# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_0428_3_0m
_database_code_depnum_ccdc_archive 'CCDC 2262414'
loop_
_audit_author_name
_audit_author_address
'Jia-Chen Xiang'
;Southeast Universtiy
China
;
_audit_update_record             
;
2024-02-26 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2023-04-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H21 N O4'
_chemical_formula_sum            'C26 H21 N O4'
_chemical_formula_weight         411.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.8438(5)
_cell_length_b                   10.9757(4)
_cell_length_c                   11.4845(5)
_cell_angle_alpha                61.863(2)
_cell_angle_beta                 63.537(2)
_cell_angle_gamma                60.9290(10)
_cell_volume                     1011.07(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6560
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.35
_cell_measurement_theta_min      2.25
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.0276
_exptl_absorpt_correction_T_min  0.0113
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0625 before and 0.0583 after correction.
The Ratio of minimum to maximum transmission is 0.4094.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            28319
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.095
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2957
_reflns_number_total             3529
_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 V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 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         0.190
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         3529
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0443
_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)+(0.0500P)²+0.3747P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1154
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1A), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C14(H14), C16(H16),
 C17(H17), C21(H21), C22(H22), C24(H24), C25(H25)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C26(H26A,H26B,H26C)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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 0.10247(14) 0.65388(14) 0.50011(12) 0.0372(3) Uani 1 1 d . . . . .
H1 H 0.0937 0.5711 0.5494 0.056 Uiso 1 1 calc GR . . . .
O2 O -0.02471(13) 0.59523(13) 0.35970(13) 0.0359(3) Uani 1 1 d . . . . .
O3 O 0.41506(15) 0.13052(15) 0.17861(15) 0.0448(3) Uani 1 1 d . . . . .
O4 O 0.69372(14) 0.83647(15) 0.27052(13) 0.0431(3) Uani 1 1 d . . . . .
N1 N 0.32031(16) 0.59130(17) 0.31955(16) 0.0366(4) Uani 1 1 d . . . . .
C1 C 0.02352(19) 0.9340(2) 0.32580(19) 0.0355(4) Uani 1 1 d . . . . .
H1A H -0.0121 0.9113 0.4229 0.043 Uiso 1 1 calc R . . . .
C2 C -0.01789(19) 1.0840(2) 0.23948(19) 0.0366(4) Uani 1 1 d . . . . .
C3 C -0.1029(2) 1.2017(2) 0.2934(2) 0.0434(5) Uani 1 1 d . . . . .
H3 H -0.1369 1.1816 0.3901 0.052 Uiso 1 1 calc R . . . .
C4 C -0.1366(2) 1.3443(2) 0.2077(2) 0.0455(5) Uani 1 1 d . . . . .
H4 H -0.1910 1.4227 0.2451 0.055 Uiso 1 1 calc R . . . .
C5 C -0.0912(2) 1.3759(2) 0.0641(2) 0.0447(5) Uani 1 1 d . . . . .
H5 H -0.1193 1.4754 0.0058 0.054 Uiso 1 1 calc R . . . .
C6 C -0.0077(2) 1.2657(2) 0.0080(2) 0.0433(5) Uani 1 1 d . . . . .
H6 H 0.0232 1.2887 -0.0890 0.052 Uiso 1 1 calc R . . . .
C7 C 0.0335(2) 1.1155(2) 0.09460(19) 0.0375(4) Uani 1 1 d . . . . .
C8 C 0.1268(2) 0.9976(2) 0.0408(2) 0.0416(4) Uani 1 1 d . . . . .
H8 H 0.1623 1.0175 -0.0559 0.050 Uiso 1 1 calc R . . . .
C9 C 0.1662(2) 0.8560(2) 0.12637(19) 0.0395(4) Uani 1 1 d . . . . .
H9 H 0.2300 0.7782 0.0886 0.047 Uiso 1 1 calc R . . . .
C10 C 0.11326(19) 0.8231(2) 0.27121(19) 0.0352(4) Uani 1 1 d . . . . .
C11 C 0.15884(19) 0.66277(19) 0.36129(18) 0.0333(4) Uani 1 1 d . . . . .
C12 C 0.10571(19) 0.57147(19) 0.33455(17) 0.0326(4) Uani 1 1 d . . . . .
C13 C 0.23490(19) 0.46036(19) 0.28297(18) 0.0335(4) Uani 1 1 d . . . . .
C14 C 0.2459(2) 0.34479(19) 0.25325(18) 0.0350(4) Uani 1 1 d . . . . .
H14 H 0.1606 0.3324 0.2630 0.042 Uiso 1 1 calc R . . . .
C15 C 0.3845(2) 0.2499(2) 0.20953(19) 0.0375(4) Uani 1 1 d . . . . .
C16 C 0.5093(2) 0.2726(2) 0.19402(19) 0.0392(4) Uani 1 1 d . . . . .
H16 H 0.6042 0.2073 0.1618 0.047 Uiso 1 1 calc R . . . .
C17 C 0.4991(2) 0.3853(2) 0.22362(19) 0.0385(4) Uani 1 1 d . . . . .
H17 H 0.5848 0.3988 0.2114 0.046 Uiso 1 1 calc R . . . .
C18 C 0.3582(2) 0.47999(19) 0.27244(18) 0.0339(4) Uani 1 1 d . . . . .
C19 C 0.2920(2) 0.0945(2) 0.2085(2) 0.0477(5) Uani 1 1 d . . . . .
H19A H 0.2238 0.1781 0.1568 0.072 Uiso 1 1 calc GR . . . .
H19B H 0.2417 0.0724 0.3073 0.072 Uiso 1 1 calc GR . . . .
H19C H 0.3258 0.0080 0.1821 0.072 Uiso 1 1 calc GR . . . .
C20 C 0.41728(19) 0.65154(19) 0.30782(18) 0.0340(4) Uani 1 1 d . . . . .
C21 C 0.5185(2) 0.6950(2) 0.18273(19) 0.0394(4) Uani 1 1 d . . . . .
H21 H 0.5245 0.6838 0.1030 0.047 Uiso 1 1 calc R . . . .
C22 C 0.6101(2) 0.7542(2) 0.17539(19) 0.0404(4) Uani 1 1 d . . . . .
H22 H 0.6807 0.7809 0.0908 0.048 Uiso 1 1 calc R . . . .
C23 C 0.6002(2) 0.7752(2) 0.28971(19) 0.0365(4) Uani 1 1 d . . . . .
C24 C 0.4983(2) 0.7341(2) 0.41362(19) 0.0376(4) Uani 1 1 d . . . . .
H24 H 0.4893 0.7493 0.4923 0.045 Uiso 1 1 calc R . . . .
