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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/7/15/11/7151138.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_7151138
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            'C42 H54 B2 F8 N6 O12'
_chemical_formula_weight         1008.53
_chemical_name_common            (2)Pseudorotaxane_CH3NO2
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                81.660(2)
_cell_angle_beta                 79.9280(10)
_cell_angle_gamma                77.557(2)
_cell_formula_units_Z            1
_cell_length_a                   8.9189(3)
_cell_length_b                   11.0803(4)
_cell_length_c                   12.0622(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1138.93(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_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  0.0793
_diffrn_reflns_av_sigmaI/netI    0.0715
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11329
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         6.07
_exptl_absorpt_coefficient_mu    0.127
_exptl_absorpt_correction_T_max  0.9899
_exptl_absorpt_correction_T_min  0.9592
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             526
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.631
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         3870
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0608
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0503P)²+1.5445P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1327
_refine_ls_wR_factor_ref         0.1575
_reflns_number_gt                2690
_reflns_number_total             3870
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b707211b.txt
_cod_data_source_block           jtk007
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7151138
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 -0.4633(2) -0.11218(19) 0.79444(17) 0.0298(5) Uani 1 1 d . . .
O2 O -0.4796(2) 0.13037(19) 0.77039(17) 0.0276(5) Uani 1 1 d . . .
O3 O -0.5532(2) 0.33086(19) 0.58352(17) 0.0283(5) Uani 1 1 d . . .
O4 O -0.4862(2) 0.27204(18) 0.36585(17) 0.0273(5) Uani 1 1 d . . .
N1 N -0.7172(3) -0.1351(2) 0.4849(2) 0.0251(5) Uani 1 1 d . . .
H1A H -0.6668 -0.1978 0.5228 0.030 Uiso 1 1 calc R . .
N2 N -0.7982(3) 0.0545(2) 0.4146(2) 0.0250(5) Uani 1 1 d . . .
H2A H -0.8078 0.1338 0.3994 0.030 Uiso 1 1 calc R . .
C1 C -0.5829(3) 0.0231(3) 0.5313(3) 0.0271(7) Uani 1 1 d . . .
H1B H -0.5895 -0.0100 0.6106 0.033 Uiso 1 1 calc R . .
H1C H -0.6042 0.1132 0.5269 0.033 Uiso 1 1 calc R . .
C2 C -0.6999(3) -0.0180(3) 0.4788(2) 0.0247(6) Uani 1 1 d . . .
C3 C -0.8300(3) -0.1400(3) 0.4199(2) 0.0253(6) Uani 1 1 d . . .
C4 C -0.8872(3) -0.2387(3) 0.3953(3) 0.0307(7) Uani 1 1 d . . .
H4A H -0.8522 -0.3203 0.4247 0.037 Uiso 1 1 calc R . .
C5 C -0.9996(3) -0.2081(3) 0.3244(3) 0.0327(7) Uani 1 1 d . . .
H5A H -1.0399 -0.2714 0.3046 0.039 Uiso 1 1 calc R . .
C6 C -1.0545(4) -0.0851(3) 0.2815(3) 0.0351(8) Uani 1 1 d . . .
H6A H -1.1315 -0.0689 0.2353 0.042 Uiso 1 1 calc R . .
C7 C -0.9972(3) 0.0124(3) 0.3060(3) 0.0296(7) Uani 1 1 d . . .
H7A H -1.0332 0.0941 0.2775 0.036 Uiso 1 1 calc R . .
C8 C -0.8827(3) -0.0181(3) 0.3757(2) 0.0251(6) Uani 1 1 d . . .
C9 C -0.4748(4) -0.2405(3) 0.8217(3) 0.0287(7) Uani 1 1 d . . .
H9A H -0.5145 -0.2569 0.9014 0.034 Uiso 1 1 calc R . .
H9B H -0.3733 -0.2933 0.8062 0.034 Uiso 1 1 calc R . .
