#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:05:20 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180489 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/58/7215823.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_7215823
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 H20 F4 N10 O8'
_chemical_formula_weight         796.62
_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                95.047(7)
_cell_angle_beta                 109.560(7)
_cell_angle_gamma                108.643(7)
_cell_formula_units_Z            1
_cell_length_a                   8.2034(5)
_cell_length_b                   10.8428(10)
_cell_length_c                   10.9912(10)
_cell_measurement_reflns_used    2063
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      73.8925
_cell_measurement_theta_min      4.3718
_cell_volume                     851.82(14)
_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      130.0(10)
_diffrn_detector_area_resol_mean 10.2273
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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     1.5418
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0392
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5597
_diffrn_reflns_theta_full        67.50
_diffrn_reflns_theta_max         67.50
_diffrn_reflns_theta_min         4.37
_exptl_absorpt_coefficient_mu    1.104
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_correction_T_min  0.889
_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    1.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             406
_exptl_crystal_size_max          0.1645
_exptl_crystal_size_mid          0.0966
_exptl_crystal_size_min          0.0676
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3054
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0383
_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)+(0.0499P)²+0.1477P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1014
_refine_ls_wR_factor_ref         0.1076
_reflns_number_gt                2393
_reflns_number_total             3054
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00289j2.cif
_cod_data_source_block           5F4TCNQ
_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_cell_volume        851.81(12)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7215823
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
F1 F 0.33019(17) 0.91778(11) 0.23411(10) 0.0394(3) Uani 1 1 d .
F2 F 0.70292(17) 0.87545(12) 0.65060(11) 0.0421(3) Uani 1 1 d .
O1 O 1.2984(2) 0.99523(15) 0.96101(15) 0.0455(4) Uani 1 1 d .
N5 N 1.0619(2) 0.70997(17) 0.40560(15) 0.0330(4) Uani 1 1 d .
O4 O 1.0021(2) 0.79119(16) 0.35626(14) 0.0442(4) Uani 1 1 d .
O3 O 1.0441(2) 0.60401(15) 0.34224(13) 0.0418(4) Uani 1 1 d .
N3 N 1.6067(2) 0.62658(14) 0.85578(14) 0.0244(3) Uani 1 1 d .
C5 C 0.6363(2) 0.69582(18) 0.43968(17) 0.0266(4) Uani 1 1 d .
N2 N 0.4063(2) 0.67770(17) 0.11976(16) 0.0356(4) Uani 1 1 d .
C3 C 0.5184(2) 0.88421(18) 0.43509(17) 0.0254(4) Uani 1 1 d .
C15 C 1.2385(2) 0.65344(18) 0.60691(18) 0.0267(4) Uani 1 1 d .
H15 H 1.2343 0.5779 0.5533 0.032 Uiso 1 1 calc R
C16 C 1.2468(3) 0.87271(18) 0.75882(19) 0.0289(4) Uani 1 1 d .
C2 C 0.4169(2) 0.95578(18) 0.36720(17) 0.0274(4) Uani 1 1 d .
C1 C 0.6007(3) 0.93546(19) 0.57140(18) 0.0275(4) Uani 1 1 d .
N4 N 1.2431(2) 0.98609(16) 0.84151(17) 0.0362(4) Uani 1 1 d .
C9 C 1.8712(3) 0.6385(2) 0.80935(19) 0.0334(4) Uani 1 1 d .
H9 H 1.9251 0.6242 0.7478 0.040 Uiso 1 1 calc R
C14 C 1.3296(2) 0.79045(18) 0.82105(18) 0.0274(4) Uani 1 1 d .
H14 H 1.3892 0.8095 0.9147 0.033 Uiso 1 1 calc R
C6 C 0.4623(3) 0.72185(19) 0.23217(19) 0.0289(4) Uani 1 1 d .
C17 C 1.1596(2) 0.74013(19) 0.55032(18) 0.0273(4) Uani 1 1 d .
C12 C 1.4005(2) 0.58169(18) 0.81056(18) 0.0268(4) Uani 1 1 d .
H12A H 1.3651 0.5694 0.8877 0.032 Uiso 1 1 calc R
H12B H 1.3426 0.4942 0.7477 0.032 Uiso 1 1 calc R
N1 N 0.7140(2) 0.62929(16) 0.48816(15) 0.0319(4) Uani 1 1 d .
