# 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_k11109-myc-a(lyk818)_auto
_database_code_depnum_ccdc_archive 'CCDC 2413186'
loop_
_audit_author_name
_audit_author_address
'Meng-Yang Chang'
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2024-12-27 deposited with the CCDC.	2025-07-02 downloaded from the CCDC.
;
_audit_creation_date             2022-09-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H9 F O3'
_chemical_formula_sum            'C16 H9 F O3'
_chemical_formula_weight         268.23
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'

_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.1097(2)
_cell_length_b                   5.22990(10)
_cell_length_c                   27.2462(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.430(2)
_cell_angle_gamma                90
_cell_volume                     1155.23(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13989
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      26.8930
_cell_measurement_theta_min      2.5830
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50826
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            23940
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.081
_diffrn_reflns_theta_min         2.603
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -79.00  48.00   0.50    3.82    --   10.60 -37.00-120.00  254
  2  ω    -17.00 100.00   0.50    3.82    --   10.60  82.00  30.00  234
  3  ω    -15.00 100.00   0.50    3.82    --   10.60  77.00 -90.00  230
  4  ω    -17.00 100.00   0.50    3.82    --   10.60  82.00  90.00  234
  5  ω    -17.00 100.00   0.50    3.82    --   10.60  82.00-180.00  234
  6  ω    -17.00 100.00   0.50    3.82    --   10.60  82.00 -60.00  234
  7  ω    -17.00 100.00   0.50    3.82    --   10.60  82.00-120.00  234
  8  ω    -79.00  48.00   0.50    3.82    --   10.60 -37.00   0.00  254
  9  ω    -20.00 100.00   0.50    3.82    --   10.60  57.00   0.00  240
 10  ω    -15.00 100.00   0.50    3.82    --   10.60  77.00-150.00  230
 11  ω      4.00  79.00   0.50    3.82    --   10.60  77.00 120.00  150
 12  ω     -8.00  18.00   0.50    3.82    --   10.60  82.00 150.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0670718000
_diffrn_orient_matrix_UB_12      -0.0351648000
_diffrn_orient_matrix_UB_13      0.0157890000
_diffrn_orient_matrix_UB_21      0.0560442000
_diffrn_orient_matrix_UB_22      0.0340608000
_diffrn_orient_matrix_UB_23      -0.0184729000
_diffrn_orient_matrix_UB_31      0.0035801000
_diffrn_orient_matrix_UB_32      0.1264896000
_diffrn_orient_matrix_UB_33      0.0093649000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2191
_reflns_number_total             2444
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.0068(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2444
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0327
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0427P)²+0.4023P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0876
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C9(H9), C12(H12), C16(H16), C13(H13), C3(H3), C15(H15),
 C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.34330(10) 0.26830(15) 0.54281(3) 0.0198(2) Uani 1 1 d . . . . .
O2 O 0.09198(10) 0.78990(16) 0.57411(3) 0.0244(2) Uani 1 1 d . . . . .
O3 O 0.44330(11) 0.00320(17) 0.62697(3) 0.0275(2) Uani 1 1 d . . . . .
C1 C 0.30602(13) 0.3814(2) 0.49753(4) 0.0179(2) Uani 1 1 d . . . . .
C11 C 0.44778(13) 0.2230(2) 0.70282(4) 0.0180(2) Uani 1 1 d . . . . .
C2 C 0.36350(14) 0.2898(2) 0.45357(4) 0.0200(2) Uani 1 1 d . . . . .
H2 H 0.430024 0.145353 0.452026 0.024 Uiso 1 1 calc R U . . .
C10 C 0.39629(13) 0.1892(2) 0.65001(4) 0.0192(2) Uani 1 1 d . . . . .
C6 C 0.20735(13) 0.5964(2) 0.50104(4) 0.0185(2) Uani 1 1 d . . . . .
C7 C 0.17464(13) 0.6312(2) 0.55335(4) 0.0192(2) Uani 1 1 d . . . . .
C8 C 0.27024(13) 0.4164(2) 0.57794(4) 0.0192(2) Uani 1 1 d . . . . .
C5 C 0.15872(14) 0.7332(2) 0.45924(4) 0.0202(3) Uani 1 1 d . . . . .
H5 H 0.091655 0.877101 0.460769 0.024 Uiso 1 1 calc R U . . .
C9 C 0.29025(13) 0.3855(2) 0.62631(4) 0.0203(3) Uani 1 1 d . . . . .
H9 H 0.233254 0.495729 0.646624 0.024 Uiso 1 1 calc R U . . .
C12 C 0.39410(14) 0.4240(2) 0.73203(4) 0.0220(3) Uani 1 1 d . . . . .
H12 H 0.324535 0.548579 0.718670 0.026 Uiso 1 1 calc R U . . .
C16 C 0.55443(14) 0.0408(2) 0.72352(4) 0.0223(3) Uani 1 1 d . . . . .
H16 H 0.592673 -0.092192 0.704214 0.027 Uiso 1 1 calc R U . . .
C13 C 0.44462(14) 0.4383(2) 0.78115(4) 0.0239(3) Uani 1 1 d . . . . .
H13 H 0.408511 0.572770 0.800465 0.029 Uiso 1 1 calc R U . . .
C4 C 0.21646(14) 0.6414(2) 0.41553(4) 0.0214(3) Uani 1 1 d . . . . .
C3 C 0.31606(14) 0.4264(2) 0.41180(4) 0.0217(3) Uani 1 1 d . . . . .
H3 H 0.351165 0.373590 0.381180 0.026 Uiso 1 1 calc R U . . .
C15 C 0.60401(15) 0.0559(2) 0.77249(4) 0.0251(3) Uani 1 1 d . . . . .
H15 H 0.674753 -0.066950 0.785921 0.030 Uiso 1 1 calc R U . . .
C14 C 0.54789(14) 0.2546(2) 0.80149(4) 0.0234(3) Uani 1 1 d . . . . .
H14 H 0.579719 0.263919 0.834466 0.028 Uiso 1 1 calc R U . . .
F1 F 0.17418(10) 0.76643(15) 0.37343(2) 0.0311(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.3946(13) . ?
O1 C8 1.3765(13) . ?
O2 C7 1.2151(14) . ?
O3 C10 1.2236(14) . ?
C1 C2 1.3816(15) . ?
C1 C6 1.3850(16) . ?
C11 C10 1.4987(15) . ?
C11 C12 1.3947(16) . ?
C11 C16 1.3961(16) . ?
C2 H2 0.9300 . ?
C2 C3 1.3898(16) . ?
C10 C9 1.4776(16) . ?
C6 C7 1.4674(15) . ?
C6 C5 1.3935(16) . ?
C7 C8 1.5123(16) . ?
C8 C9 1.3338(16) . ?
C5 H5 0.9300 . ?
C5 C4 1.3771(16) . ?
C9 H9 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.3920(16) . ?
C16 H16 0.9300 . ?
C16 C15 1.3863(16) . ?
C13 H13 0.9300 . ?
C13 C14 1.3814(18) . ?
C4 C3 1.3897(17) . ?
C4 F1 1.3569(13) . ?
C3 H3 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.3890(17) . ?
C14 H14 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 C1 106.80(9) . . ?
C2 C1 O1 123.34(10) . . ?
C2 C1 C6 123.32(11) . . ?
C6 C1 O1 113.33(9) . . ?
C12 C11 C10 123.59(10) . . ?
C12 C11 C16 118.88(11) . . ?
C16 C11 C10 117.53(10) . . ?
C1 C2 H2 122.0 . . ?
C1 C2 C3 116.07(11) . . ?
C3 C2 H2 122.0 . . ?
O3 C10 C11 120.23(10) . . ?
O3 C10 C9 120.90(10) . . ?
C9 C10 C11 118.87(10) . . ?
C1 C6 C7 106.66(10) . . ?
C1 C6 C5 120.83(10) . . ?
C5 C6 C7 132.51(11) . . ?
O2 C7 C6 130.69(11) . . ?
O2 C7 C8 125.73(10) . . ?
C6 C7 C8 103.59(9) . . ?
O1 C8 C7 109.57(9) . . ?
C9 C8 O1 125.11(11) . . ?
C9 C8 C7 125.17(10) . . ?
C6 C5 H5 122.2 . . ?
C4 C5 C6 115.62(11) . . ?
C4 C5 H5 122.2 . . ?
C10 C9 H9 117.6 . . ?
C8 C9 C10 124.83(10) . . ?
C8 C9 H9 117.6 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.03(11) . . ?
C13 C12 H12 120.0 . . ?
C11 C16 H16 119.6 . . ?
C15 C16 C11 120.79(11) . . ?
C15 C16 H16 119.6 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.61(11) . . ?
C14 C13 H13 119.7 . . ?
C5 C4 C3 123.80(11) . . ?
F1 C4 C5 118.60(11) . . ?
F1 C4 C3 117.59(10) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.35(10) . . ?
C4 C3 H3 119.8 . . ?
C16 C15 H15 120.0 . . ?
C16 C15 C14 119.90(11) . . ?
C14 C15 H15 120.0 . . ?
C13 C14 C15 119.76(11) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?

