#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/04/4000473.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_4000473
loop_
_publ_author_name
'Noh, Dong-Youn'
'Willing, Gerold A.'
'Han, Catherine Y.'
'Shin, Kyong-Soon'
'Geiser, Urs'
'Wang, H. Hau'
_publ_section_title
;
BEDT-TTF template crystallization with use of an electron donor molecule
with dodecanethiol
;
_journal_name_full               'Chemistry of Materials'
_journal_paper_doi               10.1021/cm049660j
_journal_year                    2004
_chemical_formula_moiety         'C21 H31 Br S8'
_chemical_formula_sum            'C21 H31 Br S8'
_chemical_formula_weight         619.85
_chemical_name_systematic
;
3-(12-bromododecyl)thio-4-methylthio-3',4'-ethylenedithio-tetrathiafulvalene
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 101.676(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.3989(4)
_cell_length_b                   48.565(4)
_cell_length_c                   10.5256(9)
_cell_measurement_reflns_used    1374
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.34
_cell_measurement_theta_min      2.59
_cell_volume                     2702.7(4)
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measurement_device_type  'CCD area detector diffractometer'
_diffrn_measurement_method       '0.3 deg ω-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  0.0793
_diffrn_reflns_av_sigmaI/netI    0.0662
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -51
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10142
_diffrn_reflns_theta_max         21.97
_diffrn_reflns_theta_min         1.68
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    2.149
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_correction_T_min  0.44
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
The absorption correction was based on a series expansion of spherical
harmonics to minimize the intensity variance of replicate reflections
with program SADABS (Sheldrick 1997)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.02
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.229
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3307
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.229
_refine_ls_R_factor_all          0.1178
_refine_ls_R_factor_gt           0.0963
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0625P)²+30.2333P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2109
_refine_ls_wR_factor_ref         0.2198
_reflns_number_gt                2694
_reflns_number_total             3307
_reflns_threshold_expression     >2sigma(I)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4000473
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
Br1 Br 1.4356(3) 0.38653(3) -0.07322(14) 0.0554(5) Uani 1 1 d . . .
S1 S -1.2776(7) 0.70537(7) 0.2257(3) 0.0511(10) Uani 1 1 d . . .
S2 S -0.9754(7) 0.67453(6) 0.0741(3) 0.0452(9) Uani 1 1 d . . .
S3 S -1.0636(7) 0.66771(6) 0.4794(3) 0.0405(9) Uani 1 1 d . . .
S4 S -0.7627(7) 0.63574(6) 0.3250(3) 0.0430(9) Uani 1 1 d . . .
S5 S -1.2952(8) 0.75719(7) 0.0765(4) 0.0534(10) Uani 1 1 d . . .
S6 S -0.9635(8) 0.71877(8) -0.1185(4) 0.0583(11) Uani 1 1 d . . .
S7 S -0.7937(7) 0.64307(7) 0.7335(3) 0.0442(9) Uani 1 1 d . . .
S8 S -0.4722(7) 0.60597(6) 0.5626(3) 0.0421(9) Uani 1 1 d . . .
C1 C -1.064(2) 0.6785(2) 0.2238(12) 0.038(3) Uani 1 1 d . . .
C2 C -0.967(2) 0.6629(2) 0.3289(11) 0.034(3) Uani 1 1 d . . .
C3 C -1.184(2) 0.7231(2) 0.0973(12) 0.038(3) Uani 1 1 d . . .
C4 C -1.052(3) 0.7085(2) 0.0278(12) 0.044(4) Uani 1 1 d . . .
C5 C -0.830(2) 0.6454(2) 0.5660(10) 0.031(3) Uani 1 1 d . . .
C6 C -0.696(2) 0.6305(2) 0.4945(10) 0.030(3) Uani 1 1 d . . .
C7 C -1.177(3) 0.7670(3) -0.0629(14) 0.062(4) Uani 1 1 d . . .
H7A H -1.2691 0.7832 -0.1009 0.074 Uiso 1 1 calc R . .
H7B H -1.0009 0.7724 -0.0352 0.074 Uiso 1 1 calc R . .
C8 C -1.193(3) 0.7454(3) -0.1663(12) 0.052(4) Uani 1 1 d . . .
H8A H -1.1664 0.7539 -0.2459 0.062 Uiso 1 1 calc R . .
