# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 09:07:42 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 3-(3,4-dichlorophenyl)-6-(morpholin-4-ylcarbonyl)-9H-carbazole-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1cc(cc2c1[nH]c3ccc(cc23)C(=O)N4CCOCC4)c5ccc(Cl)c(Cl)c5
#
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
 4OK  4OK  3-(3,4-dichlorophenyl)-6-(morpholin-4-ylcarbonyl)-9H-carbazole-1-carboxamide  ligand  51  32  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4OK
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
 4OK  C13  C   CR6   0  -0.083   4.0894  -0.4953   0.5192
 4OK  C18  C   CR6   0   0.023  -5.2169   1.0181   0.9309
 4OK  C17  C   CR6   0  -0.021  -5.0228   2.2972   0.4230
 4OK  C16  C   CR56  0   0.331   0.0391  -2.5969  -0.0865
 4OK  C15  C   CR56  0   0.350   2.2681  -2.5285   0.0737
 4OK  C19  C   C     0   0.520   5.1110   0.5349   0.8736
 4OK  C21  C   CH2   0  -0.336   4.3965   1.9865  -1.0294
 4OK  C22  C   CH2   0  -0.330   5.9082   2.8292   0.6615
 4OK  C23  C   CH2   0  -0.173   5.4277   2.3983  -2.0703
 4OK  C24  C   CH2   0  -0.183   6.8841   3.1969  -0.4416
 4OK  C11  C   CR6   0   0.100  -3.0016   0.3724   0.2151
 4OK  C12  C   CR6   0   0.100  -1.9357  -0.6420   0.1076
 4OK  C1   C   CR16  0  -0.315  -2.8218   1.6592  -0.2932
 4OK  C2   C   CR16  0  -0.283   4.5132  -1.8261   0.3678
 4OK  C3   C   CR16  0  -0.304   3.6205  -2.8521   0.1284
 4OK  C4   C   CR16  0  -0.199  -3.8190   2.6121  -0.1888
 4OK  C5   C   CR16  0  -0.440  -0.5989  -0.2779   0.2407
 4OK  C6   C   CR16  0  -0.385   2.7376  -0.1854   0.4668
 4OK  C7   C   CR16  0  -0.393  -2.2569  -1.9841  -0.1319
 4OK  C8   C   CR16  0  -0.280  -4.2140   0.0679   0.8303
 4OK  C9   C   CR56  0   0.099   0.3848  -1.2477   0.1461
 4OK  C10  C   CR56  0   0.091   1.8206  -1.2058   0.2486
 4OK  C14  C   CR6   0  -0.054  -1.2977  -2.9826  -0.2480
 4OK  N25  N   NR15  0  -0.776   1.1833  -3.3379  -0.1293
 4OK  N26  N   NT    0  -0.466   5.0575   1.7279   0.2397
 4OK  N27  N   NH2   0  -0.820  -2.8673  -4.6901  -0.9286
 4OK  O28  O   O     0  -0.488   5.9338   0.2866   1.7464
 4OK  O29  O   O     0  -0.492  -0.7786  -5.2840  -0.3449
 4OK  O30  O   O2    0  -0.482   6.2067   3.4912  -1.6439
 4OK  CL2  CL  CL    0  -0.095  -6.6970   0.5993   1.7060
 4OK  H1   H   HCH2  0   0.251   3.6513   2.7770  -0.8996
 4OK  H2   H   HCH2  0   0.277   3.8828   1.0992  -1.3892
 4OK  H3   H   HCH2  0   0.269   6.4470   2.5579   1.5655
 4OK  H4   H   HCH2  0   0.251   5.2720   3.6895   0.8936
 4OK  H5   H   HCH2  0   0.207   6.0673   1.5343  -2.3012
 4OK  H6   H   HCH2  0   0.246   4.9187   2.6953  -2.9884
 4OK  H7   H   HCH2  0   0.244   7.4476   4.0865  -0.1572
 4OK  H8   H   HCH2  0   0.210   7.5978   2.3746  -0.5909
 4OK  H9   H   HCR6  0   0.272  -1.9011   1.9239  -0.7964
 4OK  H10  H   HCR6  0   0.263   5.5694  -2.0533   0.4291
