#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/05/4020548.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_4020548
loop_
_publ_author_name
'Sandra Izquierdo'
'Federico Rúa'
'Abdelouahid Sbai'
'Teodor Parella'
'Ángel Álvarez-Larena'
'Vicenç Branchadell'
'Rosa M. Ortuño'
_publ_section_title
;
 (+)- and (-)-2-Aminocyclobutane-1-carboxylic Acids and Their
 Incorporation into Highly Rigid β-Peptides:
 Stereoselective Synthesis and a Structural Study
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7963
_journal_page_last               7971
_journal_paper_doi               10.1021/jo0510843
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C19 H24 N2 O5'
_chemical_formula_weight         360.40
_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            4
_cell_length_a                   5.0180(4)
_cell_length_b                   18.2276(17)
_cell_length_c                   20.8563(19)
_cell_measurement_temperature    293(2)
_cell_volume                     1907.6(3)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.255
_cod_database_code               4020548
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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 0.4638(10) 0.0916(2) 0.0473(2) 0.0739(13) Uani 1 1 d D . .
C2A C 0.499(4) 0.0483(6) 0.1018(4) 0.105(5) Uani 0.584(16) 1 d PDU A 1
H2A H 0.4309 0.0651 0.1406 0.126 Uiso 0.584(16) 1 calc PR A 1
C3A C 0.631(4) -0.0188(8) 0.1007(5) 0.144(8) Uani 0.584(16) 1 d PDU A 1
H3A H 0.6572 -0.0460 0.1379 0.173 Uiso 0.584(16) 1 calc PR A 1
C2B C 0.352(4) 0.0313(6) 0.0784(10) 0.121(7) Uani 0.416(16) 1 d PDU A 2
H2B H 0.1894 0.0353 0.0994 0.145 Uiso 0.416(16) 1 calc PR A 2
C3B C 0.490(3) -0.0351(9) 0.0775(10) 0.137(9) Uani 0.416(16) 1 d PDU A 2
H3B H 0.4256 -0.0745 0.1013 0.164 Uiso 0.416(16) 1 calc PR A 2
C4 C 0.7221(19) -0.0436(3) 0.0416(3) 0.140(3) Uani 1 1 d D . .
H4 H 0.8010 -0.0896 0.0381 0.168 Uiso 1 1 calc R A 1
C5A C 0.695(3) 0.0006(6) -0.0126(5) 0.110(5) Uani 0.584(16) 1 d PDU A 1
H5A H 0.7666 -0.0155 -0.0512 0.132 Uiso 0.584(16) 1 calc PR A 1
C6A C 0.564(3) 0.0681(6) -0.0112(4) 0.089(4) Uani 0.584(16) 1 d PDU A 1
H6A H 0.5447 0.0962 -0.0480 0.107 Uiso 0.584(16) 1 calc PR A 1
C5B C 0.843(4) 0.0122(7) 0.0067(11) 0.123(7) Uani 0.416(16) 1 d PDU A 2
H5B H 1.0016 0.0079 -0.0160 0.147 Uiso 0.416(16) 1 calc PR A 2
C6B C 0.689(3) 0.0757(9) 0.0111(9) 0.087(5) Uani 0.416(16) 1 d PDU A 2
H6B H 0.7471 0.1141 -0.0147 0.104 Uiso 0.416(16) 1 calc PR A 2
C7 C 0.3281(10) 0.1634(2) 0.0487(3) 0.0805(14) Uani 1 1 d . A 2
H7A H 0.3083 0.1826 0.0056 0.097 Uiso 1 1 calc R A 2
H7B H 0.1527 0.1587 0.0678 0.097 Uiso 1 1 calc R A 2
O8 O 0.4942(5) 0.21209(14) 0.08699(15) 0.0699(8) Uani 1 1 d . A 2
C9 C 0.3761(7) 0.2722(2) 0.1115(2) 0.0564(10) Uani 1 1 d . A 2
