# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_20200102-1
_database_code_depnum_ccdc_archive 'CCDC 1992067'
loop_
_audit_author_name
_audit_author_address
'Liu Hui'
;Jiaxing University
China
;
_audit_update_record             
;
2020-10-29 deposited with the CCDC.	2021-01-21 downloaded from the CCDC.
;
_audit_creation_date             2020-03-22
_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         'C20 H15 N O2'
_chemical_formula_sum            'C20 H15 N O2'
_chemical_formula_weight         301.33
_chemical_absolute_configuration ?
_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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.0940(3)
_cell_length_b                   17.4703(8)
_cell_length_c                   11.2484(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.299(4)
_cell_angle_gamma                90
_cell_volume                     1569.67(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2163
_cell_measurement_temperature    298
_cell_measurement_theta_max      72.1530
_cell_measurement_theta_min      4.7200
_shelx_estimated_absorpt_T_max   0.925
_shelx_estimated_absorpt_T_min   0.868
_exptl_absorpt_coefficient_mu    0.660
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5992
_diffrn_reflns_point_group_measured_fraction_full 0.767
_diffrn_reflns_point_group_measured_fraction_max 0.734
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.595
_diffrn_reflns_theta_min         3.982
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0802
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     21.00 103.00   1.00    1.90    --   36.58  57.00 150.00   82
  2  ω    -35.00  66.00   1.00    1.90    --   36.58 -19.00 -30.00  101
  3  ω     11.00  53.00   1.00    1.90    --   36.58  77.00  60.00   42
  4  ω     -1.00  52.00   1.00    1.90    --   36.58 -38.00-120.00   53
  5  ω     51.00  76.00   1.00    1.90    --   36.58 -99.00-120.00   25
  6  ω     82.00 107.00   1.00    1.90    --   36.58 178.00  90.00   25
  7  ω     48.00  95.00   1.00    7.60    --  108.00 -95.00   0.00   47
  8  ω     40.00  66.00   1.00    7.60    --  108.00 -77.00 -30.00   26
  9  ω     95.00 166.00   1.00    7.60    --  108.00  45.00  60.00   71
 10  ω    140.00 169.00   1.00    7.60    --  108.00  61.00 120.00   29
 11  ω     81.00 167.00   1.00    7.60    --  108.00  77.00  90.00   86
 12  ω     41.00  80.00   1.00    7.60    --  108.00 -95.00  90.00   39
 13  ω    103.00 178.00   1.00    7.60    --  108.00 111.00   0.00   75
 14  ω     86.00 135.00   1.00    7.60    --  108.00 -77.00 -30.00   49
 15  ω     37.00  87.00   1.00    7.60    --  108.00 -15.00 -60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0033535000
_diffrn_orient_matrix_UB_12      0.0705582000
_diffrn_orient_matrix_UB_13      -0.0818738000
_diffrn_orient_matrix_UB_21      0.0707632000
_diffrn_orient_matrix_UB_22      0.0488081000
_diffrn_orient_matrix_UB_23      0.1105558000
_diffrn_orient_matrix_UB_31      0.1793503000
_diffrn_orient_matrix_UB_32      -0.0205908000
_diffrn_orient_matrix_UB_33      -0.0179369000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.458
_reflns_Friedel_fraction_full    0.517
_reflns_Friedel_fraction_max     0.478
_reflns_number_gt                4118
_reflns_number_total             4565
_reflns_odcompleteness_completeness 99.86
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 1175 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     419
_refine_ls_number_reflns         4565
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0461
_refine_ls_restrained_S_all      1.053
_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)+(0.0650P)²+0.0400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1162
_refine_ls_wR_factor_ref         0.1240
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C25(H25), C21(H21), C17(H17), C5(H5), C36(H36), C39(H39), C22(H22), C20(H20),
 C24(H24), C18(H18), C23(H23), C38(H38), C19(H19), C1(H1), C37(H37), C2(H2),
 C3(H3), C4(H4)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C32(H32A,H32B,H32C), C015(H01A,H01B,H01C), C12(H12A,H12B,
 H12C)
;
_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
O2 O 0.9874(3) 0.55623(17) 0.7497(2) 0.0648(6) Uani 1 1 d . . . . .
N1 N 0.9605(3) 0.50866(16) 0.5531(2) 0.0483(6) Uani 1 1 d . . . . .
O1 O 1.1140(4) 0.61629(18) 0.2524(3) 0.0755(7) Uani 1 1 d . . . . .
O3 O 0.7342(4) 0.6803(2) 0.5698(3) 0.0889(10) Uani 1 1 d . . . . .
N2 N 0.4211(3) 0.48933(19) 0.5862(2) 0.0552(7) Uani 1 1 d . . . . .
O4 O 0.3419(4) 0.4010(2) 0.4325(3) 0.0829(9) Uani 1 1 d . . . . .
C26 C 0.5290(4) 0.58516(17) 0.8787(3) 0.0467(6) Uani 1 1 d . . . . .
C9 C 1.0280(3) 0.55631(19) 0.4769(3) 0.0486(6) Uani 1 1 d . . . . .
