Rotaxane synthesis exploiting the M( <scp>i</scp> )/M( <scp>iii</scp> ) redox couple
Emerson-King, Jack; Knighton, Richard C.; Gyton, Matthew R.; Chaplin, Adrian B.; Dalton Transactions 46 (2017) 11645–11655; doi:10.1039/C7DT02648J

data_1546826
_publ_section_title
;
 Rotaxane synthesis exploiting the M( <scp>i</scp> )/M( <scp>iii</scp> )
 redox couple
;
_journal_issue                   35
_journal_name_full               'Dalton Transactions'
_journal_page_first              11645
_journal_page_last               11655
_journal_paper_doi               10.1039/C7DT02648J
_journal_volume                  46
_journal_year                    2017
_chemical_formula_moiety
'C46 H40 Ir N2 P2, C32 H12 B F24, 0.5(C6 H14)'
_chemical_formula_sum            'C81 H59 B F24 Ir N2 P2'
_chemical_formula_weight         1781.25
_chemical_melting_point          ?
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2017-04-04
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_audit_update_record
;
2017-07-19 deposited with the CCDC.
2017-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                81.8139(9)
_cell_angle_beta                 77.5130(10)
_cell_angle_gamma                62.9306(12)
_cell_formula_units_Z            4
_cell_length_a                   17.3484(2)
_cell_length_b                   17.38548(19)
_cell_length_c                   29.3494(3)
_cell_measurement_reflns_used    69319
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      34.1420
_cell_measurement_theta_min      3.4310
_cell_volume                     7686.07(17)
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3046
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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   -103.00  10.00   1.00   22.50    --  -23.90 -77.00-120.00  113
  2  \w   -112.00 -55.00   1.00   22.50    --  -23.90 178.00-120.00   57
  3  \w   -114.00 -57.00   1.00   22.50    --  -23.90-178.00 -30.00   57
  4  \w    -51.00  52.00   1.00   22.50    --   25.30 -37.00 -60.00  103
  5  \w     -8.00 104.00   1.00   22.50    --   25.30  77.00-180.00  112
  6  \w     -1.00 101.00   1.00   22.50    --   25.30  37.00 -90.00  102
  7  \w     -1.00 101.00   1.00   22.50    --   25.30  37.00 120.00  102
  8  \w    -98.00   6.00   1.00   22.50    --  -23.90 -57.00 -30.00  104
  9  \w   -112.00 -55.00   1.00   22.50    --  -23.90 178.00 120.00   57
 10  \w    -20.00  31.00   1.00   22.50    --   25.30 -99.00 -90.00   51
 11  \w    -20.00  67.00   1.00   22.50    --   25.30 -99.00 120.00   87
 12  \w     -1.00 101.00   1.00   22.50    --   25.30  37.00   0.00  102
 13  \w    -51.00  52.00   1.00   22.50    --   25.30 -37.00 150.00  103
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Oxford Diffraction: SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0432895000
_diffrn_orient_matrix_UB_12      0.0059361000
_diffrn_orient_matrix_UB_13      0.0099461000
_diffrn_orient_matrix_UB_21      -0.0139515000
_diffrn_orient_matrix_UB_22      0.0452143000
_diffrn_orient_matrix_UB_23      -0.0000652000
_diffrn_orient_matrix_UB_31      -0.0101841000
_diffrn_orient_matrix_UB_32      0.0050054000
_diffrn_orient_matrix_UB_33      -0.0227014000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            194317
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        27.103
