# Electronic Supplementary Material (ESI) for Chemical Science.
# 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 
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data_20200616h
_database_code_depnum_ccdc_archive 'CCDC 2184624'
loop_
_audit_author_name
_audit_author_address
'Xinwei He'
;Anhui Normal University
China
;
_audit_update_record             
;
2022-07-07 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
;
_audit_creation_date             2020-06-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H21 N O2'
_chemical_formula_sum            'C30 H21 N O2'
_chemical_formula_weight         427.48
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.4932(16)
_cell_length_b                   9.8466(12)
_cell_length_c                   17.378(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.184(4)
_cell_angle_gamma                90
_cell_volume                     2256.9(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5414
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      22.631
_cell_measurement_theta_min      2.981
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.988
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7030
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1071 before and 0.0625 after correction. The Ratio of minimum to maximum transmission is 0.9429. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1377
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            44868
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.981
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1859
_reflns_number_total             3960
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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         0.204
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.007(2)
_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   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     489
_refine_ls_number_reflns         3960
_refine_ls_number_restraints     691
_refine_ls_R_factor_all          0.1615
_refine_ls_R_factor_gt           0.0688
_refine_ls_restrained_S_all      0.992
_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)+(0.0932P)²+1.4425P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1680
_refine_ls_wR_factor_ref         0.2281
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C2-C16 \\sim C2A-C16
 with sigma of 0.02
 C2-C1 \\sim C2A-C1A
 with sigma of 0.02
 O1A-C1A \\sim O1-C1
 with sigma of 0.02
 O1A-C9A \\sim O1-C9
 with sigma of 0.02
 C9-C4 \\sim C9A-C4A
 with sigma of 0.02
 C4-C3 \\sim C4A-C3A
 with sigma of 0.02
 C3A-C2A \\sim C3-C2
 with sigma of 0.02
 N1-C1 \\sim N1A-C1A
 with sigma of 0.02
 C30A-C24A \\sim C26A-C24A
 with sigma of 0.02
 C24-C23 \\sim C24A-C23A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C24A \\sim C10 \\sim C11 \\sim C12 \\sim C15 \\sim C25A \\sim C26A \\sim C27A
\\sim C30A \\sim C13 \\sim C28A \\sim C14 \\sim C29A: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 N1, O1, C1, C9, C2, C4, C8, C10, C3, C16, C5, C7, C11, C15, C23, O2, C17, C6,
 C12, C14, C24, C18, C22, C13, C25, C19, C21, C26, C30, C20, C27, C29, C28
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C3A, O2, C16, C17, C2A, C18, C22, C1A, C19, C21, O1A, N1A, C4A, C23A, C20,
 C9A, C10A, C5A, C24A, C8A, C11A, C15A, C6A, C25A, C7A, C12A, C14A, C26A, C30A,
 C13A, C27A, C29A, C28A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(C2A)=Sof(O1A)=Sof(C1A)=Sof(C9A)=Sof(C8A)=Sof(H8A)=Sof(C7A)=Sof(H7A)=
 Sof(C6A)=Sof(H6A)=Sof(C5A)=Sof(H5A)=Sof(C4A)=Sof(N1A)=Sof(C10A)=Sof(C11A)=
 Sof(H11A)=Sof(C12A)=Sof(H12A)=Sof(C13A)=Sof(H13A)=Sof(C14A)=Sof(H14A)=
 Sof(C15A)=Sof(H15A)=Sof(C3A)=Sof(C23A)=Sof(H23A)=Sof(C24A)=Sof(H24A)=Sof(C25A)=
 Sof(C26A)=Sof(H26A)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=
 Sof(H29A)=Sof(C30A)=Sof(H30A)=1-FVAR(1)
 Sof(O1)=Sof(N1)=Sof(C1)=Sof(C2)=Sof(C3)=Sof(C4)=Sof(C5)=Sof(H5)=Sof(C6)=
 Sof(H6)=Sof(C7)=Sof(H7)=Sof(C8)=Sof(H8)=Sof(C9)=Sof(C10)=Sof(C11)=Sof(H11)=
 Sof(C12)=Sof(H12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=Sof(H15)=
 Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=Sof(C25)=Sof(C26)=Sof(H26)=Sof(C27)=
 Sof(H27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=Sof(H30)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24),
  C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C8A(H8A), C7A(H7A),
 C6A(H6A), C5A(H5A), C11A(H11A), C12A(H12A), C13A(H13A), C14A(H14A), C15A(H15A),
  C23A(H23A), C24A(H24A), C26A(H26A), C27A(H27A), C28A(H28A), C29A(H29A),
 C30A(H30A)
6.b Fitted hexagon refined as free rotating group:
 C9A(C8A,C7A,C6A,C5A,C4A), C10A(C11A,C12A,C13A,C14A,C15A), C25A(C26A,C27A,C28A,
 C29A,C30A)
;
_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
O1 O 0.3591(2) 0.0610(3) 0.45010(17) 0.0616(9) Uani 0.806(3) 1 d D U P A 1
O2 O 0.4340(2) 0.2040(3) 0.69881(15) 0.0807(9) Uani 1 1 d . U . . .
N1 N 0.2562(3) 0.0694(4) 0.5400(2) 0.0593(10) Uani 0.806(3) 1 d D U P A 1
C1 C 0.3353(6) 0.1124(9) 0.5153(4) 0.0504(14) Uani 0.806(3) 1 d D U P A 1
C2 C 0.4006(3) 0.2122(5) 0.5595(2) 0.0504(10) Uani 0.806(3) 1 d D U P A 1
C3 C 0.4808(3) 0.2637(4) 0.5352(3) 0.0497(10) Uani 0.806(3) 1 d D U P A 1
C4 C 0.4987(5) 0.2164(6) 0.4588(3) 0.0501(13) Uani 0.806(3) 1 d D U P A 1
C5 C 0.5721(4) 0.2712(6) 0.4215(4) 0.0628(14) Uani 0.806(3) 1 d . U P A 1
H5 H 0.613316 0.341536 0.445464 0.075 Uiso 0.806(3) 1 calc R . P A 1
C6 C 0.5841(5) 0.2222(8) 0.3497(5) 0.076(2) Uani 0.806(3) 1 d . U P A 1
H6 H 0.633513 0.258603 0.325638 0.091 Uiso 0.806(3) 1 calc R . P A 1
C7 C 0.5224(6) 0.1191(8) 0.3138(4) 0.076(3) Uani 0.806(3) 1 d . U P A 1
H7 H 0.530777 0.085838 0.265531 0.091 Uiso 0.806(3) 1 calc R . P A 1
C8 C 0.4491(5) 0.0649(6) 0.3481(4) 0.0682(16) Uani 0.806(3) 1 d . U P A 1
H8 H 0.407658 -0.004789 0.323519 0.082 Uiso 0.806(3) 1 calc R . P A 1
C9 C 0.4376(4) 0.1151(6) 0.4197(4) 0.0539(11) Uani 0.806(3) 1 d D U P A 1
C10 C 0.1838(4) -0.0222(6) 0.4981(3) 0.0668(12) Uani 0.806(3) 1 d . U P A 1
C11 C 0.1556(5) -0.0300(7) 0.4167(4) 0.0917(15) Uani 0.806(3) 1 d . U P A 1
H11 H 0.191459 0.019004 0.385731 0.110 Uiso 0.806(3) 1 calc R . P A 1
C12 C 0.0729(6) -0.1118(8) 0.3805(4) 0.1071(16) Uani 0.806(3) 1 d . U P A 1
H12 H 0.052999 -0.114345 0.325901 0.128 Uiso 0.806(3) 1 calc R . P A 1
C13 C 0.0224(5) -0.1868(8) 0.4255(4) 0.0966(16) Uani 0.806(3) 1 d . U P A 1
H13 H -0.030361 -0.243345 0.401624 0.116 Uiso 0.806(3) 1 calc R . P A 1
C14 C 0.0478(5) -0.1796(7) 0.5021(4) 0.0882(15) Uani 0.806(3) 1 d . U P A 1
H14 H 0.012037 -0.230675 0.532148 0.106 Uiso 0.806(3) 1 calc R . P A 1
C15 C 0.1277(4) -0.0968(7) 0.5401(4) 0.0820(15) Uani 0.806(3) 1 d . U P A 1
H15 H 0.142891 -0.092332 0.594783 0.098 Uiso 0.806(3) 1 calc R . P A 1
C16 C 0.3855(3) 0.2573(4) 0.6398(2) 0.0627(9) Uani 1 1 d D U . . .
C17 C 0.3080(3) 0.3597(4) 0.6440(2) 0.0633(10) Uani 1 1 d . U . . .
C18 C 0.2443(3) 0.4094(4) 0.5782(2) 0.0821(13) Uani 1 1 d . U . . .
H18 H 0.248537 0.376797 0.528777 0.098 Uiso 1 1 calc R . . . .
C19 C 0.1733(4) 0.5083(5) 0.5851(3) 0.0966(15) Uani 1 1 d . U . . .
H19 H 0.129787 0.541836 0.540388 0.116 Uiso 1 1 calc R . . . .
C20 C 0.1679(4) 0.5562(5) 0.6582(3) 0.0949(14) Uani 1 1 d . U . . .
H20 H 0.120739 0.622832 0.662945 0.114 Uiso 1 1 calc R . . . .
C21 C 0.2306(4) 0.5073(5) 0.7234(3) 0.0952(14) Uani 1 1 d . U . . .
H21 H 0.225829 0.539748 0.772753 0.114 Uiso 1 1 calc R . . . .
C22 C 0.3012(4) 0.4101(4) 0.7172(2) 0.0812(12) Uani 1 1 d . U . . .
H22 H 0.344760 0.377871 0.762268 0.097 Uiso 1 1 calc R . . . .
