#------------------------------------------------------------------------------
#$Date: 2016-03-21 16:51:58 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178758 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/12/4101228.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_4101228
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/ja060846o
_journal_year                    2006
_chemical_formula_moiety         'C19 H24 N3 O6'
_chemical_formula_sum            'C19 H24 N3 O6'
_chemical_formula_weight         390.41
_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                90.00
_cell_angle_beta                 107.796(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.8108(15)
_cell_length_b                   14.658(3)
_cell_length_c                   9.791(2)
_cell_measurement_temperature    130(2)
_cell_volume                     930.6(3)
_diffrn_ambient_temperature      130(2)
_exptl_crystal_density_diffrn    1.393
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4101228
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O -0.3357(3) 0.81501(13) 0.5017(2) 0.0282(5) Uani 1 1 d . . .
O4 O 0.0399(3) 0.79262(13) 0.1947(2) 0.0295(5) Uani 1 1 d . . .
N1 N -0.1552(3) 0.68232(14) 0.5046(2) 0.0193(5) Uani 1 1 d . . .
N3 N -0.1429(3) 0.79952(16) 0.3502(2) 0.0220(5) Uani 1 1 d . . .
H3N H -0.1846 0.8539 0.3153 0.027(8) Uiso 1 1 calc R . .
C2 C -0.2199(4) 0.76880(19) 0.4564(3) 0.0221(6) Uani 1 1 d . . .
C4 C -0.0077(4) 0.75534(19) 0.2914(3) 0.0210(6) Uani 1 1 d . . .
C5 C 0.0617(4) 0.66634(18) 0.3532(3) 0.0177(6) Uani 1 1 d . . .
C6 C -0.0119(4) 0.63667(19) 0.4578(3) 0.0191(6) Uani 1 1 d . . .
H6 H 0.0386 0.5802 0.5024 0.023 Uiso 1 1 calc R . .
O3' O -0.4160(3) 0.53757(15) 0.79978(19) 0.0295(5) Uani 1 1 d . . .
H3O H -0.3865 0.5266 0.8880 0.044 Uiso 1 1 calc R . .
O4' O -0.0533(3) 0.64440(12) 0.74803(18) 0.0227(4) Uani 1 1 d . . .
O5' O 0.1812(3) 0.48623(13) 0.72197(18) 0.0227(4) Uani 1 1 d . . .
H5O H 0.2994 0.5027 0.7221 0.034 Uiso 1 1 calc R . .
C1' C -0.2244(4) 0.64297(19) 0.6204(3) 0.0209(6) Uani 1 1 d . . .
H1 H -0.3382 0.6812 0.6345 0.025 Uiso 1 1 calc R . .
C2' C -0.2944(4) 0.54459(19) 0.5978(3) 0.0224(6) Uani 1 1 d . . .
H2A H -0.4436 0.5403 0.5459 0.027 Uiso 1 1 calc R . .
H2B H -0.2162 0.5103 0.5444 0.027 Uiso 1 1 calc R . .
C3' C -0.2467(4) 0.51041(19) 0.7494(3) 0.0215(6) Uani 1 1 d . . .
H3 H -0.2246 0.4429 0.7556 0.026 Uiso 1 1 calc R . .
C4' C -0.0520(4) 0.56251(18) 0.8301(3) 0.0209(6) Uani 1 1 d . . .
H4 H -0.0640 0.5807 0.9257 0.025 Uiso 1 1 calc R . .
C5' C 0.1488(4) 0.51254(19) 0.8545(3) 0.0239(6) Uani 1 1 d . . .
H5A H 0.2637 0.5522 0.9090 0.029 Uiso 1 1 calc R . .
H5B H 0.1489 0.4574 0.9129 0.029 Uiso 1 1 calc R . .
C7 C 0.2067(4) 0.61157(17) 0.3024(3) 0.0187(6) Uani 1 1 d . . .
C8 C 0.3542(4) 0.65157(18) 0.2482(3) 0.0186(6) Uani 1 1 d . . .
H8 H 0.3635 0.7161 0.2447 0.022 Uiso 1 1 calc R . .
