#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/15/8101519.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_8101519
loop_
_publ_author_name
'Ramos Silva, M.'
'Paixão, J. A.'
'Matos Beja, A.'
'Alte da Veiga, L.'
'Martin-Gil, J.'
_publ_section_title
;
Crystal structure of L-argininium diphenylacetate, C₆H₁₅N₄O₂
⁺C₁₄H₁₁O₂⁻⁻
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              326
_journal_page_last               328
_journal_volume                  214
_journal_year                    1999
_chemical_formula_moiety         'C14 H11 O2 1-, C6 H15 N4 O2 1+'
_chemical_formula_structural     'C14 H11 O2 1- C6 H15 N4 O2 1+'
_chemical_formula_sum            'C20 H26 N4 O4'
_chemical_formula_weight         388.95
_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            8
_cell_length_a                   9.266(3)
_cell_length_b                   14.659(5)
_cell_length_c                   30.703(17)
_cell_measurement_temperature    293(2)
_cell_volume                     4171(3)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.231
_refine_ls_R_factor_obs          0.0669
_refine_ls_wR_factor_obs         0.1790
_cod_database_code               8101519
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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_thermal_displace_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 0.7941(5) 0.0299(3) -0.07833(18) 0.0783(16) Uani 1 4 d . . .
O2 O 1.0260(4) 0.0224(3) -0.07024(15) 0.0592(12) Uani 1 4 d . . .
C1 C 0.9599(10) 0.0062(7) -0.1415(3) 0.093(2) Uani 1 4 d U . .
H1 H 1.0279 -0.0449 -0.1420 0.111 Uiso 1 4 calc R . .
C2 C 0.9171(7) 0.0264(4) -0.0931(2) 0.0498(16) Uani 1 4 d U . .
C3 C 1.0332(8) 0.0902(5) -0.1616(2) 0.0642(18) Uani 1 4 d DU . .
C4 C 1.1465(10) 0.0707(7) -0.1886(3) 0.090(2) Uani 1 4 d DU . .
H2 H 1.1700 0.0102 -0.1944 0.109 Uiso 1 4 calc R . .
C5 C 1.2272(10) 0.1406(8) -0.2077(3) 0.111(3) Uani 1 4 d DU . .
H3 H 1.3061 0.1284 -0.2254 0.133 Uiso 1 4 calc R . .
C6 C 1.1851(12) 0.2262(8) -0.1990(3) 0.108(3) Uani 1 4 d DU . .
H4 H 1.2331 0.2744 -0.2124 0.130 Uiso 1 4 calc R . .
C7 C 1.0760(12) 0.2448(6) -0.1716(3) 0.107(3) Uani 1 4 d DU . .
H5 H 1.0525 0.3049 -0.1651 0.128 Uiso 1 4 calc R . .
C8 C 1.0018(9) 0.1766(6) -0.1538(3) 0.091(2) Uani 1 4 d DU . .
H6 H 0.9254 0.1902 -0.1352 0.109 Uiso 1 4 calc R . .
C9 C 0.8220(9) -0.0212(7) -0.1670(2) 0.088(3) Uani 1 4 d DU . .
C10 C 0.7160(11) 0.0282(8) -0.1860(3) 0.108(3) Uani 1 4 d DU . .
H7 H 0.7166 0.0915 -0.1838 0.129 Uiso 1 4 calc R . .
C11 C 0.6093(12) -0.0140(11) -0.2083(4) 0.150(5) Uani 1 4 d DU . .
H8 H 0.5377 0.0196 -0.2222 0.180 Uiso 1 4 calc R . .
C12 C 0.6090(16) -0.1055(12) -0.2099(5) 0.175(8) Uani 1 4 d DU . .
H9 H 0.5331 -0.1343 -0.2241 0.210 Uiso 1 4 calc R . .
C13 C 0.7127(16) -0.1576(9) -0.1920(5) 0.157(5) Uani 1 4 d DU . .
H10 H 0.7116 -0.2208 -0.1947 0.188 Uiso 1 4 calc R . .
C14 C 0.8168(11) -0.1148(7) -0.1705(3) 0.116(3) Uani 1 4 d DU . .
H11 H 0.8889 -0.1492 -0.1572 0.139 Uiso 1 4 calc R . .
O1' O -0.2179(5) -0.0138(4) 0.0810(2) 0.0951(18) Uani 1 4 d . . .
