#------------------------------------------------------------------------------
#$Date: 2020-01-11 03:12:18 +0200 (Sat, 11 Jan 2020) $
#$Revision: 246713 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/69/1556986.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1556986
loop_
_publ_author_name
'Yuan, Guohao'
'Takeda, Takashi'
'Hoshino, Norihisa'
'Akutagawa, Tomoyuki'
_publ_section_title
;
 Highly Proton-Conducting Mixed Proton-Transferred
 [(H2PO4--)(H3PO4)]∞ Networks Supported by
 2,2′-Diaminobithiazolium in Crystals
;
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_paper_doi               10.1021/acs.jpcc.9b10130
_journal_year                    2020
_chemical_formula_moiety         'C6 H20 N4 O16 P4 S2'
_chemical_formula_sum            'C6 H20 N4 O16 P4 S2'
_chemical_formula_weight         592.26
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 96.5160
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   11.0254
_cell_length_b                   7.0847
_cell_length_c                   13.0691
_cell_measurement_reflns_used    3056
_cell_measurement_temperature    100
_cell_measurement_theta_max      68.14
_cell_measurement_theta_min      3.40
_cell_volume                     1014.255
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.1356
_diffrn_reflns_av_unetI/netI     0.1471
_diffrn_reflns_Laue_measured_fraction_full 0.000
_diffrn_reflns_Laue_measured_fraction_max 0.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9726
_diffrn_reflns_point_group_measured_fraction_full 0.000
_diffrn_reflns_point_group_measured_fraction_max 0.000
_diffrn_reflns_theta_full        68.240
_diffrn_reflns_theta_max         68.240
_diffrn_reflns_theta_min         4.978
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.231
_exptl_absorpt_correction_T_max  0.536
_exptl_absorpt_correction_T_min  0.158
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chip
_exptl_crystal_F_000             608.00
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.58
_refine_diff_density_min         -0.74
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.139
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     157
_refine_ls_number_reflns         1866
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0519
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0335P)²+1.6676P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1458
_reflns_number_gt                1477
_reflns_number_total             1866
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            jp9b10130_si_004.cif
_cod_data_source_block           2018110605
_cod_original_cell_volume        1014.2608
_cod_database_code               1556986
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.62779(9) 0.11323(13) -0.07315(6) 0.0162(3) Uani 1 1 d .
P1 P 0.13128(9) 0.22546(14) 0.14992(6) 0.0144(3) Uani 1 1 d .
P2 P 0.64700(9) 0.25449(13) 0.28294(6) 0.0140(3) Uani 1 1 d .
O1 O 0.1186(2) 0.1265(4) 0.04295(17) 0.0169(6) Uani 1 1 d .
H6 H 0.1586 0.1867 0.0027 0.020 Uiso 1 1 calc R
O2 O 0.0446(2) 0.3849(4) 0.15354(17) 0.0178(6) Uani 1 1 d .
O3 O 0.1144(2) 0.0629(4) 0.22672(16) 0.0174(6) Uani 1 1 d .
H4 H 0.0413 0.0596 0.2391 0.021 Uiso 1 1 calc R
O4 O 0.2688(2) 0.2826(4) 0.16997(18) 0.0198(6) Uani 1 1 d .
H5 H 0.2772 0.3690 0.2142 0.024 Uiso 1 1 calc R
O5 O 0.7606(2) 0.2522(3) 0.22229(18) 0.0175(6) Uani 1 1 d .
H7 H 0.7876 0.1416 0.2203 0.021 Uiso 1 1 calc R
O6 O 0.5516(3) 0.1162(4) 0.22746(17) 0.0190(6) Uani 1 1 d .
H8 H 0.5100 0.0681 0.2708 0.023 Uiso 1 1 calc R
O7 O 0.6000(2) 0.4564(4) 0.27393(16) 0.0170(6) Uani 1 1 d .
H9 H 0.5549 0.4694 0.2181 0.020 Uiso 1 1 calc R
O8 O 0.6815(2) 0.1937(4) 0.39340(16) 0.0164(6) Uani 1 1 d .
N1 N 0.6640(3) 0.4316(5) 0.0145(2) 0.0147(7) Uani 1 1 d .
N2 N 0.8449(3) 0.2630(5) 0.0036(2) 0.0182(8) Uani 1 1 d .
C1 C 0.7248(3) 0.2794(5) -0.0125(2) 0.0148(8) Uani 1 1 d .
