#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006445.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2006445
loop_
_publ_author_name
'Park, K. H.'
'Kang, J. S.'
'Oh, M.-R.'
'Suh, I.-H.'
_publ_section_title
;
 4,4'-Bis(acetylamino)-2,2'-di(2-thienyl)biphenyl--Ethanol (1/1)
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1320
_journal_page_last               1322
_journal_volume                  53
_journal_year                    1997
_chemical_formula_iupac          'C24 H20 N2 O2 S2.C2 H6 O'
_chemical_formula_sum            'C26 H26 N2 O3 S2'
_chemical_formula_weight         478.61
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 119.35(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.228(3)
_cell_length_b                   12.805(2)
_cell_length_c                   16.817(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    288(2)
_cell_measurement_theta_max      25.210
_cell_measurement_theta_min      19.886
_cell_volume                     2482.9(12)
_diffrn_ambient_temperature      288(2)
_diffrn_measurement_device       CAD4
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1544
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4869
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         2.11
_diffrn_standards_decay_%        1.67
_diffrn_standards_interval_time  240
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.244
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.325
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.737
_refine_ls_goodness_of_fit_obs   1.041
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4869
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.737
_refine_ls_restrained_S_obs      1.041
_refine_ls_R_factor_all          0.1478
_refine_ls_R_factor_obs          0.0500
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.03P)^2^+0.5P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1214
_refine_ls_wR_factor_obs         0.0881
_reflns_number_observed          1476
_reflns_number_total             4869
_reflns_observed_criterion       >2sigma(I)
_[local]_cod_data_source_file    ab1451.cif
_[local]_cod_data_source_block   repeatp
_cod_original_cell_volume        2482.9(11)
_cod_database_code               2006445
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S 0.0993(12) 0.0821(12) 0.1184(14) 0.0025(10) 0.0680(12) -0.0083(11)
O1 0.052(2) 0.064(3) 0.087(3) -0.009(2) 0.025(2) -0.034(2)
O 0.113(3) 0.096(3) 0.112(3) 0.039(3) 0.083(3) 0.050(3)
N 0.030(2) 0.059(3) 0.068(3) -0.005(2) 0.024(2) -0.020(2)
C1 0.028(2) 0.020(2) 0.039(2) -0.005(2) 0.014(2) -0.006(2)
C2 0.033(2) 0.035(2) 0.043(3) -0.004(2) 0.025(2) 0.000(2)
C3 0.030(2) 0.033(2) 0.066(3) 0.003(2) 0.034(2) -0.004(2)
C4 0.041(3) 0.030(2) 0.053(3) -0.007(2) 0.021(2) -0.011(2)
C5 0.046(3) 0.048(3) 0.052(3) -0.005(2) 0.031(3) -0.009(2)
C6 0.043(3) 0.045(3) 0.047(3) 0.007(2) 0.031(2) 0.000(2)
C7 0.094(4) 0.057(3) 0.037(3) -0.033(3) 0.040(3) -0.029(3)
