#------------------------------------------------------------------------------
#$Date: 2016-11-08 21:53:56 +0200 (Tue, 08 Nov 2016) $
#$Revision: 188184 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/06/7040654.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7040654
loop_
_publ_author_name
'Maurya, Mannar R.'
'Sarkar, Bithika'
'Avecilla, Fernando'
'Correia, Isabel'
_publ_section_title
;
 Vanadium(iv and v) complexes of pyrazolone based ligands: Synthesis,
 structural characterization and catalytic applications.
;
_journal_issue                   43
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17343
_journal_page_last               17364
_journal_paper_doi               10.1039/c6dt03425j
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C22 H17 N4 O5 V'
_chemical_formula_sum            'C23 H19 N4 O5 V'
_chemical_formula_weight         482.36
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-09-01 deposited with the CCDC.
2016-09-15 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 103.350(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.133(4)
_cell_length_b                   11.772(4)
_cell_length_c                   26.621(8)
_cell_measurement_reflns_used    28937
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      46.750
_cell_measurement_theta_min      4.555
_cell_volume                     4309(2)
_computing_cell_refinement
'SAINT V7.68A (Bruker: Madison, 2009 ) in Apex2 suite'
_computing_data_collection       'Apex2, Bruker Instrument Service v2010, 1-2'
_computing_data_reduction
'SAINT and XPREP Version 2008/2 (Sheldrick, Bruker AXS Inc.)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement
'XL V2008/4 (G. M. Sheldrick, Acta Cryst. (2008). A64, 112-122)'
_computing_structure_solution
'XS V2008/1 (G. M. Sheldrick, Acta Cryst. (2008). A64, 112-122)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0486
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            28005
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.43
_diffrn_reflns_theta_min         1.57
_exptl_absorpt_coefficient_mu    0.504
_exptl_absorpt_correction_T_max  0.9513
_exptl_absorpt_correction_T_min  0.8634
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1984
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         5328
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0495
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0687P)²+3.4050P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1237
_refine_ls_wR_factor_ref         0.1476
_reflns_number_gt                3431
_reflns_number_total             5328
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6dt03425j2.cif
_cod_data_source_block           compound12
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7040648--7040654.cif.
;
_cod_original_sg_symbol_Hall     -C2yc
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7040654
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'
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
V1 V 0.24892(3) 0.08110(4) 0.595888(19) 0.03835(16) Uani 1 1 d .
O1 O 0.20339(16) 0.08174(18) 0.64452(9) 0.0586(6) Uani 1 1 d .
N1 N 0.27501(14) 0.25602(18) 0.58989(8) 0.0351(5) Uani 1 1 d .
C1 C 0.44158(18) 0.1461(2) 0.64712(10) 0.0368(6) Uani 1 1 d .
C1S C 0.2805(3) -0.0869(3) 0.52911(14) 0.0699(10) Uani 1 1 d .
H1S1 H 0.2746 -0.0226 0.5065 0.105 Uiso 1 1 calc R
H1S2 H 0.2451 -0.1499 0.5109 0.105 Uiso 1 1 calc R
H1S3 H 0.3478 -0.1072 0.5407 0.105 Uiso 1 1 calc R
N2 N 0.19906(15) 0.31618(18) 0.55680(9) 0.0390(5) Uani 1 1 d .
C2 C 0.42952(18) 0.2637(2) 0.64688(10) 0.0365(6) Uani 1 1 d .
O2 O 0.24191(15) -0.05918(16) 0.57233(9) 0.0513(5) Uani 1 1 d .
O3 O 0.38357(13) 0.06862(15) 0.62135(8) 0.0431(5) Uani 1 1 d .
C3 C 0.51639(19) 0.3046(2) 0.68116(11) 0.0414(7) Uani 1 1 d .
N3 N 0.52661(15) 0.1206(2) 0.67950(9) 0.0401(5) Uani 1 1 d .
O4 O 0.15102(13) 0.13093(15) 0.53955(8) 0.0454(5) Uani 1 1 d .
N4 N 0.57365(16) 0.2197(2) 0.70069(9) 0.0457(6) Uani 1 1 d .
C4 C 0.5485(2) 0.4232(3) 0.69547(15) 0.0617(9) Uani 1 1 d .
H4A H 0.6007 0.4222 0.7258 0.093 Uiso 1 1 calc R
H4B H 0.4950 0.4660 0.7023 0.093 Uiso 1 1 calc R
H4C H 0.5705 0.4578 0.6676 0.093 Uiso 1 1 calc R
O5 O 0.03008(15) 0.38432(18) 0.48319(8) 0.0557(6) Uani 1 1 d .
