# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2011


data_global

# 1. PROCESSING SUMMARY (IUCr Office Use Only)

_journal_name_full               CrystEngComm
_journal_coden_cambridge         1350
#TrackingRef '- an2SO4.cif'

#=======================================================================

_audit_creation_method           'Jana2006 Version : 22/07/2010'

#=======================================================================

# 2. SUBMISSION DETAILS

_publ_contact_author_name        'Matulkova, Irena'
_publ_contact_author_address     
;
Academy od Sciences of the Czech Republic, v.v.i
J. Heyrovsk\'y Institute of Physical chemistry
Dolej\<skova 3
182 23 Praha 8
Czech Republic
;
_publ_contact_author_email       irena.matulkova@jh-inst.cas.cz

#=======================================================================

# 3. TITLE AND AUTHOR LIST

_publ_section_title              
; ?
;
_publ_section_title_footnote     
; ?
;
loop_
_publ_author_name
_publ_author_address
I.Matulkova
;
Academy od Sciences of the Czech Republic, v.v.i
J. Heyrovsk\'y Institute of Physical chemistry
Dolej\<skova 3
182 23 Praha 8
Czech Republic
;
J.Cihelka
;
Academy od Sciences of the Czech Republic, v.v.i
J. Heyrovsk\'y Institute of Physical chemistry
Dolej\<skova 3
182 23 Praha 8
Czech Republic
;
K.Fejfarova
;
Academy od Sciences of the Czech Republic, v.v.i
Institute of Physics
Na Slovance 2
182 21 Praha 8
Czech Republic
;
M.Dusek
;
Academy od Sciences of the Czech Republic, v.v.i
Institute of Physics
Na Slovance 2
182 21 Praha 8
Czech Republic
;
M.Pojarova
;
Academy od Sciences of the Czech Republic, v.v.i
Institute of Physics
Na Slovance 2
182 21 Praha 8
Czech Republic
;
P.Vanek
;
Academy od Sciences of the Czech Republic, v.v.i
Institute of Physics
Na Slovance 2
182 21 Praha 8
Czech Republic
;
;
J.Kroupa
;
;
Academy od Sciences of the Czech Republic, v.v.i
Institute of Physics
Na Slovance 2
182 21 Praha 8
Czech Republic
;
M.Sala
;
Academy od Sciences of the Czech Republic, v.v.i
Institute of Organic Chemistry and Biochemistry
Flemingovo n\'am. 2
166 10 Praha 6
Czech Republic
;
R.Krupkova
;
Academy od Sciences of the Czech Republic, v.v.i
Institute of Physics
Na Slovance 2
182 21 Praha 8
Czech Republic
;
I.Nemec .

#=======================================================================

# 4. TEXT

_publ_section_synopsis           
; ?
;
_publ_section_abstract           
; ?
;
_publ_section_comment            
; ?
;
_publ_section_introduction       
; ?
;
_publ_section_experimental       
; ?
;
_publ_section_exptl_prep         
; ?
;
_publ_section_exptl_refinement   
;
All hydrogen atoms were discernible in difference Fourier maps and could be
refined to reasonable geometry. According to common practice they were
nevertheless kept in ideal positions with C--H distances 0.96 \%A
and N---H distances 0.87 \%A during the refinement. The NH~3~
H atoms were allowed
to rotate freely about the adjacent N--C bonds.
All H atoms were refined as riding with
thermal displacement coefficients Uiso(H) set to 1.5Ueq(N) for NH~3~
groups and to to 1.2Ueq(C) for hydrogens located at aromatic rings.
;
_publ_section_exptl_solution     
; ?
;
_publ_section_discussion         
; ?
;
_publ_section_references         
;
Brandenburg, K. & Putz, H. (2005). DIAMOND Version 3.
Crystal Impact GbR, Postfach 1251, D-53002 Bonn, Germany.

Burla, M.C., Camalli, M., Carrozzini, B., Cascarano, G., Giacovazzo, C.,
Polidori, G., Spagna, R. SIR2002: the program, J. Appl. Cryst, (2003). 36, 1103

Flack, H. D. (1983). Acta Cryst. A39, 876-881.

Oxford Diffraction (2010). CrysAlisPro, Data collection and data reduction
GUI for PRO. Oxford Diffraction Ltd., Oxford, UK.

Pet\<r\'i\<cek, V., Du\<sek, M. & Palatinus L. (2007). Jana2006.
Structure Determination Software Programs.
Institute of Physics, Praha, Czech Republic.

;
_publ_section_figure_captions    
; ?
;
_publ_section_table_legends      
; ?
;

#=======================================================================
data_an2SO4
_database_code_depnum_ccdc_archive 'CCDC 796723'
#TrackingRef '- an2SO4.cif'

#=======================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            'anilinium sulphate'
_chemical_formula_moiety         '2(C6 H8 N), O4 S'
_chemical_formula_sum            'C12 H16 N2 O4 S1'
_chemical_formula_weight         284.3
_chemical_absolute_configuration ?
_chemical_melting_point          ?
#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2 1'
_symmetry_space_group_name_Hall  'C 2y'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,y,-z
3 x+1/2,y+1/2,z
4 -x+1/2,y+1/2,-z
_cell_length_a                   29.2672(13)
_cell_length_b                   6.2707(2)
_cell_length_c                   7.4449(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.612(4)
_cell_angle_gamma                90
_cell_volume                     1359.78(8)
_cell_formula_units_Z            4

_cell_measurement_temperature    290.0
_cell_measurement_reflns_used    4186
_cell_measurement_theta_min      3.0319
_cell_measurement_theta_max      58.8521
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.3884
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             600

