# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_fanwx_191028
_database_code_depnum_ccdc_archive 'CCDC 1996961'
loop_
_audit_author_name
_audit_author_address
'Zhi Zhou'
;Guangzhou Medical University
China
;
_audit_update_record             
;
2020-04-15 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;
_audit_creation_date             2020-01-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H23 N3'
_chemical_formula_sum            'C26 H23 N3'
_chemical_formula_weight         377.47
_chemical_melting_point          ?
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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.03800(10)
_cell_length_b                   10.71960(10)
_cell_length_c                   10.86540(10)
_cell_angle_alpha                97.1840(10)
_cell_angle_beta                 94.2870(10)
_cell_angle_gamma                111.2000(10)
_cell_volume                     965.509(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    18353
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.9850
_cell_measurement_theta_min      4.1350
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.890
_exptl_absorpt_coefficient_mu    0.595
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59321
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1048
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            35376
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.934
_diffrn_reflns_theta_min         4.136
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -117.00 -91.00   0.50    0.50    --  -46.37 -73.00 178.00   52
  2  ω    -49.00  14.00   0.50    0.50    --  -46.37  73.00 -52.00  126
  3  ω    -80.00 -24.00   0.50    0.50    --  -46.37 -73.00 178.00  112
  4  ω     25.00 110.00   0.50    0.50    --   46.37  73.00 -52.00  170
  5  ω     15.00  69.00   0.50    0.50    --   46.37 -73.00 178.00  108
  6  ω   -146.00 -80.00   0.50    1.00    -- -100.00 -73.00 178.00  132
  7  ω     83.00 150.00   0.50    1.00    --  105.44  73.00 -52.00  134
  8  ω     37.00 128.00   0.50    1.00    --  105.44 -73.00 178.00  182
  9  ω    -84.00 -59.00   0.50    0.50    --  -46.37 125.00 150.00   50
 10  ω   -108.00 -72.00   0.50    0.50    --  -46.37-125.00 -60.00   72
 11  ω     15.00  93.00   0.50    0.50    --   46.37-125.00-180.00  156
 12  ω   -108.00 -83.00   0.50    1.00    -- -100.00 -94.00 150.00   50
 13  ω    -59.00 -33.00   0.50    1.00    -- -100.00  77.00 150.00   52
 14  ω   -162.00-137.00   0.50    1.00    -- -100.00 -94.00 150.00   50
 15  ω    -99.00 -74.00   0.50    1.00    -- -100.00  73.00 -52.00   50
 16  ω   -174.00 -82.00   0.50    1.00    -- -100.00 -15.00-150.00  184
 17  ω    -68.00 -28.00   0.50    1.00    -- -100.00  45.00 150.00   80
 18  ω   -120.00 -63.00   0.50    1.00    -- -100.00  77.00 150.00  114
 19  ω   -114.00 -30.00   0.50    1.00    -- -100.00  45.00  30.00  168
 20  ω     37.00 108.00   0.50    1.00    --  105.44 -94.00-180.00  142
 21  ω    142.00 168.00   0.50    1.00    --  105.44  77.00-120.00   52
 22  ω     31.00 122.00   0.50    1.00    --  105.44 -15.00 -60.00  182
 23  ω     38.00  65.00   0.50    1.00    --  105.44 -94.00  60.00   54
 24  ω     85.00 136.00   0.50    1.00    --  105.44  77.00-120.00  102
 25  ω    134.00 178.00   0.50    1.00    --  105.44  15.00 -90.00   88
 26  ω     88.00 114.00   0.50    1.00    --  105.44  15.00 -90.00   52
 27  ω     57.00 104.00   0.50    1.00    --  105.44 -94.00 -30.00   94
 28  ω     71.00 100.00   0.50    1.00    --  105.44 -94.00  60.00   58
 29  ω     59.00 115.00   0.50    1.00    --  105.44-125.00  30.00  112
 30  ω     60.00  85.00   0.50    1.00    --  105.44 -94.00  30.00   50
 31  ω    -24.00  22.00   0.50    1.00    --   46.37 -72.00 178.00   92
 32  ω    -16.00  12.00   0.50    1.00    --   16.00  97.00-150.18   56
 33  ω      4.00  29.00   0.50    1.00    --   36.00  94.00  41.12   50
 34  ω     10.00  35.00   0.50    1.00    --   40.00  91.00 140.48   50
 35  ω    -48.00 -23.00   0.50    1.00    --  -46.37 -77.00 -30.00   50
 36  ω    -69.00 -32.00   0.50    1.00    --  -46.37 -38.00  30.00   74
 37  ω    -59.00 -24.00   0.50    1.00    --  -46.37 -77.00 -60.00   70
 38  ω     33.00  65.00   0.50    1.00    --   46.37  38.00  90.00   64
 39  ω     28.00  54.00   0.50    1.00    --   52.00  78.00  82.90   52
 40  ω    100.00 125.00   0.50    1.00    --   52.00  78.00  82.90   50
 41  ω     27.00  54.00   0.50    1.00    --   52.00  80.00 149.62   54
 42  ω     28.00  54.00   0.50    1.00    --   52.00  78.00-146.81   52
 43  ω     32.00  58.00   0.50    1.00    --   56.00  78.00-116.55   52
 44  ω     32.00  58.00   0.50    1.00    --   56.00  78.00-100.07   52
 45  ω     31.00  56.00   0.50    1.00    --   56.00  79.00 -69.75   50
 46  ω    -61.00 -35.00   0.50    1.00    --  -60.00 -79.00 -37.29   52
 47  ω   -131.00-105.00   0.50    1.00    --  -60.00 -79.00 127.02   52
