# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 13:20:45 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 1-(4-fluorophenyl)-2-[2-(4-methylphenyl)-2-oxoethyl]pyrrolo[1,2-a]pyrazin-2-ium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(cc1)C(=O)C[n+]2ccn3cccc3c2c4ccc(F)cc4
#
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
 7LF  7LF  1-(4-fluorophenyl)-2-[2-(4-methylphenyl)-2-oxoethyl]pyrrolo[1,2-a]pyrazin-2-ium  ligand  44  26  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7LF
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
 7LF  N    N  NR6   1  -0.452   0.9976   1.2493  -0.8798
 7LF  C    C  C     0   0.377  -1.2331   1.0283   0.0946
 7LF  O    O  O     0  -0.369  -0.7124   1.3588   1.1347
 7LF  C6   C  CR6   0   0.548   0.6883  -3.5999   0.5090
 7LF  C5   C  CR16  0  -0.400   0.8012  -2.7259   1.5734
 7LF  C4   C  CR16  0  -0.221   1.1626  -1.4135   1.3176
 7LF  C7   C  CR16  0  -0.400   0.9250  -3.2123  -0.7973
 7LF  C8   C  CR16  0  -0.242   1.2816  -1.8976  -1.0427
 7LF  C3   C  CR6   0  -0.066   1.3953  -0.9940   0.0113
 7LF  C2   C  CR6   0   0.410   1.8028   0.3979  -0.2453
 7LF  C9   C  CR56  0   0.328   3.0586   0.8278   0.1595
 7LF  N1   N  N     0  -0.505   3.4435   2.1541  -0.0738
 7LF  C12  C  CR15  0   0.009   4.6806   2.3444   0.4014
 7LF  C11  C  CR15  0  -0.332   5.1223   1.1448   0.9522
 7LF  C10  C  CR15  0  -0.348   4.1206   0.1942   0.8019
 7LF  C13  C  CR16  0  -0.015   2.5884   3.0077  -0.7167
 7LF  C14  C  CR16  0  -0.083   1.3881   2.5552  -1.1053
 7LF  C1   C  CH2   0  -0.487  -0.3856   0.9087  -1.1694
 7LF  C15  C  CR6   0  -0.027  -2.6697   0.7236  -0.0231
 7LF  C21  C  CR16  0  -0.277  -3.2519   0.3383  -1.2313
 7LF  C20  C  CR16  0  -0.276  -4.6068   0.0633  -1.3000
 7LF  C18  C  CR6   0   0.103  -5.4171   0.1623  -0.1705
 7LF  C19  C  CH3   0  -0.721  -6.8770  -0.1651  -0.2386
 7LF  C17  C  CR16  0  -0.281  -4.8289   0.5502   1.0349
 7LF  C16  C  CR16  0  -0.238  -3.4778   0.8258   1.1118
 7LF  H1   H  HCR6  0   0.296   0.6103  -3.0600   2.5840
 7LF  H2   H  HCR6  0   0.287   1.2527  -0.7154   2.1386
 7LF  H3   H  HCR6  0   0.297   0.8387  -3.9228  -1.6080
 7LF  H4   H  HCR6  0   0.298   1.4796  -1.5817  -2.0592
 7LF  H5   H  HCR5  0   0.321   5.1717   3.3003   0.3227
 7LF  H6   H  HCR5  0   0.287   6.0853   0.9966   1.4132
 7LF  H7   H  HCR5  0   0.284   4.1431  -0.8366   1.1157
 7LF  H8   H  HCR6  0   0.345   2.9117   4.0216  -0.8899
 7LF  H9   H  HCR6  0   0.347   0.6838   3.1926  -1.6134
 7LF  H10  H  HCH2  0   0.343  -0.7527   1.5887  -1.9382
 7LF  H11  H  HCH2  0   0.339  -0.4550  -0.0927  -1.5892
 7LF  H12  H  HCR6  0   0.272  -2.6627   0.2488  -2.1352
 7LF  H13  H  HCR6  0   0.263  -5.0398  -0.2320  -2.2473
 7LF  H14  H  HCH3  0   0.260  -7.0393  -1.2236  -0.0244
 7LF  H15  H  HCH3  0   0.251  -7.4480   0.4038   0.4940
 7LF  H16  H  HCH3  0   0.251  -7.2882   0.0342  -1.2273
 7LF  H17  H  HCR6  0   0.261  -5.4420   0.6387   1.9234
 7LF  H18  H  HCR6  0   0.267  -3.0466   1.1264   2.0572
 7LF  F    F  F     0  -0.302   0.3416  -4.8675   0.7512

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
