data_General 
_audit_creation_date                  'Fri Apr 26 14:53:22 2002'
_audit_creation_method                'by teXsan'
_audit_update_record                   ?
#------------------------------------------------------------------------------
# PROCESSING SUMMARY (IUCr Office Use Only) 
_journal_date_recd_electronic          ?
_journal_date_from_coeditor            ?
_journal_date_accepted                 ?
_journal_coeditor_code                 ?
#------------------------------------------------------------------------------
# SUBMISSION DETAILS 
_publ_contact_author_name             ' Fujii, Nobutaka'
_publ_contact_author_address
;
Graduate School of Pharmaceutical Sciences
Kyoto University
Sakyo-ku, Kyoto 606-8501, JAPAN
;
_publ_contact_author_email            ' nfujii@pharm.kyoto-u.ac.jp '
_publ_contact_author_fax              '+81-75-753-4570 '
_publ_contact_author_phone            ' +81-75-753-4551 '

_publ_requested_journal               ' The Journal of Organic Chemistry'

#------------------------------------------------------------------------------
# TITLE AND AUTHOR LIST 

_publ_section_title
;
    Regio- and Stereoselective Synthesis of (E)-Alkene trans-Xaa-Pro Diepetide Mimetics Utilizing Organocopper-Mediated Anti-SN2' Reaction
;

loop_
_publ_author_name
_publ_author_footnote
_publ_author_address
      'Otaka, Akira'
;
      Graduate School of Pharmaceutical Sciences      
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
JAPAN
;
      'Katagiri, Fumihiko'
;
      Graduate School of Pharmaceutical Sciences      
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
JAPAN
;
      'Kinoshita, Takayoshi'
;
      Fujisawa Pharmacutical Co., Ltd.
      Kashima, Yodogawa-ku, Osaka 532-8514
JAPAN
;
      'Odagaki, Yoshihiko'
;
      Minase Research Institute
      Ono Pharmaceutical Co.,Ltd.
      Mishima-gun, Osaka 618-8585
JAPAN
;
      'Tamamura, Hirokazu'
;
      Graduate School of Pharmaceutical Sciences      
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
JAPAN
;
      'Hamanaka, Nobuyuki'
;
      Minase Research Institute
      Ono Pharmaceutical Co.,Ltd.
      Mishima-gun, Osaka 618-8585
JAPAN
;
       'Fujii, Nobutaka'
;
      Pharmaceutical Science
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
      JAPAN 

#-----------------------------------------------------------------------------
# TEXT 


_publ_section_references
;
    ENTER OTHER REFERENCES
Molecular Structure Corporation, Rigaku Corporation. (1999). teXsan. 
Single Crystal Structure Analysis Software. Version 1.10.
MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA.
Rigaku, 3-9-12 Akishima, Tokyo, Japan.
North, A.C.T., Phillips, D. C. & Mathews, F. S. (1968).
Acta Cryst. A24, 351-359.
;
#------------------------------------------------------------------------------
data_comp# 18
#------------------------------------------------------------------------------
# CHEMICAL DATA 
_chemical_formula_sum                  'C22 H35 N O4 S '
_chemical_formula_moiety               'C22 H35 N O4 S '
_chemical_formula_weight               409.58
_chemical_melting_point                
#------------------------------------------------------------------------------
# CRYSTAL DATA 
_symmetry_cell_setting                 orthorhombic
_symmetry_space_group_name_H-M        'P 21 21 21   '
_symmetry_Int_Tables_number            19
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
1/2+x,1/2-y,-z
-x,1/2+y,1/2-z
_cell_length_a                         9.935(3)
_cell_length_b                         23.703(2)
_cell_length_c                         9.514(4)
_cell_angle_alpha                      90
_cell_angle_beta                       90
_cell_angle_gamma                      90
_cell_volume                           2240.4(9)
_cell_formula_units_Z                  4
_cell_measurement_reflns_used          21
_cell_measurement_theta_min            15.1
_cell_measurement_theta_max            21.0
_cell_measurement_temperature          296.2
#------------------------------------------------------------------------------
_exptl_crystal_description            'prismatic'
_exptl_crystal_colour                 'colorless'
_exptl_crystal_size_max                0.400
_exptl_crystal_size_mid                0.400
_exptl_crystal_size_min                0.300
_exptl_crystal_density_diffrn          1.214
_exptl_crystal_density_meas            1.300
_exptl_absorpt_coefficient_mu          1.493
_exptl_absorpt_correction_type         psi-scan
_exptl_absorpt_process_details        '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_correction_T_min        0.860
_exptl_absorpt_correction_T_max        0.997
#------------------------------------------------------------------------------
# EXPERIMENTAL DATA 
_diffrn_radiation_type                'Cu K\a'
_diffrn_radiation_wavelength           1.5418
_diffrn_measurement_device_type       'Rigaku AFC5R'
_diffrn_measurement_method             \w-2\q
_diffrn_reflns_number                  2352
_diffrn_standards_number              3
_diffrn_standards_interval_count      150
_diffrn_standards_decay_%             4.59
#------------------------------------------------------------------------------
# REFINEMENT DATA 
_refine_special_details
;
Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor
(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero 
for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only 
for calculating R-factor (gt).
;
_reflns_number_total                   0
_reflns_number_gt                      0
_reflns_threshold_expression           F^2^>2.0\s(F^2^)
_refine_ls_structure_factor_coef       F
_refine_ls_R_factor_gt                 0.0000
_refine_ls_wR_factor_ref               0.0880
_refine_ls_hydrogen_treatment          noref
_refine_ls_number_reflns               2123
_refine_ls_number_parameters           253
_refine_ls_goodness_of_fit_ref         1.899
_refine_ls_weighting_scheme            calc
_refine_ls_weighting_details
   'w = 1/[\s^2^(Fo) + 0.00148|Fo|^2^]'
_refine_ls_shift/su_max                1.4090
_refine_diff_density_max               0.23
_refine_diff_density_min               -0.34
_refine_ls_extinction_method           none