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_min         3.044
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.882
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71263
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3548
_exptl_crystal_recrystallization_method
'Crystals grown from CH2Cl2-hexane at 293 K'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.1
_refine_diff_density_max         2.619
_refine_diff_density_min         -1.206
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2275
_refine_ls_number_reflns         33868
_refine_ls_number_restraints     1299
_refine_ls_restrained_S_all      1.181
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0274P)^2^+13.6924P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0727
_refine_ls_wR_factor_ref         0.0783
_reflns_Friedel_coverage         0.000
_reflns_number_gt                29294
_reflns_number_total             33868
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7dt02648j2.cif
_cod_data_source_block           0228abc16s
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        7686.08(17)
_cod_database_code               1546826
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All Ir(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C416-F310 \\sim C416-F311 \\sim C416-F312 \\sim C416-F410 \\sim C416-F411
\\sim C416-F412
 with sigma of 0.01
 F310-F311 \\sim F311-F312 \\sim F312-F310 \\sim F410-F411 \\sim F411-F412
\\sim F412-F410
 with sigma of 0.01
 C413-F310 \\sim C413-F311 \\sim C413-F312 \\sim C413-F410 \\sim C413-F411
\\sim C413-F412
 with sigma of 0.01
 C424-F316 \\sim C424-F317 \\sim C424-F318 \\sim C424-F416 \\sim C424-F417
\\sim C424-F418
 with sigma of 0.01
 F316-F317 \\sim F317-F318 \\sim F318-F316 \\sim F416-F417 \\sim F417-F418
\\sim F418-F416
 with sigma of 0.01
 C421-F316 \\sim C421-F317 \\sim C421-F318 \\sim C421-F416 \\sim C421-F417
\\sim C421-F418
 with sigma of 0.01
 C431-F319 \\sim C431-F320 \\sim C431-F321 \\sim C431-F419 \\sim C431-F420
\\sim C431-F421
 with sigma of 0.01
 F319-F320 \\sim F320-F321 \\sim F321-F319 \\sim F419-F420 \\sim F420-F421
\\sim F421-F419
 with sigma of 0.01
 C427-F319 \\sim C427-F320 \\sim C427-F321 \\sim C427-F419 \\sim C427-F420
\\sim C427-F421
 with sigma of 0.01
 C432-F322 \\sim C432-F323 \\sim C432-F324 \\sim C432-F422 \\sim C432-F423
\\sim C432-F424
 with sigma of 0.01
 F322-F323 \\sim F323-F324 \\sim F324-F322 \\sim F422-F423 \\sim F423-F424
\\sim F424-F422
 with sigma of 0.01
 C429-F322 \\sim C429-F323 \\sim C429-F324 \\sim C429-F422 \\sim C429-F423
\\sim C429-F424
 with sigma of 0.01
 C423-F313 \\sim C423-F314 \\sim C423-F315 \\sim C423-F413 \\sim C423-F414
\\sim C423-F415
 with sigma of 0.01
 F313-F314 \\sim F314-F315 \\sim F315-F313 \\sim F413-F414 \\sim F414-F415
\\sim F415-F413
 with sigma of 0.01
 C419-F313 \\sim C419-F314 \\sim C419-F315 \\sim C419-F413 \\sim C419-F414
\\sim C419-F415
 with sigma of 0.01
 C207-F101 \\sim C207-F102 \\sim C207-F103 \\sim C207-F201 \\sim C207-F202
\\sim C207-F203
 with sigma of 0.01
 F101-F102 \\sim F102-F103 \\sim F103-F101 \\sim F201-F202 \\sim F202-F203
\\sim F203-F201
 with sigma of 0.01
 C203-F101 \\sim C203-F102 \\sim C203-F103 \\sim C203-F201 \\sim C203-F202
\\sim C203-F203
 with sigma of 0.01
