#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/80/2238023.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_2238023
loop_
_publ_author_name
'Selvakumar, R.'
'Bakthadoss, M.'
'Vijayakumar, S.'
'Murugavel, S.'
_publ_section_title
;
 3-(4-Methoxybenzyl)-1,5-benzothiazepin-4(5H)-one
;
_journal_coeditor_code           SJ5315
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o693
_journal_paper_doi               10.1107/S1600536813009215
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          'C17 H15 N O2 S'
_chemical_formula_moiety         'C17 H15 N O2 S'
_chemical_formula_sum            'C17 H15 N O2 S'
_chemical_formula_weight         297.36
_chemical_name_systematic
;
3-(4-Methoxybenzyl)-1,5-benzothiazepin-4(5H)-one
;
_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
_cell_angle_alpha                77.208(5)
_cell_angle_beta                 74.117(4)
_cell_angle_gamma                81.522(5)
_cell_formula_units_Z            2
_cell_length_a                   7.678(5)
_cell_length_b                   9.612(5)
_cell_length_c                   10.860(5)
_cell_measurement_reflns_used    5471
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      32.6
_cell_measurement_theta_min      2.0
_cell_volume                     748.5(7)
_computing_cell_refinement       'APEX2 and SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT and XPREP (Bruker, 2004)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and  PLATON  (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'ω 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  0.0268
_diffrn_reflns_av_sigmaI/netI    0.0292
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18449
_diffrn_reflns_theta_full        32.60
_diffrn_reflns_theta_max         32.60
_diffrn_reflns_theta_min         1.99
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.219
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.334
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         5363
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0725
_refine_ls_R_factor_gt           0.0450
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0608P)²+0.1157P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1175
_refine_ls_wR_factor_ref         0.1339
_reflns_number_gt                3676
_reflns_number_total             5363
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj5315.cif
_cod_data_source_block           I
_cod_database_code               2238023
_cod_database_fobs_code          2238023
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
C C1 0.42839(17) 0.53284(13) 0.19547(13) 0.0389(3) Uani d . 1 1
H H1 0.5174 0.5738 0.2152 0.047 Uiso calc R 1 1
C C2 0.18042(19) 0.35576(13) 0.34697(13) 0.0404(3) Uani d . 1 1
C C3 0.1350(2) 0.29642(16) 0.47950(15) 0.0552(4) Uani d . 1 1
H H3 0.2268 0.2590 0.5217 0.066 Uiso calc R 1 1
C C4 -0.0434(3) 0.29249(19) 0.54865(16) 0.0639(5) Uani d . 1 1
H H4 -0.0720 0.2511 0.6368 0.077 Uiso calc R 1 1
C C5 -0.1794(2) 0.34965(18) 0.48779(16) 0.0595(4) Uani d . 1 1
H H5 -0.3004 0.3466 0.5347 0.071 Uiso calc R 1 1
C C6 -0.1378(2) 0.41157(16) 0.35764(14) 0.0475(3) Uani d . 1 1
H H6 -0.2307 0.4514 0.3172 0.057 Uiso calc R 1 1
C C7 0.04227(17) 0.41513(13) 0.28606(12) 0.0366(3) Uani d . 1 1
C C8 0.19209(16) 0.56421(13) 0.07296(12) 0.0344(2) Uani d . 1 1
C C9 0.32623(15) 0.61867(13) 0.12345(11) 0.0336(2) Uani d . 1 1
C C10 0.34837(18) 0.77722(14) 0.07485(14) 0.0415(3) Uani d . 1 1
H H10A 0.3754 0.7968 -0.0196 0.050 Uiso calc R 1 1
H H10B 0.2336 0.8310 0.1066 0.050 Uiso calc R 1 1
C C11 0.49498(17) 0.83050(13) 0.11561(13) 0.0377(3) Uani d . 1 1
C C12 0.45462(19) 0.90507(15) 0.21596(14) 0.0452(3) Uani d . 1 1
H H12 0.3338 0.9228 0.2601 0.054 Uiso calc R 1 1
C C13 0.5907(2) 0.95475(16) 0.25307(15) 0.0504(3) Uani d . 1 1
H H13 0.5607 1.0052 0.3210 0.060 Uiso calc R 1 1
