(13) 0.0268(4) Uani 1 2 d S . .
H6O H 0.9393 0.2500 0.4367 0.040 Uiso 1 2 calc SR . .
O7 O 0.9279(2) 0.2500 0.74299(13) 0.0265(4) Uani 1 2 d SD . .
H7O H 0.862(3) 0.350(3) 0.7441(17) 0.040 Uiso 1 1 d D . .
C1 C 0.3996(3) 0.2500 -0.01109(16) 0.0172(4) Uani 1 2 d S . .
C2 C 0.5901(3) 0.2500 0.01551(15) 0.0159(4) Uani 1 2 d S . .
C3 C 0.7200(3) 0.2500 -0.04574(17) 0.0206(5) Uani 1 2 d S . .
H3 H 0.6952 0.2500 -0.1139 0.025 Uiso 1 2 calc SR . .
C4 C 0.8885(3) 0.2500 -0.00431(18) 0.0245(5) Uani 1 2 d S . .
H4 H 0.9805 0.2500 -0.0444 0.029 Uiso 1 2 calc SR . .
C5 C 0.9215(3) 0.2500 0.09584(19) 0.0252(5) Uani 1 2 d S . .
H5 H 1.0357 0.2500 0.1250 0.030 Uiso 1 2 calc SR . .
C6 C 0.7846(3) 0.2500 0.15158(16) 0.0191(5) Uani 1 2 d S . .
C7 C 0.7861(3) 0.2500 0.25944(16) 0.0207(5) Uani 1 2 d S . .
C8 C 1.3335(3) 0.2500 0.65491(17) 0.0232(5) Uani 1 2 d S . .
H8 H 1.3598 0.2500 0.7230 0.028 Uiso 1 2 calc SR . .
C9 C 1.4618(3) 0.2500 0.59538(18) 0.0245(5) Uani 1 2 d S . .
H9 H 1.5780 0.2500 0.6211 0.029 Uiso 1 2 calc SR . .
C10 C 1.4193(3) 0.2500 0.49476(18) 0.0233(5) Uani 1 2 d S . .
H10 H 1.5076 0.2500 0.4521 0.028 Uiso 1 2 calc SR . .
C11 C 1.2509(3) 0.2500 0.45785(16) 0.0219(5) Uani 1 2 d S . .
H11 H 1.2219 0.2500 0.3900 0.026 Uiso 1 2 calc SR . .
C12 C 1.1236(3) 0.2500 0.52155(17) 0.0199(5) Uani 1 2 d S . .


_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 O5 1.6212(13) 4_565 ?
V1 O5 1.6212(13) . ?
V1 O1 1.9783(17) . ?
V1 O3 2.0109(17) . ?
V1 N1 2.0848(19) . ?
N1 C6 1.330(3) . ?
N1 C2 1.332(3) . ?
N2 C12 1.343(3) . ?
N2 C8 1.361(3) . ?
N2 H2 0.8800 . ?
O1 C1 1.305(3) . ?
O2 C1 1.217(3) . ?
O3 C7 1.281(3) . ?
O4 C7 1.234(3) . ?
O6 C12 1.318(3) . ?
O6 H6O 0.8400 . ?
O7 H7O 0.828(10) . ?
C1 C2 1.508(3) . ?
C2 C3 1.384(3) . ?
C3 C4 1.395(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.392(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.378(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.497(3) . ?
C8 C9 1.358(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.408(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.375(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.392(3) . ?
C11 H11 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
O5 V1 O5 109.39(9) 4_565 . ?
O5 V1 O1 99.01(5) 4_565 . ?
O5 V1 O1 99.01(5) . . ?
O5 V1 O3 98.66(5) 4_565 . ?
O5 V1 O3 98.66(5) . . ?
O1 V1 O3 149.16(7) . . ?
O5 V1 N1 125.30(5) 4_565 . ?
O5 V1 N1 125.30(5) . . ?
O1 V1 N1 74.71(7) . . ?
O3 V1 N1 74.45(7) . . ?
C6 N1 C2 121.5(2) . . ?
C6 N1 V1 119.41(15) . . ?
C2 N1 V1 119.12(16) . . ?
C12 N2 C8 122.3(2) . . ?
C12 N2 H2 118.9 . . ?
C8 N2 H2 118.9 . . ?
C1 O1 V1 123.55(15) . . ?
C7 O3 V1 121.95(15) . . ?
C12 O6 H6O 109.5 . . ?
O2 C1 O1 125.7(2) . . ?
O2 C1 C2 122.4(2) . . ?
O1 C1 C2 111.88(18) . . ?
N1 C2 C3 121.1(2) . . ?
N1 C2 C1 110.74(19) . . ?
C3 C2 C1 128.1(2) . . ?
C2 C3 C4 118.0(2) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C6 C5 C4 118.4(2) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
N1 C6 C5 121.1(2) . . ?
N1 C6 C7 110.2(2) . . ?
C5 C6 C7 128.7(2) . . ?
O4 C7 O3 125.4(2) . . ?
O4 C7 C6 120.6(2) . . ?
O3 C7 C6 114.0(2) . . ?
C9 C8 N2 120.1(2) . . ?
C9 C8 H8 119.9 . . ?
N2 C8 H8 119.9 . . ?
C8 C9 C10 118.8(2) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C11 C10 C9 120.4(2) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 118.9(2) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
O6 C12 N2 114.6(2) . . ?
O6 C12 C11 125.9(2) . . ?
N2 C12 C11 119.5(2) . . ?

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
O5 V1 N1 C6 -89.69(7) 4_565 . . . ?
O5 V1 N1 C6 89.69(7) . . . . ?
O1 V1 N1 C6 180.0 . . . . ?
O3 V1 N1 C6 0.0 . . . . ?
O5 V1 N1 C2 90.31(7) 4_565 . . . ?
O5 V1 N1 C2 -90.31(7) . . . . ?
O1 V1 N1 C2 0.0 . . . . ?
O3 V1 N1 C2 180.0 . . . . ?
O5 V1 O1 C1 -124.28(5) 4_565 . . . ?
O5 V1 O1 C1 124.28(5) . . . . ?
O3 V1 O1 C1 0.0 . . . . ?
N1 V1 O1 C1 0.0 . . . . ?
O5 V1 O3 C7 124.36(5) 4_565 . . . ?
O5 V1 O3 C7 -124.36(5) . . . . ?
O1 V1 O3 C7 0.0 . . . . ?
N1 V1 O3 C7 0.0 . . . . ?
V1 O1 C1 O2 180.0 . . . . ?
V1 O1 C1 C2 0.0 . . . . ?
C6 N1 C2 C3 0.0 . . . . ?
V1 N1 C2 C3 180.0 . . . . ?
C6 N1 C2 C1 180.0 . . . . ?
V1 N1 C2 C1 0.0 . . . . ?
O2 C1 C2 N1 180.0 . . . . ?
O1 C1 C2 N1 0.0 . . . . ?
O2 C1 C2 C3 0.0 . . . . ?
O1 C1 C2 C3 180.0 . . . . ?
N1 C2 C3 C4 0.0 . . . . ?
C1 C2 C3 C4 180.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C2 N1 C6 C5 0.0 . . . . ?
V1 N1 C6 C5 180.0 . . . . ?
C2 N1 C6 C7 180.0 . . . . ?
V1 N1 C6 C7 0.0 . . . . ?
C4 C5 C6 N1 0.0 . . . . ?
C4 C5 C6 C7 180.0 . . . . ?
V1 O3 C7 O4 180.0 . . . . ?
V1 O3 C7 C6 0.0 . . . . ?
N1 C6 C7 O4 180.0 . . . . ?
C5 C6 C7 O4 0.0 . . . . ?
N1 C6 C7 O3 0.0 . . . . ?
C5 C6 C7 O3 180.0 . . . . ?
C12 N2 C8 C9 0.0 . . . . ?
N2 C8 C9 C10 0.0 . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C8 N2 C12 O6 180.0 . . . . ?
C8 N2 C12 C11 0.0 . . . . ?
C10 C11 C12 O6 180.0 . . . . ?
C10 C11 C12 N2 0.0 . . . . ?