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
  'C' 'C'  0.018 0.009 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
  'H' 'H'  0.000 0.000 
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
  'N' 'N'  0.031 0.018 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
  'O' 'O'  0.049 0.032 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
  'S' 'S'  0.333 0.557 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
#------------------------------------------------------------------------------
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
 S(1)   S  0.31509(9)  0.23069(3)  0.06432(10) 0.0539(2)   Uani 1.00 d . . .
 O(1)   O  0.4248(3)   0.2637(1)   0.1100(4)   0.0825(9)   Uani 1.00 d . . .
 O(2)   O  0.3012(4)   0.2214(1)   -0.0841(3)  0.0861(9)   Uani 1.00 d . . .
 O(3)   O  -0.1978(3)  0.0957(1)   0.4727(3)   0.0800(9)   Uani 1.00 d . . .
 O(4)   O  0.2006(2)   0.37485(9)  0.2460(3)   0.0509(6)   Uani 1.00 d . . .
 N(1)   N  0.1792(3)   0.2619(1)   0.1123(3)   0.0448(6)   Uani 1.00 d . . .
 C(1)   C  0.3241(3)   0.1637(1)   0.1502(3)   0.0409(7)   Uani 1.00 d . . .
 C(2)   C  0.2209(3)   0.1250(1)   0.1263(3)   0.0422(7)   Uani 1.00 d . . .
 C(3)   C  0.2268(4)   0.0734(1)   0.1928(4)   0.0495(8)   Uani 1.00 d . . .
 C(4)   C  0.3312(4)   0.0584(1)   0.2785(4)   0.0541(9)   Uani 1.00 d . . .
 C(5)   C  0.4340(4)   0.0966(2)   0.2986(4)   0.0517(9)   Uani 1.00 d . . .
 C(6)   C  0.4330(3)   0.1498(1)   0.2381(4)   0.0465(8)   Uani 1.00 d . . .
 C(7)   C  0.1010(4)   0.1362(2)   0.0329(4)   0.0606(10)  Uani 1.00 d . . .
 C(8)   C  0.3314(5)   0.0023(2)   0.3534(5)   0.080(1)    Uani 1.00 d . . .
 C(9)   C  0.5525(4)   0.1872(2)   0.2713(6)   0.074(1)    Uani 1.00 d . . .
 C(10)  C  0.1530(3)   0.2757(1)   0.2606(3)   0.0420(7)   Uani 1.00 d . . .
 C(11)  C  0.0569(3)   0.2350(1)   0.3282(3)   0.0415(7)   Uani 1.00 d . . .
 C(12)  C  0.0832(3)   0.2026(1)   0.4399(3)   0.0420(7)   Uani 1.00 d . . .
 C(13)  C  0.2148(4)   0.1979(2)   0.5161(4)   0.0523(8)   Uani 1.00 d . . .
 C(14)  C  0.1990(6)   0.1479(2)   0.6130(5)   0.089(1)    Uani 1.00 d . . .
 C(15)  C  0.0750(7)   0.1230(3)   0.5894(7)   0.162(2)    Uani 1.00 d . . .
 C(16)  C  -0.0141(4)  0.1620(2)   0.5069(3)   0.0503(8)   Uani 1.00 d . . .
 C(17)  C  -0.1052(5)  0.1327(2)   0.4085(4)   0.071(1)    Uani 1.00 d . . .
 C(18)  C  0.0957(4)   0.3354(1)   0.2718(4)   0.0504(8)   Uani 1.00 d . . .
 C(19)  C  0.1644(4)   0.4277(1)   0.1800(4)   0.0559(9)   Uani 1.00 d . . .
 C(20)  C  0.1175(9)   0.4172(3)   0.0314(6)   0.131(2)    Uani 1.00 d . . .
 C(21)  C  0.2924(5)   0.4604(2)   0.1761(6)   0.076(1)    Uani 1.00 d . . .
 C(22)  C  0.0620(5)   0.4582(2)   0.2747(8)   0.097(2)    Uani 1.00 d . . .
 H(1)   H  0.1136      0.2725      0.0435      0.0514      Uiso 1.00 calc . . .
 H(2)   H  0.1551      0.0472      0.1790      0.0592      Uiso 1.00 calc . . .
 H(3)   H  0.5081      0.0858      0.3587      0.0609      Uiso 1.00 calc . . .
 H(4)   H  0.1077      0.1725      -0.0085     0.0710      Uiso 1.00 calc . . .
 H(5)   H  0.0980      0.1084      -0.0405     0.0710      Uiso 1.00 calc . . .
 H(6)   H  0.0210      0.1337      0.0866      0.0710      Uiso 1.00 calc . . .
 H(7)   H  0.2541      -0.0013     0.4112      0.0953      Uiso 1.00 calc . . .
 H(8)   H  0.3270      -0.0281     0.2835      0.0953      Uiso 1.00 calc . . .
 H(9)   H  0.4101      -0.0027     0.4062      0.0953      Uiso 1.00 calc . . .
 H(10)  H  0.6348      0.1705      0.2361      0.0872      Uiso 1.00 calc . . .
 H(11)  H  0.5437      0.2235      0.2249      0.0872      Uiso 1.00 calc . . .
 H(12)  H  0.5634      0.1939      0.3689      0.0872      Uiso 1.00 calc . . .
 H(13)  H  0.2357      0.2741      0.3121      0.0486      Uiso 1.00 calc . . .
 H(14)  H  -0.0327     0.2335      0.2885      0.0476      Uiso 1.00 calc . . .
 H(15)  H  0.2876      0.1913      0.4509      0.0640      Uiso 1.00 calc . . .
 H(16)  H  0.2333      0.2311      0.5673      0.0640      Uiso 1.00 calc . . .
 H(17)  H  0.2730      0.1215      0.5959      0.1046      Uiso 1.00 calc . . .
 H(18)  H  0.2095      0.1605      0.7087      0.1046      Uiso 1.00 calc . . .
 H(19)  H  0.0844      0.0884      0.5375      0.1786      Uiso 1.00 calc . . .
 H(20)  H  0.0308      0.1144      0.6761      0.1786      Uiso 1.00 calc . . .
 H(21)  H  -0.0690     0.1821      0.5704      0.0599      Uiso 1.00 calc . . .
 H(22)  H  -0.0512     0.1115      0.3441      0.0841      Uiso 1.00 calc . . .
 H(23)  H  -0.1538     0.1606      0.3573      0.0841      Uiso 1.00 calc . . .
 H(24)  H  0.0603      0.3408      0.3656      0.0591      Uiso 1.00 calc . . .
 H(25)  H  0.0253      0.3398      0.2067      0.0591      Uiso 1.00 calc . . .
 H(26)  H  0.0927      0.4512      -0.0121     0.1420      Uiso 1.00 calc . . .
 H(27)  H  0.1862      0.3989      -0.0203     0.1420      Uiso 1.00 calc . . .
 H(28)  H  0.0399      0.3925      0.0344      0.1420      Uiso 1.00 calc . . .
 H(29)  H  0.3228      0.4655      0.2718      0.0920      Uiso 1.00 calc . . .
 H(30)  H  0.3578      0.4397      0.1265      0.0920      Uiso 1.00 calc . . .
 H(31)  H  0.2776      0.4957      0.1350      0.0920      Uiso 1.00 calc . . .
 H(32)  H  0.1018      0.4655      0.3622      0.1099      Uiso 1.00 calc . . .
 H(33)  H  0.0380      0.4930      0.2301      0.1099      Uiso 1.00 calc . . .
 H(34)  H  -0.0149     0.4354      0.2841      0.1099      Uiso 1.00 calc . . .
 H(35)  H  -0.2361     0.1067      0.5783      0.0925      Uiso 1.00 calc . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
 S(1)   0.0526(4)   0.0455(4)   0.0635(4)   0.0057(3)   0.0193(4)   0.0168(3)  
 O(1)   0.050(1)    0.057(1)    0.141(3)    -0.005(1)   0.021(2)    0.025(2)   
 O(2)   0.115(2)    0.090(2)    0.053(1)    0.039(2)    0.029(2)    0.024(1)   
 O(3)   0.091(2)    0.072(1)    0.077(2)    -0.039(1)   0.019(2)    -0.001(1)  
 O(4)   0.050(1)    0.0353(9)   0.067(1)    -0.0015(10) -0.003(1)   0.003(1)   
 N(1)   0.047(1)    0.037(1)    0.051(1)    0.005(1)    0.005(1)    0.009(1)   
 C(1)   0.047(2)    0.037(1)    0.039(1)    0.006(1)    0.005(1)    0.002(1)   
 C(2)   0.048(2)    0.038(1)    0.040(1)    0.005(1)    0.005(1)    0.000(1)   
 C(3)   0.050(2)    0.040(1)    0.058(2)    0.000(1)    0.003(2)    -0.002(1)  
 C(4)   0.070(2)    0.038(1)    0.054(2)    0.012(2)    0.007(2)    0.006(1)   
 C(5)   0.050(2)    0.058(2)    0.047(2)    0.012(2)    -0.001(2)   0.004(1)   
 C(6)   0.042(2)    0.052(2)    0.045(2)    0.006(1)    0.011(1)    -0.003(1)  
 C(7)   0.061(2)    0.062(2)    0.059(2)    -0.001(2)   -0.016(2)   0.002(2)   
 C(8)   0.102(3)    0.055(2)    0.084(3)    0.018(2)    0.013(3)    0.023(2)   
 C(9)   0.059(2)    0.080(3)    0.083(3)    -0.012(2)   -0.009(2)   0.001(2)   
 C(10)  0.040(1)    0.038(1)    0.048(1)    -0.001(1)   0.000(1)    0.003(1)   
 C(11)  0.043(1)    0.035(1)    0.047(1)    0.001(1)    0.003(1)    0.001(1)   
 C(12)  0.043(1)    0.040(1)    0.043(1)    0.004(1)    0.002(1)    -0.003(1)  
 C(13)  0.051(2)    0.057(2)    0.048(2)    0.000(2)    -0.003(2)   0.004(2)   
 C(14)  0.086(3)    0.103(3)    0.079(3)    -0.003(3)   -0.006(3)   0.045(2)   
 C(15)  0.109(4)    0.186(5)    0.192(5)    -0.067(4)   -0.089(3)   0.141(3)   
 C(16)  0.062(2)    0.052(2)    0.038(1)    -0.002(2)   0.005(2)    0.006(1)   
 C(17)  0.078(2)    0.076(2)    0.058(2)    -0.032(2)   0.003(2)    0.006(2)   
 C(18)  0.051(2)    0.039(1)    0.062(2)    -0.003(1)   0.003(2)    -0.002(1)  
 C(19)  0.064(2)    0.040(1)    0.064(2)    -0.001(2)   -0.015(2)   0.009(1)   
 C(20)  0.197(6)    0.117(4)    0.077(3)    -0.062(4)   -0.058(4)   0.035(3)   
 C(21)  0.074(3)    0.051(2)    0.101(3)    -0.004(2)   -0.004(3)   0.022(2)   
 C(22)  0.094(3)    0.051(2)    0.146(5)    0.019(2)    0.015(4)    0.013(3)   
#------------------------------------------------------------------------------
_computing_data_collection            'MSC/AFC Diffractometer Control'
_computing_cell_refinement            'MSC/AFC Diffractometer Control'
_computing_data_reduction             'teXsan Ver. 1.11'
_computing_structure_solution          SHELXS86
_computing_structure_refinement       'teXsan Ver. 1.10'
_computing_publication_material       'teXsan Ver. 1.11'
#------------------------------------------------------------------------------
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
 S(1)      O(1)      1.410(3)   . . yes
 S(1)      O(2)      1.436(3)   . . yes
 S(1)      N(1)      1.607(3)   . . yes
 S(1)      C(1)      1.788(3)   . . yes
 O(3)      C(17)     1.412(5)   . . yes
 O(3)      H(35)     1.106      . . no
 O(4)      C(18)     1.421(4)   . . yes
 O(4)      C(19)     1.447(4)   . . yes
 N(1)      C(10)     1.472(4)   . . yes
 N(1)      H(1)      0.957      . . no
 C(1)      C(2)      1.394(4)   . . yes
 C(1)      C(6)      1.407(4)   . . yes
 C(2)      C(3)      1.378(4)   . . yes
 C(2)      C(7)      1.510(5)   . . yes
 C(3)      C(4)      1.367(5)   . . yes
 C(3)      H(2)      0.955      . . no
 C(4)      C(5)      1.378(5)   . . yes
 C(4)      C(8)      1.509(5)   . . yes
 C(5)      C(6)      1.386(5)   . . yes
 C(5)      H(3)      0.966      . . no
 C(6)      C(9)      1.515(5)   . . yes
 C(7)      H(4)      0.949      . . no
 C(7)      H(5)      0.960      . . no
 C(7)      H(6)      0.947      . . no
 C(8)      H(7)      0.949      . . no
 C(8)      H(8)      0.981      . . no
 C(8)      H(9)      0.936      . . no
 C(9)      H(10)     0.968      . . no
 C(9)      H(11)     0.970      . . no
 C(9)      H(12)     0.948      . . no
 C(10)     C(11)     1.502(4)   . . yes
 C(10)     C(18)     1.529(4)   . . yes
 C(10)     H(13)     0.957      . . no
 C(11)     C(12)     1.337(4)   . . yes
 C(11)     H(14)     0.967      . . no
 C(12)     C(13)     1.499(5)   . . yes
 C(12)     C(16)     1.505(5)   . . yes
 C(13)     C(14)     1.509(6)   . . yes
 C(13)     H(15)     0.966      . . no
 C(13)     H(16)     0.943      . . no
 C(14)     C(15)     1.384(8)   . . yes
 C(14)     H(17)     0.980      . . no
 C(14)     H(18)     0.964      . . no
 C(15)     C(16)     1.502(7)   . . yes
 C(15)     H(19)     0.963      . . no
 C(15)     H(20)     0.957      . . no
 C(16)     C(17)     1.476(5)   . . yes
 C(16)     H(21)     0.943      . . no
 C(17)     H(22)     0.957      . . no
 C(17)     H(23)     0.952      . . no
 C(18)     H(24)     0.968      . . no
 C(18)     H(25)     0.940      . . no
 C(19)     C(20)     1.510(6)   . . yes
 C(19)     C(21)     1.491(6)   . . yes
 C(19)     C(22)     1.538(7)   . . yes
 C(20)     H(26)     0.939      . . no
 C(20)     H(27)     0.946      . . no
 C(20)     H(28)     0.968      . . no
 C(21)     H(29)     0.966      . . no
 C(21)     H(30)     0.942      . . no
 C(21)     H(31)     0.934      . . no
 C(22)     H(32)     0.938      . . no
 C(22)     H(33)     0.960      . . no
 C(22)     H(34)     0.940      . . no
#------------------------------------------------------------------------------
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
   O(1)      S(1)      O(2)      117.6(2)   . . 0_555 yes
   O(1)      S(1)      N(1)      107.9(2)   . . 0_555 yes
   O(1)      S(1)      C(1)      108.2(2)   . . 0_555 yes
   O(2)      S(1)      N(1)      105.6(2)   . . 0_555 yes
   O(2)      S(1)      C(1)      108.5(2)   . . 0_555 yes
   N(1)      S(1)      C(1)      108.8(1)   . . 0_555 yes
   C(17)     O(3)      H(35)     118.0      . . 0_555 no
   C(18)     O(4)      C(19)     117.5(3)   . . 0_555 yes
   S(1)      N(1)      C(10)     121.5(2)   . . 0_555 yes
   S(1)      N(1)      H(1)      120.0      . . 0_555 no
   C(10)     N(1)      H(1)      118.5      . . 0_555 no
   S(1)      C(1)      C(2)      118.2(2)   . . 0_555 yes
   S(1)      C(1)      C(6)      121.2(2)   . . 0_555 yes
   C(2)      C(1)      C(6)      120.6(3)   . . 0_555 yes
   C(1)      C(2)      C(3)      118.5(3)   . . 0_555 yes
   C(1)      C(2)      C(7)      124.2(3)   . . 0_555 yes
   C(3)      C(2)      C(7)      117.3(3)   . . 0_555 yes
   C(2)      C(3)      C(4)      122.5(3)   . . 0_555 yes
   C(2)      C(3)      H(2)      118.9      . . 0_555 no
   C(4)      C(3)      H(2)      118.6      . . 0_555 no
   C(3)      C(4)      C(5)      118.3(3)   . . 0_555 yes
   C(3)      C(4)      C(8)      120.8(4)   . . 0_555 yes
   C(5)      C(4)      C(8)      120.8(4)   . . 0_555 yes
   C(4)      C(5)      C(6)      122.4(3)   . . 0_555 yes
   C(4)      C(5)      H(3)      118.2      . . 0_555 no
   C(6)      C(5)      H(3)      119.4      . . 0_555 no
   C(1)      C(6)      C(5)      117.7(3)   . . 0_555 yes
   C(1)      C(6)      C(9)      126.1(3)   . . 0_555 yes
   C(5)      C(6)      C(9)      116.2(3)   . . 0_555 yes
   C(2)      C(7)      H(4)      110.3      . . 0_555 no
   C(2)      C(7)      H(5)      109.4      . . 0_555 no
   C(2)      C(7)      H(6)      109.5      . . 0_555 no
   H(4)      C(7)      H(5)      108.8      . . 0_555 no
   H(4)      C(7)      H(6)      109.8      . . 0_555 no
   H(5)      C(7)      H(6)      108.9      . . 0_555 no
   C(4)      C(8)      H(7)      110.5      . . 0_555 no
   C(4)      C(8)      H(8)      109.0      . . 0_555 no
   C(4)      C(8)      H(9)      111.3      . . 0_555 no
   H(7)      C(8)      H(8)      107.0      . . 0_555 no
   H(7)      C(8)      H(9)      110.8      . . 0_555 no
   H(8)      C(8)      H(9)      108.0      . . 0_555 no
   C(6)      C(9)      H(10)     110.5      . . 0_555 no
   C(6)      C(9)      H(11)     110.8      . . 0_555 no
   C(6)      C(9)      H(12)     113.1      . . 0_555 no
   H(10)     C(9)      H(11)     106.3      . . 0_555 no
   H(10)     C(9)      H(12)     108.1      . . 0_555 no
   H(11)     C(9)      H(12)     107.9      . . 0_555 no
   N(1)      C(10)     C(11)     112.4(2)   . . 0_555 yes
   N(1)      C(10)     C(18)     109.7(3)   . . 0_555 yes
   N(1)      C(10)     H(13)     109.2      . . 0_555 no
   C(11)     C(10)     C(18)     109.2(3)   . . 0_555 yes
   C(11)     C(10)     H(13)     107.6      . . 0_555 no
   C(18)     C(10)     H(13)     108.7      . . 0_555 no
   C(10)     C(11)     C(12)     125.8(3)   . . 0_555 yes
   C(10)     C(11)     H(14)     116.2      . . 0_555 no
   C(12)     C(11)     H(14)     118.0      . . 0_555 no
   C(11)     C(12)     C(13)     126.7(3)   . . 0_555 yes
   C(11)     C(12)     C(16)     125.3(3)   . . 0_555 yes
   C(13)     C(12)     C(16)     108.0(3)   . . 0_555 yes
   C(12)     C(13)     C(14)     105.2(3)   . . 0_555 yes
   C(12)     C(13)     H(15)     110.8      . . 0_555 no
   C(12)     C(13)     H(16)     111.0      . . 0_555 no
   C(14)     C(13)     H(15)     110.1      . . 0_555 no
   C(14)     C(13)     H(16)     111.1      . . 0_555 no
   H(15)     C(13)     H(16)     108.7      . . 0_555 no
   C(13)     C(14)     C(15)     109.2(4)   . . 0_555 yes
   C(13)     C(14)     H(17)     108.8      . . 0_555 no
   C(13)     C(14)     H(18)     108.8      . . 0_555 no
   C(15)     C(14)     H(17)     111.6      . . 0_555 no
   C(15)     C(14)     H(18)     112.4      . . 0_555 no
   H(17)     C(14)     H(18)     105.9      . . 0_555 no
   C(14)     C(15)     C(16)     110.3(5)   . . 0_555 yes
   C(14)     C(15)     H(19)     111.1      . . 0_555 no
   C(14)     C(15)     H(20)     111.1      . . 0_555 no
   C(16)     C(15)     H(19)     108.3      . . 0_555 no
   C(16)     C(15)     H(20)     108.1      . . 0_555 no
   H(19)     C(15)     H(20)     107.8      . . 0_555 no
   C(12)     C(16)     C(15)     103.7(3)   . . 0_555 yes
   C(12)     C(16)     C(17)     115.2(3)   . . 0_555 yes
   C(12)     C(16)     H(21)     108.8      . . 0_555 no
   C(15)     C(16)     C(17)     113.8(4)   . . 0_555 yes
   C(15)     C(16)     H(21)     108.5      . . 0_555 no
   C(17)     C(16)     H(21)     106.8      . . 0_555 no
   O(3)      C(17)     C(16)     114.8(3)   . . 0_555 yes
   O(3)      C(17)     H(22)     108.4      . . 0_555 no
   O(3)      C(17)     H(23)     108.8      . . 0_555 no
   C(16)     C(17)     H(22)     108.1      . . 0_555 no
   C(16)     C(17)     H(23)     108.0      . . 0_555 no
   H(22)     C(17)     H(23)     108.7      . . 0_555 no
   O(4)      C(18)     C(10)     108.9(3)   . . 0_555 yes
   O(4)      C(18)     H(24)     109.8      . . 0_555 no
   O(4)      C(18)     H(25)     111.0      . . 0_555 no
   C(10)     C(18)     H(24)     108.7      . . 0_555 no
   C(10)     C(18)     H(25)     109.6      . . 0_555 no
   H(24)     C(18)     H(25)     108.8      . . 0_555 no
   O(4)      C(19)     C(20)     109.9(4)   . . 0_555 yes
   O(4)      C(19)     C(21)     104.4(3)   . . 0_555 yes
   O(4)      C(19)     C(22)     108.5(3)   . . 0_555 yes
   C(20)     C(19)     C(21)     109.0(4)   . . 0_555 yes
   C(20)     C(19)     C(22)     115.0(5)   . . 0_555 yes
   C(21)     C(19)     C(22)     109.5(3)   . . 0_555 yes
   C(19)     C(20)     H(26)     110.6      . . 0_555 no
   C(19)     C(20)     H(27)     109.8      . . 0_555 no
   C(19)     C(20)     H(28)     108.5      . . 0_555 no
   H(26)     C(20)     H(27)     110.7      . . 0_555 no
   H(26)     C(20)     H(28)     108.9      . . 0_555 no
   H(27)     C(20)     H(28)     108.3      . . 0_555 no
   C(19)     C(21)     H(29)     107.9      . . 0_555 no
   C(19)     C(21)     H(30)     109.2      . . 0_555 no
   C(19)     C(21)     H(31)     110.0      . . 0_555 no
   H(29)     C(21)     H(30)     108.7      . . 0_555 no
   H(29)     C(21)     H(31)     109.4      . . 0_555 no
   H(30)     C(21)     H(31)     111.5      . . 0_555 no
   C(19)     C(22)     H(32)     109.2      . . 0_555 no
   C(19)     C(22)     H(33)     108.1      . . 0_555 no
   C(19)     C(22)     H(34)     108.9      . . 0_555 no
   H(32)     C(22)     H(33)     109.7      . . 0_555 no
   H(32)     C(22)     H(34)     111.4      . . 0_555 no
   H(33)     C(22)     H(34)     109.5      . . 0_555 no
#------------------------------------------------------------------------------
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
 S(1)      N(1)      C(10)     C(11)     -101.8(3)  0_555 9_1 5_555 55_5 yes
 S(1)      N(1)      C(10)     C(18)     136.6(2)   0_555 9_1 5_555 55_5 yes
 S(1)      C(1)      C(2)      C(3)      -179.6(2)  0_555 9_1 5_555 55_5 yes
 S(1)      C(1)      C(2)      C(7)      -0.4(4)    0_555 9_1 5_555 55_5 yes
 S(1)      C(1)      C(6)      C(5)      -178.7(2)  0_555 9_1 5_555 55_5 yes
 S(1)      C(1)      C(6)      C(9)      -0.1(5)    0_555 9_1 5_555 55_5 yes
 O(1)      S(1)      N(1)      C(10)     -57.0(3)   0_555 9_1 5_555 55_5 yes
 O(1)      S(1)      C(1)      C(2)      176.7(3)   0_555 9_1 5_555 55_5 yes
 O(1)      S(1)      C(1)      C(6)      -4.3(3)    0_555 9_1 5_555 55_5 yes
 O(2)      S(1)      N(1)      C(10)     176.5(2)   0_555 9_1 5_555 55_5 yes
 O(2)      S(1)      C(1)      C(2)      -54.7(3)   0_555 9_1 5_555 55_5 yes
 O(2)      S(1)      C(1)      C(6)      124.4(3)   0_555 9_1 5_555 55_5 yes
 O(3)      C(17)     C(16)     C(12)     -178.8(3)  0_555 9_1 5_555 55_5 yes
 O(3)      C(17)     C(16)     C(15)     61.7(5)    0_555 9_1 5_555 55_5 yes
 O(4)      C(18)     C(10)     N(1)      -73.1(3)   0_555 9_1 5_555 55_5 yes
 O(4)      C(18)     C(10)     C(11)     163.3(3)   0_555 9_1 5_555 55_5 yes
 N(1)      S(1)      C(1)      C(2)      59.7(3)    0_555 9_1 5_555 55_5 yes
 N(1)      S(1)      C(1)      C(6)      -121.2(3)  0_555 9_1 5_555 55_5 yes
 N(1)      C(10)     C(11)     C(12)     120.2(3)   0_555 9_1 5_555 55_5 yes
 C(1)      S(1)      N(1)      C(10)     60.2(3)    0_555 9_1 5_555 55_5 yes
 C(1)      C(2)      C(3)      C(4)      -1.5(5)    0_555 9_1 5_555 55_5 yes
 C(1)      C(6)      C(5)      C(4)      -1.8(5)    0_555 9_1 5_555 55_5 yes
 C(2)      C(1)      C(6)      C(5)      0.3(4)     0_555 9_1 5_555 55_5 yes
 C(2)      C(1)      C(6)      C(9)      179.0(3)   0_555 9_1 5_555 55_5 yes
 C(2)      C(3)      C(4)      C(5)      0.1(5)     0_555 9_1 5_555 55_5 yes
 C(2)      C(3)      C(4)      C(8)      177.8(4)   0_555 9_1 5_555 55_5 yes
 C(3)      C(2)      C(1)      C(6)      1.3(4)     0_555 9_1 5_555 55_5 yes
 C(3)      C(4)      C(5)      C(6)      1.6(5)     0_555 9_1 5_555 55_5 yes
 C(4)      C(3)      C(2)      C(7)      179.2(3)   0_555 9_1 5_555 55_5 yes
 C(4)      C(5)      C(6)      C(9)      179.4(4)   0_555 9_1 5_555 55_5 yes
 C(6)      C(1)      C(2)      C(7)      -179.5(3)  0_555 9_1 5_555 55_5 yes
 C(6)      C(5)      C(4)      C(8)      -176.1(4)  0_555 9_1 5_555 55_5 yes
 C(10)     C(11)     C(12)     C(13)     -3.2(5)    0_555 9_1 5_555 55_5 yes
 C(10)     C(11)     C(12)     C(16)     179.9(3)   0_555 9_1 5_555 55_5 yes
 C(10)     C(18)     O(4)      C(19)     148.3(3)   0_555 9_1 5_555 55_5 yes
 C(11)     C(12)     C(13)     C(14)     -168.9(4)  0_555 9_1 5_555 55_5 yes
 C(11)     C(12)     C(16)     C(15)     160.6(4)   0_555 9_1 5_555 55_5 yes
 C(11)     C(12)     C(16)     C(17)     35.7(5)    0_555 9_1 5_555 55_5 yes
 C(12)     C(11)     C(10)     C(18)     -117.9(3)  0_555 9_1 5_555 55_5 yes
 C(12)     C(13)     C(14)     C(15)     4.0(6)     0_555 9_1 5_555 55_5 yes
 C(12)     C(16)     C(15)     C(14)     19.9(7)    0_555 9_1 5_555 55_5 yes
 C(13)     C(12)     C(16)     C(15)     -16.8(5)   0_555 9_1 5_555 55_5 yes
 C(13)     C(12)     C(16)     C(17)     -141.7(3)  0_555 9_1 5_555 55_5 yes
 C(13)     C(14)     C(15)     C(16)     -15.2(8)   0_555 9_1 5_555 55_5 yes
 C(14)     C(13)     C(12)     C(16)     8.5(4)     0_555 9_1 5_555 55_5 yes
 C(14)     C(15)     C(16)     C(17)     145.8(5)   0_555 9_1 5_555 55_5 yes
 C(18)     O(4)      C(19)     C(20)     -66.6(5)   0_555 9_1 5_555 55_5 yes
 C(18)     O(4)      C(19)     C(21)     176.6(3)   0_555 9_1 5_555 55_5 yes
 C(18)     O(4)      C(19)     C(22)     59.8(4)    0_555 9_1 5_555 55_5 yes
 C(18)     O(4)      C(19)     C(22)     59.8(4)    0_555 9_1 5_555 55_5 yes
#------------------------------------------------------------------------------
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_site_distance_DH
_geom_hbond_site_distance_HA
_geom_hbond_site_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
#------------------------------------------------------------------------------
#===END



