A Proton-Switchable Bifunctional Ruthenium Complex That Catalyzes Nitrile Hydroboration.
Geri, Jacob B.; Szymczak, Nathaniel K.; Journal of the American Chemical Society 137 (2015) 12808–12814; doi:10.1021/jacs.5b08406

data_4124543
_publ_section_title
;
 A Proton-Switchable Bifunctional Ruthenium Complex That Catalyzes Nitrile
 Hydroboration.
;
_journal_issue                   40
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12808
_journal_page_last               12814
_journal_paper_doi               10.1021/jacs.5b08406
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         'C66 H64 K N5 O8 P2 Ru, 2.5(C6 H6)'
_chemical_formula_sum            'C81 H79 K N5 O8 P2 Ru'
_chemical_formula_weight         1452.60
_chemical_name_systematic
;
 ?
;
_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_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2015-01-08
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.06 svn.r3119 for OlexSys, GUI svn.r4979)
;
_cell_angle_alpha                92.443(7)
_cell_angle_beta                 98.669(7)
_cell_angle_gamma                100.918(7)
_cell_formula_units_Z            4
_cell_length_a                   12.5099(2)
_cell_length_b                   23.8570(4)
_cell_length_c                   24.3680(17)
_cell_measurement_temperature    85
_cell_measurement_theta_max      68.30
_cell_measurement_theta_min      3.70
_cell_volume                     7040.4(6)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      85
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0778
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_laue_measured_fraction_full 0.987
_diffrn_reflns_laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            200964
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.253
_diffrn_reflns_theta_min         1.839
_exptl_absorpt_coefficient_mu    3.255
_exptl_absorpt_correction_T_max  0.775
_exptl_absorpt_correction_T_min  0.612
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_description       irregular
_exptl_crystal_F_000             3028.0
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.784
_refine_diff_density_min         -1.658
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.181
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1765
_refine_ls_number_reflns         25444
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.181
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0584
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1023P)^2^+4.2422P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1744
_refine_ls_wR_factor_ref         0.1818
_reflns_Friedel_coverage         0.000
_reflns_number_gt                20388
_reflns_number_total             25444
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja5b08406_si_002.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 4124543--4124548.cif.'
_cod_database_code               4124543
_shelxl_version_number           2014-3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Rigid bond restraints
 P11, C75
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 O6, C191
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O12, C26
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C8, C22
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Same fragment restrains
{C97, C74} sigma for 1-2: 0.02, 1-3: 0.04
{C2N, C55} sigma for 1-2: 0.02, 1-3: 0.04
as
{C2N, C55}
4.a Secondary CH2 refined with riding coordinates:
 C1X(H1XA,H1XB), C2N(H2NA,H2NB), C55(H55A,H55B), C97(H97A,H97B), C74(H74A,
 H74B), C2P(H2PA,H2PB), C36(H36A,H36B), C85(H85A,H85B), C93(H93A,H93B),
 C140(H14A,H14B), C143(H14C,H14D), C154(H15A,H15B), C168(H16A,H16B), C178(H17A,
 H17B), C1(H1A,H1C), C1O(H1OA,H1OB), C2G(H2GA,H2GB), C26(H26A,H26B), C34(H34A,
 H34B), C63(H63A,H63B), C87(H87A,H87B), C91(H91A,H91B), C96(H96A,H96B),
 C103(H10A,H10B)
4.b Aromatic/amide H refined with riding coordinates:
 C1B(H1B), C1D(H1D), C1F(H1F), C1I(H1I), C1N(H1N), C1S(H1S), C1T(H1T),
 C1U(H1U), C2A(H2A), C2B(H2B), C2E(H2E), C2F(H2F), C2H(H2H), C2I(H2I), C2K(H2K),
  C7(H7), C19(H19), C20(H20), C23(H23), C24(H24), C31(H31), C32(H32), C33(H33),
 C35(H35), C39(H39), C46(H46), C54(H54), C78(H78), C79(H79), C81(H81), C84(H84),
  C86(H86), C92(H92), C104(H104), C106(H106), C112(H112), C120(H120),
 C127(H127), C145(H145), C148(H148), C1A(H1AA), C1E(H1E), C1G(H1G), C1H(H1H),
 C1K(H1K), C1L(H1L), C1M(H1M), C1Q(H1Q), C1W(H1W), C2C(H2C), C4(H4), C10(H10),
 C11(H11), C13(H13), C22(H22), C28(H28), C30(H30), C37(H37), C41(H41), C43(H43),
  C47(H47), C48(H48), C53(H53), C56(H56), C62(H62), C68(H68), C71(H71),
 C72(H72), C88(H88), C90(H90), C100(H100), C109(H109), C113(H113), C117(H117),
 C151(H151), C156(H156), C162(H162), C166(H166), C176(H176), C179(H179),
 C2Q(H2Q), C3(H3), C5(H5), C27(H27), C42(H42), C136(H136), C1R(H1R), C29(H29),
 C52(H52), C118(H118), C126(H126), C163(H163), C2J(H2J), C12(H12), C49(H49),
 C137(H137), C142(H142), C189(H189), C1C(H1CA), C14(H14), C102(H102),
 C116(H116), C124(H124), C150(H150), C1J(H1J), C2L(H2L), C2M(H2M), C2O(H2O),
 C69(H69), C172(H172)
;
_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'
_olex2_submission_special_instructions 'No special instructions were received'