#------------------------------------------------------------------------------
#$Date: 2021-12-15 04:08:06 +0100 (Wed 15 de Dec de 2021) $
#$Revision: 271437 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/39/2243948.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2243948
loop_
_publ_author_name
'Schmidt, Annika'
'Krupp, Anna'
'Barth, Eva Rebecca'
'Strohmann, Carsten'
_publ_section_title
;
 Crystal structures and Hirshfeld surface analyses of
 bis(4,5-dihydrofuran-2-yl)dimethylsilane and
 (4,5-dihydrofuran-2-yl)(methyl)diphenylsilane
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2056989021012548
_journal_volume                  78
_journal_year                    2022
_chemical_formula_iupac          'C17 H18 O Si'
_chemical_formula_moiety         'C17 H18 O Si'
_chemical_formula_sum            'C17 H18 O Si'
_chemical_formula_weight         266.40
_chemical_name_systematic
;
(4,5-Dihydrofuran-2-yl)(methyl)diphenylsilane
;
_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   difmap
_atom_sites_solution_primary     iterative
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_cell_angle_alpha                102.219(2)
_cell_angle_beta                 90.613(2)
_cell_angle_gamma                110.280(2)
_cell_formula_units_Z            2
_cell_length_a                   8.7737(4)
_cell_length_b                   9.1715(4)
_cell_length_c                   9.8130(4)
_cell_measurement_reflns_used    8775
_cell_measurement_temperature    100
_cell_measurement_theta_max      36.28
_cell_measurement_theta_min      2.49
_cell_volume                     720.85(6)
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX2 (Bruker, 2018)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material
;OLEX2 (Dolomanov et al., 2009),
CrystalExplorer21 (Spackman et al., 2021),
publCIF (Westrip, 2010), Mercury (Macrae et al., 2020)
;
_computing_structure_refinement  'SHELXL2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker D8 VENTURE area detector'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20409
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.000
_diffrn_reflns_theta_min         2.789
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_correction_T_min  0.7127
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al., 2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_description       plate
_exptl_crystal_F_000             284
_exptl_crystal_size_max          0.511
_exptl_crystal_size_mid          0.188
_exptl_crystal_size_min          0.074
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.268
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment
H_atoms_treated_by_a_mixture_of_independent_and_constrained_refinement.
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         5826
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0398
_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)+(0.0391P)²+0.2951P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0964
_refine_ls_wR_factor_ref         0.1049
_reflns_number_gt                4937
_reflns_number_total             5826
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            vm2257sup1.cif
_cod_data_source_block           2
_cod_database_code               2243948
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.926
_shelx_estimated_absorpt_t_max   0.989
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si Si1 0.69854(3) 0.37535(3) 0.34297(3) 0.01325(7) Uani d 1 . .
O O1 0.92417(10) 0.22237(9) 0.28540(9) 0.02194(16) Uani d 1 . .
C C1 0.86366(11) 0.32897(11) 0.24356(10) 0.01447(16) Uani d 1 . .
C C2 0.93945(12) 0.38813(13) 0.13924(11) 0.01886(18) Uani d 1 . .
C C3 1.07424(14) 0.32450(15) 0.10108(13) 0.0250(2) Uani d 1 . .
H H3A 1.182(2) 0.410(2) 0.1241(18) 0.035(4) Uiso d 1 . .
H H3B 1.068(2) 0.282(2) 0.0052(19) 0.037(4) Uiso d 1 . .
C C4 1.04574(14) 0.20014(14) 0.19082(13) 0.0241(2) Uani d 1 . .
H H4A 1.003(2) 0.091(2) 0.1329(18) 0.037(4) Uiso d 1 . .
H H4B 1.143(2) 0.213(2) 0.2498(17) 0.034(4) Uiso d 1 . .
C C5 0.50711(11) 0.19477(11) 0.29840(10) 0.01461(16) Uani d 1 . .
C C6 0.44747(12) 0.11776(12) 0.15886(10) 0.01701(17) Uani d 1 . .
H H6 0.4976(18) 0.1611(17) 0.0857(15) 0.021(3) Uiso d 1 . .
C C7 0.31274(12) -0.02389(13) 0.12562(11) 0.01983(19) Uani d 1 . .
H H7 0.276(2) -0.0716(19) 0.0290(17) 0.030(4) Uiso d 1 . .
C C8 0.23486(13) -0.09184(13) 0.23187(13) 0.0221(2) Uani d 1 . .
H H8 0.1407(19) -0.1954(19) 0.2088(16) 0.028(4) Uiso d 1 . .
C C9 0.28960(13) -0.01617(13) 0.37054(12) 0.0235(2) Uani d 1 . .
H H9 0.232(2) -0.063(2) 0.4496(17) 0.034(4) Uiso d 1 . .
C C10 0.42448(12) 0.12571(13) 0.40346(11) 0.01958(18) Uani d 1 . .
H H10 0.4595(19) 0.1741(18) 0.5007(16) 0.025(4) Uiso d 1 . .
