# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_511

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H30 N8 O11 V2'
_chemical_formula_weight         672.41

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.616(6)
_cell_length_b                   12.119(7)
_cell_length_c                   12.594(7)
_cell_angle_alpha                90.497(10)
_cell_angle_beta                 98.270(10)
_cell_angle_gamma                113.050(9)
_cell_volume                     1333.0(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2456
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      27.96

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             692
_exptl_absorpt_coefficient_mu    0.776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8602
_exptl_absorpt_correction_T_max  0.9334
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            6781
_diffrn_reflns_av_R_equivalents  0.0172
_diffrn_reflns_av_sigmaI/netI    0.0382
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4665
_reflns_number_gt                3719
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0732P)²+1.0812P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4665
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0482
_refine_ls_wR_factor_ref         0.1367
_refine_ls_wR_factor_gt          0.1295
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.36323(7) 0.14114(5) 0.99673(5) 0.02610(18) Uani 1 1 d . . .
V2 V 0.65295(7) 0.48163(5) 0.41908(5) 0.03193(19) Uani 1 1 d . . .
N1 N 0.5657(3) 0.1822(3) 1.1105(2) 0.0293(7) Uani 1 1 d . . .
N2 N 0.7025(3) 0.2251(3) 1.0710(2) 0.0284(6) Uani 1 1 d . . .
N3 N 0.8118(3) 0.2729(3) 0.9154(2) 0.0305(7) Uani 1 1 d . . .
N4 N 0.8971(3) 0.3089(3) 0.7531(2) 0.0345(7) Uani 1 1 d . . .
N5 N 0.6378(3) 0.2330(3) 0.7481(2) 0.0310(7) Uani 1 1 d . . .
N6 N 0.5450(3) 0.1925(3) 0.9125(2) 0.0265(6) Uani 1 1 d . . .
N7 N 0.3776(3) 0.1556(3) 0.7594(2) 0.0289(7) Uani 1 1 d . . .
N8 N 0.2724(3) 0.1232(3) 0.8295(2) 0.0293(7) Uani 1 1 d . . .
C1 C 0.4836(6) 0.1093(4) 1.2816(3) 0.0488(11) Uani 1 1 d . . .
H1A H 0.3856 0.1000 1.2430 0.073 Uiso 1 1 calc R . .
H1B H 0.5084 0.1627 1.3447 0.073 Uiso 1 1 calc R . .
H1C H 0.4802 0.0324 1.3025 0.073 Uiso 1 1 calc R . .
C2 C 0.6018(5) 0.1600(3) 1.2118(3) 0.0336(8) Uani 1 1 d . . .
C3 C 0.7584(5) 0.1874(4) 1.2362(3) 0.0399(9) Uani 1 1 d . . .
H3B H 0.8105 0.1799 1.3021 0.048 Uiso 1 1 calc R . .
C4 C 0.8209(4) 0.2266(3) 1.1474(3) 0.0330(8) Uani 1 1 d . . .
C5 C 0.9791(5) 0.2613(4) 1.1264(3) 0.0485(11) Uani 1 1 d . . .
H5B H 1.0428 0.2558 1.1905 0.073 Uiso 1 1 calc R . .
H5C H 1.0174 0.3424 1.1053 0.073 Uiso 1 1 calc R . .
H5D H 0.9801 0.2082 1.0698 0.073 Uiso 1 1 calc R . .
C6 C 0.6911(4) 0.2321(3) 0.9611(3) 0.0262(7) Uani 1 1 d . . .
C7 C 0.7808(4) 0.2711(3) 0.8066(3) 0.0289(8) Uani 1 1 d . . .
C8 C 1.0561(4) 0.3453(4) 0.8083(3) 0.0394(9) Uani 1 1 d . . .
H8A H 1.1172 0.3323 0.7585 0.047 Uiso 1 1 calc R . .
H8B H 1.0574 0.2949 0.8676 0.047 Uiso 1 1 calc R . .
C9 C 1.1266(5) 0.4746(4) 0.8507(4) 0.0589(13) Uani 1 1 d . . .
H9A H 1.2295 0.4940 0.8860 0.088 Uiso 1 1 calc R . .
H9B H 1.0676 0.4876 0.9011 0.088 Uiso 1 1 calc R . .
H9C H 1.1279 0.5250 0.7921 0.088 Uiso 1 1 calc R . .
C10 C 0.8729(5) 0.3176(4) 0.6363(3) 0.0431(10) Uani 1 1 d . . .
H10A H 0.9635 0.3795 0.6161 0.052 Uiso 1 1 calc R . .
H10B H 0.7878 0.3413 0.6167 0.052 Uiso 1 1 calc R . .
C11 C 0.8400(6) 0.2012(5) 0.5751(4) 0.0614(13) Uani 1 1 d . . .
H11A H 0.8249 0.2109 0.4993 0.092 Uiso 1 1 calc R . .
H11B H 0.7492 0.1400 0.5937 0.092 Uiso 1 1 calc R . .
H11C H 0.9248 0.1781 0.5931 0.092 Uiso 1 1 calc R . .
C12 C 0.5291(4) 0.1973(3) 0.8061(3) 0.0266(7) Uani 1 1 d . . .
C13 C 0.3886(5) 0.1544(4) 0.5609(3) 0.0453(10) Uani 1 1 d . . .
