#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/02/1520298.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_1520298
loop_
_publ_author_name
'Carrasco-Ruiz, Anayeli'
'Tiburcio, Jorge'
_publ_section_title
;
 Electrostatic Kinetic Barriers in the Threading/Dethreading Motion of a
 Rotaxane-like Complex.
;
_journal_issue                   8
_journal_name_full               'Organic letters'
_journal_page_first              1858
_journal_page_last               1861
_journal_paper_doi               10.1021/acs.orglett.5b00530
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C24 H30 O14 S2, C28 H28 N4 O4, 14 (H 2O)'
_chemical_formula_sum            'C52 H86 N4 O32 S2'
_chemical_formula_weight         1343.37
_chemical_name_common            'Pseudorotaxane propionate'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 107.3390(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.8381(3)
_cell_length_b                   23.4128(6)
_cell_length_c                   11.8991(4)
_cell_measurement_reflns_used    13840
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.878
_cell_measurement_theta_min      2.037
_cell_volume                     3148.12(16)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
;
HKL Denzo and Scalepack(Otwinowski & Minor 1997
;
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.913
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_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  0.0644
_diffrn_reflns_av_sigmaI/netI    0.1402
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13794
_diffrn_reflns_theta_full        27.89
_diffrn_reflns_theta_max         27.89
_diffrn_reflns_theta_min         2.50
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_T_max  0.98474
_exptl_absorpt_correction_T_min  0.95095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1428
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.847
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         6874
_refine_ls_number_restraints     162
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.2381
_refine_ls_R_factor_gt           0.1216
_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)+(0.1783P)²+2.1115P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3136
_refine_ls_wR_factor_ref         0.3745
_reflns_number_gt                2995
_reflns_number_total             6874
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol5b00530_si_002.cif
_cod_data_source_block           jtk82
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               1520298
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
O27 O 0.6792(4) 0.13287(16) 0.1463(3) 0.0648(11) Uani 1 1 d . . .
O30 O 0.7424(4) 0.07539(18) -0.0502(4) 0.0741(12) Uani 1 1 d . . .
N2 N 0.4236(4) 0.06895(16) -0.0559(4) 0.0484(10) Uani 1 1 d . . .
C1 C 0.4462(5) 0.0060(2) -0.0514(5) 0.0565(14) Uani 1 1 d . . .
H1A H 0.4597 -0.0066 -0.1240 0.068 Uiso 1 1 calc R . .
H1B H 0.3783 -0.0144 -0.0420 0.068 Uiso 1 1 calc R . .
C7 C 0.4675(5) 0.1028(2) -0.1229(5) 0.0617(15) Uani 1 1 d . . .
H7A H 0.5092 0.0869 -0.1702 0.074 Uiso 1 1 calc R . .
O18 O 0.2453(6) 0.5508(2) -0.1745(6) 0.128(2) Uani 1 1 d . . .
C9 C 0.2944(5) 0.2720(2) 0.0012(5) 0.0567(14) Uani 1 1 d . . .
H9A H 0.2417 0.2486 0.0244 0.068 Uiso 1 1 calc R . .
C8 C 0.3762(4) 0.2479(2) -0.0450(4) 0.0436(12) Uani 1 1 d . . .
C5 C 0.3881(4) 0.1854(2) -0.0540(4) 0.0433(12) Uani 1 1 d . . .
N11 N 0.3670(5) 0.36412(18) -0.0154(4) 0.0674(14) Uani 1 1 d . . .
C22 C 0.5267(5) 0.2609(2) 0.2894(5) 0.0569(14) Uani 1 1 d . . .
C10 C 0.2890(5) 0.3305(3) 0.0138(5) 0.0648(16) Uani 1 1 d . . .
H10A H 0.2312 0.3464 0.0427 0.078 Uiso 1 1 calc R . .
C6 C 0.4516(5) 0.1605(2) -0.1228(5) 0.0583(14) Uani 1 1 d . . .
H6A H 0.4836 0.1835 -0.1693 0.070 Uiso 1 1 calc R . .
C4 C 0.3415(5) 0.1484(2) 0.0118(5) 0.0545(14) Uani 1 1 d . . .