C11 C 1.7135(3) 0.6821(2) 0.98409(18) 0.0329(4) Uani 1 1 d .
H11 H 1.6576 0.6980 1.0438 0.039 Uiso 1 1 calc R
C4 C 0.5359(2) 0.76803(18) 0.37030(17) 0.0267(4) Uani 1 1 d .
C10 C 1.6828(3) 0.60691(19) 0.76763(18) 0.0283(4) Uani 1 1 d .
H10 H 1.6055 0.5712 0.6766 0.034 Uiso 1 1 calc R
C13 C 1.3242(2) 0.67914(18) 0.74402(17) 0.0252(4) Uani 1 1 d .
C18 C 1.1608(2) 0.85112(19) 0.62322(19) 0.0290(4) Uani 1 1 d .
H18 H 1.1056 0.9093 0.5823 0.035 Uiso 1 1 calc R
O2 O 1.1820(3) 1.06323(16) 0.78489(17) 0.0552(5) Uani 1 1 d .
C7 C 1.9824(3) 0.6914(2) 0.9422(2) 0.0380(5) Uani 1 1 d .
H7 H 2.1127 0.7109 0.9730 0.046 Uiso 1 1 calc R
C8 C 1.9025(3) 0.7157(2) 1.0293(2) 0.0404(5) Uani 1 1 d .
H8 H 1.9780 0.7554 1.1200 0.048 Uiso 1 1 calc R
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
O4 N5 O3 124.17(17) . .
O4 N5 C17 117.94(17) . .
O3 N5 C17 117.89(16) . .
C11 N3 C10 121.19(16) . .
C11 N3 C12 119.47(15) . .
C10 N3 C12 119.30(15) . .
N1 C5 C4 174.88(18) . .
C1 C3 C2 112.56(16) . .
C1 C3 C4 123.77(17) . .
C2 C3 C4 123.67(16) . .
C17 C15 C13 118.60(17) . .
C18 C16 C14 123.16(17) . .
C18 C16 N4 118.30(17) . .
C14 C16 N4 118.49(17) . .
F1 C2 C1 117.34(16) . 2_676
F1 C2 C3 119.11(16) . .
C1 C2 C3 123.56(17) 2_676 .
F2 C1 C2 116.86(16) . 2_676
F2 C1 C3 119.25(16) . .
C2 C1 C3 123.89(17) 2_676 .
O2 N4 O1 124.51(17) . .
O2 N4 C16 117.40(17) . .
O1 N4 C16 118.09(16) . .
C10 C9 C7 119.34(18) . .
C16 C14 C13 118.79(17) . .
N2 C6 C4 175.7(2) . .
C18 C17 C15 123.27(17) . .
C18 C17 N5 118.04(17) . .
C15 C17 N5 118.64(17) . .
N3 C12 C13 112.92(15) . .
N3 C11 C8 120.36(18) . .
C5 C4 C6 113.28(16) . .
C5 C4 C3 123.19(16) . .
C6 C4 C3 123.45(16) . .
N3 C10 C9 120.07(17) . .
C15 C13 C14 119.93(17) . .
C15 C13 C12 120.32(16) . .
C14 C13 C12 119.62(16) . .
C16 C18 C17 116.25(17) . .
C8 C7 C9 119.47(19) . .
C11 C8 C7 119.46(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C2 1.351(2) .
F2 C1 1.358(2) .
O1 N4 1.221(2) .
N5 O4 1.222(2) .
N5 O3 1.229(2) .
N5 C17 1.472(2) .
N3 C11 1.343(2) .
N3 C10 1.352(2) .
N3 C12 1.488(2) .
C5 N1 1.160(2) .
C5 C4 1.403(3) .
N2 C6 1.158(2) .
C3 C1 1.395(3) .
C3 C2 1.397(3) .
C3 C4 1.463(2) .
C15 C17 1.383(3) .
C15 C13 1.391(3) .
C16 C18 1.379(3) .
C16 C14 1.382(3) .
C16 N4 1.478(2) .
C2 C1 1.379(3) 2_676
C1 C2 1.379(3) 2_676
N4 O2 1.220(2) .
C9 C10 1.370(3) .
C9 C7 1.385(3) .
C14 C13 1.391(3) .
C6 C4 1.407(3) .
C17 C18 1.381(3) .
C12 C13 1.515(2) .
C11 C8 1.369(3) .
C7 C8 1.379(3) .
