# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 11:36:57 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 2-benzyl-7-[(3-chloro-4-methylphenyl)amino]-5-methyl-3H-[1,2,4]triazolo[1,5-a]pyrimidin-8-ium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(Nc2ccc(C)c(Cl)c2)[n+]3nc(Cc4ccccc4)[nH]c3n1
#
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
 F0V  F0V  2-benzyl-7-[(3-chloro-4-methylphenyl)amino]-5-methyl-3H-[1,2,4]triazolo[1,5-a]pyrimidin-8-ium  ligand  45  26  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_F0V
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
 F0V  C1   C   CR6   0   0.175  -4.5469   1.8787   0.1863
 F0V  C2   C   CR16  0  -0.318  -3.6891   2.1335   1.2537
 F0V  C3   C   CR16  0  -0.242  -2.4079   1.6094   1.3091
 F0V  C11  C   CR56  0   0.772   1.3454  -2.6524   0.3463
 F0V  C12  C   CR5   0   0.537   3.0502  -1.2737   0.2889
 F0V  C13  C   CH2   0  -0.636   4.4657  -0.8266   0.2710
 F0V  C14  C   CR6   0   0.122   4.6027   0.6433  -0.0142
 F0V  C15  C   CR16  0  -0.295   4.7009   1.5617   1.0249
 F0V  C16  C   CR16  0  -0.242   4.8172   2.9191   0.7544
 F0V  C17  C   CR16  0  -0.263   4.8346   3.3687  -0.5589
 F0V  C18  C   CR16  0  -0.242   4.7368   2.4554  -1.6013
 F0V  C19  C   CR16  0  -0.287   4.6204   1.1000  -1.3283
 F0V  C6   C   CR6   0  -0.106  -4.0509   1.0782  -0.8421
 F0V  C    C   CH3   0  -0.720  -5.9308   2.4469   0.1543
 F0V  C5   C   CR16  0  -0.204  -2.7691   0.5551  -0.8240
 F0V  C4   C   CR6   0   0.251  -1.9524   0.8177   0.2666
 F0V  N    N   NH1   0  -0.749  -0.6347   0.2994   0.3037
 F0V  C7   C   CR6   0   0.745  -0.3500  -0.9963   0.3250
 F0V  N4   N   N     1  -0.447   0.9609  -1.3523   0.3166
 F0V  N1   N   N     0  -0.470   0.5490  -3.6775   0.3788
 F0V  C9   C   CR6   0   0.283  -0.7594  -3.3732   0.3898
 F0V  C10  C   CH3   0  -0.723  -1.7032  -4.5245   0.4320
 F0V  C8   C   CR16  0  -0.446  -1.2389  -2.0698   0.3658
 F0V  N3   N   N     0  -0.269   2.0119  -0.4978   0.2791
 F0V  N2   N   NR15  0  -0.694   2.6900  -2.5874   0.3293
 F0V  H1   H   HCR6  0   0.271  -4.0402   2.7520   2.0700
 F0V  H2   H   HCR6  0   0.282  -1.7679   1.8137   2.1572
 F0V  H3   H   HCH2  0   0.322   4.9087  -1.0826   1.2375
 F0V  H4   H   HCH2  0   0.315   4.9993  -1.4202  -0.4752
 F0V  H5   H   HCR6  0   0.256   4.6906   1.2166   2.0521
 F0V  H6   H   HCR6  0   0.259   4.8957   3.6252   1.5706
 F0V  H7   H   HCR6  0   0.259   4.9279   4.4260  -0.7693
 F0V  H8   H   HCR6  0   0.259   4.7555   2.7977  -2.6279
 F0V  H9   H   HCR6  0   0.257   4.5476   0.3908  -2.1444
 F0V  H10  H   HCH3  0   0.256  -6.6818   1.6611   0.0659
 F0V  H11  H   HCH3  0   0.256  -6.1373   3.0110   1.0616
 F0V  H12  H   HCH3  0   0.257  -6.0649   3.1165  -0.6968
 F0V  H13  H   HCR6  0   0.303  -2.4083  -0.0416  -1.6517
 F0V  H14  H   HNH1  0   0.442   0.1348   0.9543   0.3663
 F0V  H15  H   HCH3  0   0.273  -1.5095  -5.1367   1.3132
 F0V  H16  H   HCH3  0   0.260  -2.7396  -4.1988   0.4534
 F0V  H17  H   HCH3  0   0.274  -1.5543  -5.1598  -0.4418
 F0V  H18  H   HCR6  0   0.316  -2.3020  -1.8871   0.3853
 F0V  H19  H   HNR5  0   0.466   3.3116  -3.3851   0.3427
