# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 1529620'
_audit_update_record             
;
2017-01-25 deposited with the CCDC.
2017-07-14 downloaded from the CCDC.
;

_audit_creation_date             2014-07-03
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C34 H30 N6 O7 V2'
_chemical_formula_sum            'C34 H30 N6 O7 V2'
_chemical_formula_weight         736.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         C34H30N6O7V2
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 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   28.5136(2)
_cell_length_b                   12.2629(12)
_cell_length_c                   18.5071(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.955(8)
_cell_angle_gamma                90.00
_cell_volume                     6470.28(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    13083
_cell_measurement_temperature    99.7(4)
_cell_measurement_theta_max      25.0070
_cell_measurement_theta_min      1.9900
_exptl_absorpt_coefficient_mu    0.637
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74562
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3024
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            24641
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.66
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.7(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9160
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -23.00   29.00   1.0000   71.1500
omega____ theta____ kappa____ phi______ frames
    -       27.3512   38.0000    0.0000 52

#__ type_ start__ end____ width___ exp.time_
  2 omega   38.00  108.00   1.0000   71.1500
omega____ theta____ kappa____ phi______ frames
    -       27.3512   38.0000    0.0000 70

#__ type_ start__ end____ width___ exp.time_
  3 omega    8.00   82.00   1.0000   71.1500
omega____ theta____ kappa____ phi______ frames
    -       27.3512   77.0000  120.0000 74

#__ type_ start__ end____ width___ exp.time_
  4 omega  -19.00   79.00   1.0000   71.1500
omega____ theta____ kappa____ phi______ frames
    -       27.3512  -99.0000 -150.0000 98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0089324000
_diffrn_orient_matrix_UB_12      -0.0540138000
_diffrn_orient_matrix_UB_13      -0.0010550000
_diffrn_orient_matrix_UB_21      -0.0230042000
_diffrn_orient_matrix_UB_22      -0.0208353000
_diffrn_orient_matrix_UB_23      0.0046344000
_diffrn_orient_matrix_UB_31      -0.0034846000
_diffrn_orient_matrix_UB_32      -0.0010230000
_diffrn_orient_matrix_UB_33      -0.0380226000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                9693
_reflns_number_total             11399
_reflns_odcompleteness_completeness 86.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'J. Appl. Cryst. (2007) 40, 786-790'
_refine_diff_density_max         0.540
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.908
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     911
_refine_ls_number_reflns         11399
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0366
_refine_ls_restrained_S_all      0.908
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0553P)²+5.9117P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0994
_refine_ls_wR_factor_ref         0.0942
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
V1A V 0.332082(12) 0.84022(3) 0.354759(18) 0.01417(10) Uani 1 1 d . . .
V2A V 0.402619(12) 0.65869(3) 0.359125(19) 0.01494(10) Uani 1 1 d . . .
O1A O 0.33056(5) 0.95424(13) 0.39547(8) 0.0212(3) Uani 1 1 d . . .
O2A O 0.27356(5) 0.78156(12) 0.36967(8) 0.0174(3) Uani 1 1 d . . .
O3A O 0.38487(5) 0.85389(12) 0.29217(7) 0.0168(3) Uani 1 1 d . . .
O4A O 0.36629(5) 0.74920(13) 0.41127(7) 0.0168(3) Uani 1 1 d . . .
O5A O 0.40560(5) 0.54432(13) 0.39906(8) 0.0223(4) Uani 1 1 d . . .
O6A O 0.45911(5) 0.72496(13) 0.37901(8) 0.0193(3) Uani 1 1 d . . .
O7A O 0.35076(5) 0.64493(13) 0.29270(7) 0.0177(3) Uani 1 1 d . . .
N1A N 0.30335(6) 0.88250(15) 0.25548(9) 0.0155(4) Uani 1 1 d . . .
N2A N 0.33447(6) 0.89352(15) 0.19885(9) 0.0157(4) Uani 1 1 d . . .
N3A N 0.37197(7) 0.9108(2) 0.06509(10) 0.0300(5) Uani 1 1 d D . .
HN3A H 0.3470(7) 0.895(2) 0.0882(13) 0.036 Uiso 1 1 d D . .
HN3B H 0.3720(9) 0.900(2) 0.0195(10) 0.036 Uiso 1 1 d D . .
N4A N 0.43298(6) 0.62252(15) 0.26220(9) 0.0161(4) Uani 1 1 d . . .
N5A N 0.40235(6) 0.60900(15) 0.20303(9) 0.0164(4) Uani 1 1 d . . .
N6A N 0.36511(7) 0.6064(2) 0.06543(11) 0.0329(6) Uani 1 1 d D . .
HN6A H 0.3903(7) 0.616(2) 0.0907(14) 0.039 Uiso 1 1 d D . .
HN6B H 0.3676(10) 0.629(2) 0.0220(10) 0.039 Uiso 1 1 d D . .
C1A C 0.23134(7) 0.82411(18) 0.35506(11) 0.0152(4) Uani 1 1 d . . .
C2A C 0.22387(7) 0.88343(18) 0.29405(11) 0.0167(5) Uani 1 1 d . . .
H2A H 0.1944 0.9144 0.2866 0.020 Uiso 1 1 calc R . .
C3A C 0.25871(7) 0.90112(18) 0.24047(11) 0.0166(5) Uani 1 1 d . . .
C4A C 0.37708(7) 0.87724(17) 0.22285(11) 0.0153(4) Uani 1 1 d . . .
C5A C 0.41788(7) 0.88171(17) 0.17607(11) 0.0152(4) Uani 1 1 d . . .
C6A C 0.41411(7) 0.89435(19) 0.10033(12) 0.0204(5) Uani 1 1 d . . .
C7A C 0.45591(8) 0.8946(2) 0.06031(12) 0.0247(5) Uani 1 1 d . . .
H7A H 0.4542 0.9038 0.0105 0.030 Uiso 1 1 calc R . .
C8A C 0.49897(8) 0.88148(19) 0.09329(12) 0.0211(5) Uani 1 1 d . . .
H8A H 0.5259 0.8812 0.0656 0.025 Uiso 1 1 calc R . .
C9A C 0.50272(7) 0.86859(18) 0.16755(12) 0.0183(5) Uani 1 1 d . . .
H9A H 0.5320 0.8603 0.1898 0.022 Uiso 1 1 calc R . .
C10A C 0.46264(7) 0.86818(18) 0.20805(11) 0.0166(5) Uani 1 1 d . . .
H10A H 0.4652 0.8587 0.2578 0.020 Uiso 1 1 calc R . .
C11A C 0.24349(7) 0.9353(2) 0.16585(11) 0.0213(5) Uani 1 1 d . . .
H11A H 0.2643 0.9907 0.1486 0.032 Uiso 1 1 calc R . .
H11B H 0.2121 0.9635 0.1671 0.032 Uiso 1 1 calc R . .
H11C H 0.2443 0.8734 0.1341 0.032 Uiso 1 1 calc R . .
C12A C 0.19503(7) 0.79592(18) 0.40798(11) 0.0151(4) Uani 1 1 d . . .
C13A C 0.19978(7) 0.70206(18) 0.45016(11) 0.0175(5) Uani 1 1 d . . .
H13A H 0.2251 0.6557 0.4435 0.021 Uiso 1 1 calc R . .
C14A C 0.16672(7) 0.67770(19) 0.50212(12) 0.0198(5) Uani 1 1 d . . .
H14A H 0.1697 0.6145 0.5296 0.024 Uiso 1 1 calc R . .
C15A C 0.12930(7) 0.74776(19) 0.51303(12) 0.0204(5) Uani 1 1 d . . .
H15A H 0.1078 0.7329 0.5490 0.024 Uiso 1 1 calc R . .
C16A C 0.12396(7) 0.84012(19) 0.47029(12) 0.0203(5) Uani 1 1 d . . .
H16A H 0.0985 0.8862 0.4770 0.024 Uiso 1 1 calc R . .
C17A C 0.15641(7) 0.86404(18) 0.41753(11) 0.0172(5) Uani 1 1 d . . .
H17A H 0.1524 0.9254 0.3886 0.021 Uiso 1 1 calc R . .
C18A C 0.50271(7) 0.69508(18) 0.36493(11) 0.0169(5) Uani 1 1 d . . .
C19A C 0.51250(7) 0.63798(18) 0.30429(12) 0.0176(5) Uani 1 1 d . . .
H19A H 0.5432 0.6148 0.2976 0.021 Uiso 1 1 calc R . .
C20A C 0.47802(7) 0.61147(17) 0.24994(11) 0.0169(5) Uani 1 1 d . . .
C21A C 0.35936(7) 0.62339(18) 0.22391(11) 0.0160(4) Uani 1 1 d . . .
C22A C 0.31874(7) 0.62039(17) 0.17468(11) 0.0157(4) Uani 1 1 d . . .
C23A C 0.32288(7) 0.61700(19) 0.09885(12) 0.0201(5) Uani 1 1 d . . .
C24A C 0.28103(8) 0.6203(2) 0.05667(12) 0.0221(5) Uani 1 1 d . . .
H24A H 0.2829 0.6195 0.0066 0.027 Uiso 1 1 calc R . .
C25A C 0.23777(8) 0.62470(18) 0.08787(12) 0.0199(5) Uani 1 1 d . . .
H25A H 0.2109 0.6253 0.0588 0.024 Uiso 1 1 calc R . .
C26A C 0.23376(7) 0.62823(18) 0.16260(12) 0.0181(5) Uani 1 1 d . . .
H26A H 0.2044 0.6317 0.1837 0.022 Uiso 1 1 calc R . .
C27A C 0.27394(7) 0.62658(17) 0.20492(11) 0.0166(5) Uani 1 1 d . . .
H27A H 0.2713 0.6296 0.2549 0.020 Uiso 1 1 calc R . .
C28A C 0.49405(8) 0.5767(2) 0.17676(12) 0.0225(5) Uani 1 1 d . . .
H28A H 0.4760 0.5149 0.1608 0.034 Uiso 1 1 calc R . .
H28B H 0.5267 0.5574 0.1794 0.034 Uiso 1 1 calc R . .
H28C H 0.4897 0.6357 0.1432 0.034 Uiso 1 1 calc R . .
C29A C 0.53797(7) 0.73649(18) 0.41820(11) 0.0180(5) Uani 1 1 d . . .
C30A C 0.58076(7) 0.6834(2) 0.42974(13) 0.0245(5) Uani 1 1 d . . .
H30A H 0.5881 0.6216 0.4031 0.029 Uiso 1 1 calc R . .
C31A C 0.61214(8) 0.7235(2) 0.48109(14) 0.0318(6) Uani 1 1 d . . .
H31A H 0.6402 0.6868 0.4898 0.038 Uiso 1 1 calc R . .
C32A C 0.60239(8) 0.8168(2) 0.51946(13) 0.0331(6) Uani 1 1 d . . .
H32A H 0.6240 0.8434 0.5533 0.040 Uiso 1 1 calc R . .
C33A C 0.56048(8) 0.8706(2) 0.50759(13) 0.0300(6) Uani 1 1 d . . .
H33A H 0.5540 0.9343 0.5328 0.036 Uiso 1 1 calc R . .
C34A C 0.52802(8) 0.8297(2) 0.45801(12) 0.0229(5) Uani 1 1 d . . .
H34A H 0.4994 0.8648 0.4513 0.028 Uiso 1 1 calc R . .
V1B V 0.093357(12) 0.35393(3) 0.603894(18) 0.01473(10) Uani 1 1 d . . .
V2B V 0.163959(12) 0.17693(3) 0.613962(18) 0.01538(10) Uani 1 1 d . . .
O1B O 0.08766(5) 0.47181(14) 0.63791(8) 0.0245(4) Uani 1 1 d . . .
O2B O 0.03634(5) 0.29002(13) 0.61877(8) 0.0204(3) Uani 1 1 d . . .
O3B O 0.14851(5) 0.37049(12) 0.54635(7) 0.0158(3) Uani 1 1 d . . .
O4B O 0.12867(5) 0.27139(13) 0.66470(7) 0.0171(3) Uani 1 1 d . . .
O5B O 0.16391(5) 0.06277(14) 0.65394(8) 0.0245(4) Uani 1 1 d . . .
O6B O 0.22243(5) 0.23200(14) 0.63781(8) 0.0224(4) Uani 1 1 d . . .
O7B O 0.11088(5) 0.16131(12) 0.54768(7) 0.0154(3) Uani 1 1 d . . .
N1B N 0.06769(6) 0.37753(14) 0.50034(9) 0.0137(4) Uani 1 1 d . . .
N2B N 0.10117(6) 0.39144(15) 0.44684(9) 0.0141(4) Uani 1 1 d . . .
N3B N 0.14552(7) 0.39697(17) 0.31772(10) 0.0223(4) Uani 1 1 d D . .
HN3C H 0.1478(8) 0.397(2) 0.2710(9) 0.027 Uiso 1 1 d D . .
HN3D H 0.1188(7) 0.385(2) 0.3382(13) 0.027 Uiso 1 1 d D . .
N4B N 0.19320(6) 0.14692(14) 0.51530(9) 0.0152(4) Uani 1 1 d . . .
N5B N 0.16218(6) 0.13372(15) 0.45681(9) 0.0150(4) Uani 1 1 d . . .
N6B N 0.12660(7) 0.12226(17) 0.31964(10) 0.0200(4) Uani 1 1 d D . .
HN6C H 0.1270(8) 0.146(2) 0.2757(10) 0.024 Uiso 1 1 d D . .
HN6D H 0.1499(7) 0.143(2) 0.3469(12) 0.024 Uiso 1 1 d D . .
C1B C -0.00657(7) 0.31660(18) 0.59595(11) 0.0152(4) Uani 1 1 d . . .
C2B C -0.01337(7) 0.35811(17) 0.52855(11) 0.0157(4) Uani 1 1 d . . .
H2B H -0.0438 0.3765 0.5142 0.019 Uiso 1 1 calc R . .
C3B C 0.02345(7) 0.37512(17) 0.47834(11) 0.0145(4) Uani 1 1 d . . .
C4B C 0.14314(7) 0.38848(17) 0.47628(11) 0.0144(4) Uani 1 1 d . . .
C5B C 0.18582(7) 0.40424(17) 0.43464(11) 0.0155(4) Uani 1 1 d . . .
C6B C 0.18562(7) 0.40821(18) 0.35805(11) 0.0178(5) Uani 1 1 d . . .
C7B C 0.22871(8) 0.42429(19) 0.32349(12) 0.0234(5) Uani 1 1 d . . .
H7B H 0.2294 0.4261 0.2733 0.028 Uiso 1 1 calc R . .
C8B C 0.26995(8) 0.4374(2) 0.36255(13) 0.0255(5) Uani 1 1 d . . .
H8B H 0.2978 0.4490 0.3384 0.031 Uiso 1 1 calc R . .
C9B C 0.27029(8) 0.43337(19) 0.43751(13) 0.0237(5) Uani 1 1 d . . .
H9B H 0.2982 0.4424 0.4637 0.028 Uiso 1 1 calc R . .
C10B C 0.22871(7) 0.41585(18) 0.47255(12) 0.0186(5) Uani 1 1 d . . .
H10B H 0.2290 0.4116 0.5227 0.022 Uiso 1 1 calc R . .
C11B C 0.01117(7) 0.38513(18) 0.39958(11) 0.0165(4) Uani 1 1 d . . .
H11D H -0.0221 0.3945 0.3938 0.025 Uiso 1 1 calc R . .
H11E H 0.0207 0.3203 0.3748 0.025 Uiso 1 1 calc R . .
H11F H 0.0270 0.4471 0.3797 0.025 Uiso 1 1 calc R . .
C12B C -0.04375(7) 0.29064(18) 0.64807(11) 0.0153(4) Uani 1 1 d . . .
C13B C -0.08410(7) 0.35476(18) 0.65255(11) 0.0173(5) Uani 1 1 d . . .
H13B H -0.0887 0.4129 0.6210 0.021 Uiso 1 1 calc R . .
C14B C -0.11720(7) 0.33129(19) 0.70432(12) 0.0207(5) Uani 1 1 d . . .
H14B H -0.1437 0.3750 0.7081 0.025 Uiso 1 1 calc R . .
C15B C -0.11118(8) 0.2436(2) 0.75040(12) 0.0220(5) Uani 1 1 d . . .
H15B H -0.1335 0.2287 0.7852 0.026 Uiso 1 1 calc R . .
C16B C -0.07177(8) 0.1776(2) 0.74475(12) 0.0232(5) Uani 1 1 d . . .
H16B H -0.0681 0.1172 0.7747 0.028 Uiso 1 1 calc R . .
C17B C -0.03795(7) 0.20200(19) 0.69442(12) 0.0199(5) Uani 1 1 d . . .
H17B H -0.0112 0.1589 0.6915 0.024 Uiso 1 1 calc R . .
C18B C 0.26517(7) 0.19877(18) 0.62022(11) 0.0164(4) Uani 1 1 d . . .
C19B C 0.27325(7) 0.15673(18) 0.55374(12) 0.0179(5) Uani 1 1 d . . .
H19B H 0.3037 0.1352 0.5432 0.021 Uiso 1 1 calc R . .
C20B C 0.23802(7) 0.14368(17) 0.49933(11) 0.0160(4) Uani 1 1 d . . .
C21B C 0.11921(7) 0.13949(17) 0.47877(11) 0.0140(4) Uani 1 1 d . . .
C22B C 0.07908(7) 0.12241(17) 0.42912(11) 0.0137(4) Uani 1 1 d . . .
C23B C 0.08403(7) 0.11821(18) 0.35291(11) 0.0163(4) Uani 1 1 d . . .
C24B C 0.04287(7) 0.10714(18) 0.31030(11) 0.0187(5) Uani 1 1 d . . .
H24B H 0.0451 0.1067 0.2602 0.022 Uiso 1 1 calc R . .
C25B C -0.00072(7) 0.09694(18) 0.34094(12) 0.0195(5) Uani 1 1 d . . .
H25B H -0.0272 0.0894 0.3114 0.023 Uiso 1 1 calc R . .
C26B C -0.00529(7) 0.09791(18) 0.41561(12) 0.0196(5) Uani 1 1 d . . .
H26B H -0.0346 0.0895 0.4363 0.023 Uiso 1 1 calc R . .
C27B C 0.03423(7) 0.11156(17) 0.45852(11) 0.0156(4) Uani 1 1 d . . .
H27B H 0.0311 0.1136 0.5084 0.019 Uiso 1 1 calc R . .
C28B C 0.25216(8) 0.1299(2) 0.42245(12) 0.0213(5) Uani 1 1 d . . .
H28D H 0.2368 0.0669 0.4023 0.032 Uiso 1 1 calc R . .
H28E H 0.2855 0.1204 0.4205 0.032 Uiso 1 1 calc R . .
H28F H 0.2432 0.1934 0.3953 0.032 Uiso 1 1 calc R . .
C29B C 0.30261(7) 0.21852(18) 0.67509(11) 0.0170(5) Uani 1 1 d . . .
C30B C 0.34386(7) 0.15674(19) 0.67453(12) 0.0193(5) Uani 1 1 d . . .
H30B H 0.3477 0.1026 0.6399 0.023 Uiso 1 1 calc R . .
C31B C 0.37895(8) 0.1761(2) 0.72546(12) 0.0237(5) Uani 1 1 d . . .
H31B H 0.4061 0.1340 0.7255 0.028 Uiso 1 1 calc R . .
C32B C 0.37403(8) 0.2578(2) 0.77640(12) 0.0239(5) Uani 1 1 d . . .
H32B H 0.3979 0.2710 0.8102 0.029 Uiso 1 1 calc R . .
C33B C 0.33333(8) 0.3200(2) 0.77670(12) 0.0232(5) Uani 1 1 d . . .
H33B H 0.3301 0.3759 0.8103 0.028 Uiso 1 1 calc R . .
C34B C 0.29754(7) 0.29918(19) 0.72728(11) 0.0201(5) Uani 1 1 d . . .
H34B H 0.2699 0.3393 0.7289 0.024 Uiso 1 1 calc R . .


