# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_szg216

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H15 Cu N2 O10 P2 V'
_chemical_formula_weight         547.70

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'
P P 0.1023 0.0942 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '

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

_cell_length_a                   24.702(4)
_cell_length_b                   9.1070(12)
_cell_length_c                   20.913(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 124.178(2)
_cell_angle_gamma                90.00
_cell_volume                     3892.0(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1029
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      21.98

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.869
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2200
_exptl_absorpt_coefficient_mu    1.795
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8594
_exptl_absorpt_correction_T_max  0.9124
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(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  'Smart Apex II CCD'
_diffrn_measurement_method       '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            9118
_diffrn_reflns_av_R_equivalents  0.0710
_diffrn_reflns_av_sigmaI/netI    0.0878
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.99
_diffrn_reflns_theta_max         24.49
_reflns_number_total             3243
_reflns_number_gt                2109
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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)+(0.0375P)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         3243
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0483
_refine_ls_wR_factor_ref         0.1053
_refine_ls_wR_factor_gt          0.0889
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.053
_refine_ls_shift/su_mean         0.002

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
Cu1 Cu 0.18482(4) 0.33705(7) 0.17704(4) 0.0274(2) Uani 1 1 d . . .
V1 V 0.16957(5) 0.06904(10) -0.01326(5) 0.0234(3) Uani 1 1 d . . .
P1 P 0.25732(7) 0.32692(16) 0.09738(8) 0.0212(4) Uani 1 1 d . . .
P2 P 0.24513(8) 0.05297(16) 0.16664(8) 0.0243(4) Uani 1 1 d . . .
O1 O 0.24247(18) 0.4137(4) 0.14713(19) 0.0263(9) Uani 1 1 d . . .
O2 O 0.19531(17) 0.2798(4) 0.01890(19) 0.0240(9) Uani 1 1 d . . .
O3 O 0.30352(17) 0.4147(4) 0.08558(19) 0.0239(9) Uani 1 1 d . . .
O4 O 0.23333(19) 0.1550(4) 0.2151(2) 0.0299(10) Uani 1 1 d . . .
O5 O 0.18329(18) 0.0226(4) 0.0866(2) 0.0283(10) Uani 1 1 d . . .
O6 O 0.28001(18) -0.0869(4) 0.2085(2) 0.0297(10) Uani 1 1 d . . .
O7 O 0.28967(19) 0.0601(4) 0.0809(2) 0.0332(10) Uani 1 1 d . . .
H7A H 0.2947 0.1138 0.0513 0.050 Uiso 1 1 d R . .
O8 O 0.17782(18) -0.1531(4) -0.0241(2) 0.0300(10) Uani 1 1 d . . .
H8 H 0.1994 -0.1668 -0.0423 0.045 Uiso 1 1 d R . .
