#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/08/4020836.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_4020836
loop_
_publ_author_name
'I. Nageshwara Rao'
'Anima Boruah'
'S. Kiran Kumar'
'A. C. Kunwar'
'A. Sivalakshmi Devi'
'K. Vyas'
'Krishnan Ravikumar'
'Javed Iqbal'
_publ_section_title
;
 Synthesis and Conformational Studies of Novel Cyclic Peptides
 Constrained into a 3₁₀ Helical Structure
 by a Heterochiral D-Pro-L-Pro Dipeptide Template
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2181
_journal_page_last               2184
_journal_paper_doi               10.1021/jo030282w
_journal_volume                  69
_journal_year                    2004
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C19 H30 N4 O4, H2 O'
_chemical_formula_sum            'C19 H32 N4 O5'
_chemical_formula_weight         396.49
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 104.695(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.7224(8)
_cell_length_b                   10.4293(9)
_cell_length_c                   10.3489(9)
_cell_measurement_temperature    293(2)
_cell_volume                     1015.03(15)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.297
_cod_original_sg_symbol_Hall     'P 2yb '
_cod_original_sg_symbol_H-M      'P 21'
_cod_original_formula_sum        'C19 H32 N4 O5 '
_cod_database_code               4020836
loop_
_symmetry_equiv_pos_as_xyz
'  +x,  +y,  +z'
'  -x,1/2+y,  -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O Uani 0.47965(19) 0.94377 0.88650(17) 1.000 0.0411(5) . .
O2 O Uani 0.8911(2) 0.9917(3) 0.9837(2) 1.000 0.0604(7) . .
O3 O Uani 0.7828(3) 1.2911(3) 0.7376(3) 1.000 0.0716(9) . .
O4 O Uani 0.4713(2) 0.9034(3) 0.59095(18) 1.000 0.0470(6) . .
N1 N Uani 0.2749(2) 0.8624(3) 0.6565(2) 1.000 0.0419(7) . .
N2 N Uani 0.6039(2) 0.7635(3) 0.8772(2) 1.000 0.0372(6) . .
N3 N Uani 0.7563(2) 0.9500(3) 0.7774(2) 1.000 0.0361(6) . .
N4 N Uani 0.6128(3) 1.1735(3) 0.7907(2) 1.000 0.0440(7) . .
C1 C Uani 0.3517(3) 0.7712(3) 0.7564(3) 1.000 0.0465(9) . .
C2 C Uani 0.2396(5) 0.7388(7) 0.8328(4) 1.000 0.103(2) . .
C3 C Uani 0.0987(5) 0.7662(7) 0.7358(6) 1.000 0.101(2) . .
C4 C Uani 0.1246(3) 0.8750(4) 0.6583(4) 1.000 0.0663(13) . .
C5 C Uani 0.4839(3) 0.8334(3) 0.8449(2) 1.000 0.0364(7) . .
C6 C Uani 0.7337(3) 0.8170(3) 0.9674(3) 1.000 0.0373(7) . .
C7 C Uani 0.8322(3) 0.7004(4) 1.0000(3) 1.000 0.0572(10) . .
C8 C Uani 0.7805(4) 0.6108(4) 0.8855(5) 0.800 0.0518(14) . .
C9 C Uani 0.6216(3) 0.6277(3) 0.8452(3) 1.000 0.0494(9) . .
C10 C Uani 0.7997(3) 0.9268(3) 0.9084(3) 1.000 0.0378(7) . .
C11 C Uani 0.8035(3) 1.0642(3) 0.7210(3) 1.000 0.0397(8) . .
C12 C Uani 0.7798(3) 1.0518(4) 0.5713(3) 1.000 0.0525(10) . .
C13 C Uani 0.7316(3) 1.1868(3) 0.7517(3) 1.000 0.0413(8) . .
C14 C Uani 0.5299(4) 1.2807(3) 0.8190(3) 1.000 0.0498(9) . .
C15 C Uani 0.4121(4) 1.3229(3) 0.7002(3) 1.000 0.0484(9) . .
C16 C Uani 0.3102(3) 1.2144(4) 0.6425(3) 1.000 0.0553(10) . .
C17 C Uani 0.3372(4) 1.1561(3) 0.5155(3) 1.000 0.0528(10) . .
C18 C Uani 0.2683(3) 1.0250(4) 0.4820(3) 1.000 0.0535(10) . .
C19 C Uani 0.3448(3) 0.9257(3) 0.5796(2) 1.000 0.0399(8) . .
C8' C Uani 0.7584(19) 0.5859(16) 0.968(2) 0.200 0.058(6) . .
O5 O Uani 1.0427(3) 1.4197(4) 0.7328(3) 1.000 0.0828(10) . .
H2 H Uiso 0.58857 1.10040 0.80922 1.000 0.0781 . .
H3 H Uiso 0.37644 0.69656 0.71421 1.000 0.0553 . .
H4 H Uiso 0.25223 0.79358 0.91065 1.000 0.1143 . .
H5 H Uiso 0.24606 0.65275 0.86128 1.000 0.1143 . .
H6 H Uiso 0.02824 0.78750 0.78161 1.000 0.1106 . .
