Ring rotation of ferrocene in interlocked molecules in single crystals
Wang, Chi-Hsien; Chen, Kai-Jen; Wu, Tsung-Huan; Chang, Hung-Kai; Tsuchido, Yoshitaka; Sei, Yoshihisa; Chen, Pei-Lin; Horie, Masaki; Chemical Science 12 (2021) 3871–3875; doi:10.1039/D0SC06876D

data_1560166
_publ_section_title
;
 Ring rotation of ferrocene in interlocked molecules in single crystals
;
_journal_issue                   11
_journal_name_full               'Chemical Science'
_journal_page_first              3871
_journal_page_last               3875
_journal_paper_doi               10.1039/D0SC06876D
_journal_volume                  12
_journal_year                    2021
_chemical_formula_moiety         'C12 H16 Fe N, F6 P, C H2 Cl2, C20 H24 O6'
_chemical_formula_sum            'C33 H42 Cl2 F6 Fe N O6 P'
_chemical_formula_weight         820.39
_chemical_name_systematic
'[ferrocenylmethyl(methy) ammonium hexafluorophosphate][dibenzo[18]crown-6 ether]'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-03-17
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2020-09-24 deposited with the CCDC.	2021-01-22 downloaded from the CCDC.
;
_cell_angle_alpha                94.917(2)
_cell_angle_beta                 95.464(2)
_cell_angle_gamma                104.784(3)
_cell_formula_units_Z            2
_cell_length_a                   9.8233(3)
_cell_length_b                   11.6256(3)
_cell_length_c                   16.7174(5)
_cell_measurement_reflns_used    7825
_cell_measurement_temperature    303(2)
_cell_measurement_theta_max      71.1620
_cell_measurement_theta_min      2.6780
_cell_volume                     1825.52(10)
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      303(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_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     18.00  43.00   0.50    0.05    --    0.00-121.00 -59.00   50
  2  \w     36.00  72.00   0.50    0.07    --   55.36-121.00 -59.00   72
  3  \w     42.00  67.00   0.50    0.07    --  110.71-121.00 -59.00   50
  4  \w     66.00 106.00   0.50    0.07    --  110.71-111.00-120.00   80
  5  \w     24.00  50.00   0.50    0.07    --  110.71-111.00-120.00   52
  6  \w     20.00  69.00   0.50    0.07    --  110.71-111.00 -60.00   98
  7  \w     26.00  59.00   0.50    0.07    --  110.71 -50.00 -60.00   66
  8  \w     27.00  58.00   0.50    0.07    --  110.71 -50.00 -30.00   62
  9  \w     26.00  59.00   0.50    0.07    --  110.71 -50.00   0.00   66
 10  \w     26.00  51.00   0.50    0.07    --  110.71 -50.00  60.00   50
 11  \w     27.00  53.00   0.50    0.07    --  110.71 -50.00  90.00   52
 12  \w     13.00  53.00   0.50    0.07    --   55.36 -45.00 150.00   80
 13  \w     33.00  58.00   0.50    0.05    --    0.00-151.00 139.00   50
 14  \w     80.00 105.00   0.50    0.07    --   55.36-151.00 139.00   50
 15  \w     64.00 130.00   0.50    0.07    --  110.71-151.00 139.00  132
 16  \w     32.00  60.00   0.50    0.07    --  110.71-151.00 139.00   56
 17  \w     33.00 107.00   0.50    0.07    --  110.71-111.00 -30.00  148
 18  \w     26.00  58.00   0.50    0.07    --  110.71 -50.00-150.00   64
 19  \w     32.00  58.00   0.50    0.07    --  110.71 -50.00-180.00   52
 20  \w     23.00 106.00   0.50    0.07    --  110.71-111.00-150.00  166
 21  \w     26.00  58.00   0.50    0.07    --  110.71 -50.00 -90.00   64
 22  \w     25.00  70.00   0.50    0.05    --    0.00  19.00 -60.00   90
 23  \w     35.00  61.00   0.50    0.05    --    0.00  19.00-150.00   52
 24  \w     -7.00  31.00   0.50    0.05    --    0.00  19.00-150.00   76
 25  \w    -22.00  20.00   0.50    0.05    --    0.00  19.00 -60.00   84
 26  \w    -31.00  23.00   0.50    0.07    --  -55.36  30.00   0.00  108
 27  \w    -20.00  18.00   0.50    0.07    --  -55.36  15.00  60.00   76
 28  \w    -21.00  13.00   0.50    0.07    --  -55.36  15.00   0.00   68
 29  \w    -33.00  22.00   0.50    0.07    --  -55.36  30.00 -60.00  110
 30  \w    -20.00  27.00   0.50    0.07    --  -55.36  15.00-120.00   94
 31  \w    -45.00 -20.00   0.50    0.05    --    0.00 121.00  22.00   50
 32  \w    -32.00   8.00   0.50    0.07    --  -55.36  30.00  30.00   80
 33  \w    -13.00  12.00   0.50    0.07    --  -55.36  15.00 150.00   50
 34  \w    -77.00 -51.00   0.50    0.07    -- -102.00 121.00  22.00   52
 35  \w    -92.00 -40.00   0.50    0.07    -- -102.00 178.00   0.00  104
 36  \w   -108.00 -59.00   0.50    0.07    --  -55.36 121.00  22.00   98
 37  \w   -143.00 -49.00   0.50    0.07    -- -102.00 178.00-150.00  188
 38  \w   -102.00 -62.00   0.50    0.07    --  -55.36 151.00-176.00   80
 39  \w    -57.00 -32.00   0.50    0.05    --    0.00 151.00-176.00   50
 40  \w     62.00 125.00   0.50    0.07    --   55.36 151.00-176.00  126
 41  \w     84.00 138.00   0.50    0.07    --   55.36 125.00 -90.00  108
