# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_exp_3248
_database_code_depnum_ccdc_archive 'CCDC 2077901'
loop_
_audit_author_name
_audit_author_address
'Lei Wang'
;Shandong Normal University
China
;
_audit_update_record             
;
2021-04-15 deposited with the CCDC.	2022-05-04 downloaded from the CCDC.
;
_audit_creation_date             2019-04-11
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C29 H21 N O3'
_chemical_formula_sum            'C29 H21 N O3'
_chemical_formula_weight         431.47
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 N1 O1'
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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   13.1119(5)
_cell_length_b                   14.6483(4)
_cell_length_c                   12.6716(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 117.937(5)
_cell_angle_gamma                90.00
_cell_volume                     2150.15(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3638
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.8910
_cell_measurement_theta_min      10.4710
_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79458
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0172
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8006
_diffrn_reflns_theta_full        67.05
_diffrn_reflns_theta_max         67.07
_diffrn_reflns_theta_min         3.82
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0793
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 0.9794
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     12.00 123.00   1.00    1.00    --   54.00  19.00  60.00  111
  2  ω     75.00 119.00   1.00    1.00    --  108.00  25.00  30.00   44
  3  ω    151.00 177.00   1.00    1.00    --  108.00 111.00 -60.00   26
  4  ω     88.00 174.00   1.00    1.00    --  108.00  63.00-150.00   86
  5  ω    111.00 137.00   1.00    1.00    --  108.00 -25.00-180.00   26
  6  ω     75.00 101.00   1.00    1.00    --   54.00-125.00-180.00   26
  7  ω     43.00 104.00   1.00    1.00    --  108.00-111.00 -90.00   61
  8  ω     37.00  63.00   1.00    1.00    --  108.00 -25.00-180.00   26
  9  ω     35.00  85.00   1.00    1.00    --   54.00  57.00 -90.00   50
 10  ω     38.00 108.00   1.00    1.00    --  108.00 -37.00  90.00   70
 11  ω     38.00 115.00   1.00    1.00    --  108.00-111.00 120.00   77
 12  ω     30.00  82.00   1.00    1.00    --   54.00-125.00  90.00   52
 13  ω     16.00  69.00   1.00    1.00    --   54.00 -57.00 120.00   53
 14  ω    -27.00  36.00   1.00    1.00    --    0.00  77.00  30.00   63
 15  ω    -42.00  12.00   1.00    1.00    --    0.00 -57.00-180.00   54
 16  ω     58.00 139.00   1.00    1.00    --  108.00 178.00 120.00   81
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0475989000
_diffrn_orient_matrix_UB_12      -0.0977609000
_diffrn_orient_matrix_UB_13      -0.0337476000
_diffrn_orient_matrix_UB_21      -0.1076397000
_diffrn_orient_matrix_UB_22      0.0374830000
_diffrn_orient_matrix_UB_23      -0.1089355000
_diffrn_orient_matrix_UB_31      0.0618698000
_diffrn_orient_matrix_UB_32      -0.0100889000
_diffrn_orient_matrix_UB_33      -0.0770006000
_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              'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3238
_reflns_number_total             3844
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.0056(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         3844
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0360
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0515P)²+0.3397P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0949
_refine_ls_wR_factor_ref         0.1018
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C15(H15)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C23(H23), C24(H24),
  C25(H25), C26(H26), C29(H29)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.75200(13) 0.57514(10) 0.83927(12) 0.0414(3) Uani 1 1 d . . .
C2 C 0.72433(14) 0.49238(10) 0.87137(14) 0.0501(4) Uani 1 1 d . . .
H2 H 0.7744 0.4642 0.9429 0.060 Uiso 1 1 calc R . .
C3 C 0.62011(15) 0.45254(11) 0.79426(15) 0.0547(4) Uani 1 1 d . . .
H3 H 0.5986 0.3976 0.8149 0.066 Uiso 1 1 calc R . .
C4 C 0.54790(14) 0.49366(11) 0.68714(16) 0.0543(4) Uani 1 1 d . . .
H4 H 0.4781 0.4662 0.6358 0.065 Uiso 1 1 calc R . .
C5 C 0.57858(13) 0.57598(10) 0.65512(14) 0.0464(3) Uani 1 1 d . . .
H5 H 0.5299 0.6027 0.5820 0.056 Uiso 1 1 calc R . .
C6 C 0.68167(12) 0.61831(9) 0.73202(12) 0.0390(3) Uani 1 1 d . . .