_exptl_absorpt_coefficient_mu    2.236
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.5416
_exptl_crystal_size_mid          0.2369
_exptl_crystal_size_min          0.1150
_exptl_crystal_colour            'pale yellow'
_exptl_absorpt_correction_T_min  0.48786
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction (2010),
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      290
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Goniometer Xcalibur, detector: Atlas (Gemini ultra Cu)'
_diffrn_detector_area_resol_mean 10.3784
_diffrn_measurement_method       
'Rotation method data acquisition using \w scans'

_diffrn_reflns_number            4720
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         58.73
_diffrn_reflns_theta_full        58.73
_diffrn_measured_fraction_theta_max 1
_diffrn_measured_fraction_theta_full 1
_diffrn_reflns_av_R_equivalents  0.0816
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_reduction_process 
;
Integration of the CCD images was done by program CrysAlisPro
(Oxford diffraction, 2010). The same program was used for indexing of the
crystal shape and absorption correction.
;

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
The refinement was carried out against all reflections. The conventional
R-factor is always based on F. The goodness of fit as well as the weighted
R-factor are based on F and F^2^ for refinement carried out on F and F^2^,
respectively. The threshold expression is used only for calculating
R-factors etc. and it is not relevant to the choice of reflections for
refinement.

The program used for refinement, Jana2006, uses the weighting scheme
based on the experimental expectations, see _refine_ls_weighting_details,
that does not force S to be one. Therefore the values of S are usually larger
than the ones from the SHELX program.
;

_reflns_number_total             1887
_reflns_number_gt                1707
_reflns_threshold_expression     I>3\s(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_gt          0.1187
_refine_ls_R_factor_all          0.0515
_refine_ls_wR_factor_ref         0.1223
_refine_ls_goodness_of_fit_ref   1.68
_refine_ls_goodness_of_fit_gt    1.72
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         1887
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_number_constraints    65
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(\s^2^(I)+0.0016I^2^)
_refine_ls_hydrogen_treatment    constr
_refine_ls_shift/su_max          0.0194
_refine_ls_shift/su_mean         0.0016
_refine_diff_density_max         0.30
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack (1983), 823 of Friedel pairs used in the refinement
;
_refine_ls_abs_structure_Flack   0.11(3)
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.018 0.009 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.000 0.000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.031 0.018 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.049 0.032 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
S 0.333 0.557 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       'CrysAlisPro (Oxford diffraction, 2010)'
_computing_cell_refinement       CrysAlisPro
_computing_data_reduction        CrysAlisPro
_computing_structure_solution    'SIR2002 (Burla et al., 2003)'
_computing_structure_refinement  
"Jana2006 (Pet\<r\'i\<cek, Du\<sek & Palatinus, 2006)"
_computing_molecular_graphics    'Diamond (Brandenburg & Putz, 2005)'
_computing_publication_material  Jana2006

#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.76396(3) 0.26007 0.22770(11) Uani 0.0339(3) 4 1 d . . .
O1 O 0.78000(12) 0.0775(6) 0.3399(5) Uani 0.0470(13) 4 1 d . . .
O2 O 0.78510(8) 0.2589(9) 0.0593(3) Uani 0.0511(9) 4 1 d . . .
O3 O 0.77683(11) 0.4577(6) 0.3304(5) Uani 0.0430(12) 4 1 d . . .
O4 O 0.71389(7) 0.2503(8) 0.1947(4) Uani 0.0542(10) 4 1 d . . .
N1 N 0.82081(8) 0.7609(9) 0.1567(4) Uani 0.0397(10) 4 1 d . . .
N2 N 0.79751(8) 0.2703(9) 0.6920(4) Uani 0.0392(10) 4 1 d . . .
C1 C 0.87032(10) 0.7567(11) 0.1769(5) Uani 0.0381(12) 4 1 d . . .
C2 C 0.89448(15) 0.9231(9) 0.2560(8) Uani 0.063(2) 4 1 d . . .
C3 C 0.94240(17) 0.9132(11) 0.2727(9) Uani 0.079(3) 4 1 d . . .
C4 C 0.96450(15) 0.7396(18) 0.2096(8) Uani 0.079(2) 4 1 d . . .
C5 C 0.93973(18) 0.5761(11) 0.1321(8) Uani 0.072(2) 4 1 d . . .
C6 C 0.89287(15) 0.5795(10) 0.1160(7) Uani 0.0551(19) 4 1 d . . .
C7 C 0.84701(11) 0.2756(12) 0.6895(5) Uani 0.0366(13) 4 1 d . . .
C8 C 0.86725(15) 0.4532(10) 0.6231(7) Uani 0.0520(18) 4 1 d . . .
C9 C 0.91467(17) 0.4559(13) 0.6190(8) Uani 0.073(2) 4 1 d . . .
C10 C 0.94072(16) 0.2842(18) 0.6833(9) Uani 0.082(3) 4 1 d . . .
C11 C 0.91968(19) 0.1105(12) 0.7500(10) Uani 0.085(3) 4 1 d . . .
C12 C 0.87230(16) 0.1048(9) 0.7523(8) Uani 0.062(2) 4 1 d . . .
H1a H 0.811258 0.881566 0.196852 Uiso 0.0595 4 1 d . . .
H1b H 0.810965 0.747042 0.043194 Uiso 0.0595 4 1 d . . .
H1c H 0.810348 0.656467 0.217856 Uiso 0.0595 4 1 d . . .
H2a H 0.785557 0.188912 0.605163 Uiso 0.0588 4 1 d . . .
H2b H 0.790744 0.220036 0.795084 Uiso 0.0588 4 1 d . . .
H2c H 0.78655 0.39877 0.677355 Uiso 0.0588 4 1 d . . .
H2 H 0.878912 1.044643 0.299308 Uiso 0.0753 4 1 d . . .
H3 H 0.959992 1.028655 0.328748 Uiso 0.0948 4 1 d . . .
H4 H 0.997437 0.734334 0.220373 Uiso 0.0947 4 1 d . . .
H5 H 0.955382 0.455415 0.087707 Uiso 0.0869 4 1 d . . .
H6 H 0.875681 0.460976 0.063139 Uiso 0.0661 4 1 d . . .
H8 H 0.848956 0.573307 0.580309 Uiso 0.0624 4 1 d . . .
H9 H 0.929283 0.577634 0.571339 Uiso 0.088 4 1 d . . .
H10 H 0.973461 0.286354 0.681269 Uiso 0.0981 4 1 d . . .
H11 H 0.937851 -0.008654 0.795615 Uiso 0.1016 4 1 d . . .
H12 H 0.857614 -0.018104 0.797724 Uiso 0.0741 4 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_type_symbol
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1 S 0.0387(5) 0.0322(5) 0.0317(5) 0.0002(5) 0.0079(3) -0.0010(7)
O1 O 0.068(2) 0.037(2) 0.037(3) 0.0066(17) 0.0075(19) 0.0018(18)
O2 O 0.0621(15) 0.0596(16) 0.0342(16) -0.002(2) 0.0181(11) -0.004(3)
O3 O 0.058(2) 0.0322(19) 0.039(2) -0.0047(16) 0.0060(17) -0.0059(16)
O4 O 0.0381(13) 0.071(2) 0.0532(18) -0.010(2) 0.0033(12) 0.001(3)
N1 N 0.0386(14) 0.0346(16) 0.046(2) -0.001(3) 0.0046(13) -0.004(3)
N2 N 0.0427(15) 0.0442(18) 0.0317(18) -0.003(3) 0.0089(12) -0.008(3)
C1 C 0.0336(17) 0.040(2) 0.042(2) -0.004(3) 0.0057(15) 0.000(4)
C2 C 0.051(3) 0.052(3) 0.085(4) -0.007(3) 0.009(3) -0.010(4)
C3 C 0.044(3) 0.084(5) 0.106(5) -0.022(3) -0.004(3) -0.011(5)
C4 C 0.038(2) 0.110(5) 0.089(4) 0.003(4) 0.007(2) 0.017(6)
C5 C 0.053(3) 0.095(5) 0.070(4) 0.026(3) 0.011(3) -0.012(4)
C6 C 0.051(3) 0.054(3) 0.060(4) 0.009(2) 0.002(2) -0.010(3)
C7 C 0.0346(17) 0.040(3) 0.036(2) -0.001(3) 0.0074(14) -0.005(3)
C8 C 0.051(3) 0.054(3) 0.049(3) -0.007(2) 0.001(2) 0.006(3)
C9 C 0.058(3) 0.097(5) 0.067(4) -0.031(4) 0.015(3) -0.001(4)
C10 C 0.039(2) 0.116(6) 0.091(4) 0.008(4) 0.011(3) -0.024(6)
C11 C 0.051(3) 0.080(5) 0.121(6) 0.026(3) -0.002(4) 0.000(5)
C12 C 0.057(3) 0.049(3) 0.081(4) 0.004(3) 0.010(3) 0.006(3)

