#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/08/4020808.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_4020808
loop_
_publ_author_name
'Mirela Balog'
'Ion Grosu'
'Gérard Plé'
'Yvan Ramondenc'
'Eric Condamine'
'Richard A. Varga'
_publ_section_title
;
 Design and Synthesis of New Macrocyclic Cyclophanes
 Using 1,3-Dioxane Units as Bridges: A Molecular "Rocking Chair"
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1337
_journal_page_last               1345
_journal_paper_doi               10.1021/jo0353987
_journal_volume                  69
_journal_year                    2004
_chemical_formula_moiety         'C28 H32 O8'
_chemical_formula_sum            'C28 H32 O8'
_chemical_formula_weight         496.54
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 100.497(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   25.067(3)
_cell_length_b                   5.9507(8)
_cell_length_c                   33.816(5)
_cell_measurement_temperature    297(2)
_cell_volume                     4959.9(12)
_diffrn_ambient_temperature      297(2)
_exptl_crystal_density_diffrn    1.330
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4020808
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
C1 C 0.59900(10) 0.4950(4) 0.07852(7) 0.0481(6) Uani 1 1 d . . .
C2 C 0.65519(11) 0.4345(5) 0.09712(8) 0.0548(7) Uani 1 1 d . . .
C4 C 0.70331(11) 0.1864(6) 0.14762(9) 0.0797(10) Uani 1 1 d . . .
H4A H 0.7255 0.3169 0.1565 0.096 Uiso 1 1 calc R . .
H4B H 0.7246 0.0827 0.1347 0.096 Uiso 1 1 calc R . .
C5 C 0.68513(9) 0.0743(5) 0.18312(8) 0.0524(7) Uani 1 1 d . . .
C6 C 0.65335(9) 0.2386(4) 0.20456(8) 0.0489(6) Uani 1 1 d . . .
H6A H 0.6774 0.3569 0.2169 0.059 Uiso 1 1 calc R . .
H6B H 0.6248 0.3073 0.1851 0.059 Uiso 1 1 calc R . .
C8 C 0.59481(9) -0.0522(4) 0.21963(6) 0.0398(5) Uani 1 1 d . . .
C9 C 0.54335(8) 0.0320(4) 0.19193(6) 0.0349(5) Uani 1 1 d . . .
C10 C 0.52100(9) 0.2388(4) 0.19898(6) 0.0393(5) Uani 1 1 d . . .
H10 H 0.5398 0.3335 0.2186 0.047 Uiso 1 1 calc R . .
C11 C 0.47152(9) 0.3062(4) 0.17741(6) 0.0387(5) Uani 1 1 d . . .
H11 H 0.4575 0.4454 0.1827 0.046 Uiso 1 1 calc R . .
C12 C 0.44220(8) 0.1697(3) 0.14787(6) 0.0334(5) Uani 1 1 d . . .
C13 C 0.38565(9) 0.2353(4) 0.12718(6) 0.0371(5) Uani 1 1 d . . .
C15 C 0.33447(10) 0.5580(4) 0.10217(8) 0.0526(7) Uani 1 1 d . . .
H15A H 0.3377 0.7194 0.0993 0.063 Uiso 1 1 calc R . .
H15B H 0.3064 0.5306 0.1179 0.063 Uiso 1 1 calc R . .
C16 C 0.31672(9) 0.4548(4) 0.06038(7) 0.0416(6) Uani 1 1 d . . .
C17 C 0.34500(10) 0.5665(5) 0.02967(8) 0.0576(7) Uani 1 1 d . . .
H17A H 0.3315 0.5046 0.0032 0.069 Uiso 1 1 calc R . .
H17B H 0.3375 0.7265 0.0288 0.069 Uiso 1 1 calc R . .
C19 C 0.43633(10) 0.6808(4) 0.03034(7) 0.0468(6) Uani 1 1 d . . .
C20 C 0.49307(10) 0.6148(4) 0.04676(7) 0.0444(6) Uani 1 1 d . . .
C21 C 0.53556(11) 0.7528(4) 0.04118(8) 0.0556(7) Uani 1 1 d . . .
H21 H 0.5286 0.8863 0.0269 0.067 Uiso 1 1 calc R . .
C22 C 0.58834(11) 0.6920(5) 0.05687(8) 0.0564(7) Uani 1 1 d . . .
H22 H 0.6169 0.7840 0.0528 0.068 Uiso 1 1 calc R . .
C23 C 0.64679(10) -0.1204(4) 0.16865(7) 0.0534(7) Uani 1 1 d . . .
H23A H 0.6183 -0.0678 0.1473 0.064 Uiso 1 1 calc R . .
H23B H 0.6667 -0.2373 0.1576 0.064 Uiso 1 1 calc R . .
C25 C 0.51428(9) -0.1039(4) 0.16229(6) 0.0389(5) Uani 1 1 d . . .
H25 H 0.5284 -0.2427 0.1569 0.047 Uiso 1 1 calc R . .
C26 C 0.46458(9) -0.0363(4) 0.14061(6) 0.0387(5) Uani 1 1 d . . .