C25 C 0.4095(2) 0.6708(2) 0.42175(19) 0.0363(4) Uani 1 1 d . . . . .
H25 H 0.3421 0.6400 0.5074 0.044 Uiso 1 1 calc R . . . .
C26 C 0.6777(2) 0.8713(2) 0.3826(2) 0.0459(5) Uani 1 1 d . . . . .
H26A H 0.7489 0.9172 0.3549 0.069 Uiso 1 1 calc GR . . . .
H26B H 0.6952 0.7807 0.4611 0.069 Uiso 1 1 calc GR . . . .
H26C H 0.5778 0.9398 0.4089 0.069 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 H1 0.8400 . ?
O1 C11 1.403(2) . ?
O2 C12 1.225(2) . ?
O3 C15 1.365(2) . ?
O3 C19 1.426(2) . ?
O4 C23 1.361(2) . ?
O4 C26 1.426(2) . ?
N1 C11 1.477(2) . ?
N1 C18 1.376(2) . ?
N1 C20 1.423(2) . ?
C1 H1A 0.9500 . ?
C1 C2 1.426(3) . ?
C1 C10 1.359(3) . ?
C2 C3 1.411(3) . ?
C2 C7 1.420(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.365(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.409(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.359(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.428(3) . ?
C7 C8 1.416(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.361(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.418(3) . ?
C10 C11 1.518(2) . ?
C11 C12 1.562(2) . ?
C12 C13 1.443(2) . ?
C13 C14 1.402(2) . ?
C13 C18 1.400(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.377(3) . ?
C15 C16 1.413(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.374(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.404(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.398(3) . ?
C20 C25 1.382(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.384(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.388(3) . ?
C23 C24 1.388(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(3) . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

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
C11 O1 H1 109.5 . . ?
C15 O3 C19 116.09(15) . . ?
C23 O4 C26 117.47(15) . . ?
C18 N1 C11 110.36(14) . . ?
C18 N1 C20 126.50(15) . . ?
C20 N1 C11 122.16(14) . . ?
C2 C1 H1A 119.5 . . ?
C10 C1 H1A 119.5 . . ?
C10 C1 C2 120.97(17) . . ?
C3 C2 C1 122.05(17) . . ?
C3 C2 C7 119.19(17) . . ?
C7 C2 C1 118.70(17) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.60(19) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.38(19) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 119.6 . . ?
C6 C5 C4 120.78(18) . . ?
C6 C5 H5 119.6 . . ?
C5 C6 H6 119.9 . . ?
C5 C6 C7 120.21(19) . . ?
C7 C6 H6 119.9 . . ?
C2 C7 C6 118.74(17) . . ?
C8 C7 C2 118.99(17) . . ?
C8 C7 C6 122.25(18) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.67(18) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.77(18) . . ?
C10 C9 H9 119.6 . . ?
C1 C10 C9 119.88(17) . . ?
C1 C10 C11 121.80(16) . . ?
C9 C10 C11 118.32(16) . . ?
O1 C11 N1 112.74(14) . . ?
O1 C11 C10 109.67(14) . . ?
O1 C11 C12 110.85(13) . . ?
N1 C11 C10 110.38(14) . . ?
N1 C11 C12 102.13(13) . . ?
C10 C11 C12 110.90(14) . . ?
O2 C12 C11 122.42(15) . . ?
O2 C12 C13 130.17(16) . . ?
C13 C12 C11 107.38(14) . . ?
C14 C13 C12 129.57(16) . . ?
C18 C13 C12 107.79(15) . . ?
C18 C13 C14 122.56(16) . . ?
C13 C14 H14 121.1 . . ?
C15 C14 C13 117.75(16) . . ?
C15 C14 H14 121.1 . . ?
O3 C15 C14 125.42(17) . . ?
O3 C15 C16 114.77(16) . . ?
C14 C15 C16 119.81(17) . . ?
C15 C16 H16 118.7 . . ?
C17 C16 C15 122.64(17) . . ?
C17 C16 H16 118.7 . . ?
C16 C17 H17 121.0 . . ?
C16 C17 C18 118.01(17) . . ?
C18 C17 H17 121.0 . . ?
N1 C18 C13 112.26(16) . . ?
N1 C18 C17 128.53(16) . . ?
C13 C18 C17 119.15(16) . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 N1 121.58(16) . . ?
C25 C20 N1 119.51(16) . . ?
C25 C20 C21 118.89(16) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.80(17) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 120.99(17) . . ?
C23 C22 H22 119.5 . . ?
O4 C23 C22 116.15(16) . . ?
O4 C23 C24 124.54(17) . . ?
C22 C23 C24 119.31(17) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 C23 119.60(17) . . ?
C25 C24 H24 120.2 . . ?
C20 C25 C24 121.38(17) . . ?
C20 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
O4 C26 H26A 109.5 . . ?
O4 C26 H26B 109.5 . . ?
O4 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

_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_1_a
_database_code_depnum_ccdc_archive 'CCDC 2335400'
loop_
_audit_author_name
_audit_author_address
'Jia-Chen Xiang'
;Southeast Universtiy
China
;
_audit_update_record             
;
2024-02-26 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2024-02-01
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6403)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 N O4'
_chemical_formula_sum            'C31 H25 N O4'
_chemical_formula_weight         475.52
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9116(9)
_cell_length_b                   10.4753(9)
_cell_length_c                   12.7392(11)
_cell_angle_alpha                113.711(3)
_cell_angle_beta                 93.324(4)
_cell_angle_gamma                92.899(4)
_cell_volume                     1205.03(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7270
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      66.67
_cell_measurement_theta_min      3.80
_shelx_estimated_absorpt_T_max   0.885
_shelx_estimated_absorpt_T_min   0.862
_exptl_absorpt_coefficient_mu    0.696
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.3492
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1866 before and 0.1060 after correction.
The Ratio of minimum to maximum transmission is 0.4639.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0635
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17015
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        66.770
_diffrn_reflns_theta_max         66.770
_diffrn_reflns_theta_min         3.804
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3400
_reflns_number_total             4216
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.522
_refine_diff_density_min         -0.719
_refine_diff_density_rms         0.182
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4216
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0912
_refine_ls_R_factor_gt           0.0773
_refine_ls_restrained_S_all      1.143
_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)+(0.1620P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2067
_refine_ls_wR_factor_ref         0.2271
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C23(H23)
2.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13), C18(H18),
 C19(H19), C20(H20), C21(H21), C22(H22), C27(H27), C28(H28), C29(H29), C30(H30)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C14(H14A,H14B,H14C)
;
_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
C1 C 1.0803(4) 0.9567(3) 0.7430(3) 0.1000(10) Uani 1 1 d . . . . .