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
N2 H2 O7 0.88 1.80 2.677(3) 177.1 .
O6 H6O O4 0.84 1.74 2.577(2) 174.6 .
O7 H7O O5 0.828(10) 1.997(11) 2.8090(18) 166(2) 3_666

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        74.65
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.521
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.073
####################################################################### 
# 
# 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.H2O
_database_code_depnum_ccdc_archive 'CCDC 1030259'
_audit_update_record             
;
2014-10-21 deposited with the CCDC.
2015-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H3 N O6 V, 1.0(C5 H7 N2), H2 O'
_chemical_formula_sum            'C12 H12 N3 O7 V'
_chemical_formula_weight         361.19

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           monoclinic
_symmetry_space_group_name_H-M   'P 21/m'
_symmetry_space_group_name_Hall  '-P 2yb'

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

_cell_length_a                   8.1855(2)
_cell_length_b                   6.5443(2)
_cell_length_c                   13.8669(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.755(2)
_cell_angle_gamma                90.00
_cell_volume                     736.03(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2791
_cell_measurement_theta_min      5.9520
_cell_measurement_theta_max      74.5110

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             368
_exptl_absorpt_coefficient_mu    6.041
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1961
_exptl_absorpt_correction_T_max  0.6771
_exptl_absorpt_process_details   'CrysAlis PRO (Agilent, 2011)'

