# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 00:32:40 2022
#   Inital geometry file: a 69 line input string
#   Ligand name: N,1-dimethyl-1H-indole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1cn(C)c2ccccc12
#
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
 LFO  LFO  "N,1-dimethyl-1H-indole-3-carboxamide"
  ligand  26  14  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_LFO
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
 LFO  N1   N  NH1   0  -0.655  86.3494  -4.9402  84.0843
 LFO  C4   C  CR15  0  -0.031  86.0834  -4.5834  86.9939
 LFO  C5   C  CH3   0  -0.529  85.4937  -3.9037  89.3179
 LFO  C6   C  CR56  0   0.362  86.9346  -5.8218  88.6227
 LFO  C7   C  CR16  0  -0.306  87.2760  -6.3569  89.8626
 LFO  C8   C  CR16  0  -0.277  88.1043  -7.4621  89.8684
 LFO  C10  C  CR16  0  -0.369  88.2375  -7.4787  87.4428
 LFO  C1   C  CH3   0  -0.511  86.5046  -5.0143  82.6519
 LFO  C2   C  C     0   0.478  87.0571  -5.7243  84.9206
 LFO  O1   O  O     0  -0.499  87.8603  -6.5510  84.4953
 LFO  C3   C  CR5   0  -0.171  86.8340  -5.5471  86.3610
 LFO  N2   N  NR5   0  -0.518  86.1386  -4.7424  88.3360
 LFO  C9   C  CR16  0  -0.258  88.5794  -8.0148  88.6695
 LFO  C11  C  CR56  0   0.081  87.3984  -6.3585  87.4041
 LFO  H1   H  HNH1  0   0.403  85.6602  -4.3043  84.4451
 LFO  H2   H  HCR5  0   0.297  85.5050  -3.7697  86.5814
 LFO  H3   H  HCH3  0   0.258  84.8441  -4.4965  89.9607
 LFO  H4   H  HCH3  0   0.258  86.2304  -3.3937  89.9380
 LFO  H5   H  HCH3  0   0.268  84.8895  -3.1574  88.8094
 LFO  H6   H  HCR6  0   0.267  86.9084  -5.9284  90.7864
 LFO  H7   H  HCR6  0   0.250  88.3908  -7.9081  90.8118
 LFO  H8   H  HCR6  0   0.245  88.6157  -7.9159  86.5306
 LFO  H9   H  HCH3  0   0.246  85.8492  -4.2762  82.1980
 LFO  H10  H  HCH3  0   0.234  87.5275  -4.7955  82.3431
 LFO  H11  H  HCH3  0   0.233  86.2347  -5.9963  82.2601
 LFO  H12  H  HCR6  0   0.246  89.2283  -8.8803  88.7091

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
 LFO  C1   N1   single    1.443  0.020  1.443
 LFO  N1   C2   single    1.347  0.020  1.347
 LFO  O1   C2   double    1.229  0.020  1.229
 LFO  C2   C3   single    1.468  0.020  1.468
 LFO  C3   C4   aromatic  1.376  0.020  1.376
 LFO  C3   C11  aromatic  1.437  0.020  1.437
 LFO  C4   N2   aromatic  1.353  0.020  1.353
 LFO  C11  C10  aromatic  1.400  0.020  1.400
 LFO  C11  C6   aromatic  1.410  0.020  1.410
 LFO  C10  C9   aromatic  1.382  0.020  1.382
 LFO  N2   C6   aromatic  1.371  0.020  1.371
 LFO  N2   C5   single    1.443  0.020  1.443
 LFO  C6   C7   aromatic  1.393  0.020  1.393
 LFO  C9   C8   aromatic  1.403  0.020  1.403
 LFO  C7   C8   aromatic  1.381  0.020  1.381
 LFO  N1   H1   single    0.860  0.020  1.020