H4A H 0.2969 0.1630 0.0577 0.065 Uiso 1 1 calc R . .
C24 C 0.6574(5) 0.2325(3) 0.1801(5) 0.0627(15) Uani 1 1 d . . .
H24A H 0.7108 0.2423 0.1397 0.075 Uiso 1 1 calc R A .
C23 C 0.6048(5) 0.2752(3) 0.2277(5) 0.0665(16) Uani 1 1 d . A .
H23A H 0.6220 0.3133 0.2182 0.080 Uiso 1 1 calc R . .
C31 C 0.7983(6) 0.0364(3) -0.1076(7) 0.086(2) Uani 1 1 d . . .
H31A H 0.8152 0.0010 -0.0634 0.103 Uiso 1 1 calc R . .
H31B H 0.8725 0.0523 -0.1120 0.103 Uiso 1 1 calc R . .
C26 C 0.5554(5) 0.1614(2) 0.2549(5) 0.0560(14) Uani 1 1 d . . .
C25 C 0.6322(5) 0.1763(2) 0.1914(5) 0.0576(14) Uani 1 1 d . A .
C13 C 0.4538(5) 0.2858(2) -0.0774(5) 0.0621(15) Uani 1 1 d . . .
H13A H 0.5108 0.2716 -0.1094 0.074 Uiso 1 1 calc R . .
C3 C 0.3599(5) 0.0915(2) 0.0102(5) 0.0579(14) Uani 1 1 d . . .
H3A H 0.3281 0.0676 0.0553 0.070 Uiso 1 1 calc R . .
C29 C 0.8195(6) 0.0955(3) 0.0581(6) 0.0755(18) Uani 1 1 d . . .
H29A H 0.8964 0.1039 0.0489 0.091 Uiso 1 1 calc R . .
H29B H 0.8297 0.0660 0.1178 0.091 Uiso 1 1 calc R . .
C16 C 0.2870(7) 0.5206(3) -0.0827(8) 0.092(2) Uani 1 1 d . . .
C28 C 0.7717(6) 0.1460(3) 0.0952(6) 0.0710(17) Uani 1 1 d . . .
H28A H 0.7407 0.1709 0.0279 0.085 Uiso 1 1 calc R . .
H28B H 0.8346 0.1662 0.1525 0.085 Uiso 1 1 calc R . .
C12 C 0.4456(6) 0.3425(3) -0.0621(6) 0.0733(17) Uani 1 1 d . . .
H12A H 0.4965 0.3669 -0.0851 0.088 Uiso 1 1 calc R . .
C15 C 0.3031(7) 0.4568(3) -0.0991(7) 0.096(2) Uani 1 1 d . . .
H15A H 0.2259 0.4396 -0.1331 0.115 Uiso 1 1 calc R . .
H15B H 0.3480 0.4517 -0.1544 0.115 Uiso 1 1 calc R . .
O19 O 0.3099(9) 0.5387(2) 0.0169(6) 0.182(4) Uani 1 1 d . . .
C27 C 0.5005(5) 0.2039(3) 0.3017(5) 0.0654(16) Uani 1 1 d . A .
H27A H 0.4462 0.1941 0.3411 0.078 Uiso 1 1 calc R . .
C14 C 0.3631(8) 0.4271(3) 0.0096(7) 0.099(2) Uani 1 1 d . . .
H14A H 0.3213 0.4334 0.0673 0.119 Uiso 1 1 calc R . .
H14B H 0.4430 0.4417 0.0415 0.119 Uiso 1 1 calc R . .
O32 O 0.5332(3) 0.10363(16) 0.2634(3) 0.0651(11) Uani 1 1 d . A .
C33 C 0.4611(6) 0.0875(3) 0.3345(6) 0.0749(18) Uani 1 1 d . . .
H33A H 0.3827 0.1037 0.3028 0.090 Uiso 1 1 calc R A .
H33B H 0.4951 0.1019 0.4139 0.090 Uiso 1 1 calc R . .
C34 C 0.4529(7) 0.0231(3) 0.3367(6) 0.084(2) Uani 1 1 d . A .
H34A H 0.5318 0.0069 0.3572 0.100 Uiso 1 1 calc R . .
