#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:40:22 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180349 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/18/7201871.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_7201871
loop_
_publ_author_name
'Shao, Xiangfeng'
'Nakano, Yoshiaki'
'Yamochi, Hideki'
'Dubrovskiy, Alexander D.'
'Otsuka, Akihiro'
'Murata, Tsuyoshi'
'Yoshida, Yukihiro'
'Saito, Gunzi'
'Koshihara, Shin-ya'
_publ_section_title
;
 Formation of two-dimensional metals by weak intermolecular
 interactions based on the asymmetric EDO-TTF derivatives
;
_journal_issue                   18
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              2131
_journal_paper_doi               10.1039/b717621j
_journal_volume                  18
_journal_year                    2008
_chemical_formula_moiety         'C9 H8 O2 S4'
_chemical_formula_sum            'C9 H8 O2 S4'
_chemical_formula_weight         276.4
_chemical_melting_point          355.2(3)
_chemical_name_common            4,5-ethylnenedioxy-4'methyltetrathiafulvalene
_chemical_name_systematic
;
4,5-ethylnenedioxy-4'methyltetrathiafulvalene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.000
_cell_angle_beta                 96.485(16)
_cell_angle_gamma                90.000
_cell_formula_units_Z            8
_cell_length_a                   27.474(6)
_cell_length_b                   11.463(3)
_cell_length_c                   7.4590(14)
_cell_measurement_reflns_used    17
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.4
_cell_measurement_theta_min      12.3
_cell_volume                     2334.1(9)
_computing_cell_refinement       'SHELXL-97 (Sheldrick, 1997)'
_computing_data_collection       'SHELXL-97 (Sheldrick, 1997)'
_computing_data_reduction        'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'Ortep-3 for Windows (Farrugia, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR2004 (Giacovazzo et al, 2004)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Mac Science MXC-chi'
_diffrn_measurement_method       'four-circle diffractometer'
_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  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            4180
_diffrn_reflns_theta_full        25.06
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    0.789
_exptl_absorpt_correction_T_max  0.8908
_exptl_absorpt_correction_T_min  0.6490
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            RED
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.507
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.212
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         2842
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.212
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0546
_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)+(0.0825P)²+4.4021P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1701
_refine_ls_wR_factor_ref         0.1701
_reflns_number_gt                2843
_reflns_number_total             4095
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b717621j.txt
_cod_data_source_block           MeEDO-TTF
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_diffrn_ambient_temperature' value 'room temperature' was changed to
'295(2)' - the room/ambient temperature average [293;298] in
Kelvins(K) was taken.

'_chemical_melting_point' value '355.0-355.5'
was changed to '355.2(3)' - the average value was taken and precision
was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               7201871
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1A S 0.87793(7) 0.09043(15) 0.5886(2) 0.0588(5) Uani 1 1 d . . .
S2A S 0.89448(8) -0.07693(17) 0.3017(2) 0.0710(6) Uani 1 1 d . . .
S3A S 0.78873(7) 0.20701(17) 0.3282(2) 0.0627(5) Uani 1 1 d . . .
S4A S 0.80855(7) 0.04393(17) 0.0346(2) 0.0680(6) Uani 1 1 d . . .
O1A O 0.73699(19) 0.3393(4) 0.0860(6) 0.0731(14) Uani 1 1 d . . .
O2A O 0.7546(2) 0.1796(5) -0.1997(6) 0.0797(16) Uani 1 1 d . . .
C1A C 0.8604(2) 0.0426(5) 0.3678(8) 0.0501(15) Uani 1 1 d . . .
C2A C 0.8239(2) 0.0911(6) 0.2588(8) 0.0534(16) Uani 1 1 d . . .
C3A C 0.7650(2) 0.2425(6) 0.1071(9) 0.0548(16) Uani 1 1 d . . .
C4A C 0.7742(2) 0.1701(6) -0.0230(9) 0.0601(17) Uani 1 1 d . . .
