# 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_date             2013-06-18T23:17:32-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 N,N'-bis-5-bromo-2-hydroxybenzylidene-1,2-propylenediaminato-oxovanadium(IV)
;
_chemical_name_common            'Compound X'
_chemical_formula_moiety         'C17 H14 Br2 N2 O3 V'
_chemical_formula_sum            'C17 H14 Br2 N2 O3 V'
_chemical_formula_weight         505.06

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_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                   13.5750(4)
_cell_length_b                   9.8400(4)
_cell_length_c                   14.0040(5)
_cell_angle_alpha                90
_cell_angle_beta                 109.784(2)
_cell_angle_gamma                90
_cell_volume                     1760.21(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    37870
_cell_measurement_theta_min      0.998
_cell_measurement_theta_max      27.485

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_crystal_density_diffrn    1.906
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             988
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 1 0.059
0 -1 -1 0.118
0 -1 1 0.138
0 1 -1 0.099
-1 0 0 0.065
1 0 0 0.119
1 0 -1 0.199
-1 0 1 0.14
1 -1 -3 0.175
-1 1 3 0.118

_exptl_special_details           ?

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    5.122
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(DENZO-SMN; Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.3182
_exptl_absorpt_correction_T_max  0.4591

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 9
_diffrn_orient_matrix_type       'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_ub_11      -0.0773252
_diffrn_orient_matrix_ub_12      -0.0045985
_diffrn_orient_matrix_ub_13      -0.0146844
_diffrn_orient_matrix_ub_21      0.0078229
_diffrn_orient_matrix_ub_22      0.0562318
_diffrn_orient_matrix_ub_23      0.0616153
_diffrn_orient_matrix_ub_31      -0.0094114
_diffrn_orient_matrix_ub_32      0.0845225
_diffrn_orient_matrix_ub_33      -0.0417908
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_reflns_av_R_equivalents  0.0841
_diffrn_reflns_av_unetI/netI     0.036
_diffrn_reflns_number            30285
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.68
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_reflns_number_total             4018
_reflns_number_gt                3242
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep (Johnson, 1976)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0347P)²+2.1757P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4018
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.0942
_refine_ls_wR_factor_gt          0.0855
_refine_ls_goodness_of_fit_gt    6.164
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.996
_refine_diff_density_min         -0.49
_refine_diff_density_rms         0.075

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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 0.006 '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'

