#------------------------------------------------------------------------------
#$Date: 2024-07-05 18:26:26 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292959 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/84/7248469.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_7248469
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                113.5395(18)
_cell_angle_beta                 90.160(2)
_cell_angle_gamma                112.7466(18)
_cell_formula_units_Z            4
_cell_length_a                   8.2712(6)
_cell_length_b                   10.5654(5)
_cell_length_c                   11.9798(8)
_cell_measurement_reflns_used    5798
_cell_measurement_temperature    130.(2)
_cell_measurement_theta_max      25.3231
_cell_measurement_theta_min      2.7178
_cell_volume                     869.69(10)
_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 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'phi scans'
_diffrn_radiation_monochromator  TRIUMPH
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_unetI/netI     0.0141
_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            10485
_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    1.056
_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         0.187
_refine_diff_density_min         -0.151
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_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      1.059
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0406
_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)+(0.0366P)²+0.2826P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.1003
_reflns_number_gt                2524
_reflns_number_total             2849
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce01117h2.cif
_cod_data_source_block           c_Dec_k180K_130K_cd_aP
_cod_depositor_comments
'Adding full bibliography for 7248441--7248493.cif.'
_cod_database_code               7248469
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 0.7483(3) 0.2003(2) 0.56207(18) 0.0262(5) Uani d . . . 1 . .
H H1A 0.6401 0.131 0.5798 0.031 Uiso calc U . R 1 . .
C C2A 0.7706(3) 0.3631(2) 0.64107(18) 0.0292(5) Uani d . . . 1 . .
H H2A1 0.7853 0.3843 0.7297 0.035 Uiso calc U . R 1 . .
H H2A2 0.8798 0.4357 0.6289 0.035 Uiso calc U . R 1 . .
C C3A 0.6104(3) 0.3877(3) 0.60749(19) 0.0381(6) Uani d . . . 1 . .
H H3A1 0.6325 0.4954 0.6573 0.046 Uiso calc U . R 1 . .
H H3A2 0.5032 0.3229 0.6279 0.046 Uiso calc U . R 1 . .
C C4A 0.5766(3) 0.3488(2) 0.46989(19) 0.0384(5) Uani d . . . 1 . .
H H4A1 0.4672 0.3586 0.4496 0.046 Uiso calc U . R 1 . .
H H4A2 0.6777 0.4218 0.4516 0.046 Uiso calc U . R 1 . .
C C5A 0.5550(3) 0.1870(3) 0.3896(2) 0.0318(5) Uani d . . . 1 . .
H H5A1 0.5432 0.1686 0.3016 0.038 Uiso calc U . R 1 . .
H H5A2 0.4435 0.114 0.3993 0.038 Uiso calc U . R 1 . .
C C6A 0.7117(3) 0.1566(2) 0.42238(17) 0.0267(5) Uani d . . . 1 . .
H H6A 0.6754 0.0443 0.3773 0.032 Uiso calc U . R 1 . .
C C7A 0.8812(3) 0.2352(3) 0.38073(19) 0.0369(6) Uani d . . . 1 . .
H H7A1 0.8559 0.2 0.29 0.044 Uiso calc U . R 1 . .
H H7A2 0.9177 0.3466 0.4209 0.044 Uiso calc U . R 1 . .
C C8A 1.0332(3) 0.2017(3) 0.4135(2) 0.0514(7) Uani d . . . 1 . .
H H8A1 1.1419 0.2587 0.3891 0.062 Uiso calc U . R 1 . .
H H8A2 1.0018 0.0916 0.3663 0.062 Uiso calc U . R 1 . .
C C9A 1.0720(3) 0.2464(3) 0.5524(2) 0.0467(6) Uani d . . . 1 . .
H H9A1 1.1652 0.2162 0.5694 0.056 Uiso calc U . R 1 . .
H H9A2 1.1177 0.3584 0.5993 0.056 Uiso calc U . R 1 . .
C C10A 0.9053(3) 0.1699(3) 0.59482(19) 0.0362(5) Uani d . . . 1 . .
H H10A 0.9321 0.2067 0.6857 0.043 Uiso calc U . R 1 . .
H H10B 0.8699 0.0586 0.556 0.043 Uiso calc U . R 1 . .
C C1B 0.5435(3) 0.8010(2) 0.93673(17) 0.0235(4) Uani d . . . 1 . .
H H1B 0.4965 0.8682 0.922 0.028 Uiso calc U . R 1 . .
C C2B 0.4098(3) 0.6357(2) 0.85752(17) 0.0281(5) Uani d . . . 1 . .
H H2B1 0.3976 0.6157 0.7691 0.034 Uiso calc U . R 1 . .
H H2B2 0.4551 0.5658 0.8672 0.034 Uiso calc U . R 1 . .
