Rotaxanes composed of dibenzo-24-crown-8 and macrocyclic transition metal complexing tetraimine units
Tomczyk, Karolina; Wozny, Mateusz; Domagala, Slawomir; Wieckowska, Agnieszka; Pawłowska, Joanna; Wozniak, Krzysztof; Korybut-Daszkiewicz, Bohdan; New J. Chem. 41 (2017) 6004–6013; doi:10.1039/C7NJ00909G

data_7056230
_publ_section_title
;
 Rotaxanes composed of dibenzo-24-crown-8 and macrocyclic transition metal
 complexing tetraimine units
;
_journal_issue                   13
_journal_name_full               'New J. Chem.'
_journal_page_first              6004
_journal_page_last               6013
_journal_paper_doi               10.1039/C7NJ00909G
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety
'C40 H58 Cu N12 Ni, 2.23(C3 H6 O), C24 H32 O8, 4(F6 P)'
_chemical_formula_sum            'C70.7 H103.39 Cu F24 N12 Ni O10.23 P4'
_chemical_formula_weight         1987.33
_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
_audit_creation_date
;
'Tue Oct 06 17:37:24 2015'
;
_audit_creation_method
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_audit_update_record
;
2017-01-29 deposited with the CCDC.
2017-05-24 downloaded from the CCDC.
;
_cell_angle_alpha                74.0155(19)
_cell_angle_beta                 88.0178(17)
_cell_angle_gamma                69.385(2)
_cell_formula_units_Z            2
_cell_length_a                   13.7274(3)
_cell_length_b                   16.1814(4)
_cell_length_c                   21.4063(4)
_cell_measurement_reflns_used    27306
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      31.4650
_cell_measurement_theta_min      2.0790
_cell_volume                     4268.12(18)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2195
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -19.00  116.00   1.0000   87.5000
omega____ theta____ kappa____ phi______ frames
    -       26.5569   37.0000  -60.0000 135

  2 omega   34.00  125.00   1.0000   87.5000
omega____ theta____ kappa____ phi______ frames
    -       26.5569 -178.0000 -180.0000 91

  3 omega  -14.00  117.00   1.0000   87.5000
omega____ theta____ kappa____ phi______ frames
    -       26.5569   57.0000 -150.0000 131

  4 omega   35.00  127.00   1.0000   87.5000
omega____ theta____ kappa____ phi______ frames
    -       26.5569  178.0000  120.0000 92

  5 omega  -68.00   62.00   1.0000   87.5000
omega____ theta____ kappa____ phi______ frames
    -      -27.8069   57.0000  -30.0000 130

  6 omega -126.00  -55.00   1.0000   87.5000
omega____ theta____ kappa____ phi______ frames
    -      -27.8069  178.0000  150.0000 71

  7 omega  -14.00  117.00   1.0000   87.5000
omega____ theta____ kappa____ phi______ frames
    -       26.5569   57.0000   60.0000 131

  8 omega  -64.00  -32.00   1.0000   87.5000
omega____ theta____ kappa____ phi______ frames
    -       26.5569  -57.0000  150.0000 32

  9 omega   64.00  116.00   1.0000   87.5000
omega____ theta____ kappa____ phi______ frames
    -       26.5569  142.0000  -68.0000 52

 10 omega    6.00   42.00   1.0000   87.5000
omega____ theta____ kappa____ phi______ frames
    -      -27.8069 -132.0000   29.2789 36

