# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

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

data_cjz-20231124_auto
_database_code_depnum_ccdc_archive 'CCDC 2351204'
loop_
_audit_author_name
_audit_author_address
'Shiming Zhou'
;University of Science and Technology of China
China
;
_audit_update_record             
;
2024-04-26 deposited with the CCDC.	2024-06-04 downloaded from the CCDC.
;
_audit_creation_date             2023-12-19
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H29 N3 O3'
_chemical_formula_sum            'C26 H29 N3 O3'
_chemical_formula_weight         431.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N2O2
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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   24.63533(17)
_cell_length_b                   24.63533(17)
_cell_length_c                   20.65170(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     10854.33(18)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    24547
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.6770
_cell_measurement_theta_min      4.6440
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.869
_exptl_absorpt_coefficient_mu    0.628
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81456
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             4140
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            36158
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.777
_diffrn_reflns_theta_min         3.588
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2169
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00 -17.00   1.00    2.00    --  -41.51 -38.00-180.00   99
  2  ω    -82.00  39.00   1.00    2.00    --  -41.51  19.00  90.00  121
  3  ω      6.00  81.00   1.00    2.00    --   41.51 -99.00 120.00   75
  4  ω     58.00 129.00   1.00    2.00    --   41.51-178.00 150.00   71
  5  ω     61.00 130.00   1.00    2.00    --   41.51 178.00 -90.00   69
  6  ω     35.00 113.00   1.00    4.00    --  105.74-125.00   0.00   78
  7  ω     23.00 107.00   1.00    4.00    --  105.74 -94.00 -90.00   84
  8  ω    103.00 178.00   1.00    4.00    --  105.74  77.00  60.00   75
  9  ω    103.00 178.00   1.00    4.00    --  105.74  77.00  30.00   75
 10  ω     77.00 178.00   1.00    4.00    --  105.74  61.00 -90.00  101
 11  ω     97.00 177.00   1.00    4.00    --  105.74 125.00 -30.00   80
 12  ω     23.00 107.00   1.00    4.00    --  105.74 -94.00 120.00   84
 13  ω     53.00 178.00   1.00    4.00    --  105.74  15.00 150.00  125
 14  ω   -114.00 -13.00   1.00    2.00    --  -41.51 -57.00 -90.00  101
 15  ω   -114.00 -13.00   1.00    2.00    --  -41.51 -57.00   0.00  101
 16  ω   -114.00 -13.00   1.00    2.00    --  -41.51 -57.00  90.00  101
 17  ω     77.00 144.00   1.00    4.00    --  105.74  61.00-150.00   67
 18  ω     77.00 178.00   1.00    4.00    --  105.74  30.00   0.00  101
 19  ω    103.00 178.00   1.00    4.00    --  105.74  77.00-180.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0147237000
_diffrn_orient_matrix_UB_12      -0.0421697000
_diffrn_orient_matrix_UB_13      -0.0600827000
_diffrn_orient_matrix_UB_21      0.0139380000
_diffrn_orient_matrix_UB_22      -0.0448950000
_diffrn_orient_matrix_UB_23      0.0391049000
_diffrn_orient_matrix_UB_31      -0.0693028000
_diffrn_orient_matrix_UB_32      -0.0376964000
_diffrn_orient_matrix_UB_33      0.0206300000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4487
_reflns_number_total             4802
_reflns_odcompleteness_completeness 99.98
_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 1.171.43.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.028
_refine_ls_extinction_coef       0.00097(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         4802
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0394
_refine_ls_restrained_S_all      1.026
_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)+(0.0556P)²+5.8661P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1102
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C10(H10), C9(H9)
1.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C18(H18), C7(H7), C13(H13), C14(H14), C15(H15), C3(H3A), C16(H16),
 C17(H17), C6(H6), C2(H2), C1(H1)
1.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C24(H24A,H24B,H24C), C20(H20A,H20B,H20C), C25(H25A,H25B,
 H25C), C21(H21A,H21B,H21C)
;
_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
O2 O 0.77728(4) 0.59114(4) 0.63748(4) 0.0538(2) Uani 1 1 d . . . . .
O3 O 0.70548(4) 0.52667(4) 0.71165(5) 0.0555(2) Uani 1 1 d . . . . .
O1 O 0.75630(5) 0.70613(5) 0.45306(5) 0.0679(3) Uani 1 1 d . . . . .
N3 N 0.70162(4) 0.60896(4) 0.67787(5) 0.0433(2) Uani 1 1 d . . . . .
H3 H 0.6720 0.5967 0.7060 0.052 Uiso 1 1 calc R U . . .
N1 N 0.73153(5) 0.61024(4) 0.49397(5) 0.0465(2) Uani 1 1 d . . . . .
N2 N 0.83413(5) 0.68344(5) 0.46482(5) 0.0576(3) Uani 1 1 d . . . . .
C22 C 0.73245(5) 0.57704(5) 0.67196(5) 0.0422(2) Uani 1 1 d . . . . .
C10 C 0.71681(5) 0.66345(5) 0.63829(5) 0.0414(2) Uani 1 1 d . . . . .
H10 H 0.7614 0.6840 0.6270 0.050 Uiso 1 1 calc R U . . .
C11 C 0.70558(6) 0.70886(5) 0.67775(6) 0.0471(3) Uani 1 1 d . . . . .