data_General 
_audit_creation_date                  'Fri Apr 26 14:53:22 2002'
_audit_creation_method                'by teXsan'
_audit_update_record                   ?
#------------------------------------------------------------------------------
# PROCESSING SUMMARY (IUCr Office Use Only) 
_journal_date_recd_electronic          ?
_journal_date_from_coeditor            ?
_journal_date_accepted                 ?
_journal_coeditor_code                 ?
#------------------------------------------------------------------------------
# SUBMISSION DETAILS 
_publ_contact_author_name             ' Fujii, Nobutaka'
_publ_contact_author_address
;
Graduate School of Pharmaceutical Sciences
Kyoto University
Sakyo-ku, Kyoto 606-8501, JAPAN
;
_publ_contact_author_email            ' nfujii@pharm.kyoto-u.ac.jp '
_publ_contact_author_fax              '+81-75-753-4570 '
_publ_contact_author_phone            ' +81-75-753-4551 '

_publ_requested_journal               ' The Journal of Organic Chemistry'

#------------------------------------------------------------------------------
# TITLE AND AUTHOR LIST 

_publ_section_title
;
    Regio- and Stereoselective Synthesis of (E)-Alkene trans-Xaa-Pro Diepetide Mimetics Utilizing Organocopper-Mediated Anti-SN2' Reaction
;

loop_
_publ_author_name
_publ_author_footnote
_publ_author_address
      'Otaka, Akira'
;
      Graduate School of Pharmaceutical Sciences      
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
JAPAN
;
      'Katagiri, Fumihiko'
;
      Graduate School of Pharmaceutical Sciences      
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
JAPAN
;
      'Kinoshita, Takayoshi'
;
      Fujisawa Pharmacutical Co., Ltd.
      Kashima, Yodogawa-ku, Osaka 532-8514
JAPAN
;
      'Odagaki, Yoshihiko'
;
      Minase Research Institute
      Ono Pharmaceutical Co.,Ltd.
      Mishima-gun, Osaka 618-8585
JAPAN
;
      'Tamamura, Hirokazu'
;
      Graduate School of Pharmaceutical Sciences      
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
JAPAN
;
      'Hamanaka, Nobuyuki'
;
      Minase Research Institute
      Ono Pharmaceutical Co.,Ltd.
      Mishima-gun, Osaka 618-8585
JAPAN
;
       'Fujii, Nobutaka'
;
      Pharmaceutical Science
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
      JAPAN 

