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#$Date: 2025-08-22 00:26:11 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/67/7106783.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_7106783
loop_
_publ_author_name
'Pierre Mobian'
'Clarisse Huguenard'
'Marc Henry'
_publ_section_title
;
 A guest-induced reversible switching of a self-assembled H-bonded
 supramolecular framework
;
_journal_name_full               Chem.Commun.
_journal_page_first              9630
_journal_paper_doi               10.1039/c1cc13124a
_journal_volume                  47
_journal_year                    2011
_chemical_formula_sum            'C28 H26 O2'
_chemical_formula_weight         394.48
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.4449(10)
_cell_length_b                   15.105(2)
_cell_length_c                   23.962(4)
_cell_measurement_temperature    173(2)
_cell_volume                     2694.7(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.945
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_av_sigmaI/netI    0.0861
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            10151
_diffrn_reflns_theta_full        27.59
_diffrn_reflns_theta_max         27.59
_diffrn_reflns_theta_min         3.05
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_T_max  0.9893
_exptl_absorpt_correction_T_min  0.9881
_exptl_crystal_density_diffrn    0.972
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.980
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.119
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   2(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         5784
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.1428
_refine_ls_R_factor_gt           0.0931
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1791P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2389
_refine_ls_wR_factor_ref         0.2723
_reflns_number_gt                3488
_reflns_number_total             5784
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cc13124a.txt
_cod_data_source_block           e926a
_cod_depositor_comments
;

2017-12-01
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum        'C18.67 H17.33 O1.33'
_cod_original_formula_units_Z    6
_cod_original_formula_weight     262.99
_cod_database_code               7106783
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'
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 0.0931(6) 0.1237(3) 0.52616(18) 0.0330(11) Uani 1 1 d . . .
C2 C -0.0392(7) 0.0603(3) 0.52169(19) 0.0376(11) Uani 1 1 d . . .
H2 H -0.0482 0.0264 0.4884 0.045 Uiso 1 1 calc R . .
C3 C -0.1587(6) 0.0452(4) 0.5645(2) 0.0401(12) Uani 1 1 d . . .
C4 C -0.1431(7) 0.0963(4) 0.6126(2) 0.0472(14) Uani 1 1 d . . .
H4 H -0.2251 0.0864 0.6423 0.057 Uiso 1 1 calc R . .
C5 C -0.0124(7) 0.1614(4) 0.6190(2) 0.0426(12) Uani 1 1 d . . .
C6 C 0.1062(7) 0.1743(3) 0.57469(19) 0.0376(11) Uani 1 1 d . . .
H6 H 0.1972 0.2181 0.5776 0.045 Uiso 1 1 calc R . .
C7 C -0.3022(7) -0.0267(4) 0.5596(2) 0.0526(14) Uani 1 1 d . . .
H7A H -0.3903 -0.0095 0.5312 0.079 Uiso 1 1 calc R . .
H7B H -0.3628 -0.0341 0.5956 0.079 Uiso 1 1 calc R . .
H7C H -0.2456 -0.0827 0.5487 0.079 Uiso 1 1 calc R . .
C8 C -0.0014(9) 0.2127(5) 0.6716(2) 0.0621(18) Uani 1 1 d . . .
H8A H -0.1072 0.2002 0.6946 0.093 Uiso 1 1 calc R . .
H8B H 0.0030 0.2761 0.6630 0.093 Uiso 1 1 calc R . .
H8C H 0.1074 0.1958 0.6920 0.093 Uiso 1 1 calc R . .
C9 C 0.2322(6) 0.1344(3) 0.48037(18) 0.0327(11) Uani 1 1 d . . .
C10 C 0.1847(6) 0.1380(3) 0.42416(18) 0.0310(10) Uani 1 1 d . . .
O1 O 0.0056(4) 0.1305(2) 0.41053(12) 0.0351(8) Uani 1 1 d . . .
H1 H -0.0248 0.1734 0.3903 0.053 Uiso 1 1 calc R . .
