Synthesis of Cyclopentadiene-Fused Chromanones via One-Pot Multicomponent Reactions
Mehdi Ghandi; Ali-Tabatabaei Ghomi; Maciej Kubicki; Journal of Organic Chemistry 78 (2013) 2611–2616; doi:10.1021/jo302790y

data_4028064
_publ_contact_author
;
Maciej Kubicki   
Faculty of Chemistry 
Adam Mickiewicz University
Grunwaldzka 6              
60-780 Pozna\'n   
Poland             
;
_publ_contact_author_email       mkubicki@amu.edu.pl
_publ_section_title
;
 Synthesis of Cyclopentadiene-Fused Chromanones via One-Pot Multicomponent
 Reactions
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2611
_journal_page_last               2616
_journal_paper_doi               10.1021/jo302790y
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C26 H28 Br N O7'
_chemical_formula_sum            'C26 H28 Br N O7'
_chemical_formula_weight         546.40
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                93.636(4)
_cell_angle_beta                 98.925(5)
_cell_angle_gamma                113.086(5)
_cell_formula_units_Z            2
_cell_length_a                   9.5443(6)
_cell_length_b                   10.3293(5)
_cell_length_c                   13.6741(8)
_cell_measurement_reflns_used    12750
_cell_measurement_temperature    130(1)
_cell_measurement_theta_max      76.1388
_cell_measurement_theta_min      3.2999
_cell_volume                     1213.60(13)
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction (2009))'
_computing_data_collection       'CrysAlis Pro (Oxford Diffraction (2009))'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction (2009))'
_computing_molecular_graphics    'Stereochemical Workstation (Siemens, 1989)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      130(1)
_diffrn_detector_area_resol_mean 10.5357
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Atlas'
_diffrn_measurement_method       '/w scan'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) x-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_sigmaI/netI    0.0193
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20800
_diffrn_reflns_theta_full        70.00
_diffrn_reflns_theta_max         76.33
_diffrn_reflns_theta_min         3.30
_exptl_absorpt_coefficient_mu    2.712
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62038
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.7 (release 14-02-2011 CrysAlis171 .NET)
(compiled Feb 15 2011,09:34:54)
empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_description       plate
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.697
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         5005
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0428
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0674P)^2^+1.0921P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1194
_refine_ls_wR_factor_ref         0.1204
_reflns_number_gt                4837
_reflns_number_total             5005
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            jo302790y_si_002.cif
_cod_data_source_block           ta2a_130
_cod_original_cell_volume        1213.60(12)
_cod_database_code               4028064