# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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. 
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data_arach_300k
_database_code_depnum_ccdc_archive 'CCDC 2177008'
loop_
_audit_author_name
_audit_author_address
'Alejandro Pedro Ayala'
;Universidade Federal do Ceara
Brazil
;
_audit_update_record             
;
2022-06-05 deposited with the CCDC.	2023-11-06 downloaded from the CCDC.
;
_audit_creation_date             2022-06-03
_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         'C20 H40 O2'
_chemical_formula_sum            'C20 H40 O2'
_chemical_formula_weight         312.52
_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                   48.478(19)
_cell_length_b                   7.400(3)
_cell_length_c                   5.597(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.301(9)
_cell_angle_gamma                90
_cell_volume                     2004.6(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2274
_cell_measurement_temperature    298.00
_cell_measurement_theta_max      28.68
_cell_measurement_theta_min      2.94
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.994
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1102 before and 0.0527 after correction.
The Ratio of minimum to maximum transmission is 0.7622.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.036
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0581
_diffrn_reflns_av_unetI/netI     0.0776
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       52
_diffrn_reflns_limit_h_min       -64
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            19658
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_min         2.525
_diffrn_ambient_temperature      298.00
_diffrn_detector                 HPAD
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'Bruker PHOTON II CPAD Area Detector'
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\ms HB'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2015
_reflns_number_total             4807
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.008(3)
_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   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         4807
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2057
_refine_ls_R_factor_gt           0.0950
_refine_ls_restrained_S_all      1.035
_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)+(0.1424P)²+1.1527P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2710
_refine_ls_wR_factor_ref         0.3471
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C5(H5A,H5B), C9(H9A,H9B), C8(H8A,H8B),
 C3(H3A,H3B), C11(H11A,H11B), C10(H10A,H10B), C12(H12A,H12B), C13(H13A,H13B),
 C14(H14A,H14B), C2(H2A,H2B), C15(H15A,H15B), C17(H17A,H17B), C16(H16A,H16B),
 C18(H18A,H18B), C19(H19A,H19B)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
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 0.46776(4) 0.4230(3) 1.0388(4) 0.0609(7) Uani 1 1 d . . . . .
O1 O 0.49107(4) 0.6306(3) 1.2556(4) 0.0648(8) Uani 1 1 d . . . . .
H1 H 0.503417 0.602744 1.168389 0.097 Uiso 1 1 calc R U . . .
C1 C 0.46959(6) 0.5252(5) 1.2103(6) 0.0503(9) Uani 1 1 d . . . . .
C4 C 0.40405(6) 0.5387(4) 1.1195(6) 0.0465(8) Uani 1 1 d . . . . .
H4A H 0.413678 0.524235 0.973456 0.056 Uiso 1 1 calc R U . . .
H4B H 0.402463 0.667072 1.150561 0.056 Uiso 1 1 calc R U . . .
C6 C 0.35767(6) 0.5400(4) 0.8757(6) 0.0454(8) Uani 1 1 d . . . . .
H6A H 0.356211 0.669125 0.901604 0.054 Uiso 1 1 calc R U . . .
H6B H 0.367046 0.521895 0.729105 0.054 Uiso 1 1 calc R U . . .
C7 C 0.32878(6) 0.4607(4) 0.8443(6) 0.0472(8) Uani 1 1 d . . . . .
H7A H 0.319419 0.479591 0.990874 0.057 Uiso 1 1 calc R U . . .
H7B H 0.330301 0.331394 0.820298 0.057 Uiso 1 1 calc R U . . .
C5 C 0.37511(6) 0.4577(4) 1.0829(6) 0.0466(8) Uani 1 1 d . . . . .
H5A H 0.376821 0.328866 1.055263 0.056 Uiso 1 1 calc R U . . .
H5B H 0.365520 0.473579 1.228769 0.056 Uiso 1 1 calc R U . . .
C9 C 0.28228(6) 0.4606(4) 0.6086(6) 0.0486(8) Uani 1 1 d . . . . .
H9A H 0.273055 0.480212 0.755629 0.058 Uiso 1 1 calc R U . . .
