#------------------------------------------------------------------------------
#$Date: 2016-03-21 04:24:29 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178468 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/89/4028982.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_4028982
loop_
_publ_author_name
'Dang, Ling'
'Liang, Libo'
'Qian, Cheng'
'Fu, Meiqin'
'Ma, Tongmei'
'Xu, Dingguo'
'Jiang, Huanfeng'
'Zeng, Wei'
_publ_section_title
;
 Cu(OAc)2-Promoted Cascade Carboamination/Oxidative Cyclization of
 C-Acylimines with Alkenes.
;
_journal_issue                   2
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              769
_journal_page_last               776
_journal_paper_doi               10.1021/jo402705w
_journal_volume                  79
_journal_year                    2014
_chemical_formula_sum            'C30 H29 N3 O7 S'
_chemical_formula_weight         575.62
_chemical_name_common            Bridged-bisheterocycle_(3a)
_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                77.45(3)
_cell_angle_beta                 79.49(3)
_cell_angle_gamma                72.23(3)
_cell_formula_units_Z            2
_cell_length_a                   10.893(2)
_cell_length_b                   11.806(2)
_cell_length_c                   11.988(2)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.05
_cell_volume                     1421.8(5)
_computing_cell_refinement       'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_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  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0318
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13883
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.05
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_T_max  0.9675
_exptl_absorpt_correction_T_min  0.9518
_exptl_crystal_colour            blown
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       column
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.410
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         6427
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0551
_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)+(0.1503P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1707
_refine_ls_wR_factor_ref         0.2369
_reflns_number_gt                4043
_reflns_number_total             6427
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo402705w_si_002.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        1421.7(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4028982
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
S1 S 0.97099(6) 0.67729(6) 0.27267(5) 0.0569(2) Uani 1 1 d .
O1 O 1.59680(17) 0.60405(17) 0.17641(16) 0.0634(5) Uani 1 1 d .
O2 O 1.0453(2) 0.60894(19) 0.36271(15) 0.0725(6) Uani 1 1 d .
O3 O 0.9016(2) 0.79970(18) 0.27669(16) 0.0722(6) Uani 1 1 d .
O4 O 1.5592(3) 1.0571(2) -0.2369(2) 0.0961(8) Uani 1 1 d .
O5 O 1.8509(2) 0.1219(2) 0.4991(2) 0.0925(7) Uani 1 1 d .
O6 O 1.3077(2) 0.3725(2) 0.46121(15) 0.0704(6) Uani 1 1 d .
O7 O 1.2273(2) 0.32859(17) 0.32135(15) 0.0653(5) Uani 1 1 d .
N1 N 1.07326(18) 0.67443(19) 0.15474(16) 0.0510(5) Uani 1 1 d .
N2 N 1.46818(19) 0.48526(19) 0.28065(17) 0.0508(5) Uani 1 1 d .
C12 C 1.2954(2) 0.5429(2) 0.1782(2) 0.0494(5) Uani 1 1 d .
C1 C 1.0344(2) 0.7369(2) 0.0451(2) 0.0512(6) Uani 1 1 d .
C2 C 0.9565(3) 0.8526(3) 0.0190(3) 0.0658(7) Uani 1 1 d .
H2A H 0.9172 0.8987 0.0763 0.079 Uiso 1 1 calc R
C3 C 0.9384(3) 0.8986(3) -0.0953(3) 0.0787(9) Uani 1 1 d .
H3A H 0.8847 0.9761 -0.1148 0.094 Uiso 1 1 calc R
C4 C 0.9993(4) 0.8306(3) -0.1809(3) 0.0809(9) Uani 1 1 d .
H4A H 0.9871 0.8634 -0.2573 0.097 Uiso 1 1 calc R
C5 C 1.0777(3) 0.7147(3) -0.1539(2) 0.0695(8) Uani 1 1 d .
H5A H 1.1182 0.6691 -0.2114 0.083 Uiso 1 1 calc R
C6 C 1.0954(2) 0.6669(2) -0.0392(2) 0.0532(6) Uani 1 1 d .
C7 C 1.1777(3) 0.5470(3) 0.0109(2) 0.0613(7) Uani 1 1 d .
H7A H 1.2668 0.5337 -0.0258 0.074 Uiso 1 1 calc R
H7B H 1.1446 0.4824 0.0018 0.074 Uiso 1 1 calc R
C8 C 1.1691(2) 0.5532(2) 0.1409(2) 0.0508(6) Uani 1 1 d .