H7 H Uiso 0.06832 0.69447 0.68002 1.000 0.1106 . .
H8 H Uiso 0.06528 0.87273 0.56846 1.000 0.0800 . .
H9 H Uiso 0.10925 0.95493 0.69730 1.000 0.0800 . .
H10 H Uiso 0.71052 0.84563 1.04643 1.000 0.0428 . .
H11 H Uiso 0.92682 0.70319 1.05342 1.000 0.0655 . .
H12 H Uiso 0.82178 0.66059 1.08177 1.000 0.0655 . .
H13 H Uiso 0.82183 0.63343 0.81409 0.800 0.0607 . .
H14 H Uiso 0.80591 0.52438 0.91120 1.000 0.0607 . .
H16 H Uiso 0.57633 0.57339 0.89562 1.000 0.0566 . .
H1 H Uiso 0.69022 0.90229 0.73335 1.000 0.0781 . .
H18 H Uiso 0.90386 1.07332 0.75878 1.000 0.0458 . .
H19 H Uiso 0.68130 1.04036 0.53091 1.000 0.0616 . .
H20 H Uiso 0.81180 1.12760 0.53595 1.000 0.0616 . .
H21 H Uiso 0.83118 0.98023 0.55082 1.000 0.0616 . .
H22 H Uiso 0.59273 1.35157 0.84743 1.000 0.0586 . .
H23 H Uiso 0.48856 1.25754 0.88990 1.000 0.0586 . .
H24 H Uiso 0.45386 1.35367 0.63239 1.000 0.0572 . .
H25 H Uiso 0.35994 1.39053 0.72750 1.000 0.0572 . .
H26 H Uiso 0.21536 1.24695 0.62215 1.000 0.0618 . .
H27 H Uiso 0.31949 1.14895 0.70830 1.000 0.0618 . .
H28 H Uiso 0.30156 1.21324 0.44346 1.000 0.0607 . .
H29 H Uiso 0.43788 1.14781 0.52861 1.000 0.0607 . .
H30 H Uiso 0.17200 1.02957 0.48563 1.000 0.0635 . .
H31 H Uiso 0.27279 1.00129 0.39446 1.000 0.0635 . .
H17 H Uiso 0.58383 0.61179 0.75276 1.000 0.0566 . .
H15 H Uiso 0.77295 0.50175 1.00556 0.200 0.0609 . .
H32 H Uiso 0.98058 1.36535 0.73940 1.000 0.0781 . .
H33 H Uiso 1.06351 1.42378 0.81067 1.000 0.0781 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C5 1.233(3) . . yes
O2 C10 1.226(4) . . yes
O3 C13 1.220(4) . . yes
O4 C19 1.228(4) . . yes
O5 H33 0.7807 . . no
O5 H32 0.8436 . . no
N1 C19 1.344(4) . . yes
N1 C4 1.472(4) . . yes
N1 C1 1.463(4) . . yes
N2 C5 1.344(4) . . yes
N2 C6 1.476(4) . . yes
N2 C9 1.474(4) . . yes
N3 C10 1.336(4) . . yes
N3 C11 1.451(4) . . yes
N4 C14 1.451(5) . . yes
N4 C13 1.324(4) . . yes
N3 H1 0.8483 . . no
N4 H2 0.8345 . . no
C1 C2 1.538(6) . . no
C1 C5 1.521(4) . . no
C2 C3 1.506(7) . . no
C3 C4 1.448(8) . . no
C6 C10 1.515(4) . . no
C6 C7 1.532(5) . . no
C7 C8' 1.389(18) . . no
C7 C8 1.493(6) . . no
C8 C9 1.505(5) . . no
C8' C9 1.65(2) . . no
C11 C13 1.529(4) . . no
C11 C12 1.513(4) . . no
C14 C15 1.517(5) . . no
C15 C16 1.523(5) . . no
C16 C17 1.530(5) . . no
C17 C18 1.523(5) . . no
C18 C19 1.505(5) . . no
C1 H3 0.9528 . . no
C2 H4 0.9697 . . no
C2 H5 0.9417 . . no
C3 H7 0.9453 . . no
C3 H6 0.9530 . . no
C4 H8 0.9621 . . no
C4 H9 0.9543 . . no
C6 H10 0.9499 . . no
C7 H11 0.9459 . . no
C7 H12 0.9707 . . no
C8 H14 0.9543 . . no
C8 H13 0.9560 . . no
C8' H15 0.9557 . . no
C8' H12 1.4159 . . no
C8' H14 1.0528 . . no
C9 H16 0.9504 . . no
C9 H17 0.9483 . . no
C11 H18 0.9594 . . no
C12 H19 0.9502 . . no
C12 H21 0.9515 . . no
C12 H20 0.9557 . . no
C14 H23 0.9528 . . no
C14 H22 0.9565 . . no
C15 H24 0.9512 . . no
C15 H25 0.9525 . . no
C16 H26 0.9546 . . no
C16 H27 0.9522 . . no
C17 H29 0.9574 . . no
C17 H28 0.9487 . . no
C18 H31 0.9507 . . no
C18 H30 0.9477 . . no
