# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_UMD1272_a
_database_code_depnum_ccdc_archive 'CCDC 2045253'
loop_
_audit_author_name
_audit_author_address
'James Golen'
;University of Massachusetts Dartmouth
United States of America
;
_audit_update_record             
;
2020-11-18 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
'Bis-tetraethylammonium vanadium(iv)bis-hydroxyiminodiacetate'
_chemical_name_common            TEA2VBH
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H8 N2 O10 V, 2(C8 H20 N), H2 O'
_chemical_formula_sum            'C24 H50 N4 O11 V'
_chemical_formula_weight         621.62

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   9.450(8)
_cell_length_b                   10.573(10)
_cell_length_c                   28.94(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2892(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9012
_cell_measurement_theta_min      2.96
_cell_measurement_theta_max      25.36

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_F_000             1332
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.407
_shelx_estimated_absorpt_T_min   0.912
_shelx_estimated_absorpt_T_max   0.923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.236
_exptl_absorpt_correction_T_max  0.259
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Bruker D8 Venture Dual'
_diffrn_measurement_device_type  'Bruker APEX-III CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46827
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         2.975
_diffrn_reflns_theta_max         25.538
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5363
_reflns_number_gt                5021
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.757
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0363P)²+1.1458P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   'Fourier difference maps'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0028(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.50(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5363
_refine_ls_number_parameters     377
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.0740
_refine_ls_wR_factor_gt          0.0722
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.10440(5) 0.57347(5) 0.40093(2) 0.01820(13) Uani 1 1 d . . . . .
O1 O 0.2461(2) 0.5273(2) 0.34993(7) 0.0263(5) Uani 1 1 d . . . . .
O1W O -0.1544(4) 0.0901(3) 0.41372(14) 0.0750(10) Uani 1 1 d D . . . .
H1A H -0.172(6) 0.171(2) 0.408(2) 0.112 Uiso 1 1 d D U . . .
H1B H -0.096(5) 0.066(5) 0.3913(15) 0.112 Uiso 1 1 d D U . . .
O2 O 0.4731(2) 0.5213(3) 0.33039(8) 0.0415(6) Uani 1 1 d . . . . .
O3 O 0.2220(2) 0.46012(18) 0.43704(7) 0.0241(5) Uani 1 1 d . . . . .
O4 O 0.1192(2) 0.7136(2) 0.53267(7) 0.0302(5) Uani 1 1 d . . . . .
O5 O 0.0447(2) 0.64066(19) 0.46497(6) 0.0222(4) Uani 1 1 d . . . . .
O6 O 0.1525(2) 0.76070(18) 0.38644(7) 0.0228(5) Uani 1 1 d . . . . .
O7 O 0.0622(2) 0.9438(2) 0.36325(8) 0.0352(5) Uani 1 1 d . . . . .
O8 O -0.0146(2) 0.59564(19) 0.34592(6) 0.0217(5) Uani 1 1 d . . . . .
O9 O -0.2464(3) 0.3490(2) 0.40919(9) 0.0406(6) Uani 1 1 d . . . . .
O10 O -0.0247(2) 0.4183(2) 0.40822(7) 0.0277(5) Uani 1 1 d . . . . .
N1 N 0.2894(2) 0.5759(3) 0.43531(8) 0.0209(5) Uani 1 1 d . . . . .
N2 N -0.0850(2) 0.6432(2) 0.38391(8) 0.0199(5) Uani 1 1 d . . . . .
N3 N 0.3903(3) 1.0986(2) 0.42573(9) 0.0284(6) Uani 1 1 d . . . . .
N4 N 0.7838(3) 0.2890(3) 0.26337(8) 0.0250(6) Uani 1 1 d . . . . .
C1 C 0.3780(3) 0.5367(3) 0.35848(11) 0.0271(7) Uani 1 1 d . . . . .
C2 C 0.4172(3) 0.5730(3) 0.40763(10) 0.0255(6) Uani 1 1 d . . . . .
H2A H 0.4846 0.5107 0.4205 0.031 Uiso 1 1 calc R U . . .
H2B H 0.4630 0.6572 0.4079 0.031 Uiso 1 1 calc R U . . .
C3 C 0.2911(3) 0.6368(3) 0.48056(10) 0.0247(7) Uani 1 1 d . . . . .
H3A H 0.3478 0.7155 0.4792 0.030 Uiso 1 1 calc R U . . .
H3B H 0.3346 0.5797 0.5036 0.030 Uiso 1 1 calc R U . . .
C4 C 0.1403(3) 0.6674(3) 0.49455(10) 0.0215(6) Uani 1 1 d . . . . .
C5 C 0.0507(3) 0.8340(3) 0.37666(10) 0.0245(7) Uani 1 1 d . . . . .
C6 C -0.0966(3) 0.7796(3) 0.38233(10) 0.0252(6) Uani 1 1 d . . . . .
H6A H -0.1399 0.8114 0.4112 0.030 Uiso 1 1 calc R U . . .
H6B H -0.1571 0.8054 0.3561 0.030 Uiso 1 1 calc R U . . .
C7 C -0.2076(3) 0.5679(3) 0.39718(10) 0.0242(6) Uani 1 1 d . . . . .
H7A H -0.2794 0.5694 0.3723 0.029 Uiso 1 1 calc R U . . .
H7B H -0.2508 0.6027 0.4256 0.029 Uiso 1 1 calc R U . . .
C8 C -0.1575(3) 0.4331(3) 0.40556(10) 0.0263(6) Uani 1 1 d . . . . .
C9 C 0.4112(4) 0.9721(3) 0.40256(14) 0.0399(8) Uani 1 1 d . . . . .
H9A H 0.4130 0.9058 0.4267 0.048 Uiso 1 1 calc R U . . .
H9B H 0.3284 0.9552 0.3825 0.048 Uiso 1 1 calc R U . . .
C10 C 0.5426(5) 0.9600(4) 0.37391(16) 0.0591(12) Uani 1 1 d . . . . .
H10A H 0.5577 0.8710 0.3659 0.089 Uiso 1 1 calc R U . . .
H10B H 0.6240 0.9912 0.3915 0.089 Uiso 1 1 calc R U . . .
H10C H 0.5322 1.0100 0.3456 0.089 Uiso 1 1 calc R U . . .
C11 C 0.4166(4) 1.2088(3) 0.39301(12) 0.0399(9) Uani 1 1 d . . . . .
H11A H 0.3984 1.2887 0.4098 0.048 Uiso 1 1 calc R U . . .
H11B H 0.5176 1.2083 0.3840 0.048 Uiso 1 1 calc R U . . .
C12 C 0.3290(6) 1.2073(5) 0.35053(15) 0.0636(13) Uani 1 1 d . . . . .
H12A H 0.3566 1.2779 0.3305 0.095 Uiso 1 1 calc R U . . .
H12B H 0.2289 1.2157 0.3589 0.095 Uiso 1 1 calc R U . . .
H12C H 0.3435 1.1273 0.3341 0.095 Uiso 1 1 calc R U . . .
C13 C 0.4927(4) 1.1103(4) 0.46495(13) 0.0464(10) Uani 1 1 d . . . . .
H13A H 0.4759 1.0397 0.4867 0.056 Uiso 1 1 calc R U . . .
H13B H 0.5898 1.1006 0.4526 0.056 Uiso 1 1 calc R U . . .
C14 C 0.4854(6) 1.2306(5) 0.49094(15) 0.0705(15) Uani 1 1 d . . . . .
H14A H 0.5434 1.2241 0.5189 0.106 Uiso 1 1 calc R U . . .
H14B H 0.3870 1.2477 0.4996 0.106 Uiso 1 1 calc R U . . .
H14C H 0.5209 1.2997 0.4716 0.106 Uiso 1 1 calc R U . . .
C15 C 0.2406(4) 1.1056(3) 0.44117(14) 0.0413(9) Uani 1 1 d . . . . .
H15A H 0.1787 1.0998 0.4137 0.050 Uiso 1 1 calc R U . . .
H15B H 0.2244 1.1894 0.4555 0.050 Uiso 1 1 calc R U . . .
C16 C 0.1967(4) 1.0043(4) 0.47528(13) 0.0507(10) Uani 1 1 d . . . . .
H16A H 0.0956 1.0131 0.4822 0.076 Uiso 1 1 calc R U . . .
H16B H 0.2515 1.0136 0.5038 0.076 Uiso 1 1 calc R U . . .
H16C H 0.2145 0.9207 0.4619 0.076 Uiso 1 1 calc R U . . .
C17 C 0.6858(4) 0.2751(4) 0.22252(13) 0.0390(9) Uani 1 1 d . . . . .
H17A H 0.7068 0.1942 0.2067 0.047 Uiso 1 1 calc R U . . .
H17B H 0.7047 0.3444 0.2004 0.047 Uiso 1 1 calc R U . . .
C18 C 0.5308(4) 0.2775(5) 0.23556(18) 0.0629(12) Uani 1 1 d . . . . .
H18A H 0.4729 0.2729 0.2075 0.094 Uiso 1 1 calc R U . . .
H18B H 0.5097 0.3562 0.2521 0.094 Uiso 1 1 calc R U . . .
H18C H 0.5094 0.2051 0.2555 0.094 Uiso 1 1 calc R U . . .
C19 C 0.7642(4) 0.1822(3) 0.29694(13) 0.0438(10) Uani 1 1 d . . . . .
H19A H 0.6663 0.1854 0.3090 0.053 Uiso 1 1 calc R U . . .
H19B H 0.8292 0.1953 0.3233 0.053 Uiso 1 1 calc R U . . .
C20 C 0.7903(5) 0.0528(4) 0.27721(17) 0.0563(11) Uani 1 1 d . . . . .
H20A H 0.7762 -0.0110 0.3013 0.084 Uiso 1 1 calc R U . . .
H20B H 0.8876 0.0477 0.2657 0.084 Uiso 1 1 calc R U . . .
H20C H 0.7241 0.0373 0.2518 0.084 Uiso 1 1 calc R U . . .
C21 C 0.9321(3) 0.2894(3) 0.24428(11) 0.0318(7) Uani 1 1 d . . . . .
H21A H 0.9454 0.2121 0.2255 0.038 Uiso 1 1 calc R U . . .
H21B H 0.9424 0.3630 0.2234 0.038 Uiso 1 1 calc R U . . .
C22 C 1.0475(4) 0.2950(4) 0.27996(15) 0.0509(10) Uani 1 1 d . . . . .
H22A H 1.1399 0.2917 0.2646 0.076 Uiso 1 1 calc R U . . .
H22B H 1.0384 0.2230 0.3010 0.076 Uiso 1 1 calc R U . . .
H22C H 1.0395 0.3740 0.2975 0.076 Uiso 1 1 calc R U . . .
C23 C 0.7555(4) 0.4093(3) 0.28961(11) 0.0315(7) Uani 1 1 d . . . . .
H23A H 0.6618 0.4023 0.3047 0.038 Uiso 1 1 calc R U . . .
H23B H 0.8272 0.4175 0.3144 0.038 Uiso 1 1 calc R U . . .
C24 C 0.7576(4) 0.5264(3) 0.26124(14) 0.0435(9) Uani 1 1 d . . . . .
H24A H 0.7453 0.6001 0.2813 0.065 Uiso 1 1 calc R U . . .
H24B H 0.6805 0.5235 0.2386 0.065 Uiso 1 1 calc R U . . .
H24C H 0.8483 0.5327 0.2450 0.065 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 O3 1.940(2) . ?
V1 O8 1.963(2) . ?
V1 N2 1.998(3) . ?
V1 N1 2.012(3) . ?
V1 O1 2.052(2) . ?
V1 O10 2.056(3) . ?
V1 O5 2.064(2) . ?
V1 O6 2.074(3) . ?
O1 C1 1.275(4) . ?
O1W H1A 0.888(14) . ?
O1W H1B 0.892(14) . ?
O2 C1 1.223(4) . ?
O3 N1 1.381(3) . ?
O4 C4 1.223(4) . ?
O5 C4 1.276(4) . ?
O6 C5 1.267(4) . ?
O7 C5 1.229(4) . ?
O8 N2 1.380(3) . ?
O9 C8 1.227(4) . ?
O10 C8 1.267(4) . ?
N1 C2 1.450(4) . ?
N1 C3 1.459(4) . ?
N2 C6 1.447(4) . ?
N2 C7 1.457(4) . ?
N3 C15 1.486(5) . ?
N3 C13 1.497(4) . ?
N3 C9 1.510(4) . ?
N3 C11 1.522(4) . ?
N4 C19 1.501(4) . ?
N4 C23 1.505(4) . ?
N4 C21 1.507(4) . ?
N4 C17 1.509(4) . ?
C1 C2 1.519(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.516(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 C6 1.515(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.521(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 C10 1.499(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.483(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.479(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.515(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.513(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.503(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.503(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.486(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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 O8 147.01(9) . . ?
O3 V1 N2 150.94(9) . . ?
O8 V1 N2 40.77(9) . . ?
O3 V1 N1 40.85(10) . . ?
O8 V1 N1 153.82(9) . . ?
N2 V1 N1 153.64(10) . . ?
O3 V1 O1 82.35(10) . . ?
O8 V1 O1 79.56(10) . . ?
N2 V1 O1 119.68(10) . . ?
N1 V1 O1 77.98(11) . . ?
O3 V1 O10 77.97(10) . . ?
O8 V1 O10 80.71(9) . . ?
N2 V1 O10 77.76(11) . . ?
N1 V1 O10 118.37(10) . . ?
O1 V1 O10 105.75(10) . . ?
O3 V1 O5 83.42(10) . . ?
O8 V1 O5 122.05(9) . . ?
N2 V1 O5 81.35(9) . . ?
N1 V1 O5 77.81(10) . . ?
O1 V1 O5 155.02(9) . . ?
O10 V1 O5 91.17(9) . . ?
O3 V1 O6 124.97(9) . . ?
O8 V1 O6 81.23(9) . . ?
N2 V1 O6 78.12(10) . . ?
N1 V1 O6 84.12(10) . . ?
O1 V1 O6 86.48(9) . . ?
O10 V1 O6 155.88(9) . . ?
O5 V1 O6 85.00(9) . . ?
C1 O1 V1 118.69(19) . . ?
H1A O1W H1B 105(3) . . ?
N1 O3 V1 72.36(14) . . ?
C4 O5 V1 119.02(18) . . ?
C5 O6 V1 117.56(19) . . ?
N2 O8 V1 70.95(13) . . ?
C8 O10 V1 118.9(2) . . ?
O3 N1 C2 112.7(2) . . ?
O3 N1 C3 111.3(2) . . ?
C2 N1 C3 119.7(2) . . ?
O3 N1 V1 66.78(13) . . ?
C2 N1 V1 116.77(19) . . ?
C3 N1 V1 117.32(18) . . ?
O8 N2 C6 112.0(2) . . ?
O8 N2 C7 113.2(2) . . ?
C6 N2 C7 119.5(2) . . ?
O8 N2 V1 68.28(13) . . ?
C6 N2 V1 116.31(19) . . ?
C7 N2 V1 116.47(19) . . ?
C15 N3 C13 112.6(3) . . ?
C15 N3 C9 107.6(3) . . ?
C13 N3 C9 109.0(3) . . ?
C15 N3 C11 107.7(3) . . ?
C13 N3 C11 107.6(3) . . ?
C9 N3 C11 112.4(3) . . ?
C19 N4 C23 106.7(3) . . ?
C19 N4 C21 110.7(3) . . ?
C23 N4 C21 110.4(3) . . ?
C19 N4 C17 111.0(3) . . ?
C23 N4 C17 111.7(3) . . ?
C21 N4 C17 106.5(2) . . ?
O2 C1 O1 125.4(3) . . ?
O2 C1 C2 118.5(3) . . ?
O1 C1 C2 116.1(2) . . ?
N1 C2 C1 108.6(2) . . ?
N1 C2 H2A 110.0 . . ?
C1 C2 H2A 110.0 . . ?
N1 C2 H2B 110.0 . . ?
C1 C2 H2B 110.0 . . ?
H2A C2 H2B 108.3 . . ?
N1 C3 C4 108.9(2) . . ?
N1 C3 H3A 109.9 . . ?
C4 C3 H3A 109.9 . . ?
N1 C3 H3B 109.9 . . ?
C4 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
O4 C4 O5 125.3(3) . . ?
O4 C4 C3 118.6(3) . . ?
O5 C4 C3 116.0(2) . . ?
O7 C5 O6 125.5(3) . . ?
O7 C5 C6 118.3(3) . . ?
O6 C5 C6 116.2(3) . . ?
N2 C6 C5 108.2(3) . . ?
N2 C6 H6A 110.1 . . ?
C5 C6 H6A 110.1 . . ?
N2 C6 H6B 110.1 . . ?
C5 C6 H6B 110.1 . . ?
H6A C6 H6B 108.4 . . ?
N2 C7 C8 107.8(2) . . ?
N2 C7 H7A 110.1 . . ?
C8 C7 H7A 110.1 . . ?
N2 C7 H7B 110.1 . . ?
C8 C7 H7B 110.1 . . ?
H7A C7 H7B 108.5 . . ?
O9 C8 O10 125.6(3) . . ?
O9 C8 C7 118.7(3) . . ?
O10 C8 C7 115.7(3) . . ?
C10 C9 N3 115.4(3) . . ?
C10 C9 H9A 108.4 . . ?
N3 C9 H9A 108.4 . . ?
C10 C9 H9B 108.4 . . ?
N3 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 N3 114.6(3) . . ?
C12 C11 H11A 108.6 . . ?
N3 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
N3 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N3 115.2(3) . . ?
C14 C13 H13A 108.5 . . ?
N3 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
N3 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N3 C15 C16 114.9(3) . . ?
N3 C15 H15A 108.5 . . ?
C16 C15 H15A 108.5 . . ?
N3 C15 H15B 108.5 . . ?
C16 C15 H15B 108.5 . . ?
H15A C15 H15B 107.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N4 C17 C18 113.4(3) . . ?
N4 C17 H17A 108.9 . . ?
C18 C17 H17A 108.9 . . ?
N4 C17 H17B 108.9 . . ?
C18 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N4 C19 C20 114.8(3) . . ?
N4 C19 H19A 108.6 . . ?
C20 C19 H19A 108.6 . . ?
N4 C19 H19B 108.6 . . ?
C20 C19 H19B 108.6 . . ?
H19A C19 H19B 107.6 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 N4 115.0(3) . . ?
C22 C21 H21A 108.5 . . ?
N4 C21 H21A 108.5 . . ?
C22 C21 H21B 108.5 . . ?
N4 C21 H21B 108.5 . . ?
H21A C21 H21B 107.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 N4 115.0(3) . . ?
C24 C23 H23A 108.5 . . ?
N4 C23 H23A 108.5 . . ?
C24 C23 H23B 108.5 . . ?
N4 C23 H23B 108.5 . . ?
H23A C23 H23B 107.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
V1 O3 N1 C2 -110.6(2) . . . . ?
V1 O3 N1 C3 111.6(2) . . . . ?
V1 O8 N2 C6 110.7(2) . . . . ?
V1 O8 N2 C7 -110.6(2) . . . . ?
V1 O1 C1 O2 -174.3(3) . . . . ?
V1 O1 C1 C2 4.2(3) . . . . ?
O3 N1 C2 C1 60.8(3) . . . . ?
C3 N1 C2 C1 -165.3(3) . . . . ?
V1 N1 C2 C1 -13.7(3) . . . . ?
O2 C1 C2 N1 -175.4(3) . . . . ?
O1 C1 C2 N1 6.0(4) . . . . ?
O3 N1 C3 C4 -65.0(3) . . . . ?
C2 N1 C3 C4 160.5(3) . . . . ?
V1 N1 C3 C4 9.0(3) . . . . ?
V1 O5 C4 O4 176.2(2) . . . . ?
V1 O5 C4 C3 -4.6(3) . . . . ?
N1 C3 C4 O4 176.5(3) . . . . ?
N1 C3 C4 O5 -2.8(4) . . . . ?
V1 O6 C5 O7 -173.0(2) . . . . ?
V1 O6 C5 C6 7.1(3) . . . . ?
O8 N2 C6 C5 -54.8(3) . . . . ?
C7 N2 C6 C5 169.4(2) . . . . ?
V1 N2 C6 C5 21.0(3) . . . . ?
O7 C5 C6 N2 162.3(3) . . . . ?
O6 C5 C6 N2 -17.8(3) . . . . ?
O8 N2 C7 C8 56.3(3) . . . . ?
C6 N2 C7 C8 -168.4(2) . . . . ?
V1 N2 C7 C8 -20.0(3) . . . . ?
V1 O10 C8 O9 179.9(2) . . . . ?
V1 O10 C8 C7 -0.2(3) . . . . ?
N2 C7 C8 O9 -167.4(3) . . . . ?
N2 C7 C8 O10 12.7(3) . . . . ?
C15 N3 C9 C10 164.6(3) . . . . ?
C13 N3 C9 C10 -73.0(4) . . . . ?
C11 N3 C9 C10 46.2(4) . . . . ?
C15 N3 C11 C12 -61.8(4) . . . . ?
C13 N3 C11 C12 176.6(4) . . . . ?
C9 N3 C11 C12 56.6(4) . . . . ?
C15 N3 C13 C14 -61.1(4) . . . . ?
C9 N3 C13 C14 179.6(4) . . . . ?
C11 N3 C13 C14 57.5(4) . . . . ?
C13 N3 C15 C16 -59.9(4) . . . . ?
C9 N3 C15 C16 60.2(4) . . . . ?
C11 N3 C15 C16 -178.4(3) . . . . ?
C19 N4 C17 C18 61.4(4) . . . . ?
C23 N4 C17 C18 -57.5(4) . . . . ?
C21 N4 C17 C18 -178.0(3) . . . . ?
C23 N4 C19 C20 -179.1(3) . . . . ?
C21 N4 C19 C20 -59.0(4) . . . . ?
C17 N4 C19 C20 59.0(4) . . . . ?
C19 N4 C21 C22 -55.9(4) . . . . ?
C23 N4 C21 C22 62.0(4) . . . . ?
C17 N4 C21 C22 -176.6(3) . . . . ?
C19 N4 C23 C24 -175.0(3) . . . . ?
C21 N4 C23 C24 64.6(4) . . . . ?
C17 N4 C23 C24 -53.6(4) . . . . ?