#-----------------------------------------------------------------------------
# TEXT 


_publ_section_references
;
    ENTER OTHER REFERENCES
Molecular Structure Corporation, Rigaku Corporation. (1999). teXsan. 
Single Crystal Structure Analysis Software. Version 1.10.
MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA.
Rigaku, 3-9-12 Akishima, Tokyo, Japan.
North, A.C.T., Phillips, D. C. & Mathews, F. S. (1968).
Acta Cryst. A24, 351-359.
;
#------------------------------------------------------------------------------
data_comp# 19
#------------------------------------------------------------------------------
# CHEMICAL DATA 
_chemical_formula_sum                  'C22 H35 N O4 S '
_chemical_formula_moiety               'C22 H35 N O4 S '
_chemical_formula_weight               409.58
_chemical_melting_point                
#------------------------------------------------------------------------------
# CRYSTAL DATA 
_symmetry_cell_setting                 orthorhombic
_symmetry_space_group_name_H-M        'P 21 21 21   '
_symmetry_Int_Tables_number            19
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
1/2+x,1/2-y,-z
-x,1/2+y,1/2-z
_cell_length_a                         13.361(6)
_cell_length_b                         18.736(6)
_cell_length_c                         9.33(3)
_cell_angle_alpha                      90
_cell_angle_beta                       90
_cell_angle_gamma                      90
_cell_volume                           2336(6)
_cell_formula_units_Z                  4
_cell_measurement_reflns_used          10
_cell_measurement_theta_min            15.9
_cell_measurement_theta_max            22.4
_cell_measurement_temperature          296.2
#------------------------------------------------------------------------------
_exptl_crystal_description            'prismatic'
_exptl_crystal_colour                 'colourlessprismatic'
_exptl_crystal_size_max                0.150
_exptl_crystal_size_mid                0.100
_exptl_crystal_size_min                0.050
_exptl_crystal_density_diffrn          1.164
_exptl_crystal_density_meas            1.300
_exptl_absorpt_coefficient_mu          1.432
_exptl_absorpt_correction_type         psi-scan
_exptl_absorpt_process_details        '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_correction_T_min        0.796
_exptl_absorpt_correction_T_max        0.995
#------------------------------------------------------------------------------
# EXPERIMENTAL DATA 
_diffrn_radiation_type                'Cu K\a'
_diffrn_radiation_wavelength           1.5418
_diffrn_measurement_device_type       'Rigaku AFC5R'
_diffrn_measurement_method             \w-2\q
_diffrn_reflns_number                  4378
_diffrn_reflns_av_R_equivalents        0.084
_diffrn_standards_number              3
_diffrn_standards_interval_count      150
_diffrn_standards_decay_%             17.47
#------------------------------------------------------------------------------
# REFINEMENT DATA 
_refine_special_details
;
Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor
(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero 
for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only 
for calculating R-factor (gt).
;
_reflns_number_total                   0
_reflns_number_gt                      0
_reflns_threshold_expression           F^2^>2.0\s(F^2^)
_refine_ls_structure_factor_coef       F
_refine_ls_R_factor_gt                 0.0000
_refine_ls_wR_factor_ref               0.0918
_refine_ls_hydrogen_treatment          noref
_refine_ls_number_reflns               887
_refine_ls_number_parameters           262
_refine_ls_goodness_of_fit_ref         1.639
_refine_ls_weighting_scheme            calc
_refine_ls_weighting_details
   'w = 1/[\s^2^(Fo) + 0.00181|Fo|^2^]'
_refine_ls_shift/su_max                0.1730
_refine_diff_density_max               0.22
_refine_diff_density_min               -0.26
_refine_ls_extinction_method           none
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
  'C' 'C'  0.018 0.009 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
  'H' 'H'  0.000 0.000 
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
  'N' 'N'  0.031 0.018 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
  'O' 'O'  0.049 0.032 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
  'S' 'S'  0.333 0.557 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
#------------------------------------------------------------------------------
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
 S(1)   S  0.9626(2)   0.5208(2)   0.1628(5)   0.0915(10)  Uani 1.00 d . . .
 O(1)   O  0.9859(7)   0.5754(4)   0.267(1)    0.126(3)    Uani 1.00 d . . .
 O(2)   O  0.9191(6)   0.5429(4)   0.027(1)    0.126(3)    Uani 1.00 d . . .
 O(3)   O  0.8528(6)   0.3367(4)   0.3771(7)   0.083(3)    Uani 1.00 d . . .
 O(4)   O  0.7169(10)  0.4975(6)   -0.019(1)   0.091(4)    Uani 0.65 d P . .
 O(4')  O  0.606(2)    0.493(1)    0.072(3)    0.107(9)    Uani 0.35 d P . .
 N(1)   N  0.8870(6)   0.4656(4)   0.2391(10)  0.068(3)    Uani 1.00 d . . .
 C(1)   C  1.0748(7)   0.4731(5)   0.128(1)    0.071(3)    Uani 1.00 d . . .
 C(2)   C  1.1293(9)   0.4431(6)   0.247(1)    0.080(4)    Uani 1.00 d . . .
 C(3)   C  1.2192(8)   0.4106(6)   0.218(1)    0.079(4)    Uani 1.00 d . . .
 C(4)   C  1.2563(9)   0.3990(6)   0.084(1)    0.081(4)    Uani 1.00 d . . .
 C(5)   C  1.2005(9)   0.4275(6)   -0.030(1)   0.084(4)    Uani 1.00 d . . .
 C(6)   C  1.1097(8)   0.4635(6)   -0.017(1)   0.078(4)    Uani 1.00 d . . .
 C(7)   C  1.0965(9)   0.4497(6)   0.397(1)    0.089(4)    Uani 1.00 d . . .
 C(8)   C  1.3514(9)   0.3642(7)   0.063(2)    0.107(5)    Uani 1.00 d . . .
 C(9)   C  1.0599(9)   0.4880(8)   -0.146(1)   0.118(5)    Uani 1.00 d . . .
 C(10)  C  0.8431(7)   0.4042(6)   0.169(1)    0.060(3)    Uani 1.00 d . . .
 C(11)  C  0.8794(8)   0.3365(6)   0.230(1)    0.064(3)    Uani 1.00 d . . .
 C(12)  C  0.862(1)    0.2724(7)   0.462(1)    0.104(5)    Uani 1.00 d . . .
 C(13)  C  0.831(2)    0.299(1)    0.606(2)    0.27(1)     Uani 1.00 d . . .
 C(14)  C  0.807(2)    0.2098(7)   0.395(2)    0.172(7)    Uani 1.00 d . . .
 C(15)  C  0.972(1)    0.2499(10)  0.460(2)    0.180(8)    Uani 1.00 d . . .
 C(16)  C  0.7266(7)   0.4113(5)   0.172(1)    0.061(3)    Uani 1.00 d . . .
 C(17)  C  0.6977(9)   0.4849(7)   0.105(2)    0.120(5)    Uani 1.00 d . . .
 C(18)  C  0.6761(7)   0.3481(6)   0.101(1)    0.069(4)    Uani 1.00 d . . .
 C(19)  C  0.699(1)    0.3289(7)   -0.045(1)   0.108(5)    Uani 1.00 d . . .
 C(20)  C  0.611(1)    0.2713(7)   -0.073(2)   0.120(5)    Uani 1.00 d . . .
 C(21)  C  0.578(1)    0.2485(8)   0.070(2)    0.150(7)    Uani 1.00 d . . .
 C(22)  C  0.6125(10)  0.3085(7)   0.163(2)    0.106(5)    Uani 1.00 d . . .
 H(1)   H  0.8694      0.4729      0.3390      0.0791      Uiso 1.00 calc . . .
 H(2)   H  1.2590      0.3967      0.2963      0.1009      Uiso 1.00 calc . . .
 H(3)   H  1.2234      0.4187      -0.1245     0.1053      Uiso 1.00 calc . . .
 H(4)   H  1.1436      0.4772      0.4526      0.0968      Uiso 1.00 calc . . .
 H(5)   H  1.0324      0.4719      0.4059      0.0968      Uiso 1.00 calc . . .
 H(6)   H  1.0919      0.4032      0.4431      0.0968      Uiso 1.00 calc . . .
 H(7)   H  1.3495      0.3172      0.1067      0.1333      Uiso 1.00 calc . . .
 H(8)   H  1.3685      0.3583      -0.0351     0.1333      Uiso 1.00 calc . . .
 H(9)   H  1.4035      0.3905      0.1096      0.1333      Uiso 1.00 calc . . .
 H(10)  H  1.1009      0.5184      -0.2009     0.1447      Uiso 1.00 calc . . .
 H(11)  H  1.0411      0.4474      -0.2040     0.1447      Uiso 1.00 calc . . .
 H(12)  H  0.9974      0.5136      -0.1263     0.1447      Uiso 1.00 calc . . .
 H(13)  H  0.8654      0.4071      0.0674      0.0771      Uiso 1.00 calc . . .
 H(14)  H  0.9501      0.3308      0.2180      0.0727      Uiso 1.00 calc . . .
 H(15)  H  0.8474      0.2964      0.1826      0.0727      Uiso 1.00 calc . . .
 H(16)  H  0.8721      0.3360      0.6422      0.2830      Uiso 1.00 calc . . .
 H(17)  H  0.7617      0.3184      0.6050      0.2830      Uiso 1.00 calc . . .
 H(18)  H  0.8284      0.2616      0.6793      0.2830      Uiso 1.00 calc . . .
 H(19)  H  0.7358      0.2223      0.3857      0.2055      Uiso 1.00 calc . . .
 H(20)  H  0.8308      0.2018      0.2995      0.2055      Uiso 1.00 calc . . .
 H(21)  H  0.8119      0.1684      0.4492      0.2055      Uiso 1.00 calc . . .
 H(22)  H  0.9893      0.2084      0.5134      0.1996      Uiso 1.00 calc . . .
 H(23)  H  1.0010      0.2450      0.3653      0.1996      Uiso 1.00 calc . . .
 H(24)  H  1.0157      0.2889      0.5047      0.1996      Uiso 1.00 calc . . .
 H(25)  H  0.7076      0.4123      0.2695      0.0780      Uiso 1.00 calc . . .
 H(26)  H  0.6968      0.3710      -0.1123     0.1297      Uiso 1.00 calc . . .
 H(27)  H  0.7669      0.3109      -0.0577     0.1297      Uiso 1.00 calc . . .
 H(28)  H  0.5574      0.2927      -0.1275     0.1351      Uiso 1.00 calc . . .
 H(29)  H  0.6365      0.2321      -0.1307     0.1351      Uiso 1.00 calc . . .
 H(30)  H  0.5066      0.2399      0.0744      0.1783      Uiso 1.00 calc . . .
 H(31)  H  0.6095      0.2036      0.0989      0.1783      Uiso 1.00 calc . . .
 H(32)  H  0.5833      0.3154      0.2561      0.1318      Uiso 1.00 calc . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
 S(1)   0.077(2)    0.061(1)    0.136(3)    -0.002(2)   0.014(2)    0.012(2)   
 O(1)   0.123(6)    0.049(4)    0.206(10)   -0.018(5)   0.031(7)    -0.033(6)  
 O(2)   0.091(5)    0.112(6)    0.174(8)    0.013(5)    0.005(6)    0.094(6)   
 O(3)   0.113(6)    0.083(5)    0.054(4)    0.022(5)    0.011(5)    0.008(4)   
 O(4)   0.13(1)     0.086(8)    0.057(7)    0.015(8)    0.000(8)    0.050(6)   
 O(4')  0.10(2)     0.06(1)     0.15(2)     0.00(1)     0.03(2)     -0.03(2)   
 N(1)   0.065(5)    0.067(5)    0.073(5)    -0.001(5)   0.011(5)    -0.011(5)  
 C(1)   0.061(6)    0.046(5)    0.107(9)    -0.020(6)   0.006(7)    -0.008(7)  
 C(2)   0.087(8)    0.078(8)    0.075(8)    -0.022(7)   -0.008(9)   0.006(7)   
 C(3)   0.062(7)    0.063(7)    0.11(1)     0.001(7)    -0.005(8)   0.008(7)   
 C(4)   0.082(8)    0.054(6)    0.106(10)   -0.010(6)   0.028(8)    -0.005(8)  
 C(5)   0.082(8)    0.083(8)    0.086(9)    -0.035(7)   0.021(8)    -0.013(8)  
 C(6)   0.068(7)    0.091(8)    0.075(8)    -0.021(7)   -0.015(7)   0.010(7)   
 C(7)   0.101(9)    0.113(9)    0.052(7)    -0.001(8)   -0.010(7)   -0.028(7)  
 C(8)   0.092(9)    0.093(9)    0.13(1)     0.018(8)    0.042(9)    0.025(9)   
 C(9)   0.096(9)    0.19(1)     0.073(9)    -0.02(1)    -0.013(8)   0.03(1)    
 C(10)  0.062(6)    0.065(6)    0.053(6)    0.002(6)    0.010(6)    -0.005(7)  
 C(11)  0.068(6)    0.068(6)    0.056(7)    0.009(6)    -0.007(6)   0.000(6)   
 C(12)  0.15(1)     0.096(9)    0.068(8)    0.044(9)    0.002(10)   0.036(7)   
 C(13)  0.55(4)     0.21(2)     0.062(9)    0.16(2)     0.10(2)     0.06(1)    
 C(14)  0.30(2)     0.069(9)    0.15(1)     -0.05(1)    -0.05(2)    0.035(10)  
 C(15)  0.21(2)     0.18(1)     0.15(1)     0.04(2)     -0.05(2)    0.08(1)    
 C(16)  0.069(6)    0.055(6)    0.060(7)    0.005(6)    0.003(6)    -0.002(7)  
 C(17)  0.074(7)    0.074(8)    0.21(2)     0.016(7)    -0.070(9)   -0.01(1)   
 C(18)  0.055(6)    0.068(7)    0.084(9)    0.023(6)    0.010(7)    -0.004(7)  
 C(19)  0.14(1)     0.097(9)    0.087(9)    0.036(9)    0.00(1)     -0.007(9)  
 C(20)  0.15(1)     0.067(8)    0.15(1)     0.009(9)    -0.07(1)    -0.013(10) 
 C(21)  0.11(1)     0.11(1)     0.23(2)     -0.01(1)    0.01(1)     0.03(1)    
 C(22)  0.098(9)    0.076(8)    0.14(1)     -0.005(8)   0.00(1)     -0.030(10) 
#------------------------------------------------------------------------------
_computing_data_collection            'MSC/AFC Diffractometer Control'
_computing_cell_refinement            'MSC/AFC Diffractometer Control'
_computing_data_reduction             'teXsan Ver. 1.11'
_computing_structure_solution          SHELXS86
_computing_structure_refinement       'teXsan Ver. 1.10'
_computing_publication_material       'teXsan Ver. 1.11'
#------------------------------------------------------------------------------
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
 S(1)      O(1)      1.446(9)   . . yes
 S(1)      O(2)      1.46(1)    . . yes
 S(1)      N(1)      1.611(9)   . . yes
 S(1)      C(1)      1.77(1)    . . yes
 O(3)      C(11)     1.42(1)    . . yes
 O(3)      C(12)     1.45(1)    . . yes
 O(4)      O(4')     1.71(3)    . . yes
 O(4)      C(17)     1.20(2)    . . yes
 O(4')     C(17)     1.27(3)    . . yes
 N(1)      C(10)     1.45(1)    . . yes
 N(1)      H(1)      0.971      . . no
 C(1)      C(2)      1.44(2)    . . yes
 C(1)      C(6)      1.45(2)    . . yes
 C(2)      C(3)      1.37(1)    . . yes
 C(2)      C(7)      1.47(2)    . . yes
 C(3)      C(4)      1.36(2)    . . yes
 C(3)      H(2)      0.937      . . no
 C(4)      C(5)      1.41(2)    . . yes
 C(4)      C(8)      1.44(2)    . . yes
 C(5)      C(6)      1.39(2)    . . yes
 C(5)      H(3)      0.944      . . no
 C(6)      C(9)      1.45(2)    . . yes
 C(7)      H(4)      0.965      . . no
 C(7)      H(5)      0.956      . . no
 C(7)      H(6)      0.972      . . no
 C(8)      H(7)      0.971      . . no
 C(8)      H(8)      0.948      . . no
 C(8)      H(9)      0.958      . . no
 C(9)      H(10)     0.940      . . no
 C(9)      H(11)     0.965      . . no
 C(9)      H(12)     0.981      . . no
 C(10)     C(11)     1.47(1)    . . yes
 C(10)     C(16)     1.56(1)    . . yes
 C(10)     H(13)     0.995      . . no
 C(11)     H(14)     0.957      . . no
 C(11)     H(15)     0.969      . . no
 C(12)     C(13)     1.49(2)    . . yes
 C(12)     C(14)     1.52(2)    . . yes
 C(12)     C(15)     1.53(2)    . . yes
 C(13)     H(16)     0.943      . . no
 C(13)     H(17)     0.995      . . no
 C(13)     H(18)     0.985      . . no
 C(14)     H(19)     0.979      . . no
 C(14)     H(20)     0.958      . . no
 C(14)     H(21)     0.930      . . no
 C(15)     H(22)     0.952      . . no
 C(15)     H(23)     0.965      . . no
 C(15)     H(24)     1.022      . . no
 C(16)     C(17)     1.56(2)    . . yes
 C(16)     C(18)     1.51(1)    . . yes
 C(16)     H(25)     0.945      . . no
 C(18)     C(19)     1.45(2)    . . yes
 C(18)     C(22)     1.26(2)    . . yes
 C(19)     C(20)     1.62(2)    . . yes
 C(19)     H(26)     1.008      . . no
 C(19)     H(27)     0.972      . . no
 C(20)     C(21)     1.47(2)    . . yes
 C(20)     H(28)     0.970      . . no
 C(20)     H(29)     0.973      . . no
 C(21)     C(22)     1.49(2)    . . yes
 C(21)     H(30)     0.968      . . no
 C(21)     H(31)     0.978      . . no
 C(22)     H(32)     0.965      . . no
#------------------------------------------------------------------------------
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
   O(1)      S(1)      O(2)      118.1(6)   . . 0_555 yes
   O(1)      S(1)      N(1)      107.0(6)   . . 0_555 yes
   O(1)      S(1)      C(1)      107.2(5)   . . 0_555 yes
   O(2)      S(1)      N(1)      108.6(5)   . . 0_555 yes
   O(2)      S(1)      C(1)      108.8(6)   . . 0_555 yes
   N(1)      S(1)      C(1)      106.6(5)   . . 0_555 yes
   C(11)     O(3)      C(12)     120.3(9)   . . 0_555 yes
   O(4')     O(4)      C(17)     48(1)      . . 0_555 yes
   O(4)      O(4')     C(17)     44(1)      . . 0_555 yes
   S(1)      N(1)      C(10)     124.3(7)   . . 0_555 yes
   S(1)      N(1)      H(1)      119.0      . . 0_555 no
   C(10)     N(1)      H(1)      116.6      . . 0_555 no
   S(1)      C(1)      C(2)      119.0(9)   . . 0_555 yes
   S(1)      C(1)      C(6)      120.3(9)   . . 0_555 yes
   C(2)      C(1)      C(6)      120.7(10)  . . 0_555 yes
   C(1)      C(2)      C(3)      117(1)     . . 0_555 yes
   C(1)      C(2)      C(7)      123(1)     . . 0_555 yes
   C(3)      C(2)      C(7)      118(1)     . . 0_555 yes
   C(2)      C(3)      C(4)      124(1)     . . 0_555 yes
   C(2)      C(3)      H(2)      118.0      . . 0_555 no
   C(4)      C(3)      H(2)      117.5      . . 0_555 no
   C(3)      C(4)      C(5)      116(1)     . . 0_555 yes
   C(3)      C(4)      C(8)      121(1)     . . 0_555 yes
   C(5)      C(4)      C(8)      122(1)     . . 0_555 yes
   C(4)      C(5)      C(6)      125(1)     . . 0_555 yes
   C(4)      C(5)      H(3)      117.9      . . 0_555 no
   C(6)      C(5)      H(3)      116.7      . . 0_555 no
   C(1)      C(6)      C(5)      115(1)     . . 0_555 yes
   C(1)      C(6)      C(9)      126(1)     . . 0_555 yes
   C(5)      C(6)      C(9)      118(1)     . . 0_555 yes
   C(2)      C(7)      H(4)      111.2      . . 0_555 no
   C(2)      C(7)      H(5)      112.6      . . 0_555 no
   C(2)      C(7)      H(6)      111.4      . . 0_555 no
   H(4)      C(7)      H(5)      107.7      . . 0_555 no
   H(4)      C(7)      H(6)      106.4      . . 0_555 no
   H(5)      C(7)      H(6)      107.2      . . 0_555 no
   C(4)      C(8)      H(7)      109.2      . . 0_555 no
   C(4)      C(8)      H(8)      113.5      . . 0_555 no
   C(4)      C(8)      H(9)      110.2      . . 0_555 no
   H(7)      C(8)      H(8)      107.8      . . 0_555 no
   H(7)      C(8)      H(9)      107.0      . . 0_555 no
   H(8)      C(8)      H(9)      108.9      . . 0_555 no
   C(6)      C(9)      H(10)     112.0      . . 0_555 no
   C(6)      C(9)      H(11)     109.4      . . 0_555 no
   C(6)      C(9)      H(12)     112.8      . . 0_555 no
   H(10)     C(9)      H(11)     109.0      . . 0_555 no
   H(10)     C(9)      H(12)     107.7      . . 0_555 no
   H(11)     C(9)      H(12)     105.7      . . 0_555 no
   N(1)      C(10)     C(11)     112.1(8)   . . 0_555 yes
   N(1)      C(10)     C(16)     109.1(8)   . . 0_555 yes
   N(1)      C(10)     H(13)     105.4      . . 0_555 no
   C(11)     C(10)     C(16)     113.2(9)   . . 0_555 yes
   C(11)     C(10)     H(13)     108.4      . . 0_555 no
   C(16)     C(10)     H(13)     108.1      . . 0_555 no
   O(3)      C(11)     C(10)     106.7(8)   . . 0_555 yes
   O(3)      C(11)     H(14)     111.0      . . 0_555 no
   O(3)      C(11)     H(15)     109.4      . . 0_555 no
   C(10)     C(11)     H(14)     112.1      . . 0_555 no
   C(10)     C(11)     H(15)     110.3      . . 0_555 no
   H(14)     C(11)     H(15)     107.3      . . 0_555 no
   O(3)      C(12)     C(13)     100(1)     . . 0_555 yes
   O(3)      C(12)     C(14)     112(1)     . . 0_555 yes
   O(3)      C(12)     C(15)     107(1)     . . 0_555 yes
   C(13)     C(12)     C(14)     119(1)     . . 0_555 yes
   C(13)     C(12)     C(15)     111(1)     . . 0_555 yes
   C(14)     C(12)     C(15)     104(1)     . . 0_555 yes
   C(12)     C(13)     H(16)     114.2      . . 0_555 no
   C(12)     C(13)     H(17)     111.9      . . 0_555 no
   C(12)     C(13)     H(18)     113.3      . . 0_555 no
   H(16)     C(13)     H(17)     106.3      . . 0_555 no
   H(16)     C(13)     H(18)     107.2      . . 0_555 no
   H(17)     C(13)     H(18)     103.1      . . 0_555 no
   C(12)     C(14)     H(19)     108.8      . . 0_555 no
   C(12)     C(14)     H(20)     109.7      . . 0_555 no
   C(12)     C(14)     H(21)     112.5      . . 0_555 no
   H(19)     C(14)     H(20)     106.4      . . 0_555 no
   H(19)     C(14)     H(21)     108.7      . . 0_555 no
   H(20)     C(14)     H(21)     110.5      . . 0_555 no
   C(12)     C(15)     H(22)     116.4      . . 0_555 no
   C(12)     C(15)     H(23)     114.7      . . 0_555 no
   C(12)     C(15)     H(24)     110.0      . . 0_555 no
   H(22)     C(15)     H(23)     108.1      . . 0_555 no
   H(22)     C(15)     H(24)     103.6      . . 0_555 no
   H(23)     C(15)     H(24)     102.7      . . 0_555 no
   C(10)     C(16)     C(17)     108.3(9)   . . 0_555 yes
   C(10)     C(16)     C(18)     111.7(8)   . . 0_555 yes
   C(10)     C(16)     H(25)     106.7      . . 0_555 no
   C(17)     C(16)     C(18)     113.8(9)   . . 0_555 yes
   C(17)     C(16)     H(25)     107.6      . . 0_555 no
   C(18)     C(16)     H(25)     108.4      . . 0_555 no
   O(4)      C(17)     O(4')     87(1)      . . 0_555 yes
   O(4)      C(17)     C(16)     120(1)     . . 0_555 yes
   O(4')     C(17)     C(16)     116(1)     . . 0_555 yes
   C(16)     C(18)     C(19)     120(1)     . . 0_555 yes
   C(16)     C(18)     C(22)     124(1)     . . 0_555 yes
   C(19)     C(18)     C(22)     115(1)     . . 0_555 yes
   C(18)     C(19)     C(20)     99(1)      . . 0_555 yes
   C(18)     C(19)     H(26)     112.7      . . 0_555 no
   C(18)     C(19)     H(27)     113.5      . . 0_555 no
   C(20)     C(19)     H(26)     113.6      . . 0_555 no
   C(20)     C(19)     H(27)     115.2      . . 0_555 no
   H(26)     C(19)     H(27)     103.2      . . 0_555 no
   C(19)     C(20)     C(21)     105(1)     . . 0_555 yes
   C(19)     C(20)     H(28)     110.4      . . 0_555 no
   C(19)     C(20)     H(29)     109.9      . . 0_555 no
   C(21)     C(20)     H(28)     112.0      . . 0_555 no
   C(21)     C(20)     H(29)     112.9      . . 0_555 no
   H(28)     C(20)     H(29)     106.0      . . 0_555 no
   C(20)     C(21)     C(22)     102(1)     . . 0_555 yes
   C(20)     C(21)     H(30)     112.4      . . 0_555 no
   C(20)     C(21)     H(31)     111.5      . . 0_555 no
   C(22)     C(21)     H(30)     114.1      . . 0_555 no
   C(22)     C(21)     H(31)     111.0      . . 0_555 no
   H(30)     C(21)     H(31)     105.8      . . 0_555 no
   C(18)     C(22)     C(21)     113(1)     . . 0_555 yes
   C(18)     C(22)     H(32)     126.9      . . 0_555 no
   C(21)     C(22)     H(32)     119.9      . . 0_555 no
#------------------------------------------------------------------------------
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
 S(1)      N(1)      C(10)     C(11)     113.5(9)   0_555 19_1 5_555 55_5 yes
 S(1)      N(1)      C(10)     C(16)     -120.2(8)  0_555 19_1 5_555 55_5 yes
 S(1)      C(1)      C(2)      C(3)      -175.8(8)  0_555 19_1 5_555 55_5 yes
 S(1)      C(1)      C(2)      C(7)      0(1)       0_555 19_1 5_555 55_5 yes
 S(1)      C(1)      C(6)      C(5)      177.7(8)   0_555 19_1 5_555 55_5 yes
 S(1)      C(1)      C(6)      C(9)      -1(1)      0_555 19_1 5_555 55_5 yes
 O(1)      S(1)      N(1)      C(10)     177.9(8)   0_555 19_1 5_555 55_5 yes
 O(1)      S(1)      C(1)      C(2)      53.8(9)    0_555 19_1 5_555 55_5 yes
 O(1)      S(1)      C(1)      C(6)      -127.4(9)  0_555 19_1 5_555 55_5 yes
 O(2)      S(1)      N(1)      C(10)     49.4(9)    0_555 19_1 5_555 55_5 yes
 O(2)      S(1)      C(1)      C(2)      -177.4(8)  0_555 19_1 5_555 55_5 yes
 O(2)      S(1)      C(1)      C(6)      1.3(10)    0_555 19_1 5_555 55_5 yes
 O(3)      C(11)     C(10)     N(1)      59(1)      0_555 19_1 5_555 55_5 yes
 O(3)      C(11)     C(10)     C(16)     -64(1)     0_555 19_1 5_555 55_5 yes
 O(4)      O(4')     C(17)     C(16)     -122(1)    0_555 19_1 5_555 55_5 yes
 O(4)      C(17)     C(16)     C(10)     62(1)      0_555 19_1 5_555 55_5 yes
 O(4)      C(17)     C(16)     C(18)     -61(1)     0_555 19_1 5_555 55_5 yes
 O(4')     O(4)      C(17)     C(16)     118(1)     0_555 19_1 5_555 55_5 yes
 O(4')     C(17)     C(16)     C(10)     165(1)     0_555 19_1 5_555 55_5 yes
 O(4')     C(17)     C(16)     C(18)     41(2)      0_555 19_1 5_555 55_5 yes
 N(1)      S(1)      C(1)      C(2)      -60.5(9)   0_555 19_1 5_555 55_5 yes
 N(1)      S(1)      C(1)      C(6)      118.3(9)   0_555 19_1 5_555 55_5 yes
 N(1)      C(10)     C(16)     C(17)     54(1)      0_555 19_1 5_555 55_5 yes
 N(1)      C(10)     C(16)     C(18)     -179.4(9)  0_555 19_1 5_555 55_5 yes
 C(1)      S(1)      N(1)      C(10)     -67.7(9)   0_555 19_1 5_555 55_5 yes
 C(1)      C(2)      C(3)      C(4)      -6(1)      0_555 19_1 5_555 55_5 yes
 C(1)      C(6)      C(5)      C(4)      2(1)       0_555 19_1 5_555 55_5 yes
 C(2)      C(1)      C(6)      C(5)      -3(1)      0_555 19_1 5_555 55_5 yes
 C(2)      C(1)      C(6)      C(9)      177(1)     0_555 19_1 5_555 55_5 yes
 C(2)      C(3)      C(4)      C(5)      4(1)       0_555 19_1 5_555 55_5 yes
 C(2)      C(3)      C(4)      C(8)      -179(1)    0_555 19_1 5_555 55_5 yes
 C(3)      C(2)      C(1)      C(6)      5(1)       0_555 19_1 5_555 55_5 yes
 C(3)      C(4)      C(5)      C(6)      -2(1)      0_555 19_1 5_555 55_5 yes
 C(4)      C(3)      C(2)      C(7)      177(1)     0_555 19_1 5_555 55_5 yes
 C(4)      C(5)      C(6)      C(9)      -178(1)    0_555 19_1 5_555 55_5 yes
 C(6)      C(1)      C(2)      C(7)      -178(1)    0_555 19_1 5_555 55_5 yes
 C(6)      C(5)      C(4)      C(8)      -178(1)    0_555 19_1 5_555 55_5 yes
 C(10)     C(11)     O(3)      C(12)     169.1(10)  0_555 19_1 5_555 55_5 yes
 C(10)     C(16)     C(18)     C(19)     -56(1)     0_555 19_1 5_555 55_5 yes
 C(10)     C(16)     C(18)     C(22)     123(1)     0_555 19_1 5_555 55_5 yes
 C(11)     O(3)      C(12)     C(13)     177(1)     0_555 19_1 5_555 55_5 yes
 C(11)     O(3)      C(12)     C(14)     -54(1)     0_555 19_1 5_555 55_5 yes
 C(11)     O(3)      C(12)     C(15)     60(1)      0_555 19_1 5_555 55_5 yes
 C(11)     C(10)     C(16)     C(17)     -179(1)    0_555 19_1 5_555 55_5 yes
 C(11)     C(10)     C(16)     C(18)     -53(1)     0_555 19_1 5_555 55_5 yes
 C(16)     C(18)     C(19)     C(20)     -169.2(9)  0_555 19_1 5_555 55_5 yes
 C(16)     C(18)     C(22)     C(21)     -177(1)    0_555 19_1 5_555 55_5 yes
 C(17)     C(16)     C(18)     C(19)     66(1)      0_555 19_1 5_555 55_5 yes
 C(17)     C(16)     C(18)     C(22)     -113(1)    0_555 19_1 5_555 55_5 yes
 C(18)     C(19)     C(20)     C(21)     -19(1)     0_555 19_1 5_555 55_5 yes
 C(18)     C(22)     C(21)     C(20)     -15(1)     0_555 19_1 5_555 55_5 yes
 C(19)     C(18)     C(22)     C(21)     2(1)       0_555 19_1 5_555 55_5 yes
 C(19)     C(20)     C(21)     C(22)     21(1)      0_555 19_1 5_555 55_5 yes
 C(20)     C(19)     C(18)     C(22)     11(1)      0_555 19_1 5_555 55_5 yes
 C(20)     C(19)     C(18)     C(22)     11(1)      0_555 19_1 5_555 55_5 yes
#------------------------------------------------------------------------------
#===END