H9B H 0.283807 0.331175 0.585522 0.058 Uiso 1 1 calc R U . . .
C8 C 0.31110(6) 0.5403(4) 0.6367(6) 0.0463(8) Uani 1 1 d . . . . .
H8A H 0.309597 0.669734 0.660070 0.056 Uiso 1 1 calc R U . . .
H8B H 0.320347 0.520751 0.489754 0.056 Uiso 1 1 calc R U . . .
C3 C 0.42105(6) 0.4507(5) 1.3261(6) 0.0500(8) Uani 1 1 d . . . . .
H3A H 0.410174 0.450344 1.466232 0.060 Uiso 1 1 calc R U . . .
H3B H 0.424564 0.325898 1.284605 0.060 Uiso 1 1 calc R U . . .
C11 C 0.23563(6) 0.4608(4) 0.3731(6) 0.0506(8) Uani 1 1 d . . . . .
H11A H 0.226466 0.480707 0.520347 0.061 Uiso 1 1 calc R U . . .
H11B H 0.237096 0.331315 0.350246 0.061 Uiso 1 1 calc R U . . .
C10 C 0.26443(6) 0.5395(4) 0.4007(6) 0.0488(8) Uani 1 1 d . . . . .
H10A H 0.262985 0.669082 0.423439 0.059 Uiso 1 1 calc R U . . .
H10B H 0.273627 0.519486 0.253632 0.059 Uiso 1 1 calc R U . . .
C12 C 0.21773(6) 0.5394(5) 0.1661(6) 0.0506(8) Uani 1 1 d . . . . .
H12A H 0.216397 0.669033 0.188244 0.061 Uiso 1 1 calc R U . . .
H12B H 0.226836 0.518673 0.018668 0.061 Uiso 1 1 calc R U . . .
C13 C 0.18882(6) 0.4618(5) 0.1392(6) 0.0533(9) Uani 1 1 d . . . . .
H13A H 0.190192 0.332122 0.117553 0.064 Uiso 1 1 calc R U . . .
H13B H 0.179748 0.482599 0.286746 0.064 Uiso 1 1 calc R U . . .
C14 C 0.17082(6) 0.5387(5) -0.0663(6) 0.0528(9) Uani 1 1 d . . . . .
H14A H 0.169493 0.668421 -0.045010 0.063 Uiso 1 1 calc R U . . .
H14B H 0.179851 0.517477 -0.213972 0.063 Uiso 1 1 calc R U . . .
C2 C 0.44852(6) 0.5426(5) 1.3905(6) 0.0551(9) Uani 1 1 d . . . . .
H2A H 0.445120 0.670116 1.416327 0.066 Uiso 1 1 calc R U . . .
H2B H 0.456062 0.492676 1.540605 0.066 Uiso 1 1 calc R U . . .
C15 C 0.14199(6) 0.4616(5) -0.0921(6) 0.0558(9) Uani 1 1 d . . . . .
H15A H 0.133028 0.482101 0.056067 0.067 Uiso 1 1 calc R U . . .
H15B H 0.143344 0.331924 -0.114132 0.067 Uiso 1 1 calc R U . . .
C17 C 0.09509(7) 0.4612(5) -0.3195(6) 0.0607(10) Uani 1 1 d . . . . .
H17A H 0.086319 0.481493 -0.170393 0.073 Uiso 1 1 calc R U . . .
H17B H 0.096481 0.331593 -0.341605 0.073 Uiso 1 1 calc R U . . .
C16 C 0.12384(6) 0.5384(5) -0.2959(6) 0.0563(9) Uani 1 1 d . . . . .
H16A H 0.122509 0.668065 -0.274393 0.068 Uiso 1 1 calc R U . . .
H16B H 0.132721 0.517282 -0.444333 0.068 Uiso 1 1 calc R U . . .
C18 C 0.07648(7) 0.5374(5) -0.5223(7) 0.0636(10) Uani 1 1 d . . . . .
H18A H 0.074927 0.666912 -0.499812 0.076 Uiso 1 1 calc R U . . .
H18B H 0.085242 0.517725 -0.671563 0.076 Uiso 1 1 calc R U . . .
