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#$Date: 2025-08-18 18:33:07 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301779 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/38/1543879.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_1543879
loop_
_publ_author_name
'Liu, Yingjie'
'Ma, Suqian'
'Xu, Bin'
'Tian, Wenjing'
_publ_section_title
;
 Construction and function of a highly efficient supramolecular
 luminescent system.
;
_journal_name_full               'Faraday discussions'
_journal_page_first              219
_journal_page_last               229
_journal_paper_doi               10.1039/c6fd00166a
_journal_volume                  196
_journal_year                    2017
_chemical_formula_moiety         'C28 H20 N2, 2(C6 F3 I3)'
_chemical_formula_sum            'C20 H10 F3 I3 N'
_chemical_formula_weight         701.99
_chemical_name_common            4FI-1
_chemical_name_systematic        'BP4VA FI-1'
_chemical_properties_physical    ', Efflorescent'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-06-21 deposited with the CCDC.
2016-08-09 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 102.80(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.6902(17)
_cell_length_b                   13.870(3)
_cell_length_c                   17.377(4)
_cell_measurement_reflns_used    15060
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.52
_cell_measurement_theta_min      3.00
_cell_volume                     2042.5(8)
_computing_cell_refinement       RAPID-AUTO
_computing_data_collection       'RAPID-AUTO (Rigaku Corporation, 1998)'
_computing_data_reduction
'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18046
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.00
_exptl_absorpt_coefficient_mu    4.622
_exptl_absorpt_correction_T_max  0.6304
_exptl_absorpt_correction_T_min  0.5639
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1292
_exptl_crystal_preparation       ', Luminescent'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         2.177
_refine_diff_density_min         -0.839
_refine_diff_density_rms         0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4648
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0462
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0777P)²+3.4087P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1237
_refine_ls_wR_factor_ref         0.1414
_reflns_number_gt                3413
_reflns_number_total             4648
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6fd00166a2.cif
_cod_data_source_block           111
_cod_depositor_comments
'Adding full bibliography for 1543879--1543880.cif.'
_cod_original_cell_volume        2042.5(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1543879
_solvent_exptl_crystal_recrystallization_method THF
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.3030(7) 0.6937(5) 0.3686(4) 0.0466(13) Uani 1 1 d .
C2 C 0.2531(7) 0.7235(5) 0.4356(4) 0.0492(14) Uani 1 1 d .
C3 C 0.3339(8) 0.7919(4) 0.4869(4) 0.0473(14) Uani 1 1 d .
C4 C 0.4722(8) 0.8279(4) 0.4703(4) 0.0476(14) Uani 1 1 d .
C5 C 0.5267(7) 0.8002(5) 0.4057(4) 0.0481(14) Uani 1 1 d .
C6 C 0.4401(8) 0.7340(5) 0.3554(3) 0.0515(15) Uani 1 1 d .
C7 C 0.5509(7) 0.5712(5) 0.5588(4) 0.0467(13) Uani 1 1 d .
C8 C 0.6043(9) 0.6462(5) 0.6162(5) 0.0604(18) Uani 1 1 d .
H8 H 0.5482 0.6594 0.6548 0.072 Uiso 1 1 calc R
C9 C 0.7366(9) 0.6975(6) 0.6139(5) 0.0667(19) Uani 1 1 d .
H9 H 0.7682 0.7471 0.6500 0.080 Uiso 1 1 calc R
C10 C 0.8269(9) 0.6764(7) 0.5574(5) 0.069(2) Uani 1 1 d .
H10 H 0.9173 0.7119 0.5568 0.083 Uiso 1 1 calc R
C11 C 0.7821(8) 0.6045(6) 0.5043(5) 0.0644(19) Uani 1 1 d .
H11 H 0.8457 0.5899 0.4693 0.077 Uiso 1 1 calc R
C12 C 0.6402(8) 0.5505(5) 0.5002(4) 0.0495(14) Uani 1 1 d .
C13 C 0.5894(7) 0.4812(5) 0.4426(4) 0.0484(14) Uani 1 1 d .
C14 C 0.6884(8) 0.4619(6) 0.3849(4) 0.0578(17) Uani 1 1 d .
H14 H 0.7889 0.4372 0.4046 0.069 Uiso 1 1 calc R
C15 C 0.6467(8) 0.4766(5) 0.3081(4) 0.0565(16) Uani 1 1 d .
