#------------------------------------------------------------------------------
#$Date: 2021-02-03 22:28:05 +0200 (Wed, 03 Feb 2021) $
#$Revision: 261416 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/84/4518473.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_4518473
loop_
_publ_author_name
'Nakashima, Tomoya'
'Nakayama, Yuushou'
'Shiono, Takeshi'
'Tanaka, Ryo'
_publ_section_title
;
 Neutral, Noncoordinating, and Hydrocarbon-Soluble Protic Cocatalyst for
 Olefin Polymerization
;
_journal_issue                   2
_journal_name_full               'ACS Catalysis'
_journal_page_first              865
_journal_page_last               870
_journal_paper_doi               10.1021/acscatal.0c04758
_journal_volume                  11
_journal_year                    2021
_chemical_formula_sum            'C15 H8 F8 Sn'
_chemical_formula_weight         458.90
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/4
_cell_angle_alpha                90
_cell_angle_beta                 110.083(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.1648(19)
_cell_length_b                   12.225(3)
_cell_length_c                   8.905(2)
_cell_measurement_reflns_used    3926
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.43
_cell_measurement_theta_min      2.95
_cell_volume                     732.6(3)
_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-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3949
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         27.431
_diffrn_reflns_theta_min         2.435
_exptl_absorpt_coefficient_mu    1.829
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6161
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker, 2016'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.080
_exptl_crystal_description       Block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.507
_refine_diff_density_min         -0.930
_refine_diff_density_rms         0.165
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     123
_refine_ls_number_reflns         1687
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.163
_refine_ls_R_factor_all          0.0261
_refine_ls_R_factor_gt           0.0258
_refine_ls_shift/su_max          0.023
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0634P)²+1.4824P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1012
_refine_ls_wR_factor_ref         0.1015
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1661
_reflns_number_total             1687
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs0c04758_si_002.cif
_cod_data_source_block           DHSA
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               4518473
_shelx_shelxl_version_number     2016/4
_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   0.711
_shelx_estimated_absorpt_t_max   0.838
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
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
SN1 Sn 0.11246(4) 0.250000 0.61454(3) 0.01873(15) Uani 1 2 d S T P . .
C1 C -0.0964(8) 0.250000 0.7368(7) 0.0311(11) Uani 1 2 d S T P . .
H3 H -0.148264 0.175825 0.736872 0.047 Uiso 0.5 1 calc R U P . .
H4 H -0.206262 0.299655 0.682401 0.047 Uiso 0.5 1 calc R U P . .
H5 H -0.030814 0.274520 0.847180 0.047 Uiso 0.5 1 calc R U P . .
C2 C -0.0117(9) 0.250000 0.3613(6) 0.0333(12) Uani 1 2 d S T P . .
H6 H -0.058046 0.176196 0.323554 0.050 Uiso 0.5 1 calc R U P . .
H7 H 0.089489 0.272794 0.316542 0.050 Uiso 0.5 1 calc R U P . .
H8 H -0.123969 0.301011 0.326687 0.050 Uiso 0.5 1 calc R U P . .
C3 C 0.3310(5) 0.1231(3) 0.7086(4) 0.0192(6) Uani 1 1 d . . . . .
C4 C 0.3373(5) 0.0276(3) 0.6300(4) 0.0232(7) Uani 1 1 d . . . . .
C5 C 0.4893(6) -0.0483(3) 0.6894(5) 0.0271(7) Uani 1 1 d . . . . .
C6 C 0.6388(5) -0.0268(3) 0.8311(5) 0.0255(7) Uani 1 1 d . . . . .
C7 C 0.6349(5) 0.0707(3) 0.9114(4) 0.0242(7) Uani 1 1 d . . . . .
C8 C 0.4850(5) 0.1454(3) 0.8537(4) 0.0197(6) Uani 1 1 d . . . . .
C9 C 0.4856(8) 0.250000 0.9470(6) 0.0246(10) Uani 1 2 d S T P . .
F1 F 0.1943(3) 0.0043(2) 0.4888(3) 0.0323(5) Uani 1 1 d . . . . .
F2 F 0.4898(4) -0.1414(2) 0.6093(3) 0.0391(6) Uani 1 1 d . . . . .
F3 F 0.7865(4) -0.0995(2) 0.8907(3) 0.0384(6) Uani 1 1 d . . . . .
F4 F 0.7856(3) 0.0864(2) 1.0511(3) 0.0335(5) Uani 1 1 d . . . . .
H2 H 0.359(8) 0.250000 0.983(6) 0.008(12) Uiso 1 2 d S . P . .
H1 H 0.594(11) 0.250000 1.045(9) 0.032(17) Uiso 1 2 d S . P . .
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'
Sn Sn -0.6537 1.4246 '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
C2 SN1 C1 115.5(2) . . ?
