[4 + 2]-Cycloadditions of a thiazol-based tricyclic 1,4-diphosphinine and a new easy 1,4-diphosphinine protection deprotection strategy.
Begum, Imtiaz; Kalisch, Tim; Schnakenburg, Gregor; Kelemen, Zsolt; Nyulászi, László; Streubel, Rainer; Dalton transactions (Cambridge, England : 2003) 49 (2020) 12776–12779; doi:10.1039/d0dt02529a

data_7705332
_publ_section_title
;
 [4 + 2]-Cycloadditions of a thiazol-based tricyclic 1,4-diphosphinine and
 a new easy 1,4-diphosphinine protection deprotection strategy.
;
_journal_issue                   36
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12776
_journal_page_last               12779
_journal_paper_doi               10.1039/d0dt02529a
_journal_volume                  49
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C22 H21 N3 O2 P2 S4'
_chemical_formula_sum            'C22 H21 N3 O2 P2 S4'
_chemical_formula_weight         549.60
_chemical_name_systematic        IB-305
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-09-12
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_audit_update_record
;
2019-07-18 deposited with the CCDC.	2020-08-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.3334(4)
_cell_length_b                   11.3840(3)
_cell_length_c                   27.2807(6)
_cell_measurement_reflns_used    8683
_cell_measurement_temperature    150
_cell_measurement_theta_max      72.13
_cell_measurement_theta_min      3.24
_cell_volume                     4762.0(2)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8-Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.3257
_diffrn_reflns_av_unetI/netI     0.1444
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            76930
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.721
_diffrn_reflns_theta_min         3.240
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.167
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.3233
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1844 before and 0.1276 after correction. The Ratio of minimum to maximum transmission is 0.4290. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_description       plate
_exptl_crystal_F_000             2272
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.639
_refine_diff_density_min         -1.147
_refine_diff_density_rms         0.167
_refine_ls_abs_structure_details
;
 Flack x determined using 1965 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.45(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     599
_refine_ls_number_reflns         8617
_refine_ls_number_restraints     121
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1461
_refine_ls_R_factor_gt           0.0954
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1175P)^2^+54.3529P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2203
_refine_ls_wR_factor_ref         0.2659
_reflns_Friedel_coverage         0.952
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                6010
_reflns_number_total             8617
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt02529a2.cif
_cod_data_source_block           cu_5685g
_cod_depositor_comments
'Adding full bibliography for 7705332--7705333.cif.'
_cod_database_code               7705332
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.904
_shelx_estimated_absorpt_t_min   0.492
_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. Uiso/Uaniso restraints and constraints
Uanis(C15') \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C6') \\sim Ueq, Uanis(C5')
\\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C7') \\sim Ueq, Uanis(C2') \\sim Ueq,
Uanis(C1) \\sim Ueq, Uanis(C17') \\sim Ueq, Uanis(C21') \\sim Ueq, Uanis(C13)
\\sim Ueq, Uanis(C9') \\sim Ueq, Uanis(N2') \\sim Ueq: with sigma of 0.002 and
sigma for terminal atoms of 0.004
Uanis(C10') \\sim Ueq, Uanis(C11) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
Uanis(C13') \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C5)
\\sim Ueq, Uanis(C22') \\sim Ueq: with sigma of 0.002 and sigma for terminal
atoms of 0.004
3.a Ternary CH refined with riding coordinates:
 C13(H13), C14(H14), C13'(H13'), C14'(H14')
3.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C10(H10A,H10B), C11(H11A,H11B), C4'(H4'A,H4'B),
 C5'(H5'A,H5'B), C10'(H10C,H10D), C11'(H11C,H11D)
3.c Aromatic/amide H refined with riding coordinates:
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C18'(H18'), C19'(H19'),
 C20'(H20'), C21'(H21'), C22'(H22')
3.d Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C12(H12A,H12B,H12C), C6'(H6'A,H6'B,H6'C), C12'(H12D,H12E,H12F)
;
_shelx_res_checksum              78974
_olex2_submission_special_instructions 'No special instructions were received'