# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 20:07:20 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 2-(2-methylphenyl)-1H-indole-6-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccccc1c2[nH]c3cc(ccc3c2)C(N)=N
#
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
 22M  22M  2-(2-methylphenyl)-1H-indole-6-carboximidamide  ligand  34  19  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_22M
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
 22M  C1    C  CR16  0  -0.305  -3.2350  -1.2875   0.6309
 22M  C2    C  CR6   0   0.016  -3.3489   0.0012   0.0680
 22M  C3    C  C     0   0.331  -4.6792   0.6207  -0.1771
 22M  N4    N  N     0  -0.656  -4.7781   1.8957  -0.1845
 22M  N5    N  NH2   0  -0.822  -5.7127  -0.2609  -0.3365
 22M  C6    C  CR16  0  -0.351  -2.2097   0.7198  -0.2627
 22M  C7    C  CR56  0   0.372  -0.9756   0.1235  -0.0408
 22M  C8    C  CR56  0   0.073  -0.8455  -1.1718   0.5096
 22M  C9    C  CR16  0  -0.338  -2.0063  -1.8719   0.8563
 22M  C10   C  CR15  0  -0.442   0.5490  -1.4531   0.5742
 22M  C11   C  CR5   0   0.311   1.2066  -0.3548   0.0801
 22M  C12   C  CR6   0   0.018   2.6504  -0.1548  -0.0859
 22M  C13   C  CR16  0  -0.293   3.3879  -1.1779  -0.6845
 22M  C14   C  CR16  0  -0.259   4.7581  -1.0674  -0.8572
 22M  C15   C  CR16  0  -0.246   5.4075   0.0813  -0.4295
 22M  C16   C  CR16  0  -0.294   4.6819   1.0975   0.1752
 22M  C17   C  CR6   0   0.079   3.3048   1.0043   0.3623
 22M  C18   C  CH3   0  -0.758   2.5797   2.1198   1.0623
 22M  N19   N  NR15  0  -0.731   0.2836   0.5914  -0.2808
 22M  H1    H  HCR6  0   0.249  -4.1277  -1.8288   0.9165
 22M  HN4   H  H     0   0.320  -5.7253   2.1875  -0.4112
 22M  HN51  H  HNH2  0   0.392  -5.5057  -1.1676  -0.7226
 22M  HN52  H  HNH2  0   0.388  -6.5909   0.1168  -0.6553
 22M  H6    H  HCR6  0   0.258  -2.2915   1.7100  -0.6915
 22M  H9    H  HCR6  0   0.248  -1.9455  -2.8589   1.2975
 22M  H10   H  HCR5  0   0.253   1.0185  -2.3441   0.9602
 22M  H13   H  HCR6  0   0.253   2.8726  -2.0638  -1.0335
 22M  H14   H  HCR6  0   0.258   5.3103  -1.8704  -1.3272
 22M  H15   H  HCR6  0   0.257   6.4771   0.1863  -0.5590
 22M  H16   H  HCR6  0   0.252   5.1986   1.9828   0.5260
 22M  H181  H  HCH3  0   0.249   2.0427   2.7647   0.3642
 22M  H182  H  HCH3  0   0.250   1.8516   1.7453   1.7821
 22M  H183  H  HCH3  0   0.256   3.2830   2.7530   1.6011
 22M  HN19  H  HNR5  0   0.411   0.4983   1.4575  -0.7468

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
 22M  C1   C2    aromatic  1.411  0.020  1.411
 22M  C1   C9    aromatic  1.379  0.020  1.379
 22M  C1   H1    single    0.930  0.020  1.080
 22M  C2   C3    single    1.488  0.020  1.488
 22M  C2   C6    aromatic  1.387  0.020  1.387
 22M  C3   N4    double    1.279  0.020  1.279
 22M  C3   N5    single    1.368  0.020  1.368
 22M  N4   HN4   single    0.890  0.020  1.040
 22M  N5   HN51  single    0.890  0.020  1.040
 22M  N5   HN52  single    0.890  0.020  1.040
 22M  C6   C7    aromatic  1.389  0.020  1.389
 22M  C6   H6    single    0.930  0.020  1.080
 22M  C7   C8    aromatic  1.413  0.020  1.413
 22M  C7   N19   aromatic  1.365  0.020  1.365
 22M  C8   C9    aromatic  1.399  0.020  1.399
 22M  C8   C10   aromatic  1.424  0.020  1.424
