# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 08:41:45 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: [3-chloranyl-5-(1~{H}-indol-4-yl)phenyl]methanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCc1cc(Cl)cc(c1)c2cccc3[nH]ccc23
#
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
 EZN  EZN  '[3-chloranyl-5-(1~{H}-indol-4-yl)phenyl]methanamine'  ligand  31  18  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EZN
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
 EZN  N1   N   NR15  0  -0.679   4.2791  -0.7399   0.5686
 EZN  C2   C   CR16  0  -0.279  -3.0294  -0.4347   0.2675
 EZN  C4   C   CR16  0  -0.296  -0.7592  -1.0834  -0.2613
 EZN  C5   C   CR6   0   0.086  -0.3355   0.2305  -0.0641
 EZN  C6   C   CR16  0  -0.347  -1.2729   1.1978   0.2984
 EZN  C8   C   CR16  0  -0.337   1.4165   1.7627  -0.9364
 EZN  C9   C   CR16  0  -0.271   2.7501   2.1358  -1.1530
 EZN  C10  C   CR16  0  -0.315   3.7950   1.3580  -0.6962
 EZN  C11  C   CR56  0   0.356   3.4673   0.1910  -0.0094
 EZN  C12  C   CR15  0  -0.022   3.5170  -1.7028   1.1605
 EZN  C13  C   CR15  0  -0.453   2.1934  -1.4224   0.9764
 EZN  C3   C   CR6   0  -0.011  -2.0968  -1.3938  -0.0898
 EZN  C1   C   CR6   0   0.093  -2.6146   0.8784   0.4690
 EZN  C    C   CH2   0  -0.332  -3.6192   1.9169   0.9043
 EZN  N    N   NH2   0  -0.794  -3.2612   3.2497   0.4578
 EZN  C7   C   CR6   0   0.025   1.0803   0.5978  -0.2621
 EZN  C14  C   CR56  0   0.038   2.1298  -0.2092   0.2203
 EZN  H1   H   HNR5  0   0.411   5.2852  -0.7175   0.5711
 EZN  H2   H   HCR6  0   0.270  -4.0715  -0.7042   0.3872
 EZN  H3   H   HCR6  0   0.278  -0.0581  -1.8476  -0.5691
 EZN  H4   H   HCR6  0   0.251  -0.9525   2.2185   0.4619
 EZN  H5   H   HCR6  0   0.246   0.6281   2.3936  -1.3285
 EZN  H6   H   HCR6  0   0.252   2.9609   3.0486  -1.6946
 EZN  H7   H   HCR6  0   0.262   4.8254   1.6451  -0.8619
 EZN  H8   H   HCR5  0   0.283   3.9796  -2.5284   1.6767
 EZN  H9   H   HCR5  0   0.250   1.3724  -2.0146   1.3460
 EZN  H10  H   HCH2  0   0.219  -4.6168   1.5903   0.5828
 EZN  H11  H   HCH2  0   0.248  -3.6478   1.9249   1.9979
 EZN  H12  H   HNH2  0   0.346  -3.3917   3.3186  -0.5439
 EZN  H13  H   HNH2  0   0.357  -3.8975   3.9204   0.8683
 EZN  CL   CL  CL    0  -0.135  -2.6229  -3.0271  -0.3534

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
 EZN  C10  C9   aromatic  1.380  0.020  1.380
 EZN  C10  C11  aromatic  1.393  0.020  1.393
 EZN  C9   C8   aromatic  1.402  0.020  1.402
 EZN  C11  N1   aromatic  1.364  0.020  1.364
 EZN  C11  C14  aromatic  1.415  0.020  1.415
 EZN  N1   C12  aromatic  1.363  0.020  1.363
 EZN  C8   C7   aromatic  1.387  0.020  1.387
 EZN  C12  C13  aromatic  1.365  0.020  1.365
 EZN  C14  C7   aromatic  1.409  0.020  1.409
 EZN  C14  C13  aromatic  1.431  0.020  1.431
 EZN  C7   C5   single    1.476  0.020  1.476
 EZN  C5   C6   aromatic  1.395  0.020  1.395
 EZN  C5   C4   aromatic  1.395  0.020  1.395