H1A H 1.1285 0.9552 0.6793 0.150 Uiso 1 1 calc R U . . .
H1B H 1.1406 0.9933 0.8119 0.150 Uiso 1 1 calc R U . . .
H1C H 1.0063 1.0151 0.7521 0.150 Uiso 1 1 calc R U . . .
C2 C 0.9399(2) 0.7528(2) 0.62591(17) 0.0619(5) Uani 1 1 d . . . . .
C3 C 0.8891(2) 0.8141(2) 0.55587(16) 0.0601(5) Uani 1 1 d . . . . .
H3 H 0.9165 0.9059 0.5693 0.072 Uiso 1 1 calc R U . . .
C4 C 0.7946(2) 0.7329(2) 0.46379(16) 0.0545(5) Uani 1 1 d . . . . .
C5 C 0.7549(2) 0.59391(19) 0.44083(15) 0.0516(5) Uani 1 1 d . . . . .
C6 C 0.8087(2) 0.5323(2) 0.51163(17) 0.0574(5) Uani 1 1 d . . . . .
H6 H 0.7840 0.4396 0.4972 0.069 Uiso 1 1 calc R U . . .
C7 C 0.8991(2) 0.6132(2) 0.60313(17) 0.0626(5) Uani 1 1 d . . . . .
H7 H 0.9345 0.5742 0.6516 0.075 Uiso 1 1 calc R U . . .
C8 C 0.6062(2) 0.39398(19) 0.29983(16) 0.0517(5) Uani 1 1 d . . . . .
C9 C 0.6660(2) 0.2913(2) 0.2127(2) 0.0684(6) Uani 1 1 d . . . . .
H9 H 0.7450 0.3141 0.1859 0.082 Uiso 1 1 calc R U . . .
C10 C 0.6089(3) 0.1554(2) 0.1658(2) 0.0759(7) Uani 1 1 d . . . . .
H10 H 0.6481 0.0876 0.1058 0.091 Uiso 1 1 calc R U . . .
C11 C 0.4936(2) 0.1189(2) 0.20720(19) 0.0618(5) Uani 1 1 d . . . . .
C12 C 0.4343(2) 0.2204(2) 0.29481(19) 0.0638(5) Uani 1 1 d . . . . .
H12 H 0.3571 0.1971 0.3236 0.077 Uiso 1 1 calc R U . . .
C13 C 0.4907(2) 0.3572(2) 0.33946(17) 0.0615(5) Uani 1 1 d . . . . .
H13 H 0.4496 0.4257 0.3975 0.074 Uiso 1 1 calc R U . . .
C14 C 0.3301(3) -0.0623(3) 0.1956(4) 0.1035(11) Uani 1 1 d . . . . .
H14A H 0.3073 -0.1604 0.1510 0.155 Uiso 1 1 calc R U . . .
H14B H 0.2549 -0.0109 0.1892 0.155 Uiso 1 1 calc R U . . .
H14C H 0.3505 -0.0459 0.2748 0.155 Uiso 1 1 calc R U . . .
C15 C 0.7239(2) 0.76921(19) 0.37920(16) 0.0551(5) Uani 1 1 d . . . . .
C16 C 0.6281(2) 0.64042(18) 0.30122(16) 0.0522(5) Uani 1 1 d . . . . .
C17 C 0.4791(2) 0.66915(19) 0.31644(16) 0.0552(5) Uani 1 1 d . . . . .
C18 C 0.4403(3) 0.7781(2) 0.41241(18) 0.0670(6) Uani 1 1 d . . . . .
H18 H 0.5064 0.8383 0.4672 0.080 Uiso 1 1 calc R U . . .
C19 C 0.3053(3) 0.7985(3) 0.4277(2) 0.0811(7) Uani 1 1 d . . . . .
H19 H 0.2811 0.8716 0.4930 0.097 Uiso 1 1 calc R U . . .
C20 C 0.2052(3) 0.7108(3) 0.3463(2) 0.0786(7) Uani 1 1 d . . . . .
H20 H 0.1142 0.7251 0.3564 0.094 Uiso 1 1 calc R U . . .
C21 C 0.2421(2) 0.6029(3) 0.2512(2) 0.0710(6) Uani 1 1 d . . . . .
H21 H 0.1758 0.5433 0.1962 0.085 Uiso 1 1 calc R U . . .
C22 C 0.3769(2) 0.5824(2) 0.23648(18) 0.0620(5) Uani 1 1 d . . . . .
H22 H 0.4003 0.5086 0.1713 0.074 Uiso 1 1 calc R U . . .
C23 C 0.6625(2) 0.59617(19) 0.17502(16) 0.0540(5) Uani 1 1 d . . . . .
H23 H 0.6219 0.5007 0.1307 0.065 Uiso 1 1 calc R U . . .
C24 C 0.8146(2) 0.5963(2) 0.16088(16) 0.0570(5) Uani 1 1 d . . . . .
C25 C 0.8431(2) 0.6659(2) 0.08375(17) 0.0588(5) Uani 1 1 d . . . . .
C26 C 0.7258(2) 0.7149(2) 0.05553(16) 0.0571(5) Uani 1 1 d . . . . .
C27 C 0.7274(3) 0.7799(2) -0.02044(18) 0.0697(6) Uani 1 1 d . . . . .
H27 H 0.6488 0.8123 -0.0411 0.084 Uiso 1 1 calc R U . . .
C28 C 0.8479(3) 0.7953(3) -0.0644(2) 0.0819(7) Uani 1 1 d . . . . .
H28 H 0.8499 0.8385 -0.1155 0.098 Uiso 1 1 calc R U . . .
C29 C 0.9655(3) 0.7484(3) -0.0347(2) 0.0820(7) Uani 1 1 d . . . . .
H29 H 1.0455 0.7610 -0.0653 0.098 Uiso 1 1 calc R U . . .
C30 C 0.9654(3) 0.6827(3) 0.0401(2) 0.0717(6) Uani 1 1 d . . . . .
H30 H 1.0442 0.6508 0.0606 0.086 Uiso 1 1 calc R U . . .
C31 C 0.6092(2) 0.6895(2) 0.11622(17) 0.0592(5) Uani 1 1 d . . . . .
H31A H 0.5315 0.6421 0.0619 0.071 Uiso 1 1 calc R U . . .
H31B H 0.5830 0.7769 0.1728 0.071 Uiso 1 1 calc R U . . .
N1 N 0.66316(17) 0.53525(16) 0.34657(14) 0.0556(4) Uani 1 1 d . . . . .
O1 O 1.02919(18) 0.81930(19) 0.72173(14) 0.0824(6) Uani 1 1 d . . . . .
