Crystal structure of (E)-2-(3,6-bis(diethylamino)-9H-xanthen-9-yl)-N′-(quinoxalin-2-ylmethylene)benzohydrazide, C37H36N6O2
Song, Jun-Ying; Wang, Zi-Chuang; Zhang, Zhen-Qiang; Zeitschrift für Kristallographie - New Crystal Structures 234 (2019) 1153–1155; doi:10.1515/ncrs-2019-0290

data_8105963
_publ_section_title
;
 Crystal structure of
 (E)-2-(3,6-bis(diethylamino)-9H-xanthen-9-yl)-N&#x2032;-(quinoxalin-2-ylmethylene)benzohydrazide,
 C37H36N6O2
;
_journal_issue                   6
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1153
_journal_page_last               1155
_journal_paper_doi               10.1515/ncrs-2019-0290
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'C37 H36 N6 O2'
_chemical_formula_sum            'C37 H36 N6 O2'
_chemical_formula_weight         596.72
_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
_cell_angle_alpha                90
_cell_angle_beta                 94.0829(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.18664(12)
_cell_length_b                   14.50209(16)
_cell_length_c                   23.1787(3)
_cell_measurement_reflns_used    7547
_cell_measurement_temperature    113.5(4)
_cell_measurement_theta_max      71.1620
_cell_measurement_theta_min      4.8810
_cell_volume                     3080.16(7)
_computing_cell_refinement
;CrysAlis^Pro^ [1]'  _computing_data_collection         
'CrysAlis^Pro^ [1]'  _computing_data_reduction          
'CrysAlis^Pro^ [1]' _computing_molecular_graphics      
'Olex2 [2]'
;
_computing_publication_material  'Olex2 [2]'
_computing_structure_refinement  'ShelXL-2015 [3]'
_computing_structure_solution    'ShelXT-2015 [4]'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      113.5(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.971
_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    -65.00  33.00   1.00    2.00    --  -40.81  38.00  90.00   98
  2  \w   -113.00 -26.00   1.00    2.00    --  -40.81 -57.00 -60.00   87
  3  \w     46.00  73.00   1.00    2.00    --   40.81 -99.00-180.00   27
  4  \w     72.00 126.00   1.00    2.00    --  100.91 -61.00-150.00   54
  5  \w    122.00 173.00   1.00    2.00    --  100.91 125.00-120.00   51
  6  \w     96.00 122.00   1.00    2.00    --  100.91 125.00  60.00   26
  7  \w     37.00  93.00   1.00    2.00    --  100.91 -45.00-180.00   56
  8  \w     40.00  97.00   1.00    2.00    --  100.91-125.00 120.00   57
  9  \w     75.00 162.00   1.00    2.00    --  100.91  45.00   0.00   87
 10  \w     33.00 110.00   1.00    2.00    --  100.91 -95.00-180.00   77
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0184557000
_diffrn_orient_matrix_UB_12      -0.0080069000
_diffrn_orient_matrix_UB_13      0.0663855000
_diffrn_orient_matrix_UB_21      -0.1572210000
_diffrn_orient_matrix_UB_22      -0.0367857000
_diffrn_orient_matrix_UB_23      0.0006997000
_diffrn_orient_matrix_UB_31      0.0566149000
_diffrn_orient_matrix_UB_32      -0.0993613000
_diffrn_orient_matrix_UB_33      -0.0055543000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0193
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            11693
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.300
_diffrn_reflns_theta_min         3.598
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.649
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74388
_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            'pale light yellow'
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_description       cube
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     430
_refine_ls_number_reflns         5815
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0398
_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^)+(0.0530P)^2^+0.9126P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1041
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5224
_reflns_number_total             5815
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2019-0290_suppl.cif
_cod_data_source_block           1
_cod_database_code               8105963
_chemical_oxdiff_formula         'C H N O Cl '
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 N6, C32
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3. Others
 Sof(C32A)=Sof(H32C)=Sof(H32D)=Sof(C33A)=Sof(H33D)=Sof(H33E)=Sof(H33F)=1-FVAR(1)
 Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(C33)=Sof(H33A)=Sof(H33B)=Sof(H33C)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C32(H32A,H32B), C32A(H32C,H32D), C34(H34A,H34B), C36(H36A,H36B)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C12(H12), C13(H13), C14(H14),
 C15(H15), C19(H19), C20(H20), C22(H22), C25(H25), C27(H27), C28(H28)
4.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C33(H33A,H33B,H33C), C33A(H33D,H33E,H33F), C35(H35A,H35B,
 H35C), C37(H37A,H37B,H37C)
;
_shelx_res_checksum              23881
_shelx_hkl_checksum              22776
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.395
_oxdiff_exptl_absorpt_empirical_full_min 0.541