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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_220192404150k_0m
_database_code_depnum_ccdc_archive 'CCDC 1945384'
loop_
_audit_author_name
_audit_author_address
'Jun Zhang'
;Anhui Jianzhu University
China
;
_audit_update_record             
;
2019-08-05 deposited with the CCDC.	2021-12-09 downloaded from the CCDC.
;
_audit_creation_date             2019-08-04
_audit_creation_method           
;
Olex2 1.2-beta
(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         'C31 H29 N O2'
_chemical_formula_sum            'C31 H29 N O2'
_chemical_formula_weight         447.55
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.7440(5)
_cell_length_b                   9.8734(3)
_cell_length_c                   30.6178(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5061.7(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9956
_cell_measurement_temperature    150
_cell_measurement_theta_max      27.134
_cell_measurement_theta_min      2.394
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.988
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.4915
_exptl_absorpt_correction_T_min  0.4590
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1215 before and 0.0734 after correction. The Ratio of minimum to maximum transmission is 0.4590:0.4915. 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    1.175
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0647
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            59116
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.541
_diffrn_reflns_theta_min         2.433
_diffrn_ambient_temperature      150
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    .
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4865
_reflns_number_total             5813
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.424
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         5813
_refine_ls_number_restraints     582
_refine_ls_R_factor_all          0.0981
_refine_ls_R_factor_gt           0.0844
_refine_ls_restrained_S_all      1.157
_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)+(0.0048P)²+10.7033P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1796
_refine_ls_wR_factor_ref         0.1859
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26A-C19 = C26-C19
 1.48 with sigma of 0.01
 C20-C19 = C20A-C19
 1.48 with sigma of 0.01
 C20A-C19 = C20-C19
 1.48 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
C26 \\sim C31 \\sim C30 \\sim C29 \\sim C28 \\sim C27 \\sim C26A \\sim C31A
\\sim C30A \\sim C29A \\sim C28A \\sim C27A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim C20A \\sim C21A
\\sim C22A \\sim C23A \\sim C24A \\sim C25A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C26) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C29)
\\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C26A) \\sim Ueq,
Uanis(C31A) \\sim Ueq, Uanis(C30A) \\sim Ueq, Uanis(C29A) \\sim Ueq,
Uanis(C28A) \\sim Ueq, Uanis(C27A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C22) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C21) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C20) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23)
\\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C20A) \\sim Ueq,
Uanis(C21A) \\sim Ueq, Uanis(C22A) \\sim Ueq, Uanis(C23A) \\sim Ueq,
Uanis(C24A) \\sim Ueq, Uanis(C25A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C20, C21, C22, C23, C24, C25, C20A, C21A, C22A, C23A, C24A, C25A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Sof(C26A)=Sof(C31A)=Sof(H31A)=Sof(C30A)=Sof(H30A)=Sof(C29A)=Sof(H29A)=
 Sof(C28A)=Sof(H28A)=Sof(C27A)=Sof(H27A)=1-FVAR(1)
 Sof(C26)=Sof(C31)=Sof(H31)=Sof(C30)=Sof(H30)=Sof(C29)=Sof(H29)=Sof(C28)=
 Sof(H28)=Sof(C27)=Sof(H27)=FVAR(1)
 Sof(C20A)=Sof(C21A)=Sof(H21A)=Sof(C22A)=Sof(H22A)=Sof(C23A)=Sof(H23A)=
 Sof(C24A)=Sof(H24A)=Sof(C25A)=Sof(H25A)=1-FVAR(2)
 Sof(C20)=Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=
 Sof(H24)=Sof(C25)=Sof(H25)=FVAR(2)
6.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C17(H17), C13(H13), C16(H16), C15(H15), C21(H21), C22(H22),
 C23(H23), C24(H24), C25(H25), C14(H14), C31(H31), C30(H30), C29(H29), C28(H28),
  C27(H27), C11(H11), C9(H9), C10(H10), C31A(H31A), C30A(H30A), C29A(H29A),
 C28A(H28A), C27A(H27A), C21A(H21A), C22A(H22A), C23A(H23A), C24A(H24A),
 C25A(H25A)
6.b Fitted hexagon refined as free rotating group:
 C20(C21,C22,C23,C24,C25), C26(C31,C30,C29,C28,C27), C26A(C31A,C30A,C29A,C28A,
 C27A), C20A(C21A,C22A,C23A,C24A,C25A)
6.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C1(H1A,H1B,H1C), C3(H3A,H3B,H3C)
;
_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 0.20332(12) 0.67340(18) 0.78890(6) 0.0288(4) Uani 1 1 d . . . . .
O2 O 0.26704(11) 0.83742(17) 0.75011(6) 0.0311(4) Uani 1 1 d . . . . .
N1 N 0.26641(13) 0.6154(2) 0.72905(7) 0.0252(5) Uani 1 1 d . . . . .
H1 H 0.247949 0.535457 0.736744 0.030 Uiso 1 1 calc R . . . .
C5 C 0.24709(15) 0.7203(2) 0.75556(8) 0.0238(5) Uani 1 1 d . . . . .
C7 C 0.34343(15) 0.4972(3) 0.67630(8) 0.0259(5) Uani 1 1 d . . . . .
H7 H 0.333450 0.417775 0.692917 0.031 Uiso 1 1 calc R . . . .
C6 C 0.31255(15) 0.6194(3) 0.69064(8) 0.0245(5) Uani 1 1 d . . . . .
C12 C 0.45293(15) 0.2704(3) 0.66368(8) 0.0254(5) Uani 1 1 d . . . . .
C17 C 0.51584(16) 0.3168(3) 0.68955(9) 0.0299(6) Uani 1 1 d . . . . .
H17 H 0.541177 0.400328 0.682786 0.036 Uiso 1 1 calc R . . . .
C8 C 0.38866(16) 0.4871(3) 0.63829(9) 0.0308(6) Uani 1 1 d . . . . .
C13 C 0.41616(17) 0.1490(3) 0.67491(9) 0.0320(6) Uani 1 1 d . . . . .
H13 H 0.372885 0.116351 0.657822 0.038 Uiso 1 1 calc R . . . .
C16 C 0.54148(18) 0.2415(3) 0.72513(9) 0.0351(6) Uani 1 1 d . . . . .
H16 H 0.584931 0.272779 0.742334 0.042 Uiso 1 1 calc R . . . .
C18 C 0.42304(16) 0.3526(3) 0.62607(9) 0.0291(6) Uani 1 1 d . . . . .
C4 C 0.17836(17) 0.7635(3) 0.82481(9) 0.0296(6) Uani 1 1 d . . . . .
C19 C 0.42667(16) 0.3025(3) 0.58503(9) 0.0341(6) Uani 1 1 d D . . . .
C15 C 0.50396(18) 0.1206(3) 0.73568(9) 0.0354(6) Uani 1 1 d . . . . .
H15 H 0.521264 0.069454 0.760195 0.043 Uiso 1 1 calc R . . . .
C20 C 0.4782(4) 0.1767(5) 0.5768(3) 0.0356(14) Uani 0.592(11) 1 d D U P A 1
C21 C 0.4461(3) 0.0558(6) 0.5616(3) 0.0458(15) Uani 0.592(11) 1 d G U P A 1
H21 H 0.390045 0.047510 0.557512 0.055 Uiso 0.592(11) 1 calc R . P A 1
C22 C 0.4960(5) -0.0530(4) 0.55235(19) 0.0452(15) Uani 0.592(11) 1 d G U P A 1
H22 H 0.474018 -0.135666 0.541930 0.054 Uiso 0.592(11) 1 calc R . P A 1
C23 C 0.5779(4) -0.0409(5) 0.55833(16) 0.0432(15) Uani 0.592(11) 1 d G U P A 1
H23 H 0.612026 -0.115275 0.552007 0.052 Uiso 0.592(11) 1 calc R . P A 1
C24 C 0.6100(3) 0.0800(6) 0.5736(2) 0.0446(14) Uani 0.592(11) 1 d G U P A 1
H24 H 0.666062 0.088293 0.577666 0.054 Uiso 0.592(11) 1 calc R . P A 1
C25 C 0.5602(4) 0.1888(5) 0.5828(3) 0.0412(14) Uani 0.592(11) 1 d G U P A 1
H25 H 0.582089 0.271472 0.593249 0.049 Uiso 0.592(11) 1 calc R . P A 1
C14 C 0.44170(19) 0.0754(3) 0.71048(10) 0.0391(7) Uani 1 1 d . . . . .
H14 H 0.415943 -0.007397 0.717635 0.047 Uiso 1 1 calc R . . . .
C26 C 0.3877(3) 0.3491(7) 0.54536(19) 0.0361(16) Uani 0.509(6) 1 d D U P A 1
C31 C 0.4311(2) 0.3765(9) 0.5077(2) 0.0364(16) Uani 0.509(6) 1 d G U P A 1
H31 H 0.487377 0.364051 0.507424 0.044 Uiso 0.509(6) 1 calc R . P A 1
C30 C 0.3922(3) 0.4220(8) 0.47037(19) 0.0476(18) Uani 0.509(6) 1 d G U P A 1
H30 H 0.421845 0.440746 0.444616 0.057 Uiso 0.509(6) 1 calc R . P A 1
C29 C 0.3099(3) 0.4402(7) 0.47074(13) 0.0528(16) Uani 0.509(6) 1 d G U P A 1
H29 H 0.283269 0.471359 0.445246 0.063 Uiso 0.509(6) 1 calc R . P A 1
C28 C 0.2665(2) 0.4128(7) 0.50843(15) 0.0528(16) Uani 0.509(6) 1 d G U P A 1
H28 H 0.210225 0.425276 0.508684 0.063 Uiso 0.509(6) 1 calc R . P A 1
C27 C 0.3054(3) 0.3673(6) 0.54574(13) 0.0433(14) Uani 0.509(6) 1 d G U P A 1
H27 H 0.275756 0.348581 0.571493 0.052 Uiso 0.509(6) 1 calc R . P A 1
C2 C 0.12647(19) 0.8785(3) 0.80820(10) 0.0416(7) Uani 1 1 d . . . . .
H2A H 0.159516 0.943008 0.791930 0.062 Uiso 1 1 calc GR . . . .
H2B H 0.101425 0.924647 0.833011 0.062 Uiso 1 1 calc GR . . . .
H2C H 0.084939 0.842060 0.788950 0.062 Uiso 1 1 calc GR . . . .
C11 C 0.32786(19) 0.7368(3) 0.66677(11) 0.0418(8) Uani 1 1 d . . . . .
H11 H 0.307166 0.821676 0.676026 0.050 Uiso 1 1 calc R . . . .
C9 C 0.4048(2) 0.6057(4) 0.61504(11) 0.0505(9) Uani 1 1 d . . . . .
H9 H 0.436955 0.602688 0.589497 0.061 Uiso 1 1 calc R . . . .
C1 C 0.1286(3) 0.6697(3) 0.85288(11) 0.0579(11) Uani 1 1 d . . . . .
H1A H 0.083060 0.636232 0.835897 0.087 Uiso 1 1 calc GR . . . .
H1B H 0.109078 0.719107 0.878503 0.087 Uiso 1 1 calc GR . . . .
H1C H 0.161388 0.592976 0.862402 0.087 Uiso 1 1 calc GR . . . .
C10 C 0.3738(2) 0.7273(4) 0.62934(13) 0.0603(12) Uani 1 1 d . . . . .
H10 H 0.384272 0.807049 0.612963 0.072 Uiso 1 1 calc R . . . .
C3 C 0.2516(2) 0.8140(4) 0.84853(12) 0.0586(10) Uani 1 1 d . . . . .
H3A H 0.286487 0.737287 0.855476 0.088 Uiso 1 1 calc GR . . . .
H3B H 0.235434 0.859254 0.875613 0.088 Uiso 1 1 calc GR . . . .
H3C H 0.280393 0.878261 0.829898 0.088 Uiso 1 1 calc GR . . . .
C26A C 0.3836(4) 0.3817(7) 0.5472(2) 0.0355(16) Uani 0.491(6) 1 d D U P A 2
C31A C 0.4252(3) 0.3863(9) 0.5079(2) 0.0357(17) Uani 0.491(6) 1 d G U P A 2
H31A H 0.475579 0.342568 0.505389 0.043 Uiso 0.491(6) 1 calc R . P A 2
C30A C 0.3932(4) 0.4548(8) 0.47234(19) 0.0418(17) Uani 0.491(6) 1 d G U P A 2
H30A H 0.421631 0.457946 0.445504 0.050 Uiso 0.491(6) 1 calc R . P A 2
C29A C 0.3196(3) 0.5188(7) 0.47602(14) 0.0521(16) Uani 0.491(6) 1 d G U P A 2
H29A H 0.297650 0.565609 0.451709 0.063 Uiso 0.491(6) 1 calc R . P A 2
C28A C 0.2780(3) 0.5142(7) 0.51528(16) 0.0538(16) Uani 0.491(6) 1 d G U P A 2
H28A H 0.227616 0.557892 0.517799 0.065 Uiso 0.491(6) 1 calc R . P A 2
C27A C 0.3100(3) 0.4456(7) 0.55085(13) 0.0456(15) Uani 0.491(6) 1 d G U P A 2
H27A H 0.281562 0.442513 0.577684 0.055 Uiso 0.491(6) 1 calc R . P A 2
C20A C 0.4690(6) 0.1798(7) 0.5736(5) 0.0378(19) Uani 0.408(11) 1 d D U P A 2
C21A C 0.4241(5) 0.0747(9) 0.5560(4) 0.0468(19) Uani 0.408(11) 1 d G U P A 2
H21A H 0.368971 0.087774 0.549929 0.056 Uiso 0.408(11) 1 calc R . P A 2
C22A C 0.4597(6) -0.0496(7) 0.5474(3) 0.0461(19) Uani 0.408(11) 1 d G U P A 2
H22A H 0.429039 -0.121424 0.535408 0.055 Uiso 0.408(11) 1 calc R . P A 2
C23A C 0.5404(7) -0.0687(5) 0.5563(2) 0.0397(18) Uani 0.408(11) 1 d G U P A 2
H23A H 0.564740 -0.153641 0.550430 0.048 Uiso 0.408(11) 1 calc R . P A 2
C24A C 0.5853(5) 0.0364(8) 0.5739(3) 0.0420(17) Uani 0.408(11) 1 d G U P A 2
H24A H 0.640375 0.023342 0.579974 0.050 Uiso 0.408(11) 1 calc R . P A 2
C25A C 0.5496(6) 0.1607(7) 0.5825(4) 0.0387(17) Uani 0.408(11) 1 d G U P A 2
H25A H 0.580309 0.232542 0.594495 0.046 Uiso 0.408(11) 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 C5 1.339(3) . ?
O1 C4 1.475(3) . ?
O2 C5 1.215(3) . ?
N1 H1 0.8800 . ?
N1 C5 1.355(3) . ?
N1 C6 1.408(3) . ?
C7 H7 0.9500 . ?
C7 C6 1.384(4) . ?
C7 C8 1.392(4) . ?
C6 C11 1.394(4) . ?
C12 C17 1.396(4) . ?
C12 C13 1.391(4) . ?
C12 C18 1.496(4) . ?
C17 H17 0.9500 . ?
C17 C16 1.387(4) . ?
C8 C18 1.495(4) . ?
C8 C9 1.397(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.377(4) . ?
C16 H16 0.9500 . ?
C16 C15 1.387(4) . ?
C18 C19 1.352(4) . ?
C4 C2 1.517(4) . ?
C4 C1 1.514(4) . ?
C4 C3 1.510(4) . ?
C19 C20 1.532(3) . ?
C19 C26 1.453(5) . ?
C19 C26A 1.573(5) . ?
C19 C20A 1.446(4) . ?
C15 H15 0.9500 . ?
C15 C14 1.372(4) . ?
C20 C21 1.3900 . ?
C20 C25 1.3900 . ?
C21 H21 0.9500 . ?
C21 C22 1.3900 . ?
C22 H22 0.9500 . ?
C22 C23 1.3900 . ?
C23 H23 0.9500 . ?
C23 C24 1.3900 . ?
C24 H24 0.9500 . ?
C24 C25 1.3900 . ?
C25 H25 0.9500 . ?
C14 H14 0.9500 . ?
C26 C31 1.3900 . ?
C26 C27 1.3900 . ?
C31 H31 0.9500 . ?
C31 C30 1.3900 . ?
C30 H30 0.9500 . ?
C30 C29 1.3900 . ?
C29 H29 0.9500 . ?
C29 C28 1.3900 . ?
C28 H28 0.9500 . ?
C28 C27 1.3900 . ?
C27 H27 0.9500 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C11 H11 0.9500 . ?
C11 C10 1.383(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.379(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C10 H10 0.9500 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C26A C31A 1.3900 . ?
C26A C27A 1.3900 . ?
C31A H31A 0.9500 . ?
C31A C30A 1.3900 . ?
C30A H30A 0.9500 . ?
C30A C29A 1.3900 . ?
C29A H29A 0.9500 . ?
C29A C28A 1.3900 . ?
C28A H28A 0.9500 . ?
C28A C27A 1.3900 . ?
C27A H27A 0.9500 . ?
C20A C21A 1.3900 . ?
C20A C25A 1.3900 . ?
C21A H21A 0.9500 . ?
C21A C22A 1.3900 . ?
C22A H22A 0.9500 . ?
C22A C23A 1.3900 . ?
C23A H23A 0.9500 . ?
C23A C24A 1.3900 . ?
C24A H24A 0.9500 . ?
C24A C25A 1.3900 . ?
C25A H25A 0.9500 . ?

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
C5 O1 C4 121.0(2) . . ?
C5 N1 H1 116.2 . . ?
C5 N1 C6 127.6(2) . . ?
C6 N1 H1 116.2 . . ?
O1 C5 N1 108.9(2) . . ?
O2 C5 O1 125.7(2) . . ?
O2 C5 N1 125.4(2) . . ?
C6 C7 H7 119.0 . . ?
C6 C7 C8 122.1(2) . . ?
C8 C7 H7 119.0 . . ?
C7 C6 N1 116.5(2) . . ?
C7 C6 C11 119.3(2) . . ?
C11 C6 N1 124.2(2) . . ?
C17 C12 C18 120.7(2) . . ?
C13 C12 C17 118.5(2) . . ?
C13 C12 C18 120.7(2) . . ?
C12 C17 H17 119.9 . . ?
C16 C17 C12 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C7 C8 C18 118.9(2) . . ?
C7 C8 C9 118.1(3) . . ?
C9 C8 C18 122.9(2) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.8(3) . . ?
C14 C13 H13 119.6 . . ?
C17 C16 H16 119.9 . . ?
C15 C16 C17 120.3(3) . . ?
C15 C16 H16 119.9 . . ?
C8 C18 C12 114.7(2) . . ?
C19 C18 C12 120.1(2) . . ?
C19 C18 C8 125.1(2) . . ?
O1 C4 C2 111.3(2) . . ?
O1 C4 C1 102.1(2) . . ?
O1 C4 C3 109.1(2) . . ?
C1 C4 C2 109.4(3) . . ?
C3 C4 C2 112.3(3) . . ?
C3 C4 C1 112.1(3) . . ?
C18 C19 C20 118.3(4) . . ?
C18 C19 C26 129.8(3) . . ?
C18 C19 C26A 118.8(3) . . ?
C18 C19 C20A 123.7(6) . . ?
C26 C19 C20 111.9(5) . . ?
C20A C19 C26A 117.5(7) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 C16 119.6(3) . . ?
C14 C15 H15 120.2 . . ?
C21 C20 C19 122.2(4) . . ?
C21 C20 C25 120.0 . . ?
C25 C20 C19 117.7(4) . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.0 . . ?
C25 C24 H24 120.0 . . ?
C20 C25 H25 120.0 . . ?
C24 C25 C20 120.0 . . ?
C24 C25 H25 120.0 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C31 C26 C19 121.4(4) . . ?
C31 C26 C27 120.0 . . ?
C27 C26 C19 118.6(4) . . ?
C26 C31 H31 120.0 . . ?
C30 C31 C26 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C30 H30 120.0 . . ?
C31 C30 C29 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C27 C28 H28 120.0 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C6 C11 H11 120.7 . . ?
C10 C11 C6 118.7(3) . . ?
C10 C11 H11 120.7 . . ?
C8 C9 H9 120.2 . . ?
C10 C9 C8 119.7(3) . . ?
C10 C9 H9 120.2 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C11 C10 H10 118.9 . . ?
C9 C10 C11 122.1(3) . . ?
C9 C10 H10 118.9 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C31A C26A C19 115.1(4) . . ?
C31A C26A C27A 120.0 . . ?
C27A C26A C19 124.9(4) . . ?
C26A C31A H31A 120.0 . . ?
C26A C31A C30A 120.0 . . ?
C30A C31A H31A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C29A C30A C31A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C30A C29A H29A 120.0 . . ?
C30A C29A C28A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C29A C28A H28A 120.0 . . ?
C27A C28A C29A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C28A C27A C26A 120.0 . . ?
C28A C27A H27A 120.0 . . ?
C21A C20A C19 117.0(7) . . ?
C21A C20A C25A 120.0 . . ?
C25A C20A C19 122.8(7) . . ?
C20A C21A H21A 120.0 . . ?
C22A C21A C20A 120.0 . . ?
C22A C21A H21A 120.0 . . ?
C21A C22A H22A 120.0 . . ?
C21A C22A C23A 120.0 . . ?
C23A C22A H22A 120.0 . . ?
C22A C23A H23A 120.0 . . ?
C22A C23A C24A 120.0 . . ?
C24A C23A H23A 120.0 . . ?
C23A C24A H24A 120.0 . . ?
C25A C24A C23A 120.0 . . ?
C25A C24A H24A 120.0 . . ?
C20A C25A H25A 120.0 . . ?
C24A C25A C20A 120.0 . . ?
C24A C25A H25A 120.0 . . ?

