# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_200919c
_database_code_depnum_ccdc_archive 'CCDC 2049893'
loop_
_audit_author_name
_audit_author_address
'HONGYIN GAO'
;Shandong University
China
;
_audit_update_record             
;
2020-12-12 deposited with the CCDC.	2021-08-05 downloaded from the CCDC.
;
_audit_creation_date             2020-09-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H19 N O3'
_chemical_formula_sum            'C24 H19 N O3'
_chemical_formula_weight         369.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         OC
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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.7971(5)
_cell_length_b                   10.5432(3)
_cell_length_c                   10.0972(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.796(3)
_cell_angle_gamma                90
_cell_volume                     1894.44(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5715
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      76.0440
_cell_measurement_theta_min      4.2370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.687
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48325
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_unetI/netI     0.0624
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9973
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         4.875
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     94.00 178.00   1.00    0.40    --  106.49  19.00 -60.00   84
  2  ω     95.00 132.00   1.00    0.40    --  106.49  21.00 -97.00   37
  3  ω     60.00 124.00   1.00    0.10    --   48.45  21.00 -97.00   64
  4  ω     35.00  61.00   1.00    0.40    --  106.49 -57.00-180.00   26
  5  ω    -22.00  22.00   1.00    0.10    --   48.45 -21.00  95.00   44
  6  ω     35.00  66.00   1.00    0.40    --  106.49 -57.00 150.00   31
  7  ω     40.00  66.00   1.00    0.40    --  106.49 -57.00 120.00   26
  8  ω     34.00 105.00   1.00    0.40    --  106.49 -77.00  30.00   71
  9  ω     34.00 106.00   1.00    0.40    --  106.49 -99.00   0.00   72
 10  ω     34.00  60.00   1.00    0.40    --  106.49-125.00   0.00   26
 11  ω     64.00 106.00   1.00    0.40    --  106.49-125.00   0.00   42
 12  ω     -7.00  26.00   1.00    0.10    --  -48.45  21.00 -97.00   33
 13  ω    -62.00 -16.00   1.00    0.40    --  -86.25  57.00  60.00   46
 14  ω    -25.00  27.00   1.00    0.10    --  -48.45  19.00  60.00   52
 15  ω   -120.00 -53.00   1.00    0.10    --  -48.45 -21.00  95.00   67
 16  ω   -109.00 -84.00   1.00    0.40    --  -86.25 -21.00  95.00   25
 17  ω   -151.00 -86.00   1.00    0.40    --  -86.25 -99.00-120.00   65
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0439627000
_diffrn_orient_matrix_UB_12      0.0409499000
_diffrn_orient_matrix_UB_13      0.1231780000
_diffrn_orient_matrix_UB_21      0.0732570000
_diffrn_orient_matrix_UB_22      -0.0009042000
_diffrn_orient_matrix_UB_23      0.0828458000
_diffrn_orient_matrix_UB_31      0.0132370000
_diffrn_orient_matrix_UB_32      0.1404418000
_diffrn_orient_matrix_UB_33      -0.0354071000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2939
_reflns_number_total             3343
_reflns_odcompleteness_completeness 98.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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  (Sheldrick, 2015)'
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       0.0017(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0551
_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)+(0.0770P)²+0.6736P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1427
_refine_ls_wR_factor_ref         0.1484
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 N17(H17), C9(H9), C16(H16), C14(H14), C13(H13), C15(H15), C6(H6), C3(H3),
 C8(H8), C4(H4), C7(H7), C27(H27), C23(H23), C26(H26), C25(H25), C24(H24)
2.c Idealised tetrahedral OH refined as rotating group:
 O28(H28)
;
_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
O21 O 0.29656(7) 0.79149(12) 0.17640(13) 0.0459(3) Uani 1 1 d . . . . .
O28 O 0.27798(8) 0.45649(12) 0.62346(14) 0.0528(4) Uani 1 1 d . . . . .
H28 H 0.270728 0.532929 0.615436 0.079 Uiso 1 1 calc R U . . .
O19 O 0.32265(8) 0.58963(13) 0.11752(14) 0.0529(4) Uani 1 1 d . . . . .
N17 N 0.25094(8) 0.62105(14) 0.28959(15) 0.0413(4) Uani 1 1 d . . . . .
H17 H 0.256928 0.540275 0.295193 0.050 Uiso 1 1 calc R U . . .
C10 C 0.13776(9) 0.37301(16) 0.36468(16) 0.0352(4) Uani 1 1 d . . . . .
C11 C 0.16475(9) 0.58855(15) 0.46534(15) 0.0328(4) Uani 1 1 d . . . . .
C9 C 0.08281(9) 0.42503(17) 0.27811(17) 0.0385(4) Uani 1 1 d . . . . .
H9 H 0.072585 0.511455 0.281755 0.046 Uiso 1 1 calc R U . . .
C16 C 0.11356(9) 0.63533(16) 0.55517(16) 0.0373(4) Uani 1 1 d . . . . .
