#------------------------------------------------------------------------------
#$Date: 2025-08-19 21:17:10 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301807 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/05/2240555.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2240555
loop_
_publ_author_name
'Parimala, Sowmianarayanan'
'Selvam, Parasuraman'
_publ_section_title
;
 Crystal structure of
 (2-formylphenolato-κ²O,O')oxido(2-{[(2-oxidoethyl)imino]methyl}phenolato-κ³O,N,O')vanadium(V)
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m104
_journal_page_last               m105
_journal_paper_doi               10.1107/S2056989015006477
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          '[V (C9 H9 N O2) (C7 H5 O2) O]'
_chemical_formula_moiety         'C16 H14 N O5 V'
_chemical_formula_sum            'C16 H14 N O5 V'
_chemical_formula_weight         351.22
_chemical_name_systematic
(2-formylphenolato-κ²O,O')oxido(2-{[(2-oxidoethyl)imino]methyl}phenolato-κ³O,N,O')vanadium(V)
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 95.126(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.6915(2)
_cell_length_b                   7.6542(4)
_cell_length_c                   29.1847(9)
_cell_measurement_reflns_used    7573
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.88
_cell_measurement_theta_min      2.80
_cell_volume                     1488.81(10)
_computing_cell_refinement
;
APEX2 and SAINT (Bruker, 2004)
;
_computing_data_collection
;
APEX2 (Bruker, 2004)
;
_computing_data_reduction
;
SAINT and XPREP (Bruker, 2004)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and Mercury
(Macrae et al.,  2006)
;
_computing_publication_material
;
SHELXL2014/7 (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2014/7 (Sheldrick, 2015)
;
_computing_structure_solution
;
SIR92 (Altomare et al.,  1993)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            18824
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.996
_diffrn_reflns_theta_min         2.752
_exptl_absorpt_coefficient_mu    0.692
_exptl_absorpt_correction_T_max  0.8799
_exptl_absorpt_correction_T_min  0.8458
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2004)
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_description       blocks
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.352
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.219
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3249
_refine_ls_number_restraints     143
_refine_ls_restrained_S_all      1.196
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0442
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0298P)²+1.4780P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0986
_refine_ls_wR_factor_ref         0.1015
_reflns_number_gt                2918
_reflns_number_total             3249
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            bg2547sup1.cf
_cod_data_source_block           I
_cod_database_code               2240555
_cod_database_fobs_code          2240555
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.846
_shelx_estimated_absorpt_t_max   0.874
_shelxl_version_number           2014/6
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
V V1 0.26635(5) 0.25635(6) 0.12647(2) 0.02941(13) Uani d 1 . .
N N1 0.5270(3) 0.2221(3) 0.17101(7) 0.0309(4) Uani d 1 . .
O O1 0.1761(2) 0.3678(2) 0.17886(5) 0.0335(4) Uani d 1 . .
O O2 0.4526(3) 0.2057(3) 0.08602(6) 0.0441(5) Uani d 1 . .
O O5 0.1870(3) 0.0660(3) 0.13678(7) 0.0430(4) Uani d 1 . .
C C1 0.1947(3) 0.3159(3) 0.22234(8) 0.0283(5) Uani d 1 . .
C C2 0.0450(4) 0.3559(3) 0.25122(9) 0.0353(5) Uani d 1 . .
H H2 -0.0677 0.4184 0.2398 0.042 Uiso calc 1 . .
C C3 0.0638(4) 0.3033(4) 0.29651(9) 0.0430(6) Uani d 1 . .
H H3 -0.0391 0.3274 0.3150 0.052 Uiso calc 1 . .
C C4 0.2328(5) 0.2150(4) 0.31514(9) 0.0450(7) Uani d 1 . .
H H4 0.2430 0.1793 0.3457 0.054 Uiso calc 1 . .
C C5 0.3843(4) 0.1810(4) 0.28796(9) 0.0392(6) Uani d 1 . .
H H5 0.5002 0.1259 0.3006 0.047 Uiso calc 1 . .
C C6 0.3684(3) 0.2278(3) 0.24135(8) 0.0315(5) Uani d 1 . .
C C7 0.5346(3) 0.1987(3) 0.21439(9) 0.0334(5) Uani d 1 . .
H H7 0.6550 0.1606 0.2295 0.040 Uiso calc 1 . .
C C8 0.7059(4) 0.1994(4) 0.14621(10) 0.0395(6) Uani d 1 . .
H H8A 0.8031 0.1246 0.1633 0.047 Uiso calc 1 . .
H H8B 0.7682 0.3111 0.1409 0.047 Uiso calc 1 . .