 4OK  H11  H   HCR6  0   0.269   3.9638  -3.8696  -0.0038
 4OK  H12  H   HCR6  0   0.291  -3.6669   3.6033  -0.5937
 4OK  H13  H   HCR6  0   0.259  -0.3277   0.7512   0.4436
 4OK  H14  H   HCR6  0   0.264   2.3961   0.8332   0.6104
 4OK  H15  H   HCR6  0   0.260  -3.3036  -2.2397  -0.2353
 4OK  H16  H   HCR6  0   0.285  -4.3800  -0.9122   1.2577
 4OK  H17  H   HNR5  0   0.415   1.1951  -4.3395  -0.2342
 4OK  H18  H   HNH2  0   0.418  -3.5301  -3.9853  -1.1991
 4OK  H19  H   HNH2  0   0.409  -3.1182  -5.6456  -1.1235
 4OK  C20  C   C     0   0.520  -1.6255  -4.4108  -0.5121
 4OK  CL1  CL  CL    0  -0.097  -6.2560   3.4915   0.5423

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
 4OK  CL1  C17  single    1.721  0.020  1.721
 4OK  C4   C17  aromatic  1.387  0.020  1.387
 4OK  C4   C1   aromatic  1.383  0.020  1.383
 4OK  C17  C18  aromatic  1.390  0.020  1.390
 4OK  C1   C11  aromatic  1.395  0.020  1.395
 4OK  C18  CL2  single    1.723  0.020  1.723
 4OK  C18  C8   aromatic  1.385  0.020  1.385
 4OK  C11  C8   aromatic  1.393  0.020  1.393
 4OK  C11  C12  single    1.475  0.020  1.475
 4OK  N27  C20  single    1.339  0.020  1.339
 4OK  C7   C12  aromatic  1.401  0.020  1.401
 4OK  C7   C14  aromatic  1.389  0.020  1.389
 4OK  C12  C5   aromatic  1.392  0.020  1.392
 4OK  C20  C14  single    1.489  0.020  1.489
 4OK  C20  O29  double    1.228  0.020  1.228
 4OK  C14  C16  aromatic  1.401  0.020  1.401
 4OK  C5   C9   aromatic  1.385  0.020  1.385
 4OK  C16  C9   aromatic  1.412  0.020  1.412
 4OK  C16  N25  aromatic  1.364  0.020  1.364
 4OK  C9   C10  aromatic  1.440  0.020  1.440
 4OK  N25  C15  aromatic  1.369  0.020  1.369
 4OK  C10  C15  aromatic  1.407  0.020  1.407
 4OK  C10  C6   aromatic  1.389  0.020  1.389
 4OK  C15  C3   aromatic  1.392  0.020  1.392
 4OK  C6   C13  aromatic  1.388  0.020  1.388
 4OK  C3   C2   aromatic  1.381  0.020  1.381
 4OK  C13  C2   aromatic  1.405  0.020  1.405
 4OK  C13  C19  single    1.494  0.020  1.494
 4OK  O28  C19  double    1.225  0.020  1.225
 4OK  C19  N26  single    1.352  0.020  1.352
 4OK  N26  C21  single    1.454  0.020  1.454
 4OK  N26  C22  single    1.454  0.020  1.454
 4OK  C21  C23  single    1.522  0.020  1.522
 4OK  C22  C24  single    1.518  0.020  1.518
 4OK  C23  O30  single    1.408  0.020  1.408
 4OK  C24  O30  single    1.411  0.020  1.411
 4OK  C21  H1   single    0.970  0.020  1.090
 4OK  C21  H2   single    0.970  0.020  1.090
 4OK  C22  H3   single    0.970  0.020  1.090
 4OK  C22  H4   single    0.970  0.020  1.090
 4OK  C23  H5   single    0.970  0.020  1.090
 4OK  C23  H6   single    0.970  0.020  1.090
 4OK  C24  H7   single    0.970  0.020  1.090
 4OK  C24  H8   single    0.970  0.020  1.090
 4OK  C1   H9   single    0.930  0.020  1.080
 4OK  C2   H10  single    0.930  0.020  1.080
 4OK  C3   H11  single    0.930  0.020  1.080
