# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 04:01:20 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: [9-ethyl-7-(4-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)c4scc(C)c4
#
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
 EXQ  EXQ  '[9-ethyl-7-(4-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_EXQ
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
 EXQ  N1   N  NR5   0  -0.630  -0.8561   1.6523  -0.2883
 EXQ  C1   C  CR56  0   0.354  -2.1214   1.1291  -0.3512
 EXQ  C2   C  CR56  0   0.089  -2.0472  -0.2789  -0.2790
 EXQ  C3   C  CR16  0  -0.408  -3.2088  -1.0382  -0.3479
 EXQ  C4   C  CR6   0   0.064  -4.4313  -0.3960  -0.4846
 EXQ  C5   C  CR16  0  -0.295  -4.4841   1.0051  -0.5490
 EXQ  C6   C  CR16  0  -0.307  -3.3438   1.7829  -0.4817
 EXQ  C7   C  CH2   0  -0.396  -5.6972  -1.1905  -0.5389
 EXQ  C8   C  CR56  0   0.390   0.0407   0.6206  -0.1482
 EXQ  C9   C  CR56  0   0.059  -0.6538  -0.6041  -0.1470
 EXQ  C10  C  CR16  0  -0.349   0.0607  -1.7932  -0.0292
 EXQ  C11  C  CR16  0  -0.339   1.4349  -1.7441   0.0915
 EXQ  C12  C  CR6   0   0.144   2.1280  -0.5171   0.0845
 EXQ  C13  C  CR16  0  -0.403   1.4242   0.6781  -0.0392
 EXQ  C14  C  CH2   0  -0.338  -0.5179   3.0593  -0.2487
 EXQ  C15  C  CR5   0  -0.204   3.5852  -0.5149   0.2046
 EXQ  C16  C  CR15  0  -0.275   4.4666  -1.5067  -0.1251
 EXQ  C17  C  CR5   0   0.190   5.8300  -1.1707   0.1143
 EXQ  C18  C  CR15  0  -0.534   5.9516   0.0860   0.6286
 EXQ  S1   S  S2    0   0.204   4.4333   0.8556   0.8301
 EXQ  C19  C  CH3   0  -0.724   6.9748  -2.0900  -0.1682
 EXQ  C20  C  CH3   0  -0.661  -0.3719   3.5923   1.1671
 EXQ  N2   N  NT2   1  -0.633  -6.2720  -1.3767   0.8312
 EXQ  C21  C  CH3   0  -0.531  -7.5376  -2.1438   0.8507
 EXQ  H1   H  HCR6  0   0.256  -3.1602  -2.1205  -0.3059
 EXQ  H2   H  HCR6  0   0.263  -5.4435   1.4947  -0.6669
 EXQ  H3   H  HCR6  0   0.273  -3.4135   2.8612  -0.5347
 EXQ  H4   H  HCH2  0   0.313  -6.4662  -0.6953  -1.1293
 EXQ  H5   H  HCH2  0   0.313  -5.5389  -2.1885  -0.9442
 EXQ  H6   H  HCR6  0   0.252  -0.4491  -2.7483  -0.0195
 EXQ  H7   H  HCR6  0   0.254   1.9891  -2.6654   0.2115
 EXQ  H8   H  HCR6  0   0.264   1.9447   1.6275  -0.0748
 EXQ  H9   H  HCH2  0   0.266   0.4059   3.2039  -0.8103
 EXQ  H10  H  HCH2  0   0.270  -1.2895   3.6085  -0.7875
 EXQ  H11  H  HCR5  0   0.259   4.1589  -2.4522  -0.5518
 EXQ  H12  H  HCR5  0   0.291   6.8610   0.5998   0.9028
 EXQ  H13  H  HCH3  0   0.245   6.9662  -2.4247  -1.2064
