#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:20:25 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178382 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/04/4020487.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_4020487
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 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 105.56(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.118(3)
_cell_length_b                   12.253(3)
_cell_length_c                   10.721(2)
_cell_measurement_temperature    170(2)
_cell_volume                     2166.4(7)
_diffrn_ambient_temperature      170(2)
_diffrn_measurement_specimen_support 'glass fiber'
_exptl_crystal_density_diffrn    1.387
_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/c'
_cod_database_code               4020487
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
O12 O 0.12678(17) 0.1818(2) 0.0351(3) 0.0343(8) Uani 1 1 d . . .
O30 O 0.40150(17) -0.4937(2) 0.7048(3) 0.0333(8) Uani 1 1 d . . .
O14 O -0.04880(16) -0.0669(2) 0.2975(3) 0.0336(8) Uani 1 1 d . . .
O32 O 0.61040(17) -0.2653(3) 0.4850(3) 0.0380(8) Uani 1 1 d . . .
O29 O 0.1794(2) -0.2428(3) 0.0972(3) 0.0504(10) Uani 1 1 d . . .
O16 O 0.3678(2) -0.1299(3) 0.5626(3) 0.0443(9) Uani 1 1 d . . .
N2 N 0.2635(2) -0.0891(3) 0.3950(4) 0.0337(9) Uani 1 1 d . . .
N27 N 0.2906(2) -0.2692(3) 0.2608(4) 0.0377(10) Uani 1 1 d . . .
H27 H 0.271(3) -0.342(4) 0.213(5) 0.045 Uiso 1 1 d . . .
C9 C 0.0785(2) 0.1266(3) 0.0980(4) 0.0249(10) Uani 1 1 d . . .
C21 C 0.5645(2) -0.3255(3) 0.5486(4) 0.0269(10) Uani 1 1 d . . .
C20 C 0.4808(2) -0.3156(3) 0.4986(4) 0.0222(9) Uani 1 1 d . . .
C25 C 0.4288(2) -0.3731(3) 0.5527(4) 0.0226(9) Uani 1 1 d . . .
C22 C 0.5938(3) -0.3910(3) 0.6541(4) 0.0287(10) Uani 1 1 d . . .
H22A H 0.6508 -0.3973 0.6895 0.034 Uiso 1 1 calc R . .
C26 C 0.3418(2) -0.3543(3) 0.4798(4) 0.0238(9) Uani 1 1 d . . .
H26A H 0.3085 -0.3375 0.5399 0.029 Uiso 1 1 calc R . .
H26B H 0.3189 -0.4191 0.4277 0.029 Uiso 1 1 calc R . .
C23 C 0.5421(2) -0.4487(3) 0.7110(4) 0.0267(10) Uani 1 1 d . . .
H23A H 0.5638 -0.4929 0.7849 0.032 Uiso 1 1 calc R . .
C10 C 0.1134(2) 0.0351(3) 0.1693(4) 0.0275(10) Uani 1 1 d . . .
C24 C 0.4593(2) -0.4411(3) 0.6590(4) 0.0248(10) Uani 1 1 d . . .
C6 C -0.0099(2) 0.0012(3) 0.2307(4) 0.0249(9) Uani 1 1 d . . .
C8 C -0.0003(3) 0.1522(3) 0.0919(4) 0.0286(10) Uani 1 1 d . . .
H8A H -0.0254 0.2127 0.0413 0.034 Uiso 1 1 calc R . .
C28 C 0.2233(3) -0.2131(4) 0.2074(5) 0.0346(12) Uani 1 1 d . . .
C3 C 0.2031(2) -0.1137(4) 0.2717(4) 0.0323(11) Uani 1 1 d . . .
C17 C 0.3267(2) -0.1529(3) 0.4559(4) 0.0206(9) Uani 1 1 d . . .
C19 C 0.4347(2) -0.2493(4) 0.3835(4) 0.0296(10) Uani 1 1 d . . .
H19A H 0.4402 -0.2814 0.3016 0.036 Uiso 1 1 calc R . .
H19B H 0.4544 -0.1730 0.3899 0.036 Uiso 1 1 calc R . .
C4 C 0.1171(3) -0.1261(4) 0.2948(5) 0.0404(12) Uani 1 1 d . . .
H4A H 0.0903 -0.1933 0.2531 0.048 Uiso 1 1 calc R . .
H4B H 0.1212 -0.1296 0.3886 0.048 Uiso 1 1 calc R . .
C18 C 0.3450(2) -0.2545(3) 0.3908(4) 0.0218(9) Uani 1 1 d . . .
C7 C -0.0440(3) 0.0905(3) 0.1591(4) 0.0296(10) Uani 1 1 d . . .