 EZN  C6   C1   aromatic  1.390  0.020  1.390
 EZN  C4   C3   aromatic  1.384  0.020  1.384
 EZN  C1   C    single    1.509  0.020  1.509
 EZN  C1   C2   aromatic  1.392  0.020  1.392
 EZN  C    N    single    1.450  0.020  1.450
 EZN  C3   C2   aromatic  1.385  0.020  1.385
 EZN  C3   CL   single    1.736  0.020  1.736
 EZN  N1   H1   single    0.860  0.020  1.020
 EZN  C2   H2   single    0.930  0.020  1.080
 EZN  C4   H3   single    0.930  0.020  1.080
 EZN  C6   H4   single    0.930  0.020  1.080
 EZN  C8   H5   single    0.930  0.020  1.080
 EZN  C9   H6   single    0.930  0.020  1.080
 EZN  C10  H7   single    0.930  0.020  1.080
 EZN  C12  H8   single    0.930  0.020  1.080
 EZN  C13  H9   single    0.930  0.020  1.080
 EZN  C    H10  single    0.970  0.020  1.090
 EZN  C    H11  single    0.970  0.020  1.090
 EZN  N    H12  single    0.890  0.020  1.040
 EZN  N    H13  single    0.890  0.020  1.040

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
 EZN  H1   N1   C12  125.00  3.000
 EZN  H1   N1   C11  125.52  3.000
 EZN  C12  N1   C11  109.48  3.000
 EZN  H2   C2   C1   120.37  3.000
 EZN  H2   C2   C3   120.28  3.000
 EZN  C1   C2   C3   119.35  3.000
 EZN  H3   C4   C3   120.22  3.000
 EZN  H3   C4   C5   120.59  3.000
 EZN  C3   C4   C5   119.17  3.000
 EZN  C7   C5   C6   120.46  3.000
 EZN  C6   C5   C4   119.07  3.000
 EZN  C7   C5   C4   120.45  3.000
 EZN  H4   C6   C1   118.95  3.000
 EZN  H4   C6   C5   119.62  3.000
 EZN  C1   C6   C5   121.43  3.000
 EZN  H5   C8   C7   119.25  3.000
 EZN  H5   C8   C9   118.79  3.000
 EZN  C7   C8   C9   121.94  3.000
 EZN  H6   C9   C10  119.57  3.000
 EZN  H6   C9   C8   119.15  3.000
 EZN  C10  C9   C8   121.27  3.000
 EZN  H7   C10  C11  121.43  3.000
 EZN  H7   C10  C9   121.37  3.000
 EZN  C11  C10  C9   117.20  3.000
 EZN  C14  C11  C10  122.64  3.000
 EZN  C14  C11  N1   107.51  3.000
 EZN  C10  C11  N1   129.85  3.000
 EZN  H8   C12  C13  129.63  3.000
 EZN  H8   C12  N1   120.59  3.000
 EZN  C13  C12  N1   109.77  3.000
 EZN  H9   C13  C14  127.83  3.000
 EZN  H9   C13  C12  125.40  3.000
 EZN  C14  C13  C12  106.77  3.000
 EZN  CL   C3   C4   119.02  3.000
 EZN  CL   C3   C2   119.13  3.000
 EZN  C4   C3   C2   121.85  3.000
 EZN  C    C1   C6   121.33  3.000
 EZN  C    C1   C2   119.52  3.000
 EZN  C6   C1   C2   119.13  3.000
 EZN  H11  C    H10  105.73  3.000
 EZN  H11  C    N    107.90  3.000
 EZN  H10  C    N    114.04  3.000
 EZN  H11  C    C1   108.11  3.000
 EZN  H10  C    C1   108.41  3.000
 EZN  N    C    C1   112.29  3.000
 EZN  H13  N    H12  105.98  3.000
 EZN  H13  N    C    109.21  3.000
 EZN  H12  N    C    109.59  3.000
 EZN  C14  C7   C8   117.83  3.000
 EZN  C14  C7   C5   121.74  3.000
 EZN  C8   C7   C5   120.43  3.000
 EZN  C7   C14  C13  134.39  3.000
 EZN  C13  C14  C11  106.47  3.000
 EZN  C7   C14  C11  119.11  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
 EZN  CONST_01  C9   C10  C11  N1    180.00   0.0  0
