# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_SARD30
_database_code_depnum_ccdc_archive 'CCDC 1425298'
_audit_update_record             
;
2015-09-16 deposited with the CCDC.
2016-01-19 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C8 H10 N2 O3'
_chemical_formula_moiety         'C8 H10 N2 O3'
_chemical_formula_weight         182.18
_chemical_melting_point          505

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   18.927(6)
_cell_length_b                   6.364(2)
_cell_length_c                   7.380(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 93.784(8)
_cell_angle_gamma                90.0000
_cell_volume                     887.0(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    943
_cell_measurement_theta_min      24.50
_cell_measurement_theta_max      75.60
_cell_measurement_temperature    125
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             384.00
_exptl_absorpt_coefficient_mu    0.897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.364
_exptl_absorpt_correction_T_max  0.991

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      125
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            8449
_diffrn_reflns_av_R_equivalents  0.1665
_diffrn_reflns_theta_min         4.683
_diffrn_reflns_theta_max         68.781
_diffrn_reflns_theta_full        67.000
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             1596
_reflns_number_gt                1290
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1578
_refine_ls_R_factor_gt           0.1491
_refine_ls_wR_factor_ref         0.4063
_refine_ls_wR_factor_gt          0.4027
_refine_ls_number_restraints     5
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         1596
_refine_ls_number_parameters     138
_refine_ls_goodness_of_fit_ref   1.260
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1775P)²+4.1276P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.63
_refine_diff_density_min         -0.42
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.4413(3) 0.3112(8) 0.5628(7) 0.0425(14) Uani 1 4 d . . .
O2 O 0.3361(3) 0.5728(7) 0.4267(7) 0.0399(13) Uani 1 4 d . . .
O10 O 0.3730(3) 0.0357(7) 0.4750(7) 0.0384(13) Uani 1 4 d . . .
N1 N 0.4373(3) -0.2769(8) 0.7047(7) 0.0270(13) Uani 1 4 d . . .
N3 N 0.2724(3) 0.2855(9) 0.3257(8) 0.0334(14) Uani 1 4 d . . .
C1 C 0.3866(3) 0.2274(10) 0.4892(8) 0.0301(15) Uani 1 4 d . . .
C2 C 0.3295(4) 0.3821(10) 0.4093(9) 0.0305(15) Uani 1 4 d . . .
C4 C 0.2107(4) 0.3917(11) 0.2527(8) 0.0325(16) Uani 1 4 d . . .
C5 C 0.2153(4) 0.5838(11) 0.1611(9) 0.0344(16) Uani 1 4 d . . .
C6 C 0.1535(4) 0.6813(12) 0.0947(9) 0.0404(18) Uani 1 4 d . . .
C7 C 0.0882(4) 0.5947(14) 0.1194(10) 0.046(2) Uani 1 4 d . . .
C8 C 0.0840(4) 0.4035(15) 0.2075(11) 0.049(2) Uani 1 4 d . . .
C9 C 0.1451(4) 0.3027(12) 0.2740(10) 0.0404(18) Uani 1 4 d . . .
H1A H 0.419(5) -0.161(11) 0.629(13) 0.07(3) Uiso 1 4 d . . .
H1B H 0.403(3) -0.308(15) 0.793(9) 0.06(3) Uiso 1 4 d . . .
H1C H 0.436(5) -0.387(11) 0.612(10) 0.06(3) Uiso 1 4 d . . .
H1D H 0.4870(14) -0.263(13) 0.750(11) 0.04(2) Uiso 1 4 d . . .
H3 H 0.274(4) 0.1319(16) 0.318(13) 0.05(2) Uiso 1 4 d . . .
H5 H 0.26009 0.64593 0.14481 0.0412 Uiso 1 4 calc R . .
H6 H 0.15622 0.81045 0.03097 0.0484 Uiso 1 4 calc R . .
H7 H 0.0463 0.66572 0.07615 0.0548 Uiso 1 4 calc R . .
H8 H 0.03909 0.3415 0.22243 0.0584 Uiso 1 4 calc R . .
