#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/08/4000854.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_4000854
loop_
_publ_author_name
'Murata, Tsuyoshi'
'Shao, Xiangfeng'
'Nakano, Yoshiaki'
'Yamochi, Hideki'
'Uruichi, Mikio'
'Yakushi, Kyuya'
'Saito, Gunzi'
'Tanaka, Koichiro'
_publ_section_title
;
 Tuning of Multi-Instabilities in Organic Alloy,
 [(EDO-TTF)1−x(MeEDO-TTF)x]2PF6
;
_journal_issue                   10
_journal_name_full               'Chemistry of Materials'
_journal_page_first              3121
_journal_paper_doi               10.1021/cm100051b
_journal_volume                  22
_journal_year                    2010
_chemical_formula_moiety         'C16.10 H12.20 O4 S8, F6 P1'
_chemical_formula_sum            'C16.1 H12.2 F6 O4 P S8'
_chemical_formula_weight         671.11
_chemical_name_common            (Me0.05EDO-TTF)2PF6
_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                101.643(7)
_cell_angle_beta                 100.520(8)
_cell_angle_gamma                87.955(7)
_cell_formula_units_Z            2
_cell_length_a                   9.7590(11)
_cell_length_b                   11.0870(15)
_cell_length_c                   11.1620(17)
_cell_measurement_temperature    100(2)
_cell_volume                     1163.0(3)
_computing_cell_refinement       MAC-DENZO
_computing_data_collection       'DIP software (MAC Science)'
_computing_data_reduction        MAC-DENZO
_computing_molecular_graphics    'ORTEP III'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR 2004'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.916
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measurement_device_type  'Mac Science DIP-2020K'
_diffrn_measurement_method       theta/2theta
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0554
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4157
_diffrn_reflns_theta_full        25.95
_diffrn_reflns_theta_max         25.95
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    0.911
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.916
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             676
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4157
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.965
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0462
_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)+(0.0750P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1137
_refine_ls_wR_factor_ref         0.1232
_reflns_number_gt                3048
_reflns_number_total             4157
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cm100051b_si_002.cif
_cod_data_source_block           x=0.05_100K
_cod_original_formula_sum        'C16.10 H12.20 F6 O4 P S8'
_cod_database_code               4000854
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
S3 S 0.22252(10) 0.03924(9) 0.48006(9) 0.0210(2) Uani 1 1 d .
S4 S 0.40600(10) 0.07272(9) 0.27770(9) 0.0232(2) Uani 1 1 d .
S5 S 0.42781(10) 0.18788(9) 0.67714(9) 0.0211(2) Uani 1 1 d .
S6 S 0.60252(10) 0.22791(9) 0.47140(9) 0.0218(2) Uani 1 1 d .
O11 O 0.0767(3) 0.0090(2) 0.6508(2) 0.0239(6) Uani 1 1 d .
O12 O 0.2804(3) 0.1528(3) 0.8444(3) 0.0261(6) Uani 1 1 d .
C1 C 0.3758(4) 0.1237(3) 0.5214(4) 0.0206(8) Uani 1 1 d .
C2 C 0.4519(4) 0.1395(3) 0.4328(3) 0.0187(8) Uani 1 1 d .
C7 C 0.1929(4) 0.0619(3) 0.6316(4) 0.0218(8) Uani 1 1 d .
C8 C 0.5417(4) 0.1372(4) 0.2326(4) 0.0266(9) Uani 1 1 d .
H8 H 0.5526 0.1222 0.1434 0.032 Uiso 1 1 calc R
C9 C 0.2866(4) 0.1284(3) 0.7214(4) 0.0206(8) Uani 1 1 d .
C10 C 0.6318(4) 0.2080(4) 0.3215(4) 0.0252(9) Uani 1 1 d .
H10 H 0.7129 0.2478 0.3014 0.030 Uiso 1 1 calc R
C13 C 0.0862(4) 0.0064(4) 0.7810(4) 0.0277(9) Uani 1 1 d .
H13A H 0.1481 -0.0631 0.8017 0.033 Uiso 1 1 calc R
H13B H -0.0084 -0.0091 0.7971 0.033 Uiso 1 1 calc R
C14 C 0.1425(4) 0.1243(4) 0.8637(4) 0.0319(10) Uani 1 1 d .
H14A H 0.0774 0.1931 0.8470 0.038 Uiso 1 1 calc R
H14B H 0.1477 0.1177 0.9525 0.038 Uiso 1 1 calc R
S23 S 0.33091(9) 0.46164(9) 0.46850(9) 0.0211(2) Uani 1 1 d .
S24 S 0.17644(10) 0.46537(9) 0.69398(9) 0.0256(2) Uani 1 1 d .
