#------------------------------------------------------------------------------
#$Date: 2024-07-05 18:26:26 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292959 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/84/7248457.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_7248457
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 (LT 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.	2024-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                113.553(3)
_cell_angle_beta                 90.215(3)
_cell_angle_gamma                112.692(3)
_cell_formula_units_Z            4
_cell_length_a                   8.2635(9)
_cell_length_b                   10.5367(9)
_cell_length_c                   11.9622(12)
_cell_measurement_reflns_used    5854
_cell_measurement_temperature    110.(2)
_cell_measurement_theta_max      25.3494
_cell_measurement_theta_min      2.7197
_cell_volume                     865.38(15)
_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      110.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'π scans'
_diffrn_radiation_monochromator  TRIUMPH
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10046
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.27
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    0.058
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.061
_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         0.182
_refine_diff_density_min         -0.175
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2787
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0423
_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)+(0.0372P)²+0.3279P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0965
_refine_ls_wR_factor_ref         0.1025
_reflns_number_gt                2486
_reflns_number_total             2787
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce01117h2.cif
_cod_data_source_block           c_Dec_k180K_110K_hu_aP
_cod_depositor_comments
'Adding full bibliography for 7248441--7248493.cif.'
_cod_database_code               7248457
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 0.7496(3) 0.1999(2) 0.56184(17) 0.0225(4) Uani d . . . 1 . .
H H1A 0.6423 0.1301 0.58 0.027 Uiso calc U . R 1 . .
C C2A 0.7709(3) 0.3632(2) 0.64103(18) 0.0256(5) Uani d . . . 1 . .
H H2A1 0.7871 0.3849 0.7298 0.031 Uiso calc U . R 1 . .
H H2A2 0.8792 0.4362 0.6282 0.031 Uiso calc U . R 1 . .
C C3A 0.6086(3) 0.3869(3) 0.60811(19) 0.0325(5) Uani d . . . 1 . .
H H3A1 0.5023 0.3215 0.6289 0.039 Uiso calc U . R 1 . .
H H3A2 0.6299 0.4946 0.6581 0.039 Uiso calc U . R 1 . .
C C4A 0.5728(3) 0.3476(3) 0.47015(18) 0.0328(5) Uani d . . . 1 . .
H H4A1 0.6727 0.4213 0.4515 0.039 Uiso calc U . R 1 . .
H H4A2 0.4622 0.3564 0.4504 0.039 Uiso calc U . R 1 . .
C C5A 0.5527(3) 0.1855(3) 0.38950(18) 0.0266(5) Uani d . . . 1 . .
H H5A1 0.54 0.1669 0.3013 0.032 Uiso calc U . R 1 . .
H H5A2 0.442 0.1117 0.3993 0.032 Uiso calc U . R 1 . .
C C6A 0.7114(3) 0.1558(2) 0.42173(17) 0.0230(4) Uani d . . . 1 . .
H H6A 0.6763 0.0435 0.3762 0.028 Uiso calc U . R 1 . .
C C7A 0.8792(3) 0.2365(3) 0.37989(18) 0.0323(5) Uani d . . . 1 . .
H H7A1 0.9144 0.348 0.4207 0.039 Uiso calc U . R 1 . .
H H7A2 0.8531 0.2016 0.2891 0.039 Uiso calc U . R 1 . .
C C8A 1.0338(3) 0.2037(3) 0.4120(2) 0.0436(6) Uani d . . . 1 . .
H H8A1 1.1417 0.2614 0.3872 0.052 Uiso calc U . R 1 . .
H H8A2 1.0031 0.0935 0.3647 0.052 Uiso calc U . R 1 . .
C C9A 1.0739(3) 0.2489(3) 0.5510(2) 0.0407(6) Uani d . . . 1 . .
H H9A1 1.1689 0.2201 0.5679 0.049 Uiso calc U . R 1 . .
H H9A2 1.1178 0.361 0.5981 0.049 Uiso calc U . R 1 . .
C C10A 0.9086(3) 0.1704(3) 0.59368(18) 0.0314(5) Uani d . . . 1 . .
H H10A 0.9362 0.2069 0.6846 0.038 Uiso calc U . R 1 . .
H H10B 0.8745 0.059 0.5542 0.038 Uiso calc U . R 1 . .
C C1B 0.5427(3) 0.8012(2) 0.93673(17) 0.0214(4) Uani d . . . 1 . .
