# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 02:29:52 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: [9-ethyl-7-(furan-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)c4occc4
#
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
 EXN  EXN  '[9-ethyl-7-(furan-2-yl)carbazol-3-yl]methyl-methyl-azanium'  ligand  44  23  .  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_EXN
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
 EXN  O    O  O     0  -0.420   4.8578   0.3866   0.1045
 EXN  N1   N  NR5   0  -0.630  -0.1643   1.5966  -0.2817
 EXN  N2   N  NT2   1  -0.633  -5.6949  -1.2486   0.8083
 EXN  C1   C  CR16  0  -0.346   0.6077  -1.8928  -0.1828
 EXN  C2   C  CR16  0  -0.337   1.9830  -1.9070  -0.0871
 EXN  C3   C  CR6   0  -0.000   2.7264  -0.7098  -0.0483
 EXN  C4   C  CR16  0  -0.378   2.0757   0.5204  -0.1075
 EXN  C5   C  CR56  0   0.387   0.6899   0.5223  -0.2037
 EXN  C6   C  CR56  0   0.059  -0.0574  -0.6700  -0.2392
 EXN  C7   C  CR56  0   0.355  -1.4519   1.1306  -0.3392
 EXN  C8   C  CR56  0   0.088  -1.4373  -0.2811  -0.3292
 EXN  C9   C  CR16  0  -0.408  -2.6320  -0.9865  -0.4067
 EXN  C10  C  CR6   0   0.065  -3.8276  -0.2877  -0.4890
 EXN  C11  C  CR16  0  -0.295  -3.8219   1.1157  -0.4899
 EXN  C12  C  CR16  0  -0.308  -2.6476   1.8405  -0.4141
 EXN  C14  C  CH3   0  -0.662   0.4487   3.4477   1.2405
 EXN  C15  C  CH2   0  -0.397  -5.1265  -1.0259  -0.5591
 EXN  C16  C  CH3   0  -0.531  -6.9891  -1.9665   0.8068
 EXN  C17  C  CR5   0   0.399   4.1744  -0.7787   0.0585
 EXN  C18  C  CR15  0  -0.392   5.0536  -1.8179   0.1313
 EXN  C19  C  CR15  0  -0.332   6.3530  -1.2426   0.2267
 EXN  C20  C  CR15  0   0.003   6.1701   0.0984   0.2054
 EXN  H1   H  HNT2  0   0.471  -5.0207  -1.7657   1.3742
 EXN  H2   H  HNT2  0   0.470  -5.8084  -0.3497   1.2787
 EXN  H3   H  HCR6  0   0.252   0.0581  -2.8252  -0.2105
 EXN  H4   H  HCR6  0   0.249   2.4961  -2.8584  -0.0375
 EXN  H5   H  HCR6  0   0.266   2.6324   1.4474  -0.0771
 EXN  H6   H  HCR6  0   0.255  -2.6304  -2.0706  -0.4131
 EXN  H7   H  HCR6  0   0.263  -4.7614   1.6506  -0.5634
 EXN  H8   H  HCR6  0   0.271  -2.6727   2.9220  -0.4200
 EXN  H9   H  HCH2  0   0.264   1.1434   3.1183  -0.7793
 EXN  H10  H  HCH2  0   0.268  -0.5314   3.5881  -0.6786
 EXN  H11  H  HCH3  0   0.242   0.7514   4.4944   1.2496
 EXN  H12  H  HCH3  0   0.235  -0.4644   3.3546   1.8282
 EXN  H13  H  HCH3  0   0.235   1.2308   2.8688   1.7324
 EXN  H14  H  HCH2  0   0.313  -5.0141  -2.0110  -1.0081
 EXN  H15  H  HCH2  0   0.313  -5.8807  -0.4751  -1.1184
 EXN  H16  H  HCH3  0   0.289  -7.7095  -1.3870   0.2388
 EXN  H17  H  HCH3  0   0.289  -6.8480  -2.9416   0.3515
 EXN  H18  H  HCH3  0   0.295  -7.3259  -2.0784   1.8320
 EXN  H19  H  HCR5  0   0.262   4.8158  -2.8689   0.1184
 EXN  H20  H  HCR5  0   0.268   7.2948  -1.7611   0.3018
 EXN  H21  H  HCR5  0   0.281   6.8469   0.9355   0.2551
 EXN  C13  C  CH2   0  -0.338   0.2342   2.9851  -0.1916

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
 EXN  C19  C18  aromatic  1.424  0.020  1.424