C19 C 0.77473(6) 0.67048(6) 0.46944(5) 0.0482(3) Uani 1 1 d . . . . .
C9 C 0.67799(6) 0.64609(6) 0.57466(6) 0.0466(3) Uani 1 1 d . . . . .
H9 H 0.6958 0.6839 0.5477 0.056 Uiso 1 1 calc R U . . .
C8 C 0.68206(6) 0.59653(6) 0.53666(6) 0.0465(3) Uani 1 1 d . . . . .
C23 C 0.72661(6) 0.48102(5) 0.71263(6) 0.0489(3) Uani 1 1 d . . . . .
C12 C 0.64596(7) 0.70310(6) 0.67683(6) 0.0553(3) Uani 1 1 d . . . . .
C18 C 0.75196(7) 0.75314(6) 0.71723(6) 0.0592(3) Uani 1 1 d . . . . .
H18 H 0.7910 0.7559 0.7190 0.071 Uiso 1 1 calc R U . . .
C4 C 0.72212(6) 0.55403(6) 0.46743(6) 0.0539(3) Uani 1 1 d . . . . .
C7 C 0.64426(6) 0.53351(6) 0.53932(7) 0.0569(3) Uani 1 1 d . . . . .
H7 H 0.6089 0.5122 0.5652 0.068 Uiso 1 1 calc R U . . .
C5 C 0.66787(7) 0.50539(6) 0.49568(7) 0.0596(3) Uani 1 1 d . . . . .
C13 C 0.59739(7) 0.65565(7) 0.63603(7) 0.0642(4) Uani 1 1 d . . . . .
H13 H 0.5558 0.6445 0.6431 0.077 Uiso 1 1 calc R U . . .
C14 C 0.61102(6) 0.62800(7) 0.58894(7) 0.0607(3) Uani 1 1 d . . . . .
H14 H 0.5788 0.5970 0.5643 0.073 Uiso 1 1 calc R U . . .
C15 C 0.63530(9) 0.74343(8) 0.71537(8) 0.0728(5) Uani 1 1 d . . . . .
H15 H 0.5959 0.7398 0.7157 0.087 Uiso 1 1 calc R U . . .
C26 C 0.79242(6) 0.51039(7) 0.73912(8) 0.0646(4) Uani 1 1 d . . . . .
H26A H 0.8208 0.5427 0.7102 0.097 Uiso 1 1 calc R U . . .
H26B H 0.8043 0.4789 0.7432 0.097 Uiso 1 1 calc R U . . .
H26C H 0.7940 0.5283 0.7809 0.097 Uiso 1 1 calc R U . . .
C24 C 0.68105(7) 0.43295(7) 0.76040(9) 0.0684(4) Uani 1 1 d . . . . .
H24A H 0.6833 0.4531 0.8009 0.103 Uiso 1 1 calc R U . . .
H24B H 0.6919 0.4009 0.7671 0.103 Uiso 1 1 calc R U . . .
H24C H 0.6392 0.4144 0.7435 0.103 Uiso 1 1 calc R U . . .
C3 C 0.75502(9) 0.54343(8) 0.41917(8) 0.0724(4) Uani 1 1 d . . . . .
H3A H 0.7904 0.5763 0.4002 0.087 Uiso 1 1 calc R U . . .
C20 C 0.86164(7) 0.65359(8) 0.50317(8) 0.0687(4) Uani 1 1 d . . . . .
H20A H 0.8970 0.6850 0.5268 0.103 Uiso 1 1 calc R U . . .
H20B H 0.8750 0.6315 0.4750 0.103 Uiso 1 1 calc R U . . .
H20C H 0.8310 0.6246 0.5330 0.103 Uiso 1 1 calc R U . . .
C25 C 0.72055(10) 0.45291(8) 0.64625(8) 0.0795(5) Uani 1 1 d . . . . .
H25A H 0.6788 0.4378 0.6302 0.119 Uiso 1 1 calc R U . . .
H25B H 0.7288 0.4188 0.6490 0.119 Uiso 1 1 calc R U . . .
H25C H 0.7502 0.4843 0.6174 0.119 Uiso 1 1 calc R U . . .
C16 C 0.68239(11) 0.78831(9) 0.75284(8) 0.0842(5) Uani 1 1 d . . . . .
H16 H 0.6749 0.8155 0.7775 0.101 Uiso 1 1 calc R U . . .
C17 C 0.74050(10) 0.79341(8) 0.75423(8) 0.0780(5) Uani 1 1 d . . . . .
H17 H 0.7721 0.8238 0.7799 0.094 Uiso 1 1 calc R U . . .
C6 C 0.64696(9) 0.44368(7) 0.47582(10) 0.0839(5) Uani 1 1 d . . . . .
H6 H 0.6114 0.4104 0.4942 0.101 Uiso 1 1 calc R U . . .
C21 C 0.87799(9) 0.73881(8) 0.42813(9) 0.0855(5) Uani 1 1 d . . . . .
H21A H 0.8556 0.7563 0.4069 0.128 Uiso 1 1 calc R U . . .
H21B H 0.8988 0.7272 0.3963 0.128 Uiso 1 1 calc R U . . .
H21C H 0.9085 0.7693 0.4570 0.128 Uiso 1 1 calc R U . . .
