Crystal structure of (E)-N′-((1,8-dihydropyren-1-yl)-methylene)picolinohydrazide, C23H15N3O
Huanhuan, Yang; Qingqing, Xu; Haodong, Feng; Yuan, Juan; Zeitschrift für Kristallographie - New Crystal Structures 234 (2019) 1103–1104; doi:10.1515/ncrs-2019-0297

data_8105949
_publ_section_title
;
 Crystal structure of
 (E)-N&#x2032;-((1,8-dihydropyren-1-yl)-methylene)picolinohydrazide,
 C23H15N3O
;
_journal_issue                   5
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1103
_journal_page_last               1104
_journal_paper_doi               10.1515/ncrs-2019-0297
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'C23 H15 N3 O'
_chemical_formula_sum            'C23 H15 N3 O'
_chemical_formula_weight         349.38
_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                 106.963(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.4372(3)
_cell_length_b                   11.9366(2)
_cell_length_c                   10.23409(19)
_cell_measurement_reflns_used    4027
_cell_measurement_temperature    115.2(3)
_cell_measurement_theta_max      71.4300
_cell_measurement_theta_min      4.8800
_cell_volume                     1686.92(6)
_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      115.2(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.970
_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    -51.00 -16.00   1.00    1.00    --  -40.81 -38.00 150.00   35
  2  \w   -109.00 -83.00   1.00    1.00    --  -40.81 -38.00 150.00   26
  3  \w    -92.00 -60.00   1.00    1.00    --  -40.81 125.00-180.00   32
  4  \w   -110.00 -14.00   1.00    1.00    --  -40.81 -57.00 -90.00   96
  5  \w     81.00 106.00   1.00    1.00    --   40.81 161.00-119.00   25
  6  \w     44.00 112.00   1.00    3.00    --  100.91 -45.00-150.00   68
  7  \w     40.00  87.00   1.00    3.00    --  100.91-125.00-180.00   47
  8  \w     48.00  74.00   1.00    3.00    --  100.91-125.00  90.00   26
  9  \w     35.00 124.00   1.00    3.00    --  100.91 -77.00 150.00   89
 10  \w     85.00 115.00   1.00    3.00    --  100.91-125.00  90.00   30
 11  \w     45.00  87.00   1.00    3.00    --  100.91 -77.00 -30.00   42
 12  \w     23.00 145.00   1.00    3.00    --  100.91   0.00 150.00  122
;
_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      0.0802177000
_diffrn_orient_matrix_UB_12      0.0893713000
_diffrn_orient_matrix_UB_13      0.0242670000
_diffrn_orient_matrix_UB_21      -0.0737775000
_diffrn_orient_matrix_UB_22      0.0912815000
_diffrn_orient_matrix_UB_23      0.0072874000
_diffrn_orient_matrix_UB_31      0.0239732000
_diffrn_orient_matrix_UB_32      -0.0182447000
_diffrn_orient_matrix_UB_33      0.1553309000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0189
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            6586
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.436
_diffrn_reflns_theta_min         4.897
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.688
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81428
_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            yellow
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_description       plate
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.185
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3193
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0380
_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^)+(0.0547P)^2^+0.4400P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1055
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2887
_reflns_number_total             3193
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2019-0297_suppl.cif
_cod_data_source_block           1
_cod_database_code               8105949
_chemical_oxdiff_formula         'C H N O Cl'
_reflns_odcompleteness_completeness 99.97
_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 N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C1(H1), C2(H2A), C3(H3), C4(H4), C7(H7), C9(H9), C10(H10), C12(H12),
 C13(H13), C15(H15), C16(H16), C17(H17), C19(H19), C20(H20)
;
_shelx_res_checksum              21042
_shelx_hkl_checksum              14746
_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 1.288
_oxdiff_exptl_absorpt_empirical_full_min 0.620