# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 20:36:26 2022
#   Inital geometry file: a 113 line input string
#   Ligand name: 1-methyl-5-(2'-methyl[1,1'-biphenyl]-4-yl)-1H-benzotriazole-7-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nnc2cc(cc(C(O)=O)c12)c3ccc(cc3)c4ccccc4C
#
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
 R4P  R4P  '1-methyl-5-(2'-methyl[1,1'-biphenyl]-4-yl)-1H-benzotriazole-7-carboxylic acid'  ligand  42  26  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_R4P
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
 R4P  C1   C  CR6    0  -0.080  34.1614  15.1222   3.7189
 R4P  C13  C  CR56   0   0.141  34.4163  15.3925   1.3002
 R4P  C14  C  CH3    0  -0.508  35.5018  18.1703   3.3105
 R4P  C15  C  CR16   0  -0.378  33.9673  14.0967   1.0404
 R4P  C17  C  CR6    0   0.084  33.1936  11.9100   1.9277
 R4P  C19  C  CR16   0  -0.284  31.9985  10.2379   0.6484
 R4P  N    N  N      0  -0.331  34.8551  16.3365   0.4231
 R4P  C    C  C      0   0.400  34.0911  15.6108   5.1628
 R4P  O    O  OC    -1  -0.579  34.2003  14.7419   6.0443
 R4P  C12  C  CR56   0   0.364  34.5196  15.9044   2.6007
 R4P  C16  C  CR6    0   0.096  33.6431  13.3035   2.1207
 R4P  C18  C  CR16   0  -0.296  32.3931  11.5520   0.8423
 R4P  C1A  C  CR6    0   0.032  32.3790   9.2342   1.5383
 R4P  C1B  C  CR6    0   0.048  31.9881   7.8269   1.2956
 R4P  C1C  C  CR16   0  -0.286  32.3126   7.2507   0.0666
 R4P  C1D  C  CR16   0  -0.259  31.9898   5.9340  -0.2214
 R4P  C1E  C  CR16   0  -0.250  31.3243   5.1736   0.7288
 R4P  C1F  C  CR16   0  -0.291  30.9834   5.7433   1.9466
 R4P  C1G  C  CR6    0   0.067  31.3018   7.0653   2.2538
 R4P  C1H  C  CH3    0  -0.745  30.8765   7.6322   3.5794
 R4P  C1I  C  CR16   0  -0.275  33.1729   9.5920   2.6269
 R4P  C1K  C  CR16   0  -0.385  33.7540  13.8368   3.4282
 R4P  C1L  C  CR16   0  -0.299  33.5736  10.9038   2.8176
 R4P  N1   N  N      0  -0.071  35.2236  17.3558   1.0954
 R4P  N12  N  NR5    0  -0.380  35.0449  17.1450   2.3961
 R4P  O1   O  O      0  -0.573  33.8848  16.8278   5.3146
 R4P  H1   H  HCH3   0   0.257  36.0817  18.8795   2.7273
 R4P  H2   H  HCH3   0   0.260  34.6674  18.6760   3.7834
 R4P  H3   H  HCH3   0   0.254  36.1351  17.7356   4.0775
 R4P  H4   H  HCR6   0   0.262  33.9180  13.7307   0.0229
 R4P  H5   H  HCR6   0   0.251  31.3701   9.9917  -0.1988
 R4P  H7   H  HCR6   0   0.252  32.0555  12.3100   0.1462
 R4P  H8   H  HCR6   0   0.249  32.8422   7.8437  -0.6695
 R4P  H9   H  HCR6   0   0.252  32.2588   5.5065  -1.1786
 R4P  H10  H  HCR6   0   0.252  31.0635   4.1435   0.5225
 R4P  H11  H  HCR6   0   0.247  30.4458   5.1516   2.6784
 R4P  H12  H  HCH3   0   0.244  30.5168   8.6570   3.4886
 R4P  H13  H  HCH3   0   0.250  30.0780   7.0315   4.0132
 R4P  H14  H  HCH3   0   0.248  31.6970   7.6449   4.2987
 R4P  H15  H  HCR6   0   0.253  33.5088   8.8324   3.3213
 R4P  H16  H  HCR6   0   0.250  33.4661  13.2110   4.2633
 R4P  H17  H  HCR6   0   0.253  34.2175  11.1366   3.6565

