#------------------------------------------------------------------------------
#$Date: 2019-11-22 18:54:32 +0200 (Fri, 22 Nov 2019) $
#$Revision: 231230 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/62/4516294.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_4516294
loop_
_publ_author_name
'd’Agostino, Simone'
'Grepioni, Fabrizia'
'Braga, Dario'
'Ventura, Barbara'
_publ_section_title
;
 Tipping the Balance with the Aid of Stoichiometry: Room Temperature
 Phosphorescence versus Fluorescence in Organic Cocrystals
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2039
_journal_paper_doi               10.1021/acs.cgd.5b00226
_journal_volume                  15
_journal_year                    2015
_chemical_formula_sum            'C26 H10 F8 I4'
_chemical_formula_weight         981.94
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.657(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.1118(6)
_cell_length_b                   14.3288(4)
_cell_length_c                   8.6508(2)
_cell_measurement_reflns_used    3451
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.6240
_cell_measurement_theta_min      2.9060
_cell_volume                     2740.70(12)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2005)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 16.1340
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -16.00   24.00   1.0000   17.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.6736  -99.0000  120.0000 40

#__ type_ start__ end____ width___ exp.time_
  2 omega  -21.00   14.00   1.0000   17.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.6736  -99.0000  -30.0000 35

#__ type_ start__ end____ width___ exp.time_
  3 omega  -36.00   35.00   1.0000   17.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8455  -57.0000 -150.0000 71

#__ type_ start__ end____ width___ exp.time_
  4 omega   45.00   93.00   1.0000   17.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8455  179.0000   30.0000 48

#__ type_ start__ end____ width___ exp.time_
  5 omega   -7.00   84.00   1.0000   17.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8455   38.0000  150.0000 91

#__ type_ start__ end____ width___ exp.time_
  6 omega  -53.00   44.00   1.0000   17.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8455  -38.0000  -30.0000 97

