A homonuclear π-system with a singlet carbene-type alpha and a nucleophilic beta phosphorus – first use in P-heterocyclic synthesis
Schmer, Alexander; Welideniya, Dhanushi; Terschüren, Tatjana; Schnakenburg, Gregor; Daniels, Jörg; Bauza, Antonio; Frontera, Antonio; Streubel, R.; Dalton Transactions  (2021) –; doi:10.1039/D1DT03350F

data_7708711
_publ_section_title
;
 A homonuclear \p-system with a singlet carbene-type alpha and a
 nucleophilic beta phosphorus -- first use in P-heterocyclic synthesis
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT03350F
_journal_year                    2021
_chemical_formula_moiety         'C44 H48 O14 P2 W2'
_chemical_formula_sum            'C44 H48 O14 P2 W2'
_chemical_formula_weight         1230.46
_chemical_name_systematic        AS-370
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-10-22
_audit_creation_method
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_audit_update_record
;
2021-10-22 deposited with the CCDC.	2021-11-03 downloaded from the CCDC.
;
_cell_angle_alpha                89.481(9)
_cell_angle_beta                 80.738(9)
_cell_angle_gamma                67.861(9)
_cell_formula_units_Z            2
_cell_length_a                   9.838(3)
_cell_length_b                   12.198(4)
_cell_length_c                   21.758(7)
_cell_measurement_reflns_used    7173
_cell_measurement_temperature    100
_cell_measurement_theta_max      22.05
_cell_measurement_theta_min      2.27
_cell_volume                     2383.2(13)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker X8-KappaApexII'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1955
_diffrn_reflns_av_unetI/netI     0.1193
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            68592
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.250
_diffrn_reflns_theta_min         2.268
_exptl_absorpt_coefficient_mu    4.952
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.3084
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1590 before and 0.1067 after correction. The Ratio of minimum to maximum transmission is 0.4134. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_description       block
_exptl_crystal_F_000             1204
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         3.890
_refine_diff_density_min         -2.122
_refine_diff_density_rms         0.260
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     592
_refine_ls_number_reflns         8620
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.1288
_refine_ls_R_factor_gt           0.0767
_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^)+70.8996P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1664
_refine_ls_wR_factor_ref         0.1991
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5767
_reflns_number_total             8620
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt03350f2.cif
_cod_data_source_block           5863f
_cod_database_code               7708711
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.693
_shelx_estimated_absorpt_t_min   0.371
_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. Uiso/Uaniso restraints and constraints
Uanis(O6) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C35) \\sim Ueq: with sigma of
0.002 and sigma for terminal atoms of 0.004
Uanis(C4) \\sim Ueq, Uanis(C22) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
3. Others
 Sof(W2S)=Sof(W1S)=1-FVAR(1)
 Sof(W1)=Sof(W2)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C10(H10), C12(H12), C27(H27), C29(H29), C31(H31)
4.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C),
 C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C37(H37A,
 H37B,H37C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C)
;
_shelx_res_checksum              65596
_olex2_submission_special_instructions 'No special instructions were received'