# Supplementary Information (SI) for RSC Advances.
# 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_2ai
_database_code_depnum_ccdc_archive 'CCDC 2283893'
loop_
_audit_author_name
_audit_author_address
'Attila Benyei'
;University of Debrecen
Hungary
;
_audit_update_record             
;
2024-11-07 deposited with the CCDC.	2024-12-20 downloaded from the CCDC.
;
_publcif_datablock.id            {5d399389-27ed-44b7-8355-1963f2033ff5}

_chemical_name_systematic        ?
_chemical_name_common            'Kurtan KM62'
_chemical_formula_moiety         'C27 H23 N3 O4, C3 H6 O '
_chemical_formula_sum            'C30 H29 N3 O5'
_chemical_formula_iupac          ?
_chemical_formula_weight         511.56

_chemical_melting_point          ?

_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                   9.9366(4)
_cell_length_b                   10.1419(4)
_cell_length_c                   14.5001(6)
_cell_angle_alpha                96.998(2)
_cell_angle_beta                 94.577(2)
_cell_angle_gamma                111.265(2)
_cell_volume                     1339.43(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    87
_cell_measurement_theta_min      2.1637
_cell_measurement_theta_max      19.3260
_cell_measurement_temperature    299.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.232
_exptl_crystal_size_min          0.173
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             540

_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      299.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS 3.0'
_diffrn_source_power             0.07
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           ' Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and π scan'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            33353
_diffrn_reflns_av_R_equivalents  0.0843
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_theta_min         2.47
_diffrn_reflns_theta_max         25.70
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

_refine_special_details          
;
;

_reflns_number_total             5081
_reflns_number_gt                3804
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0739
_refine_ls_R_factor_gt           0.0522
_refine_ls_wR_factor_gt          0.1350
_refine_ls_wR_factor_ref         0.1570
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_number_reflns         5081
_refine_ls_number_parameters     348
_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)+(0.0676P)²+0.5221P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.258
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.012(4)

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 vV6.2.6'
_computing_cell_refinement       'APEX3 v2017.3-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1503)'
_computing_publication_material  'WinGX, PublCIF'

