# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 06:09:09 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: [9-ethyl-7-(5-methylthiophen-2-yl)carbazol-3-yl]methyl-methyl-azanium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCn1c2ccc(C[NH2+]C)cc2c3ccc(cc13)c4sc(C)cc4
#
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
 EYE  EYE  '[9-ethyl-7-(5-methylthiophen-2-yl)carbazol-3-yl]methyl-methyl-azanium'  ligand  47  24  .  2021-08-08  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EYE
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
 EYE  N1   N  NR5   0  -0.630  -0.7744   1.6120  -0.2755
 EYE  C1   C  CR56  0   0.353  -2.0691   1.1676  -0.3478
 EYE  C2   C  CR56  0   0.090  -2.0767  -0.2441  -0.3710
 EYE  C3   C  CR16  0  -0.407  -3.2821  -0.9284  -0.4646
 EYE  C4   C  CR6   0   0.063  -4.4675  -0.2091  -0.5247
 EYE  C5   C  CR16  0  -0.295  -4.4392   1.1932  -0.4932
 EYE  C6   C  CR16  0  -0.308  -3.2531   1.8978  -0.4060
 EYE  C7   C  CH2   0  -0.396  -5.7791  -0.9247  -0.5914
 EYE  C8   C  CR56  0   0.390   0.0624   0.5230  -0.2207
 EYE  C9   C  CR56  0   0.056  -0.7030  -0.6570  -0.2850
 EYE  C10  C  CR16  0  -0.349  -0.0575  -1.8902  -0.2509
 EYE  C11  C  CR16  0  -0.342   1.3183  -1.9280  -0.1497
 EYE  C12  C  CR6   0   0.148   2.0819  -0.7455  -0.0729
 EYE  C13  C  CR16  0  -0.406   1.4465   0.4937  -0.1076
 EYE  C14  C  CH2   0  -0.338  -0.3550   2.9921  -0.1542
 EYE  C15  C  CR5   0  -0.220   3.5345  -0.8388   0.0532
 EYE  C16  C  CR15  0  -0.238   4.2836  -1.8760   0.5353
 EYE  C17  C  CR15  0  -0.202   5.6792  -1.6213   0.5091
 EYE  C18  C  CR5   0  -0.166   5.9984  -0.3938   0.0094
 EYE  S1   S  S2    0   0.202   4.5695   0.4589  -0.4408
 EYE  C19  C  CH3   0  -0.714   7.3464   0.2182  -0.1613
 EYE  C20  C  CH3   0  -0.663  -0.1284   3.4180   1.2877
 EYE  N2   N  NT2   1  -0.633  -6.2802  -1.2485   0.7817
 EYE  C21  C  CH3   0  -0.531  -7.6021  -1.9137   0.7951
 EYE  H1   H  HCR6  0   0.255  -3.2980  -2.0121  -0.4953
 EYE  H2   H  HCR6  0   0.263  -5.3706   1.7439  -0.5494
 EYE  H3   H  HCR6  0   0.272  -3.2599   2.9794  -0.3884
 EYE  H4   H  HCH2  0   0.312  -6.5501  -0.3210  -1.0667
 EYE  H5   H  HCH2  0   0.313  -5.7061  -1.8725  -1.1221
 EYE  H6   H  HCR6  0   0.252  -0.6211  -2.8129  -0.3102
 EYE  H7   H  HCR6  0   0.252   1.8207  -2.8862  -0.1440
 EYE  H8   H  HCR6  0   0.264   2.0160   1.4116  -0.0256
 EYE  H9   H  HCH2  0   0.265   0.5537   3.1266  -0.7425
 EYE  H10  H  HCH2  0   0.270  -1.1151   3.6169  -0.6220
 EYE  H11  H  HCR5  0   0.262   3.8536  -2.7908   0.9183