H13A H 0.3160 0.1283 0.4956 0.068 Uiso 1 1 calc R . .
H13B H 0.4550 0.1121 0.5646 0.068 Uiso 1 1 calc R . .
H13C H 0.4482 0.2392 0.5619 0.068 Uiso 1 1 calc R . .
C14 C 0.3058(4) 0.1289(3) 0.6546(3) 0.0331(8) Uani 1 1 d . . .
C15 C 0.1549(4) 0.0776(4) 0.6591(3) 0.0386(9) Uani 1 1 d . . .
H15A H 0.0764 0.0490 0.6006 0.046 Uiso 1 1 calc R . .
C16 C 0.1371(4) 0.0750(3) 0.7671(3) 0.0335(8) Uani 1 1 d . . .
C17 C -0.0083(5) 0.0257(4) 0.8112(4) 0.0494(11) Uani 1 1 d . . .
H17A H 0.0134 0.0352 0.8883 0.074 Uiso 1 1 calc R . .
H17B H -0.0615 -0.0581 0.7885 0.074 Uiso 1 1 calc R . .
H17C H -0.0710 0.0681 0.7853 0.074 Uiso 1 1 calc R . .
C18 C 0.8141(4) 0.6817(3) 0.5644(3) 0.0360(9) Uani 1 1 d . . .
C19 C 0.7334(4) 0.5773(3) 0.6318(3) 0.0324(8) Uani 1 1 d . . .
H19 H 0.8094 0.5575 0.6790 0.039 Uiso 1 1 calc R . .
C20 C 0.3642(4) 0.3874(3) 0.3016(3) 0.0332(8) Uani 1 1 d . . .
H20 H 0.2998 0.3185 0.2509 0.040 Uiso 1 1 calc R . .
C21 C 0.4548(5) 0.4939(3) 0.2414(3) 0.0370(9) Uani 1 1 d . . .
O1W O 0.4507(4) 0.3488(3) 0.9885(3) 0.0687(10) Uani 1 1 d . . .
H1WA H 0.4961 0.3827 1.0504 0.103 Uiso 1 1 d R . .
H1WB H 0.3750 0.3676 0.9690 0.103 Uiso 1 1 d R . .
O1 O 0.3146(4) 0.0014(2) 1.0053(2) 0.0526(8) Uani 1 1 d . . .
O2 O 0.7771(3) 0.4311(3) 0.4020(2) 0.0519(8) Uani 1 1 d . . .
O3 O 0.1878(4) 0.1617(3) 1.0135(3) 0.0662(10) Uani 1 1 d . . .
O4 O 0.2870(4) 0.1832(3) 1.1081(3) 0.0626(9) Uani 1 1 d . . .
O5 O 0.7795(3) 0.6494(2) 0.4619(2) 0.0416(7) Uani 1 1 d . . .
O6 O 0.8979(3) 0.7802(3) 0.6036(2) 0.0507(8) Uani 1 1 d . . .
O7 O 0.6393(3) 0.4786(2) 0.56184(19) 0.0358(6) Uani 1 1 d . . .
H7A H 0.6551 0.4179 0.5843 0.043 Uiso 1 1 d R . .
O8 O 0.4744(3) 0.3602(2) 0.3688(2) 0.0351(6) Uani 1 1 d . . .
H8C H 0.4341 0.3284 0.4227 0.042 Uiso 1 1 d R . .
O9 O 0.3959(4) 0.5217(3) 0.1595(2) 0.0540(8) Uani 1 1 d . . .
O10 O 0.5951(3) 0.5486(2) 0.2872(2) 0.0400(7) 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
V1 O1 1.579(3) . ?
V1 O4 1.828(3) . ?
V1 O3 1.839(4) . ?
V1 N6 2.064(3) . ?
V1 N1 2.126(3) . ?
V1 N8 2.136(3) . ?
V2 O2 1.578(3) . ?
V2 O8 1.791(3) . ?
V2 O7 1.821(3) . ?
V2 O5 1.939(3) . ?
V2 O10 1.959(3) . ?
N1 C2 1.330(5) . ?
N1 N2 1.381(4) . ?
N2 C4 1.375(5) . ?
N2 C6 1.378(4) . ?
N3 C6 1.292(4) . ?
N3 C7 1.358(5) . ?
N4 C7 1.318(4) . ?
N4 C10 1.467(5) . ?
N4 C8 1.475(5) . ?
N5 C12 1.297(4) . ?
N5 C7 1.362(5) . ?
N6 C12 1.332(4) . ?
N6 C6 1.341(4) . ?
N7 C14 1.371(5) . ?
N7 C12 1.376(4) . ?
N7 N8 1.381(4) . ?
N8 C16 1.324(5) . ?
C1 C2 1.481(5) . ?
C2 C3 1.395(6) . ?
C3 C4 1.348(5) . ?
C4 C5 1.476(6) . ?
C8 C9 1.500(6) . ?
C10 C11 1.498(6) . ?
C13 C14 1.485(5) . ?
C14 C15 1.346(5) . ?
C15 C16 1.394(5) . ?
C16 C17 1.482(5) . ?
C18 O6 1.201(5) . ?
C18 O5 1.302(5) . ?
C18 C19 1.538(5) . ?
C19 O7 1.389(4) . ?
C19 C20 1.517(5) 2_666 ?