C7 C 0.72472(11) 0.70970(9) 0.71381(12) 0.0367(3) Uani 1 1 d . . .
H7 H 0.7243 0.7502 0.7752 0.044 Uiso 1 1 calc R . .
C8 C 0.64717(11) 0.75484(9) 0.59517(12) 0.0392(3) Uani 1 1 d . . .
C9 C 0.63304(13) 0.72125(11) 0.48645(14) 0.0489(4) Uani 1 1 d . . .
H9 H 0.6752 0.6707 0.4848 0.059 Uiso 1 1 calc R . .
C10 C 0.55628(14) 0.76299(13) 0.38051(15) 0.0599(4) Uani 1 1 d . . .
H10 H 0.5477 0.7403 0.3083 0.072 Uiso 1 1 calc R . .
C11 C 0.49292(14) 0.83732(14) 0.38092(17) 0.0658(5) Uani 1 1 d . . .
H11 H 0.4414 0.8647 0.3094 0.079 Uiso 1 1 calc R . .
C12 C 0.50618(15) 0.87110(12) 0.48787(18) 0.0633(5) Uani 1 1 d . . .
H12 H 0.4633 0.9214 0.4887 0.076 Uiso 1 1 calc R . .
C13 C 0.58291(12) 0.83061(10) 0.59400(15) 0.0497(4) Uani 1 1 d . . .
H13 H 0.5917 0.8544 0.6658 0.060 Uiso 1 1 calc R . .
C14 C 0.85335(11) 0.69892(9) 0.74429(11) 0.0347(3) Uani 1 1 d . . .
C15 C 0.91124(11) 0.79028(9) 0.73895(12) 0.0366(3) Uani 1 1 d . . .
H15 H 0.8985 0.7968 0.6567 0.044 Uiso 1 1 calc R . .
C16 C 0.86635(11) 0.87759(9) 0.76854(12) 0.0367(3) Uani 1 1 d . . .
C17 C 0.82608(12) 0.94625(10) 0.68385(14) 0.0450(3) Uani 1 1 d . . .
H17 H 0.8230 0.9364 0.6099 0.054 Uiso 1 1 calc R . .
C18 C 0.79029(14) 1.02913(11) 0.70682(16) 0.0560(4) Uani 1 1 d . . .
H18 H 0.7647 1.0748 0.6492 0.067 Uiso 1 1 calc R . .
C19 C 0.79248(15) 1.04402(12) 0.81486(17) 0.0632(5) Uani 1 1 d . . .
H19 H 0.7687 1.0998 0.8308 0.076 Uiso 1 1 calc R . .
C20 C 0.83010(17) 0.97578(13) 0.89941(15) 0.0662(5) Uani 1 1 d . . .
H20 H 0.8301 0.9853 0.9720 0.079 Uiso 1 1 calc R . .
C21 C 0.86796(14) 0.89308(11) 0.87747(13) 0.0533(4) Uani 1 1 d . . .
H21 H 0.8945 0.8479 0.9358 0.064 Uiso 1 1 calc R . .
C22 C 1.04060(12) 0.78433(9) 0.81779(13) 0.0410(3) Uani 1 1 d . . .
C23 C 1.11991(14) 0.82496(11) 0.78806(16) 0.0536(4) Uani 1 1 d . . .
H23 H 1.0945 0.8524 0.7138 0.064 Uiso 1 1 calc R . .
C24 C 1.23650(15) 0.82451(14) 0.86912(19) 0.0672(5) Uani 1 1 d . . .
H24 H 1.2890 0.8519 0.8490 0.081 Uiso 1 1 calc R . .
C25 C 1.27525(14) 0.78387(13) 0.97934(18) 0.0652(5) Uani 1 1 d . . .
H25 H 1.3535 0.7848 1.0336 0.078 Uiso 1 1 calc R . .
C26 C 1.19830(13) 0.74170(11) 1.00954(15) 0.0524(4) Uani 1 1 d . . .
H26 H 1.2240 0.7137 1.0835 0.063 Uiso 1 1 calc R . .
C27 C 1.08239(12) 0.74197(9) 0.92767(13) 0.0422(3) Uani 1 1 d . . .
C28 C 0.91993(11) 0.65020(9) 0.86834(12) 0.0384(3) Uani 1 1 d . . .
C29 C 0.93116(12) 0.57234(10) 0.72337(13) 0.0452(3) Uani 1 1 d . . .
H29 H 0.9514 0.5255 0.6872 0.054 Uiso 1 1 calc R . .
