# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 08:17:25 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: [9-ethyl-7-(1,2-oxazol-4-yl)carbazol-3-yl]methyl-methyl-azanium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCn1c2ccc(C[NH2+]C)cc2c3ccc(cc13)c4conc4
#
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
 EYB  EYB  '[9-ethyl-7-(1,2-oxazol-4-yl)carbazol-3-yl]methyl-methyl-azanium'  ligand  43  23  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EYB
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
 EYB  N1   N  NR5   0  -0.630  -0.2304   1.6396  -0.2909
 EYB  N3   N  NT2   1  -0.633  -5.7070  -1.4260  -0.6823
 EYB  C4   C  CR16  0  -0.419   2.0265   0.5825  -0.2082
 EYB  C5   C  CR56  0   0.396   0.6395   0.5894  -0.1207
 EYB  C6   C  CR56  0   0.057  -0.0908  -0.5771   0.1767
 EYB  C7   C  CR56  0   0.352  -1.5083   1.1890  -0.0856
 EYB  C8   C  CR56  0   0.091  -1.4756  -0.1934   0.1973
 EYB  C10  C  CR6   0   0.063  -3.8634  -0.1911   0.3901
 EYB  C13  C  CH2   0  -0.340   0.1537   3.0191  -0.5006
 EYB  C15  C  CR5   0  -0.107   4.1498  -0.6674  -0.0819
 EYB  C17  C  CR15  0  -0.090   5.0393   0.2957  -0.6365
 EYB  C1   C  CR16  0  -0.350   0.5884  -1.7751   0.3807
 EYB  C2   C  CR16  0  -0.346   1.9654  -1.7909   0.2880
 EYB  C3   C  CR6   0   0.105   2.6922  -0.6207  -0.0020
 EYB  C9   C  CR16  0  -0.408  -2.6599  -0.8807   0.4318
 EYB  C11  C  CR16  0  -0.295  -3.8741   1.1854   0.1161
 EYB  C12  C  CR16  0  -0.306  -2.7100   1.8917  -0.1211
 EYB  C14  C  CH3   0  -0.661   0.4246   3.7565   0.8013
 EYB  C16  C  CR15  0   0.053   5.0057  -1.6298   0.3506
 EYB  O1   O  O     0  -0.314   6.2620  -1.2839   0.0832
 EYB  N2   N  N     0  -0.146   6.2785  -0.0734  -0.5380
 EYB  C18  C  CH2   0  -0.397  -5.1515  -0.9179   0.6111
 EYB  C19  C  CH3   0  -0.531  -6.9858  -2.1574  -0.5372
 EYB  H1   H  HNT2  0   0.470  -5.8358  -0.6434  -1.3249
 EYB  H2   H  HNT2  0   0.471  -5.0186  -2.0318  -1.1310
 EYB  H3   H  HCR6  0   0.267   2.5741   1.4923  -0.4196
 EYB  H4   H  HCH2  0   0.267   1.0346   3.0329  -1.1426
 EYB  H5   H  HCH2  0   0.269  -0.6393   3.5114  -1.0638
 EYB  H6   H  HCR5  0   0.293   4.8026   1.2368  -1.1106
 EYB  H7   H  HCR6  0   0.253   0.0506  -2.6867   0.6089
 EYB  H8   H  HCR6  0   0.252   2.4921  -2.7246   0.4360
 EYB  H9   H  HCR6  0   0.256  -2.6447  -1.9419   0.6533
 EYB  H10  H  HCR6  0   0.263  -4.8188   1.7156   0.0982
 EYB  H11  H  HCR6  0   0.273  -2.7468   2.9549  -0.3179
 EYB  H12  H  HCH3  0   0.242   0.6911   4.7927   0.5952
 EYB  H13  H  HCH3  0   0.234  -0.4560   3.7552   1.4437
 EYB  H14  H  HCH3  0   0.235   1.2486   3.3006   1.3509
 EYB  H15  H  HCR5  0   0.309   4.8618  -2.5735   0.8542
 EYB  H16  H  HCH2  0   0.313  -5.9179  -0.2771   1.0438
 EYB  H17  H  HCH2  0   0.313  -5.0251  -1.7862   1.2555
 EYB  H18  H  HCH3  0   0.289  -6.8233  -3.0205   0.1002
 EYB  H19  H  HCH3  0   0.288  -7.7181  -1.4922  -0.0905
 EYB  H20  H  HCH3  0   0.295  -7.3193  -2.4753  -1.5192