 F0V  CL   CL  CL    0  -0.114  -5.0547   0.7314  -2.2113

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
 F0V  C    C1   single    1.496  0.020  1.496
 F0V  CL   C6   single    1.733  0.020  1.733
 F0V  C1   C6   aromatic  1.394  0.020  1.394
 F0V  C1   C2   aromatic  1.393  0.020  1.393
 F0V  C6   C5   aromatic  1.385  0.020  1.385
 F0V  C2   C3   aromatic  1.385  0.020  1.385
 F0V  C5   C4   aromatic  1.388  0.020  1.388
 F0V  C3   C4   aromatic  1.386  0.020  1.386
 F0V  C4   N    single    1.416  0.020  1.416
 F0V  N    C7   single    1.327  0.020  1.327
 F0V  C8   C7   aromatic  1.394  0.020  1.394
 F0V  C8   C9   aromatic  1.389  0.020  1.389
 F0V  C7   N4   aromatic  1.358  0.020  1.358
 F0V  C17  C16  aromatic  1.388  0.020  1.388
 F0V  C17  C18  aromatic  1.389  0.020  1.389
 F0V  C16  C15  aromatic  1.389  0.020  1.389
 F0V  C10  C9   single    1.489  0.020  1.489
 F0V  C9   N1   aromatic  1.343  0.020  1.343
 F0V  C18  C19  aromatic  1.388  0.020  1.388
 F0V  N4   N3   aromatic  1.355  0.020  1.355
 F0V  N4   C11  aromatic  1.356  0.020  1.356
 F0V  C15  C14  aromatic  1.390  0.020  1.390
 F0V  N3   C12  aromatic  1.296  0.020  1.296
 F0V  N1   C11  aromatic  1.298  0.020  1.298
 F0V  C11  N2   aromatic  1.346  0.020  1.346
 F0V  C19  C14  aromatic  1.391  0.020  1.391
 F0V  C14  C13  single    1.504  0.020  1.504
 F0V  C12  N2   aromatic  1.363  0.020  1.363
 F0V  C12  C13  single    1.485  0.020  1.485
 F0V  C2   H1   single    0.930  0.020  1.080
 F0V  C3   H2   single    0.930  0.020  1.080
 F0V  C13  H3   single    0.970  0.020  1.090
 F0V  C13  H4   single    0.970  0.020  1.090
 F0V  C15  H5   single    0.930  0.020  1.080
 F0V  C16  H6   single    0.930  0.020  1.080
 F0V  C17  H7   single    0.930  0.020  1.080
 F0V  C18  H8   single    0.930  0.020  1.080
 F0V  C19  H9   single    0.930  0.020  1.080
 F0V  C    H10  single    0.970  0.020  1.090
 F0V  C    H11  single    0.970  0.020  1.090
 F0V  C    H12  single    0.970  0.020  1.090
 F0V  C5   H13  single    0.930  0.020  1.080
 F0V  N    H14  single    0.860  0.020  1.020
 F0V  C10  H15  single    0.970  0.020  1.090
 F0V  C10  H16  single    0.970  0.020  1.090
 F0V  C10  H17  single    0.970  0.020  1.090
 F0V  C8   H18  single    0.930  0.020  1.080
 F0V  N2   H19  single    0.860  0.020  1.020

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
 F0V  C    C1   C6   122.08  3.000
 F0V  C6   C1   C2   116.82  3.000
 F0V  C    C1   C2   121.10  3.000
 F0V  H1   C2   C3   119.07  3.000
 F0V  H1   C2   C1   118.85  3.000
 F0V  C3   C2   C1   122.07  3.000
 F0V  H2   C3   C4   120.21  3.000
 F0V  H2   C3   C2   120.46  3.000
 F0V  C4   C3   C2   119.34  3.000
 F0V  N2   C11  N1   130.62  3.000
 F0V  N2   C11  N4   103.68  3.000
 F0V  N1   C11  N4   125.70  3.000
 F0V  N2   C12  N3   111.44  3.000
 F0V  N2   C12  C13  122.87  3.000
 F0V  N3   C12  C13  125.68  3.000
 F0V  H4   C13  H3   106.18  3.000
 F0V  H4   C13  C14  110.92  3.000
 F0V  H3   C13  C14  111.08  3.000
 F0V  H4   C13  C12  108.07  3.000
 F0V  H3   C13  C12  107.76  3.000
 F0V  C14  C13  C12  112.56  3.000
 F0V  C19  C14  C15  119.22  3.000
