# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_k20171127a
_database_code_depnum_ccdc_archive 'CCDC 1959911'
loop_
_audit_author_name
_audit_author_address
'Xiangjun Zheng'
;Beijing Normal University
China
;
_audit_update_record             
;
2019-10-17 deposited with the CCDC.	2020-02-18 downloaded from the CCDC.
;
_audit_creation_date             2018-05-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H27 N O'
_chemical_formula_sum            'C37 H27 N O'
_chemical_formula_weight         501.59
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNO
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      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                   7.0127(2)
_cell_length_b                   10.5362(3)
_cell_length_c                   19.7029(7)
_cell_angle_alpha                74.751(3)
_cell_angle_beta                 87.075(3)
_cell_angle_gamma                72.064(3)
_cell_volume                     1335.57(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5336
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      73.0720
_cell_measurement_theta_min      4.5360
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.572
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9048
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.273
_diffrn_reflns_theta_min         4.556
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00 -17.00   1.00    1.00    --  -41.49 -37.00  60.00   98
  2  ω   -114.00 -18.00   1.00    1.00    --  -41.49 -37.00 150.00   96
  3  ω    -56.00  31.00   1.00    1.00    --  -41.49  57.00 -60.00   87
  4  ω      6.00  74.00   1.00    1.00    --   41.49 -99.00  30.00   68
  5  ω     65.00  91.00   1.00    1.00    --   41.49-125.00 -60.00   26
  6  ω     38.00 128.00   1.00    2.04    --  107.19 -45.00 -60.00   90
  7  ω    103.00 128.00   1.00    2.04    --  107.19 125.00 120.00   25
  8  ω     75.00 167.00   1.00    2.04    --  107.19  77.00-120.00   92
  9  ω     91.00 143.00   1.00    2.04    --  107.19 129.00  -6.00   52
 10  ω     34.00 127.00   1.00    2.04    --  107.19 -77.00 120.00   93
 11  ω     44.00 119.00   1.00    2.04    --  107.19-125.00 120.00   75
 12  ω    153.00 178.00   1.00    2.04    --  107.19 125.00 120.00   25
 13  ω     32.00  58.00   1.00    2.04    --  107.19 -94.00-150.00   26
 14  ω     51.00 121.00   1.00    2.04    --  107.19-125.00 -30.00   70
 15  ω     83.00 170.00   1.00    2.04    --  107.19  45.00 -60.00   87
 16  ω     39.00  75.00   1.00    2.04    --  107.19-125.00   0.00   36
 17  ω     87.00 163.00   1.00    2.04    --  107.19  45.00-180.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0863949000
_diffrn_orient_matrix_UB_12      -0.1328586000
_diffrn_orient_matrix_UB_13      0.0590570000
_diffrn_orient_matrix_UB_21      0.0699088000
_diffrn_orient_matrix_UB_22      -0.0824909000
_diffrn_orient_matrix_UB_23      -0.0554806000
_diffrn_orient_matrix_UB_31      0.2025387000
_diffrn_orient_matrix_UB_32      0.0296476000
_diffrn_orient_matrix_UB_33      -0.0030223000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4611
_reflns_number_total             5191
_reflns_odcompleteness_completeness 99.96
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.250
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0370
_refine_ls_restrained_S_all      1.041
_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)+(0.0482P)²+0.3541P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.0998
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C13(H13), C14(H14),
 C16(H16), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C27(H27),
  C28(H28), C29(H29), C30(H30), C31(H31), C33(H33), C34(H34), C35(H35),
 C36(H36), C37(H37), N1(H1)
;
_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
C1 C 0.34550(17) 0.32774(12) 0.59654(6) 0.0201(2) Uani 1 1 d . . . . .
C2 C 0.40112(18) 0.34731(13) 0.66155(6) 0.0244(3) Uani 1 1 d . . . . .
H2 H 0.4477 0.2711 0.6998 0.029 Uiso 1 1 calc R . . . .
C3 C 0.38658(18) 0.47475(13) 0.66779(6) 0.0239(3) Uani 1 1 d . . . . .
H3 H 0.4252 0.4836 0.7103 0.029 Uiso 1 1 calc R . . . .
C4 C 0.31382(16) 0.59652(12) 0.61120(6) 0.0202(2) Uani 1 1 d . . . . .
C5 C 0.29568(17) 0.72806(13) 0.62009(7) 0.0232(2) Uani 1 1 d . . . . .
H5 H 0.3300 0.7359 0.6635 0.028 Uiso 1 1 calc R . . . .
C6 C 0.22832(18) 0.84473(13) 0.56586(7) 0.0251(3) Uani 1 1 d . . . . .
H6 H 0.2164 0.9311 0.5724 0.030 Uiso 1 1 calc R . . . .
C7 C 0.17761(18) 0.83234(12) 0.50049(7) 0.0244(3) Uani 1 1 d . . . . .
H7 H 0.1334 0.9111 0.4634 0.029 Uiso 1 1 calc R . . . .
C8 C 0.19242(17) 0.70514(12) 0.49048(6) 0.0207(2) Uani 1 1 d . . . . .
H8 H 0.1567 0.6995 0.4468 0.025 Uiso 1 1 calc R . . . .
C9 C 0.26103(16) 0.58312(12) 0.54546(6) 0.0179(2) Uani 1 1 d . . . . .
C10 C 0.27904(16) 0.44658(12) 0.53783(6) 0.0177(2) Uani 1 1 d . . . . .
C11 C 0.24620(16) 0.42630(11) 0.47198(6) 0.0180(2) Uani 1 1 d . . . . .
H11 H 0.2114 0.5022 0.4330 0.022 Uiso 1 1 calc R . . . .
C12 C 0.24438(16) 0.27194(11) 0.40016(6) 0.0172(2) Uani 1 1 d . . . . .
C13 C 0.16148(16) 0.37163(11) 0.33843(6) 0.0187(2) Uani 1 1 d . . . . .
H13 H 0.1110 0.4643 0.3384 0.022 Uiso 1 1 calc R . . . .
C14 C 0.15469(16) 0.33182(12) 0.27700(6) 0.0187(2) Uani 1 1 d . . . . .
H14 H 0.1003 0.3988 0.2359 0.022 Uiso 1 1 calc R . . . .
C15 C 0.22787(16) 0.19311(12) 0.27559(6) 0.0184(2) Uani 1 1 d . . . . .
C16 C 0.30625(17) 0.09416(12) 0.33844(6) 0.0198(2) Uani 1 1 d . . . . .
H16 H 0.3531 0.0011 0.3390 0.024 Uiso 1 1 calc R . . . .
C17 C 0.31485(17) 0.13329(11) 0.39973(6) 0.0190(2) Uani 1 1 d . . . . .
H17 H 0.3682 0.0664 0.4410 0.023 Uiso 1 1 calc R . . . .
C18 C 0.21728(17) 0.14931(12) 0.21013(6) 0.0198(2) Uani 1 1 d . . . . .
C19 C 0.15158(18) 0.02318(12) 0.22003(6) 0.0205(2) Uani 1 1 d . . . . .
C20 C -0.00508(18) 0.00518(13) 0.26432(6) 0.0235(2) Uani 1 1 d . . . . .
H20 H -0.0703 0.0729 0.2871 0.028 Uiso 1 1 calc R . . . .
C21 C -0.0651(2) -0.11259(14) 0.27494(7) 0.0307(3) Uani 1 1 d . . . . .
H21 H -0.1714 -0.1227 0.3039 0.037 Uiso 1 1 calc R . . . .
C22 C 0.0346(2) -0.21507(14) 0.24205(7) 0.0334(3) Uani 1 1 d . . . . .
H22 H -0.0057 -0.2936 0.2486 0.040 Uiso 1 1 calc R . . . .
C23 C 0.1941(2) -0.20033(13) 0.19954(7) 0.0318(3) Uani 1 1 d . . . . .
H23 H 0.2623 -0.2697 0.1782 0.038 Uiso 1 1 calc R . . . .
C24 C 0.25190(19) -0.08222(13) 0.18878(6) 0.0254(3) Uani 1 1 d . . . . .
H24 H 0.3593 -0.0732 0.1603 0.031 Uiso 1 1 calc R . . . .
C25 C 0.26808(17) 0.21779(12) 0.14700(6) 0.0209(2) Uani 1 1 d . . . . .
C26 C 0.38220(18) 0.31854(12) 0.14114(6) 0.0215(2) Uani 1 1 d . . . . .
C27 C 0.55942(18) 0.28017(13) 0.18107(7) 0.0245(3) Uani 1 1 d . . . . .
H27 H 0.6005 0.1941 0.2133 0.029 Uiso 1 1 calc R . . . .
C28 C 0.67516(19) 0.36836(14) 0.17338(7) 0.0287(3) Uani 1 1 d . . . . .
H28 H 0.7925 0.3413 0.2005 0.034 Uiso 1 1 calc R . . . .
C29 C 0.6159(2) 0.49685(14) 0.12524(7) 0.0313(3) Uani 1 1 d . . . . .
H29 H 0.6932 0.5563 0.1200 0.038 Uiso 1 1 calc R . . . .
C30 C 0.4408(2) 0.53606(13) 0.08505(7) 0.0313(3) Uani 1 1 d . . . . .
H30 H 0.4006 0.6222 0.0528 0.038 Uiso 1 1 calc R . . . .
C31 C 0.3246(2) 0.44762(13) 0.09259(7) 0.0269(3) Uani 1 1 d . . . . .
H31 H 0.2079 0.4748 0.0651 0.032 Uiso 1 1 calc R . . . .
C32 C 0.22872(19) 0.19358(12) 0.07851(6) 0.0234(2) Uani 1 1 d . . . . .
C33 C 0.3790(2) 0.18218(13) 0.02930(7) 0.0301(3) Uani 1 1 d . . . . .
H33 H 0.5028 0.1886 0.0399 0.036 Uiso 1 1 calc R . . . .
C34 C 0.3464(3) 0.16136(15) -0.03519(7) 0.0385(3) Uani 1 1 d . . . . .
H34 H 0.4486 0.1533 -0.0673 0.046 Uiso 1 1 calc R . . . .
C35 C 0.1635(3) 0.15252(15) -0.05203(7) 0.0406(4) Uani 1 1 d . . . . .
H35 H 0.1418 0.1387 -0.0953 0.049 Uiso 1 1 calc R . . . .
C36 C 0.0118(2) 0.16449(15) -0.00383(8) 0.0378(3) Uani 1 1 d . . . . .
H36 H -0.1119 0.1585 -0.0150 0.045 Uiso 1 1 calc R . . . .
C37 C 0.0431(2) 0.18528(14) 0.06076(7) 0.0297(3) Uani 1 1 d . . . . .
H37 H -0.0600 0.1938 0.0925 0.036 Uiso 1 1 calc R . . . .
N1 N 0.26316(14) 0.30374(10) 0.46401(5) 0.0182(2) Uani 1 1 d . . . . .
H1 H 0.2882 0.2363 0.5014 0.022 Uiso 1 1 calc R . . . .
O1 O 0.36081(13) 0.20458(8) 0.59282(4) 0.02417(19) Uani 1 1 d . . . . .


_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
C1 C2 1.4405(16) . ?
C1 C10 1.4342(16) . ?
C1 O1 1.2900(14) . ?
C2 H2 0.9300 . ?
C2 C3 1.3526(17) . ?
C3 H3 0.9300 . ?
C3 C4 1.4325(17) . ?
C4 C5 1.4087(16) . ?
C4 C9 1.4185(16) . ?
C5 H5 0.9300 . ?
C5 C6 1.3707(18) . ?
C6 H6 0.9300 . ?
C6 C7 1.4022(18) . ?
C7 H7 0.9300 . ?
C7 C8 1.3774(16) . ?
C8 H8 0.9300 . ?
C8 C9 1.4133(16) . ?
C9 C10 1.4519(15) . ?
C10 C11 1.4101(15) . ?
C11 H11 0.9300 . ?
C11 N1 1.3101(15) . ?
C12 C13 1.3945(16) . ?
C12 C17 1.3927(16) . ?
C12 N1 1.4064(14) . ?
C13 H13 0.9300 . ?
C13 C14 1.3887(15) . ?
C14 H14 0.9300 . ?
C14 C15 1.3993(16) . ?
C15 C16 1.4000(16) . ?
C15 C18 1.4921(15) . ?
C16 H16 0.9300 . ?
C16 C17 1.3844(16) . ?
C17 H17 0.9300 . ?
C18 C19 1.4992(16) . ?
C18 C25 1.3548(17) . ?
C19 C20 1.3957(17) . ?
C19 C24 1.3933(17) . ?
C20 H20 0.9300 . ?
C20 C21 1.3919(17) . ?
C21 H21 0.9300 . ?
C21 C22 1.390(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.385(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.3861(18) . ?
C24 H24 0.9300 . ?
C25 C26 1.4933(16) . ?
C25 C32 1.4915(16) . ?
C26 C27 1.3964(17) . ?
C26 C31 1.3945(17) . ?
C27 H27 0.9300 . ?
C27 C28 1.3867(18) . ?
C28 H28 0.9300 . ?
C28 C29 1.387(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.386(2) . ?
C30 H30 0.9300 . ?
C30 C31 1.3920(18) . ?
C31 H31 0.9300 . ?
C32 C33 1.3942(18) . ?
C32 C37 1.3993(18) . ?
C33 H33 0.9300 . ?
C33 C34 1.3863(19) . ?
C34 H34 0.9300 . ?
C34 C35 1.377(2) . ?
C35 H35 0.9300 . ?
C35 C36 1.388(2) . ?
C36 H36 0.9300 . ?
C36 C37 1.3857(18) . ?
C37 H37 0.9300 . ?
N1 H1 0.8600 . ?

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
C10 C1 C2 118.28(10) . . ?
O1 C1 C2 119.12(10) . . ?
O1 C1 C10 122.58(10) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.03(11) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 118.8 . . ?
