Phosphaalkene-substituted organo-group 15 compounds: synthesis and characterisation of (NHC)P-EtBu<sub>2</sub> (E = P, As, Sb and Bi).
Balmer, Markus; Gottschling, Hannah; von Hänisch, Carsten; Chemical communications (Cambridge, England) 54 (2018) 2659–2661; doi:10.1039/c8cc00899j

data_7121322
_publ_section_title
;
 Phosphaalkene-substituted organo-group 15 compounds: synthesis and
 characterisation of (NHC)P-EtBu<sub>2</sub> (E = P, As, Sb and Bi).
;
_journal_issue                   21
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2659
_journal_page_last               2661
_journal_paper_doi               10.1039/c8cc00899j
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C29 H44 Bi N2 P'
_chemical_formula_sum            'C29 H44 Bi N2 P'
_chemical_formula_weight         660.61
_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_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-09-21
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2017-11-06 deposited with the CCDC.
2018-02-19 downloaded from the CCDC.
;
_cell_angle_alpha                85.580(2)
_cell_angle_beta                 87.360(3)
_cell_angle_gamma                68.332(2)
_cell_formula_units_Z            4
_cell_length_a                   8.5219(7)
_cell_length_b                   10.0762(8)
_cell_length_c                   37.319(3)
_cell_measurement_reflns_used    9924
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      27.13
_cell_measurement_theta_min      2.28
_cell_volume                     2968.7(4)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker PHOTON II'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            80403
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.244
_diffrn_reflns_theta_min         2.179
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.011
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5177
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1367 before and 0.0583 after correction.
The Ratio of minimum to maximum transmission is 0.6944.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_description       needle
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.422
_exptl_crystal_size_mid          0.078
_exptl_crystal_size_min          0.069
_refine_diff_density_max         6.165
_refine_diff_density_min         -3.830
_refine_diff_density_rms         0.179
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     588
_refine_ls_number_reflns         13143
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.141
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0497
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0260P)^2^+29.7780P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1003
_refine_ls_wR_factor_ref         0.1046
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10992
_reflns_number_total             13143
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc00899j2.cif
_cod_data_source_block           Compound4
_cod_depositor_comments
'Adding full bibliography for 7121321--7121324.cif.'
_cod_database_code               7121322
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.682
_shelx_estimated_absorpt_t_min   0.186
_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. Rigid bond restraints
 C4, C5, C9
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
3. Uiso/Uaniso restraints and constraints
C4 \\sim C9 \\sim C5: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
Uanis(N1) = Uanis(N2)
Uanis(C43) = Uanis(C44)
Uanis(C53) = Uanis(C52)
Uanis(C51) = Uanis(C54) = Uanis(C52) = Uanis(C53)
4.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C31(H31A,H31B), C2(H2A,H2B), C32(H32A,H32B)
4.b Me refined with riding coordinates:
 C52(H52A,H52B,H52C)
4.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C44(H44), C17(H17), C15(H15), C6(H6), C37(H37), C46(H46), C35(H35)
4.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C10(H10A,H10B,H10C), C23(H23A,H23B,H23C), C39(H39A,H39B,
 H39C), C50(H50A,H50B,H50C), C49(H49A,H49B,H49C), C12(H12A,H12B,H12C), C19(H19A,
 H19B,H19C), C27(H27A,H27B,H27C), C25(H25A,H25B,H25C), C48(H48A,H48B,H48C),
 C24(H24A,H24B,H24C), C29(H29A,H29B,H29C), C53(H53A,H53B,H53C), C28(H28A,H28B,
 H28C), C11(H11A,H11B,H11C), C20(H20A,H20B,H20C), C58(H58A,H58B,H58C), C56(H56A,
 H56B,H56C), C41(H41A,H41B,H41C), C40(H40A,H40B,H40C), C57(H57A,H57B,H57C),
 C54(H54A,H54B,H54C)
;
_shelx_res_checksum              67995
_olex2_submission_special_instructions 'No special instructions were received'