C19 C 0.04795(7) 0.4584(6) -0.5444(7) 0.0788(13) Uani 1 1 d . . . . .
H19A H 0.039247 0.477147 -0.394571 0.095 Uiso 1 1 calc R U . . .
H19B H 0.049502 0.329000 -0.568119 0.095 Uiso 1 1 calc R U . . .
C20 C 0.02930(9) 0.5353(7) -0.7452(9) 0.0977(15) Uani 1 1 d . . . . .
H20A H 0.037389 0.514537 -0.895370 0.146 Uiso 1 1 calc R U . . .
H20B H 0.027094 0.662860 -0.721428 0.146 Uiso 1 1 calc R U . . .
H20C H 0.011570 0.477384 -0.746403 0.146 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 C1 1.221(4) . ?
O1 H1 0.8200 . ?
O1 C1 1.314(4) . ?
C1 C2 1.481(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.528(4) . ?
C4 C3 1.527(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.519(4) . ?
C6 C5 1.522(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.522(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.516(4) . ?
C9 C10 1.525(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.520(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C10 1.513(4) . ?
C11 C12 1.522(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.514(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.514(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.509(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.511(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C16 1.505(4) . ?
C17 C18 1.517(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.500(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.513(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

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 . . ?
O2 C1 O1 122.7(3) . . ?
O2 C1 C2 124.6(3) . . ?
O1 C1 C2 112.8(3) . . ?
H4A C4 H4B 107.8 . . ?
C5 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
C3 C4 H4A 109.1 . . ?
C3 C4 H4B 109.1 . . ?
C3 C4 C5 112.7(3) . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C7 C6 C5 113.7(3) . . ?
C5 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
C6 C7 H7A 108.6 . . ?
C6 C7 H7B 108.6 . . ?
C6 C7 C8 114.5(3) . . ?
H7A C7 H7B 107.6 . . ?
C8 C7 H7A 108.6 . . ?
C8 C7 H7B 108.6 . . ?
C4 C5 H5A 108.7 . . ?
C4 C5 H5B 108.7 . . ?
C6 C5 C4 114.2(3) . . ?
C6 C5 H5A 108.7 . . ?
C6 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
H9A C9 H9B 107.6 . . ?
C8 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
C8 C9 C10 114.1(3) . . ?
C10 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
C7 C8 H8A 108.8 . . ?
C7 C8 H8B 108.8 . . ?
C9 C8 C7 113.8(3) . . ?
C9 C8 H8A 108.8 . . ?
C9 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
C4 C3 H3A 108.6 . . ?
C4 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
C2 C3 C4 114.6(3) . . ?
C2 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
C10 C11 H11A 108.7 . . ?
C10 C11 H11B 108.7 . . ?
C10 C11 C12 114.4(3) . . ?
C12 C11 H11A 108.7 . . ?
C12 C11 H11B 108.7 . . ?
C9 C10 H10A 108.7 . . ?
C9 C10 H10B 108.7 . . ?
C11 C10 C9 114.2(3) . . ?
C11 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C11 C12 H12A 108.6 . . ?
C11 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
C13 C12 C11 114.5(3) . . ?
C13 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
C12 C13 H13A 108.5 . . ?
C12 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C14 C13 C12 115.0(3) . . ?
C14 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
C13 C14 H14A 108.5 . . ?
C13 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C15 C14 C13 114.9(3) . . ?
C15 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
C1 C2 C3 115.4(3) . . ?
C1 C2 H2A 108.4 . . ?
C1 C2 H2B 108.4 . . ?
C3 C2 H2A 108.4 . . ?
C3 C2 H2B 108.4 . . ?
H2A C2 H2B 107.5 . . ?
C14 C15 H15A 108.5 . . ?
C14 C15 H15B 108.5 . . ?
C14 C15 C16 115.2(3) . . ?
H15A C15 H15B 107.5 . . ?
C16 C15 H15A 108.5 . . ?
C16 C15 H15B 108.5 . . ?
H17A C17 H17B 107.4 . . ?
C16 C17 H17A 108.4 . . ?
