The significance of phosphoniocarbynes in halocarbyne cross-coupling reactions.
Burt, Liam K.; Cordiner, Richard L.; Hill, Anthony F.; Manzano, Richard A.; Wagler, Jörg; Chemical communications (Cambridge, England) 56 (2020) 5673–5676; doi:10.1039/d0cc02070b

data_7126398
_publ_section_title
;
 The significance of phosphoniocarbynes in halocarbyne cross-coupling
 reactions.
;
_journal_issue                   42
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5673
_journal_page_last               5676
_journal_paper_doi               10.1039/d0cc02070b
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C44 H46 B Br Mo N6 O2 P2 Pd'
_chemical_formula_sum            'C44 H46 B Br Mo N6 O2 P2 Pd'
_chemical_formula_weight         1045.87
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-07-01
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-03-06 deposited with the CCDC.	2020-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.607(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   42.971(3)
_cell_length_b                   10.4460(5)
_cell_length_c                   20.5602(10)
_cell_measurement_reflns_used    3069
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.6110
_cell_measurement_theta_min      4.6160
_cell_volume                     9199.1(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.36a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.36a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.36a (Rigaku OD, 2018)'
_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      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.972
_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      9.00  53.00   1.00   11.50    --   36.18 -57.00 120.00   44
  2  \w    -13.00  63.00   1.00   11.50    --   36.18 -77.00-150.00   76
  3  \w     28.00  90.00   1.00   11.50    --   36.18-125.00  30.00   62
  4  \w     24.00  95.00   1.00   11.50    --   36.18  38.00  90.00   71
  5  \w    -27.00   4.00   1.00   11.50    --   36.18 -57.00 120.00   31
  6  \w     27.00 102.00   1.00   11.50    --   36.18  38.00 -60.00   75
  7  \w    -17.00  63.00   1.00   11.50    --   36.18 -77.00  90.00   80
  8  \w    -32.00  57.00   1.00   11.50    --   36.18 -19.00 -60.00   89
  9  \w     42.00 125.00   1.00   24.00    --  109.99 -45.00  30.00   83
 10  \w    105.00 169.00   1.00   24.00    --  109.99 111.00 -30.00   64
 11  \w    103.00 155.00   1.00   24.00    --  109.99  77.00  90.00   52
 12  \w     93.00 160.00   1.00   24.00    --  109.99  45.00-180.00   67
 13  \w     47.00 105.00   1.00   24.00    --  109.99 -95.00-120.00   58
 14  \w     42.00  94.00   1.00   24.00    --  109.99 -30.00 150.00   52
 15  \w     48.00 106.00   1.00   24.00    --  109.99 -95.00  60.00   58
 16  \w     74.00 128.00   1.00   24.00    --  109.99 -61.00 -60.00   54
 17  \w     49.00 109.00   1.00   24.00    --  109.99-111.00-180.00   60
 18  \w     42.00 114.00   1.00   24.00    --  109.99 -45.00-150.00   72
 19  \w     77.00 160.00   1.00   24.00    --  109.99  15.00  90.00   83
 20  \w     55.00 106.00   1.00   24.00    --  109.99 -95.00 -30.00   51
 21  \w    107.00 178.00   1.00   24.00    --  109.99  77.00 120.00   71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0351588000
_diffrn_orient_matrix_UB_12      0.0305782000
_diffrn_orient_matrix_UB_13      0.0064619000
_diffrn_orient_matrix_UB_21      -0.0072231000
_diffrn_orient_matrix_UB_22      0.1375752000
_diffrn_orient_matrix_UB_23      0.0213024000
_diffrn_orient_matrix_UB_31      0.0019995000
_diffrn_orient_matrix_UB_32      -0.0436567000
_diffrn_orient_matrix_UB_33      0.0718026000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1300
_diffrn_reflns_av_unetI/netI     0.1928
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       52
_diffrn_reflns_limit_h_min       -50
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            27863
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.307
_diffrn_reflns_theta_min         4.129
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.395
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78630
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.36a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_description       plate
_exptl_crystal_F_000             4208
_exptl_crystal_size_max          0.083
_exptl_crystal_size_mid          0.041
_exptl_crystal_size_min          0.029
_refine_diff_density_max         4.020
_refine_diff_density_min         -1.673
_refine_diff_density_rms         0.223
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         9109
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.1620
_refine_ls_R_factor_gt           0.0960
_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^)+(0.1352P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2556
_refine_ls_wR_factor_ref         0.3206
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4590
_reflns_number_total             9109
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc02070b3.cif
_cod_data_source_block           6
_cod_depositor_comments
'Adding full bibliography for 7126395--7126402.cif.'
_cod_database_code               7126398
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C44 H42 O2 N6 P2 B1 Br1 Pd1 Mo1'
_chemical_oxdiff_usercomment     'liq. diff. CHCl3/hex @ degC'
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 B1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C11(H11), C16(H16), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26),
 C31(H31), C32(H32), C33(H33), C34(H34), C35(H35), C41(H41), C42(H42), C43(H43),
  C44(H44), C45(H45), C47(H47), C48(H48), C49(H49), C50(H50), C51(H51)
2.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C13(H13A,H13B,H13C),
 C14(H14A,H14B,H14C), C18(H18A,H18B,H18C)
;
_shelx_res_checksum              82074
_shelx_hkl_checksum              32726
_shelx_fab_checksum              56770
_ins_header
;
TITL LB016_scale in C2/c 
REM C2/c (#15 in standard setting)
CELL 1.54184  42.971037  10.446018  20.560196  90.0000  94.6069  90.0000
ZERR    8.00   0.002771   0.000488   0.001025   0.0000   0.0058   0.0000
LATT  7
SYMM -x, y,-z+1/2 
SFAC C H B N O P Br Mo Pd
UNIT 352.00 336.00 8.00 48.00 16.00 16.00 8.00 8.00 8.00
TREF
HKLF 4
END
;
_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 1.225
_oxdiff_exptl_absorpt_empirical_full_min 0.812