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
O1W H1A O9 0.888(14) 2.007(18) 2.875(5) 165(5) .
O1W H1B O7 0.892(14) 2.13(3) 2.952(4) 152(5) 1_545
C2 H2B O4 0.99 2.65 3.423(4) 135.5 4_566
C7 H7B O4 0.99 2.60 3.484(4) 149.3 4_466
C9 H9A O4 0.99 2.60 3.352(5) 132.5 4_566
C9 H9B O6 0.99 2.65 3.345(5) 127.7 .
C9 H9B O7 0.99 2.58 3.501(5) 155.0 .
C10 H10B O1W 0.98 2.43 3.379(7) 163.6 1_665
C11 H11A O3 0.99 2.59 3.474(5) 149.3 1_565
C13 H13A O5 0.99 2.45 3.376(5) 155.1 4_566
C15 H15A O7 0.99 2.46 3.295(5) 141.5 .
C17 H17A O1 0.99 2.45 3.417(5) 165.5 3_645
C21 H21A O8 0.99 2.49 3.409(4) 153.7 3_645
C21 H21B O7 0.99 2.65 3.515(5) 146.1 3_645
C23 H23A O2 0.99 2.31 3.149(4) 142.5 .
C23 H23B O8 0.99 2.57 3.356(4) 136.0 1_655

_refine_diff_density_max         0.386
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.045

_shelxl_version_number           2014/6


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_UMD1508_a
_database_code_depnum_ccdc_archive 'CCDC 2045255'
loop_
_audit_author_name
_audit_author_address
'James Golen'
;University of Massachusetts Dartmouth
United States of America
;
_audit_update_record             
;
2020-11-18 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
'Tetrapropylammonium vanadium(v)bis-hydroxyiminodiacetate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H8 N2 O10 V, C12 H28 N'
_chemical_formula_sum            'C20 H36 N3 O10 V'
_chemical_formula_weight         529.46

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5136(8)
_cell_length_b                   11.4193(10)
_cell_length_c                   13.5999(11)
_cell_angle_alpha                67.468(2)
_cell_angle_beta                 79.634(2)
_cell_angle_gamma                67.087(2)
_cell_volume                     1256.19(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    9908
_cell_measurement_theta_min      3.03
_cell_measurement_theta_max      25.41

