# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_Salt-1a
_database_code_depnum_ccdc_archive 'CCDC 1972972'
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-06-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            'hexamine picric acid salt'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H15 N7 O7'
_chemical_formula_weight         369.31

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.9819(6)
_cell_length_b                   7.1284(4)
_cell_length_c                   11.8414(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.070(2)
_cell_angle_gamma                90.00
_cell_volume                     769.31(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2705
_cell_measurement_theta_min      1.88
_cell_measurement_theta_max      25.00

_exptl_crystal_description       'Rod like'
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             384
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9487
_exptl_absorpt_correction_T_max  0.9894
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7662
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_sigmaI/netI    0.0465
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2705
_reflns_number_gt                2333
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0513P)²+0.2452P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1.3(19)
_refine_ls_number_reflns         2705
_refine_ls_number_parameters     239
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0522
_refine_ls_wR_factor_ref         0.1263
_refine_ls_wR_factor_gt          0.1176
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_restrained_S_all      1.147
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O7 O 0.3862(3) 0.5616(4) 0.5754(2) 0.0484(7) Uani 1 1 d . . .
O2 O -0.1509(3) 0.0425(4) 0.2955(2) 0.0563(8) Uani 1 1 d . . .
O4 O 0.4163(3) 0.2746(4) 0.7295(2) 0.0490(7) Uani 1 1 d . . .
N1 N 0.3148(3) 0.1956(4) 0.6480(2) 0.0373(7) Uani 1 1 d . . .
O1 O -0.1769(3) 0.2467(4) 0.1553(2) 0.0534(8) Uani 1 1 d . . .
N2 N -0.1123(3) 0.1850(4) 0.2600(3) 0.0357(7) Uani 1 1 d . . .
N11 N 0.5945(3) 0.6065(4) 0.8027(2) 0.0328(7) Uani 1 1 d . . .
N9 N 0.8059(3) 0.6124(4) 0.9976(2) 0.0349(7) Uani 1 1 d . . .
N3 N 0.2067(3) 0.7237(4) 0.3434(3) 0.0410(7) Uani 1 1 d . . .
N12 N 0.5994(3) 0.8199(5) 0.9616(3) 0.0423(7) Uani 1 1 d . . .
O6 O 0.1065(3) 0.8207(4) 0.2764(3) 0.0678(9) Uani 1 1 d . . .
N10 N 0.7592(3) 0.8712(4) 0.8532(3) 0.0439(8) Uani 1 1 d . . .
O3 O 0.2785(4) 0.0381(4) 0.6631(3) 0.0808(12) Uani 1 1 d . . .
C5 C 0.0506(3) 0.4569(5) 0.3096(3) 0.0292(7) Uani 1 1 d . . .
H5 H -0.0102 0.5115 0.2349 0.035 Uiso 1 1 calc R . .
C1 C 0.1038(3) 0.2015(5) 0.4547(3) 0.0304(7) Uani 1 1 d . . .
H1A H 0.0790 0.0853 0.4763 0.036 Uiso 1 1 calc R . .
C3 C 0.2754(3) 0.4736(4) 0.5066(3) 0.0281(7) Uani 1 1 d . . .
C2 C 0.2290(3) 0.2922(5) 0.5337(3) 0.0279(7) Uani 1 1 d . . .
C6 C 0.0158(3) 0.2828(4) 0.3440(3) 0.0274(7) Uani 1 1 d . . .
C11 C 0.5053(3) 0.7012(6) 0.8625(3) 0.0402(9) Uani 1 1 d . . .
H11A H 0.4283 0.7758 0.8017 0.048 Uiso 1 1 calc R . .
H11B H 0.4598 0.6074 0.8948 0.048 Uiso 1 1 calc R . .
C4 C 0.1748(3) 0.5457(5) 0.3871(3) 0.0285(7) Uani 1 1 d . . .
O5 O 0.3344(3) 0.7623(6) 0.3669(3) 0.0984(14) Uani 1 1 d . . .
C7 C 0.7163(4) 0.7049(6) 1.0524(3) 0.0416(9) Uani 1 1 d . . .
H7A H 0.7785 0.7841 1.1201 0.050 Uiso 1 1 calc R . .
H7B H 0.6725 0.6107 1.0860 0.050 Uiso 1 1 calc R . .
C12 C 0.7132(4) 0.4910(5) 0.8996(3) 0.0396(9) Uani 1 1 d . . .
H12A H 0.6690 0.3968 0.9327 0.048 Uiso 1 1 calc R . .
H12B H 0.7713 0.4275 0.8626 0.048 Uiso 1 1 calc R . .
C10 C 0.6665(4) 0.7523(6) 0.7537(3) 0.0408(9) Uani 1 1 d . . .
H10A H 0.7247 0.6911 0.7158 0.049 Uiso 1 1 calc R . .
H10B H 0.5919 0.8274 0.6910 0.049 Uiso 1 1 calc R . .
C9 C 0.6683(5) 0.9583(5) 0.9115(4) 0.0519(11) Uani 1 1 d . . .
H9A H 0.7295 1.0405 0.9777 0.062 Uiso 1 1 calc R . .
H9B H 0.5926 1.0343 0.8506 0.062 Uiso 1 1 calc R . .
C8 C 0.8700(4) 0.7540(6) 0.9467(3) 0.0467(9) Uani 1 1 d . . .
H8A H 0.9291 0.6927 0.9097 0.056 Uiso 1 1 calc R . .
H8B H 0.9344 0.8334 1.0132 0.056 Uiso 1 1 calc R . .
H11 H 0.534(4) 0.532(6) 0.742(4) 0.054(12) Uiso 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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
O7 C3 1.243(4) . ?
O2 N2 1.221(4) . ?
O4 N1 1.215(4) . ?
N1 O3 1.215(4) . ?
N1 C2 1.448(4) . ?
O1 N2 1.222(4) . ?
N2 C6 1.440(4) . ?
N11 C11 1.505(5) . ?
N11 C10 1.508(4) . ?
N11 C12 1.513(4) . ?
N11 H11 0.90(4) . ?
N9 C12 1.441(4) . ?
N9 C8 1.452(5) . ?
N9 C7 1.459(5) . ?
N3 O6 1.209(4) . ?
N3 O5 1.220(4) . ?
N3 C4 1.454(4) . ?
N12 C11 1.441(5) . ?
N12 C9 1.460(5) . ?
N12 C7 1.472(4) . ?
N10 C10 1.440(4) . ?
N10 C8 1.466(5) . ?
N10 C9 1.482(5) . ?
C5 C4 1.361(4) . ?
C5 C6 1.393(5) . ?
C5 H5 0.9300 . ?
C1 C6 1.374(4) . ?
C1 C2 1.378(4) . ?
C1 H1A 0.9300 . ?
C3 C2 1.453(5) . ?
C3 C4 1.454(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?

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
O4 N1 O3 120.9(3) . . ?
O4 N1 C2 120.4(3) . . ?
O3 N1 C2 118.6(3) . . ?
O2 N2 O1 122.6(3) . . ?
O2 N2 C6 118.8(3) . . ?
O1 N2 C6 118.6(3) . . ?
C11 N11 C10 109.8(3) . . ?
C11 N11 C12 108.5(3) . . ?
C10 N11 C12 108.6(3) . . ?
C11 N11 H11 108(3) . . ?
C10 N11 H11 112(3) . . ?
C12 N11 H11 110(3) . . ?
C12 N9 C8 109.2(3) . . ?
C12 N9 C7 108.7(3) . . ?
C8 N9 C7 108.9(3) . . ?
O6 N3 O5 121.9(3) . . ?
O6 N3 C4 119.3(3) . . ?
O5 N3 C4 118.4(3) . . ?
C11 N12 C9 109.0(3) . . ?
C11 N12 C7 109.1(3) . . ?
C9 N12 C7 108.0(3) . . ?
C10 N10 C8 108.5(3) . . ?
C10 N10 C9 108.5(3) . . ?
C8 N10 C9 107.7(3) . . ?
C4 C5 C6 118.9(3) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C6 C1 C2 119.9(3) . . ?
C6 C1 H1A 120.0 . . ?
C2 C1 H1A 120.0 . . ?
O7 C3 C2 125.7(3) . . ?
O7 C3 C4 122.4(3) . . ?
C2 C3 C4 111.9(3) . . ?
C1 C2 N1 116.0(3) . . ?
C1 C2 C3 123.4(3) . . ?
N1 C2 C3 120.6(3) . . ?
C1 C6 C5 121.1(3) . . ?
C1 C6 N2 119.8(3) . . ?
C5 C6 N2 119.1(3) . . ?
N12 C11 N11 109.4(3) . . ?
N12 C11 H11A 109.8 . . ?
N11 C11 H11A 109.8 . . ?
N12 C11 H11B 109.8 . . ?
N11 C11 H11B 109.8 . . ?
H11A C11 H11B 108.2 . . ?
C5 C4 N3 116.0(3) . . ?
C5 C4 C3 124.7(3) . . ?
N3 C4 C3 119.3(3) . . ?
N9 C7 N12 112.0(3) . . ?
N9 C7 H7A 109.2 . . ?
N12 C7 H7A 109.2 . . ?
N9 C7 H7B 109.2 . . ?
N12 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N9 C12 N11 109.3(3) . . ?
N9 C12 H12A 109.8 . . ?
N11 C12 H12A 109.8 . . ?
N9 C12 H12B 109.8 . . ?
N11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.3 . . ?
N10 C10 N11 109.8(3) . . ?
N10 C10 H10A 109.7 . . ?
N11 C10 H10A 109.7 . . ?
N10 C10 H10B 109.7 . . ?
N11 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
N12 C9 N10 112.7(3) . . ?
N12 C9 H9A 109.1 . . ?
N10 C9 H9A 109.1 . . ?
N12 C9 H9B 109.1 . . ?
N10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
N9 C8 N10 112.7(3) . . ?
N9 C8 H8A 109.1 . . ?
N10 C8 H8A 109.1 . . ?
N9 C8 H8B 109.1 . . ?
N10 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.053
####################################################################### 
# 
# 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_Salt-1b
_database_code_depnum_ccdc_archive 'CCDC 1972973'
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-06-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            'hexamine picric acid salt'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H15 N7 O7'
_chemical_formula_weight         369.31

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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'

_cell_length_a                   12.462(2)
_cell_length_b                   6.7318(11)
_cell_length_c                   18.747(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.065(5)
_cell_angle_gamma                90.00
_cell_volume                     1503.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2637
_cell_measurement_theta_min      1.71
_cell_measurement_theta_max      25.00

