Vinyl-pyrazole as a biomimetic acetaldehyde surrogate.
Steiner, Lorenz; Ćorović, Miljan Z; Dupé, Antoine; Mösch-Zanetti, Nadia C; Chemical communications (Cambridge, England) 60 (2024) 6873–6876; doi:10.1039/d4cc01305k

data_7133132
_publ_section_title
;
 Vinyl-pyrazole as a biomimetic acetaldehyde surrogate.
;
_journal_issue                   54
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6873
_journal_page_last               6876
_journal_paper_doi               10.1039/d4cc01305k
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C15 H21 Br N5 O W, Br'
_chemical_formula_sum            'C15 H21 Br2 N5 O W'
_chemical_formula_weight         631.04
_chemical_name_systematic
'carbonyl-bromo-(eta2-ethyne)-(1-(1-iminoethyl)-3,5-dimethylpyrazole-N,N')-(3,5-dimethylpyrazole-N)-tungsten(II) bromide'
_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             2024-05-13
_audit_creation_method
;
Olex2 1.5-ac6-019
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6920)
;
_audit_update_record
;
2024-05-13 deposited with the CCDC.	2024-05-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.852(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.3229(3)
_cell_length_b                   8.0358(2)
_cell_length_c                   21.4613(5)
_cell_measurement_reflns_used    79649
_cell_measurement_temperature    100.04(10)
_cell_measurement_theta_max      38.3610
_cell_measurement_theta_min      1.8250
_cell_volume                     1942.56(8)
_computing_cell_refinement       'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_data_reduction        'CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac6-019 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-019 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.04(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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    248.17 352.54   1.20   20.00    --  -33.28 -73.76-130.25   87
  2  \w    248.17 352.54   1.20   20.00    --  -33.28 -73.76  76.75   87
  3  \w    -65.09  18.91   1.20   20.00    --  -33.28  88.88 -32.23   70
  4  \w    248.17 352.54   1.20   20.00    --  -33.28 -73.76 -28.25   87
  5  \w    -65.09  18.91   1.20   20.00    --  -33.28  88.88-137.23   70
  6  \w    248.17 352.54   1.20   20.00    --  -33.28 -73.76 127.75   87
  7  \w    -65.09  18.91   1.20   20.00    --  -33.28  88.88  69.77   70
  8  \w    -65.09  18.91   1.20   20.00    --  -33.28  88.88 171.77   70
  9  \f     -9.83 350.17   1.20   20.00  46.58 -33.28  30.17    --   300
 10  \w    -83.03  23.79   1.20   20.00    --   -3.28 -73.76  25.75   89
 11  \w    -65.09  18.91   1.20   20.00    --  -33.28  88.88 -86.23   70
 12  \w    248.17 352.54   1.20   20.00    --  -33.28 -73.76  25.75   87
 13  \w    -65.09  18.91   1.20   20.00    --  -33.28  88.88 120.77   70
 14  \w    -65.09  18.91   1.20   20.00    --  -33.28  88.88  18.77   70
 15  \w    248.17 352.54   1.20   20.00    --  -33.28 -73.76 -79.25   87
 16  \w    -98.03   8.79   1.20   20.00    --  -18.28 -73.76-154.25   89
 17  \f   -332.86  27.14   1.20   20.00  -4.81 -33.28 -77.15    --   300
 18  \w    -98.03   8.77   1.20   20.00    --  -18.28 -73.76  25.75   89
 19  \w    -98.03   8.77   1.20   20.00    --  -18.28 -73.76 115.75   89
 20  \f   -350.17   9.83   1.20   20.00 -19.42 -33.28 -30.17    --   300
 21  \w    -98.03   8.79   1.20   20.00    --  -18.28 -73.76 -64.25   89
 22  \w    248.17 352.54   1.20   20.00    --  -33.28 -73.76 178.75   87
 23  \w    -83.03  23.79   1.20   20.00    --   -3.28 -73.76 115.75   89
 24  \w    -83.03  23.79   1.20   20.00    --   -3.28 -73.76-154.25   89
 25  \w    -45.07  55.73   1.20   20.00    --   34.38 -58.90 -74.89   84
;
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0911
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            159843
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_min         1.908
_diffrn_source                   'Incoatec microfocus sealed tube'
_exptl_absorpt_coefficient_mu    10.073
_exptl_absorpt_correction_T_max  0.04752
_exptl_absorpt_correction_T_min  0.02273
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.104a (Rigaku Oxford Diffraction, 2023)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    2.158
_exptl_crystal_description       block
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_crystal_size_rad          0.400
_refine_diff_density_max         1.579
_refine_diff_density_min         -0.681
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         5931
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0259
_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^)+(0.0304P)^2^+1.5057P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0544
_refine_ls_wR_factor_ref         0.0571
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5101
_reflns_number_total             5931
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc01305k2.cif
_cod_data_source_block           lst225-1
_cod_depositor_comments
'Adding full bibliography for 7133129--7133132.cif.'
_cod_database_code               7133132
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C15 H21 N5 O1 Br2 W1 '
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N2-H21 = N5-H5
 0.88 with sigma of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C6(H6), C11(H11)
3.b Idealised Me refined as rotating group:
 C4(H41,H42,H43), C8(H81,H82,H83), C9(H91,H92,H93), C13(H131,H132,H133),
 C15(H151,H152,H153)
;
_shelx_res_checksum              67686
_shelx_hkl_checksum              63700
_olex2_date_sample_data_collection 2023-02-22
_olex2_date_sample_submission    2023-02-21
_olex2_submission_original_sample_id LST225
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.742
_oxdiff_exptl_absorpt_empirical_full_min 0.482