#------------------------------------------------------------------------------
#$Date: 2022-09-28 18:08:17 +0300 (Wed, 28 Sep 2022) $
#$Revision: 278247 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/13/2001388.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_2001388
loop_
_publ_author_name
'Soriano-García, M.'
'Cortés C., E.'
'Cortés R., E.'
'Avila Z., J. G.'
'Domínguez T., A.'
_publ_section_title
;Structure of
 2,7,7-trimethyl-5,6,7,8-tetrahydro-4H-furo[3,2-c]azepine-4-thione
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1637
_journal_page_last               1638
_journal_paper_doi               10.1107/S010827019300188X
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C11 H15 N O S'
_chemical_formula_weight         209.3
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                91.89(3)
_cell_angle_beta                 99.97(4)
_cell_angle_gamma                89.65(4)
_cell_formula_units_Z            4
_cell_length_a                   10.359(5)
_cell_length_b                   10.861(5)
_cell_length_c                   9.947(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      13.05
_cell_measurement_theta_min      4.5
_cell_volume                     1101.6(9)
_diffrn_measurement_device       'Nicolet P3/F'
_diffrn_measurement_method       2θ/θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            24211
_diffrn_reflns_theta_max         110
_diffrn_standards_decay_%        <3
_diffrn_standards_interval_count 50
_diffrn_standards_interval_time  40
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    2.29
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.26
_exptl_crystal_description       Cubes
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.39
_refine_ls_goodness_of_fit_obs   1.06
_refine_ls_number_parameters     259
_refine_ls_number_reflns         1898
_refine_ls_R_factor_obs          0.065
_refine_ls_shift/esd_max         0.011
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = [σ²F + 0.0054F²]⁻¹'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.088
_reflns_number_observed          1898
_reflns_number_total             2257
_reflns_observed_criterion       I>2.5\s(I)
_cod_data_source_file            ha1036.cif
_cod_data_source_block           ha1036_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '[\s^2^F + 0.0054F^2^]^-1^' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w = [\s^2^F +
0.0054F^2^]^-1^'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1102.0(10)
_cod_database_code               2001388
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-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) .06250(10) .51510(10) .20190(10) 61.0(10)
O(1) -.0795(3) .7852(3) .5506(3) 55.0(10)
C(2) -.1673(4) .6945(4) .4941(4) 52(2)
C(3) -.1106(4) .6193(4) .4134(4) 49(2)
C(3a) .0215(4) .6629(3) .4173(4) 41.0(10)
C(4) .1146(4) .6074(4) .3396(4) 46(2)
N(5) .2400(4) .6338(4) .3761(4) 58(2)
C(6) .3054(4) .7043(4) .4945(5) 57(2)
C(7) .2662(4) .8403(4) .5002(4) 50(2)
C(8) .1394(4) .8533(4) .5575(5) 61(2)
C(8a) .0354(4) .7643(4) .5024(4) 47(2)
C(9) -.2967(4) .6995(5) .5369(5) 71(2)
C(10) .3732(4) .9071(4) .6005(5) 65(2)
C(11) .2537(5) .8957(5) .3618(5) 82(2)
S(1') .49940(10) .48930(10) -.26020(10) 56.0(10)
O(1') .3478(3) .8170(3) .0228(3) 55.0(10)
C(2') .2532(4) .7425(4) -.0523(4) 50(2)
C(3') .3106(4) .6526(4) -.1154(4) 49(2)
C(3'a) .4505(4) .6700(3) -.0788(4) 42.0(10)
C(4') .5480(4) .5909(4) -.1306(4) 46(2)
N(5') .6725(3) .6013(3) -.0751(4) 50.0(10)
C(6') .7336(4) .6711(4) .0467(4) 51(2)
C(7') .7127(4) .8105(4) .0450(4) 47(2)
C(8') .5811(4) .8399(4) .0830(5) 56(2)
C(8'a) .4678(4) .7712(4) .0041(4) 49(2)
C(9') .1153(4) .7752(4) -.0444(5) 67(2)
C(10') .8186(4) .8701(4) .1525(5) 61(2)
C(11') .7223(5) .8607(4) -.0949(5) 64(2)
H(3) -.1503 .5488 .3619 ?
H(5) .284(5) .612(5) .338(5) ?
H(6a) .2858 .6668 .5747 ?
H(6b) .3980 .7002 .4949 ?
H(8a) .1054 .9346 .5387 ?
H(8b) .1602 .8440 .6545 ?
H(9a) -.3397 .7752 .5086 ?
H(9b) -.2855 .6953 .6344 ?
H(9C) -.3490 .6312 .4954 ?
H(10a) .3509 .9927 .6077 ?
H(10b) .4552 .8993 .5683 ?
H(10c) .3810 .8714 .6885 ?
H(11a) .1798 .8599 .3020 ?
H(11b) .3320 .8794 .3248 ?
