Concise syntheses of (-)-quinocarcinol methyl ester and (-)-oxa-quinocarcinol methyl ester.
Song, Tianhang; Wu, Yifan; Ren, Jun; Wang, Zhongwen; Organic & biomolecular chemistry 22 (2024) 8724–8729; doi:10.1039/d4ob01363h

data_7160160
_publ_section_title
;
 Concise syntheses of (-)-quinocarcinol methyl ester and
 (-)-oxa-quinocarcinol methyl ester.
;
_journal_issue                   44
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              8724
_journal_page_last               8729
_journal_paper_doi               10.1039/d4ob01363h
_journal_volume                  22
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C H2 Cl2, 4(C20 H25 N O7)'
_chemical_formula_sum            'C81 H102 Cl2 N4 O28'
_chemical_formula_weight         1650.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-06-20
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-06-25 deposited with the CCDC.	2024-10-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.6371(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.21139(4)
_cell_length_b                   12.29166(6)
_cell_length_c                   29.87147(11)
_cell_measurement_reflns_used    98088
_cell_measurement_temperature    138.15
_cell_measurement_theta_max      78.6840
_cell_measurement_theta_min      2.9440
_cell_volume                     4116.23(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_temperature      138.15
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_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    -28.00  -2.00   0.50    0.50    --    5.00  72.00 -90.00   52
  2  \w    -60.00  35.00   0.50    0.50    --    5.00 -57.00 -60.00  190
  3  \w     55.00  93.00   0.50    0.50    --    5.00  72.00 -90.00   76
  4  \w      6.00  50.00   0.50    0.50    --    5.00  72.00 -90.00   88
  5  \w    -34.00  -9.00   0.50    0.50    --  -42.00 -71.00 173.70   50
  6  \w    -80.00 -54.00   0.50    0.50    --  -42.00 -71.00 173.70   52
  7  \w    -78.00   0.00   0.50    0.50    --  -48.80  57.00-120.00  156
  8  \w    -48.00 -20.00   0.50    0.50    --  -50.00 -62.00  83.17   56
  9  \w    -43.00 -18.00   0.50    0.50    --  -50.00 -66.00 -57.92   50
 10  \w   -139.00 -54.00   0.50    0.50    --  -50.00 -66.00 -57.92  170
 11  \w    -60.00 -22.00   0.50    0.50    --  -54.00 -68.00  64.84   76
 12  \w   -135.00-109.00   0.50    0.50    --  -54.00 -68.00  64.84   52
 13  \w    -51.00 -25.00   0.50    0.50    --  -54.00 -71.00-152.02   52
 14  \w   -143.00 -85.00   0.50    0.50    --  -54.00 -72.00-124.01  116
 15  \w    -46.00 -20.00   0.50    0.50    --  -54.00 -72.00-124.01   52
 16  \w    -49.00 -24.00   0.50    0.50    --  -58.00 -72.00  49.33   50
 17  \w    -51.00 -25.00   0.50    0.50    --  -58.00 -70.00 -39.83   52
 18  \w   -147.00-102.00   0.50    0.50    --  -58.00 -71.00 164.46   90
 19  \w    -66.00 -25.00   0.50    0.50    --  -58.00 -71.00 164.46   82
 20  \w    -50.00 -25.00   0.50    0.50    --  -58.00 -70.00 -56.94   50
 21  \w    -59.00 -28.00   0.50    0.50    --  -62.00 -72.00 -59.04   62
 22  \w   -151.00-121.00   0.50    0.50    --  -62.00 -72.00-104.83   60