 EZN  CONST_02  C7   C14  C11  N1    180.00   0.0  0
 EZN  CONST_03  C13  C14  C11  N1      0.00   0.0  0
 EZN  CONST_04  C14  C13  C12  N1      0.00   0.0  0
 EZN  CONST_05  C5   C6   C1   C2      0.00   0.0  0
 EZN  CONST_06  C5   C4   C3   C2      0.00   0.0  0
 EZN  CONST_09  C1   C6   C5   C4      0.00   0.0  0
 EZN  CONST_10  C1   C2   C3   C4      0.00   0.0  0
 EZN  CONST_11  C9   C8   C7   C5    180.00   0.0  0
 EZN  CONST_12  C11  C14  C7   C5    180.00   0.0  0
 EZN  CONST_13  C13  C14  C7   C5      0.00   0.0  0
 EZN  CONST_16  C3   C4   C5   C6      0.00   0.0  0
 EZN  CONST_17  C3   C2   C1   C6      0.00   0.0  0
 EZN  CONST_18  C11  C10  C9   C8      0.00   0.0  0
 EZN  CONST_19  C11  C14  C7   C8      0.00   0.0  0
 EZN  CONST_20  C13  C14  C7   C8    180.00   0.0  0
 EZN  CONST_21  C14  C11  C10  C9      0.00   0.0  0
 EZN  CONST_22  C14  C7   C8   C9      0.00   0.0  0
 EZN  CONST_23  C7   C8   C9   C10     0.00   0.0  0
 EZN  CONST_24  C12  N1   C11  C10   180.00   0.0  0
 EZN  CONST_25  C7   C14  C11  C10     0.00   0.0  0
 EZN  CONST_26  C13  C14  C11  C10   180.00   0.0  0
 EZN  CONST_27  C13  C12  N1   C11     0.00   0.0  0
 EZN  CONST_28  C12  C13  C14  C11     0.00   0.0  0
 EZN  CONST_29  C14  C11  N1   C12     0.00   0.0  0
 EZN  CONST_30  C7   C14  C13  C12   180.00   0.0  0
 EZN  CONST_31  C7   C5   C4   C3    180.00   0.0  0
 EZN  CONST_32  C7   C5   C6   C1    180.00   0.0  0
 EZN  CONST_33  C    C1   C6   C5    180.00   0.0  0
 EZN  CONST_34  CL   C3   C4   C5    180.00   0.0  0
 EZN  CONST_35  C1   C2   C3   CL    180.00   0.0  0
 EZN  CONST_36  C    C1   C2   C3    180.00   0.0  0
 EZN  CONST_37  H7   C10  C11  N1      0.00   0.0  0
 EZN  CONST_38  H9   C13  C12  N1    180.00   0.0  0
 EZN  CONST_39  H4   C6   C1   C2    180.00   0.0  0
 EZN  CONST_40  H3   C4   C3   C2    180.00   0.0  0
 EZN  CONST_41  H2   C2   C3   C4    180.00   0.0  0
 EZN  CONST_42  H5   C8   C7   C5      0.00   0.0  0
 EZN  CONST_43  H1   N1   C11  C10     0.00   0.0  0
 EZN  CONST_44  H6   C9   C10  C11   180.00   0.0  0
 EZN  CONST_45  H8   C12  N1   C11   180.00   0.0  0
 EZN  Var_01    N    C    C1   C2   -151.72  30.0  2
 EZN  Var_02    H12  N    C    C1     71.28  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
 EZN  plan-1  C2   0.020
 EZN  plan-1  C4   0.020
 EZN  plan-1  C5   0.020
 EZN  plan-1  C6   0.020
 EZN  plan-1  C3   0.020
 EZN  plan-1  C1   0.020
 EZN  plan-1  C    0.020
 EZN  plan-1  C7   0.020
 EZN  plan-1  H2   0.020
 EZN  plan-1  H3   0.020
 EZN  plan-1  H4   0.020
 EZN  plan-1  CL   0.020
 EZN  plan-2  N1   0.020
 EZN  plan-2  C5   0.020
 EZN  plan-2  C8   0.020
 EZN  plan-2  C9   0.020
 EZN  plan-2  C10  0.020
 EZN  plan-2  C11  0.020
 EZN  plan-2  C12  0.020
 EZN  plan-2  C13  0.020
 EZN  plan-2  C7   0.020
 EZN  plan-2  C14  0.020
 EZN  plan-2  H1   0.020
 EZN  plan-2  H5   0.020
 EZN  plan-2  H6   0.020
 EZN  plan-2  H7   0.020
 EZN  plan-2  H8   0.020
 EZN  plan-2  H9   0.020

