#------------------------------------------------------------------------------
#$Date: 2025-02-06 04:31:07 +0200 (Thu, 06 Feb 2025) $
#$Revision: 297619 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/99/7249906.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_7249906
loop_
_publ_author_name
'Topić, Edi'
'Sarjanović, Josipa'
'Musija, Danijela'
'Mandarić, Mirna'
'Hrenar, Tomica'
'Pisk, Jana'
'Vrdoljak, Višnja'
_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  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     30.00  61.00   0.50    0.06    --   47.29  65.00-169.89   62
  2  ω     84.00 119.00   0.50    0.06    --   47.29  65.00-169.89   70
  3  ω     29.00  60.00   0.50    0.06    --   47.29  66.00   6.94   62
  4  ω     32.00  95.00   0.50    0.06    --   47.29  63.00  36.30  126
  5  ω     30.00  59.00   0.50    0.06    --   47.29  63.00  96.83   58
  6  ω     65.00  91.00   0.50    0.06    --   47.29  63.00  96.83   52
  7  ω     84.00 119.00   0.50    0.06    --   47.29  63.00 120.18   70
  8  ω     81.00 117.00   0.50    0.06    --   47.29  63.00 161.01   72
  9  ω     30.00  63.00   0.50    0.06    --   47.29  63.00 161.01   66
 10  ω     30.00  68.00   0.50    0.06    --   47.29  63.00 120.18   76
 11  ω     32.00  58.00   0.50    0.06    --   47.29  57.00  90.00   52
 12  ω     31.00  57.00   0.50    0.06    --   47.29  62.00 -24.29   52
 13  ω     32.00  60.00   0.50    0.06    --   47.29  57.00 -30.00   56
 14  ω     94.00 120.00   0.50    0.06    --   47.29  57.00 -30.00   52
 15  ω     95.00 120.00   0.50    0.06    --   47.29  61.00 -82.86   50
 16  ω     33.00  76.00   0.50    0.06    --   47.29  61.00 -82.86   86
 17  ω     32.00  58.00   0.50    0.06    --   47.29  57.00 -90.00   52
 18  ω     33.00  58.00   0.50    0.06    --   47.29  57.00-120.00   50
 19  ω     35.00  63.00   0.50    0.06    --   47.29  38.00-120.00   56
 20  ω     35.00  80.00   0.50    0.06    --   47.29  18.00 -57.00   90
 21  ω     98.00 123.00   0.50    0.06    --   47.29  18.00 -57.00   50
 22  ω     88.00 174.00   0.50    0.24    --  107.75  77.00 -90.00  172
 23  ω    143.00 169.00   0.50    0.24    --  107.75  77.00-180.00   52
 24  ω     88.00 136.00   0.50    0.24    --  107.75  77.00-180.00   96
 25  ω     88.00 123.00   0.50    0.24    --  107.75  77.00-120.00   70
 26  ω    135.00 177.00   0.50    0.24    --  107.75  77.00-120.00   84
 27  ω     88.00 178.00   0.50    0.24    --  107.75  77.00-150.00  180
 28  ω     88.00 177.00   0.50    0.24    --  107.75  77.00  30.00  178
 29  ω    121.00 172.00   0.50    0.24    --  107.75  77.00 -30.00  102
 30  ω     88.00 169.00   0.50    0.24    --  107.75  77.00  60.00  162
 31  ω     88.00 128.00   0.50    0.24    --  107.75  77.00 120.00   80
 32  ω     88.00 113.00   0.50    0.24    --  107.75  77.00 150.00   50
 33  ω    123.00 177.00   0.50    0.24    --  107.75  77.00 150.00  108
 34  ω    153.00 178.00   0.50    0.24    --  107.75  77.00  90.00   50
 35  ω     89.00 137.00   0.50    0.24    --  107.75  77.00  90.00   96
 36  ω    132.00 157.00   0.50    0.24    --  107.75  77.00   0.00   50
 37  ω    133.00 174.00   0.50    0.24    --  107.75  77.00 -60.00   82
