#------------------------------------------------------------------------------
#$Date: 2024-07-05 18:26:26 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292959 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/84/7248482.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7248482
loop_
_publ_author_name
'Paska, Bartłomiej'
'Cichowicz, Grzegorz'
'Rzepiński, Patryk'
'Cyrański, Michał Ksawery'
'Dobrzycki, Łukasz'
'Boese, Roland'
_publ_section_title
;
 Structural chemistry of decalins and perfluorodecalins
;
_journal_issue                   19
_journal_name_full               CrystEngComm
_journal_page_first              2474
_journal_page_last               2490
_journal_paper_doi               10.1039/D3CE01117H
_journal_volume                  26
_journal_year                    2024
_chemical_formula_sum            'C10 H18'
_chemical_formula_weight         138.24
_chemical_melting_point          229
_chemical_name_systematic        'cis-Decalin (HT form refined in triclinic SG)'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2023-11-05 deposited with the CCDC.	2024-02-21 downloaded from the CCDC.
;
_cell_angle_alpha                112.9610(9)
_cell_angle_beta                 90.0220(10)
_cell_angle_gamma                112.8190(10)
_cell_formula_units_Z            4
_cell_length_a                   8.2862(3)
_cell_length_b                   10.6476(3)
_cell_length_c                   11.9806(4)
_cell_measurement_reflns_used    4826
_cell_measurement_temperature    180.(2)
_cell_measurement_theta_max      25.2374
_cell_measurement_theta_min      2.7106
_cell_volume                     882.66(5)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 V2014 (Bruker AXS Inc., 2014)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_publication_material  'APEX2 V2014 (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      180.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.937
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '/p scans'
_diffrn_radiation_monochromator  TRIUMPH
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10850
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         2.71
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    0.057
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.040
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylindrical
_exptl_crystal_F_000             312
_exptl_crystal_recrystallization_method 'From the Melt'
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.400
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         2922
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0473
_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)+(0.0540P)²+0.2063P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1143
_refine_ls_wR_factor_ref         0.1286
_reflns_number_gt                2315
_reflns_number_total             2922
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce01117h2.cif
_cod_data_source_block           c_Dec_k180K_180K_hu_aP
_cod_depositor_comments
'Adding full bibliography for 7248441--7248493.cif.'