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 0.88 2.01 2.875(3) 165.8 8_655 yes
C7 H7 O2 0.95 2.55 3.319(3) 137.7 8_655 yes
C16 H16 O2 0.95 2.57 3.428(4) 150.4 3_646 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
N1 C6 C11 C10 -179.6(3) . . . . ?
C5 O1 C4 C2 60.9(3) . . . . ?
C5 O1 C4 C1 177.6(3) . . . . ?
C5 O1 C4 C3 -63.6(3) . . . . ?
C5 N1 C6 C7 161.7(2) . . . . ?
C5 N1 C6 C11 -18.7(4) . . . . ?
C7 C6 C11 C10 -0.1(5) . . . . ?
C7 C8 C18 C12 -38.2(4) . . . . ?
C7 C8 C18 C19 140.2(3) . . . . ?
C7 C8 C9 C10 -2.1(5) . . . . ?
C6 N1 C5 O1 -179.2(2) . . . . ?
C6 N1 C5 O2 0.1(4) . . . . ?
C6 C7 C8 C18 177.2(2) . . . . ?
C6 C7 C8 C9 2.0(4) . . . . ?
C6 C11 C10 C9 -0.1(6) . . . . ?
C12 C17 C16 C15 -1.1(4) . . . . ?
C12 C13 C14 C15 0.1(4) . . . . ?
C12 C18 C19 C20 -13.6(5) . . . . ?
C12 C18 C19 C26 165.9(4) . . . . ?
C12 C18 C19 C26A 171.2(4) . . . . ?
C12 C18 C19 C20A -9.6(7) . . . . ?
C17 C12 C13 C14 -0.6(4) . . . . ?
C17 C12 C18 C8 -62.8(3) . . . . ?
C17 C12 C18 C19 118.8(3) . . . . ?
C17 C16 C15 C14 0.5(4) . . . . ?
C8 C7 C6 N1 178.7(2) . . . . ?
C8 C7 C6 C11 -0.9(4) . . . . ?
C8 C18 C19 C20 168.1(4) . . . . ?
C8 C18 C19 C26 -12.4(6) . . . . ?
C8 C18 C19 C26A -7.1(5) . . . . ?
C8 C18 C19 C20A 172.1(6) . . . . ?
C8 C9 C10 C11 1.2(6) . . . . ?
C13 C12 C17 C16 1.1(4) . . . . ?
C13 C12 C18 C8 114.2(3) . . . . ?
C13 C12 C18 C19 -64.3(4) . . . . ?
C16 C15 C14 C13 -0.1(4) . . . . ?
C18 C12 C17 C16 178.1(2) . . . . ?
C18 C12 C13 C14 -177.6(3) . . . . ?
C18 C8 C9 C10 -177.2(3) . . . . ?
C18 C19 C20 C21 118.6(4) . . . . ?
C18 C19 C20 C25 -65.0(5) . . . . ?
C18 C19 C26 C31 126.5(4) . . . . ?
C18 C19 C26 C27 -53.0(7) . . . . ?
C18 C19 C26A C31A 140.2(3) . . . . ?
C18 C19 C26A C27A -39.1(7) . . . . ?
C18 C19 C20A C21A 118.8(6) . . . . ?
C18 C19 C20A C25A -56.2(9) . . . . ?
C4 O1 C5 O2 -3.6(4) . . . . ?
C4 O1 C5 N1 175.6(2) . . . . ?
C19 C20 C21 C22 176.4(7) . . . . ?
C19 C20 C25 C24 -176.5(7) . . . . ?
C19 C26 C31 C30 -179.5(6) . . . . ?
C19 C26 C27 C28 179.5(6) . . . . ?
C19 C26A C31A C30A -179.4(5) . . . . ?
C19 C26A C27A C28A 179.3(6) . . . . ?
C19 C20A C21A C22A -175.1(11) . . . . ?
C19 C20A C25A C24A 174.8(12) . . . . ?
C20 C19 C26 C31 -53.9(5) . . . . ?
C20 C19 C26 C27 126.6(5) . . . . ?
C20 C21 C22 C23 0.0 . . . . ?
C21 C20 C25 C24 0.0 . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C22 C23 C24 C25 0.0 . . . . ?
C23 C24 C25 C20 0.0 . . . . ?
C25 C20 C21 C22 0.0 . . . . ?
C26 C19 C20 C21 -61.0(6) . . . . ?
C26 C19 C20 C25 115.4(5) . . . . ?
C26 C31 C30 C29 0.0 . . . . ?
C31 C26 C27 C28 0.0 . . . . ?
C31 C30 C29 C28 0.0 . . . . ?
C30 C29 C28 C27 0.0 . . . . ?
C29 C28 C27 C26 0.0 . . . . ?
C27 C26 C31 C30 0.0 . . . . ?
C9 C8 C18 C12 136.8(3) . . . . ?
C9 C8 C18 C19 -44.8(5) . . . . ?
C26A C19 C20A C21A -62.0(8) . . . . ?
C26A C19 C20A C25A 123.1(7) . . . . ?
C26A C31A C30A C29A 0.0 . . . . ?
C31A C26A C27A C28A 0.0 . . . . ?
C31A C30A C29A C28A 0.0 . . . . ?
C30A C29A C28A C27A 0.0 . . . . ?
C29A C28A C27A C26A 0.0 . . . . ?
C27A C26A C31A C30A 0.0 . . . . ?
C20A C19 C26A C31A -39.0(7) . . . . ?
C20A C19 C26A C27A 141.7(7) . . . . ?
C20A C21A C22A C23A 0.0 . . . . ?
C21A C20A C25A C24A 0.0 . . . . ?
C21A C22A C23A C24A 0.0 . . . . ?
C22A C23A C24A C25A 0.0 . . . . ?
C23A C24A C25A C20A 0.0 . . . . ?
C25A C20A C21A C22A 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_220192404225k_0m
_database_code_depnum_ccdc_archive 'CCDC 2120991'
loop_
_audit_author_name
_audit_author_address
'Jun Zhang'
;Anhui Jianzhu University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-12-09 downloaded from the CCDC.
;
_audit_creation_date             2021-10-22
_audit_creation_method           
;
Olex2 1.2-beta
(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         'C31 H29 N O2'
_chemical_formula_sum            'C31 H29 N O2'
_chemical_formula_weight         447.55
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.8821(10)
_cell_length_b                   9.8940(5)
_cell_length_c                   30.6933(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5126.7(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4127
_cell_measurement_temperature    225
_cell_measurement_theta_max      26.834
_cell_measurement_theta_min      2.477
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.4915
_exptl_absorpt_correction_T_min  0.4327
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_av_unetI/netI     0.0803
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            17726
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.504
_diffrn_reflns_theta_min         1.327
_diffrn_ambient_temperature      225
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    .
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3611
_reflns_number_total             5688
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.313
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         5688
_refine_ls_number_restraints     73
_refine_ls_R_factor_all          0.1222
_refine_ls_R_factor_gt           0.0773
_refine_ls_restrained_S_all      1.096
_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)+(0.0871P)²+3.9696P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2072
_refine_ls_wR_factor_ref         0.2385
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26A-C19 \\sim C26-C19
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C31) \\sim Ueq, Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28)
\\sim Ueq, Uanis(C29) \\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C31A) \\sim Ueq,
Uanis(C26A) \\sim Ueq, Uanis(C27A) \\sim Ueq, Uanis(C28A) \\sim Ueq,
Uanis(C29A) \\sim Ueq, Uanis(C30A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Sof(C31A)=Sof(H31A)=Sof(C26A)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=
 Sof(C29A)=Sof(H29A)=Sof(C30A)=Sof(H30A)=1-FVAR(1)
 Sof(C31)=Sof(H31)=Sof(C26)=Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28)=Sof(C29)=
 Sof(H29)=Sof(C30)=Sof(H30)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C17(H17), C31(H31), C27(H27), C28(H28), C29(H29), C30(H30),
 C13(H13), C16(H16), C15(H15), C11(H11), C9(H9), C14(H14), C25(H25), C10(H10),
 C22(H22), C21(H21), C24(H24), C23(H23), C31A(H31A), C27A(H27A), C28A(H28A),
 C29A(H29A), C30A(H30A)
5.b Fitted hexagon refined as free rotating group:
 C31(C26,C27,C28,C29,C30), C31A(C26A,C27A,C28A,C29A,C30A)
5.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C1(H1A,H1B,H1C), C2(H2A,H2B,H2C)
;
_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 0.20403(12) 0.67073(19) 0.21134(6) 0.0425(5) Uani 1 1 d . . . . .
O2 O 0.26695(12) 0.83391(18) 0.25013(7) 0.0440(5) Uani 1 1 d . . . . .
N1 N 0.26633(14) 0.6129(2) 0.27114(7) 0.0367(5) Uani 1 1 d . . . . .
H1 H 0.248098 0.534082 0.263607 0.044 Uiso 1 1 calc R . . . .
C7 C 0.34302(15) 0.4945(3) 0.32371(9) 0.0354(6) Uani 1 1 d . . . . .
H7 H 0.332872 0.415967 0.307430 0.042 Uiso 1 1 calc R . . . .
C5 C 0.24715(16) 0.7174(3) 0.24472(9) 0.0344(6) Uani 1 1 d . . . . .
C6 C 0.31233(15) 0.6169(3) 0.30937(9) 0.0347(6) Uani 1 1 d . . . . .
C12 C 0.45267(16) 0.2687(3) 0.33603(9) 0.0373(6) Uani 1 1 d . . . . .
C8 C 0.38830(17) 0.4847(3) 0.36139(9) 0.0414(7) Uani 1 1 d . . . . .
C18 C 0.42285(16) 0.3504(3) 0.37337(9) 0.0404(7) Uani 1 1 d . . . . .
C4 C 0.17911(18) 0.7598(3) 0.17533(9) 0.0416(7) Uani 1 1 d . . . . .
C17 C 0.51515(18) 0.3151(3) 0.31028(10) 0.0448(7) Uani 1 1 d . . . . .
H17 H 0.539590 0.397988 0.316857 0.054 Uiso 1 1 calc R . . . .
C19 C 0.42647(18) 0.3012(3) 0.41405(10) 0.0477(8) Uani 1 1 d D . . . .
C31 C 0.4302(3) 0.3833(14) 0.4920(3) 0.068(6) Uani 0.542(16) 1 d . U P A 1
H31 H 0.485572 0.372894 0.492685 0.082 Uiso 0.542(16) 1 calc R . P A 1
C26 C 0.3883(4) 0.3523(10) 0.4543(2) 0.053(3) Uani 0.542(16) 1 d DG U P A 1
C27 C 0.3065(4) 0.3676(11) 0.45336(17) 0.067(3) Uani 0.542(16) 1 d G U P A 1
H27 H 0.278139 0.346631 0.427885 0.080 Uiso 0.542(16) 1 calc R . P A 1
C28 C 0.2666(4) 0.4140(14) 0.4900(2) 0.082(3) Uani 0.542(16) 1 d G U P A 1
H28 H 0.211258 0.424356 0.489380 0.099 Uiso 0.542(16) 1 calc R . P A 1
C29 C 0.3085(5) 0.4450(12) 0.52772(18) 0.087(3) Uani 0.542(16) 1 d G U P A 1
H29 H 0.281534 0.476350 0.552528 0.104 Uiso 0.542(16) 1 calc R . P A 1
C30 C 0.3903(5) 0.4296(12) 0.5287(2) 0.084(5) Uani 0.542(16) 1 d G U P A 1
H30 H 0.418690 0.450620 0.554181 0.100 Uiso 0.542(16) 1 calc R . P A 1
C20 C 0.4738(2) 0.1773(3) 0.42352(10) 0.0504(8) Uani 1 1 d . . . . .
C13 C 0.41726(19) 0.1479(3) 0.32466(11) 0.0475(7) Uani 1 1 d . . . . .
H13 H 0.374649 0.115278 0.341340 0.057 Uiso 1 1 calc R . . . .
C16 C 0.54144(19) 0.2394(3) 0.27495(11) 0.0511(8) Uani 1 1 d . . . . .
H16 H 0.584275 0.270104 0.258072 0.061 Uiso 1 1 calc R . . . .
C15 C 0.5047(2) 0.1198(4) 0.26478(11) 0.0539(8) Uani 1 1 d . . . . .
H15 H 0.522055 0.069020 0.240734 0.065 Uiso 1 1 calc R . . . .
C11 C 0.3280(2) 0.7336(3) 0.33282(11) 0.0542(9) Uani 1 1 d . . . . .
H11 H 0.307772 0.817496 0.323681 0.065 Uiso 1 1 calc R . . . .
C9 C 0.4045(2) 0.6033(4) 0.38431(12) 0.0632(10) Uani 1 1 d . . . . .
H9 H 0.436187 0.600397 0.409466 0.076 Uiso 1 1 calc R . . . .
C14 C 0.4431(2) 0.0746(3) 0.28948(12) 0.0570(9) Uani 1 1 d . . . . .
H14 H 0.418145 -0.007429 0.282362 0.068 Uiso 1 1 calc R . . . .
C25 C 0.5548(2) 0.1755(4) 0.41647(12) 0.0661(10) Uani 1 1 d . . . . .
H25 H 0.579987 0.252899 0.405376 0.079 Uiso 1 1 calc R . . . .
C3 C 0.1276(2) 0.8745(4) 0.19186(12) 0.0620(10) Uani 1 1 d . . . . .
H3A H 0.086880 0.838495 0.210900 0.093 Uiso 1 1 calc GR . . . .
H3B H 0.102974 0.919947 0.167361 0.093 Uiso 1 1 calc GR . . . .
H3C H 0.160032 0.938320 0.207900 0.093 Uiso 1 1 calc GR . . . .
C10 C 0.3742(2) 0.7238(4) 0.37012(12) 0.0725(12) Uani 1 1 d . . . . .
H10 H 0.384973 0.802626 0.386163 0.087 Uiso 1 1 calc R . . . .
C1 C 0.1295(3) 0.6663(4) 0.14761(13) 0.0767(13) Uani 1 1 d . . . . .
H1A H 0.161805 0.591368 0.137633 0.115 Uiso 1 1 calc GR . . . .
H1B H 0.109130 0.715448 0.122662 0.115 Uiso 1 1 calc GR . . . .
H1C H 0.085565 0.631886 0.164730 0.115 Uiso 1 1 calc GR . . . .
C22 C 0.4863(5) -0.0533(4) 0.44886(14) 0.101(2) Uani 1 1 d . . . . .
H22 H 0.462898 -0.132496 0.459807 0.121 Uiso 1 1 calc R . . . .
C21 C 0.4389(3) 0.0620(4) 0.44015(12) 0.0776(13) Uani 1 1 d . . . . .
H21 H 0.384171 0.059969 0.445663 0.093 Uiso 1 1 calc R . . . .
C2 C 0.2515(2) 0.8112(5) 0.15205(13) 0.0785(13) Uani 1 1 d . . . . .
H2A H 0.280974 0.870596 0.171249 0.118 Uiso 1 1 calc GR . . . .
H2B H 0.235470 0.860759 0.126229 0.118 Uiso 1 1 calc GR . . . .
H2C H 0.284572 0.735480 0.143638 0.118 Uiso 1 1 calc GR . . . .
C24 C 0.5987(3) 0.0623(5) 0.42545(14) 0.0922(16) Uani 1 1 d . . . . .
H24 H 0.653564 0.062998 0.420284 0.111 Uiso 1 1 calc R . . . .
C23 C 0.5645(5) -0.0492(5) 0.44147(15) 0.104(2) Uani 1 1 d . . . . .
H23 H 0.595749 -0.125561 0.447605 0.125 Uiso 1 1 calc R . . . .
C31A C 0.4251(5) 0.3791(12) 0.4903(3) 0.038(4) Uani 0.458(16) 1 d . U P A 2
H31A H 0.474622 0.336236 0.492306 0.046 Uiso 0.458(16) 1 calc R . P A 2
C26A C 0.3829(5) 0.3755(10) 0.4515(2) 0.048(4) Uani 0.458(16) 1 d DG U P A 2
C27A C 0.3096(5) 0.4389(13) 0.4485(2) 0.062(3) Uani 0.458(16) 1 d G U P A 2
H27A H 0.281035 0.436454 0.422257 0.074 Uiso 0.458(16) 1 calc R . P A 2
C28A C 0.2785(4) 0.5058(15) 0.4845(3) 0.077(4) Uani 0.458(16) 1 d G U P A 2
H28A H 0.228909 0.548686 0.482521 0.092 Uiso 0.458(16) 1 calc R . P A 2
C29A C 0.3207(5) 0.5094(12) 0.5234(2) 0.077(3) Uani 0.458(16) 1 d G U P A 2
H29A H 0.299639 0.554692 0.547679 0.092 Uiso 0.458(16) 1 calc R . P A 2
C30A C 0.3940(5) 0.4460(11) 0.5263(2) 0.057(4) Uani 0.458(16) 1 d G U P A 2
H30A H 0.422495 0.448469 0.552572 0.068 Uiso 0.458(16) 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 C5 1.339(3) . ?
O1 C4 1.475(3) . ?
O2 C5 1.212(3) . ?
N1 H1 0.8700 . ?
N1 C5 1.353(3) . ?
N1 C6 1.408(3) . ?
C7 H7 0.9400 . ?
C7 C6 1.388(4) . ?
C7 C8 1.390(4) . ?
C6 C11 1.387(4) . ?
C12 C18 1.491(4) . ?
C12 C17 1.396(4) . ?
C12 C13 1.381(4) . ?
C8 C18 1.496(4) . ?
C8 C9 1.395(4) . ?
C18 C19 1.342(4) . ?
C4 C3 1.517(4) . ?
C4 C1 1.511(5) . ?
C4 C2 1.504(5) . ?
C17 H17 0.9400 . ?
C17 C16 1.391(4) . ?
C19 C26 1.483(6) . ?
C19 C20 1.492(5) . ?
C19 C26A 1.550(6) . ?
C31 H31 0.9400 . ?
C31 C26 1.3900 . ?
C31 C30 1.3900 . ?
C26 C27 1.3900 . ?
C27 H27 0.9400 . ?
C27 C28 1.3900 . ?
C28 H28 0.9400 . ?
C28 C29 1.3900 . ?
C29 H29 0.9400 . ?
C29 C30 1.3900 . ?
C30 H30 0.9400 . ?
C20 C25 1.384(5) . ?
C20 C21 1.382(5) . ?
C13 H13 0.9400 . ?
C13 C14 1.372(5) . ?
C16 H16 0.9400 . ?
C16 C15 1.372(5) . ?
C15 H15 0.9400 . ?
C15 C14 1.362(5) . ?
C11 H11 0.9400 . ?
C11 C10 1.388(5) . ?
C9 H9 0.9400 . ?
C9 C10 1.369(5) . ?
C14 H14 0.9400 . ?
C25 H25 0.9400 . ?
C25 C24 1.371(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C10 H10 0.9400 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C22 H22 0.9400 . ?
C22 C21 1.419(7) . ?
C22 C23 1.340(8) . ?
C21 H21 0.9400 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
C24 H24 0.9400 . ?
C24 C23 1.338(8) . ?
C23 H23 0.9400 . ?
C31A H31A 0.9400 . ?
C31A C26A 1.3900 . ?
C31A C30A 1.3900 . ?
C26A C27A 1.3900 . ?
C27A H27A 0.9400 . ?
C27A C28A 1.3900 . ?
C28A H28A 0.9400 . ?
C28A C29A 1.3900 . ?
C29A H29A 0.9400 . ?
C29A C30A 1.3900 . ?
C30A H30A 0.9400 . ?

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
C5 O1 C4 121.5(2) . . ?
C5 N1 H1 116.2 . . ?
C5 N1 C6 127.6(2) . . ?
C6 N1 H1 116.2 . . ?
C6 C7 H7 119.0 . . ?
C6 C7 C8 122.1(3) . . ?
C8 C7 H7 119.0 . . ?
O1 C5 N1 109.0(2) . . ?
O2 C5 O1 125.7(2) . . ?
O2 C5 N1 125.3(3) . . ?
C7 C6 N1 116.5(2) . . ?
C11 C6 N1 124.1(3) . . ?
C11 C6 C7 119.4(3) . . ?
C17 C12 C18 120.8(3) . . ?
C13 C12 C18 121.2(3) . . ?
C13 C12 C17 118.0(3) . . ?
C7 C8 C18 118.8(2) . . ?
C7 C8 C9 117.9(3) . . ?
C9 C8 C18 123.1(3) . . ?
C12 C18 C8 115.1(2) . . ?
C19 C18 C12 120.2(3) . . ?
C19 C18 C8 124.7(3) . . ?
O1 C4 C3 111.1(2) . . ?
O1 C4 C1 102.4(2) . . ?
O1 C4 C2 109.1(3) . . ?
C1 C4 C3 109.2(3) . . ?
C2 C4 C3 111.8(3) . . ?
C2 C4 C1 113.0(3) . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.4(3) . . ?
C16 C17 H17 119.8 . . ?
C18 C19 C26 129.2(5) . . ?
C18 C19 C20 120.3(3) . . ?
C18 C19 C26A 119.7(4) . . ?
C26 C19 C20 110.5(4) . . ?
C20 C19 C26A 120.0(4) . . ?
C26 C31 H31 120.0 . . ?
C26 C31 C30 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C26 C19 123.2(6) . . ?
C27 C26 C19 116.8(6) . . ?
C27 C26 C31 120.0 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29 120.0 . . ?
C31 C30 H30 120.0 . . ?
C29 C30 C31 120.0 . . ?
C29 C30 H30 120.0 . . ?
C25 C20 C19 120.6(3) . . ?
C21 C20 C19 121.5(4) . . ?
C21 C20 C25 117.9(4) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.2(3) . . ?
C14 C13 H13 119.4 . . ?
C17 C16 H16 120.1 . . ?
C15 C16 C17 119.8(3) . . ?
C15 C16 H16 120.1 . . ?
C16 C15 H15 119.9 . . ?
C14 C15 C16 120.1(3) . . ?
C14 C15 H15 119.9 . . ?
C6 C11 H11 120.8 . . ?
C6 C11 C10 118.5(3) . . ?
C10 C11 H11 120.8 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.0(3) . . ?
C10 C9 H9 120.0 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 H14 119.8 . . ?
C20 C25 H25 119.6 . . ?
C24 C25 C20 120.9(4) . . ?
C24 C25 H25 119.6 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C11 C10 H10 118.9 . . ?
C9 C10 C11 122.2(3) . . ?
C9 C10 H10 118.9 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C23 C22 C21 120.0(5) . . ?
C20 C21 C22 119.5(5) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C25 C24 H24 119.5 . . ?
C23 C24 C25 121.0(5) . . ?
C23 C24 H24 119.5 . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.7(5) . . ?
C24 C23 H23 119.6 . . ?
C26A C31A H31A 120.0 . . ?
C26A C31A C30A 120.0 . . ?
C30A C31A H31A 120.0 . . ?
C31A C26A C19 113.9(6) . . ?
C31A C26A C27A 120.0 . . ?
C27A C26A C19 126.1(6) . . ?
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 . . ?
C31A C30A H30A 120.0 . . ?
C29A C30A C31A 120.0 . . ?
C29A C30A H30A 120.0 . . ?

