#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/73/1507314.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_1507314
loop_
_publ_author_name
'Konstantinova, Lidia S.'
'Rakitin, Oleg A.'
'Rees, Charles W.'
'Souvorova, Ljudmila I.'
'Golovanov, Denis G.'
'Lyssenko, Konstantin A.'
_publ_section_title
;
 Unprecedented conversion of triethylamine and disulfur dichloride into a
 thienopentathiepin and a heptathiocane.
;
_journal_issue                   11
_journal_name_full               'Organic letters'
_journal_page_first              1939
_journal_page_last               1942
_journal_paper_doi               10.1021/ol034513x
_journal_volume                  5
_journal_year                    2003
_chemical_formula_moiety         'C14 H20 N2 S6'
_chemical_formula_sum            'C14 H20 N2 S6'
_chemical_formula_weight         408.68
_chemical_name_common            thieno[3,4-f][1,2,3,4,5]pentathiepin
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.62(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.4102(17)
_cell_length_b                   11.579(2)
_cell_length_c                   19.010(4)
_cell_measurement_reflns_used    48
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      3
_cell_volume                     1825.2(6)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius CAD4'
_diffrn_measurement_method       'θ/2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0190
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            5632
_diffrn_reflns_theta_full        30.02
_diffrn_reflns_theta_max         30.02
_diffrn_reflns_theta_min         2.07
_diffrn_standards_decay_%        2
_diffrn_standards_interval_count 98
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.746
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.0075(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         5304
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0330
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0608P)²+0.3089P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1041
_reflns_number_gt                4239
_reflns_number_total             5304
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol034513xsi20030418_073435.cif
_cod_data_source_block           diocs
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1507314
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.69914(4) 0.09399(3) 0.415032(19) 0.04175(10) Uani 1 1 d .
S2 S 1.14846(5) 0.21031(4) 0.531960(19) 0.04629(11) Uani 1 1 d .
S3 S 1.18874(6) 0.37584(4) 0.49849(2) 0.05392(12) Uani 1 1 d .
S4 S 1.34547(6) 0.35569(5) 0.42784(3) 0.05699(13) Uani 1 1 d .
S5 S 1.20590(6) 0.28897(4) 0.33839(2) 0.05628(13) Uani 1 1 d .
S6 S 1.17204(5) 0.11957(4) 0.36335(2) 0.05222(12) Uani 1 1 d .
N1 N 0.77274(15) 0.18857(11) 0.54802(6) 0.0380(2) Uani 1 1 d .
N2 N 0.82413(16) 0.03177(12) 0.29608(7) 0.0440(3) Uani 1 1 d .
C1 C 0.82959(17) 0.15456(12) 0.48662(7) 0.0364(3) Uani 1 1 d .
C2 C 0.98282(17) 0.16255(13) 0.47086(7) 0.0379(3) Uani 1 1 d .
C3 C 0.99398(18) 0.12212(13) 0.40000(8) 0.0397(3) Uani 1 1 d .
C4 C 0.85169(18) 0.08149(13) 0.36318(8) 0.0397(3) Uani 1 1 d .
C5 C 0.7809(2) 0.31373(14) 0.56309(9) 0.0470(3) Uani 1 1 d .
H5A H 0.6995 0.3537 0.5297 0.056 Uiso 1 1 calc R
H5B H 0.8858 0.3432 0.5571 0.056 Uiso 1 1 calc R
C6 C 0.7533(2) 0.33590(15) 0.63907(9) 0.0502(4) Uani 1 1 d .
H6A H 0.8373 0.2985 0.6725 0.060 Uiso 1 1 calc R
H6B H 0.7583 0.4182 0.6487 0.060 Uiso 1 1 calc R
C7 C 0.5902(2) 0.28958(16) 0.64896(9) 0.0514(4) Uani 1 1 d .
H7A H 0.5056 0.3308 0.6180 0.062 Uiso 1 1 calc R
H7B H 0.5750 0.3011 0.6979 0.062 Uiso 1 1 calc R
C8 C 0.5807(2) 0.16204(16) 0.63115(9) 0.0494(4) Uani 1 1 d .