_cod_database_code               7248482
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1A 0.7431(2) 0.20167(17) 0.56465(13) 0.0370(4) Uani d . P . 0.894(3) A 1
H H1A 0.6349 0.1338 0.5834 0.044 Uiso calc U P R 0.894(3) A 1
C C2A 0.7672(3) 0.3625(2) 0.64164(14) 0.0442(5) Uani d . P . 0.894(3) A 1
H H2A1 0.7815 0.3836 0.7301 0.053 Uiso calc U P R 0.894(3) A 1
H H2A2 0.8767 0.4334 0.6284 0.053 Uiso calc U P R 0.894(3) A 1
C C3A 0.6084(3) 0.3875(3) 0.60750(16) 0.0552(5) Uani d . P . 0.894(3) A 1
H H3A1 0.6307 0.494 0.6558 0.066 Uiso calc U P R 0.894(3) A 1
H H3A2 0.5009 0.3241 0.6286 0.066 Uiso calc U P R 0.894(3) A 1
C C4A 0.5758(3) 0.3485(3) 0.47022(16) 0.0550(5) Uani d . P . 0.894(3) A 1
H H4A1 0.4677 0.3594 0.4496 0.066 Uiso calc U P R 0.894(3) A 1
H H4A2 0.6777 0.4196 0.4509 0.066 Uiso calc U P R 0.894(3) A 1
C C5A 0.5525(3) 0.1882(2) 0.39217(16) 0.0469(5) Uani d . P . 0.894(3) A 1
H H5A1 0.5404 0.1693 0.3042 0.056 Uiso calc U P R 0.894(3) A 1
H H5A2 0.4413 0.117 0.4034 0.056 Uiso calc U P R 0.894(3) A 1
C C6A 0.7080(2) 0.15822(17) 0.42527(13) 0.0383(4) Uani d . P . 0.894(3) A 1
H H6A 0.6713 0.0473 0.3818 0.046 Uiso calc U P R 0.894(3) A 1
C C7A 0.8768(3) 0.2341(2) 0.38200(16) 0.0525(5) Uani d . P . 0.894(3) A 1
H H7A1 0.851 0.2018 0.292 0.063 Uiso calc U P R 0.894(3) A 1
H H7A2 0.9178 0.3446 0.4232 0.063 Uiso calc U P R 0.894(3) A 1
C C8A 1.0216(5) 0.1927(5) 0.4117(3) 0.0855(14) Uani d . P . 0.894(3) A 1
H H8A1 1.1293 0.2403 0.3813 0.103 Uiso calc U P R 0.894(3) A 1
H H8A2 0.9811 0.0823 0.3694 0.103 Uiso calc U P R 0.894(3) A 1
C C9A 1.0678(3) 0.2456(4) 0.5527(2) 0.0645(7) Uani d . P . 0.894(3) A 1
H H9A1 1.1609 0.2163 0.5711 0.077 Uiso calc U P R 0.894(3) A 1
H H9A2 1.1137 0.3565 0.5954 0.077 Uiso calc U P R 0.894(3) A 1
C C10A 0.8990(3) 0.1720(3) 0.59785(16) 0.0500(5) Uani d . P . 0.894(3) A 1
H H10A 0.8629 0.0621 0.5617 0.06 Uiso calc U P R 0.894(3) A 1
H H10B 0.9261 0.2101 0.6885 0.06 Uiso calc U P R 0.894(3) A 1
C C1C 0.8785(16) 0.3566(14) 0.5806(11) 0.037(3) Uiso d . P . 0.106(3) A 2
H H1C 0.998 0.4437 0.6151 0.044 Uiso calc U P R 0.106(3) A 2
C C2C 0.735(3) 0.407(2) 0.6376(16) 0.043(5) Uiso d . P . 0.106(3) A 2
H H2C1 0.7558 0.4337 0.7269 0.051 Uiso calc U P R 0.106(3) A 2
H H2C2 0.7533 0.5006 0.6292 0.051 Uiso calc U P R 0.106(3) A 2
C C3C 0.546(2) 0.300(2) 0.5869(16) 0.056(5) Uiso d . P . 0.106(3) A 2
H H3C1 0.4672 0.3476 0.6265 0.067 Uiso calc U P R 0.106(3) A 2
H H3C2 0.5194 0.2099 0.6023 0.067 Uiso calc U P R 0.106(3) A 2
C C4C 0.517(2) 0.256(2) 0.4468(15) 0.040(4) Uiso d . P . 0.106(3) A 2
H H4C1 0.3941 0.1788 0.4086 0.048 Uiso calc U P R 0.106(3) A 2
H H4C2 0.5334 0.3451 0.4323 0.048 Uiso calc U P R 0.106(3) A 2
C C5C 0.648(2) 0.1944(17) 0.3881(14) 0.035(4) Uiso d . P . 0.106(3) A 2
H H5C1 0.6299 0.1043 0.4018 0.042 Uiso calc U P R 0.106(3) A 2
H H5C2 0.625 0.1632 0.2981 0.042 Uiso calc U P R 0.106(3) A 2
C C6C 0.8353(17) 0.3068(17) 0.4392(13) 0.040(3) Uiso d . P . 0.106(3) A 2
H H6C 0.8534 0.397 0.4242 0.047 Uiso calc U P R 0.106(3) A 2