C2 C 0.73307(11) 0.48214(10) 0.40058(11) 0.0952(6) Uani 1 1 d . . . . .
H2 H 0.7543 0.4735 0.3686 0.114 Uiso 1 1 calc R U . . .
C1 C 0.68013(12) 0.43339(9) 0.42859(12) 0.1003(7) Uani 1 1 d . . . . .
H1 H 0.6666 0.3926 0.4151 0.120 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
O2 C22 1.2098(13) . ?
O3 C22 1.3524(13) . ?
O3 C23 1.4565(13) . ?
O1 C19 1.2208(15) . ?
N3 H3 0.8600 . ?
N3 C22 1.3443(14) . ?
N3 C10 1.4519(13) . ?
N1 C19 1.4187(15) . ?
N1 C8 1.4019(15) . ?
N1 C4 1.3965(15) . ?
N2 C19 1.3361(17) . ?
N2 C20 1.4579(19) . ?
N2 C21 1.4590(18) . ?
C10 H10 0.9800 . ?
C10 C11 1.5173(15) . ?
C10 C9 1.5542(16) . ?
C11 C12 1.4032(18) . ?
C11 C18 1.383(2) . ?
C9 H9 0.9800 . ?
C9 C8 1.4964(16) . ?
C9 C14 1.5073(17) . ?
C8 C7 1.3545(18) . ?
C23 C26 1.5095(18) . ?
C23 C24 1.5186(17) . ?
C23 C25 1.509(2) . ?
C12 C13 1.452(2) . ?
C12 C15 1.3966(19) . ?
C18 H18 0.9300 . ?
C18 C17 1.388(2) . ?
C4 C5 1.400(2) . ?
C4 C3 1.389(2) . ?
C7 H7 0.9300 . ?
C7 C5 1.426(2) . ?
C5 C6 1.400(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.323(2) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.373(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C3 H3A 0.9300 . ?
C3 C2 1.380(2) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C16 H16 0.9300 . ?
C16 C17 1.373(3) . ?
C17 H17 0.9300 . ?
C6 H6 0.9300 . ?
C6 C1 1.375(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C2 H2 0.9300 . ?
C2 C1 1.383(3) . ?
C1 H1 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 O3 C23 121.04(9) . . ?
C22 N3 H3 119.0 . . ?
C22 N3 C10 121.99(9) . . ?
C10 N3 H3 119.0 . . ?
C8 N1 C19 125.71(10) . . ?
C4 N1 C19 124.26(10) . . ?
C4 N1 C8 108.34(10) . . ?
C19 N2 C20 124.79(11) . . ?
C19 N2 C21 118.11(13) . . ?
C20 N2 C21 116.10(13) . . ?
O2 C22 O3 125.41(10) . . ?
O2 C22 N3 125.96(10) . . ?
N3 C22 O3 108.63(9) . . ?
N3 C10 H10 108.5 . . ?
N3 C10 C11 108.76(8) . . ?
N3 C10 C9 112.52(9) . . ?
C11 C10 H10 108.5 . . ?
C11 C10 C9 110.05(9) . . ?
C9 C10 H10 108.5 . . ?
C12 C11 C10 119.06(11) . . ?
C18 C11 C10 120.98(11) . . ?
C18 C11 C12 119.85(12) . . ?
O1 C19 N1 119.82(12) . . ?
O1 C19 N2 124.41(12) . . ?
N2 C19 N1 115.75(10) . . ?
C10 C9 H9 107.3 . . ?
C8 C9 C10 112.63(9) . . ?
C8 C9 H9 107.3 . . ?
C8 C9 C14 111.80(11) . . ?
C14 C9 C10 110.36(10) . . ?
C14 C9 H9 107.3 . . ?
N1 C8 C9 122.56(10) . . ?
C7 C8 N1 108.56(11) . . ?
C7 C8 C9 128.74(12) . . ?
O3 C23 C26 110.34(11) . . ?
O3 C23 C24 101.60(10) . . ?
O3 C23 C25 110.50(11) . . ?
C26 C23 C24 109.65(11) . . ?
C25 C23 C26 112.66(13) . . ?
C25 C23 C24 111.55(12) . . ?
C11 C12 C13 119.25(11) . . ?
C15 C12 C11 118.68(15) . . ?
C15 C12 C13 122.07(14) . . ?
C11 C18 H18 119.8 . . ?
C11 C18 C17 120.33(15) . . ?
C17 C18 H18 119.8 . . ?
N1 C4 C5 107.41(12) . . ?
C3 C4 N1 130.14(14) . . ?
C3 C4 C5 122.34(13) . . ?
C8 C7 H7 125.7 . . ?
C8 C7 C5 108.52(12) . . ?
C5 C7 H7 125.7 . . ?
C4 C5 C7 107.11(11) . . ?
C4 C5 C6 118.85(15) . . ?
C6 C5 C7 133.98(16) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.45(13) . . ?
C14 C13 H13 119.3 . . ?
C9 C14 H14 119.6 . . ?
C13 C14 C9 120.90(14) . . ?
C13 C14 H14 119.6 . . ?
C12 C15 H15 119.7 . . ?
C16 C15 C12 120.70(16) . . ?
C16 C15 H15 119.7 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C4 C3 H3A 121.3 . . ?
C2 C3 C4 117.33(18) . . ?
