Covalent capture of nitrous oxide by phosphanides.
Genoux, Alexandre; Wong, Tak Hin; Fadaei-Tirani, Farzaneh; Severin, Kay; Chemical communications (Cambridge, England) 61 (2025) 15654–15657; doi:10.1039/d5cc04154f

data_7134981
_publ_section_title
;
 Covalent capture of nitrous oxide by phosphanides.
;
_journal_issue                   80
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              15654
_journal_page_last               15657
_journal_paper_doi               10.1039/d5cc04154f
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C124 H218 B4 K4 N8 O9 P4, 1.25[C4H8O]'
_chemical_formula_sum            'C129 H228 B4 K4 N8 O10.25 P4'
_chemical_formula_weight         2378.70
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2025-06-11
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-07-17 deposited with the CCDC.	2025-09-09 downloaded from the CCDC.
;
_cell_angle_alpha                96.603(3)
_cell_angle_beta                 106.6979(18)
_cell_angle_gamma                92.909(3)
_cell_formula_units_Z            2
_cell_length_a                   16.8002(4)
_cell_length_b                   17.1154(7)
_cell_length_c                   24.4350(4)
_cell_measurement_reflns_used    19622
_cell_measurement_temperature    140.00(10)
_cell_measurement_theta_max      47.8200
_cell_measurement_theta_min      1.9000
_cell_volume                     6659.2(3)
_computing_cell_refinement       'CrysAlisPro 1.171.43.135a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.136a 64-bit (release 23-08-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.135a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT 2018/2 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      140.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -23.00   3.00   0.50    1.00    --  -31.34  72.00 174.83   52
  2  \w    -24.00   1.00   0.50    1.00    --  -31.34  74.00  87.01   50
  3  \w    -26.00  -1.00   0.50    1.00    --  -31.34  75.00  51.58   50
  4  \w    -15.00  10.00   0.50    1.00    --  -31.34  61.00   0.70   50
  5  \w    -15.00  15.00   0.50    1.00    --  -31.34  19.00  30.00   60
  6  \w    -17.00  14.00   0.50    1.00    --  -31.34  19.00 120.00   62
  7  \w    -17.00  15.00   0.50    1.00    --  -31.34  19.00 150.00   64
  8  \w    -17.00  15.00   0.50    1.00    --  -31.34  19.00   0.00   64
  9  \w    -11.00  14.00   0.50    1.00    --  -31.34  19.00 -30.00   50
 10  \w    -16.00  15.00   0.50    1.00    --  -31.34  19.00 -90.00   62
 11  \w    -21.00  11.00   0.50    1.00    --  -31.34  54.00-144.22   64
 12  \w    -17.00  15.00   0.50    1.00    --  -31.34  19.00-120.00   64
 13  \w     -8.00  22.00   0.50    1.00    --   31.01 -19.00 -60.00   60
 14  \w     -9.00  22.00   0.50    1.00    --   31.01 -19.00-120.00   62
 15  \w     -4.00  22.00   0.50    1.00    --   31.01 -19.00-180.00   52
 16  \w     -7.00  20.00   0.50    1.00    --   29.80 -19.00  30.00   54
 17  \w     43.00  72.00   0.50    1.00    --   30.40  38.00  83.81   58
 18  \w     34.00  59.00   0.50    1.00    --   30.40  77.00 127.83   50
 19  \w     34.00  59.00   0.50    1.00    --   30.40  77.00  46.00   50
 20  \w     34.00  59.00   0.50    1.00    --   30.40  76.00 126.03   50
 21  \w     25.00  50.00   0.50    1.00    --   22.00  77.00 -13.20   50
 22  \w     34.00  59.00   0.50    1.00    --   30.40  76.00  11.90   50
 23  \w     29.00  54.00   0.50    1.00    --   26.00  77.00 -18.54   50
 24  \w     36.00  65.00   0.50    1.00    --   30.40  76.00 -66.91   58
 25  \w     29.00  54.00   0.50    1.00    --   26.00  77.00 -96.96   50
 26  \w     34.00  59.00   0.50    1.00    --   30.40  76.00-156.97   50
 27  \w     35.00  65.00   0.50    1.00    --   30.40  76.00-144.73   60
