#------------------------------------------------------------------------------
#$Date: 2021-09-06 13:31:17 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268681 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/30/7243053.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_7243053
loop_
_publ_author_name
'Shen, Yue'
'Wang, Shiyin'
'Zhang, Xiangyu'
'Li, Nan'
'Liu, Haichao'
'Yang, Bing'
_publ_section_title
;
 Supramolecular complex strategy for pure organic multi-color luminescent
 materials and stimuli-responsive luminescence switching
;
_journal_issue                   34
_journal_name_full               CrystEngComm
_journal_page_first              5918
_journal_page_last               5924
_journal_paper_doi               10.1039/D1CE00449B
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C10 F8, C22 H14'
_chemical_formula_sum            'C32 H14 F8'
_chemical_formula_weight         550.43
_chemical_name_systematic
9-(phenylethynyl)anthracene_octafluoronaphthalene
_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     direct
_audit_creation_date             2019-08-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-04-03 deposited with the CCDC.	2021-06-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.513(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.8012(4)
_cell_length_b                   24.7708(15)
_cell_length_c                   14.5619(9)
_cell_measurement_reflns_used    9905
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.72
_cell_measurement_theta_min      2.97
_cell_volume                     2403.9(3)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            40935
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.789
_diffrn_reflns_theta_min         2.971
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_description       needlelike
_exptl_crystal_F_000             1112
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane/methanol'
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         5120
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.1417
_refine_ls_R_factor_gt           0.0784
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0366P)²+2.9066P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1464
_refine_ls_wR_factor_ref         0.1760
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2813
_reflns_number_total             5120
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00449b2.cif
_cod_data_source_block           PEA-OFN
_cod_depositor_comments
'Adding full bibliography for 7243051--7243053.cif.'
_cod_database_code               7243053
_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
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C5AA(H5AA), C7AA(H7AA), C3AA(H3AA), C1AA(H1AA), C2AA(H2AA),
 C22(H22), C20(H20), C19(H19), C18(H18), C21(H21), C0AA(H0AA), C10(H10), C9(H9)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
C29 C 0.8943(5) 0.29419(13) 0.9845(2) 0.0472(8) Uani 1 1 d . . . . .
C25 C 0.8298(4) 0.37784(12) 0.8975(2) 0.0374(7) Uani 1 1 d . . . . .
C11 C 0.4260(5) 0.18508(14) 0.5622(2) 0.0476(8) Uani 1 1 d . . . . .
H11 H 0.434449 0.223345 0.561125 0.057 Uiso 1 1 calc R . . . .
C5AA C 0.3167(5) 0.06962(13) 0.3968(2) 0.0483(8) Uani 1 1 d . . . . .
H5AA H 0.307322 0.031415 0.399502 0.058 Uiso 1 1 calc R . . . .
C7AA C 0.4009(5) 0.07335(14) 0.5696(3) 0.0557(9) Uani 1 1 d . . . . .
H7AA H 0.390950 0.035188 0.573339 0.067 Uiso 1 1 calc R . . . .
C26 C 0.8669(5) 0.40473(13) 0.9841(2) 0.0456(8) Uani 1 1 d . . . . .
C27 C 0.9154(5) 0.37744(15) 1.0658(2) 0.0521(9) Uani 1 1 d . . . . .
C28 C 0.9299(5) 0.32204(16) 1.0657(2) 0.0537(9) Uani 1 1 d . . . . .
C30 C 0.8414(4) 0.32065(11) 0.8973(2) 0.0375(7) Uani 1 1 d . . . . .
C32 C 0.7520(5) 0.32113(15) 0.7290(2) 0.0513(8) Uani 1 1 d . . . . .
C24 C 0.7824(5) 0.40462(13) 0.8103(2) 0.0456(8) Uani 1 1 d . . . . .
C23 C 0.7456(5) 0.37697(15) 0.7290(2) 0.0506(8) Uani 1 1 d . . . . .
F8 F 0.7094(3) 0.29505(10) 0.64702(15) 0.0812(7) Uani 1 1 d . . . . .
F1 F 0.7024(3) 0.40299(10) 0.64645(14) 0.0803(7) Uani 1 1 d . . . . .
F6 F 0.9110(3) 0.24016(8) 0.98760(16) 0.0766(7) Uani 1 1 d . . . . .
F5 F 0.9826(3) 0.29624(10) 1.14776(15) 0.0841(7) Uani 1 1 d . . . . .
F4 F 0.9480(3) 0.40405(10) 1.14783(14) 0.0820(7) Uani 1 1 d . . . . .