;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_sigmaI/netI    0.0278
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10732
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.28
_diffrn_reflns_theta_min         2.84
_exptl_absorpt_coefficient_mu    4.617
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82483
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.380
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1800
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.051
_refine_diff_density_min         -0.842
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       0.00015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         3293
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.0792
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0245P)²+4.8394P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0793
_refine_ls_wR_factor_ref         0.0888
_reflns_number_gt                2260
_reflns_number_total             3293
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            cg5b00226_si_002.cif
_cod_data_source_block           2_[(DPA)I2F4)2]
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4516294
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.2191(2) 0.3768(4) -0.0918(5) 0.0507(12) Uani 1 1 d .
C2 C 0.2804(2) 0.3751(4) -0.1093(5) 0.0453(11) Uani 1 1 d .
C3 C 0.3022(2) 0.3735(4) -0.2584(6) 0.0483(12) Uani 1 1 d .
C4 C 0.2632(2) 0.3711(4) -0.3833(5) 0.0480(12) Uani 1 1 d .
C5 C 0.2015(2) 0.3726(3) -0.3654(5) 0.0435(11) Uani 1 1 d .
C6 C 0.1799(2) 0.3756(4) -0.2165(6) 0.0497(12) Uani 1 1 d .
C7 C 0.0000 0.4617(6) -0.7500 0.056(2) Uani 1 2 d S
H7 H 0.0000 0.5266 -0.7500 0.067 Uiso 1 2 calc SR
C8 C 0.0361(3) 0.4128(4) -0.8520(7) 0.0549(14) Uani 1 1 d .
H8 H 0.0602 0.4451 -0.9214 0.066 Uiso 1 1 calc R
C9 C 0.0365(2) 0.3180(4) -0.8510(6) 0.0484(13) Uani 1 1 d .
H9 H 0.0615 0.2862 -0.9187 0.058 Uiso 1 1 calc R
C10 C 0.0000 0.2673(5) -0.7500 0.0425(17) Uani 1 2 d S
C11 C 0.0000 0.1681(6) -0.7500 0.0496(18) Uani 1 2 d S
C12 C 0.0000 0.0847(6) -0.7500 0.0485(18) Uani 1 2 d S
C13 C 0.0000 -0.0154(5) -0.7500 0.0408(17) Uani 1 2 d S
C14 C 0.0380(3) -0.0654(4) -0.8478(6) 0.0534(15) Uani 1 1 d .
H14 H 0.0634 -0.0334 -0.9144 0.064 Uiso 1 1 calc R
C15 C 0.0383(3) -0.1598(5) -0.8467(7) 0.0697(19) Uani 1 1 d .
H15 H 0.0644 -0.1921 -0.9112 0.084 Uiso 1 1 calc R
C16 C 0.0000 -0.2086(7) -0.7500 0.081(3) Uani 1 2 d S
H16 H 0.0000 -0.2735 -0.7500 0.097 Uiso 1 2 calc SR
F1 F 0.12029(14) 0.3771(3) -0.1922(4) 0.0726(9) Uani 1 1 d .
F2 F 0.19508(16) 0.3796(3) 0.0509(3) 0.0788(10) Uani 1 1 d .
F3 F 0.36161(13) 0.3725(3) -0.2837(4) 0.0737(10) Uani 1 1 d .
F4 F 0.28684(15) 0.3692(3) -0.5257(3) 0.0779(10) Uani 1 1 d .
I1 I 0.340149(18) 0.37834(3) 0.07832(4) 0.06317(16) Uani 1 1 d .
I2 I 0.143009(17) 0.37155(3) -0.55525(4) 0.06003(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'
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
F2 C1 C2 120.2(4) . .
F2 C1 C6 117.8(5) . .
C2 C1 C6 122.0(5) . .
C1 C2 C3 117.5(4) . .
C1 C2 I1 122.4(4) . .
C3 C2 I1 120.2(4) . .
F3 C3 C4 118.8(5) . .
F3 C3 C2 120.5(4) . .
C4 C3 C2 120.7(5) . .
F4 C4 C5 120.1(4) . .
F4 C4 C3 118.2(5) . .
C5 C4 C3 121.7(5) . .
C4 C5 C6 117.4(4) . .
C4 C5 I2 121.3(3) . .
C6 C5 I2 121.2(4) . .
F1 C6 C1 119.3(5) . .
F1 C6 C5 120.0(4) . .
C1 C6 C5 120.7(5) . .
C8 C7 C8 119.3(8) . 2_553
C9 C8 C7 120.3(6) . .
C8 C9 C10 121.3(6) . .
C9 C10 C9 117.4(7) 2_553 .
C9 C10 C11 121.3(4) 2_553 .
C9 C10 C11 121.3(4) . .
C12 C11 C10 180.000(1) . .
C11 C12 C13 180.000(1) . .
C14 C13 C14 118.3(7) 2_553 .
C14 C13 C12 120.8(4) 2_553 .
C14 C13 C12 120.8(4) . .
C15 C14 C13 120.8(6) . .
C14 C15 C16 120.3(7) . .
C15 C16 C15 119.4(9) 2_553 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 F2 1.350(6) .
C1 C2 1.366(7) .
C1 C6 1.375(7) .
C2 C3 1.383(7) .
C2 I1 2.082(4) .
C3 F3 1.334(6) .
C3 C4 1.376(7) .
C4 F4 1.344(5) .
C4 C5 1.373(7) .
C5 C6 1.380(7) .
C5 I2 2.080(4) .
C6 F1 1.338(6) .
C7 C8 1.386(7) .
C7 C8 1.386(7) 2_553
C8 C9 1.358(7) .
C9 C10 1.400(6) .
C10 C9 1.400(6) 2_553
C10 C11 1.421(10) .
C11 C12 1.195(9) .
C12 C13 1.435(10) .
C13 C14 1.397(6) 2_553
C13 C14 1.397(6) .
C14 C15 1.352(8) .
C15 C16 1.387(8) .
C16 C15 1.387(8) 2_553