H9 H 0.14196 0.17161 0.33451 0.0485 Uiso 1 4 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b32 (Rigaku, 2014)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b32'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b32'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C1 1.256(8) yes . .
O2 C2 1.226(8) yes . .
O10 C1 1.250(8) yes . .
N3 C2 1.355(8) yes . .
N3 C4 1.425(9) yes . .
C1 C2 1.549(9) yes . .
C4 C5 1.403(10) yes . .
C4 C9 1.383(10) yes . .
C5 C6 1.385(10) yes . .
C6 C7 1.376(11) yes . .
C7 C8 1.385(13) yes . .
C8 C9 1.384(11) yes . .
N1 H1A 0.98(8) no . .
N1 H1B 0.98(7) no . .
N1 H1C 0.98(7) no . .
N1 H1D 0.98(4) no . .
N3 H3 0.980(13) no . .
C5 H5 0.950 no . .
C6 H6 0.950 no . .
C7 H7 0.950 no . .
C8 H8 0.950 no . .
C9 H9 0.950 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C2 N3 C4 124.5(6) yes . . .
O1 C1 O10 127.6(6) yes . . .
O1 C1 C2 115.4(6) yes . . .
O10 C1 C2 117.0(5) yes . . .
O2 C2 N3 124.8(6) yes . . .
O2 C2 C1 121.7(6) yes . . .
N3 C2 C1 113.5(5) yes . . .
N3 C4 C5 121.3(6) yes . . .
N3 C4 C9 118.9(6) yes . . .
C5 C4 C9 119.8(6) yes . . .
C4 C5 C6 118.9(7) yes . . .
C5 C6 C7 121.2(7) yes . . .
C6 C7 C8 119.6(7) yes . . .
C7 C8 C9 120.1(8) yes . . .
C4 C9 C8 120.4(7) yes . . .
H1A N1 H1B 108(7) no . . .
H1A N1 H1C 98(7) no . . .
H1A N1 H1D 115(7) no . . .
H1B N1 H1C 110(7) no . . .
H1B N1 H1D 118(6) no . . .
H1C N1 H1D 106(7) no . . .
C2 N3 H3 117(5) no . . .
C4 N3 H3 119(5) no . . .
C4 C5 H5 120.567 no . . .
C6 C5 H5 120.563 no . . .
C5 C6 H6 119.369 no . . .
C7 C6 H6 119.390 no . . .
C6 C7 H7 120.170 no . . .
C8 C7 H7 120.184 no . . .
C7 C8 H8 119.968 no . . .
C9 C8 H8 119.964 no . . .
C4 C9 H9 119.816 no . . .
C8 C9 H9 119.819 no . . .

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
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C2 N3 C4 C5 39.5(9) no . . . .
C2 N3 C4 C9 -140.3(6) no . . . .
C4 N3 C2 O2 -2.7(10) no . . . .
C4 N3 C2 C1 175.4(5) no . . . .
O1 C1 C2 O2 -3.9(9) no . . . .
O1 C1 C2 N3 177.9(5) no . . . .
O10 C1 C2 O2 175.4(6) no . . . .
O10 C1 C2 N3 -2.8(8) no . . . .
N3 C4 C5 C6 -179.2(5) no . . . .
N3 C4 C9 C8 178.8(5) no . . . .
C5 C4 C9 C8 -0.9(10) no . . . .
C9 C4 C5 C6 0.5(9) no . . . .
C4 C5 C6 C7 0.9(10) no . . . .
C5 C6 C7 C8 -1.9(11) no . . . .
C6 C7 C8 C9 1.4(11) no . . . .
C7 C8 C9 C4 -0.1(11) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O1 O2 2.734(7) no . .
O1 N3 3.544(7) no . .
O2 O10 3.502(7) no . .
O2 C4 2.865(8) no . .
O2 C5 2.913(8) no . .
O10 N3 2.662(7) no . .
C2 C5 3.025(9) no . .
C4 C7 2.777(11) no . .