_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
V1A O1A 1.5893(16) . ?
V1A O4A 1.8046(14) . ?
V1A O2A 1.8422(14) . ?
V1A O3A 1.9219(14) . ?
V1A N1A 2.0654(17) . ?
V1A V2A 3.0003(5) . ?
V2A O5A 1.5870(16) . ?
V2A O4A 1.8082(15) . ?
V2A O6A 1.8359(15) . ?
V2A O7A 1.9146(14) . ?
V2A N4A 2.0531(18) . ?
O2A C1A 1.336(2) . ?
O3A C4A 1.330(2) . ?
O6A C18A 1.326(2) . ?
O7A C21A 1.327(3) . ?
N1A C3A 1.318(3) . ?
N1A N2A 1.391(2) . ?
N2A C4A 1.302(3) . ?
N3A C6A 1.373(3) . ?
N3A HN3A 0.859(17) . ?
N3A HN3B 0.854(17) . ?
N4A C20A 1.315(3) . ?
N4A N5A 1.399(2) . ?
N5A C21A 1.303(3) . ?
N6A C23A 1.369(3) . ?
N6A HN6A 0.858(17) . ?
N6A HN6B 0.854(17) . ?
C1A C2A 1.357(3) . ?
C1A C12A 1.478(3) . ?
C2A C3A 1.432(3) . ?
C2A H2A 0.9300 . ?
C3A C11A 1.500(3) . ?
C4A C5A 1.463(3) . ?
C5A C10A 1.408(3) . ?
C5A C6A 1.413(3) . ?
C6A C7A 1.414(3) . ?
C7A C8A 1.371(3) . ?
C7A H7A 0.9300 . ?
C8A C9A 1.386(3) . ?
C8A H8A 0.9300 . ?
C9A C10A 1.377(3) . ?
C9A H9A 0.9300 . ?
C10A H10A 0.9300 . ?
C11A H11A 0.9600 . ?
C11A H11B 0.9600 . ?
C11A H11C 0.9600 . ?
C12A C13A 1.396(3) . ?
C12A C17A 1.396(3) . ?
C13A C14A 1.390(3) . ?
C13A H13A 0.9300 . ?
C14A C15A 1.387(3) . ?
C14A H14A 0.9300 . ?
C15A C16A 1.388(3) . ?
C15A H15A 0.9300 . ?
C16A C17A 1.388(3) . ?
C16A H16A 0.9300 . ?
C17A H17A 0.9300 . ?
C18A C19A 1.356(3) . ?
C18A C29A 1.486(3) . ?
C19A C20A 1.432(3) . ?
C19A H19A 0.9300 . ?
C20A C28A 1.498(3) . ?
C21A C22A 1.462(3) . ?
C22A C27A 1.405(3) . ?
C22A C23A 1.411(3) . ?
C23A C24A 1.416(3) . ?
C24A C25A 1.372(3) . ?
C24A H24A 0.9300 . ?
C25A C26A 1.390(3) . ?
C25A H25A 0.9300 . ?
C26A C27A 1.377(3) . ?
C26A H26A 0.9300 . ?
C27A H27A 0.9300 . ?
C28A H28A 0.9600 . ?
C28A H28B 0.9600 . ?
C28A H28C 0.9600 . ?
C29A C34A 1.391(3) . ?
C29A C30A 1.396(3) . ?
C30A C31A 1.385(3) . ?
C30A H30A 0.9300 . ?
C31A C32A 1.378(4) . ?
C31A H31A 0.9300 . ?
C32A C33A 1.380(4) . ?
C32A H32A 0.9300 . ?
C33A C34A 1.387(3) . ?
C33A H33A 0.9300 . ?
C34A H34A 0.9300 . ?
V1B O1B 1.5861(16) . ?
V1B O4B 1.8076(14) . ?
V1B O2B 1.8299(15) . ?
V1B O3B 1.9246(14) . ?
V1B N1B 2.0604(17) . ?
V1B V2B 2.9641(5) . ?
V2B O5B 1.5834(16) . ?
V2B O4B 1.8076(14) . ?
V2B O6B 1.8455(15) . ?
V2B O7B 1.9418(14) . ?
V2B N4B 2.0533(17) . ?
O2B C1B 1.328(2) . ?
O3B C4B 1.322(2) . ?
O6B C18B 1.331(2) . ?
O7B C21B 1.328(2) . ?
N1B C3B 1.320(3) . ?
N1B N2B 1.397(2) . ?
N2B C4B 1.307(3) . ?
N3B C6B 1.362(3) . ?
N3B HN3C 0.868(16) . ?
N3B HN3D 0.867(16) . ?
N4B C20B 1.317(3) . ?
N4B N5B 1.396(2) . ?
N5B C21B 1.299(3) . ?
N6B C23B 1.371(3) . ?
N6B HN6C 0.863(16) . ?
N6B HN6D 0.866(16) . ?
C1B C2B 1.358(3) . ?
C1B C12B 1.480(3) . ?
C2B C3B 1.429(3) . ?
C2B H2B 0.9300 . ?
C3B C11B 1.498(3) . ?
C4B C5B 1.464(3) . ?
C5B C10B 1.407(3) . ?
C5B C6B 1.418(3) . ?
C6B C7B 1.409(3) . ?
C7B C8B 1.379(3) . ?
C7B H7B 0.9300 . ?
C8B C9B 1.388(3) . ?
C8B H8B 0.9300 . ?
C9B C10B 1.378(3) . ?
C9B H9B 0.9300 . ?
C10B H10B 0.9300 . ?
C11B H11D 0.9600 . ?
C11B H11E 0.9600 . ?
C11B H11F 0.9600 . ?
C12B C17B 1.393(3) . ?
C12B C13B 1.397(3) . ?
C13B C14B 1.386(3) . ?
C13B H13B 0.9300 . ?
C14B C15B 1.382(3) . ?
C14B H14B 0.9300 . ?
C15B C16B 1.390(3) . ?
C15B H15B 0.9300 . ?
C16B C17B 1.385(3) . ?
C16B H16B 0.9300 . ?
C17B H17B 0.9300 . ?
C18B C19B 1.357(3) . ?
C18B C29B 1.481(3) . ?
C19B C20B 1.419(3) . ?
C19B H19B 0.9300 . ?
C20B C28B 1.495(3) . ?
C21B C22B 1.471(3) . ?
C22B C27B 1.404(3) . ?
C22B C23B 1.421(3) . ?
C23B C24B 1.409(3) . ?
C24B C25B 1.380(3) . ?
C24B H24B 0.9300 . ?
C25B C26B 1.390(3) . ?
C25B H25B 0.9300 . ?
C26B C27B 1.378(3) . ?
C26B H26B 0.9300 . ?
C27B H27B 0.9300 . ?
C28B H28D 0.9600 . ?
C28B H28E 0.9600 . ?
C28B H28F 0.9600 . ?
C29B C34B 1.392(3) . ?
C29B C30B 1.399(3) . ?
C30B C31B 1.384(3) . ?
C30B H30B 0.9300 . ?
C31B C32B 1.384(3) . ?
C31B H31B 0.9300 . ?
C32B C33B 1.389(3) . ?
C32B H32B 0.9300 . ?
C33B C34B 1.383(3) . ?
C33B H33B 0.9300 . ?
C34B H34B 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1A V1A O4A 106.74(7) . . ?
O1A V1A O2A 103.92(7) . . ?
O4A V1A O2A 98.85(7) . . ?
O1A V1A O3A 103.70(7) . . ?
O4A V1A O3A 88.97(6) . . ?
O2A V1A O3A 147.66(7) . . ?
O1A V1A N1A 100.80(7) . . ?
O4A V1A N1A 150.85(7) . . ?
O2A V1A N1A 83.37(7) . . ?
O3A V1A N1A 75.22(6) . . ?
O1A V1A V2A 131.57(5) . . ?
O4A V1A V2A 33.89(5) . . ?
O2A V1A V2A 108.35(5) . . ?
O3A V1A V2A 63.23(5) . . ?
N1A V1A V2A 117.77(5) . . ?
O5A V2A O4A 108.70(7) . . ?
O5A V2A O6A 104.94(7) . . ?
O4A V2A O6A 97.46(7) . . ?
O5A V2A O7A 104.83(7) . . ?
O4A V2A O7A 87.34(6) . . ?
O6A V2A O7A 146.45(7) . . ?
O5A V2A N4A 101.30(8) . . ?
O4A V2A N4A 148.49(7) . . ?
O6A V2A N4A 83.65(7) . . ?
O7A V2A N4A 75.66(6) . . ?
O5A V2A V1A 134.34(6) . . ?
O4A V2A V1A 33.82(4) . . ?
O6A V2A V1A 105.22(5) . . ?
O7A V2A V1A 62.48(5) . . ?
N4A V2A V1A 115.40(5) . . ?
C1A O2A V1A 129.26(14) . . ?
C4A O3A V1A 118.71(12) . . ?
V1A O4A V2A 112.29(7) . . ?
C18A O6A V2A 131.34(14) . . ?
C21A O7A V2A 118.71(13) . . ?
C3A N1A N2A 116.76(17) . . ?
C3A N1A V1A 126.74(14) . . ?
N2A N1A V1A 116.49(12) . . ?
C4A N2A N1A 109.36(17) . . ?
C6A N3A HN3A 117.1(18) . . ?
C6A N3A HN3B 115.6(18) . . ?
HN3A N3A HN3B 118(3) . . ?
C20A N4A N5A 116.83(17) . . ?
C20A N4A V2A 126.89(14) . . ?
N5A N4A V2A 116.27(12) . . ?
C21A N5A N4A 109.24(17) . . ?
C23A N6A HN6A 118.4(19) . . ?
C23A N6A HN6B 118.7(19) . . ?
HN6A N6A HN6B 113(3) . . ?
O2A C1A C2A 120.42(19) . . ?
O2A C1A C12A 114.42(18) . . ?
C2A C1A C12A 125.08(19) . . ?
C1A C2A C3A 123.80(19) . . ?
C1A C2A H2A 118.1 . . ?
C3A C2A H2A 118.1 . . ?
N1A C3A C2A 120.44(19) . . ?
N1A C3A C11A 120.39(19) . . ?
C2A C3A C11A 119.09(18) . . ?
N2A C4A O3A 120.14(19) . . ?
N2A C4A C5A 122.63(19) . . ?
O3A C4A C5A 117.22(17) . . ?
C10A C5A C6A 118.92(19) . . ?
C10A C5A C4A 118.11(19) . . ?
C6A C5A C4A 122.92(19) . . ?
N3A C6A C5A 122.6(2) . . ?
N3A C6A C7A 119.3(2) . . ?
C5A C6A C7A 117.99(19) . . ?
C8A C7A C6A 121.5(2) . . ?
C8A C7A H7A 119.2 . . ?
C6A C7A H7A 119.2 . . ?
C7A C8A C9A 120.6(2) . . ?
C7A C8A H8A 119.7 . . ?
C9A C8A H8A 119.7 . . ?
C10A C9A C8A 119.3(2) . . ?
C10A C9A H9A 120.4 . . ?
C8A C9A H9A 120.4 . . ?
C9A C10A C5A 121.7(2) . . ?
C9A C10A H10A 119.1 . . ?
C5A C10A H10A 119.1 . . ?
C3A C11A H11A 109.5 . . ?
C3A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
C3A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C13A C12A C17A 119.47(19) . . ?
C13A C12A C1A 120.06(19) . . ?
C17A C12A C1A 120.5(2) . . ?
C14A C13A C12A 120.2(2) . . ?