C C14 0.76966(19) 0.92861(14) 0.18852(15) 0.0456(3) Uani d . 1 1
C C15 0.81273(19) 0.85446(15) 0.08668(16) 0.0497(3) Uani d . 1 1
H H15 0.9335 0.8372 0.0423 0.060 Uiso calc R 1 1
C C16 0.67642(19) 0.80638(15) 0.05125(15) 0.0462(3) Uani d . 1 1
H H16 0.7066 0.7567 -0.0172 0.055 Uiso calc R 1 1
C C17 0.8784(3) 1.0769(2) 0.2951(3) 0.0859(7) Uani d . 1 1
H H17A 0.8026 1.1564 0.2609 0.129 Uiso calc R 1 1
H H17B 0.9907 1.1094 0.2953 0.129 Uiso calc R 1 1
H H17C 0.8171 1.0362 0.3825 0.129 Uiso calc R 1 1
N N1 0.07583(14) 0.47009(12) 0.15072(10) 0.0391(2) Uani d . 1 1
H H1A 0.0114 0.4382 0.1114 0.047 Uiso calc R 1 1
O O1 0.18656(13) 0.60841(11) -0.04169(9) 0.0456(2) Uani d . 1 1
O O2 0.91500(16) 0.97189(13) 0.21607(13) 0.0668(3) Uani d . 1 1
S S1 0.41037(5) 0.34901(4) 0.25677(4) 0.05008(12) Uani d . 1 1
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
C9 C1 S1 125.87(10)
C9 C1 H1 117.1
S1 C1 H1 117.1
C7 C2 C3 119.01(14)
C7 C2 S1 120.68(11)
C3 C2 S1 120.27(12)
C4 C3 C2 120.83(15)
C4 C3 H3 119.6
C2 C3 H3 119.6
C5 C4 C3 119.96(15)
C5 C4 H4 120.0
C3 C4 H4 120.0
C4 C5 C6 120.22(16)
C4 C5 H5 119.9
C6 C5 H5 119.9
C5 C6 C7 120.46(15)
C5 C6 H6 119.8
C7 C6 H6 119.8
C2 C7 C6 119.49(13)
C2 C7 N1 122.61(12)
C6 C7 N1 117.72(12)
O1 C8 N1 119.75(10)
O1 C8 C9 118.99(11)
N1 C8 C9 121.26(11)
C1 C9 C8 122.57(11)
C1 C9 C10 122.99(11)
C8 C9 C10 114.20(10)
C11 C10 C9 114.61(10)
C11 C10 H10A 108.6
C9 C10 H10A 108.6
C11 C10 H10B 108.6
C9 C10 H10B 108.6
H10A C10 H10B 107.6
C12 C11 C16 117.91(12)
C12 C11 C10 121.68(12)
C16 C11 C10 120.41(12)
C11 C12 C13 121.51(13)
C11 C12 H12 119.2
C13 C12 H12 119.2
C14 C13 C12 119.54(13)
C14 C13 H13 120.2
C12 C13 H13 120.2
O2 C14 C13 124.88(14)
O2 C14 C15 115.39(13)
C13 C14 C15 119.73(12)
C16 C15 C14 119.91(13)
C16 C15 H15 120.0
C14 C15 H15 120.0
C15 C16 C11 121.40(13)
C15 C16 H16 119.3
C11 C16 H16 119.3
O2 C17 H17A 109.5
O2 C17 H17B 109.5
H17A C17 H17B 109.5
O2 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C8 N1 C7 130.70(10)
C8 N1 H1A 114.6
C7 N1 H1A 114.6
C14 O2 C17 117.51(14)
C1 S1 C2 99.41(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C9 1.3292(18)
C1 S1 1.7565(15)
C1 H1 0.9300
C2 C7 1.3881(19)
C2 C3 1.392(2)
C2 S1 1.7688(17)
C3 C4 1.372(3)
C3 H3 0.9300
C4 C5 1.370(3)
C4 H4 0.9300
C5 C6 1.375(2)
C5 H5 0.9300
C6 C7 1.389(2)
C6 H6 0.9300
C7 N1 1.4124(17)
C8 O1 1.2337(16)
C8 N1 1.3474(16)
C8 C9 1.4935(16)
C9 C10 1.5170(18)
C10 C11 1.5061(18)
C10 H10A 0.9700
C10 H10B 0.9700
C11 C12 1.3758(19)
C11 C16 1.388(2)
C12 C13 1.395(2)
C12 H12 0.9300
C13 C14 1.375(2)
C13 H13 0.9300
C14 O2 1.3721(17)
C14 C15 1.386(2)
C15 C16 1.378(2)
C15 H15 0.9300
C16 H16 0.9300
C17 O2 1.415(2)
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
N1 H1A 0.8600
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1A O1 2_565 0.86 2.02 2.860(2) 166.8
C17 H17B Cg 1_665 0.96 2.96 3.561(3) 122.0
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
C7 C2 C3 C4 1.9(2)
S1 C2 C3 C4 -175.66(12)
C2 C3 C4 C5 -1.1(2)
C3 C4 C5 C6 -0.3(3)
C4 C5 C6 C7 0.9(2)
C3 C2 C7 C6 -1.28(18)
S1 C2 C7 C6 176.27(10)
C3 C2 C7 N1 -176.30(11)
S1 C2 C7 N1 1.25(16)
C5 C6 C7 C2 -0.1(2)
C5 C6 C7 N1 175.17(12)
S1 C1 C9 C8 -6.64(19)
S1 C1 C9 C10 179.39(10)
O1 C8 C9 C1 -134.74(14)
N1 C8 C9 C1 46.39(18)
O1 C8 C9 C10 39.71(16)
N1 C8 C9 C10 -139.16(12)
C1 C9 C10 C11 -0.45(19)
C8 C9 C10 C11 -174.88(11)
C9 C10 C11 C12 -102.00(15)
C9 C10 C11 C16 78.58(16)
C16 C11 C12 C13 -0.3(2)
C10 C11 C12 C13 -179.73(13)
C11 C12 C13 C14 -0.2(2)
C12 C13 C14 O2 180.00(14)
C12 C13 C14 C15 0.6(2)
O2 C14 C15 C16 -179.96(13)
C13 C14 C15 C16 -0.5(2)
C14 C15 C16 C11 0.0(2)
C12 C11 C16 C15 0.4(2)
C10 C11 C16 C15 179.84(13)
O1 C8 N1 C7 -172.86(12)
C9 C8 N1 C7 6.0(2)
C2 C7 N1 C8 -51.01(19)
C6 C7 N1 C8 133.88(14)
C13 C14 O2 C17 -14.9(2)
C15 C14 O2 C17 164.55(16)
C9 C1 S1 C2 -57.47(14)
C7 C2 S1 C1 58.98(11)
C3 C2 S1 C1 -123.50(11)