 28  \w     34.00  59.00   0.50    1.00    --   30.40  76.00 -46.06   50
 29  \w     34.00  59.00   0.50    1.00    --   30.40  76.00  -2.91   50
 30  \w     27.00  52.00   0.50    1.00    --   22.00  75.00 -36.05   50
 31  \w     35.00  62.00   0.50    1.00    --   30.40  75.00 -77.63   54
 32  \w     36.00  62.00   0.50    1.00    --   30.40  75.00-169.47   52
 33  \w     35.00  61.00   0.50    1.00    --   30.40  75.00 -91.75   52
 34  \w     35.00  60.00   0.50    1.00    --   30.40  75.00  23.08   50
 35  \w     35.00  60.00   0.50    1.00    --   30.40  76.00  81.54   50
 36  \w     35.00  61.00   0.50    1.00    --   30.40  76.00 110.57   52
 37  \w     34.00  59.00   0.50    1.00    --   30.40  76.00 175.77   50
 38  \w     36.00  61.00   0.50    1.00    --   30.40  74.00 150.87   50
 39  \w     37.00  62.00   0.50    1.00    --   30.40  72.00  73.73   50
 40  \w     36.00  61.00   0.50    1.00    --   30.40  73.00  44.15   50
 41  \w     37.00  62.00   0.50    1.00    --   30.40  71.00 -11.25   50
 42  \w     36.00  61.00   0.50    1.00    --   30.40  74.00-173.05   50
 43  \w     44.00  75.00   0.50    1.00    --   30.40  44.00 -42.68   62
 44  \w     49.00  74.00   0.50    1.00    --   30.40  52.00 -23.70   50
 45  \w    -12.00  14.00   0.50    1.00    --   -2.00 102.00 138.18   52
 46  \w    -69.00 -43.00   0.50    1.00    --  -31.34 157.00 108.00   52
 47  \w    -24.00   2.00   0.50    1.00    --  -10.00 104.00 -73.60   52
 48  \w    -19.00   7.00   0.50    1.00    --   -6.00 103.00  -5.17   52
 49  \w     -8.00  21.00   0.50    1.00    --    2.00 100.00  57.14   58
 50  \w      2.00  28.00   0.50    1.00    --   10.00  96.00 161.65   52
 51  \w      0.00  25.00   0.50    1.00    --   10.00  98.00 -68.15   50
 52  \w     12.00  37.00   0.50    1.00    --   18.00  92.00-147.04   50
 53  \w      4.00  33.00   0.50    1.00    --   10.00  93.00-160.91   58
 54  \w     13.00  38.00   0.50    1.00    --   18.00  91.00 -48.21   50
 55  \w     17.00  42.00   0.50    1.00    --   22.00  90.00   7.76   50
 56  \w     17.00  42.00   0.50    1.00    --   22.00  90.00  22.75   50
 57  \w     15.00  40.00   0.50    1.00    --   18.00  89.00  48.40   50
 58  \w     17.00  42.00   0.50    1.00    --   22.00  90.00  95.42   50
 59  \w     17.00  42.00   0.50    1.00    --   22.00  90.00 124.38   50
 60  \w    -73.00 -43.00   0.50    1.00    --  -31.34 -48.00  97.74   60
 61  \w    -62.00 -35.00   0.50    1.00    --  -22.00 -65.00-135.64   54
 62  \w    -71.00 -44.00   0.50    1.00    --  -31.34 -61.00-162.72   54
 63  \w    -56.00 -30.00   0.50    1.00    --  -26.00 -77.00-175.38   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0220929000
_diffrn_orient_matrix_UB_12      -0.0881532000
_diffrn_orient_matrix_UB_13      0.0011139000
_diffrn_orient_matrix_UB_21      -0.0401489000
_diffrn_orient_matrix_UB_22      -0.0113725000
_diffrn_orient_matrix_UB_23      -0.0658572000
_diffrn_orient_matrix_UB_31      0.0844806000
_diffrn_orient_matrix_UB_32      -0.0193446000
_diffrn_orient_matrix_UB_33      -0.0086731000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0871
_diffrn_reflns_av_unetI/netI     0.0617
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            59870
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        39.971
_diffrn_reflns_theta_max         39.971
_diffrn_reflns_theta_min         1.905
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.088
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.557
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.135a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on Gaussian integration over
a multifaceted crystal model.