C C7C 0.964(3) 0.243(2) 0.3780(18) 0.047(5) Uiso d . P . 0.106(3) A 2
H H7C1 0.8948 0.1507 0.3026 0.057 Uiso calc U P R 0.106(3) A 2
H H7C2 1.0484 0.3164 0.3507 0.057 Uiso calc U P R 0.106(3) A 2
C C8C 1.053(3) 0.211(2) 0.435(2) 0.024(4) Uiso d . P . 0.106(3) A 2
H H8C1 1.1771 0.2865 0.4506 0.029 Uiso calc U P R 0.106(3) A 2
H H8C2 1.0498 0.1137 0.3765 0.029 Uiso calc U P R 0.106(3) A 2
C C9C 1.024(3) 0.197(2) 0.5574(17) 0.031(4) Uiso d . P . 0.106(3) A 2
H H9C1 0.9987 0.0926 0.5441 0.038 Uiso calc U P R 0.106(3) A 2
H H9C2 1.1346 0.2653 0.619 0.038 Uiso calc U P R 0.106(3) A 2
C C10C 0.880(2) 0.231(2) 0.6059(16) 0.045(5) Uiso d . P . 0.106(3) A 2
H H10E 0.8956 0.2608 0.6958 0.053 Uiso calc U P R 0.106(3) A 2
H H10F 0.7651 0.1418 0.5666 0.053 Uiso calc U P R 0.106(3) A 2
C C1B 0.5416(2) 0.79850(17) 0.93545(13) 0.0373(4) Uani d . P . 0.897(3) B 1
H H1B 0.5009 0.8664 0.9169 0.045 Uiso calc U P R 0.897(3) B 1
C C2B 0.4043(3) 0.6371(2) 0.85829(14) 0.0438(5) Uani d . P . 0.897(3) B 1
H H2B1 0.3973 0.616 0.7699 0.053 Uiso calc U P R 0.897(3) B 1
H H2B2 0.443 0.5661 0.8714 0.053 Uiso calc U P R 0.897(3) B 1
C C3B 0.2210(2) 0.6127(3) 0.89269(16) 0.0551(5) Uani d . P . 0.897(3) B 1
H H3B1 0.177 0.6763 0.8716 0.066 Uiso calc U P R 0.897(3) B 1
H H3B2 0.1368 0.5063 0.8444 0.066 Uiso calc U P R 0.897(3) B 1
C C4B 0.2272(2) 0.6515(3) 1.02974(16) 0.0550(5) Uani d . P . 0.897(3) B 1
H H4B1 0.2574 0.5799 1.0489 0.066 Uiso calc U P R 0.897(3) B 1
H H4B2 0.1084 0.6413 1.0504 0.066 Uiso calc U P R 0.897(3) B 1
C C5B 0.3650(3) 0.8118(2) 1.10799(16) 0.0466(5) Uani d . P . 0.897(3) B 1
H H5B1 0.325 0.8835 1.0974 0.056 Uiso calc U P R 0.897(3) B 1
H H5B2 0.3724 0.8304 1.1959 0.056 Uiso calc U P R 0.897(3) B 1
C C6B 0.5497(2) 0.84154(17) 1.07445(13) 0.0382(4) Uani d . P . 0.897(3) B 1
H H6B 0.6235 0.9525 1.1179 0.046 Uiso calc U P R 0.897(3) B 1
C C7B 0.6431(3) 0.7660(2) 1.11814(16) 0.0526(5) Uani d . P . 0.897(3) B 1
H H7B1 0.6509 0.7993 1.2083 0.063 Uiso calc U P R 0.897(3) B 1
H H7B2 0.5738 0.6555 1.0776 0.063 Uiso calc U P R 0.897(3) B 1
C C8B 0.8293(7) 0.8076(6) 1.0866(5) 0.0889(19) Uani d . P . 0.897(3) B 1
H H8B1 0.8907 0.7608 1.1172 0.107 Uiso calc U P R 0.897(3) B 1
H H8B2 0.8985 0.9181 1.1284 0.107 Uiso calc U P R 0.897(3) B 1
C C9B 0.8227(3) 0.7548(4) 0.9472(2) 0.0637(7) Uani d . P . 0.897(3) B 1
H H9B1 0.9449 0.7842 0.9289 0.076 Uiso calc U P R 0.897(3) B 1
H H9B2 0.7582 0.6439 0.9048 0.076 Uiso calc U P R 0.897(3) B 1
C C10B 0.7268(3) 0.8281(3) 0.90185(17) 0.0508(5) Uani d . P . 0.897(3) B 1
H H10C 0.8002 0.938 0.9377 0.061 Uiso calc U P R 0.897(3) B 1
H H10D 0.7155 0.7896 0.8112 0.061 Uiso calc U P R 0.897(3) B 1
C C1D 0.5206(17) 0.6429(15) 0.9196(12) 0.038(3) Uiso d . P . 0.103(3) B 2
H H1D 0.5542 0.5564 0.8848 0.045 Uiso calc U P R 0.103(3) B 2
C C2D 0.325(3) 0.591(2) 0.8620(17) 0.047(5) Uiso d . P . 0.103(3) B 2
H H2D1 0.319 0.5636 0.7726 0.056 Uiso calc U P R 0.103(3) B 2
H H2D2 0.2503 0.4985 0.8716 0.056 Uiso calc U P R 0.103(3) B 2
C C3D 0.248(2) 0.700(3) 0.9131(17) 0.055(5) Uiso d . P . 0.103(3) B 2
