#------------------------------------------------------------------------------
#$Date: 2016-08-07 11:12:48 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185186 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/57/7225705.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_7225705
loop_
_publ_author_name
'Tulyabaev, Arthur R.'
'Mescheryakova, Ekaterina S.'
'Khabibullina, Guzel R.'
'Khalilov, Leonard M.'
_publ_section_title
;
 Intermolecular interactions and chiral crystallization effects in
 (1,5,3-dithiazepan-3-yl)-alkanoic acids
;
_journal_issue                   30
_journal_name_full               CrystEngComm
_journal_page_first              5686
_journal_paper_doi               10.1039/C6CE00708B
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C8 H15 N O2 S2'
_chemical_formula_sum            'C8 H15 N O2 S2'
_chemical_formula_weight         221.33
_chemical_name_systematic        '2-(1,5,3-dithiazepan-3-yl)butanoic acid'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-03-28
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_audit_update_record
;
2016-05-17 deposited with the CCDC.
2016-06-03 downloaded from the CCDC.
;
_cell_angle_alpha                78.801(5)
_cell_angle_beta                 87.344(5)
_cell_angle_gamma                69.141(5)
_cell_formula_units_Z            2
_cell_length_a                   5.0968(3)
_cell_length_b                   6.7869(3)
_cell_length_c                   16.6360(10)
_cell_measurement_reflns_used    2049
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      30.9914
_cell_measurement_theta_min      2.4919
_cell_volume                     527.34(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'J. Appl. Cryst. (2007) 40, 786-790'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 16.1709
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega  -97.00  -29.00   1.0000    2.8200
omega____ theta____ kappa____ phi______ frames
    -      -23.4536  154.0000  131.0000 68

  2 omega   10.00   83.00   1.0000    2.8200
omega____ theta____ kappa____ phi______ frames
    -       24.0786   57.0000  150.0000 73

  3 omega   37.00   78.00   1.0000    2.8200
omega____ theta____ kappa____ phi______ frames
    -       24.0786 -121.0000   69.0000 41

  4 omega  -39.00   40.00   1.0000    2.8200
omega____ theta____ kappa____ phi______ frames
    -       24.0786  -57.0000  -90.0000 79

  5 omega  -18.00   95.00   1.0000    2.8200
omega____ theta____ kappa____ phi______ frames
    -       24.0786   19.0000   90.0000 113
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1371008000
_diffrn_orient_matrix_UB_12      0.0374676000
_diffrn_orient_matrix_UB_13      0.0156566000
_diffrn_orient_matrix_UB_21      -0.0579967000
_diffrn_orient_matrix_UB_22      0.0253979000
_diffrn_orient_matrix_UB_23      -0.0402698000
_diffrn_orient_matrix_UB_31      -0.0057248000
_diffrn_orient_matrix_UB_32      -0.1045469000
_diffrn_orient_matrix_UB_33      0.0048484000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4589
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.061
_diffrn_reflns_theta_min         2.497
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.474
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76735
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_F_000             236.0
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.737
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         3000
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.943
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0384
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1190
_refine_ls_wR_factor_ref         0.1328
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2551
_reflns_number_total             3000
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce00708b2.cif
_cod_data_source_block           compound_4
_cod_depositor_comments
'Adding full bibliography for 7225700--7225708.cif.'
_cod_original_cell_volume        527.34(6)
_cod_database_code               7225705
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.98
_olex2_date_sample_data_collection 2014-03-27
_olex2_submission_special_instructions 'No special instructions were received'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
S1 S 0.87256(10) 0.20006(6) 0.28546(2) 0.03445(15) Uani 1 1 d
S5 S 0.81082(9) 0.59246(6) 0.39138(2) 0.03237(14) Uani 1 1 d
N3 N 0.5261(3) 0.63433(18) 0.24418(7) 0.0235(3) Uani 1 1 d
C10 C 0.3067(3) 0.9858(2) 0.10385(9) 0.0235(3) Uani 1 1 d
C9 C 0.5928(3) 0.9296(2) 0.14232(9) 0.0253(3) Uani 1 1 d
C8 C 0.7135(3) 0.6936(2) 0.18301(9) 0.0271(3) Uani 1 1 d
C2 C 0.5343(4) 0.4181(2) 0.25378(11) 0.0295(3) Uani 1 1 d
C4 C 0.5097(4) 0.7149(2) 0.31798(10) 0.0291(3) Uani 1 1 d
C6 C 0.7541(5) 0.3465(3) 0.43607(10) 0.0384(4) Uani 1 1 d
C7 C 0.8964(6) 0.1579(3) 0.39550(12) 0.0478(5) Uani 1 1 d
H8A H 0.745(4) 0.601(3) 0.1408(12) 0.030(5) Uiso 1 1 d
H4A H 0.486(5) 0.874(3) 0.3005(13) 0.035(5) Uiso 1 1 d
H6A H 0.816(5) 0.311(3) 0.4872(15) 0.049(6) Uiso 1 1 d
H7A H 0.813(6) 0.039(4) 0.4188(16) 0.062(7) Uiso 1 1 d
H6B H 0.534(6) 0.388(4) 0.4354(16) 0.058(7) Uiso 1 1 d
H7B H 1.117(9) 0.080(6) 0.401(2) 0.115(13) Uiso 1 1 d
H9A H 0.727(4) 0.959(3) 0.0995(13) 0.037(5) Uiso 1 1 d
H2A H 0.387(5) 0.389(4) 0.2923(15) 0.047(6) Uiso 1 1 d
H9B H 0.569(4) 1.023(3) 0.1811(12) 0.032(5) Uiso 1 1 d
H2B H 0.507(5) 0.387(3) 0.2030(14) 0.039(6) Uiso 1 1 d
H8B H 0.900(4) 0.657(3) 0.2071(12) 0.035(5) Uiso 1 1 d
H10A H 0.188(4) 0.963(3) 0.1419(12) 0.028(5) Uiso 1 1 d
H10B H 0.312(5) 0.897(4) 0.0624(13) 0.041(6) Uiso 1 1 d
O1 O 0.2846(3) 1.34929(17) 0.05829(8) 0.0376(3) Uani 1 1 d
O2 O -0.0642(3) 1.25552(19) 0.02487(9) 0.0393(3) Uani 1 1 d
C11 C 0.1775(3) 1.2139(2) 0.06031(8) 0.0216(3) Uani 1 1 d
H2 H -0.118(6) 1.371(4) -0.0027(17) 0.054(7) Uiso 1 1 d
H4B H 0.363(5) 0.698(3) 0.3520(14) 0.039(5) Uiso 1 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
C7 S1 C2 106.66(10)
C6 S5 C4 99.42(9)
C2 N3 C8 115.44(12)
C4 N3 C8 115.26(13)
C4 N3 C2 115.87(13)
C11 C10 C9 114.71(12)
C10 C9 C8 111.46(12)
N3 C8 C9 111.95(12)
N3 C2 S1 117.60(11)
N3 C4 S5 118.46(11)
C7 C6 S5 116.15(15)
C6 C7 S1 118.07(13)
O1 C11 C10 123.85(13)
O1 C11 O2 122.81(13)
O2 C11 C10 113.34(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C2 1.8450(16)
S1 C7 1.8001(19)
S5 C4 1.8462(17)
S5 C6 1.8066(19)
N3 C8 1.4609(19)
N3 C2 1.4306(18)
N3 C4 1.426(2)
C10 C9 1.509(2)
C10 C11 1.4960(19)
C9 C8 1.523(2)
C6 C7 1.500(3)
O1 C11 1.2193(18)
O2 C11 1.3036(18)