 7LF  C19  C18  single    1.498  0.020  1.498
 7LF  C20  C18  aromatic  1.394  0.020  1.394
 7LF  C20  C21  aromatic  1.384  0.020  1.384
 7LF  C18  C17  aromatic  1.396  0.020  1.396
 7LF  C21  C15  aromatic  1.395  0.020  1.395
 7LF  C17  C16  aromatic  1.381  0.020  1.381
 7LF  C15  C16  aromatic  1.397  0.020  1.397
 7LF  C15  C    single    1.473  0.020  1.473
 7LF  O    C    double    1.209  0.020  1.209
 7LF  C    C1   single    1.526  0.020  1.526
 7LF  C1   N    single    1.454  0.020  1.454
 7LF  C14  N    aromatic  1.382  0.020  1.382
 7LF  C14  C13  aromatic  1.340  0.020  1.340
 7LF  N    C2   aromatic  1.333  0.020  1.333
 7LF  C13  N1   aromatic  1.369  0.020  1.369
 7LF  C2   C3   single    1.473  0.020  1.473
 7LF  C2   C9   aromatic  1.388  0.020  1.388
 7LF  C8   C3   aromatic  1.393  0.020  1.393
 7LF  C8   C7   aromatic  1.384  0.020  1.384
 7LF  N1   C9   aromatic  1.401  0.020  1.401
 7LF  N1   C12  aromatic  1.339  0.020  1.339
 7LF  C3   C4   aromatic  1.392  0.020  1.392
 7LF  C7   C6   aromatic  1.383  0.020  1.383
 7LF  C9   C10  aromatic  1.394  0.020  1.394
 7LF  C12  C11  aromatic  1.392  0.020  1.392
 7LF  C4   C5   aromatic  1.385  0.020  1.385
 7LF  C6   C5   aromatic  1.382  0.020  1.382
 7LF  C6   F    single    1.336  0.020  1.336
 7LF  C10  C11  aromatic  1.389  0.020  1.389
 7LF  C5   H1   single    0.930  0.020  1.080
 7LF  C4   H2   single    0.930  0.020  1.080
 7LF  C7   H3   single    0.930  0.020  1.080
 7LF  C8   H4   single    0.930  0.020  1.080
 7LF  C12  H5   single    0.930  0.020  1.080
 7LF  C11  H6   single    0.930  0.020  1.080
 7LF  C10  H7   single    0.930  0.020  1.080
 7LF  C13  H8   single    0.930  0.020  1.080
 7LF  C14  H9   single    0.930  0.020  1.080
 7LF  C1   H10  single    0.970  0.020  1.090
 7LF  C1   H11  single    0.970  0.020  1.090
 7LF  C21  H12  single    0.930  0.020  1.080
 7LF  C20  H13  single    0.930  0.020  1.080
 7LF  C19  H14  single    0.970  0.020  1.090
 7LF  C19  H15  single    0.970  0.020  1.090
 7LF  C19  H16  single    0.970  0.020  1.090
 7LF  C17  H17  single    0.930  0.020  1.080
 7LF  C16  H18  single    0.930  0.020  1.080

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
 7LF  C1   N    C14  117.25  3.000
 7LF  C14  N    C2   120.72  3.000
 7LF  C1   N    C2   121.34  3.000
 7LF  C15  C    C1   117.32  3.000
 7LF  C1   C    O    119.64  3.000
 7LF  C15  C    O    123.03  3.000
 7LF  C7   C6   C5   122.43  3.000
 7LF  C5   C6   F    118.78  3.000
 7LF  C7   C6   F    118.78  3.000
 7LF  H1   C5   C4   120.76  3.000
 7LF  H1   C5   C6   120.66  3.000
 7LF  C4   C5   C6   118.58  3.000
 7LF  H2   C4   C3   120.27  3.000
 7LF  H2   C4   C5   119.55  3.000
 7LF  C3   C4   C5   120.17  3.000
 7LF  H3   C7   C8   120.78  3.000
 7LF  H3   C7   C6   120.68  3.000
 7LF  C8   C7   C6   118.54  3.000
 7LF  H4   C8   C3   120.41  3.000
 7LF  H4   C8   C7   119.38  3.000
 7LF  C3   C8   C7   120.20  3.000
 7LF  C2   C3   C8   120.25  3.000
 7LF  C8   C3   C4   120.07  3.000
 7LF  C2   C3   C4   119.65  3.000
 7LF  C9   C2   C3   119.50  3.000