C20 O8 1.403(5) . ?
C20 C19 1.517(5) 2_666 ?
C20 C21 1.526(5) . ?
C21 O9 1.219(5) . ?
C21 O10 1.289(5) . ?
O3 O4 1.368(5) . ?

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 O4 102.70(17) . . ?
O1 V1 O3 102.69(18) . . ?
O4 V1 O3 43.79(15) . . ?
O1 V1 N6 104.73(15) . . ?
O4 V1 N6 144.97(14) . . ?
O3 V1 N6 144.39(14) . . ?
O1 V1 N1 92.23(14) . . ?
O4 V1 N1 85.04(14) . . ?
O3 V1 N1 128.52(14) . . ?
N6 V1 N1 72.59(12) . . ?
O1 V1 N8 93.88(14) . . ?
O4 V1 N8 126.97(15) . . ?
O3 V1 N8 83.63(14) . . ?
N6 V1 N8 72.31(11) . . ?
N1 V1 N8 144.79(11) . . ?
O2 V2 O8 104.05(15) . . ?
O2 V2 O7 106.94(14) . . ?
O8 V2 O7 98.91(12) . . ?
O2 V2 O5 101.58(15) . . ?
O8 V2 O5 152.99(13) . . ?
O7 V2 O5 81.50(11) . . ?
O2 V2 O10 110.00(14) . . ?
O8 V2 O10 80.84(12) . . ?
O7 V2 O10 141.96(12) . . ?
O5 V2 O10 82.55(12) . . ?
C2 N1 N2 105.0(3) . . ?
C2 N1 V1 137.2(3) . . ?
N2 N1 V1 116.7(2) . . ?
C4 N2 C6 131.4(3) . . ?
C4 N2 N1 111.0(3) . . ?
C6 N2 N1 115.8(3) . . ?
C6 N3 C7 113.8(3) . . ?
C7 N4 C10 121.0(3) . . ?
C7 N4 C8 121.3(3) . . ?
C10 N4 C8 117.7(3) . . ?
C12 N5 C7 113.7(3) . . ?
C12 N6 C6 113.8(3) . . ?
C12 N6 V1 123.3(2) . . ?
C6 N6 V1 122.7(2) . . ?
C14 N7 C12 132.7(3) . . ?
C14 N7 N8 111.0(3) . . ?
C12 N7 N8 115.9(3) . . ?
C16 N8 N7 105.0(3) . . ?
C16 N8 V1 138.0(2) . . ?
N7 N8 V1 116.4(2) . . ?
N1 C2 C3 110.3(3) . . ?
N1 C2 C1 121.5(4) . . ?
C3 C2 C1 128.1(4) . . ?
C4 C3 C2 107.9(4) . . ?
C3 C4 N2 105.8(3) . . ?
C3 C4 C5 130.8(4) . . ?
N2 C4 C5 123.3(3) . . ?
N3 C6 N6 126.9(3) . . ?
N3 C6 N2 121.2(3) . . ?
N6 C6 N2 112.0(3) . . ?
N4 C7 N3 118.0(3) . . ?
N4 C7 N5 117.1(3) . . ?
N3 C7 N5 124.8(3) . . ?
N4 C8 C9 112.5(4) . . ?
N4 C10 C11 112.3(4) . . ?
N5 C12 N6 126.9(3) . . ?
N5 C12 N7 121.2(3) . . ?
N6 C12 N7 111.9(3) . . ?
C15 C14 N7 105.7(3) . . ?
C15 C14 C13 130.7(4) . . ?
N7 C14 C13 123.6(3) . . ?
C14 C15 C16 108.0(3) . . ?
N8 C16 C15 110.3(3) . . ?
N8 C16 C17 122.4(4) . . ?
C15 C16 C17 127.3(4) . . ?
O6 C18 O5 125.4(4) . . ?
O6 C18 C19 122.8(3) . . ?
O5 C18 C19 111.7(3) . . ?
O7 C19 C20 109.1(3) . 2_666 ?
O7 C19 C18 108.1(3) . . ?
C20 C19 C18 109.5(3) 2_666 . ?
O8 C20 C19 110.3(3) . 2_666 ?
O8 C20 C21 105.4(3) . . ?
C19 C20 C21 109.8(3) 2_666 . ?
O9 C21 O10 125.7(4) . . ?
O9 C21 C20 121.7(4) . . ?
O10 C21 C20 112.7(3) . . ?
O4 O3 V1 67.7(2) . . ?
O3 O4 V1 68.5(2) . . ?
C18 O5 V2 117.6(2) . . ?
C19 O7 V2 119.9(2) . . ?
C20 O8 V2 117.7(2) . . ?
C21 O10 V2 115.4(2) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         1.211
_refine_diff_density_min         -0.563
_refine_diff_density_rms         0.076
_database_code_depnum_ccdc_archive 'CCDC 1012198'
#######################################################################
#
#                 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_888

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H32 N8 O12 S V'
_chemical_formula_weight         695.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.9813(13)
_cell_length_b                   12.3482(15)
_cell_length_c                   13.2980(17)
_cell_angle_alpha                103.220(2)
_cell_angle_beta                 93.546(2)
_cell_angle_gamma                100.630(2)
_cell_volume                     1558.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2325
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      25.54

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             722
_exptl_absorpt_coefficient_mu    0.457
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8982
_exptl_absorpt_correction_T_max  0.9643
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            8039
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_av_sigmaI/netI    0.0480
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.58
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5452
_reflns_number_gt                3879
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0481P)²+0.8371P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5452
_refine_ls_number_parameters     406
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_ref         0.1089
_refine_ls_wR_factor_gt          0.0998
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_restrained_S_all      0.986
_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
O4 O 0.6130(2) -0.30581(18) 0.16033(17) 0.0518(6) Uani 1 1 d . . .