 23  \w   -129.00 -92.00   0.50    0.50    --  -62.00 -72.00  38.62   74
 24  \w    -63.00 -29.00   0.50    0.50    --  -62.00 -72.00  38.62   68
 25  \w    -54.00 -28.00   0.50    0.50    --  -62.00 -72.00-104.83   52
 26  \w   -136.00 -94.00   0.50    0.50    --  -62.00 -71.00 -23.88   84
 27  \w   -150.00-124.00   0.50    0.50    --  -62.00 -72.00 -59.04   52
 28  \w    -56.00 -30.00   0.50    0.50    --  -62.00 -72.00 -89.92   52
 29  \w    -72.00 -32.00   0.50    0.50    --  -62.00 -71.00 -23.88   80
 30  \w    -58.00 -32.00   0.50    0.50    --  -66.00 -72.00  -1.36   52
 31  \w    -60.00 -34.00   0.50    0.50    --  -66.00 -70.00  57.48   52
 32  \w    -58.00 -32.00   0.50    0.50    --  -66.00 -72.00 147.14   52
 33  \w    -58.00 -32.00   0.50    0.50    --  -66.00 -72.00 134.66   52
 34  \w    -63.00 -32.00   0.50    0.50    --  -66.00 -72.00 158.23   62
 35  \w    -59.00 -33.00   0.50    0.50    --  -66.00 -72.00-169.58   52
 36  \w    -63.00 -33.00   0.50    0.50    --  -66.00 -71.00 110.13   60
 37  \w    -62.00 -36.00   0.50    0.50    --  -70.00 -72.00 117.68   52
 38  \w    -65.00 -39.00   0.50    0.50    --  -70.00 -69.00 135.29   52
 39  \w    -62.00 -37.00   0.50    0.50    --  -70.00 -71.00 129.55   50
 40  \w    -62.00 -37.00   0.50    0.50    --  -70.00 -70.00-132.32   50
 41  \w    -63.00 -36.00   0.50    0.50    --  -70.00 -72.00 105.06   54
 42  \w    -63.00 -37.00   0.50    0.50    --  -70.00 -71.00  30.08   52
 43  \w    -66.00 -41.00   0.50    0.50    --  -74.00 -71.00  39.25   50
 44  \w    -67.00 -41.00   0.50    0.50    --  -74.00 -72.00-163.76   52
 45  \w    -67.00 -41.00   0.50    0.50    --  -74.00 -71.00 -27.14   52
 46  \w    -66.00 -40.00   0.50    0.50    --  -74.00 -72.00 -79.32   52
 47  \w    -66.00 -41.00   0.50    0.50    --  -74.00 -70.00 -70.27   50
 48  \w    -69.00 -45.00   0.50    0.50    --  -74.00 -72.00 -45.86   48
 49  \w    -66.00 -41.00   0.50    0.50    --  -74.00 -71.00-145.42   50
 50  \w    -72.00 -46.00   0.50    0.50    --  -78.00 -68.00 106.91   52
 51  \w    -70.00 -44.00   0.50    0.50    --  -78.00 -72.00  39.04   52
 52  \w    -81.00 -48.00   0.50    0.50    --  -78.00 -67.00-100.39   66
 53  \w    -73.00 -48.00   0.50    0.50    --  -78.00 -72.00-175.29   50
 54  \w   -165.00-140.00   0.50    0.50    --  -78.00 -67.00-100.39   50
 55  \w    -71.00 -45.00   0.50    0.50    --  -78.00 -68.00 121.54   52
 56  \w    -73.00 -47.00   0.50    0.50    --  -78.00 -68.00 130.83   52
 57  \w    -73.00 -48.00   0.50    1.71    --  -82.00 -72.00 105.71   50
 58  \w    -73.00 -48.00   0.50    1.71    --  -82.00 -72.00 115.97   50
 59  \w    -75.00 -49.00   0.50    1.71    --  -82.00 -68.00  -1.57   52
 60  \w    -77.00 -52.00   0.50    1.71    --  -86.00 -72.00  10.27   50
 61  \w    -87.00 -53.00   0.50    1.71    --  -86.00 -71.00 178.82   68
 62  \w    -78.00 -60.00   0.50    1.71    --  -86.00 -71.00-120.63   36
 63  \w    -80.00 -54.00   0.50    1.71    --  -86.00 -69.00-107.42   52
 64  \w    -84.00 -58.00   0.50    1.71    --  -86.00 -67.00  80.76   52
 65  \w    -79.00 -53.00   0.50    1.71    --  -86.00 -70.00 117.66   52
