#------------------------------------------------------------------------------ #$Date: 2015-04-02 14:22:18 +0300 (Thu, 02 Apr 2015) $ #$Revision: 134621 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/83/2008336.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_2008336 loop_ _publ_author_name 'Ng, Seik Weng' _publ_contact_author ; Assoc. Prof. Seik Weng Ng Institute of Postgraduate Studies and Research University of Malaya 50603 Kuala Lumpur Malaysia ; _publ_section_title ; 3-Triphenylphosphoniopropionate dihydrate ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 646 _journal_page_last 648 _journal_paper_doi 10.1107/S0108270198014887 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C~21~H~19~O~2~P. 2H~2~O' _chemical_formula_sum 'C21 H23 O4 P' _chemical_formula_weight 370.36 _chemical_name_systematic ; Triphenylphosphoniopropionate dihydrate ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 98.738(9) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 9.1250(7) _cell_length_b 12.7690(10) _cell_length_c 16.428(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 10.0 _cell_measurement_theta_min 8.0 _cell_volume 1891.9(3) _computing_cell_refinement 'CELDIM (Enraf-Nonius, 1988)' _computing_data_collection 'CAD-4/PC (Kretschmar, 1994)' _computing_data_reduction 'XCAD4 (Harms, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997b)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997a)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full 0.953 _diffrn_measured_fraction_theta_max 0.953 _diffrn_measurement_device_type 'Enraf-Nonius CAD-4 diffractometer' _diffrn_measurement_method '\w scans' _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 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0743 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 3547 _diffrn_reflns_theta_full 24.98 _diffrn_reflns_theta_max 24.98 _diffrn_reflns_theta_min 2.03 _diffrn_standards_decay_% none _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.168 _exptl_absorpt_correction_T_max 0.935 _exptl_absorpt_correction_T_min 0.897 _exptl_absorpt_correction_type '\y scans (North et al., 1968)' _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.300 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 784 _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.18 _refine_diff_density_max 0.275 _refine_diff_density_min -0.517 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 235 _refine_ls_number_reflns 3325 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.019 _refine_ls_R_factor_all 0.1303 _refine_ls_R_factor_gt 0.0729 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1116P)^2^+0.5426P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.2145 _reflns_number_gt 1950 _reflns_number_total 3325 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file da1039.cif _[local]_cod_data_source_block da1039 _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' 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: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.1116P)^2^+0.5426P] 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^)+(0.1116P)^2^+0.5426P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1892.0(3) _cod_database_code 2008336 _cod_database_fobs_code 2008336 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, 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_assembly _atom_site_disorder_group _atom_site_type_symbol P1 0.14770(10) 0.55086(8) 0.74379(7) 0.0350(3) Uani d . 