# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 03:23:41 2021
#   Inital geometry file: a 137 line input string
#   Ligand name: 9-ethyl-~{N}-[(4-ethylsulfonylphenyl)methyl]carbazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCn1c2ccccc2c3cc(ccc13)C(=O)NCc4ccc(cc4)[S](=O)(=O)CC
#
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
 EO0  EO0  9-ethyl-~{N}-[(4-ethylsulfonylphenyl)methyl]carbazole-3-carboxamide  ligand  54  30  .  2022-03-18  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EO0
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
 EO0  C10   C  CR16  0  -0.401   -5.6185  25.5607  13.0301
 EO0  C13   C  CR16  0  -0.306   -5.5448  27.9940  14.4659
 EO0  C15   C  CH3   0  -0.661   -7.9200  28.2832  17.3065
 EO0  C20   C  CR6   0   0.111   -0.1119  25.7900  12.0428
 EO0  C21   C  CR16  0  -0.277    0.0029  26.1013  13.3933
 EO0  C22   C  CR16  0  -0.216    1.0423  25.5869  14.1528
 EO0  C24   C  CR16  0  -0.216    1.8785  24.4295  12.2034
 EO0  C01   C  CR16  0  -0.268  -10.7164  25.0589  14.5846
 EO0  C02   C  CR16  0  -0.270  -10.0452  24.1322  13.7781
 EO0  C03   C  CR16  0  -0.372   -8.7245  24.3384  13.4180
 EO0  C04   C  CR56  0   0.063   -8.0763  25.4846  13.8695
 EO0  C05   C  CR56  0   0.355   -8.7670  26.4121  14.6744
 EO0  C06   C  CR16  0  -0.321  -10.0931  26.2069  15.0448
 EO0  C07   C  CR56  0   0.095   -6.7464  26.0095  13.6994
 EO0  C08   C  CR56  0   0.359   -6.7068  27.2282  14.4109
 EO0  C11   C  CR6   0  -0.048   -4.4626  26.3328  13.0501
 EO0  C12   C  CR16  0  -0.307   -4.4387  27.5357  13.7765
 EO0  C16   C  C     0   0.536   -3.2706  25.8256  12.3169
 EO0  C19   C  CH2   0  -0.336   -1.1946  26.3881  11.1784
 EO0  C23   C  CR6   0  -0.215    1.9734  24.7522  13.5512
 EO0  C25   C  CR16  0  -0.287    0.8321  24.9472  11.4607
 EO0  C27   C  CH2   0  -0.595    2.7490  22.4648  15.0085
 EO0  C30   C  CH3   0  -0.674    1.5925  22.5092  15.9866
 EO0  N09   N  NR5   0  -0.622   -7.9301  27.4638  14.9754
 EO0  N18   N  NH1   0  -0.661   -2.3889  26.7531  11.8925
 EO0  O17   O  O     0  -0.484   -3.1035  24.6326  12.1014
 EO0  O28   O  OS    0  -0.671    4.4587  23.9079  13.6136
 EO0  O29   O  OS    0  -0.669    3.4770  24.9158  15.7001
 EO0  S26   S  S     0   1.219    3.3120  24.0896  14.5041
 EO0  H101  H  HCR6  0   0.251   -5.6384  24.6258  12.4841
 EO0  H131  H  HCR6  0   0.272   -5.4904  28.9116  15.0363
 EO0  H152  H  HCH3  0   0.241   -8.1709  29.1456  17.9234
 EO0  H151  H  HCH3  0   0.235   -8.4854  27.4280  17.6770
 EO0  H153  H  HCH3  0   0.235   -6.8582  28.0726  17.4353
 EO0  H211  H  HCR6  0   0.259   -0.7202  26.7531  13.8665
 EO0  H221  H  HCR6  0   0.284    1.1215  25.8440  15.2004
 EO0  H241  H  HCR6  0   0.284    2.6059  23.7834  11.7304
 EO0  H011  H  HCR6  0   0.258  -11.7471  24.8750  14.8586
 EO0  H021  H  HCR6  0   0.254  -10.5653  23.2476  13.4356
 EO0  H031  H  HCR6  0   0.250   -8.2051  23.6193  12.7966
 EO0  H061  H  HCR6  0   0.266  -10.6278  26.9092  15.6709