C23 C 0.5479(8) 0.3678(10) 0.5815(4) 0.058(2) Uani 0.806(3) 1 d D U P A 1
H23 H 0.514751 0.434026 0.604823 0.069 Uiso 0.806(3) 1 calc R . P A 1
C24 C 0.6440(4) 0.3798(6) 0.5941(3) 0.0745(14) Uani 0.806(3) 1 d D U P A 1
H24 H 0.677766 0.310756 0.573657 0.089 Uiso 0.806(3) 1 calc R . P A 1
C25 C 0.7086(6) 0.4865(7) 0.6360(5) 0.0694(17) Uani 0.806(3) 1 d . U P A 1
C26 C 0.8077(6) 0.4977(8) 0.6283(4) 0.0847(18) Uani 0.806(3) 1 d . U P A 1
H26 H 0.833818 0.433687 0.598623 0.102 Uiso 0.806(3) 1 calc R . P A 1
C27 C 0.8685(6) 0.6010(11) 0.6634(5) 0.098(2) Uani 0.806(3) 1 d . U P A 1
H27 H 0.935060 0.606937 0.656971 0.118 Uiso 0.806(3) 1 calc R . P A 1
C28 C 0.8323(7) 0.6943(8) 0.7072(5) 0.100(2) Uani 0.806(3) 1 d . U P A 1
H28 H 0.873845 0.765328 0.729832 0.120 Uiso 0.806(3) 1 calc R . P A 1
C29 C 0.7366(6) 0.6860(8) 0.7187(5) 0.097(2) Uani 0.806(3) 1 d . U P A 1
H29 H 0.713334 0.749646 0.750293 0.116 Uiso 0.806(3) 1 calc R . P A 1
C30 C 0.6731(5) 0.5833(8) 0.6838(5) 0.084(2) Uani 0.806(3) 1 d . U P A 1
H30 H 0.607184 0.577804 0.691765 0.100 Uiso 0.806(3) 1 calc R . P A 1
C2A C 0.4535(14) 0.2543(19) 0.5761(10) 0.054(4) Uani 0.194(3) 1 d D U P A 2
O1A O 0.5849(9) 0.3569(12) 0.5137(6) 0.058(3) Uani 0.194(3) 1 d D U P A 2
C1A C 0.542(3) 0.339(4) 0.5767(16) 0.049(6) Uani 0.194(3) 1 d D U P A 2
C9A C 0.5510(18) 0.270(2) 0.4511(9) 0.052(5) Uani 0.194(3) 1 d D U P A 2
C8A C 0.6034(13) 0.2841(17) 0.3907(14) 0.070(6) Uani 0.194(3) 1 d G U P A 2
H8A H 0.653781 0.349660 0.394126 0.084 Uiso 0.194(3) 1 calc R . P A 2
C7A C 0.581(2) 0.200(3) 0.3252(12) 0.078(10) Uani 0.194(3) 1 d G U P A 2
H7A H 0.615698 0.208875 0.284813 0.093 Uiso 0.194(3) 1 calc R . P A 2
C6A C 0.505(2) 0.102(3) 0.3201(12) 0.080(13) Uani 0.194(3) 1 d G U P A 2
H6A H 0.490124 0.045256 0.276253 0.096 Uiso 0.194(3) 1 calc R . P A 2
C5A C 0.4530(16) 0.088(2) 0.3804(16) 0.073(8) Uani 0.194(3) 1 d G U P A 2
H5A H 0.402631 0.022420 0.377006 0.088 Uiso 0.194(3) 1 calc R . P A 2
C4A C 0.4758(17) 0.172(3) 0.4459(11) 0.057(6) Uani 0.194(3) 1 d DG U P A 2
N1A N 0.5849(11) 0.4149(14) 0.6387(8) 0.052(3) Uani 0.194(3) 1 d D U P A 2
C10A C 0.6776(16) 0.495(2) 0.6476(16) 0.058(6) Uani 0.194(3) 1 d . U P A 2
C11A C 0.765(2) 0.4453(15) 0.6268(10) 0.064(5) Uani 0.194(3) 1 d G U P A 2
H11A H 0.765332 0.358577 0.605663 0.077 Uiso 0.194(3) 1 calc R . P A 2
C12A C 0.8514(15) 0.526(2) 0.6375(14) 0.069(7) Uani 0.194(3) 1 d G U P A 2
H12A H 0.909767 0.492676 0.623616 0.083 Uiso 0.194(3) 1 calc R . P A 2
C13A C 0.8507(13) 0.655(2) 0.6691(14) 0.061(6) Uani 0.194(3) 1 d G U P A 2
H13A H 0.908558 0.709021 0.676286 0.073 Uiso 0.194(3) 1 calc R . P A 2
C14A C 0.7634(19) 0.7045(15) 0.6899(13) 0.062(6) Uani 0.194(3) 1 d G U P A 2
H14A H 0.762915 0.791269 0.711003 0.075 Uiso 0.194(3) 1 calc R . P A 2
C15A C 0.6769(15) 0.624(2) 0.6791(18) 0.071(8) Uani 0.194(3) 1 d G U P A 2
H15A H 0.618478 0.657172 0.693051 0.085 Uiso 0.194(3) 1 calc R . P A 2
C3A C 0.4247(14) 0.1720(19) 0.5124(9) 0.057(4) Uani 0.194(3) 1 d D U P A 2
C23A C 0.327(3) 0.083(4) 0.524(2) 0.072(8) Uani 0.194(3) 1 d D U P A 2
H23A H 0.318801 0.052176 0.572627 0.087 Uiso 0.194(3) 1 calc R . P A 2
C24A C 0.2633(18) 0.060(2) 0.4621(13) 0.087(3) Uani 0.194(3) 1 d D U P A 2
H24A H 0.271524 0.099583 0.415333 0.104 Uiso 0.194(3) 1 calc R . P A 2
C25A C 0.1752(14) -0.030(2) 0.4611(11) 0.090(2) Uani 0.194(3) 1 d . U P A 2
C26A C 0.1121(16) -0.063(2) 0.3894(9) 0.093(2) Uani 0.194(3) 1 d DG U P A 2
H26A H 0.126180 -0.029216 0.342794 0.112 Uiso 0.194(3) 1 calc R . P A 2
C27A C 0.0280(15) -0.145(2) 0.3872(11) 0.097(3) Uani 0.194(3) 1 d G U P A 2
H27A H -0.014219 -0.166957 0.339199 0.117 Uiso 0.194(3) 1 calc R . P A 2
C28A C 0.0069(15) -0.196(2) 0.4568(14) 0.095(3) Uani 0.194(3) 1 d G U P A 2
H28A H -0.049345 -0.250722 0.455342 0.114 Uiso 0.194(3) 1 calc R . P A 2
C29A C 0.0700(17) -0.163(3) 0.5285(11) 0.090(3) Uani 0.194(3) 1 d G U P A 2
H29A H 0.055928 -0.196745 0.575080 0.108 Uiso 0.194(3) 1 calc R . P A 2
C30A C 0.1541(16) -0.081(3) 0.5307(9) 0.085(3) Uani 0.194(3) 1 d DG U P A 2
H30A H 0.196329 -0.059004 0.578676 0.103 Uiso 0.194(3) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.340(9) . ?
O1 C9 1.386(5) . ?
O2 C16 1.213(4) . ?
N1 C1 1.303(8) . ?
N1 C10 1.413(6) . ?
C1 C2 1.431(8) . ?
C2 C3 1.341(6) . ?
C2 C16 1.519(5) . ?
C3 C4 1.474(6) . ?
C3 C23 1.487(7) . ?
C4 C5 1.402(7) . ?
C4 C9 1.378(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.379(8) . ?
C6 H6 0.9300 . ?
C6 C7 1.375(9) . ?
C7 H7 0.9300 . ?
C7 C8 1.367(8) . ?
C8 H8 0.9300 . ?
C8 C9 1.378(7) . ?
C10 C11 1.387(7) . ?
C10 C15 1.371(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.412(8) . ?
C12 H12 0.9300 . ?
C12 C13 1.358(9) . ?
C13 H13 0.9300 . ?
C13 C14 1.304(9) . ?
C14 H14 0.9300 . ?
C14 C15 1.401(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.466(5) . ?
C16 C2A 1.581(15) . ?
C17 C18 1.367(5) . ?
C17 C22 1.386(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.388(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.372(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.352(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.370(6) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.275(10) . ?
C24 H24 0.9300 . ?
C24 C25 1.457(8) . ?
C25 C26 1.376(9) . ?
C25 C30 1.412(9) . ?
C26 H26 0.9300 . ?
C26 C27 1.366(10) . ?
C27 H27 0.9300 . ?
C27 C28 1.349(10) . ?
C28 H28 0.9300 . ?
C28 C29 1.351(10) . ?
C29 H29 0.9300 . ?
C29 C30 1.380(8) . ?
C30 H30 0.9300 . ?
C2A C1A 1.453(19) . ?
C2A C3A 1.361(16) . ?
O1A C1A 1.36(2) . ?
O1A C9A 1.382(13) . ?
C1A N1A 1.338(19) . ?
C9A C8A 1.3900 . ?
C9A C4A 1.3900 . ?
C8A H8A 0.9300 . ?
C8A C7A 1.3900 . ?
C7A H7A 0.9300 . ?
C7A C6A 1.3900 . ?
C6A H6A 0.9300 . ?
C6A C5A 1.3900 . ?
C5A H5A 0.9300 . ?
C5A C4A 1.3900 . ?
C4A C3A 1.465(16) . ?
N1A C10A 1.46(2) . ?
C10A C11A 1.3900 . ?
C10A C15A 1.3900 . ?
C11A H11A 0.9300 . ?
C11A C12A 1.3900 . ?
C12A H12A 0.9300 . ?
C12A C13A 1.3900 . ?
C13A H13A 0.9300 . ?
C13A C14A 1.3900 . ?
C14A H14A 0.9300 . ?
C14A C15A 1.3900 . ?
