#------------------------------------------------------------------------------
#$Date: 2022-09-23 01:37:45 +0300 (Fri, 23 Sep 2022) $
#$Revision: 278090 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/55/7245542.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_7245542
loop_
_publ_author_name
'Stoesser, Julian'
'Engelage, Elric'
'Huber, Stefan'
_publ_section_title
;
 Co-crystallization studies of the syn- and anti-atropisomers of
 triphenyl-based perfluorinated halogen bond donors with halides
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00973K
_journal_year                    2022
_chemical_formula_sum            'C18 F12 I2'
_chemical_formula_weight         697.98
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2022-08-27 deposited with the CCDC.	2022-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                106.273(4)
_cell_angle_beta                 98.342(4)
_cell_angle_gamma                110.384(5)
_cell_formula_units_Z            2
_cell_length_a                   7.7774(4)
_cell_length_b                   10.5846(6)
_cell_length_c                   13.0896(5)
_cell_measurement_reflns_used    4251
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.2
_cell_volume                     933.67(10)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_molecular_graphics    'Diamond 4, Mercury'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'ShelXT, shelXle'
_diffrn_ambient_temperature      170(2)
_diffrn_detector_area_resol_mean 8.4171
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16217
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_min         3.210
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    3.488
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66631
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'translucent colorless'
_exptl_crystal_density_diffrn    2.483
_exptl_crystal_density_meas      ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.628
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4251
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0263
_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)+(0.0256P)²+0.2000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0545
_refine_ls_wR_factor_ref         0.0592
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3498
_reflns_number_total             4251
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00973k2.cif
_cod_data_source_block           syn-p-1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        933.67(9)
_cod_database_code               7245542
_shelx_shelxl_version_number     2017/1
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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 1.14930(3) 0.92541(2) 0.92068(2) 0.03622(8) Uani 1 1 d . . . . .
I2 I 0.43172(3) 0.65519(2) 0.95802(2) 0.03687(8) Uani 1 1 d . . . . .
F1 F 0.9212(3) 0.6135(2) 0.48327(14) 0.0372(5) Uani 1 1 d . . . . .
F2 F 1.2413(3) 0.7745(2) 0.44545(15) 0.0430(5) Uani 1 1 d . . . . .
F3 F 1.5203(2) 1.0003(2) 0.61468(16) 0.0370(5) Uani 1 1 d . . . . .
F4 F 1.4798(2) 1.0635(2) 0.82038(15) 0.0396(5) Uani 1 1 d . . . . .
F5 F 0.6853(2) 0.7937(2) 0.64389(18) 0.0400(5) Uani 1 1 d . . . . .
F6 F 0.3717(2) 0.62914(19) 0.68118(17) 0.0351(4) Uani 1 1 d . . . . .
F7 F 0.6818(2) 0.34896(19) 0.77175(16) 0.0326(4) Uani 1 1 d . . . . .
F8 F 0.9975(2) 0.5169(2) 0.73659(16) 0.0347(4) Uani 1 1 d . . . . .
F9 F 0.2891(3) 0.20084(18) 0.58922(15) 0.0352(4) Uani 1 1 d . . . . .
F10 F -0.0217(3) 0.02966(19) 0.62705(17) 0.0436(5) Uani 1 1 d . . . . .
F11 F -0.1241(3) 0.1262(2) 0.81424(18) 0.0469(5) Uani 1 1 d . . . . .
F12 F 0.0760(3) 0.3962(2) 0.95678(17) 0.0479(5) Uani 1 1 d . . . . .
C1 C 1.0300(4) 0.7539(3) 0.6730(2) 0.0217(6) Uani 1 1 d . . . . .
C2 C 1.0565(4) 0.7256(3) 0.5686(2) 0.0247(6) Uani 1 1 d . . . . .
C3 C 1.2194(4) 0.8062(3) 0.5478(2) 0.0260(6) Uani 1 1 d . . . . .
C4 C 1.3620(4) 0.9210(3) 0.6338(3) 0.0268(7) Uani 1 1 d . . . . .
C5 C 1.3381(4) 0.9514(3) 0.7387(3) 0.0258(6) Uani 1 1 d . . . . .
C6 C 1.1740(4) 0.8701(3) 0.7598(2) 0.0229(6) Uani 1 1 d . . . . .
C7 C 0.8512(4) 0.6603(3) 0.6902(2) 0.0215(6) Uani 1 1 d . . . . .
C8 C 0.6872(4) 0.6848(3) 0.6762(3) 0.0247(6) Uani 1 1 d . . . . .
C9 C 0.5244(4) 0.5984(3) 0.6948(3) 0.0250(6) Uani 1 1 d . . . . .
C10 C 0.5180(4) 0.4853(3) 0.7287(2) 0.0210(6) Uani 1 1 d . . . . .
C11 C 0.6811(4) 0.4587(3) 0.7405(2) 0.0223(6) Uani 1 1 d . . . . .
