#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/07/4020750.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4020750
loop_
_publ_author_name
'Dieter Enders'
'Achim Lenzen'
'Michael Backes'
'Carsten Janeck'
'Kelly Catlin'
'Marie-Isabelle Lannou'
'Jan Runsink'
'Gerhard Raabe'
_publ_section_title
;
 Asymmetric Total Synthesis of the 1-epi-Aglycon
 of the Cripowellins A and B
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              10538
_journal_page_last               10551
_journal_paper_doi               10.1021/jo0518093
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C20 H21 N O8'
_chemical_formula_weight         403.39
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.00000
_cell_angle_beta                 106.44(9)
_cell_angle_gamma                90.00000
_cell_formula_units_Z            2
_cell_length_a                   9.37(2)
_cell_length_b                   6.782(3)
_cell_length_c                   15.72(3)
_cell_measurement_temperature    150
_cell_volume                     958(3)
_exptl_crystal_density_diffrn    1.398
_reflns_Friedel_coverage         .788
_cod_original_sg_symbol_Hall     p_2y1
_cod_original_sg_symbol_H-M      'P 21'
_cod_original_formula_sum        'C20 H21 N1 O8'
_cod_database_code               4020750
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,1/2+y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 .9134(5) .210(3) .8919(3) .029(2) Uani ? ? 1.00000 ? ?
O5 1.1798(5) .234(3) .7176(3) .028(2) Uani ? ? 1.00000 ? ?
O2 .3530(5) -.127(3) .9691(3) .033(2) Uani ? ? 1.00000 ? ?
C4 .7487(6) -.123(3) .9029(4) .025(3) Uani ? ? 1.00000 ? ?
C3 .7397(6) -.118(3) .9914(4) .025(3) Uani ? ? 1.00000 ? ?
C2 .6028(6) -.118(3) 1.0066(4) .026(3) Uani ? ? 1.00000 ? ?
C11 1.0452(7) .211(3) .7456(4) .027(3) Uani ? ? 1.00000 ? ?
O1 .5673(5) -.122(3) 1.0851(3) .034(2) Uani ? ? 1.00000 ? ?
N .7504(6) -.080(3) .7145(3) .030(3) Uani ? ? 1.00000 ? ?
C14 .6105(7) -.115(3) .7357(4) .033(3) Uani ? ? 1.00000 ? ?
C18 1.3753(8) .409(3) .6912(5) .042(4) Uani ? ? 1.00000 ? ?
C17 1.2367(8) .419(3) .7151(4) .031(3) Uani ? ? 1.00000 ? ?
O6 1.1764(6) .564(3) .7327(3) .038(3) Uani ? ? 1.00000 ? ?
C8 .9005(7) -.142(3) .8883(4) .026(3) Uani ? ? 1.00000 ? ?
C9 .9599(6) .060(3) .8682(4) .025(3) Uani ? ? 1.00000 ? ?
C5 .6153(7) -.118(3) .8331(4) .027(3) Uani ? ? 1.00000 ? ?
C15 .9118(8) -.305(3) .8261(5) .036(3) Uani ? ? 1.00000 ? ?
C1 .4088(7) -.123(3) 1.0638(4) .030(3) Uani ? ? 1.00000 ? ?
O8 .9006(6) .301(3) .6034(3) .050(3) Uani ? ? 1.00000 ? ?
O4 .6873(5) .239(3) .6815(3) .046(3) Uani ? ? 1.00000 ? ?
C7 .4739(6) -.121(3) .9356(4) .024(3) Uani ? ? 1.00000 ? ?
C6 .4780(6) -.118(3) .8504(4) .028(3) Uani ? ? 1.00000 ? ?
C13 .7764(8) .101(3) .6854(4) .030(3) Uani ? ? 1.00000 ? ?
C10 1.0790(7) .066(3) .8236(4) .025(3) Uani ? ? 1.00000 ? ?
C12 .9204(8) .141(3) .6646(4) .033(3) Uani ? ? 1.00000 ? ?
C16 .8487(8) -.251(3) .7251(5) .041(4) Uani ? ? 1.00000 ? ?
O9 .7684(11) .096(3) .5012(4) .145(7) Uani ? ? 1.00000 ? ?
C20 .7908(15) .438(4) .4635(7) .154(11) Uani ? ? 1.00000 ? ?