_exptl_special_details           
;
821 frames in 16 runs of ω scans. Crystal-detector distance = 55.0 mm. 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3693
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_sigmaI/netI    0.0264
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         74.69
_reflns_number_total             1627
_reflns_number_gt                1586
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_structure_solution    'SIR2004 (Burla et al., 2005)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 for Windows version 2.02 (Farrugia, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0746P)²+0.1147P] 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     SHELXL
_refine_ls_extinction_coef       0.023(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1627
_refine_ls_number_parameters     159
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.1018
_refine_ls_wR_factor_gt          0.1009
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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 0.39860(4) 0.7500 0.68170(3) 0.02372(19) Uani 1 2 d S . .
N1 N 0.6260(2) 0.7500 0.62831(12) 0.0173(4) Uani 1 2 d S . .
O1 O 0.5697(2) 0.7500 0.79782(12) 0.0325(4) Uani 1 2 d S . .
O2 O 0.8350(3) 0.7500 0.86367(12) 0.0376(5) Uani 1 2 d S . .
O3 O 0.3430(2) 0.7500 0.53864(12) 0.0299(4) Uani 1 2 d S . .
O4 O 0.4264(3) 0.7500 0.39120(13) 0.0394(5) Uani 1 2 d S . .
O5 O 0.29676(16) 0.5498(2) 0.70751(10) 0.0365(3) Uani 1 1 d . . .
O6 O 0.1420(2) 0.2500 0.80229(14) 0.0335(4) Uani 1 2 d S . .
H6O H 0.1815 0.3532 0.7777 0.050 Uiso 1 1 d R . .
C1 C 0.7278(3) 0.7500 0.79409(16) 0.0249(5) Uani 1 2 d S . .
C2 C 0.7647(3) 0.7500 0.69057(15) 0.0205(4) Uani 1 2 d S . .
C3 C 0.9165(3) 0.7500 0.65766(19) 0.0280(5) Uani 1 2 d S . .
H3 H 1.0157 0.7500 0.7020 0.034 Uiso 1 2 calc SR . .
C4 C 0.9197(3) 0.7500 0.5576(2) 0.0336(6) Uani 1 2 d S . .
H4 H 1.0225 0.7500 0.5329 0.040 Uiso 1 2 calc SR . .
C5 C 0.7734(3) 0.7500 0.49319(17) 0.0291(5) Uani 1 2 d S . .
H5 H 0.7741 0.7500 0.4247 0.035 Uiso 1 2 calc SR . .
C6 C 0.6275(3) 0.7500 0.53277(15) 0.0207(5) Uani 1 2 d S . .
C7 C 0.4535(3) 0.7500 0.47957(17) 0.0249(5) Uani 1 2 d S . .
N2A N 0.4078(5) 0.7500 -0.0396(2) 0.0286(8) Uani 0.661(6) 2 d SP A 1
H2A H 0.4514 0.7500 -0.0943 0.043 Uiso 0.661(6) 2 calc SPR A 1
N3A N 0.2050(4) 0.7500 0.2145(2) 0.0232(8) Uani 0.661(6) 2 d SP A 1
H3A H 0.2695 0.7500 0.2707 0.035 Uiso 0.661(6) 2 calc SPR A 1
H3B H 0.0972 0.7500 0.2130 0.035 Uiso 0.661(6) 2 calc SPR A 1
C8A C 0.4446(9) 0.7500 0.1329(6) 0.0214(14) Uani 0.661(6) 2 d SP A 1
H8A H 0.5159 0.7500 0.1930 0.026 Uiso 0.661(6) 2 calc SPR A 1
C9A C 0.5072(7) 0.7500 0.0462(3) 0.0259(9) Uani 0.661(6) 2 d SP A 1
H9A H 0.6233 0.7500 0.0465 0.031 Uiso 0.661(6) 2 calc SPR A 1
C10A C 0.2419(7) 0.7500 -0.0427(3) 0.0309(10) Uani 0.661(6) 2 d SP A 1
H10A H 0.1747 0.7500 -0.1042 0.037 Uiso 0.661(6) 2 calc SPR A 1
C11A C 0.1682(6) 0.7500 0.0399(4) 0.0270(11) Uani 0.661(6) 2 d SP A 1
H11A H 0.0515 0.7500 0.0365 0.032 Uiso 0.661(6) 2 calc SPR A 1
C12A C 0.2711(4) 0.7500 0.1312(4) 0.0184(9) Uani 0.661(6) 2 d SP A 1
N2B N 0.1319(8) 0.7500 0.1002(5) 0.0274(16) Uiso 0.339(6) 2 d SP A 2
H2B H 0.0302 0.7500 0.1142 0.041 Uiso 0.339(6) 2 calc SPR A 2
C9B C 0.1585(17) 0.7500 0.0064(10) 0.034(3) Uiso 0.339(6) 2 d SP A 2
H9B H 0.0642 0.7500 -0.0417 0.041 Uiso 0.339(6) 2 calc SPR A 2
C10B C 0.2581(12) 0.7500 0.1722(9) 0.022(2) Uiso 0.339(6) 2 d SP A 2
H10B H 0.2413 0.7500 0.2387 0.027 Uiso 0.339(6) 2 calc SPR A 2
N3B N 0.5983(9) 0.7500 0.0252(5) 0.0267(15) Uiso 0.339(6) 2 d SP A 2
H3C H 0.6845 0.7500 0.0706 0.040 Uiso 0.339(6) 2 calc SPR A 2
H3D H 0.6124 0.7500 -0.0366 0.040 Uiso 0.339(6) 2 calc SPR A 2
C12B C 0.4472(13) 0.7500 0.0499(6) 0.022(2) Uiso 0.339(6) 2 d SP A 2
C11B C 0.415(2) 0.7500 0.1449(14) 0.027(4) Uiso 0.339(6) 2 d SP A 2
H11B H 0.5061 0.7500 0.1951 0.033 Uiso 0.339(6) 2 calc SPR A 2
C8B C 0.3068(16) 0.7500 -0.0249(8) 0.031(3) Uiso 0.339(6) 2 d SP A 2
H8B H 0.3184 0.7500 -0.0922 0.037 Uiso 0.339(6) 2 calc SPR 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
V1 O5 1.6186(13) . ?
V1 O5 1.6186(13) 4_575 ?
V1 O3 1.9746(17) . ?
V1 O1 1.9865(19) . ?
V1 N1 2.0941(18) . ?
N1 C6 1.327(3) . ?
N1 C2 1.330(3) . ?
O1 C1 1.302(3) . ?
O2 C1 1.213(3) . ?
O3 C7 1.299(3) . ?
O4 C7 1.215(3) . ?
O6 H6O 0.8404 . ?
C1 C2 1.506(3) . ?
C2 C3 1.380(3) . ?
C3 C4 1.392(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.380(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.513(3) . ?
N2A C9A 1.347(6) . ?
N2A C10A 1.353(6) . ?
N2A H2A 0.8800 . ?
N3A C12A 1.340(5) . ?
N3A H3A 0.8800 . ?
N3A H3B 0.8800 . ?
C8A C9A 1.370(10) . ?
C8A C12A 1.417(8) . ?
C8A H8A 0.9500 . ?
C9A H9A 0.9500 . ?
C10A C11A 1.365(7) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.423(7) . ?
C11A H11A 0.9500 . ?
N2B C10B 1.337(10) . ?
N2B C9B 1.347(13) . ?
N2B H2B 0.8800 . ?
C9B C8B 1.344(19) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.38(2) . ?
C10B H10B 0.9500 . ?
N3B C12B 1.327(12) . ?
N3B H3C 0.8800 . ?
N3B H3D 0.8800 . ?
C12B C11B 1.379(19) . ?
C12B C8B 1.440(15) . ?
C11B H11B 0.9500 . ?
C8B H8B 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
O5 V1 O5 108.07(10) . 4_575 ?
O5 V1 O3 99.59(6) . . ?
O5 V1 O3 99.59(6) 4_575 . ?
O5 V1 O1 98.55(6) . . ?
O5 V1 O1 98.55(6) 4_575 . ?
O3 V1 O1 148.86(7) . . ?
O5 V1 N1 125.95(5) . . ?
O5 V1 N1 125.95(5) 4_575 . ?
O3 V1 N1 74.93(7) . . ?
O1 V1 N1 73.94(7) . . ?
C6 N1 C2 121.73(19) . . ?
C6 N1 V1 118.79(14) . . ?
C2 N1 V1 119.47(14) . . ?
C1 O1 V1 124.31(14) . . ?
C7 O3 V1 123.22(15) . . ?
O2 C1 O1 125.8(2) . . ?
O2 C1 C2 122.8(2) . . ?
O1 C1 C2 111.46(19) . . ?
N1 C2 C3 120.8(2) . . ?
N1 C2 C1 110.82(19) . . ?
C3 C2 C1 128.3(2) . . ?
C2 C3 C4 118.0(2) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C3 C4 C5 120.6(2) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 117.4(2) . . ?
C6 C5 H5 121.3 . . ?
C4 C5 H5 121.3 . . ?
N1 C6 C5 121.5(2) . . ?
N1 C6 C7 110.60(19) . . ?
C5 C6 C7 127.9(2) . . ?
O4 C7 O3 126.0(2) . . ?
O4 C7 C6 121.6(2) . . ?
O3 C7 C6 112.46(19) . . ?
C9A N2A C10A 120.8(4) . . ?
C9A N2A H2A 119.6 . . ?
C10A N2A H2A 119.6 . . ?
C12A N3A H3A 120.0 . . ?
C12A N3A H3B 120.0 . . ?
H3A N3A H3B 120.0 . . ?
C9A C8A C12A 118.6(6) . . ?
C9A C8A H8A 120.7 . . ?
C12A C8A H8A 120.7 . . ?
N2A C9A C8A 121.5(5) . . ?
N2A C9A H9A 119.3 . . ?
C8A C9A H9A 119.3 . . ?
N2A C10A C11A 121.9(5) . . ?
N2A C10A H10A 119.0 . . ?
C11A C10A H10A 119.0 . . ?
C10A C11A C12A 118.1(5) . . ?
C10A C11A H11A 120.9 . . ?
C12A C11A H11A 120.9 . . ?
N3A C12A C8A 120.4(5) . . ?
N3A C12A C11A 120.5(3) . . ?
C8A C12A C11A 119.1(5) . . ?
C10B N2B C9B 120.8(10) . . ?
C10B N2B H2B 119.6 . . ?
C9B N2B H2B 119.6 . . ?
C8B C9B N2B 125.7(11) . . ?
C8B C9B H9B 117.2 . . ?
N2B C9B H9B 117.2 . . ?
N2B C10B C11B 116.5(14) . . ?
N2B C10B H10B 121.7 . . ?
C11B C10B H10B 121.7 . . ?
C12B N3B H3C 120.0 . . ?
C12B N3B H3D 120.0 . . ?
H3C N3B H3D 120.0 . . ?
N3B C12B C11B 123.6(10) . . ?
N3B C12B C8B 119.7(9) . . ?
C11B C12B C8B 116.7(12) . . ?
C12B C11B C10B 124.5(16) . . ?
C12B C11B H11B 117.8 . . ?
C10B C11B H11B 117.8 . . ?
C9B C8B C12B 115.8(11) . . ?
C9B C8B H8B 122.1 . . ?
C12B C8B H8B 122.1 . . ?