F2 F 0.7735(3) 0.45891(8) 0.80682(15) 0.0714(6) Uani 1 1 d . . . . .
F7 F 0.8037(3) 0.23948(8) 0.80775(16) 0.0736(6) Uani 1 1 d . . . . .
F3 F 0.8548(3) 0.45850(8) 0.98733(15) 0.0721(6) Uani 1 1 d . . . . .
C3AA C 0.2376(6) 0.06476(17) 0.2244(3) 0.0683(11) Uani 1 1 d . . . . .
H3AA H 0.231602 0.026471 0.226534 0.082 Uiso 1 1 calc R . . . .
C1AA C 0.2108(6) 0.1466(2) 0.1361(3) 0.0738(12) Uani 1 1 d . . . . .
H1AA H 0.186384 0.163877 0.076651 0.089 Uiso 1 1 calc R . . . .
C2AA C 0.2042(6) 0.0901(2) 0.1407(3) 0.0807(13) Uani 1 1 d . . . . .
H2AA H 0.176042 0.069491 0.084503 0.097 Uiso 1 1 calc R . . . .
C31 C 0.7995(4) 0.29372(13) 0.8108(2) 0.0467(8) Uani 1 1 d . . . . .
C17 C 0.3655(7) 0.34580(14) 0.3893(2) 0.0647(11) Uani 1 1 d . . . . .
C22 C 0.5472(8) 0.37116(17) 0.4222(3) 0.0860(14) Uani 1 1 d . . . . .
H22 H 0.664160 0.350220 0.444079 0.103 Uiso 1 1 calc R . . . .
C20 C 0.3911(13) 0.4566(2) 0.3940(3) 0.122(3) Uani 1 1 d . . . . .
H20 H 0.399339 0.494888 0.396504 0.146 Uiso 1 1 calc R . . . .
C19 C 0.2110(11) 0.4326(2) 0.3610(3) 0.115(2) Uani 1 1 d . . . . .
H19 H 0.095275 0.453976 0.339120 0.138 Uiso 1 1 calc R . . . .
C18 C 0.1968(8) 0.37631(17) 0.3593(3) 0.0869(14) Uani 1 1 d . . . . .
H18 H 0.070972 0.359299 0.337539 0.104 Uiso 1 1 calc R . . . .
C21 C 0.5588(11) 0.4268(2) 0.4233(3) 0.113(2) Uani 1 1 d . . . . .
H21 H 0.684258 0.444096 0.444614 0.136 Uiso 1 1 calc R . . . .
C14 C 0.2903(4) 0.15222(13) 0.3048(2) 0.0418(7) Uani 1 1 d . . . . .
C12 C 0.3759(4) 0.15629(12) 0.4762(2) 0.0377(7) Uani 1 1 d . . . . .
C4AA C 0.2818(4) 0.09473(13) 0.3098(2) 0.0464(8) Uani 1 1 d . . . . .
C6AA C 0.3650(4) 0.09863(12) 0.4801(2) 0.0412(7) Uani 1 1 d . . . . .
C15 C 0.3456(5) 0.23992(13) 0.3857(2) 0.0485(8) Uani 1 1 d . . . . .
C13 C 0.3368(4) 0.18225(11) 0.3884(2) 0.0378(7) Uani 1 1 d . . . . .
C0AA C 0.2514(5) 0.17708(16) 0.2150(2) 0.0557(9) Uani 1 1 d . . . . .
H0AA H 0.253872 0.215316 0.210204 0.067 Uiso 1 1 calc R . . . .
C10 C 0.4620(5) 0.15890(16) 0.6456(2) 0.0590(9) Uani 1 1 d . . . . .
H10 H 0.496353 0.178966 0.702155 0.071 Uiso 1 1 calc R . . . .
C9 C 0.4488(5) 0.10235(17) 0.6492(3) 0.0633(10) Uani 1 1 d . . . . .
H9 H 0.473833 0.084471 0.708106 0.076 Uiso 1 1 calc R . . . .
C16 C 0.3538(6) 0.28762(14) 0.3869(2) 0.0579(9) 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'
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'
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
C28 C29 C30 121.4(3) . . ?
F6 C29 C28 118.8(3) . . ?
F6 C29 C30 119.8(3) . . ?
C26 C25 C30 118.4(3) . . ?
C26 C25 C24 123.6(3) . . ?
C24 C25 C30 118.1(3) . . ?
C10 C11 C12 121.2(3) . . ?
C4AA C5AA C6AA 122.1(3) . . ?
C9 C7AA C6AA 121.4(3) . . ?
C27 C26 C25 121.5(3) . . ?
F3 C26 C25 120.2(3) . . ?