_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_22019259285k_0m
_database_code_depnum_ccdc_archive 'CCDC 2120995'
loop_
_audit_author_name
_audit_author_address
'Jun Zhang'
;Anhui Jianzhu University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-12-09 downloaded from the CCDC.
;
_audit_creation_date             2021-10-22
_audit_creation_method           
;
Olex2 1.2-beta
(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         'C31 H29 N O2'
_chemical_formula_sum            'C31 H29 N O2'
_chemical_formula_weight         447.55
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.988(4)
_cell_length_b                   9.9204(18)
_cell_length_c                   30.779(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5187.1(19)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2481
_cell_measurement_temperature    285
_cell_measurement_theta_max      26.620
_cell_measurement_theta_min      2.398
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6834
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1148 before and 0.0565 after correction. The Ratio of minimum to maximum transmission is 0.9166. 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    1.146
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_av_unetI/netI     0.0842
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            19990
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.530
_diffrn_reflns_theta_min         2.398
_diffrn_ambient_temperature      285.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    .
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2807
_reflns_number_total             5893
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.178
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         5893
_refine_ls_number_restraints     73
_refine_ls_R_factor_all          0.1616
_refine_ls_R_factor_gt           0.0671
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0753P)²+1.4857P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1496
_refine_ls_wR_factor_ref         0.1989
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26A-C19 \\sim C26-C19
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C29)
\\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C26A) \\sim Ueq,
Uanis(C27A) \\sim Ueq, Uanis(C28A) \\sim Ueq, Uanis(C29A) \\sim Ueq,
Uanis(C30A) \\sim Ueq, Uanis(C31A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Sof(C26A)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(H29A)=
 Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(H31A)=1-FVAR(1)
 Sof(C26)=Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=
 Sof(H30)=Sof(C31)=Sof(H31)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27),
  C28(H28), C29(H29), C30(H30), C31(H31), C27A(H27A), C28A(H28A), C29A(H29A),
 C30A(H30A), C31A(H31A)
5.b Fitted hexagon refined as free rotating group:
 C26(C27,C28,C29,C30,C31), C26A(C27A,C28A,C29A,C30A,C31A)
5.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C)
;
_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 0.20473(11) 0.66746(16) 0.21181(5) 0.0542(5) Uani 1 1 d . . . . .
O2 O 0.26713(11) 0.83062(16) 0.25037(6) 0.0558(5) Uani 1 1 d . . . . .
N1 N 0.26649(13) 0.61038(19) 0.27141(6) 0.0460(5) Uani 1 1 d . . . . .
H1 H 0.248142 0.532786 0.264152 0.055 Uiso 1 1 calc R . . . .
C1 C 0.2518(2) 0.8072(4) 0.15277(10) 0.0964(12) Uani 1 1 d . . . . .
H1A H 0.284972 0.732399 0.145274 0.145 Uiso 1 1 calc GR . . . .
H1B H 0.280026 0.867720 0.171436 0.145 Uiso 1 1 calc GR . . . .
H1C H 0.236291 0.853811 0.126811 0.145 Uiso 1 1 calc GR . . . .
C2 C 0.1314(2) 0.6620(3) 0.14819(11) 0.0971(13) Uani 1 1 d . . . . .
H2A H 0.088790 0.626147 0.165104 0.146 Uiso 1 1 calc GR . . . .
H2B H 0.164055 0.589401 0.138118 0.146 Uiso 1 1 calc GR . . . .
H2C H 0.110654 0.710286 0.123714 0.146 Uiso 1 1 calc GR . . . .
C3 C 0.1286(2) 0.8694(3) 0.19250(10) 0.0791(10) Uani 1 1 d . . . . .
H3A H 0.160676 0.934261 0.207419 0.119 Uiso 1 1 calc GR . . . .
H3B H 0.089978 0.833762 0.212147 0.119 Uiso 1 1 calc GR . . . .
H3C H 0.102600 0.912192 0.168481 0.119 Uiso 1 1 calc GR . . . .
C4 C 0.17976(17) 0.7564(3) 0.17591(8) 0.0538(7) Uani 1 1 d . . . . .
C5 C 0.24756(15) 0.7144(2) 0.24493(7) 0.0443(6) Uani 1 1 d . . . . .
C6 C 0.31253(15) 0.6139(2) 0.30937(7) 0.0437(6) Uani 1 1 d . . . . .
C7 C 0.34307(15) 0.4923(2) 0.32361(7) 0.0436(6) Uani 1 1 d . . . . .
H7 H 0.333038 0.414707 0.307585 0.052 Uiso 1 1 calc R . . . .
C8 C 0.38798(16) 0.4827(3) 0.36089(8) 0.0500(7) Uani 1 1 d . . . . .
C9 C 0.4048(2) 0.6002(3) 0.38329(10) 0.0729(9) Uani 1 1 d . . . . .
H9 H 0.436238 0.597032 0.408021 0.087 Uiso 1 1 calc R . . . .
C10 C 0.3753(2) 0.7216(3) 0.36911(10) 0.0834(11) Uani 1 1 d . . . . .
H10 H 0.386795 0.799618 0.384587 0.100 Uiso 1 1 calc R . . . .
C11 C 0.32871(18) 0.7301(3) 0.33230(9) 0.0651(8) Uani 1 1 d . . . . .
H11 H 0.308708 0.812646 0.323191 0.078 Uiso 1 1 calc R . . . .
C12 C 0.45274(16) 0.2669(3) 0.33576(8) 0.0476(6) Uani 1 1 d . . . . .
C13 C 0.41790(18) 0.1464(3) 0.32445(9) 0.0614(8) Uani 1 1 d . . . . .
H13 H 0.375896 0.114212 0.340826 0.074 Uiso 1 1 calc R . . . .
C14 C 0.4440(2) 0.0729(3) 0.28954(11) 0.0752(9) Uani 1 1 d . . . . .
H14 H 0.419564 -0.008036 0.282431 0.090 Uiso 1 1 calc R . . . .
C15 C 0.5054(2) 0.1183(3) 0.26529(10) 0.0724(9) Uani 1 1 d . . . . .
H15 H 0.523450 0.067704 0.241882 0.087 Uiso 1 1 calc R . . . .
C16 C 0.54072(19) 0.2380(3) 0.27527(10) 0.0669(8) Uani 1 1 d . . . . .
H16 H 0.582605 0.269133 0.258605 0.080 Uiso 1 1 calc R . . . .
C17 C 0.51401(17) 0.3130(3) 0.31027(9) 0.0582(7) Uani 1 1 d . . . . .
H17 H 0.537602 0.395203 0.316675 0.070 Uiso 1 1 calc R . . . .
C18 C 0.42236(16) 0.3484(3) 0.37301(8) 0.0516(7) Uani 1 1 d . . . . .
C19 C 0.42597(17) 0.3000(3) 0.41366(8) 0.0584(7) Uani 1 1 d D . . . .
C20 C 0.4731(2) 0.1757(3) 0.42320(8) 0.0622(8) Uani 1 1 d . . . . .
C21 C 0.4387(3) 0.0609(4) 0.44009(10) 0.0888(11) Uani 1 1 d . . . . .
H21 H 0.384872 0.059410 0.445640 0.107 Uiso 1 1 calc R . . . .
C22 C 0.4845(4) -0.0535(4) 0.44892(12) 0.1099(16) Uani 1 1 d . . . . .
H22 H 0.460870 -0.130917 0.459878 0.132 Uiso 1 1 calc R . . . .
C23 C 0.5624(4) -0.0512(5) 0.44155(13) 0.1181(19) Uani 1 1 d . . . . .
H23 H 0.592577 -0.127119 0.447547 0.142 Uiso 1 1 calc R . . . .
C24 C 0.5972(3) 0.0606(5) 0.42550(12) 0.1089(15) Uani 1 1 d . . . . .
H24 H 0.651202 0.061298 0.420703 0.131 Uiso 1 1 calc R . . . .
C25 C 0.5533(2) 0.1736(4) 0.41618(10) 0.0807(10) Uani 1 1 d . . . . .
H25 H 0.578040 0.249585 0.404989 0.097 Uiso 1 1 calc R . . . .
C26 C 0.3849(4) 0.3461(8) 0.45318(18) 0.064(3) Uani 0.510(16) 1 d D U P A 1
C27 C 0.3036(4) 0.3599(12) 0.45161(18) 0.085(3) Uani 0.510(16) 1 d G U P A 1
H27 H 0.276320 0.337028 0.426455 0.102 Uiso 0.510(16) 1 calc R . P A 1
C28 C 0.2629(4) 0.4077(15) 0.4876(2) 0.105(4) Uani 0.510(16) 1 d G U P A 1
H28 H 0.208444 0.416916 0.486580 0.126 Uiso 0.510(16) 1 calc R . P A 1
C29 C 0.3036(6) 0.4419(13) 0.52523(18) 0.108(4) Uani 0.510(16) 1 d G U P A 1
H29 H 0.276395 0.473881 0.549333 0.130 Uiso 0.510(16) 1 calc R . P A 1
C30 C 0.3850(6) 0.4281(9) 0.52680(17) 0.083(4) Uani 0.510(16) 1 d G U P A 1
H30 H 0.412221 0.450958 0.551960 0.099 Uiso 0.510(16) 1 calc R . P A 1
C31 C 0.4256(4) 0.3803(8) 0.4908(2) 0.046(3) Uani 0.510(16) 1 d G U P A 1
H31 H 0.480098 0.371070 0.491835 0.055 Uiso 0.510(16) 1 calc R . P A 1
C26A C 0.3861(5) 0.3762(11) 0.4506(2) 0.057(3) Uani 0.490(16) 1 d D U P A 2
C27A C 0.3116(5) 0.4339(14) 0.44899(19) 0.084(3) Uani 0.490(16) 1 d G U P A 2
H27A H 0.282333 0.429967 0.423484 0.100 Uiso 0.490(16) 1 calc R . P A 2
C28A C 0.2808(4) 0.4974(16) 0.4855(2) 0.105(4) Uani 0.490(16) 1 d G U P A 2
H28A H 0.230966 0.536036 0.484386 0.126 Uiso 0.490(16) 1 calc R . P A 2
C29A C 0.3245(5) 0.5033(12) 0.52360(19) 0.095(3) Uani 0.490(16) 1 d G U P A 2
H29A H 0.303949 0.545792 0.548018 0.114 Uiso 0.490(16) 1 calc R . P A 2
C30A C 0.3990(5) 0.4456(11) 0.5252(2) 0.097(5) Uani 0.490(16) 1 d G U P A 2
H30A H 0.428298 0.449481 0.550749 0.116 Uiso 0.490(16) 1 calc R . P A 2
C31A C 0.4298(5) 0.3820(12) 0.4888(3) 0.101(7) Uani 0.490(16) 1 d G U P A 2
H31A H 0.479666 0.343411 0.489848 0.121 Uiso 0.490(16) 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 C4 1.476(3) . ?
O1 C5 1.336(3) . ?
O2 C5 1.212(3) . ?
N1 H1 0.8600 . ?
N1 C5 1.354(3) . ?
N1 C6 1.406(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C4 1.502(4) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2 C4 1.510(4) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 C4 1.508(4) . ?
C6 C7 1.384(3) . ?
C6 C11 1.379(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.381(3) . ?
C8 C9 1.384(4) . ?
C8 C18 1.502(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.376(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.384(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.379(4) . ?
C12 C17 1.381(4) . ?
C12 C18 1.495(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.372(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.360(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.365(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.386(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.341(3) . ?
C19 C20 1.499(4) . ?
C19 C26 1.475(5) . ?
C19 C26A 1.524(5) . ?
C20 C21 1.382(4) . ?
C20 C25 1.380(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.402(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.343(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.350(7) . ?
C24 H24 0.9300 . ?
C24 C25 1.376(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.3900 . ?
C26 C31 1.3900 . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C30 C31 1.3900 . ?
C31 H31 0.9300 . ?
C26A C27A 1.3900 . ?
C26A C31A 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 . ?
C30A C31A 1.3900 . ?
C31A H31A 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
C5 O1 C4 121.30(18) . . ?
C5 N1 H1 116.1 . . ?
C5 N1 C6 127.9(2) . . ?
C6 N1 H1 116.1 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
O1 C4 C1 108.7(2) . . ?
O1 C4 C2 102.0(2) . . ?
O1 C4 C3 110.9(2) . . ?
C1 C4 C2 112.5(3) . . ?
C1 C4 C3 112.4(3) . . ?
C3 C4 C2 109.8(3) . . ?
O1 C5 N1 108.9(2) . . ?
O2 C5 O1 125.9(2) . . ?
O2 C5 N1 125.2(2) . . ?
C7 C6 N1 116.8(2) . . ?
C11 C6 N1 123.8(2) . . ?
C11 C6 C7 119.4(2) . . ?
C6 C7 H7 119.0 . . ?
C8 C7 C6 122.0(2) . . ?
C8 C7 H7 119.0 . . ?
C7 C8 C9 118.0(2) . . ?
C7 C8 C18 118.8(2) . . ?
C9 C8 C18 122.9(2) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.2(3) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C11 121.4(3) . . ?
C11 C10 H10 119.3 . . ?
C6 C11 C10 118.8(3) . . ?
C6 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C13 C12 C17 117.8(3) . . ?
C13 C12 C18 121.0(2) . . ?
C17 C12 C18 121.1(2) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.3(3) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.1(3) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.1(3) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.9(3) . . ?
C17 C16 H16 120.1 . . ?
C12 C17 C16 120.7(3) . . ?
C12 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C12 C18 C8 115.1(2) . . ?
C19 C18 C8 124.5(2) . . ?
C19 C18 C12 120.4(2) . . ?
C18 C19 C20 120.1(3) . . ?
C18 C19 C26 129.6(4) . . ?
C18 C19 C26A 119.9(5) . . ?
C20 C19 C26A 119.9(5) . . ?
C26 C19 C20 110.2(4) . . ?
C21 C20 C19 121.8(3) . . ?
C25 C20 C19 120.6(3) . . ?
C25 C20 C21 117.6(3) . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.4(4) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(4) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.5(5) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.5(5) . . ?
C25 C24 H24 119.7 . . ?
C20 C25 H25 119.5 . . ?
C24 C25 C20 121.0(4) . . ?
C24 C25 H25 119.5 . . ?
C27 C26 C19 118.2(5) . . ?
C27 C26 C31 120.0 . . ?
C31 C26 C19 121.8(5) . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 H30 120.0 . . ?
C26 C31 H31 120.0 . . ?
C30 C31 C26 120.0 . . ?
C30 C31 H31 120.0 . . ?
C27A C26A C19 125.6(6) . . ?
C27A C26A C31A 120.0 . . ?
C31A C26A C19 114.4(6) . . ?
C26A C27A H27A 120.0 . . ?
C28A C27A C26A 120.0 . . ?
C28A C27A H27A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C27A C28A C29A 120.0 . . ?
C29A C28A H28A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C28A C29A C30A 120.0 . . ?
C30A C29A H29A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C31A C30A C29A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C26A C31A H31A 120.0 . . ?
C30A C31A C26A 120.0 . . ?
C30A C31A H31A 120.0 . . ?

_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_220192404210k_0m
_database_code_depnum_ccdc_archive 'CCDC 2120990'
loop_
_audit_author_name
_audit_author_address
'Jun Zhang'
;Anhui Jianzhu University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-12-09 downloaded from the CCDC.
;
_audit_creation_date             2021-10-22
_audit_creation_method           
;
Olex2 1.2-beta
(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         'C31 H29 N O2'
_chemical_formula_sum            'C31 H29 N O2'
_chemical_formula_weight         447.55
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.8560(4)
_cell_length_b                   9.8906(3)
_cell_length_c                   30.6845(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5115.6(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9532
_cell_measurement_temperature    210
_cell_measurement_theta_max      26.453
_cell_measurement_theta_min      2.388
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.4903
_exptl_absorpt_correction_T_min  0.4403
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1248 before and 0.0837 after correction. The Ratio of minimum to maximum transmission is 0.8980. 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    1.162
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0803
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            39475
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.513
_diffrn_reflns_theta_min         2.417
_diffrn_ambient_temperature      210.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    .
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4242
_reflns_number_total             5850
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.267
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         5850
_refine_ls_number_restraints     73
_refine_ls_R_factor_all          0.1036
_refine_ls_R_factor_gt           0.0758
_refine_ls_restrained_S_all      1.148
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0287P)²+6.0303P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1725
_refine_ls_wR_factor_ref         0.1848
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26A-C19 \\sim C26-C19
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C26) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C29)
\\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C26A) \\sim Ueq,
Uanis(C31A) \\sim Ueq, Uanis(C30A) \\sim Ueq, Uanis(C29A) \\sim Ueq,
Uanis(C28A) \\sim Ueq, Uanis(C27A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Sof(C26A)=Sof(C31A)=Sof(H31A)=Sof(C30A)=Sof(H30A)=Sof(C29A)=Sof(H29A)=
 Sof(C28A)=Sof(H28A)=Sof(C27A)=Sof(H27A)=1-FVAR(1)
 Sof(C26)=Sof(C31)=Sof(H31)=Sof(C30)=Sof(H30)=Sof(C29)=Sof(H29)=Sof(C28)=
 Sof(H28)=Sof(C27)=Sof(H27)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C31(H31),
  C30(H30), C29(H29), C28(H28), C27(H27), C31A(H31A), C30A(H30A), C29A(H29A),
 C28A(H28A), C27A(H27A)
5.b Fitted hexagon refined as free rotating group:
 C26(C31,C30,C29,C28,C27), C26A(C31A,C30A,C29A,C28A,C27A)
5.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C)
;
_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 0.73293(11) 0.83470(16) 0.25007(6) 0.0408(4) Uani 1 1 d . . . . .
O2 O 0.79613(11) 0.67121(16) 0.21132(5) 0.0386(4) Uani 1 1 d . . . . .
N1 N 0.73363(13) 0.61361(19) 0.27119(6) 0.0342(5) Uani 1 1 d . . . . .
H1 H 0.752041 0.534784 0.263702 0.041 Uiso 1 1 calc R . . . .
C1 C 0.7485(2) 0.8115(4) 0.15204(11) 0.0740(11) Uani 1 1 d . . . . .
H1A H 0.720164 0.874349 0.170653 0.111 Uiso 1 1 calc GR . . . .
H1B H 0.714307 0.735843 0.144937 0.111 Uiso 1 1 calc GR . . . .
H1C H 0.764343 0.857147 0.125430 0.111 Uiso 1 1 calc GR . . . .
C2 C 0.8727(2) 0.8753(3) 0.19204(10) 0.0574(8) Uani 1 1 d . . . . .
H2A H 0.913276 0.839381 0.211264 0.086 Uiso 1 1 calc GR . . . .
H2B H 0.840168 0.939458 0.207883 0.086 Uiso 1 1 calc GR . . . .
H2C H 0.897753 0.920381 0.167555 0.086 Uiso 1 1 calc GR . . . .
C3 C 0.8703(3) 0.6670(3) 0.14757(11) 0.0742(12) Uani 1 1 d . . . . .
H3A H 0.837629 0.592089 0.137826 0.111 Uiso 1 1 calc GR . . . .
H3B H 0.914545 0.632550 0.164462 0.111 Uiso 1 1 calc GR . . . .
H3C H 0.890217 0.715975 0.122472 0.111 Uiso 1 1 calc GR . . . .
C4 C 0.82128(16) 0.7607(3) 0.17549(8) 0.0389(6) Uani 1 1 d . . . . .
C5 C 0.75262(15) 0.7179(2) 0.24471(8) 0.0319(5) Uani 1 1 d . . . . .
C6 C 0.68764(14) 0.6174(2) 0.30943(8) 0.0322(5) Uani 1 1 d . . . . .
C7 C 0.65689(14) 0.4953(2) 0.32365(8) 0.0334(5) Uani 1 1 d . . . . .
H7 H 0.666947 0.416754 0.307296 0.040 Uiso 1 1 calc R . . . .
C8 C 0.61165(15) 0.4852(3) 0.36134(8) 0.0389(6) Uani 1 1 d . . . . .
C9 C 0.5951(2) 0.6035(3) 0.38438(10) 0.0595(9) Uani 1 1 d . . . . .
H9 H 0.563189 0.600561 0.409481 0.071 Uiso 1 1 calc R . . . .
C10 C 0.6258(2) 0.7247(3) 0.37013(11) 0.0700(11) Uani 1 1 d . . . . .
H10 H 0.615232 0.803480 0.386225 0.084 Uiso 1 1 calc R . . . .
C11 C 0.67180(18) 0.7343(3) 0.33290(10) 0.0503(7) Uani 1 1 d . . . . .
H11 H 0.691884 0.818261 0.323694 0.060 Uiso 1 1 calc R . . . .
C12 C 0.54719(15) 0.2692(2) 0.33610(8) 0.0341(5) Uani 1 1 d . . . . .
C13 C 0.58309(17) 0.1480(3) 0.32473(9) 0.0440(6) Uani 1 1 d . . . . .
H13 H 0.625740 0.115440 0.341445 0.053 Uiso 1 1 calc R . . . .
C14 C 0.55725(19) 0.0750(3) 0.28946(10) 0.0531(8) Uani 1 1 d . . . . .
H14 H 0.582332 -0.006897 0.282302 0.064 Uiso 1 1 calc R . . . .
C15 C 0.49550(18) 0.1202(3) 0.26466(9) 0.0487(7) Uani 1 1 d . . . . .
H15 H 0.478123 0.069566 0.240548 0.058 Uiso 1 1 calc R . . . .
C16 C 0.45885(17) 0.2399(3) 0.27508(9) 0.0477(7) Uani 1 1 d . . . . .
H16 H 0.415981 0.270829 0.258211 0.057 Uiso 1 1 calc R . . . .
C17 C 0.48486(16) 0.3153(3) 0.31041(9) 0.0416(6) Uani 1 1 d . . . . .
H17 H 0.460216 0.398099 0.317020 0.050 Uiso 1 1 calc R . . . .
C18 C 0.57711(15) 0.3512(3) 0.37351(8) 0.0377(6) Uani 1 1 d . . . . .
C19 C 0.57365(16) 0.3018(3) 0.41432(9) 0.0433(6) Uani 1 1 d D . . . .
C20 C 0.52615(19) 0.1778(3) 0.42374(9) 0.0479(7) Uani 1 1 d . . . . .
C21 C 0.5615(3) 0.0622(4) 0.44040(11) 0.0761(12) Uani 1 1 d . . . . .
H21 H 0.616441 0.060606 0.445782 0.091 Uiso 1 1 calc R . . . .
C22 C 0.5147(4) -0.0531(4) 0.44926(13) 0.1009(19) Uani 1 1 d . . . . .
H22 H 0.538376 -0.131963 0.460310 0.121 Uiso 1 1 calc R . . . .
C23 C 0.4358(5) -0.0496(5) 0.44184(13) 0.106(2) Uani 1 1 d . . . . .
H23 H 0.404810 -0.126405 0.447805 0.127 Uiso 1 1 calc R . . . .
C24 C 0.4011(3) 0.0623(5) 0.42601(13) 0.0909(15) Uani 1 1 d . . . . .
H24 H 0.346085 0.062955 0.421140 0.109 Uiso 1 1 calc R . . . .
C25 C 0.4450(2) 0.1758(4) 0.41684(11) 0.0625(9) Uani 1 1 d . . . . .
H25 H 0.419590 0.253070 0.405740 0.075 Uiso 1 1 calc R . . . .
C26 C 0.6175(5) 0.3765(9) 0.4517(2) 0.046(3) Uani 0.473(14) 1 d D U P A 1
C31 C 0.5753(4) 0.3793(11) 0.4906(3) 0.036(3) Uani 0.473(14) 1 d G U P A 1
H31 H 0.525947 0.335389 0.492619 0.043 Uiso 0.473(14) 1 calc R . P A 1
C30 C 0.6060(4) 0.4470(10) 0.5265(2) 0.054(3) Uani 0.473(14) 1 d G U P A 1
H30 H 0.577463 0.448938 0.552831 0.065 Uiso 0.473(14) 1 calc R . P A 1
C29 C 0.6789(4) 0.5119(10) 0.52353(18) 0.074(3) Uani 0.473(14) 1 d G U P A 1
H29 H 0.699721 0.557759 0.547825 0.089 Uiso 0.473(14) 1 calc R . P A 1
C28 C 0.7211(3) 0.5091(13) 0.4846(2) 0.073(3) Uani 0.473(14) 1 d G U P A 1
H28 H 0.770464 0.553033 0.482606 0.088 Uiso 0.473(14) 1 calc R . P A 1
C27 C 0.6904(4) 0.4414(11) 0.44871(18) 0.061(3) Uani 0.473(14) 1 d G U P A 1
H27 H 0.718949 0.439484 0.422394 0.073 Uiso 0.473(14) 1 calc R . P A 1
C26A C 0.6113(4) 0.3526(9) 0.4546(2) 0.049(3) Uani 0.527(14) 1 d D U P A 2
C31A C 0.5694(3) 0.3835(12) 0.4923(3) 0.061(5) Uani 0.527(14) 1 d G U P A 2
H31A H 0.513961 0.373376 0.493031 0.073 Uiso 0.527(14) 1 calc R . P A 2
C30A C 0.6095(4) 0.4294(11) 0.5291(2) 0.079(5) Uani 0.527(14) 1 d G U P A 2
H30A H 0.581188 0.450317 0.554570 0.095 Uiso 0.527(14) 1 calc R . P A 2
C29A C 0.6915(4) 0.4444(11) 0.52803(15) 0.078(3) Uani 0.527(14) 1 d G U P A 2
H29A H 0.718595 0.475417 0.552860 0.094 Uiso 0.527(14) 1 calc R . P A 2
C28A C 0.7333(3) 0.4135(13) 0.49030(18) 0.077(3) Uani 0.527(14) 1 d G U P A 2
H28A H 0.788776 0.423577 0.489611 0.093 Uiso 0.527(14) 1 calc R . P A 2
C27A C 0.6932(4) 0.3675(10) 0.45359(14) 0.059(2) Uani 0.527(14) 1 d G U P A 2
H27A H 0.721550 0.346636 0.428072 0.071 Uiso 0.527(14) 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 C5 1.213(3) . ?
O2 C4 1.474(3) . ?
O2 C5 1.342(3) . ?
N1 H1 0.8700 . ?
N1 C5 1.352(3) . ?
N1 C6 1.407(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C1 C4 1.508(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
C2 C4 1.515(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C3 C4 1.509(4) . ?
C6 C7 1.385(3) . ?
C6 C11 1.388(3) . ?
C7 H7 0.9400 . ?
C7 C8 1.389(3) . ?
C8 C9 1.395(4) . ?
C8 C18 1.495(4) . ?
C9 H9 0.9400 . ?
C9 C10 1.376(4) . ?
C10 H10 0.9400 . ?
C10 C11 1.384(4) . ?
C11 H11 0.9400 . ?
C12 C13 1.387(4) . ?
C12 C17 1.390(4) . ?
C12 C18 1.493(4) . ?
C13 H13 0.9400 . ?
C13 C14 1.372(4) . ?
C14 H14 0.9400 . ?
C14 C15 1.365(4) . ?
C15 H15 0.9400 . ?
C15 C16 1.373(4) . ?
C16 H16 0.9400 . ?
C16 C17 1.387(4) . ?
C17 H17 0.9400 . ?
C18 C19 1.345(4) . ?
C19 C20 1.493(4) . ?
C19 C26 1.551(5) . ?
C19 C26A 1.477(5) . ?
C20 C21 1.387(4) . ?
C20 C25 1.385(5) . ?
C21 H21 0.9400 . ?
C21 C22 1.414(6) . ?
C22 H22 0.9400 . ?
C22 C23 1.349(7) . ?
C23 H23 0.9400 . ?
C23 C24 1.343(7) . ?
C24 H24 0.9400 . ?
C24 C25 1.373(5) . ?
C25 H25 0.9400 . ?
C26 C31 1.3900 . ?
C26 C27 1.3900 . ?
C31 H31 0.9400 . ?
C31 C30 1.3900 . ?
C30 H30 0.9400 . ?
C30 C29 1.3900 . ?
C29 H29 0.9400 . ?
C29 C28 1.3900 . ?
C28 H28 0.9400 . ?
C28 C27 1.3900 . ?
C27 H27 0.9400 . ?
C26A C31A 1.3900 . ?
C26A C27A 1.3900 . ?
C31A H31A 0.9400 . ?
C31A C30A 1.3900 . ?
C30A H30A 0.9400 . ?
C30A C29A 1.3900 . ?
C29A H29A 0.9400 . ?
C29A C28A 1.3900 . ?
C28A H28A 0.9400 . ?
C28A C27A 1.3900 . ?
C27A H27A 0.9400 . ?

