# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 09:02:28 2022
#   Inital geometry file: a 129 line input string
#   Ligand name: 9-[(8-ammoniooctyl)amino]-1,2,3,4-tetrahydroacridinium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [NH3+]CCCCCCCCNc1c2CCCCc2[nH+]c3ccccc13
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 A8N  A8N  9-[(8-ammoniooctyl)amino]-1,2,3,4-tetrahydroacridinium  ligand  57  24  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A8N
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 A8N  C1    C  CR16  0  -0.251   6.5993  69.0551  68.1056
 A8N  C2    C  CR16  0  -0.245   5.5547  68.2140  68.5128
 A8N  C3    C  CR16  0  -0.306   4.6213  67.7826  67.6057
 A8N  C4    C  CR66  0   0.014   4.6831  68.1665  66.2485
 A8N  C5    C  CR66  0   0.359   5.6866  69.0846  65.8899
 A8N  C6    C  CR16  0  -0.305   6.6597  69.4990  66.8110
 A8N  C7    C  CR6   0   0.500   3.7663  67.7331  65.2183
 A8N  C8    C  CR6   0  -0.103   3.7440  68.4504  63.9902
 A8N  C9    C  CR6   0   0.366   4.7495  69.3486  63.7207
 A8N  N10   N  NR16  1  -0.744   5.7007  69.5980  64.6312
 A8N  N11   N  NH1   0  -0.663   2.9366  66.7033  65.3477
 A8N  C13   C  CH2   0  -0.545   2.6936  68.1391  62.9553
 A8N  C14   C  CH2   0  -0.450   2.6604  69.1411  61.8082
 A8N  C15   C  CH2   0  -0.449   4.0643  69.4402  61.3122
 A8N  C16   C  CH2   0  -0.534   4.8740  70.0859  62.4243
 A8N  C17   C  CH2   0  -0.331   2.9263  65.5964  66.2904
 A8N  C18   C  CH2   0  -0.453   1.7874  65.6735  67.2986
 A8N  C19   C  CH2   0  -0.423   1.8105  64.4987  68.2674
 A8N  C20   C  CH2   0  -0.415   0.6493  64.5299  69.2523
 A8N  C21   C  CH2   0  -0.415   0.6589  63.3585  70.2257
 A8N  C22   C  CH2   0  -0.424  -0.5087  63.3969  71.2030
 A8N  C23   C  CH2   0  -0.449  -0.5002  62.2234  72.1751
 A8N  C24   C  CH2   0  -0.304  -1.6746  62.2996  73.1289
 A8N  N25   N  NT3   1  -0.776  -1.6712  61.1567  74.0803
 A8N  H1    H  HCR6  0   0.280   7.3441  69.3790  68.8197
 A8N  H2    H  HCR6  0   0.274   5.4755  67.9100  69.5471
 A8N  H3    H  HCR6  0   0.282   3.8069  67.1788  67.9699
 A8N  H6    H  HCR6  0   0.292   7.4382  70.1810  66.4933
 A8N  H101  H  HNR6  0   0.436   6.4459  70.2367  64.3872
 A8N  H11   H  HNH1  0   0.435   2.3062  66.5590  64.5740
 A8N  H131  H  HCH2  0   0.266   1.7061  68.1160  63.4268
 A8N  H132  H  HCH2  0   0.263   2.8689  67.1343  62.5528
 A8N  H141  H  HCH2  0   0.237   2.1851  70.0684  62.1407
 A8N  H142  H  HCH2  0   0.253   2.0416  68.7407  61.0044
 A8N  H151  H  HCH2  0   0.240   4.5517  68.5175  60.9865
 A8N  H152  H  HCH2  0   0.256   4.0391  70.1091  60.4515
 A8N  H161  H  HCH2  0   0.283   5.9295  70.1561  62.1517
 A8N  H162  H  HCH2  0   0.286   4.5298  71.1120  62.5915