C2 C3 C4 122.34(11) . . ?
C4 C3 H3 118.8 . . ?
C5 C4 C3 120.86(11) . . ?
C5 C4 C9 120.08(11) . . ?
C9 C4 C3 119.06(10) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.08(11) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C7 119.23(11) . . ?
C7 C6 H6 120.4 . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 120.92(11) . . ?
C8 C7 H7 119.5 . . ?
C7 C8 H8 119.5 . . ?
C7 C8 C9 121.09(11) . . ?
C9 C8 H8 119.5 . . ?
C4 C9 C10 119.04(10) . . ?
C8 C9 C4 117.59(10) . . ?
C8 C9 C10 123.37(10) . . ?
C1 C10 C9 120.18(10) . . ?
C11 C10 C1 118.48(10) . . ?
C11 C10 C9 121.17(10) . . ?
C10 C11 H11 119.0 . . ?
N1 C11 C10 122.02(10) . . ?
N1 C11 H11 119.0 . . ?
C13 C12 N1 123.32(10) . . ?
C17 C12 C13 119.47(10) . . ?
C17 C12 N1 117.21(10) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.64(10) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.46(10) . . ?
C15 C14 H14 119.3 . . ?
C14 C15 C16 118.09(10) . . ?
C14 C15 C18 121.74(10) . . ?
C16 C15 C18 120.14(10) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.72(10) . . ?
C17 C16 H16 119.6 . . ?
C12 C17 H17 119.7 . . ?
C16 C17 C12 120.60(10) . . ?
C16 C17 H17 119.7 . . ?
C15 C18 C19 115.09(10) . . ?
C25 C18 C15 121.80(10) . . ?
C25 C18 C19 123.10(10) . . ?
C20 C19 C18 120.40(10) . . ?
C24 C19 C18 121.16(11) . . ?
C24 C19 C20 118.34(11) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 120.96(12) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.61(13) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.03(12) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.00(12) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 H24 119.5 . . ?
C23 C24 C19 121.02(12) . . ?
C23 C24 H24 119.5 . . ?
C18 C25 C26 121.83(10) . . ?
C18 C25 C32 123.90(11) . . ?
C32 C25 C26 114.15(10) . . ?
C27 C26 C25 119.85(11) . . ?
C31 C26 C25 121.53(11) . . ?
C31 C26 C27 118.44(11) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 C26 121.09(12) . . ?
C28 C27 H27 119.5 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.01(12) . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.2 . . ?
C30 C29 C28 119.52(12) . . ?
C30 C29 H29 120.2 . . ?
C29 C30 H30 119.7 . . ?
C29 C30 C31 120.57(12) . . ?
C31 C30 H30 119.7 . . ?
C26 C31 H31 119.8 . . ?
C30 C31 C26 120.36(12) . . ?
C30 C31 H31 119.8 . . ?
C33 C32 C25 119.51(11) . . ?
C33 C32 C37 118.25(12) . . ?
C37 C32 C25 122.21(11) . . ?
C32 C33 H33 119.5 . . ?
C34 C33 C32 120.94(13) . . ?
C34 C33 H33 119.5 . . ?
C33 C34 H34 119.8 . . ?
C35 C34 C33 120.38(14) . . ?
C35 C34 H34 119.8 . . ?
C34 C35 H35 120.3 . . ?
C34 C35 C36 119.44(13) . . ?
C36 C35 H35 120.3 . . ?
C35 C36 H36 119.7 . . ?
C37 C36 C35 120.57(14) . . ?
C37 C36 H36 119.7 . . ?
C32 C37 H37 119.8 . . ?
C36 C37 C32 120.40(13) . . ?
C36 C37 H37 119.8 . . ?
C11 N1 C12 126.24(10) . . ?
C11 N1 H1 116.9 . . ?
C12 N1 H1 116.9 . . ?

_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 1.309
_oxdiff_exptl_absorpt_empirical_full_min 0.766
####################################################################### 
# 
# 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_20190507a
_database_code_depnum_ccdc_archive 'CCDC 1973186'
loop_
_audit_author_name
_audit_author_address
'Xiangjun Zheng'
;Beijing Normal University
China
;
_audit_update_record             
;
2019-12-20 deposited with the CCDC.	2020-02-18 downloaded from the CCDC.
;
_audit_creation_date             2019-05-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H27 N O'
_chemical_formula_sum            'C37 H27 N O'
_chemical_formula_weight         501.59
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N'
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      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                   9.2294(4)
_cell_length_b                   12.1005(5)
_cell_length_c                   12.2959(4)
_cell_angle_alpha                83.684(3)
_cell_angle_beta                 70.940(4)
_cell_angle_gamma                86.467(4)
_cell_volume                     1289.57(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4557
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      71.4550
_cell_measurement_theta_min      5.0340
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.916
_exptl_absorpt_coefficient_mu    0.593
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.15915
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.15
_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  0.1003
_diffrn_reflns_av_unetI/netI     0.0895
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8751
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.210
_diffrn_reflns_theta_min         3.676
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00  30.00   1.00    3.88    --  -41.49  57.00  30.00   90
  2  ω    -86.00 -48.00   1.00    3.88    --  -41.49 125.00  90.00   38
  3  ω   -110.00 -13.00   1.00    3.88    --  -41.49 -57.00-120.00   97
  4  ω     26.00  54.00   1.00    3.88    --   41.49-125.00-150.00   28
  5  ω    -33.00  64.00   1.00    3.88    --   41.49 -37.00  90.00   97
  6  ω    142.00 168.00   1.00   15.54    --  104.69  30.00  60.00   26
  7  ω     39.00 118.00   1.00   15.54    --  104.69-125.00 -60.00   79
  8  ω     44.00  70.00   1.00   15.54    --  104.69-125.00  60.00   26
  9  ω     37.00 126.00   1.00   15.54    --  104.69 -61.00 -90.00   89
 10  ω     36.00  98.00   1.00   15.54    --  104.69 -77.00 150.00   62
 11  ω     99.00 163.00   1.00   15.54    --  104.69 125.00-120.00   64
 12  ω    118.00 176.00   1.00   15.54    --  104.69 125.00-180.00   58
 13  ω     76.00 105.00   1.00   15.54    --  104.69 -94.00  90.00   29
 14  ω     92.00 177.00   1.00   15.54    --  104.69  61.00 -30.00   85
 15  ω     89.00 115.00   1.00   15.54    --  104.69-125.00  60.00   26
 16  ω     79.00 116.00   1.00   15.54    --  104.69  30.00-180.00   37
 17  ω    144.00 177.00   1.00   15.54    --  104.69  30.00-180.00   33
 18  ω     79.00 157.00   1.00   15.54    --  104.69  45.00 -60.00   78
 19  ω     79.00 178.00   1.00   15.54    --  104.69  77.00-150.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0538522000
_diffrn_orient_matrix_UB_12      -0.0391773000
_diffrn_orient_matrix_UB_13      0.1043976000
_diffrn_orient_matrix_UB_21      0.1579485000
_diffrn_orient_matrix_UB_22      -0.0336228000
_diffrn_orient_matrix_UB_23      -0.0826225000
_diffrn_orient_matrix_UB_31      0.0579928000
_diffrn_orient_matrix_UB_32      0.1172787000
_diffrn_orient_matrix_UB_33      -0.0026756000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4056
_reflns_number_total             4913
_reflns_odcompleteness_completeness 99.98
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (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    ?
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         4913
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0660
_refine_ls_restrained_S_all      1.067
_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)+(0.1017P)²+0.5170P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1769
_refine_ls_wR_factor_ref         0.1903
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C15) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C12) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C14(H14), C27(H27), C37(H37), C20(H20), C11(H11), C13(H13),
 C16(H16), C24(H24), C36(H36), C23(H23), C33(H33), C28(H28), C3(H3), C21(H21),
 C31(H31), C7(H7), C2(H2), C22(H22), C6(H6), C34(H34), C35(H35), C8(H8), C5(H5),
  C29(H29), C30(H30)
3.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
O1 O 0.19570(18) 0.59297(13) 0.69382(13) 0.0230(4) Uani 1 1 d . . . . .
H1 H 0.2708 0.5507 0.6849 0.034 Uiso 1 1 calc GR . . . .
N1 N 0.3497(2) 0.41565(15) 0.72779(15) 0.0174(4) Uani 1 1 d . . . . .
C32 C 1.1235(2) 0.04836(17) 0.68418(16) 0.0145(4) Uani 1 1 d . . . . .
C18 C 0.9332(2) 0.19001(17) 0.64632(16) 0.0145(4) Uani 1 1 d . . . . .
C17 C 0.5464(2) 0.32152(17) 0.80372(17) 0.0161(4) Uani 1 1 d . . . . .
H17 H 0.4878 0.3352 0.8786 0.019 Uiso 1 1 calc R . . . .
C26 C 0.8442(2) 0.02796(17) 0.79459(17) 0.0162(4) Uani 1 1 d . . . . .
C19 C 1.0551(2) 0.25100(17) 0.55228(16) 0.0143(4) Uani 1 1 d . . . . .
C25 C 0.9639(2) 0.09476(17) 0.70496(17) 0.0155(4) Uani 1 1 d . . . . .
C15 C 0.7769(2) 0.24405(16) 0.67242(16) 0.0134(4) Uani 1 1 d . U . . .
C14 C 0.7222(2) 0.28187(17) 0.58059(16) 0.0153(4) Uani 1 1 d . . . . .
H14 H 0.7816 0.2697 0.5055 0.018 Uiso 1 1 calc R . . . .
C12 C 0.4915(2) 0.35647(17) 0.71199(17) 0.0151(4) Uani 1 1 d . U . . .
C1 C 0.0762(2) 0.54772(18) 0.77726(17) 0.0183(4) Uani 1 1 d . . . . .
C27 C 0.7151(2) -0.00700(17) 0.77363(18) 0.0185(4) Uani 1 1 d . . . . .
H27 H 0.7017 0.0132 0.7023 0.022 Uiso 1 1 calc R . . . .
C37 C 1.1547(2) -0.06417(18) 0.66680(18) 0.0187(4) Uani 1 1 d . . . . .
H37 H 1.0754 -0.1096 0.6702 0.022 Uiso 1 1 calc R . . . .
C20 C 1.0746(2) 0.36353(17) 0.56041(18) 0.0179(4) Uani 1 1 d . . . . .
H20 H 1.0084 0.3990 0.6218 0.021 Uiso 1 1 calc R . . . .
C10 C 0.0835(2) 0.44225(17) 0.83606(17) 0.0162(4) Uani 1 1 d . . . . .
C11 C 0.2302(2) 0.38246(17) 0.81144(17) 0.0152(4) Uani 1 1 d . . . . .
H11 H 0.2382 0.3178 0.8578 0.018 Uiso 1 1 calc R . . . .
C13 C 0.5813(2) 0.33707(17) 0.59977(17) 0.0161(4) Uani 1 1 d . . . . .
H13 H 0.5466 0.3612 0.5379 0.019 Uiso 1 1 calc R . . . .
C9 C -0.0515(2) 0.39780(18) 0.92174(17) 0.0169(4) Uani 1 1 d . . . . .
C16 C 0.6878(2) 0.26656(17) 0.78411(17) 0.0164(4) Uani 1 1 d . . . . .
H16 H 0.7235 0.2445 0.8459 0.020 Uiso 1 1 calc R . . . .
C24 C 1.1509(2) 0.20101(18) 0.45663(17) 0.0181(4) Uani 1 1 d . . . . .
H24 H 1.1373 0.1272 0.4486 0.022 Uiso 1 1 calc R . . . .
C36 C 1.3030(3) -0.10884(19) 0.64449(18) 0.0210(4) Uani 1 1 d . . . . .
H36 H 1.3229 -0.1833 0.6314 0.025 Uiso 1 1 calc R . . . .
C23 C 1.2662(2) 0.26059(19) 0.37347(18) 0.0214(5) Uani 1 1 d . . . . .
H23 H 1.3291 0.2265 0.3098 0.026 Uiso 1 1 calc R . . . .
C33 C 1.2434(2) 0.11360(17) 0.68378(18) 0.0179(4) Uani 1 1 d . . . . .
H33 H 1.2241 0.1880 0.6975 0.021 Uiso 1 1 calc R . . . .
C4 C -0.1908(2) 0.46330(18) 0.94867(18) 0.0193(4) Uani 1 1 d . . . . .
C28 C 0.6067(3) -0.07132(18) 0.8578(2) 0.0245(5) Uani 1 1 d . . . . .
H28 H 0.5215 -0.0942 0.8425 0.029 Uiso 1 1 calc R . . . .
C3 C -0.1911(2) 0.57015(19) 0.8882(2) 0.0234(5) Uani 1 1 d . . . . .
H3 H -0.2811 0.6134 0.9058 0.028 Uiso 1 1 calc R . . . .
C21 C 1.1910(3) 0.42219(19) 0.4782(2) 0.0233(5) Uani 1 1 d . . . . .
H21 H 1.2041 0.4963 0.4856 0.028 Uiso 1 1 calc R . . . .
C31 C 0.8619(2) -0.00456(19) 0.90245(19) 0.0226(5) Uani 1 1 d . . . . .
H31 H 0.9483 0.0164 0.9174 0.027 Uiso 1 1 calc R . . . .
C7 C -0.1876(3) 0.2513(2) 1.06436(19) 0.0242(5) Uani 1 1 d . . . . .
H7 H -0.1871 0.1805 1.1023 0.029 Uiso 1 1 calc R . . . .
C2 C -0.0637(3) 0.61113(19) 0.8054(2) 0.0227(5) Uani 1 1 d . . . . .
H2 H -0.0681 0.6812 0.7669 0.027 Uiso 1 1 calc R . . . .
C22 C 1.2888(2) 0.3712(2) 0.3844(2) 0.0243(5) Uani 1 1 d . . . . .
H22 H 1.3682 0.4103 0.3297 0.029 Uiso 1 1 calc R . . . .
