Novel bisimidazolium pincers as low loading ligands for in situ palladium-catalyzed Suzuki-Miyaura reaction in the ambient atmosphere.
Gao, Chao; Zhou, Hongjun; Wei, Siping; Zhao, Yinsong; You, Jingsong; Gao, Ge; Chemical communications (Cambridge, England) 49 (2013) 1127–1129; doi:10.1039/c2cc36375e

data_7112421
_publ_section_title
;
 Novel bisimidazolium pincers as low loading ligands for in situ
 palladium-catalyzed Suzuki-Miyaura reaction in the ambient atmosphere.
;
_journal_issue                   11
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1127
_journal_page_last               1129
_journal_paper_doi               10.1039/c2cc36375e
_journal_volume                  49
_journal_year                    2013
_chemical_formula_moiety         'C10 H13 N5 O2, C3 H6 O'
_chemical_formula_sum            'C13 H19 N5 O3'
_chemical_formula_weight         293.33
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-07-24
_audit_creation_method
;
Olex2 1.1
(compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_cell_angle_alpha                89.012(5)
_cell_angle_beta                 77.986(6)
_cell_angle_gamma                65.983(6)
_cell_formula_units_Z            2
_cell_length_a                   8.0418(5)
_cell_length_b                   9.8200(6)
_cell_length_c                   10.9614(8)
_cell_measurement_reflns_used    2058
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.1341
_cell_measurement_theta_min      3.0479
_cell_volume                     771.16(10)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 16.0874
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
1 omega -22.00 21.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -16.8924 -99.0000 -150.0000 43

2 omega -71.00 -46.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -16.8924 -178.0000 120.0000 25

3 omega -21.00 19.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- -16.8924 -99.0000 30.0000 40

4 omega -42.00 39.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 19.8611 -57.0000 -60.0000 81

5 omega -2.00 79.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 19.8611 57.0000 -180.0000 81

6 omega -20.00 88.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 19.8611 19.0000 120.0000 108

7 omega 35.00 82.00 1.0000 15.0000
omega____ theta____ kappa____ phi______ frames
- 19.8611 178.0000 -180.0000 47
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0378710000
_diffrn_orient_matrix_UB_12      0.0146022000
_diffrn_orient_matrix_UB_13      0.0653148000
_diffrn_orient_matrix_UB_21      -0.0226223000
_diffrn_orient_matrix_UB_22      0.0772246000
_diffrn_orient_matrix_UB_23      -0.0058190000
_diffrn_orient_matrix_UB_31      -0.0886201000
_diffrn_orient_matrix_UB_32      0.0105892000
_diffrn_orient_matrix_UB_33      -0.0101039000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5798
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         3.05
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97585
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2722
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0644
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1002P)^2^+0.3111P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1793
_refine_ls_wR_factor_ref         0.1972
_reflns_number_gt                2015
_reflns_number_total             2722
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7108801
_cod_data_source_file            c2cc36375e.txt
_cod_data_source_block           120723_s1_gc
_cod_original_cell_volume        771.15(9)
_cod_database_code               7112421
_chemical_oxdiff_formula         C15H16N2O3
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32