# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_k11211-myc-a(ynb928)_auto
_database_code_depnum_ccdc_archive 'CCDC 2309841'
loop_
_audit_author_name
_audit_author_address
'Meng-Yang Chang'
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2023-11-23 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2023-11-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H20 O4'
_chemical_formula_sum            'C18 H20 N O3'
_chemical_formula_weight         298.35
_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                   7.7589(4)
_cell_length_b                   10.0726(7)
_cell_length_c                   18.9645(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.207(5)
_cell_angle_gamma                90
_cell_volume                     1476.00(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10610
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      26.8830
_cell_measurement_theta_min      2.1530
_shelx_estimated_absorpt_T_max   0.956
_shelx_estimated_absorpt_T_min   0.956
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27884
_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    1.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.5
_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  0.0789
_diffrn_reflns_av_unetI/netI     0.0539
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            23702
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.067
_diffrn_reflns_theta_min         2.157
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.951
_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  43.00   0.50    5.95    --   10.60 -53.00  91.00  244
  2  ω    -22.00 100.00   0.50    5.95    --   10.60  53.00-123.00  244
  3  ω   -100.00  21.00   0.50    5.95    --  -10.90 -53.00  91.00  242
  4  ω    -43.00  78.00   0.50    5.95    --  -10.90  53.00-123.00  242
  5  ω     13.00  50.00   0.50    5.95    --   10.60  77.00 -90.00   74
  6  ω    -77.00  43.00   0.50    5.95    --   10.60 -37.00-180.00  240
  7  ω    -15.00  89.00   0.50    5.95    --   10.60  77.00  60.00  208
  8  ω    -13.00 100.00   0.50    5.95    --   10.60  82.00 -60.00  226
  9  ω    -54.00 -28.00   0.50    5.95    --   10.60 -77.00  30.00   52
 10  ω     11.00  36.00   0.50    5.95    --   10.60 -77.00  30.00   50
 11  ω    -38.00   2.00   0.50    5.95    --  -10.90 -37.00 -60.00   80
 12  ω    -95.00 -69.00   0.50    5.95    --  -10.90 -37.00 -60.00   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      -0.0598932000
_diffrn_orient_matrix_UB_12      0.0433681000
_diffrn_orient_matrix_UB_13      0.0143317000
_diffrn_orient_matrix_UB_21      0.0393121000
_diffrn_orient_matrix_UB_22      -0.0125580000
_diffrn_orient_matrix_UB_23      0.0345608000
_diffrn_orient_matrix_UB_31      0.0573240000
_diffrn_orient_matrix_UB_32      0.0540285000
_diffrn_orient_matrix_UB_33      -0.0034281000
_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                2519
_reflns_number_total             3082
_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         0.425
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3082
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0845
_refine_ls_R_factor_gt           0.0718
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.025
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0710P)²+2.5804P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1837
_refine_ls_wR_factor_ref         0.1897
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H00B), C17(H00F)
2.b Secondary CH2 refined with riding coordinates:
 C18(H00A,H00D), C2(H00E,H00G), C3(H00H,H00I), C16(H00J,H00K), C4(H00R,H00S)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H006), C10(H00C)
2.d Idealised Me refined as rotating group:
 C12(H00L,H00M,H00N), C14(H00O,H00P,H00Q)
;
_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
O001 O 0.0370(2) 0.6055(2) 0.58858(10) 0.0250(5) Uani 1 1 d . . . . .
O002 O 0.2784(2) 1.06381(19) 0.60081(10) 0.0243(5) Uani 1 1 d . . . . .
O003 O 0.5798(2) 0.4327(2) 0.67636(10) 0.0272(5) Uani 1 1 d . . . . .
O004 O 0.6004(2) 1.11010(19) 0.65810(10) 0.0265(5) Uani 1 1 d . . . . .
C005 C 0.4226(3) 0.4400(3) 0.67900(13) 0.0195(5) Uani 1 1 d . . . . .
C006 C 0.6236(3) 0.7501(3) 0.62404(13) 0.0189(5) Uani 1 1 d . . . . .
H006 H 0.702372 0.677840 0.629725 0.023 Uiso 1 1 calc R U . . .
C007 C 0.3400(3) 0.8345(3) 0.58568(13) 0.0186(5) Uani 1 1 d . . . . .
C008 C 0.4566(3) 0.7280(3) 0.59363(13) 0.0181(5) Uani 1 1 d . . . . .
C009 C 0.3147(3) 0.5182(3) 0.62714(13) 0.0188(5) Uani 1 1 d . . . . .
C00A C 0.3958(3) 0.9601(3) 0.60727(13) 0.0193(5) Uani 1 1 d . . . . .
C00B C 0.3975(3) 0.5907(3) 0.56951(13) 0.0190(5) Uani 1 1 d . . . . .
H00B H 0.499184 0.538663 0.555919 0.023 Uiso 1 1 calc R U . . .
C00C C 0.6777(3) 0.8758(3) 0.64629(13) 0.0210(6) Uani 1 1 d . . . . .
H00C H 0.792228 0.889073 0.667301 0.025 Uiso 1 1 calc R U . . .
C00D C 0.5642(3) 0.9820(3) 0.63782(13) 0.0202(5) Uani 1 1 d . . . . .
C00E C 0.1429(3) 0.5293(3) 0.63260(13) 0.0211(6) Uani 1 1 d . . . . .
C00F C 0.1093(3) 0.6751(3) 0.53030(13) 0.0224(6) Uani 1 1 d . . . . .
H00F H 0.017628 0.679130 0.489746 0.027 Uiso 1 1 calc R U . . .
C00G C 0.2619(3) 0.6007(3) 0.50567(13) 0.0220(6) Uani 1 1 d . . . . .
H00A H 0.309987 0.649038 0.466424 0.026 Uiso 1 1 calc R U . . .
H00D H 0.226081 0.511052 0.488754 0.026 Uiso 1 1 calc R U . . .
C00H C 0.0468(4) 0.4606(3) 0.68720(15) 0.0267(6) Uani 1 1 d . . . . .
H00E H -0.068874 0.433193 0.665775 0.032 Uiso 1 1 calc R U . . .
H00G H 0.030208 0.522768 0.726455 0.032 Uiso 1 1 calc R U . . .
C00I C 0.1463(4) 0.3389(3) 0.71611(15) 0.0264(6) Uani 1 1 d . . . . .
H00H H 0.092166 0.304038 0.757630 0.032 Uiso 1 1 calc R U . . .
H00I H 0.140808 0.268705 0.679457 0.032 Uiso 1 1 calc R U . . .