H16 H 0.087914 0.578883 0.609002 0.045 Uiso 1 1 calc R U . . .
C1 C 0.17991(9) 0.44930(15) 0.45598(16) 0.0345(4) Uani 1 1 d . . . . .
C14 C 0.13796(10) 0.84742(16) 0.48666(17) 0.0382(4) Uani 1 1 d . . . . .
H14 H 0.129828 0.934154 0.495183 0.046 Uiso 1 1 calc R U . . .
C18 C 0.29026(9) 0.67911(17) 0.19308(17) 0.0386(4) Uani 1 1 d . . . . .
C13 C 0.18830(10) 0.80393(15) 0.39381(17) 0.0366(4) Uani 1 1 d . . . . .
H13 H 0.213127 0.861009 0.339497 0.044 Uiso 1 1 calc R U . . .
C12 C 0.20158(9) 0.67447(15) 0.38211(16) 0.0332(4) Uani 1 1 d . . . . .
C15 C 0.09960(10) 0.76423(16) 0.56684(18) 0.0401(4) Uani 1 1 d . . . . .
H15 H 0.065011 0.794104 0.627592 0.048 Uiso 1 1 calc R U . . .
C2 C 0.23439(9) 0.39284(16) 0.53466(17) 0.0379(4) Uani 1 1 d . . . . .
C5 C 0.15150(10) 0.23967(16) 0.35807(18) 0.0397(4) Uani 1 1 d . . . . .
C6 C 0.10996(11) 0.16581(18) 0.26717(19) 0.0460(5) Uani 1 1 d . . . . .
H6 H 0.117991 0.078719 0.263825 0.055 Uiso 1 1 calc R U . . .
C3 C 0.24791(11) 0.26068(17) 0.5270(2) 0.0468(5) Uani 1 1 d . . . . .
H3 H 0.284525 0.223871 0.581170 0.056 Uiso 1 1 calc R U . . .
C8 C 0.04432(11) 0.35076(19) 0.18896(19) 0.0473(5) Uani 1 1 d . . . . .
H8 H 0.009046 0.387267 0.131831 0.057 Uiso 1 1 calc R U . . .
C4 C 0.20784(11) 0.18745(16) 0.44116(19) 0.0451(4) Uani 1 1 d . . . . .
H4 H 0.217713 0.100934 0.436996 0.054 Uiso 1 1 calc R U . . .
C7 C 0.05792(11) 0.21973(19) 0.1835(2) 0.0489(5) Uani 1 1 d . . . . .
H7 H 0.031561 0.169551 0.123040 0.059 Uiso 1 1 calc R U . . .
C22 C 0.44852(11) 0.6708(3) 0.0740(2) 0.0600(6) Uani 1 1 d . . . . .
C20 C 0.37329(11) 0.6358(3) 0.0170(2) 0.0588(6) Uani 1 1 d . . . . .
H20A H 0.351192 0.709503 -0.025809 0.071 Uiso 1 1 calc R U . . .
H20B H 0.379685 0.570717 -0.049749 0.071 Uiso 1 1 calc R U . . .
C27 C 0.48522(16) 0.5874(3) 0.1600(3) 0.0905(9) Uani 1 1 d . . . . .
H27 H 0.462739 0.511137 0.183413 0.109 Uiso 1 1 calc R U . . .
C23 C 0.48424(17) 0.7769(4) 0.0362(4) 0.0996(10) Uani 1 1 d . . . . .
H23 H 0.460965 0.831924 -0.023559 0.120 Uiso 1 1 calc R U . . .
C26 C 0.5558(2) 0.6192(5) 0.2106(3) 0.1277(18) Uani 1 1 d . . . . .
H26 H 0.579285 0.566048 0.271954 0.153 Uiso 1 1 calc R U . . .
C25 C 0.59061(19) 0.7261(7) 0.1719(4) 0.144(2) Uani 1 1 d . . . . .
H25 H 0.638440 0.745052 0.204425 0.173 Uiso 1 1 calc R U . . .
C24 C 0.5561(2) 0.8056(5) 0.0859(5) 0.1397(18) Uani 1 1 d . . . . .
H24 H 0.580138 0.879608 0.059610 0.168 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
O21 C18 1.202(2) . ?
O28 H28 0.8200 . ?
O28 C2 1.355(2) . ?
O19 C18 1.348(2) . ?
O19 C20 1.451(2) . ?
N17 H17 0.8600 . ?
N17 C18 1.354(2) . ?
N17 C12 1.409(2) . ?
C10 C9 1.413(2) . ?
C10 C1 1.428(2) . ?
C10 C5 1.429(2) . ?
C11 C16 1.385(2) . ?
C11 C1 1.496(2) . ?
C11 C12 1.404(2) . ?
C9 H9 0.9300 . ?
C9 C8 1.369(2) . ?
C16 H16 0.9300 . ?
C16 C15 1.387(2) . ?
C1 C2 1.380(2) . ?
C14 H14 0.9300 . ?
C14 C13 1.384(2) . ?
