#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003651.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_2003651
loop_
_publ_author_name
'Khaoulani Idrissi, A.'
'Rafiq, M.'
'Gougeon, P.'
'Guerin, R.'
_publ_section_title
;
 Anilinium Hydrogen Monofluorophosphate, C₆H₈N⁺.HPO₃F^{-^}
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1359
_journal_page_last               1361
_journal_paper_doi               10.1107/S010827019401214X
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C6 H9 F1 N1 O3 P1'
_chemical_formula_sum            'C6 H9 F N O3 P'
_chemical_formula_weight         193.12
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 92.45(7)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   9.418(6)
_cell_length_b                   14.31(1)
_cell_length_c                   6.303(7)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      18
_cell_measurement_theta_min      4
_cell_volume                     848.7(12)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2636
_diffrn_reflns_theta_max         30
_diffrn_standards_decay_%        -0.1
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.299
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.51
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.69
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.52
_refine_diff_density_min         -0.05
_refine_ls_extinction_coef       2.9E-7(1)
_refine_ls_extinction_method     'Stout & Jensen (1968)'
_refine_ls_goodness_of_fit_obs   1.165
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     137
_refine_ls_number_reflns         779
_refine_ls_R_factor_obs          0.046
_refine_ls_shift/esd_max         <0.04
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = 4Fₒ²/[σ²(Fₒ²) + (0.05Fₒ²)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.049
_reflns_number_observed          779
_reflns_number_total             2505
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            du1082.cif
_cod_data_source_block           du1082a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 4F~o~^2^/[\s^2^(F~o~^2^) +
(0.05F~o~^2^)^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 4F~o~^2^/[\s^2^(F~o~^2^) + (0.05F~o~^2^)^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C6 H9 F1 N1 O3 P1'
_cod_database_code               2003651
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,1/2-y,1/2+z
-x,-y,-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_B_iso_or_equiv
P .8922(1) .3748(1) .5420(2) 3.00(2)
F .0010(3) .2975(2) .4924(5) 5.77(8)
O(1) .9628(4) .4258(3) .7369(5) 4.06(8)
O(2) .7621(3) .3265(2) .6080(5) 3.55(8)
O(3) .8787(4) .4359(3) .3512(5) 4.00(8)
N .3053(4) .8568(3) .4651(6) 3.08(9)
C(1) .4599(5) .8706(4) .4438(7) 2.9(1)
C(2) .5076(5) .9042(4) .2563(8) 3.7(1)
C(3) .6525(6) .9130(5) .2343(8) 4.8(1)
C(4) .7467(5) .8867(4) .3994(9) 4.8(1)
C(5) .6969(6) .8521(4) .5851(9) 4.6(1)
C(6) .5519(5) .8448(4) .6094(8) 3.8(1)
H(1) .022(6) .473(4) .698(8) 4.0
H(2) .439(6) .921(4) .141(8) 4.0
H(3) .698(6) .937(4) .107(8) 4.0
H(4) .852(6) .889(4) .386(8) 4.0
H(5) .769(6) .834(4) .710(8) 4.0
H(6) .525(6) .821(4) .738(8) 4.0
H(7) .258(6) .890(4) .373(8) 4.0
H(8) .274(5) .864(4) .598(2) 4.0
H(9) .272(6) .783(4) .431(9) 4.0
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
F P O(2) 106.6(2) yes
F P O(1) 103.3(4) yes
F P O(3) 106.9(4) yes
O(2) P O(1) 109.1(4) yes
O(1) P O(3) 112.5(4) yes
O(2) P O(3) 117.2(5) yes
N C(1) C(2) 119.0(8) yes
N C(1) C(6) 119.0(8) yes
C(6) C(1) C(2) 121.9(9) yes
C(1) C(2) C(3) 118.7(7) yes
C(2) C(3) C(4) 120.1(9) yes
C(3) C(4) C(5) 120.4(10) yes
C(4) C(5) C(6) 119.8(10) yes
C(5) C(6) C(1) 119.2(9) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
P F 1.549(3) yes
P O(2) 1.482(3) yes
P O(1) 1.554(4) yes
P O(3) 1.488(4) yes
C(1) N 1.481(6) yes
C(1) C(2) 1.369(7) yes
C(2) C(3) 1.383(7) yes
C(3) C(4) 1.390(7) yes
C(4) C(5) 1.372(8) yes
C(5) C(6) 1.385(7) yes
C(6) C(1) 1.378(7) yes
N H(7) 0.86(5) yes
N H(8) 0.91(5) yes
N H(9) 1.12(6) yes
