#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:25:24 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180138 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/35/7103541.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_7103541
loop_
_publ_author_name
'Ding, Hanfeng'
'Zhang, Yiping'
'Yao, Weijun'
'Xu, Duanjun'
'Ma, Cheng'
_publ_section_title
;
 Thiazepine moiety-controlled regioselective rearrangements of
 7-oxanorbornadiene derivatives.
;
_journal_issue                   44
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5797
_journal_page_last               5799
_journal_paper_doi               10.1039/b813371a
_journal_year                    2008
_chemical_formula_moiety         'C29 H31 N O5 S'
_chemical_formula_sum            'C29 H31 N O5 S'
_chemical_formula_weight         505.61
_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
_cell_angle_alpha                89.60(3)
_cell_angle_beta                 77.09(3)
_cell_angle_gamma                72.33(3)
_cell_formula_units_Z            2
_cell_length_a                   9.0846(18)
_cell_length_b                   11.400(2)
_cell_length_c                   13.728(3)
_cell_measurement_reflns_used    2785
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      24.6
_cell_measurement_theta_min      3.0
_cell_volume                     1317.7(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.949
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID IP'
_diffrn_measurement_method       ω
_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  0.0414
_diffrn_reflns_av_sigmaI/netI    0.0586
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9633
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.24
_diffrn_reflns_theta_min         3.05
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         4525
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0452
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0597P)²+0.2991P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1184
_refine_ls_wR_factor_ref         0.1319
_reflns_number_gt                3421
_reflns_number_total             4525
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b813371a.txt
_cod_data_source_block           9b
_cod_database_code               7103541
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
S S 0.05908(7) 0.64064(6) 0.37786(5) 0.0430(2) Uani 1 1 d . . .
O1 O 0.10198(16) 0.38077(15) 0.23919(12) 0.0410(4) Uani 1 1 d . . .
O5 O 0.45649(17) 0.64342(14) 0.20034(14) 0.0445(4) Uani 1 1 d . . .
O4 O 0.61325(16) 0.44768(14) 0.20590(13) 0.0404(4) Uani 1 1 d . . .
O2 O 0.10357(18) 0.32936(16) 0.39662(13) 0.0461(4) Uani 1 1 d . . .
O3 O 0.73631(19) 0.15697(16) 0.22068(15) 0.0559(5) Uani 1 1 d . . .
N N 0.1346(2) 0.66707(16) 0.19418(14) 0.0344(4) Uani 1 1 d . . .
C11 C 0.3360(2) 0.36910(19) 0.29327(16) 0.0290(5) Uani 1 1 d . . .
C8 C 0.3344(2) 0.49250(18) 0.24782(15) 0.0283(5) Uani 1 1 d . . .
C1 C 0.1891(2) 0.59294(19) 0.26332(16) 0.0306(5) Uani 1 1 d . . .
C21 C 0.4529(2) 0.24705(19) 0.22336(17) 0.0326(5) Uani 1 1 d . . .
C20 C 0.6047(3) 0.2220(2) 0.26365(19) 0.0377(5) Uani 1 1 d . . .
C9 C 0.4784(2) 0.51947(19) 0.21653(16) 0.0314(5) Uani 1 1 d . . .
C19 C 0.5609(2) 0.2801(2) 0.36478(18) 0.0361(5) Uani 1 1 d . . .
C12 C 0.1680(2) 0.35694(19) 0.31810(17) 0.0323(5) Uani 1 1 d . . .
C15 C 0.3346(3) 0.4136(2) 0.48115(17) 0.0389(5) Uani 1 1 d . . .
H15 H 0.2300 0.4650 0.4965 0.047 Uiso 1 1 calc R . .
C14 C 0.4040(2) 0.35555(19) 0.38617(16) 0.0314(5) Uani 1 1 d . . .
C29 C 0.3865(3) 0.1383(2) 0.24952(18) 0.0382(5) Uani 1 1 d . . .
C5 C -0.0081(3) 0.7626(2) 0.2308(2) 0.0410(6) Uani 1 1 d . . .
C6 C -0.0658(3) 0.7594(2) 0.3289(2) 0.0449(6) Uani 1 1 d . . .
C10 C 0.5954(3) 0.6803(2) 0.1719(2) 0.0529(7) Uani 1 1 d . . .
H10A H 0.6623 0.6507 0.2177 0.079 Uiso 1 1 calc R . .
H10B H 0.5659 0.7687 0.1734 0.079 Uiso 1 1 calc R . .
H10C H 0.6519 0.6464 0.1054 0.079 Uiso 1 1 calc R . .
C3 C 0.2077(3) 0.6404(3) 0.08627(18) 0.0454(6) Uani 1 1 d . . .
H3A H 0.3166 0.5876 0.0773 0.054 Uiso 1 1 calc R . .