 A8N  H171  H  HCH2  0   0.266   3.8965  65.5128  66.7762
 A8N  H172  H  HCH2  0   0.283   2.8133  64.6913  65.6910
 A8N  H181  H  HCH2  0   0.244   0.8372  65.6883  66.7568
 A8N  H182  H  HCH2  0   0.233   1.8312  66.6143  67.8556
 A8N  H191  H  HCH2  0   0.221   2.7570  64.4979  68.8190
 A8N  H192  H  HCH2  0   0.220   1.7856  63.5602  67.7035
 A8N  H201  H  HCH2  0   0.215  -0.2952  64.5336  68.6978
 A8N  H202  H  HCH2  0   0.215   0.6750  65.4694  69.8148
 A8N  H211  H  HCH2  0   0.216   1.6011  63.3552  70.7839
 A8N  H212  H  HCH2  0   0.216   0.6333  62.4185  69.6644
 A8N  H221  H  HCH2  0   0.225  -1.4501  63.4002  70.6443
 A8N  H222  H  HCH2  0   0.225  -0.4820  64.3355  71.7657
 A8N  H231  H  HCH2  0   0.245   0.4351  62.2213  72.7429
 A8N  H232  H  HCH2  0   0.245  -0.5378  61.2825  71.6179
 A8N  H241  H  HCH2  0   0.290  -2.6256  62.2648  72.6015
 A8N  H242  H  HCH2  0   0.290  -1.6458  63.2058  73.7304
 A8N  H251  H  HNT3  0   0.468  -1.7276  60.2604  73.5977
 A8N  H252  H  HNT3  0   0.477  -2.4612  61.1991  74.7227
 A8N  H253  H  HNT3  0   0.469  -0.8254  61.1402  74.6489

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 A8N  C1   C2    aromatic  1.402  0.020  1.402
 A8N  C1   C6    aromatic  1.370  0.020  1.370
 A8N  C1   H1    single    0.930  0.020  1.080
 A8N  C2   C3    aromatic  1.371  0.020  1.371
 A8N  C2   H2    single    0.930  0.020  1.080
 A8N  C3   C4    aromatic  1.412  0.020  1.412
 A8N  C3   H3    single    0.930  0.020  1.080
 A8N  C4   C5    aromatic  1.407  0.020  1.407
 A8N  C4   C7    aromatic  1.446  0.020  1.446
 A8N  C5   C6    aromatic  1.403  0.020  1.403
 A8N  C5   N10   aromatic  1.359  0.020  1.359
 A8N  C6   H6    single    0.930  0.020  1.080
 A8N  C7   C8    aromatic  1.422  0.020  1.422
 A8N  C7   N11   single    1.329  0.020  1.329
 A8N  C8   C9    aromatic  1.375  0.020  1.375
 A8N  C8   C13   single    1.507  0.020  1.507
 A8N  C9   N10   aromatic  1.340  0.020  1.340
 A8N  C9   C16   single    1.497  0.020  1.497
 A8N  N10  H101  single    0.860  0.020  1.020
 A8N  N11  C17   single    1.454  0.020  1.454
 A8N  N11  H11   single    0.860  0.020  1.020
 A8N  C13  C14   single    1.523  0.020  1.523
 A8N  C13  H131  single    0.970  0.020  1.090
 A8N  C13  H132  single    0.970  0.020  1.090
 A8N  C14  C15   single    1.519  0.020  1.519
 A8N  C14  H141  single    0.970  0.020  1.090
 A8N  C14  H142  single    0.970  0.020  1.090
 A8N  C15  C16   single    1.520  0.020  1.520
 A8N  C15  H151  single    0.970  0.020  1.090
 A8N  C15  H152  single    0.970  0.020  1.090
 A8N  C16  H161  single    0.970  0.020  1.090
 A8N  C16  H162  single    0.970  0.020  1.090
 A8N  C17  C18   single    1.523  0.020  1.523