C27 C 0.4961(3) 0.56031(19) 0.7516(3) 0.0464(6) Uani 1 1 d . . . . .
C8 C 0.8958(4) 0.44366(18) 0.4933(3) 0.0477(6) Uani 1 1 d . . . . .
C14 C 0.9388(4) 0.5082(2) 0.6766(3) 0.0513(7) Uani 1 1 d . . . . .
C11 C 1.0756(4) 0.5494(2) 0.2610(3) 0.0578(8) Uani 1 1 d . . . . .
C35 C 0.3258(4) 0.42755(19) 0.7420(3) 0.0527(7) Uani 1 1 d . . . . .
C6 C 0.8604(4) 0.3910(2) 0.2824(3) 0.0501(7) Uani 1 1 d . . . . .
C30 C 0.4121(4) 0.4959(2) 0.7090(3) 0.0495(7) Uani 1 1 d . . . . .
C28 C 0.5587(4) 0.5945(2) 0.6490(3) 0.0500(7) Uani 1 1 d . . . . .
C10 C 1.0058(4) 0.52062(19) 0.3661(3) 0.0498(7) Uani 1 1 d . . . . .
C31 C 0.6419(4) 0.6699(2) 0.6428(3) 0.0602(9) Uani 1 1 d . . . . .
C16 C 0.8467(4) 0.4352(2) 0.6877(3) 0.0522(7) Uani 1 1 d . . . . .
C29 C 0.5116(4) 0.5488(2) 0.5504(3) 0.0539(7) Uani 1 1 d . . . . .
C25 C 0.4010(5) 0.5915(2) 0.9459(3) 0.0585(8) Uani 1 1 d . . . . .
H25 H 0.2916 0.5799 0.9113 0.070 Uiso 1 1 calc R . . . .
C33 C 0.3479(4) 0.4205(2) 0.5360(3) 0.0631(9) Uani 1 1 d . . . . .
C15 C 0.8200(4) 0.39683(19) 0.5766(3) 0.0494(7) Uani 1 1 d . . . . .
C13 C 1.1082(4) 0.6305(2) 0.5190(4) 0.0582(8) Uani 1 1 d . . . . .
H13A H 1.0233 0.6667 0.5312 0.087 Uiso 1 1 calc GR . . . .
H13B H 1.1700 0.6499 0.4595 0.087 Uiso 1 1 calc GR . . . .
H13C H 1.1828 0.6227 0.5935 0.087 Uiso 1 1 calc GR . . . .
C7 C 0.9204(4) 0.44781(19) 0.3767(3) 0.0475(6) Uani 1 1 d . . . . .
C34 C 0.2877(4) 0.3825(2) 0.6381(4) 0.0607(9) Uani 1 1 d . . . . .
C21 C 0.6920(4) 0.6015(2) 0.9327(3) 0.0588(8) Uani 1 1 d . . . . .
H21 H 0.7793 0.5961 0.8888 0.071 Uiso 1 1 calc R . . . .
C17 C 0.7916(5) 0.4048(3) 0.7876(3) 0.0653(9) Uani 1 1 d . . . . .
H17 H 0.8086 0.4306 0.8609 0.078 Uiso 1 1 calc R . . . .
C5 C 0.9303(6) 0.3187(2) 0.2848(3) 0.0707(10) Uani 1 1 d . . . . .
H5 H 1.0166 0.3056 0.3465 0.085 Uiso 1 1 calc R . . . .
C36 C 0.2815(4) 0.4028(2) 0.8492(4) 0.0611(8) Uani 1 1 d . . . . .
H36 H 0.3064 0.4319 0.9191 0.073 Uiso 1 1 calc R . . . .
C39 C 0.2050(5) 0.3130(2) 0.6393(4) 0.0723(11) Uani 1 1 d . . . . .
H39 H 0.1809 0.2836 0.5698 0.087 Uiso 1 1 calc R . . . .
C22 C 0.7252(5) 0.6259(3) 1.0521(3) 0.0697(10) Uani 1 1 d . . . . .
H22 H 0.8342 0.6376 1.0874 0.084 Uiso 1 1 calc R . . . .
C20 C 0.7386(4) 0.3271(2) 0.5648(3) 0.0578(8) Uani 1 1 d . . . . .
H20 H 0.7211 0.3013 0.4916 0.069 Uiso 1 1 calc R . . . .
C24 C 0.4363(6) 0.6154(2) 1.0657(4) 0.0708(10) Uani 1 1 d . . . . .
H24 H 0.3501 0.6197 1.1109 0.085 Uiso 1 1 calc R . . . .
C18 C 0.7098(6) 0.3347(3) 0.7754(4) 0.0722(10) Uani 1 1 d . . . . .
H18 H 0.6721 0.3130 0.8416 0.087 Uiso 1 1 calc R . . . .
C23 C 0.5968(7) 0.6325(3) 1.1172(3) 0.0761(12) Uani 1 1 d . . . . .
H23 H 0.6190 0.6488 1.1969 0.091 Uiso 1 1 calc R . . . .
C38 C 0.1594(5) 0.2888(2) 0.7459(5) 0.0786(13) Uani 1 1 d . . . . .
