# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_mh2023112301_0m
_database_code_depnum_ccdc_archive 'CCDC 2361506'
loop_
_audit_author_name
_audit_author_address
'Xiaoyong Chang'
;Southern University of Science and Technology
China
;
_audit_update_record             
;
2024-06-10 deposited with the CCDC.	2025-01-13 downloaded from the CCDC.
;
_audit_creation_date             2023-11-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H31 N O2'
_chemical_formula_sum            'C27 H31 N O2'
_chemical_formula_weight         401.53
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.5383(6)
_cell_length_b                   9.5231(4)
_cell_length_c                   18.6900(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.104(2)
_cell_angle_gamma                90
_cell_volume                     2214.52(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9893
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      72.12
_cell_measurement_theta_min      4.03
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.583
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.4089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1673 before and 0.1056 after correction.
The Ratio of minimum to maximum transmission is 0.5426.
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    1.204
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1052
_diffrn_reflns_av_unetI/netI     0.0802
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22110
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.257
_diffrn_reflns_theta_min         4.026
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Bruker PHOTON II area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.11
_diffrn_source_power             0.0555
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3657
_reflns_number_total             4341
_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 (Bruker, 2019)'
_computing_data_collection       'Apex3 (Bruker 2018)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       0.025(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     278
_refine_ls_number_reflns         4341
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0910
_refine_ls_R_factor_gt           0.0837
_refine_ls_restrained_S_all      1.053
_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)+(0.1676P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2105
_refine_ls_wR_factor_ref         0.2218
_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:
 C9(H9A,H9B), C20(H20A,H20B), C12(H12A,H12B), C13(H13A,H13B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C4(H4), C2(H2), C23(H23), C1(H1A), C19(H19), C24(H24), C3(H3),
 C22(H22), C18(H18), C17(H17), C16(H16), C15(H15)
2.d Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.20152(8) 0.72677(13) 0.70918(7) 0.0207(4) Uani 1 1 d . . . . .
O2 O 0.71535(11) 0.25139(15) 0.53086(9) 0.0300(4) Uani 1 1 d . . . . .
N1 N 0.28319(10) 0.51881(16) 0.73872(8) 0.0152(4) Uani 1 1 d . . . . .
C8 C 0.19787(11) 0.60509(18) 0.73082(10) 0.0160(4) Uani 1 1 d . . . . .
C10 C 0.47355(11) 0.50105(18) 0.78809(10) 0.0158(4) Uani 1 1 d . . . . .
H10 H 0.4666 0.3966 0.7847 0.019 Uiso 1 1 calc R U . . .
C25 C 0.65871(13) 0.4721(2) 0.58250(11) 0.0219(4) Uani 1 1 d . . . . .
H25 H 0.6629 0.5233 0.5393 0.026 Uiso 1 1 calc R U . . .
C21 C 0.62073(11) 0.46773(18) 0.70725(10) 0.0168(4) Uani 1 1 d . . . . .
C7 C 0.09628(12) 0.53919(17) 0.75114(10) 0.0167(4) Uani 1 1 d . . . . .
C4 C 0.09932(12) 0.47609(18) 0.81871(10) 0.0186(4) Uani 1 1 d . . . . .
H4 H 0.1650 0.4734 0.8501 0.022 Uiso 1 1 calc R U . . .
C9 C 0.39156(11) 0.56448(18) 0.72909(10) 0.0160(4) Uani 1 1 d . . . . .
H9A H 0.3956 0.6682 0.7314 0.019 Uiso 1 1 calc R U . . .
H9B H 0.4087 0.5344 0.6811 0.019 Uiso 1 1 calc R U . . .
C2 C -0.09060(12) 0.47933(19) 0.72574(11) 0.0201(4) Uani 1 1 d . . . . .
H2 H -0.1559 0.4784 0.6940 0.024 Uiso 1 1 calc R U . . .
C23 C 0.64465(11) 0.32368(19) 0.70896(10) 0.0186(4) Uani 1 1 d . . . . .
H23 H 0.6396 0.2721 0.7519 0.022 Uiso 1 1 calc R U . . .
C5 C 0.00054(12) 0.54177(18) 0.70324(10) 0.0182(4) Uani 1 1 d . . . . .
C26 C 0.68335(12) 0.3295(2) 0.58618(11) 0.0207(4) Uani 1 1 d . . . . .