H H3D1 0.122 0.6542 0.8739 0.066 Uiso calc U P R 0.103(3) B 2
H H3D2 0.3135 0.7893 0.8973 0.066 Uiso calc U P R 0.103(3) B 2
C C4D 0.264(2) 0.746(2) 1.0551(15) 0.036(3) Uiso d . P . 0.103(3) B 2
H H4D1 0.2172 0.8226 1.093 0.043 Uiso calc U P R 0.103(3) B 2
H H4D2 0.1922 0.6569 1.0705 0.043 Uiso calc U P R 0.103(3) B 2
C C5D 0.457(2) 0.8078(17) 1.1111(14) 0.033(4) Uiso d . P . 0.103(3) B 2
H H5D1 0.5273 0.8952 1.0938 0.039 Uiso calc U P R 0.103(3) B 2
H H5D2 0.4684 0.843 1.2016 0.039 Uiso calc U P R 0.103(3) B 2
C C6D 0.5285(19) 0.6922(17) 1.0608(13) 0.040(3) Uiso d . P . 0.103(3) B 2
H H6D 0.4567 0.603 1.0771 0.048 Uiso calc U P R 0.103(3) B 2
C C7D 0.729(3) 0.759(2) 1.1212(17) 0.043(4) Uiso d . P . 0.103(3) B 2
H H7D1 0.7481 0.8471 1.1992 0.051 Uiso calc U P R 0.103(3) B 2
H H7D2 0.7405 0.6828 1.1446 0.051 Uiso calc U P R 0.103(3) B 2
C C8D 0.841(4) 0.794(3) 1.077(2) 0.022(4) Uiso d . P . 0.103(3) B 2
H H8D1 0.8987 0.7255 1.0654 0.026 Uiso calc U P R 0.103(3) B 2
H H8D2 0.9267 0.8949 1.1378 0.026 Uiso calc U P R 0.103(3) B 2
C C9D 0.823(3) 0.808(2) 0.9432(17) 0.034(4) Uiso d . P . 0.103(3) B 2
H H9D1 0.8997 0.9118 0.9558 0.041 Uiso calc U P R 0.103(3) B 2
H H9D2 0.8675 0.74 0.8827 0.041 Uiso calc U P R 0.103(3) B 2
C C10D 0.646(2) 0.7703(19) 0.8932(15) 0.038(4) Uiso d . P . 0.103(3) B 2
H H10G 0.6341 0.7397 0.8032 0.046 Uiso calc U P R 0.103(3) B 2
H H10H 0.6186 0.8586 0.931 0.046 Uiso calc U P R 0.103(3) B 2
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2A C1A C10A . . 112.75(15) ?
C2A C1A C6A . . 111.95(13) ?
C10A C1A C6A . . 110.61(13) ?
C2A C1A H1A . . 107.1 ?
C10A C1A H1A . . 107.1 ?
C6A C1A H1A . . 107.1 ?
C3A C2A C1A . . 111.36(16) ?
C3A C2A H2A1 . . 109.4 ?
C1A C2A H2A1 . . 109.4 ?
C3A C2A H2A2 . . 109.4 ?
C1A C2A H2A2 . . 109.4 ?
H2A1 C2A H2A2 . . 108.0 ?
C2A C3A C4A . . 111.08(14) ?
C2A C3A H3A1 . . 109.4 ?
C4A C3A H3A1 . . 109.4 ?
C2A C3A H3A2 . . 109.4 ?
C4A C3A H3A2 . . 109.4 ?
H3A1 C3A H3A2 . . 108.0 ?
C5A C4A C3A . . 111.21(16) ?
C5A C4A H4A1 . . 109.4 ?
C3A C4A H4A1 . . 109.4 ?
C5A C4A H4A2 . . 109.4 ?
C3A C4A H4A2 . . 109.4 ?
H4A1 C4A H4A2 . . 108.0 ?
C4A C5A C6A . . 112.78(14) ?
C4A C5A H5A1 . . 109.0 ?
C6A C5A H5A1 . . 109.0 ?
C4A C5A H5A2 . . 109.0 ?
C6A C5A H5A2 . . 109.0 ?
H5A1 C5A H5A2 . . 107.8 ?
C7A C6A C5A . . 113.20(16) ?
C7A C6A C1A . . 111.45(13) ?
C5A C6A C1A . . 110.59(13) ?
C7A C6A H6A . . 107.1 ?
C5A C6A H6A . . 107.1 ?
C1A C6A H6A . . 107.1 ?
C8A C7A C6A . . 110.3(2) ?
C8A C7A H7A1 . . 109.6 ?
C6A C7A H7A1 . . 109.6 ?
C8A C7A H7A2 . . 109.6 ?
C6A C7A H7A2 . . 109.6 ?
H7A1 C7A H7A2 . . 108.1 ?
C7A C8A C9A . . 110.6(3) ?
C7A C8A H8A1 . . 109.5 ?
C9A C8A H8A1 . . 109.5 ?
C7A C8A H8A2 . . 109.5 ?
C9A C8A H8A2 . . 109.5 ?
H8A1 C8A H8A2 . . 108.1 ?
C10A C9A C8A . . 108.6(2) ?
C10A C9A H9A1 . . 110.0 ?
C8A C9A H9A1 . . 110.0 ?
C10A C9A H9A2 . . 110.0 ?
C8A C9A H9A2 . . 110.0 ?
H9A1 C9A H9A2 . . 108.4 ?
C1A C10A C9A . . 113.54(19) ?
C1A C10A H10A . . 108.9 ?
C9A C10A H10A . . 108.9 ?
C1A C10A H10B . . 108.9 ?
C9A C10A H10B . . 108.9 ?
H10A C10A H10B . . 107.7 ?
C10C C1C C2C . . 111.9(13) ?