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9654
_exptl_absorpt_correction_T_max  0.9746
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14928
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_sigmaI/netI    0.0400
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.71
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2637
_reflns_number_gt                1674
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0845P)²+0.4196P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2637
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0519
_refine_ls_wR_factor_ref         0.1764
_refine_ls_wR_factor_gt          0.1330
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
N4 N 0.17887(19) 0.3771(3) 0.40251(13) 0.0371(6) Uani 1 1 d . . .
H4 H 0.2457 0.4413 0.4110 0.044 Uiso 1 1 calc R . .
N002 N 0.0891(2) 0.0836(3) 0.43099(13) 0.0384(6) Uani 1 1 d . . .
O7 O 0.39568(18) 0.4448(4) 0.41958(14) 0.0641(7) Uani 1 1 d . . .
N5 N 0.02367(18) 0.2331(4) 0.30736(12) 0.0373(6) Uani 1 1 d . . .
N7 N -0.00818(19) 0.4015(4) 0.41461(13) 0.0378(6) Uani 1 1 d . . .
O3 O 0.81344(18) 0.7707(4) 0.34272(14) 0.0654(8) Uani 1 1 d . . .
O6 O 0.2621(2) 0.7421(4) 0.35645(18) 0.0768(9) Uani 1 1 d . . .
N3 N 0.3365(2) 0.8131(4) 0.33472(16) 0.0483(7) Uani 1 1 d . . .
N1 N 0.7176(2) 0.8366(4) 0.32270(15) 0.0505(7) Uani 1 1 d . . .
O5 O 0.3213(2) 0.9633(4) 0.29728(17) 0.0803(9) Uani 1 1 d . . .
N2 N 0.6101(2) 0.2587(4) 0.43800(16) 0.0533(8) Uani 1 1 d . . .
O4 O 0.6938(2) 0.9908(4) 0.28707(17) 0.0858(10) Uani 1 1 d . . .
C2 C 0.4455(2) 0.7159(4) 0.35250(16) 0.0382(7) Uani 1 1 d . . .
C4 C 0.6311(2) 0.7303(4) 0.34308(16) 0.0372(7) Uani 1 1 d . . .
C6 C 0.5765(2) 0.4514(4) 0.40129(16) 0.0387(7) Uani 1 1 d . . .
C5 C 0.6557(2) 0.5483(5) 0.37802(15) 0.0384(7) Uani 1 1 d . . .
H5 H 0.7264 0.4922 0.3856 0.046 Uiso 1 1 calc R . .
C7 C 0.1291(2) 0.3346(5) 0.31991(15) 0.0403(7) Uani 1 1 d . . .
H7A H 0.1178 0.4582 0.2921 0.048 Uiso 1 1 calc R . .
H7B H 0.1805 0.2529 0.3025 0.048 Uiso 1 1 calc R . .
C12 C 0.0423(3) 0.0476(4) 0.35026(16) 0.0406(7) Uani 1 1 d . . .
H12A H 0.0935 -0.0359 0.3334 0.049 Uiso 1 1 calc R . .
H12B H -0.0284 -0.0228 0.3410 0.049 Uiso 1 1 calc R . .
C8 C 0.1948(2) 0.1829(4) 0.44461(16) 0.0390(7) Uani 1 1 d . . .
H8A H 0.2468 0.0993 0.4286 0.047 Uiso 1 1 calc R . .
H8B H 0.2263 0.2078 0.4976 0.047 Uiso 1 1 calc R . .
C1 C 0.4643(2) 0.5297(5) 0.39319(16) 0.0411(7) Uani 1 1 d . . .
C3 C 0.5254(2) 0.8125(5) 0.32886(16) 0.0396(7) Uani 1 1 d . . .
H3A H 0.5087 0.9325 0.3034 0.048 Uiso 1 1 calc R . .
C10 C 0.0965(3) 0.5040(4) 0.42801(17) 0.0418(8) Uani 1 1 d . . .
H10A H 0.1269 0.5327 0.4808 0.050 Uiso 1 1 calc R . .
H10B H 0.0849 0.6290 0.4011 0.050 Uiso 1 1 calc R . .
C11 C -0.0531(2) 0.3591(5) 0.33421(16) 0.0421(8) Uani 1 1 d . . .
H11A H -0.1250 0.2927 0.3247 0.051 Uiso 1 1 calc R . .
H11B H -0.0652 0.4832 0.3067 0.051 Uiso 1 1 calc R . .
C9 C 0.0113(3) 0.2121(4) 0.45522(17) 0.0415(8) Uani 1 1 d . . .
H9A H 0.0418 0.2382 0.5082 0.050 Uiso 1 1 calc R . .
H9B H -0.0597 0.1436 0.4473 0.050 Uiso 1 1 calc R . .
O1 O 0.7078(3) 0.2123(5) 0.4545(2) 0.1140(14) Uani 1 1 d . . .
O2 O 0.5415(3) 0.1504(4) 0.4490(2) 0.1043(12) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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
N4 C8 1.510(4) . ?
N4 C10 1.516(4) . ?
N4 C7 1.517(4) . ?
N4 H4 0.9100 . ?
N002 C8 1.432(4) . ?
N002 C9 1.467(4) . ?
N002 C12 1.474(4) . ?
O7 C1 1.246(3) . ?
N5 C7 1.438(4) . ?
N5 C12 1.466(4) . ?
N5 C11 1.473(4) . ?
N7 C10 1.432(4) . ?
N7 C9 1.469(4) . ?
N7 C11 1.474(4) . ?
O3 N1 1.225(3) . ?
O6 N3 1.215(3) . ?
N3 O5 1.214(3) . ?
N3 C2 1.455(4) . ?
N1 O4 1.223(3) . ?
N1 C4 1.437(4) . ?
N2 O2 1.187(3) . ?
N2 O1 1.206(4) . ?
N2 C6 1.470(4) . ?
C2 C3 1.368(4) . ?
C2 C1 1.450(4) . ?
C4 C3 1.381(4) . ?
C4 C5 1.380(4) . ?
C6 C5 1.358(4) . ?
C6 C1 1.460(4) . ?
C5 H5 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C3 H3A 0.9300 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

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
C8 N4 C10 108.7(2) . . ?
C8 N4 C7 108.8(2) . . ?
C10 N4 C7 108.5(2) . . ?
C8 N4 H4 110.3 . . ?
C10 N4 H4 110.3 . . ?
C7 N4 H4 110.3 . . ?
C8 N002 C9 109.1(2) . . ?
C8 N002 C12 109.0(2) . . ?
C9 N002 C12 108.4(2) . . ?
C7 N5 C12 108.9(2) . . ?
C7 N5 C11 109.0(2) . . ?
C12 N5 C11 108.5(2) . . ?
C10 N7 C9 108.9(2) . . ?
C10 N7 C11 109.0(2) . . ?
C9 N7 C11 108.5(2) . . ?
O5 N3 O6 121.1(3) . . ?
O5 N3 C2 119.0(3) . . ?
O6 N3 C2 119.9(3) . . ?
O4 N1 O3 122.3(3) . . ?
O4 N1 C4 119.1(3) . . ?
O3 N1 C4 118.6(3) . . ?
O2 N2 O1 121.4(3) . . ?
O2 N2 C6 120.2(3) . . ?
O1 N2 C6 118.4(3) . . ?
C3 C2 C1 124.1(3) . . ?
C3 C2 N3 115.5(3) . . ?
C1 C2 N3 120.4(3) . . ?
C3 C4 C5 121.0(3) . . ?
C3 C4 N1 119.8(3) . . ?
C5 C4 N1 119.2(3) . . ?
C5 C6 C1 123.9(3) . . ?
C5 C6 N2 116.1(3) . . ?
C1 C6 N2 120.0(3) . . ?
C6 C5 C4 119.8(3) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
N5 C7 N4 109.7(2) . . ?
N5 C7 H7A 109.7 . . ?
N4 C7 H7A 109.7 . . ?
N5 C7 H7B 109.7 . . ?
N4 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
N5 C12 N002 112.0(2) . . ?
N5 C12 H12A 109.2 . . ?
N002 C12 H12A 109.2 . . ?
N5 C12 H12B 109.2 . . ?
N002 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
N002 C8 N4 109.7(2) . . ?
N002 C8 H8A 109.7 . . ?
N4 C8 H8A 109.7 . . ?
N002 C8 H8B 109.7 . . ?
N4 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
O7 C1 C2 125.6(3) . . ?
O7 C1 C6 122.7(3) . . ?
C2 C1 C6 111.7(3) . . ?
C2 C3 C4 119.4(3) . . ?
C2 C3 H3A 120.3 . . ?
C4 C3 H3A 120.3 . . ?
N7 C10 N4 109.9(2) . . ?
N7 C10 H10A 109.7 . . ?
N4 C10 H10A 109.7 . . ?
N7 C10 H10B 109.7 . . ?
N4 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
N5 C11 N7 111.8(2) . . ?
N5 C11 H11A 109.3 . . ?
N7 C11 H11A 109.3 . . ?
N5 C11 H11B 109.3 . . ?
N7 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
N002 C9 N7 112.0(2) . . ?
N002 C9 H9A 109.2 . . ?
N7 C9 H9A 109.2 . . ?
N002 C9 H9B 109.2 . . ?
N7 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.062
####################################################################### 
# 
# 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_Salt-2
_database_code_depnum_ccdc_archive 'CCDC 1972974'
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-06-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            'triethylamine picric acid salt'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H36 N8 O14'
_chemical_formula_weight         660.61

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P c a 21'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   21.997(8)
_cell_length_b                   6.972(2)
_cell_length_c                   20.770(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3185.2(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5275
_cell_measurement_theta_min      1.85
_cell_measurement_theta_max      24.49

