# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_wbmp48
_audit_block_doi                 10.5517/ccdc.csd.cc26rx63
_database_code_depnum_ccdc_archive 'CCDC 2048765'
loop_
_audit_author_name
_audit_author_address
'Xiaonian Li'
;Kunming Institute of Botany, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2020-12-07 deposited with the CCDC.	2021-03-12 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C20 H22 N2 O2, C3 H6 O'
_chemical_formula_sum            'C23 H28 N2 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         380.47
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      trigonal
_space_group_name_H-M_alt        'P 31'
_space_group_name_Hall           'P 31'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'

_cell_length_a                   12.9963(3)
_cell_length_b                   12.9963(3)
_cell_length_c                   10.4728(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1531.91(8)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    9957
_cell_measurement_theta_min      5.7708
_cell_measurement_theta_max      72.3502
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'translucent light brown'
_exptl_crystal_size_max          0.850
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.310
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             612

_exptl_absorpt_coefficient_mu    0.655
_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  0.66
_exptl_absorpt_correction_T_max  0.82

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            23168
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_theta_min         5.77
_diffrn_reflns_theta_max         72.34
_diffrn_reflns_theta_full        72.34
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11

_refine_special_details          
;
;

_reflns_number_total             3982
_reflns_number_gt                3962
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_gt          0.1105
_refine_ls_wR_factor_ref         0.1106
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_number_reflns         3982
_refine_ls_number_parameters     256
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0601P)²+0.8276P] 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         0.586
_refine_diff_density_min         -0.576
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1918 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(6)

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'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_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 0.56239(19) 0.29868(18) 0.31139(19) 0.0227(4) Uani d . . . 1 . .
O O2 0.9837(2) 0.7034(2) 0.6273(2) 0.0318(5) Uani d . . . 1 . .
N N1 0.7284(2) 0.5968(2) 0.5496(2) 0.0160(5) Uani d . . . 1 . .
N N2 0.5798(2) 0.44391(19) 0.1797(2) 0.0155(5) Uani d . . . 1 . .
H H3 0.62563 0.432064 0.127091 0.019 Uiso calc U . R 1 . .
C C1 1.0095(6) 0.9006(5) 0.8603(6) 0.085(2) Uani d . . . 1 . .
H H7 1.06102 0.975633 0.816102 0.128 Uiso calc U . R 1 . .
H H1 0.994236 0.833943 0.80437 0.128 Uiso calc U . R 1 . .
H H6 1.048678 0.896553 0.938529 0.128 Uiso calc U . R 1 . .
C C2 0.8920(6) 0.8938(4) 0.8942(4) 0.0619(15) Uani d . . . 1 . .
C C3 0.8122(4) 0.7951(4) 0.9731(5) 0.0543(11) Uani d . . . 1 . .
H H5 0.736572 0.794096 0.981323 0.081 Uiso calc U . R 1 . .
H H4 0.847439 0.803298 1.057892 0.081 Uiso calc U . R 1 . .
H H2 0.798199 0.720733 0.933877 0.081 Uiso calc U . R 1 . .
O O3 0.8651(8) 0.9661(5) 0.8589(5) 0.136(3) Uani d . . . 1 . .
C C5 0.4870(3) 0.6417(3) 0.0247(3) 0.0245(6) Uani d . . . 1 . .
H H8 0.447873 0.644562 -0.050771 0.029 Uiso calc U . R 1 . .
C C6 0.5249(3) 0.7319(3) 0.1147(3) 0.0231(6) Uani d . . . 1 . .
H H10 0.511248 0.796361 0.100889 0.028 Uiso calc U . R 1 . .
C C7 0.5829(3) 0.7286(2) 0.2251(3) 0.0194(5) Uani d . . . 1 . .
H H11 0.609847 0.791517 0.285292 0.023 Uiso calc U . R 1 . .
C C8 0.6016(2) 0.6334(2) 0.2479(2) 0.0145(5) Uani d . . . 1 . .