 EXQ  H14  H  HCH3  0   0.246   7.9305  -1.6033   0.0197
 EXQ  H15  H  HCH3  0   0.246   6.9266  -2.9829   0.4574
 EXQ  H16  H  HCH3  0   0.235  -1.3006   3.4879   1.7280
 EXQ  H17  H  HCH3  0   0.233   0.4147   3.0688   1.7114
 EXQ  H18  H  HCH3  0   0.242  -0.1113   4.6500   1.1392
 EXQ  H19  H  HNT2  0   0.471  -5.5840  -1.8411   1.4255
 EXQ  H20  H  HNT2  0   0.470  -6.4266  -0.4635   1.2605
 EXQ  H21  H  HCH3  0   0.289  -8.2745  -1.6169   0.2533
 EXQ  H22  H  HCH3  0   0.289  -7.3555  -3.1309   0.4385
 EXQ  H23  H  HCH3  0   0.295  -7.8787  -2.2249   1.8774

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
 EXQ  C19  C17  single    1.495  0.020  1.495
 EXQ  C17  C16  aromatic  1.424  0.020  1.424
 EXQ  C17  C18  aromatic  1.363  0.020  1.363
 EXQ  C16  C15  aromatic  1.367  0.020  1.367
 EXQ  C18  S1   aromatic  1.714  0.020  1.714
 EXQ  C15  S1   aromatic  1.729  0.020  1.729
 EXQ  C15  C12  single    1.462  0.020  1.462
 EXQ  C11  C12  aromatic  1.409  0.020  1.409
 EXQ  C11  C10  aromatic  1.380  0.020  1.380
 EXQ  C12  C13  aromatic  1.393  0.020  1.393
 EXQ  C10  C9   aromatic  1.392  0.020  1.392
 EXQ  C13  C8   aromatic  1.389  0.020  1.389
 EXQ  C9   C8   aromatic  1.408  0.020  1.408
 EXQ  C9   C2   aromatic  1.437  0.020  1.437
 EXQ  C8   N1   aromatic  1.374  0.020  1.374
 EXQ  C2   C3   aromatic  1.389  0.020  1.389
 EXQ  C2   C1   aromatic  1.412  0.020  1.412
 EXQ  C3   C4   aromatic  1.388  0.020  1.388
 EXQ  N1   C1   aromatic  1.371  0.020  1.371
 EXQ  N1   C14  single    1.448  0.020  1.448
 EXQ  C1   C6   aromatic  1.392  0.020  1.392
 EXQ  C14  C20  single    1.520  0.020  1.520
 EXQ  C4   C7   single    1.496  0.020  1.496
 EXQ  C4   C5   aromatic  1.404  0.020  1.404
 EXQ  C7   N2   single    1.497  0.020  1.497
 EXQ  N2   C21  single    1.480  0.020  1.480
 EXQ  C6   C5   aromatic  1.382  0.020  1.382
 EXQ  C3   H1   single    0.930  0.020  1.080
 EXQ  C5   H2   single    0.930  0.020  1.080
 EXQ  C6   H3   single    0.930  0.020  1.080
 EXQ  C7   H4   single    0.970  0.020  1.090
 EXQ  C7   H5   single    0.970  0.020  1.090
 EXQ  C10  H6   single    0.930  0.020  1.080
 EXQ  C11  H7   single    0.930  0.020  1.080
 EXQ  C13  H8   single    0.930  0.020  1.080
 EXQ  C14  H9   single    0.970  0.020  1.090
 EXQ  C14  H10  single    0.970  0.020  1.090
 EXQ  C16  H11  single    0.930  0.020  1.080
 EXQ  C18  H12  single    0.930  0.020  1.080
 EXQ  C19  H13  single    0.970  0.020  1.090
 EXQ  C19  H14  single    0.970  0.020  1.090
