# 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_202506180
_database_code_depnum_ccdc_archive 'CCDC 2491919'
loop_
_audit_author_name
_audit_author_address
'Yong YOU'
;Chengdu University
China
;
_audit_update_record             
;
2025-09-28 deposited with the CCDC.	2026-01-08 downloaded from the CCDC.
;
_audit_creation_date             2025-06-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H15 N O3'
_chemical_formula_sum            'C15 H15 N O3'
_chemical_formula_weight         257.28
_chemical_absolute_configuration .
_chemical_melting_point          ?
_chemical_oxdiff_formula         C21H17N3O4
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.6525(6)
_cell_length_b                   5.5652(5)
_cell_length_c                   15.5161(11)
_cell_angle_alpha                90
_cell_angle_beta                 90.246(6)
_cell_angle_gamma                90
_cell_volume                     660.79(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2123
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.0330
_cell_measurement_theta_min      5.6490
_shelx_estimated_absorpt_T_max   0.950
_shelx_estimated_absorpt_T_min   0.878
_exptl_absorpt_coefficient_mu    0.740
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83652
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.142a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6931
_diffrn_reflns_point_group_measured_fraction_full 0.890
_diffrn_reflns_point_group_measured_fraction_max 0.875
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.093
_diffrn_reflns_theta_min         5.703
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -92.00 -30.00   1.00    1.10    --  -33.50 -57.00-120.00   62
  2  ω    -62.00 -37.00   1.00    1.10    --  -33.50 178.00 150.00   25
  3  ω     65.00  99.00   1.00    1.10    --   36.47 178.00 150.00   34
  4  ω     65.00  90.00   1.00    1.10    --   36.47-129.00 123.00   25
  5  ω     72.00 104.00   1.00    1.10    --   36.47  37.00  30.00   32
  6  ω     23.00  62.00   1.00    1.10    --   36.47  37.00  30.00   39
  7  ω     41.00  92.00   1.00   12.50    --  108.00-111.00  90.00   51
  8  ω    106.00 166.00   1.00   12.50    --  108.00 111.00  60.00   60
  9  ω    108.00 133.00   1.00   12.50    --  108.00 111.00  30.00   25
 10  ω     83.00 144.00   1.00   12.50    --  108.00  30.00  90.00   61
 11  ω    112.00 177.00   1.00   12.50    --  108.00  30.00 -60.00   65
 12  ω     84.00 140.00   1.00   12.50    --  108.00 178.00 -90.00   56
 13  ω    -60.00 -35.00   1.00    4.00    --  -33.50 178.00-120.00   25
 14  ω      5.00  31.00   1.00    4.00    --   36.47 -99.00-150.00   26
 15  ω     32.00  58.00   1.00    4.00    --   36.47 -37.00  90.00   26
 16  ω     43.00  75.00   1.00    4.00    --   36.47 -99.00-150.00   32
 17  ω    -33.00  17.00   1.00    4.00    --   36.47 -37.00  90.00   50
 18  ω     39.00  91.00   1.00   17.50    --  108.00 -94.00  90.00   52
 19  ω     99.00 173.00   1.00   17.50    --  108.00  45.00   0.00   74
 20  ω     57.00  90.00   1.00   17.50    --  108.00 -45.00  60.00   33
 21  ω    134.00 162.00   1.00   17.50    --  108.00  77.00-180.00   28
 22  ω   -102.00 -39.00   1.00    4.00    --  -33.50 -57.00 120.00   63
 23  ω    -91.00 -45.00   1.00    4.00    --  -33.50 178.00 -90.00   46
 24  ω      0.00  25.00   1.00    4.00    --   36.47  91.00  72.65   25
 25  ω      0.00  25.00   1.00    4.00    --   36.47  92.00 150.98   25
 26  ω     -2.00  23.00   1.00    4.00    --   36.47  95.00 168.12   25