_exptl_crystal_description       'Rod like'
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1392
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9720
_exptl_absorpt_correction_T_max  0.9819
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28692
_diffrn_reflns_av_R_equivalents  0.0606
_diffrn_reflns_av_sigmaI/netI    0.0482
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.85
_diffrn_reflns_theta_max         24.49
_reflns_number_total             5275
_reflns_number_gt                3053
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1321P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.057(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(2)
_refine_ls_number_reflns         5275
_refine_ls_number_parameters     421
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1399
_refine_ls_R_factor_gt           0.0770
_refine_ls_wR_factor_ref         0.2159
_refine_ls_wR_factor_gt          0.1751
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
N8 N 0.43625(18) 0.0484(6) 0.3384(2) 0.0747(12) Uani 1 1 d . . .
H8 H 0.4717 0.0394 0.3608 0.090 Uiso 1 1 calc R . .
O3 O 0.5530(2) 0.4247(7) 0.6249(2) 0.1063(15) Uani 1 1 d . . .
N4 N 0.5958(2) 0.5300(7) 0.6154(2) 0.0801(13) Uani 1 1 d . . .
O1 O 0.72204(16) 0.5544(6) 0.58425(19) 0.0861(11) Uani 1 1 d . . .
O11 O 0.7210(2) 0.0840(7) 0.6373(2) 0.1080(15) Uani 1 1 d . . .
O8 O 0.54622(18) 0.0407(6) 0.4034(2) 0.0902(11) Uani 1 1 d . . .
N3 N 0.7624(3) 0.6227(8) 0.4555(3) 0.0887(13) Uani 1 1 d . . .
O5 O 0.5683(2) 0.6064(7) 0.3328(2) 0.1153(15) Uani 1 1 d . . .
N5 N 0.5186(2) 0.0320(8) 0.5374(3) 0.0938(15) Uani 1 1 d . . .
O4 O 0.4979(2) 0.5574(7) 0.4031(3) 0.1115(16) Uani 1 1 d . . .
O12 O 0.78571(19) 0.1317(7) 0.5605(2) 0.1016(13) Uani 1 1 d . . .
N6 N 0.7334(2) 0.1017(6) 0.5810(3) 0.0794(13) Uani 1 1 d . . .
O10 O 0.5114(2) -0.0732(8) 0.5841(3) 0.1295(18) Uani 1 1 d . . .
O7 O 0.7956(2) 0.7145(9) 0.4901(3) 0.1290(17) Uani 1 1 d . . .
N2 N 0.5512(3) 0.5787(7) 0.3888(3) 0.0834(13) Uani 1 1 d . . .
O2 O 0.6205(2) 0.6219(8) 0.6586(2) 0.1228(16) Uani 1 1 d . . .
N7 N 0.6675(3) 0.1031(8) 0.3601(3) 0.0869(13) Uani 1 1 d . . .
O14 O 0.6354(3) 0.1855(11) 0.3237(3) 0.158(2) Uani 1 1 d . . .
O9 O 0.4781(2) 0.1246(9) 0.5134(3) 0.1341(19) Uani 1 1 d . . .
C8 C 0.6196(2) 0.5519(5) 0.5511(2) 0.0579(11) Uani 1 1 d . . .
C24 C 0.3882(3) 0.0629(10) 0.3874(3) 0.102(2) Uani 1 1 d . . .
H24A H 0.3497 0.0871 0.3662 0.122 Uiso 1 1 calc R . .
H24B H 0.3969 0.1715 0.4152 0.122 Uiso 1 1 calc R . .
C9 C 0.5769(2) 0.5509(6) 0.5019(2) 0.0618(12) Uani 1 1 d . . .
H9 H 0.5359 0.5341 0.5112 0.074 Uiso 1 1 calc R . .
C7 C 0.6835(2) 0.5707(6) 0.5407(2) 0.0617(12) Uani 1 1 d . . .
N1 N 0.8301(2) 0.5767(8) 0.6539(3) 0.0933(15) Uani 1 1 d . . .
H1 H 0.7985 0.5630 0.6259 0.112 Uiso 1 1 calc R . .
O6 O 0.7806(2) 0.5453(10) 0.4064(3) 0.139(2) Uani 1 1 d . . .
C2 C 0.8542(3) 0.7743(9) 0.6444(4) 0.108(2) Uani 1 1 d . . .
H2A H 0.8218 0.8650 0.6531 0.129 Uiso 1 1 calc R . .
H2B H 0.8655 0.7890 0.5995 0.129 Uiso 1 1 calc R . .
C10 C 0.5956(2) 0.5747(6) 0.4394(2) 0.0636(13) Uani 1 1 d . . .
C14 C 0.5787(2) 0.0509(6) 0.5128(3) 0.0647(13) Uani 1 1 d . . .
C12 C 0.6984(2) 0.5959(6) 0.4729(2) 0.0612(12) Uani 1 1 d . . .
C15 C 0.6249(2) 0.0576(6) 0.5559(3) 0.0675(13) Uani 1 1 d . . .
H15 H 0.6169 0.0444 0.5997 0.081 Uiso 1 1 calc R . .
C13 C 0.5864(2) 0.0618(6) 0.4434(3) 0.0653(13) Uani 1 1 d . . .
C20 C 0.4407(3) 0.2373(9) 0.3006(3) 0.0984(18) Uani 1 1 d . . .
H20A H 0.4034 0.2547 0.2764 0.118 Uiso 1 1 calc R . .
H20B H 0.4438 0.3423 0.3310 0.118 Uiso 1 1 calc R . .
C16 C 0.6832(2) 0.0836(6) 0.5352(2) 0.0602(12) Uani 1 1 d . . .
C17 C 0.6968(2) 0.0993(6) 0.4699(2) 0.0636(13) Uani 1 1 d . . .
H17 H 0.7367 0.1176 0.4562 0.076 Uiso 1 1 calc R . .
C23 C 0.3825(3) -0.1111(12) 0.4274(4) 0.120(2) Uani 1 1 d . . .
H23A H 0.3626 -0.2100 0.4031 0.179 Uiso 1 1 calc R . .
H23B H 0.3589 -0.0822 0.4651 0.179 Uiso 1 1 calc R . .
H23C H 0.4222 -0.1542 0.4401 0.179 Uiso 1 1 calc R . .
C11 C 0.6567(2) 0.5959(6) 0.4245(2) 0.0656(13) Uani 1 1 d . . .
H11A H 0.6690 0.6098 0.3820 0.079 Uiso 1 1 calc R . .
O13 O 0.7143(3) 0.0255(12) 0.3414(3) 0.160(2) Uani 1 1 d . . .
C18 C 0.6507(2) 0.0875(6) 0.4263(2) 0.0628(12) Uani 1 1 d . . .
C1 C 0.9083(4) 0.8265(11) 0.6857(4) 0.126(3) Uani 1 1 d . . .
H1A H 0.8976 0.8145 0.7303 0.189 Uiso 1 1 calc R . .
H1B H 0.9202 0.9563 0.6768 0.189 Uiso 1 1 calc R . .
H1C H 0.9415 0.7417 0.6761 0.189 Uiso 1 1 calc R . .
C6 C 0.8780(5) 0.4253(11) 0.6347(7) 0.167(6) Uani 1 1 d . . .
H6A H 0.9112 0.4326 0.6652 0.200 Uiso 1 1 calc R . .
H6B H 0.8597 0.2995 0.6392 0.200 Uiso 1 1 calc R . .
C19 C 0.4924(3) 0.2490(14) 0.2557(4) 0.132(3) Uani 1 1 d . . .
H19A H 0.5292 0.2165 0.2780 0.198 Uiso 1 1 calc R . .
H19B H 0.4955 0.3772 0.2391 0.198 Uiso 1 1 calc R . .
H19C H 0.4862 0.1611 0.2208 0.198 Uiso 1 1 calc R . .
C22 C 0.4342(3) -0.1251(10) 0.2971(4) 0.103(2) Uani 1 1 d . . .
H22A H 0.4343 -0.2383 0.3242 0.123 Uiso 1 1 calc R . .
H22B H 0.4704 -0.1291 0.2705 0.123 Uiso 1 1 calc R . .
C4 C 0.8086(5) 0.518(3) 0.7143(7) 0.249(11) Uani 1 1 d . . .
H4A H 0.8032 0.3797 0.7124 0.298 Uiso 1 1 calc R . .
H4B H 0.8407 0.5420 0.7452 0.298 Uiso 1 1 calc R . .
C21 C 0.3795(5) -0.1286(14) 0.2550(4) 0.155(4) Uani 1 1 d . . .
H21A H 0.3435 -0.1299 0.2812 0.233 Uiso 1 1 calc R . .
H21B H 0.3804 -0.2415 0.2286 0.233 Uiso 1 1 calc R . .
H21C H 0.3792 -0.0167 0.2281 0.233 Uiso 1 1 calc R . .
C3 C 0.7594(10) 0.589(3) 0.7376(6) 0.287(11) Uani 1 1 d . . .
H3A H 0.7516 0.5326 0.7790 0.431 Uiso 1 1 calc R . .
H3B H 0.7262 0.5614 0.7092 0.431 Uiso 1 1 calc R . .
H3C H 0.7639 0.7249 0.7422 0.431 Uiso 1 1 calc R . .
C5 C 0.9024(5) 0.4391(19) 0.5723(10) 0.203(7) Uani 1 1 d . . .
H5A H 0.8702 0.4331 0.5412 0.305 Uiso 1 1 calc R . .
H5B H 0.9302 0.3350 0.5652 0.305 Uiso 1 1 calc R . .
H5C H 0.9236 0.5588 0.5679 0.305 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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
N8 C24 1.471(8) . ?
N8 C22 1.483(8) . ?
N8 C20 1.536(8) . ?
N8 H8 0.9100 . ?
O3 N4 1.211(6) . ?
N4 O2 1.230(6) . ?
N4 C8 1.441(7) . ?
O1 C7 1.246(6) . ?
O11 N6 1.208(6) . ?
O8 C13 1.223(6) . ?
N3 O7 1.209(7) . ?
N3 O6 1.220(7) . ?
N3 C12 1.466(7) . ?
O5 N2 1.237(7) . ?
N5 O9 1.208(7) . ?
N5 O10 1.226(8) . ?
N5 C14 1.423(8) . ?
O4 N2 1.218(7) . ?
O12 N6 1.244(6) . ?
N6 C16 1.463(7) . ?
N2 C10 1.437(7) . ?
N7 O14 1.184(7) . ?
N7 O13 1.226(8) . ?
N7 C18 1.429(7) . ?
C8 C9 1.388(7) . ?
C8 C7 1.428(7) . ?
C24 C23 1.476(10) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C9 C10 1.371(7) . ?
C9 H9 0.9300 . ?
C7 C12 1.456(7) . ?
N1 C4 1.402(14) . ?
N1 C2 1.490(8) . ?
N1 C6 1.544(13) . ?
N1 H1 0.9100 . ?
C2 C1 1.511(9) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C10 C11 1.387(7) . ?
C14 C15 1.356(7) . ?
C14 C13 1.453(7) . ?
C12 C11 1.360(7) . ?
C15 C16 1.365(7) . ?
C15 H15 0.9300 . ?
C13 C18 1.470(7) . ?
C20 C19 1.472(10) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C16 C17 1.395(7) . ?
C17 C18 1.361(7) . ?
C17 H17 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C11 H11A 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C6 C5 1.406(19) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C22 C21 1.488(10) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C4 C3 1.28(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?

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
C24 N8 C22 115.8(5) . . ?
C24 N8 C20 110.0(5) . . ?
C22 N8 C20 113.9(5) . . ?
C24 N8 H8 105.4 . . ?
C22 N8 H8 105.4 . . ?
C20 N8 H8 105.4 . . ?
O3 N4 O2 122.7(5) . . ?
O3 N4 C8 119.9(5) . . ?
O2 N4 C8 117.4(5) . . ?
O7 N3 O6 122.2(6) . . ?
O7 N3 C12 120.1(6) . . ?
O6 N3 C12 117.7(6) . . ?
O9 N5 O10 123.5(6) . . ?
O9 N5 C14 119.1(7) . . ?
O10 N5 C14 117.4(6) . . ?
O11 N6 O12 123.9(5) . . ?
O11 N6 C16 116.7(5) . . ?
O12 N6 C16 119.3(5) . . ?
O4 N2 O5 122.9(5) . . ?
O4 N2 C10 118.2(6) . . ?
O5 N2 C10 118.9(6) . . ?
O14 N7 O13 120.9(6) . . ?
O14 N7 C18 119.8(6) . . ?
O13 N7 C18 119.2(6) . . ?
C9 C8 C7 123.7(4) . . ?
C9 C8 N4 115.8(4) . . ?
C7 C8 N4 120.5(4) . . ?
N8 C24 C23 113.3(6) . . ?
N8 C24 H24A 108.9 . . ?
C23 C24 H24A 108.9 . . ?
N8 C24 H24B 108.9 . . ?
C23 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
C10 C9 C8 119.5(5) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
O1 C7 C8 123.5(5) . . ?
O1 C7 C12 124.0(4) . . ?
C8 C7 C12 112.3(4) . . ?
C4 N1 C2 120.7(10) . . ?
C4 N1 C6 105.1(11) . . ?
C2 N1 C6 110.8(6) . . ?
C4 N1 H1 106.5 . . ?
C2 N1 H1 106.5 . . ?
C6 N1 H1 106.5 . . ?
N1 C2 C1 115.3(5) . . ?
N1 C2 H2A 108.4 . . ?
C1 C2 H2A 108.4 . . ?
N1 C2 H2B 108.4 . . ?
C1 C2 H2B 108.4 . . ?
H2A C2 H2B 107.5 . . ?
C9 C10 C11 121.0(4) . . ?
C9 C10 N2 119.4(5) . . ?
C11 C10 N2 119.6(5) . . ?
C15 C14 N5 117.5(5) . . ?
C15 C14 C13 124.4(5) . . ?
N5 C14 C13 118.1(5) . . ?
C11 C12 C7 124.2(4) . . ?
C11 C12 N3 117.7(5) . . ?
C7 C12 N3 118.1(4) . . ?
C14 C15 C16 120.1(5) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
O8 C13 C14 125.7(5) . . ?
O8 C13 C18 123.1(5) . . ?
C14 C13 C18 111.0(4) . . ?
C19 C20 N8 114.9(6) . . ?
C19 C20 H20A 108.5 . . ?
N8 C20 H20A 108.5 . . ?
C19 C20 H20B 108.5 . . ?
N8 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
C15 C16 C17 121.2(4) . . ?
C15 C16 N6 121.1(5) . . ?
C17 C16 N6 117.7(5) . . ?
C18 C17 C16 118.8(5) . . ?
C18 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C12 C11 C10 119.2(4) . . ?
C12 C11 H11A 120.4 . . ?
C10 C11 H11A 120.4 . . ?
C17 C18 N7 116.3(5) . . ?
C17 C18 C13 124.3(5) . . ?
N7 C18 C13 119.4(4) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C5 C6 N1 116.9(9) . . ?
C5 C6 H6A 108.1 . . ?
N1 C6 H6A 108.1 . . ?
C5 C6 H6B 108.1 . . ?
N1 C6 H6B 108.1 . . ?
H6A C6 H6B 107.3 . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C20 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N8 C22 C21 112.2(5) . . ?
N8 C22 H22A 109.2 . . ?
C21 C22 H22A 109.2 . . ?
N8 C22 H22B 109.2 . . ?
C21 C22 H22B 109.2 . . ?
H22A C22 H22B 107.9 . . ?
C3 C4 N1 120.6(15) . . ?
C3 C4 H4A 107.2 . . ?
N1 C4 H4A 107.2 . . ?
C3 C4 H4B 107.2 . . ?
N1 C4 H4B 107.2 . . ?
H4A C4 H4B 106.8 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C6 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C6 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        24.49
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.544
_refine_diff_density_rms         0.174
####################################################################### 
# 
# 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_Salt-5
_database_code_depnum_ccdc_archive 'CCDC 1972975'
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-06-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            'triamine picric acid salt, 1:1'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H21 N7 O7'
_chemical_formula_weight         375.36