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
O5 V1 N1 C6 91.02(7) . . . . ?
O5 V1 N1 C6 -91.02(7) 4_575 . . . ?
O3 V1 N1 C6 0.0 . . . . ?
O1 V1 N1 C6 180.0 . . . . ?
O5 V1 N1 C2 -88.98(7) . . . . ?
O5 V1 N1 C2 88.98(7) 4_575 . . . ?
O3 V1 N1 C2 180.0 . . . . ?
O1 V1 N1 C2 0.0 . . . . ?
O5 V1 O1 C1 125.07(5) . . . . ?
O5 V1 O1 C1 -125.07(5) 4_575 . . . ?
O3 V1 O1 C1 0.000(1) . . . . ?
N1 V1 O1 C1 0.0 . . . . ?
O5 V1 O3 C7 -124.83(5) . . . . ?
O5 V1 O3 C7 124.83(5) 4_575 . . . ?
O1 V1 O3 C7 0.0 . . . . ?
N1 V1 O3 C7 0.0 . . . . ?
V1 O1 C1 O2 180.000(1) . . . . ?
V1 O1 C1 C2 0.0 . . . . ?
C6 N1 C2 C3 0.0 . . . . ?
V1 N1 C2 C3 180.0 . . . . ?
C6 N1 C2 C1 180.0 . . . . ?
V1 N1 C2 C1 0.0 . . . . ?
O2 C1 C2 N1 180.000(1) . . . . ?
O1 C1 C2 N1 0.0 . . . . ?
O2 C1 C2 C3 0.000(1) . . . . ?
O1 C1 C2 C3 180.0 . . . . ?
N1 C2 C3 C4 0.000(1) . . . . ?
C1 C2 C3 C4 180.0 . . . . ?
C2 C3 C4 C5 0.000(1) . . . . ?
C3 C4 C5 C6 0.000(1) . . . . ?
C2 N1 C6 C5 0.0 . . . . ?
V1 N1 C6 C5 180.0 . . . . ?
C2 N1 C6 C7 180.0 . . . . ?
V1 N1 C6 C7 0.0 . . . . ?
C4 C5 C6 N1 0.0 . . . . ?
C4 C5 C6 C7 180.0 . . . . ?
V1 O3 C7 O4 180.0 . . . . ?
V1 O3 C7 C6 0.0 . . . . ?
N1 C6 C7 O4 180.0 . . . . ?
C5 C6 C7 O4 0.0 . . . . ?
N1 C6 C7 O3 0.0 . . . . ?
C5 C6 C7 O3 180.0 . . . . ?
C10A N2A C9A C8A 0.0 . . . . ?
C12A C8A C9A N2A 0.0 . . . . ?
C9A N2A C10A C11A 0.0 . . . . ?
N2A C10A C11A C12A 0.0 . . . . ?
C9A C8A C12A N3A 180.0 . . . . ?
C9A C8A C12A C11A 0.0 . . . . ?
C10A C11A C12A N3A 180.0 . . . . ?
C10A C11A C12A C8A 0.0 . . . . ?
C10B N2B C9B C8B 0.000(1) . . . . ?
C9B N2B C10B C11B 0.000(1) . . . . ?
N3B C12B C11B C10B 180.0 . . . . ?
C8B C12B C11B C10B 0.000(1) . . . . ?
N2B C10B C11B C12B 0.000(2) . . . . ?
N2B C9B C8B C12B 0.000(1) . . . . ?
N3B C12B C8B C9B 180.0 . . . . ?
C11B C12B C8B C9B 0.000(1) . . . . ?

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 H6O O5 0.84 1.93 2.7624(18) 168.2 .
N2A H2A O1 0.88 1.89 2.765(4) 173.1 1_554
N3A H3A O4 0.88 1.97 2.844(3) 176.1 .
N3A H3B O6 0.88 1.94 2.819(4) 175.1 3_566
N2B H2B O6 0.88 1.94 2.770(8) 156.4 3_566
N3B H3C O6 0.88 2.11 2.978(7) 169.3 3_666
N3B H3D O1 0.88 2.28 3.130(7) 163.8 1_554
N3B H3D O2 0.88 2.43 3.153(8) 139.5 1_554

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        74.69
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.073
####################################################################### 
# 
# 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 1030260'
_audit_update_record             
;
2014-10-21 deposited with the CCDC.
2015-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H3 N O6 V, C5 H7 N2'
_chemical_formula_sum            'C12 H10 N3 O6 V'
_chemical_formula_weight         343.17

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   '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                   14.4966(3)
_cell_length_b                   7.3713(2)
_cell_length_c                   14.6252(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 118.6960(10)
_cell_angle_gamma                90.00
_cell_volume                     1370.88(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3375
_cell_measurement_theta_min      0.41
_cell_measurement_theta_max      27.48

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             696
_exptl_absorpt_coefficient_mu    0.758
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7031
_exptl_absorpt_correction_T_max  0.9145
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'

_exptl_special_details           
;
196 frames in 5 sets of ω scans. Rotation/frame = 2.0 °.
Crystal-detector distance = 25.00 mm. Measuring time  = 15 s/°.
;