H(11c) .2412 .9831 .3704 ?
H(3') .2670 .5882 -.1743 ?
H(5') .720(4) .561(4) -.102(5) ?
H(6'a) .6992 .6408 .1229 ?
H(6'b) .8262 .6560 .0593 ?
H(8'a) .5649 .9262 .0703 ?
H(8'b) .5858 .8223 .1777 ?
H(9'a) .1004 .8603 -.0650 ?
H(9'b) .0990 .7615 .0461 ?
H(9'c) .0573 .7248 -.1091 ?
H(10d) .8235 .8285 .2369 ?
H(10e) .7975 .9552 .1662 ?
H(10f) .9016 .8640 .1222 ?
H(11d) .6439 .8404 -.1582 ?
H(11e) .7966 .8247 -.1270 ?
H(11f) .7324 .9486 -.0870 ?
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
C(2) O(1) C(8a) 107.6(3) yes
O(1) C(2) C(9) 115.7(4) yes
C(2) C(3) C(3a) 107.6(4) yes
C(3) C(3a) C(8a) 106.1(4) yes
S(1) C(4) C(3a) 120.5(3) yes
C(3a) C(4) N(5) 118.9(4) yes
N(5) C(6) C(7) 115.2(3) yes
C(6) C(7) C(10) 107.3(3) yes
C(6) C(7) C(11) 111.1(4) yes
C(10) C(7) C(11) 109.8(4) yes
O(1) C(8a) C(3a) 109.3(3) yes
C(3a) C(8a) C(8) 137.4(4) yes
O(1') C(2') C(3') 109.4(3) yes
C(3') C(2') C(9') 134.5(4) yes
C(3') C(3'a) C(4') 123.9(3) yes
C(4') C(3'a) C(8'a) 129.8(4) yes
S(1') C(4') N(5') 120.8(3) yes
C(4') N(5') C(6') 129.8(4) yes
C(6') C(7') C(8') 109.0(4) yes
C(8') C(7') C(10') 108.5(4) yes
C(8') C(7') C(11') 110.8(3) yes
C(7') C(8') C(8'a) 116.0(4) yes
O(1') C(8'a) C(8') 114.0(3) yes
O(1) C(2) C(3) 109.4(4) yes
C(3) C(2) C(9) 134.8(4) yes
C(3) C(3a) C(4) 124.6(3) yes
C(4) C(3a) C(8a) 129.3(4) yes
S(1) C(4) N(5) 120.6(3) yes
C(4) N(5) C(6) 129.2(4) yes
C(6) C(7) C(8) 109.7(4) yes
C(8) C(7) C(10) 107.3(4) yes
C(8) C(7) C(11) 111.4(4) yes
C(7) C(8) C(8a) 115.8(4) yes
O(1) C(8a) C(8) 113.3(3) yes
C(2') O(1') C(8'a) 107.4(3) yes
O(1') C(2') C(9') 116.1(4) yes
C(2') C(3') C(3'a) 107.4(3) yes
C(3') C(3'a) C(8'a) 106.2(4) yes
S(1') C(4') C(3'a) 119.7(3) yes
C(3'a) C(4') N(5') 119.4(4) yes
N(5') C(6') C(7') 116.2(3) yes
C(6') C(7') C(10') 108.1(3) yes
C(6') C(7') C(11') 111.2(4) yes
C(10') C(7') C(11') 109.2(4) yes
O(1') C(8'a) C(3'a) 109.6(3) yes
C(3'a) C(8'a) C(8') 136.4(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(4) 1.683(4) yes
O(1) C(8a) 1.372(5) yes
C(2) C(9) 1.474(7) yes
C(3a) C(4) 1.453(6) yes
C(4) N(5) 1.317(5) yes
C(6) C(7) 1.531(6) yes
C(7) C(10) 1.526(6) yes
C(8) C(8a) 1.473(6) yes
O(1') C(2') 1.375(5) yes
C(2') C(3') 1.335(6) yes
C(3') C(3'a) 1.443(5) yes
C(3'a) C(8'a) 1.345(5) yes
N(5') C(6') 1.457(5) yes
C(7') C(8') 1.506(6) yes
C(7') C(11') 1.530(6) yes
O(1) C(2) 1.383(5) yes
C(2) C(3) 1.331(6) yes
C(3) C(3a) 1.445(6) yes
C(3a) C(8a) 1.359(5) yes
N(5) C(6) 1.450(6) yes
C(7) C(8) 1.524(6) yes
C(7) C(11) 1.505(7) yes
S(1') C(4') 1.680(4) yes
O(1') C(8'a) 1.376(5) yes
C(2') C(9') 1.485(6) yes
C(3'a) C(4') 1.472(6) yes
C(4') N(5') 1.316(5) yes
C(6') C(7') 1.529(6) yes
C(7') C(10') 1.524(6) yes
C(8') C(8'a) 1.485(6) yes
