#------------------------------------------------------------------------------
#$Date: 2024-03-04 22:07:40 +0200 (Mon, 04 Mar 2024) $
#$Revision: 290145 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/80/7248004.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_7248004
loop_
_publ_author_name
'Ohtsuka, Naoya'
'Ota, Hino'
'Sugiura, Satoshi'
'Kakinuma, Shuya'
'Sugiyama, Haruki'
'Suzuki, Toshiyasu'
'Momiyama, Norie'
_publ_section_title
;
 Perfluorohalogenated naphthalenes: synthesis, crystal structure, and
 intermolecular interaction
;
_journal_issue                   6
_journal_name_full               CrystEngComm
_journal_page_first              764
_journal_page_last               772
_journal_paper_doi               10.1039/D3CE01124K
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C3 F2 I'
_chemical_formula_sum            'C3 F2 I'
_chemical_formula_weight         200.93
_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_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2023-07-02 deposited with the CCDC.	2024-01-03 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 100.291(9)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   7.9881(8)
_cell_length_b                   6.0289(4)
_cell_length_c                   9.0193(10)
_cell_measurement_reflns_used    1542
_cell_measurement_temperature    296
_cell_measurement_theta_max      29.16
_cell_measurement_theta_min      2.60
_cell_volume                     427.38(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2554
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.343
_diffrn_reflns_theta_min         2.591
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    7.366
_exptl_absorpt_correction_T_max  0.580
_exptl_absorpt_correction_T_min  0.351
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    3.123
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             356.00
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.086
_exptl_crystal_size_min          0.074
_refine_diff_density_max         0.92
_refine_diff_density_min         -0.79
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_number_parameters     55
_refine_ls_number_reflns         769
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0327
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0455P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0818
_refine_ls_wR_factor_ref         0.0848
_reflns_Friedel_coverage         0.000
_reflns_number_gt                695
_reflns_number_total             769
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d3ce01124k2.cif
_cod_data_source_block           F4I2Bz
_cod_depositor_comments
'Adding full bibliography for 7248004--7248006.cif.'
_cod_database_code               7248004
_shelx_res_file
;
TITL F4I2Bz
    shelxl.res
    created by SHELXL-2018/3 at 18:09:42 on 29-Jan-2020
CELL  0.71073 7.98810 6.02890 9.01930 90.00000 100.29100 90.00000
ZERR  4 0.00080 0.00040 0.00100 0.00000 0.00900 0.00000
LATT 1
SYMM    -X, .50+Y, .50-Z
SFAC F I C
UNIT 8 4 12
OMIT     -6   2   7
OMIT     -5   3   6
OMIT     -1   3   5
OMIT     -2   2   7
OMIT      6   4   3
OMIT      0   1   1
OMIT      3   1   1
L.S. 20
FMAP 2
PLAN 25
WPDB -2
HTAB
CONF
LIST 4
TEMP 23.0
ACTA
SIZE 0.200 0.086 0.074
WGHT    0.045500
FVAR       0.52014
I1    2    0.163696    0.186496    0.310552    11.00000    0.02315    0.03259 =
         0.03393   -0.00673   -0.00023   -0.00420
F2    1    0.433414    0.885683    0.632207    11.00000    0.03061    0.02525 =
         0.04278   -0.01223    0.00641    0.00483
F3    1    0.175928    0.643425    0.486474    11.00000    0.01455    0.03341 =
         0.04147   -0.00175    0.00503    0.00758
C4    3    0.366220    0.374008    0.424479    11.00000    0.02713    0.02225 =
         0.01596    0.00401   -0.00096   -0.00020
C5    3    0.467695    0.694673    0.566775    11.00000    0.02513    0.02350 =
         0.02153   -0.00005    0.00844    0.00843
C6    3    0.335163    0.570458    0.492138    11.00000    0.02286    0.02358 =
         0.02363    0.00586    0.00489    0.00244
HKLF 4




REM  F4I2Bz
REM wR2 = 0.0848, GooF = S = 1.080, Restrained GooF = 1.080 for all data
REM R1 = 0.0327 for 695 Fo > 4sig(Fo) and 0.0361 for all 769 data
REM 55 parameters refined using 0 restraints

