Acyclic Diaminocarbene-Based Thiele, Chichibabin, and Müller Hydrocarbons
Maiti, Avijit; Chandra, Shubhadeep; Sarkar, Biprajit; Jana, Anukul; Chemical Science  (2020) –; doi:10.1039/D0SC03622F

data_1559249
_publ_section_title
;
 Acyclic Diaminocarbene-Based Thiele, Chichibabin, and M\"uller
 Hydrocarbons
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC03622F
_journal_year                    2020
_chemical_formula_moiety         '2(C F3 O3 S), C30 H48 N4'
_chemical_formula_sum            'C32 H48 F6 N4 O6 S2'
_chemical_formula_weight         762.86
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-07-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-02-12 deposited with the CCDC.	2020-10-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.514(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.8834(7)
_cell_length_b                   9.6798(5)
_cell_length_c                   29.2643(14)
_cell_measurement_reflns_used    9112
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.8920
_cell_measurement_theta_min      3.0500
_cell_volume                     3866.8(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.895
_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     50.00  83.00   0.50   47.25    --    7.10  77.00   0.00   66
  2  \w    -81.00  23.00   0.50   47.25    --    7.10 -57.00   0.00  208
  3  \w     -1.00  81.00   0.50   47.25    --   -7.50  38.00-120.00  164
  4  \w    -48.00 -19.00   0.50   47.25    --   -7.50  38.00-120.00   58
  5  \w    -11.00  15.00   0.50   47.25    --   -7.50 -77.00  30.00   52
  6  \w    -25.00  22.00   0.50   47.25    --   -7.50 -82.00 -60.00   94
  7  \w    -62.00   0.00   0.50   47.25    --   -7.50 -82.00  90.00  124
  8  \w    -24.00  31.00   0.50   47.25    --   -7.50 -77.00 120.00  110
  9  \w    -56.00  33.00   0.50   47.25    --   -7.50 -38.00-180.00  178
 10  \w    -63.00 -23.00   0.50   47.25    --   -7.50 -82.00 150.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0005759500
_diffrn_orient_matrix_UB_12      0.0337255500
_diffrn_orient_matrix_UB_13      0.0214637000
_diffrn_orient_matrix_UB_21      -0.0091028500
_diffrn_orient_matrix_UB_22      -0.0640785500
_diffrn_orient_matrix_UB_23      0.0101615000
_diffrn_orient_matrix_UB_31      0.0511624500
_diffrn_orient_matrix_UB_32      -0.0110335500
_diffrn_orient_matrix_UB_33      0.0066141000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.895
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            29846
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.895
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.060
_diffrn_reflns_theta_min         2.746
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.211
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90143
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_description       block
_exptl_crystal_F_000             1608
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.508
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         4630
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0834
_refine_ls_R_factor_gt           0.0656
_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^)+(0.1041P)^2^+3.7210P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1952
_refine_ls_wR_factor_ref         0.2073
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3461
_reflns_number_total             4630
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc03622f2.cif
_cod_data_source_block           aj0988
_cod_database_code               1559249
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         CHNOFS
_shelx_estimated_absorpt_t_max   0.979
_shelx_estimated_absorpt_t_min   0.939
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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:
 C9(H9), C13(H13)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C3(H3), C4(H4), C7(H7)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C8(H8A,H8B,H8C), C15(H15A,H15B,H15C), C12(H12A,H12B,
 H12C), C10(H10A,H10B,H10C), C14(H14A,H14B,H14C)
;
_shelx_res_checksum              68662
_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 1.241
_oxdiff_exptl_absorpt_empirical_full_min 0.754