#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/05/2010541.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_2010541
loop_
_publ_author_name
'Kolev, Tsonko'
'Glavcheva, Zornitza'
'Petrova, Rosica'
'Angelova, Olyana'
_publ_section_title
;
 Ammonium hydrogen squarate--water (3/2)
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              110
_journal_page_last               112
_journal_paper_doi               10.1107/S0108270199009415
_journal_volume                  56
_journal_year                    2000
_chemical_formula_moiety         'H4 N 1+,C4 H O4 1-,2/3H2 O'
_chemical_formula_sum            'C4 H6.33 N O4.67'
_chemical_formula_weight         143.10
_chemical_name_systematic        'Ammonium hydrogen squarate--water (3/2)'
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_cell_angle_alpha                90.000
_cell_angle_beta                 99.274(2)
_cell_angle_gamma                90.000
_cell_formula_units_Z            6
_cell_length_a                   10.031(3)
_cell_length_b                   8.2799(17)
_cell_length_c                   10.968(2)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.66
_cell_measurement_theta_min      20.03
_cell_volume                     899.0(4)
_computing_data_collection       'CAD-4 Manual (Enraf-Nonius, 1988)'
_computing_data_reduction        'SDP/PDP (Enraf-Nonius, 1985)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω--2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .106
_diffrn_reflns_av_sigmaI/netI    .079
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4406
_diffrn_reflns_theta_full        27.91
_diffrn_reflns_theta_max         27.91
_diffrn_reflns_theta_min         2.05
_diffrn_standards_decay_%        .7
_diffrn_standards_interval_count 500
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .148
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             448
_exptl_crystal_size_max          .40
_exptl_crystal_size_mid          .33
_exptl_crystal_size_min          .26
_refine_diff_density_max         .513
_refine_diff_density_min         -.331
_refine_ls_extinction_coef       .014(3)
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2166
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          .089
_refine_ls_R_factor_gt           .053
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0811P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .146
_reflns_number_gt                1343
_reflns_number_total             2166
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ln1082.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0811P)^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^)+(0.0811P)^2^]
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        899.02(16)
_cod_original_sg_symbol_H-M      'P 2/c'
_cod_database_code               2010541
_cod_database_fobs_code          2010541
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'-x, -y, -z'
'-x, 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_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C12 -.00262(16) .43584(17) .18491(12) .0311(4) Uani d . 1 . . C
C11 -.00284(17) .25896(18) .18118(12) .0330(4) Uani d . 1 . . C
C21 .30642(17) .26129(18) -.00869(12) .0327(4) Uani d . 1 . . C
C22 .32240(17) .43500(18) -.00426(12) .0330(4) Uani d . 1 . . C
C23 .32758(16) .43854(18) .12603(11) .0318(4) Uani d . 1 . . C
C24 .31840(17) .26017(18) .12985(12) .0325(4) Uani d . 1 . . C