 48  ω    -61.00 -35.00   0.50    1.00    --  -60.00 -79.00 127.02   52
 49  ω     35.00  61.00   0.50    1.00    --   60.00  80.00  15.90   52
 50  ω    -70.00 -44.00   0.50    1.00    --  -64.00 -82.00 162.07   52
 51  ω   -136.00-110.00   0.50    1.00    --  -64.00 -80.00  33.80   52
 52  ω    -66.00 -40.00   0.50    1.00    --  -64.00 -77.00  71.88   52
 53  ω    -65.00 -39.00   0.50    1.00    --  -64.00 -80.00  33.80   52
 54  ω     42.00  83.00   0.50    1.00    --   68.00  83.00-168.50   82
 55  ω     44.00  70.00   0.50    1.00    --   68.00  77.00-112.14   52
 56  ω    -71.00 -45.00   0.50    1.00    --  -72.00 -83.00 -41.64   52
 57  ω    -77.00 -51.00   0.50    1.00    --  -72.00 -71.00 100.50   52
 58  ω    -75.00 -50.00   0.50    1.00    --  -72.00 -72.00 -94.57   50
 59  ω    -81.00 -55.00   0.50    2.00    --  -76.00 -70.00 -11.11   52
 60  ω    -81.00 -55.00   0.50    2.00    --  -76.00 -74.00-158.43   52
 61  ω    -83.00 -58.00   0.50    2.00    --  -80.00 -73.00-165.91   50
 62  ω    -84.00 -58.00   0.50    2.00    --  -80.00 -75.00  79.44   52
 63  ω   -104.00 -55.00   0.50    2.00    --  -80.00 -83.00 173.70   98
 64  ω    -80.00 -54.00   0.50    2.00    --  -80.00 -81.00  43.39   52
 65  ω    -83.00 -57.00   0.50    2.00    --  -80.00 -78.00  72.72   52
 66  ω    -80.00 -54.00   0.50    2.00    --  -80.00 -83.00   0.05   52
 67  ω    -87.00 -61.00   0.50    2.00    --  -84.00 -80.00 152.60   52
 68  ω    -91.00 -66.00   0.50    2.00    --  -84.00 -61.00  84.23   50
 69  ω    -83.00 -58.00   0.50    2.00    --  -84.00 -82.00  43.39   50
 70  ω    -91.00 -65.00   0.50    2.00    --  -84.00 -67.00-140.03   52
 71  ω    -90.00 -64.00   0.50    2.00    --  -84.00 -67.00-118.51   52
 72  ω    -92.00 -67.00   0.50    2.00    --  -88.00 -69.00-179.40   50
 73  ω    -92.00 -66.00   0.50    2.00    --  -88.00 -72.00 -21.57   52
 74  ω    -91.00 -65.00   0.50    2.00    --  -88.00 -75.00 101.96   52
 75  ω    -95.00 -69.00   0.50    2.00    --  -88.00 -74.00 -53.97   52
 76  ω    -90.00 -64.00   0.50    2.00    --  -88.00 -77.00 -34.36   52
 77  ω    -92.00 -66.00   0.50    2.00    --  -88.00 -72.00  60.60   52
 78  ω    -92.00 -66.00   0.50    2.00    --  -88.00 -73.00 -88.20   52
 79  ω   -172.00-115.00   0.50    2.00    -- -100.00 -74.00 104.15  114
 80  ω   -147.00 -79.00   0.50    2.00    -- -100.00 -77.00  60.00  136
 81  ω   -118.00 -77.00   0.50    2.00    -- -100.00 -77.00   0.00   82
 82  ω   -108.00 -82.00   0.50    2.00    -- -100.00 -72.00 156.32   52
 83  ω   -125.00 -83.00   0.50    2.00    -- -100.00 -65.00  66.21   84
 84  ω   -168.00-124.00   0.50    2.00    -- -100.00 -77.00   0.00   88
 85  ω   -115.00 -78.00   0.50    2.00    -- -100.00 -77.00 150.00   74
 86  ω   -153.00-121.00   0.50    2.00    -- -100.00 -77.00 150.00   64
 87  ω   -105.00 -78.00   0.50    2.00    -- -100.00 -77.00  48.85   54
 88  ω   -166.00-141.00   0.50    2.00    -- -100.00 -77.00  48.85   50
 89  ω   -113.00 -81.00   0.50    2.00    -- -100.00 -72.00  91.34   64
 90  ω   -137.00-112.00   0.50    2.00    -- -100.00 -72.00 156.32   50
 91  ω   -159.00-133.00   0.50    2.00    -- -100.00 -78.00 -39.69   52
 92  ω   -102.00 -77.00   0.50    2.00    -- -100.00 -75.00 -26.22   50
 93  ω   -107.00 -81.00   0.50    2.00    -- -100.00 -64.00 -83.07   52
 94  ω   -145.00-119.00   0.50    2.00    -- -100.00 -75.00 -26.22   52
 95  ω   -173.00-136.00   0.50    2.00    -- -100.00 -72.00  91.34   74
 96  ω   -105.00 -79.00   0.50    2.00    -- -100.00 -74.00 136.42   52
 97  ω   -101.00 -76.00   0.50    2.00    -- -100.00 -76.00-146.22   50
 98  ω   -155.00-129.00   0.50    2.00    -- -100.00 -76.00-146.22   52
 99  ω   -102.00 -77.00   0.50    2.00    -- -100.00 -74.00  23.95   50
100  ω   -137.00-112.00   0.50    2.00    -- -100.00 -74.00  23.95   50
101  ω   -169.00-126.00   0.50    2.00    -- -100.00 -74.00 136.42   86
102  ω   -115.00 -77.00   0.50    2.00    -- -100.00 -78.00 -39.69   76
103  ω   -108.00 -82.00   0.50    2.00    -- -100.00 -61.00-150.00   52
104  ω    -66.00 -41.00   0.50    2.00    -- -100.00 125.00-150.00   50
105  ω   -115.00 -89.00   0.50    2.00    -- -100.00 125.00-150.00   52
106  ω   -127.00 -85.00   0.50    2.00    -- -100.00 -30.00  60.00   84
107  ω    -99.00 -74.00   0.50    2.00    -- -100.00 -81.00-172.62   50
108  ω   -172.00-125.00   0.50    2.00    -- -100.00 -81.00-172.62   94
109  ω   -108.00 -75.00   0.50    2.00    -- -100.00 -80.00  17.94   66
110  ω   -124.00 -76.00   0.50    2.00    -- -100.00 -77.00  30.00   96
111  ω   -110.00 -81.00   0.50    2.00    -- -100.00 -67.00 -84.73   58
112  ω   -102.00 -77.00   0.50    2.00    -- -100.00 -89.00 -91.13   50
113  ω   -161.00-135.00   0.50    2.00    -- -100.00 -77.00  30.00   52
114  ω   -107.00 -77.00   0.50    2.00    -- -100.00 -74.00 104.15   60
115  ω     80.00 106.00   0.50    2.00    --  107.00 125.00 150.00   52