#=======================================================================

# 10. MOLECULAR GEOMETRY

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 O1 . . 1.467(4) yes
S1 O2 . . 1.452(3) yes
S1 O3 . . 1.485(4) yes
S1 O4 . . 1.463(2) yes
N1 C1 . . 1.442(4) yes
N1 H1a . . 0.87 yes
N1 H1b . . 0.87 yes
N1 H1c . . 0.87 yes
N2 C7 . . 1.451(4) yes
N2 H2a . . 0.87 yes
N2 H2b . . 0.87 yes
N2 H2c . . 0.87 yes
C1 C2 . . 1.362(8) yes
C1 C6 . . 1.391(8) yes
C2 C3 . . 1.397(7) yes
C2 H2 . . 0.96 yes
C3 C4 . . 1.372(12) yes
C3 H3 . . 0.96 yes
C4 C5 . . 1.352(11) yes
C4 H4 . . 0.96 yes
C5 C6 . . 1.365(7) yes
C5 H5 . . 0.96 yes
C6 H6 . . 0.96 yes
C7 C8 . . 1.376(9) yes
C7 C12 . . 1.359(8) yes
C8 C9 . . 1.391(7) yes
C8 H8 . . 0.96 yes
C9 C10 . . 1.378(12) yes
C9 H9 . . 0.96 yes
C10 C11 . . 1.368(12) yes
C10 H10 . . 0.96 yes
C11 C12 . . 1.389(7) yes
C11 H11 . . 0.96 yes
C12 H12 . . 0.96 yes