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
O1 C1 C2 C3 -179.41(10) . . . . ?
O1 C1 C6 C7 -0.19(12) . . . . ?
O1 C1 C6 C5 179.85(10) . . . . ?
O1 C8 C9 C10 0.93(19) . . . . ?
O2 C7 C8 O1 177.44(11) . . . . ?
O2 C7 C8 C9 -6.89(19) . . . . ?
O3 C10 C9 C8 -17.35(18) . . . . ?
C1 O1 C8 C7 2.42(11) . . . . ?
C1 O1 C8 C9 -173.25(11) . . . . ?
C1 C2 C3 C4 -0.03(16) . . . . ?
C1 C6 C7 O2 -178.37(12) . . . . ?
C1 C6 C7 C8 1.57(11) . . . . ?
C1 C6 C5 C4 -0.63(16) . . . . ?
C11 C10 C9 C8 161.80(11) . . . . ?
C11 C12 C13 C14 -0.02(18) . . . . ?
C11 C16 C15 C14 -0.26(18) . . . . ?
C2 C1 C6 C7 -179.43(10) . . . . ?
C2 C1 C6 C5 0.61(17) . . . . ?
C10 C11 C12 C13 178.45(11) . . . . ?
C10 C11 C16 C15 -178.33(10) . . . . ?
C6 C1 C2 C3 -0.25(16) . . . . ?
C6 C7 C8 O1 -2.50(11) . . . . ?
C6 C7 C8 C9 173.17(11) . . . . ?
C6 C5 C4 C3 0.36(17) . . . . ?
C6 C5 C4 F1 -179.74(10) . . . . ?
C7 C6 C5 C4 179.42(11) . . . . ?
C7 C8 C9 C10 -174.09(10) . . . . ?
C8 O1 C1 C2 177.80(10) . . . . ?
C8 O1 C1 C6 -1.44(12) . . . . ?
C5 C6 C7 O2 1.6(2) . . . . ?
C5 C6 C7 C8 -178.48(12) . . . . ?
C5 C4 C3 C2 -0.03(18) . . . . ?
C12 C11 C10 O3 -177.35(11) . . . . ?
C12 C11 C10 C9 3.50(16) . . . . ?
C12 C11 C16 C15 1.23(17) . . . . ?
C12 C13 C14 C15 1.01(18) . . . . ?
C16 C11 C10 O3 2.19(16) . . . . ?
C16 C11 C10 C9 -176.96(10) . . . . ?
C16 C11 C12 C13 -1.09(17) . . . . ?
C16 C15 C14 C13 -0.87(18) . . . . ?
F1 C4 C3 C2 -179.93(10) . . . . ?

_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 1.709
_oxdiff_exptl_absorpt_empirical_full_min 0.556
####################################################################### 
# 
# 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_k11109-myc-f(lyk907)_auto
_database_code_depnum_ccdc_archive 'CCDC 2413188'
loop_
_audit_author_name
_audit_author_address
'Meng-Yang Chang'
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2024-12-27 deposited with the CCDC.	2025-07-02 downloaded from the CCDC.
;
_audit_creation_date             2022-09-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.667(C19 H16 O6)'
_chemical_formula_sum            'C12.67 H10.67 O4'
_chemical_formula_weight         226.88
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
O O 0.0106 0.0060 '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           7
_space_group_name_H-M_alt        'P 1 c 1'
_space_group_name_Hall           'P -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   12.7257(3)
_cell_length_b                   4.69060(10)
_cell_length_c                   13.7330(5)
_cell_angle_alpha                90
_cell_angle_beta                 106.401(3)
_cell_angle_gamma                90
_cell_volume                     786.38(4)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    6132
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      26.8330
_cell_measurement_theta_min      3.0610
_shelx_estimated_absorpt_T_max   0.948
_shelx_estimated_absorpt_T_min   0.938
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             356
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8968
_diffrn_reflns_point_group_measured_fraction_full 0.946
_diffrn_reflns_point_group_measured_fraction_max 0.878
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.061
_diffrn_reflns_theta_min         1.668
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00 100.00   0.50    1.75    --   10.60  57.00  30.00  240
  2  ω    -15.00 100.00   0.50    1.75    --   10.60  77.00 120.00  230
  3  ω    -79.00  48.00   0.50    1.75    --   10.60 -37.00  90.00  254
  4  ω    -15.00 100.00   0.50    1.75    --   10.60  77.00 150.00  230
  5  ω    -79.00  41.00   0.50    1.75    --   10.60 -57.00 -30.00  240
  6  ω   -100.00 -75.00   0.50    1.75    --  -10.90 -82.00-120.00   50
  7  ω    -38.00  79.00   0.50    1.75    --  -10.90  82.00-120.00  234
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0532684000
_diffrn_orient_matrix_UB_12      0.0039942000
_diffrn_orient_matrix_UB_13      0.0066570000
_diffrn_orient_matrix_UB_21      0.0062189000
_diffrn_orient_matrix_UB_22      -0.1428755000
_diffrn_orient_matrix_UB_23      0.0175602000
_diffrn_orient_matrix_UB_31      0.0223629000
_diffrn_orient_matrix_UB_32      0.0492293000
_diffrn_orient_matrix_UB_33      0.0504702000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.846
_reflns_Friedel_fraction_full    0.893
_reflns_Friedel_fraction_max     0.806
_reflns_number_gt                2852
_reflns_number_total             3023
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Flack x determined using 1216 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3023
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0388
_refine_ls_restrained_S_all      1.064
_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)+(0.0583P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.0978
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C18(H18), C17(H17), C16(H16), C11(H11), C15(H15)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.30320(14) 0.0787(4) 0.54354(15) 0.0252(4) Uani 1 1 d . . . . .
O2 O 0.13090(14) 0.3671(4) 0.43694(16) 0.0253(5) Uani 1 1 d . . . . .
O3 O 0.14067(14) 0.7179(4) 0.28550(16) 0.0276(5) Uani 1 1 d . . . . .
O5 O 0.63984(14) 0.7128(4) 0.54024(15) 0.0254(4) Uani 1 1 d . . . . .
O6 O 0.86178(15) 0.2627(4) 0.53776(16) 0.0324(5) Uani 1 1 d . . . . .
O4 O 0.52801(15) 0.5679(4) 0.25179(16) 0.0326(5) Uani 1 1 d . . . . .
C5 C 0.3337(2) 0.6096(6) 0.3106(2) 0.0214(6) Uani 1 1 d . . . . .
H5 H 0.338769 0.730050 0.256541 0.026 Uiso 1 1 calc R U . . .
C6 C 0.2356(2) 0.5847(5) 0.3353(2) 0.0219(6) Uani 1 1 d . . . . .
C12 C 0.6850(2) 0.4998(5) 0.4947(2) 0.0235(6) Uani 1 1 d . . . . .
C1 C 0.22880(18) 0.4052(5) 0.4145(2) 0.0205(6) Uani 1 1 d . . . . .
C13 C 0.8001(2) 0.4365(6) 0.5581(2) 0.0249(6) Uani 1 1 d . . . . .
C2 C 0.3200(2) 0.2493(5) 0.4692(2) 0.0205(6) Uani 1 1 d . . . . .
C3 C 0.4188(2) 0.2754(5) 0.4453(2) 0.0206(6) Uani 1 1 d . . . . .
H3 H 0.481460 0.171678 0.482484 0.025 Uiso 1 1 calc R U . . .
C10 C 0.5273(2) 0.4777(5) 0.3357(2) 0.0229(6) Uani 1 1 d . . . . .
C18 C 0.7064(2) 0.9961(6) 0.6949(2) 0.0275(6) Uani 1 1 d . . . . .
H18 H 0.640558 1.102717 0.683244 0.033 Uiso 1 1 calc R U . . .
C7 C 0.1426(2) 0.9048(6) 0.2036(2) 0.0270(6) Uani 1 1 d . . . . .
H7A H 0.167530 0.799453 0.152641 0.041 Uiso 1 1 calc R U . . .
H7B H 0.192890 1.063361 0.229606 0.041 Uiso 1 1 calc R U . . .
H7C H 0.068844 0.979573 0.172633 0.041 Uiso 1 1 calc R U . . .
C4 C 0.4249(2) 0.4556(5) 0.3662(2) 0.0205(6) Uani 1 1 d . . . . .
C19 C 0.7200(2) 0.7862(5) 0.6286(2) 0.0237(6) Uani 1 1 d . . . . .
C14 C 0.8155(2) 0.6311(5) 0.6437(2) 0.0240(6) Uani 1 1 d . . . . .
C17 C 0.7949(2) 1.0409(6) 0.7793(2) 0.0286(6) Uani 1 1 d . . . . .
H17 H 0.789599 1.184861 0.826351 0.034 Uiso 1 1 calc R U . . .
C16 C 0.8911(2) 0.8838(6) 0.7980(3) 0.0311(7) Uani 1 1 d . . . . .
H16 H 0.948765 0.918079 0.857985 0.037 Uiso 1 1 calc R U . . .
C9 C 0.3922(2) -0.0968(6) 0.5977(2) 0.0252(6) Uani 1 1 d . . . . .
H9A H 0.418417 -0.210608 0.549499 0.038 Uiso 1 1 calc R U . . .
H9B H 0.367336 -0.224082 0.643356 0.038 Uiso 1 1 calc R U . . .
H9C H 0.451788 0.023751 0.637554 0.038 Uiso 1 1 calc R U . . .
C11 C 0.6344(2) 0.3848(6) 0.4050(2) 0.0254(6) Uani 1 1 d . . . . .
H11 H 0.669891 0.229149 0.383223 0.031 Uiso 1 1 calc R U . . .
C15 C 0.9037(2) 0.6780(6) 0.7301(2) 0.0288(6) Uani 1 1 d . . . . .
H15 H 0.969760 0.572291 0.741650 0.035 Uiso 1 1 calc R U . . .
C8 C 0.0960(2) 0.6024(6) 0.4861(3) 0.0319(7) Uani 1 1 d . . . . .
H8A H 0.093814 0.775258 0.445481 0.048 Uiso 1 1 calc R U . . .
H8B H 0.147463 0.629662 0.553499 0.048 Uiso 1 1 calc R U . . .
H8C H 0.022751 0.563594 0.492937 0.048 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.361(3) . ?
O1 C9 1.427(3) . ?
O2 C1 1.377(3) . ?
O2 C8 1.428(3) . ?
O3 C6 1.360(3) . ?
O3 C7 1.431(3) . ?
O5 C12 1.386(3) . ?
O5 C19 1.390(3) . ?
O6 C13 1.218(3) . ?
O4 C10 1.230(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.388(4) . ?
C5 C4 1.397(3) . ?
C6 C1 1.398(4) . ?
C12 C13 1.507(4) . ?
C12 C11 1.332(4) . ?
C1 C2 1.397(3) . ?
C13 C14 1.457(4) . ?
C2 C3 1.392(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.396(4) . ?
C10 C4 1.480(4) . ?
C10 C11 1.490(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.385(4) . ?
C18 C17 1.385(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C19 C14 1.381(4) . ?
C14 C15 1.402(4) . ?
C17 H17 0.9500 . ?
C17 C16 1.389(4) . ?
C16 H16 0.9500 . ?
C16 C15 1.382(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C11 H11 0.9500 . ?
C15 H15 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?