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
 R4P  C1D  C1C  aromatic  1.386  0.020  1.386
 R4P  C1D  C1E  aromatic  1.387  0.020  1.387
 R4P  C1C  C1B  aromatic  1.396  0.020  1.396
 R4P  N    N1   aromatic  1.275  0.020  1.275
 R4P  N    C13  aromatic  1.361  0.020  1.361
 R4P  C1E  C1F  aromatic  1.387  0.020  1.387
 R4P  C19  C18  aromatic  1.386  0.020  1.386
 R4P  C19  C1A  aromatic  1.394  0.020  1.394
 R4P  N1   N12  aromatic  1.330  0.020  1.330
 R4P  C18  C17  aromatic  1.395  0.020  1.395
 R4P  C13  C15  aromatic  1.396  0.020  1.396
 R4P  C13  C12  aromatic  1.401  0.020  1.401
 R4P  C15  C16  aromatic  1.379  0.020  1.379
 R4P  C1B  C1A  single    1.481  0.020  1.481
 R4P  C1B  C1G  aromatic  1.403  0.020  1.403
 R4P  C1A  C1I  aromatic  1.394  0.020  1.394
 R4P  C1F  C1G  aromatic  1.394  0.020  1.394
 R4P  N12  C12  aromatic  1.363  0.020  1.363
 R4P  N12  C14  single    1.448  0.020  1.448
 R4P  C17  C16  single    1.477  0.020  1.477
 R4P  C17  C1L  aromatic  1.396  0.020  1.396
 R4P  C1G  C1H  single    1.503  0.020  1.503
 R4P  C16  C1K  aromatic  1.416  0.020  1.416
 R4P  C12  C1   aromatic  1.411  0.020  1.411
 R4P  C1I  C1L  aromatic  1.385  0.020  1.385
 R4P  C1   C1K  aromatic  1.379  0.020  1.379
 R4P  C1   C    single    1.526  0.020  1.526
 R4P  C    O1   deloc     1.244  0.020  1.244
 R4P  C    O    deloc     1.243  0.020  1.243
 R4P  C14  H1   single    0.970  0.020  1.090
 R4P  C14  H2   single    0.970  0.020  1.090
 R4P  C14  H3   single    0.970  0.020  1.090
 R4P  C15  H4   single    0.930  0.020  1.080
 R4P  C19  H5   single    0.930  0.020  1.080
 R4P  C18  H7   single    0.930  0.020  1.080
 R4P  C1C  H8   single    0.930  0.020  1.080
 R4P  C1D  H9   single    0.930  0.020  1.080
 R4P  C1E  H10  single    0.930  0.020  1.080
 R4P  C1F  H11  single    0.930  0.020  1.080
 R4P  C1H  H12  single    0.970  0.020  1.090
 R4P  C1H  H13  single    0.970  0.020  1.090
 R4P  C1H  H14  single    0.970  0.020  1.090
 R4P  C1I  H15  single    0.930  0.020  1.080
 R4P  C1K  H16  single    0.930  0.020  1.080
 R4P  C1L  H17  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
 R4P  C1K  C1   C12  115.13  3.000
 R4P  C1K  C1   C    118.96  3.000
 R4P  C12  C1   C    125.74  3.000
 R4P  C12  C13  N    108.71  3.000
 R4P  C12  C13  C15  122.38  3.000
 R4P  N    C13  C15  128.87  3.000
 R4P  H3   C14  H2   109.13  3.000
 R4P  H3   C14  H1   109.24  3.000
 R4P  H2   C14  H1   109.91  3.000
 R4P  H3   C14  N12  110.29  3.000
 R4P  H2   C14  N12  111.27  3.000
 R4P  H1   C14  N12  106.97  3.000
 R4P  H4   C15  C16  122.09  3.000
 R4P  H4   C15  C13  120.23  3.000
 R4P  C16  C15  C13  117.64  3.000
 R4P  C1L  C17  C18  117.84  3.000
 R4P  C1L  C17  C16  120.93  3.000
 R4P  C18  C17  C16  121.22  3.000
 R4P  H5   C19  C1A  119.60  3.000
 R4P  H5   C19  C18  119.35  3.000
 R4P  C1A  C19  C18  121.04  3.000
 R4P  N1   N    C13  107.92  3.000
 R4P  O1   C    O    127.76  3.000
 R4P  O    C    C1   116.31  3.000