H8A H 0.4736 0.1337 0.6344 0.059 Uiso 1 1 calc R
H8B H 0.6575 0.1202 0.6657 0.059 Uiso 1 1 calc R
C9 C 0.61634(19) 0.13920(14) 0.55676(8) 0.0423(3) Uani 1 1 d .
H9A H 0.6173 0.0566 0.5484 0.051 Uiso 1 1 calc R
H9B H 0.5319 0.1729 0.5218 0.051 Uiso 1 1 calc R
C10 C 0.8964(2) -0.08099(15) 0.28827(9) 0.0518(4) Uani 1 1 d .
H10A H 0.8306 -0.1407 0.3048 0.062 Uiso 1 1 calc R
H10B H 1.0027 -0.0841 0.3173 0.062 Uiso 1 1 calc R
C11 C 0.9096(2) -0.10263(17) 0.21132(11) 0.0578(4) Uani 1 1 d .
H11A H 0.9528 -0.1794 0.2066 0.069 Uiso 1 1 calc R
H11B H 0.9837 -0.0473 0.1962 0.069 Uiso 1 1 calc R
C12 C 0.7472(3) -0.09225(18) 0.16395(10) 0.0606(5) Uani 1 1 d .
H12A H 0.6785 -0.1554 0.1738 0.073 Uiso 1 1 calc R
H12B H 0.7607 -0.0976 0.1144 0.073 Uiso 1 1 calc R
C13 C 0.6681(3) 0.02129(19) 0.17634(9) 0.0604(5) Uani 1 1 d .
H13A H 0.7267 0.0836 0.1581 0.073 Uiso 1 1 calc R
H13C H 0.5588 0.0217 0.1500 0.073 Uiso 1 1 calc R
C14 C 0.6636(2) 0.04223(18) 0.25393(9) 0.0542(4) Uani 1 1 d .
H14C H 0.6216 0.1190 0.2600 0.065 Uiso 1 1 calc R
H14B H 0.5921 -0.0133 0.2707 0.065 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'
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
C1 S1 C4 92.75(7)
C2 S2 S3 104.03(5)
S4 S3 S2 104.67(3)
S3 S4 S5 104.19(3)
S4 S5 S6 104.55(3)
C3 S6 S5 103.69(5)
C1 N1 C9 115.14(12)
C1 N1 C5 115.43(12)
C9 N1 C5 111.94(12)
C4 N2 C14 118.05(13)
C4 N2 C10 117.26(13)
C14 N2 C10 112.48(14)
C2 C1 N1 129.10(13)
C2 C1 S1 110.31(10)
N1 C1 S1 120.58(11)
C1 C2 C3 113.03(13)
C1 C2 S2 123.29(11)
C3 C2 S2 123.62(11)
C4 C3 C2 113.70(13)
C4 C3 S6 121.60(11)
C2 C3 S6 124.68(12)
C3 C4 N2 127.85(14)
C3 C4 S1 110.20(11)
N2 C4 S1 121.89(12)
N1 C5 C6 109.87(13)
C7 C6 C5 110.07(14)
C6 C7 C8 109.46(13)
C7 C8 C9 111.53(14)
N1 C9 C8 110.98(13)
N2 C10 C11 110.33(15)
C10 C11 C12 111.07(15)
C11 C12 C13 110.77(15)
C14 C13 C12 112.21(16)
N2 C14 C13 110.75(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.7459(15)
S1 C4 1.7497(15)
S2 C2 1.7477(15)
S2 S3 2.0652(7)
S3 S4 2.0463(8)
S4 S5 2.0492(9)
S5 S6 2.0491(8)
S6 C3 1.7543(15)
N1 C1 1.3901(18)
N1 C9 1.4689(19)
N1 C5 1.477(2)
N2 C4 1.3833(18)
N2 C14 1.455(2)
N2 C10 1.458(2)
C1 C2 1.3741(19)
C2 C3 1.444(2)
C3 C4 1.365(2)
C5 C6 1.523(2)
C6 C7 1.514(3)
C7 C8 1.514(3)
C8 C9 1.517(2)
C10 C11 1.507(2)
C11 C12 1.510(3)
C12 C13 1.510(3)
C13 C14 1.501(2)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 21157470 ChemSpider
