Aldehyde Deformylation and Catalytic C-H Activation Resulting from a Shared Cobalt(II) Precursor.
Zhang, Qiao; Bell-Taylor, Angela; Bronston, Fraser M.; Gorden, John D.; Goldsmith, Christian R.; Inorganic chemistry  (2016) –; doi:10.1021/acs.inorgchem.6b02127

data_4344977
_publ_section_title
;
 Aldehyde Deformylation and Catalytic C-H Activation Resulting from a
 Shared Cobalt(II) Precursor.
;
_journal_name_full               'Inorganic chemistry'
_journal_paper_doi               10.1021/acs.inorgchem.6b02127
_journal_year                    2016
_chemical_formula_moiety         'C32 H36 Co N4 O2, Cl O4'
_chemical_formula_sum            'C32 H36 Cl Co N4 O6'
_chemical_formula_weight         667.05
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2016-11-16
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_cell_angle_alpha                97.363(2)
_cell_angle_beta                 105.117(2)
_cell_angle_gamma                103.647(2)
_cell_formula_units_Z            4
_cell_length_a                   13.7667(11)
_cell_length_b                   15.0930(13)
_cell_length_c                   17.3669(15)
_cell_measurement_reflns_used    9956
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20.797
_cell_measurement_theta_min      2.297
_cell_volume                     3315.4(5)
_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  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9486
_diffrn_measured_fraction_theta_max 0.9486
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_av_unetI/netI     0.0601
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            42371
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         24.79
_diffrn_reflns_theta_min         1.24
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.646
_exptl_absorpt_correction_T_max  0.7446
_exptl_absorpt_correction_T_min  0.6367
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/2 (Bruker,2014/2) was used for absorption correction.
wR2(int) was 0.0689 before and 0.0527 after correction.
The Ratio of minimum to maximum transmission is 0.8551.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_density_diffrn    1.3363
_exptl_crystal_description       Fragment
_exptl_crystal_F_000             1394.6040
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         3.6329
_refine_diff_density_min         -1.6452
_refine_diff_density_rms         0.1705
_refine_ls_d_res_high            0.8475
_refine_ls_d_res_low             16.4196
_refine_ls_goodness_of_fit_ref   1.0564
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    127
_refine_ls_number_parameters     792
_refine_ls_number_reflns         10837
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.0554
_refine_ls_R_factor_all          0.1175
_refine_ls_R_factor_gt           0.0948
_refine_ls_shift/su_max          3.2421
_refine_ls_shift/su_mean         0.0536
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1698P)^2^+13.0359P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2591
_refine_ls_wR_factor_ref         0.2774
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              15
_reflns_limit_h_min              -16
_reflns_limit_k_max              17
_reflns_limit_k_min              -17
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                8145
_reflns_number_total             10837
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            ic6b02127_si_002.cif
_cod_data_source_block           zhang27_0m_a_a
_cod_database_code               4344977
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 O1b-O3b \\sim O1b-O2b \\sim O3b-O2b \\sim O3b-O4b \\sim O2b-O4b
 with sigma of 0.02
 Cl1b-O1b \\sim Cl1b-O3b \\sim Cl1b-O2b \\sim Cl1b-O4b
 with sigma of 0.01
 O4a-O1a \\sim O4a-O2a \\sim O4a-O3a \\sim O1a-O2a \\sim O2a-O3a
 with sigma of 0.02
 Cl1a-O4a \\sim Cl1a-O1a \\sim Cl1a-O2a \\sim Cl1a-O3a
 with sigma of 0.01
3. Others
 Fixed Sof: Cl1b(0.5) O1b(0.5) O4a(0.5) O1a(0.5) Cl1a(0.5) O2a(0.5) O3b(0.5)
 O2b(0.5) O3a(0.5) O4b(0.5)
 Fixed Uiso: O1b(0.08) O4a(0.08) O1a(0.08) O2a(0.08) O3b(0.08) O2b(0.08)
 O3a(0.08) O4b(0.08)
4.a Ternary CH refined with riding coordinates:
 c19(H19), c14(H14), c54(H54), c49(H49)
4.b Secondary CH2 refined with riding coordinates:
 c27(H27a,H27b), c20(H20a,H20b), c18(H18a,H18b), c17(H17a,H17b), c16(H16a,
 H16b), c15(H15a,H15b), c7(H7a,H7b), c6(H6a,H6b), c62(H62a,H62b), c55(H55a,
 H55b), c53(H53a,H53b), c52(H52a,H52b), c51(H51a,H51b), c50(H50a,H50b),
 c41(H41a,H41b), c42(H42a,H42b)
4.c Aromatic/amide H refined with riding coordinates:
 c31(H31), c30(H30), c29(H29), c22(H22), c23(H23), c24(H24), c25(H25),
 c26(H26), c13(H13), c12(H12), c11(H11), c10(H10), c9(H9), c4(H4), c3(H3),
 c2(H2), c1(H1), c67(H67), c66(H66), c65(H65), c64(H64), c61(H61), c60(H60),
 c59(H59), c58(H58), c57(H57), c37(H37), c38(H38), c48(H48), c47(H47), c46(H46),
  c45(H45), c44(H44), c39(H39), c36(H36)
;
_olex2_submission_special_instructions 'No special instructions were received'