data_General 
_audit_creation_date                  'Wed Mar 20 14:59:31 2002'
_audit_creation_method                'by teXsan'
_audit_update_record                   ?
#------------------------------------------------------------------------------
# PROCESSING SUMMARY (IUCr Office Use Only) 
_journal_date_recd_electronic          ?
_journal_date_from_coeditor            ?
_journal_date_accepted                 ?
_journal_coeditor_code                 ?
#------------------------------------------------------------------------------
# SUBMISSION DETAILS 
_publ_contact_author_name             ' Fujii, Nobutaka'
_publ_contact_author_address
;
Graduate School of Pharmaceutical Sciences
Kyoto University
Sakyo-ku, Kyoto 606-8501, JAPAN
;
_publ_contact_author_email            ' nfujii@pharm.kyoto-u.ac.jp '
_publ_contact_author_fax              '+81-75-753-4570 '
_publ_contact_author_phone            ' +81-75-753-4551 '

_publ_requested_journal               ' The Journal of Organic Chemistry'

#------------------------------------------------------------------------------
# TITLE AND AUTHOR LIST 

_publ_section_title
;
    Regio- and Stereoselective Synthesis of (E)-Alkene trans-Xaa-Pro Diepetide Mimetics Utilizing Organocopper-Mediated Anti-SN2' Reaction
;

loop_
_publ_author_name
_publ_author_footnote
_publ_author_address
      'Otaka, Akira'
;
      Graduate School of Pharmaceutical Sciences      
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
JAPAN
;
      'Katagiri, Fumihiko'
;
      Graduate School of Pharmaceutical Sciences      
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
JAPAN
;
      'Kinoshita, Takayoshi'
;
      Fujisawa Pharmacutical Co., Ltd.
      Kashima, Yodogawa-ku, Osaka 532-8514
JAPAN
;
      'Odagaki, Yoshihiko'
;
      Minase Research Institute
      Ono Pharmaceutical Co.,Ltd.
      Mishima-gun, Osaka 618-8585
JAPAN
;
      'Tamamura, Hirokazu'
;
      Graduate School of Pharmaceutical Sciences      
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
JAPAN
;
      'Hamanaka, Nobuyuki'
;
      Minase Research Institute
      Ono Pharmaceutical Co.,Ltd.
      Mishima-gun, Osaka 618-8585
JAPAN
;
       'Fujii, Nobutaka'
;
      Pharmaceutical Science
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
      JAPAN 

#-----------------------------------------------------------------------------
# TEXT 


_publ_section_references
;
    ENTER OTHER REFERENCES
Molecular Structure Corporation, Rigaku Corporation. (1999). teXsan. 
Single Crystal Structure Analysis Software. Version 1.10.
MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA.
Rigaku, 3-9-12 Akishima, Tokyo, Japan.
North, A.C.T., Phillips, D. C. & Mathews, F. S. (1968).
Acta Cryst. A24, 351-359.
;

