# 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_20240304-cooh-utm-a_auto
_database_code_depnum_ccdc_archive 'CCDC 2343915'
loop_
_audit_author_name
_audit_author_address
'Mitsuru Kondo'
;Shizuoka University
Japan
;
_audit_update_record             
;
2024-03-28 deposited with the CCDC.	2025-02-25 downloaded from the CCDC.
;
_audit_creation_date             2024-03-04
_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         'C16 H26 O2'
_chemical_formula_sum            'C16 H26 O2'
_chemical_formula_weight         250.37
_chemical_melting_point          ?
_chemical_oxdiff_formula         C16H26O2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   6.14260(10)
_cell_length_b                   9.4202(3)
_cell_length_c                   13.5004(4)
_cell_angle_alpha                110.304(3)
_cell_angle_beta                 90.564(2)
_cell_angle_gamma                98.950(2)
_cell_volume                     722.01(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5437
_cell_measurement_temperature    173.01(10)
_cell_measurement_theta_max      74.5700
_cell_measurement_theta_min      3.4800
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.572
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76398
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.102a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.152
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6991
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.910
_diffrn_reflns_theta_min         3.499
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     69.00  94.00   0.50    0.20    --   42.25 134.00  24.00   50
  2  ω     87.00 113.00   0.50    0.30    --  109.37 134.00  24.00   52
  3  ω     98.00 123.00   0.50    0.30    --  109.37 137.00-157.00   50
  4  ω    122.00 162.00   0.50    0.30    --  109.37  61.00-150.00   80
  5  ω     91.00 116.00   0.50    0.30    --  109.37  61.00-150.00   50
  6  ω     89.00 114.00   0.50    0.20    --   42.25 137.00-157.00   50
  7  ω   -173.00 -28.00   0.50    0.30    -- -106.00   0.00 120.00  290
  8  ω    -72.00 -47.00   0.50    0.30    -- -106.00  61.00 150.00   50
  9  ω    -65.00 -34.00   0.50    0.30    -- -106.00  61.00  30.00   62
 10  ω   -105.00 -70.00   0.50    0.30    -- -106.00  77.00-150.00   70
 11  ω    -60.00 -34.00   0.50    0.30    -- -106.00  77.00-150.00   52
 12  ω    -26.00  36.00   0.50    0.20    --  -42.25  19.00-150.00  124
 13  ω    -34.00  25.00   0.50    0.20    --   42.25 -19.00 -60.00  118
 14  ω     -4.00  23.00   0.50    0.20    --   42.25 -19.00 -30.00   54
 15  ω    -37.00  -5.00   0.50    0.20    --   42.25 -19.00 -90.00   64
 16  ω    -38.00  24.00   0.50    0.20    --   42.25 -19.00-150.00  124
 17  ω     35.00  61.00   0.50    0.30    --  109.37 -95.00 -30.00   52
 18  ω     54.00  97.00   0.50    0.30    --  109.37-134.00 -42.00   86
 19  ω     58.00 100.00   0.50    0.20    --   42.25-134.00 -42.00   84
 20  ω     84.00 110.00   0.50    0.30    --  109.37-125.00  30.00   52
 21  ω     80.00 118.00   0.50    0.30    --  109.37-137.00 139.00   76
 22  ω     71.00 105.00   0.50    0.30    --  109.37 -95.00 120.00   68
 23  ω     35.00  63.00   0.50    0.30    --  109.37 -95.00 120.00   56
 24  ω     55.00  92.00   0.50    0.20    --   42.25-137.00 139.00   74
 25  ω     70.00 106.00   0.50    0.30    --  109.37 -95.00 -30.00   72
 26  ω     77.00 103.00   0.50    0.30    --  109.37 -77.00 -30.00   52
 27  ω     42.00  68.00   0.50    0.30    --  109.37 -61.00 -60.00   52
 28  ω     39.00  68.00   0.50    0.30    --  109.37 -61.00 -90.00   58
 29  ω     35.00  72.00   0.50    0.30    --  109.37 -77.00 -30.00   74
 30  ω     36.00  69.00   0.50    0.30    --  109.37 -61.00 120.00   66
 31  ω     41.00  69.00   0.50    0.30    --  109.37 -61.00 150.00   56