C20 C 0.58829(11) 0.53931(19) 0.77325(10) 0.0178(4) Uani 1 1 d . . . . .
H20A H 0.5929 0.6423 0.7670 0.021 Uiso 1 1 calc R U . . .
H20B H 0.6397 0.5128 0.8156 0.021 Uiso 1 1 calc R U . . .
C1 C -0.08789(12) 0.41865(19) 0.79342(11) 0.0209(4) Uani 1 1 d . . . . .
H1A H -0.1512 0.3780 0.8077 0.025 Uiso 1 1 calc R U . . .
C19 C 0.23097(14) 0.7963(2) 0.91939(11) 0.0233(4) Uani 1 1 d . . . . .
H19 H 0.2527 0.8645 0.8870 0.028 Uiso 1 1 calc R U . . .
C24 C 0.67546(12) 0.25511(19) 0.64954(11) 0.0209(5) Uani 1 1 d . . . . .
H24 H 0.6912 0.1575 0.6519 0.025 Uiso 1 1 calc R U . . .
C14 C 0.30884(13) 0.7146(2) 0.96062(10) 0.0209(4) Uani 1 1 d . . . . .
C3 C 0.00721(12) 0.4171(2) 0.84056(11) 0.0217(4) Uani 1 1 d . . . . .
H3 H 0.0091 0.3762 0.8871 0.026 Uiso 1 1 calc R U . . .
C22 C 0.62771(12) 0.53866(18) 0.64317(11) 0.0190(4) Uani 1 1 d . . . . .
H22 H 0.6108 0.6359 0.6405 0.023 Uiso 1 1 calc R U . . .
C18 C 0.12248(14) 0.7789(2) 0.92527(11) 0.0246(5) Uani 1 1 d . . . . .
H18 H 0.0706 0.8352 0.8971 0.029 Uiso 1 1 calc R U . . .
C12 C 0.45107(12) 0.54394(19) 0.86375(10) 0.0184(4) Uani 1 1 d . . . . .
H12A H 0.3776 0.5127 0.8703 0.022 Uiso 1 1 calc R U . . .
H12B H 0.5018 0.4930 0.8994 0.022 Uiso 1 1 calc R U . . .
C17 C 0.08952(13) 0.6795(2) 0.97224(11) 0.0232(4) Uani 1 1 d . . . . .
H17 H 0.0153 0.6686 0.9767 0.028 Uiso 1 1 calc R U . . .
C16 C 0.16501(14) 0.5964(2) 1.01250(11) 0.0251(5) Uani 1 1 d . . . . .
H16 H 0.1428 0.5277 1.0444 0.030 Uiso 1 1 calc R U . . .
C15 C 0.27399(13) 0.6138(2) 1.00606(11) 0.0241(5) Uani 1 1 d . . . . .
H15 H 0.3253 0.5555 1.0334 0.029 Uiso 1 1 calc R U . . .
C6 C -0.00600(13) 0.6052(2) 0.62920(11) 0.0246(5) Uani 1 1 d . . . . .
H6A H -0.0049 0.7078 0.6331 0.037 Uiso 1 1 calc R U . . .
H6B H -0.0729 0.5754 0.6005 0.037 Uiso 1 1 calc R U . . .
H6C H 0.0555 0.5738 0.6057 0.037 Uiso 1 1 calc R U . . .
C13 C 0.46021(13) 0.7010(2) 0.88060(11) 0.0234(4) Uani 1 1 d . . . . .
H13A H 0.4140 0.7537 0.8430 0.028 Uiso 1 1 calc R U . . .
H13B H 0.5354 0.7315 0.8790 0.028 Uiso 1 1 calc R U . . .
C11 C 0.42703(14) 0.7370(2) 0.95474(11) 0.0248(5) Uani 1 1 d . . . . .
H11A H 0.4697 0.6786 0.9916 0.030 Uiso 1 1 calc R U . . .
H11B H 0.4451 0.8365 0.9657 0.030 Uiso 1 1 calc R U . . .
C27 C 0.7251(2) 0.3222(3) 0.46517(14) 0.0429(6) Uani 1 1 d . . . . .
H27A H 0.7483 0.2557 0.4302 0.064 Uiso 1 1 calc R U . . .
H27B H 0.7783 0.3977 0.4739 0.064 Uiso 1 1 calc R U . . .
