#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:08:31 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180289 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/03/7150395.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_7150395
loop_
_publ_author_name
'Loeb, Stephen J.'
'Tiburcio, Jorge'
'Vella, Sarah J.'
'Wisner, James A.'
_publ_section_title
;
 A versatile template for the formation of [2]pseudorotaxanes.
 1,2-Bis(pyridinium)ethane axles and 24-crown-8 ether wheels.
;
_journal_issue                   4
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              667
_journal_page_last               680
_journal_paper_doi               10.1039/b514528g
_journal_volume                  4
_journal_year                    2006
_chemical_formula_sum            'C46 H60 B2 F8 N4 O12'
_chemical_formula_weight         1034.60
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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                 94.9090(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.2421(4)
_cell_length_b                   15.7037(5)
_cell_length_c                   12.1739(4)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.3
_cell_measurement_theta_min      1.5
_cell_volume                     2522.28(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL XPREP'
_computing_molecular_graphics    'Bruker SHELXTL XP'
_computing_publication_material  'Bruker SHELXTL XCIF'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'hemisphere scans'
_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  0.0759
_diffrn_reflns_av_sigmaI/netI    0.0921
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12358
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.54
_diffrn_standards_decay_%        <1
_diffrn_standards_number         '50 standard frames at start and end'
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  0.492089
_exptl_absorpt_correction_T_min  0.220748
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            block
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       yellow
_exptl_crystal_F_000             1084
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.560
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       0.022(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         4399
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.1625
_refine_ls_R_factor_gt           0.0940
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1676P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2672
_refine_ls_wR_factor_ref         0.3025
_reflns_number_gt                2253
_reflns_number_total             4399
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b514528g.txt
_cod_data_source_block
'[2]pseudorotaxane_[(1,2-bis(4-ethylacetylpyridinium)ethane)-DB24C8][BF4]2'
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7150395
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 0.9177(3) -0.1237(3) -0.2153(4) 0.0837(12) Uani 1 1 d . . .
O2 O 0.9872(3) -0.1011(4) -0.0460(4) 0.133(2) Uani 1 1 d . . .
O3 O 0.2878(2) -0.1361(2) 0.0947(2) 0.0563(9) Uani 1 1 d . . .
O4 O 0.3091(3) -0.1442(2) -0.1437(3) 0.0667(10) Uani 1 1 d . . .
O5 O 0.5859(2) 0.0261(2) 0.2590(2) 0.0641(10) Uani 1 1 d . . .
O6 O 0.4027(3) -0.0752(2) 0.2588(3) 0.0692(10) Uani 1 1 d . . .
N1 N 0.6184(3) -0.0598(2) -0.0242(3) 0.0444(9) Uani 1 1 d . . .
N2 N 0.8410(8) -0.0299(7) 0.3346(11) 0.208(5) Uani 1 1 d . . .
C1 C 0.9970(7) -0.1601(7) -0.3732(7) 0.152(4) Uani 1 1 d . . .
H1A H 1.0595 -0.1735 -0.4038 0.229 Uiso 1 1 calc R . .
H1B H 0.9672 -0.1107 -0.4094 0.229 Uiso 1 1 calc R . .
H1C H 0.9512 -0.2074 -0.3838 0.229 Uiso 1 1 calc R . .
C2 C 1.0169(5) -0.1427(6) -0.2542(7) 0.115(3) Uani 1 1 d . . .
H2A H 1.0472 -0.1919 -0.2162 0.138 Uiso 1 1 calc R . .
H2B H 1.0624 -0.0945 -0.2418 0.138 Uiso 1 1 calc R . .
C3 C 0.9156(4) -0.1040(4) -0.1115(5) 0.0746(16) Uani 1 1 d . . .
C4 C 0.8079(3) -0.0874(3) -0.0834(4) 0.0540(12) Uani 1 1 d . . .
