# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2012


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#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
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# 
#  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. 
# 
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#  fide research purposes only. It may contain copyright material 
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data_1b
_database_code_depnum_ccdc_archive 'CCDC 879468'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C22 H25 N5 O3 V, 2(Cl O4), 2(H2 O)'
_chemical_formula_sum            'C22 H29 Cl2 N5 O13 V'
_chemical_melting_point          ?
_chemical_formula_weight         693.34

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'
O O 0.0106 0.0060 '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'
V V 0.3005 0.5294 '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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_int_tables_number      19
_chemical_absolute_configuration ad

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

_cell_length_a                   13.5030(8)
_cell_length_b                   14.0714(9)
_cell_length_c                   14.6794(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2789.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9899
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      24.45

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1428
_exptl_absorpt_coefficient_mu    0.623
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8311
_exptl_absorpt_correction_T_max  0.9123
_exptl_absorpt_process_details   
;
SADABS v.2.10 (Sheldrick, 2003)
Ratio of minimum to maximum apparent transmission: 0.910998
;

_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-Nonius X8APEX-II CCD'
_diffrn_measurement_method       'thin-slice \w and \f scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            84571
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_sigmaI/netI    0.0269
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.55
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5451
_reflns_number_gt                4988
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v.1.0-22 (Bruker Nonius, 2004)'
_computing_cell_refinement       'SAINT v.7.06a (Bruker, 2003)'
_computing_data_reduction        'SAINT v.7.06a'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP-3 (Farrugia, 1997) and PLUTON (Spek, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0307P)^2^+1.8541P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.351(18)
_refine_ls_number_reflns         5451
_refine_ls_number_parameters     409
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0285
_refine_ls_wR_factor_ref         0.0679
_refine_ls_wR_factor_gt          0.0646
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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 0.49854(17) -0.12747(18) -0.03798(16) 0.0177(5) Uani 1 1 d . . .
H1A H 0.4729 -0.1917 -0.0238 0.021 Uiso 1 1 calc R . .
H1B H 0.5392 -0.1317 -0.0939 0.021 Uiso 1 1 calc R . .
C2 C 0.41369(17) -0.06013(18) -0.05292(15) 0.0167(5) Uani 1 1 d . . .
C3 C 0.32843(18) -0.0875(2) -0.09716(18) 0.0239(6) Uani 1 1 d . . .
H3 H 0.3200 -0.1515 -0.1163 0.029 Uiso 1 1 calc R . .
C4 C 0.25535(19) -0.0211(2) -0.11336(19) 0.0282(7) Uani 1 1 d . . .
H4 H 0.1975 -0.0380 -0.1464 0.034 Uiso 1 1 calc R . .
C5 C 0.26728(18) 0.0702(2) -0.08099(17) 0.0245(6) Uani 1 1 d . . .
H5 H 0.2167 0.1164 -0.0895 0.029 Uiso 1 1 calc R . .
C6 C 0.35353(17) 0.09352(19) -0.03621(16) 0.0193(6) Uani 1 1 d . . .
H6 H 0.3615 0.1563 -0.0135 0.023 Uiso 1 1 calc R . .
C7 C 0.66336(16) -0.12888(17) 0.03494(16) 0.0145(5) Uani 1 1 d . . .
H7A H 0.6847 -0.1345 -0.0294 0.017 Uiso 1 1 calc R . .
H7B H 0.6664 -0.1928 0.0630 0.017 Uiso 1 1 calc R . .
C8 C 0.73192(17) -0.06201(17) 0.08526(15) 0.0143(5) Uani 1 1 d . . .
H8A H 0.7130 -0.0597 0.1504 0.017 Uiso 1 1 calc R . .
H8B H 0.8007 -0.0859 0.0813 0.017 Uiso 1 1 calc R . .
C9 C 0.77599(17) 0.03937(18) -0.04546(15) 0.0153(5) Uani 1 1 d . . .
H9A H 0.8250 -0.0128 -0.0490 0.018 Uiso 1 1 calc R . .
H9B H 0.8123 0.1002 -0.0516 0.018 Uiso 1 1 calc R . .
C10 C 0.70412(17) 0.03002(16) -0.12351(16) 0.0145(5) Uani 1 1 d . . .
C11 C 0.77365(17) 0.10780(17) 0.10814(16) 0.0143(5) Uani 1 1 d . . .
H11A H 0.7402 0.1044 0.1681 0.017 Uiso 1 1 calc R . .
H11B H 0.7624 0.1723 0.0832 0.017 Uiso 1 1 calc R . .
