#------------------------------------------------------------------------------
#$Date: 2024-07-05 19:19:15 +0300 (Fri, 05 Jul 2024) $
#$Revision: 293056 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/58/7715864.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_7715864
loop_
_publ_author_name
'Martins, Francisco Mainardi'
'Iglesias, Bernardo Almeida'
'Chaves, Otávio Augusto'
'Gutknecht da Silva, Jean Lucas'
'Leal, Daniela Bitencourt Rosa'
'Back, Davi Fernando'
_publ_section_title
;
 Vanadium(V) complexes derived from triphenylphosphonium and hydrazides:
 cytotoxicity evaluation and interaction with biomolecules.
;
_journal_issue                   19
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8315
_journal_page_last               8327
_journal_paper_doi               10.1039/d4dt00464g
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C32 H25 N3 O4 P V, C H4 O, 2(O), 2(H2 O)'
_chemical_formula_sum            'C33 H37 N3 O9 P V'
_chemical_formula_weight         701.57
_chemical_melting_point          456
_chemical_name_common            '[VO2(L2)]CH3OH 4H2O'
_chemical_name_systematic
'{4-hydroxy-3-[(2-nicotinoylhydrazono)methyl]        benzyl}triphenylphosphonium chloride vanadium (V) dioxo complex'
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2024-03-20T17:00:13-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2024-03-27 deposited with the CCDC.	2024-04-17 downloaded from the CCDC.
;
_cell_angle_alpha                67.9900(10)
_cell_angle_beta                 78.4230(10)
_cell_angle_gamma                65.2980(10)
_cell_formula_units_Z            2
_cell_length_a                   11.2125(3)
_cell_length_b                   12.2196(4)
_cell_length_c                   14.1895(4)
_cell_measurement_reflns_used    9905
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.332
_cell_measurement_theta_min      2.2.01
_cell_volume                     1635.27(8)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker Instrument Service v4.2.7'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'Diamond (version 3.2i; Crystal Impact GbR'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXL97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 Quest Photon 100 diffractometer'
_diffrn_measurement_method       '2° φ & ω scans'
_diffrn_radiation_monochromator  'Montel type 2-dim beam shaping X ray optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            30241
_diffrn_reflns_theta_full        28.34
_diffrn_reflns_theta_max         28.34
_diffrn_reflns_theta_min         1.94
_diffrn_source                   'micro-focus tube'
_exptl_absorpt_coefficient_mu    0.411
_exptl_absorpt_correction_T_max  0.9509
_exptl_absorpt_correction_T_min  0.9106
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
        SADABS (version 2012/1; Bruker, 2012) was used to perform the
        numerical absorption correction based on the indexed faces
        of the crystal.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.991
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     440
_refine_ls_number_reflns         8131
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.039
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0428P)²+1.5938P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.0984
_reflns_number_gt                7055
_reflns_number_total             8131
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            d4dt00464g2.cif
_cod_data_source_block           C2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value '456K' was changed to '456'
-- the value should be numeric and without a unit designator.

data item '_exptl_crystal_density_meas' value 'none' was changed to
'?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7715863--7715870.cif.
;
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7715864
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
V V 0.83390(3) 0.83034(2) 0.328534(19) 0.01076(7) Uani 1 1 d . . .
P P 0.65304(4) 0.23107(4) 0.74293(3) 0.01164(9) Uani 1 1 d . . .
O1 O 0.79612(14) 0.74891(11) 0.46818(9) 0.0214(3) Uani 1 1 d . . .
O2 O 0.92136(11) 0.83339(10) 0.19242(8) 0.0136(2) Uani 1 1 d . . .
O3 O 0.68747(12) 0.93161(12) 0.29228(9) 0.0221(3) Uani 1 1 d . . .
O4 O 0.91545(12) 0.90262(12) 0.34822(9) 0.0196(3) Uani 1 1 d . . .
O5 O 0.51105(18) 1.18214(18) 0.23960(17) 0.0534(5) Uani 1 1 d . . .
O6 O 0.6319(3) 0.4198(3) -0.0419(2) 0.1034(10) Uani 1 1 d . . .
O7 O 0.6746(2) 0.6428(2) -0.09430(18) 0.0675(6) Uani 1 1 d . . .
O8 O 0.91077(18) 0.62113(15) -0.20800(12) 0.0375(4) Uani 1 1 d . . .