C6 C -0.3230(2) 0.3178(2) 1.09251(19) 0.0235(5) Uani 1 1 d . . . . .
H6 H -0.4112 0.2917 1.1497 0.028 Uiso 1 1 calc R . . . .
C34 C 1.3909(2) 0.0687(2) 0.6632(2) 0.0231(5) Uani 1 1 d . . . . .
H34 H 1.4696 0.1129 0.6637 0.028 Uiso 1 1 calc R . . . .
C35 C 1.4210(2) -0.0419(2) 0.64191(18) 0.0223(5) Uani 1 1 d . . . . .
H35 H 1.5205 -0.0713 0.6259 0.027 Uiso 1 1 calc R . . . .
C8 C -0.0563(2) 0.28999(19) 0.98157(18) 0.0207(4) Uani 1 1 d . . . . .
H8 H 0.0316 0.2445 0.9642 0.025 Uiso 1 1 calc R . . . .
C5 C -0.3236(2) 0.42130(19) 1.03466(19) 0.0222(5) Uani 1 1 d . . . . .
H5 H -0.4134 0.4648 1.0525 0.027 Uiso 1 1 calc R . . . .
C29 C 0.6252(3) -0.1017(2) 0.9648(2) 0.0296(5) Uani 1 1 d . . . . .
H29 H 0.5524 -0.1449 1.0213 0.036 Uiso 1 1 calc R . . . .
C30 C 0.7526(3) -0.0675(2) 0.9872(2) 0.0295(5) Uani 1 1 d . . . . .
H30 H 0.7646 -0.0869 1.0591 0.035 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
O1 H1 0.8200 . ?
O1 C1 1.334(3) . ?
N1 C12 1.418(3) . ?
N1 C11 1.288(3) . ?
C32 C25 1.495(3) . ?
C32 C37 1.399(3) . ?
C32 C33 1.396(3) . ?
C18 C19 1.487(3) . ?
C18 C25 1.356(3) . ?
C18 C15 1.496(3) . ?
C17 H17 0.9300 . ?
C17 C12 1.397(3) . ?
C17 C16 1.387(3) . ?
C26 C25 1.486(3) . ?
C26 C27 1.397(3) . ?
C26 C31 1.400(3) . ?
C19 C20 1.403(3) . ?
C19 C24 1.394(3) . ?
C15 C14 1.404(3) . ?
C15 C16 1.398(3) . ?
C14 H14 0.9300 . ?
C14 C13 1.386(3) . ?
C12 C13 1.395(3) . ?
C1 C10 1.405(3) . ?
C1 C2 1.422(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.385(3) . ?
C37 H37 0.9300 . ?
C37 C36 1.392(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.381(3) . ?
C10 C11 1.452(3) . ?
C10 C9 1.433(3) . ?
C11 H11 0.9300 . ?
C13 H13 0.9300 . ?
C9 C4 1.430(3) . ?
C9 C8 1.421(3) . ?
C16 H16 0.9300 . ?
C24 H24 0.9300 . ?
C24 C23 1.385(3) . ?
C36 H36 0.9300 . ?
C36 C35 1.387(3) . ?
C23 H23 0.9300 . ?
C23 C22 1.394(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.388(3) . ?
C4 C3 1.419(3) . ?
C4 C5 1.411(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.389(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.357(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.391(3) . ?
C31 H31 0.9300 . ?
C31 C30 1.384(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.409(3) . ?
C7 C8 1.372(3) . ?
C2 H2 0.9300 . ?
C22 H22 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.371(3) . ?
C34 H34 0.9300 . ?
C34 C35 1.386(3) . ?
C35 H35 0.9300 . ?
C8 H8 0.9300 . ?
C5 H5 0.9300 . ?
C29 H29 0.9300 . ?
C29 C30 1.388(4) . ?
C30 H30 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
C1 O1 H1 109.5 . . ?
C11 N1 C12 119.59(17) . . ?
C37 C32 C25 119.63(17) . . ?
C33 C32 C25 121.95(18) . . ?
C33 C32 C37 118.41(18) . . ?
C19 C18 C15 114.58(16) . . ?
C25 C18 C19 122.02(18) . . ?
C25 C18 C15 123.37(18) . . ?
C12 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C12 120.57(18) . . ?
C27 C26 C25 121.95(17) . . ?
C27 C26 C31 118.27(19) . . ?
C31 C26 C25 119.75(18) . . ?
C20 C19 C18 118.57(18) . . ?
C24 C19 C18 122.78(18) . . ?
C24 C19 C20 118.65(18) . . ?
C18 C25 C32 122.09(18) . . ?
C18 C25 C26 123.61(18) . . ?
C26 C25 C32 114.29(16) . . ?
C14 C15 C18 119.00(17) . . ?
C16 C15 C18 122.51(17) . . ?
C16 C15 C14 118.29(18) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 C15 121.23(18) . . ?
C13 C14 H14 119.4 . . ?
C17 C12 N1 122.38(18) . . ?
C13 C12 N1 118.26(17) . . ?
C13 C12 C17 119.31(18) . . ?
O1 C1 C10 123.14(19) . . ?
O1 C1 C2 116.94(18) . . ?
C10 C1 C2 119.92(19) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.9(2) . . ?
C28 C27 H27 119.6 . . ?
C32 C37 H37 119.6 . . ?
C36 C37 C32 120.78(19) . . ?
C36 C37 H37 119.6 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.7(2) . . ?
C21 C20 H20 119.7 . . ?
C1 C10 C11 118.85(18) . . ?
C1 C10 C9 119.73(19) . . ?
C9 C10 C11 121.38(18) . . ?
N1 C11 C10 122.44(18) . . ?
N1 C11 H11 118.8 . . ?
C10 C11 H11 118.8 . . ?
C14 C13 C12 119.94(18) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C4 C9 C10 119.26(19) . . ?
C8 C9 C10 123.55(19) . . ?
C8 C9 C4 117.19(19) . . ?
C17 C16 C15 120.63(18) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.4(2) . . ?
C23 C24 H24 119.8 . . ?
C37 C36 H36 120.1 . . ?
C35 C36 C37 119.8(2) . . ?
C35 C36 H36 120.1 . . ?
C24 C23 H23 119.7 . . ?
C24 C23 C22 120.6(2) . . ?
C22 C23 H23 119.7 . . ?
C32 C33 H33 119.6 . . ?
C34 C33 C32 120.78(19) . . ?
C34 C33 H33 119.6 . . ?
C3 C4 C9 118.7(2) . . ?
C5 C4 C9 119.7(2) . . ?
C5 C4 C3 121.6(2) . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.1(2) . . ?
C29 C28 H28 119.9 . . ?
C4 C3 H3 119.0 . . ?
C2 C3 C4 121.9(2) . . ?
C2 C3 H3 119.0 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.4(2) . . ?
C22 C21 H21 119.8 . . ?
C26 C31 H31 119.5 . . ?
C30 C31 C26 120.9(2) . . ?
C30 C31 H31 119.5 . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C8 C7 C6 120.7(2) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.5(2) . . ?
C3 C2 H2 119.8 . . ?
C23 C22 H22 120.4 . . ?
C21 C22 C23 119.16(19) . . ?
C21 C22 H22 120.4 . . ?
C7 C6 H6 120.4 . . ?
C5 C6 C7 119.3(2) . . ?
C5 C6 H6 120.4 . . ?
C33 C34 H34 120.0 . . ?
C35 C34 C33 120.09(19) . . ?
C35 C34 H34 120.0 . . ?
C36 C35 H35 120.0 . . ?
C34 C35 C36 120.1(2) . . ?
C34 C35 H35 120.0 . . ?
C9 C8 H8 119.2 . . ?
C7 C8 C9 121.6(2) . . ?
C7 C8 H8 119.2 . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.4(2) . . ?
C6 C5 H5 119.3 . . ?
C28 C29 H29 120.1 . . ?
C30 C29 C28 119.8(2) . . ?
C30 C29 H29 120.1 . . ?
C31 C30 C29 120.0(2) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?

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
O1 C1 C10 C11 4.7(3) . . . . ?
O1 C1 C10 C9 -177.73(17) . . . . ?
O1 C1 C2 C3 179.07(19) . . . . ?
N1 C12 C13 C14 178.46(18) . . . . ?
C32 C37 C36 C35 1.4(3) . . . . ?
C32 C33 C34 C35 0.4(3) . . . . ?
C18 C19 C20 C21 176.80(18) . . . . ?
C18 C19 C24 C23 -177.71(18) . . . . ?
C18 C15 C14 C13 -176.98(18) . . . . ?
C18 C15 C16 C17 176.95(18) . . . . ?
C17 C12 C13 C14 1.1(3) . . . . ?
C26 C27 C28 C29 0.2(3) . . . . ?
C26 C31 C30 C29 1.7(3) . . . . ?
C19 C18 C25 C32 3.9(3) . . . . ?
C19 C18 C25 C26 -176.29(17) . . . . ?
C19 C18 C15 C14 47.1(2) . . . . ?
C19 C18 C15 C16 -127.7(2) . . . . ?
C19 C20 C21 C22 1.5(3) . . . . ?
C19 C24 C23 C22 0.3(3) . . . . ?
C25 C32 C37 C36 178.43(18) . . . . ?
C25 C32 C33 C34 -179.40(18) . . . . ?
C25 C18 C19 C20 -124.7(2) . . . . ?
C25 C18 C19 C24 55.2(3) . . . . ?
C25 C18 C15 C14 -134.7(2) . . . . ?
C25 C18 C15 C16 50.6(3) . . . . ?
C25 C26 C27 C28 178.55(19) . . . . ?
C25 C26 C31 C30 -179.5(2) . . . . ?
C15 C18 C19 C20 53.6(2) . . . . ?
C15 C18 C19 C24 -126.5(2) . . . . ?
C15 C18 C25 C32 -174.28(17) . . . . ?
C15 C18 C25 C26 5.6(3) . . . . ?
C15 C14 C13 C12 0.4(3) . . . . ?
C14 C15 C16 C17 2.2(3) . . . . ?
C12 N1 C11 C10 176.86(18) . . . . ?
C12 C17 C16 C15 -0.7(3) . . . . ?
C1 C10 C11 N1 -9.0(3) . . . . ?
C1 C10 C9 C4 -2.0(3) . . . . ?
C1 C10 C9 C8 177.02(19) . . . . ?
C27 C26 C25 C32 -127.9(2) . . . . ?
C27 C26 C25 C18 52.3(3) . . . . ?
C27 C26 C31 C30 -1.5(3) . . . . ?
C27 C28 C29 C30 0.0(3) . . . . ?
C37 C32 C25 C18 -131.2(2) . . . . ?
C37 C32 C25 C26 48.9(2) . . . . ?
C37 C32 C33 C34 1.9(3) . . . . ?
C37 C36 C35 C34 1.0(3) . . . . ?
C20 C19 C24 C23 2.1(3) . . . . ?
C20 C21 C22 C23 1.0(3) . . . . ?
C10 C1 C2 C3 -0.6(3) . . . . ?
C10 C9 C4 C3 0.8(3) . . . . ?
C10 C9 C4 C5 -178.65(18) . . . . ?
C10 C9 C8 C7 179.0(2) . . . . ?
C11 N1 C12 C17 -45.3(3) . . . . ?
C11 N1 C12 C13 137.5(2) . . . . ?
C11 C10 C9 C4 175.57(18) . . . . ?
C11 C10 C9 C8 -5.4(3) . . . . ?
C9 C10 C11 N1 173.43(19) . . . . ?
C9 C4 C3 C2 0.5(3) . . . . ?
C9 C4 C5 C6 -0.9(3) . . . . ?
C16 C17 C12 N1 -178.18(18) . . . . ?
C16 C17 C12 C13 -1.0(3) . . . . ?
C16 C15 C14 C13 -2.0(3) . . . . ?
C24 C19 C20 C21 -3.0(3) . . . . ?
C24 C23 C22 C21 -1.9(3) . . . . ?
C33 C32 C25 C18 50.1(3) . . . . ?
C33 C32 C25 C26 -129.79(19) . . . . ?
C33 C32 C37 C36 -2.8(3) . . . . ?
C33 C34 C35 C36 -1.9(3) . . . . ?
C4 C9 C8 C7 -2.0(3) . . . . ?
C4 C3 C2 C1 -0.7(3) . . . . ?
C28 C29 C30 C31 -0.9(4) . . . . ?
C3 C4 C5 C6 179.7(2) . . . . ?
C31 C26 C25 C32 50.1(3) . . . . ?
C31 C26 C25 C18 -129.8(2) . . . . ?
C31 C26 C27 C28 0.6(3) . . . . ?
C7 C6 C5 C4 -0.9(3) . . . . ?
C2 C1 C10 C11 -175.74(19) . . . . ?
C2 C1 C10 C9 1.9(3) . . . . ?
C6 C7 C8 C9 0.3(3) . . . . ?
C8 C9 C4 C3 -178.27(19) . . . . ?
C8 C9 C4 C5 2.3(3) . . . . ?
C8 C7 C6 C5 1.2(3) . . . . ?
C5 C4 C3 C2 180.0(2) . . . . ?

_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 2.460
_oxdiff_exptl_absorpt_empirical_full_min 0.506
####################################################################### 
# 
# 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_20190517b
_database_code_depnum_ccdc_archive 'CCDC 1973187'
loop_
_audit_author_name
_audit_author_address
'Xiangjun Zheng'
;Beijing Normal University
China
;
_audit_update_record             
;
2019-12-20 deposited with the CCDC.	2020-02-18 downloaded from the CCDC.