C15A H15A 0.9300 . ?
C3A C23A 1.63(4) . ?
C23A H23A 0.9300 . ?
C23A C24A 1.24(2) . ?
C24A H24A 0.9300 . ?
C24A C25A 1.48(3) . ?
C25A C26A 1.3900 . ?
C25A C30A 1.3900 . ?
C26A H26A 0.9300 . ?
C26A C27A 1.3900 . ?
C27A H27A 0.9300 . ?
C27A C28A 1.3900 . ?
C28A H28A 0.9300 . ?
C28A C29A 1.3900 . ?
C29A H29A 0.9300 . ?
C29A C30A 1.3900 . ?
C30A H30A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C9 121.0(4) . . ?
C1 N1 C10 124.3(5) . . ?
O1 C1 C2 118.9(5) . . ?
N1 C1 O1 121.0(5) . . ?
N1 C1 C2 120.1(6) . . ?
C1 C2 C16 120.5(5) . . ?
C3 C2 C1 122.5(5) . . ?
C3 C2 C16 116.9(4) . . ?
C2 C3 C4 117.4(5) . . ?
C2 C3 C23 122.0(5) . . ?
C4 C3 C23 120.6(5) . . ?
C5 C4 C3 124.2(6) . . ?
C9 C4 C3 118.5(6) . . ?
C9 C4 C5 117.3(5) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 120.9(5) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 H6 120.2 . . ?
C7 C6 C5 119.5(5) . . ?
C7 C6 H6 120.2 . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 121.0(6) . . ?
C8 C7 H7 119.5 . . ?
C7 C8 H8 120.6 . . ?
C7 C8 C9 118.9(5) . . ?
C9 C8 H8 120.6 . . ?
C4 C9 O1 121.1(6) . . ?
C8 C9 O1 116.5(6) . . ?
C8 C9 C4 122.4(5) . . ?
C11 C10 N1 124.8(5) . . ?
C15 C10 N1 117.8(5) . . ?
C15 C10 C11 116.8(5) . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.4(6) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 119.9(6) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.2(6) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 119.2 . . ?
C13 C14 C15 121.5(6) . . ?
C15 C14 H14 119.2 . . ?
C10 C15 C14 121.1(6) . . ?
C10 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
O2 C16 C2 119.8(4) . . ?
O2 C16 C17 121.2(3) . . ?
O2 C16 C2A 107.1(8) . . ?
C17 C16 C2 118.9(3) . . ?
C17 C16 C2A 125.0(8) . . ?
C18 C17 C16 122.2(3) . . ?
C18 C17 C22 119.2(4) . . ?
C22 C17 C16 118.5(4) . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.1(4) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.6(5) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.5(5) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.3(4) . . ?
C22 C21 H21 119.8 . . ?
C17 C22 H22 119.9 . . ?
C21 C22 C17 120.2(4) . . ?
C21 C22 H22 119.9 . . ?
C3 C23 H23 115.2 . . ?
C24 C23 C3 129.6(8) . . ?
C24 C23 H23 115.2 . . ?
C23 C24 H24 115.4 . . ?
C23 C24 C25 129.2(7) . . ?
C25 C24 H24 115.4 . . ?
C26 C25 C24 120.0(8) . . ?
C26 C25 C30 117.4(6) . . ?
C30 C25 C24 122.6(7) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 C25 121.4(7) . . ?
C27 C26 H26 119.3 . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.3(8) . . ?
C28 C27 H27 119.9 . . ?
C27 C28 H28 119.5 . . ?
C27 C28 C29 120.9(8) . . ?
C29 C28 H28 119.5 . . ?
C28 C29 H29 119.9 . . ?
C28 C29 C30 120.2(8) . . ?
C30 C29 H29 119.9 . . ?
C25 C30 H30 120.1 . . ?
C29 C30 C25 119.8(7) . . ?
C29 C30 H30 120.1 . . ?
C1A C2A C16 125.4(14) . . ?
C3A C2A C16 118.2(14) . . ?
C3A C2A C1A 116.2(16) . . ?
C1A O1A C9A 115.5(16) . . ?
O1A C1A C2A 124.0(17) . . ?
N1A C1A C2A 122.9(18) . . ?
N1A C1A O1A 113.0(17) . . ?
O1A C9A C8A 114(2) . . ?
O1A C9A C4A 126(2) . . ?
C8A C9A C4A 120.0 . . ?
C9A C8A H8A 120.0 . . ?
C7A C8A C9A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C8A C7A H7A 120.0 . . ?
C6A C7A C8A 120.0 . . ?
C6A C7A H7A 120.0 . . ?
C7A C6A H6A 120.0 . . ?
C5A C6A C7A 120.0 . . ?
C5A C6A H6A 120.0 . . ?
C6A C5A H5A 120.0 . . ?
C6A C5A C4A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C9A C4A C3A 114(2) . . ?
C5A C4A C9A 120.0 . . ?
C5A C4A C3A 126(2) . . ?
C1A N1A C10A 127.1(18) . . ?
C11A C10A N1A 122.7(18) . . ?
C11A C10A C15A 120.0 . . ?
C15A C10A N1A 117.3(18) . . ?
C10A C11A H11A 120.0 . . ?
C12A C11A C10A 120.0 . . ?
C12A C11A H11A 120.0 . . ?
C11A C12A H12A 120.0 . . ?
C13A C12A C11A 120.0 . . ?
C13A C12A H12A 120.0 . . ?
C12A C13A H13A 120.0 . . ?
C12A C13A C14A 120.0 . . ?
C14A C13A H13A 120.0 . . ?
C13A C14A H14A 120.0 . . ?
C15A C14A C13A 120.0 . . ?
C15A C14A H14A 120.0 . . ?
C10A C15A H15A 120.0 . . ?
C14A C15A C10A 120.0 . . ?
C14A C15A H15A 120.0 . . ?
C2A C3A C4A 122.6(19) . . ?
C2A C3A C23A 108.8(19) . . ?
C4A C3A C23A 129(2) . . ?
C3A C23A H23A 122.5 . . ?
C24A C23A C3A 115(3) . . ?
C24A C23A H23A 122.5 . . ?
C23A C24A H24A 119.1 . . ?
C23A C24A C25A 122(2) . . ?
C25A C24A H24A 119.1 . . ?
C26A C25A C24A 119.1(8) . . ?
C26A C25A C30A 120.0 . . ?
C30A C25A C24A 120.9(8) . . ?
C25A C26A H26A 120.0 . . ?
C25A C26A C27A 120.0 . . ?
C27A C26A H26A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C28A C27A C26A 120.0 . . ?
C28A C27A H27A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C29A C28A C27A 120.0 . . ?
C29A C28A H28A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C28A C29A C30A 120.0 . . ?
C30A C29A H29A 120.0 . . ?
C25A C30A H30A 120.0 . . ?
C29A C30A C25A 120.0 . . ?
C29A C30A H30A 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 4.9(10) . . . . ?
O1 C1 C2 C16 -170.8(5) . . . . ?
O2 C16 C17 C18 -172.1(4) . . . . ?
O2 C16 C17 C22 9.7(6) . . . . ?
O2 C16 C2A C1A -73(3) . . . . ?
O2 C16 C2A C3A 110.9(16) . . . . ?
N1 C1 C2 C3 -177.4(5) . . . . ?
N1 C1 C2 C16 7.0(10) . . . . ?
N1 C10 C11 C12 -171.3(6) . . . . ?
N1 C10 C15 C14 173.7(6) . . . . ?
C1 O1 C9 C4 5.1(7) . . . . ?
C1 O1 C9 C8 -173.3(6) . . . . ?
C1 N1 C10 C11 -32.5(9) . . . . ?
C1 N1 C10 C15 156.4(6) . . . . ?
C1 C2 C3 C4 1.7(8) . . . . ?
C1 C2 C3 C23 179.8(8) . . . . ?
C1 C2 C16 O2 95.0(6) . . . . ?
C1 C2 C16 C17 -81.6(6) . . . . ?
C2 C3 C4 C5 172.7(5) . . . . ?
C2 C3 C4 C9 -5.0(7) . . . . ?
C2 C3 C23 C24 140.3(8) . . . . ?
C2 C16 C17 C18 4.4(6) . . . . ?
C2 C16 C17 C22 -173.8(4) . . . . ?
C3 C2 C16 O2 -80.9(5) . . . . ?
C3 C2 C16 C17 102.5(5) . . . . ?
C3 C4 C5 C6 -179.6(6) . . . . ?
C3 C4 C9 O1 1.8(7) . . . . ?
C3 C4 C9 C8 -179.9(5) . . . . ?
C3 C23 C24 C25 176.2(7) . . . . ?
C4 C3 C23 C24 -41.7(13) . . . . ?
C4 C5 C6 C7 0.7(8) . . . . ?
C5 C4 C9 O1 -176.1(4) . . . . ?
C5 C4 C9 C8 2.2(7) . . . . ?
C5 C6 C7 C8 0.3(9) . . . . ?
C6 C7 C8 C9 0.0(8) . . . . ?
C7 C8 C9 O1 177.1(5) . . . . ?
C7 C8 C9 C4 -1.3(8) . . . . ?
C9 O1 C1 N1 173.9(5) . . . . ?
C9 O1 C1 C2 -8.4(9) . . . . ?
C9 C4 C5 C6 -1.9(7) . . . . ?
C10 N1 C1 O1 -6.6(10) . . . . ?
C10 N1 C1 C2 175.8(5) . . . . ?
C10 C11 C12 C13 -2.1(10) . . . . ?
C11 C10 C15 C14 1.8(8) . . . . ?
C11 C12 C13 C14 2.5(10) . . . . ?
C12 C13 C14 C15 -0.8(10) . . . . ?
C13 C14 C15 C10 -1.5(9) . . . . ?
C15 C10 C11 C12 -0.1(9) . . . . ?