116  ω     83.00 109.00   0.50    2.00    --  107.00  77.00-150.00   52
117  ω     98.00 123.00   0.50    2.00    --  107.00 -61.00-180.00   50
118  ω     85.00 123.00   0.50    2.00    --  107.00 -61.00   0.00   76
119  ω     53.00  78.00   0.50    2.00    --  107.00 -61.00-180.00   50
120  ω     36.00  62.00   0.50    2.00    --  107.00 -61.00   0.00   52
121  ω     57.00  98.00   0.50    2.00    --  107.00 -94.00 -60.00   82
122  ω     93.00 164.00   0.50    2.00    --  107.00  77.00   0.00  142
123  ω     90.00 116.00   0.50    2.00    --  107.00-125.00 150.00   52
124  ω     92.00 128.00   0.50    2.00    --  107.00  61.00-180.00   72
125  ω     54.00  80.00   0.50    2.00    --  107.00 -94.00-150.00   52
126  ω    146.00 177.00   0.50    2.00    --  107.00  61.00 -90.00   62
127  ω     84.00 109.00   0.50    2.00    --  107.00 -94.00 120.00   50
128  ω    140.00 176.00   0.50    2.00    --  107.00 125.00 150.00   72
129  ω    141.00 167.00   0.50    2.00    --  107.00  77.00-150.00   52
130  ω    -17.00  30.00   0.50    1.00    --   16.00  97.00-150.18   94
131  ω      4.00  36.00   0.50    1.00    --   36.00  94.00  41.12   64
132  ω     10.00  44.00   0.50    1.00    --   40.00  91.00 140.48   68
133  ω   -118.00 -30.00   0.50    1.00    --  -46.37 -57.00-180.00  176
134  ω   -140.00 -44.00   0.50    1.00    --  -68.00 -77.00 -70.82  192
135  ω   -140.00 -51.00   0.50    1.00    --  -68.00 -59.00  55.32  178
136  ω     42.00 134.00   0.50    1.00    --   68.00  83.00-168.50  184
137  ω   -145.00 -55.00   0.50    1.00    --  -72.00 -54.00 174.12  180
138  ω   -145.00 -56.00   0.50    1.00    --  -72.00 -55.00 -38.68  178
139  ω   -145.00 -53.00   0.50    1.00    --  -72.00 -66.00  80.29  184
140  ω   -145.00 -53.00   0.50    1.00    --  -72.00 -64.00 115.96  184
141  ω     51.00 149.00   0.50    1.00    --   76.00  80.00  82.45  196
142  ω    107.00 132.00   0.50    2.00    --  107.00  72.00 -51.00   50
143  ω    107.00 132.00   0.50    2.00    --  107.00  72.00 -51.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0422133000
_diffrn_orient_matrix_UB_12      0.1508122000
_diffrn_orient_matrix_UB_13      0.0522451000
_diffrn_orient_matrix_UB_21      -0.1062876000
_diffrn_orient_matrix_UB_22      -0.0408653000
_diffrn_orient_matrix_UB_23      0.1039987000
_diffrn_orient_matrix_UB_31      0.1446315000
_diffrn_orient_matrix_UB_32      0.0006425000
_diffrn_orient_matrix_UB_33      0.0850108000
_diffrn_oxdiff_digest_frames     
;
01e636b95384520beb903a31cee7f26f5603028d0f8
;
_diffrn_oxdiff_digest_hkl        
;
01bc8b386e522fca60add06397af05c5fcbdb8
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3371
_reflns_number_total             3944
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.0021(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         3944
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.058
_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/[σ²(Fo²)+(0.0512P)²+0.3299P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1160
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C22(H22), C26(H26), C21(H21), C9(H9), C25(H25), C11(H11), C23(H23), C24(H24),
 C20(H20), C19(H19), C17(H17), C10(H10), C18(H18)
2.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
N6 N 0.30841(14) 0.74085(10) 0.25447(10) 0.0215(2) Uani 1 1 d . . . . .
N3 N 0.29516(14) 0.87220(11) 0.10798(10) 0.0231(3) Uani 1 1 d . . . . .
N1 N 0.47834(15) 0.75940(12) 0.09879(11) 0.0278(3) Uani 1 1 d . . . . .
C2 C 0.36344(16) 0.79341(12) 0.14892(12) 0.0216(3) Uani 1 1 d . . . . .
C13 C 0.53805(16) 0.67365(13) 0.15222(12) 0.0225(3) Uani 1 1 d . . . . .
C12 C 0.65817(16) 0.65494(13) 0.08826(12) 0.0245(3) Uani 1 1 d . . . . .
C16 C 0.20115(16) 0.49951(13) 0.27836(12) 0.0224(3) Uani 1 1 d . . . . .
C5 C 0.18818(16) 0.78913(12) 0.28081(12) 0.0224(3) Uani 1 1 d . . . . .
C8 C 0.48733(16) 0.61665(13) 0.25650(12) 0.0223(3) Uani 1 1 d . . . . .
C4 C 0.18279(16) 0.87035(12) 0.18980(12) 0.0227(3) Uani 1 1 d . . . . .
C22 C 0.08524(17) 0.76707(13) 0.37144(13) 0.0256(3) Uani 1 1 d . . . . .
H22 H 0.088906 0.712190 0.430540 0.031 Uiso 1 1 calc R . . . .
C26 C 0.37924(17) 0.68105(13) 0.45532(12) 0.0231(3) Uani 1 1 d . . . . .
H26 H 0.309809 0.625703 0.502609 0.028 Uiso 1 1 calc R . . . .
C21 C 0.09460(17) 0.47427(13) 0.16953(12) 0.0251(3) Uani 1 1 d . . . . .
H21 H 0.106903 0.542331 0.121311 0.030 Uiso 1 1 calc R . . . .
C7 C 0.34531(16) 0.63573(12) 0.31358(12) 0.0215(3) Uani 1 1 d . . . . .
C9 C 0.56730(17) 0.53754(13) 0.29947(13) 0.0251(3) Uani 1 1 d . . . . .
H9 H 0.538660 0.497173 0.369545 0.030 Uiso 1 1 calc R . . . .
C25 C 0.07399(17) 0.93429(13) 0.19024(13) 0.0263(3) Uani 1 1 d . . . . .
H25 H 0.070194 0.989619 0.131602 0.032 Uiso 1 1 calc R . . . .
C27 C 0.49685(17) 0.79070(13) 0.51871(13) 0.0248(3) Uani 1 1 d . . . . .
C11 C 0.73472(17) 0.57603(14) 0.13217(14) 0.0280(3) Uani 1 1 d . . . . .
H11 H 0.815392 0.561315 0.091573 0.034 Uiso 1 1 calc R . . . .
