#------------------------------------------------------------------------------
#$Date: 2024-07-05 18:26:26 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292959 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/84/7248468.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_7248468
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                113.534(2)
_cell_angle_beta                 90.179(3)
_cell_angle_gamma                112.733(3)
_cell_formula_units_Z            4
_cell_length_a                   8.2699(7)
_cell_length_b                   10.5607(7)
_cell_length_c                   11.9762(10)
_cell_measurement_reflns_used    5696
_cell_measurement_temperature    130.(2)
_cell_measurement_theta_max      25.3339
_cell_measurement_theta_min      2.7181
_cell_volume                     869.00(12)
_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      130.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_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  0.0214
_diffrn_reflns_av_unetI/netI     0.0146
_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            10418
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.32
_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    1.057
_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         0.168
_refine_diff_density_min         -0.160
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2849
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0409
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0360P)²+0.3037P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0937
_refine_ls_wR_factor_ref         0.1004
_reflns_number_gt                2522
_reflns_number_total             2849
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce01117h2.cif
_cod_data_source_block           c_Dec_k180K_130K_hu_aP
_cod_depositor_comments
'Adding full bibliography for 7248441--7248493.cif.'
_cod_database_code               7248468
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 0.7487(3) 0.2004(2) 0.56215(18) 0.0265(5) Uani d . . . 1 . .
H H1A 0.6406 0.131 0.5799 0.032 Uiso calc U . R 1 . .
C C2A 0.7708(3) 0.3633(2) 0.64129(18) 0.0294(5) Uani d . . . 1 . .
H H2A1 0.7855 0.3844 0.7299 0.035 Uiso calc U . R 1 . .
H H2A2 0.88 0.436 0.6292 0.035 Uiso calc U . R 1 . .
C C3A 0.6102(3) 0.3876(3) 0.60756(19) 0.0375(5) Uani d . . . 1 . .
H H3A1 0.503 0.3226 0.6278 0.045 Uiso calc U . R 1 . .
H H3A2 0.632 0.4952 0.6574 0.045 Uiso calc U . R 1 . .
C C4A 0.5765(3) 0.3488(2) 0.46983(19) 0.0380(5) Uani d . . . 1 . .
H H4A1 0.4672 0.3587 0.4495 0.046 Uiso calc U . R 1 . .
H H4A2 0.6777 0.4218 0.4516 0.046 Uiso calc U . R 1 . .
C C5A 0.5548(3) 0.1867(3) 0.38951(19) 0.0317(5) Uani d . . . 1 . .
H H5A1 0.5428 0.1681 0.3014 0.038 Uiso calc U . R 1 . .
H H5A2 0.4435 0.1136 0.3993 0.038 Uiso calc U . R 1 . .
C C6A 0.7116(3) 0.1565(2) 0.42221(17) 0.0262(4) Uani d . . . 1 . .
H H6A 0.6755 0.0443 0.377 0.031 Uiso calc U . R 1 . .
C C7A 0.8810(3) 0.2354(3) 0.38094(19) 0.0366(5) Uani d . . . 1 . .
H H7A1 0.8559 0.2006 0.2902 0.044 Uiso calc U . R 1 . .
H H7A2 0.9174 0.3469 0.4214 0.044 Uiso calc U . R 1 . .
C C8A 1.0334(3) 0.2020(3) 0.4136(2) 0.0511(7) Uani d . . . 1 . .
H H8A1 1.1421 0.2591 0.3892 0.061 Uiso calc U . R 1 . .
H H8A2 1.0022 0.0919 0.3663 0.061 Uiso calc U . R 1 . .
C C9A 1.0719(3) 0.2467(3) 0.5522(2) 0.0466(6) Uani d . . . 1 . .
H H9A1 1.1655 0.2168 0.5695 0.056 Uiso calc U . R 1 . .
H H9A2 1.1172 0.3586 0.5991 0.056 Uiso calc U . R 1 . .