 EO0  H121  H  HCR6  0   0.257   -3.5283  28.1187  13.8357
 EO0  H141  H  HCH2  0   0.265   -7.7101  29.4498  15.4990
 EO0  H142  H  HCH2  0   0.266   -9.3096  28.8002  15.7342
 EO0  H192  H  HCH2  0   0.263   -1.4311  25.6979  10.3657
 EO0  H191  H  HCH2  0   0.288   -0.8078  27.2951  10.7118
 EO0  H251  H  HCR6  0   0.267    0.7514  24.6929  10.4109
 EO0  H272  H  HCH2  0   0.297    2.4993  21.9243  14.0943
 EO0  H271  H  HCH2  0   0.313    3.6321  21.9943  15.4475
 EO0  H303  H  HCH3  0   0.266    1.3107  21.4899  16.2459
 EO0  H301  H  HCH3  0   0.250    1.8664  23.0243  16.9049
 EO0  H302  H  HCH3  0   0.247    0.7135  22.9926  15.5622
 EO0  H181  H  HNH1  0   0.412   -2.6124  27.7307  11.9675
 EO0  C14   C  CH2   0  -0.337   -8.2506  28.5706  15.8508

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
 EO0  C19  N18   single    1.439  0.020  1.439
 EO0  C19  C20   single    1.509  0.020  1.509
 EO0  C25  C20   aromatic  1.393  0.020  1.393
 EO0  C25  C24   aromatic  1.384  0.020  1.384
 EO0  N18  C16   single    1.348  0.020  1.348
 EO0  O17  C16   double    1.224  0.020  1.224
 EO0  C20  C21   aromatic  1.391  0.020  1.391
 EO0  C16  C11   single    1.489  0.020  1.489
 EO0  C24  C23   aromatic  1.389  0.020  1.389
 EO0  C11  C10   aromatic  1.390  0.020  1.390
 EO0  C11  C12   aromatic  1.405  0.020  1.405
 EO0  C10  C07   aromatic  1.386  0.020  1.386
 EO0  C21  C22   aromatic  1.386  0.020  1.386
 EO0  C03  C04   aromatic  1.392  0.020  1.392
 EO0  C03  C02   aromatic  1.384  0.020  1.384
 EO0  C12  C13   aromatic  1.382  0.020  1.382
 EO0  C07  C04   aromatic  1.440  0.020  1.440
 EO0  C07  C08   aromatic  1.412  0.020  1.412
 EO0  C23  C22   aromatic  1.388  0.020  1.388
 EO0  C23  S26   single    1.772  0.020  1.772
 EO0  C04  C05   aromatic  1.409  0.020  1.409
 EO0  C02  C01   aromatic  1.400  0.020  1.400
 EO0  O28  S26   double    1.463  0.020  1.463
 EO0  C13  C08   aromatic  1.393  0.020  1.393
 EO0  C08  N09   aromatic  1.368  0.020  1.368
 EO0  C05  N09   aromatic  1.377  0.020  1.377
 EO0  C05  C06   aromatic  1.392  0.020  1.392
 EO0  C01  C06   aromatic  1.385  0.020  1.385
 EO0  S26  C27   single    1.792  0.020  1.792
 EO0  S26  O29   double    1.463  0.020  1.463
 EO0  N09  C14   single    1.447  0.020  1.447
 EO0  C27  C30   single    1.515  0.020  1.515
 EO0  C14  C15   single    1.520  0.020  1.520
 EO0  C10  H101  single    0.930  0.020  1.080
 EO0  C13  H131  single    0.930  0.020  1.080
 EO0  C15  H152  single    0.970  0.020  1.090
 EO0  C15  H151  single    0.970  0.020  1.090
 EO0  C15  H153  single    0.970  0.020  1.090
 EO0  C21  H211  single    0.930  0.020  1.080
 EO0  C22  H221  single    0.930  0.020  1.080
 EO0  C24  H241  single    0.930  0.020  1.080
 EO0  C01  H011  single    0.930  0.020  1.080
 EO0  C02  H021  single    0.930  0.020  1.080
 EO0  C03  H031  single    0.930  0.020  1.080
 EO0  C06  H061  single    0.930  0.020  1.080
 EO0  C12  H121  single    0.930  0.020  1.080