 38  ω     88.00 124.00   0.50    0.24    --  107.75  77.00 -60.00   72
 39  ω     88.00 113.00   0.50    0.24    --  107.75  77.00 -30.00   50
 40  ω     88.00 114.00   0.50    0.24    --  107.75  77.00   0.00   52
 41  ω     86.00 126.00   0.50    0.24    --  107.75  74.00  55.15   80
 42  ω    130.00 163.00   0.50    0.24    --  107.75  74.00  55.15   66
 43  ω    150.00 178.00   0.50    0.24    --  107.75  65.00  93.07   56
 44  ω     91.00 124.00   0.50    0.24    --  107.75  65.00  93.07   66
 45  ω     91.00 117.00   0.50    0.24    --  107.75  61.00  90.00   52
 46  ω     91.00 162.00   0.50    0.24    --  107.75  61.00 150.00  142
 47  ω    133.00 168.00   0.50    0.24    --  107.75  61.00  90.00   70
 48  ω    127.00 153.00   0.50    0.24    --  107.75  61.00 -30.00   52
 49  ω     91.00 133.00   0.50    0.24    --  107.75  61.00  30.00   84
 50  ω     92.00 117.00   0.50    0.24    --  107.75  61.00 -30.00   50
 51  ω     94.00 131.00   0.50    0.24    --  107.75  61.00 -90.00   74
 52  ω     91.00 123.00   0.50    0.24    --  107.75  61.00-120.00   64
 53  ω     91.00 148.00   0.50    0.24    --  107.75  61.00-150.00  114
 54  ω    143.00 169.00   0.50    0.24    --  107.75  61.00-120.00   52
 55  ω    153.00 178.00   0.50    0.24    --  107.75  61.00 -90.00   50
 56  ω     92.00 152.00   0.50    0.24    --  107.75  61.00 -60.00  120
 57  ω     91.00 117.00   0.50    0.24    --  107.75  61.00-180.00   52
 58  ω     91.00 166.00   0.50    0.24    --  107.75  61.00   0.00  150
 59  ω    142.00 175.00   0.50    0.24    --  107.75  55.00 138.65   66
 60  ω     95.00 132.00   0.50    0.24    --  107.75  55.00 138.65   74
 61  ω     91.00 129.00   0.50    0.24    --  107.75  61.00 120.00   76
 62  ω     91.00 124.00   0.50    0.24    --  107.75  61.00  60.00   66
 63  ω    130.00 176.00   0.50    0.24    --  107.75  45.00 120.00   92
 64  ω     97.00 155.00   0.50    0.24    --  107.75  45.00  30.00  116
 65  ω     97.00 122.00   0.50    0.24    --  107.75  45.00 120.00   50
 66  ω     99.00 154.00   0.50    0.24    --  107.75  45.00   0.00  110
 67  ω    142.00 167.00   0.50    0.24    --  107.75  30.00   0.00   50
 68  ω    101.00 126.00   0.50    0.24    --  107.75  30.00   0.00   50
 69  ω    112.00 164.00   0.50    0.24    --  107.75  30.00 -30.00  104
 70  ω    135.00 178.00   0.50    0.24    --  107.75  18.00 -57.00   86
 71  ω     99.00 125.00   0.50    0.24    --  107.75  18.00 -57.00   52
 72  ω     98.00 147.00   0.50    0.24    --  107.75  45.00-120.00   98
 73  ω     95.00 149.00   0.50    0.24    --  107.75  15.00-150.00  108
 74  ω     95.00 161.00   0.50    0.24    --  107.75  45.00-150.00  132
 75  ω    151.00 178.00   0.50    0.24    --  107.75 125.00-180.00   54
 76  ω    144.00 174.00   0.50    0.24    --  107.75 125.00-120.00   60
 77  ω    108.00 146.00   0.50    0.24    --  107.75 125.00-180.00   76
 78  ω    103.00 128.00   0.50    0.24    --  107.75 123.00-135.65   50
 79  ω    153.00 178.00   0.50    0.24    --  107.75 123.00-135.65   50
 80  ω    105.00 155.00   0.50    0.24    --  107.75 125.00   0.00  100
 81  ω    122.00 177.00   0.50    0.24    --  107.75 125.00  90.00  110