 22M  C9   H9    single    0.930  0.020  1.080
 22M  C10  C11   aromatic  1.372  0.020  1.372
 22M  C10  H10   single    0.930  0.020  1.080
 22M  C11  C12   single    1.467  0.020  1.467
 22M  C11  N19   aromatic  1.370  0.020  1.370
 22M  C12  C13   aromatic  1.396  0.020  1.396
 22M  C12  C17   aromatic  1.404  0.020  1.404
 22M  C13  C14   aromatic  1.385  0.020  1.385
 22M  C13  H13   single    0.930  0.020  1.080
 22M  C14  C15   aromatic  1.387  0.020  1.387
 22M  C14  H14   single    0.930  0.020  1.080
 22M  C15  C16   aromatic  1.387  0.020  1.387
 22M  C15  H15   single    0.930  0.020  1.080
 22M  C16  C17   aromatic  1.393  0.020  1.393
 22M  C16  H16   single    0.930  0.020  1.080
 22M  C17  C18   single    1.503  0.020  1.503
 22M  C18  H181  single    0.970  0.020  1.090
 22M  C18  H182  single    0.970  0.020  1.090
 22M  C18  H183  single    0.970  0.020  1.090
 22M  N19  HN19  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
 22M  H1    C1   C9    118.67  3.000
 22M  H1    C1   C2    119.70  3.000
 22M  C9    C1   C2    121.61  3.000
 22M  C6    C2   C3    118.64  3.000
 22M  C6    C2   C1    120.14  3.000
 22M  C3    C2   C1    121.22  3.000
 22M  N5    C3   N4    125.69  3.000
 22M  N5    C3   C2    115.24  3.000
 22M  N4    C3   C2    119.03  3.000
 22M  HN4   N4   C3    111.07  3.000
 22M  HN52  N5   HN51  113.28  3.000
 22M  HN52  N5   C3    116.99  3.000
 22M  HN51  N5   C3    118.02  3.000
 22M  H6    C6   C7    121.57  3.000
 22M  H6    C6   C2    120.44  3.000
 22M  C7    C6   C2    117.99  3.000
 22M  N19   C7   C8    107.33  3.000
 22M  N19   C7   C6    130.15  3.000
 22M  C8    C7   C6    122.52  3.000
 22M  C10   C8   C9    134.61  3.000
 22M  C10   C8   C7    106.79  3.000
 22M  C9    C8   C7    118.60  3.000
 22M  H9    C9   C8    120.70  3.000
 22M  H9    C9   C1    120.19  3.000
 22M  C8    C9   C1    119.11  3.000
 22M  H10   C10  C11   125.56  3.000
 22M  H10   C10  C8    127.27  3.000
 22M  C11   C10  C8    107.15  3.000
 22M  N19   C11  C12   122.62  3.000
 22M  N19   C11  C10   108.95  3.000
 22M  C12   C11  C10   128.43  3.000
 22M  C17   C12  C13   119.70  3.000
 22M  C17   C12  C11   122.34  3.000
 22M  C13   C12  C11   117.94  3.000
 22M  H13   C13  C14   119.73  3.000
 22M  H13   C13  C12   119.11  3.000
 22M  C14   C13  C12   121.16  3.000
 22M  H14   C14  C15   120.64  3.000
 22M  H14   C14  C13   119.97  3.000
 22M  C15   C14  C13   119.38  3.000
 22M  H15   C15  C16   119.86  3.000
 22M  H15   C15  C14   120.39  3.000
 22M  C16   C15  C14   119.74  3.000
 22M  H16   C16  C17   118.86  3.000
 22M  H16   C16  C15   119.35  3.000
 22M  C17   C16  C15   121.78  3.000
 22M  C18   C17  C16   119.32  3.000
 22M  C18   C17  C12   122.43  3.000
 22M  C16   C17  C12   118.23  3.000
 22M  H183  C18  H182  107.73  3.000
 22M  H183  C18  H181  106.89  3.000
 22M  H182  C18  H181  107.26  3.000
 22M  H183  C18  C17   110.51  3.000
 22M  H182  C18  C17   112.01  3.000
 22M  H181  C18  C17   112.19  3.000
 22M  HN19  N19  C11   124.92  3.000
 22M  HN19  N19  C7    124.98  3.000
 22M  C11   N19  C7    109.78  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
 22M  CONST_01  C7    C6   C2   C1     0.00   0.0  0
 22M  CONST_02  C7    C8   C9   C1     0.00   0.0  0
