Alkyne hydrazones for Raman scattering spectroscopy
Sosnin, Daniil; Aprahamian, Ivan; Chemical Communications 61 (2025) 10119–10121; doi:10.1039/D5CC02471D

data_7134697
_publ_section_title
;
 Alkyne hydrazones for Raman scattering spectroscopy
;
_journal_issue                   55
_journal_name_full               'Chemical Communications'
_journal_page_first              10119
_journal_page_last               10121
_journal_paper_doi               10.1039/D5CC02471D
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C18 H15 N3 O4'
_chemical_formula_sum            'C18 H15 N3 O4'
_chemical_formula_weight         337.33
_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
_audit_creation_date             2023-07-19
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-02-05 deposited with the CCDC.	2025-06-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.3230(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.7442(3)
_cell_length_b                   6.98090(10)
_cell_length_c                   11.8207(2)
_cell_measurement_reflns_used    10587
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.4640
_cell_measurement_theta_min      4.5020
_cell_volume                     1626.53(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.978
_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    -79.00   1.00   0.50    0.43    --  -46.85 104.00 179.00  160
  2  \w     20.00  82.00   0.50    0.43    --   46.85-104.00  77.00  124
  3  \w   -162.00 -86.00   0.50    1.74    --  -91.75-104.00  77.00  152
  4  \w    -79.00 -21.00   0.50    1.74    --  -91.75 104.00 179.00  116
  5  \w     43.00 105.00   0.50    1.74    --  113.25-104.00  77.00  124
  6  \w    108.00 178.00   0.50    1.74    --  113.25 104.00 179.00  140
  7  \w    -39.00  29.00   0.50    0.43    --  -46.85  19.00 120.00  136
  8  \w    -47.00  26.00   0.50    0.43    --  -46.85  37.00 -30.00  146
  9  \w    -27.00  38.00   0.50    0.43    --   46.85 -19.00  60.00  130
 10  \w    -27.00  38.00   0.50    0.43    --   46.85 -19.00-180.00  130
 11  \w     36.00  93.00   0.50    0.43    --   46.85-125.00-180.00  114
 12  \w    -53.00 -20.00   0.50    1.74    --  -91.75  45.00 -30.00   66
 13  \w     42.00  69.00   0.50    1.74    --  113.25 -61.00   0.00   54
 14  \w     42.00  69.00   0.50    1.74    --  113.25 -61.00 -90.00   54
 15  \w     42.00  69.00   0.50    1.74    --  113.25 -61.00 -60.00   54
 16  \w     44.00 108.00   0.50    1.74    --  113.25-125.00-150.00  128
 17  \w    100.00 178.00   0.50    1.74    --  113.25  15.00 -90.00  156
 18  \w     42.00  69.00   0.50    1.74    --  113.25 -61.00  90.00   54
 19  \w     42.00  94.00   0.50    1.74    --  113.25 -77.00  90.00  104
 20  \w     42.00  94.00   0.50    1.74    --  113.25 -77.00 -90.00  104
 21  \w     42.00  69.00   0.50    1.74    --  113.25 -61.00 120.00   54
 22  \w     42.00  69.00   0.50    1.74    --  113.25 -61.00-180.00   54
 23  \w     42.00 104.00   0.50    1.74    --  113.25 -94.00 150.00  124
 24  \w     42.00  94.00   0.50    1.74    --  113.25 -77.00   0.00  104
 25  \w     42.00  94.00   0.50    1.74    --  113.25 -77.00-180.00  104
 26  \w    101.00 178.00   0.50    1.74    --  113.25  30.00 -90.00  154
 27  \w     42.00 104.00   0.50    1.74    --  113.25 -94.00  90.00  124
 28  \w     42.00  69.00   0.50    1.74    --  113.25 -61.00 -30.00   54
 29  \w    110.00 178.00   0.50    1.74    --  113.25  77.00-150.00  136
 30  \w     54.00  89.00   0.50    1.74    --  113.25 -77.00 150.00   70
 31  \w     42.00  69.00   0.50    1.74    --  113.25 -61.00-150.00   54
 32  \w     43.00  68.00   0.50    1.74    --  113.25 -61.00-120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0625691000
_diffrn_orient_matrix_UB_12      0.1318505000
_diffrn_orient_matrix_UB_13      -0.0129142000
_diffrn_orient_matrix_UB_21      -0.0455817000
_diffrn_orient_matrix_UB_22      -0.1664534000
_diffrn_orient_matrix_UB_23      0.0349344000
_diffrn_orient_matrix_UB_31      0.0109922000
_diffrn_orient_matrix_UB_32      0.0600751000
_diffrn_orient_matrix_UB_33      0.1250676000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            16712
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.338
_diffrn_reflns_theta_min         2.241
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.827
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.416
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_description       plate
_exptl_crystal_F_000             704
_exptl_crystal_recrystallization_method 'used as recieved'
_exptl_crystal_size_max          0.236
_exptl_crystal_size_mid          0.188
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         3476
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0394
_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^)+(0.0644P)^2^+0.5193P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1089
_refine_ls_wR_factor_ref         0.1136
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3071
_reflns_number_total             3476
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc02471d2.cif
_cod_data_source_block           ia723a
_cod_depositor_comments
'Adding full bibliography for 7134694--7134699.cif.'
_cod_database_code               7134697
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C18H15N3O4
_chemical_oxdiff_usercomment     'DS-ben alk no-1'
_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.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C14(H14), C15(H15), C17(H17),
 C18(H18)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_shelx_res_checksum              37732
_shelx_hkl_checksum              88596
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a nylon loop with paratone oil'
_olex2_submission_original_sample_id 'DS-ben alk no-1'
_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 1.784
_oxdiff_exptl_absorpt_empirical_full_min 0.738