 82  ω    109.00 163.00   0.50    0.24    --  107.75 125.00 150.00  108
 83  ω    -27.00  26.00   0.50    0.06    --   47.29 -18.00 134.00  106
 84  ω     35.00  93.00   0.50    0.24    --  107.75 -80.00 -13.54  116
 85  ω     98.00 128.00   0.50    0.24    --  107.75 -80.00 -13.54   60
 86  ω     36.00  83.00   0.50    0.24    --  107.75 -77.00  99.24   94
 87  ω     38.00  68.00   0.50    0.24    --  107.75 -77.00 -60.00   60
 88  ω     40.00  92.00   0.50    0.24    --  107.75 -77.00 -90.00  104
 89  ω     38.00  90.00   0.50    0.24    --  107.75 -72.00-152.41  104
 90  ω     45.00  85.00   0.50    0.24    --  107.75 -79.00-167.21   80
 91  ω     98.00 123.00   0.50    0.24    --  107.75 -79.00-167.21   50
 92  ω     44.00  71.00   0.50    0.24    --  107.75 -61.00 -90.00   54
 93  ω     38.00  81.00   0.50    0.24    --  107.75 -73.00  67.04   86
 94  ω     35.00  67.00   0.50    0.24    --  107.75 -61.00 120.00   64
 95  ω     34.00  94.00   0.50    0.06    --   47.29-125.00  90.00  120
 96  ω     35.00  60.00   0.50    0.24    --  107.75-125.00 120.00   50
 97  ω     53.00  95.00   0.50    0.06    --   47.29-125.00   0.00   84
 98  ω     36.00  75.00   0.50    0.24    --  107.75-125.00 -60.00   78
 99  ω     87.00 112.00   0.50    0.24    --  107.75-125.00 -60.00   50
100  ω     68.00 112.00   0.50    0.24    --  107.75-125.00-150.00   88
101  ω     71.00 112.00   0.50    0.24    --  107.75-125.00-180.00   82
102  ω     41.00  66.00   0.50    0.24    --  107.75-125.00-150.00   50
103  ω     49.00 112.00   0.50    0.24    --  107.75-125.00   0.00  126
104  ω     81.00 112.00   0.50    0.24    --  107.75-125.00 -30.00   62
105  ω     68.00 112.00   0.50    0.24    --  107.75-125.00  90.00   88
106  ω     68.00 112.00   0.50    0.24    --  107.75-125.00 120.00   88
107  ω     87.00 112.00   0.50    0.24    --  107.75-125.00 150.00   50
108  ω     35.00  71.00   0.50    0.24    --  107.75-102.00 174.47   72
109  ω     36.00  67.00   0.50    0.24    --  107.75-125.00 150.00   62
110  ω     78.00 107.00   0.50    0.24    --  107.75-102.00 174.47   58
111  ω     53.00 111.00   0.50    0.24    --  107.75-125.00  30.00  116
112  ω     35.00 107.00   0.50    0.24    --  107.75-105.00  31.11  144
113  ω     36.00  69.00   0.50    0.24    --  107.75 -95.00  60.00   66
114  ω     40.00  75.00   0.50    0.24    --  107.75 -86.00 131.32   70
115  ω     81.00 117.00   0.50    0.24    --  107.75 -86.00 131.32   72
116  ω     43.00  78.00   0.50    0.24    --  107.75 -82.00-107.66   70
117  ω     80.00 107.00   0.50    0.24    --  107.75 -82.00-107.66   54
118  ω     37.00  99.00   0.50    0.24    --  107.75 -93.00-120.59  124
119  ω     35.00 107.00   0.50    0.24    --  107.75-105.00-147.91  144
120  ω    -62.00  24.00   0.50    0.06    --  -47.29  57.00-180.00  172
121  ω    -26.00  24.00   0.50    0.06    --  -47.29  18.00 -57.00  100
122  ω    -84.00 -37.00   0.50    0.06    --  -47.29 -19.00  30.00   94
123  ω   -114.00 -86.00   0.50    0.06    --  -47.29 -19.00  30.00   56
124  ω    -86.00 -35.00   0.50    0.06    --  -47.29 -18.00 134.00  102
125  ω   -122.00 -90.00   0.50    0.06    --  -47.29 -18.00 134.00   64
