# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 20:54:43 2022
#   Inital geometry file: a 68 line input string
#   Ligand name: 2-(5-chloranyl-2-methyl-1~{H}-indol-3-yl)ethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]c2ccc(Cl)cc2c1CCN
#
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
 G60  G60  "2-(5-chloro-2-methyl-1H-indol-3-yl)ethan-1-amine"
  ligand  27  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_G60
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
 G60  C13   C   CR56  0   0.348  -0.0978  3.9692  30.1684
 G60  C1    C   CH3   0  -0.739   1.3810  0.6660  29.7509
 G60  C2    C   CR5   0   0.289   1.1140  2.1271  29.7898
 G60  C3    C   CR5   0  -0.034   1.9378  3.1789  29.4787
 G60  C4    C   CH2   0  -0.543   3.3589  3.1172  29.0260
 G60  C5    C   CH2   0  -0.266   4.3483  3.1583  30.1878
 G60  C7    C   CR56  0   0.050   1.1803  4.3686  29.7201
 G60  C8    C   CR16  0  -0.342   1.4673  5.7309  29.5904
 G60  C9    C   CR6   0  -0.046   0.4742  6.6332  29.9092
 G60  C11   C   CR16  0  -0.249  -0.7933  6.2346  30.3525
 G60  C12   C   CR16  0  -0.311  -1.0903  4.8910  30.4848
 G60  N6    N   NH2   0  -0.798   5.7190  3.1395  29.7009
 G60  N14   N   NR15  0  -0.727  -0.1040  2.6072  30.1994
 G60  CL    CL  CL    0  -0.152   0.7972  8.3387  29.7580
 G60  H11   H   HCH3  0   0.255   1.4101  0.2406  30.7560
 G60  H13   H   HCH3  0   0.253   0.6095  0.1323  29.1934
 G60  H12   H   HCH3  0   0.254   2.3395  0.4606  29.2789
 G60  H41   H   HCH2  0   0.235   3.5303  2.2064  28.4435
 G60  H42   H   HCH2  0   0.232   3.5716  3.9513  28.3510
 G60  H51   H   HCH2  0   0.217   4.1961  4.0828  30.7511
 G60  H52   H   HCH2  0   0.192   4.1116  2.3358  30.8781
 G60  H81   H   HCR6  0   0.261   2.4382  6.0678  29.2492
 G60  H111  H   HCR6  0   0.267  -1.5406  6.9790  30.5907
 G60  H121  H   HCR6  0   0.264  -2.0684  4.5761  30.8253
 G60  H61   H   HNH2  0   0.345   6.3557  3.2209  30.4834
 G60  H62   H   HNH2  0   0.337   5.9135  2.2356  29.2868
 G60  H141  H   HNR5  0   0.405  -0.8838  2.0345  30.4794

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
 G60  C4   C3    single    1.493  0.020  1.493
 G60  C4   C5    single    1.527  0.020  1.527
 G60  CL   C9    single    1.742  0.020  1.742
 G60  N6   C5    single    1.455  0.020  1.455
 G60  C8   C7    aromatic  1.398  0.020  1.398
 G60  C8   C9    aromatic  1.379  0.020  1.379
 G60  C3   C7    aromatic  1.431  0.020  1.431
 G60  C3   C2    aromatic  1.372  0.020  1.372
 G60  C7   C13   aromatic  1.412  0.020  1.412
 G60  C9   C11   aromatic  1.401  0.020  1.401
 G60  C2   C1    single    1.486  0.020  1.486
 G60  C2   N14   aromatic  1.372  0.020  1.372
 G60  C13  N14   aromatic  1.362  0.020  1.362
 G60  C13  C12   aromatic  1.391  0.020  1.391
 G60  C11  C12   aromatic  1.382  0.020  1.382
 G60  C1   H11   single    0.970  0.020  1.090
