# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# 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_20210488
_database_code_depnum_ccdc_archive 'CCDC 2157167'
loop_
_audit_author_name
_audit_author_address
'Pu Wang'
;Huaqiao University
China
;
_audit_update_record             
;
2022-03-08 deposited with the CCDC.	2026-01-23 downloaded from the CCDC.
;
_audit_creation_date             2021-04-14
_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         'C19 H19 N O2'
_chemical_formula_sum            'C19 H19 N O2'
_chemical_formula_weight         293.35
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H3O5N2
_chemical_oxdiff_usercomment     r
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.2466(3)
_cell_length_b                   21.5948(6)
_cell_length_c                   9.1672(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.167(3)
_cell_angle_gamma                90
_cell_volume                     1582.87(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1292
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.9300
_cell_measurement_theta_min      5.3640
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.889
_exptl_absorpt_coefficient_mu    0.632
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73171
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5824
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.060
_diffrn_reflns_theta_max         67.060
_diffrn_reflns_theta_min         5.382
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -103.00 -60.00   1.00    2.00    --  -33.50 -77.00-150.00   43
  2  ω    -53.00  28.00   1.00    2.00    --  -33.50  37.00-180.00   81
  3  ω      9.00  73.00   1.00    2.00    --   36.47  77.00-150.00   64
  4  ω     76.00 110.00   1.00    2.00    --   36.47 178.00 -30.00   34
  5  ω     60.00 110.00   1.00    2.00    --   36.47 178.00-150.00   50
  6  ω     14.00  39.00   1.00    2.00    --   36.47  19.00 -90.00   25
  7  ω     61.00 107.00   1.00    2.00    --   36.47  19.00 -90.00   46
  8  ω     79.00 109.00   1.00    2.00    --   36.47 178.00-180.00   30
  9  ω     61.00  98.00   1.00   10.00    --  108.00-111.00 -90.00   37
 10  ω     39.00 114.00   1.00   10.00    --  108.00 -45.00 150.00   75
 11  ω     41.00  67.00   1.00   10.00    --  108.00 -15.00  90.00   26
 12  ω     46.00 134.00   1.00   10.00    --  108.00 -30.00   0.00   88
 13  ω    146.00 172.00   1.00   10.00    --  108.00  61.00  90.00   26
 14  ω     88.00 176.00   1.00   10.00    --  108.00  45.00-180.00   88
 15  ω     42.00  67.00   1.00   10.00    --  108.00 -94.00-180.00   25
 16  ω     97.00 142.00   1.00   10.00    --  108.00 -15.00  90.00   45
 17  ω     40.00 129.00   1.00   10.00    --  108.00 -77.00  90.00   89
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1741919000
_diffrn_orient_matrix_UB_12      -0.0087874000
_diffrn_orient_matrix_UB_13      -0.0304928000
_diffrn_orient_matrix_UB_21      -0.0824048000
_diffrn_orient_matrix_UB_22      -0.0194487000
_diffrn_orient_matrix_UB_23      -0.1629744000
_diffrn_orient_matrix_UB_31      -0.0010764000
_diffrn_orient_matrix_UB_32      0.0680694000
_diffrn_orient_matrix_UB_33      -0.0504259000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1823
_reflns_number_total             2823
_reflns_odcompleteness_completeness 99.93
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         2823
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0903
_refine_ls_R_factor_gt           0.0615
_refine_ls_restrained_S_all      1.046
_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)+(0.1008P)²+0.1478P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1752
_refine_ls_wR_factor_ref         0.2086
_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. Restrained distances
 C17A-C18A
 1.55 with sigma of 0.02
 C18A-C19A
 1.53 with sigma of 0.02
 C17A-C8
 1.53 with sigma of 0.02
 C17-C18
 1.55 with sigma of 0.02
 C8-C17
 1.53 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C17) = Uanis(C17A)
Uanis(C18) = Uanis(C18A)
Uanis(C19) = Uanis(C19A)
4. Others
 Sof(C17A)=Sof(H17C)=Sof(H17D)=Sof(C18A)=Sof(H18C)=Sof(H18D)=Sof(C19A)=
 Sof(H19A)=Sof(H19B)=Sof(H19C)=1-FVAR(1)
 Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(C19)=Sof(H19D)=
 Sof(H19E)=Sof(H19F)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C17A(H17C,H17D), C18(H18A,H18B), C18A(H18C,H18D)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C11(H11)
5.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C16(H16A,H16B,H16C), C19A(H19A,H19B,H19C), C19(H19D,H19E,
 H19F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.1690(3) 0.48310(10) 0.8645(2) 0.0882(6) Uani 1 1 d . . . . .
