Mechanistic details of the cobalt-mediated dehydrogenative dimerization of aminoquinoline-directed benzamides.
Xu, Li-Ping; Liu, Elaine E. L.-N.; Bacsa, John; MacBeth, Cora E.; Musaev, Djamaladdin G.; Chemical science 11 (2020) 6085–6096; doi:10.1039/d0sc02066d

data_1558264
_publ_section_title
;
 Mechanistic details of the cobalt-mediated dehydrogenative dimerization
 of aminoquinoline-directed benzamides.
;
_journal_issue                   23
_journal_name_full               'Chemical science'
_journal_page_first              6085
_journal_page_last               6096
_journal_paper_doi               10.1039/d0sc02066d
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         'C51 H37 Co N6 O3, 2(C H2 Cl2)'
_chemical_formula_sum            'C53 H41 Cl4 Co N6 O3'
_chemical_formula_weight         1010.65
_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
_audit_creation_date             2018-06-08
_audit_creation_method
;
Olex2 1.2-dev
(compiled 2018.05.31 svn.r3508 for OlexSys, GUI svn.r5510)
;
_audit_update_record
;
2018-08-14 deposited with the CCDC.	2020-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.514(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.6863(7)
_cell_length_b                   20.5971(8)
_cell_length_c                   19.6222(9)
_cell_measurement_reflns_used    5575
_cell_measurement_temperature    101(2)
_cell_measurement_theta_max      70.8840
_cell_measurement_theta_min      3.1350
_cell_volume                     4528.3(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      101(2)
_diffrn_detector                 HyPix
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_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    -17.00   8.00   0.50   10.00    --   11.35  95.00 -89.00   50
  2  \w      0.00  81.00   0.50   10.00    --   11.35  77.00 -60.00  162
  3  \w     59.00 119.00   0.50   15.00    --  107.75 -45.00 -90.00  120
  4  \w     41.00  67.00   0.50   15.00    --  107.75 -95.00  60.00   52
  5  \w     43.00 100.00   0.50   15.00    --  107.75 -95.00 160.00  114
  6  \w    101.00 155.00   0.50   15.00    --  107.75  15.00 120.00  108
  7  \w    123.00 160.00   0.50   15.00    --  107.75 107.00   0.00   74
  8  \w    147.00 177.00   0.50   15.00    --  107.75 125.00   0.00   60
  9  \w     93.00 120.00   0.50   15.00    --  107.75 125.00   0.00   54
 10  \w    -98.00 -73.00   0.50   15.00    --  -86.25 -34.00  -6.00   50
 11  \w   -150.00-113.00   0.50   15.00    --  -86.25 -34.00  -6.00   74
 12  \w   -154.00 -75.00   0.50   15.00    --  -86.25 -30.00  90.00  158
 13  \w    -81.00 -47.00   0.50   10.00    --  -11.35-178.00-150.00   68
 14  \w    106.00 148.00   0.50   15.00    --  107.75   0.00-180.00   84
 15  \w     -1.00  36.00   0.50   10.00    --   11.35  38.00-120.00   74
 16  \w      9.00  35.00   0.50   10.00    --   11.35 -99.00 -60.00   52
 17  \w     94.00 120.00   0.50   15.00    --  107.75-125.00-180.00   52
 18  \w     95.00 121.00   0.50   15.00    --  107.75 -45.00 -30.00   52
 19  \w     37.00  69.00   0.50   15.00    --  107.75 -45.00 -30.00   64
 20  \w     76.00 102.00   0.50   15.00    --  107.75 -95.00 -60.00   52
 21  \w     36.00  66.00   0.50   15.00    --  107.75 -95.00 -60.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1252205000
_diffrn_orient_matrix_UB_12      -0.0088057000
_diffrn_orient_matrix_UB_13      0.0524721000
_diffrn_orient_matrix_UB_21      0.0438194000
_diffrn_orient_matrix_UB_22      -0.0309193000
_diffrn_orient_matrix_UB_23      -0.0594814000
_diffrn_orient_matrix_UB_31      0.0364716000
_diffrn_orient_matrix_UB_32      0.0675249000
_diffrn_orient_matrix_UB_33      -0.0203532000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0740
_diffrn_reflns_av_unetI/netI     0.0813
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            20126
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        65.089
_diffrn_reflns_theta_max         65.089
_diffrn_reflns_theta_min         3.181
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    5.574
_exptl_absorpt_correction_T_max  0.966
_exptl_absorpt_correction_T_min  0.219
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.43c (Rigaku Oxford Diffraction, 2018)
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            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_description       needle
_exptl_crystal_F_000             2080
_exptl_crystal_recrystallization_method
'The material was recrystallised from a mixture of DCM and hexane  by solvent layering'
_exptl_crystal_size_max          0.438
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.076
_refine_diff_density_max         0.723
_refine_diff_density_min         -0.642
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     617
_refine_ls_number_reflns         7447
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0898
_refine_ls_R_factor_gt           0.0670
_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^)+(0.1289P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1809
_refine_ls_wR_factor_ref         0.1965
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5504
_reflns_number_total             7447
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc02066d2.cif
_cod_data_source_block           el-1-068
_cod_depositor_comments
;Adding full bibliography for 1558259--1558265.cif.

 Adding full bibliography for 1558259--1558265.cif.
;
_cod_database_code               1558264
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C212  H164  Cl16  Co4  N24  O12  '
_reflns_odcompleteness_completeness 95.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.29
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 Cl3S, Cl4S, Cl5S, C2S
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Others
 Sof(Cl3S)=Sof(H2SA)=Sof(H2SB)=1-FVAR(1)
 Sof(Cl5S)=Sof(H2SC)=Sof(H2SD)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C1S(H1SA,H1SB), C2S(H2SA,H2SB), C2S(H2SC,H2SD)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C13(H13), C14(H14), C15(H15),
 C16(H16), C18(H18), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24), C30(H30),
  C31(H31), C32(H32), C35(H35), C36(H36), C37(H37), C39(H39), C40(H40),
 C41(H41), C47(H47), C48(H48), C49(H49)
4.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C34(H34A,H34B,H34C), C51(H51A,H51B,H51C)
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a loop with paratone oil'
_olex2_submission_original_sample_id EL-01-068
_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 3.093
_oxdiff_exptl_absorpt_empirical_full_min 0.555