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#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/11/7151137.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_7151137
loop_
_publ_author_name
'Castillo, Dolores'
'Astudillo, Pablo'
'Mares, Jennifer'
'González, Felipe J'
'Vela, Alberto'
'Tiburcio, Jorge'
_publ_section_title
;
 Chemically controlled self-assembly of [2]pseudorotaxanes based on
 1,2-bis(benzimidazolium)ethane cations and 24-crown-8 macrocycles.
;
_journal_issue                   14
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2252
_journal_page_last               2256
_journal_paper_doi               10.1039/b707211b
_journal_volume                  5
_journal_year                    2007
_chemical_formula_sum            'C44 H54 B2 F8 N6 O8'
_chemical_formula_weight         968.55
_chemical_name_common            (2)Pseudorotaxane_CH3CN
_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'
_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                 100.842(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.5985(4)
_cell_length_b                   14.1871(5)
_cell_length_c                   14.5743(6)
_cell_measurement_temperature    293(2)
_cell_volume                     2355.38(15)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_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  0.1020
_diffrn_reflns_av_sigmaI/netI    0.0634
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20606
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.54
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.9765
_exptl_absorpt_correction_T_min  0.9721
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_refine_diff_density_max         1.267
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4052
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.1453
_refine_ls_R_factor_gt           0.0991
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1640P)²+3.1327P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2662
_refine_ls_wR_factor_ref         0.3129
_reflns_number_gt                2540
_reflns_number_total             4052
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b707211b.txt
_cod_data_source_block           jtk006
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7151137
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
O1 O -0.1337(3) 0.8303(2) 0.1526(2) 0.0555(9) Uani 1 1 d . . .
O2 O 0.0964(3) 0.8101(2) 0.1687(2) 0.0560(9) Uani 1 1 d . . .
O3 O 0.2657(3) 0.9266(2) 0.0874(2) 0.0549(9) Uani 1 1 d . . .
O4 O 0.3105(3) 1.0276(2) -0.0610(2) 0.0571(9) Uani 1 1 d . . .
N1 N -0.0153(3) 0.8040(3) -0.0592(3) 0.0524(10) Uani 1 1 d . . .
H1A H 0.0587 0.7926 -0.0523 0.063 Uiso 1 1 calc R . .
N2 N -0.1781(3) 0.8791(3) -0.0753(3) 0.0510(9) Uani 1 1 d . . .
H2A H -0.2278 0.9248 -0.0805 0.061 Uiso 1 1 calc R . .
C1 C 0.0020(4) 0.9791(3) -0.0481(3) 0.0531(11) Uani 1 1 d . . .
H1B H -0.0323 1.0234 -0.0963 0.064 Uiso 1 1 calc R . .
H1C H 0.0831 0.9687 -0.0537 0.064 Uiso 1 1 calc R . .
C2 C -0.0630(4) 0.8889(3) -0.0615(3) 0.0475(10) Uani 1 1 d . . .
C3 C -0.1028(4) 0.7359(3) -0.0695(3) 0.0507(11) Uani 1 1 d . . .
C4 C -0.0988(5) 0.6376(4) -0.0711(4) 0.0639(13) Uani 1 1 d . . .
H4A H -0.0280 0.6052 -0.0642 0.077 Uiso 1 1 calc R . .
C5 C -0.2035(5) 0.5914(4) -0.0833(4) 0.0704(15) Uani 1 1 d . . .
H5A H -0.2042 0.5259 -0.0841 0.084 Uiso 1 1 calc R . .
C6 C -0.3078(5) 0.6390(4) -0.0944(4) 0.0704(15) Uani 1 1 d . . .
H6A H -0.3772 0.6046 -0.1032 0.084 Uiso 1 1 calc R . .
C7 C -0.3143(4) 0.7376(4) -0.0931(4) 0.0659(14) Uani 1 1 d . . .
H7A H -0.3853 0.7698 -0.1003 0.079 Uiso 1 1 calc R . .
C8 C -0.2070(4) 0.7838(3) -0.0801(3) 0.0498(11) Uani 1 1 d . . .