O10 O 0.1407(5) 0.28424(15) 0.10832(16) 0.0715(9) Uani 1 1 d . A 2
N11 N 0.5571(6) 0.31623(18) 0.13791(19) 0.0613(10) Uani 1 1 d . A 2
H11 H 0.701(9) 0.303(2) 0.136(2) 0.074 Uiso 1 1 d . B 2
C12 C 0.4896(7) 0.38690(19) 0.1642(2) 0.0563(10) Uani 1 1 d . A 2
H12 H 0.3429 0.4081 0.1393 0.068 Uiso 1 1 calc R A 2
C13 C 0.7117(8) 0.4428(2) 0.1697(2) 0.0673(12) Uani 1 1 d . A 2
H13A H 0.7046 0.4809 0.1373 0.081 Uiso 1 1 calc R A 2
H13B H 0.8881 0.4212 0.1718 0.081 Uiso 1 1 calc R A 2
C14 C 0.6039(9) 0.4666(2) 0.2344(2) 0.0732(13) Uani 1 1 d . A 2
H14A H 0.5013 0.5117 0.2327 0.088 Uiso 1 1 calc R A 2
H14B H 0.7386 0.4690 0.2677 0.088 Uiso 1 1 calc R A 2
C15 C 0.4287(7) 0.39613(18) 0.2375(2) 0.0547(10) Uani 1 1 d . A 2
H15 H 0.2407 0.4068 0.2461 0.066 Uiso 1 1 calc R A 2
C16 C 0.5377(7) 0.3372(2) 0.2801(2) 0.0562(10) Uani 1 1 d . A 2
O17 O 0.7777(5) 0.32734(17) 0.28746(16) 0.0784(9) Uani 1 1 d . A 2
N18 N 0.3569(7) 0.29706(18) 0.3105(2) 0.0663(10) Uani 1 1 d . A 2
H18 H 0.204(9) 0.308(2) 0.313(2) 0.080 Uiso 1 1 d . C 2
C19 C 0.4188(9) 0.2427(2) 0.3583(3) 0.0784(14) Uani 1 1 d . A 2
H19 H 0.6100 0.2458 0.3675 0.094 Uiso 1 1 calc R A 2
C20 C 0.2674(13) 0.2454(3) 0.4229(3) 0.1034(17) Uani 1 1 d . A 2
H20A H 0.3632 0.2704 0.4569 0.124 Uiso 1 1 calc R A 2
H20B H 0.0858 0.2632 0.4195 0.124 Uiso 1 1 calc R A 2
C21 C 0.2909(14) 0.1611(3) 0.4252(3) 0.119(2) Uani 1 1 d . A 2
H21A H 0.1271 0.1365 0.4374 0.143 Uiso 1 1 calc R A 2
H21B H 0.4399 0.1436 0.4505 0.143 Uiso 1 1 calc R A 2
C22 C 0.3442(9) 0.1611(2) 0.3521(3) 0.0820(15) Uani 1 1 d . A 2
H22 H 0.4994 0.1309 0.3411 0.098 Uiso 1 1 calc R A 2
C23 C 0.1068(10) 0.1408(2) 0.3129(3) 0.0812(15) Uani 1 1 d . A 2
O24 O -0.0811(7) 0.1071(2) 0.3320(2) 0.1159(14) Uani 1 1 d . A 2
O25 O 0.1313(8) 0.16189(19) 0.2532(2) 0.0989(12) Uani 1 1 d . A 2
C26 C -0.0970(13) 0.1458(3) 0.2110(3) 0.114(2) Uani 1 1 d . A 2
H26A H -0.1213 0.0937 0.2081 0.171 Uiso 1 1 calc R A 2
H26B H -0.0633 0.1655 0.1691 0.171 Uiso 1 1 calc R A 2
H26C H -0.2550 0.1679 0.2284 0.171 Uiso 1 1 calc R A 2
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 C6A 1.388(5) . ?
C1 C6B 1.390(5) . ?
C1 C2B 1.394(5) . ?
C1 C2A 1.395(5) . ?
C1 C7 1.475(6) . ?
C2A C3A 1.393(5) . ?
C3A C4 1.391(5) . ?
C2B C3B 1.394(5) . ?
C3B C4 1.394(5) . ?
C4 C5B 1.390(5) . ?
C4 C5A 1.395(5) . ?
C5A C6A 1.393(5) . ?
C5B C6B 1.394(5) . ?
C7 O8 1.455(5) . ?
O8 C9 1.346(4) . ?
C9 O10 1.203(4) . ?
C9 N11 1.332(5) . ?
N11 C12 1.440(5) . ?
C12 C13 1.515(5) . ?
C12 C15 1.569(6) . ?
C13 C14 1.516(6) . ?
C14 C15 1.558(5) . ?
C15 C16 1.497(5) . ?
C16 O17 1.227(4) . ?
C16 N18 1.327(5) . ?
N18 C19 1.438(6) . ?
C19 C22 1.541(6) . ?
C19 C20 1.548(8) . ?
C20 C21 1.541(8) . ?
C21 C22 1.548(9) . ?
C22 C23 1.491(7) . ?
C23 O24 1.194(5) . ?
C23 O25 1.309(6) . ?
O25 C26 1.474(7) . ?