H26 H 0.4459 -0.1305 0.1209 0.046 Uiso 1 1 calc R . .
C28 C 0.32726(9) 0.2013(4) 0.06310(7) 0.0456(6) Uani 1 1 d . . .
H28A H 0.2977 0.1298 0.0732 0.055 Uiso 1 1 calc R . .
H28B H 0.3270 0.1439 0.0362 0.055 Uiso 1 1 calc R . .
C29 C 0.50364(10) 0.4159(4) 0.06788(8) 0.0534(7) Uani 1 1 d . . .
H29 H 0.4752 0.3221 0.0713 0.064 Uiso 1 1 calc R . .
C30 C 0.55610(10) 0.3570(5) 0.08371(8) 0.0563(7) Uani 1 1 d . . .
H30 H 0.5630 0.2236 0.0980 0.068 Uiso 1 1 calc R . .
C32 C 0.73582(11) -0.0101(5) 0.21175(9) 0.0708(9) Uani 1 1 d . . .
H32A H 0.7530 -0.1257 0.1987 0.106 Uiso 1 1 calc R . .
H32B H 0.7255 -0.0698 0.2356 0.106 Uiso 1 1 calc R . .
H32C H 0.7607 0.1123 0.2188 0.106 Uiso 1 1 calc R . .
C33 C 0.58074(11) -0.1701(5) 0.25598(7) 0.0579(7) Uani 1 1 d . . .
H33A H 0.5557 -0.2900 0.2473 0.087 Uiso 1 1 calc R . .
H33B H 0.5644 -0.0648 0.2717 0.087 Uiso 1 1 calc R . .
H33C H 0.6132 -0.2303 0.2720 0.087 Uiso 1 1 calc R . .
C34 C 0.34451(10) 0.1489(5) 0.15212(8) 0.0578(7) Uani 1 1 d . . .
H34A H 0.3084 0.1825 0.1384 0.087 Uiso 1 1 calc R . .
H34B H 0.3509 0.2208 0.1780 0.087 Uiso 1 1 calc R . .
H34C H 0.3485 -0.0107 0.1556 0.087 Uiso 1 1 calc R . .
C35 C 0.25600(9) 0.4985(5) 0.04645(8) 0.0586(7) Uani 1 1 d . . .
H35A H 0.2488 0.6562 0.0484 0.088 Uiso 1 1 calc R . .
H35B H 0.2358 0.4161 0.0632 0.088 Uiso 1 1 calc R . .
H35C H 0.2453 0.4504 0.0190 0.088 Uiso 1 1 calc R . .
O3 O 0.65546(7) 0.2529(4) 0.11992(6) 0.0830(7) Uani 1 1 d . . .
O7 O 0.62999(6) 0.1275(3) 0.23475(5) 0.0451(4) Uani 1 1 d . . .
O14 O 0.38455(6) 0.4733(2) 0.12373(5) 0.0456(4) Uani 1 1 d . . .
O18 O 0.40206(7) 0.5295(3) 0.04032(6) 0.0650(5) Uani 1 1 d . . .
O24 O 0.62308(7) -0.2121(3) 0.20026(5) 0.0477(4) Uani 1 1 d . . .
O27 O 0.37725(6) 0.1384(2) 0.08819(4) 0.0391(4) Uani 1 1 d . . .
O31 O 0.69571(8) 0.5345(4) 0.09397(7) 0.0807(6) Uani 1 1 d . . .
O36 O 0.42175(8) 0.8442(3) 0.01078(6) 0.0754(6) Uani 1 1 d . . .
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
C1 C22 1.382(3) . ?
C1 C30 1.389(3) . ?
C1 C2 1.479(3) . ?
C2 O31 1.198(3) . ?
C2 O3 1.327(3) . ?
C4 O3 1.436(3) . ?
C4 C5 1.515(4) . ?
C5 C6 1.525(3) . ?
C5 C23 1.528(4) . ?
C5 C32 1.535(3) . ?
C6 O7 1.428(3) . ?
C8 O24 1.416(3) . ?
C8 O7 1.421(3) . ?
C8 C33 1.512(3) . ?
C8 C9 1.534(3) . ?
C9 C25 1.387(3) . ?
C9 C10 1.391(3) . ?
C10 C11 1.379(3) . ?
C11 C12 1.389(3) . ?
C12 C26 1.389(3) . ?
C12 C13 1.513(3) . ?
C13 O27 1.419(2) . ?
C13 O14 1.421(3) . ?
C13 C34 1.535(3) . ?
C15 O14 1.424(3) . ?
C15 C16 1.531(3) . ?
C16 C17 1.514(3) . ?
C16 C35 1.531(3) . ?
C16 C28 1.531(3) . ?
C17 O18 1.427(3) . ?
C19 O36 1.195(3) . ?
C19 O18 1.330(3) . ?
C19 C20 1.483(3) . ?
C20 C29 1.383(3) . ?
C20 C21 1.385(3) . ?
C21 C22 1.381(4) . ?
C23 O24 1.423(3) . ?
C25 C26 1.385(3) . ?
C28 O27 1.429(3) . ?
C29 C30 1.372(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4415597
2 PubChem 5247709