O2 O 0.44460(19) -0.01779(15) 0.15401(17) 0.0855(6) Uani 1 1 d . . . . .
O3 O 0.73300(19) 0.87867(15) 0.36614(14) 0.0730(5) Uani 1 1 d . . . . .
O4 O 0.89623(17) 0.54478(19) 0.20402(15) 0.0751(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 O1 1.414(3) . ?
C2 C3 1.380(3) . ?
C2 C7 1.403(3) . ?
C2 O1 1.373(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.402(3) . ?
C4 C5 1.395(3) . ?
C4 C15 1.437(3) . ?
C5 C6 1.400(3) . ?
C5 N1 1.367(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.374(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.386(3) . ?
C8 C13 1.376(3) . ?
C8 N1 1.425(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.378(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.385(3) . ?
C11 C12 1.381(3) . ?
C11 O2 1.362(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.383(3) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 O2 1.414(4) . ?
C15 C16 1.547(3) . ?
C15 O3 1.223(2) . ?
C16 C17 1.530(3) . ?
C16 C23 1.548(3) . ?
C16 N1 1.482(2) . ?
C17 C18 1.386(3) . ?
C17 C22 1.390(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.379(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.388(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.368(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.375(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9800 . ?
C23 C24 1.529(3) . ?
C23 C31 1.546(3) . ?
C24 C25 1.471(3) . ?
C24 O4 1.216(2) . ?
C25 C26 1.381(3) . ?
C25 C30 1.394(3) . ?
C26 C27 1.390(3) . ?
C26 C31 1.497(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.378(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.378(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.381(4) . ?
C30 H30 0.9300 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?

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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
C3 C2 C7 120.37(18) . . ?
O1 C2 C3 124.8(2) . . ?
O1 C2 C7 114.81(19) . . ?
C2 C3 H3 121.2 . . ?
C2 C3 C4 117.58(18) . . ?
C4 C3 H3 121.2 . . ?
C3 C4 C15 129.76(17) . . ?
C5 C4 C3 121.93(18) . . ?
C5 C4 C15 108.31(16) . . ?
C4 C5 C6 119.89(18) . . ?
N1 C5 C4 111.73(16) . . ?
N1 C5 C6 128.37(17) . . ?
C5 C6 H6 121.0 . . ?
C7 C6 C5 117.94(18) . . ?
C7 C6 H6 121.0 . . ?
C2 C7 H7 118.9 . . ?
C6 C7 C2 122.26(19) . . ?
C6 C7 H7 118.9 . . ?
C9 C8 N1 120.32(19) . . ?
C13 C8 C9 118.85(18) . . ?
C13 C8 N1 120.83(18) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.2(2) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.6(2) . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 119.47(18) . . ?
O2 C11 C10 115.8(2) . . ?
O2 C11 C12 124.7(2) . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.5(2) . . ?
C13 C12 H12 120.3 . . ?
C8 C13 C12 121.4(2) . . ?
C8 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
C4 C15 C16 107.29(15) . . ?
O3 C15 C4 129.27(18) . . ?
O3 C15 C16 123.44(18) . . ?
C15 C16 C23 108.82(15) . . ?
C17 C16 C15 111.55(15) . . ?
C17 C16 C23 112.50(15) . . ?
N1 C16 C15 102.04(14) . . ?
N1 C16 C17 109.57(16) . . ?
N1 C16 C23 111.90(15) . . ?
C18 C17 C16 121.59(18) . . ?
C18 C17 C22 117.5(2) . . ?
C22 C17 C16 120.87(17) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 120.9(2) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(2) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 120.4 . . ?
C21 C20 C19 119.2(2) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.2(2) . . ?
C22 C21 H21 119.9 . . ?
C17 C22 H22 119.1 . . ?
C21 C22 C17 121.8(2) . . ?
C21 C22 H22 119.1 . . ?
C16 C23 H23 107.8 . . ?
C24 C23 C16 113.69(15) . . ?
C24 C23 H23 107.8 . . ?
C24 C23 C31 104.81(16) . . ?
C31 C23 C16 114.67(16) . . ?
C31 C23 H23 107.8 . . ?
C25 C24 C23 107.89(16) . . ?
O4 C24 C23 125.58(19) . . ?
O4 C24 C25 126.5(2) . . ?
C26 C25 C24 109.62(19) . . ?
C26 C25 C30 121.7(2) . . ?
C30 C25 C24 128.7(2) . . ?
C25 C26 C27 119.7(2) . . ?
C25 C26 C31 112.00(18) . . ?
C27 C26 C31 128.3(2) . . ?
C26 C27 H27 120.7 . . ?
C28 C27 C26 118.5(2) . . ?
C28 C27 H27 120.7 . . ?
C27 C28 H28 119.2 . . ?
C27 C28 C29 121.7(2) . . ?
C29 C28 H28 119.2 . . ?
C28 C29 H29 119.7 . . ?
C28 C29 C30 120.5(2) . . ?
C30 C29 H29 119.7 . . ?
C25 C30 H30 121.1 . . ?
C29 C30 C25 117.8(2) . . ?
C29 C30 H30 121.1 . . ?
C23 C31 H31A 110.8 . . ?
C23 C31 H31B 110.8 . . ?
C26 C31 C23 104.72(17) . . ?
C26 C31 H31A 110.8 . . ?
C26 C31 H31B 110.8 . . ?
H31A C31 H31B 108.9 . . ?
C5 N1 C8 125.08(16) . . ?
C5 N1 C16 110.43(14) . . ?
C8 N1 C16 124.47(15) . . ?
C2 O1 C1 116.52(19) . . ?
C11 O2 C14 118.3(2) . . ?

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
C2 C3 C4 C5 -1.6(3) . . . . ?
C2 C3 C4 C15 178.9(2) . . . . ?
C3 C2 C7 C6 0.2(3) . . . . ?
C3 C2 O1 C1 -5.6(4) . . . . ?
C3 C4 C5 C6 0.7(3) . . . . ?
C3 C4 C5 N1 -179.39(18) . . . . ?
C3 C4 C15 C16 -177.8(2) . . . . ?
C3 C4 C15 O3 2.3(4) . . . . ?
C4 C5 C6 C7 0.6(3) . . . . ?
C4 C5 N1 C8 178.39(18) . . . . ?
C4 C5 N1 C16 -3.1(2) . . . . ?
C4 C15 C16 C17 112.75(18) . . . . ?
C4 C15 C16 C23 -122.54(17) . . . . ?
C4 C15 C16 N1 -4.1(2) . . . . ?
C5 C4 C15 C16 2.6(2) . . . . ?
C5 C4 C15 O3 -177.3(2) . . . . ?
C5 C6 C7 C2 -1.1(3) . . . . ?