O2' O 0.0111(4) -0.0242(3) 0.07008(15) 0.0666(13) Uani 1 4 d . . .
C1' C -0.0561(12) -0.0574(10) 0.1387(3) 0.165(5) Uani 1 4 d U . .
H12 H 0.0108 -0.1079 0.1333 0.198 Uiso 1 4 calc R . .
C2' C -0.0945(7) -0.0280(5) 0.0935(2) 0.0521(16) Uani 1 4 d U . .
C3' C -0.1779(8) -0.1046(6) 0.1639(2) 0.079(2) Uani 1 4 d DU . .
C4' C -0.1960(11) -0.1954(7) 0.1560(3) 0.119(3) Uani 1 4 d DU . .
H13 H -0.1379 -0.2242 0.1355 0.143 Uiso 1 4 calc R . .
C5' C -0.2976(15) -0.2445(8) 0.1776(5) 0.158(5) Uani 1 4 d DU . .
H14 H -0.3096 -0.3064 0.1721 0.190 Uiso 1 4 calc R . .
C6' C -0.3797(14) -0.2020(10) 0.2070(4) 0.149(6) Uani 1 4 d DU . .
H15 H -0.4484 -0.2353 0.2223 0.179 Uiso 1 4 calc R . .
C7' C -0.3658(10) -0.1122(9) 0.2149(3) 0.129(4) Uani 1 4 d DU . .
H16 H -0.4253 -0.0838 0.2351 0.155 Uiso 1 4 calc R . .
C8' C -0.2669(10) -0.0647(7) 0.1938(3) 0.096(3) Uani 1 4 d DU . .
H17 H -0.2577 -0.0027 0.1994 0.116 Uiso 1 4 calc R . .
C9' C 0.0344(7) 0.0069(5) 0.1630(2) 0.0652(18) Uani 1 4 d DU . .
C10' C 0.1574(10) -0.0229(7) 0.1821(3) 0.102(3) Uani 1 4 d DU . .
H18 H 0.1785 -0.0849 0.1817 0.122 Uiso 1 4 calc R . .
C11' C 0.2540(12) 0.0373(11) 0.2024(4) 0.159(6) Uani 1 4 d DU . .
H19 H 0.3378 0.0179 0.2162 0.190 Uiso 1 4 calc R . .
C12' C 0.2148(15) 0.1261(10) 0.2001(4) 0.166(7) Uani 1 4 d DU . .
H20 H 0.2769 0.1696 0.2117 0.199 Uiso 1 4 calc R . .
C13' C 0.0904(16) 0.1546(8) 0.1821(4) 0.146(5) Uani 1 4 d DU . .
H21 H 0.0639 0.2158 0.1835 0.175 Uiso 1 4 calc R . .
C14' C 0.0069(12) 0.0953(7) 0.1624(3) 0.108(3) Uani 1 4 d DU . .
H22 H -0.0742 0.1160 0.1476 0.130 Uiso 1 4 calc R . .
O3 O 0.4217(5) 0.2540(3) 0.05485(15) 0.0608(12) Uani 1 4 d . . .
O4 O 0.1988(5) 0.2102(3) 0.03898(15) 0.0653(13) Uani 1 4 d . . .
N1 N 0.4446(6) 0.3723(3) -0.00751(16) 0.0520(13) Uani 1 4 d . . .
H1A H 0.5179 0.3355 -0.0139 0.078 Uiso 1 4 calc R . .
H1B H 0.4588 0.3970 0.0186 0.078 Uiso 1 4 calc R . .
H1C H 0.4390 0.4163 -0.0274 0.078 Uiso 1 4 calc R . .
N2 N 0.4796(5) 0.0599(3) -0.09796(18) 0.0552(14) Uani 1 4 d . . .
H26 H 0.5671 0.0689 -0.1063 0.066 Uiso 1 4 calc R . .
N3 N 0.5432(5) -0.0866(3) -0.0852(2) 0.0658(17) Uani 1 4 d . . .
H27 H 0.5217 -0.1426 -0.0799 0.079 Uiso 1 4 calc R . .
H28 H 0.6319 -0.0709 -0.0886 0.079 Uiso 1 4 calc R . .
N4 N 0.3055(5) -0.0489(3) -0.08317(18) 0.0557(15) Uani 1 4 d . . .
H29 H 0.2831 -0.1047 -0.0778 0.067 Uiso 1 4 calc R . .
