# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 17:35:38 2021
#   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  43  26  .  2022-03-23  2022-11-17
;
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  -0.059  34.1507  15.1293   3.6781
 R4P  C13  C  CR56  0   0.151  34.4256  15.3894   1.2746
 R4P  C14  C  CH3   0  -0.523  35.4396  18.2077   3.2691
 R4P  C15  C  CR16  0  -0.352  33.9951  14.0878   1.0261
 R4P  C17  C  CR6   0   0.086  33.2164  11.9011   1.9131
 R4P  C19  C  CR16  0  -0.285  32.0428  10.2273   0.6218
 R4P  N    N  N     0  -0.319  34.8580  16.3315   0.3921
 R4P  C    C  C     0   0.530  34.0729  15.6561   5.0605
 R4P  O    O  OH1   0  -0.587  34.1936  14.7066   5.9746
 R4P  C12  C  CR56  0   0.401  34.5140  15.9191   2.5676
 R4P  C16  C  CR6   0   0.096  33.6603  13.2954   2.1053
 R4P  C18  C  CR16  0  -0.295  32.4360  11.5415   0.8143
 R4P  C1A  C  CR6   0   0.035  32.4082   9.2275   1.5229
 R4P  C1B  C  CR6   0   0.048  32.0182   7.8205   1.2779
 R4P  C1C  C  CR16  0  -0.288  32.3502   7.2470   0.0495
 R4P  C1D  C  CR16  0  -0.260  32.0243   5.9324  -0.2453
 R4P  C1E  C  CR16  0  -0.251  31.3472   5.1722   0.6968
 R4P  C1F  C  CR16  0  -0.292  31.0006   5.7392   1.9142
 R4P  C1G  C  CR6   0   0.067  31.3239   7.0581   2.2298
 R4P  C1H  C  CH3   0  -0.746  30.8942   7.6190   3.5568
 R4P  C1I  C  CR16  0  -0.278  33.1837   9.5888   2.6235
 R4P  C1K  C  CR16  0  -0.352  33.7475  13.8348   3.4077
 R4P  C1L  C  CR16  0  -0.297  33.5817  10.9013   2.8151
 R4P  N1   N  N     0  -0.055  35.2050  17.3607   1.0549
 R4P  N12  N  NR5   0  -0.389  35.0206  17.1609   2.3592
 R4P  O1   O  O     0  -0.426  33.8898  16.8185   5.3250
 R4P  H1   H  HCH3  0   0.273  36.0060  18.9268   2.6859
 R4P  H2   H  HCH3  0   0.269  34.5846  18.6996   3.7211
 R4P  H3   H  HCH3  0   0.264  36.0797  17.7991   4.0451
 R4P  H4   H  HCR6  0   0.280  33.9582  13.7141   0.0111
 R4P  H5   H  HCR6  0   0.256  31.4289   9.9775  -0.2348
 R4P  H6   H  HOH1  0   0.492  34.0675  15.0801   6.8601
 R4P  H7   H  HCR6  0   0.257  32.1127  12.2965   0.1082
 R4P  H8   H  HCR6  0   0.252  32.8883   7.8392  -0.6809
 R4P  H9   H  HCR6  0   0.255  32.2999   5.5076  -1.2018
 R4P  H10  H  HCR6  0   0.254  31.0811   4.1449   0.4844
 R4P  H11  H  HCR6  0   0.249  30.4533   5.1477   2.6386
 R4P  H12  H  HCH3  0   0.246  30.5382   8.6457   3.4726
 R4P  H13  H  HCH3  0   0.251  30.0907   7.0185   3.9818
 R4P  H14  H  HCH3  0   0.249  31.7101   7.6223   4.2813
 R4P  H15  H  HCR6  0   0.258  33.5079   8.8324   3.3264
 R4P  H16  H  HCR6  0   0.279  33.4378  13.2091   4.2340
 R4P  H17  H  HCR6  0   0.257  34.2113  11.1390   3.6637

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  1.272  0.020  1.272
 R4P  N    C13  aromatic  1.361  0.020  1.361
 R4P  C1E  C1F  aromatic  1.387  0.020  1.387
 R4P  C19  C18  aromatic  1.385  0.020  1.385
 R4P  C19  C1A  aromatic  1.395  0.020  1.395
 R4P  N1   N12  aromatic  1.332  0.020  1.332
 R4P  C18  C17  aromatic  1.395  0.020  1.395
 R4P  C13  C15  aromatic  1.393  0.020  1.393
 R4P  C13  C12  aromatic  1.400  0.020  1.400
 R4P  C15  C16  aromatic  1.380  0.020  1.380
 R4P  C1B  C1A  single    1.480  0.020  1.480
 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  1.357  0.020  1.357
 R4P  N12  C14  single    1.449  0.020  1.449
 R4P  C17  C16  single    1.476  0.020  1.476
 R4P  C17  C1L  aromatic  1.395  0.020  1.395
 R4P  C1G  C1H  single    1.503  0.020  1.503
