High-valent oxovanadium metallosupramolecular species as catalysts for the oxidation of benzyl alcohol derivatives.
Topić, Edi; Sarjanović, Josipa; Musija, Danijela; Mandarić, Mirna; Hrenar, Tomica; Pisk, Jana; Vrdoljak, Višnja; RSC advances 15 (2025) 3547–3561; doi:10.1039/d4ra09073j

data_7249906
_publ_section_title
;
 High-valent oxovanadium metallosupramolecular species as catalysts for
 the oxidation of benzyl alcohol derivatives.
;
_journal_issue                   5
_journal_name_full               'RSC advances'
_journal_page_first              3547
_journal_page_last               3561
_journal_paper_doi               10.1039/d4ra09073j
_journal_volume                  15
_journal_year                    2025
_chemical_formula_moiety         'C15 H14 N3 O4 V'
_chemical_formula_sum            'C15 H14 N3 O4 V'
_chemical_formula_weight         351.23
_chemical_name_systematic
'[N'-(2-oxobenzylidene)isonicotinoylhydrazonato](ethoxo)oxovanadium(v)'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-02-05
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-07-03 deposited with the CCDC.	2025-01-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.05222(6)
_cell_length_b                   11.39032(5)
_cell_length_c                   21.55450(11)
_cell_measurement_reflns_used    84126
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      77.5470
_cell_measurement_theta_min      3.8620
_cell_volume                     3204.49(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.92a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.92a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.92a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      170.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     30.00  61.00   0.50    0.06    --   47.29  65.00-169.89   62
  2  \w     84.00 119.00   0.50    0.06    --   47.29  65.00-169.89   70
  3  \w     29.00  60.00   0.50    0.06    --   47.29  66.00   6.94   62
  4  \w     32.00  95.00   0.50    0.06    --   47.29  63.00  36.30  126
  5  \w     30.00  59.00   0.50    0.06    --   47.29  63.00  96.83   58
  6  \w     65.00  91.00   0.50    0.06    --   47.29  63.00  96.83   52
  7  \w     84.00 119.00   0.50    0.06    --   47.29  63.00 120.18   70
  8  \w     81.00 117.00   0.50    0.06    --   47.29  63.00 161.01   72
  9  \w     30.00  63.00   0.50    0.06    --   47.29  63.00 161.01   66
 10  \w     30.00  68.00   0.50    0.06    --   47.29  63.00 120.18   76
 11  \w     32.00  58.00   0.50    0.06    --   47.29  57.00  90.00   52
 12  \w     31.00  57.00   0.50    0.06    --   47.29  62.00 -24.29   52
 13  \w     32.00  60.00   0.50    0.06    --   47.29  57.00 -30.00   56
 14  \w     94.00 120.00   0.50    0.06    --   47.29  57.00 -30.00   52
 15  \w     95.00 120.00   0.50    0.06    --   47.29  61.00 -82.86   50
 16  \w     33.00  76.00   0.50    0.06    --   47.29  61.00 -82.86   86
 17  \w     32.00  58.00   0.50    0.06    --   47.29  57.00 -90.00   52
 18  \w     33.00  58.00   0.50    0.06    --   47.29  57.00-120.00   50
 19  \w     35.00  63.00   0.50    0.06    --   47.29  38.00-120.00   56
 20  \w     35.00  80.00   0.50    0.06    --   47.29  18.00 -57.00   90
 21  \w     98.00 123.00   0.50    0.06    --   47.29  18.00 -57.00   50
 22  \w     88.00 174.00   0.50    0.24    --  107.75  77.00 -90.00  172
 23  \w    143.00 169.00   0.50    0.24    --  107.75  77.00-180.00   52
 24  \w     88.00 136.00   0.50    0.24    --  107.75  77.00-180.00   96
 25  \w     88.00 123.00   0.50    0.24    --  107.75  77.00-120.00   70
 26  \w    135.00 177.00   0.50    0.24    --  107.75  77.00-120.00   84
 27  \w     88.00 178.00   0.50    0.24    --  107.75  77.00-150.00  180