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.9949(9)
_cell_length_b                   12.5916(19)
_cell_length_c                   19.969(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1758.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2646
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      23.99

_exptl_crystal_description       'Rod like'
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             792
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9701
_exptl_absorpt_correction_T_max  0.9884
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10407
_diffrn_reflns_av_R_equivalents  0.0792
_diffrn_reflns_av_sigmaI/netI    0.0819
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.60
_diffrn_reflns_theta_max         23.99
_reflns_number_total             2646
_reflns_number_gt                1141
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0992P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   3(4)
_refine_ls_number_reflns         2646
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1804
_refine_ls_R_factor_gt           0.0686
_refine_ls_wR_factor_ref         0.1967
_refine_ls_wR_factor_gt          0.1592
_refine_ls_goodness_of_fit_ref   0.893
_refine_ls_restrained_S_all      0.893
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O7 O 0.3107(5) 0.7464(3) 0.63244(18) 0.0843(11) Uani 1 1 d . . .
N5 N 0.4319(8) 0.6283(4) 0.7550(2) 0.0898(16) Uani 1 1 d . . .
H5A H 0.4917 0.6794 0.7744 0.108 Uiso 1 1 calc R . .
H5B H 0.4881 0.5916 0.7245 0.108 Uiso 1 1 calc R . .
O4 O 0.2948(7) 0.8069(4) 0.3231(2) 0.1076(15) Uani 1 1 d . . .
N2 N 0.2984(8) 0.7247(5) 0.3551(3) 0.0892(15) Uani 1 1 d . . .
N1 N 0.2972(10) 0.5426(5) 0.5667(3) 0.0926(16) Uani 1 1 d . . .
N3 N 0.2993(10) 0.9375(5) 0.5561(3) 0.0931(17) Uani 1 1 d . . .
O3 O 0.3108(9) 0.6375(5) 0.3279(2) 0.1262(19) Uani 1 1 d . . .
N7 N 0.2303(7) 0.7595(5) 0.8385(3) 0.0964(16) Uani 1 1 d . . .
O1 O 0.3770(11) 0.5334(4) 0.6199(3) 0.142(2) Uani 1 1 d . . .
C3 C 0.3001(7) 0.7282(5) 0.4264(3) 0.0623(13) Uani 1 1 d . . .
C6 C 0.3113(6) 0.7412(4) 0.5703(3) 0.0614(13) Uani 1 1 d . . .
O6 O 0.3908(11) 0.9545(4) 0.6051(3) 0.145(2) Uani 1 1 d . . .
C2 C 0.3035(8) 0.6376(5) 0.4636(3) 0.0652(14) Uani 1 1 d . . .
H2 H 0.3042 0.5718 0.4425 0.078 Uiso 1 1 calc R . .
C5 C 0.3017(8) 0.8318(4) 0.5255(3) 0.0669(15) Uani 1 1 d . . .
C4 C 0.2999(8) 0.8267(5) 0.4580(3) 0.0676(15) Uani 1 1 d . . .
H4 H 0.2985 0.8888 0.4328 0.081 Uiso 1 1 calc R . .
N4 N 0.6048(9) 0.7296(5) 0.8855(3) 0.126(2) Uani 1 1 d . . .
H4A H 0.7096 0.7226 0.9103 0.188 Uiso 1 1 calc R . .
H4B H 0.6181 0.7849 0.8581 0.188 Uiso 1 1 calc R . .
H4C H 0.5871 0.6709 0.8614 0.188 Uiso 1 1 calc R . .
O5 O 0.2091(11) 1.0065(4) 0.5291(3) 0.147(2) Uani 1 1 d . . .
C1 C 0.3059(8) 0.6437(4) 0.5318(3) 0.0656(15) Uani 1 1 d . . .
O2 O 0.2120(12) 0.4691(5) 0.5428(3) 0.160(3) Uani 1 1 d . . .
N6 N 0.3750(14) 0.9300(5) 0.7579(3) 0.138(3) Uani 1 1 d . . .
H6A H 0.4346 0.8707 0.7536 0.166 Uiso 1 1 calc R . .
H6B H 0.4238 0.9874 0.7420 0.166 Uiso 1 1 calc R . .
C10 C 0.2004(14) 0.9331(7) 0.7904(9) 0.223(8) Uani 1 1 d . . .
H10A H 0.1102 0.9639 0.7590 0.267 Uiso 1 1 calc R . .
H10B H 0.2140 0.9838 0.8267 0.267 Uiso 1 1 calc R . .
C7 C 0.2360(13) 0.6041(7) 0.7737(4) 0.120(3) Uani 1 1 d . . .
H7A H 0.1584 0.6092 0.7336 0.143 Uiso 1 1 calc R . .
H7B H 0.2324 0.5305 0.7881 0.143 Uiso 1 1 calc R . .
C9 C 0.1115(16) 0.8442(11) 0.8175(6) 0.183(5) Uani 1 1 d . . .
H9A H 0.0227 0.8168 0.7845 0.219 Uiso 1 1 calc R . .
H9B H 0.0367 0.8672 0.8558 0.219 Uiso 1 1 calc R . .
C12 C 0.445(2) 0.7461(12) 0.9277(5) 0.199(5) Uani 1 1 d . . .
H12A H 0.4397 0.6862 0.9583 0.239 Uiso 1 1 calc R . .
H12B H 0.4727 0.8083 0.9546 0.239 Uiso 1 1 calc R . .
C11 C 0.2716(14) 0.7588(10) 0.9041(5) 0.155(4) Uani 1 1 d . . .
H11A H 0.2250 0.8254 0.9221 0.187 Uiso 1 1 calc R . .
H11B H 0.1939 0.7032 0.9240 0.187 Uiso 1 1 calc R . .
C8 C 0.1559(14) 0.6588(9) 0.8186(8) 0.241(8) Uani 1 1 d . . .
H8A H 0.1499 0.6150 0.8585 0.289 Uiso 1 1 calc R . .
H8B H 0.0251 0.6704 0.8042 0.289 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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
O7 C6 1.242(5) . ?
N5 C7 1.453(10) . ?
N5 H5A 0.8600 . ?
N5 H5B 0.8600 . ?
O4 N2 1.217(6) . ?
N2 O3 1.229(6) . ?
N2 C3 1.424(7) . ?
N1 O2 1.200(7) . ?
N1 O1 1.205(6) . ?
N1 C1 1.453(8) . ?
N3 O6 1.190(7) . ?
N3 O5 1.202(7) . ?
N3 C5 1.464(8) . ?
N7 C11 1.343(9) . ?
N7 C9 1.415(10) . ?
N7 C8 1.428(10) . ?
C3 C2 1.361(7) . ?
C3 C4 1.392(7) . ?
C6 C1 1.450(8) . ?
C6 C5 1.451(7) . ?
C2 C1 1.365(7) . ?
C2 H2 0.9300 . ?
C5 C4 1.349(7) . ?
C4 H4 0.9300 . ?
N4 C12 1.418(11) . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N4 H4C 0.8900 . ?
N6 C10 1.383(13) . ?
N6 H6A 0.8600 . ?
N6 H6B 0.8600 . ?
C10 C9 1.390(14) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C7 C8 1.261(10) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C12 C11 1.309(12) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?

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
C7 N5 H5A 120.0 . . ?
C7 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
O4 N2 O3 121.9(6) . . ?
O4 N2 C3 120.0(6) . . ?
O3 N2 C3 118.0(6) . . ?
O2 N1 O1 120.4(7) . . ?
O2 N1 C1 120.4(6) . . ?
O1 N1 C1 119.2(7) . . ?
O6 N3 O5 121.4(7) . . ?
O6 N3 C5 120.1(7) . . ?
O5 N3 C5 118.4(6) . . ?
C11 N7 C9 114.9(8) . . ?
C11 N7 C8 110.1(10) . . ?
C9 N7 C8 111.9(9) . . ?
C2 C3 C4 120.0(5) . . ?
C2 C3 N2 121.3(6) . . ?
C4 C3 N2 118.7(6) . . ?
O7 C6 C1 125.0(5) . . ?
O7 C6 C5 125.1(5) . . ?
C1 C6 C5 109.7(4) . . ?
C3 C2 C1 119.9(5) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C5 C6 125.4(5) . . ?
C4 C5 N3 117.3(6) . . ?
C6 C5 N3 117.2(5) . . ?
C5 C4 C3 119.7(5) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C12 N4 H4A 109.5 . . ?
C12 N4 H4B 109.5 . . ?
H4A N4 H4B 109.5 . . ?
C12 N4 H4C 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 109.5 . . ?
C2 C1 C6 125.3(5) . . ?
C2 C1 N1 115.4(5) . . ?
C6 C1 N1 119.3(5) . . ?
C10 N6 H6A 120.0 . . ?
C10 N6 H6B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
N6 C10 C9 123.7(9) . . ?
N6 C10 H10A 106.4 . . ?
C9 C10 H10A 106.4 . . ?
N6 C10 H10B 106.4 . . ?
C9 C10 H10B 106.4 . . ?
H10A C10 H10B 106.5 . . ?
C8 C7 N5 119.2(7) . . ?
C8 C7 H7A 107.5 . . ?
N5 C7 H7A 107.5 . . ?
C8 C7 H7B 107.5 . . ?
N5 C7 H7B 107.5 . . ?
H7A C7 H7B 107.0 . . ?
C10 C9 N7 117.4(9) . . ?
C10 C9 H9A 108.0 . . ?
N7 C9 H9A 108.0 . . ?
C10 C9 H9B 108.0 . . ?
N7 C9 H9B 108.0 . . ?
H9A C9 H9B 107.2 . . ?
C11 C12 N4 122.3(9) . . ?
C11 C12 H12A 106.8 . . ?
N4 C12 H12A 106.8 . . ?
C11 C12 H12B 106.8 . . ?
N4 C12 H12B 106.8 . . ?
H12A C12 H12B 106.6 . . ?
C12 C11 N7 123.5(8) . . ?
C12 C11 H11A 106.5 . . ?
N7 C11 H11A 106.5 . . ?
C12 C11 H11B 106.5 . . ?
N7 C11 H11B 106.5 . . ?
H11A C11 H11B 106.5 . . ?
C7 C8 N7 121.4(8) . . ?
C7 C8 H8A 107.0 . . ?
N7 C8 H8A 107.0 . . ?
C7 C8 H8B 107.0 . . ?
N7 C8 H8B 107.0 . . ?
H8A C8 H8B 106.7 . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        23.99
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.044
####################################################################### 
# 
# 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_Salt-7a
_database_code_depnum_ccdc_archive 'CCDC 1972976'
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-06-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            'triamine picric acid salt, 1:3'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H31 N13 O22'
_chemical_formula_weight         865.63

