The influence of metal-complexing macrocycle size on intramolecular movement in rotaxanes.
Woźny, Mateusz; Tomczyk, Karolina M.; Więckowska, Agnieszka; Sutuła, Szymon; Trzybiński, Damian; Woźniak, Krzysztof; Korybut-Daszkiewicz, Bohdan; Dalton transactions (Cambridge, England : 2003) 48 (2019) 6546–6557; doi:10.1039/c9dt00083f

data_7049674
_publ_section_title
;
 The influence of metal-complexing macrocycle size on intramolecular
 movement in rotaxanes.
;
_journal_issue                   19
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6546
_journal_page_last               6557
_journal_paper_doi               10.1039/c9dt00083f
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C44 H66 N12 Ni2, 4(F6 P), C24 H32 O8'
_chemical_formula_sum            'C68 H98 F24 N12 Ni2 O8 P4'
_chemical_formula_weight         1908.88
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-09-05
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2019-01-03 deposited with the CCDC.    2019-04-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.338(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.9923(3)
_cell_length_b                   35.5936(14)
_cell_length_c                   22.7942(7)
_cell_measurement_reflns_used    5897
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.0580
_cell_measurement_theta_min      2.2870
_cell_volume                     8083.8(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2195
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0261309000
_diffrn_orient_matrix_UB_12      -0.0426523000
_diffrn_orient_matrix_UB_13      0.0003754000
_diffrn_orient_matrix_UB_21      -0.1449596000
_diffrn_orient_matrix_UB_22      0.0072211000
_diffrn_orient_matrix_UB_23      0.0158645000
_diffrn_orient_matrix_UB_31      -0.0470634000
_diffrn_orient_matrix_UB_32      0.0014916000
_diffrn_orient_matrix_UB_33      -0.0658839000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0819
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            33183
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         2.306
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.359
_exptl_absorpt_correction_T_max  0.929
_exptl_absorpt_correction_T_min  0.781
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            dark-orange
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_description       prism
_exptl_crystal_F_000             3944
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_refine_diff_density_max         2.150
_refine_diff_density_min         -0.740
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1319
_refine_ls_number_reflns         14380
_refine_ls_number_restraints     792
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.1444
_refine_ls_R_factor_gt           0.0900
_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^)+(0.1724P)^2^+2.7534P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2484
_refine_ls_wR_factor_ref         0.2973
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8317
_reflns_number_total             14380
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt00083f2.cif
_cod_data_source_block           smart_1_abs8
