# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 13:38:02 2022
#   Inital geometry file: a 80 line input string
#   Ligand name: (8aP)-3-(pyridin-4-yl)-2,4-dihydroindeno[1,2-c]pyrazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C1c2ccccc2c3n[nH]c(c13)c4ccncc4
#
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
 89E  89E  "3-pyridin-4-yl-2,4-dihydroindeno[1,2-c]pyrazole"
  ligand  29  18  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_89E
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
 89E  N1    N  NR15  0  -0.533   1.7851  32.1993   7.4009
 89E  N3    N  N     0  -0.262   0.7023  32.8227   7.8534
 89E  C4    C  CR55  0   0.164   0.1385  31.9267   8.6401
 89E  C5    C  CR55  0  -0.110   0.8570  30.7266   8.6961
 89E  C6    C  CR5   0   0.389   1.9405  30.9290   7.8696
 89E  C7    C  CR6   0   0.149   3.0495  30.0596   7.5050
 89E  C8    C  CR16  0  -0.421   3.1690  28.8018   8.0962
 89E  C10   C  CR16  0  -0.056   4.2261  27.9834   7.7383
 89E  N12   N  N     0  -0.403   5.1534  28.3217   6.8496
 89E  C13   C  CR16  0  -0.062   5.0406  29.5187   6.2864
 89E  C15   C  CR16  0  -0.366   4.0238  30.4144   6.5721
 89E  C17   C  CH2   0  -0.570   0.1772  29.7462   9.5946
 89E  C20   C  CR56  0   0.040  -1.0281  30.5499  10.0491
 89E  C21   C  CR56  0   0.112  -1.0440  31.8355   9.4805
 89E  C22   C  CR16  0  -0.316  -2.0621  32.7317   9.7689
 89E  C24   C  CR16  0  -0.259  -3.0720  32.3327  10.6366
 89E  C26   C  CR16  0  -0.255  -3.0598  31.0618  11.2025
 89E  C28   C  CR16  0  -0.318  -2.0367  30.1626  10.9112
 89E  HC8   H  HCR6  0   0.281   2.4567  28.4536   8.8313
 89E  HC10  H  HCR6  0   0.268   4.3249  27.0054   8.1963
 89E  HC13  H  HCR6  0   0.267   5.8008  29.7873   5.5614
 89E  HC15  H  HCR6  0   0.265   4.0129  31.3651   6.0564
 89E  H171  H  HCH2  0   0.279  -0.1251  28.8308   9.0781
 89E  HC22  H  HCR6  0   0.250  -2.0722  33.7210   9.3293
 89E  HC24  H  HCR6  0   0.256  -3.8756  33.0177  10.8740
 89E  HC26  H  HCR6  0   0.255  -3.8538  30.7690  11.8773
 89E  HC28  H  HCR6  0   0.252  -2.0352  29.1759  11.3582
 89E  HN1   H  HNR5  0   0.425   2.3955  32.6939   6.7687
 89E  H172  H  HCH2  0   0.279   0.7957  29.4396  10.4429

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
 89E  C13  C15   aromatic  1.385  0.020  1.385
 89E  C13  N12   aromatic  1.328  0.020  1.328
 89E  C15  C7    aromatic  1.395  0.020  1.395
 89E  N12  C10   aromatic  1.328  0.020  1.328
 89E  N1   C6    aromatic  1.363  0.020  1.363
 89E  N1   N3    aromatic  1.329  0.020  1.329
 89E  C7   C6    single    1.456  0.020  1.456
 89E  C7   C8    aromatic  1.395  0.020  1.395
 89E  C6   C5    aromatic  1.378  0.020  1.378
 89E  C10  C8    aromatic  1.384  0.020  1.384
 89E  N3   C4    aromatic  1.319  0.020  1.319
 89E  C4   C5    aromatic  1.400  0.020  1.400
 89E  C4   C21   aromatic  1.454  0.020  1.454
 89E  C5   C17   single    1.494  0.020  1.494
 89E  C21  C22   aromatic  1.387  0.020  1.387
 89E  C21  C20   aromatic  1.406  0.020  1.406
 89E  C17  C20   single    1.518  0.020  1.518
 89E  C22  C24   aromatic  1.390  0.020  1.390
 89E  C20  C28   aromatic  1.382  0.020  1.382
 89E  C24  C26   aromatic  1.391  0.020  1.391
 89E  C28  C26   aromatic  1.393  0.020  1.393
 89E  C8   HC8   single    0.930  0.020  1.080
 89E  C10  HC10  single    0.930  0.020  1.080
 89E  C13  HC13  single    0.930  0.020  1.080
 89E  C15  HC15  single    0.930  0.020  1.080
