#------------------------------------------------------------------------------
#$Date: 2022-09-14 21:32:59 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277840 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/02/4020286.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_4020286
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            'C23 H31 N O7'
_chemical_formula_weight         433.49
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_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                   7.183(3)
_cell_length_b                   12.295(4)
_cell_length_c                   25.615(12)
_cell_measurement_temperature    293(2)
_cell_volume                     2262.2(16)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.273
_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 (34 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               4020286
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
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 0.1794(3) 0.70040(17) 0.04560(7) 0.0809(6) Uani 1 1 d . . .
O2 O 0.2430(3) 0.6177(2) 0.12014(9) 0.1064(8) Uani 1 1 d . . .
O3 O -0.2332(2) 0.30000(16) 0.22848(7) 0.0679(5) Uani 1 1 d . . .
O4 O 0.2541(3) 0.40668(17) 0.03958(7) 0.0813(6) Uani 1 1 d . . .
O5 O 0.1524(3) 0.28930(15) 0.10257(7) 0.0667(5) Uani 1 1 d . . .
O6 O 0.0405(3) 0.4172(2) 0.40837(7) 0.0882(7) Uani 1 1 d . . .
O7 O 0.3598(3) 0.4269(2) 0.40114(8) 0.0907(7) Uani 1 1 d . . .
N1 N 0.0077(3) 0.44676(18) 0.09047(8) 0.0597(5) Uani 1 1 d . . .
C1 C 0.1546(4) 0.6258(2) 0.08159(10) 0.0635(7) Uani 1 1 d . . .
C2 C -0.0109(4) 0.5536(2) 0.06755(11) 0.0640(7) Uani 1 1 d . . .
H2 H -0.0262 0.5486 0.0296 0.077 Uiso 1 1 calc R . .
C3 C -0.1872(5) 0.5996(3) 0.09330(16) 0.1035(12) Uani 1 1 d . . .
H3A H -0.1545 0.6574 0.1174 0.124 Uiso 1 1 calc R . .
H3B H -0.2697 0.6293 0.0669 0.124 Uiso 1 1 calc R . .
C3A C -0.2814(4) 0.5097(2) 0.12175(10) 0.0667(7) Uani 1 1 d . . .
H3A1 H -0.3778 0.4781 0.0993 0.080 Uiso 1 1 calc R . .
C4 C -0.3635(6) 0.5330(4) 0.17535(15) 0.1103(13) Uani 1 1 d . . .
H4A H -0.4568 0.4793 0.1845 0.132 Uiso 1 1 calc R . .
H4B H -0.4196 0.6047 0.1765 0.132 Uiso 1 1 calc R . .
C5 C -0.1962(5) 0.5262(3) 0.21173(11) 0.0805(9) Uani 1 1 d . . .
H5A H -0.2350 0.5036 0.2463 0.097 Uiso 1 1 calc R . .
H5B H -0.1356 0.5965 0.2144 0.097 Uiso 1 1 calc R . .
C6 C -0.0620(4) 0.4414(2) 0.18776(9) 0.0589(7) Uani 1 1 d . . .
H6 H 0.0624 0.4740 0.1863 0.071 Uiso 1 1 calc R . .
C6A C -0.1300(3) 0.4252(2) 0.13146(9) 0.0563(6) Uani 1 1 d . . .
H6A H -0.1813 0.3518 0.1273 0.068 Uiso 1 1 calc R . .
C7 C 0.3297(5) 0.7769(3) 0.05704(15) 0.1079(13) Uani 1 1 d . . .
H7A H 0.3713 0.7666 0.0923 0.162 Uiso 1 1 calc R . .
H7B H 0.2852 0.8500 0.0528 0.162 Uiso 1 1 calc R . .
H7C H 0.4315 0.7643 0.0335 0.162 Uiso 1 1 calc R . .
C8 C 0.1463(4) 0.3817(2) 0.07476(10) 0.0628(7) Uani 1 1 d . . .
C9 C 0.2868(4) 0.2032(2) 0.09061(11) 0.0649(7) Uani 1 1 d . . .
C10 C 0.2428(5) 0.1197(2) 0.13244(12) 0.0850(9) Uani 1 1 d . . .
H10A H 0.2594 0.1519 0.1663 0.127 Uiso 1 1 calc R . .
H10B H 0.3250 0.0586 0.1288 0.127 Uiso 1 1 calc R . .
H10C H 0.1163 0.0959 0.1287 0.127 Uiso 1 1 calc R . .
C11 C 0.2494(6) 0.1599(3) 0.03638(12) 0.0987(11) Uani 1 1 d . . .
H11A H 0.1187 0.1459 0.0324 0.148 Uiso 1 1 calc R . .
H11B H 0.3178 0.0937 0.0313 0.148 Uiso 1 1 calc R . .
H11C H 0.2881 0.2127 0.0110 0.148 Uiso 1 1 calc R . .
C12 C 0.4827(4) 0.2444(3) 0.09731(14) 0.0875(10) Uani 1 1 d . . .