C C10A 0.9057(3) 0.1700(3) 0.59483(19) 0.0359(5) Uani d . . . 1 . .
H H10A 0.9326 0.2069 0.6858 0.043 Uiso calc U . R 1 . .
H H10B 0.8704 0.0587 0.556 0.043 Uiso calc U . R 1 . .
C C1B 0.5434(3) 0.8011(2) 0.93674(17) 0.0235(4) Uani d . . . 1 . .
H H1B 0.4964 0.8684 0.9221 0.028 Uiso calc U . R 1 . .
C C2B 0.4098(3) 0.6358(2) 0.85757(17) 0.0276(5) Uani d . . . 1 . .
H H2B1 0.3976 0.6158 0.7692 0.033 Uiso calc U . R 1 . .
H H2B2 0.4553 0.566 0.8672 0.033 Uiso calc U . R 1 . .
C C3B 0.2280(3) 0.6043(3) 0.89539(18) 0.0356(5) Uani d . . . 1 . .
H H3B1 0.1461 0.4958 0.8456 0.043 Uiso calc U . R 1 . .
H H3B2 0.1773 0.6672 0.8784 0.043 Uiso calc U . R 1 . .
C C4B 0.2432(3) 0.6409(2) 1.03313(17) 0.0348(5) Uani d . . . 1 . .
H H4B1 0.282 0.5706 1.0485 0.042 Uiso calc U . R 1 . .
H H4B2 0.1248 0.6252 1.0567 0.042 Uiso calc U . R 1 . .
C C5B 0.3770(3) 0.8056(2) 1.11306(18) 0.0309(5) Uani d . . . 1 . .
H H5B1 0.3305 0.8756 1.1051 0.037 Uiso calc U . R 1 . .
H H5B2 0.3894 0.8237 1.201 0.037 Uiso calc U . R 1 . .
C C6B 0.5600(3) 0.8413(2) 1.07633(17) 0.0246(4) Uani d . . . 1 . .
H H6B 0.6313 0.9541 1.122 0.03 Uiso calc U . R 1 . .
C C7B 0.6636(3) 0.7661(3) 1.11381(18) 0.0320(5) Uani d . . . 1 . .
H H7B1 0.678 0.7998 1.2046 0.038 Uiso calc U . R 1 . .
H H7B2 0.5942 0.6541 1.073 0.038 Uiso calc U . R 1 . .
C C8B 0.8464(3) 0.8068(3) 1.0775(2) 0.0392(6) Uani d . . . 1 . .
H H8B1 0.9065 0.7526 1.0992 0.047 Uiso calc U . R 1 . .
H H8B2 0.9203 0.9177 1.1246 0.047 Uiso calc U . R 1 . .
C C9B 0.8304(3) 0.7632(3) 0.93850(19) 0.0363(5) Uani d . . . 1 . .
H H9B1 0.7686 0.6509 0.8915 0.044 Uiso calc U . R 1 . .
H H9B2 0.9511 0.7972 0.9181 0.044 Uiso calc U . R 1 . .
C C10B 0.7265(3) 0.8362(2) 0.89996(18) 0.0313(5) Uani d . . . 1 . .
H H10C 0.7975 0.9481 0.9384 0.038 Uiso calc U . R 1 . .
H H10D 0.7111 0.7999 0.8089 0.038 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 . . 113.42(18) ?
C2A C1A C6A . . 111.75(16) ?
C10A C1A C6A . . 110.90(17) ?
C2A C1A H1A . . 106.8 ?
C10A C1A H1A . . 106.8 ?
C6A C1A H1A . . 106.8 ?
C3A C2A C1A . . 111.70(18) ?
C3A C2A H2A1 . . 109.3 ?
C1A C2A H2A1 . . 109.3 ?
C3A C2A H2A2 . . 109.3 ?
C1A C2A H2A2 . . 109.3 ?
H2A1 C2A H2A2 . . 107.9 ?
C4A C3A C2A . . 111.20(18) ?
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 ?