C5 C 0.34701(18) 0.3190(2) 0.61610(10) 0.0337(6) Uani 1 1 d .
C6 C 0.34268(18) 0.4461(2) 0.61644(10) 0.0339(6) Uani 1 1 d .
C7 C 0.3953(3) 0.5123(3) 0.59009(13) 0.0531(8) Uani 1 1 d .
H7 H 0.429(2) 0.478(3) 0.5696(12) 0.060(10) Uiso 1 1 d .
C8 C 0.3976(3) 0.6287(3) 0.59620(14) 0.0608(9) Uani 1 1 d .
H8 H 0.429(3) 0.675(3) 0.5798(14) 0.085(13) Uiso 1 1 d .
C9 C 0.3492(2) 0.6798(3) 0.62848(14) 0.0534(8) Uani 1 1 d .
H9 H 0.352(2) 0.755(3) 0.6336(11) 0.051(9) Uiso 1 1 d .
C10 C 0.2942(2) 0.6155(3) 0.65376(13) 0.0503(8) Uani 1 1 d .
H10 H 0.261(3) 0.646(3) 0.6769(14) 0.075(11) Uiso 1 1 d .
C11 C 0.2911(2) 0.4985(3) 0.64795(12) 0.0434(7) Uani 1 1 d .
H11 H 0.256(3) 0.455(3) 0.6645(13) 0.069(11) Uiso 1 1 d .
C12 C 0.56959(19) 0.0126(2) 0.69529(11) 0.0402(6) Uani 1 1 d .
C13 C 0.6334(2) 0.0039(3) 0.74261(12) 0.0503(8) Uani 1 1 d .
H13 H 0.651(2) 0.072(3) 0.7641(13) 0.065(10) Uiso 1 1 d .
C14 C 0.6765(3) -0.0994(3) 0.75826(14) 0.0607(9) Uani 1 1 d .
H14 H 0.721(3) -0.102(3) 0.7914(13) 0.065(10) Uiso 1 1 d .
C15 C 0.6554(3) -0.1934(3) 0.72671(15) 0.0637(10) Uani 1 1 d .
H15 H 0.680(3) -0.258(3) 0.7372(13) 0.069(11) Uiso 1 1 d .
C16 C 0.5910(2) -0.1851(3) 0.67946(15) 0.0592(9) Uani 1 1 d .
H16 H 0.573(3) -0.250(3) 0.6571(14) 0.081(12) Uiso 1 1 d .
C17 C 0.5473(2) -0.0818(3) 0.66351(14) 0.0508(8) Uani 1 1 d .
H17 H 0.511(2) -0.076(2) 0.6338(12) 0.046(9) Uiso 1 1 d .
C18 C 0.13763(18) 0.2419(2) 0.53267(10) 0.0369(6) Uani 1 1 d .
C19 C 0.04887(19) 0.2733(2) 0.49642(10) 0.0385(6) Uani 1 1 d .
C20 C -0.0245(2) 0.2070(2) 0.47117(11) 0.0432(7) Uani 1 1 d .
H20 H -0.0289 0.1285 0.4735 0.052 Uiso 1 1 calc R
C21 C -0.0929(2) 0.2800(3) 0.44059(12) 0.0522(8) Uani 1 1 d .
H21 H -0.152(3) 0.268(3) 0.4192(13) 0.076(11) Uiso 1 1 d .
C22 C -0.0581(2) 0.3842(3) 0.44865(13) 0.0573(9) Uani 1 1 d .