C00J C 0.1569(3) 0.8171(3) 0.55164(14) 0.0236(6) Uani 1 1 d . . . . .
H00J H 0.141582 0.874061 0.508991 0.028 Uiso 1 1 calc R U . . .
H00K H 0.075200 0.848705 0.585155 0.028 Uiso 1 1 calc R U . . .
C00K C 0.7736(4) 1.1389(3) 0.68483(16) 0.0311(7) Uani 1 1 d . . . . .
H00L H 0.852295 1.116248 0.649044 0.047 Uiso 1 1 calc R U . . .
H00M H 0.803825 1.086611 0.727763 0.047 Uiso 1 1 calc R U . . .
H00N H 0.784115 1.233666 0.696111 0.047 Uiso 1 1 calc R U . . .
C00L C 0.3164(4) 1.1593(3) 0.54799(15) 0.0310(7) Uani 1 1 d . . . . .
H00O H 0.297482 1.118867 0.500921 0.046 Uiso 1 1 calc R U . . .
H00P H 0.437386 1.187571 0.556515 0.046 Uiso 1 1 calc R U . . .
H00Q H 0.240348 1.236453 0.550555 0.046 Uiso 1 1 calc R U . . .
C00M C 0.3346(4) 0.3740(3) 0.73774(15) 0.0292(6) Uani 1 1 d . . . . .
H00R H 0.339899 0.434315 0.779112 0.035 Uiso 1 1 calc R U . . .
H00S H 0.398480 0.292032 0.752402 0.035 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
O001 C00E 1.356(3) . ?
O001 C00F 1.463(3) . ?
O002 C00A 1.384(3) . ?
O002 C00L 1.438(3) . ?
O003 C005 1.227(3) . ?
O004 C00D 1.368(3) . ?
O004 C00K 1.423(3) . ?
C005 C009 1.463(4) . ?
C005 C00M 1.512(4) . ?
C006 H006 0.9500 . ?
C006 C008 1.388(3) . ?
C006 C00C 1.388(4) . ?
C007 C008 1.402(4) . ?
C007 C00A 1.387(4) . ?
C007 C00J 1.516(3) . ?
C008 C00B 1.515(4) . ?
C009 C00B 1.506(3) . ?
C009 C00E 1.351(3) . ?
C00A C00D 1.398(4) . ?
C00B H00B 1.0000 . ?
C00B C00G 1.533(3) . ?
C00C H00C 0.9500 . ?
C00C C00D 1.385(4) . ?
C00E C00H 1.499(4) . ?
C00F H00F 1.0000 . ?
C00F C00G 1.511(4) . ?
C00F C00J 1.522(4) . ?
C00G H00A 0.9900 . ?
C00G H00D 0.9900 . ?
C00H H00E 0.9900 . ?
C00H H00G 0.9900 . ?
C00H C00I 1.524(4) . ?
C00I H00H 0.9900 . ?
C00I H00I 0.9900 . ?
C00I C00M 1.523(4) . ?
C00J H00J 0.9900 . ?
C00J H00K 0.9900 . ?
C00K H00L 0.9800 . ?
C00K H00M 0.9800 . ?
C00K H00N 0.9800 . ?
C00L H00O 0.9800 . ?
C00L H00P 0.9800 . ?
C00L H00Q 0.9800 . ?
C00M H00R 0.9900 . ?
C00M H00S 0.9900 . ?

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
C00E O001 C00F 118.94(19) . . ?
C00A O002 C00L 113.0(2) . . ?
C00D O004 C00K 117.1(2) . . ?
O003 C005 C009 121.0(2) . . ?
O003 C005 C00M 121.4(2) . . ?
C009 C005 C00M 117.6(2) . . ?
C008 C006 H006 119.4 . . ?
C008 C006 C00C 121.2(2) . . ?
C00C C006 H006 119.4 . . ?
C008 C007 C00J 121.9(2) . . ?
C00A C007 C008 119.0(2) . . ?
C00A C007 C00J 119.1(2) . . ?
C006 C008 C007 119.4(2) . . ?
C006 C008 C00B 121.1(2) . . ?
C007 C008 C00B 119.4(2) . . ?
C005 C009 C00B 119.5(2) . . ?
C00E C009 C005 120.1(2) . . ?
C00E C009 C00B 120.3(2) . . ?
O002 C00A C007 118.5(2) . . ?
O002 C00A C00D 120.0(2) . . ?
C007 C00A C00D 121.4(2) . . ?
C008 C00B H00B 109.4 . . ?
C008 C00B C00G 110.2(2) . . ?
C009 C00B C008 111.1(2) . . ?
C009 C00B H00B 109.4 . . ?
C009 C00B C00G 107.3(2) . . ?
C00G C00B H00B 109.4 . . ?
C006 C00C H00C 120.1 . . ?
C00D C00C C006 119.9(2) . . ?
C00D C00C H00C 120.1 . . ?
O004 C00D C00A 115.2(2) . . ?
O004 C00D C00C 125.7(2) . . ?
C00C C00D C00A 119.1(2) . . ?
O001 C00E C00H 112.0(2) . . ?
C009 C00E O001 123.1(2) . . ?
C009 C00E C00H 124.8(2) . . ?
O001 C00F H00F 107.8 . . ?
O001 C00F C00G 111.2(2) . . ?
O001 C00F C00J 110.5(2) . . ?
C00G C00F H00F 107.8 . . ?
C00G C00F C00J 111.7(2) . . ?
C00J C00F H00F 107.8 . . ?
C00B C00G H00A 110.4 . . ?
C00B C00G H00D 110.4 . . ?
C00F C00G C00B 106.8(2) . . ?
C00F C00G H00A 110.4 . . ?
C00F C00G H00D 110.4 . . ?
H00A C00G H00D 108.6 . . ?
C00E C00H H00E 109.5 . . ?
C00E C00H H00G 109.5 . . ?
C00E C00H C00I 110.6(2) . . ?
H00E C00H H00G 108.1 . . ?
C00I C00H H00E 109.5 . . ?
C00I C00H H00G 109.5 . . ?
C00H C00I H00H 109.5 . . ?
C00H C00I H00I 109.5 . . ?
H00H C00I H00I 108.1 . . ?
C00M C00I C00H 110.7(2) . . ?
C00M C00I H00H 109.5 . . ?
C00M C00I H00I 109.5 . . ?
C007 C00J C00F 114.6(2) . . ?
C007 C00J H00J 108.6 . . ?
C007 C00J H00K 108.6 . . ?
C00F C00J H00J 108.6 . . ?
C00F C00J H00K 108.6 . . ?