C14 C15 1.381(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.390(2) . ?
C15 H15 0.9300 . ?
C2 C3 1.416(2) . ?
C5 C6 1.406(3) . ?
C5 C4 1.410(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.368(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.356(3) . ?
C8 H8 0.9300 . ?
C8 C7 1.404(3) . ?
C4 H4 0.9300 . ?
C7 H7 0.9300 . ?
C22 C20 1.496(3) . ?
C22 C27 1.393(3) . ?
C22 C23 1.345(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C27 H27 0.9300 . ?
C27 C26 1.391(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.401(5) . ?
C26 H26 0.9300 . ?
C26 C25 1.346(7) . ?
C25 H25 0.9300 . ?
C25 C24 1.348(7) . ?
C24 H24 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O28 H28 109.5 . . ?
C18 O19 C20 115.83(16) . . ?
C18 N17 H17 115.5 . . ?
C18 N17 C12 129.04(15) . . ?
C12 N17 H17 115.5 . . ?
C9 C10 C1 122.23(15) . . ?
C9 C10 C5 118.06(15) . . ?
C1 C10 C5 119.70(15) . . ?
C16 C11 C1 120.77(14) . . ?
C16 C11 C12 118.61(15) . . ?
C12 C11 C1 120.61(14) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 C10 121.34(17) . . ?
C8 C9 H9 119.3 . . ?
C11 C16 H16 119.2 . . ?
C11 C16 C15 121.65(16) . . ?
C15 C16 H16 119.2 . . ?
C10 C1 C11 119.99(14) . . ?
C2 C1 C10 119.16(15) . . ?
C2 C1 C11 120.85(14) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C15 C14 C13 121.12(15) . . ?
O21 C18 O19 124.69(16) . . ?
O21 C18 N17 126.63(16) . . ?
O19 C18 N17 108.68(15) . . ?
C14 C13 H13 120.2 . . ?
C14 C13 C12 119.68(15) . . ?
C12 C13 H13 120.2 . . ?
C11 C12 N17 116.07(14) . . ?
C13 C12 N17 123.86(15) . . ?
C13 C12 C11 120.07(15) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 C16 118.82(16) . . ?
C14 C15 H15 120.6 . . ?
O28 C2 C1 123.95(15) . . ?
O28 C2 C3 115.30(15) . . ?
C1 C2 C3 120.75(15) . . ?
C6 C5 C10 119.12(16) . . ?
C6 C5 C4 122.36(17) . . ?
C4 C5 C10 118.50(16) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.21(17) . . ?
C7 C6 H6 119.4 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.47(17) . . ?
C4 C3 H3 119.8 . . ?
C9 C8 H8 119.9 . . ?
C9 C8 C7 120.23(18) . . ?
C7 C8 H8 119.9 . . ?
C5 C4 H4 119.3 . . ?
C3 C4 C5 121.41(16) . . ?
C3 C4 H4 119.3 . . ?
C6 C7 C8 120.02(17) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C27 C22 C20 119.6(3) . . ?
C23 C22 C20 121.4(2) . . ?
C23 C22 C27 118.9(3) . . ?
O19 C20 C22 112.06(16) . . ?
O19 C20 H20A 109.2 . . ?
O19 C20 H20B 109.2 . . ?
C22 C20 H20A 109.2 . . ?
C22 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C22 C27 H27 120.3 . . ?
C26 C27 C22 119.4(4) . . ?
C26 C27 H27 120.3 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.7(4) . . ?
C24 C23 H23 119.6 . . ?
C27 C26 H26 119.6 . . ?
C25 C26 C27 120.8(4) . . ?
C25 C26 H26 119.6 . . ?
C26 C25 H25 120.0 . . ?
C26 C25 C24 120.0(3) . . ?
C24 C25 H25 120.0 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.1(4) . . ?
C25 C24 H24 119.9 . . ?

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
O28 C2 C3 C4 -179.73(18) . . . . ?
C10 C9 C8 C7 1.2(3) . . . . ?
C10 C1 C2 O28 179.36(16) . . . . ?
C10 C1 C2 C3 -0.9(3) . . . . ?
C10 C5 C6 C7 1.3(3) . . . . ?
C10 C5 C4 C3 0.8(3) . . . . ?
C11 C16 C15 C14 -0.1(3) . . . . ?
C11 C1 C2 O28 -0.6(3) . . . . ?
C11 C1 C2 C3 179.09(16) . . . . ?
C9 C10 C1 C11 2.0(2) . . . . ?
C9 C10 C1 C2 -177.94(16) . . . . ?
C9 C10 C5 C6 -0.4(2) . . . . ?
C9 C10 C5 C4 178.07(16) . . . . ?
C9 C8 C7 C6 -0.2(3) . . . . ?
C16 C11 C1 C10 91.77(19) . . . . ?
C16 C11 C1 C2 -88.2(2) . . . . ?
C16 C11 C12 N17 -177.79(14) . . . . ?
C16 C11 C12 C13 2.2(2) . . . . ?