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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 S1 O2 . . . 110.4(2) yes
O1 S1 O3 . . . 107.9(2) yes
O1 S1 O4 . . . 108.8(2) yes
O2 S1 O3 . . . 109.9(2) yes
O2 S1 O4 . . . 111.05(15) yes
O3 S1 O4 . . . 108.7(2) yes
C1 N1 H1a . . . 109.4718 no
C1 N1 H1b . . . 109.4719 no
C1 N1 H1c . . . 109.472 no
H1a N1 H1b . . . 109.4708 no
H1a N1 H1c . . . 109.4704 no
H1b N1 H1c . . . 109.4705 no
C7 N2 H2a . . . 109.4722 no
C7 N2 H2b . . . 109.4712 no
C7 N2 H2c . . . 109.4716 no
H2a N2 H2b . . . 109.471 no
H2a N2 H2c . . . 109.4702 no
H2b N2 H2c . . . 109.4711 no
N1 C1 C2 . . . 120.3(5) yes
N1 C1 C6 . . . 119.0(5) yes
C2 C1 C6 . . . 120.7(4) yes
C1 C2 C3 . . . 118.6(5) yes
C1 C2 H2 . . . 120.6955 yes
C3 C2 H2 . . . 120.6947 yes
C2 C3 C4 . . . 120.5(6) yes
C2 C3 H3 . . . 119.7564 yes
C4 C3 H3 . . . 119.7579 yes
C3 C4 C5 . . . 119.8(5) yes
C3 C4 H4 . . . 120.1149 yes
C5 C4 H4 . . . 120.1151 yes
C4 C5 C6 . . . 121.2(6) yes
C4 C5 H5 . . . 119.402 no
C6 C5 H5 . . . 119.4025 no
C1 C6 C5 . . . 119.2(5) yes
C1 C6 H6 . . . 120.3796 no
C5 C6 H6 . . . 120.3797 no
N2 C7 C8 . . . 119.3(5) yes
N2 C7 C12 . . . 119.2(5) yes
C8 C7 C12 . . . 121.5(4) yes
C7 C8 C9 . . . 118.9(5) yes
C7 C8 H8 . . . 120.5654 no
C9 C8 H8 . . . 120.5669 no
C8 C9 C10 . . . 120.2(6) yes
C8 C9 H9 . . . 119.9199 no
C10 C9 H9 . . . 119.9218 no
C9 C10 C11 . . . 119.7(5) yes
C9 C10 H10 . . . 120.1724 yes
C11 C10 H10 . . . 120.1721 no
C10 C11 C12 . . . 120.7(6) yes
C10 C11 H11 . . . 119.6525 no
C12 C11 H11 . . . 119.6517 no
C7 C12 C11 . . . 119.1(6) yes
C7 C12 H12 . . . 120.4541 no
C11 C12 H12 . . . 120.4546 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C2 C3 . . . . -179.9(5) ?
C6 C1 C2 C3 . . . . 0.8(8) ?
N1 C1 C6 C5 . . . . 179.0(5) ?
C2 C1 C6 C5 . . . . -1.7(8) ?
C1 C2 C3 C4 . . . . 0.4(9) ?
C2 C3 C4 C5 . . . . -0.6(10) ?
C3 C4 C5 C6 . . . . -0.4(10) ?
C4 C5 C6 C1 . . . . 1.5(9) ?
N2 C7 C8 C9 . . . . -179.2(5) ?
C12 C7 C8 C9 . . . . 0.6(8) ?
N2 C7 C12 C11 . . . . -179.9(5) ?
C8 C7 C12 C11 . . . . 0.3(8) ?
C7 C8 C9 C10 . . . . -1.0(9) ?
C8 C9 C10 C11 . . . . 0.5(10) ?
C9 C10 C11 C12 . . . . 0.5(11) ?
C10 C11 C12 C7 . . . . -0.9(10) ?

# Attachment '- an2SeO42H2O.cif'

#=======================================================================
data_an2SeO42H2O
_database_code_depnum_ccdc_archive 'CCDC 796724'
#TrackingRef '- an2SeO42H2O.cif'

#=======================================================================

_audit_creation_method           'Jana2006 Version : 08/12/2009'

_chemical_name_systematic        
; ?
;
_chemical_name_common            'Anilinium(1+) selenate dihydrate'
_chemical_formula_moiety         '2(C6 H8 N), O4 Se, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C12 H20 N2 O6 Se'
_chemical_formula_weight         367.26
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z+1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z+1/2
_cell_length_a                   9.4120(9)
_cell_length_b                   9.0979(7)
_cell_length_c                   17.819(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.053(10)
_cell_angle_gamma                90
_cell_volume                     1510.8(3)
_cell_formula_units_Z            4

_cell_measurement_reflns_used    1966
_cell_measurement_theta_min      3.1293
_cell_measurement_theta_max      29.4196
_cell_measurement_temperature    295
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.615
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             752

_exptl_absorpt_coefficient_mu    2.511
_exptl_crystal_description       'irregular shape'
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.19
_exptl_crystal_colour            colourless
_exptl_absorpt_correction_T_min  0.12612
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction (2010)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      295
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction CCD'
_diffrn_detector_area_resol_mean 10.3784
_diffrn_measurement_method       
'Rotation method data acquisition using \w scans'

_diffrn_reflns_number            8240
_diffrn_reflns_theta_min         3.13
_diffrn_reflns_theta_max         29.27
_diffrn_reflns_theta_full        28.24
_diffrn_measured_fraction_theta_max 0.93
_diffrn_measured_fraction_theta_full 0.98
_diffrn_reflns_av_R_equivalents  0.127
_diffrn_reflns_av_sigmaI/netI    0.2186
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_reduction_process 
;
Integration of the CCD images was done by program CrysAlisPro
(Oxford diffraction, 2010). The same program was used for indexing of the
crystal shape and absorption correction.
;

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
The refinement was carried out against all reflections. The conventional
R-factor is always based on F. The goodness of fit as well as the weighted
R-factor are based on F and F^2^ for refinement carried out on F and F^2^,
respectively. The threshold expression is used only for calculating
R-factors etc. and it is not relevant to the choice of reflections for
refinement.

The program used for refinement, Jana2006, uses the weighting scheme
based on the experimental expectations, see _refine_ls_weighting_details,
that does not force S to be one. Therefore the values of S are usually larger
than the ones from the SHELX program.
;

_reflns_number_total             1915
_reflns_number_gt                788
_reflns_threshold_expression     I>3\s(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_gt          0.0970
_refine_ls_R_factor_all          0.1328
_refine_ls_wR_factor_ref         0.1133
_refine_ls_goodness_of_fit_ref   0.92
_refine_ls_goodness_of_fit_gt    1.27
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         1915
_refine_ls_number_parameters     102
_refine_ls_number_restraints     0
_refine_ls_number_constraints    34
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(\s^2^(I)+0.0016I^2^)
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          0.0042
_refine_ls_shift/su_mean         0.0003
_refine_diff_density_max         0.92
_refine_diff_density_min         -0.93
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.000 0.000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.006 0.003 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.011 0.006 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
Se -0.093 2.226 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       'CrysAlisPro (Oxford diffraction, 2010)'
_computing_cell_refinement       CrysAlisPro
_computing_data_reduction        CrysAlisPro
_computing_structure_solution    'SIR2002 (Burla et al., 2003)'
_computing_structure_refinement  
"Jana2006 (Pet\<r\'i\<cek, Du\<sek & Palatinus, 2006)"
_computing_molecular_graphics    'Diamond (Brandenburg & Putz, 2005)'
_computing_publication_material  Jana2006