 EO0  C14  H141  single    0.970  0.020  1.090
 EO0  C14  H142  single    0.970  0.020  1.090
 EO0  C19  H192  single    0.970  0.020  1.090
 EO0  C19  H191  single    0.970  0.020  1.090
 EO0  C25  H251  single    0.930  0.020  1.080
 EO0  C27  H272  single    0.970  0.020  1.090
 EO0  C27  H271  single    0.970  0.020  1.090
 EO0  C30  H303  single    0.970  0.020  1.090
 EO0  C30  H301  single    0.970  0.020  1.090
 EO0  C30  H302  single    0.970  0.020  1.090
 EO0  N18  H181  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
 EO0  H101  C10  C11   120.13  3.000
 EO0  H101  C10  C07   120.53  3.000
 EO0  C11   C10  C07   119.33  3.000
 EO0  H131  C13  C12   120.28  3.000
 EO0  H131  C13  C08   121.95  3.000
 EO0  C12   C13  C08   117.76  3.000
 EO0  H153  C15  H151  108.27  3.000
 EO0  H153  C15  H152  108.07  3.000
 EO0  H151  C15  H152  108.01  3.000
 EO0  H153  C15  C14   111.19  3.000
 EO0  H151  C15  C14   111.16  3.000
 EO0  H152  C15  C14   110.03  3.000
 EO0  C25   C20  C19   119.12  3.000
 EO0  C25   C20  C21   119.04  3.000
 EO0  C19   C20  C21   121.79  3.000
 EO0  H211  C21  C22   119.00  3.000
 EO0  H211  C21  C20   120.28  3.000
 EO0  C22   C21  C20   120.72  3.000
 EO0  H221  C22  C23   120.92  3.000
 EO0  H221  C22  C21   119.83  3.000
 EO0  C23   C22  C21   119.26  3.000
 EO0  H241  C24  C25   119.82  3.000
 EO0  H241  C24  C23   121.13  3.000
 EO0  C25   C24  C23   119.05  3.000
 EO0  H011  C01  C06   119.03  3.000
 EO0  H011  C01  C02   119.34  3.000
 EO0  C06   C01  C02   121.63  3.000
 EO0  H021  C02  C03   119.87  3.000
 EO0  H021  C02  C01   119.55  3.000
 EO0  C03   C02  C01   120.58  3.000
 EO0  H031  C03  C04   120.63  3.000
 EO0  H031  C03  C02   120.52  3.000
 EO0  C04   C03  C02   118.85  3.000
 EO0  C07   C04  C05   106.28  3.000
 EO0  C05   C04  C03   119.94  3.000
 EO0  C07   C04  C03   133.78  3.000
 EO0  N09   C05  C06   129.29  3.000
 EO0  C06   C05  C04   121.46  3.000
 EO0  N09   C05  C04   109.24  3.000
 EO0  H061  C06  C05   121.93  3.000
 EO0  H061  C06  C01   120.52  3.000
 EO0  C05   C06  C01   117.55  3.000
 EO0  C08   C07  C04   106.33  3.000
 EO0  C08   C07  C10   120.00  3.000
 EO0  C04   C07  C10   133.67  3.000
 EO0  N09   C08  C07   109.36  3.000
 EO0  N09   C08  C13   129.44  3.000
 EO0  C07   C08  C13   121.20  3.000
 EO0  C16   C11  C12   122.19  3.000
 EO0  C12   C11  C10   119.80  3.000
 EO0  C16   C11  C10   118.00  3.000
 EO0  H121  C12  C11   120.22  3.000
 EO0  H121  C12  C13   117.86  3.000
 EO0  C11   C12  C13   121.89  3.000
 EO0  O17   C16  N18   121.73  3.000
 EO0  O17   C16  C11   121.89  3.000
 EO0  N18   C16  C11   116.38  3.000
 EO0  H191  C19  H192  106.49  3.000
 EO0  H191  C19  N18   107.20  3.000
 EO0  H192  C19  N18   110.48  3.000
 EO0  H191  C19  C20   108.67  3.000
 EO0  H192  C19  C20   109.34  3.000
 EO0  N18   C19  C20   114.32  3.000
 EO0  S26   C23  C24   119.12  3.000
 EO0  S26   C23  C22   119.91  3.000
 EO0  C24   C23  C22   120.97  3.000
 EO0  H251  C25  C24   119.26  3.000
