# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_Glutaricacid
_database_code_depnum_ccdc_archive 'CCDC 2041938'
loop_
_audit_author_name
_audit_author_address
'D. Joseph Daniel'
;Department of Physics Kyungpook National University Daegu South Korea
South Korea
;
_audit_update_record             
;
2020-10-31 deposited with the CCDC.	2022-03-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'2-amino 4-methylpyridinium Glutaric acid (C11 H16 N2 O4)'
_chemical_name_common            'C11 H16 N2 O4'
_chemical_melting_point          ?
_chemical_formula_moiety         'C5 H7 O4, C6 H9 N2'
_chemical_formula_sum            'C11 H16 N2 O4'
_chemical_formula_weight         240.26

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.509(6)
_cell_length_b                   9.973(10)
_cell_length_c                   22.60(3)
_cell_angle_alpha                102.25(5)
_cell_angle_beta                 91.01(6)
_cell_angle_gamma                94.03(3)
_cell_volume                     1210(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    6312
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      26.77

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_F_000             512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.347
_exptl_crystal_size_mid          0.173
_exptl_crystal_size_min          0.057
_exptl_absorpt_coefficient_mu    0.101
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6363
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'PHOTON III M14'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28078
_diffrn_reflns_av_unetI/netI     0.0695
_diffrn_reflns_av_R_equivalents  0.0728
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.096
_diffrn_reflns_theta_max         28.685
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6150
_reflns_number_gt                3639
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0882P)²+1.0281P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6150
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1409
_refine_ls_R_factor_gt           0.0827
_refine_ls_wR_factor_ref         0.2272
_refine_ls_wR_factor_gt          0.2000
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.5313(5) 0.7678(3) 1.01827(12) 0.0377(6) Uani 1 1 d . . . . .
H1N H 0.628(7) 0.786(4) 1.0475(17) 0.053(11) Uiso 1 1 d . . . . .
C1 C 0.3533(6) 0.8544(3) 1.01768(15) 0.0458(8) Uani 1 1 d . . . . .
H1 H 0.3340 0.9246 1.0519 0.055 Uiso 1 1 calc R U . . .
C2 C 0.2032(6) 0.8412(3) 0.96870(15) 0.0481(9) Uani 1 1 d . . . . .
H2 H 0.0810 0.9024 0.9686 0.058 Uiso 1 1 calc R U . . .
C3 C 0.2307(6) 0.7353(3) 0.91763(14) 0.0378(7) Uani 1 1 d . . . . .
C4 C 0.4099(6) 0.6483(3) 0.91958(13) 0.0367(7) Uani 1 1 d . . . . .
H4 H 0.4301 0.5766 0.8860 0.044 Uiso 1 1 calc R U . . .
C5 C 0.5650(5) 0.6644(3) 0.97121(13) 0.0341(7) Uani 1 1 d . . . . .
C6 C 0.0610(6) 0.7188(4) 0.86380(15) 0.0480(8) Uani 1 1 d . . . . .
H6A H 0.1221 0.6543 0.8300 0.072 Uiso 1 1 calc R U . . .
H6B H 0.0498 0.8072 0.8529 0.072 Uiso 1 1 calc R U . . .
H6C H -0.0990 0.6842 0.8736 0.072 Uiso 1 1 calc R U . . .
N2 N 0.7432(5) 0.5855(3) 0.97625(12) 0.0434(7) Uani 1 1 d . . . . .
H2A H 0.8338 0.6014 1.0093 0.052 Uiso 1 1 calc R U . . .
H2B H 0.7700 0.5174 0.9466 0.052 Uiso 1 1 calc R U . . .
N3 N 0.9683(5) 0.7188(3) 0.48215(11) 0.0407(7) Uani 1 1 d . . . . .
H3N H 0.978(7) 0.649(4) 0.4451(17) 0.055(10) Uiso 1 1 d . . . . .
C7 C 0.7900(7) 0.8058(4) 0.48339(15) 0.0534(10) Uani 1 1 d . . . . .
H7 H 0.6843 0.7965 0.4494 0.064 Uiso 1 1 calc R U . . .
C8 C 0.7618(7) 0.9057(4) 0.53267(15) 0.0560(10) Uani 1 1 d . . . . .
H8 H 0.6376 0.9658 0.5332 0.067 Uiso 1 1 calc R U . . .