END

WGHT      0.0454      0.0000

REM No hydrogen bonds found for HTAB generation

REM Highest difference peak  0.916,  deepest hole -0.786,  1-sigma level  0.196
Q1    1   0.5077  0.6785  0.4542  11.00000  0.05    0.83
Q2    1   0.1746  0.4284  0.3074  11.00000  0.05    0.82
Q3    1  -0.1074  0.1616  0.2661  11.00000  0.05    0.70
Q4    1   0.4063  0.1809  0.5163  11.00000  0.05    0.66
Q5    1   0.3154  0.1807  0.4064  11.00000  0.05    0.65
Q6    1   0.2888  0.8243  0.5935  11.00000  0.05    0.63
Q7    1   0.0188  0.1868  0.2032  11.00000  0.05    0.63
Q8    1   0.0682  0.0003  0.1414  11.00000  0.05    0.61
Q9    1   0.2512  0.1872  0.5013  11.00000  0.05    0.61
Q10   1   0.4014  0.5688  0.5633  11.00000  0.05    0.59
Q11   1   0.1595  0.7862  0.5268  11.00000  0.05    0.59
Q12   1   0.0215  0.8172  0.4825  11.00000  0.05    0.58
Q13   1   0.2971  0.1777  0.1864  11.00000  0.05    0.54
Q14   1   0.3078  1.1486  0.6578  11.00000  0.05    0.53
Q15   1   0.1669 -0.0644  0.2049  11.00000  0.05    0.53
Q16   1   0.1108  0.3069  0.5008  11.00000  0.05    0.52
Q17   1   0.1589  0.5400  0.6680  11.00000  0.05    0.51
Q18   1   0.0608  0.5415  0.3936  11.00000  0.05    0.50
Q19   1   0.2967 -0.0712  0.2869  11.00000  0.05    0.50
Q20   1   0.4221  0.8584  0.5468  11.00000  0.05    0.48
Q21   1   0.4090  0.7413  0.8195  11.00000  0.05    0.48
Q22   1   0.0311  0.6291  0.5305  11.00000  0.05    0.47
Q23   1   0.0451 -0.1055  0.3496  11.00000  0.05    0.47
Q24   1   0.3437  0.4025  0.4979  11.00000  0.05    0.46
Q25   1   0.1721  0.4404  0.1746  11.00000  0.05    0.44
;
_shelx_res_checksum              5164
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-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
I1 I 0.16370(5) 0.18650(6) 0.31055(4) 0.0305(2) Uani 1 1 d . . . . .
F2 F 0.4334(4) 0.8857(5) 0.6322(4) 0.0329(8) Uani 1 1 d . . . . .
F3 F 0.1759(4) 0.6434(5) 0.4865(4) 0.0298(8) Uani 1 1 d . . . . .
C4 C 0.3662(7) 0.3740(8) 0.4245(6) 0.0224(12) Uani 1 1 d . . . . .
C5 C 0.4677(8) 0.6947(7) 0.5668(6) 0.0229(13) Uani 1 1 d . . . . .
C6 C 0.3352(7) 0.5705(8) 0.4921(6) 0.0233(12) Uani 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.0232(3) 0.0326(3) 0.0339(3) -0.00673(13) -0.0002(2) -0.00420(12)
F2 0.031(2) 0.0253(14) 0.043(2) -0.0122(14) 0.0064(15) 0.0048(13)
F3 0.0145(19) 0.0334(15) 0.0415(19) -0.0017(14) 0.0050(15) 0.0076(13)
C4 0.027(4) 0.022(2) 0.016(3) 0.004(2) -0.001(2) 0.000(2)
C5 0.025(4) 0.023(3) 0.022(3) -0.0001(18) 0.008(3) 0.008(2)
C6 0.023(3) 0.024(2) 0.024(3) 0.0059(19) 0.005(2) 0.002(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
I I -0.4742 1.8119
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
C C 0.0033 0.0016
;
International Tables for Crystallography
(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
C6 C4 C5 118.8(5) . 3_666 ?
C6 C4 I1 120.0(4) . . ?
C5 C4 I1 121.3(4) 3_666 . ?
F2 C5 C6 118.9(5) . . ?
F2 C5 C4 120.1(5) . 3_666 ?
C6 C5 C4 121.0(5) . 3_666 ?
F3 C6 C5 119.0(4) . . ?
F3 C6 C4 120.8(5) . . ?
C5 C6 C4 120.2(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
I1 C4 2.087(5) . ?
F2 C5 1.344(6) . ?
F3 C6 1.338(6) . ?
C4 C6 1.375(7) . ?
C4 C5 1.379(8) 3_666 ?
C5 C6 1.371(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
F2 C5 C6 F3 0.1(7) . . . . ?
C4 C5 C6 F3 180.0(5) 3_666 . . . ?
F2 C5 C6 C4 -179.8(4) . . . . ?
C4 C5 C6 C4 0.0(8) 3_666 . . . ?
C5 C4 C6 F3 -180.0(5) 3_666 . . . ?
I1 C4 C6 F3 0.2(6) . . . . ?
C5 C4 C6 C5 0.0(8) 3_666 . . . ?
I1 C4 C6 C5 -179.8(4) . . . . ?