C5 C8 2.779(11) no . .
C6 C9 2.758(11) no . .
O1 O1 3.442(7) no . 3_666
O1 O10 3.520(7) no . 4_555
O1 N1 2.826(7) no . 1_565
O1 N1 2.831(7) no . 2_656
O1 N1 3.134(8) no . 3_656
O1 C1 3.386(8) no . 4_555
O2 O10 3.043(7) no . 1_565
O2 O10 3.519(7) no . 4_554
O2 N1 2.877(7) no . 1_565
O2 N1 2.908(7) no . 4_554
O10 O1 3.520(7) no . 4_554
O10 O2 3.043(7) no . 1_545
O10 O2 3.519(7) no . 4_555
O10 N1 2.836(7) no . .
O10 N1 2.915(7) no . 4_544
O10 N3 3.502(8) no . 4_555
O10 C2 3.402(8) no . 4_555
O10 C5 3.451(9) no . 4_555
N1 O1 2.826(7) no . 1_545
N1 O1 2.831(7) no . 2_646
N1 O1 3.134(8) no . 3_656
N1 O2 2.877(7) no . 1_545
N1 O2 2.908(7) no . 4_555
N1 O10 2.836(7) no . .
N1 O10 2.915(7) no . 4_545
N3 O10 3.502(8) no . 4_554
N3 C1 3.399(9) no . 4_554
N3 C2 3.491(9) no . 4_554
C1 O1 3.386(8) no . 4_554
C1 N3 3.399(9) no . 4_555
C1 C2 3.422(9) no . 4_555
C2 O10 3.402(8) no . 4_554
C2 N3 3.491(9) no . 4_555
C2 C1 3.422(9) no . 4_554
C5 O10 3.451(9) no . 4_554
O2 H3 3.13(4) no . .
O2 H5 2.4941 no . .
O10 H3 2.22(8) no . .
N3 H5 2.6569 no . .
N3 H9 2.5786 no . .
C1 H3 2.48(8) no . .
C2 H5 2.8313 no . .
C4 H6 3.2590 no . .
C4 H8 3.2565 no . .
C5 H3 3.27(4) no . .
C5 H7 3.2610 no . .
C5 H9 3.2681 no . .
C6 H8 3.2439 no . .
C7 H5 3.2621 no . .
C7 H9 3.2546 no . .
C8 H6 3.2417 no . .
C9 H3 2.67(7) no . .
C9 H5 3.2698 no . .
C9 H7 3.2565 no . .
H3 H5 3.5157 no . .
H3 H9 2.5257 no . .
H5 H6 2.3343 no . .
H6 H7 2.3194 no . .
H7 H8 2.3368 no . .
H8 H9 2.3305 no . .
O1 H1A 3.08(7) no . .
O1 H1A 3.43(7) no . 1_565
O1 H1A 3.38(9) no . 2_656
O1 H1A 3.23(10) no . 3_656
O1 H1B 3.08(8) no . 1_565
O1 H1B 3.17(6) no . 2_656
O1 H1C 1.96(7) no . 1_565
O1 H1C 3.47(8) no . 2_656
O1 H1C 2.77(9) no . 3_656
O1 H1D 3.14(8) no . 1_565
O1 H1D 1.93(6) no . 2_656
O1 H1D 2.77(7) no . 3_656
O2 H1A 2.69(8) no . 1_565
O2 H1A 2.84(10) no . 4_554
O2 H1B 3.00(6) no . 1_565
O2 H1B 2.23(8) no . 4_554
O2 H1C 2.27(8) no . 1_565
O2 H1D 3.44(5) no . 4_554
O2 H3 3.44(9) no . 4_555
O2 H5 2.8585 no . 4_565
O10 H1A 1.86(8) no . .
O10 H1B 3.23(8) no . .
O10 H1B 2.07(8) no . 4_544
O10 H1C 3.08(7) no . .
O10 H1C 3.15(8) no . 4_544
O10 H1D 3.44(7) no . .
