#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/51/2205125.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2205125 loop_ _publ_author_name 'Dornhaus, Franz' 'Lerner, Hans-Wolfram' 'Bolte, Michael' _publ_section_title ; Diphenylphosphenium bromide ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o448 _journal_page_last o449 _journal_paper_doi 10.1107/S1600536805002151 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac 'C12 H12 P +, Br -' _chemical_formula_moiety 'C12 H12 P +, Br -' _chemical_formula_sum 'C12 H12 Br P' _chemical_formula_weight 267.10 _chemical_name_systematic ; Phosphenium bromide ; _space_group_IT_number 12 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2y' _symmetry_space_group_name_H-M 'C 1 2/m 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 106.097(9) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 16.778(2) _cell_length_b 7.4093(7) _cell_length_c 9.8472(11) _cell_measurement_reflns_used 8625 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25.7 _cell_measurement_theta_min 3.7 _cell_volume 1176.1(2) _computing_cell_refinement X-AREA _computing_data_collection 'X-AREA (Stoe & Cie, 2001)' _computing_data_reduction X-AREA _computing_molecular_graphics 'XP in SHELXTL-Plus (Sheldrick, 1991)' _computing_publication_material 'SHELXL97 and PLATON (Spek, 2003)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device_type 'Stoe IPDS-II two-circle' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0547 _diffrn_reflns_av_sigmaI/netI 0.0662 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 8687 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.82 _diffrn_reflns_theta_min 3.75 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 3.590 _exptl_absorpt_correction_T_max 0.652 _exptl_absorpt_correction_T_min 0.347 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(MULABS; Spek, 2003; Blessing, 1995)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.508 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 536 _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _refine_diff_density_max 0.721 _refine_diff_density_min -0.966 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 77 _refine_ls_number_reflns 1222 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.079 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0406 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0516P)^2^+0.2407P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0948 _refine_ls_wR_factor_ref 0.0961 _reflns_number_gt 1139 _reflns_number_total 1222 _reflns_threshold_expression I>2\s(I) _cod_data_source_file nc6019.cif _cod_data_source_block I _cod_original_sg_symbol_H-M 'C 2/m' _cod_database_code 2205125 _cod_database_fobs_code 2205125 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol Br1 0.67978(2) 0.0000 0.05208(4) 0.03570(19) Uani d S 1 Br P1 0.67732(5) 0.5000 0.12615(9) 0.0289(2) Uani d S 1 P H1 0.6796(16) 0.370(6) 0.057(3) 0.043(10) Uiso d . 