C16 C2 C3 C4 177.6(4) . . . . ?
C16 C2 C3 C23 -4.4(8) . . . . ?
C16 C17 C18 C19 -178.7(4) . . . . ?
C16 C17 C22 C21 179.1(4) . . . . ?
C16 C2A C1A O1A -165(3) . . . . ?
C16 C2A C1A N1A 11(6) . . . . ?
C16 C2A C3A C4A 173.2(16) . . . . ?
C16 C2A C3A C23A -5(3) . . . . ?
C17 C16 C2A C1A 78(3) . . . . ?
C17 C16 C2A C3A -97.5(17) . . . . ?
C17 C18 C19 C20 0.3(7) . . . . ?
C18 C17 C22 C21 0.8(7) . . . . ?
C18 C19 C20 C21 -0.4(8) . . . . ?
C19 C20 C21 C22 0.7(8) . . . . ?
C20 C21 C22 C17 -0.9(7) . . . . ?
C22 C17 C18 C19 -0.5(7) . . . . ?
C23 C3 C4 C5 -5.3(9) . . . . ?
C23 C3 C4 C9 176.9(7) . . . . ?
C23 C24 C25 C26 -165.4(8) . . . . ?
C23 C24 C25 C30 13.0(11) . . . . ?
C24 C25 C26 C27 176.4(7) . . . . ?
C24 C25 C30 C29 -176.7(7) . . . . ?
C25 C26 C27 C28 0.5(10) . . . . ?
C26 C25 C30 C29 1.8(9) . . . . ?
C26 C27 C28 C29 1.5(10) . . . . ?
C27 C28 C29 C30 -1.8(11) . . . . ?
C28 C29 C30 C25 0.1(10) . . . . ?
C30 C25 C26 C27 -2.1(9) . . . . ?
C2A C16 C17 C18 40.1(9) . . . . ?
C2A C16 C17 C22 -138.1(8) . . . . ?
C2A C1A N1A C10A 175(3) . . . . ?
C2A C3A C23A C24A 145(4) . . . . ?
O1A C1A N1A C10A -9(5) . . . . ?
O1A C9A C8A C7A 177.3(19) . . . . ?
O1A C9A C4A C5A -177(2) . . . . ?
O1A C9A C4A C3A 4.9(19) . . . . ?
C1A C2A C3A C4A -3(4) . . . . ?
C1A C2A C3A C23A 179(3) . . . . ?
C1A O1A C9A C8A -175(3) . . . . ?
C1A O1A C9A C4A 2(3) . . . . ?
C1A N1A C10A C11A -44(4) . . . . ?
C1A N1A C10A C15A 137(3) . . . . ?
C9A O1A C1A C2A -11(5) . . . . ?
C9A O1A C1A N1A 173(3) . . . . ?
C9A C8A C7A C6A 0.0 . . . . ?
C9A C4A C3A C2A -4(2) . . . . ?
C9A C4A C3A C23A 174(2) . . . . ?
C8A C9A C4A C5A 0.0 . . . . ?
C8A C9A C4A C3A -178(2) . . . . ?
C8A C7A C6A C5A 0.0 . . . . ?
C7A C6A C5A C4A 0.0 . . . . ?
C6A C5A C4A C9A 0.0 . . . . ?
C6A C5A C4A C3A 178(2) . . . . ?
C5A C4A C3A C2A 177.5(19) . . . . ?
C5A C4A C3A C23A -4(4) . . . . ?
C4A C9A C8A C7A 0.0 . . . . ?
C4A C3A C23A C24A -33(5) . . . . ?
N1A C10A C11A C12A -179(2) . . . . ?
N1A C10A C15A C14A 179(2) . . . . ?
C10A C11A C12A C13A 0.0 . . . . ?
C11A C10A C15A C14A 0.0 . . . . ?
C11A C12A C13A C14A 0.0 . . . . ?
C12A C13A C14A C15A 0.0 . . . . ?
C13A C14A C15A C10A 0.0 . . . . ?
C15A C10A C11A C12A 0.0 . . . . ?
C3A C2A C1A O1A 11(6) . . . . ?
C3A C2A C1A N1A -173(3) . . . . ?
C3A C23A C24A C25A 174(2) . . . . ?
C23A C24A C25A C26A -174(3) . . . . ?
C23A C24A C25A C30A 7(4) . . . . ?
C24A C25A C26A C27A -179(2) . . . . ?
C24A C25A C30A C29A 179(2) . . . . ?
C25A C26A C27A C28A 0.0 . . . . ?
C26A C25A C30A C29A 0.0 . . . . ?
C26A C27A C28A C29A 0.0 . . . . ?
C27A C28A C29A C30A 0.0 . . . . ?
C28A C29A C30A C25A 0.0 . . . . ?
C30A C25A C26A C27A 0.0 . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_20210930a
_database_code_depnum_ccdc_archive 'CCDC 2184625'
loop_
_audit_author_name
_audit_author_address
'Xinwei He'
;Anhui Normal University
China
;
_audit_update_record             
;
2022-07-07 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
;
_audit_creation_date             2021-09-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6405)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H20 F N O2'
_chemical_formula_sum            'C28 H20 F N O2'
_chemical_formula_weight         421.45
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   9.5747(19)
_cell_length_b                   9.6132(18)
_cell_length_c                   12.847(3)
_cell_angle_alpha                101.581(6)
_cell_angle_beta                 95.065(7)
_cell_angle_gamma                111.403(6)
_cell_volume                     1061.5(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2720
_cell_measurement_temperature    300.0
_cell_measurement_theta_max      23.137
_cell_measurement_theta_min      2.958
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5420
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0910 before and 0.0714 after correction.
The Ratio of minimum to maximum transmission is 0.7269.
The λ/2 correction factor is Not present.
;
_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    1.319
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1059
_diffrn_reflns_av_unetI/netI     0.1007
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16838
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.668
_diffrn_reflns_theta_min         2.596
_diffrn_ambient_temperature      300.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2196
_reflns_number_total             4695
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0.025(5)
_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   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4695
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1646
_refine_ls_R_factor_gt           0.0686
_refine_ls_restrained_S_all      0.995
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1612
_refine_ls_wR_factor_ref         0.2094
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24),
  C25(H25), C27(H27), C28(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
O1 O 0.2290(2) 0.5012(2) 0.44783(14) 0.0620(6) Uani 1 1 d . . . . .
O2 O 0.6485(2) 0.8696(2) 0.49042(14) 0.0639(6) Uani 1 1 d . . . . .
F1 F 0.2554(3) 1.1422(2) 0.89213(17) 0.1052(7) Uani 1 1 d . . . . .
N1 N 0.4014(3) 0.6532(2) 0.36855(16) 0.0534(6) Uani 1 1 d . . . . .
H1 H 0.486518 0.729895 0.374885 0.064 Uiso 1 1 calc R U . . .
C1 C 0.3661(3) 0.6190(3) 0.4621(2) 0.0474(7) Uani 1 1 d . . . . .
C2 C 0.4581(3) 0.6950(3) 0.56095(19) 0.0447(6) Uani 1 1 d . . . . .
C3 C 0.3993(3) 0.6614(3) 0.6633(2) 0.0487(7) Uani 1 1 d . . . . .
H3 H 0.482108 0.656125 0.710873 0.058 Uiso 1 1 calc R U . . .
C4 C 0.2663(3) 0.5045(3) 0.6374(2) 0.0481(7) Uani 1 1 d . . . . .
C5 C 0.2179(3) 0.4263(3) 0.7155(2) 0.0595(8) Uani 1 1 d . . . . .
H5 H 0.269590 0.468942 0.786397 0.071 Uiso 1 1 calc R U . . .
C6 C 0.0944(4) 0.2862(3) 0.6904(3) 0.0674(9) Uani 1 1 d . . . . .
H6 H 0.063110 0.235739 0.744026 0.081 Uiso 1 1 calc R U . . .
C7 C 0.0175(4) 0.2216(4) 0.5850(3) 0.0721(9) Uani 1 1 d . . . . .
H7 H -0.066019 0.127737 0.567743 0.086 Uiso 1 1 calc R U . . .
C8 C 0.0642(3) 0.2955(3) 0.5060(3) 0.0680(9) Uani 1 1 d . . . . .
H8 H 0.013400 0.252490 0.434890 0.082 Uiso 1 1 calc R U . . .
C9 C 0.1881(3) 0.4353(3) 0.5338(2) 0.0530(7) Uani 1 1 d . . . . .
C10 C 0.3204(3) 0.5827(3) 0.2613(2) 0.0494(7) Uani 1 1 d . . . . .
C11 C 0.1639(4) 0.5112(3) 0.2345(2) 0.0596(8) Uani 1 1 d . . . . .
H11 H 0.104369 0.505123 0.288220 0.072 Uiso 1 1 calc R U . . .
C12 C 0.0956(4) 0.4480(3) 0.1262(3) 0.0708(9) Uani 1 1 d . . . . .
H12 H -0.009970 0.398744 0.108081 0.085 Uiso 1 1 calc R U . . .
C13 C 0.1809(5) 0.4572(4) 0.0462(3) 0.0809(11) Uani 1 1 d . . . . .
H13 H 0.134099 0.413015 -0.025674 0.097 Uiso 1 1 calc R U . . .
C14 C 0.3354(5) 0.5317(4) 0.0729(2) 0.0816(10) Uani 1 1 d . . . . .
H14 H 0.393959 0.540607 0.018678 0.098 Uiso 1 1 calc R U . . .
C15 C 0.4059(4) 0.5941(4) 0.1797(2) 0.0661(9) Uani 1 1 d . . . . .
H15 H 0.511430 0.644177 0.196886 0.079 Uiso 1 1 calc R U . . .
C16 C 0.6005(3) 0.8218(3) 0.5692(2) 0.0464(7) Uani 1 1 d . . . . .