 LFO  C4   H2   single    0.930  0.020  1.080
 LFO  C5   H3   single    0.970  0.020  1.090
 LFO  C5   H4   single    0.970  0.020  1.090
 LFO  C5   H5   single    0.970  0.020  1.090
 LFO  C7   H6   single    0.930  0.020  1.080
 LFO  C8   H7   single    0.930  0.020  1.080
 LFO  C10  H8   single    0.930  0.020  1.080
 LFO  C1   H9   single    0.970  0.020  1.090
 LFO  C1   H10  single    0.970  0.020  1.090
 LFO  C1   H11  single    0.970  0.020  1.090
 LFO  C9   H12  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
 LFO  H1   N1   C2   120.38  3.000
 LFO  H1   N1   C1   117.57  3.000
 LFO  C2   N1   C1   122.00  3.000
 LFO  H2   C4   N2   119.29  3.000
 LFO  H2   C4   C3   130.10  3.000
 LFO  N2   C4   C3   110.60  3.000
 LFO  H5   C5   H4   108.72  3.000
 LFO  H5   C5   H3   108.56  3.000
 LFO  H4   C5   H3   108.78  3.000
 LFO  H5   C5   N2   109.23  3.000
 LFO  H4   C5   N2   110.91  3.000
 LFO  H3   C5   N2   110.58  3.000
 LFO  C11  C6   N2   108.05  3.000
 LFO  N2   C6   C7   129.10  3.000
 LFO  C11  C6   C7   122.85  3.000
 LFO  H6   C7   C8   121.12  3.000
 LFO  H6   C7   C6   121.62  3.000
 LFO  C8   C7   C6   117.26  3.000
 LFO  H7   C8   C9   119.53  3.000
 LFO  H7   C8   C7   119.49  3.000
 LFO  C9   C8   C7   120.98  3.000
 LFO  H8   C10  C11  120.70  3.000
 LFO  H8   C10  C9   120.41  3.000
 LFO  C11  C10  C9   118.90  3.000
 LFO  H11  C1   H10  108.11  3.000
 LFO  H11  C1   H9   108.19  3.000
 LFO  H10  C1   H9   108.14  3.000
 LFO  H11  C1   N1   112.09  3.000
 LFO  H10  C1   N1   111.82  3.000
 LFO  H9   C1   N1   108.36  3.000
 LFO  C3   C2   O1   121.34  3.000
 LFO  C3   C2   N1   117.32  3.000
 LFO  O1   C2   N1   121.34  3.000
 LFO  C11  C3   C2   125.75  3.000
 LFO  C11  C3   C4   106.01  3.000
 LFO  C2   C3   C4   128.22  3.000
 LFO  C6   N2   C5   125.06  3.000
 LFO  C5   N2   C4   126.04  3.000
 LFO  C6   N2   C4   108.88  3.000
 LFO  H12  C9   C10  119.41  3.000
 LFO  H12  C9   C8   119.13  3.000
 LFO  C10  C9   C8   121.47  3.000
 LFO  C3   C11  C10  135.00  3.000
 LFO  C10  C11  C6   118.54  3.000
 LFO  C3   C11  C6   106.46  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
 LFO  CONST_01  C10  C11  C3   C4    180.00   0.0  0
 LFO  CONST_02  C6   C11  C3   C4      0.00   0.0  0
 LFO  CONST_03  C11  C6   N2   C4      0.00   0.0  0
 LFO  CONST_04  C7   C6   N2   C4    180.00   0.0  0
 LFO  CONST_05  C9   C10  C11  C6      0.00   0.0  0
 LFO  CONST_06  C3   C4   N2   C6      0.00   0.0  0
 LFO  CONST_07  C9   C8   C7   C6      0.00   0.0  0
 LFO  CONST_08  C3   C11  C6   C7    180.00   0.0  0
 LFO  CONST_09  C10  C11  C6   C7      0.00   0.0  0
 LFO  CONST_10  C10  C9   C8   C7      0.00   0.0  0
 LFO  CONST_11  C11  C10  C9   C8      0.00   0.0  0
