#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/24/7022459.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_7022459
loop_
_publ_author_name
'Kundu, Suman'
'Maity, Suvendu'
'Maity, Amarendra Nath'
'Ke, Shyue-Chu'
'Ghosh, Prasanta'
_publ_section_title
;
 Stabilization of oxidovanadium(IV) by organic radicals.
;
_journal_issue                   13
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4586
_journal_page_last               4601
_journal_paper_doi               10.1039/c2dt32693k
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C26 H31 N4 O3 V'
_chemical_formula_weight         498.49
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 106.085(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   26.597(14)
_cell_length_b                   11.170(6)
_cell_length_c                   18.650(10)
_cell_measurement_reflns_used    2001
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      19.50
_cell_measurement_theta_min      2.39
_cell_volume                     5324(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0811
_diffrn_reflns_av_sigmaI/netI    0.0861
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17665
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.59
_exptl_absorpt_coefficient_mu    0.405
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_correction_T_min  0.842
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 2008)'
_exptl_crystal_colour            Black
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Parallelopiped
_exptl_crystal_F_000             2096
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.316
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4668
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.966
_refine_ls_R_factor_all          0.1154
_refine_ls_R_factor_gt           0.0541
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0801P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1321
_refine_ls_wR_factor_ref         0.1632
_reflns_number_gt                2621
_reflns_number_total             4668
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt32693k.txt
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Gaussian'
changed to 'gaussian' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'C2/c '
_cod_database_code               7022459
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 0.23439(3) -0.02590(5) 0.02885(4) 0.0456(3) Uani 1 1 d .
O1 O 0.19879(10) -0.1284(2) -0.02014(15) 0.0603(8) Uani 1 1 d .
O2 O 0.29241(10) 0.09016(19) 0.10026(14) 0.0487(7) Uani 1 1 d .
O3 O 0.19490(10) 0.0201(2) 0.09537(14) 0.0493(7) Uani 1 1 d .
N1 N 0.28577(13) -0.1332(2) 0.08596(18) 0.0497(9) Uani 1 1 d .
H1B H 0.2799 -0.2089 0.0815 0.060 Uiso 1 1 calc R
N2 N 0.27910(12) 0.0127(2) -0.04691(17) 0.0475(8) Uani 1 1 d .
N3 N 0.22473(12) 0.1746(2) -0.07913(17) 0.0501(9) Uani 1 1 d .
H3A H 0.2138 0.2390 -0.1038 0.060 Uiso 1 1 calc R
N4 N 0.20019(12) 0.1270(2) -0.02988(16) 0.0423(8) Uani 1 1 d .
C1 C 0.33126(16) -0.0942(3) 0.1334(2) 0.0455(10) Uani 1 1 d .
C2 C 0.37368(18) -0.1652(4) 0.1715(3) 0.0610(12) Uani 1 1 d .
H2A H 0.3726 -0.2478 0.1651 0.073 Uiso 1 1 calc R
C3 C 0.4164(2) -0.1124(4) 0.2179(3) 0.0738(14) Uani 1 1 d .
H3B H 0.4446 -0.1594 0.2431 0.089 Uiso 1 1 calc R
C4 C 0.41855(18) 0.0108(5) 0.2282(3) 0.0732(14) Uani 1 1 d .
H4A H 0.4479 0.0451 0.2611 0.088 Uiso 1 1 calc R
C5 C 0.37731(18) 0.0835(4) 0.1900(2) 0.0601(12) Uani 1 1 d .
H5A H 0.3791 0.1660 0.1971 0.072 Uiso 1 1 calc R
C6 C 0.33335(16) 0.0322(3) 0.1411(2) 0.0448(10) Uani 1 1 d .
C7 C 0.31899(18) -0.0536(4) -0.0578(3) 0.0716(14) Uani 1 1 d .
H7A H 0.3273 -0.1253 -0.0319 0.086 Uiso 1 1 calc R
C8 C 0.3474(2) -0.0205(5) -0.1049(3) 0.0870(17) Uani 1 1 d .
H8A H 0.3742 -0.0690 -0.1115 0.104 Uiso 1 1 calc R
C9 C 0.33571(19) 0.0870(4) -0.1431(3) 0.0768(14) Uani 1 1 d .