H00J C00J H00K 107.6 . . ?
O004 C00K H00L 109.5 . . ?
O004 C00K H00M 109.5 . . ?
O004 C00K H00N 109.5 . . ?
H00L C00K H00M 109.5 . . ?
H00L C00K H00N 109.5 . . ?
H00M C00K H00N 109.5 . . ?
O002 C00L H00O 109.5 . . ?
O002 C00L H00P 109.5 . . ?
O002 C00L H00Q 109.5 . . ?
H00O C00L H00P 109.5 . . ?
H00O C00L H00Q 109.5 . . ?
H00P C00L H00Q 109.5 . . ?
C005 C00M C00I 112.9(2) . . ?
C005 C00M H00R 109.0 . . ?
C005 C00M H00S 109.0 . . ?
C00I C00M H00R 109.0 . . ?
C00I C00M H00S 109.0 . . ?
H00R C00M H00S 107.8 . . ?

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
O001 C00E C00H C00I 158.0(2) . . . . ?
O001 C00F C00G C00B -59.7(3) . . . . ?
O001 C00F C00J C007 89.8(3) . . . . ?
O002 C00A C00D O004 -1.4(3) . . . . ?
O002 C00A C00D C00C 177.5(2) . . . . ?
O003 C005 C009 C00B 0.2(4) . . . . ?
O003 C005 C009 C00E -177.4(2) . . . . ?
O003 C005 C00M C00I -153.7(3) . . . . ?
C005 C009 C00B C008 -88.0(3) . . . . ?
C005 C009 C00B C00G 151.4(2) . . . . ?
C005 C009 C00E O001 176.5(2) . . . . ?
C005 C009 C00E C00H -3.2(4) . . . . ?
C006 C008 C00B C009 92.4(3) . . . . ?
C006 C008 C00B C00G -148.8(2) . . . . ?
C006 C00C C00D O004 179.2(2) . . . . ?
C006 C00C C00D C00A 0.5(4) . . . . ?
C007 C008 C00B C009 -87.0(3) . . . . ?
C007 C008 C00B C00G 31.8(3) . . . . ?
C007 C00A C00D O004 -178.5(2) . . . . ?
C007 C00A C00D C00C 0.3(4) . . . . ?
C008 C006 C00C C00D -0.4(4) . . . . ?
C008 C007 C00A O002 -178.4(2) . . . . ?
C008 C007 C00A C00D -1.2(4) . . . . ?
C008 C007 C00J C00F 2.6(4) . . . . ?
C008 C00B C00G C00F -62.0(3) . . . . ?
C009 C005 C00M C00I 29.1(3) . . . . ?
C009 C00B C00G C00F 59.2(3) . . . . ?
C009 C00E C00H C00I -22.3(4) . . . . ?
C00A C007 C008 C006 1.2(4) . . . . ?
C00A C007 C008 C00B -179.4(2) . . . . ?
C00A C007 C00J C00F -179.8(2) . . . . ?
C00B C009 C00E O001 -1.0(4) . . . . ?
C00B C009 C00E C00H 179.3(2) . . . . ?
C00C C006 C008 C007 -0.4(4) . . . . ?
C00C C006 C008 C00B -179.8(2) . . . . ?
C00E O001 C00F C00G 29.0(3) . . . . ?
C00E O001 C00F C00J -95.6(3) . . . . ?
C00E C009 C00B C008 89.5(3) . . . . ?
C00E C009 C00B C00G -31.0(3) . . . . ?
C00E C00H C00I C00M 49.4(3) . . . . ?
C00F O001 C00E C009 2.7(4) . . . . ?
C00F O001 C00E C00H -177.5(2) . . . . ?
C00G C00F C00J C007 -34.5(3) . . . . ?
C00H C00I C00M C005 -53.9(3) . . . . ?
C00J C007 C008 C006 178.9(2) . . . . ?
C00J C007 C008 C00B -1.7(4) . . . . ?
C00J C007 C00A O002 3.9(3) . . . . ?
C00J C007 C00A C00D -178.9(2) . . . . ?
C00J C00F C00G C00B 64.2(3) . . . . ?
C00K O004 C00D C00A -175.7(2) . . . . ?
C00K O004 C00D C00C 5.5(4) . . . . ?
C00L O002 C00A C007 -111.5(3) . . . . ?
C00L O002 C00A C00D 71.3(3) . . . . ?
C00M C005 C009 C00B 177.4(2) . . . . ?
C00M C005 C009 C00E -0.2(4) . . . . ?

_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 2.439
_oxdiff_exptl_absorpt_empirical_full_min 0.411
####################################################################### 
# 
# 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_k11211-myc-h(ynb1013)_auto
_database_code_depnum_ccdc_archive 'CCDC 2309843'
loop_
_audit_author_name
_audit_author_address
'Meng-Yang Chang'
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2023-11-23 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2023-11-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H19 N O3'
_chemical_formula_sum            'C21 H19 N O3'
_chemical_formula_weight         333.37
_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                   8.3860(2)
_cell_length_b                   8.6370(2)
_cell_length_c                   12.3414(3)
_cell_angle_alpha                103.452(2)
_cell_angle_beta                 95.930(2)
_cell_angle_gamma                103.910(2)
_cell_volume                     831.78(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10065
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      26.7580
_cell_measurement_theta_min      2.5080
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.974
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64261
_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             352
_exptl_crystal_size_max          0.3
_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  0.0350
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18919
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.058
_diffrn_reflns_theta_min         1.721
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.953
_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    2.02    --   10.60  57.00 150.00  240
  2  ω    -79.00  41.00   0.50    2.02    --   10.60 -57.00 -90.00  240
  3  ω    -17.00 100.00   0.50    2.02    --   10.60  82.00-180.00  234
  4  ω    -17.00 100.00   0.50    2.02    --   10.60  82.00  60.00  234
  5  ω    -20.00 100.00   0.50    2.02    --   10.60  57.00 -30.00  240
  6  ω    -15.00 100.00   0.50    2.02    --   10.60  77.00  30.00  230
  7  ω    -17.00 100.00   0.50    2.02    --   10.60  82.00-120.00  234
  8  ω    -79.00  48.00   0.50    2.02    --   10.60 -37.00 -60.00  254
  9  ω   -100.00  17.00   0.50    2.02    --  -10.90 -82.00-150.00  234
 10  ω   -100.00  15.00   0.50    2.02    --  -10.90 -77.00-120.00  230
 11  ω    -41.00  68.00   0.50    2.02    --  -10.90  57.00 150.00  218
;
_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      0.0541518000
_diffrn_orient_matrix_UB_12      -0.0517655000
_diffrn_orient_matrix_UB_13      -0.0004685000
_diffrn_orient_matrix_UB_21      -0.0189366000
_diffrn_orient_matrix_UB_22      -0.0265372000
_diffrn_orient_matrix_UB_23      -0.0598671000
_diffrn_orient_matrix_UB_31      0.0672622000
_diffrn_orient_matrix_UB_32      0.0657417000
_diffrn_orient_matrix_UB_33      -0.0031860000
_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                2865
_reflns_number_total             3472
_reflns_odcompleteness_completeness 99.18
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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         -0.226
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3472
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0403
_refine_ls_restrained_S_all      1.106
_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)+(0.0514P)²+0.1384P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1077
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H009), C20(H00M)
2.b Secondary CH2 refined with riding coordinates:
 C19(H00D,H00E), C21(H00H,H00I)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H00A), C2(H00B), C5(H00C), C12(H00F), C4(H00G), C3(H00K), C13(H00L)
2.d Idealised Me refined as rotating group:
 C16(H00J,H00N,H00O), C15(H00P,H00Q,H00R)
;
_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
O001 O 0.36749(11) 0.92566(11) 0.75945(8) 0.0305(2) Uani 1 1 d . . . . .