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
C2 O1 C9 117.46(19) . . ?
C1 O2 C8 115.31(19) . . ?
C6 O3 C7 117.8(2) . . ?
C12 O5 C19 106.05(19) . . ?
C6 C5 H5 120.3 . . ?
C6 C5 C4 119.3(3) . . ?
C4 C5 H5 120.3 . . ?
O3 C6 C5 124.8(2) . . ?
O3 C6 C1 115.3(2) . . ?
C5 C6 C1 119.9(2) . . ?
O5 C12 C13 109.9(2) . . ?
C11 C12 O5 123.7(2) . . ?
C11 C12 C13 126.2(3) . . ?
O2 C1 C6 120.7(2) . . ?
O2 C1 C2 118.6(2) . . ?
C2 C1 C6 120.6(2) . . ?
O6 C13 C12 125.7(3) . . ?
O6 C13 C14 131.0(3) . . ?
C14 C13 C12 103.3(2) . . ?
O1 C2 C1 115.4(2) . . ?
O1 C2 C3 124.9(2) . . ?
C3 C2 C1 119.8(2) . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.3(2) . . ?
C4 C3 H3 120.4 . . ?
O4 C10 C4 121.9(2) . . ?
O4 C10 C11 116.8(2) . . ?
C4 C10 C11 121.2(2) . . ?
C19 C18 H18 122.1 . . ?
C19 C18 C17 115.8(3) . . ?
C17 C18 H18 122.1 . . ?
O3 C7 H7A 109.5 . . ?
O3 C7 H7B 109.5 . . ?
O3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C4 C10 118.1(2) . . ?
C3 C4 C5 121.2(2) . . ?
C3 C4 C10 120.6(2) . . ?
C18 C19 O5 123.6(2) . . ?
C14 C19 O5 113.5(2) . . ?
C14 C19 C18 123.0(3) . . ?
C19 C14 C13 107.3(2) . . ?
C19 C14 C15 120.3(3) . . ?
C15 C14 C13 132.5(2) . . ?
C18 C17 H17 118.7 . . ?
C18 C17 C16 122.7(3) . . ?
C16 C17 H17 118.7 . . ?
C17 C16 H16 119.7 . . ?
C15 C16 C17 120.7(3) . . ?
C15 C16 H16 119.7 . . ?
O1 C9 H9A 109.5 . . ?
O1 C9 H9B 109.5 . . ?
O1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C12 C11 C10 126.0(3) . . ?
C12 C11 H11 117.0 . . ?
C10 C11 H11 117.0 . . ?
C14 C15 H15 121.2 . . ?
C16 C15 C14 117.6(3) . . ?
C16 C15 H15 121.2 . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C2 C3 C4 179.2(2) . . . . ?
O2 C1 C2 O1 -2.3(3) . . . . ?
O2 C1 C2 C3 177.5(2) . . . . ?
O3 C6 C1 O2 1.2(3) . . . . ?
O3 C6 C1 C2 177.9(2) . . . . ?
O5 C12 C13 O6 -179.0(2) . . . . ?
O5 C12 C13 C14 0.4(3) . . . . ?
O5 C12 C11 C10 5.2(4) . . . . ?
O5 C19 C14 C13 0.6(3) . . . . ?
O5 C19 C14 C15 -179.2(2) . . . . ?
O6 C13 C14 C19 178.8(3) . . . . ?
O6 C13 C14 C15 -1.4(5) . . . . ?
O4 C10 C4 C5 -17.5(4) . . . . ?
O4 C10 C4 C3 159.7(2) . . . . ?
O4 C10 C11 C12 117.4(3) . . . . ?
C5 C6 C1 O2 -176.9(2) . . . . ?
C5 C6 C1 C2 -0.2(4) . . . . ?
C6 C5 C4 C3 0.6(4) . . . . ?
C6 C5 C4 C10 177.7(2) . . . . ?
C6 C1 C2 O1 -179.1(2) . . . . ?
C6 C1 C2 C3 0.7(4) . . . . ?
C12 O5 C19 C18 179.1(3) . . . . ?
C12 O5 C19 C14 -0.3(3) . . . . ?
C12 C13 C14 C19 -0.5(3) . . . . ?
C12 C13 C14 C15 179.2(3) . . . . ?
C1 C2 C3 C4 -0.6(4) . . . . ?
C13 C12 C11 C10 -170.5(2) . . . . ?
C13 C14 C15 C16 180.0(3) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C2 C3 C4 C10 -177.1(2) . . . . ?
C18 C19 C14 C13 -178.9(2) . . . . ?
C18 C19 C14 C15 1.3(4) . . . . ?
C18 C17 C16 C15 1.9(4) . . . . ?
C7 O3 C6 C5 -2.1(4) . . . . ?
C7 O3 C6 C1 179.9(2) . . . . ?
C4 C5 C6 O3 -178.4(2) . . . . ?
C4 C5 C6 C1 -0.5(4) . . . . ?
C4 C10 C11 C12 -64.0(4) . . . . ?
C19 O5 C12 C13 -0.1(3) . . . . ?
C19 O5 C12 C11 -176.3(2) . . . . ?
C19 C18 C17 C16 -0.9(4) . . . . ?
C19 C14 C15 C16 -0.3(4) . . . . ?
C17 C18 C19 O5 179.9(3) . . . . ?
C17 C18 C19 C14 -0.7(4) . . . . ?
C17 C16 C15 C14 -1.3(4) . . . . ?
C9 O1 C2 C1 176.6(2) . . . . ?
C9 O1 C2 C3 -3.2(3) . . . . ?
C11 C12 C13 O6 -2.9(4) . . . . ?
C11 C12 C13 C14 176.5(3) . . . . ?
C11 C10 C4 C5 164.0(2) . . . . ?
C11 C10 C4 C3 -18.9(4) . . . . ?
C8 O2 C1 C6 -73.6(3) . . . . ?
C8 O2 C1 C2 109.7(3) . . . . ?