#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0 0.81756(8) 0.25 Uani 0.0203(3) 4 1 d . . .
O1 O 0.0987(4) 0.9214(4) 0.2031(2) Uani 0.0356(15) 8 1 d . . .
O2 O -0.1054(3) 0.7141(4) 0.1915(2) Uani 0.0320(14) 8 1 d . . .
O3W O 0.0982(5) 0.2349(5) 0.1894(3) Uani 0.0497(18) 8 1 d . . .
N1 N 0.3635(4) 0.9246(5) 0.1463(3) Uani 0.0303(18) 8 1 d . . .
C1 C 0.3310(5) 0.9348(5) 0.0628(3) Uani 0.023(2) 8 1 d . . .
C2 C 0.2255(6) 1.0265(6) 0.0317(4) Uani 0.037(2) 8 1 d . . .
C3 C 0.1938(7) 1.0361(6) -0.0459(4) Uani 0.045(3) 8 1 d . . .
C4 C 0.2702(7) 0.9520(7) -0.0901(4) Uani 0.045(3) 8 1 d . . .
C5 C 0.3756(6) 0.8583(6) -0.0584(4) Uani 0.037(2) 8 1 d . . .
C6 C 0.4070(5) 0.8486(5) 0.0190(4) Uani 0.029(2) 8 1 d . . .
H1A H 0.433861 0.863227 0.158392 Uiso 0.0364 8 1 d . . .
H1B H 0.387917 1.010862 0.16487 Uiso 0.0364 8 1 d . . .
H1C H 0.287943 0.893801 0.164606 Uiso 0.0364 8 1 d . . .
H1W H 0.091(7) 0.156(7) 0.198(5) Uiso 0.0597 8 1 d . . .
H2W H 0.193(7) 0.254(6) 0.194(4) Uiso 0.0597 8 1 d . . .
H2 H 0.173104 1.084408 0.063568 Uiso 0.0447 8 1 d . . .
H3 H 0.119462 1.100765 -0.06878 Uiso 0.0535 8 1 d . . .
H4 H 0.249259 0.959037 -0.144276 Uiso 0.0544 8 1 d . . .
H5 H 0.427269 0.799506 -0.090266 Uiso 0.0442 8 1 d . . .
H6 H 0.480465 0.783181 0.042086 Uiso 0.0346 8 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_type_symbol
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Se1 Se 0.0182(4) 0.0169(4) 0.0265(6) 0 0.0061(3) 0
O1 O 0.033(2) 0.028(2) 0.050(3) -0.0033(17) 0.019(2) 0.012(2)
O2 O 0.036(2) 0.032(2) 0.027(3) -0.0038(18) -0.0006(18) -0.0119(18)
O3w O 0.032(2) 0.038(3) 0.081(4) 0.005(2) 0.014(2) 0.013(3)
N1 N 0.022(3) 0.024(3) 0.045(4) -0.003(2) 0.006(2) -0.002(2)
C1 C 0.025(3) 0.020(3) 0.023(4) -0.006(3) 0.001(3) -0.003(3)
C2 C 0.045(4) 0.029(3) 0.038(5) 0.015(3) 0.006(3) 0.004(3)
C3 C 0.056(4) 0.037(4) 0.039(6) 0.011(3) 0.000(4) 0.002(3)
C4 C 0.067(5) 0.048(4) 0.021(5) -0.021(4) 0.007(4) 0.000(3)
C5 C 0.040(3) 0.035(4) 0.039(5) -0.013(3) 0.016(3) -0.011(3)
C6 C 0.028(3) 0.022(3) 0.037(4) 0.000(2) 0.006(3) -0.003(3)

#=======================================================================

# 10. MOLECULAR GEOMETRY

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . . 1.479(7) yes
C1 C2 . . 1.355(8) yes
C1 C6 . . 1.376(7) yes
C2 C3 . . 1.376(10) yes
C3 C4 . . 1.372(9) yes
C4 C5 . . 1.369(9) yes
C5 C6 . . 1.372(10) yes
N1 H1A . . 0.87 yes
N1 H1B . . 0.87 yes
N1 H1C . . 0.87 yes
C2 H2 . . 0.96 yes
C3 H3 . . 0.96 yes
C4 H4 . . 0.96 yes
C5 H5 . . 0.96 yes
C6 H6 . . 0.96 yes
Se1 O1 . . 1.634(4) yes
Se1 O2 . . 1.633(3) yes
Se1 O1 . 2_555 1.634(4) yes
Se1 O2 . 2_555 1.633(3) yes
O3W H1W . . 0.74(7) yes
O3W H2W . . 0.90(7) yes