 G60  C1   H13   single    0.970  0.020  1.090
 G60  C1   H12   single    0.970  0.020  1.090
 G60  C4   H41   single    0.970  0.020  1.090
 G60  C4   H42   single    0.970  0.020  1.090
 G60  C5   H51   single    0.970  0.020  1.090
 G60  C5   H52   single    0.970  0.020  1.090
 G60  C8   H81   single    0.930  0.020  1.080
 G60  C11  H111  single    0.930  0.020  1.080
 G60  C12  H121  single    0.930  0.020  1.080
 G60  N6   H61   single    0.890  0.020  1.040
 G60  N6   H62   single    0.890  0.020  1.040
 G60  N14  H141  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
 G60  N14   C13  C12  130.85  3.000
 G60  C12   C13  C7   122.05  3.000
 G60  N14   C13  C7   107.10  3.000
 G60  H12   C1   H13  107.99  3.000
 G60  H12   C1   H11  107.60  3.000
 G60  H13   C1   H11  107.37  3.000
 G60  H12   C1   C2   110.81  3.000
 G60  H13   C1   C2   111.55  3.000
 G60  H11   C1   C2   111.34  3.000
 G60  N14   C2   C3   109.43  3.000
 G60  N14   C2   C1   120.77  3.000
 G60  C3    C2   C1   129.80  3.000
 G60  C7    C3   C4   126.12  3.000
 G60  C7    C3   C2   106.34  3.000
 G60  C4    C3   C2   127.50  3.000
 G60  H42   C4   H41  106.00  3.000
 G60  H42   C4   C5   108.85  3.000
 G60  H41   C4   C5   109.02  3.000
 G60  H42   C4   C3   109.93  3.000
 G60  H41   C4   C3   110.17  3.000
 G60  C5    C4   C3   112.65  3.000
 G60  H52   C5   H51  106.21  3.000
 G60  H52   C5   N6   113.78  3.000
 G60  H51   C5   N6   108.34  3.000
 G60  H52   C5   C4   108.55  3.000
 G60  H51   C5   C4   108.95  3.000
 G60  N6    C5   C4   110.83  3.000
 G60  C8    C7   C3   133.30  3.000
 G60  C3    C7   C13  107.31  3.000
 G60  C8    C7   C13  119.39  3.000
 G60  H81   C8   C9   121.00  3.000
 G60  H81   C8   C7   121.09  3.000
 G60  C9    C8   C7   117.92  3.000
 G60  CL    C9   C11  118.28  3.000
 G60  C11   C9   C8   122.59  3.000
 G60  CL    C9   C8   119.13  3.000
 G60  H111  C11  C12  119.97  3.000
 G60  H111  C11  C9   119.94  3.000
 G60  C12   C11  C9   120.09  3.000
 G60  H121  C12  C11  120.46  3.000
 G60  H121  C12  C13  121.57  3.000
 G60  C11   C12  C13  117.97  3.000
 G60  H62   N6   H61  105.49  3.000
 G60  H62   N6   C5   109.22  3.000
 G60  H61   N6   C5   109.45  3.000
 G60  H141  N14  C2   124.85  3.000
 G60  H141  N14  C13  125.33  3.000
 G60  C2    N14  C13  109.82  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
 G60  CONST_01  C9    C8   C7   C13     0.00   0.0  0
 G60  CONST_02  C2    C3   C7   C13     0.00   0.0  0
 G60  CONST_03  C3    C2   N14  C13     0.00   0.0  0
 G60  CONST_04  C9    C11  C12  C13     0.00   0.0  0
 G60  CONST_05  C8    C7   C3   C2    180.00   0.0  0
 G60  CONST_06  C7    C13  N14  C2      0.00   0.0  0
 G60  CONST_07  C12   C13  N14  C2    180.00   0.0  0
 G60  CONST_08  C9    C8   C7   C3    180.00   0.0  0
 G60  CONST_09  N14   C13  C7   C3      0.00   0.0  0