 32  ω     37.00  65.00   0.50    0.30    --  109.37 -61.00  90.00   56
 33  ω    -71.00 -46.00   0.50    0.20    --  -42.25 137.00-157.00   50
 34  ω    -97.00 -31.00   0.50    0.30    -- -106.00 137.00-157.00  132
 35  ω   -108.00 -80.00   0.50    0.30    -- -106.00 111.00-104.52   56
 36  ω    -71.00 -32.00   0.50    0.30    -- -106.00 111.00-104.52   78
 37  ω    -80.00 -55.00   0.50    0.30    -- -106.00 134.00  24.00   50
 38  ω   -112.00 -73.00   0.50    0.30    -- -106.00 125.00 150.00   78
 39  ω    -77.00 -45.00   0.50    0.20    --  -42.25 134.00  24.00   64
 40  ω   -177.00-134.00   0.50    0.30    -- -106.00 -30.00   0.00   86
 41  ω   -116.00 -91.00   0.50    0.20    --  -42.25-137.00 139.00   50
 42  ω   -115.00 -73.00   0.50    0.20    --  -42.25-134.00 -42.00   84
 43  ω   -113.00 -84.00   0.50    0.30    -- -106.00 -30.00   0.00   58
 44  ω   -122.00 -83.00   0.50    0.30    -- -106.00 -95.00  90.00   78
 45  ω   -176.00-128.00   0.50    0.30    -- -106.00 -95.00  90.00   96
 46  ω   -172.00-145.00   0.50    0.30    -- -106.00-134.00 -42.00   54
 47  ω   -123.00 -95.00   0.50    0.30    -- -106.00-134.00 -42.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0143541000
_diffrn_orient_matrix_UB_12      0.0863234000
_diffrn_orient_matrix_UB_13      0.1205290000
_diffrn_orient_matrix_UB_21      0.0032419000
_diffrn_orient_matrix_UB_22      0.1526907000
_diffrn_orient_matrix_UB_23      -0.0185547000
_diffrn_orient_matrix_UB_31      -0.2540679000
_diffrn_orient_matrix_UB_32      -0.0232202000
_diffrn_orient_matrix_UB_33      -0.0018445000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2589
_reflns_number_total             2850
_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 1.171.41.102a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.102a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.102a (Rigaku OD, 2021)'
_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         0.310
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.059
_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     168
_refine_ls_number_reflns         2850
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0505
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1022P)²+0.0923P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1466
_refine_ls_wR_factor_ref         0.1496
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C2(H2A,H2B), C6(H6A,H6B), C8(H8A,H8B), C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C14(H14)
2.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C16(H16A,H16B,H16C), C11(H11A,H11B,H11C), C10(H10A,H10B,H10C)
2.e 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
O1 O 0.76199(16) 1.08848(11) 0.56161(8) 0.0417(3) Uani 1 1 d . . . . .
H1 H 0.860160 1.093581 0.519512 0.063 Uiso 1 1 calc R U . . .
O2 O 0.92478(16) 0.89698(11) 0.57072(7) 0.0410(3) Uani 1 1 d . . . . .
C4 C 0.42215(18) 0.72655(13) 0.72848(8) 0.0270(3) Uani 1 1 d . . . . .
C15 C 0.73662(18) 0.94162(13) 0.83031(9) 0.0296(3) Uani 1 1 d . . . . .
C3 C 0.62858(18) 0.84060(13) 0.72108(8) 0.0269(3) Uani 1 1 d . . . . .
H3 H 0.739124 0.776331 0.684307 0.032 Uiso 1 1 calc R U . . .
C12 C 0.50308(17) 0.63728(13) 0.79559(9) 0.0277(3) Uani 1 1 d . . . . .
H12 H 0.642066 0.604787 0.764260 0.033 Uiso 1 1 calc R U . . .
C14 C 0.7101(2) 0.89552(14) 0.91242(9) 0.0331(3) Uani 1 1 d . . . . .
H14 H 0.782018 0.962009 0.978558 0.040 Uiso 1 1 calc R U . . .
C1 C 0.7739(2) 0.97144(14) 0.59246(9) 0.0319(3) Uani 1 1 d . . . . .
C9 C 0.3521(2) 0.48528(15) 0.79134(10) 0.0360(3) Uani 1 1 d . . . . .
C13 C 0.5756(2) 0.74678(15) 0.90886(9) 0.0358(3) Uani 1 1 d . . . . .
H13A H 0.442938 0.768085 0.948804 0.043 Uiso 1 1 calc R U . . .
H13B H 0.663643 0.696082 0.944130 0.043 Uiso 1 1 calc R U . . .
