# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 14:47:09 2022
#   Inital geometry file: a 76 line input string
#   Ligand name: 5-ethyl-2-(3-methyl-1,2,3-triazol-4-yl)-1~{H}-benzimidazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1ccc2[nH]c(nc2c1)c3cnnn3C
#
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
 T1B  T1B  "5-ethyl-2-(3-methyl-1,2,3-triazol-4-yl)-1~{H}-benzimidazole"
  ligand  30  17  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_T1B
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
 T1B  C12  C  CR5   0   0.303   7.9204  7.2483  -10.0965
 T1B  C13  C  CR15  0  -0.207   6.5483  7.3682  -10.1147
 T1B  C01  C  CH3   0  -0.652  10.7126  3.1881   -3.7924
 T1B  C02  C  CH2   0  -0.500  10.3685  2.5026   -5.1136
 T1B  C03  C  CR6   0   0.114  10.3390  3.4736   -6.2632
 T1B  C04  C  CR16  0  -0.315  11.5507  3.8652   -6.8704
 T1B  C05  C  CR16  0  -0.292  11.6046  4.7855   -7.8989
 T1B  C06  C  CR56  0   0.320  10.3920  5.3214   -8.3181
 T1B  C08  C  CR5   0   0.478   8.7095  6.3793   -9.2499
 T1B  C10  C  CR56  0   0.173   9.1706  4.9525   -7.7368
 T1B  C11  C  CR16  0  -0.405   9.1441  4.0185   -6.6985
 T1B  N07  N  NR15  0  -0.725  10.0618  6.2347   -9.2829
 T1B  N09  N  N     0  -0.479   8.1438  5.6282   -8.3389
 T1B  N14  N  N     0  -0.292   6.2163  8.2832  -11.0368
 T1B  N15  N  N     0  -0.086   7.2913  8.7347  -11.5863
 T1B  N16  N  NR5   0  -0.344   8.3294  8.1279  -11.0371
 T1B  H1   H  HCR5  0   0.282   5.8195  6.8459   -9.5173
 T1B  H2   H  HCH3  0   0.229  10.7296  2.4704   -2.9715
 T1B  H3   H  HCH3  0   0.224  11.6926  3.6647   -3.8388
 T1B  H4   H  HCH3  0   0.224   9.9793  3.9581   -3.5497
 T1B  H5   H  HCH2  0   0.238   9.3985  2.0088   -5.0250
 T1B  H6   H  HCH2  0   0.237  11.1004  1.7167   -5.3146
 T1B  H7   H  HCR6  0   0.248  12.4744  3.4227   -6.5166
 T1B  H8   H  HCR6  0   0.265  12.5446  5.0682   -8.3539
 T1B  H9   H  HCR6  0   0.246   8.2032  3.7288   -6.2455
 T1B  H10  H  HCH3  0   0.298   9.5705  9.2513  -12.2298
 T1B  H11  H  HCH3  0   0.278  10.2651  8.8318  -10.6597
 T1B  H12  H  HCH3  0   0.278  10.1418  7.6026  -11.9485
 T1B  H13  H  HNR5  0   0.433  10.7192  6.6905   -9.8956
 T1B  C17  C  CH3   0  -0.569   9.6622  8.4646  -11.4880

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
 T1B  C17  N16  single    1.447  0.020  1.447
 T1B  N15  N16  aromatic  1.322  0.020  1.322
 T1B  N15  N14  aromatic  1.289  0.020  1.289
 T1B  N16  C12  aromatic  1.351  0.020  1.351
 T1B  N14  C13  aromatic  1.341  0.020  1.341
 T1B  C12  C13  aromatic  1.377  0.020  1.377
 T1B  C12  C08  single    1.447  0.020  1.447
 T1B  N07  C08  aromatic  1.360  0.020  1.360
 T1B  N07  C06  aromatic  1.369  0.020  1.369
 T1B  C08  N09  aromatic  1.309  0.020  1.309
 T1B  C06  C05  aromatic  1.390  0.020  1.390
 T1B  C06  C10  aromatic  1.402  0.020  1.402
 T1B  N09  C10  aromatic  1.369  0.020  1.369
 T1B  C05  C04  aromatic  1.381  0.020  1.381
 T1B  C10  C11  aromatic  1.397  0.020  1.397
 T1B  C04  C03  aromatic  1.411  0.020  1.411
 T1B  C11  C03  aromatic  1.384  0.020  1.384
 T1B  C03  C02  single    1.505  0.020  1.505
 T1B  C02  C01  single    1.528  0.020  1.528
 T1B  C13  H1   single    0.930  0.020  1.080
 T1B  C01  H2   single    0.970  0.020  1.090
