#------------------------------------------------------------------------------
#$Date: 2016-03-05 11:02:08 +0200 (Sat, 05 Mar 2016) $
#$Revision: 177742 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/41/7224176.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_7224176
loop_
_publ_author_name
'Taouss, Christina'
'Döring, Cindy'
'Jones, Peter G.'
'Pinkert, Lukas'
'Strey, Mark'
_publ_section_title
;
 Single crystals that spontaneously spawn other single crystals: a ternary
 and a binary adduct of thiourea and 2,5-dimethylpyrazine
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              1842
_journal_paper_doi               10.1039/C6CE00100A
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C19 H34 N14 S4'
_chemical_formula_weight         586.84
_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
_audit_update_record
;
2016-01-04 deposited with the CCDC.
2016-02-09 downloaded from the CCDC.
;
_cell_angle_alpha                89.053(5)
_cell_angle_beta                 85.454(5)
_cell_angle_gamma                83.906(5)
_cell_formula_units_Z            1
_cell_length_a                   7.7966(5)
_cell_length_b                   9.0094(5)
_cell_length_c                   10.8792(7)
_cell_measurement_reflns_used    11252
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.7970
_cell_measurement_theta_min      2.6230
_cell_volume                     757.45(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.1419
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Eos'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_sigmaI/netI    0.0215
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            41367
_diffrn_reflns_theta_full        30.03
_diffrn_reflns_theta_max         30.03
_diffrn_reflns_theta_min         2.27
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.349
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             310
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         4364
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0317
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0338P)²+0.2396P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0749
_refine_ls_wR_factor_ref         0.0793
_reflns_number_gt                3802
_reflns_number_total             4364
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ce00100a2.cif
_cod_data_source_block           oker
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7224174--7224176.cif.
;
_cod_database_code               7224176
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 0.60199(4) 0.82599(3) 0.14196(3) 0.02329(8) Uani 1 1 d . . .
N1 N 0.34026(15) 1.04109(13) 0.15288(10) 0.0287(2) Uani 1 1 d . . .
H01 H 0.260(2) 1.0924(18) 0.1890(15) 0.031(4) Uiso 1 1 d . . .
H02 H 0.369(2) 1.0619(18) 0.0765(16) 0.037(4) Uiso 1 1 d . . .
C2 C 0.43027(15) 0.93401(13) 0.21344(10) 0.0217(2) Uani 1 1 d . . .
N3 N 0.38285(15) 0.91415(13) 0.33194(10) 0.0278(2) Uani 1 1 d . . .
H03 H 0.297(2) 0.9703(19) 0.3654(15) 0.038(4) Uiso 1 1 d . . .
H04 H 0.441(2) 0.849(2) 0.3761(16) 0.041(5) Uiso 1 1 d . . .
S2 S 0.03139(4) 1.18005(3) 0.36638(3) 0.02353(8) Uani 1 1 d . . .
N4 N -0.14684(15) 0.94561(13) 0.35448(11) 0.0302(2) Uani 1 1 d . . .
H05 H -0.214(2) 0.8924(19) 0.3177(16) 0.039(4) Uiso 1 1 d . . .
H06 H -0.112(2) 0.9202(18) 0.4259(15) 0.037(4) Uiso 1 1 d . . .
C5 C -0.09393(15) 1.06620(13) 0.29747(11) 0.0229(2) Uani 1 1 d . . .
N6 N -0.14315(15) 1.09722(13) 0.18501(10) 0.0284(2) Uani 1 1 d . . .
H07 H -0.206(2) 1.0393(19) 0.1498(15) 0.040(4) Uiso 1 1 d . . .
H08 H -0.113(2) 1.1748(19) 0.1480(15) 0.039(4) Uiso 1 1 d . . .
N11 N 0.70700(14) 0.48689(12) 0.66257(10) 0.0293(2) Uani 1 1 d . . .
C12 C 0.58631(15) 0.59573(13) 0.70189(11) 0.0244(2) Uani 1 1 d . . .
C13 C 0.52344(16) 0.70584(14) 0.62063(11) 0.0255(2) Uani 1 1 d . . .
H13 H 0.4391 0.7828 0.6516 0.031 Uiso 1 1 calc R . .
N14 N 0.57695(14) 0.70744(12) 0.50112(10) 0.0284(2) Uani 1 1 d . . .
C15 C 0.69592(17) 0.59756(15) 0.46295(12) 0.0307(3) Uani 1 1 d . . .
H15 H 0.7373 0.5936 0.3784 0.037 Uiso 1 1 calc R . .