N1 N 0.86606(9) 0.63561(8) 0.66084(10) 0.0404(3) Uani 1 1 d . . .
O1 O 0.97188(9) 0.57229(7) 0.84354(9) 0.0479(3) Uani 1 1 d . . .
O2 O 0.85274(8) 0.61968(7) 0.91982(8) 0.0452(3) Uani 1 1 d . . .
O3 O 1.00569(8) 0.70012(7) 0.96024(8) 0.0432(2) 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 1.380(2) . ?
C1 C6 1.387(2) . ?
C1 O2 1.3960(17) . ?
C2 H2 0.9300 . ?
C2 C3 1.383(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.378(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.390(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.388(2) . ?
C6 C7 1.5120(18) . ?
C7 H7 0.9800 . ?
C7 C8 1.5162(19) . ?
C7 C14 1.5519(18) . ?
C8 C9 1.391(2) . ?
C8 C13 1.389(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.387(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.371(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.375(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.380(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.5557(18) . ?
C14 C28 1.5673(18) . ?
C14 N1 1.4734(17) . ?
C15 H15 0.9800 . ?
C15 C16 1.5263(18) . ?
C15 C22 1.5149(19) . ?
C16 C17 1.3824(19) . ?
C16 C21 1.389(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.381(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.373(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.377(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.386(2) . ?
C21 H21 0.9300 . ?
C22 C23 1.394(2) . ?
C22 C27 1.382(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.386(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.378(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.381(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.382(2) . ?
C27 O3 1.3952(17) . ?
C28 O1 1.4373(16) . ?
C28 O2 1.3929(17) . ?
C28 O3 1.3886(16) . ?
C29 H29 0.9300 . ?
C29 N1 1.2576(18) . ?
C29 O1 1.3573(17) . ?

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 C1 C6 122.92(14) . . ?
C2 C1 O2 118.97(13) . . ?
C6 C1 O2 118.06(12) . . ?
C1 C2 H2 120.9 . . ?
C1 C2 C3 118.14(15) . . ?
C3 C2 H2 120.9 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.49(14) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.49(15) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.15(15) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 117.77(13) . . ?
C1 C6 C7 115.40(12) . . ?
C5 C6 C7 126.78(13) . . ?
C6 C7 H7 105.8 . . ?
C6 C7 C8 114.37(11) . . ?
C6 C7 C14 108.16(11) . . ?
C8 C7 H7 105.8 . . ?
C8 C7 C14 115.91(11) . . ?
C14 C7 H7 105.8 . . ?
C9 C8 C7 122.95(13) . . ?
C13 C8 C7 118.73(13) . . ?
C13 C8 C9 118.25(14) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.14(15) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.86(17) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.50(16) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.23(17) . . ?
C13 C12 H12 119.9 . . ?
C8 C13 H13 119.5 . . ?
C12 C13 C8 121.02(16) . . ?
C12 C13 H13 119.5 . . ?
C7 C14 C15 113.40(10) . . ?
C7 C14 C28 109.01(10) . . ?
C15 C14 C28 112.43(10) . . ?
N1 C14 C7 111.13(10) . . ?
N1 C14 C15 106.78(10) . . ?
N1 C14 C28 103.66(10) . . ?
C14 C15 H15 106.7 . . ?
C16 C15 C14 117.26(11) . . ?
C16 C15 H15 106.7 . . ?
C22 C15 C14 109.88(11) . . ?
C22 C15 H15 106.7 . . ?
C22 C15 C16 109.14(11) . . ?
C17 C16 C15 118.03(12) . . ?
C17 C16 C21 118.36(13) . . ?
C21 C16 C15 123.56(12) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.33(14) . . ?
C18 C17 H17 119.3 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 119.95(15) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C20 119.54(15) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.66(16) . . ?
C21 C20 H20 119.7 . . ?
C16 C21 H21 119.9 . . ?
C20 C21 C16 120.13(15) . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C15 122.92(13) . . ?
C27 C22 C15 118.90(12) . . ?
C27 C22 C23 118.04(14) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.07(16) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.54(16) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.26(16) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.7 . . ?
C25 C26 C27 118.69(16) . . ?
C27 C26 H26 120.7 . . ?
C22 C27 O3 119.67(12) . . ?
C26 C27 C22 122.37(14) . . ?
C26 C27 O3 117.93(14) . . ?
O1 C28 C14 103.92(10) . . ?
O2 C28 C14 116.01(11) . . ?
O2 C28 O1 108.42(11) . . ?
