#------------------------------------------------------------------------------
#$Date: 2020-10-04 06:26:07 +0300 (Sun, 04 Oct 2020) $
#$Revision: 257113 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/50/4135017.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_4135017
loop_
_publ_author_name
'Nukazawa, Takumi'
'Iwamoto, Takeaki'
_publ_section_title
;
 An Isolable Tetrasilicon Analogue of a Planar Bicyclo[1.1.0]butane with
 π-Type Single-Bonding Character.
;
_journal_issue                   22
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9920
_journal_page_last               9924
_journal_paper_doi               10.1021/jacs.0c03874
_journal_volume                  142
_journal_year                    2020
_chemical_formula_moiety         'C32 H80 I2 Si12'
_chemical_formula_sum            'C32 H80 I2 Si12'
_chemical_formula_weight         1055.84
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 107.8710(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.0227(3)
_cell_length_b                   18.3233(5)
_cell_length_c                   12.8616(3)
_cell_measurement_reflns_used    7486
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      2.24
_cell_volume                     2472.35(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            36747
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_min         2.001
_exptl_absorpt_coefficient_mu    1.585
_exptl_absorpt_correction_T_max  0.7466
_exptl_absorpt_correction_T_min  0.7020
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_description       block
_exptl_crystal_F_000             1092
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         5677
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0235
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0190P)²+1.3860P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0488
_refine_ls_wR_factor_ref         0.0523
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4848
_reflns_number_total             5677
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c03874_si_002.cif
_cod_data_source_block           compound_2p_CCDC-1992431
_cod_depositor_comments
;Adding full bibliography for 4135017--4135018.cif.

 Adding full bibliography for 4135017--4135018.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4135017
_shelx_shelxl_version_number     2014/7
_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   0.925
_shelx_estimated_absorpt_t_max   0.969
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.23958(2) 0.36688(2) 0.50566(2) 0.01818(5) Uani 1 1 d . . . . .
Si1 Si 0.41082(5) 0.45436(3) 0.50015(5) 0.01143(12) Uani 1 1 d . . . . .
Si2 Si 0.49955(5) 0.46355(3) 0.35732(4) 0.00773(11) Uani 1 1 d . . . . .
C1 C 0.60140(19) 0.39143(11) 0.31197(16) 0.0099(4) Uani 1 1 d . . . . .
C2 C 0.5346(2) 0.39112(11) 0.18411(16) 0.0127(4) Uani 1 1 d . . . . .
H1 H 0.5976 0.3772 0.1469 0.015 Uiso 1 1 calc R U . . .
H2 H 0.4656 0.3543 0.1655 0.015 Uiso 1 1 calc R U . . .
C3 C 0.4788(2) 0.46625(11) 0.14316(16) 0.0125(4) Uani 1 1 d . . . . .
H3 H 0.4245 0.4623 0.0662 0.015 Uiso 1 1 calc R U . . .
H4 H 0.5489 0.5008 0.1461 0.015 Uiso 1 1 calc R U . . .
C4 C 0.39773(19) 0.49610(11) 0.21485(16) 0.0102(4) Uani 1 1 d . . . . .
Si3 Si 0.37742(6) 0.59879(3) 0.19140(5) 0.01271(12) Uani 1 1 d . . . . .
C5 C 0.5278(2) 0.64494(12) 0.1874(2) 0.0259(6) Uani 1 1 d . . . . .
H5 H 0.5112 0.6970 0.1719 0.039 Uiso 1 1 calc R U . . .
H6 H 0.5572 0.6228 0.1300 0.039 Uiso 1 1 calc R U . . .
H7 H 0.5935 0.6391 0.2582 0.039 Uiso 1 1 calc R U . . .
C6 C 0.2629(2) 0.62057(12) 0.05329(18) 0.0193(5) Uani 1 1 d . . . . .
H8 H 0.1764 0.6070 0.0517 0.029 Uiso 1 1 calc R U . . .
H9 H 0.2868 0.5931 -0.0029 0.029 Uiso 1 1 calc R U . . .
H10 H 0.2659 0.6730 0.0391 0.029 Uiso 1 1 calc R U . . .
C7 C 0.3202(2) 0.64698(12) 0.29553(19) 0.0238(5) Uani 1 1 d . . . . .
H11 H 0.3762 0.6351 0.3688 0.036 Uiso 1 1 calc R U . . .
H12 H 0.2331 0.6313 0.2886 0.036 Uiso 1 1 calc R U . . .