C10C C1C C6C . . 110.6(12) ?
C2C C1C C6C . . 106.6(11) ?
C10C C1C H1C . . 109.2 ?
C2C C1C H1C . . 109.2 ?
C6C C1C H1C . . 109.2 ?
C3C C2C C1C . . 117.7(16) ?
C3C C2C H2C1 . . 107.9 ?
C1C C2C H2C1 . . 107.9 ?
C3C C2C H2C2 . . 107.9 ?
C1C C2C H2C2 . . 107.9 ?
H2C1 C2C H2C2 . . 107.2 ?
C2C C3C C4C . . 107.3(14) ?
C2C C3C H3C1 . . 110.2 ?
C4C C3C H3C1 . . 110.2 ?
C2C C3C H3C2 . . 110.2 ?
C4C C3C H3C2 . . 110.2 ?
H3C1 C3C H3C2 . . 108.5 ?
C5C C4C C3C . . 110.1(13) ?
C5C C4C H4C1 . . 109.6 ?
C3C C4C H4C1 . . 109.6 ?
C5C C4C H4C2 . . 109.6 ?
C3C C4C H4C2 . . 109.6 ?
H4C1 C4C H4C2 . . 108.1 ?
C6C C5C C4C . . 112.1(13) ?
C6C C5C H5C1 . . 109.2 ?
C4C C5C H5C1 . . 109.2 ?
C6C C5C H5C2 . . 109.2 ?
C4C C5C H5C2 . . 109.2 ?
H5C1 C5C H5C2 . . 107.9 ?
C5C C6C C7C . . 111.1(14) ?
C5C C6C C1C . . 110.9(11) ?
C7C C6C C1C . . 108.3(12) ?
C5C C6C H6C . . 108.8 ?
C7C C6C H6C . . 108.8 ?
C1C C6C H6C . . 108.8 ?
C8C C7C C6C . . 120.0(18) ?
C8C C7C H7C1 . . 107.3 ?
C6C C7C H7C1 . . 107.3 ?
C8C C7C H7C2 . . 107.3 ?
C6C C7C H7C2 . . 107.3 ?
H7C1 C7C H7C2 . . 106.9 ?
C7C C8C C9C . . 127.(2) ?
C7C C8C H8C1 . . 105.7 ?
C9C C8C H8C1 . . 105.7 ?
C7C C8C H8C2 . . 105.7 ?
C9C C8C H8C2 . . 105.7 ?
H8C1 C8C H8C2 . . 106.1 ?
C10C C9C C8C . . 113.2(17) ?
C10C C9C H9C1 . . 108.9 ?
C8C C9C H9C1 . . 108.9 ?
C10C C9C H9C2 . . 108.9 ?
C8C C9C H9C2 . . 108.9 ?
H9C1 C9C H9C2 . . 107.8 ?
C9C C10C C1C . . 108.8(14) ?
C9C C10C H10E . . 109.9 ?
C1C C10C H10E . . 109.9 ?
C9C C10C H10F . . 109.9 ?
C1C C10C H10F . . 109.9 ?
H10E C10C H10F . . 108.3 ?
C10B C1B C2B . . 112.82(15) ?
C10B C1B C6B . . 110.83(13) ?
C2B C1B C6B . . 111.78(13) ?
C10B C1B H1B . . 107.0 ?
C2B C1B H1B . . 107.0 ?
C6B C1B H1B . . 107.0 ?
C3B C2B C1B . . 111.33(15) ?
C3B C2B H2B1 . . 109.4 ?
C1B C2B H2B1 . . 109.4 ?
C3B C2B H2B2 . . 109.4 ?
C1B C2B H2B2 . . 109.4 ?
H2B1 C2B H2B2 . . 108.0 ?
C4B C3B C2B . . 111.21(14) ?
C4B C3B H3B1 . . 109.4 ?
C2B C3B H3B1 . . 109.4 ?
C4B C3B H3B2 . . 109.4 ?
C2B C3B H3B2 . . 109.4 ?
H3B1 C3B H3B2 . . 108.0 ?
C3B C4B C5B . . 111.18(16) ?
C3B C4B H4B1 . . 109.4 ?
C5B C4B H4B1 . . 109.4 ?
C3B C4B H4B2 . . 109.4 ?
C5B C4B H4B2 . . 109.4 ?
H4B1 C4B H4B2 . . 108.0 ?
C6B C5B C4B . . 112.94(14) ?
C6B C5B H5B1 . . 109.0 ?
C4B C5B H5B1 . . 109.0 ?
C6B C5B H5B2 . . 109.0 ?
C4B C5B H5B2 . . 109.0 ?
H5B1 C5B H5B2 . . 107.8 ?
C5B C6B C7B . . 113.03(16) ?
