#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:08:45 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180377 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/46/7204659.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_7204659
loop_
_publ_author_name
'Babb, Jennifer E. V.'
'Burke, Nichola J.'
'Burrows, Andrew D.'
'Mahon, Mary F.'
'Slade, David M. K.'
_publ_section_title
;
 Hydrogen-bonded linear thiourea hexads in tetra-n-butylammonium
 terephthalate inclusion compounds
;
_journal_issue                   39
_journal_name_full               CrystEngComm
_journal_page_first              226
_journal_paper_doi               10.1039/b304010k
_journal_volume                  5
_journal_year                    2003
_chemical_formula_sum            'C46 H104 N14 O6 S6'
_chemical_formula_weight         1141.80
_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                102.0940(10)
_cell_angle_beta                 95.5280(10)
_cell_angle_gamma                99.560(2)
_cell_formula_units_Z            1
_cell_length_a                   8.4989(3)
_cell_length_b                   10.4456(4)
_cell_length_c                   19.6071(7)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_cell_volume                     1662.78(11)
_computing_data_reduction
'Denzo and Scalepack (otwinowski & Minor, 1997'
_computing_molecular_graphics    'ORTEX (P.McArdle, 1995)'
_computing_publication_material  'SHELXL-97/2 (Sheldrick,1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       KappaCCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0557
_diffrn_reflns_av_sigmaI/netI    0.0748
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            12103
_diffrn_reflns_theta_full        25.38
_diffrn_reflns_theta_max         25.38
_diffrn_reflns_theta_min         3.66
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.140
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Parallelepiped
_exptl_crystal_F_000             622
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.019(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         5892
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.1030
_refine_ls_R_factor_gt           0.0524
_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
[1.00000+0.00000exp(0.00(sinθ/λ)²)]/
[σ²(Fo²)+0.0000+0.0668*P+(0.0647P)²+0.0000sinθ/λ]
where P = 0.00000Fo² + 1.00000Fc²
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1258
_refine_ls_wR_factor_ref         0.1468
_reflns_number_gt                3499
_reflns_number_total             5892
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b304010k.txt
_cod_data_source_block           compound1_h01jeb2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 
;
_cod_original_cell_volume        1662.78(10)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7204659
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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.31148(9) 0.62510(8) 0.02286(4) 0.0624(2) Uani 1 1 d . . .
S2 S 0.21123(9) 0.40655(9) 0.18412(4) 0.0706(3) Uani 1 1 d . . .
S3 S 0.21133(9) 0.01696(8) 0.06352(3) 0.0611(2) Uani 1 1 d . . .
O1 O 0.3814(3) -0.1011(2) 0.30877(11) 0.0942(8) Uani 1 1 d . . .
O2 O 0.3802(3) 0.1144(2) 0.34244(10) 0.0752(6) Uani 1 1 d . . .
O3 O 0.1243(4) 0.6799(3) 0.26515(19) 0.1372(13) Uani 1 1 d . . .
N1 N 0.8750(3) 0.1682(3) 0.30345(12) 0.0638(7) Uani 1 1 d . . .
N2 N 0.5467(3) 0.6438(3) -0.05485(14) 0.0769(8) Uani 1 1 d . . .
H2A H 0.6068 0.6832 -0.0801 0.092 Uiso 1 1 calc R . .
H2B H 0.5596 0.5670 -0.0486 0.092 Uiso 1 1 calc R . .
N3 N 0.4216(3) 0.8195(3) -0.03746(13) 0.0667(7) Uani 1 1 d . . .
H3A H 0.4841 0.8555 -0.0631 0.080 Uiso 1 1 calc R . .
H3B H 0.3502 0.8604 -0.0194 0.080 Uiso 1 1 calc R . .
N4 N 0.0135(3) 0.2856(3) 0.06797(14) 0.0752(8) Uani 1 1 d . . .
H4A H -0.0633 0.2816 0.0352 0.090 Uiso 1 1 calc R . .
H4B H 0.0601 0.2185 0.0678 0.090 Uiso 1 1 calc R . .
N5 N -0.0153(3) 0.4966(3) 0.11696(15) 0.0799(8) Uani 1 1 d . . .
H5A H -0.0917 0.4898 0.0835 0.096 Uiso 1 1 calc R . .
H5B H 0.0124 0.5690 0.1493 0.096 Uiso 1 1 calc R . .
N6 N 0.3003(3) -0.1080(3) 0.16081(12) 0.0672(7) Uani 1 1 d . . .
H6A H 0.3316 -0.1119 0.2033 0.081 Uiso 1 1 calc R . .
H6B H 0.2873 -0.1780 0.1272 0.081 Uiso 1 1 calc R . .
N7 N 0.2939(3) 0.1093(3) 0.20046(12) 0.0659(7) Uani 1 1 d . . .
H7A H 0.3253 0.1027 0.2424 0.079 Uiso 1 1 calc R . .