C5A C4A C3A . . 111.06(17) ?
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 . . 113.15(19) ?
C4A C5A H5A1 . . 108.9 ?
C6A C5A H5A1 . . 108.9 ?
C4A C5A H5A2 . . 108.9 ?
C6A C5A H5A2 . . 108.9 ?
H5A1 C5A H5A2 . . 107.8 ?
C7A C6A C5A . . 113.12(17) ?
C7A C6A C1A . . 110.74(16) ?
C5A C6A C1A . . 110.92(17) ?
C7A C6A H6A . . 107.2 ?
C5A C6A H6A . . 107.2 ?
C1A C6A H6A . . 107.2 ?
C8A C7A C6A . . 111.81(19) ?
C8A C7A H7A1 . . 109.3 ?
C6A C7A H7A1 . . 109.3 ?
C8A C7A H7A2 . . 109.3 ?
C6A C7A H7A2 . . 109.3 ?
H7A1 C7A H7A2 . . 107.9 ?
C7A C8A C9A . . 111.45(19) ?
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 . . 110.94(18) ?
C10A C9A H9A1 . . 109.5 ?
C8A C9A H9A1 . . 109.5 ?
C10A C9A H9A2 . . 109.5 ?
C8A C9A H9A2 . . 109.5 ?
H9A1 C9A H9A2 . . 108.0 ?
C9A C10A C1A . . 112.78(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 . . 112.30(17) ?
C10B C1B C6B . . 110.40(16) ?
C2B C1B C6B . . 111.65(15) ?
C10B C1B H1B . . 107.4 ?
C2B C1B H1B . . 107.4 ?
C6B C1B H1B . . 107.4 ?
C3B C2B C1B . . 111.18(18) ?
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 . . 110.83(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 ?
C3B C4B C5B . . 111.08(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 . . 112.44(18) ?
C6B C5B H5B1 . . 109.1 ?
C4B C5B H5B1 . . 109.1 ?
C6B C5B H5B2 . . 109.1 ?
C4B C5B H5B2 . . 109.1 ?
H5B1 C5B H5B2 . . 107.8 ?
C5B C6B C7B . . 113.35(16) ?
C5B C6B C1B . . 110.44(16) ?
C7B C6B C1B . . 111.76(16) ?
C5B C6B H6B . . 107.0 ?
C7B C6B H6B . . 107.0 ?
C1B C6B H6B . . 107.0 ?
C8B C7B C6B . . 111.69(16) ?
C8B C7B H7B1 . . 109.3 ?
C6B C7B H7B1 . . 109.3 ?
C8B C7B H7B2 . . 109.3 ?
C6B C7B H7B2 . . 109.3 ?
H7B1 C7B H7B2 . . 107.9 ?
C7B C8B C9B . . 110.93(18) ?
C7B C8B H8B1 . . 109.5 ?
C9B C8B H8B1 . . 109.5 ?
C7B C8B H8B2 . . 109.5 ?
C9B C8B H8B2 . . 109.5 ?
H8B1 C8B H8B2 . . 108.0 ?
C8B C9B C10B . . 110.92(18) ?
C8B C9B H9B1 . . 109.5 ?
C10B C9B H9B1 . . 109.5 ?
C8B C9B H9B2 . . 109.5 ?
C10B C9B H9B2 . . 109.5 ?
H9B1 C9B H9B2 . . 108.0 ?
C1B C10B C9B . . 113.62(15) ?
C1B C10B H10C . . 108.8 ?
C9B C10B H10C . . 108.8 ?
C1B C10B H10D . . 108.8 ?
C9B C10B H10D . . 108.8 ?
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 . 1.531(3) ?
C1A C10A . 1.536(3) ?
C1A C6A . 1.544(3) ?
C1A H1A . 1.0 ?
C2A C3A . 1.528(3) ?
C2A H2A1 . 0.99 ?
C2A H2A2 . 0.99 ?
C3A C4A . 1.528(3) ?