C1 C10 C9 C8 178.34(16) . . . . ?
C1 C10 C5 C6 -179.59(16) . . . . ?
C1 C10 C5 C4 -1.1(2) . . . . ?
C1 C11 C16 C15 178.96(15) . . . . ?
C1 C11 C12 N17 1.5(2) . . . . ?
C1 C11 C12 C13 -178.54(14) . . . . ?
C1 C2 C3 C4 0.5(3) . . . . ?
C14 C13 C12 N17 179.13(15) . . . . ?
C14 C13 C12 C11 -0.8(2) . . . . ?
C18 O19 C20 C22 78.5(2) . . . . ?
C18 N17 C12 C11 175.87(16) . . . . ?
C18 N17 C12 C13 -4.1(3) . . . . ?
C13 C14 C15 C16 1.5(3) . . . . ?
C12 N17 C18 O21 8.4(3) . . . . ?
C12 N17 C18 O19 -172.23(15) . . . . ?
C12 C11 C16 C15 -1.7(2) . . . . ?
C12 C11 C1 C10 -87.52(19) . . . . ?
C12 C11 C1 C2 92.5(2) . . . . ?
C15 C14 C13 C12 -1.0(2) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C5 C10 C9 C8 -0.9(2) . . . . ?
C5 C10 C1 C11 -178.78(15) . . . . ?
C5 C10 C1 C2 1.2(2) . . . . ?
C5 C6 C7 C8 -1.0(3) . . . . ?
C6 C5 C4 C3 179.15(18) . . . . ?
C4 C5 C6 C7 -177.05(17) . . . . ?
C22 C27 C26 C25 -3.6(5) . . . . ?
C22 C23 C24 C25 0.5(7) . . . . ?
C20 O19 C18 O21 5.4(2) . . . . ?
C20 O19 C18 N17 -174.02(15) . . . . ?
C20 C22 C27 C26 178.7(2) . . . . ?
C20 C22 C23 C24 -177.1(3) . . . . ?
C27 C22 C20 O19 47.7(3) . . . . ?
C27 C22 C23 C24 -2.2(5) . . . . ?
C27 C26 C25 C24 1.9(6) . . . . ?
C23 C22 C20 O19 -137.4(3) . . . . ?
C23 C22 C27 C26 3.7(4) . . . . ?
C26 C25 C24 C23 -0.3(7) . . . . ?

_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 1.550
_oxdiff_exptl_absorpt_empirical_full_min 0.565
####################################################################### 
# 
# 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_200912c
_database_code_depnum_ccdc_archive 'CCDC 2049890'
loop_
_audit_author_name
_audit_author_address
'HONGYIN GAO'
;Shandong University
China
;
_audit_update_record             
;
2020-12-12 deposited with the CCDC.	2021-08-05 downloaded from the CCDC.
;
_audit_creation_date             2020-09-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C30 H23 N O3'
_chemical_formula_sum            'C30 H23 N O3'
_chemical_formula_weight         445.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         CN
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                   9.4667(4)
_cell_length_b                   10.6302(4)
_cell_length_c                   12.2360(4)
_cell_angle_alpha                97.174(3)
_cell_angle_beta                 111.174(3)
_cell_angle_gamma                92.350(3)
_cell_volume                     1134.28(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7540
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      75.9300
_cell_measurement_theta_min      3.9160
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.670
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11182
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         3.919
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    137.00 178.00   1.00    0.60    --  106.49  19.00 -90.00   41
  2  ω     89.00 126.00   1.00    0.60    --  106.49  77.00 120.00   37
  3  ω    136.00 178.00   1.00    0.60    --  106.49  77.00 120.00   42
  4  ω     95.00 174.00   1.00    0.60    --  106.49  62.00 170.00   79
  5  ω     32.00 114.00   1.00    0.10    --   48.45  62.00 170.00   82
  6  ω    111.00 176.00   1.00    0.60    --  106.49  19.00  60.00   65
  7  ω     95.00 134.00   1.00    0.60    --  106.49  19.00 -90.00   39
  8  ω     41.00  66.00   1.00    0.60    --  106.49 -57.00-120.00   25
  9  ω    145.00 178.00   1.00    0.60    --  106.49 125.00  90.00   33
 10  ω    102.00 134.00   1.00    0.60    --  106.49 125.00  90.00   32
 11  ω     34.00  59.00   1.00    0.60    --  106.49 -62.00  33.00   25
 12  ω    -23.00  43.00   1.00    0.10    --   48.45 -62.00  33.00   66
 13  ω     34.00 102.00   1.00    0.60    --  106.49 -99.00-120.00   68
 14  ω     83.00 109.00   1.00    0.60    --  106.49-125.00-120.00   26
 15  ω     65.00 106.00   1.00    0.60    --  106.49-125.00-150.00   41
