#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:22:51 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180426 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/95/7209538.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_7209538
loop_
_publ_author_name
'Imakubo, Tatsuro'
'Murayama, Ryosuke'
_publ_section_title
;
 Solvent dependence of crystal morphology, donor/anion ratio and
 electrical conductivity in a series of hexagonal supramolecular organic
 conductors based on diiodo(pyrazino)tetrathiafulvalene (DIP)
;
_journal_issue                   16
_journal_name_full               CrystEngComm
_journal_page_first              3072
_journal_paper_doi               10.1039/c2ce26739j
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         (C8H2N2I2S4)3(PF6)0.51(C3H6O)1.97
_chemical_formula_sum            'C29.91 H17.82 F3.06 I6 N6 O1.97 P0.51 S12'
_chemical_formula_weight         1712.93
_chemical_name_common            (DIP)3(PF6)0.51(Acetone)1.97
_chemical_name_systematic
;
?
;
_space_group_IT_number           193
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  '-P 6c 2'
_symmetry_space_group_name_H-M   'P 63/m c m'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            2
_cell_length_a                   20.0989(9)
_cell_length_b                   20.0989(9)
_cell_length_c                   7.2043(6)
_cell_measurement_reflns_used    6448
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.96
_cell_measurement_theta_min      3.10
_cell_volume                     2520.4(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0852
_diffrn_reflns_av_sigmaI/netI    0.0197
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            51180
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         1.17
_exptl_absorpt_coefficient_mu    4.258
_exptl_absorpt_correction_T_max  0.8829
_exptl_absorpt_correction_T_min  0.3172
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   'SADABS; Sheldrick 1996'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.253
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1595
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.876
_refine_diff_density_min         -1.517
_refine_diff_density_rms         0.168
_refine_ls_extinction_coef       0.00030(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.539
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     77
_refine_ls_number_reflns         1189
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      1.525
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0577
_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)+(0.0298P)²+16.5047P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1198
_refine_ls_wR_factor_ref         0.1199
_reflns_number_gt                1183
_reflns_number_total             1189
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce26739j.txt
_cod_data_source_block           eaaceto_sad
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Hexagonal' changed to 'hexagonal'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P6(3)/mcm
_cod_database_code               7209538
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'-y, -x, -z'
'-x+y, y, -z'
'x, x-y, -z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'y, x, z'
'x-y, -y, z'
'-x, -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
F2 F 0.9428(19) 1.0000 0.163(7) 0.09(2) Uani 0.25 2 d SPDU
F1 F 1.0000 0.9275(13) 0.088(8) 0.085(17) Uani 0.25 2 d SPDU
P1 P 1.0000 1.0000 0.018(7) 0.059(7) Uani 0.25 6 d SPDU
I1 I 0.64399(4) 0.88899(4) 0.2500 0.0315(2) Uani 1 2 d S
S1 S 0.49771(13) 0.91584(13) 0.2500 0.0355(6) Uani 1 2 d S
S2 S 0.33671(13) 0.91429(13) 0.2500 0.0328(5) Uani 1 2 d S
N1 N 0.2065(4) 0.9196(5) 0.2500 0.038(2) Uani 1 2 d S
C1 C 0.4925(6) 1.0000 0.2500 0.029(3) Uani 1 4 d S
C2 C 0.4245(7) 1.0000 0.2500 0.031(3) Uani 1 4 d S
C3 C 0.5990(5) 0.9622(5) 0.2500 0.0282(19) Uani 1 2 d S
C4 C 0.2826(5) 0.9596(5) 0.2500 0.031(2) Uani 1 2 d S
C5 C 0.1707(6) 0.9600(6) 0.2500 0.043(3) Uani 1 2 d S
H5 H 0.1173 0.9341 0.2500 0.20(12) Uiso 1 2 calc SR
O1 O 0.2973(6) 0.5946(12) 0.0000 0.40(5) Uani 0.33 2 d SPD
C6 C 0.3333 0.6667 0.0000 0.8(5) Uani 1 6 d SD
C7 C 0.2921(6) 0.5842(12) 0.0000 0.40(5) Uani 0.67 2 d SPD
H7A H 0.3177 0.5658 -0.0797 0.605 Uiso 0.33 1 calc PR
H7B H 0.2408 0.5658 -0.0443 0.605 Uiso 0.33 1 calc PR
H7C H 0.2903 0.5658 0.1240 0.605 Uiso 0.33 1 calc PR
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'
O O 0.0106 0.0060 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
F1 F2 F2 150(3) 3_675 16_556
F1 F2 P1 78(3) 3_675 .