 27  ω      0.00  25.00   1.00    4.00    --   36.47  95.00-158.38   25
 28  ω    -18.00   8.00   1.00    4.00    --   36.47 -77.00  90.00   26
 29  ω      4.00  29.00   1.00    4.00    --   36.47  85.00  33.11   25
 30  ω      4.00  35.00   1.00    4.00    --   36.47  19.00 150.00   31
 31  ω     29.00  55.00   1.00    4.00    --   36.47  57.00-180.00   26
 32  ω     72.00  98.00   1.00    4.00    --   36.47  57.00  60.00   26
 33  ω     61.00  97.00   1.00    4.00    --   36.47  57.00-180.00   36
 34  ω     47.00  73.00   1.00    4.00    --   36.47  19.00 150.00   26
 35  ω     88.00 114.00   1.00   17.50    --  108.00  61.00 120.00   26
 36  ω     90.00 116.00   1.00   17.50    --  108.00  61.00  60.00   26
 37  ω     88.00 114.00   1.00   17.50    --  108.00  45.00  60.00   26
 38  ω     89.00 115.00   1.00   17.50    --  108.00  61.00   0.00   26
 39  ω     89.00 115.00   1.00   17.50    --  108.00  61.00  90.00   26
 40  ω     39.00  64.00   1.00   17.50    --  108.00 -94.00 -90.00   25
 41  ω     89.00 115.00   1.00   17.50    --  108.00  30.00 150.00   26
 42  ω     84.00 110.00   1.00   17.50    --  108.00  30.00  60.00   26
 43  ω     89.00 115.00   1.00   17.50    --  108.00  45.00 120.00   26
 44  ω     90.00 116.00   1.00   17.50    --  108.00  45.00  30.00   26
 45  ω    144.00 170.00   1.00   17.50    --  108.00  61.00  30.00   26
 46  ω    129.00 155.00   1.00   17.50    --  108.00  61.00 150.00   26
 47  ω     88.00 114.00   1.00   17.50    --  108.00  61.00 150.00   26
 48  ω     88.00 114.00   1.00   17.50    --  108.00  30.00-180.00   26
 49  ω     89.00 115.00   1.00   17.50    --  108.00  45.00  90.00   26
 50  ω     90.00 116.00   1.00   17.50    --  108.00  45.00 150.00   26
 51  ω     85.00 111.00   1.00   17.50    --  108.00  30.00  30.00   26
 52  ω    148.00 173.00   1.00   17.50    --  108.00  61.00 120.00   25
 53  ω     93.00 119.00   1.00   17.50    --  108.00  30.00 120.00   26
 54  ω     97.00 123.00   1.00   17.50    --  108.00  61.00  30.00   26
 55  ω     14.00  39.00   1.00    4.00    --  -33.50  19.00 -90.00   25
 56  ω     60.00  87.00   1.00   17.50    --  108.00-111.00 -60.00   27
 57  ω    114.00 155.00   1.00   17.50    --  108.00 111.00   0.00   41
 58  ω     41.00  72.00   1.00   17.50    --  108.00 -94.00  60.00   31
 59  ω    130.00 176.00   1.00   17.50    --  108.00  30.00 -90.00   46
 60  ω    103.00 129.00   1.00   17.50    --  108.00  77.00 -60.00   26
 61  ω     88.00 114.00   1.00   17.50    --  108.00  61.00  30.00   26
 62  ω    148.00 176.00   1.00   17.50    --  108.00 111.00 -90.00   28
 63  ω     43.00  69.00   1.00   17.50    --  108.00 -61.00   0.00   26
 64  ω     93.00 119.00   1.00   17.50    --  108.00 -61.00   0.00   26
 65  ω     71.00  97.00   1.00   17.50    --  108.00 -45.00-150.00   26
 66  ω    120.00 146.00   1.00   17.50    --  108.00 111.00-180.00   26
 67  ω     38.00  66.00   1.00   17.50    --  108.00 -30.00  90.00   28
 68  ω     73.00  99.00   1.00   17.50    --  108.00 -30.00  90.00   26
 69  ω     76.00 108.00   1.00   17.50    --  108.00 -77.00  60.00   32
 70  ω    108.00 134.00   1.00   17.50    --  108.00 111.00 -60.00   26
 71  ω    131.00 170.00   1.00   17.50    --  108.00  77.00 150.00   39
 72  ω     75.00 106.00   1.00   17.50    --  108.00  15.00  90.00   31
 73  ω     38.00  63.00   1.00   17.50    --  108.00 -45.00-150.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0704340000
_diffrn_orient_matrix_UB_12      0.0101685000
_diffrn_orient_matrix_UB_13      -0.0930897000
