#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/08/4020829.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_4020829
loop_
_publ_author_name
'Samah Simaan'
'Silvio E. Biali'
_publ_section_title
;
 A "Classical" Tetrahydroxycalix[4]arene Adopting the
 1,2-Alternate Conformation
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              95
_journal_page_last               98
_journal_paper_doi               10.1021/jo035573j
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C64 H78 Cl6 O4'
_chemical_formula_weight         1123.96
_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                102.905(3)
_cell_angle_beta                 105.500(3)
_cell_angle_gamma                107.444(3)
_cell_formula_units_Z            1
_cell_length_a                   9.654(2)
_cell_length_b                   12.542(2)
_cell_length_c                   13.779(3)
_cell_measurement_temperature    100.0(2)
_cell_volume                     1447.7(5)
_diffrn_ambient_temperature      100(2)
_exptl_crystal_density_diffrn    1.289
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4020829
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.64681(19) 0.71521(16) 0.54453(14) 0.0178(4) Uani 1 1 d . . .
H1O1 H 0.6784 0.6603 0.5294 0.032(9) Uiso 1 1 calc R . .
O2 O 0.3325(2) 0.49986(15) 0.53867(13) 0.0170(4) Uani 1 1 d . . .
H2O2 H 0.3346 0.5440 0.5009 0.032(9) Uiso 1 1 calc R . .
C1 C 0.5115(3) 0.6927(2) 0.46426(19) 0.0143(5) Uani 1 1 d . . .
C2 C 0.4909(3) 0.6481(2) 0.35755(19) 0.0139(4) Uani 1 1 d . . .
C3 C 0.3491(3) 0.6249(2) 0.28045(19) 0.0143(4) Uani 1 1 d . . .
H3 H 0.3339 0.5924 0.2074 0.017 Uiso 1 1 calc R . .
C4 C 0.2287(3) 0.6475(2) 0.30641(19) 0.0145(5) Uani 1 1 d . A .
C5 C 0.2557(3) 0.6957(2) 0.41375(19) 0.0142(4) Uani 1 1 d . . .
H5 H 0.1766 0.7147 0.4333 0.017 Uiso 1 1 calc R . .
C6 C 0.3942(3) 0.71744(19) 0.49427(18) 0.0128(4) Uani 1 1 d . . .
C7 C 0.4226(3) 0.7701(2) 0.61253(18) 0.0134(4) Uani 1 1 d . . .
H7 H 0.5305 0.8320 0.6427 0.016 Uiso 1 1 calc R . .
C8 C 0.3924(3) 0.5682(2) 0.64498(18) 0.0132(4) Uani 1 1 d . . .
C9 C 0.4272(3) 0.6890(2) 0.68081(18) 0.0135(4) Uani 1 1 d . . .
C10 C 0.4787(3) 0.7457(2) 0.79059(19) 0.0147(5) Uani 1 1 d . . .
H10 H 0.5029 0.8284 0.8158 0.018 Uiso 1 1 calc R . .
C11 C 0.4964(3) 0.6877(2) 0.86451(19) 0.0148(5) Uani 1 1 d . . .
C12 C 0.4629(3) 0.5667(2) 0.82468(19) 0.0154(5) Uani 1 1 d . . .
H12 H 0.4753 0.5244 0.8735 0.018 Uiso 1 1 calc R . .
C13 C 0.4125(3) 0.5063(2) 0.71686(19) 0.0141(5) Uani 1 1 d . . .
C14 C 0.3816(3) 0.3764(2) 0.6774(2) 0.0150(5) Uani 1 1 d . . .
H14A H 0.2814 0.3356 0.6164 0.018 Uiso 1 1 calc R . .
H14B H 0.3715 0.3429 0.7349 0.018 Uiso 1 1 calc R . .
C15 C 0.0756(3) 0.6252(2) 0.2201(2) 0.0191(5) Uani 1 1 d . . .