C23 C -0.02351(17) 0.83123(14) 0.36924(13) 0.0274(3) Uani 1 1 d . . . . .
H23 H -0.094467 0.819007 0.428490 0.033 Uiso 1 1 calc R . . . .
C24 C -0.02918(18) 0.91323(14) 0.28091(14) 0.0286(3) Uani 1 1 d . . . . .
H24 H -0.103430 0.954773 0.282515 0.034 Uiso 1 1 calc R . . . .
C20 C -0.02872(18) 0.34944(14) 0.13277(13) 0.0289(3) Uani 1 1 d . . . . .
H20 H -0.098864 0.334562 0.060506 0.035 Uiso 1 1 calc R . . . .
C19 C -0.04842(18) 0.24657(14) 0.20280(14) 0.0305(3) Uani 1 1 d . . . . .
H19 H -0.131288 0.162653 0.177914 0.037 Uiso 1 1 calc R . . . .
C17 C 0.18037(18) 0.39544(14) 0.34782(13) 0.0288(3) Uani 1 1 d . . . . .
H17 H 0.249995 0.409777 0.420260 0.035 Uiso 1 1 calc R . . . .
C10 C 0.68952(18) 0.51849(14) 0.23842(14) 0.0286(3) Uani 1 1 d . . . . .
H10 H 0.742077 0.466316 0.269135 0.034 Uiso 1 1 calc R . . . .
C14 C 0.55385(18) 0.80151(15) -0.01159(13) 0.0288(3) Uani 1 1 d . . . . .
H14A H 0.604828 0.899485 -0.001393 0.035 Uiso 1 1 calc R . . . .
H14B H 0.475922 0.769403 -0.086176 0.035 Uiso 1 1 calc R . . . .
C15 C 0.67915(18) 0.73465(15) -0.01933(13) 0.0282(3) Uani 1 1 d . . . . .
H15A H 0.659445 0.675013 -0.098695 0.034 Uiso 1 1 calc R . . . .
H15B H 0.786532 0.802903 -0.010151 0.034 Uiso 1 1 calc R . . . .
C29 C 0.62404(17) 0.89184(14) 0.46242(14) 0.0286(3) Uani 1 1 d . . . . .
H29A H 0.621986 0.856235 0.376452 0.043 Uiso 1 1 calc GR . . . .
H29B H 0.726878 0.909525 0.507572 0.043 Uiso 1 1 calc GR . . . .
H29C H 0.604834 0.974620 0.467129 0.043 Uiso 1 1 calc GR . . . .
C28 C 0.5079(2) 0.82329(15) 0.65891(13) 0.0319(3) Uani 1 1 d . . . . .
H28A H 0.413979 0.762703 0.686607 0.048 Uiso 1 1 calc GR . . . .
H28B H 0.515875 0.915100 0.682145 0.048 Uiso 1 1 calc GR . . . .
H28C H 0.601004 0.812813 0.697286 0.048 Uiso 1 1 calc GR . . . .
C18 C 0.0563(2) 0.26986(14) 0.31006(14) 0.0331(3) Uani 1 1 d . . . . .
H18 H 0.043899 0.201088 0.357450 0.040 Uiso 1 1 calc R . . . .


_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
N6 C2 1.3871(17) . ?
N6 C5 1.3953(17) . ?
N6 C7 1.4880(16) . ?
N3 C2 1.3123(17) . ?
N3 C4 1.3954(18) . ?
N1 C2 1.3479(18) . ?
N1 C13 1.3851(18) . ?
N1 C14 1.4638(17) . ?
C13 C12 1.3918(19) . ?
C13 C8 1.3840(19) . ?
C12 C11 1.377(2) . ?
C12 C15 1.5160(19) . ?
C16 C21 1.4000(19) . ?
C16 C7 1.5447(18) . ?
C16 C17 1.3891(19) . ?
C5 C4 1.4061(18) . ?
C5 C22 1.3882(19) . ?
C8 C7 1.5334(19) . ?
C8 C9 1.3970(19) . ?
C4 C25 1.387(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.389(2) . ?
C26 H26 0.9300 . ?
C26 C7 1.5285(17) . ?
C26 C27 1.3305(19) . ?
C21 H21 0.9300 . ?
C21 C20 1.3832(19) . ?
C9 H9 0.9300 . ?
C9 C10 1.393(2) . ?
C25 H25 0.9300 . ?
C25 C24 1.390(2) . ?
C27 C29 1.4969(19) . ?
C27 C28 1.5071(19) . ?
C11 H11 0.9300 . ?
C11 C10 1.395(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.390(2) . ?
C24 H24 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.384(2) . ?
C19 H19 0.9300 . ?
C19 C18 1.381(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.392(2) . ?
C10 H10 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.546(2) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C18 H18 0.9300 . ?

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
C2 N6 C5 104.93(11) . . ?
C2 N6 C7 128.08(11) . . ?
C5 N6 C7 126.09(11) . . ?
C2 N3 C4 103.66(11) . . ?
C2 N1 C13 120.10(12) . . ?
C2 N1 C14 128.01(12) . . ?
C13 N1 C14 111.89(11) . . ?
N3 C2 N6 114.99(12) . . ?
N3 C2 N1 126.75(12) . . ?
N1 C2 N6 118.26(12) . . ?
N1 C13 C12 110.73(12) . . ?
C8 C13 N1 124.57(12) . . ?
C8 C13 C12 124.69(13) . . ?
C13 C12 C15 108.65(12) . . ?
C11 C12 C13 118.25(13) . . ?
C11 C12 C15 133.08(13) . . ?
C21 C16 C7 120.41(12) . . ?
C17 C16 C21 118.17(12) . . ?
C17 C16 C7 121.24(12) . . ?
N6 C5 C4 105.53(11) . . ?
C22 C5 N6 132.01(13) . . ?
C22 C5 C4 122.45(13) . . ?
C13 C8 C7 120.12(12) . . ?
C13 C8 C9 115.93(13) . . ?
C9 C8 C7 123.87(12) . . ?
N3 C4 C5 110.86(12) . . ?
C25 C4 N3 129.21(12) . . ?
C25 C4 C5 119.93(13) . . ?
C5 C22 H22 121.7 . . ?
C5 C22 C23 116.52(13) . . ?
C23 C22 H22 121.7 . . ?
C7 C26 H26 116.3 . . ?
C27 C26 H26 116.3 . . ?
C27 C26 C7 127.37(12) . . ?
C16 C21 H21 119.6 . . ?
