#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/85/2228528.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_2228528
loop_
_publ_author_name
'Jalový, Zdeněk'
'R°užička, Aleš'
_publ_section_title
;
 Diacetamidinium sulfate
;
_journal_coeditor_code           RK2242
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3346
_journal_page_last               o3347
_journal_paper_doi               10.1107/S1600536810049160
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '2C2 H7 N2 +, O4 S 2-'
_chemical_formula_moiety         '2(C2 H7 N2 +), O4 S 2-'
_chemical_formula_sum            'C4 H14 N4 O4 S'
_chemical_formula_weight         214.26
_chemical_melting_point_gt       483
_chemical_melting_point_lt       485
_chemical_name_common            'Acetamidinium sulfate'
_chemical_name_systematic
;
Diacetamidinium sulfate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                96.199(4)
_cell_angle_beta                 105.905(3)
_cell_angle_gamma                105.615(4)
_cell_formula_units_Z            4
_cell_length_a                   8.0961(3)
_cell_length_b                   11.1668(4)
_cell_length_c                   11.8821(6)
_cell_measurement_reflns_used    20921
_cell_measurement_temperature    150.0(10)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_cell_volume                     975.63(8)
_computing_cell_refinement
;
COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor,
1997)
;
_computing_data_collection
;
COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor,
1997)
;
_computing_data_reduction
;
COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor,
1997)
;
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150.0(10)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker--Nonius KappaCCD area-detector'
_diffrn_measurement_method       'φ-- and ω--scans to fill the Ewald sphere'
_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  0.0401
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20866
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.38
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.326
_exptl_absorpt_correction_T_max  0.958
_exptl_absorpt_correction_T_min  0.915
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
(Coppens, 1970)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.464
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         4459
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0404
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0486P)²+0.6492P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.1054
_reflns_number_gt                3623
_reflns_number_total             4459
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rk2242.cif
_cod_data_source_block           I
_cod_database_code               2228528
_cod_database_fobs_code          2228528
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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.79775(6) 0.46840(4) 0.72331(4) 0.01727(12) Uani d . 1 . .
S S2 0.19510(6) 0.03481(4) 0.78098(4) 0.01627(12) Uani d . 1 . .
O O6 0.16125(19) 0.02135(13) 0.89534(12) 0.0213(3) Uani d . 1 . .
O O7 0.1162(2) -0.08915(13) 0.69712(12) 0.0239(3) Uani d . 1 . .
O O3 0.71625(18) 0.37497(12) 0.60982(12) 0.0209(3) Uani d . 1 . .
O O2 0.71148(19) 0.42348(14) 0.81242(12) 0.0235(3) Uani d . 1 . .
O O4 0.99312(18) 0.48642(13) 0.76995(12) 0.0219(3) Uani d . 1 . .
O O5 0.11266(18) 0.12598(12) 0.72686(12) 0.0208(3) Uani d . 1 . .
N N12 -0.0434(2) 0.77755(16) 0.91285(15) 0.0216(3) Uani d . 1 . .
H H12A -0.1251 0.7271 0.8509 0.026 Uiso d R 1 . .
H H12B 0.0103 0.8539 0.9086 0.026 Uiso d R 1 . .
O O8 0.39298(18) 0.07972(14) 0.80283(12) 0.0240(3) Uani d . 1 . .
N N18 0.4617(2) 0.13845(16) 0.59125(15) 0.0215(3) Uani d . 1 . .
H H18A 0.4545 0.1115 0.6554 0.026 Uiso d R 1 . .
H H18B 0.5520 0.2017 0.5939 0.026 Uiso d R 1 . .
N N15 0.3313(2) 0.36087(16) 0.70691(15) 0.0215(3) Uani d . 1 . .
H H15A 0.4408 0.3939 0.7535 0.026 Uiso d R 1 . .
H H15B 0.2610 0.2951 0.7205 0.026 Uiso d R 1 . .
O O1 0.7676(2) 0.59000(13) 0.70173(12) 0.0242(3) Uani d . 1 . .
N N16 0.3762(2) 0.51104(15) 0.59222(15) 0.0213(3) Uani d . 1 . .
H H16A 0.4861 0.5455 0.6377 0.026 Uiso d R 1 . .
H H16B 0.3343 0.5421 0.5315 0.026 Uiso d R 1 . .
N N11 -0.0796(2) 0.62260(16) 1.02350(15) 0.0215(3) Uani d . 1 . .
H H11A -0.1618 0.5704 0.9628 0.026 Uiso d R 1 . .
H H11B -0.0493 0.5990 1.0907 0.026 Uiso d R 1 . .
N N13 0.2530(2) 0.72388(16) 0.79442(15) 0.0225(4) Uani d . 1 . .
H H13A 0.2178 0.7767 0.7537 0.027 Uiso d R 1 . .