C5B C6B C1B . . 110.86(13) ?
C7B C6B C1B . . 111.66(13) ?
C5B C6B H6B . . 107.0 ?
C7B C6B H6B . . 107.0 ?
C1B C6B H6B . . 107.0 ?
C8B C7B C6B . . 109.6(2) ?
C8B C7B H7B1 . . 109.8 ?
C6B C7B H7B1 . . 109.8 ?
C8B C7B H7B2 . . 109.8 ?
C6B C7B H7B2 . . 109.8 ?
H7B1 C7B H7B2 . . 108.2 ?
C7B C8B C9B . . 111.3(3) ?
C7B C8B H8B1 . . 109.4 ?
C9B C8B H8B1 . . 109.4 ?
C7B C8B H8B2 . . 109.4 ?
C9B C8B H8B2 . . 109.4 ?
H8B1 C8B H8B2 . . 108.0 ?
C10B C9B C8B . . 108.5(2) ?
C10B C9B H9B1 . . 110.0 ?
C8B C9B H9B1 . . 110.0 ?
C10B C9B H9B2 . . 110.0 ?
C8B C9B H9B2 . . 110.0 ?
H9B1 C9B H9B2 . . 108.4 ?
C1B C10B C9B . . 113.46(18) ?
C1B C10B H10C . . 108.9 ?
C9B C10B H10C . . 108.9 ?
C1B C10B H10D . . 108.9 ?
C9B C10B H10D . . 108.9 ?
H10C C10B H10D . . 107.7 ?
C10D C1D C2D . . 111.3(13) ?
C10D C1D C6D . . 110.8(12) ?
C2D C1D C6D . . 107.1(12) ?
C10D C1D H1D . . 109.2 ?
C2D C1D H1D . . 109.2 ?
C6D C1D H1D . . 109.2 ?
C3D C2D C1D . . 116.2(16) ?
C3D C2D H2D1 . . 108.2 ?
C1D C2D H2D1 . . 108.2 ?
C3D C2D H2D2 . . 108.2 ?
C1D C2D H2D2 . . 108.2 ?
H2D1 C2D H2D2 . . 107.4 ?
C2D C3D C4D . . 108.0(15) ?
C2D C3D H3D1 . . 110.1 ?
C4D C3D H3D1 . . 110.1 ?
C2D C3D H3D2 . . 110.1 ?
C4D C3D H3D2 . . 110.1 ?
H3D1 C3D H3D2 . . 108.4 ?
C5D C4D C3D . . 108.8(12) ?
C5D C4D H4D1 . . 109.9 ?
C3D C4D H4D1 . . 109.9 ?
C5D C4D H4D2 . . 109.9 ?
C3D C4D H4D2 . . 109.9 ?
H4D1 C4D H4D2 . . 108.3 ?
C6D C5D C4D . . 111.4(13) ?
C6D C5D H5D1 . . 109.3 ?
C4D C5D H5D1 . . 109.3 ?
C6D C5D H5D2 . . 109.3 ?
C4D C5D H5D2 . . 109.3 ?
H5D1 C5D H5D2 . . 108.0 ?
C5D C6D C1D . . 109.7(12) ?
C5D C6D C7D . . 110.5(13) ?
C1D C6D C7D . . 107.4(12) ?
C5D C6D H6D . . 109.7 ?
C1D C6D H6D . . 109.7 ?
C7D C6D H6D . . 109.7 ?
C8D C7D C6D . . 124.7(19) ?
C8D C7D H7D1 . . 106.1 ?
C6D C7D H7D1 . . 106.1 ?
C8D C7D H7D2 . . 106.1 ?
C6D C7D H7D2 . . 106.1 ?
H7D1 C7D H7D2 . . 106.3 ?
C7D C8D C9D . . 123.(2) ?
C7D C8D H8D1 . . 106.5 ?
C9D C8D H8D1 . . 106.5 ?
C7D C8D H8D2 . . 106.5 ?
C9D C8D H8D2 . . 106.5 ?
H8D1 C8D H8D2 . . 106.5 ?
C10D C9D C8D . . 113.9(16) ?
C10D C9D H9D1 . . 108.8 ?
C8D C9D H9D1 . . 108.8 ?
C10D C9D H9D2 . . 108.8 ?
C8D C9D H9D2 . . 108.8 ?
H9D1 C9D H9D2 . . 107.7 ?
C9D C10D C1D . . 108.5(13) ?
C9D C10D H10G . . 110.0 ?
C1D C10D H10G . . 110.0 ?
C9D C10D H10H . . 110.0 ?
C1D C10D H10H . . 110.0 ?
H10G C10D H10H . . 108.4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1A C2A . 1.525(3) ?
C1A C10A . 1.529(2) ?