 A8N  C17  H171  single    0.970  0.020  1.090
 A8N  C17  H172  single    0.970  0.020  1.090
 A8N  C18  C19   single    1.523  0.020  1.523
 A8N  C18  H181  single    0.970  0.020  1.090
 A8N  C18  H182  single    0.970  0.020  1.090
 A8N  C19  C20   single    1.523  0.020  1.523
 A8N  C19  H191  single    0.970  0.020  1.090
 A8N  C19  H192  single    0.970  0.020  1.090
 A8N  C20  C21   single    1.523  0.020  1.523
 A8N  C20  H201  single    0.970  0.020  1.090
 A8N  C20  H202  single    0.970  0.020  1.090
 A8N  C21  C22   single    1.523  0.020  1.523
 A8N  C21  H211  single    0.970  0.020  1.090
 A8N  C21  H212  single    0.970  0.020  1.090
 A8N  C22  C23   single    1.524  0.020  1.524
 A8N  C22  H221  single    0.970  0.020  1.090
 A8N  C22  H222  single    0.970  0.020  1.090
 A8N  C23  C24   single    1.515  0.020  1.515
 A8N  C23  H231  single    0.970  0.020  1.090
 A8N  C23  H232  single    0.970  0.020  1.090
 A8N  C24  N25   single    1.487  0.020  1.487
 A8N  C24  H241  single    0.970  0.020  1.090
 A8N  C24  H242  single    0.970  0.020  1.090
 A8N  N25  H251  single    0.890  0.020  1.040
 A8N  N25  H252  single    0.890  0.020  1.040
 A8N  N25  H253  single    0.890  0.020  1.040

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 A8N  H1    C1   C6    119.78  3.000
 A8N  H1    C1   C2    120.08  3.000
 A8N  C6    C1   C2    120.12  3.000
 A8N  H2    C2   C3    119.64  3.000
 A8N  H2    C2   C1    120.08  3.000
 A8N  C3    C2   C1    120.27  3.000
 A8N  H3    C3   C4    120.70  3.000
 A8N  H3    C3   C2    117.86  3.000
 A8N  C4    C3   C2    121.37  3.000
 A8N  C7    C4   C5    117.81  3.000
 A8N  C7    C4   C3    125.15  3.000
 A8N  C5    C4   C3    116.99  3.000
 A8N  N10   C5   C6    119.29  3.000
 A8N  N10   C5   C4    119.34  3.000
 A8N  C6    C5   C4    121.36  3.000
 A8N  H6    C6   C5    119.49  3.000
 A8N  H6    C6   C1    120.87  3.000
 A8N  C5    C6   C1    119.63  3.000
 A8N  N11   C7   C8    117.72  3.000
 A8N  N11   C7   C4    123.99  3.000
 A8N  C8    C7   C4    118.30  3.000
 A8N  C13   C8   C9    120.66  3.000
 A8N  C13   C8   C7    119.98  3.000
 A8N  C9    C8   C7    119.16  3.000
 A8N  C16   C9   N10   115.97  3.000
 A8N  C16   C9   C8    123.53  3.000
 A8N  N10   C9   C8    120.49  3.000
 A8N  H101  N10  C9    118.46  3.000
 A8N  H101  N10  C5    118.01  3.000
 A8N  C9    N10  C5    123.46  3.000
 A8N  H11   N11  C17   112.58  3.000
 A8N  H11   N11  C7    115.25  3.000
 A8N  C17   N11  C7    131.12  3.000
 A8N  H132  C13  H131  106.44  3.000
 A8N  H132  C13  C14   109.26  3.000
 A8N  H131  C13  C14   108.58  3.000
 A8N  H132  C13  C8    109.27  3.000
 A8N  H131  C13  C8    109.71  3.000
 A8N  C14   C13  C8    113.35  3.000
 A8N  H142  C14  H141  106.78  3.000
