A modular approach to neutral P,N-ligands: synthesis and coordination chemistry.
Vasilenko, Vladislav; Roth, Torsten; Blasius, Clemens K.; Intorp, Sebastian N.; Wadepohl, Hubert; Gade, Lutz H.; Beilstein journal of organic chemistry 12 (2016) 846–853; doi:10.3762/bjoc.12.83

data_4031979
_publ_section_title
;
 A modular approach to neutral P,N-ligands: synthesis and coordination
 chemistry.
;
_journal_name_full               'Beilstein journal of organic chemistry'
_journal_page_first              846
_journal_page_last               853
_journal_paper_doi               10.3762/bjoc.12.83
_journal_volume                  12
_journal_year                    2016
_chemical_formula_moiety         'C39 H45 Ir N2 P, B F4, C H2 Cl2'
_chemical_formula_sum            'C40 H47 B Cl2 F4 Ir N2 P'
_chemical_formula_weight         936.67
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_block_code                ga_vv9
_audit_creation_date             2016-01-25
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record             '25.01.2016 18:23:55 CET UTC+01:00  encif 1.38'
_cell_angle_alpha                89.2424(12)
_cell_angle_beta                 89.4178(12)
_cell_angle_gamma                89.6008(12)
_cell_formula_units_Z            4
_cell_length_a                   12.47669(19)
_cell_length_b                   15.7562(2)
_cell_length_c                   19.5579(3)
_cell_measurement_reflns_used    26573
_cell_measurement_temperature    120(1)
_cell_measurement_theta_max      28.2560
_cell_measurement_theta_min      3.5210
_cell_volume                     3844.17(10)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41p (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41p (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41p (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material
'encif (Wadepohl, 2009-15); encifer 1.5 (CCDC, 2014)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2011 (Giacovazzo et al., 2011)'
_diffrn_ambient_environment      perfluoro
_diffrn_ambient_temperature      120(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

--------------------------------------------------------------------------
  1  \w     -9.00  17.00   0.50   17.50    --   26.87 -19.00 -30.00   52
  2  \w     21.00  57.00   0.50   17.50    --   26.87 -77.00 150.00   72
  3  \w    -44.00  59.00   0.50   17.50    --   26.87 -80.00-129.58  206
  4  \w    -44.00  59.00   0.50   17.50    --   26.87 -80.00 -66.50  206
  5  \w    -43.00  59.00   0.50   17.50    --   26.87 -80.00 107.95  204
  6  \w     -4.00  22.00   0.50   17.50    --   26.87  79.00-159.10   52
  7  \w    -44.00  59.00   0.50   17.50    --   26.87 -80.00   0.58  206
  8  \w      1.00  99.00   0.50   17.50    --   26.87  38.00 -30.00  196
  9  \w     62.00  95.00   0.50   17.50    --   26.87  57.00  60.00   66
 10  \w      6.00  57.00   0.50   17.50    --   26.87  57.00-180.00  102
 11  \w      1.00  42.00   0.50   17.50    --   26.87  77.00 -90.00   82
 12  \w     27.00  53.00   0.50   17.50    --   26.87  57.00 120.00   52
 13  \w     -2.00  80.00   0.50   17.50    --   26.87  77.00   0.00  164
 14  \w     27.00  96.00   0.50   17.50    --   26.87  77.00-180.00  138
 15  \w     -3.00  37.00   0.50   17.50    --   26.87  77.00  90.00   80
 16  \w    -38.00   5.00   0.50   17.50    --   26.87 -77.00-180.00   86
 17  \w     30.00  57.00   0.50   17.50    --   26.87 -77.00-180.00   54
 18  \w      2.00  30.00   0.50   17.50    --   26.87  38.00-180.00   56
 19  \w     34.00  60.00   0.50   17.50    --   26.87  38.00-180.00   52
 20  \w    -43.00  -1.00   0.50   17.50    --   28.00 -79.00  71.38   84
 21  \w     27.00  60.00   0.50   17.50    --   28.00 -80.00  31.29   66
 22  \w     24.00  59.00   0.50   17.50    --   28.00 -79.00  71.38   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Agilent SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0335099000
_diffrn_orient_matrix_UB_12      0.0361057000
_diffrn_orient_matrix_UB_13      -0.0025775000
_diffrn_orient_matrix_UB_21      0.0093176000
_diffrn_orient_matrix_UB_22      -0.0083944000
_diffrn_orient_matrix_UB_23      -0.0351102000
_diffrn_orient_matrix_UB_31      -0.0449742000
_diffrn_orient_matrix_UB_32      0.0255520000
_diffrn_orient_matrix_UB_33      -0.0087328000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_unetI/netI     0.0444
_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       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            80938
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.300
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_source_type              'Agilent SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.705
_exptl_absorpt_correction_T_max  0.918
_exptl_absorpt_correction_T_min  0.569
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41p (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_description       needle
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.215
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.025
_refine_diff_density_max         2.317
_refine_diff_density_min         -2.827
_refine_diff_density_rms         0.158
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.196
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     959
_refine_ls_number_reflns         15685
_refine_ls_number_restraints     302
_refine_ls_restrained_S_all      1.226
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0511
_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^)+45.9445P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1092
_refine_ls_wR_factor_ref         0.1132
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13294
_reflns_number_total             15685
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            1860-5397-12-83-S2.cif
_cod_data_source_block           ga_vv9
_cod_depositor_comments
'Adding full bibliography for 4031975--4031986.cif.'