_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 2.469
_oxdiff_exptl_absorpt_empirical_full_min 0.604
####################################################################### 
# 
# 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_k11111-myc-d(lyk1018)_auto
_database_code_depnum_ccdc_archive 'CCDC 2413187'
loop_
_audit_author_name
_audit_author_address
'Meng-Yang Chang'
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2024-12-27 deposited with the CCDC.	2025-07-02 downloaded from the CCDC.
;
_audit_creation_date             2022-11-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H12 O4'
_chemical_formula_sum            'C17 H12 O4'
_chemical_formula_weight         280.27
_chemical_melting_point          ?
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'
O O 0.0106 0.0060 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   5.3211(2)
_cell_length_b                   8.1869(2)
_cell_length_c                   29.8283(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.288(3)
_cell_angle_gamma                90
_cell_volume                     1298.38(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11002
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      26.8880
_cell_measurement_theta_min      2.5700
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64192
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            19804
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.580
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -79.00 100.00   0.50   19.25    --   10.60  19.00-120.00  358
  2  ω    -79.00 100.00   0.50   19.25    --   10.60  19.00-120.00  358
  3  ω    -20.00 100.00   0.50   19.25    --   10.60  57.00  30.00  240
  4  ω    -27.00 100.00   0.50   19.25    --   10.60  37.00 -90.00  254
  5  ω   -100.00  20.00   0.50   19.25    --  -10.90 -57.00 -60.00  240
  6  ω    -79.00  41.00   0.50   19.25    --   10.60 -57.00 -90.00  240
  7  ω    -38.00 -13.00   0.50   19.25    --  -10.90  82.00  30.00   50
  8  ω    -41.00  79.00   0.50   19.25    --  -10.90  57.00 150.00  240
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0389828000
_diffrn_orient_matrix_UB_12      -0.0680268000
_diffrn_orient_matrix_UB_13      -0.0126906000
_diffrn_orient_matrix_UB_21      -0.0696483000
_diffrn_orient_matrix_UB_22      0.0301464000
_diffrn_orient_matrix_UB_23      -0.0190187000
_diffrn_orient_matrix_UB_31      0.1068800000
_diffrn_orient_matrix_UB_32      0.0444697000
_diffrn_orient_matrix_UB_33      -0.0065738000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2010
_reflns_number_total             2288
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2288
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0465
_refine_ls_restrained_S_all      1.133
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0541P)²+0.9108P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1220
_refine_ls_wR_factor_ref         0.1252
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C2(H2), C16(H16), C13(H13), C5(H5), C9(H9), C7(H7), C8(H8), C6(H6)
2.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
O3 O 0.6622(3) 0.64103(16) 0.56032(4) 0.0247(3) Uani 1 1 d . . . . .
O1 O 1.3502(3) 0.88430(16) 0.44452(4) 0.0268(3) Uani 1 1 d . . . . .
O2 O 1.0815(3) 0.90349(16) 0.61975(4) 0.0280(4) Uani 1 1 d . . . . .
O4 O 0.2963(3) 0.52673(17) 0.61886(5) 0.0303(4) Uani 1 1 d . . . . .
C12 C 0.8264(4) 0.6918(2) 0.52721(6) 0.0216(4) Uani 1 1 d . . . . .
C11 C 1.0135(4) 0.7964(2) 0.54389(6) 0.0213(4) Uani 1 1 d . . . . .
C4 C 0.3359(4) 0.5884(2) 0.69639(6) 0.0232(4) Uani 1 1 d . . . . .
C15 C 1.1756(4) 0.8135(2) 0.47119(6) 0.0224(4) Uani 1 1 d . . . . .
C3 C 0.4139(4) 0.6005(2) 0.64894(7) 0.0232(4) Uani 1 1 d . . . . .
C1 C 0.7409(4) 0.7161(2) 0.59951(6) 0.0233(4) Uani 1 1 d . . . . .
C14 C 0.9869(4) 0.7068(2) 0.45497(6) 0.0239(4) Uani 1 1 d . . . . .
H14 H 0.981459 0.676188 0.424234 0.029 Uiso 1 1 calc R U . . .
C10 C 0.9702(4) 0.8202(2) 0.59126(6) 0.0220(4) Uani 1 1 d . . . . .
C2 C 0.6358(4) 0.7007(2) 0.63910(7) 0.0246(4) Uani 1 1 d . . . . .
H2 H 0.711195 0.760143 0.663457 0.030 Uiso 1 1 calc R U . . .
C16 C 1.1926(4) 0.8583(2) 0.51595(6) 0.0227(4) Uani 1 1 d . . . . .
H16 H 1.322278 0.928820 0.527128 0.027 Uiso 1 1 calc R U . . .
C13 C 0.8073(4) 0.6451(2) 0.48312(6) 0.0247(4) Uani 1 1 d . . . . .
H13 H 0.677568 0.573977 0.472254 0.030 Uiso 1 1 calc R U . . .
C5 C 0.1212(4) 0.4966(2) 0.70498(7) 0.0278(5) Uani 1 1 d . . . . .
H5 H 0.030619 0.444739 0.680858 0.033 Uiso 1 1 calc R U . . .
C9 C 0.4660(4) 0.6614(2) 0.73254(7) 0.0280(5) Uani 1 1 d . . . . .
H9 H 0.612494 0.723841 0.727410 0.034 Uiso 1 1 calc R U . . .
C7 C 0.1699(4) 0.5551(2) 0.78370(7) 0.0306(5) Uani 1 1 d . . . . .
H7 H 0.112050 0.544988 0.813293 0.037 Uiso 1 1 calc R U . . .
C8 C 0.3853(4) 0.6443(3) 0.77582(7) 0.0321(5) Uani 1 1 d . . . . .
H8 H 0.477479 0.693692 0.800154 0.038 Uiso 1 1 calc R U . . .
C6 C 0.0396(4) 0.4807(3) 0.74807(7) 0.0318(5) Uani 1 1 d . . . . .
H6 H -0.106868 0.418390 0.753370 0.038 Uiso 1 1 calc R U . . .
C17 C 1.3759(4) 0.8200(3) 0.40055(7) 0.0305(5) Uani 1 1 d . . . . .
H17A H 1.219397 0.837499 0.382761 0.046 Uiso 1 1 calc R U . . .
H17B H 1.411488 0.702678 0.402481 0.046 Uiso 1 1 calc R U . . .
H17C H 1.514558 0.875497 0.386155 0.046 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C12 1.407(2) . ?
O3 C1 1.371(2) . ?
O1 C15 1.375(2) . ?
O1 C17 1.425(2) . ?
O2 C10 1.224(2) . ?
O4 C3 1.232(2) . ?
C12 C11 1.390(3) . ?
C12 C13 1.370(3) . ?
C11 C10 1.454(3) . ?
C11 C16 1.387(3) . ?
C4 C3 1.494(3) . ?
C4 C5 1.400(3) . ?
C4 C9 1.393(3) . ?
C15 C14 1.402(3) . ?
C15 C16 1.384(3) . ?
C3 C2 1.476(3) . ?
C1 C10 1.516(3) . ?
C1 C2 1.333(3) . ?
C14 H14 0.9500 . ?
C14 C13 1.392(3) . ?
C2 H2 0.9500 . ?
C16 H16 0.9500 . ?
C13 H13 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.379(3) . ?
C9 H9 0.9500 . ?
C9 C8 1.384(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.387(3) . ?
C7 C6 1.386(3) . ?
C8 H8 0.9500 . ?
C6 H6 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?

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
C1 O3 C12 106.77(15) . . ?
C15 O1 C17 117.94(16) . . ?
C11 C12 O3 112.74(16) . . ?
C13 C12 O3 124.56(18) . . ?
C13 C12 C11 122.70(18) . . ?
C12 C11 C10 106.95(16) . . ?
C16 C11 C12 120.64(17) . . ?
C16 C11 C10 132.40(18) . . ?
C5 C4 C3 117.96(18) . . ?
C9 C4 C3 123.84(18) . . ?
C9 C4 C5 118.20(19) . . ?
O1 C15 C14 123.64(17) . . ?
O1 C15 C16 115.26(18) . . ?
C16 C15 C14 121.07(18) . . ?
O4 C3 C4 120.34(18) . . ?
O4 C3 C2 120.98(18) . . ?
C2 C3 C4 118.67(17) . . ?
O3 C1 C10 109.52(16) . . ?
C2 C1 O3 126.00(18) . . ?
C2 C1 C10 124.48(18) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 C15 121.17(18) . . ?
C13 C14 H14 119.4 . . ?
O2 C10 C11 131.20(18) . . ?
O2 C10 C1 124.79(17) . . ?
C11 C10 C1 104.01(15) . . ?
C3 C2 H2 116.7 . . ?
C1 C2 C3 126.59(18) . . ?
C1 C2 H2 116.7 . . ?
C11 C16 H16 121.2 . . ?
C15 C16 C11 117.57(19) . . ?
C15 C16 H16 121.2 . . ?
C12 C13 C14 116.84(19) . . ?
C12 C13 H13 121.6 . . ?
C14 C13 H13 121.6 . . ?
C4 C5 H5 119.6 . . ?
C6 C5 C4 120.73(19) . . ?
C6 C5 H5 119.6 . . ?
C4 C9 H9 119.5 . . ?
C8 C9 C4 121.1(2) . . ?
C8 C9 H9 119.5 . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.5(2) . . ?
C9 C8 C7 120.0(2) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C5 C6 C7 120.4(2) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
O1 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
O1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C12 C11 C10 -1.0(2) . . . . ?
O3 C12 C11 C16 179.85(15) . . . . ?
O3 C12 C13 C14 -179.82(16) . . . . ?
O3 C1 C10 O2 179.13(17) . . . . ?
O3 C1 C10 C11 -0.12(19) . . . . ?
O3 C1 C2 C3 -0.1(3) . . . . ?
O1 C15 C14 C13 -176.75(17) . . . . ?
O1 C15 C16 C11 177.01(15) . . . . ?
O4 C3 C2 C1 -4.1(3) . . . . ?
C12 O3 C1 C10 -0.47(19) . . . . ?
C12 O3 C1 C2 179.98(18) . . . . ?
C12 C11 C10 O2 -178.51(19) . . . . ?
C12 C11 C10 C1 0.67(19) . . . . ?
C12 C11 C16 C15 0.7(3) . . . . ?
C11 C12 C13 C14 0.4(3) . . . . ?
C4 C3 C2 C1 175.22(18) . . . . ?
C4 C5 C6 C7 -0.2(3) . . . . ?
C4 C9 C8 C7 -0.8(3) . . . . ?
C15 C14 C13 C12 -0.9(3) . . . . ?
C3 C4 C5 C6 179.95(18) . . . . ?
C3 C4 C9 C8 -179.37(18) . . . . ?
C1 O3 C12 C11 1.0(2) . . . . ?
C1 O3 C12 C13 -178.88(18) . . . . ?
C14 C15 C16 C11 -1.2(3) . . . . ?
C10 C11 C16 C15 -178.13(18) . . . . ?
C10 C1 C2 C3 -179.62(17) . . . . ?
C2 C1 C10 O2 -1.3(3) . . . . ?
C2 C1 C10 C11 179.44(18) . . . . ?
C16 C11 C10 O2 0.5(4) . . . . ?
C16 C11 C10 C1 179.65(19) . . . . ?
C16 C15 C14 C13 1.3(3) . . . . ?
C13 C12 C11 C10 178.81(17) . . . . ?
C13 C12 C11 C16 -0.3(3) . . . . ?
C5 C4 C3 O4 -2.5(3) . . . . ?
C5 C4 C3 C2 178.27(17) . . . . ?
C5 C4 C9 C8 -0.2(3) . . . . ?
C9 C4 C3 O4 176.72(18) . . . . ?
C9 C4 C3 C2 -2.6(3) . . . . ?
C9 C4 C5 C6 0.7(3) . . . . ?
C8 C7 C6 C5 -0.8(3) . . . . ?
C6 C7 C8 C9 1.3(3) . . . . ?
C17 O1 C15 C14 -14.0(3) . . . . ?
C17 O1 C15 C16 167.77(16) . . . . ?