O2 O 0.1080(4) 0.66485(11) 1.0861(3) 0.1215(9) Uani 1 1 d . . . . .
N1 N 0.4526(3) 0.44728(10) 1.2199(3) 0.0792(6) Uani 1 1 d . . . . .
C1 C 0.6908(4) 0.30319(15) 1.3252(4) 0.0985(10) Uani 1 1 d . . . . .
H1 H 0.7101 0.2654 1.2836 0.118 Uiso 1 1 calc R . . . .
C2 C 0.7642(4) 0.31540(16) 1.4719(5) 0.1045(10) Uani 1 1 d . . . . .
H2 H 0.8332 0.2860 1.5302 0.125 Uiso 1 1 calc R . . . .
C3 C 0.7362(5) 0.37240(17) 1.5361(4) 0.1045(10) Uani 1 1 d . . . . .
H3 H 0.7875 0.3806 1.6363 0.125 Uiso 1 1 calc R . . . .
C4 C 0.6347(4) 0.41547(15) 1.4523(4) 0.0967(9) Uani 1 1 d . . . . .
H4 H 0.6171 0.4530 1.4956 0.116 Uiso 1 1 calc R . . . .
C5 C 0.5562(3) 0.40390(13) 1.3011(3) 0.0802(7) Uani 1 1 d . . . . .
C6 C 0.5861(4) 0.34716(13) 1.2360(4) 0.0827(8) Uani 1 1 d . . . . .
C7 C 0.5071(4) 0.33890(15) 1.0821(4) 0.0975(10) Uani 1 1 d . . . . .
H7 H 0.5258 0.3022 1.0358 0.117 Uiso 1 1 calc R . . . .
C8 C 0.4039(4) 0.38260(15) 0.9975(4) 0.0938(9) Uani 1 1 d D . . . .
C9 C 0.3789(3) 0.43715(13) 1.0763(3) 0.0790(7) Uani 1 1 d . . . . .
C10 C 0.2697(3) 0.48822(13) 1.0086(3) 0.0772(7) Uani 1 1 d . . . . .
C11 C 0.2437(4) 0.54381(13) 1.0634(3) 0.0804(7) Uani 1 1 d . . . . .
H11 H 0.2958 0.5591 1.1580 0.097 Uiso 1 1 calc R . . . .
C12 C 0.1221(3) 0.57525(13) 0.9507(3) 0.0780(7) Uani 1 1 d . . . . .
C13 C 0.0800(4) 0.53652(15) 0.8309(3) 0.0837(8) Uani 1 1 d . . . . .
C14 C -0.0363(5) 0.53706(19) 0.6789(3) 0.1111(11) Uani 1 1 d . . . . .
H14A H -0.0034 0.5690 0.6191 0.167 Uiso 1 1 calc GR . . . .
H14B H -0.1480 0.5449 0.6879 0.167 Uiso 1 1 calc GR . . . .
H14C H -0.0327 0.4976 0.6314 0.167 Uiso 1 1 calc GR . . . .
C15 C 0.0603(4) 0.63775(15) 0.9670(4) 0.0901(8) Uani 1 1 d . . . . .
C16 C -0.0612(4) 0.66850(17) 0.8393(4) 0.1039(10) Uani 1 1 d . . . . .
H16A H -0.0935 0.7079 0.8719 0.156 Uiso 1 1 calc GR . . . .
H16B H -0.1583 0.6428 0.8070 0.156 Uiso 1 1 calc GR . . . .
H16C H -0.0096 0.6746 0.7572 0.156 Uiso 1 1 calc GR . . . .
