Chiral Tricationic Tris(1,2-diphenylethylenediamine) Cobalt(III) Hydrogen Bond Donor Catalysts with Defined Carbon/Metal Configurations; Matched/Mismatched Effects upon Enantioselectivities with Enantiomeric Chiral Counter Anions
Kabes, Connor Q.; Maximuck, William J.; Ghosh, Subrata K.; Kumar, Anil; Bhuvanesh, Nattamai; Gladysz, John A.; ACS Catalysis  (2020) 3249–3263; doi:10.1021/acscatal.9b05496

data_4517435
_publ_section_title
;
 Chiral Tricationic Tris(1,2-diphenylethylenediamine) Cobalt(III) Hydrogen
 Bond Donor Catalysts with Defined Carbon/Metal Configurations;
 Matched/Mismatched Effects upon Enantioselectivities with Enantiomeric
 Chiral Counter Anions
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              3249
_journal_page_last               3263
_journal_paper_doi               10.1021/acscatal.9b05496
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety
'2(C10 H14 Br O4 S), C42 H48 Co N6, C32 H12 B F24'
_chemical_formula_sum            'C94 H88 B Br2 Co F24 N6 O8 S2'
_chemical_formula_weight         2179.38
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-09-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.4403(12)
_cell_length_b                   25.0680(17)
_cell_length_c                   25.5947(17)
_cell_measurement_reflns_used    9874
_cell_measurement_temperature    110.15
_cell_measurement_theta_max      25.357
_cell_measurement_theta_min      2.414
_cell_volume                     11831.4(14)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_diffrn_ambient_temperature      110.15
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_wavelength     0.8857
_diffrn_reflns_av_R_equivalents  0.0898
_diffrn_reflns_av_unetI/netI     0.0744
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_number            10970
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.202
_diffrn_reflns_theta_max         25.202
_diffrn_reflns_theta_min         2.227
_exptl_absorpt_coefficient_mu    1.680
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6109
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1155 before and 0.0914 after correction. The Ratio of minimum to maximum transmission is 0.8196. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_description       block
_exptl_crystal_F_000             4432
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details
;
 Flack x determined using 3196 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.000(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1241
_refine_ls_number_reflns         10970
_refine_ls_number_restraints     1388
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0572
_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^)+(0.1095P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1477
_refine_ls_wR_factor_ref         0.1593
_reflns_Friedel_coverage         0.815
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                8429
_reflns_number_total             10970
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs9b05496_si_002.cif
_cod_data_source_block           aka93
_cod_depositor_comments          'Adding full bibliography for 4517435.cif.'
_cod_database_code               4517435
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.983
_shelx_estimated_absorpt_t_min   0.936
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C2D) = Uanis(C3D)
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
4. Same fragment restrains
{C1M, C2M, C3M, C4M, C5M, C6M, C7M, C8M, F1M, F2M, F3M, F4M, F5M, F6M} sigma
for 1-2: 0.005, 1-3: 0.04
as
{C9M, C10M, C11M, C12M, C13M, C14M, C15M, C16M, F7M, F8M, F9M, F10M, F11M, F12M}
{C1M, C2M, C3M, C4M, C5M, C6M, C7M, C8M, F1M, F2M, F3M, F4M, F5M, F6M} sigma
for 1-2: 0.005, 1-3: 0.04
as
{C17M, C18M, C19M, C20M, C21M, C22M, C23M, C24M, F13M, F14M, F15M, F16M, F17M,
F18M}
{C1M, C2M, C3M, C4M, C5M, C6M, C7M, C8M, F1M, F2M, F3M, F4M, F5M, F6M} sigma
for 1-2: 0.005, 1-3: 0.04
as
{C25M, C26M, C27M, C28M, C29M, C30M, C31M, C32M, F19M, F20M, F21M, F22M, F23M,
F24M}
5.a Ternary CH refined with riding coordinates:
 C2C(H2C), C3C(H3C), C2D(H2D), C3D(H3D), C1(H1), C8(H8), C15(H15), C22(H22),
 C29(H29), C36(H36)
5.b Secondary CH2 refined with riding coordinates:
 C6C(H6CA,H6CB), C7C(H7CA,H7CB), C8C(H8CA,H8CB), C6D(H6DA,H6DB), C7D(H7DA,
 H7DB), C9D(H9DA,H9DB), N1(H1A,H1B), N2(H2A,H2B), N3(H3A,H3B), N4(H4A,H4B),
 N5(H5A,H5B), N6(H6A,H6B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C24(H24),
  C25(H25), C26(H26), C27(H27), C28(H28), C31(H31), C32(H32), C33(H33),
 C34(H34), C35(H35), C38(H38), C39(H39), C40(H40), C41(H41), C42(H42), C2M(H2M),
  C4M(H4M), C6M(H6M), C10M(H10M), C12M(H12M), C14M(H14M), C18M(H18M),
 C20M(H20M), C22M(H22M), C26M(H26M), C28M(H28M), C30M(H30M)
5.d Idealised Me refined as rotating group:
 C9C(H9CA,H9CB,H9CC), C10C(H10A,H10B,H10C), C8D(H8DA,H8DB,H8DC), C10D(H10D,
 H10E,H10F)
;
_shelx_res_checksum              49855
_shelx_hkl_checksum              16607
_olex2_submission_special_instructions 'No special instructions were received'