 66  \w    -84.00 -59.00   0.50    1.71    --  -86.00 -67.00 -96.03   50
 67  \w    -83.00 -57.00   0.50    1.71    --  -90.00 -68.00-109.38   52
 68  \w    -82.00 -57.00   0.50    1.71    --  -90.00 -69.00  96.40   50
 69  \w    -84.00 -58.00   0.50    1.71    --  -90.00 -72.00 123.18   52
 70  \w    -84.00 -58.00   0.50    1.71    --  -90.00 -72.00 -76.60   52
 71  \w   -169.00-143.00   0.50    1.71    --  -90.00 -72.00 -76.60   52
 72  \w    -87.00 -56.00   0.50    1.71    --  -90.00 -72.00 170.23   62
 73  \w    -82.00 -64.00   0.50    1.71    --  -90.00 -72.00  60.41   36
 74  \w    -88.00 -57.00   0.50    1.71    --  -90.00 -72.00-131.07   62
 75  \w   -109.00 -60.00   0.50    1.71    --  -90.00 -72.00 142.16   98
 76  \w    -82.00 -57.00   0.50    1.71    --  -90.00 -69.00-159.33   50
 77  \w    -82.00 -57.00   0.50    1.71    --  -90.00 -71.00 111.73   50
 78  \w    -81.00 -56.00   0.50    1.71    --  -90.00 -72.00 147.09   50
 79  \w    -96.00 -61.00   0.50    1.71    --  -94.00 -68.00-156.53   70
 80  \w    -87.00 -61.00   0.50    1.71    --  -94.00 -69.00  54.73   52
 81  \w    -88.00 -62.00   0.50    1.71    --  -94.00 -68.00 -59.94   52
 82  \w    -86.00 -61.00   0.50    1.71    --  -94.00 -70.00 105.83   50
 83  \w    -87.00 -61.00   0.50    1.71    --  -94.00 -68.00 -66.44   52
 84  \w    -89.00 -64.00   0.50    1.71    --  -98.00 -72.00 -16.95   50
 85  \w    -93.00 -67.00   0.50    1.71    --  -98.00 -66.00 -38.07   52
 86  \w    -90.00 -65.00   0.50    1.71    --  -98.00 -71.00  29.24   50
 87  \w    -94.00 -76.00   0.50    1.71    -- -102.00 -72.00 -54.47   36
 88  \w    -94.00 -68.00   0.50    1.71    -- -102.00 -72.00 -30.98   52
 89  \w   -104.00 -68.00   0.50    1.71    -- -102.00 -72.00-122.28   72
 90  \w   -159.00-133.00   0.50    1.71    -- -102.00 -72.00-122.28   52
 91  \w    -93.00 -68.00   0.50    1.71    -- -102.00 -72.00 -49.07   50
 92  \w   -145.00-119.00   0.50    1.71    -- -102.00 -72.00 -49.07   52
 93  \w   -108.00 -81.00   0.50    1.71    -- -102.00 -72.00 -64.02   54
 94  \w    -93.00 -68.00   0.50    1.71    -- -102.00 -72.00 -97.56   50
 95  \w   -182.00-156.00   0.50    1.71    -- -102.00 -72.00 -97.56   52
 96  \w    -98.00 -68.00   0.50    1.71    -- -102.00 -72.00  31.93   60
 97  \w    -94.00 -76.50   0.50    1.71    -- -102.00 -69.00  63.04   35
 98  \w    -95.00 -76.50   0.50    1.71    -- -102.00 -68.00-103.45   37
 99  \w   -101.00 -78.50   0.50    1.71    -- -102.00 -72.00 -80.54   45
100  \w    -98.00 -72.00   0.50    1.71    -- -102.00 -72.00 -88.47   52
101  \w    -95.00 -77.00   0.50    1.71    -- -102.00 -71.00 107.84   36
102  \w   -101.00 -75.00   0.50    1.71    -- -106.00 -71.00 102.93   52
103  \w   -189.00 -76.00   0.50    1.71    -- -106.00 -57.00 -19.08  226
104  \w    -98.00 -72.00   0.50    1.71    -- -106.00 -72.00  60.11   52
105  \w   -119.00 -73.00   0.50    1.71    -- -106.00 -70.00  66.65   92
106  \w   -186.00-132.00   0.50    1.71    -- -106.00 -70.00  66.65  108
107  \w    -98.00 -80.50   0.50    1.71    -- -106.00 -71.00 122.58   35
108  \w   -126.00 -72.00   0.50    1.71    -- -106.00 -72.00 -15.98  108