C9 C -0.2545(4) 0.8409(4) 0.1605(3) 0.0547(12) Uani 1 1 d . . .
H9A H -0.2664 0.8149 0.2196 0.066 Uiso 1 1 calc R . .
H9B H -0.3039 0.8063 0.1106 0.066 Uiso 1 1 calc R . .
C10 C -0.0890(4) 0.7407(3) 0.1673(3) 0.0484(11) Uani 1 1 d . . .
C11 C -0.1576(5) 0.6616(4) 0.1721(3) 0.0600(13) Uani 1 1 d . . .
H11A H -0.2385 0.6678 0.1660 0.072 Uiso 1 1 calc R . .
C12 C -0.1059(5) 0.5728(4) 0.1861(4) 0.0688(14) Uani 1 1 d . . .
H12A H -0.1528 0.5200 0.1881 0.083 Uiso 1 1 calc R . .
C13 C 0.0116(5) 0.5627(4) 0.1968(4) 0.0678(14) Uani 1 1 d . . .
H13A H 0.0455 0.5034 0.2077 0.081 Uiso 1 1 calc R . .
C14 C 0.0821(5) 0.6411(3) 0.1914(4) 0.0596(13) Uani 1 1 d . . .
H14A H 0.1629 0.6337 0.1981 0.071 Uiso 1 1 calc R . .
C15 C 0.0331(4) 0.7300(3) 0.1762(3) 0.0495(11) Uani 1 1 d . . .
C16 C 0.2225(4) 0.7999(3) 0.1882(3) 0.0536(11) Uani 1 1 d . . .
H16A H 0.2466 0.7567 0.1437 0.064 Uiso 1 1 calc R . .
H16B H 0.2480 0.7743 0.2504 0.064 Uiso 1 1 calc R . .
C17 C 0.2775(4) 0.8941(4) 0.1812(3) 0.0572(12) Uani 1 1 d . . .
H17A H 0.2415 0.9395 0.2168 0.069 Uiso 1 1 calc R . .
H17B H 0.3603 0.8904 0.2088 0.069 Uiso 1 1 calc R . .
C18 C 0.3670(4) 0.9059(4) 0.0479(4) 0.0586(12) Uani 1 1 d . . .
H18A H 0.3859 0.8394 0.0550 0.070 Uiso 1 1 calc R . .
H18B H 0.4338 0.9418 0.0797 0.070 Uiso 1 1 calc R . .
C19 C 0.3406(5) 0.9314(4) -0.0530(4) 0.0639(14) Uani 1 1 d . . .
H19A H 0.4088 0.9196 -0.0810 0.077 Uiso 1 1 calc R . .
H19B H 0.2761 0.8934 -0.0854 0.077 Uiso 1 1 calc R . .
C20 C 0.2882(4) 1.0585(4) -0.1550(3) 0.0580(12) Uani 1 1 d . . .
H20A H 0.2254 1.0211 -0.1909 0.070 Uiso 1 1 calc R . .
H20B H 0.3579 1.0496 -0.1818 0.070 Uiso 1 1 calc R . .
B1 B 0.5094(6) 1.1238(5) 0.2897(5) 0.0712(17) Uani 1 1 d . . .
F1 F 0.5498(7) 1.1887(7) 0.2348(8) 0.235(5) Uani 1 1 d . . .
F2 F 0.4329(7) 1.0848(4) 0.2196(6) 0.196(3) Uani 1 1 d . . .
F3 F 0.4752(7) 1.1848(7) 0.3427(7) 0.241(5) Uani 1 1 d . . .
F4 F 0.6124(5) 1.0833(4) 0.3221(4) 0.160(2) Uani 1 1 d . . .
N1S N 0.7970(5) 0.3011(4) 0.0511(4) 0.0922(17) Uani 1 1 d . . .
C1S C 0.7199(5) 0.3480(5) 0.0516(4) 0.0742(15) Uani 1 1 d . . .