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
 EYB  N2   C17  aromatic  1.297  0.020  1.297
 EYB  N2   O1   aromatic  1.361  0.020  1.361
 EYB  C17  C15  aromatic  1.423  0.020  1.423
 EYB  O1   C16  aromatic  1.330  0.020  1.330
 EYB  C15  C16  aromatic  1.359  0.020  1.359
 EYB  C15  C3   single    1.461  0.020  1.461
 EYB  C2   C3   aromatic  1.408  0.020  1.408
 EYB  C2   C1   aromatic  1.380  0.020  1.380
 EYB  C3   C4   aromatic  1.390  0.020  1.390
 EYB  C1   C6   aromatic  1.392  0.020  1.392
 EYB  C4   C5   aromatic  1.390  0.020  1.390
 EYB  C6   C5   aromatic  1.408  0.020  1.408
 EYB  C6   C8   aromatic  1.437  0.020  1.437
 EYB  C5   N1   aromatic  1.374  0.020  1.374
 EYB  C8   C9   aromatic  1.389  0.020  1.389
 EYB  C8   C7   aromatic  1.411  0.020  1.411
 EYB  C9   C10  aromatic  1.388  0.020  1.388
 EYB  N1   C7   aromatic  1.370  0.020  1.370
 EYB  N1   C13  single    1.447  0.020  1.447
 EYB  C7   C12  aromatic  1.393  0.020  1.393
 EYB  C13  C14  single    1.521  0.020  1.521
 EYB  C10  C18  single    1.495  0.020  1.495
 EYB  C10  C11  aromatic  1.403  0.020  1.403
 EYB  C18  N3   single    1.497  0.020  1.497
 EYB  N3   C19  single    1.480  0.020  1.480
 EYB  C12  C11  aromatic  1.382  0.020  1.382
 EYB  N3   H1   single    0.890  0.020  1.040
 EYB  N3   H2   single    0.890  0.020  1.040
 EYB  C4   H3   single    0.930  0.020  1.080
 EYB  C13  H4   single    0.970  0.020  1.090
 EYB  C13  H5   single    0.970  0.020  1.090
 EYB  C17  H6   single    0.930  0.020  1.080
 EYB  C1   H7   single    0.930  0.020  1.080
 EYB  C2   H8   single    0.930  0.020  1.080
 EYB  C9   H9   single    0.930  0.020  1.080
 EYB  C11  H10  single    0.930  0.020  1.080
 EYB  C12  H11  single    0.930  0.020  1.080
 EYB  C14  H12  single    0.970  0.020  1.090
 EYB  C14  H13  single    0.970  0.020  1.090
 EYB  C14  H14  single    0.970  0.020  1.090
 EYB  C16  H15  single    0.930  0.020  1.080
 EYB  C18  H16  single    0.970  0.020  1.090
 EYB  C18  H17  single    0.970  0.020  1.090
 EYB  C19  H18  single    0.970  0.020  1.090
 EYB  C19  H19  single    0.970  0.020  1.090
 EYB  C19  H20  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
 EYB  C13  N1   C7   125.63  3.000
 EYB  C13  N1   C5   125.34  3.000
 EYB  C7   N1   C5   108.69  3.000
 EYB  H2   N3   H1   105.27  3.000
 EYB  H2   N3   C19  109.42  3.000
 EYB  H1   N3   C19  109.36  3.000
 EYB  H2   N3   C18  109.33  3.000
 EYB  H1   N3   C18  109.30  3.000
 EYB  C19  N3   C18  113.81  3.000
 EYB  H3   C4   C3   120.92  3.000
 EYB  H3   C4   C5   120.86  3.000
 EYB  C3   C4   C5   118.22  3.000
 EYB  C6   C5   C4   121.79  3.000
 EYB  C6   C5   N1   109.33  3.000
 EYB  C4   C5   N1   128.88  3.000
 EYB  C1   C6   C8   134.25  3.000
 EYB  C8   C6   C5   106.35  3.000
 EYB  C1   C6   C5   119.40  3.000
 EYB  C12  C7   C8   121.29  3.000
 EYB  C12  C7   N1   129.41  3.000
 EYB  C8   C7   N1   109.30  3.000
 EYB  C9   C8   C7   119.91  3.000
