Regiodivergent synthesis of pyrazino-indolines <i>vs.</i> triazocines <i>via</i> α-imino carbenes addition to imidazolidines.
Guarnieri-Ibáñez, Alejandro; de Aguirre, Adiran; Besnard, Céline; Poblador-Bahamonde, Amalia I; Lacour, Jérôme; Chemical science 12 (2020) 1479–1485; doi:10.1039/d0sc05725h

data_1559638
_publ_section_title
;
 Regiodivergent synthesis of pyrazino-indolines <i>vs.</i> triazocines
 <i>via</i> \a-imino carbenes addition to imidazolidines.
;
_journal_issue                   4
_journal_name_full               'Chemical science'
_journal_page_first              1479
_journal_page_last               1485
_journal_paper_doi               10.1039/d0sc05725h
_journal_volume                  12
_journal_year                    2020
_chemical_formula_moiety         'C26 H25 N3 O2'
_chemical_formula_sum            'C26 H25 N3 O2'
_chemical_formula_weight         411.49
_space_group_crystal_system      orthorhombic
_space_group_IT_number           45
_space_group_name_Hall           'I 2 -2c'
_space_group_name_H-M_alt        'I b a 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-05
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2020-07-09 deposited with the CCDC.	2020-11-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.50216(12)
_cell_length_b                   21.27952(14)
_cell_length_c                   10.92519(7)
_cell_measurement_reflns_used    53948
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      74.2240
_cell_measurement_theta_min      3.1410
_cell_volume                     4301.43(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_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    'ShelXT n/a (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix-Arc
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_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    -91.00 -66.00   0.50    1.00    --  -57.24 154.00-128.00   50
  2  \w    -53.00 -20.00   0.50    1.00    --  -57.24  93.00-179.00   66
  3  \w    -51.00 -13.00   0.50    1.00    --  -57.24 120.00  74.00   76
  4  \w   -106.00 -62.00   0.50    1.00    --  -57.24 -31.00-154.00   88
  5  \w    -33.00  -8.00   0.50    1.00    --  -57.24  31.00   5.00   50
  6  \w     24.00  49.00   0.50    1.00    --   60.61 -93.00  68.00   50
  7  \w     63.00  88.00   0.50    1.00    --   60.61  31.00   5.00   50
  8  \w     55.00  80.00   0.50    1.00    --   60.61-154.00-167.00   50
  9  \w     36.00  61.00   0.50    1.00    --   75.13 -93.00  68.00   50
 10  \w     54.00  80.00   0.50    1.00    --   75.13-120.00 -10.00   52
 11  \w     38.00  63.00   0.50    1.00    --   77.04 -93.00  68.00   50
 12  \w     63.00  89.00   0.50    1.00    --   77.04-154.00-167.00   52
 13  \w     80.00 105.00   0.50    1.00    --   77.04  31.00   5.00   50
 14  \w    -35.00 -10.00   0.50    1.00    --  -57.24  30.00   0.00   50
 15  \w     41.00  79.00   0.50    1.00    --   75.13 -94.00-120.00   76
 16  \w     37.00  79.00   0.50    1.00    --   75.13 -94.00  90.00   84
 17  \w     93.00 118.00   0.50    1.00    --   77.04  30.00  60.00   50
 18  \w     92.00 127.00   0.50    1.00    --   77.04  30.00  90.00   70
 19  \w     84.00 110.00   0.50    1.00    --   81.25-152.00 135.67   52
 20  \w     40.00 101.00   0.50    1.00    --   81.25-108.00 164.97  122
 21  \w     43.00  76.00   0.50    1.00    --   81.25 -73.00 -49.66   66
 22  \w    101.00 126.00   0.50    1.00    --   81.25   8.00  11.67   50
 23  \w     43.00  68.00   0.50    1.00    --   81.25-113.00  85.23   50
 24  \w     49.00  75.00   0.50    1.00    --   81.25   0.00 175.68   52
 25  \w     45.00  71.00   0.50    1.00    --   81.25   0.00  -4.18   52