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 0.40336(4) 0.19526(6) 0.92354(4) 0.03912(13) Uani 1 1 d . . .
Br1 Br -0.14032(3) -0.08479(4) 0.74912(3) 0.05450(12) Uani 1 1 d . . .
Br2 Br 0.96414(3) 0.32283(4) 1.04257(3) 0.05937(13) Uani 1 1 d . . .
O1 O 0.31416(18) 0.0573(3) 0.84078(18) 0.0490(6) Uani 1 1 d . . .
C2 C 0.2146(2) 0.0309(3) 0.8240(2) 0.0404(7) Uani 1 1 d . . .
C3 C 0.1597(3) -0.0495(4) 0.7406(3) 0.0479(8) Uani 1 1 d . . .
H3 H 0.1941 -0.0801 0.6975 0.058 Uiso 1 1 calc R . .
C4 C 0.0573(3) -0.0845(4) 0.7204(3) 0.0493(8) Uani 1 1 d . . .
H4 H 0.0233 -0.1391 0.6648 0.059 Uiso 1 1 calc R . .
C5 C 0.0038(3) -0.0380(3) 0.7835(3) 0.0447(7) Uani 1 1 d . . .
C6 C 0.0541(3) 0.0384(3) 0.8669(3) 0.0432(7) Uani 1 1 d . . .
H6 H 0.0184 0.0667 0.9095 0.052 Uiso 1 1 calc R . .
C7 C 0.1598(2) 0.0747(3) 0.8889(2) 0.0390(6) Uani 1 1 d . . .
C8 C 0.2104(2) 0.1496(3) 0.9806(2) 0.0426(7) Uani 1 1 d . . .
H8 H 0.1726 0.1639 1.0241 0.051 Uiso 1 1 calc R . .
N9 N 0.3035(2) 0.1981(3) 1.0073(2) 0.0444(6) Uani 1 1 d . . .
C10 C 0.3457(3) 0.2703(5) 1.1061(3) 0.0642(11) Uani 1 1 d . . .
H10 H 0.3073 0.245 1.1514 0.077 Uiso 1 1 calc R . .
C11 C 0.4560(3) 0.2339(6) 1.1501(3) 0.0747(14) Uani 1 1 d . . .
H11A H 0.4627 0.1449 1.1814 0.09 Uiso 1 1 calc R . .
H11B H 0.4919 0.2993 1.2021 0.09 Uiso 1 1 calc R . .
N12 N 0.5040(2) 0.2328(3) 1.0690(2) 0.0516(7) Uani 1 1 d . . .
C13 C 0.6023(3) 0.2504(4) 1.0929(3) 0.0541(9) Uani 1 1 d . . .
H13 H 0.6392 0.2783 1.1588 0.065 Uiso 1 1 calc R . .
C14 C 0.6601(2) 0.2300(3) 1.0248(2) 0.0426(7) Uani 1 1 d . . .
C15 C 0.7642(3) 0.2767(3) 1.0569(3) 0.0450(7) Uani 1 1 d . . .
H15 H 0.7913 0.324 1.1177 0.054 Uiso 1 1 calc R . .
C16 C 0.8257(2) 0.2526(3) 0.9989(2) 0.0422(7) Uani 1 1 d . . .
C17 C 0.7879(3) 0.1783(3) 0.9103(3) 0.0433(7) Uani 1 1 d . . .
H17 H 0.8308 0.1611 0.8721 0.052 Uiso 1 1 calc R . .
C18 C 0.6864(2) 0.1293(3) 0.8783(2) 0.0413(7) Uani 1 1 d . . .
H18 H 0.6624 0.0773 0.8194 0.05 Uiso 1 1 calc R . .
C19 C 0.6187(2) 0.1569(3) 0.9334(2) 0.0396(6) Uani 1 1 d . . .
O20 O 0.52199(17) 0.1098(3) 0.89926(17) 0.0468(5) Uani 1 1 d . . .
C21 C 0.3401(6) 0.4299(5) 1.0861(5) 0.0963(18) Uani 1 1 d . . .
H21A H 0.2683 0.4573 1.0568 0.144 Uiso 1 1 calc R . .
H21B H 0.3769 0.4518 1.0404 0.144 Uiso 1 1 calc R . .
H21C H 0.3719 0.4769 1.1492 0.144 Uiso 1 1 calc R . .
O22 O 0.3839(2) 0.3350(3) 0.8633(2) 0.0596(7) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 O22 1.588(3) . ?
V1 O1 1.924(2) . ?
V1 O20 1.946(2) . ?
V1 N12 2.066(3) . ?
V1 N9 2.072(3) . ?
Br1 C5 1.907(3) . ?
Br2 C16 1.899(3) . ?
O1 C2 1.317(4) . ?
C2 C3 1.398(5) . ?
C2 C7 1.423(4) . ?
C3 C4 1.366(5) . ?
C3 H3 0.93 . ?
C4 C5 1.397(5) . ?
C4 H4 0.93 . ?
C5 C6 1.362(5) . ?
C6 C7 1.407(4) . ?
C6 H6 0.93 . ?
C7 C8 1.438(4) . ?
C8 N9 1.282(4) . ?
C8 H8 0.93 . ?
N9 C10 1.486(4) . ?
C10 C11 1.457(6) . ?
C10 C21 1.593(7) . ?
C10 H10 0.98 . ?
C11 N12 1.488(4) . ?
C11 H11A 0.97 . ?
C11 H11B 0.97 . ?
N12 C13 1.273(4) . ?
C13 C14 1.440(5) . ?
C13 H13 0.93 . ?
C14 C15 1.407(5) . ?
C14 C19 1.409(5) . ?
C15 C16 1.367(5) . ?
C15 H15 0.93 . ?
C16 C17 1.381(5) . ?
C17 C18 1.383(5) . ?
C17 H17 0.93 . ?
C18 C19 1.412(4) . ?
C18 H18 0.93 . ?
C19 O20 1.320(4) . ?
C21 H21A 0.96 . ?
C21 H21B 0.96 . ?
C21 H21C 0.96 . ?

