#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/02/4020285.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_4020285
loop_
_publ_author_name
'Stephen Hanessian'
'Martin Tremblay'
'Mauro Marzi'
'Juan R. Del Valle'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5070
_journal_page_last               5085
_journal_paper_doi               10.1021/jo050326w
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C22 H29 N O7'
_chemical_formula_weight         419.46
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.85530(10)
_cell_length_b                   12.6178(2)
_cell_length_c                   21.7682(3)
_cell_measurement_temperature    223(2)
_cell_volume                     2157.59(5)
_diffrn_ambient_temperature      223(2)
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (62 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               4020285
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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
O1 O -0.2507(2) 1.09588(12) 0.11853(7) 0.0586(4) Uani 1 1 d . . .
O2 O -0.0592(2) 1.01254(12) 0.17670(8) 0.0669(5) Uani 1 1 d . . .
O3 O 0.32820(19) 0.65575(11) 0.05455(6) 0.0519(4) Uani 1 1 d . . .
H3 H 0.3079 0.7197 0.0493 0.078 Uiso 1 1 calc R . .
O4 O 0.24891(17) 0.86081(10) 0.03030(7) 0.0495(4) Uani 1 1 d . . .
O5 O 0.10136(16) 1.01520(9) 0.03941(7) 0.0476(3) Uani 1 1 d . . .
O6 O 0.6221(2) 0.53887(11) 0.26377(8) 0.0628(4) Uani 1 1 d . . .
O7 O 0.57715(19) 0.35839(11) 0.26139(7) 0.0556(4) Uani 1 1 d . . .
N1 N -0.00872(18) 0.86874(11) 0.07759(7) 0.0347(3) Uani 1 1 d . . .
C1 C -0.1484(2) 1.01512(15) 0.13291(9) 0.0433(4) Uani 1 1 d . . .
C2 C -0.1666(2) 0.92893(14) 0.08452(8) 0.0375(4) Uani 1 1 d . . .
H2 H -0.1957 0.9621 0.0447 0.045 Uiso 1 1 calc R . .
C3 C -0.3023(2) 0.84500(16) 0.10029(10) 0.0447(4) Uani 1 1 d . . .
H3A H -0.3729 0.8687 0.1348 0.054 Uiso 1 1 calc R . .
H3B H -0.3761 0.8315 0.0648 0.054 Uiso 1 1 calc R . .
C3A C -0.2030(2) 0.74545(15) 0.11744(9) 0.0407(4) Uani 1 1 d . . .
H3A1 H -0.2649 0.6817 0.1032 0.049 Uiso 1 1 calc R . .
C4 C -0.1545(3) 0.73329(17) 0.18492(10) 0.0497(5) Uani 1 1 d . . .
H4A H -0.2486 0.7035 0.2089 0.060 Uiso 1 1 calc R . .
H4B H -0.1206 0.8013 0.2029 0.060 Uiso 1 1 calc R . .
C5 C -0.0045(3) 0.65662(17) 0.18179(9) 0.0502(5) Uani 1 1 d . . .
H5A H -0.0435 0.5841 0.1738 0.060 Uiso 1 1 calc R . .
H5B H 0.0608 0.6576 0.2201 0.060 Uiso 1 1 calc R . .
C6 C 0.1023(2) 0.69877(13) 0.12803(8) 0.0360(4) Uani 1 1 d . . .
H6 H 0.1811 0.7535 0.1438 0.043 Uiso 1 1 calc R . .
C6A C -0.0294(2) 0.75300(13) 0.08495(8) 0.0345(4) Uani 1 1 d . . .
H6A H -0.0330 0.7173 0.0445 0.041 Uiso 1 1 calc R . .
C7 C -0.2536(4) 1.1826(2) 0.16210(12) 0.0699(7) Uani 1 1 d . . .
H7A H -0.2914 1.1567 0.2018 0.105 Uiso 1 1 calc R . .
H7B H -0.3311 1.2370 0.1477 0.105 Uiso 1 1 calc R . .
H7C H -0.1401 1.2121 0.1660 0.105 Uiso 1 1 calc R . .
C8 C 0.1236(2) 0.91013(14) 0.04749(9) 0.0391(4) Uani 1 1 d . . .
C9 C 0.2321(3) 1.08217(15) 0.01141(10) 0.0488(5) Uani 1 1 d . . .
C10 C 0.3940(3) 1.0762(2) 0.04790(16) 0.0862(9) Uani 1 1 d . . .
H10A H 0.3715 1.0968 0.0901 0.129 Uiso 1 1 calc R . .
H10B H 0.4777 1.1237 0.0302 0.129 Uiso 1 1 calc R . .
H10C H 0.4373 1.0042 0.0470 0.129 Uiso 1 1 calc R . .