C16 C 0.0044(5) 0.4931(4) 0.1466(4) 0.0277(12) Uiso 0.706(12) 1 d P A 1
H16A H -0.0201 0.4414 0.1887 0.042 Uiso 0.706(12) 1 calc PR A 1
H16B H 0.0795 0.4761 0.1163 0.042 Uiso 0.706(12) 1 calc PR A 1
H16C H -0.0910 0.4789 0.0888 0.042 Uiso 0.706(12) 1 calc PR A 1
C17 C 0.1002(5) 0.7028(4) 0.1546(4) 0.0218(10) Uiso 0.706(12) 1 d P A 1
H17A H 0.0019 0.6823 0.0967 0.033 Uiso 0.706(12) 1 calc PR A 1
H17B H 0.1780 0.6918 0.1243 0.033 Uiso 0.706(12) 1 calc PR A 1
H17C H 0.1371 0.7856 0.1993 0.033 Uiso 0.706(12) 1 calc PR A 1
C18 C -0.0472(5) 0.6419(5) 0.2688(3) 0.0181(9) Uiso 0.706(12) 1 d P A 1
H18A H -0.1458 0.6216 0.2112 0.027 Uiso 0.706(12) 1 calc PR A 1
H18B H -0.0104 0.7246 0.3138 0.027 Uiso 0.706(12) 1 calc PR A 1
H18C H -0.0630 0.5902 0.3120 0.027 Uiso 0.706(12) 1 calc PR A 1
C161 C 0.0369(17) 0.5284(13) 0.1188(11) 0.046(4) Uiso 0.294(12) 1 d P A 2
H16D H 0.0354 0.4557 0.1347 0.070 Uiso 0.294(12) 1 calc PR A 2
H16E H 0.1155 0.5521 0.0869 0.070 Uiso 0.294(12) 1 calc PR A 2
H16F H -0.0656 0.5140 0.0687 0.070 Uiso 0.294(12) 1 calc PR A 2
C171 C 0.1066(12) 0.7466(11) 0.1880(10) 0.027(3) Uiso 0.294(12) 1 d P A 2
H17D H 0.0145 0.7366 0.1296 0.041 Uiso 0.294(12) 1 calc PR A 2
H17E H 0.1965 0.7624 0.1654 0.041 Uiso 0.294(12) 1 calc PR A 2
H17F H 0.1272 0.8133 0.2501 0.041 Uiso 0.294(12) 1 calc PR A 2
C181 C -0.0571(14) 0.6024(15) 0.2528(10) 0.031(3) Uiso 0.294(12) 1 d P A 2
H18D H -0.0413 0.6725 0.3097 0.046 Uiso 0.294(12) 1 calc PR A 2
H18E H -0.0696 0.5350 0.2790 0.046 Uiso 0.294(12) 1 calc PR A 2
H18F H -0.1507 0.5843 0.1918 0.046 Uiso 0.294(12) 1 calc PR A 2
C19 C 0.5535(3) 0.7494(2) 0.98476(19) 0.0187(5) Uani 1 1 d . . .
C20 C 0.5826(4) 0.8805(3) 1.0132(2) 0.0312(7) Uani 1 1 d . . .
H20A H 0.4855 0.8901 0.9808 0.047 Uiso 1 1 calc R . .
H20B H 0.6611 0.9194 0.9862 0.047 Uiso 1 1 calc R . .
H20C H 0.6200 0.9165 1.0909 0.047 Uiso 1 1 calc R . .
C21 C 0.4315(3) 0.6923(3) 1.0289(2) 0.0266(6) Uani 1 1 d . . .
H21A H 0.4690 0.7315 1.1062 0.040 Uiso 1 1 calc R . .
H21B H 0.4133 0.6081 1.0138 0.040 Uiso 1 1 calc R . .
H21C H 0.3341 0.7006 0.9949 0.040 Uiso 1 1 calc R . .
C22 C 0.7055(3) 0.7365(3) 1.0390(2) 0.0296(6) Uani 1 1 d . . .
H22A H 0.7851 0.7746 1.0124 0.044 Uiso 1 1 calc R . .
H22B H 0.6879 0.6523 1.0229 0.044 Uiso 1 1 calc R . .
H22C H 0.7408 0.7743 1.1164 0.044 Uiso 1 1 calc R . .
C23 C 0.3196(3) 0.8394(2) 0.62662(17) 0.0142(5) Uani 1 1 d . . .
C24 C 0.3789(3) 0.9602(2) 0.6405(2) 0.0209(5) Uani 1 1 d . . .
C25 C 0.2840(4) 1.0241(2) 0.6454(2) 0.0255(6) Uani 1 1 d . . .