F2 F2 P1 132(2) 16_556 .
F1 F2 P1 71(4) 3_675 13_775
F2 F2 P1 139(2) 16_556 13_775
P1 F2 P1 6(2) . 13_775
F2 F1 P1 79(3) 2_765 .
F2 F1 P1 88(4) 2_765 13_775
P1 F1 P1 8(3) . 13_775
P1 P1 F1 109(3) 13_775 2_765
P1 P1 F1 109(3) 13_775 .
F1 P1 F1 110(3) 2_765 .
P1 P1 F1 109(3) 13_775 3_675
F1 P1 F1 110(3) 2_765 3_675
F1 P1 F1 110(3) . 3_675
P1 P1 F2 132(2) 13_775 3_675
F1 P1 F2 23(3) 2_765 3_675
F1 P1 F2 97(3) . 3_675
F1 P1 F2 97(3) 3_675 3_675
P1 P1 F2 132(2) 13_775 .
F1 P1 F2 97(3) 2_765 .
F1 P1 F2 97(3) . .
F1 P1 F2 23(3) 3_675 .
F2 P1 F2 80(3) 3_675 .
P1 P1 F2 132(2) 13_775 2_765
F1 P1 F2 97(3) 2_765 2_765
F1 P1 F2 23(3) . 2_765
F1 P1 F2 97(3) 3_675 2_765
F2 P1 F2 80(3) 3_675 2_765
F2 P1 F2 80(3) . 2_765
P1 P1 F1 62(2) 13_775 15_655
F1 P1 F1 75(2) 2_765 15_655
F1 P1 F1 75(2) . 15_655
F1 P1 F1 172(3) 3_675 15_655
F2 P1 F1 89.1(18) 3_675 15_655
F2 P1 F1 165(4) . 15_655
F2 P1 F1 89.1(18) 2_765 15_655
P1 P1 F1 62(3) 13_775 14_565
F1 P1 F1 172(3) 2_765 14_565
F1 P1 F1 75(2) . 14_565
F1 P1 F1 75(2) 3_675 14_565
F2 P1 F1 165(4) 3_675 14_565
F2 P1 F1 89.1(18) . 14_565
F2 P1 F1 89.1(18) 2_765 14_565
F1 P1 F1 100(3) 15_655 14_565
P1 P1 F1 62(2) 13_775 13_775
F1 P1 F1 75(2) 2_765 13_775
F1 P1 F1 172(3) . 13_775
F1 P1 F1 75(2) 3_675 13_775
F2 P1 F1 89.1(18) 3_675 13_775
F2 P1 F1 89.1(18) . 13_775
F2 P1 F1 165(4) 2_765 13_775
F1 P1 F1 100(3) 15_655 13_775
F1 P1 F1 100(3) 14_565 13_775
P1 P1 F2 41(2) 13_775 15_655
F1 P1 F2 151(5) 2_765 15_655
F1 P1 F2 86(2) . 15_655
F1 P1 F2 86(2) 3_675 15_655
F2 P1 F2 174(2) 3_675 15_655
F2 P1 F2 105(3) . 15_655
F2 P1 F2 105(3) 2_765 15_655
F1 P1 F2 87(3) 15_655 15_655
F1 P1 F2 21(3) 14_565 15_655
F1 P1 F2 87(3) 13_775 15_655
P1 P1 F2 41(2) 13_775 13_775
F1 P1 F2 86(2) 2_765 13_775
F1 P1 F2 86(2) . 13_775
F1 P1 F2 151(5) 3_675 13_775
F2 P1 F2 105(3) 3_675 13_775
F2 P1 F2 174(2) . 13_775
F2 P1 F2 105(3) 2_765 13_775
F1 P1 F2 21(3) 15_655 13_775
F1 P1 F2 87(3) 14_565 13_775
F1 P1 F2 87(3) 13_775 13_775
F2 P1 F2 70(4) 15_655 13_775
C1 S1 C3 95.8(5) . .
