# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2026

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_RuSk-15-32
_database_code_depnum_ccdc_archive 'CCDC 2494737'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2025-10-12 deposited with the CCDC.	2026-04-29 downloaded from the CCDC.
;
_audit_creation_date             2025-05-22
_audit_creation_method           
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H17 N3 O2 S'
_chemical_formula_sum            'C22 H17 N3 O2 S'
_chemical_formula_weight         387.44
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H17 N3 O2 S'
_chemical_oxdiff_usercomment     RuSk-15-32
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   12.77135(6)
_cell_length_b                   14.83370(7)
_cell_length_c                   9.99137(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.1472(4)
_cell_angle_gamma                90
_cell_volume                     1843.215(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    26298
_cell_measurement_temperature    100.0(3)
_cell_measurement_theta_max      79.5220
_cell_measurement_theta_min      4.6170
_shelx_estimated_absorpt_T_max   0.759
_shelx_estimated_absorpt_T_min   0.411
_exptl_absorpt_coefficient_mu    1.755
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.386
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.44.111a (Rigaku Oxford Diffraction, 2025)
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_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       pyramid
_exptl_crystal_F_000             808
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 0 0.0540
-1 -1 0 0.0384
0 0 1 0.2009
5 1 -1 0.0554
5 -5 -1 0.0972
0 1 0 0.1189
0 0 -1 0.4019

_exptl_crystal_size_max          0.616
_exptl_crystal_size_mid          0.254
_exptl_crystal_size_min          0.166
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0005 1.0004 0.0009 0.1139 0.1071 0.0412
-1.0008 -1.0004 0.0010 0.1285 -0.0977 0.0094
0.0011 -0.0009 0.9998 -0.0051 0.0238 -0.1565
5.0059 1.0007 -1.0028 -0.6087 0.0549 0.0455
5.0036 -4.9969 -1.0069 -0.5646 -0.5592 -0.0493
-0.0002 1.0005 0.0002 -0.0073 0.1024 0.0159
0.0000 0.0000 -1.0000 0.0049 -0.0239 0.1565

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            30432
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.848
_diffrn_reflns_theta_min         4.640
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(3)
_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 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     55.00 122.00   0.50    0.10    --   46.59-165.00  82.00  134
  2  ω     43.00 111.00   0.50    0.30    --  113.25-125.00  90.00  136
  3  ω     55.00 139.00   0.50    0.30    --  113.25-165.00  82.00  168
  4  ω     59.00  85.00   0.50    0.30    --  113.25-125.00  30.00   52
  5  ω     44.00  77.00   0.50    0.30    --  113.25-125.00 -30.00   66
  6  ω     84.00 111.00   0.50    0.30    --  113.25-125.00 -30.00   54
  7  ω     41.00 106.00   0.50    0.30    --  113.25 -95.00 -90.00  130
  8  ω     44.00 109.00   0.50    0.30    --  113.25-116.00-129.00  130
  9  ω     42.00 107.00   0.50    0.30    --  113.25-103.00-134.89  130
 10  ω     41.00 106.00   0.50    0.30    --  113.25 -95.00-120.00  130
 11  ω     41.00 106.00   0.50    0.30    --  113.25 -95.00 -90.00  130
 12  ω     28.00  88.00   0.50    0.10    --   46.59-116.00-129.00  120
 13  ω     46.00  82.00   0.50    0.30    --  113.25 -95.00 150.00   72
 14  ω     41.00  86.00   0.50    0.30    --  113.25 -95.00 -30.00   90
 15  ω    109.00 135.00   0.50    0.30    --  113.25 -87.00-107.50   52
 16  ω     69.00 102.00   0.50    0.30    --  113.25 -77.00 -30.00   66
 17  ω     45.00  70.00   0.50    0.30    --  113.25 -61.00 -60.00   50
 18  ω     48.00 101.00   0.50    0.30    --  113.25 -77.00 -90.00  106
 19  ω     54.00  97.00   0.50    0.30    --  113.25 -77.00-150.00   86
 20  ω     48.00  73.00   0.50    0.30    --  113.25 -77.00-120.00   50
 21  ω    -29.00  27.00   0.50    0.10    --   46.59 -19.00-150.00  112
 22  ω    -29.00  27.00   0.50    0.10    --   46.59 -19.00 120.00  112
 23  ω     41.00  71.00   0.50    0.30    --  113.25 -61.00  90.00   60
 24  ω     41.00  71.00   0.50    0.30    --  113.25 -61.00 -90.00   60
 25  ω    100.00 126.00   0.50    0.30    --  113.25  15.00 -90.00   52
 26  ω    100.00 131.00   0.50    0.30    --  113.25  61.00-150.00   62
 27  ω    138.00 177.00   0.50    0.30    --  113.25  61.00-150.00   78
 28  ω     95.00 142.00   0.50    0.30    --  113.25  77.00 -90.00   94
 29  ω     99.00 174.00   0.50    0.30    --  113.25  45.00   0.00  150
 30  ω    147.00 178.00   0.50    0.30    --  113.25  30.00  60.00   62
 31  ω     99.00 178.00   0.50    0.30    --  113.25  30.00  60.00  158
 32  ω    105.00 131.00   0.50    0.30    --  113.25  30.00 120.00   52
 33  ω    146.00 178.00   0.50    0.30    --  113.25  30.00 120.00   64
 34  ω    138.00 178.00   0.50    0.30    --  113.25  15.00 -90.00   80
 35  ω     96.00 178.00   0.50    0.30    --  113.25  15.00-120.00  164
 36  ω    101.00 178.00   0.50    0.30    --  113.25 116.00 -42.00  154
 37  ω     69.00 119.00   0.50    0.10    --   46.59 165.00 106.00  100
 38  ω     69.00 155.00   0.50    0.30    --  113.25 165.00 106.00  172
 39  ω     95.00 178.00   0.50    0.30    --  113.25 125.00 150.00  166
 40  ω     95.00 178.00   0.50    0.30    --  113.25 125.00 150.00  166
 41  ω    -27.00  29.00   0.50    0.10    --  -46.59  19.00  90.00  112
 42  ω    -83.00  -6.00   0.50    0.10    --  -46.59 116.00 -42.00  154
 43  ω    -83.00 -23.00   0.50    0.30    --  -91.75 116.00 -42.00  120
 44  ω   -113.00 -33.00   0.50    0.30    --  -91.75 165.00 106.00  160
 45  ω    -27.00  29.00   0.50    0.10    --  -46.59  19.00 120.00  112
 46  ω   -118.00 -47.00   0.50    0.10    --  -46.59-165.00  82.00  142
 47  ω   -161.00 -79.00   0.50    0.30    --  -91.75-116.00-129.00  164
 48  ω     94.00 120.00   0.50    0.30    --  113.25  12.00-171.00   52
 49  ω     24.00 108.00   0.50    0.10    --   46.46  77.00 -30.00  168
 50  ω     92.00 118.00   0.50    0.10    --   46.46  77.00 -60.00   52
 51  ω     30.00  57.00   0.50    0.10    --   46.46  57.00 -90.00   54
 52  ω     39.00  67.00   0.50    0.10    --   46.46  19.00 -90.00   56
 53  ω     23.00  55.00   0.50    0.10    --   46.46  77.00 -90.00   64
 54  ω     25.00  52.00   0.50    0.10    --   46.46  77.00-150.00   54
 55  ω     30.00  60.00   0.50    0.10    --   46.46  57.00-150.00   60
 56  ω     24.00  56.00   0.50    0.10    --   46.46  77.00 -60.00   64
 57  ω     34.00  80.00   0.50    0.10    --   46.46  38.00-150.00   92
 58  ω    -98.00 -72.00   0.50    0.30    --  -91.75 -66.00 -85.90   52
 59  ω    -94.00 -68.00   0.50    0.30    --  -91.75 -76.00-112.64   52
 60  ω    -93.00 -68.00   0.50    0.30    --  -91.75 -77.00 -60.00   50
 61  ω    -98.00 -72.00   0.50    0.30    --  -91.75 -66.00 -62.24   52
 62  ω   -100.00 -74.00   0.50    0.30    --  -91.75 -71.00 -84.27   52
 63  ω    -96.00 -70.00   0.50    0.30    --  -91.75 -74.00-169.48   52
 64  ω    -98.00 -72.00   0.50    0.30    --  -91.75 -72.00 -47.54   52
 65  ω   -100.00 -74.00   0.50    0.30    --  -91.75 -61.00 -60.00   52
 66  ω    -94.00 -68.00   0.50    0.30    --  -91.75 -77.00-101.29   52
 67  ω    -99.00 -73.00   0.50    0.30    --  -91.75 -65.00-177.37   52
 68  ω    -95.00 -69.00   0.50    0.30    --  -91.75 -77.00-150.00   52