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
O22 V1 O1 109.48(14) . . ?
O22 V1 O20 106.25(13) . . ?
O1 V1 O20 88.80(10) . . ?
O22 V1 N12 107.74(15) . . ?
O1 V1 N12 142.30(13) . . ?
O20 V1 N12 86.54(10) . . ?
O22 V1 N9 105.46(13) . . ?
O1 V1 N9 87.22(10) . . ?
O20 V1 N9 147.52(11) . . ?
N12 V1 N9 77.30(11) . . ?
C2 O1 V1 130.2(2) . . ?
O1 C2 C3 119.0(3) . . ?
O1 C2 C7 123.6(3) . . ?
C3 C2 C7 117.3(3) . . ?
C4 C3 C2 122.2(3) . . ?
C4 C3 H3 118.9 . . ?
C2 C3 H3 118.9 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 120.4(3) . . ?
C6 C5 Br1 121.6(3) . . ?
C4 C5 Br1 118.0(2) . . ?
C5 C6 C7 120.4(3) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C6 C7 C2 119.8(3) . . ?
C6 C7 C8 118.0(3) . . ?
C2 C7 C8 122.1(3) . . ?
N9 C8 C7 125.2(3) . . ?
N9 C8 H8 117.4 . . ?
C7 C8 H8 117.4 . . ?
C8 N9 C10 118.8(3) . . ?
C8 N9 V1 126.8(2) . . ?
C10 N9 V1 114.4(2) . . ?
C11 C10 N9 107.1(3) . . ?
C11 C10 C21 107.3(4) . . ?
N9 C10 C21 109.1(4) . . ?
C11 C10 H10 111 . . ?
N9 C10 H10 111 . . ?
C21 C10 H10 111 . . ?
C10 C11 N12 109.3(3) . . ?
C10 C11 H11A 109.8 . . ?
N12 C11 H11A 109.8 . . ?
C10 C11 H11B 109.8 . . ?
N12 C11 H11B 109.8 . . ?
H11A C11 H11B 108.3 . . ?
C13 N12 C11 119.3(3) . . ?
C13 N12 V1 124.6(2) . . ?
C11 N12 V1 116.1(2) . . ?
N12 C13 C14 124.4(3) . . ?
N12 C13 H13 117.8 . . ?
C14 C13 H13 117.8 . . ?
C15 C14 C19 120.4(3) . . ?
C15 C14 C13 117.2(3) . . ?
C19 C14 C13 122.3(3) . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 120.6(3) . . ?
C15 C16 Br2 118.8(3) . . ?
C17 C16 Br2 120.5(2) . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C19 121.1(3) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
O20 C19 C14 123.4(3) . . ?
O20 C19 C18 119.1(3) . . ?
C14 C19 C18 117.5(3) . . ?
C19 O20 V1 124.4(2) . . ?
C10 C21 H21A 109.5 . . ?
C10 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C10 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
O22 V1 O1 C2 -80.8(3) . . . . ?
O20 V1 O1 C2 172.4(3) . . . . ?
N12 V1 O1 C2 89.6(3) . . . . ?
N9 V1 O1 C2 24.6(3) . . . . ?
V1 O1 C2 C3 162.7(3) . . . . ?
V1 O1 C2 C7 -20.2(5) . . . . ?
O1 C2 C3 C4 177.9(3) . . . . ?
