Metal-free remote-site C–H alkenylation: regio- and diastereoselective synthesis of solvatochromic dyes
Albaladejo, María José; González-Soria, María José; Alonso, Francisco; Green Chemistry 20 (2018) 701–; doi:10.1039/C7GC03436A

data_7229831
_publ_section_title
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 Metal-free remote-site C--H alkenylation: regio- and diastereoselective
 synthesis of solvatochromic dyes
;
_journal_issue                   3
_journal_name_full               'Green Chemistry'
_journal_page_first              701
_journal_paper_doi               10.1039/C7GC03436A
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C42 H33 N3 O'
_chemical_formula_sum            'C42 H33 N3 O'
_chemical_formula_weight         595.71
_chemical_melting_point          139.7(8)
_chemical_name_common
(E)-3-[1-(dibenzylamino)-3-phenylindolizin-7-yl]-3-phenyl-1-(pyridin-2-yl)prop-2-en-1-one
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_audit_update_record
;
2014-04-04 deposited with the CCDC.
2017-12-19 downloaded from the CCDC.
;
_cell_angle_alpha                68.323(6)
_cell_angle_beta                 84.539(7)
_cell_angle_gamma                77.041(7)
_cell_formula_units_Z            2
_cell_length_a                   10.822(3)
_cell_length_b                   12.450(3)
_cell_length_c                   13.434(4)
_cell_measurement_reflns_used    725
_cell_measurement_temperature    297(1)
_cell_measurement_theta_max      17.61
_cell_measurement_theta_min      2.35
_cell_volume                     1639.0(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      297(1)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0812
_diffrn_reflns_av_sigmaI/netI    0.1313
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14142
_diffrn_reflns_theta_full        25.06
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER/Siemens SADABS v2.03'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.123
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.751
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         5784
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.751
_refine_ls_R_factor_all          0.1985
_refine_ls_R_factor_gt           0.0598
_refine_ls_shift/su_max          0.046
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1918P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1747
_refine_ls_wR_factor_ref         0.2945
_reflns_number_gt                2005
_reflns_number_total             5784
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7gc03436a3.cif
_cod_data_source_block           x
_cod_depositor_comments
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The following automatic conversions were performed:

'_chemical_melting_point' value '138.9-140.4' was changed to
'139.7(8)' - the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7229831--7229832.cif.
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_cod_original_cell_volume        1638.9(7)
_cod_database_code               7229831