C5A C 0.9290(2) -0.0019(6) 0.6273(9) 0.0595(17) Uani 1 1 d . . .
C6A C 0.9357(3) -0.0751(7) 0.4976(10) 0.072(2) Uani 1 1 d . . .
H6A H 0.9622 -0.1258 0.5099 0.087 Uiso 1 1 calc . . .
C7A C 0.7229(6) 0.3612(13) -0.0963(13) 0.177(7) Uani 1 1 d . . .
H7A1 H 0.6915 0.4006 -0.1053 0.213 Uiso 1 1 calc . . .
H7A2 H 0.7463 0.4160 -0.1367 0.213 Uiso 1 1 calc . . .
C8A C 0.7186(4) 0.2695(8) -0.2179(12) 0.095(3) Uani 1 1 d . . .
H8A1 H 0.7181 0.3022 -0.3380 0.114 Uiso 1 1 calc . . .
H8A2 H 0.6869 0.2333 -0.2115 0.114 Uiso 1 1 calc . . .
C9A C 0.9599(3) 0.0088(7) 0.8054(11) 0.081(2) Uani 1 1 d . . .
H9A1 H 0.9440 0.0596 0.8830 0.098 Uiso 1 1 calc . . .
H9A2 H 0.9913 0.0404 0.7871 0.098 Uiso 1 1 calc . . .
H9A3 H 0.9641 -0.0668 0.8602 0.098 Uiso 1 1 calc . . .
S1B S 0.90994(7) 0.58146(18) 0.4745(2) 0.0625(5) Uani 1 1 d . . .
S2B S 0.84244(6) 0.61210(18) 0.1436(2) 0.0647(5) Uani 1 1 d . . .
S3B S 1.00123(7) 0.6559(2) 0.2622(2) 0.0691(6) Uani 1 1 d . . .
S4B S 0.93220(7) 0.6906(2) -0.0720(2) 0.0698(6) Uani 1 1 d . . .
O1B O 1.07546(18) 0.6841(5) 0.0672(7) 0.0792(15) Uani 1 1 d . . .
O2B O 1.00865(17) 0.7162(4) -0.2573(6) 0.0664(13) Uani 1 1 d . . .
C1B C 0.9033(2) 0.6205(5) 0.2458(8) 0.0504(15) Uani 1 1 d . . .
C2B C 0.9403(2) 0.6526(6) 0.1564(8) 0.0498(15) Uani 1 1 d . . .
C3B C 1.0253(2) 0.6778(6) 0.0575(8) 0.0560(16) Uani 1 1 d . . .
C4B C 0.9951(2) 0.6927(6) -0.0906(8) 0.0518(15) Uani 1 1 d . . .
C5B C 0.8521(2) 0.5164(6) 0.4693(9) 0.0556(16) Uani 1 1 d . . .
C6B C 0.8221(2) 0.5319(6) 0.3185(9) 0.0589(17) Uani 1 1 d . . .
H6B H 0.7907 0.5004 0.3068 0.071 Uiso 1 1 calc . . .
C7B C 1.0899(3) 0.7005(11) -0.1025(14) 0.110(4) Uani 1 1 d . . .
H7B1 H 1.1124 0.7661 -0.0926 0.132 Uiso 1 1 calc . . .
H7B2 H 1.1091 0.6325 -0.1269 0.132 Uiso 1 1 calc . . .
C8B C 1.0588(4) 0.7190(13) -0.2518(14) 0.129(5) Uani 1 1 d . . .
H8B1 H 1.0672 0.6625 -0.3401 0.155 Uiso 1 1 calc . . .
H8B2 H 1.0669 0.7951 -0.2969 0.155 Uiso 1 1 calc . . .
C9B C 0.8402(3) 0.4526(8) 0.6339(10) 0.082(2) Uani 1 1 d . . .
H9B1 H 0.8057 0.4590 0.6435 0.099 Uiso 1 1 calc . . .