H H13B 0.1849 0.6465 0.7801 0.027 Uiso d R 1 . .
N N14 0.5176(2) 0.87828(16) 0.90289(15) 0.0227(4) Uani d . 1 . .
H H14A 0.4860 0.9332 0.8636 0.027 Uiso d R 1 . .
H H14B 0.6201 0.9001 0.9585 0.027 Uiso d R 1 . .
C C7 0.3355(3) 0.08310(17) 0.48927(17) 0.0183(4) Uani d . 1 . .
N N17 0.1957(2) -0.01346(15) 0.48128(15) 0.0215(3) Uani d . 1 . .
H H17A 0.1850 -0.0424 0.5440 0.026 Uiso d R 1 . .
H H17B 0.1146 -0.0480 0.4132 0.026 Uiso d R 1 . .
C C3 0.4094(3) 0.76088(18) 0.87780(17) 0.0195(4) Uani d . 1 . .
C C5 0.2718(3) 0.41071(17) 0.61547(17) 0.0179(4) Uani d . 1 . .
C C1 -0.0009(3) 0.73845(18) 1.01366(17) 0.0182(4) Uani d . 1 . .
C C6 0.0825(3) 0.3512(2) 0.53533(19) 0.0242(4) Uani d . 1 . .
H H6A 0.0713 0.2708 0.4909 0.036 Uiso calc R 1 . .
H H6B 0.0520 0.4056 0.4811 0.036 Uiso calc R 1 . .
H H6C 0.0020 0.3390 0.5822 0.036 Uiso calc R 1 . .
C C4 0.4675(3) 0.6675(2) 0.9475(2) 0.0314(5) Uani d . 1 . .
H H4A 0.4360 0.6735 1.0197 0.047 Uiso calc R 1 . .
H H4B 0.5960 0.6857 0.9670 0.047 Uiso calc R 1 . .
H H4C 0.4079 0.5834 0.9007 0.047 Uiso calc R 1 . .
C C2 0.1430(3) 0.82735(19) 1.11939(18) 0.0235(4) Uani d . 1 . .
H H2A 0.2583 0.8190 1.1205 0.035 Uiso calc R 1 . .
H H2B 0.1189 0.8074 1.1911 0.035 Uiso calc R 1 . .
H H2C 0.1442 0.9128 1.1146 0.035 Uiso calc R 1 . .
C C8 0.3526(3) 0.1306(2) 0.37894(18) 0.0278(5) Uani d . 1 . .
H H8A 0.2818 0.1869 0.3620 0.042 Uiso calc R 1 . .
H H8B 0.3099 0.0602 0.3131 0.042 Uiso calc R 1 . .
H H8C 0.4771 0.1753 0.3907 0.042 Uiso calc R 1 . .
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.102
0 0 1 0.062
0 1 0 0.109
0 -1 0 0.156
1 -1 -1 0.068
-1 1 0 0.109
-1 0 0 0.158
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
O4 S1 O3 . . 110.00(8) ?
O4 S1 O1 . . 110.05(8) ?
O3 S1 O1 . . 108.83(8) ?
O4 S1 O2 . . 109.08(8) ?
O3 S1 O2 . . 110.04(8) ?
O1 S1 O2 . . 108.83(9) ?
O5 S2 O6 . . 110.39(8) ?
O5 S2 O7 . . 108.65(8) ?
O6 S2 O7 . . 110.07(8) ?
O5 S2 O8 . . 109.79(8) ?
O6 S2 O8 . . 108.87(8) ?
O7 S2 O8 . . 109.07(9) ?
C1 N12 H12A . . 120.1 ?
C1 N12 H12B . . 119.9 ?
H12A N12 H12B . . 120.0 ?
C7 N18 H18A . . 120.1 ?
C7 N18 H18B . . 119.8 ?
H18A N18 H18B . . 120.1 ?
C5 N15 H15A . . 120.0 ?
C5 N15 H15B . . 120.1 ?
H15A N15 H15B . . 119.9 ?
C5 N16 H16A . . 120.1 ?
C5 N16 H16B . . 119.9 ?
H16A N16 H16B . . 120.0 ?
C1 N11 H11A . . 120.0 ?
C1 N11 H11B . . 120.0 ?
H11A N11 H11B . . 120.0 ?
C3 N13 H13A . . 120.1 ?
C3 N13 H13B . . 119.9 ?
H13A N13 H13B . . 120.0 ?
C3 N14 H14A . . 120.0 ?
C3 N14 H14B . . 120.0 ?
H14A N14 H14B . . 120.0 ?
N18 C7 N17 . . 121.79(18) ?
N18 C7 C8 . . 119.04(18) ?
N17 C7 C8 . . 119.17(18) ?
C7 N17 H17A . . 120.1 ?
C7 N17 H17B . . 119.9 ?
H17A N17 H17B . . 120.0 ?