O002 O 0.18369(11) 0.42636(11) 0.41035(7) 0.0281(2) Uani 1 1 d . . . . .
O003 O 0.21283(13) 0.12547(12) 0.41510(8) 0.0375(3) Uani 1 1 d . . . . .
N004 N 0.66065(14) 0.66080(14) 0.98270(10) 0.0324(3) Uani 1 1 d . . . . .
C005 C 0.57172(15) 0.70316(15) 0.92575(10) 0.0234(3) Uani 1 1 d . . . . .
C006 C 0.26676(15) 0.48518(15) 0.71697(10) 0.0232(3) Uani 1 1 d . . . . .
C007 C 0.23649(14) 0.51888(15) 0.61217(10) 0.0233(3) Uani 1 1 d . . . . .
C008 C 0.22130(15) 0.39526(16) 0.51360(10) 0.0246(3) Uani 1 1 d . . . . .
C009 C 0.27880(15) 0.61981(16) 0.82305(10) 0.0247(3) Uani 1 1 d . . . . .
H009 H 0.254474 0.568654 0.886475 0.030 Uiso 1 1 calc R U . . .
C00A C 0.79877(16) 0.97947(16) 0.86291(10) 0.0261(3) Uani 1 1 d . . . . .
H00A H 0.802084 0.868053 0.853739 0.031 Uiso 1 1 calc R U . . .
C00B C 0.94605(16) 1.10531(16) 0.88841(11) 0.0276(3) Uani 1 1 d . . . . .
H00B H 1.049956 1.079871 0.896922 0.033 Uiso 1 1 calc R U . . .
C00C C 0.64342(16) 1.17997(15) 0.86229(10) 0.0268(3) Uani 1 1 d . . . . .
H00C H 0.539942 1.205978 0.852606 0.032 Uiso 1 1 calc R U . . .
C00D C 0.45071(15) 0.74344(15) 0.85585(10) 0.0230(3) Uani 1 1 d . . . . .
C00E C 0.48498(15) 0.88475(16) 0.82296(10) 0.0246(3) Uani 1 1 d . . . . .
C00F C 0.28387(16) 0.33087(16) 0.72060(11) 0.0267(3) Uani 1 1 d . . . . .
H00F H 0.305957 0.308764 0.791718 0.032 Uiso 1 1 calc R U . . .
C00G C 0.79102(17) 1.30521(16) 0.88785(11) 0.0294(3) Uani 1 1 d . . . . .
H00G H 0.788409 1.416642 0.895999 0.035 Uiso 1 1 calc R U . . .
C00H C 0.64556(15) 1.01589(15) 0.85065(10) 0.0239(3) Uani 1 1 d . . . . .
C00I C 0.23547(16) 0.23830(16) 0.51756(11) 0.0277(3) Uani 1 1 d . . . . .
C00J C 0.21579(16) 0.68498(16) 0.60375(11) 0.0267(3) Uani 1 1 d . . . . .
H00D H 0.112985 0.665931 0.549489 0.032 Uiso 1 1 calc R U . . .
H00E H 0.310724 0.739939 0.572131 0.032 Uiso 1 1 calc R U . . .
C00K C 0.94231(17) 1.26827(16) 0.90154(11) 0.0300(3) Uani 1 1 d . . . . .
H00K H 1.043453 1.354380 0.919903 0.036 Uiso 1 1 calc R U . . .
C00L C 0.26926(17) 0.20748(16) 0.62175(11) 0.0294(3) Uani 1 1 d . . . . .
H00L H 0.282380 0.102586 0.625669 0.035 Uiso 1 1 calc R U . . .
C00M C 0.20579(15) 0.80340(16) 0.71507(11) 0.0283(3) Uani 1 1 d . . . . .
H00M H 0.122099 0.863649 0.698602 0.034 Uiso 1 1 calc R U . . .
C00N C 0.15226(16) 0.71621(17) 0.80359(11) 0.0294(3) Uani 1 1 d . . . . .
H00H H 0.038888 0.639857 0.776870 0.035 Uiso 1 1 calc R U . . .
H00I H 0.151495 0.797679 0.874631 0.035 Uiso 1 1 calc R U . . .
C00O C 0.32480(18) 0.4596(2) 0.35456(12) 0.0363(3) Uani 1 1 d . . . . .
H00J H 0.289767 0.478760 0.281674 0.054 Uiso 1 1 calc R U . . .
H00N H 0.371792 0.364718 0.342103 0.054 Uiso 1 1 calc R U . . .
H00O H 0.409333 0.558230 0.401739 0.054 Uiso 1 1 calc R U . . .
C00P C 0.2169(2) -0.03794(18) 0.41668(13) 0.0414(4) Uani 1 1 d . . . . .
H00P H 0.193373 -0.108559 0.339032 0.062 Uiso 1 1 calc R U . . .
H00Q H 0.132659 -0.082460 0.459089 0.062 Uiso 1 1 calc R U . . .
H00R H 0.327506 -0.035211 0.453009 0.062 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
O001 C00E 1.3589(14) . ?
O001 C00M 1.4639(15) . ?
O002 C008 1.3829(14) . ?
O002 C00O 1.4332(16) . ?
O003 C00I 1.3686(15) . ?
O003 C00P 1.4246(16) . ?
N004 C005 1.1518(16) . ?
C005 C00D 1.4225(17) . ?