H8A H 1.1333 0.4889 0.1879 0.061 Uiso 1 1 calc R
C9 C 1.3499(2) 0.4659(2) 0.2681(2) 0.0493(5) Uani 1 1 d .
C10 C 1.3800(2) 0.6202(2) 0.12557(19) 0.0486(5) Uani 1 1 d .
C11 C 1.4968(2) 0.5743(2) 0.1936(2) 0.0498(5) Uani 1 1 d .
N3 N 1.34608(19) 0.70715(19) 0.04235(17) 0.0529(5) Uani 1 1 d .
C13 C 1.4082(2) 0.7923(2) -0.0220(2) 0.0536(6) Uani 1 1 d .
C14 C 1.5381(3) 0.7907(3) -0.0305(3) 0.0844(10) Uani 1 1 d .
H14A H 1.5942 0.7288 0.0136 0.101 Uiso 1 1 calc R
C15 C 1.5834(3) 0.8794(4) -0.1032(3) 0.0939(12) Uani 1 1 d .
H15A H 1.6708 0.8757 -0.1090 0.113 Uiso 1 1 calc R
C16 C 1.5032(3) 0.9744(3) -0.1682(3) 0.0701(8) Uani 1 1 d .
C17 C 1.3739(3) 0.9781(3) -0.1620(2) 0.0654(7) Uani 1 1 d .
H17A H 1.3181 1.0410 -0.2054 0.079 Uiso 1 1 calc R
C18 C 1.3292(3) 0.8867(2) -0.0901(2) 0.0594(6) Uani 1 1 d .
H18A H 1.2428 0.8885 -0.0873 0.071 Uiso 1 1 calc R
C19 C 1.5678(2) 0.3937(2) 0.3395(2) 0.0492(5) Uani 1 1 d .
C20 C 1.5987(3) 0.2761(2) 0.3214(2) 0.0603(6) Uani 1 1 d .
H20A H 1.5550 0.2567 0.2716 0.072 Uiso 1 1 calc R
C21 C 1.6927(3) 0.1882(3) 0.3760(3) 0.0675(7) Uani 1 1 d .
H21A H 1.7135 0.1094 0.3627 0.081 Uiso 1 1 calc R
C22 C 1.7577(3) 0.2160(2) 0.4515(2) 0.0604(7) Uani 1 1 d .
C23 C 1.7281(3) 0.3336(2) 0.4691(2) 0.0560(6) Uani 1 1 d .
H23A H 1.7725 0.3531 0.5182 0.067 Uiso 1 1 calc R
C24 C 1.6316(2) 0.4231(2) 0.4131(2) 0.0504(6) Uani 1 1 d .
H24A H 1.6105 0.5023 0.4255 0.061 Uiso 1 1 calc R
C25 C 1.2937(2) 0.3845(2) 0.3615(2) 0.0537(6) Uani 1 1 d .
C26 C 1.1598(4) 0.2537(3) 0.4066(3) 0.0850(10) Uani 1 1 d .
H26A H 1.0861 0.2470 0.3761 0.102 Uiso 1 1 calc R
H26B H 1.1274 0.2906 0.4750 0.102 Uiso 1 1 calc R
C27 C 1.2473(7) 0.1348(4) 0.4364(5) 0.151(2) Uani 1 1 d .
H27A H 1.2018 0.0854 0.4926 0.227 Uiso 1 1 calc R
H27B H 1.3193 0.1416 0.4677 0.227 Uiso 1 1 calc R
H27C H 1.2787 0.0984 0.3686 0.227 Uiso 1 1 calc R
C28 C 0.8608(3) 0.6010(4) 0.2621(3) 0.0946(11) Uani 1 1 d .
H28A H 0.7995 0.6009 0.3307 0.142 Uiso 1 1 calc R
H28B H 0.9067 0.5193 0.2534 0.142 Uiso 1 1 calc R
H28C H 0.8156 0.6406 0.1965 0.142 Uiso 1 1 calc R
C29 C 1.4818(4) 1.1510(3) -0.3136(4) 0.1042(13) Uani 1 1 d .
H29A H 1.5329 1.2031 -0.3569 0.156 Uiso 1 1 calc R
H29B H 1.4078 1.1969 -0.2698 0.156 Uiso 1 1 calc R
H29C H 1.4529 1.1158 -0.3654 0.156 Uiso 1 1 calc R
C30 C 1.8926(4) 0.1322(3) 0.5991(4) 0.1031(13) Uani 1 1 d .