C7 C2 C3 C4 0.6(5) . . . . ?
C2 C3 C4 C5 0.8(6) . . . . ?
C3 C4 C5 C6 -2.1(5) . . . . ?
C3 C4 C5 Br1 177.9(3) . . . . ?
C4 C5 C6 C7 1.8(5) . . . . ?
Br1 C5 C6 C7 -178.2(2) . . . . ?
C5 C6 C7 C2 -0.3(5) . . . . ?
C5 C6 C7 C8 -176.9(3) . . . . ?
O1 C2 C7 C6 -178.0(3) . . . . ?
C3 C2 C7 C6 -0.9(5) . . . . ?
O1 C2 C7 C8 -1.6(5) . . . . ?
C3 C2 C7 C8 175.5(3) . . . . ?
C6 C7 C8 N9 -174.8(3) . . . . ?
C2 C7 C8 N9 8.7(5) . . . . ?
C7 C8 N9 C10 -178.5(4) . . . . ?
C7 C8 N9 V1 4.6(5) . . . . ?
O22 V1 N9 C8 92.8(3) . . . . ?
O1 V1 N9 C8 -16.6(3) . . . . ?
O20 V1 N9 C8 -100.0(3) . . . . ?
N12 V1 N9 C8 -162.0(3) . . . . ?
O22 V1 N9 C10 -84.3(3) . . . . ?
O1 V1 N9 C10 166.3(3) . . . . ?
O20 V1 N9 C10 82.9(3) . . . . ?
N12 V1 N9 C10 20.9(3) . . . . ?
C8 N9 C10 C11 142.0(4) . . . . ?
V1 N9 C10 C11 -40.7(4) . . . . ?
C8 N9 C10 C21 -102.1(4) . . . . ?
V1 N9 C10 C21 75.2(4) . . . . ?
N9 C10 C11 N12 41.0(5) . . . . ?
C21 C10 C11 N12 -76.1(4) . . . . ?
C10 C11 N12 C13 155.9(4) . . . . ?
C10 C11 N12 V1 -26.2(5) . . . . ?
O22 V1 N12 C13 -76.7(4) . . . . ?
O1 V1 N12 C13 112.8(4) . . . . ?
O20 V1 N12 C13 29.3(4) . . . . ?
N9 V1 N12 C13 -179.1(4) . . . . ?
O22 V1 N12 C11 105.5(3) . . . . ?
O1 V1 N12 C11 -65.0(4) . . . . ?
O20 V1 N12 C11 -148.6(3) . . . . ?
N9 V1 N12 C11 3.0(3) . . . . ?
C11 N12 C13 C14 169.6(4) . . . . ?
V1 N12 C13 C14 -8.2(6) . . . . ?
N12 C13 C14 C15 169.0(4) . . . . ?
N12 C13 C14 C19 -16.2(6) . . . . ?
C19 C14 C15 C16 0.7(5) . . . . ?
C13 C14 C15 C16 175.7(3) . . . . ?
C14 C15 C16 C17 -2.4(5) . . . . ?
C14 C15 C16 Br2 177.8(3) . . . . ?
C15 C16 C17 C18 1.2(5) . . . . ?
Br2 C16 C17 C18 -179.0(2) . . . . ?
C16 C17 C18 C19 1.7(5) . . . . ?
C15 C14 C19 O20 179.7(3) . . . . ?
C13 C14 C19 O20 5.0(5) . . . . ?
C15 C14 C19 C18 2.0(5) . . . . ?
C13 C14 C19 C18 -172.7(3) . . . . ?
C17 C18 C19 O20 179.0(3) . . . . ?
C17 C18 C19 C14 -3.2(5) . . . . ?
C14 C19 O20 V1 30.8(4) . . . . ?
C18 C19 O20 V1 -151.6(2) . . . . ?
O22 V1 O20 C19 67.4(3) . . . . ?
O1 V1 O20 C19 177.4(3) . . . . ?
N12 V1 O20 C19 -40.1(3) . . . . ?
N9 V1 O20 C19 -99.7(3) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF

