#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/61/2006143.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_2006143 loop_ _publ_author_name 'Meehan, Paul R.' 'Alyea, Elmer C.' 'Ferguson, George' _publ_section_title ; 5-Phenyldibenzophosphole, Polymorph 2 ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first IUC9700001 _journal_paper_doi 10.1107/S0108270197099526 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C18 H13 P ' _chemical_formula_sum 'C18 H13 P' _chemical_formula_weight 260.25 _chemical_name_systematic ; 5-Phenyldibenzophosphole ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.0178(6) _cell_length_b 28.449(3) _cell_length_c 8.0272(9) _cell_measurement_reflns_used 25 _cell_measurement_temperature 294.0(10) _cell_measurement_theta_max 18.35 _cell_measurement_theta_min 10.24 _cell_volume 1374.3(3) _computing_cell_refinement 'SET4 & CELDIM (Enraf-Nonius, 1992)' _computing_data_collection 'CAD4 (Enraf-Nonius, 1992)' _computing_data_reduction 'DATRD2 in NRCVAX96 (Gabe, Le Page, Charland, Lee & White, 1989)' _computing_molecular_graphics 'NRCVAX96, ORTEP (Johnson, 1976), PLATON (Spek, 1996a), PLUTON (Spek 1996b)' _computing_publication_material 'NRCVAX96, SHELXL93 and WordPerfect macro PRPCIF97 (Ferguson, 1997)' _computing_structure_refinement 'NRCVAX96 and SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1986)' _diffrn_ambient_temperature 294.0(10) _diffrn_measured_fraction_theta_full 1.0 _diffrn_measured_fraction_theta_max 1.0 _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type 'Molybdenum K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.007 _diffrn_reflns_av_sigmaI/netI 0.0523 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_k_min 36 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min 10 _diffrn_reflns_number 3400 _diffrn_reflns_theta_full 27.40 _diffrn_reflns_theta_max 27.40 _diffrn_reflns_theta_min 2.63 _diffrn_standards_decay_% 1.8 _diffrn_standards_interval_time 720 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.182 _exptl_absorpt_correction_T_max 0.9513 _exptl_absorpt_correction_T_min 0.9077 _exptl_absorpt_correction_type 'psi-scan (North, Phillips & Mathews, 1968)' _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.258 _exptl_crystal_density_meas ? _exptl_crystal_description needle _exptl_crystal_F_000 544 _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.194 _refine_diff_density_min -0.202 _refine_ls_abs_structure_details 'Flack (1983), 1406 Friedel pairs' _refine_ls_abs_structure_Flack -0.21(16) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 0.971 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 172 _refine_ls_number_reflns 3106 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.971 _refine_ls_restrained_S_obs 1.090 _refine_ls_R_factor_all 0.0909 _refine_ls_R_factor_gt 0.0495 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0850P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1473 _refine_ls_wR_factor_ref 0.1297 _reflns_number_gt 1965 _reflns_number_total 3106 _reflns_threshold_expression >2\s(I) _cod_data_source_file qa0001.cif _cod_data_source_block 9706 _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w=1/[\s^2^(Fo^2^)+(0.0850P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w=1/[\s^2^(Fo^2^)+(0.0850P)^2^] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2006143 _cod_database_fobs_code 2006143 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' 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_disorder_group _atom_site_type_symbol P1 .14796(13) .63382(3) .03986(12) .0573(3) Uani d . 1 . P C11 -.0484(5) .67399(9) .1385(4) .0501(8) Uani d . 1 . C C12 -.0262(6) .69591(11) .2924(5) .0653(10) Uani d . 1 . C C13 -.1881(6) .72819(12) .3393(5) .0720(10) Uani d . 1 . C C14 -.3654(6) .73889(11) .2373(5) .0657(9) Uani d . 1 . C C15 -.3858(5) .71681(11) .0848(4) .0572(8) Uani d . 1 . C C16 -.2286(5) .68410(10) .0365(4) .0481(7) Uani d . 1 . C C21 -.0369(5) .62960(11) -.1370(4) .0529(8) Uani d . 1 . C C22 -.0066(7) .60223(13) -.2821(5) .0712(10) Uani d . 1 . C C23 -.1610(8) .60490(14) -.4080(5) .0824(12) Uani d . 1 . C C24 -.3458(7) .63335(13) -.3922(4) .0779(10) Uani d . 1 . C C25 -.3787(6) .65957(11) -.2511(4) .0625(9) Uani d . 1 . C C26 -.2245(5) .65757(10) -.1230(4) .0500(7) Uani d . 1 . C C31 .0965(5) .57929(10) .1540(4) .0488(7) Uani d . 1 . C C32 -.0996(5) .55333(11) .1421(4) .0545(8) Uani d . 1 . C C33 -.1245(6) .51186(12) .2286(5) .0709(10) Uani d . 1 . C C34 .0407(8) .49603(14) .3293(6) .0827(13) Uani d . 1 . C C35 .2334(8) .52023(15) .3454(6) .0857(13) Uani d . 1 . C C36 .2631(6) .56141(14) .2563(5) .0720(11) Uani d . 1 . C H12 .0934 .68921 .3618 .078 Uiso calc R 1 . H H13 -.1765 .74297 .4423 .086 Uiso calc R 1 . H H14 -.4707 .76085 .2710 .079 Uiso calc R 1 . H H15 -.5046 .72391 .0151 .069 Uiso calc R 1 . H H22 .1164 .58264 -.2923 .085 Uiso calc R 1 . H H23 -.1409 .58738 -.5046 .099 Uiso calc R 1 . H H24 -.4490 .63474 -.4783 .093 Uiso calc R 1 . H H25 -.5037 .67859 -.2413 .075 Uiso calc R 1 . H H32 -.2148 .56415 .0749 .065 Uiso calc R 1 . H H33 -.2551 .49461 .2181 .085 Uiso calc R 1 . H H34 .0212 .46817 .3881 .099 Uiso calc R 1 . H H35 .3448 .50926 .4157 .103 Uiso calc R 1 . H H36 .3972 .57747 .2650 .086 Uiso calc R 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 P1 .0480(4) .0554(5) .0685(6) -.0030(4) .0073(4) -.0004(5) C11 .054(2) .0365(15) .060(2) -.0093(13) .003(2) .0014(15) C12 .077(2) .057(2) .063(2) -.006(2) -.015(2) -.004(2) C13 .101(3) .060(2) .056(2) .001(2) .005(2) -.009(2) C14 .078(2) .055(2) .064(2) .006(2) .011(2) .003(2) C15 .061(2) .051(2) .059(2) .0021(15) .006(2) .007(2) C16 .050(2) .0443(15) .050(2) -.0053(13) .005(2) .006(2) C21 .066(2) .045(2) .048(2) -.0020(15) .011(2) .002(2) C22 .090(2) .067(2) .057(2) .012(2) .019(2) -.002(2) C23 .132(4) .074(2) .042(2) .005(3) .015(3) -.003(2) C24 .112(3) .075(2) .047(2) -.004(3) -.008(2) .008(2) C25 .074(2) .060(2) .053(2) .003(2) .000(2) .006(2) C26 .058(2) .0444(15) .048(2) -.0047(14) .0053(15) .008(2) C31 .048(2) .054(2) .044(2) .0091(13) .0016(14) -.0083(15) C32 .060(2) .057(2) .047(2) .0028(14) -.003(2) -.001(2) C33 .083(2) .055(2) .075(3) -.001(2) .017(2) .003(2) C34 .111(3) .065(2) .072(3) .029(2) .030(3) .022(2) C35 .092(3) .094(3) .070(3) .042(3) -.003(2) .021(3) C36 .056(2) .089(3) .071(3) .020(2) -.010(2) -.007(2) 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 -9 0 0 -12 2 1 9 3 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C11 P1 C21 89.08(15) yes C11 P1 C31 101.79(14) yes C21 P1 C31 103.49(14) yes P1 C11 C12 127.2(3) no P1 C11 C16 112.3(2) no C12 C11 C16 120.4(3) no C11 C12 C13 118.0(3) no C12 C13 C14 121.8(3) no C13 C14 C15 119.7(3) no C14 C15 C16 119.6(3) no C11 C16 C15 120.5(3) no C11 C16 C26 113.0(3) no C15 C16 C26 126.5(3) no P1 C21 C22 127.2(3) no P1 C21 C26 113.5(2) no C22 C21 C26 119.3(3) no C21 C22 C23 119.2(3) no C22 C23 C24 120.6(3) no C23 C24 C25 120.7(4) no C24 C25 C26 119.6(3) no C16 C26 C21 112.0(3) no C16 C26 C25 127.4(3) no C21 C26 C25 120.6(3) no P1 C31 C32 123.9(2) no P1 C31 C36 118.9(3) no C32 C31 C36 117.1(3) no C31 C32 C33 120.7(3) no C32 C33 C34 120.3(3) no C33 C34 C35 121.0(4) no C34 C35 C36 119.4(4) no C31 C36 C35 121.4(4) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag P1 C11 . 1.825(3) yes P1 C21 . 1.808(3) yes P1 C31 . 1.828(3) yes C11 C12 . 1.390(5) no C11 C16 . 1.389(4) no C12 C13 . 1.391(5) no C13 C14 . 1.378(5) no C14 C15 . 1.382(5) no C15 C16 . 1.383(4) no C16 C26 . 1.486(4) no C21 C22 . 1.412(5) no C21 C26 . 1.386(4) no C22 C23 . 1.375(6) no C23 C24 . 1.381(5) no C24 C25 . 1.371(5) no C25 C26 . 1.386(5) no C31 C32 . 1.396(4) no C31 C36 . 1.392(4) no C32 C33 . 1.377(5) no C33 C34 . 1.358(5) no C34 C35 . 1.355(6) no C35 C36 . 1.384(5) no 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 _geom_torsion_publ_flag C21 P1 C11 C16 -3.2(2) no C31 P1 C11 C16 -106.8(2) no C21 P1 C11 C12 -179.1(3) no C31 P1 C11 C12 77.3(3) no C16 C11 C12 C13 -0.4(5) no P1 C11 C12 C13 175.2(3) no C11 C12 C13 C14 -0.6(5) no C12 C13 C14 C15 0.7(5) no C13 C14 C15 C16 0.2(5) no C14 C15 C16 C11 -1.2(4) no C14 C15 C16 C26 -179.5(3) no C12 C11 C16 C15 1.3(4) no P1 C11 C16 C15 -174.9(2) no C12 C11 C16 C26 179.8(3) no P1 C11 C16 C26 3.6(3) no C11 P1 C21 C26 2.1(2) no C31 P1 C21 C26 104.0(2) no C11 P1 C21 C22 -178.9(3) no C31 P1 C21 C22 -77.0(3) no C26 C21 C22 C23 1.7(5) no P1 C21 C22 C23 -177.2(3) no C21 C22 C23 C24 -1.1(6) no C22 C23 C24 C25 0.2(6) no C23 C24 C25 C26 0.1(5) no C22 C21 C26 C25 -1.4(5) no P1 C21 C26 C25 177.7(2) no C22 C21 C26 C16 -179.6(3) no P1 C21 C26 C16 -0.5(3) no C24 C25 C26 C21 0.5(5) no C24 C25 C26 C16 178.4(3) no C15 C16 C26 C21 176.3(3) no C11 C16 C26 C21 -2.0(4) no C15 C16 C26 C25 -1.7(5) no C11 C16 C26 C25 180.0(3) no C21 P1 C31 C36 154.7(3) no C11 P1 C31 C36 -113.4(3) no C21 P1 C31 C32 -23.6(3) no C11 P1 C31 C32 68.3(3) no C32 C31 C36 C35 -1.5(5) no P1 C31 C36 C35 -179.9(3) no C31 C36 C35 C34 1.9(6) no C36 C35 C34 C33 -0.7(7) no C35 C34 C33 C32 -0.7(6) no C34 C33 C32 C31 1.1(5) no C36 C31 C32 C33 0.0(5) no P1 C31 C32 C33 178.3(3) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 226719 2 PubChem 258370