H9A H 0.3556 0.1126 -0.1742 0.092 Uiso 1 1 calc R
C10 C 0.29509(17) 0.1549(3) -0.1350(2) 0.0584(12) Uani 1 1 d .
H10A H 0.2862 0.2264 -0.1611 0.070 Uiso 1 1 calc R
C11 C 0.26735(15) 0.1140(3) -0.0866(2) 0.0460(10) Uani 1 1 d .
C12 C 0.15552(15) 0.1730(3) -0.0300(2) 0.0458(10) Uani 1 1 d .
H12A H 0.1417 0.2317 -0.0653 0.055 Uiso 1 1 calc R
C13 C 0.12590(15) 0.1399(3) 0.0204(2) 0.0445(10) Uani 1 1 d .
C14 C 0.07598(16) 0.1895(3) 0.0088(2) 0.0531(11) Uani 1 1 d .
H14A H 0.0625 0.2374 -0.0329 0.064 Uiso 1 1 calc R
C15 C 0.04633(16) 0.1694(3) 0.0573(3) 0.0552(11) Uani 1 1 d .
C16 C 0.06957(17) 0.1028(3) 0.1211(3) 0.0592(12) Uani 1 1 d .
H16A H 0.0505 0.0915 0.1554 0.071 Uiso 1 1 calc R
C17 C 0.11928(16) 0.0519(3) 0.1372(2) 0.0479(10) Uani 1 1 d .
C18 C 0.14762(16) 0.0668(3) 0.0835(2) 0.0452(10) Uani 1 1 d .
C19 C -0.00905(17) 0.2224(4) 0.0430(3) 0.0681(13) Uani 1 1 d .
C20 C -0.0421(2) 0.1478(6) 0.0812(5) 0.159(3) Uani 1 1 d .
H20A H -0.0764 0.1823 0.0715 0.239 Uiso 1 1 calc R
H20B H -0.0259 0.1468 0.1341 0.239 Uiso 1 1 calc R
H20C H -0.0449 0.0675 0.0623 0.239 Uiso 1 1 calc R
C21 C -0.0371(2) 0.2240(7) -0.0393(3) 0.161(3) Uani 1 1 d .
H21A H -0.0714 0.2574 -0.0467 0.242 Uiso 1 1 calc R
H21B H -0.0401 0.1437 -0.0585 0.242 Uiso 1 1 calc R
H21C H -0.0177 0.2719 -0.0651 0.242 Uiso 1 1 calc R
C22 C -0.00592(19) 0.3477(4) 0.0732(3) 0.105(2) Uani 1 1 d .
H22A H -0.0406 0.3802 0.0639 0.158 Uiso 1 1 calc R
H22B H 0.0142 0.3966 0.0490 0.158 Uiso 1 1 calc R
H22C H 0.0106 0.3465 0.1260 0.158 Uiso 1 1 calc R
C23 C 0.14433(17) -0.0122(3) 0.2112(2) 0.0571(11) Uani 1 1 d .
C24 C 0.1071(2) -0.0220(4) 0.2609(3) 0.0869(16) Uani 1 1 d .
H24A H 0.0766 -0.0666 0.2353 0.130 Uiso 1 1 calc R
H24B H 0.0969 0.0568 0.2721 0.130 Uiso 1 1 calc R
H24C H 0.1245 -0.0622 0.3065 0.130 Uiso 1 1 calc R
C25 C 0.16119(19) -0.1413(3) 0.1976(3) 0.0762(14) Uani 1 1 d .
H25A H 0.1311 -0.1862 0.1707 0.114 Uiso 1 1 calc R
H25B H 0.1768 -0.1793 0.2446 0.114 Uiso 1 1 calc R
H25C H 0.1861 -0.1383 0.1689 0.114 Uiso 1 1 calc R
C26 C 0.19266(17) 0.0598(4) 0.2547(2) 0.0699(13) Uani 1 1 d .