H27C H 0.6554 0.3623 0.4460 0.064 Uiso 1 1 calc R U . . .
H1 H 0.2766(14) 0.429(3) 0.7527(12) 0.014(5) Uiso 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
O1 C8 1.230(2) . ?
O2 C26 1.373(2) . ?
O2 C27 1.419(3) . ?
N1 C8 1.342(2) . ?
N1 C9 1.4589(19) . ?
N1 H1 0.90(2) . ?
C8 C7 1.510(2) . ?
C10 H10 1.0000 . ?
C10 C9 1.535(2) . ?
C10 C20 1.542(2) . ?
C10 C12 1.531(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.392(3) . ?
C25 C22 1.396(3) . ?
C21 C23 1.404(3) . ?
C21 C20 1.509(3) . ?
C21 C22 1.387(3) . ?
C7 C4 1.395(3) . ?
C7 C5 1.406(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.390(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C2 H2 0.9500 . ?
C2 C5 1.398(2) . ?
C2 C1 1.387(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.384(3) . ?
C5 C6 1.503(3) . ?
C26 C24 1.394(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C1 H1A 0.9500 . ?
C1 C3 1.392(2) . ?
C19 H19 0.9500 . ?
C19 C14 1.403(3) . ?
C19 C18 1.388(3) . ?
C24 H24 0.9500 . ?
C14 C15 1.387(3) . ?
C14 C11 1.514(2) . ?
C3 H3 0.9500 . ?
C22 H22 0.9500 . ?
C18 H18 0.9500 . ?
C18 C17 1.388(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.530(3) . ?
C17 H17 0.9500 . ?
C17 C16 1.383(3) . ?
C16 H16 0.9500 . ?
C16 C15 1.396(2) . ?
C15 H15 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C11 1.534(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 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
C26 O2 C27 117.26(17) . . ?
C8 N1 C9 123.07(15) . . ?
C8 N1 H1 120.8(12) . . ?
C9 N1 H1 116.1(12) . . ?
O1 C8 N1 123.45(15) . . ?
O1 C8 C7 122.75(13) . . ?
N1 C8 C7 113.79(15) . . ?
C9 C10 H10 107.4 . . ?
C9 C10 C20 109.54(14) . . ?
C20 C10 H10 107.4 . . ?
C12 C10 H10 107.4 . . ?
C12 C10 C9 112.03(13) . . ?
C12 C10 C20 112.67(13) . . ?
C26 C25 H25 120.5 . . ?
C26 C25 C22 119.04(18) . . ?
C22 C25 H25 120.5 . . ?
C23 C21 C20 120.09(16) . . ?
C22 C21 C23 117.35(17) . . ?
C22 C21 C20 122.55(16) . . ?
C4 C7 C8 118.51(14) . . ?
C4 C7 C5 120.64(16) . . ?
C5 C7 C8 120.85(17) . . ?
C7 C4 H4 119.7 . . ?
C3 C4 C7 120.62(15) . . ?
C3 C4 H4 119.7 . . ?
N1 C9 C10 110.19(14) . . ?
N1 C9 H9A 109.6 . . ?
N1 C9 H9B 109.6 . . ?
C10 C9 H9A 109.6 . . ?
C10 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C5 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C1 C2 C5 121.51(15) . . ?
C21 C23 H23 119.2 . . ?
C24 C23 C21 121.53(17) . . ?
C24 C23 H23 119.2 . . ?
C7 C5 C6 122.58(16) . . ?
C2 C5 C7 117.78(18) . . ?
C2 C5 C6 119.62(15) . . ?
O2 C26 C25 125.09(18) . . ?
O2 C26 C24 114.97(17) . . ?
C25 C26 C24 119.94(18) . . ?
C10 C20 H20A 109.0 . . ?
C10 C20 H20B 109.0 . . ?
C21 C20 C10 113.09(13) . . ?
C21 C20 H20A 109.0 . . ?
C21 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C2 C1 H1A 119.9 . . ?
C2 C1 C3 120.26(16) . . ?
C3 C1 H1A 119.9 . . ?
C14 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C18 C19 C14 120.83(18) . . ?
C23 C24 C26 119.87(17) . . ?
C23 C24 H24 120.1 . . ?
C26 C24 H24 120.1 . . ?
C19 C14 C11 120.19(18) . . ?
C15 C14 C19 118.01(16) . . ?
C15 C14 C11 121.80(16) . . ?
