# 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_KDH43
_database_code_depnum_ccdc_archive 'CCDC 2430468'
loop_
_audit_author_name
_audit_author_address
'Ikyon Kim' 'Yonsei University'
_audit_update_record             
;
2025-03-11 deposited with the CCDC.	2025-06-13 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H17 N3 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         331.36

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   7.809(3)
_cell_length_b                   9.962(4)
_cell_length_c                   11.501(4)
_cell_angle_alpha                99.417(4)
_cell_angle_beta                 109.569(4)
_cell_angle_gamma                95.765(4)
_cell_volume                     820.0(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3445
_cell_measurement_theta_min      2.5326
_cell_measurement_theta_max      25.4338
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       Block
_exptl_crystal_colour            'clear white'
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             348

_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?


_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            9652
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_theta_min         1.92
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
;

_reflns_number_total             3010
_reflns_number_gt                2217
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0481
_refine_ls_wR_factor_gt          0.1246
_refine_ls_wR_factor_ref         0.1413
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_number_reflns         3010
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0602P)²+0.3318P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.203
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2019.11.0.3'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O2 0.0252(2) 0.94389(15) 0.63947(15) 0.0560(4) Uani d . . . 1 . .
O O1 0.6610(2) 0.63731(16) 0.58171(15) 0.0641(5) Uani d . . . 1 . .
N N1 0.4861(2) 0.81775(16) 0.44575(15) 0.0384(4) Uani d . . . 1 . .
N N3 0.1019(2) 0.83110(17) 0.48317(17) 0.0456(4) Uani d . . . 1 . .
H H3 0.075946 0.898304 0.445567 0.055 Uiso calc U . R 1 . .
N N2 0.2060(3) 0.61472(18) 0.49169(18) 0.0574(5) Uani d . . . 1 . .
H H2 0.234486 0.540688 0.458159 0.069 Uiso calc U . R 1 . .
C C12 0.3076(2) 0.76056(19) 0.36906(18) 0.0374(5) Uani d . . . 1 . .
C C20 0.0866(2) 0.8440(2) 0.5971(2) 0.0419(5) Uani d . . . 1 . .