109  \w   -190.00 -72.00   0.50    1.71    -- -106.00 -72.00 -33.17  236
110  \w    -99.00 -73.00   0.50    1.71    -- -106.00 -72.00-148.33   52
111  \w   -147.00 -73.00   0.50    1.71    -- -106.00 -71.00  93.37  148
112  \w   -152.00-102.00   0.50    1.71    -- -106.00 -71.00  33.91  100
113  \w   -169.00 -76.00   0.50    1.71    -- -110.00 -72.00 -96.07  186
114  \w   -191.00 -76.00   0.50    1.71    -- -110.00 -72.00 111.16  230
115  \w   -101.00 -76.00   0.50    1.71    -- -110.00 -72.00   0.00   50
116  \w   -101.00 -83.50   0.50    1.71    -- -110.00 -72.00 150.00   35
117  \w   -186.00 -77.00   0.50    1.71    -- -110.00 -71.00 138.89  218
118  \w   -198.00-118.00   0.50    1.71    -- -110.00 -72.00 150.00  160
119  \w    -92.00 -66.00   0.50    1.71    -- -110.00  72.00-180.00   52
120  \w   -107.00 -82.00   0.50    1.71    -- -110.00  72.00 -90.00   50
121  \w   -198.00 -80.00   0.50    1.71    -- -110.00 -66.00-120.32  236
122  \w   -104.00 -78.00   0.50    1.71    -- -110.00  72.00 -60.00   52
123  \w   -104.00 -77.00   0.50    1.71    -- -110.00 -69.00-164.83   54
124  \w   -149.00-123.00   0.50    1.71    -- -110.00 -69.00-164.83   52
125  \w   -144.00 -32.00   0.50    1.71    -- -110.00  72.00  90.00  224
126  \w   -198.00 -79.00   0.50    1.71    -- -110.00 -72.00  30.00  238
127  \w   -154.00 -78.00   0.50    1.71    -- -110.00 -71.00 -55.32  152
128  \w   -129.00 -74.00   0.50    1.71    -- -110.00  72.00 150.00  110
129  \w   -194.00-162.00   0.50    1.71    -- -110.00 -71.00 -55.32   64
130  \w   -197.00 -79.00   0.50    1.71    -- -110.00 -72.00  90.00  236
131  \w   -131.00 -25.00   0.50    1.71    -- -110.00  72.00-150.00  212
132  \w   -132.00 -81.00   0.50    1.71    -- -110.00  72.00   0.00  102
133  \w   -199.00-151.00   0.50    1.71    -- -110.00 -37.00 -51.99   96
134  \w   -101.00 -76.00   0.50    1.71    -- -110.00 -72.00 -90.00   50
135  \w   -138.00-106.00   0.50    1.71    -- -110.00 -72.00 -90.00   64
136  \w   -102.00 -84.00   0.50    1.71    -- -110.00 -72.00 157.70   36
137  \w   -198.00 -77.00   0.50    1.71    -- -110.00 -70.00-165.96  242
138  \w   -118.00 -69.00   0.50    1.71    -- -110.00  72.00-120.00   98
139  \w   -180.00 -76.00   0.50    1.71    -- -110.00 -72.00-180.00  208
140  \w   -176.00 -79.00   0.50    1.71    -- -110.00 -66.00 114.80  194
141  \w   -167.00 -80.00   0.50    1.71    -- -110.00 -71.00  54.99  174
142  \w    -56.00 -23.00   0.50    1.71    -- -110.00  72.00 120.00   66
143  \w   -107.00 -81.00   0.50    1.71    -- -110.00  72.00 120.00   52
144  \w   -101.00 -76.00   0.50    1.71    -- -110.00 -72.00-120.00   50
145  \w   -102.00 -77.00   0.50    1.71    -- -110.00 -72.00-150.00   50
146  \w   -198.00 -78.00   0.50    1.71    -- -110.00 -71.00-133.02  240
147  \w   -176.00-151.00   0.50    1.71    -- -110.00 -72.00-150.00   50
148  \w   -170.00 -76.00   0.50    1.71    -- -110.00 -72.00  17.36  188
149  \w    -96.00 -70.00   0.50    1.71    -- -110.00  72.00 -30.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1257618000
_diffrn_orient_matrix_UB_12      -0.0302015000
_diffrn_orient_matrix_UB_13      -0.0172039000