C4 C3 C1 119.16(18) . . ?
C4 C3 H3 120.4 . . ?
C1 C3 H3 120.4 . . ?
C25 C22 H22 118.9 . . ?
C21 C22 C25 122.27(16) . . ?
C21 C22 H22 118.9 . . ?
C19 C18 H18 119.9 . . ?
C19 C18 C17 120.19(16) . . ?
C17 C18 H18 119.9 . . ?
C10 C12 H12A 108.4 . . ?
C10 C12 H12B 108.4 . . ?
H12A C12 H12B 107.4 . . ?
C13 C12 C10 115.67(15) . . ?
C13 C12 H12A 108.4 . . ?
C13 C12 H12B 108.4 . . ?
C18 C17 H17 120.1 . . ?
C16 C17 C18 119.80(16) . . ?
C16 C17 H17 120.1 . . ?
C17 C16 H16 120.1 . . ?
C17 C16 C15 119.77(19) . . ?
C15 C16 H16 120.1 . . ?
C14 C15 C16 121.37(16) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C13 H13A 109.1 . . ?
C12 C13 H13B 109.1 . . ?
C12 C13 C11 112.47(16) . . ?
H13A C13 H13B 107.8 . . ?
C11 C13 H13A 109.1 . . ?
C11 C13 H13B 109.1 . . ?
C14 C11 C13 114.29(14) . . ?
C14 C11 H11A 108.7 . . ?
C14 C11 H11B 108.7 . . ?
C13 C11 H11A 108.7 . . ?
C13 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
O2 C27 H27A 109.5 . . ?
O2 C27 H27B 109.5 . . ?
O2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C8 C7 C4 -127.25(18) . . . . ?
O1 C8 C7 C5 52.5(2) . . . . ?
O2 C26 C24 C23 179.51(13) . . . . ?
N1 C8 C7 C4 52.6(2) . . . . ?
N1 C8 C7 C5 -127.64(17) . . . . ?
C8 N1 C9 C10 138.07(17) . . . . ?
C8 C7 C4 C3 178.41(16) . . . . ?
C8 C7 C5 C2 -179.70(15) . . . . ?
C8 C7 C5 C6 1.9(3) . . . . ?
C10 C12 C13 C11 174.99(12) . . . . ?
C25 C26 C24 C23 -0.9(2) . . . . ?
C21 C23 C24 C26 0.1(2) . . . . ?
C7 C4 C3 C1 1.5(3) . . . . ?
C4 C7 C5 C2 0.0(3) . . . . ?
C4 C7 C5 C6 -178.40(17) . . . . ?
C9 N1 C8 O1 6.1(3) . . . . ?
C9 N1 C8 C7 -173.78(15) . . . . ?
C9 C10 C20 C21 -68.59(18) . . . . ?
C9 C10 C12 C13 -63.49(17) . . . . ?
C2 C1 C3 C4 -0.5(3) . . . . ?
C23 C21 C20 C10 -73.19(18) . . . . ?
C23 C21 C22 C25 -1.0(2) . . . . ?
C5 C7 C4 C3 -1.3(3) . . . . ?
C5 C2 C1 C3 -0.8(3) . . . . ?
C26 C25 C22 C21 0.1(2) . . . . ?
C20 C10 C9 N1 174.94(14) . . . . ?
C20 C10 C12 C13 60.56(18) . . . . ?
C20 C21 C23 C24 -179.49(13) . . . . ?
C20 C21 C22 C25 179.41(13) . . . . ?
C1 C2 C5 C7 1.0(3) . . . . ?
C1 C2 C5 C6 179.52(17) . . . . ?
C19 C14 C15 C16 -1.9(3) . . . . ?
C19 C14 C11 C13 -65.1(2) . . . . ?
C19 C18 C17 C16 -0.9(3) . . . . ?
C14 C19 C18 C17 -0.1(3) . . . . ?
C22 C25 C26 O2 -179.65(14) . . . . ?
C22 C25 C26 C24 0.8(2) . . . . ?
C22 C21 C23 C24 0.9(2) . . . . ?
C22 C21 C20 C10 106.43(17) . . . . ?
C18 C19 C14 C15 1.5(3) . . . . ?
C18 C19 C14 C11 -178.71(18) . . . . ?
C18 C17 C16 C15 0.5(3) . . . . ?
