The crystal structure of (Z)-3-(1-(2-((E)-4-isopropylbenzylidene)hydrazinyl)ethylidene) chroman-2,4-dione, C21H20N2O3
Dekić, Vidoslav S.; Dekić, Biljana R.; Sejmanović, Dragana M.; Janićević, Suzana; Krüger, Biljana; Kahlenberg, Volker; Rodić, Marko V.; Zeitschrift für Kristallographie - New Crystal Structures 238 (2023) 521–524; doi:10.1515/ncrs-2023-0062

data_8107484
_publ_section_title
;
 The crystal structure of
 (Z)-3-(1-(2-((E)-4-isopropylbenzylidene)hydrazinyl)ethylidene)
 chroman-2,4-dione, C21H20N2O3
;
_journal_issue                   3
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              521
_journal_page_last               524
_journal_paper_doi               10.1515/ncrs-2023-0062
_journal_volume                  238
_journal_year                    2023
_chemical_formula_moiety         'C21 H20 N2 O3'
_chemical_formula_sum            'C21 H20 N2 O3'
_chemical_formula_weight         348.39
_chemical_melting_point          470
_chemical_name_common
(Z)-3-(1-(2-(E)-4-isopropylbenzylidene)hydrazinyl)ethylidene)chroman-2,4-dione
_chemical_name_systematic
(Z)-3-(1-(2-(E)-4-isopropylbenzylidene)hydrazinyl)ethylidene)chroman-2,4-dione
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   .
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90.344(5)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   6.8892(3)
_cell_length_b                   21.8269(13)
_cell_length_c                   35.1144(19)
_cell_measurement_reflns_used    9286
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      29.3450
_cell_measurement_theta_min      2.9540
_cell_volume                     5280.1(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a [1]'
_computing_data_collection       'CrysAlisPro 1.171.41.93a [1]'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a [1]'
_computing_molecular_graphics    'PLATON [4]'
_computing_publication_material  'PLATON [4]'
_computing_structure_refinement  'SHELXL-2018/3 [3]'
_computing_structure_solution    'SHELXT 2018/2 [2]'
_diffrn_ambient_temperature      170(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3575
_diffrn_detector_type            'Ruby (Oxford Diffraction)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w     -6.00  92.00   1.00   30.00    --   18.03  38.00 -90.00   98
  2  \w    -44.00  54.00   1.00   30.00    --  -19.91  38.00 -30.00   98
  3  \w   -108.00  68.00   1.00   30.00    --  -19.91   0.00 -60.00  176
  4  \w     -6.00  92.00   1.00   30.00    --   18.03  38.00-180.00   98
  5  \w     -6.00  40.00   1.00   30.00    --   18.03  38.00  30.00   46
  6  \w    -44.00  54.00   1.00   30.00    --  -19.91  38.00 120.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Gemini R ultra (Oxford Diffraction)'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0077940000
_diffrn_orient_matrix_UB_12      0.0299181000
_diffrn_orient_matrix_UB_13      0.0077834000
_diffrn_orient_matrix_UB_21      0.0595634000
_diffrn_orient_matrix_UB_22      0.0088934000
_diffrn_orient_matrix_UB_23      -0.0154779000
_diffrn_orient_matrix_UB_31      -0.0834902000
_diffrn_orient_matrix_UB_32      0.0091179000
_diffrn_orient_matrix_UB_33      -0.0104025000
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1055
_diffrn_reflns_av_unetI/netI     0.0804
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            72651
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.501
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type
'Enhance (Mo) X-ray Source (Oxford Diffraction)'
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95206
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    .
_exptl_crystal_description       needle
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.649
_exptl_crystal_size_mid          0.146
_exptl_crystal_size_min          0.074
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       0.00195(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     713
_refine_ls_number_reflns         10810
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.1254
_refine_ls_R_factor_gt           0.0672
_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^)+(0.0407P)^2^+0.9373P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1226
_refine_ls_wR_factor_ref         0.1460
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6256
_reflns_number_total             10810
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2023-0062_suppl_001.cif
_cod_data_source_block           VD-19_4113
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8107484
_shelxl_version_number           2018/3
_shelx_estimated_absorpt_t_min   0.945
_shelx_estimated_absorpt_t_max   0.993