#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/06/8100691.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_8100691
loop_
_publ_author_name
'Lecouvey, M.'
'Neuman, A.'
'Prangé, T.'
_publ_section_title
;
Crystal structure of 5,11,17,23-tetrakis-cyanomethyl 25,26,27,28-
tetrahydroxycalix[4]arene, C₃₆H₂₈N₄O₄, a test case on microcrystals 
using synchrotron radiation
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              445
_journal_page_last               447
_journal_volume                  217
_journal_year                    2002
_chemical_formula_structural     'C36 H28 N4 O4'
_chemical_formula_sum            'C36 H28 N4 O4'
_chemical_formula_weight         580.62
_chemical_name_common            'p-tetracyanomethyl calixarene[4]'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                90.11(10)
_cell_angle_beta                 108.27(10)
_cell_angle_gamma                108.30(10)
_cell_formula_units_Z            2
_cell_length_a                   8.980(3)
_cell_length_b                   13.450(3)
_cell_length_c                   13.460(3)
_cell_measurement_temperature    100(2)
_cell_volume                     1456(1)
_diffrn_ambient_temperature      100(2)
_exptl_crystal_density_diffrn    1.325
_cod_database_code               8100691
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1A O 0.3786(3) 0.35638(16) 0.66324(15) 0.0730(7) Uani 1 d D . .
H1A H 0.351(4) 0.2912(12) 0.651(3) 0.088 Uiso 1 d D . .
C1A C 0.5170(4) 0.4169(2) 0.6413(2) 0.0609(9) Uani 1 d . . .
C2A C 0.5581(4) 0.3788(2) 0.5605(2) 0.0637(9) Uani 1 d . . .
C3A C 0.6888(5) 0.4455(3) 0.5344(2) 0.0708(9) Uani 1 d . . .
H3A H 0.7170 0.4225 0.4797 0.085 Uiso 1 calc R . .
C4A C 0.7788(4) 0.5448(3) 0.5863(2) 0.0711(9) Uani 1 d . . .
C5A C 0.7385(4) 0.5782(2) 0.6688(2) 0.0698(9) Uani 1 d . . .
H5A H 0.8011 0.6445 0.7056 0.084 Uiso 1 calc R . .
C6A C 0.6073(4) 0.5155(2) 0.6982(2) 0.0623(9) Uani 1 d . . .
C7A C 0.9120(5) 0.6190(3) 0.5495(3) 0.0911(11) Uani 1 d . . .
H71A H 0.9054 0.5886 0.4823 0.109 Uiso 1 calc R . .
H72A H 0.8894 0.6849 0.5385 0.109 Uiso 1 calc R . .
C8A C 1.0752(6) 0.6409(4) 0.6203(3) 0.0973(12) Uani 1 d . . .
N9A N 1.2076(6) 0.6595(5) 0.6764(3) 0.158(2) Uani 1 d . . .
C10A C 0.5637(4) 0.5546(2) 0.7877(2) 0.0661(9) Uani 1 d . . .
H10A H 0.4440 0.5278 0.7714 0.079 Uiso 1 calc R . .
H11A H 0.5978 0.6309 0.7934 0.079 Uiso 1 calc R . .
O1B O 0.3311(3) 0.15030(16) 0.64904(16) 0.0725(7) Uani 1 d D . .
H1B H 0.334(4) 0.143(3) 0.7116(13) 0.087 Uiso 1 d D . .
C1B C 0.4643(4) 0.1311(2) 0.6309(2) 0.0577(8) Uani 1 d . . .
C2B C 0.5272(4) 0.05751(19) 0.6853(2) 0.0581(8) Uani 1 d . . .
C3B C 0.6545(4) 0.0373(2) 0.6617(2) 0.0605(9) Uani 1 d . . .
H3B H 0.6978 -0.0124 0.6965 0.073 Uiso 1 calc R . .
C4B C 0.7197(4) 0.0883(2) 0.5883(2) 0.0580(9) Uani 1 d . . .
C5B C 0.6545(4) 0.1616(2) 0.5376(2) 0.0604(9) Uani 1 d . . .
H5B H 0.6978 0.1963 0.4880 0.072 Uiso 1 calc R . .