C12 C10 C9 N1 -59.28(18) . . . . ?
C12 C10 C20 C21 165.99(14) . . . . ?
C12 C13 C11 C14 -67.0(2) . . . . ?
C17 C16 C15 C14 0.9(3) . . . . ?
C15 C14 C11 C13 114.7(2) . . . . ?
C11 C14 C15 C16 178.33(19) . . . . ?
C27 O2 C26 C25 0.7(3) . . . . ?
C27 O2 C26 C24 -179.77(16) . . . . ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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_mh2023112002_0m
_database_code_depnum_ccdc_archive 'CCDC 2361509'
loop_
_audit_author_name
_audit_author_address
'Xiaoyong Chang'
;Southern University of Science and Technology
China
;
_audit_update_record             
;
2024-06-08 deposited with the CCDC.	2025-01-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H28 N2 O'
_chemical_formula_weight         396.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   13.8063(6)
_cell_length_b                   17.9373(8)
_cell_length_c                   9.9554(5)
_cell_angle_alpha                90
_cell_angle_beta                 113.319(2)
_cell_angle_gamma                90
_cell_volume                     2264.04(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    227(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.020
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.547
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      227(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12925
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.270
_diffrn_reflns_theta_max         72.028
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_point_group_measured_fraction_full 0.947
_reflns_number_total             4152
_reflns_number_gt                3659
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.874
_reflns_Friedel_fraction_max     0.876
_reflns_Friedel_fraction_full    0.895

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0819P)²+0.3320P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1317 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4152
_refine_ls_number_parameters     271
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0552
_refine_ls_wR_factor_ref         0.1520
_refine_ls_wR_factor_gt          0.1474
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.6626(2) 0.49555(16) 0.2810(3) 0.0667(7) Uani 1 1 d . . . . .
N1 N 0.64547(19) 0.47497(14) 0.4917(2) 0.0404(5) Uani 1 1 d . . . . .
H1 H 0.6681 0.4860 0.5842 0.048 Uiso 1 1 calc R U . . .
C11 C 0.6854(2) 0.51187(16) 0.4102(3) 0.0403(6) Uani 1 1 d . . . . .
C12 C 0.7603(2) 0.57496(16) 0.4785(3) 0.0418(6) Uani 1 1 d . . . . .
C10 C 0.5653(2) 0.41673(18) 0.4346(3) 0.0461(7) Uani 1 1 d . . . . .
H10 H 0.5443 0.4136 0.3274 0.055 Uiso 1 1 calc R U . . .
C20 C 0.2770(3) 0.4175(2) 0.4150(4) 0.0603(9) Uani 1 1 d . . . . .
C18 C 0.4691(3) 0.4412(2) 0.4636(4) 0.0549(8) Uani 1 1 d . . . . .
H18A H 0.4857 0.4365 0.5685 0.066 Uiso 1 1 calc R U . . .
H18B H 0.4551 0.4940 0.4377 0.066 Uiso 1 1 calc R U . . .
C8 C 0.7014(3) 0.31354(18) 0.4649(4) 0.0509(7) Uani 1 1 d . . . . .
H8A H 0.6784 0.3120 0.3583 0.061 Uiso 1 1 calc R U . . .
H8B H 0.7599 0.3491 0.5033 0.061 Uiso 1 1 calc R U . . .
C15 C 0.9016(4) 0.6918(2) 0.5930(5) 0.0709(11) Uani 1 1 d . . . . .
H15 H 0.9502 0.7307 0.6321 0.085 Uiso 1 1 calc R U . . .
C13 C 0.8152(3) 0.60529(19) 0.4017(4) 0.0531(8) Uani 1 1 d . . . . .
H13 H 0.8047 0.5860 0.3091 0.064 Uiso 1 1 calc R U . . .
C9 C 0.6108(3) 0.34111(19) 0.5014(4) 0.0524(7) Uani 1 1 d . . . . .
H9A H 0.6351 0.3447 0.6080 0.063 Uiso 1 1 calc R U . . .
H9B H 0.5541 0.3040 0.4676 0.063 Uiso 1 1 calc R U . . .
C19 C 0.3705(3) 0.3969(3) 0.3798(5) 0.0675(10) Uani 1 1 d . . . . .
H19A H 0.3860 0.3438 0.4009 0.081 Uiso 1 1 calc R U . . .