H8B H -1.3615 0.7374 -0.1834 0.062 Uiso 1 1 calc R . .
C9 C -0.544(3) 0.6679(3) 0.7822(13) 0.060(4) Uani 1 1 d . . .
H9A H -0.5015 0.6688 0.8751 0.091 Uiso 1 1 calc R . .
H9B H -0.5999 0.6856 0.7477 0.091 Uiso 1 1 calc R . .
H9C H -0.3980 0.6623 0.7496 0.091 Uiso 1 1 calc R . .
C10 C -0.351(2) 0.5939(2) 0.4250(11) 0.037(3) Uani 1 1 d . . .
H10A H -0.4896 0.5869 0.3592 0.044 Uiso 1 1 calc R . .
H10B H -0.2726 0.6090 0.3879 0.044 Uiso 1 1 calc R . .
C11 C -0.160(2) 0.5713(2) 0.4665(11) 0.035(3) Uani 1 1 d . . .
H11A H -0.2391 0.5564 0.5057 0.042 Uiso 1 1 calc R . .
H11B H -0.0216 0.5784 0.5314 0.042 Uiso 1 1 calc R . .
C12 C -0.056(2) 0.5599(2) 0.3509(12) 0.038(3) Uani 1 1 d . . .
H12A H -0.1968 0.5537 0.2844 0.045 Uiso 1 1 calc R . .
H12B H 0.0281 0.5747 0.3144 0.045 Uiso 1 1 calc R . .
C13 C 0.127(2) 0.5363(2) 0.3875(13) 0.040(3) Uani 1 1 d . . .
H13A H 0.0416 0.5213 0.4212 0.047 Uiso 1 1 calc R . .
H13B H 0.2654 0.5423 0.4559 0.047 Uiso 1 1 calc R . .
C14 C 0.235(2) 0.5259(2) 0.2728(12) 0.036(3) Uani 1 1 d . . .
H14A H 0.0956 0.5204 0.2040 0.043 Uiso 1 1 calc R . .
H14B H 0.3219 0.5410 0.2402 0.043 Uiso 1 1 calc R . .
C15 C 0.415(2) 0.5022(3) 0.3024(12) 0.042(3) Uani 1 1 d . . .
H15A H 0.3282 0.4870 0.3350 0.051 Uiso 1 1 calc R . .
H15B H 0.5545 0.5076 0.3711 0.051 Uiso 1 1 calc R . .
C16 C 0.522(2) 0.4918(2) 0.1885(11) 0.038(3) Uani 1 1 d . . .
H16A H 0.3828 0.4864 0.1194 0.046 Uiso 1 1 calc R . .
H16B H 0.6102 0.5068 0.1562 0.046 Uiso 1 1 calc R . .
C17 C 0.701(3) 0.4678(3) 0.2200(13) 0.046(4) Uani 1 1 d . . .
H17A H 0.6113 0.4526 0.2493 0.056 Uiso 1 1 calc R . .
H17B H 0.8371 0.4730 0.2912 0.056 Uiso 1 1 calc R . .
C18 C 0.817(2) 0.4579(2) 0.1071(12) 0.041(3) Uani 1 1 d . . .
H18A H 0.9136 0.4729 0.0797 0.049 Uiso 1 1 calc R . .
H18B H 0.6823 0.4532 0.0346 0.049 Uiso 1 1 calc R . .
C19 C 0.991(3) 0.4329(3) 0.1418(12) 0.045(3) Uani 1 1 d . . .
H19A H 1.1260 0.4376 0.2141 0.054 Uiso 1 1 calc R . .
H19B H 0.8946 0.4180 0.1692 0.054 Uiso 1 1 calc R . .
C20 C 1.104(2) 0.4232(2) 0.0295(12) 0.037(3) Uani 1 1 d . . .
H20A H 0.9698 0.4187 -0.0436 0.044 Uiso 1 1 calc R . .
H20B H 1.2043 0.4379 0.0030 0.044 Uiso 1 1 calc R . .
C21 C 1.268(3) 0.3984(3) 0.0658(12) 0.048(4) Uani 1 1 d . . .
H21A H 1.1657 0.3835 0.0876 0.058 Uiso 1 1 calc R . .
H21B H 1.3960 0.4027 0.1424 0.058 Uiso 1 1 calc R . .