Empirical absorption correction using spherical harmonics
as implemented in SCALE3 ABSPACK scaling algorithm
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_description       plate
_exptl_crystal_F_000             2592
_exptl_crystal_size_max          0.195
_exptl_crystal_size_mid          0.152
_exptl_crystal_size_min          0.008
_refine_diff_density_max         1.481
_refine_diff_density_min         -0.719
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.601
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1390
_refine_ls_number_reflns         8056
_refine_ls_number_restraints     2306
_refine_ls_restrained_S_all      1.457
_refine_ls_R_factor_all          0.1566
_refine_ls_R_factor_gt           0.1262
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3621
_refine_ls_wR_factor_ref         0.3828
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5759
_reflns_number_total             8056
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc04154f2.cif
_cod_data_source_block           ga-199
_cod_depositor_comments
;
The following automatic conversions were performed:

data name '__exptl_absorpt_correction_type' was replaced with
'_exptl_absorpt_correction_type'.

Automatic conversion script
Id: cif_correct_tags 8170 2020-07-09 18:12:32Z antanas 

The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Gaussian' was
changed to 'gaussian' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7134977--7134981.cif.
;
_cod_database_code               7134981
_shelx_shelxl_version_number     2019/3
_audit_contact_author            'Farzaneh Fadaei Tirani'
_chemical_oxdiff_formula         'C129 H228 B4 K4 N8 O10.25 P4'
_chemical_oxdiff_usercomment     'crystallised from THF'
_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. Restrained distances
 O6-C64 = O6-C61
 1.44 with sigma of 0.02
 C64-C63 = C62-C61
 1.53 with sigma of 0.02
 C63-C62
 1.54 with sigma of 0.02
 O4-C30 = O4-C27
 1.44 with sigma of 0.02
 C30-C29 = C28-C27
 1.53 with sigma of 0.02
 C29-C28
 1.54 with sigma of 0.02
 O9-C124 = O9-C121
 1.44 with sigma of 0.02
 C124-C123 = C122-C121
 1.53 with sigma of 0.02
 C123-C122
 1.54 with sigma of 0.02
 O7-C94 = O7-C91
 1.44 with sigma of 0.02
 C94-C93 = C92-C91
 1.53 with sigma of 0.02
 C93-C92
 1.54 with sigma of 0.02
 O3-C31 = O3-C34
 1.44 with sigma of 0.02
 C31-C32 = C33-C34
 1.53 with sigma of 0.02
 C32-C33
 1.54 with sigma of 0.02
 C24-C23
 1.54 with sigma of 0.02
 C22-C21
 1.54 with sigma of 0.02
 C26-C25
 1.54 with sigma of 0.02
 C116-C115
 1.54 with sigma of 0.02
 C120-C119
 1.54 with sigma of 0.02
 O6-C63 = O6-C62 = C64-C62 = C63-C61
 2.38 with sigma of 0.04
 O4-C29 = O4-C28 = C30-C28 = C29-C27
 2.38 with sigma of 0.04
 O9-C123 = O9-C122 = C124-C122 = C123-C121
 2.38 with sigma of 0.04
 O7-C93 = O7-C92 = C94-C92 = C93-C91
 2.38 with sigma of 0.04
 O3-C32 = O3-C33 = C31-C33 = C32-C34
 2.38 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25
\\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33
\\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C40 \\sim C41
\\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C46 \\sim C47 \\sim C48 \\sim C49
\\sim C50 \\sim C51 \\sim C52 \\sim C53 \\sim C54 \\sim C55 \\sim C56 \\sim C57
\\sim C58 \\sim C59 \\sim C60 \\sim C61 \\sim C62 \\sim C63 \\sim C64 \\sim C65
