#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:05:58 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180465 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/34/7213495.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7213495
loop_
_publ_author_name
'Ribeiro da Silva, Manuel A. V.'
'Ribeiro da Silva, Maria D. M. C.'
'da Silva, LuÃ­s C. M.'
'Dietze, Frank'
'Hoyer, Eberhard'
'Beyer, Lothar'
'SchrÃ¶der, Bernd'
'Damas, Ana M.'
'Liebman, Joel F.'
_publ_section_title
;
 Synthesis, characterization and thermochemical properties of
 N-acyl-Nâ€²,Nâ€²-diethylthioureas
;
_journal_issue                   11
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 2'
_journal_page_first              2174
_journal_paper_doi               10.1039/b104709b
_journal_year                    2001
_chemical_formula_sum            'C10 H20 N2 O S'
_chemical_formula_weight         216.34
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 124.59(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.402(8)
_cell_length_b                   9.568(4)
_cell_length_c                   13.150(6)
_cell_measurement_temperature    293(2)
_cell_volume                     1284.6(15)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_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  0.0569
_diffrn_reflns_av_sigmaI/netI    0.0342
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12055
_diffrn_reflns_theta_max         28.17
_diffrn_reflns_theta_min         5.17
_exptl_absorpt_coefficient_mu    0.228
_exptl_crystal_density_diffrn    1.119
_exptl_crystal_F_000             472
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.067
_refine_ls_goodness_of_fit_obs   1.064
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         2924
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_restrained_S_obs      1.064
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_obs          0.0460
_refine_ls_shift/esd_max         0.159
_refine_ls_shift/esd_mean        0.012
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0665P)²+0.3090P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1380
_refine_ls_wR_factor_obs         0.1229
_reflns_number_observed          2369
_reflns_number_total             2924
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b104709bsup1.cif
_cod_data_source_block           b2dpub
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0665P)^2^+0.3090P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.0665P)^2^+0.3090P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1284.6(11)
_cod_database_code               7213495
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_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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
S1 S 0.20877(4) 0.05323(5) 0.17443(4) 0.0583(2) Uani 1 d
O11' O 0.45604(11) 0.33268(10) 0.20393(12) 0.0519(3) Uani 1 d
N1 N 0.42600(12) 0.09879(13) 0.18288(12) 0.0417(3) Uani 1 d
N2 N 0.22942(13) 0.15477(15) -0.00319(13) 0.0490(3) Uani 1 d
C1 C 0.28594(14) 0.10697(14) 0.11064(14) 0.0412(3) Uani 1 d
C2 C 0.3002(2) 0.1912(2) -0.0598(2) 0.0592(5) Uani 1 d
C11' C 0.50200(14) 0.21436(14) 0.23504(14) 0.0398(3) Uani 1 d
C1' C 0.6454(2) 0.1898(2) 0.3334(2) 0.0466(4) Uani 1 d
C2' C 0.6801(2) 0.2335(2) 0.4598(2) 0.0574(5) Uani 1 d
C4 C 0.0863(2) 0.1763(3) -0.0823(2) 0.0690(6) Uani 1 d
C4' C 0.8284(3) 0.2390(4) 0.5537(3) 0.0913(9) Uani 1 d
C3 C 0.2930(5) 0.0794(4) -0.1429(4) 0.1045(12) Uani 1 d
C5 C 0.0498(3) 0.3228(4) -0.0736(5) 0.1088(11) Uani 1 d
C3' C 0.6124(3) 0.1377(4) 0.5005(3) 0.0868(8) Uani 1 d
H11' H 0.6694(18) 0.0932(22) 0.3336(18) 0.052(5) Uiso 1 d
H12' H 0.6986(21) 0.2433(24) 0.3151(21) 0.066(6) Uiso 1 d
H1 H 0.4572(19) 0.0223(22) 0.2201(20) 0.055(5) Uiso 1 d
H2' H 0.6450(22) 0.3310(24) 0.4466(23) 0.071(6) Uiso 1 d
H41 H 0.0574(26) 0.1561(30) -0.1710(29) 0.096(9) Uiso 1 d
H42 H 0.0474(24) 0.1093(28) -0.0596(25) 0.082(7) Uiso 1 d
H21 H 0.3865(27) 0.2214(27) 0.0025(27) 0.087(8) Uiso 1 d
H22 H 0.2593(24) 0.2824(27) -0.1039(26) 0.083(7) Uiso 1 d
H31' H 0.6455(31) 0.0398(36) 0.5092(30) 0.109(10) Uiso 1 d
H32' H 0.5108(35) 0.1395(35) 0.4419(33) 0.114(10) Uiso 1 d
H33' H 0.6290(30) 0.1695(32) 0.5713(34) 0.104(10) Uiso 1 d
H31 H 0.3277(33) 0.1095(38) -0.1860(34) 0.122(11) Uiso 1 d
H32 H 0.3289(49) -0.0009(57) -0.0985(51) 0.176(19) Uiso 1 d
H33 H 0.1886(56) 0.0610(55) -0.2145(53) 0.190(21) Uiso 1 d
H51 H -0.0555(39) 0.3342(39) -0.1337(38) 0.137(12) Uiso 1 d
H52 H 0.0771(29) 0.3426(31) 0.0071(32) 0.090(10) Uiso 1 d
H53 H 0.0943(35) 0.3845(42) -0.1082(37) 0.131(13) Uiso 1 d
H41' H 0.8627(30) 0.1538(37) 0.5652(31) 0.105(10) Uiso 1 d
H42' H 0.8822(51) 0.2958(60) 0.5355(53) 0.207(24) Uiso 1 d
H43' H 0.8548(38) 0.2639(40) 0.6421(45) 0.140(13) Uiso 1 d
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'
N N 0.0061 0.0033 '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
C11' N1 C1 121.50(13)
C1 N2 C4 119.9(2)
C1 N2 C2 124.51(15)
C4 N2 C2 115.6(2)
N2 C1 N1 115.68(15)
N2 C1 S1 125.98(13)
N1 C1 S1 118.33(12)
N2 C2 C3 113.1(2)
O11' C11' N1 121.60(15)
O11' C11' C1' 121.79(13)
N1 C11' C1' 116.61(13)
C11' C1' C2' 111.0(2)
C1' C2' C4' 110.9(2)
C1' C2' C3' 110.3(2)
C4' C2' C3' 112.7(2)
N2 C4 C5 111.8(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.672(2)
O11' C11' 1.228(2)
N1 C11' 1.359(2)
N1 C1 1.433(2)
N2 C1 1.323(2)
N2 C4 1.476(3)
N2 C2 1.480(2)
C2 C3 1.495(4)
C11' C1' 1.510(3)
C1' C2' 1.520(3)
C2' C4' 1.527(4)
C2' C3' 1.530(4)
C4 C5 1.497(4)