C C9 0.6286(4) 0.1157(4) 0.10163(10) 0.0438(6) Uani d 1 . .
H H9A 0.7273 0.1248 0.0793 0.053 Uiso calc 1 . .
H H9B 0.5998 -0.0069 0.1063 0.053 Uiso calc 1 . .
O O3 0.0652(12) 0.3279(8) 0.0824(4) 0.0280(19) Uani d 0.55(2) A 1
O O4 0.3721(14) 0.5368(8) 0.1196(5) 0.035(2) Uani d 0.55(2) A 1
C C10 0.2794(14) 0.6543(7) 0.0990(4) 0.0368(19) Uani d 0.55(2) A 1
H H10 0.3396 0.7639 0.1000 0.044 Uiso calc 0.55(2) A 1
C C11 0.0863(13) 0.6404(7) 0.0732(3) 0.0310(16) Uani d 0.55(2) A 1
C C12 0.0013(15) 0.7914(8) 0.0525(3) 0.043(2) Uani d 0.55(2) A 1
H H12 0.0660 0.8983 0.0572 0.052 Uiso calc 0.55(2) A 1
C C13 -0.1765(14) 0.7829(11) 0.0252(3) 0.044(2) Uani d 0.55(2) A 1
H H13 -0.2320 0.8833 0.0114 0.053 Uiso calc 0.55(2) A 1
C C14 -0.2714(11) 0.6253(12) 0.0186(3) 0.0386(18) Uani d 0.55(2) A 1
H H14 -0.3922 0.6200 0.0002 0.046 Uiso calc 0.55(2) A 1
C C15 -0.1924(9) 0.4741(11) 0.0386(3) 0.0338(17) Uani d 0.55(2) A 1
H H15 -0.2611 0.3690 0.0340 0.041 Uiso calc 0.55(2) A 1
C C16 -0.0087(11) 0.4785(8) 0.0657(4) 0.0262(16) Uani d 0.55(2) A 1
O O3' 0.0547(14) 0.3519(9) 0.0891(5) 0.028(2) Uani d 0.45(2) A 2
O O4' 0.4058(16) 0.5227(10) 0.1170(6) 0.039(3) Uani d 0.45(2) A 2
C C10' 0.3244(16) 0.6488(8) 0.0978(5) 0.041(3) Uani d 0.45(2) A 2
H H10' 0.3946 0.7538 0.1001 0.050 Uiso calc 0.45(2) A 2
C C11' 0.1309(15) 0.6516(8) 0.0720(5) 0.037(2) Uani d 0.45(2) A 2
C C12' 0.0638(18) 0.8090(8) 0.0514(4) 0.043(2) Uani d 0.45(2) A 2
H H12' 0.1444 0.9080 0.0547 0.052 Uiso calc 0.45(2) A 2
C C13' -0.1199(18) 0.8183(11) 0.0266(4) 0.045(2) Uani d 0.45(2) A 2
H H13' -0.1619 0.9218 0.0121 0.054 Uiso calc 0.45(2) A 2
C C14' -0.2409(14) 0.6738(14) 0.0234(4) 0.043(2) Uani d 0.45(2) A 2
H H14' -0.3661 0.6809 0.0069 0.052 Uiso calc 0.45(2) A 2
C C15' -0.1817(13) 0.5178(13) 0.0441(4) 0.039(2) Uani d 0.45(2) A 2
H H15' -0.2659 0.4211 0.0410 0.047 Uiso calc 0.45(2) A 2
C C16' 0.0050(13) 0.5050(10) 0.0697(5) 0.031(2) Uani d 0.45(2) A 2
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
O5 V1 O3 99.65(14)
O5 V1 O2 100.72(10)
O3 V1 O2 96.2(5)
O5 V1 O1 97.12(9)
O3 V1 O1 99.3(5)
O2 V1 O1 153.94(8)
O5 V1 O3' 102.82(18)
O2 V1 O3' 103.4(6)
O1 V1 O3' 90.9(6)
O5 V1 N1 92.39(9)
O3 V1 N1 167.5(2)
O2 V1 N1 78.28(8)
O1 V1 N1 82.15(7)
O3' V1 N1 164.0(2)
O5 V1 O4' 174.29(18)
O2 V1 O4' 78.5(5)
O1 V1 O4' 81.8(5)
O3' V1 O4' 82.83(15)
N1 V1 O4' 81.91(16)
O5 V1 O4 173.8(4)
O3 V1 O4 82.66(13)
O2 V1 O4 84.7(4)
O1 V1 O4 76.8(4)
