# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 14:45:13 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 6,7-dimethoxy-3-[4-(1H-tetrazol-5-yl)phenyl]-1,4-dihydroindeno[1,2-c]pyrazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2Cc3c([nH]nc3c4ccc(cc4)c5[nH]nnn5)c2cc1OC
#
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
 HKC  HKC  6,7-dimethoxy-3-[4-(1H-tetrazol-5-yl)phenyl]-1,4-dihydroindeno[1,2-c]pyrazole  ligand  43  27  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HKC
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
 HKC  C19   C  CH3   0  -0.440   6.9475   1.7867   0.0838
 HKC  O2    O  O2    0  -0.465   6.5758   0.4247   0.0368
 HKC  C18   C  CR6   0   0.315   5.2637   0.1268   0.0144
 HKC  C2    C  CR6   0   0.316   4.9619  -1.2547  -0.0535
 HKC  O1    O  O2    0  -0.463   6.0305  -2.0709  -0.0848
 HKC  C1    C  CH3   0  -0.439   5.8062  -3.4648  -0.1391
 HKC  C17   C  CR16  0  -0.455   4.2424   1.0623   0.0538
 HKC  C16   C  CR56  0   0.138   2.9246   0.6150   0.0248
 HKC  C4    C  CR56  0   0.030   2.6191  -0.7457  -0.0435
 HKC  C3    C  CR16  0  -0.456   3.6409  -1.6829  -0.0827
 HKC  C7    C  CR55  0   0.347   1.6515   1.3024   0.0514
 HKC  N1    N  NR15  0  -0.525   1.1325   2.5359   0.1107
 HKC  N2    N  N     0  -0.286  -0.1978   2.5102   0.1028
 HKC  C8    C  CR5   0   0.164  -0.5479   1.2256   0.0367
 HKC  C6    C  CR55  0  -0.094   0.6015   0.4170   0.0020
 HKC  C5    C  CH2   0  -0.567   1.1222  -0.9850  -0.0643
 HKC  C9    C  CR6   0   0.054  -1.9566   0.8397   0.0113
 HKC  C15   C  CR16  0  -0.271  -2.9710   1.8005   0.0560
 HKC  C14   C  CR16  0  -0.262  -4.2997   1.4283   0.0331
 HKC  C12   C  CR6   0   0.036  -4.6569   0.0805  -0.0357
 HKC  C11   C  CR16  0  -0.254  -3.6516  -0.8825  -0.0814
 HKC  C10   C  CR16  0  -0.343  -2.3207  -0.5050  -0.0578
 HKC  C13   C  CR5   0   0.506  -6.0654  -0.2811  -0.0591
 HKC  N6    N  NR15  0  -0.510  -6.5760  -1.5154  -0.1101
 HKC  N5    N  N     0  -0.073  -7.8955  -1.4404  -0.1174
 HKC  N4    N  N     0  -0.139  -8.1845  -0.2006  -0.0725
 HKC  N3    N  N     0  -0.345  -7.0867   0.5485  -0.0346
 HKC  H191  H  HCH3  0   0.228   6.5823   2.3394  -0.7860
 HKC  H192  H  HCH3  0   0.228   6.5854   2.2787   0.9908
 HKC  H193  H  HCH3  0   0.262   8.0344   1.8111   0.0830
 HKC  H13   H  HCH3  0   0.229   5.2472  -3.8225   0.7299
 HKC  H11   H  HCH3  0   0.229   5.2713  -3.7583  -1.0466
 HKC  H12   H  HCH3  0   0.262   6.7865  -3.9350  -0.1432
 HKC  H8    H  HCR6  0   0.280   4.4526   2.1220   0.1079
 HKC  H1    H  HCR6  0   0.282   3.4008  -2.7371  -0.1362
 HKC  H9    H  HNR5  0   0.419   1.6101   3.4218   0.1584
 HKC  H2    H  HCH2  0   0.276   0.8121  -1.5119  -0.9712
 HKC  H3    H  HCH2  0   0.276   0.8017  -1.5998   0.7815
 HKC  H7    H  HCR6  0   0.260  -2.7167   2.8503   0.1098
 HKC  H6    H  HCR6  0   0.267  -5.0677   2.1889   0.0688
 HKC  H5    H  HCR6  0   0.256  -3.8854  -1.9382  -0.1366
 HKC  H4    H  HCR6  0   0.275  -1.5632  -1.2762  -0.0935
 HKC  H10   H  HNR5  0   0.451  -6.1193  -2.4160  -0.1417

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
 HKC  C19  O2    single    1.413  0.020  1.413
