Synthesis and Catalytic Applications of an Extended Range of Tethered Ruthenium(II)/η6-Arene/Diamine Complexes
Hodgkinson, Roy; Jurčík, Václav; Zanotti-Gerosa, Antonio; Nedden, Hans Günter; Blackaby, Andrew; Clarkson, Guy J.; Wills, Martin; Organometallics 33 (2014) 5517–; doi:10.1021/om500788t

data_4084406
_publ_section_title
;
 Synthesis and Catalytic Applications of an Extended Range of Tethered
 Ruthenium(II)/\h6-Arene/Diamine Complexes
;
_journal_issue                   19
_journal_name_full               Organometallics
_journal_page_first              5517
_journal_paper_doi               10.1021/om500788t
_journal_volume                  33
_journal_year                    2014
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C38 H47 Cl N2 O2 Ru S'
_chemical_formula_sum            'C38 H47 Cl N2 O2 Ru S'
_chemical_formula_weight         732.35
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2013-11-13
_audit_creation_method
;
Olex2 1.2
(compiled 2013.11.13 svn.r2838 for OlexSys, GUI svn.r4705)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.8547(2)
_cell_length_b                   12.0214(2)
_cell_length_c                   25.0457(6)
_cell_measurement_reflns_used    13508
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.3070
_cell_measurement_theta_min      3.2500
_cell_volume                     3569.26(12)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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    'ShelXS-2013 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.2833
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0248892000
_diffrn_orient_matrix_UB_12      0.0528849000
_diffrn_orient_matrix_UB_13      -0.0043777000
_diffrn_orient_matrix_UB_21      0.0015809000
_diffrn_orient_matrix_UB_22      0.0107444000
_diffrn_orient_matrix_UB_23      0.0278243000
_diffrn_orient_matrix_UB_31      0.0544036000
_diffrn_orient_matrix_UB_32      0.0238939000
_diffrn_orient_matrix_UB_33      -0.0028005000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0632
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            26463
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.474
_diffrn_reflns_theta_min         2.910
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.607
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_description       block
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.846
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.090
_refine_ls_abs_structure_details
;
 Flack x determined using 3752 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).

The handedness of the crystal was determined from both the Flack and
from the known chiral starting diamine.

Hooft y: 0.021(14) (Olex2)
;
_refine_ls_abs_structure_Flack   0.015(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         10755
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0418
_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^)+(0.0344P)^2^+0.8857P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0797
_refine_ls_wR_factor_ref         0.0832
_reflns_Friedel_coverage         0.772
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.881
_reflns_number_gt                9507
_reflns_number_total             10755
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om500788t_si_002.cif
_cod_data_source_block           rh1
_cod_depositor_comments          'Adding full bibliography for 4084406.cif.'
_cod_original_cell_volume        3569.27(13)
_cod_database_code               4084406
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C20 H20 N2 O2 Cl Ru'
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.98
_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, All N(H) groups
2. Restrained distances
 N32-H32
 0.85 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C2(H2), C7(H7), C12(H12), C18(H18), C25(H25)
3.b Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C34(H34A,H34B), C35(H35A,H35B)
3.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C10(H10), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C27(H27),
 C28(H28), C29(H29), C30(H30), C31(H31), C37(H37), C38(H38), C39(H39), C40(H40),
  C41(H41)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C3(H3A,H3B,H3C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C13(H13A,
 H13B,H13C), C14(H14A,H14B,H14C)

The NH hydrogen was located in a difference map and refined with a DFIX restraint
and given a thermal parameter Uiso 1.5 times the Uequiv of the parent nitrogen

There is a B warning in the cif checker for a large Non-Solvent C  Ueq(max)/Ueq(min) 
This is due to one of the isopropyl groups (C7-C9) undergoing greater thermal 
libration than the other atoms in the structure.
;