H19B H 0.3515 0.4043 0.2749 0.081 Uiso 1 1 calc R U . . .
C17 C 0.7772(3) 0.6049(2) 0.6155(4) 0.0558(8) Uani 1 1 d . . . . .
H17 H 0.7411 0.5852 0.6701 0.067 Uiso 1 1 calc R U . . .
C16 C 0.8472(4) 0.6635(2) 0.6711(5) 0.0709(11) Uani 1 1 d . . . . .
H16 H 0.8576 0.6840 0.7627 0.085 Uiso 1 1 calc R U . . .
C6 C 0.8243(4) 0.20738(19) 0.4803(4) 0.0614(9) Uani 1 1 d . . . . .
C5 C 0.7982(4) 0.1705(2) 0.3485(5) 0.0713(11) Uani 1 1 d . . . . .
H5 H 0.7270 0.1620 0.2883 0.086 Uiso 1 1 calc R U . . .
C14 C 0.8849(3) 0.6632(2) 0.4586(5) 0.0660(10) Uani 1 1 d . . . . .
H14 H 0.9212 0.6832 0.4045 0.079 Uiso 1 1 calc R U . . .
C3 C 0.8763(5) 0.1459(2) 0.3047(5) 0.0796(13) Uani 1 1 d . . . . .
H3 H 0.8573 0.1208 0.2150 0.096 Uiso 1 1 calc R U . . .
C7 C 0.7408(4) 0.2371(2) 0.5267(6) 0.0753(12) Uani 1 1 d . . . . .
H7A H 0.7693 0.2397 0.6337 0.090 Uiso 1 1 calc R U . . .
H7B H 0.6811 0.2023 0.4950 0.090 Uiso 1 1 calc R U . . .
C4 C 0.9298(4) 0.2182(3) 0.5657(5) 0.0784(12) Uani 1 1 d . . . . .
H4 H 0.9500 0.2426 0.6563 0.094 Uiso 1 1 calc R U . . .
C2 C 1.0064(4) 0.1935(3) 0.5190(6) 0.0888(14) Uani 1 1 d . . . . .
H2 H 1.0779 0.2016 0.5780 0.107 Uiso 1 1 calc R U . . .
C27 C -0.0006(4) 0.4282(4) 0.6304(7) 0.0881(15) Uani 1 1 d . . . . .
C1 C 0.9792(4) 0.1575(2) 0.3886(6) 0.0801(13) Uani 1 1 d . . . . .
H1A H 1.0316 0.1409 0.3575 0.096 Uiso 1 1 calc R U . . .
C21 C 0.2659(4) 0.4883(3) 0.4645(7) 0.0808(13) Uani 1 1 d . . . . .
H21 H 0.3165 0.5253 0.4737 0.097 Uiso 1 1 calc R U . . .
N2 N -0.0094(6) 0.3918(4) 0.7187(8) 0.135(2) Uani 1 1 d . . . . .
C22 C 0.2030(3) 0.3638(3) 0.4069(6) 0.0774(12) Uani 1 1 d . . . . .
H22 H 0.2103 0.3151 0.3774 0.093 Uiso 1 1 calc R U . . .
C23 C 0.1186(4) 0.3813(3) 0.4419(8) 0.0942(16) Uani 1 1 d . . . . .
H23 H 0.0684 0.3444 0.4349 0.113 Uiso 1 1 calc R U . . .
C25 C 0.1067(3) 0.4525(3) 0.4873(6) 0.0790(13) Uani 1 1 d . . . . .
C24 C 0.1801(4) 0.5050(3) 0.5005(7) 0.0875(16) Uani 1 1 d . . . . .
H24 H 0.1735 0.5529 0.5342 0.105 Uiso 1 1 calc R U . . .
C26 C 0.0111(5) 0.4730(5) 0.5217(10) 0.122(3) Uani 1 1 d . . . . .
H26A H 0.0178 0.5252 0.5535 0.146 Uiso 1 1 calc R U . . .
H26B H -0.0528 0.4688 0.4318 0.146 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C11 1.232(4) . ?
N1 C11 1.324(4) . ?
N1 C10 1.463(4) . ?
N1 H1 0.8700 . ?
C11 C12 1.502(4) . ?
C12 C13 1.383(4) . ?
C12 C17 1.397(4) . ?
C10 C9 1.531(5) . ?
C10 C18 1.532(4) . ?
C10 H10 0.9900 . ?