O10 H1D 3.47(6) no . 2_656
O10 H1D 3.53(6) no . 3_656
O10 H1D 3.30(7) no . 4_544
O10 H5 2.7972 no . 4_555
N1 H1A 3.20(10) no . 4_545
N1 H1B 3.11(6) no . 4_544
N1 H1C 3.18(7) no . 4_545
N1 H1D 3.42(8) no . 2_646
N1 H1D 3.58(8) no . 2_656
N1 H1D 3.55(8) no . 4_544
N1 H5 3.4567 no . 4_555
C1 H1A 2.73(8) no . .
C1 H1B 3.06(9) no . 4_544
C1 H1C 2.76(7) no . 1_565
C1 H1D 2.97(5) no . 2_656
C1 H1D 3.08(6) no . 3_656
C1 H3 3.45(9) no . 4_555
C2 H1A 3.28(9) no . 4_554
C2 H1B 3.19(9) no . 4_554
C2 H1C 2.84(8) no . 1_565
C2 H3 3.26(10) no . 4_555
C4 H3 3.50(10) no . 4_554
C4 H6 3.0255 no . 4_565
C4 H9 3.2938 no . 4_554
C5 H3 3.15(9) no . 4_554
C5 H6 3.0918 no . 4_565
C5 H9 3.1522 no . 4_554
C6 H6 3.2170 no . 4_565
C6 H9 2.9538 no . 4_554
C7 H6 3.2758 no . 4_565
C7 H7 3.2906 no . 3_565
C7 H8 3.1635 no . 2_555
C7 H8 3.3960 no . 3_565
C7 H9 2.9341 no . 4_554
C8 H6 3.2325 no . 4_565
C8 H7 3.3822 no . 2_545
C8 H7 3.1587 no . 3_565
C8 H9 3.0676 no . 4_554
C9 H6 3.1066 no . 4_565
C9 H9 3.2439 no . 4_554
H1A O1 3.43(7) no . 1_545
H1A O1 3.08(7) no . .
H1A O1 3.38(9) no . 2_646
H1A O1 3.23(10) no . 3_656
H1A O2 2.69(8) no . 1_545
H1A O2 2.84(10) no . 4_555
H1A O10 1.86(8) no . .
H1A N1 3.20(10) no . 4_544
H1A C1 2.73(8) no . .
H1A C2 3.28(9) no . 4_555
H1A H1B 2.48(11) no . 4_544
H1A H1C 3.57(12) no . 4_545
H1A H1D 3.19(11) no . 2_656
H1A H1D 3.19(12) no . 4_544
H1A H5 3.0148 no . 4_555
H1B O1 3.08(8) no . 1_545
H1B O1 3.17(6) no . 2_646
H1B O2 3.00(6) no . 1_545
H1B O2 2.23(8) no . 4_555
H1B O10 3.23(8) no . .
H1B O10 2.07(8) no . 4_545
H1B N1 3.11(6) no . 4_545
H1B C1 3.06(9) no . 4_545
H1B C2 3.19(9) no . 4_555
H1B H1A 2.48(11) no . 4_545
H1B H1C 2.69(10) no . 4_545
H1B H1D 3.60(11) no . 2_646
H1B H3 3.20(10) no . 4_545
H1B H5 3.0241 no . 4_555
H1C O1 1.96(7) no . 1_545
H1C O1 3.47(8) no . 2_646
H1C O1 2.77(9) no . 3_656
H1C O2 2.27(8) no . 1_545
H1C O10 3.08(7) no . .
H1C O10 3.15(8) no . 4_545
H1C N1 3.18(7) no . 4_544
H1C C1 2.76(7) no . 1_545
H1C C2 2.84(8) no . 1_545
H1C H1A 3.57(12) no . 4_544
H1C H1B 2.69(10) no . 4_544
H1C H1C 3.34(12) no . 3_646
H1C H1D 2.95(11) no . 2_646
H1C H1D 3.05(11) no . 4_544
H1D O1 3.14(8) no . 1_545
H1D O1 1.93(6) no . 2_646
H1D O1 2.77(7) no . 3_656
H1D O2 3.44(5) no . 4_555
H1D O10 3.44(7) no . .
