Copper-Catalyzed N-Arylation of Azoles and Mannich-Type Coupling of Ketones and Azoles under Metal-Free Conditions.
Sun, Kai; Zhu, Zhonghong; Sun, Jingjing; Liu, Lulu; Wang, Xin; The Journal of organic chemistry 81 (2016) 1476–1483; doi:10.1021/acs.joc.5b02593

data_4031898
_publ_section_title
;
 Copper-Catalyzed N-Arylation of Azoles and Mannich-Type Coupling of
 Ketones and Azoles under Metal-Free Conditions.
;
_journal_issue                   4
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1476
_journal_page_last               1483
_journal_paper_doi               10.1021/acs.joc.5b02593
_journal_volume                  81
_journal_year                    2016
_chemical_formula_sum            'C10 H8 N4 O0'
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_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           33
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_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.1089(18)
_cell_length_b                   9.794(2)
_cell_length_c                   10.309(2)
_cell_measurement_reflns_used    3210
_cell_measurement_temperature    293(2)
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_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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_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
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_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
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_diffrn_reflns_limit_l_min       -13
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_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         3.05
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.20
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_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.104
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_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
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_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
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_refine_ls_number_reflns         2122
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0326
_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^)+(0.0569P)^2^+0.0207P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0883
_refine_ls_wR_factor_ref         0.0915
_reflns_number_gt                1884
_reflns_number_total             2122
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            jo5b02593_si_002.cif
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_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 
;
_cod_original_cell_volume        919.6(3)
_cod_original_sg_symbol_H-M      'Pna2(1) '
_cod_database_code               4031898