C14A C13A H13A 119.9 . . ?
C12A C13A H13A 119.9 . . ?
C15A C14A C13A 120.0(2) . . ?
C15A C14A H14A 120.0 . . ?
C13A C14A H14A 120.0 . . ?
C14A C15A C16A 120.0(2) . . ?
C14A C15A H15A 120.0 . . ?
C16A C15A H15A 120.0 . . ?
C17A C16A C15A 120.4(2) . . ?
C17A C16A H16A 119.8 . . ?
C15A C16A H16A 119.8 . . ?
C16A C17A C12A 120.0(2) . . ?
C16A C17A H17A 120.0 . . ?
C12A C17A H17A 120.0 . . ?
O6A C18A C19A 120.80(19) . . ?
O6A C18A C29A 113.66(19) . . ?
C19A C18A C29A 125.41(19) . . ?
C18A C19A C20A 123.38(19) . . ?
C18A C19A H19A 118.3 . . ?
C20A C19A H19A 118.3 . . ?
N4A C20A C19A 121.09(19) . . ?
N4A C20A C28A 119.93(19) . . ?
C19A C20A C28A 118.89(18) . . ?
N5A C21A O7A 120.09(18) . . ?
N5A C21A C22A 123.43(19) . . ?
O7A C21A C22A 116.46(18) . . ?
C27A C22A C23A 119.31(19) . . ?
C27A C22A C21A 117.80(19) . . ?
C23A C22A C21A 122.81(19) . . ?
N6A C23A C22A 122.76(19) . . ?
N6A C23A C24A 119.6(2) . . ?
C22A C23A C24A 117.6(2) . . ?
C25A C24A C23A 121.6(2) . . ?
C25A C24A H24A 119.2 . . ?
C23A C24A H24A 119.2 . . ?
C24A C25A C26A 120.6(2) . . ?
C24A C25A H25A 119.7 . . ?
C26A C25A H25A 119.7 . . ?
C27A C26A C25A 118.9(2) . . ?
C27A C26A H26A 120.5 . . ?
C25A C26A H26A 120.5 . . ?
C26A C27A C22A 121.8(2) . . ?
C26A C27A H27A 119.1 . . ?
C22A C27A H27A 119.1 . . ?
C20A C28A H28A 109.5 . . ?
C20A C28A H28B 109.5 . . ?
H28A C28A H28B 109.5 . . ?
C20A C28A H28C 109.5 . . ?
H28A C28A H28C 109.5 . . ?
H28B C28A H28C 109.5 . . ?
C34A C29A C30A 119.2(2) . . ?
C34A C29A C18A 119.37(19) . . ?
C30A C29A C18A 121.5(2) . . ?
C31A C30A C29A 119.5(2) . . ?
C31A C30A H30A 120.2 . . ?
C29A C30A H30A 120.2 . . ?
C32A C31A C30A 121.0(2) . . ?
C32A C31A H31A 119.5 . . ?
C30A C31A H31A 119.5 . . ?
C31A C32A C33A 119.8(2) . . ?
C31A C32A H32A 120.1 . . ?
C33A C32A H32A 120.1 . . ?
C32A C33A C34A 119.9(2) . . ?
C32A C33A H33A 120.0 . . ?
C34A C33A H33A 120.0 . . ?
C33A C34A C29A 120.5(2) . . ?
C33A C34A H34A 119.7 . . ?
C29A C34A H34A 119.7 . . ?
O1B V1B O4B 108.84(7) . . ?
O1B V1B O2B 103.50(8) . . ?
O4B V1B O2B 98.83(7) . . ?
O1B V1B O3B 102.33(8) . . ?
O4B V1B O3B 87.23(6) . . ?
O2B V1B O3B 149.84(7) . . ?
O1B V1B N1B 101.78(7) . . ?
O4B V1B N1B 147.49(7) . . ?
O2B V1B N1B 84.11(7) . . ?
O3B V1B N1B 75.60(6) . . ?
O1B V1B V2B 135.75(6) . . ?
O4B V1B V2B 34.92(4) . . ?
O2B V1B V2B 106.32(5) . . ?
O3B V1B V2B 63.37(4) . . ?
N1B V1B V2B 113.06(5) . . ?
O5B V2B O4B 108.60(7) . . ?
O5B V2B O6B 102.69(8) . . ?
O4B V2B O6B 98.61(7) . . ?
O5B V2B O7B 101.60(7) . . ?
O4B V2B O7B 87.52(6) . . ?
O6B V2B O7B 151.49(7) . . ?
O5B V2B N4B 105.10(8) . . ?
O4B V2B N4B 144.56(7) . . ?
O6B V2B N4B 84.24(7) . . ?
O7B V2B N4B 75.18(6) . . ?
O5B V2B V1B 132.14(6) . . ?
O4B V2B V1B 34.92(4) . . ?
O6B V2B V1B 110.92(5) . . ?
O7B V2B V1B 60.73(4) . . ?
N4B V2B V1B 111.15(5) . . ?
C1B O2B V1B 131.53(14) . . ?
C4B O3B V1B 118.57(12) . . ?
V1B O4B V2B 110.15(7) . . ?
C18B O6B V2B 131.06(14) . . ?
C21B O7B V2B 118.45(12) . . ?
C3B N1B N2B 116.42(17) . . ?
C3B N1B V1B 127.36(14) . . ?
N2B N1B V1B 116.10(12) . . ?
C4B N2B N1B 109.43(16) . . ?
C6B N3B HN3C 118.1(16) . . ?
C6B N3B HN3D 120.7(17) . . ?
HN3C N3B HN3D 121(2) . . ?
C20B N4B N5B 115.30(17) . . ?
C20B N4B V2B 127.94(14) . . ?
N5B N4B V2B 116.67(12) . . ?
C21B N5B N4B 109.87(16) . . ?
C23B N6B HN6C 117.5(16) . . ?
C23B N6B HN6D 115.1(17) . . ?
HN6C N6B HN6D 115(2) . . ?
O2B C1B C2B 120.04(19) . . ?
O2B C1B C12B 113.96(18) . . ?
C2B C1B C12B 125.90(19) . . ?
C1B C2B C3B 123.84(19) . . ?
C1B C2B H2B 118.1 . . ?
C3B C2B H2B 118.1 . . ?
N1B C3B C2B 120.77(18) . . ?
N1B C3B C11B 120.33(19) . . ?
C2B C3B C11B 118.85(18) . . ?
N2B C4B O3B 120.26(19) . . ?
N2B C4B C5B 122.69(19) . . ?
O3B C4B C5B 117.05(17) . . ?
C10B C5B C6B 118.95(19) . . ?
C10B C5B C4B 118.29(19) . . ?
C6B C5B C4B 122.76(18) . . ?
N3B C6B C7B 119.7(2) . . ?
N3B C6B C5B 122.3(2) . . ?
C7B C6B C5B 118.01(19) . . ?
C8B C7B C6B 121.4(2) . . ?
C8B C7B H7B 119.3 . . ?
C6B C7B H7B 119.3 . . ?
C7B C8B C9B 120.8(2) . . ?
C7B C8B H8B 119.6 . . ?
C9B C8B H8B 119.6 . . ?
C10B C9B C8B 119.0(2) . . ?
C10B C9B H9B 120.5 . . ?
C8B C9B H9B 120.5 . . ?
C9B C10B C5B 121.9(2) . . ?
C9B C10B H10B 119.0 . . ?
C5B C10B H10B 119.0 . . ?
C3B C11B H11D 109.5 . . ?
C3B C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
C3B C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C17B C12B C13B 119.47(19) . . ?
C17B C12B C1B 119.37(19) . . ?
C13B C12B C1B 121.15(19) . . ?
C14B C13B C12B 119.7(2) . . ?
C14B C13B H13B 120.2 . . ?
C12B C13B H13B 120.2 . . ?
C15B C14B C13B 120.6(2) . . ?
C15B C14B H14B 119.7 . . ?
C13B C14B H14B 119.7 . . ?
C14B C15B C16B 119.9(2) . . ?
C14B C15B H15B 120.0 . . ?
C16B C15B H15B 120.0 . . ?
C17B C16B C15B 119.8(2) . . ?
C17B C16B H16B 120.1 . . ?
C15B C16B H16B 120.1 . . ?
C16B C17B C12B 120.4(2) . . ?
C16B C17B H17B 119.8 . . ?
C12B C17B H17B 119.8 . . ?
O6B C18B C19B 120.53(19) . . ?
O6B C18B C29B 115.77(18) . . ?
C19B C18B C29B 123.54(19) . . ?
C18B C19B C20B 123.86(19) . . ?
C18B C19B H19B 118.1 . . ?
C20B C19B H19B 118.1 . . ?
N4B C20B C19B 121.02(19) . . ?
N4B C20B C28B 119.66(19) . . ?
C19B C20B C28B 119.29(19) . . ?
N5B C21B O7B 119.74(18) . . ?
N5B C21B C22B 121.67(18) . . ?
O7B C21B C22B 118.60(18) . . ?
C27B C22B C23B 119.17(18) . . ?
C27B C22B C21B 118.40(18) . . ?
C23B C22B C21B 122.43(19) . . ?
N6B C23B C24B 119.17(19) . . ?
N6B C23B C22B 123.22(19) . . ?
C24B C23B C22B 117.60(19) . . ?
C25B C24B C23B 121.7(2) . . ?
C25B C24B H24B 119.1 . . ?
C23B C24B H24B 119.1 . . ?
C24B C25B C26B 120.50(19) . . ?
C24B C25B H25B 119.8 . . ?
C26B C25B H25B 119.8 . . ?
C27B C26B C25B 119.0(2) . . ?
C27B C26B H26B 120.5 . . ?
C25B C26B H26B 120.5 . . ?
C26B C27B C22B 122.0(2) . . ?
C26B C27B H27B 119.0 . . ?
C22B C27B H27B 119.0 . . ?
C20B C28B H28D 109.5 . . ?
C20B C28B H28E 109.5 . . ?
H28D C28B H28E 109.5 . . ?
C20B C28B H28F 109.5 . . ?
H28D C28B H28F 109.5 . . ?
H28E C28B H28F 109.5 . . ?
C34B C29B C30B 119.15(19) . . ?
C34B C29B C18B 120.67(19) . . ?
C30B C29B C18B 120.2(2) . . ?
C31B C30B C29B 120.0(2) . . ?
C31B C30B H30B 120.0 . . ?
C29B C30B H30B 120.0 . . ?
C32B C31B C30B 120.5(2) . . ?
C32B C31B H31B 119.7 . . ?
C30B C31B H31B 119.7 . . ?
C31B C32B C33B 119.6(2) . . ?
C31B C32B H32B 120.2 . . ?
C33B C32B H32B 120.2 . . ?
C34B C33B C32B 120.2(2) . . ?
C34B C33B H33B 119.9 . . ?
C32B C33B H33B 119.9 . . ?
C33B C34B C29B 120.4(2) . . ?
C33B C34B H34B 119.8 . . ?
C29B C34B H34B 119.8 . . ?