C12 C 0.88355(17) 0.09374(17) 0.12209(16) 0.0143(5) Uani 1 1 d . . .
C13 C 0.95617(17) 0.13637(18) 0.07005(16) 0.0167(5) Uani 1 1 d . . .
H13 H 0.9384 0.1770 0.0210 0.020 Uiso 1 1 calc R . .
C14 C 1.05486(17) 0.11984(18) 0.08937(16) 0.0191(5) Uani 1 1 d . . .
H14 H 1.1050 0.1493 0.0538 0.023 Uiso 1 1 calc R . .
C15 C 1.08041(18) 0.06019(18) 0.16067(16) 0.0200(5) Uani 1 1 d . . .
H15 H 1.1479 0.0472 0.1739 0.024 Uiso 1 1 calc R . .
C16 C 1.00643(18) 0.02030(18) 0.21181(17) 0.0176(5) Uani 1 1 d . . .
H16 H 1.0226 -0.0199 0.2616 0.021 Uiso 1 1 calc R . .
C17 C 0.50931(18) -0.11525(18) 0.12604(16) 0.0171(5) Uani 1 1 d . . .
H17A H 0.5386 -0.1738 0.1520 0.020 Uiso 1 1 calc R . .
H17B H 0.4384 -0.1279 0.1138 0.020 Uiso 1 1 calc R . .
C18 C 0.51774(16) -0.03634(16) 0.19454(16) 0.0136(5) Uani 1 1 d . . .
C19 C 0.49804(16) -0.05193(18) 0.28596(16) 0.0164(5) Uani 1 1 d . . .
H19 H 0.4799 -0.1134 0.3070 0.020 Uiso 1 1 calc R . .
C20 C 0.50515(17) 0.02314(19) 0.34579(17) 0.0190(5) Uani 1 1 d . . .
H20 H 0.4915 0.0141 0.4087 0.023 Uiso 1 1 calc R . .
C21 C 0.53227(17) 0.11190(18) 0.31366(17) 0.0194(5) Uani 1 1 d . . .
H21 H 0.5389 0.1641 0.3543 0.023 Uiso 1 1 calc R . .
C22 C 0.54946(16) 0.12326(18) 0.22175(16) 0.0165(5) Uani 1 1 d . . .
H22 H 0.5673 0.1843 0.1994 0.020 Uiso 1 1 calc R . .
O1 O 0.61131(11) 0.03640(12) -0.10439(11) 0.0161(4) Uani 1 1 d . . .
O2 O 0.73654(12) 0.01841(12) -0.20118(11) 0.0180(4) Uani 1 1 d . . .
O3 O 0.56901(12) 0.18056(11) 0.02645(11) 0.0181(3) Uani 1 1 d . . .
O4 O 0.31155(13) 0.12156(12) 0.17868(13) 0.0251(4) Uani 1 1 d . . .
O5 O 0.31534(15) 0.25077(14) 0.27915(12) 0.0317(5) Uani 1 1 d . . .
O6 O 0.38804(13) 0.26429(13) 0.13393(12) 0.0245(4) Uani 1 1 d . . .
O7 O 0.21542(13) 0.25774(13) 0.14842(13) 0.0261(4) Uani 1 1 d . . .
O8 O 0.7994(2) 0.19058(14) 0.31448(15) 0.0465(6) Uani 1 1 d . . .
O9 O 0.69504(15) 0.31172(16) 0.26382(16) 0.0430(6) Uani 1 1 d . . .
O10 O 0.7968(2) 0.33392(19) 0.39312(17) 0.0672(8) Uani 1 1 d . . .
O11 O 0.86616(17) 0.3243(2) 0.24861(18) 0.0625(8) Uani 1 1 d . . .
O12 O 0.56993(17) 0.20754(17) 0.70586(15) 0.0401(5) Uani 1 1 d D . .
O13 O 0.5074(2) 0.12909(17) 0.54096(16) 0.0439(6) Uani 1 1 d D . .
Cl1 Cl 0.30805(4) 0.22313(4) 0.18528(4) 0.01671(13) Uani 1 1 d . . .
Cl2 Cl 0.78697(5) 0.28984(5) 0.30691(5) 0.02587(15) Uani 1 1 d . . .
V1 V 0.57085(3) 0.06735(3) 0.02163(3) 0.01202(9) Uani 1 1 d . . .
N1 N 0.56000(14) -0.09235(13) 0.03879(12) 0.0139(4) Uani 1 1 d . . .
N2 N 0.72671(14) 0.03647(13) 0.04537(12) 0.0124(4) Uani 1 1 d . . .