C1A C6A . 1.543(2) ?
C1A H1A . 1.0 ?
C2A C3A . 1.525(3) ?
C2A H2A1 . 0.99 ?
C2A H2A2 . 0.99 ?
C3A C4A . 1.527(2) ?
C3A H3A1 . 0.99 ?
C3A H3A2 . 0.99 ?
C4A C5A . 1.525(3) ?
C4A H4A1 . 0.99 ?
C4A H4A2 . 0.99 ?
C5A C6A . 1.529(3) ?
C5A H5A1 . 0.99 ?
C5A H5A2 . 0.99 ?
C6A C7A . 1.526(3) ?
C6A H6A . 1.0 ?
C7A C8A . 1.514(4) ?
C7A H7A1 . 0.99 ?
C7A H7A2 . 0.99 ?
C8A C9A . 1.552(4) ?
C8A H8A1 . 0.99 ?
C8A H8A2 . 0.99 ?
C9A C10A . 1.531(3) ?
C9A H9A1 . 0.99 ?
C9A H9A2 . 0.99 ?
C10A H10A . 0.99 ?
C10A H10B . 0.99 ?
C1C C10C . 1.48(2) ?
C1C C2C . 1.54(2) ?
C1C C6C . 1.560(18) ?
C1C H1C . 1.0 ?
C2C C3C . 1.48(3) ?
C2C H2C1 . 0.99 ?
C2C H2C2 . 0.99 ?
C3C C4C . 1.55(2) ?
C3C H3C1 . 0.99 ?
C3C H3C2 . 0.99 ?
C4C C5C . 1.51(2) ?
C4C H4C1 . 0.99 ?
C4C H4C2 . 0.99 ?
C5C C6C . 1.48(2) ?
C5C H5C1 . 0.99 ?
C5C H5C2 . 0.99 ?
C6C C7C . 1.52(2) ?
C6C H6C . 1.0 ?
C7C C8C . 1.22(3) ?
C7C H7C1 . 0.99 ?
C7C H7C2 . 0.99 ?
C8C C9C . 1.54(3) ?
C8C H8C1 . 0.99 ?
C8C H8C2 . 0.99 ?
C9C C10C . 1.44(3) ?
C9C H9C1 . 0.99 ?
C9C H9C2 . 0.99 ?
C10C H10E . 0.99 ?
C10C H10F . 0.99 ?
C1B C10B . 1.530(3) ?
C1B C2B . 1.531(3) ?
C1B C6B . 1.539(2) ?
C1B H1B . 1.0 ?
C2B C3B . 1.524(3) ?
C2B H2B1 . 0.99 ?
C2B H2B2 . 0.99 ?
C3B C4B . 1.524(2) ?
C3B H3B1 . 0.99 ?
C3B H3B2 . 0.99 ?
C4B C5B . 1.528(3) ?
C4B H4B1 . 0.99 ?
C4B H4B2 . 0.99 ?
C5B C6B . 1.526(3) ?
C5B H5B1 . 0.99 ?
C5B H5B2 . 0.99 ?
C6B C7B . 1.526(3) ?
C6B H6B . 1.0 ?
C7B C8B . 1.523(6) ?
C7B H7B1 . 0.99 ?
C7B H7B2 . 0.99 ?
C8B C9B . 1.533(5) ?
C8B H8B1 . 0.99 ?
C8B H8B2 . 0.99 ?
C9B C10B . 1.532(3) ?
C9B H9B1 . 0.99 ?
C9B H9B2 . 0.99 ?
C10B H10C . 0.99 ?
C10B H10D . 0.99 ?
C1D C10D . 1.50(2) ?
C1D C2D . 1.55(2) ?
C1D C6D . 1.556(19) ?
C1D H1D . 1.0 ?
C2D C3D . 1.46(3) ?
C2D H2D1 . 0.99 ?
C2D H2D2 . 0.99 ?
C3D C4D . 1.57(2) ?
C3D H3D1 . 0.99 ?
C3D H3D2 . 0.99 ?
C4D C5D . 1.51(2) ?
C4D H4D1 . 0.99 ?
C4D H4D2 . 0.99 ?
C5D C6D . 1.49(2) ?
C5D H5D1 . 0.99 ?
C5D H5D2 . 0.99 ?
C6D C7D . 1.57(2) ?
C6D H6D . 1.0 ?
C7D C8D . 1.08(4) ?
C7D H7D1 . 0.99 ?
C7D H7D2 . 0.99 ?
C8D C9D . 1.68(3) ?
C8D H8D1 . 0.99 ?
C8D H8D2 . 0.99 ?
C9D C10D . 1.42(2) ?
C9D H9D1 . 0.99 ?
C9D H9D2 . 0.99 ?