 EYB  C7   C8   C6   106.32  3.000
 EYB  C9   C8   C6   133.77  3.000
 EYB  C18  C10  C11  119.93  3.000
 EYB  C11  C10  C9   119.99  3.000
 EYB  C18  C10  C9   120.07  3.000
 EYB  H5   C13  H4   106.13  3.000
 EYB  H5   C13  C14  110.67  3.000
 EYB  H4   C13  C14  110.74  3.000
 EYB  H5   C13  N1   108.20  3.000
 EYB  H4   C13  N1   108.17  3.000
 EYB  C14  C13  N1   112.67  3.000
 EYB  C16  C15  C3   129.35  3.000
 EYB  C3   C15  C17  128.55  3.000
 EYB  C16  C15  C17  102.10  3.000
 EYB  H6   C17  N2   119.39  3.000
 EYB  H6   C17  C15  128.58  3.000
 EYB  N2   C17  C15  112.02  3.000
 EYB  H7   C1   C2   120.01  3.000
 EYB  H7   C1   C6   120.87  3.000
 EYB  C2   C1   C6   119.12  3.000
 EYB  H8   C2   C3   119.61  3.000
 EYB  H8   C2   C1   119.09  3.000
 EYB  C3   C2   C1   121.30  3.000
 EYB  C2   C3   C15  119.99  3.000
 EYB  C2   C3   C4   120.18  3.000
 EYB  C15  C3   C4   119.83  3.000
 EYB  H9   C9   C10  120.32  3.000
 EYB  H9   C9   C8   120.45  3.000
 EYB  C10  C9   C8   119.23  3.000
 EYB  H10  C11  C12  118.78  3.000
 EYB  H10  C11  C10  119.33  3.000
 EYB  C12  C11  C10  121.89  3.000
 EYB  H11  C12  C11  120.32  3.000
 EYB  H11  C12  C7   122.00  3.000
 EYB  C11  C12  C7   117.68  3.000
 EYB  H14  C14  H13  108.23  3.000
 EYB  H14  C14  H12  107.95  3.000
 EYB  H13  C14  H12  108.07  3.000
 EYB  H14  C14  C13  111.32  3.000
 EYB  H13  C14  C13  111.11  3.000
 EYB  H12  C14  C13  110.04  3.000
 EYB  H15  C16  O1   116.56  3.000
 EYB  H15  C16  C15  133.15  3.000
 EYB  O1   C16  C15  110.29  3.000
 EYB  N2   O1   C16  109.55  3.000
 EYB  O1   N2   C17  106.04  3.000
 EYB  H17  C18  H16  108.42  3.000
 EYB  H17  C18  C10  112.03  3.000
 EYB  H16  C18  C10  112.27  3.000
 EYB  H17  C18  N3   106.49  3.000
 EYB  H16  C18  N3   106.38  3.000
 EYB  C10  C18  N3   110.92  3.000
 EYB  H20  C19  H19  110.17  3.000
 EYB  H20  C19  H18  110.17  3.000
 EYB  H19  C19  H18  110.29  3.000
 EYB  H20  C19  N3   108.76  3.000
 EYB  H19  C19  N3   108.68  3.000
 EYB  H18  C19  N3   108.73  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
 EYB  CONST_01  C3   C4   C5   N1    180.00   0.0  0
 EYB  CONST_02  C1   C6   C5   N1    180.00   0.0  0
 EYB  CONST_03  C8   C6   C5   N1      0.00   0.0  0
 EYB  CONST_04  C6   C8   C7   N1      0.00   0.0  0
 EYB  CONST_05  C9   C8   C7   N1    180.00   0.0  0
 EYB  CONST_06  C11  C12  C7   N1    180.00   0.0  0
 EYB  CONST_09  C1   C2   C3   C4      0.00   0.0  0
 EYB  CONST_10  C1   C6   C5   C4      0.00   0.0  0
 EYB  CONST_11  C8   C6   C5   C4    180.00   0.0  0
 EYB  CONST_12  C7   N1   C5   C4    180.00   0.0  0
 EYB  CONST_13  C15  C3   C4   C5    180.00   0.0  0
 EYB  CONST_14  C2   C3   C4   C5      0.00   0.0  0
 EYB  CONST_15  C2   C1   C6   C5      0.00   0.0  0
 EYB  CONST_16  C9   C8   C6   C5    180.00   0.0  0
 EYB  CONST_17  C7   C8   C6   C5      0.00   0.0  0
 EYB  CONST_18  C8   C7   N1   C5      0.00   0.0  0
 EYB  CONST_19  C12  C7   N1   C5    180.00   0.0  0