H38 H 0.1025 0.2427 0.7484 0.094 Uiso 1 1 calc R . . . .
C32 C 0.6041(7) 0.7339(3) 0.7219(5) 0.0829(12) Uani 1 1 d . . . . .
H32A H 0.6809 0.7323 0.7964 0.124 Uiso 1 1 calc GR . . . .
H32B H 0.4917 0.7287 0.7379 0.124 Uiso 1 1 calc GR . . . .
H32C H 0.6153 0.7818 0.6823 0.124 Uiso 1 1 calc GR . . . .
C19 C 0.6837(5) 0.2965(3) 0.6657(4) 0.0715(10) Uani 1 1 d . . . . .
H19 H 0.6285 0.2496 0.6596 0.086 Uiso 1 1 calc R . . . .
C1 C 0.7313(5) 0.4089(3) 0.1907(4) 0.0702(10) Uani 1 1 d . . . . .
H1 H 0.6814 0.4570 0.1883 0.084 Uiso 1 1 calc R . . . .
C015 C 0.5334(5) 0.5584(3) 0.4211(3) 0.0739(11) Uani 1 1 d . . . . .
H01A H 0.5549 0.5094 0.3880 0.111 Uiso 1 1 calc GR . . . .
H01B H 0.6260 0.5920 0.4167 0.111 Uiso 1 1 calc GR . . . .
H01C H 0.4333 0.5798 0.3761 0.111 Uiso 1 1 calc GR . . . .
C37 C 0.1975(5) 0.3324(2) 0.8492(4) 0.0745(11) Uani 1 1 d . . . . .
H37 H 0.1669 0.3147 0.9205 0.089 Uiso 1 1 calc R . . . .
C2 C 0.6762(7) 0.3555(4) 0.1026(4) 0.0898(15) Uani 1 1 d . . . . .
H2 H 0.5901 0.3681 0.0405 0.108 Uiso 1 1 calc R . . . .
C3 C 0.7467(8) 0.2846(3) 0.1057(4) 0.0926(16) Uani 1 1 d . . . . .
H3 H 0.7086 0.2490 0.0461 0.111 Uiso 1 1 calc R . . . .
C4 C 0.8735(8) 0.2658(3) 0.1969(4) 0.0925(16) Uani 1 1 d . . . . .
H4 H 0.9213 0.2173 0.1994 0.111 Uiso 1 1 calc R . . . .
C12 C 1.1072(7) 0.4932(3) 0.1661(4) 0.0926(16) Uani 1 1 d . . . . .
H12A H 1.0025 0.4780 0.1194 0.139 Uiso 1 1 calc GR . . . .
H12B H 1.1634 0.4491 0.2039 0.139 Uiso 1 1 calc GR . . . .
H12C H 1.1759 0.5168 0.1144 0.139 Uiso 1 1 calc GR . . . .


_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
O2 C14 1.196(4) . ?
N1 C9 1.370(4) . ?
N1 C8 1.379(4) . ?
N1 C14 1.429(4) . ?
O1 C11 1.217(5) . ?
O3 C31 1.210(5) . ?
N2 C30 1.399(4) . ?
N2 C29 1.369(5) . ?
N2 C33 1.417(5) . ?
O4 C33 1.206(5) . ?
C26 C27 1.476(4) . ?
C26 C25 1.382(5) . ?
C26 C21 1.390(5) . ?
C9 C10 1.379(5) . ?
C9 C13 1.492(5) . ?
C27 C30 1.362(5) . ?
C27 C28 1.462(4) . ?
C8 C15 1.453(5) . ?
C8 C7 1.360(5) . ?
C14 C16 1.492(5) . ?
C11 C10 1.479(5) . ?
C11 C12 1.502(6) . ?
C35 C30 1.461(5) . ?
C35 C34 1.401(5) . ?
C35 C36 1.381(5) . ?
C6 C7 1.475(5) . ?
C6 C5 1.384(6) . ?
C6 C1 1.380(5) . ?
C28 C31 1.486(5) . ?
C28 C29 1.371(5) . ?
C10 C7 1.462(5) . ?
C31 C32 1.490(6) . ?
C16 C15 1.404(5) . ?
C16 C17 1.380(5) . ?
C29 C015 1.502(5) . ?
C25 H25 0.9300 . ?
C25 C24 1.396(5) . ?
C33 C34 1.476(6) . ?
C15 C20 1.381(5) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C34 C39 1.387(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.393(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.389(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.377(6) . ?
C36 H36 0.9300 . ?
C36 C37 1.406(6) . ?
C39 H39 0.9300 . ?
C39 C38 1.377(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.370(7) . ?
C20 H20 0.9300 . ?
C20 C19 1.391(6) . ?
C24 H24 0.9300 . ?
C24 C23 1.368(7) . ?
C18 H18 0.9300 . ?
C18 C19 1.388(6) . ?
C23 H23 0.9300 . ?
C38 H38 0.9300 . ?
C38 C37 1.382(7) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C19 H19 0.9300 . ?
C1 H1 0.9300 . ?
C1 C2 1.382(7) . ?
C015 H01A 0.9600 . ?
C015 H01B 0.9600 . ?
C015 H01C 0.9600 . ?
