#------------------------------------------------------------------------------
#$Date: 2025-08-23 01:36:08 +0200 (Sat 23 de Aug de 2025) $
#$Revision: 301880 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/03/8100322.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_8100322
loop_
_publ_author_name
'Tinant, Bernard'
'Devillers, Ingrid'
'Rees, Jean-François'
'Marchand-Brynaert, Jacqueline'
_publ_section_title
;
Crystal structure of N-(2,2-dimethoxyethyl)-N'-(trifluoro-acetyl)-phenylalanyl-
dehydrophenylalaninamide hydrate, C₂₄H₂₆N₃O₅F₃ · H₂O, a 
precursor of intramolecular double cyclization into imidazolopyrazinone
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              194
_journal_page_last               196
_journal_volume                  218
_journal_year                    2003
_chemical_formula_moiety         C24H26N3O5F3.H2O
_chemical_formula_structural     'C24 H26 N3 O5 F3 . H2 O'
_chemical_formula_sum            'C24 H28 F3 N3 O6'
_chemical_formula_weight         511.49
_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                 92.12
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.677(4)
_cell_length_b                   11.005(5)
_cell_length_c                   24.858(7)
_cell_measurement_temperature    293(2)
_cell_volume                     2645.4(18)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.284
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8100322
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
C1 C -0.05006(19) 0.21864(14) 0.28409(6) 0.0564(4) Uani 1 1 d . . .
C2 C 0.07544(18) 0.13898(13) 0.28228(6) 0.0527(4) Uani 1 1 d . . .
C3 C 0.18658(19) 0.17656(16) 0.25664(7) 0.0603(4) Uani 1 1 d . . .
C4 C 0.31672(19) 0.11126(17) 0.24911(8) 0.0666(5) Uani 1 1 d . . .
C5 C 0.3860(2) 0.1278(2) 0.20235(10) 0.0830(6) Uani 1 1 d . . .
H5 H 0.3519 0.1832 0.1769 0.127(2) Uiso 1 1 calc R . .
C6 C 0.5061(3) 0.0634(3) 0.19233(13) 0.1077(9) Uani 1 1 d . . .
H6 H 0.5500 0.0740 0.1600 0.127(2) Uiso 1 1 calc R . .
C7 C 0.5591(3) -0.0152(3) 0.23006(18) 0.1186(11) Uani 1 1 d . . .
H7 H 0.6386 -0.0592 0.2233 0.127(2) Uiso 1 1 calc R . .
C8 C 0.4954(3) -0.0295(3) 0.27782(18) 0.1169(11) Uani 1 1 d . . .
H8 H 0.5335 -0.0817 0.3038 0.127(2) Uiso 1 1 calc R . .
C9 C 0.3748(2) 0.0329(2) 0.28803(11) 0.0903(7) Uani 1 1 d . . .
H9 H 0.3326 0.0227 0.3207 0.127(2) Uiso 1 1 calc R . .
O10 O -0.04684(16) 0.32356(12) 0.26655(6) 0.0776(4) Uani 1 1 d . . .
N11 N -0.16302(16) 0.17015(15) 0.30425(6) 0.0646(4) Uani 1 1 d . . .
C12 C -0.2911(2) 0.2372(2) 0.31083(9) 0.0753(6) Uani 1 1 d . B .
C13 C -0.3309(3) 0.2318(3) 0.36857(12) 0.1053(9) Uani 1 1 d D . .
H13 H -0.3313 0.1457 0.3786 0.127(2) Uiso 1 1 calc R A 1
O14 O -0.2384(2) 0.2896(3) 0.40471(7) 0.1208(8) Uani 1 1 d . B .
C15 C -0.2265(5) 0.4188(4) 0.39756(17) 0.1468(14) Uani 1 1 d . . .
H15A H -0.1614 0.4509 0.4239 0.127(2) Uiso 1 1 calc R B .
H15B H -0.3151 0.4561 0.4018 0.127(2) Uiso 1 1 calc R . .
H15C H -0.1951 0.4356 0.3621 0.127(2) Uiso 1 1 calc R . .