_cod_database_code               4031979
_audit_block_refno               2334
_audit_block_usercomment         'VV51, needle, red'
_chemical_oxdiff_formula         'C49 H62 B1 Cl1 F4 Ir1 N2 P1'
_chemical_oxdiff_usercomment     'VV51, needle, red'
_shelx_estimated_absorpt_t_max   0.708
_shelx_estimated_absorpt_t_min   0.708
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_shelxl_version_number           2014/7
_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
 B1-F11 \\sim B1-F12 \\sim B1-F13 \\sim B1-F14 \\sim B2-F21 \\sim B2-F22A \\sim
B2-F23A \\sim B2-F24A \\sim B2-
 F22B \\sim B2-F23B \\sim B2-F24B
 with sigma of 0.02
 F11-F12 \\sim F11-F13 \\sim F11-F14 \\sim F12-F13 \\sim F12-F14 \\sim F13-F14
\\sim F21-F22A \\sim F21-
 F23A \\sim F21-F24A \\sim F22A-F23A \\sim F22A-F24A \\sim F23A-F24A \\sim
F21-F22B \\sim F21-F23B ~
 F21-F24B \\sim F22B-F23B \\sim F22B-F24B \\sim F23B-F24B
 with sigma of 0.02
 C91-Cl1 \\sim C91-Cl2 \\sim C92-Cl3 \\sim C92-Cl4
 with sigma of 0.02
 Cl1-Cl2 \\sim Cl3-Cl4
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 B2, B1, F21, F22A, F23A, F24A, F22B, F23B, F24B, F11, F12, F13, F14
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(F22B)=Sof(F23B)=Sof(F24B)=1-FVAR(1)
 Sof(F22A)=Sof(F23A)=Sof(F24A)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C32(H32), C33(H33), C36(H36), C37(H37), C82(H82), C83(H83), C86(H86), C87(H87)
5.b Secondary CH2 refined with riding coordinates:
 C34(H34A,H34B), C35(H35A,H35B), C38(H38A,H38B), C39(H39A,H39B), C84(H84A,
 H84B), C85(H85A,H85B), C88(H88A,H88B), C89(H89A,H89B), C91(H91A,H91B),
 C92(H92A,H92B)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C6(H6), C13(H13), C15(H15), C21(H21), C22(H22), C23(H23),
 C24(H24), C25(H25), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31), C51(H51),
  C54(H54), C56(H56), C63(H63), C65(H65), C71(H71), C72(H72), C73(H73),
 C74(H74), C75(H75), C77(H77), C78(H78), C79(H79), C80(H80), C81(H81)
5.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C17(H17A,H17B,H17C),
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C58(H58A,H58B,H58C), C59(H59A,H59B,
 H59C), C60(H60A,H60B,H60C), C67(H67A,H67B,H67C), C68(H68A,H68B,H68C), C69(H69A,
 H69B,H69C)
;
_shelx_res_checksum              35232
_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 1.399
_oxdiff_exptl_absorpt_empirical_full_min 0.709
_cell_oxdiff_length_a            12.47669(19)
_cell_oxdiff_length_b            15.7562(2)
_cell_oxdiff_length_c            19.5579(3)
_cell_oxdiff_angle_alpha         89.2424(12)
_cell_oxdiff_angle_beta          89.4178(12)
_cell_oxdiff_angle_gamma         89.6008(12)
_cell_oxdiff_volume              3844.17(10)
_cell_oxdiff_measurement_reflns_used 26573