;
_audit_creation_date             2019-05-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H27 N O'
_chemical_formula_sum            'C37 H27 N O'
_chemical_formula_weight         501.59
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O '
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      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                   9.2297(7)
_cell_length_b                   12.0832(9)
_cell_length_c                   12.2987(8)
_cell_angle_alpha                83.780(6)
_cell_angle_beta                 70.829(6)
_cell_angle_gamma                86.418(6)
_cell_volume                     1287.38(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4745
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      71.8930
_cell_measurement_theta_min      5.0390
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.943
_exptl_absorpt_coefficient_mu    0.594
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67103
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8758
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.060
_diffrn_reflns_theta_min         3.681
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00  30.00   1.00    1.32    --  -41.49  37.00  60.00   90
  2  ω    -65.00  24.00   1.00    1.32    --  -41.49  57.00 -90.00   89
  3  ω   -115.00 -20.00   1.00    1.32    --  -41.49 -57.00 120.00   95
  4  ω     48.00  77.00   1.00    1.32    --   41.49 -99.00  30.00   29
  5  ω     26.00  55.00   1.00    1.32    --   41.49-125.00 -30.00   29
  6  ω     88.00 177.00   1.00    5.27    --  104.69  30.00 -60.00   89
  7  ω    107.00 143.00   1.00    5.27    --  104.69 -15.00 -60.00   36
  8  ω     36.00 131.00   1.00    5.27    --  104.69 -45.00-150.00   95
  9  ω     24.00  59.00   1.00    5.27    --  104.69 -15.00 -60.00   35
 10  ω     64.00 108.00   1.00    5.27    --  104.69 -94.00-120.00   44
 11  ω     27.00  54.00   1.00    5.27    --  104.69 -94.00 150.00   27
 12  ω     32.00  58.00   1.00    5.27    --  104.69 -94.00-120.00   26
 13  ω     50.00 133.00   1.00    5.27    --  104.69 -61.00 120.00   83
 14  ω     61.00  87.00   1.00    5.27    --  104.69 -94.00 -30.00   26
 15  ω     40.00 118.00   1.00    5.27    --  104.69-125.00  60.00   78
 16  ω     79.00 105.00   1.00    5.27    --  104.69 -94.00 150.00   26
 17  ω     22.00  98.00   1.00    5.27    --  104.69 -94.00 120.00   76
 18  ω    118.00 171.00   1.00    5.27    --  104.69 125.00-180.00   53
 19  ω     82.00 175.00   1.00    5.27    --  104.69  30.00-150.00   93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0805323000
_diffrn_orient_matrix_UB_12      -0.0764011000
_diffrn_orient_matrix_UB_13      -0.0533818000
_diffrn_orient_matrix_UB_21      -0.1091097000
_diffrn_orient_matrix_UB_22      -0.0374701000
_diffrn_orient_matrix_UB_23      0.1214731000
_diffrn_orient_matrix_UB_31      -0.1134154000
_diffrn_orient_matrix_UB_32      0.0960245000
_diffrn_orient_matrix_UB_33      -0.0116555000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4232
_reflns_number_total             4909
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (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    ?
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         4909
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0426
_refine_ls_restrained_S_all      1.059
_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)+(0.0458P)²+0.4574P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1072
_refine_ls_wR_factor_ref         0.1124
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C11(H11), C13(H13), C17(H17), C16(H16), C20(H20), C24(H24),
 C27(H27), C2(H2), C8(H8), C5(H5), C37(H37), C23(H23), C33(H33), C36(H36),
 C3(H3), C35(H35), C7(H7), C31(H31), C22(H22), C34(H34), C21(H21), C6(H6),
 C28(H28), C29(H29), C30(H30)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
O1 O -0.80464(12) -0.40669(9) -0.30623(9) 0.0228(2) Uani 1 1 d . . . . .
H1 H -0.7297 -0.4492 -0.3155 0.034 Uiso 1 1 calc GR . . . .
N1 N -0.65041(14) -0.58405(10) -0.27247(10) 0.0182(3) Uani 1 1 d . . . . .
C14 C -0.27798(16) -0.71805(12) -0.41940(12) 0.0170(3) Uani 1 1 d . . . . .
H14 H -0.2186 -0.7304 -0.4946 0.020 Uiso 1 1 calc R . . . .
C19 C 0.05493(15) -0.74868(12) -0.44773(12) 0.0161(3) Uani 1 1 d . . . . .
C11 C -0.77046(16) -0.61752(12) -0.18858(12) 0.0172(3) Uani 1 1 d . . . . .
H11 H -0.7627 -0.6824 -0.1424 0.021 Uiso 1 1 calc R . . . .
C13 C -0.41848(16) -0.66291(12) -0.40032(12) 0.0170(3) Uani 1 1 d . . . . .
H13 H -0.4528 -0.6388 -0.4623 0.020 Uiso 1 1 calc R . . . .
C17 C -0.45427(16) -0.67826(12) -0.19660(12) 0.0177(3) Uani 1 1 d . . . . .
H17 H -0.5129 -0.6642 -0.1217 0.021 Uiso 1 1 calc R . . . .
C32 C 0.12357(16) -0.95201(12) -0.31571(12) 0.0168(3) Uani 1 1 d . . . . .
C12 C -0.50910(16) -0.64336(11) -0.28796(12) 0.0167(3) Uani 1 1 d . . . . .
C15 C -0.22271(16) -0.75596(11) -0.32802(12) 0.0157(3) Uani 1 1 d . . . . .
C16 C -0.31276(16) -0.73386(12) -0.21611(12) 0.0179(3) Uani 1 1 d . . . . .
H16 H -0.2777 -0.7565 -0.1542 0.021 Uiso 1 1 calc R . . . .
C20 C 0.07418(17) -0.63645(12) -0.43983(13) 0.0199(3) Uani 1 1 d . . . . .
H20 H 0.0075 -0.6007 -0.3786 0.024 Uiso 1 1 calc R . . . .
C26 C -0.15616(16) -0.97270(12) -0.20527(12) 0.0177(3) Uani 1 1 d . . . . .
C10 C -0.91644(16) -0.55748(12) -0.16407(12) 0.0173(3) Uani 1 1 d . . . . .
C24 C 0.15126(16) -0.79916(12) -0.54325(12) 0.0189(3) Uani 1 1 d . . . . .
H24 H 0.1381 -0.8732 -0.5511 0.023 Uiso 1 1 calc R . . . .
C4 C -1.19086(17) -0.53695(12) -0.05120(13) 0.0193(3) Uani 1 1 d . . . . .
C9 C -1.05240(16) -0.60235(12) -0.07851(12) 0.0180(3) Uani 1 1 d . . . . .
C18 C -0.06739(16) -0.81047(12) -0.35341(12) 0.0162(3) Uani 1 1 d . . . . .
C1 C -0.92518(17) -0.45233(12) -0.22236(12) 0.0192(3) Uani 1 1 d . . . . .
C25 C -0.03601(16) -0.90532(12) -0.29508(12) 0.0169(3) Uani 1 1 d . . . . .
C27 C -0.28540(17) -1.00683(12) -0.22630(13) 0.0203(3) Uani 1 1 d . . . . .
H27 H -0.2990 -0.9862 -0.2975 0.024 Uiso 1 1 calc R . . . .
C2 C -1.06352(18) -0.38862(13) -0.19445(14) 0.0234(3) Uani 1 1 d . . . . .
H2 H -1.0674 -0.3184 -0.2329 0.028 Uiso 1 1 calc R . . . .
C8 C -1.05655(17) -0.70991(13) -0.01881(13) 0.0214(3) Uani 1 1 d . . . . .
H8 H -0.9682 -0.7551 -0.0360 0.026 Uiso 1 1 calc R . . . .
C5 C -1.32413(17) -0.57898(13) 0.03525(14) 0.0232(3) Uani 1 1 d . . . . .
H5 H -1.4140 -0.5354 0.0536 0.028 Uiso 1 1 calc R . . . .
C37 C 0.15486(17) -1.06435(12) -0.33331(13) 0.0202(3) Uani 1 1 d . . . . .
H37 H 0.0757 -1.1098 -0.3303 0.024 Uiso 1 1 calc R . . . .
C23 C 0.26683(17) -0.73929(13) -0.62672(13) 0.0232(3) Uani 1 1 d . . . . .
H23 H 0.3299 -0.7734 -0.6905 0.028 Uiso 1 1 calc R . . . .
C33 C 0.24333(17) -0.88646(12) -0.31630(13) 0.0205(3) Uani 1 1 d . . . . .
H33 H 0.2239 -0.8119 -0.3026 0.025 Uiso 1 1 calc R . . . .
C36 C 0.30276(18) -1.10913(13) -0.35529(13) 0.0221(3) Uani 1 1 d . . . . .
H36 H 0.3225 -1.1839 -0.3680 0.027 Uiso 1 1 calc R . . . .
C3 C -1.19159(17) -0.42963(13) -0.11122(14) 0.0230(3) Uani 1 1 d . . . . .
H3 H -1.2817 -0.3863 -0.0933 0.028 Uiso 1 1 calc R . . . .
C35 C 0.42125(17) -1.04238(13) -0.35824(13) 0.0229(3) Uani 1 1 d . . . . .
H35 H 0.5207 -1.0719 -0.3743 0.028 Uiso 1 1 calc R . . . .
C7 C -1.18818(18) -0.74886(13) 0.06394(13) 0.0236(3) Uani 1 1 d . . . . .
H7 H -1.1878 -0.8199 0.1015 0.028 Uiso 1 1 calc R . . . .
C31 C -0.13819(18) -1.00497(13) -0.09754(13) 0.0243(3) Uani 1 1 d . . . . .
H31 H -0.0519 -0.9839 -0.0826 0.029 Uiso 1 1 calc R . . . .
C22 C 0.28878(18) -0.62904(13) -0.61558(14) 0.0251(3) Uani 1 1 d . . . . .
H22 H 0.3682 -0.5899 -0.6704 0.030 Uiso 1 1 calc R . . . .
C34 C 0.39074(18) -0.93143(13) -0.33716(14) 0.0243(3) Uani 1 1 d . . . . .
H34 H 0.4695 -0.8871 -0.3370 0.029 Uiso 1 1 calc R . . . .
C21 C 0.19141(18) -0.57773(13) -0.52207(14) 0.0239(3) Uani 1 1 d . . . . .
H21 H 0.2048 -0.5036 -0.5145 0.029 Uiso 1 1 calc R . . . .
C6 C -1.32313(18) -0.68248(14) 0.09228(13) 0.0244(3) Uani 1 1 d . . . . .
H6 H -1.4113 -0.7087 0.1494 0.029 Uiso 1 1 calc R . . . .
C28 C -0.39386(18) -1.07139(13) -0.14186(15) 0.0267(3) Uani 1 1 d . . . . .
H28 H -0.4792 -1.0941 -0.1570 0.032 Uiso 1 1 calc R . . . .
C29 C -0.37550(19) -1.10200(14) -0.03550(15) 0.0310(4) Uani 1 1 d . . . . .
H29 H -0.4484 -1.1452 0.0208 0.037 Uiso 1 1 calc R . . . .
C30 C -0.2483(2) -1.06820(14) -0.01274(14) 0.0306(4) Uani 1 1 d . . . . .
H30 H -0.2366 -1.0878 0.0592 0.037 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
O1 H1 0.8200 . ?
O1 C1 1.3437(18) . ?
N1 C11 1.2925(19) . ?
N1 C12 1.4144(19) . ?
C14 H14 0.9300 . ?
C14 C13 1.381(2) . ?
C14 C15 1.403(2) . ?
C19 C20 1.396(2) . ?
C19 C24 1.394(2) . ?
C19 C18 1.4951(19) . ?
C11 H11 0.9300 . ?
C11 C10 1.446(2) . ?
C13 H13 0.9300 . ?
C13 C12 1.397(2) . ?
C17 H17 0.9300 . ?
C17 C12 1.393(2) . ?
C17 C16 1.391(2) . ?
C32 C25 1.4946(19) . ?
C32 C37 1.395(2) . ?
C32 C33 1.397(2) . ?
C15 C16 1.399(2) . ?
C15 C18 1.4896(19) . ?
C16 H16 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.385(2) . ?
C26 C25 1.4920(19) . ?
C26 C27 1.395(2) . ?
C26 C31 1.400(2) . ?
C10 C9 1.439(2) . ?
C10 C1 1.401(2) . ?
C24 H24 0.9300 . ?
C24 C23 1.390(2) . ?
C4 C9 1.421(2) . ?
C4 C5 1.415(2) . ?
C4 C3 1.422(2) . ?
C9 C8 1.418(2) . ?
C18 C25 1.352(2) . ?
C1 C2 1.410(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.389(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.364(2) . ?
C8 H8 0.9300 . ?
C8 C7 1.374(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.367(2) . ?
C37 H37 0.9300 . ?
C37 C36 1.388(2) . ?
C23 H23 0.9300 . ?
C23 C22 1.388(2) . ?
C33 H33 0.9300 . ?
C33 C34 1.386(2) . ?
C36 H36 0.9300 . ?
C36 C35 1.388(2) . ?
C3 H3 0.9300 . ?
C35 H35 0.9300 . ?
C35 C34 1.387(2) . ?
C7 H7 0.9300 . ?
C7 C6 1.402(2) . ?
C31 H31 0.9300 . ?
C31 C30 1.390(2) . ?
C22 H22 0.9300 . ?
C22 C21 1.386(2) . ?
C34 H34 0.9300 . ?
C21 H21 0.9300 . ?
C6 H6 0.9300 . ?
C28 H28 0.9300 . ?
C28 C29 1.382(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.387(3) . ?
C30 H30 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
C1 O1 H1 109.5 . . ?
C11 N1 C12 119.34(12) . . ?
C13 C14 H14 119.2 . . ?
C13 C14 C15 121.57(13) . . ?
C15 C14 H14 119.2 . . ?
C20 C19 C18 118.93(13) . . ?
C24 C19 C20 118.66(13) . . ?
C24 C19 C18 122.40(13) . . ?
N1 C11 H11 118.9 . . ?
N1 C11 C10 122.20(13) . . ?
C10 C11 H11 118.9 . . ?
C14 C13 H13 120.0 . . ?
C14 C13 C12 120.02(13) . . ?
