Stereoregular cyclic p-tolyl-siloxanes with alkyl, O- and N-containing groups as promising reagents for the synthesis of functionalized organosiloxanes
Kholodkov, Dmitry N.; Eremchuk, Kseniia I.; Soldatkin, Yuri V.; Volodin, Alexander D.; Korlyukov, Alexander A.; Anisimov, Anton A.; Novikov, Roman A.; Arzumanyan, Ashot V.; New Journal of Chemistry 45 (2021) 9805–9810; doi:10.1039/D1NJ01222C

data_7060612
_publ_section_title
;
 Stereoregular cyclic p-tolyl-siloxanes with alkyl, O- and N-containing
 groups as promising reagents for the synthesis of functionalized
 organosiloxanes
;
_journal_issue                   22
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              9805
_journal_page_last               9810
_journal_paper_doi               10.1039/D1NJ01222C
_journal_volume                  45
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C36 H56 O8 Si8'
_chemical_formula_sum            'C36 H56 O8 Si8'
_chemical_formula_weight         841.52
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-03-11
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-03-11 deposited with the CCDC.	2021-04-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.2751(14)
_cell_length_b                   22.028(2)
_cell_length_c                   41.384(7)
_cell_measurement_reflns_used    9966
_cell_measurement_temperature    120
_cell_measurement_theta_max      27.179
_cell_measurement_theta_min      2.208
_cell_volume                     9367(2)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1182
_diffrn_reflns_av_unetI/netI     0.1250
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       59
_diffrn_reflns_limit_l_min       -59
_diffrn_reflns_number            109584
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.672
_diffrn_reflns_theta_min         1.047
_diffrn_source                   'sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.272
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5624
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1302 before and 0.0489 after correction.
The Ratio of minimum to maximum transmission is 0.7538.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_description       block
_exptl_crystal_F_000             3584
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.697
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details
;
 Flack x determined using 6283 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     991
_refine_ls_number_reflns         28691
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.1305
_refine_ls_R_factor_gt           0.0831
_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^)+(0.0706P)^2^+8.1427P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1705
_refine_ls_wR_factor_ref         0.1890
_reflns_Friedel_coverage         0.839
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                19218
_reflns_number_total             28691
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1nj01222c2.cif
_cod_data_source_block           yr516
_cod_depositor_comments          'Adding full bibliography for 7060612.cif.'
_cod_database_code               7060612
_shelxl_version_number           2014/6
_shelx_estimated_absorpt_t_max   0.955
_shelx_estimated_absorpt_t_min   0.945
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All Si(H) groups, All Si(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 Si8B-C35B \\sim Si8C-C35C
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C36A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C35B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C35C) = Uanis(C35B)
4. Others
 Fixed Sof: H8A(0.85) H8BA(0.15) H7B(0.5) H7BA(0.5) C36(0.85) H36G(0.85)
 H36H(0.85) H36I(0.85) C34B(0.5) H34A(0.5) H34B(0.5) H34C(0.5) Si8B(0.5)
 H8B(0.5) Si8C(0.5) H8C(0.5) C34C(0.5) H34D(0.5) H34E(0.5) H34F(0.5) C35B(0.5)
 H35A(0.5) H35B(0.5) H35C(0.5) C35C(0.5) H35D(0.5) H35E(0.5) H35F(0.5)
 C36A(0.15) H36J(0.15) H36K(0.15) H36L(0.15) H36A(0.5) H36B(0.5) H36C(0.5)
 H36D(0.5) H36E(0.5) H36F(0.5)
5.a Ternary CH refined with riding coordinates:
 Si8(H8A), Si8(H8BA), Si6(H6), Si5B(H5B), Si6B(H6B), Si5(H5), Si7(H7),
 Si7B(H7B), Si7B(H7BA), Si8B(H8B), Si8C(H8C)
5.b Me refined with everything fixed:
 C35B(H35A,H35B,H35C), C35C(H35D,H35E,H35F)
5.c Me refined with riding coordinates:
 C36A(H36J,H36K,H36L)
5.d Aromatic/amide H refined with riding coordinates:
 C6(H6A), C13(H13), C26(H26), C2B(H2B), C12B(H12B), C13B(H13B), C27(H27),
 C6B(H6BA), C3B(H3B), C23B(H23B), C5B(H5BA), C24B(H24B), C20B(H20B), C16B(H16B),
  C10B(H10B), C20(H20), C9(H9), C10(H10), C2(H2), C3(H3), C19B(H19B), C5(H5A),
 C9B(H9B), C12(H12), C23(H23), C27B(H27B), C26B(H26B), C17B(H17B), C19(H19),
 C16(H16), C17(H17), C24(H24)
5.e Idealised Me refined as rotating group:
 C30B(H30A,H30B,H30C), C7(H7A,H7C,H7D), C35(H35G,H35H,H35I), C29B(H29A,H29B,
 H29C), C29(H29D,H29E,H29F), C21(H21D,H21E,H21F), C28(H28D,H28E,H28F),
 C21B(H21A,H21B,H21C), C14B(H14A,H14B,H14C), C14(H14D,H14E,H14F), C28B(H28A,
 H28B,H28C), C30(H30D,H30E,H30F), C31(H31D,H31E,H31F), C32(H32D,H32E,H32F),
 C32B(H32A,H32B,H32C), C33(H33D,H33E,H33F), C7B(H7BB,H7BC,H7BD), C33B(H33A,H33B,
 H33C), C31B(H31A,H31B,H31C), C36(H36G,H36H,H36I), C34B(H34A,H34B,H34C),
 C34(H34G,H34H,H34I), C34C(H34D,H34E,H34F), C36B(H36A,H36B,H36C), C36B(H36D,
 H36E,H36F)
;
_shelx_res_checksum              83780
_olex2_submission_special_instructions 'No special instructions were received'