#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/11/4021130.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_4021130
loop_
_publ_author_name
'Monika Mazik'
'Wolfgang Radunz'
'Roland Boese'
_publ_section_title
;
 Molecular Recognition of Carbohydrates with Acyclic Pyridine-Based Receptors
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7448
_journal_page_last               7462
_journal_paper_doi               10.1021/jo048979k
_journal_volume                  69
_journal_year                    2004
_chemical_formula_moiety         'C33 H42 N6 * 2 C2 H6 O2'
_chemical_formula_sum            'C37 H54 N6 O4'
_chemical_formula_weight         614.86
_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                 95.819(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.877(6)
_cell_length_b                   15.091(10)
_cell_length_c                   27.207(19)
_cell_measurement_temperature    203(2)
_cell_volume                     3626(4)
_diffrn_ambient_temperature      203(2)
_exptl_crystal_density_diffrn    1.126
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4021130
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
N1 N 0.54416(18) 0.37868(9) 0.63014(5) 0.0461(4) Uani 1 1 d . . .
H1 H 0.5937 0.3962 0.6054 0.069 Uiso 1 1 d R . .
N2 N 0.48193(15) 0.25202(9) 0.67209(5) 0.0405(3) Uani 1 1 d . . .
N3 N 0.73810(17) 0.79371(9) 0.66992(6) 0.0473(4) Uani 1 1 d . . .
H3 H 0.6569 0.7965 0.6875 0.071 Uiso 1 1 d R . .
N4 N 0.91778(16) 0.88045(9) 0.63596(6) 0.0440(3) Uani 1 1 d . . .
N5 N 0.16453(17) 0.67274(10) 0.52691(5) 0.0484(4) Uani 1 1 d . . .
H5 H 0.2415 0.6387 0.5176 0.073 Uiso 1 1 d R . .
N6 N 0.05606(15) 0.68780(9) 0.44659(5) 0.0383(3) Uani 1 1 d . . .
C1 C 0.47625(17) 0.53151(10) 0.64499(5) 0.0335(3) Uani 1 1 d . . .
C2 C 0.60768(17) 0.58469(10) 0.64895(5) 0.0349(3) Uani 1 1 d . . .
C3 C 0.60118(18) 0.67016(10) 0.62831(6) 0.0362(3) Uani 1 1 d . . .
C4 C 0.46285(18) 0.70371(10) 0.60553(6) 0.0369(3) Uani 1 1 d . . .
C5 C 0.33146(18) 0.65117(10) 0.60310(5) 0.0354(3) Uani 1 1 d . . .
C6 C 0.33859(17) 0.56398(10) 0.62100(5) 0.0341(3) Uani 1 1 d . . .
C7 C 0.48357(19) 0.43790(10) 0.66543(6) 0.0394(4) Uani 1 1 d . . .
H7A H 0.5484 0.4373 0.6960 0.047 Uiso 1 1 d R . .
H7B H 0.3854 0.4181 0.6715 0.047 Uiso 1 1 d R . .
C8 C 0.54318(18) 0.28858(10) 0.63366(6) 0.0386(3) Uani 1 1 d . . .
C9 C 0.6073(2) 0.23767(12) 0.59746(7) 0.0459(4) Uani 1 1 d . . .
H9 H 0.6492 0.2666 0.5709 0.055 Uiso 1 1 d R . .
C10 C 0.6075(2) 0.14682(12) 0.60095(7) 0.0511(4) Uani 1 1 d . . .
C11 C 0.5379(2) 0.10881(12) 0.64005(7) 0.0558(5) Uani 1 1 d . . .
H11 H 0.5333 0.0455 0.6429 0.067 Uiso 1 1 d R . .
C12 C 0.4777(2) 0.16177(12) 0.67427(7) 0.0479(4) Uani 1 1 d . . .
C14 C 0.6806(3) 0.09027(15) 0.56415(9) 0.0722(6) Uani 1 1 d . . .
H14A H 0.6989 0.1264 0.5361 0.108 Uiso 1 1 d R . .
H14B H 0.6138 0.0418 0.5532 0.108 Uiso 1 1 d R . .
H14C H 0.7754 0.0667 0.5797 0.108 Uiso 1 1 d R . .
C15 C 0.4040(3) 0.12390(14) 0.71693(8) 0.0676(6) Uani 1 1 d . . .
H15A H 0.4763 0.1228 0.7463 0.101 Uiso 1 1 d R . .
H15B H 0.3708 0.0641 0.7087 0.101 Uiso 1 1 d R . .