 89E  C17  H171  single    0.970  0.020  1.090
 89E  C22  HC22  single    0.930  0.020  1.080
 89E  C24  HC24  single    0.930  0.020  1.080
 89E  C26  HC26  single    0.930  0.020  1.080
 89E  C28  HC28  single    0.930  0.020  1.080
 89E  N1   HN1   single    0.860  0.020  1.020
 89E  C17  H172  single    0.970  0.020  1.090

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
 89E  HN1   N1   C6    127.14  3.000
 89E  HN1   N1   N3    118.47  3.000
 89E  C6    N1   N3    114.39  3.000
 89E  C4    N3   N1    103.46  3.000
 89E  C21   C4   C5    109.91  3.000
 89E  C21   C4   N3    137.33  3.000
 89E  C5    C4   N3    112.76  3.000
 89E  C17   C5   C6    144.61  3.000
 89E  C17   C5   C4    110.69  3.000
 89E  C6    C5   C4    104.70  3.000
 89E  C7    C6   C5    131.43  3.000
 89E  C5    C6   N1    104.69  3.000
 89E  C7    C6   N1    123.88  3.000
 89E  C15   C7   C8    116.94  3.000
 89E  C8    C7   C6    119.85  3.000
 89E  C15   C7   C6    123.22  3.000
 89E  HC8   C8   C10   119.25  3.000
 89E  HC8   C8   C7    121.47  3.000
 89E  C10   C8   C7    119.28  3.000
 89E  HC10  C10  N12   116.66  3.000
 89E  HC10  C10  C8    119.58  3.000
 89E  N12   C10  C8    123.76  3.000
 89E  C13   N12  C10   117.01  3.000
 89E  HC13  C13  C15   119.50  3.000
 89E  HC13  C13  N12   116.57  3.000
 89E  C15   C13  N12   123.92  3.000
 89E  HC15  C15  C13   118.53  3.000
 89E  HC15  C15  C7    122.37  3.000
 89E  C13   C15  C7    119.10  3.000
 89E  H172  C17  H171  106.74  3.000
 89E  H172  C17  C20   111.41  3.000
 89E  H171  C17  C20   111.41  3.000
 89E  H172  C17  C5    113.16  3.000
 89E  H171  C17  C5    113.03  3.000
 89E  C20   C17  C5    101.18  3.000
 89E  C28   C20  C21   120.01  3.000
 89E  C28   C20  C17   128.15  3.000
 89E  C21   C20  C17   111.84  3.000
 89E  C22   C21  C20   121.01  3.000
 89E  C20   C21  C4    106.38  3.000
 89E  C22   C21  C4    132.60  3.000
 89E  HC22  C22  C24   120.59  3.000
 89E  HC22  C22  C21   120.87  3.000
 89E  C24   C22  C21   118.54  3.000
 89E  HC24  C24  C26   119.70  3.000
 89E  HC24  C24  C22   119.65  3.000
 89E  C26   C24  C22   120.65  3.000
 89E  HC26  C26  C28   119.64  3.000
 89E  HC26  C26  C24   119.62  3.000
 89E  C28   C26  C24   120.74  3.000
 89E  HC28  C28  C26   120.18  3.000
 89E  HC28  C28  C20   120.76  3.000
 89E  C26   C28  C20   119.05  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
 89E  CONST_01  C15   C7   C6   N1      0.00   0.0  0
 89E  CONST_02  C8    C7   C6   N1    180.00   0.0  0
 89E  CONST_03  C4    C5   C6   N1      0.00   0.0  0
 89E  CONST_04  C5    C4   N3   N1      0.00   0.0  0
 89E  CONST_05  C21   C4   N3   N1    180.00   0.0  0
 89E  CONST_06  C7    C6   N1   N3    180.00   0.0  0
 89E  CONST_07  C5    C6   N1   N3      0.00   0.0  0
 89E  CONST_08  C6    C5   C4   N3      0.00   0.0  0
 89E  CONST_09  C22   C21  C4   N3      0.00   0.0  0
 89E  CONST_10  C20   C21  C4   N3    180.00   0.0  0
 89E  CONST_11  C6    N1   N3   C4      0.00   0.0  0
 89E  CONST_12  C7    C6   C5   C4    180.00   0.0  0
 89E  CONST_13  C20   C17  C5   C4      0.00   0.0  0
 89E  CONST_14  C24   C22  C21  C4    180.00   0.0  0
 89E  CONST_15  C28   C20  C21  C4    180.00   0.0  0
 89E  CONST_16  C15   C7   C6   C5    180.00   0.0  0
 89E  CONST_17  C8    C7   C6   C5      0.00   0.0  0
 89E  CONST_18  C22   C21  C4   C5    180.00   0.0  0
 89E  CONST_19  C20   C21  C4   C5      0.00   0.0  0
 89E  CONST_20  C21   C20  C17  C5      0.00   0.0  0