 T1B  C01  H3   single    0.970  0.020  1.090
 T1B  C01  H4   single    0.970  0.020  1.090
 T1B  C02  H5   single    0.970  0.020  1.090
 T1B  C02  H6   single    0.970  0.020  1.090
 T1B  C04  H7   single    0.930  0.020  1.080
 T1B  C05  H8   single    0.930  0.020  1.080
 T1B  C11  H9   single    0.930  0.020  1.080
 T1B  C17  H10  single    0.970  0.020  1.090
 T1B  C17  H11  single    0.970  0.020  1.090
 T1B  C17  H12  single    0.970  0.020  1.090
 T1B  N07  H13  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
 T1B  N16  C12  C08  129.28  3.000
 T1B  C08  C12  C13  127.09  3.000
 T1B  N16  C12  C13  103.63  3.000
 T1B  H1   C13  N14  123.00  3.000
 T1B  H1   C13  C12  128.63  3.000
 T1B  N14  C13  C12  108.37  3.000
 T1B  H4   C01  H3   107.76  3.000
 T1B  H4   C01  H2   107.91  3.000
 T1B  H3   C01  H2   107.79  3.000
 T1B  H4   C01  C02  110.97  3.000
 T1B  H3   C01  C02  111.21  3.000
 T1B  H2   C01  C02  111.05  3.000
 T1B  H6   C02  H5   106.54  3.000
 T1B  H6   C02  C03  109.67  3.000
 T1B  H5   C02  C03  109.65  3.000
 T1B  H6   C02  C01  109.33  3.000
 T1B  H5   C02  C01  109.44  3.000
 T1B  C03  C02  C01  112.05  3.000
 T1B  C11  C03  C04  119.80  3.000
 T1B  C11  C03  C02  120.75  3.000
 T1B  C04  C03  C02  119.41  3.000
 T1B  H7   C04  C05  118.81  3.000
 T1B  H7   C04  C03  118.57  3.000
 T1B  C05  C04  C03  122.62  3.000
 T1B  H8   C05  C06  122.02  3.000
 T1B  H8   C05  C04  121.41  3.000
 T1B  C06  C05  C04  116.57  3.000
 T1B  N07  C06  C10  104.93  3.000
 T1B  C10  C06  C05  122.23  3.000
 T1B  N07  C06  C05  132.84  3.000
 T1B  N09  C08  N07  112.67  3.000
 T1B  N09  C08  C12  121.06  3.000
 T1B  N07  C08  C12  126.27  3.000
 T1B  N09  C10  C11  130.00  3.000
 T1B  C11  C10  C06  120.04  3.000
 T1B  N09  C10  C06  109.96  3.000
 T1B  H9   C11  C10  120.40  3.000
 T1B  H9   C11  C03  120.86  3.000
 T1B  C10  C11  C03  118.74  3.000
 T1B  H13  N07  C08  127.97  3.000
 T1B  H13  N07  C06  124.96  3.000
 T1B  C08  N07  C06  107.07  3.000
 T1B  C10  N09  C08  105.37  3.000
 T1B  N15  N14  C13  109.01  3.000
 T1B  N16  N15  N14  108.48  3.000
 T1B  N15  N16  C17  119.15  3.000
 T1B  N15  N16  C12  110.51  3.000
 T1B  C17  N16  C12  130.34  3.000
 T1B  H12  C17  H11  110.18  3.000
 T1B  H12  C17  H10  108.79  3.000
 T1B  H11  C17  H10  108.81  3.000
 T1B  H12  C17  N16  110.70  3.000
 T1B  H11  C17  N16  110.59  3.000
 T1B  H10  C17  N16  107.70  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
 T1B  CONST_01  N14  N15  N16  C12     0.00   0.0  0
 T1B  CONST_02  N15  N14  C13  C12     0.00   0.0  0
 T1B  CONST_03  C06  N07  C08  C12   180.00   0.0  0
 T1B  CONST_04  C10  N09  C08  C12   180.00   0.0  0
 T1B  CONST_05  N16  N15  N14  C13     0.00   0.0  0
 T1B  CONST_06  N15  N16  C12  C13     0.00   0.0  0
 T1B  CONST_07  N07  C08  C12  C13   180.00   0.0  0
 T1B  CONST_08  N09  C08  C12  C13     0.00   0.0  0
 T1B  CONST_09  C06  C05  C04  C03     0.00   0.0  0
 T1B  CONST_10  C06  C10  C11  C03     0.00   0.0  0
 T1B  CONST_11  N09  C10  C11  C03   180.00   0.0  0
 T1B  CONST_12  N07  C06  C05  C04   180.00   0.0  0
 T1B  CONST_13  C10  C06  C05  C04     0.00   0.0  0
 T1B  CONST_14  C10  C11  C03  C04     0.00   0.0  0
 T1B  CONST_15  C08  N07  C06  C05   180.00   0.0  0