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
C C1 0.3043(2) 0.87029(18) 0.83207(12) 0.0355(4) Uani d . . . 1 . .
C C2 0.36673(19) 0.83595(18) 0.75791(12) 0.0344(4) Uani d . . . 1 . .
C C4 0.5144(2) 1.08255(17) 0.76109(13) 0.0362(4) Uani d . . . 1 . .
H H4 0.587312 1.092632 0.813910 0.043000 Uiso calc U . R 1 . .
C C5 0.4404(2) 1.2730(2) 0.84816(15) 0.0479(5) Uani d . . . 1 . .
H H5A 0.520616 1.290825 0.896870 0.057000 Uiso calc U . R 1 . .
H H5B 0.475021 1.339345 0.804565 0.057000 Uiso calc U . R 1 . .
C C4A 0.3914(2) 1.12035(18) 0.79686(12) 0.0371(4) Uani d . . . 1 . .
H H4A 0.319049 1.107853 0.743145 0.045000 Uiso calc U . R 1 . .
C C7 0.0661(3) 1.2210(3) 0.90735(15) 0.0574(6) Uani d . . . 1 . .
H H7 0.074694 1.315876 0.921470 0.069000 Uiso calc U . R 1 . .
C C6A 0.1901(2) 1.1912(2) 0.89042(13) 0.0453(5) Uani d . . . 1 . .
C C8 -0.0671(3) 1.1136(3) 0.90353(15) 0.0577(6) Uani d . . . 1 . .
H H8 -0.148259 1.135436 0.914349 0.069000 Uiso calc U . R 1 . .
C C9 -0.0805(2) 0.9722(2) 0.88349(14) 0.0488(5) Uani d . . . 1 . .
C C10 0.0418(2) 0.9385(2) 0.87037(13) 0.0428(5) Uani d . . . 1 . .
H H10 0.031704 0.843003 0.858049 0.051000 Uiso calc U . R 1 . .
C C11 0.2422(2) 0.76541(19) 0.88974(13) 0.0407(4) Uani d . . . 1 . .
C C10A 0.1762(2) 1.0447(2) 0.87547(12) 0.0396(4) Uani d . . . 1 . .
C C10B 0.3167(2) 1.02159(18) 0.86495(12) 0.0363(4) Uani d . . . 1 . .
H H10B 0.378118 1.055539 0.925945 0.044000 Uiso calc U . R 1 . .
C C12 0.3473(2) 0.68847(18) 0.71664(12) 0.0363(4) Uani d . . . 1 . .
C C13 0.4661(2) 0.6567(2) 0.69411(15) 0.0483(5) Uani d . . . 1 . .
H H13 0.558763 0.728381 0.704709 0.058000 Uiso calc U . R 1 . .
C C14 0.4471(3) 0.5180(3) 0.65574(17) 0.0635(6) Uani d . . . 1 . .
H H14 0.527222 0.496963 0.640783 0.076000 Uiso calc U . R 1 . .
C C15 0.3103(3) 0.4113(2) 0.63969(17) 0.0658(7) Uani d . . . 1 . .
H H15 0.298105 0.318207 0.614661 0.079000 Uiso calc U . R 1 . .
C C16 0.1923(3) 0.4425(2) 0.66063(17) 0.0641(7) Uani d . . . 1 . .
H H16 0.099606 0.370789 0.649094 0.077000 Uiso calc U . R 1 . .
C C17 0.2106(2) 0.5806(2) 0.69893(15) 0.0487(5) Uani d . . . 1 . .
H H17 0.129797 0.601106 0.712928 0.058000 Uiso calc U . R 1 . .
C C18 0.5862(2) 1.17382(19) 0.69066(13) 0.0396(4) Uani d . . . 1 . .
C C19 0.7112(2) 1.2966(2) 0.71971(14) 0.0434(5) Uani d . . . 1 . .
C C20 0.7748(2) 1.3832(2) 0.65573(17) 0.0558(6) Uani d . . . 1 . .
H H20 0.857980 1.465419 0.675295 0.067000 Uiso calc U . R 1 . .
C C21 0.7136(3) 1.3465(3) 0.56248(17) 0.0633(7) Uani d . . . 1 . .
H H21 0.757168 1.403592 0.519288 0.076000 Uiso calc U . R 1 . .
C C22 0.5900(3) 1.2272(3) 0.53332(16) 0.0641(7) Uani d . . . 1 . .
H H22 0.549072 1.203837 0.470701 0.077000 Uiso calc U . R 1 . .
C C23 0.5260(3) 1.1413(2) 0.59716(14) 0.0519(5) Uani d . . . 1 . .
H H23 0.441452 1.060511 0.577149 0.062000 Uiso calc U . R 1 . .
C C25 0.8799(3) 1.4533(2) 0.84990(18) 0.0624(6) Uani d . . . 1 . .
H H25A 0.899133 1.460594 0.916651 0.094000 Uiso calc U . R 1 . .
H H25B 0.856151 1.532890 0.835618 0.094000 Uiso calc U . R 1 . .
H H25C 0.964727 1.454266 0.822161 0.094000 Uiso calc U . R 1 . .
C C26 0.3399(3) 1.4481(2) 0.91265(18) 0.0680(7) Uani d . . . 1 . .
H H26A 0.312633 1.465254 0.973687 0.102000 Uiso calc U . R 1 . .
H H26B 0.279158 1.469897 0.866895 0.102000 Uiso calc U . R 1 . .
H H26C 0.439965 1.508066 0.912283 0.102000 Uiso calc U . R 1 . .
C C51 -0.1526(5) -0.0035(6) 0.6240(4) 0.1507(18) Uani d . . . 1 . .
H H51A -0.237079 -0.079497 0.589231 0.226000 Uiso calc U . R 1 . .
H H51B -0.139211 0.083781 0.599809 0.226000 Uiso calc U . R 1 . .
H H51C -0.165922 0.009280 0.688908 0.226000 Uiso calc U . R 1 . .
C C52 -0.0238(4) -0.0401(4) 0.6151(2) 0.0938(10) Uani d . . . 1 . .
C C53 -0.0398(7) -0.1879(5) 0.6088(3) 0.179(3) Uani d . . . 1 . .
H H53A -0.113963 -0.244856 0.557874 0.269000 Uiso calc U . R 1 . .
H H53B -0.067162 -0.221040 0.666344 0.269000 Uiso calc U . R 1 . .
H H53C 0.050917 -0.196486 0.597904 0.269000 Uiso calc U . R 1 . .
N N6 0.3215(2) 1.29782(17) 0.88999(12) 0.0514(5) Uani d . . . 1 . .
N N27 -0.2202(2) 0.8594(2) 0.87797(13) 0.0616(5) Uani d . . . 1 . .
N N29 0.1942(2) 0.68875(19) 0.94080(13) 0.0584(5) Uani d . . . 1 . .
O O3 0.45459(14) 0.93504(12) 0.71265(9) 0.0394(3) Uani d . . . 1 . .
O O24 0.76120(16) 1.32340(15) 0.81337(10) 0.0545(4) Uani d . . . 1 . .
O O28 -0.2320(2) 0.7346(2) 0.85630(17) 0.0889(6) Uani d . . . 1 . .
O O29 -0.32618(19) 0.8902(2) 0.89516(13) 0.0822(6) Uani d . . . 1 . .
O O51 0.0907(3) 0.0539(4) 0.6134(2) 0.1442(11) Uani d . . . 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
C1 C2 . 1.354(2) ?
C1 C11 . 1.426(2) ?
C1 C10B . 1.507(2) ?
C2 O3 . 1.348(2) ?
C2 C12 . 1.479(2) ?
C4 O3 . 1.455(2) ?
C4 C18 . 1.509(2) ?
C4 C4A . 1.517(2) ?
C4 H4 . 0.980000 ?
C5 N6 . 1.456(3) ?
C5 C4A . 1.517(2) ?
C5 H5A . 0.970000 ?
C5 H5B . 0.970000 ?
C4A C10B . 1.532(2) ?
C4A H4A . 0.980000 ?
C7 C8 . 1.367(3) ?
C7 C6A . 1.404(3) ?
C7 H7 . 0.930000 ?
C6A N6 . 1.361(3) ?
C6A C10A . 1.429(3) ?
C8 C9 . 1.383(3) ?
C8 H8 . 0.930000 ?
C9 C10 . 1.397(3) ?
C9 N27 . 1.432(3) ?
C10 C10A . 1.368(3) ?
C10 H10 . 0.930000 ?
C11 N29 . 1.144(2) ?
C10A C10B . 1.513(3) ?
C10B H10B . 0.980000 ?
C12 C17 . 1.381(3) ?
C12 C13 . 1.384(3) ?
C13 C14 . 1.387(3) ?
C13 H13 . 0.930000 ?
C14 C15 . 1.376(4) ?
C14 H14 . 0.930000 ?
C15 C16 . 1.367(4) ?
C15 H15 . 0.930000 ?
C16 C17 . 1.383(3) ?
C16 H16 . 0.930000 ?
C17 H17 . 0.930000 ?
C18 C23 . 1.387(3) ?
C18 C19 . 1.392(3) ?
C19 O24 . 1.367(2) ?
C19 C20 . 1.386(3) ?
C20 C21 . 1.385(3) ?
C20 H20 . 0.930000 ?
C21 C22 . 1.366(4) ?
C21 H21 . 0.930000 ?
C22 C23 . 1.382(3) ?
C22 H22 . 0.930000 ?
C23 H23 . 0.930000 ?
C25 O24 . 1.418(3) ?
C25 H25A . 0.960000 ?
C25 H25B . 0.960000 ?
C25 H25C . 0.960000 ?
C26 N6 . 1.460(2) ?
C26 H26A . 0.960000 ?
C26 H26B . 0.960000 ?
C26 H26C . 0.960000 ?
C51 C52 . 1.468(6) ?
C51 H51A . 0.960000 ?
C51 H51B . 0.960000 ?
C51 H51C . 0.960000 ?
C52 O51 . 1.194(4) ?
C52 C53 . 1.440(5) ?
C53 H53A . 0.960000 ?
C53 H53B . 0.960000 ?
C53 H53C . 0.960000 ?
N27 O28 . 1.226(3) ?
N27 O29 . 1.236(2) ?

