Catalytic insertion of aldehydes into dihalonitroacetophenones via sequential bond scission-aldol reaction-acyl transfer.
Ding, Ransheng; Wolf, Christian; Chemical communications (Cambridge, England) 52 (2016) 3576–3579; doi:10.1039/c5cc09753c

data_7118679
_publ_section_title
;
 Catalytic insertion of aldehydes into dihalonitroacetophenones via
 sequential bond scission-aldol reaction-acyl transfer.
;
_journal_issue                   17
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3576
_journal_page_last               3579
_journal_paper_doi               10.1039/c5cc09753c
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C15 H10 Cl2 N2 O6'
_chemical_formula_sum            'C15 H10 Cl2 N2 O6'
_chemical_formula_weight         385.15
_chemical_name_systematic
'2,2-dichloro-2-nitro-1-(2-nitrophenyl)ethyl benzoate'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2015-09-15 deposited with the CCDC.
2016-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                88.1220(10)
_cell_angle_beta                 80.5890(10)
_cell_angle_gamma                67.2930(10)
_cell_formula_units_Z            2
_cell_length_a                   6.9802(7)
_cell_length_b                   7.0738(7)
_cell_length_c                   17.9149(18)
_cell_measurement_reflns_used    10417
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      59.447
_cell_measurement_theta_min      4.612
_cell_volume                     804.58(14)
_computing_cell_refinement       'SAINT v.8.34A, Bruker-AXS'
_computing_data_collection       'APEX 2, Bruker-AXS'
_computing_data_reduction        'SAINT v.8.34A, Bruker-AXS'
_computing_molecular_graphics    'X-SEED, L.Barbour (1999)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-Version 2013/1, G. Sheldrick'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10203
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_min         2.306
_exptl_absorpt_coefficient_mu    0.440
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.5865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2012/1, G. Sheldrick'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_description       Prism
_exptl_crystal_F_000             392
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: diisopropyl ether, THF'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3728
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0315
_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^)+(0.0596P)^2^+0.4403P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1024
_refine_ls_wR_factor_ref         0.1038
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3546
_reflns_number_total             3728
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5cc09753c2.cif
_cod_data_source_block           15231_2
_cod_depositor_comments
;
Adding full bibliography for 7118679--7118680.cif.

2018-03-15
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety     'C30 H20 Cl4 N4 O12'
_cod_original_formula_sum        'C30 H20 Cl4 N4 O12'
_cod_original_formula_units_Z    1
_cod_original_formula_weight     770.30
_cod_database_code               7118679
_shelx_shelxl_version_number     2014/7
_shelx_res_checksum              35152