_exptl_crystal_description       block
_exptl_crystal_colour            red-brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_F_000             560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.452
_shelx_estimated_absorpt_T_min   0.847
_shelx_estimated_absorpt_T_max   0.923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.231
_exptl_absorpt_correction_T_max  0.259
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Bruker D8 Venture Dual'
_diffrn_measurement_device_type  'Bruker APEX-III CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23487
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.034
_diffrn_reflns_theta_max         25.417
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4620
_reflns_number_gt                4000
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0368P)²+1.4230P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   'Fourier diffence maps'
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.034(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4620
_refine_ls_number_parameters     312
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1059
_refine_ls_wR_factor_gt          0.0973
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.24979(4) 0.61830(4) 0.29243(3) 0.02976(14) Uani 1 1 d . . . . .
O1 O -0.0553(2) 0.5690(2) 0.15792(18) 0.0610(6) Uani 1 1 d . . . . .
O2 O 0.15321(18) 0.58344(18) 0.19676(14) 0.0395(4) Uani 1 1 d . . . . .
O3 O 0.1466(2) 0.6842(2) 0.57245(15) 0.0527(5) Uani 1 1 d . . . . .
O4 O 0.26794(17) 0.64508(17) 0.42661(13) 0.0354(4) Uani 1 1 d . . . . .
O5 O 0.07877(18) 0.78777(16) 0.26308(14) 0.0377(4) Uani 1 1 d . . . . .
O6 O 0.5600(2) 0.80137(19) 0.17834(18) 0.0559(5) Uani 1 1 d . . . . .
O7 O 0.34648(19) 0.75391(17) 0.21621(14) 0.0396(4) Uani 1 1 d . . . . .
O8 O 0.3588(2) 0.2407(2) 0.5112(2) 0.0788(8) Uani 1 1 d . . . . .
O9 O 0.23334(17) 0.44484(17) 0.40104(14) 0.0367(4) Uani 1 1 d . . . . .
O10 O 0.42123(17) 0.50067(17) 0.23306(13) 0.0339(4) Uani 1 1 d . . . . .
N1 N 0.0271(2) 0.6913(2) 0.33641(16) 0.0320(4) Uani 1 1 d . . . . .
N2 N 0.4725(2) 0.50385(19) 0.31913(15) 0.0299(4) Uani 1 1 d . . . . .
C1 C -0.0758(3) 0.6545(3) 0.2954(2) 0.0402(6) Uani 1 1 d . . . . .
H1A H -0.1653 0.7336 0.2672 0.048 Uiso 1 1 calc R U . . .
H1B H -0.1089 0.5867 0.3523 0.048 Uiso 1 1 calc R U . . .
C2 C 0.0085(3) 0.5992(3) 0.2086(2) 0.0407(6) Uani 1 1 d . . . . .
C3 C -0.0018(3) 0.7030(3) 0.4420(2) 0.0389(6) Uani 1 1 d . . . . .
H3A H -0.0476 0.6378 0.4892 0.047 Uiso 1 1 calc R U . . .
H3B H -0.0724 0.7930 0.4374 0.047 Uiso 1 1 calc R U . . .
C4 C 0.1464(3) 0.6769(2) 0.48610(19) 0.0333(5) Uani 1 1 d . . . . .
C5 C 0.5752(3) 0.5802(2) 0.2926(2) 0.0343(5) Uani 1 1 d . . . . .
H5A H 0.6668 0.5388 0.2555 0.041 Uiso 1 1 calc R U . . .
H5B H 0.6049 0.5805 0.3571 0.041 Uiso 1 1 calc R U . . .
C6 C 0.4918(3) 0.7235(3) 0.2223(2) 0.0384(6) Uani 1 1 d . . . . .
C7 C 0.5030(3) 0.3769(2) 0.40918(19) 0.0345(5) Uani 1 1 d . . . . .
H7A H 0.5416 0.3838 0.4673 0.041 Uiso 1 1 calc R U . . .
H7B H 0.5795 0.3037 0.3884 0.041 Uiso 1 1 calc R U . . .
C8 C 0.3557(3) 0.3477(3) 0.4449(2) 0.0405(6) Uani 1 1 d . . . . .
N3 N 0.3388(2) 0.17920(19) 0.16311(16) 0.0340(4) Uani 1 1 d . . . . .
C18 C 0.2877(3) 0.3326(2) 0.1112(2) 0.0374(5) Uani 1 1 d . . . . .
H18A H 0.1770 0.3689 0.1111 0.045 Uiso 1 1 calc R U . . .
H18B H 0.3188 0.3676 0.1550 0.045 Uiso 1 1 calc R U . . .
C15 C 0.2602(3) 0.1522(3) 0.2729(2) 0.0408(6) Uani 1 1 d . . . . .
H15A H 0.2914 0.1933 0.3116 0.049 Uiso 1 1 calc R U . . .
H15B H 0.1509 0.1975 0.2642 0.049 Uiso 1 1 calc R U . . .
C19 C 0.3478(3) 0.3855(3) -0.0012(2) 0.0491(7) Uani 1 1 d . . . . .
H19A H 0.3219 0.3485 -0.0459 0.059 Uiso 1 1 calc R U . . .
H19B H 0.4581 0.3571 -0.0019 0.059 Uiso 1 1 calc R U . . .
C12 C 0.2958(3) 0.1172(3) 0.0979(2) 0.0416(6) Uani 1 1 d . . . . .
H12A H 0.3506 0.1350 0.0296 0.050 Uiso 1 1 calc R U . . .
H12B H 0.3309 0.0197 0.1338 0.050 Uiso 1 1 calc R U . . .
C16 C 0.2904(4) 0.0054(3) 0.3403(2) 0.0551(7) Uani 1 1 d . . . . .
H16A H 0.3995 -0.0435 0.3464 0.066 Uiso 1 1 calc R U . . .
H16B H 0.2493 -0.0354 0.3071 0.066 Uiso 1 1 calc R U . . .
C9 C 0.5108(3) 0.1155(3) 0.1715(2) 0.0417(6) Uani 1 1 d . . . . .
H9A H 0.5384 0.0178 0.1986 0.050 Uiso 1 1 calc R U . . .
H9B H 0.5566 0.1403 0.1004 0.050 Uiso 1 1 calc R U . . .
C20 C 0.2790(4) 0.5381(3) -0.0441(3) 0.0624(9) Uani 1 1 d . . . . .
H20A H 0.3217 0.5715 -0.1142 0.094 Uiso 1 1 calc R U . . .
H20B H 0.3011 0.5742 0.0020 0.094 Uiso 1 1 calc R U . . .
H20C H 0.1704 0.5656 -0.0476 0.094 Uiso 1 1 calc R U . . .
C13 C 0.1286(4) 0.1659(4) 0.0781(3) 0.0617(8) Uani 1 1 d . . . . .
H13A H 0.0911 0.2629 0.0403 0.074 Uiso 1 1 calc R U . . .
H13B H 0.0712 0.1471 0.1453 0.074 Uiso 1 1 calc R U . . .
C10 C 0.5801(3) 0.1536(3) 0.2413(3) 0.0552(7) Uani 1 1 d . . . . .
H10A H 0.5496 0.2514 0.2177 0.066 Uiso 1 1 calc R U . . .
H10B H 0.5427 0.1222 0.3143 0.066 Uiso 1 1 calc R U . . .
C17 C 0.2156(5) -0.0033(4) 0.4496(3) 0.0753(11) Uani 1 1 d . . . . .
H17A H 0.2266 -0.0958 0.4907 0.113 Uiso 1 1 calc R U . . .
H17B H 0.1092 0.0513 0.4427 0.113 Uiso 1 1 calc R U . . .
H17C H 0.2638 0.0289 0.4849 0.113 Uiso 1 1 calc R U . . .
C14 C 0.1077(5) 0.0928(4) 0.0120(3) 0.0860(13) Uani 1 1 d . . . . .
H14A H 0.0019 0.1257 -0.0038 0.129 Uiso 1 1 calc R U . . .
H14B H 0.1404 -0.0028 0.0514 0.129 Uiso 1 1 calc R U . . .
H14C H 0.1676 0.1092 -0.0532 0.129 Uiso 1 1 calc R U . . .
C11 C 0.7521(4) 0.0910(5) 0.2362(4) 0.0872(13) Uani 1 1 d . . . . .
H11A H 0.7945 0.1159 0.2808 0.131 Uiso 1 1 calc R U . . .
H11B H 0.7890 0.1232 0.1640 0.131 Uiso 1 1 calc R U . . .
H11C H 0.7821 -0.0058 0.2604 0.131 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 O5 1.9343(16) . ?
V1 O10 1.9412(16) . ?
V1 O2 1.9513(16) . ?
V1 O7 1.9633(17) . ?
V1 O4 2.0087(16) . ?
V1 O9 2.0114(17) . ?
V1 N2 2.0215(18) . ?
V1 N1 2.0228(18) . ?
O1 C2 1.207(3) . ?
O2 C2 1.305(3) . ?
O3 C4 1.209(3) . ?
O4 C4 1.298(3) . ?
O5 N1 1.361(3) . ?
O6 C6 1.213(3) . ?
O7 C6 1.298(3) . ?
O8 C8 1.202(3) . ?
O9 C8 1.296(3) . ?
O10 N2 1.364(2) . ?
N1 C3 1.460(3) . ?
N1 C1 1.464(3) . ?
N2 C7 1.458(3) . ?
N2 C5 1.463(3) . ?
C1 C2 1.508(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 C4 1.508(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 C6 1.511(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C7 C8 1.518(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
N3 C12 1.514(3) . ?
N3 C9 1.515(3) . ?
N3 C15 1.519(3) . ?
N3 C18 1.522(3) . ?
C18 C19 1.507(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C15 C16 1.508(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C19 C20 1.508(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C12 C13 1.505(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C16 C17 1.513(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C9 C10 1.514(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C13 C14 1.521(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C10 C11 1.509(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 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 O10 146.34(7) . . ?
O5 V1 O2 84.73(7) . . ?
O10 V1 O2 76.89(7) . . ?
O5 V1 O7 76.94(7) . . ?
O10 V1 O7 84.33(7) . . ?
O2 V1 O7 112.52(8) . . ?
O5 V1 O4 85.89(7) . . ?
O10 V1 O4 121.24(7) . . ?
O2 V1 O4 155.39(7) . . ?
O7 V1 O4 87.30(7) . . ?
O5 V1 O9 121.87(7) . . ?
O10 V1 O9 84.92(7) . . ?
O2 V1 O9 85.64(7) . . ?
O7 V1 O9 156.06(7) . . ?
O4 V1 O9 80.12(7) . . ?
O5 V1 N2 153.08(8) . . ?
O10 V1 N2 40.21(7) . . ?
O2 V1 N2 115.85(7) . . ?
O7 V1 N2 78.99(7) . . ?
O4 V1 N2 81.09(7) . . ?
O9 V1 N2 78.99(7) . . ?
O5 V1 N1 40.16(7) . . ?
O10 V1 N1 153.15(7) . . ?
O2 V1 N1 78.95(7) . . ?
O7 V1 N1 115.97(8) . . ?
O4 V1 N1 79.22(7) . . ?
O9 V1 N1 81.74(7) . . ?
N2 V1 N1 154.46(8) . . ?
C2 O2 V1 121.09(16) . . ?
C4 O4 V1 119.12(14) . . ?
N1 O5 V1 73.42(11) . . ?
C6 O7 V1 120.67(16) . . ?
C8 O9 V1 119.36(15) . . ?
N2 O10 V1 73.06(10) . . ?
O5 N1 C3 113.14(19) . . ?
O5 N1 C1 114.82(19) . . ?
C3 N1 C1 120.33(19) . . ?
O5 N1 V1 66.42(10) . . ?
C3 N1 V1 115.36(14) . . ?
C1 N1 V1 115.01(15) . . ?
O10 N2 C7 113.29(17) . . ?
O10 N2 C5 114.43(18) . . ?
C7 N2 C5 120.10(18) . . ?
O10 N2 V1 66.72(10) . . ?
C7 N2 V1 115.77(14) . . ?
C5 N2 V1 115.00(14) . . ?
N1 C1 C2 108.52(19) . . ?
N1 C1 H1A 110.0 . . ?
C2 C1 H1A 110.0 . . ?
N1 C1 H1B 110.0 . . ?
C2 C1 H1B 110.0 . . ?
H1A C1 H1B 108.4 . . ?
O1 C2 O2 124.4(2) . . ?
O1 C2 C1 121.0(2) . . ?
O2 C2 C1 114.5(2) . . ?
N1 C3 C4 109.66(19) . . ?
N1 C3 H3A 109.7 . . ?
C4 C3 H3A 109.7 . . ?
N1 C3 H3B 109.7 . . ?
C4 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
O3 C4 O4 124.4(2) . . ?
O3 C4 C3 120.0(2) . . ?
O4 C4 C3 115.6(2) . . ?
N2 C5 C6 108.10(19) . . ?
N2 C5 H5A 110.1 . . ?
C6 C5 H5A 110.1 . . ?
N2 C5 H5B 110.1 . . ?
C6 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?
O6 C6 O7 124.8(3) . . ?
O6 C6 C5 120.3(2) . . ?
O7 C6 C5 115.0(2) . . ?
N2 C7 C8 108.85(18) . . ?
N2 C7 H7A 109.9 . . ?
C8 C7 H7A 109.9 . . ?
N2 C7 H7B 109.9 . . ?
C8 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
O8 C8 O9 124.9(2) . . ?
O8 C8 C7 119.5(2) . . ?
O9 C8 C7 115.6(2) . . ?
C12 N3 C9 106.29(18) . . ?
C12 N3 C15 111.30(19) . . ?
C9 N3 C15 110.84(19) . . ?
C12 N3 C18 111.23(19) . . ?
C9 N3 C18 111.38(19) . . ?
C15 N3 C18 105.90(17) . . ?
C19 C18 N3 116.0(2) . . ?
C19 C18 H18A 108.3 . . ?
N3 C18 H18A 108.3 . . ?
C19 C18 H18B 108.3 . . ?
N3 C18 H18B 108.3 . . ?
H18A C18 H18B 107.4 . . ?
C16 C15 N3 116.2(2) . . ?
C16 C15 H15A 108.2 . . ?
N3 C15 H15A 108.2 . . ?
C16 C15 H15B 108.2 . . ?
N3 C15 H15B 108.2 . . ?
H15A C15 H15B 107.4 . . ?
C18 C19 C20 109.8(2) . . ?
C18 C19 H19A 109.7 . . ?
C20 C19 H19A 109.7 . . ?
C18 C19 H19B 109.7 . . ?
C20 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
C13 C12 N3 116.1(2) . . ?
C13 C12 H12A 108.3 . . ?
N3 C12 H12A 108.3 . . ?
C13 C12 H12B 108.3 . . ?
N3 C12 H12B 108.3 . . ?
H12A C12 H12B 107.4 . . ?
C15 C16 C17 109.1(2) . . ?
C15 C16 H16A 109.9 . . ?
C17 C16 H16A 109.9 . . ?
C15 C16 H16B 109.9 . . ?
C17 C16 H16B 109.9 . . ?
H16A C16 H16B 108.3 . . ?
C10 C9 N3 116.1(2) . . ?
C10 C9 H9A 108.3 . . ?
N3 C9 H9A 108.3 . . ?
C10 C9 H9B 108.3 . . ?
N3 C9 H9B 108.3 . . ?
H9A C9 H9B 107.4 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C12 C13 C14 108.6(3) . . ?
C12 C13 H13A 110.0 . . ?
C14 C13 H13A 110.0 . . ?
C12 C13 H13B 110.0 . . ?
C14 C13 H13B 110.0 . . ?
H13A C13 H13B 108.4 . . ?
C11 C10 C9 110.4(3) . . ?
C11 C10 H10A 109.6 . . ?
C9 C10 H10A 109.6 . . ?
C11 C10 H10B 109.6 . . ?
C9 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 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
V1 O5 N1 C3 108.76(16) . . . . ?
V1 O5 N1 C1 -107.84(17) . . . . ?
V1 O10 N2 C7 109.27(16) . . . . ?
V1 O10 N2 C5 -108.05(16) . . . . ?
O5 N1 C1 C2 60.6(3) . . . . ?
C3 N1 C1 C2 -158.8(2) . . . . ?
V1 N1 C1 C2 -13.7(3) . . . . ?
V1 O2 C2 O1 -173.7(2) . . . . ?
V1 O2 C2 C1 4.0(3) . . . . ?
N1 C1 C2 O1 -175.7(2) . . . . ?
N1 C1 C2 O2 6.5(3) . . . . ?
O5 N1 C3 C4 -64.9(2) . . . . ?
C1 N1 C3 C4 153.9(2) . . . . ?
V1 N1 C3 C4 8.9(3) . . . . ?
V1 O4 C4 O3 173.5(2) . . . . ?
V1 O4 C4 C3 -5.2(3) . . . . ?
N1 C3 C4 O3 178.7(2) . . . . ?
N1 C3 C4 O4 -2.5(3) . . . . ?
O10 N2 C5 C6 58.1(2) . . . . ?
C7 N2 C5 C6 -161.94(19) . . . . ?
V1 N2 C5 C6 -16.4(2) . . . . ?
V1 O7 C6 O6 -179.5(2) . . . . ?
V1 O7 C6 C5 -1.0(3) . . . . ?
N2 C5 C6 O6 -170.1(2) . . . . ?
N2 C5 C6 O7 11.3(3) . . . . ?
O10 N2 C7 C8 -61.1(2) . . . . ?
C5 N2 C7 C8 158.6(2) . . . . ?
V1 N2 C7 C8 13.2(2) . . . . ?
V1 O9 C8 O8 179.2(3) . . . . ?
V1 O9 C8 C7 0.6(3) . . . . ?
N2 C7 C8 O8 172.4(3) . . . . ?
N2 C7 C8 O9 -8.9(3) . . . . ?
C12 N3 C18 C19 -57.3(3) . . . . ?
C9 N3 C18 C19 61.1(3) . . . . ?
C15 N3 C18 C19 -178.3(2) . . . . ?
C12 N3 C15 C16 57.8(3) . . . . ?
C9 N3 C15 C16 -60.3(3) . . . . ?
C18 N3 C15 C16 178.8(2) . . . . ?
N3 C18 C19 C20 176.2(2) . . . . ?
C9 N3 C12 C13 -179.7(2) . . . . ?
C15 N3 C12 C13 59.5(3) . . . . ?
C18 N3 C12 C13 -58.3(3) . . . . ?
N3 C15 C16 C17 174.9(3) . . . . ?
C12 N3 C9 C10 -175.2(2) . . . . ?
C15 N3 C9 C10 -54.2(3) . . . . ?
C18 N3 C9 C10 63.5(3) . . . . ?
N3 C12 C13 C14 -179.9(3) . . . . ?
N3 C9 C10 C11 -176.0(3) . . . . ?

_refine_diff_density_max         1.038
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.056

_shelxl_version_number           2014/6


_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_UMD1962b_a
_database_code_depnum_ccdc_archive 'CCDC 2045256'
loop_
_audit_author_name
_audit_author_address
'James Golen'
;University of Massachusetts Dartmouth
United States of America
;
_audit_update_record             
;
2020-11-18 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
'Tetra-n-butylammonium vanadium(v)bis-hydroxyiminodiacetate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H8 N2 O10 V, C16 H36 N, C2 H3 N'
_chemical_formula_sum            'C26 H47 N4 O10 V'
_chemical_formula_weight         626.61

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   14.6589(11)
_cell_length_b                   9.2683(6)
_cell_length_c                   24.4521(16)
_cell_angle_alpha                90
_cell_angle_beta                 91.334(2)
_cell_angle_gamma                90
_cell_volume                     3321.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    9812
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      25.63