C2 C3 H3A 121.3 . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.53(14) . . ?
C17 C16 H16 119.7 . . ?
C18 C17 H17 120.1 . . ?
C16 C17 C18 119.87(17) . . ?
C16 C17 H17 120.1 . . ?
C5 C6 H6 120.7 . . ?
C1 C6 C5 118.55(18) . . ?
C1 C6 H6 120.7 . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C3 C2 H2 119.4 . . ?
C3 C2 C1 121.16(18) . . ?
C1 C2 H2 119.4 . . ?
C6 C1 C2 121.74(16) . . ?
C6 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1 0.86 2.05 2.8965(13) 168.0 6_565

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
N3 C10 C11 C12 -88.95(12) . . . . ?
N3 C10 C11 C18 87.25(13) . . . . ?
N3 C10 C9 C8 -52.83(12) . . . . ?
N3 C10 C9 C14 72.88(12) . . . . ?
N1 C8 C7 C5 -2.33(14) . . . . ?
N1 C4 C5 C7 0.69(14) . . . . ?
N1 C4 C5 C6 178.26(13) . . . . ?
N1 C4 C3 C2 -177.17(15) . . . . ?
C22 O3 C23 C26 66.79(15) . . . . ?
C22 O3 C23 C24 -176.97(11) . . . . ?
C22 O3 C23 C25 -58.47(16) . . . . ?
C22 N3 C10 C11 -147.12(11) . . . . ?
C22 N3 C10 C9 90.68(13) . . . . ?
C10 N3 C22 O2 4.77(19) . . . . ?
C10 N3 C22 O3 -175.95(10) . . . . ?
C10 C11 C12 C13 -2.65(16) . . . . ?
C10 C11 C12 C15 177.39(10) . . . . ?
C10 C11 C18 C17 -178.47(12) . . . . ?
C10 C9 C8 N1 -83.88(13) . . . . ?
C10 C9 C8 C7 91.27(15) . . . . ?
C10 C9 C14 C13 34.63(17) . . . . ?
C11 C10 C9 C8 -174.31(9) . . . . ?
C11 C10 C9 C14 -48.59(12) . . . . ?
C11 C12 C13 C14 -16.12(19) . . . . ?
C11 C12 C15 C16 0.7(2) . . . . ?
C11 C18 C17 C16 1.6(2) . . . . ?
C19 N1 C8 C9 -15.58(17) . . . . ?
C19 N1 C8 C7 168.40(11) . . . . ?
C19 N1 C4 C5 -167.98(11) . . . . ?
C19 N1 C4 C3 8.2(2) . . . . ?
C9 C10 C11 C12 34.73(13) . . . . ?
C9 C10 C11 C18 -149.07(11) . . . . ?
C9 C8 C7 C5 -178.03(11) . . . . ?
C8 N1 C19 O1 -40.72(17) . . . . ?
C8 N1 C19 N2 140.61(12) . . . . ?
C8 N1 C4 C5 -2.11(13) . . . . ?
C8 N1 C4 C3 174.05(14) . . . . ?
C8 C9 C14 C13 160.82(12) . . . . ?
C8 C7 C5 C4 1.02(15) . . . . ?
C8 C7 C5 C6 -176.02(16) . . . . ?
C23 O3 C22 O2 -4.53(19) . . . . ?
C23 O3 C22 N3 176.19(11) . . . . ?
C12 C11 C18 C17 -2.30(19) . . . . ?
C12 C13 C14 C9 -1.7(2) . . . . ?
C12 C15 C16 C17 -1.5(2) . . . . ?
C18 C11 C12 C13 -178.90(11) . . . . ?
C18 C11 C12 C15 1.15(17) . . . . ?
C4 N1 C19 O1 122.71(13) . . . . ?
C4 N1 C19 N2 -55.96(16) . . . . ?
C4 N1 C8 C9 178.80(10) . . . . ?
C4 N1 C8 C7 2.78(13) . . . . ?
C4 C5 C6 C1 -0.9(2) . . . . ?
C4 C3 C2 C1 0.5(3) . . . . ?
C7 C5 C6 C1 175.85(17) . . . . ?
C5 C4 C3 C2 -1.5(2) . . . . ?
C5 C6 C1 C2 0.0(3) . . . . ?
C13 C12 C15 C16 -179.21(14) . . . . ?
C14 C9 C8 N1 151.18(11) . . . . ?
C14 C9 C8 C7 -33.66(17) . . . . ?
C15 C12 C13 C14 163.83(13) . . . . ?
C15 C16 C17 C18 0.4(2) . . . . ?
C3 C4 C5 C7 -175.83(13) . . . . ?
C3 C4 C5 C6 1.7(2) . . . . ?
C3 C2 C1 C6 0.2(3) . . . . ?
C20 N2 C19 O1 157.22(14) . . . . ?
C20 N2 C19 N1 -24.18(18) . . . . ?
C21 N2 C19 O1 -10.8(2) . . . . ?
C21 N2 C19 N1 167.77(12) . . . . ?

_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 1.264
_oxdiff_exptl_absorpt_empirical_full_min 0.820
####################################################################### 
# 
# 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_cjz-24-1-3_auto
_database_code_depnum_ccdc_archive 'CCDC 2351205'
loop_
_audit_author_name
_audit_author_address
'Shiming Zhou'
;University of Science and Technology of China
China
;
_audit_update_record             
;
2024-04-26 deposited with the CCDC.	2024-06-04 downloaded from the CCDC.