C9 C 0.7784(6) 0.4319(4) 0.0069(4) 0.114(2) Uani 1 1 d . . .
H9A H 0.7124 0.4468 -0.0410 0.172 Uiso 1 1 calc R . .
H9B H 0.8114 0.3656 -0.0258 0.172 Uiso 1 1 calc R . .
H9C H 0.8538 0.4959 0.0272 0.172 Uiso 1 1 calc R . .
V1 V 0.90838(5) -0.08214(4) 0.13322(4) 0.03144(15) Uani 1 1 d . . .
S1 S 0.73704(8) -0.23131(6) 0.21725(6) 0.0352(2) Uani 1 1 d . . .
O2 O 0.8560(2) -0.24136(16) 0.15366(17) 0.0416(5) Uani 1 1 d . . .
O3 O 0.7289(2) -0.10941(15) 0.22422(15) 0.0355(5) Uani 1 1 d . . .
N3 N 0.7534(2) 0.2006(2) 0.0905(2) 0.0365(6) Uani 1 1 d . . .
N6 N 0.8748(2) 0.07637(18) 0.14927(17) 0.0296(5) Uani 1 1 d . . .
O1 O 1.0356(2) -0.09927(18) 0.07088(18) 0.0493(6) Uani 1 1 d . . .
N1 N 0.7611(3) -0.09315(19) 0.00923(18) 0.0352(6) Uani 1 1 d . . .
O12 O 0.5411(3) 0.45902(18) 0.77274(19) 0.0626(7) Uani 1 1 d . . .
H12A H 0.5675 0.5298 0.7997 0.094 Uiso 1 1 d R . .
N5 N 0.9135(3) 0.26634(19) 0.24639(19) 0.0379(6) Uani 1 1 d . . .
C12 C 0.9292(3) 0.1628(2) 0.2315(2) 0.0320(7) Uani 1 1 d . . .
N8 N 1.0144(3) 0.0134(2) 0.27848(19) 0.0374(6) Uani 1 1 d . . .
N2 N 0.7217(2) 0.0074(2) 0.00536(18) 0.0337(6) Uani 1 1 d . . .
N7 N 1.0080(2) 0.12734(19) 0.30303(18) 0.0351(6) Uani 1 1 d . . .
O11 O 0.6524(2) 0.50900(18) 0.64779(19) 0.0513(6) Uani 1 1 d . . .
O9 O 0.6431(3) 0.4129(2) 0.4127(2) 0.0669(7) Uani 1 1 d . . .
O7 O 0.6418(3) 0.14305(19) 0.31268(18) 0.0564(6) Uani 1 1 d . . .
O8 O 0.7513(2) 0.30472(19) 0.53759(18) 0.0528(6) Uani 1 1 d . . .
H8A H 0.7831 0.2876 0.4821 0.079 Uiso 1 1 calc R . .
C7 C 0.8248(3) 0.2841(2) 0.1721(2) 0.0371(7) Uani 1 1 d . . .
C6 C 0.7836(3) 0.1020(2) 0.0837(2) 0.0306(7) Uani 1 1 d . . .
O5 O 0.7658(2) -0.25106(19) 0.31761(17) 0.0510(6) Uani 1 1 d . . .
N4 N 0.8056(3) 0.3880(2) 0.1794(2) 0.0472(7) Uani 1 1 d . . .
O10 O 0.4302(2) 0.3265(2) 0.4237(2) 0.0693(8) Uani 1 1 d . . .
H10D H 0.4097 0.3649 0.3816 0.104 Uiso 1 1 d R . .
O6 O 0.6523(3) 0.0052(2) 0.39222(19) 0.0697(8) Uani 1 1 d . . .
H6A H 0.6892 -0.0211 0.3385 0.105 Uiso 1 1 d R . .
C13 C 1.0790(3) 0.1823(3) 0.3986(2) 0.0407(8) Uani 1 1 d . . .
C16 C 1.0901(3) -0.0010(3) 0.3582(3) 0.0453(8) Uani 1 1 d . . .
C20 C 0.6068(3) 0.2809(2) 0.5202(2) 0.0362(7) Uani 1 1 d . . .
C1 C 0.7026(4) -0.1673(3) -0.0777(3) 0.0478(8) Uani 1 1 d . . .
C18 C 0.6219(3) 0.1026(3) 0.3856(2) 0.0386(7) Uani 1 1 d . . .
C21 C 0.5644(3) 0.3478(3) 0.4451(3) 0.0420(8) Uani 1 1 d . . .
C19 C 0.5563(3) 0.1534(2) 0.4779(2) 0.0424(8) Uani 1 1 d . . .
H19A H 0.5730 0.1160 0.5327 0.051 Uiso 1 1 calc R . .
H19B H 0.4580 0.1382 0.4592 0.051 Uiso 1 1 calc R . .