C37 H37 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.362(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.369(8) . ?
C4 H4 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?

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
C9 N1 C8 110.7(3) . . ?
C9 N1 C14 137.4(3) . . ?
C8 N1 C14 111.9(3) . . ?
C30 N2 C33 112.2(3) . . ?
C29 N2 C30 110.1(3) . . ?
C29 N2 C33 137.4(3) . . ?
C25 C26 C27 121.3(3) . . ?
C25 C26 C21 119.2(3) . . ?
C21 C26 C27 119.6(3) . . ?
N1 C9 C10 106.5(3) . . ?
N1 C9 C13 121.7(3) . . ?
C10 C9 C13 131.8(3) . . ?
C30 C27 C26 125.9(3) . . ?
C30 C27 C28 106.1(3) . . ?
C28 C27 C26 127.8(3) . . ?
N1 C8 C15 108.4(3) . . ?
C7 C8 N1 108.9(3) . . ?
C7 C8 C15 142.6(3) . . ?
O2 C14 N1 125.9(3) . . ?
O2 C14 C16 130.9(3) . . ?
N1 C14 C16 103.2(3) . . ?
O1 C11 C10 121.7(4) . . ?
O1 C11 C12 119.7(4) . . ?
C10 C11 C12 118.5(4) . . ?
C34 C35 C30 107.3(3) . . ?
C36 C35 C30 132.8(3) . . ?
C36 C35 C34 119.9(4) . . ?
C5 C6 C7 121.0(3) . . ?
C1 C6 C7 120.4(3) . . ?
C1 C6 C5 118.6(4) . . ?
N2 C30 C35 106.7(3) . . ?
C27 C30 N2 108.2(3) . . ?
C27 C30 C35 144.9(3) . . ?
C27 C28 C31 128.1(3) . . ?
C29 C28 C27 108.3(3) . . ?
C29 C28 C31 123.2(3) . . ?
C9 C10 C11 123.9(3) . . ?
C9 C10 C7 108.4(3) . . ?
C7 C10 C11 127.4(3) . . ?
O3 C31 C28 119.9(4) . . ?
O3 C31 C32 120.1(4) . . ?
C28 C31 C32 119.9(3) . . ?
C15 C16 C14 109.9(3) . . ?
C17 C16 C14 128.9(3) . . ?
C17 C16 C15 121.2(3) . . ?
N2 C29 C28 107.3(3) . . ?
N2 C29 C015 121.4(4) . . ?
C28 C29 C015 131.1(4) . . ?
C26 C25 H25 120.1 . . ?
C26 C25 C24 119.8(4) . . ?
C24 C25 H25 120.1 . . ?
N2 C33 C34 103.9(3) . . ?
O4 C33 N2 125.0(4) . . ?
O4 C33 C34 131.1(4) . . ?
C16 C15 C8 106.5(3) . . ?
C20 C15 C8 132.8(3) . . ?
C20 C15 C16 120.6(3) . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C8 C7 C6 125.1(3) . . ?
C8 C7 C10 105.6(3) . . ?
C10 C7 C6 129.2(3) . . ?
C35 C34 C33 109.9(3) . . ?
C39 C34 C35 121.6(4) . . ?
C39 C34 C33 128.4(4) . . ?
C26 C21 H21 119.8 . . ?
C26 C21 C22 120.4(3) . . ?
C22 C21 H21 119.8 . . ?
C16 C17 H17 121.0 . . ?
C16 C17 C18 118.0(4) . . ?
C18 C17 H17 121.0 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.7(4) . . ?
C4 C5 H5 119.6 . . ?
C35 C36 H36 121.1 . . ?
C35 C36 C37 117.9(4) . . ?
C37 C36 H36 121.1 . . ?
C34 C39 H39 120.8 . . ?
C38 C39 C34 118.4(4) . . ?
C38 C39 H39 120.8 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.7(4) . . ?
C23 C22 H22 120.1 . . ?
C15 C20 H20 120.9 . . ?
C15 C20 C19 118.1(4) . . ?
C19 C20 H20 120.9 . . ?
C25 C24 H24 119.8 . . ?
C23 C24 C25 120.4(4) . . ?
C23 C24 H24 119.8 . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 120.9(4) . . ?
C19 C18 H18 119.5 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.4(4) . . ?
C24 C23 H23 119.8 . . ?
C39 C38 H38 119.7 . . ?
C39 C38 C37 120.5(4) . . ?
C37 C38 H38 119.7 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C20 C19 H19 119.4 . . ?
C18 C19 C20 121.2(4) . . ?
C18 C19 H19 119.4 . . ?
C6 C1 H1 120.0 . . ?
C6 C1 C2 120.1(5) . . ?
C2 C1 H1 120.0 . . ?
C29 C015 H01A 109.5 . . ?
C29 C015 H01B 109.5 . . ?
C29 C015 H01C 109.5 . . ?
H01A C015 H01B 109.5 . . ?
H01A C015 H01C 109.5 . . ?
H01B C015 H01C 109.5 . . ?
C36 C37 H37 119.2 . . ?
C38 C37 C36 121.6(4) . . ?
