#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/32/2003236.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_2003236
loop_
_publ_author_name
'Garneau, I.'
'Raymond, S.'
'Brisse, F.'
_publ_section_title
;
 A Thiourea--1,5-Cyclooctadiene Clathrate at 173 K
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              538
_journal_page_last               541
_journal_paper_doi               10.1107/S0108270194007717
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         '3C H4 N2 S , C8 H12'
_chemical_formula_sum            'C11 H24 N6 S3'
_chemical_formula_weight         336.53
_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'
_atom_type_scat_source
;Cromer & Mann (1968) for non-H atoms and Stewart, Davidson & Simpson
(1965) for H atoms
;
_cell_angle_alpha                90
_cell_angle_beta                 110.73(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.241(5)
_cell_length_b                   16.05(5)
_cell_length_c                   9.630(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    173
_cell_measurement_theta_max      25
_cell_measurement_theta_min      22
_cell_volume                     1769(6)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Graphite monochromated CuK\=\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.045
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7758
_diffrn_reflns_theta_max         70
_diffrn_standards_decay_%        5.0
_diffrn_standards_interval_time  60
_diffrn_standards_number         7
_exptl_absorpt_coefficient_mu    3.78
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_meas      1.196
_exptl_crystal_description       'hexagonal prism'
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_refine_diff_density_max
'0.31 (inside the eight-membered ring,  1.16 \%A from C(18)'
_refine_diff_density_min         -0.40
_refine_ls_goodness_of_fit_obs   1.872
_refine_ls_hydrogen_treatment    'H atoms refined isotropically'
_refine_ls_number_parameters     277
_refine_ls_number_reflns         2513
_refine_ls_R_factor_obs          0.0432
_refine_ls_shift/esd_max         0.011
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F)+0.0001F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0539
_reflns_number_observed          2513
_reflns_number_total             3265
_reflns_observed_criterion       I>=2.5\s(I)
_cod_data_source_file            bk1026.cif
_cod_data_source_block           bk1026a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F)+0.0001F^2^]' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(F)+0.0001F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1769.5(12)
_cod_database_code               2003236
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,1/2-y,1/2+z
-x,-y,-z
-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
S(1) .58105(6) .35430(4) .07068(7) .0324
S(2) .22546(6) .19680(4) .28291(8) .0326
S(3) .12311(6) .86016(4) .01734(8) .0340
N(11) .5899(2) .2973(2) .3326(3) .0374
N(12) .4213(2) .2690(2) .1374(3) .0402
N(21) .1399(2) .0475(2) .1872(3) .0401
N(22) .3359(3) .0523(2) .3222(3) .0432
N(31) -.0290(2) .7575(2) .0660(3) .0401
N(32) .1330(3) .7879(2) .2686(3) .0406
C(1) .5269(2) .3032(2) .1886(3) .0303
C(2) .2345(2) .0912(2) .2630(3) .0329
C(3) .0717(2) .7976(2) .1251(3) .0322