_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 1.651
_oxdiff_exptl_absorpt_empirical_full_min 0.506
####################################################################### 
# 
# 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_k11203-myc-f_auto
_database_code_depnum_ccdc_archive 'CCDC 2413191'
loop_
_audit_author_name
_audit_author_address
'Meng-Yang Chang'
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2024-12-27 deposited with the CCDC.	2025-07-02 downloaded from the CCDC.
;
_audit_creation_date             2023-03-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H19 N2 O3'
_chemical_formula_sum            'C24 H19 N2 O3'
_chemical_formula_weight         383.41
_chemical_melting_point          ?
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'

_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.7895(6)
_cell_length_b                   11.0470(6)
_cell_length_c                   16.5159(10)
_cell_angle_alpha                90
_cell_angle_beta                 103.671(6)
_cell_angle_gamma                90
_cell_volume                     1912.78(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7759
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      26.1620
_cell_measurement_theta_min      2.0550
_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.965
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40248
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0964
_diffrn_reflns_av_unetI/netI     0.0639
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21618
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.058
_diffrn_reflns_theta_min         2.054
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -79.00  36.00   0.50   33.75    --   10.60 -77.00 -90.00  230
  2  ω    -15.00 100.00   0.50   33.75    --   10.60  77.00  90.00  230
  3  ω    -17.00 100.00   0.50   33.75    --   10.60  82.00 -30.00  234
  4  ω    -79.00  36.00   0.50   33.75    --   10.60 -77.00-120.00  230
  5  ω    -79.00  36.00   0.50   33.75    --   10.60 -77.00 150.00  230
  6  ω   -100.00  12.00   0.50   33.75    --  -10.90 -82.00  60.00  224
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0118198000
_diffrn_orient_matrix_UB_12      0.0039961000
_diffrn_orient_matrix_UB_13      -0.0403871000
_diffrn_orient_matrix_UB_21      0.0612271000
_diffrn_orient_matrix_UB_22      -0.0260289000
_diffrn_orient_matrix_UB_23      0.0153320000
_diffrn_orient_matrix_UB_31      -0.0263884000
_diffrn_orient_matrix_UB_32      -0.0584827000
_diffrn_orient_matrix_UB_33      -0.0094732000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2941
_reflns_number_total             4016
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4016
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0673
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1028P)²+0.4118P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1631
_refine_ls_wR_factor_ref         0.1772
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1A), C19(H19), C16(H16), C4(H4), C6(H6), C26(H26), C3(H3), C22(H22),
 C25(H25), C13(H13), C7(H7), C15(H15), C14(H14), C23(H23), C24(H24)
2.b Idealised Me refined as rotating group:
 C1(H1B,H1C,H1D)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.42559(15) 0.58119(13) 0.33922(9) 0.0351(4) Uani 1 1 d . . . . .
O3 O 0.58109(15) 0.31520(14) 0.28316(10) 0.0372(4) Uani 1 1 d . . . . .
O1 O 0.40100(16) 0.65871(13) 0.18750(10) 0.0393(4) Uani 1 1 d . . . . .
H1 H 0.420161 0.663044 0.239756 0.059 Uiso 1 1 calc R U . . .
N2 N 0.33354(17) 0.38464(15) 0.43544(10) 0.0271(4) Uani 1 1 d . . . . .
N1 N 0.36322(17) 0.28716(16) 0.48623(11) 0.0295(4) Uani 1 1 d . . . . .
H1A H 0.337000 0.271646 0.531722 0.035 Uiso 1 1 calc R U . . .
C18 C 0.45979(19) 0.27246(18) 0.37976(12) 0.0265(5) Uani 1 1 d . . . . .
C19 C 0.4391(2) 0.22111(19) 0.45324(13) 0.0285(5) Uani 1 1 d . . . . .
H19 H 0.475885 0.146958 0.476306 0.034 Uiso 1 1 calc R U . . .
C5 C 0.2454(2) 0.47315(18) 0.45132(13) 0.0274(5) Uani 1 1 d . . . . .
C21 C 0.5959(2) 0.11253(19) 0.32899(13) 0.0277(5) Uani 1 1 d . . . . .
C8 C 0.39018(19) 0.37960(18) 0.37086(12) 0.0246(5) Uani 1 1 d . . . . .
C20 C 0.54662(19) 0.23846(19) 0.32694(13) 0.0272(5) Uani 1 1 d . . . . .
C12 C 0.3483(2) 0.54959(19) 0.16379(13) 0.0283(5) Uani 1 1 d . . . . .
C16 C 0.2783(2) 0.34934(19) 0.19182(13) 0.0280(5) Uani 1 1 d . . . . .
H16 H 0.268046 0.288623 0.230460 0.034 Uiso 1 1 calc R U . . .
C9 C 0.38516(19) 0.48168(18) 0.31072(13) 0.0261(5) Uani 1 1 d . . . . .
C11 C 0.33584(19) 0.45944(18) 0.22164(13) 0.0256(5) Uani 1 1 d . . . . .
C4 C 0.2627(2) 0.52092(19) 0.53087(14) 0.0309(5) Uani 1 1 d . . . . .
H4 H 0.332550 0.495655 0.574195 0.037 Uiso 1 1 calc R U . . .
C2 C 0.0755(2) 0.6457(2) 0.48326(14) 0.0329(5) Uani 1 1 d . . . . .
C6 C 0.1434(2) 0.50857(19) 0.38802(14) 0.0310(5) Uani 1 1 d . . . . .
H6 H 0.130755 0.473986 0.334016 0.037 Uiso 1 1 calc R U . . .
C26 C 0.5259(2) 0.01265(19) 0.34424(13) 0.0303(5) Uani 1 1 d . . . . .
H26 H 0.443411 0.023539 0.354207 0.036 Uiso 1 1 calc R U . . .
C3 C 0.1777(2) 0.6051(2) 0.54612(14) 0.0334(5) Uani 1 1 d . . . . .
H3 H 0.188525 0.636622 0.600854 0.040 Uiso 1 1 calc R U . . .
C22 C 0.7162(2) 0.0951(2) 0.31361(14) 0.0359(6) Uani 1 1 d . . . . .
H22 H 0.763702 0.162610 0.302008 0.043 Uiso 1 1 calc R U . . .
C25 C 0.5771(2) -0.1033(2) 0.34482(14) 0.0362(6) Uani 1 1 d . . . . .
H25 H 0.529296 -0.171636 0.354734 0.043 Uiso 1 1 calc R U . . .
C13 C 0.3077(2) 0.5259(2) 0.07873(14) 0.0334(5) Uani 1 1 d . . . . .
H13 H 0.318081 0.585369 0.039320 0.040 Uiso 1 1 calc R U . . .
C7 C 0.0601(2) 0.5950(2) 0.40451(14) 0.0345(6) Uani 1 1 d . . . . .
H7 H -0.009357 0.620291 0.360967 0.041 Uiso 1 1 calc R U . . .
C15 C 0.2363(2) 0.3273(2) 0.10817(14) 0.0321(5) Uani 1 1 d . . . . .
H15 H 0.196689 0.252544 0.088850 0.039 Uiso 1 1 calc R U . . .
C14 C 0.2528(2) 0.4163(2) 0.05196(14) 0.0340(5) Uani 1 1 d . . . . .
H14 H 0.225456 0.400902 -0.006134 0.041 Uiso 1 1 calc R U . . .
C23 C 0.7669(2) -0.0203(2) 0.31517(16) 0.0438(6) Uani 1 1 d . . . . .
H23 H 0.849320 -0.032010 0.305383 0.053 Uiso 1 1 calc R U . . .
C24 C 0.6963(3) -0.1187(2) 0.33112(15) 0.0434(6) Uani 1 1 d . . . . .
H24 H 0.731299 -0.197804 0.332543 0.052 Uiso 1 1 calc R U . . .
C1 C -0.0139(2) 0.7413(2) 0.50004(16) 0.0431(6) Uani 1 1 d . . . . .
H1B H 0.002176 0.755591 0.560183 0.065 Uiso 1 1 calc R U . . .
H1C H -0.102169 0.714232 0.478983 0.065 Uiso 1 1 calc R U . . .
H1D H -0.000189 0.816486 0.471910 0.065 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C9 1.234(2) . ?
O3 C20 1.228(2) . ?
O1 H1 0.8400 . ?
O1 C12 1.351(2) . ?
N2 N1 1.356(2) . ?
N2 C5 1.430(3) . ?
N2 C8 1.350(3) . ?
N1 H1A 0.8800 . ?
N1 C19 1.307(3) . ?
C18 C19 1.405(3) . ?
C18 C8 1.391(3) . ?
C18 C20 1.472(3) . ?
C19 H19 0.9500 . ?
C5 C4 1.387(3) . ?
C5 C6 1.384(3) . ?
C21 C20 1.487(3) . ?
C21 C26 1.393(3) . ?
C21 C22 1.394(3) . ?
C8 C9 1.495(3) . ?
C12 C11 1.408(3) . ?
C12 C13 1.394(3) . ?
C16 H16 0.9500 . ?
C16 C11 1.401(3) . ?
C16 C15 1.370(3) . ?
C9 C11 1.462(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.371(3) . ?
C2 C3 1.398(3) . ?
C2 C7 1.390(3) . ?
C2 C1 1.499(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.381(3) . ?
C26 H26 0.9500 . ?
C26 C25 1.395(3) . ?
C3 H3 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.384(3) . ?
C25 H25 0.9500 . ?
C25 C24 1.368(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.375(3) . ?
C7 H7 0.9500 . ?
C15 H15 0.9500 . ?
C15 C14 1.392(3) . ?
C14 H14 0.9500 . ?
C23 H23 0.9500 . ?
C23 C24 1.387(4) . ?
C24 H24 0.9500 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 H1D 0.9800 . ?