C20 C21 C16 120.89(13) . . ?
C20 C21 H21 119.6 . . ?
N6 C7 C16 108.93(10) . . ?
N6 C7 C8 107.62(10) . . ?
N6 C7 C26 108.86(10) . . ?
C8 C7 C16 107.23(10) . . ?
C26 C7 C16 110.95(10) . . ?
C26 C7 C8 113.12(11) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.68(13) . . ?
C10 C9 H9 119.7 . . ?
C4 C25 H25 121.0 . . ?
C4 C25 C24 118.04(13) . . ?
C24 C25 H25 121.0 . . ?
C26 C27 C29 125.46(13) . . ?
C26 C27 C28 120.22(13) . . ?
C29 C27 C28 114.30(12) . . ?
C12 C11 H11 120.5 . . ?
C12 C11 C10 119.05(13) . . ?
C10 C11 H11 120.5 . . ?
C22 C23 H23 119.1 . . ?
C22 C23 C24 121.80(13) . . ?
C24 C23 H23 119.1 . . ?
C25 C24 C23 121.25(13) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C21 C20 H20 119.8 . . ?
C21 C20 C19 120.44(13) . . ?
C19 C20 H20 119.8 . . ?
C20 C19 H19 120.4 . . ?
C18 C19 C20 119.29(13) . . ?
C18 C19 H19 120.4 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.66(13) . . ?
C18 C17 H17 119.7 . . ?
C9 C10 C11 121.38(13) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
N1 C14 H14A 111.0 . . ?
N1 C14 H14B 111.0 . . ?
N1 C14 C15 103.94(11) . . ?
H14A C14 H14B 109.0 . . ?
C15 C14 H14A 111.0 . . ?
C15 C14 H14B 111.0 . . ?
C12 C15 C14 104.73(11) . . ?
C12 C15 H15A 110.8 . . ?
C12 C15 H15B 110.8 . . ?
C14 C15 H15A 110.8 . . ?
C14 C15 H15B 110.8 . . ?
H15A C15 H15B 108.9 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C19 C18 C17 120.55(14) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?

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
N6 C5 C4 N3 0.51(14) . . . . ?
N6 C5 C4 C25 -179.95(11) . . . . ?
N6 C5 C22 C23 -179.05(13) . . . . ?
N3 C4 C25 C24 178.30(13) . . . . ?
N1 C13 C12 C11 177.68(11) . . . . ?
N1 C13 C12 C15 -0.77(15) . . . . ?
N1 C13 C8 C7 5.9(2) . . . . ?
N1 C13 C8 C9 -177.27(12) . . . . ?
N1 C14 C15 C12 1.83(14) . . . . ?
C2 N6 C5 C4 -1.33(13) . . . . ?
C2 N6 C5 C22 177.09(14) . . . . ?
C2 N6 C7 C16 -102.86(14) . . . . ?
C2 N6 C7 C8 13.09(17) . . . . ?
C2 N6 C7 C26 136.04(13) . . . . ?
C2 N3 C4 C5 0.58(14) . . . . ?
C2 N3 C4 C25 -178.91(13) . . . . ?
C2 N1 C13 C12 -178.33(11) . . . . ?
C2 N1 C13 C8 0.5(2) . . . . ?
C2 N1 C14 C15 178.04(13) . . . . ?
C13 N1 C2 N6 0.25(19) . . . . ?
C13 N1 C2 N3 -179.41(12) . . . . ?
C13 N1 C14 C15 -2.43(15) . . . . ?
C13 C12 C11 C10 -0.12(19) . . . . ?
C13 C12 C15 C14 -0.73(15) . . . . ?
C13 C8 C7 N6 -11.18(16) . . . . ?
C13 C8 C7 C16 105.88(13) . . . . ?
C13 C8 C7 C26 -131.48(12) . . . . ?
C13 C8 C9 C10 -0.39(19) . . . . ?
C12 C13 C8 C7 -175.45(12) . . . . ?
C12 C13 C8 C9 1.35(19) . . . . ?
C12 C11 C10 C9 1.0(2) . . . . ?
C16 C21 C20 C19 -0.4(2) . . . . ?
C16 C17 C18 C19 0.0(2) . . . . ?
C5 N6 C2 N3 1.88(14) . . . . ?
C5 N6 C2 N1 -177.82(11) . . . . ?
C5 N6 C7 C16 64.61(15) . . . . ?
C5 N6 C7 C8 -179.44(11) . . . . ?
C5 N6 C7 C26 -56.49(16) . . . . ?
C5 C4 C25 C24 -1.14(19) . . . . ?
C5 C22 C23 C24 0.0(2) . . . . ?
C8 C13 C12 C11 -1.1(2) . . . . ?
C8 C13 C12 C15 -179.55(12) . . . . ?
C8 C9 C10 C11 -0.7(2) . . . . ?
C4 N3 C2 N6 -1.53(14) . . . . ?
C4 N3 C2 N1 178.14(13) . . . . ?
C4 C5 C22 C23 -0.86(19) . . . . ?
C4 C25 C24 C23 0.4(2) . . . . ?
C22 C5 C4 N3 -178.09(12) . . . . ?
C22 C5 C4 C25 1.44(19) . . . . ?
C22 C23 C24 C25 0.2(2) . . . . ?
C21 C16 C7 N6 24.47(16) . . . . ?
C21 C16 C7 C8 -91.73(14) . . . . ?
C21 C16 C7 C26 144.29(12) . . . . ?
C21 C16 C17 C18 -0.3(2) . . . . ?
C21 C20 C19 C18 0.1(2) . . . . ?
C7 N6 C2 N3 171.43(11) . . . . ?
C7 N6 C2 N1 -8.27(19) . . . . ?
C7 N6 C5 C4 -171.15(11) . . . . ?
C7 N6 C5 C22 7.3(2) . . . . ?
C7 C16 C21 C20 175.72(12) . . . . ?
C7 C16 C17 C18 -175.45(13) . . . . ?
C7 C8 C9 C10 176.27(12) . . . . ?
C7 C26 C27 C29 -1.5(2) . . . . ?
C7 C26 C27 C28 177.18(13) . . . . ?
C9 C8 C7 N6 172.29(11) . . . . ?
C9 C8 C7 C16 -70.65(15) . . . . ?
C9 C8 C7 C26 51.99(16) . . . . ?
C27 C26 C7 N6 -62.39(18) . . . . ?
C27 C26 C7 C16 177.75(13) . . . . ?