 26  \w     72.00 115.00   0.50    1.00    --   81.25  -1.00  73.92   86
 27  \w     92.00 117.00   0.50    1.00    --   81.25  58.00 -99.83   50
 28  \w     37.00  62.00   0.50    1.00    --   81.25 -54.00 -86.77   50
 29  \w     89.00 114.00   0.50    1.00    --   81.25  36.00 -48.98   50
 30  \w     55.00 106.00   0.50    1.00    --   81.25-115.00 -98.49  102
 31  \w     53.00 105.00   0.50    1.00    --   81.25  14.00 171.17  104
 32  \w     42.00 115.00   0.50    1.00    --   81.25-138.00 166.72  146
 33  \w     47.00  83.00   0.50    1.00    --   81.25   8.00  11.67   72
 34  \w     48.00  74.00   0.50    1.00    --   81.25 -80.00 162.42   52
 35  \w     57.00  92.00   0.50    1.00    --   81.25-122.00  47.57   70
 36  \w     71.00 103.00   0.50    1.00    --   81.25 163.00-166.54   64
 37  \w     56.00 102.00   0.50    1.00    --   81.25   5.00 116.37   92
 38  \w     57.00  83.00   0.50    1.00    --   75.13-154.00-167.00   52
 39  \w    -14.00  14.00   0.50    1.00    --    0.00 102.00 -54.87   56
 40  \w     -4.00  21.00   0.50    1.00    --    8.00  97.00 131.50   50
 41  \w      5.00  30.00   0.50    1.00    --   16.00  95.00-117.12   50
 42  \w     12.00  38.00   0.50    1.00    --   20.00  92.00 -97.54   52
 43  \w     12.00  37.00   0.50    1.00    --   20.00  91.00 -13.12   50
 44  \w     12.00  37.00   0.50    1.00    --   20.00  91.00 116.16   50
 45  \w     16.00  41.00   0.50    1.00    --   24.00  91.00  46.18   50
 46  \w    -41.00  -8.00   0.50    1.00    --  -24.00 104.00 119.35   66
 47  \w     16.00  41.00   0.50    1.00    --   24.00  91.00-178.77   50
 48  \w     30.00  55.00   0.50    1.00    --   28.00  75.00 121.30   50
 49  \w     29.00  54.00   0.50    1.00    --   28.00  77.00 -41.52   50
 50  \w     34.00  59.00   0.50    1.00    --   28.00  67.00  73.59   50
 51  \w    -60.00 -35.00   0.50    1.00    --  -32.00 -74.00 160.82   50
 52  \w     31.00  56.00   0.50    1.00    --   32.00  80.00 141.99   50
 53  \w     35.00  60.00   0.50    1.00    --   36.00  80.00 157.40   50
 54  \w     36.00  61.00   0.50    1.00    --   36.00  79.00-117.02   50
 55  \w     36.00  61.00   0.50    1.00    --   36.00  78.00  19.56   50
 56  \w     37.00  62.00   0.50    1.00    --   36.00  77.00  79.41   50
 57  \w     38.00  63.00   0.50    1.00    --   36.00  75.00-126.95   50
 58  \w     38.00  63.00   0.50    1.00    --   36.00  76.00 -29.75   50
 59  \w     41.00  66.00   0.50    1.00    --   36.00  69.00  11.30   50
 60  \w    -67.00 -41.00   0.50    1.00    --  -40.00 -76.00 -26.98   52
 61  \w     46.00  71.00   0.50    1.00    --   40.00  65.00  41.21   50
 62  \w     42.00  67.00   0.50    1.00    --   40.00  75.00 -73.12   50
 63  \w     45.00  71.00   0.50    1.00    --   44.00  79.00  43.11   52
 64  \w    -69.00 -43.00   0.50    1.00    --  -44.00 -80.00 168.67   52
 65  \w     43.00  68.00   0.50    1.00    --   44.00  80.00 118.00   50
 66  \w     46.00  71.00   0.50    1.00    --   44.00  76.00-105.86   50
 67  \w     43.00  68.00   0.50    1.00    --   44.00  80.00-127.95   50
 68  \w    -71.00 -46.00   0.50    1.00    --  -44.00 -75.00 -84.86   50
 69  \w     43.00  68.00   0.50    1.00    --   44.00  80.00  98.39   50
 70  \w     47.00  72.00   0.50    1.00    --   48.00  80.00-159.58   50
 71  \w     54.00  79.00   0.50    1.00    --   48.00  65.00 157.95   50
 72  \w     47.00  72.00   0.50    1.00    --   48.00  80.00 -87.35   50
 73  \w     57.00  82.00   0.50    1.00    --   52.00  71.00  15.55   50
 74  \w     55.00  80.00   0.50    1.00    --   52.00  73.00 -40.78   50
 75  \w     51.00  76.00   0.50    1.00    --   52.00  80.00 152.01   50
 76  \w     58.00  83.00   0.50    1.00    --   52.00  66.00  87.42   50