_cod_depositor_comments          'Adding full bibliography for 7049674.cif.'
_cod_database_code               7049674
_reflns_odcompleteness_completeness 99.68
_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 C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C67-C68
 1.54 with sigma of 0.01
 F8-F11 \\sim F8-F12 \\sim F8-F9 \\sim F8-F10 \\sim F7-F11 \\sim F7-F12 \\sim
F7-F9 \\sim F7-F10 \\sim F11-F12
 \\sim F11-F10 \\sim F12-F9 \\sim F9-F10
 with sigma of 0.04
 P2-F8 \\sim P2-F7 \\sim P2-F11 \\sim P2-F12 \\sim P2-F9 \\sim P2-F10
 with sigma of 0.04
 F14-F16 \\sim F14-F15 \\sim F14-F17 \\sim F14-F18 \\sim F16-F13 \\sim F16-F15
\\sim F16-F17 \\sim F13-F15
 \\sim F13-F17 \\sim F13-F18 \\sim F15-F18 \\sim F17-F18
 with sigma of 0.04
 P3-F14 \\sim P3-F16 \\sim P3-F13 \\sim P3-F15 \\sim P3-F17 \\sim P3-F18
 with sigma of 0.04
 F6A-F2A \\sim F6A-F4A \\sim F6A-F1A \\sim F6A-F5A \\sim F3A-F2A \\sim F3A-F4A
\\sim F3A-F1A \\sim F3A-F5A
 \\sim F2A-F4A \\sim F2A-F5A \\sim F4A-F1A \\sim F1A-F5A
 with sigma of 0.04
 P1A-F6A \\sim P1A-F3A \\sim P1A-F2A \\sim P1A-F4A \\sim P1A-F1A \\sim P1A-F5A
 with sigma of 0.04
 C40-C34B \\sim C40-C34A
 with sigma of 0.04
 C21A-C20 \\sim C21B-C20
 with sigma of 0.04
 C24-C23A \\sim C24-C23B
 with sigma of 0.04
 F21-F22 \\sim F21-F20 \\sim F21-F24 \\sim F21-F19 \\sim F23-F22 \\sim F23-F20
\\sim F23-F24 \\sim F23-F19
 \\sim F22-F20 \\sim F22-F19 \\sim F20-F24 \\sim F24-F19
 with sigma of 0.04
 P4-F21 \\sim P4-F23 \\sim P4-F22 \\sim P4-F20 \\sim P4-F24 \\sim P4-F19
 with sigma of 0.04
 C36B-C37B \\sim C36A-C37A
 with sigma of 0.001
 C38B-C37B \\sim C38A-C37A
 with sigma of 0.001
3. Restrained planarity
 C20, C21A, C22A, C23A, C24, C25
 with sigma of 0.1
 C20, C21B, C22B, C23B, C24, C25
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(F2A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F1A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F24) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F21) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F20) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C42B) \\sim Ueq, Uanis(C41B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
5. Rigid body (RIGU) restrains
 C26A, C27A, C28A, C29A, C30A, C31A, C32A, C33A, C34A, C35A, C36A, C37A, C38A,
 C39A, N7A, N8A, N9A, N10A, N11A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C26B, C27B, C28B, C29B, C30B, C31B, C32B, C33B, C34B, C35B, C36B, C37B, C38B,
 C39B, N7B, N8B, N9B, N10B, N11B, Ni2B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C20, C21A, C22A, C23A, C24, C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C20, C21B, C22B, C23B, C24, C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C3, C4B, C5B, N1, N2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C53, C54B, C56, O3B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C53, C54A, C55, C56, O3A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C54B, C56, O3B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C55, C56, O3B, O4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(H3BC)=Sof(H3BD)=Sof(C4B)=Sof(H4BA)=Sof(H4BB)=Sof(C5B)=Sof(H5BA)=Sof(H5BB)=
 1-FVAR(1)
 Sof(H3AA)=Sof(H3AB)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(C5A)=Sof(H5AA)=Sof(H5AB)=
