Vinylogous Reactivity of Enol Diazoacetates with Donor-Acceptor Substituted Hydrazones. Synthesis of Substituted Pyrazole Derivatives
Xinfang Xu; Peter Y. Zavalij; Wenhao Hu; Michael P. Doyle; Journal of Organic Chemistry 78 (2013) 1583–1588; doi:10.1021/jo302696y

data_4027968
_publ_section_title
;
 Vinylogous Reactivity of Enol Diazoacetates with Donor-Acceptor
 Substituted Hydrazones. Synthesis of Substituted Pyrazole Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1583
_journal_page_last               1588
_journal_paper_doi               10.1021/jo302696y
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C15 H15 Cl N2 O4'
_chemical_formula_sum            'C15 H15 Cl N2 O4'
_chemical_formula_weight         322.74
_chemical_name_common            organic
_chemical_name_systematic
;
organic
;
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_space_group_name_Hall           '-P 2yn'
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_symmetry_cell_setting           monoclinic
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_symmetry_space_group_name_H-M   'P 1 21/n 1'
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_cell_angle_alpha                90
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_cell_angle_gamma                90
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_cell_length_b                   7.3889(5)
_cell_length_c                   19.8046(14)
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_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.5
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_cell_volume                     1562.43(19)
_computing_cell_refinement       Apex2
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_diffrn_measured_fraction_theta_max 0.998
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_diffrn_measurement_method       '\f and \w scans'
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_diffrn_orient_matrix_UB_21      0.0885687
_diffrn_orient_matrix_UB_22      0.0095343
_diffrn_orient_matrix_UB_23      0.0247910
_diffrn_orient_matrix_UB_31      -0.0224029
_diffrn_orient_matrix_UB_32      -0.0689682
_diffrn_orient_matrix_UB_33      0.0395154
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0168
_diffrn_reflns_av_sigmaI/netI    0.0160
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
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_diffrn_reflns_limit_l_min       -27
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_diffrn_reflns_point_group_measured_fraction_full 1.000
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_diffrn_reflns_theta_min         2.003
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.263
_exptl_absorpt_correction_T_max  0.924
_exptl_absorpt_correction_T_min  0.869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_description       prism
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.49
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         4552
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0378
_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^)+(0.0100P)^2^+0.9930P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0747
_refine_ls_wR_factor_ref         0.0761
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3819
_reflns_number_total             4552
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo302696y_si_002.cif
_cod_data_source_block           2325
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_secondary' value 'diffmap' was changed to
'difmap'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_database_code               4027968
_shelx_estimated_absorpt_t_min   0.877
_shelx_estimated_absorpt_t_max   0.925
_shelxl_version_number           2012-4
_shelx_res_checksum              17236