_diffrn_orient_matrix_UB_21      0.0440465000
_diffrn_orient_matrix_UB_22      0.0065145000
_diffrn_orient_matrix_UB_23      -0.0485918000
_diffrn_orient_matrix_UB_31      0.0335951000
_diffrn_orient_matrix_UB_32      -0.1214671000
_diffrn_orient_matrix_UB_33      0.0016810000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1080
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            174676
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.191
_diffrn_reflns_theta_min         2.959
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.411
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_description       block
_exptl_crystal_F_000             1748
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Flack x determined using 7496 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.008(17)
_refine_ls_extinction_coef       0.00148(19)
_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   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1053
_refine_ls_number_reflns         17350
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0509
_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/[\s^2^(Fo^2^)+(0.0972P)^2^+0.7191P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1405
_reflns_Friedel_coverage         0.883
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.958
_reflns_number_gt                16787
_reflns_number_total             17350
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob01363h2.cif
_cod_data_source_block           p20240620a
_cod_depositor_comments          'Adding full bibliography for 7160160.cif.'
_cod_database_code               7160160
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.827
_shelx_estimated_absorpt_t_min   0.711
_reflns_odcompleteness_completeness 99.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C017(H017), C027(H027), C01C(H01C), C02H(H02H), C01G(H01G), C01L(H01L),
 C01S(H01S), C01Z(H01Z), C018(H018), C02L(H02), C01P(H01P), C01U(H01U),
 C019(H019), C021(H021), C02K(H4), C01X(H01X)
2.b Secondary CH2 refined with riding coordinates:
 C036(H03V,H03W), C020(H02A,H02B), C02B(H02C,H02D), C02M(H02E,H02F), C02S(H02G,
 H02K), C026(H02R,H02S), C028(H02T,H02U), C01F(H01A,H01B), C02Q(H02W,H02X),
 C01H(H01D,H01E), C01I(H01F,H01H), C01M(H01I,H01J), C02R(H2,HF), C029(H3,HG),
 C02N(H5,HH), C02O(H6,HI), C01W(H01M,H01O)
2.c Aromatic/amide H refined with riding coordinates:
 C025(H025), C02I(H02I), C02J(H02J), C02C(H02V), C01N(H01N), C01R(H01R),
 C024(H024), C01K(H01K), C01Y(H01Y), C02W(H7), C02Y(H8), C02Z(H9)
2.d Idealised Me refined as rotating group:
 C031(H03A,H03B,H03C), C02V(H02L,H02M,H02N), C02X(H02O,H02P,H02Q), C033(H03D,
 H03E,H03F), C02T(H02Y,H,HA), C02U(H02Z,HB,HC), C034(H03G,H03H,H03I), C035(H03J,
 H03K,H03L), C02P(H1,HD,HE), C030(H03M,H03N,H03O), C032(H03P,H03Q,H03R),
 C037(H03S,H03T,H03U)
2.e Idealised tetrahedral OH refined as rotating group:
 O00J(H00J), O00F(H00F), O00V(H00V), O00H(H00H)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              48578
_shelx_fab_checksum              76253
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 4.586
_oxdiff_exptl_absorpt_empirical_full_min 0.455