On the mechanism of the dyotropic expansion of hydrindanes into decalins.
Santalla, Hugo; Nieto Faza, Olalla; Gómez, Generosa; Fall, Yagamare; López, Carlos Silva; Organic & biomolecular chemistry 20 (2022) 1073–1079; doi:10.1039/d1ob02150h

data_7158482
_publ_section_title
;
 On the mechanism of the dyotropic expansion of hydrindanes into decalins.
;
_journal_issue                   5
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1073
_journal_page_last               1079
_journal_paper_doi               10.1039/d1ob02150h
_journal_volume                  20
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C25 H42 O4 S Si'
_chemical_formula_sum            'C25 H42 O4 S Si'
_chemical_formula_weight         466.73
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-17
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2021-07-19 deposited with the CCDC.	2022-01-07 downloaded from the CCDC.
;
_cell_angle_alpha                93.903(4)
_cell_angle_beta                 95.575(4)
_cell_angle_gamma                90.203(4)
_cell_formula_units_Z            4
_cell_length_a                   9.9546(9)
_cell_length_b                   11.1380(11)
_cell_length_c                   24.037(2)
_cell_measurement_reflns_used    9444
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.54
_cell_volume                     2646.2(4)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II CMOS'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'Incoatec HeliosTM multilayer optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            197680
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.387
_diffrn_reflns_theta_min         2.056
_diffrn_source                   'Incoatec high brillance I\muS microsource'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6713
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1555 before and 0.0618 after correction.
The Ratio of minimum to maximum transmission is 0.9002.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.252
_exptl_crystal_size_mid          0.167
_exptl_crystal_size_min          0.057
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details
;
 Flack x determined using 11132 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.037(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1149
_refine_ls_number_reflns         25989
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0428
_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/[\s^2^(Fo^2^)+(0.0418P)^2^+1.4713P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1002
_reflns_Friedel_coverage         0.971
_reflns_Friedel_fraction_full    0.982
_reflns_Friedel_fraction_max     0.965
_reflns_number_gt                24963
_reflns_number_total             25989
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ob02150h2.cif
_cod_data_source_block           32068101_0m
_cod_depositor_comments
'Adding full bibliography for 7158480--7158482.cif.'
_cod_database_code               7158482
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.989
_shelx_estimated_absorpt_t_min   0.953
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C14(H14), C17(H17), C20(H20), C8A(H8A), C14A(H14A), C17A(H17A),
 C20A(H20A), C8B(H8B), C14B(H14B), C17B(H17B), C20B(H20B), C8C(H8C), C14C(H14C),
  C17C(H17C), C20C(H20C)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11A,H11B), C12(H12A,H12B), C15(H15A,H15B), C16(H16A,H16B),
 C9A(H9AA,H9AB), C11A(H11C,H11D), C12A(H12C,H12D), C15A(H15C,H15D), C16A(H16C,
 H16D), C9B(H9BA,H9BB), C11B(H11E,H11F), C12B(H12E,H12F), C15B(H15E,H15F),
 C16B(H16E,H16F), C9C(H9CA,H9CB), C11C(H11G,H11H), C12C(H12G,H12H), C15C(H15G,
 H15H), C16C(H16G,H16H)
2.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C24(H24), C26(H26), C27(H27), C23A(H23A), C24A(H24A), C26A(H26A),
 C27A(H27A), C23B(H23B), C24B(H24B), C26B(H26B), C27B(H27B), C23C(H23C),
 C24C(H24C), C26C(H26C), C27C(H27C)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C18(H18A,H18B,H18C), C28(H28A,H28B,H28C), C29(H29A,H29B,
 H29C), C30(H30A,H30B,H30C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,
 H34B,H34C), C18A(H18D,H18E,H18F), C21A(H21D,H21E,H21F), C28A(H28D,H28E,H28F),
 C29A(H29D,H29E,H29F), C30A(H30D,H30E,H30F), C32A(H32D,H32E,H32F), C33A(H33D,
 H33E,H33F), C34A(H34D,H34E,H34F), C18B(H18G,H18H,H18I), C21B(H21G,H21H,H21I),
 C28B(H28G,H28H,H28I), C29B(H29G,H29H,H29I), C30B(H30G,H30H,H30I), C32B(H32G,
 H32H,H32I), C33B(H33G,H33H,H33I), C34B(H34G,H34H,H34I), C18C(H18J,H18K,H18L),
 C21C(H21J,H21K,H21L), C28C(H28J,H28K,H28L), C29C(H29J,H29K,H29L), C30C(H30J,
 H30K,H30L), C32C(H32J,H32K,H32L), C33C(H33J,H33K,H33L), C34C(H34J,H34K,H34L)
;
_shelx_res_checksum              27206
_olex2_submission_special_instructions 'No special instructions were received'