#------------------------------------------------------------------------------ #$Date: 2015-04-02 12:22:18 +0100 (Thu, 02 Apr 2015) $ #$Revision: 134621 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/30/2003057.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_2003057 loop_ _publ_author_name 'Cho, Ching-Sheng' 'Dr Liau, Wen-Bin' 'Dr Chen, Leo-Wang' _publ_section_title ; Single-crystal structure analysis of a novel aryl phosphinate diglycidyl ether ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 525 _journal_page_last 529 _journal_paper_doi 10.1107/S010876819900018X _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C24 H21 O6 P ' _chemical_formula_sum 'C24 H21 O6 P' _chemical_formula_weight 436.40 _chemical_name_systematic ? _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _cell_angle_alpha 80.05(3) _cell_angle_beta 71.38(2) _cell_angle_gamma 76.69(3) _cell_formula_units_Z 2 _cell_length_a 8.507(3) _cell_length_b 10.613(4) _cell_length_c 12.457(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 295 _cell_measurement_theta_max 10.94 _cell_measurement_theta_min 7.43 _cell_volume 1031.2(6) _computing_cell_refinement CAD4-express _computing_data_collection CAD4-express _computing_data_reduction 'NRCVAX DATRD2' _computing_molecular_graphics 'NRCVAX ORTEP' _computing_publication_material 'NRCVAX TABLES' _computing_structure_refinement 'NRCVAX LSTSQ' _computing_structure_solution 'NRCVAX SOLVER' _diffrn_ambient_temperature 295 _diffrn_measurement_device 'Enraf-Nonius CAD4 ' _diffrn_measurement_method 'Theta/2theta scan b/P/b ' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'xray tube' _diffrn_radiation_type 'Molybdenum K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.010 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 3632 _diffrn_reflns_theta_max 24.92 _diffrn_reflns_theta_min 0.00 _diffrn_standards_decay_% 0.0 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.17 _exptl_absorpt_correction_T_max 0.9528 _exptl_absorpt_correction_T_min 0.9178 _exptl_absorpt_correction_type empirical _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.406 _exptl_crystal_description block _exptl_crystal_F_000 456.37 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.20 _refine_diff_density_max 4.30 _refine_diff_density_min -2.50 _refine_ls_extinction_coef 6E2(2) _refine_ls_extinction_method Larson _refine_ls_goodness_of_fit_obs 1.48 _refine_ls_matrix_type atomblock _refine_ls_number_parameters 299 _refine_ls_number_reflns 3619 _refine_ls_R_factor_all 0.063 _refine_ls_R_factor_obs 0.063 _refine_ls_shift/esd_max 0.010 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/(\s^2^(F)+0.0004F^2^)' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.057 _refine_ls_wR_factor_obs 0.057 _reflns_number_observed 2634 _reflns_number_total 3619 _reflns_observed_criterion 'Inet > 2.0\s(Inet)' _[local]_cod_data_source_file oa0018.cif _[local]_cod_data_source_block I _[local]_cod_chemical_formula_sum_orig 'C24 H21 O6 P ' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value '1/(\s^2^(F)+0.0004F^2^)' 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^(F)+0.0004F^2^)'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1031.1(6) _cod_database_code 2003057 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z 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 _atom_site_aniso_type_symbol P 0.0412(3) 0.0364(3) 0.0391(3) -0.0121(2) -0.0130(2) -0.0002(2) P O1 0.0743(10) 0.0405(8) 0.0379(8) -0.0217(7) -0.0088(7) -0.0040(6) O O2 0.0481(8) 0.0549(9) 0.0510(9) -0.0146(7) -0.0224(7) 0.0055(7) O O3 0.0507(9) 0.0657(11) 0.0572(10) 0.0032(8) -0.0131(8) 0.0085(8) O O4 0.0670(12) 0.0783(13) 0.0946(14) -0.0305(10) 0.0007(11) 0.0164(11) O O5 0.1186(17) 0.0961(16) 0.0604(12) -0.0238(13) 0.0043(12) -0.0105(11) O O6 0.0883(14) 0.0970(15) 0.0603(12) -0.0291(11) 0.0048(10) -0.0101(10) O C1 0.0392(11) 0.0353(11) 0.0444(11) -0.0073(9) -0.0152(9) -0.0050(9) C C2 0.0719(16) 0.0387(12) 0.0527(13) -0.0134(11) -0.0194(12) -0.0028(10) C C3 0.099(2) 0.0427(14) 0.0630(16) -0.0160(13) -0.0282(15) -0.0115(12) C C4 0.0859(18) 0.0595(15) 0.0453(13) -0.0144(13) -0.0198(13) -0.0151(11) C C5 0.0646(14) 0.0485(13) 0.0425(12) -0.0173(11) -0.0144(11) -0.0037(10) C C6 0.0377(10) 0.0398(11) 0.0400(11) -0.0080(9) -0.0113(9) -0.0043(9) C C7 0.0376(10) 0.0350(11) 0.0431(11) -0.0076(8) -0.0113(9) -0.0032(9) C C8 0.0629(14) 0.0487(13) 0.0433(13) -0.0169(11) -0.0035(11) -0.0022(10) C C9 0.0806(17) 0.0437(13) 0.0584(15) -0.0246(12) -0.0047(13) 0.0039(11) C C10 0.0649(15) 0.0352(12) 0.0643(15) -0.0179(11) -0.0103(12) -0.0046(11) C C11 0.0493(12) 0.0383(12) 0.0497(12) -0.0093(10) -0.0133(10) -0.0090(10) C C12 0.0358(10) 0.0361(11) 0.0417(11) -0.0087(8) -0.0118(9) -0.0004(9) C C13 0.0410(11) 0.0406(11) 0.0434(11) -0.0080(9) -0.0104(9) -0.0070(9) C C14 0.0454(12) 0.0499(13) 0.0450(12) -0.0029(10) -0.0104(10) -0.0082(10) C C15 0.0393(12) 0.0772(17) 0.0623(15) -0.0032(11) -0.0135(11) -0.0104(13) C C16 0.0391(13) 0.0768(18) 0.0762(17) -0.0129(12) -0.0038(12) -0.0190(14) C C17 0.0519(13) 0.0536(14) 0.0598(15) -0.0212(11) 0.0015(11) -0.0077(11) C C18 0.0477(12) 0.0452(13) 0.0519(13) -0.0114(10) -0.0099(10) -0.0025(10) C C19 0.0677(16) 0.0687(17) 0.0514(14) 0.0185(13) -0.0109(12) -0.0065(13) C C20 0.088(2) 0.0664(17) 0.0721(18) 0.0075(15) -0.0336(16) -0.0075(14) C C21 0.081(2) 0.097(2) 0.095(2) 0.0012(18) -0.0298(18) 0.0199(19) C C22 0.094(2) 0.0631(18) 0.0715(18) -0.0211(16) 0.0090(16) -0.0011(14) C C23 0.061(3) 0.067(3) 0.055(2) -0.021(2) -0.012(2) 0.001(2) C C24 0.071(3) 0.103(4) 0.076(3) -0.005(3) -0.012(3) 0.024(3) C C23' 0.054(4) 0.086(5) 0.071(4) -0.020(3) -0.022(3) 0.025(4) C C24' 0.061(4) 0.066(4) 0.061(4) -0.023(3) -0.005(3) -0.010(3) C loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_type_symbol P 0.91830(7) 0.72952(5) 0.42866(4) 0.0383(3) Uani ? . P O1 0.9139(2) 0.88184(13) 0.41924(11) 0.0509(10) Uani ? . O O2 1.01965(18) 0.65441(14) 0.50183(12) 0.0500(9) Uani ? . O O3 0.62925(19) 0.88473(16) 0.34941(13) 0.0628(10) Uani ? . O O4 0.4335(2) 0.50935(19) 0.70245(17) 