# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H29 Cl2 N2 O2 V'
_chemical_formula_sum            'C25 H29 Cl2 N2 O2 V'
_chemical_formula_weight         511.34

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2

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

_cell_length_a                   8.9979(4)
_cell_length_b                   12.6300(6)
_cell_length_c                   13.0073(9)
_cell_angle_alpha                61.214(4)
_cell_angle_beta                 78.851(6)
_cell_angle_gamma                70.715(5)
_cell_volume                     1221.78(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13822
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       platelet
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             532
_exptl_absorpt_coefficient_mu    0.649
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.872
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b7 (Rigaku, 2012)
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16140
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         27.47
_reflns_number_total             5555
_reflns_number_gt                4554
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       
;
CrystalClear-SM Expert 3.1 b7 (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 3.1 b7 (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b7 (Rigaku, 2012)
;
_computing_structure_solution    'Superflip (Palatinus and Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  
;
 SHELXL-97 (Sheldrick, 2008), PLATON (Spek, 2003), WinGX (Farrugia, 1999)
 and enCIFer (Allen et al., 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 > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0416P)²+0.7175P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5555
_refine_ls_number_parameters     296
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.0966
_refine_ls_wR_factor_gt          0.0915
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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
C1 C 0.1171(2) 0.58704(18) 0.03587(17) 0.0169(4) Uani 1 1 d . . .
C2 C -0.0171(2) 0.65566(19) -0.03359(19) 0.0207(4) Uani 1 1 d . . .
H2 H -0.0042 0.6867 -0.1164 0.025 Uiso 1 1 calc R . .
C3 C -0.1638(2) 0.67790(19) 0.01608(18) 0.0199(4) Uani 1 1 d . . .
H3 H -0.2528 0.7253 -0.0316 0.024 Uiso 1 1 calc R . .
C4 C -0.1831(2) 0.62993(18) 0.13938(18) 0.0178(4) Uani 1 1 d . . .
C5 C -0.3322(2) 0.64754(19) 0.19856(19) 0.0195(4) Uani 1 1 d . . .
H5 H -0.4249 0.6935 0.1548 0.023 Uiso 1 1 calc R . .
C6 C -0.3431(2) 0.59889(19) 0.31798(19) 0.0187(4) Uani 1 1 d . . .
H6 H -0.4432 0.6138 0.3566 0.022 Uiso 1 1 calc R . .
C7 C -0.2077(2) 0.52690(18) 0.38441(18) 0.0162(4) Uani 1 1 d . . .
H7 H -0.2170 0.4940 0.4675 0.019 Uiso 1 1 calc R . .
C8 C -0.0617(2) 0.50365(18) 0.33013(17) 0.0148(4) Uani 1 1 d . . .
C9 C -0.0463(2) 0.55997(18) 0.20507(17) 0.0151(4) Uani 1 1 d . . .
C10 C 0.0762(2) 0.34081(18) 0.49594(17) 0.0156(4) Uani 1 1 d . . .
H10 H -0.0241 0.3396 0.5357 0.019 Uiso 1 1 calc R . .
C11 C 0.2133(2) 0.24989(18) 0.56088(17) 0.0154(4) Uani 1 1 d . . .
C12 C 0.3698(2) 0.24655(17) 0.51488(17) 0.0143(4) Uani 1 1 d . . .
C13 C 0.4986(2) 0.15249(18) 0.58189(18) 0.0154(4) Uani 1 1 d . . .
C14 C 0.4630(2) 0.06578(18) 0.69470(18) 0.0167(4) Uani 1 1 d . . .
H14 H 0.5479 0.0011 0.7408 0.020 Uiso 1 1 calc R . .
C15 C 0.3094(2) 0.06868(18) 0.74374(18) 0.0165(4) Uani 1 1 d . . .
C16 C 0.1863(2) 0.16181(18) 0.67521(18) 0.0169(4) Uani 1 1 d . . .
H16 H 0.0812 0.1659 0.7066 0.020 Uiso 1 1 calc R . .
C17 C 0.2761(2) 0.5644(2) -0.02346(19) 0.0228(5) Uani 1 1 d . . .
H17A H 0.3372 0.6122 -0.0171 0.034 Uiso 1 1 calc R . .
H17B H 0.2638 0.5915 -0.1065 0.034 Uiso 1 1 calc R . .
H17C H 0.3313 0.4746 0.0143 0.034 Uiso 1 1 calc R . .
C18 C 0.6698(2) 0.14034(19) 0.53121(18) 0.0174(4) Uani 1 1 d . . .
C19 C 0.6875(3) 0.0972(2) 0.4363(2) 0.0291(5) Uani 1 1 d . . .
H19A H 0.7947 0.0912 0.4012 0.044 Uiso 1 1 calc R . .
H19B H 0.6116 0.1581 0.3754 0.044 Uiso 1 1 calc R . .
H19C H 0.6673 0.0147 0.4719 0.044 Uiso 1 1 calc R . .
C20 C 0.7112(2) 0.2656(2) 0.4785(2) 0.0241(5) Uani 1 1 d . . .
H20A H 0.6955 0.2940 0.5388 0.036 Uiso 1 1 calc R . .
H20B H 0.6430 0.3286 0.4131 0.036 Uiso 1 1 calc R . .
H20C H 0.8216 0.2540 0.4498 0.036 Uiso 1 1 calc R . .
C21 C 0.7889(2) 0.0441(2) 0.6259(2) 0.0276(5) Uani 1 1 d . . .
H21A H 0.8961 0.0407 0.5910 0.041 Uiso 1 1 calc R . .
H21B H 0.7712 -0.0390 0.6586 0.041 Uiso 1 1 calc R . .
H21C H 0.7755 0.0689 0.6885 0.041 Uiso 1 1 calc R . .
C22 C 0.2739(2) -0.02628(19) 0.86852(18) 0.0186(4) Uani 1 1 d . . .
C23 C 0.1577(3) -0.0902(2) 0.8642(2) 0.0250(5) Uani 1 1 d . . .
H23A H 0.2049 -0.1345 0.8162 0.037 Uiso 1 1 calc R . .
H23B H 0.0601 -0.0263 0.8296 0.037 Uiso 1 1 calc R . .
H23C H 0.1343 -0.1503 0.9440 0.037 Uiso 1 1 calc R . .
C24 C 0.4209(3) -0.1289(2) 0.9286(2) 0.0278(5) Uani 1 1 d . . .
H24A H 0.4720 -0.1735 0.8813 0.042 Uiso 1 1 calc R . .
H24B H 0.3909 -0.1883 1.0066 0.042 Uiso 1 1 calc R . .
H24C H 0.4943 -0.0907 0.9363 0.042 Uiso 1 1 calc R . .
C25 C 0.1986(3) 0.0448(2) 0.9423(2) 0.0269(5) Uani 1 1 d . . .
H25A H 0.1730 -0.0144 1.0219 0.040 Uiso 1 1 calc R . .
H25B H 0.1020 0.1092 0.9061 0.040 Uiso 1 1 calc R . .
H25C H 0.2727 0.0849 0.9457 0.040 Uiso 1 1 calc R . .
Cl1 Cl 0.23532(6) 0.63386(5) 0.28077(4) 0.01941(12) Uani 1 1 d . . .
Cl2 Cl 0.27304(6) 0.27300(5) 0.25556(5) 0.02256(12) Uani 1 1 d . . .
N1 N 0.10324(19) 0.54113(15) 0.15262(14) 0.0144(3) Uani 1 1 d . . .
N2 N 0.08044(18) 0.42366(15) 0.38761(14) 0.0143(3) Uani 1 1 d . . .
O1 O 0.39660(15) 0.33358(13) 0.40729(12) 0.0158(3) Uani 1 1 d . . .
O2 O 0.44250(17) 0.47096(15) 0.18427(13) 0.0238(3) Uani 1 1 d . . .
V1 V 0.29508(4) 0.44166(3) 0.27203(3) 0.01555(10) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.336(3) . ?
C1 C2 1.415(3) . ?
C1 C17 1.496(3) . ?
C2 C3 1.356(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.413(3) . ?
C3 H3 0.9500 . ?
C4 C9 1.410(3) . ?
C4 C5 1.417(3) . ?
C5 C6 1.364(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.406(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.378(3) . ?
C7 H7 0.9500 . ?
C8 N2 1.415(2) . ?
C8 C9 1.427(3) . ?
C9 N1 1.386(2) . ?
C10 N2 1.291(3) . ?
C10 C11 1.445(3) . ?
C10 H10 0.9500 . ?
C11 C16 1.398(3) . ?
C11 C12 1.415(3) . ?
C12 O1 1.337(2) . ?
C12 C13 1.414(3) . ?
C13 C14 1.399(3) . ?
C13 C18 1.543(3) . ?
C14 C15 1.402(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(3) . ?
C15 C22 1.534(3) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C21 1.533(3) . ?
C18 C20 1.535(3) . ?
C18 C19 1.536(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C24 1.527(3) . ?
C22 C25 1.536(3) . ?
C22 C23 1.540(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
Cl1 V1 2.3610(6) . ?
Cl2 V1 2.3147(6) . ?
N1 V1 2.1669(17) . ?
N2 V1 2.2090(16) . ?
O1 V1 1.8105(14) . ?
O2 V1 1.5911(14) . ?