 A8N  H142  C14  C15   110.86  3.000
 A8N  H141  C14  C15   109.52  3.000
 A8N  H142  C14  C13   109.02  3.000
 A8N  H141  C14  C13   109.77  3.000
 A8N  C15   C14  C13   110.82  3.000
 A8N  H152  C15  H151  107.03  3.000
 A8N  H152  C15  C16   109.23  3.000
 A8N  H151  C15  C16   109.82  3.000
 A8N  H152  C15  C14   110.94  3.000
 A8N  H151  C15  C14   110.07  3.000
 A8N  C16   C15  C14   109.70  3.000
 A8N  H162  C16  H161  106.35  3.000
 A8N  H162  C16  C15   110.03  3.000
 A8N  H161  C16  C15   111.07  3.000
 A8N  H162  C16  C9    107.65  3.000
 A8N  H161  C16  C9    109.15  3.000
 A8N  C15   C16  C9    112.36  3.000
 A8N  H172  C17  H171  105.89  3.000
 A8N  H172  C17  C18   109.15  3.000
 A8N  H171  C17  C18   112.03  3.000
 A8N  H172  C17  N11   106.02  3.000
 A8N  H171  C17  N11   109.97  3.000
 A8N  C18   C17  N11   113.33  3.000
 A8N  H182  C18  H181  105.98  3.000
 A8N  H182  C18  C19   109.80  3.000
 A8N  H181  C18  C19   109.80  3.000
 A8N  H182  C18  C17   110.52  3.000
 A8N  H181  C18  C17   108.81  3.000
 A8N  C19   C18  C17   111.76  3.000
 A8N  H192  C19  H191  106.16  3.000
 A8N  H192  C19  C20   109.46  3.000
 A8N  H191  C19  C20   109.46  3.000
 A8N  H192  C19  C18   109.46  3.000
 A8N  H191  C19  C18   109.52  3.000
 A8N  C20   C19  C18   112.59  3.000
 A8N  H202  C20  H201  106.10  3.000
 A8N  H202  C20  C21   109.35  3.000
 A8N  H201  C20  C21   109.36  3.000
 A8N  H202  C20  C19   109.38  3.000
 A8N  H201  C20  C19   109.28  3.000
 A8N  C21   C20  C19   113.13  3.000
 A8N  H212  C21  H211  106.18  3.000
 A8N  H212  C21  C22   109.42  3.000
 A8N  H211  C21  C22   109.43  3.000
 A8N  H212  C21  C20   109.42  3.000
 A8N  H211  C21  C20   109.48  3.000
 A8N  C22   C21  C20   112.70  3.000
 A8N  H222  C22  H221  106.30  3.000
 A8N  H222  C22  C23   109.40  3.000
 A8N  H221  C22  C23   109.43  3.000
 A8N  H222  C22  C21   109.43  3.000
 A8N  H221  C22  C21   109.38  3.000
 A8N  C23   C22  C21   112.68  3.000
 A8N  H232  C23  H231  106.98  3.000
 A8N  H232  C23  C24   109.71  3.000
 A8N  H231  C23  C24   109.64  3.000
 A8N  H232  C23  C22   109.70  3.000
 A8N  H231  C23  C22   109.71  3.000
 A8N  C24   C23  C22   111.01  3.000
 A8N  H242  C24  H241  108.52  3.000
 A8N  H242  C24  N25   106.64  3.000
 A8N  H241  C24  N25   106.71  3.000
 A8N  H242  C24  C23   111.69  3.000
 A8N  H241  C24  C23   111.76  3.000
 A8N  N25   C24  C23   111.25  3.000
 A8N  H253  N25  H252  107.00  3.000
 A8N  H253  N25  H251  107.20  3.000
 A8N  H252  N25  H251  106.99  3.000
 A8N  H253  N25  C24   111.79  3.000
 A8N  H252  N25  C24   111.69  3.000
 A8N  H251  N25  C24   111.88  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 A8N  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 A8N  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 A8N  CONST_03  N10   C5   C6   C1    180.00   0.0  0