C16 C17 H17B 108.4 . . ?
C16 C17 C18 115.6(3) . . ?
C18 C17 H17A 108.4 . . ?
C18 C17 H17B 108.4 . . ?
C15 C16 H16A 108.6 . . ?
C15 C16 H16B 108.6 . . ?
C17 C16 C15 114.8(3) . . ?
C17 C16 H16A 108.6 . . ?
C17 C16 H16B 108.6 . . ?
H16A C16 H16B 107.5 . . ?
C17 C18 H18A 108.5 . . ?
C17 C18 H18B 108.5 . . ?
H18A C18 H18B 107.5 . . ?
C19 C18 C17 115.0(3) . . ?
C19 C18 H18A 108.5 . . ?
C19 C18 H18B 108.5 . . ?
C18 C19 H19A 108.5 . . ?
C18 C19 H19B 108.5 . . ?
C18 C19 C20 115.0(4) . . ?
H19A C19 H19B 107.5 . . ?
C20 C19 H19A 108.5 . . ?
C20 C19 H19B 108.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 O2 0.82 1.88 2.689(3) 171.2 3_667 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 C3 -11.4(5) . . . . ?
O1 C1 C2 C3 169.5(3) . . . . ?
C4 C3 C2 C1 -69.1(4) . . . . ?
C6 C7 C8 C9 -179.7(3) . . . . ?
C7 C6 C5 C4 -178.9(2) . . . . ?
C5 C4 C3 C2 -172.4(3) . . . . ?
C5 C6 C7 C8 -179.5(3) . . . . ?
C8 C9 C10 C11 -179.7(3) . . . . ?
C3 C4 C5 C6 -179.1(3) . . . . ?
C11 C12 C13 C14 -179.9(3) . . . . ?
C10 C9 C8 C7 -180.0(3) . . . . ?
C10 C11 C12 C13 -179.6(3) . . . . ?
C12 C11 C10 C9 179.9(3) . . . . ?
C12 C13 C14 C15 -179.8(3) . . . . ?
C13 C14 C15 C16 179.7(3) . . . . ?
C14 C15 C16 C17 -179.7(3) . . . . ?
C17 C18 C19 C20 179.5(3) . . . . ?
C16 C17 C18 C19 179.6(3) . . . . ?
C18 C17 C16 C15 179.6(3) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_arach
_database_code_depnum_ccdc_archive 'CCDC 2177009'
loop_
_audit_author_name
_audit_author_address
'Alejandro Pedro Ayala'
;Universidade Federal do Ceara
Brazil
;
_audit_update_record             
;
2022-06-05 deposited with the CCDC.	2023-11-06 downloaded from the CCDC.
;
_audit_creation_date             2022-05-30
_diffrn_source_power             0.07
_audit_creation_method           
;
FinalCif V105 by Daniel Kratzert, Freiburg 2022,
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C20 H40 O2'
_chemical_formula_moiety         'C20 H40 O2'
_chemical_formula_weight         312.52
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_chemical_melting_point          ?
_space_group_crystal_system      monoclinic
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C6(H6A,H6B), C2(H2A,H2B), C8(H8A,H8B), C5(H5A,H5B), C7(H7A,H7B),
 C3(H3A,H3B), C10(H10A,H10B), C12(H12A,H12B), C9(H9A,H9B), C13(H13A,H13B),
 C11(H11A,H11B), C15(H15A,H15B), C14(H14A,H14B), C17(H17A,H17B), C16(H16A,H16B),
  C18(H18A,H18B), C19(H19A,H19B)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_olex2_submission_special_instructions 'No special instructions were received'
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_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.
;

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                   48.445(7)
_cell_length_b                   7.1499(10)
_cell_length_c                   5.5267(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.785(5)
_cell_angle_gamma                90
_cell_volume                     1912.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    4383
_cell_measurement_theta_min      2.94
_cell_measurement_theta_max      33.51
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.086
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.615
_exptl_crystal_size_mid          0.387
_exptl_crystal_size_min          0.058
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6066
_exptl_absorpt_correction_T_max  0.7468
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1119 before and 0.0727 after correction.
