Photoinduced Mechanical Motions of Pseudorotaxane Crystals Composed of Azobenzene and Ferrocenyl Groups on an Axle and a Crown Ether Ring
Cheng, Shao-Chi; Wang, Chi-Hsien; Lin, Yi-Chia; Tsuchido, Yoshitaka; Suzaki, Yuji; Sei, Yoshihisa; Kuo, Ting-Shen; Horie, Masaki; ACS Applied Materials & Interfaces  (2020) –; doi:10.1021/acsami.0c15171

data_4518161
_publ_section_title
;
 Photoinduced Mechanical Motions of Pseudorotaxane Crystals Composed of
 Azobenzene and Ferrocenyl Groups on an Axle and a Crown Ether Ring
;
_journal_name_full               'ACS Applied Materials &amp; Interfaces'
_journal_paper_doi               10.1021/acsami.0c15171
_journal_year                    2020
_chemical_formula_moiety
'2(C24 H28 Br4 O8), 2(C25 H26 Fe N3), 2(F6 P), 2(C4 H10 O)'
_chemical_formula_sum            'C106 H128 Br8 F12 Fe2 N6 O18 P2'
_chemical_formula_weight         2815.06
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-08-17
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_cell_angle_alpha                90
_cell_angle_beta                 94.7150(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.8405(2)
_cell_length_b                   16.9294(2)
_cell_length_c                   41.4502(4)
_cell_measurement_reflns_used    25219
_cell_measurement_temperature    90
_cell_measurement_theta_max      74.8320
_cell_measurement_theta_min      3.6980
_cell_volume                     11777.4(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      90
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.948
_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    -91.00 -66.00   0.50   15.00    --  -41.93 -20.00  13.00   50
  2  \w    -24.00  38.00   0.50   15.00    --  -41.93  19.00 -90.00  124
  3  \w    -17.00   8.00   0.50   15.00    --  -41.93  20.00-178.00   50
  4  \w    -62.00 -32.00   0.50   20.00    -- -102.00  61.00 -90.00   60
  5  \w    -64.00 -33.00   0.50   20.00    -- -102.00  61.00-120.00   62
  6  \w    -68.00 -28.00   0.50   20.00    -- -102.00  61.00 -30.00   80
  7  \w    -61.00 -35.00   0.50   20.00    -- -102.00  61.00   0.00   52
  8  \w    -68.00 -28.00   0.50   20.00    -- -102.00  61.00 120.00   80
  9  \w    -56.00 -29.00   0.50   20.00    -- -102.00  61.00 150.00   54
 10  \w   -162.00 -85.00   0.50   20.00    -- -102.00 -20.00  13.00  154
 11  \w     12.00 120.00   0.50   15.00    --   41.93  20.00-178.00  216
 12  \w     76.00 134.00   0.50   20.00    --  106.13  20.00-178.00  116
 13  \w     98.00 178.00   0.50   20.00    --  106.13  61.00-120.00  160
 14  \w    126.00 166.00   0.50   20.00    --  106.13 125.00  30.00   80
 15  \w     86.00 116.00   0.50   20.00    --  106.13 125.00  30.00   60
 16  \w     32.00  68.00   0.50   20.00    --  106.13 -61.00   0.00   72
 17  \w     66.00  99.00   0.50   20.00    --  106.13 -94.00 -60.00   66
 18  \w     77.00 104.00   0.50   20.00    --  106.13 -94.00-150.00   54
 19  \w     34.00  59.00   0.50   20.00    --  106.13 -94.00 -60.00   50
 20  \w     37.00  63.00   0.50   20.00    --  106.13 -61.00 -30.00   52
 21  \w     21.00  52.00   0.50   15.00    --   41.93-125.00   0.00   62
 22  \w     56.00  92.00   0.50   15.00    --   41.93-125.00   0.00   72
 23  \w     47.00  73.00   0.50   20.00    --  106.13 -61.00 120.00   52
 24  \w     41.00  67.00   0.50   20.00    --  106.13 -61.00 150.00   52
 25  \w    -32.00  29.00   0.50   15.00    --   41.93 -20.00  13.00  122
;
_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      -0.0123561000
_diffrn_orient_matrix_UB_12      -0.0033822000
_diffrn_orient_matrix_UB_13      -0.0372191000
_diffrn_orient_matrix_UB_21      0.0877206000
_diffrn_orient_matrix_UB_22      0.0235838000
_diffrn_orient_matrix_UB_23      -0.0022891000