_diffrn_orient_matrix_UB_21      -0.1840651000
_diffrn_orient_matrix_UB_22      0.0567749000
_diffrn_orient_matrix_UB_23      0.0343711000
_diffrn_orient_matrix_UB_31      0.0412030000
_diffrn_orient_matrix_UB_32      0.2707113000
_diffrn_orient_matrix_UB_33      -0.0036746000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.596
_reflns_Friedel_fraction_full    0.753
_reflns_Friedel_fraction_max     0.735
_reflns_number_gt                1802
_reflns_number_total             2249
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.142a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 42.102a (release 15-09-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.142a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip  (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.147
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 552 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         2249
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0578
_refine_ls_restrained_S_all      1.065
_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)+(0.0981P)²+0.0541P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1659
_refine_ls_wR_factor_ref         0.1814
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.793(4)
 0.207(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All O(H) groups
3. Restrained distances
 N1A-O2A
 1.2 with sigma of 0.02
 N1A-O3A
 1.2 with sigma of 0.02
 N1A-C15 \\sim N1-C15
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(N1) \\sim Ueq, Uanis(N1A) \\sim Ueq, Uanis(O3A) \\sim Ueq, Uanis(O3)
\\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(O2) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(O3) = Uanis(O3A)
Uanis(O2) = Uanis(O2A)
Uanis(N1) = Uanis(N1A)
5. Others
 Sof(H15C)=Sof(H15D)=Sof(O3A)=Sof(O2A)=Sof(N1A)=1-FVAR(1)
 Sof(O2)=Sof(O3)=Sof(N1)=Sof(H15A)=Sof(H15B)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C13(H13)
6.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C15(H15C,H15D)
6.c Aromatic/amide H refined with riding coordinates:
 C1(H1A), C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C11(H11), C12(H12)
6.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5263(11) 0.6035(16) 0.0277(3) 0.136(2) Uani 1 1 d . . . . .
H1 H 0.518263 0.467391 0.007912 0.204 Uiso 1 1 calc R U . . .
O2 O 1.145(2) 0.315(4) 0.1279(12) 0.161(5) Uani 0.66(2) 1 d . U P A 1
O3 O 0.951(2) 0.052(3) 0.1102(13) 0.139(4) Uani 0.66(2) 1 d . U P A 1
N1 N 0.993(2) 0.250(3) 0.106(2) 0.102(4) Uani 0.66(2) 1 d D U P A 1
C1 C 0.6762(7) 0.2188(10) 0.5633(4) 0.0726(14) Uani 1 1 d . . . . .
H1A H 0.619653 0.093748 0.534898 0.087 Uiso 1 1 calc R U . . .
C2 C 0.6829(9) 0.2186(13) 0.6510(4) 0.0827(16) Uani 1 1 d . . . . .
H2 H 0.629707 0.094081 0.681088 0.099 Uiso 1 1 calc R U . . .
C3 C 0.7654(7) 0.3962(14) 0.6959(3) 0.0760(13) Uani 1 1 d . . . . .
H3 H 0.769746 0.393205 0.755812 0.091 Uiso 1 1 calc R U . . .
C4 C 0.8420(8) 0.5794(12) 0.6506(3) 0.0783(14) Uani 1 1 d . . . . .
H4 H 0.899298 0.702526 0.679825 0.094 Uiso 1 1 calc R U . . .
C5 C 0.8343(7) 0.5814(10) 0.5619(3) 0.0718(13) Uani 1 1 d . . . . .
H5 H 0.886164 0.707926 0.532426 0.086 Uiso 1 1 calc R U . . .
C6 C 0.7523(5) 0.4024(10) 0.5152(2) 0.0537(8) Uani 1 1 d . . . . .
C7 C 0.7448(5) 0.4051(10) 0.4197(2) 0.0550(8) Uani 1 1 d . . . . .
C8 C 0.6588(7) 0.2251(10) 0.3727(3) 0.0711(13) Uani 1 1 d . . . . .
H8 H 0.606652 0.098835 0.402252 0.085 Uiso 1 1 calc R U . . .
C9 C 0.6494(8) 0.2299(11) 0.2850(4) 0.0775(15) Uani 1 1 d . . . . .