 4OK  C4   H12  single    0.930  0.020  1.080
 4OK  C5   H13  single    0.930  0.020  1.080
 4OK  C6   H14  single    0.930  0.020  1.080
 4OK  C7   H15  single    0.930  0.020  1.080
 4OK  C8   H16  single    0.930  0.020  1.080
 4OK  N25  H17  single    0.860  0.020  1.020
 4OK  N27  H18  single    0.860  0.020  1.020
 4OK  N27  H19  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
 4OK  C6   C13  C2   120.09  3.000
 4OK  C2   C13  C19  118.21  3.000
 4OK  C6   C13  C19  121.41  3.000
 4OK  CL2  C18  C8   119.21  3.000
 4OK  C8   C18  C17  120.24  3.000
 4OK  CL2  C18  C17  120.54  3.000
 4OK  CL1  C17  C4   119.68  3.000
 4OK  C4   C17  C18  119.44  3.000
 4OK  CL1  C17  C18  120.88  3.000
 4OK  N25  C16  C14  130.35  3.000
 4OK  N25  C16  C9   108.60  3.000
 4OK  C14  C16  C9   121.05  3.000
 4OK  N25  C15  C10  108.80  3.000
 4OK  C10  C15  C3   121.51  3.000
 4OK  N25  C15  C3   129.68  3.000
 4OK  O28  C19  N26  122.65  3.000
 4OK  N26  C19  C13  118.05  3.000
 4OK  O28  C19  C13  119.26  3.000
 4OK  H2   C21  H1   107.90  3.000
 4OK  H2   C21  N26  111.02  3.000
 4OK  H1   C21  N26  109.54  3.000
 4OK  H2   C21  C23  108.35  3.000
 4OK  H1   C21  C23  110.31  3.000
 4OK  N26  C21  C23  109.70  3.000
 4OK  H4   C22  H3   107.94  3.000
 4OK  H4   C22  N26  108.46  3.000
 4OK  H3   C22  N26  110.02  3.000
 4OK  H4   C22  C24  109.71  3.000
 4OK  H3   C22  C24  110.26  3.000
 4OK  N26  C22  C24  110.41  3.000
 4OK  H6   C23  H5   107.97  3.000
 4OK  H6   C23  O30  107.56  3.000
 4OK  H5   C23  O30  110.59  3.000
 4OK  H6   C23  C21  109.46  3.000
 4OK  H5   C23  C21  108.97  3.000
 4OK  O30  C23  C21  112.19  3.000
 4OK  H8   C24  H7   108.06  3.000
 4OK  H8   C24  O30  110.61  3.000
 4OK  H7   C24  O30  107.46  3.000
 4OK  H8   C24  C22  109.57  3.000
 4OK  H7   C24  C22  109.89  3.000
 4OK  O30  C24  C22  111.17  3.000
 4OK  C8   C11  C1   118.33  3.000
 4OK  C8   C11  C12  120.70  3.000
 4OK  C1   C11  C12  120.97  3.000
 4OK  C7   C12  C5   119.16  3.000
 4OK  C5   C12  C11  120.46  3.000
 4OK  C7   C12  C11  120.38  3.000
 4OK  H9   C1   C4   118.68  3.000
 4OK  H9   C1   C11  120.31  3.000
 4OK  C4   C1   C11  121.00  3.000
 4OK  H10  C2   C3   119.00  3.000
 4OK  H10  C2   C13  119.16  3.000
 4OK  C3   C2   C13  121.84  3.000
 4OK  H11  C3   C2   120.98  3.000
 4OK  H11  C3   C15  121.48  3.000
 4OK  C2   C3   C15  117.53  3.000
 4OK  H12  C4   C1   120.11  3.000
 4OK  H12  C4   C17  119.70  3.000
 4OK  C1   C4   C17  120.18  3.000
 4OK  H13  C5   C9   120.02  3.000
 4OK  H13  C5   C12  120.45  3.000
 4OK  C9   C5   C12  119.51  3.000
 4OK  H14  C6   C10  120.20  3.000
 4OK  H14  C6   C13  120.78  3.000
 4OK  C10  C6   C13  119.00  3.000
 4OK  H15  C7   C14  119.34  3.000
 4OK  H15  C7   C12  117.66  3.000
 4OK  C14  C7   C12  123.00  3.000
 4OK  H16  C8   C11  120.39  3.000
 4OK  H16  C8   C18  118.79  3.000