C C14 0.2106(3) 0.6257(2) 0.6119(2) 0.0405(5) Uani d . . . 1 . .
C C19 0.1498(3) 0.7373(2) 0.66826(19) 0.0412(5) Uani d . . . 1 . .
C C7 0.6401(3) 0.7401(2) 0.6446(2) 0.0434(5) Uani d . . . 1 . .
C C8 0.5582(3) 0.8537(2) 0.58201(18) 0.0422(5) Uani d . . . 1 . .
H H8A 0.459675 0.877332 0.611007 0.051 Uiso calc U . R 1 . .
H H8B 0.652515 0.935091 0.609085 0.051 Uiso calc U . R 1 . .
C C13 0.1577(3) 0.7158(2) 0.41512(19) 0.0414(5) Uani d . . . 1 . .
H H13 0.049669 0.671146 0.340523 0.05 Uiso calc U . R 1 . .
C C11 0.2997(3) 0.7443(2) 0.2472(2) 0.0497(5) Uani d . . . 1 . .
H H11 0.195573 0.708435 0.175546 0.06 Uiso calc U . R 1 . .
C C6 0.6943(3) 0.7603(2) 0.7832(2) 0.0482(5) Uani d . . . 1 . .
C C15 0.2769(3) 0.5261(2) 0.6816(2) 0.0506(6) Uani d . . . 1 . .
H H15 0.316398 0.450868 0.644936 0.061 Uiso calc U . R 1 . .
C C9 0.5874(3) 0.8352(2) 0.3715(2) 0.0500(6) Uani d . . . 1 . .
H H9 0.712338 0.871417 0.40036 0.06 Uiso calc U . R 1 . .
C C10 0.4767(3) 0.7914(2) 0.2491(2) 0.0581(6) Uani d . . . 1 . .
H H10 0.511139 0.792201 0.179167 0.07 Uiso calc U . R 1 . .
C C16 0.2831(3) 0.5402(3) 0.8027(2) 0.0612(6) Uani d . . . 1 . .
H H16 0.32929 0.474856 0.848704 0.073 Uiso calc U . R 1 . .
C C18 0.1547(3) 0.7475(3) 0.7909(2) 0.0594(6) Uani d . . . 1 . .
H H18 0.112131 0.820823 0.827728 0.071 Uiso calc U . R 1 . .
C C1 0.7553(3) 0.6546(3) 0.8422(2) 0.0629(7) Uani d . . . 1 . .
H H1 0.759163 0.571415 0.793658 0.075 Uiso calc U . R 1 . .
C C17 0.2218(4) 0.6502(3) 0.8591(2) 0.0717(7) Uani d . . . 1 . .
H H17 0.226067 0.65824 0.941729 0.086 Uiso calc U . R 1 . .
C C2 0.8101(4) 0.6698(4) 0.9704(3) 0.0813(9) Uani d . . . 1 . .
H H2A 0.853457 0.598034 1.008091 0.098 Uiso calc U . R 1 . .
C C5 0.6830(5) 0.8796(3) 0.8575(3) 0.0860(10) Uani d . . . 1 . .
H H5 0.639558 0.951848 0.820754 0.103 Uiso calc U . R 1 . .
C C3 0.8016(5) 0.7876(5) 1.0420(3) 0.0971(11) Uani d . . . 1 . .
H H3A 0.840368 0.797683 1.12917 0.117 Uiso calc U . R 1 . .
C C4 0.7364(6) 0.8926(4) 0.9875(3) 0.1140(13) Uani d . . . 1 . .
H H4 0.727439 0.973157 1.037356 0.137 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O2 C20 . 1.246(2) ?
O1 C7 . 1.212(2) ?
N1 C9 . 1.364(3) ?
N1 C12 . 1.377(2) ?
N1 C8 . 1.444(3) ?
N3 C20 . 1.342(3) ?
N3 C13 . 1.469(2) ?
N3 H3 . 0.86 ?
N2 C14 . 1.357(3) ?
N2 C13 . 1.440(3) ?
N2 H2 . 0.86 ?
C12 C11 . 1.363(3) ?
C12 C13 . 1.496(3) ?
C20 C19 . 1.470(3) ?
C14 C19 . 1.399(3) ?
C14 C15 . 1.407(3) ?