_diffrn_ambient_temperature      293(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  
;
Nonius KappaCCD area-detector diffractometer
;
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 0.055
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5849
_diffrn_reflns_av_R_equivalents  0.0147
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.21
_diffrn_reflns_theta_max         27.48
_reflns_number_total             3137
_reflns_number_gt                2609
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'KappaCCD Reference Manual (Nonius, 1998)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 for Windows version 2.02 (Farrugia, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0488P)²+0.4362P] 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         3137
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0933
_refine_ls_wR_factor_gt          0.0866
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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 0.78543(2) 0.03445(4) 0.56338(2) 0.03679(11) Uani 1 1 d . . .
O2 O 1.07824(11) -0.1513(2) 0.76550(12) 0.0603(4) Uani 1 1 d . . .
O5 O 0.73348(11) -0.1336(2) 0.48507(11) 0.0514(3) Uani 1 1 d . . .
O1 O 0.93568(11) -0.0404(2) 0.62791(11) 0.0462(3) Uani 1 1 d . . .
O3 O 0.66320(10) 0.1078(2) 0.58353(9) 0.0439(3) Uani 1 1 d . . .
O4 O 0.58216(10) 0.1052(2) 0.68049(11) 0.0482(3) Uani 1 1 d . . .
O6 O 0.78572(12) 0.2088(2) 0.49482(10) 0.0537(4) Uani 1 1 d . . .
N1 N 0.82845(10) -0.02655(18) 0.71898(10) 0.0304(3) Uani 1 1 d . . .
N2 N 0.49119(12) 0.2921(2) 0.42945(12) 0.0455(4) Uani 1 1 d . . .
H2 H 0.5444 0.2336 0.4760 0.068 Uiso 1 1 calc R . .
N3 N 0.23703(12) 0.5638(2) 0.20694(12) 0.0427(4) Uani 1 1 d . . .
H3A H 0.2353 0.5942 0.1494 0.064 Uiso 1 1 calc R . .
H3B H 0.1850 0.5897 0.2173 0.064 Uiso 1 1 calc R . .
C1 C 0.98719(13) -0.0983(3) 0.72270(14) 0.0401(4) Uani 1 1 d . . .
C2 C 0.92348(12) -0.0956(2) 0.77953(13) 0.0343(3) Uani 1 1 d . . .
C3 C 0.95287(14) -0.1531(3) 0.87964(14) 0.0422(4) Uani 1 1 d . . .
H3 H 1.0195 -0.2005 0.9222 0.051 Uiso 1 1 calc R . .
C4 C 0.87957(15) -0.1376(3) 0.91452(14) 0.0446(4) Uani 1 1 d . . .
H4 H 0.8965 -0.1777 0.9810 0.054 Uiso 1 1 calc R . .
C5 C 0.78128(15) -0.0628(3) 0.85129(14) 0.0391(4) Uani 1 1 d . . .
H5 H 0.7324 -0.0501 0.8749 0.047 Uiso 1 1 calc R . .
C6 C 0.75815(13) -0.0079(2) 0.75233(13) 0.0311(3) Uani 1 1 d . . .
C7 C 0.65794(13) 0.0738(2) 0.66879(13) 0.0365(4) Uani 1 1 d . . .
C8 C 0.41064(15) 0.3327(3) 0.44685(14) 0.0436(4) Uani 1 1 d . . .
H8 H 0.4135 0.2974 0.5092 0.052 Uiso 1 1 calc R . .
C9 C 0.32501(14) 0.4244(3) 0.37498(13) 0.0392(4) Uani 1 1 d . . .
H9 H 0.2701 0.4525 0.3884 0.047 Uiso 1 1 calc R . .
C10 C 0.32020(13) 0.4767(2) 0.27986(13) 0.0345(3) Uani 1 1 d . . .
C11 C 0.40714(15) 0.4319(3) 0.26551(14) 0.0412(4) Uani 1 1 d . . .
H11 H 0.4074 0.4648 0.2042 0.049 Uiso 1 1 calc R . .
C12 C 0.48999(15) 0.3413(3) 0.34068(15) 0.0459(4) Uani 1 1 d . . .
H12 H 0.5470 0.3127 0.3306 0.055 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 O5 1.6078(14) . ?
V1 O6 1.6311(14) . ?
V1 O1 1.9914(14) . ?
V1 O3 2.0051(13) . ?
V1 N1 2.0993(13) . ?
O2 C1 1.222(2) . ?
O1 C1 1.291(2) . ?
O3 C7 1.309(2) . ?
O4 C7 1.212(2) . ?
N1 C2 1.330(2) . ?
N1 C6 1.331(2) . ?
N2 C12 1.340(3) . ?
N2 C8 1.343(3) . ?
N2 H2 0.8600 . ?
N3 C10 1.330(2) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
C1 C2 1.510(2) . ?
C2 C3 1.380(2) . ?
C3 C4 1.387(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.380(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.504(2) . ?
C8 C9 1.360(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.413(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.413(2) . ?
C11 C12 1.353(3) . ?
C11 H11 0.9300 . ?
C12 H12 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
O5 V1 O6 107.92(7) . . ?
O5 V1 O1 98.95(7) . . ?
O6 V1 O1 100.64(7) . . ?
O5 V1 O3 99.66(7) . . ?
O6 V1 O3 98.11(7) . . ?
O1 V1 O3 147.97(5) . . ?
O5 V1 N1 113.63(7) . . ?
O6 V1 N1 138.42(7) . . ?
O1 V1 N1 74.86(5) . . ?
O3 V1 N1 73.86(5) . . ?
C1 O1 V1 122.51(11) . . ?
C7 O3 V1 123.23(11) . . ?
C2 N1 C6 121.72(14) . . ?
C2 N1 V1 118.51(11) . . ?
C6 N1 V1 119.59(11) . . ?
C12 N2 C8 121.03(16) . . ?
C12 N2 H2 119.5 . . ?
C8 N2 H2 119.5 . . ?
C10 N3 H3A 120.0 . . ?
C10 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
O2 C1 O1 125.52(17) . . ?
O2 C1 C2 121.19(16) . . ?
O1 C1 C2 113.29(15) . . ?
N1 C2 C3 121.14(15) . . ?
N1 C2 C1 110.49(14) . . ?
C3 C2 C1 128.37(16) . . ?
C2 C3 C4 117.65(16) . . ?
C2 C3 H3 121.2 . . ?
C4 C3 H3 121.2 . . ?
C5 C4 C3 120.72(16) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C6 C5 C4 118.06(16) . . ?
C6 C5 H5 121.0 . . ?
C4 C5 H5 121.0 . . ?
N1 C6 C5 120.69(15) . . ?
N1 C6 C7 110.76(14) . . ?
C5 C6 C7 128.54(15) . . ?
O4 C7 O3 124.67(16) . . ?
O4 C7 C6 123.30(16) . . ?
O3 C7 C6 112.03(14) . . ?
N2 C8 C9 121.22(17) . . ?
N2 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C8 C9 C10 119.46(17) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
N3 C10 C11 121.58(16) . . ?
N3 C10 C9 121.24(16) . . ?
C11 C10 C9 117.19(16) . . ?
C12 C11 C10 120.14(17) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
N2 C12 C11 120.96(18) . . ?
N2 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?

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
O5 V1 O1 C1 -108.05(16) . . . . ?
O6 V1 O1 C1 141.67(15) . . . . ?
O3 V1 O1 C1 16.8(2) . . . . ?
N1 V1 O1 C1 4.14(15) . . . . ?
O5 V1 O3 C7 105.29(15) . . . . ?
O6 V1 O3 C7 -144.86(15) . . . . ?
O1 V1 O3 C7 -19.4(2) . . . . ?
N1 V1 O3 C7 -6.68(14) . . . . ?
O5 V1 N1 C2 87.80(13) . . . . ?
O6 V1 N1 C2 -94.55(15) . . . . ?
O1 V1 N1 C2 -5.50(12) . . . . ?
O3 V1 N1 C2 -178.53(13) . . . . ?
O5 V1 N1 C6 -87.37(13) . . . . ?
O6 V1 N1 C6 90.28(15) . . . . ?
O1 V1 N1 C6 179.32(13) . . . . ?
O3 V1 N1 C6 6.30(12) . . . . ?
V1 O1 C1 O2 177.63(16) . . . . ?
V1 O1 C1 C2 -2.4(2) . . . . ?
C6 N1 C2 C3 0.8(3) . . . . ?
V1 N1 C2 C3 -174.30(14) . . . . ?
C6 N1 C2 C1 -179.13(15) . . . . ?
V1 N1 C2 C1 5.80(19) . . . . ?
O2 C1 C2 N1 177.63(18) . . . . ?
O1 C1 C2 N1 -2.4(2) . . . . ?
O2 C1 C2 C3 -2.3(3) . . . . ?
O1 C1 C2 C3 177.73(19) . . . . ?
N1 C2 C3 C4 0.5(3) . . . . ?
C1 C2 C3 C4 -179.64(18) . . . . ?
C2 C3 C4 C5 -1.5(3) . . . . ?
C3 C4 C5 C6 1.2(3) . . . . ?
C2 N1 C6 C5 -1.0(2) . . . . ?
V1 N1 C6 C5 173.98(13) . . . . ?
C2 N1 C6 C7 179.80(15) . . . . ?
V1 N1 C6 C7 -5.18(18) . . . . ?
C4 C5 C6 N1 0.0(3) . . . . ?
C4 C5 C6 C7 179.04(17) . . . . ?
V1 O3 C7 O4 -174.63(14) . . . . ?
V1 O3 C7 C6 6.0(2) . . . . ?
N1 C6 C7 O4 -179.60(17) . . . . ?
C5 C6 C7 O4 1.3(3) . . . . ?
N1 C6 C7 O3 -0.2(2) . . . . ?
C5 C6 C7 O3 -179.26(17) . . . . ?
C12 N2 C8 C9 0.2(3) . . . . ?
N2 C8 C9 C10 0.6(3) . . . . ?
C8 C9 C10 N3 178.82(17) . . . . ?
C8 C9 C10 C11 -0.9(3) . . . . ?
N3 C10 C11 C12 -179.18(18) . . . . ?
C9 C10 C11 C12 0.6(3) . . . . ?
C8 N2 C12 C11 -0.6(3) . . . . ?
C10 C11 C12 N2 0.2(3) . . . . ?