 F0V  C19  C14  C13  120.08  3.000
 F0V  C15  C14  C13  120.70  3.000
 F0V  H5   C15  C16  119.78  3.000
 F0V  H5   C15  C14  119.83  3.000
 F0V  C16  C15  C14  120.40  3.000
 F0V  H6   C16  C17  120.09  3.000
 F0V  H6   C16  C15  119.80  3.000
 F0V  C17  C16  C15  120.12  3.000
 F0V  H7   C17  C18  120.17  3.000
 F0V  H7   C17  C16  120.09  3.000
 F0V  C18  C17  C16  119.74  3.000
 F0V  H8   C18  C19  119.80  3.000
 F0V  H8   C18  C17  120.17  3.000
 F0V  C19  C18  C17  120.03  3.000
 F0V  H9   C19  C18  119.79  3.000
 F0V  H9   C19  C14  119.71  3.000
 F0V  C18  C19  C14  120.50  3.000
 F0V  C5   C6   CL   118.10  3.000
 F0V  C5   C6   C1   122.45  3.000
 F0V  CL   C6   C1   119.45  3.000
 F0V  H12  C    H11  108.00  3.000
 F0V  H12  C    H10  107.12  3.000
 F0V  H11  C    H10  108.09  3.000
 F0V  H12  C    C1   111.31  3.000
 F0V  H11  C    C1   110.76  3.000
 F0V  H10  C    C1   111.40  3.000
 F0V  H13  C5   C4   120.62  3.000
 F0V  H13  C5   C6   120.46  3.000
 F0V  C4   C5   C6   118.92  3.000
 F0V  N    C4   C5   119.92  3.000
 F0V  N    C4   C3   119.67  3.000
 F0V  C5   C4   C3   120.39  3.000
 F0V  H14  N    C7   117.88  3.000
 F0V  H14  N    C4   118.16  3.000
 F0V  C7   N    C4   123.88  3.000
 F0V  C8   C7   N4   114.43  3.000
 F0V  N4   C7   N    117.58  3.000
 F0V  C8   C7   N    127.99  3.000
 F0V  N3   N4   C7   125.69  3.000
 F0V  N3   N4   C11  112.66  3.000
 F0V  C7   N4   C11  121.65  3.000
 F0V  C9   N1   C11  114.75  3.000
 F0V  C8   C9   C10  120.47  3.000
 F0V  C10  C9   N1   116.25  3.000
 F0V  C8   C9   N1   123.28  3.000
 F0V  H17  C10  H16  108.70  3.000
 F0V  H17  C10  H15  107.23  3.000
 F0V  H16  C10  H15  108.77  3.000
 F0V  H17  C10  C9   109.94  3.000
 F0V  H16  C10  C9   111.92  3.000
 F0V  H15  C10  C9   110.15  3.000
 F0V  H18  C8   C9   119.92  3.000
 F0V  H18  C8   C7   119.89  3.000
 F0V  C9   C8   C7   120.19  3.000
 F0V  N4   N3   C12  104.09  3.000
 F0V  H19  N2   C12  126.75  3.000
 F0V  H19  N2   C11  125.13  3.000
 F0V  C12  N2   C11  108.12  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
 F0V  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 F0V  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 F0V  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 F0V  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 F0V  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 F0V  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 F0V  CONST_07  C8   C7   N4   C11     0.00   0.0  0
 F0V  CONST_08  C12  N3   N4   C11     0.00   0.0  0
 F0V  CONST_09  C8   C9   N1   C11     0.00   0.0  0
 F0V  CONST_10  N3   C12  N2   C11     0.00   0.0  0
 F0V  CONST_11  C7   N4   N3   C12   180.00   0.0  0
 F0V  CONST_12  N4   C11  N2   C12     0.00   0.0  0
 F0V  CONST_13  N1   C11  N2   C12   180.00   0.0  0
 F0V  CONST_14  C17  C16  C15  C14     0.00   0.0  0
 F0V  CONST_15  C17  C18  C19  C14     0.00   0.0  0
 F0V  CONST_16  C18  C17  C16  C15     0.00   0.0  0
 F0V  CONST_17  C18  C19  C14  C15     0.00   0.0  0
 F0V  CONST_18  C19  C18  C17  C16     0.00   0.0  0
 F0V  CONST_19  C19  C14  C15  C16     0.00   0.0  0
 F0V  CONST_20  N1   C9   C8   C7      0.00   0.0  0