 22M  CONST_03  C10   C8   C9   C1   180.00   0.0  0
 22M  CONST_04  C8    C9   C1   C2     0.00   0.0  0
 22M  CONST_05  C8    C7   C6   C2     0.00   0.0  0
 22M  CONST_06  N19   C7   C6   C2   180.00   0.0  0
 22M  CONST_07  C9    C1   C2   C6     0.00   0.0  0
 22M  CONST_08  C9    C8   C7   C6     0.00   0.0  0
 22M  CONST_09  C10   C8   C7   C6   180.00   0.0  0
 22M  CONST_10  C11   N19  C7   C6   180.00   0.0  0
 22M  CONST_11  C11   C10  C8   C7     0.00   0.0  0
 22M  CONST_12  C10   C11  N19  C7     0.00   0.0  0
 22M  CONST_13  C12   C11  N19  C7   180.00   0.0  0
 22M  CONST_14  C11   N19  C7   C8     0.00   0.0  0
 22M  CONST_15  C12   C11  C10  C8   180.00   0.0  0
 22M  CONST_16  N19   C11  C10  C8     0.00   0.0  0
 22M  CONST_17  N19   C7   C8   C9   180.00   0.0  0
 22M  CONST_18  C11   C10  C8   C9   180.00   0.0  0
 22M  CONST_19  N19   C7   C8   C10    0.00   0.0  0
 22M  CONST_22  C14   C13  C12  C11  180.00   0.0  0
 22M  CONST_23  C16   C17  C12  C11  180.00   0.0  0
 22M  CONST_24  C15   C14  C13  C12    0.00   0.0  0
 22M  CONST_25  C15   C16  C17  C12    0.00   0.0  0
 22M  CONST_27  C16   C17  C12  C13    0.00   0.0  0
 22M  CONST_28  C16   C15  C14  C13    0.00   0.0  0
 22M  CONST_29  C17   C12  C13  C14    0.00   0.0  0
 22M  CONST_30  C17   C16  C15  C14    0.00   0.0  0
 22M  CONST_32  C9    C1   C2   C3   180.00   0.0  0
 22M  CONST_33  C7    C6   C2   C3   180.00   0.0  0
 22M  CONST_34  C18   C17  C12  C11    0.00   0.0  0
 22M  CONST_35  C18   C17  C12  C13  180.00   0.0  0
 22M  CONST_36  C18   C17  C16  C15  180.00   0.0  0
 22M  CONST_37  H6    C6   C2   C1   180.00   0.0  0
 22M  CONST_38  H9    C9   C1   C2   180.00   0.0  0
 22M  CONST_39  H1    C1   C2   C6   180.00   0.0  0
 22M  CONST_40  HN19  N19  C7   C6     0.00   0.0  0
 22M  CONST_41  H10   C10  C8   C7   180.00   0.0  0
 22M  CONST_42  H13   C13  C12  C11    0.00   0.0  0
 22M  CONST_43  H14   C14  C13  C12  180.00   0.0  0
 22M  CONST_44  H16   C16  C17  C12  180.00   0.0  0
 22M  CONST_45  H15   C15  C14  C13  180.00   0.0  0
 22M  CONST_46  HN4   N4   C3   C2   180.00   0.0  0
 22M  CONST_48  HN52  N5   C3   C2   180.00   0.0  0
 22M  Var_01    N4    C3   C2   C1   153.24  30.0  2
 22M  Var_02    H181  C18  C17  C12  -79.06  30.0  2

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
 22M  plan-1  C11   0.020
 22M  plan-1  C12   0.020
 22M  plan-1  C13   0.020
 22M  plan-1  C14   0.020
 22M  plan-1  C15   0.020
 22M  plan-1  C16   0.020
 22M  plan-1  C17   0.020
 22M  plan-1  C18   0.020
 22M  plan-1  H13   0.020
 22M  plan-1  H14   0.020
 22M  plan-1  H15   0.020
 22M  plan-1  H16   0.020
 22M  plan-2  C1    0.020
 22M  plan-2  C2    0.020
 22M  plan-2  C3    0.020
 22M  plan-2  C6    0.020
 22M  plan-2  C7    0.020
 22M  plan-2  C8    0.020
 22M  plan-2  C9    0.020
 22M  plan-2  C10   0.020
 22M  plan-2  C11   0.020
 22M  plan-2  C12   0.020
 22M  plan-2  N19   0.020
 22M  plan-2  H1    0.020
 22M  plan-2  H6    0.020
 22M  plan-2  H9    0.020
 22M  plan-2  H10   0.020
 22M  plan-2  HN19  0.020
 22M  plan-3  C2    0.020
 22M  plan-3  C3    0.020
 22M  plan-3  N4    0.020
 22M  plan-3  N5    0.020
 22M  plan-3  HN4   0.020
 22M  plan-3  HN51  0.020
 22M  plan-3  HN52  0.020