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
N2 H2 O3 0.86 1.92 2.783(2) 178.1 .
N3 H3A O6 0.86 2.15 3.004(2) 170.1 2_655
N3 H3B O2 0.86 2.04 2.888(2) 171.2 4_465

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.050
####################################################################### 
# 
# 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.H2O
_database_code_depnum_ccdc_archive 'CCDC 1030261'
_audit_update_record             
;
2014-10-21 deposited with the CCDC.
2015-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H3 N O6 V, C7 H11 N2, H2 O'
_chemical_formula_sum            'C14 H16 N3 O7 V'
_chemical_formula_weight         389.24

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           orthorhombic
_symmetry_space_group_name_H-M   'P b c m'
_symmetry_space_group_name_Hall  '-P 2c 2b'

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

_cell_length_a                   8.17150(10)
_cell_length_b                   29.4539(5)
_cell_length_c                   6.63980(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1598.08(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2137
_cell_measurement_theta_min      0.41
_cell_measurement_theta_max      27.48

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             800
_exptl_absorpt_coefficient_mu    0.665
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8514
_exptl_absorpt_correction_T_max  0.9803
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'

_exptl_special_details           
;
425 frames in 3 sets of φ scans + ω scans. Rotation/frame = 1.0 °.
Crystal-detector distance = 36.00 mm. Measuring time  = 120 s/°.
;

_diffrn_ambient_temperature      293(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  
;
Nonius KappaCCD area-detector diffractometer
;
_diffrn_measurement_method       'φ scans + ω scans'
_diffrn_detector_area_resol_mean 0.055
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3499
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.72
_diffrn_reflns_theta_max         27.48
_reflns_number_total             1987
_reflns_number_gt                1620
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'KappaCCD Reference Manual (Nonius, 1998)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 for Windows version 2.02 (Farrugia, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0420P)²+0.6208P] 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         1987
_refine_ls_number_parameters     160
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.0879
_refine_ls_wR_factor_gt          0.0825
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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 0.52673(4) 0.863150(12) 0.7500 0.03261(14) Uani 1 2 d S . .
N1 N 0.2810(2) 0.84335(6) 0.7500 0.0294(4) Uani 1 2 d S . .
N2 N 0.9769(3) 0.63767(7) 0.7500 0.0443(5) Uani 1 2 d S . .
H2 H 0.9089 0.6600 0.7500 0.066 Uiso 1 2 calc SR . .
N3 N 1.3014(2) 0.53105(6) 0.7500 0.0356(4) Uani 1 2 d S . .
O1 O 0.52984(19) 0.79521(5) 0.7500 0.0478(5) Uani 1 2 d S . .
O2 O 0.3921(2) 0.72961(6) 0.7500 0.0635(6) Uani 1 2 d S . .
O3 O 0.39967(19) 0.92067(5) 0.7500 0.0401(4) Uani 1 2 d S . .
O4 O 0.1586(2) 0.95647(5) 0.7500 0.0461(5) Uani 1 2 d S . .
O5 O 0.63638(15) 0.87152(4) 0.5514(2) 0.0507(3) Uani 1 1 d . . .
O6 O 0.7596(3) 0.71090(10) 0.6878(6) 0.0709(16) Uani 0.50 1 d PD A -1
H6A H 0.696(5) 0.6900(11) 0.668(8) 0.106 Uiso 0.50 1 d PD B -1
H6B H 0.697(5) 0.7327(10) 0.686(9) 0.106 Uiso 0.50 1 d PD C -1
C1 C 0.3983(3) 0.77075(8) 0.7500 0.0434(6) Uani 1 2 d S . .
C2 C 0.2446(3) 0.79946(7) 0.7500 0.0342(5) Uani 1 2 d S . .
C3 C 0.0841(3) 0.78515(8) 0.7500 0.0474(7) Uani 1 2 d S . .
H3 H 0.0580 0.7544 0.7500 0.057 Uiso 1 2 calc SR . .
C4 C -0.0377(3) 0.81809(9) 0.7500 0.0476(7) Uani 1 2 d S . .
H4 H -0.1470 0.8093 0.7500 0.057 Uiso 1 2 calc SR . .
C5 C 0.0016(3) 0.86381(8) 0.7500 0.0370(5) Uani 1 2 d S . .
H5 H -0.0795 0.8859 0.7500 0.044 Uiso 1 2 calc SR . .
C6 C 0.1654(3) 0.87551(7) 0.7500 0.0295(5) Uani 1 2 d S . .
C7 C 0.2402(3) 0.92216(7) 0.7500 0.0313(5) Uani 1 2 d S . .
C8 C 1.1385(4) 0.64586(8) 0.7500 0.0427(6) Uani 1 2 d S . .
H8 H 1.1753 0.6757 0.7500 0.051 Uiso 1 2 calc SR . .
C9 C 1.2492(3) 0.61162(7) 0.7500 0.0351(5) Uani 1 2 d S . .
H9 H 1.3605 0.6182 0.7500 0.042 Uiso 1 2 calc SR . .
C10 C 1.1961(3) 0.56567(8) 0.7500 0.0309(5) Uani 1 2 d S . .
C11 C 1.0238(3) 0.55863(8) 0.7500 0.0367(5) Uani 1 2 d S . .
H11 H 0.9820 0.5293 0.7500 0.044 Uiso 1 2 calc SR . .
C12 C 0.9206(3) 0.59460(9) 0.7500 0.0422(6) Uani 1 2 d S . .
H12 H 0.8083 0.5895 0.7500 0.051 Uiso 1 2 calc SR . .
C13 C 1.4784(3) 0.53876(9) 0.7500 0.0439(6) Uani 1 2 d S . .
H13A H 1.5338 0.5110 0.7824 0.066 Uiso 0.50 1 calc PR D -1
H13B H 1.5053 0.5614 0.8484 0.066 Uiso 0.50 1 calc PR D -1
H13C H 1.5123 0.5489 0.6191 0.066 Uiso 0.50 1 calc PR D -1
C14 C 1.2437(3) 0.48417(9) 0.7500 0.0545(8) Uani 1 2 d S . .
H14A H 1.1551 0.4811 0.8439 0.082 Uiso 0.50 1 calc PR E -1
H14B H 1.3316 0.4644 0.7886 0.082 Uiso 0.50 1 calc PR E -1
H14C H 1.2065 0.4762 0.6175 0.082 Uiso 0.50 1 calc PR E -1


