#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/58/7215822.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_7215822
loop_
_publ_author_name
'Sutton, Ashley L.'
'Abrahams, Brendan F.'
'D'Alessandro, Deanna M.'
'Elliott, Robert W.'
'Hudson, Timothy A.'
'Robson, Richard'
'Usov, Pavel M.'
_publ_section_title
;
 Structural and optical investigations of charge transfer complexes
 involving the F4TCNQ dianion
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/c4ce00289j
_journal_year                    2014
_chemical_formula_sum            'C36.5 H22 F4 N8 O4.5'
_chemical_formula_weight         720.62
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                73.207(5)
_cell_angle_beta                 69.339(5)
_cell_angle_gamma                74.309(5)
_cell_formula_units_Z            1
_cell_length_a                   8.0153(4)
_cell_length_b                   10.5291(7)
_cell_length_c                   11.0731(7)
_cell_measurement_reflns_used    2529
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      73.8917
_cell_measurement_theta_min      4.3657
_cell_volume                     822.17(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      130(2)
_diffrn_detector_area_resol_mean 10.2273
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0262
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5420
_diffrn_reflns_theta_full        74.06
_diffrn_reflns_theta_max         74.06
_diffrn_reflns_theta_min         4.37
_exptl_absorpt_coefficient_mu    0.980
_exptl_absorpt_correction_T_max  0.926
_exptl_absorpt_correction_T_min  0.671
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
;
_exptl_crystal_colour            Black
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Large Plate'
_exptl_crystal_F_000             369
_exptl_crystal_size_max          0.7687
_exptl_crystal_size_mid          0.2905
_exptl_crystal_size_min          0.1000
_refine_diff_density_max         0.907
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3211
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0770P)²+0.3478P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1307
_refine_ls_wR_factor_ref         0.1385
_reflns_number_gt                2749
_reflns_number_total             3211
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00289j2.cif
_cod_data_source_block           4F4TCNQ
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_refine_ls_hydrogen_treatment' value 'Constr' changed
to 'constr' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C36.50 H22 F4 N8 O4.50'
_cod_database_code               7215822
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C13 C 0.9530(2) 0.93747(17) -0.07083(16) 0.0236(4) Uani 1 1 d .
C14 C 0.9691(2) 0.95021(17) 0.13116(16) 0.0235(4) Uani 1 1 d .
C15 C 0.9164(2) 0.88076(17) 0.06442(16) 0.0217(3) Uani 1 1 d .
C16 C 0.8290(2) 0.76442(17) 0.12961(16) 0.0235(4) Uani 1 1 d .
C17 C 0.7552(2) 0.72630(17) 0.26718(17) 0.0254(4) Uani 1 1 d .
C18 C 0.8011(2) 0.68272(17) 0.06085(16) 0.0231(3) Uani 1 1 d .
C20 C 1.0000 1.0000 0.5000 0.098(3) Uiso 0.50 2 d SP
N3 N 0.7729(2) 0.61020(15) 0.01221(15) 0.0285(3) Uani 1 1 d .
N4 N 0.6898(2) 0.68885(17) 0.37936(15) 0.0331(4) Uani 1 1 d .
O3 O 0.1645(16) 0.9493(12) -0.4707(12) 0.104(3) Uiso 0.25 1 d P
F1 F 0.90614(15) 0.88201(11) -0.14757(10) 0.0322(3) Uani 1 1 d .
F2 F 0.94333(15) 0.90473(11) 0.26279(10) 0.0320(3) Uani 1 1 d .
C1 C -0.0534(3) 0.6585(3) -0.4308(2) 0.0464(6) Uani 1 1 d .
H1 H -0.1574 0.6684 -0.4576 0.056 Uiso 1 1 calc R
C2 C 0.1131(3) 0.6715(3) -0.5243(2) 0.0477(6) Uani 1 1 d .
H2 H 0.1243 0.6910 -0.6159 0.057 Uiso 1 1 calc R
C3 C -0.0673(3) 0.6309(2) -0.29847(19) 0.0351(4) Uani 1 1 d .
H3 H -0.1813 0.6232 -0.2334 0.042 Uiso 1 1 calc R
C4 C 0.0845(2) 0.61469(18) -0.26169(17) 0.0258(4) Uani 1 1 d .
H4 H 0.0761 0.5945 -0.1706 0.031 Uiso 1 1 calc R
C5 C 0.2617(3) 0.6562(2) -0.48369(18) 0.0333(4) Uani 1 1 d .
H5 H 0.3761 0.6661 -0.5474 0.040 Uiso 1 1 calc R
C6 C 0.4121(2) 0.59884(17) -0.31104(17) 0.0238(4) Uani 1 1 d .