O11 -.00637(15) .15556(14) .10095(10) .0478(4) Uani d . 1 . . O
O12 -.00473(13) .54942(14) .10518(9) .0400(3) Uani d . 1 . . O
H1 -.014(8) .508(12) .023(7) .10(2) Uiso d P .50 . . H
O21 .28971(14) .15910(13) -.09197(9) .0435(4) Uani d . 1 . . O
O22 .32956(15) .54604(14) -.08491(9) .0468(4) Uani d . 1 . . O
O23 .33528(14) .55179(14) .20507(8) .0429(4) Uani d . 1 . . O
O24 .31969(14) .15811(14) .21039(9) .0452(4) Uani d . 1 . . O
H2 .330(3) .498(5) -.181(3) .126(12) Uiso d . 1 . . H
N1 .13389(18) .8576(2) .15585(13) .0420(4) Uani d . 1 . . N
H11 .088(2) .954(3) .1419(19) .061(6) Uiso d . 1 . . H
H12 .174(2) .850(2) .236(2) .052(6) Uiso d . 1 . . H
H13 .201(3) .860(3) .098(2) .084(9) Uiso d . 1 . . H
H14 .080(3) .774(3) .1339(18) .057(6) Uiso d . 1 . . H
N2 .5000 .8703(3) .2500 .0416(5) Uani d S 1 . . N
H21 .445(4) .980(6) .227(4) .060(13) Uiso d P .50 . . H
H22 .532(5) .875(5) .334(4) .041(10) Uiso d P .50 . . H
H23 .462(5) .776(6) .226(5) .070(16) Uiso d P .50 . . H
H24 .566(6) .879(6) .200(5) .064(14) Uiso d P .50 . . H
OW .34403(17) -.14189(17) .01083(11) .0499(4) Uani d . 1 . . O
HW1 .337(3) -.214(3) -.038(2) .064(7) Uiso d . 1 . . H
HW2 .325(3) -.059(3) -.035(2) .076(8) Uiso d . 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O12 C12 C12 . 4_556 132.81(8) no
O12 C12 C11 . . 135.60(12) no
C12 C12 C11 4_556 . 91.59(7) no
O11 C11 C12 . . 135.97(13) no
O11 C11 C11 . 4_556 135.62(9) no
C12 C11 C11 . 4_556 88.41(7) no
O21 C21 C22 . . 134.91(12) no
O21 C21 C24 . . 136.13(14) no
C22 C21 C24 . . 88.96(11) no
O22 C22 C23 . . 132.81(14) no
O22 C22 C21 . . 134.88(12) no
C23 C22 C21 . . 92.30(11) no
O23 C23 C22 . . 133.56(14) no
O23 C23 C24 . . 135.55(12) no
C22 C23 C24 . . 90.89(11) no
O24 C24 C23 . . 135.83(13) no
O24 C24 C21 . . 136.43(14) no
C23 C24 C21 . . 87.74(11) no
C12 O12 H1 . . 112(6) no
C22 O22 H2 . . 114(2) no
H11 N1 H12 . . 110.8(17) no
H11 N1 H13 . . 104(2) no
H12 N1 H13 . . 112(2) no
H11 N1 H14 . . 111(2) no
H12 N1 H14 . . 111.4(18) no
H13 N1 H14 . . 106(2) no
H21 N2 H22 . . 107(4) no
H21 N2 H23 . . 120(4) no
H22 N2 H23 . . 113(5) no
H21 N2 H24 . . 101(4) no
H22 N2 H24 . . 115(3) no
H23 N2 H24 . . 102(5) no
HW1 OW HW2 . . 103(2) 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
C12 O12 . 1.2820(17) yes
C12 C12 4_556 1.420(2) yes
C12 C11 . 1.465(2) yes
C11 O11 . 1.2241(17) yes
C11 C11 4_556 1.501(3) yes
C21 O21 . 1.2365(18) yes
C21 C22 . 1.447(2) yes
C21 C24 . 1.5048(17) yes
C22 O22 . 1.2859(17) yes
C22 C23 . 1.4217(17) yes
C23 O23 . 1.2710(17) yes
C23 C24 . 1.481(2) yes
C24 O24 . 1.2210(17) yes
O12 H1 . .96(8) no
O22 H2 . 1.12(3) no
N1 H11 . .92(2) no
N1 H12 . .91(2) no
N1 H13 . 1.00(3) no
N1 H14 . .89(3) no
N2 H21 . 1.07(5) no
N2 H22 . .92(4) no
N2 H23 . .89(5) no
N2 H24 . .92(6) no
OW HW1 . .79(3) no
OW HW2 . .86(3) no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O12 H1 O12 3_565 .96(8) 1.52(7) 2.464(2) 167(8)
O22 H2 O23 2_564 1.12(3) 1.33(3) 2.4510(13) 177(4)
N1 H11 O11 1_565 .92(2) 1.93(3) 2.856(2) 176.0(18)
N1 H12 O21 2_565 .91(2) 2.05(2) 2.953(2) 172.2(19)
N1 H13 OW 1_565 1.00(3) 1.84(3) 2.838(2) 171(2)
N1 H14 O12 . .89(3) 2.05(3) 2.916(2) 166(2)
N2 H21 O24 1_565 1.07(5) 1.93(5) 2.981(2) 167(4)
N2 H22 OW 4_666 .92(4) 1.95(4) 2.8312(14) 160(4)
N2 H23 O23 . .89(5) 2.24(5) 3.109(2) 165(5)
N2 H24 O21 3_665 .92(6) 2.04(6) 2.9481(13) 167(4)
OW HW1 O22 1_545 .79(3) 2.05(3) 2.7840(18) 153(2)
OW HW2 O21 . .86(3) 1.92(3) 2.7534(18) 163(2)
