Anti-inflammatory Dimeric Tetrahydroxanthones from an Endophytic <i>Muyocopron laterale</i>.
Cao, Hai-Yan; Yi, Cheng; Sun, Sen-Feng; Li, Yong; Liu, Yun-Bao; Journal of natural products 85 (2022) 148–161; doi:10.1021/acs.jnatprod.1c00878

data_1566282
_publ_section_title
;
 Anti-inflammatory Dimeric Tetrahydroxanthones from an Endophytic
 <i>Muyocopron laterale</i>.
;
_journal_issue                   1
_journal_name_full               'Journal of natural products'
_journal_page_first              148
_journal_page_last               161
_journal_paper_doi               10.1021/acs.jnatprod.1c00878
_journal_volume                  85
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C32 H34 O11'
_chemical_formula_sum            'C32 H34 O11'
_chemical_formula_weight         594.59
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2021-01-08
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_cell_angle_alpha                71.686(4)
_cell_angle_beta                 80.813(4)
_cell_angle_gamma                86.650(4)
_cell_formula_units_Z            1
_cell_length_a                   7.3468(4)
_cell_length_b                   9.5870(4)
_cell_length_c                   10.3986(5)
_cell_measurement_reflns_used    11743
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      68.8410
_cell_measurement_theta_min      4.4650
_cell_volume                     686.37(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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    -21.00  28.00   0.50    0.26    --  -45.89  19.00 -90.00   98
  2  \w    -22.00  28.00   0.50    0.26    --  -45.89  19.00-150.00  100
  3  \w     63.00  94.00   0.50    0.26    --   45.89 151.00  25.00   62
  4  \w     74.00 114.00   0.50    1.04    --  103.25 151.00  25.00   80
  5  \w     88.00 173.00   0.50    1.04    --  103.25  61.00 120.00  170
  6  \w    152.00 177.00   0.50    1.04    --  103.25  30.00 150.00   50
  7  \w    115.00 140.00   0.50    1.04    --  103.25  30.00 150.00   50
  8  \w     96.00 177.00   0.50    1.04    --  103.25  30.00  90.00  162
  9  \w     80.00 106.00   0.50    1.04    --  103.25 -77.00 -60.00   52
 10  \w     71.00  97.00   0.50    0.26    --   45.89-151.00 -19.00   52
 11  \w     68.00 130.00   0.50    1.04    --  103.25-151.00 -19.00  124
 12  \w     43.00  92.00   0.50    0.26    --   45.89-122.00 142.00   98
 13  \w     44.00  97.00   0.50    1.04    --  103.25-122.00 142.00  106
 14  \w     53.00 102.00   0.50    1.04    --  103.25 -94.00 150.00   98
 15  \w     31.00 100.00   0.50    1.04    --  103.25-125.00  90.00  138
 16  \w     34.00  73.00   0.50    1.04    --  103.25 -61.00   0.00   78
 17  \w     31.00 111.00   0.50    1.04    --  103.25-125.00   0.00  160
 18  \w    -25.00  13.00   0.50    0.26    --   45.89 -19.00-120.00   76
 19  \w     24.00 118.00   0.50    0.26    --   45.89  77.00-150.00  188
 20  \w    129.00 154.00   0.50    1.04    --  103.25 122.00-135.00   50
 21  \w    -64.00 -38.00   0.50    1.04    -- -101.00  61.00   0.00   52
 22  \w    -65.00 -40.00   0.50    1.04    -- -101.00  61.00 -30.00   50
 23  \w    -62.00 -29.00   0.50    1.04    -- -101.00  61.00  30.00   66
 24  \w    -75.00 -37.00   0.50    1.04    -- -101.00 151.00  25.00   76
 25  \w    -92.00 -67.00   0.50    0.26    --  -45.89 151.00  25.00   50
 26  \w    -89.00 -63.00   0.50    1.04    -- -101.00  77.00  90.00   52
 27  \w   -125.00 -55.00   0.50    1.04    -- -101.00 143.00  33.65  140
 28  \w   -100.00 -59.00   0.50    1.04    -- -101.00  77.00-120.00   82
 29  \w    -59.00 -29.00   0.50    1.04    -- -101.00  61.00-150.00   60