C17 C 0.6968(3) 0.9037(3) 0.6793(2) 0.0441(6) Uani 1 1 d . . . . .
C18 C 0.7759(3) 0.8353(3) 0.7312(2) 0.0577(8) Uani 1 1 d . . . . .
H18 H 0.770451 0.737738 0.697873 0.069 Uiso 1 1 calc R U . . .
C19 C 0.8624(4) 0.9105(3) 0.8317(2) 0.0702(9) Uani 1 1 d . . . . .
H19 H 0.916403 0.864100 0.865827 0.084 Uiso 1 1 calc R U . . .
C20 C 0.8701(4) 1.0527(3) 0.8823(2) 0.0642(9) Uani 1 1 d . . . . .
H20 H 0.928636 1.102748 0.950752 0.077 Uiso 1 1 calc R U . . .
C21 C 0.7914(4) 1.1217(3) 0.8319(2) 0.0639(8) Uani 1 1 d . . . . .
H21 H 0.795623 1.218320 0.866302 0.077 Uiso 1 1 calc R U . . .
C22 C 0.7056(3) 1.0472(3) 0.7297(2) 0.0537(7) Uani 1 1 d . . . . .
H22 H 0.653612 1.094834 0.695005 0.064 Uiso 1 1 calc R U . . .
C23 C 0.3558(3) 0.7886(3) 0.7241(2) 0.0488(7) Uani 1 1 d . . . . .
C24 C 0.3753(4) 0.8244(4) 0.8359(2) 0.0661(9) Uani 1 1 d . . . . .
H24 H 0.413380 0.768832 0.873472 0.079 Uiso 1 1 calc R U . . .
C25 C 0.3389(4) 0.9417(4) 0.8928(3) 0.0760(10) Uani 1 1 d . . . . .
H25 H 0.350779 0.964303 0.967717 0.091 Uiso 1 1 calc R U . . .
C26 C 0.2851(4) 1.0231(4) 0.8359(3) 0.0716(9) Uani 1 1 d . . . . .
C27 C 0.2647(4) 0.9923(4) 0.7262(3) 0.0696(9) Uani 1 1 d . . . . .
H27 H 0.227666 1.049064 0.689286 0.084 Uiso 1 1 calc R U . . .
C28 C 0.3006(3) 0.8744(3) 0.6714(2) 0.0570(8) Uani 1 1 d . . . . .
H28 H 0.287013 0.852244 0.596420 0.068 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.352(3) . ?
O1 C9 1.396(3) . ?
O2 C16 1.249(3) . ?
F1 C26 1.362(4) . ?
N1 H1 0.8600 . ?
N1 C1 1.348(3) . ?
N1 C10 1.419(3) . ?
C1 C2 1.372(3) . ?
C2 C3 1.522(3) . ?
C2 C16 1.437(3) . ?
C3 H3 0.9800 . ?
C3 C4 1.526(3) . ?
C3 C23 1.525(4) . ?
C4 C5 1.385(3) . ?
C4 C9 1.371(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.383(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.383(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.368(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.382(4) . ?
C10 C11 1.378(4) . ?
C10 C15 1.382(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.394(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.364(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.363(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.382(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.505(3) . ?
C17 C18 1.378(4) . ?
C17 C22 1.370(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.370(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.363(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.371(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.383(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.387(4) . ?
C23 C28 1.378(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.389(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.367(5) . ?
C26 C27 1.362(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.379(4) . ?
C28 H28 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C9 118.92(19) . . ?
C1 N1 H1 114.9 . . ?
C1 N1 C10 130.2(2) . . ?
C10 N1 H1 114.9 . . ?
O1 C1 C2 123.5(2) . . ?
N1 C1 O1 112.4(2) . . ?
N1 C1 C2 124.1(2) . . ?
C1 C2 C3 119.9(2) . . ?
C1 C2 C16 119.9(2) . . ?
C16 C2 C3 119.5(2) . . ?
C2 C3 H3 107.5 . . ?
C2 C3 C4 110.5(2) . . ?
C2 C3 C23 112.4(2) . . ?
C4 C3 H3 107.5 . . ?
C23 C3 H3 107.5 . . ?
C23 C3 C4 111.2(2) . . ?
C5 C4 C3 122.6(2) . . ?
C9 C4 C3 120.4(2) . . ?
C9 C4 C5 117.0(2) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.4(3) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 120.2 . . ?
C5 C6 C7 119.6(3) . . ?
C7 C6 H6 120.2 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.1(3) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 120.6 . . ?
C7 C8 C9 118.8(3) . . ?
C9 C8 H8 120.6 . . ?
C4 C9 O1 122.1(2) . . ?
C4 C9 C8 123.0(2) . . ?
C8 C9 O1 114.9(2) . . ?
C11 C10 N1 124.0(3) . . ?
C11 C10 C15 119.1(2) . . ?
C15 C10 N1 116.8(3) . . ?
C10 C11 H11 120.3 . . ?
C10 C11 C12 119.3(3) . . ?
C12 C11 H11 120.3 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.2(3) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.3(3) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C10 C15 H15 119.8 . . ?
C14 C15 C10 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
O2 C16 C2 123.9(2) . . ?
O2 C16 C17 117.8(2) . . ?
C2 C16 C17 118.2(2) . . ?
C18 C17 C16 120.8(2) . . ?
C22 C17 C16 120.1(2) . . ?
C22 C17 C18 119.2(2) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.2(3) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.6(3) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.7(3) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.9(3) . . ?
C22 C21 H21 120.1 . . ?
C17 C22 C21 120.3(3) . . ?
C17 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C3 120.3(3) . . ?
C28 C23 C3 121.9(2) . . ?
C28 C23 C24 117.8(3) . . ?
C23 C24 H24 119.4 . . ?
C23 C24 C25 121.1(3) . . ?
C25 C24 H24 119.4 . . ?
C24 C25 H25 120.8 . . ?
C26 C25 C24 118.3(3) . . ?
C26 C25 H25 120.8 . . ?
F1 C26 C25 118.2(3) . . ?
C27 C26 F1 119.3(3) . . ?
C27 C26 C25 122.5(3) . . ?
C26 C27 H27 120.9 . . ?
C26 C27 C28 118.2(3) . . ?
C28 C27 H27 120.9 . . ?
C23 C28 C27 122.1(3) . . ?
C23 C28 H28 118.9 . . ?
C27 C28 H28 118.9 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O2 0.86 1.92 2.612(3) 136.5 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -7.4(4) . . . . ?
O1 C1 C2 C16 -178.3(2) . . . . ?
O2 C16 C17 C18 -107.2(3) . . . . ?
O2 C16 C17 C22 73.4(3) . . . . ?
F1 C26 C27 C28 177.8(3) . . . . ?
N1 C1 C2 C3 172.2(2) . . . . ?
N1 C1 C2 C16 1.3(4) . . . . ?
N1 C10 C11 C12 178.8(2) . . . . ?
N1 C10 C15 C14 -178.5(3) . . . . ?
C1 O1 C9 C4 13.7(4) . . . . ?
C1 O1 C9 C8 -165.9(3) . . . . ?
C1 N1 C10 C11 30.0(4) . . . . ?
C1 N1 C10 C15 -153.0(3) . . . . ?
C1 C2 C3 C4 21.0(4) . . . . ?
C1 C2 C3 C23 -103.8(3) . . . . ?
C1 C2 C16 O2 0.0(4) . . . . ?
C1 C2 C16 C17 179.1(2) . . . . ?
C2 C3 C4 C5 162.1(3) . . . . ?
C2 C3 C4 C9 -18.5(4) . . . . ?
C2 C3 C23 C24 -146.8(2) . . . . ?
C2 C3 C23 C28 31.2(3) . . . . ?
C2 C16 C17 C18 73.6(3) . . . . ?
C2 C16 C17 C22 -105.8(3) . . . . ?
C3 C2 C16 O2 -171.0(3) . . . . ?
C3 C2 C16 C17 8.1(4) . . . . ?
C3 C4 C5 C6 178.2(3) . . . . ?
C3 C4 C9 O1 2.3(4) . . . . ?
C3 C4 C9 C8 -178.2(3) . . . . ?
C3 C23 C24 C25 178.8(3) . . . . ?
C3 C23 C28 C27 -178.3(3) . . . . ?
C4 C3 C23 C24 88.7(3) . . . . ?
C4 C3 C23 C28 -93.2(3) . . . . ?
C4 C5 C6 C7 0.4(5) . . . . ?
C5 C4 C9 O1 -178.3(2) . . . . ?
C5 C4 C9 C8 1.3(4) . . . . ?
C5 C6 C7 C8 0.4(5) . . . . ?
C6 C7 C8 C9 -0.4(5) . . . . ?
C7 C8 C9 O1 179.1(3) . . . . ?
C7 C8 C9 C4 -0.5(5) . . . . ?
C9 O1 C1 N1 169.2(2) . . . . ?
C9 O1 C1 C2 -11.1(4) . . . . ?
C9 C4 C5 C6 -1.2(4) . . . . ?
C10 N1 C1 O1 -2.2(4) . . . . ?
C10 N1 C1 C2 178.1(3) . . . . ?
C10 C11 C12 C13 -0.7(4) . . . . ?
C11 C10 C15 C14 -1.4(4) . . . . ?
C11 C12 C13 C14 -1.1(5) . . . . ?
C12 C13 C14 C15 1.6(5) . . . . ?
C13 C14 C15 C10 -0.4(5) . . . . ?
C15 C10 C11 C12 1.9(4) . . . . ?
C16 C2 C3 C4 -168.1(2) . . . . ?
C16 C2 C3 C23 67.2(3) . . . . ?
C16 C17 C18 C19 -179.6(3) . . . . ?
C16 C17 C22 C21 178.6(2) . . . . ?
C17 C18 C19 C20 0.8(5) . . . . ?
C18 C17 C22 C21 -0.7(4) . . . . ?