 F0V  CONST_21  N1   C11  N4   C7      0.00   0.0  0
 F0V  CONST_22  N2   C11  N4   C7    180.00   0.0  0
 F0V  CONST_23  C9   C8   C7   N4      0.00   0.0  0
 F0V  CONST_24  N2   C12  N3   N4      0.00   0.0  0
 F0V  CONST_25  C9   N1   C11  N4      0.00   0.0  0
 F0V  CONST_26  N3   N4   C11  N1    180.00   0.0  0
 F0V  CONST_27  N2   C11  N1   C9    180.00   0.0  0
 F0V  CONST_28  N3   N4   C7   C8    180.00   0.0  0
 F0V  CONST_29  N2   C11  N4   N3      0.00   0.0  0
 F0V  CONST_30  CL   C6   C1   C2    180.00   0.0  0
 F0V  CONST_31  N    C4   C3   C2    180.00   0.0  0
 F0V  CONST_32  C    C1   C2   C3    180.00   0.0  0
 F0V  CONST_33  N    C7   N4   C11   180.00   0.0  0
 F0V  CONST_34  C10  C9   N1   C11   180.00   0.0  0
 F0V  CONST_35  C13  C12  N2   C11   180.00   0.0  0
 F0V  CONST_36  C16  C15  C14  C13   180.00   0.0  0
 F0V  CONST_37  C18  C19  C14  C13   180.00   0.0  0
 F0V  CONST_38  N4   N3   C12  C13   180.00   0.0  0
 F0V  CONST_39  C4   C5   C6   CL    180.00   0.0  0
 F0V  CONST_40  N    C4   C5   C6    180.00   0.0  0
 F0V  CONST_41  C5   C6   C1   C     180.00   0.0  0
 F0V  CONST_42  C9   C8   C7   N     180.00   0.0  0
 F0V  CONST_43  N3   N4   C7   N       0.00   0.0  0
 F0V  CONST_44  C10  C9   C8   C7    180.00   0.0  0
 F0V  CONST_45  H13  C5   C6   C1    180.00   0.0  0
 F0V  CONST_46  H2   C3   C2   C1    180.00   0.0  0
 F0V  CONST_47  H6   C16  C15  C14   180.00   0.0  0
 F0V  CONST_48  H8   C18  C19  C14   180.00   0.0  0
 F0V  CONST_49  H7   C17  C16  C15   180.00   0.0  0
 F0V  CONST_50  H9   C19  C14  C15   180.00   0.0  0
 F0V  CONST_51  H5   C15  C16  C17   180.00   0.0  0
 F0V  CONST_52  H1   C2   C1   C6    180.00   0.0  0
 F0V  CONST_53  H18  C8   C7   N4    180.00   0.0  0
 F0V  CONST_54  H19  N2   C11  N4    180.00   0.0  0
 F0V  Var_01    C7   N    C4   C3    118.15  30.0  2
 F0V  Var_02    C15  C14  C13  C12    94.44  30.0  2
 F0V  Var_03    N3   C12  C13  C14   -10.53  30.0  3
 F0V  Var_04    C8   C7   N    C4     -2.60  30.0  2
 F0V  Var_05    H10  C    C1   C2   -122.60  30.0  2
 F0V  Var_06    H15  C10  C9   N1     58.01  30.0  2

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
 F0V  plan-1  C1   0.020
 F0V  plan-1  C2   0.020
 F0V  plan-1  C3   0.020
 F0V  plan-1  C6   0.020
 F0V  plan-1  C    0.020
 F0V  plan-1  C5   0.020
 F0V  plan-1  C4   0.020
 F0V  plan-1  N    0.020
 F0V  plan-1  H1   0.020
 F0V  plan-1  H2   0.020
 F0V  plan-1  H13  0.020
 F0V  plan-1  CL   0.020
 F0V  plan-2  C13  0.020
 F0V  plan-2  C14  0.020
 F0V  plan-2  C15  0.020
 F0V  plan-2  C16  0.020
 F0V  plan-2  C17  0.020
 F0V  plan-2  C18  0.020
 F0V  plan-2  C19  0.020
 F0V  plan-2  H5   0.020
 F0V  plan-2  H6   0.020
 F0V  plan-2  H7   0.020
 F0V  plan-2  H8   0.020
 F0V  plan-2  H9   0.020
 F0V  plan-3  C11  0.020
 F0V  plan-3  C12  0.020
 F0V  plan-3  C13  0.020
 F0V  plan-3  N    0.020
 F0V  plan-3  C7   0.020
 F0V  plan-3  N4   0.020
 F0V  plan-3  N1   0.020
 F0V  plan-3  C9   0.020
 F0V  plan-3  C10  0.020
 F0V  plan-3  C8   0.020
 F0V  plan-3  N3   0.020
 F0V  plan-3  N2   0.020
 F0V  plan-3  H18  0.020
 F0V  plan-3  H19  0.020