N3 N 0.91140(15) 0.03784(14) 0.19178(13) 0.0143(4) Uani 1 1 d . . .
N4 N 0.54164(13) 0.05002(14) 0.16249(12) 0.0130(4) Uani 1 1 d . . .
N5 N 0.42729(14) 0.02986(14) -0.02351(13) 0.0147(4) Uani 1 1 d . . .
H1N H 0.865(2) 0.008(2) 0.222(2) 0.025(8) Uiso 1 1 d . . .
H1W H 0.617(2) 0.209(3) 0.746(2) 0.054(11) Uiso 1 1 d D . .
H2W H 0.5107(18) 0.216(3) 0.728(3) 0.071(14) Uiso 1 1 d D . .
H3W H 0.4397(16) 0.123(3) 0.553(3) 0.093(16) Uiso 1 1 d D . .
H4W H 0.532(8) 0.150(7) 0.597(4) 0.29(5) Uiso 1 1 d D . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0160(11) 0.0206(13) 0.0166(13) -0.0039(11) -0.0024(10) -0.0018(10)
C2 0.0130(12) 0.0237(13) 0.0133(11) -0.0005(10) 0.0008(9) -0.0018(10)
C3 0.0177(13) 0.0323(15) 0.0216(13) -0.0055(11) -0.0006(10) -0.0033(11)
C4 0.0121(13) 0.0497(19) 0.0228(15) -0.0042(13) -0.0024(11) -0.0037(12)
C5 0.0140(12) 0.0387(16) 0.0209(13) 0.0030(13) -0.0005(10) 0.0068(12)
C6 0.0168(12) 0.0256(14) 0.0155(13) 0.0044(10) 0.0025(10) 0.0030(10)
C7 0.0145(11) 0.0143(12) 0.0145(12) -0.0015(10) 0.0006(9) 0.0027(9)
C8 0.0137(11) 0.0169(12) 0.0123(11) 0.0030(10) -0.0005(9) 0.0029(10)
C9 0.0126(11) 0.0218(13) 0.0116(11) 0.0015(10) 0.0009(9) -0.0010(9)
C10 0.0146(12) 0.0140(11) 0.0147(12) 0.0005(9) 0.0010(10) -0.0022(10)
C11 0.0133(11) 0.0163(12) 0.0135(12) -0.0007(10) -0.0014(9) 0.0016(9)
C12 0.0163(12) 0.0159(12) 0.0108(11) -0.0038(9) -0.0015(9) -0.0013(9)
C13 0.0191(12) 0.0185(12) 0.0125(11) -0.0022(10) -0.0014(9) -0.0042(10)
C14 0.0161(12) 0.0230(13) 0.0181(12) -0.0044(11) 0.0050(10) -0.0070(11)
C15 0.0143(12) 0.0236(13) 0.0220(12) -0.0029(11) -0.0025(10) 0.0004(11)
C16 0.0170(12) 0.0189(13) 0.0168(13) 0.0015(10) -0.0029(10) 0.0011(10)
C17 0.0171(12) 0.0188(13) 0.0153(12) 0.0014(10) 0.0019(9) -0.0038(10)
C18 0.0083(10) 0.0174(12) 0.0150(12) 0.0008(10) -0.0001(9) 0.0000(9)
C19 0.0125(11) 0.0203(13) 0.0163(12) 0.0050(10) 0.0001(9) -0.0001(10)
C20 0.0140(12) 0.0314(15) 0.0116(12) 0.0022(11) 0.0004(10) 0.0059(11)
C21 0.0157(11) 0.0247(13) 0.0178(12) -0.0066(11) -0.0033(10) 0.0065(10)
C22 0.0124(11) 0.0179(12) 0.0192(12) -0.0021(10) -0.0001(9) 0.0021(10)
O1 0.0136(8) 0.0217(9) 0.0132(8) 0.0000(7) 0.0000(7) 0.0000(7)
O2 0.0174(8) 0.0252(9) 0.0114(9) -0.0023(7) 0.0013(7) -0.0034(7)
O3 0.0192(8) 0.0182(9) 0.0167(8) 0.0023(7) 0.0019(8) 0.0026(7)
O4 0.0247(9) 0.0150(9) 0.0355(11) 0.0005(8) 0.0018(9) -0.0012(8)
O5 0.0386(11) 0.0398(12) 0.0168(9) -0.0065(9) -0.0011(8) -0.0027(10)
O6 0.0202(9) 0.0238(10) 0.0295(10) 0.0041(8) 0.0060(7) -0.0050(8)
O7 0.0160(9) 0.0260(10) 0.0362(11) 0.0001(9) -0.0074(8) 0.0008(8)
O8 0.0795(18) 0.0261(11) 0.0338(12) -0.0025(10) -0.0169(13) 0.0139(11)
O9 0.0228(10) 0.0520(14) 0.0542(14) 0.0202(11) -0.0032(10) 0.0033(10)
O10 0.096(2) 0.0581(16) 0.0480(16) -0.0313(13) -0.0103(16) 0.0082(16)
O11 0.0283(12) 0.093(2) 0.0663(18) 0.0393(16) -0.0001(12) -0.0103(13)