 69  ω    -96.00 -70.00   0.50    0.30    --  -91.75 -77.00   0.00   52
 70  ω    -96.00 -70.00   0.50    0.30    --  -91.75 -74.00 -22.82   52
 71  ω   -152.00-126.00   0.50    0.30    --  -91.75 -77.00 -60.00   52
 72  ω   -136.00-110.00   0.50    0.30    --  -91.75 -77.00  -9.67   52
 73  ω    -94.00 -68.00   0.50    0.30    --  -91.75 -77.00 -30.00   52
 74  ω    -94.00 -68.00   0.50    0.30    --  -91.75 -77.00 -90.00   52
 75  ω    -94.00 -68.00   0.50    0.30    --  -91.75 -77.00-140.90   52
 76  ω    -98.00 -72.00   0.50    0.30    --  -91.75 -66.00  -6.91   52
 77  ω    -98.00 -72.00   0.50    0.30    --  -91.75 -66.00-151.41   52
 78  ω    -97.00 -71.00   0.50    0.30    --  -91.75 -74.00-149.62   52
 79  ω    -98.00 -73.00   0.50    0.30    --  -91.75 -64.00 -91.82   50
 80  ω    -94.00 -68.00   0.50    0.30    --  -91.75 -77.00-120.00   52
 81  ω    -94.00 -69.00   0.50    0.30    --  -91.75 -74.00-133.43   50
 82  ω    -99.00 -73.00   0.50    0.30    --  -91.75 -64.00 -56.83   52
 83  ω   -103.00 -77.00   0.50    0.30    --  -91.75 -51.00 -70.50   52
 84  ω   -101.00 -76.00   0.50    0.30    --  -91.75 -51.00-118.76   50
 85  ω    -93.00 -68.00   0.50    0.30    --  -91.75 -77.00  -9.67   50
 86  ω    -95.00 -69.00   0.50    0.30    --  -91.75 -74.00-176.23   52
 87  ω   -101.00 -76.00   0.50    0.30    --  -91.75 -56.00  -9.89   50
 88  ω    -95.00 -69.00   0.50    0.30    --  -91.75 -73.00-113.22   52
 89  ω     45.00  71.00   0.50    0.30    --  113.25 -95.00   0.00   52
 90  ω     99.00 125.00   0.50    0.30    --  113.25 -83.00-103.34   52
 91  ω     91.00 119.00   0.50    0.30    --  113.25  77.00-150.00   56
 92  ω     90.00 119.00   0.50    0.30    --  113.25  77.00   0.00   58
 93  ω    148.00 176.00   0.50    0.30    --  113.25  77.00 -90.00   56
 94  ω     90.00 116.00   0.50    0.30    --  113.25  77.00 -90.00   52
 95  ω     98.00 124.00   0.50    0.30    --  113.25  61.00-120.00   52
 96  ω    139.00 172.00   0.50    0.30    --  113.25  61.00  60.00   66
 97  ω    147.00 173.00   0.50    0.30    --  113.25  61.00  90.00   52
 98  ω    103.00 129.00   0.50    0.30    --  113.25  61.00  90.00   52
 99  ω    106.00 132.00   0.50    0.30    --  113.25  61.00  60.00   52
100  ω     41.00  82.00   0.50    0.30    --  113.25 -77.00-180.00   82
101  ω    149.00 178.00   0.50    0.30    --  113.25  61.00 150.00   58
102  ω     98.00 131.00   0.50    0.30    --  113.25 125.00  60.00   66
103  ω     41.00  66.00   0.50    0.30    --  113.25 -61.00 -30.00   50
104  ω    129.00 155.00   0.50    0.30    --  113.25  77.00 -60.00   52
105  ω    147.00 173.00   0.50    0.30    --  113.25  45.00  90.00   52
106  ω    102.00 128.00   0.50    0.30    --  113.25  45.00  90.00   52
107  ω     96.00 125.00   0.50    0.30    --  113.25  61.00 -30.00   58
108  ω     50.00  76.00   0.50    0.30    --  113.25 -77.00 -30.00   52
109  ω    139.00 173.00   0.50    0.30    --  113.25  77.00-180.00   68
110  ω     63.00  92.00   0.50    0.30    --  113.25 -95.00  90.00   58
111  ω     90.00 116.00   0.50    0.30    --  113.25  77.00 -60.00   52
112  ω     60.00  86.00   0.50    0.30    --  113.25-125.00 -90.00   52
113  ω     97.00 123.00   0.50    0.30    --  113.25  77.00-180.00   52
114  ω     90.00 116.00   0.50    0.30    --  113.25  77.00 -30.00   52
115  ω    152.00 178.00   0.50    0.30    --  113.25  77.00-120.00   52
116  ω    139.00 177.00   0.50    0.30    --  113.25  61.00  30.00   76
117  ω    135.00 161.00   0.50    0.30    --  113.25  61.00 -90.00   52
118  ω    151.00 177.00   0.50    0.30    --  113.25  15.00   0.00   52
119  ω     96.00 122.00   0.50    0.30    --  113.25  61.00-150.00   52
120  ω    121.00 147.00   0.50    0.30    --  113.25  30.00   0.00   52
121  ω    112.00 137.00   0.50    0.30    --  113.25  30.00 -30.00   50
122  ω     97.00 125.00   0.50    0.30    --  113.25  61.00 -90.00   56
123  ω    146.00 172.00   0.50    0.30    --  113.25 125.00-180.00   52
124  ω    121.00 147.00   0.50    0.30    --  113.25 125.00 -90.00   52
125  ω     90.00 134.00   0.50    0.30    --  113.25  77.00-120.00   88
126  ω    129.00 155.00   0.50    0.30    --  113.25  30.00-120.00   52
127  ω    120.00 146.00   0.50    0.30    --  113.25  30.00-180.00   52
128  ω    145.00 171.00   0.50    0.30    --  113.25  77.00 120.00   52
129  ω    105.00 155.00   0.50    0.30    --  113.25  45.00  30.00  100
130  ω    100.00 136.00   0.50    0.30    --  113.25  45.00 -30.00   72
131  ω     96.00 122.00   0.50    0.30    --  113.25  77.00 120.00   52
132  ω    107.00 133.00   0.50    0.30    --  113.25  45.00-150.00   52
133  ω     48.00  74.00   0.50    0.30    --  113.25-125.00  30.00   52
134  ω     81.00 107.00   0.50    0.30    --  113.25-125.00 -60.00   52
135  ω     45.00  73.00   0.50    0.30    --  113.25-125.00-150.00   56
136  ω    100.00 136.00   0.50    0.30    --  113.25  61.00 -60.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1211309000
_diffrn_orient_matrix_UB_12      -0.0073170000
_diffrn_orient_matrix_UB_13      -0.0049422000
_diffrn_orient_matrix_UB_21      -0.0047124000
_diffrn_orient_matrix_UB_22      0.1023649000
_diffrn_orient_matrix_UB_23      0.0239068000
_diffrn_orient_matrix_UB_31      -0.0254453000
_diffrn_orient_matrix_UB_32      0.0159139000
_diffrn_orient_matrix_UB_33      -0.1564738000
_diffrn_oxdiff_digest_od_ed      
;

;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.915
_reflns_Friedel_fraction_full    0.952
_reflns_Friedel_fraction_max     0.917
_reflns_number_gt                3855
_reflns_number_total             3862
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.44.111a (Rigaku OD, 2025)'
_computing_data_collection       
'CrysAlisPro system (CCD 44.106a 64-bit (release 18-04-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.44.111a (Rigaku OD, 2025)'
_computing_molecular_graphics    'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    
'SHELXT 2014/5 (Sheldrick, Acta Cryst., 2015, A71, 3-8)'
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.147
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 
;
 Flack x determined using 1823 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(6)
_refine_ls_extinction_coef       0.00233(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     
'SHELXL 2018/3 (Sheldrick, Acta Cryst., 2015, C71, 3-8)'
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         3862
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0234
_refine_ls_R_factor_gt           0.0233
_refine_ls_restrained_S_all      1.037
_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)+(0.0373P)²+0.6919P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0606
_refine_ls_wR_factor_ref         0.0606
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
;
_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 Ternary CH refined with riding coordinates and stretchable bonds:
 C3(H3)
2.b Secondary CH2 refined with riding coordinates and stretchable bonds:
 C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates and stretchable bonds:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C13(H13), C14(H14), C17(H17),
 C18(H18), C19(H19), C20(H20)
2.d Idealised Me refined as rotating group with stretchable bonds:
 C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
S1 S 0.82691(4) 0.49220(3) 0.50841(4) 0.02013(12) Uani 1 1 d . . . . .
