Half-sandwich rare-earth metal tris(alkyl) ate complexes catalyzed phosphaguanylation reaction of phosphines with carbodiimides: an efficient synthesis of phosphaguanidines
Ma, Wangyang; Xu, Ling; Zhang, Wen-Xiong; Xi, Zhenfeng; New J. Chem. 39 (2015) 7649–; doi:10.1039/C5NJ01136A

data_7054888
_publ_section_title
;
 Half-sandwich rare-earth metal tris(alkyl) ate complexes catalyzed
 phosphaguanylation reaction of phosphines with carbodiimides: an
 efficient synthesis of phosphaguanidines
;
_journal_issue                   10
_journal_name_full               'New J. Chem.'
_journal_page_first              7649
_journal_paper_doi               10.1039/C5NJ01136A
_journal_volume                  39
_journal_year                    2015
_chemical_formula_moiety         'C26 H29 N2 P'
_chemical_formula_sum            'C26 H29 N2 P'
_chemical_formula_weight         400.48
_chemical_properties_physical    Air-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2015-01-29
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Olex2 1.2
(compiled 2015.01.19 svn.r3143 for OlexSys, GUI svn.r4992)
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_audit_update_record
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2015-02-05 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.607(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.1617(8)
_cell_length_b                   10.5098(13)
_cell_length_c                   17.3476(17)
_cell_measurement_reflns_used    5000
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      26.9710
_cell_measurement_theta_min      3.0290
_cell_volume                     1110.7(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector_area_resol_mean 10.3914
_diffrn_measured_fraction_theta_full 0.9983
_diffrn_measured_fraction_theta_max 0.8648
_diffrn_measurement_details
;
  1 omega  -52.00   66.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8579    0.0000   90.0000 118

  2 omega  -99.00  -70.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6392  178.0000  -90.0000 29

  3 omega   -9.00   29.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6392  -99.0000   90.0000 38

  4 omega   -9.00   62.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8579   19.0000  150.0000 71

  5 omega -100.00  -58.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6392  178.0000  150.0000 42

  6 omega   34.00   63.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8579 -116.0000  -12.1926 29

  7 omega   39.00   68.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8579 -124.0000 -104.4667 29

  8 omega  -26.00   80.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8579    0.0000 -120.0000 106

  9 omega  -13.00   86.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8579   38.0000  -60.0000 99

 10 omega   -1.00   63.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8579 -117.0000  118.6951 64

 11 omega  -20.00   30.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6392  -99.0000    0.0000 50
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0634144000
_diffrn_orient_matrix_UB_12      -0.0547189000
_diffrn_orient_matrix_UB_13      -0.0053320000
_diffrn_orient_matrix_UB_21      -0.0963336000
_diffrn_orient_matrix_UB_22      -0.0378987000
_diffrn_orient_matrix_UB_23      -0.0042609000
_diffrn_orient_matrix_UB_31      -0.0159534000
_diffrn_orient_matrix_UB_32      0.0110972000
_diffrn_orient_matrix_UB_33      -0.0407929000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0864
_diffrn_reflns_av_unetI/netI     0.0624
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16480
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.021
_diffrn_reflns_theta_min         3.066
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.138
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52563
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_description       block
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details
;
 Flack x determined using 1393 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.01(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3941
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0508
_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^)+(0.0687P)^2^+0.0756P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1192
_refine_ls_wR_factor_ref         0.1290
_reflns_Friedel_coverage         0.887
_reflns_Friedel_fraction_full    0.974
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                3421
_reflns_number_total             3941
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5nj01136a2.cif
_cod_data_source_block           15jan26a
_cod_depositor_comments          'Adding full bibliography for 7054888.cif.'
_cod_database_code               7054888
_shelxl_version_number           2013-2
_chemical_oxdiff_formula         'C26 H29 N2 P'
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C22(H22)
2.b Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C12(H12), C13(H13),
  C17(H17), C18(H18), C19(H19), C20(H20), C21(H21)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C14(H14A,H14B,H14C)
;
_shelx_res_checksum              74183
_olex2_date_sample_data_collection 2015-01-26
_olex2_submission_special_instructions 'No special instructions were received'