 11 omega -117.00   17.00   1.0000   87.5000
omega____ theta____ kappa____ phi______ frames
    -      -27.8069  -37.0000    0.0000 134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0075304000
_diffrn_orient_matrix_UB_12      -0.0422252000
_diffrn_orient_matrix_UB_13      0.0037132000
_diffrn_orient_matrix_UB_21      0.0016792000
_diffrn_orient_matrix_UB_22      -0.0079956000
_diffrn_orient_matrix_UB_23      0.0342994000
_diffrn_orient_matrix_UB_31      -0.0547976000
_diffrn_orient_matrix_UB_32      0.0231305000
_diffrn_orient_matrix_UB_33      -0.0018777000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0976
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            101860
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_min         1.931
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.660
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87606
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_description       block
_exptl_crystal_F_000             2053
_exptl_crystal_size_max          0.3643
_exptl_crystal_size_mid          0.2289
_exptl_crystal_size_min          0.1086
_refine_diff_density_max         0.676
_refine_diff_density_min         -0.597
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.923
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1553
_refine_ls_number_reflns         26052
_refine_ls_number_restraints     844
_refine_ls_restrained_S_all      0.938
_refine_ls_R_factor_all          0.0802
_refine_ls_R_factor_gt           0.0403
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0554P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0998
_refine_ls_wR_factor_ref         0.1066
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14859
_reflns_number_total             26052
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nj00909g2.cif
_cod_data_source_block           rx-meta-cuni
_cod_original_cell_volume        4268.13(16)
_cod_original_formula_sum        'C70.70 H103.39 Cu F24 N12 Ni O10.23 P4'
_cod_database_code               7056230
_chemical_oxdiff_formula         C69.8H103.5CuF24N13NiO10.3P4
_cell_oxdiff_angle_alpha         74.0155(19)
_cell_oxdiff_angle_beta          88.0178(17)
_cell_oxdiff_angle_gamma         69.385(2)
_cell_oxdiff_length_a            13.7274(3)
_cell_oxdiff_length_b            16.1814(4)
_cell_oxdiff_length_c            21.4063(4)
_cell_oxdiff_measurement_reflns_used 27306
_cell_oxdiff_volume              4268.13(16)
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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
 P4B-F21B \\sim P4A-F21A \\sim P4B-F24B \\sim P4A-F24A \\sim P4B-F20B \\sim
P4A-F20A \\sim P4B-F23B ~
 P4A-F23A \\sim P4A-F22A \\sim P4A-F19A \\sim P4B-F19B \\sim P4B-F22B
 with sigma of 0.02
 P3B-F15B \\sim P3B-F16B \\sim P3A-F16A \\sim P3A-F15A \\sim P3A-F13A \\sim
P3B-F13B \\sim P3B-F18B ~
 P3A-F18A \\sim P3B-F17B \\sim P3B-F14B \\sim P3A-F14A \\sim P3A-F17A
 with sigma of 0.02
 N4A-C9A \\sim N4B-C9B \\sim N1-C1
 with sigma of 0.02
 Ni1B-N3 \\sim Ni1B-N2 \\sim Ni1B-N4B \\sim Ni1B-N1 \\sim Ni1A-N3 \\sim
Ni1A-N4A \\sim Ni1A-N2 \\sim Ni1A-N1
 with sigma of 0.02
 O6-C61B \\sim O6-C61A \\sim O7B-C62B \\sim O7A-C62A \\sim O2B-C49 \\sim
O2A-C49 \\sim O3-C50
 with sigma of 0.02
 C64A-C63A \\sim C64B-C63B \\sim C48A-C47A \\sim C48B-C47B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C47B \\sim C48B \\sim C47A \\sim C48A \\sim O1A \\sim O1B \\sim O2A \\sim O2B:
within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
C47B \\sim O1B \\sim C48B: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
Uanis(C48B) \\sim Ueq, Uanis(C47B) \\sim Ueq, Uanis(C61B) \\sim Ueq: with sigma
of 0.1 and sigma for terminal atoms of 0.2
4. Rigid body (RIGU) restrains
 P2, P1, P4A, P4B, P3A, P3B, F9A, F10A, F11A, F12A, F7, F8, F9B, F10B, F11B,
 F12B, F3A, F4A, F5A, F6A, F1, F2, F3B, F4B, F5B, F6B, F19A, F19B, F20A, F20B,