C006 C007 1.4017(17) . ?
C006 C009 1.5114(17) . ?
C006 C00F 1.3847(18) . ?
C007 C008 1.3908(18) . ?
C007 C00J 1.5114(17) . ?
C008 C00I 1.4004(18) . ?
C009 H009 1.0000 . ?
C009 C00D 1.5234(17) . ?
C009 C00N 1.5305(17) . ?
C00A H00A 0.9500 . ?
C00A C00B 1.3860(18) . ?
C00A C00H 1.3960(17) . ?
C00B H00B 0.9500 . ?
C00B C00K 1.3872(18) . ?
C00C H00C 0.9500 . ?
C00C C00G 1.3851(19) . ?
C00C C00H 1.3955(17) . ?
C00D C00E 1.3502(18) . ?
C00E C00H 1.4848(17) . ?
C00F H00F 0.9500 . ?
C00F C00L 1.3929(18) . ?
C00G H00G 0.9500 . ?
C00G C00K 1.3840(19) . ?
C00I C00L 1.3874(18) . ?
C00J H00D 0.9900 . ?
C00J H00E 0.9900 . ?
C00J C00M 1.5336(18) . ?
C00K H00K 0.9500 . ?
C00L H00L 0.9500 . ?
C00M H00M 1.0000 . ?
C00M C00N 1.5112(19) . ?
C00N H00H 0.9900 . ?
C00N H00I 0.9900 . ?
C00O H00J 0.9800 . ?
C00O H00N 0.9800 . ?
C00O H00O 0.9800 . ?
C00P H00P 0.9800 . ?
C00P H00Q 0.9800 . ?
C00P H00R 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
C00E O001 C00M 118.34(10) . . ?
C008 O002 C00O 113.44(9) . . ?
C00I O003 C00P 116.89(10) . . ?
N004 C005 C00D 175.02(14) . . ?
C007 C006 C009 118.40(11) . . ?
C00F C006 C007 119.56(12) . . ?
C00F C006 C009 122.05(11) . . ?
C006 C007 C00J 121.55(11) . . ?
C008 C007 C006 119.19(12) . . ?
C008 C007 C00J 119.24(11) . . ?
O002 C008 C007 119.05(11) . . ?
O002 C008 C00I 119.79(11) . . ?
C007 C008 C00I 121.09(11) . . ?
C006 C009 H009 109.3 . . ?
C006 C009 C00D 111.78(10) . . ?
C006 C009 C00N 109.72(10) . . ?
C00D C009 H009 109.3 . . ?
C00D C009 C00N 107.28(10) . . ?
C00N C009 H009 109.3 . . ?
C00B C00A H00A 119.9 . . ?
C00B C00A C00H 120.22(12) . . ?
C00H C00A H00A 119.9 . . ?
C00A C00B H00B 119.9 . . ?
C00A C00B C00K 120.25(12) . . ?
C00K C00B H00B 119.9 . . ?
C00G C00C H00C 119.7 . . ?
C00G C00C C00H 120.50(12) . . ?
C00H C00C H00C 119.7 . . ?
C005 C00D C009 115.95(11) . . ?
C00E C00D C005 122.00(11) . . ?
C00E C00D C009 122.03(11) . . ?
O001 C00E C00H 110.85(10) . . ?
C00D C00E O001 121.87(11) . . ?
C00D C00E C00H 127.26(11) . . ?
C006 C00F H00F 119.4 . . ?
C006 C00F C00L 121.13(12) . . ?
C00L C00F H00F 119.4 . . ?
C00C C00G H00G 119.9 . . ?
C00K C00G C00C 120.11(12) . . ?
C00K C00G H00G 119.9 . . ?
C00A C00H C00E 121.93(11) . . ?
C00C C00H C00A 118.99(12) . . ?
C00C C00H C00E 119.06(11) . . ?
O003 C00I C008 115.71(11) . . ?
O003 C00I C00L 125.06(12) . . ?
C00L C00I C008 119.23(12) . . ?
C007 C00J H00D 108.4 . . ?
C007 C00J H00E 108.4 . . ?
C007 C00J C00M 115.58(10) . . ?
H00D C00J H00E 107.4 . . ?
C00M C00J H00D 108.4 . . ?
C00M C00J H00E 108.4 . . ?
C00B C00K H00K 120.0 . . ?
C00G C00K C00B 119.90(12) . . ?
C00G C00K H00K 120.0 . . ?
C00F C00L H00L 120.1 . . ?
C00I C00L C00F 119.78(12) . . ?
C00I C00L H00L 120.1 . . ?
O001 C00M C00J 109.55(10) . . ?
O001 C00M H00M 108.0 . . ?
O001 C00M C00N 109.71(10) . . ?
C00J C00M H00M 108.0 . . ?
C00N C00M C00J 113.32(11) . . ?
C00N C00M H00M 108.0 . . ?
C009 C00N H00H 110.4 . . ?
C009 C00N H00I 110.4 . . ?
C00M C00N C009 106.59(10) . . ?
C00M C00N H00H 110.4 . . ?
C00M C00N H00I 110.4 . . ?
H00H C00N H00I 108.6 . . ?
O002 C00O H00J 109.5 . . ?
O002 C00O H00N 109.5 . . ?
O002 C00O H00O 109.5 . . ?
H00J C00O H00N 109.5 . . ?
H00J C00O H00O 109.5 . . ?
H00N C00O H00O 109.5 . . ?
O003 C00P H00P 109.5 . . ?
O003 C00P H00Q 109.5 . . ?
O003 C00P H00R 109.5 . . ?
H00P C00P H00Q 109.5 . . ?
H00P C00P H00R 109.5 . . ?
H00Q C00P H00R 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
O001 C00E C00H C00A -147.75(12) . . . . ?
O001 C00E C00H C00C 30.80(15) . . . . ?
O001 C00M C00N C009 -64.74(13) . . . . ?
O002 C008 C00I O003 1.09(17) . . . . ?
O002 C008 C00I C00L -178.45(11) . . . . ?
O003 C00I C00L C00F -177.67(12) . . . . ?
C005 C00D C00E O001 -177.67(11) . . . . ?
C005 C00D C00E C00H 0.6(2) . . . . ?
C006 C007 C008 O002 176.99(10) . . . . ?
C006 C007 C008 C00I 0.12(18) . . . . ?
C006 C007 C00J C00M -8.17(17) . . . . ?
C006 C009 C00D C005 -87.74(13) . . . . ?
C006 C009 C00D C00E 93.88(14) . . . . ?
C006 C009 C00N C00M -65.45(13) . . . . ?