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
C2 C1 C11 . . 119.41(15) ?
C2 C1 C10B . . 122.34(15) ?
C11 C1 C10B . . 117.65(15) ?
O3 C2 C1 . . 122.92(15) ?
O3 C2 C12 . . 112.08(14) ?
C1 C2 C12 . . 125.00(16) ?
O3 C4 C18 . . 106.42(14) ?
O3 C4 C4A . . 108.71(14) ?
C18 C4 C4A . . 112.48(14) ?
O3 C4 H4 . . 109.700000 ?
C18 C4 H4 . . 109.700000 ?
C4A C4 H4 . . 109.700000 ?
N6 C5 C4A . . 111.05(17) ?
N6 C5 H5A . . 109.400000 ?
C4A C5 H5A . . 109.400000 ?
N6 C5 H5B . . 109.400000 ?
C4A C5 H5B . . 109.400000 ?
H5A C5 H5B . . 108.000000 ?
C5 C4A C4 . . 113.62(16) ?
C5 C4A C10B . . 106.85(14) ?
C4 C4A C10B . . 111.16(14) ?
C5 C4A H4A . . 108.400000 ?
C4 C4A H4A . . 108.400000 ?
C10B C4A H4A . . 108.400000 ?
C8 C7 C6A . . 121.5(2) ?
C8 C7 H7 . . 119.300000 ?
C6A C7 H7 . . 119.300000 ?
N6 C6A C7 . . 121.62(18) ?
N6 C6A C10A . . 120.19(18) ?
C7 C6A C10A . . 118.2(2) ?
C7 C8 C9 . . 119.6(2) ?
C7 C8 H8 . . 120.200000 ?
C9 C8 H8 . . 120.200000 ?
C8 C9 C10 . . 120.5(2) ?
C8 C9 N27 . . 119.74(19) ?
C10 C9 N27 . . 119.76(19) ?
C10A C10 C9 . . 120.63(19) ?
C10A C10 H10 . . 119.700000 ?
C9 C10 H10 . . 119.700000 ?
N29 C11 C1 . . 175.4(2) ?
C10 C10A C6A . . 119.45(18) ?
C10 C10A C10B . . 125.43(16) ?
C6A C10A C10B . . 115.11(17) ?
C1 C10B C10A . . 117.02(16) ?
C1 C10B C4A . . 110.46(14) ?
C10A C10B C4A . . 105.46(14) ?
C1 C10B H10B . . 107.900000 ?
C10A C10B H10B . . 107.900000 ?
C4A C10B H10B . . 107.900000 ?
C17 C12 C13 . . 118.87(17) ?
C17 C12 C2 . . 120.69(17) ?
C13 C12 C2 . . 120.43(17) ?
C12 C13 C14 . . 120.1(2) ?
C12 C13 H13 . . 119.900000 ?
C14 C13 H13 . . 119.900000 ?
C15 C14 C13 . . 120.3(2) ?
C15 C14 H14 . . 119.900000 ?
C13 C14 H14 . . 119.900000 ?
C16 C15 C14 . . 119.9(2) ?
C16 C15 H15 . . 120.100000 ?
C14 C15 H15 . . 120.100000 ?
C15 C16 C17 . . 120.1(2) ?
C15 C16 H16 . . 120.000000 ?
C17 C16 H16 . . 120.000000 ?
C12 C17 C16 . . 120.8(2) ?
C12 C17 H17 . . 119.600000 ?
C16 C17 H17 . . 119.600000 ?
C23 C18 C19 . . 118.77(17) ?
C23 C18 C4 . . 121.05(17) ?
C19 C18 C4 . . 120.12(17) ?
O24 C19 C20 . . 124.51(19) ?
O24 C19 C18 . . 115.20(16) ?
C20 C19 C18 . . 120.3(2) ?
C21 C20 C19 . . 119.6(2) ?
C21 C20 H20 . . 120.200000 ?
C19 C20 H20 . . 120.200000 ?
C22 C21 C20 . . 120.6(2) ?
C22 C21 H21 . . 119.700000 ?
C20 C21 H21 . . 119.700000 ?
C21 C22 C23 . . 119.8(2) ?
C21 C22 H22 . . 120.100000 ?
C23 C22 H22 . . 120.100000 ?
C22 C23 C18 . . 120.9(2) ?
C22 C23 H23 . . 119.600000 ?
C18 C23 H23 . . 119.600000 ?
O24 C25 H25A . . 109.500000 ?
O24 C25 H25B . . 109.500000 ?
H25A C25 H25B . . 109.500000 ?
O24 C25 H25C . . 109.500000 ?
H25A C25 H25C . . 109.500000 ?
H25B C25 H25C . . 109.500000 ?
N6 C26 H26A . . 109.500000 ?
N6 C26 H26B . . 109.500000 ?
H26A C26 H26B . . 109.500000 ?
N6 C26 H26C . . 109.500000 ?
H26A C26 H26C . . 109.500000 ?
H26B C26 H26C . . 109.500000 ?
C52 C51 H51A . . 109.500000 ?
C52 C51 H51B . . 109.500000 ?
H51A C51 H51B . . 109.500000 ?
C52 C51 H51C . . 109.500000 ?
H51A C51 H51C . . 109.500000 ?
H51B C51 H51C . . 109.500000 ?
O51 C52 C53 . . 122.4(5) ?
O51 C52 C51 . . 118.8(4) ?
C53 C52 C51 . . 118.8(4) ?
C52 C53 H53A . . 109.500000 ?
C52 C53 H53B . . 109.500000 ?
H53A C53 H53B . . 109.500000 ?
C52 C53 H53C . . 109.500000 ?
H53A C53 H53C . . 109.500000 ?
H53B C53 H53C . . 109.500000 ?
C6A N6 C5 . . 122.80(15) ?
C6A N6 C26 . . 120.72(19) ?
C5 N6 C26 . . 115.13(18) ?
O28 N27 O29 . . 121.6(2) ?
O28 N27 C9 . . 119.22(19) ?
O29 N27 C9 . . 119.2(2) ?
C2 O3 C4 . . 116.88(13) ?
C19 O24 C25 . . 118.54(16) ?