H7B H 0.2765 0.1843 0.1931 0.079 Uiso 1 1 calc R . .
C1 C 0.7494(3) 0.2566(4) 0.30521(18) 0.0750(9) Uani 1 1 d . . .
H1A H 0.6445 0.1995 0.2891 0.098 Uiso 1 1 calc R . .
H1B H 0.7496 0.3015 0.3538 0.098 Uiso 1 1 calc R . .
C2 C 0.7693(4) 0.3610(4) 0.2622(2) 0.0918(11) Uani 1 1 d . . .
H2C H 0.7535 0.3183 0.2124 0.119 Uiso 1 1 calc R . .
H2D H 0.8771 0.4146 0.2742 0.119 Uiso 1 1 calc R . .
C3 C 0.6436(5) 0.4507(5) 0.2779(3) 0.1253(17) Uani 1 1 d . . .
H3E H 0.5364 0.3963 0.2647 0.163 Uiso 1 1 calc R . .
H3F H 0.6571 0.4891 0.3281 0.163 Uiso 1 1 calc R . .
C4 C 0.6577(6) 0.5583(6) 0.2403(3) 0.143(2) Uani 1 1 d . . .
H4C H 0.6328 0.5210 0.1905 0.186 Uiso 1 1 calc R . .
H4D H 0.7656 0.6090 0.2508 0.186 Uiso 1 1 calc R . .
H4E H 0.5838 0.6155 0.2549 0.186 Uiso 1 1 calc R . .
C5 C 1.0444(3) 0.2519(3) 0.32756(15) 0.0665(8) Uani 1 1 d . . .
H5C H 1.1200 0.1919 0.3280 0.086 Uiso 1 1 calc R . .
H5D H 1.0708 0.3035 0.2930 0.086 Uiso 1 1 calc R . .
C6 C 1.0689(4) 0.3470(4) 0.39945(19) 0.0901(11) Uani 1 1 d . . .
H6C H 0.9968 0.4100 0.3997 0.117 Uiso 1 1 calc R . .
H6D H 1.0442 0.2973 0.4349 0.117 Uiso 1 1 calc R . .
C7 C 1.2417(4) 0.4214(5) 0.4163(2) 0.1076(14) Uani 1 1 d . . .
H7C H 1.3122 0.3574 0.4170 0.140 Uiso 1 1 calc R . .
H7D H 1.2664 0.4667 0.3791 0.140 Uiso 1 1 calc R . .
C8 C 1.2751(6) 0.5180(6) 0.4827(3) 0.159(2) Uani 1 1 d . . .
H8A H 1.2370 0.4768 0.5189 0.207 Uiso 1 1 calc R . .
H8B H 1.2216 0.5909 0.4794 0.207 Uiso 1 1 calc R . .
H8C H 1.3892 0.5506 0.4940 0.207 Uiso 1 1 calc R . .
C9 C 0.8309(3) 0.0759(3) 0.35138(16) 0.0710(9) Uani 1 1 d . . .
H9A H 0.7238 0.0241 0.3333 0.092 Uiso 1 1 calc R . .
H9B H 0.8251 0.1302 0.3974 0.092 Uiso 1 1 calc R . .
C10 C 0.9419(4) -0.0200(4) 0.36104(19) 0.0839(10) Uani 1 1 d . . .
H10A H 1.0470 0.0295 0.3842 0.109 Uiso 1 1 calc R . .
H10B H 0.9552 -0.0718 0.3155 0.109 Uiso 1 1 calc R . .
C11 C 0.8715(5) -0.1131(4) 0.4053(2) 0.0964(11) Uani 1 1 d . . .
H11A H 0.8524 -0.0599 0.4495 0.125 Uiso 1 1 calc R . .
H11B H 0.7684 -0.1643 0.3808 0.125 Uiso 1 1 calc R . .
C12 C 0.9764(6) -0.2065(5) 0.4205(2) 0.1296(17) Uani 1 1 d . . .
H12A H 1.0859 -0.1704 0.4168 0.168 Uiso 1 1 calc R . .
H12B H 0.9421 -0.2908 0.3874 0.168 Uiso 1 1 calc R . .
H12C H 0.9692 -0.2189 0.4674 0.168 Uiso 1 1 calc R . .
C13 C 0.8784(4) 0.0913(4) 0.22895(15) 0.0731(9) Uani 1 1 d . . .
H13A H 0.9578 0.0347 0.2303 0.095 Uiso 1 1 calc R . .
H13B H 0.9140 0.1545 0.2012 0.095 Uiso 1 1 calc R . .
C14 C 0.7193(4) 0.0051(4) 0.19184(18) 0.0920(12) Uani 1 1 d . . .
H14A H 0.6770 -0.0533 0.2210 0.120 Uiso 1 1 calc R . .
H14B H 0.6421 0.0614 0.1847 0.120 Uiso 1 1 calc R . .