 89E  CONST_21  C28   C20  C17  C5    180.00   0.0  0
 89E  CONST_22  C13   C15  C7   C6    180.00   0.0  0
 89E  CONST_23  C10   C8   C7   C6    180.00   0.0  0
 89E  CONST_24  C21   C4   C5   C6    180.00   0.0  0
 89E  CONST_25  C20   C17  C5   C6    180.00   0.0  0
 89E  CONST_26  N12   C13  C15  C7      0.00   0.0  0
 89E  CONST_27  N12   C10  C8   C7      0.00   0.0  0
 89E  CONST_28  C13   C15  C7   C8      0.00   0.0  0
 89E  CONST_29  C13   N12  C10  C8      0.00   0.0  0
 89E  CONST_30  C15   C13  N12  C10     0.00   0.0  0
 89E  CONST_31  C15   C7   C8   C10     0.00   0.0  0
 89E  CONST_32  C24   C22  C21  C20     0.00   0.0  0
 89E  CONST_33  C24   C26  C28  C20     0.00   0.0  0
 89E  CONST_34  C26   C24  C22  C21     0.00   0.0  0
 89E  CONST_35  C26   C28  C20  C21     0.00   0.0  0
 89E  CONST_36  C28   C20  C21  C22     0.00   0.0  0
 89E  CONST_37  C28   C26  C24  C22     0.00   0.0  0
 89E  CONST_38  C17   C5   C6   C7      0.00   0.0  0
 89E  CONST_39  HN1   N1   N3   C4    180.00   0.0  0
 89E  CONST_40  HC22  C22  C21  C4      0.00   0.0  0
 89E  CONST_41  HN1   N1   C6   C5    180.00   0.0  0
 89E  CONST_42  HC15  C15  C7   C6      0.00   0.0  0
 89E  CONST_43  HC8   C8   C7   C6      0.00   0.0  0
 89E  CONST_44  HC13  C13  C15  C7    180.00   0.0  0
 89E  CONST_45  HN1   N1   C6   C7      0.00   0.0  0
 89E  CONST_46  HC10  C10  C8   C7    180.00   0.0  0
 89E  CONST_47  HC15  C15  C7   C8    180.00   0.0  0
 89E  CONST_48  HC13  C13  N12  C10   180.00   0.0  0
 89E  CONST_49  HC15  C15  C13  N12   180.00   0.0  0
 89E  CONST_50  HC8   C8   C10  N12   180.00   0.0  0
 89E  CONST_51  HC10  C10  N12  C13   180.00   0.0  0
 89E  CONST_52  HC8   C8   C7   C15   180.00   0.0  0
 89E  CONST_53  HC28  C28  C20  C17     0.00   0.0  0
 89E  CONST_54  HC22  C22  C21  C20   180.00   0.0  0
 89E  CONST_55  HC26  C26  C28  C20   180.00   0.0  0
 89E  CONST_56  HC24  C24  C22  C21   180.00   0.0  0
 89E  CONST_57  HC28  C28  C20  C21   180.00   0.0  0
 89E  CONST_58  HC26  C26  C24  C22   180.00   0.0  0
 89E  CONST_59  HC28  C28  C26  C24   180.00   0.0  0
 89E  CONST_60  HC22  C22  C24  C26   180.00   0.0  0
 89E  CONST_61  HC24  C24  C26  C28   180.00   0.0  0
 89E  Var_01    H171  C17  C5   C4    119.09  30.0  1
 89E  Var_02    H172  C17  C5   C4   -119.43  30.0  1
 89E  Var_03    H171  C17  C5   C6    -60.57  30.0  1
 89E  Var_04    H172  C17  C5   C6     60.91  30.0  1
 89E  Var_05    H171  C17  C20  C21  -120.26  30.0  1
 89E  Var_06    H172  C17  C20  C21   120.66  30.0  1
 89E  Var_07    H171  C17  C20  C28    59.91  30.0  1
 89E  Var_08    H172  C17  C20  C28   -59.17  30.0  1

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
 89E  plan-1  C6    0.020
 89E  plan-1  C7    0.020
 89E  plan-1  C8    0.020
 89E  plan-1  C10   0.020
 89E  plan-1  N12   0.020
 89E  plan-1  C13   0.020
 89E  plan-1  C15   0.020
 89E  plan-1  HC8   0.020
 89E  plan-1  HC10  0.020
 89E  plan-1  HC13  0.020
 89E  plan-1  HC15  0.020
 89E  plan-2  N1    0.020
 89E  plan-2  N3    0.020
 89E  plan-2  C4    0.020
 89E  plan-2  C5    0.020
 89E  plan-2  C6    0.020
 89E  plan-2  C7    0.020
 89E  plan-2  C17   0.020
 89E  plan-2  C20   0.020
 89E  plan-2  C21   0.020
 89E  plan-2  C22   0.020
 89E  plan-2  C24   0.020
 89E  plan-2  C26   0.020
 89E  plan-2  C28   0.020
 89E  plan-2  HC22  0.020
 89E  plan-2  HC24  0.020
 89E  plan-2  HC26  0.020
 89E  plan-2  HC28  0.020
 89E  plan-2  HN1   0.020