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_F_000             1336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.353
_shelx_estimated_absorpt_T_min   0.886
_shelx_estimated_absorpt_T_max   0.917
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.534
_exptl_absorpt_correction_T_max  0.562
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Bruker D8 Venture Dual'
_diffrn_measurement_device_type  'Bruker APEX-III photon2'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            72770
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.721
_diffrn_reflns_theta_max         25.793
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             6306
_reflns_number_gt                5326
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0539P)²+2.5184P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   'Fourier difference maps'
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6306
_refine_ls_number_parameters     375
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1342
_refine_ls_wR_factor_gt          0.1223
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.56637(2) 0.59858(4) 0.67139(2) 0.03893(13) Uani 1 1 d . . . . .
O1 O 0.50915(12) 0.61485(19) 0.74461(7) 0.0544(4) Uani 1 1 d . . . . .
O2 O 0.4622(2) 0.7659(3) 0.80893(10) 0.1061(10) Uani 1 1 d . . . . .
O3 O 0.46918(10) 0.72836(18) 0.64816(7) 0.0476(4) Uani 1 1 d . . . . .
O4 O 0.66643(18) 0.8526(3) 0.55498(9) 0.0913(8) Uani 1 1 d . . . . .
O5 O 0.62904(12) 0.66633(19) 0.60696(7) 0.0507(4) Uani 1 1 d . . . . .
O6 O 0.67542(10) 0.66987(16) 0.71649(6) 0.0424(4) Uani 1 1 d . . . . .
O7 O 0.78527(14) 0.6053(2) 0.77583(9) 0.0675(6) Uani 1 1 d . . . . .
O8 O 0.64787(11) 0.43687(18) 0.65626(8) 0.0527(4) Uani 1 1 d . . . . .
O9 O 0.42613(15) 0.2357(2) 0.64191(12) 0.0895(8) Uani 1 1 d . . . . .
O10 O 0.47107(11) 0.46513(19) 0.64623(8) 0.0540(4) Uani 1 1 d . . . . .
N1 N 0.53456(12) 0.8100(2) 0.67277(7) 0.0391(4) Uani 1 1 d . . . . .
N2 N 0.61089(13) 0.4142(2) 0.70546(9) 0.0468(5) Uani 1 1 d . . . . .
C1 C 0.4908(2) 0.7414(3) 0.76386(12) 0.0625(7) Uani 1 1 d . . . . .
C2 C 0.5105(2) 0.8678(3) 0.72602(10) 0.0532(6) Uani 1 1 d . . . . .
H2A H 0.4571 0.9291 0.7223 0.064 Uiso 1 1 calc R U . . .
H2B H 0.5605 0.9251 0.7410 0.064 Uiso 1 1 calc R U . . .
C3 C 0.58609(17) 0.9001(3) 0.63541(10) 0.0457(5) Uani 1 1 d . . . . .
H3A H 0.6322 0.9547 0.6556 0.055 Uiso 1 1 calc R U . . .
H3B H 0.5456 0.9676 0.6167 0.055 Uiso 1 1 calc R U . . .
C4 C 0.63055(18) 0.8024(3) 0.59456(10) 0.0542(6) Uani 1 1 d . . . . .
C5 C 0.71714(16) 0.5794(3) 0.74801(10) 0.0468(6) Uani 1 1 d . . . . .
C6 C 0.67418(19) 0.4320(3) 0.75190(12) 0.0569(7) Uani 1 1 d . . . . .
H6A H 0.7209 0.3580 0.7512 0.068 Uiso 1 1 calc R U . . .
H6B H 0.6418 0.4233 0.7859 0.068 Uiso 1 1 calc R U . . .
C7 C 0.54265(18) 0.2984(3) 0.70646(14) 0.0620(8) Uani 1 1 d . . . . .
H7A H 0.5124 0.2972 0.7413 0.074 Uiso 1 1 calc R U . . .
H7B H 0.5714 0.2055 0.7010 0.074 Uiso 1 1 calc R U . . .
C8 C 0.47476(18) 0.3297(3) 0.66060(13) 0.0608(7) Uani 1 1 d . . . . .
N3 N 0.78434(13) 0.5924(2) 0.44774(8) 0.0465(5) Uani 1 1 d . . . . .
C9 C 0.69255(16) 0.5336(3) 0.46486(11) 0.0548(6) Uani 1 1 d . . . . .
H9A H 0.6753 0.5828 0.4981 0.066 Uiso 1 1 calc R U . . .
H9B H 0.6475 0.5583 0.4367 0.066 Uiso 1 1 calc R U . . .
C10 C 0.6875(2) 0.3743(4) 0.47478(16) 0.0805(10) Uani 1 1 d . . . . .
H10A H 0.7343 0.3458 0.5014 0.097 Uiso 1 1 calc R U . . .
H10B H 0.6979 0.3226 0.4410 0.097 Uiso 1 1 calc R U . . .
C11 C 0.5930(2) 0.3365(5) 0.49619(17) 0.0895(11) Uani 1 1 d . . . . .
H11A H 0.5834 0.3901 0.5296 0.107 Uiso 1 1 calc R U . . .
H11B H 0.5471 0.3674 0.4695 0.107 Uiso 1 1 calc R U . . .
C12 C 0.5803(4) 0.1835(6) 0.5072(3) 0.162(3) Uani 1 1 d . . . . .
H12A H 0.5185 0.1668 0.5178 0.242 Uiso 1 1 calc R U . . .
H12B H 0.6214 0.1538 0.5361 0.242 Uiso 1 1 calc R U . . .
H12C H 0.5924 0.1290 0.4748 0.242 Uiso 1 1 calc R U . . .
C13 C 0.76881(18) 0.7526(3) 0.43817(10) 0.0531(6) Uani 1 1 d . . . . .
H13A H 0.7217 0.7636 0.4099 0.064 Uiso 1 1 calc R U . . .
H13B H 0.7456 0.7942 0.4715 0.064 Uiso 1 1 calc R U . . .
C14 C 0.8511(2) 0.8386(3) 0.42159(13) 0.0645(7) Uani 1 1 d . . . . .
H14A H 0.8789 0.7924 0.3905 0.077 Uiso 1 1 calc R U . . .
H14B H 0.8957 0.8395 0.4515 0.077 Uiso 1 1 calc R U . . .
C15 C 0.8257(3) 0.9930(4) 0.40657(17) 0.0899(11) Uani 1 1 d . . . . .
H15A H 0.7775 0.9917 0.3787 0.108 Uiso 1 1 calc R U . . .
H15B H 0.8024 1.0412 0.4386 0.108 Uiso 1 1 calc R U . . .
C16 C 0.9057(4) 1.0770(5) 0.3856(2) 0.1247(18) Uani 1 1 d . . . . .
H16A H 0.8865 1.1734 0.3766 0.187 Uiso 1 1 calc R U . . .
H16B H 0.9284 1.0307 0.3536 0.187 Uiso 1 1 calc R U . . .
H16C H 0.9531 1.0806 0.4134 0.187 Uiso 1 1 calc R U . . .
C17 C 0.81849(17) 0.5181(3) 0.39666(10) 0.0516(6) Uani 1 1 d . . . . .
H17A H 0.8782 0.5569 0.3887 0.062 Uiso 1 1 calc R U . . .
H17B H 0.8264 0.4163 0.4048 0.062 Uiso 1 1 calc R U . . .
C18 C 0.75890(19) 0.5312(4) 0.34568(11) 0.0634(7) Uani 1 1 d . . . . .
H18A H 0.7561 0.6312 0.3341 0.076 Uiso 1 1 calc R U . . .
H18B H 0.6974 0.4996 0.3534 0.076 Uiso 1 1 calc R U . . .
C19 C 0.7977(2) 0.4391(4) 0.30034(13) 0.0768(9) Uani 1 1 d . . . . .
H19A H 0.8616 0.4630 0.2964 0.092 Uiso 1 1 calc R U . . .
H19B H 0.7941 0.3384 0.3108 0.092 Uiso 1 1 calc R U . . .
C20 C 0.7493(3) 0.4588(6) 0.24633(16) 0.1172(16) Uani 1 1 d . . . . .
H20A H 0.7775 0.3993 0.2194 0.176 Uiso 1 1 calc R U . . .
H20B H 0.7530 0.5582 0.2354 0.176 Uiso 1 1 calc R U . . .
H20C H 0.6865 0.4318 0.2495 0.176 Uiso 1 1 calc R U . . .
C21 C 0.85845(16) 0.5660(3) 0.49132(10) 0.0513(6) Uani 1 1 d . . . . .
H21A H 0.8690 0.4629 0.4938 0.062 Uiso 1 1 calc R U . . .
H21B H 0.9145 0.6100 0.4791 0.062 Uiso 1 1 calc R U . . .
C22 C 0.83979(19) 0.6214(4) 0.54784(11) 0.0714(9) Uani 1 1 d . . . . .
H22A H 0.7859 0.5744 0.5617 0.086 Uiso 1 1 calc R U . . .
H22B H 0.8281 0.7243 0.5463 0.086 Uiso 1 1 calc R U . . .
C23 C 0.9203(2) 0.5922(4) 0.58577(12) 0.0708(9) Uani 1 1 d . . . . .
H23A H 0.9334 0.4896 0.5854 0.085 Uiso 1 1 calc R U . . .
H23B H 0.9732 0.6422 0.5721 0.085 Uiso 1 1 calc R U . . .
C24 C 0.9055(3) 0.6384(6) 0.64359(14) 0.1145(16) Uani 1 1 d . . . . .
H24A H 0.9592 0.6175 0.6654 0.172 Uiso 1 1 calc R U . . .
H24B H 0.8544 0.5873 0.6579 0.172 Uiso 1 1 calc R U . . .
H24C H 0.8936 0.7403 0.6445 0.172 Uiso 1 1 calc R U . . .
N4 N 0.9182(3) 0.2081(5) 0.52473(19) 0.1213(14) Uani 1 1 d . . . . .
C25 C 0.8803(3) 0.1711(5) 0.5614(2) 0.1032(13) Uani 1 1 d . . . . .
C26 C 0.8326(5) 0.1330(9) 0.6091(3) 0.201(4) Uani 1 1 d . . . . .
H26A H 0.7911 0.0556 0.6007 0.301 Uiso 1 1 calc R U . . .
H26B H 0.7990 0.2150 0.6217 0.301 Uiso 1 1 calc R U . . .
H26C H 0.8754 0.1028 0.6371 0.301 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 O3 1.9395(15) . ?
V1 O5 1.9462(18) . ?
V1 O10 1.9545(17) . ?
V1 O8 1.9573(17) . ?
V1 O1 2.0003(18) . ?
V1 N2 2.0038(19) . ?
V1 N1 2.0151(19) . ?
V1 O6 2.0312(15) . ?
O1 C1 1.295(3) . ?
O2 C1 1.209(3) . ?
O3 N1 1.352(2) . ?
O4 C4 1.205(3) . ?
O5 C4 1.298(3) . ?
O6 C5 1.284(3) . ?
O7 C5 1.219(3) . ?
O8 N2 1.347(3) . ?
O9 C8 1.208(3) . ?
O10 C8 1.305(3) . ?
N1 C2 1.459(3) . ?
N1 C3 1.461(3) . ?
N2 C6 1.459(3) . ?
N2 C7 1.467(3) . ?
C1 C2 1.524(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.507(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 C6 1.508(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.510(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
N3 C13 1.519(3) . ?
N3 C9 1.520(3) . ?
N3 C17 1.521(3) . ?
N3 C21 1.524(3) . ?
C9 C10 1.499(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.532(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.456(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.509(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.522(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.507(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.510(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.520(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.496(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.505(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.508(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.498(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
N4 C25 1.119(6) . ?
C25 C26 1.419(7) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 V1 O5 85.42(7) . . ?
O3 V1 O10 77.61(7) . . ?
O5 V1 O10 107.27(8) . . ?
O3 V1 O8 150.11(8) . . ?
O5 V1 O8 78.02(8) . . ?
O10 V1 O8 83.73(7) . . ?
O3 V1 O1 83.97(7) . . ?
O5 V1 O1 156.33(8) . . ?
O10 V1 O1 91.02(8) . . ?
O8 V1 O1 119.83(8) . . ?
O3 V1 N2 151.72(8) . . ?
O5 V1 N2 117.16(8) . . ?
O10 V1 N2 79.32(7) . . ?
O8 V1 N2 39.75(8) . . ?
O1 V1 N2 80.30(8) . . ?
O3 V1 N1 39.91(7) . . ?
O5 V1 N1 79.25(7) . . ?
O10 V1 N1 117.18(7) . . ?
O8 V1 N1 152.93(8) . . ?
O1 V1 N1 79.03(7) . . ?
N2 V1 N1 153.62(8) . . ?
O3 V1 O6 121.38(7) . . ?
O5 V1 O6 87.37(7) . . ?
O10 V1 O6 157.59(7) . . ?
O8 V1 O6 82.86(7) . . ?
O1 V1 O6 80.25(7) . . ?
N2 V1 O6 78.88(7) . . ?
N1 V1 O6 81.61(7) . . ?
C1 O1 V1 119.26(16) . . ?
N1 O3 V1 73.05(10) . . ?
C4 O5 V1 120.92(15) . . ?
C5 O6 V1 118.10(14) . . ?
N2 O8 V1 71.98(11) . . ?
C8 O10 V1 119.96(15) . . ?
O3 N1 C2 114.79(19) . . ?
O3 N1 C3 114.41(18) . . ?
C2 N1 C3 119.20(19) . . ?
O3 N1 V1 67.03(10) . . ?
C2 N1 V1 115.63(15) . . ?
C3 N1 V1 114.97(14) . . ?
O8 N2 C6 114.5(2) . . ?
O8 N2 C7 114.7(2) . . ?
C6 N2 C7 119.4(2) . . ?
O8 N2 V1 68.26(11) . . ?
C6 N2 V1 114.96(14) . . ?
C7 N2 V1 114.51(15) . . ?
O2 C1 O1 125.5(3) . . ?
O2 C1 C2 118.9(3) . . ?
O1 C1 C2 115.6(2) . . ?
N1 C2 C1 108.3(2) . . ?
N1 C2 H2A 110.0 . . ?
C1 C2 H2A 110.0 . . ?
N1 C2 H2B 110.0 . . ?
C1 C2 H2B 110.0 . . ?
H2A C2 H2B 108.4 . . ?
N1 C3 C4 108.0(2) . . ?
N1 C3 H3A 110.1 . . ?
C4 C3 H3A 110.1 . . ?
N1 C3 H3B 110.1 . . ?
C4 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
O4 C4 O5 124.9(3) . . ?
O4 C4 C3 120.2(3) . . ?
O5 C4 C3 114.8(2) . . ?
O7 C5 O6 125.4(2) . . ?
O7 C5 C6 118.8(2) . . ?
O6 C5 C6 115.82(19) . . ?
N2 C6 C5 108.2(2) . . ?
N2 C6 H6A 110.1 . . ?
C5 C6 H6A 110.1 . . ?
N2 C6 H6B 110.1 . . ?
C5 C6 H6B 110.1 . . ?
H6A C6 H6B 108.4 . . ?
N2 C7 C8 106.6(2) . . ?
N2 C7 H7A 110.4 . . ?
C8 C7 H7A 110.4 . . ?
N2 C7 H7B 110.4 . . ?
C8 C7 H7B 110.4 . . ?
H7A C7 H7B 108.6 . . ?
O9 C8 O10 124.8(3) . . ?
O9 C8 C7 121.1(3) . . ?
O10 C8 C7 114.0(2) . . ?
C13 N3 C9 105.21(19) . . ?
C13 N3 C17 111.55(19) . . ?
C9 N3 C17 112.0(2) . . ?
C13 N3 C21 111.5(2) . . ?
C9 N3 C21 111.79(19) . . ?
C17 N3 C21 104.97(17) . . ?
C10 C9 N3 116.4(2) . . ?
C10 C9 H9A 108.2 . . ?
N3 C9 H9A 108.2 . . ?
C10 C9 H9B 108.2 . . ?
N3 C9 H9B 108.2 . . ?
H9A C9 H9B 107.3 . . ?
C9 C10 C11 109.2(3) . . ?
C9 C10 H10A 109.8 . . ?
C11 C10 H10A 109.8 . . ?
C9 C10 H10B 109.8 . . ?
C11 C10 H10B 109.8 . . ?
H10A C10 H10B 108.3 . . ?
C12 C11 C10 114.0(4) . . ?
C12 C11 H11A 108.8 . . ?
C10 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
C10 C11 H11B 108.8 . . ?
H11A C11 H11B 107.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N3 116.1(2) . . ?
C14 C13 H13A 108.3 . . ?
N3 C13 H13A 108.3 . . ?
C14 C13 H13B 108.3 . . ?
N3 C13 H13B 108.3 . . ?
H13A C13 H13B 107.4 . . ?
C13 C14 C15 111.6(3) . . ?
C13 C14 H14A 109.3 . . ?
C15 C14 H14A 109.3 . . ?
C13 C14 H14B 109.3 . . ?
C15 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
C16 C15 C14 112.3(3) . . ?
C16 C15 H15A 109.1 . . ?
C14 C15 H15A 109.1 . . ?
C16 C15 H15B 109.1 . . ?
C14 C15 H15B 109.1 . . ?
H15A C15 H15B 107.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 N3 116.5(2) . . ?
C18 C17 H17A 108.2 . . ?
N3 C17 H17A 108.2 . . ?
C18 C17 H17B 108.2 . . ?
N3 C17 H17B 108.2 . . ?
H17A C17 H17B 107.3 . . ?
C17 C18 C19 109.7(2) . . ?
C17 C18 H18A 109.7 . . ?
C19 C18 H18A 109.7 . . ?
C17 C18 H18B 109.7 . . ?
C19 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?
C20 C19 C18 113.5(3) . . ?
C20 C19 H19A 108.9 . . ?
C18 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
C18 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 N3 116.4(2) . . ?
C22 C21 H21A 108.2 . . ?
N3 C21 H21A 108.2 . . ?
C22 C21 H21B 108.2 . . ?
N3 C21 H21B 108.2 . . ?
H21A C21 H21B 107.3 . . ?
C21 C22 C23 110.3(2) . . ?
C21 C22 H22A 109.6 . . ?
C23 C22 H22A 109.6 . . ?
C21 C22 H22B 109.6 . . ?
C23 C22 H22B 109.6 . . ?
H22A C22 H22B 108.1 . . ?
C24 C23 C22 113.7(3) . . ?
C24 C23 H23A 108.8 . . ?
C22 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N4 C25 C26 176.5(7) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
V1 O3 N1 C2 -108.77(17) . . . . ?
V1 O3 N1 C3 108.13(16) . . . . ?
V1 O8 N2 C6 -108.50(17) . . . . ?
V1 O8 N2 C7 107.96(17) . . . . ?
V1 O1 C1 O2 -174.6(3) . . . . ?
V1 O1 C1 C2 3.4(3) . . . . ?
O3 N1 C2 C1 59.8(3) . . . . ?
C3 N1 C2 C1 -159.0(2) . . . . ?
V1 N1 C2 C1 -15.4(3) . . . . ?
O2 C1 C2 N1 -174.0(3) . . . . ?
O1 C1 C2 N1 7.8(4) . . . . ?
O3 N1 C3 C4 -59.0(2) . . . . ?
C2 N1 C3 C4 159.6(2) . . . . ?
V1 N1 C3 C4 15.9(2) . . . . ?
V1 O5 C4 O4 -178.7(2) . . . . ?
V1 O5 C4 C3 3.7(3) . . . . ?
N1 C3 C4 O4 169.7(3) . . . . ?
N1 C3 C4 O5 -12.6(3) . . . . ?
V1 O6 C5 O7 177.2(2) . . . . ?
V1 O6 C5 C6 -5.7(3) . . . . ?
O8 N2 C6 C5 54.2(3) . . . . ?
C7 N2 C6 C5 -164.1(2) . . . . ?
V1 N2 C6 C5 -22.1(3) . . . . ?
O7 C5 C6 N2 -164.9(3) . . . . ?
O6 C5 C6 N2 17.7(3) . . . . ?
O8 N2 C7 C8 -51.7(3) . . . . ?
C6 N2 C7 C8 166.7(2) . . . . ?
V1 N2 C7 C8 24.6(3) . . . . ?
V1 O10 C8 O9 -170.3(3) . . . . ?
V1 O10 C8 C7 13.5(4) . . . . ?
N2 C7 C8 O9 159.6(3) . . . . ?
N2 C7 C8 O10 -24.0(4) . . . . ?
C13 N3 C9 C10 177.6(3) . . . . ?
C17 N3 C9 C10 56.2(3) . . . . ?
C21 N3 C9 C10 -61.2(3) . . . . ?
N3 C9 C10 C11 175.3(3) . . . . ?
C9 C10 C11 C12 179.8(4) . . . . ?
C9 N3 C13 C14 178.8(2) . . . . ?
C17 N3 C13 C14 -59.6(3) . . . . ?
C21 N3 C13 C14 57.4(3) . . . . ?
N3 C13 C14 C15 173.2(2) . . . . ?
C13 C14 C15 C16 -175.4(3) . . . . ?
C13 N3 C17 C18 -57.2(3) . . . . ?
C9 N3 C17 C18 60.4(3) . . . . ?
C21 N3 C17 C18 -178.1(2) . . . . ?
N3 C17 C18 C19 -174.4(3) . . . . ?
C17 C18 C19 C20 -173.2(3) . . . . ?
C13 N3 C21 C22 62.5(3) . . . . ?
C9 N3 C21 C22 -55.0(3) . . . . ?
C17 N3 C21 C22 -176.6(3) . . . . ?
N3 C21 C22 C23 -177.9(3) . . . . ?
C21 C22 C23 C24 -177.5(4) . . . . ?