#------------------------------------------------------------------------------
data_comp# 31
#------------------------------------------------------------------------------
# CHEMICAL DATA 
_chemical_formula_sum                  'C30 H54 N2 O5 '
_chemical_formula_moiety               '?'
_chemical_formula_weight               522.77
_chemical_melting_point                ?
#------------------------------------------------------------------------------
# CRYSTAL DATA 
_symmetry_cell_setting                 orthorhombic
_symmetry_space_group_name_H-M        'P 21 21 21   '
_symmetry_Int_Tables_number            19
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
1/2+x,1/2-y,-z
-x,1/2+y,1/2-z
_cell_length_a                         11.632(2)
_cell_length_b                         30.260(5)
_cell_length_c                         9.260(2)
_cell_angle_alpha                      90
_cell_angle_beta                       90
_cell_angle_gamma                      90
_cell_volume                           3259(1)
_cell_formula_units_Z                  4
_cell_measurement_reflns_used          19
_cell_measurement_theta_min            25.2
_cell_measurement_theta_max            27.6
_cell_measurement_temperature          298.2
#------------------------------------------------------------------------------
_exptl_crystal_description            'prismatic'
_exptl_crystal_colour                 'colorless'
_exptl_crystal_size_max                0.200
_exptl_crystal_size_mid                0.050
_exptl_crystal_size_min                0.050
_exptl_crystal_size_rad                ?
_exptl_crystal_density_diffrn          1.065
_exptl_crystal_density_meas            ?
_exptl_crystal_density_method         'not measured'
_exptl_absorpt_coefficient_mu          0.565
_exptl_absorpt_correction_type         psi-scan
_exptl_absorpt_process_details        '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_correction_T_min        0.946
_exptl_absorpt_correction_T_max        0.999
#------------------------------------------------------------------------------
# EXPERIMENTAL DATA 
_diffrn_radiation_type                'Cu K\a'
_diffrn_radiation_wavelength           1.5418
_diffrn_measurement_device_type       'Rigaku AFC7R'
_diffrn_measurement_method             \w-2\q
_diffrn_reflns_number                  6256
_diffrn_reflns_av_R_equivalents        0.096
_diffrn_reflns_theta_max               67.96
_diffrn_measured_fraction_theta_max    0.9967
_diffrn_reflns_theta_full              67.96
_diffrn_measured_fraction_theta_full   0.9967
_diffrn_reflns_limit_h_min             -9
_diffrn_reflns_limit_h_max             13
_diffrn_reflns_limit_k_min             0
_diffrn_reflns_limit_k_max             36
_diffrn_reflns_limit_l_min             -11
_diffrn_reflns_limit_l_max             7
_diffrn_standards_number              3
_diffrn_standards_interval_count      300
_diffrn_standards_decay_%             10.75
#------------------------------------------------------------------------------
# REFINEMENT DATA 
_refine_special_details
;
Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor
(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero 
for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only 
for calculating R-factor (gt).
;
_reflns_number_total                   3355
_reflns_number_gt                      1502
_reflns_threshold_expression           F^2^>2.0\s(F^2^)
_refine_ls_structure_factor_coef       F
_refine_ls_R_factor_gt                 0.0742
_refine_ls_wR_factor_ref               0.1023
_refine_ls_hydrogen_treatment          refall
_refine_ls_number_reflns               3355
_refine_ls_number_parameters           551
_refine_ls_goodness_of_fit_ref         1.525
_refine_ls_weighting_scheme            calc
_refine_ls_weighting_details
   'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]'
_refine_ls_shift/su_max                3.4738
_refine_diff_density_max               0.40
_refine_diff_density_min               -0.38
_refine_ls_extinction_method           none
_refine_ls_extinction_coef             ?
_refine_ls_abs_structure_details       ?
_refine_ls_abs_structure_Flack         3.1(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
  'C' 'C'  0.018 0.009 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
  'H' 'H'  0.000 0.000 
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
  'N' 'N'  0.031 0.018 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
  'O' 'O'  0.049 0.032 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
#------------------------------------------------------------------------------
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
 O1     O  0.3377(7)   -0.2607(2)  0.2142(7)   0.139(3)    Uani 1.00 d . . .
 O4     O  0.2467(5)   -0.0520(1)  0.3432(4)   0.094(2)    Uani 1.00 d . . .
 O5     O  0.2668(4)   -0.0581(1)  0.5762(4)   0.073(1)    Uani 1.00 d . . .
 O6     O  0.4624(6)   -0.2453(2)  0.0354(6)   0.111(2)    Uani 1.00 d . . .
 O7     O  0.6171(4)   -0.1559(1)  0.4005(5)   0.080(1)    Uani 1.00 d . . .
 N1     N  0.2915(4)   0.0344(1)   0.5611(5)   0.052(1)    Uani 1.00 d . . .
 N2     N  0.4773(5)   -0.2117(2)  0.2464(7)   0.085(2)    Uani 1.00 d . . .
 C1     C  0.1960(5)   0.0549(2)   0.4777(6)   0.048(1)    Uani 1.00 d . . .
 C2     C  0.0826(6)   0.0374(3)   0.5410(9)   0.076(2)    Uani 1.00 d . . .
 C3     C  -0.0204(7)  0.0583(3)   0.472(1)    0.091(2)    Uani 1.00 d . . .
 C4     C  -0.0155(8)  0.1084(3)   0.4768(10)  0.098(2)    Uani 1.00 d . . .
 C5     C  0.0937(9)   0.1249(3)   0.415(1)    0.096(3)    Uani 1.00 d . . .
 C6     C  0.1999(7)   0.1050(2)   0.4802(9)   0.073(2)    Uani 1.00 d . . .
 C7     C  0.4134(6)   0.0462(2)   0.5170(7)   0.060(1)    Uani 1.00 d . . .
 C8     C  0.4968(7)   0.0243(3)   0.6169(8)   0.076(2)    Uani 1.00 d . . .
 C9     C  0.6196(7)   0.0349(4)   0.575(1)    0.108(3)    Uani 1.00 d . . .
 C10    C  0.6442(7)   0.0257(3)   0.418(1)    0.099(3)    Uani 1.00 d . . .
 C11    C  0.5590(8)   0.0467(3)   0.3207(10)  0.092(3)    Uani 1.00 d . . .
 C12    C  0.4357(7)   0.0351(3)   0.3662(7)   0.070(2)    Uani 1.00 d . . .
 C13    C  0.1822(6)   -0.1183(2)  0.4543(8)   0.068(2)    Uani 1.00 d . . .
 C14    C  0.1003(8)   -0.1287(3)  0.575(1)    0.115(3)    Uani 1.00 d . . .
 C15    C  0.0976(10)  -0.1776(3)  0.593(2)    0.126(4)    Uani 1.00 d . . .
 C16    C  0.2157(9)   -0.1915(3)  0.547(1)    0.119(3)    Uani 1.00 d . . .
 C17    C  0.2657(5)   -0.1565(2)  0.4515(6)   0.056(1)    Uani 1.00 d . . .
 C18    C  0.2379(5)   -0.0716(2)  0.4573(6)   0.047(1)    Uani 1.00 d . . .
 C19    C  0.3618(6)   -0.1584(2)  0.3848(7)   0.064(2)    Uani 1.00 d . . .
 C20    C  0.4449(6)   -0.1975(2)  0.3867(8)   0.070(2)    Uani 1.00 d . . .
 C22    C  0.6948(8)   -0.1293(2)  0.4834(9)   0.100(3)    Uani 1.00 d . . .
 C23    C  0.760(1)    -0.1043(3)  0.373(1)    0.122(4)    Uani 1.00 d . . .
 C24    C  0.767(1)    -0.1571(6)  0.571(2)    0.219(9)    Uani 1.00 d . . .
 C25    C  0.624(1)    -0.0981(3)  0.569(1)    0.150(5)    Uani 1.00 d . . .
 C26    C  0.4200(9)   -0.2410(2)  0.1661(9)   0.090(2)    Uani 1.00 d . . .
 C28    C  0.424(1)    -0.2770(3)  -0.067(1)   0.139(4)    Uani 1.00 d . . .
 C29    C  0.299(2)    -0.2706(6)  -0.099(2)   0.181(6)    Uani 1.00 d . . .
 C30    C  0.439(3)    -0.3208(4)  -0.010(2)   0.32(1)     Uani 1.00 d . . .
 C31    C  0.491(2)    -0.2682(6)  -0.201(2)   0.218(10)   Uani 1.00 d . . .
 C32    C  0.5512(7)   -0.1876(2)  0.4754(9)   0.082(2)    Uani 1.00 d . . .
 H1     H  0.200(5)    0.047(2)    0.373(6)    0.05(1)     Uiso 1.00 calc . . .
 H2     H  0.075(5)    0.004(2)    0.529(7)    0.08(1)     Uiso 1.00 calc . . .
 H3     H  0.081(5)    0.042(2)    0.652(6)    0.05(1)     Uiso 1.00 calc . . .
 H4     H  -0.029(6)   0.052(2)    0.367(8)    0.09(2)     Uiso 1.00 calc . . .
 H5     H  -0.084(5)   0.045(2)    0.509(7)    0.07(2)     Uiso 1.00 calc . . .
 H6     H  -0.084(5)   0.122(2)    0.417(7)    0.09(2)     Uiso 1.00 calc . . .
 H7     H  -0.017(5)   0.114(2)    0.587(7)    0.07(1)     Uiso 1.00 calc . . .
 H8     H  0.097(6)    0.118(2)    0.304(7)    0.08(2)     Uiso 1.00 calc . . .
 H9     H  0.106(6)    0.157(2)    0.419(8)    0.09(2)     Uiso 1.00 calc . . .
 H10    H  0.201(6)    0.112(2)    0.579(7)    0.07(2)     Uiso 1.00 calc . . .
 H11    H  0.277(6)    0.118(2)    0.437(7)    0.10(2)     Uiso 1.00 calc . . .
 H12    H  0.412(5)    0.076(2)    0.526(6)    0.07(1)     Uiso 1.00 calc . . .
 H13    H  0.476(5)    0.032(2)    0.719(6)    0.06(1)     Uiso 1.00 calc . . .
 H14    H  0.494(5)    -0.008(2)   0.605(7)    0.08(2)     Uiso 1.00 calc . . .
 H15    H  0.634(6)    0.062(2)    0.612(8)    0.10(2)     Uiso 1.00 calc . . .
 H16    H  0.673(5)    0.020(2)    0.642(7)    0.08(2)     Uiso 1.00 calc . . .
 H17    H  0.726(6)    0.034(2)    0.398(7)    0.10(2)     Uiso 1.00 calc . . .
 H18    H  0.637(5)    -0.007(2)   0.401(7)    0.08(2)     Uiso 1.00 calc . . .
 H19    H  0.572(5)    0.077(2)    0.341(6)    0.07(2)     Uiso 1.00 calc . . .
 H20    H  0.580(6)    0.039(2)    0.217(7)    0.11(2)     Uiso 1.00 calc . . .
 H21    H  0.429(5)    0.005(2)    0.338(6)    0.08(2)     Uiso 1.00 calc . . .
 H22    H  0.384(5)    0.048(2)    0.299(6)    0.07(2)     Uiso 1.00 calc . . .
 H23    H  0.275(5)    0.045(2)    0.688(6)    0.06(1)     Uiso 1.00 calc . . .
 H24    H  0.281(5)    0.006(2)    0.560(6)    0.07(1)     Uiso 1.00 calc . . .
 H25    H  0.541(6)    -0.195(2)   0.214(8)    0.11(2)     Uiso 1.00 calc . . .
 H26    H  0.141(5)    -0.120(2)   0.355(6)    0.06(2)     Uiso 1.00 calc . . .
 H27    H  0.142(6)    -0.118(2)   0.670(7)    0.10(2)     Uiso 1.00 calc . . .
 H28    H  0.035(6)    -0.112(2)   0.595(8)    0.09(2)     Uiso 1.00 calc . . .
 H29    H  0.070(6)    -0.188(2)   0.688(7)    0.10(2)     Uiso 1.00 calc . . .
 H30    H  0.038(7)    -0.189(3)   0.524(9)    0.12(2)     Uiso 1.00 calc . . .
 H31    H  0.254(6)    -0.201(3)   0.639(9)    0.12(2)     Uiso 1.00 calc . . .
 H32    H  0.221(6)    -0.220(2)   0.508(8)    0.11(2)     Uiso 1.00 calc . . .
 H33    H  0.393(5)    -0.135(2)   0.312(6)    0.07(1)     Uiso 1.00 calc . . .
 H34    H  0.402(4)    -0.224(2)   0.432(6)    0.05(1)     Uiso 1.00 calc . . .
 H35    H  0.809(6)    -0.085(2)   0.400(8)    0.11(2)     Uiso 1.00 calc . . .
 H36    H  0.797(7)    -0.123(2)   0.295(8)    0.11(2)     Uiso 1.00 calc . . .
 H37    H  0.709(6)    -0.086(2)   0.295(7)    0.09(2)     Uiso 1.00 calc . . .
 H38    H  0.736(6)    -0.174(2)   0.630(8)    0.09(2)     Uiso 1.00 calc . . .
 H39    H  0.817(8)    -0.176(3)   0.52(1)     0.14(3)     Uiso 1.00 calc . . .
 H40    H  0.818(7)    -0.142(2)   0.628(8)    0.10(2)     Uiso 1.00 calc . . .
 H41    H  0.673(6)    -0.078(2)   0.626(7)    0.09(2)     Uiso 1.00 calc . . .
 H42    H  0.572(7)    -0.078(3)   0.519(10)   0.15(2)     Uiso 1.00 calc . . .
 H43    H  0.568(6)    -0.115(2)   0.634(7)    0.09(2)     Uiso 1.00 calc . . .
 H44    H  0.286(7)    -0.243(2)   -0.115(9)   0.10(2)     Uiso 1.00 calc . . .
 H45    H  0.279(6)    -0.293(2)   -0.187(9)   0.12(2)     Uiso 1.00 calc . . .
 H46    H  0.255(7)    -0.279(3)   -0.010(9)   0.12(2)     Uiso 1.00 calc . . .
 H47    H  0.410(8)    -0.332(2)   0.072(8)    0.10(2)     Uiso 1.00 calc . . .
 H48    H  0.420(6)    -0.340(2)   -0.068(8)   0.10(2)     Uiso 1.00 calc . . .
 H49    H  0.502(8)    -0.326(3)   0.03(1)     0.13(2)     Uiso 1.00 calc . . .
 H50    H  0.580(6)    -0.275(3)   -0.17(1)    0.12(2)     Uiso 1.00 calc . . .
 H51    H  0.469(7)    -0.283(3)   -0.280(9)   0.13(2)     Uiso 1.00 calc . . .
 H52    H  0.477(9)    -0.239(3)   -0.22(1)    0.14(2)     Uiso 1.00 calc . . .
 H53    H  0.595(5)    -0.213(2)   0.513(7)    0.09(2)     Uiso 1.00 calc . . .
 H54    H  0.525(5)    -0.177(2)   0.587(8)    0.09(2)     Uiso 1.00 calc . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
 O1     0.173(7)    0.116(4)    0.129(5)    -0.063(4)   0.014(5)    0.012(4)   
 O4     0.139(5)    0.089(3)    0.054(2)    -0.017(3)   0.003(3)    0.021(2)   
 O5     0.109(4)    0.055(2)    0.055(2)    -0.017(2)   -0.011(2)   -0.010(2)  
 O6     0.162(6)    0.084(3)    0.088(3)    -0.006(3)   0.015(4)    -0.020(3)  
 O7     0.087(3)    0.075(3)    0.079(3)    0.009(2)    0.015(2)    0.009(2)   
 N1     0.070(2)    0.037(2)    0.048(3)    0.000(2)    -0.017(2)   0.001(2)   
 N2     0.087(5)    0.072(4)    0.097(4)    0.007(3)    0.013(4)    -0.036(3)  
 C1     0.069(3)    0.044(2)    0.032(3)    0.001(2)    -0.012(2)   -0.002(2)  
 C2     0.070(3)    0.075(4)    0.084(5)    -0.014(3)   -0.001(3)   0.004(4)   
 C3     0.062(4)    0.121(4)    0.090(6)    -0.002(4)   -0.001(4)   0.008(6)   
 C4     0.095(5)    0.119(4)    0.079(5)    0.045(5)    -0.016(5)   -0.001(5)  
 C5     0.113(5)    0.085(5)    0.092(6)    0.044(5)    0.005(5)    0.021(5)   
 C6     0.094(4)    0.044(2)    0.080(5)    0.009(3)    0.014(4)    0.007(3)   
 C7     0.072(3)    0.040(3)    0.068(3)    -0.002(3)   -0.007(3)   -0.002(3)  
 C8     0.073(3)    0.080(5)    0.076(5)    0.008(4)    -0.028(4)   -0.006(4)  
 C9     0.064(4)    0.135(8)    0.125(6)    -0.007(5)   -0.044(4)   -0.024(7)  
 C10    0.064(5)    0.105(7)    0.129(5)    0.000(4)    -0.007(4)   -0.003(6)  
 C11    0.073(4)    0.105(6)    0.097(6)    -0.015(5)   -0.003(4)   0.001(5)   
 C12    0.073(4)    0.078(5)    0.060(3)    -0.015(4)   -0.014(3)   0.003(4)   
 C13    0.068(4)    0.047(2)    0.090(4)    0.006(2)    -0.023(3)   -0.022(3)  
 C14    0.073(5)    0.087(4)    0.19(1)     -0.019(4)   0.080(6)    -0.036(6)  
 C15    0.118(6)    0.093(4)    0.17(1)     -0.030(5)   0.067(8)    -0.002(7)  
 C16    0.131(7)    0.073(5)    0.151(8)    -0.005(5)   0.072(7)    0.052(5)   
 C17    0.060(3)    0.047(2)    0.060(3)    0.002(2)    0.005(3)    -0.015(2)  
 C18    0.052(3)    0.046(2)    0.043(2)    0.015(2)    0.007(3)    -0.006(2)  
 C19    0.076(4)    0.052(3)    0.066(4)    0.013(3)    0.028(3)    0.011(3)   
 C20    0.083(4)    0.037(3)    0.091(4)    0.005(3)    0.022(3)    0.003(3)   
 C22    0.127(6)    0.079(5)    0.095(5)    -0.020(3)   0.003(3)    -0.008(3)  
 C23    0.124(9)    0.108(7)    0.133(9)    -0.028(6)   0.038(7)    0.010(6)   
 C24    0.14(1)     0.21(2)     0.31(2)     -0.05(1)    -0.13(1)    0.15(2)    
 C25    0.20(1)     0.101(7)    0.15(1)     -0.031(7)   0.092(9)    -0.059(7)  
 C26    0.145(7)    0.053(4)    0.071(4)    0.000(4)    -0.020(4)   0.005(3)   
 C28    0.22(1)     0.087(5)    0.116(7)    0.022(7)    -0.052(8)   -0.034(5)  
 C29    0.21(1)     0.16(1)     0.17(1)     -0.01(1)    -0.06(1)    0.01(1)    
 C30    0.68(5)     0.071(5)    0.22(2)     0.07(1)     -0.20(2)    -0.056(7)  
 C31    0.31(3)     0.24(2)     0.10(1)     0.01(2)     0.01(1)     -0.08(1)   
 C32    0.098(5)    0.066(4)    0.082(5)    0.012(3)    -0.002(4)   0.022(4)   
#------------------------------------------------------------------------------
_computing_data_collection            'WinAFC'
_computing_cell_refinement            'WinAFC'
_computing_data_reduction             'teXsan Ver. 1.10'
_computing_structure_solution          SHELXS97
_computing_structure_refinement       'teXsan Ver. 1.10'
_computing_publication_material       'teXsan Ver. 1.10'
_computing_molecular_graphics          ?
#------------------------------------------------------------------------------
_geom_special_details
;
 ?
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
 O1        C26       1.21(1)    . . yes
 O4        C18       1.216(8)   . . yes
 O5        C18       1.221(8)   . . yes
 O6        C26       1.31(1)    . . yes
 O6        C28       1.42(1)    . . yes
 O7        C22       1.43(1)    . . yes
 O7        C32       1.41(1)    . . yes
 N1        C1        1.490(9)   . . yes
 N1        C7        1.517(10)  . . yes
 N2        C20       1.42(1)    . . yes
 N2        C26       1.34(1)    . . yes
 C1        C2        1.54(1)    . . yes
 C1        C6        1.518(10)  . . yes
 C2        C3        1.50(1)    . . yes
 C3        C4        1.52(2)    . . yes
 C4        C5        1.48(2)    . . yes
 C5        C6        1.50(1)    . . yes
 C7        C8        1.49(1)    . . yes
 C7        C12       1.46(1)    . . yes
 C8        C9        1.51(1)    . . yes
 C9        C10       1.51(2)    . . yes
 C10       C11       1.48(1)    . . yes
 C11       C12       1.54(1)    . . yes
 C13       C14       1.50(1)    . . yes
 C13       C17       1.511(10)  . . yes
 C13       C18       1.554(9)   . . yes
 C14       C15       1.49(2)    . . yes
 C15       C16       1.50(2)    . . yes
 C16       C17       1.50(1)    . . yes
 C17       C19       1.279(9)   . . yes
 C19       C20       1.528(10)  . . yes
 C20       C32       1.51(1)    . . yes
 C22       C23       1.48(2)    . . yes
 C22       C24       1.44(2)    . . yes
 C22       C25       1.49(1)    . . yes
 C28       C29       1.50(3)    . . yes
 C28       C30       1.44(2)    . . yes
 C28       C31       1.49(3)    . . yes
#------------------------------------------------------------------------------
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
   C26       O6        C28       124(1)     . 1_555 1_555 yes
   C22       O7        C32       117.5(8)   . 1_555 1_555 yes
   C1        N1        C7        117.4(6)   . 1_555 1_555 yes
   C20       N2        C26       125.3(9)   . 1_555 1_555 yes
   N1        C1        C2        107.3(6)   . 1_555 1_555 yes
   N1        C1        C6        112.7(6)   . 1_555 1_555 yes
   C2        C1        C6        111.4(7)   . 1_555 1_555 yes
   C1        C2        C3        112.0(8)   . 1_555 1_555 yes
   C2        C3        C4        112.3(9)   . 1_555 1_555 yes
   C3        C4        C5        111.0(9)   . 1_555 1_555 yes
   C4        C5        C6        114.7(9)   . 1_555 1_555 yes
   C1        C6        C5        111.7(9)   . 1_555 1_555 yes
   N1        C7        C8        109.6(7)   . 1_555 1_555 yes
   N1        C7        C12       111.7(7)   . 1_555 1_555 yes
   C8        C7        C12       112.0(8)   . 1_555 1_555 yes
   C7        C8        C9        111.2(9)   . 1_555 1_555 yes
   C8        C9        C10       112.7(9)   . 1_555 1_555 yes
   C9        C10       C11       112(1)     . 1_555 1_555 yes
   C10       C11       C12       111.1(9)   . 1_555 1_555 yes
   C7        C12       C11       112.1(8)   . 1_555 1_555 yes
   C14       C13       C17       105.1(7)   . 1_555 1_555 yes
   C14       C13       C18       116.3(7)   . 1_555 1_555 yes
   C17       C13       C18       115.3(6)   . 1_555 1_555 yes
   C13       C14       C15       107.7(9)   . 1_555 1_555 yes
   C14       C15       C16       103.2(9)   . 1_555 1_555 yes
   C15       C16       C17       109.0(9)   . 1_555 1_555 yes
   C13       C17       C16       106.4(7)   . 1_555 1_555 yes
   C13       C17       C19       127.2(7)   . 1_555 1_555 yes
   C16       C17       C19       126.4(8)   . 1_555 1_555 yes
   O4        C18       O5        126.6(6)   . 1_555 1_555 yes
   O4        C18       C13       117.6(7)   . 1_555 1_555 yes
   O5        C18       C13       115.8(6)   . 1_555 1_555 yes
   C17       C19       C20       125.6(7)   . 1_555 1_555 yes
   N2        C20       C19       113.1(7)   . 1_555 1_555 yes
   N2        C20       C32       109.8(8)   . 1_555 1_555 yes
   C19       C20       C32       111.6(7)   . 1_555 1_555 yes
   O7        C22       C23       103.9(10)  . 1_555 1_555 yes
   O7        C22       C24       110(1)     . 1_555 1_555 yes
   O7        C22       C25       106(1)     . 1_555 1_555 yes
   C23       C22       C24       112(1)     . 1_555 1_555 yes
   C23       C22       C25       109(1)     . 1_555 1_555 yes
   C24       C22       C25       113(1)     . 1_555 1_555 yes
   O1        C26       O6        125(1)     . 1_555 1_555 yes
   O1        C26       N2        121(1)     . 1_555 1_555 yes
   O6        C26       N2        113(1)     . 1_555 1_555 yes
   O6        C28       C29       110(1)     . 1_555 1_555 yes
   O6        C28       C30       109(1)     . 1_555 1_555 yes
   O6        C28       C31       105(1)     . 1_555 1_555 yes
   C29       C28       C30       107(2)     . 1_555 1_555 yes
   C29       C28       C31       108(1)     . 1_555 1_555 yes
   C30       C28       C31       114(2)     . 1_555 1_555 yes
   O7        C32       C20       108.2(7)   . 1_555 1_555 yes
#------------------------------------------------------------------------------
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
 O1        C24       3.29(2)    . 3_446 ?
 O4        N1        2.703(8)   . 2_554 ?
 O4        N1        3.343(8)   . . ?
 O4        C12       3.44(1)    . . ?
 O4        C1        3.451(8)   . 2_554 ?
 O4        C2        3.46(1)    . 2_554 ?
 O4        C1        3.517(9)   . . ?
 O4        C7        3.55(1)    . 2_554 ?
 O5        N1        2.817(7)   . . ?
 N1        C18       3.407(8)   . . ?
#------------------------------------------------------------------------------
#===END


data_General 
_audit_creation_date                  'Wed Mar 20 14:53:22 2002'
_audit_creation_method                'by teXsan'
_audit_update_record                   ?
#------------------------------------------------------------------------------
# PROCESSING SUMMARY (IUCr Office Use Only) 
_journal_date_recd_electronic          ?
_journal_date_from_coeditor            ?
_journal_date_accepted                 ?
_journal_coeditor_code                 ?
#------------------------------------------------------------------------------
# SUBMISSION DETAILS 
_publ_contact_author_name             ' Fujii, Nobutaka'
_publ_contact_author_address
;
Graduate School of Pharmaceutical Sciences
Kyoto University
Sakyo-ku, Kyoto 606-8501, JAPAN
;
_publ_contact_author_email            ' nfujii@pharm.kyoto-u.ac.jp '
_publ_contact_author_fax              '+81-75-753-4570 '
_publ_contact_author_phone            ' +81-75-753-4551 '