C12 C13 H13 120.0 . . ?
C12 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C12 120.74(13) . . ?
C37 C32 C25 119.69(13) . . ?
C37 C32 C33 118.52(13) . . ?
C33 C32 C25 121.79(13) . . ?
C13 C12 N1 118.23(13) . . ?
C17 C12 N1 122.62(13) . . ?
C17 C12 C13 119.08(13) . . ?
C14 C15 C18 119.59(12) . . ?
C16 C15 C14 117.98(13) . . ?
C16 C15 C18 122.29(13) . . ?
C17 C16 C15 120.58(13) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C19 C20 H20 119.6 . . ?
C21 C20 C19 120.79(14) . . ?
C21 C20 H20 119.6 . . ?
C27 C26 C25 121.80(13) . . ?
C27 C26 C31 118.64(14) . . ?
C31 C26 C25 119.54(13) . . ?
C9 C10 C11 121.23(13) . . ?
C1 C10 C11 119.52(13) . . ?
C1 C10 C9 119.23(13) . . ?
C19 C24 H24 119.9 . . ?
C23 C24 C19 120.29(14) . . ?
C23 C24 H24 119.9 . . ?
C9 C4 C3 118.84(14) . . ?
C5 C4 C9 119.75(14) . . ?
C5 C4 C3 121.41(14) . . ?
C4 C9 C10 119.29(13) . . ?
C8 C9 C10 123.34(13) . . ?
C8 C9 C4 117.37(13) . . ?
C15 C18 C19 113.98(12) . . ?
C25 C18 C19 121.97(13) . . ?
C25 C18 C15 124.02(13) . . ?
O1 C1 C10 122.69(13) . . ?
O1 C1 C2 116.60(13) . . ?
C10 C1 C2 120.72(14) . . ?
C26 C25 C32 114.05(12) . . ?
C18 C25 C32 122.50(13) . . ?
C18 C25 C26 123.45(13) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.54(15) . . ?
C28 C27 H27 119.7 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.18(14) . . ?
C3 C2 H2 119.9 . . ?
C9 C8 H8 119.2 . . ?
C7 C8 C9 121.52(14) . . ?
C7 C8 H8 119.2 . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.21(14) . . ?
C6 C5 H5 119.4 . . ?
C32 C37 H37 119.6 . . ?
C36 C37 C32 120.80(14) . . ?
C36 C37 H37 119.6 . . ?
C24 C23 H23 119.7 . . ?
C22 C23 C24 120.52(14) . . ?
C22 C23 H23 119.7 . . ?
C32 C33 H33 119.7 . . ?
C34 C33 C32 120.65(14) . . ?
C34 C33 H33 119.7 . . ?
C37 C36 H36 120.0 . . ?
C35 C36 C37 120.00(14) . . ?
C35 C36 H36 120.0 . . ?
C4 C3 H3 119.2 . . ?
C2 C3 C4 121.68(14) . . ?
C2 C3 H3 119.2 . . ?
C36 C35 H35 120.1 . . ?
C34 C35 C36 119.75(14) . . ?
C34 C35 H35 120.1 . . ?
C8 C7 H7 119.7 . . ?
C8 C7 C6 120.62(14) . . ?
C6 C7 H7 119.7 . . ?
C26 C31 H31 119.7 . . ?
C30 C31 C26 120.56(15) . . ?
C30 C31 H31 119.7 . . ?
C23 C22 H22 120.3 . . ?
C21 C22 C23 119.45(14) . . ?
C21 C22 H22 120.3 . . ?
C33 C34 C35 120.22(14) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C20 C21 C22 120.21(14) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C5 C6 C7 119.51(14) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 H6 120.2 . . ?
C27 C28 H28 119.9 . . ?
C29 C28 C27 120.29(16) . . ?
C29 C28 H28 119.9 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 119.98(15) . . ?
C30 C29 H29 120.0 . . ?
C31 C30 H30 120.0 . . ?
C29 C30 C31 119.97(15) . . ?
C29 C30 H30 120.0 . . ?

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
O1 C1 C2 C3 179.24(14) . . . . ?
N1 C11 C10 C9 173.20(13) . . . . ?
N1 C11 C10 C1 -8.5(2) . . . . ?
C14 C13 C12 N1 178.37(12) . . . . ?
C14 C13 C12 C17 1.2(2) . . . . ?
C14 C15 C16 C17 1.5(2) . . . . ?
C14 C15 C18 C19 47.39(17) . . . . ?
C14 C15 C18 C25 -134.69(15) . . . . ?
C19 C20 C21 C22 1.9(2) . . . . ?
C19 C24 C23 C22 0.6(2) . . . . ?
C19 C18 C25 C32 3.5(2) . . . . ?
C19 C18 C25 C26 -176.34(13) . . . . ?
C11 N1 C12 C13 137.52(14) . . . . ?
C11 N1 C12 C17 -45.5(2) . . . . ?
C11 C10 C9 C4 175.41(13) . . . . ?
C11 C10 C9 C8 -4.6(2) . . . . ?
C11 C10 C1 O1 4.2(2) . . . . ?
C11 C10 C1 C2 -175.55(14) . . . . ?
C13 C14 C15 C16 -1.6(2) . . . . ?
C13 C14 C15 C18 -177.25(13) . . . . ?
C32 C37 C36 C35 1.0(2) . . . . ?
C32 C33 C34 C35 0.3(2) . . . . ?
C12 N1 C11 C10 176.65(13) . . . . ?
C12 C17 C16 C15 -0.1(2) . . . . ?
C15 C14 C13 C12 0.2(2) . . . . ?
C15 C18 C25 C32 -174.28(13) . . . . ?
C15 C18 C25 C26 5.9(2) . . . . ?
C16 C17 C12 N1 -178.30(13) . . . . ?
C16 C17 C12 C13 -1.3(2) . . . . ?
C16 C15 C18 C19 -128.10(14) . . . . ?
C16 C15 C18 C25 49.8(2) . . . . ?
C20 C19 C24 C23 1.9(2) . . . . ?
C20 C19 C18 C15 53.52(17) . . . . ?
C20 C19 C18 C25 -124.45(15) . . . . ?
C26 C27 C28 C29 0.4(2) . . . . ?
C26 C31 C30 C29 1.5(2) . . . . ?
C10 C9 C8 C7 178.76(14) . . . . ?
C10 C1 C2 C3 -1.0(2) . . . . ?
C24 C19 C20 C21 -3.2(2) . . . . ?
C24 C19 C18 C15 -126.81(14) . . . . ?
C24 C19 C18 C25 55.2(2) . . . . ?
C24 C23 C22 C21 -1.9(2) . . . . ?
C4 C9 C8 C7 -1.3(2) . . . . ?
C4 C5 C6 C7 -0.7(2) . . . . ?
C9 C10 C1 O1 -177.52(13) . . . . ?
C9 C10 C1 C2 2.8(2) . . . . ?
C9 C4 C5 C6 -1.0(2) . . . . ?
C9 C4 C3 C2 0.5(2) . . . . ?
C9 C8 C7 C6 -0.3(2) . . . . ?
C18 C19 C20 C21 176.48(13) . . . . ?
C18 C19 C24 C23 -177.75(13) . . . . ?
C18 C15 C16 C17 177.05(13) . . . . ?
C1 C10 C9 C4 -2.9(2) . . . . ?
C1 C10 C9 C8 177.08(13) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C25 C32 C37 C36 178.51(13) . . . . ?
C25 C32 C33 C34 -179.15(13) . . . . ?
C25 C26 C27 C28 178.70(14) . . . . ?
C25 C26 C31 C30 -179.69(14) . . . . ?
C27 C26 C25 C32 -128.39(14) . . . . ?
C27 C26 C25 C18 51.4(2) . . . . ?
C27 C26 C31 C30 -1.0(2) . . . . ?
C27 C28 C29 C30 0.0(2) . . . . ?
C8 C7 C6 C5 1.3(2) . . . . ?
C5 C4 C9 C10 -178.15(13) . . . . ?
C5 C4 C9 C8 1.9(2) . . . . ?
C5 C4 C3 C2 179.90(15) . . . . ?
C37 C32 C25 C26 48.90(18) . . . . ?
C37 C32 C25 C18 -130.93(15) . . . . ?
C37 C32 C33 C34 1.8(2) . . . . ?
C37 C36 C35 C34 1.1(2) . . . . ?
C23 C22 C21 C20 0.7(2) . . . . ?
C33 C32 C25 C26 -130.15(14) . . . . ?
C33 C32 C25 C18 50.0(2) . . . . ?
C33 C32 C37 C36 -2.4(2) . . . . ?
C36 C35 C34 C33 -1.7(2) . . . . ?
C3 C4 C9 C10 1.3(2) . . . . ?
C3 C4 C9 C8 -178.67(13) . . . . ?
C3 C4 C5 C6 179.63(14) . . . . ?
C31 C26 C25 C32 50.23(18) . . . . ?
C31 C26 C25 C18 -129.95(16) . . . . ?
C31 C26 C27 C28 0.1(2) . . . . ?
C28 C29 C30 C31 -1.0(3) . . . . ?

_olex2_date_sample_data_collection 2019-05-17
_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 1.530
_oxdiff_exptl_absorpt_empirical_full_min 0.447
####################################################################### 
# 
# 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_20190430b
_database_code_depnum_ccdc_archive 'CCDC 1959912'
loop_
_audit_author_name
_audit_author_address
'Xiangjun Zheng'
;Beijing Normal University
China
;
_audit_update_record             
;
2019-12-20 deposited with the CCDC.	2020-02-18 downloaded from the CCDC.
;
_audit_creation_date             2019-05-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H27 N O'
_chemical_formula_sum            'C37 H27 N O'
_chemical_formula_weight         501.59
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N'
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      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                   9.2313(4)
_cell_length_b                   12.0971(6)
_cell_length_c                   12.3074(6)
_cell_angle_alpha                83.688(4)
_cell_angle_beta                 70.851(4)
_cell_angle_gamma                86.482(4)
_cell_volume                     1290.01(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4603
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      71.6020
_cell_measurement_theta_min      5.0370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.592
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93110
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             528
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8745
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.895
_diffrn_reflns_theta_min         3.677
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -91.00 -57.00   1.00    1.14    --  -41.49 125.00  90.00   34
  2  ω    -70.00  28.00   1.00    1.14    --  -41.49  57.00  30.00   98
  3  ω    -66.00  31.00   1.00    1.14    --  -41.49  37.00-180.00   97
  4  ω   -110.00 -23.00   1.00    1.14    --  -41.49 -57.00-120.00   87
  5  ω     90.00 117.00   1.00    4.56    --  104.69-125.00-180.00   27
  6  ω     41.00 117.00   1.00    4.56    --  104.69-125.00 -30.00   76
  7  ω     77.00 173.00   1.00    4.56    --  104.69  30.00  90.00   96
  8  ω     45.00 133.00   1.00    4.56    --  104.69 -30.00 120.00   88
  9  ω     76.00 171.00   1.00    4.56    --  104.69  30.00-180.00   95
 10  ω     99.00 155.00   1.00    4.56    --  104.69 125.00  90.00   56
 11  ω     47.00 134.00   1.00    4.56    --  104.69 -61.00   0.00   87
 12  ω    108.00 133.00   1.00    4.56    --  104.69 125.00  60.00   25
 13  ω     24.00  59.00   1.00    4.56    --  104.69 -94.00  30.00   35
 14  ω     77.00 108.00   1.00    4.56    --  104.69 -94.00  30.00   31
 15  ω     24.00  84.00   1.00    4.56    --  104.69 -94.00   0.00   60
 16  ω     31.00 135.00   1.00    4.56    --  104.69 -77.00 120.00  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0068982000
_diffrn_orient_matrix_UB_12      0.0774844000
_diffrn_orient_matrix_UB_13      0.0929940000
_diffrn_orient_matrix_UB_21      0.1685571000
_diffrn_orient_matrix_UB_22      0.0300322000
_diffrn_orient_matrix_UB_23      -0.0635492000
_diffrn_orient_matrix_UB_31      -0.0526516000
_diffrn_orient_matrix_UB_32      0.0975840000
_diffrn_orient_matrix_UB_33      -0.0709365000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4283
_reflns_number_total             4904
_reflns_odcompleteness_completeness 99.94
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (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    ?
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         4904
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.033
_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)+(0.0428P)²+0.4168P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.1013
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C16(H16), C17(H17), C13(H13), C14(H14), C11(H11), C24(H24), C33(H33),
 C20(H20), C37(H37), C27(H27), C8(H8), C5(H5), C36(H36), C34(H34), C3(H3),
 C35(H35), C21(H21), C23(H23), C31(H31), C22(H22), C2(H2), C7(H7), C28(H28),
 C6(H6), C30(H30), C29(H29)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
O1 O -0.80340(11) -0.40724(8) -0.30656(9) 0.0254(2) Uani 1 1 d . . . . .
H1 H -0.7301 -0.4514 -0.3183 0.038 Uiso 1 1 calc GR . . . .
N1 N -0.64964(13) -0.58429(9) -0.27246(10) 0.0205(2) Uani 1 1 d . . . . .
C15 C -0.22278(14) -0.75593(10) -0.32745(11) 0.0181(3) Uani 1 1 d . . . . .
C32 C 0.12380(15) -0.95177(11) -0.31589(11) 0.0181(3) Uani 1 1 d . . . . .
C12 C -0.50831(14) -0.64371(10) -0.28798(11) 0.0183(3) Uani 1 1 d . . . . .
C19 C 0.05554(14) -0.74877(11) -0.44768(11) 0.0178(3) Uani 1 1 d . . . . .
C9 C -1.05168(15) -0.60212(11) -0.07856(11) 0.0200(3) Uani 1 1 d . . . . .
C10 C -0.91557(15) -0.55724(11) -0.16434(11) 0.0197(3) Uani 1 1 d . . . . .