 T1B  CONST_16  N09  C10  C06  C05   180.00   0.0  0
 T1B  CONST_17  C11  C10  C06  C05     0.00   0.0  0
 T1B  CONST_18  C11  C03  C04  C05     0.00   0.0  0
 T1B  CONST_19  N09  C08  N07  C06     0.00   0.0  0
 T1B  CONST_20  C08  N09  C10  C06     0.00   0.0  0
 T1B  CONST_21  N15  N16  C12  C08   180.00   0.0  0
 T1B  CONST_22  N14  C13  C12  C08   180.00   0.0  0
 T1B  CONST_23  C10  C06  N07  C08     0.00   0.0  0
 T1B  CONST_24  C11  C10  N09  C08   180.00   0.0  0
 T1B  CONST_25  N07  C08  N09  C10     0.00   0.0  0
 T1B  CONST_26  N07  C06  C10  C11   180.00   0.0  0
 T1B  CONST_27  N16  C12  C08  N07     0.00   0.0  0
 T1B  CONST_28  N09  C10  C06  N07     0.00   0.0  0
 T1B  CONST_29  N16  C12  C08  N09   180.00   0.0  0
 T1B  CONST_30  N16  C12  C13  N14     0.00   0.0  0
 T1B  CONST_31  C17  N16  C12  C13   180.00   0.0  0
 T1B  CONST_32  C05  C04  C03  C02   180.00   0.0  0
 T1B  CONST_33  C10  C11  C03  C02   180.00   0.0  0
 T1B  CONST_34  C17  N16  C12  C08     0.00   0.0  0
 T1B  CONST_35  N14  N15  N16  C17   180.00   0.0  0
 T1B  CONST_36  H13  N07  C08  C12     0.00   0.0  0
 T1B  CONST_37  H8   C05  C04  C03   180.00   0.0  0
 T1B  CONST_38  H9   C11  C03  C04   180.00   0.0  0
 T1B  CONST_39  H13  N07  C06  C05     0.00   0.0  0
 T1B  CONST_40  H7   C04  C05  C06   180.00   0.0  0
 T1B  CONST_41  H9   C11  C10  C06   180.00   0.0  0
 T1B  CONST_42  H1   C13  C12  C08     0.00   0.0  0
 T1B  CONST_43  H13  N07  C06  C10   180.00   0.0  0
 T1B  CONST_44  H8   C05  C06  C10   180.00   0.0  0
 T1B  CONST_45  H7   C04  C03  C11   180.00   0.0  0
 T1B  CONST_46  H8   C05  C06  N07     0.00   0.0  0
 T1B  CONST_47  H13  N07  C08  N09   180.00   0.0  0
 T1B  CONST_48  H9   C11  C10  N09     0.00   0.0  0
 T1B  CONST_49  H1   C13  N14  N15   180.00   0.0  0
 T1B  CONST_50  H1   C13  C12  N16   180.00   0.0  0
 T1B  Var_01    C04  C03  C02  C01    80.72  30.0  2
 T1B  Var_02    C11  C03  C02  C01   -97.06  30.0  2
 T1B  Var_03    H10  C17  N16  C12  -177.53  30.0  2
 T1B  Var_04    H11  C17  N16  C12   -58.75  30.0  2
 T1B  Var_05    H12  C17  N16  C12    63.66  30.0  2
 T1B  Var_06    H5   C02  C03  C04  -157.55  30.0  2
 T1B  Var_07    H6   C02  C03  C04   -40.88  30.0  2
 T1B  Var_08    H5   C02  C03  C11    24.68  30.0  2
 T1B  Var_09    H6   C02  C03  C11   141.34  30.0  2
 T1B  Var_10    H10  C17  N16  N15     2.54  30.0  2
 T1B  Var_11    H11  C17  N16  N15   121.32  30.0  2
 T1B  Var_12    H12  C17  N16  N15  -116.27  30.0  2
 T1B  Var_13    H2   C01  C02  C03  -179.99  30.0  3
 T1B  Var_14    H3   C01  C02  C03   -59.96  30.0  3
 T1B  Var_15    H4   C01  C02  C03    59.99  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
 T1B  plan-1  C12  0.020
 T1B  plan-1  C13  0.020
 T1B  plan-1  C08  0.020
 T1B  plan-1  N14  0.020
 T1B  plan-1  N15  0.020
 T1B  plan-1  N16  0.020
 T1B  plan-1  H1   0.020
 T1B  plan-1  C17  0.020
 T1B  plan-2  C12  0.020
 T1B  plan-2  C02  0.020
 T1B  plan-2  C03  0.020
 T1B  plan-2  C04  0.020
 T1B  plan-2  C05  0.020
 T1B  plan-2  C06  0.020
 T1B  plan-2  C08  0.020
 T1B  plan-2  C10  0.020
 T1B  plan-2  C11  0.020
 T1B  plan-2  N07  0.020
 T1B  plan-2  N09  0.020
 T1B  plan-2  H7   0.020
 T1B  plan-2  H8   0.020
 T1B  plan-2  H9   0.020
 T1B  plan-2  H13  0.020