H9 H 0.589500 0.108037 0.256435 0.093 Uiso 1 1 calc R U . . .
C10 C 0.7258(7) 0.4091(13) 0.2376(3) 0.0728(13) Uani 1 1 d . . . . .
C11 C 0.8111(8) 0.5919(12) 0.2827(3) 0.0772(14) Uani 1 1 d . . . . .
H11 H 0.861566 0.718587 0.252687 0.093 Uiso 1 1 calc R U . . .
C12 C 0.8214(7) 0.5864(10) 0.3716(3) 0.0723(13) Uani 1 1 d . . . . .
H12 H 0.881511 0.708259 0.400054 0.087 Uiso 1 1 calc R U . . .
C13 C 0.7048(9) 0.4236(16) 0.1418(4) 0.0915(17) Uani 1 1 d . . . . .
H13 H 0.661002 0.263969 0.126006 0.110 Uiso 1 1 calc R U . . .
C14 C 0.5561(10) 0.5905(19) 0.1164(4) 0.109(2) Uani 1 1 d . . . . .
H14A H 0.449936 0.536106 0.144218 0.130 Uiso 1 1 calc R U . . .
H14B H 0.581830 0.750443 0.137781 0.130 Uiso 1 1 calc R U . . .
C15 C 0.8600(13) 0.447(2) 0.0921(5) 0.119(3) Uani 1 1 d D . . . .
H15A H 0.914067 0.600408 0.105842 0.143 Uiso 0.66(2) 1 calc R U P A 1
H15B H 0.828101 0.450622 0.031557 0.143 Uiso 0.66(2) 1 calc R U P A 1
H15C H 0.900237 0.612047 0.097394 0.143 Uiso 0.34(2) 1 calc R U P A 2
H15D H 0.829420 0.421668 0.032090 0.143 Uiso 0.34(2) 1 calc R U P A 2
O3A O 1.034(5) 0.074(6) 0.111(3) 0.139(4) Uani 0.34(2) 1 d D U P A 2
O2A O 1.118(4) 0.428(7) 0.100(2) 0.161(5) Uani 0.34(2) 1 d D U P A 2
N1A N 1.010(4) 0.285(6) 0.114(5) 0.102(4) Uani 0.34(2) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 H1 0.8200 . ?
O1 C14 1.395(7) . ?
O2 N1 1.26(2) . ?
O3 N1 1.149(19) . ?
N1 C15 1.514(15) . ?
C1 H1A 0.9300 . ?
C1 C2 1.361(8) . ?
C1 C6 1.394(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.363(10) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.377(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.381(7) . ?
C6 C7 1.483(5) . ?
C7 C8 1.401(7) . ?
C7 C12 1.387(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.363(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.371(9) . ?
C10 C11 1.396(9) . ?
C10 C13 1.498(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.381(7) . ?
C12 H12 0.9300 . ?
C13 H13 0.9800 . ?
C13 C14 1.520(10) . ?
C13 C15 1.425(11) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
C15 H15D 0.9700 . ?
C15 N1A 1.50(2) . ?
O3A N1A 1.19(2) . ?
O2A N1A 1.17(3) . ?

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
C14 O1 H1 109.5 . . ?
O2 N1 C15 116.7(16) . . ?
O3 N1 O2 121.3(16) . . ?
O3 N1 C15 120.9(16) . . ?
C2 C1 H1A 119.3 . . ?
C2 C1 C6 121.5(5) . . ?
C6 C1 H1A 119.3 . . ?
C1 C2 H2 119.2 . . ?
C1 C2 C3 121.7(6) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 H3 120.8 . . ?
C2 C3 C4 118.4(4) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.1(6) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 118.8 . . ?
C4 C5 C6 122.4(5) . . ?
C6 C5 H5 118.8 . . ?
C1 C6 C7 121.9(4) . . ?
C5 C6 C1 115.9(4) . . ?
C5 C6 C7 122.2(4) . . ?
C8 C7 C6 121.9(4) . . ?
C12 C7 C6 122.1(4) . . ?
C12 C7 C8 116.0(4) . . ?
C7 C8 H8 119.0 . . ?
C9 C8 C7 121.9(5) . . ?
C9 C8 H8 119.0 . . ?