 R4P  O1   C    C1   115.88  3.000
 R4P  N12  C12  C13  102.81  3.000
 R4P  N12  C12  C1   136.19  3.000
 R4P  C13  C12  C1   120.94  3.000
 R4P  C1K  C16  C17  119.98  3.000
 R4P  C1K  C16  C15  119.22  3.000
 R4P  C17  C16  C15  120.79  3.000
 R4P  H7   C18  C19  119.01  3.000
 R4P  H7   C18  C17  119.95  3.000
 R4P  C19  C18  C17  121.03  3.000
 R4P  C1I  C1A  C1B  121.48  3.000
 R4P  C1I  C1A  C19  117.97  3.000
 R4P  C1B  C1A  C19  120.50  3.000
 R4P  C1G  C1B  C1C  119.40  3.000
 R4P  C1G  C1B  C1A  122.22  3.000
 R4P  C1C  C1B  C1A  118.38  3.000
 R4P  H8   C1C  C1D  119.52  3.000
 R4P  H8   C1C  C1B  119.08  3.000
 R4P  C1D  C1C  C1B  121.40  3.000
 R4P  H9   C1D  C1E  120.57  3.000
 R4P  H9   C1D  C1C  120.07  3.000
 R4P  C1E  C1D  C1C  119.36  3.000
 R4P  H10  C1E  C1F  119.93  3.000
 R4P  H10  C1E  C1D  120.45  3.000
 R4P  C1F  C1E  C1D  119.62  3.000
 R4P  H11  C1F  C1G  118.83  3.000
 R4P  H11  C1F  C1E  119.38  3.000
 R4P  C1G  C1F  C1E  121.79  3.000
 R4P  C1H  C1G  C1F  119.17  3.000
 R4P  C1H  C1G  C1B  122.40  3.000
 R4P  C1F  C1G  C1B  118.42  3.000
 R4P  H14  C1H  H13  107.17  3.000
 R4P  H14  C1H  H12  106.98  3.000
 R4P  H13  C1H  H12  108.04  3.000
 R4P  H14  C1H  C1G  111.90  3.000
 R4P  H13  C1H  C1G  110.52  3.000
 R4P  H12  C1H  C1G  111.99  3.000
 R4P  H15  C1I  C1L  119.11  3.000
 R4P  H15  C1I  C1A  119.84  3.000
 R4P  C1L  C1I  C1A  121.03  3.000
 R4P  H16  C1K  C16  118.27  3.000
 R4P  H16  C1K  C1   117.05  3.000
 R4P  C16  C1K  C1   124.65  3.000
 R4P  H17  C1L  C1I  118.85  3.000
 R4P  H17  C1L  C17  120.04  3.000
 R4P  C1I  C1L  C17  121.08  3.000
 R4P  N12  N1   N    110.49  3.000
 R4P  N1   N12  C12  110.06  3.000
 R4P  C12  N12  C14  132.19  3.000
 R4P  N1   N12  C14  117.58  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
 R4P  CONST_01  N    C13  C12  C1    180.00   0.0  0
 R4P  CONST_02  C15  C13  C12  C1      0.00   0.0  0
 R4P  CONST_03  N1   N12  C12  C1    180.00   0.0  0
 R4P  CONST_04  C15  C16  C1K  C1      0.00   0.0  0
 R4P  CONST_05  C17  C16  C1K  C1    180.00   0.0  0
 R4P  CONST_06  N12  N1   N    C13     0.00   0.0  0
 R4P  CONST_07  C17  C16  C15  C13   180.00   0.0  0
 R4P  CONST_08  C1K  C16  C15  C13     0.00   0.0  0
 R4P  CONST_09  N1   N12  C12  C13     0.00   0.0  0
 R4P  CONST_10  C1K  C1   C12  C13     0.00   0.0  0
 R4P  CONST_11  N1   N    C13  C15   180.00   0.0  0
 R4P  CONST_12  N12  C12  C13  C15   180.00   0.0  0
 R4P  CONST_15  C1A  C19  C18  C17     0.00   0.0  0
 R4P  CONST_16  C1A  C1I  C1L  C17     0.00   0.0  0
 R4P  CONST_17  C16  C17  C18  C19   180.00   0.0  0
 R4P  CONST_18  C1L  C17  C18  C19     0.00   0.0  0
 R4P  CONST_21  C1L  C1I  C1A  C19     0.00   0.0  0
 R4P  CONST_22  C12  N12  N1   N       0.00   0.0  0
 R4P  CONST_23  C16  C15  C13  N     180.00   0.0  0
 R4P  CONST_24  N12  C12  C13  N       0.00   0.0  0
 R4P  CONST_25  N1   N    C13  C12     0.00   0.0  0
 R4P  CONST_26  C16  C15  C13  C12     0.00   0.0  0
 R4P  CONST_27  C16  C1K  C1   C12     0.00   0.0  0