C23 C 0.5853(3) 0.4352(3) 0.6816(3) 0.0409(8) Uani 1 1 d . . .
C15 C 1.1309(3) 0.1020(3) 0.4329(3) 0.0493(9) Uani 1 1 d . . .
H15A H 1.1847 0.1134 0.4956 0.059 Uiso 1 1 calc R . .
C14 C 1.0894(4) 0.3049(3) 0.4477(3) 0.0561(10) Uani 1 1 d . . .
H14A H 1.1438 0.3247 0.5139 0.084 Uiso 1 1 calc R . .
H14B H 0.9993 0.3195 0.4575 0.084 Uiso 1 1 calc R . .
H14C H 1.1318 0.3496 0.4036 0.084 Uiso 1 1 calc R . .
C4 C 0.6399(3) -0.0042(3) -0.0848(3) 0.0454(8) Uani 1 1 d . . .
C22 C 0.5473(4) 0.3131(3) 0.6237(3) 0.0464(8) Uani 1 1 d . . .
H22A H 0.4481 0.2920 0.6105 0.056 Uiso 1 1 calc R . .
H22B H 0.5762 0.2678 0.6685 0.056 Uiso 1 1 calc R . .
C11 C 0.8784(4) 0.4833(3) 0.2639(3) 0.0610(10) Uani 1 1 d . . .
H11A H 0.8921 0.4560 0.3259 0.073 Uiso 1 1 calc R . .
H11B H 0.8218 0.5398 0.2791 0.073 Uiso 1 1 calc R . .
C3 C 0.6260(4) -0.1147(3) -0.1365(3) 0.0584(10) Uani 1 1 d . . .
H3B H 0.5744 -0.1495 -0.2002 0.070 Uiso 1 1 calc R . .
C8 C 0.7126(4) 0.4121(3) 0.1006(4) 0.0733(13) Uani 1 1 d . . .
H8B H 0.6778 0.4788 0.1321 0.088 Uiso 1 1 calc R . .
H8C H 0.6351 0.3487 0.0790 0.088 Uiso 1 1 calc R . .
C17 C 1.1217(4) -0.1143(3) 0.3573(3) 0.0670(11) Uani 1 1 d . . .
H17A H 1.0782 -0.1681 0.2945 0.101 Uiso 1 1 calc R . .
H17B H 1.0880 -0.1389 0.4162 0.101 Uiso 1 1 calc R . .
H17C H 1.2191 -0.1090 0.3607 0.101 Uiso 1 1 calc R . .
C5 C 0.5868(4) 0.0907(3) -0.1133(3) 0.0639(11) Uani 1 1 d . . .
H5C H 0.5324 0.0634 -0.1796 0.096 Uiso 1 1 calc R . .
H5D H 0.6623 0.1497 -0.1172 0.096 Uiso 1 1 calc R . .
H5E H 0.5312 0.1204 -0.0616 0.096 Uiso 1 1 calc R . .
C2 C 0.7235(5) -0.2862(3) -0.1008(3) 0.0751(13) Uani 1 1 d . . .
H2A H 0.7822 -0.2958 -0.0449 0.113 Uiso 1 1 calc R . .
H2B H 0.7652 -0.3020 -0.1642 0.113 Uiso 1 1 calc R . .
H2C H 0.6366 -0.3374 -0.1081 0.113 Uiso 1 1 calc R . .
C10 C 1.0140(5) 0.5382(4) 0.2391(4) 0.0825(14) Uani 1 1 d . . .
H10A H 1.0568 0.5995 0.2970 0.124 Uiso 1 1 calc R . .
H10B H 1.0011 0.5674 0.1789 0.124 Uiso 1 1 calc R . .
H10C H 1.0713 0.4832 0.2252 0.124 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 S1 1.448(2) . ?
C9 C8 1.492(6) . ?
V1 O1 1.579(2) . ?
V1 N6 2.012(2) . ?
V1 O2 2.0237(19) . ?
V1 N1 2.103(2) . ?
V1 N8 2.118(2) . ?
V1 O3 2.240(2) . ?
S1 O5 1.432(2) . ?
S1 O3 1.5043(19) . ?
S1 O2 1.507(2) . ?
N3 C6 1.292(3) . ?
N3 C7 1.367(4) . ?
N6 C12 1.345(3) . ?
N6 C6 1.350(3) . ?
N1 C1 1.324(4) . ?
N1 N2 1.381(3) . ?
O12 C23 1.305(4) . ?
N5 C12 1.289(3) . ?
N5 C7 1.367(4) . ?
C12 N7 1.393(4) . ?
N8 C16 1.327(4) . ?
N8 N7 1.384(3) . ?
N2 C4 1.372(4) . ?
N2 C6 1.389(3) . ?
N7 C13 1.377(4) . ?
O11 C23 1.217(4) . ?
O9 C21 1.190(4) . ?
O7 C18 1.200(4) . ?
O8 C20 1.412(3) . ?
C7 N4 1.316(4) . ?
N4 C11 1.468(4) . ?
N4 C8 1.473(5) . ?
O10 C21 1.317(4) . ?
O6 C18 1.313(4) . ?
C13 C15 1.352(4) . ?
C13 C14 1.487(4) . ?
C16 C15 1.397(4) . ?
C16 C17 1.488(5) . ?