S25 S 0.12153(10) 0.28452(9) 0.29963(9) 0.0232(2) Uani 1 1 d .
S26 S -0.03619(10) 0.28918(9) 0.53840(10) 0.0253(2) Uani 1 1 d .
O31 O 0.4340(3) 0.4914(3) 0.2721(3) 0.0273(6) Uani 1 1 d .
O32 O 0.2345(3) 0.3173(3) 0.1077(3) 0.0289(7) Uani 1 1 d .
C21 C 0.1798(4) 0.3725(3) 0.4496(4) 0.0196(8) Uani 1 1 d .
C22 C 0.1142(4) 0.3741(3) 0.5456(4) 0.0217(8) Uani 1 1 d .
C27 C 0.3345(4) 0.4316(3) 0.3087(4) 0.0214(8) Uani 1 1 d .
C28 C 0.0357(4) 0.4348(4) 0.7592(4) 0.0284(9) Uani 1 1 d .
H28 H 0.0272 0.4759 0.8459 0.034 Uiso 1 1 calc R
C29 C 0.2422(4) 0.3517(4) 0.2338(4) 0.0231(8) Uani 1 1 d .
C30 C -0.0607(4) 0.3545(4) 0.6897(4) 0.0279(9) Uani 1 1 d .
H30 H -0.1432 0.3328 0.7227 0.033 Uiso 1 1 calc R
C33 C 0.4472(4) 0.4385(4) 0.1449(4) 0.0288(9) Uani 1 1 d .
H33A H 0.5049 0.3620 0.1433 0.035 Uiso 1 1 calc R
H33B H 0.4962 0.4983 0.1111 0.035 Uiso 1 1 calc R
C34 C 0.3069(5) 0.4076(4) 0.0637(4) 0.0305(10) Uani 1 1 d .
H34A H 0.2494 0.4842 0.0642 0.037 Uiso 1 1 calc R
H34B H 0.3194 0.3741 -0.0237 0.037 Uiso 1 1 calc R
P40 P 0.77112(11) 0.21779(10) -0.03196(10) 0.0253(3) Uani 1 1 d .
F41 F 0.6673(3) 0.1070(2) -0.0350(2) 0.0400(7) Uani 1 1 d .
F42 F 0.7754(3) 0.1697(2) -0.1769(2) 0.0406(7) Uani 1 1 d .
F43 F 0.9015(3) 0.1328(2) 0.0036(3) 0.0419(7) Uani 1 1 d .
F44 F 0.7666(3) 0.2653(2) 0.1127(2) 0.0354(6) Uani 1 1 d .
F45 F 0.8749(3) 0.3282(2) -0.0280(2) 0.0355(6) Uani 1 1 d .
F46 F 0.6393(3) 0.3023(3) -0.0676(3) 0.0418(7) 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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 S3 C7 93.69(18)
C2 S4 C8 94.94(19)
C1 S5 C9 93.72(18)
C10 S6 C2 94.99(19)
C7 O11 C13 110.6(3)
C9 O12 C14 110.6(3)
C2 C1 S5 121.8(3)
C2 C1 S3 121.0(3)
S5 C1 S3 117.2(2)
C1 C2 S4 122.9(3)
C1 C2 S6 121.8(3)
S4 C2 S6 115.3(2)
C9 C7 O11 124.7(4)
C9 C7 S3 117.8(3)
O11 C7 S3 117.4(3)
C10 C8 S4 117.4(3)
C7 C9 O12 125.3(3)
C7 C9 S5 117.5(3)
O12 C9 S5 117.2(3)
C8 C10 S6 117.3(3)
O11 C13 C14 112.3(3)
O12 C14 C13 111.9(3)
C27 S23 C21 93.31(18)
C28 S24 C22 95.0(2)
C29 S25 C21 93.11(18)
C22 S26 C30 95.30(19)
C27 O31 C33 110.9(3)
C29 O32 C34 109.5(3)
C22 C21 S23 120.5(3)
C22 C21 S25 123.1(3)
S23 C21 S25 116.4(2)
C21 C22 S26 124.7(3)
C21 C22 S24 121.2(3)
S26 C22 S24 114.1(2)
C29 C27 O31 125.5(4)
C29 C27 S23 118.1(3)
O31 C27 S23 116.4(3)
C30 C28 S24 118.0(3)
C27 C29 O32 124.5(3)
C27 C29 S25 118.4(3)
O32 C29 S25 117.0(3)
C28 C30 S26 117.2(3)
O31 C33 C34 111.5(3)
O32 C34 C33 110.8(3)