C19 .8186(12) .253(4) .5194(7) .113(8) Uani ? ? 1.00000 ? ?
H3 .82909 -.11408 1.04000 .03500 Uani ? ? 1.00000 ? ?
H11 1.01148 .32949 .76673 .03900 Uani ? ? 1.00000 ? ?
H14a .53985 -.01874 .70653 .05000 Uani ? ? 1.00000 ? ?
H14b .57191 -.24349 .71096 .05000 Uani ? ? 1.00000 ? ?
H8 .96696 -.18872 .94361 .03800 Uani ? ? 1.00000 ? ?
H15a 1.01822 -.33928 .83764 .05400 Uani ? ? 1.00000 ? ?
H15b .86311 -.41897 .83779 .05400 Uani ? ? 1.00000 ? ?
H6 .38923 -.11611 .80215 .04400 Uani ? ? 1.00000 ? ?
H10a 1.08948 -.06262 .80074 .03800 Uani ? ? 1.00000 ? ?
H10b 1.16927 .10279 .86486 .03800 Uani ? ? 1.00000 ? ?
H12 .94923 .01624 .64258 .05000 Uani ? ? 1.00000 ? ?
H16a .79871 -.36230 .69146 .06000 Uani ? ? 1.00000 ? ?
H16b .93180 -.22059 .69933 .06000 Uani ? ? 1.00000 ? ?
H1a .37218 -.01274 1.08840 .04500 Uani ? ? 1.00000 ? ?
H1b .37373 -.24147 1.08872 .04500 Uani ? ? 1.00000 ? ?
H20a .69169 .43220 .42366 .22500 Uani ? ? 1.00000 ? ?
H20b .79556 .55007 .50141 .22500 Uani ? ? 1.00000 ? ?
H20c .85922 .45457 .43019 .22500 Uani ? ? 1.00000 ? ?
H18a 1.41605 .27435 .69821 .06300 Uani ? ? 1.00000 ? ?
H18b 1.36224 .44421 .63063 .06300 Uani ? ? 1.00000 ? ?
H18c 1.44981 .49165 .72795 .06300 Uani ? ? 1.00000 ? ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O3 C9 . . 1.21(2) ?
O5 C17 . . 1.37(3) ?
O5 C11 . . 1.457(10) ?
O2 C7 . . 1.379(8) ?
O2 C1 . . 1.431(7) ?
C4 C5 . . 1.411(8) ?
C4 C3 . . 1.419(9) ?
C4 C8 . . 1.509(10) ?
C3 H3 . . .961(5) ?
C3 C2 . . 1.370(9) ?
C2 O1 . . 1.366(8) ?
C2 C7 . . 1.394(7) ?
C11 H11 . . .958(18) ?
C11 C10 . . 1.53(2) ?
C11 C12 . . 1.540(12) ?
O1 C1 . . 1.427(8) ?
N C13 . . 1.36(3) ?
N C14 . . 1.459(10) ?
N C16 . . 1.46(2) ?
C14 H14a . . .949(15) ?
C14 H14b . . .983(19) ?
C14 C5 . . 1.520(9) ?
C18 H18c . . .952(13) ?
C18 H18b . . .956(9) ?
C18 H18a . . .98(2) ?
C18 C17 . . 1.452(12) ?
C17 O6 . . 1.20(2) ?
C8 H8 . . .968(8) ?
C8 C15 . . 1.50(2) ?
C8 C9 . . 1.55(3) ?
C9 C10 . . 1.479(10) ?
C5 C6 . . 1.388(10) ?
C15 H15b . . .942(17) ?
C15 H15a . . .990(9) ?
C15 C16 . . 1.574(12) ?
C1 H1a . . .951(17) ?
C1 H1b . . .988(17) ?
O8 C19 . . 1.366(13) ?
O8 C12 . . 1.43(2) ?
O4 C13 . . 1.24(2) ?
C7 C6 . . 1.351(9) ?
C6 H6 . . .954(5) ?
C13 C12 . . 1.500(12) ?
C10 H10b . . .942(8) ?
C10 H10a . . .961(19) ?
C12 H12 . . .979(18) ?
C16 H16a . . .966(17) ?
C16 H16b . . .995(9) ?
O9 C19 . . 1.17(3) ?
C20 H20c . . .943(15) ?
C20 H20b . . .96(2) ?
C20 H20a . . .963(12) ?
C20 C19 . . 1.51(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658477