 30  \w    -68.00 -28.00   0.50    1.04    -- -101.00  61.00-180.00   80
 31  \w    -61.00 -36.00   0.50    0.26    --  -45.89 122.00-135.00   50
 32  \w    -88.00 -60.00   0.50    1.04    -- -101.00 122.00-135.00   56
 33  \w   -112.00 -36.00   0.50    1.04    -- -101.00 125.00-150.00  152
 34  \w   -168.00 -89.00   0.50    1.04    -- -101.00 -45.00-150.00  158
 35  \w    -87.00 -57.00   0.50    0.26    --  -45.89-151.00 -19.00   60
 36  \w   -114.00 -89.00   0.50    0.26    --  -45.89-151.00 -19.00   50
 37  \w   -128.00-103.00   0.50    1.04    -- -101.00 -94.00  90.00   50
 38  \w   -143.00-118.00   0.50    1.04    -- -101.00-122.00 142.00   50
 39  \w   -164.00-100.00   0.50    1.04    -- -101.00 -45.00-120.00  128
 40  \w     69.00 103.00   0.50    0.26    --   47.95-150.00 -19.00   68
 41  \w    -66.00 -41.00   0.50    0.26    --    8.00 165.00-126.14   50
 42  \w     -3.00  22.00   0.50    0.26    --   28.00  94.00 -95.06   50
 43  \w     11.00  36.00   0.50    0.26    --   40.00  90.00 -75.89   50
 44  \w    -58.00 -33.00   0.50    0.26    --  -47.95 -57.00 150.00   50
 45  \w    -87.00 -40.00   0.50    0.26    --  -47.95 -37.00 -60.00   94
 46  \w    -51.00 -25.00   0.50    0.26    --  -47.95 -77.00 120.00   52
 47  \w    -64.00 -32.00   0.50    0.26    --  -47.95 -59.00  79.27   64
 48  \w     33.00  65.00   0.50    0.26    --   47.95  57.00 120.00   64
 49  \w     37.00  75.00   0.50    0.26    --   47.95  37.00 120.00   76
 50  \w     25.00  50.00   0.50    0.26    --   47.95  77.00  60.00   50
 51  \w     25.00  51.00   0.50    0.26    --   47.95  77.00   0.00   52
 52  \w     48.00  77.00   0.50    0.26    --   47.95  19.00   0.00   58
 53  \w     32.00  89.00   0.50    0.26    --   52.00  73.00 -45.52  114
 54  \w     28.00  54.00   0.50    0.26    --   52.00  79.00 137.91   52
 55  \w     56.00  82.00   0.50    0.26    --   52.00  79.00 137.91   52
 56  \w     34.00  59.00   0.50    0.26    --   56.00  76.00  97.78   50
 57  \w    -63.00 -37.00   0.50    0.26    --  -60.00 -76.00 129.77   52
 58  \w    -66.00 -40.00   0.50    0.26    --  -60.00 -71.00 163.31   52
 59  \w     83.00 109.00   0.50    0.26    --   60.00  77.00-105.94   52
 60  \w     37.00  63.00   0.50    0.26    --   60.00  77.00-105.94   52
 61  \w    -67.00 -42.00   0.50    0.26    --  -64.00 -75.00 -73.50   50
 62  \w    -70.00 -44.00   0.50    0.26    --  -64.00 -71.00  12.34   52
 63  \w    -71.00 -45.00   0.50    0.26    --  -64.00 -73.00 -20.27   52
 64  \w     43.00  69.00   0.50    0.26    --   64.00  72.00-118.37   52
 65  \w    -76.00 -51.00   0.50    0.26    --  -68.00 -68.00 177.86   50
 66  \w    -75.00 -49.00   0.50    0.26    --  -72.00 -77.00  57.09   52
 67  \w   -139.00-113.00   0.50    0.26    --  -72.00 -66.00 102.81   52
 68  \w    -88.00 -54.00   0.50    0.26    --  -72.00 -66.00 102.81   68
 69  \w    -79.00 -52.00   0.50    1.04    --  -76.00 -80.00 -93.84   54
 70  \w    -81.00 -55.00   0.50    1.04    --  -76.00 -75.00 143.75   52
 71  \w    -82.00 -56.00   0.50    1.04    --  -76.00 -69.00 -17.09   52
 72  \w    -88.00 -57.00   0.50    1.04    --  -80.00 -76.00 102.04   62
 73  \w    -84.00 -59.00   0.50    1.04    --  -80.00 -72.00-126.85   50
 74  \w   -136.00-110.00   0.50    1.04    --  -80.00 -72.00-126.85   52
 75  \w    -90.00 -64.00   0.50    1.04    --  -84.00 -73.00 -33.59   52
 76  \w    -92.00 -66.00   0.50    1.04    --  -84.00 -67.00  13.77   52
 77  \w    -91.00 -65.00   0.50    1.04    --  -84.00 -67.00-143.96   52
 78  \w    -94.00 -69.00   0.50    1.04    --  -84.00 -63.00  51.07   50
 79  \w    -91.00 -65.00   0.50    1.04    --  -84.00 -68.00 -14.30   52