O9 O 0.09224(18) 0.0922(4) -0.0685(2) 0.0374(11) Uani 1 1 d . . .
O1W O 0.2258(2) 0.7868(4) 0.8864(2) 0.0425(12) Uani 1 1 d . . .
H1WA H 0.2217 0.8796 0.8836 0.064 Uiso 1 1 d R . .
H1WB H 0.2628 0.7638 0.9266 0.064 Uiso 1 1 d R . .
N1 N 0.1065(2) 0.2461(5) 0.1694(3) 0.0310(12) Uani 1 1 d . . .
N2 N 0.1209(2) 0.5060(5) 0.1254(3) 0.0316(13) Uani 1 1 d . . .
C1 C 0.2963(3) 0.1515(6) 0.1426(3) 0.0223(13) Uani 1 1 d . . .
C2 C 0.3666(3) 0.1673(7) 0.2082(3) 0.0431(17) Uani 1 1 d . . .
H2A H 0.3860 0.0717 0.2251 0.065 Uiso 1 1 d R . .
H2B H 0.3692 0.2177 0.2501 0.065 Uiso 1 1 d R . .
H2C H 0.3896 0.2224 0.1915 0.065 Uiso 1 1 d R . .
C3 C 0.1010(3) 0.1155(7) 0.1933(4) 0.0431(17) Uani 1 1 d . . .
H3 H 0.1357 0.0500 0.2132 0.052 Uiso 1 1 d R . .
C4 C 0.0450(4) 0.0722(8) 0.1901(4) 0.055(2) Uani 1 1 d . . .
H4 H 0.0428 -0.0203 0.2074 0.066 Uiso 1 1 d R . .
C5 C -0.0057(3) 0.1675(8) 0.1616(4) 0.0498(19) Uani 1 1 d . . .
H5 H -0.0433 0.1396 0.1585 0.060 Uiso 1 1 d R . .
C6 C -0.0017(3) 0.3078(7) 0.1368(4) 0.0390(17) Uani 1 1 d . . .
C7 C -0.0524(3) 0.4159(8) 0.1061(4) 0.0503(19) Uani 1 1 d . . .
H7 H -0.0909 0.3948 0.1025 0.060 Uiso 1 1 d R . .
C8 C -0.0459(3) 0.5462(8) 0.0819(4) 0.051(2) Uani 1 1 d . . .
H8A H -0.0801 0.6133 0.0612 0.061 Uiso 1 1 d R . .
C9 C 0.0134(3) 0.5854(7) 0.0873(3) 0.0366(16) Uani 1 1 d . . .
C10 C 0.0248(3) 0.7207(7) 0.0659(4) 0.0444(18) Uani 1 1 d . . .
H10 H -0.0074 0.7928 0.0454 0.053 Uiso 1 1 d R . .
C11 C 0.0833(3) 0.7477(7) 0.0752(4) 0.0442(18) Uani 1 1 d . . .
H11 H 0.0913 0.8379 0.0612 0.053 Uiso 1 1 d R . .
C12 C 0.1309(3) 0.6365(7) 0.1061(4) 0.0426(18) Uani 1 1 d . . .
H12 H 0.1709 0.6552 0.1132 0.051 Uiso 1 1 d R . .
C13 C 0.0629(3) 0.4807(7) 0.1164(3) 0.0291(15) Uani 1 1 d . . .
C14 C 0.0552(3) 0.3408(7) 0.1408(3) 0.0322(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
Cu1 O4 1.936(4) . ?
Cu1 O1 1.977(3) . ?
Cu1 N1 2.028(5) . ?
Cu1 N2 2.028(5) . ?
Cu1 O6 2.152(3) 4 ?
V1 O9 1.597(4) . ?
V1 O5 1.965(3) . ?
V1 O3 1.970(3) 7 ?
V1 O2 2.015(4) . ?
V1 O8 2.059(4) . ?
P1 O1 1.507(3) . ?
P1 O3 1.523(4) . ?
P1 O2 1.549(4) . ?
P1 C1 1.830(6) . ?
P2 O6 1.511(4) . ?
P2 O4 1.519(4) . ?
P2 O5 1.529(4) . ?
P2 C1 1.837(5) . ?
O3 V1 1.970(3) 7 ?
O6 Cu1 2.152(3) 4_545 ?
O7 C1 1.465(6) . ?
O7 H7A 0.8501 . ?
O8 H8 0.8199 . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8500 . ?
N1 C3 1.326(7) . ?
N1 C14 1.361(7) . ?
N2 C12 1.321(7) . ?
N2 C13 1.356(7) . ?
C1 C2 1.496(7) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.404(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.356(9) . ?
C4 H4 0.9301 . ?
C5 C6 1.403(9) . ?
C5 H5 0.9300 . ?
C6 C14 1.393(8) . ?
C6 C7 1.431(9) . ?
C7 C8 1.336(9) . ?
C7 H7 0.9301 . ?
C8 C9 1.449(9) . ?
C8 H8A 0.9300 . ?
C9 C13 1.391(8) . ?
C9 C10 1.392(8) . ?
C10 C11 1.368(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.405(8) . ?
C11 H11 0.9301 . ?
C12 H12 0.9300 . ?
C13 C14 1.425(8) . ?

