# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_chenzhh_a2_220427_auto
_database_code_depnum_ccdc_archive 'CCDC 2201055'
loop_
_audit_author_name
_audit_author_address
'Yu Luo'
;Guangzhou Institutes of Biomedicine and Health, CAS
China
;
_audit_update_record             
;
2022-08-12 deposited with the CCDC.	2023-01-13 downloaded from the CCDC.
;
_audit_creation_date             2022-05-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H27 N O'
_chemical_formula_sum            'C27 H27 N O'
_chemical_formula_weight         381.49
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNO
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.78370(10)
_cell_length_b                   31.1021(4)
_cell_length_c                   8.64470(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2092.79(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14797
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      78.9740
_cell_measurement_theta_min      2.7890
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.558
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.22787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.120a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            20246
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.973
_diffrn_reflns_theta_min         2.842
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     36.00 112.00   0.50    0.05    --  104.88-157.00   8.00  152
  2  ω     51.00  89.00   0.50    0.05    --   45.56-114.00  69.00   76
  3  ω     33.00  58.00   0.50    0.05    --  104.88 -61.00 -60.00   50
  4  ω     32.00  72.00   0.50    0.05    --  104.88 -61.00-150.00   80
  5  ω    -19.00  25.00   0.50    0.05    --   45.56 -19.00 -30.00   88
  6  ω     43.00 117.00   0.50    0.05    --   45.56  57.00 -90.00  148
  7  ω     94.00 177.00   0.50    0.05    --  104.88  16.00  56.00  166
  8  ω    -69.00 -43.00   0.50    0.05    -- -100.00  61.00 -90.00   52
  9  ω    -91.00 -52.00   0.50    0.05    -- -100.00  77.00-180.00   78
 10  ω   -106.00 -27.00   0.50    0.05    -- -100.00 114.00 160.00  158
 11  ω   -131.00 -99.00   0.50    0.05    -- -100.00 157.00  44.00   64
 12  ω    -24.00  28.00   0.50    0.05    --  -45.56  19.00 120.00  104
 13  ω     -7.00  23.00   0.50    0.05    --  -45.56  19.00-150.00   60
 14  ω   -172.00-122.00   0.50    0.05    -- -100.00 -15.00 150.00  100
 15  ω     41.00  67.00   0.50    0.05    --  112.25 -61.00-180.00   52
 16  ω     65.00 102.00   0.50    0.05    --  112.25 -94.00-150.00   74
 17  ω    117.00 178.00   0.50    0.05    --  112.25  45.00-150.00  122
 18  ω    133.00 163.00   0.50    0.05    --  112.25  77.00 -60.00   60
 19  ω     51.00 105.00   0.50    0.05    --  112.25 -94.00 150.00  108
 20  ω     41.00  86.00   0.50    0.05    --  112.25 -94.00 -30.00   90
 21  ω     40.00  66.00   0.50    0.05    --  112.25 -61.00  60.00   52
 22  ω     88.00 127.00   0.50    0.05    --  112.25  77.00 -60.00   78
 23  ω     40.00  65.00   0.50    0.05    --  112.25 -61.00  90.00   50
 24  ω     46.00  72.00   0.50    0.05    --  112.25 -61.00 150.00   52
 25  ω   -118.00 -21.00   0.50    0.05    --  -45.56 -77.00  60.00  194
 26  ω   -118.00 -21.00   0.50    0.05    --  -45.56 -77.00 150.00  194
 27  ω     21.00 118.00   0.50    0.05    --   45.56  77.00-150.00  194
 28  ω     18.00  95.00   0.50    0.05    --   45.56-125.00 150.00  154
 29  ω     28.00 118.00   0.50    0.05    --   45.56  57.00   0.00  180
 30  ω     96.00 170.00   0.50    0.05    --  112.25  30.00-180.00  148
 31  ω     40.00  73.00   0.50    0.05    --  112.25 -61.00 -30.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0376371000
_diffrn_orient_matrix_UB_12      0.0205408000
_diffrn_orient_matrix_UB_13      0.1585890000
_diffrn_orient_matrix_UB_21      0.0209169000
_diffrn_orient_matrix_UB_22      -0.0441900000
_diffrn_orient_matrix_UB_23      0.0781794000
_diffrn_orient_matrix_UB_31      0.1932150000
_diffrn_orient_matrix_UB_32      0.0087796000
_diffrn_orient_matrix_UB_33      0.0225245000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.710
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.950
_reflns_number_gt                4200
_reflns_number_total             4366
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 1655 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(19)
_refine_ls_extinction_coef       0.0029(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0471
_refine_ls_restrained_S_all      1.061
_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)+(0.0587P)²+1.1068P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1222
_refine_ls_wR_factor_ref         0.1231
_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
2.a Aromatic/amide H refined with riding coordinates:
 C26(H26), C8(H8), C11(H11), C5(H5), C20(H20), C24(H24), C22(H22), C7(H7),
 C14(H14), C6(H6), C12(H12), C13(H13)
2.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C28(H28A,H28B,
 H28C), C27(H27A,H27B,H27C)
;
_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
O29 O 0.5016(2) 0.58586(6) 0.5951(2) 0.0259(4) Uani 1 1 d . . . . .
N1 N 0.5871(3) 0.58681(7) 0.3376(3) 0.0217(5) Uani 1 1 d . . . . .
C10 C 0.5659(3) 0.54180(8) 0.2992(3) 0.0209(5) Uani 1 1 d . . . . .
C2 C 0.5714(3) 0.60363(8) 0.4859(3) 0.0213(5) Uani 1 1 d . . . . .
C15 C 0.4168(3) 0.52474(8) 0.2303(3) 0.0220(5) Uani 1 1 d . . . . .
C4 C 0.7306(3) 0.65182(8) 0.3294(3) 0.0224(5) Uani 1 1 d . . . . .