C C9 0.6703(2) 0.6322(2) 0.3622(2) 0.0144(5) Uani d . . . 1 . .
C C10 0.6305(2) 0.5743(2) 0.4799(2) 0.0145(5) Uani d . . . 1 . .
C C11 0.5064(2) 0.5074(2) 0.5373(3) 0.0157(5) Uani d . . . 1 . .
C C12 0.5162(3) 0.4961(3) 0.6836(3) 0.0221(6) Uani d . . . 1 . .
H H25 0.540976 0.573802 0.724383 0.027 Uiso calc U . R 1 . .
H H24 0.437219 0.437769 0.718089 0.027 Uiso calc U . R 1 . .
C C13 0.6052(3) 0.4567(3) 0.7168(3) 0.0244(6) Uani d . . . 1 . .
H H13 0.60248 0.441027 0.809628 0.029 Uiso calc U . R 1 . .
H H9 0.584662 0.382294 0.670797 0.029 Uiso calc U . R 1 . .
C C14 0.7945(2) 0.6909(2) 0.3636(3) 0.0175(5) Uani d . . . 1 . .
H H28 0.84561 0.737661 0.296325 0.021 Uiso calc U . R 1 . .
C C15 0.8298(2) 0.6691(2) 0.4797(3) 0.0182(6) Uani d . . . 1 . .
C C16 0.7287(3) 0.5529(3) 0.6795(3) 0.0253(6) Uani d . . . 1 . .
H H26 0.757406 0.619489 0.740981 0.03 Uiso calc U . R 1 . .
H H12 0.783658 0.520935 0.682508 0.03 Uiso calc U . R 1 . .
C C17 0.4399(3) 0.5762(3) 0.5097(3) 0.0217(6) Uani d . . . 1 . .
H H15 0.43099 0.579012 0.416077 0.026 Uiso calc U . R 1 . .
H H14 0.359115 0.530869 0.546591 0.026 Uiso calc U . R 1 . .
C C18 0.4990(3) 0.7031(3) 0.5613(3) 0.0295(7) Uani d . . . 1 . .
H H16 0.497819 0.701184 0.654862 0.044 Uiso calc U . R 1 . .
H H18 0.455693 0.742038 0.530777 0.044 Uiso calc U . R 1 . .
H H17 0.581435 0.747424 0.531392 0.044 Uiso calc U . R 1 . .
C C19 0.4323(2) 0.3792(2) 0.4853(3) 0.0197(6) Uani d . . . 1 . .
H H23 0.467409 0.332269 0.518412 0.024 Uiso calc U . R 1 . .
H H19 0.351133 0.344138 0.521208 0.024 Uiso calc U . R 1 . .
C C20 0.4213(2) 0.3639(2) 0.3401(3) 0.0187(6) Uani d . . . 1 . .
H H22 0.349929 0.286783 0.319824 0.022 Uiso calc U . R 1 . .
H H20 0.409811 0.427481 0.303011 0.022 Uiso calc U . R 1 . .
C C21 0.5289(2) 0.3679(2) 0.2781(2) 0.0169(5) Uani d . . . 1 . .
C C22 0.5626(2) 0.5427(2) 0.1570(2) 0.0156(5) Uani d . . . 1 . .
C C23 0.5066(3) 0.5469(2) 0.0455(3) 0.0200(6) Uani d . . . 1 . .
H H21 0.4818 0.485426 -0.016152 0.024 Uiso calc U . R 1 . .
C C24 0.9499(3) 0.7178(3) 0.5238(3) 0.0252(6) Uani d . . . 1 . .
H H27 1.010278 0.767318 0.465204 0.03 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 C21 . 1.230(3) ?
O2 C24 . 1.219(4) ?
N1 C10 . 1.366(3) ?
N1 C15 . 1.384(4) ?
N1 C16 . 1.476(4) ?
N2 C21 . 1.350(3) ?