_database_code_depnum_ccdc_archive 'CCDC 945963'
#######################################################################
#
#                 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_date             2013-06-20T10:59:55-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 N,N'-bis-5-chloro-2-hydroxybenzylidene-1,2-propylenediaminato-oxovanadium(IV)
;
_chemical_formula_moiety         'C17 H14 Cl2 N2 O3 V'
_chemical_formula_sum            'C17 H14 Cl2 N2 O3 V'
_chemical_formula_weight         416.14
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
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                   13.776(5)
_cell_length_b                   9.987(5)
_cell_length_c                   13.703(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 113.198(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     1732.8(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.11
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             844

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.9
_exptl_absorpt_correction_T_min  0.72506
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_measurement_method       'ω scans'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.3756
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.022
_diffrn_reflns_number            30014
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.99
_diffrn_reflns_theta_max         28.61
_diffrn_reflns_theta_full        28.61
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.953
_reflns_number_total             4241
_reflns_number_gt                2958
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0480P)²+1.7888P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4241
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.081
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.141
_refine_ls_wR_factor_gt          0.121
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.054

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.42782(5) 0.19556(5) 0.89166(4) 0.05533(18) Uani 1 1 d . . .
Cl1 Cl -0.11918(8) -0.03193(10) 0.68138(9) 0.0844(3) Uani 1 1 d . . .
Cl2 Cl 0.99777(8) 0.19425(11) 1.05775(8) 0.0789(3) Uani 1 1 d . . .
O1 O 0.3337(2) 0.0622(3) 0.80301(19) 0.0698(6) Uani 1 1 d . . .
C2 C 0.2316(3) 0.0475(3) 0.7772(3) 0.0608(8) Uani 1 1 d . . .
C3 C 0.1721(3) -0.0298(4) 0.6872(3) 0.0754(10) Uani 1 1 d . . .
H3 H 0.2057 -0.0666 0.6464 0.09 Uiso 1 1 calc R . .
C4 C 0.0669(3) -0.0522(4) 0.6583(3) 0.0767(11) Uani 1 1 d . . .
H4 H 0.0297 -0.1028 0.5982 0.092 Uiso 1 1 calc R . .
C5 C 0.0148(3) 0.0007(3) 0.7188(3) 0.0670(9) Uani 1 1 d . . .
C6 C 0.0690(3) 0.0751(3) 0.8071(3) 0.0610(8) Uani 1 1 d . . .
H6 H 0.0338 0.1095 0.8472 0.073 Uiso 1 1 calc R . .
C7 C 0.1772(3) 0.1002(3) 0.8380(2) 0.0560(7) Uani 1 1 d . . .
C8 C 0.2329(3) 0.1715(3) 0.9367(2) 0.0586(8) Uani 1 1 d . . .
H8 H 0.1952 0.1913 0.9782 0.07 Uiso 1 1 calc R . .
N9 N 0.3294(2) 0.2096(3) 0.9716(2) 0.0594(7) Uani 1 1 d . . .
C10 C 0.3763(3) 0.2842(4) 1.0751(3) 0.0792(11) Uani 1 1 d . . .
H10 H 0.3376 0.2638 1.12 0.095 Uiso 1 1 calc R . .
C11 C 0.4876(3) 0.2404(5) 1.1275(3) 0.0816(12) Uani 1 1 d . . .
H11A H 0.4911 0.1556 1.1632 0.098 Uiso 1 1 calc R . .
H11B H 0.5277 0.3059 1.1802 0.098 Uiso 1 1 calc R . .
N12 N 0.5334(2) 0.2257(3) 1.0465(2) 0.0587(7) Uani 1 1 d . . .
C13 C 0.6340(3) 0.2272(3) 1.0779(2) 0.0616(8) Uani 1 1 d . . .
H13 H 0.673 0.2533 1.1477 0.074 Uiso 1 1 calc R . .
C14 C 0.6918(3) 0.1919(3) 1.0141(2) 0.0557(7) Uani 1 1 d . . .
C15 C 0.8019(3) 0.2118(3) 1.0566(3) 0.0609(8) Uani 1 1 d . . .
H15 H 0.8346 0.2543 1.1218 0.073 Uiso 1 1 calc R . .
C16 C 0.8607(3) 0.1693(3) 1.0028(3) 0.0629(8) Uani 1 1 d . . .
C17 C 0.8142(3) 0.1013(4) 0.9068(3) 0.0664(9) Uani 1 1 d . . .
H17 H 0.8556 0.0709 0.8717 0.08 Uiso 1 1 calc R . .
C18 C 0.7072(3) 0.0793(4) 0.8641(3) 0.0657(9) Uani 1 1 d . . .
H18 H 0.6768 0.0331 0.8003 0.079 Uiso 1 1 calc R . .
C19 C 0.6425(3) 0.1254(3) 0.9151(2) 0.0574(8) Uani 1 1 d . . .
O20 O 0.54038(19) 0.1008(2) 0.87138(17) 0.0647(6) Uani 1 1 d . . .
C21 C 0.3779(4) 0.4370(4) 1.0572(4) 0.0961(14) Uani 1 1 d . . .
H21A H 0.4175 0.4804 1.1236 0.144 Uiso 1 1 calc R . .
H21B H 0.3069 0.4707 1.0289 0.144 Uiso 1 1 calc R . .
H21C H 0.4103 0.4548 1.008 0.144 Uiso 1 1 calc R . .
O22 O 0.4120(2) 0.3338(3) 0.83016(19) 0.0820(8) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 O22 1.587(3) . ?
V1 O1 1.921(2) . ?
V1 O20 1.928(2) . ?
V1 N9 2.057(3) . ?
V1 N12 2.068(3) . ?
Cl1 C5 1.741(4) . ?
Cl2 C16 1.754(4) . ?
O1 C2 1.317(4) . ?
C2 C3 1.412(5) . ?
C2 C7 1.424(5) . ?
C3 C4 1.362(5) . ?
C3 H3 0.93 . ?
C4 C5 1.396(5) . ?
C4 H4 0.93 . ?
C5 C6 1.364(5) . ?
C6 C7 1.401(5) . ?
C6 H6 0.93 . ?
C7 C8 1.451(4) . ?
C8 N9 1.280(4) . ?
C8 H8 0.93 . ?
N9 C10 1.505(4) . ?
C10 C11 1.480(6) . ?
C10 C21 1.547(6) . ?
C10 H10 0.98 . ?
C11 N12 1.484(4) . ?
C11 H11A 0.97 . ?
C11 H11B 0.97 . ?
N12 C13 1.280(4) . ?
C13 C14 1.440(5) . ?
C13 H13 0.93 . ?
C14 C15 1.408(5) . ?
C14 C19 1.419(4) . ?
C15 C16 1.360(5) . ?
C15 H15 0.93 . ?
C16 C17 1.391(5) . ?
C17 C18 1.373(5) . ?
C17 H17 0.93 . ?
C18 C19 1.409(5) . ?
C18 H18 0.93 . ?
C19 O20 1.317(4) . ?
C21 H21A 0.96 . ?
C21 H21B 0.96 . ?
C21 H21C 0.96 . ?