 77  \w     56.00  81.00   0.50    1.00    --   52.00  72.00 -28.48   50
 78  \w     57.00  82.00   0.50    1.00    --   52.00  70.00  -0.66   50
 79  \w     59.00  84.00   0.50    1.00    --   52.00  63.00-160.34   50
 80  \w     57.00  82.00   0.50    1.00    --   52.00  70.00 -55.74   50
 81  \w     51.00  76.00   0.50    1.00    --   52.00  80.00  22.17   50
 82  \w     60.00  85.00   0.50    1.00    --   56.00  72.00  38.63   50
 83  \w    -87.00 -61.00   0.50    1.00    --  -56.00 -71.00-135.04   52
 84  \w     61.00  86.00   0.50    1.00    --   56.00  71.00-138.13   50
 85  \w    -34.00  -8.00   0.50    1.00    --  -57.24  30.00 -60.00   52
 86  \w    -35.00  -8.00   0.50    1.00    --  -57.24  30.00  60.00   54
 87  \w    -35.00 -10.00   0.50    1.00    --  -57.24  30.00  30.00   50
 88  \w    -35.00 -10.00   0.50    1.00    --  -57.24  30.00 120.00   50
 89  \w    -35.00 -10.00   0.50    1.00    --  -57.24  30.00-150.00   50
 90  \w    -35.00  -9.00   0.50    1.00    --  -57.24  30.00-180.00   52
 91  \w    -35.00 -10.00   0.50    1.00    --  -57.24  30.00  90.00   50
 92  \w     64.00  89.00   0.50    1.00    --   60.00  72.00 -17.69   50
 93  \w     65.00  90.00   0.50    1.00    --   60.00  70.00  68.82   50
 94  \w     67.00  92.00   0.50    1.00    --   64.00  73.00   1.58   50
 95  \w     67.00  92.00   0.50    1.00    --   64.00  73.00 100.96   50
 96  \w    -90.00 -64.00   0.50    1.00    --  -64.50 -80.00 -98.53   52
 97  \w    -99.00 -73.00   0.50    1.00    --  -64.50 -76.00  71.25   52
 98  \w    -93.00 -67.00   0.50    1.00    --  -64.50 -75.00  27.01   52
 99  \w    -92.00 -66.00   0.50    1.00    --  -64.50 -79.00 124.34   52
100  \w    -94.00 -65.00   0.50    1.00    --  -64.50 -78.00 -60.54   58
101  \w    -92.00 -66.00   0.50    1.00    --  -64.50 -78.00-154.59   52
102  \w    -92.00 -66.00   0.50    1.00    --  -64.50 -78.00-168.59   52
103  \w    -92.00 -66.00   0.50    1.00    --  -64.50 -80.00-174.43   52
104  \w    -90.00 -64.00   0.50    1.00    --  -64.50 -79.00 -30.94   52
105  \w    -93.00 -67.00   0.50    1.00    --  -64.50 -75.00  49.09   52
106  \w   -100.00 -64.00   0.50    1.00    --  -64.50 -80.00 171.02   72
107  \w    -91.00 -65.00   0.50    1.00    --  -64.50 -77.00 107.80   52
108  \w    -91.00 -65.00   0.50    1.00    --  -64.50 -78.00 148.49   52
109  \w   -113.00 -76.00   0.50    1.00    --  -64.50 -36.00 176.94   74
110  \w    -90.00 -65.00   0.50    1.00    --  -64.50 -78.00 126.59   50
111  \w    -94.00 -68.00   0.50    1.00    --  -64.50 -72.00 -88.97   52
112  \w    -91.00 -65.00   0.50    1.00    --  -64.50 -79.00  95.30   52
113  \w    -89.00 -64.00   0.50    1.00    --  -64.50 -79.00-123.47   50
114  \w   -104.00 -79.00   0.50    1.00    --  -64.50 -71.00  96.47   50
115  \w     68.00  98.00   0.50    1.00    --   68.00  79.00   9.35   60
116  \w     71.00  96.00   0.50    1.00    --   68.00  74.00-119.59   50
117  \w     71.00  96.00   0.50    1.00    --   68.00  74.00 124.66   50
118  \w     36.00 107.00   0.50    1.00    --   75.13   0.00 120.00  142
119  \w     36.00  62.00   0.50    1.00    --   75.13   0.00-150.00   52
120  \w     34.00  60.00   0.50    1.00    --   75.13-125.00 -90.00   52
121  \w     99.00 124.00   0.50    1.00    --   75.13-154.00-167.00   50
122  \w     82.00 107.00   0.50    1.00    --   76.00  68.00 -35.09   50
123  \w     44.00  74.00   0.50    1.00    --   77.04-125.00 -60.00   60
124  \w     79.00 111.00   0.50    1.00    --   77.04  30.00-180.00   64
125  \w     73.00 105.00   0.50    1.00    --   77.04-125.00  60.00   64
126  \w     41.00  67.00   0.50    1.00    --   77.04-125.00  60.00   52