O16A O -0.4630(3) 0.2704(3) 0.37033(12) 0.1220(12) Uani 0.785(5) 1 d PD B 1
C17A C -0.5317(6) 0.2394(7) 0.4181(3) 0.182(3) Uani 0.785(5) 1 d PD B 1
H17A H -0.6241 0.2714 0.4162 0.127(2) Uiso 0.785(5) 1 calc PR B 1
H17B H -0.4822 0.2733 0.4487 0.127(2) Uiso 0.785(5) 1 calc PR B 1
H17C H -0.5353 0.1526 0.4216 0.127(2) Uiso 0.785(5) 1 calc PR B 1
O16B O -0.3785(13) 0.1566(10) 0.3915(5) 0.136(5) Uani 0.215(5) 1 d PD B 2
C17B C -0.4555(18) 0.1710(19) 0.4364(7) 0.126(6) Uani 0.215(5) 1 d PD B 2
H17D H -0.4768 0.0927 0.4510 0.127(2) Uiso 0.215(5) 1 calc PR B 2
H17E H -0.5398 0.2130 0.4268 0.127(2) Uiso 0.215(5) 1 calc PR B 2
H17F H -0.4037 0.2174 0.4629 0.127(2) Uiso 0.215(5) 1 calc PR B 2
N18 N 0.06549(15) 0.01997(12) 0.30475(5) 0.0532(4) Uani 1 1 d . . .
C19 C 0.06895(18) -0.00105(14) 0.35796(6) 0.0545(4) Uani 1 1 d . . .
O20 O 0.08437(17) 0.07969(11) 0.39137(5) 0.0748(4) Uani 1 1 d . . .
C21 C 0.05397(18) -0.13470(14) 0.37356(6) 0.0548(4) Uani 1 1 d . . .
N22 N -0.04552(16) -0.14725(13) 0.41589(6) 0.0594(4) Uani 1 1 d . . .
C23 C -0.1770(2) -0.12623(18) 0.40340(8) 0.0679(5) Uani 1 1 d . C .
O24 O -0.22231(16) -0.09237(17) 0.35928(6) 0.0897(5) Uani 1 1 d . . .
C25 C -0.2786(3) -0.1493(3) 0.44808(12) 0.0915(7) Uani 1 1 d D . .
F26A F -0.3499(10) -0.2460(9) 0.4378(3) 0.162(5) Uani 0.660(18) 1 d PD C 1
F27A F -0.2227(5) -0.1642(9) 0.49600(17) 0.124(3) Uani 0.660(18) 1 d PD C 1
F28A F -0.3650(10) -0.0564(8) 0.4525(4) 0.164(5) Uani 0.660(18) 1 d PD C 1
F26B F -0.267(2) -0.2609(14) 0.4645(10) 0.200(13) Uani 0.340(18) 1 d PD C 2
F27B F -0.2581(18) -0.083(2) 0.4874(7) 0.177(10) Uani 0.340(18) 1 d PD C 2
F28B F -0.4030(7) -0.144(2) 0.4295(5) 0.149(6) Uani 0.340(18) 1 d PD C 2
C29 C 0.1930(2) -0.19001(18) 0.39135(9) 0.0687(5) Uani 1 1 d . . .
C30 C 0.1846(2) -0.32649(18) 0.39854(8) 0.0695(5) Uani 1 1 d . . .
C31 C 0.1487(3) -0.4024(2) 0.35687(11) 0.0906(7) Uani 1 1 d . . .
H31 H 0.1293 -0.3686 0.3231 0.127(2) Uiso 1 1 calc R . .
C32 C 0.1398(3) -0.5265(3) 0.36247(17) 0.1206(11) Uani 1 1 d . . .
H32 H 0.1169 -0.5745 0.3327 0.127(2) Uiso 1 1 calc R . .
C33 C 0.1638(6) -0.5779(3) 0.4101(2) 0.170(2) Uani 1 1 d . . .
H33 H 0.1529 -0.6611 0.4147 0.127(2) Uiso 1 1 calc R . .
C34 C 0.2043(9) -0.5061(4) 0.45173(18) 0.249(4) Uani 1 1 d . . .
