Stannyl phosphaketene as a synthon for phosphorus analogues of β-lactam
Luo, Yong-An; Zhao, Zhao; Chen, Ting; Li, Yanguo; Zhao, Yufen; Stephan, Douglas W.; Wu, Yile; Chemical Communications  (2023) –; doi:10.1039/D3CC03117A

data_7132029
_publ_section_title
;
 Stannyl phosphaketene as a synthon for phosphorus analogues of \b-lactam
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC03117A
_journal_year                    2023
_chemical_formula_moiety         'C68 H73 Al F15 N2 O9 P Sn'
_chemical_formula_sum            'C68 H73 Al F15 N2 O9 P Sn'
_chemical_formula_weight         1523.92
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2023-07-26
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-07-26 deposited with the CCDC.	2023-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                84.417(2)
_cell_angle_beta                 81.544(2)
_cell_angle_gamma                89.324(2)
_cell_formula_units_Z            4
_cell_length_a                   12.7892(4)
_cell_length_b                   21.2487(6)
_cell_length_c                   27.5926(9)
_cell_measurement_reflns_used    9199
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      70.18
_cell_measurement_theta_min      4.26
_cell_volume                     7381.7(4)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            305899
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.595
_diffrn_reflns_theta_max         66.595
_diffrn_reflns_theta_min         2.089
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.870
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_description       plate
_exptl_crystal_F_000             3120
_refine_diff_density_max         1.493
_refine_diff_density_min         -1.151
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1783
_refine_ls_number_reflns         26036
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0445
_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^)+(0.0466P)^2^+13.3707P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1091
_refine_ls_wR_factor_ref         0.1107
_reflns_Friedel_coverage         0.000
_reflns_number_gt                23718
_reflns_number_total             26036
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc03117a2.cif
_cod_data_source_block           f1
_cod_database_code               7132029
_shelx_shelxl_version_number     2018/3
_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
 C54, C59
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
3.a Ternary CH refined with riding coordinates:
 C33(H33), C38(H38), C02P(H02P), C7(H7), C19(H19), C034(H034), C03D(H03D),
 C03J(H03K), C28(H28), C42(H42), C03Y(H03Y), C16(H16), C04A(H04C), C04G(H04I),
 C36(H36), C46(H46), C04S(H04S), C04X(H04X), C04Z(H04Z), C055(H055)
3.b Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B), C045(H04A,H04B)
3.c Aromatic/amide H refined with riding coordinates:
 C023(H023), C3(H3), C03N(H03O), C12(H12), C11(H11), C046(H046), C22(H22),
 C049(H049), C04B(H04D), C04F(H04H), C24(H24), C23(H23), C04Q(H04Q), C13(H13)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C039(H03A,H03B,H03C), C03F(H03E,H03F,H03G), C03I(H03H,H03I,
 H03J), C03K(H03L,H03M,H03N), C6(H6A,H6B,H6C), C18(H18A,H18B,H18C), C5(H5A,H5B,
 H5C), C03Z(H03P,H03Q,H03R), C29(H29A,H29B,H29C), C43(H43A,H43B,H43C),
 C04E(H04E,H04F,H04G), C47(H47A,H47B,H47C), C04J(H04J,H04K,H04L), C44(H44A,H44B,
 H44C), C15(H15A,H15B,H15C), C8(H8A,H8B,H8C), C04R(H04Y,H,HA), C04T(H04M,H04N,
 H04O), C04U(H04P,H04R,H04T), C20(H20A,H20B,H20C), C04W(H04U,H04V,H04W),
 C27(H27A,H27B,H27C), C050(H05A,H05B,H05C), C17(H17A,H17B,H17C), C053(H05D,H05E,
 H05F), C054(H05G,H05H,H05I), C37(H37A,H37B,H37C), C058(H05J,H05K,H05L),
 C35(H35A,H35B,H35C), C05B(H05M,H05N,H05O), C05C(H05P,H05Q,H05R), C45(H45A,H45B,
 H45C), C05E(H05Y,HB,HC), C05F(H05S,H05T,H05U), C05H(H05V,H05W,H05X)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              31921
_shelx_hkl_checksum              89377
_shelx_fab_checksum              21921
_olex2_submission_special_instructions 'No special instructions were received'