Silver-mediated direct phosphorylation of benzothiazoles and thiazoles with diarylphosphine oxides.
Zhang, Hui-Jun; Lin, Weidong; Wu, Zhengjian; Ruan, Wenqing; Wen, Ting-Bin; Chemical communications (Cambridge, England) 51 (2015) 3450–3453; doi:10.1039/c4cc10017d

data_7116688
_publ_section_title
;
 Silver-mediated direct phosphorylation of benzothiazoles and thiazoles
 with diarylphosphine oxides.
;
_journal_issue                   16
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3450
_journal_page_last               3453
_journal_paper_doi               10.1039/c4cc10017d
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C29 Cl2 N P Ru S'
_chemical_formula_sum            'C29 H28 Cl2 N P Ru S'
_chemical_formula_weight         625.52
_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_primary     iterative
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Olex2 1.2
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_audit_update_record
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2014-12-12 deposited with the CCDC.
2015-01-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
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_cell_angle_gamma                90
_cell_formula_units_Z            4
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_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
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Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
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;
  1 omega -110.00  -78.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  2 omega  -64.00   11.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  3 omega   33.00  111.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       32.3066 -178.0000  -60.0000 78

  4 omega  -29.00   -1.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       32.3066  -57.0000  -90.0000 28

  5 omega   51.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       32.3066   57.0000 -180.0000 52

  6 omega   19.00   59.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  -25.0000   90.0000 40

  7 omega   95.00  121.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
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  8 omega   34.00   71.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  -25.0000   30.0000 37

  9 omega   58.00   83.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  -50.0000  120.0000 25

 10 omega   40.00   71.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  178.0000 -180.0000 31

 11 omega   52.00  104.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  -77.0000  -90.0000 52

 12 omega  131.00  161.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000    0.0000   30.0000 30

 13 omega   51.00  123.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  -77.0000  120.0000 72

 14 omega   22.00   53.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  -38.0000   30.0000 31

 15 omega   29.00   82.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  -50.0000   90.0000 53

 16 omega  106.00  131.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  178.0000 -150.0000 25

 17 omega   24.00   69.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  -38.0000 -150.0000 45

 18 omega   29.00   63.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  -25.0000  120.0000 34

 19 omega   24.00   83.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  -50.0000  -90.0000 59

 20 omega   91.00  116.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  178.0000 -180.0000 25

 21 omega   21.00   59.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000 -112.0000  -90.0000 38

 22 omega   69.00   99.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  178.0000 -150.0000 30

 23 omega   19.00   68.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  -25.0000  -60.0000 49

 24 omega   40.00   69.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       94.5000  -38.0000  150.0000 29
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
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_diffrn_orient_matrix_UB_11      -0.1206242000
_diffrn_orient_matrix_UB_12      -0.0217845000
_diffrn_orient_matrix_UB_13      -0.0016732000
_diffrn_orient_matrix_UB_21      0.0121745000
_diffrn_orient_matrix_UB_22      0.0632773000
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_diffrn_orient_matrix_UB_31      -0.0303015000
_diffrn_orient_matrix_UB_32      0.1121379000
_diffrn_orient_matrix_UB_33      -0.0418943000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10535
_diffrn_reflns_point_group_measured_fraction_full 0.994
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_diffrn_reflns_theta_full        62.106
_diffrn_reflns_theta_max         62.106
_diffrn_reflns_theta_min         3.856
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.912
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_description       block
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.833
_refine_diff_density_min         -0.689
_refine_diff_density_rms         0.129
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.550
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4259
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.550
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.040
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0480P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1198
_refine_ls_wR_factor_ref         0.1211
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3990
_reflns_number_total             4259
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4cc10017d2.cif
_cod_data_source_block           zhj20141210
_cod_original_cell_volume        2711.22(11)
_cod_database_code               7116688
_reflns_odcompleteness_completeness 77.06
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
;
_shelx_res_checksum              308
_shelx_hkl_checksum              69129
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2014-12-11
_olex2_submission_special_instructions 'No special instructions were received'