126  ω   -139.00-114.00   0.50    0.24    --  -86.25 -18.00 134.00   50
127  ω   -101.00 -68.00   0.50    0.24    --  -86.25 -66.00 -11.09   66
128  ω    -94.00 -68.00   0.50    0.24    --  -86.25 -66.00 -50.76   52
129  ω    -93.00 -68.00   0.50    0.24    --  -86.25 -66.00 -62.13   50
130  ω    -94.00 -68.00   0.50    0.24    --  -86.25 -66.00-136.65   52
131  ω    -94.00 -68.00   0.50    0.24    --  -86.25 -66.00-104.70   52
132  ω   -158.00-132.00   0.50    0.24    --  -86.25 -66.00-104.70   52
133  ω    -94.00 -68.00   0.50    0.24    --  -86.25 -66.00 -74.47   52
134  ω    -93.00 -68.00   0.50    0.24    --  -86.25 -66.00 -96.59   50
135  ω    -93.00 -68.00   0.50    0.24    --  -86.25 -66.00 -25.96   50
136  ω    -93.00 -68.00   0.50    0.24    --  -86.25 -66.00  -3.80   50
137  ω    -99.00 -68.00   0.50    0.24    --  -86.25 -65.00   7.59   62
138  ω    -93.00 -68.00   0.50    0.24    --  -86.25 -65.00  97.97   50
139  ω    -94.00 -68.00   0.50    0.24    --  -86.25 -66.00 108.82   52
140  ω    -94.00 -68.00   0.50    0.24    --  -86.25 -66.00 140.72   52
141  ω    -94.00 -68.00   0.50    0.24    --  -86.25 -65.00 169.47   52
142  ω    -96.00 -69.00   0.50    0.24    --  -86.25 -64.00 158.32   54
143  ω   -104.00 -69.00   0.50    0.24    --  -86.25 -64.00  44.02   70
144  ω   -103.00 -68.00   0.50    0.24    --  -86.25 -65.00  51.34   70
145  ω   -155.00-129.00   0.50    0.24    --  -86.25 -63.00 150.78   52
146  ω   -103.00 -69.00   0.50    0.24    --  -86.25 -64.00  12.70   68
147  ω    -95.00 -69.00   0.50    0.24    --  -86.25 -63.00 -38.08   52
148  ω    -94.00 -69.00   0.50    0.24    --  -86.25 -64.00 -82.86   50
149  ω    -95.00 -69.00   0.50    0.24    --  -86.25 -63.00-164.54   52
150  ω   -109.00 -69.00   0.50    0.24    --  -86.25 -64.00-147.21   80
151  ω    -94.00 -69.00   0.50    0.24    --  -86.25 -62.00-133.27   50
152  ω    -98.00 -69.00   0.50    0.24    --  -86.25 -62.00 -96.32   58
153  ω    -96.00 -70.00   0.50    0.24    --  -86.25 -61.00-180.00   52
154  ω   -148.00-122.00   0.50    0.24    --  -86.25 -63.00 -38.08   52
155  ω   -104.00 -71.00   0.50    0.24    --  -86.25 -61.00-120.00   66
156  ω   -115.00 -69.00   0.50    0.24    --  -86.25 -63.00  28.50   92
157  ω    -94.00 -69.00   0.50    0.24    --  -86.25 -62.00  65.48   50
158  ω    -95.00 -70.00   0.50    0.24    --  -86.25 -60.00  72.11   50
159  ω    -96.00 -70.00   0.50    0.24    --  -86.25 -61.00  82.59   52
160  ω    -96.00 -70.00   0.50    0.24    --  -86.25 -61.00 120.00   52
161  ω    -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       'ω 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+0.001xFc²λ³/sin(2θ)]^-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/[σ²(Fo²)+(0.0437P)²+1.5078P] where P=(Fo²+2Fc²)/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 > 2σ(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_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_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)
;
_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
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.46889(2) 0.66207(2) 0.29970(2) 0.02049(10) Uani 1 1 d . . . . .