\\sim C66 \\sim C67 \\sim C68 \\sim C69 \\sim C70 \\sim C71 \\sim C72 \\sim C73
\\sim C74 \\sim C75 \\sim C76 \\sim C77 \\sim C78 \\sim C79 \\sim C80 \\sim C81
\\sim C82 \\sim C83 \\sim C84 \\sim C85 \\sim C86 \\sim C87 \\sim C88 \\sim C89
\\sim C90 \\sim C91 \\sim C92 \\sim C93 \\sim C94 \\sim C95 \\sim C96 \\sim C97
\\sim C98 \\sim C99 \\sim C100 \\sim C101 \\sim C102 \\sim C103 \\sim C104
\\sim C105 \\sim C106 \\sim C107 \\sim C108 \\sim C109 \\sim C110 \\sim C111
\\sim C112 \\sim C113 \\sim C114 \\sim C115 \\sim C116 \\sim C117 \\sim C118
\\sim C119 \\sim C120 \\sim C121 \\sim C122 \\sim C123 \\sim C124 \\sim O1
\\sim O2 \\sim O3 \\sim O4 \\sim O5 \\sim O6 \\sim O7 \\sim O8 \\sim O9: within
2A with sigma of 0.005 and sigma for terminal atoms of 0.01 within 2A
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Ternary CH refined with riding coordinates:
 C1(H1), C5(H5), C8(H8), C13(H13), C15(H15), C17(H17), C43(H43), C45(H45),
 C47(H47), C53(H53), C55(H55), C57(H57), C73(H73), C75(H75), C77(H77), C83(H83),
  C85(H85), C87(H87), C97(H97), C99(H99), C101(H101), C107(H107), C109(H109),
 C111(H111)
5.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C9(H9A,H9B), C10(H10A,
 H10B), C12(H12A,H12B), C14(H14A,H14B), C16(H16A,H16B), C18(H18A,H18B),
 C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B), C23(H23A,H23B), C25(H25A,H25B),
  C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,
 H31B), C32(H32A,H32B), C33(H33A,H33B), C34(H34A,H34B), C35(H35A,H35B),
 C37(H37A,H37B), C39(H39A,H39B), C42(H42A,H42B), C44(H44A,H44B), C46(H46A,H46B),
  C48(H48A,H48B), C49(H49A,H49B), C50(H50A,H50B), C52(H52A,H52B), C54(H54A,
 H54B), C56(H56A,H56B), C59(H59A,H59B), C60(H60A,H60B), C61(H61A,H61B),
 C62(H62A,H62B), C63(H63A,H63B), C65(H65A,H65B), C67(H67A,H67B), C69(H69B,H69A),
  C72(H72A,H72B), C74(H74A,H74B), C76(H76A,H76B), C78(H78A,H78B), C79(H79A,
 H79B), C80(H80A,H80B), C82(H82A,H82B), C84(H84A,H84B), C86(H86A,H86B),
 C88(H88A,H88B), C89(H89A,H89B), C90(H90A,H90B), C91(H91A,H91B), C92(H92A,H92B),
  C93(H93A,H93B), C94(H94A,H94B), C96(H96A,H96B), C98(H98A,H98B), C100(H10C,
 H10D), C102(H10E,H10F), C103(H10G,H10H), C104(H10J,H10I), C106(H10K,H10L),
 C108(H10M,H10N), C110(H11A,H11B), C112(H11C,H11D), C113(H11E,H11F), C114(H11G,
 H11H), C115(H11J,H11I), C117(H11N,H11O), C119(H11S,H11T), C121(H12F,H12G),
 C122(H12H,H12I), C123(H12J,H12K), C124(H12L,H12M)
5.c Aromatic/amide H refined with riding coordinates:
 C58(H58), C64(H64)
5.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C36(H36A,H36B,
 H36C), C38(H38A,H38B,H38C), C40(H40A,H40B,H40C), C66(H66A,H66B,H66C), C68(H68A,
 H68B,H68C), C70(H70A,H70B,H70C), C116(H11K,H11L,H11M), C118(H11P,H11Q,H11R),
 C120(H12C,H12D,H12E)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 101 electrons were 
found in a volume of 433\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
1.25[C4H8O] per Asymmetric Unit 
which account for 100 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              56290
_shelx_hkl_checksum              91574
_shelx_fab_checksum              24441
_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
- Detector area scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 4.294
_oxdiff_exptl_absorpt_empirical_full_min 0.362