 80  \w    -87.00 -62.00   0.50    1.04    --  -84.00 -75.00  39.29   50
 81  \w   -149.00-122.00   0.50    1.04    --  -84.00 -75.00  39.29   54
 82  \w    -98.00 -72.00   0.50    1.04    --  -88.00 -65.00-149.73   52
 83  \w    -97.00 -72.00   0.50    1.04    --  -88.00 -64.00  44.27   50
 84  \w   -137.00-112.00   0.50    1.04    --  -88.00 -64.00  44.27   50
 85  \w    -97.00 -69.00   0.50    1.04    --  -88.00 -74.00 -62.47   56
 86  \w    -95.00 -70.00   0.50    1.04    --  -88.00 -66.00  77.55   50
 87  \w   -157.00-131.00   0.50    1.04    --  -88.00 -66.00  77.55   52
 88  \w   -107.00 -78.00   0.50    1.04    --  -88.00 -60.00 -99.33   58
 89  \w   -152.00-126.00   0.50    1.04    --  -88.00 -60.00 -99.33   52
 90  \w    -93.00 -67.00   0.50    1.04    --  -88.00 -73.00 156.96   52
 91  \w   -141.00 -77.00   0.50    1.04    --  -88.00 -55.00 -66.60  128
 92  \w   -106.00 -69.00   0.50    1.04    --  -92.00 -79.00 138.05   74
 93  \w   -116.00 -70.00   0.50    1.04    --  -92.00 -74.00-177.49   92
 94  \w    -98.00 -73.00   0.50    1.04    --  -96.00 -78.00-136.94   50
 95  \w   -116.00 -78.00   0.50    1.04    --  -96.00 -65.00  10.55   76
 96  \w   -165.00-124.00   0.50    1.04    -- -100.00 -72.00  74.24   82
 97  \w   -112.00 -79.00   0.50    1.04    -- -100.00 -72.00  74.24   66
 98  \w   -153.00-121.00   0.50    1.04    -- -101.00 -60.00  25.99   64
 99  \w   -161.00 -80.00   0.50    1.04    -- -101.00 -75.00   3.56  162
100  \w   -134.00 -82.00   0.50    1.04    -- -101.00 -77.00-150.00  104
101  \w    -78.00 -51.00   0.50    1.04    -- -101.00 138.00  -2.04   54
102  \w   -121.00 -95.00   0.50    1.04    -- -101.00 138.00  -2.04   52
103  \w    -68.00 -43.00   0.50    1.04    -- -101.00  61.00 -90.00   50
104  \w   -129.00 -94.00   0.50    1.04    -- -101.00 -69.00 -14.18   70
105  \w   -173.00-147.00   0.50    1.04    -- -101.00 -69.00 -14.18   52
106  \w   -146.00-105.00   0.50    1.04    -- -101.00 -45.00 -60.00   82
107  \w   -110.00 -85.00   0.50    1.04    -- -101.00 -60.00  25.99   50
108  \w   -156.00 -90.00   0.50    1.04    -- -101.00 -94.00 -60.00  132
109  \w     39.00  64.00   0.50    1.04    --  103.25 -61.00  90.00   50
110  \w     31.00  56.00   0.50    1.04    --  103.25 -61.00 -60.00   50
111  \w    -92.00 -67.00   0.50    0.26    --  -47.95 150.00  25.00   50
112  \w    -57.00 -32.00   0.50    0.26    --  -56.00 -80.00 -31.00   50
113  \w     25.00 120.00   0.50    0.26    --   47.95  77.00  90.00  190
114  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00-180.00  288
115  \w     25.00 120.00   0.50    0.26    --   47.95  77.00 120.00  190
116  \w    -24.00  97.00   0.50    0.26    --   47.95   0.00-150.00  242
117  \w     25.00 120.00   0.50    0.26    --   47.95  77.00-120.00  190
118  \w   -121.00 -24.00   0.50    0.26    --  -48.00 -79.00 -84.31  194
119  \w   -128.00 -34.00   0.50    0.26    --  -56.00 -75.00-133.16  188
120  \w   -128.00 -32.00   0.50    0.26    --  -56.00 -80.00 -31.00  192
121  \w     33.00 129.00   0.50    0.26    --   56.00  77.00 -37.69  192
122  \w   -137.00 -42.00   0.50    0.26    --  -64.00 -74.00  69.92  190
123  \w   -140.00 -48.00   0.50    0.26    --  -68.00 -69.00  89.98  184
124  \w   -140.00 -48.00   0.50    0.26    --  -68.00 -71.00  59.10  184
125  \w   -140.00 -50.00   0.50    0.26    --  -68.00 -66.00 142.20  180
126  \w    -53.00 -28.00   0.50    1.04    -- -101.00 121.00-136.00   50
127  \w    121.00 147.00   0.50    1.04    --  103.25  77.00   0.00   52
128  \w     81.00 107.00   0.50    1.04    --  103.25  77.00   0.00   52
129  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00-180.00  288