 28  \w     88.00 177.00   0.50    0.24    --  107.75  77.00  30.00  178
 29  \w    121.00 172.00   0.50    0.24    --  107.75  77.00 -30.00  102
 30  \w     88.00 169.00   0.50    0.24    --  107.75  77.00  60.00  162
 31  \w     88.00 128.00   0.50    0.24    --  107.75  77.00 120.00   80
 32  \w     88.00 113.00   0.50    0.24    --  107.75  77.00 150.00   50
 33  \w    123.00 177.00   0.50    0.24    --  107.75  77.00 150.00  108
 34  \w    153.00 178.00   0.50    0.24    --  107.75  77.00  90.00   50
 35  \w     89.00 137.00   0.50    0.24    --  107.75  77.00  90.00   96
 36  \w    132.00 157.00   0.50    0.24    --  107.75  77.00   0.00   50
 37  \w    133.00 174.00   0.50    0.24    --  107.75  77.00 -60.00   82
 38  \w     88.00 124.00   0.50    0.24    --  107.75  77.00 -60.00   72
 39  \w     88.00 113.00   0.50    0.24    --  107.75  77.00 -30.00   50
 40  \w     88.00 114.00   0.50    0.24    --  107.75  77.00   0.00   52
 41  \w     86.00 126.00   0.50    0.24    --  107.75  74.00  55.15   80
 42  \w    130.00 163.00   0.50    0.24    --  107.75  74.00  55.15   66
 43  \w    150.00 178.00   0.50    0.24    --  107.75  65.00  93.07   56
 44  \w     91.00 124.00   0.50    0.24    --  107.75  65.00  93.07   66
 45  \w     91.00 117.00   0.50    0.24    --  107.75  61.00  90.00   52
 46  \w     91.00 162.00   0.50    0.24    --  107.75  61.00 150.00  142
 47  \w    133.00 168.00   0.50    0.24    --  107.75  61.00  90.00   70
 48  \w    127.00 153.00   0.50    0.24    --  107.75  61.00 -30.00   52
 49  \w     91.00 133.00   0.50    0.24    --  107.75  61.00  30.00   84
 50  \w     92.00 117.00   0.50    0.24    --  107.75  61.00 -30.00   50
 51  \w     94.00 131.00   0.50    0.24    --  107.75  61.00 -90.00   74
 52  \w     91.00 123.00   0.50    0.24    --  107.75  61.00-120.00   64
 53  \w     91.00 148.00   0.50    0.24    --  107.75  61.00-150.00  114
 54  \w    143.00 169.00   0.50    0.24    --  107.75  61.00-120.00   52
 55  \w    153.00 178.00   0.50    0.24    --  107.75  61.00 -90.00   50
 56  \w     92.00 152.00   0.50    0.24    --  107.75  61.00 -60.00  120
 57  \w     91.00 117.00   0.50    0.24    --  107.75  61.00-180.00   52
 58  \w     91.00 166.00   0.50    0.24    --  107.75  61.00   0.00  150
 59  \w    142.00 175.00   0.50    0.24    --  107.75  55.00 138.65   66
 60  \w     95.00 132.00   0.50    0.24    --  107.75  55.00 138.65   74
 61  \w     91.00 129.00   0.50    0.24    --  107.75  61.00 120.00   76
 62  \w     91.00 124.00   0.50    0.24    --  107.75  61.00  60.00   66
 63  \w    130.00 176.00   0.50    0.24    --  107.75  45.00 120.00   92
 64  \w     97.00 155.00   0.50    0.24    --  107.75  45.00  30.00  116
 65  \w     97.00 122.00   0.50    0.24    --  107.75  45.00 120.00   50
 66  \w     99.00 154.00   0.50    0.24    --  107.75  45.00   0.00  110
 67  \w    142.00 167.00   0.50    0.24    --  107.75  30.00   0.00   50
 68  \w    101.00 126.00   0.50    0.24    --  107.75  30.00   0.00   50
 69  \w    112.00 164.00   0.50    0.24    --  107.75  30.00 -30.00  104
 70  \w    135.00 178.00   0.50    0.24    --  107.75  18.00 -57.00   86
 71  \w     99.00 125.00   0.50    0.24    --  107.75  18.00 -57.00   52
 72  \w     98.00 147.00   0.50    0.24    --  107.75  45.00-120.00   98
 73  \w     95.00 149.00   0.50    0.24    --  107.75  15.00-150.00  108
 74  \w     95.00 161.00   0.50    0.24    --  107.75  45.00-150.00  132
 75  \w    151.00 178.00   0.50    0.24    --  107.75 125.00-180.00   54
 76  \w    144.00 174.00   0.50    0.24    --  107.75 125.00-120.00   60
 77  \w    108.00 146.00   0.50    0.24    --  107.75 125.00-180.00   76
 78  \w    103.00 128.00   0.50    0.24    --  107.75 123.00-135.65   50