C10 C -0.3787(3) -0.0680(3) 0.8594(2) 0.0262(7) Uani 1 1 d . . .
C11 C -0.2876(4) -0.1430(3) 0.9339(3) 0.0307(7) Uani 1 1 d . . .
H11 H -0.2799 -0.2288 0.9416 0.037 Uiso 1 1 calc R . .
C12 C -0.2069(4) -0.0907(3) 0.9975(3) 0.0337(7) Uani 1 1 d . . .
H12 H -0.1460 -0.1416 1.0478 0.040 Uiso 1 1 calc R . .
C13 C -0.2172(3) 0.0360(3) 0.9860(3) 0.0320(7) Uani 1 1 d . . .
H13 H -0.1640 0.0707 1.0291 0.038 Uiso 1 1 calc R . .
C14 C -0.3068(3) 0.1121(3) 0.9104(2) 0.0284(7) Uani 1 1 d . . .
H14 H -0.3121 0.1976 0.9022 0.034 Uiso 1 1 calc R . .
C15 C -0.3886(3) 0.0616(3) 0.8468(2) 0.0249(6) Uani 1 1 d . . .
C16 C -0.5125(3) 0.2625(3) 0.7751(3) 0.0267(6) Uani 1 1 d . . .
H16A H -0.4179 0.2951 0.7517 0.032 Uiso 1 1 calc R . .
H16B H -0.5539 0.2808 0.8520 0.032 Uiso 1 1 calc R . .
C17 C -0.6284(3) 0.3218(3) 0.6977(3) 0.0295(7) Uani 1 1 d . . .
H17A H -0.7080 0.2725 0.7056 0.035 Uiso 1 1 calc R . .
H17B H -0.6779 0.4041 0.7181 0.035 Uiso 1 1 calc R . .
C18 C -0.6592(4) 0.3851(3) 0.5058(3) 0.0320(7) Uani 1 1 d . . .
H18A H -0.7127 0.4671 0.5246 0.038 Uiso 1 1 calc R . .
H18B H -0.7360 0.3339 0.5098 0.038 Uiso 1 1 calc R . .
C19 C -0.5689(4) 0.3943(3) 0.3883(3) 0.0318(7) Uani 1 1 d . . .
H19A H -0.6389 0.4275 0.3333 0.038 Uiso 1 1 calc R . .
H19B H -0.4965 0.4496 0.3829 0.038 Uiso 1 1 calc R . .
C20 C -0.4167(4) 0.2673(3) 0.2499(3) 0.0310(7) Uani 1 1 d . . .
H20A H -0.3234 0.2031 0.2455 0.037 Uiso 1 1 calc R . .
H20B H -0.3867 0.3462 0.2200 0.037 Uiso 1 1 calc R . .
B1 B -0.0041(5) 0.3819(4) 0.3020(3) 0.0373(9) Uani 1 1 d . . .
F1 F 0.0255(4) 0.3746(5) 0.1886(2) 0.1315(17) Uani 1 1 d . . .
F2 F -0.0096(3) 0.4973(2) 0.3230(4) 0.1000(12) Uani 1 1 d . . .
F3 F -0.1426(3) 0.3449(2) 0.3475(2) 0.0664(7) Uani 1 1 d . . .
F4 F 0.1175(3) 0.30140(19) 0.3483(2) 0.0578(6) Uani 1 1 d . . .
O1S O 1.3333(4) 0.5454(3) 0.1063(3) 0.0719(9) Uani 1 1 d . . .
O2S O 1.2738(4) 0.4563(3) -0.0221(3) 0.0698(9) Uani 1 1 d . . .
N1S N 1.2475(4) 0.5373(3) 0.0400(3) 0.0483(8) Uani 1 1 d . . .
C1S C 1.1025(5) 0.6303(4) 0.0371(4) 0.0563(11) Uani 1 1 d . . .
H1SA H 1.0465 0.6133 -0.0181 0.084 Uiso 1 1 calc R . .