O9 O 0.97491(16) 0.77119(14) -0.40560(14) 0.0334(3) Uani 1 1 d . . .
N1 N 0.88968(13) 0.64295(13) 0.32051(10) 0.0126(3) Uani 1 1 d . . .
N2 N 0.94146(13) 0.62826(13) 0.22487(10) 0.0137(3) Uani 1 1 d . . .
N3 N 1.01335(15) 0.69847(14) -0.09431(11) 0.0214(3) Uani 1 1 d . . .
C14 C 0.79124(15) 0.27374(15) 0.73794(12) 0.0144(3) Uani 1 1 d . . .
H14A H 0.7979 0.2742 0.8063 0.017 Uiso 1 1 calc R . .
H14B H 0.8724 0.2061 0.7231 0.017 Uiso 1 1 calc R . .
C2 C 0.83540(15) 0.53188(15) 0.49290(12) 0.0131(3) Uani 1 1 d . . .
C12 C 1.07150(19) 0.86982(18) -0.10311(14) 0.0242(4) Uani 1 1 d . . .
H12 H 1.1028 0.9356 -0.1428 0.029 Uiso 1 1 calc R . .
C13 C 1.04330(17) 0.84625(16) 0.00065(13) 0.0179(3) Uani 1 1 d . . .
H13 H 1.0556 0.8955 0.0334 0.022 Uiso 1 1 calc R . .
C15 C 0.50195(15) 0.36676(15) 0.73496(12) 0.0134(3) Uani 1 1 d . . .
C16 C 0.47625(17) 0.46454(16) 0.64106(13) 0.0175(3) Uani 1 1 d . . .
H16 H 0.5383 0.4585 0.585 0.021 Uiso 1 1 calc R . .
C17 C 0.35965(18) 0.57036(16) 0.63035(14) 0.0212(4) Uani 1 1 d . . .
H17 H 0.3416 0.6369 0.5667 0.025 Uiso 1 1 calc R . .
C18 C 0.26947(18) 0.57914(17) 0.71243(15) 0.0240(4) Uani 1 1 d . . .
H18 H 0.1889 0.6509 0.7044 0.029 Uiso 1 1 calc R . .
C19 C 0.29609(18) 0.48397(18) 0.80598(15) 0.0254(4) Uani 1 1 d . . .
H19 H 0.2348 0.4918 0.8623 0.03 Uiso 1 1 calc R . .
C20 C 0.41223(17) 0.37684(16) 0.81786(13) 0.0190(3) Uani 1 1 d . . .
H20 H 0.4302 0.3112 0.8819 0.023 Uiso 1 1 calc R . .
C21 C 0.65804(15) 0.10687(15) 0.86220(12) 0.0145(3) Uani 1 1 d . . .
C22 C 0.66141(16) 0.12833(16) 0.95176(12) 0.0176(3) Uani 1 1 d . . .
H22 H 0.6595 0.2079 0.949 0.021 Uiso 1 1 calc R . .
C23 C 0.66765(17) 0.03224(18) 1.04459(13) 0.0208(4) Uani 1 1 d . . .
H23 H 0.6695 0.0461 1.1057 0.025 Uiso 1 1 calc R . .
C24 C 0.67111(16) -0.08383(17) 1.04808(13) 0.0216(4) Uani 1 1 d . . .
H24 H 0.6749 -0.1491 1.1118 0.026 Uiso 1 1 calc R . .
C25 C 0.66907(17) -0.10569(16) 0.95961(14) 0.0208(4) Uani 1 1 d . . .
H25 H 0.6722 -0.1859 0.9629 0.025 Uiso 1 1 calc R . .
C26 C 0.66248(16) -0.01064(16) 0.86598(13) 0.0176(3) Uani 1 1 d . . .
H26 H 0.661 -0.0254 0.8052 0.021 Uiso 1 1 calc R . .
C27 C 0.66402(16) 0.17514(15) 0.64054(12) 0.0140(3) Uani 1 1 d . . .
C28 C 0.54931(16) 0.17577(16) 0.61519(13) 0.0184(3) Uani 1 1 d . . .
H28 H 0.4672 0.2116 0.6482 0.022 Uiso 1 1 calc R . .
C29 C 0.55596(18) 0.12375(18) 0.54159(14) 0.0227(4) Uani 1 1 d . . .
H29 H 0.4786 0.1226 0.525 0.027 Uiso 1 1 calc R . .