127  \w     38.00  63.00   0.50    1.00    --   77.04 -94.00 -60.00   50
128  \w     38.00  73.00   0.50    1.00    --   77.04-125.00-150.00   70
129  \w     48.00  81.00   0.50    1.00    --   77.04-125.00  30.00   66
130  \w     37.00  81.00   0.50    1.00    --   77.04-125.00 -30.00   88
131  \w     77.00 102.00   0.50    1.00    --   77.04-125.00 -60.00   50
132  \w     45.00  90.00   0.50    1.00    --   77.04   0.00  60.00   90
133  \w     90.00 116.00   0.50    1.00    --   77.04  30.00 -60.00   52
134  \w     37.00  66.00   0.50    1.00    --   77.04 -94.00-150.00   58
135  \w     51.00  77.00   0.50    1.00    --   77.04-125.00 150.00   52
136  \w     79.00 107.00   0.50    1.00    --   80.00  80.00 -68.87   56
137  \w     83.00 108.00   0.50    1.00    --   81.25  76.00 -93.25   50
138  \w     91.00 119.00   0.50    1.00    --   81.25  59.00   7.58   56
139  \w     62.00 120.00   0.50    1.00    --   81.25  -2.00-161.63  116
140  \w     83.00 110.00   0.50    1.00    --   81.25-125.00-138.29   54
141  \w     67.00 105.00   0.50    1.00    --   81.25-118.00-117.96   76
142  \w     35.00  61.00   0.50    1.00    --   81.25-118.00-117.96   52
143  \w     42.00  68.00   0.50    1.00    --   81.25-125.00-138.29   52
144  \w     90.00 115.00   0.50    1.00    --   81.25  54.00  94.00   50
145  \w     65.00  91.00   0.50    1.00    --   81.25-174.00  37.70   52
146  \w    105.00 130.00   0.50    1.00    --   81.25  19.00 -31.45   50
147  \w     59.00  85.00   0.50    1.00    --   81.25  19.00 -31.45   52
148  \w     92.00 118.00   0.50    1.00    --   81.25  22.00  34.17   52
149  \w     62.00  88.00   0.50    1.00    --   81.25  22.00  34.17   52
150  \w     83.00 109.00   0.50    1.00    --   81.25-120.00  84.46   52
151  \w     76.00 111.00   0.50    1.00    --   81.25-125.00 163.80   70
152  \w     36.00  62.00   0.50    1.00    --   81.25-120.00  84.46   52
153  \w     51.00 106.00   0.50    1.00    --   81.25-152.00 -46.25  110
154  \w     42.00  76.00   0.50    1.00    --   81.25 -67.00-141.95   68
155  \w     95.00 121.00   0.50    1.00    --   81.25  55.00-125.23   52
156  \w     84.00 109.00   0.50    1.00    --   81.25  74.00  22.86   50
157  \w     90.00 125.00   0.50    1.00    --   81.25  47.00-148.61   70
158  \w     87.00 114.00   0.50    1.00    --   81.25  76.00  32.95   54
159  \w     44.00  73.00   0.50    1.00    --   81.25 -69.00  12.95   58
160  \w     82.00 116.00   0.50    1.00    --   81.25  78.00 141.48   68
161  \w     41.00 120.00   0.50    1.00    --   81.25  -2.00 -76.76  158
162  \w     89.00 115.00   0.50    1.00    --   81.25  60.00 -14.95   52
163  \w     89.00 130.00   0.50    1.00    --   81.25-155.00   9.85   82
164  \w     51.00  76.00   0.50    1.00    --   81.25-155.00   9.85   50
165  \w     58.00  84.00   0.50    1.00    --   81.25-154.00 134.21   52
166  \w     90.00 116.00   0.50    1.00    --   81.25-132.00  26.70   52
167  \w     38.00  82.00   0.50    1.00    --   81.25-132.00  26.70   88
168  \w     84.00 119.00   0.50    1.00    --   81.25  75.00  95.30   70
169  \w     81.00 118.00   0.50    1.00    --   81.25  79.00   2.00   74
170  \w     89.00 122.00   0.50    1.00    --   81.25  58.00-133.33   66
171  \w     61.00 121.00   0.50    1.00    --   81.25  22.00-145.39  120
172  \w     55.00  80.00   0.50    1.00    --   60.61-154.00-167.00   50
173  \w     82.00 107.00   0.50    1.00    --   81.25  77.00 110.58   50
174  \w     51.00  77.00   0.50    1.00    --   81.25 -73.00-110.12   52
175  \w     37.00  63.00   0.50    1.00    --   81.25-112.00  30.60   52
176  \w     72.00  98.00   0.50    1.00    --   81.25-112.00  30.60   52
177  \w     81.00 106.00   0.50    1.00    --   81.25  79.00 154.27   50