C20 C22 1.384(6) . ?
C20 C21 1.393(7) . ?
C20 C19 1.512(5) . ?
C18 C19 1.510(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C8 C7 1.513(5) . ?
C8 C9 1.518(5) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C15 C14 1.365(6) . ?
C15 C16 1.374(6) . ?
C15 H15 0.9400 . ?
C13 C14 1.377(6) . ?
C13 H13 0.9400 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C17 C16 1.386(6) . ?
C17 H17 0.9400 . ?
C16 H16 0.9400 . ?
C6 C4 1.380(7) . ?
C6 C5 1.383(6) . ?
C6 C7 1.500(6) . ?
C5 C3 1.385(7) . ?
C5 H5 0.9400 . ?
C14 H14 0.9400 . ?
C3 C1 1.349(8) . ?
C3 H3 0.9400 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C4 C2 1.385(7) . ?
C4 H4 0.9400 . ?
C2 C1 1.362(8) . ?
C2 H2 0.9400 . ?
C27 N2 1.138(9) . ?
C27 C26 1.408(10) . ?
C1 H1A 0.9400 . ?
C21 C24 1.400(6) . ?
C21 H21 0.9400 . ?
C22 C23 1.378(7) . ?
C22 H22 0.9400 . ?
C23 C25 1.387(8) . ?
C23 H23 0.9400 . ?
C25 C24 1.351(8) . ?
C25 C26 1.533(6) . ?
C24 H24 0.9400 . ?
C26 H26A 0.9800 . ?
C26 H26B 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 N1 C10 123.6(2) . . ?
C11 N1 H1 118.2 . . ?
C10 N1 H1 118.2 . . ?
O1 C11 N1 121.6(3) . . ?
O1 C11 C12 119.8(3) . . ?
N1 C11 C12 118.6(2) . . ?
C13 C12 C17 118.2(3) . . ?
C13 C12 C11 118.4(3) . . ?
C17 C12 C11 123.4(3) . . ?
N1 C10 C9 110.3(3) . . ?
N1 C10 C18 107.5(3) . . ?
C9 C10 C18 114.1(3) . . ?
N1 C10 H10 108.2 . . ?
C9 C10 H10 108.2 . . ?
C18 C10 H10 108.2 . . ?
C22 C20 C21 118.3(4) . . ?
C22 C20 C19 119.7(4) . . ?
C21 C20 C19 121.9(4) . . ?
C19 C18 C10 113.8(3) . . ?
C19 C18 H18A 108.8 . . ?
C10 C18 H18A 108.8 . . ?
C19 C18 H18B 108.8 . . ?
C10 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
C7 C8 C9 113.3(3) . . ?
C7 C8 H8A 108.9 . . ?
C9 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C14 C15 C16 119.9(4) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C13 C12 121.1(3) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C8 C9 C10 114.8(3) . . ?
C8 C9 H9A 108.6 . . ?
C10 C9 H9A 108.6 . . ?
C8 C9 H9B 108.6 . . ?
C10 C9 H9B 108.6 . . ?
H9A C9 H9B 107.5 . . ?
C18 C19 C20 114.1(3) . . ?
C18 C19 H19A 108.7 . . ?
C20 C19 H19A 108.7 . . ?
C18 C19 H19B 108.7 . . ?
C20 C19 H19B 108.7 . . ?
H19A C19 H19B 107.6 . . ?
C16 C17 C12 120.1(3) . . ?
C16 C17 H17 119.9 . . ?
C12 C17 H17 119.9 . . ?
C15 C16 C17 120.3(4) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C4 C6 C5 117.8(4) . . ?
C4 C6 C7 120.9(4) . . ?
C5 C6 C7 121.3(4) . . ?
C6 C5 C3 120.5(4) . . ?
C6 C5 H5 119.7 . . ?
C3 C5 H5 119.7 . . ?
C15 C14 C13 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C1 C3 C5 121.1(4) . . ?
C1 C3 H3 119.5 . . ?
C5 C3 H3 119.5 . . ?
C6 C7 C8 113.1(3) . . ?
C6 C7 H7A 109.0 . . ?
C8 C7 H7A 109.0 . . ?
C6 C7 H7B 109.0 . . ?
C8 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C6 C4 C2 120.5(5) . . ?
C6 C4 H4 119.7 . . ?
C2 C4 H4 119.7 . . ?