 EYB  CONST_20  C3   C2   C1   C6      0.00   0.0  0
 EYB  CONST_21  C3   C4   C5   C6      0.00   0.0  0
 EYB  CONST_22  C7   N1   C5   C6      0.00   0.0  0
 EYB  CONST_23  C10  C9   C8   C6    180.00   0.0  0
 EYB  CONST_24  C12  C7   C8   C6    180.00   0.0  0
 EYB  CONST_25  C1   C6   C8   C7    180.00   0.0  0
 EYB  CONST_26  C10  C9   C8   C7      0.00   0.0  0
 EYB  CONST_27  C10  C11  C12  C7      0.00   0.0  0
 EYB  CONST_28  C2   C1   C6   C8    180.00   0.0  0
 EYB  CONST_29  C11  C10  C9   C8      0.00   0.0  0
 EYB  CONST_30  C11  C12  C7   C8      0.00   0.0  0
 EYB  CONST_31  O1   N2   C17  C15     0.00   0.0  0
 EYB  CONST_32  N2   O1   C16  C15     0.00   0.0  0
 EYB  CONST_33  C1   C2   C3   C15   180.00   0.0  0
 EYB  CONST_34  C16  O1   N2   C17     0.00   0.0  0
 EYB  CONST_35  O1   C16  C15  C17     0.00   0.0  0
 EYB  CONST_37  C9   C8   C6   C1      0.00   0.0  0
 EYB  CONST_39  N2   C17  C15  C3    180.00   0.0  0
 EYB  CONST_40  O1   C16  C15  C3    180.00   0.0  0
 EYB  CONST_41  C12  C7   C8   C9      0.00   0.0  0
 EYB  CONST_42  C12  C11  C10  C9      0.00   0.0  0
 EYB  CONST_43  N2   C17  C15  C16     0.00   0.0  0
 EYB  CONST_44  C13  N1   C5   C4      0.00   0.0  0
 EYB  CONST_45  C13  N1   C5   C6    180.00   0.0  0
 EYB  CONST_46  C18  C10  C9   C8    180.00   0.0  0
 EYB  CONST_47  C13  N1   C7   C8    180.00   0.0  0
 EYB  CONST_48  C12  C7   N1   C13     0.00   0.0  0
 EYB  CONST_49  C18  C10  C11  C12   180.00   0.0  0
 EYB  CONST_50  H3   C4   C5   N1      0.00   0.0  0
 EYB  CONST_51  H11  C12  C7   N1      0.00   0.0  0
 EYB  CONST_52  H8   C2   C3   C4    180.00   0.0  0
 EYB  CONST_53  H7   C1   C6   C5    180.00   0.0  0
 EYB  CONST_54  H9   C9   C8   C6      0.00   0.0  0
 EYB  CONST_55  H10  C11  C12  C7    180.00   0.0  0
 EYB  CONST_56  H15  C16  C15  C17   180.00   0.0  0
 EYB  CONST_57  H6   C17  C15  C3      0.00   0.0  0
 EYB  Var_01    C9   C10  C18  N3    -90.02  30.0  2
 EYB  Var_02    C14  C13  N1   C5    -84.57  30.0  2
 EYB  Var_03    C19  N3   C18  C10  -179.98  30.0  3
 EYB  Var_04    H12  C14  C13  N1   -178.94  30.0  3
 EYB  Var_05    H18  C19  N3   C18   -60.79  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
 EYB  plan-1  C15  0.020
 EYB  plan-1  C17  0.020
 EYB  plan-1  C3   0.020
 EYB  plan-1  C16  0.020
 EYB  plan-1  O1   0.020
 EYB  plan-1  N2   0.020
 EYB  plan-1  H6   0.020
 EYB  plan-1  H15  0.020
 EYB  plan-2  N1   0.020
 EYB  plan-2  C4   0.020
 EYB  plan-2  C5   0.020
 EYB  plan-2  C6   0.020
 EYB  plan-2  C7   0.020
 EYB  plan-2  C8   0.020
 EYB  plan-2  C10  0.020
 EYB  plan-2  C13  0.020
 EYB  plan-2  C15  0.020
 EYB  plan-2  C1   0.020
 EYB  plan-2  C2   0.020
 EYB  plan-2  C3   0.020
 EYB  plan-2  C9   0.020
 EYB  plan-2  C11  0.020
 EYB  plan-2  C12  0.020
 EYB  plan-2  C18  0.020
 EYB  plan-2  H3   0.020
 EYB  plan-2  H7   0.020
 EYB  plan-2  H8   0.020
 EYB  plan-2  H9   0.020
 EYB  plan-2  H10  0.020
 EYB  plan-2  H11  0.020