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
C3 H3A O7 0.97 2.48 3.419(3) 164.3 2_656
C6 H6A O6 0.97 2.43 3.359(3) 159.6 2_646
C6 H6A O7 0.97 2.44 3.163(3) 131.5 2_646
C7 H7B O7 0.97 2.35 3.115(3) 134.9 2_646
C9 H9B O10 0.97 2.65 3.582(3) 161.4 3_666
C13 H13A O9 0.97 2.49 3.428(3) 163.9 3_666
C13 H13B O4 0.97 2.43 3.387(3) 167.6 .
C14 H14A O2 0.97 2.42 3.375(4) 166.4 4_675
C18 H18B O10 0.97 2.49 3.382(3) 152.4 3_666
C21 H21A N4 0.97 2.58 3.522(5) 164.6 .

_refine_diff_density_max         1.085
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.045

_shelxl_version_number           2014/6

# start Validation Reply Form
_vrf_DIFF019_I                   
;
PROBLEM: _diffrn_standards_number is missing
RESPONSE: No standard reflection used since CMOS 
dector rather than point dector employed. 
;
_vrf_DIFF020_I                   
;
PROBLEM: _diffrn_standards_interval_count and
RESPONSE: No standard reflection used since CMOS 
dector rather than point dector employed.
;
_vrf_DIFF022_I                   
;
PROBLEM: _diffrn_standards_decay_% is missing
RESPONSE: No standard reflection used since CMOS dector
 rather than point dector employed.
;
# end Validation Reply Form

_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_UMD1287d_a
_database_code_depnum_ccdc_archive 'CCDC 2045254'
loop_
_audit_author_name
_audit_author_address
'James Golen'
;University of Massachusetts Dartmouth
United States of America
;
_audit_update_record             
;
2020-11-18 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
'Bis-tetra-n-butylammonium vanadium(iv)bis-hydroxyiminodiacetate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' 2(C16 H36 N), C8 H8 N2 O10 V, H2 O '
_chemical_formula_sum            'C40 H82 N4 O11 V'
_chemical_formula_weight         846.03

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   12.0215(12)
_cell_length_b                   17.5162(17)
_cell_length_c                   22.902(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.183(3)
_cell_angle_gamma                90
_cell_volume                     4802.7(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9905
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      25.18