C006 C00F C00L C00I -0.6(2) . . . . ?
C007 C006 C009 C00D -81.44(13) . . . . ?
C007 C006 C009 C00N 37.45(15) . . . . ?
C007 C006 C00F C00L -0.89(19) . . . . ?
C007 C008 C00I O003 177.95(11) . . . . ?
C007 C008 C00I C00L -1.59(19) . . . . ?
C007 C00J C00M O001 100.62(12) . . . . ?
C007 C00J C00M C00N -22.26(15) . . . . ?
C008 C007 C00J C00M 170.31(11) . . . . ?
C008 C00I C00L C00F 1.8(2) . . . . ?
C009 C006 C007 C008 -178.57(11) . . . . ?
C009 C006 C007 C00J -0.09(17) . . . . ?
C009 C006 C00F C00L 178.79(11) . . . . ?
C009 C00D C00E O001 0.61(19) . . . . ?
C009 C00D C00E C00H 178.92(11) . . . . ?
C00A C00B C00K C00G -0.8(2) . . . . ?
C00B C00A C00H C00C 1.23(18) . . . . ?
C00B C00A C00H C00E 179.78(12) . . . . ?
C00C C00G C00K C00B 0.7(2) . . . . ?
C00D C009 C00N C00M 56.18(13) . . . . ?
C00D C00E C00H C00A 33.8(2) . . . . ?
C00D C00E C00H C00C -147.66(13) . . . . ?
C00E O001 C00M C00J -84.88(13) . . . . ?
C00E O001 C00M C00N 40.11(15) . . . . ?
C00F C006 C007 C008 1.12(18) . . . . ?
C00F C006 C007 C00J 179.61(11) . . . . ?
C00F C006 C009 C00D 98.87(14) . . . . ?
C00F C006 C009 C00N -142.24(12) . . . . ?
C00G C00C C00H C00A -1.28(18) . . . . ?
C00G C00C C00H C00E -179.87(11) . . . . ?
C00H C00A C00B C00K -0.23(19) . . . . ?
C00H C00C C00G C00K 0.32(19) . . . . ?
C00J C007 C008 O002 -1.53(17) . . . . ?
C00J C007 C008 C00I -178.41(11) . . . . ?
C00J C00M C00N C009 58.04(13) . . . . ?
C00M O001 C00E C00D -7.23(18) . . . . ?
C00M O001 C00E C00H 174.21(10) . . . . ?
C00N C009 C00D C005 151.93(11) . . . . ?
C00N C009 C00D C00E -26.44(16) . . . . ?
C00O O002 C008 C007 102.92(13) . . . . ?
C00O O002 C008 C00I -80.16(14) . . . . ?
C00P O003 C00I C008 -176.45(12) . . . . ?
C00P O003 C00I C00L 3.1(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 1.274
_oxdiff_exptl_absorpt_empirical_full_min 0.737
####################################################################### 
# 
# 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-g(ynb908)_auto
_database_code_depnum_ccdc_archive 'CCDC 2309842'
loop_
_audit_author_name
_audit_author_address
'Meng-Yang Chang'
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2023-11-23 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_audit_creation_date             2022-09-26
_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         'C21 H18 O4'
_chemical_formula_sum            'C21 H18 O4'
_chemical_formula_weight         334.35
_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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   36.9306(9)
_cell_length_b                   36.9306(9)
_cell_length_c                   6.4911(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7666.9(4)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    17815
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      26.7300
_cell_measurement_theta_min      1.8890
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.965
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.18262
_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    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             3168
_exptl_crystal_size_max          0.4
_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  0.0960
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            51392
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.990
_diffrn_reflns_theta_max         24.990
_diffrn_reflns_theta_min         1.910
_diffrn_ambient_temperature      130(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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    1.92    --   10.60  77.00  90.00  230
  2  ω    -17.00 100.00   0.50    1.92    --   10.60  82.00  60.00  234
  3  ω    -15.00 100.00   0.50    1.92    --   10.60  77.00 -90.00  230
  4  ω    -79.00 100.00   0.50    1.92    --   10.60  19.00-180.00  358
  5  ω    -17.00 100.00   0.50    1.92    --   10.60  82.00 150.00  234
  6  ω    -17.00 100.00   0.50    1.92    --   10.60  82.00  30.00  234
  7  ω    -17.00 100.00   0.50    1.92    --   10.60  82.00 -60.00  234
  8  ω    -17.00 100.00   0.50    1.92    --   10.60  82.00-180.00  234
  9  ω    -20.00 100.00   0.50    1.92    --   10.60  57.00 -90.00  240
 10  ω   -100.00  14.00   0.50    1.92    --  -10.90 -82.00   0.00  228
 11  ω    -36.00  29.00   0.50    1.92    --  -10.90  77.00  60.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2526
_reflns_number_total             3005
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.793
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3005
_refine_ls_number_restraints     126
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0466
_refine_ls_restrained_S_all      1.105
_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)+(0.0662P)²+9.2604P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1242
_refine_ls_wR_factor_ref         0.1294
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C12) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8)
\\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C18) \\sim Ueq,
Uanis(C11) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C4) \\sim
Ueq, Uanis(C1) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C14)
\\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C2) \\sim Ueq,
Uanis(C15) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C20) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.005
3.a Ternary CH refined with riding coordinates:
 C9(H9), C1(H1)
3.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C2(H2A,H2B)
3.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C6(H6), C17(H17), C14(H14), C16(H16), C15(H15)
3.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C20(H20A,H20B,H20C)
;
_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
O2 O 0.27502(4) 0.43193(4) 0.82932(18) 0.0284(3) Uani 1 1 d . . . . .
O1 O 0.23191(4) 0.35849(4) 0.19770(18) 0.0294(3) Uani 1 1 d . . . . .
O4 O 0.18619(4) 0.52561(4) 0.2510(2) 0.0348(4) Uani 1 1 d . . . . .
O3 O 0.22689(5) 0.53415(4) 0.6038(2) 0.0413(4) Uani 1 1 d . . . . .
C12 C 0.25313(5) 0.37866(5) 0.3447(3) 0.0224(4) Uani 1 1 d . U . . .
C13 C 0.29859(5) 0.39174(5) 0.3804(3) 0.0231(4) Uani 1 1 d . U . . .
C7 C 0.17132(5) 0.41967(6) 0.3063(3) 0.0234(4) Uani 1 1 d . U . . .
H7 H 0.157756 0.393176 0.240150 0.028 Uiso 1 1 calc R U . . .
C8 C 0.19420(5) 0.42473(5) 0.4847(3) 0.0226(4) Uani 1 1 d . U . . .