0.0863(13) Uani ? . O O5 0.6501(3) 1.0762(2) 0.13093(17) 0.0982(17) Uani ? . O O6 0.3526(3) 0.3511(2) 0.93426(15) 0.0861(14) Uani ? . O C1 0.9910(2) 0.69429(19) 0.28446(17) 0.0388(11) Uani ? . C C2 0.9979(3) 0.5676(2) 0.26422(19) 0.0539(15) Uani ? . C C3 1.0522(4) 0.5342(2) 0.1545(2) 0.0658(18) Uani ? . C C4 1.0977(3) 0.6271(2) 0.0647(2) 0.0621(17) Uani ? . C C5 1.0911(3) 0.7526(2) 0.08321(18) 0.0512(14) Uani ? . C C6 1.0400(2) 0.78933(19) 0.19331(17) 0.0390(11) Uani ? . C C7 1.0431(2) 0.92132(19) 0.21477(17) 0.0387(11) Uani ? . C C8 1.1068(3) 1.0145(2) 0.12615(18) 0.0537(14) Uani ? . C C9 1.1138(3) 1.1359(2) 0.1470(2) 0.0637(16) Uani ? . C C10 1.0608(3) 1.1689(2) 0.2571(2) 0.0555(14) Uani ? . C C11 0.9971(3) 1.0809(2) 0.34569(18) 0.0453(12) Uani ? . C C12 0.9875(2) 0.96034(19) 0.32373(17) 0.0379(11) Uani ? . C C13 0.7009(3) 0.7147(2) 0.48413(17) 0.0417(12) Uani ? . C C14 0.5772(3) 0.7927(2) 0.43766(18) 0.0481(12) Uani ? . C C15 0.4131(3) 0.7708(3) 0.4793(2) 0.0609(16) Uani ? . C C16 0.3723(3) 0.6749(3) 0.5663(2) 0.0655(16) Uani ? . C C17 0.4916(3) 0.5992(2) 0.6148(2) 0.0573(14) Uani ? . C C18 0.6568(3) 0.6177(2) 0.57315(19) 0.0492(13) Uani ? . C C19 0.5078(3) 0.9919(3) 0.3251(2) 0.0695(16) Uani ? . C C20 0.5989(4) 1.0917(3) 0.2456(2) 0.0769(19) Uani ? . C C21 0.5268(4) 1.1872(3) 0.1737(3) 0.097(2) Uani ? . C C22 0.5480(4) 0.4195(3) 0.7485(3) 0.084(2) Uani ? . C C23 0.4298(5) 0.3256(4) 0.8195(3) 0.061(3) Uani ? . C C24 0.4840(6) 0.2380(6) 0.9056(4) 0.092(4) Uani ? . C C23' 0.4999(8) 0.3175(7) 0.8488(6) 0.072(4) Uani ? . C C24' 0.3475(8) 0.2776(6) 0.8532(5) 0.063(4) Uani ? . C H2 0.964 0.503 0.328 0.0657 Uiso ? . H H3 1.060 0.445 0.141 0.0764 Uiso ? . H H4 1.135 0.604 -0.013 0.0735 Uiso ? . H H5 1.121 0.817 0.019 0.0623 Uiso ? . H H8 1.146 0.992 0.049 0.0621 Uiso ? . H H9 1.158 1.199 0.084 0.0698 Uiso ? . H H10 1.069 1.254 0.272 0.0634 Uiso ? . H H11 0.959 1.103 0.424 0.0565 Uiso ? . H H15 0.328 0.825 0.446 0.0693 Uiso ? . H H16 0.257 0.659 0.595 0.0729 Uiso ? . H H18 0.743 0.563 0.605 0.0587 Uiso ? . H H19a 0.459 0.990 0.274 0.0935 Uiso ? . H H19b 0.434 1.029 0.395 0.0708 Uiso ? . H H20 0.684 1.119 0.274 0.0865 Uiso ? . H H21a 0.547 1.273 0.143 0.0988 Uiso ? . H H21b 0.414 1.188 0.176 0.0988 Uiso ? . H H22a 0.634 0.378 0.687 0.0848 Uiso ? . H H22b 0.589 0.467 0.792 0.0848 Uiso ? . H H23 0.366 0.295 0.781 0.0685 Uiso ? . H H24a 0.464 0.150 0.926 0.0914 Uiso ? . H H24b 0.599 0.232 0.913 0.0914 Uiso ? . H H23' 0.591 0.247 0.867 0.0807 Uiso ? . H H24'a 0.331 0.190 0.869 0.0736 Uiso ? . H H24'b 0.293 0.318 0.793 0.0736 Uiso ? . H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 'International Tables Vol. IV Table 2.2B' H ? 0.000 0.000 'International Tables Vol. IV Table 2.2B' O ? 0.008 0.006 'International Tables Vol. IV Table 2.2B' P ? 