Formation and in situ reactions of hypervalent iodonium alkynyl triflates to form cyanocarbenes.
Dempsey Hyatt, I. F.; Nasrallah, Daniel J.; Maxwell, Michael A.; Hairston, A Christina F; Abdalhameed, Manahil M.; Croatt, Mitchell P.; Chemical communications (Cambridge, England) 51 (2015) 5287–5289; doi:10.1039/c4cc08676g

data_7116273
_publ_section_title
;
 Formation and in situ reactions of hypervalent iodonium alkynyl triflates
 to form cyanocarbenes.
;
_journal_issue                   25
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5287
_journal_page_last               5289
_journal_paper_doi               10.1039/c4cc08676g
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C23 H16 F6 I2 O7 S2'
_chemical_formula_weight         836.28
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2014-10-31 deposited with the CCDC.
2014-12-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.3100(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.5549(9)
_cell_length_b                   13.6694(12)
_cell_length_c                   19.1510(16)
_cell_measurement_reflns_used    9925
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      30.89
_cell_measurement_theta_min      3.53
_cell_volume                     2755.3(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker  APEX2'
_computing_publication_material  'Bruker APEX2'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick 2014)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Bruker APEX CCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            39120
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_reduction_process narrow-frame
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.047
_diffrn_reflns_theta_min         3.531
_diffrn_source                   'sealed x-ray tube'
_exptl_absorpt_coefficient_mu    2.517
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6308
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 Data were corrected for absorption effects using the 
 multi-scan technique (SADABS). The ratio of minimum
 to maximum apparent transmission was 0.845.  The
 calculated minimum and maximum transmission
 coefficients (based on crystal size) are 0.704 and 0.752.

;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.016
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1608
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_refine_diff_density_max         6.709
_refine_diff_density_min         -1.102
_refine_diff_density_rms         0.194
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         8055
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0552
_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^)+(0.0697P)^2^+13.5770P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1399
_refine_ls_wR_factor_ref         0.1483
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6815
_reflns_number_total             8055
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4cc08676g2.cif
_cod_data_source_block           a52t
_cod_depositor_comments          'Adding full bibliography for 7116273.cif.'
_cod_database_code               7116273
_shelx_estimated_absorpt_t_min   0.704
_shelx_estimated_absorpt_t_max   0.752
_computing.bruker_data_scaling   'SADABS V2014/3 (Sheldrick 2014)'
_shelxl_version_number           2014-3
_shelx_res_checksum              67644
_shelx_hkl_checksum              88001