C8 0.029(2) 0.067(3) 0.034(3) -0.010(2) 0.011(2) 0.022(2)
C9 0.028(2) 0.024(2) 0.020(2) 0.002(2) 0.013(2) 0.001(2)
C10 0.062(3) 0.022(2) 0.075(3) -0.003(2) 0.055(3) -0.003(2)
C11 0.031(3) 0.039(3) 0.079(4) -0.010(2) 0.013(3) -0.006(3)
C12 0.051(3) 0.093(5) 0.102(4) -0.025(3) 0.035(3) -0.040(4)
C13 0.173(8) 0.094(6) 0.102(6) 0.019(5) 0.090(6) 0.021(5)
C14 0.238(10) 0.171(9) 0.127(8) 0.057(8) 0.075(8) 0.003(7)
S' 0.0613(8) 0.0475(8) 0.0526(8) 0.0024(7) 0.0212(7) -0.0094(7)
O1' 0.059(2) 0.071(3) 0.084(3) 0.009(2) 0.016(2) 0.032(2)
N' 0.025(2) 0.050(2) 0.046(2) 0.000(2) 0.010(2) 0.018(2)
C1' 0.028(2) 0.030(2) 0.052(3) 0.001(2) 0.032(2) -0.003(2)
C2' 0.035(2) 0.024(2) 0.041(2) 0.007(2) 0.030(2) 0.002(2)
C3' 0.031(2) 0.039(2) 0.037(2) -0.002(2) 0.016(2) 0.005(2)
C4' 0.022(2) 0.047(3) 0.038(3) -0.006(2) 0.012(2) 0.002(2)
C5' 0.050(3) 0.038(3) 0.066(3) 0.004(2) 0.035(3) 0.005(3)
C6' 0.047(3) 0.026(2) 0.060(3) -0.010(2) 0.025(2) -0.006(2)
C7' 0.035(2) 0.033(2) 0.055(3) 0.019(2) 0.022(2) 0.008(2)
C8' 0.037(2) 0.045(3) 0.042(3) 0.009(2) 0.021(2) 0.002(2)
C9' 0.026(2) 0.038(2) 0.033(2) 0.003(2) 0.014(2) -0.006(2)
C10' 0.034(2) 0.029(2) 0.036(2) -0.009(2) 0.022(2) -0.005(2)
C11' 0.041(3) 0.053(3) 0.058(3) 0.003(3) 0.019(3) 0.012(3)
C12' 0.047(3) 0.063(4) 0.114(5) 0.003(3) 0.014(3) 0.026(3)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
S -0.16773(14) 0.75454(13) -0.02263(12) 0.0936(6) Uani d . 1 S
O1 -0.4217(3) 0.4092(3) -0.4186(2) 0.0711(11) Uani d . 1 O
O 0.5249(3) 0.4235(3) 0.2077(3) 0.0950(13) Uani d . 1 O
HO 0.5165(3) 0.4599(3) 0.1648(3) 0.050 Uiso calc R 1 H
N -0.4018(3) 0.5074(3) -0.2997(2) 0.0522(10) Uani d . 1 N
HN -0.4402(3) 0.5331(3) -0.2752(2) 0.050 Uiso calc R 1 H
C1 -0.0493(3) 0.5884(3) -0.1560(3) 0.0302(9) Uani d . 1 C
C2 -0.1229(3) 0.6111(3) -0.1222(3) 0.0341(10) Uani d . 1 C
C3 -0.2398(3) 0.5822(3) -0.1727(3) 0.0391(11) Uani d . 1 C
H3 -0.2902(3) 0.5994(3) -0.1509(3) 0.050 Uiso calc R 1 H
C4 -0.2816(4) 0.5290(3) -0.2538(3) 0.0418(11) Uani d . 1 C
C5 -0.2086(3) 0.5013(3) -0.2875(3) 0.0456(12) Uani d . 1 C
H5 -0.2352(3) 0.4635(3) -0.3413(3) 0.050 Uiso calc R 1 H
C6 -0.0946(3) 0.5323(3) -0.2374(3) 0.0412(11) Uani d . 1 C
H6 -0.0444(3) 0.5147(3) -0.2593(3) 0.050 Uiso calc R 1 H
C7 -0.0755(4) 0.7777(4) 0.0844(3) 0.0592(15) Uani d . 1 C
H7 -0.0903(4) 0.8254(4) 0.1192(3) 0.050 Uiso calc R 1 H
C8 0.0230(3) 0.7227(3) 0.1183(3) 0.0451(12) Uani d . 1 C
H8 0.0814(3) 0.7274(3) 0.1788(3) 0.050 Uiso calc R 1 H
C9 0.0307(3) 0.6552(3) 0.0523(2) 0.0233(8) Uani d . 1 C
H9 0.0930(3) 0.6129(3) 0.0623(2) 0.050 Uiso calc R 1 H
C10 -0.0788(4) 0.6665(3) -0.0332(3) 0.0435(11) Uani d . 1 C
C11 -0.4646(4) 0.4514(4) -0.3772(4) 0.0560(14) Uani d . 1 C
C12 -0.5923(4) 0.4452(4) -0.4083(3) 0.083(2) Uani d . 1 C
H121 -0.6334(4) 0.4950(4) -0.4561(3) 0.050 Uiso calc R 1 H
H122 -0.6048(4) 0.4604(4) -0.3579(3) 0.050 Uiso calc R 1 H
H123 -0.6200(4) 0.3761(4) -0.4305(3) 0.050 Uiso calc R 1 H
C13 0.6011(7) 0.3457(5) 0.2210(5) 0.114(3) Uani d . 1 C