H H1B 0.4945 0.8682 0.9226 0.026 Uiso calc U . R 1 . .
C C2B 0.4100(3) 0.6354(2) 0.85705(17) 0.0241(5) Uani d . . . 1 . .
H H2B1 0.3968 0.6159 0.7687 0.029 Uiso calc U . R 1 . .
H H2B2 0.4567 0.5656 0.8659 0.029 Uiso calc U . R 1 . .
C C3B 0.2287(3) 0.6029(3) 0.89573(18) 0.0301(5) Uani d . . . 1 . .
H H3B1 0.1471 0.494 0.8457 0.036 Uiso calc U . R 1 . .
H H3B2 0.1769 0.6657 0.8794 0.036 Uiso calc U . R 1 . .
C C4B 0.2455(3) 0.6391(2) 1.03368(17) 0.0289(5) Uani d . . . 1 . .
H H4B1 0.1272 0.6224 1.0578 0.035 Uiso calc U . R 1 . .
H H4B2 0.2858 0.569 1.0484 0.035 Uiso calc U . R 1 . .
C C5B 0.3785(3) 0.8043(2) 1.11389(18) 0.0266(5) Uani d . . . 1 . .
H H5B1 0.3307 0.8741 1.1064 0.032 Uiso calc U . R 1 . .
H H5B2 0.3917 0.8223 1.2019 0.032 Uiso calc U . R 1 . .
C C6B 0.5604(3) 0.8411(2) 1.07672(17) 0.0218(4) Uani d . . . 1 . .
H H6B 0.631 0.9542 1.1226 0.026 Uiso calc U . R 1 . .
C C7B 0.6667(3) 0.7663(3) 1.11312(18) 0.0267(5) Uani d . . . 1 . .
H H7B1 0.682 0.7998 1.204 0.032 Uiso calc U . R 1 . .
H H7B2 0.5979 0.6539 1.0722 0.032 Uiso calc U . R 1 . .
C C8B 0.8486(3) 0.8076(3) 1.0763(2) 0.0324(5) Uani d . . . 1 . .
H H8B1 0.9094 0.7532 1.0971 0.039 Uiso calc U . R 1 . .
H H8B2 0.9223 0.9187 1.1238 0.039 Uiso calc U . R 1 . .
C C9B 0.8315(3) 0.7649(3) 0.93728(18) 0.0300(5) Uani d . . . 1 . .
H H9B1 0.7706 0.6524 0.8898 0.036 Uiso calc U . R 1 . .
H H9B2 0.952 0.7999 0.9167 0.036 Uiso calc U . R 1 . .
C C10B 0.7254(3) 0.8376(3) 0.89932(18) 0.0266(5) Uani d . . . 1 . .
H H10C 0.7956 0.9498 0.938 0.032 Uiso calc U . R 1 . .
H H10D 0.7093 0.8014 0.8081 0.032 Uiso calc U . R 1 . .
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 . . 113.52(18) ?
C2A C1A C6A . . 111.56(16) ?
C10A C1A C6A . . 110.66(16) ?
C2A C1A H1A . . 106.9 ?
C10A C1A H1A . . 106.9 ?
C6A C1A H1A . . 106.9 ?
C3A C2A C1A . . 111.85(18) ?
C3A C2A H2A1 . . 109.2 ?
C1A C2A H2A1 . . 109.2 ?
C3A C2A H2A2 . . 109.2 ?
C1A C2A H2A2 . . 109.2 ?
H2A1 C2A H2A2 . . 107.9 ?
C4A C3A C2A . . 111.24(17) ?
C4A C3A H3A1 . . 109.4 ?
C2A C3A H3A1 . . 109.4 ?
C4A C3A H3A2 . . 109.4 ?
C2A C3A H3A2 . . 109.4 ?
H3A1 C3A H3A2 . . 108.0 ?
C3A C4A C5A . . 110.99(17) ?
C3A C4A H4A1 . . 109.4 ?
C5A C4A H4A1 . . 109.4 ?
C3A C4A H4A2 . . 109.4 ?
C5A C4A H4A2 . . 109.4 ?
H4A1 C4A H4A2 . . 108.0 ?
C4A C5A C6A . . 113.42(18) ?
C4A C5A H5A1 . . 108.9 ?
C6A C5A H5A1 . . 108.9 ?
C4A C5A H5A2 . . 108.9 ?
C6A C5A H5A2 . . 108.9 ?