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4362(9)
_cell_length_b                   12.5183(14)
_cell_length_c                   18.3788(19)
_cell_angle_alpha                72.109(3)
_cell_angle_beta                 83.298(3)
_cell_angle_gamma                72.280(3)
_cell_volume                     1758.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6066
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      25.00

_exptl_crystal_description       'Rod like'
_exptl_crystal_colour            'Wine red'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             896
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9646
_exptl_absorpt_correction_T_max  0.9800
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30065
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_sigmaI/netI    0.0339
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.32
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6066
_reflns_number_gt                4258
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0961P)²+0.4055P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6066
_refine_ls_number_parameters     546
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0592
_refine_ls_wR_factor_ref         0.1774
_refine_ls_wR_factor_gt          0.1603
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
O14 O 0.2092(2) 0.01155(15) 0.67137(10) 0.0382(4) Uani 1 1 d . . .
O7 O 0.1431(2) 0.81106(17) 0.52266(12) 0.0499(5) Uani 1 1 d . . .
O11 O 0.6371(3) 0.10916(18) 0.63937(13) 0.0575(6) Uani 1 1 d . . .
O6 O 0.5229(3) 0.6099(2) 0.42485(13) 0.0579(6) Uani 1 1 d . . .
O9 O -0.0743(3) 0.0268(2) 0.76360(14) 0.0635(6) Uani 1 1 d . . .
O3 O -0.1189(3) 0.50442(18) 0.38115(13) 0.0538(5) Uani 1 1 d . . .
N12 N 0.4000(3) 0.83635(18) 0.60206(12) 0.0374(5) Uani 1 1 d . . .
H12A H 0.3325 0.8171 0.5777 0.056 Uiso 1 1 calc R . .
H12B H 0.4756 0.8620 0.5691 0.056 Uiso 1 1 calc R . .
H12C H 0.3409 0.8925 0.6226 0.056 Uiso 1 1 calc R . .
N10 N 0.2196(3) 0.72942(18) 0.73188(13) 0.0386(5) Uani 1 1 d . . .
O10 O 0.5457(3) -0.0392(2) 0.66093(16) 0.0642(7) Uani 1 1 d . . .
O5 O 0.4585(3) 0.6657(2) 0.52585(14) 0.0620(6) Uani 1 1 d . . .
O2 O -0.3314(3) 0.8266(2) 0.48205(14) 0.0621(6) Uani 1 1 d . . .
O8 O -0.1962(3) 0.2106(2) 0.74389(14) 0.0627(6) Uani 1 1 d . . .
N3 N 0.4201(3) 0.64621(19) 0.46981(14) 0.0415(6) Uani 1 1 d . . .
N5 N 0.5273(3) 0.0598(2) 0.66323(13) 0.0395(5) Uani 1 1 d . . .
N11 N -0.0414(3) 0.9129(2) 0.64568(14) 0.0442(6) Uani 1 1 d . . .
H11A H 0.0363 0.9356 0.6608 0.066 Uiso 1 1 calc R . .
H11B H -0.1338 0.9724 0.6352 0.066 Uiso 1 1 calc R . .
H11C H -0.0050 0.8899 0.6039 0.066 Uiso 1 1 calc R . .
N4 N -0.0703(3) 0.1271(2) 0.74970(13) 0.0438(6) Uani 1 1 d . . .
O13 O 0.3938(3) 0.3848(2) 0.77761(15) 0.0692(7) Uani 1 1 d . . .
N2 N 0.0241(3) 0.50873(19) 0.38155(13) 0.0434(6) Uani 1 1 d . . .
O4 O 0.1423(3) 0.4457(2) 0.35579(16) 0.0742(8) Uani 1 1 d . . .
O12 O 0.1339(3) 0.4172(2) 0.81241(15) 0.0740(7) Uani 1 1 d . . .
N1 N -0.1940(3) 0.8296(2) 0.49310(14) 0.0500(6) Uani 1 1 d . . .
N6 N 0.2593(4) 0.3643(2) 0.78368(14) 0.0500(6) Uani 1 1 d . . .
O21 O 0.4631(3) 0.3083(3) 0.98575(16) 0.0766(7) Uani 1 1 d . . .
O17 O 0.8760(3) 0.1085(3) 0.91541(16) 0.0820(8) Uani 1 1 d . . .
C17 C 0.1158(3) 0.7459(2) 0.48850(15) 0.0367(6) Uani 1 1 d . . .
C7 C 0.3765(3) 0.1201(2) 0.69665(14) 0.0333(6) Uani 1 1 d . . .
C18 C 0.2451(3) 0.6613(2) 0.45903(15) 0.0353(6) Uani 1 1 d . . .
N8 N 0.7493(4) 0.1906(3) 0.91263(16) 0.0636(8) Uani 1 1 d . . .
C13 C 0.2162(3) 0.5890(2) 0.42311(14) 0.0369(6) Uani 1 1 d . . .
H13A H 0.3045 0.5385 0.4041 0.044 Uiso 1 1 calc R . .
C8 C 0.2256(3) 0.0848(2) 0.70090(14) 0.0308(5) Uani 1 1 d . . .
O16 O 0.5508(4) -0.1012(3) 0.84763(16) 0.0847(8) Uani 1 1 d . . .
C14 C 0.0542(3) 0.5915(2) 0.41513(14) 0.0338(6) Uani 1 1 d . . .
C16 C -0.0489(3) 0.7460(2) 0.47261(14) 0.0361(6) Uani 1 1 d . . .
C9 C 0.0906(3) 0.1524(2) 0.73897(14) 0.0355(6) Uani 1 1 d . . .
O18 O 0.7538(4) 0.2894(3) 0.9025(2) 0.0985(10) Uani 1 1 d . . .
C12 C 0.3871(3) 0.2097(2) 0.72232(15) 0.0368(6) Uani 1 1 d . . .
H12D H 0.4864 0.2295 0.7171 0.044 Uiso 1 1 calc R . .
C23 C 0.3698(4) 0.6596(2) 0.70168(17) 0.0470(7) Uani 1 1 d . . .
H23A H 0.3391 0.6283 0.6650 0.056 Uiso 1 1 calc R . .
H23B H 0.4262 0.5942 0.7431 0.056 Uiso 1 1 calc R . .
C10 C 0.1001(3) 0.2423(2) 0.76469(15) 0.0387(6) Uani 1 1 d . . .
H10 H 0.0079 0.2838 0.7876 0.046 Uiso 1 1 calc R . .
O15 O 0.2991(4) -0.0824(3) 0.89349(18) 0.0898(9) Uani 1 1 d . . .
C20 C 0.2378(4) 0.7385(3) 0.80788(16) 0.0458(7) Uani 1 1 d . . .
H20A H 0.1428 0.7992 0.8184 0.055 Uiso 1 1 calc R . .
H20B H 0.3364 0.7636 0.8067 0.055 Uiso 1 1 calc R . .
O22 O 0.3431(4) 0.4514(3) 0.0705(2) 0.1000(10) Uani 1 1 d . . .
H22 H 0.3680 0.3929 0.0555 0.150 Uiso 1 1 calc R . .
C15 C -0.0787(3) 0.6690(2) 0.43969(14) 0.0348(6) Uani 1 1 d . . .
H15A H -0.1871 0.6694 0.4342 0.042 Uiso 1 1 calc R . .
N13 N 0.2733(4) 0.6490(3) 0.94606(16) 0.0743(9) Uani 1 1 d . . .
H13B H 0.3646 0.6719 0.9426 0.111 Uiso 1 1 calc R . .
H13C H 0.2829 0.5832 0.9841 0.111 Uiso 1 1 calc R . .
H13D H 0.1852 0.7045 0.9552 0.111 Uiso 1 1 calc R . .
C11 C 0.2485(4) 0.2698(2) 0.75590(15) 0.0376(6) Uani 1 1 d . . .
N9 N 0.1557(4) 0.2486(3) 1.00192(18) 0.0690(8) Uani 1 1 d . . .
N7 N 0.4284(4) -0.0522(3) 0.88002(16) 0.0619(7) Uani 1 1 d . . .
C24 C 0.4857(3) 0.7314(2) 0.66376(17) 0.0468(7) Uani 1 1 d . . .
H24A H 0.5253 0.7563 0.7015 0.056 Uiso 1 1 calc R . .
H24B H 0.5813 0.6840 0.6420 0.056 Uiso 1 1 calc R . .
O20 O 0.0621(4) 0.1910(3) 1.0357(2) 0.1073(11) Uani 1 1 d . . .
O1 O -0.1776(4) 0.9123(3) 0.5108(2) 0.1319(17) Uani 1 1 d . . .
C21 C 0.0666(4) 0.7060(3) 0.72081(19) 0.0509(8) Uani 1 1 d . . .
H21A H 0.0438 0.6463 0.7654 0.061 Uiso 1 1 calc R . .
H21B H 0.0815 0.6758 0.6770 0.061 Uiso 1 1 calc R . .
O19 O 0.1257(4) 0.3522(3) 0.9981(2) 0.1064(11) Uani 1 1 d . . .
C22 C -0.0782(4) 0.8128(3) 0.7083(2) 0.0591(9) Uani 1 1 d . . .
H22A H -0.1058 0.8351 0.7553 0.071 Uiso 1 1 calc R . .
H22B H -0.1739 0.7958 0.6949 0.071 Uiso 1 1 calc R . .
C1 C 0.5898(4) 0.1654(3) 0.92084(17) 0.0517(8) Uani 1 1 d . . .
C3 C 0.4354(4) 0.0443(3) 0.90527(16) 0.0512(8) Uani 1 1 d . . .
C19 C 0.2518(5) 0.6278(3) 0.87331(19) 0.0647(9) Uani 1 1 d . . .
H19A H 0.1521 0.6030 0.8769 0.078 Uiso 1 1 calc R . .
H19B H 0.3462 0.5658 0.8639 0.078 Uiso 1 1 calc R . .
C2 C 0.5816(4) 0.0752(3) 0.89598(16) 0.0510(8) Uani 1 1 d . . .
H2 H 0.6744 0.0347 0.8728 0.061 Uiso 1 1 calc R . .
C6 C 0.4522(4) 0.2326(3) 0.95813(18) 0.0540(8) Uani 1 1 d . . .
C5 C 0.3036(4) 0.1934(3) 0.96444(17) 0.0530(8) Uani 1 1 d . . .
C4 C 0.2958(4) 0.1029(3) 0.93985(17) 0.0534(8) Uani 1 1 d . . .
H4 H 0.1981 0.0809 0.9462 0.064 Uiso 1 1 calc R . .
C01O C 0.2457(6) 0.4335(4) 0.1377(3) 0.0972(14) Uani 1 1 d . . .
H01A H 0.2651 0.4766 0.1692 0.146 Uiso 1 1 calc R . .
H01B H 0.2749 0.3516 0.1649 0.146 Uiso 1 1 calc R . .
H01C H 0.1302 0.4601 0.1251 0.146 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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
O14 C8 1.247(3) . ?
O7 C17 1.255(3) . ?
O11 N5 1.232(3) . ?
O6 N3 1.210(3) . ?
O9 N4 1.212(3) . ?
O3 N2 1.225(3) . ?
N12 C24 1.494(4) . ?
N12 H12A 0.8900 . ?
N12 H12B 0.8900 . ?
N12 H12C 0.8900 . ?
N10 C21 1.456(4) . ?
N10 C23 1.462(4) . ?
N10 C20 1.465(3) . ?
O10 N5 1.215(3) . ?
O5 N3 1.226(3) . ?
O2 N1 1.213(3) . ?
O8 N4 1.231(3) . ?
N3 C18 1.459(3) . ?
N5 C7 1.443(3) . ?
N11 C22 1.502(4) . ?
N11 H11A 0.8900 . ?
N11 H11B 0.8900 . ?
N11 H11C 0.8900 . ?
N4 C9 1.463(3) . ?
O13 N6 1.223(4) . ?
N2 O4 1.217(3) . ?
N2 C14 1.452(3) . ?
O12 N6 1.223(4) . ?
N1 O1 1.225(4) . ?
N1 C16 1.446(3) . ?
N6 C11 1.455(3) . ?
O21 C6 1.235(4) . ?
O17 N8 1.230(4) . ?
C17 C16 1.452(4) . ?
C17 C18 1.454(4) . ?
C7 C12 1.373(4) . ?
C7 C8 1.456(4) . ?
C18 C13 1.362(4) . ?
N8 O18 1.204(4) . ?
N8 C1 1.455(4) . ?
C13 C14 1.381(4) . ?
C13 H13A 0.9300 . ?
C8 C9 1.447(4) . ?
O16 N7 1.221(4) . ?
C14 C15 1.375(4) . ?
C16 C15 1.379(4) . ?
C9 C10 1.374(4) . ?
C12 C11 1.377(4) . ?
C12 H12D 0.9300 . ?
C23 C24 1.496(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C10 C11 1.376(4) . ?
C10 H10 0.9300 . ?
O15 N7 1.234(4) . ?
C20 C19 1.514(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
O22 C01O 1.399(5) . ?
O22 H22 0.8200 . ?
C15 H15A 0.9300 . ?
N13 C19 1.481(4) . ?
N13 H13B 0.8900 . ?
N13 H13C 0.8900 . ?
N13 H13D 0.8900 . ?
N9 O20 1.219(4) . ?
N9 O19 1.224(4) . ?
N9 C5 1.440(4) . ?
N7 C3 1.439(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C21 C22 1.489(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C1 C2 1.363(4) . ?
C1 C6 1.448(4) . ?
C3 C2 1.380(5) . ?
C3 C4 1.384(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C2 H2 0.9300 . ?
C6 C5 1.460(5) . ?
C5 C4 1.364(5) . ?
C4 H4 0.9300 . ?
C01O H01A 0.9600 . ?
C01O H01B 0.9600 . ?
C01O H01C 0.9600 . ?