C27 C26 C7 C8 57.20(18) . . . . ?
C11 C12 C15 C14 -178.86(14) . . . . ?
C20 C19 C18 C17 0.1(2) . . . . ?
C17 C16 C21 C20 0.5(2) . . . . ?
C17 C16 C7 N6 -160.47(12) . . . . ?
C17 C16 C7 C8 83.33(15) . . . . ?
C17 C16 C7 C26 -40.65(17) . . . . ?
C14 N1 C2 N6 179.75(12) . . . . ?
C14 N1 C2 N3 0.1(2) . . . . ?
C14 N1 C13 C12 2.10(16) . . . . ?
C14 N1 C13 C8 -179.12(12) . . . . ?
C15 C12 C11 C10 177.87(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.712
_oxdiff_exptl_absorpt_empirical_full_min 0.188
####################################################################### 
# 
# 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_le_0506_190513
_database_code_depnum_ccdc_archive 'CCDC 1996963'
loop_
_audit_author_name
_audit_author_address
'Zhi Zhou'
;Guangzhou Medical University
China
;
_audit_update_record             
;
2020-04-15 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;
_audit_creation_date             2019-05-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H23 N3'
_chemical_formula_sum            'C26 H23 N3'
_chemical_formula_weight         377.47
_chemical_melting_point          ?
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'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.8745(4)
_cell_length_b                   9.2268(2)
_cell_length_c                   14.3520(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.721(2)
_cell_angle_gamma                90
_cell_volume                     1928.65(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19792
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.1040
_cell_measurement_theta_min      3.0700
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.842
_exptl_absorpt_coefficient_mu    0.596
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49044
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1449
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            36054
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.394
_diffrn_reflns_theta_min         3.034
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -118.00 -25.00   0.50    0.05    --  -46.37 -72.00-116.00  186
  2  ω    -68.00  27.00   0.50    0.05    --  -46.37  72.00  13.00  190
  3  ω     25.00 118.00   0.50    0.05    --   46.37  72.00  13.00  186
  4  ω    -25.00  68.00   0.50    0.05    --   46.37 -72.00-116.00  186
  5  ω   -122.00 -27.00   0.50    0.20    -- -100.00  72.00  13.00  190
  6  ω   -173.00 -78.00   0.50    0.20    -- -100.00 -72.00-116.00  190
  7  ω     34.00 129.00   0.50    0.20    --  107.00 -72.00-116.00  190
  8  ω     85.00 178.00   0.50    0.20    --  107.00  72.00  13.00  186
  9  ω   -118.00 -71.00   0.50    0.05    --  -46.37-125.00  30.00   94
 10  ω     32.00 120.00   0.50    0.05    --   46.37  38.00 150.00  176
 11  ω   -115.00 -25.00   0.50    0.20    -- -100.00  30.00-120.00  180
 12  ω   -173.00 -81.00   0.50    0.20    -- -100.00 -94.00 120.00  184
 13  ω   -172.00 -85.00   0.50    0.20    -- -100.00 -45.00 -60.00  174
 14  ω     93.00 178.00   0.50    0.20    --  107.00  45.00  60.00  170
 15  ω     89.00 178.00   0.50    0.20    --  107.00  15.00-120.00  178
 16  ω     90.00 178.00   0.50    0.20    --  107.00  61.00 -30.00  176
 17  ω     34.00 109.00   0.50    0.20    --  107.00 -94.00 -60.00  150
 18  ω     34.00 109.00   0.50    0.20    --  107.00 -94.00-150.00  150
 19  ω     92.00 178.00   0.50    0.20    --  107.00  30.00-180.00  172
 20  ω     83.00 178.00   0.50    0.20    --  107.00  77.00  90.00  190
 21  ω     92.00 178.00   0.50    0.20    --  107.00  30.00 150.00  172
 22  ω     34.00 109.00   0.50    0.20    --  107.00 -94.00-120.00  150
 23  ω     35.00 122.00   0.50    0.20    --  107.00 -45.00-120.00  174
 24  ω     34.00 117.00   0.50    0.20    --  107.00-125.00  90.00  166
 25  ω     93.00 178.00   0.50    0.20    --  107.00  45.00 150.00  170
 26  ω     34.00 109.00   0.50    0.20    --  107.00 -94.00 120.00  150
 27  ω     89.00 178.00   0.50    0.20    --  107.00  15.00 120.00  178
 28  ω     34.00 109.00   0.50    0.20    --  107.00 -94.00 150.00  150
 29  ω     34.00 117.00   0.50    0.20    --  107.00-125.00   0.00  166
 30  ω     34.00 109.00   0.50    0.20    --  107.00 -94.00  90.00  150
 31  ω     23.00 114.00   0.50    0.05    --   46.37  77.00-180.00  182
 32  ω     30.00 118.00   0.50    0.05    --   46.37  57.00 -60.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0917103000
_diffrn_orient_matrix_UB_12      -0.0831486000
_diffrn_orient_matrix_UB_13      -0.0209999000
_diffrn_orient_matrix_UB_21      -0.0396336000
_diffrn_orient_matrix_UB_22      0.1051944000
_diffrn_orient_matrix_UB_23      0.0646725000
_diffrn_orient_matrix_UB_31      -0.0347683000
_diffrn_orient_matrix_UB_32      0.0994788000
_diffrn_orient_matrix_UB_33      -0.0859717000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3669
_reflns_number_total             4047
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4047
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0631
_refine_ls_restrained_S_all      1.070
_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)+(0.0680P)²+1.5704P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1458
_refine_ls_wR_factor_ref         0.1582
_refine_special_details          ?
_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:
 C00A(H00A)
2.b Secondary CH2 refined with riding coordinates:
 C00R(H00N,H00R), C00T(H00V,H00W)
2.c Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00E(H00E), C00F(H00F), C00H(H00H), C00I(H00I), C00J(H00J),
 C00K(H00K), C00L(H00L), C00M(H00M), C00O(H00O), C00P(H00P), C00Q(H00Q)
2.d Idealised Me refined as rotating group:
 C00N(H00B,H00D,H00G), C00S(H00S,H00T,H00U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
N001 N 0.74360(10) 0.34017(15) 0.43123(11) 0.0231(3) Uani 1 1 d . . . . .
N002 N 0.57934(10) 0.36369(16) 0.38469(11) 0.0262(3) Uani 1 1 d . . . . .
N003 N 0.65915(10) 0.14980(16) 0.36186(11) 0.0262(3) Uani 1 1 d . . . . .