C2 SN1 C3 113.33(14) . 4_565 ?
C1 SN1 C3 110.17(14) . 4_565 ?
C2 SN1 C3 113.33(14) . . ?
C1 SN1 C3 110.17(14) . . ?
C3 SN1 C3 91.91(18) 4_565 . ?
SN1 C1 H3 109.5 . . ?
SN1 C1 H4 109.5 . . ?
H3 C1 H4 109.5 . . ?
SN1 C1 H5 109.5 . . ?
H3 C1 H5 109.5 . . ?
H4 C1 H5 109.5 . . ?
SN1 C2 H6 109.5 . . ?
SN1 C2 H7 109.5 . . ?
H6 C2 H7 109.5 . . ?
SN1 C2 H8 109.5 . . ?
H6 C2 H8 109.5 . . ?
H7 C2 H8 109.5 . . ?
C4 C3 C8 118.8(3) . . ?
C4 C3 SN1 124.1(3) . . ?
C8 C3 SN1 116.8(2) . . ?
F1 C4 C3 120.5(3) . . ?
F1 C4 C5 117.3(3) . . ?
C3 C4 C5 122.2(3) . . ?
F2 C5 C6 120.4(3) . . ?
F2 C5 C4 120.5(4) . . ?
C6 C5 C4 119.0(3) . . ?
F3 C6 C5 119.9(3) . . ?
F3 C6 C7 120.9(4) . . ?
C5 C6 C7 119.2(3) . . ?
F4 C7 C8 121.7(3) . . ?
F4 C7 C6 116.3(3) . . ?
C8 C7 C6 122.0(3) . . ?
C7 C8 C3 118.7(3) . . ?
C7 C8 C9 120.1(3) . . ?
C3 C8 C9 121.2(3) . . ?
C8 C9 C8 114.1(4) 4_565 . ?
C8 C9 H2 108.9(13) 4_565 . ?
C8 C9 H2 108.9(13) . . ?
C8 C9 H1 110(2) 4_565 . ?
C8 C9 H1 110(2) . . ?
H2 C9 H1 104(5) . . ?
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
SN1 C2 2.122(5) . ?
SN1 C1 2.131(5) . ?
SN1 C3 2.159(3) 4_565 ?
SN1 C3 2.159(3) . ?
C1 H3 0.9800 . ?
C1 H4 0.9800 . ?
C1 H5 0.9800 . ?
C2 H6 0.9800 . ?
C2 H7 0.9800 . ?
C2 H8 0.9800 . ?
C3 C4 1.370(5) . ?
C3 C8 1.408(5) . ?
C4 F1 1.352(4) . ?
C4 C5 1.389(5) . ?
C5 F2 1.345(4) . ?
C5 C6 1.371(6) . ?
C6 F3 1.343(4) . ?
C6 C7 1.395(5) . ?
C7 F4 1.352(4) . ?
C7 C8 1.369(5) . ?
C8 C9 1.523(4) . ?
C9 C8 1.523(4) 4_565 ?
C9 H2 1.06(5) . ?
C9 H1 0.95(8) . ?
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
C8 C3 C4 F1 -178.7(3) . . . . ?
SN1 C3 C4 F1 -4.3(5) . . . . ?
C8 C3 C4 C5 0.6(5) . . . . ?
SN1 C3 C4 C5 175.0(3) . . . . ?
F1 C4 C5 F2 -1.0(5) . . . . ?
C3 C4 C5 F2 179.6(3) . . . . ?
F1 C4 C5 C6 179.0(3) . . . . ?
C3 C4 C5 C6 -0.3(5) . . . . ?
F2 C5 C6 F3 -0.2(5) . . . . ?
C4 C5 C6 F3 179.7(3) . . . . ?
F2 C5 C6 C7 179.7(3) . . . . ?
C4 C5 C6 C7 -0.3(5) . . . . ?
F3 C6 C7 F4 -0.6(5) . . . . ?
C5 C6 C7 F4 179.4(3) . . . . ?
F3 C6 C7 C8 -179.4(3) . . . . ?
C5 C6 C7 C8 0.6(5) . . . . ?
F4 C7 C8 C3 -179.1(3) . . . . ?
C6 C7 C8 C3 -0.3(5) . . . . ?
F4 C7 C8 C9 0.4(5) . . . . ?
C6 C7 C8 C9 179.1(3) . . . . ?
C4 C3 C8 C7 -0.3(5) . . . . ?
SN1 C3 C8 C7 -175.1(2) . . . . ?
C4 C3 C8 C9 -179.7(3) . . . . ?
SN1 C3 C8 C9 5.5(4) . . . . ?
C7 C8 C9 C8 121.7(4) . . . 4_565 ?
C3 C8 C9 C8 -58.9(6) . . . 4_565 ?