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
N3A HN3A N2A 0.859(17) 2.09(2) 2.721(3) 130(2) .
N3B HN3D N2B 0.867(16) 2.08(2) 2.723(2) 130(2) .
N6A HN6A N5A 0.858(17) 2.10(2) 2.743(3) 131(2) .
N6B HN6D N5B 0.866(16) 2.06(2) 2.722(2) 132(2) .
N3A HN3B O5A 0.854(17) 2.53(2) 3.281(2) 147(2) 4_575
N6A HN6B O4A 0.854(17) 2.535(19) 3.358(3) 162(3) 4_575
N3B HN3C O5B 0.868(16) 2.277(18) 3.124(2) 165(2) 4_565
N6B HN6C O4B 0.863(16) 2.293(17) 3.152(2) 173(2) 4_565




_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.438 0.601 0.770 19.5 0.0 ?
2 0.438 0.899 0.270 19.5 0.0 ?
3 0.562 0.101 0.730 19.5 0.0 ?
4 0.562 0.399 0.230 19.5 0.0 ?

####################################################################### 
# 
# 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_H2L2
_database_code_depnum_ccdc_archive 'CCDC 1480688'
_audit_update_record             
;
2017-01-25 deposited with the CCDC.
2017-07-14 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H17 N3 O2'
_chemical_formula_weight         295.34

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Pn

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

_cell_length_a                   9.947(2)
_cell_length_b                   7.6029(14)
_cell_length_c                   10.880(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.24(3)
_cell_angle_gamma                90.00
_cell_volume                     738.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4552
_cell_measurement_theta_min      3.40
_cell_measurement_theta_max      30.00

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             312
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   none


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffaction X-Calibor System'
_diffrn_measurement_method       '321 frames, counting time 10 s.'
_diffrn_standards_interval_count n/a
_diffrn_standards_interval_time  n/a
_diffrn_standards_decay_%        n/a
_diffrn_reflns_number            4552
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_sigmaI/netI    0.0542
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.40
_diffrn_reflns_theta_max         29.98
_reflns_number_total             2444
_reflns_number_gt                2103
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Crysalis, Oxford Diffraction'
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    PLATON(Spek,2004)
_computing_publication_material  'SHELXL, PLATON, WINGX (Ferrugia, 2012)'


