Synthesis of aromatic ruthenabenzothiophenes via C-H activation of thiophenes.
Zhuo, Qingde; Chen, Zhiyong; Yang, Yuhui; Zhou, Xiaoxi; Han, Feifei; Zhu, Jun; Zhang, Hong; Xia, Haiping; Dalton transactions (Cambridge, England : 2003) 45 (2016) 913–917; doi:10.1039/c5dt04557f

data_7037628
_publ_section_title
;
 Synthesis of aromatic ruthenabenzothiophenes via C-H activation of
 thiophenes.
;
_journal_issue                   3
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              913
_journal_page_last               917
_journal_paper_doi               10.1039/c5dt04557f
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety
'C52 H44 B N6 O2 P2 Ru S, C H2 Cl2 1+, B F4 1-, 2.5(O H2), 0.5(C6 H6)'
_chemical_formula_sum            'C56 H54 B2 Cl2 F4 N6 O4.5 P2 Ru S'
_chemical_formula_weight         1246.64
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-11-25
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-11-25 deposited with the CCDC.
2015-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.694(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   42.420(2)
_cell_length_b                   16.0779(8)
_cell_length_c                   19.2499(8)
_cell_measurement_reflns_used    4181
_cell_measurement_temperature    173.00(14)
_cell_measurement_theta_max      24.2250
_cell_measurement_theta_min      3.2940
_cell_volume                     12022.2(11)
_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    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_temperature      173.0
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0969
_diffrn_reflns_av_unetI/netI     0.0819
_diffrn_reflns_laue_measured_fraction_full 0.970
_diffrn_reflns_laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       50
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            56423
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.912
_exptl_absorpt_coefficient_mu    0.500
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99707
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_description       block
_exptl_crystal_F_000             5104
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.807
_refine_diff_density_min         -0.683
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     789
_refine_ls_number_reflns         10556
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0682
_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^)+(0.0710P)^2^+42.3321P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1620
_refine_ls_wR_factor_ref         0.1759
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7860
_reflns_number_total             10556
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5dt04557f2.cif
_cod_data_source_block           5
_cod_depositor_comments
'Adding full bibliography for 7037626--7037628.cif.'
_cod_original_formula_sum        'C56 H54 B2 Cl2 F4 N6 O4.50 P2 Ru S'
_cod_database_code               7037628
_shelxl_version_number           2013-2
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O1AA) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O3AA) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Fixed Sof: F2B(0.5) F0(0.5) B1B(0.5) O21(0.25) F4(0.5) F2A(0.5) B1A(0.5)
 O0A(0.5) O0AA(0.5) C2S(0.5) H2S(0.5) C3S(0.5) H3S(0.5) C4S(0.5) H4S(0.5)
 C7S(0.5) H7S(0.5) C6S(0.5) H6S(0.5) C5S(0.5) H5S(0.5) O1AA(0.5) O2AA(0.5)
 O3AA(0.25)
4.a Ternary CH refined with riding coordinates:
 B1(H1a)
4.b Secondary CH2 refined with riding coordinates:
 C1S(H1Sa,H1Sb)
4.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C18(H18), C19(H19), C21(H21), C22(H22), C24(H24), C3(H3),
 C1(H1), C29(H29), C30(H30), C32(H32), C33(H33), C34(H34), C36(H36), C37(H37),
 C38(H38), C40(H40), C41(H41), C44(H44), C45(H45), C49(H49), C51(H51), C52(H52),
  C55(H55), C56(H56), C57(H57), C58(H58), C62(H62), C63(H63), C67(H67),
 C69(H69), C70(H70), C100(H100), C14(H14), C7AA(H7AA), C11(H11), C15(H15),
 C10(H10), C13(H13), C12(H12), C9(H9), C16(H16), C2S(H2S), C3S(H3S), C4S(H4S),
 C7S(H7S), C6S(H6S), C5S(H5S)
;
_shelx_res_checksum              33807
_olex2_submission_special_instructions 'No special instructions were received'