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#$Date: 2025-08-20 16:59:05 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301833 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/25/4112596.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_4112596
loop_
_publ_author_name
'Anne Petitjean'
'Richard G. Khoury'
'Nathalie Kyritsakas'
'Jean-Marie Lehn'
_publ_section_title
;
 Dynamic Devices. Shape Switching and Substrate Binding in Ion-Controlled
 Nanomechanical Molecular Tweezers
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6637
_journal_page_last               6647
_journal_paper_doi               10.1021/ja031915r
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C40 H24 N6'
_chemical_formula_weight         588.65
_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'
_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                 93.60
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   26.825
_cell_length_b                   11.593
_cell_length_c                   9.322
_cell_measurement_temperature    100(2)
_cell_volume                     2893.256
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1081
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3234
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.082
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.839
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3234
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.839
_refine_ls_R_factor_all          0.1305
_refine_ls_R_factor_gt           0.0551
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1739
_reflns_number_gt                1670
_reflns_number_total             3234
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja031915rsi20031223_050930.cif
_cod_data_source_block           c
_cod_original_cell_volume        2893.4
_cod_original_sg_symbol_H-M      'P 1 21/c 1'
_cod_database_code               4112596
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
N1 N 0.96511(7) -0.09858(14) 0.1632(2) 0.0409(5) Uani 1 1 d .
N2 N 0.91329(6) 0.18364(14) 0.1173(2) 0.0318(5) Uani 1 1 d .
N3 N 0.83557(7) 0.57695(13) 0.1916(2) 0.0342(5) Uani 1 1 d .
C1 C 1.0000 -0.1487(3) 0.2500 0.0442(9) Uani 1 2 d S
H1B H 1.0000 -0.2307 0.2500 0.053 Uiso 1 2 calc SR
C2 C 0.96471(8) 0.01687(17) 0.1671(2) 0.0322(5) Uani 1 1 d .
C3 C 1.0000 0.0786(2) 0.2500 0.0307(7) Uani 1 2 d S
H3B H 1.0000 0.1605 0.2500 0.037 Uiso 1 2 calc SR
C4 C 0.92365(8) 0.07441(17) 0.0794(2) 0.0314(5) Uani 1 1 d .
C5 C 0.89768(8) 0.01627(19) -0.0314(3) 0.0377(6) Uani 1 1 d .
H5A H 0.9054 -0.0615 -0.0529 0.045 Uiso 1 1 calc R
C6 C 0.86013(10) 0.07450(18) -0.1097(3) 0.0472(7) Uani 1 1 d .
H6A H 0.8422 0.0381 -0.1884 0.057 Uiso 1 1 calc R
C7 C 0.84909(9) 0.18633(19) -0.0719(3) 0.0460(7) Uani 1 1 d .
H7A H 0.8234 0.2278 -0.1242 0.055 Uiso 1 1 calc R
C8 C 0.87577(8) 0.23719(17) 0.0427(2) 0.0332(6) Uani 1 1 d .
C9 C 0.86224(8) 0.35552(16) 0.0940(2) 0.0302(5) Uani 1 1 d .
C10 C 0.82423(8) 0.36771(16) 0.1872(2) 0.0312(5) Uani 1 1 d .
C11 C 0.79632(9) 0.27386(18) 0.2390(3) 0.0372(6) Uani 1 1 d .
H11A H 0.8042 0.1976 0.2109 0.045 Uiso 1 1 calc R
C12 C 0.75868(9) 0.2905(2) 0.3278(3) 0.0422(6) Uani 1 1 d .
H12A H 0.7399 0.2265 0.3583 0.051 Uiso 1 1 calc R
C13 C 0.74724(9) 0.4038(2) 0.3753(3) 0.0430(6) Uani 1 1 d .
H13A H 0.7210 0.4149 0.4378 0.052 Uiso 1 1 calc R
C14 C 0.77340(8) 0.49468(19) 0.3320(3) 0.0364(6) Uani 1 1 d .