C11 C 0.3178(6) 0.1456(3) 0.38253(17) 0.0317(11) Uani 1 1 d . . .
C12 C 0.4960(6) 0.1545(3) 0.3981(2) 0.0373(11) Uani 1 1 d . . .
H12 H 0.5858 0.1614 0.3702 0.045 Uiso 1 1 calc R . .
C13 C 0.5446(7) 0.1533(4) 0.4540(2) 0.0400(12) Uani 1 1 d . . .
H13 H 0.6671 0.1585 0.4646 0.048 Uiso 1 1 calc R . .
C14 C 0.4117(7) 0.1444(3) 0.4945(2) 0.0384(12) Uani 1 1 d . . .
H14 H 0.4448 0.1452 0.5328 0.046 Uiso 1 1 calc R . .
C15 C 0.2645(5) 0.1391(3) 0.32233(17) 0.0296(10) Uani 1 1 d . . .
C16 C 0.2863(5) 0.2101(3) 0.28549(17) 0.0267(9) Uani 1 1 d . . .
O2 O 0.3588(4) 0.2863(2) 0.30641(12) 0.0314(7) Uani 1 1 d . . .
H2A H 0.3393 0.3281 0.2842 0.047 Uiso 1 1 calc R . .
C17 C 0.2313(5) 0.2025(3) 0.22921(17) 0.0279(10) Uani 1 1 d . . .
C18 C 0.1625(6) 0.1220(3) 0.21137(19) 0.0336(11) Uani 1 1 d . . .
H18 H 0.1312 0.1153 0.1732 0.040 Uiso 1 1 calc R . .
C19 C 0.1378(6) 0.0516(4) 0.24691(19) 0.0370(11) Uani 1 1 d . . .
H19 H 0.0860 -0.0021 0.2339 0.044 Uiso 1 1 calc R . .
C20 C 0.1906(6) 0.0605(3) 0.30288(19) 0.0358(11) Uani 1 1 d . . .
H20 H 0.1756 0.0122 0.3278 0.043 Uiso 1 1 calc R . .
C21 C 0.2463(6) 0.2786(3) 0.18935(18) 0.0313(11) Uani 1 1 d . . .
C22 C 0.1847(6) 0.3622(3) 0.20361(18) 0.0313(11) Uani 1 1 d . . .
H22 H 0.1357 0.3725 0.2396 0.038 Uiso 1 1 calc R . .
C23 C 0.1949(6) 0.4318(4) 0.1648(2) 0.0396(12) Uani 1 1 d . . .
C24 C 0.2677(6) 0.4155(4) 0.1121(2) 0.0407(12) Uani 1 1 d . . .
H24 H 0.2771 0.4625 0.0859 0.049 Uiso 1 1 calc R . .
C25 C 0.3267(7) 0.3313(4) 0.09738(19) 0.0396(12) Uani 1 1 d . . .
C26 C 0.3193(6) 0.2637(4) 0.13659(17) 0.0349(11) Uani 1 1 d . . .
H26 H 0.3644 0.2067 0.1274 0.042 Uiso 1 1 calc R . .
C27 C 0.1349(8) 0.5238(4) 0.1814(3) 0.0541(15) Uani 1 1 d . . .
H27A H 0.2231 0.5497 0.2070 0.081 Uiso 1 1 calc R . .
H27B H 0.0178 0.5203 0.1999 0.081 Uiso 1 1 calc R . .
H27C H 0.1249 0.5609 0.1480 0.081 Uiso 1 1 calc R . .
C28 C 0.4018(9) 0.3118(5) 0.0393(2) 0.0600(17) Uani 1 1 d . . .
H28A H 0.4260 0.3677 0.0199 0.090 Uiso 1 1 calc R . .
H28B H 0.3141 0.2773 0.0180 0.090 Uiso 1 1 calc R . .
H28C H 0.5136 0.2780 0.0428 0.090 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.7(4) . . ?