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
O4 Cu1 O1 92.45(15) . . ?
O4 Cu1 N1 91.47(18) . . ?
O1 Cu1 N1 160.92(17) . . ?
O4 Cu1 N2 170.41(19) . . ?
O1 Cu1 N2 92.71(17) . . ?
N1 Cu1 N2 81.1(2) . . ?
O4 Cu1 O6 92.77(14) . 4 ?
O1 Cu1 O6 109.05(14) . 4 ?
N1 Cu1 O6 89.39(16) . 4 ?
N2 Cu1 O6 93.18(17) . 4 ?
O9 V1 O5 102.68(18) . . ?
O9 V1 O3 102.54(18) . 7 ?
O5 V1 O3 154.31(16) . 7 ?
O9 V1 O2 98.07(18) . . ?
O5 V1 O2 90.95(14) . . ?
O3 V1 O2 90.32(15) 7 . ?
O9 V1 O8 101.69(18) . . ?
O5 V1 O8 86.39(15) . . ?
O3 V1 O8 83.80(15) 7 . ?
O2 V1 O8 160.17(15) . . ?
O1 P1 O3 109.4(2) . . ?
O1 P1 O2 113.4(2) . . ?
O3 P1 O2 111.0(2) . . ?
O1 P1 C1 111.3(2) . . ?
O3 P1 C1 108.5(2) . . ?
O2 P1 C1 103.0(2) . . ?
O6 P2 O4 113.0(2) . . ?
O6 P2 O5 112.0(2) . . ?
O4 P2 O5 113.1(2) . . ?
O6 P2 C1 108.3(2) . . ?
O4 P2 C1 107.7(2) . . ?
O5 P2 C1 101.9(2) . . ?
P1 O1 Cu1 122.1(2) . . ?
P1 O2 V1 123.8(2) . . ?
P1 O3 V1 140.4(2) . 7 ?
P2 O4 Cu1 123.8(2) . . ?
P2 O5 V1 126.5(2) . . ?
P2 O6 Cu1 131.1(2) . 4_545 ?
C1 O7 H7A 108.8 . . ?
V1 O8 H8 109.4 . . ?
H1WA O1W H1WB 109.5 . . ?
C3 N1 C14 117.9(6) . . ?
C3 N1 Cu1 129.2(4) . . ?
C14 N1 Cu1 112.7(4) . . ?
C12 N2 C13 118.3(5) . . ?
C12 N2 Cu1 128.4(4) . . ?
C13 N2 Cu1 113.0(4) . . ?
O7 C1 C2 111.1(4) . . ?
O7 C1 P1 106.0(3) . . ?
C2 C1 P1 113.1(4) . . ?
O7 C1 P2 102.1(3) . . ?
C2 C1 P2 114.7(4) . . ?
P1 C1 P2 108.9(3) . . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.6 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 C4 122.7(6) . . ?
N1 C3 H3 118.7 . . ?
C4 C3 H3 118.6 . . ?
C5 C4 C3 118.9(7) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 120.4(7) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.9 . . ?
C14 C6 C5 116.9(6) . . ?
C14 C6 C7 118.6(6) . . ?
C5 C6 C7 124.5(6) . . ?
C8 C7 C6 121.3(6) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 121.5(6) . . ?
C7 C8 H8A 119.2 . . ?
C9 C8 H8A 119.3 . . ?
C13 C9 C10 117.4(6) . . ?
C13 C9 C8 117.8(6) . . ?
C10 C9 C8 124.8(6) . . ?
C11 C10 C9 120.1(6) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 118.7(6) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.7 . . ?
N2 C12 C11 122.5(6) . . ?
N2 C12 H12 118.7 . . ?
C11 C12 H12 118.8 . . ?
N2 C13 C9 123.0(6) . . ?
N2 C13 C14 116.4(5) . . ?
C9 C13 C14 120.6(6) . . ?
N1 C14 C6 123.2(6) . . ?
N1 C14 C13 116.5(5) . . ?
C6 C14 C13 120.3(6) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        24.49
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.107
_database_code_depnum_ccdc_archive 'CCDC 1011164'
#######################################################################
#
#                 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_szg217