 EXQ  C19  H15  single    0.970  0.020  1.090
 EXQ  C20  H16  single    0.970  0.020  1.090
 EXQ  C20  H17  single    0.970  0.020  1.090
 EXQ  C20  H18  single    0.970  0.020  1.090
 EXQ  N2   H19  single    0.890  0.020  1.040
 EXQ  N2   H20  single    0.890  0.020  1.040
 EXQ  C21  H21  single    0.970  0.020  1.090
 EXQ  C21  H22  single    0.970  0.020  1.090
 EXQ  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
 EXQ  C14  N1   C8   125.06  3.000
 EXQ  C14  N1   C1   126.02  3.000
 EXQ  C8   N1   C1   108.69  3.000
 EXQ  C6   C1   C2   121.28  3.000
 EXQ  C6   C1   N1   129.45  3.000
 EXQ  C2   C1   N1   109.26  3.000
 EXQ  C9   C2   C3   133.76  3.000
 EXQ  C3   C2   C1   119.90  3.000
 EXQ  C9   C2   C1   106.34  3.000
 EXQ  H1   C3   C4   120.35  3.000
 EXQ  H1   C3   C2   120.41  3.000
 EXQ  C4   C3   C2   119.24  3.000
 EXQ  C7   C4   C5   119.79  3.000
 EXQ  C5   C4   C3   119.98  3.000
 EXQ  C7   C4   C3   120.23  3.000
 EXQ  H2   C5   C6   118.79  3.000
 EXQ  H2   C5   C4   119.30  3.000
 EXQ  C6   C5   C4   121.91  3.000
 EXQ  H3   C6   C5   120.36  3.000
 EXQ  H3   C6   C1   121.95  3.000
 EXQ  C5   C6   C1   117.69  3.000
 EXQ  H5   C7   H4   108.53  3.000
 EXQ  H5   C7   N2   106.40  3.000
 EXQ  H4   C7   N2   106.36  3.000
 EXQ  H5   C7   C4   112.17  3.000
 EXQ  H4   C7   C4   112.08  3.000
 EXQ  N2   C7   C4   110.97  3.000
 EXQ  C13  C8   C9   121.82  3.000
 EXQ  C9   C8   N1   109.34  3.000
 EXQ  C13  C8   N1   128.83  3.000
 EXQ  C10  C9   C8   119.33  3.000
 EXQ  C8   C9   C2   106.34  3.000
 EXQ  C10  C9   C2   134.32  3.000
 EXQ  H6   C10  C11  119.96  3.000
 EXQ  H6   C10  C9   120.84  3.000
 EXQ  C11  C10  C9   119.20  3.000
 EXQ  H7   C11  C12  119.34  3.000
 EXQ  H7   C11  C10  119.30  3.000
 EXQ  C12  C11  C10  121.35  3.000
 EXQ  C15  C12  C13  120.64  3.000
 EXQ  C13  C12  C11  119.95  3.000
 EXQ  C15  C12  C11  119.41  3.000
 EXQ  H8   C13  C12  120.82  3.000
 EXQ  H8   C13  C8   120.82  3.000
 EXQ  C12  C13  C8   118.35  3.000
 EXQ  H10  C14  H9   106.16  3.000
 EXQ  H10  C14  C20  110.60  3.000
 EXQ  H9   C14  C20  110.60  3.000
 EXQ  H10  C14  N1   108.12  3.000
 EXQ  H9   C14  N1   108.22  3.000
 EXQ  C20  C14  N1   112.88  3.000
 EXQ  S1   C15  C16  110.24  3.000
 EXQ  S1   C15  C12  121.32  3.000
 EXQ  C16  C15  C12  128.43  3.000
 EXQ  H11  C16  C17  123.00  3.000
 EXQ  H11  C16  C15  123.07  3.000
 EXQ  C17  C16  C15  113.92  3.000
 EXQ  C19  C17  C18  124.73  3.000
 EXQ  C18  C17  C16  111.48  3.000
 EXQ  C19  C17  C16  123.78  3.000