130  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00 -90.00  288
131  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00 -60.00  288
132  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00-150.00  288
133  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00  30.00  288
134  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00-120.00  288
135  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00   0.00  288
136  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00 -30.00  288
137  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00-120.00  288
138  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00  30.00  288
139  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00-150.00  288
140  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00  60.00  288
141  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00  90.00  288
142  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 120.00  288
143  \w     25.00 120.00   0.50    0.26    --   47.95  77.00  30.00  190
144  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00   0.00  288
145  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 -30.00  288
146  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00-180.00  288
147  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 -60.00  288
148  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 150.00  288
149  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 -90.00  288
150  \w     35.00 129.00   0.50    0.26    --   56.00  74.00  91.67  188
151  \w   -145.00 -49.00   0.50    0.26    --  -72.00 -76.00-127.55  192
152  \w   -145.00 -49.00   0.50    0.26    --  -72.00 -77.00  35.83  192
153  \w   -107.00 -81.00   0.50    1.04    -- -101.00 151.00  24.00   52
154  \w    -92.00 -66.00   0.50    1.04    --  -88.00 -75.00 107.58   52
155  \w   -102.00 -76.00   0.50    1.04    -- -100.00 -79.00   9.67   52
156  \w   -167.00-141.00   0.50    1.04    -- -100.00 -79.00   9.67   52
157  \w   -156.00-130.00   0.50    1.04    -- -101.00 -77.00  60.00   52
158  \w   -106.00 -81.00   0.50    1.04    -- -101.00 -69.00 -32.92   50
159  \w   -105.00 -79.00   0.50    1.04    -- -101.00 -77.00  60.00   52
160  \w   -142.00-116.00   0.50    1.04    -- -101.00 -69.00 -32.92   52
161  \w    101.00 131.00   0.50    1.04    --  103.25  61.00 150.00   60
162  \w    150.00 176.00   0.50    1.04    --  103.25  61.00 150.00   52
163  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00-150.00  288
164  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00-120.00  288
165  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 -90.00  288
166  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 -60.00  288
167  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 -30.00  288
168  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00   0.00  288
169  \w    -24.00  57.00   0.50    0.26    --   47.95   0.00  30.00  162
170  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00-180.00  288
171  \w     90.00 115.00   0.50    1.04    --  103.25 150.00  25.00   50
172  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00 -60.00  288
173  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00-180.00  288
174  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00  60.00  288
175  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00 -30.00  288
176  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00-120.00  288
177  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00-150.00  288
178  \w   -120.00 -19.00   0.50    0.26    --  -47.95   0.00 120.00  202
179  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00  90.00  288