C9 C 0.4861(4) 0.59824(18) 0.1997(3) 0.0209(6) Uani 1 1 d . . .
H9 H 0.5839 0.6267 0.1621 0.025 Uiso 1 1 calc R . .
C10 C 0.4782(4) 0.50341(18) 0.2048(3) 0.0188(6) Uani 1 1 d . . .
C11 C 0.3350(4) 0.46279(18) 0.2630(3) 0.0213(6) Uani 1 1 d . . .
H11 H 0.3297 0.3983 0.2708 0.026 Uiso 1 1 calc R . .
C12 C 0.2022(4) 0.51695(18) 0.3087(3) 0.0220(6) Uani 1 1 d . . .
H12 H 0.1040 0.4886 0.3459 0.026 Uiso 1 1 calc R . .
N13 N 0.6092(3) 0.45340(15) 0.1470(2) 0.0212(5) Uani 1 1 d . . .
O14 O 0.7175(3) 0.49961(13) 0.08431(19) 0.0277(5) Uani 1 1 d . . .
C15 C 0.6390(4) 0.35105(19) 0.1553(3) 0.0235(6) Uani 1 1 d . . .
C16 C 0.4415(4) 0.3029(2) 0.0697(3) 0.0349(8) Uani 1 1 d . . .
H16A H 0.3309 0.3174 0.1109 0.052 Uiso 1 1 calc R . .
H16B H 0.4645 0.2368 0.0734 0.052 Uiso 1 1 calc R . .
H16C H 0.4021 0.3235 -0.0303 0.052 Uiso 1 1 calc R . .
C17 C 0.7136(4) 0.3222(2) 0.3119(3) 0.0297(7) Uani 1 1 d . . .
H17A H 0.8445 0.3527 0.3601 0.045 Uiso 1 1 calc R . .
H17B H 0.7335 0.2560 0.3179 0.045 Uiso 1 1 calc R . .
H17C H 0.6107 0.3394 0.3587 0.045 Uiso 1 1 calc R . .
C18 C 0.8048(5) 0.3291(2) 0.0853(3) 0.0375(8) Uani 1 1 d . . .
H18A H 0.9317 0.3621 0.1352 0.056 Uiso 1 1 calc R . .
H18B H 0.7574 0.3478 -0.0156 0.056 Uiso 1 1 calc R . .
H18C H 0.8320 0.2633 0.0912 0.056 Uiso 1 1 calc R . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C2 1.221(3) . ?
O4 C4 1.220(3) . ?
N1 C6 1.372(3) . ?
N1 C2 1.377(3) . ?
N1 C1' 1.472(3) . ?
N3 C2 1.376(3) . ?
N3 C4 1.387(3) . ?
N3 H3N 0.8800 . ?
C4 C5 1.455(4) . ?
C5 C6 1.343(4) . ?
C5 C7 1.472(4) . ?
C6 H6 0.9500 . ?
O3' C3' 1.442(3) . ?
O3' H3O 0.8400 . ?
O4' C1' 1.425(3) . ?
O4' C4' 1.443(3) . ?
O5' C5' 1.434(3) . ?
O5' H5O 0.8400 . ?
C1' C2' 1.514(4) . ?
C1' H1 1.0000 . ?
C2' C3' 1.504(3) . ?
C2' H2A 0.9900 . ?
C2' H2B 0.9900 . ?
C3' C4' 1.525(3) . ?
C3' H3 1.0000 . ?
C4' C5' 1.504(3) . ?
C4' H4 1.0000 . ?
C5' H5A 0.9900 . ?
C5' H5B 0.9900 . ?
C7 C12 1.389(3) . ?
C7 C8 1.400(4) . ?
C8 C9 1.380(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.393(4) . ?
C9 H9 0.9500 . ?
C10 N13 1.401(3) . ?
C10 C11 1.403(3) . ?
C11 C12 1.377(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
N13 O14 1.286(3) . ?
N13 C15 1.513(4) . ?
C15 C17 1.520(4) . ?
C15 C18 1.524(4) . ?
C15 C16 1.524(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