H34 H 0.2253 -0.5413 0.4851 0.127(2) Uiso 1 1 calc R . .
C35 C 0.2155(6) -0.3802(3) 0.44606(12) 0.182(2) Uani 1 1 d . . .
H35 H 0.2447 -0.3331 0.4754 0.127(2) Uiso 1 1 calc R . .
O100 O 0.0712(2) 0.6492(2) 0.02191(6) 0.1117(7) Uani 1 1 d D . .
H3 H 0.181(3) 0.258(3) 0.2412(14) 0.127(2) Uiso 1 1 d . . .
H11 H -0.156(3) 0.091(3) 0.3151(14) 0.127(2) Uiso 1 1 d . . .
H12A H -0.279(3) 0.314(4) 0.2974(14) 0.127(2) Uiso 1 1 d . . .
H12B H -0.368(3) 0.195(3) 0.2882(15) 0.127(2) Uiso 1 1 d . . .
H18 H 0.060(3) -0.044(3) 0.2825(13) 0.127(2) Uiso 1 1 d . . .
H21 H 0.017(3) -0.181(3) 0.3391(14) 0.127(2) Uiso 1 1 d . . .
H22 H -0.009(3) -0.159(3) 0.4508(15) 0.127(2) Uiso 1 1 d . . .
H29A H 0.258(3) -0.170(3) 0.3606(15) 0.127(2) Uiso 1 1 d . . .
H29B H 0.221(3) -0.147(3) 0.4226(14) 0.127(2) Uiso 1 1 d . . .
H101 H 0.131(3) 0.694(3) 0.0423(13) 0.127(2) Uiso 1 1 d D . .
H102 H 0.028(3) 0.622(3) 0.0523(12) 0.127(2) Uiso 1 1 d 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
C1 O10 1.235(2) . ?
C1 N11 1.331(2) . ?
C1 C2 1.500(2) . ?
C2 C3 1.336(3) . ?
C2 N18 1.429(2) . ?
C3 C4 1.468(3) . ?
C3 H3 0.97(3) . ?
C4 C5 1.375(3) . ?
C4 C9 1.398(3) . ?
C5 C6 1.391(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.362(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.367(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.386(4) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
N11 C12 1.457(3) . ?
N11 H11 0.92(4) . ?
C12 C13 1.501(4) . ?
C12 H12A 0.92(4) . ?
C12 H12B 1.03(3) . ?
C13 O16B 1.114(9) . ?
C13 O16A 1.349(3) . ?
C13 O14 1.397(4) . ?
C13 H13 0.9800 . ?
O14 C15 1.438(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
O16A C17A 1.424(5) . ?
C17A H17A 0.9600 . ?
C17A H17B 0.9600 . ?
C17A H17C 0.9600 . ?
O16B C17B 1.375(16) . ?
C17B H17D 0.9600 . ?
C17B H17E 0.9600 . ?
C17B H17F 0.9600 . ?
N18 C19 1.342(2) . ?
N18 H18 0.90(4) . ?
C19 O20 1.222(2) . ?
C19 C21 1.529(2) . ?
C21 N22 1.459(2) . ?
C21 C29 1.527(3) . ?
C21 H21 1.05(4) . ?
N22 C23 1.319(3) . ?
N22 H22 0.93(4) . ?
C23 O24 1.224(2) . ?
C23 C25 1.531(3) . ?
C25 F27B 1.228(9) . ?
C25 F28B 1.275(8) . ?
C25 F26A 1.288(5) . ?
C25 F26B 1.298(9) . ?
C25 F27A 1.300(5) . ?
C25 F28A 1.328(5) . ?
C29 C30 1.515(3) . ?
C29 H29A 1.03(4) . ?
C29 H29B 0.94(4) . ?
C30 C35 1.345(3) . ?
C30 C31 1.365(3) . ?
C31 C32 1.376(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.325(6) . ?
C32 H32 0.9300 . ?
C33 C34 1.348(8) . ?
C33 H33 0.9300 . ?
C34 C35 1.397(6) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
O100 H101 0.90(2) . ?
O100 H102 0.92(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139206069