H15C H 0.3181 0.1598 0.7230 0.101 Uiso 1 1 d R . .
C16 C 0.7416(2) 0.72832(11) 0.63054(7) 0.0467(4) Uani 1 1 d . . .
H16A H 0.8306 0.6926 0.6368 0.056 Uiso 1 1 d R . .
H16B H 0.7442 0.7582 0.5996 0.056 Uiso 1 1 d R . .
C17 C 0.81873(18) 0.87118(10) 0.66995(6) 0.0409(4) Uani 1 1 d . . .
C18 C 0.7957(2) 0.93681(11) 0.70528(7) 0.0456(4) Uani 1 1 d . . .
H18 H 0.7252 0.9271 0.7286 0.055 Uiso 1 1 d R . .
C19 C 0.8776(2) 1.01446(12) 0.70570(7) 0.0490(4) Uani 1 1 d . . .
C20 C 0.9809(2) 1.02411(12) 0.67045(8) 0.0534(5) Uani 1 1 d . . .
H20 H 1.0390 1.0774 0.6697 0.064 Uiso 1 1 d R . .
C21 C 0.9973(2) 0.95699(11) 0.63696(8) 0.0490(4) Uani 1 1 d . . .
C22 C 0.8533(3) 1.08781(14) 0.74192(9) 0.0684(6) Uani 1 1 d . . .
H22A H 0.8288 1.1426 0.7243 0.103 Uiso 1 1 d R . .
H22B H 0.9442 1.0959 0.7645 0.103 Uiso 1 1 d R . .
H22C H 0.7709 1.0715 0.7603 0.103 Uiso 1 1 d R . .
C23 C 1.1046(3) 0.96634(14) 0.59763(10) 0.0707(6) Uani 1 1 d . . .
H23A H 1.1776 0.9186 0.6011 0.106 Uiso 1 1 d R . .
H23B H 1.1566 1.0227 0.6016 0.106 Uiso 1 1 d R . .
H23C H 1.0476 0.9637 0.5652 0.106 Uiso 1 1 d R . .
C24 C 0.18142(19) 0.68871(12) 0.58008(6) 0.0421(4) Uani 1 1 d . . .
H24A H 0.1007 0.6611 0.5947 0.050 Uiso 1 1 d R . .
H24B H 0.1778 0.7513 0.5860 0.050 Uiso 1 1 d R . .
C25 C 0.05498(18) 0.71170(10) 0.49464(6) 0.0364(3) Uani 1 1 d . . .
C26 C -0.04933(18) 0.77306(10) 0.51021(6) 0.0383(3) Uani 1 1 d . . .
H26 H -0.0472 0.7882 0.5444 0.046 Uiso 1 1 d R . .
C27 C -0.15398(18) 0.81092(11) 0.47495(6) 0.0403(4) Uani 1 1 d . . .
C28 C -0.15182(18) 0.78709(11) 0.42544(6) 0.0416(4) Uani 1 1 d . . .
H28 H -0.2236 0.8123 0.4005 0.050 Uiso 1 1 d R . .
C29 C -0.04475(19) 0.72698(11) 0.41251(6) 0.0391(3) Uani 1 1 d . . .
C30 C -0.2691(2) 0.87647(14) 0.49045(8) 0.0594(5) Uani 1 1 d . . .
H30A H -0.2631 0.9313 0.4723 0.089 Uiso 1 1 d R . .
H30B H -0.2470 0.8880 0.5254 0.089 Uiso 1 1 d R . .
H30C H -0.3696 0.8520 0.4837 0.089 Uiso 1 1 d R . .
C31 C -0.0302(2) 0.70351(12) 0.35926(6) 0.0495(4) Uani 1 1 d . . .
H31A H 0.0397 0.7438 0.3462 0.074 Uiso 1 1 d R . .
H31B H -0.1281 0.7082 0.3400 0.074 Uiso 1 1 d R . .
H31C H 0.0067 0.6433 0.3576 0.074 Uiso 1 1 d R . .
C32 C 0.7561(2) 0.54901(13) 0.67429(7) 0.0496(4) Uani 1 1 d . . .
H32A H 0.7400 0.4911 0.6881 0.074 Uiso 1 1 d R . .
H32B H 0.7941 0.5892 0.7005 0.074 Uiso 1 1 d R . .
H32C H 0.8286 0.5443 0.6507 0.074 Uiso 1 1 d R . .
C33 C 0.4566(2) 0.79556(12) 0.58293(8) 0.0578(5) Uani 1 1 d . . .