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
N1 C1 C2 121.07(18) . . ?
N1 C1 C17 120.07(18) . . ?
C2 C1 C17 118.85(18) . . ?
C3 C2 C1 121.10(19) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 119.41(19) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C9 C4 C3 117.43(18) . . ?
C9 C4 C5 119.45(19) . . ?
C3 C4 C5 123.11(19) . . ?
C6 C5 C4 120.36(19) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 120.61(19) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C8 C7 C6 120.59(19) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 N2 125.77(18) . . ?
C7 C8 C9 119.67(18) . . ?
N2 C8 C9 114.54(16) . . ?
N1 C9 C4 122.38(18) . . ?
N1 C9 C8 118.47(17) . . ?
C4 C9 C8 119.13(17) . . ?
N2 C10 C11 124.54(18) . . ?
N2 C10 H10 117.7 . . ?
C11 C10 H10 117.7 . . ?
C16 C11 C12 119.54(18) . . ?
C16 C11 C10 116.90(17) . . ?
C12 C11 C10 123.56(18) . . ?
O1 C12 C13 119.49(16) . . ?
O1 C12 C11 119.84(17) . . ?
C13 C12 C11 120.67(17) . . ?
C14 C13 C12 116.76(17) . . ?
C14 C13 C18 121.16(17) . . ?
C12 C13 C18 121.98(17) . . ?
C13 C14 C15 123.84(18) . . ?
C13 C14 H14 118.1 . . ?
C15 C14 H14 118.1 . . ?
C16 C15 C14 117.69(18) . . ?
C16 C15 C22 119.57(17) . . ?
C14 C15 C22 122.74(18) . . ?
C15 C16 C11 121.46(18) . . ?
C15 C16 H16 119.3 . . ?
C11 C16 H16 119.3 . . ?
C1 C17 H17A 109.5 . . ?
C1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C21 C18 C20 106.61(17) . . ?
C21 C18 C19 108.86(18) . . ?
C20 C18 C19 110.10(18) . . ?
C21 C18 C13 111.79(17) . . ?
C20 C18 C13 111.45(16) . . ?
C19 C18 C13 108.02(16) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C24 C22 C15 113.00(17) . . ?
C24 C22 C25 108.57(18) . . ?
C15 C22 C25 108.46(16) . . ?
C24 C22 C23 108.00(18) . . ?
C15 C22 C23 109.45(17) . . ?
C25 C22 C23 109.30(17) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C1 N1 C9 118.56(17) . . ?
C1 N1 V1 126.22(13) . . ?
C9 N1 V1 115.20(12) . . ?
C10 N2 C8 119.97(16) . . ?
C10 N2 V1 125.38(13) . . ?
C8 N2 V1 114.33(12) . . ?
C12 O1 V1 139.22(12) . . ?
O2 V1 O1 99.48(7) . . ?
O2 V1 N1 101.66(7) . . ?
O1 V1 N1 158.23(6) . . ?
O2 V1 N2 173.64(7) . . ?
O1 V1 N2 83.96(6) . . ?
N1 V1 N2 75.49(6) . . ?
O2 V1 Cl2 100.05(6) . . ?
O1 V1 Cl2 89.63(5) . . ?
N1 V1 Cl2 81.68(4) . . ?
N2 V1 Cl2 85.26(4) . . ?
O2 V1 Cl1 91.73(6) . . ?
O1 V1 Cl1 100.94(5) . . ?
N1 V1 Cl1 83.59(4) . . ?
N2 V1 Cl1 82.33(4) . . ?
Cl2 V1 Cl1 162.72(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
N1 C1 C2 C3 0.6(3) . . . . ?
C17 C1 C2 C3 179.53(19) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C2 C3 C4 C9 -0.2(3) . . . . ?
C2 C3 C4 C5 -179.3(2) . . . . ?
C9 C4 C5 C6 1.0(3) . . . . ?
C3 C4 C5 C6 -180.0(2) . . . . ?
C4 C5 C6 C7 -2.3(3) . . . . ?
C5 C6 C7 C8 -0.3(3) . . . . ?
C6 C7 C8 N2 -173.92(18) . . . . ?
C6 C7 C8 C9 4.2(3) . . . . ?
C3 C4 C9 N1 2.1(3) . . . . ?
C5 C4 C9 N1 -178.82(18) . . . . ?
C3 C4 C9 C8 -176.32(18) . . . . ?
C5 C4 C9 C8 2.8(3) . . . . ?
C7 C8 C9 N1 176.18(17) . . . . ?
N2 C8 C9 N1 -5.5(3) . . . . ?
C7 C8 C9 C4 -5.3(3) . . . . ?
N2 C8 C9 C4 172.95(16) . . . . ?
N2 C10 C11 C16 -175.97(19) . . . . ?
N2 C10 C11 C12 4.2(3) . . . . ?
C16 C11 C12 O1 -177.36(17) . . . . ?
C10 C11 C12 O1 2.5(3) . . . . ?
C16 C11 C12 C13 2.2(3) . . . . ?
C10 C11 C12 C13 -177.99(18) . . . . ?
O1 C12 C13 C14 178.68(17) . . . . ?
C11 C12 C13 C14 -0.9(3) . . . . ?
O1 C12 C13 C18 -5.0(3) . . . . ?
C11 C12 C13 C18 175.50(17) . . . . ?
C12 C13 C14 C15 -0.8(3) . . . . ?
C18 C13 C14 C15 -177.21(18) . . . . ?
C13 C14 C15 C16 1.1(3) . . . . ?
C13 C14 C15 C22 -178.90(18) . . . . ?
C14 C15 C16 C11 0.2(3) . . . . ?
C22 C15 C16 C11 -179.71(18) . . . . ?
C12 C11 C16 C15 -1.9(3) . . . . ?
C10 C11 C16 C15 178.29(18) . . . . ?
C14 C13 C18 C21 -12.0(3) . . . . ?
C12 C13 C18 C21 171.81(18) . . . . ?
C14 C13 C18 C20 -131.2(2) . . . . ?
C12 C13 C18 C20 52.6(3) . . . . ?
C14 C13 C18 C19 107.8(2) . . . . ?
C12 C13 C18 C19 -68.4(2) . . . . ?
C16 C15 C22 C24 175.30(19) . . . . ?
C14 C15 C22 C24 -4.6(3) . . . . ?
C16 C15 C22 C25 -64.3(2) . . . . ?
C14 C15 C22 C25 115.8(2) . . . . ?
C16 C15 C22 C23 54.9(2) . . . . ?
C14 C15 C22 C23 -125.0(2) . . . . ?
C2 C1 N1 C9 1.2(3) . . . . ?
C17 C1 N1 C9 -177.70(17) . . . . ?
C2 C1 N1 V1 -177.02(14) . . . . ?
C17 C1 N1 V1 4.0(3) . . . . ?
C4 C9 N1 C1 -2.6(3) . . . . ?
C8 C9 N1 C1 175.81(17) . . . . ?
C4 C9 N1 V1 175.84(14) . . . . ?
C8 C9 N1 V1 -5.7(2) . . . . ?
C11 C10 N2 C8 176.28(18) . . . . ?
C11 C10 N2 V1 3.2(3) . . . . ?
C7 C8 N2 C10 18.1(3) . . . . ?
C9 C8 N2 C10 -160.03(17) . . . . ?
C7 C8 N2 V1 -168.04(16) . . . . ?
C9 C8 N2 V1 13.8(2) . . . . ?
C13 C12 O1 V1 157.85(15) . . . . ?
C11 C12 O1 V1 -22.6(3) . . . . ?
C12 O1 V1 O2 -162.10(19) . . . . ?
C12 O1 V1 N1 4.0(3) . . . . ?
C12 O1 V1 N2 23.30(19) . . . . ?
C12 O1 V1 Cl2 -61.97(19) . . . . ?
C12 O1 V1 Cl1 104.27(18) . . . . ?
C1 N1 V1 O2 13.89(17) . . . . ?
C9 N1 V1 O2 -164.43(13) . . . . ?
C1 N1 V1 O1 -152.15(17) . . . . ?
C9 N1 V1 O1 29.5(2) . . . . ?
C1 N1 V1 N2 -171.96(17) . . . . ?
C9 N1 V1 N2 9.73(12) . . . . ?
C1 N1 V1 Cl2 -84.73(15) . . . . ?
C9 N1 V1 Cl2 96.95(13) . . . . ?
C1 N1 V1 Cl1 104.33(15) . . . . ?
C9 N1 V1 Cl1 -73.98(12) . . . . ?
C10 N2 V1 O2 -135.1(6) . . . . ?
C8 N2 V1 O2 51.5(7) . . . . ?
C10 N2 V1 O1 -11.94(16) . . . . ?
C8 N2 V1 O1 174.62(13) . . . . ?
C10 N2 V1 N1 160.80(17) . . . . ?
C8 N2 V1 N1 -12.64(12) . . . . ?
C10 N2 V1 Cl2 78.19(16) . . . . ?
C8 N2 V1 Cl2 -95.25(12) . . . . ?
C10 N2 V1 Cl1 -113.88(16) . . . . ?
C8 N2 V1 Cl1 72.69(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.718
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.069

_database_code_depnum_ccdc_archive 'CCDC 998655'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2prime

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H29 N2 O3 V'
_chemical_formula_sum            'C25 H29 N2 O3 V'
_chemical_formula_weight         456.44

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                   11.9806(4)
_cell_length_b                   10.2865(4)
_cell_length_c                   17.9031(12)
_cell_angle_alpha                90
_cell_angle_beta                 98.769(7)
_cell_angle_gamma                90
_cell_volume                     2180.56(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14173
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.485
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.718
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1ba16 (Rigaku, 20112)
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_reflns_number            15333
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.037
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4999
_reflns_number_gt                4498
_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       
;
CrystalClear-SM Expert 3.1 b7 (Rigaku, 20112)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 3.1 b7 (Rigaku, 20112)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b7 (Rigaku, 20112)
;
_computing_structure_solution    'Superflip (Palatinus and Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  
;
 SHELXL-97 (Sheldrick, 2008), PLATON (Spek, 2003), WinGX (Farrugia, 1999)
 and enCIFer (Allen et al., 2004)
;

_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)+(0.0717P)²+5.5822P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4999
_refine_ls_number_parameters     287
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1585
_refine_ls_wR_factor_gt          0.1560
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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
C1 C 0.9614(2) 0.1621(3) 0.17846(14) 0.0129(5) Uani 1 1 d . . . . .
C2 C 1.0142(2) 0.0478(3) 0.15696(16) 0.0173(5) Uani 1 1 d . . . . .
H2 H 1.0854 0.0223 0.1838 0.021 Uiso 1 1 calc R U . . .
C3 C 0.9637(2) -0.0255(3) 0.09820(15) 0.0170(5) Uani 1 1 d . . . . .
H3 H 1.0005 -0.1008 0.0832 0.020 Uiso 1 1 calc R U . . .
C4 C 0.8563(2) 0.0106(2) 0.05946(14) 0.0142(5) Uani 1 1 d . . . . .
C5 C 0.7981(2) -0.0592(3) -0.00265(15) 0.0165(5) Uani 1 1 d . . . . .
H5 H 0.8307 -0.1353 -0.0203 0.020 Uiso 1 1 calc R U . . .
C6 C 0.6948(2) -0.0169(3) -0.03725(15) 0.0164(5) Uani 1 1 d . . . . .
H6 H 0.6566 -0.0634 -0.0794 0.020 Uiso 1 1 calc R U . . .
C7 C 0.6441(2) 0.0948(3) -0.01139(14) 0.0138(5) Uani 1 1 d . . . . .
H7 H 0.5721 0.1224 -0.0360 0.017 Uiso 1 1 calc R U . . .
C8 C 0.6983(2) 0.1641(2) 0.04934(13) 0.0105(5) Uani 1 1 d . . . . .
C9 C 0.8067(2) 0.1237(2) 0.08498(14) 0.0107(5) Uani 1 1 d . . . . .
C10 C 0.5517(2) 0.3098(2) 0.06339(13) 0.0115(5) Uani 1 1 d . . . . .
H10 H 0.5039 0.2497 0.0335 0.014 Uiso 1 1 calc R U . . .
C11 C 0.5005(2) 0.4245(2) 0.08712(13) 0.0101(4) Uani 1 1 d . . . . .
C12 C 0.56589(19) 0.5270(2) 0.12365(13) 0.0093(4) Uani 1 1 d . . . . .
C13 C 0.5110(2) 0.6382(2) 0.14881(13) 0.0093(4) Uani 1 1 d . . . . .
C14 C 0.3937(2) 0.6376(2) 0.13775(13) 0.0100(4) Uani 1 1 d . . . . .
H14 H 0.3563 0.7105 0.1551 0.012 Uiso 1 1 calc R U . . .
C15 C 0.3261(2) 0.5354(2) 0.10223(13) 0.0096(4) Uani 1 1 d . . . . .
C16 C 0.3811(2) 0.4317(2) 0.07560(13) 0.0101(4) Uani 1 1 d . . . . .
H16 H 0.3382 0.3639 0.0490 0.012 Uiso 1 1 calc R U . . .
C17 C 1.0197(2) 0.2425(3) 0.24221(15) 0.0167(5) Uani 1 1 d . . . . .
H17A H 1.0612 0.3132 0.2220 0.025 Uiso 1 1 calc R U . . .
H17B H 1.0726 0.1879 0.2757 0.025 Uiso 1 1 calc R U . . .
H17C H 0.9636 0.2792 0.2708 0.025 Uiso 1 1 calc R U . . .
C18 C 0.5808(2) 0.7469(2) 0.19190(13) 0.0105(5) Uani 1 1 d . . . . .
C19 C 0.6646(2) 0.8051(3) 0.14413(15) 0.0145(5) Uani 1 1 d . . . . .
H19A H 0.7156 0.7368 0.1315 0.022 Uiso 1 1 calc R U . . .
H19B H 0.7086 0.8737 0.1729 0.022 Uiso 1 1 calc R U . . .
H19C H 0.6230 0.8418 0.0975 0.022 Uiso 1 1 calc R U . . .
C20 C 0.5064(2) 0.8581(3) 0.21409(15) 0.0147(5) Uani 1 1 d . . . . .
H20A H 0.4622 0.8950 0.1685 0.022 Uiso 1 1 calc R U . . .
H20B H 0.5545 0.9258 0.2407 0.022 Uiso 1 1 calc R U . . .
H20C H 0.4552 0.8243 0.2472 0.022 Uiso 1 1 calc R U . . .
C21 C 0.6444(2) 0.6898(3) 0.26637(14) 0.0156(5) Uani 1 1 d . . . . .
H21A H 0.5897 0.6547 0.2966 0.023 Uiso 1 1 calc R U . . .
H21B H 0.6889 0.7584 0.2949 0.023 Uiso 1 1 calc R U . . .
H21C H 0.6948 0.6201 0.2548 0.023 Uiso 1 1 calc R U . . .
C22 C 0.19795(19) 0.5385(2) 0.10183(14) 0.0105(5) Uani 1 1 d . . . . .
C23 C 0.1769(2) 0.5417(3) 0.18422(14) 0.0139(5) Uani 1 1 d . . . . .
H23A H 0.2068 0.6229 0.2080 0.021 Uiso 1 1 calc R U . . .
H23B H 0.2148 0.4677 0.2117 0.021 Uiso 1 1 calc R U . . .
H23C H 0.0955 0.5368 0.1856 0.021 Uiso 1 1 calc R U . . .
C24 C 0.1388(2) 0.4192(3) 0.06274(15) 0.0147(5) Uani 1 1 d . . . . .
H24A H 0.1673 0.3404 0.0900 0.022 Uiso 1 1 calc R U . . .
H24B H 0.1542 0.4146 0.0106 0.022 Uiso 1 1 calc R U . . .
H24C H 0.0572 0.4262 0.0626 0.022 Uiso 1 1 calc R U . . .
C25 C 0.1447(2) 0.6606(3) 0.06155(16) 0.0160(5) Uani 1 1 d . . . . .
H25A H 0.0645 0.6648 0.0668 0.024 Uiso 1 1 calc R U . . .
H25B H 0.1522 0.6567 0.0078 0.024 Uiso 1 1 calc R U . . .
H25C H 0.1834 0.7382 0.0844 0.024 Uiso 1 1 calc R U . . .
N1 N 0.86026(17) 0.1997(2) 0.14265(12) 0.0103(4) Uani 1 1 d . . . . .
N2 N 0.65862(17) 0.2799(2) 0.07920(12) 0.0106(4) Uani 1 1 d . . . . .
O1 O 0.67716(14) 0.52076(17) 0.13389(10) 0.0120(4) Uani 1 1 d . . . . .
O2 O 0.77400(17) 0.3614(2) 0.24895(11) 0.0210(4) Uani 1 1 d . . . . .
O3 O 0.89426(17) 0.4614(2) 0.14915(12) 0.0223(4) Uani 1 1 d . . . . .
V1 V 0.78002(4) 0.38300(4) 0.15951(3) 0.01529(15) Uani 1 1 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
C1 N1 1.338(3) . ?
C1 C2 1.415(4) . ?
C1 C17 1.494(4) . ?
C2 C3 1.359(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.415(4) . ?
C3 H3 0.9500 . ?
C4 C9 1.414(3) . ?
C4 C5 1.415(4) . ?
C5 C6 1.368(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.410(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.377(3) . ?
C7 H7 0.9500 . ?
C8 N2 1.417(3) . ?
C8 C9 1.419(3) . ?
C9 N1 1.374(3) . ?
C10 N2 1.305(3) . ?
C10 C11 1.425(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.413(3) . ?
C11 C16 1.416(3) . ?
C12 O1 1.319(3) . ?
C12 C13 1.426(3) . ?
C13 C14 1.390(3) . ?
C13 C18 1.532(3) . ?
C14 C15 1.417(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.377(3) . ?
C15 C22 1.534(3) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.536(3) . ?
C18 C20 1.539(3) . ?
C18 C21 1.547(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C24 1.532(3) . ?
C22 C23 1.534(3) . ?
C22 C25 1.537(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
N1 V1 2.158(2) . ?
N2 V1 2.161(2) . ?
O1 V1 1.8880(18) . ?
O2 V1 1.629(2) . ?
O3 V1 1.623(2) . ?