 EXN  C19  C20  aromatic  1.354  0.020  1.354
 EXN  C18  C17  aromatic  1.363  0.020  1.363
 EXN  C20  O    aromatic  1.347  0.020  1.347
 EXN  C17  O    aromatic  1.352  0.020  1.352
 EXN  C17  C3   single    1.454  0.020  1.454
 EXN  C2   C3   aromatic  1.410  0.020  1.410
 EXN  C2   C1   aromatic  1.379  0.020  1.379
 EXN  C3   C4   aromatic  1.393  0.020  1.393
 EXN  C1   C6   aromatic  1.393  0.020  1.393
 EXN  C4   C5   aromatic  1.389  0.020  1.389
 EXN  C6   C5   aromatic  1.408  0.020  1.408
 EXN  C6   C8   aromatic  1.437  0.020  1.437
 EXN  C5   N1   aromatic  1.375  0.020  1.375
 EXN  C8   C9   aromatic  1.389  0.020  1.389
 EXN  C8   C7   aromatic  1.412  0.020  1.412
 EXN  C9   C10  aromatic  1.387  0.020  1.387
 EXN  N1   C7   aromatic  1.371  0.020  1.371
 EXN  N1   C13  single    1.447  0.020  1.447
 EXN  C7   C12  aromatic  1.393  0.020  1.393
 EXN  C14  C13  single    1.520  0.020  1.520
 EXN  C10  C15  single    1.496  0.020  1.496
 EXN  C10  C11  aromatic  1.403  0.020  1.403
 EXN  C15  N2   single    1.497  0.020  1.497
 EXN  N2   C16  single    1.480  0.020  1.480
 EXN  C12  C11  aromatic  1.382  0.020  1.382
 EXN  N2   H1   single    0.890  0.020  1.040
 EXN  N2   H2   single    0.890  0.020  1.040
 EXN  C1   H3   single    0.930  0.020  1.080
 EXN  C2   H4   single    0.930  0.020  1.080
 EXN  C4   H5   single    0.930  0.020  1.080
 EXN  C9   H6   single    0.930  0.020  1.080
 EXN  C11  H7   single    0.930  0.020  1.080
 EXN  C12  H8   single    0.930  0.020  1.080
 EXN  C13  H9   single    0.970  0.020  1.090
 EXN  C13  H10  single    0.970  0.020  1.090
 EXN  C14  H11  single    0.970  0.020  1.090
 EXN  C14  H12  single    0.970  0.020  1.090
 EXN  C14  H13  single    0.970  0.020  1.090
 EXN  C15  H14  single    0.970  0.020  1.090
 EXN  C15  H15  single    0.970  0.020  1.090
 EXN  C16  H16  single    0.970  0.020  1.090
 EXN  C16  H17  single    0.970  0.020  1.090
 EXN  C16  H18  single    0.970  0.020  1.090
 EXN  C18  H19  single    0.930  0.020  1.080
 EXN  C19  H20  single    0.930  0.020  1.080
 EXN  C20  H21  single    0.930  0.020  1.080

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
 EXN  C20  O    C17  108.09  3.000
 EXN  C13  N1   C7   125.98  3.000
 EXN  C13  N1   C5   125.10  3.000
 EXN  C7   N1   C5   108.69  3.000
 EXN  H2   N2   H1   105.31  3.000
 EXN  H2   N2   C16  109.29  3.000
 EXN  H1   N2   C16  109.41  3.000
 EXN  H2   N2   C15  109.39  3.000
 EXN  H1   N2   C15  109.32  3.000
 EXN  C16  N2   C15  113.78  3.000
 EXN  H3   C1   C6   120.83  3.000
 EXN  H3   C1   C2   119.95  3.000
 EXN  C6   C1   C2   119.22  3.000
 EXN  H4   C2   C3   119.70  3.000
 EXN  H4   C2   C1   119.02  3.000
 EXN  C3   C2   C1   121.28  3.000
 EXN  C17  C3   C4   120.69  3.000
 EXN  C4   C3   C2   120.16  3.000
 EXN  C17  C3   C2   119.15  3.000
 EXN  H5   C4   C5   120.94  3.000
 EXN  H5   C4   C3   121.01  3.000
 EXN  C5   C4   C3   118.05  3.000
 EXN  C6   C5   C4   122.02  3.000
 EXN  C6   C5   N1   109.31  3.000
 EXN  C4   C5   N1   128.68  3.000