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_F_000             1844
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.262
_shelx_estimated_absorpt_T_min   0.918
_shelx_estimated_absorpt_T_max   0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.560
_exptl_absorpt_correction_T_max  0.680
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-III CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            104598
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.062
_diffrn_reflns_theta_max         25.378
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8799
_reflns_number_gt                6833
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1084P)²+8.5064P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   'Fourier difference maps'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0098(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8799
_refine_ls_number_parameters     799
_refine_ls_number_restraints     640
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0797
_refine_ls_wR_factor_ref         0.2386
_refine_ls_wR_factor_gt          0.2120
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.027
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.48063(5) 0.26069(4) 0.54380(3) 0.0445(2) Uani 1 1 d . . . . .
O1 O 0.5613(3) 0.30147(18) 0.47365(14) 0.0668(8) Uani 1 1 d D . . . .
O2 O 0.6582(6) 0.2609(5) 0.39967(19) 0.095(2) Uani 0.889(19) 1 d D . P A 1
O2A O 0.615(6) 0.2921(13) 0.3941(13) 0.095(2) Uani 0.111(19) 1 d D . P A 2
O3 O 0.3757(2) 0.21742(16) 0.48149(14) 0.0592(8) Uani 1 1 d . . . . .
O4 O 0.3733(3) 0.05602(18) 0.60149(16) 0.0752(10) Uani 1 1 d D . . . .
O5 O 0.4054(2) 0.18102(15) 0.59289(12) 0.0496(6) Uani 1 1 d . . . . .
O6 O 0.3660(2) 0.34764(16) 0.5339(2) 0.0814(11) Uani 1 1 d D . . . .
C5 C 0.3958(8) 0.4123(9) 0.5576(13) 0.069(3) Uani 0.49(5) 1 d D U P B 1
O7 O 0.3370(15) 0.4756(7) 0.5578(16) 0.114(6) Uani 0.49(5) 1 d D U P B 1
C5A C 0.4022(11) 0.4169(6) 0.5376(13) 0.069(3) Uani 0.51(5) 1 d D . P B 2
O7A O 0.3390(12) 0.4687(7) 0.5290(13) 0.090(5) Uani 0.51(5) 1 d D U P B 2
O8 O 0.5105(2) 0.30861(18) 0.62140(14) 0.0629(8) Uani 1 1 d . . . . .
O9 O 0.8024(2) 0.2279(2) 0.61112(13) 0.0671(9) Uani 1 1 d . . . . .
O10 O 0.6320(2) 0.20899(15) 0.56835(11) 0.0449(6) Uani 1 1 d . . . . .
N1 N 0.4688(3) 0.17114(18) 0.48947(13) 0.0458(7) Uani 1 1 d . . . . .
N2 N 0.5673(3) 0.3481(2) 0.58097(18) 0.0581(9) Uani 1 1 d . . . . .
C1 C 0.5888(5) 0.2516(3) 0.43739(19) 0.0750(15) Uani 1 1 d D . . . .
C2 C 0.5382(5) 0.1727(3) 0.44130(19) 0.0694(13) Uani 1 1 d . . . . .
H2A H 0.4929 0.1604 0.4042 0.083 Uiso 1 1 calc R U . . .
H2B H 0.5983 0.1342 0.4476 0.083 Uiso 1 1 calc R U . . .
C3 C 0.4449(3) 0.0983(2) 0.51576(18) 0.0490(9) Uani 1 1 d . . . . .
H3A H 0.5138 0.0671 0.5204 0.059 Uiso 1 1 calc R U . . .
H3B H 0.3887 0.0703 0.4897 0.059 Uiso 1 1 calc R U . . .
C4 C 0.4020(3) 0.1097(2) 0.57381(16) 0.0498(10) Uani 1 1 d D . . . .
C6 C 0.5206(4) 0.4242(3) 0.5668(3) 0.0833(17) Uani 1 1 d D . . . .
H6A H 0.5497 0.4446 0.5308 0.100 Uiso 1 1 calc R U . B 1
H6B H 0.5398 0.4604 0.5994 0.100 Uiso 1 1 calc R U . B 1
C7 C 0.6874(3) 0.3367(3) 0.5903(2) 0.0622(11) Uani 1 1 d . . . . .
H7A H 0.7165 0.3595 0.6282 0.075 Uiso 1 1 calc R U . . .
H7B H 0.7247 0.3617 0.5586 0.075 Uiso 1 1 calc R U . . .
C8 C 0.7111(3) 0.2516(2) 0.59058(16) 0.0478(9) Uani 1 1 d . . . . .
N3 N 0.0533(2) 0.26294(18) 0.52047(13) 0.0458(7) Uani 1 1 d D . . . .
C9 C 0.0088(17) 0.3245(13) 0.5551(10) 0.054(5) Uani 0.678(14) 1 d D U P C 1
H9A H -0.0462 0.3016 0.5796 0.065 Uiso 0.678(14) 1 calc R U P C 1
H9B H -0.0328 0.3600 0.5274 0.065 Uiso 0.678(14) 1 calc R U P C 1
C10 C 0.0890(13) 0.3711(8) 0.5946(6) 0.072(4) Uani 0.678(14) 1 d D U P C 1
H10A H 0.1418 0.3976 0.5707 0.087 Uiso 0.678(14) 1 calc R U P C 1
H10B H 0.1328 0.3367 0.6223 0.087 Uiso 0.678(14) 1 calc R U P C 1
C11 C 0.0289(13) 0.4294(8) 0.6289(7) 0.096(5) Uani 0.678(14) 1 d D U P C 1
H11A H -0.0159 0.4621 0.6004 0.116 Uiso 0.678(14) 1 calc R U P C 1
H11B H -0.0242 0.4017 0.6518 0.116 Uiso 0.678(14) 1 calc R U P C 1
C12 C 0.0972(16) 0.4805(12) 0.6700(10) 0.139(8) Uani 0.678(14) 1 d D U P C 1
H12A H 0.0537 0.5261 0.6779 0.208 Uiso 0.678(14) 1 calc R U P C 1
H12B H 0.1651 0.4957 0.6523 0.208 Uiso 0.678(14) 1 calc R U P C 1
H12C H 0.1177 0.4534 0.7069 0.208 Uiso 0.678(14) 1 calc R U P C 1
C9A C 0.006(3) 0.335(2) 0.5524(18) 0.040(6) Uani 0.322(14) 1 d D U P C 2
H9AA H -0.0405 0.3658 0.5232 0.047 Uiso 0.322(14) 1 calc R U P C 2
H9AB H -0.0428 0.3172 0.5823 0.047 Uiso 0.322(14) 1 calc R U P C 2
C10A C 0.097(2) 0.3847(14) 0.5815(11) 0.054(5) Uani 0.322(14) 1 d D U P C 2
H10C H 0.1404 0.4081 0.5516 0.064 Uiso 0.322(14) 1 calc R U P C 2
H10D H 0.1476 0.3538 0.6083 0.064 Uiso 0.322(14) 1 calc R U P C 2
C11A C 0.042(2) 0.4460(14) 0.6153(10) 0.064(5) Uani 0.322(14) 1 d D U P C 2
H11C H 0.0153 0.4881 0.5889 0.077 Uiso 0.322(14) 1 calc R U P C 2
H11D H -0.0220 0.4249 0.6342 0.077 Uiso 0.322(14) 1 calc R U P C 2
C12A C 0.130(3) 0.475(2) 0.6608(15) 0.100(9) Uani 0.322(14) 1 d D U P C 2
H12D H 0.1016 0.5197 0.6801 0.150 Uiso 0.322(14) 1 calc R U P C 2
H12E H 0.1972 0.4881 0.6421 0.150 Uiso 0.322(14) 1 calc R U P C 2
H12F H 0.1475 0.4345 0.6901 0.150 Uiso 0.322(14) 1 calc R U P C 2
C13 C 0.1234(10) 0.2137(7) 0.5650(5) 0.054(3) Uani 0.678(14) 1 d D U P C 1
H13A H 0.1537 0.1705 0.5436 0.065 Uiso 0.678(14) 1 calc R U P C 1
H13B H 0.1878 0.2447 0.5812 0.065 Uiso 0.678(14) 1 calc R U P C 1
C14 C 0.0681(10) 0.1817(7) 0.6154(5) 0.064(3) Uani 0.678(14) 1 d D U P C 1
H14A H 0.0516 0.2241 0.6419 0.077 Uiso 0.678(14) 1 calc R U P C 1
H14B H -0.0041 0.1588 0.6003 0.077 Uiso 0.678(14) 1 calc R U P C 1
C15 C 0.1337(11) 0.1237(7) 0.6498(6) 0.084(3) Uani 0.678(14) 1 d D U P C 1
H15A H 0.2063 0.1462 0.6647 0.100 Uiso 0.678(14) 1 calc R U P C 1
H15B H 0.1491 0.0807 0.6237 0.100 Uiso 0.678(14) 1 calc R U P C 1
C16 C 0.078(2) 0.0935(13) 0.7001(8) 0.112(7) Uani 0.678(14) 1 d D U P C 1
H16A H 0.1170 0.0477 0.7155 0.168 Uiso 0.678(14) 1 calc R U P C 1
H16B H 0.0001 0.0806 0.6871 0.168 Uiso 0.678(14) 1 calc R U P C 1
H16C H 0.0791 0.1324 0.7309 0.168 Uiso 0.678(14) 1 calc R U P C 1
C13A C 0.1198(18) 0.2005(12) 0.5549(10) 0.037(5) Uani 0.322(14) 1 d D U P C 2
H13C H 0.1409 0.1606 0.5274 0.045 Uiso 0.322(14) 1 calc R U P C 2
H13D H 0.1894 0.2228 0.5742 0.045 Uiso 0.322(14) 1 calc R U P C 2
C14A C 0.0550(19) 0.1650(12) 0.6002(9) 0.052(5) Uani 0.322(14) 1 d D U P C 2
H14C H 0.0334 0.2060 0.6267 0.062 Uiso 0.322(14) 1 calc R U P C 2
H14D H -0.0148 0.1440 0.5801 0.062 Uiso 0.322(14) 1 calc R U P C 2
C15A C 0.109(2) 0.1041(12) 0.6365(10) 0.068(5) Uani 0.322(14) 1 d D U P C 2
H15C H 0.1850 0.1224 0.6504 0.081 Uiso 0.322(14) 1 calc R U P C 2
H15D H 0.1191 0.0601 0.6104 0.081 Uiso 0.322(14) 1 calc R U P C 2
C16A C 0.058(4) 0.075(3) 0.6884(14) 0.081(8) Uani 0.322(14) 1 d D U P C 2
H16D H 0.1169 0.0608 0.7190 0.122 Uiso 0.322(14) 1 calc R U P C 2
H16E H 0.0131 0.0292 0.6773 0.122 Uiso 0.322(14) 1 calc R U P C 2
H16F H 0.0100 0.1139 0.7033 0.122 Uiso 0.322(14) 1 calc R U P C 2
C17 C 0.1271(11) 0.2965(9) 0.4753(6) 0.051(3) Uani 0.678(14) 1 d D U P C 1
H17A H 0.1897 0.3240 0.4971 0.062 Uiso 0.678(14) 1 calc R U P C 1
H17B H 0.1599 0.2533 0.4548 0.062 Uiso 0.678(14) 1 calc R U P C 1
C18 C 0.0742(10) 0.3499(9) 0.4292(6) 0.063(3) Uani 0.678(14) 1 d D U P C 1
H18A H 0.0612 0.4004 0.4468 0.076 Uiso 0.678(14) 1 calc R U P C 1
H18B H 0.0014 0.3292 0.4127 0.076 Uiso 0.678(14) 1 calc R U P C 1
C19 C 0.1520(9) 0.3581(8) 0.3812(5) 0.099(4) Uani 0.678(14) 1 d D U P C 1
H19A H 0.1704 0.3066 0.3672 0.119 Uiso 0.678(14) 1 calc R U P C 1
H19B H 0.1123 0.3858 0.3479 0.119 Uiso 0.678(14) 1 calc R U P C 1
C20 C 0.2578(10) 0.3992(9) 0.3996(6) 0.152(6) Uani 0.678(14) 1 d D U P C 1
H20A H 0.3024 0.4039 0.3660 0.227 Uiso 0.678(14) 1 calc R U P C 1
H20B H 0.3002 0.3705 0.4309 0.227 Uiso 0.678(14) 1 calc R U P C 1
H20C H 0.2406 0.4502 0.4139 0.227 Uiso 0.678(14) 1 calc R U P C 1
C17A C 0.139(2) 0.282(2) 0.4767(14) 0.055(7) Uani 0.322(14) 1 d D U P C 2
H17C H 0.2105 0.2974 0.4981 0.066 Uiso 0.322(14) 1 calc R U P C 2
H17D H 0.1518 0.2371 0.4524 0.066 Uiso 0.322(14) 1 calc R U P C 2
C18A C 0.093(3) 0.347(2) 0.4385(17) 0.088(9) Uani 0.322(14) 1 d D U P C 2
H18C H 0.0688 0.3866 0.4652 0.105 Uiso 0.322(14) 1 calc R U P C 2
H18D H 0.0250 0.3273 0.4161 0.105 Uiso 0.322(14) 1 calc R U P C 2
C19A C 0.159(2) 0.3873(12) 0.3950(11) 0.082(6) Uani 0.322(14) 1 d D U P C 2
H19C H 0.1084 0.4149 0.3658 0.098 Uiso 0.322(14) 1 calc R U P C 2
H19D H 0.2112 0.4246 0.4152 0.098 Uiso 0.322(14) 1 calc R U P C 2
C20A C 0.223(3) 0.3274(14) 0.3657(13) 0.130(10) Uani 0.322(14) 1 d D U P C 2
H20D H 0.2604 0.3505 0.3339 0.195 Uiso 0.322(14) 1 calc R U P C 2
H20E H 0.1709 0.2878 0.3496 0.195 Uiso 0.322(14) 1 calc R U P C 2
H20F H 0.2782 0.3044 0.3944 0.195 Uiso 0.322(14) 1 calc R U P C 2
C21 C -0.0484(3) 0.2226(2) 0.49033(18) 0.0479(9) Uani 1 1 d D U . . .
H21A H -0.0943 0.2032 0.5209 0.057 Uiso 1 1 calc R U . . .
H21B H -0.0939 0.2607 0.4669 0.057 Uiso 1 1 calc R U . . .
C22 C -0.0243(4) 0.1564(3) 0.4503(2) 0.0652(12) Uani 1 1 d D U . . .
H22A H 0.0089 0.1764 0.4154 0.078 Uiso 1 1 calc R U . . .
H22B H 0.0308 0.1218 0.4713 0.078 Uiso 1 1 calc R U . . .
C23 C -0.1296(4) 0.1118(3) 0.4308(2) 0.0752(13) Uani 1 1 d D U . . .
H23A H -0.1882 0.1480 0.4153 0.090 Uiso 1 1 calc R U . . .
H23B H -0.1137 0.0772 0.3984 0.090 Uiso 1 1 calc R U . . .
C24 C -0.1738(6) 0.0652(3) 0.4791(3) 0.0961(18) Uani 1 1 d D U . . .
H24A H -0.2366 0.0338 0.4627 0.144 Uiso 1 1 calc R U . . .
H24B H -0.1991 0.0994 0.5090 0.144 Uiso 1 1 calc R U . . .
H24C H -0.1145 0.0320 0.4969 0.144 Uiso 1 1 calc R U . . .
N4 N 0.5947(3) 0.37979(18) 0.24439(12) 0.0525(8) Uani 1 1 d D . . . .
C25 C 0.504(2) 0.3185(14) 0.2370(9) 0.063(6) Uani 0.364(10) 1 d D U P D 1
H25A H 0.4450 0.3367 0.2072 0.076 Uiso 0.364(10) 1 calc R U P D 1
H25B H 0.5370 0.2721 0.2211 0.076 Uiso 0.364(10) 1 calc R U P D 1
C26 C 0.4482(16) 0.2958(11) 0.2911(9) 0.089(5) Uani 0.364(10) 1 d D U P D 1
H26A H 0.5070 0.2879 0.3238 0.106 Uiso 0.364(10) 1 calc R U P D 1
H26B H 0.4008 0.3387 0.3022 0.106 Uiso 0.364(10) 1 calc R U P D 1
C27 C 0.3771(19) 0.2246(12) 0.2848(9) 0.107(6) Uani 0.364(10) 1 d D U P D 1
H27A H 0.4243 0.1805 0.2980 0.129 Uiso 0.364(10) 1 calc R U P D 1
H27D H 0.3176 0.2290 0.3119 0.129 Uiso 0.364(10) 1 calc R U P D 1
C28 C 0.322(2) 0.2072(15) 0.2244(8) 0.097(6) Uani 0.364(10) 1 d D U P D 1
H28A H 0.3054 0.1526 0.2214 0.145 Uiso 0.364(10) 1 calc R U P D 1
H28B H 0.3734 0.2211 0.1950 0.145 Uiso 0.364(10) 1 calc R U P D 1
H28C H 0.2532 0.2367 0.2175 0.145 Uiso 0.364(10) 1 calc R U P D 1
C25A C 0.5209(12) 0.3101(7) 0.2269(5) 0.055(3) Uani 0.636(10) 1 d D U P D 2
H25C H 0.4564 0.3275 0.2003 0.066 Uiso 0.636(10) 1 calc R U P D 2