C5 C 0.7942(3) -0.0571(3) 0.0196(4) 0.0599(13) Uani 1 1 d . . .
H5A H 0.8497 -0.0457 0.0695 0.072 Uiso 1 1 calc R . .
C6 C 0.6970(3) -0.0437(3) 0.0486(4) 0.0548(12) Uani 1 1 d . . .
H6A H 0.6864 -0.0235 0.1185 0.066 Uiso 1 1 calc R . .
C7 C 0.6326(3) -0.0875(3) -0.1252(4) 0.0529(12) Uani 1 1 d . . .
H7A H 0.5768 -0.0971 -0.1754 0.063 Uiso 1 1 calc R . .
C8 C 0.7278(3) -0.1018(3) -0.1560(4) 0.0525(12) Uani 1 1 d . . .
H8A H 0.7371 -0.1214 -0.2265 0.063 Uiso 1 1 calc R . .
C9 C 0.5133(3) -0.0466(3) 0.0073(4) 0.0498(11) Uani 1 1 d . . .
H9A H 0.5088 -0.0634 0.0834 0.060 Uiso 1 1 calc R . .
H9B H 0.4661 -0.0812 -0.0390 0.060 Uiso 1 1 calc R . .
C10 C 0.3035(4) -0.0818(3) 0.2735(4) 0.0580(13) Uani 1 1 d . . .
C11 C 0.2588(6) -0.0564(4) 0.3704(5) 0.0826(18) Uani 1 1 d . . .
H11A H 0.2993 -0.0333 0.4291 0.099 Uiso 1 1 calc R . .
C12 C 0.1570(6) -0.0655(5) 0.3785(6) 0.098(2) Uani 1 1 d . . .
H12A H 0.1289 -0.0493 0.4427 0.118 Uiso 1 1 calc R . .
C13 C 0.0982(5) -0.0976(5) 0.2945(6) 0.096(2) Uani 1 1 d . . .
H13A H 0.0293 -0.1048 0.3011 0.115 Uiso 1 1 calc R . .
C14 C 0.1381(4) -0.1202(4) 0.1985(5) 0.0765(16) Uani 1 1 d . . .
H14A H 0.0954 -0.1402 0.1395 0.092 Uiso 1 1 calc R . .
C15 C 0.2425(4) -0.1134(3) 0.1881(4) 0.0587(13) Uani 1 1 d . . .
C16 C 0.2283(4) -0.1839(4) 0.0154(4) 0.0688(14) Uani 1 1 d . . .
H16A H 0.1729 -0.1492 -0.0169 0.083 Uiso 1 1 calc R . .
H16B H 0.1997 -0.2329 0.0502 0.083 Uiso 1 1 calc R . .
C17 C 0.2933(4) -0.2128(3) -0.0727(4) 0.0657(14) Uani 1 1 d . . .
H17A H 0.3580 -0.2332 -0.0393 0.079 Uiso 1 1 calc R . .
H17B H 0.2603 -0.2592 -0.1143 0.079 Uiso 1 1 calc R . .
C18 C 0.3625(5) -0.1700(4) -0.2339(4) 0.0761(17) Uani 1 1 d . . .
H18A H 0.3285 -0.2180 -0.2711 0.091 Uiso 1 1 calc R . .
H18B H 0.4307 -0.1875 -0.2079 0.091 Uiso 1 1 calc R . .
C19 C 0.6333(4) 0.0968(4) 0.3120(4) 0.0796(18) Uani 1 1 d . . .
H19A H 0.7015 0.0814 0.3404 0.096 Uiso 1 1 calc R . .
H19B H 0.5961 0.1135 0.3738 0.096 Uiso 1 1 calc R . .
C20 C 0.5681(5) -0.0456(5) 0.3265(5) 0.088(2) Uani 1 1 d . . .
H20A H 0.5859 -0.0967 0.2877 0.106 Uiso 1 1 calc R . .