H34B H 0.4166 0.0117 0.3963 0.100 Uiso 1 1 calc R . .
O35 O 0.3831(4) 0.00142(17) 0.2226(4) 0.0734(12) Uani 1 1 d . . .
C35 C 0.2791(6) -0.0253(3) 0.2253(6) 0.0799(19) Uani 1 1 d . . .
H35A H 0.2382 -0.0012 0.2670 0.096 Uiso 1 1 calc R . .
H35B H 0.2982 -0.0611 0.2679 0.096 Uiso 1 1 calc R . .
O1W O 0.4596(5) 0.5512(3) 0.2202(6) 0.128(2) Uani 1 1 d U . .
H1WA H 0.4267 0.5572 0.1466 0.153 Uiso 1 1 d R . .
H1WB H 0.4125 0.5314 0.2450 0.153 Uiso 1 1 d R . .
O2W O 0.3858(7) 0.5412(2) -0.3179(6) 0.136(2) Uani 1 1 d U . .
H2WA H 0.4223 0.5723 -0.3149 0.163 Uiso 1 1 d R . .
H2WB H 0.3343 0.5389 -0.3859 0.163 Uiso 1 1 d R . .
O3W O 0.6511(5) 0.3719(3) 0.6757(6) 0.149(3) Uani 1 1 d U . .
H3WA H 0.6107 0.3590 0.6090 0.179 Uiso 1 1 d R . .
H3WB H 0.7049 0.3478 0.7065 0.179 Uiso 1 1 d R . .
O5W O 0.2007(8) 0.2045(5) 0.3571(9) 0.203(4) Uani 1 1 d U . .
H5WA H 0.1718 0.2328 0.3131 0.244 Uiso 1 1 d R . .
H5WB H 0.2428 0.1873 0.3210 0.244 Uiso 1 1 d R . .
O6W O 0.2071(9) 0.6566(3) -0.0739(9) 0.202(4) Uani 1 1 d U . .
H6WA H 0.1374 0.6666 -0.0706 0.242 Uiso 1 1 d R . .
H6WB H 0.2208 0.6241 -0.0419 0.242 Uiso 1 1 d R . .
O7W O 0.4498(9) 0.2297(5) 0.6313(9) 0.221(4) Uani 1 1 d U . .
H7WA H 0.4457 0.2462 0.5690 0.265 Uiso 1 1 d R . .
H7WB H 0.3977 0.2030 0.6183 0.265 Uiso 1 1 d R . .
O4W O -0.0987(10) 0.6503(4) -0.1525(8) 0.212(4) Uani 1 1 d U . .
H4WA H -0.0837 0.6180 -0.1785 0.254 Uiso 1 1 d R . .
H4WB H -0.1598 0.6637 -0.2033 0.254 Uiso 1 1 d R . .
S1A S 0.4626(6) 0.3142(4) 0.3512(5) 0.055(2) Uani 0.50 1 d P A 1
O20A O 0.484(2) 0.3569(9) 0.291(2) 0.156(8) Uani 0.50 1 d PU A 1
O21A O 0.3376(19) 0.2987(9) 0.3167(14) 0.112(6) Uani 0.50 1 d PU A 1
O36A O 0.5225(18) 0.3103(7) 0.4787(14) 0.106(5) Uani 0.50 1 d PU A 1
S1B S 0.4603(14) 0.3144(5) 0.3592(14) 0.134(6) Uani 0.50 1 d P A 2
O36B O 0.5615(16) 0.3416(9) 0.439(2) 0.149(7) Uani 0.50 1 d PU A 2
O20B O 0.4358(16) 0.3624(6) 0.2754(16) 0.110(7) Uani 0.50 1 d PU A 2
O21B O 0.3669(18) 0.2911(7) 0.3881(17) 0.115(6) Uani 0.50 1 d PU A 2
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'
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'
S S 0.1246 0.1234 '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_3
C25 O27 C28 117.8(4) .
C31 O30 C29 112.7(5) .
C7 N2 C3 120.0(4) .
C7 N2 C1 120.6(5) .
C3 N2 C1 119.4(4) .
