#------------------------------------------------------------------------------
#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/74/7157435.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_7157435
loop_
_publ_author_name
'Furuta, Shohei'
'Mori, Toshiaki'
'Yoshigoe, Yusuke'
'Sekine, Kohei'
'Kuninobu, Yoichiro'
_publ_section_title
;
 Synthesis, structures and photophysical properties of hexacoordinated
 organosilicon compounds with 2-(2-pyridyl)phenyl groups.
;
_journal_issue                   17
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3239
_journal_page_last               3242
_journal_paper_doi               10.1039/d0ob00484g
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C H2 Cl2, C22 H16 F2 N2 Si'
_chemical_formula_sum            'C23 H18 Cl2 F2 N2 Si'
_chemical_formula_weight         459.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2020-02-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.804(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.0006(3)
_cell_length_b                   16.2355(4)
_cell_length_c                   14.0783(4)
_cell_measurement_reflns_used    7661
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.2720
_cell_measurement_theta_min      2.4720
_cell_volume                     2042.76(10)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      123
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.853
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -105.00 -31.00   0.50    0.54    --  -17.60  45.00 120.00  148
  2  ω      4.00  68.00   0.50    0.54    --  -17.60  45.00 120.00  128
  3  ω    -79.00  65.00   0.50    0.54    --  -17.60  45.00   0.00  288
;
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC HyPix-6000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0161
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.853
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12122
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.853
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.391
_diffrn_reflns_theta_min         2.509
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              FR-E+
_exptl_absorpt_coefficient_mu    0.408
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77703
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_description       plate
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4808
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0302
_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/[σ²(Fo²)+(0.0426P)²+0.8272P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0843
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4291
_reflns_number_total             4808
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ob00484g4.cif
_cod_data_source_block           2a
_cod_depositor_comments
'Adding full bibliography for 7157434--7157436.cif.'
_cod_database_code               7157435
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C11(H11), C22(H22), C16(H16), C2(H2), C14(H14), C5(H5), C4(H4),
 C21(H21), C19(H19), C20(H20), C10(H10), C8(H8), C15(H15), C3(H3), C9(H9)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Cl2 Cl 0.20843(4) 0.34791(2) 0.81148(3) 0.02642(9) Uani 1 1 d . . . . .
Si1 Si 0.38029(4) 0.62729(2) 0.65869(2) 0.01452(9) Uani 1 1 d . . . . .
Cl1 Cl 0.06275(4) 0.49727(2) 0.86633(3) 0.03464(11) Uani 1 1 d . . . . .
F1 F 0.39114(8) 0.52573(4) 0.64709(5) 0.01987(17) Uani 1 1 d . . . . .
F2 F 0.23098(8) 0.62712(5) 0.71735(6) 0.01966(17) Uani 1 1 d . . . . .
N2 N 0.57974(12) 0.63979(6) 0.59395(8) 0.0158(2) Uani 1 1 d . . . . .
N1 N 0.37388(11) 0.75628(6) 0.65777(8) 0.0157(2) Uani 1 1 d . . . . .
C12 C 0.52275(14) 0.63197(7) 0.77058(9) 0.0159(2) Uani 1 1 d . . . . .
C7 C 0.29264(14) 0.78767(8) 0.57890(9) 0.0169(2) Uani 1 1 d . . . . .
C18 C 0.70460(14) 0.64212(7) 0.65781(10) 0.0164(2) Uani 1 1 d . . . . .
C13 C 0.48844(15) 0.62969(8) 0.86464(10) 0.0195(3) Uani 1 1 d . . . . .
H13 H 0.389240 0.623551 0.875774 0.023 Uiso 1 1 calc R . . . .
C1 C 0.27143(13) 0.64408(8) 0.53562(9) 0.0160(2) Uani 1 1 d . . . . .
C17 C 0.67323(14) 0.64025(7) 0.75753(9) 0.0164(2) Uani 1 1 d . . . . .
C6 C 0.24008(13) 0.72538(8) 0.50766(9) 0.0167(2) Uani 1 1 d . . . . .