H26A H 0.1822 0.1394 0.2636 0.105 Uiso 1 1 calc R
H26B H 0.2176 0.0636 0.2261 0.105 Uiso 1 1 calc R
H26C H 0.2084 0.0211 0.3015 0.105 Uiso 1 1 calc R
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 O3 102.65(13)
O1 V1 N1 95.07(14)
O3 V1 N1 104.20(12)
O1 V1 N4 100.49(13)
O3 V1 N4 83.25(11)
N1 V1 N4 160.88(13)
O1 V1 N2 96.73(13)
O3 V1 N2 152.63(11)
N1 V1 N2 93.01(12)
N4 V1 N2 74.29(12)
O1 V1 O2 170.54(11)
O3 V1 O2 82.27(11)
N1 V1 O2 75.79(12)
N4 V1 O2 88.04(11)
N2 V1 O2 81.55(11)
C6 O2 V1 113.4(2)
C18 O3 V1 131.9(2)
C1 N1 V1 122.3(2)
C11 N2 C7 116.8(3)
C11 N2 V1 116.8(2)
C7 N2 V1 126.4(3)
C11 N3 N4 116.1(3)
C12 N4 N3 116.9(3)
C12 N4 V1 126.1(2)
N3 N4 V1 116.6(2)
N1 C1 C2 126.6(4)
N1 C1 C6 112.9(3)
C2 C1 C6 120.6(4)
C3 C2 C1 119.4(4)
C2 C3 C4 120.9(4)
C3 C4 C5 120.7(5)
C6 C5 C4 119.6(4)
O2 C6 C5 126.0(4)
O2 C6 C1 115.4(4)
C5 C6 C1 118.6(4)
N2 C7 C8 123.1(4)
C7 C8 C9 118.9(4)
C10 C9 C8 119.8(4)
C9 C10 C11 117.9(4)
N2 C11 N3 115.9(3)
N2 C11 C10 123.5(4)
N3 C11 C10 120.6(4)
N4 C12 C13 124.7(3)
C14 C13 C18 120.6(4)
C14 C13 C12 117.8(4)
C18 C13 C12 121.4(3)
C15 C14 C13 121.7(4)
C14 C15 C16 116.7(4)
C14 C15 C19 121.3(4)
C16 C15 C19 122.0(4)
C17 C16 C15 124.9(4)
C16 C17 C18 117.2(4)
C16 C17 C23 122.3(4)
C18 C17 C23 120.4(4)
O3 C18 C13 121.1(3)
O3 C18 C17 120.1(3)
C13 C18 C17 118.6(3)
C22 C19 C21 109.3(5)
C22 C19 C20 108.2(4)
C21 C19 C20 107.2(5)
C22 C19 C15 110.0(4)
C21 C19 C15 111.1(4)
C20 C19 C15 110.9(4)
C17 C23 C24 112.6(4)
C17 C23 C26 108.7(3)
C24 C23 C26 107.6(4)
C17 C23 C25 111.1(3)
C24 C23 C25 107.2(3)
C26 C23 C25 109.5(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
V1 O1 1.601(3)
V1 O3 1.905(3)
V1 N1 1.906(3)
V1 N4 2.096(3)
V1 N2 2.128(3)
V1 O2 2.167(3)
O2 C6 1.314(4)
O3 C18 1.322(4)
N1 C1 1.358(5)
N2 C11 1.341(4)
N2 C7 1.355(5)
N3 C11 1.361(4)
N3 N4 1.373(4)
N4 C12 1.294(4)
C1 C2 1.401(5)
C1 C6 1.418(5)
C2 C3 1.357(6)
C3 C4 1.388(6)
C4 C5 1.392(6)
C5 C6 1.391(5)
C7 C8 1.359(6)
C8 C9 1.386(6)
C9 C10 1.362(5)
C10 C11 1.392(5)
C12 C13 1.432(5)
C13 C14 1.399(5)
C13 C18 1.417(5)
C14 C15 1.374(5)
C15 C16 1.394(6)
C15 C19 1.540(5)
C16 C17 1.393(5)
C17 C18 1.420(5)
C17 C23 1.533(5)
C19 C22 1.503(6)
C19 C21 1.510(7)
C19 C20 1.524(7)
C23 C24 1.538(5)
C23 C26 1.543(6)
C23 C25 1.552(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139160033
