Viologen-Based Rotaxanes from Dibenzo-30-crown-10.
Wessels, Hanlie R.; Slebodnick, Carla; Gibson, Harry W.; Journal of the American Chemical Society 140 (2018) 7358–7370; doi:10.1021/jacs.8b04477

data_4132510
_publ_section_title
;
 Viologen-Based Rotaxanes from Dibenzo-30-crown-10.
;
_journal_issue                   23
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7358
_journal_page_last               7370
_journal_paper_doi               10.1021/jacs.8b04477
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         '2(C28 H40 O10), C66 H54 N4, 4(F6 P)'
_chemical_formula_sum            'C122 H134 F24 N4 O20 P4'
_chemical_formula_weight         2556.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-07-06
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90
_cell_angle_beta                 95.9552(17)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.82435(18)
_cell_length_b                   20.5867(3)
_cell_length_c                   33.7361(6)
_cell_measurement_reflns_used    17920
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      71.7080
_cell_measurement_theta_min      3.3830
_cell_volume                     7477.1(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0061
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -21.00  69.00   1.00    1.00    --    0.00  57.00-180.00   90
  2  \w    -69.00  21.00   1.00    1.00    --    0.00 -57.00  30.00   90
  3  \w   -112.00 -18.00   1.00    4.00    --  -55.00 125.00 150.00   94
  4  \w    -75.00  14.00   1.00    4.00    --  -55.00  57.00 -30.00   89
  5  \w   -125.00 -25.00   1.00    4.00    --  -55.00 -77.00 120.00  100
  6  \w     29.00 127.00   1.00    4.00    --   55.00  38.00-180.00   98
  7  \w     34.00 124.00   1.00    4.00    --   55.00  57.00  30.00   90
  8  \w    -11.00  80.00   1.00    4.00    --   55.00 -99.00  30.00   91
  9  \w     93.00 123.00   1.00    4.00    --   55.00 125.00-150.00   30
 10  \w     50.00 127.00   1.00   10.00    --  110.00 -38.00 120.00   77
 11  \w     38.00 136.00   1.00   10.00    --  110.00 -38.00-150.00   98
 12  \w     38.00 174.00   1.00   10.00    --  110.00   0.00 120.00  136
 13  \w     41.00  79.00   1.00   10.00    --  110.00 -93.00 160.44   38
 14  \w     41.00  85.00   1.00   10.00    --  110.00-111.00  30.00   44
 15  \w     40.00 132.00   1.00   10.00    --  110.00 -50.00   0.00   92
 16  \w    124.00 149.00   1.00   10.00    --  110.00 -93.00 160.44   25
 17  \w     81.00 119.00   1.00   10.00    --  110.00 -92.00 -30.00   38
 18  \w     81.00 170.00   1.00   10.00    --  110.00  77.00 150.00   89
 19  \w     45.00  72.00   1.00   10.00    --  110.00 -92.00 -30.00   27
 20  \w     55.00 126.00   1.00   10.00    --  110.00 178.00-120.00   71
 21  \w     84.00 111.00   1.00   10.00    --  110.00 -93.00 160.44   27
 22  \w     53.00 129.00   1.00   10.00    --  110.00 -93.00-131.50   76
 23  \w     38.00 137.00   1.00   10.00    --  110.00 -93.00  86.09   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0514731000
_diffrn_orient_matrix_UB_12      -0.0074102000
_diffrn_orient_matrix_UB_13      -0.0406552000
_diffrn_orient_matrix_UB_21      0.1277815000
_diffrn_orient_matrix_UB_22      -0.0187537000
_diffrn_orient_matrix_UB_23      0.0212868000
_diffrn_orient_matrix_UB_31      -0.0385931000
_diffrn_orient_matrix_UB_32      -0.0720841000
_diffrn_orient_matrix_UB_33      -0.0013730000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            56600
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.988
_diffrn_reflns_theta_min         3.398
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.212
_exptl_absorpt_correction_T_max  0.845
_exptl_absorpt_correction_T_min  0.675
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.135
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             2660
_exptl_crystal_recrystallization_method
'Dissolved in CH3/CN/CH3OH and crystallized by vapor diffusion with pentane.'
_exptl_crystal_size_max          0.373
_exptl_crystal_size_mid          0.287
_exptl_crystal_size_min          0.134
_refine_diff_density_max         0.703
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     839
_refine_ls_number_reflns         14528
_refine_ls_number_restraints     126
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0572
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0919P)^2^+3.0347P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1608
_refine_ls_wR_factor_ref         0.1691
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11478
_reflns_number_total             14528
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b04477_si_002.cif
_cod_data_source_block           cs2307
_cod_database_code               4132510
_chemical_oxdiff_formula         'C140 H186 F24 N8 O30 P4'
_chemical_oxdiff_usercomment     'Hanlie Wessels/Gibson (HWC061a)'
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Rigid body (RIGU) restrains
 P2, F7, F8, F9, F10, F12, F11, F13, F14, F15, F16, F17, F18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Sof(F13)=Sof(F14)=Sof(F15)=Sof(F16)=Sof(F17)=Sof(F18)=1-FVAR(1)
 Sof(F7)=Sof(F8)=Sof(F9)=Sof(F10)=Sof(F12)=Sof(F11)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,
 H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B),
 C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B),
  C27(H27A,H27B), C28(H28A,H28B), C47(H47A,H47B), C58(H58A,H58B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C30(H30), C32(H32), C34(H34), C36(H36), C37(H37), C38(H38), C39(H39), C40(H40),
  C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), C48(H48), C49(H49),
 C51(H51), C52(H52), C53(H53), C54(H54), C56(H56), C57(H57), C60(H60), C61(H61)
;
_shelx_res_checksum              69408
_shelx_hkl_checksum              84341
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-07-02
_olex2_date_sample_submission    2016-06-28
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a nylon loop in perfluoroether oil'
_olex2_submission_original_sample_id HWC061a
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.112
_oxdiff_exptl_absorpt_empirical_full_min 0.689