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
C5 O2 C4 121.32(18) . . ?
C5 N1 H1 116.1 . . ?
C5 N1 C6 127.7(2) . . ?
C6 N1 H1 116.1 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
O2 C4 C1 108.8(2) . . ?
O2 C4 C2 111.3(2) . . ?
O2 C4 C3 102.2(2) . . ?
C1 C4 C2 112.1(3) . . ?
C1 C4 C3 112.3(3) . . ?
C3 C4 C2 109.7(3) . . ?
O1 C5 O2 125.5(2) . . ?
O1 C5 N1 125.5(2) . . ?
O2 C5 N1 108.99(19) . . ?
C7 C6 N1 116.5(2) . . ?
C7 C6 C11 119.4(2) . . ?
C11 C6 N1 124.1(2) . . ?
C6 C7 H7 119.0 . . ?
C6 C7 C8 122.0(2) . . ?
C8 C7 H7 119.0 . . ?
C7 C8 C9 118.1(2) . . ?
C7 C8 C18 119.0(2) . . ?
C9 C8 C18 122.6(2) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 C8 119.6(3) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 118.9 . . ?
C9 C10 C11 122.2(3) . . ?
C11 C10 H10 118.9 . . ?
C6 C11 H11 120.7 . . ?
C10 C11 C6 118.6(3) . . ?
C10 C11 H11 120.7 . . ?
C13 C12 C17 118.1(2) . . ?
C13 C12 C18 121.0(2) . . ?
C17 C12 C18 120.9(2) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.0(3) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.7(3) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.7(3) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.2(3) . . ?
C17 C16 H16 119.9 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.4(3) . . ?
C16 C17 H17 119.8 . . ?
C12 C18 C8 114.9(2) . . ?
C19 C18 C8 124.8(2) . . ?
C19 C18 C12 120.3(2) . . ?
C18 C19 C20 120.1(3) . . ?
C18 C19 C26 119.7(4) . . ?
C18 C19 C26A 129.6(4) . . ?
C20 C19 C26 120.2(4) . . ?
C26A C19 C20 110.3(4) . . ?
C21 C20 C19 121.2(3) . . ?
C25 C20 C19 120.8(3) . . ?
C25 C20 C21 118.0(3) . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.7(4) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.9(4) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.7(5) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 119.5 . . ?
C23 C24 C25 120.9(5) . . ?
C25 C24 H24 119.5 . . ?
C20 C25 H25 119.6 . . ?
C24 C25 C20 120.8(4) . . ?
C24 C25 H25 119.6 . . ?
C31 C26 C19 113.6(5) . . ?
C31 C26 C27 120.0 . . ?
C27 C26 C19 126.3(5) . . ?
C26 C31 H31 120.0 . . ?
C26 C31 C30 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C30 H30 120.0 . . ?
C29 C30 C31 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C27 C28 H28 120.0 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C31A C26A C19 123.6(5) . . ?
C31A C26A C27A 120.0 . . ?
C27A C26A C19 116.4(5) . . ?
C26A C31A H31A 120.0 . . ?
C26A C31A C30A 120.0 . . ?
C30A C31A H31A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C29A C30A C31A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C30A C29A H29A 120.0 . . ?
C30A C29A C28A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C29A C28A H28A 120.0 . . ?
C29A C28A C27A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C28A C27A C26A 120.0 . . ?
C28A C27A H27A 120.0 . . ?

_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_22019259298k_0m
_database_code_depnum_ccdc_archive 'CCDC 2120996'
loop_
_audit_author_name
_audit_author_address
'Jun Zhang'
;Anhui Jianzhu University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-12-09 downloaded from the CCDC.
;
_audit_creation_date             2021-10-22
_audit_creation_method           
;
Olex2 1.2-beta
(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         'C31 H29 N O2'
_chemical_formula_sum            'C31 H29 N O2'
_chemical_formula_weight         447.55
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.064(2)
_cell_length_b                   9.9101(12)
_cell_length_c                   30.823(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5212.5(11)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3098
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.356
_cell_measurement_theta_min      2.467
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6645
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0960
_diffrn_reflns_av_unetI/netI     0.0782
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            27781
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.520
_diffrn_reflns_theta_min         2.387
_diffrn_ambient_temperature      298.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    .
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2705
_reflns_number_total             5962
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.271
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         5962
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.1710
_refine_ls_R_factor_gt           0.0712
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0848P)²+1.3182P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1615
_refine_ls_wR_factor_ref         0.2135
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C29)
\\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C31) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
3. Rigid body (RIGU) restrains
 C26, C27, C28, C29, C30, C31
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27),
  C28(H28), C29(H29), C30(H30), C31(H31)
4.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.73289(11) 0.82971(17) 0.74960(6) 0.0591(5) Uani 1 1 d . . . . .
O1 O 0.79508(11) 0.66687(17) 0.78815(5) 0.0574(5) Uani 1 1 d . . . . .
N1 N 0.73369(13) 0.6101(2) 0.72853(6) 0.0501(6) Uani 1 1 d . . . . .
H1 H 0.752481 0.532585 0.735592 0.060 Uiso 1 1 calc R . . . .
C1 C 0.8679(3) 0.6615(4) 0.85168(11) 0.1012(14) Uani 1 1 d . . . . .
H1A H 0.835786 0.587737 0.861236 0.152 Uiso 1 1 calc GR . . . .
H1B H 0.887613 0.709496 0.876434 0.152 Uiso 1 1 calc GR . . . .
H1C H 0.911069 0.627178 0.834989 0.152 Uiso 1 1 calc GR . . . .
C2 C 0.7484(2) 0.8067(4) 0.84707(11) 0.1027(13) Uani 1 1 d . . . . .
H2A H 0.720909 0.868780 0.828611 0.154 Uiso 1 1 calc GR . . . .
H2B H 0.763812 0.851958 0.873258 0.154 Uiso 1 1 calc GR . . . .
H2C H 0.714717 0.732283 0.854088 0.154 Uiso 1 1 calc GR . . . .
C3 C 0.8709(2) 0.8688(4) 0.80734(11) 0.0860(11) Uani 1 1 d . . . . .
H3A H 0.909977 0.832667 0.788145 0.129 Uiso 1 1 calc GR . . . .
H3B H 0.896135 0.912738 0.831334 0.129 Uiso 1 1 calc GR . . . .
H3C H 0.839183 0.932787 0.791950 0.129 Uiso 1 1 calc GR . . . .
C4 C 0.81986(18) 0.7555(3) 0.82402(8) 0.0568(8) Uani 1 1 d . . . . .
C5 C 0.75210(16) 0.7134(2) 0.75493(8) 0.0459(6) Uani 1 1 d . . . . .
C6 C 0.68728(16) 0.6134(2) 0.69066(8) 0.0473(6) Uani 1 1 d . . . . .
C7 C 0.65723(15) 0.4913(3) 0.67634(8) 0.0475(6) Uani 1 1 d . . . . .
H7 H 0.667863 0.413422 0.692120 0.057 Uiso 1 1 calc R . . . .
C8 C 0.61191(16) 0.4819(3) 0.63926(8) 0.0526(7) Uani 1 1 d . . . . .
C9 C 0.5955(2) 0.6000(3) 0.61689(10) 0.0770(10) Uani 1 1 d . . . . .
H9 H 0.564568 0.596991 0.592082 0.092 Uiso 1 1 calc R . . . .
C10 C 0.6247(2) 0.7214(3) 0.63109(11) 0.0878(12) Uani 1 1 d . . . . .
H10 H 0.613094 0.799651 0.615719 0.105 Uiso 1 1 calc R . . . .
C11 C 0.67103(19) 0.7295(3) 0.66781(10) 0.0689(9) Uani 1 1 d . . . . .
H11 H 0.690921 0.812167 0.676940 0.083 Uiso 1 1 calc R . . . .
C12 C 0.54721(16) 0.2663(3) 0.66430(8) 0.0505(7) Uani 1 1 d . . . . .
C13 C 0.58174(19) 0.1456(3) 0.67565(10) 0.0657(8) Uani 1 1 d . . . . .
H13 H 0.623536 0.113171 0.659327 0.079 Uiso 1 1 calc R . . . .
C14 C 0.5557(2) 0.0725(3) 0.71050(12) 0.0786(10) Uani 1 1 d . . . . .
H14 H 0.580038 -0.008486 0.717619 0.094 Uiso 1 1 calc R . . . .
C15 C 0.4947(2) 0.1174(4) 0.73466(11) 0.0765(10) Uani 1 1 d . . . . .
H15 H 0.476963 0.066573 0.758034 0.092 Uiso 1 1 calc R . . . .
C16 C 0.4592(2) 0.2374(3) 0.72475(10) 0.0704(9) Uani 1 1 d . . . . .
H16 H 0.417541 0.268551 0.741391 0.085 Uiso 1 1 calc R . . . .
C17 C 0.48591(18) 0.3122(3) 0.68974(10) 0.0624(8) Uani 1 1 d . . . . .
H17 H 0.462292 0.394279 0.683242 0.075 Uiso 1 1 calc R . . . .
C18 C 0.57803(16) 0.3477(3) 0.62712(8) 0.0549(7) Uani 1 1 d . . . . .
C19 C 0.57397(17) 0.2994(3) 0.58656(9) 0.0614(8) Uani 1 1 d . . . . .
C20 C 0.5269(2) 0.1753(3) 0.57701(9) 0.0652(8) Uani 1 1 d . . . . .
C21 C 0.5615(3) 0.0609(4) 0.55987(11) 0.0937(12) Uani 1 1 d . . . . .
H21 H 0.614994 0.060061 0.554124 0.112 Uiso 1 1 calc R . . . .
C22 C 0.5161(4) -0.0539(5) 0.55112(13) 0.1137(17) Uani 1 1 d . . . . .
H22 H 0.539457 -0.131661 0.540253 0.136 Uiso 1 1 calc R . . . .
C23 C 0.4386(5) -0.0504(5) 0.55859(13) 0.1187(19) Uani 1 1 d . . . . .
H23 H 0.408653 -0.126496 0.552552 0.142 Uiso 1 1 calc R . . . .
C24 C 0.4029(3) 0.0609(5) 0.57467(13) 0.1149(16) Uani 1 1 d . . . . .
H24 H 0.349088 0.061372 0.579475 0.138 Uiso 1 1 calc R . . . .
C25 C 0.4474(2) 0.1739(4) 0.58384(11) 0.0853(11) Uani 1 1 d . . . . .
H25 H 0.423013 0.250453 0.594868 0.102 Uiso 1 1 calc R . . . .
C26 C 0.61394(19) 0.3608(4) 0.54842(9) 0.0715(9) Uani 1 1 d . U . . .
C27 C 0.6918(3) 0.3944(6) 0.54924(13) 0.1390(19) Uani 1 1 d . U . . .
H27 H 0.721023 0.380732 0.574338 0.167 Uiso 1 1 calc R . . . .
C28 C 0.7274(3) 0.4492(8) 0.51252(17) 0.182(3) Uani 1 1 d . U . . .
H28 H 0.780553 0.469657 0.512937 0.219 Uiso 1 1 calc R . . . .
C29 C 0.6840(3) 0.4732(7) 0.47561(16) 0.152(2) Uani 1 1 d . U . . .
H29 H 0.707210 0.513921 0.451649 0.182 Uiso 1 1 calc R . . . .
C30 C 0.6088(3) 0.4378(5) 0.47440(12) 0.1027(13) Uani 1 1 d . U . . .
H30 H 0.579637 0.451825 0.449331 0.123 Uiso 1 1 calc R . . . .
C31 C 0.5744(2) 0.3805(3) 0.51016(9) 0.0731(9) Uani 1 1 d . U . . .
H31 H 0.522223 0.354094 0.508418 0.088 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C5 1.209(3) . ?
O1 C4 1.474(3) . ?
O1 C5 1.342(3) . ?
N1 H1 0.8600 . ?
N1 C5 1.345(3) . ?
N1 C6 1.411(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C4 1.506(4) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2 C4 1.500(5) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 C4 1.511(4) . ?
C6 C7 1.386(3) . ?
C6 C11 1.378(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.383(4) . ?
C8 C9 1.387(4) . ?
C8 C18 1.498(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.374(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.383(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.378(4) . ?
C12 C17 1.384(4) . ?
C12 C18 1.497(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.370(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.354(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.369(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.386(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.341(4) . ?
C19 C20 1.499(4) . ?
C19 C26 1.489(4) . ?
C20 C21 1.383(5) . ?
C20 C25 1.373(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.402(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.343(7) . ?
C23 H23 0.9300 . ?
C23 C24 1.355(7) . ?
C24 H24 0.9300 . ?
C24 C25 1.382(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.371(5) . ?
C26 C31 1.373(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.394(6) . ?
C28 H28 0.9300 . ?
C28 C29 1.377(7) . ?
C29 H29 0.9300 . ?
C29 C30 1.331(6) . ?
C30 H30 0.9300 . ?
C30 C31 1.372(5) . ?
C31 H31 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
C5 O1 C4 121.6(2) . . ?
C5 N1 H1 116.1 . . ?
C5 N1 C6 127.8(2) . . ?
C6 N1 H1 116.1 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
O1 C4 C1 102.2(2) . . ?
O1 C4 C2 108.9(3) . . ?
O1 C4 C3 110.7(2) . . ?
C1 C4 C3 109.8(3) . . ?
C2 C4 C1 112.6(3) . . ?
C2 C4 C3 112.3(3) . . ?
O2 C5 O1 125.4(2) . . ?
O2 C5 N1 125.5(2) . . ?
O1 C5 N1 109.1(2) . . ?
C7 C6 N1 116.8(2) . . ?
C11 C6 N1 123.8(2) . . ?
C11 C6 C7 119.5(2) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 C6 121.9(2) . . ?
C8 C7 H7 119.1 . . ?
C7 C8 C9 117.8(3) . . ?
C7 C8 C18 118.8(2) . . ?
C9 C8 C18 123.2(2) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.5(3) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.3(3) . . ?
C11 C10 H10 119.4 . . ?
C6 C11 C10 119.0(3) . . ?
C6 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C13 C12 C17 117.7(3) . . ?
C13 C12 C18 120.8(3) . . ?
C17 C12 C18 121.5(3) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.3(3) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.5(3) . . ?
C17 C16 H16 120.2 . . ?
C12 C17 C16 120.9(3) . . ?
C12 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C12 C18 C8 115.0(2) . . ?
C19 C18 C8 124.8(3) . . ?
C19 C18 C12 120.2(3) . . ?
C18 C19 C20 120.3(3) . . ?
C18 C19 C26 124.5(3) . . ?
C26 C19 C20 115.2(2) . . ?
C21 C20 C19 121.3(3) . . ?
C25 C20 C19 120.5(3) . . ?
C25 C20 C21 118.2(4) . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.2(4) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.3(5) . . ?
C23 C22 H22 120.3 . . ?
C22 C23 H23 119.1 . . ?
C22 C23 C24 121.8(5) . . ?
C24 C23 H23 119.1 . . ?
C23 C24 H24 120.4 . . ?
C23 C24 C25 119.2(5) . . ?
C25 C24 H24 120.4 . . ?
C20 C25 C24 121.3(4) . . ?
C20 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C27 C26 C19 121.9(3) . . ?
C27 C26 C31 117.2(3) . . ?
C31 C26 C19 120.8(3) . . ?
C26 C27 H27 119.9 . . ?
C26 C27 C28 120.1(4) . . ?
C28 C27 H27 119.9 . . ?
C27 C28 H28 119.9 . . ?
C29 C28 C27 120.3(5) . . ?
C29 C28 H28 119.9 . . ?
C28 C29 H29 120.2 . . ?
C30 C29 C28 119.7(5) . . ?
C30 C29 H29 120.2 . . ?
C29 C30 H30 120.0 . . ?
C29 C30 C31 120.0(4) . . ?
C31 C30 H30 120.0 . . ?
C26 C31 H31 118.7 . . ?
C30 C31 C26 122.6(4) . . ?
C30 C31 H31 118.7 . . ?