 EYE  H12  H  HCR5  0   0.262   6.4244  -2.3256   0.8534
 EYE  H13  H  HCH3  0   0.255   7.5197   0.5396  -1.1889
 EYE  H14  H  HCH3  0   0.256   7.4792   1.0901   0.4810
 EYE  H15  H  HCH3  0   0.257   8.1162  -0.5074   0.0967
 EYE  H16  H  HCH3  0   0.235   0.6500   2.8201   1.7622
 EYE  H17  H  HCH3  0   0.242   0.1844   4.4613   1.3201
 EYE  H18  H  HCH3  0   0.235  -1.0398   3.3203   1.8774
 EYE  H19  H  HNT2  0   0.471  -5.5979  -1.8403   1.2578
 EYE  H20  H  HNT2  0   0.470  -6.3267  -0.3923   1.3355
 EYE  H21  H  HCH3  0   0.288  -8.3288  -1.2529   0.3334
 EYE  H22  H  HCH3  0   0.288  -7.5317  -2.8427   0.2384
 EYE  H23  H  HCH3  0   0.295  -7.8807  -2.1143   1.8242

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
 EYE  C17  C16  aromatic  1.419  0.020  1.419
 EYE  C17  C18  aromatic  1.363  0.020  1.363
 EYE  C19  C18  single    1.490  0.020  1.490
 EYE  C16  C15  aromatic  1.367  0.020  1.367
 EYE  C18  S1   aromatic  1.724  0.020  1.724
 EYE  C15  S1   aromatic  1.732  0.020  1.732
 EYE  C15  C12  single    1.461  0.020  1.461
 EYE  C11  C12  aromatic  1.410  0.020  1.410
 EYE  C11  C10  aromatic  1.380  0.020  1.380
 EYE  C12  C13  aromatic  1.393  0.020  1.393
 EYE  C10  C9   aromatic  1.392  0.020  1.392
 EYE  C13  C8   aromatic  1.389  0.020  1.389
 EYE  C9   C8   aromatic  1.408  0.020  1.408
 EYE  C9   C2   aromatic  1.437  0.020  1.437
 EYE  C8   N1   aromatic  1.374  0.020  1.374
 EYE  C2   C3   aromatic  1.389  0.020  1.389
 EYE  C2   C1   aromatic  1.412  0.020  1.412
 EYE  C3   C4   aromatic  1.388  0.020  1.388
 EYE  N1   C1   aromatic  1.371  0.020  1.371
 EYE  N1   C14  single    1.447  0.020  1.447
 EYE  C1   C6   aromatic  1.392  0.020  1.392
 EYE  C14  C20  single    1.520  0.020  1.520
 EYE  C4   C7   single    1.496  0.020  1.496
 EYE  C4   C5   aromatic  1.403  0.020  1.403
 EYE  C7   N2   single    1.497  0.020  1.497
 EYE  N2   C21  single    1.480  0.020  1.480
 EYE  C6   C5   aromatic  1.382  0.020  1.382
 EYE  C3   H1   single    0.930  0.020  1.080
 EYE  C5   H2   single    0.930  0.020  1.080
 EYE  C6   H3   single    0.930  0.020  1.080
 EYE  C7   H4   single    0.970  0.020  1.090
 EYE  C7   H5   single    0.970  0.020  1.090
 EYE  C10  H6   single    0.930  0.020  1.080
 EYE  C11  H7   single    0.930  0.020  1.080
 EYE  C13  H8   single    0.930  0.020  1.080
 EYE  C14  H9   single    0.970  0.020  1.090
 EYE  C14  H10  single    0.970  0.020  1.090
 EYE  C16  H11  single    0.930  0.020  1.080
 EYE  C17  H12  single    0.930  0.020  1.080
