Capture of mechanically interlocked molecules by rhodium-mediated terminal alkyne dimerisation
Hood, Thomas M.; Lau, Samantha; Chaplin, Adrian B.; RSC Advances 14 (2024) 7740–7744; doi:10.1039/D4RA00566J

data_7248280
_publ_section_title
;
 Capture of mechanically interlocked molecules by rhodium-mediated
 terminal alkyne dimerisation
;
_journal_issue                   11
_journal_name_full               'RSC Advances'
_journal_page_first              7740
_journal_page_last               7744
_journal_paper_doi               10.1039/D4RA00566J
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C29 H53 N P2 S2'
_chemical_formula_sum            'C29 H53 N P2 S2'
_chemical_formula_weight         541.78
_chemical_melting_point          ?
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2021-02-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-12-06 deposited with the CCDC.	2024-02-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.6815(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.97496(10)
_cell_length_b                   8.53541(4)
_cell_length_c                   20.53738(10)
_cell_measurement_reflns_used    32807
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      73.4310
_cell_measurement_theta_min      4.2470
_cell_volume                     3147.47(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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   -117.00 -57.00   1.00    1.00    --  -41.82-155.00  61.00   60
  2  \w    -87.00  -6.00   1.00    1.00    --  -41.82 125.00  60.00   81
  3  \w   -116.00 -17.00   1.00    1.00    --  -41.82 -37.00 -90.00   99
  4  \w      6.00  83.00   1.00    1.00    --   41.82 -99.00 120.00   77
  5  \w     27.00  98.00   1.00    1.00    --   41.82-125.00 -60.00   71
  6  \w    103.00 178.00   1.00    4.00    --  107.00  77.00  30.00   75
  7  \w     97.00 178.00   1.00    4.00    --  107.00 125.00-150.00   81
  8  \w     35.00 136.00   1.00    4.00    --  107.00 -61.00  60.00  101
  9  \w     24.00 107.00   1.00    4.00    --  107.00 -94.00   0.00   83
 10  \w     34.00 112.00   1.00    4.00    --  107.00-125.00 -30.00   78
 11  \w    103.00 178.00   1.00    4.00    --  107.00  77.00 120.00   75
 12  \w     24.00 107.00   1.00    4.00    --  107.00 -94.00  30.00   83
 13  \w     24.00 107.00   1.00    4.00    --  107.00 -94.00 -30.00   83
 14  \w     81.00 178.00   1.00    4.00    --  107.00  45.00-150.00   97
 15  \w     34.00 133.00   1.00    4.00    --  107.00 -45.00  90.00   99
 16  \w     97.00 178.00   1.00    4.00    --  107.00 125.00  30.00   81
 17  \w     97.00 178.00   1.00    4.00    --  107.00 125.00   0.00   81
 18  \w   -114.00 -14.00   1.00    1.00    --  -41.82 -57.00  30.00  100
 19  \w    -70.00  31.00   1.00    1.00    --  -41.82  57.00   0.00  101
 20  \w   -114.00 -14.00   1.00    1.00    --  -41.82 -57.00 120.00  100
 21  \w   -114.00 -14.00   1.00    1.00    --  -41.82 -57.00-150.00  100
 22  \w     81.00 178.00   1.00    4.00    --  107.00  45.00 -30.00   97
 23  \w     78.00 178.00   1.00    4.00    --  107.00  61.00  90.00  100
 24  \w     81.00 178.00   1.00    4.00    --  107.00  45.00   0.00   97
 25  \w     78.00 178.00   1.00    4.00    --  107.00  61.00  30.00  100
 26  \w     81.00 178.00   1.00    4.00    --  107.00  45.00 -60.00   97
 27  \w     34.00 112.00   1.00    4.00    --  107.00-125.00-150.00   78
 28  \w     78.00 178.00   1.00    4.00    --  107.00  61.00-120.00  100
 29  \w     78.00 178.00   1.00    4.00    --  107.00  61.00-180.00  100
 30  \w     78.00 178.00   1.00    4.00    --  107.00  61.00 120.00  100
 31  \w     78.00 150.00   1.00    4.00    --  107.00  61.00  60.00   72
 32  \w     78.00 178.00   1.00    4.00    --  107.00  61.00 150.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Rigaku 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      0.0240822000
_diffrn_orient_matrix_UB_12      0.1709441000
_diffrn_orient_matrix_UB_13      0.0126843000
_diffrn_orient_matrix_UB_21      -0.0101862000
_diffrn_orient_matrix_UB_22      -0.0229235000
_diffrn_orient_matrix_UB_23      0.0734568000
_diffrn_orient_matrix_UB_31      0.0817104000
_diffrn_orient_matrix_UB_32      -0.0532232000
_diffrn_orient_matrix_UB_33      0.0091037000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_unetI/netI     0.0134
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            52758
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        73.547
_diffrn_reflns_theta_max         73.547
_diffrn_reflns_theta_min         6.398
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.607
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.749
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_recrystallization_method
'Crystals grown from CHCl3-MeOH at 293 K'
_exptl_crystal_size_max          0.205
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.106
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         6340
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0251
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0305P)^2^+1.0471P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0636
_refine_ls_wR_factor_ref         0.0648
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6017
_reflns_number_total             6340
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ra00566j2.cif
_cod_data_source_block           0629abc20s
_cod_depositor_comments
;
The following automatic conversions were performed:

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

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

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_database_code               7248280
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C107(H10A,H10B), C108(H10C,H10D), C117(H11S,H11T), C118(H11U,H11V), C119(H11W,
 H11X), C120(H12A,H12B), C121(H12C,H12D), C122(H12E,H12F), C123(H12G,H12H),
 C124(H12I,H12J), C125(H12K,H12L), C126(H12M,H12N), C127(H12O,H12P), C128(H12Q,
 H12R), C129(H12S,H12T), C130(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C103(H103), C104(H104), C105(H105)
2.c Idealised Me refined as rotating group:
 C110(H11A,H11B,H11C), C111(H11D,H11E,H11F), C112(H11G,H11H,H11I), C114(H11J,
 H11K,H11L), C115(H11M,H11N,H11O), C116(H11P,H11Q,H11R)
;
_shelx_res_checksum              93088
_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 1.423
_oxdiff_exptl_absorpt_empirical_full_min 0.837