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

data_7134699
_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         'C20 H20 N4 O4'
_chemical_formula_sum            'C20 H20 N4 O4'
_chemical_formula_weight         380.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-09-05
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-02-06 deposited with the CCDC.	2025-06-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.3855(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.63828(9)
_cell_length_b                   12.14363(11)
_cell_length_c                   24.6829(2)
_cell_measurement_reflns_used    13108
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      78.7570
_cell_measurement_theta_min      3.5660
_cell_volume                     3788.11(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (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      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.964
_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    109.00 178.00   0.50    0.16    --  113.25 101.00 163.00  138
  2  \w     97.00 178.00   0.50    0.16    --  113.25 125.00-180.00  162
  3  \w    -27.00  39.00   0.50    0.05    --   47.11 -26.00-178.00  132
  4  \w    -27.00  38.00   0.50    0.05    --   47.11 -19.00 -60.00  130
  5  \w    -26.00  46.00   0.50    0.05    --   47.11 -37.00  60.00  144
  6  \w     42.00 104.00   0.50    0.16    --  113.25 -94.00  30.00  124
  7  \w     44.00 108.00   0.50    0.16    --  113.25-125.00 120.00  128
  8  \w     56.00 134.00   0.50    0.16    --  113.25-163.00-174.00  156
  9  \w     42.00 104.00   0.50    0.16    --  113.25 -94.00-120.00  124
 10  \w     42.00  69.00   0.50    0.16    --  113.25 -61.00-150.00   54
 11  \w     42.00  94.00   0.50    0.16    --  113.25 -77.00 -30.00  104
 12  \w     42.00  69.00   0.50    0.16    --  113.25 -61.00  30.00   54
 13  \w     42.00  94.00   0.50    0.16    --  113.25 -77.00  90.00  104
 14  \w     42.00  94.00   0.50    0.16    --  113.25 -77.00 120.00  104
 15  \w     42.00  69.00   0.50    0.16    --  113.25 -61.00 150.00   54
 16  \w     42.00  69.00   0.50    0.16    --  113.25 -61.00 -30.00   54
 17  \w     42.00  69.00   0.50    0.16    --  113.25 -61.00 -90.00   54
 18  \w    101.00 178.00   0.50    0.16    --  113.25  26.00 -15.00  154
 19  \w    106.00 178.00   0.50    0.16    --  113.25  61.00 -60.00  144
 20  \w    110.00 178.00   0.50    0.16    --  113.25  77.00   0.00  136
 21  \w    110.00 178.00   0.50    0.16    --  113.25  77.00  90.00  136
 22  \w     35.00  70.00   0.50    0.05    --   47.11  37.00 120.00   70
 23  \w     35.00 120.00   0.50    0.05    --   47.11  37.00-120.00  170
 24  \w    -53.00 -20.00   0.50    0.16    --  -91.75  45.00 -60.00   66
 25  \w    -70.00  16.00   0.50    0.05    --  -47.11  77.00 -90.00  172
 26  \w   -109.00 -34.00   0.50    0.16    --  -91.75 163.00-148.00  150
 27  \w    -78.00 -21.00   0.50    0.16    --  -91.75 101.00 163.00  114
;
_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      0.0052323000
_diffrn_orient_matrix_UB_12      -0.1190371000
_diffrn_orient_matrix_UB_13      0.0215455000
_diffrn_orient_matrix_UB_21      0.0407292000
_diffrn_orient_matrix_UB_22      -0.0396771000
_diffrn_orient_matrix_UB_23      -0.0553595000
_diffrn_orient_matrix_UB_31      0.1146765000
_diffrn_orient_matrix_UB_32      0.0193582000
_diffrn_orient_matrix_UB_33      0.0191502000
_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  0.0295
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            19891
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.387
_diffrn_reflns_theta_min         3.581
_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    0.785
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.812
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.99a (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            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.199
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.111
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.00024(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         4006
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0345
_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^)+(0.0491P)^2^+2.0041P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.0959
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3680
_reflns_number_total             4006
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc02471d2.cif
_cod_data_source_block           ia923b
_cod_depositor_comments
'Adding full bibliography for 7134694--7134699.cif.'
_cod_original_cell_volume        3788.11(6)
_cod_database_code               7134699
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C20H20N4O4
_chemical_oxdiff_usercomment     DS-dma-no2
_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:
 C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C8(H8), C9(H9), C16(H16), C17(H17), C19(H19), C20(H20)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C14(H14A,H14B,H14C)
;
_shelx_res_checksum              22259
_shelx_hkl_checksum              8559
_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-dma no2'
_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 1.223
_oxdiff_exptl_absorpt_empirical_full_min 0.880