#------------------------------------------------------------------------------
#$Date: 2023-12-08 15:16:31 +0100 (Fri 08 de Dec de 2023) $
#$Revision: 288183 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/30/7213060.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7213060
loop_
_publ_author_name
'Senthil Kumar, V. S.'
'Kuduva, Srinivasan S.'
'Desiraju, Gautam R.'
_publ_section_title
;
 Pseudopolymorphs of 3,5-dinitrosalicylic acid
;
_journal_issue                   6
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 2'
_journal_page_first              1069
_journal_paper_doi               10.1039/a902134e
_journal_year                    1999
_chemical_formula_moiety         'C7 H4 N2 O7 . H2 O'
_chemical_formula_sum            'C7 H6 N2 O8'
_chemical_formula_weight         246.14
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 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                 132.58(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.487(4)
_cell_length_b                   5.8204(16)
_cell_length_c                   13.462(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12
_cell_measurement_theta_min      8
_cell_volume                     951.2(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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0058
_diffrn_reflns_av_sigmaI/netI    0.0505
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            1952
_diffrn_reflns_theta_full        32.46
_diffrn_reflns_theta_max         32.46
_diffrn_reflns_theta_min         2.05
_diffrn_standards_decay_%        5
_diffrn_standards_interval_time  '90 minutes'
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.719
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         1867
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.1226
_refine_ls_R_factor_gt           0.0592
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0591P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1143
_refine_ls_wR_factor_ref         0.1296
_reflns_number_gt                1057
_reflns_number_total             1867
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            902134esup1.cif
_cod_data_source_block           Form_F
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

data name '_atom_site_symmetry_multiplicit' was replaced with
'_atom_site_symmetry_multiplicity' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_sg_symbol_H-M      C2
_cod_database_code               7213060
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -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
C1 C 0.40177(11) 0.3987(3) 0.27105(19) 0.0338(7) Uani 1 1 d G
C2 C 0.31206(15) 0.5295(3) 0.16642(19) 0.0323(7) Uani 1 1 d G
C3 C 0.20589(12) 0.4624(4) 0.10398(18) 0.0335(7) Uani 1 1 d G
C4 C 0.18943(12) 0.2644(4) 0.14619(19) 0.0353(8) Uani 1 1 d G
H4 H 0.1184 0.2195 0.1044 0.042 Uiso 1 1 calc .
C5 C 0.27914(15) 0.1336(3) 0.2508(2) 0.0355(7) Uani 1 1 d G
C6 C 0.38530(13) 0.2007(3) 0.31326(18) 0.0335(7) Uani 1 1 d G
H6 H 0.4453 0.1132 0.3833 0.040 Uiso 1 1 calc .
C7 C 0.5156(2) 0.4754(7) 0.3435(3) 0.0361(7) Uani 1 1 d .
N2 N 0.1087(2) 0.5838(6) -0.0108(3) 0.0412(7) Uani 1 1 d .
N1 N 0.2631(2) -0.0662(5) 0.2995(3) 0.0420(7) Uani 1 1 d .
O7 O 0.32648(18) 0.7195(5) 0.1237(2) 0.0467(7) Uani 1 1 d .
H7A H 0.3926 0.7428 0.1707 0.070 Uiso 1 1 calc R
O2 O 0.59174(18) 0.3391(5) 0.4404(2) 0.0503(7) Uani 1 1 d .
H1A H 0.6524 0.3970 0.4812 0.075 Uiso 1 1 calc R
O1 O 0.53319(18) 0.6541(5) 0.3128(2) 0.0496(7) Uani 1 1 d .
O4 O 0.3441(2) -0.1827(5) 0.3868(3) 0.0571(8) Uani 1 1 d .
O6 O 0.1160(2) 0.7903(5) -0.0164(3) 0.0662(9) Uani 1 1 d .
O3 O 0.1707(2) -0.1127(6) 0.2514(3) 0.0644(8) Uani 1 1 d .
O5 O 0.0255(2) 0.4736(6) -0.0952(3) 0.0634(8) Uani 1 1 d .
