#------------------------------------------------------------------------------
#$Date: 2024-07-05 19:19:15 +0300 (Fri, 05 Jul 2024) $
#$Revision: 293056 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/58/7715870.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_7715870
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 H27 N3 O2 P, Cl'
_chemical_formula_sum            'C32 H27 Cl N3 O2 P'
_chemical_formula_weight         551.99
_chemical_melting_point          547
_chemical_name_common            ([H2L3]Cl)
_chemical_name_systematic
'4-hydroxy-3-[(2-isonicotinoylhydrazono)methyl]benzyl}        triphenylphosphonium chloride'
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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             2024-02-02T18:22:22-00:00
_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                90
_cell_angle_beta                 101.7700(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.5892(4)
_cell_length_b                   10.1708(4)
_cell_length_c                   23.3468(8)
_cell_measurement_reflns_used    7059
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.068
_cell_measurement_theta_min      2.681
_cell_volume                     2694.06(17)
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0656
_diffrn_reflns_av_unetI/netI     0.0691
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            27628
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         2.19
_diffrn_source                   'micro-focus tube'
_exptl_absorpt_coefficient_mu    0.237
_exptl_absorpt_correction_T_max  0.9867
_exptl_absorpt_correction_T_min  0.9488
_exptl_absorpt_correction_type   multi-scan
_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            colourless
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         6718
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0924
_refine_ls_R_factor_gt           0.0511
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0408P)²+1.9797P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1115
_reflns_number_gt                4724
_reflns_number_total             6718
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            d4dt00464g2.cif
_cod_data_source_block           H2L3Cl
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value '547K' was changed to '547'
-- 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     -P2ybc
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7715870
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'
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
Cl Cl 0.41774(5) 0.94543(5) 0.67908(2) 0.02019(13) Uani 1 1 d . . .
P P 0.64768(4) 0.31236(5) 0.65463(2) 0.01319(12) Uani 1 1 d . . .
O1 O 0.12035(13) 0.49284(16) 0.51920(6) 0.0240(4) Uani 1 1 d . . .
O2 O -0.04494(13) 0.86440(16) 0.55412(7) 0.0252(4) Uani 1 1 d . . .
N1 N 0.16022(15) 0.72005(17) 0.58184(7) 0.0199(4) Uani 1 1 d . . .
N2 N 0.15075(16) 0.85122(18) 0.59620(8) 0.0201(4) Uani 1 1 d . . .
N3 N 0.04538(16) 1.31193(19) 0.64410(8) 0.0235(4) Uani 1 1 d . . .
C1 C 0.21448(17) 0.4466(2) 0.55856(8) 0.0175(4) Uani 1 1 d . . .
C9 C 0.04889(17) 1.0517(2) 0.60487(8) 0.0168(4) Uani 1 1 d . . .
C10 C -0.02329(18) 1.1455(2) 0.57246(9) 0.0197(5) Uani 1 1 d . . .
H10 H -0.074 1.1225 0.5365 0.024 Uiso 1 1 calc R . .
C11 C -0.02037(19) 1.2730(2) 0.59318(9) 0.0223(5) Uani 1 1 d . . .
H11 H -0.0681 1.3367 0.5697 0.027 Uiso 1 1 calc R . .
C12 C 0.1127(2) 1.2195(2) 0.67491(9) 0.0247(5) Uani 1 1 d . . .
H12 H 0.1599 1.2444 0.7115 0.03 Uiso 1 1 calc R . .
C13 C 0.11901(19) 1.0907(2) 0.65758(9) 0.0207(5) Uani 1 1 d . . .
H13 H 0.1701 1.03 0.6812 0.025 Uiso 1 1 calc R . .
C14 C 0.51164(16) 0.2871(2) 0.67970(8) 0.0142(4) Uani 1 1 d . . .
H14A H 0.5001 0.1917 0.6847 0.017 Uiso 1 1 calc R . .
H14B H 0.518 0.3295 0.7184 0.017 Uiso 1 1 calc R . .
C15 C 0.63474(17) 0.2384(2) 0.58370(8) 0.0158(4) Uani 1 1 d . . .
C16 C 0.56353(18) 0.2991(2) 0.53525(9) 0.0221(5) Uani 1 1 d . . .
H16 H 0.5264 0.3808 0.5396 0.026 Uiso 1 1 calc R . .
C17 C 0.54765(19) 0.2392(3) 0.48098(9) 0.0276(6) Uani 1 1 d . . .
H17 H 0.4999 0.2803 0.4479 0.033 Uiso 1 1 calc R . .