H1D O10 3.47(6) no . 2_646
H1D O10 3.53(6) no . 3_656
H1D O10 3.30(7) no . 4_545
H1D N1 3.58(8) no . 2_646
H1D N1 3.42(8) no . 2_656
H1D N1 3.55(8) no . 4_545
H1D C1 2.97(5) no . 2_646
H1D C1 3.08(6) no . 3_656
H1D H1A 3.19(11) no . 2_646
H1D H1A 3.19(12) no . 4_545
H1D H1B 3.60(11) no . 2_656
H1D H1C 2.95(11) no . 2_656
H1D H1C 3.05(11) no . 4_545
H1D H1D 3.22(12) no . 2_646
H1D H1D 3.22(12) no . 2_656
H3 O2 3.44(9) no . 4_554
H3 C1 3.45(9) no . 4_554
H3 C2 3.26(10) no . 4_554
H3 C4 3.50(10) no . 4_555
H3 C5 3.15(9) no . 4_555
H3 H1B 3.20(10) no . 4_544
H3 H5 3.3498 no . 1_545
H3 H5 3.0170 no . 4_555
H5 O2 2.8585 no . 4_564
H5 O10 2.7972 no . 4_554
H5 N1 3.4567 no . 4_554
H5 H1A 3.0148 no . 4_554
H5 H1B 3.0241 no . 4_554
H5 H3 3.3498 no . 1_565
H5 H3 3.0170 no . 4_554
H5 H6 3.5782 no . 4_565
H6 C4 3.0255 no . 4_564
H6 C5 3.0918 no . 4_564
H6 C6 3.2170 no . 4_564
H6 C7 3.2758 no . 4_564
H6 C8 3.2325 no . 4_564
H6 C9 3.1066 no . 4_564
H6 H5 3.5782 no . 4_564
H6 H9 3.2332 no . 1_565
H6 H9 3.3963 no . 4_554
H7 C7 3.2906 no . 3_565
H7 C8 3.3822 no . 2_555
H7 C8 3.1587 no . 3_565
H7 H7 2.9196 no . 3_565
H7 H8 2.5279 no . 2_555
H7 H8 2.6457 no . 3_565
H7 H9 3.3901 no . 4_554
H8 C7 3.1635 no . 2_545
H8 C7 3.3960 no . 3_565
H8 H7 2.5279 no . 2_545
H8 H7 2.6457 no . 3_565
H8 H8 3.5440 no . 2_545
H8 H8 3.5440 no . 2_555
H8 H9 3.5678 no . 4_554
H9 C4 3.2938 no . 4_555
H9 C5 3.1522 no . 4_555
H9 C6 2.9538 no . 4_555
H9 C7 2.9341 no . 4_555
H9 C8 3.0676 no . 4_555
H9 C9 3.2439 no . 4_555
H9 H6 3.2332 no . 1_545
H9 H6 3.3963 no . 4_555
H9 H7 3.3901 no . 4_555
H9 H8 3.5678 no . 4_555

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1A O10 . . . 2.836(7) 0.98(8) 1.86(8) 172(8) no
N1 H1B O2 . . 4_555 2.908(7) 0.98(7) 2.23(8) 126(7) no
N1 H1B O10 . . 4_545 2.915(7) 0.98(7) 2.07(8) 143(7) no
N1 H1C O1 . . 1_545 2.826(7) 0.98(7) 1.96(7) 146(6) no
N1 H1C O2 . . 1_545 2.877(7) 0.98(7) 2.27(8) 119(6) no
N1 H1D O1 . . 2_646 2.831(7) 0.98(4) 1.93(6) 152(6) no
N3 H3 O10 . . . 2.662(7) 0.980(13) 2.22(8) 106(5) no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        'N-phenyloxamic acid Ammonium Salt'
_chemical_name_common            AmPhOxam
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: Water'