180  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00  30.00  288
181  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00   0.00  288
182  \w   -120.00  24.00   0.50    0.26    --  -47.95   0.00 -90.00  288
183  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00   0.00  288
184  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 150.00  288
185  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 -30.00  288
186  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00-120.00  288
187  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 120.00  288
188  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00  90.00  288
189  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 -60.00  288
190  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00  60.00  288
191  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00  30.00  288
192  \w    -24.00 120.00   0.50    0.26    --   47.95   0.00 -90.00  288
193  \w    -24.00 115.50   0.50    0.26    --   47.95   0.00-150.00  279
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0436761000
_diffrn_orient_matrix_UB_12      0.0667355000
_diffrn_orient_matrix_UB_13      -0.1568406000
_diffrn_orient_matrix_UB_21      0.1174580000
_diffrn_orient_matrix_UB_22      -0.1364938000
_diffrn_orient_matrix_UB_23      -0.0074420000
_diffrn_orient_matrix_UB_31      -0.1715228000
_diffrn_orient_matrix_UB_32      -0.0746264000
_diffrn_orient_matrix_UB_33      -0.0158945000
_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  0.1294
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            48890
_diffrn_reflns_point_group_measured_fraction_full 0.947
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        66.576
_diffrn_reflns_theta_max         66.576
_diffrn_reflns_theta_min         4.530
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.910
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_description       plate
_exptl_crystal_F_000             314
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details
;
 Flack x determined using 1279 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(17)
_refine_ls_extinction_coef       0.010(2)
_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   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         4583
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0675
_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^)+(0.0810P)^2^+0.8895P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1577
_refine_ls_wR_factor_ref         0.1917
_reflns_Friedel_coverage         0.895
_reflns_Friedel_fraction_full    0.894
_reflns_Friedel_fraction_max     0.894
_reflns_number_gt                3525
_reflns_number_total             4583
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np1c00878_si_007.cif
_cod_data_source_block           exp_chy_8
_cod_database_code               1566282
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.982
_shelx_estimated_absorpt_t_min   0.760
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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:
 C3(H3), C2(H2), C17(H17), C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C4(H4A,H4B)
2.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C26(H26), C19(H19)
2.d Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C42(H42A,H42B,
 H42C), C43(H43A,H43B,H43C), C37(H37A,H37B,H37C)
2.e Idealised tetrahedral OH refined as rotating group:
 O41(H41), O38(H38), O31(H31), O39(H39), O33(H33)
;
_shelx_res_checksum              81548
_shelx_hkl_checksum              18227
_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 5.229
_oxdiff_exptl_absorpt_empirical_full_min 0.210