Synthesis of pyrrolidinone derivatives from aniline, an aldehyde and diethyl acetylenedicarboxylate in an ethanolic citric acid solution under ultrasound irradiation
Ahankar, Hamideh; Ramazani, Ali; Ślepokura, Katarzyna; Lis, Tadeusz; Joo, Sang Woo; Green Chem. 18 (2016) 3582–; doi:10.1039/C6GC00157B

data_7224593
_publ_section_title
;
 Synthesis of pyrrolidinone derivatives from aniline, an aldehyde and
 diethyl acetylenedicarboxylate in an ethanolic citric acid solution under
 ultrasound irradiation
;
_journal_issue                   12
_journal_name_full               'Green Chem.'
_journal_page_first              3582
_journal_paper_doi               10.1039/C6GC00157B
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C19 H16 F N O4'
_chemical_formula_sum            'C19 H16 F N O4'
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_symmetry_space_group_name_H-M   'P -1'
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_audit_update_record
;
2015-10-06 deposited with the CCDC.
2016-03-10 downloaded from the CCDC.
;
_cell_angle_alpha                80.72(3)
_cell_angle_beta                 85.21(3)
_cell_angle_gamma                85.46(4)
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_cell_length_b                   11.406(5)
_cell_length_c                   16.580(6)
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_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      36.48
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_cell_volume                     1623.2(12)
_computing_cell_refinement
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CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
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_diffrn_measurement_device_type
;
Kuma KM4-CCD kappa-geometry diffractometer with a Sapphire2 
CCD camera 
;
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_av_unetI/netI     0.0879
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_diffrn_reflns_limit_h_max       14
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_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13925
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.500
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.566
_diffrn_reflns_theta_min         2.848
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  1.000
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;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_description       column
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_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
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_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     453
_refine_ls_number_reflns         8006
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.1212
_refine_ls_R_factor_gt           0.0678
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0820P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1539
_refine_ls_wR_factor_ref         0.1707
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4465
_reflns_number_total             8006
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6gc00157b2.cif
_cod_data_source_block           zu4fbf
_cod_depositor_comments          'Adding full bibliography for 7224593.cif.'
_cod_database_code               7224593
_shelx_estimated_absorpt_t_min   0.950
_shelx_estimated_absorpt_t_max   0.992
_shelxl_version_number           2013-4
_shelx_res_checksum              93674