Synthesis and antitumor activities of α-hydroxyamino phosphine oxides by catalyst-free hydrophosphinylation of nitrones.
Zhao, Pengfei; Li, Peiyuan; Xiao, Jian; Wang, Yali; Hao, Xiaohui; Meng, Aiguo; Liu, Chunyan; Chemical communications (Cambridge, England) 59 (2023) 2624–2627; doi:10.1039/d2cc06981d

data_7131338
_publ_section_title
;
 Synthesis and antitumor activities of &#x3b1;-hydroxyamino phosphine
 oxides by catalyst-free hydrophosphinylation of nitrones.
;
_journal_issue                   18
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2624
_journal_page_last               2627
_journal_paper_doi               10.1039/d2cc06981d
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C27 H23 F3 N O2 P'
_chemical_formula_sum            'C27 H23 F3 N O2 P'
_chemical_formula_weight         481.43
_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   mixed
_audit_creation_date             2021-12-24
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2022-12-23 deposited with the CCDC.	2023-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                92.062(7)
_cell_angle_beta                 106.913(7)
_cell_angle_gamma                109.626(7)
_cell_formula_units_Z            2
_cell_length_a                   9.638(5)
_cell_length_b                   10.080(5)
_cell_length_c                   14.098(7)
_cell_measurement_reflns_used    3457
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.66
_cell_measurement_theta_min      2.37
_cell_volume                     1220.6(11)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.951
_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  0.0183
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7588
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.687
_diffrn_reflns_theta_min         1.527
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.519
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5435
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0577
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1500P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1876
_refine_ls_wR_factor_ref         0.2062
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4403
_reflns_number_total             5435
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc06981d2.cif
_cod_data_source_block           20211223w2_0m
_cod_database_code               7131338
_shelx_estimated_absorpt_t_max   0.973
_shelx_estimated_absorpt_t_min   0.967
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H2A(0.066) H1(0.064) H2(0.079) H3(0.088) H4(0.084) H5(0.066)
 H8(0.069) H9(0.094) H10(0.099) H11(0.093) H12(0.072) H13(0.045) H14A(0.052)
 H14B(0.052) H16(0.07) H17(0.098) H18(0.105) H19(0.101) H20(0.073) H22(0.062)
 H23(0.07) H25(0.087) H26(0.074)
 Fixed X: H2A(0.659391) H1(0.040748) H2(-0.018186) H3(0.141792) H4(0.351818)
 H5(0.413136) H8(0.116832) H9(-0.088121) H10(-0.183902) H11(-0.077277)
 H12(0.126087) H13(0.402681) H14A(0.62371) H14B(0.745001) H16(0.61485)
 H17(0.772811) H18(1.040159) H19(1.147237) H20(0.991277) H22(0.532944)
 H23(0.591773) H25(0.522162) H26(0.462486)
 Fixed Y: H2A(0.638165) H1(0.664281) H2(0.732683) H3(0.741966) H4(0.673711)
 H5(0.604125) H8(0.340821) H9(0.282027) H10(0.451094) H11(0.681595)
 H12(0.743176) H13(0.826439) H14A(0.998275) H14B(0.955727) H16(0.876431)
 H17(0.906352) H18(1.011947) H19(1.087092) H20(1.055993) H22(0.574758)
 H23(0.585342) H25(0.95309) H26(0.941897)
 Fixed Z: H2A(0.501614) H1(0.399513) H2(0.53719) H3(0.69772) H4(0.72045)
 H5(0.585535) H8(0.233702) H9(0.08567) H10(0.021216) H11(0.103641)
 H12(0.253055) H13(0.371617) H14A(0.482249) H14B(0.446206) H16(0.656271)
 H17(0.821081) H18(0.861612) H19(0.738383) H20(0.574953) H22(0.271994)
 H23(0.123913) H25(0.098888) H26(0.245015)
;
_shelx_res_checksum              53718
_shelx_hkl_checksum              90790
_shelx_shelxl_version_number     2016/6
_olex2_submission_special_instructions 'No special instructions were received'