H7A H -0.0982 0.1105 0.1554 0.035 Uiso 1 1 calc R . .
C5 C 0.0702(2) -0.0267(3) 0.2352(4) 0.0281(10) Uani 1 1 d . . .
C11 C 0.1949(3) -0.0141(4) 0.1751(5) 0.0384(12) Uani 1 1 d . . .
H11A H 0.2388 0.0396 0.2078 0.046 Uiso 1 1 calc R . .
H11B H 0.1972 -0.0393 0.0884 0.046 Uiso 1 1 calc R . .
C13 C 0.0867(3) 0.2612(4) -0.0594(5) 0.0363(11) Uani 1 1 d . . .
H13A H 0.1264 0.2956 -0.0979 0.054 Uiso 1 1 calc R . .
H13B H 0.0617 0.3171 -0.0173 0.054 Uiso 1 1 calc R . .
H13C H 0.0448 0.2251 -0.1272 0.054 Uiso 1 1 calc R . .
C15 C -0.1333(3) -0.0493(5) 0.2750(6) 0.0508(14) Uani 1 1 d . . .
H15A H -0.1553 -0.1013 0.3263 0.076 Uiso 1 1 calc R . .
H15B H -0.1602 -0.0598 0.1828 0.076 Uiso 1 1 calc R . .
H15C H -0.1429 0.0253 0.3003 0.076 Uiso 1 1 calc R . .
C1 C 0.2509(3) 0.0063(4) 0.4678(6) 0.0512(15) Uani 1 1 d . . .
H1A H 0.2042 0.0477 0.4168 0.077 Uiso 0.50 1 calc PR . .
H1B H 0.2994 0.0525 0.4864 0.077 Uiso 0.50 1 calc PR . .
H1C H 0.2405 -0.0170 0.5494 0.077 Uiso 0.50 1 calc PR . .
H1D H 0.2919 0.0078 0.5516 0.077 Uiso 0.50 1 calc PR . .
H1E H 0.1967 0.0030 0.4820 0.077 Uiso 0.50 1 calc PR . .
H1F H 0.2556 0.0725 0.4190 0.077 Uiso 0.50 1 calc PR . .
C31 C 0.4299(3) -0.5718(4) 0.8063(5) 0.0388(12) Uani 1 1 d . . .
H31A H 0.3835 -0.6036 0.8306 0.058 Uiso 1 1 calc R . .
H31B H 0.4657 -0.5356 0.8817 0.058 Uiso 1 1 calc R . .
H31C H 0.4599 -0.6297 0.7762 0.058 Uiso 1 1 calc R . .
C33 C 0.6931(3) -0.2955(4) 0.5082(6) 0.0472(14) Uani 1 1 d . . .
H33A H 0.7195 -0.2475 0.4587 0.071 Uiso 1 1 calc R . .
H33B H 0.6966 -0.3713 0.4811 0.071 Uiso 1 1 calc R . .
H33C H 0.7202 -0.2884 0.6007 0.071 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
O12 C9 1.376(5) . ?
O12 C13 1.439(5) . ?
O30 C24 1.376(5) . ?
O30 C31 1.433(5) . ?
O14 C6 1.381(5) . ?
O14 C15 1.417(5) . ?
O32 C21 1.384(5) . ?
O32 C33 1.419(5) . ?
O29 C28 1.271(6) . ?
O16 C17 1.205(5) . ?
N2 C17 1.351(5) . ?
N2 C1 1.454(6) . ?
N2 C3 1.475(6) . ?
N27 C28 1.331(6) . ?
N27 C18 1.466(5) . ?
N27 H27 1.04(5) . ?
C9 C8 1.369(6) . ?
C9 C10 1.397(6) . ?
C21 C22 1.368(6) . ?
C21 C20 1.394(6) . ?
C20 C25 1.379(6) . ?
C20 C19 1.511(6) . ?
C25 C24 1.395(6) . ?
C25 C26 1.504(6) . ?
C22 C23 1.394(6) . ?
C22 H22A 0.9500 . ?
C26 C18 1.561(6) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C23 C24 1.381(6) . ?
C23 H23A 0.9500 . ?
C10 C5 1.379(6) . ?
C10 C11 1.506(6) . ?
C6 C7 1.374(6) . ?
C6 C5 1.402(6) . ?
C8 C7 1.393(6) . ?
C8 H8A 0.9500 . ?
C28 C3 1.485(7) . ?
C3 C4 1.565(6) . ?
C3 C11 1.583(6) . ?
C17 C18 1.501(6) . ?
C19 C18 1.559(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C4 C5 1.503(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C7 H7A 0.9500 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 H1D 0.9800 . ?
C1 H1E 0.9800 . ?
C1 H1F 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