_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0438P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.4(14)
_refine_ls_number_reflns         2444
_refine_ls_number_parameters     212
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.0964
_refine_ls_wR_factor_gt          0.0903
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C15 C 0.9439(3) -0.1559(3) 0.1592(2) 0.0241(5) Uani 1 1 d . . .
H15 H 0.8947 -0.1292 0.0663 0.029 Uiso 1 1 calc R . .
C14 C 1.0975(3) -0.1808(3) 0.2217(2) 0.0243(5) Uani 1 1 d . . .
H14 H 1.1514 -0.1701 0.1707 0.029 Uiso 1 1 calc R . .
C13 C 1.1712(3) -0.2216(3) 0.3596(2) 0.0207(5) Uani 1 1 d . . .
H13 H 1.2743 -0.2395 0.4009 0.025 Uiso 1 1 calc R . .
C1 C 1.1634(3) -0.2817(3) 0.5870(2) 0.0159(5) Uani 1 1 d . . .
C12 C 1.0909(3) -0.2361(3) 0.4373(2) 0.0161(4) Uani 1 1 d . . .
C17 C 0.9367(3) -0.2105(3) 0.3737(2) 0.0203(5) Uani 1 1 d . . .
H17 H 0.8823 -0.2201 0.4244 0.024 Uiso 1 1 calc R . .
C2 C 1.3204(3) -0.2700(3) 0.6640(2) 0.0177(5) Uani 1 1 d . . .
H2 H 1.3772 -0.2398 0.6184 0.021 Uiso 1 1 calc R . .
C16 C 0.8632(3) -0.1705(3) 0.2350(2) 0.0228(5) Uani 1 1 d . . .
H16 H 0.7600 -0.1536 0.1930 0.027 Uiso 1 1 calc R . .
C3 C 1.3947(3) -0.3009(3) 0.8038(2) 0.0170(5) Uani 1 1 d . . .
C11 C 1.5585(3) -0.2685(3) 0.8809(2) 0.0240(5) Uani 1 1 d . . .
H11C H 1.6074 -0.3737 0.9287 0.036 Uiso 1 1 calc R . .
H11A H 1.5760 -0.1753 0.9457 0.036 Uiso 1 1 calc R . .
H11B H 1.5981 -0.2357 0.8181 0.036 Uiso 1 1 calc R . .
C4 C 1.3954(2) -0.2533(3) 1.1002(2) 0.0150(4) Uani 1 1 d . . .
C5 C 1.4607(2) -0.3036(3) 1.2475(2) 0.0154(4) Uani 1 1 d . . .
C10 C 1.4400(3) -0.4742(3) 1.2849(2) 0.0175(4) Uani 1 1 d . . .
H10 H 1.3859 -0.5552 1.2168 0.021 Uiso 1 1 calc R . .
C9 C 1.4984(3) -0.5246(3) 1.4206(2) 0.0206(5) Uani 1 1 d . . .
H9 H 1.4835 -0.6380 1.4442 0.025 Uiso 1 1 calc R . .
C8 C 1.5800(3) -0.4024(3) 1.5214(2) 0.0213(5) Uani 1 1 d . . .
H8 H 1.6195 -0.4350 1.6131 0.026 Uiso 1 1 calc R . .
C7 C 1.6032(3) -0.2344(3) 1.4878(2) 0.0216(5) Uani 1 1 d . . .
H7 H 1.6607 -0.1566 1.5571 0.026 Uiso 1 1 calc R . .
C6 C 1.5413(2) -0.1778(3) 1.3499(2) 0.0182(5) Uani 1 1 d . . .
N1 N 1.3205(2) -0.3576(3) 0.87358(17) 0.0181(4) Uani 1 1 d D . .
N2 N 1.3910(2) -0.3848(3) 1.01431(17) 0.0175(4) Uani 1 1 d D . .
O2 O 1.07931(18) -0.3273(2) 0.64039(15) 0.0209(4) Uani 1 1 d . . .
O3 O 1.3485(2) -0.1039(2) 1.05826(16) 0.0236(4) Uani 1 1 d . . .
N3 N 1.5615(3) -0.0075(3) 1.3220(2) 0.0263(5) Uani 1 1 d D . .
H1 H 1.224(2) -0.372(4) 0.833(3) 0.032 Uiso 1 1 d D . .
HN2 H 1.433(3) -0.489(3) 1.041(3) 0.032 Uiso 1 1 d D . .
H3B H 1.636(3) 0.049(3) 1.383(2) 0.032 Uiso 1 1 d D . .
H3A H 1.523(3) 0.030(4) 1.2388(19) 0.032 Uiso 1 1 d D . .


_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
C15 C14 1.383(4) . ?
C15 C16 1.386(4) . ?
C15 H15 0.9300 . ?
C14 C13 1.384(3) . ?
C14 H14 0.9300 . ?
C13 C12 1.400(3) . ?
C13 H13 0.9300 . ?
C1 O2 1.260(3) . ?
C1 C2 1.411(3) . ?
C1 C12 1.501(3) . ?
C12 C17 1.390(3) . ?
C17 C16 1.389(3) . ?
C17 H17 0.9300 . ?
C2 C3 1.386(3) . ?
C2 H2 0.9300 . ?
C16 H16 0.9300 . ?
C3 N1 1.342(3) . ?
C3 C11 1.488(3) . ?
C11 H11C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C4 O3 1.236(3) . ?
C4 N2 1.356(3) . ?
C4 C5 1.489(3) . ?
C5 C10 1.401(3) . ?
C5 C6 1.417(3) . ?
C10 C9 1.381(3) . ?
C10 H10 0.9300 . ?
C9 C8 1.391(3) . ?
C9 H9 0.9300 . ?
C8 C7 1.376(4) . ?
C8 H8 0.9300 . ?
C7 C6 1.413(3) . ?
C7 H7 0.9300 . ?
C6 N3 1.366(3) . ?
N1 N2 1.389(2) . ?
N1 H1 0.866(18) . ?
N2 HN2 0.884(17) . ?
N3 H3B 0.857(17) . ?
N3 H3A 0.861(17) . ?

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
C14 C15 C16 120.1(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C14 C13 120.3(2) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C13 C12 120.1(2) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
O2 C1 C2 121.99(18) . . ?
O2 C1 C12 117.71(19) . . ?
C2 C1 C12 120.29(19) . . ?
C17 C12 C13 119.15(19) . . ?
C17 C12 C1 117.89(19) . . ?
C13 C12 C1 123.0(2) . . ?
C16 C17 C12 120.4(2) . . ?
C16 C17 H17 119.8 . . ?
C12 C17 H17 119.8 . . ?
C3 C2 C1 123.6(2) . . ?
C3 C2 H2 118.2 . . ?
C1 C2 H2 118.2 . . ?
C15 C16 C17 119.9(2) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
N1 C3 C2 121.1(2) . . ?
N1 C3 C11 118.25(19) . . ?
C2 C3 C11 120.7(2) . . ?
C3 C11 H11C 109.5 . . ?
C3 C11 H11A 109.5 . . ?
H11C C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
H11C C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O3 C4 N2 122.13(19) . . ?
O3 C4 C5 123.2(2) . . ?
N2 C4 C5 114.71(18) . . ?
C10 C5 C6 120.08(18) . . ?
C10 C5 C4 119.98(19) . . ?
C6 C5 C4 119.93(19) . . ?
C9 C10 C5 121.4(2) . . ?
C9 C10 H10 119.3 . . ?
C5 C10 H10 119.3 . . ?
C10 C9 C8 118.7(2) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C7 C8 C9 121.2(2) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C8 C7 C6 121.3(2) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
N3 C6 C7 119.2(2) . . ?
N3 C6 C5 123.56(19) . . ?
C7 C6 C5 117.3(2) . . ?
C3 N1 N2 122.38(19) . . ?
C3 N1 H1 120.9(19) . . ?
N2 N1 H1 116.6(19) . . ?
C4 N2 N1 119.73(18) . . ?
C4 N2 HN2 124.7(18) . . ?
N1 N2 HN2 115.5(18) . . ?
C6 N3 H3B 117.5(19) . . ?
C6 N3 H3A 120.6(19) . . ?
H3B N3 H3A 119(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 C15 C14 C13 0.4(4) . . . . ?
C15 C14 C13 C12 -0.7(4) . . . . ?
C14 C13 C12 C17 0.5(3) . . . . ?
C14 C13 C12 C1 179.4(2) . . . . ?
O2 C1 C12 C17 13.4(3) . . . . ?
C2 C1 C12 C17 -165.5(2) . . . . ?
O2 C1 C12 C13 -165.5(2) . . . . ?
C2 C1 C12 C13 15.6(3) . . . . ?
C13 C12 C17 C16 -0.1(3) . . . . ?
C1 C12 C17 C16 -179.1(2) . . . . ?
O2 C1 C2 C3 -2.3(3) . . . . ?
C12 C1 C2 C3 176.5(2) . . . . ?
C14 C15 C16 C17 -0.1(4) . . . . ?
C12 C17 C16 C15 -0.1(4) . . . . ?
C1 C2 C3 N1 5.0(4) . . . . ?
C1 C2 C3 C11 -173.7(2) . . . . ?
O3 C4 C5 C10 146.5(2) . . . . ?
N2 C4 C5 C10 -33.5(3) . . . . ?
O3 C4 C5 C6 -32.4(3) . . . . ?
N2 C4 C5 C6 147.7(2) . . . . ?
C6 C5 C10 C9 -0.8(3) . . . . ?
C4 C5 C10 C9 -179.6(2) . . . . ?
C5 C10 C9 C8 -0.4(3) . . . . ?
C10 C9 C8 C7 -0.2(4) . . . . ?
C9 C8 C7 C6 2.0(4) . . . . ?
C8 C7 C6 N3 177.0(2) . . . . ?
C8 C7 C6 C5 -3.0(3) . . . . ?
C10 C5 C6 N3 -177.6(2) . . . . ?
C4 C5 C6 N3 1.3(3) . . . . ?
C10 C5 C6 C7 2.4(3) . . . . ?
C4 C5 C6 C7 -178.7(2) . . . . ?
C2 C3 N1 N2 -178.1(2) . . . . ?
C11 C3 N1 N2 0.7(3) . . . . ?
O3 C4 N2 N1 -5.6(3) . . . . ?
C5 C4 N2 N1 174.33(19) . . . . ?
C3 N1 N2 C4 92.3(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O2 0.866(18) 1.98(2) 2.620(3) 130(2) .
N2 HN2 O2 0.884(17) 1.959(19) 2.812(3) 162(3) 2_545
N3 H3A O3 0.861(17) 2.21(2) 2.808(3) 126(2) .
N3 H3B O3 0.857(17) 2.173(19) 2.997(3) 161(3) 2

_diffrn_measured_fraction_theta_max 0.977
_diffrn_reflns_theta_full        29.98
_diffrn_measured_fraction_theta_full 0.977
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.048
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1480691'
_audit_update_record             
;
2017-01-25 deposited with the CCDC.
2017-07-14 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H18 N3 O4 V'
_chemical_formula_weight         391.29

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Cc

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

_cell_length_a                   18.773(7)
_cell_length_b                   11.663(5)
_cell_length_c                   7.923(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.88(1)
_cell_angle_gamma                90.00
_cell_volume                     1734.5(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4919
_cell_measurement_theta_min      3.28
_cell_measurement_theta_max      29.99

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808
_exptl_absorpt_coefficient_mu    0.601
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ABSPACK, Oxford Diffraction Ltd'
_exptl_absorpt_correction_T_min  0.941
_exptl_absorpt_correction_T_max  1.000

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_standards_number         n/a
_diffrn_measurement_device       'Oxford Diffaction X-Calibur System'
_diffrn_measurement_method       '321 frames, counting time 10 s.'
_diffrn_standards_interval_count n/a
_diffrn_standards_interval_time  n/a
_diffrn_standards_decay_%        n/a

_diffrn_reflns_number            4919
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_av_sigmaI/netI    0.0822
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.28
_diffrn_reflns_theta_max         29.99
_reflns_number_total             2528
_reflns_number_gt                1772
_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       'Crysalis, Oxford Diffraction'
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    PLATON(Spek,2004)



_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.