O1 O 0.58435(7) 0.55257(9) 0.29108(4) 0.0231(2) Uani 1 1 d . . . . .
O2 O 0.40107(8) 0.78406(9) 0.34031(4) 0.0257(2) Uani 1 1 d . . . . .
O4 O 0.48404(8) 0.71560(9) 0.22336(5) 0.0266(2) Uani 1 1 d . . . . .
O3 O 0.37830(9) 0.56969(10) 0.29307(5) 0.0339(3) Uani 1 1 d . . . . .
N1 N 0.59119(9) 0.53285(10) 0.39744(5) 0.0217(2) Uani 1 1 d . . . . .
N2 N 0.50830(9) 0.60995(10) 0.39184(5) 0.0201(2) Uani 1 1 d . . . . .
N3 N 0.88637(9) 0.29026(10) 0.31760(5) 0.0224(2) Uani 1 1 d . . . . .
C1 C 0.62457(10) 0.51078(11) 0.34141(6) 0.0206(3) Uani 1 1 d . . . . .
C2 C 0.71561(10) 0.43389(11) 0.33412(6) 0.0203(3) Uani 1 1 d . . . . .
C8 C 0.37926(11) 0.72129(12) 0.44541(6) 0.0238(3) Uani 1 1 d . . . . .
C6 C 0.78896(10) 0.42295(12) 0.38059(6) 0.0232(3) Uani 1 1 d . . . . .
H6 H 0.781555 0.463581 0.418817 0.028 Uiso 1 1 calc R U . . .
C5 C 0.87282(11) 0.35171(12) 0.36994(6) 0.0234(3) Uani 1 1 d . . . . .
H5 H 0.923545 0.346009 0.401408 0.028 Uiso 1 1 calc R U . . .
C9 C 0.35050(11) 0.79029(12) 0.39391(7) 0.0238(3) Uani 1 1 d . . . . .
C3 C 0.72998(11) 0.37287(12) 0.27909(7) 0.0244(3) Uani 1 1 d . . . . .
H3 H 0.682313 0.380146 0.245999 0.029 Uiso 1 1 calc R U . . .
C7 C 0.46314(10) 0.63919(12) 0.44268(7) 0.0224(3) Uani 1 1 d . . . . .
H7 H 0.486332 0.604860 0.480313 0.027 Uiso 1 1 calc R U . . .
C4 C 0.81500(11) 0.30125(13) 0.27332(7) 0.0258(3) Uani 1 1 d . . . . .
H4 H 0.823202 0.257641 0.236076 0.031 Uiso 1 1 calc R U . . .
C13 C 0.32746(12) 0.73583(13) 0.50201(7) 0.0315(3) Uani 1 1 d . . . . .
H13 H 0.346814 0.689654 0.536785 0.038 Uiso 1 1 calc R U . . .
C10 C 0.27095(12) 0.87187(14) 0.40033(8) 0.0327(3) Uani 1 1 d . . . . .
H10 H 0.250852 0.918881 0.366022 0.039 Uiso 1 1 calc R U . . .
C12 C 0.24917(15) 0.81585(15) 0.50787(8) 0.0390(4) Uani 1 1 d . . . . .
H12 H 0.214257 0.824646 0.546265 0.047 Uiso 1 1 calc R U . . .
C11 C 0.22173(13) 0.88379(15) 0.45684(9) 0.0393(4) Uani 1 1 d . . . . .
H11 H 0.168034 0.939562 0.460885 0.047 Uiso 1 1 calc R U . . .
C14 C 0.45054(15) 0.67285(18) 0.16497(8) 0.0412(4) Uani 1 1 d . . . . .
H14A H 0.425451 0.739260 0.139533 0.049 Uiso 1 1 calc R U . . .
H14B H 0.392833 0.617715 0.171247 0.049 Uiso 1 1 calc R U . . .
C15 C 0.53410(18) 0.6122(2) 0.13153(11) 0.0607(6) Uani 1 1 d . . . . .