C3 C 0.6520(3) 0.64766(8) 0.4825(3) 0.0224(5) Uani 1 1 d . . . . .
C26 C 0.6651(3) 0.74823(9) 0.5057(3) 0.0234(5) Uani 1 1 d . . . . .
H26 H 0.617568 0.738888 0.410229 0.028 Uiso 1 1 calc R U . . .
C9 C 0.6907(3) 0.61430(8) 0.2468(3) 0.0220(5) Uani 1 1 d . . . . .
C8 C 0.7507(3) 0.60650(9) 0.0993(3) 0.0243(6) Uani 1 1 d . . . . .
H8 H 0.719805 0.581070 0.045099 0.029 Uiso 1 1 calc R U . . .
C11 C 0.7103(3) 0.51627(9) 0.3285(3) 0.0243(6) Uani 1 1 d . . . . .
H11 H 0.808176 0.528632 0.376783 0.029 Uiso 1 1 calc R U . . .
C21 C 0.6902(3) 0.71835(9) 0.6247(3) 0.0235(5) Uani 1 1 d . . . . .
C5 C 0.8412(3) 0.68180(9) 0.2613(3) 0.0240(6) Uani 1 1 d . . . . .
H5 H 0.872975 0.707190 0.315262 0.029 Uiso 1 1 calc R U . . .
C20 C 0.6413(3) 0.67300(9) 0.6081(3) 0.0237(5) Uani 1 1 d . . . . .
H20 H 0.596039 0.659765 0.698301 0.028 Uiso 1 1 calc R U . . .
C24 C 0.7814(3) 0.80408(9) 0.6642(3) 0.0244(6) Uani 1 1 d . . . . .
H24 H 0.815014 0.833231 0.676818 0.029 Uiso 1 1 calc R U . . .
C22 C 0.7580(3) 0.73280(9) 0.7657(3) 0.0241(6) Uani 1 1 d . . . . .
H22 H 0.770786 0.713112 0.848878 0.029 Uiso 1 1 calc R U . . .
C7 C 0.8580(3) 0.63715(9) 0.0324(3) 0.0250(6) Uani 1 1 d . . . . .
H7 H 0.900266 0.632861 -0.069528 0.030 Uiso 1 1 calc R U . . .
C25 C 0.7081(3) 0.79118(8) 0.5244(3) 0.0233(6) Uani 1 1 d . . . . .
C14 C 0.4216(4) 0.48073(8) 0.1980(3) 0.0259(6) Uani 1 1 d . . . . .
H14 H 0.321684 0.467493 0.156634 0.031 Uiso 1 1 calc R U . . .
C6 C 0.9037(3) 0.67392(9) 0.1137(3) 0.0256(6) Uani 1 1 d . . . . .
H6 H 0.979331 0.694113 0.067307 0.031 Uiso 1 1 calc R U . . .
C23 C 0.8067(3) 0.77536(9) 0.7858(3) 0.0241(5) Uani 1 1 d . . . . .
C17 C 0.1157(4) 0.52349(10) 0.1184(3) 0.0291(6) Uani 1 1 d . . . . .
H17A H 0.156817 0.510047 0.022764 0.044 Uiso 1 1 calc R U . . .
H17B H 0.015099 0.541351 0.095588 0.044 Uiso 1 1 calc R U . . .
H17C H 0.083948 0.501105 0.192854 0.044 Uiso 1 1 calc R U . . .
C12 C 0.7122(4) 0.47338(9) 0.2881(3) 0.0278(6) Uani 1 1 d . . . . .
H12 H 0.812068 0.456416 0.304309 0.033 Uiso 1 1 calc R U . . .
C13 C 0.5660(4) 0.45548(9) 0.2236(3) 0.0275(6) Uani 1 1 d . . . . .
H13 H 0.564445 0.425857 0.196858 0.033 Uiso 1 1 calc R U . . .
C16 C 0.2581(3) 0.55156(8) 0.1869(3) 0.0236(6) Uani 1 1 d . . . . .
C18 C 0.1800(4) 0.57443(9) 0.3275(3) 0.0265(6) Uani 1 1 d . . . . .
H18A H 0.136791 0.552980 0.400918 0.040 Uiso 1 1 calc R U . . .
H18B H 0.085112 0.592870 0.293642 0.040 Uiso 1 1 calc R U . . .
H18C H 0.268163 0.592039 0.377881 0.040 Uiso 1 1 calc R U . . .
C19 C 0.3083(4) 0.58482(10) 0.0626(4) 0.0295(6) Uani 1 1 d . . . . .
H19A H 0.392879 0.604881 0.105581 0.044 Uiso 1 1 calc R U . . .
H19B H 0.205871 0.600753 0.030101 0.044 Uiso 1 1 calc R U . . .
H19C H 0.358041 0.569970 -0.026744 0.044 Uiso 1 1 calc R U . . .
C28 C 0.6710(4) 0.82338(9) 0.3979(4) 0.0299(6) Uani 1 1 d . . . . .
H28A H 0.674709 0.808937 0.297199 0.045 Uiso 1 1 calc R U . . .
H28B H 0.757593 0.846257 0.400508 0.045 Uiso 1 1 calc R U . . .
H28C H 0.556793 0.835849 0.413916 0.045 Uiso 1 1 calc R U . . .
C27 C 0.8857(4) 0.79029(9) 0.9359(3) 0.0319(7) Uani 1 1 d . . . . .
H27A H 1.008393 0.795838 0.920403 0.048 Uiso 1 1 calc R U . . .
H27B H 0.871036 0.767974 1.014872 0.048 Uiso 1 1 calc R U . . .
H27C H 0.828843 0.816767 0.970045 0.048 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
O29 C2 1.221(3) . ?
N1 C10 1.448(3) . ?
N1 C2 1.390(3) . ?
N1 C9 1.413(3) . ?
C10 C15 1.408(4) . ?
C10 C11 1.399(4) . ?