 the crystal was twinned. TWIN was used -1 0 0 0 1 0 0 0 1
 with BASF refining to 0.32(1).
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1062P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.11(8)
_refine_ls_number_reflns         2528
_refine_ls_number_parameters     244
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.1056
_refine_ls_R_factor_gt           0.0761
_refine_ls_wR_factor_ref         0.2053
_refine_ls_wR_factor_gt          0.1796
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
V V -0.00048(17) 0.75346(11) -0.0013(3) 0.0334(3) Uani 1 1 d . . .
N1 N 0.0226(4) 0.5824(6) -0.0094(14) 0.0434(19) Uani 1 1 d . . .
N2 N 0.0958(5) 0.5551(9) -0.0012(15) 0.048(3) Uani 1 1 d . . .
N3 N 0.2229(6) 0.4632(10) -0.0685(18) 0.072(4) Uani 1 1 d D . .
O1 O -0.0015(7) 0.7744(5) -0.1971(8) 0.0474(16) Uani 1 1 d . . .
O2 O -0.0927(5) 0.7124(13) 0.0707(10) 0.066(3) Uani 1 1 d . . .
O3 O 0.0944(5) 0.7343(11) 0.0628(13) 0.063(3) Uani 1 1 d . . .
O4 O -0.0031(6) 0.8909(6) 0.0925(9) 0.0546(18) Uani 1 1 d . . .
H31 H 0.180(3) 0.448(14) -0.039(19) 0.065 Uiso 1 1 d D . .
H32 H 0.251(6) 0.405(8) -0.077(18) 0.065 Uiso 1 1 d D . .
C1 C -0.1286(6) 0.6149(13) 0.0243(18) 0.049(3) Uani 1 1 d . . .
C2 C -0.0932(6) 0.5173(15) -0.0318(19) 0.061(4) Uani 1 1 d . . .
H2 H -0.1221 0.4582 -0.0722 0.073 Uiso 1 1 calc R . .
C3 C -0.0193(6) 0.4968(11) -0.0351(14) 0.050(3) Uani 1 1 d . . .
C4 C 0.1288(6) 0.6434(15) 0.0358(15) 0.054(4) Uani 1 1 d . . .
C5 C 0.2083(6) 0.6417(13) 0.0513(17) 0.049(3) Uani 1 1 d . . .
C6 C 0.2518(8) 0.5513(12) 0.001(2) 0.056(4) Uani 1 1 d . . .
C7 C 0.3263(6) 0.5591(14) 0.014(2) 0.057(4) Uani 1 1 d . . .
H7 H 0.3556 0.5031 -0.0311 0.068 Uiso 1 1 calc R . .
C8 C 0.3548(6) 0.6545(13) 0.0985(17) 0.050(3) Uani 1 1 d . . .
H8 H 0.4036 0.6572 0.1204 0.060 Uiso 1 1 calc R . .
C9 C 0.3124(7) 0.7456(10) 0.1504(17) 0.040(3) Uani 1 1 d U . .
H9 H 0.3340 0.8092 0.1999 0.048 Uiso 1 1 calc R . .
C10 C 0.2398(6) 0.7440(10) 0.1307(14) 0.036(3) Uani 1 1 d . . .
H10 H 0.2117 0.8049 0.1660 0.043 Uiso 1 1 calc R . .
C11 C 0.0091(6) 0.3791(8) -0.0620(12) 0.042(2) Uani 1 1 d . . .
H11A H -0.0268 0.3328 -0.1162 0.063 Uiso 1 1 calc R . .
H11B H 0.0221 0.3458 0.0449 0.063 Uiso 1 1 calc R . .
H11C H 0.0503 0.3829 -0.1321 0.063 Uiso 1 1 calc R . .
C12 C -0.2069(6) 0.6253(16) 0.0500(17) 0.056(4) Uani 1 1 d . . .
C13 C -0.2358(7) 0.7121(16) 0.128(2) 0.060(4) Uani 1 1 d . . .
H13 H -0.2054 0.7684 0.1711 0.073 Uiso 1 1 calc R . .
C14 C -0.3098(8) 0.7264(19) 0.153(2) 0.072(5) Uani 1 1 d . . .
H14 H -0.3280 0.7897 0.2093 0.086 Uiso 1 1 calc R . .
C15 C -0.3537(7) 0.6405(17) 0.0889(18) 0.062(4) Uani 1 1 d . . .
H15 H -0.4030 0.6463 0.0971 0.074 Uiso 1 1 calc R . .
C16 C -0.3247(7) 0.5509(15) 0.016(2) 0.059(4) Uani 1 1 d . . .
H16 H -0.3543 0.4914 -0.0189 0.071 Uiso 1 1 calc R . .
C17 C -0.2497(6) 0.5405(12) -0.0106(17) 0.047(4) Uani 1 1 d . . .
H17 H -0.2310 0.4780 -0.0677 0.057 Uiso 1 1 calc R . .
C18 C 0.0000(9) 0.9259(8) 0.2582(13) 0.059(3) Uani 1 1 d . . .
H18A H 0.0466 0.9110 0.3043 0.089 Uiso 1 1 calc R . .
H18B H -0.0348 0.8846 0.3218 0.089 Uiso 1 1 calc R . .
H18C H -0.0099 1.0066 0.2643 0.089 Uiso 1 1 calc R . .


_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
V O1 1.571(7) . ?
V O4 1.768(7) . ?
V O3 1.858(9) . ?
V O2 1.893(11) . ?
V N1 2.043(8) . ?
N1 C3 1.285(13) . ?
N1 N2 1.410(12) . ?
N2 C4 1.235(18) . ?
N3 C6 1.283(17) . ?
N3 H31 0.87(2) . ?
N3 H32 0.86(2) . ?
O2 C1 1.369(19) . ?
O3 C4 1.26(2) . ?
O4 C18 1.375(11) . ?
C1 C2 1.39(2) . ?
C1 C12 1.492(17) . ?
C2 C3 1.410(14) . ?
C2 H2 0.9300 . ?
C3 C11 1.488(16) . ?
C4 C5 1.495(17) . ?
C5 C6 1.40(2) . ?
C5 C10 1.469(18) . ?
C6 C7 1.405(18) . ?
C7 C8 1.40(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.393(19) . ?
C8 H8 0.9300 . ?
C9 C10 1.370(17) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.31(2) . ?
C12 C17 1.36(2) . ?
C13 C14 1.42(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.39(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.31(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.434(17) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 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
O1 V O4 105.9(3) . . ?
O1 V O3 106.6(6) . . ?
O4 V O3 91.5(5) . . ?
O1 V O2 109.9(5) . . ?
O4 V O2 94.1(6) . . ?
O3 V O2 139.9(4) . . ?
O1 V N1 96.9(4) . . ?
O4 V N1 155.0(4) . . ?
O3 V N1 71.8(4) . . ?
O2 V N1 87.6(5) . . ?
C3 N1 N2 115.1(9) . . ?
C3 N1 V 129.3(7) . . ?
N2 N1 V 115.2(6) . . ?
C4 N2 N1 107.9(10) . . ?
C6 N3 H31 116(10) . . ?
C6 N3 H32 115(10) . . ?
H31 N3 H32 115(10) . . ?
C1 O2 V 125.3(9) . . ?
C4 O3 V 123.0(10) . . ?
C18 O4 V 132.0(6) . . ?
O2 C1 C2 121.9(11) . . ?
O2 C1 C12 112.2(13) . . ?
C2 C1 C12 125.8(14) . . ?
C1 C2 C3 128.2(15) . . ?
C1 C2 H2 115.9 . . ?
C3 C2 H2 115.9 . . ?
N1 C3 C2 117.8(12) . . ?
N1 C3 C11 121.3(10) . . ?
C2 C3 C11 120.9(11) . . ?
N2 C4 O3 119.0(11) . . ?
N2 C4 C5 120.4(14) . . ?
O3 C4 C5 120.6(14) . . ?
C6 C5 C10 120.1(11) . . ?
C6 C5 C4 125.0(13) . . ?
C10 C5 C4 114.8(13) . . ?
N3 C6 C5 118.8(13) . . ?
N3 C6 C7 119.9(14) . . ?
C5 C6 C7 121.1(13) . . ?
C8 C7 C6 117.4(13) . . ?
C8 C7 H7 121.3 . . ?
C6 C7 H7 121.3 . . ?
C9 C8 C7 122.1(11) . . ?
C9 C8 H8 118.9 . . ?
C7 C8 H8 118.9 . . ?
C10 C9 C8 121.9(11) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C9 C10 C5 116.9(11) . . ?
C9 C10 H10 121.5 . . ?
C5 C10 H10 121.5 . . ?
C3 C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C17 119.0(13) . . ?
C13 C12 C1 122.9(15) . . ?
C17 C12 C1 118.1(15) . . ?
C12 C13 C14 124.8(15) . . ?
C12 C13 H13 117.6 . . ?
C14 C13 H13 117.6 . . ?
C15 C14 C13 116.3(16) . . ?
C15 C14 H14 121.9 . . ?
C13 C14 H14 121.9 . . ?
C16 C15 C14 119.0(14) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C15 C16 C17 123.2(14) . . ?
C15 C16 H16 118.4 . . ?
C17 C16 H16 118.4 . . ?
C12 C17 C16 117.6(14) . . ?
C12 C17 H17 121.2 . . ?
C16 C17 H17 121.2 . . ?
O4 C18 H18A 109.5 . . ?
O4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H31 N2 0.87(2) 2.04(12) 2.677(15) 130(14) .

_diffrn_measured_fraction_theta_max 0.948
_diffrn_reflns_theta_full        29.99
_diffrn_measured_fraction_theta_full 0.948
_refine_diff_density_max         1.143
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.102


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

data_2
_database_code_depnum_ccdc_archive 'CCDC 1480689'
_audit_update_record             
;
2017-01-25 deposited with the CCDC.
2017-07-14 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H30 N6 O4 V'
_chemical_formula_sum            'C34 H30 N6 O4 V'
_chemical_formula_weight         637.58

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

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

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

_cell_length_a                   27.4802(12)
_cell_length_b                   10.0832(4)
_cell_length_c                   23.3528(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.094(5)
_cell_angle_gamma                90.00
_cell_volume                     6037.2(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13263
_cell_measurement_theta_min      2.9237
_cell_measurement_theta_max      25.0269