C9 C 0.9212(6) 0.9190(3) 0.58375(14) 0.0429(8) Uani 1 1 d . . . . .
C10 C 1.0948(6) 0.8276(3) 0.58199(14) 0.0398(7) Uani 1 1 d . . . . .
H10 H 1.1999 0.8342 0.6159 0.048 Uiso 1 1 calc R U . . .
C11 C 1.1188(6) 0.7235(3) 0.53027(13) 0.0379(7) Uani 1 1 d . . . . .
C12 C 0.8902(8) 1.0316(4) 0.63776(16) 0.0585(10) Uani 1 1 d . . . . .
H12A H 0.9943 1.0198 0.6711 0.088 Uiso 1 1 calc R U . . .
H12B H 0.7217 1.0281 0.6495 0.088 Uiso 1 1 calc R U . . .
H12C H 0.9343 1.1199 0.6278 0.088 Uiso 1 1 calc R U . . .
N4 N 1.2801(5) 0.6313(3) 0.52573(12) 0.0522(8) Uani 1 1 d . . . . .
H4A H 1.2873 0.5696 0.4923 0.063 Uiso 1 1 calc R U . . .
H4B H 1.3796 0.6318 0.5561 0.063 Uiso 1 1 calc R U . . .
O1 O 0.0203(5) 0.6387(2) 0.08752(10) 0.0537(7) Uani 1 1 d . . . . .
O2 O -0.1849(4) 0.8205(2) 0.11816(10) 0.0506(7) Uani 1 1 d . . . . .
C13 C -0.0265(6) 0.7387(3) 0.12665(13) 0.0364(7) Uani 1 1 d . . . . .
C14 C 0.1040(6) 0.7696(3) 0.18789(14) 0.0390(7) Uani 1 1 d . . . . .
H14A H 0.1829 0.8630 0.1950 0.047 Uiso 1 1 calc R U . . .
H14B H -0.0175 0.7683 0.2190 0.047 Uiso 1 1 calc R U . . .
C15 C 0.2931(6) 0.6724(3) 0.19603(14) 0.0391(7) Uani 1 1 d . . . . .
H15A H 0.4180 0.6743 0.1658 0.047 Uiso 1 1 calc R U . . .
H15B H 0.2164 0.5785 0.1893 0.047 Uiso 1 1 calc R U . . .
C16 C 0.4120(6) 0.7107(3) 0.25874(14) 0.0400(7) Uani 1 1 d . . . . .
H16A H 0.4843 0.8055 0.2652 0.048 Uiso 1 1 calc R U . . .
H16B H 0.2851 0.7088 0.2885 0.048 Uiso 1 1 calc R U . . .
C17 C 0.6054(6) 0.6203(3) 0.27091(13) 0.0372(7) Uani 1 1 d . . . . .
O3 O 0.6732(5) 0.5254(2) 0.23449(10) 0.0513(6) Uani 1 1 d . . . . .
O4 O 0.6932(5) 0.6575(3) 0.32688(10) 0.0588(7) Uani 1 1 d . . . . .
H4C H 0.8049 0.6087 0.3317 0.088 Uiso 1 1 calc R U . . .
O5 O 0.3202(4) 0.4473(2) 0.41328(10) 0.0488(6) Uani 1 1 d . . . . .
O6 O 0.0272(5) 0.5501(3) 0.37729(10) 0.0565(7) Uani 1 1 d . . . . .
C18 C 0.1836(6) 0.4609(3) 0.37144(13) 0.0381(7) Uani 1 1 d . . . . .
C19 C 0.1906(6) 0.3671(3) 0.30990(13) 0.0361(7) Uani 1 1 d . . . . .
H19A H 0.2005 0.4236 0.2793 0.043 Uiso 1 1 calc R U . . .
H19B H 0.0372 0.3093 0.3022 0.043 Uiso 1 1 calc R U . . .
C20 C 0.3988(6) 0.2746(3) 0.30173(13) 0.0355(7) Uani 1 1 d . . . . .
H20A H 0.3877 0.2146 0.3309 0.043 Uiso 1 1 calc R U . . .
H20B H 0.5539 0.3308 0.3095 0.043 Uiso 1 1 calc R U . . .
C21 C 0.3905(6) 0.1877(3) 0.23780(13) 0.0385(7) Uani 1 1 d . . . . .