O3 C28 C14 116.94(11) . . ?
O3 C28 O1 108.72(11) . . ?
O3 C28 O2 102.57(10) . . ?
N1 C29 H29 120.0 . . ?
N1 C29 O1 120.09(13) . . ?
O1 C29 H29 120.0 . . ?
C29 N1 C14 106.45(11) . . ?
C29 O1 C28 105.50(10) . . ?
C28 O2 C1 113.39(10) . . ?
C28 O3 C27 113.33(10) . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.281
_oxdiff_exptl_absorpt_empirical_full_min 0.681

####################################################################### 
# 
# 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_exp_225
_database_code_depnum_ccdc_archive 'CCDC 2077915'
loop_
_audit_author_name
_audit_author_address
'Lei Wang'
;Shandong Normal University
China
;
_audit_update_record             
;
2021-04-15 deposited with the CCDC.	2022-05-04 downloaded from the CCDC.
;
_audit_creation_date             2021-04-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C29 H19 F2 N O3'
_chemical_formula_sum            'C29 H19 F2 N O3'
_chemical_formula_weight         467.45
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 N1 O1'
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'
F F 0.0727 0.0534 '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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.0756(5)
_cell_length_b                   12.6433(14)
_cell_length_c                   13.6801(14)
_cell_angle_alpha                102.608(9)
_cell_angle_beta                 104.040(8)
_cell_angle_gamma                106.219(8)
_cell_volume                     1084.92(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2408
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.3730
_cell_measurement_theta_min      8.9660
_exptl_absorpt_coefficient_mu    0.867
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77396
_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_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.050
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0173
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4820
_diffrn_reflns_theta_full        67.05
_diffrn_reflns_theta_max         67.05
_diffrn_reflns_theta_min         3.83
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0793
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  22.00   1.00    1.00    --    0.00  90.00-130.00   26
  2  ω     -9.00  16.00   1.00    1.00    --    0.00 -90.00 114.00   25
  3  ω      6.00  68.00   1.00    1.00    --   54.00 -90.00 114.00   62
  4  ω     40.00 101.00   1.00    1.00    --  108.00 -90.00 114.00   61
  5  ω    116.00 141.00   1.00    1.00    --  108.00  90.00-130.00   25
  6  ω    -18.00   9.00   1.00    1.00    --    0.00 -77.00 -60.00   27
  7  ω    -20.00  28.00   1.00    1.00    --    0.00 -77.00  30.00   48
  8  ω    -16.00  11.00   1.00    1.00    --    0.00 -77.00-180.00   27
  9  ω     55.00  81.00   1.00    1.00    --   54.00-125.00   0.00   26
 10  ω    -13.00  72.00   1.00    1.00    --   54.00 -57.00 150.00   85
 11  ω    -18.00   8.00   1.00    1.00    --   54.00 -37.00-120.00   26
 12  ω     33.00 115.00   1.00    1.00    --   54.00  57.00  60.00   82
 13  ω     22.00  80.00   1.00    1.00    --   54.00 -37.00-120.00   58
 14  ω    104.00 177.00   1.00    1.00    --  108.00  77.00  60.00   73
 15  ω    105.00 177.00   1.00    1.00    --  108.00 111.00 -30.00   72
 16  ω    103.00 178.00   1.00    1.00    --  108.00  77.00 150.00   75
 17  ω    130.00 177.00   1.00    1.00    --  108.00  77.00-150.00   47
 18  ω     39.00  78.00   1.00    1.00    --  108.00 -50.00 120.00   39
 19  ω     73.00 129.00   1.00    1.00    --  108.00 178.00   0.00   56
 20  ω     81.00 106.00   1.00    1.00    --  108.00 -91.00  30.00   25
 21  ω    111.00 177.00   1.00    1.00    --  108.00 111.00-180.00   66
 22  ω     87.00 134.00   1.00    1.00    --  108.00 -77.00 -90.00   47
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1557376000
_diffrn_orient_matrix_UB_12      -0.0339705000
_diffrn_orient_matrix_UB_13      -0.0502271000
_diffrn_orient_matrix_UB_21      -0.0230834000
_diffrn_orient_matrix_UB_22      0.0794833000
_diffrn_orient_matrix_UB_23      -0.0694513000
_diffrn_orient_matrix_UB_31      0.1807162000
_diffrn_orient_matrix_UB_32      0.1014656000
_diffrn_orient_matrix_UB_33      0.0868376000
_diffrn_oxdiff_digest_frames     
;
0179ea4ff228f7e10dd05cef770cf74dfa00027cef9
;
_diffrn_oxdiff_digest_hkl        
;
010d8512ea717b1f753982687a5ffa7e236317
;
_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'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2686
_reflns_number_total             3096
_reflns_odcompleteness_completeness 79.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.153
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       0.0047(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         3096
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0514P)²+0.3312P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1116
_refine_ls_wR_factor_ref         0.1177
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C17(H17)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C12(H12), C13(H13),
 C16(H16), C19(H19), C20(H20), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27),
  C28(H28)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
C1 C 0.3596(4) -0.01318(18) 0.27197(17) 0.0401(5) Uani 1 d . . .