C11 C 0.42998(15) 0.80748(8) 0.72732(10) 0.0198(3) Uani 1 1 d . . . . .
H11 H 0.484834 0.785412 0.781512 0.024 Uiso 1 1 calc R . . . .
C22 C 0.59425(15) 0.64110(8) 0.50029(10) 0.0195(3) Uani 1 1 d . . . . .
H22 H 0.508312 0.638888 0.456619 0.023 Uiso 1 1 calc R . . . .
C16 C 0.78499(15) 0.64788(8) 0.83489(10) 0.0207(3) Uani 1 1 d . . . . .
H16 H 0.884387 0.654207 0.824279 0.025 Uiso 1 1 calc R . . . .
C2 C 0.22471(14) 0.58191(8) 0.47037(10) 0.0201(3) Uani 1 1 d . . . . .
H2 H 0.242818 0.527162 0.487430 0.024 Uiso 1 1 calc R . . . .
C14 C 0.59894(17) 0.63639(8) 0.94216(10) 0.0232(3) Uani 1 1 d . . . . .
H14 H 0.573264 0.634416 1.004195 0.028 Uiso 1 1 calc R . . . .
C5 C 0.16756(14) 0.74444(9) 0.41703(10) 0.0220(3) Uani 1 1 d . . . . .
H5 H 0.148360 0.799011 0.399619 0.026 Uiso 1 1 calc R . . . .
C4 C 0.12461(15) 0.68165(10) 0.35351(10) 0.0260(3) Uani 1 1 d . . . . .
H4 H 0.077568 0.693872 0.292731 0.031 Uiso 1 1 calc R . . . .
C21 C 0.73103(16) 0.64558(8) 0.46610(11) 0.0227(3) Uani 1 1 d . . . . .
H21 H 0.737382 0.647063 0.400670 0.027 Uiso 1 1 calc R . . . .
C19 C 0.84596(15) 0.64546(8) 0.62755(11) 0.0213(3) Uani 1 1 d . . . . .
H19 H 0.931047 0.646085 0.672019 0.026 Uiso 1 1 calc R . . . .
C20 C 0.85882(16) 0.64783(8) 0.53106(11) 0.0239(3) Uani 1 1 d . . . . .
H20 H 0.952630 0.650924 0.509796 0.029 Uiso 1 1 calc R . . . .
C10 C 0.40985(15) 0.89190(8) 0.72207(11) 0.0230(3) Uani 1 1 d . . . . .
H10 H 0.452224 0.926077 0.770956 0.028 Uiso 1 1 calc R . . . .
C8 C 0.26579(16) 0.87188(8) 0.57073(11) 0.0227(3) Uani 1 1 d . . . . .
H8 H 0.207890 0.892877 0.517080 0.027 Uiso 1 1 calc R . . . .
C15 C 0.74736(16) 0.64599(8) 0.92696(10) 0.0234(3) Uani 1 1 d . . . . .
H15 H 0.821251 0.651141 0.978687 0.028 Uiso 1 1 calc R . . . .
C3 C 0.15165(15) 0.60037(9) 0.38040(10) 0.0244(3) Uani 1 1 d . . . . .
H3 H 0.120769 0.558074 0.338058 0.029 Uiso 1 1 calc R . . . .
C9 C 0.32551(16) 0.92414(8) 0.64266(11) 0.0253(3) Uani 1 1 d . . . . .
H9 H 0.308991 0.980600 0.637572 0.030 Uiso 1 1 calc R . . . .
C23 C 0.21137(19) 0.45589(10) 0.81184(15) 0.0399(4) Uani 1 1 d . . . . .
H23A H 0.305313 0.474781 0.845722 0.048 Uiso 1 1 calc R . . . .
H23B H 0.205529 0.475692 0.746498 0.048 Uiso 1 1 calc R . . . .
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
Cl Cl 0.1484 0.1585 '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
F1 Si1 N2 89.43(4) . . ?
F1 Si1 N1 173.53(5) . . ?
F1 Si1 C12 94.53(5) . . ?
F1 Si1 C1 94.73(5) . . ?
F2 Si1 F1 96.19(4) . . ?