 79  \w    153.00 178.00   0.50    0.24    --  107.75 123.00-135.65   50
 80  \w    105.00 155.00   0.50    0.24    --  107.75 125.00   0.00  100
 81  \w    122.00 177.00   0.50    0.24    --  107.75 125.00  90.00  110
 82  \w    109.00 163.00   0.50    0.24    --  107.75 125.00 150.00  108
 83  \w    -27.00  26.00   0.50    0.06    --   47.29 -18.00 134.00  106
 84  \w     35.00  93.00   0.50    0.24    --  107.75 -80.00 -13.54  116
 85  \w     98.00 128.00   0.50    0.24    --  107.75 -80.00 -13.54   60
 86  \w     36.00  83.00   0.50    0.24    --  107.75 -77.00  99.24   94
 87  \w     38.00  68.00   0.50    0.24    --  107.75 -77.00 -60.00   60
 88  \w     40.00  92.00   0.50    0.24    --  107.75 -77.00 -90.00  104
 89  \w     38.00  90.00   0.50    0.24    --  107.75 -72.00-152.41  104
 90  \w     45.00  85.00   0.50    0.24    --  107.75 -79.00-167.21   80
 91  \w     98.00 123.00   0.50    0.24    --  107.75 -79.00-167.21   50
 92  \w     44.00  71.00   0.50    0.24    --  107.75 -61.00 -90.00   54
 93  \w     38.00  81.00   0.50    0.24    --  107.75 -73.00  67.04   86
 94  \w     35.00  67.00   0.50    0.24    --  107.75 -61.00 120.00   64
 95  \w     34.00  94.00   0.50    0.06    --   47.29-125.00  90.00  120
 96  \w     35.00  60.00   0.50    0.24    --  107.75-125.00 120.00   50
 97  \w     53.00  95.00   0.50    0.06    --   47.29-125.00   0.00   84
 98  \w     36.00  75.00   0.50    0.24    --  107.75-125.00 -60.00   78
 99  \w     87.00 112.00   0.50    0.24    --  107.75-125.00 -60.00   50
100  \w     68.00 112.00   0.50    0.24    --  107.75-125.00-150.00   88
101  \w     71.00 112.00   0.50    0.24    --  107.75-125.00-180.00   82
102  \w     41.00  66.00   0.50    0.24    --  107.75-125.00-150.00   50
103  \w     49.00 112.00   0.50    0.24    --  107.75-125.00   0.00  126
104  \w     81.00 112.00   0.50    0.24    --  107.75-125.00 -30.00   62
105  \w     68.00 112.00   0.50    0.24    --  107.75-125.00  90.00   88
106  \w     68.00 112.00   0.50    0.24    --  107.75-125.00 120.00   88
107  \w     87.00 112.00   0.50    0.24    --  107.75-125.00 150.00   50
108  \w     35.00  71.00   0.50    0.24    --  107.75-102.00 174.47   72
109  \w     36.00  67.00   0.50    0.24    --  107.75-125.00 150.00   62
110  \w     78.00 107.00   0.50    0.24    --  107.75-102.00 174.47   58
111  \w     53.00 111.00   0.50    0.24    --  107.75-125.00  30.00  116
112  \w     35.00 107.00   0.50    0.24    --  107.75-105.00  31.11  144
113  \w     36.00  69.00   0.50    0.24    --  107.75 -95.00  60.00   66
114  \w     40.00  75.00   0.50    0.24    --  107.75 -86.00 131.32   70
115  \w     81.00 117.00   0.50    0.24    --  107.75 -86.00 131.32   72
116  \w     43.00  78.00   0.50    0.24    --  107.75 -82.00-107.66   70
117  \w     80.00 107.00   0.50    0.24    --  107.75 -82.00-107.66   54
118  \w     37.00  99.00   0.50    0.24    --  107.75 -93.00-120.59  124
119  \w     35.00 107.00   0.50    0.24    --  107.75-105.00-147.91  144
120  \w    -62.00  24.00   0.50    0.06    --  -47.29  57.00-180.00  172
121  \w    -26.00  24.00   0.50    0.06    --  -47.29  18.00 -57.00  100
122  \w    -84.00 -37.00   0.50    0.06    --  -47.29 -19.00  30.00   94
123  \w   -114.00 -86.00   0.50    0.06    --  -47.29 -19.00  30.00   56
124  \w    -86.00 -35.00   0.50    0.06    --  -47.29 -18.00 134.00  102
125  \w   -122.00 -90.00   0.50    0.06    --  -47.29 -18.00 134.00   64
126  \w   -139.00-114.00   0.50    0.24    --  -86.25 -18.00 134.00   50
127  \w   -101.00 -68.00   0.50    0.24    --  -86.25 -66.00 -11.09   66
128  \w    -94.00 -68.00   0.50    0.24    --  -86.25 -66.00 -50.76   52
129  \w    -93.00 -68.00   0.50    0.24    --  -86.25 -66.00 -62.13   50