C2 C3 1.507(4) . ?
C15 C14 1.398(4) . ?
C15 C16 1.537(4) . ?
C4 C3 1.463(4) . ?
C4 C9 1.403(4) . ?
C4 C5 1.399(4) . ?
C3 C20 1.344(4) . ?
C26 H26 0.9500 . ?
C26 C21 1.400(4) . ?
C26 C25 1.387(4) . ?
C9 C8 1.379(4) . ?
C8 H8 0.9500 . ?
C8 C7 1.393(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.379(4) . ?
C21 C20 1.468(4) . ?
C21 C22 1.402(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(4) . ?
C20 H20 0.9500 . ?
C24 H24 0.9500 . ?
C24 C25 1.396(4) . ?
C24 C23 1.393(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.388(4) . ?
C7 H7 0.9500 . ?
C7 C6 1.389(4) . ?
C25 C28 1.511(4) . ?
C14 H14 0.9500 . ?
C14 C13 1.389(4) . ?
C6 H6 0.9500 . ?
C23 C27 1.509(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 C16 1.531(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.384(4) . ?
C13 H13 0.9500 . ?
C16 C18 1.534(4) . ?
C16 C19 1.542(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
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
C2 N1 C10 124.4(2) . . ?
C2 N1 C9 109.6(2) . . ?
C9 N1 C10 121.5(2) . . ?
C15 C10 N1 123.7(2) . . ?
C11 C10 N1 114.6(2) . . ?
C11 C10 C15 121.7(2) . . ?
O29 C2 N1 125.6(2) . . ?
O29 C2 C3 127.7(2) . . ?
N1 C2 C3 106.7(2) . . ?
C10 C15 C16 124.1(2) . . ?
C14 C15 C10 115.5(2) . . ?
C14 C15 C16 120.3(2) . . ?
C9 C4 C3 107.1(2) . . ?
C5 C4 C3 134.2(3) . . ?
C5 C4 C9 118.4(3) . . ?
C4 C3 C2 105.8(2) . . ?
C20 C3 C2 119.4(2) . . ?
C20 C3 C4 134.8(2) . . ?
C21 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C25 C26 C21 121.4(3) . . ?
C4 C9 N1 110.3(2) . . ?
C8 C9 N1 126.9(2) . . ?
C8 C9 C4 122.8(2) . . ?
C9 C8 H8 121.1 . . ?
C9 C8 C7 117.8(3) . . ?
C7 C8 H8 121.1 . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.8(3) . . ?
C12 C11 H11 119.6 . . ?
C26 C21 C20 122.0(2) . . ?
C26 C21 C22 118.6(2) . . ?
C22 C21 C20 119.4(2) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 119.0(3) . . ?
C6 C5 H5 120.5 . . ?
C3 C20 C21 128.8(3) . . ?
C3 C20 H20 115.6 . . ?
C21 C20 H20 115.6 . . ?
C25 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
C23 C24 C25 121.8(2) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.2(3) . . ?
C23 C22 H22 119.4 . . ?
C8 C7 H7 119.8 . . ?
C6 C7 C8 120.5(3) . . ?
C6 C7 H7 119.8 . . ?
C26 C25 C24 118.5(3) . . ?
C26 C25 C28 120.6(3) . . ?
C24 C25 C28 121.0(2) . . ?
C15 C14 H14 118.5 . . ?
C13 C14 C15 122.9(3) . . ?
C13 C14 H14 118.5 . . ?
C5 C6 C7 121.4(3) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C24 C23 C27 120.6(2) . . ?
C22 C23 C24 118.5(3) . . ?
C22 C23 C27 120.8(3) . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
C11 C12 H12 120.6 . . ?
C11 C12 C13 118.8(3) . . ?
C13 C12 H12 120.6 . . ?
C14 C13 H13 119.9 . . ?
C12 C13 C14 120.1(3) . . ?
C12 C13 H13 119.9 . . ?
C15 C16 C19 109.3(2) . . ?
C17 C16 C15 111.5(2) . . ?
C17 C16 C18 106.5(2) . . ?
C17 C16 C19 107.2(2) . . ?
C18 C16 C15 112.1(2) . . ?
C18 C16 C19 110.0(2) . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
C23 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
O29 C2 C3 C4 174.9(3) . . . . ?
O29 C2 C3 C20 -4.3(4) . . . . ?
N1 C10 C15 C14 178.4(2) . . . . ?
N1 C10 C15 C16 0.1(4) . . . . ?
N1 C10 C11 C12 -175.7(2) . . . . ?
N1 C2 C3 C4 -6.6(3) . . . . ?
N1 C2 C3 C20 174.1(2) . . . . ?
N1 C9 C8 C7 -177.1(2) . . . . ?
C10 N1 C2 O29 -17.6(4) . . . . ?
C10 N1 C2 C3 163.9(2) . . . . ?
C10 N1 C9 C4 -163.0(2) . . . . ?
C10 N1 C9 C8 15.6(4) . . . . ?
C10 C15 C14 C13 -3.3(4) . . . . ?
C10 C15 C16 C17 -178.4(2) . . . . ?
C10 C15 C16 C18 -59.1(3) . . . . ?
C10 C15 C16 C19 63.2(3) . . . . ?
C10 C11 C12 C13 -2.6(4) . . . . ?
C2 N1 C10 C15 102.2(3) . . . . ?
C2 N1 C10 C11 -81.0(3) . . . . ?
C2 N1 C9 C4 -5.9(3) . . . . ?
C2 N1 C9 C8 172.7(3) . . . . ?
C2 C3 C20 C21 -171.6(3) . . . . ?
C15 C10 C11 C12 1.1(4) . . . . ?
C15 C14 C13 C12 2.0(4) . . . . ?
C4 C3 C20 C21 9.4(5) . . . . ?
C4 C9 C8 C7 1.2(4) . . . . ?