C8 C9 H9 119.0 . . ?
C8 C9 C10 121.9(5) . . ?
C10 C9 H9 119.0 . . ?
C9 C10 C11 117.5(4) . . ?
C9 C10 C13 121.8(6) . . ?
C11 C10 C13 120.4(6) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.6(5) . . ?
C12 C11 H11 119.7 . . ?
C7 C12 H12 118.9 . . ?
C11 C12 C7 122.1(5) . . ?
C11 C12 H12 118.9 . . ?
C10 C13 H13 103.6 . . ?
C10 C13 C14 111.5(5) . . ?
C14 C13 H13 103.6 . . ?
C15 C13 C10 117.1(6) . . ?
C15 C13 H13 103.6 . . ?
C15 C13 C14 115.3(7) . . ?
O1 C14 C13 114.0(7) . . ?
O1 C14 H14A 108.8 . . ?
O1 C14 H14B 108.8 . . ?
C13 C14 H14A 108.8 . . ?
C13 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
N1 C15 H15A 108.6 . . ?
N1 C15 H15B 108.6 . . ?
C13 C15 N1 114.7(13) . . ?
C13 C15 H15A 108.6 . . ?
C13 C15 H15B 108.6 . . ?
C13 C15 H15C 107.9 . . ?
C13 C15 H15D 107.9 . . ?
C13 C15 N1A 118(2) . . ?
H15A C15 H15B 107.6 . . ?
H15C C15 H15D 107.2 . . ?
N1A C15 H15C 107.9 . . ?
N1A C15 H15D 107.9 . . ?
O3A N1A C15 135(4) . . ?
O2A N1A C15 95(2) . . ?
O2A N1A O3A 124(4) . . ?

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
_geom_hbond_publ_flag
O1 H1 O1 0.82 2.13 2.940(3) 171.6 2_645 yes

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
O2 N1 C15 C13 -125(2) . . . . ?
O3 N1 C15 C13 43(4) . . . . ?
C1 C2 C3 C4 0.5(10) . . . . ?
C1 C6 C7 C8 0.9(7) . . . . ?
C1 C6 C7 C12 -179.6(5) . . . . ?
C2 C1 C6 C5 0.2(9) . . . . ?
C2 C1 C6 C7 -179.6(5) . . . . ?
C2 C3 C4 C5 0.1(9) . . . . ?
C3 C4 C5 C6 -0.6(9) . . . . ?
C4 C5 C6 C1 0.4(9) . . . . ?
C4 C5 C6 C7 -179.8(5) . . . . ?
C5 C6 C7 C8 -178.9(5) . . . . ?
C5 C6 C7 C12 0.7(7) . . . . ?
C6 C1 C2 C3 -0.6(10) . . . . ?
C6 C7 C8 C9 178.9(5) . . . . ?
C6 C7 C12 C11 -178.5(5) . . . . ?
C7 C8 C9 C10 1.0(9) . . . . ?
C8 C7 C12 C11 1.0(8) . . . . ?
C8 C9 C10 C11 -1.4(9) . . . . ?
C8 C9 C10 C13 -175.6(6) . . . . ?
C9 C10 C11 C12 1.8(9) . . . . ?
C9 C10 C13 C14 95.1(9) . . . . ?
C9 C10 C13 C15 -128.9(8) . . . . ?
C10 C11 C12 C7 -1.6(10) . . . . ?
C10 C13 C14 O1 -177.7(7) . . . . ?
C10 C13 C15 N1 56.9(17) . . . . ?
C10 C13 C15 N1A 46(3) . . . . ?
C11 C10 C13 C14 -79.0(8) . . . . ?
C11 C10 C13 C15 57.0(10) . . . . ?
C12 C7 C8 C9 -0.7(8) . . . . ?
C13 C10 C11 C12 176.0(6) . . . . ?
C13 C15 N1A O3A 65(9) . . . . ?
C13 C15 N1A O2A -144(4) . . . . ?
C14 C13 C15 N1 -168.7(14) . . . . ?
C14 C13 C15 N1A -179(3) . . . . ?
C15 C13 C14 O1 45.5(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 1.277
_oxdiff_exptl_absorpt_empirical_full_min 0.818
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.793(4)
2 0.207(4)

