The crystal structure of 3-(1-(2-((5-methylthiophen-2-yl)methylene)hydrazinyl)ethylidene)chroman-2,4-dione, C17H14N2O3S
Radulović, Niko S.; Sejmanović, Dragana M.; Ristić, Milenko N.; Dekić, Vidoslav S.; Krüger, Biljana; Kahlenberg, Volker; Rodić, Marko V.; Zeitschrift für Kristallographie - New Crystal Structures 237 (2022) 775–777; doi:10.1515/ncrs-2022-0225

data_8107213
_publ_section_title
;
 The crystal structure of
 3-(1-(2-((5-methylthiophen-2-yl)methylene)hydrazinyl)ethylidene)chroman-2,4-dione,
 C17H14N2O3S
;
_journal_issue                   5
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              775
_journal_page_last               777
_journal_paper_doi               10.1515/ncrs-2022-0225
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C17 H14 N2 O3 S'
_chemical_formula_sum            'C17 H14 N2 O3 S'
_chemical_formula_weight         326.36
_chemical_melting_point          463
_chemical_name_common
; 3-(1-(2-((5-Methylthiophen-2-yl)methylene)hydrazinyl)ethylidene)chroman-2,4-
dione
;
_chemical_name_systematic
; 1-[-1-(4-Hydroxy-2-oxo-2H-chromen-3-yl)ethylidene]-2-(4-methoxybenziylidene)
hydrazine
;
_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   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   .
_cell_angle_alpha                90
_cell_angle_beta                 92.245(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8966(5)
_cell_length_b                   9.4360(4)
_cell_length_c                   16.7115(7)
_cell_measurement_reflns_used    14477
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      26.3430
_cell_measurement_theta_min      3.0820
_cell_volume                     1559.39(12)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'ShelXle (H\"ubschle, 2011)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_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 1.000
_diffrn_measured_fraction_theta_max 1.000
_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    -18.00  43.00   1.00   20.00    --    9.94 -77.00-120.00   61
  2  \w    -40.00  61.00   1.00   20.00    --  -11.66  57.00-120.00  101
  3  \w    -84.00  16.00   1.00   20.00    --  -11.66 -57.00  90.00  100
  4  \w    -18.00  83.00   1.00   20.00    --    9.94  57.00 -60.00  101
  5  \w      1.00  51.00   1.00   20.00    --    9.94 -99.00   0.00   50
  6  \w    -23.00  39.00   1.00   20.00    --    9.94  77.00  60.00   62
  7  \w    -18.00  43.00   1.00   20.00    --    9.94 -77.00 120.00   61
  8  \w    -64.00  34.00   1.00   20.00    --    9.94 -38.00   0.00   98
  9  \w   -100.00 -38.00   1.00   20.00    --  -11.66-179.00   0.00   62
 10  \w    -18.00  54.00   1.00   20.00    --    9.94  57.00  30.00   72
 11  \w    -44.00  39.00   1.00   20.00    --  -11.66  77.00 150.00   83
;
_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      0.0355816000
_diffrn_orient_matrix_UB_12      -0.0642634000
_diffrn_orient_matrix_UB_13      -0.0055982000
_diffrn_orient_matrix_UB_21      0.0622821000
_diffrn_orient_matrix_UB_22      0.0368012000
_diffrn_orient_matrix_UB_23      0.0049364000
_diffrn_orient_matrix_UB_31      0.0002852000
_diffrn_orient_matrix_UB_32      -0.0128980000
_diffrn_orient_matrix_UB_33      0.0418131000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0142
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            32946
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         2.439
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type
'Enhance (Mo) X-ray Source (Oxford Diffraction)'
_exptl_absorpt_coefficient_mu    0.224
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96470
_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    1.390
_exptl_crystal_description       irregular
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.528
_exptl_crystal_size_mid          0.462
_exptl_crystal_size_min          0.255
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.033(2)
_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   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         3188
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0358
_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^)+(0.0572P)^2^+0.3038P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.1013
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2792
_reflns_number_total             3188
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0225_suppl.cif
_cod_data_source_block           VD35N_4119S_s3_2_m_a
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8107213
_oxdiff_exptl_absorpt_empirical_full_min 0.961
_oxdiff_exptl_absorpt_empirical_full_max 1.033
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_theta     26.32
_reflns_odcompleteness_iscentric 1
_shelx_res_checksum              27080
_shelx_hkl_checksum              66327