#------------------------------------------------------------------------------
#$Date: 2018-01-29 18:27:42 +0200 (Mon, 29 Jan 2018) $
#$Revision: 205842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/12/4021262.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_4021262
loop_
_publ_author_name
'Hatem Halouani'
'Isabelle Dumazet-Bonnamour'
'Monique Perrin'
'Roger Lamartine'
_publ_section_title
;
 First Synthesis and Structure of β-Ketoimine Calix[4]arenes:
 Complexation and Extraction Studies
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6521
_journal_page_last               6527
_journal_paper_doi               10.1021/jo0495485
_journal_volume                  69
_journal_year                    2004
_chemical_formula_moiety         'C36 H34 O4 N2,C2 H3 N1'
_chemical_formula_sum            'C38 H37 N3 O4'
_chemical_formula_weight         599.71
_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                 103.04(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.604(2)
_cell_length_b                   20.826(4)
_cell_length_c                   14.896(3)
_cell_measurement_temperature    173(2)
_cell_volume                     3204.8(11)
_diffrn_ambient_temperature      173(2)
_exptl_crystal_density_diffrn    1.243
_cod_depositor_comments
;
 Marking attached hydrogen atoms.

 Antanas Vaitkus,
 2018-01-29
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4021262
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
_atom_site_attached_hydrogens
O25 O 0.3842(2) 0.00786(10) 0.14543(14) 0.0429(6) Uani 1 1 d . . . 0
O27 O 0.1194(2) 0.01571(9) 0.35051(14) 0.0405(6) Uani 1 1 d . . . 0
O28 O 0.3751(2) -0.00139(10) 0.34913(15) 0.0465(6) Uani 1 1 d . . . 0
H28 H 0.3115 0.0105 0.3698 0.070 Uiso 1 1 calc R . . 0
O26 O 0.1274(2) -0.00358(10) 0.15338(15) 0.0456(6) Uani 1 1 d . . . 0
H26 H 0.1925 0.0045 0.1320 0.068 Uiso 1 1 calc R . . 0
C1 C 0.5832(4) -0.05164(16) 0.2881(2) 0.0481(10) Uani 1 1 d . . . 0
H1A H 0.6779 -0.0574 0.2972 0.058 Uiso 1 1 calc R . . 0
H1B H 0.5643 -0.0051 0.2832 0.058 Uiso 1 1 calc R . . 0
C2 C 0.5388(4) -0.07899(16) 0.3701(2) 0.0439(9) Uani 1 1 d . . . 0
C3 C 0.6010(4) -0.13210(17) 0.4172(3) 0.0574(11) Uani 1 1 d . . . 0
H3 H 0.6755 -0.1490 0.4003 0.069 Uiso 1 1 calc R . . 0
C4 C 0.5569(4) -0.16054(19) 0.4875(3) 0.0583(11) Uani 1 1 d . . . 0
H4 H 0.5987 -0.1976 0.5177 0.070 Uiso 1 1 calc R . . 0
C5 C 0.4504(4) -0.13434(16) 0.5139(2) 0.0504(10) Uani 1 1 d . . . 0
H5 H 0.4200 -0.1539 0.5627 0.060 Uiso 1 1 calc R . . 0
C6 C 0.3868(3) -0.08033(15) 0.4711(2) 0.0396(9) Uani 1 1 d . . . 0
C7 C 0.2698(4) -0.05331(16) 0.5011(2) 0.0453(10) Uani 1 1 d . . . 0
H7A H 0.2750 -0.0648 0.5663 0.054 Uiso 1 1 calc R . . 0
H7B H 0.2704 -0.0059 0.4965 0.054 Uiso 1 1 calc R . . 0
C8 C 0.1454(4) -0.07899(15) 0.4423(2) 0.0377(9) Uani 1 1 d . . . 0