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 2.07 2.910(3) 164.6 8_755 yes
C7 H7 O2 0.93 2.59 3.343(3) 138.7 8_755 yes

_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_22019259240k_0m
_database_code_depnum_ccdc_archive 'CCDC 2120992'
loop_
_audit_author_name
_audit_author_address
'Jun Zhang'
;Anhui Jianzhu University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-12-09 downloaded from the CCDC.
;
_audit_creation_date             2021-10-22
_audit_creation_method           
;
Olex2 1.2-beta
(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         'C31 H29 N O2'
_chemical_formula_sum            'C31 H29 N O2'
_chemical_formula_weight         447.55
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.9294(17)
_cell_length_b                   9.9015(8)
_cell_length_c                   30.714(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5148.5(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3189
_cell_measurement_temperature    240
_cell_measurement_theta_max      25.122
_cell_measurement_theta_min      2.406
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.155
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0878
_diffrn_reflns_av_unetI/netI     0.0732
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            28092
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.582
_diffrn_reflns_theta_min         2.406
_diffrn_ambient_temperature      240.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    .
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2769
_reflns_number_total             5876
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         -0.200
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         5876
_refine_ls_number_restraints     73
_refine_ls_R_factor_all          0.1608
_refine_ls_R_factor_gt           0.0640
_refine_ls_restrained_S_all      1.074
_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)+(0.1028P)²+0.9471P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1591
_refine_ls_wR_factor_ref         0.2297
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26A-C19 \\sim C26-C19
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C29)
\\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C26A) \\sim Ueq,
Uanis(C27A) \\sim Ueq, Uanis(C28A) \\sim Ueq, Uanis(C29A) \\sim Ueq,
Uanis(C30A) \\sim Ueq, Uanis(C31A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Sof(C26A)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(H29A)=
 Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(H31A)=1-FVAR(1)
 Sof(C26)=Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=
 Sof(H30)=Sof(C31)=Sof(H31)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27),
  C28(H28), C29(H29), C30(H30), C31(H31), C27A(H27A), C28A(H28A), C29A(H29A),
 C30A(H30A), C31A(H31A)
5.b Fitted hexagon refined as free rotating group:
 C26(C27,C28,C29,C30,C31), C26A(C27A,C28A,C29A,C30A,C31A)
5.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C)
;
_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 0.20429(11) 0.66982(16) 0.21154(6) 0.0523(5) Uani 1 1 d . . . . .
O2 O 0.26727(11) 0.83293(16) 0.25028(6) 0.0545(5) Uani 1 1 d . . . . .
N1 N 0.26644(13) 0.61250(19) 0.27131(7) 0.0460(5) Uani 1 1 d . . . . .
H1 H 0.248020 0.533778 0.263885 0.055 Uiso 1 1 calc R . . . .
C1 C 0.1305(2) 0.6650(3) 0.14797(11) 0.0893(12) Uani 1 1 d . . . . .
H1A H 0.085986 0.632143 0.164797 0.134 Uiso 1 1 calc GR . . . .
H1B H 0.162728 0.589211 0.138741 0.134 Uiso 1 1 calc GR . . . .
H1C H 0.111333 0.713127 0.122572 0.134 Uiso 1 1 calc GR . . . .
C2 C 0.1278(2) 0.8731(3) 0.19221(11) 0.0735(9) Uani 1 1 d . . . . .
H2A H 0.159946 0.937550 0.208070 0.110 Uiso 1 1 calc GR . . . .
H2B H 0.087519 0.836797 0.211396 0.110 Uiso 1 1 calc GR . . . .
H2C H 0.102745 0.917942 0.167750 0.110 Uiso 1 1 calc GR . . . .
C3 C 0.2514(2) 0.8103(4) 0.15228(11) 0.0899(12) Uani 1 1 d . . . . .
H3A H 0.285009 0.734707 0.144530 0.135 Uiso 1 1 calc GR . . . .
H3B H 0.280205 0.871556 0.171109 0.135 Uiso 1 1 calc GR . . . .
H3C H 0.235344 0.857605 0.126075 0.135 Uiso 1 1 calc GR . . . .
C4 C 0.17949(17) 0.7592(3) 0.17568(9) 0.0529(7) Uani 1 1 d . . . . .
C5 C 0.24752(16) 0.7163(2) 0.24495(8) 0.0438(6) Uani 1 1 d . . . . .
C6 C 0.31237(15) 0.6163(2) 0.30937(8) 0.0442(6) Uani 1 1 d . . . . .
C7 C 0.34336(15) 0.4943(2) 0.32377(8) 0.0448(6) Uani 1 1 d . . . . .
H7 H 0.333494 0.415805 0.307454 0.054 Uiso 1 1 calc R . . . .
C8 C 0.38824(16) 0.4844(3) 0.36127(9) 0.0507(7) Uani 1 1 d . . . . .
C9 C 0.4045(2) 0.6022(3) 0.38390(11) 0.0722(9) Uani 1 1 d . . . . .
H9 H 0.435637 0.599097 0.409209 0.087 Uiso 1 1 calc R . . . .
C10 C 0.3752(2) 0.7233(3) 0.36943(11) 0.0819(11) Uani 1 1 d . . . . .
H10 H 0.386986 0.802257 0.385103 0.098 Uiso 1 1 calc R . . . .
C11 C 0.32885(19) 0.7327(3) 0.33256(10) 0.0637(8) Uani 1 1 d . . . . .
H11 H 0.308895 0.816656 0.323394 0.076 Uiso 1 1 calc R . . . .
C12 C 0.45272(16) 0.2683(2) 0.33595(8) 0.0468(6) Uani 1 1 d . . . . .
C13 C 0.41740(18) 0.1474(3) 0.32459(10) 0.0588(8) Uani 1 1 d . . . . .
H13 H 0.374859 0.114773 0.341215 0.071 Uiso 1 1 calc R . . . .
C14 C 0.4433(2) 0.0743(3) 0.28952(11) 0.0698(9) Uani 1 1 d . . . . .
H14 H 0.418453 -0.007656 0.282401 0.084 Uiso 1 1 calc R . . . .
C15 C 0.5047(2) 0.1191(3) 0.26496(11) 0.0665(9) Uani 1 1 d . . . . .
H15 H 0.522392 0.067844 0.241114 0.080 Uiso 1 1 calc R . . . .
C16 C 0.54080(18) 0.2395(3) 0.27501(10) 0.0631(8) Uani 1 1 d . . . . .
H16 H 0.583178 0.270867 0.258011 0.076 Uiso 1 1 calc R . . . .
C17 C 0.51457(17) 0.3148(3) 0.31032(10) 0.0559(7) Uani 1 1 d . . . . .
H17 H 0.538834 0.397681 0.316914 0.067 Uiso 1 1 calc R . . . .
C18 C 0.42267(16) 0.3499(3) 0.37327(9) 0.0512(7) Uani 1 1 d . . . . .
C19 C 0.42623(17) 0.3014(3) 0.41397(9) 0.0575(8) Uani 1 1 d D . . . .
C20 C 0.4736(2) 0.1766(3) 0.42348(9) 0.0615(8) Uani 1 1 d . . . . .
C21 C 0.4386(3) 0.0617(4) 0.44018(11) 0.0882(12) Uani 1 1 d . . . . .
H21 H 0.383933 0.060057 0.445628 0.106 Uiso 1 1 calc R . . . .
C22 C 0.4852(4) -0.0533(4) 0.44903(13) 0.1079(16) Uani 1 1 d . . . . .
H22 H 0.461501 -0.132141 0.460012 0.129 Uiso 1 1 calc R . . . .
C23 C 0.5637(4) -0.0501(5) 0.44172(13) 0.1116(18) Uani 1 1 d . . . . .
H23 H 0.594438 -0.126771 0.447982 0.134 Uiso 1 1 calc R . . . .
C24 C 0.5987(3) 0.0614(5) 0.42555(13) 0.1037(14) Uani 1 1 d . . . . .
H24 H 0.653494 0.061893 0.420454 0.124 Uiso 1 1 calc R . . . .
C25 C 0.5542(2) 0.1754(4) 0.41645(11) 0.0786(10) Uani 1 1 d . . . . .
H25 H 0.579203 0.252849 0.405343 0.094 Uiso 1 1 calc R . . . .
C26 C 0.3880(4) 0.3541(9) 0.4535(2) 0.066(4) Uani 0.555(15) 1 d D U P A 1
C27 C 0.3062(4) 0.3662(11) 0.45283(16) 0.084(3) Uani 0.555(15) 1 d G U P A 1
H27 H 0.277870 0.342933 0.427612 0.101 Uiso 0.555(15) 1 calc R . P A 1
C28 C 0.2664(4) 0.4128(14) 0.4894(2) 0.100(3) Uani 0.555(15) 1 d G U P A 1
H28 H 0.211062 0.421016 0.488973 0.120 Uiso 0.555(15) 1 calc R . P A 1
C29 C 0.3083(5) 0.4473(11) 0.52672(16) 0.106(3) Uani 0.555(15) 1 d G U P A 1
H29 H 0.281354 0.478809 0.551476 0.127 Uiso 0.555(15) 1 calc R . P A 1
C30 C 0.3901(4) 0.4352(9) 0.52740(19) 0.070(5) Uani 0.555(15) 1 d G U P A 1
H30 H 0.418456 0.458518 0.552618 0.084 Uiso 0.555(15) 1 calc R . P A 1
C31 C 0.4300(3) 0.3886(11) 0.4908(3) 0.079(5) Uani 0.555(15) 1 d G U P A 1
H31 H 0.485266 0.380434 0.491257 0.095 Uiso 0.555(15) 1 calc R . P A 1
C26A C 0.3821(5) 0.3725(9) 0.4515(2) 0.059(4) Uani 0.445(15) 1 d D U P A 2
C27A C 0.3098(5) 0.4384(13) 0.4489(2) 0.073(3) Uani 0.445(15) 1 d G U P A 2
H27A H 0.281035 0.437473 0.422768 0.088 Uiso 0.445(15) 1 calc R . P A 2
C28A C 0.2800(5) 0.5057(15) 0.4851(3) 0.093(4) Uani 0.445(15) 1 d G U P A 2
H28A H 0.231075 0.550240 0.483389 0.112 Uiso 0.445(15) 1 calc R . P A 2
C29A C 0.3225(5) 0.5070(12) 0.5238(2) 0.093(4) Uani 0.445(15) 1 d G U P A 2
H29A H 0.302378 0.552504 0.548271 0.112 Uiso 0.445(15) 1 calc R . P A 2
C30A C 0.3949(5) 0.4411(12) 0.5264(2) 0.112(10) Uani 0.445(15) 1 d G U P A 2
H30A H 0.423643 0.442001 0.552532 0.135 Uiso 0.445(15) 1 calc R . P A 2
C31A C 0.4247(5) 0.3738(12) 0.4902(3) 0.045(3) Uani 0.445(15) 1 d G U P A 2
H31A H 0.473605 0.329233 0.491911 0.054 Uiso 0.445(15) 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 C4 1.474(3) . ?
O1 C5 1.342(3) . ?
O2 C5 1.214(3) . ?
N1 H1 0.8700 . ?
N1 C5 1.347(3) . ?
N1 C6 1.404(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C1 C4 1.511(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
C2 C4 1.516(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C3 C4 1.501(4) . ?
C6 C7 1.389(3) . ?
C6 C11 1.384(3) . ?
C7 H7 0.9400 . ?
C7 C8 1.383(4) . ?
C8 C9 1.385(4) . ?
C8 C18 1.499(4) . ?
C9 H9 0.9400 . ?
C9 C10 1.372(4) . ?
C10 H10 0.9400 . ?
C10 C11 1.381(4) . ?
C11 H11 0.9400 . ?
C12 C13 1.383(4) . ?
C12 C17 1.389(4) . ?
C12 C18 1.492(4) . ?
C13 H13 0.9400 . ?
C13 C14 1.370(4) . ?
C14 H14 0.9400 . ?
C14 C15 1.358(5) . ?
C15 H15 0.9400 . ?
C15 C16 1.376(4) . ?
C16 H16 0.9400 . ?
C16 C17 1.389(4) . ?
C17 H17 0.9400 . ?
C18 C19 1.341(4) . ?
C19 C20 1.502(4) . ?
C19 C26 1.472(5) . ?
C19 C26A 1.543(5) . ?
C20 C21 1.382(4) . ?
C20 C25 1.382(5) . ?
C21 H21 0.9400 . ?
C21 C22 1.412(6) . ?
C22 H22 0.9400 . ?
C22 C23 1.348(6) . ?
C23 H23 0.9400 . ?
C23 C24 1.349(7) . ?
C24 H24 0.9400 . ?
C24 C25 1.385(5) . ?
C25 H25 0.9400 . ?
C26 C27 1.3900 . ?
C26 C31 1.3900 . ?
C27 H27 0.9400 . ?
C27 C28 1.3900 . ?
C28 H28 0.9400 . ?
C28 C29 1.3900 . ?
C29 H29 0.9400 . ?
C29 C30 1.3900 . ?
C30 H30 0.9400 . ?
C30 C31 1.3900 . ?
C31 H31 0.9400 . ?
C26A C27A 1.3900 . ?
C26A C31A 1.3900 . ?
C27A H27A 0.9400 . ?
C27A C28A 1.3900 . ?
C28A H28A 0.9400 . ?
C28A C29A 1.3900 . ?
C29A H29A 0.9400 . ?
C29A C30A 1.3900 . ?
C30A H30A 0.9400 . ?
C30A C31A 1.3900 . ?
C31A H31A 0.9400 . ?

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
C5 O1 C4 121.41(19) . . ?
C5 N1 H1 116.1 . . ?
C5 N1 C6 127.7(2) . . ?
C6 N1 H1 116.1 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
O1 C4 C1 101.9(2) . . ?
O1 C4 C2 111.2(2) . . ?
O1 C4 C3 109.2(2) . . ?
C1 C4 C2 109.3(3) . . ?
C3 C4 C1 112.5(3) . . ?
C3 C4 C2 112.2(3) . . ?
O1 C5 N1 109.1(2) . . ?
O2 C5 O1 125.4(2) . . ?
O2 C5 N1 125.4(2) . . ?
C7 C6 N1 116.8(2) . . ?
C11 C6 N1 124.2(2) . . ?
C11 C6 C7 119.0(2) . . ?
C6 C7 H7 118.8 . . ?
C8 C7 C6 122.3(2) . . ?
C8 C7 H7 118.8 . . ?
C7 C8 C9 117.8(2) . . ?
C7 C8 C18 118.8(2) . . ?
C9 C8 C18 123.2(2) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.1(3) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 119.0 . . ?
C9 C10 C11 122.0(3) . . ?
C11 C10 H10 119.0 . . ?
C6 C11 H11 120.7 . . ?
C10 C11 C6 118.7(3) . . ?
C10 C11 H11 120.7 . . ?
C13 C12 C17 118.0(3) . . ?
C13 C12 C18 121.0(3) . . ?
C17 C12 C18 120.9(2) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.1(3) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.9(3) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.9(3) . . ?
C17 C16 H16 120.1 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.4(3) . . ?
C16 C17 H17 119.8 . . ?
C12 C18 C8 115.1(2) . . ?
C19 C18 C8 124.4(3) . . ?
C19 C18 C12 120.5(2) . . ?
C18 C19 C20 120.0(3) . . ?
C18 C19 C26 128.5(4) . . ?
C18 C19 C26A 120.7(4) . . ?
C20 C19 C26A 119.2(4) . . ?
C26 C19 C20 111.5(4) . . ?
C21 C20 C19 121.3(3) . . ?
C21 C20 C25 118.3(3) . . ?
C25 C20 C19 120.3(3) . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.7(4) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(4) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.5 . . ?
C22 C23 C24 120.9(4) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.1(5) . . ?
C25 C24 H24 119.9 . . ?
C20 C25 C24 120.9(4) . . ?
C20 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C27 C26 C19 117.1(5) . . ?
C27 C26 C31 120.0 . . ?
C31 C26 C19 122.9(5) . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 H30 120.0 . . ?
C26 C31 H31 120.0 . . ?
C30 C31 C26 120.0 . . ?
C30 C31 H31 120.0 . . ?
C27A C26A C19 126.8(6) . . ?
C27A C26A C31A 120.0 . . ?
C31A C26A C19 113.1(6) . . ?
C26A C27A H27A 120.0 . . ?
C26A C27A C28A 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 . . ?
C29A C30A H30A 120.0 . . ?
C31A C30A C29A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C26A C31A H31A 120.0 . . ?
C30A C31A C26A 120.0 . . ?
C30A C31A H31A 120.0 . . ?

_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_220192404195k_0m
_database_code_depnum_ccdc_archive 'CCDC 2120989'
loop_
_audit_author_name
_audit_author_address
'Jun Zhang'
;Anhui Jianzhu University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-12-09 downloaded from the CCDC.
;
_audit_creation_date             2021-10-22
_audit_creation_method           
;
Olex2 1.2-beta
(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         'C31 H29 N O2'
_chemical_formula_sum            'C31 H29 N O2'
_chemical_formula_weight         447.55
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.8302(4)
_cell_length_b                   9.8860(2)
_cell_length_c                   30.6702(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5103.0(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9773
_cell_measurement_temperature    195
_cell_measurement_theta_max      26.858
_cell_measurement_theta_min      2.389
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.4915
_exptl_absorpt_correction_T_min  0.4461
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            39812
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.511
_diffrn_reflns_theta_min         2.420
_diffrn_ambient_temperature      195.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    .
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4352
_reflns_number_total             5835
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.290
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         5835
_refine_ls_number_restraints     325
_refine_ls_R_factor_all          0.0957
_refine_ls_R_factor_gt           0.0704
_refine_ls_restrained_S_all      1.119
_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)+(0.0407P)²+5.0816P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1609
_refine_ls_wR_factor_ref         0.1735
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26-C19 \\sim C26A-C19
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C26A \\sim C27A
\\sim C28A \\sim C29A \\sim C30A \\sim C31A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C29)
\\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C26A) \\sim Ueq,
Uanis(C27A) \\sim Ueq, Uanis(C28A) \\sim Ueq, Uanis(C29A) \\sim Ueq,
Uanis(C30A) \\sim Ueq, Uanis(C31A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C26, C27, C28, C29, C30, C31, C26A, C27A, C28A, C29A, C30A, C31A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Sof(C26A)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(H29A)=
 Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(H31A)=1-FVAR(1)
 Sof(C26)=Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=
 Sof(H30)=Sof(C31)=Sof(H31)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27),
  C28(H28), C29(H29), C30(H30), C31(H31), C27A(H27A), C28A(H28A), C29A(H29A),
 C30A(H30A), C31A(H31A)
6.b Fitted hexagon refined as free rotating group:
 C26(C27,C28,C29,C30,C31), C26A(C27A,C28A,C29A,C30A,C31A)
6.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C)
;
_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 0.20375(10) 0.67169(15) 0.21132(5) 0.0368(4) Uani 1 1 d . . . . .
O2 O 0.26714(10) 0.83540(14) 0.25004(5) 0.0388(4) Uani 1 1 d . . . . .
N1 N 0.26642(11) 0.61410(17) 0.27112(5) 0.0317(4) Uani 1 1 d . . . . .
H1 H 0.247894 0.534291 0.263493 0.038 Uiso 1 1 calc R . . . .
C1 C 0.1295(2) 0.6677(3) 0.14752(10) 0.0694(10) Uani 1 1 d . . . . .
H1A H 0.084880 0.632649 0.164691 0.104 Uiso 1 1 calc GR . . . .
H1B H 0.162490 0.592254 0.137500 0.104 Uiso 1 1 calc GR . . . .
H1C H 0.108988 0.717444 0.122258 0.104 Uiso 1 1 calc GR . . . .
C2 C 0.12721(18) 0.8761(3) 0.19197(9) 0.0536(7) Uani 1 1 d . . . . .
H2A H 0.160232 0.941154 0.207848 0.080 Uiso 1 1 calc GR . . . .
H2B H 0.086383 0.839823 0.211529 0.080 Uiso 1 1 calc GR . . . .
H2C H 0.101674 0.921342 0.167237 0.080 Uiso 1 1 calc GR . . . .
C3 C 0.2516(2) 0.8120(4) 0.15187(10) 0.0697(9) Uani 1 1 d . . . . .
H3A H 0.286088 0.735370 0.144664 0.105 Uiso 1 1 calc GR . . . .
H3B H 0.280434 0.875399 0.170660 0.105 Uiso 1 1 calc GR . . . .
H3C H 0.235564 0.858177 0.124992 0.105 Uiso 1 1 calc GR . . . .
C4 C 0.17873(15) 0.7614(2) 0.17541(7) 0.0370(5) Uani 1 1 d . . . . .
C5 C 0.24727(13) 0.7186(2) 0.24464(7) 0.0301(4) Uani 1 1 d . . . . .
C6 C 0.31246(12) 0.6179(2) 0.30940(7) 0.0304(4) Uani 1 1 d . . . . .
C7 C 0.34331(13) 0.4957(2) 0.32362(7) 0.0319(5) Uani 1 1 d . . . . .
H7 H 0.333297 0.416371 0.307034 0.038 Uiso 1 1 calc R . . . .
C8 C 0.38848(14) 0.4857(2) 0.36143(7) 0.0371(5) Uani 1 1 d . . . . .
C9 C 0.40474(18) 0.6041(3) 0.38455(9) 0.0564(8) Uani 1 1 d . . . . .
H9 H 0.436663 0.600968 0.410080 0.068 Uiso 1 1 calc R . . . .
C10 C 0.3743(2) 0.7255(3) 0.37019(10) 0.0670(10) Uani 1 1 d . . . . .
H10 H 0.385209 0.805321 0.386378 0.080 Uiso 1 1 calc R . . . .
C11 C 0.32823(16) 0.7349(3) 0.33290(9) 0.0486(7) Uani 1 1 d . . . . .
H11 H 0.307839 0.819738 0.323572 0.058 Uiso 1 1 calc R . . . .
C12 C 0.45292(13) 0.2695(2) 0.33611(7) 0.0321(5) Uani 1 1 d . . . . .
C13 C 0.41674(15) 0.1484(2) 0.32483(8) 0.0418(6) Uani 1 1 d . . . . .
H13 H 0.373584 0.115664 0.341774 0.050 Uiso 1 1 calc R . . . .
C14 C 0.44250(17) 0.0750(3) 0.28942(9) 0.0500(7) Uani 1 1 d . . . . .
H14 H 0.416998 -0.007748 0.282198 0.060 Uiso 1 1 calc R . . . .
C15 C 0.50449(16) 0.1201(3) 0.26455(8) 0.0459(6) Uani 1 1 d . . . . .
H15 H 0.522126 0.068863 0.240202 0.055 Uiso 1 1 calc R . . . .
C16 C 0.54124(15) 0.2404(3) 0.27498(8) 0.0449(6) Uani 1 1 d . . . . .
H16 H 0.584532 0.271785 0.257873 0.054 Uiso 1 1 calc R . . . .
C17 C 0.51525(14) 0.3158(2) 0.31037(8) 0.0389(5) Uani 1 1 d . . . . .
H17 H 0.540157 0.399509 0.317041 0.047 Uiso 1 1 calc R . . . .
C18 C 0.42285(13) 0.3517(2) 0.37363(7) 0.0360(5) Uani 1 1 d . . . . .
C19 C 0.42655(14) 0.3022(3) 0.41446(8) 0.0414(6) Uani 1 1 d D . . . .
C20 C 0.47388(17) 0.1781(3) 0.42387(8) 0.0463(6) Uani 1 1 d . . . . .
C21 C 0.4386(3) 0.0619(3) 0.44058(10) 0.0736(10) Uani 1 1 d . . . . .
H21 H 0.383021 0.059967 0.446055 0.088 Uiso 1 1 calc R . . . .
C22 C 0.4853(4) -0.0527(4) 0.44935(12) 0.0980(17) Uani 1 1 d . . . . .
H22 H 0.461174 -0.132365 0.460495 0.118 Uiso 1 1 calc R . . . .
C23 C 0.5649(4) -0.0503(4) 0.44197(11) 0.1026(18) Uani 1 1 d . . . . .
H23 H 0.596168 -0.128017 0.448000 0.123 Uiso 1 1 calc R . . . .
C24 C 0.5995(3) 0.0628(4) 0.42606(11) 0.0875(13) Uani 1 1 d . . . . .
H24 H 0.655225 0.063867 0.421133 0.105 Uiso 1 1 calc R . . . .
C25 C 0.55520(19) 0.1763(3) 0.41690(9) 0.0592(8) Uani 1 1 d . . . . .
H25 H 0.580742 0.254572 0.405639 0.071 Uiso 1 1 calc R . . . .
C26 C 0.3831(4) 0.3786(7) 0.45212(19) 0.0443(16) Uani 0.478(6) 1 d D U P A 1
C27 C 0.3097(3) 0.4422(7) 0.44894(13) 0.0578(15) Uani 0.478(6) 1 d G U P A 1
H27 H 0.280910 0.439255 0.422324 0.069 Uiso 0.478(6) 1 calc R . P A 1
C28 C 0.2784(3) 0.5102(7) 0.48471(16) 0.0665(16) Uani 0.478(6) 1 d G U P A 1
H28 H 0.228255 0.553659 0.482542 0.080 Uiso 0.478(6) 1 calc R . P A 1
C29 C 0.3206(3) 0.5146(7) 0.52366(14) 0.0653(17) Uani 0.478(6) 1 d G U P A 1
H29 H 0.299215 0.560999 0.548110 0.078 Uiso 0.478(6) 1 calc R . P A 1
C30 C 0.3940(3) 0.4510(8) 0.52684(19) 0.0562(17) Uani 0.478(6) 1 d G U P A 1
H30 H 0.422830 0.453937 0.553460 0.067 Uiso 0.478(6) 1 calc R . P A 1
C31 C 0.4253(3) 0.3830(9) 0.4911(2) 0.0443(17) Uani 0.478(6) 1 d G U P A 1
H31 H 0.475487 0.339532 0.493242 0.053 Uiso 0.478(6) 1 calc R . P A 1
C26A C 0.3878(3) 0.3507(7) 0.45436(18) 0.0438(14) Uani 0.522(6) 1 d D U P A 2
C27A C 0.3058(3) 0.3677(6) 0.45362(12) 0.0551(14) Uani 0.522(6) 1 d G U P A 2
H27A H 0.276744 0.347888 0.427857 0.066 Uiso 0.522(6) 1 calc R . P A 2
C28A C 0.2664(2) 0.4137(7) 0.49059(14) 0.0684(16) Uani 0.522(6) 1 d G U P A 2
H28A H 0.210388 0.425274 0.490090 0.082 Uiso 0.522(6) 1 calc R . P A 2
C29A C 0.3090(3) 0.4427(7) 0.52829(12) 0.0687(16) Uani 0.522(6) 1 d G U P A 2
H29A H 0.282031 0.474078 0.553556 0.082 Uiso 0.522(6) 1 calc R . P A 2
C30A C 0.3909(3) 0.4257(8) 0.52902(18) 0.0622(17) Uani 0.522(6) 1 d G U P A 2
H30A H 0.420031 0.445498 0.554790 0.075 Uiso 0.522(6) 1 calc R . P A 2
C31A C 0.4304(2) 0.3797(9) 0.4921(2) 0.0468(16) Uani 0.522(6) 1 d G U P A 2
H31A H 0.486388 0.368112 0.492557 0.056 Uiso 0.522(6) 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 C4 1.476(2) . ?
O1 C5 1.340(3) . ?
O2 C5 1.214(2) . ?
N1 H1 0.8800 . ?
N1 C5 1.353(3) . ?
N1 C6 1.407(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C4 1.509(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C2 C4 1.514(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C3 C4 1.508(4) . ?
C6 C7 1.385(3) . ?
C6 C11 1.389(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.390(3) . ?
C8 C9 1.396(3) . ?
C8 C18 1.493(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.387(3) . ?
C12 C17 1.391(3) . ?
C12 C18 1.497(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.376(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.367(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.378(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.346(3) . ?
C19 C20 1.491(4) . ?
C19 C26 1.562(4) . ?
C19 C26A 1.467(4) . ?
C20 C21 1.391(4) . ?
C20 C25 1.385(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.405(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.357(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.352(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.377(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.3900 . ?
C26 C31 1.3900 . ?
C27 H27 0.9500 . ?
C27 C28 1.3900 . ?
C28 H28 0.9500 . ?
C28 C29 1.3900 . ?
C29 H29 0.9500 . ?
C29 C30 1.3900 . ?
C30 H30 0.9500 . ?
C30 C31 1.3900 . ?
C31 H31 0.9500 . ?
C26A C27A 1.3900 . ?
C26A C31A 1.3900 . ?
C27A H27A 0.9500 . ?
C27A C28A 1.3900 . ?
C28A H28A 0.9500 . ?
C28A C29A 1.3900 . ?
C29A H29A 0.9500 . ?
C29A C30A 1.3900 . ?
C30A H30A 0.9500 . ?
C30A C31A 1.3900 . ?
C31A H31A 0.9500 . ?