 A8N  CONST_04  C5    C6   C1   C2      0.00   0.0  0
 A8N  CONST_05  C5    C4   C3   C2      0.00   0.0  0
 A8N  CONST_06  C7    C4   C3   C2    180.00   0.0  0
 A8N  CONST_07  C6    C1   C2   C3      0.00   0.0  0
 A8N  CONST_08  C6    C5   C4   C3      0.00   0.0  0
 A8N  CONST_09  N10   C5   C4   C3    180.00   0.0  0
 A8N  CONST_11  C9    N10  C5   C4      0.00   0.0  0
 A8N  CONST_12  C9    C8   C7   C4      0.00   0.0  0
 A8N  CONST_13  C8    C7   C4   C5      0.00   0.0  0
 A8N  CONST_14  C8    C9   N10  C5      0.00   0.0  0
 A8N  CONST_15  C7    C4   C5   C6    180.00   0.0  0
 A8N  CONST_16  C9    N10  C5   C6    180.00   0.0  0
 A8N  CONST_17  N10   C5   C4   C7      0.00   0.0  0
 A8N  CONST_18  N10   C9   C8   C7      0.00   0.0  0
 A8N  CONST_20  N11   C7   C4   C5    180.00   0.0  0
 A8N  CONST_21  N11   C7   C8   C9    180.00   0.0  0
 A8N  CONST_22  C13   C8   C7   N11     0.00   0.0  0
 A8N  CONST_23  H3    C3   C2   C1    180.00   0.0  0
 A8N  CONST_24  H6    C6   C1   C2    180.00   0.0  0
 A8N  CONST_25  H1    C1   C2   C3    180.00   0.0  0
 A8N  CONST_26  H2    C2   C3   C4    180.00   0.0  0
 A8N  CONST_27  H101  N10  C5   C4    180.00   0.0  0
 A8N  CONST_30  H11   N11  C7   C4    180.00   0.0  0
 A8N  Var_01    C14   C13  C8   C7    170.37  30.0  1
 A8N  Var_02    C15   C16  C9   C8    -17.83  30.0  1
 A8N  Var_03    C15   C14  C13  C8     45.50  30.0  1
 A8N  Var_04    C14   C15  C16  C9     47.78  30.0  1
 A8N  Var_05    C16   C15  C14  C13   -62.74  30.0  1
 A8N  Var_06    C18   C17  N11  C7    109.58  30.0  3
 A8N  Var_07    C19   C18  C17  N11  -179.99  30.0  3
 A8N  Var_08    C20   C19  C18  C17  -177.90  30.0  3
 A8N  Var_09    C21   C20  C19  C18   179.88  30.0  3
 A8N  Var_10    C22   C21  C20  C19  -179.81  30.0  3
 A8N  Var_11    C23   C22  C21  C20   179.90  30.0  3
 A8N  Var_12    C24   C23  C22  C21   179.94  30.0  3
 A8N  Var_13    N25   C24  C23  C22  -179.99  30.0  3
 A8N  Var_14    H251  N25  C24  C23   -59.84  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 A8N  plan-1  C1    0.020
 A8N  plan-1  C2    0.020
 A8N  plan-1  C3    0.020
 A8N  plan-1  C4    0.020
 A8N  plan-1  C5    0.020
 A8N  plan-1  C6    0.020
 A8N  plan-1  C7    0.020
 A8N  plan-1  C8    0.020
 A8N  plan-1  C9    0.020
 A8N  plan-1  N10   0.020
 A8N  plan-1  N11   0.020
 A8N  plan-1  C13   0.020
 A8N  plan-1  C16   0.020
 A8N  plan-1  H1    0.020
 A8N  plan-1  H2    0.020
 A8N  plan-1  H3    0.020
 A8N  plan-1  H6    0.020
 A8N  plan-1  H101  0.020
 A8N  plan-2  C7    0.020
 A8N  plan-2  N11   0.020
 A8N  plan-2  C17   0.020
 A8N  plan-2  H11   0.020