 EYE  C19  H13  single    0.970  0.020  1.090
 EYE  C19  H14  single    0.970  0.020  1.090
 EYE  C19  H15  single    0.970  0.020  1.090
 EYE  C20  H16  single    0.970  0.020  1.090
 EYE  C20  H17  single    0.970  0.020  1.090
 EYE  C20  H18  single    0.970  0.020  1.090
 EYE  N2   H19  single    0.890  0.020  1.040
 EYE  N2   H20  single    0.890  0.020  1.040
 EYE  C21  H21  single    0.970  0.020  1.090
 EYE  C21  H22  single    0.970  0.020  1.090
 EYE  C21  H23  single    0.970  0.020  1.090

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
 EYE  C14  N1   C8   125.15  3.000
 EYE  C14  N1   C1   125.95  3.000
 EYE  C8   N1   C1   108.68  3.000
 EYE  C6   C1   C2   121.28  3.000
 EYE  C6   C1   N1   129.45  3.000
 EYE  C2   C1   N1   109.27  3.000
 EYE  C9   C2   C3   133.79  3.000
 EYE  C3   C2   C1   119.88  3.000
 EYE  C9   C2   C1   106.33  3.000
 EYE  H1   C3   C4   120.29  3.000
 EYE  H1   C3   C2   120.46  3.000
 EYE  C4   C3   C2   119.26  3.000
 EYE  C7   C4   C5   119.79  3.000
 EYE  C5   C4   C3   119.99  3.000
 EYE  C7   C4   C3   120.20  3.000
 EYE  H2   C5   C6   118.81  3.000
 EYE  H2   C5   C4   119.31  3.000
 EYE  C6   C5   C4   121.88  3.000
 EYE  H3   C6   C5   120.34  3.000
 EYE  H3   C6   C1   121.95  3.000
 EYE  C5   C6   C1   117.71  3.000
 EYE  H5   C7   H4   108.51  3.000
 EYE  H5   C7   N2   106.33  3.000
 EYE  H4   C7   N2   106.46  3.000
 EYE  H5   C7   C4   112.30  3.000
 EYE  H4   C7   C4   112.05  3.000
 EYE  N2   C7   C4   110.86  3.000
 EYE  C13  C8   C9   121.85  3.000
 EYE  C9   C8   N1   109.35  3.000
 EYE  C13  C8   N1   128.80  3.000
 EYE  C10  C9   C8   119.29  3.000
 EYE  C8   C9   C2   106.36  3.000
 EYE  C10  C9   C2   134.36  3.000
 EYE  H6   C10  C11  119.97  3.000
 EYE  H6   C10  C9   120.80  3.000
 EYE  C11  C10  C9   119.22  3.000
 EYE  H7   C11  C12  119.41  3.000
 EYE  H7   C11  C10  119.18  3.000
 EYE  C12  C11  C10  121.40  3.000
 EYE  C15  C12  C13  120.83  3.000
 EYE  C13  C12  C11  119.85  3.000
 EYE  C15  C12  C11  119.32  3.000
 EYE  H8   C13  C12  120.80  3.000
 EYE  H8   C13  C8   120.80  3.000
 EYE  C12  C13  C8   118.38  3.000
 EYE  H10  C14  H9   106.19  3.000
 EYE  H10  C14  C20  110.52  3.000
 EYE  H9   C14  C20  110.65  3.000
 EYE  H10  C14  N1   107.98  3.000
 EYE  H9   C14  N1   108.28  3.000
 EYE  C20  C14  N1   112.94  3.000
 EYE  S1   C15  C16  109.97  3.000
 EYE  S1   C15  C12  121.45  3.000
 EYE  C16  C15  C12  128.58  3.000
 EYE  H11  C16  C17  123.34  3.000
 EYE  H11  C16  C15  123.30  3.000
 EYE  C17  C16  C15  113.34  3.000