N1 N 0.40572(11) 0.57488(10) 0.58925(15) 0.0150(3) Uani 1 1 d . . . . .
C1 C 0.46021(14) 0.63772(12) 0.68550(19) 0.0166(3) Uani 1 1 d . . . . .
C2 C 0.56696(13) 0.59813(12) 0.75809(18) 0.0166(3) Uani 1 1 d . . . . .
H2A H 0.57011(15) 0.59122(17) 0.8520(19) 0.020 Uiso 1 1 calc R U . . .
H2B H 0.6236(11) 0.6354(7) 0.7474(3) 0.020 Uiso 1 1 calc R U . . .
C3 C 0.57347(14) 0.50634(11) 0.69019(19) 0.0159(3) Uani 1 1 d . . . . .
H3 H 0.57121(15) 0.4613(13) 0.7575(19) 0.019 Uiso 1 1 calc R U . . .
C4 C 0.46891(15) 0.49943(11) 0.58041(19) 0.0160(3) Uani 1 1 d . . . . .
O1 O 0.42488(11) 0.71095(9) 0.70476(14) 0.0218(3) Uani 1 1 d . . . . .
O2 O 0.44289(10) 0.43742(9) 0.50143(15) 0.0214(3) Uani 1 1 d . . . . .
C5 C 0.31400(13) 0.59924(11) 0.48299(19) 0.0160(3) Uani 1 1 d . . . . .
C6 C 0.22593(15) 0.64049(13) 0.5163(2) 0.0226(4) Uani 1 1 d . . . . .
H6 H 0.22314(17) 0.6489(3) 0.609(3) 0.027 Uiso 1 1 calc R U . . .
C7 C 0.14146(16) 0.66946(14) 0.4106(2) 0.0279(4) Uani 1 1 d . . . . .
H7 H 0.081(2) 0.6986(10) 0.4325(8) 0.034 Uiso 1 1 calc R U . . .
C8 C 0.14433(16) 0.65653(13) 0.2744(2) 0.0274(4) Uani 1 1 d . . . . .
H8 H 0.0851(18) 0.6772(6) 0.202(2) 0.033 Uiso 1 1 calc R U . . .
C9 C 0.23236(16) 0.61386(14) 0.2422(2) 0.0247(4) Uani 1 1 d . . . . .
H9 H 0.23411(17) 0.6034(4) 0.145(3) 0.030 Uiso 1 1 calc R U . . .
C10 C 0.31782(14) 0.58596(13) 0.3463(2) 0.0202(4) Uani 1 1 d . . . . .
H10 H 0.3812(17) 0.5568(8) 0.3234(6) 0.024 Uiso 1 1 calc R U . . .
C11 C 0.71859(13) 0.54407(12) 0.55402(18) 0.0153(3) Uani 1 1 d . . . . .
C12 C 0.67047(14) 0.48685(12) 0.63160(19) 0.0155(3) Uani 1 1 d . . . . .
C13 C 0.72301(15) 0.40183(12) 0.6520(2) 0.0196(4) Uani 1 1 d . . . . .
H13 H 0.6997(7) 0.3522(14) 0.7050(15) 0.023 Uiso 1 1 calc R U . . .
C14 C 0.80819(16) 0.39482(13) 0.5920(2) 0.0229(4) Uani 1 1 d . . . . .
H14 H 0.8521(13) 0.3421(16) 0.5960(2) 0.027 Uiso 1 1 calc R U . . .
C15 C 0.67876(13) 0.63159(12) 0.49782(18) 0.0146(3) Uani 1 1 d . . . . .
N2 N 0.74057(12) 0.70297(10) 0.47202(15) 0.0159(3) Uani 1 1 d . . . . .
N3 N 0.57460(12) 0.64920(10) 0.46475(16) 0.0157(3) Uani 1 1 d . . . . .
C16 C 0.66966(14) 0.77083(11) 0.41785(18) 0.0160(3) Uani 1 1 d . . . . .
C17 C 0.68693(16) 0.85837(12) 0.3750(2) 0.0198(4) Uani 1 1 d . . . . .
H17 H 0.7578(19) 0.8808(6) 0.3764(2) 0.024 Uiso 1 1 calc R U . . .
C18 C 0.59600(17) 0.91079(12) 0.3306(2) 0.0218(4) Uani 1 1 d . . . . .
H18 H 0.6039(3) 0.9710(19) 0.3006(9) 0.026 Uiso 1 1 calc R U . . .
C19 C 0.49214(16) 0.87797(13) 0.3284(2) 0.0212(4) Uani 1 1 d . . . . .
H19 H 0.4278(17) 0.9189(11) 0.2952(9) 0.025 Uiso 1 1 calc R U . . .
C20 C 0.47573(14) 0.79108(12) 0.37037(19) 0.0183(4) Uani 1 1 d . . . . .
H20 H 0.407(2) 0.7694(6) 0.3685(2) 0.022 Uiso 1 1 calc R U . . .
C21 C 0.56676(14) 0.73702(11) 0.41574(18) 0.0154(3) Uani 1 1 d . . . . .
C22 C 0.85733(14) 0.70993(14) 0.4919(2) 0.0230(4) Uani 1 1 d . . . . .
H22A H 0.8790(4) 0.7707(11) 0.5127(18) 0.034 Uiso 1 1 calc R U . . .
H22B H 0.8777(4) 0.6918(12) 0.4100(16) 0.034 Uiso 1 1 calc R U . . .
H22C H 0.8913(6) 0.6718(11) 0.5658(18) 0.034 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 C11 1.7321(17) . ?
S1 C14 1.712(2) . ?
N1 C1 1.405(2) . ?
N1 C4 1.394(2) . ?
N1 C5 1.437(2) . ?
C1 C2 1.510(2) . ?
C1 O1 1.208(2) . ?
C2 H2A 0.936(18) . ?
C2 H2B 0.936(19) . ?
C2 C3 1.532(2) . ?
C3 H3 0.95(3) . ?
C3 C4 1.527(2) . ?
C3 C12 1.513(2) . ?
C4 O2 1.208(2) . ?
C5 C6 1.386(3) . ?
C5 C10 1.392(3) . ?
C6 H6 0.95(3) . ?
C6 C7 1.395(3) . ?
C7 H7 0.95(3) . ?
C7 C8 1.383(3) . ?
C8 H8 0.97(3) . ?
C8 C9 1.390(3) . ?
C9 H9 0.99(3) . ?
C9 C10 1.388(3) . ?
C10 H10 0.99(3) . ?
C11 C12 1.384(3) . ?
C11 C15 1.459(2) . ?
C12 C13 1.421(2) . ?
C13 H13 0.99(3) . ?
C13 C14 1.360(3) . ?
C14 H14 0.96(3) . ?
C15 N2 1.380(2) . ?
C15 N3 1.322(2) . ?
N2 C16 1.380(2) . ?
N2 C22 1.463(2) . ?
N3 C21 1.387(2) . ?
C16 C17 1.400(2) . ?
C16 C21 1.402(2) . ?
C17 H17 0.96(3) . ?
C17 C18 1.384(3) . ?
C18 H18 0.96(3) . ?
C18 C19 1.408(3) . ?
C19 H19 1.01(3) . ?
C19 C20 1.386(3) . ?
C20 H20 0.94(3) . ?
C20 C21 1.400(2) . ?
C22 H22A 0.953(17) . ?
C22 H22B 0.953(16) . ?
C22 H22C 0.953(16) . ?

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
C14 S1 C11 92.17(9) . . ?
C1 N1 C5 122.18(14) . . ?