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
N1 C1 C2 121.3(2) . . ?
N1 C1 C17 119.3(2) . . ?
C2 C1 C17 119.4(2) . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 119.9(2) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C9 C4 C3 117.0(2) . . ?
C9 C4 C5 119.3(2) . . ?
C3 C4 C5 123.7(2) . . ?
C6 C5 C4 119.9(2) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 121.0(2) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C6 120.4(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 N2 126.0(2) . . ?
C7 C8 C9 119.5(2) . . ?
N2 C8 C9 114.4(2) . . ?
N1 C9 C4 122.7(2) . . ?
N1 C9 C8 117.5(2) . . ?
C4 C9 C8 119.8(2) . . ?
N2 C10 C11 125.7(2) . . ?
N2 C10 H10 117.2 . . ?
C11 C10 H10 117.2 . . ?
C12 C11 C16 120.3(2) . . ?
C12 C11 C10 121.5(2) . . ?
C16 C11 C10 118.1(2) . . ?
O1 C12 C11 120.4(2) . . ?
O1 C12 C13 120.0(2) . . ?
C11 C12 C13 119.7(2) . . ?
C14 C13 C12 117.2(2) . . ?
C14 C13 C18 122.5(2) . . ?
C12 C13 C18 120.2(2) . . ?
C13 C14 C15 124.3(2) . . ?
C13 C14 H14 117.8 . . ?
C15 C14 H14 117.8 . . ?
C16 C15 C14 117.3(2) . . ?
C16 C15 C22 123.1(2) . . ?
C14 C15 C22 119.3(2) . . ?
C15 C16 C11 121.1(2) . . ?
C15 C16 H16 119.4 . . ?
C11 C16 H16 119.4 . . ?
C1 C17 H17A 109.5 . . ?
C1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C18 C19 110.9(2) . . ?
C13 C18 C20 112.3(2) . . ?
C19 C18 C20 107.9(2) . . ?
C13 C18 C21 108.4(2) . . ?
C19 C18 C21 110.5(2) . . ?
C20 C18 C21 106.7(2) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C24 C22 C15 112.2(2) . . ?
C24 C22 C23 108.9(2) . . ?
C15 C22 C23 107.89(19) . . ?
C24 C22 C25 108.1(2) . . ?
C15 C22 C25 111.3(2) . . ?
C23 C22 C25 108.4(2) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C1 N1 C9 118.7(2) . . ?
C1 N1 V1 125.15(17) . . ?
C9 N1 V1 115.79(16) . . ?
C10 N2 C8 119.4(2) . . ?
C10 N2 V1 124.55(17) . . ?
C8 N2 V1 115.66(15) . . ?
C12 O1 V1 132.72(16) . . ?
O3 V1 O2 110.14(11) . . ?
O3 V1 O1 97.47(9) . . ?
O2 V1 O1 102.47(9) . . ?
O3 V1 N1 90.95(9) . . ?
O2 V1 N1 96.08(9) . . ?
O1 V1 N1 155.48(8) . . ?
O3 V1 N2 131.41(10) . . ?
O2 V1 N2 117.45(9) . . ?
O1 V1 N2 81.87(8) . . ?
N1 V1 N2 75.35(8) . . ?

_refine_diff_density_max         0.567
_refine_diff_density_min         -1.175
_refine_diff_density_rms         0.099

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 998656'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H29 N2 O3 V, 0.67(C2 H3 N)'
_chemical_formula_sum            'C26.33 H31 N2.67 O3 V'
_chemical_formula_weight         483.81

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                   26.127(17)
_cell_length_b                   10.845(8)
_cell_length_c                   26.44(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.646(12)
_cell_angle_gamma                90
_cell_volume                     7489(9)
_cell_formula_units_Z            12
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1385
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      30.0