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
O22 V1 O1 110.49(14) . . ?
O22 V1 O20 107.50(14) . . ?
O1 V1 O20 87.07(11) . . ?
O22 V1 N9 104.00(13) . . ?
O1 V1 N9 87.81(11) . . ?
O20 V1 N9 147.86(11) . . ?
O22 V1 N12 108.20(13) . . ?
O1 V1 N12 140.92(11) . . ?
O20 V1 N12 86.51(10) . . ?
N9 V1 N12 77.77(11) . . ?
C2 O1 V1 129.1(2) . . ?
O1 C2 C3 119.1(3) . . ?
O1 C2 C7 123.7(3) . . ?
C3 C2 C7 117.1(3) . . ?
C4 C3 C2 121.9(4) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 120.2(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 120.1(4) . . ?
C6 C5 Cl1 120.7(3) . . ?
C4 C5 Cl1 119.2(3) . . ?
C5 C6 C7 120.8(3) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C6 C7 C2 119.9(3) . . ?
C6 C7 C8 118.6(3) . . ?
C2 C7 C8 121.3(3) . . ?
N9 C8 C7 125.8(3) . . ?
N9 C8 H8 117.1 . . ?
C7 C8 H8 117.1 . . ?
C8 N9 C10 119.8(3) . . ?
C8 N9 V1 125.9(2) . . ?
C10 N9 V1 114.0(2) . . ?
C11 C10 N9 106.8(3) . . ?
C11 C10 C21 106.9(4) . . ?
N9 C10 C21 111.5(3) . . ?
C11 C10 H10 110.5 . . ?
N9 C10 H10 110.5 . . ?
C21 C10 H10 110.5 . . ?
C10 C11 N12 109.4(3) . . ?
C10 C11 H11A 109.8 . . ?
N12 C11 H11A 109.8 . . ?
C10 C11 H11B 109.8 . . ?
N12 C11 H11B 109.8 . . ?
H11A C11 H11B 108.2 . . ?
C13 N12 C11 118.1(3) . . ?
C13 N12 V1 125.3(2) . . ?
C11 N12 V1 116.6(2) . . ?
N12 C13 C14 125.3(3) . . ?
N12 C13 H13 117.3 . . ?
C14 C13 H13 117.3 . . ?
C15 C14 C19 119.6(3) . . ?
C15 C14 C13 118.5(3) . . ?
C19 C14 C13 121.6(3) . . ?
C16 C15 C14 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C17 120.9(3) . . ?
C15 C16 Cl2 119.5(3) . . ?
C17 C16 Cl2 119.5(3) . . ?
C18 C17 C16 119.9(3) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C17 C18 C19 121.3(3) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
O20 C19 C18 119.0(3) . . ?
O20 C19 C14 123.1(3) . . ?
C18 C19 C14 117.9(3) . . ?
C19 O20 V1 128.2(2) . . ?
C10 C21 H21A 109.5 . . ?
C10 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C10 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
O22 V1 O1 C2 -76.0(3) . . . . ?
O20 V1 O1 C2 176.4(3) . . . . ?
N9 V1 O1 C2 28.1(3) . . . . ?
N12 V1 O1 C2 95.6(3) . . . . ?
V1 O1 C2 C3 160.7(3) . . . . ?
V1 O1 C2 C7 -22.5(5) . . . . ?
O1 C2 C3 C4 177.9(4) . . . . ?
