#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:36:20 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180345 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/14/7201443.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_7201443
loop_
_publ_author_name
'Lee, Kwang-Ming'
'Chen, Jack C. C.'
'Huang, Chao-June'
'Lin, Ivan J. B.'
_publ_section_title
;
 Anion-controlled assemble of C--H⋯X hydrogen bonded helical
 tubes or catemers by crescent imidazolium salts
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              2804
_journal_paper_doi               10.1039/b911665f
_journal_volume                  11
_journal_year                    2009
_chemical_formula_sum            'C9 H10 N6 O4'
_chemical_formula_weight         266.23
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.5050(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.8870(4)
_cell_length_b                   7.1595(2)
_cell_length_c                   11.3891(4)
_cell_measurement_temperature    273(2)
_cell_volume                     1116.80(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0456
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14511
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_type   empirical
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         2764
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0375
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0595P)²+0.2009P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1114
_reflns_number_gt                2339
_reflns_number_total             2764
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b911665f.txt
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7201443
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.32278(7) 0.14020(13) -0.04014(8) 0.0281(2) Uani 1 1 d . . .
N2 N 0.20594(7) 0.11956(13) 0.06221(8) 0.0302(2) Uani 1 1 d . . .
N4 N 0.42971(7) 0.11449(15) -0.17605(8) 0.0353(2) Uani 1 1 d . . .
N3 N 0.47769(7) 0.26620(15) 0.01100(9) 0.0345(2) Uani 1 1 d . . .
C9 C 0.20208(8) 0.03659(16) 0.27204(10) 0.0299(2) Uani 1 1 d . . .
C6 C 0.59150(9) 0.23300(18) -0.12262(11) 0.0373(3) Uani 1 1 d . . .
C1 C 0.29372(8) 0.19086(16) 0.06177(10) 0.0301(2) Uani 1 1 d . . .
C5 C 0.52004(9) 0.1424(2) -0.20014(11) 0.0383(3) Uani 1 1 d . . .
C7 C 0.56678(9) 0.29457(18) -0.01692(12) 0.0372(3) Uani 1 1 d . . .
C3 C 0.17762(9) 0.02081(18) -0.04182(10) 0.0347(3) Uani 1 1 d . . .
C2 C 0.25001(9) 0.03291(17) -0.10612(10) 0.0332(3) Uani 1 1 d . . .
C8 C 0.15040(8) 0.13417(19) 0.15987(10) 0.0343(3) Uani 1 1 d . . .
N6 N 0.90877(7) 0.13767(15) 0.37827(9) 0.0360(2) Uani 1 1 d . . .
O4 O 0.82199(7) 0.11557(18) 0.39251(9) 0.0555(3) Uani 1 1 d . . .
O3 O 0.93648(7) 0.06481(18) 0.29050(9) 0.0555(3) Uani 1 1 d . . .
O2 O 0.96687(8) 0.22535(18) 0.45234(11) 0.0636(3) Uani 1 1 d . . .
O1 O 0.29028(6) 0.00897(14) 0.28775(8) 0.0419(2) Uani 1 1 d . . .
N5 N 0.14433(9) -0.00367(19) 0.34928(11) 0.0472(3) Uani 1 1 d . . .
H8 H 0.0875(13) 0.081(2) 0.1314(15) 0.050(4) Uiso 1 1 d . . .
H9 H 0.1667(13) -0.051(3) 0.4192(18) 0.061(5) Uiso 1 1 d . . .
C4 C 0.41640(8) 0.17828(15) -0.07087(9) 0.0276(2) Uani 1 1 d . . .
H1 H 0.3276(11) 0.264(2) 0.1191(13) 0.040(4) Uiso 1 1 d . . .
H7 H 0.1444(11) 0.262(2) 0.1763(13) 0.045(4) Uiso 1 1 d . . .
H5 H 0.6536(12) 0.246(2) -0.1409(13) 0.046(4) Uiso 1 1 d . . .
H2 H 0.2565(11) -0.019(2) -0.1815(15) 0.045(4) Uiso 1 1 d . . .
H3 H 0.1166(12) -0.044(2) -0.0576(14) 0.049(4) Uiso 1 1 d . . .
H4 H 0.5302(12) 0.094(2) -0.2740(15) 0.054(5) Uiso 1 1 d . . .
H6 H 0.6133(12) 0.354(2) 0.0397(15) 0.050(4) Uiso 1 1 d . . .
H10 H 0.0806(15) 0.016(2) 0.3302(16) 0.057(5) 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 0.0033 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'
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
_geom_angle_publ_flag
C1 N1 C2 108.81(9) . . ?
C1 N1 C4 125.26(9) . . ?
C2 N1 C4 125.75(9) . . ?
C1 N2 C3 109.06(9) . . ?
C1 N2 C8 125.40(10) . . ?
C3 N2 C8 125.45(10) . . ?
C4 N4 C5 114.11(10) . . ?
C4 N3 C7 114.73(10) . . ?
O1 C9 N5 124.90(12) . . ?
O1 C9 C8 121.11(10) . . ?
N5 C9 C8 113.90(10) . . ?
C5 C6 C7 117.00(11) . . ?
N2 C1 N1 107.96(10) . . ?
N4 C5 C6 122.54(11) . . ?
N3 C7 C6 122.06(11) . . ?
C2 C3 N2 107.63(10) . . ?
C3 C2 N1 106.54(10) . . ?
N2 C8 C9 111.75(9) . . ?
O2 N6 O3 120.47(11) . . ?
O2 N6 O4 120.58(11) . . ?
O3 N6 O4 118.90(11) . . ?
N3 C4 N4 129.54(10) . . ?
N3 C4 N1 115.26(9) . . ?
N4 C4 N1 115.16(10) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.3401(14) . ?
N1 C2 1.3875(14) . ?
N1 C4 1.4275(13) . ?
N2 C1 1.3224(14) . ?
N2 C3 1.3800(15) . ?
N2 C8 1.4582(14) . ?
N4 C4 1.3231(14) . ?
N4 C5 1.3426(15) . ?
N3 C4 1.3145(15) . ?
N3 C7 1.3428(15) . ?
C9 O1 1.2244(14) . ?
C9 N5 1.3164(15) . ?
C9 C8 1.5272(16) . ?
C6 C5 1.3768(19) . ?
C6 C7 1.3775(18) . ?
C3 C2 1.3407(17) . ?
N6 O2 1.2377(14) . ?
N6 O3 1.2436(14) . ?
N6 O4 1.2522(14) . ?