C18 C 0.6011(2) 0.1196(3) 0.47456(10) 0.0301(6) Uani 1 1 d . . .
H18 H 0.5889 0.0785 0.4373 0.036 Uiso 1 1 calc R . .
C19 C 0.6720(2) 0.0602(2) 0.52230(9) 0.0283(5) Uani 1 1 d . . .
H19 H 0.709 -0.0214 0.5177 0.034 Uiso 1 1 calc R . .
C20 C 0.68918(19) 0.1193(2) 0.57703(9) 0.0211(5) Uani 1 1 d . . .
H20 H 0.7381 0.0784 0.6098 0.025 Uiso 1 1 calc R . .
C21 C 0.76154(17) 0.2362(2) 0.70795(8) 0.0163(4) Uani 1 1 d . . .
C22 C 0.74466(19) 0.1089(2) 0.72669(9) 0.0213(5) Uani 1 1 d . . .
H22 H 0.6753 0.0613 0.7101 0.026 Uiso 1 1 calc R . .
C23 C 0.8303(2) 0.0525(2) 0.76980(9) 0.0255(5) Uani 1 1 d . . .
H23 H 0.8201 -0.0348 0.7824 0.031 Uiso 1 1 calc R . .
C24 C 0.9306(2) 0.1224(3) 0.79470(9) 0.0280(6) Uani 1 1 d . . .
H24 H 0.9886 0.083 0.8244 0.034 Uiso 1 1 calc R . .
C25 C 0.94657(19) 0.2488(3) 0.77652(9) 0.0271(5) Uani 1 1 d . . .
H25 H 1.0153 0.2965 0.7939 0.032 Uiso 1 1 calc R . .
C26 C 0.86240(18) 0.3070(2) 0.73268(9) 0.0196(5) Uani 1 1 d . . .
H26 H 0.8736 0.3938 0.7198 0.023 Uiso 1 1 calc R . .
C27 C 0.68085(17) 0.4837(2) 0.64894(8) 0.0152(4) Uani 1 1 d . . .
C28 C 0.65169(17) 0.5738(2) 0.68882(9) 0.0186(5) Uani 1 1 d . . .
H28 H 0.6144 0.5448 0.7192 0.022 Uiso 1 1 calc R . .
C29 C 0.67750(19) 0.7061(2) 0.68370(10) 0.0237(5) Uani 1 1 d . . .
H29 H 0.6537 0.7685 0.7093 0.028 Uiso 1 1 calc R . .
C30 C 0.7378(2) 0.7473(2) 0.64142(10) 0.0274(5) Uani 1 1 d . . .
H30 H 0.7564 0.8378 0.6385 0.033 Uiso 1 1 calc R . .
C31 C 0.77108(19) 0.6576(2) 0.60348(10) 0.0256(5) Uani 1 1 d . . .
H31 H 0.8148 0.686 0.5755 0.031 Uiso 1 1 calc R . .
C32 C 0.74097(18) 0.5262(2) 0.60605(9) 0.0200(5) Uani 1 1 d . . .
H32 H 0.761 0.4652 0.5788 0.024 Uiso 1 1 calc R . .
C2 C 0.28008(17) 0.5275(2) 0.60193(9) 0.0163(4) Uani 1 1 d . . .
C3 C 0.37508(17) 0.4725(2) 0.64114(8) 0.0161(4) Uani 1 1 d . . .
H3 H 0.42 0.5264 0.6707 0.019 Uiso 1 1 calc R . .
C4 C 0.40540(16) 0.3419(2) 0.63800(8) 0.0140(4) Uani 1 1 d . . .
C5 C 0.33799(17) 0.2627(2) 0.59478(8) 0.0161(4) Uani 1 1 d . . .
H5 H 0.3573 0.1724 0.5924 0.019 Uiso 1 1 calc R . .
C6 C 0.24318(18) 0.3147(2) 0.55531(8) 0.0178(4) Uani 1 1 d . . .
H6 H 0.1979 0.2601 0.5261 0.021 Uiso 1 1 calc R . .
C7 C 0.25444(18) 0.6650(2) 0.61014(9) 0.0191(5) Uani 1 1 d . . .
H7 H 0.3089 0.7158 0.6372 0.023 Uiso 1 1 calc R . .
C8 C 0.04529(18) 0.9139(2) 0.58254(9) 0.0183(4) Uani 1 1 d . . .
H2 H 0.105(2) 0.577(3) 0.5325(10) 0.028 Uiso 1 1 d . . .