C7 C2 C3 C4 0.8(6) . . . . ?
C2 C3 C4 C5 -0.7(6) . . . . ?
C3 C4 C5 C6 0.0(6) . . . . ?
C3 C4 C5 Cl1 -178.9(3) . . . . ?
C4 C5 C6 C7 0.4(5) . . . . ?
Cl1 C5 C6 C7 179.3(2) . . . . ?
C5 C6 C7 C2 -0.2(5) . . . . ?
C5 C6 C7 C8 -175.5(3) . . . . ?
O1 C2 C7 C6 -177.3(3) . . . . ?
C3 C2 C7 C6 -0.4(5) . . . . ?
O1 C2 C7 C8 -2.1(5) . . . . ?
C3 C2 C7 C8 174.8(3) . . . . ?
C6 C7 C8 N9 -175.0(3) . . . . ?
C2 C7 C8 N9 9.7(5) . . . . ?
C7 C8 N9 C10 179.3(3) . . . . ?
C7 C8 N9 V1 5.9(5) . . . . ?
O22 V1 N9 C8 90.9(3) . . . . ?
O1 V1 N9 C8 -19.7(3) . . . . ?
O20 V1 N9 C8 -100.6(3) . . . . ?
N12 V1 N9 C8 -163.1(3) . . . . ?
O22 V1 N9 C10 -82.8(3) . . . . ?
O1 V1 N9 C10 166.6(3) . . . . ?
O20 V1 N9 C10 85.6(3) . . . . ?
N12 V1 N9 C10 23.2(2) . . . . ?
C8 N9 C10 C11 144.3(4) . . . . ?
V1 N9 C10 C11 -41.5(4) . . . . ?
C8 N9 C10 C21 -99.2(4) . . . . ?
V1 N9 C10 C21 74.9(4) . . . . ?
N9 C10 C11 N12 39.3(5) . . . . ?
C21 C10 C11 N12 -80.1(4) . . . . ?
C10 C11 N12 C13 159.9(3) . . . . ?
C10 C11 N12 V1 -22.8(4) . . . . ?
O22 V1 N12 C13 -82.0(3) . . . . ?
O1 V1 N12 C13 106.3(3) . . . . ?
O20 V1 N12 C13 25.3(3) . . . . ?
N9 V1 N12 C13 177.1(3) . . . . ?
O22 V1 N12 C11 100.9(3) . . . . ?
O1 V1 N12 C11 -70.8(3) . . . . ?
O20 V1 N12 C11 -151.8(3) . . . . ?
N9 V1 N12 C11 0.0(3) . . . . ?
C11 N12 C13 C14 168.8(3) . . . . ?
V1 N12 C13 C14 -8.2(5) . . . . ?
N12 C13 C14 C15 173.6(3) . . . . ?
N12 C13 C14 C19 -13.0(5) . . . . ?
C19 C14 C15 C16 0.8(5) . . . . ?
C13 C14 C15 C16 174.4(3) . . . . ?
C14 C15 C16 C17 -2.3(5) . . . . ?
C14 C15 C16 Cl2 -179.6(2) . . . . ?
C15 C16 C17 C18 1.6(5) . . . . ?
Cl2 C16 C17 C18 178.9(3) . . . . ?
C16 C17 C18 C19 0.6(5) . . . . ?
C17 C18 C19 O20 -179.4(3) . . . . ?
C17 C18 C19 C14 -2.0(5) . . . . ?
C15 C14 C19 O20 178.6(3) . . . . ?
C13 C14 C19 O20 5.3(5) . . . . ?
C15 C14 C19 C18 1.3(5) . . . . ?
C13 C14 C19 C18 -172.1(3) . . . . ?
C18 C19 O20 V1 -157.3(2) . . . . ?
C14 C19 O20 V1 25.4(4) . . . . ?
O22 V1 O20 C19 73.9(3) . . . . ?
O1 V1 O20 C19 -175.5(3) . . . . ?
N9 V1 O20 C19 -94.3(3) . . . . ?
N12 V1 O20 C19 -34.1(3) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF

_database_code_depnum_ccdc_archive 'CCDC 945964'