C4 N1 C1 111.85(14) . . ?
C4 N1 C5 122.78(15) . . ?
N1 C1 C2 108.87(14) . . ?
O1 C1 N1 124.11(17) . . ?
O1 C1 C2 127.03(17) . . ?
C1 C2 H2A 110.6 . . ?
C1 C2 H2B 110.6 . . ?
C1 C2 C3 105.49(14) . . ?
H2A C2 H2B 108.8 . . ?
C3 C2 H2A 110.6 . . ?
C3 C2 H2B 110.6 . . ?
C2 C3 H3 107.3 . . ?
C4 C3 C2 104.55(13) . . ?
C4 C3 H3 107.3 . . ?
C12 C3 C2 118.22(14) . . ?
C12 C3 H3 107.3 . . ?
C12 C3 C4 111.62(15) . . ?
N1 C4 C3 108.96(15) . . ?
O2 C4 N1 125.12(17) . . ?
O2 C4 C3 125.88(16) . . ?
C6 C5 N1 120.22(17) . . ?
C6 C5 C10 120.65(17) . . ?
C10 C5 N1 119.00(16) . . ?
C5 C6 H6 120.5 . . ?
C5 C6 C7 119.0(2) . . ?
C7 C6 H6 120.5 . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.89(19) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 120.2 . . ?
C7 C8 C9 119.63(19) . . ?
C9 C8 H8 120.2 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.1(2) . . ?
C10 C9 H9 119.9 . . ?
C5 C10 H10 120.1 . . ?
C9 C10 C5 119.72(18) . . ?
C9 C10 H10 120.1 . . ?
C12 C11 S1 110.97(13) . . ?
C12 C11 C15 126.92(16) . . ?
C15 C11 S1 121.55(13) . . ?
C11 C12 C3 127.32(16) . . ?
C11 C12 C13 111.66(16) . . ?
C13 C12 C3 121.02(16) . . ?
C12 C13 H13 123.1 . . ?
C14 C13 C12 113.81(17) . . ?
C14 C13 H13 123.1 . . ?
S1 C14 H14 124.3 . . ?
C13 C14 S1 111.39(13) . . ?
C13 C14 H14 124.3 . . ?
N2 C15 C11 126.20(15) . . ?
N3 C15 C11 120.99(15) . . ?
N3 C15 N2 112.81(15) . . ?
C15 N2 C16 106.32(14) . . ?
C15 N2 C22 129.63(15) . . ?
C16 N2 C22 124.03(15) . . ?
C15 N3 C21 105.16(14) . . ?
N2 C16 C17 131.42(16) . . ?
N2 C16 C21 105.91(15) . . ?
C17 C16 C21 122.63(16) . . ?
C16 C17 H17 121.9 . . ?
C18 C17 C16 116.10(17) . . ?
C18 C17 H17 121.9 . . ?
C17 C18 H18 119.0 . . ?
C17 C18 C19 121.96(17) . . ?
C19 C18 H18 119.0 . . ?
C18 C19 H19 119.2 . . ?
C20 C19 C18 121.56(17) . . ?
C20 C19 H19 119.2 . . ?
C19 C20 H20 121.3 . . ?
C19 C20 C21 117.32(17) . . ?
C21 C20 H20 121.3 . . ?
N3 C21 C16 109.78(15) . . ?
N3 C21 C20 129.79(16) . . ?
C20 C21 C16 120.42(16) . . ?
N2 C22 H22A 109.5 . . ?
N2 C22 H22B 109.5 . . ?
N2 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

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
S1 C11 C12 C3 -179.49(15) . . . . ?
S1 C11 C12 C13 -0.1(2) . . . . ?
S1 C11 C15 N2 -37.9(2) . . . . ?
S1 C11 C15 N3 141.44(15) . . . . ?
N1 C1 C2 C3 2.73(19) . . . . ?
N1 C5 C6 C7 175.27(17) . . . . ?
N1 C5 C10 C9 -176.35(16) . . . . ?
C1 N1 C4 C3 5.7(2) . . . . ?
C1 N1 C4 O2 -176.65(17) . . . . ?
C1 N1 C5 C6 -54.7(2) . . . . ?
C1 N1 C5 C10 121.34(18) . . . . ?
C1 C2 C3 C4 0.52(18) . . . . ?
C1 C2 C3 C12 125.34(16) . . . . ?
C2 C3 C4 N1 -3.63(19) . . . . ?
C2 C3 C4 O2 178.71(18) . . . . ?
C2 C3 C12 C11 -43.6(3) . . . . ?
C2 C3 C12 C13 137.09(17) . . . . ?
C3 C12 C13 C14 179.52(17) . . . . ?
C4 N1 C1 C2 -5.3(2) . . . . ?
C4 N1 C1 O1 174.88(18) . . . . ?
C4 N1 C5 C6 147.12(17) . . . . ?
C4 N1 C5 C10 -36.9(2) . . . . ?
C4 C3 C12 C11 77.7(2) . . . . ?
C4 C3 C12 C13 -101.64(19) . . . . ?
O1 C1 C2 C3 -177.48(18) . . . . ?
C5 N1 C1 C2 -165.65(15) . . . . ?
C5 N1 C1 O1 14.5(3) . . . . ?
C5 N1 C4 C3 165.86(15) . . . . ?
C5 N1 C4 O2 -16.5(3) . . . . ?
C5 C6 C7 C8 0.8(3) . . . . ?
C6 C5 C10 C9 -0.3(3) . . . . ?
C6 C7 C8 C9 0.2(3) . . . . ?
C7 C8 C9 C10 -1.2(3) . . . . ?
C8 C9 C10 C5 1.3(3) . . . . ?
C10 C5 C6 C7 -0.7(3) . . . . ?
C11 S1 C14 C13 -0.01(16) . . . . ?
C11 C12 C13 C14 0.1(2) . . . . ?
C11 C15 N2 C16 179.15(17) . . . . ?
C11 C15 N2 C22 0.6(3) . . . . ?
C11 C15 N3 C21 179.95(15) . . . . ?
C12 C3 C4 N1 -132.55(15) . . . . ?
C12 C3 C4 O2 49.8(2) . . . . ?
C12 C11 C15 N2 151.39(18) . . . . ?
C12 C11 C15 N3 -29.2(3) . . . . ?
C12 C13 C14 S1 0.0(2) . . . . ?
C14 S1 C11 C12 0.06(14) . . . . ?
C14 S1 C11 C15 -171.98(15) . . . . ?
C15 C11 C12 C3 -8.0(3) . . . . ?
C15 C11 C12 C13 171.42(17) . . . . ?
C15 N2 C16 C17 178.89(19) . . . . ?
C15 N2 C16 C21 0.99(18) . . . . ?
C15 N3 C21 C16 1.23(19) . . . . ?
C15 N3 C21 C20 -177.84(19) . . . . ?
N2 C15 N3 C21 -0.6(2) . . . . ?
N2 C16 C17 C18 -177.21(19) . . . . ?
N2 C16 C21 N3 -1.40(19) . . . . ?
N2 C16 C21 C20 177.77(17) . . . . ?
N3 C15 N2 C16 -0.3(2) . . . . ?
N3 C15 N2 C22 -178.86(17) . . . . ?
C16 C17 C18 C19 -0.1(3) . . . . ?
C17 C16 C21 N3 -179.52(16) . . . . ?
C17 C16 C21 C20 -0.4(3) . . . . ?
C17 C18 C19 C20 -0.2(3) . . . . ?
C18 C19 C20 C21 0.2(3) . . . . ?
C19 C20 C21 N3 179.03(17) . . . . ?
C19 C20 C21 C16 0.0(3) . . . . ?
C21 C16 C17 C18 0.4(3) . . . . ?
C22 N2 C16 C17 -2.4(3) . . . . ?
C22 N2 C16 C21 179.69(16) . . . . ?

_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 1.317
_oxdiff_exptl_absorpt_empirical_full_min 0.849
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_RuSk-15-39
_database_code_depnum_ccdc_archive 'CCDC 2494738'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2025-10-12 deposited with the CCDC.	2026-04-29 downloaded from the CCDC.