C38 C37 H37 119.2 . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.7(4) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.9(4) . . ?
C4 C3 H3 120.1 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 120.0(5) . . ?
C3 C4 H4 120.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_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 1.308
_oxdiff_exptl_absorpt_empirical_full_min 0.680
####################################################################### 
# 
# 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_20200106-1
_database_code_depnum_ccdc_archive 'CCDC 2041193'
loop_
_audit_author_name
_audit_author_address
'Liu Hui'
;Jiaxing University
China
;
_audit_update_record             
;
2020-10-29 deposited with the CCDC.	2021-01-21 downloaded from the CCDC.
;
_audit_creation_date             2020-10-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H17 N O2'
_chemical_formula_sum            'C25 H17 N O2'
_chemical_formula_weight         363.39
_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                   6.7666(6)
_cell_length_b                   8.5442(5)
_cell_length_c                   16.8887(12)
_cell_angle_alpha                98.888(5)
_cell_angle_beta                 91.797(6)
_cell_angle_gamma                103.272(6)
_cell_volume                     936.66(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2401
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.2940
_cell_measurement_theta_min      5.2860
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.649
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            5793
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.190
_diffrn_reflns_theta_min         5.315
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0802
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     75.00 101.00   1.00    1.00    --   36.08 178.00 -30.00   26
  2  ω      3.00  71.00   1.00    1.00    --   36.08 -99.00-180.00   68
  3  ω    -19.00  21.00   1.00    1.00    --   36.08 -57.00-120.00   40
  4  ω     10.00  93.00   1.00    1.00    --   36.08  77.00 -60.00   83
  5  ω     19.00 102.00   1.00    1.00    --   36.08  38.00  60.00   83
  6  ω     48.00  74.00   1.00    1.00    --   36.08 -99.00 -30.00   26
  7  ω      9.00 100.00   1.00    1.00    --   36.08  77.00  90.00   91
  8  ω     50.00  76.00   1.00    1.00    --   36.08  57.00-150.00   26
  9  ω     77.00 104.00   1.00    1.00    --   36.08  77.00 120.00   27
 10  ω     40.00 146.00   1.00    1.00    --  108.00 -15.00-120.00  106
 11  ω     92.00 118.00   1.00    1.00    --  108.00 -61.00   0.00   26
 12  ω     51.00  84.00   1.00    1.00    --  108.00 -61.00   0.00   33
 13  ω     87.00 163.00   1.00    1.00    --  108.00  30.00 -90.00   76
 14  ω    135.00 175.00   1.00    1.00    --  108.00  61.00  60.00   40
 15  ω     43.00 119.00   1.00    1.00    --  108.00 -30.00  60.00   76
 16  ω     90.00 118.00   1.00    1.00    --  108.00  61.00  60.00   28
 17  ω     66.00 109.00   1.00    1.00    --  108.00 -95.00 -60.00   43
 18  ω     95.00 126.00   1.00    1.00    --  108.00 -61.00 120.00   31
 19  ω     73.00  99.00   1.00    1.00    --  108.00 -95.00-120.00   26
 20  ω     40.00 110.00   1.00    1.00    --  108.00 -95.00 150.00   70
 21  ω     41.00  75.00   1.00    1.00    --  108.00 -95.00 -90.00   34
 22  ω     73.00 146.00   1.00    1.00    --  108.00 178.00-180.00   73
 23  ω     59.00 125.00   1.00    1.00    --  108.00 -45.00  90.00   66
 24  ω     43.00 123.00   1.00    1.00    --  108.00 -61.00 -90.00   80
 25  ω     88.00 113.00   1.00    1.00    --  108.00-111.00 120.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1407102000
_diffrn_orient_matrix_UB_12      0.0980216000
_diffrn_orient_matrix_UB_13      -0.0542562000
_diffrn_orient_matrix_UB_21      0.1875748000
_diffrn_orient_matrix_UB_22      -0.0183004000
_diffrn_orient_matrix_UB_23      0.0485546000
_diffrn_orient_matrix_UB_31      -0.0006128000
_diffrn_orient_matrix_UB_32      -0.1592184000
_diffrn_orient_matrix_UB_33      -0.0571346000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3087
_reflns_number_total             3550
_reflns_odcompleteness_completeness 99.28
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 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         0.246
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       0.472(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.905
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3550
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0554
_refine_ls_restrained_S_all      0.905
_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)+(0.1038P)²+0.2170P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1428
_refine_ls_wR_factor_ref         0.1512
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00C(H00D), C00E(H00E), C00F(H00F), C00H(H00H), C00J(H00J), C00K(H00K),
 C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00S(H00S)
2.b Idealised Me refined as rotating group:
 C00B(H00A,H00B,H00C)
;
_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
O001 O 0.18485(19) 0.21490(15) 0.53707(7) 0.0530(4) Uani 1 1 d . . . . .
N002 N 0.19819(18) 0.32719(15) 0.41922(7) 0.0376(3) Uani 1 1 d . . . . .
O003 O -0.0619(2) 0.1058(2) 0.18762(9) 0.0810(5) Uani 1 1 d . . . . .
C004 C 0.2217(2) 0.46696(18) 0.31738(9) 0.0382(4) Uani 1 1 d . . . . .