C004 C 0.80610(12) 0.23204(18) 0.41962(12) 0.0229(4) Uani 1 1 d . . . . .
C005 C 0.65793(12) 0.28559(19) 0.39163(13) 0.0238(4) Uani 1 1 d . . . . .
C006 C 0.75195(12) 0.11464(19) 0.37822(13) 0.0242(4) Uani 1 1 d . . . . .
C007 C 0.76093(12) 0.57471(18) 0.31007(13) 0.0250(4) Uani 1 1 d . . . . .
C008 C 0.56581(12) 0.51413(19) 0.38830(13) 0.0250(4) Uani 1 1 d . . . . .
C009 C 0.63081(12) 0.62642(19) 0.39888(13) 0.0251(4) Uani 1 1 d . . . . .
C00A C 0.73254(12) 0.60253(19) 0.40536(13) 0.0249(4) Uani 1 1 d . . . . .
H00A H 0.764114 0.690787 0.432423 0.030 Uiso 1 1 calc R . . . .
C00B C 0.81399(12) 0.48993(19) 0.56272(13) 0.0253(4) Uani 1 1 d . . . . .
C00C C 0.69831(13) 0.54756(19) 0.22608(14) 0.0275(4) Uani 1 1 d . . . . .
H00C H 0.635718 0.550114 0.225645 0.033 Uiso 1 1 calc R . . . .
C00D C 0.47227(12) 0.5432(2) 0.37676(13) 0.0279(4) Uani 1 1 d . . . . .
C00E C 0.79551(13) -0.01153(19) 0.35710(13) 0.0270(4) Uani 1 1 d . . . . .
H00E H 0.761540 -0.091381 0.330577 0.032 Uiso 1 1 calc R . . . .
C00F C 0.59685(13) 0.7677(2) 0.40351(13) 0.0272(4) Uani 1 1 d . . . . .
H00F H 0.638017 0.844799 0.412375 0.033 Uiso 1 1 calc R . . . .
C00G C 0.76681(12) 0.47920(18) 0.47353(13) 0.0240(4) Uani 1 1 d . . . . .
C00H C 0.85439(13) 0.5706(2) 0.30865(14) 0.0281(4) Uani 1 1 d . . . . .
H00H H 0.897169 0.589090 0.364281 0.034 Uiso 1 1 calc R . . . .
C00I C 0.90092(12) 0.23042(19) 0.43831(13) 0.0257(4) Uani 1 1 d . . . . .
H00I H 0.935162 0.310120 0.464650 0.031 Uiso 1 1 calc R . . . .
C00J C 0.94254(13) 0.1046(2) 0.41599(13) 0.0281(4) Uani 1 1 d . . . . .
H00J H 1.006284 0.099492 0.427396 0.034 Uiso 1 1 calc R . . . .
C00K C 0.89066(13) -0.0150(2) 0.37661(13) 0.0282(4) Uani 1 1 d . . . . .
H00K H 0.920611 -0.098551 0.363240 0.034 Uiso 1 1 calc R . . . .
C00L C 0.72837(14) 0.5165(2) 0.14248(14) 0.0303(4) Uani 1 1 d . . . . .
H00L H 0.685789 0.498813 0.086593 0.036 Uiso 1 1 calc R . . . .
C00M C 0.82129(14) 0.5119(2) 0.14218(15) 0.0303(4) Uani 1 1 d . . . . .
H00M H 0.841333 0.490478 0.086436 0.036 Uiso 1 1 calc R . . . .
C00N C 0.83615(13) 0.3611(2) 0.62779(14) 0.0303(4) Uani 1 1 d . . . . .
H00B H 0.800419 0.279272 0.600398 0.045 Uiso 1 1 calc GR . . . .
H00D H 0.821873 0.383260 0.688509 0.045 Uiso 1 1 calc GR . . . .
H00G H 0.900283 0.338516 0.635935 0.045 Uiso 1 1 calc GR . . . .
C00O C 0.50424(13) 0.7962(2) 0.39533(14) 0.0305(4) Uani 1 1 d . . . . .
H00O H 0.484427 0.891023 0.399989 0.037 Uiso 1 1 calc R . . . .
C00P C 0.44067(13) 0.6840(2) 0.38020(14) 0.0312(4) Uani 1 1 d . . . . .
H00P H 0.378187 0.702983 0.372538 0.037 Uiso 1 1 calc R . . . .
C00Q C 0.88434(13) 0.5396(2) 0.22578(15) 0.0314(4) Uani 1 1 d . . . . .
H00Q H 0.946892 0.537200 0.226025 0.038 Uiso 1 1 calc R . . . .
C00R C 0.49048(12) 0.2872(2) 0.35765(14) 0.0280(4) Uani 1 1 d . . . . .
H00N H 0.485446 0.211198 0.403008 0.034 Uiso 1 1 calc R . . . .
H00R H 0.483705 0.244640 0.294811 0.034 Uiso 1 1 calc R . . . .
C00S C 0.84875(14) 0.6317(2) 0.60787(14) 0.0320(4) Uani 1 1 d . . . . .
H00S H 0.846209 0.704099 0.559363 0.048 Uiso 1 1 calc GR . . . .
H00T H 0.911060 0.620250 0.641532 0.048 Uiso 1 1 calc GR . . . .
H00U H 0.811177 0.661245 0.651528 0.048 Uiso 1 1 calc GR . . . .
C00T C 0.41785(13) 0.4052(2) 0.35869(14) 0.0324(4) Uani 1 1 d . . . . .
H00V H 0.374762 0.409216 0.298149 0.039 Uiso 1 1 calc R . . . .
H00W H 0.384219 0.387329 0.408808 0.039 Uiso 1 1 calc R . . . .


_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
N001 C004 1.397(2) . ?
N001 C005 1.381(2) . ?
N001 C00G 1.431(2) . ?
N002 C005 1.360(2) . ?
N002 C008 1.405(2) . ?
N002 C00R 1.479(2) . ?
N003 C005 1.325(2) . ?
N003 C006 1.391(2) . ?
C004 C006 1.407(2) . ?
C004 C00I 1.381(2) . ?
C006 C00E 1.395(2) . ?
C007 C00A 1.533(2) . ?
C007 C00C 1.388(3) . ?
C007 C00H 1.395(3) . ?
C008 C009 1.404(3) . ?
C008 C00D 1.394(3) . ?
C009 C00A 1.513(2) . ?
C009 C00F 1.405(2) . ?
C00A H00A 0.9800 . ?