C9 C 0.1009(4) -0.13965(15) 0.4594(2) 0.0422(9) Uani 1 1 d . . . 0
H9 H 0.1446 -0.1633 0.5117 0.051 Uiso 1 1 calc R . . 0
C10 C -0.0062(4) -0.16541(17) 0.4007(3) 0.0479(10) Uani 1 1 d . . . 0
H10 H -0.0377 -0.2062 0.4139 0.057 Uiso 1 1 calc R . . 0
C11 C -0.0685(4) -0.13245(15) 0.3227(2) 0.0443(9) Uani 1 1 d . . . 0
H11 H -0.1400 -0.1518 0.2816 0.053 Uiso 1 1 calc R . . 0
C12 C -0.0282(3) -0.07153(15) 0.3032(2) 0.0378(9) Uani 1 1 d . . . 0
C13 C -0.0915(4) -0.03872(15) 0.2132(2) 0.0411(9) Uani 1 1 d . . . 0
H13A H -0.1868 -0.0403 0.2048 0.049 Uiso 1 1 calc R . . 0
H13B H -0.0649 0.0069 0.2159 0.049 Uiso 1 1 calc R . . 0
C14 C -0.0535(4) -0.07088(15) 0.1321(2) 0.0409(9) Uani 1 1 d . . . 0
C15 C -0.1270(4) -0.12039(17) 0.0846(3) 0.0519(10) Uani 1 1 d . . . 0
H15 H -0.2044 -0.1329 0.1017 0.062 Uiso 1 1 calc R . . 0
C16 C -0.0907(5) -0.15182(19) 0.0132(3) 0.0618(12) Uani 1 1 d . . . 0
H16 H -0.1414 -0.1862 -0.0177 0.074 Uiso 1 1 calc R . . 0
C17 C 0.0204(4) -0.13270(17) -0.0129(2) 0.0554(11) Uani 1 1 d . . . 0
H17 H 0.0457 -0.1545 -0.0620 0.067 Uiso 1 1 calc R . . 0
C18 C 0.0963(4) -0.08241(16) 0.0307(2) 0.0435(9) Uani 1 1 d . . . 0
C19 C 0.2172(4) -0.06211(17) 0.0005(2) 0.0504(10) Uani 1 1 d . . . 0
H19A H 0.2237 -0.0147 0.0024 0.060 Uiso 1 1 calc R . . 0
H19B H 0.2107 -0.0760 -0.0640 0.060 Uiso 1 1 calc R . . 0
C20 C 0.3390(4) -0.09077(16) 0.0616(2) 0.0446(10) Uani 1 1 d . . . 0
C21 C 0.3724(4) -0.15428(18) 0.0507(3) 0.0544(11) Uani 1 1 d . . . 0
H21 H 0.3232 -0.1786 0.0011 0.065 Uiso 1 1 calc R . . 0
C22 C 0.4759(4) -0.18283(18) 0.1107(3) 0.0610(12) Uani 1 1 d . . . 0
H22 H 0.4998 -0.2258 0.1009 0.073 Uiso 1 1 calc R . . 0
C23 C 0.5442(4) -0.14834(18) 0.1851(3) 0.0572(11) Uani 1 1 d . . . 0
H23 H 0.6133 -0.1686 0.2273 0.069 Uiso 1 1 calc R . . 0
C24 C 0.5145(4) -0.08506(16) 0.1999(3) 0.0437(9) Uani 1 1 d . . . 0
C25 C 0.4149(4) -0.05671(15) 0.1348(2) 0.0417(9) Uani 1 1 d . . . 0
C26 C 0.0583(4) -0.05252(15) 0.1043(2) 0.0398(9) Uani 1 1 d . . . 0
C27 C 0.0759(4) -0.04554(14) 0.3658(2) 0.0359(9) Uani 1 1 d . . . 0
C28 C 0.4321(4) -0.05392(15) 0.3982(2) 0.0401(9) Uani 1 1 d . . . 0
C250 C 0.4475(4) 0.05166(15) 0.0940(2) 0.0518(11) Uani 1 1 d . . . 0
H25A H 0.4107 0.0468 0.0271 0.062 Uiso 1 1 calc R . . 0
H25B H 0.5413 0.0421 0.1062 0.062 Uiso 1 1 calc R . . 0
C251 C 0.4265(4) 0.11922(15) 0.1241(2) 0.0512(11) Uani 1 1 d . . . 0
H25C H 0.3325 0.1267 0.1162 0.061 Uiso 1 1 calc R . . 0
H25D H 0.4587 0.1498 0.0835 0.061 Uiso 1 1 calc R . . 0
C252 C 0.4940(4) 0.13300(17) 0.2238(2) 0.0510(10) Uani 1 1 d . . . 0
H25E H 0.4775 0.1781 0.2388 0.061 Uiso 1 1 calc R . . 0
H25F H 0.4575 0.1048 0.2651 0.061 Uiso 1 1 calc R . . 0
C253 C 0.6326(5) 0.1224(2) 0.2397(3) 0.0704(13) Uani 1 1 d . . . 0
N254 N 0.7401(5) 0.1118(2) 0.2506(4) 0.124(2) Uani 1 1 d . . . 0
C270 C 0.0605(4) 0.06626(14) 0.3940(2) 0.0456(10) Uani 1 1 d . . . 0