C18 C19 C20 C21 -0.4(5) . . . . ?
C19 C20 C21 C22 -0.5(5) . . . . ?
C20 C21 C22 C17 1.1(4) . . . . ?
C22 C17 C18 C19 -0.2(4) . . . . ?
C23 C3 C4 C5 -72.4(3) . . . . ?
C23 C3 C4 C9 107.0(3) . . . . ?
C23 C24 C25 C26 -0.9(5) . . . . ?
C24 C23 C28 C27 -0.2(4) . . . . ?
C24 C25 C26 F1 -177.4(3) . . . . ?
C24 C25 C26 C27 0.7(5) . . . . ?
C25 C26 C27 C28 -0.2(5) . . . . ?
C26 C27 C28 C23 -0.1(5) . . . . ?
C28 C23 C24 C25 0.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_20201230a_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2184629'
loop_
_audit_author_name
_audit_author_address
'Xinwei He'
;Anhui Normal University
China
;
_audit_update_record             
;
2022-07-07 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
;
_audit_creation_date             2020-12-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H23 N O2'
_chemical_formula_sum            'C30 H23 N O2'
_chemical_formula_weight         429.49
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   4.8767(3)
_cell_length_b                   9.4727(7)
_cell_length_c                   24.3972(19)
_cell_angle_alpha                89.426(3)
_cell_angle_beta                 89.496(3)
_cell_angle_gamma                77.542(3)
_cell_volume                     1100.42(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9977
_cell_measurement_temperature    300.01
_cell_measurement_theta_max      26.703
_cell_measurement_theta_min      3.322
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.990
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7006
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0814 before and 0.0602 after correction. The Ratio of minimum to maximum transmission is 0.9396. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0607
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            48049
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.525
_diffrn_reflns_theta_min         3.322
_diffrn_ambient_temperature      300.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3247
_reflns_number_total             5071
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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         0.387
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         5071
_refine_ls_number_restraints     77
_refine_ls_R_factor_all          0.1128
_refine_ls_R_factor_gt           0.0673
_refine_ls_restrained_S_all      1.012
_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)+(0.0717P)²+0.6189P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1576
_refine_ls_wR_factor_ref         0.1837
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C9-C8A \\sim C9-C8
 with sigma of 0.02
 C8A-C7A \\sim C8-C7
 with sigma of 0.02
 C7A-C6A \\sim C7-C6
 with sigma of 0.02
 C6A-C5A \\sim C6-C5
 with sigma of 0.02
 C5A-C4 \\sim C5-C4
 with sigma of 0.02
3. Restrained planarity
 C4, C5A, C6A, C7A, C8A, C9
 with sigma of 0.1
4. Rigid body (RIGU) restrains
 C9, C8, C7, C6, C5, C4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C4, C5A, C6A, C7A, C8A, C9
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(C11A)=Sof(H11A)=Sof(C12A)=Sof(H12A)=Sof(H13A)=Sof(C14A)=Sof(H14A)=
 Sof(C15A)=Sof(H15A)=Sof(H28A)=Sof(C26A)=Sof(H26A)=Sof(C27A)=Sof(H27A)=
 Sof(C29A)=Sof(H29A)=Sof(C30A)=Sof(H30A)=1-FVAR(1)
 Sof(C11)=Sof(H11)=Sof(C12)=Sof(H12)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=
 Sof(H15)=Sof(C26)=Sof(H26)=Sof(C27)=Sof(H27)=Sof(H28)=Sof(C29)=Sof(H29)=
 Sof(C30)=Sof(H30)=FVAR(1)
 Sof(C5A)=Sof(H5A)=Sof(C6A)=Sof(H6A)=Sof(C7A)=Sof(H7A)=Sof(C8A)=Sof(H8A)=1-
 FVAR(2)
 Sof(C8)=Sof(H8)=Sof(C7)=Sof(H7)=Sof(C6)=Sof(H6)=Sof(C5)=Sof(H5)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C16(H16), C24(H24)
6.b Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B)
6.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7), C6(H6), C5(H5), C11(H11), C11A(H11A), C12(H12), C12A(H12A),
 C13(H13), C13(H13A), C14(H14), C14A(H14A), C15(H15), C15A(H15A), C18(H18),
 C19(H19), C20(H20), C21(H21), C22(H22), C26(H26), C27(H27), C28(H28),
 C28(H28A), C29(H29), C30(H30), C26A(H26A), C27A(H27A), C29A(H29A), C30A(H30A),
 C5A(H5A), C6A(H6A), C7A(H7A), C8A(H8A)
6.d Fitted hexagon refined as free rotating group:
 C9(C8,C7,C6,C5,C4), C25(C26,C27,C28,C29,C30)
;
_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
O1 O 0.1616(3) 0.56743(17) 0.14331(6) 0.0519(4) Uani 1 1 d . . . . .
O2 O 0.3697(3) 0.57374(16) 0.33577(6) 0.0464(4) Uani 1 1 d . . . . .
N1 N 0.5378(4) 0.4031(2) 0.17924(7) 0.0497(5) Uani 1 1 d . . . . .
C1 C 0.3229(4) 0.5048(2) 0.18648(8) 0.0443(5) Uani 1 1 d . . . . .
C2 C 0.2360(4) 0.5559(2) 0.24143(8) 0.0403(5) Uani 1 1 d . . . . .
C3 C 0.0153(4) 0.6662(2) 0.24956(8) 0.0406(5) Uani 1 1 d . . . . .
C9 C -0.0629(5) 0.6806(2) 0.15095(7) 0.0496(5) Uani 1 1 d D U . . .
C8 C -0.1718(17) 0.7576(7) 0.10438(7) 0.056(3) Uani 0.30(2) 1 d DG U P A 1
H8 H -0.118697 0.720732 0.069781 0.067 Uiso 0.30(2) 1 calc R . P A 1
C7 C -0.360(3) 0.8898(11) 0.10954(15) 0.054(3) Uani 0.30(2) 1 d DG U P A 1
H7 H -0.432878 0.941400 0.078382 0.064 Uiso 0.30(2) 1 calc R . P A 1
C6 C -0.439(3) 0.9450(10) 0.1613(2) 0.051(3) Uani 0.30(2) 1 d DG U P A 1
H6 H -0.565311 1.033459 0.164700 0.061 Uiso 0.30(2) 1 calc R . P A 1
C5 C -0.3305(17) 0.8679(6) 0.20782(14) 0.071(4) Uani 0.30(2) 1 d DG U P A 1
H5 H -0.383564 0.904850 0.242418 0.085 Uiso 0.30(2) 1 calc R . P A 1
C4 C -0.1422(4) 0.7357(2) 0.20266(7) 0.0466(5) Uani 1 1 d DG U . A .
C10 C 0.6263(4) 0.3408(2) 0.12746(9) 0.0459(5) Uani 1 1 d . . . . .
C11 C 0.6011(10) 0.4183(6) 0.07700(19) 0.0530(13) Uani 0.486(3) 1 d . . P B 1
H11 H 0.520429 0.516548 0.075086 0.064 Uiso 0.486(3) 1 calc R . P B 1
C11A C 0.4424(10) 0.3158(6) 0.0851(2) 0.0613(14) Uani 0.514(3) 1 d . . P B 2
H11A H 0.249059 0.343736 0.090003 0.074 Uiso 0.514(3) 1 calc R . P B 2
C12 C 0.7037(11) 0.3394(7) 0.03051(19) 0.0595(14) Uani 0.486(3) 1 d . . P B 1
H12 H 0.683042 0.387018 -0.003220 0.071 Uiso 0.486(3) 1 calc R . P B 1
C12A C 0.5499(12) 0.2504(7) 0.0369(2) 0.0726(17) Uani 0.514(3) 1 d . . P B 2
H12A H 0.430377 0.241412 0.008279 0.087 Uiso 0.514(3) 1 calc R . P B 2
C13 C 0.8300(6) 0.1994(3) 0.03153(11) 0.0658(7) Uani 1 1 d . . . . .
H13 H 0.895330 0.150055 -0.000385 0.079 Uiso 0.486(3) 1 calc R . P B 1
H13A H 0.898862 0.151607 -0.000492 0.079 Uiso 0.514(3) 1 calc R . P B 2
C14 C 0.8606(11) 0.1282(6) 0.0845(2) 0.0586(14) Uani 0.486(3) 1 d . . P B 1
H14 H 0.945881 0.030648 0.087155 0.070 Uiso 0.486(3) 1 calc R . P B 1
C14A C 1.0133(11) 0.2154(6) 0.0709(2) 0.0686(15) Uani 0.514(3) 1 d . . P B 2
H14A H 1.205935 0.184222 0.065720 0.082 Uiso 0.514(3) 1 calc R . P B 2
C15 C 0.7627(10) 0.2053(6) 0.1312(2) 0.0502(12) Uani 0.486(3) 1 d . . P B 1
H15 H 0.793651 0.160997 0.165399 0.060 Uiso 0.486(3) 1 calc R . P B 1
C15A C 0.9041(10) 0.2798(6) 0.1193(2) 0.0586(13) Uani 0.514(3) 1 d . . P B 2
H15A H 1.027153 0.281648 0.148090 0.070 Uiso 0.514(3) 1 calc R . P B 2
C16 C 0.4119(4) 0.4825(2) 0.28834(8) 0.0432(5) Uani 1 1 d . . . . .
H16 H 0.609009 0.471370 0.277226 0.052 Uiso 1 1 calc R . . . .
C17 C 0.3690(4) 0.3331(2) 0.30381(8) 0.0437(5) Uani 1 1 d . . . . .
C18 C 0.5140(5) 0.2647(3) 0.34900(10) 0.0616(7) Uani 1 1 d . . . . .
H18 H 0.634912 0.310378 0.367845 0.074 Uiso 1 1 calc R . . . .
C19 C 0.4809(6) 0.1310(3) 0.36617(12) 0.0713(8) Uani 1 1 d . . . . .