 F21A, F21B, F22A, F22B, F23A, F23B, F24A, F24B, F13A, F14A, F15A, F16A, F17A,
 F18A, F13B, F14B, F15B, F16B, F17B, F18B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C43B, C44B, C45B, C41B, C42B, C46B, O1B, O8B, C64B, C63B, O7B, C62B, C61B, O6,
  C47B, C48B, O2B, C49
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C47B, O1B, C48B, O2B, C49
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(F19B)=Sof(F20B)=Sof(F21B)=Sof(F22B)=Sof(F23B)=Sof(F24B)=Sof(P4B)=1-FVAR(1)
 Sof(F19A)=Sof(F20A)=Sof(F21A)=Sof(F22A)=Sof(F23A)=Sof(F24A)=Sof(P4A)=FVAR(1)
 Sof(P3B)=Sof(F13B)=Sof(F14B)=Sof(F15B)=Sof(F16B)=Sof(F17B)=Sof(F18B)=1-FVAR(2)
 Sof(F13A)=Sof(F14A)=Sof(F15A)=Sof(F16A)=Sof(F17A)=Sof(F18A)=Sof(P3A)=FVAR(2)
 Sof(F3B)=Sof(F4B)=Sof(F5B)=Sof(F6B)=1-FVAR(3)
 Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=FVAR(3)
 Sof(H1B)=Sof(H7BC)=Sof(H7BD)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(C9B)=Sof(H9B)=
 Sof(C10B)=Sof(C11B)=Sof(H11B)=Sof(C12B)=Sof(H12C)=Sof(H12D)=Sof(C13B)=
 Sof(H13D)=Sof(H13E)=Sof(H13F)=Sof(C14B)=Sof(H14C)=Sof(H14D)=Sof(C15B)=
 Sof(H15D)=Sof(H15E)=Sof(H15F)=Sof(N4B)=Sof(N5B)=Sof(Ni1B)=1-FVAR(4)
 Sof(H1A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9A)=
 Sof(C10A)=Sof(C11A)=Sof(H11A)=Sof(C12A)=Sof(H12A)=Sof(H12B)=Sof(C13A)=
 Sof(H13A)=Sof(H13B)=Sof(H13C)=Sof(C14A)=Sof(H14A)=Sof(H14B)=Sof(C15A)=
 Sof(H15A)=Sof(H15B)=Sof(H15C)=Sof(N4A)=Sof(N5A)=Sof(Ni1A)=FVAR(4)
 Sof(F9B)=Sof(F10B)=Sof(F11B)=Sof(F12B)=1-FVAR(5)
 Sof(F9A)=Sof(F10A)=Sof(F11A)=Sof(F12A)=FVAR(5)
 Sof(C41B)=Sof(C42B)=Sof(H42B)=Sof(C43B)=Sof(H43B)=Sof(C44B)=Sof(H44B)=
 Sof(C45B)=Sof(H45B)=Sof(C46B)=Sof(C47B)=Sof(H47C)=Sof(H47D)=Sof(C48B)=
 Sof(H48C)=Sof(H48D)=Sof(H49C)=Sof(H49D)=Sof(C61B)=Sof(H61C)=Sof(H61D)=
 Sof(C62B)=Sof(H62C)=Sof(H62D)=Sof(C63B)=Sof(H63C)=Sof(H63D)=Sof(C64B)=
 Sof(H64C)=Sof(H64D)=Sof(O1B)=Sof(O2B)=Sof(O7B)=Sof(O8B)=1-FVAR(6)
 Sof(C41A)=Sof(C42A)=Sof(H42A)=Sof(C43A)=Sof(H43A)=Sof(C44A)=Sof(H44A)=
 Sof(C45A)=Sof(H45A)=Sof(C46A)=Sof(C47A)=Sof(H47A)=Sof(H47B)=Sof(C48A)=
 Sof(H48A)=Sof(H48B)=Sof(H49A)=Sof(H49B)=Sof(C61A)=Sof(H61A)=Sof(H61B)=
 Sof(C62A)=Sof(H62A)=Sof(H62B)=Sof(C63A)=Sof(H63A)=Sof(H63B)=Sof(C64A)=
 Sof(H64A)=Sof(H64B)=Sof(O1A)=Sof(O2A)=Sof(O7A)=Sof(O8A)=FVAR(6)
 Sof(C71)=Sof(C72)=Sof(H72A)=Sof(H72B)=Sof(H72C)=Sof(C73)=Sof(H73A)=Sof(H73B)=
 Sof(H73C)=Sof(O11)=FVAR(7)
6.a :
 P2(F7,F8,F9B,F10B,F11B,F12B), P1(F1,F2,F3B,F4B,F5B,F6B), P3B(F13B,F14B,F15B,
 F16B,F17B,F18B)
6.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C7(H7BC,H7BD), C7(H7AA,H7AB), C8A(H8AA,H8AB),
 C8B(H8BA,H8BB), C12A(H12A,H12B), C12B(H12C,H12D), C14A(H14A,H14B), C14B(H14C,
 H14D), C17(H17A,H17B), C18(H18A,H18B), C22(H22A,H22B), C23(H23A,H23B),
 C27(H27A,H27B), C29(H29A,H29B), C32(H32A,H32B), C39(H39A,H39B), C47A(H47A,
 H47B), C47B(H47C,H47D), C48A(H48A,H48B), C48B(H48C,H48D), C49(H49A,H49B),
 C49(H49C,H49D), C50(H50A,H50B), C51(H51A,H51B), C52(H52A,H52B), C59(H59A,H59B),
  C60(H60A,H60B), C61A(H61A,H61B), C61B(H61C,H61D), C62A(H62A,H62B), C62B(H62C,
 H62D), C63A(H63A,H63B), C63B(H63C,H63D), C64A(H64A,H64B), C64B(H64C,H64D)
6.c Aromatic/amide H refined with riding coordinates:
 C1(H1A), C1(H1B), C4(H4), C6(H6), C9A(H9A), C9B(H9B), C11A(H11A), C11B(H11B),
 C16(H16), C19(H19), C21(H21), C24(H24), C26(H26), C31(H31), C34(H34), C35(H35),
  C36(H36), C38(H38), C40(H40), N11(H11), N12(H12), C42A(H42A), C42B(H42B),
 C43A(H43A), C43B(H43B), C44A(H44A), C44B(H44B), C45A(H45A), C45B(H45B),
 C54(H54), C55(H55), C56(H56), C57(H57)
6.d Idealised Me refined as rotating group:
 C13A(H13A,H13B,H13C), C13B(H13D,H13E,H13F), C15A(H15A,H15B,H15C), C15B(H15D,
 H15E,H15F), C28(H28A,H28B,H28C), C30(H30A,H30B,H30C), C72(H72A,H72B,H72C),
 C73(H73A,H73B,H73C), C66(H66A,H66B,H66C), C67(H67A,H67B,H67C), C69(H69A,H69B,
 H69C), C70(H70A,H70B,H70C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'