_exptl_crystal_description       lath
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.428
_shelx_estimated_absorpt_T_min   0.931
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.931
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b13a (Rigaku, 2012)
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating Anode'
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            60185
_diffrn_reflns_av_unetI/netI     0.1241
_diffrn_reflns_av_R_equivalents  0.0892
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.419
_diffrn_reflns_theta_max         31.480
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.891
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.891
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             22162
_reflns_number_gt                15014
_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       
;
CrystalClear-SM Expert 3.1 b13a (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 3.1 b13a (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b13a (Rigaku, 2012)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (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)+25.9637P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00044(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         22162
_refine_ls_number_parameters     916
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1764
_refine_ls_R_factor_gt           0.1259
_refine_ls_wR_factor_ref         0.1916
_refine_ls_wR_factor_gt          0.1698
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_restrained_S_all      1.188
_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 0.08729(3) 0.26940(7) 0.46866(3) 0.02271(17) Uani 1 1 d . . . . .
O1 O 0.03413(12) 0.3467(3) 0.46987(12) 0.0309(8) Uani 1 1 d . . . . .
O2 O 0.07550(13) 0.1248(3) 0.45649(12) 0.0304(8) Uani 1 1 d . . . . .
O3 O 0.10944(11) 0.3335(3) 0.40551(11) 0.0242(7) Uani 1 1 d . . . . .
C1 C 0.15062(16) 0.3025(4) 0.38002(16) 0.0216(9) Uani 1 1 d . . . . .
C2 C 0.14778(16) 0.3012(4) 0.32616(16) 0.0208(9) Uani 1 1 d . . . . .
C3 C 0.19097(16) 0.2595(4) 0.30199(16) 0.0219(9) Uani 1 1 d . . . . .
H3 H 0.1895 0.2561 0.2661 0.026 Uiso 1 1 calc R U . . .
C4 C 0.23688(16) 0.2219(4) 0.32664(16) 0.0220(9) Uani 1 1 d . . . . .
C5 C 0.23976(17) 0.2336(4) 0.37835(16) 0.0236(9) Uani 1 1 d . . . . .
H5 H 0.2710 0.2145 0.3960 0.028 Uiso 1 1 calc R U . . .
C6 C 0.19706(16) 0.2737(4) 0.40607(16) 0.0218(9) Uani 1 1 d . . . . .
C7 C 0.09910(17) 0.3421(4) 0.29692(17) 0.0239(9) Uani 1 1 d . . . . .
C8 C 0.05371(17) 0.2601(5) 0.31082(18) 0.0328(11) Uani 1 1 d . . . . .
H8A H 0.0611 0.1743 0.3020 0.049 Uiso 1 1 calc R U . . .
H8B H 0.0228 0.2876 0.2921 0.049 Uiso 1 1 calc R U . . .
H8C H 0.0482 0.2661 0.3472 0.049 Uiso 1 1 calc R U . . .
C9 C 0.08750(19) 0.4782(5) 0.31005(18) 0.0334(12) Uani 1 1 d . . . . .
H9A H 0.0570 0.5055 0.2908 0.050 Uiso 1 1 calc R U . . .
H9B H 0.1167 0.5298 0.3014 0.050 Uiso 1 1 calc R U . . .
H9C H 0.0814 0.4853 0.3463 0.050 Uiso 1 1 calc R U . . .
C10 C 0.10513(18) 0.3336(5) 0.23936(17) 0.0306(11) Uani 1 1 d . . . . .
H10A H 0.1115 0.2478 0.2299 0.046 Uiso 1 1 calc R U . . .
H10B H 0.1340 0.3850 0.2294 0.046 Uiso 1 1 calc R U . . .
H10C H 0.0737 0.3628 0.2221 0.046 Uiso 1 1 calc R U . . .
C11 C 0.28041(17) 0.1673(4) 0.29539(17) 0.0249(10) Uani 1 1 d . . . . .
C12 C 0.26023(19) 0.0498(4) 0.26912(18) 0.0307(11) Uani 1 1 d . . . . .
H12A H 0.2299 0.0699 0.2480 0.046 Uiso 1 1 calc R U . . .
H12B H 0.2510 -0.0110 0.2947 0.046 Uiso 1 1 calc R U . . .
H12C H 0.2869 0.0156 0.2479 0.046 Uiso 1 1 calc R U . . .
C13 C 0.29641(18) 0.2595(4) 0.25467(17) 0.0283(10) Uani 1 1 d . . . . .
H13A H 0.3239 0.2237 0.2349 0.042 Uiso 1 1 calc R U . . .
H13B H 0.3086 0.3357 0.2709 0.042 Uiso 1 1 calc R U . . .
H13C H 0.2669 0.2780 0.2322 0.042 Uiso 1 1 calc R U . . .
C14 C 0.32750(17) 0.1326(5) 0.32861(17) 0.0281(10) Uani 1 1 d . . . . .
H14A H 0.3550 0.1039 0.3071 0.042 Uiso 1 1 calc R U . . .
H14B H 0.3183 0.0669 0.3521 0.042 Uiso 1 1 calc R U . . .
H14C H 0.3392 0.2051 0.3478 0.042 Uiso 1 1 calc R U . . .
C15 C 0.20234(17) 0.2887(4) 0.45953(16) 0.0231(9) Uani 1 1 d . . . . .
H15 H 0.2360 0.2846 0.4740 0.028 Uiso 1 1 calc R U . . .
N1 N 0.16520(14) 0.3077(3) 0.49033(13) 0.0214(8) Uani 1 1 d . . . . .
C16 C 0.17596(17) 0.3298(4) 0.54261(15) 0.0194(9) Uani 1 1 d . . . . .
C17 C 0.21983(17) 0.3789(4) 0.56346(17) 0.0238(9) Uani 1 1 d . . . . .
H17 H 0.2465 0.4049 0.5422 0.029 Uiso 1 1 calc R U . . .
C18 C 0.22583(18) 0.3915(4) 0.61666(17) 0.0244(10) Uani 1 1 d . . . . .
H18 H 0.2565 0.4256 0.6308 0.029 Uiso 1 1 calc R U . . .
C19 C 0.18770(17) 0.3548(4) 0.64797(16) 0.0226(9) Uani 1 1 d . . . . .
H19 H 0.1926 0.3605 0.6836 0.027 Uiso 1 1 calc R U . . .
C20 C 0.14115(18) 0.3084(4) 0.62718(17) 0.0239(9) Uani 1 1 d . . . . .
C21 C 0.13464(16) 0.2986(4) 0.57420(16) 0.0213(9) Uani 1 1 d . . . . .
N2 N 0.09027(13) 0.2580(3) 0.55043(13) 0.0200(7) Uani 1 1 d . . . . .
C22 C 0.05124(17) 0.2249(4) 0.57895(16) 0.0233(9) Uani 1 1 d . . . . .
C23 C 0.05528(18) 0.2329(4) 0.63267(17) 0.0264(10) Uani 1 1 d . . . . .
H23 H 0.0269 0.2098 0.6522 0.032 Uiso 1 1 calc R U . . .
C24 C 0.09870(18) 0.2729(4) 0.65633(17) 0.0259(10) Uani 1 1 d . . . . .
H24 H 0.1009 0.2771 0.6922 0.031 Uiso 1 1 calc R U . . .
C25 C 0.00238(17) 0.1788(5) 0.55417(17) 0.0283(10) Uani 1 1 d . . . . .
H25A H -0.0164 0.2482 0.5389 0.042 Uiso 1 1 calc R U . . .
H25B H -0.0187 0.1394 0.5796 0.042 Uiso 1 1 calc R U . . .
H25C H 0.0104 0.1187 0.5279 0.042 Uiso 1 1 calc R U . . .
V2 V 0.23042(3) 0.73953(7) 0.52335(3) 0.02126(17) Uani 1 1 d . . . . .
O4 O 0.19957(12) 0.8211(3) 0.48077(12) 0.0259(7) Uani 1 1 d . . . . .
O5 O 0.25161(12) 0.6138(3) 0.49754(11) 0.0258(7) Uani 1 1 d . . . . .
O6 O 0.28910(12) 0.8444(3) 0.52884(11) 0.0240(7) Uani 1 1 d . . . . .
C26 C 0.32549(16) 0.8707(4) 0.56245(15) 0.0199(9) Uani 1 1 d . . . . .
C27 C 0.36927(16) 0.9393(4) 0.54764(16) 0.0205(9) Uani 1 1 d . . . . .
C28 C 0.40685(17) 0.9606(4) 0.58457(16) 0.0233(9) Uani 1 1 d . . . . .
H28 H 0.4363 1.0054 0.5749 0.028 Uiso 1 1 calc R U . . .
C29 C 0.40517(17) 0.9214(4) 0.63530(16) 0.0228(9) Uani 1 1 d . . . . .
C30 C 0.36169(17) 0.8593(4) 0.64898(16) 0.0229(9) Uani 1 1 d . . . . .
H30 H 0.3586 0.8329 0.6830 0.028 Uiso 1 1 calc R U . . .
C31 C 0.32170(16) 0.8343(4) 0.61341(15) 0.0192(8) Uani 1 1 d . . . . .
C32 C 0.37378(17) 0.9847(4) 0.49252(16) 0.0234(9) Uani 1 1 d . . . . .
C33 C 0.32755(18) 1.0676(5) 0.47812(17) 0.0293(11) Uani 1 1 d . . . . .
H33A H 0.3322 1.1026 0.4444 0.044 Uiso 1 1 calc R U . . .
H33B H 0.3251 1.1346 0.5028 0.044 Uiso 1 1 calc R U . . .
H33C H 0.2961 1.0184 0.4780 0.044 Uiso 1 1 calc R U . . .
C34 C 0.3755(2) 0.8733(5) 0.45667(17) 0.0334(12) Uani 1 1 d . . . . .
H34A H 0.3773 0.9022 0.4217 0.050 Uiso 1 1 calc R U . . .
H34B H 0.3445 0.8234 0.4604 0.050 Uiso 1 1 calc R U . . .
H34C H 0.4057 0.8231 0.4651 0.050 Uiso 1 1 calc R U . . .
C35 C 0.42259(18) 1.0615(5) 0.48542(17) 0.0303(11) Uani 1 1 d . . . . .
H35A H 0.4528 1.0096 0.4919 0.045 Uiso 1 1 calc R U . . .
H35B H 0.4231 1.1309 0.5092 0.045 Uiso 1 1 calc R U . . .
H35C H 0.4230 1.0929 0.4507 0.045 Uiso 1 1 calc R U . . .
C36 C 0.44988(17) 0.9500(5) 0.67222(17) 0.0279(10) Uani 1 1 d . . . . .
C37 C 0.49910(18) 0.8963(6) 0.6521(2) 0.0435(15) Uani 1 1 d . . . . .
H37A H 0.5274 0.9118 0.6764 0.065 Uiso 1 1 calc R U . . .
H37B H 0.5066 0.9352 0.6197 0.065 Uiso 1 1 calc R U . . .
H37C H 0.4950 0.8072 0.6472 0.065 Uiso 1 1 calc R U . . .
C38 C 0.4552(2) 1.0920(5) 0.6775(2) 0.0398(13) Uani 1 1 d . . . . .
H38A H 0.4825 1.1112 0.7025 0.060 Uiso 1 1 calc R U . . .
H38B H 0.4228 1.1268 0.6886 0.060 Uiso 1 1 calc R U . . .
H38C H 0.4637 1.1275 0.6447 0.060 Uiso 1 1 calc R U . . .
C39 C 0.44113(19) 0.8964(5) 0.72459(17) 0.0344(12) Uani 1 1 d . . . . .
H39A H 0.4377 0.8067 0.7221 0.052 Uiso 1 1 calc R U . . .
H39B H 0.4098 0.9315 0.7382 0.052 Uiso 1 1 calc R U . . .
H39C H 0.4703 0.9167 0.7472 0.052 Uiso 1 1 calc R U . . .
C40 C 0.27740(16) 0.7749(4) 0.63154(16) 0.0225(9) Uani 1 1 d . . . . .
H40 H 0.2773 0.7559 0.6666 0.027 Uiso 1 1 calc R U . . .
N3 N 0.23661(13) 0.7437(3) 0.60448(13) 0.0212(8) Uani 1 1 d . . . . .
C41 C 0.19333(17) 0.6990(4) 0.63090(16) 0.0219(9) Uani 1 1 d . . . . .
C42 C 0.18762(18) 0.6976(4) 0.68261(17) 0.0244(10) Uani 1 1 d . . . . .
H42 H 0.2148 0.7258 0.7043 0.029 Uiso 1 1 calc R U . . .
C43 C 0.14191(18) 0.6548(4) 0.70365(18) 0.0284(10) Uani 1 1 d . . . . .
H43 H 0.1387 0.6541 0.7393 0.034 Uiso 1 1 calc R U . . .
C44 C 0.10228(17) 0.6144(4) 0.67339(18) 0.0256(10) Uani 1 1 d . . . . .
H44 H 0.0717 0.5860 0.6881 0.031 Uiso 1 1 calc R U . . .
C45 C 0.10660(17) 0.6145(4) 0.62002(18) 0.0244(10) Uani 1 1 d . . . . .
C46 C 0.15269(17) 0.6563(4) 0.59869(16) 0.0212(9) Uani 1 1 d . . . . .
N4 N 0.16005(14) 0.6599(3) 0.54744(14) 0.0226(8) Uani 1 1 d . . . . .
C47 C 0.12198(17) 0.6195(4) 0.51626(17) 0.0238(9) Uani 1 1 d . . . . .
C48 C 0.07528(17) 0.5775(4) 0.53537(18) 0.0263(10) Uani 1 1 d . . . . .
H48 H 0.0489 0.5500 0.5126 0.032 Uiso 1 1 calc R U . . .
C49 C 0.06739(18) 0.5757(4) 0.58614(18) 0.0260(10) Uani 1 1 d . . . . .
H49 H 0.0356 0.5483 0.5985 0.031 Uiso 1 1 calc R U . . .
C50 C 0.12931(18) 0.6195(5) 0.46032(17) 0.0312(11) Uani 1 1 d . . . . .
H50A H 0.1280 0.7044 0.4476 0.047 Uiso 1 1 calc R U . . .
H50B H 0.1021 0.5709 0.4436 0.047 Uiso 1 1 calc R U . . .
H50C H 0.1627 0.5833 0.4531 0.047 Uiso 1 1 calc R U . . .
V3 V 0.16648(3) 1.00363(7) 0.75002(3) 0.02100(17) Uani 1 1 d . . . . .
O7 O 0.17703(12) 1.1482(3) 0.76311(11) 0.0277(7) Uani 1 1 d . . . . .
O8 O 0.21817(12) 0.9228(3) 0.76109(11) 0.0257(7) Uani 1 1 d . . . . .
O9 O 0.12905(11) 0.9471(3) 0.80679(11) 0.0246(7) Uani 1 1 d . . . . .
C51 C 0.08115(16) 0.9624(4) 0.82021(16) 0.0224(9) Uani 1 1 d . . . . .
C52 C 0.06811(17) 0.9551(4) 0.87230(16) 0.0219(9) Uani 1 1 d . . . . .
C53 C 0.01736(17) 0.9721(4) 0.88372(16) 0.0242(10) Uani 1 1 d . . . . .
H53 H 0.0088 0.9684 0.9184 0.029 Uiso 1 1 calc R U . . .
C54 C -0.02296(17) 0.9944(4) 0.84805(16) 0.0234(9) Uani 1 1 d . . . . .
C55 C -0.01007(17) 0.9989(4) 0.79781(17) 0.0249(9) Uani 1 1 d . . . . .
H55 H -0.0359 1.0134 0.7725 0.030 Uiso 1 1 calc R U . . .
C56 C 0.04146(16) 0.9820(4) 0.78349(16) 0.0224(9) Uani 1 1 d . . . . .
C57 C 0.10974(17) 0.9339(4) 0.91339(17) 0.0250(10) Uani 1 1 d . . . . .
C58 C 0.14686(18) 1.0430(4) 0.91371(18) 0.0289(11) Uani 1 1 d . . . . .
H58A H 0.1626 1.0495 0.8806 0.043 Uiso 1 1 calc R U . . .
H58B H 0.1736 1.0303 0.9400 0.043 Uiso 1 1 calc R U . . .