F43 P40 F44 89.87(15)
F43 P40 F46 179.54(15)
F44 P40 F46 90.09(15)
F43 P40 F45 89.98(15)
F44 P40 F45 90.30(13)
F46 P40 F45 90.48(14)
F43 P40 F42 90.07(15)
F44 P40 F42 179.78(15)
F46 P40 F42 89.97(16)
F45 P40 F42 89.91(14)
F43 P40 F41 89.87(15)
F44 P40 F41 89.39(13)
F46 P40 F41 89.67(15)
F45 P40 F41 179.65(16)
F42 P40 F41 90.40(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S3 C1 1.732(4)
S3 C7 1.734(4)
S4 C2 1.723(4)
S4 C8 1.725(4)
S5 C1 1.730(4)
S5 C9 1.739(4)
S6 C10 1.718(4)
S6 C2 1.735(4)
O11 C7 1.365(5)
O11 C13 1.446(5)
O12 C9 1.357(5)
O12 C14 1.457(5)
C1 C2 1.381(5)
C7 C9 1.342(5)
C8 C10 1.339(6)
C13 C14 1.497(6)
S23 C27 1.754(4)
S23 C21 1.761(4)
S24 C28 1.740(4)
S24 C22 1.771(4)
S25 C29 1.755(4)
S25 C21 1.763(4)
S26 C22 1.753(4)
S26 C30 1.754(4)
O31 C27 1.360(5)
O31 C33 1.449(5)
O32 C29 1.371(5)
O32 C34 1.455(5)
C21 C22 1.342(6)
C27 C29 1.334(5)
C28 C30 1.339(6)
C33 C34 1.506(6)
P40 F43 1.596(3)
P40 F44 1.603(3)
P40 F46 1.603(3)
P40 F45 1.606(3)
P40 F42 1.606(3)
P40 F41 1.611(3)
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
C9 S5 C1 C2 -179.9(3)
C9 S5 C1 S3 0.7(3)
C7 S3 C1 C2 -179.7(3)
C7 S3 C1 S5 -0.3(3)
S5 C1 C2 S4 177.8(2)
S3 C1 C2 S4 -2.8(5)
S5 C1 C2 S6 -1.5(5)
S3 C1 C2 S6 177.8(2)
C8 S4 C2 C1 178.4(3)
C8 S4 C2 S6 -2.2(3)
C10 S6 C2 C1 -178.5(3)
C10 S6 C2 S4 2.1(3)
C13 O11 C7 C9 -14.9(5)
C13 O11 C7 S3 164.1(3)
C1 S3 C7 C9 -0.4(3)
C1 S3 C7 O11 -179.5(3)
C2 S4 C8 C10 1.5(4)
O11 C7 C9 O12 0.3(6)
S3 C7 C9 O12 -178.7(3)
O11 C7 C9 S5 180.0(3)
S3 C7 C9 S5 1.0(5)
C14 O12 C9 C7 -14.3(5)
C14 O12 C9 S5 166.0(3)
C1 S5 C9 C7 -1.0(3)
C1 S5 C9 O12 178.7(3)
S4 C8 C10 S6 -0.3(5)
C2 S6 C10 C8 -1.1(4)
C7 O11 C13 C14 42.5(4)
C9 O12 C14 C13 41.7(5)
O11 C13 C14 O12 -58.6(5)
C27 S23 C21 C22 -171.2(3)
C27 S23 C21 S25 8.3(3)
C29 S25 C21 C22 171.7(4)
C29 S25 C21 S23 -7.8(2)
S23 C21 C22 S26 -179.7(2)
S25 C21 C22 S26 0.8(5)
S23 C21 C22 S24 0.1(5)
S25 C21 C22 S24 -179.4(2)
C30 S26 C22 C21 -174.2(4)
C30 S26 C22 S24 6.0(3)
C28 S24 C22 C21 173.9(4)
C28 S24 C22 S26 -6.3(3)
C33 O31 C27 C29 -12.1(6)
C33 O31 C27 S23 166.9(3)
C21 S23 C27 C29 -5.7(4)
C21 S23 C27 O31 175.3(3)
C22 S24 C28 C30 4.2(4)
O31 C27 C29 O32 0.4(7)
S23 C27 C29 O32 -178.6(3)
O31 C27 C29 S25 -179.8(3)
S23 C27 C29 S25 1.2(5)
C34 O32 C29 C27 -18.7(5)
C34 O32 C29 S25 161.5(3)
C21 S25 C29 C27 4.0(4)
C21 S25 C29 O32 -176.2(3)
S24 C28 C30 S26 -0.7(5)
C22 S26 C30 C28 -3.3(4)
C27 O31 C33 C34 40.9(4)
C29 O32 C34 C33 47.0(4)
O31 C33 C34 O32 -61.0(4)
