#------------------------------------------------------------------------------
#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/83/7228314.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_7228314
loop_
_publ_author_name
'Luo, Yang-Hui'
'Wang, Jin-Wen'
'Li, Yao-Jia'
'Chen, Chen'
'An, Pei-Jing'
'Wang, Senlin'
'You, Chao-Qun'
'Sun, Baiwang'
_publ_section_title
;
 Selective separation of aqueous sulfate anions via crystallization of
 sulfate-water clusters
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C7CE00693D
_journal_year                    2017
_chemical_formula_sum            'C9 H11 N5 O5'
_chemical_formula_weight         269.23
_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
_audit_update_record
;
2016-12-24 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 104.84(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.1440(14)
_cell_length_b                   18.168(4)
_cell_length_c                   9.3760(19)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13
_cell_measurement_theta_min      9
_cell_volume                     1176.3(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Nonius CAD4'
_diffrn_measurement_method       ω/2θ
_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  0.0248
_diffrn_reflns_av_sigmaI/netI    0.0517
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2275
_diffrn_reflns_theta_full        25.37
_diffrn_reflns_theta_max         25.37
_diffrn_reflns_theta_min         2.24
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  2h
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.9875
_exptl_absorpt_correction_T_min  0.9631
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       stick
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2108
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.1022
_refine_ls_R_factor_gt           0.0661
_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)+(0.1000P)²+0.3000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1644
_refine_ls_wR_factor_ref         0.1848
_reflns_number_gt                1381
_reflns_number_total             2108
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ce00693d2.cif
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        1176.3(4)
_cod_original_sg_symbol_H-M      P21/C
_cod_database_code               7228314
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
O1 O 0.6544(4) 0.22135(12) 0.3094(3) 0.0513(7) Uani 1 1 d .
H1A H 0.7222 0.1909 0.3636 0.077 Uiso 1 1 calc R
N1 N 0.7422(4) 0.74245(15) 0.5785(3) 0.0462(8) Uani 1 1 d .
H1B H 0.7168 0.7883 0.5602 0.055 Uiso 1 1 calc R
C1 C 0.6862(5) 0.69024(18) 0.4838(4) 0.0418(8) Uani 1 1 d .
H1C H 0.6123 0.6958 0.3872 0.050 Uiso 1 1 calc R
N2 N 0.8462(4) 0.71604(16) 0.7107(3) 0.0514(8) Uani 1 1 d .
C2 C 0.8530(5) 0.64546(19) 0.6900(4) 0.0461(9) Uani 1 1 d .
H2B H 0.9169 0.6120 0.7610 0.055 Uiso 1 1 calc R
C3 C 0.7846(4) 0.50364(18) 0.5485(4) 0.0380(8) Uani 1 1 d .
H3A H 0.8523 0.5087 0.6469 0.046 Uiso 1 1 calc R
N3 N 0.7532(4) 0.62700(13) 0.5493(3) 0.0340(6) Uani 1 1 d .
N4 N 0.7198(4) 0.56016(14) 0.4748(3) 0.0391(7) Uani 1 1 d .
C4 C 0.7562(4) 0.43127(17) 0.4840(3) 0.0360(8) Uani 1 1 d .
C5 C 0.8343(5) 0.37054(17) 0.5683(4) 0.0416(8) Uani 1 1 d .
H5A H 0.9074 0.3776 0.6648 0.050 Uiso 1 1 calc R
C6 C 0.8062(5) 0.30012(17) 0.5125(3) 0.0381(8) Uani 1 1 d .
H6A H 0.8613 0.2601 0.5700 0.046 Uiso 1 1 calc R
C7 C 0.6941(4) 0.28964(17) 0.3689(3) 0.0347(7) Uani 1 1 d .
C8 C 0.6213(5) 0.34977(18) 0.2833(3) 0.0392(8) Uani 1 1 d .
H8A H 0.5513 0.3427 0.1861 0.047 Uiso 1 1 calc R
C9 C 0.6495(5) 0.41937(18) 0.3381(4) 0.0390(8) Uani 1 1 d .
H9A H 0.5979 0.4592 0.2786 0.047 Uiso 1 1 calc R
N5 N 0.8113(5) 0.06016(16) 0.4960(4) 0.0497(8) Uani 1 1 d .