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
C24 N12 H12A 109.5 . . ?
C24 N12 H12B 109.5 . . ?
H12A N12 H12B 109.5 . . ?
C24 N12 H12C 109.5 . . ?
H12A N12 H12C 109.5 . . ?
H12B N12 H12C 109.5 . . ?
C21 N10 C23 114.4(2) . . ?
C21 N10 C20 115.6(2) . . ?
C23 N10 C20 114.1(2) . . ?
O6 N3 O5 122.3(2) . . ?
O6 N3 C18 118.6(2) . . ?
O5 N3 C18 118.9(2) . . ?
O10 N5 O11 121.3(2) . . ?
O10 N5 C7 119.8(2) . . ?
O11 N5 C7 118.9(2) . . ?
C22 N11 H11A 109.5 . . ?
C22 N11 H11B 109.5 . . ?
H11A N11 H11B 109.5 . . ?
C22 N11 H11C 109.5 . . ?
H11A N11 H11C 109.5 . . ?
H11B N11 H11C 109.5 . . ?
O9 N4 O8 123.2(2) . . ?
O9 N4 C9 119.5(2) . . ?
O8 N4 C9 117.3(2) . . ?
O4 N2 O3 122.8(2) . . ?
O4 N2 C14 118.6(2) . . ?
O3 N2 C14 118.6(2) . . ?
O2 N1 O1 120.2(2) . . ?
O2 N1 C16 119.2(2) . . ?
O1 N1 C16 119.8(3) . . ?
O12 N6 O13 124.2(3) . . ?
O12 N6 C11 117.9(3) . . ?
O13 N6 C11 117.9(3) . . ?
O7 C17 C16 124.4(2) . . ?
O7 C17 C18 124.4(2) . . ?
C16 C17 C18 111.3(2) . . ?
C12 C7 N5 115.9(2) . . ?
C12 C7 C8 124.3(2) . . ?
N5 C7 C8 119.8(2) . . ?
C13 C18 C17 124.6(2) . . ?
C13 C18 N3 115.3(2) . . ?
C17 C18 N3 120.1(2) . . ?
O18 N8 O17 122.5(3) . . ?
O18 N8 C1 119.9(3) . . ?
O17 N8 C1 117.6(3) . . ?
C18 C13 C14 119.3(2) . . ?
C18 C13 H13A 120.3 . . ?
C14 C13 H13A 120.3 . . ?
O14 C8 C9 123.4(2) . . ?
O14 C8 C7 125.1(2) . . ?
C9 C8 C7 111.4(2) . . ?
C15 C14 C13 121.4(2) . . ?
C15 C14 N2 119.4(2) . . ?
C13 C14 N2 119.2(2) . . ?
C15 C16 N1 116.2(2) . . ?
C15 C16 C17 124.2(2) . . ?
N1 C16 C17 119.6(2) . . ?
C10 C9 C8 124.6(2) . . ?
C10 C9 N4 116.5(2) . . ?
C8 C9 N4 118.9(2) . . ?
C7 C12 C11 119.0(3) . . ?
C7 C12 H12D 120.5 . . ?
C11 C12 H12D 120.5 . . ?
N10 C23 C24 111.3(2) . . ?
N10 C23 H23A 109.4 . . ?
C24 C23 H23A 109.4 . . ?
N10 C23 H23B 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C9 C10 C11 118.8(2) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
N10 C20 C19 115.9(2) . . ?
N10 C20 H20A 108.3 . . ?
C19 C20 H20A 108.3 . . ?
N10 C20 H20B 108.3 . . ?
C19 C20 H20B 108.3 . . ?
H20A C20 H20B 107.4 . . ?
C01O O22 H22 109.5 . . ?
C14 C15 C16 119.0(2) . . ?
C14 C15 H15A 120.5 . . ?
C16 C15 H15A 120.5 . . ?
C19 N13 H13B 109.5 . . ?
C19 N13 H13C 109.5 . . ?
H13B N13 H13C 109.5 . . ?
C19 N13 H13D 109.5 . . ?
H13B N13 H13D 109.5 . . ?
H13C N13 H13D 109.5 . . ?
C10 C11 C12 121.9(2) . . ?
C10 C11 N6 118.9(2) . . ?
C12 C11 N6 119.2(3) . . ?
O20 N9 O19 121.7(3) . . ?
O20 N9 C5 118.9(4) . . ?
O19 N9 C5 119.5(4) . . ?
O16 N7 O15 123.4(3) . . ?
O16 N7 C3 118.7(3) . . ?
O15 N7 C3 117.9(3) . . ?
N12 C24 C23 110.8(2) . . ?
N12 C24 H24A 109.5 . . ?
C23 C24 H24A 109.5 . . ?
N12 C24 H24B 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
N10 C21 C22 112.1(2) . . ?
N10 C21 H21A 109.2 . . ?
C22 C21 H21A 109.2 . . ?
N10 C21 H21B 109.2 . . ?
C22 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C21 C22 N11 111.4(3) . . ?
C21 C22 H22A 109.4 . . ?
N11 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
N11 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C2 C1 C6 123.9(3) . . ?
C2 C1 N8 117.4(3) . . ?
C6 C1 N8 118.7(3) . . ?
C2 C3 C4 121.2(3) . . ?
C2 C3 N7 119.6(3) . . ?
C4 C3 N7 119.3(3) . . ?
N13 C19 C20 110.0(3) . . ?
N13 C19 H19A 109.7 . . ?
C20 C19 H19A 109.7 . . ?
N13 C19 H19B 109.7 . . ?
C20 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
C1 C2 C3 119.9(3) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
O21 C6 C1 123.9(3) . . ?
O21 C6 C5 124.1(3) . . ?
C1 C6 C5 111.8(3) . . ?
C4 C5 N9 116.3(3) . . ?
C4 C5 C6 124.2(3) . . ?
N9 C5 C6 119.4(3) . . ?
C5 C4 C3 119.0(3) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
O22 C01O H01A 109.5 . . ?
O22 C01O H01B 109.5 . . ?
H01A C01O H01B 109.5 . . ?
O22 C01O H01C 109.5 . . ?
H01A C01O H01C 109.5 . . ?
H01B C01O H01C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.974
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.053
####################################################################### 
# 
# 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_Salt-7b
_database_code_depnum_ccdc_archive 'CCDC 1972977'
_audit_update_record             
;
2019-12-19 deposited with the CCDC.	2020-06-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            'triamine picric acid salt, 1:3'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H31 N13 O23'
_chemical_formula_weight         869.62

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.1276(6)
_cell_length_b                   10.6978(5)
_cell_length_c                   24.1392(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.6560(10)
_cell_angle_gamma                90.00
_cell_volume                     3495.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6153
_cell_measurement_theta_min      1.51
_cell_measurement_theta_max      25.00