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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 C2 . . . 119.1(5) yes
N1 C1 C6 . . . 119.0(5) yes
C1 C2 C3 . . . 119.6(6) yes
C2 C1 C6 . . . 121.9(6) yes
C2 C3 C4 . . . 119.0(6) yes
C3 C4 C5 . . . 121.2(7) yes
C4 C5 C6 . . . 119.8(6) yes
C1 C6 C5 . . . 118.5(5) yes
C1 N1 H1A . . . 109 yes
C1 N1 H1B . . . 109 yes
C1 N1 H1C . . . 109 yes
H1A N1 H1B . . . 109 yes
H1A N1 H1C . . . 110 yes
H1B N1 H1C . . . 110 yes
C1 C2 H2 . . . 120 yes
C1 C6 H6 . . . 121 yes
C2 C3 H3 . . . 121 yes
C3 C2 H2 . . . 120 yes
C3 C4 H4 . . . 119 yes
C4 C3 H3 . . . 120 yes
C4 C5 H5 . . . 120 yes
C5 C4 H4 . . . 119 yes
C5 C6 H6 . . . 121 yes
C6 C5 H5 . . . 120 yes
O1 Se1 O2 . . . 110.17(17) yes
O1 Se1 O1 . . . 109.38(19) yes
O1 Se1 O2 . . 2_555 108.76(17) yes
O2 Se1 O1 . . 2_555 108.76(17) yes
O2 Se1 O2 . . 2_555 109.61(18) yes
O1 Se1 O2 2_555 . 2_555 110.17(17) yes
H1W O3W H2W . . . 107(6) yes

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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N(1) C(1) C(2) C(3) . . . . -179.6(5) yes
N(1) C(1) C(6) C(5) . . . . 179.7(4) yes
C(1) C(2) C(3) C(4) . . . . 0.1(9) yes
C(2) C(1) C(6) C(5) . . . . 1.0(7) yes
C(2) C(3) C(4) C(5) . . . . 0.7(9) yes
C(3) C(4) C(5) C(6) . . . . -0.6(9) yes
C(4) C(5) C(6) C(1) . . . . -0.2(8) yes
C(6) C(1) C(2) C(3) . . . . -0.9(8) yes

#=======================================================================

# Attachment '- an2SeO4.cif'

#=======================================================================
data_an2SeO4
_database_code_depnum_ccdc_archive 'CCDC 796725'
#TrackingRef '- an2SeO4.cif'

#=======================================================================

_audit_creation_method           'Jana2006 Version : 15/07/2009'

_chemical_name_systematic        
; ?
;
_chemical_name_common            'Anilinium(1+) selenate'
_chemical_formula_moiety         ' 2(C6 H8 N), O4 Se '
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C12 H16 N2 O4 Se1'
_chemical_formula_weight         331.2
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration ad

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2 1'
_symmetry_space_group_name_Hall  'C 2y'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,y,-z
3 x+1/2,y+1/2,z
4 -x+1/2,y+1/2,-z
_cell_length_a                   29.1811(6)
_cell_length_b                   6.36320(10)
_cell_length_c                   7.5091(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.993(2)
_cell_angle_gamma                90
_cell_volume                     1389.04(5)
_cell_formula_units_Z            4

_cell_measurement_reflns_used    10230
_cell_measurement_theta_min      3.0376
_cell_measurement_theta_max      62.5160
_cell_measurement_temperature    120
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.5834
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672

_exptl_absorpt_coefficient_mu    3.786
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.4759
_exptl_crystal_size_mid          0.2157
_exptl_crystal_size_min          0.0699
_exptl_crystal_colour            colorless
_exptl_absorpt_correction_T_min  0.343
_exptl_absorpt_correction_T_max  0.815
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction (2010)
Analytical numeric absorption correction using a multifaceted crystal
model.
;

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      120
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Goniometer Xcalibur, detector: Atlas (Gemini ultra Cu)'
_diffrn_detector_area_resol_mean 10.3784
_diffrn_measurement_method       
'Rotation method data acquisition using \w scans'
_diffrn_reflns_number            10519
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         62.8
_diffrn_reflns_theta_full        62.8
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measured_fraction_theta_full 0.98
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_sigmaI/netI    0.0043
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_reduction_process 
;
Integration of the CCD images was done by program CrysAlisPro
(Oxford diffraction, 2010). The same program was used for indexing of the
crystal shape and absorption correction.
;

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
The refinement was carried out against all reflections. The conventional
R-factor is always based on F. The goodness of fit as well as the weighted
R-factor are based on F and F^2^ for refinement carried out on F and F^2^,
respectively. The threshold expression is used only for calculating
R-factors etc. and it is not relevant to the choice of reflections for
refinement.

The program used for refinement, Jana2006, uses the weighting scheme
based on the experimental expectations, see _refine_ls_weighting_details,
that does not force S to be one. Therefore the values of S are usually larger
than the ones from the SHELX program.
;

_reflns_number_total             2189
_reflns_number_gt                2169
_reflns_threshold_expression     I>3\s(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0188
_refine_ls_wR_factor_gt          0.0630
_refine_ls_R_factor_all          0.0190
_refine_ls_wR_factor_ref         0.0631
_refine_ls_goodness_of_fit_ref   1.54
_refine_ls_goodness_of_fit_gt    1.54
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         2189
_refine_ls_number_parameters     171
_refine_ls_number_restraints     0
_refine_ls_number_constraints    65
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(\s^2^(I)+0.0016I^2^)
_refine_ls_hydrogen_treatment    constr
_refine_ls_shift/su_max          0.0090
_refine_ls_shift/su_mean         0.0014
_refine_diff_density_max         0.16
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack (1983), 967 Friedel pairs'
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.018 0.009 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.000 0.000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.031 0.018 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.049 0.032 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
Se -0.794 1.137 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       'CrysAlisPro (Oxford diffraction, 2010)'
_computing_cell_refinement       CrysAlisPro
_computing_data_reduction        CrysAlisPro
_computing_structure_solution    'SIR2002 (Burla et al., 2003)'
_computing_structure_refinement  
"Jana2006 (Pet\<r\'i\<cek, Du\<sek & Palatinus, 2006)"
_computing_molecular_graphics    'Diamond (Brandenburg & Putz, 2005)'
_computing_publication_material  Jana2006

