#------------------------------------------------------------------------------
#$Date: 2015-05-15 11:22:23 +0300 (Fri, 15 May 2015) $
#$Revision: 136594 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/71/7117166.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_7117166
loop_
_publ_author_name
'Cristina Mottillo'
'Tomislav Friscic'
_publ_section_title
;
 Supramolecular imidazolium frameworks: direct analogues of metal azolate
 frameworks with charge-inverted node-and-linker structure
;
_journal_name_full               Chem.Commun.
_journal_page_first              8924
_journal_paper_doi               10.1039/C5cc01645B
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C10 H16 N4 O4 S'
_chemical_formula_weight         288.33
_chemical_name_common            '2-Ethylimidazolium Sulfate'
_chemical_name_systematic
;
 ?
;
_chemical_properties_physical    Deliquescent
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2015-02-24 deposited with the CCDC.
2015-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.708(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.642(11)
_cell_length_b                   15.986(17)
_cell_length_c                   9.334(10)
_cell_measurement_reflns_used    2229
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.09
_cell_measurement_theta_min      2.46
_cell_volume                     1437(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_laue_measured_fraction_full 0.998
_diffrn_reflns_laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7178
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.581
_diffrn_reflns_theta_min         2.469
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.241
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7071
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, (1995)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_description       Rectangular
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.90
_exptl_crystal_size_mid          0.70
_exptl_crystal_size_min          0.50
_refine_diff_density_max         0.410
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     88
_refine_ls_number_reflns         1484
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0898P)²+0.3429P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1378
_refine_ls_wR_factor_ref         0.1499
_reflns_Friedel_coverage         0.000
_reflns_friedel_fraction_full    .
_reflns_friedel_fraction_max     .
_reflns_number_gt                1147
_reflns_number_total             1484
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5cc01645b2.cif
_cod_data_source_block           (H2Etim)2SO4
_cod_database_code               7117166
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.5000 0.62150(4) 0.2500 0.0448(3) Uani 1 2 d S T P . .
O1 O 0.54214(19) 0.67474(10) 0.37302(17) 0.0601(5) Uani 1 1 d . . . . .
O2 O 0.3846(3) 0.57026(14) 0.2917(2) 0.0934(8) Uani 1 1 d . . . . .
N1 N 0.3132(2) 0.41154(13) 0.2466(2) 0.0573(6) Uani 1 1 d . . . . .
H1A H 0.3423 0.4637 0.2501 0.069 Uiso 1 1 calc R U . . .
N2 N 0.2093(2) 0.29807(11) 0.2959(2) 0.0494(5) Uani 1 1 d . . . . .
H2A H 0.1567 0.2614 0.3382 0.059 Uiso 1 1 calc R U . . .
C2 C 0.3481(3) 0.3538(2) 0.1466(3) 0.0693(8) Uani 1 1 d . . . . .
H2 H 0.4073 0.3626 0.0696 0.083 Uiso 1 1 calc R U . . .
C1 C 0.2291(2) 0.37679(14) 0.3375(2) 0.0475(6) Uani 1 1 d . . . . .
C4 C 0.1731(3) 0.41752(17) 0.4642(3) 0.0703(8) Uani 1 1 d . . . . .
H4 H 0.2134 0.4666 0.5058 0.084 Uiso 1 1 calc R U . . .
C5 C 0.0507(4) 0.3770(2) 0.5217(4) 0.0941(11) Uani 1 1 d . . . . .
H5A H -0.0268 0.3793 0.4500 0.141 Uiso 1 1 calc R U . . .
H5B H 0.0249 0.4062 0.6089 0.141 Uiso 1 1 calc R U . . .
H5C H 0.0725 0.3185 0.5446 0.141 Uiso 1 1 calc R U . . .
C3 C 0.2832(3) 0.28286(18) 0.1775(3) 0.0617(7) Uani 1 1 d . . . . .
H3 H 0.2876 0.2315 0.1267 0.074 Uiso 1 1 calc R U . . .
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'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 S1 O2 111.2(2) . 2_655
O2 S1 O1 110.46(14) . 2_655
O2 S1 O1 107.72(11) 2_655 2_655
O2 S1 O1 107.72(11) . .
O2 S1 O1 110.46(14) 2_655 .
O1 S1 O1 109.31(16) 2_655 .
C1 N1 C2 109.4(2) . .
C1 N1 H1A 125.3 . .
C2 N1 H1A 125.3 . .
C1 N2 C3 109.4(2) . .
C1 N2 H2A 125.3 . .
C3 N2 H2A 125.3 . .
C3 C2 N1 107.1(2) . .
C3 C2 H2 126.4 . .
N1 C2 H2 126.4 . .
N1 C1 N2 107.1(2) . .
N1 C1 C4 126.0(2) . .
N2 C1 C4 126.8(2) . .
C5 C4 C1 115.4(2) . .
C5 C4 H4 122.3 . .
C1 C4 H4 122.3 . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C2 C3 N2 106.9(2) . .
C2 C3 H3 126.5 . .
N2 C3 H3 126.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O2 1.450(2) .
S1 O2 1.450(2) 2_655
S1 O1 1.471(2) 2_655
S1 O1 1.471(2) .
N1 C1 1.323(3) .
N1 C2 1.366(3) .
N1 H1A 0.8800 .
N2 C1 1.328(3) .
N2 C3 1.366(3) .
N2 H2A 0.8800 .
C2 C3 1.333(4) .
C2 H2 0.9500 .
C1 C4 1.475(3) .
C4 C5 1.470(4) .
C4 H4 0.9500 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C3 H3 0.9500 .