 4OK  C11  C8   C18  120.81  3.000
 4OK  C10  C9   C5   133.09  3.000
 4OK  C10  C9   C16  106.48  3.000
 4OK  C5   C9   C16  120.44  3.000
 4OK  C9   C10  C6   133.69  3.000
 4OK  C6   C10  C15  120.00  3.000
 4OK  C9   C10  C15  106.31  3.000
 4OK  C7   C14  C20  123.51  3.000
 4OK  C20  C14  C16  119.65  3.000
 4OK  C7   C14  C16  116.83  3.000
 4OK  H17  N25  C15  126.47  3.000
 4OK  H17  N25  C16  123.60  3.000
 4OK  C15  N25  C16  109.81  3.000
 4OK  C22  N26  C21  112.61  3.000
 4OK  C22  N26  C19  120.60  3.000
 4OK  C21  N26  C19  125.74  3.000
 4OK  H19  N27  H18  116.69  3.000
 4OK  H19  N27  C20  119.29  3.000
 4OK  H18  N27  C20  123.31  3.000
 4OK  C24  O30  C23  111.21  3.000
 4OK  O29  C20  N27  122.25  3.000
 4OK  O29  C20  C14  120.41  3.000
 4OK  N27  C20  C14  117.35  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
 4OK  CONST_01  C9   C10  C6   C13   180.00   0.0  0
 4OK  CONST_02  C15  C10  C6   C13     0.00   0.0  0
 4OK  CONST_03  C15  C3   C2   C13     0.00   0.0  0
 4OK  CONST_04  C1   C4   C17  C18     0.00   0.0  0
 4OK  CONST_05  C1   C11  C8   C18     0.00   0.0  0
 4OK  CONST_06  C12  C11  C8   C18   180.00   0.0  0
 4OK  CONST_07  C11  C1   C4   C17     0.00   0.0  0
 4OK  CONST_08  C11  C8   C18  C17     0.00   0.0  0
 4OK  CONST_09  C12  C7   C14  C16     0.00   0.0  0
 4OK  CONST_10  C12  C5   C9   C16     0.00   0.0  0
 4OK  CONST_11  C15  C10  C9   C16     0.00   0.0  0
 4OK  CONST_12  C6   C10  C9   C16   180.00   0.0  0
 4OK  CONST_13  C10  C15  N25  C16     0.00   0.0  0
 4OK  CONST_14  C3   C15  N25  C16   180.00   0.0  0
 4OK  CONST_15  C14  C16  N25  C15   180.00   0.0  0
 4OK  CONST_16  C9   C16  N25  C15     0.00   0.0  0
 4OK  CONST_17  C5   C9   C10  C15   180.00   0.0  0
 4OK  CONST_18  C14  C7   C12  C11   180.00   0.0  0
 4OK  CONST_19  C9   C5   C12  C11   180.00   0.0  0
 4OK  CONST_20  C4   C1   C11  C12   180.00   0.0  0
 4OK  CONST_21  C10  C9   C5   C12   180.00   0.0  0
 4OK  CONST_24  N25  C15  C3   C2    180.00   0.0  0
 4OK  CONST_25  C10  C15  C3   C2      0.00   0.0  0
 4OK  CONST_26  C10  C6   C13  C2      0.00   0.0  0
 4OK  CONST_27  C9   C10  C15  C3    180.00   0.0  0
 4OK  CONST_28  C6   C10  C15  C3      0.00   0.0  0
 4OK  CONST_29  C6   C13  C2   C3      0.00   0.0  0
 4OK  CONST_30  C8   C18  C17  C4      0.00   0.0  0
 4OK  CONST_31  C8   C11  C1   C4      0.00   0.0  0
 4OK  CONST_33  C14  C7   C12  C5      0.00   0.0  0
 4OK  CONST_34  C14  C16  C9   C5      0.00   0.0  0
 4OK  CONST_35  N25  C16  C9   C5    180.00   0.0  0
 4OK  CONST_36  C6   C10  C9   C5      0.00   0.0  0
 4OK  CONST_37  N25  C15  C10  C6    180.00   0.0  0
 4OK  CONST_39  C9   C5   C12  C7      0.00   0.0  0
 4OK  CONST_40  C9   C16  C14  C7      0.00   0.0  0
 4OK  CONST_41  N25  C16  C14  C7    180.00   0.0  0
 4OK  CONST_42  N25  C15  C10  C9      0.00   0.0  0