C6B C 0.5273(4) 0.1855(2) 0.5576(2) 0.0585(8) Uani 1 d . . .
C7B C 0.867(3) 0.0734(19) 0.5778(17) 0.134(10) Uani 0.50 d P A 1
H71B H 0.8578 0.0002 0.5857 0.161 Uiso 0.50 calc PR A 1
H72B H 0.9617 0.1156 0.6365 0.161 Uiso 0.50 calc PR A 1
C8B C 0.9065(9) 0.0983(5) 0.4818(7) 0.0678(17) Uani 0.50 d P A 1
N9B N 0.9407(9) 0.1256(5) 0.4098(6) 0.0960(19) Uani 0.50 d P A 1
C7B' C 0.8624(12) 0.0648(10) 0.5624(11) 0.043(4) Uani 0.50 d P A 2
H73B H 0.8334 0.0574 0.4864 0.051 Uiso 0.50 calc PR A 2
H74B H 0.9610 0.1266 0.5895 0.051 Uiso 0.50 calc PR A 2
C8B' C 0.9041(9) -0.0179(6) 0.5968(5) 0.0717(19) Uani 0.50 d P A 2
N9B' N 0.9398(9) -0.0912(6) 0.6256(5) 0.0972(19) Uani 0.50 d P A 2
C10B C 0.4639(4) 0.2696(2) 0.5017(2) 0.0701(9) Uani 1 d . . .
H10B H 0.4737 0.2696 0.4319 0.084 Uiso 1 calc R . .
H11B H 0.3471 0.2523 0.4935 0.084 Uiso 1 calc R . .
O1C O 0.3782(3) 0.16197(15) 0.85527(16) 0.0736(7) Uani 1 d D . .
H1C H 0.377(4) 0.2228(13) 0.870(3) 0.088 Uiso 1 d D . .
C1C C 0.5181(4) 0.1410(2) 0.9166(2) 0.0608(8) Uani 1 d . . .
C2C C 0.6078(4) 0.1983(2) 1.0158(2) 0.0635(9) Uani 1 d . . .
C3C C 0.7387(4) 0.1689(2) 1.0783(2) 0.0696(9) Uani 1 d . . .
H3C H 0.8015 0.2058 1.1444 0.084 Uiso 1 calc R . .
C4C C 0.7783(4) 0.0864(2) 1.0451(3) 0.0721(9) Uani 1 d . . .
C5C C 0.6885(4) 0.0344(2) 0.9451(3) 0.0716(9) Uani 1 d . . .
H5C H 0.7173 -0.0198 0.9219 0.086 Uiso 1 calc R . .
C6C C 0.5576(4) 0.0603(2) 0.8787(2) 0.0646(9) Uani 1 d . . .
C7C C 0.9130(5) 0.0499(3) 1.1191(3) 0.0894(11) Uani 1 d . . .
H71C H 0.8909 0.0387 1.1850 0.107 Uiso 1 calc R . .
H72C H 0.9062 -0.0174 1.0884 0.107 Uiso 1 calc R . .
C8C C 1.0757(6) 0.1200(3) 1.1408(4) 0.0973(12) Uani 1 d . . .
N9C N 1.2080(6) 0.1767(3) 1.1599(5) 0.160(2) Uani 1 d . . .
C10C C 0.4636(4) 0.0017(2) 0.7692(2) 0.0693(9) Uani 1 d . . .
H10C H 0.3468 -0.0064 0.7519 0.083 Uiso 1 calc R . .
H11C H 0.4730 -0.0682 0.7691 0.083 Uiso 1 calc R . .
O1D O 0.4104(3) 0.36563(16) 0.86673(15) 0.0708(7) Uani 1 d D . .
H1D H 0.388(4) 0.372(3) 0.8040(17) 0.085 Uiso 1 d D . .
C1D C 0.5696(4) 0.4267(2) 0.9266(2) 0.0561(8) Uani 1 d . . .
C2D C 0.6457(4) 0.5209(2) 0.8928(2) 0.0563(8) Uani 1 d . . .
C3D C 0.7993(4) 0.5832(2) 0.9585(2) 0.0624(9) Uani 1 d . . .
H3D H 0.8522 0.6471 0.9382 0.075 Uiso 1 calc R . .