H3B H 0.2097 0.7169 0.0554 0.054 Uiso 1 1 calc R . .
C16 C 0.4240(3) 0.3934(2) 0.5524(2) 0.0467(6) Uani 1 1 d . . .
H16 H 0.3777 0.4307 0.6166 0.056 Uiso 1 1 calc R . .
C27 C 0.4822(3) 0.2645(2) 0.11050(17) 0.0406(6) Uani 1 1 d . . .
H27A H 0.3802 0.2947 0.0929 0.049 Uiso 1 1 calc R . .
H27B H 0.5340 0.3276 0.0964 0.049 Uiso 1 1 calc R . .
C26 C 0.2836(3) 0.1126(3) 0.1973(2) 0.0557(7) Uani 1 1 d . . .
H26 H 0.2605 0.1580 0.1430 0.067 Uiso 1 1 calc R . .
C4 C -0.0793(4) 0.8552(2) 0.1626(3) 0.0659(8) Uani 1 1 d . . .
H4A H -0.1353 0.8201 0.1254 0.099 Uiso 1 1 calc R . .
H4B H 0.0036 0.8771 0.1171 0.099 Uiso 1 1 calc R . .
H4C H -0.1518 0.9275 0.2018 0.099 Uiso 1 1 calc R . .
C18 C 0.6504(3) 0.2615(2) 0.4370(2) 0.0459(6) Uani 1 1 d . . .
H18 H 0.7555 0.2110 0.4221 0.055 Uiso 1 1 calc R . .
C2 C 0.1190(4) 0.5783(3) 0.0350(2) 0.0726(9) Uani 1 1 d . . .
H2A H 0.1190 0.5016 0.0643 0.109 Uiso 1 1 calc R . .
H2B H 0.1697 0.5628 -0.0350 0.109 Uiso 1 1 calc R . .
H2C H 0.0115 0.6308 0.0429 0.109 Uiso 1 1 calc R . .
C17 C 0.5801(3) 0.3193(2) 0.5309(2) 0.0517(7) Uani 1 1 d . . .
H17 H 0.6381 0.3083 0.5800 0.062 Uiso 1 1 calc R . .
C23 C 0.3532(4) -0.0275(3) 0.3544(3) 0.0691(9) Uani 1 1 d . . .
H23 H 0.3782 -0.0750 0.4072 0.083 Uiso 1 1 calc R . .
C22 C 0.4197(3) 0.0647(2) 0.3281(2) 0.0506(7) Uani 1 1 d . . .
H22 H 0.4891 0.0785 0.3639 0.061 Uiso 1 1 calc R . .
C24 C 0.2501(4) -0.0500(3) 0.3032(3) 0.0768(10) Uani 1 1 d . . .
H24 H 0.2044 -0.1121 0.3213 0.092 Uiso 1 1 calc R . .
C28 C 0.5829(4) 0.1487(3) 0.0432(2) 0.0629(8) Uani 1 1 d . . .
H28A H 0.6861 0.1198 0.0576 0.094 Uiso 1 1 calc R . .
H28B H 0.5935 0.1679 -0.0257 0.094 Uiso 1 1 calc R . .
H28C H 0.5322 0.0856 0.0555 0.094 Uiso 1 1 calc R . .
C7 C -0.2130(3) 0.8459(3) 0.3956(3) 0.0722(9) Uani 1 1 d . . .
H7A H -0.2266 0.9285 0.3754 0.108 Uiso 1 1 calc R . .
H7B H -0.2028 0.8422 0.4638 0.108 Uiso 1 1 calc R . .
H7C H -0.3037 0.8220 0.3902 0.108 Uiso 1 1 calc R . .
C13 C -0.0559(3) 0.3688(3) 0.2534(2) 0.0685(9) Uani 1 1 d . . .
H13A H -0.0497 0.2835 0.2588 0.103 Uiso 1 1 calc R . .
H13B H -0.0994 0.3994 0.1972 0.103 Uiso 1 1 calc R . .
H13C H -0.1230 0.4156 0.3135 0.103 Uiso 1 1 calc R . .
C25 C 0.2153(4) 0.0204(3) 0.2249(3) 0.0747(10) Uani 1 1 d . . .
H25 H 0.1451 0.0060 0.1900 0.090 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S C6 92.67(12) . . ?
C12 O1 C13 115.6(2) . . ?
C9 O5 C10 116.96(18) . . ?
C1 N C5 115.19(19) . . ?
C1 N C3 122.12(18) . . ?
C5 N C3 122.2(2) . . ?
C14 C11 C8 110.95(17) . . ?
C14 C11 C12 110.75(17) . . ?
C8 C11 C12 110.41(16) . . ?
C14 C11 C21 101.74(16) . . ?
C8 C11 C21 115.21(17) . . ?
C12 C11 C21 107.44(16) . . ?