H58C H 0.1281 1.1191 0.9207 0.043 Uiso 1 1 calc R U . . .
C59 C 0.13790(18) 0.8119(4) 0.90386(17) 0.0272(10) Uani 1 1 d . . . . .
H59A H 0.1531 0.8143 0.8704 0.041 Uiso 1 1 calc R U . . .
H59B H 0.1136 0.7433 0.9053 0.041 Uiso 1 1 calc R U . . .
H59C H 0.1650 0.8005 0.9298 0.041 Uiso 1 1 calc R U . . .
C60 C 0.08762(19) 0.9266(5) 0.96663(17) 0.0337(12) Uani 1 1 d . . . . .
H60A H 0.1153 0.9096 0.9915 0.051 Uiso 1 1 calc R U . . .
H60B H 0.0622 0.8603 0.9676 0.051 Uiso 1 1 calc R U . . .
H60C H 0.0713 1.0052 0.9748 0.051 Uiso 1 1 calc R U . . .
C61 C -0.07739(16) 1.0140(4) 0.86621(16) 0.0234(9) Uani 1 1 d . . . . .
C62 C -0.07896(19) 1.1297(4) 0.89980(18) 0.0304(11) Uani 1 1 d . . . . .
H62A H -0.0715 1.2028 0.8795 0.046 Uiso 1 1 calc R U . . .
H62B H -0.0533 1.1223 0.9274 0.046 Uiso 1 1 calc R U . . .
H62C H -0.1131 1.1379 0.9139 0.046 Uiso 1 1 calc R U . . .
C63 C -0.0936(2) 0.9008(5) 0.89760(19) 0.0341(12) Uani 1 1 d . . . . .
H63A H -0.1280 0.9145 0.9105 0.051 Uiso 1 1 calc R U . . .
H63B H -0.0693 0.8890 0.9261 0.051 Uiso 1 1 calc R U . . .
H63C H -0.0939 0.8271 0.8761 0.051 Uiso 1 1 calc R U . . .
C64 C -0.11611(17) 1.0307(5) 0.82219(18) 0.0307(11) Uani 1 1 d . . . . .
H64A H -0.1062 1.1017 0.8017 0.046 Uiso 1 1 calc R U . . .
H64B H -0.1502 1.0448 0.8355 0.046 Uiso 1 1 calc R U . . .
H64C H -0.1167 0.9563 0.8011 0.046 Uiso 1 1 calc R U . . .
C65 C 0.05099(17) 0.9769(4) 0.73071(16) 0.0232(9) Uani 1 1 d . . . . .
H65 H 0.0222 0.9827 0.7081 0.028 Uiso 1 1 calc R U . . .
N5 N 0.09602(13) 0.9649(3) 0.71054(13) 0.0205(8) Uani 1 1 d . . . . .
C66 C 0.09791(16) 0.9492(4) 0.65733(15) 0.0188(8) Uani 1 1 d . . . . .
C67 C 0.05933(16) 0.9043(4) 0.62608(16) 0.0206(9) Uani 1 1 d . . . . .
H67 H 0.0285 0.8754 0.6400 0.025 Uiso 1 1 calc R U . . .
C68 C 0.06555(18) 0.9012(4) 0.57320(17) 0.0236(9) Uani 1 1 d . . . . .
H68 H 0.0388 0.8692 0.5519 0.028 Uiso 1 1 calc R U . . .
C69 C 0.10939(17) 0.9435(4) 0.55213(16) 0.0229(9) Uani 1 1 d . . . . .
H69 H 0.1124 0.9443 0.5164 0.027 Uiso 1 1 calc R U . . .
C70 C 0.15027(17) 0.9862(4) 0.58384(15) 0.0210(9) Uani 1 1 d . . . . .
C71 C 0.14465(17) 0.9862(4) 0.63681(16) 0.0206(9) Uani 1 1 d . . . . .
N6 N 0.18297(13) 1.0222(3) 0.67072(13) 0.0183(7) Uani 1 1 d . . . . .
C72 C 0.22752(17) 1.0627(4) 0.65223(17) 0.0223(9) Uani 1 1 d . . . . .
C73 C 0.23486(17) 1.0696(4) 0.59942(16) 0.0227(9) Uani 1 1 d . . . . .
H73 H 0.2661 1.1013 0.5872 0.027 Uiso 1 1 calc R U . . .
C74 C 0.19744(17) 1.0313(4) 0.56583(16) 0.0231(9) Uani 1 1 d . . . . .
H74 H 0.2030 1.0347 0.5305 0.028 Uiso 1 1 calc R U . . .
C75 C 0.26994(17) 1.1030(4) 0.68852(17) 0.0250(10) Uani 1 1 d . . . . .
H75A H 0.2611 1.1825 0.7035 0.038 Uiso 1 1 calc R U . . .
H75B H 0.3019 1.1113 0.6703 0.038 Uiso 1 1 calc R U . . .
H75C H 0.2744 1.0413 0.7154 0.038 Uiso 1 1 calc R U . . .
N7 N 0.2039(2) 0.2805(6) 0.1504(2) 0.0667(17) Uani 1 1 d . . . . .
C76 C 0.2271(2) 0.1968(7) 0.1383(2) 0.0463(15) Uani 1 1 d . . . . .
C77 C 0.2561(2) 0.0886(6) 0.1241(2) 0.0520(17) Uani 1 1 d . . . . .
H77A H 0.2923 0.1008 0.1333 0.078 Uiso 1 1 calc R U . . .
H77B H 0.2524 0.0757 0.0875 0.078 Uiso 1 1 calc R U . . .
H77C H 0.2431 0.0162 0.1419 0.078 Uiso 1 1 calc R U . . .
N8 N 0.0671(2) 0.8926(6) 0.3242(2) 0.0605(16) Uani 1 1 d . . . . .
C78 C 0.1035(2) 0.9200(5) 0.34636(19) 0.0367(12) Uani 1 1 d . . . . .
C79 C 0.1492(2) 0.9560(6) 0.3750(2) 0.0471(15) Uani 1 1 d . . . . .
H79A H 0.1398 1.0113 0.4025 0.071 Uiso 1 1 calc R U . . .
H79B H 0.1726 0.9987 0.3526 0.071 Uiso 1 1 calc R U . . .
H79C H 0.1660 0.8824 0.3891 0.071 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 O1 1.623(3) . ?
V1 O2 1.629(4) . ?
V1 O3 1.914(3) . ?
V1 N1 2.139(4) . ?
V1 N2 2.165(4) . ?
O3 C1 1.329(5) . ?
C1 C6 1.413(6) . ?
C1 C2 1.424(6) . ?
C2 C3 1.389(6) . ?
C2 C7 1.535(6) . ?
C3 C4 1.409(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.373(6) . ?
C4 C11 1.543(6) . ?
C5 C6 1.420(6) . ?
C5 H5 0.9500 . ?
C6 C15 1.426(6) . ?
C7 C8 1.536(6) . ?
C7 C10 1.537(6) . ?
C7 C9 1.548(7) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C13 1.537(6) . ?
C11 C12 1.537(7) . ?
C11 C14 1.538(6) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 N1 1.301(5) . ?
C15 H15 0.9500 . ?
N1 C16 1.423(5) . ?
C16 C17 1.366(6) . ?
C16 C21 1.425(6) . ?
C17 C18 1.417(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.372(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.413(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.410(6) . ?
C20 C24 1.422(6) . ?
C21 N2 1.375(5) . ?
N2 C22 1.335(5) . ?
C22 C23 1.424(6) . ?
C22 C25 1.504(6) . ?
C23 C24 1.351(6) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
V2 O4 1.627(3) . ?
V2 O5 1.629(3) . ?
V2 O6 1.911(3) . ?
V2 N4 2.145(4) . ?
V2 N3 2.147(4) . ?
O6 C26 1.314(5) . ?
C26 C31 1.410(6) . ?
C26 C27 1.428(6) . ?
C27 C28 1.384(6) . ?
C27 C32 1.546(6) . ?
C28 C29 1.409(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.378(6) . ?
C29 C36 1.533(6) . ?
C30 C31 1.412(6) . ?
C30 H30 0.9500 . ?
C31 C40 1.420(6) . ?
C32 C34 1.537(6) . ?
C32 C35 1.539(6) . ?
C32 C33 1.545(6) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C37 1.522(7) . ?
C36 C39 1.525(6) . ?
C36 C38 1.552(7) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 N3 1.311(5) . ?
C40 H40 0.9500 . ?
N3 C41 1.431(5) . ?
C41 C42 1.380(6) . ?
C41 C46 1.419(6) . ?
C42 C43 1.410(6) . ?
C42 H42 0.9500 . ?
C43 C44 1.363(6) . ?
C43 H43 0.9500 . ?
C44 C45 1.419(6) . ?
C44 H44 0.9500 . ?
C45 C49 1.406(6) . ?
C45 C46 1.419(6) . ?
C46 N4 1.375(5) . ?
N4 C47 1.347(5) . ?
C47 C48 1.410(6) . ?
C47 C50 1.497(6) . ?
C48 C49 1.364(6) . ?
C48 H48 0.9500 . ?
C49 H49 0.9500 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
V3 O7 1.627(3) . ?
V3 O8 1.630(3) . ?
V3 O9 1.916(3) . ?
V3 N5 2.132(4) . ?
V3 N6 2.162(4) . ?
O9 C51 1.321(5) . ?
C51 C56 1.416(6) . ?
C51 C52 1.430(6) . ?
C52 C53 1.381(6) . ?
C52 C57 1.533(6) . ?
C53 C54 1.414(6) . ?
C53 H53 0.9500 . ?
C54 C55 1.381(6) . ?
C54 C61 1.529(6) . ?
C55 C56 1.421(6) . ?
C55 H55 0.9500 . ?
C56 C65 1.426(6) . ?
C57 C58 1.530(6) . ?
C57 C59 1.537(6) . ?
C57 C60 1.539(6) . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 C64 1.531(6) . ?
C61 C62 1.539(6) . ?
C61 C63 1.548(6) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C65 N5 1.312(5) . ?
C65 H65 0.9500 . ?
N5 C66 1.419(5) . ?
C66 C67 1.374(6) . ?
C66 C71 1.409(6) . ?
C67 C68 1.413(6) . ?
C67 H67 0.9500 . ?
C68 C69 1.367(6) . ?
C68 H68 0.9500 . ?
C69 C70 1.416(6) . ?
C69 H69 0.9500 . ?
C70 C71 1.412(6) . ?
C70 C74 1.421(6) . ?
C71 N6 1.381(5) . ?
N6 C72 1.349(5) . ?
C72 C73 1.417(6) . ?
C72 C75 1.510(6) . ?
C73 C74 1.367(6) . ?
C73 H73 0.9500 . ?
C74 H74 0.9500 . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C75 H75C 0.9800 . ?
N7 C76 1.142(8) . ?
C76 C77 1.453(9) . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?
N8 C78 1.142(7) . ?
C78 C79 1.449(7) . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 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
O1 V1 O2 110.12(18) . . ?
O1 V1 O3 96.32(15) . . ?
O2 V1 O3 103.74(16) . . ?
O1 V1 N1 134.65(17) . . ?
O2 V1 N1 114.37(16) . . ?
O3 V1 N1 81.61(14) . . ?
O1 V1 N2 90.92(15) . . ?
O2 V1 N2 98.24(15) . . ?
O3 V1 N2 152.78(14) . . ?
N1 V1 N2 74.75(14) . . ?
C1 O3 V1 128.3(3) . . ?
O3 C1 C6 120.3(4) . . ?
O3 C1 C2 119.3(4) . . ?
C6 C1 C2 120.3(4) . . ?
C3 C2 C1 116.4(4) . . ?
C3 C2 C7 122.3(4) . . ?
C1 C2 C7 121.3(4) . . ?
C2 C3 C4 125.0(4) . . ?
C2 C3 H3 117.5 . . ?
C4 C3 H3 117.5 . . ?
C5 C4 C3 117.1(4) . . ?
C5 C4 C11 123.3(4) . . ?
C3 C4 C11 119.6(4) . . ?
C4 C5 C6 121.4(4) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C5 119.5(4) . . ?
C1 C6 C15 121.0(4) . . ?
C5 C6 C15 119.4(4) . . ?
C2 C7 C8 110.3(4) . . ?
C2 C7 C10 112.0(4) . . ?
C8 C7 C10 107.7(4) . . ?
C2 C7 C9 109.1(4) . . ?
C8 C7 C9 109.9(4) . . ?
C10 C7 C9 107.8(4) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C13 C11 C12 108.6(4) . . ?
C13 C11 C14 109.3(4) . . ?
C12 C11 C14 108.3(4) . . ?
C13 C11 C4 110.2(4) . . ?
C12 C11 C4 108.2(4) . . ?
C14 C11 C4 112.2(4) . . ?
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 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 C6 125.9(4) . . ?
N1 C15 H15 117.1 . . ?
C6 C15 H15 117.1 . . ?
C15 N1 C16 120.3(4) . . ?
C15 N1 V1 121.5(3) . . ?
C16 N1 V1 116.9(3) . . ?
C17 C16 N1 126.7(4) . . ?
C17 C16 C21 119.8(4) . . ?
N1 C16 C21 113.4(4) . . ?
C16 C17 C18 120.4(4) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C19 C18 C17 120.6(4) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 120.0(4) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C21 C20 C19 119.4(4) . . ?
C21 C20 C24 116.4(4) . . ?
C19 C20 C24 124.2(4) . . ?
N2 C21 C20 123.7(4) . . ?
N2 C21 C16 116.8(4) . . ?
C20 C21 C16 119.5(4) . . ?
C22 N2 C21 118.4(4) . . ?
C22 N2 V1 125.0(3) . . ?
C21 N2 V1 116.3(3) . . ?
N2 C22 C23 120.8(4) . . ?
N2 C22 C25 119.7(4) . . ?
C23 C22 C25 119.5(4) . . ?
C24 C23 C22 121.2(4) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C23 C24 C20 119.6(4) . . ?
C23 C24 H24 120.2 . . ?
C20 C24 H24 120.2 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O4 V2 O5 109.45(17) . . ?
O4 V2 O6 96.27(15) . . ?
O5 V2 O6 104.40(16) . . ?
O4 V2 N4 90.71(16) . . ?
O5 V2 N4 95.29(16) . . ?
O6 V2 N4 155.47(14) . . ?
O4 V2 N3 134.52(16) . . ?
O5 V2 N3 114.81(15) . . ?
O6 V2 N3 82.77(13) . . ?
N4 V2 N3 75.66(14) . . ?
C26 O6 V2 138.0(3) . . ?
O6 C26 C31 121.1(4) . . ?
O6 C26 C27 119.8(4) . . ?
C31 C26 C27 119.1(4) . . ?
C28 C27 C26 116.8(4) . . ?
C28 C27 C32 122.7(4) . . ?
C26 C27 C32 120.5(4) . . ?
C27 C28 C29 125.5(4) . . ?
C27 C28 H28 117.3 . . ?
C29 C28 H28 117.3 . . ?
C30 C29 C28 116.5(4) . . ?
C30 C29 C36 123.4(4) . . ?
C28 C29 C36 120.1(4) . . ?
C29 C30 C31 121.3(4) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C26 C31 C30 120.8(4) . . ?
C26 C31 C40 122.0(4) . . ?
C30 C31 C40 117.2(4) . . ?
C34 C32 C35 108.1(4) . . ?
C34 C32 C33 110.0(4) . . ?
C35 C32 C33 107.4(4) . . ?
C34 C32 C27 109.6(4) . . ?
C35 C32 C27 111.9(4) . . ?
C33 C32 C27 109.7(4) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 C36 C39 108.8(4) . . ?
C37 C36 C29 109.6(4) . . ?
C39 C36 C29 111.7(4) . . ?
C37 C36 C38 109.7(4) . . ?
C39 C36 C38 108.2(4) . . ?
C29 C36 C38 108.8(4) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N3 C40 C31 126.2(4) . . ?
N3 C40 H40 116.9 . . ?
C31 C40 H40 116.9 . . ?
C40 N3 C41 117.6(4) . . ?
C40 N3 V2 126.0(3) . . ?
C41 N3 V2 116.3(3) . . ?
C42 C41 C46 119.4(4) . . ?
C42 C41 N3 126.7(4) . . ?
C46 C41 N3 113.9(4) . . ?
C41 C42 C43 120.8(4) . . ?
C41 C42 H42 119.6 . . ?
C43 C42 H42 119.6 . . ?