 HKC  O2   C18   single    1.346  0.020  1.346
 HKC  C17  C18   aromatic  1.386  0.020  1.386
 HKC  C17  C16   aromatic  1.392  0.020  1.392
 HKC  C18  C2    aromatic  1.416  0.020  1.416
 HKC  N1   C7    aromatic  1.340  0.020  1.340
 HKC  N1   N2    aromatic  1.331  0.020  1.331
 HKC  C16  C7    aromatic  1.447  0.020  1.447
 HKC  C16  C4    aromatic  1.396  0.020  1.396
 HKC  C7   C6    aromatic  1.374  0.020  1.374
 HKC  N2   C8    aromatic  1.333  0.020  1.333
 HKC  C2   O1    single    1.345  0.020  1.345
 HKC  C2   C3    aromatic  1.389  0.020  1.389
 HKC  O1   C1    single    1.413  0.020  1.413
 HKC  C4   C3    aromatic  1.387  0.020  1.387
 HKC  C4   C5    single    1.516  0.020  1.516
 HKC  C6   C8    aromatic  1.406  0.020  1.406
 HKC  C6   C5    single    1.497  0.020  1.497
 HKC  C8   C9    single    1.461  0.020  1.461
 HKC  C9   C15   aromatic  1.398  0.020  1.398
 HKC  C9   C10   aromatic  1.395  0.020  1.395
 HKC  C15  C14   aromatic  1.380  0.020  1.380
 HKC  C10  C11   aromatic  1.384  0.020  1.384
 HKC  C14  C12   aromatic  1.396  0.020  1.396
 HKC  C11  C12   aromatic  1.393  0.020  1.393
 HKC  C12  C13   single    1.454  0.020  1.454
 HKC  C13  N6    aromatic  1.337  0.020  1.337
 HKC  C13  N3    aromatic  1.316  0.020  1.316
 HKC  N6   N5    aromatic  1.322  0.020  1.322
 HKC  N3   N4    aromatic  1.330  0.020  1.330
 HKC  N5   N4    aromatic  1.274  0.020  1.274
 HKC  C19  H191  single    0.970  0.020  1.090
 HKC  C19  H192  single    0.970  0.020  1.090
 HKC  C19  H193  single    0.970  0.020  1.090
 HKC  C1   H13   single    0.970  0.020  1.090
 HKC  C1   H11   single    0.970  0.020  1.090
 HKC  C1   H12   single    0.970  0.020  1.090
 HKC  C17  H8    single    0.930  0.020  1.080
 HKC  C3   H1    single    0.930  0.020  1.080
 HKC  N1   H9    single    0.860  0.020  1.020
 HKC  C5   H2    single    0.970  0.020  1.090
 HKC  C5   H3    single    0.970  0.020  1.090
 HKC  C15  H7    single    0.930  0.020  1.080
 HKC  C14  H6    single    0.930  0.020  1.080
 HKC  C11  H5    single    0.930  0.020  1.080
 HKC  C10  H4    single    0.930  0.020  1.080
 HKC  N6   H10   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
 HKC  H193  C19  H192  108.76  3.000
 HKC  H193  C19  H191  108.78  3.000
 HKC  H192  C19  H191  108.77  3.000
 HKC  H193  C19  O2    106.54  3.000
 HKC  H192  C19  O2    111.98  3.000
 HKC  H191  C19  O2    111.91  3.000
 HKC  C18   O2   C19   118.07  3.000
 HKC  C17   C18  C2    120.21  3.000
 HKC  C2    C18  O2    115.13  3.000
 HKC  C17   C18  O2    124.66  3.000
 HKC  C3    C2   O1    124.61  3.000
 HKC  C3    C2   C18   120.31  3.000
 HKC  O1    C2   C18   115.09  3.000
 HKC  C1    O1   C2    118.26  3.000
 HKC  H12   C1   H11   108.77  3.000
 HKC  H12   C1   H13   108.82  3.000
 HKC  H11   C1   H13   108.77  3.000
 HKC  H12   C1   O1    106.47  3.000
 HKC  H11   C1   O1    111.98  3.000
 HKC  H13   C1   O1    111.92  3.000
 HKC  H8    C17  C16   119.98  3.000
 HKC  H8    C17  C18   121.32  3.000
 HKC  C16   C17  C18   118.70  3.000
 HKC  C7    C16  C4    105.75  3.000
 HKC  C4    C16  C17   121.42  3.000
 HKC  C7    C16  C17   132.83  3.000