;
_audit_creation_date             2024-01-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H31 N3 O3'
_chemical_formula_sum            'C26 H31 N3 O3'
_chemical_formula_weight         433.54
_chemical_melting_point          ?
_chemical_oxdiff_formula         c20h20o2n2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.1717(2)
_cell_length_b                   10.4991(4)
_cell_length_c                   17.0401(6)
_cell_angle_alpha                101.248(3)
_cell_angle_beta                 90.923(3)
_cell_angle_gamma                107.566(3)
_cell_volume                     1195.87(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4531
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.8260
_cell_measurement_theta_min      4.7210
_shelx_estimated_absorpt_T_max   0.911
_shelx_estimated_absorpt_T_min   0.873
_exptl_absorpt_coefficient_mu    0.634
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87595
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            7935
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.806
_diffrn_reflns_theta_min         4.518
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2169
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -108.00 -17.00   1.00    2.00    --  -41.51 -38.00 120.00   91
  2  ω    -66.00  33.00   1.00    2.00    --  -41.51  38.00 -60.00   99
  3  ω    100.00 128.00   1.00    2.00    --   41.51 178.00 150.00   28
  4  ω    -26.00  70.00   1.00    2.00    --   41.51 -57.00   0.00   96
  5  ω    100.00 126.00   1.00    2.00    --   41.51 178.00   0.00   26
  6  ω     35.00 132.00   1.00    8.00    --  105.74 -45.00 -90.00   97
  7  ω     63.00  88.00   1.00    8.00    --  105.74 -61.00 -60.00   25
  8  ω     52.00  95.00   1.00    8.00    --  105.74 -94.00  90.00   43
  9  ω    105.00 132.00   1.00    8.00    --  105.74  77.00-150.00   27
 10  ω     30.00  93.00   1.00    8.00    --  105.74 -94.00 150.00   63
 11  ω     45.00 129.00   1.00    8.00    --  105.74 -45.00 120.00   84
 12  ω     49.00 105.00   1.00    8.00    --  105.74 -94.00  30.00   56
 13  ω     30.00 102.00   1.00    8.00    --  105.74 -30.00   0.00   72
 14  ω     75.00 113.00   1.00    8.00    --  105.74-125.00 -90.00   38
 15  ω    114.00 167.00   1.00    8.00    --  105.74  77.00  60.00   53
 16  ω     34.00 106.00   1.00    8.00    --  105.74-100.00 -66.00   72
 17  ω     67.00 177.00   1.00    8.00    --  105.74  15.00-180.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0649955000
_diffrn_orient_matrix_UB_12      -0.0088805000
_diffrn_orient_matrix_UB_13      0.0848453000
_diffrn_orient_matrix_UB_21      -0.0982925000
_diffrn_orient_matrix_UB_22      -0.1559899000
_diffrn_orient_matrix_UB_23      -0.0206688000
_diffrn_orient_matrix_UB_31      0.1929013000
_diffrn_orient_matrix_UB_32      -0.0191352000
_diffrn_orient_matrix_UB_33      -0.0304304000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3944
_reflns_number_total             4602
_reflns_odcompleteness_completeness 99.72
_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 1.171.43.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.0039(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4602
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0399
_refine_ls_restrained_S_all      1.043
_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)+(0.0610P)²+0.1406P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1102
_refine_ls_wR_factor_ref         0.1162
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C10(H10), C1(H1A)
1.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C17(H17A,H17B)
1.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C12(H12), C14(H14), C13(H13), C6(H6), C3(H3), C5(H5), C4(H4)
1.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C25(H25A,H25B,H25C), C22(H22A,H22B,H22C), C21(H21A,H21B,
 H21C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.53779(17) 0.12977(9) 0.32904(6) 0.0531(3) Uani 1 1 d . . . . .
O3 O 0.57915(16) 0.61468(10) 0.12542(7) 0.0556(3) Uani 1 1 d . . . . .
O1 O 0.76029(16) 0.25176(11) 0.25609(8) 0.0610(3) Uani 1 1 d . . . . .
N2 N 0.65875(15) 0.41730(10) 0.11637(6) 0.0388(2) Uani 1 1 d . . . . .
N1 N 0.56797(18) 0.34628(11) 0.33660(7) 0.0433(3) Uani 1 1 d . . . . .
N3 N 0.89888(18) 0.62373(12) 0.11926(8) 0.0515(3) Uani 1 1 d . . . . .
C18 C 0.46695(18) 0.33466(12) 0.12709(7) 0.0366(3) Uani 1 1 d . . . . .
C10 C 0.42026(18) 0.47443(12) 0.26142(7) 0.0374(3) Uani 1 1 d . . . . .
H10 H 0.4564 0.5573 0.2393 0.045 Uiso 1 1 calc R U . . .
C24 C 0.70401(19) 0.55639(13) 0.12059(8) 0.0402(3) Uani 1 1 d . . . . .
C19 C 0.63398(19) 0.24298(13) 0.30232(8) 0.0403(3) Uani 1 1 d . . . . .
C1 C 0.60702(18) 0.47214(12) 0.30683(7) 0.0369(3) Uani 1 1 d . . . . .