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
C12 O1 H1 109.5 . . ?
N1 N2 C5 119.96(17) . . ?
C8 N2 N1 111.79(17) . . ?
C8 N2 C5 128.14(17) . . ?
N2 N1 H1A 127.3 . . ?
C19 N1 N2 105.36(17) . . ?
C19 N1 H1A 127.3 . . ?
C19 C18 C20 131.51(19) . . ?
C8 C18 C19 104.05(18) . . ?
C8 C18 C20 123.92(19) . . ?
N1 C19 C18 112.20(19) . . ?
N1 C19 H19 123.9 . . ?
C18 C19 H19 123.9 . . ?
C4 C5 N2 119.17(18) . . ?
C6 C5 N2 119.96(19) . . ?
C6 C5 C4 120.9(2) . . ?
C26 C21 C20 122.59(19) . . ?
C26 C21 C22 119.4(2) . . ?
C22 C21 C20 118.0(2) . . ?
N2 C8 C18 106.59(17) . . ?
N2 C8 C9 122.80(18) . . ?
C18 C8 C9 130.23(19) . . ?
O3 C20 C18 119.79(19) . . ?
O3 C20 C21 120.20(19) . . ?
C18 C20 C21 119.98(19) . . ?
O1 C12 C11 122.38(19) . . ?
O1 C12 C13 118.05(19) . . ?
C13 C12 C11 119.6(2) . . ?
C11 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C15 C16 C11 121.5(2) . . ?
O2 C9 C8 117.67(18) . . ?
O2 C9 C11 123.04(19) . . ?
C11 C9 C8 119.28(17) . . ?
C12 C11 C9 119.57(18) . . ?
C16 C11 C12 118.74(19) . . ?
C16 C11 C9 121.68(18) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 C5 119.1(2) . . ?
C3 C4 H4 120.5 . . ?
C3 C2 C1 121.2(2) . . ?
C7 C2 C3 117.6(2) . . ?
C7 C2 C1 121.2(2) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 C5 119.0(2) . . ?
C7 C6 H6 120.5 . . ?
C21 C26 H26 120.1 . . ?
C21 C26 C25 119.8(2) . . ?
C25 C26 H26 120.1 . . ?
C4 C3 C2 121.8(2) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.3(2) . . ?
C23 C22 H22 119.9 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 C26 120.0(2) . . ?
C24 C25 H25 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 119.9(2) . . ?
C14 C13 H13 120.0 . . ?
C2 C7 H7 119.2 . . ?
C6 C7 C2 121.6(2) . . ?
C6 C7 H7 119.2 . . ?
C16 C15 H15 120.5 . . ?
C16 C15 C14 118.9(2) . . ?
C14 C15 H15 120.5 . . ?
C13 C14 C15 121.4(2) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.5(2) . . ?
C24 C23 H23 120.2 . . ?
C25 C24 C23 120.9(2) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C2 C1 H1D 109.5 . . ?
H1B C1 H1C 109.5 . . ?
H1B C1 H1D 109.5 . . ?
H1C C1 H1D 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C9 C11 C12 8.1(3) . . . . ?
O2 C9 C11 C16 -173.1(2) . . . . ?
O1 C12 C11 C16 179.04(19) . . . . ?
O1 C12 C11 C9 -2.2(3) . . . . ?
O1 C12 C13 C14 -179.54(19) . . . . ?
N2 N1 C19 C18 -0.7(2) . . . . ?
N2 C5 C4 C3 -179.54(19) . . . . ?
N2 C5 C6 C7 -179.42(19) . . . . ?
N2 C8 C9 O2 57.1(3) . . . . ?
N2 C8 C9 C11 -124.2(2) . . . . ?
N1 N2 C5 C4 50.0(3) . . . . ?
N1 N2 C5 C6 -129.0(2) . . . . ?
N1 N2 C8 C18 0.5(2) . . . . ?
N1 N2 C8 C9 -173.14(17) . . . . ?
C18 C8 C9 O2 -114.9(2) . . . . ?
C18 C8 C9 C11 63.9(3) . . . . ?
C19 C18 C8 N2 -0.8(2) . . . . ?
C19 C18 C8 C9 172.1(2) . . . . ?
C19 C18 C20 O3 -155.4(2) . . . . ?
C19 C18 C20 C21 22.5(3) . . . . ?
C5 N2 N1 C19 176.64(17) . . . . ?
C5 N2 C8 C18 -175.66(18) . . . . ?
C5 N2 C8 C9 10.7(3) . . . . ?
C5 C4 C3 C2 -1.3(3) . . . . ?
C5 C6 C7 C2 -0.9(3) . . . . ?
C21 C26 C25 C24 0.5(3) . . . . ?
C21 C22 C23 C24 0.8(4) . . . . ?
C8 N2 N1 C19 0.2(2) . . . . ?
C8 N2 C5 C4 -134.2(2) . . . . ?
C8 N2 C5 C6 46.9(3) . . . . ?
C8 C18 C19 N1 1.0(2) . . . . ?
C8 C18 C20 O3 14.9(3) . . . . ?
C8 C18 C20 C21 -167.26(19) . . . . ?
C8 C9 C11 C12 -170.54(19) . . . . ?
C8 C9 C11 C16 8.2(3) . . . . ?
C20 C18 C19 N1 172.7(2) . . . . ?
C20 C18 C8 N2 -173.37(18) . . . . ?
C20 C18 C8 C9 -0.4(3) . . . . ?
C20 C21 C26 C25 179.59(19) . . . . ?
C20 C21 C22 C23 179.7(2) . . . . ?
C12 C13 C14 C15 0.0(3) . . . . ?
C16 C15 C14 C13 -1.2(3) . . . . ?
C11 C12 C13 C14 1.8(3) . . . . ?
C11 C16 C15 C14 0.6(3) . . . . ?
C4 C5 C6 C7 1.7(3) . . . . ?
C6 C5 C4 C3 -0.6(3) . . . . ?
C26 C21 C20 O3 -150.7(2) . . . . ?
C26 C21 C20 C18 31.5(3) . . . . ?
C26 C21 C22 C23 -1.3(3) . . . . ?
C26 C25 C24 C23 -1.1(4) . . . . ?
C3 C2 C7 C6 -0.9(3) . . . . ?
C22 C21 C20 O3 28.2(3) . . . . ?
C22 C21 C20 C18 -149.6(2) . . . . ?
C22 C21 C26 C25 0.7(3) . . . . ?
C22 C23 C24 C25 0.4(4) . . . . ?
C13 C12 C11 C16 -2.4(3) . . . . ?
C13 C12 C11 C9 176.4(2) . . . . ?
C7 C2 C3 C4 2.0(3) . . . . ?
C15 C16 C11 C12 1.2(3) . . . . ?
C15 C16 C11 C9 -177.6(2) . . . . ?
C1 C2 C3 C4 -177.6(2) . . . . ?
C1 C2 C7 C6 178.7(2) . . . . ?