C4D C 0.8773(4) 0.5536(2) 1.0538(2) 0.0614(8) Uani 1 d . . .
C5D C 0.7992(4) 0.4585(2) 1.0832(2) 0.0622(9) Uani 1 d . . .
H5D H 0.8516 0.4382 1.1471 0.075 Uiso 1 calc R . .
C6D C 0.6455(4) 0.3927(2) 1.0206(2) 0.0576(8) Uani 1 d . . .
C7D C 1.043(2) 0.630(2) 1.1246(19) 0.072(9) Uani 0.50 d P B 1
H71D H 1.1271 0.5963 1.1438 0.086 Uiso 0.50 calc PR B 1
H72D H 1.0809 0.6910 1.0889 0.086 Uiso 0.50 calc PR B 1
C8D C 1.0113(11) 0.6634(10) 1.2207(10) 0.099(3) Uani 0.50 d P B 1
N9D N 0.9788(14) 0.6964(13) 1.2874(9) 0.198(7) Uani 0.50 d P B 1
C7D' C 1.039(3) 0.628(2) 1.133(2) 0.089(10) Uani 0.50 d P B 2
H73D H 1.0760 0.5918 1.1938 0.107 Uiso 0.50 calc PR B 2
H74D H 1.1254 0.6477 1.1008 0.107 Uiso 0.50 calc PR B 2
C8D' C 1.0108(11) 0.7200(10) 1.1657(10) 0.105(3) Uani 0.50 d P B 2
N9D' N 0.9815(12) 0.7875(9) 1.1941(12) 0.187(6) Uani 0.50 d P B 2
C10D C 0.5635(4) 0.2874(2) 1.0546(2) 0.0667(9) Uani 1 d . . .
H10D H 0.5974 0.2933 1.1308 0.080 Uiso 1 calc R . .
H11D H 0.4438 0.2708 1.0277 0.080 Uiso 1 calc 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
O1A C1A 1.375(4) . ?
C1A C6A 1.391(4) . ?
C1A C2A 1.397(4) . ?
C2A C3A 1.381(5) . ?
C2A C10B 1.515(5) . ?
C3A C4A 1.374(5) . ?
C4A C5A 1.386(5) . ?
C4A C7A 1.515(5) . ?
C5A C6A 1.388(5) . ?
C6A C10A 1.517(4) . ?
C7A C8A 1.412(6) . ?
C8A N9A 1.138(5) . ?
C10A C2D 1.519(4) . ?
O1B C1B 1.391(4) . ?
C1B C6B 1.386(4) . ?
C1B C2B 1.388(4) . ?
C2B C3B 1.380(4) . ?
C2B C10C 1.518(4) . ?
C3B C4B 1.380(5) . ?
C4B C5B 1.376(4) . ?
C4B C7B 1.45(3) . ?
C4B C7B' 1.549(16) . ?
C5B C6B 1.379(4) . ?
C6B C10B 1.520(4) . ?
C7B C8B 1.46(2) . ?
C8B N9B 1.133(10) . ?
C7B' C8B' 1.321(17) . ?
C8B' N9B' 1.160(9) . ?
O1C C1C 1.383(4) . ?
C1C C6C 1.385(4) . ?
C1C C2C 1.398(4) . ?
C2C C3C 1.385(5) . ?
C2C C10D 1.515(4) . ?
C3C C4C 1.379(5) . ?
C4C C5C 1.383(5) . ?
C4C C7C 1.522(5) . ?
C5C C6C 1.378(5) . ?
C6C C10C 1.518(5) . ?
C7C C8C 1.405(6) . ?
C8C N9C 1.139(5) . ?
O1D C1D 1.380(4) . ?
C1D C6D 1.390(4) . ?
C1D C2D 1.390(4) . ?
C2D C3D 1.376(5) . ?
C3D C4D 1.382(4) . ?
C4D C5D 1.377(4) . ?
C4D C7D 1.53(2) . ?
C4D C7D' 1.54(3) . ?
C5D C6D 1.377(5) . ?
C6D C10D 1.522(4) . ?
C7D C8D 1.50(3) . ?
C8D N9D 1.155(15) . ?
C7D' C8D' 1.44(3) . ?
C8D' N9D' 1.118(13) . ?