C44 C43 C42 120.8(4) . . ?
C44 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C43 C44 C45 120.2(4) . . ?
C43 C44 H44 119.9 . . ?
C45 C44 H44 119.9 . . ?
C49 C45 C46 117.0(4) . . ?
C49 C45 C44 123.8(4) . . ?
C46 C45 C44 119.2(4) . . ?
N4 C46 C45 123.0(4) . . ?
N4 C46 C41 117.3(4) . . ?
C45 C46 C41 119.6(4) . . ?
C47 N4 C46 118.2(4) . . ?
C47 N4 V2 125.0(3) . . ?
C46 N4 V2 116.7(3) . . ?
N4 C47 C48 121.2(4) . . ?
N4 C47 C50 119.5(4) . . ?
C48 C47 C50 119.4(4) . . ?
C49 C48 C47 120.9(4) . . ?
C49 C48 H48 119.5 . . ?
C47 C48 H48 119.5 . . ?
C48 C49 C45 119.7(5) . . ?
C48 C49 H49 120.2 . . ?
C45 C49 H49 120.2 . . ?
C47 C50 H50A 109.5 . . ?
C47 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C47 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
O7 V3 O8 110.23(17) . . ?
O7 V3 O9 103.23(15) . . ?
O8 V3 O9 97.25(15) . . ?
O7 V3 N5 115.64(15) . . ?
O8 V3 N5 132.95(16) . . ?
O9 V3 N5 82.38(14) . . ?
O7 V3 N6 94.55(15) . . ?
O8 V3 N6 92.12(14) . . ?
O9 V3 N6 155.52(14) . . ?
N5 V3 N6 74.74(14) . . ?
C51 O9 V3 132.8(3) . . ?
O9 C51 C56 121.0(4) . . ?
O9 C51 C52 120.4(4) . . ?
C56 C51 C52 118.6(4) . . ?
C53 C52 C51 117.4(4) . . ?
C53 C52 C57 122.1(4) . . ?
C51 C52 C57 120.5(4) . . ?
C52 C53 C54 125.3(4) . . ?
C52 C53 H53 117.3 . . ?
C54 C53 H53 117.3 . . ?
C55 C54 C53 116.7(4) . . ?
C55 C54 C61 123.5(4) . . ?
C53 C54 C61 119.7(4) . . ?
C54 C55 C56 120.7(4) . . ?
C54 C55 H55 119.6 . . ?
C56 C55 H55 119.6 . . ?
C51 C56 C55 121.2(4) . . ?
C51 C56 C65 121.3(4) . . ?
C55 C56 C65 117.3(4) . . ?
C58 C57 C52 108.9(4) . . ?
C58 C57 C59 111.1(4) . . ?
C52 C57 C59 110.3(4) . . ?
C58 C57 C60 106.8(4) . . ?
C52 C57 C60 112.3(4) . . ?
C59 C57 C60 107.5(4) . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C57 C59 H59A 109.5 . . ?
C57 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C57 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C57 C60 H60A 109.5 . . ?
C57 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C57 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C54 C61 C64 112.2(4) . . ?
C54 C61 C62 109.6(4) . . ?
C64 C61 C62 108.3(4) . . ?
C54 C61 C63 109.3(4) . . ?
C64 C61 C63 108.4(4) . . ?
C62 C61 C63 109.0(4) . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C61 C63 H63A 109.5 . . ?
C61 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C61 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C61 C64 H64A 109.5 . . ?
C61 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C61 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
N5 C65 C56 125.8(4) . . ?
N5 C65 H65 117.1 . . ?
C56 C65 H65 117.1 . . ?
C65 N5 C66 118.2(4) . . ?
C65 N5 V3 123.6(3) . . ?
C66 N5 V3 117.1(3) . . ?
C67 C66 C71 119.9(4) . . ?
C67 C66 N5 126.4(4) . . ?
C71 C66 N5 113.8(4) . . ?
C66 C67 C68 120.0(4) . . ?
C66 C67 H67 120.0 . . ?
C68 C67 H67 120.0 . . ?
C69 C68 C67 121.1(4) . . ?
C69 C68 H68 119.4 . . ?
C67 C68 H68 119.4 . . ?
C68 C69 C70 119.7(4) . . ?
C68 C69 H69 120.2 . . ?
C70 C69 H69 120.2 . . ?
C71 C70 C69 119.3(4) . . ?
C71 C70 C74 116.6(4) . . ?
C69 C70 C74 124.1(4) . . ?
N6 C71 C66 116.8(4) . . ?
N6 C71 C70 123.4(4) . . ?
C66 C71 C70 119.9(4) . . ?
C72 N6 C71 118.3(4) . . ?
C72 N6 V3 125.4(3) . . ?
C71 N6 V3 116.3(3) . . ?
N6 C72 C73 121.1(4) . . ?
N6 C72 C75 119.3(4) . . ?
C73 C72 C75 119.6(4) . . ?
C74 C73 C72 120.6(4) . . ?
C74 C73 H73 119.7 . . ?
C72 C73 H73 119.7 . . ?
C73 C74 C70 119.9(4) . . ?
C73 C74 H74 120.1 . . ?
C70 C74 H74 120.1 . . ?
C72 C75 H75A 109.5 . . ?
C72 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
C72 C75 H75C 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
N7 C76 C77 178.5(7) . . ?
C76 C77 H77A 109.5 . . ?
C76 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
C76 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
N8 C78 C79 179.1(7) . . ?
C78 C79 H79A 109.5 . . ?
C78 C79 H79B 109.5 . . ?
H79A C79 H79B 109.5 . . ?
C78 C79 H79C 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 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 C1 C6 -36.7(6) . . . . ?
V1 O3 C1 C2 144.5(3) . . . . ?
O3 C1 C2 C3 -175.5(4) . . . . ?
C6 C1 C2 C3 5.8(6) . . . . ?
O3 C1 C2 C7 3.7(7) . . . . ?
C6 C1 C2 C7 -175.1(4) . . . . ?
C1 C2 C3 C4 -1.5(7) . . . . ?
C7 C2 C3 C4 179.3(4) . . . . ?
C2 C3 C4 C5 -3.5(7) . . . . ?
C2 C3 C4 C11 174.9(4) . . . . ?
C3 C4 C5 C6 4.3(7) . . . . ?
C11 C4 C5 C6 -174.0(4) . . . . ?
O3 C1 C6 C5 176.2(4) . . . . ?
C2 C1 C6 C5 -5.1(7) . . . . ?
O3 C1 C6 C15 -6.3(7) . . . . ?
C2 C1 C6 C15 172.4(4) . . . . ?
C4 C5 C6 C1 -0.2(7) . . . . ?
C4 C5 C6 C15 -177.7(4) . . . . ?
C3 C2 C7 C8 118.6(5) . . . . ?
C1 C2 C7 C8 -60.5(6) . . . . ?
C3 C2 C7 C10 -1.3(6) . . . . ?
C1 C2 C7 C10 179.6(4) . . . . ?
C3 C2 C7 C9 -120.5(5) . . . . ?
C1 C2 C7 C9 60.4(5) . . . . ?
C5 C4 C11 C13 -124.1(5) . . . . ?
C3 C4 C11 C13 57.5(5) . . . . ?
C5 C4 C11 C12 117.3(5) . . . . ?
C3 C4 C11 C12 -61.1(5) . . . . ?
C5 C4 C11 C14 -2.1(6) . . . . ?
C3 C4 C11 C14 179.5(4) . . . . ?
C1 C6 C15 N1 12.8(7) . . . . ?
C5 C6 C15 N1 -169.7(4) . . . . ?
C6 C15 N1 C16 -175.6(4) . . . . ?
C6 C15 N1 V1 17.6(6) . . . . ?
C15 N1 C16 C17 26.4(7) . . . . ?
V1 N1 C16 C17 -166.2(4) . . . . ?
C15 N1 C16 C21 -155.4(4) . . . . ?
V1 N1 C16 C21 12.0(5) . . . . ?
N1 C16 C17 C18 -177.7(4) . . . . ?
C21 C16 C17 C18 4.2(6) . . . . ?
C16 C17 C18 C19 -0.2(7) . . . . ?
C17 C18 C19 C20 -2.5(7) . . . . ?
C18 C19 C20 C21 1.0(6) . . . . ?
C18 C19 C20 C24 -177.3(4) . . . . ?
C19 C20 C21 N2 -178.1(4) . . . . ?
C24 C20 C21 N2 0.4(6) . . . . ?
C19 C20 C21 C16 3.1(6) . . . . ?
C24 C20 C21 C16 -178.5(4) . . . . ?
C17 C16 C21 N2 175.4(4) . . . . ?
N1 C16 C21 N2 -2.9(6) . . . . ?
C17 C16 C21 C20 -5.7(6) . . . . ?
N1 C16 C21 C20 176.0(4) . . . . ?
C20 C21 N2 C22 -0.6(6) . . . . ?
C16 C21 N2 C22 178.3(4) . . . . ?
C20 C21 N2 V1 173.8(3) . . . . ?
C16 C21 N2 V1 -7.3(5) . . . . ?
C21 N2 C22 C23 0.8(6) . . . . ?
V1 N2 C22 C23 -173.2(3) . . . . ?
C21 N2 C22 C25 -179.3(4) . . . . ?
V1 N2 C22 C25 6.7(6) . . . . ?
N2 C22 C23 C24 -0.7(7) . . . . ?
C25 C22 C23 C24 179.4(4) . . . . ?
C22 C23 C24 C20 0.4(7) . . . . ?
C21 C20 C24 C23 -0.3(7) . . . . ?
C19 C20 C24 C23 178.1(4) . . . . ?
V2 O6 C26 C31 -13.7(7) . . . . ?
V2 O6 C26 C27 167.5(3) . . . . ?
O6 C26 C27 C28 -178.1(4) . . . . ?
C31 C26 C27 C28 3.1(6) . . . . ?
O6 C26 C27 C32 1.0(6) . . . . ?
C31 C26 C27 C32 -177.8(4) . . . . ?
C26 C27 C28 C29 -0.7(7) . . . . ?
C32 C27 C28 C29 -179.8(4) . . . . ?
C27 C28 C29 C30 -1.6(7) . . . . ?
C27 C28 C29 C36 179.3(4) . . . . ?
C28 C29 C30 C31 1.4(7) . . . . ?
C36 C29 C30 C31 -179.4(4) . . . . ?
O6 C26 C31 C30 177.9(4) . . . . ?
C27 C26 C31 C30 -3.3(6) . . . . ?
O6 C26 C31 C40 -4.0(7) . . . . ?
C27 C26 C31 C40 174.7(4) . . . . ?
C29 C30 C31 C26 1.0(7) . . . . ?
C29 C30 C31 C40 -177.2(4) . . . . ?
C28 C27 C32 C34 116.4(5) . . . . ?
C26 C27 C32 C34 -62.7(5) . . . . ?
C28 C27 C32 C35 -3.6(6) . . . . ?
C26 C27 C32 C35 177.4(4) . . . . ?
C28 C27 C32 C33 -122.7(5) . . . . ?
C26 C27 C32 C33 58.2(5) . . . . ?
C30 C29 C36 C37 123.2(5) . . . . ?
C28 C29 C36 C37 -57.7(6) . . . . ?
C30 C29 C36 C39 2.6(7) . . . . ?
C28 C29 C36 C39 -178.3(4) . . . . ?
C30 C29 C36 C38 -116.8(5) . . . . ?
C28 C29 C36 C38 62.3(6) . . . . ?
C26 C31 C40 N3 2.2(7) . . . . ?
C30 C31 C40 N3 -179.7(4) . . . . ?
C31 C40 N3 C41 -172.1(4) . . . . ?
C31 C40 N3 V2 13.2(7) . . . . ?
C40 N3 C41 C42 7.8(7) . . . . ?
V2 N3 C41 C42 -177.0(4) . . . . ?
C40 N3 C41 C46 -174.3(4) . . . . ?
V2 N3 C41 C46 0.9(5) . . . . ?
C46 C41 C42 C43 -0.2(7) . . . . ?
N3 C41 C42 C43 177.6(4) . . . . ?
C41 C42 C43 C44 -0.3(7) . . . . ?
C42 C43 C44 C45 0.2(7) . . . . ?
C43 C44 C45 C49 -179.3(4) . . . . ?
C43 C44 C45 C46 0.5(7) . . . . ?
C49 C45 C46 N4 0.0(6) . . . . ?
C44 C45 C46 N4 -179.8(4) . . . . ?
C49 C45 C46 C41 178.8(4) . . . . ?
C44 C45 C46 C41 -1.0(6) . . . . ?
C42 C41 C46 N4 179.7(4) . . . . ?
N3 C41 C46 N4 1.6(6) . . . . ?
C42 C41 C46 C45 0.9(6) . . . . ?
N3 C41 C46 C45 -177.2(4) . . . . ?
C45 C46 N4 C47 -1.4(6) . . . . ?
C41 C46 N4 C47 179.8(4) . . . . ?
C45 C46 N4 V2 175.4(3) . . . . ?
C41 C46 N4 V2 -3.4(5) . . . . ?
C46 N4 C47 C48 1.6(6) . . . . ?
V2 N4 C47 C48 -174.9(3) . . . . ?
C46 N4 C47 C50 -178.6(4) . . . . ?
V2 N4 C47 C50 5.0(6) . . . . ?
N4 C47 C48 C49 -0.4(7) . . . . ?
C50 C47 C48 C49 179.7(4) . . . . ?
C47 C48 C49 C45 -1.0(7) . . . . ?
C46 C45 C49 C48 1.1(7) . . . . ?
C44 C45 C49 C48 -179.1(4) . . . . ?
V3 O9 C51 C56 28.0(7) . . . . ?
V3 O9 C51 C52 -154.1(3) . . . . ?
O9 C51 C52 C53 180.0(4) . . . . ?
C56 C51 C52 C53 -2.1(7) . . . . ?
O9 C51 C52 C57 2.0(7) . . . . ?
C56 C51 C52 C57 179.9(4) . . . . ?
C51 C52 C53 C54 0.9(7) . . . . ?
C57 C52 C53 C54 178.8(4) . . . . ?
C52 C53 C54 C55 0.3(7) . . . . ?
C52 C53 C54 C61 -178.8(4) . . . . ?
C53 C54 C55 C56 -0.2(7) . . . . ?
C61 C54 C55 C56 178.9(4) . . . . ?
O9 C51 C56 C55 -179.8(4) . . . . ?
C52 C51 C56 C55 2.3(7) . . . . ?
O9 C51 C56 C65 4.7(7) . . . . ?
C52 C51 C56 C65 -173.2(4) . . . . ?
C54 C55 C56 C51 -1.1(7) . . . . ?
C54 C55 C56 C65 174.5(4) . . . . ?
C53 C52 C57 C58 -114.8(5) . . . . ?
C51 C52 C57 C58 63.0(5) . . . . ?
C53 C52 C57 C59 123.0(5) . . . . ?
C51 C52 C57 C59 -59.1(5) . . . . ?
C53 C52 C57 C60 3.2(6) . . . . ?
C51 C52 C57 C60 -178.9(4) . . . . ?
C55 C54 C61 C64 3.7(7) . . . . ?
C53 C54 C61 C64 -177.3(4) . . . . ?
C55 C54 C61 C62 -116.7(5) . . . . ?
C53 C54 C61 C62 62.3(5) . . . . ?
C55 C54 C61 C63 124.0(5) . . . . ?
C53 C54 C61 C63 -57.0(6) . . . . ?
C51 C56 C65 N5 -6.1(8) . . . . ?
C55 C56 C65 N5 178.2(4) . . . . ?
C56 C65 N5 C66 173.9(4) . . . . ?
C56 C65 N5 V3 -19.1(7) . . . . ?
C65 N5 C66 C67 -23.6(7) . . . . ?
V3 N5 C66 C67 168.5(4) . . . . ?
C65 N5 C66 C71 155.7(4) . . . . ?
V3 N5 C66 C71 -12.2(5) . . . . ?
C71 C66 C67 C68 -3.2(6) . . . . ?
N5 C66 C67 C68 176.0(4) . . . . ?
C66 C67 C68 C69 -0.7(7) . . . . ?
C67 C68 C69 C70 2.9(7) . . . . ?
C68 C69 C70 C71 -1.1(6) . . . . ?
C68 C69 C70 C74 179.6(4) . . . . ?
C67 C66 C71 N6 -175.6(4) . . . . ?
N5 C66 C71 N6 5.1(6) . . . . ?
C67 C66 C71 C70 5.0(6) . . . . ?
N5 C66 C71 C70 -174.3(4) . . . . ?
C69 C70 C71 N6 177.8(4) . . . . ?
C74 C70 C71 N6 -2.9(6) . . . . ?
C69 C70 C71 C66 -2.8(6) . . . . ?
C74 C70 C71 C66 176.5(4) . . . . ?
C66 C71 N6 C72 -177.5(4) . . . . ?
C70 C71 N6 C72 2.0(6) . . . . ?
C66 C71 N6 V3 4.1(5) . . . . ?
C70 C71 N6 V3 -176.5(3) . . . . ?
C71 N6 C72 C73 0.6(6) . . . . ?
V3 N6 C72 C73 178.9(3) . . . . ?
C71 N6 C72 C75 179.8(4) . . . . ?
V3 N6 C72 C75 -1.9(6) . . . . ?
N6 C72 C73 C74 -2.3(7) . . . . ?
C75 C72 C73 C74 178.6(4) . . . . ?
C72 C73 C74 C70 1.2(7) . . . . ?
C71 C70 C74 C73 1.2(6) . . . . ?
C69 C70 C74 C73 -179.5(4) . . . . ?