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
C11 C1 C2 O3 . . . . -165.15(17) ?
C10B C1 C2 O3 . . . . 5.7(3) ?
C11 C1 C2 C12 . . . . 15.2(3) ?
C10B C1 C2 C12 . . . . -173.94(17) ?
N6 C5 C4A C4 . . . . -173.46(15) ?
N6 C5 C4A C10B . . . . -50.5(2) ?
O3 C4 C4A C5 . . . . -179.46(14) ?
C18 C4 C4A C5 . . . . -61.9(2) ?
O3 C4 C4A C10B . . . . 59.98(19) ?
C18 C4 C4A C10B . . . . 177.57(15) ?
C8 C7 C6A N6 . . . . 177.0(2) ?
C8 C7 C6A C10A . . . . -4.4(3) ?
C6A C7 C8 C9 . . . . 0.6(3) ?
C7 C8 C9 C10 . . . . 2.2(3) ?
C7 C8 C9 N27 . . . . -179.01(19) ?
C8 C9 C10 C10A . . . . -1.2(3) ?
N27 C9 C10 C10A . . . . -179.93(17) ?
C9 C10 C10A C6A . . . . -2.7(3) ?
C9 C10 C10A C10B . . . . 178.39(17) ?
N6 C6A C10A C10 . . . . -176.00(17) ?
C7 C6A C10A C10 . . . . 5.3(3) ?
N6 C6A C10A C10B . . . . 3.0(3) ?
C7 C6A C10A C10B . . . . -175.61(17) ?
C2 C1 C10B C10A . . . . 127.21(19) ?
C11 C1 C10B C10A . . . . -61.8(2) ?
C2 C1 C10B C4A . . . . 6.6(3) ?
C11 C1 C10B C4A . . . . 177.59(17) ?
C10 C10A C10B C1 . . . . 9.6(3) ?
C6A C10A C10B C1 . . . . -169.36(16) ?
C10 C10A C10B C4A . . . . 132.86(18) ?
C6A C10A C10B C4A . . . . -46.1(2) ?
C5 C4A C10B C1 . . . . -163.22(16) ?
C4 C4A C10B C1 . . . . -38.7(2) ?
C5 C4A C10B C10A . . . . 69.46(19) ?
C4 C4A C10B C10A . . . . -166.06(15) ?
O3 C2 C12 C17 . . . . -133.82(18) ?
C1 C2 C12 C17 . . . . 45.9(3) ?
O3 C2 C12 C13 . . . . 45.4(2) ?
C1 C2 C12 C13 . . . . -134.9(2) ?
C17 C12 C13 C14 . . . . -1.0(3) ?
C2 C12 C13 C14 . . . . 179.77(19) ?
C12 C13 C14 C15 . . . . 0.1(3) ?
C13 C14 C15 C16 . . . . 0.8(4) ?
C14 C15 C16 C17 . . . . -0.8(4) ?
C13 C12 C17 C16 . . . . 1.0(3) ?
C2 C12 C17 C16 . . . . -179.78(19) ?
C15 C16 C17 C12 . . . . -0.1(3) ?
O3 C4 C18 C23 . . . . 36.8(2) ?
C4A C4 C18 C23 . . . . -82.1(2) ?
O3 C4 C18 C19 . . . . -146.08(17) ?
C4A C4 C18 C19 . . . . 95.0(2) ?
C23 C18 C19 O24 . . . . 178.16(17) ?
C4 C18 C19 O24 . . . . 1.0(3) ?
C23 C18 C19 C20 . . . . -0.8(3) ?
C4 C18 C19 C20 . . . . -177.95(18) ?
O24 C19 C20 C21 . . . . -179.2(2) ?
C18 C19 C20 C21 . . . . -0.3(3) ?
C19 C20 C21 C22 . . . . 1.1(4) ?
C20 C21 C22 C23 . . . . -0.7(4) ?
C21 C22 C23 C18 . . . . -0.5(4) ?
C19 C18 C23 C22 . . . . 1.2(3) ?
C4 C18 C23 C22 . . . . 178.33(19) ?
C7 C6A N6 C5 . . . . -162.51(19) ?
C10A C6A N6 C5 . . . . 18.9(3) ?
C7 C6A N6 C26 . . . . 3.6(3) ?
C10A C6A N6 C26 . . . . -175.01(18) ?
C4A C5 N6 C6A . . . . 6.7(3) ?
C4A C5 N6 C26 . . . . -160.11(18) ?
C8 C9 N27 O28 . . . . 177.0(2) ?
C10 C9 N27 O28 . . . . -4.2(3) ?
C8 C9 N27 O29 . . . . -3.0(3) ?
C10 C9 N27 O29 . . . . 175.74(19) ?
C1 C2 O3 C4 . . . . 17.0(3) ?
C12 C2 O3 C4 . . . . -163.31(15) ?
C18 C4 O3 C2 . . . . -170.65(15) ?
C4A C4 O3 C2 . . . . -49.27(19) ?
C20 C19 O24 C25 . . . . 4.7(3) ?
C18 C19 O24 C25 . . . . -174.22(18) ?