H15 H 0.5463 0.5008 0.2873 0.068 Uiso 1 1 calc R
C16 C 0.7519(7) 0.4565(5) 0.2533(4) 0.0484(14) Uani 1 1 d .
C17 C 0.8683(8) 0.3865(5) 0.2701(4) 0.0545(15) Uani 1 1 d .
H17 H 0.8800 0.3483 0.3150 0.065 Uiso 1 1 calc R
C18 C 0.9659(9) 0.3753(6) 0.2186(5) 0.0642(19) Uani 1 1 d .
H18 H 1.0413 0.3267 0.2297 0.077 Uiso 1 1 calc R
C19 C 0.8458(10) 0.4928(6) 0.1369(4) 0.065(2) Uani 1 1 d .
H19 H 0.8363 0.5288 0.0909 0.078 Uiso 1 1 calc R
C20 C 0.7396(9) 0.5091(6) 0.1836(4) 0.0621(18) Uani 1 1 d .
H20 H 0.6603 0.5549 0.1689 0.075 Uiso 1 1 calc R
F1 F 0.1198(5) 0.6862(3) 0.4496(3) 0.0657(11) Uani 1 1 d .
F2 F 0.5522(5) 0.8944(3) 0.5194(3) 0.0675(11) Uani 1 1 d .
F3 F 0.4899(5) 0.7069(3) 0.2909(2) 0.0682(11) Uani 1 1 d .
I1 I 0.17283(6) 0.59410(4) 0.29087(3) 0.06715(18) Uani 1 1 d .
I2 I 0.25724(7) 0.83622(4) 0.58618(3) 0.07011(19) Uani 1 1 d .
I3 I 0.73702(6) 0.85957(4) 0.38555(3) 0.06090(17) Uani 1 1 d .
N1 N 0.9620(7) 0.4278(5) 0.1543(4) 0.0654(16) 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'
N N 0.0061 0.0033 '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
C6 C1 C2 117.3(6) . .
C6 C1 I1 121.7(5) . .
C2 C1 I1 120.9(5) . .
F1 C2 C3 118.9(6) . .
F1 C2 C1 118.7(6) . .
C3 C2 C1 122.4(6) . .
C2 C3 C4 116.9(6) . .
C2 C3 I2 121.9(5) . .
C4 C3 I2 121.2(5) . .
F2 C4 C5 119.4(6) . .
F2 C4 C3 117.7(6) . .
C5 C4 C3 122.8(6) . .
C4 C5 C6 118.1(6) . .
C4 C5 I3 119.9(5) . .
C6 C5 I3 122.0(5) . .
F3 C6 C5 119.2(6) . .
F3 C6 C1 118.4(6) . .
C5 C6 C1 122.4(6) . .
C13 C7 C12 118.9(6) 3_666 .
C13 C7 C8 121.7(6) 3_666 .
C12 C7 C8 119.4(6) . .
C9 C8 C7 120.0(7) . .
C9 C8 H8 120.0 . .
C7 C8 H8 120.0 . .
C8 C9 C10 120.9(8) . .
C8 C9 H9 119.5 . .
C10 C9 H9 119.5 . .
C11 C10 C9 120.3(7) . .
C11 C10 H10 119.8 . .
C9 C10 H10 119.8 . .
C10 C11 C12 122.2(7) . .
C10 C11 H11 118.9 . .
C12 C11 H11 118.9 . .
C13 C12 C11 122.1(6) . .
C13 C12 C7 120.9(6) . .
C11 C12 C7 117.0(7) . .
C12 C13 C7 120.2(5) . 3_666
C12 C13 C14 118.3(6) . .
C7 C13 C14 121.5(6) 3_666 .
C15 C14 C13 125.8(6) . .
C15 C14 H14 117.1 . .
C13 C14 H14 117.1 . .
C14 C15 C16 123.3(6) . .
C14 C15 H15 118.3 . .
C16 C15 H15 118.3 . .
C17 C16 C20 117.4(6) . .
C17 C16 C15 121.4(6) . .
C20 C16 C15 121.2(6) . .
C18 C17 C16 118.1(7) . .
C18 C17 H17 121.0 . .
C16 C17 H17 121.0 . .
N1 C18 C17 125.6(7) . .
N1 C18 H18 117.2 . .
C17 C18 H18 117.2 . .
N1 C19 C20 123.3(7) . .
N1 C19 H19 118.4 . .
C20 C19 H19 118.4 . .