C2 C 0.5039(4) 0.2592(5) -0.0609(3) 0.0159(8) Uani 1 1 d .
H3A H 0.4220 0.2280 -0.0856 0.019 Uiso 1 1 calc R
C3 C 0.5370(3) 0.4213(5) -0.0124(2) 0.0144(8) Uani 1 1 d .
H1C H 0.890(5) 0.134(7) -0.010(3) 0.046(14) Uiso 1 1 d .
H2B H 0.888(4) 0.344(7) 0.042(3) 0.030(13) Uiso 1 1 d .
H10 H 0.703(5) 0.533(7) 0.048(3) 0.038(13) Uiso 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.2955 0.4335
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(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_site_symmetry_3
C1 S1 C2 90.25(17) .
O2 P1 O3 114.81(14) .
O2 P1 O1 112.29(14) .
O3 P1 O1 103.96(14) .
O2 P1 O4 114.42(15) .
O3 P1 O4 105.59(15) .
O1 P1 O4 104.70(14) .
O8 P2 O7 112.82(14) .
O8 P2 O6 110.43(14) .
O7 P2 O6 110.47(15) .
O8 P2 O5 110.69(14) .
O7 P2 O5 104.89(13) .
O6 P2 O5 107.28(14) .
P1 O1 H6 109.5 .
P1 O3 H4 109.5 .
P1 O4 H5 109.5 .
P2 O5 H7 109.5 .
P2 O6 H8 109.5 .
P2 O7 H9 109.5 .
C1 N1 C3 114.0(3) .
C1 N1 H10 122(3) .
C3 N1 H10 124(3) .
C1 N2 H1C 122(3) .
C1 N2 H2B 121(3) .
H1C N2 H2B 115(4) .
N2 C1 N1 123.5(4) .
N2 C1 S1 124.9(3) .
N1 C1 S1 111.6(3) .
C3 C2 S1 112.2(3) .
C3 C2 H3A 123.9 .
S1 C2 H3A 123.9 .
C2 C3 N1 111.9(3) .
C2 C3 C3 129.6(5) 3_665
N1 C3 C3 118.5(4) 3_665
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.722(4) .
S1 C2 1.735(4) .
P1 O2 1.484(3) .
P1 O3 1.553(2) .
P1 O1 1.556(2) .
P1 O4 1.562(3) .
P2 O8 1.513(2) .
P2 O7 1.522(3) .
P2 O6 1.556(3) .
P2 O5 1.557(3) .
O1 H6 0.8400 .
O3 H4 0.8400 .
O4 H5 0.8400 .
O5 H7 0.8400 .
O6 H8 0.8400 .
O7 H9 0.8400 .
N1 C1 1.338(5) .
N1 C3 1.406(5) .
N1 H10 0.92(5) .
N2 C1 1.322(5) .
N2 H1C 1.06(5) .
N2 H2B 0.87(5) .
C2 C3 1.342(5) .
C2 H3A 0.9500 .
C3 C3 1.440(7) 3_665
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_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H6 O8 4_565 2.496(3) 0.840 1.704 156.2 no
O3 H4 O7 2_545 2.480(4) 0.840 1.712 151.0 no
O4 H5 O3 2_555 2.651(4) 0.840 1.924 144.2 no
O5 H7 O7 2_645 2.596(4) 0.840 1.800 157.4 no
O6 H8 O2 2_545 2.569(4) 0.840 1.778 156.4 no
O7 H9 O3 2_555 2.480(4) 0.840 2.179 101.0 no
N1 H10 O8 2_655 2.709(4) 0.92(5) 1.81(5) 164(5) no
N2 H1C O1 3_655 2.864(4) 1.06(5) 1.90(5) 150(4) no
N2 H2B O2 1_655 2.908(4) 0.87(4) 2.14(4) 146(4) no
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
_geom_torsion_site_symmetry_4
C3 N1 C1 N2 178.3(3) .
C3 N1 C1 S1 -0.1(3) .
C2 S1 C1 N2 -177.9(3) .
C2 S1 C1 N1 0.5(2) .
C1 S1 C2 C3 -0.7(3) .
S1 C2 C3 N1 0.8(4) .
S1 C2 C3 C3 179.7(4) 3_665
C1 N1 C3 C2 -0.5(4) .
C1 N1 C3 C3 -179.5(4) 3_665