#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.763486(5) 0.26007(1) 0.225112(19) Uani 0.01404(9) 4 1 d . . .
O1 O 0.78164(6) 0.0575(3) 0.3466(2) Uani 0.0205(6) 4 1 d . . .
O2 O 0.78808(5) 0.2578(4) 0.03881(15) Uani 0.0256(4) 4 1 d . . .
O3 O 0.77752(6) 0.4746(3) 0.3373(2) Uani 0.0188(6) 4 1 d . . .
O4 O 0.70738(4) 0.2484(4) 0.19112(18) Uani 0.0238(4) 4 1 d . . .
N1 N 0.82418(5) 0.7601(5) 0.1588(2) Uani 0.0177(5) 4 1 d . . .
N2 N 0.79908(5) 0.2710(5) 0.6846(2) Uani 0.0154(5) 4 1 d . . .
C1 C 0.87381(7) 0.7474(7) 0.1761(3) Uani 0.0181(6) 4 1 d . . .
C2 C 0.89954(9) 0.9080(4) 0.2592(4) Uani 0.0285(8) 4 1 d . . .
C3 C 0.94720(9) 0.8930(5) 0.2724(4) Uani 0.0356(9) 4 1 d . . .
C4 C 0.96859(8) 0.7184(5) 0.2056(3) Uani 0.0350(10) 4 1 d . . .
C5 C 0.94227(10) 0.5604(5) 0.1244(4) Uani 0.0351(9) 4 1 d . . .
C6 C 0.89492(9) 0.5711(4) 0.1085(3) Uani 0.0259(8) 4 1 d . . .
C7 C 0.84877(7) 0.2760(7) 0.6803(3) Uani 0.0172(7) 4 1 d . . .
C8 C 0.86936(8) 0.4509(4) 0.6126(3) Uani 0.0236(7) 4 1 d . . .
C9 C 0.91662(8) 0.4551(5) 0.6072(4) Uani 0.0316(9) 4 1 d . . .
C10 C 0.94279(8) 0.2857(6) 0.6747(4) Uani 0.0359(9) 4 1 d . . .
C11 C 0.92145(10) 0.1112(5) 0.7433(4) Uani 0.0394(10) 4 1 d . . .
C12 C 0.87469(9) 0.1079(4) 0.7459(4) Uani 0.0297(8) 4 1 d . . .
H1a H 0.815257 0.851225 0.234979 Uiso 0.0212 4 1 d . . .
H1b H 0.814743 0.799299 0.050806 Uiso 0.0212 4 1 d . . .
H1c H 0.812672 0.637519 0.180249 Uiso 0.0212 4 1 d . . .
H2a H 0.78874 0.148176 0.649762 Uiso 0.0184 4 1 d . . .
H2b H 0.792071 0.294644 0.793102 Uiso 0.0184 4 1 d . . .
H2c H 0.786678 0.367283 0.613596 Uiso 0.0184 4 1 d . . .
H2 H 0.884702 1.027605 0.306822 Uiso 0.0342 4 1 d . . .
H3 H 0.965503 1.004088 0.328248 Uiso 0.0428 4 1 d . . .
H4 H 1.001538 0.708147 0.215929 Uiso 0.042 4 1 d . . .
H5 H 0.957168 0.440302 0.077911 Uiso 0.0421 4 1 d . . .
H6 H 0.876828 0.459673 0.052107 Uiso 0.0311 4 1 d . . .
H8 H 0.851002 0.568584 0.569598 Uiso 0.0283 4 1 d . . .
H9 H 0.931232 0.573969 0.557397 Uiso 0.0379 4 1 d . . .
H10 H 0.97566 0.289035 0.673934 Uiso 0.043 4 1 d . . .
H11 H 0.939536 -0.00628 0.788632 Uiso 0.0473 4 1 d . . .
H12 H 0.859899 -0.011834 0.793567 Uiso 0.0357 4 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_type_symbol
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Se1 Se 0.01734(15) 0.01477(15) 0.01030(15) -0.00010(10) 0.00284(9) -0.00022(14)
O1 O 0.0290(10) 0.0168(9) 0.0153(10) 0.0049(7) 0.0006(8) 0.0032(8)
O2 O 0.0331(7) 0.0332(8) 0.0119(6) -0.0011(11) 0.0094(5) -0.0025(12)
O3 O 0.0253(9) 0.0159(9) 0.0153(11) 0.0001(7) 0.0029(8) -0.0005(8)
O4 O 0.0178(7) 0.0293(8) 0.0245(7) -0.0012(9) 0.0029(5) -0.0012(12)
N1 N 0.0192(8) 0.0154(8) 0.0187(9) -0.0010(17) 0.0026(7) -0.0030(19)
N2 N 0.0189(8) 0.0178(10) 0.0098(7) -0.0035(15) 0.0032(6) -0.0042(14)
C1 C 0.0169(9) 0.0228(12) 0.0150(9) 0.0032(14) 0.0038(7) 0.0050(15)
C2 C 0.0277(13) 0.0224(13) 0.0355(16) -0.0039(11) 0.0038(12) -0.0010(12)
C3 C 0.0242(13) 0.0385(17) 0.0431(17) -0.0143(12) -0.0036(12) 0.0024(14)
C4 C 0.0174(11) 0.051(2) 0.0369(14) -0.0008(12) 0.0031(11) 0.0063(14)
C5 C 0.0264(14) 0.0465(19) 0.0333(15) 0.0117(12) 0.0075(12) -0.0013(14)
C6 C 0.0233(13) 0.0316(15) 0.0226(13) 0.0038(10) 0.0002(10) -0.0048(11)
C7 C 0.0202(9) 0.0196(15) 0.0122(9) 0.0031(16) 0.0031(8) -0.0037(16)
C8 C 0.0250(12) 0.0283(13) 0.0175(12) -0.0022(10) 0.0021(10) 0.0035(11)
C9 C 0.0264(14) 0.0407(17) 0.0281(15) -0.0113(12) 0.0051(12) -0.0001(13)
C10 C 0.0197(11) 0.047(2) 0.0420(14) -0.0049(14) 0.0070(10) -0.0096(18)
C11 C 0.0256(14) 0.0313(16) 0.060(2) 0.0126(13) -0.0037(14) -0.0019(17)
C12 C 0.0307(14) 0.0226(12) 0.0361(17) 0.0008(11) 0.0040(12) 0.0008(13)

