#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:20:25 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178382 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/04/4020488.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_4020488
loop_
_publ_author_name
'Robin A. Weatherhead-Kloster'
'Hugh D. Selby'
'Walter B. Miller III'
'Eugene A. Mash'
_publ_section_title
;
 Organic Crystal Engineering with 1,4-Piperazine-2,5-diones.
 6. Studies of the Hydrogen-Bond Association of
 Cyclo[(2-methylamino-4,7-dimethoxyindan-2-carboxylic acid)
 (2-amino-4,7-dimethoxyindan-2-carboxylic acid)]
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8693
_journal_page_last               8702
_journal_paper_doi               10.1021/jo0509096
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C25 H28 N2 O6'
_chemical_formula_sum            'C25 H28 N2 O6'
_chemical_formula_weight         452.49
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 91.436(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.5534(16)
_cell_length_b                   12.199(2)
_cell_length_c                   19.099(3)
_cell_measurement_temperature    170(2)
_cell_volume                     2225.2(6)
_diffrn_ambient_temperature      170(2)
_diffrn_measurement_specimen_support 'glass fiber'
_exptl_crystal_density_diffrn    1.351
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4020488
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, 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 1.08649(12) 0.26416(9) 0.23976(6) 0.0304(3) Uani 1 1 d . . .
N1 N 1.16613(14) 0.23614(10) 0.13123(7) 0.0234(3) Uani 1 1 d . . .
C1 C 1.09411(16) 0.29405(12) 0.17849(8) 0.0205(3) Uani 1 1 d . . .
C1M C 1.2356(2) 0.13637(14) 0.15695(9) 0.0323(4) Uani 1 1 d . . .
H1M1 H 1.2844 0.1011 0.1185 0.048 Uiso 0.50 1 calc PR . .
H1M2 H 1.1655 0.0859 0.1752 0.048 Uiso 0.50 1 calc PR . .
H1M3 H 1.3033 0.1554 0.1944 0.048 Uiso 0.50 1 calc PR . .
H1M4 H 1.2177 0.1271 0.2069 0.048 Uiso 0.50 1 calc PR . .
H1M5 H 1.3366 0.1423 0.1502 0.048 Uiso 0.50 1 calc PR . .
H1M6 H 1.1988 0.0729 0.1310 0.048 Uiso 0.50 1 calc PR . .
C2 C 1.18930(17) 0.26622(12) 0.05756(8) 0.0220(3) Uani 1 1 d . . .
C3 C 1.14698(16) 0.17020(14) 0.00734(8) 0.0251(4) Uani 1 1 d . . .
H3A H 1.1037 0.1096 0.0336 0.030 Uiso 1 1 calc R . .
H3B H 1.0798 0.1957 -0.0295 0.030 Uiso 1 1 calc R . .
C4 C 1.28129(16) 0.13363(12) -0.02423(8) 0.0222(3) Uani 1 1 d . . .
O5 O 1.18158(13) -0.01165(10) -0.08876(6) 0.0334(3) Uani 1 1 d . . .
C5 C 1.29969(18) 0.04817(13) -0.07197(8) 0.0255(4) Uani 1 1 d . . .
C6 C 1.43053(19) 0.03221(14) -0.09915(9) 0.0306(4) Uani 1 1 d . . .
H6A H 1.4443 -0.0246 -0.1323 0.037 Uiso 1 1 calc R . .
C7 C 1.54237(19) 0.09864(15) -0.07848(9) 0.0318(4) Uani 1 1 d . . .
H7A H 1.6320 0.0866 -0.0975 0.038 Uiso 1 1 calc R . .
O8 O 1.62741(12) 0.25271(11) -0.00639(7) 0.0360(3) Uani 1 1 d . . .
C8 C 1.52456(17) 0.18215(14) -0.03047(9) 0.0270(4) Uani 1 1 d . . .
C9 C 1.39217(16) 0.19907(13) -0.00376(8) 0.0230(3) Uani 1 1 d . . .
C10 C 1.34861(16) 0.28796(14) 0.04523(9) 0.0260(4) Uani 1 1 d . . .
H10A H 1.3625 0.3611 0.0240 0.031 Uiso 1 1 calc R . .
H10B H 1.4032 0.2840 0.0899 0.031 Uiso 1 1 calc R . .
C11 C 1.7606(2) 0.24463(19) -0.03746(12) 0.0505(6) Uani 1 1 d . . .
H11A H 1.8244 0.2987 -0.0161 0.076 Uiso 1 1 calc R . .
H11B H 1.7509 0.2589 -0.0878 0.076 Uiso 1 1 calc R . .
H11C H 1.7985 0.1708 -0.0299 0.076 Uiso 1 1 calc R . .
C12 C 1.1990(2) -0.09976(16) -0.13694(10) 0.0446(5) Uani 1 1 d . . .
H12A H 1.1090 -0.1367 -0.1452 0.067 Uiso 1 1 calc R . .
H12B H 1.2672 -0.1522 -0.1174 0.067 Uiso 1 1 calc R . .
H12C H 1.2329 -0.0709 -0.1813 0.067 Uiso 1 1 calc R . .
O21 O 1.11338(14) 0.39631(11) -0.02634(6) 0.0400(3) Uani 1 1 d . . .
