Aluminium-mediated carbon-carbon coupling of an isonitrile.
Urwin, Stephanie J.; Nichol, Gary S.; Cowley, Michael J.; Chemical communications (Cambridge, England) 54 (2018) 378–380; doi:10.1039/c7cc08415c

data_7120959
_publ_section_title
;
 Aluminium-mediated carbon-carbon coupling of an isonitrile.
;
_journal_issue                   4
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              378
_journal_page_last               380
_journal_paper_doi               10.1039/c7cc08415c
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C48 H50 Al2'
_chemical_formula_sum            'C48 H50 Al2'
_chemical_formula_weight         680.84
_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   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-12-06
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_audit_update_record
;
2017-11-01 deposited with the CCDC.
2017-12-07 downloaded from the CCDC.
;
_cell_angle_alpha                99.424(2)
_cell_angle_beta                 98.234(2)
_cell_angle_gamma                111.443(3)
_cell_formula_units_Z            2
_cell_length_a                   11.0642(4)
_cell_length_b                   11.5289(4)
_cell_length_c                   16.8850(4)
_cell_measurement_reflns_used    11439
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      75.9040
_cell_measurement_theta_min      4.2140
_cell_volume                     1928.70(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43h (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43h (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43h (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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9999
_diffrn_measured_fraction_theta_max 0.9803
_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    -96.00  -2.00   1.00    2.00    --  -43.17 125.00   0.00   94
  2  \w   -122.00  -6.00   1.00    2.00    --  -43.17 -19.00 -90.00  116
  3  \w   -116.00 -21.00   1.00    2.00    --  -43.17 -38.00-150.00   95
  4  \w      1.00  83.00   1.00    2.00    --   43.17 -99.00-180.00   82
  5  \w     23.00  98.00   1.00    2.00    --   43.17-125.00 -90.00   75
  6  \w     41.00 139.00   1.00    8.00    --  111.00 -61.00 -30.00   98
  7  \w     40.00 135.00   1.00    8.00    --  111.00 -45.00 120.00   95
  8  \w     87.00 178.00   1.00    8.00    --  111.00  45.00-150.00   91
  9  \w     31.00 156.00   1.00    8.00    --  111.00 -15.00 -60.00  125
 10  \w     87.00 178.00   1.00    8.00    --  111.00  45.00 -60.00   91
 11  \w     39.00 121.00   1.00    8.00    --  111.00-125.00  30.00   82
 12  \w     30.00 109.00   1.00    8.00    --  111.00 -94.00-180.00   79
 13  \w     87.00 178.00   1.00    8.00    --  111.00  45.00 120.00   91
 14  \w     30.00 109.00   1.00    8.00    --  111.00 -94.00 -90.00   79
 15  \w     30.00 109.00   1.00    8.00    --  111.00 -94.00  60.00   79
 16  \w     41.00 139.00   1.00    8.00    --  111.00 -61.00-120.00   98
 17  \w     39.00 121.00   1.00    8.00    --  111.00-125.00-180.00   82
 18  \w    -66.00  29.00   1.00    2.00    --  -43.17  38.00   0.00   95
 19  \w   -113.00 -17.00   1.00    2.00    --  -43.17 -57.00 150.00   96
 20  \w   -113.00 -17.00   1.00    2.00    --  -43.17 -57.00  60.00   96
 21  \w     12.00 117.00   1.00    2.00    --   43.17  77.00   0.00  105
 22  \w     12.00 117.00   1.00    2.00    --   43.17  77.00 -90.00  105
 23  \w     83.00 178.00   1.00    8.00    --  111.00  61.00 150.00   95
 24  \w     66.00 178.00   1.00    8.00    --  111.00  15.00  60.00  112
 25  \w     80.00 178.00   1.00    8.00    --  111.00  77.00  60.00   98
 26  \w     83.00 178.00   1.00    8.00    --  111.00  61.00-120.00   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1465592000
_diffrn_orient_matrix_UB_12      0.0827318000
_diffrn_orient_matrix_UB_13      0.0028452000
_diffrn_orient_matrix_UB_21      0.0300686000
_diffrn_orient_matrix_UB_22      -0.1212617000
_diffrn_orient_matrix_UB_23      -0.0126173000
_diffrn_orient_matrix_UB_31      -0.0338432000
_diffrn_orient_matrix_UB_32      -0.0161795000
_diffrn_orient_matrix_UB_33      -0.0939486000
_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  0.0797
_diffrn_reflns_av_unetI/netI     0.0555
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29640
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.188
_diffrn_reflns_theta_min         4.238
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           0.8
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.911
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.868
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43h (Rigaku Oxford Diffraction, 2015)
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    1.172
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_recrystallization_method
'The material was recrystallised from hexane by slow evaporation'
_exptl_crystal_size_max          0.123
_exptl_crystal_size_mid          0.109
_exptl_crystal_size_min          0.088
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         7908
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0516
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0817P)^2^+0.3236P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1342
_refine_ls_wR_factor_ref         0.1442
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6635
_reflns_number_total             7908
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc08415c2.cif
_cod_data_source_block           mc16110
_cod_depositor_comments
'Adding full bibliography for 7120958--7120959.cif.'
_cod_original_cell_volume        1928.70(11)
_cod_database_code               7120959
_chemical_oxdiff_formula         'C56 H70 Al2 O4'
_chemical_oxdiff_usercomment     '@ 120 K SU483'
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C32(H32), C33(H33),
 C34(H34), C35(H35), C36(H36), C38(H38), C39(H39), C40(H40), C41(H41), C42(H42),
  C44(H44), C45(H45), C46(H46), C47(H47), C48(H48)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,
 H13C), C14(H14A,H14B,H14C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,
 H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
;
_shelx_res_checksum              87129
_shelx_shelxl_version_number     2016/6
_olex2_date_sample_data_collection 2016-12-05
_olex2_date_sample_submission    2016-11-21
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems Cryostream 700+'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in Paratone oil'
_olex2_submission_original_sample_id SU485
_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 1.466
_oxdiff_exptl_absorpt_empirical_full_min 0.818