H1SB H 1.1264 0.7118 0.0171 0.084 Uiso 1 1 calc R . .
H1SC H 1.0399 0.6265 0.1104 0.084 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 116.0(2) . . ?
C15 O2 C16 115.5(2) . . ?
C17 O3 C18 112.3(2) . . ?
C20 O4 C19 112.5(2) . . ?
C2 N1 C3 109.1(2) . . ?
C2 N2 C8 109.3(2) . . ?
C2 C1 C1 110.0(3) . 2_456 ?
N2 C2 N1 109.2(2) . . ?
N2 C2 C1 125.9(3) . . ?
N1 C2 C1 124.8(3) . . ?
C4 C3 C8 121.9(3) . . ?
C4 C3 N1 132.0(3) . . ?
C8 C3 N1 106.1(2) . . ?
C5 C4 C3 116.0(3) . . ?
C4 C5 C6 122.2(3) . . ?
C7 C6 C5 121.6(3) . . ?
C6 C7 C8 116.4(3) . . ?
N2 C8 C3 106.3(2) . . ?
N2 C8 C7 131.7(3) . . ?
C3 C8 C7 122.0(3) . . ?
O1 C9 C20 107.9(2) . 2_456 ?
O1 C10 C11 123.9(3) . . ?
O1 C10 C15 116.3(3) . . ?
C11 C10 C15 119.8(3) . . ?
C10 C11 C12 120.3(3) . . ?
C13 C12 C11 120.1(3) . . ?
C12 C13 C14 120.2(3) . . ?
C13 C14 C15 120.5(3) . . ?
O2 C15 C14 124.0(3) . . ?
O2 C15 C10 116.7(2) . . ?
C14 C15 C10 119.2(3) . . ?
O2 C16 C17 108.7(2) . . ?
O3 C17 C16 110.0(2) . . ?
O3 C18 C19 108.4(2) . . ?
O4 C19 C18 108.2(3) . . ?
O4 C20 C9 112.0(2) . 2_456 ?
F2 B1 F1 110.2(4) . . ?
F2 B1 F3 110.2(3) . . ?
F1 B1 F3 110.2(4) . . ?
F2 B1 F4 109.9(3) . . ?
F1 B1 F4 106.5(3) . . ?
F3 B1 F4 109.7(3) . . ?
O2S N1S O1S 123.9(4) . . ?
O2S N1S C1S 118.1(3) . . ?
O1S N1S C1S 118.0(3) . . ?
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 1.379(3) . ?
O1 C9 1.434(4) . ?
O2 C15 1.371(4) . ?
O2 C16 1.437(4) . ?
O3 C17 1.422(4) . ?
O3 C18 1.427(4) . ?
O4 C20 1.431(4) . ?
O4 C19 1.435(4) . ?
N1 C2 1.330(4) . ?
N1 C3 1.394(4) . ?
N2 C2 1.329(4) . ?
N2 C8 1.388(4) . ?
C1 C2 1.489(4) . ?
C1 C1 1.554(6) 2_456 ?
C3 C4 1.390(4) . ?
C3 C8 1.391(4) . ?
C4 C5 1.387(5) . ?
C5 C6 1.400(5) . ?
C6 C7 1.378(5) . ?
C7 C8 1.391(4) . ?
C9 C20 1.503(4) 2_456 ?
C10 C11 1.380(4) . ?
C10 C15 1.407(4) . ?
C11 C12 1.395(4) . ?
C12 C13 1.375(5) . ?
C13 C14 1.387(5) . ?
C14 C15 1.390(4) . ?
C16 C17 1.496(4) . ?
C18 C19 1.503(5) . ?
C20 C9 1.503(4) 2_456 ?
B1 F2 1.329(5) . ?
B1 F1 1.359(5) . ?
B1 F3 1.382(5) . ?
B1 F4 1.391(4) . ?
O1S N1S 1.224(4) . ?
O2S N1S 1.210(4) . ?
N1S C1S 1.472(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139039022