C005 C 0.2426(2) 0.48241(17) 0.39915(9) 0.0360(4) Uani 1 1 d . . . . .
C006 C 0.27941(19) 0.59886(18) 0.47381(9) 0.0362(4) Uani 1 1 d . . . . .
C007 C 0.1543(2) 0.29312(19) 0.28753(9) 0.0410(4) Uani 1 1 d . . . . .
C008 C 0.2589(2) 0.50783(19) 0.53667(9) 0.0381(4) Uani 1 1 d . . . . .
C009 C 0.2099(2) 0.33152(19) 0.50355(9) 0.0385(4) Uani 1 1 d . . . . .
C00A C 0.2605(3) 0.60092(19) 0.27002(9) 0.0427(4) Uani 1 1 d . . . . .
C00B C 0.0917(3) 0.03310(19) 0.35562(11) 0.0513(4) Uani 1 1 d . . . . .
H00A H 0.214314 0.000054 0.367319 0.077 Uiso 1 1 calc R U . . .
H00B H 0.027930 -0.027360 0.305015 0.077 Uiso 1 1 calc R U . . .
H00C H 0.000496 0.012213 0.397213 0.077 Uiso 1 1 calc R U . . .
C00C C 0.3215(2) 0.76770(19) 0.49104(10) 0.0441(4) Uani 1 1 d . . . . .
H00D H 0.334313 0.829819 0.450043 0.053 Uiso 1 1 calc R U . . .
C00D C 0.1418(2) 0.20993(18) 0.35146(9) 0.0395(4) Uani 1 1 d . . . . .
C00E C 0.2806(2) 0.5822(2) 0.61624(9) 0.0455(4) Uani 1 1 d . . . . .
H00E H 0.266287 0.520578 0.657463 0.055 Uiso 1 1 calc R U . . .
C00F C 0.3441(2) 0.8418(2) 0.57122(11) 0.0497(4) Uani 1 1 d . . . . .
H00F H 0.373219 0.954942 0.583734 0.060 Uiso 1 1 calc R U . . .
C00G C 0.2374(3) 0.2456(2) 0.13960(10) 0.0483(4) Uani 1 1 d . . . . .
C00H C 0.4462(3) 0.7155(2) 0.28021(11) 0.0533(5) Uani 1 1 d . . . . .
H00H H 0.543702 0.710713 0.319224 0.064 Uiso 1 1 calc R U . . .
C00I C 0.0972(3) 0.2090(2) 0.20351(10) 0.0486(4) Uani 1 1 d . . . . .
C00J C 0.3241(3) 0.7505(2) 0.63281(10) 0.0514(4) Uani 1 1 d . . . . .
H00J H 0.340199 0.803120 0.685904 0.062 Uiso 1 1 calc R U . . .
C00K C 0.1164(3) 0.6132(3) 0.21262(11) 0.0627(5) Uani 1 1 d . . . . .
H00K H -0.008877 0.538085 0.204483 0.075 Uiso 1 1 calc R U . . .
C00L C 0.4877(4) 0.8362(2) 0.23334(13) 0.0710(6) Uani 1 1 d . . . . .
H00L H 0.613807 0.910220 0.240051 0.085 Uiso 1 1 calc R U . . .
C00M C 0.4410(3) 0.3183(3) 0.15696(11) 0.0629(5) Uani 1 1 d . . . . .
H00M H 0.491755 0.352860 0.210177 0.075 Uiso 1 1 calc R U . . .
C00N C 0.1644(4) 0.1947(3) 0.05966(12) 0.0750(6) Uani 1 1 d . . . . .
H00N H 0.027182 0.145652 0.046981 0.090 Uiso 1 1 calc R U . . .
C00O C 0.3442(5) 0.8473(3) 0.17703(13) 0.0830(8) Uani 1 1 d . . . . .
H00O H 0.372160 0.928886 0.145514 0.100 Uiso 1 1 calc R U . . .
C00P C 0.1592(5) 0.7378(3) 0.16732(13) 0.0852(8) Uani 1 1 d . . . . .
H00P H 0.060687 0.746967 0.129808 0.102 Uiso 1 1 calc R U . . .
C00Q C 0.5708(4) 0.3404(4) 0.09562(15) 0.0973(10) Uani 1 1 d . . . . .
H00Q H 0.708540 0.388068 0.107708 0.117 Uiso 1 1 calc R U . . .
C00R C 0.2948(5) 0.2168(4) -0.00072(13) 0.1039(10) Uani 1 1 d . . . . .
H00R H 0.246046 0.180546 -0.054070 0.125 Uiso 1 1 calc R U . . .
C00S C 0.4961(5) 0.2921(5) 0.01752(16) 0.1122(11) Uani 1 1 d . . . . .
H00S H 0.582455 0.310380 -0.023589 0.135 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
O001 C009 1.2020(18) . ?
N002 C005 1.3881(19) . ?
N002 C009 1.4182(19) . ?
N002 C00D 1.3790(19) . ?
O003 C00I 1.217(2) . ?
C004 C005 1.366(2) . ?
C004 C007 1.453(2) . ?
