# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 18:17:09 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: ethyl 1~{H}-pyrrolo[2,3-b]pyridine-4-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1ccnc2[nH]ccc12
#
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
 C9E  C9E  'ethyl 1~{H}-pyrrolo[2,3-b]pyridine-4-carboxylate'  ligand  24  14  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C9E
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
 C9E  C1   C  CR56  0   0.472   2.3035  -0.3952   0.0054
 C9E  C2   C  CH3   0  -0.689  -4.7645  -0.5228  -0.0250
 C9E  C3   C  CH2   0  -0.181  -3.6939   0.5396  -0.0279
 C9E  C7   C  CR15  0  -0.470   1.6578   1.7927  -0.0015
 C9E  C8   C  CR6   0  -0.037  -0.0822  -0.1820  -0.0123
 C9E  C9   C  CR56  0   0.035   1.1649   0.4551  -0.0036
 C9E  C10  C  CR15  0   0.017   3.0217   1.7018   0.0091
 C9E  N1   N  N     0  -0.413   2.3051  -1.7142   0.0061
 C9E  N2   N  NR15  0  -0.662   3.4096   0.3952   0.0124
 C9E  C5   C  CR16  0  -0.080   1.1078  -2.2823  -0.0025
 C9E  C6   C  CR16  0  -0.379  -0.0930  -1.5713  -0.0115
 C9E  C4   C  C     0   0.590  -1.3297   0.6237  -0.0238
 C9E  O2   O  O     0  -0.441  -1.3400   1.8312  -0.0399
 C9E  O1   O  O2    0  -0.456  -2.4184  -0.1229  -0.0143
 C9E  H1   H  HCH3  0   0.238  -4.6985  -1.1618  -0.9053
 C9E  H2   H  HCH3  0   0.238  -4.7076  -1.1470   0.8665
 C9E  H3   H  HCH3  0   0.241  -5.7422  -0.0419  -0.0342
 C9E  H4   H  HCH2  0   0.239  -3.7678   1.1697  -0.9163
 C9E  H5   H  HCH2  0   0.239  -3.7782   1.1846   0.8488
 C9E  H6   H  HCR5  0   0.255   1.0907   2.7065  -0.0071
 C9E  H7   H  HCR5  0   0.295   3.7580   2.4888   0.0135
 C9E  H8   H  HNR5  0   0.416   4.3614   0.0656   0.0193
 C9E  H9   H  HCR6  0   0.264   1.0857  -3.3654  -0.0024
 C9E  H10  H  HCR6  0   0.270  -1.0197  -2.1263  -0.0187

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
 C9E  C5   C6   aromatic  1.396  0.020  1.396
 C9E  C5   N1   aromatic  1.325  0.020  1.325
 C9E  C6   C8   aromatic  1.389  0.020  1.389
 C9E  O2   C4   double    1.208  0.020  1.208
 C9E  N1   C1   aromatic  1.319  0.020  1.319
 C9E  C8   C4   single    1.485  0.020  1.485
 C9E  C8   C9   aromatic  1.400  0.020  1.400
 C9E  C4   O1   single    1.320  0.020  1.320
 C9E  C1   C9   aromatic  1.421  0.020  1.421
 C9E  C1   N2   aromatic  1.360  0.020  1.360
 C9E  C9   C7   aromatic  1.426  0.020  1.426
 C9E  O1   C3   single    1.437  0.020  1.437
 C9E  C3   C2   single    1.508  0.020  1.508
 C9E  N2   C10  aromatic  1.363  0.020  1.363
 C9E  C7   C10  aromatic  1.367  0.020  1.367
 C9E  C2   H1   single    0.970  0.020  1.090
 C9E  C2   H2   single    0.970  0.020  1.090
 C9E  C2   H3   single    0.970  0.020  1.090
 C9E  C3   H4   single    0.970  0.020  1.090
 C9E  C3   H5   single    0.970  0.020  1.090
 C9E  C7   H6   single    0.930  0.020  1.080
 C9E  C10  H7   single    0.930  0.020  1.080
 C9E  N2   H8   single    0.860  0.020  1.020
 C9E  C5   H9   single    0.930  0.020  1.080
 C9E  C6   H10  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
 C9E  N2   C1   N1   125.48  3.000
 C9E  N2   C1   C9   107.70  3.000
 C9E  N1   C1   C9   126.83  3.000
 C9E  H3   C2   H2   107.86  3.000
 C9E  H3   C2   H1   107.84  3.000
 C9E  H2   C2   H1   108.77  3.000
 C9E  H3   C2   C3   109.02  3.000