H12A H 0.5103 0.2961 0.0703 0.131 Uiso 1 1 calc R . .
H12B H 0.5682 0.1846 0.0951 0.131 Uiso 1 1 calc R . .
H12C H 0.4946 0.2789 0.1308 0.131 Uiso 1 1 calc R . .
C13 C -0.0476(3) 0.3363(2) 0.21853(9) 0.0585(6) Uani 1 1 d . . .
H13 H 0.0154 0.2819 0.1968 0.070 Uiso 1 1 calc R . .
C14 C 0.0652(3) 0.3524(2) 0.26845(10) 0.0588(6) Uani 1 1 d . . .
C15 C -0.0201(4) 0.3709(2) 0.31613(9) 0.0634(7) Uani 1 1 d . . .
H15 H -0.1488 0.3672 0.3198 0.076 Uiso 1 1 calc R . .
C16 C 0.0935(4) 0.3949(2) 0.35787(10) 0.0636(7) Uani 1 1 d . . .
C17 C 0.2088(5) 0.4421(4) 0.43392(13) 0.1022(11) Uani 1 1 d . . .
H17A H 0.2061 0.5171 0.4456 0.123 Uiso 1 1 calc R . .
H17B H 0.2221 0.3959 0.4644 0.123 Uiso 1 1 calc R . .
C18 C 0.2830(4) 0.4002(2) 0.35299(11) 0.0705(8) Uani 1 1 d . . .
C19 C 0.3691(4) 0.3795(3) 0.30710(12) 0.0837(10) Uani 1 1 d . . .
H19 H 0.4981 0.3813 0.3042 0.100 Uiso 1 1 calc R . .
C20 C 0.2577(4) 0.3555(3) 0.26500(11) 0.0753(8) Uani 1 1 d . . .
H20 H 0.3136 0.3409 0.2330 0.090 Uiso 1 1 calc R . .
C21 C -0.2487(5) 0.1871(3) 0.23925(12) 0.0890(10) Uani 1 1 d . . .
H21A H -0.2108 0.1462 0.2091 0.133 Uiso 1 1 calc R . .
H21B H -0.3755 0.1698 0.2476 0.133 Uiso 1 1 calc R . .
H21C H -0.1701 0.1688 0.2683 0.133 Uiso 1 1 calc R . .
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
O1 C1 . . 1.313(3) y
O1 C7 . . 1.462(4) y
O2 C1 . . 1.179(3) y
O3 C21 . . 1.420(3) y
O3 C13 . . 1.429(3) y
O4 C8 . . 1.227(3) y
O5 C8 . . 1.342(3) y
O5 C9 . . 1.465(3) y
O6 C16 . . 1.376(3) y
O6 C17 . . 1.408(4) y
O7 C17 . . 1.384(4) y
O7 C18 . . 1.391(3) y
N1 C8 . . 1.339(3) y
N1 C2 . . 1.445(3) y
N1 C6a . . 1.467(3) y
C1 C2 . . 1.527(4) y
C2 C3 . . 1.536(4) y
C2 H2 . . 0.98 ?
C3 C3a . . 1.487(4) y
C3 H3a . . 0.97 ?
C3 H3b . . 0.97 ?
C3a C4 . . 1.522(5) y
C3a C6a . . 1.524(4) y
C3a H3a1 . . 0.98 ?
C4 C5 . . 1.523(5) y
C4 H4a . . 0.97 ?
C4 H4b . . 0.97 ?
C5 C6 . . 1.548(4) y
C5 H5a . . 0.97 ?
C5 H5b . . 0.97 ?
C6 C13 . . 1.516(4) y
C6 C6a . . 1.536(3) y
C6 H6 . . 0.98 ?
C6a H6a . . 0.98 ?
C7 H7a . . 0.96 ?
C7 H7b . . 0.96 ?
C7 H7c . . 0.96 ?
C9 C12 . . 1.505(4) y
C9 C11 . . 1.512(4) y
C9 C10 . . 1.517(4) y
C10 H10a . . 0.96 ?
C10 H10b . . 0.96 ?
C10 H10c . . 0.96 ?
C11 H11a . . 0.96 ?
C11 H11b . . 0.96 ?
C11 H11c . . 0.96 ?
C12 H12a . . 0.96 ?
C12 H12b . . 0.96 ?
C12 H12c . . 0.96 ?
C13 C14 . . 1.527(3) y
C13 H13 . . 0.98 ?
C14 C15 . . 1.385(3) y
C14 C20 . . 1.386(4) y
C15 C16 . . 1.377(4) y
C15 H15 . . 0.93 ?
C16 C18 . . 1.369(4) y
C17 H17a . . 0.97 ?
C17 H17b . . 0.97 ?
C18 C19 . . 1.352(4) y
C19 C20 . . 1.375(4) y
C19 H19 . . 0.93 ?
C20 H20 . . 0.93 ?
C21 H21a . . 0.96 ?
C21 H21b . . 0.96 ?
C21 H21c . . 0.96 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9650831