N1 V1 O4 85.69(13)
C7 N1 C8 120.8(2)
C7 N1 V1 126.16(16)
C8 N1 V1 112.34(16)
C1 O1 V1 128.93(15)
C9 O2 V1 119.57(16)
O1 C1 C2 120.0(2)
O1 C1 C6 121.5(2)
C2 C1 C6 118.4(2)
C3 C2 C1 120.4(2)
C3 C2 H2 119.8
C1 C2 H2 119.8
C2 C3 C4 121.3(3)
C2 C3 H3 119.3
C4 C3 H3 119.3
C5 C4 C3 119.1(2)
C5 C4 H4 120.4
C3 C4 H4 120.4
C4 C5 C6 121.2(2)
C4 C5 H5 119.4
C6 C5 H5 119.4
C5 C6 C1 119.5(2)
C5 C6 C7 119.8(2)
C1 C6 C7 120.6(2)
N1 C7 C6 123.9(2)
N1 C7 H7 118.0
C6 C7 H7 118.0
N1 C8 C9 104.2(2)
N1 C8 H8A 110.9
C9 C8 H8A 110.9
N1 C8 H8B 110.9
C9 C8 H8B 110.9
H8A C8 H8B 108.9
O2 C9 C8 106.6(2)
O2 C9 H9A 110.4
C8 C9 H9A 110.4
O2 C9 H9B 110.4
C8 C9 H9B 110.4
H9A C9 H9B 108.6
C16 O3 V1 137.1(4)
C10 O4 V1 126.2(3)
O4 C10 C11 126.6(3)
O4 C10 H10 116.7
C11 C10 H10 116.7
C12 C11 C16 120.1(4)
C12 C11 C10 118.4(4)
C16 C11 C10 121.4(3)
C13 C12 C11 120.5(4)
C13 C12 H12 119.7
C11 C12 H12 119.7
C12 C13 C14 119.4(4)
C12 C13 H13 120.3
C14 C13 H13 120.3
C13 C14 C15 121.6(4)
C13 C14 H14 119.2
C15 C14 H14 119.2
C14 C15 C16 120.1(4)
C14 C15 H15 119.9
C16 C15 H15 119.9
O3 C16 C15 117.7(4)
O3 C16 C11 124.1(3)
C15 C16 C11 118.2(3)
C16' O3' V1 138.1(2)
C10' O4' V1 126.5(3)
O4' C10' C11' 126.6(3)
O4' C10' H10' 116.7
C11' C10' H10' 116.7
C12' C11' C16' 120.0(4)
C12' C11' C10' 118.4(4)
C16' C11' C10' 121.4(3)
C13' C12' C11' 120.5(4)
C13' C12' H12' 119.7
C11' C12' H12' 119.7
C12' C13' C14' 119.4(4)
C12' C13' H13' 120.3
C14' C13' H13' 120.3
C13' C14' C15' 121.6(4)
C13' C14' H14' 119.2
C15' C14' H14' 119.2
C14' C15' C16' 120.1(4)
C14' C15' H15' 119.9
C16' C15' H15' 119.9
O3' C16' C15' 117.7(4)
O3' C16' C11' 124.0(3)
C15' C16' C11' 118.2(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
V1 O5 1.5886(19) y
V1 O3 1.859(3) y
V1 O2 1.8333(18) y
V1 O1 1.8957(17) y
V1 O3' 1.859(3) y
V1 N1 2.0966(19) y
V1 O4' 2.269(4) y
V1 O4 2.275(3) y
N1 C7 1.275(3) ?
N1 C8 1.464(3) ?
O1 C1 1.325(3) ?
O2 C9 1.404(3) ?
C1 C2 1.400(3) ?
C1 C6 1.413(3) ?
C2 C3 1.377(4) ?
C2 H2 0.9300 ?
C3 C4 1.386(4) ?
C3 H3 0.9300 ?
C4 C5 1.367(4) ?
C4 H4 0.9300 ?
C5 C6 1.401(3) ?
C5 H5 0.9300 ?
C6 C7 1.436(3) ?
C7 H7 0.9300 ?
C8 C9 1.500(4) ?
C8 H8A 0.9700 ?
C8 H8B 0.9700 ?
C9 H9A 0.9700 ?
C9 H9B 0.9700 ?
O3 C16 1.330(4) ?
O4 C10 1.220(4) ?
C10 C11 1.439(5) ?
C10 H10 0.9300 ?
C11 C12 1.402(4) ?
C11 C16 1.401(5) ?
C12 C13 1.372(6) ?
C12 H12 0.9300 ?
C13 C14 1.369(7) ?
C13 H13 0.9300 ?
C14 C15 1.379(5) ?
C14 H14 0.9300 ?
C15 C16 1.401(4) ?