C3A H3A1 . 0.99 ?
C3A H3A2 . 0.99 ?
C4A C5A . 1.528(3) ?
C4A H4A1 . 0.99 ?
C4A H4A2 . 0.99 ?
C5A C6A . 1.534(3) ?
C5A H5A1 . 0.99 ?
C5A H5A2 . 0.99 ?
C6A C7A . 1.528(3) ?
C6A H6A . 1.0 ?
C7A C8A . 1.522(4) ?
C7A H7A1 . 0.99 ?
C7A H7A2 . 0.99 ?
C8A C9A . 1.529(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 . 1.525(3) ?
C1B C2B . 1.532(3) ?
C1B C6B . 1.543(2) ?
C1B H1B . 1.0 ?
C2B C3B . 1.521(3) ?
C2B H2B1 . 0.99 ?
C2B H2B2 . 0.99 ?
C3B C4B . 1.529(3) ?
C3B H3B1 . 0.99 ?
C3B H3B2 . 0.99 ?
C4B C5B . 1.530(3) ?
C4B H4B1 . 0.99 ?
C4B H4B2 . 0.99 ?
C5B C6B . 1.523(3) ?
C5B H5B1 . 0.99 ?
C5B H5B2 . 0.99 ?
C6B C7B . 1.541(3) ?
C6B H6B . 1.0 ?
C7B C8B . 1.519(3) ?
C7B H7B1 . 0.99 ?
C7B H7B2 . 0.99 ?
C8B C9B . 1.530(3) ?
C8B H8B1 . 0.99 ?
C8B H8B2 . 0.99 ?
C9B C10B . 1.530(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 . . . . -178.85(16) ?
C6A C1A C2A C3A . . . . 54.9(2) ?
C1A C2A C3A C4A . . . . -56.2(2) ?
C2A C3A C4A C5A . . . . 55.2(3) ?
C3A C4A C5A C6A . . . . -54.2(3) ?
C4A C5A C6A C7A . . . . -72.5(2) ?
C4A C5A C6A C1A . . . . 52.6(2) ?
C2A C1A C6A C7A . . . . 74.0(2) ?
C10A C1A C6A C7A . . . . -53.6(2) ?
C2A C1A C6A C5A . . . . -52.4(2) ?
C10A C1A C6A C5A . . . . 179.95(17) ?
C5A C6A C7A C8A . . . . -179.42(19) ?
C1A C6A C7A C8A . . . . 55.3(2) ?
C6A C7A C8A C9A . . . . -56.2(3) ?
C7A C8A C9A C10A . . . . 55.1(3) ?
C8A C9A C10A C1A . . . . -54.6(3) ?
C2A C1A C10A C9A . . . . -72.6(2) ?
C6A C1A C10A C9A . . . . 54.1(2) ?
C10B C1B C2B C3B . . . . -179.45(15) ?
C6B C1B C2B C3B . . . . 55.9(2) ?
C1B C2B C3B C4B . . . . -56.5(2) ?
C2B C3B C4B C5B . . . . 55.9(2) ?
C3B C4B C5B C6B . . . . -55.3(2) ?
C4B C5B C6B C7B . . . . -72.3(2) ?
C4B C5B C6B C1B . . . . 54.0(2) ?
C10B C1B C6B C5B . . . . -179.74(17) ?
C2B C1B C6B C5B . . . . -54.1(2) ?
C10B C1B C6B C7B . . . . -52.6(2) ?
C2B C1B C6B C7B . . . . 73.1(2) ?
C5B C6B C7B C8B . . . . -179.0(2) ?
C1B C6B C7B C8B . . . . 55.4(2) ?
C6B C7B C8B C9B . . . . -56.3(3) ?
C7B C8B C9B C10B . . . . 55.2(3) ?
C2B C1B C10B C9B . . . . -72.4(2) ?
C6B C1B C10B C9B . . . . 52.9(2) ?
C8B C9B C10B C1B . . . . -54.5(2) ?