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
C5 O1 C4 121.15(16) . . ?
C5 N1 H1 116.1 . . ?
C5 N1 C6 127.72(18) . . ?
C6 N1 H1 116.1 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
O1 C4 C1 102.16(18) . . ?
O1 C4 C2 111.28(19) . . ?
O1 C4 C3 108.9(2) . . ?
C1 C4 C2 109.6(2) . . ?
C3 C4 C1 112.3(2) . . ?
C3 C4 C2 112.2(2) . . ?
O1 C5 N1 108.91(17) . . ?
O2 C5 O1 125.7(2) . . ?
O2 C5 N1 125.4(2) . . ?
C7 C6 N1 116.49(18) . . ?
C7 C6 C11 119.4(2) . . ?
C11 C6 N1 124.1(2) . . ?
C6 C7 H7 119.0 . . ?
C6 C7 C8 122.0(2) . . ?
C8 C7 H7 119.0 . . ?
C7 C8 C9 118.1(2) . . ?
C7 C8 C18 119.0(2) . . ?
C9 C8 C18 122.7(2) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.7(2) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 119.0 . . ?
C9 C10 C11 122.1(2) . . ?
C11 C10 H10 119.0 . . ?
C6 C11 H11 120.7 . . ?
C10 C11 C6 118.7(2) . . ?
C10 C11 H11 120.7 . . ?
C13 C12 C17 118.3(2) . . ?
C13 C12 C18 120.8(2) . . ?
C17 C12 C18 120.8(2) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.6(2) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.6(2) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.3(2) . . ?
C17 C16 H16 119.9 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.3(2) . . ?
C16 C17 H17 119.8 . . ?
C8 C18 C12 114.83(19) . . ?
C19 C18 C8 125.0(2) . . ?
C19 C18 C12 120.2(2) . . ?
C18 C19 C20 120.3(2) . . ?
C18 C19 C26 119.4(3) . . ?
C18 C19 C26A 129.5(3) . . ?
C20 C19 C26 120.3(3) . . ?
C26A C19 C20 110.2(3) . . ?
C21 C20 C19 121.5(3) . . ?
C25 C20 C19 120.5(2) . . ?
C25 C20 C21 117.9(3) . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.8(4) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.4(4) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.0(4) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 119.5 . . ?
C23 C24 C25 121.0(4) . . ?
C25 C24 H24 119.5 . . ?
C20 C25 H25 119.5 . . ?
C24 C25 C20 120.9(3) . . ?
C24 C25 H25 119.5 . . ?
C27 C26 C19 125.7(4) . . ?
C27 C26 C31 120.0 . . ?
C31 C26 C19 114.3(4) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 H30 120.0 . . ?
C26 C31 H31 120.0 . . ?
C30 C31 C26 120.0 . . ?
C30 C31 H31 120.0 . . ?
C27A C26A C19 117.9(4) . . ?
C27A C26A C31A 120.0 . . ?
C31A C26A C19 122.1(4) . . ?
C26A C27A H27A 120.0 . . ?
C28A C27A C26A 120.0 . . ?
C28A C27A H27A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C27A C28A C29A 120.0 . . ?
C29A C28A H28A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C30A C29A C28A 120.0 . . ?
C30A C29A H29A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C31A C30A C29A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C26A C31A H31A 120.0 . . ?
C30A C31A C26A 120.0 . . ?
C30A C31A H31A 120.0 . . ?

_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_22019259255k_0m
_database_code_depnum_ccdc_archive 'CCDC 2120993'
loop_
_audit_author_name
_audit_author_address
'Jun Zhang'
;Anhui Jianzhu University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-12-09 downloaded from the CCDC.
;
_audit_creation_date             2021-10-22
_audit_creation_method           
;
Olex2 1.2-beta
(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         'C31 H29 N O2'
_chemical_formula_sum            'C31 H29 N O2'
_chemical_formula_weight         447.55
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.955(3)
_cell_length_b                   9.9034(15)
_cell_length_c                   30.690(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5153.2(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3018
_cell_measurement_temperature    255
_cell_measurement_theta_max      25.560
_cell_measurement_theta_min      2.402
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7038
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0922
_diffrn_reflns_av_unetI/netI     0.0777
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            27508
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.518
_diffrn_reflns_theta_min         2.402
_diffrn_ambient_temperature      255.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    .
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2876
_reflns_number_total             5878
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.229
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         5878
_refine_ls_number_restraints     145
_refine_ls_R_factor_all          0.1519
_refine_ls_R_factor_gt           0.0645
_refine_ls_restrained_S_all      1.027
_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)+(0.0762P)²+1.1935P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1437
_refine_ls_wR_factor_ref         0.1887
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26-C19 \\sim C26A-C19
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C29)
\\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C26A) \\sim Ueq,
Uanis(C31A) \\sim Ueq, Uanis(C30A) \\sim Ueq, Uanis(C29A) \\sim Ueq,
Uanis(C28A) \\sim Ueq, Uanis(C27A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C26, C27, C29, C30, C31, C26A, C31A, C30A, C29A, C27A, C28, C28A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Sof(C26A)=Sof(C31A)=Sof(H31A)=Sof(C30A)=Sof(H30A)=Sof(C29A)=Sof(H29A)=
 Sof(C28A)=Sof(H28A)=Sof(C27A)=Sof(H27A)=1-FVAR(1)
 Sof(C26)=Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=
 Sof(H30)=Sof(C31)=Sof(H31)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27),
  C28(H28), C29(H29), C30(H30), C31(H31), C31A(H31A), C30A(H30A), C29A(H29A),
 C28A(H28A), C27A(H27A)
6.b Fitted hexagon refined as free rotating group:
 C26(C27,C28,C29,C30,C31), C26A(C31A,C30A,C29A,C28A,C27A)
6.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.73274(10) 0.83231(14) 0.74970(5) 0.0506(5) Uani 1 1 d . . . . .
O1 O 0.79552(10) 0.66899(15) 0.78833(5) 0.0489(5) Uani 1 1 d . . . . .
N1 N 0.73349(12) 0.61191(17) 0.72856(6) 0.0429(5) Uani 1 1 d . . . . .
H1 H 0.751745 0.534106 0.735851 0.051 Uiso 1 1 calc R . . . .
C1 C 0.8691(2) 0.6644(3) 0.85200(10) 0.0868(11) Uani 1 1 d . . . . .
H1A H 0.837012 0.590177 0.861495 0.130 Uiso 1 1 calc GR . . . .
H1B H 0.888670 0.712433 0.876937 0.130 Uiso 1 1 calc GR . . . .
H1C H 0.912668 0.630828 0.835223 0.130 Uiso 1 1 calc GR . . . .
C2 C 0.7483(2) 0.8095(4) 0.84758(10) 0.0870(11) Uani 1 1 d . . . . .
H2A H 0.720915 0.872658 0.829296 0.130 Uiso 1 1 calc GR . . . .
H2B H 0.763889 0.853514 0.874101 0.130 Uiso 1 1 calc GR . . . .
H2C H 0.714174 0.735044 0.854265 0.130 Uiso 1 1 calc GR . . . .
C3 C 0.87167(19) 0.8716(3) 0.80755(10) 0.0707(9) Uani 1 1 d . . . . .
H3A H 0.910752 0.835442 0.788143 0.106 Uiso 1 1 calc GR . . . .
H3B H 0.897276 0.915168 0.831640 0.106 Uiso 1 1 calc GR . . . .
H3C H 0.839715 0.935972 0.792233 0.106 Uiso 1 1 calc GR . . . .
C4 C 0.82027(16) 0.7586(2) 0.82425(8) 0.0495(7) Uani 1 1 d . . . . .
C5 C 0.75251(14) 0.7154(2) 0.75509(7) 0.0392(5) Uani 1 1 d . . . . .
C6 C 0.68756(14) 0.6154(2) 0.69052(7) 0.0397(5) Uani 1 1 d . . . . .
C7 C 0.65692(13) 0.4934(2) 0.67620(7) 0.0405(6) Uani 1 1 d . . . . .
H7 H 0.667086 0.415602 0.692234 0.049 Uiso 1 1 calc R . . . .
C8 C 0.61180(15) 0.4838(2) 0.63888(8) 0.0472(6) Uani 1 1 d . . . . .
C9 C 0.59521(18) 0.6017(3) 0.61643(10) 0.0678(8) Uani 1 1 d . . . . .
H9 H 0.563771 0.598700 0.591620 0.081 Uiso 1 1 calc R . . . .
C10 C 0.6249(2) 0.7230(3) 0.63063(10) 0.0779(10) Uani 1 1 d . . . . .
H10 H 0.613565 0.801057 0.614982 0.093 Uiso 1 1 calc R . . . .
C11 C 0.67123(17) 0.7321(2) 0.66751(9) 0.0607(8) Uani 1 1 d . . . . .
H11 H 0.691005 0.814935 0.676681 0.073 Uiso 1 1 calc R . . . .
C12 C 0.54716(15) 0.2680(2) 0.66417(8) 0.0429(6) Uani 1 1 d . . . . .
C13 C 0.58243(17) 0.1473(2) 0.67543(9) 0.0558(7) Uani 1 1 d . . . . .
H13 H 0.624533 0.115230 0.658999 0.067 Uiso 1 1 calc R . . . .
C14 C 0.55625(19) 0.0740(3) 0.71051(10) 0.0673(8) Uani 1 1 d . . . . .
H14 H 0.580816 -0.007000 0.717623 0.081 Uiso 1 1 calc R . . . .
C15 C 0.49507(19) 0.1186(3) 0.73482(10) 0.0636(8) Uani 1 1 d . . . . .
H15 H 0.477324 0.067522 0.758293 0.076 Uiso 1 1 calc R . . . .
C16 C 0.45909(17) 0.2388(3) 0.72500(9) 0.0601(8) Uani 1 1 d . . . . .
H16 H 0.417203 0.269689 0.741837 0.072 Uiso 1 1 calc R . . . .
C17 C 0.48562(16) 0.3141(2) 0.68972(9) 0.0534(7) Uani 1 1 d . . . . .
H17 H 0.461773 0.396283 0.683229 0.064 Uiso 1 1 calc R . . . .
C18 C 0.57756(14) 0.3495(2) 0.62673(8) 0.0471(6) Uani 1 1 d . . . . .
C19 C 0.57356(15) 0.3008(3) 0.58617(8) 0.0527(7) Uani 1 1 d D . . . .
C20 C 0.52642(19) 0.1757(3) 0.57669(8) 0.0575(7) Uani 1 1 d . . . . .
C21 C 0.5612(2) 0.0619(3) 0.55977(10) 0.0846(11) Uani 1 1 d . . . . .
H21 H 0.615068 0.061158 0.554172 0.102 Uiso 1 1 calc R . . . .
C22 C 0.5158(4) -0.0531(4) 0.55089(12) 0.1067(15) Uani 1 1 d . . . . .
H22 H 0.539506 -0.130652 0.539901 0.128 Uiso 1 1 calc R . . . .
C23 C 0.4373(4) -0.0505(4) 0.55844(12) 0.1120(17) Uani 1 1 d . . . . .
H23 H 0.407184 -0.126871 0.552520 0.134 Uiso 1 1 calc R . . . .
C24 C 0.4019(3) 0.0609(4) 0.57441(12) 0.1018(13) Uani 1 1 d . . . . .
H24 H 0.347676 0.061412 0.579153 0.122 Uiso 1 1 calc R . . . .
C25 C 0.4463(2) 0.1745(3) 0.58373(10) 0.0742(9) Uani 1 1 d . . . . .
H25 H 0.421667 0.250957 0.594882 0.089 Uiso 1 1 calc R . . . .
C26 C 0.6127(4) 0.3543(8) 0.5469(2) 0.063(3) Uani 0.562(15) 1 d D U P A 1
C27 C 0.6943(4) 0.3664(10) 0.54776(15) 0.083(3) Uani 0.562(15) 1 d G U P A 1
H27 H 0.722203 0.343118 0.572748 0.099 Uiso 0.562(15) 1 calc R . P A 1
C28 C 0.7343(4) 0.4135(14) 0.5113(2) 0.099(3) Uani 0.562(15) 1 d G U P A 1
H28 H 0.788978 0.421616 0.511822 0.119 Uiso 0.562(15) 1 calc R . P A 1
C29 C 0.6927(5) 0.4483(10) 0.47390(16) 0.109(3) Uani 0.562(15) 1 d G U P A 1
H29 H 0.719458 0.479801 0.449477 0.131 Uiso 0.562(15) 1 calc R . P A 1
C30 C 0.6110(5) 0.4362(9) 0.4730(2) 0.076(5) Uani 0.562(15) 1 d G U P A 1
H30 H 0.583163 0.459487 0.448058 0.092 Uiso 0.562(15) 1 calc R . P A 1
C31 C 0.5710(3) 0.3891(10) 0.5096(3) 0.071(4) Uani 0.562(15) 1 d G U P A 1
H31 H 0.516388 0.380989 0.508984 0.086 Uiso 0.562(15) 1 calc R . P A 1
C26A C 0.6168(5) 0.3718(9) 0.5487(2) 0.054(4) Uani 0.438(15) 1 d D U P A 2
C31A C 0.5747(5) 0.3725(12) 0.5098(3) 0.046(3) Uani 0.438(15) 1 d G U P A 2
H31A H 0.526571 0.327992 0.507992 0.055 Uiso 0.438(15) 1 calc R . P A 2
C30A C 0.6046(5) 0.4399(12) 0.4737(2) 0.098(7) Uani 0.438(15) 1 d G U P A 2
H30A H 0.576480 0.440385 0.447669 0.118 Uiso 0.438(15) 1 calc R . P A 2
C29A C 0.6767(5) 0.5065(12) 0.4764(2) 0.092(4) Uani 0.438(15) 1 d G U P A 2
H29A H 0.696657 0.551514 0.452210 0.110 Uiso 0.438(15) 1 calc R . P A 2
C28A C 0.7188(4) 0.5057(15) 0.5153(3) 0.090(4) Uani 0.438(15) 1 d G U P A 2
H28A H 0.766926 0.550248 0.517074 0.108 Uiso 0.438(15) 1 calc R . P A 2
C27A C 0.6888(5) 0.4384(13) 0.5514(2) 0.075(3) Uani 0.438(15) 1 d G U P A 2
H27A H 0.717018 0.437855 0.577397 0.090 Uiso 0.438(15) 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
O2 C5 1.216(2) . ?
O1 C4 1.476(3) . ?
O1 C5 1.336(3) . ?
N1 H1 0.8600 . ?
N1 C5 1.348(3) . ?
N1 C6 1.404(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C4 1.510(4) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2 C4 1.502(4) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 C4 1.508(4) . ?
C6 C7 1.387(3) . ?
C6 C11 1.382(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.381(3) . ?
C8 C9 1.384(3) . ?
C8 C18 1.498(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.374(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.380(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.380(3) . ?
C12 C17 1.383(3) . ?
C12 C18 1.496(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.372(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.352(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.371(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.390(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.336(3) . ?
C19 C20 1.503(4) . ?
C19 C26 1.474(5) . ?
C19 C26A 1.535(5) . ?
C20 C21 1.374(4) . ?
C20 C25 1.376(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.401(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.351(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.349(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.384(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.3900 . ?
C26 C31 1.3900 . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C30 C31 1.3900 . ?
C31 H31 0.9300 . ?
C26A C31A 1.3900 . ?
C26A C27A 1.3900 . ?
C31A H31A 0.9300 . ?
C31A C30A 1.3900 . ?
C30A H30A 0.9300 . ?
C30A C29A 1.3900 . ?
C29A H29A 0.9300 . ?
C29A C28A 1.3900 . ?
C28A H28A 0.9300 . ?
C28A C27A 1.3900 . ?
C27A H27A 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
C5 O1 C4 121.25(17) . . ?
C5 N1 H1 116.0 . . ?
C5 N1 C6 128.03(19) . . ?
C6 N1 H1 116.0 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
O1 C4 C1 101.90(19) . . ?
O1 C4 C2 109.1(2) . . ?
O1 C4 C3 110.9(2) . . ?
C2 C4 C1 112.6(3) . . ?
C2 C4 C3 112.5(2) . . ?
C3 C4 C1 109.4(3) . . ?
O2 C5 O1 125.6(2) . . ?
O2 C5 N1 125.1(2) . . ?
O1 C5 N1 109.27(18) . . ?
C7 C6 N1 116.72(19) . . ?
C11 C6 N1 123.8(2) . . ?
C11 C6 C7 119.4(2) . . ?
C6 C7 H7 119.0 . . ?
C8 C7 C6 122.0(2) . . ?
C8 C7 H7 119.0 . . ?
C7 C8 C9 117.9(2) . . ?
C7 C8 C18 118.8(2) . . ?
C9 C8 C18 123.1(2) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.4(3) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 119.2 . . ?
C9 C10 C11 121.7(2) . . ?
C11 C10 H10 119.2 . . ?
C6 C11 H11 120.7 . . ?
C10 C11 C6 118.6(2) . . ?
C10 C11 H11 120.7 . . ?
C13 C12 C17 118.1(2) . . ?
C13 C12 C18 120.7(2) . . ?
C17 C12 C18 121.1(2) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.0(3) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.6(3) . . ?
C17 C16 H16 120.2 . . ?
C12 C17 C16 120.6(2) . . ?
C12 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C12 C18 C8 114.9(2) . . ?
C19 C18 C8 124.8(2) . . ?
C19 C18 C12 120.2(2) . . ?
C18 C19 C20 120.3(2) . . ?
C18 C19 C26 127.5(4) . . ?
C18 C19 C26A 120.6(4) . . ?
C20 C19 C26A 119.1(4) . . ?
C26 C19 C20 112.1(4) . . ?
C21 C20 C19 121.4(3) . . ?
C21 C20 C25 118.4(3) . . ?
C25 C20 C19 120.1(3) . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.3(4) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.5(4) . . ?
C23 C22 H22 120.3 . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.1(4) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.9(4) . . ?
C25 C24 H24 120.1 . . ?
C20 C25 C24 120.8(4) . . ?
C20 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C27 C26 C19 117.6(5) . . ?
C27 C26 C31 120.0 . . ?
C31 C26 C19 122.3(5) . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 120.0 . . ?
C29 C30 C31 120.0 . . ?
C31 C30 H30 120.0 . . ?
C26 C31 H31 120.0 . . ?
C30 C31 C26 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31A C26A C19 113.6(6) . . ?
C31A C26A C27A 120.0 . . ?
C27A C26A C19 126.3(6) . . ?
C26A C31A H31A 120.0 . . ?
C30A C31A C26A 120.0 . . ?
C30A C31A H31A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C29A C30A C31A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C30A C29A H29A 120.0 . . ?
C30A C29A C28A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C29A C28A H28A 120.0 . . ?
C29A C28A C27A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C28A C27A C26A 120.0 . . ?
C28A C27A H27A 120.0 . . ?

