Synthesis, structural characterization, and coordination chemistry of imidazole-based alkylidene ketenes.
Feuerstein, Wolfram; Varava, Paul; Fadaei-Tirani, Farzaneh; Scopelliti, Rosario; Severin, Kay; Chemical communications (Cambridge, England) 57 (2021) 11509–11512; doi:10.1039/d1cc05161j

data_7129126
_publ_section_title
;
 Synthesis, structural characterization, and coordination chemistry of
 imidazole-based alkylidene ketenes.
;
_journal_issue                   87
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              11509
_journal_page_last               11512
_journal_paper_doi               10.1039/d1cc05161j
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C38 H48 N2 O2'
_chemical_formula_sum            'C38 H48 N2 O2'
_chemical_formula_weight         564.78
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2021-07-05
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-07-06 deposited with the CCDC.	2021-10-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.7272(9)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.58217(16)
_cell_length_b                   16.76993(7)
_cell_length_c                   20.98706(16)
_cell_measurement_reflns_used    27786
_cell_measurement_temperature    140.00(10)
_cell_measurement_theta_max      72.5590
_cell_measurement_theta_min      3.5150
_cell_volume                     6579.73(9)
_computing_cell_refinement       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT 2018/2 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      140.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2817
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_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   -112.00 -87.00   1.00    3.00    --  -41.04-149.00-112.00   25
  2  \w    -85.00 -60.00   1.00    3.00    --  -41.04 149.00 -65.00   25
  3  \w    -74.00  -4.00   1.00    3.00    --  -41.04 123.00 131.00   70
  4  \w     52.00  77.00   1.00    3.00    --   41.04-149.00-112.00   25
  5  \w     60.00  85.00   1.00    3.00    --   41.04-123.00  51.00   25
  6  \w     74.00 128.00   1.00   12.00    --  105.15-149.00-112.00   54
  7  \w     47.00  74.00   1.00   12.00    --  105.15-123.00  51.00   27
  8  \w    112.00 145.00   1.00   12.00    --  105.15 123.00 131.00   33
  9  \w    100.00 126.00   1.00   12.00    --  105.15 149.00 -65.00   26
 10  \w    -35.00  -8.00   1.00    3.00    --  -41.04 125.00-180.00   27
 11  \w   -111.00 -18.00   1.00    3.00    --  -41.04 -38.00  30.00   93
 12  \w   -102.00 -18.00   1.00    3.00    --  -41.04 -38.00 -60.00   84
 13  \w     37.00  62.00   1.00    3.00    --   41.04  38.00  60.00   25
 14  \w     23.00  97.00   1.00    3.00    --   41.04  57.00 120.00   74
 15  \w     14.00  81.00   1.00    3.00    --   41.04 -99.00 -90.00   67
 16  \w    110.00 165.00   1.00   12.00    --  105.15  77.00-180.00   55
 17  \w     32.00 109.00   1.00   12.00    --  105.15-111.00 -30.00   77
 18  \w     80.00 176.00   1.00   12.00    --  105.15  45.00 120.00   96
 19  \w     34.00  91.00   1.00   12.00    --  105.15 -94.00   0.00   57
 20  \w     31.00 107.00   1.00   12.00    --  105.15-111.00-120.00   76
 21  \w     73.00 109.00   1.00   12.00    --  105.15-111.00  90.00   36
 22  \w     30.00  79.00   1.00   12.00    --  105.15-111.00 -60.00   49
 23  \w     34.00 134.00   1.00   12.00    --  105.15 -61.00  30.00  100
 24  \w     84.00 109.00   1.00   12.00    --  105.15-111.00 120.00   25
 25  \w     88.00 146.00   1.00   12.00    --  105.15  45.00-180.00   58
 26  \w    105.00 164.00   1.00   12.00    --  105.15 111.00   0.00   59
 27  \w     95.00 171.00   1.00   12.00    --  105.15  61.00  60.00   76
;
_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      -0.0723879000
_diffrn_orient_matrix_UB_12      -0.0190940000
_diffrn_orient_matrix_UB_13      0.0019153000
_diffrn_orient_matrix_UB_21      -0.0345928000
_diffrn_orient_matrix_UB_22      -0.0089963000
_diffrn_orient_matrix_UB_23      -0.0804447000
_diffrn_orient_matrix_UB_31      0.0189267000
_diffrn_orient_matrix_UB_32      -0.0893730000
_diffrn_orient_matrix_UB_33      0.0076935000
_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  0.0222
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            54913
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.739
_diffrn_reflns_theta_min         3.510
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.535
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.717
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on Gaussian integration over
a multifaceted crystal model.
Empirical absorption correction using spherical harmonics
as implemented in SCALE3 ABSPACK scaling algorithm
;
_exptl_crystal_colour            'clear intense yellow'
_exptl_crystal_density_diffrn    1.140
_exptl_crystal_description       prism
_exptl_crystal_F_000             2448
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.00022(3)
_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   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     780
_refine_ls_number_reflns         12907
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0391
_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^)+(0.0474P)^2^+2.1889P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0982
_refine_ls_wR_factor_ref         0.1017
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11527
_reflns_number_total             12907
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc05161j2.cif
_cod_data_source_block           wf446mesitol
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Gaussian' was
changed to 'gaussian' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7129122--7129133.cif.
;
_cod_original_cell_volume        6579.72(9)
_cod_database_code               7129126
_shelx_shelxl_version_number     2018/3
_audit_contact_author            'Farzaneh Fadaei Tirani'
_chemical_oxdiff_formula         'C38 H48 N2 O2'
_shelx_estimated_absorpt_t_max   0.963
_shelx_estimated_absorpt_t_min   0.882
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.a Ternary CH refined with riding coordinates:
 C23(H23), C26(H26), C35(H35), C38(H38), C63(H63), C66(H66), C75(H75), C78(H78)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C10(H10), C12(H12), C19(H19), C20(H20), C21(H21),
 C31(H31), C32(H32), C33(H33), C44(H44), C45(H45), C46(H46), C50(H50), C52(H52),
  C59(H59), C60(H60), C61(H61), C71(H71), C72(H72), C73(H73)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C24(H24A,H24B,
 H24C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C36(H36A,
 H36B,H36C), C37(H37A,H37B,H37C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C),
 C54(H54A,H54B,H54C), C55(H55A,H55B,H55C), C56(H56A,H56B,H56C), C64(H64A,H64B,
 H64C), C65(H65A,H65B,H65C), C67(H67A,H67B,H67C), C68(H68A,H68B,H68C), C76(H76A,
 H76B,H76C), C77(H77A,H77B,H77C), C79(H79A,H79B,H79C), C80(H80A,H80B,H80C)
;
_shelx_res_checksum              68210
_shelx_hkl_checksum              64281
_olex2_date_sample_data_collection 2021-05-04
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.276
_oxdiff_exptl_absorpt_empirical_full_min 0.730