C2 C 0.5824(2) 0.93542(15) 0.65282(10) 0.0350(3) Uani 1 1 d . . . . .
H2A H 0.454523 0.878098 0.601934 0.042 Uiso 1 1 calc R U . . .
H2B H 0.540914 1.033051 0.699326 0.042 Uiso 1 1 calc R U . . .
C5 C 0.23840(19) 0.81659(15) 0.77695(10) 0.0368(3) Uani 1 1 d . . . . .
H5A H 0.292142 0.892433 0.846736 0.055 Uiso 1 1 calc R U . . .
H5B H 0.110410 0.745578 0.784414 0.055 Uiso 1 1 calc R U . . .
H5C H 0.195150 0.869324 0.730698 0.055 Uiso 1 1 calc R U . . .
C6 C 0.3423(2) 0.61298(16) 0.61661(10) 0.0391(3) Uani 1 1 d . . . . .
H6A H 0.274091 0.667733 0.577087 0.047 Uiso 1 1 calc R U . . .
H6B H 0.471608 0.576205 0.579019 0.047 Uiso 1 1 calc R U . . .
C16 C 0.8772(2) 1.09382(14) 0.84291(11) 0.0399(3) Uani 1 1 d . . . . .
H16A H 0.989433 1.078069 0.790821 0.060 Uiso 1 1 calc R U . . .
H16B H 0.949888 1.139338 0.914455 0.060 Uiso 1 1 calc R U . . .
H16C H 0.783819 1.162993 0.831651 0.060 Uiso 1 1 calc R U . . .
C11 C 0.4895(2) 0.39239(17) 0.83304(13) 0.0458(4) Uani 1 1 d . . . . .
H11A H 0.621657 0.377184 0.793182 0.069 Uiso 1 1 calc R U . . .
H11B H 0.400926 0.292339 0.824319 0.069 Uiso 1 1 calc R U . . .
H11C H 0.533579 0.448364 0.908222 0.069 Uiso 1 1 calc R U . . .
C8 C 0.2769(3) 0.38743(16) 0.67524(12) 0.0471(4) Uani 1 1 d . . . . .
H8A H 0.405676 0.348577 0.638225 0.057 Uiso 1 1 calc R U . . .
H8B H 0.167180 0.297526 0.673456 0.057 Uiso 1 1 calc R U . . .
C7 C 0.1756(3) 0.47469(17) 0.61615(12) 0.0490(4) Uani 1 1 d . . . . .
H7A H 0.042117 0.509642 0.650322 0.059 Uiso 1 1 calc R U . . .
H7B H 0.130961 0.406108 0.542255 0.059 Uiso 1 1 calc R U . . .
C10 C 0.1507(2) 0.50917(19) 0.85795(14) 0.0494(4) Uani 1 1 d . . . . .
H10A H 0.199889 0.574428 0.931150 0.074 Uiso 1 1 calc R U . . .
H10B H 0.072424 0.409497 0.856569 0.074 Uiso 1 1 calc R U . . .
H10C H 0.051350 0.558820 0.828654 0.074 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 H1 0.8400 . ?
O1 C1 1.3182(15) . ?
O2 C1 1.2254(16) . ?
C4 C3 1.5574(15) . ?
C4 C12 1.5573(15) . ?
C4 C5 1.5326(16) . ?
C4 C6 1.5385(15) . ?
C15 C3 1.5268(15) . ?
C15 C14 1.3265(18) . ?
C15 C16 1.5078(16) . ?
C3 H3 1.0000 . ?
C3 C2 1.5403(15) . ?
C12 H12 1.0000 . ?
C12 C9 1.5628(16) . ?
C12 C13 1.5329(16) . ?
C14 H14 0.9500 . ?
C14 C13 1.4968(17) . ?
C1 C2 1.5001(18) . ?
C9 C11 1.5352(18) . ?
C9 C8 1.5396(19) . ?
C9 C10 1.535(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.5245(19) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C7 1.518(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 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 O1 H1 109.5 . . ?
C12 C4 C3 105.76(8) . . ?
C5 C4 C3 109.27(9) . . ?
C5 C4 C12 113.81(10) . . ?
C5 C4 C6 109.61(9) . . ?
C6 C4 C3 109.08(9) . . ?
C6 C4 C12 109.17(9) . . ?
C14 C15 C3 120.70(11) . . ?
C14 C15 C16 120.50(11) . . ?