C30 C 0.67560(19) 0.07346(17) 0.49230(14) 0.0226(4) Uani 1 1 d . . .
H30 H 0.6798 0.0382 0.4418 0.027 Uiso 1 1 calc R . .
C31 C 0.78970(17) 0.07427(16) 0.51623(13) 0.0204(3) Uani 1 1 d . . .
H31 H 0.8709 0.0411 0.4811 0.025 Uiso 1 1 calc R . .
C32 C 0.78505(16) 0.12343(15) 0.59119(13) 0.0167(3) Uani 1 1 d . . .
H32 H 0.8631 0.1221 0.6089 0.02 Uiso 1 1 calc R . .
C33 C 0.5880(3) 1.2481(2) 0.2362(2) 0.0437(6) Uani 1 1 d . . .
H33A H 0.5426 1.3067 0.2754 0.066 Uiso 1 1 calc R . .
H33B H 0.603 1.2967 0.1653 0.066 Uiso 1 1 calc R . .
H33C H 0.6725 1.1875 0.2654 0.066 Uiso 1 1 calc R . .
C1 C 0.78919(16) 0.63818(15) 0.52655(12) 0.0152(3) Uani 1 1 d . . .
C3 C 0.83522(15) 0.41308(15) 0.56163(12) 0.0135(3) Uani 1 1 d . . .
H3 H 0.8684 0.3412 0.5391 0.016 Uiso 1 1 calc R . .
C4 C 0.78735(15) 0.40044(15) 0.66114(12) 0.0140(3) Uani 1 1 d . . .
C5 C 0.73712(17) 0.50819(16) 0.69266(12) 0.0172(3) Uani 1 1 d . . .
H5 H 0.7021 0.5006 0.7606 0.021 Uiso 1 1 calc R . .
C6 C 0.73740(18) 0.62467(16) 0.62745(12) 0.0187(3) Uani 1 1 d . . .
H6 H 0.7025 0.6962 0.6506 0.022 Uiso 1 1 calc R . .
C7 C 0.88587(15) 0.53918(15) 0.39050(12) 0.0133(3) Uani 1 1 d . . .
H7 H 0.9184 0.4636 0.3729 0.016 Uiso 1 1 calc R . .
C8 C 0.95138(15) 0.73485(15) 0.16437(11) 0.0123(3) Uani 1 1 d . . .
C9 C 0.99686(15) 0.74992(15) 0.05622(12) 0.0136(3) Uani 1 1 d . . .
C10 C 0.98556(16) 0.67709(16) 0.00558(13) 0.0172(3) Uani 1 1 d . . .
H10 H 0.9568 0.6092 0.0437 0.021 Uiso 1 1 calc R . .
C11 C 1.05301(19) 0.79550(18) -0.14713(13) 0.0246(4) Uani 1 1 d . . .
H11 H 1.0691 0.8137 -0.2186 0.03 Uiso 1 1 calc R . .
H1 H 0.569(2) 1.084(2) 0.2674(19) 0.037 Uiso 1 1 d . . .
H1C H 0.956(3) 0.631(2) -0.170(2) 0.037 Uiso 1 1 d . . .
H1D H 0.953(3) 0.549(3) -0.2117(19) 0.037 Uiso 1 1 d . . .
H1A H 0.933(3) 0.745(3) -0.349(2) 0.037 Uiso 1 1 d . . .
H1B H 0.922(3) 0.791(2) -0.448(2) 0.037 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 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'
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'
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
O3 V O4 110.09(7) . . ?
O3 V O1 100.95(6) . . ?
O4 V O1 96.61(6) . . ?
O3 V O2 98.15(5) . . ?
O4 V O2 93.00(5) . . ?
O1 V O2 154.15(5) . . ?
O3 V N1 116.19(6) . . ?
O4 V N1 133.03(6) . . ?
O1 V N1 82.51(5) . . ?
O2 V N1 73.45(5) . . ?
C27 P C21 109.90(8) . . ?
C27 P C15 108.00(7) . . ?
C21 P C15 110.95(7) . . ?
C27 P C14 111.71(8) . . ?
C21 P C14 106.06(7) . . ?
C15 P C14 110.25(7) . . ?
C1 O1 V 138.21(11) . . ?
C8 O2 V 118.43(10) . . ?
C7 N1 N2 114.01(13) . . ?
C7 N1 V 130.28(11) . . ?
N2 N1 V 115.70(9) . . ?
