#------------------------------------------------------------------------------
#$Date: 2019-12-26 20:46:06 +0200 (Thu, 26 Dec 2019) $
#$Revision: 246074 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/16/2311664.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_2311664
loop_
_publ_author_name
'Jarzembska, Katarzyna N.'
'Kamiński, Radosław'
'Dobrzycki, Lukasz'
'Cyrański, Michał K'
_publ_section_title
;
 First experimental charge density study using a Bruker CMOS-type PHOTON
 100 detector: the case of ammonium tetraoxalate dihydrate.
;
_journal_coeditor_code           PI5019
_journal_issue                   'Pt 5'
_journal_name_full
'Acta crystallographica Section B, Structural science, crystal engineering and materials'
_journal_page_first              847
_journal_page_last               855
_journal_paper_doi               10.1107/S2052520614017570
_journal_volume                  70
_journal_year                    2014
_chemical_formula_moiety         'C2 H2 O4, C2 H O4, 2(H2 O), H4 N'
_chemical_formula_sum            'C4 H11 N O10'
_chemical_formula_weight         233.14
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                94.5207(18)
_cell_angle_beta                 99.8882(18)
_cell_angle_gamma                96.7177(19)
_cell_formula_units_Z            2
_cell_length_a                   6.2372(4)
_cell_length_b                   7.1935(5)
_cell_length_c                   10.4745(7)
_cell_measurement_reflns_used    50285
_cell_measurement_temperature    100
_cell_measurement_theta_max      62.67
_cell_measurement_theta_min      2.87
_cell_volume                     457.45(5)
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.95
_diffrn_measurement_device_type  'Bruker AXS CMOS-type PHOTON 100 detector'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  'Bruker AXS TRIUMPH monochromator'
_diffrn_radiation_source         'Mo sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            50285
_diffrn_reflns_reduction_process
;
Blessing, R. H. (1987). Cryst. Rev. 1, 3,
Blessing, R. H. (1997). J. Appl. Cryst. 30, 421.
;
_diffrn_reflns_theta_full        51.2
_diffrn_reflns_theta_max         62.67
_diffrn_reflns_theta_min         2.87
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Blessing, R. H. (1995). Acta Cryst. A51, 33.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.693
_exptl_crystal_description       block
_exptl_crystal_F_000             244
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.21
_refine_diff_density_min         -0.22
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.891
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_constraints    0
_refine_ls_number_parameters     349
_refine_ls_number_reflns         9995
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0181
_refine_ls_shift/su_max          -0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0190
_refine_ls_wR_factor_ref         0.0190
_reflns_number_gt                9995
_reflns_number_total             14225
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            pi5019sup1.cif
_cod_data_source_block           CCDC994769
_cod_database_code               2311664