_exptl_crystal_description       'Block type'
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1800
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9652
_exptl_absorpt_correction_T_max  0.9795
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            35849
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_sigmaI/netI    0.0249
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.51
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6153
_reflns_number_gt                4813
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1002P)²+0.9105P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6153
_refine_ls_number_parameters     557
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0495
_refine_ls_wR_factor_ref         0.1682
_refine_ls_wR_factor_gt          0.1475
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
O1 O 0.58874(12) 0.12317(16) 1.18031(6) 0.0398(4) Uani 1 1 d . . .
O22 O 0.79913(14) 0.27256(17) 0.73772(8) 0.0450(4) Uani 1 1 d D . .
O8 O 0.80503(14) 0.15644(16) 0.83937(7) 0.0457(4) Uani 1 1 d . . .
N10 N 0.27016(13) 0.43836(18) 0.77555(8) 0.0351(4) Uani 1 1 d . . .
H10A H 0.2476 0.4429 0.8063 0.053 Uiso 1 1 calc R . .
H10B H 0.2247 0.4030 0.7464 0.053 Uiso 1 1 calc R . .
H10C H 0.2833 0.5149 0.7654 0.053 Uiso 1 1 calc R . .
O15 O 1.15378(12) 0.35374(17) 0.84666(7) 0.0448(4) Uani 1 1 d . . .
N11 N 0.52331(14) -0.06901(17) 0.74066(8) 0.0348(4) Uani 1 1 d . . .
H11A H 0.5638 -0.1159 0.7272 0.052 Uiso 1 1 calc R . .
H11B H 0.4610 -0.0881 0.7221 0.052 Uiso 1 1 calc R . .
H11C H 0.5343 -0.0833 0.7783 0.052 Uiso 1 1 calc R . .
O6 O 0.45036(16) 0.2912(2) 1.18067(8) 0.0623(6) Uani 1 1 d . . .
O23 O 0.67115(17) 0.32583(19) 1.24813(9) 0.0572(5) Uani 1 1 d D . .
N13 N 0.48942(13) 0.27909(17) 0.74411(8) 0.0338(4) Uani 1 1 d . . .
O3 O 0.67935(16) -0.0966(2) 1.06627(8) 0.0606(6) Uani 1 1 d . . .
N4 N 0.70876(15) -0.00835(19) 0.90159(9) 0.0407(5) Uani 1 1 d . . .
O20 O 1.2816(2) 0.5362(2) 0.88757(9) 0.0767(7) Uani 1 1 d . . .
N1 N 0.66645(15) -0.0281(2) 1.10383(9) 0.0409(5) Uani 1 1 d . . .
N3 N 0.46146(15) 0.33248(19) 1.13573(9) 0.0413(5) Uani 1 1 d . . .
O9 O 0.6831(2) -0.0212(3) 0.84958(8) 0.0892(9) Uani 1 1 d . . .
O13 O 0.8514(2) 0.4017(2) 0.84142(10) 0.0795(7) Uani 1 1 d . . .
O5 O 0.4564(2) 0.3464(2) 0.93166(9) 0.0845(8) Uani 1 1 d . . .
O10 O 0.68246(16) -0.07999(19) 0.93360(9) 0.0615(6) Uani 1 1 d . . .
O2 O 0.70739(19) -0.0448(2) 1.15499(8) 0.0754(7) Uani 1 1 d . . .
C1 C 0.56785(15) 0.1496(2) 1.12702(9) 0.0318(5) Uani 1 1 d . . .
O4 O 0.53592(18) 0.1846(3) 0.91597(8) 0.0773(7) Uani 1 1 d . . .
O14 O 0.95681(17) 0.4576(2) 0.92077(11) 0.0772(7) Uani 1 1 d . . .
C8 C 0.77367(16) 0.0948(2) 0.92718(9) 0.0321(5) Uani 1 1 d . . .
O7 O 0.4338(2) 0.4369(2) 1.11828(10) 0.0797(7) Uani 1 1 d . . .
C7 C 0.81120(16) 0.1783(2) 0.89139(9) 0.0324(5) Uani 1 1 d . . .
C10 C 0.84815(18) 0.2087(2) 1.01321(10) 0.0398(6) Uani 1 1 d . . .
O11 O 0.8296(2) 0.1487(3) 1.10063(9) 0.0899(9) Uani 1 1 d . . .
C21 C 0.57810(16) 0.3312(2) 0.78524(9) 0.0343(5) Uani 1 1 d . . .
H21A H 0.6300 0.2688 0.7941 0.041 Uiso 1 1 calc R . .
H21B H 0.5634 0.3530 0.8209 0.041 Uiso 1 1 calc R . .
N7 N 1.05149(15) 0.1439(2) 0.87754(10) 0.0479(5) Uani 1 1 d . . .
O18 O 1.11942(19) 0.1895(3) 1.08781(10) 0.0820(7) Uani 1 1 d . . .
O12 O 0.9153(2) 0.3138(3) 1.09835(9) 0.0916(9) Uani 1 1 d . . .
C2 C 0.50687(16) 0.2548(2) 1.10095(10) 0.0333(5) Uani 1 1 d . . .
N12 N 0.62735(17) 0.4168(2) 0.70324(9) 0.0466(5) Uani 1 1 d . . .
H12A H 0.6483 0.4847 0.6890 0.070 Uiso 1 1 calc R . .
H12B H 0.5701 0.3919 0.6792 0.070 Uiso 1 1 calc R . .
H12C H 0.6719 0.3561 0.7071 0.070 Uiso 1 1 calc R . .
C12 C 0.85987(16) 0.2859(2) 0.92346(10) 0.0355(5) Uani 1 1 d . . .
C3 C 0.48805(17) 0.2892(2) 1.04419(10) 0.0379(5) Uani 1 1 d . . .
H3 H 0.4517 0.3609 1.0304 0.045 Uiso 1 1 calc R . .
C18 C 1.21665(17) 0.4105(2) 0.94627(10) 0.0372(5) Uani 1 1 d . . .
C15 C 1.11289(18) 0.2145(2) 0.97534(11) 0.0426(6) Uani 1 1 d . . .
H15 H 1.0794 0.1477 0.9856 0.051 Uiso 1 1 calc R . .
C9 C 0.79397(17) 0.1076(2) 0.98593(10) 0.0371(5) Uani 1 1 d . . .
H9 H 0.7713 0.0483 1.0073 0.045 Uiso 1 1 calc R . .
C16 C 1.16593(18) 0.2952(3) 1.01698(10) 0.0432(6) Uani 1 1 d . . .
C20 C 0.36216(17) 0.3617(2) 0.78986(10) 0.0382(5) Uani 1 1 d . . .
H20A H 0.3485 0.2783 0.8013 0.046 Uiso 1 1 calc R . .
H20B H 0.4119 0.3994 0.8218 0.046 Uiso 1 1 calc R . .
C17 C 1.21848(19) 0.3930(2) 1.00277(11) 0.0428(6) Uani 1 1 d . . .
H17 H 1.2548 0.4466 1.0314 0.051 Uiso 1 1 calc R . .
C042 C 0.54137(18) 0.0656(2) 0.73129(11) 0.0383(5) Uani 1 1 d . . .
H04A H 0.5304 0.0810 0.6903 0.046 Uiso 1 1 calc R . .
H04B H 0.6095 0.0862 0.7511 0.046 Uiso 1 1 calc R . .
O21 O 1.3130(2) 0.5836(2) 0.97622(10) 0.0861(8) Uani 1 1 d . . .
N5 N 0.86624(19) 0.2239(3) 1.07498(10) 0.0594(7) Uani 1 1 d . . .
C19 C 0.39967(17) 0.3546(2) 0.73697(10) 0.0364(5) Uani 1 1 d . . .
H19A H 0.3477 0.3203 0.7051 0.044 Uiso 1 1 calc R . .
H19B H 0.4129 0.4389 0.7263 0.044 Uiso 1 1 calc R . .
C6 C 0.60255(16) 0.0802(2) 1.08569(9) 0.0337(5) Uani 1 1 d . . .
C22 C 0.61363(18) 0.4463(2) 0.76066(10) 0.0397(6) Uani 1 1 d . . .
H22A H 0.5657 0.5130 0.7566 0.048 Uiso 1 1 calc R . .
H22B H 0.6757 0.4744 0.7868 0.048 Uiso 1 1 calc R . .
C4 C 0.52388(18) 0.2157(2) 1.00809(10) 0.0407(6) Uani 1 1 d . . .
N9 N 1.27387(16) 0.5167(2) 0.93569(10) 0.0485(5) Uani 1 1 d . . .
N6 N 0.89288(17) 0.3874(2) 0.89344(10) 0.0477(5) Uani 1 1 d . . .
O16 O 1.0298(2) 0.1655(2) 0.82595(10) 0.0834(8) Uani 1 1 d . . .
O19 O 1.2181(2) 0.3470(3) 1.11374(9) 0.0810(7) Uani 1 1 d . . .
N2 N 0.50402(19) 0.2509(3) 0.94787(10) 0.0567(6) Uani 1 1 d . . .
C054 C 0.47339(18) 0.1476(2) 0.75372(11) 0.0404(6) Uani 1 1 d . . .
H05A H 0.4053 0.1259 0.7343 0.049 Uiso 1 1 calc R . .
H05B H 0.4850 0.1328 0.7948 0.049 Uiso 1 1 calc R . .
C11 C 0.88002(17) 0.2995(2) 0.98226(10) 0.0407(6) Uani 1 1 d . . .
H11 H 0.9146 0.3688 1.0009 0.049 Uiso 1 1 calc R . .
C5 C 0.57968(17) 0.1106(2) 1.02802(10) 0.0391(5) Uani 1 1 d . . .
H5 H 0.6017 0.0606 1.0027 0.047 Uiso 1 1 calc R . .
O17 O 1.0220(2) 0.0502(2) 0.89623(11) 0.0863(8) Uani 1 1 d . . .
C14 C 1.10934(16) 0.2326(2) 0.91857(10) 0.0364(5) Uani 1 1 d . . .
N8 N 1.16773(19) 0.2765(3) 1.07693(10) 0.0582(7) Uani 1 1 d . . .
C13 C 1.15964(15) 0.3350(2) 0.89864(9) 0.0320(5) Uani 1 1 d . . .
H23A H 0.629(2) 0.277(3) 1.2259(14) 0.097(14) Uiso 1 1 d D . .
H23B H 0.667(3) 0.320(3) 1.2825(7) 0.077(11) Uiso 1 1 d D . .
H24A H 0.799(2) 0.230(3) 0.7673(9) 0.069(10) Uiso 1 1 d D . .
H24B H 0.808(3) 0.217(3) 0.7149(12) 0.083(12) Uiso 1 1 d D . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

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
O1 C1 1.267(3) . ?
O22 H24A 0.847(10) . ?
O22 H24B 0.846(10) . ?
O8 C7 1.256(3) . ?
N10 C20 1.491(3) . ?
N10 H10A 0.8900 . ?
N10 H10B 0.8900 . ?
N10 H10C 0.8900 . ?
O15 C13 1.250(3) . ?
N11 C042 1.491(3) . ?
N11 H11A 0.8900 . ?
N11 H11B 0.8900 . ?
N11 H11C 0.8900 . ?
O6 N3 1.223(3) . ?
O23 H23A 0.853(10) . ?
O23 H23B 0.849(10) . ?
N13 C054 1.454(3) . ?
N13 C21 1.467(3) . ?
N13 C19 1.471(3) . ?
O3 N1 1.219(3) . ?
N4 O9 1.211(3) . ?
N4 O10 1.219(3) . ?
N4 C8 1.454(3) . ?
O20 N9 1.215(3) . ?
N1 O2 1.217(3) . ?
N1 C6 1.457(3) . ?
N3 O7 1.218(3) . ?
N3 C2 1.455(3) . ?
O13 N6 1.234(3) . ?
O5 N2 1.224(3) . ?
C1 C6 1.438(3) . ?
C1 C2 1.447(3) . ?
O4 N2 1.224(3) . ?
O14 N6 1.214(3) . ?
C8 C9 1.371(3) . ?
C8 C7 1.445(3) . ?
C7 C12 1.447(3) . ?
C10 C11 1.378(4) . ?
C10 C9 1.378(3) . ?
C10 N5 1.448(3) . ?
O11 N5 1.217(3) . ?
C21 C22 1.513(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
N7 O16 1.216(3) . ?
N7 O17 1.221(3) . ?
N7 C14 1.444(3) . ?
O18 N8 1.226(4) . ?
O12 N5 1.224(3) . ?
C2 C3 1.369(3) . ?
N12 C22 1.487(3) . ?
N12 H12A 0.8900 . ?
N12 H12B 0.8900 . ?
N12 H12C 0.8900 . ?
C12 C11 1.373(3) . ?
C12 N6 1.454(3) . ?
C3 C4 1.374(4) . ?
C3 H3 0.9300 . ?
C18 C17 1.370(3) . ?
C18 C13 1.447(3) . ?
C18 N9 1.458(3) . ?
C15 C14 1.371(3) . ?
C15 C16 1.373(4) . ?
C15 H15 0.9300 . ?
C9 H9 0.9300 . ?
C16 C17 1.382(4) . ?
C16 N8 1.454(3) . ?
C20 C19 1.518(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C17 H17 0.9300 . ?
C042 C054 1.511(3) . ?
C042 H04A 0.9700 . ?
C042 H04B 0.9700 . ?
O21 N9 1.211(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C6 C5 1.375(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C4 C5 1.379(4) . ?
C4 N2 1.449(3) . ?
O19 N8 1.226(3) . ?
C054 H05A 0.9700 . ?
C054 H05B 0.9700 . ?
C11 H11 0.9300 . ?
C5 H5 0.9300 . ?
C14 C13 1.460(3) . ?