1 H C1 0.5792(2) 0.5000 0.1659(3) 0.0292(7) Uani d S 1 C C2 0.54135(17) 0.3363(4) 0.1793(3) 0.0369(6) Uani d . 1 C H2 0.5672 0.2254 0.1680 0.044 Uiso calc R 1 H C3 0.46499(17) 0.3376(4) 0.2097(3) 0.0393(6) Uani d . 1 C H3 0.4381 0.2273 0.2190 0.047 Uiso calc R 1 H C4 0.4288(2) 0.5000 0.2263(4) 0.0409(9) Uani d S 1 C H4 0.3776 0.5000 0.2497 0.049 Uiso calc SR 1 H C5 0.7611(2) 0.5000 0.2847(4) 0.0345(8) Uani d S 1 C C6 0.7923(2) 0.3378(5) 0.3462(4) 0.0598(10) Uani d . 1 C H6 0.7697 0.2267 0.3047 0.072 Uiso calc R 1 H C7 0.8572(3) 0.3398(6) 0.4694(4) 0.0702(12) Uani d . 1 C H7 0.8793 0.2292 0.5126 0.084 Uiso calc R 1 H C8 0.8897(3) 0.5000 0.5292(5) 0.0581(13) Uani d S 1 C H8 0.9349 0.5000 0.6125 0.070 Uiso calc SR 1 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Br1 0.0319(3) 0.0345(3) 0.0434(3) 0.000 0.01500(18) 0.000 P1 0.0204(4) 0.0409(5) 0.0245(4) 0.000 0.0048(3) 0.000 C1 0.0182(15) 0.046(2) 0.0211(15) 0.000 0.0010(12) 0.000 C2 0.0273(12) 0.0494(16) 0.0332(14) -0.0005(10) 0.0067(10) -0.0028(11) C3 0.0305(14) 0.0521(16) 0.0367(14) -0.0074(11) 0.0116(11) -0.0011(12) C4 0.0247(17) 0.068(3) 0.0292(18) 0.000 0.0055(14) 0.000 C5 0.0186(16) 0.061(2) 0.0238(17) 0.000 0.0061(13) 0.000 C6 0.054(2) 0.070(2) 0.0421(18) 0.0254(17) -0.0097(15) -0.0180(15) C7 0.064(2) 0.088(3) 0.0428(19) 0.038(2) -0.0122(16) -0.0107(17) C8 0.037(2) 0.105(4) 0.028(2) 0.000 0.0021(18) 0.000 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle C5 P1 C1 . . 110.89(15) C5 P1 H1 . . 111.1(14) C1 P1 H1 . . 107.7(13) C2 C1 C2 . 6_565 121.2(3) C2 C1 P1 . . 119.39(16) C2 C1 P1 6_565 . 119.39(16) C1 C2 C3 . . 119.0(3) C1 C2 H2 . . 120.5 C3 C2 H2 . . 120.5 C4 C3 C2 . . 119.5(3) C4 C3 H3 . . 120.2 C2 C3 H3 . . 120.2 C3 C4 C3 6_565 . 121.7(3) C3 C4 H4 6_565 . 119.2 C3 C4 H4 . . 119.2 C6 C5 C6 6_565 . 120.9(4) C6 C5 P1 6_565 . 119.6(2) C6 C5 P1 . . 119.6(2) C5 C6 C7 . . 119.0(4) C5 C6 H6 . . 120.5 C7 C6 H6 . . 120.5 C8 C7 C6 . . 120.5(4) C8 C7 H7 . . 119.8 C6 C7 H7 . . 119.8 C7 C8 C7 . 6_565 120.2(4) C7 C8 H8 . . 119.9 C7 C8 H8 6_565 . 119.9 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance P1 C5 . 1.788(4) P1 C1 . 1.795(3) P1 H1 . 1.19(4) C1 C2 . 1.392(3) C1 C2 6_565 1.392(3) C2 C3 . 1.394(4) C2 H2 . 0.9500 C3 C4 . 1.378(4) C3 H3 . 0.9500 C4 C3 6_565 1.378(4) C4 H4 . 0.9500 C5 C6 6_565 1.382(4) C5 C6 . 1.382(4) C6 C7 . 1.388(5) C6 H6 . 0.9500 C7 C8 . 1.369(5) C7 H7 . 0.9500 C8 C7 6_565 1.369(5) C8 H8 . 0.9500 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA P1 H1 Br1 . 1.19(4) 2.74(4) 3.7782(4) 145(2) P1 H1 Br1 7_655 1.19(4) 3.01(3) 3.3410(10) 95.8(18) loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion C5 P1 C1 C2 . . -90.8(2) C5 P1 C1 C2 . 6_565 90.8(2) C2 C1 C2 C3 6_565 . -1.3(5) P1 C1 C2 C3 . . -179.8(2) C1 C2 C3 C4 . . -0.2(4) C2 C3 C4 C3 . 6_565 1.8(6) C1 P1 C5 C6 . 6_565 -89.1(3) C1 P1 C5 C6 . . 89.1(3) C6 C5 C6 C7 6_565 . -1.6(7) P1 C5 C6 C7 . . -179.8(3) C5 C6 C7 C8 . . 0.1(7) C6 C7 C8 C7 . 6_565 1.3(8) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139067433