O1W O 0.7913(2) 0.4596(6) 0.5890(3) 0.0553(7) Uani 1 1 d D
H1WA H 0.838(3) 0.367(7) 0.611(5) 0.076(16) Uiso 1 1 d D
H1WB H 0.820(4) 0.550(7) 0.651(4) 0.088(19) Uiso 1 1 d D
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0319(14) 0.0328(19) 0.0368(16) -0.0039(14) 0.0232(13) -0.0011(13)
C2 0.0360(15) 0.0293(18) 0.0329(15) -0.0015(13) 0.0238(13) -0.0033(14)
C3 0.0309(14) 0.0342(18) 0.0331(15) -0.0022(15) 0.0207(13) 0.0011(15)
C4 0.0314(15) 0.036(2) 0.0392(17) -0.0102(15) 0.0241(14) -0.0060(14)
C5 0.0370(15) 0.0338(19) 0.0369(16) -0.0031(14) 0.0255(14) -0.0065(14)
C6 0.0351(15) 0.0313(17) 0.0308(14) -0.0009(14) 0.0210(13) -0.0007(14)
C7 0.0303(14) 0.040(2) 0.0322(15) -0.0026(16) 0.0190(13) -0.0033(16)
N2 0.0319(14) 0.0449(19) 0.0381(15) 0.0016(15) 0.0202(13) 0.0043(14)
N1 0.0504(16) 0.0321(18) 0.0481(17) -0.0033(14) 0.0351(15) -0.0085(15)
O7 0.0369(11) 0.0455(16) 0.0456(13) 0.0138(12) 0.0231(11) 0.0010(11)
O2 0.0285(10) 0.0492(17) 0.0521(14) 0.0089(14) 0.0188(10) 0.0001(12)
O1 0.0364(11) 0.0531(19) 0.0484(14) 0.0115(14) 0.0243(11) -0.0066(13)
O4 0.0602(16) 0.0445(18) 0.0644(17) 0.0147(15) 0.0413(14) 0.0023(15)
O6 0.0504(17) 0.0418(17) 0.076(2) 0.0152(16) 0.0303(16) 0.0082(14)
O3 0.0544(15) 0.063(2) 0.0774(19) 0.0075(16) 0.0452(15) -0.0130(15)
O5 0.0341(11) 0.0615(19) 0.0524(14) -0.0060(16) 0.0124(11) -0.0003(15)
O1W 0.0338(12) 0.0508(18) 0.0635(17) -0.0108(16) 0.0258(13) 0.0021(14)
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
C2 C1 C6 120.0
C2 C1 C7 120.49(19)
C6 C1 C7 119.42(19)
O7 C2 C1 120.73(16)
O7 C2 C3 119.27(16)
C1 C2 C3 120.0
C2 C3 C4 120.0
C2 C3 N2 122.59(18)
C4 C3 N2 117.31(18)
C5 C4 C3 120.0
C5 C4 H4 120.0
C3 C4 H4 120.0
C4 C5 C6 120.0
C4 C5 N1 120.32(17)
C6 C5 N1 119.61(17)
C5 C6 C1 120.0
C5 C6 H6 120.0
C1 C6 H6 120.0
O1 C7 O2 124.7(3)
O1 C7 C1 121.1(3)
O2 C7 C1 114.2(3)
O5 N2 O6 124.1(3)
O5 N2 C3 118.3(3)
O6 N2 C3 117.6(3)
O3 N1 O4 123.2(3)
O3 N1 C5 119.0(3)
O4 N1 C5 117.7(3)
C2 O7 H7A 109.5
C7 O2 H1A 109.5
H1WA O1W H1WB 108(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.3900
C1 C6 1.3900
C1 C7 1.482(3)
C2 O7 1.340(3)
C2 C3 1.3900
C3 C4 1.3900
C3 N2 1.451(3)
C4 C5 1.3900
C4 H4 0.9300
C5 C6 1.3900
C5 N1 1.445(3)
C6 H6 0.9300
C7 O1 1.224(4)
C7 O2 1.300(4)
N2 O5 1.214(4)
N2 O6 1.215(4)
N1 O3 1.216(3)
N1 O4 1.225(4)
O7 H7A 0.8200
O2 H1A 0.8200
O1W H1WA 0.818(10)
O1W H1WB 0.815(10)