C2 C 0.4673(4) -0.0873(2) 0.28184(19) 0.0530(6) Uani 1 d . . .
H2 H 0.4590 -0.1283 0.3303 0.064 Uiso 1 calc . . R
C3 C 0.5888(5) -0.0993(2) 0.2176(2) 0.0573(7) Uani 1 d . . .
H3 H 0.6607 -0.1504 0.2214 0.069 Uiso 1 calc . . R
C4 C 0.6036(4) -0.0357(2) 0.14801(19) 0.0507(6) Uani 1 d . . .
H4 H 0.6866 -0.0437 0.1056 0.061 Uiso 1 calc . . R
C5 C 0.4961(3) 0.03993(18) 0.14074(17) 0.0408(5) Uani 1 d . . .
H5 H 0.5082 0.0828 0.0939 0.049 Uiso 1 calc . . R
C6 C 0.3706(3) 0.05222(16) 0.20265(15) 0.0347(5) Uani 1 d . . .
C7 C 0.2357(3) 0.12687(16) 0.20129(15) 0.0321(5) Uani 1 d . . .
H7 H 0.0919 0.0728 0.1763 0.038 Uiso 1 calc . . R
C8 C 0.2478(3) 0.19434(16) 0.12286(15) 0.0327(5) Uani 1 d . . .
C9 C 0.0826(4) 0.16022(18) 0.03026(16) 0.0406(5) Uani 1 d . . .
H9 H -0.0347 0.0965 0.0178 0.049 Uiso 1 calc . . R
C10 C 0.0879(4) 0.21876(19) -0.04444(17) 0.0509(6) Uani 1 d . . .
H10 H -0.0240 0.1955 -0.1063 0.061 Uiso 1 calc . . R
C11 C 0.2621(4) 0.3114(2) -0.02425(18) 0.0524(6) Uani 1 d . . .
C12 C 0.4294(4) 0.3486(2) 0.06528(19) 0.0506(6) Uani 1 d . . .
H12 H 0.5455 0.4126 0.0766 0.061 Uiso 1 calc . . R
C13 C 0.4231(3) 0.28913(19) 0.13907(17) 0.0414(5) Uani 1 d . . .
H13 H 0.5369 0.3127 0.2000 0.050 Uiso 1 calc . . R
C14 C 0.2761(3) 0.19626(16) 0.31788(15) 0.0303(4) Uani 1 d . . .
C15 C 0.2539(3) 0.10822(17) 0.38357(16) 0.0361(5) Uani 1 d . . .
C16 C 0.5678(4) 0.24607(18) 0.44719(17) 0.0404(5) Uani 1 d . . .
H16 H 0.7049 0.2864 0.4905 0.048 Uiso 1 calc . . R
C17 C 0.1210(3) 0.26194(16) 0.32927(15) 0.0316(4) Uani 1 d . . .
H17 H -0.0175 0.2060 0.2859 0.038 Uiso 1 calc . . R
C18 C 0.1496(3) 0.36388(16) 0.28605(15) 0.0334(5) Uani 1 d . . .
C19 C -0.0013(3) 0.35803(18) 0.19642(17) 0.0388(5) Uani 1 d . . .
H19 H -0.1216 0.2927 0.1657 0.047 Uiso 1 calc . . R
C20 C 0.0230(4) 0.4473(2) 0.15159(19) 0.0496(6) Uani 1 d . . .
H20 H -0.0780 0.4419 0.0909 0.060 Uiso 1 calc . . R
C21 C 0.1983(4) 0.5428(2) 0.1987(2) 0.0506(6) Uani 1 d . . .
C22 C 0.3498(4) 0.55523(19) 0.2890(2) 0.0484(6) Uani 1 d . . .