 FVAR(1)
 Sof(H53C)=Sof(H53D)=Sof(C54B)=Sof(H54C)=Sof(H54D)=Sof(H55C)=Sof(H55D)=
 Sof(O3B)=1-FVAR(2)
 Sof(H53A)=Sof(H53B)=Sof(C54A)=Sof(H54A)=Sof(H54B)=Sof(H55A)=Sof(H55B)=
 Sof(O3A)=FVAR(2)
 Sof(C21B)=Sof(H21B)=Sof(C22B)=Sof(H22B)=Sof(C23B)=Sof(C26B)=Sof(H26A)=
 Sof(H26B)=Sof(C27B)=Sof(H27B)=Sof(C28B)=Sof(C29B)=Sof(H29B)=Sof(C30B)=
 Sof(H30A)=Sof(H30B)=Sof(C31B)=Sof(H31A)=Sof(H31B)=Sof(C32B)=Sof(H32A)=
 Sof(H32B)=Sof(C33B)=Sof(H33B)=Sof(C34B)=Sof(C35B)=Sof(H35B)=Sof(C36B)=
 Sof(H36A)=Sof(H36B)=Sof(C37B)=Sof(H37A)=Sof(H37B)=Sof(C38B)=Sof(H38A)=
 Sof(H38B)=Sof(C39B)=Sof(H39B)=Sof(N7B)=Sof(H7B)=Sof(N8B)=Sof(N9B)=Sof(N10B)=
 Sof(N11B)=Sof(Ni2B)=Sof(H24A)=Sof(H40A)=1-FVAR(3)
 Sof(C21A)=Sof(H21A)=Sof(C22A)=Sof(H22A)=Sof(C23A)=Sof(H24)=Sof(C26A)=
 Sof(H26C)=Sof(H26D)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(C29A)=Sof(H29A)=
 Sof(C30A)=Sof(H30C)=Sof(H30D)=Sof(C31A)=Sof(H31C)=Sof(H31D)=Sof(C32A)=
 Sof(H32C)=Sof(H32D)=Sof(C33A)=Sof(H33A)=Sof(C34A)=Sof(C35A)=Sof(H35A)=
 Sof(C36A)=Sof(H36C)=Sof(H36D)=Sof(C37A)=Sof(H37C)=Sof(H37D)=Sof(C38A)=
 Sof(H38C)=Sof(H38D)=Sof(C39A)=Sof(H39A)=Sof(H40)=Sof(N7A)=Sof(H7A)=Sof(N8A)=
 Sof(N9A)=Sof(N10A)=Sof(N11A)=Sof(Ni2A)=FVAR(3)
 Sof(P1B)=Sof(F1B)=Sof(F2B)=Sof(F3B)=Sof(F4B)=Sof(F5B)=Sof(F6B)=1-FVAR(4)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=Sof(P1A)=FVAR(4)
 Sof(C41B)=Sof(H41C)=Sof(H41D)=Sof(C42B)=Sof(H42D)=Sof(H42E)=Sof(H42F)=1-FVAR(5)
 Sof(C41A)=Sof(H41A)=Sof(H41B)=Sof(C42A)=Sof(H42A)=Sof(H42B)=Sof(H42C)=FVAR(5)
7.a Free rotating group:
 C21B(C22B,C23B,C26B,C27B,C28B,C29B,C30B,C31B,C32B,C33B,C34B,C35B,C36B,C37B,
 C38B,C39B,N7B,N8B,N9B,N10B,N11B,Ni2B), P1B(F1B,F2B,F3B,F4B,F5B,F6B)
7.b Secondary CH2 refined with riding coordinates:
 C3(H3AA,H3AB), C3(H3BC,H3BD), C4A(H4AA,H4AB), C4B(H4BA,H4BB), C5A(H5AA,H5AB),
 C5B(H5BA,H5BB), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C14(H14A,H14B),
 C16(H16A,H16B), C19(H19A,H19B), C26B(H26A,H26B), C30B(H30A,H30B), C31B(H31A,
 H31B), C32B(H32A,H32B), C36B(H36A,H36B), C37B(H37A,H37B), C38B(H38A,H38B),
 C26A(H26C,H26D), C30A(H30C,H30D), C31A(H31C,H31D), C32A(H32C,H32D), C36A(H36C,
 H36D), C37A(H37C,H37D), C38A(H38C,H38D), C41A(H41A,H41B), C41B(H41C,H41D),
 C43(H43A,H43B), C51(H51A,H51B), C52(H52A,H52B), C53(H53A,H53B), C53(H53C,H53D),
  C54A(H54A,H54B), C54B(H54C,H54D), C55(H55A,H55B), C55(H55C,H55D), C56(H56A,
 H56B), C63(H63A,H63B), C64(H64A,H64B), C65(H65A,H65B), C66(H66A,H66B),
 C67(H67A,H67B), C68(H68A,H68B)
7.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C6(H6), C8(H8), C12(H12), C13(H13), C18(H18), C21A(H21A), C21B(H21B),
 C22B(H22B), C27B(H27B), C29B(H29B), C33B(H33B), C35B(H35B), C39B(H39B),
 N7B(H7B), C22A(H22A), C24(H24), C24(H24A), C25(H25), C27A(H27A), C29A(H29A),
 C33A(H33A), C35A(H35A), C39A(H39A), C40(H40), C40(H40A), N6(H6A), N7A(H7A),
 C46(H46), C47(H47), C48(H48), C49(H49), C58(H58), C59(H59), C60(H60), C61(H61)
7.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C42A(H42A,H42B,H42C), C42B(H42D,
 H42E,H42F), C44(H44A,H44B,H44C)
;
_shelx_shelxl_version_number     2014/7
_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 1.525
_oxdiff_exptl_absorpt_empirical_full_min 0.641