H1A H 0.7107 0.4763 0.2698 0.044 Uiso 1 1 calc R U . . .
C2 C 0.6760(2) 0.59423(13) 0.37629(8) 0.0421(3) Uani 1 1 d . . . . .
C7 C 0.5333(2) 0.63351(14) 0.42166(8) 0.0442(3) Uani 1 1 d . . . . .
C15 C 0.4117(2) 0.21668(13) 0.06641(8) 0.0441(3) Uani 1 1 d . . . . .
C11 C 0.35141(18) 0.35383(12) 0.19079(8) 0.0382(3) Uani 1 1 d . . . . .
C8 C 0.3271(2) 0.56291(15) 0.39531(9) 0.0493(3) Uani 1 1 d . . . . .
H8 H 0.2325 0.5698 0.4312 0.059 Uiso 1 1 calc R U . . .
C9 C 0.2708(2) 0.48889(14) 0.32134(9) 0.0458(3) Uani 1 1 d . . . . .
H9 H 0.1380 0.4455 0.3063 0.055 Uiso 1 1 calc R U . . .
C12 C 0.1734(2) 0.25006(14) 0.18791(10) 0.0494(3) Uani 1 1 d . . . . .
H12 H 0.0909 0.2586 0.2288 0.059 Uiso 1 1 calc R U . . .
C20 C 0.5661(2) -0.00238(14) 0.29686(9) 0.0508(3) Uani 1 1 d . . . . .
C14 C 0.2350(2) 0.11680(14) 0.06553(10) 0.0532(4) Uani 1 1 d . . . . .
H14 H 0.1974 0.0388 0.0248 0.064 Uiso 1 1 calc R U . . .
C16 C 0.5703(2) 0.22215(15) 0.00938(9) 0.0535(4) Uani 1 1 d . . . . .
H16A H 0.5370 0.2486 -0.0391 0.064 Uiso 1 1 calc R U . . .
H16B H 0.5946 0.1348 -0.0049 0.064 Uiso 1 1 calc R U . . .
C17 C 0.7469(2) 0.33147(15) 0.05837(9) 0.0505(3) Uani 1 1 d . . . . .
H17A H 0.8252 0.2905 0.0861 0.061 Uiso 1 1 calc R U . . .
H17B H 0.8290 0.3851 0.0242 0.061 Uiso 1 1 calc R U . . .
C13 C 0.1151(2) 0.13504(15) 0.12641(11) 0.0569(4) Uani 1 1 d . . . . .
H13 H -0.0059 0.0695 0.1262 0.068 Uiso 1 1 calc R U . . .
C6 C 0.5944(3) 0.74178(16) 0.48820(9) 0.0567(4) Uani 1 1 d . . . . .
H6 H 0.5012 0.7685 0.5188 0.068 Uiso 1 1 calc R U . . .
C3 C 0.8722(2) 0.66408(17) 0.39727(10) 0.0587(4) Uani 1 1 d . . . . .
H3 H 0.9665 0.6390 0.3667 0.070 Uiso 1 1 calc R U . . .
C26 C 1.0527(2) 0.58307(19) 0.15385(11) 0.0628(4) Uani 1 1 d . . . . .
H26A H 1.1147 0.6494 0.2014 0.094 Uiso 1 1 calc R U . . .
H26B H 1.1484 0.5774 0.1157 0.094 Uiso 1 1 calc R U . . .
H26C H 0.9968 0.4955 0.1673 0.094 Uiso 1 1 calc R U . . .
C5 C 0.7903(3) 0.80937(19) 0.50912(11) 0.0701(5) Uani 1 1 d . . . . .
H5 H 0.8288 0.8807 0.5539 0.084 Uiso 1 1 calc R U . . .
C25 C 0.9515(3) 0.76746(16) 0.11533(13) 0.0689(5) Uani 1 1 d . . . . .
H25A H 0.8547 0.7808 0.0810 0.103 Uiso 1 1 calc R U . . .
H25B H 1.0774 0.7947 0.0942 0.103 Uiso 1 1 calc R U . . .
H25C H 0.9570 0.8216 0.1682 0.103 Uiso 1 1 calc R U . . .
C4 C 0.9301(3) 0.7716(2) 0.46373(12) 0.0756(5) Uani 1 1 d . . . . .
H4 H 1.0627 0.8180 0.4776 0.091 Uiso 1 1 calc R U . . .
C22 C 0.5259(3) -0.03983(19) 0.20651(11) 0.0729(5) Uani 1 1 d . . . . .
H22A H 0.4024 -0.0290 0.1922 0.109 Uiso 1 1 calc R U . . .
H22B H 0.5212 -0.1331 0.1875 0.109 Uiso 1 1 calc R U . . .
H22C H 0.6285 0.0189 0.1826 0.109 Uiso 1 1 calc R U . . .
C21 C 0.4100(4) -0.09792(18) 0.33556(14) 0.0803(6) Uani 1 1 d . . . . .
H21A H 0.4348 -0.0714 0.3929 0.120 Uiso 1 1 calc R U . . .
H21B H 0.4131 -0.1898 0.3179 0.120 Uiso 1 1 calc R U . . .
H21C H 0.2833 -0.0930 0.3204 0.120 Uiso 1 1 calc R U . . .