 42  \w     88.00 115.00   0.50    0.07    --   55.36 121.00  22.00   54
 43  \w     81.00 106.00   0.50    0.07    --  110.71 121.00  22.00   50
 44  \w     87.00 129.00   0.50    0.07    --  110.71 111.00   0.00   84
 45  \w     91.00 126.00   0.50    0.07    --  110.71 178.00 -90.00   70
 46  \w    109.00 146.00   0.50    0.07    --  110.71 178.00-150.00   74
 47  \w    135.00 160.00   0.50    0.07    --  110.71 111.00-120.00   50
 48  \w     93.00 131.00   0.50    0.07    --  110.71 111.00-120.00   76
 49  \w     89.00 146.00   0.50    0.07    --  110.71 178.00-120.00  114
 50  \w     67.00  92.00   0.50    0.07    --  110.71 151.00-176.00   50
 51  \w     51.00  87.00   0.50    0.07    --  110.71 178.00-150.00   72
 52  \w     47.00  75.00   0.50    0.07    --  110.71 178.00 -90.00   56
 53  \w     49.00  81.00   0.50    0.07    --  110.71 178.00-120.00   64
 54  \w    135.00 161.00   0.50    0.07    --  110.71 111.00  90.00   52
 55  \w    145.00 170.00   0.50    0.07    --  110.71 111.00 120.00   50
 56  \w    117.00 144.00   0.50    0.07    --  110.71 178.00 120.00   54
 57  \w     95.00 121.00   0.50    0.07    --  110.71 111.00 120.00   52
 58  \w     87.00 115.00   0.50    0.07    --  110.71 111.00  90.00   56
 59  \w     73.00  99.00   0.50    0.07    --  110.71 178.00 120.00   52
 60  \w   -124.00 -28.00   0.50    0.07    -- -102.00 151.00-176.00  192
 61  \w    -59.00 -34.00   0.50    0.07    -- -102.00 111.00-180.00   50
 62  \w   -108.00 -66.00   0.50    0.07    -- -102.00 111.00-180.00   84
 63  \w   -127.00 -92.00   0.50    0.07    -- -102.00 -63.00   0.00   70
 64  \w   -131.00-101.00   0.50    0.07    -- -102.00-121.00 -59.00   60
 65  \w   -138.00 -78.00   0.50    0.07    --  -55.36-121.00 -59.00  120
 66  \w   -139.00 -81.00   0.50    0.07    --  -55.36-125.00  30.00  116
 67  \w    -88.00 -63.00   0.50    0.07    --  -55.36-151.00 139.00   50
 68  \w   -174.00-149.00   0.50    0.07    -- -102.00 -63.00   0.00   50
 69  \w   -139.00 -83.00   0.50    0.07    -- -102.00-111.00-120.00  112
 70  \w   -149.00 -83.00   0.50    0.07    -- -102.00 -91.00-120.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0641952000
_diffrn_orient_matrix_UB_12      -0.0475586000
_diffrn_orient_matrix_UB_13      -0.0879950000
_diffrn_orient_matrix_UB_21      -0.0917632000
_diffrn_orient_matrix_UB_22      -0.1132947000
_diffrn_orient_matrix_UB_23      0.0291825000
_diffrn_orient_matrix_UB_31      -0.1189994000
_diffrn_orient_matrix_UB_32      0.0627226000
_diffrn_orient_matrix_UB_33      0.0094145000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18742
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.195
_diffrn_reflns_theta_min         2.673
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.734
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.03705
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_description       Lump
_exptl_crystal_F_000             848
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CH2Cl2, diethylether'
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.735
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.0025(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     453
_refine_ls_number_reflns         6904
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0546
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0860P)^2^+0.7357P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1536
_refine_ls_wR_factor_ref         0.1587
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5899
_reflns_number_total             6904
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc06876d3.cif
_cod_data_source_block           200317_horie_8_+30
_cod_depositor_comments
'Adding full bibliography for 1560152--1560177.cif.'
_cod_original_cell_volume        1825.52(9)
_cod_database_code               1560166
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHNOClFePF
_diffrn_oxdiff_digest_frames
;
01b2e62a7402a8addb39a73ebe0eaec1020005064d6
;
_diffrn_oxdiff_digest_hkl
;
01b2448db2830e088b895625bc306d94cd8342
;
_reflns_odcompleteness_completeness 99.95
_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, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), C43(H43A,H43B), C14(H14A,H14B), C15(H15A,H15B), C18(H18A,H18B),
 C17(H17A,H17B), C31(H31A,H31B), C30(H30A,H30B), C27(H27A,H27B), C28(H28A,H28B),
  C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C42(H42), C39(H39), C37(H37), C40(H40), C41(H41), C34(H34), C21(H21),
 C36(H36), C35(H35), C24(H24), C48(H48), C23(H23), C47(H47), C49(H49), C46(H46),
  C50(H50), C22(H22)
2.c Idealised Me refined as rotating group:
 C45(H45A,H45B,H45C)
;
_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 17.607
_oxdiff_exptl_absorpt_empirical_full_min 0.559