The Ratio of minimum to maximum transmission is 0.8123.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.960
_shelx_estimated_absorpt_T_max   0.996
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100
_diffrn_ambient_environment      ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirrors'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_measurement_ambient_temperature_device_make ?
_diffrn_radiation_probe          ?
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms HB'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 HPAD
_diffrn_detector_type            'Bruker PHOTON II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            24532
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_theta_min         2.526
_diffrn_reflns_theta_max         27.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -63
_diffrn_reflns_limit_h_max       54
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       7
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4601
_reflns_number_gt                3224
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;
_computing_data_collection       'Bruker BIS V6.2.14/2020-04-30'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0942P)²+0.9663P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4601
_refine_ls_number_parameters     201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0684
_refine_ls_wR_factor_ref         0.2135
_refine_ls_wR_factor_gt          0.1902
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'

_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_
_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 0.46752(2) 0.42109(17) 1.0386(2) 0.0189(3) Uani 1 1 d . . . . .
O2 O 0.49142(2) 0.63416(17) 1.2612(2) 0.0197(3) Uani 1 1 d . . . . .
H2 H 0.503463 0.612561 1.160492 0.030 Uiso 1 1 calc R U . . .
C1 C 0.46965(3) 0.5263(2) 1.2134(3) 0.0165(4) Uani 1 1 d . . . . .
C4 C 0.40373(3) 0.5398(2) 1.1265(3) 0.0158(4) Uani 1 1 d . . . . .
H4A H 0.402104 0.675602 1.157742 0.019 Uiso 1 1 calc R U . . .
H4B H 0.413538 0.523802 0.974879 0.019 Uiso 1 1 calc R U . . .
C6 C 0.35735(3) 0.5418(2) 0.8836(3) 0.0160(4) Uani 1 1 d . . . . .
H6A H 0.355855 0.678245 0.910370 0.019 Uiso 1 1 calc R U . . .
H6B H 0.366859 0.522486 0.731027 0.019 Uiso 1 1 calc R U . . .
C2 C 0.44824(3) 0.5462(2) 1.3989(3) 0.0175(4) Uani 1 1 d . . . . .
H2A H 0.444656 0.681041 1.423172 0.021 Uiso 1 1 calc R U . . .
H2B H 0.455906 0.495336 1.554661 0.021 Uiso 1 1 calc R U . . .
C8 C 0.31070(3) 0.5424(2) 0.6463(3) 0.0159(4) Uani 1 1 d . . . . .
H8A H 0.309164 0.679019 0.671159 0.019 Uiso 1 1 calc R U . . .
H8B H 0.320135 0.521928 0.493623 0.019 Uiso 1 1 calc R U . . .
C5 C 0.37485(3) 0.4558(2) 1.0930(3) 0.0159(4) Uani 1 1 d . . . . .
H5A H 0.365091 0.472775 1.244782 0.019 Uiso 1 1 calc R U . . .
H5B H 0.376580 0.319749 1.064372 0.019 Uiso 1 1 calc R U . . .
C7 C 0.32836(3) 0.4587(2) 0.8561(3) 0.0163(4) Uani 1 1 d . . . . .
H7A H 0.318864 0.478698 1.008587 0.020 Uiso 1 1 calc R U . . .
H7B H 0.329911 0.322080 0.830900 0.020 Uiso 1 1 calc R U . . .
C3 C 0.42080(3) 0.4492(2) 1.3361(3) 0.0167(4) Uani 1 1 d . . . . .
H3A H 0.409668 0.448701 1.481652 0.020 Uiso 1 1 calc R U . . .
H3B H 0.424522 0.317414 1.293496 0.020 Uiso 1 1 calc R U . . .
C10 C 0.26394(3) 0.5417(2) 0.4113(3) 0.0157(4) Uani 1 1 d . . . . .
H10A H 0.262450 0.678437 0.435288 0.019 Uiso 1 1 calc R U . . .
H10B H 0.273303 0.520623 0.258322 0.019 Uiso 1 1 calc R U . . .
C12 C 0.21718(3) 0.5418(2) 0.1774(3) 0.0162(4) Uani 1 1 d . . . . .