C23 C 0.7698(3) -0.0002(2) 0.32249(14) 0.0810(6) Uani 1 1 d . . . . .
H23A H 0.8650 0.0639 0.2987 0.122 Uiso 1 1 calc R U . . .
H23B H 0.7825 -0.0897 0.3052 0.122 Uiso 1 1 calc R U . . .
H23C H 0.7915 0.0266 0.3799 0.122 Uiso 1 1 calc R U . . .
H1 H 0.472(3) 0.3273(18) 0.3654(11) 0.058(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
O2 C19 1.3499(16) . ?
O2 C20 1.4640(15) . ?
O3 C24 1.2233(16) . ?
O1 C19 1.2043(17) . ?
N2 C18 1.4241(16) . ?
N2 C24 1.3839(16) . ?
N2 C17 1.4851(16) . ?
N1 C19 1.3466(16) . ?
N1 C1 1.4576(15) . ?
N1 H1 0.851(19) . ?
N3 C24 1.3655(18) . ?
N3 C26 1.452(2) . ?
N3 C25 1.4562(19) . ?
C18 C15 1.3970(18) . ?
C18 C11 1.3963(18) . ?
C10 H10 0.9800 . ?
C10 C1 1.5449(17) . ?
C10 C11 1.5180(17) . ?
C10 C9 1.5125(17) . ?
C1 H1A 0.9800 . ?
C1 C2 1.5149(17) . ?
C2 C7 1.4039(18) . ?
C2 C3 1.380(2) . ?
C7 C8 1.458(2) . ?
C7 C6 1.397(2) . ?
C15 C14 1.377(2) . ?
C15 C16 1.503(2) . ?
C11 C12 1.3991(19) . ?
C8 H8 0.9300 . ?
C8 C9 1.330(2) . ?
C9 H9 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.385(2) . ?
C20 C22 1.513(2) . ?
C20 C21 1.516(2) . ?
C20 C23 1.511(2) . ?
C14 H14 0.9300 . ?
C14 C13 1.379(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.528(2) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C13 H13 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.374(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.390(2) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C5 H5 0.9300 . ?
C5 C4 1.380(3) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C4 H4 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 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
C19 O2 C20 121.48(11) . . ?
C18 N2 C17 107.50(10) . . ?
C24 N2 C18 122.14(10) . . ?
C24 N2 C17 121.50(11) . . ?
C19 N1 C1 122.40(11) . . ?
C19 N1 H1 117.2(12) . . ?
C1 N1 H1 117.2(12) . . ?
C24 N3 C26 122.84(12) . . ?
C24 N3 C25 116.79(12) . . ?
C26 N3 C25 115.28(14) . . ?
C15 C18 N2 109.38(11) . . ?
C11 C18 N2 128.33(11) . . ?
C11 C18 C15 121.99(12) . . ?
C1 C10 H10 107.0 . . ?
C11 C10 H10 107.0 . . ?
C11 C10 C1 110.89(9) . . ?
C9 C10 H10 107.0 . . ?
C9 C10 C1 108.60(10) . . ?
C9 C10 C11 115.92(11) . . ?
O3 C24 N2 122.60(12) . . ?
O3 C24 N3 122.54(12) . . ?
N3 C24 N2 114.86(11) . . ?
O1 C19 O2 125.98(11) . . ?
O1 C19 N1 125.02(12) . . ?
N1 C19 O2 108.99(11) . . ?
N1 C1 C10 110.15(10) . . ?
N1 C1 H1A 108.9 . . ?
N1 C1 C2 109.77(10) . . ?
C10 C1 H1A 108.9 . . ?
C2 C1 C10 110.33(9) . . ?
C2 C1 H1A 108.9 . . ?
C7 C2 C1 117.95(12) . . ?
C3 C2 C1 122.30(12) . . ?
C3 C2 C7 119.73(13) . . ?
C2 C7 C8 118.43(12) . . ?
C6 C7 C2 118.78(14) . . ?
C6 C7 C8 122.74(13) . . ?
C18 C15 C16 109.62(12) . . ?
C14 C15 C18 120.65(13) . . ?
C14 C15 C16 129.73(13) . . ?
C18 C11 C10 122.24(11) . . ?
C18 C11 C12 115.62(12) . . ?
C12 C11 C10 122.01(12) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 C7 121.71(12) . . ?
C9 C8 H8 119.1 . . ?
C10 C9 H9 119.6 . . ?
C8 C9 C10 120.74(13) . . ?
C8 C9 H9 119.6 . . ?
C11 C12 H12 118.7 . . ?
C13 C12 C11 122.51(13) . . ?
C13 C12 H12 118.7 . . ?
O2 C20 C22 110.58(12) . . ?
O2 C20 C21 101.84(12) . . ?
O2 C20 C23 110.31(14) . . ?
C22 C20 C21 110.24(16) . . ?
C23 C20 C22 111.80(15) . . ?
C23 C20 C21 111.66(16) . . ?
C15 C14 H14 120.7 . . ?
C15 C14 C13 118.55(13) . . ?
C13 C14 H14 120.7 . . ?
C15 C16 H16A 111.3 . . ?
C15 C16 H16B 111.3 . . ?
C15 C16 C17 102.38(11) . . ?
H16A C16 H16B 109.2 . . ?
C17 C16 H16A 111.3 . . ?
C17 C16 H16B 111.3 . . ?