C6 C5 N1 C8 -1.8(3) . . . . ?
C6 C5 N1 C16 176.7(2) . . . . ?
C7 C2 C3 C4 1.1(3) . . . . ?
C7 C2 O1 C1 175.6(3) . . . . ?
C8 C9 C10 C11 -1.9(4) . . . . ?
C9 C8 C13 C12 0.5(3) . . . . ?
C9 C8 N1 C5 -92.7(3) . . . . ?
C9 C8 N1 C16 89.1(3) . . . . ?
C9 C10 C11 C12 1.2(4) . . . . ?
C9 C10 C11 O2 179.3(2) . . . . ?
C10 C11 C12 C13 0.3(3) . . . . ?
C10 C11 O2 C14 177.6(3) . . . . ?
C11 C12 C13 C8 -1.2(3) . . . . ?
C12 C11 O2 C14 -4.4(4) . . . . ?
C13 C8 C9 C10 1.1(4) . . . . ?
C13 C8 N1 C5 87.8(3) . . . . ?
C13 C8 N1 C16 -90.4(2) . . . . ?
C15 C4 C5 C6 -179.62(18) . . . . ?
C15 C4 C5 N1 0.2(2) . . . . ?
C15 C16 C17 C18 -18.7(3) . . . . ?
C15 C16 C17 C22 164.23(17) . . . . ?
C15 C16 C23 C24 43.8(2) . . . . ?
C15 C16 C23 C31 -76.8(2) . . . . ?
C15 C16 N1 C5 4.4(2) . . . . ?
C15 C16 N1 C8 -177.13(18) . . . . ?
C16 C17 C18 C19 -176.8(2) . . . . ?
C16 C17 C22 C21 177.13(19) . . . . ?
C16 C23 C24 C25 -134.27(16) . . . . ?
C16 C23 C24 O4 47.3(3) . . . . ?
C16 C23 C31 C26 135.05(17) . . . . ?
C17 C16 C23 C24 167.95(15) . . . . ?
C17 C16 C23 C31 47.4(2) . . . . ?
C17 C16 N1 C5 -113.92(17) . . . . ?
C17 C16 N1 C8 64.6(2) . . . . ?
C17 C18 C19 C20 -0.7(4) . . . . ?
C18 C17 C22 C21 0.0(3) . . . . ?
C18 C19 C20 C21 0.6(4) . . . . ?
C19 C20 C21 C22 -0.2(4) . . . . ?
C20 C21 C22 C17 0.0(3) . . . . ?
C22 C17 C18 C19 0.4(3) . . . . ?
C23 C16 C17 C18 -141.33(19) . . . . ?
C23 C16 C17 C22 41.6(2) . . . . ?
C23 C16 N1 C5 120.58(17) . . . . ?
C23 C16 N1 C8 -60.9(2) . . . . ?
C23 C24 C25 C26 3.5(2) . . . . ?
C23 C24 C25 C30 -175.5(2) . . . . ?
C24 C23 C31 C26 9.69(19) . . . . ?
C24 C25 C26 C27 -177.53(18) . . . . ?
C24 C25 C26 C31 3.1(2) . . . . ?
C24 C25 C30 C29 177.8(2) . . . . ?
C25 C26 C27 C28 -0.9(3) . . . . ?
C25 C26 C31 C23 -8.2(2) . . . . ?
C26 C25 C30 C29 -1.1(3) . . . . ?
C26 C27 C28 C29 -0.1(4) . . . . ?
C27 C26 C31 C23 172.45(19) . . . . ?
C27 C28 C29 C30 0.6(4) . . . . ?
C28 C29 C30 C25 0.1(4) . . . . ?
C30 C25 C26 C27 1.6(3) . . . . ?
C30 C25 C26 C31 -177.82(19) . . . . ?
C31 C23 C24 C25 -8.29(19) . . . . ?
C31 C23 C24 O4 173.27(19) . . . . ?
C31 C26 C27 C28 178.4(2) . . . . ?
N1 C5 C6 C7 -179.24(19) . . . . ?
N1 C8 C9 C10 -178.5(2) . . . . ?
N1 C8 C13 C12 179.99(19) . . . . ?
N1 C16 C17 C18 93.5(2) . . . . ?
N1 C16 C17 C22 -83.5(2) . . . . ?
N1 C16 C23 C24 -68.2(2) . . . . ?
N1 C16 C23 C31 171.24(15) . . . . ?
O1 C2 C3 C4 -177.6(2) . . . . ?
O1 C2 C7 C6 179.0(2) . . . . ?
O2 C11 C12 C13 -177.6(2) . . . . ?
O3 C15 C16 C17 -67.4(2) . . . . ?
O3 C15 C16 C23 57.3(3) . . . . ?
O3 C15 C16 N1 175.7(2) . . . . ?
O4 C24 C25 C26 -178.0(2) . . . . ?
O4 C24 C25 C30 2.9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2335401'
loop_
_audit_author_name
_audit_author_address
'Jia-Chen Xiang'
;Southeast Universtiy
China
;
_audit_update_record             
;
2024-02-26 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_audit_creation_date             2024-02-03
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6403)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 N O4, C H2 Cl2'
_chemical_formula_sum            'C32 H26 Cl2 N O4'
_chemical_formula_weight         559.44
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.10160(10)
_cell_length_b                   11.68700(10)
_cell_length_c                   12.03500(10)
_cell_angle_alpha                99.3120(10)
_cell_angle_beta                 108.1670(10)
_cell_angle_gamma                104.3030(10)
_cell_volume                     1388.43(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8493
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      66.60
_cell_measurement_theta_min      4.75
_shelx_estimated_absorpt_T_max   0.670
_shelx_estimated_absorpt_T_min   0.619
_exptl_absorpt_coefficient_mu    2.415
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.3959
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1349 before and 0.0741 after correction.
The Ratio of minimum to maximum transmission is 0.5259.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             582
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17898
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        66.599
_diffrn_reflns_theta_max         66.599
_diffrn_reflns_theta_min         4.042
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4265
_reflns_number_total             4822
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.776
_refine_diff_density_min         -1.094
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         4822
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0917
_refine_ls_restrained_S_all      1.026
_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)+(0.1806P)²+1.0200P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2615
_refine_ls_wR_factor_ref         0.2689
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C27(H27), C24(H24), C3(H3), C6(H6), C31(H31), C7(H7),
 C23(H23), C21(H21), C20(H20), C30(H30), C28(H28), C16(H16), C29(H29), C13(H13)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C25(H25A,H25B,H25C)
;
_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
C1 C 0.7453(4) 0.0664(5) 0.8427(4) 0.0746(11) Uani 1 1 d . . . . .