_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 O5 1.6133(13) 6_557 ?
V1 O5 1.6133(13) . ?
V1 O3 1.9869(16) . ?
V1 O1 2.0013(17) . ?
V1 N1 2.0912(18) . ?
N1 C2 1.327(3) . ?
N1 C6 1.338(3) . ?
N2 C8 1.343(4) . ?
N2 C12 1.349(3) . ?
N2 H2 0.8600 . ?
N3 C10 1.334(3) . ?
N3 C14 1.459(3) . ?
N3 C13 1.465(3) . ?
O1 C1 1.294(3) . ?
O2 C1 1.213(3) . ?
O3 C7 1.304(3) . ?
O4 C7 1.211(3) . ?
O6 H6A 0.815(10) . ?
O6 H6B 0.818(10) . ?
C1 C2 1.514(3) . ?
C2 C3 1.378(3) . ?
C3 C4 1.390(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.504(3) . ?
C8 C9 1.355(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.421(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.423(3) . ?
C11 C12 1.354(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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
O5 V1 O5 109.66(10) 6_557 . ?
O5 V1 O3 99.20(5) 6_557 . ?
O5 V1 O3 99.20(5) . . ?
O5 V1 O1 98.39(5) 6_557 . ?
O5 V1 O1 98.39(5) . . ?
O3 V1 O1 149.22(7) . . ?
O5 V1 N1 125.17(5) 6_557 . ?
O5 V1 N1 125.17(5) . . ?
O3 V1 N1 74.69(7) . . ?
O1 V1 N1 74.53(7) . . ?
C2 N1 C6 122.13(19) . . ?
C2 N1 V1 119.13(14) . . ?
C6 N1 V1 118.74(14) . . ?
C8 N2 C12 120.3(2) . . ?
C8 N2 H2 119.9 . . ?
C12 N2 H2 119.9 . . ?
C10 N3 C14 121.0(2) . . ?
C10 N3 C13 121.2(2) . . ?
C14 N3 C13 117.8(2) . . ?
C1 O1 V1 123.10(15) . . ?
C7 O3 V1 123.44(14) . . ?
H6A O6 H6B 101(4) . . ?
O2 C1 O1 126.2(2) . . ?
O2 C1 C2 121.6(2) . . ?
O1 C1 C2 112.2(2) . . ?
N1 C2 C3 120.8(2) . . ?
N1 C2 C1 111.02(19) . . ?
C3 C2 C1 128.2(2) . . ?
C2 C3 C4 117.9(2) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C5 C4 C3 120.9(2) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C6 C5 C4 117.9(2) . . ?
C6 C5 H5 121.1 . . ?
C4 C5 H5 121.1 . . ?
N1 C6 C5 120.5(2) . . ?
N1 C6 C7 111.09(18) . . ?
C5 C6 C7 128.42(19) . . ?
O4 C7 O3 125.3(2) . . ?
O4 C7 C6 122.6(2) . . ?
O3 C7 C6 112.05(18) . . ?
N2 C8 C9 121.6(2) . . ?
N2 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C8 C9 C10 120.3(2) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
N3 C10 C9 122.0(2) . . ?
N3 C10 C11 121.8(2) . . ?
C9 C10 C11 116.2(2) . . ?
C12 C11 C10 120.1(2) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
N2 C12 C11 121.6(2) . . ?
N2 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
N3 C13 H13A 109.5 . . ?
N3 C13 H13B 109.5 . . ?
N3 C13 H13C 109.5 . . ?
N3 C14 H14A 109.5 . . ?
N3 C14 H14B 109.5 . . ?
N3 C14 H14C 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
O5 V1 N1 C2 -89.44(7) 6_557 . . . ?
O5 V1 N1 C2 89.44(7) . . . . ?
O3 V1 N1 C2 180.0 . . . . ?
O1 V1 N1 C2 0.0 . . . . ?
O5 V1 N1 C6 90.56(7) 6_557 . . . ?
O5 V1 N1 C6 -90.56(7) . . . . ?
O3 V1 N1 C6 0.0 . . . . ?
O1 V1 N1 C6 180.0 . . . . ?
O5 V1 O1 C1 124.28(5) 6_557 . . . ?
O5 V1 O1 C1 -124.28(5) . . . . ?
O3 V1 O1 C1 0.0 . . . . ?
N1 V1 O1 C1 0.0 . . . . ?
O5 V1 O3 C7 -124.10(5) 6_557 . . . ?
O5 V1 O3 C7 124.10(5) . . . . ?
O1 V1 O3 C7 0.0 . . . . ?
N1 V1 O3 C7 0.0 . . . . ?
V1 O1 C1 O2 180.0 . . . . ?
V1 O1 C1 C2 0.0 . . . . ?
C6 N1 C2 C3 0.0 . . . . ?
V1 N1 C2 C3 180.0 . . . . ?
C6 N1 C2 C1 180.0 . . . . ?
V1 N1 C2 C1 0.0 . . . . ?
O2 C1 C2 N1 180.0 . . . . ?
O1 C1 C2 N1 0.0 . . . . ?
O2 C1 C2 C3 0.0 . . . . ?
O1 C1 C2 C3 180.0 . . . . ?
N1 C2 C3 C4 0.0 . . . . ?
C1 C2 C3 C4 180.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C2 N1 C6 C5 0.0 . . . . ?
V1 N1 C6 C5 180.0 . . . . ?
C2 N1 C6 C7 180.0 . . . . ?
V1 N1 C6 C7 0.0 . . . . ?
C4 C5 C6 N1 0.0 . . . . ?
C4 C5 C6 C7 180.0 . . . . ?
V1 O3 C7 O4 180.0 . . . . ?
V1 O3 C7 C6 0.0 . . . . ?
N1 C6 C7 O4 180.0 . . . . ?
C5 C6 C7 O4 0.0 . . . . ?
N1 C6 C7 O3 0.0 . . . . ?
C5 C6 C7 O3 180.0 . . . . ?
C12 N2 C8 C9 0.0 . . . . ?
N2 C8 C9 C10 0.0 . . . . ?
C14 N3 C10 C9 180.0 . . . . ?
C13 N3 C10 C9 0.0 . . . . ?
C14 N3 C10 C11 0.0 . . . . ?
C13 N3 C10 C11 180.0 . . . . ?
C8 C9 C10 N3 180.0 . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
N3 C10 C11 C12 180.0 . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C8 N2 C12 C11 0.0 . . . . ?
C10 C11 C12 N2 0.0 . . . . ?

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
N2 H2 O6 0.86 1.98 2.824(3) 167.9 6_557
N2 H2 O6 0.86 1.98 2.824(3) 167.9 .
O6 H6A O5 0.815(10) 2.38(3) 3.071(3) 144(5) 3_566
O6 H6B O1 0.818(10) 2.334(15) 3.140(3) 169(5) .
O6 H6B O2 0.818(10) 2.53(4) 3.080(3) 126(4) .