_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 1.856
_oxdiff_exptl_absorpt_empirical_full_min 0.464
####################################################################### 
# 
# 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_k11205-myc-b_auto
_database_code_depnum_ccdc_archive 'CCDC 2413190'
loop_
_audit_author_name
_audit_author_address
'Meng-Yang Chang'
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2024-12-27 deposited with the CCDC.	2025-07-02 downloaded from the CCDC.
;
_audit_creation_date             2023-05-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H16 N2 O2'
_chemical_formula_sum            'C23 H16 N2 O2'
_chemical_formula_weight         352.38
_chemical_melting_point          ?
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'

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

_cell_length_a                   3.8702(6)
_cell_length_b                   13.0697(10)
_cell_length_c                   16.8646(8)
_cell_angle_alpha                96.863(5)
_cell_angle_beta                 90.517(9)
_cell_angle_gamma                93.533(9)
_cell_volume                     845.21(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7994
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      26.9760
_cell_measurement_theta_min      1.8640
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.957
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57562
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1676
_diffrn_reflns_av_unetI/netI     0.0714
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20747
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.572
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00 100.00   0.50   23.04    --   10.60  77.00 -30.00  230
  2  ω    -20.00 100.00   0.50   23.04    --   10.60  57.00-120.00  240
  3  ω    -17.00 100.00   0.50   23.04    --   10.60  82.00  90.00  234
  4  ω    -79.00  38.00   0.50   23.04    --   10.60 -82.00  30.00  234
  5  ω    -17.00 100.00   0.50   23.04    --   10.60  82.00 -90.00  234
  6  ω    -17.00 100.00   0.50   23.04    --   10.60  82.00 150.00  234
  7  ω    -79.00  48.00   0.50   23.04    --   10.60 -37.00 120.00  254
  8  ω    -15.00 100.00   0.50   23.04    --   10.60  77.00  90.00  230
  9  ω    -15.00 100.00   0.50   23.04    --   10.60  77.00-150.00  230
 10  ω    -17.00 100.00   0.50   23.04    --   10.60  82.00  30.00  234
 11  ω    -79.00  48.00   0.50   23.04    --   10.60 -37.00  60.00  254
 12  ω    -79.00  36.00   0.50   23.04    --   10.60 -77.00-150.00  230
 13  ω    -79.00 -54.00   0.50   23.04    --   10.60 -82.00 -30.00   50
 14  ω    -41.00  79.00   0.50   23.04    --  -10.90  57.00 -60.00  240
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0510522000
_diffrn_orient_matrix_UB_12      0.0121154000
_diffrn_orient_matrix_UB_13      0.0407064000
_diffrn_orient_matrix_UB_21      0.0006062000
_diffrn_orient_matrix_UB_22      0.0534147000
_diffrn_orient_matrix_UB_23      -0.0040256000
_diffrn_orient_matrix_UB_31      -0.1764060000
_diffrn_orient_matrix_UB_32      0.0000887000
_diffrn_orient_matrix_UB_33      0.0110370000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2191
_reflns_number_total             2962
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.659
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         2962
_refine_ls_number_restraints     138
_refine_ls_R_factor_all          0.1245
_refine_ls_R_factor_gt           0.0975
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1770P)²+0.5848P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2493
_refine_ls_wR_factor_ref         0.2751
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(C4) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C1) \\sim
Ueq, Uanis(C17) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C6)
\\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C23) \\sim Ueq,
Uanis(C18) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C7)
\\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C13) \\sim Ueq,
Uanis(C20) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C9)
\\sim Ueq, Uanis(C8) \\sim Ueq: with sigma of 0.005 and sigma for terminal
atoms of 0.005
2.a Aromatic/amide H refined with riding coordinates:
 C17(H18), C3(H4), C16(H17), C23(H12), C21(H10), C15(H16), C7(H22), C22(H11),
 C14(H15), C13(H14), C20(H9), C19(H8), C10(H25), C9(H24), C8(H23)
2.b Idealised tetrahedral OH refined as rotating group:
 O2(H27)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.8250(7) 0.56325(17) 0.44698(13) 0.0331(7) Uani 1 1 d . . . . .
O1 O 0.8486(7) 0.63447(18) 0.59571(13) 0.0347(7) Uani 1 1 d . . . . .
H27 H 0.880629 0.591745 0.555551 0.052 Uiso 1 1 calc R U . . .
N2 N 0.4529(7) 0.6422(2) 0.18660(15) 0.0234(7) Uani 1 1 d . . . . .
N1 N 0.6787(7) 0.7293(2) 0.31110(15) 0.0253(7) Uani 1 1 d . . . . .
C4 C 0.5929(9) 0.6427(2) 0.34405(19) 0.0234(8) Uani 1 1 d . U . . .
C2 C 0.3725(9) 0.5566(2) 0.22106(18) 0.0225(8) Uani 1 1 d . U . . .
C12 C 0.2116(9) 0.4654(2) 0.17040(18) 0.0225(8) Uani 1 1 d . U . . .
C1 C 0.6067(9) 0.7236(2) 0.23228(18) 0.0231(8) Uani 1 1 d . U . . .
C17 C 0.2364(9) 0.4587(3) 0.08743(19) 0.0252(8) Uani 1 1 d . U . . .
H18 H 0.346261 0.514202 0.063622 0.030 Uiso 1 1 calc R U . . .
C3 C 0.4452(9) 0.5544(3) 0.30197(19) 0.0251(8) Uani 1 1 d . U . . .
H4 H 0.394206 0.493999 0.326968 0.030 Uiso 1 1 calc R U . . .
C5 C 0.6850(9) 0.6403(2) 0.43123(19) 0.0248(8) Uani 1 1 d . U . . .
C6 C 0.5990(9) 0.7224(2) 0.49248(19) 0.0257(8) Uani 1 1 d . U . . .
C16 C 0.1015(9) 0.3715(2) 0.0396(2) 0.0269(8) Uani 1 1 d . U . . .
H17 H 0.119593 0.367636 -0.016813 0.032 Uiso 1 1 calc R U . . .
C11 C 0.6882(9) 0.7146(3) 0.57297(19) 0.0278(9) Uani 1 1 d . U . . .
C19 C 0.8852(9) 0.9022(2) 0.23479(19) 0.0265(8) Uani 1 1 d . U . . .
H12 H 0.953473 0.900281 0.288816 0.032 Uiso 1 1 calc R U . . .
C18 C 0.7023(9) 0.8174(2) 0.19317(18) 0.0241(8) Uani 1 1 d . U . . .
C21 C 0.8725(9) 0.9931(3) 0.1190(2) 0.0301(9) Uani 1 1 d . U . . .
H10 H 0.930811 1.052842 0.093665 0.036 Uiso 1 1 calc R U . . .
C15 C -0.0589(10) 0.2902(3) 0.0732(2) 0.0301(9) Uani 1 1 d . U . . .
H16 H -0.147488 0.230166 0.040182 0.036 Uiso 1 1 calc R U . . .
C7 C 0.4282(9) 0.8091(3) 0.4754(2) 0.0308(9) Uani 1 1 d . U . . .
H22 H 0.363324 0.815495 0.421846 0.037 Uiso 1 1 calc R U . . .
C20 C 0.9689(10) 0.9899(3) 0.1978(2) 0.0304(9) Uani 1 1 d . U . . .
H11 H 1.092599 1.047705 0.226823 0.036 Uiso 1 1 calc R U . . .
C14 C -0.0904(9) 0.2965(3) 0.1558(2) 0.0300(9) Uani 1 1 d . U . . .
H15 H -0.202779 0.240997 0.179129 0.036 Uiso 1 1 calc R U . . .
C13 C 0.0417(9) 0.3835(3) 0.20387(19) 0.0267(8) Uani 1 1 d . U . . .
H14 H 0.016998 0.387744 0.260138 0.032 Uiso 1 1 calc R U . . .
C22 C 0.6905(9) 0.9086(3) 0.0771(2) 0.0292(9) Uani 1 1 d . U . . .
H9 H 0.623947 0.910653 0.022987 0.035 Uiso 1 1 calc R U . . .
C23 C 0.6047(9) 0.8211(3) 0.11377(19) 0.0272(8) Uani 1 1 d . U . . .
H8 H 0.479395 0.763632 0.084748 0.033 Uiso 1 1 calc R U . . .
C10 C 0.6041(10) 0.7914(3) 0.6331(2) 0.0349(9) Uani 1 1 d . U . . .
H25 H 0.656934 0.785107 0.687383 0.042 Uiso 1 1 calc R U . . .
C9 C 0.4453(10) 0.8757(3) 0.6137(2) 0.0377(10) Uani 1 1 d . U . . .
H24 H 0.396681 0.928979 0.654702 0.045 Uiso 1 1 calc R U . . .
C8 C 0.3537(10) 0.8851(3) 0.5355(2) 0.0353(9) Uani 1 1 d . U . . .
H23 H 0.239792 0.943748 0.523382 0.042 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C5 1.227(4) . ?
O1 H27 0.8400 . ?
O1 C11 1.342(4) . ?
N2 C2 1.342(4) . ?
N2 C1 1.341(4) . ?
N1 C4 1.344(4) . ?
N1 C1 1.348(4) . ?
C4 C3 1.370(5) . ?
C4 C5 1.514(4) . ?
C2 C12 1.481(5) . ?
C2 C3 1.395(4) . ?
C12 C17 1.396(4) . ?
C12 C13 1.401(5) . ?
C1 C18 1.489(5) . ?
C17 H18 0.9500 . ?
C17 C16 1.387(5) . ?
C3 H4 0.9500 . ?
C5 C6 1.454(4) . ?
C6 C11 1.414(4) . ?
C6 C7 1.405(4) . ?
C16 H17 0.9500 . ?
C16 C15 1.381(5) . ?
C11 C10 1.395(5) . ?
C19 H12 0.9500 . ?
C19 C18 1.389(5) . ?
C19 C20 1.391(5) . ?
C18 C23 1.395(4) . ?
C21 H10 0.9500 . ?
C21 C20 1.384(5) . ?
C21 C22 1.387(5) . ?
C15 H16 0.9500 . ?
C15 C14 1.392(5) . ?
C7 H22 0.9500 . ?
C7 C8 1.377(5) . ?
C20 H11 0.9500 . ?
C14 H15 0.9500 . ?
C14 C13 1.383(5) . ?
C13 H14 0.9500 . ?
C22 H9 0.9500 . ?
C22 C23 1.388(5) . ?
C23 H8 0.9500 . ?
C10 H25 0.9500 . ?
C10 C9 1.365(5) . ?
C9 H24 0.9500 . ?
C9 C8 1.383(5) . ?
C8 H23 0.9500 . ?