C17 C 0.3295(7) 0.3799(2) 0.8228(6) 0.0934(13) Uani 0.668(4) 1 d D . P A 1
H17A H 0.2084 0.3808 0.8031 0.112 Uiso 0.668(4) 1 calc R . P A 1
H17B H 0.3640 0.4168 0.7784 0.112 Uiso 0.668(4) 1 calc R . P A 1
C17A C 0.2976(14) 0.3481(5) 0.8584(11) 0.0934(13) Uani 0.332(4) 1 d D . P A 2
H17C H 0.3031 0.3036 0.8723 0.112 Uiso 0.332(4) 1 calc R . P A 2
H17D H 0.1817 0.3613 0.8348 0.112 Uiso 0.332(4) 1 calc R . P A 2
C18 C 0.3790(8) 0.3249(3) 0.7466(6) 0.1039(14) Uani 0.668(4) 1 d D . P A 1
H18A H 0.3465 0.2877 0.7915 0.125 Uiso 0.668(4) 1 calc R . P A 1
H18B H 0.4997 0.3244 0.7629 0.125 Uiso 0.668(4) 1 calc R . P A 1
C18A C 0.3840(15) 0.3684(6) 0.7402(12) 0.1039(14) Uani 0.332(4) 1 d D . P A 2
H18C H 0.4952 0.3507 0.7581 0.125 Uiso 0.332(4) 1 calc R . P A 2
H18D H 0.3925 0.4132 0.7376 0.125 Uiso 0.332(4) 1 calc R . P A 2
C19A C 0.270(3) 0.3435(8) 0.592(2) 0.1047(17) Uani 0.332(4) 1 d D . P A 2
H19A H 0.3059 0.3600 0.5082 0.157 Uiso 0.332(4) 1 calc GR . P A 2
H19B H 0.1565 0.3558 0.5856 0.157 Uiso 0.332(4) 1 calc GR . P A 2
H19C H 0.2765 0.2991 0.5912 0.157 Uiso 0.332(4) 1 calc GR . P A 2
C19 C 0.2994(12) 0.3240(4) 0.5774(9) 0.1047(17) Uani 0.668(4) 1 d . . P A 1
H19D H 0.3486 0.2915 0.5312 0.157 Uiso 0.668(4) 1 calc GR . P A 1
H19E H 0.3183 0.3631 0.5343 0.157 Uiso 0.668(4) 1 calc GR . P A 1
H19F H 0.1813 0.3169 0.5603 0.157 Uiso 0.668(4) 1 calc GR . P A 1


_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 C10 1.381(3) . ?
O1 C13 1.362(4) . ?
O2 C15 1.216(4) . ?
N1 C5 1.360(4) . ?
N1 C9 1.326(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.359(5) . ?
C1 C6 1.404(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.407(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.357(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.401(4) . ?
C5 C6 1.411(4) . ?
C6 C7 1.413(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.376(5) . ?
C8 C9 1.423(4) . ?
C8 C17 1.569(6) . ?
C8 C17A 1.550(10) . ?
C9 C10 1.462(4) . ?
C10 C11 1.339(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.423(4) . ?
C12 C13 1.357(4) . ?
C12 C15 1.463(4) . ?
C13 C14 1.486(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.497(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.485(7) . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
C17A C18A 1.501(13) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.530(9) . ?
C18A H18C 0.9700 . ?
C18A H18D 0.9700 . ?
C18A C19A 1.545(16) . ?
C19A H19A 0.9600 . ?
C19A H19B 0.9600 . ?
C19A H19C 0.9600 . ?
C19 H19D 0.9600 . ?
C19 H19E 0.9600 . ?
C19 H19F 0.9600 . ?

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
C13 O1 C10 108.3(2) . . ?
C9 N1 C5 120.2(2) . . ?
C2 C1 H1 119.8 . . ?
C2 C1 C6 120.4(3) . . ?
C6 C1 H1 119.8 . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.3(3) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.6(3) . . ?
C5 C4 H4 119.7 . . ?
N1 C5 C4 119.7(3) . . ?
N1 C5 C6 121.2(3) . . ?
C4 C5 C6 119.1(3) . . ?
C1 C6 C5 119.2(3) . . ?
C1 C6 C7 124.3(3) . . ?
C5 C6 C7 116.5(3) . . ?
C6 C7 H7 118.4 . . ?
C8 C7 C6 123.1(3) . . ?
C8 C7 H7 118.4 . . ?
C7 C8 C9 115.3(3) . . ?
C7 C8 C17 125.7(3) . . ?
C7 C8 C17A 106.4(5) . . ?
C9 C8 C17 118.7(3) . . ?
C9 C8 C17A 133.8(5) . . ?
N1 C9 C8 123.5(3) . . ?
N1 C9 C10 112.5(2) . . ?
C8 C9 C10 124.0(3) . . ?
O1 C10 C9 120.6(2) . . ?
C11 C10 O1 108.4(3) . . ?
C11 C10 C9 131.0(3) . . ?
C10 C11 H11 126.1 . . ?
C10 C11 C12 107.7(3) . . ?
C12 C11 H11 126.1 . . ?
C11 C12 C15 124.5(3) . . ?
C13 C12 C11 106.8(3) . . ?
C13 C12 C15 128.7(3) . . ?
O1 C13 C14 114.1(3) . . ?
C12 C13 O1 108.8(3) . . ?
C12 C13 C14 137.2(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O2 C15 C12 119.4(3) . . ?
O2 C15 C16 119.7(3) . . ?
C12 C15 C16 120.8(3) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C8 C17 H17A 108.5 . . ?
C8 C17 H17B 108.5 . . ?
H17A C17 H17B 107.5 . . ?
C18 C17 C8 115.2(4) . . ?