O12 0.0289(11) 0.0555(14) 0.0359(12) 0.0000(11) -0.0084(11) -0.0086(11)
O13 0.0611(16) 0.0363(13) 0.0343(13) -0.0005(11) 0.0095(12) -0.0018(12)
Cl1 0.0146(3) 0.0190(3) 0.0164(3) -0.0019(2) 0.0001(2) -0.0016(2)
Cl2 0.0282(3) 0.0222(3) 0.0273(3) 0.0005(3) -0.0064(3) 0.0016(3)
V1 0.01078(18) 0.0147(2) 0.01057(18) 0.00055(16) -0.00044(16) 0.00054(16)
N1 0.0125(9) 0.0187(10) 0.0104(9) -0.0029(8) -0.0010(8) 0.0002(8)
N2 0.0134(9) 0.0143(10) 0.0094(9) -0.0007(8) -0.0008(8) -0.0010(8)
N3 0.0139(10) 0.0164(10) 0.0125(10) 0.0001(8) 0.0008(8) -0.0025(8)
N4 0.0104(9) 0.0162(11) 0.0124(9) -0.0003(8) 0.0012(7) 0.0029(8)
N5 0.0125(9) 0.0196(10) 0.0120(9) 0.0009(8) 0.0025(9) 0.0006(8)

_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 1.484(3) . ?
C1 C2 1.503(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N5 1.350(3) . ?
C2 C3 1.377(3) . ?
C3 C4 1.380(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.377(3) . ?
C5 H5 0.9500 . ?
C6 N5 1.352(3) . ?
C6 H6 0.9500 . ?
C7 N1 1.488(3) . ?
C7 C8 1.513(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 N2 1.506(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N2 1.491(3) . ?
C9 C10 1.507(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 O2 1.232(3) . ?
C10 O1 1.287(3) . ?
C11 N2 1.503(3) . ?
C11 C12 1.511(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 N3 1.344(3) . ?
C12 C13 1.380(3) . ?
C13 C14 1.382(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.370(4) . ?
C15 H15 0.9500 . ?
C16 N3 1.339(3) . ?
C16 H16 0.9500 . ?
C17 N1 1.487(3) . ?
C17 C18 1.502(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 N4 1.342(3) . ?
C18 C19 1.386(3) . ?
C19 C20 1.377(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.384(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.378(3) . ?
C21 H21 0.9500 . ?
C22 N4 1.353(3) . ?
C22 H22 0.9500 . ?
O1 V1 1.9774(17) . ?
O3 V1 1.5947(16) . ?
O4 Cl1 1.4333(18) . ?
O5 Cl1 1.4352(18) . ?
O6 Cl1 1.4389(18) . ?
O7 Cl1 1.4473(18) . ?
O8 Cl2 1.411(2) . ?
O9 Cl2 1.427(2) . ?
O10 Cl2 1.416(2) . ?
O11 Cl2 1.453(2) . ?
O12 H1W 0.860(18) . ?
O12 H2W 0.872(19) . ?
O13 H3W 0.935(19) . ?
O13 H4W 0.94(2) . ?
V1 N5 2.115(2) . ?
V1 N4 2.1190(19) . ?
V1 N2 2.1770(19) . ?
V1 N1 2.2661(19) . ?
N3 H1N 0.87(3) . ?

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 109.09(19) . . ?
N1 C1 H1A 109.9 . . ?
C2 C1 H1A 109.9 . . ?
N1 C1 H1B 109.9 . . ?
C2 C1 H1B 109.9 . . ?
H1A C1 H1B 108.3 . . ?
N5 C2 C3 121.8(2) . . ?
N5 C2 C1 116.2(2) . . ?
C3 C2 C1 122.0(2) . . ?
C2 C3 C4 119.3(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 119.2(2) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C6 C5 C4 119.0(2) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
N5 C6 C5 122.1(2) . . ?
N5 C6 H6 119.0 . . ?
C5 C6 H6 119.0 . . ?
N1 C7 C8 109.91(18) . . ?