C20 C21 1.520(4) . ?
C20 C19 1.522(4) . ?
C20 C22 1.531(4) . ?
C1 C3 1.400(5) . ?
C1 C2 1.485(5) . ?
C18 C19 1.493(4) . ?
C23 C22 1.493(4) . ?
C4 C3 1.357(5) . ?
C4 C5 1.485(5) . ?
C11 C10 1.490(5) . ?

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 N6 111.05(10) . . ?
O1 V1 O2 97.93(10) . . ?
N6 V1 O2 150.98(9) . . ?
O1 V1 N1 99.50(11) . . ?
N6 V1 N1 74.54(9) . . ?
O2 V1 N1 99.75(9) . . ?
O1 V1 N8 98.98(11) . . ?
N6 V1 N8 74.20(9) . . ?
O2 V1 N8 103.63(9) . . ?
N1 V1 N8 147.72(9) . . ?
O1 V1 O3 163.39(10) . . ?
N6 V1 O3 85.55(8) . . ?
O2 V1 O3 65.51(7) . . ?
N1 V1 O3 85.31(9) . . ?
N8 V1 O3 84.47(9) . . ?
O5 S1 O4 112.52(14) . . ?
O5 S1 O3 111.79(13) . . ?
O4 S1 O3 109.89(13) . . ?
O5 S1 O2 111.45(13) . . ?
O4 S1 O2 110.13(13) . . ?
O3 S1 O2 100.43(11) . . ?
S1 O2 V1 101.49(10) . . ?
S1 O3 V1 92.55(9) . . ?
C6 N3 C7 114.3(2) . . ?
C12 N6 C6 114.0(2) . . ?
C12 N6 V1 123.25(19) . . ?
C6 N6 V1 122.41(18) . . ?
C1 N1 N2 105.7(2) . . ?
C1 N1 V1 138.4(2) . . ?
N2 N1 V1 115.34(17) . . ?
C12 N5 C7 114.1(2) . . ?
N5 C12 N6 126.6(3) . . ?
N5 C12 N7 122.0(3) . . ?
N6 C12 N7 111.3(2) . . ?
C16 N8 N7 105.4(2) . . ?
C16 N8 V1 139.6(2) . . ?
N7 N8 V1 114.99(16) . . ?
C4 N2 N1 111.3(2) . . ?
C4 N2 C6 132.0(3) . . ?
N1 N2 C6 116.1(2) . . ?
C13 N7 N8 110.9(2) . . ?
C13 N7 C12 132.9(2) . . ?
N8 N7 C12 116.2(2) . . ?
N4 C7 N3 117.3(3) . . ?
N4 C7 N5 118.2(3) . . ?
N3 C7 N5 124.4(3) . . ?
N3 C6 N6 126.1(3) . . ?
N3 C6 N2 122.2(3) . . ?
N6 C6 N2 111.6(2) . . ?
C7 N4 C11 121.3(3) . . ?
C7 N4 C8 120.5(3) . . ?
C11 N4 C8 118.2(3) . . ?
C15 C13 N7 105.4(3) . . ?
C15 C13 C14 130.6(3) . . ?
N7 C13 C14 123.9(3) . . ?
N8 C16 C15 109.9(3) . . ?
N8 C16 C17 120.4(3) . . ?
C15 C16 C17 129.7(3) . . ?
O8 C20 C21 108.4(2) . . ?
O8 C20 C19 108.9(2) . . ?
C21 C20 C19 112.1(3) . . ?
O8 C20 C22 109.5(3) . . ?
C21 C20 C22 111.3(3) . . ?
C19 C20 C22 106.6(2) . . ?
N1 C1 C3 109.6(3) . . ?
N1 C1 C2 120.7(3) . . ?
C3 C1 C2 129.7(3) . . ?
O7 C18 O6 123.5(3) . . ?
O7 C18 C19 124.9(3) . . ?
O6 C18 C19 111.6(3) . . ?
O9 C21 O10 125.0(3) . . ?
O9 C21 C20 123.8(3) . . ?
O10 C21 C20 111.1(3) . . ?
C18 C19 C20 114.5(3) . . ?
O11 C23 O12 121.1(3) . . ?
O11 C23 C22 123.6(3) . . ?
O12 C23 C22 115.4(3) . . ?
C13 C15 C16 108.3(3) . . ?
C3 C4 N2 105.0(3) . . ?
C3 C4 C5 131.2(3) . . ?
N2 C4 C5 123.7(3) . . ?
C23 C22 C20 116.5(3) . . ?
N4 C11 C10 113.2(3) . . ?
C4 C3 C1 108.4(3) . . ?
N4 C8 C9 113.8(4) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.053
_database_code_depnum_ccdc_archive 'CCDC 1012730'
#######################################################################
#
#                 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_551

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H36 N6 O11 V2'
_chemical_formula_weight         926.67

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           Rhombohedral
_symmetry_space_group_name_H-M   R-3

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   21.563(4)
_cell_length_b                   21.563(4)
_cell_length_c                   24.140(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     9720(4)
_cell_formula_units_Z            9
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7337
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      27.28

_exptl_crystal_description       columnar
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4284
_exptl_absorpt_coefficient_mu    0.500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8851
_exptl_absorpt_correction_T_max  0.9333
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            19844
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_sigmaI/netI    0.0413
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         28.52
_reflns_number_total             5389
_reflns_number_gt                3848
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1233P)²+10.7037P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5389
_refine_ls_number_parameters     284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0874
_refine_ls_R_factor_gt           0.0632
_refine_ls_wR_factor_ref         0.2031
_refine_ls_wR_factor_gt          0.1720
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O2W O 0.3333 0.6667 0.9470(10) 0.370(11) Uiso 1 3 d S . .