H13 H 0.3214 0.6998 0.2838 0.036 Uiso 1 1 calc R U . . .
Si4 Si 0.23355(5) 0.45031(3) 0.16908(5) 0.01108(12) Uani 1 1 d . . . . .
C8 C 0.1663(2) 0.44567(13) 0.01613(17) 0.0188(5) Uani 1 1 d . . . . .
H14 H 0.0835 0.4210 -0.0040 0.028 Uiso 1 1 calc R U . . .
H15 H 0.2249 0.4184 -0.0134 0.028 Uiso 1 1 calc R U . . .
H16 H 0.1555 0.4952 -0.0140 0.028 Uiso 1 1 calc R U . . .
C9 C 0.1163(2) 0.49879(12) 0.22283(18) 0.0172(5) Uani 1 1 d . . . . .
H17 H 0.0348 0.4726 0.2004 0.026 Uiso 1 1 calc R U . . .
H18 H 0.1036 0.5486 0.1936 0.026 Uiso 1 1 calc R U . . .
H19 H 0.1488 0.5007 0.3028 0.026 Uiso 1 1 calc R U . . .
C10 C 0.2327(2) 0.35275(11) 0.21114(18) 0.0172(5) Uani 1 1 d . . . . .
H20 H 0.2734 0.3486 0.2902 0.026 Uiso 1 1 calc R U . . .
H21 H 0.2797 0.3232 0.1729 0.026 Uiso 1 1 calc R U . . .
H22 H 0.1446 0.3353 0.1924 0.026 Uiso 1 1 calc R U . . .
Si5 Si 0.77452(5) 0.42188(3) 0.33678(5) 0.01137(12) Uani 1 1 d . . . . .
C11 C 0.8620(2) 0.35541(12) 0.27338(19) 0.0179(5) Uani 1 1 d . . . . .
H23 H 0.8289 0.3590 0.1936 0.027 Uiso 1 1 calc R U . . .
H24 H 0.8493 0.3057 0.2960 0.027 Uiso 1 1 calc R U . . .
H25 H 0.9532 0.3670 0.2976 0.027 Uiso 1 1 calc R U . . .
C12 C 0.7896(2) 0.50968(12) 0.26792(18) 0.0162(5) Uani 1 1 d . . . . .
H26 H 0.7344 0.5465 0.2854 0.024 Uiso 1 1 calc R U . . .
H27 H 0.7640 0.5022 0.1887 0.024 Uiso 1 1 calc R U . . .
H28 H 0.8783 0.5263 0.2936 0.024 Uiso 1 1 calc R U . . .
C13 C 0.8606(2) 0.43119(12) 0.48640(17) 0.0151(4) Uani 1 1 d . . . . .
H29 H 0.8907 0.4815 0.5024 0.023 Uiso 1 1 calc R U . . .
H30 H 0.9336 0.3978 0.5068 0.023 Uiso 1 1 calc R U . . .
H31 H 0.8025 0.4191 0.5283 0.023 Uiso 1 1 calc R U . . .
Si6 Si 0.61110(6) 0.29122(3) 0.36130(5) 0.01259(12) Uani 1 1 d . . . . .
C14 C 0.7623(2) 0.26580(12) 0.47061(18) 0.0186(5) Uani 1 1 d . . . . .
H32 H 0.7665 0.2918 0.5382 0.028 Uiso 1 1 calc R U . . .
H33 H 0.8358 0.2793 0.4470 0.028 Uiso 1 1 calc R U . . .
H34 H 0.7634 0.2131 0.4835 0.028 Uiso 1 1 calc R U . . .
C15 C 0.5989(3) 0.22896(13) 0.2422(2) 0.0263(6) Uani 1 1 d . . . . .
H35 H 0.6189 0.1789 0.2686 0.040 Uiso 1 1 calc R U . . .
H36 H 0.6593 0.2448 0.2045 0.040 Uiso 1 1 calc R U . . .
H37 H 0.5120 0.2308 0.1914 0.040 Uiso 1 1 calc R U . . .
C16 C 0.4851(2) 0.25931(13) 0.4198(2) 0.0246(5) Uani 1 1 d . . . . .
H38 H 0.5006 0.2081 0.4420 0.037 Uiso 1 1 calc R U . . .
H39 H 0.4014 0.2638 0.3645 0.037 Uiso 1 1 calc R U . . .