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
C25 H25B O28 1_665 0.96 2.50 3.412(3) 159.2 ?


####################################################################### 
# 
# 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_6p
_database_code_depnum_ccdc_archive 'CCDC 2401371'
loop_
_audit_author_name
_audit_author_address
'Attila Benyei'
;University of Debrecen
Hungary
;
_audit_update_record             
;
2024-11-07 deposited with the CCDC.	2024-12-20 downloaded from the CCDC.
;
_publcif_datablock.id            {dc8e7557-cf64-4d62-bd38-e07b027209ea}

_chemical_name_systematic        ?
_chemical_name_common            KM321/1
_chemical_formula_moiety         'C20 H23 N O3 '
_chemical_formula_sum            'C20 H23 N O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         325.39

_chemical_melting_point          ?

_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                   5.8551(7)
_cell_length_b                   10.1414(12)
_cell_length_c                   15.2595(17)
_cell_angle_alpha                106.479(5)
_cell_angle_beta                 96.585(5)
_cell_angle_gamma                95.737(5)
_cell_volume                     854.75(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4838
_cell_measurement_theta_min      2.8159
_cell_measurement_theta_max      23.2061
_cell_measurement_temperature    295.(2)

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.325
_exptl_crystal_size_mid          0.087
_exptl_crystal_size_min          0.071
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             348

_exptl_absorpt_coefficient_mu    0.085
_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  0.97
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      295.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS 3.0'
_diffrn_source_power             ?
_diffrn_source_current           ?
_diffrn_source_voltage           ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           ' Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror INCOATEC'

_diffrn_measurement_device       'Bruker D8 Venture'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and π scan'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            21749
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         25.46
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;
;

_reflns_number_total             3124
_reflns_number_gt                2356
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1160
_refine_ls_R_factor_gt           0.0962
_refine_ls_wR_factor_gt          0.3058
_refine_ls_wR_factor_ref         0.3195
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_number_reflns         3124
_refine_ls_number_parameters     219
_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)+(0.1140P)²+2.6496P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.258
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.057(14)

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 vV6.2.6'
_computing_cell_refinement       'APEX3 v2017.3-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1503)'
_computing_publication_material  'WinGX, PublCIF'