O1W O 1.0000 0.0000 1.0000 0.288(11) Uiso 1 6 d S . .
O5 O 0.0197(4) 0.1283(4) 0.1400(3) 0.210(3) Uani 1 1 d . . .
C22 C 0.0788(2) 0.1946(2) 0.13383(18) 0.0765(10) Uani 1 1 d . . .
H22A H 0.0704 0.2298 0.1513 0.115 Uiso 1 1 calc R . .
H22B H 0.0881 0.2054 0.0951 0.115 Uiso 1 1 calc R . .
H22C H 0.1193 0.1951 0.1508 0.115 Uiso 1 1 calc R . .
V1 V 0.89675(2) 0.62323(2) 1.035130(18) 0.04346(18) Uani 1 1 d . . .
O4 O 0.96854(11) 0.71961(12) 1.06539(9) 0.0556(5) Uani 1 1 d . . .
N4 N 0.85859(12) 0.68572(13) 1.00293(10) 0.0480(5) Uani 1 1 d . . .
N2 N 0.96844(12) 0.58289(12) 1.04948(9) 0.0452(5) Uani 1 1 d . . .
N1 N 0.98184(13) 0.66490(13) 0.96193(9) 0.0468(5) Uani 1 1 d . . .
C9 C 1.02567(14) 0.60244(13) 1.01557(11) 0.0430(6) Uani 1 1 d . . .
O2 O 0.83922(12) 0.54947(11) 0.98099(9) 0.0570(5) Uani 1 1 d . . .
C18 C 0.77857(14) 0.60277(16) 0.93441(11) 0.0480(6) Uani 1 1 d . . .
C5 C 1.03322(14) 0.64676(14) 0.96894(10) 0.0425(5) Uani 1 1 d . . .
O1 O 0.85062(12) 0.58934(13) 1.08985(9) 0.0630(6) Uani 1 1 d . . .
C8 C 1.07550(16) 0.57966(16) 1.02404(12) 0.0520(7) Uani 1 1 d . . .
C13 C 0.79034(14) 0.54499(15) 0.94633(11) 0.0472(6) Uani 1 1 d . . .
C17 C 0.72825(15) 0.5942(2) 0.89300(12) 0.0591(8) Uani 1 1 d . . .
H17A H 0.7216 0.6326 0.8845 0.071 Uiso 1 1 calc R . .
C4 C 1.09120(16) 0.66774(16) 0.93238(12) 0.0535(7) Uani 1 1 d . . .
C7 C 1.13440(17) 0.60321(19) 0.98685(15) 0.0631(8) Uani 1 1 d . . .
H7A H 1.1681 0.5890 0.9927 0.076 Uiso 1 1 calc R . .
C10 C 1.06391(18) 0.53441(17) 1.06973(14) 0.0583(8) Uani 1 1 d . . .
H10A H 1.0954 0.5177 1.0767 0.070 Uiso 1 1 calc R . .
C12 C 0.95993(18) 0.54045(15) 1.09219(12) 0.0531(7) Uani 1 1 d . . .
H12A H 0.9210 0.5269 1.1156 0.064 Uiso 1 1 calc R . .
C19 C 0.81388(14) 0.66992(16) 0.96275(12) 0.0504(6) Uani 1 1 d . . .
H19A H 0.8037 0.7051 0.9512 0.061 Uiso 1 1 calc R . .
C1 C 0.98712(18) 0.70399(18) 0.91736(13) 0.0599(8) Uani 1 1 d . . .
H1B H 0.9524 0.7169 0.9118 0.072 Uiso 1 1 calc R . .
C15 C 0.69820(17) 0.4744(2) 0.87925(13) 0.0712(10) Uani 1 1 d . . .
H15A H 0.6701 0.4306 0.8617 0.085 Uiso 1 1 calc R . .
C14 C 0.74785(16) 0.48011(19) 0.91879(13) 0.0607(8) Uani 1 1 d . . .
H14A H 0.7528 0.4406 0.9269 0.073 Uiso 1 1 calc R . .
C21 C 0.95567(16) 0.77132(17) 1.06139(15) 0.0599(8) Uani 1 1 d . . .
O3 O 0.99259(15) 0.83026(15) 1.08110(16) 0.0995(11) Uani 1 1 d . . .
C16 C 0.68941(16) 0.5314(2) 0.86533(13) 0.0690(10) Uani 1 1 d . . .
H16A H 0.6576 0.5270 0.8376 0.083 Uiso 1 1 calc R . .
C2 C 1.0424(2) 0.7263(2) 0.87879(14) 0.0696(9) Uani 1 1 d . . .
H2A H 1.0437 0.7529 0.8480 0.084 Uiso 1 1 calc R . .
C11 C 1.00741(18) 0.51534(16) 1.10336(13) 0.0594(8) Uani 1 1 d . . .
H11A H 0.9999 0.4858 1.1337 0.071 Uiso 1 1 calc R . .