H22 H 0.4662 0.6225 0.3206 0.058 Uiso 1 calc . . R
C23 C 0.3243(3) 0.46471(17) 0.33171(17) 0.0402(5) Uani 1 d . . .
H23 H 0.4264 0.4713 0.3925 0.048 Uiso 1 calc . . R
C24 C 0.1179(3) 0.28978(17) 0.44287(16) 0.0339(5) Uani 1 d . . .
C25 C 0.1254(3) 0.39454(18) 0.50587(16) 0.0387(5) Uani 1 d . . .
H25 H 0.1444 0.4582 0.4809 0.046 Uiso 1 calc . . R
C26 C 0.1049(4) 0.4050(2) 0.60537(17) 0.0453(6) Uani 1 d . . .
H26 H 0.1132 0.4759 0.6471 0.054 Uiso 1 calc . . R
C27 C 0.0724(4) 0.3109(2) 0.64318(17) 0.0485(6) Uani 1 d . . .
H27 H 0.0529 0.3178 0.7088 0.058 Uiso 1 calc . . R
C28 C 0.0688(4) 0.2067(2) 0.58346(17) 0.0451(6) Uani 1 d . . .
H28 H 0.0505 0.1432 0.6088 0.054 Uiso 1 calc . . R
C29 C 0.0931(3) 0.19881(18) 0.48550(16) 0.0372(5) Uani 1 d . . .
F1 F 0.2695(3) 0.37080(14) -0.09618(13) 0.0861(6) Uani 1 d . . .
F2 F 0.2246(3) 0.62964(14) 0.15416(15) 0.0842(6) Uani 1 d . . .
N1 N 0.4920(3) 0.27595(14) 0.36840(13) 0.0342(4) Uani 1 d . . .
O1 O 0.2236(3) -0.00524(12) 0.33003(12) 0.0447(4) Uani 1 d . . .
O2 O 0.4476(2) 0.15454(13) 0.46821(11) 0.0436(4) Uani 1 d . . .
O3 O 0.0913(2) 0.09414(12) 0.42520(12) 0.0418(4) Uani 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 1.372(4) . ?
C1 C6 1.390(3) . ?
C1 O1 1.399(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.384(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.384(3) . ?
C6 C7 1.518(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.513(3) . ?
C7 C14 1.557(3) . ?
C8 C9 1.385(3) . ?
C8 C13 1.394(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.388(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.362(3) . ?
C11 C12 1.363(4) . ?
C11 F1 1.364(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.574(3) . ?
C14 C17 1.566(3) . ?
C14 N1 1.466(2) . ?
C15 O1 1.391(2) . ?
C15 O2 1.431(3) . ?
C15 O3 1.388(2) . ?
C16 H16 0.9300 . ?
C16 N1 1.266(3) . ?
C16 O2 1.364(2) . ?
C17 H17 0.9800 . ?
C17 C18 1.516(3) . ?
C17 C24 1.524(3) . ?
C18 C19 1.389(3) . ?
C18 C23 1.393(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.387(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.359(3) . ?
C21 C22 1.371(4) . ?
C21 F2 1.358(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.383(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.393(3) . ?
C24 C29 1.387(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.385(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.381(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.381(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.378(3) . ?
C29 O3 1.393(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 123.2(2) . . ?
C2 C1 O1 119.66(19) . . ?
C6 C1 O1 117.0(2) . . ?
C1 C2 H2 120.9 . . ?
C1 C2 C3 118.2(2) . . ?
C3 C2 H2 120.9 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.6(2) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.5(2) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C7 115.35(18) . . ?
C5 C6 C1 117.3(2) . . ?
C5 C6 C7 127.28(18) . . ?
C6 C7 H7 105.6 . . ?
C6 C7 C14 107.97(16) . . ?
C8 C7 C6 113.73(16) . . ?
C8 C7 H7 105.6 . . ?
C8 C7 C14 117.23(15) . . ?
C14 C7 H7 105.6 . . ?
C9 C8 C7 119.65(18) . . ?
C9 C8 C13 118.13(19) . . ?
C13 C8 C7 122.20(18) . . ?
C8 C9 H9 119.2 . . ?
C8 C9 C10 121.6(2) . . ?
C10 C9 H9 119.2 . . ?
C9 C10 H10 121.1 . . ?
C11 C10 C9 117.8(2) . . ?
C11 C10 H10 121.1 . . ?
C10 C11 C12 123.1(2) . . ?
C10 C11 F1 118.7(2) . . ?
C12 C11 F1 118.2(2) . . ?