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 2.06 2.901(2) 165.7 8_755 yes
C7 H7 O2 0.93 2.58 3.336(3) 138.4 8_755 yes
C16 H16 O2 0.93 2.63 3.470(3) 150.5 3_646 yes

_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_220192404180k_0m
_database_code_depnum_ccdc_archive 'CCDC 2120988'
loop_
_audit_author_name
_audit_author_address
'Jun Zhang'
;Anhui Jianzhu University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-12-09 downloaded from the CCDC.
;
_audit_creation_date             2021-10-22
_audit_creation_method           
;
Olex2 1.2-beta
(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         'C31 H29 N O2'
_chemical_formula_sum            'C31 H29 N O2'
_chemical_formula_weight         447.55
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.8024(4)
_cell_length_b                   9.8815(2)
_cell_length_c                   30.6532(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5089.4(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9956
_cell_measurement_temperature    180.0
_cell_measurement_theta_max      26.87
_cell_measurement_theta_min      2.42
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.4915
_exptl_absorpt_correction_T_min  0.4448
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.168
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            39666
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_min         2.424
_diffrn_ambient_temperature      180.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    .
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4413
_reflns_number_total             5818
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.274
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         5818
_refine_ls_number_restraints     331
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0704
_refine_ls_restrained_S_all      1.111
_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)+(0.0382P)²+5.7125P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1578
_refine_ls_wR_factor_ref         0.1696
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26A-C19 \\sim C26-C19
 with sigma of 0.01
 C27-C19 \\sim C19-C31
 with sigma of 0.01
 C18-C26 \\sim C26-C20
 with sigma of 0.01
3. Restrained planarity
 C27, C28, C29, C30, C31, C26, C19
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C26A \\sim C27A
\\sim C28A \\sim C29A \\sim C30A \\sim C31A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C29)
\\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C26A) \\sim Ueq,
Uanis(C27A) \\sim Ueq, Uanis(C28A) \\sim Ueq, Uanis(C29A) \\sim Ueq,
Uanis(C30A) \\sim Ueq, Uanis(C31A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
5. Rigid body (RIGU) restrains
 C26, C27, C28, C29, C30, C31, C26A, C27A, C28A, C29A, C30A, C31A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
6. Others
 Sof(C26A)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(H29A)=
 Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(H31A)=1-FVAR(1)
 Sof(C26)=Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=
 Sof(H30)=Sof(C31)=Sof(H31)=FVAR(1)
7.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27),
  C28(H28), C29(H29), C30(H30), C31(H31), C27A(H27A), C28A(H28A), C29A(H29A),
 C30A(H30A), C31A(H31A)
7.b Fitted hexagon refined as free rotating group:
 C26(C27,C28,C29,C30,C31), C26A(C27A,C28A,C29A,C30A,C31A)
7.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C)
;
_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 -0.79641(10) -0.32773(15) -0.78877(5) 0.0344(4) Uani 1 1 d . . . . .
O2 O -0.73285(10) -0.16392(14) -0.75000(5) 0.0363(4) Uani 1 1 d . . . . .
N1 N -0.73353(11) -0.38549(17) -0.72893(5) 0.0300(4) Uani 1 1 d . . . . .
H1 H -0.752029 -0.465378 -0.736552 0.036 Uiso 1 1 calc R . . . .
C1 C -0.8709(2) -0.3316(3) -0.85260(9) 0.0655(9) Uani 1 1 d . . . . .
H1A H -0.837790 -0.406961 -0.862739 0.098 Uiso 1 1 calc GR . . . .
H1B H -0.891584 -0.281750 -0.877804 0.098 Uiso 1 1 calc GR . . . .
H1C H -0.915463 -0.367054 -0.835399 0.098 Uiso 1 1 calc GR . . . .
C2 C -0.74849(19) -0.1874(4) -0.84831(10) 0.0656(9) Uani 1 1 d . . . . .
H2A H -0.719427 -0.124043 -0.829574 0.098 Uiso 1 1 calc GR . . . .
H2B H -0.764640 -0.141234 -0.875189 0.098 Uiso 1 1 calc GR . . . .
H2C H -0.714047 -0.264203 -0.855564 0.098 Uiso 1 1 calc GR . . . .
C3 C -0.87302(17) -0.1232(3) -0.80808(9) 0.0499(7) Uani 1 1 d . . . . .
H3A H -0.914135 -0.159438 -0.788655 0.075 Uiso 1 1 calc GR . . . .
H3B H -0.898315 -0.077540 -0.832853 0.075 Uiso 1 1 calc GR . . . .
H3C H -0.839999 -0.058310 -0.792043 0.075 Uiso 1 1 calc GR . . . .
C4 C -0.82146(14) -0.2378(2) -0.82461(7) 0.0346(5) Uani 1 1 d . . . . .
C5 C -0.75276(13) -0.2809(2) -0.75545(7) 0.0282(4) Uani 1 1 d . . . . .
C6 C -0.68754(12) -0.3815(2) -0.69066(7) 0.0284(4) Uani 1 1 d . . . . .
C7 C -0.65662(13) -0.5037(2) -0.67637(7) 0.0298(5) Uani 1 1 d . . . . .
H7 H -0.666632 -0.583076 -0.692971 0.036 Uiso 1 1 calc R . . . .
C8 C -0.61143(13) -0.5139(2) -0.63852(7) 0.0345(5) Uani 1 1 d . . . . .
C9 C -0.59530(17) -0.3954(3) -0.61536(9) 0.0544(8) Uani 1 1 d . . . . .
H9 H -0.563340 -0.398536 -0.589813 0.065 Uiso 1 1 calc R . . . .
C10 C -0.62584(19) -0.2738(3) -0.62966(10) 0.0643(9) Uani 1 1 d . . . . .
H10 H -0.614951 -0.193967 -0.613452 0.077 Uiso 1 1 calc R . . . .
C11 C -0.67198(16) -0.2646(3) -0.66700(9) 0.0459(6) Uani 1 1 d . . . . .
H11 H -0.692619 -0.179877 -0.676258 0.055 Uiso 1 1 calc R . . . .
C12 C -0.54706(13) -0.7303(2) -0.66377(7) 0.0302(5) Uani 1 1 d . . . . .
C13 C -0.58348(15) -0.8514(2) -0.67505(8) 0.0388(5) Uani 1 1 d . . . . .
H13 H -0.626689 -0.884074 -0.658069 0.047 Uiso 1 1 calc R . . . .
C14 C -0.55779(16) -0.9248(3) -0.71055(9) 0.0467(6) Uani 1 1 d . . . . .
H14 H -0.583379 -1.007565 -0.717752 0.056 Uiso 1 1 calc R . . . .
C15 C -0.49578(16) -0.8797(3) -0.73555(8) 0.0430(6) Uani 1 1 d . . . . .
H15 H -0.478370 -0.930922 -0.759973 0.052 Uiso 1 1 calc R . . . .
C16 C -0.45860(15) -0.7593(3) -0.72510(8) 0.0417(6) Uani 1 1 d . . . . .
H16 H -0.415183 -0.728010 -0.742204 0.050 Uiso 1 1 calc R . . . .
C17 C -0.48460(14) -0.6840(2) -0.68966(8) 0.0363(5) Uani 1 1 d . . . . .
H17 H -0.459629 -0.600251 -0.683006 0.044 Uiso 1 1 calc R . . . .
C18 C -0.57711(13) -0.6479(2) -0.62616(7) 0.0338(5) Uani 1 1 d D . . . .
C19 C -0.57344(14) -0.6976(3) -0.58541(7) 0.0393(6) Uani 1 1 d D . . . .
C20 C -0.52575(17) -0.8223(3) -0.57610(8) 0.0438(6) Uani 1 1 d D . . . .
C21 C -0.5613(3) -0.9383(3) -0.55938(9) 0.0716(10) Uani 1 1 d . . . . .
H21 H -0.617000 -0.939830 -0.553935 0.086 Uiso 1 1 calc R . . . .
C22 C -0.5149(4) -1.0530(4) -0.55057(12) 0.0972(17) Uani 1 1 d . . . . .
H22 H -0.539185 -1.132637 -0.539456 0.117 Uiso 1 1 calc R . . . .
C23 C -0.4351(4) -1.0503(4) -0.55791(11) 0.1017(18) Uani 1 1 d . . . . .
H23 H -0.403822 -1.128060 -0.551820 0.122 Uiso 1 1 calc R . . . .
C24 C -0.4001(3) -0.9373(4) -0.57385(11) 0.0853(13) Uani 1 1 d . . . . .
H24 H -0.344276 -0.936442 -0.578799 0.102 Uiso 1 1 calc R . . . .
C25 C -0.44452(19) -0.8234(3) -0.58300(9) 0.0564(8) Uani 1 1 d . . . . .
H25 H -0.419000 -0.744884 -0.594156 0.068 Uiso 1 1 calc R . . . .
C26 C -0.6131(2) -0.6487(4) -0.54612(13) 0.0424(14) Uani 0.522(6) 1 d D U P A 1
C27 C -0.6952(2) -0.6315(6) -0.54632(11) 0.0521(14) Uani 0.522(6) 1 d DG U P A
1
H27 H -0.724914 -0.650950 -0.571937 0.063 Uiso 0.522(6) 1 calc R . P A 1
C28 C -0.7339(2) -0.5859(7) -0.50903(13) 0.0648(15) Uani 0.522(6) 1 d G U P A 1
H28 H -0.790004 -0.574101 -0.509162 0.078 Uiso 0.522(6) 1 calc R . P A 1
C29 C -0.6904(3) -0.5574(6) -0.47154(12) 0.0663(16) Uani 0.522(6) 1 d G U P A 1
H29 H -0.716875 -0.526193 -0.446058 0.080 Uiso 0.522(6) 1 calc R . P A 1
C30 C -0.6083(3) -0.5746(7) -0.47135(15) 0.0590(17) Uani 0.522(6) 1 d G U P A 1
H30 H -0.578655 -0.555132 -0.445729 0.071 Uiso 0.522(6) 1 calc R . P A 1
C31 C -0.5697(2) -0.6202(7) -0.50864(18) 0.0447(16) Uani 0.522(6) 1 d DG U P A
1
H31 H -0.513563 -0.631981 -0.508504 0.054 Uiso 0.522(6) 1 calc R . P A 1
C26A C -0.6160(3) -0.6210(6) -0.54715(16) 0.0433(14) Uani 0.478(6) 1 d D U P A
2
C27A C -0.6893(3) -0.5567(7) -0.55085(13) 0.0544(15) Uani 0.478(6) 1 d G U P A
2
H27A H -0.717529 -0.559397 -0.577687 0.065 Uiso 0.478(6) 1 calc R . P A 2
C28A C -0.7212(3) -0.4883(7) -0.51529(15) 0.0637(16) Uani 0.478(6) 1 d G U P A
2
H28A H -0.771293 -0.444338 -0.517827 0.076 Uiso 0.478(6) 1 calc R . P A 2
C29A C -0.6799(3) -0.4843(6) -0.47603(13) 0.0615(16) Uani 0.478(6) 1 d G U P A
2
H29A H -0.701739 -0.437594 -0.451728 0.074 Uiso 0.478(6) 1 calc R . P A 2
C30A C -0.6067(3) -0.5486(7) -0.47232(15) 0.0531(17) Uani 0.478(6) 1 d G U P A
2
H30A H -0.578420 -0.545908 -0.445487 0.064 Uiso 0.478(6) 1 calc R . P A 2
C31A C -0.5747(3) -0.6170(7) -0.5079(2) 0.0413(17) Uani 0.478(6) 1 d G U P A 2
H31A H -0.524654 -0.660967 -0.505347 0.050 Uiso 0.478(6) 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 C4 1.474(2) . ?
O1 C5 1.340(3) . ?
O2 C5 1.215(2) . ?
N1 H1 0.8800 . ?
N1 C5 1.354(3) . ?
N1 C6 1.405(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C4 1.512(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C2 C4 1.510(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C3 C4 1.513(3) . ?
C6 C7 1.385(3) . ?
C6 C11 1.389(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.390(3) . ?
C8 C9 1.396(3) . ?
C8 C18 1.492(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.388(3) . ?
C12 C17 1.393(3) . ?
C12 C18 1.499(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.377(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.368(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.344(3) . ?
C19 C20 1.498(3) . ?
C19 C26 1.459(4) . ?
C19 C26A 1.569(4) . ?
C20 C21 1.391(4) . ?
C20 C25 1.381(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.402(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.359(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.353(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.380(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.3900 . ?
C26 C31 1.3900 . ?
C27 H27 0.9500 . ?
C27 C28 1.3900 . ?
C28 H28 0.9500 . ?
C28 C29 1.3900 . ?
C29 H29 0.9500 . ?
C29 C30 1.3900 . ?
C30 H30 0.9500 . ?
C30 C31 1.3900 . ?
C31 H31 0.9500 . ?
C26A C27A 1.3900 . ?
C26A C31A 1.3900 . ?
C27A H27A 0.9500 . ?
C27A C28A 1.3900 . ?
C28A H28A 0.9500 . ?
C28A C29A 1.3900 . ?
C29A H29A 0.9500 . ?
C29A C30A 1.3900 . ?
C30A H30A 0.9500 . ?
C30A C31A 1.3900 . ?
C31A H31A 0.9500 . ?

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
C5 O1 C4 121.06(16) . . ?
C5 N1 H1 116.2 . . ?
C5 N1 C6 127.66(18) . . ?
C6 N1 H1 116.2 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
O1 C4 C1 102.12(18) . . ?
O1 C4 C2 109.0(2) . . ?
O1 C4 C3 111.42(19) . . ?
C1 C4 C3 109.5(2) . . ?
C2 C4 C1 112.1(2) . . ?
C2 C4 C3 112.3(2) . . ?
O1 C5 N1 108.94(17) . . ?
O2 C5 O1 125.74(19) . . ?
O2 C5 N1 125.3(2) . . ?
C7 C6 N1 116.48(18) . . ?
C7 C6 C11 119.3(2) . . ?
C11 C6 N1 124.2(2) . . ?
C6 C7 H7 118.9 . . ?
C6 C7 C8 122.1(2) . . ?
C8 C7 H7 118.9 . . ?
C7 C8 C9 118.0(2) . . ?
C7 C8 C18 119.2(2) . . ?
C9 C8 C18 122.7(2) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.8(2) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 119.1 . . ?
C9 C10 C11 121.9(2) . . ?
C11 C10 H10 119.1 . . ?
C6 C11 H11 120.6 . . ?
C10 C11 C6 118.9(2) . . ?
C10 C11 H11 120.6 . . ?
C13 C12 C17 118.2(2) . . ?
C13 C12 C18 120.8(2) . . ?
C17 C12 C18 120.9(2) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.6(2) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.7(2) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.1(2) . . ?
C17 C16 H16 120.0 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.5(2) . . ?
C16 C17 H17 119.8 . . ?
C8 C18 C12 114.63(18) . . ?
C19 C18 C8 125.3(2) . . ?
C19 C18 C12 120.1(2) . . ?
C18 C19 C20 120.2(2) . . ?
C18 C19 C26 128.7(2) . . ?
C18 C19 C26A 119.9(3) . . ?
C20 C19 C26A 119.9(3) . . ?
C26 C19 C20 111.1(2) . . ?
C21 C20 C19 121.2(3) . . ?
C25 C20 C19 120.4(2) . . ?
C25 C20 C21 118.4(3) . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.8(4) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.1(4) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.3(4) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C25 120.7(4) . . ?
C25 C24 H24 119.6 . . ?
C20 C25 H25 119.7 . . ?
C24 C25 C20 120.6(3) . . ?
C24 C25 H25 119.7 . . ?
C27 C26 C19 119.4(3) . . ?
C27 C26 C31 120.0 . . ?
C31 C26 C19 120.6(3) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 H30 120.0 . . ?
C26 C31 H31 120.0 . . ?
C30 C31 C26 120.0 . . ?
C30 C31 H31 120.0 . . ?
C27A C26A C19 124.3(4) . . ?
C27A C26A C31A 120.0 . . ?
C31A C26A C19 115.7(4) . . ?
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 . . ?
C29A C30A H30A 120.0 . . ?
C29A C30A C31A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C26A C31A H31A 120.0 . . ?
C30A C31A C26A 120.0 . . ?
C30A C31A H31A 120.0 . . ?

_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_22019259270k_0m
_database_code_depnum_ccdc_archive 'CCDC 2120994'
loop_
_audit_author_name
_audit_author_address
'Jun Zhang'
;Anhui Jianzhu University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-12-09 downloaded from the CCDC.
;
_audit_creation_date             2021-10-22
_audit_creation_method           
;
Olex2 1.2-beta
(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         'C31 H29 N O2'
_chemical_formula_sum            'C31 H29 N O2'
_chemical_formula_weight         447.55
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.015(6)
_cell_length_b                   9.930(3)
_cell_length_c                   30.709(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5188(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3013
_cell_measurement_temperature    270
_cell_measurement_theta_max      24.282
_cell_measurement_theta_min      2.394
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6561
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.146
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0809
_diffrn_reflns_av_unetI/netI     0.0756
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            23991
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.573
_diffrn_reflns_theta_min         2.466
_diffrn_ambient_temperature      270.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    .
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2909
_reflns_number_total             5919
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.210
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         5919
_refine_ls_number_restraints     145
_refine_ls_R_factor_all          0.1511
_refine_ls_R_factor_gt           0.0652
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0764P)²+1.2149P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1460
_refine_ls_wR_factor_ref         0.1927
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26A-C19 \\sim C26-C19
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C29)
\\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C26A) \\sim Ueq,
Uanis(C27A) \\sim Ueq, Uanis(C28A) \\sim Ueq, Uanis(C29A) \\sim Ueq,
Uanis(C30A) \\sim Ueq, Uanis(C31A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C26, C27, C28, C29, C30, C31, C26A, C27A, C28A, C29A, C30A, C31A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Sof(C26A)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(H29A)=
 Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(H31A)=1-FVAR(1)
 Sof(C26)=Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(H29)=Sof(C30)=
 Sof(H30)=Sof(C31)=Sof(H31)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27),
  C28(H28), C29(H29), C30(H30), C31(H31), C27A(H27A), C28A(H28A), C29A(H29A),
 C30A(H30A), C31A(H31A)
6.b Fitted hexagon refined as free rotating group:
 C26(C27,C28,C29,C30,C31), C26A(C27A,C28A,C29A,C30A,C31A)
6.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.73274(10) 0.83137(15) 0.74963(5) 0.0545(5) Uani 1 1 d . . . . .
O1 O 0.79541(10) 0.66814(15) 0.78833(5) 0.0529(5) Uani 1 1 d . . . . .
N1 N 0.73348(12) 0.61108(18) 0.72859(6) 0.0454(5) Uani 1 1 d . . . . .
H1 H 0.751815 0.533589 0.735887 0.055 Uiso 1 1 calc R . . . .
C1 C 0.8689(2) 0.6633(3) 0.85189(10) 0.0938(12) Uani 1 1 d . . . . .
H1A H 0.836674 0.589288 0.861232 0.141 Uiso 1 1 calc GR . . . .
H1B H 0.888262 0.710791 0.876901 0.141 Uiso 1 1 calc GR . . . .
H1C H 0.912321 0.629684 0.835181 0.141 Uiso 1 1 calc GR . . . .
C2 C 0.7483(2) 0.8084(4) 0.84728(10) 0.0936(11) Uani 1 1 d . . . . .
H2A H 0.720149 0.868893 0.828542 0.140 Uiso 1 1 calc GR . . . .
H2B H 0.763652 0.855054 0.873319 0.140 Uiso 1 1 calc GR . . . .
H2C H 0.715217 0.733661 0.854743 0.140 Uiso 1 1 calc GR . . . .
C3 C 0.87186(19) 0.8704(3) 0.80751(10) 0.0767(9) Uani 1 1 d . . . . .
H3A H 0.910627 0.834427 0.788001 0.115 Uiso 1 1 calc GR . . . .
H3B H 0.897593 0.913396 0.831611 0.115 Uiso 1 1 calc GR . . . .
H3C H 0.840071 0.935059 0.792353 0.115 Uiso 1 1 calc GR . . . .
C4 C 0.82050(16) 0.7578(2) 0.82412(7) 0.0519(6) Uani 1 1 d . . . . .
C5 C 0.75240(14) 0.7149(2) 0.75495(7) 0.0430(6) Uani 1 1 d . . . . .
C6 C 0.68736(14) 0.6145(2) 0.69062(7) 0.0425(6) Uani 1 1 d . . . . .
C7 C 0.65701(13) 0.4928(2) 0.67632(7) 0.0435(6) Uani 1 1 d . . . . .
H7 H 0.667302 0.415263 0.692318 0.052 Uiso 1 1 calc R . . . .
C8 C 0.61179(14) 0.4830(2) 0.63890(8) 0.0493(6) Uani 1 1 d . . . . .
C9 C 0.59525(18) 0.6008(3) 0.61653(9) 0.0729(9) Uani 1 1 d . . . . .
H9 H 0.563951 0.597853 0.591717 0.087 Uiso 1 1 calc R . . . .
C10 C 0.6247(2) 0.7218(3) 0.63068(10) 0.0823(10) Uani 1 1 d . . . . .
H10 H 0.613171 0.799627 0.615083 0.099 Uiso 1 1 calc R . . . .
C11 C 0.67114(17) 0.7309(3) 0.66761(9) 0.0632(8) Uani 1 1 d . . . . .
H11 H 0.690975 0.813516 0.676728 0.076 Uiso 1 1 calc R . . . .
C12 C 0.54735(14) 0.2671(2) 0.66429(7) 0.0467(6) Uani 1 1 d . . . . .
C13 C 0.58218(17) 0.1466(3) 0.67556(9) 0.0599(7) Uani 1 1 d . . . . .
H13 H 0.624133 0.114486 0.659165 0.072 Uiso 1 1 calc R . . . .
C14 C 0.55597(19) 0.0735(3) 0.71053(10) 0.0720(8) Uani 1 1 d . . . . .
H14 H 0.580134 -0.007598 0.717616 0.086 Uiso 1 1 calc R . . . .
C15 C 0.49492(19) 0.1190(3) 0.73483(10) 0.0684(8) Uani 1 1 d . . . . .
H15 H 0.477288 0.068555 0.758399 0.082 Uiso 1 1 calc R . . . .
C16 C 0.45902(17) 0.2387(3) 0.72493(9) 0.0660(8) Uani 1 1 d . . . . .
H16 H 0.417120 0.269389 0.741647 0.079 Uiso 1 1 calc R . . . .
C17 C 0.48564(15) 0.3136(3) 0.68978(9) 0.0568(7) Uani 1 1 d . . . . .
H17 H 0.461981 0.395590 0.683233 0.068 Uiso 1 1 calc R . . . .
C18 C 0.57782(14) 0.3489(3) 0.62688(8) 0.0510(6) Uani 1 1 d . . . . .
C19 C 0.57387(15) 0.3004(3) 0.58638(8) 0.0573(7) Uani 1 1 d D . . . .
C20 C 0.52659(18) 0.1756(3) 0.57679(8) 0.0613(7) Uani 1 1 d . . . . .
C21 C 0.5609(2) 0.0610(3) 0.55973(10) 0.0887(11) Uani 1 1 d . . . . .
H21 H 0.614592 0.059806 0.554081 0.106 Uiso 1 1 calc R . . . .
C22 C 0.5154(4) -0.0532(4) 0.55090(12) 0.1082(15) Uani 1 1 d . . . . .
H22 H 0.538961 -0.130605 0.539921 0.130 Uiso 1 1 calc R . . . .
C23 C 0.4374(4) -0.0505(4) 0.55836(12) 0.1131(17) Uani 1 1 d . . . . .
H23 H 0.407250 -0.126297 0.552227 0.136 Uiso 1 1 calc R . . . .
C24 C 0.4025(3) 0.0606(4) 0.57460(12) 0.1059(13) Uani 1 1 d . . . . .
H24 H 0.348542 0.060864 0.579570 0.127 Uiso 1 1 calc R . . . .
C25 C 0.4465(2) 0.1743(3) 0.58391(10) 0.0782(9) Uani 1 1 d . . . . .
H25 H 0.421899 0.250501 0.595062 0.094 Uiso 1 1 calc R . . . .
C26 C 0.6144(4) 0.3466(8) 0.54654(19) 0.060(3) Uani 0.532(16) 1 d D U P A 1
C27 C 0.6955(4) 0.3627(11) 0.54823(16) 0.085(3) Uani 0.532(16) 1 d G U P A 1
H27 H 0.722837 0.340818 0.573496 0.102 Uiso 0.532(16) 1 calc R . P A 1
C28 C 0.7358(4) 0.4115(14) 0.5122(2) 0.106(3) Uani 0.532(16) 1 d G U P A 1
H28 H 0.790090 0.422228 0.513279 0.127 Uiso 0.532(16) 1 calc R . P A 1
C29 C 0.6950(5) 0.4441(12) 0.47439(17) 0.106(3) Uani 0.532(16) 1 d G U P A 1
H29 H 0.721994 0.476756 0.450247 0.127 Uiso 0.532(16) 1 calc R . P A 1
C30 C 0.6139(5) 0.4280(9) 0.47270(19) 0.082(3) Uani 0.532(16) 1 d G U P A 1
H30 H 0.586646 0.449874 0.447431 0.099 Uiso 0.532(16) 1 calc R . P A 1
C31 C 0.5736(3) 0.3792(9) 0.5088(2) 0.049(3) Uani 0.532(16) 1 d G U P A 1
H31 H 0.519392 0.368464 0.507647 0.058 Uiso 0.532(16) 1 calc R . P A 1
C26A C 0.6151(5) 0.3782(11) 0.5495(3) 0.054(2) Uani 0.468(16) 1 d D U P A 2
C27A C 0.6892(5) 0.4368(14) 0.5511(2) 0.078(3) Uani 0.468(16) 1 d G U P A 2
H27A H 0.718479 0.433328 0.576695 0.094 Uiso 0.468(16) 1 calc R . P A 2
C28A C 0.7196(4) 0.5008(15) 0.5146(2) 0.098(4) Uani 0.468(16) 1 d G U P A 2
H28A H 0.769225 0.539996 0.515644 0.118 Uiso 0.468(16) 1 calc R . P A 2
C29A C 0.6759(5) 0.5060(12) 0.4764(2) 0.093(3) Uani 0.468(16) 1 d G U P A 2
H29A H 0.696261 0.548779 0.451886 0.112 Uiso 0.468(16) 1 calc R . P A 2
C30A C 0.6018(5) 0.4474(12) 0.4747(3) 0.092(4) Uani 0.468(16) 1 d G U P A 2
H30A H 0.572552 0.450894 0.449179 0.111 Uiso 0.468(16) 1 calc R . P A 2
C31A C 0.5714(5) 0.3835(12) 0.5113(3) 0.090(6) Uani 0.468(16) 1 d G U P A 2
H31A H 0.521805 0.344225 0.510230 0.107 Uiso 0.468(16) 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
O2 C5 1.215(3) . ?
O1 C4 1.477(3) . ?
O1 C5 1.342(3) . ?
N1 H1 0.8600 . ?
N1 C5 1.349(3) . ?
N1 C6 1.406(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C4 1.512(4) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2 C4 1.505(4) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C3 C4 1.508(4) . ?
C6 C7 1.386(3) . ?
C6 C11 1.383(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.386(3) . ?
C8 C9 1.385(4) . ?
C8 C18 1.498(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.372(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.385(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.379(3) . ?
C12 C17 1.389(3) . ?
C12 C18 1.499(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.371(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.356(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.370(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.387(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.336(3) . ?
C19 C20 1.507(4) . ?
C19 C26 1.478(5) . ?
C19 C26A 1.540(5) . ?
C20 C21 1.382(4) . ?
C20 C25 1.380(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.399(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.347(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.349(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.385(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.3900 . ?
C26 C31 1.3900 . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C28 C29 1.3900 . ?
C29 H29 0.9300 . ?
C29 C30 1.3900 . ?
C30 H30 0.9300 . ?
C30 C31 1.3900 . ?
C31 H31 0.9300 . ?
C26A C27A 1.3900 . ?
C26A C31A 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 . ?
C30A C31A 1.3900 . ?
C31A H31A 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
C5 O1 C4 121.16(17) . . ?
C5 N1 H1 116.1 . . ?
C5 N1 C6 127.75(19) . . ?
C6 N1 H1 116.1 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
O1 C4 C1 101.70(19) . . ?
O1 C4 C2 108.5(2) . . ?
O1 C4 C3 111.3(2) . . ?
C2 C4 C1 112.6(3) . . ?
C2 C4 C3 112.6(2) . . ?
C3 C4 C1 109.6(3) . . ?
O2 C5 O1 125.6(2) . . ?
O2 C5 N1 125.5(2) . . ?
O1 C5 N1 108.93(19) . . ?
C7 C6 N1 116.73(19) . . ?
C11 C6 N1 123.7(2) . . ?
C11 C6 C7 119.5(2) . . ?
C6 C7 H7 119.0 . . ?
C6 C7 C8 122.1(2) . . ?
C8 C7 H7 119.0 . . ?
C7 C8 C18 118.7(2) . . ?
C9 C8 C7 117.7(2) . . ?
C9 C8 C18 123.4(2) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.5(3) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 119.2 . . ?
C9 C10 C11 121.6(3) . . ?
C11 C10 H10 119.2 . . ?
C6 C11 C10 118.5(2) . . ?
C6 C11 H11 120.7 . . ?
C10 C11 H11 120.7 . . ?
C13 C12 C17 118.1(2) . . ?
C13 C12 C18 120.9(2) . . ?
C17 C12 C18 120.9(2) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.1(3) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(3) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.5(3) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.5(3) . . ?
C17 C16 H16 120.3 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.5(3) . . ?
C16 C17 H17 119.8 . . ?
C8 C18 C12 115.2(2) . . ?
C19 C18 C8 124.7(2) . . ?
C19 C18 C12 120.1(2) . . ?
C18 C19 C20 120.4(2) . . ?
C18 C19 C26 129.5(4) . . ?
C18 C19 C26A 118.7(5) . . ?
C20 C19 C26A 120.8(5) . . ?
C26 C19 C20 110.0(4) . . ?
C21 C20 C19 121.7(3) . . ?
C25 C20 C19 120.3(3) . . ?
C25 C20 C21 118.0(3) . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.5(4) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.7(4) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.9(4) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.3(4) . . ?
C25 C24 H24 119.8 . . ?
C20 C25 C24 120.6(4) . . ?
C20 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C27 C26 C19 117.9(5) . . ?
C27 C26 C31 120.0 . . ?
C31 C26 C19 122.0(5) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 H30 120.0 . . ?
C26 C31 H31 120.0 . . ?
C30 C31 C26 120.0 . . ?
C30 C31 H31 120.0 . . ?
C27A C26A C19 126.7(6) . . ?
C27A C26A C31A 120.0 . . ?
C31A C26A C19 113.3(7) . . ?
C26A C27A H27A 120.0 . . ?
C26A C27A C28A 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 . . ?
C29A C30A H30A 120.0 . . ?
C31A C30A C29A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C26A C31A H31A 120.0 . . ?
C30A C31A C26A 120.0 . . ?
C30A C31A H31A 120.0 . . ?

