#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:01:25 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180408 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/77/7207764.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_7207764
loop_
_publ_author_name
'Wu, An-Kai'
'Lee, Kwang-Ming'
_publ_section_title
;
 Self-assembly of seven diamide-containing pyridinium salts via
 nonconventional C--H⋯O hydrogen bonding catemers
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              3424
_journal_paper_doi               10.1039/c2ce06448k
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C8 H10 N4 O5'
_chemical_formula_weight         242.20
_chemical_name_systematic
;
?
;
_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           SHELXL-97
_cell_angle_alpha                99.478(3)
_cell_angle_beta                 92.657(3)
_cell_angle_gamma                99.407(3)
_cell_formula_units_Z            2
_cell_length_a                   5.4520(3)
_cell_length_b                   6.1264(3)
_cell_length_c                   15.5624(8)
_cell_measurement_reflns_used    4263
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.3862
_cell_measurement_theta_min      2.6614
_cell_volume                     504.38(5)
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0211
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8320
_diffrn_reflns_theta_full        26.45
_diffrn_reflns_theta_max         26.45
_diffrn_reflns_theta_min         1.33
_exptl_absorpt_coefficient_mu    0.134
_exptl_absorpt_correction_T_max  0.9486
_exptl_absorpt_correction_T_min  0.9122
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Columnar
_exptl_crystal_F_000             252
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.930
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2060
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.930
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0338
_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)+(0.0447P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1196
_reflns_number_gt                1878
_reflns_number_total             2060
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce06448k.txt
_cod_data_source_block           838307
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               7207764
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
O1 O 1.24498(16) 0.21126(15) 0.84626(6) 0.0151(3) Uani 1 1 d .
O2 O 0.80963(18) -0.27850(16) 0.50168(6) 0.0213(3) Uani 1 1 d .
O3 O 0.03888(15) 0.67602(15) 0.83644(6) 0.0159(3) Uani 1 1 d .
O4 O 0.39283(17) 0.73294(15) 0.77801(7) 0.0181(3) Uani 1 1 d .
O5 O 0.38368(17) 0.75049(17) 0.91876(7) 0.0216(3) Uani 1 1 d .
N1 N 1.1331(2) 0.26090(18) 0.98537(8) 0.0158(3) Uani 1 1 d .
H1A H 1.2842 0.2815 1.0077 0.019 Uiso 1 1 calc R
H1B H 1.0123 0.2658 1.0189 0.019 Uiso 1 1 calc R
N2 N 0.77104(18) 0.16475(17) 0.77543(7) 0.0116(3) Uani 1 1 d .
N3 N 1.0893(2) -0.3110(2) 0.60875(8) 0.0181(3) Uani 1 1 d .
H3A H 1.1416 -0.4199 0.5768 0.022 Uiso 1 1 calc R
H3B H 1.1532 -0.2626 0.6614 0.022 Uiso 1 1 calc R
N4 N 0.27340(19) 0.71964(18) 0.84432(8) 0.0134(3) Uani 1 1 d .
C1 C 1.0864(2) 0.2215(2) 0.89940(9) 0.0117(3) Uani 1 1 d .
C2 C 0.8086(2) 0.1836(2) 0.87072(9) 0.0122(3) Uani 1 1 d .
H2A H 0.7252 0.0472 0.8882 0.015 Uiso 1 1 calc R
H2B H 0.7357 0.3081 0.8993 0.015 Uiso 1 1 calc R
C3 C 0.8527(2) -0.0039(2) 0.72467(9) 0.0121(3) Uani 1 1 d .
H3 H 0.9277 -0.1057 0.7502 0.014 Uiso 1 1 calc R
C4 C 0.8262(2) -0.0270(2) 0.63503(9) 0.0133(3) Uani 1 1 d .
C5 C 0.9089(2) -0.2169(2) 0.57660(9) 0.0156(3) Uani 1 1 d .
C6 C 0.7077(2) 0.1251(2) 0.59830(9) 0.0159(3) Uani 1 1 d .
H6 H 0.6855 0.1121 0.5379 0.019 Uiso 1 1 calc R
C7 C 0.6242(2) 0.2946(2) 0.65229(10) 0.0155(3) Uani 1 1 d .
H7 H 0.5439 0.3961 0.6285 0.019 Uiso 1 1 calc R
C8 C 0.6591(2) 0.3137(2) 0.74073(10) 0.0135(3) Uani 1 1 d .
H8 H 0.6055 0.4299 0.7772 0.016 Uiso 1 1 calc R
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
C1 N1 H1A 120.0
C1 N1 H1B 120.0
H1A N1 H1B 120.0
C3 N2 C8 121.40(12)
C3 N2 C2 118.08(11)
C8 N2 C2 120.52(11)
C5 N3 H3A 120.0
C5 N3 H3B 120.0
H3A N3 H3B 120.0
O5 N4 O4 120.97(11)
O5 N4 O3 119.21(12)
O4 N4 O3 119.81(11)
O1 C1 N1 124.95(12)
O1 C1 C2 121.72(12)
N1 C1 C2 113.32(12)
N2 C2 C1 110.56(11)
N2 C2 H2A 109.5
C1 C2 H2A 109.5
N2 C2 H2B 109.5
C1 C2 H2B 109.5
H2A C2 H2B 108.1
N2 C3 C4 120.47(12)
N2 C3 H3 119.8
C4 C3 H3 119.8
C3 C4 C6 118.60(13)
C3 C4 C5 121.76(12)
C6 C4 C5 119.57(12)
O2 C5 N3 123.17(13)
O2 C5 C4 119.18(12)
N3 C5 C4 117.65(12)
C7 C6 C4 119.37(13)
C7 C6 H6 120.3
C4 C6 H6 120.3
C8 C7 C6 119.95(13)
C8 C7 H7 120.0
C6 C7 H7 120.0
N2 C8 C7 120.19(13)
N2 C8 H8 119.9
C7 C8 H8 119.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.2256(16)
O2 C5 1.2346(16)
O3 N4 1.2587(13)
O4 N4 1.2522(15)
O5 N4 1.2513(15)
N1 C1 1.3248(18)
N1 H1A 0.8600
N1 H1B 0.8600
N2 C3 1.3430(17)
N2 C8 1.3454(17)
N2 C2 1.4703(17)
N3 C5 1.3360(17)
N3 H3A 0.8600
N3 H3B 0.8600
C1 C2 1.5282(17)
C2 H2A 0.9700
C2 H2B 0.9700
C3 C4 1.3772(19)
C3 H3 0.9300
C4 C6 1.3968(19)
C4 C5 1.4982(19)
C6 C7 1.377(2)
C6 H6 0.9300
C7 C8 1.364(2)
C7 H7 0.9300
C8 H8 0.9300