 4OK  CONST_43  C14  C16  C9   C10   180.00   0.0  0
 4OK  CONST_44  N25  C16  C9   C10     0.00   0.0  0
 4OK  CONST_45  C10  C6   C13  C19   180.00   0.0  0
 4OK  CONST_46  C3   C2   C13  C19   180.00   0.0  0
 4OK  CONST_47  C12  C7   C14  C20   180.00   0.0  0
 4OK  CONST_48  C9   C16  C14  C20   180.00   0.0  0
 4OK  CONST_49  N25  C16  C14  C20     0.00   0.0  0
 4OK  CONST_50  CL2  C18  C8   C11   180.00   0.0  0
 4OK  CONST_51  CL1  C17  C4   C1    180.00   0.0  0
 4OK  CONST_52  CL2  C18  C17  C4    180.00   0.0  0
 4OK  CONST_53  CL1  C17  C18  C8    180.00   0.0  0
 4OK  CONST_55  C22  N26  C19  C13   180.00   0.0  0
 4OK  CONST_56  H11  C3   C2   C13   180.00   0.0  0
 4OK  CONST_57  H12  C4   C17  C18   180.00   0.0  0
 4OK  CONST_58  H9   C1   C4   C17   180.00   0.0  0
 4OK  CONST_59  H16  C8   C18  C17   180.00   0.0  0
 4OK  CONST_60  H15  C7   C14  C16   180.00   0.0  0
 4OK  CONST_61  H13  C5   C9   C16   180.00   0.0  0
 4OK  CONST_62  H14  C6   C10  C15   180.00   0.0  0
 4OK  CONST_63  H10  C2   C3   C15   180.00   0.0  0
 4OK  CONST_64  H17  N25  C15  C3      0.00   0.0  0
 4OK  CONST_66  O28  C19  N26  C22     0.00   0.0  0
 4OK  CONST_67  H18  N27  C20  C14     0.00   0.0  0
 4OK  CONST_68  H19  N27  C20  C14   180.00   0.0  0
 4OK  Var_01    C24  C22  N26  C21   -53.12  30.0  1
 4OK  Var_02    C23  C21  N26  C22    52.22  30.0  1
 4OK  Var_03    O30  C23  C21  N26   -54.59  30.0  1
 4OK  Var_04    O30  C24  C22  N26    55.42  30.0  1
 4OK  Var_05    N26  C19  C13  C2    137.68  30.0  2
 4OK  Var_06    H7   C24  O30  C23  -178.79  30.0  1
 4OK  Var_07    H5   C23  O30  C24   -63.36  30.0  1
 4OK  Var_08    N27  C20  C14  C16  -166.63  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
 4OK  plan-1  C18  0.020
 4OK  plan-1  C17  0.020
 4OK  plan-1  C11  0.020
 4OK  plan-1  C12  0.020
 4OK  plan-1  C1   0.020
 4OK  plan-1  C4   0.020
 4OK  plan-1  C8   0.020
 4OK  plan-1  CL2  0.020
 4OK  plan-1  H9   0.020
 4OK  plan-1  H12  0.020
 4OK  plan-1  H16  0.020
 4OK  plan-1  CL1  0.020
 4OK  plan-2  C13  0.020
 4OK  plan-2  C16  0.020
 4OK  plan-2  C15  0.020
 4OK  plan-2  C19  0.020
 4OK  plan-2  C11  0.020
 4OK  plan-2  C12  0.020
 4OK  plan-2  C2   0.020
 4OK  plan-2  C3   0.020
 4OK  plan-2  C5   0.020
 4OK  plan-2  C6   0.020
 4OK  plan-2  C7   0.020
 4OK  plan-2  C9   0.020
 4OK  plan-2  C10  0.020
 4OK  plan-2  C14  0.020
 4OK  plan-2  N25  0.020
 4OK  plan-2  H10  0.020
 4OK  plan-2  H11  0.020
 4OK  plan-2  H13  0.020
 4OK  plan-2  H14  0.020
 4OK  plan-2  H15  0.020
 4OK  plan-2  H17  0.020
 4OK  plan-2  C20  0.020
 4OK  plan-3  C14  0.020
 4OK  plan-3  N27  0.020
 4OK  plan-3  O29  0.020
 4OK  plan-3  H18  0.020
 4OK  plan-3  H19  0.020
 4OK  plan-3  C20  0.020
 4OK  plan-4  C13  0.020
 4OK  plan-4  C19  0.020
 4OK  plan-4  C21  0.020
 4OK  plan-4  C22  0.020
 4OK  plan-4  N26  0.020
 4OK  plan-4  O28  0.020