C15 C 0.7418(5) -0.0783(5) 0.12100(19) 0.0993(13) Uani 1 1 d . . .
H15A H 0.6371 -0.1105 0.0927 0.129 Uiso 1 1 calc R . .
H15B H 0.8062 -0.0209 0.0969 0.129 Uiso 1 1 calc R . .
C16 C 0.8197(6) -0.1944(5) 0.1246(2) 0.1185(15) Uani 1 1 d . . .
H16A H 0.7566 -0.2528 0.1478 0.154 Uiso 1 1 calc R . .
H16B H 0.9258 -0.1636 0.1505 0.154 Uiso 1 1 calc R . .
H16C H 0.8270 -0.2417 0.0778 0.154 Uiso 1 1 calc R . .
C17 C 0.4354(3) 0.7011(3) -0.02580(14) 0.0550(7) Uani 1 1 d . . .
C18 C 0.0600(3) 0.3951(3) 0.11870(16) 0.0602(7) Uani 1 1 d . . .
C19 C 0.2726(3) 0.0043(3) 0.14747(13) 0.0508(7) Uani 1 1 d . . .
C20 C 0.3983(3) 0.0055(3) 0.35458(14) 0.0575(7) Uani 1 1 d . . .
C21 C 0.4495(3) 0.0016(3) 0.43009(13) 0.0490(6) Uani 1 1 d . . .
C22 C 0.4911(3) 0.1187(3) 0.48135(14) 0.0586(7) Uani 1 1 d . . .
H22 H 0.4858 0.1996 0.4694 0.076 Uiso 1 1 calc R . .
C23 C 0.4591(4) -0.1167(3) 0.44941(14) 0.0626(8) Uani 1 1 d . . .
H23 H 0.4318 -0.1964 0.4155 0.081 Uiso 1 1 calc R . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C13 111.7(2) . . ?
C9 N1 C1 106.4(2) . . ?
C13 N1 C1 111.1(2) . . ?
C9 N1 C5 111.4(2) . . ?
C13 N1 C5 105.3(2) . . ?
C1 N1 C5 110.9(2) . . ?
C2 C1 N1 116.7(3) . . ?
C1 C2 C3 108.8(4) . . ?
C4 C3 C2 112.7(5) . . ?
C6 C5 N1 115.7(2) . . ?
C7 C6 C5 109.6(3) . . ?
C8 C7 C6 113.7(4) . . ?
N1 C9 C10 117.0(2) . . ?
C9 C10 C11 109.8(3) . . ?
C12 C11 C10 113.6(4) . . ?
N1 C13 C14 115.3(3) . . ?
C15 C14 C13 110.4(3) . . ?
C16 C15 C14 115.2(4) . . ?
N2 C17 N3 117.1(3) . . ?
N2 C17 S1 121.4(2) . . ?
N3 C17 S1 121.4(2) . . ?
N4 C18 N5 118.0(3) . . ?
N4 C18 S2 121.2(2) . . ?
N5 C18 S2 120.8(2) . . ?
N6 C19 N7 118.2(2) . . ?
N6 C19 S3 121.6(2) . . ?
N7 C19 S3 120.2(2) . . ?
O2 C20 O1 124.9(3) . . ?
O2 C20 C21 117.7(3) . . ?
O1 C20 C21 117.4(3) . . ?
C23 C21 C22 118.4(2) . . ?
C23 C21 C20 121.7(2) . . ?
C22 C21 C20 120.0(3) . . ?
C21 C22 C23 120.5(3) . 2_656 ?
C21 C23 C22 121.1(3) . 2_656 ?
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
S1 C17 1.698(3) . ?
S2 C18 1.697(3) . ?
S3 C19 1.717(3) . ?
O1 C20 1.253(3) . ?
O2 C20 1.241(4) . ?
N1 C9 1.510(4) . ?
N1 C13 1.518(4) . ?
N1 C1 1.521(4) . ?
N1 C5 1.529(3) . ?
N2 C17 1.314(4) . ?
N3 C17 1.326(4) . ?
N4 C18 1.323(3) . ?
N5 C18 1.330(4) . ?
N6 C19 1.307(4) . ?
N7 C19 1.317(3) . ?
C1 C2 1.512(5) . ?
C2 C3 1.545(6) . ?
C3 C4 1.464(7) . ?
C5 C6 1.518(4) . ?
C6 C7 1.514(5) . ?
C7 C8 1.440(6) . ?
C9 C10 1.513(5) . ?
C10 C11 1.522(5) . ?
C11 C12 1.482(6) . ?
C13 C14 1.517(4) . ?
C14 C15 1.524(5) . ?
C15 C16 1.486(6) . ?
C20 C21 1.513(4) . ?
C21 C23 1.378(4) . ?
C21 C22 1.380(4) . ?
C22 C23 1.388(4) 2_656 ?
C23 C22 1.388(4) 2_656 ?
