Hydrogenation of Aldehydes Catalyzed by an Available Ruthenium Complex.
Tan, Xuefeng; Wang, Guozhen; Zhu, Ziyue; Ren, Conghui; Zhou, Jinping; Lv, Hui; Zhang, Xiaoyong; Chung, Lung Wa; Zhang, Lina; Zhang, Xumu; Organic letters 18 (2016) 1518–1521; doi:10.1021/acs.orglett.6b00060

data_1542888
_publ_section_title
;
 Hydrogenation of Aldehydes Catalyzed by an Available Ruthenium Complex.
;
_journal_issue                   7
_journal_name_full               'Organic letters'
_journal_page_first              1518
_journal_page_last               1521
_journal_paper_doi               10.1021/acs.orglett.6b00060
_journal_volume                  18
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C31 H34 N2 O4 P2 Ru'
_chemical_formula_sum            'C31 H34 N2 O4 P2 Ru'
_chemical_formula_weight         661.61
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           82
_space_group_name_Hall           'I -4'
_space_group_name_H-M_alt        'I -4'
_symmetry_space_group_name_Hall  'I -4'
_symmetry_space_group_name_H-M   'I -4'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-03-06
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   19.4893(16)
_cell_length_b                   19.4893(16)
_cell_length_c                   21.1331(18)
_cell_measurement_reflns_used    47
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      7.5
_cell_volume                     8027.0(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  bruker
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_unetI/netI     0.0555
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            30257
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.93
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.499
_exptl_absorpt_correction_T_max  0.8932
_exptl_absorpt_correction_T_min  0.8722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.095
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2720
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.51(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         8712
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0390
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 calc 
 [0.00000+1.00000exp(0.40(sin\q/\l)^2^)]/ 
   [\s^2^(Fo^2^)+0.0000+0.0000*P+(0.0468P)^2^+0.0000sin\q/\l] 
 where P = 0.33333Fo^2^ + 0.66667Fc^2^ 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0843
_refine_ls_wR_factor_ref         0.0926
_reflns_number_gt                6448
_reflns_number_total             8712
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol6b00060_si_002.cif
_cod_data_source_block           150115txf_0m
_cod_depositor_comments          'Adding full bibliography for 1542888.cif.'
_cod_database_code               1542888
_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
2. Restrained distances
 C18A-C13 = C18A-C17A = C17A-C16A = C16A-C15A = C15A-C14A = C14A-C13
 1.4 with sigma of 0.02
 C16B-C15B = C15B-C14B = C14B-C13 = C17B-C16B = C18B-C17B = C18B-C13
 1.4 with sigma of 0.02
3. Restrained planarity
 C13, C14A, C15A, C16A, C17A, C18A
 with sigma of 0.1
4. Others
 Fixed Sof: H7BB(0.5) H7BA(0.5) C14A(0.33333) H14A(0.33333) C14B(0.66667)
 H14B(0.66667) C15A(0.33333) H15A(0.33333) C15B(0.66667) H15B(0.66667)
 C16A(0.33333) H16A(0.33333) C16B(0.66667) H16B(0.66667) C17A(0.33333)
 H17A(0.33333) C17B(0.66667) H17B(0.66667) C18A(0.33333) H18A(0.33333)
 C18B(0.66667) H18B(0.66667) H26A(0.5) H26(0.5) C27A(0.5) H27A(0.5) C27B(0.5)
 H27B(0.5) C28A(0.5) H28A(0.5) C28B(0.5) H28B(0.5) C29A(0.5) H29A(0.5)
 C29B(0.5) H29B(0.5)
5.a Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C31(H31A,
 H31B), C32(H32A,H32B)
5.b Aromatic/amide H refined with riding coordinates:
 C7BA(H7BB), C7BA(H7BA), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14A(H14A), C14B(H14B), C15A(H15A), C15B(H15B), C16A(H16A), C16B(H16B),
 C17A(H17A), C17B(H17B), C18A(H18A), C18B(H18B), C20(H20), C21(H21), C22(H22),
 C23(H23), C24(H24), C26(H26A), C26(H26), C27A(H27A), C27B(H27B), C28A(H28A),
 C28B(H28B), C29A(H29A), C29B(H29B)
;
_olex2_submission_special_instructions 'No special instructions were received'