C15 H15 0.9300 ?
O3' C16' 1.330(4) ?
O4' C10' 1.220(4) ?
C10' C11' 1.439(5) ?
C10' H10' 0.9300 ?
C11' C12' 1.402(4) ?
C11' C16' 1.401(5) ?
C12' C13' 1.372(6) ?
C12' H12' 0.9300 ?
C13' C14' 1.369(7) ?
C13' H13' 0.9300 ?
C14' C15' 1.380(5) ?
C14' H14' 0.9300 ?
C15' C16' 1.402(4) ?
C15' H15' 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C3 H3 O5 2_555 0.93 2.56 3.352(4) 143
C5 H5 O4 2_645 0.93 2.50 3.220(13) 134
C2 H2 Cg 2_555 0.93 2.84 3.615(3) 141
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
O5 V1 O1 C1 46.7(2)
O3 V1 O1 C1 147.7(2)
O2 V1 O1 C1 -86.3(3)
O3' V1 O1 C1 149.7(3)
N1 V1 O1 C1 -44.75(19)
O4' V1 O1 C1 -127.6(2)
O4 V1 O1 C1 -132.1(2)
O5 V1 O2 C9 -68.2(2)
O3 V1 O2 C9 -169.3(2)
O1 V1 O2 C9 64.2(3)
O3' V1 O2 C9 -174.3(3)
N1 V1 O2 C9 22.07(19)
O4' V1 O2 C9 106.1(3)
O4 V1 O2 C9 108.7(2)
V1 O1 C1 C2 -147.23(18)
V1 O1 C1 C6 36.1(3)
O1 C1 C2 C3 -179.7(2)
C6 C1 C2 C3 -2.9(4)
C1 C2 C3 C4 2.1(4)
C2 C3 C4 C5 0.6(4)
C3 C4 C5 C6 -2.5(4)
C4 C5 C6 C1 1.7(4)
C4 C5 C6 C7 176.7(3)
O1 C1 C6 C5 177.7(2)
C2 C1 C6 C5 1.0(4)
O1 C1 C6 C7 2.8(4)
C2 C1 C6 C7 -173.9(2)
C8 N1 C7 C6 176.5(2)
V1 N1 C7 C6 -13.5(4)
C5 C6 C7 N1 173.2(2)
C1 C6 C7 N1 -11.9(4)
C7 N1 C8 C9 141.9(2)
V1 N1 C8 C9 -29.4(2)
V1 O2 C9 C8 -45.1(3)
N1 C8 C9 O2 44.1(3)
O5 V1 O3 C16 157.8(14)
O2 V1 O3 C16 -100.1(14)
O1 V1 O3 C16 58.9(15)
N1 V1 O3 C16 -37(3)
O4 V1 O3 C16 -16.3(14)
V1 O4 C10 C11 -2.3(18)
O4 C10 C11 C12 178.8(12)
O4 C10 C11 C16 -6.3(16)
C16 C11 C12 C13 1.0(14)
C10 C11 C12 C13 176.0(8)
C11 C12 C13 C14 0.4(12)
C12 C13 C14 C15 -0.2(12)
C13 C14 C15 C16 -1.3(13)
V1 O3 C16 C15 -166.8(12)
V1 O3 C16 C11 14(2)
C14 C15 C16 O3 -177.1(11)
C14 C15 C16 C11 2.5(13)
C12 C11 C16 O3 177.2(12)
C10 C11 C16 O3 2.3(15)
C12 C11 C16 C15 -2.4(13)
C10 C11 C16 C15 -177.2(9)
O5 V1 O3' C16' 174.4(17)
O2 V1 O3' C16' -81.1(18)
O1 V1 O3' C16' 76.9(18)
N1 V1 O3' C16' 13(4)
O4' V1 O3' C16' -4.7(17)
V1 O4' C10' C11' -8(2)
O4' C10' C11' C12' -178.7(16)
O4' C10' C11' C16' 6(2)
C16' C11' C12' C13' -4.1(17)
C10' C11' C12' C13' -179.8(10)
C11' C12' C13' C14' 2.4(15)
C12' C13' C14' C15' -0.8(14)
C13' C14' C15' C16' 1.0(16)
V1 O3' C16' C15' -178.2(15)
V1 O3' C16' C11' 4(2)
C14' C15' C16' O3' 179.8(13)
C14' C15' C16' C11' -2.6(17)
C12' C11' C16' O3' -178.5(15)
C10' C11' C16' O3' -2.9(19)
C12' C11' C16' C15' 4.1(17)
C10' C11' C16' C15' 179.7(12)
loop_
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_cod_related_entry_code
1 PubChem 139087334