0.090 0.095 'International Tables Vol. IV Table 2.2B' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 4 1 0 0 5 0 0 -1 5 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 O1 P O2 111.96(9) yes O1 P C1 103.87(9) yes O1 P C13 104.14(9) yes O2 P C1 115.46(9) yes O2 P C13 112.41(9) yes C1 P C13 108.07(10) yes P O1 C12 127.02(13) yes C14 O3 C19 118.50(18) yes C17 O4 C22 119.2(2) yes C20 O5 C21 59.49(19) yes C23 O6 C24 59.3(3) yes C23 O6 C23' 32.2(3) yes C23 O6 C24' 37.8(3) yes C24 O6 C23' 41.7(3) yes C24 O6 C24' 61.5(4) yes C23' O6 C24' 62.3(4) yes P C1 C2 117.50(16) yes P C1 C6 122.00(15) yes C2 C1 C6 120.51(19) yes C1 C2 C3 120.4(2) yes C2 C3 C4 119.6(2) yes C3 C4 C5 120.8(2) yes C4 C5 C6 121.2(2) yes C1 C6 C5 117.53(18) yes C1 C6 C7 120.62(18) yes C5 C6 C7 121.81(18) yes C6 C7 C8 121.96(18) yes C6 C7 C12 122.35(17) yes C8 C7 C12 115.67(18) yes C7 C8 C9 121.7(2) yes C8 C9 C10 120.4(2) yes C9 C10 C11 119.6(2) yes C10 C11 C12 119.6(2) yes O1 C12 C7 122.51(17) yes O1 C12 C11 114.45(18) yes C7 C12 C11 123.02(18) yes P C13 C14 122.03(16) yes P C13 C18 118.26(16) yes C14 C13 C18 119.64(19) yes O3 C14 C13 116.71(19) yes O3 C14 C15 123.9(2) yes C13 C14 C15 119.4(2) yes C14 C15 C16 120.2(2) yes C15 C16 C17 121.2(2) yes O4 C17 C16 115.3(2) yes O4 C17 C18 125.2(2) yes C16 C17 C18 119.5(2) yes C13 C18 C17 120.0(2) yes O3 C19 C20 108.1(2) yes O5 C20 C19 116.8(3) yes O5 C20 C21 62.3(2) yes C19 C20 C21 123.4(3) yes O5 C21 C20 58.26(19) yes O4 C22 C23 98.6(3) yes O4 C22 C23' 124.6(3) yes C23 C22 C23' 29.3(3) yes O6 C23 C22 114.2(3) yes O6 C23 C24 61.5(3) yes O6 C23 C23' 71.4(6) yes O6 C23 C24' 69.9(5) yes C22 C23 C24 116.7(4) yes C22 C23 C23' 73.9(6) yes C22 C23 C24' 169.4(6) yes C24 C23 C23' 43.7(6) yes C24 C23 C24' 73.9(5) yes C23' C23 C24' 116.6(8) yes O6 C24 C23 59.2(3) yes O6 C24 C23' 65.6(5) yes O6 C24 C24' 57.5(3) yes C23 C24 C23' 32.1(4) yes C23 C24 C24' 37.0(3) yes C23' C24 C24' 68.6(5) yes O6 C23' C22 117.7(5) yes O6 C23' C23 76.4(6) yes O6 C23' C24 72.7(5) yes O6 C23' C24' 59.4(4) yes C22 C23' C23 76.8(6) yes C22 C23' C24 169.2(8) yes C22 C23' C24' 111.3(5) yes C23 C23' C24 104.3(8) yes C23 C23' C24' 34.5(5) yes C24 C23' C24' 70.6(6) yes O6 C24' C23 72.3(5) yes O6 C24' C24 61.0(4) yes O6 C24' C23' 58.3(4) yes C23 C24' C24 69.2(5) yes C23 C24' C23' 28.9(4) yes C24 C24' C23' 40.8(4) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag P O1 1.5932(16) yes P O2 1.4641(15) yes P C1 1.779(2) yes P C13 1.790(2) yes O1 C12 1.387(2) yes O3 C14 1.370(3) yes O3 C19 1.412(3) yes O4 C17 1.363(3) yes O4 C22 1.389(4) yes O5 C20 1.381(3) yes O5 C21 1.437(4) yes O6 C23 1.415(4) yes O6 C24 1.447(6) yes O6 C23' 1.380(7) yes O6 C24' 1.395(7) yes C1 C2 1.395(3) yes C1 C6 1.406(3) yes C2 C3 1.376(3) yes C3 C4 1.375(4) yes C4 C5 1.377(3) yes C5 C6 1.395(3) yes C6 C7 1.478(3) yes C7 C8 1.406(3) yes C7 C12 1.390(3) yes C8 C9 1.376(3) yes C9 C10 1.381(4) yes C10 C11 1.371(3) yes C11 C12 1.379(3) yes C13 C14 1.396(3) yes C13 C18 1.396(3) yes C14 C15 1.384(3) yes C15 C16 1.369(4) yes C16 C17 1.375(4) yes C17 C18 1.382(3) yes C19 C20 1.494(4) yes C20 C21 1.399(4) yes C22 C23 1.541(5) yes C22 C23' 1.520(7) yes C23 C24 1.415(6) yes C23 C23' .776(8) yes C23 C24' .910(7) yes C24 C23' 1.008(8) yes C24 C24' 1.455(8) yes C23' C24' 1.436(9) yes