H19 H 0.577249 0.087395 0.396773 0.086 Uiso 1 1 calc R . . . .
C20 C 0.3064(6) 0.0612(3) 0.33840(12) 0.0676(7) Uani 1 1 d . . . . .
H20 H 0.286438 -0.030023 0.349856 0.081 Uiso 1 1 calc R . . . .
C21 C 0.1619(6) 0.1260(3) 0.29387(11) 0.0635(7) Uani 1 1 d . . . . .
H21 H 0.042317 0.079147 0.275217 0.076 Uiso 1 1 calc R . . . .
C22 C 0.1930(5) 0.2617(3) 0.27636(10) 0.0524(6) Uani 1 1 d . . . . .
H22 H 0.094517 0.304879 0.245922 0.063 Uiso 1 1 calc R . . . .
C23 C -0.0713(5) 0.7195(2) 0.30630(8) 0.0439(5) Uani 1 1 d . . . . .
H23A H -0.272712 0.730317 0.310568 0.053 Uiso 1 1 calc R . . . .
H23B H -0.027438 0.813701 0.311216 0.053 Uiso 1 1 calc R . . . .
C24 C 0.0778(4) 0.6158(2) 0.34979(8) 0.0401(5) Uani 1 1 d . . . . .
H24 H -0.000772 0.528906 0.349182 0.048 Uiso 1 1 calc R . . . .
C25 C 0.0549(4) 0.6715(2) 0.40792(6) 0.0432(5) Uani 1 1 d . . . . .
C26 C -0.0646(7) 0.8142(2) 0.42081(8) 0.0561(13) Uani 0.486(3) 1 d G . P B 1
H26 H -0.130249 0.880574 0.393038 0.067 Uiso 0.486(3) 1 calc R . P B 1
C27 C -0.0861(8) 0.8578(2) 0.47520(10) 0.0693(17) Uani 0.486(3) 1 d G . P B 1
H27 H -0.166036 0.953295 0.483820 0.083 Uiso 0.486(3) 1 calc R . P B 1
C28 C 0.0120(5) 0.7586(3) 0.51670(7) 0.0737(8) Uani 1 1 d G . . B .
H28 H -0.002375 0.787773 0.553092 0.088 Uiso 0.486(3) 1 calc R . P B 1
H28A H -0.009439 0.763437 0.554597 0.088 Uiso 0.514(3) 1 calc R . P B 2
C29 C 0.1315(8) 0.6159(3) 0.50381(7) 0.0695(16) Uani 0.486(3) 1 d G . P B 1
H29 H 0.197073 0.549529 0.531582 0.083 Uiso 0.486(3) 1 calc R . P B 1
C30 C 0.1529(7) 0.57231(19) 0.44942(8) 0.0610(15) Uani 0.486(3) 1 d G . P B 1
H30 H 0.232862 0.476805 0.440800 0.073 Uiso 0.486(3) 1 calc R . P B 1
C26A C -0.2010(11) 0.7492(5) 0.42735(19) 0.0544(12) Uani 0.514(3) 1 d . . P B 2
H26A H -0.357577 0.767279 0.404773 0.065 Uiso 0.514(3) 1 calc R . P B 2
C27A C -0.2217(14) 0.8000(6) 0.4810(2) 0.0698(17) Uani 0.514(3) 1 d . . P B 2
H27A H -0.386607 0.860349 0.493297 0.084 Uiso 0.514(3) 1 calc R . P B 2
C29A C 0.2541(12) 0.7143(8) 0.4940(2) 0.0799(19) Uani 0.514(3) 1 d . . P B 2
H29A H 0.414647 0.715706 0.514097 0.096 Uiso 0.514(3) 1 calc R . P B 2
C30A C 0.2835(10) 0.6645(6) 0.4406(2) 0.0647(15) Uani 0.514(3) 1 d . . P B 2
H30A H 0.461872 0.625599 0.426799 0.078 Uiso 0.514(3) 1 calc R . P B 2
C5A C -0.3833(15) 0.8479(7) 0.20560(19) 0.0621(12) Uani 0.70(2) 1 d D U P A 2
H5A H -0.440806 0.888670 0.239428 0.075 Uiso 0.70(2) 1 calc R . P A 2
C6A C -0.538(2) 0.8991(10) 0.15928(19) 0.070(2) Uani 0.70(2) 1 d D U P A 2
H6A H -0.697687 0.972590 0.162194 0.084 Uiso 0.70(2) 1 calc R . P A 2
C7A C -0.4522(19) 0.8407(12) 0.10927(18) 0.074(2) Uani 0.70(2) 1 d D U P A 2
H7A H -0.551677 0.877133 0.078012 0.088 Uiso 0.70(2) 1 calc R . P A 2
C8A C -0.2190(15) 0.7279(10) 0.10469(17) 0.0676(13) Uani 0.70(2) 1 d D U P A 2
H8A H -0.168332 0.684632 0.070971 0.081 Uiso 0.70(2) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.371(3) . ?
O1 C9 1.370(2) . ?
O2 C16 1.438(2) . ?
O2 C24 1.432(2) . ?
N1 C1 1.273(3) . ?
N1 C10 1.424(3) . ?
C1 C2 1.458(3) . ?
C2 C3 1.344(3) . ?
C2 C16 1.508(3) . ?
C3 C4 1.454(3) . ?
C3 C23 1.504(3) . ?
C9 C8 1.3900 . ?
C9 C4 1.3900 . ?
C9 C8A 1.383(5) . ?
C8 H8 0.9300 . ?
C8 C7 1.3900 . ?
C7 H7 0.9300 . ?
C7 C6 1.3900 . ?
C6 H6 0.9300 . ?
C6 C5 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 C5A 1.406(5) . ?
C10 C11 1.420(5) . ?
C10 C11A 1.429(5) . ?
C10 C15 1.314(5) . ?
C10 C15A 1.367(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.393(7) . ?
C11A H11A 0.9300 . ?
C11A C12A 1.379(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.337(6) . ?
C12A H12A 0.9300 . ?
C12A C13 1.353(6) . ?
C13 H13 0.9300 . ?
C13 H13A 0.9300 . ?
C13 C14 1.445(6) . ?
C13 C14A 1.350(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.384(6) . ?
C14A H14A 0.9300 . ?
C14A C15A 1.383(7) . ?
C15 H15 0.9300 . ?
C15A H15A 0.9300 . ?
C16 H16 0.9800 . ?
C16 C17 1.519(3) . ?
C17 C18 1.392(3) . ?
C17 C22 1.383(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.373(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.372(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.367(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.389(3) . ?
C22 H22 0.9300 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.518(3) . ?
C24 H24 0.9800 . ?
C24 C25 1.513(2) . ?
C25 C26 1.3900 . ?
C25 C30 1.3900 . ?
C25 C26A 1.387(5) . ?
C25 C30A 1.366(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.3900 . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 H28A 0.9300 . ?
C28 C29 1.3900 . ?
C28 C27A 1.425(7) . ?
C28 C29A 1.287(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C26A H26A 0.9300 . ?
C26A C27A 1.393(6) . ?
C27A H27A 0.9300 . ?
C29A H29A 0.9300 . ?
C29A C30A 1.385(7) . ?
C30A H30A 0.9300 . ?
C5A H5A 0.9300 . ?
C5A C6A 1.387(5) . ?
C6A H6A 0.9300 . ?
C6A C7A 1.368(6) . ?
C7A H7A 0.9300 . ?
C7A C8A 1.387(6) . ?
C8A H8A 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
C9 O1 C1 121.35(16) . . ?
C24 O2 C16 111.13(14) . . ?
C1 N1 C10 124.31(19) . . ?
O1 C1 C2 117.75(18) . . ?
N1 C1 O1 121.46(19) . . ?
N1 C1 C2 120.78(19) . . ?
C1 C2 C16 116.76(18) . . ?
C3 C2 C1 121.42(19) . . ?
C3 C2 C16 121.78(18) . . ?
C2 C3 C4 119.46(18) . . ?
C2 C3 C23 121.19(19) . . ?
C4 C3 C23 119.35(18) . . ?
O1 C9 C8 116.72(18) . . ?
O1 C9 C4 121.95(17) . . ?
O1 C9 C8A 115.6(3) . . ?
C8 C9 C4 120.0 . . ?
C8A C9 C4 122.2(3) . . ?
C9 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C7 H7 120.0 . . ?
C6 C7 C8 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C6 H6 120.0 . . ?
C7 C6 C5 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 C6 120.0 . . ?
C4 C5 H5 120.0 . . ?
C9 C4 C3 117.90(17) . . ?
C9 C4 C5A 116.7(3) . . ?
C5 C4 C3 121.07(19) . . ?
C5 C4 C9 120.0 . . ?
C5A C4 C3 125.2(2) . . ?
N1 C10 C11A 125.0(3) . . ?
C11 C10 N1 124.6(3) . . ?
C15 C10 N1 113.1(3) . . ?
C15 C10 C11 121.9(3) . . ?
C15A C10 N1 119.0(3) . . ?
C15A C10 C11A 115.3(3) . . ?
C10 C11 H11 121.7 . . ?
C12 C11 C10 116.5(4) . . ?
C12 C11 H11 121.7 . . ?
C10 C11A H11A 119.8 . . ?
C12A C11A C10 120.4(4) . . ?
C12A C11A H11A 119.8 . . ?
C11 C12 H12 118.1 . . ?
C13 C12 C11 123.8(5) . . ?
C13 C12 H12 118.1 . . ?
C11A C12A H12A 120.2 . . ?
C13 C12A C11A 119.7(5) . . ?
C13 C12A H12A 120.2 . . ?
C12 C13 H13 121.5 . . ?
C12 C13 C14 117.0(3) . . ?
C12A C13 H13A 118.8 . . ?
C14 C13 H13 121.5 . . ?