C19 C20 C16 119.5(7) . .
C19 C20 H20 120.2 . .
C16 C20 H20 120.2 . .
C18 N1 C19 115.9(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.380(9) .
C1 C2 1.392(9) .
C1 I1 2.082(6) .
C2 F1 1.339(7) .
C2 C3 1.381(9) .
C3 C4 1.390(9) .
C3 I2 2.076(6) .
C4 F2 1.342(7) .
C4 C5 1.365(9) .
C5 C6 1.373(9) .
C5 I3 2.104(6) .
C6 F3 1.341(7) .
C7 C13 1.416(9) 3_666
C7 C12 1.440(8) .
C7 C8 1.446(10) .
C8 C9 1.360(11) .
C8 H8 0.9300 .
C9 C10 1.417(12) .
C9 H9 0.9300 .
C10 C11 1.356(12) .
C10 H10 0.9300 .
C11 C12 1.431(10) .
C11 H11 0.9300 .
C12 C13 1.386(10) .
C13 C7 1.416(9) 3_666
C13 C14 1.484(8) .
C14 C15 1.318(10) .
C14 H14 0.9300 .
C15 C16 1.486(9) .
C15 H15 0.9300 .
C16 C17 1.385(9) .
C16 C20 1.398(9) .
C17 C18 1.370(10) .
C17 H17 0.9300 .
C18 N1 1.328(10) .
C18 H18 0.9300 .
C19 N1 1.338(10) .
C19 C20 1.376(10) .
C19 H19 0.9300 .
C20 H20 0.9300 .
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_4
C6 C1 C2 F1 179.5(6) . .
I1 C1 C2 F1 0.6(8) . .
C6 C1 C2 C3 1.2(10) . .
I1 C1 C2 C3 -177.8(5) . .
F1 C2 C3 C4 179.5(6) . .
C1 C2 C3 C4 -2.2(10) . .
F1 C2 C3 I2 1.3(8) . .
C1 C2 C3 I2 179.6(5) . .
C2 C3 C4 F2 180.0(6) . .
I2 C3 C4 F2 -1.8(8) . .
C2 C3 C4 C5 1.5(10) . .
I2 C3 C4 C5 179.7(5) . .
F2 C4 C5 C6 -178.3(6) . .
C3 C4 C5 C6 0.1(10) . .
F2 C4 C5 I3 1.3(9) . .
C3 C4 C5 I3 179.7(5) . .
C4 C5 C6 F3 178.8(6) . .
I3 C5 C6 F3 -0.8(9) . .
C4 C5 C6 C1 -1.2(10) . .
I3 C5 C6 C1 179.2(5) . .
C2 C1 C6 F3 -179.4(6) . .
I1 C1 C6 F3 -0.5(9) . .
C2 C1 C6 C5 0.6(10) . .
I1 C1 C6 C5 179.5(5) . .
C13 C7 C8 C9 -177.5(7) 3_666 .
C12 C7 C8 C9 0.9(10) . .
C7 C8 C9 C10 -2.2(11) . .
C8 C9 C10 C11 0.3(13) . .
C9 C10 C11 C12 3.0(12) . .
C10 C11 C12 C13 175.8(7) . .
C10 C11 C12 C7 -4.1(11) . .
C13 C7 C12 C13 0.7(10) 3_666 .
C8 C7 C12 C13 -177.8(6) . .
C13 C7 C12 C11 -179.4(6) 3_666 .
C8 C7 C12 C11 2.1(9) . .
C11 C12 C13 C7 179.4(6) . 3_666
C7 C12 C13 C7 -0.7(11) . 3_666
C11 C12 C13 C14 1.3(10) . .
C7 C12 C13 C14 -178.8(6) . .
C12 C13 C14 C15 -116.4(9) . .
C7 C13 C14 C15 65.5(11) 3_666 .
C13 C14 C15 C16 179.5(7) . .
C14 C15 C16 C17 27.6(12) . .
C14 C15 C16 C20 -150.8(8) . .
C20 C16 C17 C18 1.6(11) . .
C15 C16 C17 C18 -176.8(7) . .
C16 C17 C18 N1 2.0(13) . .
N1 C19 C20 C16 0.4(13) . .
C17 C16 C20 C19 -2.7(11) . .
C15 C16 C20 C19 175.7(7) . .
C17 C18 N1 C19 -4.3(13) . .
C20 C19 N1 C18 3.0(12) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139048988