178  \w     80.00 105.00   0.50    1.00    --   77.04-120.00 -10.00   50
179  \w     51.00 102.00   0.50    1.00    --   81.25-146.00  82.66  102
180  \w     82.00 107.00   0.50    1.00    --   81.25  77.00  81.03   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix-Arc'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0443184000
_diffrn_orient_matrix_UB_12      0.0608389000
_diffrn_orient_matrix_UB_13      0.0150123000
_diffrn_orient_matrix_UB_21      0.0629204000
_diffrn_orient_matrix_UB_22      0.0381882000
_diffrn_orient_matrix_UB_23      -0.0545154000
_diffrn_orient_matrix_UB_31      -0.0316931000
_diffrn_orient_matrix_UB_32      -0.0090402000
_diffrn_orient_matrix_UB_33      -0.1292336000
_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  0.0318
_diffrn_reflns_av_unetI/netI     0.0090
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            89610
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.897
_diffrn_reflns_theta_min         3.165
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.408
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.43a (Rigaku Oxford Diffraction, 2019)
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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_description       plate
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.652
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.049
_refine_diff_density_max         0.112
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
 Flack parameter: the space group\~A? contains symmetry element of the second kind.
 The NO2 group is disordered and was refined using 2 components with the following restraints:
SADI N29A C28 N29B C28
SADI O30A N29A O30B N29B O31A N29A O31B N29B
RIGU O30B O31B N29B C28
RIGU O30A O31A N29A C28
;
_refine_ls_abs_structure_Flack   -0.1(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         4355
_refine_ls_number_restraints     44
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0280
_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^)+(0.0443P)^2^+0.9442P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0720
_reflns_Friedel_coverage         0.869
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                4241
_reflns_number_total             4355
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc05725h2.cif
_cod_data_source_block           ajgi879b
_cod_depositor_comments
;Adding full bibliography for 1559635--1559639.cif.

 Adding full bibliography for 1559635--1559639.cif.
;
_cod_database_code               1559638
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C26 H25 N3 O2'
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 1.1(3)
 -0.1(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 N29A-C28 \\sim N29B-C28
 with sigma of 0.02
 O30A-N29A \\sim O30B-N29B \\sim O31A-N29A \\sim O31B-N29B
 with sigma of 0.02
4. Rigid body (RIGU) restrains
 O30B, O31B, N29B, C28
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O30A, O31A, N29A, C28
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(O30B)=Sof(O31B)=Sof(N29B)=Sof(H28C)=Sof(H28D)=1-FVAR(1)
 Sof(O30A)=Sof(O31A)=Sof(N29A)=Sof(H28A)=Sof(H28B)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C5(H5)
6.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C28(H28C,H28D), C28(H28A,H28B)
6.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C12(H12), C13(H13), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20),
 C22(H22), C23(H23), C26(H26), C27(H27)
6.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C25(H25A,H25B,H25C)
;
_shelx_res_checksum              29168
_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 2.060
_oxdiff_exptl_absorpt_empirical_full_min 0.654