 EXN  C8   C6   C5   106.39  3.000
 EXN  C8   C6   C1   134.33  3.000
 EXN  C5   C6   C1   119.28  3.000
 EXN  C12  C7   C8   121.27  3.000
 EXN  C12  C7   N1   129.46  3.000
 EXN  C8   C7   N1   109.26  3.000
 EXN  C9   C8   C7   119.89  3.000
 EXN  C7   C8   C6   106.33  3.000
 EXN  C9   C8   C6   133.79  3.000
 EXN  H6   C9   C10  120.30  3.000
 EXN  H6   C9   C8   120.44  3.000
 EXN  C10  C9   C8   119.25  3.000
 EXN  C15  C10  C11  119.81  3.000
 EXN  C11  C10  C9   120.01  3.000
 EXN  C15  C10  C9   120.18  3.000
 EXN  H7   C11  C12  118.78  3.000
 EXN  H7   C11  C10  119.35  3.000
 EXN  C12  C11  C10  121.86  3.000
 EXN  H8   C12  C11  120.28  3.000
 EXN  H8   C12  C7   122.00  3.000
 EXN  C11  C12  C7   117.72  3.000
 EXN  H13  C14  H12  108.20  3.000
 EXN  H13  C14  H11  107.88  3.000
 EXN  H12  C14  H11  108.07  3.000
 EXN  H13  C14  C13  111.39  3.000
 EXN  H12  C14  C13  111.33  3.000
 EXN  H11  C14  C13  109.84  3.000
 EXN  H15  C15  H14  108.51  3.000
 EXN  H15  C15  C10  112.09  3.000
 EXN  H14  C15  C10  112.11  3.000
 EXN  H15  C15  N2   106.35  3.000
 EXN  H14  C15  N2   106.34  3.000
 EXN  C10  C15  N2   111.12  3.000
 EXN  H18  C16  H17  110.12  3.000
 EXN  H18  C16  H16  110.09  3.000
 EXN  H17  C16  H16  110.28  3.000
 EXN  H18  C16  N2   108.70  3.000
 EXN  H17  C16  N2   108.82  3.000
 EXN  H16  C16  N2   108.79  3.000
 EXN  C18  C17  C3   133.05  3.000
 EXN  C3   C17  O    117.73  3.000
 EXN  C18  C17  O    109.23  3.000
 EXN  H19  C18  C19  126.58  3.000
 EXN  H19  C18  C17  126.91  3.000
 EXN  C19  C18  C17  106.51  3.000
 EXN  H20  C19  C20  126.57  3.000
 EXN  H20  C19  C18  127.42  3.000
 EXN  C20  C19  C18  106.01  3.000
 EXN  H21  C20  C19  133.16  3.000
 EXN  H21  C20  O    116.68  3.000
 EXN  C19  C20  O    110.17  3.000
 EXN  H10  C13  H9   106.10  3.000
 EXN  H10  C13  C14  110.60  3.000
 EXN  H9   C13  C14  110.66  3.000
 EXN  H10  C13  N1   108.04  3.000
 EXN  H9   C13  N1   108.25  3.000
 EXN  C14  C13  N1   112.92  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
 EXN  CONST_01  C18  C19  C20  O      0.00   0.0  0
 EXN  CONST_02  C19  C18  C17  O      0.00   0.0  0
 EXN  CONST_03  C2   C3   C17  O    180.00   0.0  0
 EXN  CONST_04  C4   C3   C17  O      0.00   0.0  0
 EXN  CONST_05  C3   C4   C5   N1   180.00   0.0  0
 EXN  CONST_06  C1   C6   C5   N1   180.00   0.0  0
 EXN  CONST_07  C8   C6   C5   N1     0.00   0.0  0
 EXN  CONST_08  C6   C8   C7   N1     0.00   0.0  0
 EXN  CONST_09  C9   C8   C7   N1   180.00   0.0  0
 EXN  CONST_10  C11  C12  C7   N1   180.00   0.0  0
 EXN  CONST_11  C17  C3   C2   C1   180.00   0.0  0
 EXN  CONST_12  C4   C3   C2   C1     0.00   0.0  0
 EXN  CONST_13  C4   C5   C6   C1     0.00   0.0  0
 EXN  CONST_14  C9   C8   C6   C1     0.00   0.0  0
 EXN  CONST_15  C7   C8   C6   C1   180.00   0.0  0
 EXN  CONST_16  C18  C17  C3   C2     0.00   0.0  0
 EXN  CONST_17  C5   C4   C3   C2     0.00   0.0  0
 EXN  CONST_18  C5   C6   C1   C2     0.00   0.0  0
 EXN  CONST_19  C8   C6   C1   C2   180.00   0.0  0
 EXN  CONST_20  C19  C18  C17  C3   180.00   0.0  0
