Leveraging Metallotropism-Enabled Substrate Activation in Cobalt-Catalyzed Annulation Chemistry: Protic NHC Template Is the Key
Dutta, Champak; Rana, Samim Sohel; Choudhury, Joyanta; ACS Catalysis  (2019) 10674–; doi:10.1021/acscatal.9b04125

data_4515234
_publ_section_title
;
 Leveraging Metallotropism-Enabled Substrate Activation in
 Cobalt-Catalyzed Annulation Chemistry: Protic NHC Template Is the Key
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              10674
_journal_paper_doi               10.1021/acscatal.9b04125
_journal_year                    2019
_chemical_formula_moiety         'C F3 O3 S, C23 H18 N3, C2 H3 N'
_chemical_formula_sum            'C26 H21 F3 N4 O3 S'
_chemical_formula_weight         527.48
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-02-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 106.515(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.1180(12)
_cell_length_b                   8.4571(7)
_cell_length_c                   21.1896(18)
_cell_measurement_reflns_used    6970
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      25.83
_cell_measurement_theta_min      2.61
_cell_volume                     2425.6(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      140.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1769
_diffrn_reflns_av_unetI/netI     0.1395
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            42048
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.596
_diffrn_reflns_theta_min         2.609
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6658
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   none
_exptl_crystal_colour            'yellow needle'
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_description       'needle shape'
_exptl_crystal_F_000             1092
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.2011
_refine_ls_R_factor_gt           0.1016
_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^)+(0.0327P)^2^+4.9476P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1442
_refine_ls_wR_factor_ref         0.1722
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3602
_reflns_number_total             6809
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs9b04125_si_006.cif
_cod_data_source_block           mo_cd_3b_0m_a
_cod_depositor_comments
;

2020-09-02
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety
'0.08(C F3 O3 S), 0.08(C23 H18 N3), 0.08(C2 H3 N)'
_cod_original_formula_sum        'C2.12 H1.80 F0.24 N0.33 O0.24 S0.08'
_cod_original_formula_units_Z    49
_cod_original_formula_weight     43.06
_cod_database_code               4515234
_shelx_shelxl_version_number     2018/1
_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.a Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C00J(H00J), C00L(H00L), C00M(H00M), C00N(H00N), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V),
 C00W(H00W), C00X(H00X), C00Z(H00Z)
2.b Idealised Me refined as rotating group:
 C00O(H00A,H00B,H00C), C011(H01A,H01B,H01C)
;
_shelx_res_checksum              29612
_shelx_hkl_checksum              82601
_olex2_submission_special_instructions 'No special instructions were received'