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
C11 O1 H27 109.5 . . ?
C1 N2 C2 117.7(3) . . ?
C4 N1 C1 114.8(3) . . ?
N1 C4 C3 123.6(3) . . ?
N1 C4 C5 118.2(3) . . ?
C3 C4 C5 118.1(3) . . ?
N2 C2 C12 118.0(3) . . ?
N2 C2 C3 120.2(3) . . ?
C3 C2 C12 121.7(3) . . ?
C17 C12 C2 119.8(3) . . ?
C17 C12 C13 118.7(3) . . ?
C13 C12 C2 121.5(3) . . ?
N2 C1 N1 126.0(3) . . ?
N2 C1 C18 117.4(3) . . ?
N1 C1 C18 116.6(3) . . ?
C12 C17 H18 119.8 . . ?
C16 C17 C12 120.3(3) . . ?
C16 C17 H18 119.8 . . ?
C4 C3 C2 117.5(3) . . ?
C4 C3 H4 121.2 . . ?
C2 C3 H4 121.2 . . ?
O2 C5 C4 115.8(3) . . ?
O2 C5 C6 122.4(3) . . ?
C6 C5 C4 121.7(3) . . ?
C11 C6 C5 118.9(3) . . ?
C7 C6 C5 122.9(3) . . ?
C7 C6 C11 118.2(3) . . ?
C17 C16 H17 119.7 . . ?
C15 C16 C17 120.6(3) . . ?
C15 C16 H17 119.7 . . ?
O1 C11 C6 122.9(3) . . ?
O1 C11 C10 116.9(3) . . ?
C10 C11 C6 120.1(3) . . ?
C18 C19 H12 119.8 . . ?
C18 C19 C20 120.4(3) . . ?
C20 C19 H12 119.8 . . ?
C19 C18 C1 121.0(3) . . ?
C19 C18 C23 119.2(3) . . ?
C23 C18 C1 119.8(3) . . ?
C20 C21 H10 120.2 . . ?
C20 C21 C22 119.6(3) . . ?
C22 C21 H10 120.2 . . ?
C16 C15 H16 120.1 . . ?
C16 C15 C14 119.7(3) . . ?
C14 C15 H16 120.1 . . ?
C6 C7 H22 119.7 . . ?
C8 C7 C6 120.7(3) . . ?
C8 C7 H22 119.7 . . ?
C19 C20 H11 119.9 . . ?
C21 C20 C19 120.2(3) . . ?
C21 C20 H11 119.9 . . ?
C15 C14 H15 120.0 . . ?
C13 C14 C15 120.0(3) . . ?
C13 C14 H15 120.0 . . ?
C12 C13 H14 119.7 . . ?
C14 C13 C12 120.6(3) . . ?
C14 C13 H14 119.7 . . ?
C21 C22 H9 119.8 . . ?
C21 C22 C23 120.4(3) . . ?
C23 C22 H9 119.8 . . ?
C18 C23 H8 119.9 . . ?
C22 C23 C18 120.1(3) . . ?
C22 C23 H8 119.9 . . ?
C11 C10 H25 120.2 . . ?
C9 C10 C11 119.7(3) . . ?
C9 C10 H25 120.2 . . ?
C10 C9 H24 119.3 . . ?
C10 C9 C8 121.4(3) . . ?
C8 C9 H24 119.3 . . ?
C7 C8 C9 119.8(3) . . ?
C7 C8 H23 120.1 . . ?
C9 C8 H23 120.1 . . ?

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 C5 C6 C11 1.7(6) . . . . ?
O2 C5 C6 C7 -177.8(3) . . . . ?
O1 C11 C10 C9 179.0(3) . . . . ?
N2 C2 C12 C17 18.2(4) . . . . ?
N2 C2 C12 C13 -163.7(3) . . . . ?
N2 C2 C3 C4 1.3(5) . . . . ?
N2 C1 C18 C19 -175.2(3) . . . . ?
N2 C1 C18 C23 5.4(5) . . . . ?
N1 C4 C3 C2 -1.9(5) . . . . ?
N1 C4 C5 O2 -132.6(3) . . . . ?
N1 C4 C5 C6 49.9(5) . . . . ?
N1 C1 C18 C19 5.8(4) . . . . ?
N1 C1 C18 C23 -173.6(3) . . . . ?
C4 N1 C1 N2 2.0(5) . . . . ?
C4 N1 C1 C18 -179.2(3) . . . . ?
C4 C5 C6 C11 179.1(3) . . . . ?
C4 C5 C6 C7 -0.4(6) . . . . ?
C2 N2 C1 N1 -2.5(5) . . . . ?
C2 N2 C1 C18 178.7(3) . . . . ?
C2 C12 C17 C16 176.9(3) . . . . ?
C2 C12 C13 C14 -176.4(3) . . . . ?
C12 C2 C3 C4 -179.7(3) . . . . ?
C12 C17 C16 C15 0.0(5) . . . . ?
C1 N2 C2 C12 -178.3(3) . . . . ?
C1 N2 C2 C3 0.7(5) . . . . ?
C1 N1 C4 C3 0.3(5) . . . . ?
C1 N1 C4 C5 176.3(3) . . . . ?
C1 C18 C23 C22 179.5(3) . . . . ?
C17 C12 C13 C14 1.7(5) . . . . ?
C17 C16 C15 C14 1.0(5) . . . . ?
C3 C4 C5 O2 43.6(5) . . . . ?
C3 C4 C5 C6 -133.9(3) . . . . ?
C3 C2 C12 C17 -160.8(3) . . . . ?
C3 C2 C12 C13 17.4(5) . . . . ?
C5 C4 C3 C2 -177.9(3) . . . . ?
C5 C6 C11 O1 -0.2(6) . . . . ?
C5 C6 C11 C10 -179.0(3) . . . . ?
C5 C6 C7 C8 -179.7(3) . . . . ?
C6 C11 C10 C9 -2.1(6) . . . . ?
C6 C7 C8 C9 -0.5(6) . . . . ?
C16 C15 C14 C13 -0.6(5) . . . . ?
C11 C6 C7 C8 0.8(6) . . . . ?
C11 C10 C9 C8 2.4(6) . . . . ?
C19 C18 C23 C22 0.1(5) . . . . ?
C18 C19 C20 C21 -0.4(5) . . . . ?
C21 C22 C23 C18 -0.2(5) . . . . ?
C15 C14 C13 C12 -0.8(5) . . . . ?
C7 C6 C11 O1 179.3(3) . . . . ?
C7 C6 C11 C10 0.6(6) . . . . ?
C20 C19 C18 C1 -179.2(3) . . . . ?
C20 C19 C18 C23 0.2(5) . . . . ?
C20 C21 C22 C23 0.0(5) . . . . ?
C13 C12 C17 C16 -1.4(5) . . . . ?
C22 C21 C20 C19 0.3(5) . . . . ?
C10 C9 C8 C7 -1.1(6) . . . . ?

_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 3.226
_oxdiff_exptl_absorpt_empirical_full_min 0.375