130  \w    -94.00 -68.00   0.50    0.24    --  -86.25 -66.00-136.65   52
131  \w    -94.00 -68.00   0.50    0.24    --  -86.25 -66.00-104.70   52
132  \w   -158.00-132.00   0.50    0.24    --  -86.25 -66.00-104.70   52
133  \w    -94.00 -68.00   0.50    0.24    --  -86.25 -66.00 -74.47   52
134  \w    -93.00 -68.00   0.50    0.24    --  -86.25 -66.00 -96.59   50
135  \w    -93.00 -68.00   0.50    0.24    --  -86.25 -66.00 -25.96   50
136  \w    -93.00 -68.00   0.50    0.24    --  -86.25 -66.00  -3.80   50
137  \w    -99.00 -68.00   0.50    0.24    --  -86.25 -65.00   7.59   62
138  \w    -93.00 -68.00   0.50    0.24    --  -86.25 -65.00  97.97   50
139  \w    -94.00 -68.00   0.50    0.24    --  -86.25 -66.00 108.82   52
140  \w    -94.00 -68.00   0.50    0.24    --  -86.25 -66.00 140.72   52
141  \w    -94.00 -68.00   0.50    0.24    --  -86.25 -65.00 169.47   52
142  \w    -96.00 -69.00   0.50    0.24    --  -86.25 -64.00 158.32   54
143  \w   -104.00 -69.00   0.50    0.24    --  -86.25 -64.00  44.02   70
144  \w   -103.00 -68.00   0.50    0.24    --  -86.25 -65.00  51.34   70
145  \w   -155.00-129.00   0.50    0.24    --  -86.25 -63.00 150.78   52
146  \w   -103.00 -69.00   0.50    0.24    --  -86.25 -64.00  12.70   68
147  \w    -95.00 -69.00   0.50    0.24    --  -86.25 -63.00 -38.08   52
148  \w    -94.00 -69.00   0.50    0.24    --  -86.25 -64.00 -82.86   50
149  \w    -95.00 -69.00   0.50    0.24    --  -86.25 -63.00-164.54   52
150  \w   -109.00 -69.00   0.50    0.24    --  -86.25 -64.00-147.21   80
151  \w    -94.00 -69.00   0.50    0.24    --  -86.25 -62.00-133.27   50
152  \w    -98.00 -69.00   0.50    0.24    --  -86.25 -62.00 -96.32   58
153  \w    -96.00 -70.00   0.50    0.24    --  -86.25 -61.00-180.00   52
154  \w   -148.00-122.00   0.50    0.24    --  -86.25 -63.00 -38.08   52
155  \w   -104.00 -71.00   0.50    0.24    --  -86.25 -61.00-120.00   66
156  \w   -115.00 -69.00   0.50    0.24    --  -86.25 -63.00  28.50   92
157  \w    -94.00 -69.00   0.50    0.24    --  -86.25 -62.00  65.48   50
158  \w    -95.00 -70.00   0.50    0.24    --  -86.25 -60.00  72.11   50
159  \w    -96.00 -70.00   0.50    0.24    --  -86.25 -61.00  82.59   52
160  \w    -96.00 -70.00   0.50    0.24    --  -86.25 -61.00 120.00   52
161  \w    -95.00 -69.00   0.50    0.24    --  -86.25 -63.00 150.78   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            127302
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.765
_diffrn_reflns_theta_min         4.102
_exptl_absorpt_coefficient_mu    5.391
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.096
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.92a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.665
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.00051(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3412
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0287
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0437P)^2^+1.5078P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0820
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3373
_reflns_number_total             3412
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ra09073j2.cif
_cod_data_source_block           exp_3983
_cod_original_cell_volume        3204.49(2)
_cod_database_code               7249906
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.589
_shelx_estimated_absorpt_t_min   0.124
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C3(H3), C7(H7), C4(H4), C13(H13), C10(H10), C12(H12), C11(H11)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_shelx_res_checksum              11550
_shelx_hkl_checksum              98140
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;