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H15 N2 O10 P2 V Zn'
_chemical_formula_weight         549.53

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'
P P 0.1023 0.0942 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '

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

_cell_length_a                   24.737(4)
_cell_length_b                   9.1709(15)
_cell_length_c                   20.942(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 121.807(3)
_cell_angle_gamma                90.00
_cell_volume                     4037.5(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2018
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      23.73

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2208
_exptl_absorpt_coefficient_mu    1.865
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9291
_exptl_absorpt_correction_T_max  0.9636
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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  'Smart Apex II CCD'
_diffrn_measurement_method       '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            11216
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_av_sigmaI/netI    0.0666
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.94
_diffrn_reflns_theta_max         26.50
_reflns_number_total             4189
_reflns_number_gt                2792
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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+0.4052P] 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         4189
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.1056
_refine_ls_wR_factor_gt          0.0902
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.18928(2) -0.14510(5) 0.18927(3) 0.02601(15) Uani 1 1 d . . .
V1 V 0.32838(3) 0.06970(8) 0.50847(4) 0.02560(19) Uani 1 1 d . . .
P1 P 0.25602(5) 0.05878(11) 0.33247(6) 0.0230(3) Uani 1 1 d . . .
P2 P 0.24462(5) 0.32975(11) 0.40443(6) 0.0213(2) Uani 1 1 d . . .
O1 O 0.22150(14) -0.0807(3) 0.29266(16) 0.0283(7) Uani 1 1 d . . .
O2 O 0.31570(14) 0.0233(3) 0.40918(16) 0.0300(7) Uani 1 1 d . . .
O3 O 0.26857(14) 0.1561(3) 0.28360(16) 0.0295(7) Uani 1 1 d . . .
O4 O 0.30433(13) 0.2806(3) 0.47862(15) 0.0242(6) Uani 1 1 d . . .
O5 O 0.25934(14) 0.4200(3) 0.35513(16) 0.0292(7) Uani 1 1 d . . .
O6 O 0.19906(14) 0.4136(3) 0.41900(15) 0.0262(7) Uani 1 1 d . . .
O7 O 0.21049(15) 0.0643(3) 0.41853(16) 0.0302(7) Uani 1 1 d . . .
H7 H 0.2013 0.1121 0.4446 0.045 Uiso 1 1 calc R . .
O8 O 0.31964(14) -0.1509(3) 0.52025(17) 0.0342(7) Uani 1 1 d . . .
H8A H 0.2921 -0.1851 0.4798 0.051 Uiso 1 1 calc R . .
O9 O 0.40343(15) 0.0882(4) 0.55981(18) 0.0413(8) Uani 1 1 d . . .