 R4P  C16  C1K  aromatic  1.412  0.020  1.412
 R4P  C12  C1   aromatic  1.410  0.020  1.410
 R4P  C1I  C1L  aromatic  1.385  0.020  1.385
 R4P  C1   C1K  aromatic  1.383  0.020  1.383
 R4P  C1   C    single    1.481  0.020  1.481
 R4P  C    O1   double    1.206  0.020  1.206
 R4P  C    O    single    1.324  0.020  1.324
 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  O    H6   single    0.850  0.020  0.980
 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  116.46  3.000
 R4P  C1K  C1   C    120.01  3.000
 R4P  C12  C1   C    123.31  3.000
 R4P  C12  C13  N    108.47  3.000
 R4P  C12  C13  C15  122.52  3.000
 R4P  N    C13  C15  128.98  3.000
 R4P  H3   C14  H2   109.72  3.000
 R4P  H3   C14  H1   109.01  3.000
 R4P  H2   C14  H1   109.55  3.000
 R4P  H3   C14  N12  110.33  3.000
 R4P  H2   C14  N12  111.18  3.000
 R4P  H1   C14  N12  106.99  3.000
 R4P  H4   C15  C16  121.79  3.000
 R4P  H4   C15  C13  120.03  3.000
 R4P  C16  C15  C13  118.16  3.000
 R4P  C1L  C17  C18  118.10  3.000
 R4P  C1L  C17  C16  120.93  3.000
 R4P  C18  C17  C16  120.96  3.000
 R4P  H5   C19  C1A  119.62  3.000
 R4P  H5   C19  C18  119.31  3.000
 R4P  C1A  C19  C18  121.06  3.000
 R4P  N1   N    C13  107.98  3.000
 R4P  O1   C    O    123.63  3.000
 R4P  O    C    C1   112.62  3.000
 R4P  O1   C    C1   123.73  3.000
 R4P  H6   O    C    110.04  3.000
 R4P  N12  C12  C13  103.17  3.000
 R4P  N12  C12  C1   136.84  3.000
 R4P  C13  C12  C1   119.94  3.000
 R4P  C1K  C16  C17  119.96  3.000
 R4P  C1K  C16  C15  119.13  3.000
 R4P  C17  C16  C15  120.90  3.000
 R4P  H7   C18  C19  119.08  3.000
 R4P  H7   C18  C17  120.05  3.000
 R4P  C19  C18  C17  120.85  3.000
 R4P  C1I  C1A  C1B  121.57  3.000
 R4P  C1I  C1A  C19  118.04  3.000
 R4P  C1B  C1A  C19  120.35  3.000
 R4P  C1G  C1B  C1C  119.43  3.000
 R4P  C1G  C1B  C1A  122.30  3.000
 R4P  C1C  C1B  C1A  118.26  3.000
 R4P  H8   C1C  C1D  119.46  3.000
 R4P  H8   C1C  C1B  119.13  3.000
 R4P  C1D  C1C  C1B  121.40  3.000
 R4P  H9   C1D  C1E  120.63  3.000
 R4P  H9   C1D  C1C  120.03  3.000
 R4P  C1E  C1D  C1C  119.35  3.000
 R4P  H10  C1E  C1F  119.92  3.000
 R4P  H10  C1E  C1D  120.47  3.000
 R4P  C1F  C1E  C1D  119.61  3.000
 R4P  H11  C1F  C1G  118.83  3.000
 R4P  H11  C1F  C1E  119.33  3.000
 R4P  C1G  C1F  C1E  121.83  3.000
 R4P  C1H  C1G  C1F  119.11  3.000
 R4P  C1H  C1G  C1B  122.51  3.000
 R4P  C1F  C1G  C1B  118.37  3.000
 R4P  H14  C1H  H13  107.11  3.000
 R4P  H14  C1H  H12  107.02  3.000
 R4P  H13  C1H  H12  107.97  3.000
 R4P  H14  C1H  C1G  111.93  3.000
 R4P  H13  C1H  C1G  110.46  3.000
 R4P  H12  C1H  C1G  112.12  3.000
 R4P  H15  C1I  C1L  119.11  3.000
 R4P  H15  C1I  C1A  119.88  3.000
 R4P  C1L  C1I  C1A  120.98  3.000
 R4P  H16  C1K  C16  117.76  3.000
 R4P  H16  C1K  C1   118.41  3.000
 R4P  C16  C1K  C1   123.77  3.000
 R4P  H17  C1L  C1I  118.91  3.000
 R4P  H17  C1L  C17  120.10  3.000
 R4P  C1I  C1L  C17  120.96  3.000
 R4P  N12  N1   N    110.54  3.000
 R4P  N1   N12  C12  109.82  3.000
 R4P  C12  N12  C14  132.26  3.000
 R4P  N1   N12  C14  117.80  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  CONST_65  H6   O    C    C1    180.00   0.0  0
 R4P  Var_01    C12  C1   C    O    -157.15  30.0  3
 R4P  Var_02    H1   C14  N12  C12   166.08  30.0  2
 R4P  Var_03    H12  C1H  C1G  C1B    39.25  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
 R4P  plan-4  H6   0.020