 EXQ  H12  C18  S1   120.16  3.000
 EXQ  H12  C18  C17  127.55  3.000
 EXQ  S1   C18  C17  112.28  3.000
 EXQ  C18  S1   C15   92.07  3.000
 EXQ  H15  C19  H14  107.79  3.000
 EXQ  H15  C19  H13  107.11  3.000
 EXQ  H14  C19  H13  107.96  3.000
 EXQ  H15  C19  C17  111.16  3.000
 EXQ  H14  C19  C17  111.38  3.000
 EXQ  H13  C19  C17  111.25  3.000
 EXQ  H18  C20  H17  107.83  3.000
 EXQ  H18  C20  H16  108.05  3.000
 EXQ  H17  C20  H16  108.17  3.000
 EXQ  H18  C20  C14  109.85  3.000
 EXQ  H17  C20  C14  111.46  3.000
 EXQ  H16  C20  C14  111.35  3.000
 EXQ  H20  N2   H19  105.32  3.000
 EXQ  H20  N2   C21  109.18  3.000
 EXQ  H19  N2   C21  109.45  3.000
 EXQ  H20  N2   C7   109.37  3.000
 EXQ  H19  N2   C7   109.30  3.000
 EXQ  C21  N2   C7   113.88  3.000
 EXQ  H23  C21  H22  110.13  3.000
 EXQ  H23  C21  H21  110.11  3.000
 EXQ  H22  C21  H21  110.28  3.000
 EXQ  H23  C21  N2   108.67  3.000
 EXQ  H22  C21  N2   108.84  3.000
 EXQ  H21  C21  N2   108.77  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
 EXQ  CONST_01  C12  C13  C8   N1   180.00   0.0  0
 EXQ  CONST_02  C10  C9   C8   N1   180.00   0.0  0
 EXQ  CONST_03  C2   C9   C8   N1     0.00   0.0  0
 EXQ  CONST_04  C9   C2   C1   N1     0.00   0.0  0
 EXQ  CONST_05  C3   C2   C1   N1   180.00   0.0  0
 EXQ  CONST_06  C5   C6   C1   N1   180.00   0.0  0
 EXQ  CONST_07  C10  C9   C2   C1   180.00   0.0  0
 EXQ  CONST_08  C8   C9   C2   C1     0.00   0.0  0
 EXQ  CONST_09  C4   C3   C2   C1     0.00   0.0  0
 EXQ  CONST_10  C13  C8   N1   C1   180.00   0.0  0
 EXQ  CONST_11  C9   C8   N1   C1     0.00   0.0  0
 EXQ  CONST_12  C4   C5   C6   C1     0.00   0.0  0
 EXQ  CONST_13  C11  C10  C9   C2   180.00   0.0  0
 EXQ  CONST_14  C13  C8   C9   C2   180.00   0.0  0
 EXQ  CONST_15  C5   C4   C3   C2     0.00   0.0  0
 EXQ  CONST_16  C8   N1   C1   C2     0.00   0.0  0
 EXQ  CONST_17  C5   C6   C1   C2     0.00   0.0  0
 EXQ  CONST_18  C10  C9   C2   C3     0.00   0.0  0
 EXQ  CONST_19  C8   C9   C2   C3   180.00   0.0  0
 EXQ  CONST_20  C6   C1   C2   C3     0.00   0.0  0
 EXQ  CONST_21  C6   C5   C4   C3     0.00   0.0  0
 EXQ  CONST_22  C9   C2   C3   C4   180.00   0.0  0
 EXQ  CONST_23  C9   C2   C1   C6   180.00   0.0  0
 EXQ  CONST_24  C8   N1   C1   C6   180.00   0.0  0
 EXQ  CONST_25  C15  C12  C13  C8   180.00   0.0  0
 EXQ  CONST_26  C11  C12  C13  C8     0.00   0.0  0
 EXQ  CONST_27  C11  C10  C9   C8     0.00   0.0  0
 EXQ  CONST_28  C12  C11  C10  C9     0.00   0.0  0