H20B H 0.6134 -0.0419 0.3933 0.106 Uiso 1 1 calc R . .
C21 C 0.4692(5) -0.0549(5) 0.3565(4) 0.0881(19) Uani 1 1 d . . .
H21A H 0.4472 -0.0026 0.3893 0.106 Uiso 1 1 calc R . .
H21B H 0.4667 -0.1002 0.4104 0.106 Uiso 1 1 calc R . .
C22 C 0.8220(7) -0.1053(9) 0.3391(9) 0.140(3) Uani 1 1 d . . .
C23 C 0.8024(8) -0.1858(7) 0.3413(10) 0.159(4) Uani 1 1 d . . .
H23A H 0.7755 -0.2040 0.2695 0.191 Uiso 1 1 calc R . .
H23B H 0.7535 -0.1964 0.3936 0.191 Uiso 1 1 calc R . .
H23C H 0.8635 -0.2167 0.3627 0.191 Uiso 1 1 calc R . .
B1 B 0.6204(6) -0.2214(5) -0.4193(6) 0.0702(18) Uani 1 1 d . . .
F1 F 0.5689(4) -0.2475(3) -0.5125(5) 0.168(2) Uani 1 1 d . . .
F2 F 0.6224(14) -0.1409(6) -0.4105(13) 0.162(7) Uani 0.67 1 d P . .
F2A F 0.583(2) -0.168(2) -0.366(3) 0.178(16) Uani 0.33 1 d P . .
F3 F 0.7144(11) -0.2569(11) -0.4067(15) 0.177(5) Uani 0.67 1 d P . .
F3A F 0.7072(17) -0.192(3) -0.465(3) 0.247(15) Uani 0.33 1 d P . .
F4 F 0.5820(13) -0.2561(17) -0.3320(15) 0.244(8) Uani 0.67 1 d P . .
F4A F 0.650(3) -0.2849(11) -0.3599(15) 0.125(7) Uani 0.33 1 d P . .
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'
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'
F F 0.0171 0.0103 '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
C3 O1 C2 117.1(5) . . ?
C15 O3 C16 116.4(4) . . ?
C17 O4 C18 111.5(4) . . ?
C19 O5 C20 116.7(4) . . ?
C10 O6 C21 116.0(4) . . ?
C7 N1 C6 120.8(4) . . ?
C7 N1 C9 119.4(3) . . ?
C6 N1 C9 119.8(4) . . ?
O1 C2 C1 105.3(6) . . ?
O2 C3 O1 125.3(5) . . ?
O2 C3 C4 123.6(6) . . ?
O1 C3 C4 111.0(5) . . ?
C8 C4 C5 120.2(4) . . ?
C8 C4 C3 121.9(5) . . ?
C5 C4 C3 117.9(4) . . ?
C4 C5 C6 119.2(4) . . ?
N1 C6 C5 119.6(4) . . ?
N1 C7 C8 120.9(4) . . ?
C4 C8 C7 119.2(4) . . ?
N1 C9 C9 108.5(4) . 3_655 ?
O6 C10 C15 116.8(4) . . ?
O6 C10 C11 124.8(5) . . ?
C15 C10 C11 118.4(5) . . ?
C12 C11 C10 120.9(6) . . ?
C13 C12 C11 120.0(6) . . ?
C12 C13 C14 120.7(6) . . ?
C13 C14 C15 120.8(6) . . ?
C10 C15 O3 117.0(4) . . ?
C10 C15 C14 119.1(5) . . ?
O3 C15 C14 123.9(5) . . ?
O3 C16 C17 109.1(4) . . ?
O4 C17 C16 109.3(4) . . ?
O4 C18 C19 108.7(5) . 3_655 ?
O5 C19 C18 110.8(4) . 3_655 ?
C21 C20 O5 116.0(5) . . ?
C20 C21 O6 109.0(5) . . ?
N2 C22 C23 178.5(14) . . ?