1 . . P O1 -0.2604(5) 0.4167(5) 0.5256(3) 0.114(2) Uani d . 1 . . O O2 -0.0398(5) 0.3561(3) 0.5165(2) 0.0810(10) Uani d . 1 . . O O3 -0.4120(10) 0.5819(9) 0.5106(6) 0.242(4) Uani d . 1 . . O O4 0.2355(7) 0.2782(8) 0.5185(3) 0.195(4) Uani d . 1 . . O C1 0.3404(5) 0.5859(3) 0.7550(3) 0.0430(10) Uani d . 1 . . C C2 0.4138(6) 0.6112(4) 0.8333(4) 0.064(2) Uani d . 1 . . C C3 0.5578(6) 0.6470(5) 0.8412(5) 0.076(2) Uani d . 1 . . C C4 0.6264(6) 0.6567(4) 0.7739(5) 0.074(2) Uani d . 1 . . C C5 0.5562(6) 0.6331(5) 0.6980(5) 0.076(2) Uani d . 1 . . C C6 0.4110(5) 0.5973(4) 0.6875(4) 0.0570(10) Uani d . 1 . . C C7 0.1182(5) 0.4694(3) 0.8288(2) 0.0360(10) Uani d . 1 . . C C8 0.2243(6) 0.3932(4) 0.8553(3) 0.0520(10) Uani d . 1 . . C C9 0.2019(7) 0.3250(4) 0.9178(3) 0.064(2) Uani d . 1 . . C C10 0.0755(7) 0.3313(4) 0.9522(3) 0.063(2) Uani d . 1 . . C C11 -0.0314(6) 0.4062(4) 0.9255(3) 0.0590(10) Uani d . 1 . . C C12 -0.0102(5) 0.4748(4) 0.8640(3) 0.0460(10) Uani d . 1 . . C C13 0.0446(4) 0.6701(3) 0.7434(3) 0.0360(10) Uani d . 1 . . C C14 -0.0290(5) 0.7101(4) 0.6704(3) 0.0440(10) Uani d . 1 . . C C15 -0.1022(5) 0.8051(4) 0.6702(3) 0.0550(10) Uani d . 1 . . C C16 -0.0994(6) 0.8607(4) 0.7418(4) 0.0590(10) Uani d . 1 . . C C17 -0.0244(5) 0.8217(4) 0.8134(3) 0.0550(10) Uani d . 1 . . C C18 0.0468(5) 0.7273(4) 0.8156(3) 0.0470(10) Uani d . 1 . . C C20 -0.0706(5) 0.4467(4) 0.6382(3) 0.0510(10) Uani d . 1 . . C C19 0.0923(5) 0.4814(4) 0.6492(3) 0.0450(10) Uani d . 1 . . C C21 -0.1278(7) 0.4012(4) 0.5522(3) 0.061(2) Uani d . 1 . . C H3a -0.3701 0.5189 0.5396 0.050 Uiso d . 1 . . H H3b1 -0.4708 0.5569 0.4615 0.050 Uiso d P 0.50 . . H H3b2 -0.4790 0.6093 0.5467 0.050 Uiso d P 0.50 . . H H4a 0.1388 0.3020 0.5219 0.050 Uiso d . 1 . . H H4b 0.3032 0.3362 0.5063 0.050 Uiso d . 1 . . H H2 0.3665 0.6041 0.8793 0.096 Uiso calc R 1 . . H H3 0.6082 0.6647 0.8929 0.114 Uiso calc R 1 . . H H4 0.7240 0.6800 0.7803 0.110 Uiso calc R 1 . . H H5 0.6050 0.6408 0.6526 0.114 Uiso calc R 1 . . H H6 0.3619 0.5811 0.6352 0.085 Uiso calc R 1 . . H H8 0.3098 0.3882 0.8311 0.077 Uiso calc R 1 . . H H9 0.2731 0.2748 0.9363 0.096 Uiso calc R 1 . . H H10 0.0606 0.2850 0.9939 0.095 Uiso calc R 1 . . H H11 -0.1174 0.4098 0.9494 0.089 Uiso calc R 1 . . H H12 -0.0820 0.5248 0.8460 0.069 Uiso calc R 1 . . H H14 -0.0294 0.6734 0.6215 0.067 Uiso calc R 1 . . H H15 -0.1536 0.8314 0.6212 0.082 Uiso calc R 1 . . H H16 -0.1483 0.9246 0.7414 0.089 Uiso calc R 1 . . H H17 -0.0216 0.8600 0.8618 0.083 Uiso calc R 1 . . H H18 0.0966 0.7016 0.8651 0.070 Uiso calc R 1 . . H H19a 0.1073 0.5260 0.6034 0.068 Uiso calc R 1 . . H H19b 0.1547 0.4201 0.6480 0.068 Uiso calc R 1 . . H H20a -0.1315 0.5065 0.6478 0.076 Uiso calc R 1 . . H H20b -0.0822 0.3943 0.6794 0.076 