C004 C00A 1.475(2) . ?
C005 C006 1.456(2) . ?
C006 C008 1.402(2) . ?
C006 C00C 1.387(2) . ?
C007 C00D 1.376(2) . ?
C007 C00I 1.484(2) . ?
C008 C009 1.480(2) . ?
C008 C00E 1.383(2) . ?
C00A C00H 1.391(2) . ?
C00A C00K 1.386(2) . ?
C00B H00A 0.9600 . ?
C00B H00B 0.9600 . ?
C00B H00C 0.9600 . ?
C00B C00D 1.484(2) . ?
C00C H00D 0.9300 . ?
C00C C00F 1.391(2) . ?
C00E H00E 0.9300 . ?
C00E C00J 1.382(2) . ?
C00F H00F 0.9300 . ?
C00F C00J 1.386(3) . ?
C00G C00I 1.481(2) . ?
C00G C00M 1.377(3) . ?
C00G C00N 1.391(2) . ?
C00H H00H 0.9300 . ?
C00H C00L 1.379(3) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00K C00P 1.388(3) . ?
C00L H00L 0.9300 . ?
C00L C00O 1.367(4) . ?
C00M H00M 0.9300 . ?
C00M C00Q 1.386(3) . ?
C00N H00N 0.9300 . ?
C00N C00R 1.376(3) . ?
C00O H00O 0.9300 . ?
C00O C00P 1.368(4) . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00Q C00S 1.364(4) . ?
C00R H00R 0.9300 . ?
C00R C00S 1.369(4) . ?
C00S H00S 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
C005 N002 C009 112.05(12) . . ?
C00D N002 C005 110.85(12) . . ?
C00D N002 C009 136.93(13) . . ?
C005 C004 C007 105.94(13) . . ?
C005 C004 C00A 126.43(14) . . ?
C007 C004 C00A 127.63(13) . . ?
N002 C005 C006 107.47(12) . . ?
C004 C005 N002 108.13(13) . . ?
C004 C005 C006 144.18(14) . . ?
C008 C006 C005 106.85(13) . . ?
C00C C006 C005 133.35(14) . . ?
C00C C006 C008 119.77(14) . . ?
C004 C007 C00I 128.54(14) . . ?
C00D C007 C004 109.07(13) . . ?
C00D C007 C00I 122.34(14) . . ?
C006 C008 C009 109.87(13) . . ?
C00E C008 C006 121.64(14) . . ?
C00E C008 C009 128.48(14) . . ?
O001 C009 N002 125.81(14) . . ?
O001 C009 C008 130.48(14) . . ?
N002 C009 C008 103.71(12) . . ?
C00H C00A C004 120.58(15) . . ?
C00K C00A C004 121.13(16) . . ?
C00K C00A C00H 118.26(17) . . ?
H00A C00B H00B 109.5 . . ?
H00A C00B H00C 109.5 . . ?
H00B C00B H00C 109.5 . . ?
C00D C00B H00A 109.5 . . ?
C00D C00B H00B 109.5 . . ?
C00D C00B H00C 109.5 . . ?
C006 C00C H00D 120.8 . . ?
C006 C00C C00F 118.32(15) . . ?
C00F C00C H00D 120.8 . . ?
N002 C00D C00B 122.01(14) . . ?
C007 C00D N002 105.95(13) . . ?
C007 C00D C00B 131.96(15) . . ?
C008 C00E H00E 120.9 . . ?
C00J C00E C008 118.15(15) . . ?
C00J C00E H00E 120.9 . . ?
C00C C00F H00F 119.3 . . ?
C00J C00F C00C 121.36(16) . . ?
C00J C00F H00F 119.3 . . ?
C00M C00G C00I 121.90(15) . . ?
C00M C00G C00N 118.94(17) . . ?
C00N C00G C00I 119.01(17) . . ?
C00A C00H H00H 119.5 . . ?
C00L C00H C00A 121.0(2) . . ?
C00L C00H H00H 119.5 . . ?
O003 C00I C007 119.89(16) . . ?
O003 C00I C00G 119.96(16) . . ?
C007 C00I C00G 120.10(14) . . ?
C00E C00J C00F 120.76(16) . . ?
C00E C00J H00J 119.6 . . ?
C00F C00J H00J 119.6 . . ?
C00A C00K H00K 120.0 . . ?
C00A C00K C00P 119.9(2) . . ?
C00P C00K H00K 120.0 . . ?
C00H C00L H00L 119.9 . . ?
C00O C00L C00H 120.2(2) . . ?
C00O C00L H00L 119.9 . . ?
C00G C00M H00M 119.8 . . ?
C00G C00M C00Q 120.40(19) . . ?
C00Q C00M H00M 119.8 . . ?
C00G C00N H00N 119.9 . . ?
C00R C00N C00G 120.1(2) . . ?
C00R C00N H00N 119.9 . . ?
C00L C00O H00O 120.2 . . ?
C00P C00O C00L 119.59(19) . . ?
C00P C00O H00O 120.2 . . ?
C00K C00P H00P 119.5 . . ?
C00O C00P C00K 121.0(2) . . ?
C00O C00P H00P 119.5 . . ?