C2S C 0.6214(7) 0.4091(8) 0.0542(6) 0.137(4) Uani 1 1 d . . .
H1S H 0.5779 0.3859 0.0994 0.206 Uiso 1 1 calc R . .
H2S H 0.5714 0.4105 -0.0063 0.206 Uiso 1 1 calc R . .
H3S H 0.6491 0.4716 0.0712 0.206 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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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
C10 O1 C9 115.4(3) . . ?
C15 O2 C16 116.0(3) . . ?
C17 O3 C18 112.4(4) . . ?
C19 O4 C20 112.2(4) . . ?
C2 N1 C3 109.7(4) . . ?
C2 N2 C8 109.6(4) . . ?
C2 C1 C1 110.7(5) . 3_575 ?
N2 C2 N1 108.4(4) . . ?
N2 C2 C1 125.9(4) . . ?
N1 C2 C1 125.7(4) . . ?
C8 C3 N1 106.2(4) . . ?
C8 C3 C4 121.7(4) . . ?
N1 C3 C4 132.1(4) . . ?
C5 C4 C3 116.8(5) . . ?
C4 C5 C6 121.7(5) . . ?
C5 C6 C7 122.7(5) . . ?
C8 C7 C6 115.1(5) . . ?
C3 C8 C7 122.1(5) . . ?
C3 C8 N2 106.1(4) . . ?
C7 C8 N2 131.8(4) . . ?
O1 C9 C20 110.4(4) . 3_575 ?
O1 C10 C11 123.7(4) . . ?
O1 C10 C15 117.2(4) . . ?
C11 C10 C15 119.1(4) . . ?
C10 C11 C12 120.3(5) . . ?
C13 C12 C11 120.6(5) . . ?
C12 C13 C14 120.0(5) . . ?
C15 C14 C13 120.6(5) . . ?
O2 C15 C14 124.0(4) . . ?
O2 C15 C10 116.7(4) . . ?
C14 C15 C10 119.3(4) . . ?
O2 C16 C17 109.0(4) . . ?
O3 C17 C16 113.0(4) . . ?
O3 C18 C19 108.4(4) . . ?
O4 C19 C18 108.6(4) . . ?
O4 C20 C9 110.4(4) . 3_575 ?
F3 B1 F4 116.1(7) . . ?
F3 B1 F2 120.5(7) . . ?
F4 B1 F2 120.9(7) . . ?
F3 B1 F1 94.5(9) . . ?
F4 B1 F1 96.6(7) . . ?
F2 B1 F1 94.8(7) . . ?
N1S C1S C2S 178.8(7) . . ?
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 C10 1.374(5) . ?
O1 C9 1.436(5) . ?
O2 C15 1.369(5) . ?
O2 C16 1.444(5) . ?
O3 C17 1.425(6) . ?
O3 C18 1.432(5) . ?
O4 C19 1.409(6) . ?
O4 C20 1.415(6) . ?
N1 C2 1.323(6) . ?
N1 C3 1.388(6) . ?
N2 C2 1.320(6) . ?
N2 C8 1.392(6) . ?
C1 C2 1.481(6) . ?
C1 C1 1.530(9) 3_575 ?
C3 C8 1.370(6) . ?
C3 C4 1.396(7) . ?
C4 C5 1.362(8) . ?
C5 C6 1.368(8) . ?
C6 C7 1.401(8) . ?
C7 C8 1.387(7) . ?
C9 C20 1.479(7) 3_575 ?
C10 C11 1.384(7) . ?
C10 C15 1.407(6) . ?
C11 C12 1.394(7) . ?
C12 C13 1.350(8) . ?
C13 C14 1.391(7) . ?
C14 C15 1.384(7) . ?
C16 C17 1.493(7) . ?
C18 C19 1.489(7) . ?
C20 C9 1.479(7) 3_575 ?
B1 F3 1.271(9) . ?
B1 F4 1.331(8) . ?
B1 F2 1.340(9) . ?
B1 F1 1.360(10) . ?
N1S C1S 1.116(7) . ?
C1S C2S 1.440(9) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139039020