H22 H -0.080(2) 0.455(3) 0.4370(13) 0.067(10) Uiso 1 1 d .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O1 V1 O2 107.31(12)
O1 V1 O3 106.09(11)
O2 V1 O3 91.39(9)
O1 V1 O4 106.79(11)
O2 V1 O4 92.17(9)
O3 V1 O4 144.17(9)
O1 V1 N1 99.78(10)
O2 V1 N1 152.49(10)
O3 V1 N1 85.58(8)
O4 V1 N1 75.19(8)
C5 N1 N2 115.5(2)
C5 N1 V1 129.54(17)
N2 N1 V1 114.63(15)
O3 C1 N3 122.7(2)
O3 C1 C2 128.9(2)
N3 C1 C2 108.4(2)
O2 C1S H1S1 109.5
O2 C1S H1S2 109.5
H1S1 C1S H1S2 109.5
O2 C1S H1S3 109.5
H1S1 C1S H1S3 109.5
H1S2 C1S H1S3 109.5
C18 N2 N1 107.3(2)
C1 C2 C5 122.8(2)
C1 C2 C3 104.2(2)
C5 C2 C3 133.0(3)
C1S O2 V1 120.25(19)
C1 O3 V1 126.56(17)
N4 C3 C2 110.8(2)
N4 C3 C4 119.2(2)
C2 C3 C4 130.0(3)
C1 N3 N4 110.2(2)
C1 N3 C12 130.2(2)
N4 N3 C12 119.6(2)
C18 O4 V1 118.14(16)
C3 N4 N3 106.4(2)
C3 C4 H4A 109.5
C3 C4 H4B 109.5
H4A C4 H4B 109.5
C3 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
C19 O5 C22 105.4(2)
N1 C5 C2 118.5(2)
N1 C5 C6 122.5(2)
C2 C5 C6 119.0(2)
C7 C6 C11 118.8(3)
C7 C6 C5 122.3(2)
C11 C6 C5 118.6(2)
C6 C7 C8 120.2(3)
C6 C7 H7 119(2)
C8 C7 H7 121(2)
C9 C8 C7 120.9(3)
C9 C8 H8 116(3)
C7 C8 H8 124(3)
C8 C9 C10 119.5(3)
C8 C9 H9 122(2)
C10 C9 H9 119(2)
C9 C10 C11 120.2(3)
C9 C10 H10 123(2)
C11 C10 H10 117(2)
C6 C11 C10 120.3(3)
C6 C11 H11 118(2)
C10 C11 H11 121(2)
C13 C12 C17 120.5(3)
C13 C12 N3 118.8(3)
C17 C12 N3 120.8(3)
C12 C13 C14 119.6(3)
C12 C13 H13 120(2)
C14 C13 H13 120(2)
C15 C14 C13 120.3(3)
C15 C14 H14 123(2)
C13 C14 H14 117(2)
C16 C15 C14 120.2(3)
C16 C15 H15 120(2)
C14 C15 H15 120(2)
C15 C16 C17 119.8(4)
C15 C16 H16 122(2)
C17 C16 H16 118(2)
C16 C17 C12 119.6(3)
C16 C17 H17 119(2)
C12 C17 H17 121(2)
N2 C18 O4 122.6(2)
N2 C18 C19 122.6(2)
O4 C18 C19 114.8(2)
C20 C19 O5 110.2(2)
C20 C19 C18 129.4(3)
O5 C19 C18 120.4(2)
C19 C20 C21 106.4(3)
C19 C20 H20 126.8
C21 C20 H20 126.8
C22 C21 C20 107.0(3)
C22 C21 H21 120(2)
C20 C21 H21 133(2)
C21 C22 O5 111.0(3)
C21 C22 H22 135(2)
O5 C22 H22 114(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
V1 O1 1.573(2)
V1 O2 1.761(2)
V1 O3 1.8727(19)
V1 O4 1.8840(19)
V1 N1 2.104(2)
N1 C5 1.321(3)
N1 N2 1.412(3)
C1 O3 1.310(3)
C1 N3 1.341(3)
C1 C2 1.394(4)
C1S O2 1.420(4)
C1S H1S1 0.9600
C1S H1S2 0.9600
C1S H1S3 0.9600
N2 C18 1.294(3)
C2 C5 1.419(3)
C2 C3 1.433(4)
C3 N4 1.315(4)
C3 C4 1.490(4)
N3 N4 1.395(3)
N3 C12 1.430(4)
O4 C18 1.327(3)
C4 H4A 0.9600
C4 H4B 0.9600
C4 H4C 0.9600
O5 C19 1.363(3)
O5 C22 1.367(4)
C5 C6 1.497(4)