 16  ω     40.00  81.00   1.00    0.60    --  106.49-125.00-120.00   41
 17  ω     34.00  60.00   1.00    0.60    --  106.49-125.00-150.00   26
 18  ω     35.00  96.00   1.00    0.10    --   48.45-125.00-120.00   61
 19  ω     73.00 104.00   1.00    0.60    --  106.49 -99.00 -30.00   31
 20  ω     43.00 105.00   1.00    0.60    --  106.49 -99.00 -90.00   62
 21  ω     34.00  64.00   1.00    0.60    --  106.49 -99.00 -30.00   30
 22  ω     36.00 106.00   1.00    0.60    --  106.49 -99.00  30.00   70
 23  ω     37.00  99.00   1.00    0.60    --  106.49 -99.00  90.00   62
 24  ω     40.00  80.00   1.00    0.60    --  106.49-125.00 150.00   40
 25  ω     86.00 111.00   1.00    0.60    --  106.49-125.00 150.00   25
 26  ω    -72.00 -34.00   1.00    0.60    --  -86.25  62.00 170.00   38
 27  ω    -64.00   9.00   1.00    0.10    --  -48.45  62.00 170.00   73
 28  ω    -66.00 -15.00   1.00    0.60    --  -86.25  57.00   0.00   51
 29  ω    -43.00 -17.00   1.00    0.60    --  -86.25  38.00 -30.00   26
 30  ω    -43.00 -18.00   1.00    0.60    --  -86.25  38.00-180.00   25
 31  ω   -119.00 -94.00   1.00    0.10    --  -48.45 -62.00  33.00   25
 32  ω    -87.00 -32.00   1.00    0.10    --  -48.45 -62.00  33.00   55
 33  ω   -109.00 -84.00   1.00    0.60    --  -86.25 -62.00  33.00   25
 34  ω   -143.00-114.00   1.00    0.60    --  -86.25 -62.00  33.00   29
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1382470000
_diffrn_orient_matrix_UB_12      -0.0544656000
_diffrn_orient_matrix_UB_13      -0.0204602000
_diffrn_orient_matrix_UB_21      0.0172152000
_diffrn_orient_matrix_UB_22      -0.0843674000
_diffrn_orient_matrix_UB_23      0.0968551000
_diffrn_orient_matrix_UB_31      -0.1063676000
_diffrn_orient_matrix_UB_32      -0.1069458000
_diffrn_orient_matrix_UB_33      -0.0940744000
_diffrn_oxdiff_digest_frames     
;
0124cea257839cf4f32f8bbb631c3f184a01496e42f
;
_diffrn_oxdiff_digest_hkl        
;
0128a54342d866389c40f9221648549278ec34
;
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3565
_reflns_number_total             4003
_reflns_odcompleteness_completeness 98.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.140
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4003
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0349
_refine_ls_restrained_S_all      1.045
_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)+(0.0439P)²+0.2193P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0883
_refine_ls_wR_factor_ref         0.0912
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 N17(H17), C8(H8), C3(H3), C16(H16), C15(H15), C33(H33), C9(H9), C34(H34),
 C32(H32), C13(H13), C30(H30), C31(H31), C14(H14), C23(H23), C6(H6), C4(H4),
 C7(H7), C25(H25), C27(H27), C26(H26), C24(H24)
;
_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
O28 O 0.40236(10) 0.45736(8) 0.27102(8) 0.0340(2) Uani 1 1 d . . . . .
C11 C 0.41965(13) 0.28346(11) 0.08941(10) 0.0240(2) Uani 1 1 d . . . . .
O19 O 0.72307(10) 0.01535(8) 0.31096(7) 0.0339(2) Uani 1 1 d . . . . .
C10 C 0.69144(13) 0.38128(10) 0.14573(9) 0.0235(2) Uani 1 1 d . . . . .
N17 N 0.55002(12) 0.12138(9) 0.19556(9) 0.0304(2) Uani 1 1 d . . . . .
H17 H 0.6162 0.1833 0.2376 0.037 Uiso 1 1 calc R . . . .
C8 C 0.85176(15) 0.29949(12) 0.04253(11) 0.0342(3) Uani 1 1 d . . . . .
H8 H 0.8657 0.2410 -0.0150 0.041 Uiso 1 1 calc R . . . .
O21 O 0.50390(11) -0.09406(8) 0.18148(8) 0.0402(2) Uani 1 1 d . . . . .
C3 C 0.65578(14) 0.56095(11) 0.32045(10) 0.0283(3) Uani 1 1 d . . . . .
H3 H 0.6426 0.6206 0.3776 0.034 Uiso 1 1 calc R . . . .
C16 C 0.29418(14) 0.32081(11) 0.00253(10) 0.0290(3) Uani 1 1 d . . . . .
H16 H 0.2921 0.4057 -0.0090 0.035 Uiso 1 1 calc R . . . .
C2 C 0.53564(13) 0.46851(10) 0.24988(10) 0.0253(2) Uani 1 1 d . . . . .
C12 C 0.42089(13) 0.15536(11) 0.10608(10) 0.0256(2) Uani 1 1 d . . . . .
C29 C 0.35415(13) 0.56614(11) 0.31779(10) 0.0278(3) Uani 1 1 d . . . . .