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.047
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1030262'
_audit_update_record             
;
2014-10-21 deposited with the CCDC.
2015-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H3 N O6 V, C3 H5 N2'
_chemical_formula_sum            'C10 H8 N3 O6 V'
_chemical_formula_weight         317.13

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'
_symmetry_space_group_name_Hall  'C 2y'

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

_cell_length_a                   9.3492(9)
_cell_length_b                   12.4260(5)
_cell_length_c                   6.4360(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 129.421(17)
_cell_angle_gamma                90.00
_cell_volume                     577.59(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2314
_cell_measurement_theta_min      3.2561
_cell_measurement_theta_max      30.0782

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.823
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             320
_exptl_absorpt_coefficient_mu    0.891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7759
_exptl_absorpt_correction_T_max  0.7759
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'

_exptl_special_details           
;
387 frames in 5 runs of ω scans. Crystal-detector distance = 55.0 mm. 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  Mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2819
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.26
_diffrn_reflns_theta_max         27.47
_reflns_number_total             1292
_reflns_number_gt                1272
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 for Windows version 2.02 (Farrugia, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0253P)²+0.0555P] 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 H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.018(19)
_refine_ls_number_reflns         1292
_refine_ls_number_parameters     93
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0226
_refine_ls_wR_factor_ref         0.0548
_refine_ls_wR_factor_gt          0.0535
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.101
_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 0.5000 0.14543(2) 1.0000 0.02520(12) Uani 1 2 d S . .
N1 N 0.5000 0.31297(16) 1.0000 0.0200(4) Uani 1 2 d S . .
N2 N 0.9326(2) 0.39751(14) 0.5847(3) 0.0283(4) Uani 1 1 d . . .
H2N H 0.8808 0.4193 0.6495 0.042 Uiso 1 1 calc R . .
O3 O 0.3370(2) 0.07104(13) 0.7527(3) 0.0432(4) Uani 1 1 d . . .
O1 O 0.6243(2) 0.18666(11) 0.8522(3) 0.0297(3) Uani 1 1 d . . .
O2 O 0.7290(2) 0.31542(12) 0.7373(3) 0.0373(4) Uani 1 1 d . . .
C1 C 0.6507(2) 0.28598(14) 0.8216(4) 0.0241(4) Uani 1 1 d . . .
C2 C 0.5735(2) 0.36507(14) 0.9069(3) 0.0213(4) Uani 1 1 d . . .
C3 C 0.5752(3) 0.47550(16) 0.9012(4) 0.0295(4) Uani 1 1 d . . .
H3 H 0.6249 0.5119 0.8337 0.035 Uiso 1 1 calc R . .
C4 C 0.5000 0.5315(2) 1.0000 0.0342(6) Uani 1 2 d S . .
H4 H 0.5000 0.6063 1.0000 0.041 Uiso 1 2 calc SR . .
C5 C 1.0000 0.4605(2) 0.5000 0.0312(6) Uani 1 2 d S . .
H5 H 1.0000 0.5353 0.5000 0.037 Uiso 1 2 calc SR . .
C6 C 0.9580(3) 0.29272(17) 0.5533(4) 0.0316(4) Uani 1 1 d . . .
H6 H 0.9232 0.2326 0.5978 0.038 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 O3 1.6214(15) . ?
V1 O3 1.6214(15) 2_657 ?
V1 O1 1.9802(13) . ?
V1 O1 1.9802(13) 2_657 ?
V1 N1 2.082(2) . ?
N1 C2 1.3312(19) . ?
N1 C2 1.3312(19) 2_657 ?
N2 C5 1.320(2) . ?
N2 C6 1.361(3) . ?
N2 H2N 0.8600 . ?
O1 C1 1.298(2) . ?
O2 C1 1.213(2) . ?
C1 C2 1.514(2) . ?
C2 C3 1.373(3) . ?
C3 C4 1.397(2) . ?
C3 H3 0.9300 . ?
C4 C3 1.397(2) 2_657 ?
C4 H4 0.9300 . ?
C5 N2 1.320(2) 2_756 ?
C5 H5 0.9300 . ?
C6 C6 1.331(4) 2_756 ?
C6 H6 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
O3 V1 O3 110.48(13) . 2_657 ?
O3 V1 O1 98.53(7) . . ?
O3 V1 O1 98.44(7) 2_657 . ?
O3 V1 O1 98.44(7) . 2_657 ?
O3 V1 O1 98.53(7) 2_657 2_657 ?
O1 V1 O1 150.01(8) . 2_657 ?
O3 V1 N1 124.76(7) . . ?
O3 V1 N1 124.76(7) 2_657 . ?
O1 V1 N1 75.01(4) . . ?
O1 V1 N1 75.01(4) 2_657 . ?
C2 N1 C2 121.8(2) . 2_657 ?
C2 N1 V1 119.10(10) . . ?
C2 N1 V1 119.10(10) 2_657 . ?
C5 N2 C6 109.40(17) . . ?
C5 N2 H2N 125.3 . . ?
C6 N2 H2N 125.3 . . ?
C1 O1 V1 123.01(11) . . ?
O2 C1 O1 125.57(17) . . ?
O2 C1 C2 121.95(17) . . ?
O1 C1 C2 112.47(15) . . ?
N1 C2 C3 121.09(17) . . ?
N1 C2 C1 110.39(15) . . ?
C3 C2 C1 128.50(16) . . ?
C2 C3 C4 117.87(18) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 H3 121.1 . . ?
C3 C4 C3 120.3(2) 2_657 . ?
C3 C4 H4 119.9 2_657 . ?
C3 C4 H4 119.9 . . ?
N2 C5 N2 107.3(2) 2_756 . ?
N2 C5 H5 126.4 2_756 . ?
N2 C5 H5 126.4 . . ?
C6 C6 N2 106.97(10) 2_756 . ?
C6 C6 H6 126.5 2_756 . ?
N2 C6 H6 126.5 . . ?

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 V1 N1 C2 -89.21(10) . . . . ?
O3 V1 N1 C2 90.79(10) 2_657 . . . ?
O1 V1 N1 C2 0.85(9) . . . . ?
O1 V1 N1 C2 -179.15(9) 2_657 . . . ?
O3 V1 N1 C2 90.79(10) . . . 2_657 ?
O3 V1 N1 C2 -89.21(10) 2_657 . . 2_657 ?
O1 V1 N1 C2 -179.15(9) . . . 2_657 ?
O1 V1 N1 C2 0.85(9) 2_657 . . 2_657 ?
O3 V1 O1 C1 123.96(16) . . . . ?
O3 V1 O1 C1 -123.71(16) 2_657 . . . ?
O1 V1 O1 C1 0.14(14) 2_657 . . . ?
N1 V1 O1 C1 0.14(14) . . . . ?
V1 O1 C1 O2 178.46(14) . . . . ?
V1 O1 C1 C2 -0.9(2) . . . . ?
C2 N1 C2 C3 -0.50(13) 2_657 . . . ?
V1 N1 C2 C3 179.50(13) . . . . ?
C2 N1 C2 C1 178.51(15) 2_657 . . . ?
V1 N1 C2 C1 -1.49(15) . . . . ?
O2 C1 C2 N1 -177.91(15) . . . . ?
O1 C1 C2 N1 1.5(2) . . . . ?
O2 C1 C2 C3 1.0(3) . . . . ?
O1 C1 C2 C3 -179.58(18) . . . . ?
N1 C2 C3 C4 1.0(3) . . . . ?
C1 C2 C3 C4 -177.85(14) . . . . ?
C2 C3 C4 C3 -0.46(12) . . . 2_657 ?
C6 N2 C5 N2 0.06(10) . . . 2_756 ?
C5 N2 C6 C6 -0.2(3) . . . 2_756 ?

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
N2 H2N O3 0.86 2.12 2.801(2) 135.3 3
N2 H2N O2 0.86 2.24 2.829(2) 125.7 .

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.074