C8 N2 N1 108.06(12) . . ?
C10 N3 C11 117.77(15) . . ?
C4 C14 P 116.40(11) . . ?
C1 C2 C3 119.86(14) . . ?
C1 C2 C7 121.95(14) . . ?
C3 C2 C7 118.17(14) . . ?
C11 C12 C13 118.26(16) . . ?
C12 C13 C9 119.36(16) . . ?
C20 C15 C16 120.21(15) . . ?
C20 C15 P 122.41(12) . . ?
C16 C15 P 117.38(12) . . ?
C17 C16 C15 119.65(16) . . ?
C18 C17 C16 120.04(16) . . ?
C19 C18 C17 120.39(16) . . ?
C18 C19 C20 120.29(17) . . ?
C19 C20 C15 119.39(16) . . ?
C26 C21 C22 120.37(15) . . ?
C26 C21 P 120.85(13) . . ?
C22 C21 P 118.75(12) . . ?
C23 C22 C21 119.44(16) . . ?
C24 C23 C22 120.02(17) . . ?
C25 C24 C23 120.65(15) . . ?
C24 C25 C26 120.21(16) . . ?
C25 C26 C21 119.30(16) . . ?
C28 C27 C32 120.26(15) . . ?
C28 C27 P 118.16(12) . . ?
C32 C27 P 121.43(12) . . ?
C29 C28 C27 119.73(16) . . ?
C30 C29 C28 119.95(17) . . ?
C29 C30 C31 120.52(17) . . ?
C32 C31 C30 120.17(16) . . ?
C31 C32 C27 119.35(16) . . ?
O1 C1 C6 118.65(15) . . ?
O1 C1 C2 122.62(14) . . ?
C6 C1 C2 118.70(15) . . ?
C4 C3 C2 120.74(15) . . ?
C3 C4 C5 118.81(14) . . ?
C3 C4 C14 122.18(15) . . ?
C5 C4 C14 118.99(14) . . ?
C6 C5 C4 121.56(15) . . ?
C5 C6 C1 120.25(16) . . ?
N1 C7 C2 123.77(14) . . ?
O2 C8 N2 123.63(14) . . ?
O2 C8 C9 116.18(13) . . ?
N2 C8 C9 120.18(14) . . ?
C13 C9 C10 118.16(15) . . ?
C13 C9 C8 119.37(14) . . ?
C10 C9 C8 122.29(15) . . ?
N3 C10 C9 122.90(16) . . ?
N3 C11 C12 123.46(16) . . ?
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
V O3 1.6296(12) . ?
V O4 1.6298(12) . ?
V O1 1.9062(12) . ?
V O2 1.9773(11) . ?
V N1 2.1489(13) . ?
P C27 1.7875(16) . ?
P C21 1.7923(16) . ?
P C15 1.7946(16) . ?
P C14 1.8116(16) . ?
O1 C1 1.321(2) . ?
O2 C8 1.2994(19) . ?
O5 C33 1.390(3) . ?
N1 C7 1.296(2) . ?
N1 N2 1.4108(18) . ?
N2 C8 1.300(2) . ?
N3 C10 1.337(2) . ?
N3 C11 1.344(2) . ?
C14 C4 1.511(2) . ?
C2 C1 1.410(2) . ?
C2 C3 1.414(2) . ?
C2 C7 1.433(2) . ?
C12 C11 1.376(3) . ?
C12 C13 1.386(2) . ?
C13 C9 1.389(2) . ?
C15 C20 1.393(2) . ?
C15 C16 1.400(2) . ?
C16 C17 1.387(2) . ?
C17 C18 1.386(3) . ?
C18 C19 1.384(3) . ?
C19 C20 1.391(2) . ?
C21 C26 1.397(2) . ?
C21 C22 1.401(2) . ?
C22 C23 1.388(2) . ?
C23 C24 1.385(3) . ?
C24 C25 1.384(3) . ?
C25 C26 1.390(2) . ?
C27 C28 1.400(2) . ?
C27 C32 1.402(2) . ?
C28 C29 1.388(2) . ?
C29 C30 1.387(3) . ?
C30 C31 1.393(3) . ?
C31 C32 1.388(2) . ?
C1 C6 1.408(2) . ?
C3 C4 1.381(2) . ?
C4 C5 1.404(2) . ?
C5 C6 1.378(2) . ?
C8 C9 1.484(2) . ?
C9 C10 1.391(2) . ?