 EO0  H251  C25  C20   119.77  3.000
 EO0  C24   C25  C20   120.97  3.000
 EO0  H271  C27  H272  107.96  3.000
 EO0  H271  C27  S26   104.45  3.000
 EO0  H272  C27  S26   106.57  3.000
 EO0  H271  C27  C30   111.72  3.000
 EO0  H272  C27  C30   112.38  3.000
 EO0  S26   C27  C30   113.26  3.000
 EO0  H302  C30  H301  108.79  3.000
 EO0  H302  C30  H303  107.42  3.000
 EO0  H301  C30  H303  107.90  3.000
 EO0  H302  C30  C27   112.17  3.000
 EO0  H301  C30  C27   111.50  3.000
 EO0  H303  C30  C27   108.89  3.000
 EO0  C14   N09  C08   125.41  3.000
 EO0  C14   N09  C05   125.57  3.000
 EO0  C08   N09  C05   108.77  3.000
 EO0  H181  N18  C19   117.92  3.000
 EO0  H181  N18  C16   119.99  3.000
 EO0  C19   N18  C16   121.64  3.000
 EO0  O29   S26  O28   118.64  3.000
 EO0  O29   S26  C27   108.50  3.000
 EO0  O28   S26  C27   107.75  3.000
 EO0  O29   S26  C23   108.28  3.000
 EO0  C27   S26  C23   104.66  3.000
 EO0  O28   S26  C23   108.13  3.000
 EO0  H142  C14  H141  106.10  3.000
 EO0  H142  C14  N09   108.16  3.000
 EO0  H141  C14  N09   108.16  3.000
 EO0  H142  C14  C15   110.71  3.000
 EO0  H141  C14  C15   110.71  3.000
 EO0  N09   C14  C15   112.74  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
 EO0  CONST_01  C13   C12  C11  C10     0.00   0.0  0
 EO0  CONST_02  C03   C04  C07  C10     0.00   0.0  0
 EO0  CONST_03  C05   C04  C07  C10   180.00   0.0  0
 EO0  CONST_04  C13   C08  C07  C10     0.00   0.0  0
 EO0  CONST_05  N09   C08  C07  C10   180.00   0.0  0
 EO0  CONST_06  C04   C07  C08  C13   180.00   0.0  0
 EO0  CONST_07  C05   N09  C08  C13   180.00   0.0  0
 EO0  CONST_08  C23   C24  C25  C20     0.00   0.0  0
 EO0  CONST_09  C23   C22  C21  C20     0.00   0.0  0
 EO0  CONST_10  C24   C25  C20  C21     0.00   0.0  0
 EO0  CONST_11  C24   C23  C22  C21     0.00   0.0  0
 EO0  CONST_12  C25   C20  C21  C22     0.00   0.0  0
 EO0  CONST_13  C25   C24  C23  C22     0.00   0.0  0
 EO0  CONST_14  C04   C03  C02  C01     0.00   0.0  0
 EO0  CONST_15  C04   C05  C06  C01     0.00   0.0  0
 EO0  CONST_16  N09   C05  C06  C01   180.00   0.0  0
 EO0  CONST_17  C07   C04  C03  C02   180.00   0.0  0
 EO0  CONST_18  C05   C04  C03  C02     0.00   0.0  0
 EO0  CONST_19  C05   C06  C01  C02     0.00   0.0  0
 EO0  CONST_20  C08   C07  C04  C03   180.00   0.0  0
 EO0  CONST_21  N09   C05  C04  C03   180.00   0.0  0
 EO0  CONST_22  C06   C05  C04  C03     0.00   0.0  0
 EO0  CONST_23  C06   C01  C02  C03     0.00   0.0  0
 EO0  CONST_24  C11   C10  C07  C04   180.00   0.0  0
 EO0  CONST_25  N09   C08  C07  C04     0.00   0.0  0
 EO0  CONST_26  C08   N09  C05  C04     0.00   0.0  0
 EO0  CONST_27  C08   C07  C04  C05     0.00   0.0  0
 EO0  CONST_28  C07   C08  N09  C05     0.00   0.0  0
 EO0  CONST_29  C07   C04  C05  C06   180.00   0.0  0
 EO0  CONST_30  C08   N09  C05  C06   180.00   0.0  0
 EO0  CONST_31  C12   C11  C10  C07     0.00   0.0  0
 EO0  CONST_32  N09   C05  C04  C07     0.00   0.0  0
 EO0  CONST_33  C12   C13  C08  C07     0.00   0.0  0