 EXN  CONST_21  C20  O    C17  C3   180.00   0.0  0
 EXN  CONST_22  C6   C1   C2   C3     0.00   0.0  0
 EXN  CONST_23  C6   C5   C4   C3     0.00   0.0  0
 EXN  CONST_24  C18  C17  C3   C4   180.00   0.0  0
 EXN  CONST_25  C8   C6   C5   C4   180.00   0.0  0
 EXN  CONST_26  C7   N1   C5   C4   180.00   0.0  0
 EXN  CONST_27  C17  C3   C4   C5   180.00   0.0  0
 EXN  CONST_28  C9   C8   C6   C5   180.00   0.0  0
 EXN  CONST_29  C7   C8   C6   C5     0.00   0.0  0
 EXN  CONST_30  C8   C7   N1   C5     0.00   0.0  0
 EXN  CONST_31  C12  C7   N1   C5   180.00   0.0  0
 EXN  CONST_32  C7   N1   C5   C6     0.00   0.0  0
 EXN  CONST_33  C10  C9   C8   C6   180.00   0.0  0
 EXN  CONST_34  C12  C7   C8   C6   180.00   0.0  0
 EXN  CONST_35  C10  C9   C8   C7     0.00   0.0  0
 EXN  CONST_36  C10  C11  C12  C7     0.00   0.0  0
 EXN  CONST_37  C11  C10  C9   C8     0.00   0.0  0
 EXN  CONST_38  C11  C12  C7   C8     0.00   0.0  0
 EXN  CONST_39  C12  C7   C8   C9     0.00   0.0  0
 EXN  CONST_40  C12  C11  C10  C9     0.00   0.0  0
 EXN  CONST_41  C20  C19  C18  C17    0.00   0.0  0
 EXN  CONST_42  C19  C20  O    C17    0.00   0.0  0
 EXN  CONST_43  C20  O    C17  C18    0.00   0.0  0
 EXN  CONST_44  C13  N1   C5   C4     0.00   0.0  0
 EXN  CONST_45  C13  N1   C5   C6   180.00   0.0  0
 EXN  CONST_46  C15  C10  C9   C8   180.00   0.0  0
 EXN  CONST_47  C13  N1   C7   C8   180.00   0.0  0
 EXN  CONST_48  C13  N1   C7   C12    0.00   0.0  0
 EXN  CONST_49  C15  C10  C11  C12  180.00   0.0  0
 EXN  CONST_50  H20  C19  C20  O    180.00   0.0  0
 EXN  CONST_51  H19  C18  C17  O    180.00   0.0  0
 EXN  CONST_52  H5   C4   C5   N1     0.00   0.0  0
 EXN  CONST_53  H8   C12  C7   N1     0.00   0.0  0
 EXN  CONST_54  H3   C1   C2   C3   180.00   0.0  0
 EXN  CONST_55  H4   C2   C3   C4   180.00   0.0  0
 EXN  CONST_56  H6   C9   C8   C6     0.00   0.0  0
 EXN  CONST_57  H7   C11  C12  C7   180.00   0.0  0
 EXN  CONST_58  H21  C20  O    C17  180.00   0.0  0
 EXN  Var_01    C9   C10  C15  N2    91.21  30.0  2
 EXN  Var_02    C14  C13  N1   C5   -80.28  30.0  2
 EXN  Var_03    C16  N2   C15  C10  179.53  30.0  3
 EXN  Var_04    H11  C14  C13  N1   179.70  30.0  3
 EXN  Var_05    H16  C16  N2   C15  -59.85  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
 EXN  plan-1  O    0.020
 EXN  plan-1  C3   0.020
 EXN  plan-1  C17  0.020
 EXN  plan-1  C18  0.020
 EXN  plan-1  C19  0.020
 EXN  plan-1  C20  0.020
 EXN  plan-1  H19  0.020
 EXN  plan-1  H20  0.020
 EXN  plan-1  H21  0.020
 EXN  plan-2  N1   0.020
 EXN  plan-2  C1   0.020
 EXN  plan-2  C2   0.020
 EXN  plan-2  C3   0.020
 EXN  plan-2  C4   0.020
 EXN  plan-2  C5   0.020
 EXN  plan-2  C6   0.020
 EXN  plan-2  C7   0.020
 EXN  plan-2  C8   0.020
 EXN  plan-2  C9   0.020
 EXN  plan-2  C10  0.020
 EXN  plan-2  C11  0.020
 EXN  plan-2  C12  0.020
 EXN  plan-2  C15  0.020
 EXN  plan-2  C17  0.020
 EXN  plan-2  H3   0.020
 EXN  plan-2  H4   0.020
 EXN  plan-2  H5   0.020
 EXN  plan-2  H6   0.020
 EXN  plan-2  H7   0.020
 EXN  plan-2  H8   0.020
 EXN  plan-2  C13  0.020