C3 C 0.21379(5) 0.46380(6) 0.5844(3) 0.0249(4) Uani 1 1 d . U . . .
C19 C 0.27358(5) 0.41346(5) 0.6503(3) 0.0229(4) Uani 1 1 d . U . . .
C18 C 0.31060(5) 0.41259(5) 0.5706(3) 0.0230(4) Uani 1 1 d . U . . .
C11 C 0.24031(5) 0.39384(5) 0.5229(3) 0.0221(4) Uani 1 1 d . U . . .
C9 C 0.19859(5) 0.38936(5) 0.5749(3) 0.0233(4) Uani 1 1 d . U . . .
H9 H 0.175377 0.361763 0.526157 0.028 Uiso 1 1 calc R U . . .
C6 C 0.16777(5) 0.45230(6) 0.2224(3) 0.0255(4) Uani 1 1 d . U . . .
H6 H 0.152135 0.448167 0.099748 0.031 Uiso 1 1 calc R U . . .
C4 C 0.20974(6) 0.49625(6) 0.5007(3) 0.0290(4) Uani 1 1 d . U . . .
C1 C 0.23622(6) 0.43248(6) 0.8791(3) 0.0296(4) Uani 1 1 d . U . . .
H1 H 0.234811 0.434684 1.032128 0.035 Uiso 1 1 calc R U . . .
C17 C 0.34984(5) 0.42656(6) 0.6515(3) 0.0274(4) Uani 1 1 d . U . . .
H17 H 0.357841 0.440825 0.779821 0.033 Uiso 1 1 calc R U . . .
C5 C 0.18718(5) 0.49096(6) 0.3187(3) 0.0271(4) Uani 1 1 d . U . . .
C14 C 0.32585(6) 0.38477(6) 0.2674(3) 0.0306(4) Uani 1 1 d . U . . .
H14 H 0.317925 0.370911 0.138083 0.037 Uiso 1 1 calc R U . . .
C16 C 0.37755(6) 0.41893(6) 0.5372(3) 0.0332(5) Uani 1 1 d . U . . .
H16 H 0.404717 0.427729 0.589773 0.040 Uiso 1 1 calc R U . . .
C10 C 0.19818(6) 0.39206(6) 0.8112(3) 0.0300(4) Uani 1 1 d . U . . .
H10A H 0.172354 0.391481 0.857411 0.036 Uiso 1 1 calc R U . . .
H10B H 0.198829 0.367891 0.873146 0.036 Uiso 1 1 calc R U . . .
C2 C 0.23819(6) 0.47117(6) 0.7833(3) 0.0311(5) Uani 1 1 d . U . . .
H2A H 0.227583 0.483557 0.885354 0.037 Uiso 1 1 calc R U . . .
H2B H 0.267854 0.491991 0.756258 0.037 Uiso 1 1 calc R U . . .
C15 C 0.36587(6) 0.39877(6) 0.3492(3) 0.0356(5) Uani 1 1 d . U . . .
H15 H 0.385328 0.394311 0.273649 0.043 Uiso 1 1 calc R U . . .
C21 C 0.16191(7) 0.52060(7) 0.0705(3) 0.0381(5) Uani 1 1 d . U . . .
H21A H 0.174134 0.513889 -0.047174 0.057 Uiso 1 1 calc R U . . .
H21B H 0.161793 0.546621 0.042818 0.057 Uiso 1 1 calc R U . . .
H21C H 0.133177 0.497841 0.092197 0.057 Uiso 1 1 calc R U . . .
C20 C 0.26616(9) 0.56527(9) 0.5113(6) 0.0847(10) Uani 1 1 d . U . . .
H20A H 0.261375 0.569641 0.367209 0.127 Uiso 1 1 calc R U . . .
H20B H 0.286363 0.555459 0.517510 0.127 Uiso 1 1 calc R U . . .
H20C H 0.277173 0.591678 0.586877 0.127 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 C19 1.335(2) . ?
O2 C1 1.479(2) . ?
O1 C12 1.223(2) . ?
O4 C5 1.371(2) . ?
O4 C21 1.430(2) . ?
O3 C4 1.386(2) . ?
O3 C20 1.455(3) . ?
C12 C13 1.515(2) . ?
C12 C11 1.464(2) . ?
C13 C18 1.405(2) . ?
C13 C14 1.370(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.390(2) . ?
C7 C6 1.387(2) . ?
C8 C3 1.407(2) . ?
C8 C9 1.512(2) . ?
C3 C4 1.390(3) . ?
C3 C2 1.519(2) . ?
C19 C18 1.477(2) . ?
C19 C11 1.352(2) . ?
C18 C17 1.377(2) . ?
C11 C9 1.503(2) . ?
C9 H9 1.0000 . ?
C9 C10 1.538(2) . ?
C6 H6 0.9500 . ?
C6 C5 1.385(3) . ?
C4 C5 1.402(3) . ?
C1 H1 1.0000 . ?
C1 C10 1.516(3) . ?
C1 C2 1.526(3) . ?
C17 H17 0.9500 . ?
C17 C16 1.402(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.403(3) . ?
C16 H16 0.9500 . ?
C16 C15 1.382(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C15 H15 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
C19 O2 C1 113.95(13) . . ?
C5 O4 C21 116.71(15) . . ?
C4 O3 C20 111.72(17) . . ?
O1 C12 C13 125.74(16) . . ?
O1 C12 C11 128.19(16) . . ?
C11 C12 C13 106.05(14) . . ?
C18 C13 C12 107.75(14) . . ?
C14 C13 C12 131.28(16) . . ?
C14 C13 C18 120.90(16) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C6 C7 C8 121.71(17) . . ?
C7 C8 C3 119.16(16) . . ?
C7 C8 C9 121.80(16) . . ?
C3 C8 C9 119.04(15) . . ?
C8 C3 C2 121.97(16) . . ?
C4 C3 C8 118.85(16) . . ?
C4 C3 C2 119.16(16) . . ?
O2 C19 C18 121.01(15) . . ?
O2 C19 C11 126.83(16) . . ?
C11 C19 C18 112.16(15) . . ?
C13 C18 C19 106.15(14) . . ?
C17 C18 C13 121.70(16) . . ?
C17 C18 C19 132.11(16) . . ?
C12 C11 C9 130.18(15) . . ?
C19 C11 C12 107.88(15) . . ?
C19 C11 C9 121.92(15) . . ?
C8 C9 H9 110.5 . . ?
C8 C9 C10 108.76(14) . . ?
C11 C9 C8 111.38(14) . . ?
C11 C9 H9 110.5 . . ?