O2 O 0.8827(4) 0.12267(13) 0.4928(3) 0.0656(9) Uani 1 1 d .
O3 O 0.6725(4) 0.04059(16) 0.3934(3) 0.0752(10) Uani 1 1 d .
O4 O 0.8832(4) 0.01885(14) 0.6010(3) 0.0560(7) Uani 1 1 d .
OW O 0.3261(4) 0.11481(13) 0.4136(4) 0.0720(9) Uani 1 1 d .
HWA H 0.2688 0.1308 0.4764 0.086 Uiso 1 1 d R
HWB H 0.3006 0.0720 0.3771 0.086 Uiso 1 1 d 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
C7 O1 H1A 109.5
C1 N1 N2 111.6(3)
C1 N1 H1B 124.2
N2 N1 H1B 124.2
N1 C1 N3 107.7(3)
N1 C1 H1C 126.1
N3 C1 H1C 126.1
C2 N2 N1 104.2(3)
N2 C2 N3 110.8(3)
N2 C2 H2B 124.6
N3 C2 H2B 124.6
N4 C3 C4 121.5(3)
N4 C3 H3A 119.3
C4 C3 H3A 119.3
C1 N3 C2 105.6(3)
C1 N3 N4 121.7(2)
C2 N3 N4 132.6(3)
C3 N4 N3 116.4(3)
C5 C4 C9 118.2(3)
C5 C4 C3 119.6(3)
C9 C4 C3 122.3(3)
C6 C5 C4 121.6(3)
C6 C5 H5A 119.2
C4 C5 H5A 119.2
C5 C6 C7 119.1(3)
C5 C6 H6A 120.4
C7 C6 H6A 120.4
O1 C7 C8 118.5(3)
O1 C7 C6 121.9(3)
C8 C7 C6 119.5(3)
C9 C8 C7 121.4(3)
C9 C8 H8A 119.3
C7 C8 H8A 119.3
C8 C9 C4 120.2(3)
C8 C9 H9A 119.9
C4 C9 H9A 119.9
O4 N5 O3 121.8(3)
O4 N5 O2 118.7(3)
O3 N5 O2 119.4(3)
HWA OW HWB 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.360(4)
O1 H1A 0.8200
N1 C1 1.291(4)
N1 N2 1.358(4)
N1 H1B 0.8600
C1 N3 1.333(4)
C1 H1C 0.9300
N2 C2 1.300(4)
C2 N3 1.370(4)
C2 H2B 0.9300
C3 N4 1.258(4)
C3 C4 1.440(4)
C3 H3A 0.9300
N3 N4 1.391(3)
C4 C5 1.389(4)
C4 C9 1.401(4)
C5 C6 1.377(5)
C5 H5A 0.9300
C6 C7 1.392(4)
C6 H6A 0.9300
C7 C8 1.376(4)
C8 C9 1.360(4)
C8 H8A 0.9300
C9 H9A 0.9300
N5 O4 1.240(4)
N5 O3 1.244(4)
N5 O2 1.249(4)
OW HWA 0.8501
OW HWB 0.8500
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
N2 N1 C1 N3 -0.8(4)
C1 N1 N2 C2 1.1(4)
N1 N2 C2 N3 -1.0(4)
N1 C1 N3 C2 0.1(4)
N1 C1 N3 N4 -178.9(3)
N2 C2 N3 C1 0.6(4)
N2 C2 N3 N4 179.5(3)
C4 C3 N4 N3 179.0(3)
C1 N3 N4 C3 -177.9(3)
C2 N3 N4 C3 3.5(5)
N4 C3 C4 C5 178.4(3)
N4 C3 C4 C9 -2.4(5)
C9 C4 C5 C6 -1.1(5)
C3 C4 C5 C6 178.1(3)
C4 C5 C6 C7 -1.0(5)
C5 C6 C7 O1 -177.3(3)
C5 C6 C7 C8 3.0(5)
O1 C7 C8 C9 177.4(3)
C6 C7 C8 C9 -2.9(5)
C7 C8 C9 C4 0.6(5)
C5 C4 C9 C8 1.3(5)
C3 C4 C9 C8 -177.9(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139203521