;
_audit_creation_date             2025-05-22
_audit_creation_method           
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H23 N3 O3'
_chemical_formula_sum            'C26 H23 N3 O3'
_chemical_formula_weight         425.47
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C26 H23 N3 O3'
_chemical_oxdiff_usercomment     RuSk-15-39
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.40197(15)
_cell_length_b                   9.52044(13)
_cell_length_c                   12.31548(18)
_cell_angle_alpha                90
_cell_angle_beta                 110.1561(17)
_cell_angle_gamma                90
_cell_volume                     1034.86(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    19520
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      79.3840
_cell_measurement_theta_min      3.8120
_shelx_estimated_absorpt_T_max   0.896
_shelx_estimated_absorpt_T_min   0.842
_exptl_absorpt_coefficient_mu    0.731
_exptl_absorpt_correction_T_max  0.919
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.44.111a (Rigaku Oxford Diffraction, 2025)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             448
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 2 0.1376
-1 -2 2 0.1384
-1 2 0 0.1052
-1 0 1 0.1016
2 2 -1 0.1131
-1 0 0 0.0723
-1 0 -1 0.0912
0 0 1 0.1239
1 0 0 0.0802
1 0 1 0.1007
0 0 -1 0.1128
2 -1 0 0.0875
2 1 0 0.0901
2 0 -1 0.0838
1 0 -2 0.1112
0 1 0 0.1118
-1 0 2 0.1086
1 -2 0 0.1112
-2 -1 0 0.0773
-2 1 0 0.0684
-1 -2 0 0.1193

_exptl_crystal_size_max          0.243
_exptl_crystal_size_mid          0.241
_exptl_crystal_size_min          0.153
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0004 -1.0005 2.0006 0.1633 0.2372 -0.1196
-1.0005 -2.0008 2.0010 0.0903 0.4065 0.0311
-1.0004 1.9999 0.0011 -0.3105 -0.1428 -0.1355
-1.0005 -0.0004 1.0010 -0.1101 0.1318 -0.0522
2.0005 2.0008 -1.0012 0.1039 -0.4051 -0.1939
-1.0002 -0.0002 0.0006 -0.1522 0.0652 0.0553
-1.0000 -0.0000 -0.9998 -0.1942 -0.0014 0.1628
-0.0002 -0.0002 1.0004 0.0421 0.0666 -0.1075
1.0002 0.0002 -0.0006 0.1522 -0.0652 -0.0553
1.0000 0.0000 0.9998 0.1942 0.0014 -0.1628
0.0002 0.0002 -1.0004 -0.0421 -0.0666 0.1075
2.0006 -0.9996 -0.0015 0.3835 -0.0264 -0.0152
2.0004 1.0005 -0.0010 0.2252 -0.2345 -0.2060
2.0007 0.0007 -1.0017 0.2623 -0.1970 -0.0031
1.0007 0.0006 -2.0015 0.0681 -0.1984 0.1597
-0.0001 1.0001 0.0003 -0.0792 -0.1040 -0.0954
-1.0007 -0.0006 2.0015 -0.0681 0.1984 -0.1597
1.0004 -1.9999 -0.0011 0.3105 0.1428 0.1355
-2.0004 -1.0005 0.0010 -0.2252 0.2345 0.2060
-2.0006 0.9996 0.0015 -0.3835 0.0264 0.0152
-1.0000 -2.0004 0.0001 0.0062 0.2733 0.2461

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            43379
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.901
_diffrn_reflns_theta_min         3.823
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix-6000HE
_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  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00  27.00   0.50    0.25    --   46.59 -19.00-180.00  110
  2  ω    -27.00  -2.00   0.50    0.25    --   46.59 -38.00  30.00   50
  3  ω    -10.00  16.00   0.50    0.25    --   46.59 -73.00 168.00   52
  4  ω     77.00 103.00   0.50    1.00    --  113.25-125.00 150.00   52
  5  ω     43.00 105.00   0.50    1.00    --  113.25-125.00  30.00  124
  6  ω     62.00 103.00   0.50    1.00    --  113.25 -95.00  60.00   82
  7  ω     41.00 104.00   0.50    1.00    --  113.25 -95.00  30.00  126
  8  ω    -20.00  49.00   0.50    0.25    --   46.46 -48.00 -16.00  138
  9  ω   -155.00-118.00   0.50    1.00    --  -91.75 -48.00 -16.00   74
 10  ω   -117.00 -38.00   0.50    0.25    --  -46.46 -48.00 -16.00  158
 11  ω    -42.00 -13.00   0.50    0.25    --  -46.46 125.00  60.00   58
 12  ω   -108.00 -34.00   0.50    0.25    --  -46.46 -57.00-120.00  148
 13  ω    -21.00   5.00   0.50    0.25    --   46.46 -19.00-120.00   52
 14  ω     45.00  81.00   0.50    0.25    --   46.46  38.00  90.00   72
 15  ω    -28.00  27.00   0.50    0.25    --   46.46 -19.00 -90.00  110
 16  ω     84.00 110.00   0.50    0.25    --   46.46  38.00  90.00   52
 17  ω   -162.00-133.00   0.50    1.00    --  -91.75 -61.00  30.00   58
 18  ω    -50.00 -23.00   0.50    1.00    --  -91.75  45.00 -30.00   54
 19  ω     44.00  69.00   0.50    1.00    --  113.25 -61.00  90.00   50
 20  ω     44.00 108.00   0.50    1.00    --  113.25-125.00 -60.00  128
 21  ω    144.00 177.00   0.50    1.00    --  113.25  61.00  90.00   66
 22  ω    114.00 146.00   0.50    1.00    --  113.25  45.00 150.00   64
 23  ω    149.00 176.00   0.50    1.00    --  113.25  45.00 150.00   54
 24  ω     43.00  77.00   0.50    1.00    --  113.25-125.00 -30.00   68
 25  ω     43.00  70.00   0.50    1.00    --  113.25 -61.00-180.00   54
 26  ω     42.00  67.00   0.50    1.00    --  113.25 -61.00  60.00   50
 27  ω     99.00 177.00   0.50    1.00    --  113.25  45.00  30.00  156
 28  ω    126.00 177.00   0.50    1.00    --  113.25  45.00   0.00  102
 29  ω     48.00  96.00   0.50    1.00    --  113.25-125.00-150.00   96
 30  ω    100.00 130.00   0.50    1.00    --  113.25  61.00  60.00   60
 31  ω    142.00 174.00   0.50    1.00    --  113.25  61.00  60.00   64
 32  ω    133.00 159.00   0.50    1.00    --  113.25 125.00-150.00   52
 33  ω     67.00  93.00   0.50    1.00    --  113.25 -77.00 120.00   52
 34  ω     90.00 118.00   0.50    1.00    --  113.25  77.00 -90.00   56
 35  ω    132.00 174.00   0.50    1.00    --  113.25  77.00 -90.00   84
 36  ω    119.00 167.00   0.50    1.00    --  113.25 125.00 -30.00   96
 37  ω    108.00 134.00   0.50    1.00    --  113.25  77.00 -30.00   52
 38  ω    138.00 169.00   0.50    1.00    --  113.25  77.00 -30.00   62
 39  ω    110.00 136.00   0.50    1.00    --  113.25  45.00-180.00   52
 40  ω     98.00 176.00   0.50    1.00    --  113.25  15.00  90.00  156
 41  ω     86.00 111.00   0.50    1.00    --  113.25-125.00 -90.00   50
 42  ω     41.00  87.00   0.50    1.00    --  113.25 -77.00-180.00   92
 43  ω     99.00 142.00   0.50    1.00    --  113.25  61.00  30.00   86
 44  ω     44.00  72.00   0.50    1.00    --  113.25-125.00 -90.00   56
 45  ω     44.00  69.00   0.50    1.00    --  113.25 -61.00 -60.00   50
 46  ω     60.00 104.00   0.50    1.00    --  113.25 -77.00 -90.00   88
 47  ω    111.00 178.00   0.50    1.00    --  113.25 125.00   0.00  134
 48  ω     41.00  66.00   0.50    1.00    --  113.25 -61.00  30.00   50
 49  ω    101.00 132.00   0.50    1.00    --  113.25  30.00 -30.00   62
 50  ω    147.00 177.00   0.50    1.00    --  113.25  30.00 -30.00   60
 51  ω     74.00 100.00   0.50    1.00    --  113.25 -77.00  60.00   52
 52  ω     91.00 156.00   0.50    1.00    --  113.25  77.00-150.00  130
 53  ω    129.00 156.00   0.50    1.00    --  113.25  77.00-120.00   54