 C216-F110 \\sim C216-F111 \\sim C216-F112 \\sim C216-F210 \\sim C216-F211
\\sim C216-F212
 with sigma of 0.01
 F110-F111 \\sim F111-F112 \\sim F112-F110 \\sim F210-F211 \\sim F211-F212
\\sim F212-F210
 with sigma of 0.01
 C213-F110 \\sim C213-F111 \\sim C213-F112 \\sim C213-F210 \\sim C213-F211
\\sim C213-F212
 with sigma of 0.01
 C224-F116 \\sim C224-F117 \\sim C224-F118 \\sim C224-F216 \\sim C224-F217
\\sim C224-F218
 with sigma of 0.01
 F116-F117 \\sim F117-F118 \\sim F118-F116 \\sim F216-F217 \\sim F217-F218
\\sim F218-F216
 with sigma of 0.01
 C221-F116 \\sim C221-F117 \\sim C221-F118 \\sim C221-F216 \\sim C221-F217
\\sim C221-F218
 with sigma of 0.01
 C231-F119 \\sim C231-F120 \\sim C231-F121 \\sim C231-F219 \\sim C231-F220
\\sim C231-F221
 with sigma of 0.01
 F119-F120 \\sim F120-F121 \\sim F121-F119 \\sim F219-F220 \\sim F220-F221
\\sim F221-F219
 with sigma of 0.01
 C227-F119 \\sim C227-F120 \\sim C227-F121 \\sim C227-F219 \\sim C227-F220
\\sim C227-F221
 with sigma of 0.01
 C232-F122 \\sim C232-F123 \\sim C232-F124 \\sim C232-F222 \\sim C232-F223
\\sim C232-F224
 with sigma of 0.01
 F122-F123 \\sim F123-F124 \\sim F124-F122 \\sim F222-F223 \\sim F223-F224
\\sim F224-F222
 with sigma of 0.01
 C229-F122 \\sim C229-F123 \\sim C229-F124 \\sim C229-F222 \\sim C229-F223
\\sim C229-F224
 with sigma of 0.01
 Ir11-H11A \\sim Ir11-H11B \\sim Ir1-H1B \\sim Ir1-H1A
 with sigma of 0.01
 C92-C91 \\sim C91-C90 \\sim C90-C90_$1 \\sim C95-C94 \\sim C94-C93 \\sim
C93-C93_$2
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
F301 \\sim F302 \\sim F303 \\sim F304 \\sim F305 \\sim F306 \\sim F307 \\sim
F308 \\sim F309 \\sim F310 \\sim F311 \\sim F312 \\sim F313 \\sim F314 \\sim
F315 \\sim F316 \\sim F317 \\sim F318 \\sim F319 \\sim F320 \\sim F321 \\sim
F322 \\sim F323 \\sim F324 \\sim F410 \\sim F411 \\sim F412 \\sim F413 \\sim
F414 \\sim F415 \\sim F416 \\sim F417 \\sim F418 \\sim F419 \\sim F420 \\sim
F421 \\sim F422 \\sim F423 \\sim F424 \\sim F101 \\sim F102 \\sim F103 \\sim
F104 \\sim F105 \\sim F106 \\sim F107 \\sim F108 \\sim F109 \\sim F110 \\sim
F111 \\sim F112 \\sim F113 \\sim F114 \\sim F115 \\sim F116 \\sim F117 \\sim
F118 \\sim F119 \\sim F120 \\sim F121 \\sim F122 \\sim F123 \\sim F124 \\sim
F201 \\sim F202 \\sim F203 \\sim F210 \\sim F211 \\sim F212 \\sim F216 \\sim
F217 \\sim F218 \\sim F219 \\sim F220 \\sim F221 \\sim F222 \\sim F223 \\sim
F224: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F301) \\sim Ueq, Uanis(F302) \\sim Ueq, Uanis(F303) \\sim Ueq,
Uanis(F304) \\sim Ueq, Uanis(F305) \\sim Ueq, Uanis(F306) \\sim Ueq,
Uanis(F307) \\sim Ueq, Uanis(F308) \\sim Ueq, Uanis(F309) \\sim Ueq,
Uanis(F310) \\sim Ueq, Uanis(F311) \\sim Ueq, Uanis(F312) \\sim Ueq,
Uanis(F313) \\sim Ueq, Uanis(F314) \\sim Ueq, Uanis(F315) \\sim Ueq,
Uanis(F316) \\sim Ueq, Uanis(F317) \\sim Ueq, Uanis(F318) \\sim Ueq,
Uanis(F319) \\sim Ueq, Uanis(F320) \\sim Ueq, Uanis(F321) \\sim Ueq,
Uanis(F322) \\sim Ueq, Uanis(F323) \\sim Ueq, Uanis(F324) \\sim Ueq,
Uanis(F410) \\sim Ueq, Uanis(F411) \\sim Ueq, Uanis(F412) \\sim Ueq,
Uanis(F413) \\sim Ueq, Uanis(F414) \\sim Ueq, Uanis(F415) \\sim Ueq,
Uanis(F416) \\sim Ueq, Uanis(F417) \\sim Ueq, Uanis(F418) \\sim Ueq,
Uanis(F419) \\sim Ueq, Uanis(F420) \\sim Ueq, Uanis(F421) \\sim Ueq,
Uanis(F422) \\sim Ueq, Uanis(F423) \\sim Ueq, Uanis(F424) \\sim Ueq,
