P(v) dications: carbon-based Lewis acid initiators for hydrodefluorination.
Waked, Alexander E.; Chitnis, Saurabh S.; Stephan, Douglas W.; Chemical communications (Cambridge, England) 55 (2019) 8971–8974; doi:10.1039/c9cc04010b

data_7125380
_publ_section_title
;
 P(v) dications: carbon-based Lewis acid initiators for
 hydrodefluorination.
;
_journal_issue                   61
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8971
_journal_page_last               8974
_journal_paper_doi               10.1039/c9cc04010b
_journal_volume                  55
_journal_year                    2019
_chemical_formula_moiety
'C35 H24 N3 O2 P, C2 H3 N, 2(C F3 O3 S), C4 H10 O'
_chemical_formula_sum            'C43 H37 F6 N4 O9 P S2'
_chemical_formula_weight         962.89
_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_Int_Tables_number      14
_audit_creation_date             2019-04-08
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-05-24 deposited with the CCDC.	2019-07-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.574(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.6663(4)
_cell_length_b                   25.7596(10)
_cell_length_c                   16.1421(7)
_cell_measurement_reflns_used    5393
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      20.70
_cell_measurement_theta_min      2.50
_cell_volume                     4359.9(3)
_computing_cell_refinement       '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  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.9980
_diffrn_measured_fraction_theta_max 0.9980
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1187
_diffrn_reflns_av_unetI/netI     0.0766
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            75513
_diffrn_reflns_theta_full        27.1018
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         2.57
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.245
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7140
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0647 before and 0.0614 after correction.
The Ratio of minimum to maximum transmission is 0.9576.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.4668
_exptl_crystal_description       shard
_exptl_crystal_F_000             1986.6869
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.055
_refine_diff_density_max         0.6475
_refine_diff_density_min         -0.6267
_refine_diff_density_rms         0.1427
_refine_ls_d_res_high            0.7800
_refine_ls_d_res_low             7.9340
_refine_ls_goodness_of_fit_ref   1.0891
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    81
_refine_ls_number_parameters     635
_refine_ls_number_reflns         9599
_refine_ls_number_restraints     77
_refine_ls_restrained_S_all      1.0845
_refine_ls_R_factor_all          0.1131
_refine_ls_R_factor_gt           0.0565
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0616P)^2^+2.5704P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1249
_refine_ls_wR_factor_ref         0.1533
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -13
_reflns_limit_k_max              32
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              -9
_reflns_number_gt                5942
_reflns_number_total             9599
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c9cc04010b2.cif
_cod_data_source_block           mono_a
_cod_original_sg_symbol_Hall     '-P 2ybc (x-z,y,z)'
_cod_database_code               7125380
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 O9A, C40A, C41A, C42A, C43A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O9B, C40B, C41B, C42B, C43B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C38, C39, N4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
O9A \\sim C40A \\sim C41A \\sim C42A \\sim C43A: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
O9B \\sim C40B \\sim C41B \\sim C42B \\sim C43B: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C38 \\sim C39 \\sim N4: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
4. Others
 Sof(O9B)=Sof(C40B)=Sof(H40d)=Sof(H40e)=Sof(H40f)=Sof(C41B)=Sof(H41c)=
 Sof(H41d)=Sof(C42B)=Sof(H42c)=Sof(H42d)=Sof(C43B)=Sof(H43d)=Sof(H43e)=
 Sof(H43f)=1-FVAR(1)
 Sof(O9A)=Sof(C40A)=Sof(H40a)=Sof(H40b)=Sof(H40c)=Sof(C41A)=Sof(H41a)=
 Sof(H41b)=Sof(C42A)=Sof(H42a)=Sof(H42b)=Sof(C43A)=Sof(H43a)=Sof(H43b)=
 Sof(H43c)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C41A(H41a,H41b), C42A(H42a,H42b), C41B(H41c,H41d), C42B(H42c,H42d)
5.b Me refined with riding coordinates:
 C40A(H40a,H40b,H40c), C43A(H43a,H43b,H43c)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C12(H12), C13(H13),
 C14(H14), C15(H15), C18(H18), C19(H19), C20(H20), C21(H21), C24(H24), C25(H25),
  C26(H26), C27(H27), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35)
5.d Idealised Me refined as rotating group:
 C39(H39a,H39b,H39c), C40B(H40d,H40e,H40f), C43B(H43d,H43e,H43f)
;
_olex2_submission_special_instructions 'No special instructions were received'