O1W O 0.27137(17) 0.7889(3) 0.61034(18) 0.0456(9) Uani 1 1 d . . .
H1WA H 0.3024 0.7667 0.6538 0.068 Uiso 1 1 d R . .
H1WB H 0.2797 0.8677 0.5959 0.068 Uiso 1 1 d R . .
N1 N 0.11986(18) 0.0247(4) 0.1291(2) 0.0358(9) Uani 1 1 d . . .
N2 N 0.10258(18) -0.2406(4) 0.1685(2) 0.0397(10) Uani 1 1 d . . .
C1 C 0.2057(2) 0.1566(4) 0.3589(2) 0.0231(9) Uani 1 1 d . . .
C2 C 0.1376(2) 0.1756(5) 0.2955(3) 0.0388(12) Uani 1 1 d . . .
H2A H 0.1190 0.0818 0.2760 0.058 Uiso 1 1 calc R . .
H2B H 0.1364 0.2327 0.2563 0.058 Uiso 1 1 calc R . .
H2C H 0.1141 0.2246 0.3138 0.058 Uiso 1 1 calc R . .
C3 C 0.1293(3) 0.1558(6) 0.1107(3) 0.0490(14) Uani 1 1 d . . .
H3 H 0.1697 0.1785 0.1206 0.059 Uiso 1 1 calc R . .
C4 C 0.0818(3) 0.2628(6) 0.0770(3) 0.0535(15) Uani 1 1 d . . .
H4 H 0.0901 0.3531 0.0638 0.064 Uiso 1 1 calc R . .
C5 C 0.0231(3) 0.2310(6) 0.0641(3) 0.0545(15) Uani 1 1 d . . .
H5 H -0.0090 0.3004 0.0422 0.065 Uiso 1 1 calc R . .
C6 C 0.0109(2) 0.0938(6) 0.0836(3) 0.0420(12) Uani 1 1 d . . .
C7 C 0.0613(2) -0.0053(5) 0.1160(3) 0.0347(11) Uani 1 1 d . . .
C8 C 0.0525(2) -0.1483(5) 0.1380(3) 0.0376(11) Uani 1 1 d . . .
C9 C -0.0062(3) -0.1854(6) 0.1287(3) 0.0522(15) Uani 1 1 d . . .
C10 C -0.0571(3) -0.0787(7) 0.0954(4) 0.0679(19) Uani 1 1 d . . .
H10 H -0.0962 -0.1017 0.0892 0.081 Uiso 1 1 calc R . .
C11 C -0.0490(3) 0.0519(7) 0.0734(4) 0.0626(17) Uani 1 1 d . . .
H11 H -0.0829 0.1170 0.0510 0.075 Uiso 1 1 calc R . .
C12 C -0.0120(3) -0.3240(6) 0.1515(4) 0.071(2) Uani 1 1 d . . .
H12 H -0.0503 -0.3528 0.1459 0.085 Uiso 1 1 calc R . .
C13 C 0.0384(3) -0.4178(7) 0.1819(4) 0.072(2) Uani 1 1 d . . .
H13 H 0.0349 -0.5106 0.1974 0.086 Uiso 1 1 calc R . .
C14 C 0.0951(3) -0.3716(6) 0.1894(4) 0.0572(16) Uani 1 1 d . . .
H14 H 0.1294 -0.4357 0.2101 0.069 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.963(3) . ?
Zn1 O5 2.020(3) 4_545 ?
Zn1 O3 2.027(3) 4_545 ?
Zn1 N2 2.138(4) . ?
Zn1 N1 2.164(4) . ?
V1 O9 1.590(3) . ?
V1 O6 1.969(3) 7_556 ?
V1 O2 1.979(3) . ?
V1 O4 2.023(3) . ?
V1 O8 2.064(3) . ?
P1 O3 1.508(3) . ?
P1 O1 1.520(3) . ?
P1 O2 1.538(3) . ?
P1 C1 1.841(4) . ?
P2 O5 1.510(3) . ?
P2 O6 1.522(3) . ?
P2 O4 1.543(3) . ?
P2 C1 1.841(4) . ?
O3 Zn1 2.027(3) 4 ?
O5 Zn1 2.020(3) 4 ?
O6 V1 1.969(3) 7_556 ?
O7 C1 1.460(4) . ?
O7 H7 0.8200 . ?
O8 H8A 0.8200 . ?
O1W H1WA 0.8501 . ?
O1W H1WB 0.8501 . ?
N1 C3 1.321(6) . ?
N1 C7 1.353(6) . ?
N2 C14 1.325(6) . ?
N2 C8 1.351(6) . ?
C1 C2 1.508(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.404(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.359(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.404(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.396(6) . ?
C6 C11 1.434(7) . ?
C7 C8 1.445(7) . ?