C4 C5 C6 C7 0.4(4) . . . . ?
C3 C4 C9 N1 1.4(3) . . . . ?
C3 C4 C9 C8 -177.2(2) . . . . ?
C3 C4 C5 C6 174.6(3) . . . . ?
C26 C21 C20 C3 37.1(4) . . . . ?
C26 C21 C22 C23 -2.8(4) . . . . ?
C9 N1 C10 C15 -104.2(3) . . . . ?
C9 N1 C10 C11 72.6(3) . . . . ?
C9 N1 C2 O29 -173.9(2) . . . . ?
C9 N1 C2 C3 7.6(3) . . . . ?
C9 C4 C3 C2 3.1(3) . . . . ?
C9 C4 C3 C20 -177.8(3) . . . . ?
C9 C4 C5 C6 1.5(4) . . . . ?
C9 C8 C7 C6 0.8(4) . . . . ?
C8 C7 C6 C5 -1.6(4) . . . . ?
C11 C10 C15 C14 1.8(4) . . . . ?
C11 C10 C15 C16 -176.5(3) . . . . ?
C11 C12 C13 C14 1.1(4) . . . . ?
C21 C26 C25 C24 1.5(4) . . . . ?
C21 C26 C25 C28 -176.6(3) . . . . ?
C21 C22 C23 C24 2.2(4) . . . . ?
C21 C22 C23 C27 -177.7(3) . . . . ?
C5 C4 C3 C2 -170.5(3) . . . . ?
C5 C4 C3 C20 8.6(5) . . . . ?
C5 C4 C9 N1 176.2(2) . . . . ?
C5 C4 C9 C8 -2.4(4) . . . . ?
C20 C21 C22 C23 179.6(3) . . . . ?
C22 C21 C20 C3 -145.5(3) . . . . ?
C25 C26 C21 C20 178.5(3) . . . . ?
C25 C26 C21 C22 1.0(4) . . . . ?
C25 C24 C23 C22 0.4(4) . . . . ?
C25 C24 C23 C27 -179.8(3) . . . . ?
C14 C15 C16 C17 3.4(4) . . . . ?
C14 C15 C16 C18 122.8(3) . . . . ?
C14 C15 C16 C19 -115.0(3) . . . . ?
C23 C24 C25 C26 -2.2(4) . . . . ?
C23 C24 C25 C28 175.9(3) . . . . ?
C16 C15 C14 C13 175.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.133
_oxdiff_exptl_absorpt_empirical_full_min 0.440
####################################################################### 
# 
# 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_chenzhh_b1_220427_auto
_database_code_depnum_ccdc_archive 'CCDC 2201056'
loop_
_audit_author_name
_audit_author_address
'Yu Luo'
;Guangzhou Institutes of Biomedicine and Health, CAS
China
;
_audit_update_record             
;
2022-08-12 deposited with the CCDC.	2023-01-13 downloaded from the CCDC.
;
_audit_creation_date             2022-05-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H29 N O'
_chemical_formula_sum            'C25 H29 N O'
_chemical_formula_weight         359.49
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNO
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.2000(2)
_cell_length_b                   7.87450(10)
_cell_length_c                   11.8582(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.2920(10)
_cell_angle_gamma                90
_cell_volume                     1017.81(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16384
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      78.7280
_cell_measurement_theta_min      3.7790
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.539
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61033
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.120a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.173
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            20056
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.918
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.795
_diffrn_reflns_theta_min         3.830
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     27.00 123.00   0.50    0.05    --   45.81  19.00  60.00  192
  2  ω     21.00 119.00   0.50    0.05    --   45.81  77.00  90.00  196
  3  ω     21.00 119.00   0.50    0.05    --   45.81  77.00  30.00  196
  4  ω     29.00 119.00   0.50    0.05    --   45.81  57.00 -30.00  180
  5  ω     25.00 123.00   0.50    0.05    --   45.81  15.00 -36.00  196
  6  ω    -22.00  31.00   0.50    0.05    --  -45.81  15.00 -36.00  106
  7  ω    -61.00 -27.00   0.50    0.05    -- -100.00  61.00-120.00   68
  8  ω    -57.00 -27.00   0.50    0.05    -- -100.00  61.00  60.00   60
  9  ω    -69.00 -27.00   0.50    0.05    -- -100.00  61.00 120.00   84
 10  ω     89.00 163.00   0.50    0.05    --  112.25  77.00  90.00  148
 11  ω    133.00 177.00   0.50    0.05    --  112.25  61.00  30.00   88
 12  ω     95.00 122.00   0.50    0.05    --  112.25  61.00  30.00   54
 13  ω    100.00 177.00   0.50    0.05    --  112.25  61.00 -30.00  154
 14  ω     91.00 178.00   0.50    0.05    --  112.25  15.00 -36.00  174
 15  ω     79.00 104.00   0.50    0.05    --  112.25 -77.00 -60.00   50
 16  ω     43.00  72.00   0.50    0.05    --  112.25 -61.00-120.00   58
 17  ω     42.00  72.00   0.50    0.05    --  112.25 -61.00 -90.00   60
 18  ω     43.00  73.00   0.50    0.05    --  112.25 -61.00 -60.00   60
 19  ω     41.00  72.00   0.50    0.05    --  112.25 -61.00 -30.00   62
 20  ω     40.00  68.00   0.50    0.05    --  112.25 -61.00  30.00   56
 21  ω    -30.00  26.00   0.50    0.05    --   45.81 -15.00 153.00  112
 22  ω     18.00  96.00   0.50    0.05    --   45.81-125.00  60.00  156
 23  ω     40.00 108.00   0.50    0.05    --  112.25-125.00  60.00  136
 24  ω     64.00 103.00   0.50    0.05    --  112.25 -94.00  30.00   78
 25  ω     79.00 105.00   0.50    0.05    --  112.25-125.00   0.00   52