C4 S2 C2 94.2(5) . .
C4 N1 C5 116.3(9) . .
C2 C1 S1 123.0(4) . 8_675
C2 C1 S1 123.0(4) . .
S1 C1 S1 114.1(7) 8_675 .
C1 C2 S2 121.2(4) . .
C1 C2 S2 121.2(4) . 8_675
S2 C2 S2 117.6(8) . 8_675
C3 C3 S1 117.2(3) 8_675 .
C3 C3 I1 127.8(3) 8_675 .
S1 C3 I1 115.0(5) . .
N1 C4 C4 121.7(6) . 8_675
N1 C4 S2 121.3(7) . .
C4 C4 S2 117.1(3) 8_675 .
N1 C5 C5 122.0(6) . 8_675
N1 C5 H5 119.0 . .
C5 C5 H5 119.0 8_675 .
O1 C6 O1 120.000(5) 3_565 2_665
O1 C6 O1 120.000(1) 3_565 .
O1 C6 O1 120.000(1) 2_665 .
O1 C6 C7 0.0(5) 3_565 3_565
O1 C6 C7 120.000(2) 2_665 3_565
O1 C6 C7 120.000(2) . 3_565
O1 C6 C7 120.000(3) 3_565 2_665
O1 C6 C7 0.0(11) 2_665 2_665
O1 C6 C7 120.000(1) . 2_665
C7 C6 C7 120.000(4) 3_565 2_665
O1 C6 C7 120.000(2) 3_565 .
O1 C6 C7 120.000(1) 2_665 .
O1 C6 C7 0.000(2) . .
C7 C6 C7 120.000(1) 3_565 .
C7 C6 C7 120.000(1) 2_665 .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F2 F1 0.62(8) 3_675
F2 F2 1.26(10) 16_556
F2 P1 1.55(2) .
F2 P1 1.74(7) 13_775
F1 F2 0.62(8) 2_765
F1 P1 1.54(2) .
F1 P1 1.65(4) 13_775
P1 P1 0.26(11) 13_775
P1 F1 1.54(2) 2_765
P1 F1 1.54(2) 3_675
P1 F2 1.55(2) 3_675
P1 F2 1.55(2) 2_765
P1 F1 1.65(4) 15_655
P1 F1 1.65(4) 14_565
P1 F1 1.65(4) 13_775
P1 F2 1.74(7) 15_655
P1 F2 1.74(7) 13_775
I1 C3 2.077(8) .
S1 C1 1.746(7) .
S1 C3 1.765(9) .
S2 C4 1.733(10) .
S2 C2 1.744(7) .
N1 C4 1.325(12) .
N1 C5 1.328(12) .
C1 C2 1.366(18) .
C1 S1 1.746(7) 8_675
C2 S2 1.744(7) 8_675
C3 C3 1.317(18) 8_675
C4 C4 1.408(18) 8_675
C5 C5 1.39(2) 8_675
C5 H5 0.9300 .
O1 C6 1.25(2) .
C6 O1 1.25(2) 3_565
C6 O1 1.25(2) 2_665
C6 C7 1.43(2) 3_565
C6 C7 1.43(2) 2_665
C6 C7 1.43(2) .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