H33A H 0.3960 0.7946 0.5511 0.087 Uiso 1 1 d R . .
H33B H 0.5580 0.8146 0.5788 0.087 Uiso 1 1 d R . .
H33C H 0.4127 0.8364 0.6046 0.087 Uiso 1 1 d R . .
C34 C 0.2003(2) 0.50412(12) 0.61350(7) 0.0482(4) Uani 1 1 d . . .
H34A H 0.2307 0.4436 0.6082 0.072 Uiso 1 1 d R . .
H34B H 0.1347 0.5246 0.5850 0.072 Uiso 1 1 d R . .
H34C H 0.1470 0.5067 0.6424 0.072 Uiso 1 1 d R . .
O1 O 0.52957(17) 0.32214(9) 0.77201(5) 0.0605(4) Uani 1 1 d . . .
H10 H 0.5364 0.3030 0.7397 0.091 Uiso 1 1 d R . .
C41 C 0.7996(3) 0.33085(15) 0.75901(8) 0.0657(6) Uani 1 1 d . . .
H41A H 0.7717 0.3156 0.7247 0.099 Uiso 1 1 d R . .
H41B H 0.8982 0.3066 0.7701 0.099 Uiso 1 1 d R . .
H41C H 0.8024 0.3947 0.7625 0.099 Uiso 1 1 d R . .
C42 C 0.6819(3) 0.29508(15) 0.78891(7) 0.0646(6) Uani 1 1 d . . .
H42A H 0.6870 0.2316 0.7882 0.078 Uiso 1 1 d R . .
H42B H 0.7056 0.3139 0.8225 0.078 Uiso 1 1 d R . .
O2 O 0.26429(14) 0.54876(8) 0.44610(5) 0.0498(3) Uani 1 1 d . . .
H2 H 0.1785 0.5836 0.4420 0.075 Uiso 1 1 d R . .
C51 C 0.3380(2) 0.41987(13) 0.49420(7) 0.0537(4) Uani 1 1 d . . .
H51A H 0.4179 0.4099 0.4737 0.081 Uiso 1 1 d R . .
H51B H 0.3044 0.3635 0.5060 0.081 Uiso 1 1 d R . .
H51C H 0.3754 0.4566 0.5221 0.081 Uiso 1 1 d R . .
C52 C 0.2110(2) 0.46698(12) 0.46413(7) 0.0474(4) Uani 1 1 d . . .
H52A H 0.1714 0.4304 0.4370 0.057 Uiso 1 1 d R . .
H52B H 0.1320 0.4781 0.4843 0.057 Uiso 1 1 d 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
N1 C8 1.363(2) . ?
N1 C7 1.454(2) . ?
N2 C8 1.345(2) . ?
N2 C12 1.364(2) . ?
N3 C17 1.371(2) . ?
N3 C16 1.459(2) . ?
N4 C17 1.346(2) . ?
N4 C21 1.352(2) . ?
N5 C25 1.374(2) . ?
N5 C24 1.459(2) . ?
N6 C25 1.357(2) . ?
N6 C29 1.357(2) . ?
C1 C2 1.411(2) . ?
C1 C6 1.413(2) . ?
C1 C7 1.517(2) . ?
C2 C3 1.406(2) . ?
C2 C32 1.522(2) . ?
C3 C4 1.412(2) . ?
C3 C16 1.520(2) . ?
C4 C5 1.406(2) . ?
C4 C33 1.515(2) . ?
C5 C6 1.402(2) . ?
C5 C24 1.522(2) . ?
C6 C34 1.521(2) . ?
C8 C9 1.414(2) . ?
C9 C10 1.374(3) . ?
C10 C11 1.406(3) . ?
C10 C14 1.511(3) . ?
C11 C12 1.375(3) . ?
C12 C15 1.502(3) . ?
C17 C18 1.409(2) . ?
C18 C19 1.378(3) . ?
C19 C20 1.400(3) . ?
C19 C22 1.512(3) . ?
C20 C21 1.380(3) . ?
C21 C23 1.510(3) . ?
C25 C26 1.405(2) . ?
C26 C27 1.389(2) . ?
C27 C28 1.396(3) . ?
C27 C30 1.512(2) . ?
C28 C29 1.385(2) . ?
C29 C31 1.510(3) . ?
O1 C42 1.442(3) . ?
C41 C42 1.489(3) . ?
O2 C52 1.427(2) . ?
C51 C52 1.503(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21155166