C C11 0.68003(11) 0.55198(11) 0.28740(10) 0.01557(16) Uani d 1 . .
C C12 0.54668(13) 0.54371(13) 0.20270(11) 0.01901(18) Uani d 1 . .
H H12 0.4588(18) 0.4466(18) 0.1690(15) 0.021(3) Uiso d 1 . .
C C13 0.53731(15) 0.67991(14) 0.16669(12) 0.0236(2) Uani d 1 . .
H H13 0.447(2) 0.6702(19) 0.1106(17) 0.029(4) Uiso d 1 . .
C C14 0.66219(15) 0.82626(14) 0.21337(12) 0.0239(2) Uani d 1 . .
H H14 0.6560(19) 0.9203(19) 0.1908(17) 0.029(4) Uiso d 1 . .
C C15 0.79733(14) 0.83698(13) 0.29579(13) 0.0234(2) Uani d 1 . .
C C16 0.80543(13) 0.70145(12) 0.33290(12) 0.02067(19) Uani d 1 . .
H H16 0.902(2) 0.7112(19) 0.3922(17) 0.029(4) Uiso d 1 . .
C C17 0.76169(14) 0.42855(14) 0.53383(11) 0.02152(19) Uani d 1 . .
H H17A 0.779(2) 0.341(2) 0.5607(19) 0.042(5) Uiso d 1 . .
H H17B 0.678(2) 0.459(2) 0.5845(19) 0.041(5) Uiso d 1 . .
H H15 0.886(2) 0.9381(19) 0.3294(16) 0.028(4) Uiso d 1 . .
H H17C 0.863(2) 0.524(2) 0.5574(19) 0.045(5) Uiso d 1 . .
H H2 0.9161(19) 0.4673(19) 0.1014(16) 0.028(4) Uiso d 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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
C5 Si1 C1 . . 108.44(4) ?
C11 Si1 C1 . . 105.50(4) ?
C11 Si1 C5 . . 113.08(4) ?
C17 Si1 C1 . . 109.26(5) ?
C17 Si1 C5 . . 110.48(5) ?
C17 Si1 C11 . . 109.89(5) ?
C1 O1 C4 . . 107.48(8) ?
O1 C1 Si1 . . 117.13(7) ?
C2 C1 Si1 . . 129.71(8) ?
C2 C1 O1 . . 113.10(9) ?
C1 C2 C3 . . 110.25(9) ?
C1 C2 H2 . . 123.6(9) ?
C3 C2 H2 . . 126.0(9) ?
C2 C3 H3A . . 111.2(10) ?
C2 C3 H3B . . 112.3(11) ?
C2 C3 C4 . . 101.51(9) ?
H3A C3 H3B . . 105.5(14) ?
C4 C3 H3A . . 112.9(10) ?
C4 C3 H3B . . 113.7(11) ?
O1 C4 C3 . . 106.70(8) ?
O1 C4 H4A . . 108.8(10) ?
O1 C4 H4B . . 107.0(10) ?
C3 C4 H4A . . 111.5(10) ?
C3 C4 H4B . . 114.2(10) ?
H4A C4 H4B . . 108.4(14) ?
C6 C5 Si1 . . 121.29(7) ?
C10 C5 Si1 . . 120.94(7) ?
C10 C5 C6 . . 117.64(9) ?
C5 C6 H6 . . 120.3(9) ?
C7 C6 C5 . . 121.26(9) ?
C7 C6 H6 . . 118.4(9) ?
C6 C7 H7 . . 118.2(10) ?
C8 C7 C6 . . 119.98(10) ?
C8 C7 H7 . . 121.8(10) ?
C7 C8 H8 . . 120.4(9) ?
C9 C8 C7 . . 119.76(10) ?
C9 C8 H8 . . 119.8(9) ?
C8 C9 H9 . . 120.5(9) ?
C8 C9 C10 . . 120.10(10) ?
C10 C9 H9 . . 119.4(9) ?
C5 C10 H10 . . 121.0(9) ?
C9 C10 C5 . . 121.24(10) ?
C9 C10 H10 . . 117.7(9) ?
C12 C11 Si1 . . 123.40(7) ?
C12 C11 C16 . . 117.71(9) ?
C16 C11 Si1 . . 118.89(8) ?
C11 C12 H12 . . 121.5(9) ?
C13 C12 C11 . . 121.09(10) ?
C13 C12 H12 . . 117.4(9) ?
C12 C13 H13 . . 118.8(10) ?
C14 C13 C12 . . 120.16(10) ?
C14 C13 H13 . . 121.0(10) ?
C13 C14 H14 . . 120.8(10) ?
C13 C14 C15 . . 119.80(10) ?
C15 C14 H14 . . 119.4(10) ?
C14 C15 C16 . . 119.92(10) ?
C14 C15 H15 . . 121.1(9) ?
C16 C15 H15 . . 119.0(9) ?
C11 C16 H16 . . 119.7(9) ?
C15 C16 C11 . . 121.32(10) ?
C15 C16 H16 . . 118.9(9) ?