 54  ω    101.00 127.00   0.50    1.00    --  113.25  61.00   0.00   52
 55  ω    104.00 129.00   0.50    1.00    --  113.25  61.00  90.00   50
 56  ω     99.00 138.00   0.50    1.00    --  113.25  45.00  90.00   78
 57  ω     91.00 120.00   0.50    1.00    --  113.25  77.00-120.00   58
 58  ω    148.00 173.00   0.50    1.00    --  113.25  45.00-180.00   50
 59  ω     48.00  74.00   0.50    1.00    --  113.25 -95.00-150.00   52
 60  ω    127.00 168.00   0.50    1.00    --  113.25  45.00-120.00   82
 61  ω     99.00 150.00   0.50    1.00    --  113.25  45.00  60.00  102
 62  ω    106.00 150.00   0.50    1.00    --  113.25  61.00-150.00   88
 63  ω     96.00 126.00   0.50    1.00    --  113.25  61.00 -30.00   60
 64  ω     41.00  66.00   0.50    1.00    --  113.25 -61.00 150.00   50
 65  ω    124.00 151.00   0.50    1.00    --  113.25 125.00  30.00   54
 66  ω     94.00 137.00   0.50    1.00    --  113.25 -82.00  83.18   86
 67  ω     41.00  66.00   0.50    1.00    --  113.25 -61.00-150.00   50
 68  ω    -57.00 -31.00   0.50    0.25    --  -46.46  72.00 175.00   52
 69  ω    -61.00 -35.00   0.50    1.00    --  -91.75  61.00 -60.00   52
 70  ω     48.00  92.00   0.50    1.00    --  113.25 -95.00-120.00   88
 71  ω    148.00 174.00   0.50    1.00    --  113.25  61.00-120.00   52
 72  ω     46.00  91.00   0.50    1.00    --  113.25 -95.00   0.00   90
 73  ω     41.00  67.00   0.50    1.00    --  113.25 -61.00 -90.00   52
 74  ω    107.00 133.00   0.50    1.00    --  113.25  15.00  60.00   52
 75  ω    153.00 178.00   0.50    1.00    --  113.25  15.00  60.00   50
 76  ω     91.00 117.00   0.50    1.00    --  113.25  77.00 -30.00   52
 77  ω    117.00 156.00   0.50    1.00    --  113.25  30.00 150.00   78
 78  ω     41.00  67.00   0.50    1.00    --  113.25 -77.00 120.00   52
 79  ω     75.00 101.00   0.50    1.00    --  113.25 -77.00 120.00   52
 80  ω     41.00  66.00   0.50    1.00    --  113.25 -61.00-180.00   50
 81  ω    146.00 172.00   0.50    1.00    --  113.25  61.00-180.00   52
 82  ω     99.00 125.00   0.50    1.00    --  113.25  61.00-120.00   52
 83  ω     46.00  86.00   0.50    1.00    --  113.25 -95.00 -30.00   80
 84  ω    130.00 156.00   0.50    1.00    --  113.25  15.00  30.00   52
 85  ω     41.00  66.00   0.50    1.00    --  113.25 -61.00 120.00   50
 86  ω    150.00 176.00   0.50    1.00    --  113.25  77.00 -30.00   52
 87  ω     98.00 145.00   0.50    1.00    --  113.25  77.00  60.00   94
 88  ω     80.00 127.00   0.50    1.00    --  113.25  -2.00  92.43   94
 89  ω     45.00  71.00   0.50    1.00    --  113.25 -77.00 -30.00   52
 90  ω     51.00  77.00   0.50    1.00    --  113.25 -95.00 -90.00   52
 91  ω     53.00  79.00   0.50    1.00    --  113.25-125.00-120.00   52
 92  ω    125.00 151.00   0.50    1.00    --  113.25  45.00-150.00   52
 93  ω    118.00 144.00   0.50    1.00    --  113.25  45.00  90.00   52
 94  ω    137.00 163.00   0.50    1.00    --  113.25  61.00 -30.00   52
 95  ω    138.00 164.00   0.50    1.00    --  113.25  15.00-180.00   52
 96  ω    107.00 141.00   0.50    1.00    --  113.25  15.00   0.00   68
 97  ω     99.00 125.00   0.50    1.00    --  113.25  77.00 -60.00   52
 98  ω     59.00  85.00   0.50    1.00    --  113.25 -86.00  88.85   52
 99  ω     87.00 113.00   0.50    1.00    --  113.25 -86.00  88.85   52
100  ω     96.00 122.00   0.50    1.00    --  113.25 -88.00 131.50   52
101  ω    114.00 140.00   0.50    1.00    --  113.25 -88.00-171.44   52
102  ω    145.00 171.00   0.50    1.00    --  113.25  45.00 120.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1521872000
_diffrn_orient_matrix_UB_12      -0.0791691000
_diffrn_orient_matrix_UB_13      0.0420570000
_diffrn_orient_matrix_UB_21      -0.0651410000
_diffrn_orient_matrix_UB_22      -0.1040442000
_diffrn_orient_matrix_UB_23      0.0665326000
_diffrn_orient_matrix_UB_31      -0.0553258000
_diffrn_orient_matrix_UB_32      -0.0953865000
_diffrn_orient_matrix_UB_33      -0.1074994000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.880
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                8517
_reflns_number_total             8582
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.44.111a (Rigaku OD, 2025)'
_computing_data_collection       
'CrysAlisPro system (CCD 44.106a 64-bit (release 18-04-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.44.111a (Rigaku OD, 2025)'
_computing_structure_solution    
'SHELXT 2014/5 (Sheldrick, Acta Cryst., 2015, A71, 3-8)'
_computing_structure_refinement  
'SHELXL 2018/3 (Sheldrick, Acta Cryst., 2015, C71, 3-8)'
_computing_molecular_graphics    
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_computing_publication_material  
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.

 Refined as a 2-component twin.
;
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.01(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         8582
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0362
_refine_ls_restrained_S_all      1.064
_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)+(0.0778P)²+0.0762P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1028
_refine_ls_wR_factor_ref         0.1032
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5346(12)
 0.4654(12)
2. 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
3.a Ternary CH refined with riding coordinates and stretchable bonds:
 C3(H3)
3.b Secondary CH2 refined with riding coordinates and stretchable bonds:
 C2(H2A,H2B)
3.c Aromatic/amide H refined with riding coordinates and stretchable bonds:
 C6(H6), C7(H7), C9(H9), C10(H10), C13(H13), C15(H15), C16(H16), C21(H21),
 C22(H22), C23(H23), C24(H24)
3.d Idealised Me refined as rotating group with stretchable bonds:
 C11(H11A,H11B,H11C), C18(H18A,H18B,H18C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
N1 N 0.4577(2) 0.3927(2) 0.63314(14) 0.0185(4) Uani 1 1 d . . . . .
C1 C 0.5712(2) 0.4794(2) 0.61989(18) 0.0211(4) Uani 1 1 d . . . . .
C2 C 0.5271(2) 0.5158(2) 0.49329(17) 0.0186(4) Uani 1 1 d . . . . .
H2A H 0.613(2) 0.4964(5) 0.4646(7) 0.022 Uiso 1 1 calc R U . . .
H2B H 0.4986(7) 0.618(2) 0.4800(4) 0.022 Uiso 1 1 calc R U . . .
C3 C 0.3905(2) 0.4216(2) 0.43089(17) 0.0164(4) Uani 1 1 d . . . . .
H3 H 0.4278(13) 0.343(3) 0.3984(11) 0.020 Uiso 1 1 calc R U . . .
C4 C 0.3422(2) 0.3638(2) 0.52861(16) 0.0172(4) Uani 1 1 d . . . . .
O1 O 0.6817(2) 0.5174(2) 0.69880(14) 0.0321(4) Uani 1 1 d . . . . .
O2 O 0.22837(17) 0.29965(18) 0.51913(13) 0.0219(3) Uani 1 1 d . . . . .
C5 C 0.4546(2) 0.3377(2) 0.74087(17) 0.0191(4) Uani 1 1 d . . . . .
C6 C 0.5661(2) 0.2452(3) 0.80369(18) 0.0221(4) Uani 1 1 d . . . . .
H6 H 0.647(3) 0.2238(8) 0.7793(9) 0.027 Uiso 1 1 calc R U . . .