N2 C22 . 1.429(3) ?
N2 H3 . 0.88 ?
C1 C2 . 1.526(9) ?
C1 H7 . 0.98 ?
C1 H1 . 0.98 ?
C1 H6 . 0.98 ?
C2 O3 . 1.213(6) ?
C2 C3 . 1.440(8) ?
C3 H5 . 0.98 ?
C3 H4 . 0.98 ?
C3 H2 . 0.98 ?
C5 C6 . 1.389(4) ?
C5 C23 . 1.394(4) ?
C5 H8 . 0.95 ?
C6 C7 . 1.392(4) ?
C6 H10 . 0.95 ?
C7 C8 . 1.396(4) ?
C7 H11 . 0.95 ?
C8 C22 . 1.398(4) ?
C8 C9 . 1.498(4) ?
C9 C14 . 1.399(4) ?
C9 C10 . 1.401(4) ?
C10 C11 . 1.522(4) ?
C11 C19 . 1.547(4) ?
C11 C12 . 1.551(4) ?
C11 C17 . 1.551(4) ?
C12 C13 . 1.522(4) ?
C12 H25 . 0.99 ?
C12 H24 . 0.99 ?
C13 C16 . 1.512(4) ?
C13 H13 . 0.99 ?
C13 H9 . 0.99 ?
C14 C15 . 1.378(4) ?
C14 H28 . 0.95 ?
C15 C24 . 1.436(4) ?
C16 H26 . 0.99 ?
C16 H12 . 0.99 ?
C17 C18 . 1.528(4) ?
C17 H15 . 0.99 ?
C17 H14 . 0.99 ?
C18 H16 . 0.98 ?
C18 H18 . 0.98 ?
C18 H17 . 0.98 ?
C19 C20 . 1.531(4) ?
C19 H23 . 0.99 ?
C19 H19 . 0.99 ?
C20 C21 . 1.519(4) ?
C20 H22 . 0.99 ?
C20 H20 . 0.99 ?
C22 C23 . 1.391(4) ?
C23 H21 . 0.95 ?
C24 H27 . 0.95 ?

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
C10 N1 C15 . . 109.4(2) ?
C10 N1 C16 . . 126.3(2) ?
C15 N1 C16 . . 124.3(2) ?
C21 N2 C22 . . 123.0(2) ?
C21 N2 H3 . . 118.5 ?
C22 N2 H3 . . 118.5 ?
C2 C1 H7 . . 109.5 ?
C2 C1 H1 . . 109.5 ?
H7 C1 H1 . . 109.5 ?
C2 C1 H6 . . 109.5 ?
H7 C1 H6 . . 109.5 ?
H1 C1 H6 . . 109.5 ?
O3 C2 C3 . . 120.4(6) ?
O3 C2 C1 . . 123.5(6) ?
C3 C2 C1 . . 116.1(4) ?
C2 C3 H5 . . 109.5 ?
C2 C3 H4 . . 109.5 ?
H5 C3 H4 . . 109.5 ?
C2 C3 H2 . . 109.5 ?
H5 C3 H2 . . 109.5 ?
H4 C3 H2 . . 109.5 ?
C6 C5 C23 . . 119.7(3) ?
C6 C5 H8 . . 120.2 ?
C23 C5 H8 . . 120.2 ?
C5 C6 C7 . . 120.4(3) ?
C5 C6 H10 . . 119.8 ?
C7 C6 H10 . . 119.8 ?
C6 C7 C8 . . 120.5(3) ?
C6 C7 H11 . . 119.8 ?
C8 C7 H11 . . 119.8 ?
C7 C8 C22 . . 118.6(2) ?
C7 C8 C9 . . 121.0(2) ?
C22 C8 C9 . . 120.2(2) ?
C14 C9 C10 . . 107.4(2) ?
C14 C9 C8 . . 122.3(2) ?
C10 C9 C8 . . 130.2(2) ?
N1 C10 C9 . . 107.5(2) ?