H6A H 0.5207 0.5917 -0.3889 0.029 Uiso 1 1 calc R
H6B H 0.4175 0.5105 -0.2478 0.029 Uiso 1 1 calc R
C7 C 0.4183(2) 0.70517(17) -0.24682(17) 0.0232(4) Uani 1 1 d .
C8 C 0.3827(2) 0.67808(17) -0.11026(17) 0.0234(4) Uani 1 1 d .
H8 H 0.3457 0.5963 -0.0562 0.028 Uiso 1 1 calc R
C9 C 0.4707(3) 0.82657(18) -0.32359(18) 0.0294(4) Uani 1 1 d .
H9 H 0.4940 0.8454 -0.4167 0.035 Uiso 1 1 calc R
C10 C 0.4890(3) 0.92015(19) -0.2650(2) 0.0332(4) Uani 1 1 d .
H10 H 0.5245 1.0027 -0.3183 0.040 Uiso 1 1 calc R
C11 C 0.4027(2) 0.77400(17) -0.05551(17) 0.0245(4) Uani 1 1 d .
C12 C 0.4561(2) 0.89403(18) -0.12958(19) 0.0296(4) Uani 1 1 d .
H12 H 0.4698 0.9570 -0.0889 0.036 Uiso 1 1 calc R
N1 N 0.24621(19) 0.62718(14) -0.35408(14) 0.0229(3) Uani 1 1 d .
N2 N 0.3670(2) 0.74381(16) 0.08919(16) 0.0287(3) Uani 1 1 d .
O1 O 0.31835(19) 0.63704(15) 0.15380(13) 0.0369(3) Uani 1 1 d .
O2 O 0.38799(19) 0.82693(15) 0.13827(14) 0.0377(3) 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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
F1 C13 C14 117.30(15) . 2_775
F1 C13 C15 119.20(15) . .
C14 C13 C15 123.48(16) 2_775 .
F2 C14 C13 117.40(15) . 2_775
F2 C14 C15 118.82(15) . .
C13 C14 C15 123.78(16) 2_775 .
C13 C15 C14 112.74(15) . .
C13 C15 C16 123.78(15) . .
C14 C15 C16 123.46(15) . .
C17 C16 C18 113.06(15) . .
C17 C16 C15 123.58(15) . .
C18 C16 C15 123.28(15) . .
N4 C17 C16 175.64(18) . .
N3 C18 C16 175.45(18) . .
O3 C20 O3 180.000(2) 1_656 2_675
C3 C1 C2 119.51(18) . .
C5 C2 C1 119.36(18) . .
C4 C3 C1 119.42(18) . .
N1 C4 C3 120.38(16) . .
N1 C5 C2 120.34(17) . .
N1 C6 C7 113.64(13) . .
C8 C7 C9 119.73(16) . .
C8 C7 C6 119.57(15) . .
C9 C7 C6 120.57(15) . .
C11 C8 C7 118.05(16) . .
C10 C9 C7 120.50(17) . .
C12 C10 C9 120.45(17) . .
C12 C11 C8 123.20(16) . .
C12 C11 N2 119.04(15) . .
C8 C11 N2 117.75(15) . .
C11 C12 C10 118.06(16) . .
C5 N1 C4 120.97(15) . .
C5 N1 C6 119.73(14) . .
C4 N1 C6 119.16(14) . .
O1 N2 O2 123.54(16) . .
O1 N2 C11 118.25(14) . .
O2 N2 C11 118.21(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C13 F1 1.3546(18) .
C13 C14 1.373(2) 2_775
C13 C15 1.398(2) .
C14 F2 1.3544(19) .
C14 C13 1.373(2) 2_775
C14 C15 1.399(2) .
C15 C16 1.452(2) .
C16 C17 1.404(2) .
C16 C18 1.404(2) .
C17 N4 1.159(2) .
C18 N3 1.158(2) .
C20 O3 1.396(12) 1_656
C20 O3 1.396(12) 2_675
O3 C20 1.396(12) 1_454
C1 C3 1.379(3) .
C1 C2 1.383(3) .
C2 C5 1.371(3) .
C3 C4 1.369(3) .
C4 N1 1.350(2) .
C5 N1 1.345(2) .
C6 N1 1.495(2) .
C6 C7 1.509(2) .
C7 C8 1.393(2) .
C7 C9 1.394(3) .
C8 C11 1.387(2) .
C9 C10 1.388(3) .
C10 C12 1.384(3) .
C11 C12 1.378(3) .
C11 N2 1.477(2) .
N2 O1 1.226(2) .
N2 O2 1.228(2) .