Uanis(F101) \\sim Ueq, Uanis(F102) \\sim Ueq, Uanis(F103) \\sim Ueq,
Uanis(F104) \\sim Ueq, Uanis(F105) \\sim Ueq, Uanis(F106) \\sim Ueq,
Uanis(F107) \\sim Ueq, Uanis(F108) \\sim Ueq, Uanis(F109) \\sim Ueq,
Uanis(F110) \\sim Ueq, Uanis(F111) \\sim Ueq, Uanis(F112) \\sim Ueq,
Uanis(F113) \\sim Ueq, Uanis(F114) \\sim Ueq, Uanis(F115) \\sim Ueq,
Uanis(F116) \\sim Ueq, Uanis(F117) \\sim Ueq, Uanis(F118) \\sim Ueq,
Uanis(F119) \\sim Ueq, Uanis(F120) \\sim Ueq, Uanis(F121) \\sim Ueq,
Uanis(F122) \\sim Ueq, Uanis(F123) \\sim Ueq, Uanis(F124) \\sim Ueq,
Uanis(F201) \\sim Ueq, Uanis(F202) \\sim Ueq, Uanis(F203) \\sim Ueq,
Uanis(F210) \\sim Ueq, Uanis(F211) \\sim Ueq, Uanis(F212) \\sim Ueq,
Uanis(F216) \\sim Ueq, Uanis(F217) \\sim Ueq, Uanis(F218) \\sim Ueq,
Uanis(F219) \\sim Ueq, Uanis(F220) \\sim Ueq, Uanis(F221) \\sim Ueq,
Uanis(F222) \\sim Ueq, Uanis(F223) \\sim Ueq, Uanis(F224) \\sim Ueq: with sigma
of 0.007 and sigma for terminal atoms of 0.014
Uanis(F112) = Uanis(F212)
Uanis(F110) = Uanis(F210)
Uanis(F111) = Uanis(F211)
4. Others
 Sof(F422)=Sof(F423)=Sof(F424)=1-FVAR(1)
 Sof(F322)=Sof(F323)=Sof(F324)=FVAR(1)
 Sof(F419)=Sof(F420)=Sof(F421)=1-FVAR(2)
 Sof(F319)=Sof(F320)=Sof(F321)=FVAR(2)
 Sof(F410)=Sof(F411)=Sof(F412)=1-FVAR(3)
 Sof(F310)=Sof(F311)=Sof(F312)=FVAR(3)
 Sof(F416)=Sof(F417)=Sof(F418)=1-FVAR(4)
 Sof(F316)=Sof(F317)=Sof(F318)=FVAR(4)
 Sof(F413)=Sof(F414)=Sof(F415)=1-FVAR(5)
 Sof(F313)=Sof(F314)=Sof(F315)=FVAR(5)
 Sof(F201)=Sof(F202)=Sof(F203)=1-FVAR(6)
 Sof(F101)=Sof(F102)=Sof(F103)=FVAR(6)
 Sof(F210)=Sof(F211)=Sof(F212)=1-FVAR(7)
 Sof(F110)=Sof(F111)=Sof(F112)=FVAR(7)
 Sof(F219)=Sof(F220)=Sof(F221)=1-FVAR(8)
 Sof(F119)=Sof(F120)=Sof(F121)=FVAR(8)
 Sof(F222)=Sof(F223)=Sof(F224)=1-FVAR(9)
 Sof(F122)=Sof(F123)=Sof(F124)=FVAR(9)
 Sof(F216)=Sof(F217)=Sof(F218)=1-FVAR(10)
 Sof(F116)=Sof(F117)=Sof(F118)=FVAR(10)
5.a Secondary CH2 refined with riding coordinates:
 C90(H90A,H90B), C91(H91A,H91B), C93(H93A,H93B), C94(H94A,H94B)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C33(H33), C34(H34), C35(H35), C36(H36), C37(H37), C39(H39), C40(H40), C41(H41),
  C42(H42), C43(H43), C45(H45), C46(H46), C47(H47), C48(H48), C49(H49),
 C53(H53), C54(H54), C55(H55), C56(H56), C57(H57), C59(H59), C60(H60), C61(H61),
  C62(H62), C63(H63), C65(H65), C66(H66), C67(H67), C68(H68), C69(H69),
 C103(H103), C104(H104), C105(H105), C106(H106), C109(H109), C110(H110),
 C111(H111), C112(H112), C133(H133), C134(H134), C135(H135), C136(H136),
 C137(H137), C139(H139), C140(H140), C141(H141), C142(H142), C143(H143),
 C145(H145), C146(H146), C147(H147), C148(H148), C149(H149), C153(H153),
 C154(H154), C155(H155), C156(H156), C157(H157), C159(H159), C160(H160),
 C161(H161), C162(H162), C163(H163), C165(H165), C166(H166), C167(H167),
 C168(H168), C169(H169), C402(H402), C404(H404), C406(H406), C410(H410),
 C412(H412), C414(H414), C418(H418), C420(H420), C422(H422), C426(H426),
 C428(H428), C430(H430), C202(H202), C204(H204), C206(H206), C210(H210),
 C212(H212), C214(H214), C218(H218), C220(H220), C222(H222), C226(H226),
 C228(H228), C230(H230)
5.c Idealised Me refined as rotating group:
 C92(H92A,H92B,H92C), C95(H95A,H95B,H95C)
;
_shelx_res_checksum              98806
_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 1.543
_oxdiff_exptl_absorpt_empirical_full_min 0.570