C00M C00Q H00Q 120.0 . . ?
C00S C00Q C00M 119.9(2) . . ?
C00S C00Q H00Q 120.0 . . ?
C00N C00R H00R 119.9 . . ?
C00S C00R C00N 120.2(2) . . ?
C00S C00R H00R 119.9 . . ?
C00Q C00S C00R 120.4(2) . . ?
C00Q C00S H00S 119.8 . . ?
C00R C00S H00S 119.8 . . ?

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
N002 C005 C006 C008 1.01(15) . . . . ?
N002 C005 C006 C00C -177.03(14) . . . . ?
C004 C005 C006 C008 174.67(19) . . . . ?
C004 C005 C006 C00C -3.4(3) . . . . ?
C004 C007 C00D N002 0.30(16) . . . . ?
C004 C007 C00D C00B -176.56(16) . . . . ?
C004 C007 C00I O003 -130.4(2) . . . . ?
C004 C007 C00I C00G 52.2(2) . . . . ?
C004 C00A C00H C00L 176.63(16) . . . . ?
C004 C00A C00K C00P -178.15(18) . . . . ?
C005 N002 C009 O001 -177.59(14) . . . . ?
C005 N002 C009 C008 2.21(15) . . . . ?
C005 N002 C00D C007 1.02(16) . . . . ?
C005 N002 C00D C00B 178.26(13) . . . . ?
C005 C004 C007 C00D -1.49(17) . . . . ?
C005 C004 C007 C00I 176.17(15) . . . . ?
C005 C004 C00A C00H 53.6(2) . . . . ?
C005 C004 C00A C00K -128.41(18) . . . . ?
C005 C006 C008 C009 0.35(15) . . . . ?
C005 C006 C008 C00E -178.67(13) . . . . ?
C005 C006 C00C C00F 178.44(15) . . . . ?
C006 C008 C009 O001 178.27(15) . . . . ?
C006 C008 C009 N002 -1.52(14) . . . . ?
C006 C008 C00E C00J -0.2(2) . . . . ?
C006 C00C C00F C00J -0.4(2) . . . . ?
C007 C004 C005 N002 2.07(16) . . . . ?
C007 C004 C005 C006 -171.56(19) . . . . ?
C007 C004 C00A C00H -126.36(17) . . . . ?
C007 C004 C00A C00K 51.6(2) . . . . ?
C008 C006 C00C C00F 0.6(2) . . . . ?
C008 C00E C00J C00F 0.4(2) . . . . ?
C009 N002 C005 C004 -178.18(11) . . . . ?
C009 N002 C005 C006 -2.08(15) . . . . ?
C009 N002 C00D C007 175.82(15) . . . . ?
C009 N002 C00D C00B -6.9(3) . . . . ?
C009 C008 C00E C00J -179.02(14) . . . . ?
C00A C004 C005 N002 -177.92(13) . . . . ?
C00A C004 C005 C006 8.5(3) . . . . ?
C00A C004 C007 C00D 178.49(14) . . . . ?
C00A C004 C007 C00I -3.8(3) . . . . ?
C00A C00H C00L C00O 1.6(3) . . . . ?
C00A C00K C00P C00O 1.5(3) . . . . ?
C00C C006 C008 C009 178.71(12) . . . . ?
C00C C006 C008 C00E -0.3(2) . . . . ?
C00C C00F C00J C00E -0.1(2) . . . . ?
C00D N002 C005 C004 -2.01(16) . . . . ?
C00D N002 C005 C006 174.09(11) . . . . ?
C00D N002 C009 O001 7.7(3) . . . . ?
C00D N002 C009 C008 -172.55(15) . . . . ?
C00D C007 C00I O003 47.0(3) . . . . ?
C00D C007 C00I C00G -130.41(17) . . . . ?
C00E C008 C009 O001 -2.8(3) . . . . ?
C00E C008 C009 N002 177.41(14) . . . . ?
C00G C00M C00Q C00S 1.0(5) . . . . ?
C00G C00N C00R C00S -1.4(5) . . . . ?
C00H C00A C00K C00P -0.1(3) . . . . ?
C00H C00L C00O C00P -0.2(3) . . . . ?
C00I C007 C00D N002 -177.54(14) . . . . ?
C00I C007 C00D C00B 5.6(3) . . . . ?
C00I C00G C00M C00Q 175.4(2) . . . . ?
C00I C00G C00N C00R -175.4(2) . . . . ?
C00K C00A C00H C00L -1.4(3) . . . . ?
C00L C00O C00P C00K -1.4(4) . . . . ?
C00M C00G C00I O003 -158.6(2) . . . . ?
C00M C00G C00I C007 18.8(3) . . . . ?
C00M C00G C00N C00R 0.2(4) . . . . ?
C00M C00Q C00S C00R -2.2(6) . . . . ?
C00N C00G C00I O003 16.8(3) . . . . ?
C00N C00G C00I C007 -165.78(18) . . . . ?
C00N C00G C00M C00Q 0.0(3) . . . . ?
C00N C00R C00S C00Q 2.4(6) . . . . ?

_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 2.714
_oxdiff_exptl_absorpt_empirical_full_min 0.739
