Crystal structure of (E)-2-(3,6-bis(ethylamino)-2,7-dimethyl-9H-xanthen-9-yl)-N′-((6-methylpyridin-2-yl)methylene)benzohydrazide – methanol (1/1), C34H37N5O3
Yuan, Juan; Zeitschrift für Kristallographie - New Crystal Structures 234 (2019) 1091–1093; doi:10.1515/ncrs-2019-0285

data_8105946
_publ_section_title
;
 Crystal structure of
 (E)-2-(3,6-bis(ethylamino)-2,7-dimethyl-9H-xanthen-9-yl)-N&#x2032;-((6-methylpyridin-2-yl)methylene)benzohydrazide
 -- methanol (1/1), C34H37N5O3
;
_journal_issue                   5
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1091
_journal_page_last               1093
_journal_paper_doi               10.1515/ncrs-2019-0285
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'C33 H33 N5 O2, C H4 O'
_chemical_formula_sum            'C34 H37 N5 O3'
_chemical_formula_weight         563.68
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                83.371(3)
_cell_angle_beta                 71.724(3)
_cell_angle_gamma                75.383(3)
_cell_formula_units_Z            2
_cell_length_a                   8.9446(3)
_cell_length_b                   13.4223(4)
_cell_length_c                   13.4559(4)
_cell_measurement_reflns_used    7021
_cell_measurement_temperature    105.6(5)
_cell_measurement_theta_max      71.2750
_cell_measurement_theta_min      4.9290
_cell_volume                     1483.18(9)
_computing_cell_refinement       'CrysAlis^Pro^ [1] 2018)''
_computing_data_collection       'CrysAlis^Pro^ [1] 2018)''
_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      105.6(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.941
_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    -91.00  -2.00   1.00    1.00    --  -40.81 125.00  30.00   89
  2  \w    -59.00  28.00   1.00    1.00    --  -40.81  57.00 -30.00   87
  3  \w   -109.00 -14.00   1.00    1.00    --  -40.81 -57.00-180.00   95
  4  \w    -34.00  23.00   1.00    1.00    --  -40.81  38.00 -60.00   57
  5  \w     33.00  67.00   1.00    3.00    --  100.91-125.00  90.00   34
  6  \w     94.00 134.00   1.00    3.00    --  100.91 125.00 150.00   40
  7  \w     31.00 122.00   1.00    3.00    --  100.91 -30.00  90.00   91
  8  \w     31.00 125.00   1.00    3.00    --  100.91 -77.00 120.00   94
  9  \w     83.00 171.00   1.00    3.00    --  100.91  30.00 -90.00   88
 10  \w     79.00 118.00   1.00    3.00    --  100.91-125.00 -30.00   39
 11  \w     77.00 150.00   1.00    3.00    --  100.91  45.00 -30.00   73
 12  \w     19.00  46.00   1.00    3.00    --  100.91 -95.00  60.00   27
 13  \w     60.00  86.00   1.00    3.00    --  100.91 -30.00 -90.00   26
 14  \w    138.00 174.00   1.00    3.00    --  100.91 125.00 150.00   36
 15  \w     32.00 122.00   1.00    3.00    --  100.91 -61.00-120.00   90
 16  \w     72.00 106.00   1.00    3.00    --  100.91 -95.00  60.00   34
;
_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      0.0800576000
_diffrn_orient_matrix_UB_12      -0.0670381000
_diffrn_orient_matrix_UB_13      -0.0966084000
_diffrn_orient_matrix_UB_21      0.1395025000
_diffrn_orient_matrix_UB_22      0.0562382000
_diffrn_orient_matrix_UB_23      -0.0349481000
_diffrn_orient_matrix_UB_31      0.0940919000
_diffrn_orient_matrix_UB_32      -0.0802165000
_diffrn_orient_matrix_UB_33      0.0632903000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0135
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9338
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.476
_diffrn_reflns_theta_min         3.406
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.655
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86049
_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_density_diffrn    1.262
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     386
_refine_ls_number_reflns         5418
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0383
_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^)+(0.0487P)^2^+0.5900P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0965
_refine_ls_wR_factor_ref         0.0981
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5089
_reflns_number_total             5418
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2019-0285_suppl.cif
_cod_data_source_block           1
_cod_database_code               8105946
_chemical_oxdiff_formula         'C H N O Cl '
_reflns_odcompleteness_completeness 97.38
_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, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C32(H32A,H32B)
2.b Aromatic/amide H refined with riding coordinates:
 N4(H4), N5(H5), C3(H3), C4(H4A), C5(H5A), C7(H7), C10(H10), C11(H11),
 C12(H12), C13(H13), C17(H17), C20(H20), C23(H23), C26(H26)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C28(H28A,H28B,H28C), C30(H30A,H30B,H30C), C31(H31A,H31B,
 H31C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C)
2.d Idealised tetrahedral OH refined as rotating group:
 O3(H3A)
;
_shelx_res_checksum              34524
_shelx_hkl_checksum              27354
_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 1.226
_oxdiff_exptl_absorpt_empirical_full_min 0.830