H25D H 0.5646 0.2742 0.2047 0.066 Uiso 0.636(10) 1 calc R U P D 2
C26A C 0.4772(9) 0.2675(6) 0.2777(4) 0.078(3) Uani 0.636(10) 1 d D U P D 2
H26C H 0.5413 0.2503 0.3047 0.094 Uiso 0.636(10) 1 calc R U P D 2
H26D H 0.4320 0.3028 0.2996 0.094 Uiso 0.636(10) 1 calc R U P D 2
C27A C 0.4066(8) 0.1988(6) 0.2584(6) 0.098(3) Uani 0.636(10) 1 d D U P D 2
H27B H 0.4420 0.1705 0.2276 0.118 Uiso 0.636(10) 1 calc R U P D 2
H27C H 0.4008 0.1640 0.2921 0.118 Uiso 0.636(10) 1 calc R U P D 2
C28A C 0.2918(11) 0.2253(12) 0.2351(9) 0.156(8) Uani 0.636(10) 1 d D U P D 2
H28D H 0.2379 0.1839 0.2386 0.234 Uiso 0.636(10) 1 calc R U P D 2
H28E H 0.2925 0.2396 0.1937 0.234 Uiso 0.636(10) 1 calc R U P D 2
H28F H 0.2702 0.2696 0.2577 0.234 Uiso 0.636(10) 1 calc R U P D 2
C29 C 0.536(2) 0.4351(18) 0.2828(11) 0.053(5) Uani 0.364(10) 1 d D U P D 1
H29A H 0.5202 0.4076 0.3189 0.063 Uiso 0.364(10) 1 calc R U P D 1
H29B H 0.5890 0.4767 0.2947 0.063 Uiso 0.364(10) 1 calc R U P D 1
C30 C 0.4275(18) 0.4715(8) 0.2571(9) 0.059(4) Uani 0.364(10) 1 d D U P D 1
H30A H 0.3750 0.4730 0.2879 0.071 Uiso 0.364(10) 1 calc R U P D 1
H30B H 0.3942 0.4382 0.2252 0.071 Uiso 0.364(10) 1 calc R U P D 1
C31 C 0.4373(11) 0.5520(7) 0.2325(6) 0.071(4) Uani 0.364(10) 1 d D U P D 1
H31A H 0.4674 0.5863 0.2645 0.086 Uiso 0.364(10) 1 calc R U P D 1
H31B H 0.4912 0.5514 0.2023 0.086 Uiso 0.364(10) 1 calc R U P D 1
C32 C 0.3265(14) 0.5843(11) 0.2055(8) 0.090(5) Uani 0.364(10) 1 d D U P D 1
H32A H 0.3405 0.6302 0.1829 0.134 Uiso 0.364(10) 1 calc R U P D 1
H32B H 0.2793 0.5973 0.2368 0.134 Uiso 0.364(10) 1 calc R U P D 1
H32C H 0.2887 0.5460 0.1796 0.134 Uiso 0.364(10) 1 calc R U P D 1
C29A C 0.5398(17) 0.4454(11) 0.2751(7) 0.067(5) Uani 0.636(10) 1 d D U P D 2
H29C H 0.5165 0.4265 0.3129 0.081 Uiso 0.636(10) 1 calc R U P D 2
H29D H 0.5960 0.4860 0.2840 0.081 Uiso 0.636(10) 1 calc R U P D 2
C30A C 0.4385(12) 0.4800(8) 0.2400(6) 0.088(4) Uani 0.636(10) 1 d D U P D 2
H30C H 0.4630 0.5073 0.2055 0.106 Uiso 0.636(10) 1 calc R U P D 2
H30D H 0.3868 0.4388 0.2256 0.106 Uiso 0.636(10) 1 calc R U P D 2
C31A C 0.3780(9) 0.5351(6) 0.2773(5) 0.103(3) Uani 0.636(10) 1 d D U P D 2
H31C H 0.3463 0.5066 0.3093 0.123 Uiso 0.636(10) 1 calc R U P D 2
H31D H 0.4319 0.5728 0.2954 0.123 Uiso 0.636(10) 1 calc R U P D 2
C32A C 0.2849(12) 0.5766(9) 0.2411(7) 0.143(6) Uani 0.636(10) 1 d D U P D 2
H32D H 0.2386 0.6041 0.2672 0.215 Uiso 0.636(10) 1 calc R U P D 2
H32E H 0.2388 0.5395 0.2178 0.215 Uiso 0.636(10) 1 calc R U P D 2
H32F H 0.3172 0.6130 0.2148 0.215 Uiso 0.636(10) 1 calc R U P D 2
C33 C 0.614(2) 0.4201(12) 0.1873(6) 0.042(5) Uani 0.364(10) 1 d D U P D 1
H33A H 0.6381 0.3816 0.1594 0.051 Uiso 0.364(10) 1 calc R U P D 1
H33B H 0.5414 0.4410 0.1703 0.051 Uiso 0.364(10) 1 calc R U P D 1
C34 C 0.6976(19) 0.4837(12) 0.1920(10) 0.040(4) Uani 0.364(10) 1 d D U P D 1
H34A H 0.7717 0.4639 0.2075 0.048 Uiso 0.364(10) 1 calc R U P D 1
H34B H 0.6746 0.5234 0.2193 0.048 Uiso 0.364(10) 1 calc R U P D 1
C35 C 0.704(2) 0.5170(12) 0.1321(10) 0.061(5) Uani 0.364(10) 1 d D U P D 1
H35A H 0.7249 0.4761 0.1053 0.073 Uiso 0.364(10) 1 calc R U P D 1
H35B H 0.6293 0.5361 0.1174 0.073 Uiso 0.364(10) 1 calc R U P D 1
C36 C 0.787(2) 0.5810(14) 0.1307(15) 0.077(6) Uani 0.364(10) 1 d D U P D 1
H36A H 0.7913 0.5972 0.0900 0.115 Uiso 0.364(10) 1 calc R U P D 1
H36B H 0.8602 0.5635 0.1473 0.115 Uiso 0.364(10) 1 calc R U P D 1
H36C H 0.7623 0.6240 0.1537 0.115 Uiso 0.364(10) 1 calc R U P D 1
C33A C 0.6303(12) 0.4051(7) 0.1855(4) 0.045(3) Uani 0.636(10) 1 d D U P D 2
H33C H 0.6608 0.3602 0.1661 0.054 Uiso 0.636(10) 1 calc R U P D 2
H33D H 0.5630 0.4220 0.1608 0.054 Uiso 0.636(10) 1 calc R U P D 2
C34A C 0.7153(11) 0.4678(7) 0.1870(6) 0.048(3) Uani 0.636(10) 1 d D U P D 2
H34C H 0.7892 0.4482 0.2029 0.058 Uiso 0.636(10) 1 calc R U P D 2
H34D H 0.6937 0.5097 0.2127 0.058 Uiso 0.636(10) 1 calc R U P D 2
C35A C 0.7216(14) 0.4969(8) 0.1257(6) 0.078(4) Uani 0.636(10) 1 d D U P D 2
H35C H 0.7382 0.4534 0.1003 0.094 Uiso 0.636(10) 1 calc R U P D 2
H35D H 0.6473 0.5171 0.1111 0.094 Uiso 0.636(10) 1 calc R U P D 2
C36A C 0.8068(15) 0.5579(10) 0.1196(10) 0.110(6) Uani 0.636(10) 1 d D U P D 2
H36D H 0.7852 0.5883 0.0844 0.164 Uiso 0.636(10) 1 calc R U P D 2
H36E H 0.8798 0.5343 0.1160 0.164 Uiso 0.636(10) 1 calc R U P D 2
H36F H 0.8112 0.5910 0.1542 0.164 Uiso 0.636(10) 1 calc R U P D 2
C37 C 0.6969(14) 0.3663(16) 0.2874(9) 0.052(5) Uani 0.38(5) 1 d D U P D 1
H37A H 0.7427 0.4133 0.2920 0.062 Uiso 0.38(5) 1 calc R U P D 1
H37B H 0.6740 0.3516 0.3263 0.062 Uiso 0.38(5) 1 calc R U P D 1
C38 C 0.7632(18) 0.3023(15) 0.2622(11) 0.056(5) Uani 0.38(5) 1 d D U P D 1
H38A H 0.7191 0.2545 0.2603 0.068 Uiso 0.38(5) 1 calc R U P D 1
H38B H 0.7807 0.3155 0.2220 0.068 Uiso 0.38(5) 1 calc R U P D 1
C39 C 0.8701(14) 0.2917(15) 0.3016(9) 0.055(4) Uani 0.38(5) 1 d D U P D 1
H39A H 0.9113 0.3406 0.3038 0.066 Uiso 0.38(5) 1 calc R U P D 1
H39B H 0.8503 0.2796 0.3417 0.066 Uiso 0.38(5) 1 calc R U P D 1
C40 C 0.947(2) 0.2299(16) 0.2827(12) 0.072(6) Uani 0.38(5) 1 d D U P D 1
H40A H 1.0210 0.2358 0.3039 0.108 Uiso 0.38(5) 1 calc R U P D 1
H40B H 0.9535 0.2342 0.2404 0.108 Uiso 0.38(5) 1 calc R U P D 1
H40C H 0.9165 0.1797 0.2913 0.108 Uiso 0.38(5) 1 calc R U P D 1
C37A C 0.6984(7) 0.3491(8) 0.2806(5) 0.043(3) Uani 0.62(5) 1 d D U P D 2
H37C H 0.7459 0.3934 0.2929 0.051 Uiso 0.62(5) 1 calc R U P D 2
H37D H 0.6733 0.3261 0.3166 0.051 Uiso 0.62(5) 1 calc R U P D 2
C38A C 0.7723(11) 0.2906(9) 0.2535(6) 0.059(3) Uani 0.62(5) 1 d D U P D 2
H38C H 0.7282 0.2440 0.2433 0.070 Uiso 0.62(5) 1 calc R U P D 2
H38D H 0.7977 0.3118 0.2168 0.070 Uiso 0.62(5) 1 calc R U P D 2
C39A C 0.8727(11) 0.2699(13) 0.2947(7) 0.072(3) Uani 0.62(5) 1 d D U P D 2
H39C H 0.8472 0.2480 0.3310 0.087 Uiso 0.62(5) 1 calc R U P D 2
H39D H 0.9160 0.3167 0.3054 0.087 Uiso 0.62(5) 1 calc R U P D 2
C40A C 0.9478(16) 0.2129(12) 0.2678(11) 0.093(5) Uani 0.62(5) 1 d D U P D 2
H40D H 0.9757 0.2351 0.2327 0.139 Uiso 0.62(5) 1 calc R U P D 2
H40E H 0.9053 0.1664 0.2571 0.139 Uiso 0.62(5) 1 calc R U P D 2
H40F H 1.0109 0.2002 0.2963 0.139 Uiso 0.62(5) 1 calc R U P D 2
O1W O 0.2126(3) 0.6068(3) 0.5501(2) 0.0963(13) Uani 1 1 d D . . . .
H1WA H 0.225(6) 0.5583(15) 0.542(3) 0.144 Uiso 1 1 d D U . . .
H1WB H 0.264(5) 0.618(4) 0.579(3) 0.144 Uiso 1 1 d D U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 O8 1.969(3) . ?
V1 O3 1.969(3) . ?
V1 N1 1.999(3) . ?
V1 N2 1.999(3) . ?
V1 O5 2.052(3) . ?
V1 O6 2.052(3) . ?
V1 O10 2.064(2) . ?
V1 O1 2.077(3) . ?
O1 C1 1.269(6) . ?
O2 C1 1.265(6) . ?
O2A C1 1.282(10) . ?
O3 N1 1.380(4) . ?
O4 C4 1.202(4) . ?
O5 C4 1.322(5) . ?
O6 C5A 1.288(9) . ?
O6 C5 1.291(9) . ?
C5 O7 1.316(19) . ?
C5 C6 1.511(9) . ?
C5A O7A 1.190(13) . ?
C5A C6 1.523(9) . ?
O8 N2 1.384(5) . ?
O9 C8 1.228(5) . ?
O10 C8 1.278(5) . ?
N1 C2 1.443(6) . ?
N1 C3 1.451(5) . ?
N2 C7 1.454(5) . ?
N2 C6 1.472(6) . ?
C1 C2 1.516(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.483(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.516(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
N3 C9 1.47(2) . ?
N3 C21 1.523(5) . ?
N3 C13 1.529(6) . ?
N3 C13A 1.531(7) . ?
N3 C17A 1.535(7) . ?
N3 C17 1.539(6) . ?
N3 C9A 1.59(4) . ?
C9 C10 1.503(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.512(7) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.491(8) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C9A C10A 1.503(9) . ?
C9A H9AA 0.9900 . ?
C9A H9AB 0.9900 . ?
C10A C11A 1.507(8) . ?
C10A H10C 0.9900 . ?
C10A H10D 0.9900 . ?
C11A C12A 1.497(9) . ?
C11A H11C 0.9900 . ?
C11A H11D 0.9900 . ?
C12A H12D 0.9800 . ?
C12A H12E 0.9800 . ?
C12A H12F 0.9800 . ?
C13 C14 1.493(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.470(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.482(7) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C13A C14A 1.487(8) . ?
C13A H13C 0.9900 . ?
C13A H13D 0.9900 . ?
C14A C15A 1.469(8) . ?
C14A H14C 0.9900 . ?
C14A H14D 0.9900 . ?
C15A C16A 1.481(8) . ?
C15A H15C 0.9900 . ?
C15A H15D 0.9900 . ?
C16A H16D 0.9800 . ?
C16A H16E 0.9800 . ?
C16A H16F 0.9800 . ?
C17 C18 1.507(8) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.512(8) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.489(9) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C17A C18A 1.501(9) . ?
C17A H17C 0.9900 . ?
C17A H17D 0.9900 . ?
C18A C19A 1.504(9) . ?
C18A H18C 0.9900 . ?
C18A H18D 0.9900 . ?
C19A C20A 1.492(9) . ?
C19A H19C 0.9900 . ?
C19A H19D 0.9900 . ?
C20A H20D 0.9800 . ?
C20A H20E 0.9800 . ?
C20A H20F 0.9800 . ?
C21 C22 1.522(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.520(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.510(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
N4 C33A 1.517(6) . ?
N4 C33 1.522(7) . ?
N4 C37 1.523(7) . ?
N4 C29 1.525(7) . ?
N4 C29A 1.528(6) . ?
N4 C25 1.530(7) . ?
N4 C37A 1.531(6) . ?
N4 C25A 1.540(6) . ?
C25 C26 1.513(9) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.511(9) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.509(10) . ?
C27 H27A 0.9900 . ?
C27 H27D 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C25A C26A 1.515(8) . ?
C25A H25C 0.9900 . ?
C25A H25D 0.9900 . ?
C26A C27A 1.515(8) . ?
C26A H26C 0.9900 . ?
C26A H26D 0.9900 . ?
C27A C28A 1.508(9) . ?
C27A H27B 0.9900 . ?
C27A H27C 0.9900 . ?
C28A H28D 0.9800 . ?
C28A H28E 0.9800 . ?
C28A H28F 0.9800 . ?
C29 C30 1.521(9) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.527(9) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.524(9) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C29A C30A 1.523(8) . ?
C29A H29C 0.9900 . ?
C29A H29D 0.9900 . ?
C30A C31A 1.518(8) . ?
C30A H30C 0.9900 . ?
C30A H30D 0.9900 . ?
C31A C32A 1.517(9) . ?
C31A H31C 0.9900 . ?
C31A H31D 0.9900 . ?
C32A H32D 0.9800 . ?
C32A H32E 0.9800 . ?
C32A H32F 0.9800 . ?
C33 C34 1.501(8) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.500(8) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.498(8) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C33A C34A 1.499(7) . ?
C33A H33C 0.9900 . ?
C33A H33D 0.9900 . ?
C34A C35A 1.502(7) . ?
C34A H34C 0.9900 . ?
C34A H34D 0.9900 . ?
C35A C36A 1.495(8) . ?
C35A H35C 0.9900 . ?
C35A H35D 0.9900 . ?
C36A H36D 0.9800 . ?
C36A H36E 0.9800 . ?
C36A H36F 0.9800 . ?
C37 C38 1.519(9) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C39 1.514(8) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.513(9) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C37A C38A 1.524(8) . ?
C37A H37C 0.9900 . ?
C37A H37D 0.9900 . ?
C38A C39A 1.508(7) . ?
C38A H38C 0.9900 . ?
C38A H38D 0.9900 . ?
C39A C40A 1.513(8) . ?
C39A H39C 0.9900 . ?
C39A H39D 0.9900 . ?
C40A H40D 0.9800 . ?
C40A H40E 0.9800 . ?
C40A H40F 0.9800 . ?
O1W H1WA 0.885(10) . ?
O1W H1WB 0.880(10) . ?