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 2.07 2.909(2) 165.4 8_755 yes
C7 H7 O2 0.93 2.59 3.340(3) 138.6 8_755 yes
C16 H16 O2 0.93 2.64 3.479(4) 150.9 3_646 yes

_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_22019240165k_0m
_database_code_depnum_ccdc_archive 'CCDC 2120987'
loop_
_audit_author_name
_audit_author_address
'Jun Zhang'
;Anhui Jianzhu University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-12-09 downloaded from the CCDC.
;
_audit_creation_date             2021-10-22
_audit_creation_method           
;
Olex2 1.2-beta
(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         'C31 H29 N O2'
_chemical_formula_sum            'C31 H29 N O2'
_chemical_formula_weight         447.55
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.7706(5)
_cell_length_b                   9.8760(3)
_cell_length_c                   30.6219(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5071.8(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9941
_cell_measurement_temperature    165
_cell_measurement_theta_max      26.889
_cell_measurement_theta_min      2.393
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.4915
_exptl_absorpt_correction_T_min  0.4432
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1191 before and 0.0678 after correction. The Ratio of minimum to maximum transmission is 0.9017. 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    1.172
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            39480
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.502
_diffrn_reflns_theta_min         2.429
_diffrn_ambient_temperature      165
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    .
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4553
_reflns_number_total             5783
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.464
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         5783
_refine_ls_number_restraints     490
_refine_ls_R_factor_all          0.0990
_refine_ls_R_factor_gt           0.0796
_refine_ls_restrained_S_all      1.147
_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)+(0.0488P)²+7.7173P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1880
_refine_ls_wR_factor_ref         0.1986
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26A-C19 \\sim C26-C19
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim C27 \\sim
C26 \\sim C31 \\sim C30 \\sim C29 \\sim C28 \\sim C26A \\sim C31A \\sim C30A
\\sim C29A \\sim C28A \\sim C27A: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C27) \\sim Ueq, Uanis(C26) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C30)
\\sim Ueq, Uanis(C29) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C31A) \\sim Ueq,
Uanis(C30A) \\sim Ueq, Uanis(C29A) \\sim Ueq, Uanis(C28A) \\sim Ueq,
Uanis(C27A) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C21)
\\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C24) \\sim Ueq,
Uanis(C25) \\sim Ueq, Uanis(C26A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C19, C20, C21, C22, C23, C24, C25, C27, C26, C31, C30, C29, C28, C26A, C31A,
 C30A, C29A, C28A, C27A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Sof(C26A)=Sof(C31A)=Sof(H31A)=Sof(C30A)=Sof(H30A)=Sof(C29A)=Sof(H29A)=
 Sof(C28A)=Sof(H28A)=Sof(C27A)=Sof(H27A)=1-FVAR(1)
 Sof(C27)=Sof(H27)=Sof(C26)=Sof(C31)=Sof(H31)=Sof(C30)=Sof(H30)=Sof(C29)=
 Sof(H29)=Sof(C28)=Sof(H28)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C7(H7), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27),
  C31(H31), C30(H30), C29(H29), C28(H28), C31A(H31A), C30A(H30A), C29A(H29A),
 C28A(H28A), C27A(H27A)
6.b Fitted hexagon refined as free rotating group:
 C27(C26,C31,C30,C29,C28), C26A(C31A,C30A,C29A,C28A,C27A)
6.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C3(H3A,H3B,H3C), C2(H2A,H2B,H2C)
;
_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 0.20347(11) 0.67292(17) 0.78881(6) 0.0317(4) Uani 1 1 d . . . . .
O2 O 0.26715(11) 0.83672(16) 0.75005(6) 0.0337(4) Uani 1 1 d . . . . .
N1 N 0.26635(12) 0.61512(19) 0.72898(6) 0.0275(4) Uani 1 1 d . . . . .
H1 H 0.247790 0.535224 0.736627 0.033 Uiso 1 1 calc R . . . .
C1 C 0.1287(3) 0.6692(3) 0.85273(11) 0.0615(10) Uani 1 1 d . . . . .
H1A H 0.083092 0.636346 0.835804 0.092 Uiso 1 1 calc GR . . . .
H1B H 0.109580 0.718391 0.878473 0.092 Uiso 1 1 calc GR . . . .
H1C H 0.161399 0.592198 0.862059 0.092 Uiso 1 1 calc GR . . . .
C3 C 0.2515(2) 0.8137(4) 0.84835(11) 0.0625(10) Uani 1 1 d . . . . .
H3A H 0.286027 0.736981 0.855720 0.094 Uiso 1 1 calc GR . . . .
H3B H 0.235407 0.860380 0.875182 0.094 Uiso 1 1 calc GR . . . .
H3C H 0.280628 0.876793 0.829467 0.094 Uiso 1 1 calc GR . . . .
C4 C 0.17835(16) 0.7630(3) 0.82474(8) 0.0321(6) Uani 1 1 d . . . . .
C2 C 0.12666(19) 0.8775(3) 0.80821(10) 0.0454(7) Uani 1 1 d . . . . .
H2A H 0.159682 0.942341 0.792112 0.068 Uiso 1 1 calc GR . . . .
H2B H 0.101359 0.923172 0.833011 0.068 Uiso 1 1 calc GR . . . .
H2C H 0.085432 0.841073 0.788807 0.068 Uiso 1 1 calc GR . . . .
C5 C 0.24714(14) 0.7196(2) 0.75547(8) 0.0259(5) Uani 1 1 d . . . . .
C6 C 0.31250(14) 0.6189(2) 0.69062(8) 0.0264(5) Uani 1 1 d . . . . .
C7 C 0.34342(14) 0.4967(2) 0.67632(8) 0.0278(5) Uani 1 1 d . . . . .
H7 H 0.333430 0.417245 0.692940 0.033 Uiso 1 1 calc R . . . .
C8 C 0.38859(15) 0.4866(3) 0.63845(9) 0.0333(6) Uani 1 1 d . . . . .
C9 C 0.4048(2) 0.6053(3) 0.61525(11) 0.0516(9) Uani 1 1 d . . . . .
H9 H 0.437003 0.602255 0.589751 0.062 Uiso 1 1 calc R . . . .
C10 C 0.3740(2) 0.7268(3) 0.62945(12) 0.0629(11) Uani 1 1 d . . . . .
H10 H 0.384570 0.806460 0.613078 0.076 Uiso 1 1 calc R . . . .
C11 C 0.32804(18) 0.7362(3) 0.66689(10) 0.0440(7) Uani 1 1 d . . . . .
H11 H 0.307526 0.821104 0.676207 0.053 Uiso 1 1 calc R . . . .
C12 C 0.45295(14) 0.2700(2) 0.66371(8) 0.0284(5) Uani 1 1 d . . . . .
C13 C 0.41637(16) 0.1488(3) 0.67498(9) 0.0357(6) Uani 1 1 d . . . . .
H13 H 0.373101 0.116216 0.657949 0.043 Uiso 1 1 calc R . . . .
C14 C 0.44197(18) 0.0754(3) 0.71051(10) 0.0434(7) Uani 1 1 d . . . . .
H14 H 0.416303 -0.007464 0.717672 0.052 Uiso 1 1 calc R . . . .
C15 C 0.50404(18) 0.1205(3) 0.73564(9) 0.0389(6) Uani 1 1 d . . . . .
H15 H 0.521382 0.069303 0.760135 0.047 Uiso 1 1 calc R . . . .
C16 C 0.54136(17) 0.2412(3) 0.72510(9) 0.0382(6) Uani 1 1 d . . . . .
H16 H 0.584771 0.272488 0.742276 0.046 Uiso 1 1 calc R . . . .
C17 C 0.51567(15) 0.3165(3) 0.68958(9) 0.0328(6) Uani 1 1 d . . . . .
H17 H 0.540873 0.400067 0.682842 0.039 Uiso 1 1 calc R . . . .
C18 C 0.42294(15) 0.3525(3) 0.62616(8) 0.0315(6) Uani 1 1 d . . . . .
C19 C 0.42652(16) 0.3027(3) 0.58532(9) 0.0367(6) Uani 1 1 d D U . . .
C20 C 0.4740(2) 0.1784(3) 0.57589(9) 0.0418(7) Uani 1 1 d . U . . .
C21 C 0.4385(3) 0.0620(4) 0.55928(11) 0.0683(11) Uani 1 1 d . U . . .
H21 H 0.382828 0.059863 0.553711 0.082 Uiso 1 1 calc R . . . .
C22 C 0.4862(4) -0.0532(4) 0.55074(12) 0.0839(13) Uani 1 1 d . U . . .
H22 H 0.462102 -0.133405 0.539816 0.101 Uiso 1 1 calc R . . . .
C23 C 0.5651(4) -0.0502(4) 0.55792(13) 0.0867(14) Uani 1 1 d . U . . .
H23 H 0.596451 -0.128091 0.551857 0.104 Uiso 1 1 calc R . . . .
C24 C 0.6003(3) 0.0629(4) 0.57376(12) 0.0779(12) Uani 1 1 d . U . . .
H24 H 0.656276 0.063929 0.578628 0.093 Uiso 1 1 calc R . . . .
C25 C 0.5557(2) 0.1768(4) 0.58287(11) 0.0535(8) Uani 1 1 d . U . . .
H25 H 0.581262 0.255226 0.594105 0.064 Uiso 1 1 calc R . . . .
C27 C 0.3096(3) 0.4444(7) 0.55104(13) 0.0495(15) Uani 0.486(6) 1 d . U P A 1
H27 H 0.280802 0.441554 0.577729 0.059 Uiso 0.486(6) 1 calc R . P A 1
C26 C 0.3832(4) 0.3805(7) 0.54779(18) 0.0387(15) Uani 0.486(6) 1 d DG U P A 1
C31 C 0.4254(3) 0.3847(9) 0.5087(2) 0.0393(17) Uani 0.486(6) 1 d G U P A 1
H31 H 0.475736 0.341032 0.506528 0.047 Uiso 0.486(6) 1 calc R . P A 1
C30 C 0.3940(3) 0.4528(8) 0.47295(18) 0.0469(17) Uani 0.486(6) 1 d G U P A 1
H30 H 0.422854 0.455725 0.446259 0.056 Uiso 0.486(6) 1 calc R . P A 1
C29 C 0.3204(3) 0.5168(7) 0.47619(14) 0.0575(17) Uani 0.486(6) 1 d G U P A 1
H29 H 0.298946 0.563333 0.451725 0.069 Uiso 0.486(6) 1 calc R . P A 1
C28 C 0.2782(3) 0.5126(7) 0.51524(16) 0.0584(16) Uani 0.486(6) 1 d G U P A 1
H28 H 0.227919 0.556249 0.517459 0.070 Uiso 0.486(6) 1 calc R . P A 1
C26A C 0.3880(3) 0.3500(7) 0.54505(17) 0.0385(14) Uani 0.514(6) 1 d D U P A 2
C31A C 0.4308(2) 0.3779(9) 0.5072(2) 0.0394(16) Uani 0.514(6) 1 d G U P A 2
H31A H 0.486938 0.365622 0.506725 0.047 Uiso 0.514(6) 1 calc R . P A 2
C30A C 0.3914(3) 0.4239(8) 0.47015(17) 0.0531(18) Uani 0.514(6) 1 d G U P A 2
H30A H 0.420594 0.442956 0.444298 0.064 Uiso 0.514(6) 1 calc R . P A 2
C29A C 0.3092(3) 0.4419(7) 0.47088(13) 0.0583(16) Uani 0.514(6) 1 d G U P A 2
H29A H 0.282229 0.473261 0.445538 0.070 Uiso 0.514(6) 1 calc R . P A 2
C28A C 0.2664(2) 0.4139(7) 0.50870(15) 0.0590(16) Uani 0.514(6) 1 d G U P A 2
H28A H 0.210207 0.426231 0.509204 0.071 Uiso 0.514(6) 1 calc R . P A 2
C27A C 0.3058(3) 0.3680(6) 0.54578(12) 0.0472(14) Uani 0.514(6) 1 d G U P A 2
H27A H 0.276549 0.348896 0.571632 0.057 Uiso 0.514(6) 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 C4 1.476(3) . ?
O1 C5 1.338(3) . ?
O2 C5 1.216(3) . ?
N1 H1 0.8800 . ?
N1 C5 1.351(3) . ?
N1 C6 1.407(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C4 1.511(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C3 C4 1.510(4) . ?
C4 C2 1.512(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C6 C7 1.385(3) . ?
C6 C11 1.392(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.389(3) . ?
C8 C9 1.398(4) . ?
C8 C18 1.492(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.376(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.388(4) . ?
C12 C17 1.395(4) . ?
C12 C18 1.497(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.377(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.369(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.384(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.345(4) . ?
C19 C20 1.491(4) . ?
C19 C26 1.561(5) . ?
C19 C26A 1.469(5) . ?
C20 C21 1.391(4) . ?
C20 C25 1.387(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.415(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.342(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.354(7) . ?
C24 H24 0.9500 . ?
C24 C25 1.380(5) . ?
C25 H25 0.9500 . ?
C27 H27 0.9500 . ?
C27 C26 1.3900 . ?
C27 C28 1.3900 . ?
C26 C31 1.3900 . ?
C31 H31 0.9500 . ?
C31 C30 1.3900 . ?
C30 H30 0.9500 . ?
C30 C29 1.3900 . ?
C29 H29 0.9500 . ?
C29 C28 1.3900 . ?
C28 H28 0.9500 . ?
C26A C31A 1.3900 . ?
C26A C27A 1.3900 . ?
C31A H31A 0.9500 . ?
C31A C30A 1.3900 . ?
C30A H30A 0.9500 . ?
C30A C29A 1.3900 . ?
C29A H29A 0.9500 . ?
C29A C28A 1.3900 . ?
C28A H28A 0.9500 . ?
C28A C27A 1.3900 . ?
C27A H27A 0.9500 . ?

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
C5 O1 C4 121.15(19) . . ?
C5 N1 H1 116.1 . . ?
C5 N1 C6 127.7(2) . . ?
C6 N1 H1 116.1 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
O1 C4 C1 102.2(2) . . ?
O1 C4 C3 109.0(2) . . ?
O1 C4 C2 111.4(2) . . ?
C3 C4 C1 112.3(3) . . ?
C2 C4 C1 109.4(3) . . ?
C2 C4 C3 112.2(3) . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O1 C5 N1 109.00(19) . . ?
O2 C5 O1 125.7(2) . . ?
O2 C5 N1 125.3(2) . . ?
C7 C6 N1 116.5(2) . . ?
C7 C6 C11 119.3(2) . . ?
C11 C6 N1 124.1(2) . . ?
C6 C7 H7 119.0 . . ?
C6 C7 C8 122.1(2) . . ?
C8 C7 H7 119.0 . . ?
C7 C8 C9 118.0(2) . . ?
C7 C8 C18 119.0(2) . . ?
C9 C8 C18 122.8(2) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.8(3) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 119.0 . . ?
C9 C10 C11 122.0(3) . . ?
C11 C10 H10 119.0 . . ?
C6 C11 H11 120.7 . . ?
C10 C11 C6 118.7(3) . . ?
C10 C11 H11 120.7 . . ?
C13 C12 C17 118.4(2) . . ?
C13 C12 C18 120.8(2) . . ?
C17 C12 C18 120.7(2) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.9(3) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.7(3) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.5(3) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.3(3) . . ?
C17 C16 H16 119.9 . . ?
C12 C17 H17 119.9 . . ?
C16 C17 C12 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C8 C18 C12 114.8(2) . . ?
C19 C18 C8 125.2(2) . . ?
C19 C18 C12 120.0(2) . . ?
C18 C19 C20 120.3(3) . . ?
C18 C19 C26 118.9(4) . . ?
C18 C19 C26A 130.1(3) . . ?
C20 C19 C26 120.7(3) . . ?
C26A C19 C20 109.5(3) . . ?
C21 C20 C19 121.5(3) . . ?
C25 C20 C19 120.5(3) . . ?
C25 C20 C21 118.0(3) . . ?
C20 C21 H21 120.3 . . ?
C20 C21 C22 119.4(4) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.6(4) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.5(4) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.5(5) . . ?
C25 C24 H24 119.7 . . ?
C20 C25 H25 119.5 . . ?
C24 C25 C20 121.0(4) . . ?
C24 C25 H25 119.5 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C26 C19 125.7(4) . . ?
C31 C26 C19 114.3(4) . . ?
C31 C26 C27 120.0 . . ?
C26 C31 H31 120.0 . . ?
C26 C31 C30 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C30 H30 120.0 . . ?
C29 C30 C31 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C29 H29 120.0 . . ?
C30 C29 C28 120.0 . . ?
C28 C29 H29 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C31A C26A C19 122.4(4) . . ?
C31A C26A C27A 120.0 . . ?
C27A C26A C19 117.6(4) . . ?
C26A C31A H31A 120.0 . . ?
C30A C31A C26A 120.0 . . ?
C30A C31A H31A 120.0 . . ?
C31A C30A H30A 120.0 . . ?
C31A C30A C29A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C30A C29A H29A 120.0 . . ?
C28A C29A C30A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C29A C28A H28A 120.0 . . ?
C29A C28A C27A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C28A C27A C26A 120.0 . . ?
C28A C27A H27A 120.0 . . ?

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 0.88 2.02 2.880(2) 165.7 8_655 yes
C7 H7 O2 0.95 2.56 3.321(3) 137.7 8_655 yes
C16 H16 O2 0.95 2.57 3.433(3) 150.5 3_646 yes

_olex2_submission_special_instructions 'No special instructions were received'