 26  ω     43.00  76.00   0.50    0.05    --  112.25-125.00   0.00   66
 27  ω     40.00  67.00   0.50    0.05    --  112.25 -94.00 -90.00   54
 28  ω     72.00 104.00   0.50    0.05    --  112.25 -94.00 -90.00   64
 29  ω   -119.00 -21.00   0.50    0.05    --  -45.81 -77.00 120.00  196
 30  ω   -119.00 -21.00   0.50    0.05    --  -45.81 -77.00  60.00  196
 31  ω   -103.00 -77.00   0.50    0.05    -- -100.00 -77.00   0.00   52
 32  ω   -173.00 -75.00   0.50    0.05    -- -100.00 -77.00  60.00  196
 33  ω   -168.00-142.00   0.50    0.05    -- -100.00 -77.00  30.00   52
 34  ω   -116.00 -77.00   0.50    0.05    -- -100.00 -77.00  30.00   78
 35  ω   -158.00-132.00   0.50    0.05    -- -100.00 -77.00 150.00   52
 36  ω   -159.00-122.00   0.50    0.05    -- -100.00 -75.00 128.30   74
 37  ω   -101.00 -75.00   0.50    0.05    -- -100.00 -77.00 150.00   52
 38  ω   -101.00 -76.00   0.50    0.05    -- -100.00 -75.00 128.30   50
 39  ω   -101.00 -75.00   0.50    0.05    -- -100.00 -77.00 120.00   52
 40  ω   -102.00 -77.00   0.50    0.05    -- -100.00 -71.00 152.78   50
 41  ω   -109.00 -77.00   0.50    0.05    -- -100.00 -73.00 118.95   64
 42  ω   -111.00 -75.00   0.50    0.05    -- -100.00 -77.00  90.00   72
 43  ω   -173.00 -77.00   0.50    0.05    -- -100.00 -73.00   3.69  192
 44  ω   -105.00 -79.00   0.50    0.05    -- -100.00 -70.00  29.13   52
 45  ω   -172.00-121.00   0.50    0.05    -- -100.00 -71.00  39.83  102
 46  ω   -158.00-119.00   0.50    0.05    -- -100.00 -64.00  91.79   78
 47  ω   -104.00 -78.00   0.50    0.05    -- -100.00 -71.00  39.83   52
 48  ω   -110.00 -81.00   0.50    0.05    -- -100.00 -61.00   0.00   58
 49  ω   -167.00-133.00   0.50    0.05    -- -100.00 -61.00  60.00   68
 50  ω   -156.00-130.00   0.50    0.05    -- -100.00 -61.00   0.00   52
 51  ω   -167.00 -84.00   0.50    0.05    -- -100.00 -63.00  84.68  166
 52  ω   -105.00 -80.00   0.50    0.05    -- -100.00 -64.00  91.79   50
 53  ω   -120.00 -83.00   0.50    0.05    -- -100.00 -61.00  60.00   74
 54  ω   -172.00 -81.00   0.50    0.05    -- -100.00 -61.00 120.00  182
 55  ω   -161.00-135.00   0.50    0.05    -- -100.00 -60.00  45.84   52
 56  ω   -112.00 -85.00   0.50    0.05    -- -100.00 -61.00 -30.00   54
 57  ω   -111.00 -86.00   0.50    0.05    -- -100.00 -51.00  23.04   50
 58  ω   -119.00 -85.00   0.50    0.05    -- -100.00 -45.00  30.00   68
 59  ω   -107.00 -82.00   0.50    0.05    -- -100.00 -60.00  45.84   50
 60  ω   -123.00 -25.00   0.50    0.05    --  -45.81 -15.00 153.00  196
 61  ω   -175.00 -79.00   0.50    0.05    -- -100.00 -15.00 153.00  192
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0134263000
_diffrn_orient_matrix_UB_12      -0.0200388000
_diffrn_orient_matrix_UB_13      -0.1315999000
_diffrn_orient_matrix_UB_21      0.1389057000
_diffrn_orient_matrix_UB_22      -0.0324587000
_diffrn_orient_matrix_UB_23      0.0200683000
_diffrn_orient_matrix_UB_31      -0.0220920000
_diffrn_orient_matrix_UB_32      -0.1918879000
_diffrn_orient_matrix_UB_33      0.0102572000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.757
_reflns_Friedel_fraction_full    0.930
_reflns_Friedel_fraction_max     0.855
_reflns_number_gt                3942
_reflns_number_total             4023
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.107
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 1653 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     278
_refine_ls_number_reflns         4023
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      1.083
_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)+(0.0473P)²+0.0957P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0800
_refine_ls_wR_factor_ref         0.0804
_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. Others
 Sof(C18A)=Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(C19A)=Sof(H19D)=Sof(H19E)=
 Sof(H19F)=Sof(C17A)=Sof(H17D)=Sof(H17E)=Sof(H17F)=1-FVAR(1)
 Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=
 Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C21(H21)
3.b Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C22(H22A,H22B), C25(H25A,H25B), C23(H23A,H23B), C24(H24A,H24B)
3.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C11(H11), C14(H14), C12(H12), C20(H20), C13(H13), C8(H8), C6(H6),
 C7(H7)
3.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C18A(H18D,H18E,
 H18F), C19A(H19D,H19E,H19F), C17A(H17D,H17E,H17F)
;
_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
O27 O 0.57417(10) 0.47048(17) 0.08129(10) 0.0306(3) Uani 1 1 d . . . . .
N1 N 0.56558(11) 0.32077(18) 0.24678(11) 0.0236(3) Uani 1 1 d . . . . .
C4 C 0.39351(13) 0.4389(2) 0.29130(12) 0.0225(3) Uani 1 1 d . . . . .
C10 C 0.65253(14) 0.1899(2) 0.23723(13) 0.0223(3) Uani 1 1 d . . . . .