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
H24A O22 H24B 102(3) . . ?
C20 N10 H10A 109.5 . . ?
C20 N10 H10B 109.5 . . ?
H10A N10 H10B 109.5 . . ?
C20 N10 H10C 109.5 . . ?
H10A N10 H10C 109.5 . . ?
H10B N10 H10C 109.5 . . ?
C042 N11 H11A 109.5 . . ?
C042 N11 H11B 109.5 . . ?
H11A N11 H11B 109.5 . . ?
C042 N11 H11C 109.5 . . ?
H11A N11 H11C 109.5 . . ?
H11B N11 H11C 109.5 . . ?
H23A O23 H23B 110(4) . . ?
C054 N13 C21 113.69(18) . . ?
C054 N13 C19 112.44(18) . . ?
C21 N13 C19 114.23(18) . . ?
O9 N4 O10 122.0(2) . . ?
O9 N4 C8 119.5(2) . . ?
O10 N4 C8 118.5(2) . . ?
O2 N1 O3 122.5(2) . . ?
O2 N1 C6 119.7(2) . . ?
O3 N1 C6 117.8(2) . . ?
O7 N3 O6 121.9(2) . . ?
O7 N3 C2 118.4(2) . . ?
O6 N3 C2 119.7(2) . . ?
O1 C1 C6 124.3(2) . . ?
O1 C1 C2 123.5(2) . . ?
C6 C1 C2 112.26(19) . . ?
C9 C8 C7 123.6(2) . . ?
C9 C8 N4 115.8(2) . . ?
C7 C8 N4 120.64(19) . . ?
O8 C7 C8 123.4(2) . . ?
O8 C7 C12 124.7(2) . . ?
C8 C7 C12 111.82(19) . . ?
C11 C10 C9 121.1(2) . . ?
C11 C10 N5 119.3(2) . . ?
C9 C10 N5 119.4(2) . . ?
N13 C21 C22 111.03(18) . . ?
N13 C21 H21A 109.4 . . ?
C22 C21 H21A 109.4 . . ?
N13 C21 H21B 109.4 . . ?
C22 C21 H21B 109.4 . . ?
H21A C21 H21B 108.0 . . ?
O16 N7 O17 121.5(2) . . ?
O16 N7 C14 120.3(2) . . ?
O17 N7 C14 118.2(2) . . ?
C3 C2 C1 124.4(2) . . ?
C3 C2 N3 115.6(2) . . ?
C1 C2 N3 120.0(2) . . ?
C22 N12 H12A 109.5 . . ?
C22 N12 H12B 109.5 . . ?
H12A N12 H12B 109.5 . . ?
C22 N12 H12C 109.5 . . ?
H12A N12 H12C 109.5 . . ?
H12B N12 H12C 109.5 . . ?
C11 C12 C7 124.3(2) . . ?
C11 C12 N6 115.8(2) . . ?
C7 C12 N6 119.9(2) . . ?
C2 C3 C4 118.6(2) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C17 C18 C13 124.2(2) . . ?
C17 C18 N9 115.3(2) . . ?
C13 C18 N9 120.4(2) . . ?
C14 C15 C16 120.0(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C8 C9 C10 119.7(2) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C15 C16 C17 120.9(2) . . ?
C15 C16 N8 119.5(2) . . ?
C17 C16 N8 119.6(2) . . ?
N10 C20 C19 108.89(18) . . ?
N10 C20 H20A 109.9 . . ?
C19 C20 H20A 109.9 . . ?
N10 C20 H20B 109.9 . . ?
C19 C20 H20B 109.9 . . ?
H20A C20 H20B 108.3 . . ?
C18 C17 C16 119.5(2) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
N11 C042 C054 110.64(19) . . ?
N11 C042 H04A 109.5 . . ?
C054 C042 H04A 109.5 . . ?
N11 C042 H04B 109.5 . . ?
C054 C042 H04B 109.5 . . ?
H04A C042 H04B 108.1 . . ?
O11 N5 O12 123.5(2) . . ?
O11 N5 C10 118.3(2) . . ?
O12 N5 C10 118.2(3) . . ?
N13 C19 C20 115.18(18) . . ?
N13 C19 H19A 108.5 . . ?
C20 C19 H19A 108.5 . . ?
N13 C19 H19B 108.5 . . ?
C20 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C5 C6 C1 123.5(2) . . ?
C5 C6 N1 116.0(2) . . ?
C1 C6 N1 120.5(2) . . ?
N12 C22 C21 109.84(19) . . ?
N12 C22 H22A 109.7 . . ?
C21 C22 H22A 109.7 . . ?
N12 C22 H22B 109.7 . . ?
C21 C22 H22B 109.7 . . ?
H22A C22 H22B 108.2 . . ?
C3 C4 C5 121.6(2) . . ?
C3 C4 N2 119.1(2) . . ?
C5 C4 N2 119.3(2) . . ?
O21 N9 O20 121.7(2) . . ?
O21 N9 C18 117.8(2) . . ?
O20 N9 C18 120.5(2) . . ?
O14 N6 O13 122.6(2) . . ?
O14 N6 C12 119.1(2) . . ?
O13 N6 C12 118.3(2) . . ?
O4 N2 O5 123.4(2) . . ?
O4 N2 C4 118.7(3) . . ?
O5 N2 C4 117.9(3) . . ?
N13 C054 C042 111.14(19) . . ?
N13 C054 H05A 109.4 . . ?
C042 C054 H05A 109.4 . . ?
N13 C054 H05B 109.4 . . ?
C042 C054 H05B 109.4 . . ?
H05A C054 H05B 108.0 . . ?
C12 C11 C10 118.9(2) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C6 C5 C4 119.4(2) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C15 C14 N7 116.4(2) . . ?
C15 C14 C13 123.6(2) . . ?
N7 C14 C13 120.0(2) . . ?
O19 N8 O18 123.7(3) . . ?
O19 N8 C16 118.5(3) . . ?
O18 N8 C16 117.8(3) . . ?
O15 C13 C18 124.7(2) . . ?
O15 C13 C14 123.6(2) . . ?
C18 C13 C14 111.72(19) . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O9 N4 C8 C9 175.8(3) . . . . ?
O10 N4 C8 C9 -4.7(3) . . . . ?
O9 N4 C8 C7 -2.8(4) . . . . ?
O10 N4 C8 C7 176.7(2) . . . . ?
C9 C8 C7 O8 169.0(2) . . . . ?
N4 C8 C7 O8 -12.4(3) . . . . ?
C9 C8 C7 C12 -8.5(3) . . . . ?
N4 C8 C7 C12 170.09(19) . . . . ?
C054 N13 C21 C22 157.49(19) . . . . ?
C19 N13 C21 C22 -71.6(2) . . . . ?
O1 C1 C2 C3 176.1(2) . . . . ?
C6 C1 C2 C3 -3.3(3) . . . . ?
O1 C1 C2 N3 -3.5(3) . . . . ?
C6 C1 C2 N3 177.22(19) . . . . ?
O7 N3 C2 C3 -19.1(3) . . . . ?
O6 N3 C2 C3 159.5(2) . . . . ?
O7 N3 C2 C1 160.5(2) . . . . ?
O6 N3 C2 C1 -20.9(3) . . . . ?
O8 C7 C12 C11 -169.2(2) . . . . ?
C8 C7 C12 C11 8.2(3) . . . . ?
O8 C7 C12 N6 9.3(3) . . . . ?
C8 C7 C12 N6 -173.2(2) . . . . ?
C1 C2 C3 C4 4.2(3) . . . . ?
N3 C2 C3 C4 -176.3(2) . . . . ?
C7 C8 C9 C10 4.0(4) . . . . ?
N4 C8 C9 C10 -174.7(2) . . . . ?
C11 C10 C9 C8 1.9(4) . . . . ?
N5 C10 C9 C8 177.8(2) . . . . ?
C14 C15 C16 C17 -1.8(4) . . . . ?
C14 C15 C16 N8 178.9(2) . . . . ?
C13 C18 C17 C16 2.2(4) . . . . ?
N9 C18 C17 C16 179.6(2) . . . . ?
C15 C16 C17 C18 0.8(4) . . . . ?
N8 C16 C17 C18 -180.0(2) . . . . ?
C11 C10 N5 O11 173.3(3) . . . . ?
C9 C10 N5 O11 -2.6(4) . . . . ?
C11 C10 N5 O12 -4.7(4) . . . . ?
C9 C10 N5 O12 179.3(3) . . . . ?
C054 N13 C19 C20 64.8(3) . . . . ?
C21 N13 C19 C20 -66.7(3) . . . . ?
N10 C20 C19 N13 -178.66(19) . . . . ?
O1 C1 C6 C5 -179.6(2) . . . . ?
C2 C1 C6 C5 -0.3(3) . . . . ?
O1 C1 C6 N1 -0.3(3) . . . . ?
C2 C1 C6 N1 179.01(19) . . . . ?
O2 N1 C6 C5 163.9(2) . . . . ?
O3 N1 C6 C5 -13.6(3) . . . . ?
O2 N1 C6 C1 -15.4(3) . . . . ?
O3 N1 C6 C1 167.1(2) . . . . ?
N13 C21 C22 N12 -53.8(2) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C2 C3 C4 N2 179.7(2) . . . . ?
C17 C18 N9 O21 -4.0(4) . . . . ?
C13 C18 N9 O21 173.4(2) . . . . ?
C17 C18 N9 O20 175.9(3) . . . . ?
C13 C18 N9 O20 -6.7(4) . . . . ?
C11 C12 N6 O14 19.8(3) . . . . ?
C7 C12 N6 O14 -158.9(2) . . . . ?
C11 C12 N6 O13 -157.1(2) . . . . ?
C7 C12 N6 O13 24.3(3) . . . . ?
C3 C4 N2 O4 -179.7(3) . . . . ?
C5 C4 N2 O4 1.4(4) . . . . ?
C3 C4 N2 O5 0.6(4) . . . . ?
C5 C4 N2 O5 -178.2(3) . . . . ?
C21 N13 C054 C042 -77.2(3) . . . . ?
C19 N13 C054 C042 151.0(2) . . . . ?
N11 C042 C054 N13 -179.24(19) . . . . ?
C7 C12 C11 C10 -3.4(4) . . . . ?
N6 C12 C11 C10 178.0(2) . . . . ?
C9 C10 C11 C12 -2.2(4) . . . . ?
N5 C10 C11 C12 -178.1(2) . . . . ?
C1 C6 C5 C4 2.7(3) . . . . ?
N1 C6 C5 C4 -176.6(2) . . . . ?
C3 C4 C5 C6 -1.9(4) . . . . ?
N2 C4 C5 C6 177.0(2) . . . . ?
C16 C15 C14 N7 -179.7(2) . . . . ?
C16 C15 C14 C13 0.0(4) . . . . ?
O16 N7 C14 C15 166.7(3) . . . . ?
O17 N7 C14 C15 -10.4(3) . . . . ?
O16 N7 C14 C13 -13.0(4) . . . . ?
O17 N7 C14 C13 169.9(2) . . . . ?
C15 C16 N8 O19 177.6(3) . . . . ?
C17 C16 N8 O19 -1.7(4) . . . . ?
C15 C16 N8 O18 -1.4(4) . . . . ?
C17 C16 N8 O18 179.3(3) . . . . ?
C17 C18 C13 O15 176.5(2) . . . . ?
N9 C18 C13 O15 -0.8(3) . . . . ?
C17 C18 C13 C14 -3.7(3) . . . . ?
N9 C18 C13 C14 179.0(2) . . . . ?
C15 C14 C13 O15 -177.6(2) . . . . ?
N7 C14 C13 O15 2.0(3) . . . . ?
C15 C14 C13 C18 2.6(3) . . . . ?
N7 C14 C13 C18 -177.8(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.089