C26 C -0.15638(15) -0.97232(10) -0.20519(11) 0.0193(3) Uani 1 1 d . . . . .
C16 C -0.31242(15) -0.73384(11) -0.21584(11) 0.0197(3) Uani 1 1 d . . . . .
H16 H -0.2772 -0.7567 -0.1541 0.024 Uiso 1 1 calc R . . . .
C17 C -0.45344(15) -0.67820(11) -0.19607(11) 0.0198(3) Uani 1 1 d . . . . .
H17 H -0.5117 -0.6638 -0.1213 0.024 Uiso 1 1 calc R . . . .
C13 C -0.41788(15) -0.66320(10) -0.40004(11) 0.0190(3) Uani 1 1 d . . . . .
H13 H -0.4520 -0.6390 -0.4620 0.023 Uiso 1 1 calc R . . . .
C25 C -0.03580(15) -0.90516(11) -0.29502(11) 0.0184(3) Uani 1 1 d . . . . .
C14 C -0.27748(15) -0.71853(11) -0.41895(11) 0.0191(3) Uani 1 1 d . . . . .
H14 H -0.2182 -0.7312 -0.4940 0.023 Uiso 1 1 calc R . . . .
C11 C -0.76953(15) -0.61755(11) -0.18867(11) 0.0195(3) Uani 1 1 d . . . . .
H11 H -0.7620 -0.6823 -0.1424 0.023 Uiso 1 1 calc R . . . .
C18 C -0.06711(14) -0.81049(11) -0.35337(11) 0.0180(3) Uani 1 1 d . . . . .
C24 C 0.15158(15) -0.79890(11) -0.54339(12) 0.0206(3) Uani 1 1 d . . . . .
H24 H 0.1383 -0.8728 -0.5513 0.025 Uiso 1 1 calc R . . . .
C4 C -1.19014(15) -0.53671(11) -0.05159(12) 0.0220(3) Uani 1 1 d . . . . .
C33 C 0.24375(16) -0.88664(11) -0.31646(12) 0.0221(3) Uani 1 1 d . . . . .
H33 H 0.2246 -0.8122 -0.3028 0.027 Uiso 1 1 calc R . . . .
C1 C -0.92403(16) -0.45243(11) -0.22280(12) 0.0217(3) Uani 1 1 d . . . . .
C20 C 0.07450(15) -0.63653(11) -0.43959(12) 0.0214(3) Uani 1 1 d . . . . .
H20 H 0.0080 -0.6011 -0.3783 0.026 Uiso 1 1 calc R . . . .
C37 C 0.15472(16) -1.06421(11) -0.33361(12) 0.0216(3) Uani 1 1 d . . . . .
H37 H 0.0754 -1.1095 -0.3307 0.026 Uiso 1 1 calc R . . . .
C27 C -0.28501(15) -1.00686(11) -0.22613(12) 0.0223(3) Uani 1 1 d . . . . .
H27 H -0.2984 -0.9864 -0.2974 0.027 Uiso 1 1 calc R . . . .
C8 C -1.05611(16) -0.70963(12) -0.01855(12) 0.0238(3) Uani 1 1 d . . . . .
H8 H -0.9678 -0.7547 -0.0357 0.029 Uiso 1 1 calc R . . . .
C5 C -1.32342(16) -0.57880(12) 0.03501(13) 0.0251(3) Uani 1 1 d . . . . .
H5 H -1.4132 -0.5353 0.0533 0.030 Uiso 1 1 calc R . . . .
C36 C 0.30231(16) -1.10897(11) -0.35550(12) 0.0243(3) Uani 1 1 d . . . . .
H36 H 0.3218 -1.1836 -0.3683 0.029 Uiso 1 1 calc R . . . .
C34 C 0.39069(16) -0.93143(12) -0.33703(13) 0.0266(3) Uani 1 1 d . . . . .
H34 H 0.4694 -0.8872 -0.3366 0.032 Uiso 1 1 calc R . . . .
C3 C -1.19067(16) -0.42970(12) -0.11195(13) 0.0258(3) Uani 1 1 d . . . . .
H3 H -1.2808 -0.3865 -0.0944 0.031 Uiso 1 1 calc R . . . .
C35 C 0.42085(16) -1.04240(12) -0.35836(12) 0.0254(3) Uani 1 1 d . . . . .
H35 H 0.5203 -1.0719 -0.3745 0.031 Uiso 1 1 calc R . . . .
C21 C 0.19158(17) -0.57754(12) -0.52210(13) 0.0265(3) Uani 1 1 d . . . . .
H21 H 0.2049 -0.5035 -0.5148 0.032 Uiso 1 1 calc R . . . .
C23 C 0.26664(16) -0.73895(12) -0.62666(12) 0.0253(3) Uani 1 1 d . . . . .
H23 H 0.3295 -0.7728 -0.6906 0.030 Uiso 1 1 calc R . . . .
C31 C -0.13841(17) -1.00469(12) -0.09759(12) 0.0268(3) Uani 1 1 d . . . . .
H31 H -0.0522 -0.9836 -0.0826 0.032 Uiso 1 1 calc R . . . .
C22 C 0.28883(16) -0.62884(12) -0.61548(13) 0.0272(3) Uani 1 1 d . . . . .
H22 H 0.3684 -0.5897 -0.6702 0.033 Uiso 1 1 calc R . . . .
C2 C -1.06279(17) -0.38870(12) -0.19478(13) 0.0261(3) Uani 1 1 d . . . . .
H2 H -1.0666 -0.3185 -0.2332 0.031 Uiso 1 1 calc R . . . .
C7 C -1.18750(17) -0.74877(12) 0.06426(13) 0.0265(3) Uani 1 1 d . . . . .
H7 H -1.1871 -0.8197 0.1021 0.032 Uiso 1 1 calc R . . . .
C28 C -0.39359(17) -1.07147(12) -0.14195(14) 0.0297(3) Uani 1 1 d . . . . .
H28 H -0.4788 -1.0943 -0.1572 0.036 Uiso 1 1 calc R . . . .
C6 C -1.32266(16) -0.68211(13) 0.09217(13) 0.0276(3) Uani 1 1 d . . . . .
H6 H -1.4110 -0.7083 0.1492 0.033 Uiso 1 1 calc R . . . .
C30 C -0.24824(18) -1.06806(13) -0.01301(13) 0.0335(4) Uani 1 1 d . . . . .
H30 H -0.2366 -1.0878 0.0589 0.040 Uiso 1 1 calc R . . . .
C29 C -0.37537(18) -1.10193(12) -0.03574(15) 0.0344(4) Uani 1 1 d . . . . .
H29 H -0.4483 -1.1452 0.0206 0.041 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
O1 H1 0.8200 . ?
O1 C1 1.3413(17) . ?
N1 C12 1.4166(17) . ?
N1 C11 1.2903(17) . ?
C15 C16 1.3967(19) . ?
C15 C14 1.4003(18) . ?
C15 C18 1.4938(17) . ?
C32 C25 1.4954(17) . ?
C32 C33 1.3956(19) . ?
C32 C37 1.3986(18) . ?
C12 C17 1.3987(19) . ?
C12 C13 1.3951(19) . ?
C19 C18 1.4959(17) . ?
C19 C24 1.3954(19) . ?
C19 C20 1.3980(18) . ?
C9 C10 1.4406(19) . ?
C9 C4 1.4232(19) . ?
C9 C8 1.419(2) . ?
C10 C11 1.4498(18) . ?
C10 C1 1.3984(19) . ?
C26 C25 1.4924(18) . ?
C26 C27 1.3916(19) . ?
C26 C31 1.3987(19) . ?
C16 H16 0.9300 . ?
C16 C17 1.3884(19) . ?
C17 H17 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.3827(18) . ?
C25 C18 1.3512(19) . ?
C14 H14 0.9300 . ?
C11 H11 0.9300 . ?
C24 H24 0.9300 . ?
C24 C23 1.3862(19) . ?
C4 C5 1.416(2) . ?
C4 C3 1.420(2) . ?
C33 H33 0.9300 . ?
C33 C34 1.383(2) . ?
C1 C2 1.415(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(2) . ?
C37 H37 0.9300 . ?
C37 C36 1.3866(19) . ?
C27 H27 0.9300 . ?
C27 C28 1.388(2) . ?
C8 H8 0.9300 . ?
C8 C7 1.374(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.366(2) . ?
C36 H36 0.9300 . ?
C36 C35 1.387(2) . ?
C34 H34 0.9300 . ?
C34 C35 1.390(2) . ?
C3 H3 0.9300 . ?
C3 C2 1.360(2) . ?
C35 H35 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.387(2) . ?
C23 H23 0.9300 . ?
C23 C22 1.388(2) . ?
C31 H31 0.9300 . ?
C31 C30 1.388(2) . ?
C22 H22 0.9300 . ?
C2 H2 0.9300 . ?
C7 H7 0.9300 . ?
C7 C6 1.408(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.380(2) . ?
C6 H6 0.9300 . ?
C30 H30 0.9300 . ?
C30 C29 1.387(3) . ?
C29 H29 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
C1 O1 H1 109.5 . . ?
C11 N1 C12 119.41(11) . . ?
C16 C15 C14 118.26(12) . . ?
C16 C15 C18 122.51(12) . . ?
C14 C15 C18 119.08(12) . . ?
C33 C32 C25 121.92(12) . . ?
C33 C32 C37 118.47(12) . . ?
C37 C32 C25 119.60(12) . . ?
C17 C12 N1 122.36(12) . . ?
C13 C12 N1 118.33(12) . . ?
C13 C12 C17 119.23(12) . . ?
C24 C19 C18 122.53(12) . . ?
C24 C19 C20 118.78(12) . . ?
C20 C19 C18 118.69(12) . . ?
C4 C9 C10 119.22(12) . . ?
C8 C9 C10 123.39(12) . . ?
C8 C9 C4 117.39(12) . . ?
C9 C10 C11 121.11(12) . . ?
C1 C10 C9 119.28(12) . . ?
C1 C10 C11 119.59(12) . . ?
C27 C26 C25 121.97(12) . . ?
C27 C26 C31 118.54(12) . . ?
C31 C26 C25 119.47(12) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.76(12) . . ?
C17 C16 H16 119.6 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.34(12) . . ?
C16 C17 H17 119.8 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.02(12) . . ?
C14 C13 H13 120.0 . . ?
C26 C25 C32 114.30(11) . . ?
C18 C25 C32 122.45(12) . . ?
C18 C25 C26 123.25(12) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 C15 121.35(12) . . ?
C13 C14 H14 119.3 . . ?
N1 C11 C10 122.16(12) . . ?
N1 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C15 C18 C19 114.23(11) . . ?
C25 C18 C15 123.90(12) . . ?
C25 C18 C19 121.83(11) . . ?
C19 C24 H24 119.9 . . ?
C23 C24 C19 120.27(13) . . ?
C23 C24 H24 119.9 . . ?
C5 C4 C9 119.64(13) . . ?
C5 C4 C3 121.49(12) . . ?
C3 C4 C9 118.86(13) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 C32 120.83(13) . . ?
C34 C33 H33 119.6 . . ?
O1 C1 C10 122.53(12) . . ?
O1 C1 C2 116.89(12) . . ?
C10 C1 C2 120.58(13) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.63(13) . . ?
C21 C20 H20 119.7 . . ?
C32 C37 H37 119.6 . . ?
C36 C37 C32 120.75(12) . . ?
C36 C37 H37 119.6 . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.78(13) . . ?
C28 C27 H27 119.6 . . ?
C9 C8 H8 119.2 . . ?
C7 C8 C9 121.70(13) . . ?
C7 C8 H8 119.2 . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.28(13) . . ?
C6 C5 H5 119.4 . . ?
C37 C36 H36 120.0 . . ?
C37 C36 C35 119.99(13) . . ?
C35 C36 H36 120.0 . . ?
C33 C34 H34 120.0 . . ?
C33 C34 C35 120.08(13) . . ?
C35 C34 H34 120.0 . . ?
C4 C3 H3 119.1 . . ?
C2 C3 C4 121.71(13) . . ?
C2 C3 H3 119.1 . . ?
C36 C35 C34 119.83(13) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.11(13) . . ?
C22 C21 H21 119.9 . . ?
C24 C23 H23 119.7 . . ?
C24 C23 C22 120.56(13) . . ?
C22 C23 H23 119.7 . . ?
C26 C31 H31 119.7 . . ?
C30 C31 C26 120.55(14) . . ?
C30 C31 H31 119.7 . . ?
C21 C22 C23 119.56(13) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.28(13) . . ?
C3 C2 H2 119.9 . . ?
C8 C7 H7 119.8 . . ?
C8 C7 C6 120.33(13) . . ?
C6 C7 H7 119.8 . . ?
C27 C28 H28 119.9 . . ?
C29 C28 C27 120.14(15) . . ?
C29 C28 H28 119.9 . . ?
C5 C6 C7 119.64(13) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 H6 120.2 . . ?
C31 C30 H30 120.0 . . ?
C29 C30 C31 120.00(14) . . ?
C29 C30 H30 120.0 . . ?
C28 C29 C30 119.98(14) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?

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
O1 C1 C2 C3 179.02(13) . . . . ?
N1 C12 C17 C16 -178.39(12) . . . . ?
N1 C12 C13 C14 178.43(11) . . . . ?
C15 C16 C17 C12 0.27(19) . . . . ?
C32 C25 C18 C15 -174.17(12) . . . . ?
C32 C25 C18 C19 3.3(2) . . . . ?
C32 C33 C34 C35 0.5(2) . . . . ?
C32 C37 C36 C35 0.9(2) . . . . ?
C12 N1 C11 C10 176.70(12) . . . . ?
C12 C13 C14 C15 -0.07(19) . . . . ?
C19 C24 C23 C22 0.6(2) . . . . ?
C19 C20 C21 C22 1.7(2) . . . . ?
C9 C10 C11 N1 173.20(12) . . . . ?
C9 C10 C1 O1 -177.53(12) . . . . ?