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2648
_exptl_absorpt_coefficient_mu    0.379
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.905
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 15.9160
_diffrn_reflns_number            13263
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0325
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5301
_reflns_number_gt                4770
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0492P)²+16.2512P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5301
_refine_ls_number_parameters     420
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1144
_refine_ls_wR_factor_gt          0.1101
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
V V 0.877468(13) 0.75244(3) 0.859077(17) 0.01321(12) Uani 1 1 d . . .
N1 N 0.95084(8) 0.7120(2) 0.86109(9) 0.0245(5) Uani 1 1 d . . .
N2 N 0.97372(8) 0.59172(19) 0.88703(9) 0.0215(4) Uani 1 1 d . . .
N3 N 1.03766(9) 0.3823(2) 0.93279(12) 0.0330(5) Uani 1 1 d D . .
H3A H 1.0685(8) 0.340(3) 0.9458(14) 0.040 Uiso 1 1 d D . .
H3B H 1.0344(12) 0.468(2) 0.9179(13) 0.040 Uiso 1 1 d D . .
N4 N 0.80688(7) 0.65744(18) 0.82855(9) 0.0173(4) Uani 1 1 d . . .
N5 N 0.78642(7) 0.62509(19) 0.76677(9) 0.0182(4) Uani 1 1 d . . .
N6 N 0.73377(9) 0.5061(2) 0.65922(11) 0.0318(5) Uani 1 1 d D . .
H61 H 0.7087(9) 0.461(3) 0.6342(12) 0.038 Uiso 1 1 d D . .
H62 H 0.7365(12) 0.516(3) 0.6968(9) 0.038 Uiso 1 1 d D . .
O1 O 0.89808(7) 0.93504(16) 0.85928(7) 0.0231(4) Uani 1 1 d . . .
O2 O 0.90071(6) 0.60193(15) 0.91030(7) 0.0203(4) Uani 1 1 d . . .
O3 O 0.85254(6) 0.81897(15) 0.92106(7) 0.0168(3) Uani 1 1 d . . .
O4 O 0.85475(6) 0.75747(14) 0.77134(7) 0.0163(3) Uani 1 1 d . . .
C1 C 0.92661(9) 0.9867(2) 0.83148(10) 0.0204(5) Uani 1 1 d . . .
C2 C 0.96428(9) 0.9143(2) 0.81898(12) 0.0251(5) Uani 1 1 d . . .
H2 H 0.9815 0.9564 0.7963 0.030 Uiso 1 1 calc R . .
C3 C 0.97903(9) 0.7832(3) 0.83720(11) 0.0250(5) Uani 1 1 d . . .
C4 C 0.94288(8) 0.5375(2) 0.91190(10) 0.0169(5) Uani 1 1 d . . .
C5 C 0.95231(9) 0.4068(2) 0.94114(10) 0.0178(5) Uani 1 1 d . . .
C6 C 0.99908(9) 0.3356(2) 0.95224(11) 0.0209(5) Uani 1 1 d . . .
C7 C 1.00494(10) 0.2133(2) 0.98242(12) 0.0265(6) Uani 1 1 d . . .
H7 H 1.0360 0.1666 0.9914 0.032 Uiso 1 1 calc R . .
C8 C 0.96599(11) 0.1608(2) 0.99906(12) 0.0290(6) Uani 1 1 d . . .
H8 H 0.9707 0.0789 1.0186 0.035 Uiso 1 1 calc R . .
C9 C 0.91954(11) 0.2288(2) 0.98695(13) 0.0306(6) Uani 1 1 d . . .
H9 H 0.8930 0.1927 0.9979 0.037 Uiso 1 1 calc R . .
C10 C 0.91322(10) 0.3510(2) 0.95842(12) 0.0242(5) Uani 1 1 d . . .
H10 H 0.8822 0.3972 0.9506 0.029 Uiso 1 1 calc R . .
C11 C 1.02816(10) 0.7274(3) 0.83369(13) 0.0280(6) Uani 1 1 d . . .
H11A H 1.0537 0.7190 0.8743 0.042 Uiso 1 1 calc R . .
H11B H 1.0412 0.7855 0.8100 0.042 Uiso 1 1 calc R . .
H11C H 1.0212 0.6417 0.8145 0.042 Uiso 1 1 calc R . .
C12 C 0.91719(9) 1.1288(2) 0.81425(10) 0.0176(5) Uani 1 1 d . . .
C13 C 0.86887(9) 1.1845(2) 0.80638(11) 0.0234(5) Uani 1 1 d . . .
H13 H 0.8438 1.1341 0.8146 0.028 Uiso 1 1 calc R . .
C14 C 0.85774(10) 1.3147(3) 0.78643(12) 0.0279(6) Uani 1 1 d . . .
H14 H 0.8251 1.3504 0.7805 0.034 Uiso 1 1 calc R . .
C15 C 0.89508(10) 1.3908(2) 0.77550(11) 0.0272(6) Uani 1 1 d . . .
H15 H 0.8875 1.4775 0.7616 0.033 Uiso 1 1 calc R . .
C16 C 0.94407(10) 1.3378(2) 0.78530(12) 0.0266(6) Uani 1 1 d . . .
H16 H 0.9696 1.3903 0.7791 0.032 Uiso 1 1 calc R . .
C17 C 0.95530(9) 1.2073(2) 0.80421(11) 0.0222(5) Uani 1 1 d . . .
H17 H 0.9881 1.1722 0.8102 0.027 Uiso 1 1 calc R . .
C18 C 0.82986(9) 0.7488(2) 0.95140(11) 0.0181(5) Uani 1 1 d . . .
C19 C 0.79566(9) 0.6476(2) 0.92445(11) 0.0220(5) Uani 1 1 d . . .
H19 H 0.7810 0.6014 0.9488 0.026 Uiso 1 1 calc R . .
C20 C 0.78135(9) 0.6094(2) 0.86267(11) 0.0208(5) Uani 1 1 d . . .
C21 C 0.81501(8) 0.6820(2) 0.73939(10) 0.0160(5) Uani 1 1 d . . .
C22 C 0.80404(8) 0.6644(2) 0.67368(10) 0.0174(5) Uani 1 1 d . . .
C23 C 0.76363(9) 0.5802(2) 0.63630(11) 0.0209(5) Uani 1 1 d . . .
C24 C 0.75583(10) 0.5729(2) 0.57334(12) 0.0263(6) Uani 1 1 d . . .
H24 H 0.7292 0.5197 0.5478 0.032 Uiso 1 1 calc R . .
C25 C 0.78651(10) 0.6423(3) 0.54869(12) 0.0282(6) Uani 1 1 d . . .
H25 H 0.7807 0.6346 0.5071 0.034 Uiso 1 1 calc R . .
C26 C 0.82631(10) 0.7241(3) 0.58551(12) 0.0275(6) Uani 1 1 d . . .
H26 H 0.8471 0.7712 0.5688 0.033 Uiso 1 1 calc R . .
C27 C 0.83442(9) 0.7342(2) 0.64695(11) 0.0223(5) Uani 1 1 d . . .
H27 H 0.8609 0.7892 0.6715 0.027 Uiso 1 1 calc R . .
C28 C 0.73718(10) 0.5144(3) 0.83534(13) 0.0306(6) Uani 1 1 d . . .
H28A H 0.7099 0.5572 0.8026 0.046 Uiso 1 1 calc R . .
H28B H 0.7240 0.4866 0.8663 0.046 Uiso 1 1 calc R . .
H28C H 0.7493 0.4385 0.8196 0.046 Uiso 1 1 calc R . .
C29 C 0.84286(9) 0.7888(2) 1.01635(11) 0.0210(5) Uani 1 1 d . . .
C30 C 0.82900(11) 0.7124(3) 1.05796(12) 0.0338(6) Uani 1 1 d . . .
H30 H 0.8089 0.6365 1.0445 0.041 Uiso 1 1 calc R . .
C31 C 0.84487(13) 0.7485(3) 1.11889(14) 0.0448(8) Uani 1 1 d . . .
H31 H 0.8355 0.6965 1.1462 0.054 Uiso 1 1 calc R . .
C32 C 0.87449(12) 0.8608(3) 1.13978(13) 0.0417(7) Uani 1 1 d . . .
H32 H 0.8853 0.8842 1.1810 0.050 Uiso 1 1 calc R . .
C33 C 0.88816(11) 0.9387(3) 1.09901(13) 0.0357(7) Uani 1 1 d . . .
H33 H 0.9079 1.0151 1.1128 0.043 Uiso 1 1 calc R . .
C34 C 0.87249(10) 0.9029(2) 1.03778(12) 0.0263(6) Uani 1 1 d . . .
H34 H 0.8818 0.9555 1.0107 0.032 Uiso 1 1 calc R . .


_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
V O2 1.8954(16) . ?
V O4 1.9155(16) . ?
V O1 1.9259(16) . ?
V O3 1.9307(15) . ?
V N1 2.041(2) . ?
V N4 2.0477(19) . ?
N1 C3 1.318(3) . ?
N1 N2 1.400(3) . ?
N2 C4 1.307(3) . ?
N3 C6 1.378(3) . ?
N3 H3A 0.900(18) . ?
N3 H3B 0.921(18) . ?
N4 C20 1.328(3) . ?
N4 N5 1.386(3) . ?
N5 C21 1.310(3) . ?
N6 C23 1.354(3) . ?
N6 H61 0.855(18) . ?
N6 H62 0.858(18) . ?
O1 C1 1.293(3) . ?
O2 C4 1.318(3) . ?
O3 C18 1.307(3) . ?
O4 C21 1.320(3) . ?
C1 C2 1.381(4) . ?
C1 C12 1.486(3) . ?
C2 C3 1.402(4) . ?
C2 H2 0.9300 . ?
C3 C11 1.492(3) . ?
C4 C5 1.464(3) . ?
C5 C10 1.394(3) . ?
C5 C6 1.412(3) . ?
C6 C7 1.401(3) . ?
C7 C8 1.370(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.386(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.382(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.392(3) . ?
C12 C17 1.398(3) . ?
C13 C14 1.390(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.377(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.389(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.387(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.377(3) . ?
C18 C29 1.483(3) . ?
C19 C20 1.406(3) . ?
C19 H19 0.9300 . ?
C20 C28 1.497(3) . ?
C21 C22 1.464(3) . ?
C22 C27 1.399(3) . ?
C22 C23 1.421(3) . ?
C23 C24 1.409(3) . ?
C24 C25 1.371(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.393(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.374(4) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C34 1.394(4) . ?
C29 C30 1.396(4) . ?
C30 C31 1.379(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.377(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.387(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.385(4) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 V O4 127.04(7) . . ?
O2 V O1 137.05(7) . . ?
O4 V O1 87.69(7) . . ?
O2 V O3 86.27(7) . . ?
O4 V O3 136.52(7) . . ?
O1 V O3 81.34(7) . . ?
O2 V N1 73.73(8) . . ?
O4 V N1 88.22(8) . . ?
O1 V N1 84.46(8) . . ?
O3 V N1 131.77(8) . . ?
O2 V N4 84.66(7) . . ?
O4 V N4 74.74(7) . . ?
O1 V N4 133.56(7) . . ?
O3 V N4 82.89(7) . . ?
N1 V N4 135.96(8) . . ?
C3 N1 N2 114.5(2) . . ?
C3 N1 V 127.41(18) . . ?
N2 N1 V 117.98(15) . . ?
C4 N2 N1 107.03(19) . . ?
C6 N3 H3A 118(2) . . ?
C6 N3 H3B 117.4(19) . . ?
H3A N3 H3B 122(3) . . ?
C20 N4 N5 115.77(18) . . ?
C20 N4 V 126.91(16) . . ?
N5 N4 V 116.81(13) . . ?
C21 N5 N4 108.37(18) . . ?
C23 N6 H61 118(2) . . ?
C23 N6 H62 120(2) . . ?
H61 N6 H62 121(3) . . ?
C1 O1 V 127.91(15) . . ?
C4 O2 V 120.40(14) . . ?
C18 O3 V 125.82(14) . . ?
C21 O4 V 118.31(14) . . ?
O1 C1 C2 121.9(2) . . ?
O1 C1 C12 116.5(2) . . ?
C2 C1 C12 121.6(2) . . ?
C1 C2 C3 126.2(2) . . ?
C1 C2 H2 116.9 . . ?
C3 C2 H2 116.9 . . ?
N1 C3 C2 119.5(2) . . ?
N1 C3 C11 119.9(2) . . ?
C2 C3 C11 120.5(2) . . ?
N2 C4 O2 119.0(2) . . ?
N2 C4 C5 123.4(2) . . ?
O2 C4 C5 117.62(19) . . ?
C10 C5 C6 119.2(2) . . ?
C10 C5 C4 118.2(2) . . ?
C6 C5 C4 122.7(2) . . ?
N3 C6 C7 120.3(2) . . ?
N3 C6 C5 121.5(2) . . ?
C7 C6 C5 118.2(2) . . ?
C8 C7 C6 121.5(2) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C7 C8 C9 120.5(2) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C10 C9 C8 119.1(2) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C5 121.5(2) . . ?
C9 C10 H10 119.2 . . ?
C5 C10 H10 119.2 . . ?
C3 C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C17 119.1(2) . . ?
C13 C12 C1 119.3(2) . . ?
C17 C12 C1 121.6(2) . . ?
C14 C13 C12 120.6(2) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C15 C14 C13 120.0(2) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 119.9(2) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C17 C16 C15 120.6(2) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C12 119.7(2) . . ?
C16 C17 H17 120.1 . . ?
C12 C17 H17 120.1 . . ?
O3 C18 C19 122.2(2) . . ?
O3 C18 C29 114.9(2) . . ?
C19 C18 C29 122.9(2) . . ?
C18 C19 C20 124.4(2) . . ?
C18 C19 H19 117.8 . . ?
C20 C19 H19 117.8 . . ?
N4 C20 C19 120.2(2) . . ?
N4 C20 C28 120.0(2) . . ?
C19 C20 C28 119.8(2) . . ?
N5 C21 O4 119.7(2) . . ?
N5 C21 C22 121.7(2) . . ?
O4 C21 C22 118.60(19) . . ?
C27 C22 C23 119.1(2) . . ?
C27 C22 C21 118.4(2) . . ?
C23 C22 C21 122.5(2) . . ?
N6 C23 C24 119.8(2) . . ?
N6 C23 C22 122.5(2) . . ?
C24 C23 C22 117.7(2) . . ?
C25 C24 C23 121.7(2) . . ?
C25 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
C24 C25 C26 120.5(2) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C27 C26 C25 119.0(2) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
C26 C27 C22 122.0(2) . . ?
C26 C27 H27 119.0 . . ?
C22 C27 H27 119.0 . . ?
C20 C28 H28A 109.5 . . ?
C20 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C20 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C34 C29 C30 118.4(2) . . ?
C34 C29 C18 119.1(2) . . ?
C30 C29 C18 122.4(2) . . ?
C31 C30 C29 120.6(3) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C32 C31 C30 120.6(3) . . ?
C32 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C31 C32 C33 119.6(3) . . ?
C31 C32 H32 120.2 . . ?
C33 C32 H32 120.2 . . ?
C34 C33 C32 120.0(3) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C29 120.7(3) . . ?
C33 C34 H34 119.7 . . ?
C29 C34 H34 119.7 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3B N2 0.921(18) 2.00(3) 2.708(3) 133(3) .
N6 H62 N5 0.858(18) 2.04(3) 2.688(3) 132(3) .
N6 H61 O3 0.855(18) 2.234(19) 3.082(3) 171(3) 4_646