 EXQ  CONST_29  C12  C13  C8   C9     0.00   0.0  0
 EXQ  CONST_30  C15  C12  C11  C10  180.00   0.0  0
 EXQ  CONST_31  C13  C12  C11  C10    0.00   0.0  0
 EXQ  CONST_32  C13  C8   C9   C10    0.00   0.0  0
 EXQ  CONST_35  C17  C16  C15  C12  180.00   0.0  0
 EXQ  CONST_36  C18  S1   C15  C12  180.00   0.0  0
 EXQ  CONST_39  C18  C17  C16  C15    0.00   0.0  0
 EXQ  CONST_40  C17  C18  S1   C15    0.00   0.0  0
 EXQ  CONST_41  S1   C18  C17  C16    0.00   0.0  0
 EXQ  CONST_42  C18  S1   C15  C16    0.00   0.0  0
 EXQ  CONST_43  S1   C15  C16  C17    0.00   0.0  0
 EXQ  CONST_44  C7   C4   C3   C2   180.00   0.0  0
 EXQ  CONST_45  C14  N1   C1   C2   180.00   0.0  0
 EXQ  CONST_46  C14  N1   C1   C6     0.00   0.0  0
 EXQ  CONST_47  C7   C4   C5   C6   180.00   0.0  0
 EXQ  CONST_48  C14  N1   C8   C9   180.00   0.0  0
 EXQ  CONST_49  C14  N1   C8   C13    0.00   0.0  0
 EXQ  CONST_50  C19  C17  C16  C15  180.00   0.0  0
 EXQ  CONST_51  C19  C17  C18  S1   180.00   0.0  0
 EXQ  CONST_52  H8   C13  C8   N1     0.00   0.0  0
 EXQ  CONST_53  H3   C6   C1   N1     0.00   0.0  0
 EXQ  CONST_54  H1   C3   C2   C1   180.00   0.0  0
 EXQ  CONST_55  H2   C5   C6   C1   180.00   0.0  0
 EXQ  CONST_56  H6   C10  C9   C2     0.00   0.0  0
 EXQ  CONST_57  H7   C11  C10  C9   180.00   0.0  0
 EXQ  CONST_58  H11  C16  C15  C12    0.00   0.0  0
 EXQ  CONST_59  H12  C18  S1   C15  180.00   0.0  0
 EXQ  Var_01    C20  C14  N1   C1    92.83  30.0  2
 EXQ  Var_02    N2   C7   C4   C3    90.73  30.0  2
 EXQ  Var_03    H13  C19  C17  C16   55.27  30.0  2
 EXQ  Var_04    C21  N2   C7   C4   179.36  30.0  3
 EXQ  Var_05    H16  C20  C14  N1   -60.73  30.0  3
 EXQ  Var_06    H21  C21  N2   C7   -59.94  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
 EXQ  plan-1  C12  0.020
 EXQ  plan-1  C15  0.020
 EXQ  plan-1  C16  0.020
 EXQ  plan-1  C17  0.020
 EXQ  plan-1  C18  0.020
 EXQ  plan-1  S1   0.020
 EXQ  plan-1  C19  0.020
 EXQ  plan-1  H11  0.020
 EXQ  plan-1  H12  0.020
 EXQ  plan-2  N1   0.020
 EXQ  plan-2  C1   0.020
 EXQ  plan-2  C2   0.020
 EXQ  plan-2  C3   0.020
 EXQ  plan-2  C4   0.020
 EXQ  plan-2  C5   0.020
 EXQ  plan-2  C6   0.020
 EXQ  plan-2  C7   0.020
 EXQ  plan-2  C8   0.020
 EXQ  plan-2  C9   0.020
 EXQ  plan-2  C10  0.020
 EXQ  plan-2  C11  0.020
 EXQ  plan-2  C12  0.020
 EXQ  plan-2  C13  0.020
 EXQ  plan-2  C14  0.020
 EXQ  plan-2  C15  0.020
 EXQ  plan-2  H1   0.020
 EXQ  plan-2  H2   0.020
 EXQ  plan-2  H3   0.020
 EXQ  plan-2  H6   0.020
 EXQ  plan-2  H7   0.020
 EXQ  plan-2  H8   0.020