C19 C18 . 1.385(3) ?
C7 C6 . 1.478(3) ?
C7 C8 . 1.520(3) ?
C8 H8A . 0.97 ?
C8 H8B . 0.97 ?
C13 H13 . 0.98 ?
C11 C10 . 1.406(3) ?
C11 H11 . 0.93 ?
C6 C5 . 1.375(3) ?
C6 C1 . 1.384(3) ?
C15 C16 . 1.361(3) ?
C15 H15 . 0.93 ?
C9 C10 . 1.352(3) ?
C9 H9 . 0.93 ?
C10 H10 . 0.93 ?
C16 C17 . 1.390(4) ?
C16 H16 . 0.93 ?
C18 C17 . 1.380(3) ?
C18 H18 . 0.93 ?
C1 C2 . 1.368(4) ?
C1 H1 . 0.93 ?
C17 H17 . 0.93 ?
C2 C3 . 1.340(5) ?
C2 H2A . 0.93 ?
C5 C4 . 1.391(4) ?
C5 H5 . 0.93 ?
C3 C4 . 1.361(5) ?
C3 H3A . 0.93 ?
C4 H4 . 0.93 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C9 N1 C12 . . 108.58(17) ?
C9 N1 C8 . . 124.58(17) ?
C12 N1 C8 . . 126.84(16) ?
C20 N3 C13 . . 127.66(16) ?
C20 N3 H3 . . 116.2 ?
C13 N3 H3 . . 116.2 ?
C14 N2 C13 . . 125.94(17) ?
C14 N2 H2 . . 117.0 ?
C13 N2 H2 . . 117.0 ?
C11 C12 N1 . . 107.39(18) ?
C11 C12 C13 . . 127.67(18) ?
N1 C12 C13 . . 124.78(17) ?
O2 C20 N3 . . 120.46(18) ?
O2 C20 C19 . . 122.88(19) ?
N3 C20 C19 . . 116.64(17) ?
N2 C14 C19 . . 120.06(18) ?
N2 C14 C15 . . 120.76(18) ?
C19 C14 C15 . . 119.17(19) ?
C18 C19 C14 . . 119.66(19) ?
C18 C19 C20 . . 121.10(19) ?
C14 C19 C20 . . 119.22(18) ?
O1 C7 C6 . . 121.77(18) ?
O1 C7 C8 . . 120.27(19) ?
C6 C7 C8 . . 117.95(17) ?
N1 C8 C7 . . 114.22(16) ?
N1 C8 H8A . . 108.7 ?
C7 C8 H8A . . 108.7 ?
N1 C8 H8B . . 108.7 ?
C7 C8 H8B . . 108.7 ?
H8A C8 H8B . . 107.6 ?
N2 C13 N3 . . 110.07(17) ?
N2 C13 C12 . . 111.87(16) ?
N3 C13 C12 . . 113.31(16) ?
N2 C13 H13 . . 107.1 ?
N3 C13 H13 . . 107.1 ?
C12 C13 H13 . . 107.1 ?
C12 C11 C10 . . 108.0(2) ?
C12 C11 H11 . . 126.0 ?
C10 C11 H11 . . 126.0 ?
C5 C6 C1 . . 117.5(2) ?
C5 C6 C7 . . 122.9(2) ?
C1 C6 C7 . . 119.5(2) ?
C16 C15 C14 . . 119.9(2) ?
C16 C15 H15 . . 120.1 ?
C14 C15 H15 . . 120.1 ?
C10 C9 N1 . . 108.9(2) ?
C10 C9 H9 . . 125.6 ?
N1 C9 H9 . . 125.6 ?
C9 C10 C11 . . 107.1(2) ?
C9 C10 H10 . . 126.4 ?
C11 C10 H10 . . 126.4 ?
C15 C16 C17 . . 121.3(2) ?
C15 C16 H16 . . 119.4 ?
C17 C16 H16 . . 119.4 ?
C17 C18 C19 . . 120.8(2) ?
C17 C18 H18 . . 119.6 ?
C19 C18 H18 . . 119.6 ?
C2 C1 C6 . . 121.5(3) ?
C2 C1 H1 . . 119.3 ?
C6 C1 H1 . . 119.3 ?
C18 C17 C16 . . 119.2(2) ?
C18 C17 H17 . . 120.4 ?
C16 C17 H17 . . 120.4 ?
C3 C2 C1 . . 120.3(3) ?
C3 C2 H2A . . 119.9 ?
C1 C2 H2A . . 119.9 ?
C6 C5 C4 . . 120.3(3) ?
C6 C5 H5 . . 119.9 ?
C4 C5 H5 . . 119.9 ?
C2 C3 C4 . . 120.3(3) ?
C2 C3 H3A . . 119.9 ?
C4 C3 H3A . . 119.9 ?
C3 C4 C5 . . 120.1(3) ?
C3 C4 H4 . . 119.9 ?
C5 C4 H4 . . 119.9 ?