H9B2 H 0.8583 0.4861 0.7390 0.099 Uiso 1 1 calc . . .
H9B3 H 0.8488 0.3719 0.6248 0.099 Uiso 1 1 calc . . .
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1A S1A C5A 95.4(3) . . n
C6A S2A C1A 94.0(3) . . n
C3A S3A C2A 93.2(3) . . n
C4A S4A C2A 92.5(3) . . n
C3A O1A C7A 110.7(6) . . n
C4A O2A C8A 110.1(6) . . n
C2A C1A S1A 123.2(5) . . n
C2A C1A S2A 122.6(5) . . n
S1A C1A S2A 114.2(4) . . n
C1A C2A S3A 122.4(5) . . n
C1A C2A S4A 122.0(5) . . n
S3A C2A S4A 115.6(4) . . n
C4A C3A O1A 125.7(6) . . n
C4A C3A S3A 117.6(5) . . n
O1A C3A S3A 116.6(5) . . n
C3A C4A O2A 124.6(7) . . n
C3A C4A S4A 118.7(5) . . n
O2A C4A S4A 116.3(5) . . n
C6A C5A C9A 126.5(7) . . n
C6A C5A S1A 116.2(5) . . n
C9A C5A S1A 117.3(5) . . n
C5A C6A S2A 119.7(6) . . n
C8A C7A O1A 119.7(10) . . n
C7A C8A O2A 118.6(8) . . n
C5B S1B C1B 95.3(3) . . n
C6B S2B C1B 94.2(3) . . n
C3B S3B C2B 92.6(3) . . n
C2B S4B C4B 93.6(3) . . n
C3B O1B C7B 110.5(6) . . n
C4B O2B C8B 110.6(6) . . n
C2B C1B S1B 123.9(5) . . n
C2B C1B S2B 122.7(5) . . n
S1B C1B S2B 113.4(4) . . n
C1B C2B S4B 122.5(5) . . n
C1B C2B S3B 121.4(5) . . n
S4B C2B S3B 116.1(3) . . n
C4B C3B O1B 124.7(6) . . n
C4B C3B S3B 119.2(5) . . n
O1B C3B S3B 116.0(5) . . n
C3B C4B O2B 125.6(6) . . n
C3B C4B S4B 117.7(5) . . n
O2B C4B S4B 116.6(4) . . n
C6B C5B C9B 125.9(7) . . n
C6B C5B S1B 115.9(5) . . n
C9B C5B S1B 118.2(5) . . n
C5B C6B S2B 119.0(5) . . n
C8B C7B O1B 124.0(8) . . n
C7B C8B O2B 124.4(8) . . n
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1A C1A 1.751(6) . y
S1A C5A 1.755(7) . y
S2A C6A 1.745(8) . y
S2A C1A 1.761(6) . y
S3A C3A 1.751(6) . y
S3A C2A 1.755(6) . y
S4A C4A 1.753(7) . y
S4A C2A 1.763(6) . y
O1A C3A 1.350(8) . n
O1A C7A 1.394(10) . n
O2A C4A 1.371(8) . n
O2A C8A 1.425(10) . n
C1A C2A 1.340(9) . y
C3A C4A 1.323(9) . y
C5A C6A 1.309(10) . y
C5A C9A 1.498(10) . n
C7A C8A 1.385(15) . n
S1B C5B 1.751(7) . y
S1B C1B 1.753(6) . y
S2B C6B 1.739(7) . y
S2B C1B 1.761(6) . y
S3B C3B 1.749(7) . y
S3B C2B 1.769(6) . y
S4B C2B 1.748(6) . y
S4B C4B 1.751(6) . y
O1B C3B 1.374(8) . n
O1B C7B 1.381(10) . n
O2B C4B 1.364(7) . n
O2B C8B 1.373(10) . n
C1B C2B 1.328(9) . y
C3B C4B 1.315(9) . y
C5B C6B 1.329(9) . y
C5B C9B 1.497(10) . n
C7B C8B 1.342(13) . n