H1 H 0.210(2) 0.887(2) 0.6172(10) 0.028 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'
Cl Cl 0.1484 0.1585 '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'
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
C21 P C27 109.41(10) . . ?
C21 P C15 111.71(10) . . ?
C27 P C15 108.48(9) . . ?
C21 P C14 106.27(9) . . ?
C27 P C14 112.07(10) . . ?
C15 P C14 108.93(9) . . ?
C7 N1 N2 113.35(18) . . ?
C8 N2 N1 120.49(18) . . ?
C12 N3 C11 115.8(2) . . ?
O1 C1 C6 117.76(19) . . ?
O1 C1 C2 121.83(19) . . ?
C6 C1 C2 120.40(18) . . ?
C13 C9 C10 117.8(2) . . ?
C13 C9 C8 123.22(19) . . ?
C10 C9 C8 118.98(18) . . ?
C11 C10 C9 119.05(19) . . ?
N3 C11 C10 124.0(2) . . ?
N3 C12 C13 124.9(2) . . ?
C12 C13 C9 118.4(2) . . ?
C4 C14 P 112.85(13) . . ?
C20 C15 C16 120.01(19) . . ?
C20 C15 P 120.92(15) . . ?
C16 C15 P 118.99(17) . . ?
C17 C16 C15 119.5(2) . . ?
C16 C17 C18 120.4(2) . . ?
C19 C18 C17 120.1(2) . . ?
C18 C19 C20 120.2(2) . . ?
C19 C20 C15 119.8(2) . . ?
C22 C21 C26 120.65(19) . . ?
C22 C21 P 119.25(16) . . ?
C26 C21 P 119.98(16) . . ?
C23 C22 C21 119.1(2) . . ?
C22 C23 C24 120.6(2) . . ?
C25 C24 C23 120.2(2) . . ?
C24 C25 C26 120.3(2) . . ?
C21 C26 C25 119.1(2) . . ?
C28 C27 C32 119.9(2) . . ?
C28 C27 P 120.22(16) . . ?
C32 C27 P 119.84(16) . . ?
C29 C28 C27 119.5(2) . . ?
C28 C29 C30 120.2(2) . . ?
C31 C30 C29 120.3(2) . . ?
C30 C31 C32 120.3(2) . . ?
C31 C32 C27 119.7(2) . . ?
C3 C2 C1 118.48(19) . . ?
C3 C2 C7 117.05(18) . . ?
C1 C2 C7 124.45(18) . . ?
C4 C3 C2 121.72(19) . . ?
C3 C4 C5 118.82(18) . . ?
C3 C4 C14 120.24(18) . . ?
C5 C4 C14 120.93(18) . . ?
C6 C5 C4 120.68(19) . . ?
C1 C6 C5 119.90(19) . . ?
N1 C7 C2 121.87(19) . . ?
O2 C8 N2 124.2(2) . . ?
O2 C8 C9 122.29(19) . . ?
N2 C8 C9 113.52(18) . . ?
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
P C21 1.7948(19) . ?
P C27 1.795(2) . ?
P C15 1.7968(19) . ?
P C14 1.809(2) . ?
O1 C1 1.359(2) . ?
O2 C8 1.226(2) . ?
N1 C7 1.284(3) . ?
N1 N2 1.385(2) . ?
N2 C8 1.357(3) . ?
N3 C12 1.335(3) . ?
N3 C11 1.335(3) . ?
C1 C6 1.388(3) . ?
C1 C2 1.402(3) . ?
C9 C13 1.387(3) . ?
C9 C10 1.387(3) . ?
C9 C8 1.493(3) . ?
C10 C11 1.381(3) . ?
C12 C13 1.378(3) . ?
C14 C4 1.512(3) . ?
C15 C20 1.389(3) . ?
C15 C16 1.400(3) . ?
C16 C17 1.384(3) . ?
C17 C18 1.387(4) . ?
C18 C19 1.382(3) . ?
C19 C20 1.389(3) . ?
C21 C22 1.393(3) . ?
C21 C26 1.394(3) . ?
C22 C23 1.385(3) . ?
C23 C24 1.385(3) . ?
C24 C25 1.378(3) . ?
C25 C26 1.394(3) . ?
C27 C28 1.396(3) . ?
C27 C32 1.400(3) . ?
C28 C29 1.389(3) . ?
C29 C30 1.386(3) . ?
C30 C31 1.381(3) . ?
C31 C32 1.386(3) . ?
C2 C3 1.397(3) . ?
C2 C7 1.451(3) . ?
C3 C4 1.380(3) . ?
C4 C5 1.398(3) . ?
C5 C6 1.387(3) . ?
