Regioselective Functionalization of the Oxazole Scaffold Using TMP-Bases of Mg and Zn.
Haas, Diana; Mosrin, Marc; Knochel, Paul; Organic letters 15 (2013) 6162–6165; doi:10.1021/ol403019c

data_1513233
_publ_section_title
;
 Regioselective Functionalization of the Oxazole Scaffold Using TMP-Bases
 of Mg and Zn.
;
_journal_issue                   24
_journal_name_full               'Organic letters'
_journal_page_first              6162
_journal_page_last               6165
_journal_paper_doi               10.1021/ol403019c
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C13 H10 N2 O3'
_chemical_formula_sum            'C13 H10 N2 O3'
_chemical_formula_weight         242.23
_chemical_name_systematic
;
Ethyl 4-(5-cyanooxazol-2-yl)benzoate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
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_cell_angle_alpha                90.00
_cell_angle_beta                 99.297(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.5247(2)
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_cell_length_c                   9.1022(6)
_cell_measurement_reflns_used    1593
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5280
_cell_measurement_theta_min      4.5330
_cell_volume                     1176.09(12)
_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)
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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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_computing_molecular_graphics
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'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
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PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
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_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
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_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 15.9809
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
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_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_sigmaI/netI    0.0571
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
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_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       11
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_diffrn_reflns_number            7943
_diffrn_reflns_theta_full        26.36
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_diffrn_reflns_theta_min         4.23
_exptl_absorpt_coefficient_mu    0.099
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_exptl_absorpt_correction_T_min  0.49665
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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)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.388
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.175
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         2387
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.0993
_refine_ls_R_factor_gt           0.0739
_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^)+(0.0249P)^2^+1.2678P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1278
_refine_ls_wR_factor_ref         0.1380
_reflns_number_gt                1765
_reflns_number_total             2387
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            ol403019c_si_002.cif
_cod_data_source_block           test1
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1513233