C15 C 0.77869(13) 0.1987(2) 0.28921(13) 0.0224(3) Uani 1 1 d . . . . .
C2 C 0.52570(14) 0.4421(2) 0.16150(13) 0.0238(3) Uani 1 1 d . . . . .
C21 C 0.24926(14) 0.7521(2) 0.13705(13) 0.0231(3) Uani 1 1 d . . . . .
H21 H 0.192164 0.672831 0.164449 0.028 Uiso 1 1 calc R U . . .
C3 C 0.41562(13) 0.5256(2) 0.18865(13) 0.0231(3) Uani 1 1 d . . . . .
C16 C 0.84298(14) 0.3481(2) 0.36265(13) 0.0253(3) Uani 1 1 d . . . . .
C9 C 0.48513(13) 0.3143(2) 0.32292(13) 0.0225(3) Uani 1 1 d . . . . .
C5 C 0.30739(14) 0.4584(2) 0.35860(13) 0.0254(3) Uani 1 1 d . . . . .
H5 H 0.244105 0.540818 0.338490 0.031 Uiso 1 1 calc R U . . .
C11 C 0.60286(15) 0.0507(2) 0.16978(14) 0.0268(4) Uani 1 1 d . . . . .
H11 H 0.517457 0.048740 0.135295 0.032 Uiso 1 1 calc R U . . .
C14 C 0.84874(15) 0.0599(2) 0.26908(14) 0.0279(4) Uani 1 1 d . . . . .
H14 H 0.934364 0.060669 0.302639 0.033 Uiso 1 1 calc R U . . .
C12 C 0.67536(17) -0.0848(2) 0.15197(15) 0.0319(4) Uani 1 1 d . . . . .
H12 H 0.640670 -0.179275 0.106170 0.038 Uiso 1 1 calc R U . . .
C26 C 0.18222(14) 0.8283(3) 0.02058(14) 0.0287(4) Uani 1 1 d . . . . .
H26A H 0.240850 0.896253 -0.011752 0.034 Uiso 1 1 calc R U . . .
H26B H 0.151283 0.735215 -0.034502 0.034 Uiso 1 1 calc R U . . .
C22 C 0.28816(14) 0.8924(2) 0.22821(14) 0.0274(4) Uani 1 1 d . . . . .
H22A H 0.324392 0.840063 0.304279 0.033 Uiso 1 1 calc R U . . .
H22B H 0.351667 0.964473 0.206306 0.033 Uiso 1 1 calc R U . . .
C20 C 0.35966(14) 0.6538(2) 0.12272(14) 0.0243(3) Uani 1 1 d . . . . .
H20 H 0.393810 0.686148 0.059628 0.029 Uiso 1 1 calc R U . . .
C13 C 0.79943(17) -0.0788(2) 0.20258(16) 0.0330(4) Uani 1 1 d . . . . .
H13 H 0.851088 -0.170103 0.191723 0.040 Uiso 1 1 calc R U . . .
C8 C 0.49308(15) 0.2102(2) 0.41787(14) 0.0279(4) Uani 1 1 d . . . . .
H8 H 0.554736 0.125378 0.436821 0.033 Uiso 1 1 calc R U . . .
C6 C 0.31524(16) 0.3556(2) 0.45570(14) 0.0287(4) Uani 1 1 d . . . . .
H6 H 0.257201 0.368717 0.502232 0.034 Uiso 1 1 calc R U . . .
C7 C 0.40726(16) 0.2341(3) 0.48513(14) 0.0305(4) Uani 1 1 d . . . . .
H7 H 0.411775 0.166155 0.552181 0.037 Uiso 1 1 calc R U . . .
C25 C 0.07475(15) 0.9412(3) 0.03272(15) 0.0335(4) Uani 1 1 d . . . . .
H25A H 0.037688 0.993763 -0.043080 0.040 Uiso 1 1 calc R U . . .
H25B H 0.011237 0.870774 0.056009 0.040 Uiso 1 1 calc R U . . .
C23 C 0.17913(16) 1.0026(3) 0.23854(16) 0.0325(4) Uani 1 1 d . . . . .
H23A H 0.119370 0.932918 0.268101 0.039 Uiso 1 1 calc R U . . .
H23B H 0.207707 1.095083 0.294864 0.039 Uiso 1 1 calc R U . . .
C24 C 0.11631(17) 1.0791(3) 0.12196(17) 0.0368(4) Uani 1 1 d . . . . .
H24A H 0.044525 1.146806 0.130787 0.044 Uiso 1 1 calc R U . . .
H24B H 0.174005 1.156090 0.095185 0.044 Uiso 1 1 calc R U . . .
