Crystal structures of two 4<i>H</i>-chromene derivatives: 2-amino-3-cyano-4-(3,4-dichlorophenyl)-7-hydroxy-4<i>H</i>-benzo[1,2-<i>b</i>]pyran 1,4-dioxane monosolvate and 2-amino-3-cyano-4-(2,6-dichlorophenyl)-7-hydroxy-4<i>H</i>-benzo[1,2-<i>b</i>]pyran
Silambarasan, S.; Nasser, A. Jamal Abdul; Mohandas, T.; Acta Crystallographica Section E 75 (2019) 1568–1572; doi:10.1107/S2056989019013197

data_2243111
_publ_section_title
;
 Crystal structures of two 4<i>H</i>-chromene derivatives:
 2-amino-3-cyano-4-(3,4-dichlorophenyl)-7-hydroxy-4<i>H</i>-benzo[1,2-<i>b</i>]pyran
 1,4-dioxane monosolvate and
 2-amino-3-cyano-4-(2,6-dichlorophenyl)-7-hydroxy-4<i>H</i>-benzo[1,2-<i>b</i>]pyran
;
_journal_coeditor_code           YK2126
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1568
_journal_page_last               1572
_journal_paper_doi               10.1107/S2056989019013197
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          'C16 H9 Cl2 N2 O2'
_chemical_formula_moiety         'C16 H9 Cl2 N2 O2'
_chemical_formula_sum            'C16 H9 Cl2 N2 O2'
_chemical_formula_weight         332.15
_chemical_melting_point          514
_chemical_name_systematic
;
2-Amino-3-cyano-4-(2,6-dichlorophenyl)-7-hydroxy-4<i>H</i>-\
benzo[1,2-<i>b</i>]pyran
;
_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   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                107.06(2)
_cell_angle_beta                 94.269(17)
_cell_angle_gamma                95.00(3)
_cell_formula_units_Z            2
_cell_length_a                   6.271(3)
_cell_length_b                   8.697(5)
_cell_length_c                   13.794(7)
_cell_measurement_reflns_used    8750
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      30.44
_cell_measurement_theta_min      3.10
_cell_volume                     712.5(7)
_computing_cell_refinement
;
APEX3 and SAINT (Bruker, 2018)
;
_computing_data_collection
;
APEX3 (Bruker, 2018)
;
_computing_data_reduction
;
SAINT and XPREP (Bruker, 2018)
;
_computing_molecular_graphics
;
DIAMOND (Brandenburg, 2007) and Mercury (Macrae <i>et al.</i>,
2008)
;
_computing_publication_material
;
PLATON (Spek, 2009)
;
_computing_structure_refinement
;
<i>SHELXL2014/6</i> (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT2014/5</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker Kappa APEX3 CMOS'
_diffrn_measurement_method       '\w and \f scan'
_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  0.0226
_diffrn_reflns_av_unetI/netI     0.0114
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22289
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         3.872
_exptl_absorpt_coefficient_mu    0.463
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7041
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2018)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             338
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.247
_refine_ls_extinction_coef       0.080(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         2499
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0325
_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^)+(0.0263P)^2^+0.4717P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0744
_refine_ls_wR_factor_ref         0.0812
_reflns_number_gt                2239
_reflns_number_total             2499
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            yk2126sup1.cif
_cod_data_source_block           II
_cod_database_code               2243111
_shelx_estimated_absorpt_t_min   0.934
_shelx_estimated_absorpt_t_max   0.955
_shelx_hkl_checksum              41593
_shelx_res_checksum              94312
_shelxl_version_number           2014/6
_cod_database_fobs_code 2243111