C2 C1 C9 120.4(4) . . ?
C6 C1 C9 119.8(4) . . ?
C3 C2 C1 121.2(5) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 118.1(5) . . ?
C2 C3 C7 120.7(5) . . ?
C4 C3 C7 121.2(4) . . ?
C3 C4 C5 122.8(5) . . ?
C3 C4 H4 118.6 . . ?
C5 C4 H4 118.6 . . ?
C4 C5 C6 117.2(5) . . ?
C4 C5 C8 120.1(5) . . ?
C6 C5 C8 122.7(5) . . ?
C5 C6 C1 120.9(5) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C9 C10 118.5(4) . . ?
C14 C9 C1 119.5(4) . . ?
C10 C9 C1 122.0(4) . . ?
O1 C10 C9 118.1(4) . . ?
O1 C10 C11 121.3(4) . . ?
C9 C10 C11 120.6(4) . . ?
C10 O1 H1 109.5 . . ?
C12 C11 C10 119.4(4) . . ?
C12 C11 C15 121.2(4) . . ?
C10 C11 C15 119.3(4) . . ?
C11 C12 C13 120.5(4) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C12 C13 C14 119.3(4) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C9 C14 C13 121.7(4) . . ?
C9 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
C20 C15 C16 119.3(4) . . ?
C20 C15 C11 119.0(4) . . ?
C16 C15 C11 121.8(4) . . ?
O2 C16 C15 117.4(4) . . ?
O2 C16 C17 122.2(4) . . ?
C15 C16 C17 120.4(4) . . ?
C16 O2 H2A 109.5 . . ?
C18 C17 C16 118.2(4) . . ?
C18 C17 C21 120.2(4) . . ?
C16 C17 C21 121.6(4) . . ?
C19 C18 C17 122.5(4) . . ?
C19 C18 H18 118.8 . . ?
C17 C18 H18 118.8 . . ?
C18 C19 C20 118.6(5) . . ?
C18 C19 H19 120.7 . . ?
C20 C19 H19 120.7 . . ?
C15 C20 C19 120.9(4) . . ?
C15 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C22 C21 C26 119.9(4) . . ?
C22 C21 C17 121.1(4) . . ?
C26 C21 C17 118.9(4) . . ?
C21 C22 C23 120.0(4) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 119.1(5) . . ?
C24 C23 C27 121.1(5) . . ?
C22 C23 C27 119.8(5) . . ?
C25 C24 C23 120.9(5) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C26 C25 C24 119.2(4) . . ?
C26 C25 C28 119.3(5) . . ?
C24 C25 C28 121.5(5) . . ?
C25 C26 C21 120.7(5) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 119.7 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C23 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
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 C2 1.378(7) . ?
C1 C6 1.395(7) . ?
C1 C9 1.518(7) . ?
C2 C3 1.377(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.391(8) . ?
C3 C7 1.529(8) . ?
C4 C5 1.392(8) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(7) . ?
C5 C8 1.482(8) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C14 1.387(7) . ?
C9 C10 1.394(6) . ?
C10 O1 1.378(5) . ?
C10 C11 1.411(6) . ?
O1 H1 0.8400 . ?
C11 C12 1.385(7) . ?
C11 C15 1.499(6) . ?
C12 C13 1.390(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.392(7) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C20 1.388(7) . ?
C15 C16 1.398(6) . ?
C16 O2 1.366(5) . ?
C16 C17 1.414(6) . ?
O2 H2A 0.8400 . ?
C17 C18 1.387(7) . ?
C17 C21 1.499(7) . ?
C18 C19 1.375(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.404(7) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.387(7) . ?
C21 C26 1.394(6) . ?
C22 C23 1.407(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.395(7) . ?
C23 C27 1.513(8) . ?
C24 C25 1.390(8) . ?
C24 H24 0.9500 . ?
C25 C26 1.389(7) . ?
C25 C28 1.529(7) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 101962627