H131 0.6739(7) 0.3767(5) 0.2324(5) 0.050 Uiso calc R 1 H
H132 0.5714(7) 0.3052(5) 0.1653(5) 0.050 Uiso calc R 1 H
C14 0.6224(7) 0.2797(6) 0.2911(5) 0.185(4) Uani d . 1 C
H141 0.6926(7) 0.2415(6) 0.3080(5) 0.050 Uiso calc R 1 H
H142 0.5590(7) 0.2317(6) 0.2721(5) 0.050 Uiso calc R 1 H
H143 0.6308(7) 0.3193(6) 0.3424(5) 0.050 Uiso calc R 1 H
S' 0.04785(11) 0.92278(10) -0.06812(8) 0.0567(4) Uani d . 1 S
O1' 0.5255(3) 0.5804(3) 0.0983(2) 0.0798(11) Uani d . 1 O
N' 0.4226(3) 0.7150(3) 0.0045(2) 0.0438(9) Uani d . 1 N
HN' 0.4308(3) 0.7751(3) -0.0145(2) 0.050 Uiso calc R 1 H
C1' 0.0730(3) 0.6233(3) -0.1132(3) 0.0317(10) Uani d . 1 C
C2' 0.1054(3) 0.7284(3) -0.1043(3) 0.0285(9) Uani d . 1 C
C3' 0.2233(3) 0.7536(3) -0.0624(2) 0.0357(10) Uani d . 1 C
H3' 0.2450(3) 0.8236(3) -0.0553(2) 0.050 Uiso calc R 1 H
C4' 0.3076(3) 0.6784(3) -0.0318(3) 0.0369(10) Uani d . 1 C
C5' 0.2785(4) 0.5741(3) -0.0402(3) 0.0484(12) Uani d . 1 C
H5' 0.3350(4) 0.5223(3) -0.0190(3) 0.050 Uiso calc R 1 H
C6' 0.1610(3) 0.5496(3) -0.0817(3) 0.0447(12) Uani d . 1 C
H6' 0.1402(3) 0.4794(3) -0.0888(3) 0.050 Uiso calc R 1 H
C7' -0.0817(3) 0.9787(3) -0.1419(3) 0.0408(11) Uani d . 1 C
H7' -0.1053(3) 1.0442(3) -0.1335(3) 0.050 Uiso calc R 1 H
C8' -0.1453(3) 0.9169(3) -0.2137(3) 0.0403(10) Uani d . 1 C
H8' -0.2194(3) 0.9340(3) -0.2599(3) 0.050 Uiso calc R 1 H
C9' -0.0876(3) 0.8223(3) -0.2119(3) 0.0326(10) Uani d . 1 C
H9' -0.1186(3) 0.7723(3) -0.2579(3) 0.050 Uiso calc R 1 H
C10' 0.0200(3) 0.8128(3) -0.1340(3) 0.0309(9) Uani d . 1 C
C11' 0.5207(4) 0.6670(4) 0.0651(3) 0.0524(13) Uani d . 1 C
C12' 0.6306(4) 0.7262(4) 0.0922(4) 0.085(2) Uani d . 1 C
H12A 0.6544(4) 0.7611(4) 0.1492(4) 0.050 Uiso calc R 1 H
H12B 0.6176(4) 0.7768(4) 0.0461(4) 0.050 Uiso calc R 1 H
H12C 0.6902(4) 0.6785(4) 0.0986(4) 0.050 Uiso calc R 1 H
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'
N N 0.0061 0.0033 '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_publ_flag
C7 S C10 93.1(3) y
C13 O HO 109.5(3) ?
C11 N C4 128.4(4) ?
C11 N HN 115.8(3) ?
C4 N HN 115.8(2) ?
C2 C1 C6 117.6(4) ?
C2 C1 C1' 124.1(3) ?
C6 C1 C1' 118.2(3) ?
C1 C2 C3 119.2(4) ?
C1 C2 C10 120.4(3) ?
C3 C2 C10 120.4(4) ?
C4 C3 C2 121.3(4) ?
C4 C3 H3 119.4(2) ?
C2 C3 H3 119.4(2) ?
C3 C4 C5 120.7(4) ?
C3 C4 N 115.8(4) ?
C5 C4 N 123.5(4) ?
C6 C5 C4 116.8(4) ?
C6 C5 H5 121.6(2) ?
C4 C5 H5 121.6(3) ?
C5 C6 C1 124.3(4) ?
C5 C6 H6 117.9(2) ?
C1 C6 H6 117.9(2) ?
C8 C7 S 114.8(4) y
C8 C7 H7 122.6(3) ?
S C7 H7 122.6(2) ?
C7 C8 C9 114.0(4) y
C7 C8 H8 123.0(3) ?
C9 C8 H8 123.0(2) ?
C8 C9 C10 106.6(3) y
C8 C9 H9 126.7(2) ?
C10 C9 H9 126.7(2) ?
C9 C10 C2 130.5(3) ?
C9 C10 S 111.4(3) ?
C2 C10 S 118.0(3) y
O1 C11 N 123.1(4) ?
O1 C11 C12 122.4(5) ?
N C11 C12 114.5(5) ?
C11 C12 H121 109.5(3) ?
C11 C12 H121 109.5(3) ?
H121 C12 H121 109.5 ?
C11 C12 H121 109.5(3) ?
H121 C12 H121 109.5 ?
H121 C12 H121 109.5 ?
O C13 C14 114.9(6) ?
O C13 H131 108.5(4) ?
C14 C13 H131 108.5(5) ?
O C13 H132 108.5(4) ?
C14 C13 H132 108.5(5) ?