C1 C2 C4 120.9(5) . . ?
C1 C2 H2 119.6 . . ?
C4 C2 H2 119.6 . . ?
N2 C27 C26 179.6(8) . . ?
C3 C1 C2 119.2(5) . . ?
C3 C1 H1A 120.4 . . ?
C2 C1 H1A 120.4 . . ?
C20 C21 C24 120.5(4) . . ?
C20 C21 H21 119.7 . . ?
C24 C21 H21 119.7 . . ?
C23 C22 C20 120.4(5) . . ?
C23 C22 H22 119.8 . . ?
C20 C22 H22 119.8 . . ?
C22 C23 C25 120.9(5) . . ?
C22 C23 H23 119.6 . . ?
C25 C23 H23 119.6 . . ?
C24 C25 C23 119.5(4) . . ?
C24 C25 C26 119.3(5) . . ?
C23 C25 C26 121.2(5) . . ?
C25 C24 C21 120.4(5) . . ?
C25 C24 H24 119.8 . . ?
C21 C24 H24 119.8 . . ?
C27 C26 C25 113.9(5) . . ?
C27 C26 H26A 108.8 . . ?
C25 C26 H26A 108.8 . . ?
C27 C26 H26B 108.8 . . ?
C25 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?

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
C10 N1 C11 O1 -5.3(5) . . . . ?
C10 N1 C11 C12 174.8(2) . . . . ?
O1 C11 C12 C13 -10.4(4) . . . . ?
N1 C11 C12 C13 169.5(3) . . . . ?
O1 C11 C12 C17 169.3(3) . . . . ?
N1 C11 C12 C17 -10.8(4) . . . . ?
C11 N1 C10 C9 114.1(3) . . . . ?
C11 N1 C10 C18 -120.9(3) . . . . ?
N1 C10 C18 C19 165.9(3) . . . . ?
C9 C10 C18 C19 -71.4(4) . . . . ?
C17 C12 C13 C14 0.2(5) . . . . ?
C11 C12 C13 C14 179.9(3) . . . . ?
C7 C8 C9 C10 -177.2(3) . . . . ?
N1 C10 C9 C8 -62.9(4) . . . . ?
C18 C10 C9 C8 176.0(3) . . . . ?
C10 C18 C19 C20 176.4(3) . . . . ?
C22 C20 C19 C18 -149.0(4) . . . . ?
C21 C20 C19 C18 27.0(6) . . . . ?
C13 C12 C17 C16 0.1(5) . . . . ?
C11 C12 C17 C16 -179.6(4) . . . . ?
C14 C15 C16 C17 1.5(7) . . . . ?
C12 C17 C16 C15 -1.0(7) . . . . ?
C4 C6 C5 C3 -0.4(6) . . . . ?
C7 C6 C5 C3 177.5(4) . . . . ?
C16 C15 C14 C13 -1.1(7) . . . . ?
C12 C13 C14 C15 0.3(6) . . . . ?
C6 C5 C3 C1 -0.2(6) . . . . ?
C4 C6 C7 C8 93.1(5) . . . . ?
C5 C6 C7 C8 -84.7(5) . . . . ?
C9 C8 C7 C6 175.3(4) . . . . ?
C5 C6 C4 C2 0.8(6) . . . . ?
C7 C6 C4 C2 -177.1(4) . . . . ?
C6 C4 C2 C1 -0.5(7) . . . . ?
C5 C3 C1 C2 0.5(7) . . . . ?
C4 C2 C1 C3 -0.1(7) . . . . ?
C22 C20 C21 C24 -1.9(7) . . . . ?
C19 C20 C21 C24 -178.0(5) . . . . ?
C21 C20 C22 C23 2.4(7) . . . . ?
C19 C20 C22 C23 178.5(5) . . . . ?
C20 C22 C23 C25 -0.7(9) . . . . ?
C22 C23 C25 C24 -1.5(9) . . . . ?
C22 C23 C25 C26 178.0(6) . . . . ?
C23 C25 C24 C21 1.9(8) . . . . ?
C26 C25 C24 C21 -177.6(6) . . . . ?
C20 C21 C24 C25 -0.2(8) . . . . ?
C24 C25 C26 C27 -123.0(7) . . . . ?
C23 C25 C26 C27 57.5(9) . . . . ?

_refine_diff_density_max         0.273
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.044