C1 C 0.54998(13) 0.37940(10) 0.16350(9) 0.0230(2) Uani 1 1 d . . . . .
C15 C 0.17188(14) 0.23389(12) -0.06743(11) 0.0334(3) Uani 1 1 d . . . . .
H15 H 0.0888 0.2602 -0.1254 0.040 Uiso 1 1 calc R . . . .
C5 C 0.81342(13) 0.47386(10) 0.21750(10) 0.0251(2) Uani 1 1 d . . . . .
C33 C 0.27517(15) 0.77556(13) 0.30867(13) 0.0410(3) Uani 1 1 d . . . . .
H33 H 0.2599 0.8481 0.2721 0.049 Uiso 1 1 calc R . . . .
C9 C 0.71506(14) 0.29449(11) 0.05746(10) 0.0288(3) Uani 1 1 d . . . . .
H9 H 0.6370 0.2335 0.0092 0.035 Uiso 1 1 calc R . . . .
C34 C 0.33324(14) 0.67289(12) 0.26287(11) 0.0343(3) Uani 1 1 d . . . . .
H34 H 0.3576 0.6762 0.1961 0.041 Uiso 1 1 calc R . . . .
C32 C 0.23988(15) 0.77058(13) 0.40833(13) 0.0430(3) Uani 1 1 d . . . . .
H32 H 0.2016 0.8399 0.4390 0.052 Uiso 1 1 calc R . . . .
C13 C 0.29792(14) 0.06793(11) 0.03605(11) 0.0320(3) Uani 1 1 d . . . . .
H13 H 0.2986 -0.0170 0.0471 0.038 Uiso 1 1 calc R . . . .
C18 C 0.58348(13) 0.00420(11) 0.22399(10) 0.0267(2) Uani 1 1 d . . . . .
C30 C 0.31901(14) 0.55889(13) 0.41722(11) 0.0334(3) Uani 1 1 d . . . . .
H30 H 0.3336 0.4860 0.4533 0.040 Uiso 1 1 calc R . . . .
C20 C 0.78609(15) -0.10231(12) 0.34400(11) 0.0337(3) Uani 1 1 d . . . . .
H20A H 0.8888 -0.1005 0.3443 0.040 Uiso 1 1 calc R . . . .
H20B H 0.7256 -0.1731 0.2855 0.040 Uiso 1 1 calc R . . . .
C31 C 0.26143(15) 0.66272(14) 0.46228(12) 0.0406(3) Uani 1 1 d . . . . .
H31 H 0.2373 0.6594 0.5292 0.049 Uiso 1 1 calc R . . . .
C14 C 0.17475(14) 0.10808(12) -0.05006(11) 0.0343(3) Uani 1 1 d . . . . .
H14 H 0.0930 0.0496 -0.0967 0.041 Uiso 1 1 calc R . . . .
C23 C 0.92179(15) -0.15286(12) 0.54832(11) 0.0347(3) Uani 1 1 d . . . . .
H23 H 1.0101 -0.1547 0.5317 0.042 Uiso 1 1 calc R . . . .
C22 C 0.78923(14) -0.12270(10) 0.46441(10) 0.0280(3) Uani 1 1 d . . . . .
C6 C 0.95174(13) 0.47683(11) 0.19803(11) 0.0302(3) Uani 1 1 d . . . . .
H6 H 1.0309 0.5380 0.2441 0.036 Uiso 1 1 calc R . . . .
C4 C 0.79098(13) 0.56250(11) 0.30468(10) 0.0279(3) Uani 1 1 d . . . . .
H4 H 0.8701 0.6230 0.3521 0.034 Uiso 1 1 calc R . . . .
C7 C 0.97114(14) 0.39160(13) 0.11282(11) 0.0345(3) Uani 1 1 d . . . . .
H7 H 1.0630 0.3944 0.1013 0.041 Uiso 1 1 calc R . . . .
C25 C 0.79454(19) -0.17737(15) 0.68278(13) 0.0476(4) Uani 1 1 d . . . . .
H25 H 0.7959 -0.1962 0.7553 0.057 Uiso 1 1 calc R . . . .
C27 C 0.65919(15) -0.11869(12) 0.49162(12) 0.0368(3) Uani 1 1 d . . . . .
H27 H 0.5695 -0.0975 0.4367 0.044 Uiso 1 1 calc R . . . .
C26 C 0.66211(17) -0.14610(14) 0.59999(13) 0.0452(3) Uani 1 1 d . . . . .
H26 H 0.5742 -0.1434 0.6172 0.054 Uiso 1 1 calc R . . . .
C24 C 0.92464(18) -0.18041(15) 0.65690(13) 0.0463(3) Uani 1 1 d . . . . .
H24 H 1.0144 -0.2009 0.7123 0.056 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
O28 C2 1.3798(14) . ?
O28 C29 1.3927(14) . ?
C11 C16 1.3895(17) . ?
C11 C12 1.4018(16) . ?
C11 C1 1.4973(15) . ?