C17 C 0.7974(2) 0.3571(4) 0.4766(2) 0.0327(6) Uani 0.710(3) 1 d . . P A 1
H17A H 0.836580 0.453330 0.523254 0.049 Uiso 0.710(3) 1 calc R U P A 1
H17B H 0.818783 0.251604 0.520380 0.049 Uiso 0.710(3) 1 calc R U P A 1
H17C H 0.708203 0.372242 0.458108 0.049 Uiso 0.710(3) 1 calc R U P A 1
C18 C 0.8171(3) 0.5141(4) 0.2988(2) 0.0355(7) Uani 0.710(3) 1 d . . P A 1
H18A H 0.730675 0.544370 0.290530 0.053 Uiso 0.710(3) 1 calc R U P A 1
H18B H 0.834697 0.502916 0.221945 0.053 Uiso 0.710(3) 1 calc R U P A 1
H18C H 0.869202 0.603089 0.342496 0.053 Uiso 0.710(3) 1 calc R U P A 1
C19 C 0.9817(2) 0.3224(4) 0.3978(3) 0.0410(7) Uani 0.710(3) 1 d . . P A 1
H19A H 1.014368 0.312964 0.328195 0.061 Uiso 0.710(3) 1 calc R U P A 1
H19B H 1.000077 0.218173 0.443743 0.061 Uiso 0.710(3) 1 calc R U P A 1
H19C H 1.019705 0.419496 0.444178 0.061 Uiso 0.710(3) 1 calc R U P A 1
C18A C 0.9303(6) 0.4425(9) 0.2895(6) 0.0329(15) Uani 0.290(3) 1 d . . P A 2
H18D H 0.879396 0.489347 0.217855 0.049 Uiso 0.290(3) 1 calc R U P A 2
H18E H 0.988381 0.360345 0.270486 0.049 Uiso 0.290(3) 1 calc R U P A 2
H18F H 0.975566 0.534558 0.336193 0.049 Uiso 0.290(3) 1 calc R U P A 2
C19A C 0.9263(6) 0.2860(9) 0.4743(6) 0.0371(17) Uani 0.290(3) 1 d . . P A 2
H19D H 0.986576 0.206276 0.456360 0.056 Uiso 0.290(3) 1 calc R U P A 2
H19E H 0.877243 0.228610 0.521462 0.056 Uiso 0.290(3) 1 calc R U P A 2
H19F H 0.969151 0.382904 0.517379 0.056 Uiso 0.290(3) 1 calc R U P A 2
C17A C 0.7637(5) 0.4906(9) 0.3928(5) 0.0317(15) Uani 0.290(3) 1 d . . P A 2
H17D H 0.816541 0.579202 0.436081 0.048 Uiso 0.290(3) 1 calc R U P A 2
H17E H 0.710143 0.445329 0.440275 0.048 Uiso 0.290(3) 1 calc R U P A 2
H17F H 0.713543 0.539055 0.321307 0.048 Uiso 0.290(3) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O27 C2 1.2193(19) . ?
N1 C10 1.440(2) . ?
N1 C2 1.388(2) . ?
N1 C9 1.4156(19) . ?
C4 C3 1.466(2) . ?
C4 C9 1.407(2) . ?
C4 C5 1.395(2) . ?
C10 C15 1.407(2) . ?
C10 C11 1.395(2) . ?
C15 C16 1.540(2) . ?
C15 C14 1.398(2) . ?
C2 C3 1.496(2) . ?
C21 H21 1.0000 . ?
C21 C26 1.534(2) . ?
C21 C22 1.537(2) . ?
C21 C20 1.501(2) . ?
C3 C20 1.341(2) . ?
C16 C17 1.552(3) . ?
C16 C18 1.505(3) . ?
C16 C19 1.527(3) . ?
C16 C18A 1.628(6) . ?
C16 C19A 1.515(6) . ?
C16 C17A 1.524(6) . ?
C9 C8 1.379(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.394(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.386(2) . ?
C14 H14 0.9500 . ?
C14 C13 1.385(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.382(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C25 1.529(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.526(2) . ?
C20 H20 0.9500 . ?
C13 H13 0.9500 . ?
C8 H8 0.9500 . ?
C8 C7 1.396(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.391(3) . ?
C7 H7 0.9500 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C24 1.513(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.524(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C18A H18D 0.9800 . ?
C18A H18E 0.9800 . ?
C18A H18F 0.9800 . ?
C19A H19D 0.9800 . ?
C19A H19E 0.9800 . ?
C19A H19F 0.9800 . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 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
C2 N1 C10 123.04(13) . . ?
C2 N1 C9 110.13(12) . . ?
C9 N1 C10 124.43(14) . . ?
C9 C4 C3 107.11(13) . . ?
C5 C4 C3 134.03(15) . . ?
C5 C4 C9 118.84(15) . . ?
C15 C10 N1 123.98(14) . . ?
C11 C10 N1 114.81(13) . . ?
C11 C10 C15 121.20(15) . . ?
C10 C15 C16 125.26(14) . . ?
C14 C15 C10 115.65(15) . . ?
C14 C15 C16 119.08(13) . . ?
O27 C2 N1 124.63(14) . . ?
O27 C2 C3 128.58(15) . . ?
N1 C2 C3 106.79(13) . . ?
C26 C21 H21 108.6 . . ?
C26 C21 C22 110.67(14) . . ?
C22 C21 H21 108.6 . . ?
C20 C21 H21 108.6 . . ?
C20 C21 C26 110.18(13) . . ?
C20 C21 C22 110.04(12) . . ?
C4 C3 C2 106.18(13) . . ?
C20 C3 C4 133.59(14) . . ?
C20 C3 C2 120.23(14) . . ?
C15 C16 C17 108.85(16) . . ?
C15 C16 C18A 107.9(2) . . ?
C18 C16 C15 111.60(14) . . ?
C18 C16 C17 109.52(19) . . ?
C18 C16 C19 108.6(2) . . ?
C19 C16 C15 111.56(17) . . ?
C19 C16 C17 106.60(17) . . ?
C19A C16 C15 111.2(3) . . ?
C19A C16 C18A 106.7(4) . . ?
C19A C16 C17A 107.9(4) . . ?
C17A C16 C15 118.3(3) . . ?
C17A C16 C18A 104.0(4) . . ?
C4 C9 N1 109.70(14) . . ?
C8 C9 N1 127.68(15) . . ?
C8 C9 C4 122.57(15) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.23(15) . . ?
C6 C5 H5 120.4 . . ?
C10 C11 H11 119.3 . . ?
C12 C11 C10 121.45(15) . . ?
C12 C11 H11 119.3 . . ?
C15 C14 H14 118.4 . . ?
C13 C14 C15 123.22(15) . . ?
C13 C14 H14 118.4 . . ?
C11 C12 H12 120.9 . . ?
C13 C12 C11 118.25(17) . . ?
C13 C12 H12 120.9 . . ?
C21 C26 H26A 109.2 . . ?
C21 C26 H26B 109.2 . . ?
H26A C26 H26B 107.9 . . ?
C25 C26 C21 112.04(13) . . ?
C25 C26 H26A 109.2 . . ?
