Ruthenium-Catalyzed C-H Bond Activation Approach to Azolyl Aminals and Hemiaminal Ethers, Mechanistic Evaluations, and Isomer Interconversion.
Singh, Manish K.; Akula, Hari K.; Satishkumar, Sakilam; Stahl, Lothar; Lakshman, Mahesh K.; ACS catalysis 6 (2016) 1921–1928; doi:10.1021/acscatal.5b02603

data_4513815
_publ_section_title
;
 Ruthenium-Catalyzed C-H Bond Activation Approach to Azolyl Aminals and
 Hemiaminal Ethers, Mechanistic Evaluations, and Isomer Interconversion.
;
_journal_issue                   3
_journal_name_full               'ACS catalysis'
_journal_page_first              1921
_journal_page_last               1928
_journal_paper_doi               10.1021/acscatal.5b02603
_journal_volume                  6
_journal_year                    2016
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C17 H17 N3 O'
_chemical_formula_sum            'C17 H17 N3 O'
_chemical_formula_weight         279.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_primary     direct
_audit_creation_date             2015-04-13
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.8229(7)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.6937(1)
_cell_length_b                   8.2505(1)
_cell_length_c                   9.8923(2)
_cell_measurement_reflns_used    9900
_cell_measurement_theta_max      41.42
_cell_measurement_theta_min      2.36
_cell_volume                     704.524(19)
_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)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      99.98
_diffrn_measured_fraction_theta_full 0.8713
_diffrn_measured_fraction_theta_max 0.8355
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0152
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15586
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         39.39
_diffrn_reflns_theta_min         2.36
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.3167
_exptl_crystal_description       block
_exptl_crystal_F_000             296.1178
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.73
_exptl_crystal_size_min          0.6
_refine_diff_density_max         0.4054
_refine_diff_density_min         -0.2101
_refine_diff_density_rms         0.0454
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.6(3)
_refine_ls_d_res_high            0.5600
_refine_ls_d_res_low             8.6321
_refine_ls_goodness_of_fit_ref   1.0952
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    28
_refine_ls_number_parameters     191
_refine_ls_number_reflns         7015
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0952
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0324
_refine_ls_shift/su_max          0.0008
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0598P)^2^+0.0208P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0913
_reflns_Friedel_coverage         0.670
_reflns_limit_h_max              15
_reflns_limit_h_min              -15
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              17
_reflns_limit_l_min              -17
_reflns_number_gt                6714
_reflns_number_total             7015
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            cs5b02603_si_002.cif
_cod_data_source_block           ML415n
_cod_depositor_comments
;Adding full bibliography for 4513815.cif.

 Adding full bibliography for 4513815.cif.
;
_cod_original_sg_symbol_Hall     ' P 2yb'
_cod_database_code               4513815
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C2(H2a,H2b)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C12(H12), C15(H15)
2.d Idealised Me refined as rotating group:
 C16(H16a,H16b,H16c), C17(H17a,H17b,H17c)
;
_olex2_submission_special_instructions 'No special instructions were received'