C20 C 0.89023(19) 0.75654(18) 1.02776(17) 0.0669(9) Uani 1 1 d . . .
H20A H 0.8554 0.7593 1.0516 0.080 Uiso 1 1 calc R . .
H20B H 0.9039 0.7924 0.9989 0.080 Uiso 1 1 calc R . .
C6 C 1.14223(17) 0.6459(2) 0.94313(15) 0.0654(8) Uani 1 1 d . . .
H6A H 1.1816 0.6612 0.9198 0.078 Uiso 1 1 calc R . .
C3 C 1.09451(19) 0.7091(2) 0.88649(13) 0.0652(8) Uani 1 1 d . . .
H3A H 1.1321 0.7246 0.8614 0.078 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O5 C22 1.366(8) . ?
V1 O1 1.594(2) . ?
V1 O2 1.950(2) . ?
V1 O4 2.008(2) . ?
V1 N4 2.051(2) . ?
V1 N2 2.147(2) . ?
V1 N1 2.376(2) . ?
O4 C21 1.280(4) . ?
N4 C19 1.287(4) . ?
N4 C20 1.454(4) . ?
N2 C12 1.329(3) . ?
N2 C9 1.360(4) . ?
N1 C1 1.336(4) . ?
N1 C5 1.357(3) . ?
C9 C8 1.402(4) . ?
C9 C5 1.432(4) . ?
O2 C13 1.311(3) . ?
C18 C17 1.418(4) . ?
C18 C13 1.420(4) . ?
C18 C19 1.429(4) . ?
C5 C4 1.408(4) . ?
C8 C10 1.410(5) . ?
C8 C7 1.425(5) . ?
C13 C14 1.399(4) . ?
C17 C16 1.359(5) . ?
C4 C3 1.401(5) . ?
C4 C6 1.420(5) . ?
C7 C6 1.355(5) . ?
C10 C11 1.346(5) . ?
C12 C11 1.403(4) . ?
C1 C2 1.395(5) . ?
C15 C16 1.376(6) . ?
C15 C14 1.393(5) . ?
C21 O3 1.210(4) . ?
C21 C20 1.517(5) . ?
C2 C3 1.361(5) . ?

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 100.65(12) . . ?
O1 V1 O4 98.88(11) . . ?
O2 V1 O4 159.18(10) . . ?
O1 V1 N4 104.59(11) . . ?
O2 V1 N4 88.93(9) . . ?
O4 V1 N4 79.22(9) . . ?
O1 V1 N2 95.24(10) . . ?
O2 V1 N2 94.07(8) . . ?
O4 V1 N2 91.25(9) . . ?
N4 V1 N2 159.05(10) . . ?
O1 V1 N1 167.49(10) . . ?
O2 V1 N1 82.31(9) . . ?
O4 V1 N1 80.17(9) . . ?
N4 V1 N1 87.55(9) . . ?
N2 V1 N1 72.36(8) . . ?
C21 O4 V1 118.89(19) . . ?
C19 N4 C20 119.0(3) . . ?
C19 N4 V1 127.2(2) . . ?
C20 N4 V1 113.71(19) . . ?
C12 N2 C9 118.1(2) . . ?
C12 N2 V1 121.6(2) . . ?
C9 N2 V1 120.18(17) . . ?
C1 N1 C5 117.2(3) . . ?
C1 N1 V1 130.1(2) . . ?
C5 N1 V1 112.67(17) . . ?
N2 C9 C8 122.6(3) . . ?
N2 C9 C5 117.6(2) . . ?
C8 C9 C5 119.8(3) . . ?
C13 O2 V1 130.39(18) . . ?
C17 C18 C13 119.3(3) . . ?
C17 C18 C19 117.1(3) . . ?
C13 C18 C19 123.6(2) . . ?
N1 C5 C4 123.4(3) . . ?
N1 C5 C9 117.0(2) . . ?
C4 C5 C9 119.6(3) . . ?
C9 C8 C10 117.1(3) . . ?
C9 C8 C7 119.1(3) . . ?
C10 C8 C7 123.9(3) . . ?
O2 C13 C14 118.5(3) . . ?
O2 C13 C18 123.7(3) . . ?
C14 C13 C18 117.8(3) . . ?
C16 C17 C18 121.8(3) . . ?
C3 C4 C5 117.0(3) . . ?
C3 C4 C6 123.6(3) . . ?
C5 C4 C6 119.3(3) . . ?
C6 C7 C8 121.2(3) . . ?
C11 C10 C8 120.2(3) . . ?
N2 C12 C11 122.6(3) . . ?
N4 C19 C18 125.3(3) . . ?
N1 C1 C2 123.0(3) . . ?
C16 C15 C14 122.1(3) . . ?
C15 C14 C13 120.3(3) . . ?
O3 C21 O4 124.8(3) . . ?
O3 C21 C20 119.0(3) . . ?
O4 C21 C20 116.2(3) . . ?
C17 C16 C15 118.6(3) . . ?
C3 C2 C1 119.6(3) . . ?
C10 C11 C12 119.3(3) . . ?
N4 C20 C21 109.9(2) . . ?
C7 C6 C4 120.9(3) . . ?
C2 C3 C4 119.7(3) . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        28.52
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.800
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.089
_database_code_depnum_ccdc_archive 'CCDC 1012572'