N1 C10 C11 . . 121.2(2) ?
C9 C10 C11 . . 131.0(2) ?
C10 C11 C19 . . 112.9(2) ?
C10 C11 C12 . . 109.4(2) ?
C19 C11 C12 . . 106.4(2) ?
C10 C11 C17 . . 109.5(2) ?
C19 C11 C17 . . 109.2(2) ?
C12 C11 C17 . . 109.5(2) ?
C13 C12 C11 . . 111.7(2) ?
C13 C12 H25 . . 109.3 ?
C11 C12 H25 . . 109.3 ?
C13 C12 H24 . . 109.3 ?
C11 C12 H24 . . 109.3 ?
H25 C12 H24 . . 107.9 ?
C16 C13 C12 . . 109.5(2) ?
C16 C13 H13 . . 109.8 ?
C12 C13 H13 . . 109.8 ?
C16 C13 H9 . . 109.8 ?
C12 C13 H9 . . 109.8 ?
H13 C13 H9 . . 108.2 ?
C15 C14 C9 . . 108.0(2) ?
C15 C14 H28 . . 126.0 ?
C9 C14 H28 . . 126.0 ?
C14 C15 N1 . . 107.7(2) ?
C14 C15 C24 . . 126.4(3) ?
N1 C15 C24 . . 125.8(3) ?
N1 C16 C13 . . 110.6(2) ?
N1 C16 H26 . . 109.5 ?
C13 C16 H26 . . 109.5 ?
N1 C16 H12 . . 109.5 ?
C13 C16 H12 . . 109.5 ?
H26 C16 H12 . . 108.1 ?
C18 C17 C11 . . 115.6(2) ?
C18 C17 H15 . . 108.4 ?
C11 C17 H15 . . 108.4 ?
C18 C17 H14 . . 108.4 ?
C11 C17 H14 . . 108.4 ?
H15 C17 H14 . . 107.4 ?
C17 C18 H16 . . 109.5 ?
C17 C18 H18 . . 109.5 ?
H16 C18 H18 . . 109.5 ?
C17 C18 H17 . . 109.5 ?
H16 C18 H17 . . 109.5 ?
H18 C18 H17 . . 109.5 ?
C20 C19 C11 . . 117.2(2) ?
C20 C19 H23 . . 108.0 ?
C11 C19 H23 . . 108.0 ?
C20 C19 H19 . . 108.0 ?
C11 C19 H19 . . 108.0 ?
H23 C19 H19 . . 107.2 ?
C21 C20 C19 . . 113.3(2) ?
C21 C20 H22 . . 108.9 ?
C19 C20 H22 . . 108.9 ?
C21 C20 H20 . . 108.9 ?
C19 C20 H20 . . 108.9 ?
H22 C20 H20 . . 107.7 ?
O1 C21 N2 . . 121.9(3) ?
O1 C21 C20 . . 120.7(2) ?
N2 C21 C20 . . 117.2(2) ?
C23 C22 C8 . . 121.0(2) ?
C23 C22 N2 . . 119.7(2) ?
C8 C22 N2 . . 119.3(2) ?
C22 C23 C5 . . 119.8(3) ?
C22 C23 H21 . . 120.1 ?
C5 C23 H21 . . 120.1 ?
O2 C24 C15 . . 127.9(3) ?
O2 C24 H27 . . 116.0 ?
C15 C24 H27 . . 116.0 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C23 C5 C6 C7 . . . . 0.4(5) ?
C5 C6 C7 C8 . . . . -1.2(4) ?
C6 C7 C8 C22 . . . . 0.9(4) ?
C6 C7 C8 C9 . . . . 176.2(3) ?
C7 C8 C9 C14 . . . . -82.8(3) ?
C22 C8 C9 C14 . . . . 92.5(3) ?
C7 C8 C9 C10 . . . . 99.9(3) ?
C22 C8 C9 C10 . . . . -84.8(4) ?