 EYE  H12  C17  C18  122.80  3.000
 EYE  H12  C17  C16  123.71  3.000
 EYE  C18  C17  C16  113.49  3.000
 EYE  C19  C18  S1   121.11  3.000
 EYE  S1   C18  C17  110.31  3.000
 EYE  C19  C18  C17  128.58  3.000
 EYE  C18  S1   C15   92.88  3.000
 EYE  H15  C19  H14  107.88  3.000
 EYE  H15  C19  H13  107.90  3.000
 EYE  H14  C19  H13  107.45  3.000
 EYE  H15  C19  C18  109.79  3.000
 EYE  H14  C19  C18  111.77  3.000
 EYE  H13  C19  C18  111.88  3.000
 EYE  H18  C20  H17  108.04  3.000
 EYE  H18  C20  H16  108.20  3.000
 EYE  H17  C20  H16  107.89  3.000
 EYE  H18  C20  C14  111.31  3.000
 EYE  H17  C20  C14  109.83  3.000
 EYE  H16  C20  C14  111.44  3.000
 EYE  H20  N2   H19  105.29  3.000
 EYE  H20  N2   C21  109.36  3.000
 EYE  H19  N2   C21  109.40  3.000
 EYE  H20  N2   C7   109.36  3.000
 EYE  H19  N2   C7   109.23  3.000
 EYE  C21  N2   C7   113.86  3.000
 EYE  H23  C21  H22  110.18  3.000
 EYE  H23  C21  H21  110.13  3.000
 EYE  H22  C21  H21  110.27  3.000
 EYE  H23  C21  N2   108.73  3.000
 EYE  H22  C21  N2   108.80  3.000
 EYE  H21  C21  N2   108.69  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
 EYE  CONST_01  C12  C13  C8   N1   180.00   0.0  0
 EYE  CONST_02  C10  C9   C8   N1   180.00   0.0  0
 EYE  CONST_03  C2   C9   C8   N1     0.00   0.0  0
 EYE  CONST_04  C9   C2   C1   N1     0.00   0.0  0
 EYE  CONST_05  C3   C2   C1   N1   180.00   0.0  0
 EYE  CONST_06  C5   C6   C1   N1   180.00   0.0  0
 EYE  CONST_07  C10  C9   C2   C1   180.00   0.0  0
 EYE  CONST_08  C8   C9   C2   C1     0.00   0.0  0
 EYE  CONST_09  C4   C3   C2   C1     0.00   0.0  0
 EYE  CONST_10  C13  C8   N1   C1   180.00   0.0  0
 EYE  CONST_11  C9   C8   N1   C1     0.00   0.0  0
 EYE  CONST_12  C4   C5   C6   C1     0.00   0.0  0
 EYE  CONST_13  C11  C10  C9   C2   180.00   0.0  0
 EYE  CONST_14  C13  C8   C9   C2   180.00   0.0  0
 EYE  CONST_15  C5   C4   C3   C2     0.00   0.0  0
 EYE  CONST_16  C8   N1   C1   C2     0.00   0.0  0
 EYE  CONST_17  C5   C6   C1   C2     0.00   0.0  0
 EYE  CONST_18  C10  C9   C2   C3     0.00   0.0  0
 EYE  CONST_19  C8   C9   C2   C3   180.00   0.0  0
 EYE  CONST_20  C6   C1   C2   C3     0.00   0.0  0
 EYE  CONST_21  C6   C5   C4   C3     0.00   0.0  0
 EYE  CONST_22  C9   C2   C3   C4   180.00   0.0  0
 EYE  CONST_23  C9   C2   C1   C6   180.00   0.0  0
 EYE  CONST_24  C8   N1   C1   C6   180.00   0.0  0
 EYE  CONST_25  C15  C12  C13  C8   180.00   0.0  0
 EYE  CONST_26  C11  C12  C13  C8     0.00   0.0  0
 EYE  CONST_27  C11  C10  C9   C8     0.00   0.0  0
 EYE  CONST_28  C12  C11  C10  C9     0.00   0.0  0
