Efficient synthesis of novel pyrrolo[2,3-c]pyridone derivatives using the Ugi four-component reaction followed by condensation reaction
VenkataPrasad, Jalli; Krishnamurthy, Suvratha; Moriguchi, Tetsuji; Tsuge, Akihiko; New J. Chem. 41 (2017) 97–; doi:10.1039/C6NJ02569B

data_7055862
_publ_section_title
;
 Efficient synthesis of novel pyrrolo[2,3-c]pyridone derivatives using the
 Ugi four-component reaction followed by condensation reaction
;
_journal_issue                   1
_journal_name_full               'New J. Chem.'
_journal_page_first              97
_journal_paper_doi               10.1039/C6NJ02569B
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety         'C25 H24 Br N3 O3, H2 O'
_chemical_formula_sum            'C25 H26 Br N3 O4'
_chemical_formula_weight         512.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-10-31 deposited with the CCDC.
2016-11-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.915(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.720(4)
_cell_length_b                   9.681(2)
_cell_length_c                   27.874(6)
_cell_measurement_reflns_used    8017
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      25.01
_cell_measurement_theta_min      1.22
_cell_volume                     4549.9(17)
_computing_cell_refinement       'SAINT Version 7.68A (Bruker AXS Inc., 2009)'
_computing_data_collection       'APEX2 Version 2009.9 (Bruker AXS Inc.)'
_computing_data_reduction
'SADABS Version 2008/1 (Sheldrick, Bruker AXS Inc.)'
_computing_molecular_graphics    Mercury3.6
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       \w
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1228
_diffrn_reflns_av_unetI/netI     0.0949
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
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_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            41376
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_min         1.216
_diffrn_source                   graphite
_exptl_absorpt_coefficient_mu    1.845
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_exptl_absorpt_correction_type   empirical
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_exptl_crystal_colour            yellow
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_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.108
_refine_diff_density_min         -0.674
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_refine_ls_extinction_coef       0.0035(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.155
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     612
_refine_ls_number_reflns         7999
_refine_ls_number_restraints     823
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.1273
_refine_ls_R_factor_gt           0.0774
_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^)+(0.0661P)^2^+6.4371P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1424
_refine_ls_wR_factor_ref         0.1672
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5316
_reflns_number_total             7999
_reflns_threshold_expression     'I > 2\s(I)'
_publcif_datablock.id            {ec1c0d17-3249-410c-b020-a3278277ac5f}
_cod_data_source_file            c6nj02569b2.cif
_cod_data_source_block           m1
_cod_depositor_comments
;
Adding full bibliography for 7055862.cif.

2017-11-12
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_cell_volume        4549.9(18)
_cod_original_formula_moiety     '2C25 H24 Br N3 O3, 2 H2O'
_cod_original_formula_sum        'C50 H52 Br2 N6 O8'
_cod_original_formula_units_Z    4
_cod_original_formula_weight     1024.80
_cod_database_code               7055862
_shelx_shelxl_version_number     2014/7
_shelx_res_checksum              72141