 C9E  H2   C2   C3   111.59  3.000
 C9E  H1   C2   C3   111.62  3.000
 C9E  H5   C3   H4   107.90  3.000
 C9E  H5   C3   O1   109.47  3.000
 C9E  H4   C3   O1   109.50  3.000
 C9E  H5   C3   C2   111.09  3.000
 C9E  H4   C3   C2   111.10  3.000
 C9E  O1   C3   C2   107.77  3.000
 C9E  H6   C7   C10  125.64  3.000
 C9E  H6   C7   C9   127.95  3.000
 C9E  C10  C7   C9   106.41  3.000
 C9E  C4   C8   C6   122.41  3.000
 C9E  C4   C8   C9   120.09  3.000
 C9E  C6   C8   C9   117.51  3.000
 C9E  C8   C9   C7   137.29  3.000
 C9E  C7   C9   C1   106.53  3.000
 C9E  C8   C9   C1   116.19  3.000
 C9E  H7   C10  N2   120.37  3.000
 C9E  H7   C10  C7   129.28  3.000
 C9E  N2   C10  C7   110.35  3.000
 C9E  C5   N1   C1   115.31  3.000
 C9E  H8   N2   C10  125.64  3.000
 C9E  H8   N2   C1   125.35  3.000
 C9E  C10  N2   C1   109.01  3.000
 C9E  H9   C5   C6   119.46  3.000
 C9E  H9   C5   N1   116.55  3.000
 C9E  C6   C5   N1   123.99  3.000
 C9E  H10  C6   C5   118.45  3.000
 C9E  H10  C6   C8   121.37  3.000
 C9E  C5   C6   C8   120.18  3.000
 C9E  O1   C4   O2   123.95  3.000
 C9E  O1   C4   C8   112.70  3.000
 C9E  O2   C4   C8   123.35  3.000
 C9E  C4   O1   C3   118.10  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
 C9E  CONST_01  C6   C5   N1   C1      0.00   0.0  0
 C9E  CONST_02  C6   C8   C9   C1      0.00   0.0  0
 C9E  CONST_03  C10  C7   C9   C1      0.00   0.0  0
 C9E  CONST_04  C7   C10  N2   C1      0.00   0.0  0
 C9E  CONST_05  C6   C8   C9   C7    180.00   0.0  0
 C9E  CONST_06  N1   C1   C9   C7    180.00   0.0  0
 C9E  CONST_07  N2   C1   C9   C7      0.00   0.0  0
 C9E  CONST_08  N1   C5   C6   C8      0.00   0.0  0
 C9E  CONST_09  N1   C1   C9   C8      0.00   0.0  0
 C9E  CONST_10  N2   C1   C9   C8    180.00   0.0  0
 C9E  CONST_11  C10  C7   C9   C8    180.00   0.0  0
 C9E  CONST_12  C5   C6   C8   C9      0.00   0.0  0
 C9E  CONST_13  C5   N1   C1   C9      0.00   0.0  0
 C9E  CONST_14  C10  N2   C1   C9      0.00   0.0  0
 C9E  CONST_15  N2   C10  C7   C9      0.00   0.0  0
 C9E  CONST_16  N1   C1   N2   C10   180.00   0.0  0
 C9E  CONST_17  C5   N1   C1   N2    180.00   0.0  0
 C9E  CONST_18  C4   C8   C9   C1    180.00   0.0  0
 C9E  CONST_19  C4   C8   C9   C7      0.00   0.0  0
 C9E  CONST_20  C4   C8   C6   C5    180.00   0.0  0
 C9E  CONST_21  H9   C5   N1   C1    180.00   0.0  0
 C9E  CONST_22  H6   C7   C9   C1    180.00   0.0  0
 C9E  CONST_23  H7   C10  N2   C1    180.00   0.0  0
 C9E  CONST_24  H8   N2   C10  C7    180.00   0.0  0
 C9E  CONST_25  H10  C6   C8   C9    180.00   0.0  0
 C9E  Var_01    O2   C4   C8   C9      0.78  30.0  2
 C9E  Var_02    C8   C4   O1   C3   -179.82  30.0  1
 C9E  Var_03    H4   C3   O1   C4     58.57  30.0  3
 C9E  Var_04    H1   C2   C3   O1    -61.03  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
 C9E  plan-1  C1   0.020
 C9E  plan-1  C7   0.020
 C9E  plan-1  C8   0.020
 C9E  plan-1  C9   0.020
 C9E  plan-1  C10  0.020
 C9E  plan-1  N1   0.020
 C9E  plan-1  N2   0.020
 C9E  plan-1  C5   0.020
 C9E  plan-1  C6   0.020
 C9E  plan-1  C4   0.020
 C9E  plan-1  H6   0.020
 C9E  plan-1  H7   0.020
 C9E  plan-1  H8   0.020
 C9E  plan-1  H9   0.020
 C9E  plan-1  H10  0.020
 C9E  plan-2  C8   0.020
 C9E  plan-2  C4   0.020
 C9E  plan-2  O2   0.020
 C9E  plan-2  O1   0.020