_publ_requested_journal               ' The Journal of Organic Chemistry'

#------------------------------------------------------------------------------
# TITLE AND AUTHOR LIST 

_publ_section_title
;
    Regio- and Stereoselective Synthesis of (E)-Alkene trans-Xaa-Pro Diepetide Mimetics Utilizing Organocopper-Mediated Anti-SN2' Reaction
;

loop_
_publ_author_name
_publ_author_footnote
_publ_author_address
      'Otaka, Akira'
;
      Graduate School of Pharmaceutical Sciences      
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
JAPAN
;
      'Katagiri, Fumihiko'
;
      Graduate School of Pharmaceutical Sciences      
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
JAPAN
;
      'Kinoshita, Takayoshi'
;
      Fujisawa Pharmacutical Co., Ltd.
      Kashima, Yodogawa-ku, Osaka 532-8514
JAPAN
;
      'Odagaki, Yoshihiko'
;
      Minase Research Institute
      Ono Pharmaceutical Co.,Ltd.
      Mishima-gun, Osaka 618-8585
JAPAN
;
      'Tamamura, Hirokazu'
;
      Graduate School of Pharmaceutical Sciences      
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
JAPAN
;
      'Hamanaka, Nobuyuki'
;
      Minase Research Institute
      Ono Pharmaceutical Co.,Ltd.
      Mishima-gun, Osaka 618-8585
JAPAN
;
       'Fujii, Nobutaka'
;
      Pharmaceutical Science
      Kyoto University
      Sakyo-ku, Kyoto 606-8501
      JAPAN 

#-----------------------------------------------------------------------------
# TEXT 


_publ_section_references
;
    ENTER OTHER REFERENCES
Molecular Structure Corporation, Rigaku Corporation. (1999). teXsan. 
Single Crystal Structure Analysis Software. Version 1.10.
MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA.
Rigaku, 3-9-12 Akishima, Tokyo, Japan.
North, A.C.T., Phillips, D. C. & Mathews, F. S. (1968).
Acta Cryst. A24, 351-359.
;