H1A H 0.7256 0.0529 0.7572 0.112 Uiso 1 1 calc R U . . .
H1B H 0.7889 0.0100 0.8724 0.112 Uiso 1 1 calc R U . . .
H1C H 0.8031 0.1486 0.8834 0.112 Uiso 1 1 calc R U . . .
C5 C 0.3564(3) 0.2279(2) 0.7250(2) 0.0363(6) Uani 1 1 d . . . . .
C14 C -0.1377(4) 0.2243(4) 0.1930(4) 0.0742(11) Uani 1 1 d . . . . .
H14 H -0.2224 0.2218 0.1443 0.089 Uiso 1 1 calc R U . . .
C15 C -0.0958(4) 0.1235(4) 0.1724(4) 0.0688(10) Uani 1 1 d . . . . .
H15 H -0.1522 0.0545 0.1103 0.083 Uiso 1 1 calc R U . . .
C19 C 0.1418(3) 0.2721(2) 0.6553(2) 0.0374(6) Uani 1 1 d . . . . .
C32 C 0.7968(8) 0.6456(7) 0.9041(6) 0.124(2) Uani 1 1 d . . . . .
H32A H 0.8324 0.6542 0.8407 0.149 Uiso 1 1 calc R U . . .
H32B H 0.7013 0.6313 0.8685 0.149 Uiso 1 1 calc R U . . .
C26 C 0.4014(3) 0.5224(3) 0.7192(2) 0.0401(6) Uani 1 1 d . . . . .
C8 C 0.4926(3) 0.3616(2) 0.6600(2) 0.0386(6) Uani 1 1 d . . . . .
C9 C 0.3599(3) 0.3935(2) 0.6380(2) 0.0375(6) Uani 1 1 d . . . . .
C27 C 0.4144(3) 0.5386(3) 0.8402(3) 0.0450(7) Uani 1 1 d . . . . .
H27 H 0.3912 0.4708 0.8695 0.054 Uiso 1 1 calc R U . . .
C24 C 0.0517(3) 0.1679(3) 0.5699(3) 0.0455(7) Uani 1 1 d . . . . .
H24 H 0.0829 0.1138 0.5299 0.055 Uiso 1 1 calc R U . . .
C3 C 0.5788(3) 0.2068(3) 0.7646(2) 0.0404(6) Uani 1 1 d . . . . .
H3 H 0.6633 0.2321 0.7607 0.049 Uiso 1 1 calc R U . . .
C6 C 0.3201(3) 0.1300(3) 0.7743(3) 0.0422(6) Uani 1 1 d . . . . .
H6 H 0.2352 0.1034 0.7771 0.051 Uiso 1 1 calc R U . . .
C22 C -0.1317(3) 0.2226(3) 0.6005(3) 0.0462(7) Uani 1 1 d . . . . .
C10 C 0.2941(3) 0.3849(3) 0.5022(3) 0.0425(6) Uani 1 1 d . . . . .
H10 H 0.3634 0.4324 0.4783 0.051 Uiso 1 1 calc R U . . .
C31 C 0.4407(3) 0.6250(3) 0.6787(3) 0.0482(7) Uani 1 1 d . . . . .
H31 H 0.4334 0.6159 0.5984 0.058 Uiso 1 1 calc R U . . .
C7 C 0.4140(3) 0.0743(3) 0.8183(3) 0.0446(7) Uani 1 1 d . . . . .
H7 H 0.3914 0.0094 0.8516 0.054 Uiso 1 1 calc R U . . .
C17 C 0.1112(3) 0.2305(3) 0.3349(3) 0.0465(7) Uani 1 1 d . . . . .
C4 C 0.4839(3) 0.2635(2) 0.7197(2) 0.0374(6) Uani 1 1 d . . . . .
C2 C 0.5429(3) 0.1121(3) 0.8148(2) 0.0421(6) Uani 1 1 d . . . . .
C11 C 0.1739(3) 0.4325(3) 0.4626(3) 0.0491(7) Uani 1 1 d . . . . .
H11A H 0.1412 0.4474 0.5278 0.059 Uiso 1 1 calc R U . . .
H11B H 0.1984 0.5078 0.4389 0.059 Uiso 1 1 calc R U . . .
C23 C -0.0855(3) 0.1416(3) 0.5422(3) 0.0494(7) Uani 1 1 d . . . . .
H23 H -0.1451 0.0703 0.4849 0.059 Uiso 1 1 calc R U . . .
C18 C 0.2456(3) 0.2534(3) 0.4238(3) 0.0459(7) Uani 1 1 d . . . . .
C21 C -0.0416(3) 0.3269(3) 0.6880(3) 0.0523(8) Uani 1 1 d . . . . .
H21 H -0.0727 0.3810 0.7282 0.063 Uiso 1 1 calc R U . . .
C20 C 0.0938(3) 0.3511(3) 0.7159(3) 0.0482(7) Uani 1 1 d . . . . .
H20 H 0.1535 0.4206 0.7756 0.058 Uiso 1 1 calc R U . . .
C12 C 0.0699(3) 0.3320(3) 0.3566(3) 0.0479(7) Uani 1 1 d . . . . .
C30 C 0.4905(4) 0.7407(3) 0.7567(3) 0.0587(8) Uani 1 1 d . . . . .
H30 H 0.5178 0.8086 0.7288 0.070 Uiso 1 1 calc R U . . .
C28 C 0.4620(4) 0.6556(3) 0.9174(3) 0.0545(8) Uani 1 1 d . . . . .
H28 H 0.4679 0.6658 0.9974 0.065 Uiso 1 1 calc R U . . .
C16 C 0.0290(4) 0.1248(3) 0.2434(3) 0.0572(8) Uani 1 1 d . . . . .
H16 H 0.0577 0.0572 0.2306 0.069 Uiso 1 1 calc R U . . .
C29 C 0.5001(4) 0.7562(3) 0.8756(3) 0.0594(9) Uani 1 1 d . . . . .
H29 H 0.5322 0.8343 0.9273 0.071 Uiso 1 1 calc R U . . .
C13 C -0.0573(4) 0.3280(4) 0.2838(4) 0.0643(9) Uani 1 1 d . . . . .
H13 H -0.0873 0.3948 0.2965 0.077 Uiso 1 1 calc R U . . .
C25 C -0.3596(3) 0.1090(4) 0.4838(4) 0.0707(10) Uani 1 1 d . . . . .
H25A H -0.3480 0.1148 0.4089 0.106 Uiso 1 1 calc R U . . .
H25B H -0.4474 0.1106 0.4776 0.106 Uiso 1 1 calc R U . . .
H25C H -0.3488 0.0338 0.5007 0.106 Uiso 1 1 calc R U . . .