C12 C 0.8432(4) 0.5455(3) 0.7219(2) 0.0220(6) Uani 1 1 d . . . . .
C13 C 0.3460(4) 0.3946(3) 0.7532(2) 0.0206(6) Uani 1 1 d . . . . .
C14 C 0.2397(4) 0.2535(3) 0.6814(2) 0.0250(6) Uani 1 1 d . . . . .
C15 C 0.0813(4) 0.1637(3) 0.7004(3) 0.0291(7) Uani 1 1 d . . . . .
C16 C 0.0274(4) 0.2135(3) 0.7947(3) 0.0310(7) Uani 1 1 d . . . . .
C17 C 0.1306(4) 0.3523(4) 0.8662(3) 0.0290(7) Uani 1 1 d . . . . .
C18 C 0.2878(4) 0.4443(3) 0.8465(2) 0.0226(6) Uani 1 1 d . . . . .
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'
F F 0.0171 0.0103 '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
C2 C1 C6 118.2(3) . . ?
C2 C1 C7 119.6(3) . . ?
C6 C1 C7 122.2(3) . . ?
F1 C2 C3 118.0(3) . . ?
F1 C2 C1 119.6(3) . . ?
C3 C2 C1 122.4(3) . . ?
F2 C3 C2 120.7(3) . . ?
F2 C3 C4 119.8(3) . . ?
C2 C3 C4 119.4(3) . . ?
F3 C4 C5 120.8(3) . . ?
F3 C4 C3 120.0(3) . . ?
C5 C4 C3 119.1(3) . . ?
F4 C5 C4 117.6(3) . . ?
F4 C5 C6 121.0(3) . . ?
C4 C5 C6 121.5(3) . . ?
C5 C6 C1 119.4(3) . . ?
C5 C6 I1 118.8(2) . . ?
C1 C6 I1 121.8(2) . . ?
C12 C7 C8 117.0(3) . . ?
C12 C7 C1 120.9(2) . . ?
C8 C7 C1 122.1(3) . . ?
F5 C8 C9 119.1(2) . . ?
F5 C8 C7 119.8(3) . . ?
C9 C8 C7 121.1(3) . . ?
F6 C9 C10 120.1(2) . . ?
F6 C9 C8 118.1(3) . . ?
C10 C9 C8 121.8(3) . . ?
C9 C10 C11 117.1(3) . . ?
C9 C10 C13 122.4(2) . . ?
C11 C10 C13 120.4(2) . . ?
F7 C11 C12 119.6(2) . . ?
F7 C11 C10 119.6(2) . . ?
C12 C11 C10 120.8(3) . . ?
F8 C12 C7 119.5(2) . . ?
F8 C12 C11 118.3(3) . . ?
C7 C12 C11 122.2(3) . . ?
C14 C13 C18 118.0(3) . . ?
C14 C13 C10 119.1(3) . . ?
C18 C13 C10 122.9(2) . . ?
F9 C14 C15 117.9(3) . . ?
F9 C14 C13 120.3(3) . . ?
C15 C14 C13 121.8(3) . . ?
F10 C15 C14 120.0(3) . . ?
F10 C15 C16 120.4(3) . . ?
C14 C15 C16 119.6(3) . . ?
F11 C16 C17 120.9(3) . . ?
F11 C16 C15 119.7(3) . . ?
C17 C16 C15 119.3(3) . . ?
F12 C17 C16 117.8(3) . . ?
F12 C17 C18 120.8(3) . . ?
C16 C17 C18 121.5(3) . . ?
C17 C18 C13 119.8(3) . . ?
C17 C18 I2 118.7(2) . . ?
C13 C18 I2 121.5(2) . . ?
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 C6 2.079(3) . ?
I2 C18 2.080(3) . ?
F1 C2 1.345(3) . ?
F2 C3 1.338(3) . ?
F3 C4 1.331(3) . ?
F4 C5 1.342(3) . ?
F5 C8 1.339(3) . ?
F6 C9 1.338(3) . ?
F7 C11 1.337(3) . ?
F8 C12 1.337(3) . ?
F9 C14 1.349(3) . ?
F10 C15 1.341(3) . ?
F11 C16 1.330(3) . ?
F12 C17 1.333(3) . ?
C1 C2 1.377(4) . ?
C1 C6 1.395(4) . ?
C1 C7 1.491(4) . ?
C2 C3 1.372(4) . ?
C3 C4 1.380(4) . ?
C4 C5 1.376(4) . ?
C5 C6 1.384(4) . ?
C7 C12 1.374(4) . ?
C7 C8 1.385(4) . ?
C8 C9 1.380(4) . ?
C9 C10 1.377(4) . ?
C10 C11 1.388(4) . ?
C10 C13 1.489(4) . ?
C11 C12 1.378(4) . ?
C13 C14 1.388(4) . ?
C13 C18 1.392(4) . ?
C14 C15 1.374(4) . ?
C15 C16 1.383(5) . ?
C16 C17 1.367(5) . ?
C17 C18 1.382(4) . ?