C9 C10 C1 C2 2.8(2) . . . . ?
C9 C4 C5 C6 -1.1(2) . . . . ?
C9 C4 C3 C2 0.3(2) . . . . ?
C9 C8 C7 C6 -0.2(2) . . . . ?
C10 C9 C4 C5 -178.17(12) . . . . ?
C10 C9 C4 C3 1.25(19) . . . . ?
C10 C9 C8 C7 178.79(13) . . . . ?
C10 C1 C2 C3 -1.3(2) . . . . ?
C26 C25 C18 C15 6.1(2) . . . . ?
C26 C25 C18 C19 -176.39(12) . . . . ?
C26 C27 C28 C29 0.3(2) . . . . ?
C26 C31 C30 C29 1.5(2) . . . . ?
C16 C15 C14 C13 -1.37(19) . . . . ?
C16 C15 C18 C19 -127.88(13) . . . . ?
C16 C15 C18 C25 49.76(19) . . . . ?
C17 C12 C13 C14 1.62(19) . . . . ?
C13 C12 C17 C16 -1.72(19) . . . . ?
C25 C32 C33 C34 -179.39(13) . . . . ?
C25 C32 C37 C36 178.67(12) . . . . ?
C25 C26 C27 C28 178.47(12) . . . . ?
C25 C26 C31 C30 -179.38(13) . . . . ?
C14 C15 C16 C17 1.27(19) . . . . ?
C14 C15 C18 C19 47.71(16) . . . . ?
C14 C15 C18 C25 -134.65(14) . . . . ?
C11 N1 C12 C17 -45.72(18) . . . . ?
C11 N1 C12 C13 137.58(13) . . . . ?
C11 C10 C1 O1 4.1(2) . . . . ?
C11 C10 C1 C2 -175.57(12) . . . . ?
C18 C15 C16 C17 176.89(12) . . . . ?
C18 C15 C14 C13 -177.15(12) . . . . ?
C18 C19 C24 C23 -177.99(12) . . . . ?
C18 C19 C20 C21 176.81(12) . . . . ?
C24 C19 C18 C15 -126.77(13) . . . . ?
C24 C19 C18 C25 55.54(18) . . . . ?
C24 C19 C20 C21 -3.24(19) . . . . ?
C24 C23 C22 C21 -2.2(2) . . . . ?
C4 C9 C10 C11 175.56(12) . . . . ?
C4 C9 C10 C1 -2.76(19) . . . . ?
C4 C9 C8 C7 -1.4(2) . . . . ?
C4 C5 C6 C7 -0.5(2) . . . . ?
C4 C3 C2 C1 -0.3(2) . . . . ?
C33 C32 C25 C26 -129.99(13) . . . . ?
C33 C32 C25 C18 50.29(19) . . . . ?
C33 C32 C37 C36 -2.4(2) . . . . ?
C33 C34 C35 C36 -1.9(2) . . . . ?
C1 C10 C11 N1 -8.5(2) . . . . ?
C20 C19 C18 C15 53.18(16) . . . . ?
C20 C19 C18 C25 -124.51(14) . . . . ?
C20 C19 C24 C23 2.06(19) . . . . ?
C20 C21 C22 C23 1.0(2) . . . . ?
C37 C32 C25 C26 48.95(16) . . . . ?
C37 C32 C25 C18 -130.77(14) . . . . ?
C37 C32 C33 C34 1.7(2) . . . . ?
C37 C36 C35 C34 1.2(2) . . . . ?
C27 C26 C25 C32 -127.87(13) . . . . ?
C27 C26 C25 C18 51.84(19) . . . . ?
C27 C26 C31 C30 -1.2(2) . . . . ?
C27 C28 C29 C30 -0.1(2) . . . . ?
C8 C9 C10 C11 -4.6(2) . . . . ?
C8 C9 C10 C1 177.05(13) . . . . ?
C8 C9 C4 C5 2.01(19) . . . . ?
C8 C9 C4 C3 -178.57(12) . . . . ?
C8 C7 C6 C5 1.1(2) . . . . ?
C5 C4 C3 C2 179.68(14) . . . . ?
C3 C4 C5 C6 179.48(14) . . . . ?
C31 C26 C25 C32 50.21(17) . . . . ?
C31 C26 C25 C18 -130.07(14) . . . . ?
C31 C26 C27 C28 0.4(2) . . . . ?
C31 C30 C29 C28 -0.8(2) . . . . ?

_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 1.740
_oxdiff_exptl_absorpt_empirical_full_min 0.740
####################################################################### 
# 
# 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_20190516a
_database_code_depnum_ccdc_archive 'CCDC 1973185'
loop_
_audit_author_name
_audit_author_address
'Xiangjun Zheng'
;Beijing Normal University
China
;
_audit_update_record             
;
2019-12-20 deposited with the CCDC.	2020-02-18 downloaded from the CCDC.
;
_audit_creation_date             2019-09-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H27 N O'
_chemical_formula_sum            'C37 H27 N O'
_chemical_formula_weight         501.59
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N'
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      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                   7.0152(3)
_cell_length_b                   10.5390(4)
_cell_length_c                   19.6920(7)
_cell_angle_alpha                74.768(3)
_cell_angle_beta                 87.058(3)
_cell_angle_gamma                71.880(3)
_cell_volume                     1334.35(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4349
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      71.9690
_cell_measurement_theta_min      4.5440
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.919
_exptl_absorpt_coefficient_mu    0.573
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.15
_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  0.0414
_diffrn_reflns_av_unetI/netI     0.0542
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8899
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.920
_diffrn_reflns_theta_min         4.559
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.994
_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    -92.00 -14.00   1.00    1.76    --  -41.49 125.00 120.00   78
  2  ω    -65.00  33.00   1.00    1.76    --  -41.49  37.00  60.00   98
  3  ω   -108.00 -17.00   1.00    1.76    --  -41.49 -37.00-120.00   91
  4  ω     70.00  97.00   1.00    1.76    --   41.49-125.00-180.00   27
  5  ω     53.00 115.00   1.00    1.76    --   41.49  37.00 120.00   62
  6  ω     33.00 111.00   1.00    7.06    --  104.69-125.00   0.00   78
  7  ω     72.00 109.00   1.00    7.06    --  104.69 -45.00   0.00   37
  8  ω     56.00 165.00   1.00    7.06    --  104.69  15.00-180.00  109
  9  ω     83.00 123.00   1.00    7.06    --  104.69 -45.00-120.00   40
 10  ω     82.00 166.00   1.00    7.06    --  104.69  45.00  60.00   84
 11  ω     34.00  79.00   1.00    7.06    --  104.69 -45.00-120.00   45
 12  ω     31.00 126.00   1.00    7.06    --  104.69 -30.00 120.00   95
 13  ω     41.00 118.00   1.00    7.06    --  104.69-125.00-180.00   77
 14  ω     99.00 142.00   1.00    7.06    --  104.69 125.00 150.00   43
 15  ω     52.00 133.00   1.00    7.06    --  104.69 -77.00 150.00   81
 16  ω     66.00 127.00   1.00    7.06    --  104.69 -77.00 -30.00   61
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0290713000
_diffrn_orient_matrix_UB_12      0.0350108000
_diffrn_orient_matrix_UB_13      0.0691852000
_diffrn_orient_matrix_UB_21      -0.1064003000
_diffrn_orient_matrix_UB_22      0.1541270000
_diffrn_orient_matrix_UB_23      -0.0343335000
_diffrn_orient_matrix_UB_31      -0.2031809000
_diffrn_orient_matrix_UB_32      -0.0197431000
_diffrn_orient_matrix_UB_33      0.0248204000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4207
_reflns_number_total             5064
_reflns_odcompleteness_completeness 99.96
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5064
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0465
_refine_ls_restrained_S_all      1.047
_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)+(0.0566P)²+0.3698P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1191
_refine_ls_wR_factor_ref         0.1289
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C11(H11), C16(H16), C17(H17), C13(H13), C7(H7), C20(H20), C5(H5),
 C8(H8), C3(H3), C14(H14), C24(H24), C27(H27), C6(H6), C31(H31), C28(H28),
 C2(H2), C21(H21), C37(H37), C29(H29), C30(H30), C33(H33), C23(H23), C22(H22),
 C34(H34), C36(H36), C35(H35)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
O1 O 0.64005(18) 0.79533(11) 0.40697(6) 0.0236(3) Uani 1 1 d . . . . .
N1 N 0.73784(19) 0.69640(13) 0.53596(7) 0.0171(3) Uani 1 1 d . . . . .
H1 H 0.713774 0.763861 0.498546 0.021 Uiso 1 1 calc R U . . .
C12 C 0.7562(2) 0.72780(16) 0.59982(8) 0.0166(3) Uani 1 1 d . . . . .
C11 C 0.7539(2) 0.57373(15) 0.52797(8) 0.0172(3) Uani 1 1 d . . . . .
H11 H 0.788286 0.497806 0.567000 0.021 Uiso 1 1 calc R U . . .
C16 C 0.8457(2) 0.66771(16) 0.72297(8) 0.0182(3) Uani 1 1 d . . . . .
H16 H 0.899506 0.600407 0.764112 0.022 Uiso 1 1 calc R U . . .
C17 C 0.8394(2) 0.62833(16) 0.66153(8) 0.0183(3) Uani 1 1 d . . . . .
H17 H 0.890675 0.535672 0.661495 0.022 Uiso 1 1 calc R U . . .
C9 C 0.7382(2) 0.41696(16) 0.45453(8) 0.0178(3) Uani 1 1 d . . . . .
C15 C 0.7728(2) 0.80681(16) 0.72451(8) 0.0179(3) Uani 1 1 d . . . . .
C10 C 0.7208(2) 0.55325(16) 0.46204(8) 0.0177(3) Uani 1 1 d . . . . .
C13 C 0.6855(2) 0.86652(16) 0.60033(8) 0.0183(3) Uani 1 1 d . . . . .
H13 H 0.632682 0.933649 0.559030 0.022 Uiso 1 1 calc R U . . .
C18 C 0.7829(2) 0.85055(16) 0.78980(8) 0.0196(3) Uani 1 1 d . . . . .
C1 C 0.6550(2) 0.67221(16) 0.40340(8) 0.0199(3) Uani 1 1 d . . . . .
C19 C 0.8486(2) 0.97675(16) 0.78011(8) 0.0202(3) Uani 1 1 d . . . . .
C25 C 0.7320(2) 0.78226(16) 0.85315(8) 0.0208(3) Uani 1 1 d . . . . .
C7 C 0.8214(2) 0.16776(17) 0.49960(9) 0.0237(3) Uani 1 1 d . . . . .
H7 H 0.864445 0.088988 0.536830 0.028 Uiso 1 1 calc R U . . .
C20 C 1.0048(3) 0.99456(17) 0.73568(8) 0.0227(3) Uani 1 1 d . . . . .
H20 H 1.069886 0.926822 0.712857 0.027 Uiso 1 1 calc R U . . .
C4 C 0.6865(2) 0.40321(16) 0.38877(8) 0.0195(3) Uani 1 1 d . . . . .
C5 C 0.7041(2) 0.27196(18) 0.37987(9) 0.0228(3) Uani 1 1 d . . . . .
H5 H 0.669132 0.264215 0.336554 0.027 Uiso 1 1 calc R U . . .
C32 C 0.7712(3) 0.80657(16) 0.92152(8) 0.0235(3) Uani 1 1 d . . . . .
C8 C 0.8073(2) 0.29456(16) 0.50960(8) 0.0205(3) Uani 1 1 d . . . . .
H8 H 0.843680 0.300079 0.553232 0.025 Uiso 1 1 calc R U . . .
C26 C 0.6187(2) 0.68151(16) 0.85881(8) 0.0209(3) Uani 1 1 d . . . . .
C3 C 0.6127(2) 0.52535(18) 0.33199(8) 0.0237(3) Uani 1 1 d . . . . .
H3 H 0.572844 0.516637 0.289565 0.028 Uiso 1 1 calc R U . . .
C14 C 0.6933(2) 0.90523(16) 0.66168(8) 0.0194(3) Uani 1 1 d . . . . .
H14 H 0.644919 0.998269 0.661172 0.023 Uiso 1 1 calc R U . . .
C24 C 0.7478(3) 1.08216(17) 0.81138(9) 0.0256(4) Uani 1 1 d . . . . .
H24 H 0.640386 1.073197 0.839906 0.031 Uiso 1 1 calc R U . . .
C27 C 0.4413(3) 0.71996(17) 0.81892(9) 0.0246(3) Uani 1 1 d . . . . .
H27 H 0.400240 0.806034 0.786538 0.030 Uiso 1 1 calc R U . . .
C6 C 0.7719(2) 0.15552(17) 0.43408(9) 0.0246(3) Uani 1 1 d . . . . .
H6 H 0.785031 0.069028 0.427491 0.030 Uiso 1 1 calc R U . . .
C31 C 0.6759(3) 0.55202(17) 0.90743(9) 0.0269(4) Uani 1 1 d . . . . .
H31 H 0.792792 0.524416 0.934940 0.032 Uiso 1 1 calc R U . . .
C28 C 0.3253(3) 0.63261(19) 0.82661(10) 0.0287(4) Uani 1 1 d . . . . .
H28 H 0.207522 0.660254 0.799598 0.034 Uiso 1 1 calc R U . . .
C2 C 0.5992(3) 0.65282(17) 0.33824(8) 0.0240(3) Uani 1 1 d . . . . .
H2 H 0.553261 0.729059 0.299889 0.029 Uiso 1 1 calc R U . . .
C21 C 1.0645(3) 1.11229(19) 0.72501(9) 0.0315(4) Uani 1 1 d . . . . .
H21 H 1.170761 1.122364 0.696078 0.038 Uiso 1 1 calc R U . . .
C37 C 0.6220(3) 0.81758(18) 0.97076(9) 0.0294(4) Uani 1 1 d . . . . .
