Acridine-based copper(I) PNP pincer complexes: catalysts for alkyne hydroboration and borylation of aryl halides.
Olding, Angus; Lucas, Nigel T.; Ho, Curtis C.; Bissember, Alex C.; Dalton transactions (Cambridge, England : 2003) 53 (2024) 4471–4478; doi:10.1039/d3dt04269c

data_7715124
_publ_section_title
;
 Acridine-based copper(I) PNP pincer complexes: catalysts for alkyne
 hydroboration and borylation of aryl halides.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4471
_journal_page_last               4478
_journal_paper_doi               10.1039/d3dt04269c
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C55 H71 N P2'
_chemical_formula_sum            'C55 H71 N P2'
_chemical_formula_weight         808.06
_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
_audit_creation_date             2023-01-19
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-12-16 deposited with the CCDC.	2024-02-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.8840(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.3304(2)
_cell_length_b                   15.2927(2)
_cell_length_c                   21.3111(3)
_cell_measurement_reflns_used    15370
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.5240
_cell_measurement_theta_min      3.9680
_cell_volume                     4338.93(11)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3449
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_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    -54.00  32.00   1.00    1.50    --  -42.04  38.00 -30.00   86
  2  \w    -65.00  30.00   1.00    1.50    --  -42.04  38.00  90.00   95
  3  \w   -108.00 -27.00   1.00    1.50    --  -42.04 -38.00 150.00   81
  4  \w     67.00 130.00   1.00    1.50    --   42.04 178.00-120.00   63
  5  \w     88.00 130.00   1.00    1.50    --   42.04 178.00  30.00   42
  6  \w    107.00 164.00   1.00    6.00    --  104.32 125.00  90.00   57
  7  \w     92.00 170.00   1.00    6.00    --  104.32  30.00-120.00   78
  8  \w    111.00 176.00   1.00    6.00    --  104.32  61.00 150.00   65
  9  \w     80.00 107.00   1.00    6.00    --  104.32  45.00-150.00   27
 10  \w     89.00 116.00   1.00    6.00    --  104.32 -45.00  60.00   27
 11  \w     80.00 106.00   1.00    6.00    --  104.32  61.00-180.00   26
 12  \w    133.00 159.00   1.00    6.00    --  104.32  61.00-180.00   26
 13  \w     48.00 109.00   1.00    6.00    --  104.32-125.00  30.00   61
 14  \w     44.00 122.00   1.00    6.00    --  104.32 -45.00-180.00   78
 15  \w     33.00 122.00   1.00    6.00    --  104.32 -77.00  30.00   89
 16  \w    137.00 174.00   1.00    6.00    --  104.32  61.00-150.00   37
 17  \w     79.00 110.00   1.00    6.00    --  104.32  61.00-150.00   31
 18  \w     31.00  73.00   1.00    6.00    --  104.32 -45.00  60.00   42
 19  \w     84.00 110.00   1.00    6.00    --  104.32  45.00-180.00   26
 20  \w    103.00 177.00   1.00    6.00    --  104.32  77.00 -30.00   74
 21  \w     98.00 157.00   1.00    6.00    --  104.32 -15.00 150.00   59
 22  \w    105.00 132.00   1.00    6.00    --  104.32  77.00   0.00   27
 23  \w     77.00 104.00   1.00    6.00    --  104.32  61.00 150.00   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0704070000
_diffrn_orient_matrix_UB_12      0.0726731000
_diffrn_orient_matrix_UB_13      0.0216914000
_diffrn_orient_matrix_UB_21      -0.0374044000
_diffrn_orient_matrix_UB_22      0.0155877000
_diffrn_orient_matrix_UB_23      -0.0686799000
_diffrn_orient_matrix_UB_31      -0.0838082000
_diffrn_orient_matrix_UB_32      -0.0680162000
_diffrn_orient_matrix_UB_33      0.0073715000
_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  0.0283
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            32905
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         72.646
_diffrn_reflns_theta_min         3.559
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.191
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.555
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
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    1.237
_exptl_crystal_description       plate
_exptl_crystal_F_000             1752
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         8526
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0397
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0640P)^2^+1.4302P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1041
_refine_ls_wR_factor_ref         0.1107
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7448
_reflns_number_total             8526
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt04269c2.cif
_cod_data_source_block           compound_5
_cod_depositor_comments
'Adding full bibliography for 7715123--7715127.cif.'
_cod_database_code               7715124
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C55 H71 N1 P2'
_chemical_oxdiff_usercomment     'M642 NTL acb_AO-7-80-2'
_shelx_estimated_absorpt_t_max   0.911
_shelx_estimated_absorpt_t_min   0.731
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C23(H23), C25(H25), C27(H27), C33(H33), C35(H35), C37(H37), C43(H43),
 C45(H45), C47(H47), C53(H53), C55(H55), C57(H57)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C22(H22A,H22B), C24(H24A,H24B), C26(H26A,
 H26B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C32(H32A,H32B),
 C34(H34A,H34B), C36(H36A,H36B), C38(H38A,H38B), C39(H39A,H39B), C40(H40A,H40B),
  C42(H42A,H42B), C44(H44A,H44B), C46(H46A,H46B), C48(H48A,H48B), C49(H49A,
 H49B), C50(H50A,H50B), C52(H52A,H52B), C54(H54A,H54B), C56(H56A,H56B),
 C58(H58A,H58B), C59(H59A,H59B), C60(H60A,H60B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8)
;
_shelx_res_checksum              54874
_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 1.190
_oxdiff_exptl_absorpt_empirical_full_min 0.826