 R4P  CONST_28  C1I  C1L  C17  C16   180.00   0.0  0
 R4P  CONST_29  C1B  C1A  C19  C18   180.00   0.0  0
 R4P  CONST_30  C1I  C1A  C19  C18     0.00   0.0  0
 R4P  CONST_32  C1I  C1L  C17  C18     0.00   0.0  0
 R4P  CONST_33  C1D  C1C  C1B  C1A   180.00   0.0  0
 R4P  CONST_34  C1F  C1G  C1B  C1A   180.00   0.0  0
 R4P  CONST_35  C1E  C1D  C1C  C1B     0.00   0.0  0
 R4P  CONST_36  C1L  C1I  C1A  C1B   180.00   0.0  0
 R4P  CONST_37  C1E  C1F  C1G  C1B     0.00   0.0  0
 R4P  CONST_38  C1F  C1E  C1D  C1C     0.00   0.0  0
 R4P  CONST_40  C1F  C1G  C1B  C1C     0.00   0.0  0
 R4P  CONST_41  C1G  C1B  C1C  C1D     0.00   0.0  0
 R4P  CONST_42  C1G  C1F  C1E  C1D     0.00   0.0  0
 R4P  CONST_45  N12  C12  C1   C1K   180.00   0.0  0
 R4P  CONST_46  C14  N12  C12  C1      0.00   0.0  0
 R4P  CONST_47  C14  N12  C12  C13   180.00   0.0  0
 R4P  CONST_48  C    C1   C12  C13   180.00   0.0  0
 R4P  CONST_49  N    N1   N12  C14   180.00   0.0  0
 R4P  CONST_50  N12  C12  C1   C       0.00   0.0  0
 R4P  CONST_51  C16  C1K  C1   C     180.00   0.0  0
 R4P  CONST_52  C1H  C1G  C1B  C1A     0.00   0.0  0
 R4P  CONST_53  C1H  C1G  C1B  C1C   180.00   0.0  0
 R4P  CONST_54  C1H  C1G  C1F  C1E   180.00   0.0  0
 R4P  CONST_55  H16  C1K  C16  C15   180.00   0.0  0
 R4P  CONST_56  H5   C19  C18  C17   180.00   0.0  0
 R4P  CONST_57  H4   C15  C16  C17     0.00   0.0  0
 R4P  CONST_58  H15  C1I  C1L  C17   180.00   0.0  0
 R4P  CONST_59  H7   C18  C17  C16     0.00   0.0  0
 R4P  CONST_60  H17  C1L  C17  C16     0.00   0.0  0
 R4P  CONST_61  H8   C1C  C1B  C1A     0.00   0.0  0
 R4P  CONST_62  H9   C1D  C1C  C1B   180.00   0.0  0
 R4P  CONST_63  H11  C1F  C1G  C1B   180.00   0.0  0
 R4P  CONST_64  H10  C1E  C1D  C1C   180.00   0.0  0
 R4P  Var_01    C12  C1   C    O    -156.80  30.0  2
 R4P  Var_02    H1   C14  N12  C12   165.15  30.0  2
 R4P  Var_03    H12  C1H  C1G  C1B    39.23  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
 R4P  plan-1  C17  0.020
 R4P  plan-1  C19  0.020
 R4P  plan-1  C16  0.020
 R4P  plan-1  C18  0.020
 R4P  plan-1  C1A  0.020
 R4P  plan-1  C1B  0.020
 R4P  plan-1  C1I  0.020
 R4P  plan-1  C1L  0.020
 R4P  plan-1  H5   0.020
 R4P  plan-1  H7   0.020
 R4P  plan-1  H15  0.020
 R4P  plan-1  H17  0.020
 R4P  plan-2  C1A  0.020
 R4P  plan-2  C1B  0.020
 R4P  plan-2  C1C  0.020
 R4P  plan-2  C1D  0.020
 R4P  plan-2  C1E  0.020
 R4P  plan-2  C1F  0.020
 R4P  plan-2  C1G  0.020
 R4P  plan-2  C1H  0.020
 R4P  plan-2  H8   0.020
 R4P  plan-2  H9   0.020
 R4P  plan-2  H10  0.020
 R4P  plan-2  H11  0.020
 R4P  plan-3  C1   0.020
 R4P  plan-3  C13  0.020
 R4P  plan-3  C14  0.020
 R4P  plan-3  C15  0.020
 R4P  plan-3  C17  0.020
 R4P  plan-3  N    0.020
 R4P  plan-3  C    0.020
 R4P  plan-3  C12  0.020
 R4P  plan-3  C16  0.020
 R4P  plan-3  C1K  0.020
 R4P  plan-3  N1   0.020
 R4P  plan-3  N12  0.020
 R4P  plan-3  H4   0.020
 R4P  plan-3  H16  0.020
 R4P  plan-4  C1   0.020
 R4P  plan-4  C    0.020
 R4P  plan-4  O    0.020
 R4P  plan-4  O1   0.020