_refine_diff_density_max         0.507
_refine_diff_density_min         -0.862
_refine_diff_density_rms         0.097

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 998657'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3

_audit_creation_method           'SHELXL-97 and CrysAlisPro RED'

_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_structural     '[VO (C7H4N2-C9H5N-N=CH-C6H2O(tBu)2}].MeCN'
_chemical_formula_moiety         'C31 H30 N4 O2 V, C2 H3 N'
_chemical_formula_sum            'C33 H33 N5 O2 V'
_chemical_formula_weight         582.58

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   P21/c

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

_cell_length_a                   11.8130(4)
_cell_length_b                   14.8706(4)
_cell_length_c                   17.5707(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.120(3)
_cell_angle_gamma                90.00
_cell_volume                     3006.01(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    140(1)
_cell_measurement_reflns_used    3.26
_cell_measurement_theta_min      21.25
_cell_measurement_theta_max      3330

_exptl_crystal_description       plate
_exptl_crystal_colour            orange-brown
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1220
_exptl_absorpt_coefficient_mu    0.368
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_T_max  1.022
_exptl_absorpt_process_details   
;
 CrysAlisPro RED, Oxford Diffraction Ltd., Version 1.171.32.24 
 Empirical absorption correction using spherical harmonics,
  implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      140(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur 3/CCD'
_diffrn_measurement_method       'Thin slice φ and ω scans'
_diffrn_detector_area_resol_mean 16.0050

