Diphosphaenones: beyond the phosphorus analogue of enones.
Lin, Jieli; Liu, Shihua; Zheng, Shunlin; Grützmacher, Hansjörg; Su, Cheng-Yong; Li, Zhongshu; Chemical science 15 (2024) 20030–20038; doi:10.1039/d4sc06462c

data_1573090
_publ_section_title
;
 Diphosphaenones: beyond the phosphorus analogue of enones.
;
_journal_issue                   47
_journal_name_full               'Chemical science'
_journal_page_first              20030
_journal_page_last               20038
_journal_paper_doi               10.1039/d4sc06462c
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C114 H156 N8 O2 P4'
_chemical_formula_sum            'C114 H156 N8 O2 P4'
_chemical_formula_weight         1794.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2yc'
_space_group_name_H-M_alt        'I 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-02-25
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-03-27 deposited with the CCDC.	2024-11-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.571(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   27.6579(4)
_cell_length_b                   15.0908(2)
_cell_length_c                   57.5737(9)
_cell_measurement_reflns_used    57650
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      74.3780
_cell_measurement_theta_min      3.3460
_cell_volume                     23820.6(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     21.00  50.00   0.50    2.04    --    0.00  38.00-180.00   58
  2  \w     -6.00  43.00   0.50    2.04    --    0.00  77.00 -30.00   98
  3  \w     50.00  89.00   0.50    2.04    --    0.00  77.00 -30.00   78
  4  \w    -44.00 -12.00   0.50    2.04    --    0.00 -57.00-150.00   64
  5  \w    -36.00   1.00   0.50    2.04    --    0.00 -57.00 -60.00   74
  6  \w    -17.00  72.00   0.50    2.04    --    0.00  38.00  30.00  178
  7  \w     29.00  87.00   0.50    2.04    --    0.00  38.00  90.00  116
  8  \w    -16.00  89.00   0.50    2.04    --    0.00  38.00-120.00  210
  9  \w      6.00 111.00   0.50    7.00    --   95.20 -30.00  30.00  210
 10  \w      6.00  32.00   0.50    7.00    --   95.20 -61.00  30.00   52
 11  \w     22.00 126.00   0.50    7.00    --   95.20 -82.00 -90.00  208
 12  \w     78.00 104.00   0.50    7.00    --   95.20 -82.00-150.00   52
 13  \w     46.00 118.00   0.50    7.00    --   95.20 -61.00  30.00  144
 14  \w     76.00 172.00   0.50    7.00    --   95.20  15.00 150.00  192
 15  \w      6.00  90.00   0.50    7.00    --   95.20 -61.00-180.00  168
 16  \w      6.00 118.00   0.50    7.00    --   95.20 -61.00 -90.00  224
 17  \w      6.00 109.00   0.50    7.00    --   95.20 -30.00 -60.00  206
 18  \w     84.00 110.00   0.50    7.00    --   95.20 -82.00  90.00   52
 19  \w     70.00 127.00   0.50    7.00    --   95.20 -82.00  30.00  114
 20  \w     97.00 123.00   0.50    7.00    --   95.20  30.00-120.00   52
 21  \w     90.00 115.00   0.50    7.00    --   95.20 -82.00 -30.00   50
 22  \w     27.00  97.00   0.50    7.00    --   95.20 -82.00-180.00  140
 23  \w      6.00  38.00   0.50    7.00    --   95.20 -82.00  30.00   64
 24  \w     93.00 119.00   0.50    7.00    --   95.20 -77.00  90.00   52
 25  \w    113.00 182.00   0.50    7.00    --   95.20   0.00  60.00  138
 26  \w     75.00 100.00   0.50    7.00    --   95.20 -82.00 120.00   50
 27  \w     18.00  43.00   0.50    7.00    --   95.20   0.00  60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0302271000
_diffrn_orient_matrix_UB_12      0.0368091000
_diffrn_orient_matrix_UB_13      0.0536032000
_diffrn_orient_matrix_UB_21      -0.0355054000
_diffrn_orient_matrix_UB_22      0.0283335000
_diffrn_orient_matrix_UB_23      -0.0226309000
_diffrn_orient_matrix_UB_31      -0.0418020000
_diffrn_orient_matrix_UB_32      -0.0275078000
_diffrn_orient_matrix_UB_33      0.0099935000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0903
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       71
_diffrn_reflns_limit_l_min       -70