H30 H 0.2389 -0.0082 -0.0852 0.067 Uiso 1 4 calc R . .
C15 C 0.3101(7) 0.2575(4) 0.0327(2) 0.0518(16) Uani 1 4 d . . .
C16 C 0.3074(6) 0.3191(4) -0.00724(18) 0.0444(14) Uani 1 4 d . . .
H31 H 0.2265 0.3617 -0.0044 0.053 Uiso 1 4 calc R . .
C17 C 0.2885(6) 0.2652(4) -0.0487(2) 0.0481(15) Uani 1 4 d . . .
H32 H 0.3097 0.3045 -0.0733 0.058 Uiso 1 4 calc R . .
H33 H 0.1884 0.2465 -0.0511 0.058 Uiso 1 4 calc R . .
C18 C 0.3840(7) 0.1809(4) -0.0513(2) 0.0534(17) Uani 1 4 d . . .
H34 H 0.4819 0.1975 -0.0434 0.064 Uiso 1 4 calc R . .
H35 H 0.3501 0.1360 -0.0305 0.064 Uiso 1 4 calc R . .
C19 C 0.3849(7) 0.1396(4) -0.0957(2) 0.0493(16) Uani 1 4 d . . .
H36 H 0.2875 0.1216 -0.1034 0.059 Uiso 1 4 calc R . .
H37 H 0.4170 0.1848 -0.1166 0.059 Uiso 1 4 calc R . .
C20 C 0.4414(6) -0.0257(4) -0.0882(2) 0.0466(15) Uani 1 4 d . . .
O3' O 0.4585(4) -0.2590(3) -0.05565(14) 0.0550(11) Uani 1 4 d . . .
O4' O 0.2371(4) -0.2138(3) -0.03788(15) 0.0569(12) Uani 1 4 d . . .
N1' N 0.4894(5) -0.3751(3) 0.00701(15) 0.0446(12) Uani 1 4 d . . .
H1'1 H 0.5604 -0.3361 0.0129 0.067 Uiso 1 4 calc R . .
H1'2 H 0.5046 -0.4004 -0.0189 0.067 Uiso 1 4 calc R . .
H1'3 H 0.4869 -0.4184 0.0273 0.067 Uiso 1 4 calc R . .
N2' N 0.4684(5) -0.0589(3) 0.10126(17) 0.0498(13) Uani 1 4 d . . .
H41 H 0.5526 -0.0642 0.1127 0.060 Uiso 1 4 calc R . .
N3' N 0.5257(5) 0.0884(3) 0.0871(2) 0.0647(16) Uani 1 4 d . . .
H42 H 0.5021 0.1429 0.0795 0.078 Uiso 1 4 calc R . .
H43 H 0.6139 0.0761 0.0936 0.078 Uiso 1 4 calc R . .
N4' N 0.2939(5) 0.0436(3) 0.07892(18) 0.0536(14) Uani 1 4 d . . .
H44 H 0.2712 0.0982 0.0713 0.064 Uiso 1 4 calc R . .
H45 H 0.2287 0.0019 0.0800 0.064 Uiso 1 4 calc R . .
C15' C 0.3490(6) -0.2608(4) -0.03267(19) 0.0427(14) Uani 1 4 d . . .
C16' C 0.3500(6) -0.3257(4) 0.00654(19) 0.0406(14) Uani 1 4 d . . .
H46 H 0.2724 -0.3704 0.0026 0.049 Uiso 1 4 calc R . .
C17' C 0.3237(6) -0.2752(4) 0.0489(2) 0.0468(15) Uani 1 4 d . . .
H47 H 0.2224 -0.2590 0.0505 0.056 Uiso 1 4 calc R . .
H48 H 0.3441 -0.3162 0.0729 0.056 Uiso 1 4 calc R . .
C18' C 0.4129(6) -0.1896(4) 0.0546(2) 0.0519(17) Uani 1 4 d . . .
H49 H 0.5145 -0.2055 0.0535 0.062 Uiso 1 4 calc R . .
H50 H 0.3932 -0.1483 0.0306 0.062 Uiso 1 4 calc R . .
C19' C 0.3817(7) -0.1418(4) 0.0969(2) 0.0527(17) Uani 1 4 d . . .
H51 H 0.2801 -0.1261 0.0982 0.063 Uiso 1 4 calc R . .