C00A C00G 1.520(2) . ?
C00B C00G 1.333(3) . ?
C00B C00N 1.507(3) . ?
C00B C00S 1.504(2) . ?
C00C H00C 0.9300 . ?
C00C C00L 1.393(3) . ?
C00D C00P 1.386(3) . ?
C00D C00T 1.503(3) . ?
C00E H00E 0.9300 . ?
C00E C00K 1.386(3) . ?
C00F H00F 0.9300 . ?
C00F C00O 1.384(3) . ?
C00H H00H 0.9300 . ?
C00H C00Q 1.382(3) . ?
C00I H00I 0.9300 . ?
C00I C00J 1.383(3) . ?
C00J H00J 0.9300 . ?
C00J C00K 1.398(3) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00L C00M 1.384(3) . ?
C00M H00M 0.9300 . ?
C00M C00Q 1.388(3) . ?
C00N H00B 0.9600 . ?
C00N H00D 0.9600 . ?
C00N H00G 0.9600 . ?
C00O H00O 0.9300 . ?
C00O C00P 1.389(3) . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00R H00N 0.9700 . ?
C00R H00R 0.9700 . ?
C00R C00T 1.536(3) . ?
C00S H00S 0.9600 . ?
C00S H00T 0.9600 . ?
C00S H00U 0.9600 . ?
C00T H00V 0.9700 . ?
C00T H00W 0.9700 . ?

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
C004 N001 C00G 125.58(14) . . ?
C005 N001 C004 105.75(14) . . ?
C005 N001 C00G 128.65(15) . . ?
C005 N002 C008 130.42(15) . . ?
C005 N002 C00R 118.40(15) . . ?
C008 N002 C00R 110.74(15) . . ?
C005 N003 C006 104.14(14) . . ?
N001 C004 C006 105.21(15) . . ?
C00I C004 N001 131.52(16) . . ?
C00I C004 C006 123.22(16) . . ?
N002 C005 N001 123.01(16) . . ?
N003 C005 N001 113.94(15) . . ?
N003 C005 N002 123.05(16) . . ?
N003 C006 C004 110.80(15) . . ?
N003 C006 C00E 130.30(17) . . ?
C00E C006 C004 118.86(16) . . ?
C00C C007 C00A 123.16(16) . . ?
C00C C007 C00H 118.52(17) . . ?
C00H C007 C00A 118.26(16) . . ?
C009 C008 N002 129.22(16) . . ?
C00D C008 N002 109.45(16) . . ?
C00D C008 C009 121.31(17) . . ?
C008 C009 C00A 123.86(16) . . ?
C008 C009 C00F 116.34(17) . . ?
C00F C009 C00A 119.80(16) . . ?
C007 C00A H00A 107.2 . . ?
C009 C00A C007 115.02(15) . . ?
C009 C00A H00A 107.2 . . ?
C009 C00A C00G 110.43(14) . . ?
C00G C00A C007 109.38(14) . . ?
C00G C00A H00A 107.2 . . ?
C00G C00B C00N 122.89(16) . . ?
C00G C00B C00S 123.11(16) . . ?
C00S C00B C00N 113.99(16) . . ?
C007 C00C H00C 119.7 . . ?
C007 C00C C00L 120.59(17) . . ?
C00L C00C H00C 119.7 . . ?
C008 C00D C00T 110.30(16) . . ?
C00P C00D C008 120.94(18) . . ?
C00P C00D C00T 128.74(17) . . ?
C006 C00E H00E 120.8 . . ?
C00K C00E C006 118.38(17) . . ?
C00K C00E H00E 120.8 . . ?
C009 C00F H00F 118.9 . . ?
C00O C00F C009 122.23(18) . . ?
C00O C00F H00F 118.9 . . ?
N001 C00G C00A 112.19(15) . . ?
C00B C00G N001 120.57(16) . . ?
C00B C00G C00A 127.23(16) . . ?
C007 C00H H00H 119.5 . . ?
C00Q C00H C007 120.96(18) . . ?
C00Q C00H H00H 119.5 . . ?
C004 C00I H00I 121.6 . . ?
C004 C00I C00J 116.84(17) . . ?
C00J C00I H00I 121.6 . . ?
C00I C00J H00J 119.4 . . ?
C00I C00J C00K 121.29(17) . . ?
C00K C00J H00J 119.4 . . ?
C00E C00K C00J 121.38(17) . . ?
C00E C00K H00K 119.3 . . ?
C00J C00K H00K 119.3 . . ?
C00C C00L H00L 119.8 . . ?
C00M C00L C00C 120.32(18) . . ?
C00M C00L H00L 119.8 . . ?
C00L C00M H00M 120.3 . . ?
C00L C00M C00Q 119.44(18) . . ?
C00Q C00M H00M 120.3 . . ?
C00B C00N H00B 109.5 . . ?
C00B C00N H00D 109.5 . . ?
C00B C00N H00G 109.5 . . ?
H00B C00N H00D 109.5 . . ?
H00B C00N H00G 109.5 . . ?
H00D C00N H00G 109.5 . . ?
C00F C00O H00O 119.8 . . ?
C00F C00O C00P 120.42(18) . . ?
C00P C00O H00O 119.8 . . ?
C00D C00P C00O 118.63(17) . . ?
C00D C00P H00P 120.7 . . ?
C00O C00P H00P 120.7 . . ?
C00H C00Q C00M 120.17(18) . . ?
C00H C00Q H00Q 119.9 . . ?
C00M C00Q H00Q 119.9 . . ?
N002 C00R H00N 110.8 . . ?
N002 C00R H00R 110.8 . . ?
N002 C00R C00T 104.61(15) . . ?
H00N C00R H00R 108.9 . . ?
C00T C00R H00N 110.8 . . ?
C00T C00R H00R 110.8 . . ?
C00B C00S H00S 109.5 . . ?
C00B C00S H00T 109.5 . . ?
C00B C00S H00U 109.5 . . ?
H00S C00S H00T 109.5 . . ?
H00S C00S H00U 109.5 . . ?
H00T C00S H00U 109.5 . . ?
C00D C00T C00R 104.31(15) . . ?
C00D C00T H00V 110.9 . . ?
C00D C00T H00W 110.9 . . ?
C00R C00T H00V 110.9 . . ?
C00R C00T H00W 110.9 . . ?
H00V C00T H00W 108.9 . . ?

_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 2.286
_oxdiff_exptl_absorpt_empirical_full_min 0.487