F2A B1 F2 42.4(17) . . ?
F2A B1 F4A 111(2) . . ?
F2 B1 F4A 136.8(12) . . ?
F2A B1 F4 69.3(19) . . ?
F2 B1 F4 110.2(13) . . ?
F4A B1 F4 49.1(12) . . ?
F2A B1 F1 118.3(17) . . ?
F2 B1 F1 112.5(8) . . ?
F4A B1 F1 110.6(11) . . ?
F4 B1 F1 110.5(11) . . ?
F2A B1 F3 130.0(17) . . ?
F2 B1 F3 112.8(11) . . ?
F4A B1 F3 51.9(13) . . ?
F4 B1 F3 98.7(11) . . ?
F1 B1 F3 111.4(8) . . ?
F2A B1 F3A 112(2) . . ?
F2 B1 F3A 72.2(19) . . ?
F4A B1 F3A 105.2(19) . . ?
F4 B1 F3A 146.5(15) . . ?
F1 B1 F3A 98.1(15) . . ?
F3 B1 F3A 53.4(14) . . ?
F2A F2 B1 64.3(16) . . ?
F2A F2 F3A 119(2) . . ?
B1 F2 F3A 57.7(13) . . ?
F2 F2A B1 73.2(18) . . ?
F2 F2A F4 131(3) . . ?
B1 F2A F4 59.9(14) . . ?
F4A F3 F3A 124.8(19) . . ?
F4A F3 B1 60.1(11) . . ?
F3A F3 B1 64.8(12) . . ?
F3 F3A B1 61.9(12) . . ?
F3 F3A F2 101.7(18) . . ?
B1 F3A F2 50.1(11) . . ?
F4A F4 B1 62.5(12) . . ?
F4A F4 F2A 106(2) . . ?
B1 F4 F2A 50.8(10) . . ?
F4 F4A F3 132(2) . . ?
F4 F4A B1 68.3(13) . . ?
F3 F4A B1 68.0(14) . . ?
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 C3 1.304(7) . ?
O1 C2 1.464(7) . ?
O2 C3 1.187(6) . ?
O3 C15 1.378(5) . ?
O3 C16 1.409(5) . ?
O4 C17 1.408(6) . ?
O4 C18 1.416(6) . ?
O5 C19 1.404(6) . ?
O5 C20 1.426(7) . ?
O6 C10 1.344(6) . ?
O6 C21 1.454(6) . ?
N1 C7 1.333(5) . ?
N1 C6 1.332(5) . ?
N1 C9 1.490(5) . ?
N2 C22 1.211(14) . ?
C1 C2 1.475(11) . ?
C3 C4 1.517(7) . ?
C4 C8 1.340(6) . ?
C4 C5 1.367(6) . ?
C5 C6 1.379(6) . ?
C7 C8 1.365(6) . ?
C9 C9 1.513(9) 3_655 ?
C10 C15 1.355(7) . ?
C10 C11 1.421(8) . ?
C11 C12 1.367(9) . ?
C12 C13 1.330(9) . ?
C13 C14 1.369(8) . ?
C14 C15 1.403(7) . ?
C16 C17 1.503(7) . ?
C18 C19 1.496(8) 3_655 ?
C19 C18 1.496(8) 3_655 ?
C20 C21 1.396(8) . ?
C22 C23 1.291(15) . ?
B1 F2A 1.194(19) . ?
B1 F2 1.268(12) . ?
B1 F4A 1.273(17) . ?
B1 F4 1.333(15) . ?
B1 F1 1.337(7) . ?
B1 F3 1.361(12) . ?
B1 F3A 1.40(2) . ?
F2 F2A 0.89(3) . ?
F2 F3A 1.57(4) . ?
F2A F4 1.44(3) . ?
F3 F4A 1.15(3) . ?
F3 F3A 1.24(3) . ?
F4 F4A 1.08(2) . ?