C6 C7 1.375(4)
C6 C11 1.378(4)
C7 C8 1.379(5)
C7 H7 0.90(3)
C8 C9 1.356(5)
C8 H8 0.88(4)
C9 C10 1.369(5)
C9 H9 0.89(3)
C10 C11 1.385(4)
C10 H10 0.93(4)
C11 H11 0.89(4)
C12 C13 1.373(4)
C12 C17 1.389(4)
C13 C14 1.380(5)
C13 H13 0.98(3)
C14 C15 1.380(5)
C14 H14 0.95(3)
C15 C16 1.375(5)
C15 H15 0.86(4)
C16 C17 1.385(4)
C16 H16 0.97(4)
C17 H17 0.84(3)
C18 C19 1.443(3)
C19 C20 1.347(4)
C20 C21 1.405(4)
C20 H20 0.9300
C21 C22 1.321(5)
C21 H21 0.90(4)
C22 H22 0.92(4)
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
O1 V1 N1 C5 79.9(2)
O2 V1 N1 C5 -110.2(3)
O3 V1 N1 C5 -25.7(2)
O4 V1 N1 C5 -175.2(2)
O1 V1 N1 N2 -92.80(19)
O2 V1 N1 N2 77.1(3)
O3 V1 N1 N2 161.61(18)
O4 V1 N1 N2 12.13(17)
C5 N1 N2 C18 177.1(2)
V1 N1 N2 C18 -9.1(3)
O3 C1 C2 C5 -0.5(4)
N3 C1 C2 C5 179.4(2)
O3 C1 C2 C3 -178.6(3)
N3 C1 C2 C3 1.3(3)
O1 V1 O2 C1S -178.1(2)
O3 V1 O2 C1S -70.7(2)
O4 V1 O2 C1S 73.6(2)
N1 V1 O2 C1S 12.4(3)
N3 C1 O3 V1 155.1(2)
C2 C1 O3 V1 -24.9(4)
O1 V1 O3 C1 -69.2(2)
O2 V1 O3 C1 -177.7(2)
O4 V1 O3 C1 86.7(3)
N1 V1 O3 C1 29.7(2)
C1 C2 C3 N4 -1.2(3)
C5 C2 C3 N4 -179.0(3)
C1 C2 C3 C4 177.4(3)
C5 C2 C3 C4 -0.4(5)
O3 C1 N3 N4 178.9(2)
C2 C1 N3 N4 -1.1(3)
O3 C1 N3 C12 -3.8(4)
C2 C1 N3 C12 176.2(3)
O1 V1 O4 C18 83.2(2)
O2 V1 O4 C18 -168.0(2)
O3 V1 O4 C18 -72.6(2)
N1 V1 O4 C18 -12.74(19)
C2 C3 N4 N3 0.5(3)
C4 C3 N4 N3 -178.2(3)
C1 N3 N4 C3 0.3(3)
C12 N3 N4 C3 -177.3(2)
N2 N1 C5 C2 -174.9(2)
V1 N1 C5 C2 12.5(4)
N2 N1 C5 C6 8.0(4)
V1 N1 C5 C6 -164.59(18)
C1 C2 C5 N1 5.8(4)
C3 C2 C5 N1 -176.8(3)
C1 C2 C5 C6 -177.1(2)
C3 C2 C5 C6 0.4(4)
N1 C5 C6 C7 -106.5(3)
C2 C5 C6 C7 76.4(3)
N1 C5 C6 C11 79.4(3)
C2 C5 C6 C11 -97.6(3)
C11 C6 C7 C8 1.4(5)
C5 C6 C7 C8 -172.6(3)
C6 C7 C8 C9 0.6(5)
C7 C8 C9 C10 -2.6(5)
C8 C9 C10 C11 2.5(5)
C7 C6 C11 C10 -1.5(4)
C5 C6 C11 C10 172.8(3)
C9 C10 C11 C6 -0.4(4)
C1 N3 C12 C13 -153.1(3)
N4 N3 C12 C13 24.0(4)
C1 N3 C12 C17 26.9(4)
N4 N3 C12 C17 -156.0(3)
C17 C12 C13 C14 0.8(5)
N3 C12 C13 C14 -179.3(3)
C12 C13 C14 C15 -0.2(5)
C13 C14 C15 C16 -0.2(6)
C14 C15 C16 C17 0.1(6)
C15 C16 C17 C12 0.5(5)
C13 C12 C17 C16 -0.9(5)
N3 C12 C17 C16 179.1(3)
N1 N2 C18 O4 -1.3(3)
N1 N2 C18 C19 178.3(2)
V1 O4 C18 N2 12.7(3)
V1 O4 C18 C19 -166.86(18)
C22 O5 C19 C20 0.0(3)
C22 O5 C19 C18 179.8(3)
N2 C18 C19 C20 -175.1(3)
O4 C18 C19 C20 4.5(4)
N2 C18 C19 O5 5.1(4)
O4 C18 C19 O5 -175.3(2)
O5 C19 C20 C21 -0.1(3)
C18 C19 C20 C21 -179.9(3)
C19 C20 C21 C22 0.2(4)
C20 C21 C22 O5 -0.2(4)
C19 O5 C22 C21 0.1(4)