C16 C 0.76061(17) 0.48949(15) 0.54288(13) 0.0323(3) Uani 1 1 d . . .
H16 H 0.8466 0.4139 0.5118 0.039 Uiso 1 1 calc R . .
C17 C 0.52116(19) 0.59340(16) 0.83508(12) 0.0335(3) Uani 1 1 d . . .
H17A H 0.4858 0.4946 0.8569 0.050 Uiso 1 1 calc R . .
H17B H 0.4217 0.6690 0.8493 0.050 Uiso 1 1 calc R . .
H17C H 0.6133 0.6152 0.8862 0.050 Uiso 1 1 calc R . .
N21 N -0.04143(15) 1.36802(14) 0.05756(13) 0.0425(3) Uani 1 1 d . B .
C22 C -0.05045(18) 1.38920(17) -0.06312(16) 0.0419(4) Uani 1 1 d . . .
H22 H -0.0862 1.3128 -0.1113 0.050 Uiso 0.50 1 calc PR A 1
C23 C 0.00843(19) 1.47866(18) 0.11988(17) 0.0448(4) Uani 1 1 d . . .
H23 H 0.0158 1.4674 0.2063 0.054 Uiso 1 1 calc R B .
C24 C -0.1084(4) 1.2741(3) -0.1200(2) 0.0303(5) Uani 0.50 1 d P B 2
H24A H -0.0403 1.1808 -0.0988 0.045 Uiso 0.50 1 calc PR B 2
H24B H -0.0967 1.2899 -0.2094 0.045 Uiso 0.50 1 calc PR B 2
H24C H -0.2304 1.2682 -0.0928 0.045 Uiso 0.50 1 calc PR B 2
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'
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_3
N3 C2 N1 117.59(11) .
N3 C2 S1 121.00(9) .
N1 C2 S1 121.41(9) .
N6 C5 N4 117.91(11) .
N6 C5 S2 120.53(9) .
N4 C5 S2 121.56(9) .
C12 N11 C16 116.48(11) .
N11 C12 C13 120.61(11) .
N11 C12 C17 117.53(11) .
C13 C12 C17 121.86(11) .
N14 C13 C12 122.62(11) .
C15 N14 C13 116.15(11) .
N14 C15 C16 121.65(12) .
N11 C16 C15 122.49(12) .
C23 N21 C22 116.70(12) .
N21 C22 C24 113.45(16) .
N21 C22 C23 121.08(16) 2_585
C24 C22 C23 125.43(19) 2_585
N21 C23 C22 122.22(16) 2_585
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C2 1.7110(12) .
N1 C2 1.3289(16) .
C2 N3 1.3272(15) .
S2 C5 1.7097(12) .
N4 C5 1.3294(15) .
C5 N6 1.3276(16) .
N11 C12 1.3357(16) .
N11 C16 1.3362(17) .
C12 C13 1.3936(17) .
C12 C17 1.4976(17) .
C13 N14 1.3339(16) .
N14 C15 1.3305(17) .
C15 C16 1.377(2) .
N21 C23 1.323(2) .
N21 C22 1.330(2) .
C22 C24 1.352(3) .
C22 C23 1.3901(19) 2_585
C23 C22 1.3901(19) 2_585
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H01 S2 0.815(17) 2.595(17) 3.3661(12) 158.4(14) .
N1 H02 S1 0.867(17) 2.569(17) 3.4183(11) 166.4(14) 2_675
N3 H03 S2 0.858(17) 2.648(18) 3.4440(13) 154.8(14) .
N3 H04 N14 0.864(18) 2.119(18) 2.9793(16) 173.3(16) .
N4 H05 S1 0.869(18) 2.595(18) 3.4044(12) 155.5(15) 1_455
N4 H06 S2 0.862(17) 2.521(17) 3.3790(12) 173.3(15) 2_576
N6 H07 S1 0.867(18) 2.564(18) 3.3698(12) 155.0(15) 1_455
N6 H08 N21 0.847(18) 2.091(18) 2.9375(16) 179.2(17) .
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_site_symmetry_4
C16 N11 C12 C13 -0.76(17) .
C16 N11 C12 C17 178.66(11) .
N11 C12 C13 N14 1.11(18) .
C17 C12 C13 N14 -178.29(11) .
C12 C13 N14 C15 -0.42(17) .
C13 N14 C15 C16 -0.52(18) .
C12 N11 C16 C15 -0.17(18) .
N14 C15 C16 N11 0.9(2) .
C23 N21 C22 C24 -177.63(18) .
C23 N21 C22 C23 0.3(2) 2_585
C22 N21 C23 C22 -0.3(2) 2_585