C8 C9 1.401(7) . ?
C9 C12 1.391(8) . ?
C9 C10 1.450(8) . ?
C10 C11 1.336(8) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.365(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.394(7) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O5 115.51(12) . 4_545 ?
O1 Zn1 O3 96.41(12) . 4_545 ?
O5 Zn1 O3 92.24(11) 4_545 4_545 ?
O1 Zn1 N2 97.37(14) . . ?
O5 Zn1 N2 146.52(14) 4_545 . ?
O3 Zn1 N2 90.07(14) 4_545 . ?
O1 Zn1 N1 99.35(13) . . ?
O5 Zn1 N1 91.02(13) 4_545 . ?
O3 Zn1 N1 160.67(14) 4_545 . ?
N2 Zn1 N1 76.90(15) . . ?
O9 V1 O6 102.98(15) . 7_556 ?
O9 V1 O2 102.44(15) . . ?
O6 V1 O2 154.03(13) 7_556 . ?
O9 V1 O4 98.94(14) . . ?
O6 V1 O4 89.97(11) 7_556 . ?
O2 V1 O4 91.30(12) . . ?
O9 V1 O8 100.51(15) . . ?
O6 V1 O8 83.31(12) 7_556 . ?
O2 V1 O8 86.93(12) . . ?
O4 V1 O8 160.40(12) . . ?
O3 P1 O1 112.51(16) . . ?
O3 P1 O2 113.96(17) . . ?
O1 P1 O2 110.33(17) . . ?
O3 P1 C1 109.25(17) . . ?
O1 P1 C1 107.57(17) . . ?
O2 P1 C1 102.57(17) . . ?
O5 P2 O6 109.33(16) . . ?
O5 P2 O4 113.63(17) . . ?
O6 P2 O4 111.27(16) . . ?
O5 P2 C1 111.57(17) . . ?
O6 P2 C1 107.41(18) . . ?
O4 P2 C1 103.37(17) . . ?
P1 O1 Zn1 129.96(16) . . ?
P1 O2 V1 125.83(17) . . ?
P1 O3 Zn1 126.97(17) . 4 ?
P2 O4 V1 124.06(16) . . ?
P2 O5 Zn1 126.15(17) . 4 ?
P2 O6 V1 141.84(18) . 7_556 ?
C1 O7 H7 109.5 . . ?
V1 O8 H8A 109.5 . . ?
H1WA O1W H1WB 109.5 . . ?
C3 N1 C7 117.5(4) . . ?
C3 N1 Zn1 128.1(3) . . ?
C7 N1 Zn1 114.0(3) . . ?
C14 N2 C8 118.1(4) . . ?
C14 N2 Zn1 127.1(4) . . ?
C8 N2 Zn1 114.3(3) . . ?
O7 C1 C2 111.7(3) . . ?
O7 C1 P2 105.8(3) . . ?
C2 C1 P2 113.1(3) . . ?
O7 C1 P1 102.2(2) . . ?
C2 C1 P1 114.2(3) . . ?
P2 C1 P1 108.9(2) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 C4 123.5(5) . . ?
N1 C3 H3 118.2 . . ?
C4 C3 H3 118.2 . . ?
C5 C4 C3 118.3(5) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
C4 C5 C6 120.4(5) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 116.8(5) . . ?
C7 C6 C11 119.1(5) . . ?
C5 C6 C11 124.1(5) . . ?
N1 C7 C6 123.5(4) . . ?
N1 C7 C8 116.5(4) . . ?
C6 C7 C8 120.0(4) . . ?
N2 C8 C9 122.6(5) . . ?
N2 C8 C7 117.6(4) . . ?
C9 C8 C7 119.7(4) . . ?
C12 C9 C8 117.4(5) . . ?
C12 C9 C10 124.2(5) . . ?
C8 C9 C10 118.4(5) . . ?
C11 C10 C9 121.4(5) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C6 121.3(5) . . ?
C10 C11 H11 119.4 . . ?
C6 C11 H11 119.4 . . ?
C13 C12 C9 120.2(6) . . ?
C13 C12 H12 119.9 . . ?
C9 C12 H12 119.9 . . ?
C12 C13 C14 118.6(6) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 H13 120.7 . . ?
N2 C14 C13 123.1(5) . . ?
N2 C14 H14 118.5 . . ?
C13 C14 H14 118.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.565
_refine_diff_density_rms         0.097
_database_code_depnum_ccdc_archive 'CCDC 1011165'