O19 C18 1.3537(14) . ?
O19 C20 1.4482(14) . ?
C10 C1 1.4319(16) . ?
C10 C5 1.4253(16) . ?
C10 C9 1.4179(16) . ?
N17 H17 0.8600 . ?
N17 C12 1.4113(15) . ?
N17 C18 1.3543(15) . ?
C8 H8 0.9300 . ?
C8 C9 1.3705(17) . ?
C8 C7 1.4044(18) . ?
O21 C18 1.2024(14) . ?
C3 H3 0.9300 . ?
C3 C2 1.4112(16) . ?
C3 C4 1.3614(17) . ?
C16 H16 0.9300 . ?
C16 C15 1.3877(17) . ?
C2 C1 1.3773(16) . ?
C12 C13 1.3946(16) . ?
C29 C34 1.3753(19) . ?
C29 C30 1.3823(17) . ?
C15 H15 0.9300 . ?
C15 C14 1.3800(19) . ?
C5 C6 1.4128(16) . ?
C5 C4 1.4142(16) . ?
C33 H33 0.9300 . ?
C33 C34 1.3879(19) . ?
C33 C32 1.382(2) . ?
C9 H9 0.9300 . ?
C34 H34 0.9300 . ?
C32 H32 0.9300 . ?
C32 C31 1.380(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.3847(18) . ?
C30 H30 0.9300 . ?
C30 C31 1.3905(19) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C22 1.5056(17) . ?
C31 H31 0.9300 . ?
C14 H14 0.9300 . ?
C23 H23 0.9300 . ?
C23 C22 1.3843(18) . ?
C23 C24 1.3868(19) . ?
C22 C27 1.3875(18) . ?
C6 H6 0.9300 . ?
C6 C7 1.3630(18) . ?
C4 H4 0.9300 . ?
C7 H7 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.382(2) . ?
C25 C24 1.379(2) . ?
C27 H27 0.9300 . ?
C27 C26 1.384(2) . ?
C26 H26 0.9300 . ?
C24 H24 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O28 C29 118.57(9) . . ?
C16 C11 C12 118.75(10) . . ?
C16 C11 C1 120.04(10) . . ?
C12 C11 C1 121.21(10) . . ?
C18 O19 C20 116.45(9) . . ?
C5 C10 C1 119.68(10) . . ?
C9 C10 C1 122.27(10) . . ?
C9 C10 C5 118.04(10) . . ?
C12 N17 H17 115.7 . . ?
C18 N17 H17 115.7 . . ?
C18 N17 C12 128.59(9) . . ?
C9 C8 H8 119.5 . . ?
C9 C8 C7 121.03(11) . . ?
C7 C8 H8 119.5 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C4 C3 C2 119.80(10) . . ?
C11 C16 H16 119.4 . . ?
C15 C16 C11 121.25(11) . . ?
C15 C16 H16 119.4 . . ?
O28 C2 C3 121.01(10) . . ?
C1 C2 O28 116.91(10) . . ?
C1 C2 C3 121.89(10) . . ?
C11 C12 N17 117.01(10) . . ?
C13 C12 C11 120.08(11) . . ?
C13 C12 N17 122.90(11) . . ?
C34 C29 O28 121.29(10) . . ?
C34 C29 C30 121.63(11) . . ?
C30 C29 O28 116.95(11) . . ?
C10 C1 C11 120.94(9) . . ?
C2 C1 C11 120.48(10) . . ?
C2 C1 C10 118.58(10) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 C16 119.35(12) . . ?
C14 C15 H15 120.3 . . ?
C6 C5 C10 119.43(10) . . ?
C6 C5 C4 121.76(10) . . ?
C4 C5 C10 118.79(10) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C32 C33 C34 120.39(13) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 C10 120.69(11) . . ?
C8 C9 H9 119.7 . . ?
C29 C34 C33 118.95(12) . . ?
C29 C34 H34 120.5 . . ?
C33 C34 H34 120.5 . . ?
C33 C32 H32 120.0 . . ?
C31 C32 C33 119.92(12) . . ?
C31 C32 H32 120.0 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.77(11) . . ?
C14 C13 H13 120.1 . . ?
O19 C18 N17 108.43(9) . . ?
O21 C18 O19 124.77(11) . . ?
O21 C18 N17 126.79(11) . . ?
C29 C30 H30 120.6 . . ?
C29 C30 C31 118.73(13) . . ?
C31 C30 H30 120.6 . . ?
O19 C20 H20A 109.3 . . ?
O19 C20 H20B 109.3 . . ?
O19 C20 C22 111.82(10) . . ?
H20A C20 H20B 107.9 . . ?
C22 C20 H20A 109.3 . . ?
C22 C20 H20B 109.3 . . ?
C32 C31 C30 120.39(12) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C15 C14 C13 120.79(11) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.90(12) . . ?
C24 C23 H23 119.6 . . ?
C23 C22 C20 119.90(11) . . ?
C23 C22 C27 118.67(12) . . ?