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.056
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.062

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

data_3
_database_code_depnum_ccdc_archive 'CCDC 1480690'
_audit_update_record             
;
2017-01-25 deposited with the CCDC.
2017-07-14 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H32 N6 O8 V2'
_chemical_formula_weight         658.46

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pbca '

loop_
_symmetry_equiv_pos_as_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'
'-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                   10.969(3)
_cell_length_b                   12.522(3)
_cell_length_c                   20.839(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2862.3(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9859
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      27.50

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1360
_exptl_absorpt_coefficient_mu    0.712
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.855
_exptl_absorpt_correction_T_max  0.880
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37245
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0145
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.95
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3188
_reflns_number_gt                2816
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0469P)²+1.4149P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3188
_refine_ls_number_parameters     199
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.0938
_refine_ls_wR_factor_gt          0.0906
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
V V -0.06047(2) 0.10525(2) 0.540188(13) 0.03160(11) Uani 1 1 d . . .
O1 O -0.18113(12) 0.15941(10) 0.56653(7) 0.0497(3) Uani 1 1 d . . .
O2 O -0.02738(13) 0.19476(9) 0.47133(6) 0.0425(3) Uani 1 1 d . . .
O3 O -0.01571(11) 0.02474(9) 0.61404(5) 0.0363(3) Uani 1 1 d . . .
O4 O -0.11493(10) -0.01742(8) 0.50228(5) 0.0318(2) Uani 1 1 d . . .
N1 N 0.06598(12) 0.19966(10) 0.58833(7) 0.0322(3) Uani 1 1 d . . .
N2 N 0.11816(13) 0.15471(11) 0.64296(7) 0.0365(3) Uani 1 1 d . . .
N3 N 0.2422(3) 0.12163(19) 0.75439(12) 0.0870(8) Uani 1 1 d D . .
H3A H 0.295(2) 0.134(3) 0.7813(13) 0.104 Uiso 1 1 d D . .
H3B H 0.232(3) 0.168(2) 0.7250(12) 0.104 Uiso 1 1 d D . .
C1 C 0.00351(15) 0.29618(13) 0.46763(8) 0.0383(4) Uani 1 1 d . . .
C2 C 0.05663(15) 0.34771(13) 0.51721(10) 0.0408(4) Uani 1 1 d . . .
H2 H 0.0669 0.4212 0.5135 0.049 Uiso 1 1 calc R . .
C3 C 0.09801(15) 0.29832(12) 0.57456(8) 0.0357(3) Uani 1 1 d . . .
C4 C 0.06702(13) 0.06207(13) 0.65348(8) 0.0314(3) Uani 1 1 d . . .
C5 C 0.09714(14) -0.00344(13) 0.70934(8) 0.0339(3) Uani 1 1 d . . .
C6 C 0.18174(17) 0.02746(16) 0.75647(9) 0.0470(4) Uani 1 1 d . . .
C7 C 0.2033(2) -0.04293(18) 0.80776(9) 0.0563(5) Uani 1 1 d . . .
H7 H 0.2593 -0.0239 0.8393 0.068 Uiso 1 1 calc R . .
C8 C 0.1443(2) -0.13818(18) 0.81246(10) 0.0558(5) Uani 1 1 d . . .
H8 H 0.1599 -0.1828 0.8472 0.067 Uiso 1 1 calc R . .
C9 C 0.06151(18) -0.16934(17) 0.76618(10) 0.0523(5) Uani 1 1 d . . .
H9 H 0.0216 -0.2347 0.7693 0.063 Uiso 1 1 calc R . .
C10 C 0.03919(17) -0.10212(14) 0.71562(9) 0.0414(4) Uani 1 1 d . . .
H10 H -0.0165 -0.1230 0.6844 0.050 Uiso 1 1 calc R . .
C11 C 0.18385(18) 0.35952(15) 0.61700(10) 0.0489(4) Uani 1 1 d . . .
H11A H 0.1580 0.3532 0.6609 0.073 Uiso 1 1 calc R . .
H11B H 0.1837 0.4334 0.6047 0.073 Uiso 1 1 calc R . .
H11C H 0.2647 0.3311 0.6126 0.073 Uiso 1 1 calc R . .
C12 C -0.0166(2) 0.34557(16) 0.40320(10) 0.0553(5) Uani 1 1 d . . .
H12A H 0.0302 0.3078 0.3716 0.083 Uiso 1 1 calc R . .
H12B H 0.0086 0.4190 0.4042 0.083 Uiso 1 1 calc R . .
H12C H -0.1016 0.3417 0.3924 0.083 Uiso 1 1 calc R . .
C13 C -0.21885(16) -0.07717(15) 0.52040(10) 0.0462(4) Uani 1 1 d . . .
H13A H -0.1965 -0.1282 0.5527 0.069 Uiso 1 1 calc R . .
H13B H -0.2507 -0.1139 0.4836 0.069 Uiso 1 1 calc R . .
H13C H -0.2799 -0.0299 0.5372 0.069 Uiso 1 1 calc R . .


_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
V O1 1.5853(13) . ?
V O4 1.8276(11) . ?
V O2 1.8567(13) . ?
V O3 1.9041(12) . ?
V N1 2.0803(14) . ?
V O4 2.3862(12) 5_556 ?
O2 C1 1.317(2) . ?
O3 C4 1.3106(19) . ?
O4 C13 1.415(2) . ?
O4 V 2.3862(12) 5_556 ?
N1 C3 1.316(2) . ?
N1 N2 1.3929(19) . ?
N2 C4 1.307(2) . ?
N3 C6 1.354(3) . ?
N3 H3A 0.822(18) . ?
N3 H3B 0.848(17) . ?
C1 C2 1.350(3) . ?
C1 C12 1.495(3) . ?
C2 C3 1.420(3) . ?
C2 H2 0.9300 . ?
C3 C11 1.502(2) . ?
C4 C5 1.462(2) . ?
C5 C10 1.396(2) . ?
C5 C6 1.405(2) . ?
C6 C7 1.406(3) . ?
C7 C8 1.361(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.381(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.371(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 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
O1 V O4 103.67(6) . . ?
O1 V O2 99.94(7) . . ?
O4 V O2 103.72(5) . . ?
O1 V O3 99.32(7) . . ?
O4 V O3 89.35(5) . . ?
O2 V O3 153.36(6) . . ?
O1 V N1 98.43(6) . . ?
O4 V N1 154.68(5) . . ?
O2 V N1 84.22(6) . . ?
O3 V N1 74.89(5) . . ?
O1 V O4 177.12(5) . 5_556 ?
O4 V O4 73.49(5) . 5_556 ?
O2 V O4 80.44(5) . 5_556 ?
O3 V O4 81.25(5) . 5_556 ?
N1 V O4 84.44(5) . 5_556 ?
C1 O2 V 132.68(12) . . ?
C4 O3 V 119.77(10) . . ?
C13 O4 V 126.33(10) . . ?
C13 O4 V 120.32(10) . 5_556 ?
V O4 V 106.51(5) . 5_556 ?
C3 N1 N2 116.60(13) . . ?
C3 N1 V 127.32(12) . . ?
N2 N1 V 116.01(10) . . ?
C4 N2 N1 108.62(13) . . ?
C6 N3 H3A 119(2) . . ?
C6 N3 H3B 123(2) . . ?
H3A N3 H3B 117(3) . . ?
O2 C1 C2 121.81(16) . . ?
O2 C1 C12 114.44(16) . . ?
C2 C1 C12 123.60(16) . . ?
C1 C2 C3 125.01(15) . . ?
C1 C2 H2 117.5 . . ?
C3 C2 H2 117.5 . . ?
N1 C3 C2 120.46(15) . . ?
N1 C3 C11 121.19(16) . . ?
C2 C3 C11 118.27(15) . . ?
N2 C4 O3 120.56(14) . . ?
N2 C4 C5 122.32(14) . . ?
O3 C4 C5 117.11(14) . . ?
C10 C5 C6 118.62(16) . . ?
C10 C5 C4 117.94(15) . . ?
C6 C5 C4 123.44(15) . . ?
N3 C6 C5 122.75(17) . . ?
N3 C6 C7 119.21(18) . . ?
C5 C6 C7 118.03(17) . . ?
C8 C7 C6 121.62(18) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C7 C8 C9 120.69(18) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C10 C9 C8 118.74(19) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C9 C10 C5 122.30(18) . . ?
C9 C10 H10 118.8 . . ?
C5 C10 H10 118.8 . . ?
C3 C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C1 C12 H12A 109.5 . . ?
C1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O4 C13 H13A 109.5 . . ?
O4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3B N2 0.848(17) 2.12(3) 2.723(3) 128(3) .

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.968
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.072


