The crystal structure of N′-((1E,2E)-4-(7-methoxy-2-oxo-2H-chromen-8-yl)-2-methylbut-2-en-1-ylidene)-3-methylbenzohydrazide, C23H22N2O4
Yu, Xiang; Zhao, You-Fang; Qin, Yan; Yan, Jing; Chen, Ya-Fang; Zeitschrift für Kristallographie - New Crystal Structures 234 (2019) 1039–1041; doi:10.1515/ncrs-2019-0249

data_8105931
_publ_section_title
;
 The crystal structure of
 N&#x2032;-((1E,2E)-4-(7-methoxy-2-oxo-2H-chromen-8-yl)-2-methylbut-2-en-1-ylidene)-3-methylbenzohydrazide,
 C23H22N2O4
;
_journal_issue                   5
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1039
_journal_page_last               1041
_journal_paper_doi               10.1515/ncrs-2019-0249
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'C23 H22 N2 O4'
_chemical_formula_sum            'C23 H22 N2 O4'
_chemical_formula_weight         390.42
_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
_cell_angle_alpha                90
_cell_angle_beta                 111.111(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.7478(4)
_cell_length_b                   10.0041(2)
_cell_length_c                   24.4749(6)
_cell_measurement_reflns_used    28859
_cell_measurement_temperature    290
_cell_measurement_theta_max      25.3680
_cell_measurement_theta_min      3.5340
_cell_volume                     4053.88(17)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      290
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1169
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.930
_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    -20.00  25.00   0.75   10.21    --  -13.80 -99.00-150.00   60
  2  \w    -81.00  12.00   0.75   10.21    --  -13.80 -77.00 -30.00  124
  3  \w    -41.00  53.50   0.75   10.21    --  -13.80  77.00  90.00  126
  4  \w    -39.00  15.00   0.75   10.21    --  -13.80 -83.00  79.00   72
  5  \w    -70.00  -5.50   0.75   10.21    --  -13.80 129.00 -69.66   86
  6  \w    -68.00  -3.50   0.75   10.21    --  -13.80 126.00 153.60   86
  7  \w     -4.00  83.00   0.75   10.21    --   14.82  38.00  90.00  116
  8  \w     -4.00  83.00   0.75   10.21    --   14.82  38.00-120.00  116
  9  \w    -54.00  84.00   0.75   10.21    --   14.82   0.00 -60.00  184
 10  \w    -54.00  33.00   0.75   10.21    --   14.82 -38.00 -90.00  116
 11  \w    -64.00   2.00   0.75   10.21    --  -13.80 119.00  60.75   88
 12  \w     -9.00  60.00   0.75   10.21    --   14.82-112.00 -61.23   92
 13  \w    -20.00  53.50   0.75   10.21    --   14.82 -99.00  60.00   98
 14  \w     35.00  86.00   0.75   10.21    --   14.82 178.00 -90.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0190755000
_diffrn_orient_matrix_UB_12      -0.0054867000
_diffrn_orient_matrix_UB_13      -0.0208746000
_diffrn_orient_matrix_UB_21      0.0263260000
_diffrn_orient_matrix_UB_22      -0.0494550000
_diffrn_orient_matrix_UB_23      0.0175262000
_diffrn_orient_matrix_UB_31      -0.0279016000
_diffrn_orient_matrix_UB_32      -0.0504826000
_diffrn_orient_matrix_UB_33      -0.0149204000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            93062
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.533
_diffrn_reflns_theta_min         3.330
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_description       block
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         9585
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0959
_refine_ls_R_factor_gt           0.0614
_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^)+(0.0680P)^2^+1.7686P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1574
_refine_ls_wR_factor_ref         0.1749
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6513
_reflns_number_total             9585
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2019-0249_suppl.cif
_cod_data_source_block           1
_cod_database_code               8105931
_shelx_estimated_absorpt_t_max   0.977
_shelx_estimated_absorpt_t_min   0.975
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C34(H34A,H34B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3), C5(H5), C6(H6), C12(H12), C14(H14), C18(H18),
 C20(H20), C21(H21), C22(H22), N4(H4), C25(H25), C26(H26), C28(H28), C29(H29),
 C35(H35), C37(H37), C41(H41), C43(H43), C44(H44), C45(H45)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C15(H15A,H15B,H15C), C23(H23A,H23B,H23C), C33(H33A,H33B,
 H33C), C38(H38A,H38B,H38C), C46(H46A,H46B,H46C)
;