F3 C26 C27 118.3(3) . . ?
C26 C27 C28 120.2(3) . . ?
F4 C27 C26 120.4(3) . . ?
F4 C27 C28 119.4(3) . . ?
C29 C28 C27 120.7(3) . . ?
F5 C28 C29 120.5(3) . . ?
F5 C28 C27 118.8(3) . . ?
C29 C30 C25 117.8(3) . . ?
C31 C30 C29 123.8(3) . . ?
C31 C30 C25 118.4(3) . . ?
F8 C32 C23 118.8(3) . . ?
F8 C32 C31 121.0(3) . . ?
C31 C32 C23 120.3(3) . . ?
C23 C24 C25 121.4(3) . . ?
F2 C24 C25 120.2(3) . . ?
F2 C24 C23 118.4(3) . . ?
C24 C23 C32 120.5(3) . . ?
F1 C23 C32 118.8(3) . . ?
F1 C23 C24 120.7(3) . . ?
C2AA C3AA C4AA 120.9(4) . . ?
C0AA C1AA C2AA 121.2(4) . . ?
C3AA C2AA C1AA 120.3(4) . . ?
C32 C31 C30 121.4(3) . . ?
F7 C31 C30 120.2(3) . . ?
F7 C31 C32 118.3(3) . . ?
C22 C17 C16 120.2(4) . . ?
C18 C17 C22 119.5(4) . . ?
C18 C17 C16 120.3(4) . . ?
C21 C22 C17 120.2(5) . . ?
C21 C20 C19 121.0(5) . . ?
C20 C19 C18 119.8(6) . . ?
C17 C18 C19 119.6(5) . . ?
C20 C21 C22 119.9(6) . . ?
C13 C14 C4AA 119.2(3) . . ?
C13 C14 C0AA 122.3(3) . . ?
C0AA C14 C4AA 118.5(3) . . ?
C11 C12 C6AA 118.0(3) . . ?
C13 C12 C11 122.6(3) . . ?
C13 C12 C6AA 119.3(3) . . ?
C5AA C4AA C3AA 122.0(3) . . ?
C5AA C4AA C14 119.4(3) . . ?
C14 C4AA C3AA 118.6(3) . . ?
C5AA C6AA C7AA 122.6(3) . . ?
C5AA C6AA C12 119.0(3) . . ?
C7AA C6AA C12 118.4(3) . . ?
C16 C15 C13 177.7(4) . . ?
C14 C13 C12 120.9(3) . . ?
C14 C13 C15 120.5(3) . . ?
C12 C13 C15 118.6(3) . . ?
C1AA C0AA C14 120.5(4) . . ?
C11 C10 C9 120.6(3) . . ?
C7AA C9 C10 120.4(3) . . ?
C15 C16 C17 179.3(4) . . ?
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
C29 C28 1.348(5) . ?
C29 C30 1.411(4) . ?
C29 F6 1.343(4) . ?
C25 C26 1.404(4) . ?
C25 C30 1.419(4) . ?
C25 C24 1.412(4) . ?
C11 C12 1.422(4) . ?
C11 C10 1.356(4) . ?
C5AA C4AA 1.388(4) . ?
C5AA C6AA 1.392(4) . ?
C7AA C6AA 1.422(4) . ?
C7AA C9 1.347(5) . ?
C26 C27 1.351(4) . ?
C26 F3 1.336(4) . ?
C27 C28 1.376(5) . ?
C27 F4 1.343(4) . ?
C28 F5 1.339(4) . ?
C30 C31 1.403(4) . ?
C32 C23 1.384(5) . ?
C32 F8 1.337(4) . ?
C32 C31 1.353(5) . ?
C24 C23 1.347(4) . ?
C24 F2 1.347(4) . ?
C23 F1 1.343(4) . ?
F7 C31 1.345(4) . ?
C3AA C2AA 1.349(6) . ?
C3AA C4AA 1.428(5) . ?
C1AA C2AA 1.404(6) . ?
C1AA C0AA 1.356(5) . ?
C17 C22 1.384(6) . ?
C17 C18 1.370(6) . ?
C17 C16 1.443(5) . ?
C22 C21 1.380(6) . ?
C20 C19 1.360(8) . ?
C20 C21 1.355(8) . ?
C19 C18 1.397(6) . ?
C14 C4AA 1.428(4) . ?
C14 C13 1.407(4) . ?
C14 C0AA 1.422(4) . ?
C12 C6AA 1.432(4) . ?
C12 C13 1.408(4) . ?
C15 C13 1.431(4) . ?
C15 C16 1.183(4) . ?
C10 C9 1.405(5) . ?