H21A H 0.2290 0.1386 0.2296 0.046 Uiso 1 1 calc R U . . .
H21B H 0.4105 0.2492 0.2094 0.046 Uiso 1 1 calc R U . . .
C22 C 0.5784(6) 0.0848(3) 0.22549(13) 0.0363(7) Uani 1 1 d . . . . .
O7 O 0.7262(5) 0.0650(3) 0.26173(11) 0.0615(8) Uani 1 1 d . . . . .
O8 O 0.5654(4) 0.0170(2) 0.16840(10) 0.0479(6) Uani 1 1 d . . . . .
H8A H 0.6658 -0.0424 0.1633 0.072 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds 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
N1 C5 1.341(4) . ?
N1 C1 1.353(4) . ?
N1 H1N 0.82(4) . ?
C1 C2 1.348(5) . ?
C1 H1 0.9400 . ?
C2 C3 1.408(4) . ?
C2 H2 0.9400 . ?
C3 C4 1.366(4) . ?
C3 C6 1.495(5) . ?
C4 C5 1.408(4) . ?
C4 H4 0.9400 . ?
C5 N2 1.319(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
N2 H2A 0.8700 . ?
N2 H2B 0.8700 . ?
N3 C11 1.347(4) . ?
N3 C7 1.353(4) . ?
N3 H3N 0.97(4) . ?
C7 C8 1.347(5) . ?
C7 H7 0.9400 . ?
C8 C9 1.416(5) . ?
C8 H8 0.9400 . ?
C9 C10 1.362(4) . ?
C9 C12 1.494(4) . ?
C10 C11 1.404(4) . ?
C10 H10 0.9400 . ?
C11 N4 1.313(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
N4 H4A 0.8700 . ?
N4 H4B 0.8700 . ?
O1 C13 1.230(4) . ?
O2 C13 1.275(4) . ?
C13 C14 1.510(4) . ?
C14 C15 1.506(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C16 1.512(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C16 C17 1.502(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C17 O3 1.201(4) . ?
C17 O4 1.314(4) . ?
O4 H4C 0.8300 . ?
O5 C18 1.234(4) . ?
O6 C18 1.270(3) . ?
C18 C19 1.505(4) . ?
C19 C20 1.511(4) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C20 C21 1.517(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C21 C22 1.497(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C22 O7 1.200(4) . ?
C22 O8 1.321(4) . ?
O8 H8A 0.8300 . ?

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
C5 N1 C1 122.2(3) . . ?
C5 N1 H1N 120(3) . . ?
C1 N1 H1N 117(3) . . ?
C2 C1 N1 120.9(3) . . ?
C2 C1 H1 119.5 . . ?
N1 C1 H1 119.5 . . ?
C1 C2 C3 119.6(3) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 118.4(3) . . ?
C4 C3 C6 121.9(3) . . ?
C2 C3 C6 119.6(3) . . ?
C3 C4 C5 120.9(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
N2 C5 N1 117.6(3) . . ?
N2 C5 C4 124.4(3) . . ?
N1 C5 C4 117.9(3) . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 N2 H2A 120.0 . . ?
C5 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C11 N3 C7 122.3(3) . . ?
C11 N3 H3N 121(2) . . ?
C7 N3 H3N 116(2) . . ?
C8 C7 N3 120.8(3) . . ?
C8 C7 H7 119.6 . . ?
N3 C7 H7 119.6 . . ?
C7 C8 C9 119.3(3) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C10 C9 C8 118.7(3) . . ?
C10 C9 C12 122.6(3) . . ?
C8 C9 C12 118.7(3) . . ?
C9 C10 C11 120.9(3) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
N4 C11 N3 118.0(3) . . ?
N4 C11 C10 124.1(3) . . ?
N3 C11 C10 117.9(3) . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 N4 H4A 120.0 . . ?
C11 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
O1 C13 O2 122.6(3) . . ?
O1 C13 C14 120.6(3) . . ?
O2 C13 C14 116.8(2) . . ?
C15 C14 C13 115.4(2) . . ?
C15 C14 H14A 108.4 . . ?
C13 C14 H14A 108.4 . . ?
C15 C14 H14B 108.4 . . ?
C13 C14 H14B 108.4 . . ?
H14A C14 H14B 107.5 . . ?
C14 C15 C16 111.6(2) . . ?
C14 C15 H15A 109.3 . . ?
