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_4031899
_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            'C16 H14 N2 O'
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_cell_angle_beta                 95.16(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   21.104(4)
_cell_length_b                   5.9925(12)
_cell_length_c                   20.403(4)
_cell_measurement_reflns_used    2188
_cell_measurement_temperature    293(2)
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_cell_volume                     2569.8(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
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_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.990
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_diffrn_reflns_theta_max         29.59
_diffrn_reflns_theta_min         1.94
_diffrn_standards_decay_%        0
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_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1430
_refine_ls_wR_factor_ref         0.1795
_reflns_number_gt                2109
_reflns_number_total             3586
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            jo5b02593_si_003.cif
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_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_sg_symbol_H-M      'C2/c  '
_cod_database_code               4031899