H15A H 0.508634 0.583831 0.091461 0.091 Uiso 1 1 calc R U . . .
H15B H 0.558171 0.545469 0.156282 0.091 Uiso 1 1 calc R U . . .
H15C H 0.590872 0.666954 0.124675 0.091 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.0687 2.1097 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 2 -1 0.0935
-1 0 2 0.0633
2 -1 2 0.1620
-2 1 -2 0.0838
1 0 1 0.0493
-1 0 -2 0.0571
-1 0 -1 0.0608
2 1 -2 0.1076
5 0 -11 0.0743
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
O1 V1 N2 74.14(4) . . ?
O1 V1 N3 78.42(4) . 8_765 ?
O2 V1 O1 151.76(4) . . ?
O2 V1 N2 83.40(4) . . ?
O2 V1 N3 81.15(4) . 8_765 ?
O4 V1 O1 92.59(4) . . ?
O4 V1 O2 103.48(5) . . ?
O4 V1 N2 159.31(5) . . ?
O4 V1 N3 81.53(4) . 8_765 ?
O3 V1 O1 98.15(5) . . ?
O3 V1 O2 100.50(5) . . ?
O3 V1 O4 103.19(5) . . ?
O3 V1 N2 94.52(5) . . ?
O3 V1 N3 174.38(5) . 8_765 ?
N2 V1 N3 80.29(4) . 8_765 ?
C1 O1 V1 117.70(8) . . ?
C9 O2 V1 132.96(9) . . ?
C14 O4 V1 132.35(11) . . ?
C1 N1 N2 107.38(10) . . ?
N1 N2 V1 116.17(8) . . ?
C7 N2 V1 127.52(9) . . ?
C7 N2 N1 116.29(11) . . ?
C5 N3 V1 123.57(9) . 8_755 ?
C5 N3 C4 117.36(12) . . ?
C4 N3 V1 119.07(9) . 8_755 ?
O1 C1 N1 124.56(12) . . ?
O1 C1 C2 116.90(11) . . ?
N1 C1 C2 118.54(12) . . ?
C6 C2 C1 121.83(12) . . ?
C3 C2 C1 119.62(12) . . ?
C3 C2 C6 118.53(12) . . ?
C9 C8 C7 122.10(12) . . ?
C13 C8 C9 119.32(13) . . ?
C13 C8 C7 118.54(13) . . ?
C2 C6 H6 120.7 . . ?
C5 C6 C2 118.57(12) . . ?
C5 C6 H6 120.7 . . ?
N3 C5 C6 123.46(13) . . ?
N3 C5 H5 118.3 . . ?
C6 C5 H5 118.3 . . ?
O2 C9 C8 121.38(12) . . ?
O2 C9 C10 119.24(13) . . ?
C10 C9 C8 119.28(13) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 C2 118.74(13) . . ?
C4 C3 H3 120.6 . . ?
N2 C7 C8 123.38(13) . . ?
N2 C7 H7 118.3 . . ?
C8 C7 H7 118.3 . . ?
N3 C4 C3 123.30(13) . . ?
N3 C4 H4 118.3 . . ?
C3 C4 H4 118.3 . . ?
C8 C13 H13 119.5 . . ?
C12 C13 C8 121.05(15) . . ?
C12 C13 H13 119.5 . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.77(15) . . ?
C11 C10 H10 120.1 . . ?
C13 C12 H12 120.4 . . ?
C13 C12 C11 119.14(15) . . ?
C11 C12 H12 120.4 . . ?
C10 C11 C12 121.45(15) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
O4 C14 H14A 109.3 . . ?
O4 C14 H14B 109.3 . . ?
O4 C14 C15 111.45(16) . . ?
H14A C14 H14B 108.0 . . ?
C15 C14 H14A 109.3 . . ?
C15 C14 H14B 109.3 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
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
V1 O1 1.9650(10) . ?
V1 O2 1.8657(10) . ?
V1 O4 1.7659(11) . ?
V1 O3 1.5893(11) . ?
V1 N2 2.1357(11) . ?
V1 N3 2.4187(12) 8_765 ?
