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_7158481
_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         'C28 H42 O4 S Si'
_chemical_formula_sum            'C28 H42 O4 S Si'
_chemical_formula_weight         502.76
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-21
_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                90
_cell_angle_beta                 91.946(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.2736(9)
_cell_length_b                   19.217(2)
_cell_length_c                   19.825(2)
_cell_measurement_reflns_used    9903
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      26.45
_cell_measurement_theta_min      2.31
_cell_volume                     2769.5(5)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.971
_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  0.0942
_diffrn_reflns_av_unetI/netI     0.0627
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            57153
_diffrn_reflns_point_group_measured_fraction_full 0.943
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_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    0.191
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5112
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1674 before and 0.0991 after correction.
The Ratio of minimum to maximum transmission is 0.6858.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.217
_exptl_crystal_size_min          0.021
_refine_diff_density_max         0.685
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.106
_refine_ls_abs_structure_details
;
 Flack x determined using 3311 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     678
_refine_ls_number_reflns         9530
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0711
_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/[\s^2^(Fo^2^)+(0.1007P)^2^+3.0606P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1814
_refine_ls_wR_factor_ref         0.1919
_reflns_Friedel_coverage         0.879
_reflns_Friedel_fraction_full    0.913
_reflns_Friedel_fraction_max     0.910
_reflns_number_gt                8288
_reflns_number_total             9530
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ob02150h2.cif
_cod_data_source_block           32069501_0m
_cod_depositor_comments
'Adding full bibliography for 7158480--7158482.cif.'
_cod_original_cell_volume        2769.4(5)
_cod_database_code               7158481
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.946
_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. Restrained distances
 Si1C-C33C
 1.87 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C37B) = Uanis(C36B) = Uanis(C35B)
Uanis(C33C) = Uanis(C32C)
4. Others
 Sof(Si1C)=Sof(C32C)=Sof(H32D)=Sof(H32E)=Sof(H32F)=Sof(C33C)=Sof(H33D)=
 Sof(H33E)=Sof(H33F)=Sof(C34C)=Sof(C35C)=Sof(H35D)=Sof(H35E)=Sof(H35F)=
 Sof(C36C)=Sof(H36D)=Sof(H36E)=Sof(H36F)=Sof(C37C)=Sof(H37D)=Sof(H37E)=
 Sof(H37F)=1-FVAR(1)
 Sof(Si1B)=Sof(C32B)=Sof(H32A)=Sof(H32B)=Sof(H32C)=Sof(C33B)=Sof(H33A)=
 Sof(H33B)=Sof(H33C)=Sof(C34B)=Sof(C35B)=Sof(H35A)=Sof(H35B)=Sof(H35C)=
 Sof(C36B)=Sof(H36A)=Sof(H36B)=Sof(H36C)=Sof(C37B)=Sof(H37A)=Sof(H37B)=
 Sof(H37C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C8(H8), C14(H14), C17(H17), C20(H20), C8B(H8B), C14B(H14B), C17B(H17B),
 C20B(H20B)
5.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11C,H11D), C12(H12C,H12D), C15(H15C,H15D), C16(H16C,H16D),
 C9B(H9BA,H9BB), C11B(H11A,H11B), C12B(H12A,H12B), C15B(H15A,H15B), C16B(H16A,
 H16B)
5.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C24(H24), C26(H26), C27(H27), C28(H28), C29(H29), C31(H31),
 C23B(H23B), C24B(H24B), C26B(H26B), C27B(H27B), C28B(H28B), C29B(H29B),
 C31B(H31B)
5.d Idealised Me refined as rotating group:
 C18(H18D,H18E,H18F), C21(H21D,H21E,H21F), C32(H32G,H32H,H32I), C33(H33G,H33H,
 H33I), C35(H35G,H35H,H35I), C36(H36G,H36H,H36I), C37(H37G,H37H,H37I),
 C18B(H18A,H18B,H18C), C21B(H21A,H21B,H21C), C32B(H32A,H32B,H32C), C33B(H33A,
 H33B,H33C), C35B(H35A,H35B,H35C), C36B(H36A,H36B,H36C), C37B(H37A,H37B,H37C),
 C32C(H32D,H32E,H32F), C33C(H33D,H33E,H33F), C35C(H35D,H35E,H35F), C36C(H36D,
 H36E,H36F), C37C(H37D,H37E,H37F)
;
_shelx_res_checksum              74045
_olex2_submission_special_instructions 'No special instructions were received'