 G60  CONST_10  C12   C13  C7   C3    180.00   0.0  0
 G60  CONST_11  C11   C9   C8   C7      0.00   0.0  0
 G60  CONST_12  N14   C2   C3   C7      0.00   0.0  0
 G60  CONST_13  C11   C12  C13  C7      0.00   0.0  0
 G60  CONST_14  N14   C13  C7   C8    180.00   0.0  0
 G60  CONST_15  C12   C13  C7   C8      0.00   0.0  0
 G60  CONST_16  C12   C11  C9   C8      0.00   0.0  0
 G60  CONST_17  N14   C13  C12  C11   180.00   0.0  0
 G60  CONST_18  C4    C3   C7   C13   180.00   0.0  0
 G60  CONST_19  C1    C2   N14  C13   180.00   0.0  0
 G60  CONST_20  C7    C3   C2   C1    180.00   0.0  0
 G60  CONST_21  C8    C7   C3   C4      0.00   0.0  0
 G60  CONST_22  N14   C2   C3   C4    180.00   0.0  0
 G60  CONST_23  CL    C9   C8   C7    180.00   0.0  0
 G60  CONST_24  CL    C9   C11  C12   180.00   0.0  0
 G60  CONST_25  H81   C8   C7   C13   180.00   0.0  0
 G60  CONST_26  H111  C11  C12  C13   180.00   0.0  0
 G60  CONST_27  H81   C8   C7   C3      0.00   0.0  0
 G60  CONST_28  H141  N14  C2   C3    180.00   0.0  0
 G60  CONST_29  H141  N14  C13  C7    180.00   0.0  0
 G60  CONST_30  H121  C12  C13  C7    180.00   0.0  0
 G60  CONST_31  H111  C11  C9   C8    180.00   0.0  0
 G60  CONST_32  H121  C12  C11  C9    180.00   0.0  0
 G60  CONST_33  H81   C8   C9   C11   180.00   0.0  0
 G60  CONST_34  H141  N14  C13  C12     0.00   0.0  0
 G60  CONST_35  H121  C12  C13  N14     0.00   0.0  0
 G60  Var_01    C5    C4   C3   C2    -90.22  30.0  2
 G60  Var_02    C7    C3   C4   C5     87.33  30.0  2
 G60  Var_03    H41   C4   C3   C2     31.75  30.0  2
 G60  Var_04    H42   C4   C3   C2    148.20  30.0  2
 G60  Var_05    H11   C1   C2   C3    111.18  30.0  2
 G60  Var_06    H13   C1   C2   C3   -128.89  30.0  2
 G60  Var_07    H12   C1   C2   C3     -8.53  30.0  2
 G60  Var_08    H41   C4   C3   C7   -150.70  30.0  2
 G60  Var_09    H42   C4   C3   C7    -34.24  30.0  2
 G60  Var_10    H11   C1   C2   N14   -67.91  30.0  2
 G60  Var_11    H13   C1   C2   N14    52.01  30.0  2
 G60  Var_12    H12   C1   C2   N14   172.37  30.0  2
 G60  Var_13    N6    C5   C4   C3   -178.17  30.0  3
 G60  Var_14    H51   C5   C4   C3    -59.06  30.0  3
 G60  Var_15    H52   C5   C4   C3     56.18  30.0  3
 G60  Var_16    H61   N6   C5   C4    176.78  30.0  3
 G60  Var_17    H62   N6   C5   C4    -68.20  30.0  3
 G60  Var_18    H41   C4   C5   N6     59.21  30.0  1
 G60  Var_19    H42   C4   C5   N6    -55.99  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
 G60  plan-1  C13   0.020
 G60  plan-1  C1    0.020
 G60  plan-1  C2    0.020
 G60  plan-1  C3    0.020
 G60  plan-1  C4    0.020
 G60  plan-1  C7    0.020
 G60  plan-1  C8    0.020
 G60  plan-1  C9    0.020
 G60  plan-1  C11   0.020
 G60  plan-1  C12   0.020
 G60  plan-1  N14   0.020
 G60  plan-1  CL    0.020
 G60  plan-1  H81   0.020
 G60  plan-1  H111  0.020
 G60  plan-1  H121  0.020
 G60  plan-1  H141  0.020