C14A C13 C12A 122.4(3) . . ?
C14A C13 H13A 118.8 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 119.9(4) . . ?
C15 C14 H14 120.0 . . ?
C13 C14A H14A 121.2 . . ?
C13 C14A C15A 117.6(4) . . ?
C15A C14A H14A 121.2 . . ?
C10 C15 C14 120.5(4) . . ?
C10 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C10 C15A C14A 124.0(4) . . ?
C10 C15A H15A 118.0 . . ?
C14A C15A H15A 118.0 . . ?
O2 C16 C2 110.14(17) . . ?
O2 C16 H16 107.0 . . ?
O2 C16 C17 109.69(16) . . ?
C2 C16 H16 107.0 . . ?
C2 C16 C17 115.54(17) . . ?
C17 C16 H16 107.0 . . ?
C18 C17 C16 117.6(2) . . ?
C22 C17 C16 124.3(2) . . ?
C22 C17 C18 118.1(2) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 120.9(3) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.3(3) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.8(3) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.3(3) . . ?
C22 C21 H21 119.9 . . ?
C17 C22 C21 120.6(2) . . ?
C17 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C3 C23 H23A 109.4 . . ?
C3 C23 H23B 109.4 . . ?
C3 C23 C24 111.33(17) . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
O2 C24 C23 109.04(16) . . ?
O2 C24 H24 107.8 . . ?
O2 C24 C25 108.06(15) . . ?
C23 C24 H24 107.8 . . ?
C25 C24 C23 116.11(17) . . ?
C25 C24 H24 107.8 . . ?
C26 C25 C24 122.79(15) . . ?
C26 C25 C30 120.0 . . ?
C30 C25 C24 117.19(15) . . ?
C26A C25 C24 119.6(2) . . ?
C30A C25 C24 122.7(2) . . ?
C30A C25 C26A 117.2(3) . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C27A C28 H28A 121.6 . . ?
C29A C28 H28A 121.6 . . ?
C29A C28 C27A 116.8(3) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29 120.0 . . ?
C25 C30 H30 120.0 . . ?
C29 C30 C25 120.0 . . ?
C29 C30 H30 120.0 . . ?
C25 C26A H26A 120.2 . . ?
C25 C26A C27A 119.5(5) . . ?
C27A C26A H26A 120.2 . . ?
C28 C27A H27A 120.3 . . ?
C26A C27A C28 119.4(4) . . ?
C26A C27A H27A 120.3 . . ?
C28 C29A H29A 118.9 . . ?
C28 C29A C30A 122.2(5) . . ?
C30A C29A H29A 118.9 . . ?
C25 C30A C29A 121.1(4) . . ?
C25 C30A H30A 119.4 . . ?
C29A C30A H30A 119.4 . . ?
C4 C5A H5A 119.2 . . ?
C6A C5A C4 121.6(4) . . ?
C6A C5A H5A 119.2 . . ?
C5A C6A H6A 120.3 . . ?
C7A C6A C5A 119.5(4) . . ?
C7A C6A H6A 120.3 . . ?
C6A C7A H7A 119.6 . . ?
C6A C7A C8A 120.7(4) . . ?
C8A C7A H7A 119.6 . . ?
C9 C8A C7A 119.1(4) . . ?
C9 C8A H8A 120.5 . . ?
C7A C8A H8A 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -3.8(3) . . . . ?
O1 C1 C2 C16 178.34(18) . . . . ?
O1 C9 C8 C7 -167.1(5) . . . . ?
O1 C9 C4 C3 -2.1(3) . . . . ?
O1 C9 C4 C5 166.4(5) . . . . ?
O1 C9 C4 C5A -177.4(5) . . . . ?
O1 C9 C8A C7A 179.1(5) . . . . ?
O2 C16 C17 C18 -50.9(2) . . . . ?
O2 C16 C17 C22 128.2(2) . . . . ?
O2 C24 C25 C26 115.1(2) . . . . ?
O2 C24 C25 C30 -66.5(2) . . . . ?
O2 C24 C25 C26A 165.3(3) . . . . ?
O2 C24 C25 C30A -6.3(4) . . . . ?
N1 C1 C2 C3 177.8(2) . . . . ?
N1 C1 C2 C16 -0.1(3) . . . . ?
N1 C10 C11 C12 179.0(4) . . . . ?
N1 C10 C11A C12A -178.0(4) . . . . ?
N1 C10 C15 C14 179.3(4) . . . . ?
N1 C10 C15A C14A 179.6(5) . . . . ?
C1 O1 C9 C8 165.5(5) . . . . ?
C1 O1 C9 C4 -1.3(3) . . . . ?
C1 O1 C9 C8A -176.0(6) . . . . ?
C1 N1 C10 C11 35.1(4) . . . . ?
C1 N1 C10 C11A -37.1(4) . . . . ?
C1 N1 C10 C15 -151.7(3) . . . . ?
C1 N1 C10 C15A 153.2(3) . . . . ?
C1 C2 C3 C4 0.5(3) . . . . ?
C1 C2 C3 C23 -179.27(19) . . . . ?
C1 C2 C16 O2 159.11(17) . . . . ?
C1 C2 C16 C17 -75.9(2) . . . . ?
C2 C3 C4 C9 2.5(3) . . . . ?
C2 C3 C4 C5 -165.9(5) . . . . ?
C2 C3 C4 C5A 177.3(5) . . . . ?
C2 C3 C23 C24 -11.8(3) . . . . ?
C2 C16 C17 C18 -176.14(19) . . . . ?
C2 C16 C17 C22 3.0(3) . . . . ?
C3 C2 C16 O2 -18.7(3) . . . . ?
C3 C2 C16 C17 106.2(2) . . . . ?
C3 C4 C5A C6A -173.7(5) . . . . ?
C3 C23 C24 O2 45.5(2) . . . . ?
C3 C23 C24 C25 167.85(17) . . . . ?
C9 O1 C1 N1 -177.4(2) . . . . ?
C9 O1 C1 C2 4.2(3) . . . . ?
C9 C8 C7 C6 0.0 . . . . ?
C9 C4 C5A C6A 1.2(7) . . . . ?
C8 C9 C4 C3 -168.5(5) . . . . ?
C8 C9 C4 C5 0.0 . . . . ?
C8 C7 C6 C5 0.0 . . . . ?
C7 C6 C5 C4 0.0 . . . . ?
C6 C5 C4 C3 168.2(5) . . . . ?
C6 C5 C4 C9 0.0 . . . . ?
C4 C3 C23 C24 168.45(18) . . . . ?
C4 C9 C8 C7 0.0 . . . . ?
C4 C9 C8A C7A 4.4(8) . . . . ?
C4 C5A C6A C7A -0.8(8) . . . . ?
C10 N1 C1 O1 -2.6(3) . . . . ?
C10 N1 C1 C2 175.8(2) . . . . ?
C10 C11 C12 C13 -2.4(8) . . . . ?
C10 C11A C12A C13 5.2(9) . . . . ?
C11 C10 C15 C14 -7.3(7) . . . . ?
C11 C12 C13 C14 -0.3(7) . . . . ?
C11A C10 C15A C14A 8.9(7) . . . . ?
C11A C12A C13 C14A -2.9(8) . . . . ?
C12 C13 C14 C15 -0.5(7) . . . . ?
C12A C13 C14A C15A 3.5(8) . . . . ?
C13 C14 C15 C10 4.3(7) . . . . ?
C13 C14A C15A C10 -6.9(9) . . . . ?
C15 C10 C11 C12 6.3(6) . . . . ?
C15A C10 C11A C12A -7.9(7) . . . . ?
C16 O2 C24 C23 -69.7(2) . . . . ?
C16 O2 C24 C25 163.27(16) . . . . ?
C16 C2 C3 C4 178.21(19) . . . . ?
C16 C2 C3 C23 -1.5(3) . . . . ?
C16 C17 C18 C19 178.5(2) . . . . ?
C16 C17 C22 C21 -178.8(2) . . . . ?
C17 C18 C19 C20 0.9(4) . . . . ?
C18 C17 C22 C21 0.3(3) . . . . ?
C18 C19 C20 C21 -0.9(4) . . . . ?
C19 C20 C21 C22 0.6(4) . . . . ?
C20 C21 C22 C17 -0.3(4) . . . . ?
C22 C17 C18 C19 -0.6(4) . . . . ?
C23 C3 C4 C9 -177.79(19) . . . . ?
C23 C3 C4 C5 13.8(5) . . . . ?
C23 C3 C4 C5A -3.0(6) . . . . ?
C23 C24 C25 C26 -7.7(3) . . . . ?
C23 C24 C25 C30 170.7(2) . . . . ?
C23 C24 C25 C26A 42.5(3) . . . . ?
C23 C24 C25 C30A -129.1(4) . . . . ?
C24 O2 C16 C2 54.5(2) . . . . ?
C24 O2 C16 C17 -73.7(2) . . . . ?
C24 C25 C26 C27 178.32(18) . . . . ?
C24 C25 C30 C29 -178.41(17) . . . . ?
C24 C25 C26A C27A 179.8(4) . . . . ?
C24 C25 C30A C29A -178.8(5) . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C25 C26A C27A C28 -6.5(7) . . . . ?
C26 C25 C30 C29 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 C25 0.0 . . . . ?
C28 C29A C30A C25 5.5(10) . . . . ?
C30 C25 C26 C27 0.0 . . . . ?
C26A C25 C30A C29A 9.3(7) . . . . ?
C27A C28 C29A C30A -20.2(8) . . . . ?
C29A C28 C27A C26A 20.7(7) . . . . ?
C30A C25 C26A C27A -8.1(6) . . . . ?
C5A C6A C7A C8A 2.1(8) . . . . ?
C6A C7A C8A C9 -3.9(9) . . . . ?
C8A C9 C4 C3 172.2(6) . . . . ?
C8A C9 C4 C5A -3.0(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