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
C C1 0.6915(10) 0.4670(6) 0.8928(3) 0.0559(14) Uani d . . . 1 . .
H H1A 0.563835 0.423233 0.914652 0.067000 Uiso calc U . R 1 . .
H H1AB 0.833068 0.471239 0.933956 0.067000 Uiso calc U . R 1 . .
C C2 0.6502(10) 0.6123(6) 0.8941(4) 0.0605(15) Uani d . . . 1 . .
H H2A 0.624849 0.663385 0.955573 0.073000 Uiso calc U . R 1 . .
H H2AB 0.787044 0.659811 0.880147 0.073000 Uiso calc U . R 1 . .
C C4 0.4481(10) 0.5227(5) 0.7332(3) 0.0537(13) Uani d . . . 1 . .
H H4A 0.571566 0.560812 0.706357 0.064000 Uiso calc U . R 1 . .
H H4AB 0.301538 0.520520 0.695656 0.064000 Uiso calc U . R 1 . .
C C5 0.4865(9) 0.2763(5) 0.6384(3) 0.0492(12) Uani d . . . 1 . .
H H5 0.629761 0.302847 0.616326 0.059000 Uiso calc U . R 1 . .
C C4A 0.4824(9) 0.3754(5) 0.7333(3) 0.0468(12) Uani d . . . 1 . .
H H4AA 0.355105 0.338474 0.759889 0.056000 Uiso calc U . R 1 . .
C C6 0.6435(9) 0.1271(5) 0.7172(3) 0.0502(12) Uani d . . . 1 . .
C C7 0.6654(12) -0.0227(6) 0.7063(5) 0.0764(19) Uani d . . . 1 . .
H H7A 0.512115 -0.076794 0.689733 0.092000 Uiso calc U . R 1 . .
H H7AB 0.753847 -0.057053 0.656608 0.092000 Uiso calc U . R 1 . .
C C8 0.7831(13) -0.0408(7) 0.7935(5) 0.083(2) Uani d . . . 1 . .
H H8A 0.820167 -0.134742 0.781799 0.100000 Uiso calc U . R 1 . .
H H8AB 0.679628 -0.025998 0.839653 0.100000 Uiso calc U . R 1 . .
C C9 1.0016(12) 0.0608(7) 0.8291(5) 0.080(2) Uani d . . . 1 . .
H H9A 1.111774 0.037161 0.786169 0.096000 Uiso calc U . R 1 . .
H H9AB 1.069584 0.052268 0.887893 0.096000 Uiso calc U . R 1 . .
C C9B 0.7119(9) 0.3808(5) 0.7950(3) 0.0460(12) Uani d . . . 1 . .
H H9B 0.836277 0.429450 0.773287 0.055000 Uiso calc U . R 1 . .
C C10 0.9635(10) 0.2092(6) 0.8417(4) 0.0572(14) Uani d . . . 1 . .
C C10A 0.7636(8) 0.2345(5) 0.7850(3) 0.0467(12) Uani d . . . 1 . .
C C12 0.2879(10) 0.6957(5) 0.8429(4) 0.0556(13) Uani d . . . 1 . .
C C13 0.2975(13) 0.7901(7) 0.9402(4) 0.0759(19) Uani d . . . 1 . .
H H13A 0.170352 0.843278 0.942487 0.114000 Uiso calc U . R 1 . .
H H13B 0.441432 0.851803 0.958112 0.114000 Uiso calc U . R 1 . .
H H13C 0.286645 0.735093 0.981852 0.114000 Uiso calc U . R 1 . .
C C15 0.2843(9) 0.2685(5) 0.5664(3) 0.0465(12) Uani d . . . 1 . .
C C16 0.0741(9) 0.1863(5) 0.5586(4) 0.0524(13) Uani d . . . 1 . .
H H16 0.054284 0.134058 0.599044 0.063000 Uiso calc U . R 1 . .
C C17 -0.1068(9) 0.1825(6) 0.4897(4) 0.0595(14) Uani d . . . 1 . .
H H17 -0.246957 0.126456 0.483828 0.071000 Uiso calc U . R 1 . .
C C18 -0.0798(10) 0.2606(6) 0.4306(4) 0.0607(15) Uani d . . . 1 . .
H H18 -0.202436 0.259502 0.385814 0.073000 Uiso calc U . R 1 . .
C C19 0.1257(11) 0.3394(6) 0.4378(4) 0.0648(16) Uani d . . . 1 . .
H H19 0.143705 0.392351 0.397672 0.078000 Uiso calc U . R 1 . .
C C20 0.3087(10) 0.3420(6) 0.5037(4) 0.0598(14) Uani d . . . 1 . .
H H20 0.450641 0.394000 0.506130 0.072000 Uiso calc U . R 1 . .
N N3 0.4492(8) 0.6107(4) 0.8270(3) 0.0511(11) Uani d . . . 1 . .
O O6 0.4886(7) 0.1387(4) 0.6477(3) 0.0625(11) Uani d . . . 1 . .
O O11 1.1028(7) 0.3049(5) 0.8942(3) 0.0716(13) Uani d . . . 1 . .
O O14 0.1343(9) 0.6984(5) 0.7830(3) 0.0836(15) Uani d . . . 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
C1 C2 . 1.512(7) ?
C1 C9B . 1.525(7) ?
C1 H1A . 0.970000 ?
C1 H1AB . 0.970000 ?
C2 N3 . 1.465(6) ?
C2 H2A . 0.970000 ?
C2 H2AB . 0.970000 ?
C4 N3 . 1.455(6) ?
C4 C4A . 1.528(7) ?
C4 H4A . 0.970000 ?
C4 H4AB . 0.970000 ?
C5 O6 . 1.444(6) ?
C5 C15 . 1.499(7) ?
C5 C4A . 1.515(7) ?
C5 H5 . 0.980000 ?
C4A C9B . 1.537(6) ?
C4A H4AA . 0.980000 ?
C6 C10A . 1.338(7) ?
C6 O6 . 1.354(6) ?
C6 C7 . 1.500(7) ?
C7 C8 . 1.495(9) ?
C7 H7A . 0.970000 ?
C7 H7AB . 0.970000 ?
C8 C9 . 1.501(10) ?
C8 H8A . 0.970000 ?
C8 H8AB . 0.970000 ?
C9 C10 . 1.504(8) ?
C9 H9A . 0.970000 ?
C9 H9AB . 0.970000 ?
C9B C10A . 1.513(7) ?
C9B H9B . 0.980000 ?
C10 O11 . 1.224(7) ?
C10 C10A . 1.462(7) ?
C12 O14 . 1.216(6) ?
C12 N3 . 1.338(7) ?
C12 C13 . 1.513(8) ?
C13 H13A . 0.960000 ?
C13 H13B . 0.960000 ?
C13 H13C . 0.960000 ?
C15 C20 . 1.380(7) ?
C15 C16 . 1.389(7) ?
C16 C17 . 1.393(7) ?
C16 H16 . 0.930000 ?
C17 C18 . 1.371(8) ?
C17 H17 . 0.930000 ?
C18 C19 . 1.351(9) ?
C18 H18 . 0.930000 ?
C19 C20 . 1.376(8) ?
C19 H19 . 0.930000 ?
C20 H20 . 0.930000 ?