H25 H 0.3261 1.1065 0.6563 0.031 Uiso 1 1 calc R . .
C26 C 0.1309(4) 0.9717(3) 0.6352(2) 0.0253(6) Uani 1 1 d . . .
C27 C 0.0737(3) 0.8526(2) 0.6205(2) 0.0220(5) Uani 1 1 d . . .
H27 H -0.0322 0.8148 0.6119 0.026 Uiso 1 1 calc R . .
C28 C 0.1646(3) 0.7847(2) 0.61762(19) 0.0174(5) Uani 1 1 d . . .
C29 C 0.5432(4) 1.0239(2) 0.6489(3) 0.0312(7) Uani 1 1 d . . .
H29A H 0.5593 1.1055 0.6513 0.047 Uiso 1 1 calc R . .
H29B H 0.5611 0.9832 0.5868 0.047 Uiso 1 1 calc R . .
H29C H 0.6162 1.0244 0.7141 0.047 Uiso 1 1 calc R . .
C30 C 0.0296(4) 1.0423(3) 0.6387(3) 0.0388(8) Uani 1 1 d . . .
H30A H 0.0512 1.0859 0.7130 0.058 Uiso 1 1 calc R . .
H30B H -0.0801 0.9886 0.6052 0.058 Uiso 1 1 calc R . .
H30C H 0.0518 1.0983 0.6000 0.058 Uiso 1 1 calc R . .
C31 C 0.0906(3) 0.6554(2) 0.6023(2) 0.0232(5) Uani 1 1 d . . .
H31A H 0.1259 0.6420 0.6705 0.035 Uiso 1 1 calc R . .
H31B H 0.1203 0.6092 0.5500 0.035 Uiso 1 1 calc R . .
H31C H -0.0229 0.6306 0.5764 0.035 Uiso 1 1 calc R . .
Cl1 Cl 1.09672(10) 0.82205(8) 0.95474(7) 0.0408(2) Uani 1 1 d . . .
Cl2 Cl 0.81842(9) 0.68785(9) 0.76875(7) 0.0439(2) Uani 1 1 d . . .
Cl3 Cl 0.91675(14) 0.93972(10) 0.85322(9) 0.0606(3) Uani 1 1 d . . .
C32 C 0.9786(4) 0.8219(3) 0.8338(3) 0.0376(7) Uani 1 1 d . . .
H32 H 1.0415 0.8316 0.7870 0.045 Uiso 1 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
O1 C1 1.370(3) . ?
O2 C8 1.380(3) . ?
C1 C2 1.387(3) . ?
C1 C6 1.398(3) . ?
C2 C3 1.390(3) . ?
C2 C14 1.523(3) 2_666 ?
C3 C4 1.390(3) . ?
C4 C5 1.386(3) . ?
C4 C15 1.530(3) . ?
C5 C6 1.395(3) . ?
C6 C7 1.529(3) . ?
C7 C23 1.526(3) . ?
C7 C9 1.534(3) . ?
C8 C9 1.387(3) . ?
C8 C13 1.398(3) . ?
C9 C10 1.395(3) . ?
C10 C11 1.381(3) . ?
C11 C12 1.396(3) . ?
C11 C19 1.527(3) . ?
C12 C13 1.381(3) . ?
C13 C14 1.505(3) . ?
C14 C2 1.523(3) 2_666 ?
C15 C181 1.440(12) . ?
C15 C17 1.479(5) . ?
C15 C161 1.501(13) . ?
C15 C18 1.553(5) . ?
C15 C16 1.561(5) . ?
C15 C171 1.644(11) . ?
C19 C20 1.521(4) . ?
C19 C21 1.530(4) . ?
C19 C22 1.532(4) . ?
C23 C24 1.398(3) . ?
C23 C28 1.405(4) . ?
C24 C25 1.390(4) . ?
C24 C29 1.507(4) . ?
C25 C26 1.379(4) . ?
C26 C27 1.374(4) . ?
C26 C30 1.505(4) . ?
C27 C28 1.396(3) . ?
C28 C31 1.502(4) . ?
Cl1 C32 1.749(3) . ?
Cl2 C32 1.746(4) . ?
Cl3 C32 1.746(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139089606