C11 C12 H12 120.7 . . ?
C11 C12 C13 118.6(2) . . ?
C13 C12 H12 120.7 . . ?
C8 C13 H13 119.6 . . ?
C12 C13 C8 120.7(2) . . ?
C12 C13 H13 119.6 . . ?
C7 C14 C15 107.90(15) . . ?
C7 C14 C17 113.19(17) . . ?
C17 C14 C15 108.83(15) . . ?
N1 C14 C7 111.77(15) . . ?
N1 C14 C15 103.99(16) . . ?
N1 C14 C17 110.67(15) . . ?
O1 C15 C14 116.15(16) . . ?
O1 C15 O2 108.67(18) . . ?
O2 C15 C14 103.77(15) . . ?
O3 C15 C14 116.40(18) . . ?
O3 C15 O1 102.33(15) . . ?
O3 C15 O2 109.38(16) . . ?
N1 C16 H16 120.2 . . ?
N1 C16 O2 119.7(2) . . ?
O2 C16 H16 120.2 . . ?
C14 C17 H17 105.7 . . ?
C18 C17 C14 114.98(15) . . ?
C18 C17 H17 105.7 . . ?
C18 C17 C24 114.37(16) . . ?
C24 C17 C14 109.38(17) . . ?
C24 C17 H17 105.7 . . ?
C19 C18 C17 119.74(18) . . ?
C19 C18 C23 117.50(19) . . ?
C23 C18 C17 122.76(19) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 C18 121.6(2) . . ?
C20 C19 H19 119.2 . . ?
C19 C20 H20 120.9 . . ?
C21 C20 C19 118.3(2) . . ?
C21 C20 H20 120.9 . . ?
C20 C21 C22 122.9(2) . . ?
F2 C21 C20 118.5(2) . . ?
F2 C21 C22 118.6(2) . . ?
C21 C22 H22 121.0 . . ?
C21 C22 C23 118.0(2) . . ?
C23 C22 H22 121.0 . . ?
C18 C23 H23 119.2 . . ?
C22 C23 C18 121.7(2) . . ?
C22 C23 H23 119.2 . . ?
C25 C24 C17 126.97(19) . . ?
C29 C24 C17 116.12(18) . . ?
C29 C24 C25 116.80(19) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.7(2) . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.6(2) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 119.9(2) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.8 . . ?
C29 C28 C27 118.5(2) . . ?
C29 C28 H28 120.8 . . ?
C24 C29 O3 117.83(17) . . ?
C28 C29 C24 123.4(2) . . ?
C28 C29 O3 118.75(19) . . ?
C16 N1 C14 106.42(17) . . ?
C15 O1 C1 113.14(15) . . ?
C16 O2 C15 105.75(16) . . ?
C15 O3 C29 112.55(15) . . ?

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
C1 C2 C3 C4 1.6(4) . . . . ?
C1 C6 C7 C8 -178.53(17) . . . . ?
C1 C6 C7 C14 49.6(2) . . . . ?
C2 C1 C6 C5 0.5(3) . . . . ?
C2 C1 C6 C7 178.6(2) . . . . ?
C2 C1 O1 C15 130.8(2) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C3 C4 C5 C6 -0.5(4) . . . . ?
C4 C5 C6 C1 0.6(3) . . . . ?
C4 C5 C6 C7 -177.2(2) . . . . ?
C5 C6 C7 C8 -0.7(3) . . . . ?
C5 C6 C7 C14 -132.6(2) . . . . ?
C6 C1 C2 C3 -1.6(4) . . . . ?
C6 C1 O1 C15 -52.1(2) . . . . ?
C6 C7 C8 C9 106.2(2) . . . . ?
C6 C7 C8 C13 -72.2(2) . . . . ?
C6 C7 C14 C15 -50.33(19) . . . . ?
C6 C7 C14 C17 -170.82(14) . . . . ?
C6 C7 C14 N1 63.4(2) . . . . ?
C7 C8 C9 C10 -179.3(2) . . . . ?
C7 C8 C13 C12 179.6(2) . . . . ?
C7 C14 C15 O1 5.5(2) . . . . ?
C7 C14 C15 O2 124.66(17) . . . . ?
C7 C14 C15 O3 -115.13(18) . . . . ?
C7 C14 C17 C18 -70.0(2) . . . . ?
C7 C14 C17 C24 159.71(15) . . . . ?
C7 C14 N1 C16 -119.94(19) . . . . ?
C8 C7 C14 C15 179.67(17) . . . . ?