N13 C3 N14 . . 121.98(18) ?
N13 C3 C4 . . 119.16(19) ?
N14 C3 C4 . . 118.87(19) ?
N15 C5 N16 . . 121.47(18) ?
N15 C5 C6 . . 119.04(17) ?
N16 C5 C6 . . 119.49(17) ?
N12 C1 N11 . . 121.67(18) ?
N12 C1 C2 . . 119.00(17) ?
N11 C1 C2 . . 119.31(17) ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C1 C2 H2A . . 109.5 ?
C1 C2 H2B . . 109.5 ?
H2A C2 H2B . . 109.5 ?
C1 C2 H2C . . 109.5 ?
H2A C2 H2C . . 109.5 ?
H2B C2 H2C . . 109.5 ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
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
S1 O4 . 1.4743(14) ?
S1 O3 . 1.4766(14) ?
S1 O1 . 1.4795(14) ?
S1 O2 . 1.4806(14) ?
S2 O5 . 1.4722(14) ?
S2 O6 . 1.4732(13) ?
S2 O7 . 1.4813(14) ?
S2 O8 . 1.4822(14) ?
N12 C1 . 1.308(3) ?
N12 H12A . 0.8600 ?
N12 H12B . 0.8600 ?
N18 C7 . 1.309(3) ?
N18 H18A . 0.8600 ?
N18 H18B . 0.8600 ?
N15 C5 . 1.308(3) ?
N15 H15A . 0.8600 ?
N15 H15B . 0.8600 ?
N16 C5 . 1.316(2) ?
N16 H16A . 0.8600 ?
N16 H16B . 0.8600 ?
N11 C1 . 1.313(3) ?
N11 H11A . 0.8600 ?
N11 H11B . 0.8600 ?
N13 C3 . 1.303(3) ?
N13 H13A . 0.8600 ?
N13 H13B . 0.8600 ?
N14 C3 . 1.315(3) ?
N14 H14A . 0.8600 ?
N14 H14B . 0.8600 ?
C7 N17 . 1.309(2) ?
C7 C8 . 1.493(3) ?
N17 H17A . 0.8600 ?
N17 H17B . 0.8600 ?
C3 C4 . 1.494(3) ?
C5 C6 . 1.487(3) ?
C1 C2 . 1.492(3) ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
C4 H4C . 0.9600 ?
C2 H2A . 0.9600 ?
C2 H2B . 0.9600 ?
C2 H2C . 0.9600 ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
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
N12 H12A O1 1_455 0.86 2.02 2.838(2) 157.8
N12 H12A S1 1_455 0.86 2.93 3.6038(17) 136.3
N12 H12B O6 1_565 0.86 1.99 2.843(2) 172.1
N12 H12B S2 1_565 0.86 2.98 3.7523(17) 149.9
N18 H18A O8 . 0.86 1.99 2.826(2) 163.9
N18 H18A S2 . 0.86 2.90 3.6006(17) 140.3
N18 H18B O3 . 0.86 1.99 2.823(2) 164.0
N15 H15A O2 . 0.86 2.03 2.841(2) 156.9
N15 H15A S1 . 0.86 2.92 3.5841(17) 135.8
N15 H15B S2 . 0.86 3.01 3.7829(17) 150.1
N15 H15B O5 . 0.86 1.97 2.817(2) 168.6
N16 H16A O1 . 0.86 2.09 2.915(2) 160.1
N16 H16A S1 . 0.86 2.85 3.5245(18) 137.2
N16 H16B O3 2_666 0.86 2.00 2.852(2) 169.5
N16 H16B S1 2_666 0.86 2.90 3.6821(17) 152.3
N11 H11A O2 1_455 0.86 2.10 2.922(2) 160.9
N11 H11A S1 1_455 0.86 2.84 3.5335(17) 138.3
N11 H11B O4 2_667 0.86 2.01 2.856(2) 170.0
N11 H11B S1 2_667 0.86 2.88 3.6657(17) 152.0
N13 H13A O7 1_565 0.86 1.99 2.826(2) 164.6
N13 H13A S2 1_565 0.86 2.93 3.6408(18) 141.8
N13 H13B O4 1_455 0.86 1.99 2.835(2) 165.4
N14 H14A O8 1_565 0.86 2.09 2.938(2) 166.7
N14 H14A S2 1_565 0.86 2.87 3.5920(18) 143.3
N14 H14B O6 2_667 0.86 2.02 2.863(2) 167.4
N14 H14B S2 2_667 0.86 2.96 3.6973(17) 145.4
N17 H17A O7 . 0.86 2.12 2.964(2) 166.7
N17 H17B S2 2_556 0.86 2.95 3.7158(17) 148.6
N17 H17B O5 2_556 0.86 2.01 2.861(2) 167.7
N17 H17B S2 2_556 0.86 2.95 3.7158(17) 148.6