F2 Si1 N2 173.17(4) . . ?
F2 Si1 N1 88.94(4) . . ?
F2 Si1 C12 95.38(5) . . ?
F2 Si1 C1 95.35(5) . . ?
N1 Si1 N2 85.74(4) . . ?
C12 Si1 N2 80.25(5) . . ?
C12 Si1 N1 88.89(5) . . ?
C1 Si1 N2 88.03(5) . . ?
C1 Si1 N1 80.83(5) . . ?
C1 Si1 C12 164.98(6) . . ?
C18 N2 Si1 113.34(9) . . ?
C22 N2 Si1 127.69(9) . . ?
C22 N2 C18 118.87(11) . . ?
C7 N1 Si1 113.14(8) . . ?
C11 N1 Si1 127.53(9) . . ?
C11 N1 C7 119.12(11) . . ?
C13 C12 Si1 125.37(10) . . ?
C17 C12 Si1 117.55(10) . . ?
C17 C12 C13 117.07(12) . . ?
N1 C7 C6 113.65(11) . . ?
N1 C7 C8 120.62(12) . . ?
C8 C7 C6 125.73(12) . . ?
N2 C18 C17 113.38(11) . . ?
N2 C18 C19 121.03(12) . . ?
C19 C18 C17 125.59(12) . . ?
C14 C13 C12 121.63(13) . . ?
C6 C1 Si1 117.14(9) . . ?
C2 C1 Si1 125.25(10) . . ?
C2 C1 C6 117.58(12) . . ?
C12 C17 C18 115.39(11) . . ?
C12 C17 C16 121.76(12) . . ?
C16 C17 C18 122.84(12) . . ?
C1 C6 C7 114.96(11) . . ?
C1 C6 C5 121.57(12) . . ?
C5 C6 C7 123.44(12) . . ?
N1 C11 C10 122.76(13) . . ?
N2 C22 C21 122.71(13) . . ?
C15 C16 C17 119.77(13) . . ?
C3 C2 C1 121.15(13) . . ?
C15 C14 C13 120.00(13) . . ?
C4 C5 C6 119.51(13) . . ?
C5 C4 C3 119.95(13) . . ?
C22 C21 C20 118.61(13) . . ?
C20 C19 C18 119.36(13) . . ?
C19 C20 C21 119.41(13) . . ?
C9 C10 C11 118.41(13) . . ?
C9 C8 C7 119.66(13) . . ?
C16 C15 C14 119.76(13) . . ?
C4 C3 C2 120.22(13) . . ?
C10 C9 C8 119.40(12) . . ?
Cl1 C23 Cl2 111.87(9) . . ?
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
Cl2 C23 1.7533(16) . ?
Si1 F1 1.6610(8) . ?
Si1 F2 1.6586(8) . ?
Si1 N2 2.1172(11) . ?
Si1 N1 2.0949(11) . ?
Si1 C12 1.9111(13) . ?
Si1 C1 1.9064(13) . ?
Cl1 C23 1.7528(17) . ?
N2 C18 1.3541(16) . ?
N2 C22 1.3404(17) . ?
N1 C7 1.3547(16) . ?
N1 C11 1.3370(17) . ?
C12 C13 1.3955(18) . ?
C12 C17 1.3947(18) . ?
C7 C6 1.4629(18) . ?
C7 C8 1.3908(17) . ?
C18 C17 1.4647(19) . ?
C18 C19 1.3898(18) . ?
C13 C14 1.3910(19) . ?
C1 C6 1.3966(17) . ?
C1 C2 1.3958(18) . ?
C17 C16 1.3978(18) . ?
C6 C5 1.3973(18) . ?
C11 C10 1.3834(18) . ?
C22 C21 1.3758(19) . ?
C16 C15 1.378(2) . ?
C2 C3 1.3890(19) . ?
C14 C15 1.387(2) . ?
C5 C4 1.381(2) . ?
C4 C3 1.386(2) . ?
C21 C20 1.383(2) . ?
C19 C20 1.378(2) . ?
C10 C9 1.378(2) . ?
C8 C9 1.380(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168353345