N2 C1 C1 108.1(5) 3_655
N2 C7 C6 120.6(5) .
C8 C9 C10 120.8(5) .
C9 C8 C13 116.6(5) .
C9 C8 C5 122.1(4) .
C13 C8 C5 121.3(5) .
C4 C5 C6 116.5(5) .
C4 C5 C8 121.0(4) .
C6 C5 C8 122.5(4) .
C12 N11 C10 120.8(5) .
C12 N11 C14 121.7(6) .
C10 N11 C14 117.4(6) .
C23 C22 C27 119.7(5) .
C23 C22 S1A 119.8(5) .
C27 C22 S1A 120.5(5) .
C23 C22 S1B 121.8(7) .
C27 C22 S1B 118.5(7) .
S1A C22 S1B 2.5(7) .
N11 C10 C9 119.9(5) .
C7 C6 C5 120.8(5) .
C3 C4 C5 121.0(5) .
C25 C24 C23 121.2(6) .
C22 C23 C24 119.7(6) .
O30 C31 C35 109.3(6) 3_655
O32 C26 C25 117.0(5) .
O32 C26 C27 123.1(5) .
C25 C26 C27 119.8(5) .
O27 C25 C24 124.1(5) .
O27 C25 C26 116.3(5) .
C24 C25 C26 119.6(5) .
C12 C13 C8 120.3(6) .
N2 C3 C4 121.0(5) .
O30 C29 C28 110.3(6) .
O19 C16 O18 124.2(7) .
O19 C16 C15 118.0(8) .
O18 C16 C15 117.8(8) .
C29 C28 O27 112.0(5) .
N11 C12 C13 121.6(6) .
C14 C15 C16 113.7(7) .
C22 C27 C26 120.0(6) .
C15 C14 N11 109.1(6) .
C26 O32 C33 117.6(4) .
O32 C33 C34 109.2(5) .
O35 C34 C33 110.7(5) .
C35 O35 C34 113.3(5) .
O35 C35 C31 111.5(5) 3_655
O20A S1A O21A 112.7(13) .
O20A S1A O36A 120.2(13) .
O21A S1A O36A 114.2(12) .
O20A S1A C22 97.8(12) .
O21A S1A C22 103.7(9) .
O36A S1A C22 104.8(7) .
O21B S1B O36B 125.9(19) .
O21B S1B O20B 117.7(16) .
O36B S1B O20B 93.9(16) .
O21B S1B C22 109.5(10) .
O36B S1B C22 102.7(11) .
O20B S1B C22 104.1(10) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O27 C25 1.345(7) .
O27 C28 1.436(7) .
O30 C31 1.417(7) .
O30 C29 1.419(7) .
N2 C7 1.334(7) .
N2 C3 1.349(7) .
N2 C1 1.496(6) .
C1 C1 1.507(11) 3_655
C7 C6 1.364(8) .
O18 C16 1.271(9) .
C9 C8 1.370(7) .
C9 C10 1.382(8) .
C8 C13 1.410(7) .
C8 C5 1.478(7) .
C5 C4 1.388(7) .
C5 C6 1.393(7) .
N11 C12 1.319(8) .
N11 C10 1.336(8) .
N11 C14 1.508(8) .
C22 C23 1.382(8) .
C22 C27 1.387(8) .
C22 S1A 1.734(9) .
C22 S1B 1.808(13) .
C4 C3 1.349(7) .
C24 C25 1.364(8) .
C24 C23 1.385(8) .
C31 C35 1.450(9) 3_655
C26 O32 1.387(7) .
C26 C25 1.389(8) .
C26 C27 1.393(8) .
C13 C12 1.347(8) .
C29 C28 1.435(9) .
C16 O19 1.212(9) .
C16 C15 1.524(10) .
C15 C14 1.454(10) .
O32 C33 1.420(7) .
C33 C34 1.510(9) .
C34 O35 1.455(7) .
O35 C35 1.390(7) .
C35 C31 1.450(9) 3_655
S1A O20A 1.30(2) .
S1A O21A 1.46(3) .
S1A O36A 1.474(19) .
S1B O21B 1.37(2) .
S1B O36B 1.44(2) .
S1B O20B 1.47(2) .