H30A H 1.9576 0.0596 0.6241 0.155 Uiso 1 1 calc R
H30B H 1.8202 0.1447 0.6585 0.155 Uiso 1 1 calc R
H30C H 1.9288 0.1996 0.5834 0.155 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
O3 S1 O2 119.60(13)
O3 S1 N1 107.58(12)
O2 S1 N1 105.75(11)
O3 S1 C28 108.03(17)
O2 S1 C28 107.73(17)
N1 S1 C28 107.62(15)
C16 O4 C29 118.0(3)
C22 O5 C30 118.0(3)
C25 O7 C26 116.1(2)
C1 N1 C8 109.31(18)
C1 N1 S1 122.17(16)
C8 N1 S1 116.05(16)
C11 N2 C9 109.97(19)
C11 N2 C19 121.92(19)
C9 N2 C19 122.8(2)
C9 C12 C10 107.8(2)
C9 C12 C8 127.0(2)
C10 C12 C8 125.1(2)
C2 C1 C6 122.0(2)
C2 C1 N1 127.6(2)
C6 C1 N1 110.2(2)
C1 C2 C3 118.1(3)
C2 C3 C4 120.8(3)
C5 C4 C3 120.7(3)
C4 C5 C6 119.0(3)
C1 C6 C5 119.5(2)
C1 C6 C7 111.4(2)
C5 C6 C7 129.1(2)
C6 C7 C8 104.5(2)
C12 C8 N1 111.0(2)
C12 C8 C7 114.0(2)
N1 C8 C7 104.31(19)
C12 C9 N2 111.4(2)
C12 C9 C25 129.4(2)
N2 C9 C25 118.2(2)
N3 C10 C12 120.4(2)
N3 C10 C11 134.2(2)
C12 C10 C11 105.4(2)
O1 C11 N2 125.1(2)
O1 C11 C10 129.6(2)
N2 C11 C10 105.3(2)
C10 N3 C13 131.6(2)
C18 C13 C14 117.2(2)
C18 C13 N3 114.0(2)
C14 C13 N3 128.6(2)
C15 C14 C13 120.4(3)
C14 C15 C16 121.8(3)
O4 C16 C15 116.5(3)
O4 C16 C17 124.4(3)
C15 C16 C17 119.1(3)
C18 C17 C16 118.8(3)
C17 C18 C13 122.6(3)
C24 C19 C20 120.2(2)
C24 C19 N2 120.3(2)
C20 C19 N2 119.5(2)
C21 C20 C19 120.5(3)
C20 C21 C22 120.2(3)
O5 C22 C23 125.3(3)
O5 C22 C21 115.0(3)
C23 C22 C21 119.6(2)
C22 C23 C24 119.9(2)
C19 C24 C23 119.6(2)
O6 C25 O7 125.3(2)
O6 C25 C9 123.2(2)
O7 C25 C9 111.6(2)
O7 C26 C27 109.8(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O3 1.419(2)
S1 O2 1.419(2)
S1 N1 1.632(2)
S1 C28 1.741(3)
O1 C11 1.214(3)
O4 C16 1.354(3)
O4 C29 1.433(4)
O5 C22 1.356(3)
O5 C30 1.399(4)
O6 C25 1.205(3)
O7 C25 1.322(3)
O7 C26 1.448(3)
N1 C1 1.429(3)
N1 C8 1.514(3)
N2 C11 1.377(3)
N2 C9 1.414(3)
N2 C19 1.441(3)
C12 C9 1.348(3)
C12 C10 1.459(3)
C12 C8 1.485(3)
C1 C2 1.373(4)
C1 C6 1.389(3)
C2 C3 1.386(4)
C3 C4 1.387(5)
C4 C5 1.379(4)
C5 C6 1.392(4)
C6 C7 1.491(4)
C7 C8 1.561(3)
C9 C25 1.481(3)
C10 N3 1.282(3)
C10 C11 1.530(3)
N3 C13 1.397(3)
C13 C18 1.387(3)
C13 C14 1.395(4)
C14 C15 1.364(4)
C15 C16 1.377(4)
C16 C17 1.385(4)
C17 C18 1.381(4)
C19 C24 1.373(3)
C19 C20 1.382(4)
C20 C21 1.361(4)
C21 C22 1.390(4)
C22 C23 1.381(4)
C23 C24 1.394(4)
C26 C27 1.448(6)