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 0.0339(6) 0.0327(6) 0.0386(6) -0.0002(5) 0.0059(4) -0.0015(5) O1 0.065(3) 0.183(5) 0.087(3) -0.035(3) -0.010(2) -0.037(3) O2 0.118(4) 0.073(3) 0.058(2) -0.015(3) 0.031(2) -0.024(2) O3 0.240(10) 0.270(10) 0.220(10) 0.038(9) 0.016(8) 0.003(8) O4 0.116(5) 0.360(10) 0.094(4) 0.105(7) -0.026(4) -0.029(6) C1 0.034(2) 0.034(2) 0.060(3) 0.000(2) 0.007(2) 0.004(2) C2 0.042(3) 0.068(4) 0.082(4) -0.011(3) 0.008(3) -0.024(3) C3 0.047(3) 0.063(4) 0.115(5) -0.005(3) -0.001(3) -0.026(4) C4 0.040(3) 0.048(3) 0.132(6) 0.000(3) 0.009(4) 0.010(4) C5 0.046(3) 0.069(4) 0.118(6) 0.004(3) 0.029(4) 0.033(4) C6 0.045(3) 0.056(3) 0.073(4) 0.008(2) 0.018(3) 0.023(3) C7 0.038(2) 0.033(2) 0.036(2) -0.003(2) 0.003(2) -0.001(2) C8 0.056(3) 0.046(3) 0.053(3) 0.011(2) 0.009(2) 0.006(2) C9 0.083(4) 0.047(3) 0.059(3) 0.006(3) 0.001(3) 0.010(3) C10 0.089(4) 0.053(3) 0.047(3) -0.021(3) 0.007(3) 0.005(3) C11 0.058(3) 0.074(4) 0.047(3) -0.022(3) 0.012(3) 0.000(3) C12 0.042(3) 0.051(3) 0.045(3) -0.006(2) 0.006(2) 0.000(2) C13 0.027(2) 0.035(2) 0.044(2) -0.001(2) 0.003(2) 0.000(2) C14 0.040(3) 0.043(3) 0.048(3) -0.001(2) 0.002(2) 0.003(2) C15 0.047(3) 0.043(3) 0.070(3) 0.002(2) -0.005(3) 0.012(3) C16 0.046(3) 0.036(3) 0.096(4) 0.001(2) 0.010(3) 0.000(3) C17 0.049(3) 0.045(3) 0.073(4) 0.001(2) 0.013(3) -0.018(3) C18 0.045(3) 0.041(3) 0.051(3) 0.002(2) -0.001(2) -0.008(2) C19 0.056(3) 0.041(3) 0.040(3) 0.001(2) 0.012(2) -0.004(2) C20 0.059(3) 0.049(3) 0.045(3) -0.018(3) 0.007(2) -0.010(2) C21 0.076(4) 0.059(3) 0.047(3) -0.028(3) 0.012(3) -0.002(3) 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' O O 0.0106 0.0060 '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 _geom_angle_publ_flag C1 P1 C7 108.9(2) yes C1 P1 C13 107.1(2) yes C1 P1 C19 110.8(2) yes C7 P1 C13 110.8(2) yes C7 P1 C19 109.4(2) yes C13 P1 C19 109.8(2) no C6 C1 C2 120.1(5) no C6 C1 P1 121.0(4) no C2 C1 P1 118.6(4) no C3 C2 C1 118.7(6) no C4 C3 C2 120.3(6) no C5 C4 C3 121.4(6) no C4 C5 C6 119.9(6) no C1 C6 C5 119.5(6) no C12 C7 C8 119.7(4) no C12 C7 P1 122.2(3) no C8 C7 P1 117.9(3) no C9 C8 C7 119.8(5) no C10 C9 C8 120.0(5) no C9 C10 C11 120.6(5) no C12 C11 C10 120.1(5) no C11 C12 C7 119.9(5) no C14 C13 C18 119.2(4) no C14 C13 P1 120.3(3) no C18 C13 P1 120.3(3) no C13 C14 C15 119.8(5) no C16 C15 C14 120.3(5) no C17 C16 C15 119.6(5) no C16 C17 C18 121.3(5) no C17 C18 C13 119.7(5) no C20 C19 P1 112.6(3) no C19 C20 C21 113.8(4) no O1 C21 O2 126.1(6) yes O1 C21 C20 116.1(5) yes O2 C21 C20 117.8(6) yes 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 C1 . 1.796(4) yes P1 C7 . 1.794(4) yes P1 C13 . 1.789(4) yes P1 C19 . 1.795(4) yes O1 C21 . 1.239(7) yes O2 C21 . 1.210(7) yes C1 C6 . 1.372(7) no C1 C2 . 1.395(7) no C2 C3 . 1.379(7) no C3 C4 . 1.356(9) no C4 C5 . 1.347(9) no C5 C6 . 1.388(7) no C7 C12 . 1.385(6) no C7 C8 . 1.395(6) no C8 C9 . 1.386(7) no C9 C10 . 1.361(8) no C10 C11 . 1.388(8) no C11 C12 . 1.374(7) no C13 C14 . 1.381(6) no C13 C18 . 1.390(6) no C14 C15 . 1.385(6) no C15 C16 . 1.370(7) no C16 C17 . 1.363(7) no C17 C18 . 1.367(6) no C19 C20 . 1.535(6) no C20 C21 . 1.543(7) no