C(11) .4001(3) .0251(2) .8124(4) .0534
C(12) .3363(5) .0693(3) .8935(5) .0761
C(13) .2131(4) .0777(3) .8483(4) .0668
C(14) .1277(4) .0708(2) .7052(4) .0563
C(15) .1527(3) .0358(2) .5760(4) .0526
C(16) .1764(4) -.0545(3) .5816(6) .0777
C(17) .2680(4) -.0968(2) .6906(5) .0610
C(18) .3749(4) -.0660(2) .7877(5) .0593
H(111) .572(3) .264(2) .394(4) .046(9)
H(112) .671(3) .321(2) .372(4) .070(12)
H(121) .389(3) .249(2) .192(4) .050(10)
H(122) .376(3) .281(2) .039(4) .059(11)
H(211) .066(3) .076(2) .142(4) .059(11)
H(212) .143(3) -.003(3) .159(4) .078(13)
H(221) .401(3) .086(2) .376(4) .049(10)
H(222) .340(3) .003(2) .318(4) .045(9)
H(311) -.053(3) .734(2) .120(4) .047(10)
H(312) -.071(3) .771(2) -.038(5) .070(12)
H(321) .114(3) .757(2) .316(4) .044(10)
H(322) .205(3) .811(2) .305(4) .059(11)
H(11A) .383(3) .053(2) .714(4) .067(11)
H(11B) .480(3) .035(2) .864(4) .066(12)
H(12A) .361(7) .117(6) .932(9) .141(13)
H(12B) .359(4) .051(3) 1.005(6) .119(19)
H(13) .188(3) .099(3) .918(4) .080(13)
H(14) .055(4) .063(3) .703(5) .087(15)
H(15A) .221(4) .069(3) .574(4) .086(14)
H(15B) .089(4) .054(3) .484(5) .083(13)
H(16A) .187(6) -.068(5) .472(8) .125(15)
H(16B) .097(4) -.092(3) .563(6) .126(19)
H(17) .265(4) -.154(3) .693(5) .101(16)
H(18) .412(4) -.100(3) .874(5) .087(14)
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
N(11) C(1) N(12) 119.1(3) yes
N(21) C(2) N(22) 119.3(3) yes
N(31) C(3) N(32) 119.1(3) yes
S(1) C(1) N(11) 120.5(2) yes
S(2) C(2) N(21) 120.3(2) yes
S(3) C(3) N(31) 120.6(2) yes
S(1) C(1) N(12) 120.4(2) yes
S(2) C(2) N(22) 120.4(2) yes
S(3) C(3) N(32) 120.3(2) yes
C(18) C(11) C(12) 116.0(4) yes
C(11) C(12) C(13) 126.2(4) yes
C(12) C(13) C(14) 129.2(4) yes
C(13) C(14) C(15) 123.0(4) yes
C(14) C(15) C(16) 115.8(4) yes
C(15) C(16) C(17) 126.5(4) yes
C(16) C(17) C(18) 129.5(4) yes
C(17) C(18) C(11) 122.8(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S(1) C(1) 1.713(3) yes
S(2) C(2) 1.714(3) yes
S(3) C(3) 1.716(3) yes
C(1) N(11) 1.330(4) yes
C(2) N(21) 1.329(4) yes
C(3) N(31) 1.327(4) yes
C(1) N(12) 1.328(4) yes
C(2) N(22) 1.325(4) yes
C(3) N(32) 1.328(4) yes
C(11) C(12) 1.468(7) yes
C(12) C(13) 1.420(8) yes
C(13) C(14) 1.409(6) yes
C(14) C(15) 1.492(6) yes
C(15) C(16) 1.475(6) yes
C(16) C(17) 1.410(7) yes
C(17) C(18) 1.402(6) yes
C(11) C(18) 1.496(5) yes
N(11) H(111) 0.88(3) no
N(11) H(112) 1.00(4) no
N(12) H(121) 0.83(4) no
N(12) H(122) 0.93(4) no
N(21) H(211) 0.97(4) no
N(21) H(212) 0.86(5) no
N(22) H(221) 0.95(4) no
N(22) H(222) 0.79(3) no
N(31) H(311) 0.78(4) no
N(31) H(312) 0.97(4) no
N(32) H(321) 0.76(3) no
N(32) H(322) 0.90(4) no
C(11) H(11A) 1.00(4) no
C(11) H(11B) 0.94(4) no
C(12) H(12A) 0.85(9) no
C(12) H(12B) 1.05(6) no
C(13) H(13) 0.90(4) no
C(14) H(14) 0.89(5) no
C(15) H(15A) 1.00(5) no
C(15) H(15B) 0.99(4) no
C(16) H(16A) 1.13(8) no
C(16) H(16B) 1.10(6) no
C(17) H(17) 0.92(5) no
C(18) H(18) 0.96(4) no
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
_geom_torsion_publ_flag
C(18) C(11) C(12) C(13) -61.0(6) yes
C(11) C(12) C(13) C(14) -21.8(8) yes
C(12) C(13) C(14) C(15) 12.7(7) yes
C(13) C(14) C(15) C(16) 69.5(6) yes
C(14) C(15) C(16) C(17) -60.7(6) yes
C(15) C(16) C(17) C(18) -22.1(8) yes
C(16) C(17) C(18) C(11) 13.0(7) yes
C(17) C(18) C(11) C(12) 69.9(6) yes