C27 C22 C20 121.33(11) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 C5 121.10(11) . . ?
C7 C6 H6 119.5 . . ?
C3 C4 C5 121.26(10) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C8 C7 H7 120.2 . . ?
C6 C7 C8 119.70(11) . . ?
C6 C7 H7 120.2 . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C24 C25 C26 119.43(13) . . ?
C22 C27 H27 119.8 . . ?
C26 C27 C22 120.41(13) . . ?
C26 C27 H27 119.8 . . ?
C25 C26 C27 120.54(13) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 C23 120.05(14) . . ?
C25 C24 H24 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
O28 C2 C1 C11 5.58(16) . . . . ?
O28 C2 C1 C10 -174.88(9) . . . . ?
O28 C29 C34 C33 175.65(11) . . . . ?
O28 C29 C30 C31 -176.05(11) . . . . ?
C11 C16 C15 C14 0.23(18) . . . . ?
C11 C12 C13 C14 0.08(17) . . . . ?
O19 C20 C22 C23 -130.02(12) . . . . ?
O19 C20 C22 C27 53.49(15) . . . . ?
C10 C5 C6 C7 -0.87(18) . . . . ?
C10 C5 C4 C3 -0.28(17) . . . . ?
N17 C12 C13 C14 179.88(11) . . . . ?
C3 C2 C1 C11 -179.40(10) . . . . ?
C3 C2 C1 C10 0.15(17) . . . . ?
C16 C11 C12 N17 -179.70(10) . . . . ?
C16 C11 C12 C13 0.11(16) . . . . ?
C16 C11 C1 C10 -106.76(12) . . . . ?
C16 C11 C1 C2 72.78(14) . . . . ?
C16 C15 C14 C13 -0.03(18) . . . . ?
C2 O28 C29 C34 55.51(15) . . . . ?
C2 O28 C29 C30 -128.56(11) . . . . ?
C2 C3 C4 C5 0.80(18) . . . . ?
C12 C11 C16 C15 -0.27(17) . . . . ?
C12 C11 C1 C10 73.49(14) . . . . ?
C12 C11 C1 C2 -106.98(13) . . . . ?
C12 N17 C18 O19 176.47(10) . . . . ?
C12 N17 C18 O21 -4.3(2) . . . . ?
C12 C13 C14 C15 -0.12(18) . . . . ?
C29 O28 C2 C3 30.67(16) . . . . ?
C29 O28 C2 C1 -154.26(10) . . . . ?
C29 C30 C31 C32 0.07(19) . . . . ?
C1 C11 C16 C15 179.97(10) . . . . ?
C1 C11 C12 N17 0.06(15) . . . . ?
C1 C11 C12 C13 179.87(10) . . . . ?
C1 C10 C5 C6 -178.78(10) . . . . ?
C1 C10 C5 C4 -0.30(16) . . . . ?
C1 C10 C9 C8 179.66(11) . . . . ?
C5 C10 C1 C11 179.91(10) . . . . ?
C5 C10 C1 C2 0.36(16) . . . . ?
C5 C10 C9 C8 0.40(17) . . . . ?
C5 C6 C7 C8 0.33(19) . . . . ?
C33 C32 C31 C30 0.2(2) . . . . ?
C9 C10 C1 C11 0.65(16) . . . . ?
C9 C10 C1 C2 -178.89(11) . . . . ?
C9 C10 C5 C6 0.50(16) . . . . ?
C9 C10 C5 C4 178.98(10) . . . . ?
C9 C8 C7 C6 0.6(2) . . . . ?
C34 C29 C30 C31 -0.13(18) . . . . ?
C34 C33 C32 C31 -0.4(2) . . . . ?
C32 C33 C34 C29 0.38(19) . . . . ?
C18 O19 C20 C22 -108.87(12) . . . . ?
C18 N17 C12 C11 -175.30(11) . . . . ?
C18 N17 C12 C13 4.89(19) . . . . ?
C30 C29 C34 C33 -0.10(18) . . . . ?
C20 O19 C18 N17 -173.24(10) . . . . ?
C20 O19 C18 O21 7.56(17) . . . . ?
C20 C22 C27 C26 175.65(12) . . . . ?
C23 C22 C27 C26 -0.88(18) . . . . ?
C22 C23 C24 C25 -0.3(2) . . . . ?
C22 C27 C26 C25 0.2(2) . . . . ?
C6 C5 C4 C3 178.16(11) . . . . ?
C4 C3 C2 O28 174.09(11) . . . . ?
C4 C3 C2 C1 -0.74(18) . . . . ?
C4 C5 C6 C7 -179.30(12) . . . . ?
C7 C8 C9 C10 -0.96(19) . . . . ?
C26 C25 C24 C23 -0.3(2) . . . . ?
C24 C23 C22 C20 -175.65(12) . . . . ?
C24 C23 C22 C27 0.93(19) . . . . ?
C24 C25 C26 C27 0.4(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 1.535
_oxdiff_exptl_absorpt_empirical_full_min 0.717