H12A H 0.226495 0.520438 0.024321 0.019 Uiso 1 1 calc R U . . .
H12B H 0.215730 0.678560 0.201347 0.019 Uiso 1 1 calc R U . . .
C9 C 0.28174(3) 0.4589(2) 0.6208(3) 0.0161(4) Uani 1 1 d . . . . .
H9A H 0.272329 0.479362 0.773627 0.019 Uiso 1 1 calc R U . . .
H9B H 0.283303 0.322196 0.596343 0.019 Uiso 1 1 calc R U . . .
C13 C 0.18811(3) 0.4589(2) 0.1538(3) 0.0160(4) Uani 1 1 d . . . . .
H13A H 0.189553 0.322078 0.129645 0.019 Uiso 1 1 calc R U . . .
H13B H 0.178794 0.480087 0.306889 0.019 Uiso 1 1 calc R U . . .
C11 C 0.23495(3) 0.4588(2) 0.3866(3) 0.0164(4) Uani 1 1 d . . . . .
H11A H 0.225588 0.479700 0.539628 0.020 Uiso 1 1 calc R U . . .
H11B H 0.236434 0.322028 0.362400 0.020 Uiso 1 1 calc R U . . .
C15 C 0.14126(3) 0.4590(2) -0.0788(3) 0.0165(4) Uani 1 1 d . . . . .
H15A H 0.142725 0.322244 -0.103526 0.020 Uiso 1 1 calc R U . . .
H15B H 0.132005 0.479597 0.074788 0.020 Uiso 1 1 calc R U . . .
C14 C 0.17037(3) 0.5421(2) -0.0553(3) 0.0164(4) Uani 1 1 d . . . . .
H14A H 0.179676 0.520834 -0.208465 0.020 Uiso 1 1 calc R U . . .
H14B H 0.168919 0.678865 -0.031221 0.020 Uiso 1 1 calc R U . . .
C17 C 0.09431(4) 0.4589(2) -0.3081(3) 0.0178(4) Uani 1 1 d . . . . .
H17A H 0.095805 0.322126 -0.332202 0.021 Uiso 1 1 calc R U . . .
H17B H 0.085192 0.479825 -0.153904 0.021 Uiso 1 1 calc R U . . .
C16 C 0.12336(3) 0.5423(2) -0.2868(3) 0.0171(4) Uani 1 1 d . . . . .
H16A H 0.132538 0.521130 -0.440656 0.021 Uiso 1 1 calc R U . . .
H16B H 0.121912 0.679051 -0.262546 0.021 Uiso 1 1 calc R U . . .
C18 C 0.07621(4) 0.5411(2) -0.5150(3) 0.0193(4) Uani 1 1 d . . . . .
H18A H 0.085401 0.521374 -0.669072 0.023 Uiso 1 1 calc R U . . .
H18B H 0.074508 0.677620 -0.489945 0.023 Uiso 1 1 calc R U . . .
C19 C 0.04734(4) 0.4555(3) -0.5367(3) 0.0222(4) Uani 1 1 d . . . . .
H19A H 0.038247 0.473834 -0.381828 0.027 Uiso 1 1 calc R U . . .
H19B H 0.049050 0.319162 -0.563546 0.027 Uiso 1 1 calc R U . . .
C20 C 0.02902(4) 0.5389(3) -0.7418(4) 0.0282(5) Uani 1 1 d . . . . .
H20A H 0.037712 0.519611 -0.896322 0.042 Uiso 1 1 calc R U . . .
H20B H 0.026686 0.673231 -0.713851 0.042 Uiso 1 1 calc R U . . .
H20C H 0.010919 0.477535 -0.746930 0.042 Uiso 1 1 calc R U . . .


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 1.225(2) . ?
O2 H2 0.8400 . ?
O2 C1 1.323(2) . ?
C1 C2 1.500(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.525(2) . ?
C4 C3 1.534(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C5 1.530(2) . ?
C6 C7 1.526(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.524(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C7 1.529(2) . ?
C8 C9 1.525(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C9 1.529(2) . ?
C10 C11 1.525(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.528(2) . ?