 HKC  C5    C4   C3    128.34  3.000
 HKC  C5    C4   C16   111.75  3.000
 HKC  C3    C4   C16   119.91  3.000
 HKC  H1    C3   C4    119.74  3.000
 HKC  H1    C3   C2    120.81  3.000
 HKC  C4    C3   C2    119.45  3.000
 HKC  C6    C7   N1    107.38  3.000
 HKC  C6    C7   C16   111.44  3.000
 HKC  N1    C7   C16   141.18  3.000
 HKC  H9    N1   N2    119.42  3.000
 HKC  H9    N1   C7    128.91  3.000
 HKC  N2    N1   C7    111.68  3.000
 HKC  C8    N2   N1    106.34  3.000
 HKC  C9    C8   C6    129.50  3.000
 HKC  C9    C8   N2    120.57  3.000
 HKC  C6    C8   N2    109.93  3.000
 HKC  C5    C6   C8    145.50  3.000
 HKC  C5    C6   C7    109.82  3.000
 HKC  C8    C6   C7    104.67  3.000
 HKC  H3    C5   H2    106.70  3.000
 HKC  H3    C5   C6    112.97  3.000
 HKC  H2    C5   C6    112.90  3.000
 HKC  H3    C5   C4    111.56  3.000
 HKC  H2    C5   C4    111.56  3.000
 HKC  C6    C5   C4    101.24  3.000
 HKC  C10   C9   C15   118.34  3.000
 HKC  C10   C9   C8    120.48  3.000
 HKC  C15   C9   C8    121.18  3.000
 HKC  H7    C15  C14   119.28  3.000
 HKC  H7    C15  C9    119.87  3.000
 HKC  C14   C15  C9    120.85  3.000
 HKC  H6    C14  C12   119.93  3.000
 HKC  H6    C14  C15   119.57  3.000
 HKC  C12   C14  C15   120.50  3.000
 HKC  C13   C12  C11   121.78  3.000
 HKC  C13   C12  C14   119.25  3.000
 HKC  C11   C12  C14   118.98  3.000
 HKC  H5    C11  C10   118.33  3.000
 HKC  H5    C11  C12   121.33  3.000
 HKC  C10   C11  C12   120.34  3.000
 HKC  H4    C10  C11   118.60  3.000
 HKC  H4    C10  C9    120.41  3.000
 HKC  C11   C10  C9    121.00  3.000
 HKC  N3    C13  N6    106.64  3.000
 HKC  N3    C13  C12   126.49  3.000
 HKC  N6    C13  C12   126.88  3.000
 HKC  H10   N6   N5    120.12  3.000
 HKC  H10   N6   C13   130.67  3.000
 HKC  N5    N6   C13   109.22  3.000
 HKC  N4    N5   N6    106.35  3.000
 HKC  N3    N4   N5    111.23  3.000
 HKC  N4    N3   C13   106.57  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
 HKC  CONST_01  C7    C16  C17  C18  180.00   0.0  0
 HKC  CONST_02  C4    C16  C17  C18    0.00   0.0  0
 HKC  CONST_03  C4    C3   C2   C18    0.00   0.0  0
 HKC  CONST_04  C16   C17  C18  C2     0.00   0.0  0
 HKC  CONST_05  C16   C4   C3   C2     0.00   0.0  0
 HKC  CONST_06  C3    C2   C18  C17    0.00   0.0  0
 HKC  CONST_07  N1    C7   C16  C17    0.00   0.0  0
 HKC  CONST_08  C6    C7   C16  C17  180.00   0.0  0
 HKC  CONST_09  C3    C4   C16  C17    0.00   0.0  0
 HKC  CONST_10  N2    N1   C7   C16  180.00   0.0  0
 HKC  CONST_11  C8    C6   C7   C16  180.00   0.0  0
 HKC  CONST_12  N1    C7   C16  C4   180.00   0.0  0
 HKC  CONST_13  C6    C7   C16  C4     0.00   0.0  0
 HKC  CONST_14  C7    C16  C4   C3   180.00   0.0  0
 HKC  CONST_15  C8    N2   N1   C7     0.00   0.0  0
 HKC  CONST_16  N2    C8   C6   C7     0.00   0.0  0
 HKC  CONST_17  C9    C8   C6   C7   180.00   0.0  0
 HKC  CONST_18  C8    C6   C7   N1     0.00   0.0  0
 HKC  CONST_19  C6    C8   N2   N1     0.00   0.0  0
 HKC  CONST_20  C9    C8   N2   N1   180.00   0.0  0
 HKC  CONST_21  C6    C7   N1   N2     0.00   0.0  0
 HKC  CONST_22  C15   C9   C8   N2     0.00   0.0  0
 HKC  CONST_23  C10   C9   C8   N2   180.00   0.0  0