C15 N1 C10 C9 . . . . 0.8(3) ?
C16 N1 C10 C9 . . . . -179.6(3) ?
C15 N1 C10 C11 . . . . -173.8(2) ?
C16 N1 C10 C11 . . . . 5.8(4) ?
C14 C9 C10 N1 . . . . -0.6(3) ?
C8 C9 C10 N1 . . . . 177.1(2) ?
C14 C9 C10 C11 . . . . 173.3(3) ?
C8 C9 C10 C11 . . . . -9.1(5) ?
N1 C10 C11 C19 . . . . -106.9(3) ?
C9 C10 C11 C19 . . . . 79.9(3) ?
N1 C10 C11 C12 . . . . 11.3(3) ?
C9 C10 C11 C12 . . . . -161.9(3) ?
N1 C10 C11 C17 . . . . 131.3(3) ?
C9 C10 C11 C17 . . . . -41.9(4) ?
C10 C11 C12 C13 . . . . -46.3(3) ?
C19 C11 C12 C13 . . . . 75.9(3) ?
C17 C11 C12 C13 . . . . -166.2(2) ?
C11 C12 C13 C16 . . . . 66.2(3) ?
C10 C9 C14 C15 . . . . 0.1(3) ?
C8 C9 C14 C15 . . . . -177.7(2) ?
C9 C14 C15 N1 . . . . 0.4(3) ?
C9 C14 C15 C24 . . . . -176.3(3) ?
C10 N1 C15 C14 . . . . -0.7(3) ?
C16 N1 C15 C14 . . . . 179.6(3) ?
C10 N1 C15 C24 . . . . 175.9(3) ?
C16 N1 C15 C24 . . . . -3.7(4) ?
C10 N1 C16 C13 . . . . 12.4(4) ?
C15 N1 C16 C13 . . . . -168.1(3) ?
C12 C13 C16 N1 . . . . -46.5(3) ?
C10 C11 C17 C18 . . . . -58.9(3) ?
C19 C11 C17 C18 . . . . 177.1(2) ?
C12 C11 C17 C18 . . . . 60.9(3) ?
C10 C11 C19 C20 . . . . -53.0(3) ?
C12 C11 C19 C20 . . . . -173.0(2) ?
C17 C11 C19 C20 . . . . 68.9(3) ?
C11 C19 C20 C21 . . . . 80.5(3) ?
C22 N2 C21 O1 . . . . -165.2(2) ?
C22 N2 C21 C20 . . . . 19.7(4) ?
C19 C20 C21 O1 . . . . 56.8(3) ?
C19 C20 C21 N2 . . . . -128.0(2) ?
C7 C8 C22 C23 . . . . 0.3(4) ?
C9 C8 C22 C23 . . . . -175.1(2) ?
C7 C8 C22 N2 . . . . -179.2(2) ?
C9 C8 C22 N2 . . . . 5.4(4) ?
C21 N2 C22 C23 . . . . -116.5(3) ?
C21 N2 C22 C8 . . . . 63.0(4) ?
C8 C22 C23 C5 . . . . -1.1(4) ?
N2 C22 C23 C5 . . . . 178.4(3) ?
C6 C5 C23 C22 . . . . 0.8(4) ?
C14 C15 C24 O2 . . . . 177.3(3) ?
N1 C15 C24 O2 . . . . 1.3(5) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H3 O1 3_664 0.88 2.10 2.962(3) 166.4 ?
C1 H1 O2 . 0.98 2.47 3.431(6) 166.5 ?
C3 H4 O3 2_765 0.98 2.53 3.391(7) 147.1 ?
C13 H13 O1 3_665 0.99 2.49 3.297(4) 138.1 ?
C14 H28 O3 2_764 0.95 2.54 3.434(5) 157.4 ?
C16 H12 N2 3_665 0.99 2.67 3.487(4) 140.2 ?
C23 H21 O2 2_654 0.95 2.56 3.285(4) 133.5 ?