 EO0  CONST_34  C11   C10  C07  C08     0.00   0.0  0
 EO0  CONST_35  C11   C12  C13  C08     0.00   0.0  0
 EO0  CONST_36  N09   C08  C13  C12   180.00   0.0  0
 EO0  CONST_37  C16   C11  C12  C13   180.00   0.0  0
 EO0  CONST_38  C14   N09  C08  C13     0.00   0.0  0
 EO0  CONST_39  S26   C23  C22  C21   180.00   0.0  0
 EO0  CONST_40  C19   C20  C21  C22   180.00   0.0  0
 EO0  CONST_41  C19   C20  C25  C24   180.00   0.0  0
 EO0  CONST_42  C14   N09  C05  C04   180.00   0.0  0
 EO0  CONST_43  C14   N09  C05  C06     0.00   0.0  0
 EO0  CONST_44  C16   C11  C10  C07   180.00   0.0  0
 EO0  CONST_45  C14   N09  C08  C07   180.00   0.0  0
 EO0  CONST_46  S26   C23  C24  C25   180.00   0.0  0
 EO0  CONST_47  H121  C12  C11  C10   180.00   0.0  0
 EO0  CONST_48  H241  C24  C25  C20   180.00   0.0  0
 EO0  CONST_49  H221  C22  C21  C20   180.00   0.0  0
 EO0  CONST_50  H251  C25  C20  C21   180.00   0.0  0
 EO0  CONST_51  H031  C03  C02  C01   180.00   0.0  0
 EO0  CONST_52  H061  C06  C01  C02   180.00   0.0  0
 EO0  CONST_53  H011  C01  C02  C03   180.00   0.0  0
 EO0  CONST_54  H021  C02  C03  C04   180.00   0.0  0
 EO0  CONST_55  H101  C10  C07  C04     0.00   0.0  0
 EO0  CONST_56  H131  C13  C08  C07   180.00   0.0  0
 EO0  CONST_57  H211  C21  C22  C23   180.00   0.0  0
 EO0  CONST_58  C19   N18  C16  C11   180.00   0.0  0
 EO0  CONST_59  H181  N18  C16  C11     0.00   0.0  0
 EO0  CONST_60  O17   C16  N18  C19     0.00   0.0  0
 EO0  Var_01    N18   C16  C11  C10   154.29  30.0  2
 EO0  Var_02    C08   N09  C14  C15   -85.74  30.0  2
 EO0  Var_03    N18   C19  C20  C21   -27.46  30.0  2
 EO0  Var_04    O28   S26  C23  C22  -149.42  30.0  2
 EO0  Var_05    C16   N18  C19  C20   -75.07  30.0  3
 EO0  Var_06    C30   C27  S26  C23   -67.48  30.0  3
 EO0  Var_07    H152  C15  C14  N09   179.57  30.0  3
 EO0  Var_08    H303  C30  C27  S26  -179.86  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
 EO0  plan-1  C20   0.020
 EO0  plan-1  C21   0.020
 EO0  plan-1  C22   0.020
 EO0  plan-1  C24   0.020
 EO0  plan-1  C19   0.020
 EO0  plan-1  C23   0.020
 EO0  plan-1  C25   0.020
 EO0  plan-1  S26   0.020
 EO0  plan-1  H211  0.020
 EO0  plan-1  H221  0.020
 EO0  plan-1  H241  0.020
 EO0  plan-1  H251  0.020
 EO0  plan-2  C10   0.020
 EO0  plan-2  C13   0.020
 EO0  plan-2  C01   0.020
 EO0  plan-2  C02   0.020
 EO0  plan-2  C03   0.020
 EO0  plan-2  C04   0.020
 EO0  plan-2  C05   0.020
 EO0  plan-2  C06   0.020
 EO0  plan-2  C07   0.020
 EO0  plan-2  C08   0.020
 EO0  plan-2  C11   0.020
 EO0  plan-2  C12   0.020
 EO0  plan-2  C16   0.020
 EO0  plan-2  N09   0.020
 EO0  plan-2  H101  0.020
 EO0  plan-2  H131  0.020
 EO0  plan-2  H011  0.020
 EO0  plan-2  H021  0.020
 EO0  plan-2  H031  0.020
 EO0  plan-2  H061  0.020
 EO0  plan-2  H121  0.020
 EO0  plan-2  C14   0.020
 EO0  plan-3  C11   0.020
 EO0  plan-3  C16   0.020
 EO0  plan-3  C19   0.020
 EO0  plan-3  N18   0.020
 EO0  plan-3  O17   0.020
 EO0  plan-3  H181  0.020