C7 C 0.5562(3) 0.1840(3) 0.90394(18) 0.0236(4) Uani 1 1 d . . . . .
H7 H 0.636(3) 0.117(2) 0.9490(16) 0.028 Uiso 1 1 calc R U . . .
C8 C 0.4356(3) 0.2158(2) 0.94207(18) 0.0210(4) Uani 1 1 d . . . . .
C9 C 0.3279(3) 0.3129(3) 0.87879(19) 0.0226(4) Uani 1 1 d . . . . .
H9 H 0.245(3) 0.3389(9) 0.9056(9) 0.027 Uiso 1 1 calc R U . . .
C10 C 0.3359(3) 0.3735(3) 0.77840(19) 0.0222(4) Uani 1 1 d . . . . .
H10 H 0.265(3) 0.435(3) 0.7384(17) 0.027 Uiso 1 1 calc R U . . .
C11 C 0.4220(3) 0.1462(3) 1.04826(18) 0.0254(5) Uani 1 1 d . . . . .
H11A H 0.339(3) 0.1929(19) 1.0692(12) 0.038 Uiso 1 1 calc R U . . .
H11B H 0.521(2) 0.156(2) 1.1147(16) 0.038 Uiso 1 1 calc R U . . .
H11C H 0.397(3) 0.043(2) 1.0318(7) 0.038 Uiso 1 1 calc R U . . .
C12 C 0.2610(2) 0.4865(2) 0.33404(17) 0.0166(4) Uani 1 1 d . . . . .
C13 C 0.2293(2) 0.4374(2) 0.22183(18) 0.0185(4) Uani 1 1 d . . . . .
H13 H 0.289(2) 0.365(3) 0.2079(5) 0.022 Uiso 1 1 calc R U . . .
C14 C 0.1103(2) 0.4934(2) 0.12953(17) 0.0186(4) Uani 1 1 d . . . . .
C15 C 0.0212(2) 0.6007(2) 0.14846(17) 0.0198(4) Uani 1 1 d . . . . .
H15 H -0.056(3) 0.6395(14) 0.088(2) 0.024 Uiso 1 1 calc R U . . .
C16 C 0.0513(2) 0.6483(2) 0.26104(18) 0.0195(4) Uani 1 1 d . . . . .
H16 H -0.012(2) 0.721(3) 0.2751(5) 0.023 Uiso 1 1 calc R U . . .
C17 C 0.1694(2) 0.5935(2) 0.35395(16) 0.0161(4) Uani 1 1 d . . . . .
O3 O 0.08787(18) 0.43315(19) 0.02403(12) 0.0237(3) Uani 1 1 d . . . . .
C18 C -0.0447(3) 0.4757(3) -0.06995(17) 0.0246(5) Uani 1 1 d . . . . .
H18A H -0.0477(13) 0.427(2) -0.1396(16) 0.037 Uiso 1 1 calc R U . . .
H18B H -0.0414(12) 0.576(2) -0.0814(12) 0.037 Uiso 1 1 calc R U . . .
H18C H -0.134(2) 0.452(2) -0.0520(9) 0.037 Uiso 1 1 calc R U . . .
C19 C 0.1881(2) 0.6462(2) 0.47163(17) 0.0159(4) Uani 1 1 d . . . . .
N2 N 0.0842(2) 0.61364(19) 0.52293(15) 0.0173(3) Uani 1 1 d . . . . .
N3 N 0.2958(2) 0.7321(2) 0.53400(14) 0.0178(4) Uani 1 1 d . . . . .
C20 C 0.1279(2) 0.6844(2) 0.62673(17) 0.0176(4) Uani 1 1 d . . . . .
C21 C 0.0634(3) 0.6913(2) 0.71333(18) 0.0204(4) Uani 1 1 d . . . . .
H21 H -0.024(3) 0.6412(19) 0.7084(3) 0.024 Uiso 1 1 calc R U . . .
C22 C 0.1365(3) 0.7768(2) 0.80671(18) 0.0232(4) Uani 1 1 d . . . . .
H22 H 0.0961(13) 0.7837(3) 0.871(2) 0.028 Uiso 1 1 calc R U . . .
C23 C 0.2666(3) 0.8543(3) 0.81296(18) 0.0246(4) Uani 1 1 d . . . . .
H23 H 0.3154(17) 0.918(2) 0.883(2) 0.030 Uiso 1 1 calc R U . . .
C24 C 0.3302(2) 0.8464(2) 0.72723(18) 0.0216(4) Uani 1 1 d . . . . .
H24 H 0.426(3) 0.9039(19) 0.7326(2) 0.026 Uiso 1 1 calc R U . . .
C25 C 0.2602(2) 0.7578(2) 0.63276(17) 0.0168(4) Uani 1 1 d . . . . .
C26 C -0.0440(3) 0.5179(3) 0.48001(19) 0.0220(4) Uani 1 1 d . . . . .
H26A H -0.0426(14) 0.454(2) 0.5393(14) 0.033 Uiso 1 1 calc R U . . .
H26B H -0.0371(13) 0.4676(19) 0.4155(18) 0.033 Uiso 1 1 calc R U . . .
H26C H -0.1356(19) 0.5700(11) 0.4573(17) 0.033 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
N1 C1 1.403(3) . ?
N1 C4 1.396(3) . ?
N1 C5 1.436(2) . ?
C1 C2 1.509(3) . ?
C1 O1 1.208(3) . ?
C2 H2A 1.01(2) . ?
C2 H2B 1.01(2) . ?
C2 C3 1.538(3) . ?
C3 H3 0.97(3) . ?
C3 C4 1.527(3) . ?
C3 C12 1.512(3) . ?
C4 O2 1.203(3) . ?
C5 C6 1.384(3) . ?
C5 C10 1.390(3) . ?
C6 H6 0.94(4) . ?
C6 C7 1.397(3) . ?
C7 H7 1.00(4) . ?
C7 C8 1.401(3) . ?
C8 C9 1.394(3) . ?
C8 C11 1.511(3) . ?
C9 H9 0.98(3) . ?
C9 C10 1.390(3) . ?
C10 H10 0.89(4) . ?
C11 H11A 1.01(2) . ?
C11 H11B 1.01(2) . ?
C11 H11C 1.01(2) . ?
C12 C13 1.391(3) . ?
C12 C17 1.409(3) . ?
C13 H13 0.94(3) . ?
C13 C14 1.397(3) . ?
C14 C15 1.391(3) . ?
C14 O3 1.368(2) . ?
C15 H15 0.92(3) . ?
C15 C16 1.392(3) . ?
C16 H16 0.97(3) . ?
C16 C17 1.393(3) . ?
C17 C19 1.486(3) . ?
O3 C18 1.436(3) . ?
C18 H18A 0.97(2) . ?
C18 H18B 0.97(2) . ?
C18 H18C 0.97(2) . ?
C19 N2 1.369(3) . ?
C19 N3 1.322(3) . ?
N2 C20 1.377(3) . ?
N2 C26 1.457(3) . ?
N3 C25 1.390(3) . ?
C20 C21 1.398(3) . ?
C20 C25 1.406(3) . ?
C21 H21 0.93(3) . ?
C21 C22 1.383(3) . ?
C22 H22 0.99(3) . ?
C22 C23 1.407(4) . ?
C23 H23 1.02(4) . ?
C23 C24 1.383(3) . ?
C24 H24 1.04(3) . ?
C24 C25 1.403(3) . ?
C26 H26A 0.95(2) . ?
C26 H26B 0.95(2) . ?
C26 H26C 0.95(2) . ?

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
C1 N1 C5 125.48(17) . . ?
C4 N1 C1 112.94(16) . . ?
C4 N1 C5 121.57(17) . . ?
N1 C1 C2 107.80(17) . . ?
O1 C1 N1 124.10(19) . . ?
O1 C1 C2 128.1(2) . . ?
C1 C2 H2A 110.6 . . ?
C1 C2 H2B 110.6 . . ?
C1 C2 C3 105.53(16) . . ?
H2A C2 H2B 108.8 . . ?
C3 C2 H2A 110.6 . . ?
C3 C2 H2B 110.6 . . ?
C2 C3 H3 107.3 . . ?
C4 C3 C2 103.88(16) . . ?
C4 C3 H3 107.3 . . ?
C12 C3 C2 117.57(18) . . ?