O1 C1 1.2957(16) . ?
O2 C9 1.3323(17) . ?
O4 C14 1.4185(19) . ?
N1 N2 1.3986(15) . ?
N1 C1 1.3083(18) . ?
N2 C7 1.2881(18) . ?
N3 C5 1.3395(18) . ?
N3 C4 1.3396(18) . ?
C1 C2 1.4844(18) . ?
C2 C6 1.3913(19) . ?
C2 C3 1.3875(19) . ?
C8 C9 1.411(2) . ?
C8 C7 1.4411(19) . ?
C8 C13 1.404(2) . ?
C6 H6 0.9500 . ?
C6 C5 1.3817(19) . ?
C5 H5 0.9500 . ?
C9 C10 1.400(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(2) . ?
C7 H7 0.9500 . ?
C4 H4 0.9500 . ?
C13 H13 0.9500 . ?
C13 C12 1.375(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(2) . ?
C12 H12 0.9500 . ?
C12 C11 1.392(3) . ?
C11 H11 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.479(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
V1 O1 C1 N1 2.76(17) . . . . ?
V1 O1 C1 C2 -176.43(8) . . . . ?
V1 O2 C9 C8 32.5(2) . . . . ?
V1 O2 C9 C10 -151.21(11) . . . . ?
V1 O4 C14 C15 -100.8(2) . . . . ?
V1 N2 C7 C8 -4.3(2) . . . . ?
V1 N3 C5 C6 -178.57(10) 8_755 . . . ?
V1 N3 C4 C3 -179.58(11) 8_755 . . . ?
O1 V1 O2 C9 -72.39(16) . . . . ?
O1 V1 O4 C14 82.54(14) . . . . ?
O1 C1 C2 C6 153.13(13) . . . . ?
O1 C1 C2 C3 -25.37(18) . . . . ?
O2 V1 O4 C14 -120.86(14) . . . . ?
O2 C9 C10 C11 -176.35(15) . . . . ?
O4 V1 O2 C9 164.60(12) . . . . ?
O3 V1 O2 C9 58.16(13) . . . . ?
O3 V1 O4 C14 -16.46(15) . . . . ?
N1 N2 C7 C8 177.44(12) . . . . ?
N1 C1 C2 C6 -26.11(19) . . . . ?
N1 C1 C2 C3 155.38(13) . . . . ?
N2 V1 O2 C9 -35.23(12) . . . . ?
N2 V1 O4 C14 131.68(16) . . . . ?
N2 N1 C1 O1 -1.41(18) . . . . ?
N2 N1 C1 C2 177.77(11) . . . . ?
N3 V1 O2 C9 -116.39(13) 8_765 . . . ?
N3 V1 O4 C14 160.43(14) 8_765 . . . ?
C1 N1 N2 V1 -0.45(13) . . . . ?
C1 N1 N2 C7 178.04(12) . . . . ?
C1 C2 C6 C5 -178.60(12) . . . . ?
C1 C2 C3 C4 -179.69(12) . . . . ?
C2 C6 C5 N3 -1.5(2) . . . . ?
C2 C3 C4 N3 -2.1(2) . . . . ?
C8 C9 C10 C11 0.0(2) . . . . ?
C8 C13 C12 C11 -0.5(3) . . . . ?
C6 C2 C3 C4 1.8(2) . . . . ?
C5 N3 C4 C3 0.6(2) . . . . ?
C9 C8 C7 N2 -10.3(2) . . . . ?
C9 C8 C13 C12 0.2(2) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C3 C2 C6 C5 -0.1(2) . . . . ?
C7 C8 C9 O2 -1.2(2) . . . . ?
C7 C8 C9 C10 -177.42(14) . . . . ?
C7 C8 C13 C12 177.75(15) . . . . ?
C4 N3 C5 C6 1.3(2) . . . . ?
C13 C8 C9 O2 176.31(13) . . . . ?
C13 C8 C9 C10 0.0(2) . . . . ?
C13 C8 C7 N2 172.22(14) . . . . ?
C13 C12 C11 C10 0.5(3) . . . . ?