H40 H 0.4871 0.2892 0.4835 0.037 Uiso 1 1 calc R U . . .
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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Si2 Si1 Si2 113.02(3) . 3_666 ?
Si2 Si1 I1 124.87(3) . . ?
Si2 Si1 I1 122.12(3) 3_666 . ?
Si2 Si1 Si1 56.61(2) . 3_666 ?
Si2 Si1 Si1 56.41(2) 3_666 3_666 ?
I1 Si1 Si1 178.49(4) . 3_666 ?
C4 Si2 C1 98.46(9) . . ?
C4 Si2 Si1 120.52(7) . . ?
C1 Si2 Si1 127.50(7) . . ?
C4 Si2 Si1 121.89(7) . 3_666 ?
C1 Si2 Si1 121.98(7) . 3_666 ?
Si1 Si2 Si1 66.98(3) . 3_666 ?
C2 C1 Si5 107.20(13) . . ?
C2 C1 Si6 107.38(13) . . ?
Si5 C1 Si6 105.63(10) . . ?
C2 C1 Si2 100.82(13) . . ?
Si5 C1 Si2 112.98(10) . . ?
Si6 C1 Si2 121.85(10) . . ?
C3 C2 C1 111.31(16) . . ?
C2 C3 C4 110.63(16) . . ?
C3 C4 Si3 108.16(13) . . ?
C3 C4 Si4 108.79(14) . . ?
Si3 C4 Si4 109.23(10) . . ?
C3 C4 Si2 100.41(13) . . ?
Si3 C4 Si2 117.49(11) . . ?
Si4 C4 Si2 112.11(10) . . ?
C7 Si3 C5 107.58(12) . . ?
C7 Si3 C6 107.51(11) . . ?
C5 Si3 C6 102.78(11) . . ?
C7 Si3 C4 113.69(10) . . ?
C5 Si3 C4 112.78(10) . . ?
C6 Si3 C4 111.78(10) . . ?
C9 Si4 C10 106.40(10) . . ?
C9 Si4 C8 108.28(10) . . ?
C10 Si4 C8 102.97(10) . . ?
C9 Si4 C4 111.95(10) . . ?
C10 Si4 C4 114.72(10) . . ?
C8 Si4 C4 111.92(10) . . ?
C12 Si5 C13 108.52(10) . . ?
C12 Si5 C11 102.68(10) . . ?
C13 Si5 C11 109.73(10) . . ?
C12 Si5 C1 113.60(9) . . ?
C13 Si5 C1 111.20(9) . . ?
C11 Si5 C1 110.76(10) . . ?
C16 Si6 C14 102.70(11) . . ?
C16 Si6 C15 105.20(12) . . ?
C14 Si6 C15 106.52(11) . . ?
C16 Si6 C1 117.17(10) . . ?
C14 Si6 C1 115.31(10) . . ?
C15 Si6 C1 108.99(10) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Si1 2.4938(6) . ?
Si1 Si2 2.3371(8) . ?
Si1 Si2 2.3425(8) 3_666 ?
Si1 Si1 2.5822(11) 3_666 ?
Si2 C4 1.926(2) . ?
Si2 C1 1.936(2) . ?
Si2 Si1 2.3425(8) 3_666 ?
C1 C2 1.582(3) . ?
C1 Si5 1.919(2) . ?
C1 Si6 1.935(2) . ?
C2 C3 1.534(3) . ?
C3 C4 1.567(3) . ?
C4 Si3 1.908(2) . ?
C4 Si4 1.916(2) . ?
Si3 C7 1.868(2) . ?
Si3 C5 1.875(2) . ?
Si3 C6 1.879(2) . ?
Si4 C9 1.867(2) . ?
Si4 C10 1.869(2) . ?
Si4 C8 1.879(2) . ?
Si5 C12 1.868(2) . ?
Si5 C13 1.874(2) . ?
Si5 C11 1.887(2) . ?
Si6 C16 1.865(2) . ?
Si6 C14 1.880(2) . ?
Si6 C15 1.881(2) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Si2 Si1 Si2 C4 -114.58(8) 3_666 . . . ?
I1 Si1 Si2 C4 65.83(8) . . . . ?
Si1 Si1 Si2 C4 -114.58(8) 3_666 . . . ?
Si2 Si1 Si2 C1 113.54(9) 3_666 . . . ?
I1 Si1 Si2 C1 -66.05(9) . . . . ?
Si1 Si1 Si2 C1 113.54(9) 3_666 . . . ?