C C3B 0.2281(3) 0.6046(3) 0.89543(18) 0.0361(5) Uani d . . . 1 . .
H H3B1 0.1461 0.4961 0.8456 0.043 Uiso calc U . R 1 . .
H H3B2 0.1777 0.6675 0.8784 0.043 Uiso calc U . R 1 . .
C C4B 0.2429(3) 0.6412(2) 1.03304(17) 0.0347(5) Uani d . . . 1 . .
H H4B1 0.2812 0.5708 1.0485 0.042 Uiso calc U . R 1 . .
H H4B2 0.1244 0.6257 1.0565 0.042 Uiso calc U . R 1 . .
C C5B 0.3770(3) 0.8058(2) 1.11305(19) 0.0308(5) Uani d . . . 1 . .
H H5B1 0.3307 0.876 1.1051 0.037 Uiso calc U . R 1 . .
H H5B2 0.3892 0.824 1.201 0.037 Uiso calc U . R 1 . .
C C6B 0.5596(3) 0.8412(2) 1.07642(17) 0.0248(4) Uani d . . . 1 . .
H H6B 0.6311 0.9539 1.1221 0.03 Uiso calc U . R 1 . .
C C7B 0.6632(3) 0.7660(3) 1.11374(18) 0.0326(5) Uani d . . . 1 . .
H H7B1 0.6777 0.7997 1.2045 0.039 Uiso calc U . R 1 . .
H H7B2 0.5938 0.654 1.0729 0.039 Uiso calc U . R 1 . .
C C8B 0.8460(3) 0.8067(3) 1.0774(2) 0.0391(6) Uani d . . . 1 . .
H H8B1 0.9062 0.7525 1.0991 0.047 Uiso calc U . R 1 . .
H H8B2 0.92 0.9175 1.1244 0.047 Uiso calc U . R 1 . .
C C9B 0.8300(3) 0.7630(3) 0.93864(19) 0.0368(5) Uani d . . . 1 . .
H H9B1 0.7681 0.6508 0.8918 0.044 Uiso calc U . R 1 . .
H H9B2 0.9508 0.7968 0.9182 0.044 Uiso calc U . R 1 . .
C C10B 0.7264(3) 0.8361(2) 0.89983(18) 0.0316(5) Uani d . . . 1 . .
H H10C 0.7975 0.9479 0.9381 0.038 Uiso calc U . R 1 . .
H H10D 0.711 0.7995 0.8088 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 . . 113.41(18) ?
C2A C1A C6A . . 111.75(16) ?
C10A C1A C6A . . 110.80(17) ?
C2A C1A H1A . . 106.8 ?
C10A C1A H1A . . 106.8 ?
C6A C1A H1A . . 106.8 ?
C3A C2A C1A . . 111.77(19) ?
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 ?
C2A C3A C4A . . 111.21(18) ?
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 . . 111.13(18) ?
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 . . 113.22(19) ?
C4A C5A H5A1 . . 108.9 ?
C6A C5A H5A1 . . 108.9 ?
C4A C5A H5A2 . . 108.9 ?
C6A C5A H5A2 . . 108.9 ?
H5A1 C5A H5A2 . . 107.7 ?
C7A C6A C5A . . 113.00(18) ?
C7A C6A C1A . . 110.99(17) ?
C5A C6A C1A . . 110.82(17) ?
C7A C6A H6A . . 107.2 ?
C5A C6A H6A . . 107.2 ?
C1A C6A H6A . . 107.2 ?
C8A C7A C6A . . 111.68(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 . . 111.7(2) ?
C7A C8A H8A1 . . 109.3 ?
C9A C8A H8A1 . . 109.3 ?
C7A C8A H8A2 . . 109.3 ?
C9A C8A H8A2 . . 109.3 ?
H8A1 C8A H8A2 . . 107.9 ?
C10A C9A C8A . . 110.76(18) ?
C10A C9A H9A1 . . 109.5 ?
C8A C9A H9A1 . . 109.5 ?
C10A C9A H9A2 . . 109.5 ?
C8A C9A H9A2 . . 109.5 ?
H9A1 C9A H9A2 . . 108.1 ?
C9A C10A C1A . . 112.91(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 . . 112.27(17) ?
C10B C1B C6B . . 110.58(16) ?
C2B C1B C6B . . 111.62(15) ?
C10B C1B H1B . . 107.4 ?
C2B C1B H1B . . 107.4 ?
C6B C1B H1B . . 107.4 ?
C3B C2B C1B . . 111.07(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 . . 110.96(18) ?
C2B C3B H3B1 . . 109.4 ?
C4B C3B H3B1 . . 109.4 ?
C2B C3B H3B2 . . 109.4 ?
C4B C3B H3B2 . . 109.4 ?