N1 C7 H7A 109.7 . . ?
C8 C7 H7A 109.7 . . ?
N1 C7 H7B 109.7 . . ?
C8 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
N2 C8 C7 110.72(18) . . ?
N2 C8 H8A 109.5 . . ?
C7 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
N2 C9 C10 112.96(18) . . ?
N2 C9 H9A 109.0 . . ?
C10 C9 H9A 109.0 . . ?
N2 C9 H9B 109.0 . . ?
C10 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
O2 C10 O1 123.8(2) . . ?
O2 C10 C9 119.1(2) . . ?
O1 C10 C9 117.1(2) . . ?
N2 C11 C12 114.20(19) . . ?
N2 C11 H11A 108.7 . . ?
C12 C11 H11A 108.7 . . ?
N2 C11 H11B 108.7 . . ?
C12 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
N3 C12 C13 118.5(2) . . ?
N3 C12 C11 117.0(2) . . ?
C13 C12 C11 124.5(2) . . ?
C12 C13 C14 119.9(2) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 119.8(2) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C16 C15 C14 118.7(2) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
N3 C16 C15 120.2(2) . . ?
N3 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
N1 C17 C18 112.41(19) . . ?
N1 C17 H17A 109.1 . . ?
C18 C17 H17A 109.1 . . ?
N1 C17 H17B 109.1 . . ?
C18 C17 H17B 109.1 . . ?
H17A C17 H17B 107.9 . . ?
N4 C18 C19 121.9(2) . . ?
N4 C18 C17 116.9(2) . . ?
C19 C18 C17 121.1(2) . . ?
C20 C19 C18 118.9(2) . . ?
C20 C19 H19 120.6 . . ?
C18 C19 H19 120.6 . . ?
C19 C20 C21 119.6(2) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C22 C21 C20 118.9(2) . . ?
C22 C21 H21 120.6 . . ?
C20 C21 H21 120.6 . . ?
N4 C22 C21 121.9(2) . . ?
N4 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C10 O1 V1 119.23(15) . . ?
H1W O12 H2W 114(4) . . ?
H3W O13 H4W 102(7) . . ?
O4 Cl1 O5 109.45(12) . . ?
O4 Cl1 O6 109.95(11) . . ?
O5 Cl1 O6 110.03(11) . . ?
O4 Cl1 O7 109.80(11) . . ?
O5 Cl1 O7 109.09(12) . . ?
O6 Cl1 O7 108.51(11) . . ?
O8 Cl2 O10 110.61(15) . . ?
O8 Cl2 O9 110.60(14) . . ?
O10 Cl2 O9 112.54(16) . . ?
O8 Cl2 O11 106.81(17) . . ?
O10 Cl2 O11 108.14(18) . . ?
O9 Cl2 O11 107.89(13) . . ?
O3 V1 O1 105.42(8) . . ?
O3 V1 N5 104.40(8) . . ?
O1 V1 N5 84.56(7) . . ?
O3 V1 N4 93.94(8) . . ?
O1 V1 N4 159.87(7) . . ?
N5 V1 N4 96.10(7) . . ?
O3 V1 N2 101.97(8) . . ?
O1 V1 N2 80.72(7) . . ?
N5 V1 N2 152.40(7) . . ?
N4 V1 N2 90.05(7) . . ?
O3 V1 N1 169.95(8) . . ?
O1 V1 N1 84.46(7) . . ?
N5 V1 N1 74.23(7) . . ?
N4 V1 N1 76.43(7) . . ?
N2 V1 N1 81.18(7) . . ?
C1 N1 C17 108.92(18) . . ?
C1 N1 C7 112.36(17) . . ?
C17 N1 C7 112.92(18) . . ?
C1 N1 V1 106.38(14) . . ?
C17 N1 V1 109.90(14) . . ?
C7 N1 V1 106.12(13) . . ?
C9 N2 C11 109.99(18) . . ?
C9 N2 C8 110.62(18) . . ?
C11 N2 C8 110.88(17) . . ?
C9 N2 V1 106.44(13) . . ?
C11 N2 V1 111.88(13) . . ?
C8 N2 V1 106.92(14) . . ?
C16 N3 C12 122.9(2) . . ?
C16 N3 H1N 118.8(19) . . ?
C12 N3 H1N 118.1(19) . . ?
C18 N4 C22 118.9(2) . . ?
C18 N4 V1 119.40(15) . . ?
C22 N4 V1 121.69(16) . . ?
C2 N5 C6 118.5(2) . . ?
C2 N5 V1 117.30(15) . . ?
C6 N5 V1 123.56(16) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.052