Cationic 5-phosphonio-substituted N-heterocyclic carbenes.
Schwedtmann, Kai; Schoemaker, Robin; Hennersdorf, Felix; Bauzá, Antonio; Frontera, Antonio; Weiss, Robert; Weigand, Jan J.; Dalton transactions (Cambridge, England : 2003) 45 (2016) 11384–11396; doi:10.1039/c6dt01871h

data_7039676
_publ_section_title
;
 Cationic 5-phosphonio-substituted N-heterocyclic carbenes.
;
_journal_issue                   28
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11384
_journal_page_last               11396
_journal_paper_doi               10.1039/c6dt01871h
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety
'C40 H47 Br Cl Cu N2 P, C F3 O3 S, 2(C2 H3 N)'
_chemical_formula_sum            'C45 H53 Br Cl Cu F3 N4 O3 P S'
_chemical_formula_weight         996.84
_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
_atom_sites_solution_primary     direct
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-06-02 deposited with the CCDC.
2016-06-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.944(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.0550(4)
_cell_length_b                   32.3002(11)
_cell_length_c                   12.1453(5)
_cell_measurement_reflns_used    8430
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.470
_cell_measurement_theta_min      2.341
_cell_volume                     4726.4(3)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            36664
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.612
_diffrn_reflns_theta_min         1.792
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.496
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6242
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0615 before and 0.0373 after correction.
The Ratio of minimum to maximum transmission is 0.8368.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_description       block
_exptl_crystal_F_000             2056
_exptl_crystal_size_max          0.428
_exptl_crystal_size_mid          0.389
_exptl_crystal_size_min          0.126
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.904
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     581
_refine_ls_number_reflns         13013
_refine_ls_number_restraints     68
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0475
_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^)+(0.0531P)^2^+4.0130P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1202
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9535
_reflns_number_total             13013
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6dt01871h2.cif
_cod_data_source_block           20OTf
_cod_depositor_comments
'Adding full bibliography for 7039669--7039682.cif.'
_cod_database_code               7039676
_shelx_estimated_absorpt_t_max   0.834
_shelx_estimated_absorpt_t_min   0.567
_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
 C45A-C44A \\sim C45B-C44B
 with sigma of 0.02
 N4B-C44A \\sim N4A-C44B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C45A \\sim C45B \\sim C44B \\sim C44A \\sim N4B \\sim N4A: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08
4. Others
 Sof(C44B)=Sof(C45B)=Sof(H1)=Sof(H45B)=Sof(H2)=Sof(N4B)=1-FVAR(1)
 Sof(N4A)=Sof(C45A)=Sof(H3)=Sof(H4)=Sof(H1AA)=Sof(C44A)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C13(HB), C22(HC), C10(H10), C25(HI)
5.b Aromatic/amide H refined with riding coordinates:
 C19(H), C18(HA), C8(H8), C20(HD), C33(HE), C6(H6), C39(H39), C29(HJ), C7(H7),
 C35(H35), C36(H36), C32(HP), C31(HQ), C38(H38), C37(H37), C30(H0AA)
5.c Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C), C15(HF,HG,HH), C14(HK,HL,H14), C24(HM,HN,HO), C23(HR,HS,
 HT), C26(HU,HV,HW), C27(HX,HY,HZ), C12(H12A,H12B,H12C), C11(H11A,H11B,H11C),
 C43(H43A,H43B,H43C), C45B(H1,H45B,H2), C45A(H3,H4,H1AA)
;
_shelx_res_checksum              65222
_shelx_shelxl_version_number     2014/7
_olex2_submission_original_sample_id jjw0318
_olex2_submission_special_instructions 'No special instructions were received'