_diffrn_reflns_number            110629
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.400
_diffrn_reflns_theta_min         3.224
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.936
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66513
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.001
_exptl_crystal_description       block
_exptl_crystal_F_000             7776
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_platon_squeeze_details
;
TITL exp_1981_a.res in P-1 New: I2/c
CELL   27.6579   15.0908   57.5737     90.00     97.57     90.00
SPGR I2/c
C101 0.169 0.433 0.041 !       4.92 eA-3
C102 0.115 0.454 0.027 !       3.85 eA-3
C103 0.539 0.134 0.008 !       3.74 eA-3
C104 0.591 0.146 0.018 !       3.67 eA-3
C105 0.922 0.059 0.221 !       3.17 eA-3
C106 0.517 0.198 0.005 !       2.81 eA-3
C107 0.535 0.821 0.007 !       2.78 eA-3
C108 0.467 0.476 0.214 !       2.45 eA-3
C109 0.993 0.950 0.016 !       2.19 eA-3
C110 0.499 0.518 0.242 !       2.17 eA-3
C111 0.032 0.964 0.013 !       1.72 eA-3
C112 0.430 0.501-0.001 !       1.66 eA-3
C113 0.951 0.985 0.008 !       1.57 eA-3
C114 0.467 0.503 0.001 !       1.52 eA-3
C115 0.980 0.046 0.246 !       1.50 eA-3
C116 0.561 0.561 0.015 !       1.46 eA-3
C117 0.007 0.051 0.234 !       1.35 eA-3
Q118 0.266 0.852 0.115 !       0.63 eA-3
Q119 0.790 0.517 0.114 !       0.57 eA-3
C120 0.671 0.990 0.038 !       0.57 eA-3
Q121 0.306 0.983 0.149 !       0.56 eA-3
Q122 0.274 1.000 0.149 !       0.55 eA-3
Q123 0.749 0.519 0.108 !       0.55 eA-3
C124 0.015 0.859 0.009 !       0.55 eA-3
Q125 0.828 0.390 0.151 !       0.52 eA-3
;
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.556
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1185
_refine_ls_number_reflns         23738
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0529
_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^)+(0.0604P)^2^+18.3699P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1312
_refine_ls_wR_factor_ref         0.1423
_reflns_Friedel_coverage         0.000
_reflns_number_gt                19847
_reflns_number_total             23738
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc06462c2.cif
_cod_data_source_block           6
_cod_depositor_comments
'Adding full bibliography for 1573084--1573090.cif.'
_cod_database_code               1573090
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.888
_shelx_estimated_absorpt_t_min   0.828
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C20(H20), C23(H23), C32(H32), C35(H35), C46(H46), C49(H49), C58(H58),
 C61(H61), C72(H72), C76(H76), C83(H83), C87(H87), C98(H98), C101(H101),
 C110(H110), C113(H113)
1.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C37(H37A,H37B), C38(H38A,H38B), C63(H63A,
 H63B), C64(H64A,H64B), C89(H89A,H89B), C90(H90A,H90B)
1.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C7(H7), C9(H9), C15(H15), C16(H16), C17(H17), C27(H27),
 C28(H28), C29(H29), C41(H41), C42(H42), C43(H43), C53(H53), C54(H54), C55(H55),
  C67(H67), C68(H68), C69(H69), C79(H79), C80(H80), C81(H81), C93(H93),
 C94(H94), C96(H96), C105(H105), C106(H106), C107(H107)
1.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C), C31(H31A,H31B,H31C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C36(H36A,
 H36B,H36C), C45(H45A,H45B,H45C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C),
 C50(H50A,H50B,H50C), C57(H57A,H57B,H57C), C59(H59A,H59B,H59C), C60(H60A,H60B,
 H60C), C62(H62A,H62B,H62C), C71(H71A,H71B,H71C), C73(H73A,H73B,H73C), C74(H74A,
 H74B,H74C), C75(H75A,H75B,H75C), C84(H84A,H84B,H84C), C85(H85A,H85B,H85C),
 C86(H86A,H86B,H86C), C88(H88A,H88B,H88C), C97(H97A,H97B,H97C), C99(H99A,H99B,
 H99C), C100(H10A,H10B,H10C), C102(H10D,H10E,H10F), C109(H10G,H10H,H10I),
 C111(H11C,H11D,H11E), C112(H11F,H11G,H11H), C114(H11I,H11J,H11K)
;
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 7.736
_oxdiff_exptl_absorpt_empirical_full_min 0.304