Cl1 Cl 0.8651(2) 0.7799(2) 1.01133(19) 0.1352(7) Uani 1 1 d . . . . .
Cl2 Cl 0.8202(4) 0.5170(3) 0.9485(2) 0.2044(15) Uani 1 1 d . . . . .
N1 N 0.2820(2) 0.2999(2) 0.6795(2) 0.0399(5) Uani 1 1 d . . . . .
O1 O 0.6257(2) 0.0483(2) 0.8649(2) 0.0569(6) Uani 1 1 d . . . . .
O2 O -0.2630(2) 0.2085(2) 0.5784(2) 0.0640(7) Uani 1 1 d . . . . .
O3 O 0.5836(2) 0.4162(2) 0.6336(2) 0.0519(6) Uani 1 1 d . . . . .
O4 O 0.3091(3) 0.1820(2) 0.4345(2) 0.0622(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 O1 1.407(5) . ?
C5 C6 1.402(4) . ?
C5 C4 1.398(4) . ?
C5 N1 1.378(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.383(7) . ?
C14 C13 1.374(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.377(6) . ?
C19 C24 1.375(4) . ?
C19 C20 1.391(4) . ?
C19 N1 1.432(3) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 Cl1 1.689(8) . ?
C32 Cl2 1.726(8) . ?
C26 C9 1.528(4) . ?
C26 C27 1.394(4) . ?
C26 C31 1.389(4) . ?
C8 C9 1.563(4) . ?
C8 C4 1.448(4) . ?
C8 O3 1.214(3) . ?
C9 C10 1.543(4) . ?
C9 N1 1.474(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.392(4) . ?
C24 H24 0.9300 . ?
C24 C23 1.394(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.395(4) . ?
C3 C2 1.377(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.376(4) . ?
C22 C23 1.379(4) . ?
C22 C21 1.386(5) . ?
C22 O2 1.360(4) . ?
C10 H10 0.9800 . ?
C10 C11 1.540(4) . ?
C10 C18 1.533(4) . ?
C31 H31 0.9300 . ?
C31 C30 1.382(5) . ?
C7 H7 0.9300 . ?
C7 C2 1.406(4) . ?
C17 C18 1.469(4) . ?
C17 C12 1.389(5) . ?
C17 C16 1.396(5) . ?
C2 O1 1.379(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.506(4) . ?
C23 H23 0.9300 . ?
C18 O4 1.216(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.377(4) . ?
C20 H20 0.9300 . ?
C12 C13 1.395(5) . ?
C30 H30 0.9300 . ?
C30 C29 1.379(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.376(5) . ?
C16 H16 0.9300 . ?
C29 H29 0.9300 . ?
C13 H13 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C25 O2 1.411(5) . ?

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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
C6 C5 C4 119.4(2) . . ?
N1 C5 C6 128.5(2) . . ?
N1 C5 C4 112.1(2) . . ?
C15 C14 H14 119.2 . . ?
C15 C14 C13 121.6(4) . . ?
C13 C14 H14 119.2 . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.4(4) . . ?
C16 C15 H15 119.8 . . ?
C24 C19 C20 118.7(3) . . ?
C24 C19 N1 120.6(2) . . ?
C20 C19 N1 120.7(2) . . ?
H32A C32 H32B 107.2 . . ?
Cl1 C32 H32A 107.9 . . ?
Cl1 C32 H32B 107.9 . . ?
Cl1 C32 Cl2 117.5(4) . . ?
Cl2 C32 H32A 107.9 . . ?
Cl2 C32 H32B 107.9 . . ?
C27 C26 C9 119.9(2) . . ?
C31 C26 C9 121.2(2) . . ?
C31 C26 C27 118.6(3) . . ?
C4 C8 C9 106.8(2) . . ?
O3 C8 C9 123.3(2) . . ?
O3 C8 C4 129.8(3) . . ?
C26 C9 C8 105.1(2) . . ?
C26 C9 C10 113.2(2) . . ?
C10 C9 C8 109.0(2) . . ?
N1 C9 C26 112.7(2) . . ?
N1 C9 C8 102.4(2) . . ?
N1 C9 C10 113.4(2) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.5(3) . . ?
C28 C27 H27 119.8 . . ?
C19 C24 H24 119.3 . . ?
C19 C24 C23 121.4(3) . . ?
C23 C24 H24 119.3 . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
C2 C3 C4 117.7(3) . . ?
C5 C6 H6 121.0 . . ?
C7 C6 C5 118.0(3) . . ?
C7 C6 H6 121.0 . . ?
C23 C22 C21 119.8(3) . . ?
O2 C22 C23 124.5(3) . . ?
O2 C22 C21 115.7(3) . . ?
C9 C10 H10 107.0 . . ?
C11 C10 C9 118.0(2) . . ?
C11 C10 H10 107.0 . . ?
C18 C10 C9 112.1(2) . . ?
C18 C10 H10 107.0 . . ?
C18 C10 C11 105.4(2) . . ?
C26 C31 H31 119.7 . . ?
C30 C31 C26 120.5(3) . . ?
C30 C31 H31 119.7 . . ?
C6 C7 H7 118.9 . . ?
C6 C7 C2 122.2(3) . . ?
C2 C7 H7 118.9 . . ?
C12 C17 C18 109.5(3) . . ?
C12 C17 C16 122.0(3) . . ?
C16 C17 C18 128.5(3) . . ?
C5 C4 C8 108.0(2) . . ?
C3 C4 C5 122.4(2) . . ?
C3 C4 C8 129.6(2) . . ?
C3 C2 C7 120.2(3) . . ?
C3 C2 O1 124.8(3) . . ?
O1 C2 C7 115.0(3) . . ?
C10 C11 H11A 110.8 . . ?
C10 C11 H11B 110.8 . . ?
H11A C11 H11B 108.9 . . ?
C12 C11 C10 104.7(2) . . ?
C12 C11 H11A 110.8 . . ?
C12 C11 H11B 110.8 . . ?
C24 C23 H23 120.4 . . ?
C22 C23 C24 119.2(3) . . ?
C22 C23 H23 120.4 . . ?
C17 C18 C10 108.0(2) . . ?
O4 C18 C10 125.1(3) . . ?
O4 C18 C17 126.9(3) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 C22 120.4(3) . . ?
C20 C21 H21 119.8 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.5(3) . . ?
C21 C20 H20 119.8 . . ?
C17 C12 C11 112.0(3) . . ?
C17 C12 C13 118.7(3) . . ?
C13 C12 C11 129.2(3) . . ?
C31 C30 H30 119.7 . . ?
C31 C30 C29 120.5(3) . . ?
C29 C30 H30 119.7 . . ?
C27 C28 H28 119.9 . . ?