C11 C 0.1513(3) 1.19102(17) 0.01543(15) 0.0739(8) Uani 1 1 d . . .
H11A H 0.0411 1.1898 -0.0047 0.111 Uiso 1 1 calc R . .
H11B H 0.2242 1.2425 -0.0047 0.111 Uiso 1 1 calc R . .
H11C H 0.1368 1.2104 0.0582 0.111 Uiso 1 1 calc R . .
C12 C 0.2569(4) 1.0508(2) -0.05469(13) 0.0766(8) Uani 1 1 d . . .
H12A H 0.3099 0.9814 -0.0566 0.115 Uiso 1 1 calc R . .
H12B H 0.3294 1.1023 -0.0749 0.115 Uiso 1 1 calc R . .
H12C H 0.1473 1.0484 -0.0752 0.115 Uiso 1 1 calc R . .
C13 C 0.2071(2) 0.61243(13) 0.09563(8) 0.0385(4) Uani 1 1 d . . .
H13 H 0.1277 0.5679 0.0715 0.046 Uiso 1 1 calc R . .
C14 C 0.3017(2) 0.54056(13) 0.14016(9) 0.0381(4) Uani 1 1 d . . .
C15 C 0.4216(2) 0.58425(14) 0.18045(9) 0.0414(4) Uani 1 1 d . . .
H15 H 0.4435 0.6575 0.1813 0.050 Uiso 1 1 calc R . .
C16 C 0.5059(3) 0.51530(15) 0.21879(9) 0.0428(4) Uani 1 1 d . . .
C17 C 0.6912(3) 0.43860(18) 0.28179(12) 0.0631(6) Uani 1 1 d . . .
H17A H 0.8036 0.4284 0.2632 0.076 Uiso 1 1 calc R . .
H17B H 0.7035 0.4356 0.3266 0.076 Uiso 1 1 calc R . .
C18 C 0.4762(3) 0.40784(14) 0.21763(9) 0.0424(4) Uani 1 1 d . . .
C19 C 0.3603(3) 0.36308(15) 0.17927(10) 0.0510(5) Uani 1 1 d . . .
H19 H 0.3402 0.2896 0.1789 0.061 Uiso 1 1 calc R . .
C20 C 0.2725(3) 0.43232(14) 0.14023(9) 0.0464(5) Uani 1 1 d . . .
H20 H 0.1909 0.4043 0.1131 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
O1 C1 1.335(2) . y
O1 C7 1.448(3) . y
O2 C1 1.183(2) . y
O3 C13 1.415(2) . y
O3 H3 0.8300 . y
O4 C8 1.223(2) . y
O5 C8 1.349(2) . y
O5 C9 1.463(2) . y
O6 C16 1.372(2) . y
O6 C17 1.431(3) . y
O7 C18 1.388(2) . y
O7 C17 1.423(3) . y
N1 C8 1.335(2) . y
N1 C2 1.462(2) . y
N1 C6A 1.478(2) . y
C1 C2 1.521(3) . y
C2 C3 1.542(3) . y
C2 H2 0.9900 . y
C3 C3A 1.525(3) . y
C3 H3A 0.9800 . y
C3 H3B 0.9800 . y
C3A C4 1.525(3) . y
C3A C6A 1.539(2) . y
C3A H3A1 0.9900 . y
C4 C5 1.526(3) . y
C4 H4A 0.9800 . y
C4 H4B 0.9800 . y
C5 C6 1.535(2) . y
C5 H5A 0.9800 . y
C5 H5B 0.9800 . y
C6 C13 1.537(2) . y
C6 C6A 1.555(2) . y
C6 H6 0.9900 . y
C6A H6A 0.9900 . y
C7 H7A 0.9700 . y
C7 H7B 0.9700 . y
C7 H7C 0.9700 . y
C9 C10 1.501(3) . y
C9 C12 1.505(4) . y
C9 C11 1.516(3) . y
C10 H10A 0.9700 . y
C10 H10B 0.9700 . y
C10 H10C 0.9700 . y
C11 H11A 0.9700 . y
C11 H11B 0.9700 . y
C11 H11C 0.9700 . y
C12 H12A 0.9700 . y
C12 H12B 0.9700 . y
C12 H12C 0.9700 . y
C13 C14 1.521(2) . y
C13 H13 0.9900 . y
C14 C20 1.385(2) . y
C14 C15 1.400(3) . y
C15 C16 1.375(3) . y
C15 H15 0.9400 . y
C16 C18 1.376(3) . y
C17 H17A 0.9800 . y
C17 H17B 0.9800 . y
C18 C19 1.358(3) . y
C19 C20 1.401(3) . y
C19 H19 0.9400 . y
C20 H20 0.9400 . y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9650455