C16 C15 C3 118.80(10) . . ?
C4 C3 H3 106.3 . . ?
C15 C3 C4 111.81(9) . . ?
C15 C3 H3 106.3 . . ?
C15 C3 C2 112.24(9) . . ?
C2 C3 C4 113.30(9) . . ?
C2 C3 H3 106.3 . . ?
C4 C12 H12 104.9 . . ?
C4 C12 C9 117.47(9) . . ?
C9 C12 H12 104.9 . . ?
C13 C12 C4 110.31(9) . . ?
C13 C12 H12 104.9 . . ?
C13 C12 C9 112.98(10) . . ?
C15 C14 H14 117.5 . . ?
C15 C14 C13 125.00(10) . . ?
C13 C14 H14 117.5 . . ?
O1 C1 C2 113.69(11) . . ?
O2 C1 O1 122.65(12) . . ?
O2 C1 C2 123.63(11) . . ?
C11 C9 C12 108.66(10) . . ?
C11 C9 C8 106.91(11) . . ?
C11 C9 C10 107.38(11) . . ?
C8 C9 C12 109.18(10) . . ?
C10 C9 C12 114.34(11) . . ?
C10 C9 C8 110.08(11) . . ?
C12 C13 H13A 109.1 . . ?
C12 C13 H13B 109.1 . . ?
C14 C13 C12 112.66(10) . . ?
C14 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C3 C2 H2A 108.7 . . ?
C3 C2 H2B 108.7 . . ?
C1 C2 C3 114.03(10) . . ?
C1 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 108.9 . . ?
C4 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 C4 113.50(11) . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C7 C8 C9 113.41(12) . . ?
C7 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C6 C7 H7A 109.7 . . ?
C6 C7 H7B 109.7 . . ?
C8 C7 C6 110.00(11) . . ?
C8 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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 C1 C2 C3 -160.01(10) . . . . ?
O2 C1 C2 C3 22.05(17) . . . . ?
C4 C3 C2 C1 -146.02(10) . . . . ?
C4 C12 C9 C11 162.78(11) . . . . ?
C4 C12 C9 C8 46.51(14) . . . . ?
C4 C12 C9 C10 -77.30(14) . . . . ?
C4 C12 C13 C14 -43.21(13) . . . . ?
C4 C6 C7 C8 -59.23(16) . . . . ?
C15 C3 C2 C1 86.16(13) . . . . ?
C15 C14 C13 C12 10.44(18) . . . . ?
C3 C4 C12 C9 -163.69(10) . . . . ?
C3 C4 C12 C13 64.88(11) . . . . ?
C3 C4 C6 C7 166.78(11) . . . . ?
C3 C15 C14 C13 -0.67(18) . . . . ?
C12 C4 C3 C15 -54.39(11) . . . . ?
C12 C4 C3 C2 177.57(9) . . . . ?
C12 C4 C6 C7 51.67(14) . . . . ?
C12 C9 C8 C7 -51.78(16) . . . . ?
C14 C15 C3 C4 24.15(14) . . . . ?
C14 C15 C3 C2 152.75(11) . . . . ?
C9 C12 C13 C14 -176.94(10) . . . . ?
C9 C8 C7 C6 59.23(17) . . . . ?
C13 C12 C9 C11 -67.02(14) . . . . ?
C13 C12 C9 C8 176.71(10) . . . . ?
C13 C12 C9 C10 52.90(14) . . . . ?
C5 C4 C3 C15 68.50(11) . . . . ?
C5 C4 C3 C2 -59.54(12) . . . . ?
C5 C4 C12 C9 76.35(13) . . . . ?
C5 C4 C12 C13 -55.08(13) . . . . ?
C5 C4 C6 C7 -73.61(14) . . . . ?
C6 C4 C3 C15 -171.69(9) . . . . ?
C6 C4 C3 C2 60.27(12) . . . . ?
C6 C4 C12 C9 -46.46(14) . . . . ?
C6 C4 C12 C13 -177.88(9) . . . . ?
C16 C15 C3 C4 -156.83(10) . . . . ?
C16 C15 C3 C2 -28.23(14) . . . . ?
C16 C15 C14 C13 -179.67(11) . . . . ?
C11 C9 C8 C7 -169.17(12) . . . . ?
C10 C9 C8 C7 74.50(15) . . . . ?

_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 2.060
_oxdiff_exptl_absorpt_empirical_full_min 0.468