H14A H 0.7661 0.5693 0.3671 0.044 Uiso 1 1 calc R
C15 C 0.81192(8) 0.48161(17) 0.2341(3) 0.0327(5) Uani 1 1 d .
C16 C 0.87173(9) 0.56425(16) 0.0996(3) 0.0329(6) Uani 1 1 d .
C17 C 0.89604(9) 0.66560(19) 0.0562(3) 0.0411(6) Uani 1 1 d .
H17A H 0.8868 0.7385 0.0926 0.049 Uiso 1 1 calc R
C18 C 0.93264(10) 0.6586(2) -0.0376(3) 0.0538(7) Uani 1 1 d .
H18A H 0.9489 0.7269 -0.0659 0.065 Uiso 1 1 calc R
C19 C 0.94694(9) 0.5506(2) -0.0940(3) 0.0505(7) Uani 1 1 d .
H19A H 0.9719 0.5478 -0.1617 0.061 Uiso 1 1 calc R
C20 C 0.92519(9) 0.4511(2) -0.0522(3) 0.0410(6) Uani 1 1 d .
H20A H 0.9355 0.3793 -0.0895 0.049 Uiso 1 1 calc R
C21 C 0.88705(8) 0.45392(18) 0.0472(2) 0.0322(6) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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
C1 N1 C2 115.3(2) . .
C8 N2 C4 117.36(18) . .
C16 N3 C15 118.09(17) . .
N1 C1 N1 128.2(3) 2_755 .
N1 C2 C3 121.7(2) . .
N1 C2 C4 116.14(19) . .
C3 C2 C4 122.16(19) . .
C2 C3 C2 117.7(3) . 2_755
N2 C4 C5 123.4(2) . .
N2 C4 C2 115.76(19) . .
C5 C4 C2 120.80(19) . .
C6 C5 C4 118.2(2) . .
C7 C6 C5 119.0(2) . .
C6 C7 C8 119.3(2) . .
N2 C8 C7 122.7(2) . .
N2 C8 C9 116.48(19) . .
C7 C8 C9 120.8(2) . .
C10 C9 C21 119.56(18) . .
C10 C9 C8 119.55(18) . .
C21 C9 C8 120.9(2) . .
C9 C10 C11 123.92(18) . .
C9 C10 C15 118.45(18) . .
C11 C10 C15 117.6(2) . .
C12 C11 C10 121.7(2) . .
C11 C12 C13 120.2(2) . .
C14 C13 C12 120.2(2) . .
C13 C14 C15 121.4(2) . .
N3 C15 C14 118.30(19) . .
N3 C15 C10 122.9(2) . .
C14 C15 C10 118.78(19) . .
N3 C16 C17 117.14(19) . .
N3 C16 C21 123.23(19) . .
C17 C16 C21 119.6(2) . .
C18 C17 C16 120.0(2) . .
C17 C18 C19 121.0(2) . .
C20 C19 C18 120.7(2) . .
C19 C20 C21 120.4(2) . .
C9 C21 C20 123.9(2) . .
C9 C21 C16 117.7(2) . .
C20 C21 C16 118.3(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.332(2) .
N1 C2 1.339(3) .
N2 C8 1.339(3) .
N2 C4 1.348(3) .
N3 C16 1.342(3) .
N3 C15 1.347(3) .
C1 N1 1.332(2) 2_755
C2 C3 1.384(2) .
C2 C4 1.488(3) .
C3 C2 1.384(2) 2_755
C4 C5 1.384(3) .
C5 C6 1.383(3) .
C6 C7 1.380(3) .
C7 C8 1.380(3) .
C8 C9 1.505(3) .
C9 C10 1.387(3) .
C9 C21 1.404(3) .
C10 C11 1.422(3) .
C10 C15 1.436(3) .
C11 C12 1.359(3) .
C12 C13 1.425(3) .
C13 C14 1.343(3) .
C14 C15 1.429(3) .
C16 C17 1.415(3) .
C16 C21 1.438(3) .
C17 C18 1.357(3) .
C18 C19 1.420(3) .
C19 C20 1.361(3) .
C20 C21 1.423(3) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 59726879