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
C2 C1 C9B . . 110.2(4) ?
C2 C1 H1A . . 109.600000 ?
C9B C1 H1A . . 109.600000 ?
C2 C1 H1AB . . 109.600000 ?
C9B C1 H1AB . . 109.600000 ?
H1A C1 H1AB . . 108.100000 ?
N3 C2 C1 . . 111.6(4) ?
N3 C2 H2A . . 109.300000 ?
C1 C2 H2A . . 109.300000 ?
N3 C2 H2AB . . 109.300000 ?
C1 C2 H2AB . . 109.300000 ?
H2A C2 H2AB . . 108.000000 ?
N3 C4 C4A . . 110.3(4) ?
N3 C4 H4A . . 109.600000 ?
C4A C4 H4A . . 109.600000 ?
N3 C4 H4AB . . 109.600000 ?
C4A C4 H4AB . . 109.600000 ?
H4A C4 H4AB . . 108.100000 ?
O6 C5 C15 . . 107.1(4) ?
O6 C5 C4A . . 107.8(4) ?
C15 C5 C4A . . 115.7(4) ?
O6 C5 H5 . . 108.700000 ?
C15 C5 H5 . . 108.700000 ?
C4A C5 H5 . . 108.700000 ?
C5 C4A C4 . . 114.2(4) ?
C5 C4A C9B . . 108.6(4) ?
C4 C4A C9B . . 109.1(4) ?
C5 C4A H4AA . . 108.300000 ?
C4 C4A H4AA . . 108.300000 ?
C9B C4A H4AA . . 108.300000 ?
C10A C6 O6 . . 124.6(4) ?
C10A C6 C7 . . 124.9(5) ?
O6 C6 C7 . . 110.4(4) ?
C8 C7 C6 . . 111.2(5) ?
C8 C7 H7A . . 109.400000 ?
C6 C7 H7A . . 109.400000 ?
C8 C7 H7AB . . 109.400000 ?
C6 C7 H7AB . . 109.400000 ?
H7A C7 H7AB . . 108.000000 ?
C7 C8 C9 . . 110.0(6) ?
C7 C8 H8A . . 109.700000 ?
C9 C8 H8A . . 109.700000 ?
C7 C8 H8AB . . 109.700000 ?
C9 C8 H8AB . . 109.700000 ?
H8A C8 H8AB . . 108.200000 ?
C8 C9 C10 . . 113.4(5) ?
C8 C9 H9A . . 108.900000 ?
C10 C9 H9A . . 108.900000 ?
C8 C9 H9AB . . 108.900000 ?
C10 C9 H9AB . . 108.900000 ?
H9A C9 H9AB . . 107.700000 ?
C10A C9B C1 . . 115.5(4) ?
C10A C9B C4A . . 109.3(4) ?
C1 C9B C4A . . 107.4(4) ?
C10A C9B H9B . . 108.100000 ?
C1 C9B H9B . . 108.100000 ?
C4A C9B H9B . . 108.100000 ?
O11 C10 C10A . . 121.6(5) ?
O11 C10 C9 . . 120.7(5) ?
C10A C10 C9 . . 117.6(5) ?
C6 C10A C10 . . 118.3(5) ?
C6 C10A C9B . . 120.6(4) ?
C10 C10A C9B . . 120.6(4) ?
O14 C12 N3 . . 122.7(5) ?
O14 C12 C13 . . 119.3(5) ?
N3 C12 C13 . . 118.0(5) ?
C12 C13 H13A . . 109.500000 ?
C12 C13 H13B . . 109.500000 ?
H13A C13 H13B . . 109.500000 ?
C12 C13 H13C . . 109.500000 ?
H13A C13 H13C . . 109.500000 ?
H13B C13 H13C . . 109.500000 ?
C20 C15 C16 . . 118.5(5) ?
C20 C15 C5 . . 119.2(5) ?
C16 C15 C5 . . 122.3(5) ?
C15 C16 C17 . . 119.6(5) ?
C15 C16 H16 . . 120.200000 ?
C17 C16 H16 . . 120.200000 ?
C18 C17 C16 . . 120.5(5) ?
C18 C17 H17 . . 119.800000 ?
C16 C17 H17 . . 119.800000 ?
C19 C18 C17 . . 119.7(5) ?
C19 C18 H18 . . 120.100000 ?
C17 C18 H18 . . 120.100000 ?
C18 C19 C20 . . 120.8(6) ?
C18 C19 H19 . . 119.600000 ?
C20 C19 H19 . . 119.600000 ?
C19 C20 C15 . . 120.9(5) ?
C19 C20 H20 . . 119.600000 ?
C15 C20 H20 . . 119.600000 ?
C12 N3 C4 . . 118.8(4) ?
C12 N3 C2 . . 124.9(4) ?
C4 N3 C2 . . 115.7(4) ?
C6 O6 C5 . . 116.1(4) ?

