#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/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       'ω 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/[σ²(Fo²)+(0.1116P)²+0.5426P] where P=(Fo²+2Fc²)/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>2σ(I)
_cod_data_source_file            da1039.cif
_cod_data_source_block           da1039
_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_original_sg_symbol_H-M      'P 21/n'
_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_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