_diffrn_orient_matrix_UB_31      0.0239857000
_diffrn_orient_matrix_UB_32      -0.0878190000
_diffrn_orient_matrix_UB_33      0.0008277000
_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  0.0305
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_number            32148
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.944
_diffrn_reflns_theta_min         3.708
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.122
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32724
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_description       plate
_exptl_crystal_F_000             5680
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.058
_refine_diff_density_max         1.314
_refine_diff_density_min         -0.745
_refine_diff_density_rms         0.106
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.418(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1404
_refine_ls_number_reflns         17506
_refine_ls_number_restraints     1892
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0591
_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^)+(0.1075P)^2^+38.1363P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1644
_refine_ls_wR_factor_ref         0.1661
_reflns_Friedel_coverage         0.999
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.948
_reflns_number_gt                16682
_reflns_number_total             17506
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            am0c15171_si_008.cif
_cod_data_source_block           mebr_h3
_cod_database_code               4518161
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         C49H54Br4F6FeN3O8P
_shelx_estimated_absorpt_t_max   0.718
_shelx_estimated_absorpt_t_min   0.321
_reflns_odcompleteness_completeness 99.29
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.582(7)
 0.418(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
N43 \\sim C039: within 2A with sigma of 0.005 and sigma for terminal atoms of
0.01 within 2A
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.02
4. Others
 Sof(H03E)=Sof(H03F)=Sof(H55C)=Sof(H55D)=Sof(O18A)=1-FVAR(1)
 Sof(O18)=Sof(H03C)=Sof(H03D)=Sof(H55A)=Sof(H55B)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C03Y(H9)
5.b Secondary CH2 refined with riding coordinates:
 N42(H42A,H42B), C52(H52A,H52B), N015(H01G,H01H), C53(H53A,H53B), C45(H45A,
 H45B), C46(H46A,H46B), C01I(H01C,H01D), C01Q(H01A,H01B), C01W(H01E,H01F),
 C01Z(H01I,H01J), C026(H02A,H02B), C027(H02C,H02D), C029(H02E,H02F), C02A(H02G,
 H02H), C02F(H02N,H02O), C02G(H02I,H02J), C02N(H3,H), C02O(H02Q,H02R),
 C02Q(H02S,H02T), C02R(H02L,H02M), C02Y(H02V,H02W), C030(H03A,H03B), C034(H03G,
 H03H), C03I(H03I,H03J), C03L(H03K,H03L), C03R(H03C,H03D), C03R(H03E,H03F),
 C03T(H03M,H03N), C03Z(H03O,H03P), C042(H04A,H04B), C55(H55A,H55B), C55(H55C,
 H55D), C66(H66A,H66B), C64(H64A,H64B), C59(H59A,H59B), C58(H58A,H58B)
5.c Aromatic/amide H refined with riding coordinates:
 C51(H51), C48(H48), C01L(H01L), C01N(H01N), C01O(H01O), C01P(H01P),
 C01S(H01S), C01T(H01T), C01X(H01X), C01Y(H01Y), C022(H022), C024(H024),
 C025(H025), C02C(H02X), C02E(H02Y), C02I(H02K), C02J(H2), C02K(H02Z),
 C02L(H02P), C02S(H02), C02U(H02U), C02V(H4), C02X(H1), C032(H032), C033(H033),
 C035(H035), C036(H036), C038(H038), C03C(H03T), C03G(H03U), C03J(H03X),
 C03K(H03V), C03M(H03Y), C03N(H03Z), C03O(H03), C03P(H5), C03S(H6), C03V(H7),
 C03W(H03W), C54(H54), C56(H56)
5.d Idealised Me refined as rotating group:
 C031(H03Q,H03R,H03S), C03X(H8,HA,HB), C60(H60A,H60B,H60C), C62(H62A,H62B,
 H62C), C57(H57A,H57B,H57C), C65(H65A,H65B,H65C)
;
_shelx_res_checksum              41804
_shelx_hkl_checksum              81005
_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 2.148
_oxdiff_exptl_absorpt_empirical_full_min 0.615