 LFO  CONST_12  C11  C6   C7   C8      0.00   0.0  0
 LFO  CONST_13  N2   C6   C7   C8    180.00   0.0  0
 LFO  CONST_14  N2   C6   C11  C10   180.00   0.0  0
 LFO  CONST_15  C9   C10  C11  C3    180.00   0.0  0
 LFO  CONST_16  N2   C6   C11  C3      0.00   0.0  0
 LFO  CONST_17  C11  C3   C4   N2      0.00   0.0  0
 LFO  CONST_18  C3   C4   N2   C5    180.00   0.0  0
 LFO  CONST_19  C11  C6   N2   C5    180.00   0.0  0
 LFO  CONST_20  C7   C6   N2   C5      0.00   0.0  0
 LFO  CONST_21  C2   C3   C11  C6    180.00   0.0  0
 LFO  CONST_22  C2   C3   C11  C10     0.00   0.0  0
 LFO  CONST_23  N2   C4   C3   C2    180.00   0.0  0
 LFO  CONST_24  H8   C10  C11  C6    180.00   0.0  0
 LFO  CONST_25  H2   C4   N2   C6    180.00   0.0  0
 LFO  CONST_26  H7   C8   C7   C6    180.00   0.0  0
 LFO  CONST_27  H12  C9   C8   C7    180.00   0.0  0
 LFO  CONST_28  H8   C10  C9   C8    180.00   0.0  0
 LFO  CONST_29  H7   C8   C9   C10   180.00   0.0  0
 LFO  CONST_30  H8   C10  C11  C3      0.00   0.0  0
 LFO  CONST_31  H6   C7   C6   N2      0.00   0.0  0
 LFO  CONST_32  H6   C7   C8   C9    180.00   0.0  0
 LFO  CONST_33  H2   C4   C3   C11   180.00   0.0  0
 LFO  CONST_34  H12  C9   C10  C11   180.00   0.0  0
 LFO  CONST_35  H6   C7   C6   C11   180.00   0.0  0
 LFO  CONST_36  C3   C2   N1   C1    180.00   0.0  0
 LFO  CONST_37  H1   N1   C2   C3      0.00   0.0  0
 LFO  CONST_38  O1   C2   N1   C1      0.00   0.0  0
 LFO  CONST_39  H1   N1   C2   O1    180.00   0.0  0
 LFO  Var_01    C4   C3   C2   N1     -7.08  30.0  2
 LFO  Var_02    C11  C3   C2   N1    174.24  30.0  2
 LFO  Var_03    O1   C2   C3   C4    172.65  30.0  2
 LFO  Var_04    C11  C3   C2   O1     -6.02  30.0  2
 LFO  Var_05    H3   C5   N2   C4    123.55  30.0  2
 LFO  Var_06    H4   C5   N2   C4   -115.68  30.0  2
 LFO  Var_07    H5   C5   N2   C4      4.13  30.0  2
 LFO  Var_08    H3   C5   N2   C6    -57.87  30.0  2
 LFO  Var_09    H4   C5   N2   C6     62.91  30.0  2
 LFO  Var_10    H5   C5   N2   C6   -177.28  30.0  2
 LFO  Var_11    H9   C1   N1   C2   -178.80  30.0  3
 LFO  Var_12    H10  C1   N1   C2    -59.71  30.0  3
 LFO  Var_13    H11  C1   N1   C2     61.88  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
 LFO  plan-1  C4   0.020
 LFO  plan-1  C5   0.020
 LFO  plan-1  C6   0.020
 LFO  plan-1  C7   0.020
 LFO  plan-1  C8   0.020
 LFO  plan-1  C10  0.020
 LFO  plan-1  C2   0.020
 LFO  plan-1  C3   0.020
 LFO  plan-1  N2   0.020
 LFO  plan-1  C9   0.020
 LFO  plan-1  C11  0.020
 LFO  plan-1  H2   0.020
 LFO  plan-1  H6   0.020
 LFO  plan-1  H7   0.020
 LFO  plan-1  H8   0.020
 LFO  plan-1  H12  0.020
 LFO  plan-2  N1   0.020
 LFO  plan-2  C1   0.020
 LFO  plan-2  C2   0.020
 LFO  plan-2  O1   0.020
 LFO  plan-2  C3   0.020
 LFO  plan-2  H1   0.020