H52 H 0.4028 -0.1825 0.1210 0.063 Uiso 1 4 calc R . .
C20' C 0.4271(5) 0.0240(4) 0.0889(2) 0.0427(14) Uani 1 4 d . . .
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 C2 1.227(7) . ?
O2 C2 1.230(7) . ?
C1 C3 1.535(10) . ?
C1 C9 1.552(11) . ?
C1 C2 1.566(10) . ?
C1 H1 0.9800 . ?
C3 C8 1.322(9) . ?
C3 C4 1.369(9) . ?
C4 C5 1.397(10) . ?
C4 H2 0.9300 . ?
C5 C6 1.341(10) . ?
C5 H3 0.9300 . ?
C6 C7 1.343(10) . ?
C6 H4 0.9300 . ?
C7 C8 1.331(9) . ?
C7 H5 0.9300 . ?
C8 H6 0.9300 . ?
C9 C10 1.353(10) . ?
C9 C14 1.376(10) . ?
C10 C11 1.354(11) . ?
C10 H7 0.9300 . ?
C11 C12 1.341(12) . ?
C11 H8 0.9300 . ?
C12 C13 1.345(12) . ?
C12 H9 0.9300 . ?
C13 C14 1.328(11) . ?
C13 H10 0.9300 . ?
C14 H11 0.9300 . ?
O1' C2' 1.224(7) . ?
O2' C2' 1.215(7) . ?
C1' C9' 1.467(11) . ?
C1' C2' 1.497(11) . ?
C1' C3' 1.533(10) . ?
C1' H12 0.9800 . ?
C3' C4' 1.363(10) . ?
C3' C8' 1.364(9) . ?
C4' C5' 1.358(11) . ?
C4' H13 0.9300 . ?
C5' C6' 1.334(11) . ?
C5' H14 0.9300 . ?
C6' C7' 1.344(11) . ?
C6' H15 0.9300 . ?
C7' C8' 1.321(10) . ?
C7' H16 0.9300 . ?
C8' H17 0.9300 . ?
C9' C14' 1.320(9) . ?
C9' C10' 1.353(9) . ?
C10' C11' 1.403(11) . ?
C10' H18 0.9300 . ?
C11' C12' 1.353(12) . ?
C11' H19 0.9300 . ?
C12' C13' 1.346(12) . ?
C12' H20 0.9300 . ?
C13' C14' 1.312(11) . ?
C13' H21 0.9300 . ?
C14' H22 0.9300 . ?
O3 C15 1.239(7) . ?
O4 C15 1.257(7) . ?
N1 C16 1.492(8) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N2 C20 1.338(7) . ?
N2 C19 1.462(7) . ?
N2 H26 0.8600 . ?
N3 C20 1.302(7) . ?
N3 H27 0.8600 . ?
N3 H28 0.8600 . ?
N4 C20 1.314(7) . ?
N4 H29 0.8600 . ?
N4 H30 0.8600 . ?
C15 C16 1.523(8) . ?
C16 C17 1.509(8) . ?
C16 H31 0.9800 . ?
C17 C18 1.522(7) . ?
C17 H32 0.9700 . ?
C17 H33 0.9700 . ?
C18 C19 1.489(8) . ?
C18 H34 0.9700 . ?
C18 H35 0.9700 . ?
C19 H36 0.9700 . ?
C19 H37 0.9700 . ?
O3' C15' 1.236(6) . ?
O4' C15' 1.256(7) . ?
N1' C16' 1.481(7) . ?
N1' H1'1 0.8900 . ?
N1' H1'2 0.8900 . ?
N1' H1'3 0.8900 . ?
N2' C20' 1.330(7) . ?
N2' C19' 1.462(7) . ?
N2' H41 0.8600 . ?
N3' C20' 1.315(7) . ?
N3' H42 0.8600 . ?
N3' H43 0.8600 . ?
N4' C20' 1.303(7) . ?
N4' H44 0.8600 . ?
N4' H45 0.8600 . ?
C15' C16' 1.534(8) . ?
C16' C17' 1.516(8) . ?
C16' H46 0.9800 . ?
C17' C18' 1.513(7) . ?
C17' H47 0.9700 . ?
C17' H48 0.9700 . ?
C18' C19' 1.505(8) . ?
C18' H49 0.9700 . ?
C18' H50 0.9700 . ?
C19' H51 0.9700 . ?
C19' H52 0.9700 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653858