 EYE  CONST_29  C12  C13  C8   C9     0.00   0.0  0
 EYE  CONST_30  C15  C12  C11  C10  180.00   0.0  0
 EYE  CONST_31  C13  C12  C11  C10    0.00   0.0  0
 EYE  CONST_32  C13  C8   C9   C10    0.00   0.0  0
 EYE  CONST_35  C17  C16  C15  C12  180.00   0.0  0
 EYE  CONST_36  C18  S1   C15  C12  180.00   0.0  0
 EYE  CONST_39  C18  C17  C16  C15    0.00   0.0  0
 EYE  CONST_40  C17  C18  S1   C15    0.00   0.0  0
 EYE  CONST_41  S1   C18  C17  C16    0.00   0.0  0
 EYE  CONST_42  C18  S1   C15  C16    0.00   0.0  0
 EYE  CONST_43  S1   C15  C16  C17    0.00   0.0  0
 EYE  CONST_44  C7   C4   C3   C2   180.00   0.0  0
 EYE  CONST_45  C14  N1   C1   C2   180.00   0.0  0
 EYE  CONST_46  C14  N1   C1   C6     0.00   0.0  0
 EYE  CONST_47  C7   C4   C5   C6   180.00   0.0  0
 EYE  CONST_48  C14  N1   C8   C9   180.00   0.0  0
 EYE  CONST_49  C14  N1   C8   C13    0.00   0.0  0
 EYE  CONST_50  C19  C18  S1   C15  180.00   0.0  0
 EYE  CONST_51  C19  C18  C17  C16  180.00   0.0  0
 EYE  CONST_52  H8   C13  C8   N1     0.00   0.0  0
 EYE  CONST_53  H3   C6   C1   N1     0.00   0.0  0
 EYE  CONST_54  H1   C3   C2   C1   180.00   0.0  0
 EYE  CONST_55  H2   C5   C6   C1   180.00   0.0  0
 EYE  CONST_56  H6   C10  C9   C2     0.00   0.0  0
 EYE  CONST_57  H7   C11  C10  C9   180.00   0.0  0
 EYE  CONST_58  H11  C16  C15  C12    0.00   0.0  0
 EYE  CONST_59  H12  C17  C16  C15  180.00   0.0  0
 EYE  Var_01    C20  C14  N1   C1    94.06  30.0  2
 EYE  Var_02    N2   C7   C4   C3    86.80  30.0  2
 EYE  Var_03    H13  C19  C18  C17  124.95  30.0  2
 EYE  Var_04    C21  N2   C7   C4   177.82  30.0  3
 EYE  Var_05    H16  C20  C14  N1    60.50  30.0  3
 EYE  Var_06    H21  C21  N2   C7   -60.44  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
 EYE  plan-1  C12  0.020
 EYE  plan-1  C15  0.020
 EYE  plan-1  C16  0.020
 EYE  plan-1  C17  0.020
 EYE  plan-1  C18  0.020
 EYE  plan-1  S1   0.020
 EYE  plan-1  C19  0.020
 EYE  plan-1  H11  0.020
 EYE  plan-1  H12  0.020
 EYE  plan-2  N1   0.020
 EYE  plan-2  C1   0.020
 EYE  plan-2  C2   0.020
 EYE  plan-2  C3   0.020
 EYE  plan-2  C4   0.020
 EYE  plan-2  C5   0.020
 EYE  plan-2  C6   0.020
 EYE  plan-2  C7   0.020
 EYE  plan-2  C8   0.020
 EYE  plan-2  C9   0.020
 EYE  plan-2  C10  0.020
 EYE  plan-2  C11  0.020
 EYE  plan-2  C12  0.020
 EYE  plan-2  C13  0.020
 EYE  plan-2  C14  0.020
 EYE  plan-2  C15  0.020
 EYE  plan-2  H1   0.020
 EYE  plan-2  H2   0.020
 EYE  plan-2  H3   0.020
 EYE  plan-2  H6   0.020
 EYE  plan-2  H7   0.020
 EYE  plan-2  H8   0.020