_diffrn_reflns_number            36680
_diffrn_reflns_av_R_equivalents  0.1537
_diffrn_reflns_av_sigmaI/netI    0.1079
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.26
_diffrn_reflns_theta_max         21.25
_reflns_number_total             3330
_reflns_number_gt                2217
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       
;
 CrysAlisPro CCD, Oxford Diffraction Ltd., Version 1.171.32.24 
;
_computing_cell_refinement       
;
 CrysAlisPro RED, Oxford Diffraction Ltd., Version 1.171.32.24 
;
_computing_data_reduction        
;
 CrysAlisPro RED, Oxford Diffraction Ltd., Version 1.171.32.24
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP (Johnson, 1971 and Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0272P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3330
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1205
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.0840
_refine_ls_wR_factor_gt          0.0708
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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
V V 0.25055(7) 0.58143(5) 0.48727(4) 0.0227(2) Uani 1 1 d . . .
O1 O 0.1526(2) 0.62661(19) 0.42130(17) 0.0293(9) Uani 1 1 d . . .
N1 N 0.2970(3) 0.4642(2) 0.4428(2) 0.0180(10) Uani 1 1 d . . .
C2 C 0.3829(4) 0.4644(3) 0.4049(3) 0.0217(13) Uani 1 1 d . . .
C3 C 0.4002(4) 0.3877(3) 0.3618(3) 0.0271(13) Uani 1 1 d . . .
H3 H 0.4606 0.3869 0.3358 0.032 Uiso 1 1 calc R . .
C4 C 0.3294(4) 0.3148(3) 0.3578(3) 0.0250(13) Uani 1 1 d . . .
H4 H 0.3395 0.2655 0.3275 0.030 Uiso 1 1 calc R . .
C5 C 0.1602(4) 0.2439(3) 0.4034(3) 0.0283(14) Uani 1 1 d . . .
H5 H 0.1637 0.1911 0.3757 0.034 Uiso 1 1 calc R . .
C6 C 0.0784(4) 0.2526(3) 0.4467(3) 0.0266(13) Uani 1 1 d . . .
H6 H 0.0254 0.2063 0.4467 0.032 Uiso 1 1 calc R . .
C7 C 0.0725(4) 0.3302(3) 0.4915(3) 0.0215(12) Uani 1 1 d . . .
H7 H 0.0173 0.3341 0.5216 0.026 Uiso 1 1 calc R . .
C8 C 0.1476(4) 0.3998(3) 0.4909(2) 0.0194(12) Uani 1 1 d . . .
N8 N 0.1583(3) 0.4830(2) 0.5326(2) 0.0187(10) Uani 1 1 d . . .
C9 C 0.2281(4) 0.3917(3) 0.4431(2) 0.0186(12) Uani 1 1 d . . .
C10 C 0.2396(4) 0.3140(3) 0.4001(3) 0.0226(12) Uani 1 1 d . . .
C11 C 0.2014(4) 0.6436(3) 0.6368(3) 0.0183(12) Uani 1 1 d . . .
O11 O 0.2654(2) 0.64526(18) 0.58311(16) 0.0229(8) Uani 1 1 d . . .
C12 C 0.1297(4) 0.5695(3) 0.6433(2) 0.0188(11) Uani 1 1 d . . .
C121 C 0.1178(4) 0.4923(3) 0.5941(3) 0.0194(12) Uani 1 1 d . . .
H121 H 0.0767 0.4440 0.6079 0.023 Uiso 1 1 calc R . .
C13 C 0.0678(3) 0.5677(3) 0.7033(3) 0.0236(12) Uani 1 1 d . . .
H13 H 0.0216 0.5181 0.7074 0.028 Uiso 1 1 calc R . .
C14 C 0.0738(4) 0.6370(3) 0.7559(3) 0.0268(13) Uani 1 1 d . . .
C141 C 0.0111(4) 0.6351(3) 0.8236(3) 0.0344(14) Uani 1 1 d . . .
C142 C -0.0681(5) 0.5532(3) 0.8189(3) 0.0570(18) Uani 1 1 d . . .
H14A H -0.1258 0.5548 0.7707 0.085 Uiso 1 1 calc R . .
H14B H -0.1055 0.5541 0.8620 0.085 Uiso 1 1 calc R . .
H14C H -0.0227 0.4994 0.8210 0.085 Uiso 1 1 calc R . .
C143 C 0.1020(4) 0.6319(3) 0.9008(3) 0.0453(16) Uani 1 1 d . . .
H14D H 0.1523 0.6832 0.9043 0.068 Uiso 1 1 calc R . .
H14E H 0.1470 0.5778 0.9030 0.068 Uiso 1 1 calc R . .
H14F H 0.0637 0.6328 0.9435 0.068 Uiso 1 1 calc R . .
C144 C -0.0636(4) 0.7203(3) 0.8209(3) 0.0444(16) Uani 1 1 d . . .
H14G H -0.0149 0.7725 0.8242 0.067 Uiso 1 1 calc R . .
H14H H -0.1009 0.7199 0.8641 0.067 Uiso 1 1 calc R . .
H14I H -0.1215 0.7217 0.7728 0.067 Uiso 1 1 calc R . .
C15 C 0.1457(4) 0.7096(3) 0.7472(3) 0.0235(12) Uani 1 1 d . . .
H15 H 0.1515 0.7566 0.7828 0.028 Uiso 1 1 calc R . .
C16 C 0.2085(4) 0.7169(3) 0.6904(2) 0.0177(12) Uani 1 1 d . . .
C161 C 0.2821(4) 0.8004(3) 0.6850(3) 0.0217(12) Uani 1 1 d . . .
C162 C 0.2380(4) 0.8467(3) 0.6064(3) 0.0294(13) Uani 1 1 d . . .
H16A H 0.2842 0.8991 0.6034 0.044 Uiso 1 1 calc R . .
H16B H 0.1583 0.8641 0.6012 0.044 Uiso 1 1 calc R . .
H16C H 0.2436 0.8059 0.5650 0.044 Uiso 1 1 calc R . .
C163 C 0.2757(4) 0.8686(3) 0.7491(2) 0.0293(13) Uani 1 1 d . . .
H16D H 0.3029 0.8412 0.7994 0.044 Uiso 1 1 calc R . .
H16E H 0.1967 0.8879 0.7437 0.044 Uiso 1 1 calc R . .
H16F H 0.3235 0.9196 0.7445 0.044 Uiso 1 1 calc R . .
C164 C 0.4103(4) 0.7744(3) 0.6953(3) 0.0333(14) Uani 1 1 d . . .
H16G H 0.4372 0.7455 0.7450 0.050 Uiso 1 1 calc R . .
H16H H 0.4557 0.8274 0.6930 0.050 Uiso 1 1 calc R . .
H16I H 0.4183 0.7339 0.6543 0.050 Uiso 1 1 calc R . .
C21 C 0.4459(4) 0.5487(3) 0.4131(3) 0.0199(12) Uani 1 1 d . . .
N22 N 0.4046(3) 0.6139(2) 0.4564(2) 0.0211(10) Uani 1 1 d . . .
C23 C 0.4747(4) 0.6865(3) 0.4498(3) 0.0227(12) Uani 1 1 d . . .
C24 C 0.4770(4) 0.7737(3) 0.4788(3) 0.0320(14) Uani 1 1 d . . .
H24 H 0.4248 0.7920 0.5082 0.038 Uiso 1 1 calc R . .
C25 C 0.5588(5) 0.8322(3) 0.4627(3) 0.0404(15) Uani 1 1 d . . .
H25 H 0.5617 0.8908 0.4815 0.048 Uiso 1 1 calc R . .
C26 C 0.6378(4) 0.8054(4) 0.4186(3) 0.0374(15) Uani 1 1 d . . .
H26 H 0.6919 0.8466 0.4087 0.045 Uiso 1 1 calc R . .
C27 C 0.6371(4) 0.7201(4) 0.3899(3) 0.0316(14) Uani 1 1 d . . .
H27 H 0.6897 0.7029 0.3605 0.038 Uiso 1 1 calc R . .
C28 C 0.5556(4) 0.6594(3) 0.4059(3) 0.0247(13) Uani 1 1 d . . .
N29 N 0.5351(3) 0.5701(3) 0.38305(19) 0.0244(10) Uani 1 1 d . . .
N31 N 0.2661(6) 0.1048(4) 0.2825(4) 0.112(3) Uani 1 1 d . . .
C32 C 0.3276(6) 0.0441(5) 0.2855(4) 0.065(2) Uani 1 1 d . . .
C33 C 0.4064(5) -0.0284(4) 0.2851(3) 0.0647(19) Uani 1 1 d . . .
H33A H 0.4356 -0.0255 0.2384 0.097 Uiso 1 1 calc R . .
H33B H 0.3666 -0.0845 0.2864 0.097 Uiso 1 1 calc R . .
H33C H 0.4699 -0.0240 0.3300 0.097 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V O1 1.589(3) . ?
V O11 1.906(3) . ?
V N1 2.036(3) . ?
V N22 2.071(4) . ?
V N8 2.088(3) . ?
N1 C2 1.333(5) . ?
N1 C9 1.353(5) . ?
C2 C3 1.410(6) . ?
C2 C21 1.448(6) . ?
C3 C4 1.362(5) . ?
C3 H3 0.9300 . ?
C4 C10 1.427(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.366(6) . ?
C5 C10 1.411(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.407(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.365(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.409(5) . ?
C8 N8 1.428(5) . ?
N8 C121 1.284(5) . ?
C9 C10 1.403(5) . ?
C11 O11 1.337(5) . ?
C11 C12 1.411(6) . ?
C11 C16 1.430(6) . ?
C12 C13 1.412(5) . ?
C12 C121 1.424(6) . ?
C121 H121 0.9300 . ?
C13 C14 1.375(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.404(6) . ?
C14 C141 1.537(6) . ?
C141 C142 1.526(6) . ?
C141 C143 1.527(6) . ?
C141 C144 1.539(6) . ?
C142 H14A 0.9600 . ?
C142 H14B 0.9600 . ?
C142 H14C 0.9600 . ?
C143 H14D 0.9600 . ?
C143 H14E 0.9600 . ?
C143 H14F 0.9600 . ?
C144 H14G 0.9600 . ?
C144 H14H 0.9600 . ?
C144 H14I 0.9600 . ?
C15 C16 1.377(5) . ?
C15 H15 0.9300 . ?
C16 C161 1.531(6) . ?
C161 C162 1.526(6) . ?
C161 C163 1.530(5) . ?
C161 C164 1.534(5) . ?
C162 H16A 0.9600 . ?
C162 H16B 0.9600 . ?
C162 H16C 0.9600 . ?
C163 H16D 0.9600 . ?
C163 H16E 0.9600 . ?
C163 H16F 0.9600 . ?
C164 H16G 0.9600 . ?
C164 H16H 0.9600 . ?
C164 H16I 0.9600 . ?
C21 N29 1.321(5) . ?
C21 N22 1.387(5) . ?
N22 C23 1.381(5) . ?
C23 C24 1.391(6) . ?
C23 C28 1.416(6) . ?
C24 C25 1.377(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.398(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.364(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.395(6) . ?
C27 H27 0.9300 . ?
C28 N29 1.393(5) . ?
N31 C32 1.153(7) . ?
C32 C33 1.425(7) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 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 O11 109.85(14) . . ?
O1 V N1 107.28(15) . . ?
O11 V N1 141.89(13) . . ?
O1 V N22 104.38(14) . . ?
O11 V N22 101.83(13) . . ?
N1 V N22 76.69(15) . . ?
O1 V N8 102.59(15) . . ?
O11 V N8 87.89(13) . . ?
N1 V N8 75.86(15) . . ?
N22 V N8 146.03(14) . . ?
C2 N1 C9 122.1(4) . . ?
C2 N1 V 119.4(3) . . ?
C9 N1 V 117.8(3) . . ?
N1 C2 C3 119.1(4) . . ?
N1 C2 C21 112.6(4) . . ?
C3 C2 C21 128.3(4) . . ?
C4 C3 C2 120.6(4) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C10 120.1(4) . . ?
C3 C4 H4 120.0 . . ?
C10 C4 H4 120.0 . . ?
C6 C5 C10 120.9(4) . . ?
C6 C5 H5 119.5 . . ?
C10 C5 H5 119.5 . . ?
C5 C6 C7 121.3(4) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C8 C7 C6 120.2(4) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C9 117.8(4) . . ?
C7 C8 N8 129.3(4) . . ?
C9 C8 N8 112.8(4) . . ?
C121 N8 C8 121.3(4) . . ?
C121 N8 V 124.8(3) . . ?
C8 N8 V 113.8(3) . . ?
N1 C9 C10 121.5(4) . . ?
N1 C9 C8 115.0(4) . . ?
C10 C9 C8 123.5(4) . . ?
C9 C10 C5 116.1(4) . . ?
C9 C10 C4 116.6(4) . . ?
C5 C10 C4 127.3(4) . . ?
O11 C11 C12 121.2(4) . . ?
O11 C11 C16 119.5(4) . . ?
C12 C11 C16 119.3(4) . . ?
C11 O11 V 131.4(3) . . ?
C11 C12 C13 119.8(4) . . ?
C11 C12 C121 124.0(4) . . ?
C13 C12 C121 116.2(4) . . ?
N8 C121 C12 126.5(4) . . ?
N8 C121 H121 116.8 . . ?
C12 C121 H121 116.8 . . ?
C14 C13 C12 122.1(4) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C13 C14 C15 116.3(4) . . ?
C13 C14 C141 123.1(4) . . ?
C15 C14 C141 120.5(4) . . ?
C142 C141 C143 108.8(4) . . ?
C142 C141 C14 111.7(4) . . ?
C143 C141 C14 108.9(4) . . ?
C142 C141 C144 108.4(4) . . ?
C143 C141 C144 109.6(4) . . ?
C14 C141 C144 109.5(4) . . ?
C141 C142 H14A 109.5 . . ?
C141 C142 H14B 109.5 . . ?
H14A C142 H14B 109.5 . . ?
C141 C142 H14C 109.5 . . ?
H14A C142 H14C 109.5 . . ?
H14B C142 H14C 109.5 . . ?
C141 C143 H14D 109.5 . . ?
C141 C143 H14E 109.5 . . ?
H14D C143 H14E 109.5 . . ?
C141 C143 H14F 109.5 . . ?
H14D C143 H14F 109.5 . . ?
H14E C143 H14F 109.5 . . ?
C141 C144 H14G 109.5 . . ?
C141 C144 H14H 109.5 . . ?
H14G C144 H14H 109.5 . . ?
C141 C144 H14I 109.5 . . ?
H14G C144 H14I 109.5 . . ?
H14H C144 H14I 109.5 . . ?
C16 C15 C14 125.4(4) . . ?
C16 C15 H15 117.3 . . ?
C14 C15 H15 117.3 . . ?
C15 C16 C11 117.1(4) . . ?
C15 C16 C161 121.1(4) . . ?
C11 C16 C161 121.8(4) . . ?
C162 C161 C163 107.7(4) . . ?
C162 C161 C16 109.8(3) . . ?
C163 C161 C16 111.6(4) . . ?
C162 C161 C164 110.2(4) . . ?
C163 C161 C164 107.1(4) . . ?
C16 C161 C164 110.3(4) . . ?
C161 C162 H16A 109.5 . . ?
C161 C162 H16B 109.5 . . ?
H16A C162 H16B 109.5 . . ?
C161 C162 H16C 109.5 . . ?
H16A C162 H16C 109.5 . . ?
H16B C162 H16C 109.5 . . ?
C161 C163 H16D 109.5 . . ?
C161 C163 H16E 109.5 . . ?
H16D C163 H16E 109.5 . . ?
C161 C163 H16F 109.5 . . ?
H16D C163 H16F 109.5 . . ?
H16E C163 H16F 109.5 . . ?
C161 C164 H16G 109.5 . . ?
C161 C164 H16H 109.5 . . ?
H16G C164 H16H 109.5 . . ?
C161 C164 H16I 109.5 . . ?
H16G C164 H16I 109.5 . . ?
H16H C164 H16I 109.5 . . ?
N29 C21 N22 117.6(4) . . ?
N29 C21 C2 127.4(4) . . ?
N22 C21 C2 115.1(4) . . ?
C23 N22 C21 102.0(4) . . ?
C23 N22 V 141.6(3) . . ?
C21 N22 V 114.8(3) . . ?
N22 C23 C24 131.3(4) . . ?
N22 C23 C28 108.3(4) . . ?
C24 C23 C28 120.4(4) . . ?
C25 C24 C23 118.0(5) . . ?
C25 C24 H24 121.0 . . ?
C23 C24 H24 121.0 . . ?
C24 C25 C26 121.4(5) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
C27 C26 C25 121.4(5) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C26 C27 C28 118.3(5) . . ?
C26 C27 H27 120.8 . . ?
C28 C27 H27 120.9 . . ?
N29 C28 C27 130.0(5) . . ?
N29 C28 C23 109.5(4) . . ?
C27 C28 C23 120.5(5) . . ?
C21 N29 C28 102.5(4) . . ?
N31 C32 C33 176.1(8) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
O1 V N1 C2 89.9(3) . . . . ?
O11 V N1 C2 -103.5(4) . . . . ?
N22 V N1 C2 -11.2(3) . . . . ?
N8 V N1 C2 -171.0(4) . . . . ?
O1 V N1 C9 -80.6(3) . . . . ?
O11 V N1 C9 85.9(4) . . . . ?
N22 V N1 C9 178.2(3) . . . . ?
N8 V N1 C9 18.4(3) . . . . ?
C9 N1 C2 C3 2.0(6) . . . . ?
V N1 C2 C3 -168.1(3) . . . . ?
C9 N1 C2 C21 -179.4(4) . . . . ?
V N1 C2 C21 10.4(5) . . . . ?
N1 C2 C3 C4 1.0(7) . . . . ?
C21 C2 C3 C4 -177.4(4) . . . . ?
C2 C3 C4 C10 -2.6(7) . . . . ?
C10 C5 C6 C7 -2.0(7) . . . . ?
C5 C6 C7 C8 1.6(7) . . . . ?
C6 C7 C8 C9 1.4(6) . . . . ?
C6 C7 C8 N8 -178.6(4) . . . . ?
C7 C8 N8 C121 20.1(7) . . . . ?
C9 C8 N8 C121 -159.8(4) . . . . ?
C7 C8 N8 V -162.6(4) . . . . ?
C9 C8 N8 V 17.4(4) . . . . ?
O1 V N8 C121 -96.8(4) . . . . ?
O11 V N8 C121 13.1(4) . . . . ?
N1 V N8 C121 158.3(4) . . . . ?
N22 V N8 C121 121.3(4) . . . . ?
O1 V N8 C8 86.1(3) . . . . ?
O11 V N8 C8 -164.1(3) . . . . ?
N1 V N8 C8 -18.9(3) . . . . ?
N22 V N8 C8 -55.8(4) . . . . ?
C2 N1 C9 C10 -3.2(6) . . . . ?
V N1 C9 C10 167.0(3) . . . . ?
C2 N1 C9 C8 175.2(4) . . . . ?
V N1 C9 C8 -14.5(5) . . . . ?
C7 C8 C9 N1 177.6(4) . . . . ?
N8 C8 C9 N1 -2.4(5) . . . . ?
C7 C8 C9 C10 -4.0(6) . . . . ?
N8 C8 C9 C10 175.9(4) . . . . ?
N1 C9 C10 C5 -178.2(4) . . . . ?
C8 C9 C10 C5 3.5(7) . . . . ?
N1 C9 C10 C4 1.5(6) . . . . ?
C8 C9 C10 C4 -176.8(4) . . . . ?
C6 C5 C10 C9 -0.5(6) . . . . ?
C6 C5 C10 C4 179.9(4) . . . . ?
C3 C4 C10 C9 1.4(6) . . . . ?
C3 C4 C10 C5 -179.0(4) . . . . ?
C12 C11 O11 V 21.6(6) . . . . ?
C16 C11 O11 V -160.4(3) . . . . ?
O1 V O11 C11 78.8(4) . . . . ?
N1 V O11 C11 -87.5(4) . . . . ?
N22 V O11 C11 -171.0(3) . . . . ?
N8 V O11 C11 -23.8(4) . . . . ?
O11 C11 C12 C13 176.7(4) . . . . ?
C16 C11 C12 C13 -1.2(6) . . . . ?
O11 C11 C12 C121 -0.9(7) . . . . ?
C16 C11 C12 C121 -178.8(4) . . . . ?
C8 N8 C121 C12 175.6(4) . . . . ?
V N8 C121 C12 -1.3(7) . . . . ?
C11 C12 C121 N8 -8.5(7) . . . . ?
C13 C12 C121 N8 173.9(4) . . . . ?
C11 C12 C13 C14 0.8(7) . . . . ?
C121 C12 C13 C14 178.6(4) . . . . ?
C12 C13 C14 C15 -0.5(7) . . . . ?
C12 C13 C14 C141 -177.5(4) . . . . ?
C13 C14 C141 C142 -6.7(7) . . . . ?
C15 C14 C141 C142 176.4(4) . . . . ?
C13 C14 C141 C143 113.5(5) . . . . ?
C15 C14 C141 C143 -63.4(6) . . . . ?
C13 C14 C141 C144 -126.7(5) . . . . ?
C15 C14 C141 C144 56.4(6) . . . . ?
C13 C14 C15 C16 0.8(7) . . . . ?
C141 C14 C15 C16 177.9(4) . . . . ?
C14 C15 C16 C11 -1.3(7) . . . . ?
C14 C15 C16 C161 178.5(4) . . . . ?
O11 C11 C16 C15 -176.5(4) . . . . ?
C12 C11 C16 C15 1.4(6) . . . . ?
O11 C11 C16 C161 3.7(6) . . . . ?
C12 C11 C16 C161 -178.3(4) . . . . ?
C15 C16 C161 C162 -118.8(4) . . . . ?
C11 C16 C161 C162 60.9(5) . . . . ?
C15 C16 C161 C163 0.6(6) . . . . ?
C11 C16 C161 C163 -179.7(4) . . . . ?
C15 C16 C161 C164 119.5(5) . . . . ?
C11 C16 C161 C164 -60.7(5) . . . . ?
N1 C2 C21 N29 179.9(4) . . . . ?
C3 C2 C21 N29 -1.7(8) . . . . ?
N1 C2 C21 N22 -1.6(5) . . . . ?
C3 C2 C21 N22 176.8(4) . . . . ?
N29 C21 N22 C23 2.6(5) . . . . ?
C2 C21 N22 C23 -176.1(4) . . . . ?
N29 C21 N22 V 171.3(3) . . . . ?
C2 C21 N22 V -7.4(5) . . . . ?
O1 V N22 C23 66.9(5) . . . . ?
O11 V N22 C23 -47.4(5) . . . . ?
N1 V N22 C23 171.7(5) . . . . ?
N8 V N22 C23 -151.5(4) . . . . ?
O1 V N22 C21 -95.2(3) . . . . ?
O11 V N22 C21 150.5(3) . . . . ?
N1 V N22 C21 9.5(3) . . . . ?
N8 V N22 C21 46.4(4) . . . . ?
C21 N22 C23 C24 178.9(5) . . . . ?
V N22 C23 C24 15.5(8) . . . . ?
C21 N22 C23 C28 -2.2(5) . . . . ?
V N22 C23 C28 -165.7(3) . . . . ?
N22 C23 C24 C25 179.5(4) . . . . ?
C28 C23 C24 C25 0.8(7) . . . . ?
C23 C24 C25 C26 -0.1(7) . . . . ?
C24 C25 C26 C27 -0.1(8) . . . . ?
C25 C26 C27 C28 -0.3(8) . . . . ?
C26 C27 C28 N29 178.9(5) . . . . ?
C26 C27 C28 C23 1.0(7) . . . . ?
N22 C23 C28 N29 1.5(5) . . . . ?
C24 C23 C28 N29 -179.5(4) . . . . ?
N22 C23 C28 C27 179.7(4) . . . . ?
C24 C23 C28 C27 -1.2(7) . . . . ?
N22 C21 N29 C28 -1.7(5) . . . . ?
C2 C21 N29 C28 176.8(4) . . . . ?
C27 C28 N29 C21 -178.0(5) . . . . ?
C23 C28 N29 C21 0.1(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        21.25
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.046


_database_code_depnum_ccdc_archive 'CCDC 998658'