Si2 Si1 Si2 Si1 0.0 3_666 . . 3_666 ?
I1 Si1 Si2 Si1 -179.59(5) . . . 3_666 ?
C4 Si2 C1 C2 -6.82(14) . . . . ?
Si1 Si2 C1 C2 132.76(11) . . . . ?
Si1 Si2 C1 C2 -143.09(10) 3_666 . . . ?
C4 Si2 C1 Si5 107.26(11) . . . . ?
Si1 Si2 C1 Si5 -113.17(9) . . . . ?
Si1 Si2 C1 Si5 -29.01(13) 3_666 . . . ?
C4 Si2 C1 Si6 -125.30(12) . . . . ?
Si1 Si2 C1 Si6 14.28(16) . . . . ?
Si1 Si2 C1 Si6 98.43(11) 3_666 . . . ?
Si5 C1 C2 C3 -87.56(17) . . . . ?
Si6 C1 C2 C3 159.34(14) . . . . ?
Si2 C1 C2 C3 30.82(18) . . . . ?
C1 C2 C3 C4 -48.9(2) . . . . ?
C2 C3 C4 Si3 161.85(14) . . . . ?
C2 C3 C4 Si4 -79.62(18) . . . . ?
C2 C3 C4 Si2 38.20(18) . . . . ?
C1 Si2 C4 C3 -16.97(14) . . . . ?
Si1 Si2 C4 C3 -160.30(10) . . . . ?
Si1 Si2 C4 C3 119.36(11) 3_666 . . . ?
C1 Si2 C4 Si3 -133.89(11) . . . . ?
Si1 Si2 C4 Si3 82.78(12) . . . . ?
Si1 Si2 C4 Si3 2.44(14) 3_666 . . . ?
C1 Si2 C4 Si4 98.38(11) . . . . ?
Si1 Si2 C4 Si4 -44.96(12) . . . . ?
Si1 Si2 C4 Si4 -125.30(8) 3_666 . . . ?
C3 C4 Si3 C7 -165.11(14) . . . . ?
Si4 C4 Si3 C7 76.64(13) . . . . ?
Si2 C4 Si3 C7 -52.46(15) . . . . ?
C3 C4 Si3 C5 -42.28(17) . . . . ?
Si4 C4 Si3 C5 -160.53(11) . . . . ?
Si2 C4 Si3 C5 70.36(15) . . . . ?
C3 C4 Si3 C6 72.95(16) . . . . ?
Si4 C4 Si3 C6 -45.31(13) . . . . ?
Si2 C4 Si3 C6 -174.41(11) . . . . ?
C3 C4 Si4 C9 -165.09(13) . . . . ?
Si3 C4 Si4 C9 -47.23(13) . . . . ?
Si2 C4 Si4 C9 84.78(12) . . . . ?
C3 C4 Si4 C10 73.53(16) . . . . ?
Si3 C4 Si4 C10 -168.61(10) . . . . ?
Si2 C4 Si4 C10 -36.60(14) . . . . ?
C3 C4 Si4 C8 -43.31(16) . . . . ?
Si3 C4 Si4 C8 74.55(12) . . . . ?
Si2 C4 Si4 C8 -153.44(10) . . . . ?
C2 C1 Si5 C12 52.97(16) . . . . ?
Si6 C1 Si5 C12 167.25(9) . . . . ?
Si2 C1 Si5 C12 -57.20(13) . . . . ?
C2 C1 Si5 C13 175.73(13) . . . . ?
Si6 C1 Si5 C13 -69.98(12) . . . . ?
Si2 C1 Si5 C13 65.57(13) . . . . ?
C2 C1 Si5 C11 -61.97(15) . . . . ?
Si6 C1 Si5 C11 52.32(12) . . . . ?
Si2 C1 Si5 C11 -172.14(10) . . . . ?
C2 C1 Si6 C16 -97.79(15) . . . . ?
Si5 C1 Si6 C16 148.05(11) . . . . ?
Si2 C1 Si6 C16 17.43(17) . . . . ?
C2 C1 Si6 C14 141.13(13) . . . . ?
Si5 C1 Si6 C14 26.98(13) . . . . ?
Si2 C1 Si6 C14 -103.65(13) . . . . ?
C2 C1 Si6 C15 21.44(16) . . . . ?
Si5 C1 Si6 C15 -92.72(12) . . . . ?
Si2 C1 Si6 C15 136.66(13) . . . . ?