N21 N 1.03381(14) 0.42171(11) 0.08172(6) 0.0240(3) Uani 1 1 d . . .
H21I H 0.9873 0.4791 0.0656 0.029 Uiso 1 1 calc R . .
C21 C 1.10793(17) 0.36759(13) 0.03553(8) 0.0239(3) Uani 1 1 d . . .
C22 C 1.01972(16) 0.39807(12) 0.15593(7) 0.0193(3) Uani 1 1 d . . .
C23 C 1.07339(16) 0.49836(12) 0.19829(8) 0.0227(3) Uani 1 1 d . . .
H23A H 1.0970 0.4783 0.2474 0.027 Uiso 1 1 calc R . .
H23B H 1.1565 0.5315 0.1767 0.027 Uiso 1 1 calc R . .
C24 C 0.94921(16) 0.57439(13) 0.19400(8) 0.0209(3) Uani 1 1 d . . .
O25 O 1.07310(12) 0.73862(9) 0.20900(7) 0.0339(3) Uani 1 1 d . . .
C25 C 0.94619(17) 0.68807(13) 0.19780(8) 0.0233(3) Uani 1 1 d . . .
C26 C 0.81918(18) 0.74112(13) 0.18815(8) 0.0259(4) Uani 1 1 d . . .
H26A H 0.8153 0.8188 0.1906 0.031 Uiso 1 1 calc R . .
C27 C 0.69680(17) 0.68165(13) 0.17484(8) 0.0253(4) Uani 1 1 d . . .
H27A H 0.6102 0.7191 0.1688 0.030 Uiso 1 1 calc R . .
O28 O 0.58690(12) 0.50227(9) 0.15660(7) 0.0315(3) Uani 1 1 d . . .
C28 C 0.70041(16) 0.56874(13) 0.17030(8) 0.0228(3) Uani 1 1 d . . .
C29 C 0.82858(16) 0.51508(12) 0.17974(8) 0.0203(3) Uani 1 1 d . . .
C210 C 0.86147(16) 0.39538(13) 0.17173(8) 0.0235(3) Uani 1 1 d . . .
H21A H 0.8063 0.3623 0.1326 0.028 Uiso 1 1 calc R . .
H21B H 0.8436 0.3544 0.2153 0.028 Uiso 1 1 calc R . .
C211 C 0.45964(18) 0.55588(16) 0.13749(10) 0.0365(4) Uani 1 1 d . . .
H21C H 0.3862 0.5011 0.1290 0.055 Uiso 1 1 calc R . .
H21D H 0.4728 0.5989 0.0948 0.055 Uiso 1 1 calc R . .
H21E H 0.4321 0.6047 0.1755 0.055 Uiso 1 1 calc R . .
C212 C 1.0749(2) 0.85486(15) 0.20863(11) 0.0420(5) Uani 1 1 d . . .
H21F H 1.1709 0.8808 0.2172 0.063 Uiso 1 1 calc R . .
H21G H 1.0147 0.8825 0.2455 0.063 Uiso 1 1 calc R . .
H21H H 1.0404 0.8816 0.1630 0.063 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 1.2296(18) . ?
N1 C1 1.3485(19) . ?
N1 C1M 1.465(2) . ?
N1 C2 1.4761(19) . ?
C1 C22 1.512(2) . ?
C1M H1M1 0.9800 . ?
C1M H1M2 0.9800 . ?
C1M H1M3 0.9800 . ?
C1M H1M4 0.9800 . ?
C1M H1M5 0.9800 . ?
C1M H1M6 0.9800 . ?
C2 C21 1.515(2) . ?
C2 C3 1.561(2) . ?
C2 C10 1.568(2) . ?
C3 C4 1.499(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C9 1.375(2) . ?
C4 C5 1.399(2) . ?
O5 C5 1.375(2) . ?
O5 C12 1.427(2) . ?
C5 C6 1.379(2) . ?
C6 C7 1.390(3) . ?
C6 H6A 0.9500 . ?
C7 C8 1.384(2) . ?
C7 H7A 0.9500 . ?
O8 C8 1.377(2) . ?
O8 C11 1.421(2) . ?
C8 C9 1.391(2) . ?
C9 C10 1.498(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
O21 C21 1.2348(19) . ?
N21 C21 1.3216(19) . ?
N21 C22 1.4559(18) . ?
N21 H21I 0.8800 . ?
C22 C23 1.547(2) . ?
C22 C210 1.549(2) . ?
C23 C24 1.506(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C29 1.382(2) . ?
C24 C25 1.389(2) . ?
O25 C25 1.3722(19) . ?
O25 C212 1.418(2) . ?
C25 C26 1.383(2) . ?
C26 C27 1.394(2) . ?
C26 H26A 0.9500 . ?
C27 C28 1.381(2) . ?
C27 H27A 0.9500 . ?
O28 C28 1.374(2) . ?
O28 C211 1.420(2) . ?
C28 C29 1.396(2) . ?
C29 C210 1.502(2) . ?
C210 H21A 0.9900 . ?
C210 H21B 0.9900 . ?
C211 H21C 0.9800 . ?
C211 H21D 0.9800 . ?
C211 H21E 0.9800 . ?
C212 H21F 0.9800 . ?
C212 H21G 0.9800 . ?
C212 H21H 0.9800 . ?