#------------------------------------------------------------------------------
data_comp# 37
#------------------------------------------------------------------------------
# CHEMICAL DATA 
_chemical_formula_sum                  'C18 H33 N O4 '
_chemical_formula_moiety               'C18 H33 N O4 '
_chemical_formula_weight               327.46
_chemical_melting_point                ?
#------------------------------------------------------------------------------
# CRYSTAL DATA 
_symmetry_cell_setting                 orthorhombic
_symmetry_space_group_name_H-M        'P 21 21 21   '
_symmetry_Int_Tables_number            19
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
1/2+x,1/2-y,-z
-x,1/2+y,1/2-z
_cell_length_a                         18.673(4)
_cell_length_b                         22.493(3)
_cell_length_c                         9.990(3)
_cell_angle_alpha                      90.00(2)
_cell_angle_beta                       90.00(2)
_cell_angle_gamma                      90.00(1)
_cell_volume                           4196(1)
_cell_formula_units_Z                  8
_cell_measurement_reflns_used          25
_cell_measurement_theta_min            22.5
_cell_measurement_theta_max            24.4
_cell_measurement_temperature          296.2
#------------------------------------------------------------------------------
_exptl_crystal_description            'prismatic'
_exptl_crystal_colour                 'colorless'
_exptl_crystal_size_max                0.250
_exptl_crystal_size_mid                0.040
_exptl_crystal_size_min                0.040
_exptl_crystal_size_rad                ?
_exptl_crystal_density_diffrn          1.037
_exptl_crystal_density_meas            ?
_exptl_crystal_density_method         'not measured'
_exptl_absorpt_coefficient_mu          0.579
_exptl_absorpt_correction_type         psi-scan
_exptl_absorpt_process_details        '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_correction_T_min        0.951
_exptl_absorpt_correction_T_max        0.999
#------------------------------------------------------------------------------
# EXPERIMENTAL DATA 
_diffrn_radiation_type                'Cu K\a'
_diffrn_radiation_wavelength           1.5418
_diffrn_measurement_device_type       'Rigaku AFC7R'
_diffrn_measurement_method             \w-2\q
_diffrn_reflns_number                  6890
_diffrn_reflns_av_R_equivalents        0.108
_diffrn_reflns_theta_min               ?
_diffrn_reflns_theta_max               68.00
_diffrn_reflns_limit_h_min             -15
_diffrn_reflns_limit_h_max             22
_diffrn_reflns_limit_k_min             0
_diffrn_reflns_limit_k_max             27
_diffrn_reflns_limit_l_min             -12
_diffrn_reflns_limit_l_max             3
_diffrn_standards_number              3
_diffrn_standards_interval_count      300
_diffrn_standards_decay_%             26.13
#------------------------------------------------------------------------------
# REFINEMENT DATA 
_refine_special_details
;
Refinement using reflections with F^2^ > 1.0 sigma(F^2^). The weighted R-factor
(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero 
for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only 
for calculating R-factor (gt).
;
_reflns_number_total                   5338
_reflns_number_gt                      2984
_reflns_threshold_expression                >2.0sigma(I)
_refine_ls_structure_factor_coef            Fsqd
_refine_ls_R_factor_gt                 0.0934
_refine_ls_wR_factor_ref               0.2768
_refine_ls_hydrogen_treatment          refU
_refine_ls_number_reflns               2984
_refine_ls_number_parameters           476
_refine_ls_goodness_of_fit_ref         1.487
_refine_ls_weighting_scheme            calc
_refine_ls_weighting_details               
   'w = 1/[\s^2^(Fo^2^) + (0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_shift/su_max                4.7810
_refine_ls_extinction_method           SHELXL
_refine_ls_extinction_coef             0.0000
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^'
_refine_ls_abs_structure_details       ?
_refine_ls_abs_structure_Flack         0.3(6)
_refine_diff_density_max               0.60
_refine_diff_density_min               -0.36
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
  'C' 'C'  0.018 0.009 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
  'H' 'H'  0.000 0.000 
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
  'N' 'N'  0.031 0.018 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
  'O' 'O'  0.049 0.032 
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
#------------------------------------------------------------------------------
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
 O1     O  -1.1679(5)  -0.0764(4)  -0.2387(8)  0.132(3)    Uani 1.00 d . . .
 O2     O  -1.1431(3)  -0.0933(2)  -0.5107(5)  0.081(2)    Uani 1.00 d . . .
 O3     O  -0.9427(3)  -0.1794(3)  -0.2361(4)  0.082(2)    Uani 1.00 d . . .
 O4     O  -0.8709(2)  -0.2090(3)  -0.4062(4)  0.081(2)    Uani 1.00 d . . .
 O6     O  -0.9504(5)  0.0028(4)   -1.0440(9)  0.162(3)    Uani 1.00 d . . .
 O7     O  -0.9585(3)  -0.1809(2)  -0.7402(4)  0.086(2)    Uani 1.00 d . . .
 O8     O  -0.9579(3)  -0.2480(2)  -0.9124(4)  0.076(2)    Uani 1.00 d . . .
 O10    O  -0.9634(9)  0.0373(9)   -0.781(2)   0.2418(1)   Uiso 1.00 d . . .
 N1     N  -0.9751(3)  -0.1688(3)  -0.4509(4)  0.060(2)    Uani 1.00 d . . .
 N2     N  -0.9440(4)  -0.1535(2)  -0.9563(5)  0.067(2)    Uani 1.00 d . . .
 C1     C  -1.1315(4)  -0.2124(4)  -0.2765(7)  0.065(2)    Uani 1.00 d . . .
 C2     C  -1.1330(4)  -0.1723(4)  -0.1511(7)  0.080(2)    Uani 1.00 d . . .
 C3     C  -1.1520(8)  -0.2183(6)  -0.0403(10) 0.126(4)    Uani 1.00 d . . .
 C4     C  -1.168(1)   -0.2733(8)  -0.100(1)   0.182(7)    Uani 1.00 d . . .
 C5     C  -1.1722(6)  -0.2666(4)  -0.248(1)   0.103(3)    Uani 1.00 d . . .
 C6     C  -1.1859(6)  -0.1235(5)  -0.158(1)   0.103(3)    Uani 1.00 d . . .
 C7     C  -1.0956(4)  -0.2011(3)  -0.3886(7)  0.063(2)    Uani 1.00 d . . .
 C8     C  -1.0465(4)  -0.1488(3)  -0.4186(6)  0.060(2)    Uani 1.00 d . . .
 C9     C  -0.9303(4)  -0.1861(3)  -0.3547(6)  0.062(2)    Uani 1.00 d . . .
 C10    C  -0.8158(5)  -0.2347(5)  -0.3203(8)  0.089(3)    Uani 1.00 d . . .
 C11    C  -0.7825(7)  -0.1830(8)  -0.240(1)   0.149(5)    Uani 1.00 d . . .
 C12    C  -0.8428(6)  -0.2815(6)  -0.230(1)   0.122(4)    Uani 1.00 d . . .
 C13    C  -0.7579(7)  -0.2528(8)  -0.419(1)   0.140(5)    Uani 1.00 d . . .
 C14    C  -1.0720(4)  -0.1131(4)  -0.5402(7)  0.073(2)    Uani 1.00 d . . .
 C15    C  -1.1758(5)  -0.0506(4)  -0.600(1)   0.087(3)    Uani 1.00 d . . .
 C16    C  -1.2515(6)  -0.0489(6)  -0.562(1)   0.127(4)    Uani 1.00 d . . .
 C17    C  -1.1386(8)  0.0077(5)   -0.588(2)   0.173(7)    Uani 1.00 d . . .
 C18    C  -1.172(1)   -0.0755(7)  -0.745(1)   0.160(6)    Uani 1.00 d . . .
 C19    C  -0.8411(6)  -0.0460(6)  -0.7890(9)  0.126(4)    Uani 1.00 d . . .
 C20    C  -0.865(2)   -0.0322(9)  -0.657(1)   0.22(1)     Uani 1.00 d . . .
 C21    C  -0.828(1)   -0.0435(7)  -0.547(1)   0.171(6)    Uani 1.00 d . . .
 C22    C  -0.753(1)   -0.065(1)   -0.609(2)   0.210(9)    Uani 1.00 d . . .
 C23    C  -0.7519(8)  -0.0523(9)  -0.745(2)   0.170(6)    Uani 1.00 d . . .
 C24    C  -0.901(2)   0.0345(8)   -0.685(2)   0.40(3)     Uani 1.00 d . . .
 C25    C  -0.8588(7)  -0.0797(5)  -0.881(1)   0.114(4)    Uani 1.00 d . . .
 C26    C  -0.9336(4)  -0.0895(3)  -0.9275(6)  0.066(2)    Uani 1.00 d . . .
 C27    C  -0.9538(4)  -0.1948(4)  -0.8607(6)  0.068(2)    Uani 1.00 d . . .
 C28    C  -0.9656(5)  -0.3011(3)  -0.8277(8)  0.079(2)    Uani 1.00 d . . .
 C29    C  -1.0369(7)  -0.2982(5)  -0.754(1)   0.117(3)    Uani 1.00 d . . .
 C30    C  -0.9016(6)  -0.3062(4)  -0.736(1)   0.116(3)    Uani 1.00 d . . .
 C31    C  -0.9655(8)  -0.3504(4)  -0.929(1)   0.126(4)    Uani 1.00 d . . .
 C32    C  -0.948(1)   -0.0578(4)  -1.0543(9)  0.139(6)    Uani 1.00 d . . .
 C33    C  -0.9886(7)  0.0497(5)   -1.125(1)   0.129(4)    Uani 1.00 d . . .
 C34    C  -1.056(1)   0.042(1)    -1.103(5)   0.36(3)     Uani 1.00 d . . .
 C35    C  -0.950(1)   0.1079(7)   -1.099(2)   0.196(7)    Uani 1.00 d . . .
 C36    C  -0.973(1)   0.0275(8)   -1.262(1)   0.205(9)    Uani 1.00 d . . .
 H1     H  -1.0834     -0.1551     -0.1306     0.0983(4)   Uiso 1.00 calc . . .
 H2     H  -1.1136     -0.2254     0.0227      2.00(2)     Uiso 1.00 calc . . .
 H3     H  -1.1983     -0.2057     0.0071      0.278(1)    Uiso 1.00 calc . . .
 H4     H  -1.1308     -0.3019     -0.0740     0.345(2)    Uiso 1.00 calc . . .
 H5     H  -1.2171     -0.2869     -0.0666     1.23(1)     Uiso 1.00 calc . . .
 H6     H  -1.2220     -0.2610     -0.2824     0.1575(6)   Uiso 1.00 calc . . .
 H7     H  -1.1480     -0.3007     -0.2949     0.0798(3)   Uiso 1.00 calc . . .
 H8     H  -1.1964     -0.1046     -0.0595     0.226(1)    Uiso 1.00 calc . . .
 H9     H  -1.2371     -0.1377     -0.1858     0.292(1)    Uiso 1.00 calc . . .
 H10    H  -1.1026     -0.2299     -0.4618     0.0903(3)   Uiso 1.00 calc . . .
 H11    H  -1.0467     -0.1205     -0.3362     0.0607(2)   Uiso 1.00 calc . . .
 H12    H  -0.7422     -0.1977     -0.1762     0.1002(3)   Uiso 1.00 calc . . .
 H13    H  -0.7596     -0.1515     -0.3002     0.2124(10)  Uiso 1.00 calc . . .
 H14    H  -0.8194     -0.1621     -0.1811     0.1018(3)   Uiso 1.00 calc . . .
 H15    H  -0.8849     -0.2652     -0.1724     0.1982(9)   Uiso 1.00 calc . . .
 H16    H  -0.8654     -0.3151     -0.2877     0.0652(3)   Uiso 1.00 calc . . .
 H17    H  -0.8065     -0.2989     -0.1700     1.65(1)     Uiso 1.00 calc . . .
 H18    H  -0.7136     -0.2716     -0.3664     0.0635(2)   Uiso 1.00 calc . . .
 H19    H  -0.7758     -0.2857     -0.4794     0.241(1)    Uiso 1.00 calc . . .
 H20    H  -0.7383     -0.2193     -0.4727     0.1634(6)   Uiso 1.00 calc . . .
 H21    H  -1.0698     -0.1360     -0.6237     0.0610(2)   Uiso 1.00 calc . . .
 H22    H  -1.0396     -0.0750     -0.5518     0.0607(2)   Uiso 1.00 calc . . .
 H23    H  -1.2519     -0.0369     -0.4542     0.1724(6)   Uiso 1.00 calc . . .
 H24    H  -1.2793     -0.0200     -0.6065     1.153(7)    Uiso 1.00 calc . . .
 H25    H  -1.2724     -0.0902     -0.5608     0.2000(9)   Uiso 1.00 calc . . .
 H26    H  -1.0899     0.0086      -0.5964     0.615(4)    Uiso 1.00 calc . . .
 H27    H  -1.1665     0.0391      -0.6414     0.1805(7)   Uiso 1.00 calc . . .
 H28    H  -1.1517     0.0227      -0.4829     0.1853(7)   Uiso 1.00 calc . . .
 H29    H  -1.2003     -0.1138     -0.7547     0.2284(9)   Uiso 1.00 calc . . .
 H30    H  -1.1954     -0.0452     -0.8122     0.2378(7)   Uiso 1.00 calc . . .
 H31    H  -1.1215     -0.0823     -0.7782     0.263(1)    Uiso 1.00 calc . . .
 H32    H  -0.9566     -0.1670     -0.5462     0.0650(2)   Uiso 1.00 calc . . .
 H33    H  -0.9175     -0.0631     -0.6527     0.622(4)    Uiso 1.00 calc . . .
 H34    H  -0.8282     -0.0040     -0.4936     2.00(3)     Uiso 1.00 calc . . .
 H35    H  -0.8466     -0.0756     -0.4848     0.1837(7)   Uiso 1.00 calc . . .
 H36    H  -0.7083     -0.0336     -0.5749     0.390(3)    Uiso 1.00 calc . . .
 H37    H  -0.7351     -0.1023     -0.6036     2.00(3)     Uiso 1.00 calc . . .
 H38    H  -0.7267     -0.0753     -0.8086     0.486(2)    Uiso 1.00 calc . . .
 H39    H  -0.7363     -0.0042     -0.7720     0.1003(3)   Uiso 1.00 calc . . .
 H40    H  -0.8514     0.0545      -0.6833     0.0496(1)   Uiso 1.00 calc . . .
 H41    H  -0.9061     0.0399      -0.5579     0.2461(8)   Uiso 1.00 calc . . .
 H42    H  -0.8245     -0.0948     -0.9466     0.591(3)    Uiso 1.00 calc . . .
 H43    H  -0.9694     -0.0741     -0.8536     0.0456(2)   Uiso 1.00 calc . . .
 H44    H  -1.0402     -0.2623     -0.6931     0.2135(7)   Uiso 1.00 calc . . .
 H45    H  -1.0779     -0.2995     -0.8167     0.647(2)    Uiso 1.00 calc . . .
 H46    H  -1.0411     -0.3356     -0.6906     0.1339(4)   Uiso 1.00 calc . . .
 H47    H  -0.9084     -0.3417     -0.6740     0.0975(3)   Uiso 1.00 calc . . .
 H48    H  -0.8566     -0.3074     -0.7832     0.342(2)    Uiso 1.00 calc . . .
 H49    H  -0.9019     -0.2686     -0.6717     0.1160(4)   Uiso 1.00 calc . . .
 H50    H  -0.9709     -0.3907     -0.8816     0.1659(5)   Uiso 1.00 calc . . .
 H51    H  -1.0109     -0.3459     -0.9887     0.1109(5)   Uiso 1.00 calc . . .
 H52    H  -0.9228     -0.3506     -0.9865     0.1219(4)   Uiso 1.00 calc . . .
 H53    H  -1.0027     -0.0665     -1.0916     0.253(1)    Uiso 1.00 calc . . .
 H54    H  -0.9170     -0.0665     -1.1311     0.1928(9)   Uiso 1.00 calc . . .
 H55    H  -1.0653     0.0545      -0.9829     0.257(1)    Uiso 1.00 calc . . .
 H56    H  -1.0893     0.0754      -1.1346     0.225(1)    Uiso 1.00 calc . . .
 H57    H  -1.0816     0.0041      -1.0989     0.566(3)    Uiso 1.00 calc . . .
 H58    H  -0.9027     0.1010      -1.1075     0.902(7)    Uiso 1.00 calc . . .
 H59    H  -0.9790     0.1360      -1.1353     2.00(3)     Uiso 1.00 calc . . .
 H60    H  -0.9611     0.1095      -0.9851     0.2723(5)   Uiso 1.00 calc . . .
 H61    H  -1.0016     -0.0132     -1.2798     0.270(1)    Uiso 1.00 calc . . .
 H62    H  -1.0056     0.0569      -1.3269     0.258(1)    Uiso 1.00 calc . . .
 H63    H  -0.9276     0.0265      -1.2909     0.238(1)    Uiso 1.00 calc . . .
 H64    H  -0.9471     -0.1660     -1.0514     0.1247(4)   Uiso 1.00 calc . . .
 H66    H  -1.1700     -0.0887     -0.3315     0.265(1)    Uiso 1.00 calc . . .
 H69    H  -0.9205     0.0331      -0.8533     2.00(3)     Uiso 1.00 calc . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
 O1     0.187(8)    0.113(5)    0.097(5)    0.055(5)    0.028(5)    0.000(5)   
 O2     0.075(4)    0.099(4)    0.071(3)    0.026(3)    0.002(3)    0.022(3)   
 O3     0.088(3)    0.132(4)    0.026(2)    0.040(3)    -0.004(2)   -0.010(3)  
 O4     0.061(3)    0.141(5)    0.040(2)    0.040(3)    0.004(2)    0.001(3)   
 O6     0.179(8)    0.166(8)    0.140(6)    0.018(7)    0.002(6)    0.088(6)   
 O7     0.151(5)    0.077(3)    0.031(2)    0.006(3)    0.010(3)    -0.002(2)  
 O8     0.145(5)    0.046(3)    0.037(2)    -0.006(3)   0.007(3)    -0.002(2)  
 N1     0.049(3)    0.109(4)    0.022(2)    0.025(3)    0.003(2)    -0.001(3)  
 N2     0.116(5)    0.054(3)    0.032(3)    -0.012(3)   0.006(3)    -0.003(3)  
 C1     0.048(4)    0.093(6)    0.054(4)    0.007(4)    0.004(3)    0.010(4)   
 C2     0.079(5)    0.121(7)    0.040(3)    0.004(6)    0.000(4)    -0.003(4)  
 C3     0.19(1)     0.120(8)    0.072(6)    0.006(9)    0.032(7)    0.013(6)   
 C4     0.31(2)     0.16(1)     0.081(8)    -0.07(1)    -0.04(1)    0.067(9)   
 C5     0.113(8)    0.104(7)    0.093(7)    -0.005(6)   0.015(7)    0.004(6)   
 C6     0.115(8)    0.120(8)    0.074(6)    0.035(7)    0.014(6)    -0.024(7)  
 C7     0.065(4)    0.076(5)    0.049(4)    0.006(4)    -0.003(3)   -0.012(4)  
 C8     0.059(4)    0.077(4)    0.043(3)    0.016(4)    0.006(3)    -0.005(3)  
 C9     0.058(4)    0.097(5)    0.031(3)    0.024(4)    0.010(3)    -0.001(3)  
 C10    0.072(5)    0.135(8)    0.060(5)    0.049(6)    0.004(4)    0.018(5)   
 C11    0.107(8)    0.24(2)     0.102(8)    0.03(1)     -0.015(8)   -0.02(1)   
 C12    0.110(7)    0.147(9)    0.107(7)    0.023(8)    0.004(7)    0.033(8)   
 C13    0.107(7)    0.22(1)     0.093(7)    0.092(9)    0.030(7)    0.025(10)  
 C14    0.072(5)    0.098(6)    0.048(4)    0.029(5)    0.005(4)    0.016(4)   
 C15    0.080(6)    0.074(6)    0.107(7)    0.008(5)    -0.021(5)   0.036(5)   
 C16    0.081(7)    0.133(10)   0.17(1)     0.033(7)    -0.021(7)   0.056(9)   
 C17    0.14(1)     0.082(7)    0.29(2)     -0.009(8)   -0.07(1)    0.04(1)    
 C18    0.22(2)     0.17(1)     0.095(8)    0.07(1)     -0.08(1)    -0.004(8)  
 C19    0.15(1)     0.17(1)     0.061(5)    -0.094(9)   -0.002(6)   -0.026(7)  
 C20    0.43(3)     0.18(1)     0.060(6)    0.13(2)     -0.07(1)    -0.033(8)  
 C21    0.24(2)     0.18(1)     0.087(8)    -0.02(1)    0.02(1)     -0.024(9)  
 C22    0.17(2)     0.28(2)     0.18(2)     0.03(2)     -0.06(1)    -0.04(2)   
 C23    0.14(1)     0.22(2)     0.16(1)     0.00(1)     0.00(1)     0.08(1)    
 C24    0.77(7)     0.13(1)     0.29(2)     0.16(3)     0.30(4)     -0.02(1)   
 C25    0.106(8)    0.086(6)    0.15(1)     -0.009(6)   0.005(8)    -0.034(7)  
 C26    0.107(6)    0.055(4)    0.035(3)    -0.008(4)   0.003(4)    -0.002(3)  
 C27    0.085(5)    0.083(6)    0.035(3)    -0.007(4)   0.007(3)    -0.001(4)  
 C28    0.115(7)    0.058(5)    0.064(4)    0.012(5)    0.010(5)    0.020(4)   
 C29    0.149(9)    0.104(7)    0.098(7)    0.014(7)    0.039(7)    0.034(7)   
 C30    0.121(8)    0.094(7)    0.132(8)    0.012(6)    -0.007(7)   0.044(8)   
 C31    0.20(1)     0.063(6)    0.117(8)    0.005(6)    0.04(1)     0.001(6)   
 C32    0.32(2)     0.038(5)    0.063(5)    -0.023(7)   0.007(9)    -0.008(4)  
 C33    0.126(10)   0.098(8)    0.16(1)     -0.003(7)   0.019(8)    0.011(8)   
 C34    0.12(2)     0.18(2)     0.76(9)     -0.05(1)    0.12(3)     0.03(3)    
 C35    0.23(2)     0.14(1)     0.22(2)     -0.06(1)    -0.03(1)    -0.01(1)   
 C36    0.38(3)     0.15(1)     0.081(8)    -0.07(2)    0.09(1)     -0.013(9)  
#------------------------------------------------------------------------------
_computing_data_collection            'WinAFC'
_computing_cell_refinement            'WinAFC'
_computing_data_reduction             'teXsan Ver. 1.10'
_computing_structure_solution          SHELXS97
_computing_structure_refinement       'SHELXL97'
_computing_publication_material       'teXsan Ver. 1.10'
_computing_molecular_graphics          ?
#------------------------------------------------------------------------------
_geom_special_details
;
 ?
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
 O1        C6        1.37(1)    . . yes
 O2        C14       1.433(9)   . . yes
 O2        C15       1.45(1)    . . yes
 O3        C9        1.217(7)   . . yes
 O4        C9        1.327(8)   . . yes
 O4        C10       1.459(10)  . . yes
 O6        C32       1.37(1)    . . yes
 O6        C33       1.51(2)    . . yes
 O7        C27       1.247(8)   . . yes
 O8        C27       1.307(9)   . . yes
 O8        C28       1.471(9)   . . yes
 O10       C24       1.52(3)    . . yes
 N1        C8        1.443(9)   . . yes
 N1        C9        1.333(8)   . . yes
 N2        C26       1.480(9)   . . yes
 N2        C27       1.345(9)   . . yes
 C1        C2        1.54(1)    . . yes
 C1        C5        1.46(1)    . . yes
 C1        C7        1.328(10)  . . yes
 C2        C3        1.56(1)    . . yes
 C2        C6        1.48(1)    . . yes
 C3        C4        1.41(2)    . . yes
 C4        C5        1.49(2)    . . yes
 C7        C8        1.52(1)    . . yes
 C8        C14       1.532(10)  . . yes
 C10       C11       1.54(2)    . . yes
 C10       C12       1.47(2)    . . yes
 C10       C13       1.52(2)    . . yes
 C15       C16       1.46(1)    . . yes
 C15       C17       1.49(2)    . . yes
 C15       C18       1.55(2)    . . yes
 C19       C20       1.42(2)    . . yes
 C19       C23       1.73(2)    . . yes
 C19       C25       1.24(2)    . . yes
 C20       C21       1.33(3)    . . yes
 C20       C24       1.66(3)    . . yes
 C21       C22       1.61(3)    . . yes
 C22       C23       1.39(3)    . . yes
 C25       C26       1.49(1)    . . yes
 C26       C32       1.48(1)    . . yes
 C28       C29       1.52(2)    . . yes
 C28       C30       1.51(2)    . . yes
 C28       C31       1.50(1)    . . yes
 C33       C34       1.28(3)    . . yes
 C33       C35       1.51(2)    . . yes
 C33       C36       1.49(2)    . . yes
#------------------------------------------------------------------------------
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
   C14       O2        C15       118.0(6)   . 1_555 1_555 yes
   C9        O4        C10       121.0(5)   . 1_555 1_555 yes
   C32       O6        C33       132(1)     . 1_555 1_555 yes
   C27       O8        C28       121.5(5)   . 1_555 1_555 yes
   C8        N1        C9        120.7(5)   . 1_555 1_555 yes
   C26       N2        C27       123.4(5)   . 1_555 1_555 yes
   C2        C1        C5        108.7(7)   . 1_555 1_555 yes
   C2        C1        C7        125.6(7)   . 1_555 1_555 yes
   C5        C1        C7        125.6(8)   . 1_555 1_555 yes
   C1        C2        C3        101.1(8)   . 1_555 1_555 yes
   C1        C2        C6        114.1(7)   . 1_555 1_555 yes
   C3        C2        C6        112.1(8)   . 1_555 1_555 yes
   C2        C3        C4        109.3(9)   . 1_555 1_555 yes
   C3        C4        C5        110(1)     . 1_555 1_555 yes
   C1        C5        C4        104(1)     . 1_555 1_555 yes
   O1        C6        C2        115.9(9)   . 1_555 1_555 yes
   C1        C7        C8        128.1(7)   . 1_555 1_555 yes
   N1        C8        C7        111.1(6)   . 1_555 1_555 yes
   N1        C8        C14       105.8(5)   . 1_555 1_555 yes
   C7        C8        C14       112.0(6)   . 1_555 1_555 yes
   O3        C9        O4        125.9(6)   . 1_555 1_555 yes
   O3        C9        N1        123.0(6)   . 1_555 1_555 yes
   O4        C9        N1        111.1(5)   . 1_555 1_555 yes
   O4        C10       C11       106.8(9)   . 1_555 1_555 yes
   O4        C10       C12       113.6(7)   . 1_555 1_555 yes
   O4        C10       C13       103.0(7)   . 1_555 1_555 yes
   C11       C10       C12       111.2(9)   . 1_555 1_555 yes
   C11       C10       C13       104.7(9)   . 1_555 1_555 yes
   C12       C10       C13       116(1)     . 1_555 1_555 yes
   O2        C14       C8        106.7(5)   . 1_555 1_555 yes
   O2        C15       C16       105.2(8)   . 1_555 1_555 yes
   O2        C15       C17       109.7(10)  . 1_555 1_555 yes
   O2        C15       C18       108.5(8)   . 1_555 1_555 yes
   C16       C15       C17       113.9(10)  . 1_555 1_555 yes
   C16       C15       C18       107(1)     . 1_555 1_555 yes
   C17       C15       C18       111(1)     . 1_555 1_555 yes
   C20       C19       C23       95(1)      . 1_555 1_555 yes
   C20       C19       C25       137(1)     . 1_555 1_555 yes
   C23       C19       C25       113(1)     . 1_555 1_555 yes
   C19       C20       C21       124(2)     . 1_555 1_555 yes
   C19       C20       C24       99(1)      . 1_555 1_555 yes
   C21       C20       C24       121(1)     . 1_555 1_555 yes
   C20       C21       C22       100(1)     . 1_555 1_555 yes
   C21       C22       C23       109(1)     . 1_555 1_555 yes
   C19       C23       C22       104(1)     . 1_555 1_555 yes
   O10       C24       C20       116(1)     . 1_555 1_555 yes
   C19       C25       C26       124(1)     . 1_555 1_555 yes
   N2        C26       C25       109.2(7)   . 1_555 1_555 yes
   N2        C26       C32       106.2(5)   . 1_555 1_555 yes
   C25       C26       C32       111.3(10)  . 1_555 1_555 yes
   O7        C27       O8        127.4(7)   . 1_555 1_555 yes
   O7        C27       N2        121.5(7)   . 1_555 1_555 yes
   O8        C27       N2        111.1(5)   . 1_555 1_555 yes
   O8        C28       C29       109.2(7)   . 1_555 1_555 yes
   O8        C28       C30       109.5(7)   . 1_555 1_555 yes
   O8        C28       C31       102.1(6)   . 1_555 1_555 yes
   C29       C28       C30       113.8(8)   . 1_555 1_555 yes
   C29       C28       C31       110.9(9)   . 1_555 1_555 yes
   C30       C28       C31       110.6(9)   . 1_555 1_555 yes
   O6        C32       C26       115.0(8)   . 1_555 1_555 yes
   O6        C33       C34       106(1)     . 1_555 1_555 yes
   O6        C33       C35       106(1)     . 1_555 1_555 yes
   O6        C33       C36       99(1)      . 1_555 1_555 yes
   C34       C33       C35       123(1)     . 1_555 1_555 yes
   C34       C33       C36       107(2)     . 1_555 1_555 yes
   C35       C33       C36       110(1)     . 1_555 1_555 yes
#------------------------------------------------------------------------------
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
 O3        N2        2.856(6)   . 1_556 ?
 O3        C32       3.29(1)    . 1_556 ?
 O3        O8        3.594(6)   . 1_556 ?
 O10       C31       3.55(2)    . 4_353 ?
#------------------------------------------------------------------------------
#===END