H5A1 C5A H5A2 . . 107.7 ?
C7A C6A C5A . . 112.59(17) ?
C7A C6A C1A . . 110.95(16) ?
C5A C6A C1A . . 110.85(16) ?
C7A C6A H6A . . 107.4 ?
C5A C6A H6A . . 107.4 ?
C1A C6A H6A . . 107.4 ?
C6A C7A C8A . . 111.39(19) ?
C6A C7A H7A1 . . 109.3 ?
C8A C7A H7A1 . . 109.3 ?
C6A C7A H7A2 . . 109.3 ?
C8A C7A H7A2 . . 109.3 ?
H7A1 C7A H7A2 . . 108.0 ?
C7A C8A C9A . . 111.47(18) ?
C7A C8A H8A1 . . 109.3 ?
C9A C8A H8A1 . . 109.3 ?
C7A C8A H8A2 . . 109.3 ?
C9A C8A H8A2 . . 109.3 ?
H8A1 C8A H8A2 . . 108.0 ?
C10A C9A C8A . . 110.73(17) ?
C10A C9A H9A1 . . 109.5 ?
C8A C9A H9A1 . . 109.5 ?
C10A C9A H9A2 . . 109.5 ?
C8A C9A H9A2 . . 109.5 ?
H9A1 C9A H9A2 . . 108.1 ?
C9A C10A C1A . . 112.75(17) ?
C9A C10A H10A . . 109.0 ?
C1A C10A H10A . . 109.0 ?
C9A C10A H10B . . 109.0 ?
C1A C10A H10B . . 109.0 ?
H10A C10A H10B . . 107.8 ?
C10B C1B C2B . . 112.23(17) ?
C10B C1B C6B . . 110.52(15) ?
C2B C1B C6B . . 111.76(16) ?
C10B C1B H1B . . 107.3 ?
C2B C1B H1B . . 107.3 ?
C6B C1B H1B . . 107.3 ?
C3B C2B C1B . . 111.00(17) ?
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 ?
C2B C3B C4B . . 110.85(17) ?
C2B C3B H3B1 . . 109.5 ?
C4B C3B H3B1 . . 109.5 ?
C2B C3B H3B2 . . 109.5 ?
C4B C3B H3B2 . . 109.5 ?
H3B1 C3B H3B2 . . 108.1 ?
C5B C4B C3B . . 111.10(16) ?
C5B C4B H4B1 . . 109.4 ?
C3B C4B H4B1 . . 109.4 ?
C5B C4B H4B2 . . 109.4 ?
C3B C4B H4B2 . . 109.4 ?
H4B1 C4B H4B2 . . 108.0 ?
C6B C5B C4B . . 112.36(17) ?
C6B C5B H5B1 . . 109.1 ?
C4B C5B H5B1 . . 109.1 ?
C6B C5B H5B2 . . 109.1 ?
C4B C5B H5B2 . . 109.1 ?
H5B1 C5B H5B2 . . 107.9 ?
C5B C6B C7B . . 113.61(16) ?
C5B C6B C1B . . 110.53(15) ?
C7B C6B C1B . . 111.49(16) ?
C5B C6B H6B . . 106.9 ?
C7B C6B H6B . . 106.9 ?
C1B C6B H6B . . 106.9 ?
C8B C7B C6B . . 112.06(17) ?
C8B C7B H7B1 . . 109.2 ?
C6B C7B H7B1 . . 109.2 ?
C8B C7B H7B2 . . 109.2 ?
C6B C7B H7B2 . . 109.2 ?
H7B1 C7B H7B2 . . 107.9 ?
C7B C8B C9B . . 110.95(17) ?
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 ?
C8B C9B C10B . . 111.10(17) ?
C8B C9B H9B1 . . 109.4 ?
C10B C9B H9B1 . . 109.4 ?
C8B C9B H9B2 . . 109.4 ?
C10B C9B H9B2 . . 109.4 ?
H9B1 C9B H9B2 . . 108.0 ?
C1B C10B C9B . . 113.55(16) ?
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 ?
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 . 1.534(3) ?
C1A C10A . 1.541(3) ?
C1A C6A . 1.545(3) ?
C1A H1A . 1.0 ?
C2A C3A . 1.532(3) ?
C2A H2A1 . 0.99 ?
C2A H2A2 . 0.99 ?
C3A C4A . 1.529(3) ?
C3A H3A1 . 0.99 ?