C11 C9 C10 105.03(14) . . ?
C10 C9 H9 110.5 . . ?
C7 C6 H6 120.2 . . ?
C5 C6 C7 119.55(16) . . ?
C5 C6 H6 120.2 . . ?
O3 C4 C3 119.36(16) . . ?
O3 C4 C5 119.14(16) . . ?
C3 C4 C5 121.44(16) . . ?
O2 C1 H1 108.0 . . ?
O2 C1 C10 110.48(15) . . ?
O2 C1 C2 109.33(14) . . ?
C10 C1 H1 108.0 . . ?
C10 C1 C2 112.96(15) . . ?
C2 C1 H1 108.0 . . ?
C18 C17 H17 121.3 . . ?
C18 C17 C16 117.40(17) . . ?
C16 C17 H17 121.3 . . ?
O4 C5 C6 125.16(16) . . ?
O4 C5 C4 115.56(16) . . ?
C6 C5 C4 119.28(17) . . ?
C13 C14 H14 121.1 . . ?
C13 C14 C15 117.76(18) . . ?
C15 C14 H14 121.1 . . ?
C17 C16 H16 119.6 . . ?
C15 C16 C17 120.88(17) . . ?
C15 C16 H16 119.6 . . ?
C9 C10 H10A 110.0 . . ?
C9 C10 H10B 110.0 . . ?
C1 C10 C9 108.64(14) . . ?
C1 C10 H10A 110.0 . . ?
C1 C10 H10B 110.0 . . ?
H10A C10 H10B 108.3 . . ?
C3 C2 C1 115.60(15) . . ?
C3 C2 H2A 108.4 . . ?
C3 C2 H2B 108.4 . . ?
C1 C2 H2A 108.4 . . ?
C1 C2 H2B 108.4 . . ?
H2A C2 H2B 107.4 . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.36(18) . . ?
C16 C15 H15 119.3 . . ?
O4 C21 H21A 109.5 . . ?
O4 C21 H21B 109.5 . . ?
O4 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O3 C20 H20A 109.5 . . ?
O3 C20 H20B 109.5 . . ?
O3 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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 C19 C18 C13 -178.93(15) . . . . ?
O2 C19 C18 C17 3.3(3) . . . . ?
O2 C19 C11 C12 179.58(16) . . . . ?
O2 C19 C11 C9 -1.9(3) . . . . ?
O2 C1 C10 C9 -65.25(18) . . . . ?
O2 C1 C2 C3 100.88(17) . . . . ?
O1 C12 C13 C18 -177.28(16) . . . . ?
O1 C12 C13 C14 -0.6(3) . . . . ?
O1 C12 C11 C19 178.04(17) . . . . ?
O1 C12 C11 C9 -0.3(3) . . . . ?
O3 C4 C5 O4 3.7(2) . . . . ?
O3 C4 C5 C6 -175.94(16) . . . . ?
C12 C13 C18 C19 -1.34(18) . . . . ?
C12 C13 C18 C17 176.74(16) . . . . ?
C12 C13 C14 C15 -175.76(18) . . . . ?
C12 C11 C9 C8 -88.8(2) . . . . ?
C12 C11 C9 C10 153.68(17) . . . . ?
C13 C12 C11 C19 -0.15(18) . . . . ?
C13 C12 C11 C9 -178.51(16) . . . . ?
C13 C18 C17 C16 -0.5(3) . . . . ?
C13 C14 C15 C16 0.0(3) . . . . ?
C7 C8 C3 C4 -0.2(2) . . . . ?
C7 C8 C3 C2 178.13(16) . . . . ?
C7 C8 C9 C11 101.42(18) . . . . ?
C7 C8 C9 C10 -143.30(16) . . . . ?
C7 C6 C5 O4 179.71(16) . . . . ?
C7 C6 C5 C4 -0.6(3) . . . . ?
C8 C7 C6 C5 -0.5(3) . . . . ?
C8 C3 C4 O3 176.37(16) . . . . ?
C8 C3 C4 C5 -0.9(3) . . . . ?
C8 C3 C2 C1 -6.1(2) . . . . ?
C8 C9 C10 C1 -63.95(18) . . . . ?
C3 C8 C9 C11 -78.69(19) . . . . ?
C3 C8 C9 C10 36.6(2) . . . . ?
C3 C4 C5 O4 -178.97(16) . . . . ?
C3 C4 C5 C6 1.3(3) . . . . ?
C19 O2 C1 C10 37.55(19) . . . . ?
C19 O2 C1 C2 -87.37(17) . . . . ?
C19 C18 C17 C16 177.05(18) . . . . ?
C19 C11 C9 C8 93.07(19) . . . . ?
C19 C11 C9 C10 -24.5(2) . . . . ?
C18 C13 C14 C15 0.6(3) . . . . ?
C18 C19 C11 C12 -0.7(2) . . . . ?
C18 C19 C11 C9 177.83(15) . . . . ?
C18 C17 C16 C15 1.1(3) . . . . ?
C11 C12 C13 C18 0.97(18) . . . . ?
C11 C12 C13 C14 177.69(18) . . . . ?
C11 C19 C18 C13 1.3(2) . . . . ?
C11 C19 C18 C17 -176.47(18) . . . . ?
C11 C9 C10 C1 55.37(18) . . . . ?
C9 C8 C3 C4 179.88(15) . . . . ?
C9 C8 C3 C2 -1.8(2) . . . . ?
C6 C7 C8 C3 0.9(3) . . . . ?
C6 C7 C8 C9 -179.18(15) . . . . ?
C4 C3 C2 C1 172.24(16) . . . . ?
C1 O2 C19 C18 176.02(15) . . . . ?
C1 O2 C19 C11 -4.3(2) . . . . ?
C17 C16 C15 C14 -0.9(3) . . . . ?
C14 C13 C18 C19 -178.47(16) . . . . ?
C14 C13 C18 C17 -0.4(3) . . . . ?
C10 C1 C2 C3 -22.6(2) . . . . ?
C2 C3 C4 O3 -2.0(3) . . . . ?
C2 C3 C4 C5 -179.30(16) . . . . ?
C2 C1 C10 C9 57.57(19) . . . . ?
C21 O4 C5 C6 2.2(3) . . . . ?
C21 O4 C5 C4 -177.43(16) . . . . ?
C20 O3 C4 C3 101.9(2) . . . . ?
C20 O3 C4 C5 -80.8(2) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.287 210.1 42.1 ?
2 0.333 0.667 0.850 210.1 42.1 ?
3 0.667 0.333 0.517 210.1 42.1 ?

_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
;