 7LF  C9   C2   N    119.19  3.000
 7LF  C3   C2   N    121.30  3.000
 7LF  C10  C9   N1   107.33  3.000
 7LF  C10  C9   C2   133.10  3.000
 7LF  N1   C9   C2   119.57  3.000
 7LF  C13  N1   C12  130.95  3.000
 7LF  C12  N1   C9   109.23  3.000
 7LF  C13  N1   C9   119.81  3.000
 7LF  H5   C12  C11  130.45  3.000
 7LF  H5   C12  N1   121.42  3.000
 7LF  C11  C12  N1   108.13  3.000
 7LF  H6   C11  C10  126.61  3.000
 7LF  H6   C11  C12  124.84  3.000
 7LF  C10  C11  C12  108.55  3.000
 7LF  H7   C10  C11  127.44  3.000
 7LF  H7   C10  C9   125.80  3.000
 7LF  C11  C10  C9   106.75  3.000
 7LF  H8   C13  C14  122.64  3.000
 7LF  H8   C13  N1   118.34  3.000
 7LF  C14  C13  N1   119.03  3.000
 7LF  H9   C14  C13  121.50  3.000
 7LF  H9   C14  N    116.84  3.000
 7LF  C13  C14  N    121.66  3.000
 7LF  H11  C1   H10  106.29  3.000
 7LF  H11  C1   C    110.87  3.000
 7LF  H10  C1   C    110.38  3.000
 7LF  H11  C1   N    110.68  3.000
 7LF  H10  C1   N    108.35  3.000
 7LF  C    C1   N    110.18  3.000
 7LF  C16  C15  C21  118.83  3.000
 7LF  C16  C15  C    118.95  3.000
 7LF  C21  C15  C    122.22  3.000
 7LF  H12  C21  C20  118.35  3.000
 7LF  H12  C21  C15  121.24  3.000
 7LF  C20  C21  C15  120.41  3.000
 7LF  H13  C20  C18  119.74  3.000
 7LF  H13  C20  C21  119.28  3.000
 7LF  C18  C20  C21  120.98  3.000
 7LF  C17  C18  C19  120.71  3.000
 7LF  C17  C18  C20  118.33  3.000
 7LF  C19  C18  C20  120.96  3.000
 7LF  H16  C19  H15  108.48  3.000
 7LF  H16  C19  H14  107.41  3.000
 7LF  H15  C19  H14  107.24  3.000
 7LF  H16  C19  C18  111.68  3.000
 7LF  H15  C19  C18  111.49  3.000
 7LF  H14  C19  C18  110.36  3.000
 7LF  H17  C17  C16  119.46  3.000
 7LF  H17  C17  C18  119.50  3.000
 7LF  C16  C17  C18  121.04  3.000
 7LF  H18  C16  C17  119.61  3.000
 7LF  H18  C16  C15  119.99  3.000
 7LF  C17  C16  C15  120.40  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
 7LF  CONST_01  N1   C13  C14  N       0.00   0.0  0
 7LF  CONST_04  N1   C9   C2   N       0.00   0.0  0
 7LF  CONST_05  C10  C9   C2   N     180.00   0.0  0
 7LF  CONST_06  C3   C8   C7   C6      0.00   0.0  0
 7LF  CONST_07  C3   C4   C5   C6      0.00   0.0  0
 7LF  CONST_08  C2   C3   C4   C5    180.00   0.0  0
 7LF  CONST_09  C8   C3   C4   C5      0.00   0.0  0
 7LF  CONST_10  C8   C7   C6   C5      0.00   0.0  0
 7LF  CONST_12  C7   C8   C3   C4      0.00   0.0  0
 7LF  CONST_13  C7   C6   C5   C4      0.00   0.0  0
 7LF  CONST_14  C2   C3   C8   C7    180.00   0.0  0
 7LF  CONST_16  C14  N    C2   C3    180.00   0.0  0
 7LF  CONST_17  N1   C9   C2   C3    180.00   0.0  0
 7LF  CONST_18  C10  C9   C2   C3      0.00   0.0  0
 7LF  CONST_19  C13  C14  N    C2      0.00   0.0  0
 7LF  CONST_20  C13  N1   C9   C2      0.00   0.0  0
 7LF  CONST_21  C12  N1   C9   C2    180.00   0.0  0
 7LF  CONST_22  C11  C10  C9   C2    180.00   0.0  0
 7LF  CONST_23  C14  N    C2   C9      0.00   0.0  0
 7LF  CONST_24  C14  C13  N1   C9      0.00   0.0  0
 7LF  CONST_25  C11  C12  N1   C9      0.00   0.0  0
 7LF  CONST_26  C12  C11  C10  C9      0.00   0.0  0
 7LF  CONST_27  C11  C10  C9   N1      0.00   0.0  0