C25 C26 H26B 109.2 . . ?
C21 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C23 C22 C21 111.26(13) . . ?
C23 C22 H22A 109.4 . . ?
C23 C22 H22B 109.4 . . ?
C21 C20 H20 116.2 . . ?
C3 C20 C21 127.52(15) . . ?
C3 C20 H20 116.2 . . ?
C14 C13 H13 119.9 . . ?
C12 C13 C14 120.23(16) . . ?
C12 C13 H13 119.9 . . ?
C9 C8 H8 121.2 . . ?
C9 C8 C7 117.58(16) . . ?
C7 C8 H8 121.2 . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.62(16) . . ?
C7 C6 H6 119.7 . . ?
C8 C7 H7 119.4 . . ?
C6 C7 C8 121.14(16) . . ?
C6 C7 H7 119.4 . . ?
C26 C25 H25A 109.4 . . ?
C26 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
C24 C25 C26 111.15(14) . . ?
C24 C25 H25A 109.4 . . ?
C24 C25 H25B 109.4 . . ?
C22 C23 H23A 109.4 . . ?
C22 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 C22 111.29(14) . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
C25 C24 C23 110.76(16) . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C18A H18D 109.5 . . ?
C16 C18A H18E 109.5 . . ?
C16 C18A H18F 109.5 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C16 C19A H19D 109.5 . . ?
C16 C19A H19E 109.5 . . ?
C16 C19A H19F 109.5 . . ?
H19D C19A H19E 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C16 C17A H17D 109.5 . . ?
C16 C17A H17E 109.5 . . ?
C16 C17A H17F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 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
O27 C2 C3 C4 177.68(17) . . . . ?
O27 C2 C3 C20 -2.5(3) . . . . ?
N1 C10 C15 C16 -0.5(2) . . . . ?
N1 C10 C15 C14 -179.34(14) . . . . ?
N1 C10 C11 C12 179.56(15) . . . . ?
N1 C2 C3 C4 -2.30(16) . . . . ?
N1 C2 C3 C20 177.51(14) . . . . ?
N1 C9 C8 C7 175.84(16) . . . . ?
C4 C3 C20 C21 -0.1(3) . . . . ?
C4 C9 C8 C7 -1.2(2) . . . . ?
C4 C5 C6 C7 -0.4(2) . . . . ?
C10 N1 C2 O27 -13.7(2) . . . . ?
C10 N1 C2 C3 166.26(13) . . . . ?
C10 N1 C9 C4 -165.70(13) . . . . ?
C10 N1 C9 C8 16.9(2) . . . . ?
C10 C15 C16 C17 67.1(2) . . . . ?
C10 C15 C16 C18 -53.9(2) . . . . ?
C10 C15 C16 C19 -175.55(19) . . . . ?
C10 C15 C16 C18A -110.9(3) . . . . ?
C10 C15 C16 C19A 132.3(3) . . . . ?
C10 C15 C16 C17A 6.6(4) . . . . ?
C10 C15 C14 C13 0.0(2) . . . . ?
C10 C11 C12 C13 -0.3(3) . . . . ?
C15 C10 C11 C12 0.5(2) . . . . ?
C15 C14 C13 C12 0.2(3) . . . . ?
C2 N1 C10 C15 98.49(18) . . . . ?
C2 N1 C10 C11 -80.53(19) . . . . ?
C2 N1 C9 C4 -2.89(17) . . . . ?
C2 N1 C9 C8 179.71(16) . . . . ?
C2 C3 C20 C21 -179.84(15) . . . . ?
C21 C26 C25 C24 55.3(2) . . . . ?
C21 C22 C23 C24 -56.2(2) . . . . ?
C3 C4 C9 N1 1.31(17) . . . . ?
C3 C4 C9 C8 178.86(15) . . . . ?
C3 C4 C5 C6 -177.61(16) . . . . ?
C16 C15 C14 C13 -178.88(16) . . . . ?
C9 N1 C10 C15 -100.84(19) . . . . ?
C9 N1 C10 C11 80.14(18) . . . . ?
C9 N1 C2 O27 -176.81(16) . . . . ?
C9 N1 C2 C3 3.17(17) . . . . ?
C9 C4 C3 C2 0.60(16) . . . . ?
C9 C4 C3 C20 -179.18(17) . . . . ?
C9 C4 C5 C6 0.7(2) . . . . ?
C9 C8 C7 C6 1.6(3) . . . . ?
C5 C4 C3 C2 179.06(16) . . . . ?
C5 C4 C3 C20 -0.7(3) . . . . ?
C5 C4 C9 N1 -177.43(14) . . . . ?
C5 C4 C9 C8 0.1(2) . . . . ?
C5 C6 C7 C8 -0.8(3) . . . . ?
C11 C10 C15 C16 178.49(14) . . . . ?
C11 C10 C15 C14 -0.4(2) . . . . ?
C11 C12 C13 C14 0.0(3) . . . . ?
C14 C15 C16 C17 -114.09(18) . . . . ?
C14 C15 C16 C18 124.93(19) . . . . ?
C14 C15 C16 C19 3.3(2) . . . . ?
C14 C15 C16 C18A 67.9(3) . . . . ?
C14 C15 C16 C19A -48.8(4) . . . . ?
C14 C15 C16 C17A -174.6(3) . . . . ?
C26 C21 C22 C23 53.95(18) . . . . ?
C26 C21 C20 C3 -155.15(17) . . . . ?
C26 C25 C24 C23 -56.5(2) . . . . ?
C22 C21 C26 C25 -53.61(19) . . . . ?
C22 C21 C20 C3 82.5(2) . . . . ?
C22 C23 C24 C25 57.4(2) . . . . ?
C20 C21 C26 C25 -175.55(15) . . . . ?
C20 C21 C22 C23 175.97(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.493
_oxdiff_exptl_absorpt_empirical_full_min 0.529