 HKC  CONST_24  C14   C15  C9   C8   180.00   0.0  0
 HKC  CONST_25  C11   C10  C9   C8   180.00   0.0  0
 HKC  CONST_26  C15   C9   C8   C6   180.00   0.0  0
 HKC  CONST_27  C10   C9   C8   C6     0.00   0.0  0
 HKC  CONST_28  C12   C14  C15  C9     0.00   0.0  0
 HKC  CONST_29  C12   C11  C10  C9     0.00   0.0  0
 HKC  CONST_30  C11   C10  C9   C15    0.00   0.0  0
 HKC  CONST_31  C11   C12  C14  C15    0.00   0.0  0
 HKC  CONST_32  C13   C12  C14  C15  180.00   0.0  0
 HKC  CONST_33  C10   C9   C15  C14    0.00   0.0  0
 HKC  CONST_34  C10   C11  C12  C14    0.00   0.0  0
 HKC  CONST_35  N6    C13  C12  C14  180.00   0.0  0
 HKC  CONST_36  N3    C13  C12  C14    0.00   0.0  0
 HKC  CONST_37  N5    N6   C13  C12  180.00   0.0  0
 HKC  CONST_38  N4    N3   C13  C12  180.00   0.0  0
 HKC  CONST_39  N6    C13  C12  C11    0.00   0.0  0
 HKC  CONST_40  N3    C13  C12  C11  180.00   0.0  0
 HKC  CONST_41  C13   C12  C11  C10  180.00   0.0  0
 HKC  CONST_42  N4    N5   N6   C13    0.00   0.0  0
 HKC  CONST_43  N5    N4   N3   C13    0.00   0.0  0
 HKC  CONST_44  N4    N3   C13  N6     0.00   0.0  0
 HKC  CONST_45  N3    N4   N5   N6     0.00   0.0  0
 HKC  CONST_46  N3    C13  N6   N5     0.00   0.0  0
 HKC  CONST_47  C9    C8   C6   C5     0.00   0.0  0
 HKC  CONST_48  C16   C17  C18  O2   180.00   0.0  0
 HKC  CONST_49  C3    C2   C18  O2   180.00   0.0  0
 HKC  CONST_50  C17   C18  C2   O1   180.00   0.0  0
 HKC  CONST_51  C4    C3   C2   O1   180.00   0.0  0
 HKC  CONST_52  H1    C3   C2   C18  180.00   0.0  0
 HKC  CONST_53  H8    C17  C18  C2   180.00   0.0  0
 HKC  CONST_54  H9    N1   C7   C16    0.00   0.0  0
 HKC  CONST_55  H7    C15  C9   C8     0.00   0.0  0
 HKC  CONST_56  H4    C10  C9   C8     0.00   0.0  0
 HKC  CONST_57  H6    C14  C15  C9   180.00   0.0  0
 HKC  CONST_58  H5    C11  C10  C9   180.00   0.0  0
 HKC  CONST_59  H10   N6   C13  C12    0.00   0.0  0
 HKC  Var_01    H2    C5   C4   C16  120.30  30.0  1
 HKC  Var_02    C17   C18  O2   C19   -0.99  30.0  2
 HKC  Var_03    C3    C2   O1   C1    -0.60  30.0  2
 HKC  Var_04    H191  C19  O2   C18  -60.55  30.0  3
 HKC  Var_05    H13   C1   O1   C2   -60.46  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
 HKC  plan-1  C12  0.020
 HKC  plan-1  C13  0.020
 HKC  plan-1  N6   0.020
 HKC  plan-1  N5   0.020
 HKC  plan-1  N4   0.020
 HKC  plan-1  N3   0.020
 HKC  plan-1  H10  0.020
 HKC  plan-2  C8   0.020
 HKC  plan-2  C9   0.020
 HKC  plan-2  C15  0.020
 HKC  plan-2  C14  0.020
 HKC  plan-2  C12  0.020
 HKC  plan-2  C11  0.020
 HKC  plan-2  C10  0.020
 HKC  plan-2  C13  0.020
 HKC  plan-2  H7   0.020
 HKC  plan-2  H6   0.020
 HKC  plan-2  H5   0.020
 HKC  plan-2  H4   0.020
 HKC  plan-3  O2   0.020
 HKC  plan-3  C18  0.020
 HKC  plan-3  C2   0.020
 HKC  plan-3  O1   0.020
 HKC  plan-3  C17  0.020
 HKC  plan-3  C16  0.020
 HKC  plan-3  C4   0.020
 HKC  plan-3  C3   0.020
 HKC  plan-3  C7   0.020
 HKC  plan-3  N1   0.020
 HKC  plan-3  N2   0.020
 HKC  plan-3  C8   0.020
 HKC  plan-3  C6   0.020
 HKC  plan-3  C5   0.020
 HKC  plan-3  C9   0.020
 HKC  plan-3  H8   0.020
 HKC  plan-3  H1   0.020
 HKC  plan-3  H9   0.020