#=======================================================================

# 10. MOLECULAR GEOMETRY

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Se1 O1 . . 1.6404(19) yes
Se1 O2 . . 1.6270(13) yes
Se1 O3 . . 1.6372(18) yes
Se1 O4 . . 1.6366(13) yes
N1 C1 . . 1.445(2) yes
N1 H1a . . 0.87 yes
N1 H1b . . 0.87 yes
N1 H1c . . 0.87 yes
N2 C7 . . 1.454(3) yes
N2 H2a . . 0.87 yes
N2 H2b . . 0.87 yes
N2 H2c . . 0.87 yes
C1 C2 . . 1.384(4) yes
C1 C6 . . 1.397(5) yes
C2 C3 . . 1.389(4) yes
C2 H2 . . 0.96 yes
C3 C4 . . 1.390(4) yes
C3 H3 . . 0.96 yes
C4 C5 . . 1.375(4) yes
C4 H4 . . 0.96 yes
C5 C6 . . 1.378(4) yes
C5 H5 . . 0.96 yes
C6 H6 . . 0.96 yes
C7 C8 . . 1.383(5) yes
C7 C12 . . 1.377(5) yes
C8 C9 . . 1.383(3) yes
C8 H8 . . 0.96 yes
C9 C10 . . 1.391(4) yes
C9 H9 . . 0.96 yes
C10 C11 . . 1.394(5) yes
C10 H10 . . 0.96 yes
C11 C12 . . 1.366(4) yes
C11 H11 . . 0.96 yes
C12 H12 . . 0.96 yes

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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Se1 O2 . . . 109.03(10) yes
O1 Se1 O3 . . . 108.35(9) yes
O1 Se1 O4 . . . 108.74(10) yes
O2 Se1 O3 . . . 109.91(10) yes
O2 Se1 O4 . . . 112.07(7) yes
O3 Se1 O4 . . . 108.67(10) yes
C1 N1 H1a . . . 109.4711 yes
C1 N1 H1b . . . 109.4708 yes
C1 N1 H1c . . . 109.4709 yes
H1a N1 H1b . . . 109.4718 yes
H1a N1 H1c . . . 109.4713 yes
H1b N1 H1c . . . 109.4714 yes
C7 N2 H2a . . . 109.4698 yes
C7 N2 H2b . . . 109.4698 yes
C7 N2 H2c . . . 109.4703 yes
H2a N2 H2b . . . 109.4724 yes
H2a N2 H2c . . . 109.4725 yes
H2b N2 H2c . . . 109.4725 yes
N1 C1 C2 . . . 119.9(3) yes
N1 C1 C6 . . . 118.9(3) yes
C2 C1 C6 . . . 121.2(2) yes
C1 C2 C3 . . . 118.8(3) yes
C1 C2 H2 . . . 120.5897 yes
C3 C2 H2 . . . 120.592 yes
C2 C3 C4 . . . 120.5(3) yes
C2 C3 H3 . . . 119.7514 yes
C4 C3 H3 . . . 119.7484 yes
C3 C4 C5 . . . 119.6(2) yes
C3 C4 H4 . . . 120.2136 yes
C5 C4 H4 . . . 120.2133 yes
C4 C5 C6 . . . 121.3(3) yes
C4 C5 H5 . . . 119.3435 yes
C6 C5 H5 . . . 119.3438 yes
C1 C6 C5 . . . 118.6(2) yes
C1 C6 H6 . . . 120.7048 yes
C5 C6 H6 . . . 120.7059 yes
N2 C7 C8 . . . 119.5(3) yes
N2 C7 C12 . . . 119.6(3) yes
C8 C7 C12 . . . 121.0(2) yes
C7 C8 C9 . . . 119.5(2) yes
C7 C8 H8 . . . 120.2465 yes
C9 C8 H8 . . . 120.2475 yes
C8 C9 C10 . . . 119.4(3) yes
C8 C9 H9 . . . 120.2749 yes
C10 C9 H9 . . . 120.2755 yes
C9 C10 C11 . . . 120.2(2) yes
C9 C10 H10 . . . 119.8839 yes
C11 C10 H10 . . . 119.8837 yes
C10 C11 C12 . . . 119.7(3) yes
C10 C11 H11 . . . 120.1285 yes
C12 C11 H11 . . . 120.1271 yes
C7 C12 C11 . . . 120.1(3) yes
C7 C12 H12 . . . 119.9537 yes
C11 C12 H12 . . . 119.9548 yes

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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C2 C3 . . . . -179.3(3) yes
C6 C1 C2 C3 . . . . 0.9(4) yes
N1 C1 C6 C5 . . . . 179.6(2) yes
C2 C1 C6 C5 . . . . -0.7(4) yes
C1 C2 C3 C4 . . . . -0.9(4) yes
C2 C3 C4 C5 . . . . 0.6(4) yes
C3 C4 C5 C6 . . . . -0.3(4) yes
C4 C5 C6 C1 . . . . 0.3(4) yes
N2 C7 C8 C9 . . . . -179.5(2) yes
C12 C7 C8 C9 . . . . 1.4(4) yes
N2 C7 C12 C11 . . . . -179.7(3) yes
C8 C7 C12 C11 . . . . -0.6(4) yes
C7 C8 C9 C10 . . . . -1.8(4) yes
C8 C9 C10 C11 . . . . 1.5(5) yes
C9 C10 C11 C12 . . . . -0.7(5) yes
C10 C11 C12 C7 . . . . 0.3(5) yes