The Discovery of Quinoxaline-Based Metathesis Catalysts from Synthesis of Grazoprevir (MK-5172).
Williams, Michael J.; Kong, Jongrock; Chung, Cheol K.; Brunskill, Andrew; Campeau, Louis-Charles; McLaughlin, Mark; Organic letters 18 (2016) 1952–1955; doi:10.1021/acs.orglett.6b00070

data_1543219
_publ_section_title
;
 The Discovery of Quinoxaline-Based Metathesis Catalysts from Synthesis of
 Grazoprevir (MK-5172).
;
_journal_issue                   9
_journal_name_full               'Organic letters'
_journal_page_first              1952
_journal_page_last               1955
_journal_paper_doi               10.1021/acs.orglett.6b00070
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C36 H44 Cl2 N4 O2 Ru'
_chemical_formula_sum            'C36 H44 Cl2 N4 O2 Ru'
_chemical_formula_weight         736.72
_chemical_name_systematic
; 
[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro
[3-(6-methoxy-3-(isopropylsulfonyl)quinoxalin-2-yl)
propylidene]ruthenium(II) 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2014
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_cell_angle_beta                 97.6486(17)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.9275(8)
_cell_length_b                   15.7557(10)
_cell_length_c                   18.3669(12)
_cell_measurement_reflns_used    9813
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.62
_cell_measurement_theta_min      3.71
_cell_volume                     3420.9(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
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_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
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_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.716
_diffrn_reflns_theta_min         3.710
_diffrn_source                   'sealed-tube microsource X-ray generator'
_exptl_absorpt_coefficient_mu    5.442
_exptl_absorpt_correction_T_max  0.762
_exptl_absorpt_correction_T_min  0.533
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_exptl_absorpt_process_details
;    
(SADABS; Sheldrick, 2003) 
;
_exptl_crystal_colour            red
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_exptl_crystal_description       plate
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_exptl_crystal_size_mid          0.200
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_exptl_transmission_factor_min   0.5268
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         6031
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0216
_refine_ls_R_factor_gt           0.0211
_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^)+(0.0199P)^2^+2.9192P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0534
_refine_ls_wR_factor_ref         0.0536
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5894
_reflns_number_total             6031
_reflns_threshold_expression     'I > 2\s(I)'
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_cod_data_source_block           mdk001
_cod_depositor_comments          'Adding full bibliography for 1543219.cif.'
_cod_database_code               1543219
_shelx_estimated_absorpt_t_min   0.409
_shelx_estimated_absorpt_t_max   0.773
_shelxl_version_number           2014-3
_shelx_res_checksum              65045
_shelx_hkl_checksum              9914