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_1558262
_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         'C21 H19 Co N2 O5, C24 H20 P'
_chemical_formula_sum            'C45 H39 Co N2 O5 P'
_chemical_formula_weight         777.68
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-08-15
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_audit_update_record
;
2018-08-15 deposited with the CCDC.	2020-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                79.8711(12)
_cell_angle_beta                 86.4335(12)
_cell_angle_gamma                78.9990(11)
_cell_formula_units_Z            2
_cell_length_a                   10.53544(14)
_cell_length_b                   12.59025(16)
_cell_length_c                   15.1966(2)
_cell_measurement_reflns_used    42758
_cell_measurement_temperature    155.00(10)
_cell_measurement_theta_max      41.4390
_cell_measurement_theta_min      2.3330
_cell_volume                     1947.00(5)
_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 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      155.00(10)
_diffrn_detector                 HyPix
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.966
_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 -39.00 51.00 0.50 15.00 -- 30.87 -79.00 -49.00 180 2 \w -34.00 -6.00 0.50 15.00 -- -30.87 38.00-120.00 56 3 \w 11.00 37.00 0.50 15.00 -- 30.87 80.00-153.13 52 4 \w 15.00 103.00 0.50 15.00 -- 30.87 77.00 -60.00 176 5 \w 39.00 102.00 0.50 25.84 -- 30.87 178.00 -60.00 126 6 \w 15.00 41.00 0.50 25.84 -- 30.87 79.00 74.00 52 7 \w -51.00 41.00 0.50 25.84 -- -30.87 79.00 74.00 184 8 \w -49.00 -21.00 0.50 25.84 -- -30.87 -57.00 150.00 56 9 \w -102.00 -10.00 0.50 25.84 -- -30.87 -80.00 36.94 184 10 \w -46.00 -16.00 0.50 25.84 -- -30.87 -77.00 -30.00 60 11 \w -69.00 -43.00 0.50 25.84 -- -30.87 -79.00 -49.00 52 12 \w -101.00 -21.00 0.50 25.84 -- -30.87 -57.00 0.00 160 13 \w -101.00 -11.00 0.50 25.84 -- -30.87 -77.00-120.00 180 14 \w -98.00 -26.00 0.50 25.84 -- -30.87 -38.00 120.00 144 15 \w -92.00 -14.00 0.50 25.84 -- -30.87 -77.00 120.00 156'
_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      0.0345851000
_diffrn_orient_matrix_UB_12      -0.0241828000
_diffrn_orient_matrix_UB_13      0.0393107000
_diffrn_orient_matrix_UB_21      -0.0392141000
_diffrn_orient_matrix_UB_22      -0.0408524000
_diffrn_orient_matrix_UB_23      0.0087213000
_diffrn_orient_matrix_UB_31      0.0444324000
_diffrn_orient_matrix_UB_32      -0.0336905000
_diffrn_orient_matrix_UB_33      -0.0250730000
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            88708
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         41.463
_diffrn_reflns_theta_min         2.326
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.530
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.284
_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    1.327
_exptl_crystal_description       block
_exptl_crystal_F_000             810
_exptl_crystal_recrystallization_method 'The material was used as supplied'
_exptl_crystal_size_max          0.343
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.131
_refine_diff_density_max         1.808
_refine_diff_density_min         -1.087
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     497
_refine_ls_number_reflns         25512
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0475
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0671P)^2^+0.4457P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1278
_refine_ls_wR_factor_ref         0.1343
_reflns_Friedel_coverage         0.000
_reflns_number_gt                20508
_reflns_number_total             25512
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc02066d2.cif
_cod_data_source_block           el-01-248
_cod_depositor_comments
;Adding full bibliography for 1558259--1558265.cif.

 Adding full bibliography for 1558259--1558265.cif.
;
_cod_database_code               1558262
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C90  H78  Co2  N4  O10  P2  '
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     40.15
_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. Restrained distances
 C11-C10A \\sim C11-C10B
 with sigma of 0.002
 N2-C10A \\sim N2-C10B
 with sigma of 0.002
3. Restrained planarity
 N2, C10B, C11, O5B
 with sigma of 0.001
 N2, C10A, O5A, C11
 with sigma of 0.001
4. Uiso/Uaniso restraints and constraints
Uanis(O5A) = Uanis(O5B)
Uanis(C10A) = Uanis(C10B)
5. Rigid body (RIGU) restrains
 C10B, O5B, C11, N2
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
 C10A, O5A, N2
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
6. Others
 Sof(O5B)=Sof(C10B)=1-FVAR(1)
 Sof(C10A)=Sof(O5A)=FVAR(1)
7.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C23(H23), C7(H7), C26(H26), C34(H34), C32(H32), C13(H13), C24(H24),
 C45(H45), C1(H1), C41(H41), C25(H25), C3(H3), C28(H28), C9(H9), C2(H2),
 C42(H42), C43(H43), C8(H8), C16(H16), C44(H44), C15(H15), C14(H14), C31(H31),
 C35(H35), C38(H38), C29(H29), C30(H30), C36(H36), C37(H37)
7.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C54(H54A,H54B,H54C), C18(H18A,H18B,H18C)
;
_shelx_res_checksum              86264
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 'The crystal was mounted on a mylar loop'
_olex2_submission_original_sample_id EL-01-248
_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 1.201
_oxdiff_exptl_absorpt_empirical_full_min 0.809