C12 C3 H3 107.3 . . ?
C12 C3 C4 113.04(16) . . ?
N1 C4 C3 107.94(17) . . ?
O2 C4 N1 124.95(18) . . ?
O2 C4 C3 127.05(18) . . ?
C6 C5 N1 119.76(19) . . ?
C6 C5 C10 120.7(2) . . ?
C10 C5 N1 119.45(19) . . ?
C5 C6 H6 120.3 . . ?
C5 C6 C7 119.4(2) . . ?
C7 C6 H6 120.3 . . ?
C6 C7 H7 119.5 . . ?
C6 C7 C8 120.9(2) . . ?
C8 C7 H7 119.5 . . ?
C7 C8 C11 121.0(2) . . ?
C9 C8 C7 118.2(2) . . ?
C9 C8 C11 120.8(2) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 C8 121.4(2) . . ?
C10 C9 H9 119.3 . . ?
C5 C10 C9 119.3(2) . . ?
C5 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C3 119.00(18) . . ?
C13 C12 C17 118.81(18) . . ?
C17 C12 C3 122.18(17) . . ?
C12 C13 H13 119.4 . . ?
C12 C13 C14 121.1(2) . . ?
C14 C13 H13 119.4 . . ?
C15 C14 C13 120.26(19) . . ?
O3 C14 C13 115.51(19) . . ?
O3 C14 C15 124.21(19) . . ?
C14 C15 H15 120.7 . . ?
C14 C15 C16 118.61(19) . . ?
C16 C15 H15 120.7 . . ?
C15 C16 H16 119.1 . . ?
C15 C16 C17 121.82(19) . . ?
C17 C16 H16 119.1 . . ?
C12 C17 C19 122.69(18) . . ?
C16 C17 C12 119.34(17) . . ?
C16 C17 C19 117.89(18) . . ?
C14 O3 C18 117.00(17) . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C19 C17 120.68(18) . . ?
N3 C19 C17 125.80(18) . . ?
N3 C19 N2 113.42(17) . . ?
C19 N2 C20 106.59(17) . . ?
C19 N2 C26 127.34(17) . . ?
C20 N2 C26 126.01(17) . . ?
C19 N3 C25 104.47(17) . . ?
N2 C20 C21 131.5(2) . . ?
N2 C20 C25 105.53(17) . . ?
C21 C20 C25 123.0(2) . . ?
C20 C21 H21 122.0 . . ?
C22 C21 C20 116.1(2) . . ?
C22 C21 H21 122.0 . . ?
C21 C22 H22 119.1 . . ?
C21 C22 C23 121.8(2) . . ?
C23 C22 H22 119.1 . . ?
C22 C23 H23 119.1 . . ?
C24 C23 C22 121.7(2) . . ?
C24 C23 H23 119.1 . . ?
C23 C24 H24 121.2 . . ?
C23 C24 C25 117.6(2) . . ?
C25 C24 H24 121.2 . . ?
N3 C25 C20 109.98(18) . . ?
N3 C25 C24 130.2(2) . . ?
C24 C25 C20 119.74(19) . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

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
N1 C1 C2 C3 -9.4(2) . . . . ?
N1 C5 C6 C7 -175.3(2) . . . . ?
N1 C5 C10 C9 175.8(2) . . . . ?
C1 N1 C4 C3 7.7(2) . . . . ?
C1 N1 C4 O2 -174.9(2) . . . . ?
C1 N1 C5 C6 -64.1(3) . . . . ?
C1 N1 C5 C10 118.6(2) . . . . ?
C1 C2 C3 C4 13.3(2) . . . . ?
C1 C2 C3 C12 139.03(18) . . . . ?
C2 C3 C4 N1 -13.0(2) . . . . ?
C2 C3 C4 O2 169.7(2) . . . . ?
C2 C3 C12 C13 114.7(2) . . . . ?
C2 C3 C12 C17 -66.4(2) . . . . ?
C3 C12 C13 C14 179.64(18) . . . . ?
C3 C12 C17 C16 -179.61(19) . . . . ?
C3 C12 C17 C19 -2.9(3) . . . . ?
C4 N1 C1 C2 1.2(2) . . . . ?
C4 N1 C1 O1 -179.9(2) . . . . ?
C4 N1 C5 C6 116.4(2) . . . . ?
C4 N1 C5 C10 -60.9(3) . . . . ?
C4 C3 C12 C13 -124.2(2) . . . . ?
C4 C3 C12 C17 54.7(3) . . . . ?
O1 C1 C2 C3 171.7(2) . . . . ?
C5 N1 C1 C2 -178.34(19) . . . . ?
C5 N1 C1 O1 0.6(4) . . . . ?
C5 N1 C4 C3 -172.74(17) . . . . ?
C5 N1 C4 O2 4.6(3) . . . . ?
C5 C6 C7 C8 -0.5(3) . . . . ?
C6 C5 C10 C9 -1.5(3) . . . . ?
C6 C7 C8 C9 -1.6(3) . . . . ?
C6 C7 C8 C11 178.0(2) . . . . ?
C7 C8 C9 C10 2.1(3) . . . . ?
C8 C9 C10 C5 -0.6(3) . . . . ?
C10 C5 C6 C7 2.0(3) . . . . ?
C11 C8 C9 C10 -177.4(2) . . . . ?
C12 C3 C4 N1 -141.53(18) . . . . ?
C12 C3 C4 O2 41.2(3) . . . . ?
C12 C13 C14 C15 0.3(3) . . . . ?
C12 C13 C14 O3 -178.03(19) . . . . ?
C12 C17 C19 N2 -107.4(2) . . . . ?
C12 C17 C19 N3 76.5(3) . . . . ?
C13 C12 C17 C16 -0.7(3) . . . . ?
C13 C12 C17 C19 175.95(19) . . . . ?
C13 C14 C15 C16 -1.4(3) . . . . ?
C13 C14 O3 C18 172.38(19) . . . . ?
C14 C15 C16 C17 1.4(3) . . . . ?
C15 C14 O3 C18 -5.9(3) . . . . ?
C15 C16 C17 C12 -0.3(3) . . . . ?
C15 C16 C17 C19 -177.1(2) . . . . ?
C16 C17 C19 N2 69.3(3) . . . . ?
C16 C17 C19 N3 -106.8(2) . . . . ?
C17 C12 C13 C14 0.7(3) . . . . ?
C17 C19 N2 C20 -176.34(18) . . . . ?
C17 C19 N2 C26 6.3(3) . . . . ?
C17 C19 N3 C25 176.22(19) . . . . ?
O3 C14 C15 C16 176.9(2) . . . . ?
C19 N2 C20 C21 179.1(2) . . . . ?
C19 N2 C20 C25 -0.2(2) . . . . ?
C19 N3 C25 C20 0.0(2) . . . . ?
C19 N3 C25 C24 -176.7(2) . . . . ?
N2 C19 N3 C25 -0.1(2) . . . . ?
N2 C20 C21 C22 -178.5(2) . . . . ?
N2 C20 C25 N3 0.1(2) . . . . ?
N2 C20 C25 C24 177.21(19) . . . . ?
N3 C19 N2 C20 0.2(2) . . . . ?
N3 C19 N2 C26 -177.1(2) . . . . ?
C20 C21 C22 C23 1.1(3) . . . . ?
C21 C20 C25 N3 -179.26(19) . . . . ?
C21 C20 C25 C24 -2.2(3) . . . . ?
C21 C22 C23 C24 -1.5(4) . . . . ?
C22 C23 C24 C25 0.1(3) . . . . ?
C23 C24 C25 N3 178.1(2) . . . . ?
C23 C24 C25 C20 1.7(3) . . . . ?
C25 C20 C21 C22 0.7(3) . . . . ?
C26 N2 C20 C21 -3.5(4) . . . . ?
C26 N2 C20 C25 177.20(19) . . . . ?

_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 1.357
_oxdiff_exptl_absorpt_empirical_full_min 0.599
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.5346(12) 19766 3896 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.4654(12) 19717 3896 nmt 0.9999 0.0006 0.5260 0.0005 -1.0001 -0.0002 -0.0005
0.0001 -1.0002

_twin_special_details            
;
Component 2 rotated by 179.9947° 
around [1.00 0.00 -0.00] (reciprocal) or [0.97 0.00 0.25] (direct)
;