C9 C8 C1 118.01(19) . . ?
C9 C8 C11 119.19(17) . . ?
C1 C8 C11 120.30(17) . . ?
N C1 C8 126.9(2) . . ?
N C1 S 108.97(15) . . ?
C8 C1 S 124.06(17) . . ?
C27 C21 C29 111.19(19) . . ?
C27 C21 C20 113.03(18) . . ?
C29 C21 C20 107.43(18) . . ?
C27 C21 C11 114.44(17) . . ?
C29 C21 C11 108.91(16) . . ?
C20 C21 C11 101.21(17) . . ?
O3 C20 C19 126.0(2) . . ?
O3 C20 C21 125.2(2) . . ?
C19 C20 C21 108.58(17) . . ?
O4 C9 O5 119.80(18) . . ?
O4 C9 C8 127.2(2) . . ?
O5 C9 C8 112.92(18) . . ?
C14 C19 C18 121.2(2) . . ?
C14 C19 C20 110.09(19) . . ?
C18 C19 C20 128.5(2) . . ?
O2 C12 O1 123.8(2) . . ?
O2 C12 C11 125.3(2) . . ?
O1 C12 C11 110.88(18) . . ?
C16 C15 C14 118.7(2) . . ?
C16 C15 H15 120.7 . . ?
C14 C15 H15 120.7 . . ?
C15 C14 C19 119.6(2) . . ?
C15 C14 C11 128.96(19) . . ?
C19 C14 C11 111.28(19) . . ?
C22 C29 C26 116.6(2) . . ?
C22 C29 C21 122.5(2) . . ?
C26 C29 C21 120.8(2) . . ?
C6 C5 N 112.4(2) . . ?
C6 C5 C4 126.6(2) . . ?
N C5 C4 120.9(2) . . ?
C5 C6 C7 128.6(2) . . ?
C5 C6 S 110.71(17) . . ?
C7 C6 S 120.6(2) . . ?
O5 C10 H10A 109.5 . . ?
O5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N C3 C2 111.9(2) . . ?
N C3 H3A 109.2 . . ?
C2 C3 H3A 109.2 . . ?
N C3 H3B 109.2 . . ?
C2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C17 C16 C15 121.7(2) . . ?
C17 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
C28 C27 C21 115.3(2) . . ?
C28 C27 H27A 108.5 . . ?
C21 C27 H27A 108.5 . . ?
C28 C27 H27B 108.5 . . ?
C21 C27 H27B 108.5 . . ?
H27A C27 H27B 107.5 . . ?
C25 C26 C29 121.0(3) . . ?
C25 C26 H26 119.5 . . ?
C29 C26 H26 119.5 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C5 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C17 C18 C19 118.6(2) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C24 C23 C22 120.4(3) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C22 C29 122.1(3) . . ?
C23 C22 H22 118.9 . . ?
C29 C22 H22 118.9 . . ?
C23 C24 C25 119.1(3) . . ?
C23 C24 H24 120.5 . . ?
C25 C24 H24 120.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C24 C25 C26 120.8(3) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S C1 1.719(2) . ?
S C6 1.722(3) . ?
O1 C12 1.340(3) . ?
O1 C13 1.451(3) . ?
O5 C9 1.389(3) . ?
O5 C10 1.422(3) . ?
O4 C9 1.227(2) . ?
O2 C12 1.195(3) . ?
O3 C20 1.216(3) . ?
N C1 1.343(3) . ?
N C5 1.407(3) . ?
N C3 1.474(3) . ?
C11 C14 1.524(3) . ?
C11 C8 1.532(3) . ?
C11 C12 1.536(3) . ?
C11 C21 1.628(3) . ?
C8 C9 1.408(3) . ?
C8 C1 1.435(3) . ?
C21 C27 1.534(3) . ?
C21 C29 1.543(3) . ?
C21 C20 1.546(3) . ?
C20 C19 1.460(3) . ?
C19 C14 1.389(3) . ?
C19 C18 1.394(3) . ?
C15 C16 1.381(3) . ?
C15 C14 1.388(3) . ?
C15 H15 0.9300 . ?
C29 C22 1.392(4) . ?
C29 C26 1.394(4) . ?
C5 C6 1.336(4) . ?
C5 C4 1.499(4) . ?
C6 C7 1.505(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C3 C2 1.501(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C16 C17 1.379(4) . ?
C16 H16 0.9300 . ?
C27 C28 1.530(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C26 C25 1.385(4) . ?
C26 H26 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C18 C17 1.375(4) . ?
C18 H18 0.9300 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C17 H17 0.9300 . ?
C23 C24 1.371(5) . ?
C23 C22 1.372(4) . ?
C23 H23 0.9300 . ?
C22 H22 0.9300 . ?
C24 C25 1.373(5) . ?
C24 H24 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C25 H25 0.9300 . ?