C16 C15 H15A 109.3 . . ?
C14 C15 H15B 109.3 . . ?
C16 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
C17 C16 C15 115.4(2) . . ?
C17 C16 H16A 108.4 . . ?
C15 C16 H16A 108.4 . . ?
C17 C16 H16B 108.4 . . ?
C15 C16 H16B 108.4 . . ?
H16A C16 H16B 107.5 . . ?
O3 C17 O4 123.5(3) . . ?
O3 C17 C16 124.9(3) . . ?
O4 C17 C16 111.6(2) . . ?
C17 O4 H4C 109.5 . . ?
O5 C18 O6 123.3(3) . . ?
O5 C18 C19 120.6(3) . . ?
O6 C18 C19 116.1(3) . . ?
C18 C19 C20 115.0(3) . . ?
C18 C19 H19A 108.5 . . ?
C20 C19 H19A 108.5 . . ?
C18 C19 H19B 108.5 . . ?
C20 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C19 C20 C21 110.2(3) . . ?
C19 C20 H20A 109.6 . . ?
C21 C20 H20A 109.6 . . ?
C19 C20 H20B 109.6 . . ?
C21 C20 H20B 109.6 . . ?
H20A C20 H20B 108.1 . . ?
C22 C21 C20 115.1(3) . . ?
C22 C21 H21A 108.5 . . ?
C20 C21 H21A 108.5 . . ?
C22 C21 H21B 108.5 . . ?
C20 C21 H21B 108.5 . . ?
H21A C21 H21B 107.5 . . ?
O7 C22 O8 122.9(3) . . ?
O7 C22 C21 125.6(3) . . ?
O8 C22 C21 111.5(3) . . ?
C22 O8 H8A 109.5 . . ?

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
C5 N1 C1 C2 -1.1(5) . . . . ?
N1 C1 C2 C3 0.5(6) . . . . ?
C1 C2 C3 C4 0.2(5) . . . . ?
C1 C2 C3 C6 178.7(3) . . . . ?
C2 C3 C4 C5 -0.5(5) . . . . ?
C6 C3 C4 C5 -178.9(3) . . . . ?
C1 N1 C5 N2 -179.8(3) . . . . ?
C1 N1 C5 C4 0.8(5) . . . . ?
C3 C4 C5 N2 -179.4(3) . . . . ?
C3 C4 C5 N1 -0.1(5) . . . . ?
C11 N3 C7 C8 2.8(6) . . . . ?
N3 C7 C8 C9 -0.1(6) . . . . ?
C7 C8 C9 C10 -1.8(6) . . . . ?
C7 C8 C9 C12 179.1(4) . . . . ?
C8 C9 C10 C11 1.2(5) . . . . ?
C12 C9 C10 C11 -179.7(3) . . . . ?
C7 N3 C11 N4 177.2(3) . . . . ?
C7 N3 C11 C10 -3.3(5) . . . . ?
C9 C10 C11 N4 -179.3(3) . . . . ?
C9 C10 C11 N3 1.3(5) . . . . ?
O1 C13 C14 C15 1.2(5) . . . . ?
O2 C13 C14 C15 -179.0(3) . . . . ?
C13 C14 C15 C16 -179.5(3) . . . . ?
C14 C15 C16 C17 -179.4(3) . . . . ?
C15 C16 C17 O3 2.2(5) . . . . ?
C15 C16 C17 O4 -177.8(3) . . . . ?
O5 C18 C19 C20 -9.2(5) . . . . ?
O6 C18 C19 C20 172.4(3) . . . . ?
C18 C19 C20 C21 -178.6(3) . . . . ?
C19 C20 C21 C22 -176.0(3) . . . . ?
C20 C21 C22 O7 1.7(5) . . . . ?
C20 C21 C22 O8 -177.6(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O1 0.87 1.98 2.850(5) 176.2 1_656
N4 H4A O5 0.87 1.96 2.823(4) 173.6 1_655
N1 H1N O2 0.82(4) 1.84(4) 2.660(4) 173(4) 1_656
N3 H3N O6 0.97(4) 1.68(4) 2.639(4) 170(3) 1_655
O4 H4C O6 0.83 1.79 2.560(4) 152.8 1_655
O8 H8A O2 0.83 1.78 2.552(3) 153.0 1_645

_refine_diff_density_max         0.289
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.072