Si1 C17 H17A . . 109.9(11) ?
Si1 C17 H17B . . 108.7(11) ?
Si1 C17 H17C . . 110.5(11) ?
H17A C17 H17B . . 112.2(15) ?
H17A C17 H17C . . 109.4(15) ?
H17B C17 H17C . . 106.1(15) ?
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
Si1 C1 . 1.8743(10) ?
Si1 C5 . 1.8720(9) ?
Si1 C11 . 1.8715(10) ?
Si1 C17 . 1.8591(11) ?
O1 C1 . 1.3897(12) ?
O1 C4 . 1.4603(13) ?
C1 C2 . 1.3356(14) ?
C2 C3 . 1.5082(15) ?
C2 H2 . 0.961(16) ?
C3 H3A . 0.981(17) ?
C3 H3B . 0.933(18) ?
C3 C4 . 1.5398(18) ?
C4 H4A . 0.982(17) ?
C4 H4B . 0.987(17) ?
C5 C6 . 1.4023(14) ?
C5 C10 . 1.4014(13) ?
C6 H6 . 0.934(15) ?
C6 C7 . 1.3926(14) ?
C7 H7 . 0.956(16) ?
C7 C8 . 1.3919(16) ?
C8 H8 . 0.998(16) ?
C8 C9 . 1.3854(17) ?
C9 H9 . 1.023(16) ?
C9 C10 . 1.3944(15) ?
C10 H10 . 0.960(15) ?
C11 C12 . 1.3988(14) ?
C11 C16 . 1.4050(14) ?
C12 H12 . 0.944(15) ?
C12 C13 . 1.3962(15) ?
C13 H13 . 0.928(16) ?
C13 C14 . 1.3861(17) ?
C14 H14 . 0.953(16) ?
C14 C15 . 1.3909(17) ?
C15 C16 . 1.3911(15) ?
C15 H15 . 0.969(16) ?
C16 H16 . 0.990(16) ?
C17 H17A . 0.950(18) ?
C17 H17B . 0.975(19) ?
C17 H17C . 0.992(19) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C15 H15 O1 1_565 0.969(16) 2.640(16) 3.3422(13) 129.6(12)
C17 H17C O1 2_766 0.992(19) 2.584(19) 3.5168(14) 156.5(15)
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
Si1 C1 C2 C3 . . . . 175.12(8) ?
Si1 C5 C6 C7 . . . . 174.69(8) ?
Si1 C5 C10 C9 . . . . -174.66(9) ?
Si1 C11 C12 C13 . . . . 178.63(8) ?
Si1 C11 C16 C15 . . . . -179.42(8) ?
O1 C1 C2 C3 . . . . -2.00(12) ?
C1 Si1 C5 C6 . . . . -51.23(9) ?
C1 Si1 C5 C10 . . . . 124.48(8) ?
C1 Si1 C11 C12 . . . . 109.11(9) ?
C1 Si1 C11 C16 . . . . -71.17(9) ?
C1 O1 C4 C3 . . . . 8.95(11) ?
C1 C2 C3 C4 . . . . 7.17(12) ?
C2 C3 C4 O1 . . . . -9.52(11) ?
C4 O1 C1 Si1 . . . . 177.92(7) ?
C4 O1 C1 C2 . . . . -4.57(12) ?
C5 Si1 C1 O1 . . . . -70.80(8) ?
C5 Si1 C1 C2 . . . . 112.17(10) ?
C5 Si1 C11 C12 . . . . -9.26(10) ?
C5 Si1 C11 C16 . . . . 170.46(8) ?
C5 C6 C7 C8 . . . . -0.15(16) ?
C6 C5 C10 C9 . . . . 1.20(15) ?
C6 C7 C8 C9 . . . . 1.46(16) ?
C7 C8 C9 C10 . . . . -1.42(17) ?
C8 C9 C10 C5 . . . . 0.07(17) ?
C10 C5 C6 C7 . . . . -1.15(15) ?
C11 Si1 C1 O1 . . . . 167.77(7) ?
C11 Si1 C1 C2 . . . . -9.26(11) ?
C11 Si1 C5 C6 . . . . 65.41(9) ?
C11 Si1 C5 C10 . . . . -118.88(9) ?
C11 C12 C13 C14 . . . . 0.82(17) ?
C12 C11 C16 C15 . . . . 0.31(15) ?
C12 C13 C14 C15 . . . . 0.27(17) ?
C13 C14 C15 C16 . . . . -1.03(17) ?
C14 C15 C16 C11 . . . . 0.74(17) ?
C16 C11 C12 C13 . . . . -1.09(15) ?
C17 Si1 C1 O1 . . . . 49.68(8) ?
C17 Si1 C1 C2 . . . . -127.35(10) ?
C17 Si1 C5 C6 . . . . -170.95(8) ?
C17 Si1 C5 C10 . . . . 4.76(10) ?
C17 Si1 C11 C12 . . . . -133.23(9) ?
C17 Si1 C11 C16 . . . . 46.49(9) ?

_cod_database_fobs_code 2243948