N2 C17 C16 104.11(11) . . ?
N2 C17 H17A 110.9 . . ?
N2 C17 H17B 110.9 . . ?
C16 C17 H17A 110.9 . . ?
C16 C17 H17B 110.9 . . ?
H17A C17 H17B 109.0 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.60(13) . . ?
C14 C13 H13 119.7 . . ?
C7 C6 H6 119.5 . . ?
C5 C6 C7 120.94(14) . . ?
C5 C6 H6 119.5 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.64(15) . . ?
C4 C3 H3 119.7 . . ?
N3 C26 H26A 109.5 . . ?
N3 C26 H26B 109.5 . . ?
N3 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C6 C5 H5 120.0 . . ?
C6 C5 C4 120.10(15) . . ?
C4 C5 H5 120.0 . . ?
N3 C25 H25A 109.5 . . ?
N3 C25 H25B 109.5 . . ?
N3 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.81(18) . . ?
C5 C4 H4 120.1 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
N2 C18 C15 C14 177.04(12) . . . . ?
N2 C18 C15 C16 -2.61(14) . . . . ?
N2 C18 C11 C10 0.45(19) . . . . ?
N2 C18 C11 C12 -175.57(12) . . . . ?
N1 C1 C2 C7 -81.37(14) . . . . ?
N1 C1 C2 C3 96.65(15) . . . . ?
C18 N2 C24 O3 -7.78(19) . . . . ?
C18 N2 C24 N3 171.99(11) . . . . ?
C18 N2 C17 C16 25.11(14) . . . . ?
C18 C15 C14 C13 -0.8(2) . . . . ?
C18 C15 C16 C17 17.76(15) . . . . ?
C18 C11 C12 C13 0.5(2) . . . . ?
C10 C1 C2 C7 40.21(15) . . . . ?
C10 C1 C2 C3 -141.77(14) . . . . ?
C10 C11 C12 C13 -175.57(13) . . . . ?
C24 N2 C18 C15 133.19(12) . . . . ?
C24 N2 C18 C11 -53.17(18) . . . . ?
C24 N2 C17 C16 -122.82(13) . . . . ?
C19 O2 C20 C22 -55.16(19) . . . . ?
C19 O2 C20 C21 -172.30(15) . . . . ?
C19 O2 C20 C23 69.03(19) . . . . ?
C19 N1 C1 C10 105.25(14) . . . . ?
C19 N1 C1 C2 -133.07(13) . . . . ?
C1 N1 C19 O2 -165.19(12) . . . . ?
C1 N1 C19 O1 15.6(2) . . . . ?
C1 C10 C11 C18 -61.60(14) . . . . ?
C1 C10 C11 C12 114.17(13) . . . . ?
C1 C10 C9 C8 34.58(16) . . . . ?
C1 C2 C7 C8 -5.40(17) . . . . ?
C1 C2 C7 C6 177.03(11) . . . . ?
C1 C2 C3 C4 -176.92(15) . . . . ?
C2 C7 C8 C9 -16.9(2) . . . . ?
C2 C7 C6 C5 0.2(2) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C7 C2 C3 C4 1.1(2) . . . . ?
C7 C8 C9 C10 0.4(2) . . . . ?
C7 C6 C5 C4 0.7(3) . . . . ?
C15 C18 C11 C10 173.37(11) . . . . ?
C15 C18 C11 C12 -2.65(18) . . . . ?
C15 C14 C13 C12 -1.3(2) . . . . ?
C15 C16 C17 N2 -25.33(14) . . . . ?
C11 C18 C15 C14 2.92(19) . . . . ?
C11 C18 C15 C16 -176.72(12) . . . . ?
C11 C10 C1 N1 -59.58(13) . . . . ?
C11 C10 C1 C2 179.07(10) . . . . ?
C11 C10 C9 C8 160.16(12) . . . . ?
C11 C12 C13 C14 1.5(2) . . . . ?
C8 C7 C6 C5 -177.28(15) . . . . ?
C9 C10 C1 N1 68.89(12) . . . . ?
C9 C10 C1 C2 -52.46(13) . . . . ?
C9 C10 C11 C18 174.00(11) . . . . ?
C9 C10 C11 C12 -10.23(17) . . . . ?
C20 O2 C19 O1 -6.3(2) . . . . ?
C20 O2 C19 N1 174.57(12) . . . . ?
C14 C15 C16 C17 -161.85(14) . . . . ?
C16 C15 C14 C13 178.73(15) . . . . ?
C17 N2 C18 C15 -14.49(14) . . . . ?
C17 N2 C18 C11 159.14(13) . . . . ?
C17 N2 C24 O3 135.50(14) . . . . ?
C17 N2 C24 N3 -44.74(17) . . . . ?
C6 C7 C8 C9 160.54(14) . . . . ?
C6 C5 C4 C3 -0.7(3) . . . . ?
C3 C2 C7 C8 176.53(13) . . . . ?
C3 C2 C7 C6 -1.0(2) . . . . ?
C26 N3 C24 O3 147.24(15) . . . . ?
C26 N3 C24 N2 -32.5(2) . . . . ?
C25 N3 C24 O3 -6.3(2) . . . . ?
C25 N3 C24 N2 173.94(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 1.472
_oxdiff_exptl_absorpt_empirical_full_min 0.669