####################################################################### 
# 
# 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_KDH25
_database_code_depnum_ccdc_archive 'CCDC 2430469'
loop_
_audit_author_name
_audit_author_address
'Ikyon Kim'
;Yonsei University
South Korea
;
_audit_update_record             
;
2025-03-11 deposited with the CCDC.	2025-06-13 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H15 N3 O'
_chemical_formula_iupac          ?
_chemical_formula_weight         313.35

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   8.3010(5)
_cell_length_b                   9.0115(5)
_cell_length_c                   11.8908(6)
_cell_angle_alpha                68.139(2)
_cell_angle_beta                 81.424(2)
_cell_angle_gamma                86.433(2)
_cell_volume                     816.27(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9433
_cell_measurement_theta_min      2.4808
_cell_measurement_theta_max      25.9616
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       Block
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.220
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             328

_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_correction_T_max  0.98


_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            31706
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_theta_min         2.44
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_full        26.02
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14

_refine_special_details          
;
;

_reflns_number_total             3189
_reflns_number_gt                2622
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_gt          0.1086
_refine_ls_wR_factor_ref         0.1193
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_number_reflns         3189
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0581P)²+0.1731P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.234
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.17313(14) -0.11055(12) 0.56018(11) 0.0559(3) Uani d . . . 1 . .
N N2 0.16889(13) 0.21817(12) 0.71864(10) 0.0369(3) Uani d . . . 1 . .
N N1 0.07282(14) 0.11844(13) 0.57983(11) 0.0446(3) Uani d . . . 1 . .
H H1 -0.015449 0.109451 0.553184 0.054 Uiso calc U . R 1 . .
N N3 0.24660(14) 0.50626(13) 0.53552(10) 0.0403(3) Uani d . . . 1 . .
C C7 0.30063(16) 0.11009(15) 0.73038(12) 0.0364(3) Uani d . . . 1 . .
C C9 0.19548(16) 0.38586(16) 0.50440(13) 0.0395(3) Uani d . . . 1 . .
C C8 0.09497(16) 0.26002(15) 0.60559(13) 0.0387(3) Uani d . . . 1 . .
H H8 -0.012993 0.306134 0.618716 0.046 Uiso calc U . R 1 . .
C C14 0.18566(16) 0.35747(15) 0.74818(12) 0.0379(3) Uani d . . . 1 . .
C C2 0.31356(17) 0.00579(16) 0.66655(13) 0.0406(3) Uani d . . . 1 . .
C C1 0.18388(17) 0.00100(15) 0.59570(13) 0.0409(3) Uani d . . . 1 . .
C C15 0.15373(17) 0.33630(16) 0.87844(13) 0.0424(3) Uani d . . . 1 . .
C C13 0.22130(17) 0.49696(16) 0.65706(13) 0.0406(3) Uani d . . . 1 . .
H H13 0.229396 0.588546 0.674314 0.049 Uiso calc U . R 1 . .
C C6 0.41514(18) 0.09800(18) 0.80794(13) 0.0461(3) Uani d . . . 1 . .
H H6 0.406818 0.163859 0.853006 0.055 Uiso calc U . R 1 . .
C C12 0.32831(19) 0.61910(18) 0.43372(14) 0.0496(4) Uani d . . . 1 . .
H H12 0.374918 0.712144 0.430339 0.06 Uiso calc U . R 1 . .
C C10 0.2444(2) 0.42242(19) 0.38325(14) 0.0513(4) Uani d . . . 1 . .
H H10 0.226265 0.362254 0.337605 0.062 Uiso calc U . R 1 . .
C C20 0.2257(2) 0.43305(19) 0.92437(15) 0.0529(4) Uani d . . . 1 . .
H H20 0.299255 0.511294 0.872891 0.063 Uiso calc U . R 1 . .
C C11 0.3285(2) 0.5699(2) 0.33918(15) 0.0573(4) Uani d . . . 1 . .