H3B1 C3B H3B2 . . 108.0 ?
C3B C4B C5B . . 111.07(17) ?
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 . . 112.43(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 . . 113.51(16) ?
C5B C6B C1B . . 110.53(16) ?
C7B C6B C1B . . 111.59(17) ?
C5B C6B H6B . . 106.9 ?
C7B C6B H6B . . 106.9 ?
C1B C6B H6B . . 106.9 ?
C8B C7B C6B . . 111.74(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 . . 110.90(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 . . 111.07(18) ?
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 . . 113.45(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 . 1.530(3) ?
C1A C10A . 1.538(3) ?
C1A C6A . 1.542(3) ?
C1A H1A . 1.0 ?
C2A C3A . 1.527(3) ?
C2A H2A1 . 0.99 ?
C2A H2A2 . 0.99 ?
C3A C4A . 1.527(3) ?
C3A H3A1 . 0.99 ?
C3A H3A2 . 0.99 ?
C4A C5A . 1.526(3) ?
C4A H4A1 . 0.99 ?
C4A H4A2 . 0.99 ?
C5A C6A . 1.536(3) ?
C5A H5A1 . 0.99 ?
C5A H5A2 . 0.99 ?
C6A C7A . 1.529(3) ?
C6A H6A . 1.0 ?
C7A C8A . 1.521(4) ?
C7A H7A1 . 0.99 ?
C7A H7A2 . 0.99 ?
C8A C9A . 1.531(3) ?
C8A H8A1 . 0.99 ?
C8A H8A2 . 0.99 ?
C9A C10A . 1.512(3) ?
C9A H9A1 . 0.99 ?
C9A H9A2 . 0.99 ?
C10A H10A . 0.99 ?
C10A H10B . 0.99 ?
C1B C10B . 1.524(3) ?
C1B C2B . 1.533(3) ?
C1B C6B . 1.545(2) ?
C1B H1B . 1.0 ?
C2B C3B . 1.521(3) ?
C2B H2B1 . 0.99 ?
C2B H2B2 . 0.99 ?
C3B C4B . 1.528(3) ?
C3B H3B1 . 0.99 ?
C3B H3B2 . 0.99 ?
C4B C5B . 1.531(3) ?
C4B H4B1 . 0.99 ?
C4B H4B2 . 0.99 ?
C5B C6B . 1.521(3) ?
C5B H5B1 . 0.99 ?
C5B H5B2 . 0.99 ?
C6B C7B . 1.541(3) ?
C6B H6B . 1.0 ?
C7B C8B . 1.520(3) ?
C7B H7B1 . 0.99 ?
C7B H7B2 . 0.99 ?
C8B C9B . 1.528(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 . . . . -178.86(16) ?
C6A C1A C2A C3A . . . . 55.0(2) ?
C1A C2A C3A C4A . . . . -56.1(2) ?
C2A C3A C4A C5A . . . . 55.0(3) ?
C3A C4A C5A C6A . . . . -54.0(3) ?
C4A C5A C6A C7A . . . . -72.8(2) ?
C4A C5A C6A C1A . . . . 52.5(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 . . . . -179.98(18) ?
C5A C6A C7A C8A . . . . -179.5(2) ?
C1A C6A C7A C8A . . . . 55.3(2) ?
C6A C7A C8A C9A . . . . -56.0(3) ?
C7A C8A C9A C10A . . . . 55.0(3) ?
C8A C9A C10A C1A . . . . -54.5(3) ?
C2A C1A C10A C9A . . . . -72.5(2) ?
C6A C1A C10A C9A . . . . 54.1(2) ?
C10B C1B C2B C3B . . . . -179.34(16) ?
C6B C1B C2B C3B . . . . 55.8(2) ?
C1B C2B C3B C4B . . . . -56.5(2) ?
C2B C3B C4B C5B . . . . 55.9(3) ?
C3B C4B C5B C6B . . . . -55.3(2) ?
C4B C5B C6B C7B . . . . -72.3(2) ?
C4B C5B C6B C1B . . . . 53.9(2) ?
C10B C1B C6B C5B . . . . -179.85(17) ?
C2B C1B C6B C5B . . . . -54.1(2) ?
C10B C1B C6B C7B . . . . -52.5(2) ?
C2B C1B C6B C7B . . . . 73.2(2) ?
C5B C6B C7B C8B . . . . -179.0(2) ?
C1B C6B C7B C8B . . . . 55.3(2) ?
C6B C7B C8B C9B . . . . -56.4(3) ?
C7B C8B C9B C10B . . . . 55.3(3) ?
C2B C1B C10B C9B . . . . -72.6(2) ?
C6B C1B C10B C9B . . . . 52.8(2) ?
C8B C9B C10B C1B . . . . -54.5(2) ?