C10D H10G . 0.99 ?
C10D H10H . 0.99 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C10A C1A C2A C3A . . . . -179.16(15) ?
C6A C1A C2A C3A . . . . 55.36(19) ?
C1A C2A C3A C4A . . . . -56.2(2) ?
C2A C3A C4A C5A . . . . 55.5(3) ?
C3A C4A C5A C6A . . . . -54.7(3) ?
C4A C5A C6A C7A . . . . -72.8(2) ?
C4A C5A C6A C1A . . . . 53.1(2) ?
C2A C1A C6A C7A . . . . 73.64(19) ?
C10A C1A C6A C7A . . . . -53.0(2) ?
C2A C1A C6A C5A . . . . -53.22(18) ?
C10A C1A C6A C5A . . . . -179.87(15) ?
C5A C6A C7A C8A . . . . -176.93(18) ?
C1A C6A C7A C8A . . . . 57.6(2) ?
C6A C7A C8A C9A . . . . -60.7(3) ?
C7A C8A C9A C10A . . . . 58.5(4) ?
C2A C1A C10A C9A . . . . -73.2(2) ?
C6A C1A C10A C9A . . . . 53.0(2) ?
C8A C9A C10A C1A . . . . -55.3(3) ?
C10C C1C C2C C3C . . . . -67.(2) ?
C6C C1C C2C C3C . . . . 54.4(19) ?
C1C C2C C3C C4C . . . . -56.(2) ?
C2C C3C C4C C5C . . . . 56.(2) ?
C3C C4C C5C C6C . . . . -60.9(19) ?
C4C C5C C6C C7C . . . . -179.4(14) ?
C4C C5C C6C C1C . . . . 60.1(17) ?
C10C C1C C6C C5C . . . . 68.8(16) ?
C2C C1C C6C C5C . . . . -53.0(16) ?
C10C C1C C6C C7C . . . . -53.3(16) ?
C2C C1C C6C C7C . . . . -175.1(14) ?
C5C C6C C7C C8C . . . . -108.(2) ?
C1C C6C C7C C8C . . . . 14.(2) ?
C6C C7C C8C C9C . . . . 14.(3) ?
C7C C8C C9C C10C . . . . -3.(3) ?
C8C C9C C10C C1C . . . . -37.(2) ?
C2C C1C C10C C9C . . . . -176.3(14) ?
C6C C1C C10C C9C . . . . 65.1(17) ?
C10B C1B C2B C3B . . . . -178.98(15) ?
C6B C1B C2B C3B . . . . 55.32(18) ?
C1B C2B C3B C4B . . . . -56.2(2) ?
C2B C3B C4B C5B . . . . 55.2(3) ?
C3B C4B C5B C6B . . . . -54.2(3) ?
C4B C5B C6B C7B . . . . -73.4(2) ?
C4B C5B C6B C1B . . . . 52.9(2) ?
C10B C1B C6B C5B . . . . -179.91(15) ?
C2B C1B C6B C5B . . . . -53.12(17) ?
C10B C1B C6B C7B . . . . -52.91(19) ?
C2B C1B C6B C7B . . . . 73.88(18) ?
C5B C6B C7B C8B . . . . -177.2(2) ?
C1B C6B C7B C8B . . . . 57.0(3) ?
C6B C7B C8B C9B . . . . -60.6(4) ?
C7B C8B C9B C10B . . . . 58.9(4) ?
C2B C1B C10B C9B . . . . -73.4(2) ?
C6B C1B C10B C9B . . . . 52.8(2) ?
C8B C9B C10B C1B . . . . -55.2(4) ?
C10D C1D C2D C3D . . . . -66.(2) ?
C6D C1D C2D C3D . . . . 55.(2) ?
C1D C2D C3D C4D . . . . -57.(2) ?
C2D C3D C4D C5D . . . . 57.(2) ?
C3D C4D C5D C6D . . . . -62.5(18) ?
C4D C5D C6D C1D . . . . 62.3(16) ?
C4D C5D C6D C7D . . . . -179.5(13) ?
C10D C1D C6D C5D . . . . 66.9(16) ?
C2D C1D C6D C5D . . . . -54.7(16) ?
C10D C1D C6D C7D . . . . -53.3(15) ?
C2D C1D C6D C7D . . . . -174.9(13) ?
C5D C6D C7D C8D . . . . -103.(3) ?
C1D C6D C7D C8D . . . . 17.(3) ?
C6D C7D C8D C9D . . . . 9.(4) ?
C7D C8D C9D C10D . . . . 1.(4) ?
C8D C9D C10D C1D . . . . -37.(2) ?
C2D C1D C10D C9D . . . . -177.3(14) ?
C6D C1D C10D C9D . . . . 63.6(16) ?