H37 H 0.498324 0.810938 0.960142 0.035 Uiso 1 1 calc R U . . .
C29 C 0.3846(3) 0.50367(19) 0.87463(10) 0.0310(4) Uani 1 1 d . . . . .
H29 H 0.307708 0.444275 0.879678 0.037 Uiso 1 1 calc R U . . .
C30 C 0.5598(3) 0.46432(18) 0.91498(10) 0.0314(4) Uani 1 1 d . . . . .
H30 H 0.599785 0.378284 0.947425 0.038 Uiso 1 1 calc R U . . .
C33 C 0.9568(3) 0.81508(18) 0.93932(9) 0.0288(4) Uani 1 1 d . . . . .
H33 H 1.059978 0.806854 0.907585 0.035 Uiso 1 1 calc R U . . .
C23 C 0.8052(3) 1.20003(18) 0.80061(9) 0.0323(4) Uani 1 1 d . . . . .
H23 H 0.736869 1.269308 0.822059 0.039 Uiso 1 1 calc R U . . .
C22 C 0.9635(3) 1.21509(18) 0.75814(10) 0.0335(4) Uani 1 1 d . . . . .
H22 H 1.002991 1.293828 0.751575 0.040 Uiso 1 1 calc R U . . .
C34 C 0.9873(3) 0.8357(2) 1.00410(11) 0.0378(5) Uani 1 1 d . . . . .
H34 H 1.110707 0.841870 1.015300 0.045 Uiso 1 1 calc R U . . .
C36 C 0.6534(4) 0.83825(19) 1.03536(10) 0.0379(5) Uani 1 1 d . . . . .
H36 H 0.551077 0.846071 1.067412 0.045 Uiso 1 1 calc R U . . .
C35 C 0.8365(4) 0.8473(2) 1.05223(10) 0.0397(5) Uani 1 1 d . . . . .
H35 H 0.858147 0.860981 1.095591 0.048 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
O1 C1 1.289(2) . ?
N1 H1 0.8600 . ?
N1 C12 1.4033(19) . ?
N1 C11 1.313(2) . ?
C12 C17 1.393(2) . ?
C12 C13 1.393(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.413(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.385(2) . ?
C16 C15 1.403(2) . ?
C17 H17 0.9300 . ?
C9 C10 1.449(2) . ?
C9 C4 1.417(2) . ?
C9 C8 1.416(2) . ?
C15 C18 1.487(2) . ?
C15 C14 1.398(2) . ?
C10 C1 1.433(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.381(2) . ?
C18 C19 1.502(2) . ?
C18 C25 1.358(2) . ?
C1 C2 1.442(2) . ?
C19 C20 1.394(2) . ?
C19 C24 1.393(2) . ?
C25 C32 1.489(2) . ?
C25 C26 1.492(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.374(2) . ?
C7 C6 1.401(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.392(2) . ?
C4 C5 1.406(2) . ?
C4 C3 1.437(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.368(3) . ?
C32 C37 1.389(3) . ?
C32 C33 1.401(3) . ?
C8 H8 0.9300 . ?
C26 C27 1.396(2) . ?
C26 C31 1.397(2) . ?
C3 H3 0.9300 . ?
C3 C2 1.355(2) . ?
C14 H14 0.9300 . ?
C24 H24 0.9300 . ?
C24 C23 1.384(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.383(3) . ?
C6 H6 0.9300 . ?
C31 H31 0.9300 . ?
C31 C30 1.387(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.388(3) . ?
C2 H2 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.396(3) . ?
C37 H37 0.9300 . ?
C37 C36 1.385(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.387(3) . ?
C30 H30 0.9300 . ?
C33 H33 0.9300 . ?
C33 C34 1.387(3) . ?
C23 H23 0.9300 . ?
C23 C22 1.379(3) . ?
C22 H22 0.9300 . ?
C34 H34 0.9300 . ?
C34 C35 1.382(3) . ?
C36 H36 0.9300 . ?
C36 C35 1.380(3) . ?
C35 H35 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
C12 N1 H1 116.9 . . ?
C11 N1 H1 116.9 . . ?
C11 N1 C12 126.11(13) . . ?
C17 C12 N1 123.54(14) . . ?
C17 C12 C13 119.31(14) . . ?
C13 C12 N1 117.16(13) . . ?
N1 C11 H11 118.9 . . ?
N1 C11 C10 122.16(14) . . ?
C10 C11 H11 118.9 . . ?
C17 C16 H16 119.3 . . ?
C17 C16 C15 121.47(14) . . ?
C15 C16 H16 119.3 . . ?
C12 C17 H17 120.1 . . ?
C16 C17 C12 119.86(14) . . ?
C16 C17 H17 120.1 . . ?
C4 C9 C10 119.16(14) . . ?
C8 C9 C10 123.41(14) . . ?
C8 C9 C4 117.43(14) . . ?
C16 C15 C18 121.92(14) . . ?
C14 C15 C16 117.73(14) . . ?
C14 C15 C18 120.33(14) . . ?
C11 C10 C9 121.22(14) . . ?
C11 C10 C1 118.26(14) . . ?
C1 C10 C9 120.36(14) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.55(14) . . ?
C14 C13 H13 119.7 . . ?
C15 C18 C19 115.22(13) . . ?
C25 C18 C15 121.95(14) . . ?
C25 C18 C19 122.82(14) . . ?
O1 C1 C10 122.83(14) . . ?
O1 C1 C2 118.99(14) . . ?
C10 C1 C2 118.17(14) . . ?
C20 C19 C18 120.24(14) . . ?
C24 C19 C18 121.14(15) . . ?
C24 C19 C20 118.49(15) . . ?
C18 C25 C32 123.96(15) . . ?
C18 C25 C26 121.58(14) . . ?
C32 C25 C26 114.36(14) . . ?
C8 C7 H7 119.5 . . ?
C8 C7 C6 120.91(15) . . ?
C6 C7 H7 119.5 . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 120.92(16) . . ?
C21 C20 H20 119.5 . . ?
C9 C4 C3 119.00(14) . . ?
C5 C4 C9 120.29(15) . . ?
C5 C4 C3 120.71(15) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 120.90(15) . . ?
C6 C5 H5 119.5 . . ?
C37 C32 C25 119.60(16) . . ?
C37 C32 C33 118.08(16) . . ?
C33 C32 C25 122.30(15) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 C9 121.05(15) . . ?
C7 C8 H8 119.5 . . ?
C27 C26 C25 119.90(14) . . ?
C27 C26 C31 118.11(16) . . ?
C31 C26 C25 121.78(15) . . ?
C4 C3 H3 118.9 . . ?
C2 C3 C4 122.15(15) . . ?
C2 C3 H3 118.9 . . ?
C15 C14 H14 119.5 . . ?
C13 C14 C15 121.06(14) . . ?
C13 C14 H14 119.5 . . ?
C19 C24 H24 119.5 . . ?
C23 C24 C19 120.91(17) . . ?
C23 C24 H24 119.5 . . ?
C26 C27 H27 119.3 . . ?
C28 C27 C26 121.31(16) . . ?
C28 C27 H27 119.3 . . ?
C7 C6 H6 120.3 . . ?
C5 C6 C7 119.41(15) . . ?
C5 C6 H6 120.3 . . ?
C26 C31 H31 119.7 . . ?
C30 C31 C26 120.53(17) . . ?
C30 C31 H31 119.7 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.06(17) . . ?
C29 C28 H28 120.0 . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.08(15) . . ?
C3 C2 H2 119.5 . . ?
C20 C21 H21 120.3 . . ?
C20 C21 C22 119.36(18) . . ?
C22 C21 H21 120.3 . . ?
C32 C37 H37 119.3 . . ?
C36 C37 C32 121.36(19) . . ?
C36 C37 H37 119.3 . . ?
C28 C29 H29 120.3 . . ?
C30 C29 C28 119.32(17) . . ?
C30 C29 H29 120.3 . . ?
C31 C30 H30 119.7 . . ?
C29 C30 C31 120.65(17) . . ?
C29 C30 H30 119.7 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.22(18) . . ?
C34 C33 H33 119.9 . . ?
C24 C23 H23 119.9 . . ?
C22 C23 C24 120.19(17) . . ?
C22 C23 H23 119.9 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.08(17) . . ?
C23 C22 H22 120.0 . . ?
C33 C34 H34 119.6 . . ?
C35 C34 C33 120.84(19) . . ?
C35 C34 H34 119.6 . . ?
C37 C36 H36 119.9 . . ?
C35 C36 C37 120.11(18) . . ?
C35 C36 H36 119.9 . . ?
C34 C35 H35 120.3 . . ?
C36 C35 C34 119.39(17) . . ?
C36 C35 H35 120.3 . . ?

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
O1 C1 C2 C3 179.91(15) . . . . ?
N1 C12 C17 C16 -177.81(13) . . . . ?
N1 C12 C13 C14 178.21(14) . . . . ?
N1 C11 C10 C9 -179.60(14) . . . . ?
N1 C11 C10 C1 -4.1(2) . . . . ?
C12 N1 C11 C10 175.98(13) . . . . ?
C12 C13 C14 C15 0.3(2) . . . . ?
C11 N1 C12 C17 15.4(2) . . . . ?
C11 N1 C12 C13 -164.29(14) . . . . ?
C11 C10 C1 O1 5.6(2) . . . . ?
C11 C10 C1 C2 -173.02(14) . . . . ?
C16 C15 C18 C19 136.57(15) . . . . ?
C16 C15 C18 C25 -44.7(2) . . . . ?
C16 C15 C14 C13 0.5(2) . . . . ?
C17 C12 C13 C14 -1.5(2) . . . . ?
C17 C16 C15 C18 -178.63(14) . . . . ?
C17 C16 C15 C14 -0.1(2) . . . . ?
C9 C10 C1 O1 -178.88(14) . . . . ?
C9 C10 C1 C2 2.5(2) . . . . ?
C9 C4 C5 C6 -0.3(2) . . . . ?
C9 C4 C3 C2 3.0(2) . . . . ?
C15 C16 C17 C12 -1.1(2) . . . . ?
C15 C18 C19 C20 -41.3(2) . . . . ?
C15 C18 C19 C24 134.59(15) . . . . ?
C15 C18 C25 C32 169.39(14) . . . . ?
C15 C18 C25 C26 -14.6(2) . . . . ?
C10 C9 C4 C5 179.31(14) . . . . ?
C10 C9 C4 C3 -1.8(2) . . . . ?
C10 C9 C8 C7 -179.81(14) . . . . ?
C10 C1 C2 C3 -1.4(2) . . . . ?
C13 C12 C17 C16 1.9(2) . . . . ?
C18 C15 C14 C13 179.04(14) . . . . ?
C18 C19 C20 C21 178.64(15) . . . . ?
C18 C19 C24 C23 -178.08(15) . . . . ?
C18 C25 C32 C37 135.54(17) . . . . ?
C18 C25 C32 C33 -46.3(2) . . . . ?
C18 C25 C26 C27 -51.5(2) . . . . ?
C18 C25 C26 C31 133.82(17) . . . . ?
C19 C18 C25 C32 -12.0(2) . . . . ?
C19 C18 C25 C26 163.99(14) . . . . ?
C19 C20 C21 C22 -1.4(3) . . . . ?
C19 C24 C23 C22 0.3(3) . . . . ?
C25 C18 C19 C20 140.05(16) . . . . ?
C25 C18 C19 C24 -44.1(2) . . . . ?
C25 C32 C37 C36 179.08(16) . . . . ?
C25 C32 C33 C34 -178.99(16) . . . . ?
C25 C26 C27 C28 -175.37(15) . . . . ?
C25 C26 C31 C30 175.43(16) . . . . ?
C20 C19 C24 C23 -2.1(2) . . . . ?
C20 C21 C22 C23 -0.4(3) . . . . ?
C4 C9 C10 C11 174.53(13) . . . . ?
C4 C9 C10 C1 -0.9(2) . . . . ?
C4 C9 C8 C7 -0.7(2) . . . . ?
C4 C5 C6 C7 1.0(2) . . . . ?
C4 C3 C2 C1 -1.3(3) . . . . ?
C5 C4 C3 C2 -178.13(16) . . . . ?
C32 C25 C26 C27 124.90(16) . . . . ?
C32 C25 C26 C31 -49.8(2) . . . . ?
C32 C37 C36 C35 -0.5(3) . . . . ?
C32 C33 C34 C35 0.4(3) . . . . ?
C8 C9 C10 C11 -6.4(2) . . . . ?
C8 C9 C10 C1 178.23(14) . . . . ?
C8 C9 C4 C5 0.1(2) . . . . ?
C8 C9 C4 C3 178.99(14) . . . . ?
C8 C7 C6 C5 -1.6(2) . . . . ?
C26 C25 C32 C37 -40.7(2) . . . . ?
C26 C25 C32 C33 137.42(16) . . . . ?
C26 C27 C28 C29 -0.1(3) . . . . ?
C26 C31 C30 C29 -0.2(3) . . . . ?
C3 C4 C5 C6 -179.16(15) . . . . ?
C14 C15 C18 C19 -41.9(2) . . . . ?
C14 C15 C18 C25 136.78(16) . . . . ?
C24 C19 C20 C21 2.7(2) . . . . ?
C24 C23 C22 C21 1.0(3) . . . . ?
C27 C26 C31 C30 0.6(2) . . . . ?
C27 C28 C29 C30 0.5(3) . . . . ?
C6 C7 C8 C9 1.4(2) . . . . ?
C31 C26 C27 C28 -0.5(2) . . . . ?
C28 C29 C30 C31 -0.4(3) . . . . ?
C37 C32 C33 C34 -0.8(3) . . . . ?
C37 C36 C35 C34 0.1(3) . . . . ?
C33 C32 C37 C36 0.9(3) . . . . ?
C33 C34 C35 C36 -0.1(3) . . . . ?

_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 2.172
_oxdiff_exptl_absorpt_empirical_full_min 0.258