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_type_symbol
_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_occupancy
C C1 0.91907(3) 0.99061(2) 0.434750(16) 0.008183(18) Uani d 1
O O1 0.99847(3) 1.07806(2) 0.347080(18) 0.01122(2) Uani d 1
O O2 0.73730(3) 0.89896(2) 0.422253(18) 0.011035(19) Uani d 1
H H1 0.8864(7) 1.0737(8) 0.2635(3) 0.02215 Uani d 1
C C2 0.00527(3) 0.54831(2) 0.436891(15) 0.007976(18) Uani d 1
O O3 -0.16034(3) 0.49158(2) 0.345256(18) 0.011645(19) Uani d 1
O O4 0.16083(3) 0.66736(2) 0.432415(18) 0.010331(18) Uani d 1
H H2 -0.1597(10) 0.5606(6) 0.2641(3) 0.02258 Uani d 1
C C3 0.25600(3) 0.32260(2) 0.079880(15) 0.008246(19) Uani d 1
C C4 0.22704(3) 0.43423(2) -0.041301(15) 0.008285(19) Uani d 1
O O5 0.31702(3) 0.42913(3) 0.188972(19) 0.01331(3) Uani d 1
O O6 0.22397(3) 0.15078(3) 0.068753(19) 0.01157(2) Uani d 1
O O7 0.26332(3) 0.60867(3) -0.021946(19) 0.01260(3) Uani d 1
O O8 0.17055(3) 0.33476(3) -0.149168(18) 0.01172(3) Uani d 1
H H3 0.3583(11) 0.3526(6) 0.2651(3) 0.02424 Uani d 1
N N1 0.34265(3) 0.84352(2) 0.224738(15) 0.009907(18) Uani d 1
H H4 0.2387(7) 0.7924(8) 0.2849(4) 0.02287 Uani d 1
H H5 0.5015(4) 0.8681(8) 0.2773(5) 0.02287 Uani d 1
H H6 0.3005(9) 0.9689(4) 0.1921(5) 0.02287 Uani d 1
H H7 0.3302(10) 0.7418(5) 0.1472(3) 0.02287 Uani d 1
O O9 0.73177(3) 0.07349(2) 0.144464(17) 0.01065(2) Uani d 1
H H8 0.7342(10) 0.1931(4) 0.1100(5) 0.02348 Uani d 1
H H9 0.7637(9) -0.0136(6) 0.0785(4) 0.02348 Uani d 1
O O10 0.44580(7) 0.25116(5) 0.37589(9) 0.01327(2) Uani d 1
H H10 0.3578(7) 0.2033(7) 0.4355(4) 0.02610 Uani d 1
H H11 0.5895(4) 0.2977(8) 0.4241(5) 0.02610 Uani d 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C Carbon 0.0033 0.0016
;
Su, Z. & Coppens, P. (1997). Acta Cryst. A53, 749,
Su, Z. & Coppens, P. (1998). Acta Cryst. A54, 646.
;
H Hydrogen 0.0000 0.0000
;
Su, Z. & Coppens, P. (1997). Acta Cryst. A53, 749,
Su, Z. & Coppens, P. (1998). Acta Cryst. A54, 646.
;
N Nitrogen 0.0061 0.0033
;
Su, Z. & Coppens, P. (1997). Acta Cryst. A53, 749,
Su, Z. & Coppens, P. (1998). Acta Cryst. A54, 646.
;
O Oxygen 0.0106 0.0060
;
Su, Z. & Coppens, P. (1997). Acta Cryst. A53, 749,
Su, Z. & Coppens, P. (1998). Acta Cryst. A54, 646.
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 O1 H1 112.3(3)
O1 C1 O2 126.76(3)
C2 O3 H2 113.9(3)
O3 C2 O4 126.67(2)
C3 O5 H3 111.7(3)
C3 C4 O7 117.271(16)
C3 C4 O8 115.096(19)
C4 C3 O5 113.458(16)
C4 C3 O6 121.13(2)
O5 C3 O6 125.41(2)
O7 C4 O8 127.63(3)
H4 N1 H7 107.4(4)
H4 N1 H5 108.7(4)
H4 N1 H6 110.9(5)
H5 N1 H7 110.7(5)
H5 N1 H6 108.5(4)
H6 N1 H7 110.7(4)
H8 O9 H9 106.6(5)
H10 O10 H11 108.1(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.2879(3)
C1 O2 1.2238(3)
O1 H1 1.0180(9)
C2 O3 1.2860(3)
C2 O4 1.2266(3)
O3 H2 1.0180(9)
C3 O5 1.2970(3)
C3 O6 1.2217(3)
C3 C4 1.5506(2)
C4 O7 1.2428(3)
C4 O8 1.2608(3)
O5 H3 1.0180(9)
N1 H7 1.0358(9)
N1 H5 1.0358(9)
N1 H6 1.0359(9)
N1 H4 1.0359(9)
O9 H9 0.9580(9)
O9 H8 0.9581(9)
O10 H10 0.9580(9)
O10 H11 0.9580(9)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_4
O2 C1 O1 H1 5.1(3)
O4 C2 O3 H2 -3.2(3)
C4 C3 O5 H3 -170.87(15)
O5 C3 C4 O7 -0.260(14)
O5 C3 C4 O8 179.107(11)
O6 C3 O5 H3 8.6(3)
O6 C3 C4 O7 -179.793(16)
O6 C3 C4 O8 -0.427(14)