 7LF  CONST_28  C10  C11  C12  N1      0.00   0.0  0
 7LF  CONST_29  C14  C13  N1   C12   180.00   0.0  0
 7LF  CONST_30  C10  C9   N1   C12     0.00   0.0  0
 7LF  CONST_31  C13  N1   C12  C11   180.00   0.0  0
 7LF  CONST_32  C13  N1   C9   C10   180.00   0.0  0
 7LF  CONST_33  C18  C20  C21  C15     0.00   0.0  0
 7LF  CONST_34  C18  C17  C16  C15     0.00   0.0  0
 7LF  CONST_35  C17  C18  C20  C21     0.00   0.0  0
 7LF  CONST_36  C17  C16  C15  C21     0.00   0.0  0
 7LF  CONST_37  C16  C17  C18  C20     0.00   0.0  0
 7LF  CONST_38  C16  C15  C21  C20     0.00   0.0  0
 7LF  CONST_39  C20  C21  C15  C     180.00   0.0  0
 7LF  CONST_40  C17  C16  C15  C     180.00   0.0  0
 7LF  CONST_41  C8   C7   C6   F     180.00   0.0  0
 7LF  CONST_42  C4   C5   C6   F     180.00   0.0  0
 7LF  CONST_43  C1   N    C2   C3      0.00   0.0  0
 7LF  CONST_44  C1   N    C2   C9    180.00   0.0  0
 7LF  CONST_45  C1   N    C14  C13   180.00   0.0  0
 7LF  CONST_46  C19  C18  C20  C21   180.00   0.0  0
 7LF  CONST_47  C16  C17  C18  C19   180.00   0.0  0
 7LF  CONST_48  H8   C13  C14  N     180.00   0.0  0
 7LF  CONST_49  H4   C8   C7   C6    180.00   0.0  0
 7LF  CONST_50  H2   C4   C5   C6    180.00   0.0  0
 7LF  CONST_51  H3   C7   C6   C5    180.00   0.0  0
 7LF  CONST_52  H1   C5   C6   C7    180.00   0.0  0
 7LF  CONST_53  H9   C14  N    C2    180.00   0.0  0
 7LF  CONST_54  H7   C10  C9   C2      0.00   0.0  0
 7LF  CONST_55  H5   C12  N1   C9    180.00   0.0  0
 7LF  CONST_56  H6   C11  C10  C9    180.00   0.0  0
 7LF  CONST_57  H13  C20  C21  C15   180.00   0.0  0
 7LF  CONST_58  H17  C17  C16  C15   180.00   0.0  0
 7LF  CONST_59  H18  C16  C15  C21   180.00   0.0  0
 7LF  CONST_60  H12  C21  C20  C18   180.00   0.0  0
 7LF  Var_01    C15  C    C1   N     179.70  30.0  1
 7LF  Var_02    C14  N    C1   C     -94.13  30.0  2
 7LF  Var_03    C21  C15  C    O    -179.74  30.0  2
 7LF  Var_04    H14  C19  C18  C20    89.83  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
 7LF  plan-1  C6   0.020
 7LF  plan-1  C5   0.020
 7LF  plan-1  C4   0.020
 7LF  plan-1  C7   0.020
 7LF  plan-1  C8   0.020
 7LF  plan-1  C3   0.020
 7LF  plan-1  C2   0.020
 7LF  plan-1  H1   0.020
 7LF  plan-1  H2   0.020
 7LF  plan-1  H3   0.020
 7LF  plan-1  H4   0.020
 7LF  plan-1  F    0.020
 7LF  plan-2  C    0.020
 7LF  plan-2  C15  0.020
 7LF  plan-2  C21  0.020
 7LF  plan-2  C20  0.020
 7LF  plan-2  C18  0.020
 7LF  plan-2  C19  0.020
 7LF  plan-2  C17  0.020
 7LF  plan-2  C16  0.020
 7LF  plan-2  H12  0.020
 7LF  plan-2  H13  0.020
 7LF  plan-2  H17  0.020
 7LF  plan-2  H18  0.020
 7LF  plan-3  N    0.020
 7LF  plan-3  C3   0.020
 7LF  plan-3  C2   0.020
 7LF  plan-3  C9   0.020
 7LF  plan-3  N1   0.020
 7LF  plan-3  C12  0.020
 7LF  plan-3  C11  0.020
 7LF  plan-3  C10  0.020
 7LF  plan-3  C13  0.020
 7LF  plan-3  C14  0.020
 7LF  plan-3  C1   0.020
 7LF  plan-3  H5   0.020
 7LF  plan-3  H6   0.020
 7LF  plan-3  H7   0.020
 7LF  plan-3  H8   0.020
 7LF  plan-3  H9   0.020
 7LF  plan-4  C    0.020
 7LF  plan-4  O    0.020
 7LF  plan-4  C1   0.020
 7LF  plan-4  C15  0.020