C29 C28 C27 120.1(3) . . ?
C29 C28 H28 119.9 . . ?
C15 C16 C17 118.1(4) . . ?
C15 C16 H16 120.9 . . ?
C17 C16 H16 120.9 . . ?
C30 C29 H29 120.1 . . ?
C28 C29 C30 119.8(3) . . ?
C28 C29 H29 120.1 . . ?
C14 C13 C12 119.2(4) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O2 C25 H25A 109.5 . . ?
O2 C25 H25B 109.5 . . ?
O2 C25 H25C 109.5 . . ?
C5 N1 C19 123.9(2) . . ?
C5 N1 C9 110.4(2) . . ?
C19 N1 C9 124.8(2) . . ?
C2 O1 C1 116.7(3) . . ?
C22 O2 C25 118.2(3) . . ?

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
C5 C6 C7 C2 -0.3(4) . . . . ?
C14 C15 C16 C17 -0.6(5) . . . . ?
C15 C14 C13 C12 0.3(6) . . . . ?
C19 C24 C23 C22 0.8(5) . . . . ?
C26 C9 C10 C11 -53.8(3) . . . . ?
C26 C9 C10 C18 -176.4(2) . . . . ?
C26 C9 N1 C5 -109.6(2) . . . . ?
C26 C9 N1 C19 81.5(3) . . . . ?
C26 C27 C28 C29 -1.9(5) . . . . ?
C26 C31 C30 C29 -1.0(5) . . . . ?
C8 C9 C10 C11 -170.4(2) . . . . ?
C8 C9 C10 C18 67.0(3) . . . . ?
C8 C9 N1 C5 2.8(3) . . . . ?
C8 C9 N1 C19 -166.0(2) . . . . ?
C9 C26 C27 C28 175.1(3) . . . . ?
C9 C26 C31 C30 -173.6(3) . . . . ?
C9 C8 C4 C5 5.1(3) . . . . ?
C9 C8 C4 C3 -176.1(3) . . . . ?
C9 C10 C11 C12 -131.7(3) . . . . ?
C9 C10 C18 C17 135.4(2) . . . . ?
C9 C10 C18 O4 -44.7(4) . . . . ?
C27 C26 C9 C8 -85.2(3) . . . . ?
C27 C26 C9 C10 156.0(3) . . . . ?
C27 C26 C9 N1 25.6(4) . . . . ?
C27 C26 C31 C30 -0.6(5) . . . . ?
C27 C28 C29 C30 0.3(6) . . . . ?
C24 C19 C20 C21 -2.0(5) . . . . ?
C24 C19 N1 C5 -62.8(4) . . . . ?
C24 C19 N1 C9 104.6(3) . . . . ?
C3 C2 O1 C1 -12.3(5) . . . . ?
C6 C5 C4 C8 177.3(2) . . . . ?
C6 C5 C4 C3 -1.6(4) . . . . ?
C6 C5 N1 C19 -11.6(4) . . . . ?
C6 C5 N1 C9 179.4(3) . . . . ?
C6 C7 C2 C3 -0.9(4) . . . . ?
C6 C7 C2 O1 178.8(3) . . . . ?
C22 C21 C20 C19 1.0(5) . . . . ?
C10 C9 N1 C5 120.1(2) . . . . ?
C10 C9 N1 C19 -48.8(3) . . . . ?
C10 C11 C12 C17 3.7(3) . . . . ?
C10 C11 C12 C13 -178.1(3) . . . . ?
C31 C26 C9 C8 87.8(3) . . . . ?
C31 C26 C9 C10 -31.1(4) . . . . ?
C31 C26 C9 N1 -161.5(3) . . . . ?
C31 C26 C27 C28 2.0(5) . . . . ?
C31 C30 C29 C28 1.1(6) . . . . ?
C7 C2 O1 C1 168.0(3) . . . . ?
C17 C12 C13 C14 -0.1(5) . . . . ?
C4 C5 C6 C7 1.5(4) . . . . ?
C4 C5 N1 C19 169.2(2) . . . . ?
C4 C5 N1 C9 0.2(3) . . . . ?
C4 C8 C9 C26 113.2(2) . . . . ?
C4 C8 C9 C10 -125.2(2) . . . . ?
C4 C8 C9 N1 -4.8(3) . . . . ?
C4 C3 C2 C7 0.8(4) . . . . ?
C4 C3 C2 O1 -178.8(2) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C2 C3 C4 C8 -178.2(3) . . . . ?
C11 C10 C18 C17 5.9(3) . . . . ?
C11 C10 C18 O4 -174.2(3) . . . . ?
C11 C12 C13 C14 -178.1(3) . . . . ?
C23 C22 C21 C20 0.9(5) . . . . ?
C23 C22 O2 C25 -4.6(5) . . . . ?
C18 C10 C11 C12 -5.7(3) . . . . ?
C18 C17 C12 C11 0.0(3) . . . . ?
C18 C17 C12 C13 -178.4(3) . . . . ?
C18 C17 C16 C15 178.3(3) . . . . ?
C21 C22 C23 C24 -1.8(5) . . . . ?
C21 C22 O2 C25 175.2(3) . . . . ?
C20 C19 C24 C23 1.1(4) . . . . ?
C20 C19 N1 C5 118.4(3) . . . . ?
C20 C19 N1 C9 -74.2(4) . . . . ?
C12 C17 C18 C10 -3.8(3) . . . . ?
C12 C17 C18 O4 176.4(3) . . . . ?
C12 C17 C16 C15 0.8(5) . . . . ?
C16 C17 C18 C10 178.4(3) . . . . ?
C16 C17 C18 O4 -1.4(5) . . . . ?
C16 C17 C12 C11 177.9(3) . . . . ?
C16 C17 C12 C13 -0.4(5) . . . . ?
C13 C14 C15 C16 0.1(6) . . . . ?
N1 C5 C6 C7 -177.6(3) . . . . ?
N1 C5 C4 C8 -3.5(3) . . . . ?
N1 C5 C4 C3 177.6(2) . . . . ?
N1 C19 C24 C23 -177.7(3) . . . . ?
N1 C19 C20 C21 176.8(3) . . . . ?
N1 C9 C10 C11 76.2(3) . . . . ?
N1 C9 C10 C18 -46.4(3) . . . . ?
O2 C22 C23 C24 178.0(3) . . . . ?
O2 C22 C21 C20 -178.9(3) . . . . ?
O3 C8 C9 C26 -64.3(3) . . . . ?
O3 C8 C9 C10 57.3(3) . . . . ?
O3 C8 C9 N1 177.7(3) . . . . ?
O3 C8 C4 C5 -177.6(3) . . . . ?
O3 C8 C4 C3 1.2(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