H27A H 0.0791 0.0599 0.4616 0.055 Uiso 1 1 calc R . . 0
H27B H -0.0345 0.0665 0.3701 0.055 Uiso 1 1 calc R . . 0
C271 C 0.1184(4) 0.12817(14) 0.3711(2) 0.0481(10) Uani 1 1 d . . . 0
H27C H 0.2136 0.1264 0.3933 0.058 Uiso 1 1 calc R . . 0
H27D H 0.0856 0.1640 0.4031 0.058 Uiso 1 1 calc R . . 0
C272 C 0.0851(4) 0.14094(15) 0.2674(2) 0.0474(10) Uani 1 1 d . . . 0
H27E H 0.0960 0.1009 0.2342 0.057 Uiso 1 1 calc R . . 0
H27F H -0.0066 0.1543 0.2480 0.057 Uiso 1 1 calc R . . 0
C273 C 0.1686(4) 0.19152(17) 0.2424(2) 0.0482(10) Uani 1 1 d . . . 0
N274 N 0.2359(4) 0.22981(16) 0.2249(2) 0.0676(11) Uani 1 1 d . . . 0
C100 C 0.7608(4) 0.17437(19) 0.7423(3) 0.0632(12) Uani 1 1 d . . . 3
C101 C 0.8216(8) 0.2199(4) 0.7984(5) 0.063(2) Uani 0.580(5) 1 d P A 1 0
N100 N 0.8789(9) 0.2575(3) 0.8508(5) 0.119(4) Uani 0.580(5) 1 d P A 1 0
C102 C 0.7606(14) 0.2260(6) 0.6917(7) 0.099(5) Uani 0.420(5) 1 d P A 2 0
N101 N 0.7577(18) 0.2710(5) 0.6442(7) 0.180(8) Uani 0.420(5) 1 d P A 2 0
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
O25 C25 1.401(4) . ?
O25 C250 1.450(4) . ?
O27 C27 1.393(4) . ?
O27 C270 1.450(4) . ?
O28 C28 1.377(4) . ?
O28 H28 0.8400 . ?
O26 C26 1.367(4) . ?
O26 H26 0.8400 . ?
C1 C2 1.515(5) . ?
C1 C24 1.520(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C28 1.393(5) . ?
C2 C3 1.393(5) . ?
C3 C4 1.374(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(5) . ?
C5 H5 0.9500 . ?
C6 C28 1.396(5) . ?
C6 C7 1.518(5) . ?
C7 C8 1.507(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.392(4) . ?
C8 C27 1.396(5) . ?
C9 C10 1.377(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.383(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(4) . ?
C11 H11 0.9500 . ?
C12 C27 1.384(5) . ?
C12 C13 1.519(4) . ?
C13 C14 1.513(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.387(5) . ?
C14 C26 1.396(5) . ?
C15 C16 1.375(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.380(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.389(5) . ?
C17 H17 0.9500 . ?
C18 C26 1.397(5) . ?
C18 C19 1.511(5) . ?
C19 C20 1.524(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.388(5) . ?
C20 C25 1.395(5) . ?
C21 C22 1.383(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.380(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.384(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.393(5) . ?
C250 C251 1.508(4) . ?
C250 H25A 0.9900 . ?
C250 H25B 0.9900 . ?
C251 C252 1.524(5) . ?
C251 H25C 0.9900 . ?
C251 H25D 0.9900 . ?
C252 C253 1.453(6) . ?
C252 H25E 0.9900 . ?
C252 H25F 0.9900 . ?
C253 N254 1.136(5) . ?
C270 C271 1.500(5) . ?
C270 H27A 0.9900 . ?
C270 H27B 0.9900 . ?
C271 C272 1.528(4) . ?
C271 H27C 0.9900 . ?
C271 H27D 0.9900 . ?
C272 C273 1.476(5) . ?
C272 H27E 0.9900 . ?
C272 H27F 0.9900 . ?
C273 N274 1.140(5) . ?
C100 C102 1.313(14) . ?
C100 C101 1.330(9) . ?
C101 N100 1.173(9) . ?
C102 N101 1.170(15) . ?