C3A H3A2 . 0.99 ?
C4A C5A . 1.530(3) ?
C4A H4A1 . 0.99 ?
C4A H4A2 . 0.99 ?
C5A C6A . 1.541(3) ?
C5A H5A1 . 0.99 ?
C5A H5A2 . 0.99 ?
C6A C7A . 1.527(3) ?
C6A H6A . 1.0 ?
C7A C8A . 1.530(3) ?
C7A H7A1 . 0.99 ?
C7A H7A2 . 0.99 ?
C8A C9A . 1.531(3) ?
C8A H8A1 . 0.99 ?
C8A H8A2 . 0.99 ?
C9A C10A . 1.510(3) ?
C9A H9A1 . 0.99 ?
C9A H9A2 . 0.99 ?
C10A H10A . 0.99 ?
C10A H10B . 0.99 ?
C1B C10B . 1.524(3) ?
C1B C2B . 1.532(3) ?
C1B C6B . 1.546(2) ?
C1B H1B . 1.0 ?
C2B C3B . 1.520(3) ?
C2B H2B1 . 0.99 ?
C2B H2B2 . 0.99 ?
C3B C4B . 1.530(3) ?
C3B H3B1 . 0.99 ?
C3B H3B2 . 0.99 ?
C4B C5B . 1.530(3) ?
C4B H4B1 . 0.99 ?
C4B H4B2 . 0.99 ?
C5B C6B . 1.517(3) ?
C5B H5B1 . 0.99 ?
C5B H5B2 . 0.99 ?
C6B C7B . 1.545(3) ?
C6B H6B . 1.0 ?
C7B C8B . 1.515(3) ?
C7B H7B1 . 0.99 ?
C7B H7B2 . 0.99 ?
C8B C9B . 1.529(3) ?
C8B H8B1 . 0.99 ?
C8B H8B2 . 0.99 ?
C9B C10B . 1.535(3) ?
C9B H9B1 . 0.99 ?
C9B H9B2 . 0.99 ?
C10B H10C . 0.99 ?
C10B H10D . 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 . . . . -178.95(16) ?
C6A C1A C2A C3A . . . . 55.2(2) ?
C1A C2A C3A C4A . . . . -56.3(2) ?
C2A C3A C4A C5A . . . . 54.9(3) ?
C3A C4A C5A C6A . . . . -53.8(2) ?
C4A C5A C6A C7A . . . . -72.5(2) ?
C4A C5A C6A C1A . . . . 52.5(2) ?
C2A C1A C6A C7A . . . . 73.4(2) ?
C10A C1A C6A C7A . . . . -54.0(2) ?
C2A C1A C6A C5A . . . . -52.4(2) ?
C10A C1A C6A C5A . . . . -179.87(18) ?
C5A C6A C7A C8A . . . . -179.47(19) ?
C1A C6A C7A C8A . . . . 55.6(2) ?
C6A C7A C8A C9A . . . . -56.4(3) ?
C7A C8A C9A C10A . . . . 55.5(3) ?
C8A C9A C10A C1A . . . . -54.9(3) ?
C2A C1A C10A C9A . . . . -71.9(2) ?
C6A C1A C10A C9A . . . . 54.4(2) ?
C10B C1B C2B C3B . . . . -179.47(16) ?
C6B C1B C2B C3B . . . . 55.7(2) ?
C1B C2B C3B C4B . . . . -56.4(2) ?
C2B C3B C4B C5B . . . . 56.1(2) ?
C3B C4B C5B C6B . . . . -55.5(2) ?
C4B C5B C6B C7B . . . . -72.2(2) ?
C4B C5B C6B C1B . . . . 54.0(2) ?
C10B C1B C6B C5B . . . . -179.81(17) ?
C2B C1B C6B C5B . . . . -54.0(2) ?
C10B C1B C6B C7B . . . . -52.4(2) ?
C2B C1B C6B C7B . . . . 73.3(2) ?
C5B C6B C7B C8B . . . . -179.12(19) ?
C1B C6B C7B C8B . . . . 55.2(2) ?
C6B C7B C8B C9B . . . . -56.1(2) ?
C7B C8B C9B C10B . . . . 54.9(3) ?
C2B C1B C10B C9B . . . . -72.6(2) ?
C6B C1B C10B C9B . . . . 52.9(2) ?
C8B C9B C10B C1B . . . . -54.4(2) ?