H H11 0.375673 0.623483 0.259007 0.069 Uiso calc U . R 1 . .
C C16 0.0484(2) 0.2184(2) 0.95880(15) 0.0576(4) Uani d . . . 1 . .
H H16 -0.000077 0.15126 0.930432 0.069 Uiso calc U . R 1 . .
C C3 0.4421(2) -0.1021(2) 0.67704(16) 0.0592(4) Uani d . . . 1 . .
H H3 0.451083 -0.16961 0.633264 0.071 Uiso calc U . R 1 . .
C C19 0.1882(2) 0.4132(2) 1.04698(17) 0.0630(5) Uani d . . . 1 . .
H H19 0.23541 0.479665 1.076717 0.076 Uiso calc U . R 1 . .
C C5 0.5405(2) -0.0114(2) 0.81785(17) 0.0648(5) Uani d . . . 1 . .
H H5 0.616241 -0.019067 0.870098 0.078 Uiso calc U . R 1 . .
C C18 0.0830(2) 0.2973(2) 1.12394(16) 0.0661(5) Uani d . . . 1 . .
H H18 0.057945 0.284982 1.205786 0.079 Uiso calc U . R 1 . .
C C17 0.0145(3) 0.1995(2) 1.08054(17) 0.0704(5) Uani d . . . 1 . .
H H17 -0.055745 0.119097 1.133487 0.084 Uiso calc U . R 1 . .
C C4 0.5558(2) -0.1100(2) 0.7515(2) 0.0761(6) Uani d . . . 1 . .
H H4 0.642946 -0.181364 0.757292 0.091 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.2391(16) ?
N2 C7 . 1.4056(16) ?
N2 C14 . 1.4433(16) ?
N2 C8 . 1.4715(17) ?
N1 C1 . 1.3369(17) ?
N1 C8 . 1.4465(16) ?
N1 H1 . 0.86 ?
N3 C12 . 1.3724(19) ?
N3 C9 . 1.3774(17) ?
N3 C13 . 1.4005(17) ?
C7 C6 . 1.3928(19) ?
C7 C2 . 1.4019(18) ?
C9 C10 . 1.355(2) ?
C9 C8 . 1.494(2) ?
C8 H8 . 0.98 ?
C14 C13 . 1.3334(19) ?
C14 C15 . 1.4728(19) ?
C2 C3 . 1.385(2) ?
C2 C1 . 1.474(2) ?
C15 C16 . 1.384(2) ?
C15 C20 . 1.390(2) ?
C13 H13 . 0.93 ?
C6 C5 . 1.375(2) ?
C6 H6 . 0.93 ?
C12 C11 . 1.353(2) ?
C12 H12 . 0.93 ?
C10 C11 . 1.420(2) ?
C10 H10 . 0.93 ?
C20 C19 . 1.390(2) ?
C20 H20 . 0.93 ?
C11 H11 . 0.93 ?
C16 C17 . 1.380(2) ?
C16 H16 . 0.93 ?
C3 C4 . 1.369(2) ?
C3 H3 . 0.93 ?
C19 C18 . 1.362(3) ?
C19 H19 . 0.93 ?
C5 C4 . 1.381(2) ?
C5 H5 . 0.93 ?
C18 C17 . 1.362(3) ?
C18 H18 . 0.93 ?
C17 H17 . 0.93 ?
C4 H4 . 0.93 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 N2 C14 . . 117.81(10) ?
C7 N2 C8 . . 115.42(10) ?
C14 N2 C8 . . 111.20(10) ?
C1 N1 C8 . . 122.73(11) ?
C1 N1 H1 . . 118.6 ?
C8 N1 H1 . . 118.6 ?
C12 N3 C9 . . 109.40(12) ?
C12 N3 C13 . . 129.59(12) ?
C9 N3 C13 . . 120.90(12) ?
C6 C7 C2 . . 118.67(12) ?
C6 C7 N2 . . 122.06(12) ?
C2 C7 N2 . . 119.20(12) ?
C10 C9 N3 . . 107.86(13) ?
C10 C9 C8 . . 137.10(13) ?
N3 C9 C8 . . 114.87(12) ?
N1 C8 N2 . . 110.59(10) ?
N1 C8 C9 . . 113.84(11) ?
N2 C8 C9 . . 109.00(10) ?
N1 C8 H8 . . 107.7 ?
N2 C8 H8 . . 107.7 ?
C9 C8 H8 . . 107.7 ?
C13 C14 N2 . . 118.67(12) ?
C13 C14 C15 . . 124.33(12) ?
N2 C14 C15 . . 116.92(11) ?
C3 C2 C7 . . 120.22(13) ?
C3 C2 C1 . . 119.32(13) ?
C7 C2 C1 . . 120.29(12) ?
O1 C1 N1 . . 122.30(13) ?
O1 C1 C2 . . 121.85(12) ?
N1 C1 C2 . . 115.69(11) ?
C16 C15 C20 . . 118.07(14) ?
C16 C15 C14 . . 120.09(13) ?
C20 C15 C14 . . 121.84(14) ?
C14 C13 N3 . . 120.35(12) ?
C14 C13 H13 . . 119.8 ?
N3 C13 H13 . . 119.8 ?
C5 C6 C7 . . 119.96(14) ?
C5 C6 H6 . . 120.0 ?
C7 C6 H6 . . 120.0 ?
C11 C12 N3 . . 107.30(14) ?
C11 C12 H12 . . 126.4 ?
N3 C12 H12 . . 126.4 ?
C9 C10 C11 . . 107.08(13) ?
C9 C10 H10 . . 126.5 ?
C11 C10 H10 . . 126.5 ?
C15 C20 C19 . . 120.22(16) ?
C15 C20 H20 . . 119.9 ?
C19 C20 H20 . . 119.9 ?
C12 C11 C10 . . 108.37(14) ?
C12 C11 H11 . . 125.8 ?
C10 C11 H11 . . 125.8 ?
C17 C16 C15 . . 120.73(16) ?
C17 C16 H16 . . 119.6 ?
C15 C16 H16 . . 119.6 ?
C4 C3 C2 . . 120.40(15) ?
C4 C3 H3 . . 119.8 ?
C2 C3 H3 . . 119.8 ?
C18 C19 C20 . . 120.54(16) ?
C18 C19 H19 . . 119.7 ?
C20 C19 H19 . . 119.7 ?
C6 C5 C4 . . 121.08(15) ?
C6 C5 H5 . . 119.5 ?
C4 C5 H5 . . 119.5 ?
C17 C18 C19 . . 119.74(16) ?
C17 C18 H18 . . 120.1 ?
C19 C18 H18 . . 120.1 ?
C18 C17 C16 . . 120.68(18) ?
C18 C17 H17 . . 119.7 ?
C16 C17 H17 . . 119.7 ?
C3 C4 C5 . . 119.61(15) ?
C3 C4 H4 . . 120.2 ?
C5 C4 H4 . . 120.2 ?