H131 C13 H132 107.5 ?
C13 C14 H141 109.5(5) ?
C13 C14 H142 109.5(5) ?
H141 C14 H142 109.5 ?
C13 C14 H143 109.5(5) ?
H141 C14 H143 109.5 ?
H142 C14 H143 109.5 ?
C7' S' C10' 93.1(2) ?
C11' N' C4' 127.6(4) ?
C11' N' HN' 116.2(3) ?
C4' N' HN' 116.2(2) ?
C6' C1' C2' 117.3(3) ?
C6' C1' C1 119.5(3) ?
C2' C1' C1 123.2(3) ?
C1' C2' C3' 118.9(3) ?
C1' C2' C10' 122.0(3) ?
C3' C2' C10' 119.0(3) ?
C4' C3' C2' 121.9(4) ?
C4' C3' H3' 119.0(2) ?
C2' C3' H3' 119.0(2) ?
C3' C4' C5' 120.6(4) ?
C3' C4' N' 115.8(4) ?
C5' C4' N' 123.6(4) ?
C4' C5' C6' 117.2(4) ?
C4' C5' H5' 121.4(2) ?
C6' C5' H5' 121.4(3) ?
C1' C6' C5' 124.1(4) ?
C1' C6' H6' 118.0(2) ?
C5' C6' H6' 118.0(3) ?
C8' C7' S' 111.8(3) ?
C8' C7' H7' 124.1(2) ?
S' C7' H7' 124.12(15) ?
C7' C8' C9' 113.0(4) ?
C7' C8' H8' 123.5(2) ?
C9' C8' H8' 123.5(2) ?
C10' C9' C8' 112.7(4) ?
C10' C9' H9' 123.7(2) ?
C8' C9' H9' 123.7(2) ?
C9' C10' C2' 130.5(3) ?
C9' C10' S' 109.5(3) ?
C2' C10' S' 120.0(3) ?
O1' C11' N' 125.0(4) ?
O1' C11' C12' 119.4(4) ?
N' C11' C12' 115.5(4) ?
C11' C12' H12A 109.5(3) ?
C11' C12' H12B 109.5(3) ?
H12A C12' H12B 109.5 ?
C11' C12' H12C 109.5(3) ?
H12A C12' H12C 109.5 ?
H12B C12' H12C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S C7 1.633(4) y
S C10 1.700(4) y
O1 C11 1.218(5) y
O C13 1.355(6) ?
O HO 0.82 ?
N C11 1.358(5) ?
N C4 1.414(5) ?
N HN 0.86 ?
C1 C2 1.376(5) ?
C1 C6 1.396(5) ?
C1 C1' 1.481(5) ?
C2 C3 1.401(5) ?
C2 C10 1.494(5) ?
C3 C4 1.376(5) ?
C3 H3 0.93 ?
C4 C5 1.384(5) ?
C5 C6 1.377(5) ?
C5 H5 0.93 ?
C6 H6 0.93 ?
C7 C8 1.338(6) y
C7 H7 0.93 ?
C8 C9 1.449(5) y
C8 H8 0.93 ?
C9 C10 1.465(5) y
C9 H9 0.93 ?
C11 C12 1.506(5) ?
C12 H121 0.96 ?
C12 H121 0.96 ?
C12 H121 0.96 ?
C13 C14 1.363(7) ?
C13 H131 0.97 ?
C13 H132 0.97 ?
C14 H141 0.96 ?
C14 H142 0.96 ?
C14 H143 0.96 ?
S' C7' 1.704(4) y
S' C10' 1.716(4) y
O1' C11' 1.228(5) y
N' C11' 1.343(5) ?
N' C4' 1.414(4) ?
N' HN' 0.86 ?
C1' C6' 1.386(5) ?
C1' C2' 1.398(5) ?
C2' C3' 1.399(4) ?
C2' C10' 1.463(5) ?
C3' C4' 1.369(5) ?
C3' H3' 0.93 ?
C4' C5' 1.377(5) ?
C5' C6' 1.392(5) ?
C5' H5' 0.93 ?
C6' H6' 0.93 ?
C7' C8' 1.340(5) y
C7' H7' 0.93 ?
C8' C9' 1.424(5) y
C8' H8' 0.93 ?
C9' C10' 1.388(5) y
C9' H9' 0.93 ?
C11' C12' 1.499(6) ?
C12' H12A 0.96 ?
C12' H12B 0.96 ?
C12' H12C 0.96 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O HO O1' . 0.819(7) 1.943(6) 2.726(6) 159.8(5) y
N HN O 3_565 0.861(6) 2.025(7) 2.881(7) 172.6(5) y
N' HN' O1 2_554 0.860(6) 2.024(5) 2.873(5) 169.0(4) y