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
C9B C1 C2 N3 . . . . 54.3(7) ?
O6 C5 C4A C4 . . . . -172.5(4) ?
C15 C5 C4A C4 . . . . -52.7(6) ?
O6 C5 C4A C9B . . . . 65.6(5) ?
C15 C5 C4A C9B . . . . -174.6(4) ?
N3 C4 C4A C5 . . . . -179.3(4) ?
N3 C4 C4A C9B . . . . -57.7(6) ?
C10A C6 C7 C8 . . . . 16.7(9) ?
O6 C6 C7 C8 . . . . -164.7(6) ?
C6 C7 C8 C9 . . . . -49.2(8) ?
C7 C8 C9 C10 . . . . 54.5(9) ?
C2 C1 C9B C10A . . . . 177.5(5) ?
C2 C1 C9B C4A . . . . -60.2(6) ?
C5 C4A C9B C10A . . . . -47.2(5) ?
C4 C4A C9B C10A . . . . -172.1(4) ?
C5 C4A C9B C1 . . . . -173.2(4) ?
C4 C4A C9B C1 . . . . 61.8(5) ?
C8 C9 C10 O11 . . . . 158.0(6) ?
C8 C9 C10 C10A . . . . -25.8(9) ?
O6 C6 C10A C10 . . . . -165.2(5) ?
C7 C6 C10A C10 . . . . 13.2(9) ?
O6 C6 C10A C9B . . . . 7.5(8) ?
C7 C6 C10A C9B . . . . -174.0(6) ?
O11 C10 C10A C6 . . . . 167.8(6) ?
C9 C10 C10A C6 . . . . -8.3(8) ?
O11 C10 C10A C9B . . . . -4.9(8) ?
C9 C10 C10A C9B . . . . 178.9(5) ?
C1 C9B C10A C6 . . . . 133.4(5) ?
C4A C9B C10A C6 . . . . 12.2(7) ?
C1 C9B C10A C10 . . . . -54.0(7) ?
C4A C9B C10A C10 . . . . -175.3(5) ?
O6 C5 C15 C20 . . . . -140.3(5) ?
C4A C5 C15 C20 . . . . 99.4(6) ?
O6 C5 C15 C16 . . . . 37.7(6) ?
C4A C5 C15 C16 . . . . -82.6(6) ?
C20 C15 C16 C17 . . . . -1.4(8) ?
C5 C15 C16 C17 . . . . -179.5(5) ?
C15 C16 C17 C18 . . . . -0.9(8) ?
C16 C17 C18 C19 . . . . 1.6(9) ?
C17 C18 C19 C20 . . . . 0.0(9) ?
C18 C19 C20 C15 . . . . -2.4(9) ?
C16 C15 C20 C19 . . . . 3.1(8) ?
C5 C15 C20 C19 . . . . -178.8(5) ?
O14 C12 N3 C4 . . . . 3.2(8) ?
C13 C12 N3 C4 . . . . -177.8(5) ?
O14 C12 N3 C2 . . . . 173.9(6) ?
C13 C12 N3 C2 . . . . -7.1(8) ?
C4A C4 N3 C12 . . . . -135.4(5) ?
C4A C4 N3 C2 . . . . 53.0(6) ?
C1 C2 N3 C12 . . . . 137.6(6) ?
C1 C2 N3 C4 . . . . -51.4(7) ?
C10A C6 O6 C5 . . . . 11.3(8) ?
C7 C6 O6 C5 . . . . -167.3(5) ?
C15 C5 O6 C6 . . . . -172.8(4) ?
C4A C5 O6 C6 . . . . -47.7(6) ?

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
C1 H1AB O11 . 0.97 2.42 3.049(7) 121.8 ?
C2 H2A O11 2_767 0.97 2.56 3.221(6) 125.6 ?



loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
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