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
O8 V1 O3 150.59(13) . . ?
O8 V1 N1 153.27(14) . . ?
O3 V1 N1 40.69(12) . . ?
O8 V1 N2 40.83(14) . . ?
O3 V1 N2 151.50(15) . . ?
N1 V1 N2 150.61(14) . . ?
O8 V1 O5 81.31(12) . . ?
O3 V1 O5 81.39(12) . . ?
N1 V1 O5 78.30(12) . . ?
N2 V1 O5 121.74(14) . . ?
O8 V1 O6 81.31(15) . . ?
O3 V1 O6 80.00(13) . . ?
N1 V1 O6 120.29(14) . . ?
N2 V1 O6 78.31(14) . . ?
O5 V1 O6 103.90(13) . . ?
O8 V1 O10 81.76(12) . . ?
O3 V1 O10 121.30(12) . . ?
N1 V1 O10 80.61(12) . . ?
N2 V1 O10 78.89(13) . . ?
O5 V1 O10 88.48(10) . . ?
O6 V1 O10 157.20(12) . . ?
O8 V1 O1 119.45(13) . . ?
O3 V1 O1 83.40(13) . . ?
N1 V1 O1 78.50(13) . . ?
N2 V1 O1 78.69(15) . . ?
O5 V1 O1 156.52(13) . . ?
O6 V1 O1 90.89(15) . . ?
O10 V1 O1 84.25(11) . . ?
C1 O1 V1 115.9(3) . . ?
N1 O3 V1 70.84(17) . . ?
C4 O5 V1 117.6(2) . . ?
C5A O6 V1 118.2(6) . . ?
C5 O6 V1 116.5(7) . . ?
O7 C5 O6 127.8(12) . . ?
O7 C5 C6 114.2(13) . . ?
O6 C5 C6 114.5(8) . . ?
O7A C5A O6 120.1(12) . . ?
O7A C5A C6 124.5(10) . . ?
O6 C5A C6 113.9(8) . . ?
N2 O8 V1 70.73(19) . . ?
C8 O10 V1 117.2(2) . . ?
O3 N1 C2 113.9(3) . . ?
O3 N1 C3 112.5(3) . . ?
C2 N1 C3 119.0(3) . . ?
O3 N1 V1 68.47(18) . . ?
C2 N1 V1 116.5(3) . . ?
C3 N1 V1 116.0(2) . . ?
O8 N2 C7 112.1(4) . . ?
O8 N2 C6 113.5(3) . . ?
C7 N2 C6 120.7(3) . . ?
O8 N2 V1 68.43(18) . . ?
C7 N2 V1 115.4(3) . . ?
C6 N2 V1 115.2(3) . . ?
O2 C1 O1 125.8(6) . . ?
O2A C1 O1 102.9(10) . . ?
O2 C1 C2 116.8(6) . . ?
O2A C1 C2 132.7(18) . . ?
O1 C1 C2 117.3(4) . . ?
N1 C2 C1 109.0(4) . . ?
N1 C2 H2A 109.9 . . ?
C1 C2 H2A 109.9 . . ?
N1 C2 H2B 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
N1 C3 C4 110.5(3) . . ?
N1 C3 H3A 109.5 . . ?
C4 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
O4 C4 O5 124.5(4) . . ?
O4 C4 C3 120.4(4) . . ?
O5 C4 C3 114.9(3) . . ?
N2 C6 C5 105.0(8) . . ?
N2 C6 C5A 110.0(5) . . ?
N2 C6 H6A 110.7 . . ?
C5 C6 H6A 110.7 . . ?
N2 C6 H6B 110.7 . . ?
C5 C6 H6B 110.7 . . ?
H6A C6 H6B 108.8 . . ?
N2 C7 C8 108.6(3) . . ?
N2 C7 H7A 110.0 . . ?
C8 C7 H7A 110.0 . . ?
N2 C7 H7B 110.0 . . ?
C8 C7 H7B 110.0 . . ?
H7A C7 H7B 108.3 . . ?
O9 C8 O10 124.2(4) . . ?
O9 C8 C7 119.7(4) . . ?
O10 C8 C7 116.1(3) . . ?
C9 N3 C21 105.6(7) . . ?
C9 N3 C13 105.0(12) . . ?
C21 N3 C13 114.3(6) . . ?
C21 N3 C13A 105.2(11) . . ?
C21 N3 C17A 111.3(17) . . ?
C13A N3 C17A 98.4(15) . . ?
C9 N3 C17 110.1(11) . . ?
C21 N3 C17 111.1(7) . . ?
C13 N3 C17 110.3(7) . . ?
C21 N3 C9A 105.7(12) . . ?
C13A N3 C9A 122(2) . . ?
C17A N3 C9A 114(2) . . ?
N3 C9 C10 118.6(15) . . ?
N3 C9 H9A 107.7 . . ?
C10 C9 H9A 107.7 . . ?
N3 C9 H9B 107.7 . . ?
C10 C9 H9B 107.7 . . ?
H9A C9 H9B 107.1 . . ?
C9 C10 C11 111.7(13) . . ?
C9 C10 H10A 109.3 . . ?
C11 C10 H10A 109.3 . . ?
C9 C10 H10B 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
C12 C11 C10 118.2(13) . . ?
C12 C11 H11A 107.8 . . ?
C10 C11 H11A 107.8 . . ?
C12 C11 H11B 107.8 . . ?
C10 C11 H11B 107.8 . . ?
H11A C11 H11B 107.1 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10A C9A N3 113(2) . . ?
C10A C9A H9AA 109.0 . . ?
N3 C9A H9AA 109.0 . . ?
C10A C9A H9AB 109.0 . . ?
N3 C9A H9AB 109.0 . . ?
H9AA C9A H9AB 107.8 . . ?
C9A C10A C11A 108(2) . . ?
C9A C10A H10C 110.1 . . ?
C11A C10A H10C 110.1 . . ?
C9A C10A H10D 110.1 . . ?
C11A C10A H10D 110.1 . . ?
H10C C10A H10D 108.4 . . ?
C12A C11A C10A 107(2) . . ?
C12A C11A H11C 110.4 . . ?
C10A C11A H11C 110.4 . . ?
C12A C11A H11D 110.4 . . ?
C10A C11A H11D 110.4 . . ?
H11C C11A H11D 108.6 . . ?
C11A C12A H12D 109.5 . . ?
C11A C12A H12E 109.5 . . ?
H12D C12A H12E 109.5 . . ?
C11A C12A H12F 109.5 . . ?
H12D C12A H12F 109.5 . . ?
H12E C12A H12F 109.5 . . ?
C14 C13 N3 118.1(8) . . ?
C14 C13 H13A 107.8 . . ?
N3 C13 H13A 107.8 . . ?
C14 C13 H13B 107.8 . . ?
N3 C13 H13B 107.8 . . ?
H13A C13 H13B 107.1 . . ?
C15 C14 C13 114.8(9) . . ?
C15 C14 H14A 108.6 . . ?
C13 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
C13 C14 H14B 108.6 . . ?
H14A C14 H14B 107.5 . . ?
C14 C15 C16 113.8(14) . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14A C13A N3 112.1(13) . . ?
C14A C13A H13C 109.2 . . ?
N3 C13A H13C 109.2 . . ?
C14A C13A H13D 109.2 . . ?
N3 C13A H13D 109.2 . . ?
H13C C13A H13D 107.9 . . ?
C15A C14A C13A 117.7(17) . . ?
C15A C14A H14C 107.9 . . ?
C13A C14A H14C 107.9 . . ?
C15A C14A H14D 107.9 . . ?
C13A C14A H14D 107.9 . . ?
H14C C14A H14D 107.2 . . ?
C14A C15A C16A 121(3) . . ?
C14A C15A H15C 107.1 . . ?
C16A C15A H15C 107.1 . . ?
C14A C15A H15D 107.1 . . ?
C16A C15A H15D 107.1 . . ?
H15C C15A H15D 106.8 . . ?
C15A C16A H16D 109.5 . . ?
C15A C16A H16E 109.5 . . ?
H16D C16A H16E 109.5 . . ?
C15A C16A H16F 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C18 C17 N3 118.4(8) . . ?
C18 C17 H17A 107.7 . . ?
N3 C17 H17A 107.7 . . ?
C18 C17 H17B 107.7 . . ?
N3 C17 H17B 107.7 . . ?
H17A C17 H17B 107.1 . . ?
C17 C18 C19 108.6(10) . . ?
C17 C18 H18A 110.0 . . ?
C19 C18 H18A 110.0 . . ?
C17 C18 H18B 110.0 . . ?
C19 C18 H18B 110.0 . . ?
H18A C18 H18B 108.4 . . ?
C20 C19 C18 114.2(11) . . ?
C20 C19 H19A 108.7 . . ?
C18 C19 H19A 108.7 . . ?
C20 C19 H19B 108.7 . . ?
C18 C19 H19B 108.7 . . ?
H19A C19 H19B 107.6 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18A C17A N3 108.6(16) . . ?
C18A C17A H17C 110.0 . . ?
N3 C17A H17C 110.0 . . ?
C18A C17A H17D 110.0 . . ?
N3 C17A H17D 110.0 . . ?
H17C C17A H17D 108.3 . . ?
C17A C18A C19A 124(2) . . ?
C17A C18A H18C 106.4 . . ?
C19A C18A H18C 106.4 . . ?
C17A C18A H18D 106.4 . . ?
C19A C18A H18D 106.4 . . ?
H18C C18A H18D 106.4 . . ?
C20A C19A C18A 107(3) . . ?
C20A C19A H19C 110.4 . . ?
C18A C19A H19C 110.4 . . ?
C20A C19A H19D 110.4 . . ?
C18A C19A H19D 110.4 . . ?
H19C C19A H19D 108.6 . . ?
C19A C20A H20D 109.5 . . ?
C19A C20A H20E 109.5 . . ?
H20D C20A H20E 109.5 . . ?
C19A C20A H20F 109.5 . . ?
H20D C20A H20F 109.5 . . ?
H20E C20A H20F 109.5 . . ?
C22 C21 N3 115.9(3) . . ?
C22 C21 H21A 108.3 . . ?
N3 C21 H21A 108.3 . . ?
C22 C21 H21B 108.3 . . ?
N3 C21 H21B 108.3 . . ?
H21A C21 H21B 107.4 . . ?
C23 C22 C21 111.7(4) . . ?
C23 C22 H22A 109.3 . . ?
C21 C22 H22A 109.3 . . ?
C23 C22 H22B 109.3 . . ?
C21 C22 H22B 109.3 . . ?
H22A C22 H22B 107.9 . . ?
C24 C23 C22 113.7(4) . . ?
C24 C23 H23A 108.8 . . ?
C22 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C33 N4 C37 117.0(14) . . ?
C33 N4 C29 108.3(17) . . ?
C37 N4 C29 96.5(13) . . ?
C33A N4 C29A 111.0(10) . . ?
C33 N4 C25 113.1(12) . . ?
C37 N4 C25 119.3(16) . . ?
C29 N4 C25 98.4(18) . . ?
C33A N4 C37A 107.6(8) . . ?
C29A N4 C37A 112.3(9) . . ?
C33A N4 C25A 101.7(7) . . ?
C29A N4 C25A 116.9(12) . . ?
C37A N4 C25A 106.5(8) . . ?
C26 C25 N4 117.3(12) . . ?
C26 C25 H25A 108.0 . . ?
N4 C25 H25A 108.0 . . ?
C26 C25 H25B 108.0 . . ?
N4 C25 H25B 108.0 . . ?
H25A C25 H25B 107.2 . . ?
C27 C26 C25 115.3(16) . . ?
C27 C26 H26A 108.5 . . ?
C25 C26 H26A 108.5 . . ?
C27 C26 H26B 108.5 . . ?
C25 C26 H26B 108.5 . . ?
H26A C26 H26B 107.5 . . ?
C28 C27 C26 117(2) . . ?
C28 C27 H27A 108.1 . . ?
C26 C27 H27A 108.1 . . ?
C28 C27 H27D 108.1 . . ?
C26 C27 H27D 108.1 . . ?
H27A C27 H27D 107.3 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26A C25A N4 115.0(7) . . ?
C26A C25A H25C 108.5 . . ?
N4 C25A H25C 108.5 . . ?
C26A C25A H25D 108.5 . . ?
N4 C25A H25D 108.5 . . ?
H25C C25A H25D 107.5 . . ?
C27A C26A C25A 113.1(7) . . ?
C27A C26A H26C 109.0 . . ?
C25A C26A H26C 109.0 . . ?
C27A C26A H26D 109.0 . . ?
C25A C26A H26D 109.0 . . ?
H26C C26A H26D 107.8 . . ?
C28A C27A C26A 109.3(11) . . ?
C28A C27A H27B 109.8 . . ?
C26A C27A H27B 109.8 . . ?
C28A C27A H27C 109.8 . . ?
C26A C27A H27C 109.8 . . ?
H27B C27A H27C 108.3 . . ?
C27A C28A H28D 109.5 . . ?
C27A C28A H28E 109.5 . . ?
H28D C28A H28E 109.5 . . ?
C27A C28A H28F 109.5 . . ?
H28D C28A H28F 109.5 . . ?
H28E C28A H28F 109.5 . . ?
C30 C29 N4 117.9(14) . . ?
C30 C29 H29A 107.8 . . ?
N4 C29 H29A 107.8 . . ?
C30 C29 H29B 107.8 . . ?
N4 C29 H29B 107.8 . . ?
H29A C29 H29B 107.2 . . ?
C29 C30 C31 116(2) . . ?
C29 C30 H30A 108.3 . . ?
C31 C30 H30A 108.3 . . ?
C29 C30 H30B 108.3 . . ?
C31 C30 H30B 108.3 . . ?
H30A C30 H30B 107.4 . . ?
C32 C31 C30 113.5(15) . . ?
C32 C31 H31A 108.9 . . ?
C30 C31 H31A 108.9 . . ?
C32 C31 H31B 108.9 . . ?
C30 C31 H31B 108.9 . . ?
H31A C31 H31B 107.7 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C30A C29A N4 114.5(9) . . ?
C30A C29A H29C 108.6 . . ?
N4 C29A H29C 108.6 . . ?
C30A C29A H29D 108.6 . . ?
N4 C29A H29D 108.6 . . ?
H29C C29A H29D 107.6 . . ?
C31A C30A C29A 110.9(9) . . ?
C31A C30A H30C 109.5 . . ?
C29A C30A H30C 109.5 . . ?
C31A C30A H30D 109.5 . . ?
C29A C30A H30D 109.5 . . ?
H30C C30A H30D 108.1 . . ?
C32A C31A C30A 111.3(11) . . ?
C32A C31A H31C 109.4 . . ?
C30A C31A H31C 109.4 . . ?
C32A C31A H31D 109.4 . . ?
C30A C31A H31D 109.4 . . ?
H31C C31A H31D 108.0 . . ?
C31A C32A H32D 109.5 . . ?
C31A C32A H32E 109.5 . . ?
H32D C32A H32E 109.5 . . ?
C31A C32A H32F 109.5 . . ?
H32D C32A H32F 109.5 . . ?
H32E C32A H32F 109.5 . . ?
C34 C33 N4 115.7(15) . . ?
C34 C33 H33A 108.4 . . ?
N4 C33 H33A 108.4 . . ?
C34 C33 H33B 108.4 . . ?
N4 C33 H33B 108.4 . . ?
H33A C33 H33B 107.4 . . ?
C33 C34 C35 108.2(15) . . ?
C33 C34 H34A 110.1 . . ?
C35 C34 H34A 110.1 . . ?
C33 C34 H34B 110.1 . . ?
C35 C34 H34B 110.1 . . ?
H34A C34 H34B 108.4 . . ?
C36 C35 C34 114(2) . . ?
C36 C35 H35A 108.8 . . ?
C34 C35 H35A 108.8 . . ?
C36 C35 H35B 108.8 . . ?
C34 C35 H35B 108.8 . . ?
H35A C35 H35B 107.7 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C34A C33A N4 116.1(9) . . ?
C34A C33A H33C 108.3 . . ?
N4 C33A H33C 108.3 . . ?
C34A C33A H33D 108.3 . . ?
N4 C33A H33D 108.3 . . ?
H33C C33A H33D 107.4 . . ?
C33A C34A C35A 108.6(9) . . ?
C33A C34A H34C 110.0 . . ?
C35A C34A H34C 110.0 . . ?
C33A C34A H34D 110.0 . . ?
C35A C34A H34D 110.0 . . ?
H34C C34A H34D 108.3 . . ?
C36A C35A C34A 115.1(15) . . ?
C36A C35A H35C 108.5 . . ?
C34A C35A H35C 108.5 . . ?
C36A C35A H35D 108.5 . . ?
C34A C35A H35D 108.5 . . ?
H35C C35A H35D 107.5 . . ?
C35A C36A H36D 109.5 . . ?
C35A C36A H36E 109.5 . . ?
H36D C36A H36E 109.5 . . ?
C35A C36A H36F 109.5 . . ?
H36D C36A H36F 109.5 . . ?
H36E C36A H36F 109.5 . . ?
C38 C37 N4 106.8(13) . . ?
C38 C37 H37A 110.4 . . ?
N4 C37 H37A 110.4 . . ?
C38 C37 H37B 110.4 . . ?
N4 C37 H37B 110.4 . . ?
H37A C37 H37B 108.6 . . ?
C39 C38 C37 108.1(13) . . ?
C39 C38 H38A 110.1 . . ?
C37 C38 H38A 110.1 . . ?
C39 C38 H38B 110.1 . . ?
C37 C38 H38B 110.1 . . ?
H38A C38 H38B 108.4 . . ?
C40 C39 C38 115.1(17) . . ?
C40 C39 H39A 108.5 . . ?
C38 C39 H39A 108.5 . . ?
C40 C39 H39B 108.5 . . ?
C38 C39 H39B 108.5 . . ?
H39A C39 H39B 107.5 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C38A C37A N4 119.5(9) . . ?
C38A C37A H37C 107.4 . . ?
N4 C37A H37C 107.4 . . ?
C38A C37A H37D 107.4 . . ?
N4 C37A H37D 107.4 . . ?
H37C C37A H37D 107.0 . . ?
C39A C38A C37A 111.8(9) . . ?
C39A C38A H38C 109.3 . . ?
C37A C38A H38C 109.3 . . ?
C39A C38A H38D 109.3 . . ?
C37A C38A H38D 109.3 . . ?
H38C C38A H38D 107.9 . . ?
C38A C39A C40A 112.2(12) . . ?
C38A C39A H39C 109.2 . . ?
C40A C39A H39C 109.2 . . ?
C38A C39A H39D 109.2 . . ?
C40A C39A H39D 109.2 . . ?
H39C C39A H39D 107.9 . . ?
C39A C40A H40D 109.5 . . ?
C39A C40A H40E 109.5 . . ?
H40D C40A H40E 109.5 . . ?
C39A C40A H40F 109.5 . . ?
H40D C40A H40F 109.5 . . ?
H40E C40A H40F 109.5 . . ?
H1WA O1W H1WB 104(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
V1 O6 C5 O7 -179.1(16) . . . . ?
V1 O6 C5 C6 24(3) . . . . ?
V1 O6 C5A O7A 175.9(13) . . . . ?
V1 O6 C5A C6 -18(3) . . . . ?
V1 O3 N1 C2 -110.5(3) . . . . ?
V1 O3 N1 C3 110.2(3) . . . . ?
V1 O8 N2 C7 -109.8(3) . . . . ?
V1 O8 N2 C6 109.1(3) . . . . ?
V1 O1 C1 O2 -163.7(5) . . . . ?
V1 O1 C1 O2A 168(3) . . . . ?
V1 O1 C1 C2 13.2(6) . . . . ?
O3 N1 C2 C1 66.0(5) . . . . ?
C3 N1 C2 C1 -157.5(4) . . . . ?
V1 N1 C2 C1 -10.8(5) . . . . ?
O2 C1 C2 N1 175.3(5) . . . . ?
O2A C1 C2 N1 -147(4) . . . . ?
O1 C1 C2 N1 -1.9(6) . . . . ?
O3 N1 C3 C4 -59.5(4) . . . . ?
C2 N1 C3 C4 163.5(3) . . . . ?
V1 N1 C3 C4 16.6(4) . . . . ?
V1 O5 C4 O4 170.4(3) . . . . ?
V1 O5 C4 C3 -5.2(4) . . . . ?
N1 C3 C4 O4 177.1(3) . . . . ?
N1 C3 C4 O5 -7.1(4) . . . . ?
O8 N2 C6 C5 -45.3(12) . . . . ?
C7 N2 C6 C5 177.3(11) . . . . ?
V1 N2 C6 C5 31.0(12) . . . . ?
O8 N2 C6 C5A -63.5(14) . . . . ?
C7 N2 C6 C5A 159.1(14) . . . . ?
V1 N2 C6 C5A 12.7(14) . . . . ?
O7 C5 C6 N2 165.0(13) . . . . ?
O6 C5 C6 N2 -35(2) . . . . ?
O7A C5A C6 N2 168.9(16) . . . . ?
O6 C5A C6 N2 3(3) . . . . ?
O8 N2 C7 C8 54.5(4) . . . . ?
C6 N2 C7 C8 -167.6(4) . . . . ?
V1 N2 C7 C8 -21.3(5) . . . . ?
V1 O10 C8 O9 174.3(3) . . . . ?
V1 O10 C8 C7 -6.2(4) . . . . ?
N2 C7 C8 O9 -162.9(4) . . . . ?
N2 C7 C8 O10 17.5(5) . . . . ?
C21 N3 C9 C10 174.6(15) . . . . ?
C13 N3 C9 C10 53(2) . . . . ?
C17 N3 C9 C10 -65(2) . . . . ?
N3 C9 C10 C11 -177.5(16) . . . . ?
C9 C10 C11 C12 -179.7(19) . . . . ?
C21 N3 C9A C10A -176(3) . . . . ?
C13A N3 C9A C10A 64(4) . . . . ?
C17A N3 C9A C10A -54(4) . . . . ?
N3 C9A C10A C11A -174(3) . . . . ?
C9A C10A C11A C12A 159(3) . . . . ?
C9 N3 C13 C14 56.2(14) . . . . ?
C21 N3 C13 C14 -59.0(12) . . . . ?
C17 N3 C13 C14 174.9(12) . . . . ?
N3 C13 C14 C15 168.9(10) . . . . ?
C13 C14 C15 C16 179.2(14) . . . . ?
C21 N3 C13A C14A -62(2) . . . . ?
C17A N3 C13A C14A -176(2) . . . . ?
C9A N3 C13A C14A 58(3) . . . . ?
N3 C13A C14A C15A -179.9(18) . . . . ?
C13A C14A C15A C16A 170(3) . . . . ?
C9 N3 C17 C18 -61.6(18) . . . . ?
C21 N3 C17 C18 55.0(16) . . . . ?
C13 N3 C17 C18 -177.1(14) . . . . ?
N3 C17 C18 C19 -164.9(12) . . . . ?
C17 C18 C19 C20 -68.0(18) . . . . ?
C21 N3 C17A C18A 73(3) . . . . ?
C13A N3 C17A C18A -177(3) . . . . ?
C9A N3 C17A C18A -47(4) . . . . ?
N3 C17A C18A C19A 173(3) . . . . ?
C17A C18A C19A C20A 41(5) . . . . ?
C9 N3 C21 C22 178.9(11) . . . . ?
C13 N3 C21 C22 -66.2(7) . . . . ?
C13A N3 C21 C22 -57.4(10) . . . . ?
C17A N3 C21 C22 48.2(14) . . . . ?
C17 N3 C21 C22 59.6(7) . . . . ?
C9A N3 C21 C22 172.9(18) . . . . ?
N3 C21 C22 C23 170.3(4) . . . . ?
C21 C22 C23 C24 -71.0(6) . . . . ?
C33 N4 C25 C26 -158(2) . . . . ?
C37 N4 C25 C26 59(3) . . . . ?
C29 N4 C25 C26 -44(3) . . . . ?
N4 C25 C26 C27 -168(2) . . . . ?
C25 C26 C27 C28 -30(3) . . . . ?
C33A N4 C25A C26A 176.1(12) . . . . ?
C29A N4 C25A C26A -62.9(15) . . . . ?
C37A N4 C25A C26A 63.6(14) . . . . ?
N4 C25A C26A C27A -179.1(11) . . . . ?
C25A C26A C27A C28A -77.8(16) . . . . ?
C33 N4 C29 C30 55(3) . . . . ?
C37 N4 C29 C30 176(3) . . . . ?
C25 N4 C29 C30 -63(3) . . . . ?
N4 C29 C30 C31 -98(3) . . . . ?
C29 C30 C31 C32 178.0(14) . . . . ?
C33A N4 C29A C30A 57(2) . . . . ?
C37A N4 C29A C30A 177.9(14) . . . . ?
C25A N4 C29A C30A -59(2) . . . . ?
N4 C29A C30A C31A 170.5(15) . . . . ?
C29A C30A C31A C32A 173.6(15) . . . . ?
C37 N4 C33 C34 -39(2) . . . . ?
C29 N4 C33 C34 69(2) . . . . ?
C25 N4 C33 C34 176.9(19) . . . . ?
N4 C33 C34 C35 -179.3(17) . . . . ?
C33 C34 C35 C36 -179(2) . . . . ?
C29A N4 C33A C34A 61.7(15) . . . . ?
C37A N4 C33A C34A -61.5(13) . . . . ?
C25A N4 C33A C34A -173.2(12) . . . . ?
N4 C33A C34A C35A -167.6(11) . . . . ?
C33A C34A C35A C36A -177.5(13) . . . . ?
C33 N4 C37 C38 -74(2) . . . . ?
C29 N4 C37 C38 172(2) . . . . ?
C25 N4 C37 C38 68(2) . . . . ?
N4 C37 C38 C39 175.7(17) . . . . ?
C37 C38 C39 C40 -180(2) . . . . ?
C33A N4 C37A C38A -49.7(13) . . . . ?
C29A N4 C37A C38A -172.2(15) . . . . ?
C25A N4 C37A C38A 58.7(13) . . . . ?
N4 C37A C38A C39A 177.5(10) . . . . ?
C37A C38A C39A C40A -179.0(13) . . . . ?

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
O1W H1WA O7 0.885(10) 1.99(5) 2.738(10) 142(6) .
O1W H1WA O7A 0.885(10) 2.12(4) 2.920(15) 150(7) .
O1W H1WB O2 0.880(10) 2.35(6) 2.962(8) 126(6) 3_666
O1W H1WB O2A 0.880(10) 2.20(7) 2.93(6) 140(7) 3_666

_refine_diff_density_max         1.151
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.072

_shelxl_version_number           2014/6


# start Validation Reply Form
_vrf_PLAT230_UMD1287d_a          
;
PROBLEM: Hirshfeld Test Diff for    O5       --C4       .       13.3 s.u.  
RESPONSE: Chemically both O5 and C4 appear to be reasonable. 
;
_vrf_PLAT910_UMD1287d_a          
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         17 Note  
RESPONSE: This missing reflections likey behind beam stop.
;
# end Validation Reply Form

_exptl_crystal_recrystallization_method 'Vapour deposition'