C18 C17 H17A 108.5 . . ?
C18 C17 H17B 108.5 . . ?
C8 C17A H17C 111.7 . . ?
C8 C17A H17D 111.7 . . ?
H17C C17A H17D 109.5 . . ?
C18A C17A C8 100.4(8) . . ?
C18A C17A H17C 111.7 . . ?
C18A C17A H17D 111.7 . . ?
C17 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
C17 C18 C19 112.9(4) . . ?
H18A C18 H18B 107.8 . . ?
C19 C18 H18A 109.0 . . ?
C19 C18 H18B 109.0 . . ?
C17A C18A H18C 111.0 . . ?
C17A C18A H18D 111.0 . . ?
C17A C18A C19A 103.7(13) . . ?
H18C C18A H18D 109.0 . . ?
C19A C18A H18C 111.0 . . ?
C19A C18A H18D 111.0 . . ?
C18A C19A H19A 109.5 . . ?
C18A C19A H19B 109.5 . . ?
C18A C19A H19C 109.5 . . ?
H19A C19A H19B 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
C18 C19 H19D 109.5 . . ?
C18 C19 H19E 109.5 . . ?
C18 C19 H19F 109.5 . . ?
H19D C19 H19E 109.5 . . ?
H19D C19 H19F 109.5 . . ?
H19E C19 H19F 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 C10 C11 C12 0.1(3) . . . . ?
N1 C5 C6 C1 -178.5(3) . . . . ?
N1 C5 C6 C7 1.8(4) . . . . ?
N1 C9 C10 O1 -173.2(2) . . . . ?
N1 C9 C10 C11 5.9(4) . . . . ?
C1 C2 C3 C4 0.5(5) . . . . ?
C1 C6 C7 C8 179.4(3) . . . . ?
C2 C1 C6 C5 -0.8(4) . . . . ?
C2 C1 C6 C7 178.8(3) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C3 C4 C5 N1 178.9(3) . . . . ?
C3 C4 C5 C6 -1.0(5) . . . . ?
C4 C5 C6 C1 1.4(4) . . . . ?
C4 C5 C6 C7 -178.3(3) . . . . ?
C5 N1 C9 C8 -1.3(4) . . . . ?
C5 N1 C9 C10 178.8(2) . . . . ?
C5 C6 C7 C8 -0.9(4) . . . . ?
C6 C1 C2 C3 -0.1(5) . . . . ?
C6 C7 C8 C9 -1.0(5) . . . . ?
C6 C7 C8 C17 172.3(4) . . . . ?
C6 C7 C8 C17A -160.6(5) . . . . ?
C7 C8 C9 N1 2.2(4) . . . . ?
C7 C8 C9 C10 -177.9(3) . . . . ?
C7 C8 C17 C18 -0.5(7) . . . . ?
C7 C8 C17A C18A -103.4(7) . . . . ?
C8 C9 C10 O1 6.9(4) . . . . ?
C8 C9 C10 C11 -174.0(3) . . . . ?
C8 C17 C18 C19 178.6(6) . . . . ?
C8 C17A C18A C19A -172.2(9) . . . . ?
C9 N1 C5 C4 179.3(3) . . . . ?
C9 N1 C5 C6 -0.8(4) . . . . ?
C9 C8 C17 C18 172.6(4) . . . . ?
C9 C8 C17A C18A 102.4(8) . . . . ?
C9 C10 C11 C12 -179.1(2) . . . . ?
C10 O1 C13 C12 -0.1(3) . . . . ?
C10 O1 C13 C14 -179.1(2) . . . . ?
C10 C11 C12 C13 -0.1(3) . . . . ?
C10 C11 C12 C15 -179.7(2) . . . . ?
C11 C12 C13 O1 0.1(3) . . . . ?
C11 C12 C13 C14 178.9(3) . . . . ?
C11 C12 C15 O2 -3.5(4) . . . . ?
C11 C12 C15 C16 176.7(3) . . . . ?
C13 O1 C10 C9 179.3(2) . . . . ?
C13 O1 C10 C11 0.0(3) . . . . ?
C13 C12 C15 O2 177.1(3) . . . . ?
C13 C12 C15 C16 -2.7(4) . . . . ?
C15 C12 C13 O1 179.6(3) . . . . ?
C15 C12 C13 C14 -1.6(5) . . . . ?
C17 C8 C9 N1 -171.7(3) . . . . ?
C17 C8 C9 C10 8.2(5) . . . . ?
C17A C8 C9 N1 154.6(6) . . . . ?
C17A C8 C9 C10 -25.5(7) . . . . ?

_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 2.040
_oxdiff_exptl_absorpt_empirical_full_min 0.800