C12 C11 1.527(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.527(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C14 1.530(2) . ?
C15 C16 1.527(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C16 1.528(2) . ?
C17 C18 1.525(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.526(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.527(2) . ?
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
C1 O2 H2 109.5 . . ?
O1 C1 O2 123.47(16) . . ?
O1 C1 C2 124.25(15) . . ?
O2 C1 C2 112.27(14) . . ?
H4A C4 H4B 107.8 . . ?
C5 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
C5 C4 C3 112.53(14) . . ?
C3 C4 H4A 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
C7 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
C7 C6 C5 113.11(14) . . ?
C1 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
C1 C2 C3 115.18(14) . . ?
H2A C2 H2B 107.5 . . ?
C3 C2 H2A 108.5 . . ?
C3 C2 H2B 108.5 . . ?
H8A C8 H8B 107.7 . . ?
C7 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C9 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
C9 C8 C7 113.30(14) . . ?
C4 C5 C6 113.88(14) . . ?
C4 C5 H5A 108.8 . . ?
C4 C5 H5B 108.8 . . ?
C6 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C6 C7 C8 113.69(14) . . ?
C6 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
C8 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C4 C3 H3A 108.7 . . ?
C4 C3 H3B 108.7 . . ?
C2 C3 C4 114.34(14) . . ?
C2 C3 H3A 108.7 . . ?
C2 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
H10A C10 H10B 107.7 . . ?
C9 C10 H10A 108.8 . . ?
C9 C10 H10B 108.8 . . ?
C11 C10 H10A 108.8 . . ?
C11 C10 H10B 108.8 . . ?
C11 C10 C9 113.60(14) . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C11 C12 C13 113.42(14) . . ?
C8 C9 C10 113.64(14) . . ?
C8 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C12 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 C12 113.36(14) . . ?
C14 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
C10 C11 C12 113.55(14) . . ?
C10 C11 H11A 108.9 . . ?
C10 C11 H11B 108.9 . . ?
C12 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
H15A C15 H15B 107.7 . . ?
C14 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
C16 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C16 C15 C14 113.55(14) . . ?
C13 C14 C15 113.30(14) . . ?
C13 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
C15 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
H17A C17 H17B 107.7 . . ?
C16 C17 H17A 108.8 . . ?
C16 C17 H17B 108.8 . . ?
C18 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C18 C17 C16 113.66(14) . . ?
C15 C16 C17 113.13(14) . . ?
C15 C16 H16A 109.0 . . ?
C15 C16 H16B 109.0 . . ?
C17 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
C17 C18 H18A 108.9 . . ?
C17 C18 H18B 108.9 . . ?
C17 C18 C19 113.32(15) . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C18 C19 H19A 108.9 . . ?
C18 C19 H19B 108.9 . . ?
C18 C19 C20 113.51(15) . . ?
H19A C19 H19B 107.7 . . ?
C20 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 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
O1 C1 C2 C3 -9.6(2) . . . . ?
O2 C1 C2 C3 171.11(14) . . . . ?
C1 C2 C3 C4 -69.70(19) . . . . ?
C5 C4 C3 C2 -171.96(14) . . . . ?
C5 C6 C7 C8 -179.60(14) . . . . ?
C7 C6 C5 C4 -178.88(13) . . . . ?
C7 C8 C9 C10 -179.95(14) . . . . ?
C3 C4 C5 C6 -179.42(13) . . . . ?
C12 C13 C14 C15 -179.99(13) . . . . ?
C9 C8 C7 C6 -179.82(14) . . . . ?
C9 C10 C11 C12 179.94(14) . . . . ?
C13 C12 C11 C10 -179.81(13) . . . . ?
C11 C10 C9 C8 -179.72(13) . . . . ?
C11 C12 C13 C14 179.95(14) . . . . ?
C14 C15 C16 C17 -179.78(14) . . . . ?
C17 C18 C19 C20 179.33(15) . . . . ?
C16 C15 C14 C13 179.72(14) . . . . ?
C16 C17 C18 C19 179.36(14) . . . . ?
C18 C17 C16 C15 179.93(14) . . . . ?