C8 C7 C14 C17 59.2(2) . . . . ?
C8 C7 C14 N1 -66.6(2) . . . . ?
C8 C9 C10 C11 0.3(4) . . . . ?
C9 C8 C13 C12 1.2(3) . . . . ?
C9 C10 C11 C12 -0.1(4) . . . . ?
C9 C10 C11 F1 -179.3(2) . . . . ?
C10 C11 C12 C13 0.5(4) . . . . ?
C11 C12 C13 C8 -1.0(4) . . . . ?
C13 C8 C9 C10 -0.9(3) . . . . ?
C14 C7 C8 C9 -126.5(2) . . . . ?
C14 C7 C8 C13 55.1(3) . . . . ?
C14 C15 O1 C1 46.4(2) . . . . ?
C14 C15 O2 C16 -5.7(2) . . . . ?
C14 C15 O3 C29 -53.6(2) . . . . ?
C14 C17 C18 C19 111.5(2) . . . . ?
C14 C17 C18 C23 -67.7(2) . . . . ?
C14 C17 C24 C25 134.9(2) . . . . ?
C14 C17 C24 C29 -49.1(2) . . . . ?
C15 C14 C17 C18 170.04(15) . . . . ?
C15 C14 C17 C24 39.76(19) . . . . ?
C15 C14 N1 C16 -3.8(2) . . . . ?
C17 C14 C15 O1 128.67(18) . . . . ?
C17 C14 C15 O2 -112.16(17) . . . . ?
C17 C14 C15 O3 8.0(2) . . . . ?
C17 C14 N1 C16 112.92(19) . . . . ?
C17 C18 C19 C20 -177.13(19) . . . . ?
C17 C18 C23 C22 178.0(2) . . . . ?
C17 C24 C25 C26 174.9(2) . . . . ?
C17 C24 C29 C28 -174.1(2) . . . . ?
C17 C24 C29 O3 5.4(3) . . . . ?
C18 C17 C24 C25 4.3(3) . . . . ?
C18 C17 C24 C29 -179.70(18) . . . . ?
C18 C19 C20 C21 -1.1(4) . . . . ?
C19 C18 C23 C22 -1.1(3) . . . . ?
C19 C20 C21 C22 -1.0(4) . . . . ?
C19 C20 C21 F2 178.9(2) . . . . ?
C20 C21 C22 C23 1.9(4) . . . . ?
C21 C22 C23 C18 -0.8(3) . . . . ?
C23 C18 C19 C20 2.1(3) . . . . ?
C24 C17 C18 C19 -120.7(2) . . . . ?
C24 C17 C18 C23 60.1(3) . . . . ?
C24 C25 C26 C27 -1.3(3) . . . . ?
C24 C29 O3 C15 47.7(3) . . . . ?
C25 C24 C29 C28 2.3(3) . . . . ?
C25 C24 C29 O3 -178.13(18) . . . . ?
C25 C26 C27 C28 2.7(4) . . . . ?
C26 C27 C28 C29 -1.6(4) . . . . ?
C27 C28 C29 C24 -1.0(4) . . . . ?
C27 C28 C29 O3 179.5(2) . . . . ?
C28 C29 O3 C15 -132.7(2) . . . . ?
C29 C24 C25 C26 -1.1(3) . . . . ?
F1 C11 C12 C13 179.7(2) . . . . ?
F2 C21 C22 C23 -178.0(2) . . . . ?
N1 C14 C15 O1 -113.35(19) . . . . ?
N1 C14 C15 O2 5.83(19) . . . . ?
N1 C14 C15 O3 126.03(18) . . . . ?
N1 C14 C17 C18 56.4(2) . . . . ?
N1 C14 C17 C24 -73.93(18) . . . . ?
N1 C16 O2 C15 3.9(3) . . . . ?
O1 C1 C2 C3 175.4(2) . . . . ?
O1 C1 C6 C5 -176.54(18) . . . . ?
O1 C1 C6 C7 1.5(3) . . . . ?
O1 C15 O2 C16 118.51(18) . . . . ?
O1 C15 O3 C29 178.64(17) . . . . ?
O2 C15 O1 C1 -70.1(2) . . . . ?
O2 C15 O3 C29 63.5(2) . . . . ?
O2 C16 N1 C14 0.2(3) . . . . ?
O3 C15 O1 C1 174.30(17) . . . . ?
O3 C15 O2 C16 -130.52(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 1.331
_oxdiff_exptl_absorpt_empirical_full_min 0.645
