# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 05:23:27 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: 2-oxo-2-[(4-sulfamoylphenyl)amino]ethyl 7,8,9,10-tetrahydro-6H-cyclohepta[b]quinoline-11-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1ccc(NC(=O)COC(=O)c2c3CCCCCc3nc4ccccc24)cc1
#
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
 F76  F76  '2-oxo-2-[(4-sulfamoylphenyl)amino]ethyl 7,8,9,10-tetrahydro-6H-cyclohepta[b]quinoline-11-carboxylate'  ligand  55  32  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_F76
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
 F76  N01  N  N     0  -0.463  -5.9055  -0.3356   1.1439
 F76  C02  C  CR66  0   0.179  -5.2769  -1.4649   0.7570
 F76  C03  C  CR16  0  -0.290  -5.7772  -2.7077   1.2068
 F76  C04  C  CR16  0  -0.263  -5.1691  -3.8730   0.8278
 F76  C05  C  CR16  0  -0.249  -4.0395  -3.8453  -0.0154
 F76  C06  C  CR16  0  -0.334  -3.5368  -2.6550  -0.4664
 F76  C07  C  CR66  0   0.104  -4.1470  -1.4367  -0.0879
 F76  C08  C  CR6   0   0.078  -3.7012  -0.1576  -0.4976
 F76  C09  C  C     0   0.447  -2.5457  -0.0879  -1.4446
 F76  O10  O  O     0  -0.403  -2.6592   0.0029  -2.6371
 F76  O11  O  O2    0  -0.430  -1.3908  -0.1605  -0.7999
 F76  C12  C  CH2   0  -0.298  -0.2074  -0.1174  -1.5764
 F76  C13  C  C     0   0.506   0.9627  -0.1560  -0.6087
 F76  O14  O  O     0  -0.432   0.8230  -0.2180   0.5911
 F76  N15  N  NH1   0  -0.750   2.1541  -0.1128  -1.2616
 F76  C16  C  CR6   0   0.404   3.4442  -0.1358  -0.7442
 F76  C17  C  CR16  0  -0.306   3.7440  -0.2108   0.6203
 F76  C18  C  CR16  0  -0.203   5.0637  -0.2314   1.0321
 F76  C19  C  CR6   0  -0.231   6.0914  -0.1752   0.1009
 F76  S20  S  S     0   1.361   7.7644  -0.2295   0.6550
 F76  O21  O  OS    0  -0.669   7.8873  -1.1812   1.7505
 F76  O22  O  OS    0  -0.654   8.6141  -0.4150  -0.5144
 F76  N23  N  NC2   0  -0.886   7.9255   1.2644   1.3423
 F76  C24  C  CR16  0  -0.222   5.8065  -0.1018  -1.2549
 F76  C25  C  CR16  0  -0.338   4.4900  -0.0814  -1.6697
 F76  C26  C  CR6   0   0.034  -4.3277   0.9938  -0.0872
 F76  C27  C  CH2   0  -0.538  -3.7941   2.3339  -0.5428
 F76  C28  C  CH2   0  -0.460  -3.9725   3.4945   0.4349
 F76  C29  C  CH2   0  -0.428  -5.3392   4.1619   0.3397
 F76  C30  C  CH2   0  -0.463  -6.4835   3.1548   0.2970
 F76  C31  C  CH2   0  -0.532  -6.2891   1.9994   1.2762
 F76  C32  C  CR6   0   0.201  -5.4751   0.8384   0.7590
 F76  H1   H  HCR6  0   0.263  -6.6459  -2.7104   1.8525
 F76  H2   H  HCR6  0   0.265  -5.5543  -4.8238   1.1716
 F76  H3   H  HCR6  0   0.267  -3.5667  -4.7740  -0.3058
 F76  H4   H  HCR6  0   0.259  -2.6709  -2.6619  -1.1164
 F76  H5   H  HCH2  0   0.294  -0.1537  -0.9703  -2.2595
 F76  H6   H  HCH2  0   0.294  -0.1627   0.7953  -2.1777
 F76  H7   H  HNH1  0   0.430   2.1063  -0.0624  -2.2696
 F76  H8   H  HCR6  0   0.297   2.9659  -0.2552   1.3627
 F76  H9   H  HCR6  0   0.287   5.2766  -0.2915   2.0913
 F76  H10  H  HNC2  0   0.418   8.7480   1.3121   1.9369
 F76  H11  H  HNC2  0   0.415   7.9478   2.0113   0.6556
 F76  H12  H  HCR6  0   0.288   6.5957  -0.0620  -1.9922
 F76  H13  H  HCR6  0   0.287   4.2725  -0.0251  -2.7292
 F76  H14  H  HCH2  0   0.257  -2.7251   2.2328  -0.7382
 F76  H15  H  HCH2  0   0.266  -4.2418   2.5936  -1.5080
 F76  H16  H  HCH2  0   0.233  -3.7873   3.1422   1.4535
 F76  H17  H  HCH2  0   0.250  -3.1973   4.2368   0.2360
 F76  H18  H  HCH2  0   0.229  -5.4673   4.8252   1.1993
 F76  H19  H  HCH2  0   0.228  -5.3778   4.7965  -0.5494
 F76  H20  H  HCH2  0   0.248  -7.4217   3.6622   0.5285
 F76  H21  H  HCH2  0   0.232  -6.6084   2.7574  -0.7145
 F76  H22  H  HCH2  0   0.257  -5.8344   2.3704   2.2021
 F76  H23  H  HCH2  0   0.262  -7.2541   1.5853   1.5680

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
 F76  O22  S20  double    1.457  0.020  1.457
 F76  O21  S20  double    1.456  0.020  1.456
 F76  S20  N23  single    1.652  0.020  1.652
 F76  S20  C19  single    1.763  0.020  1.763
 F76  C19  C24  aromatic  1.387  0.020  1.387
 F76  C19  C18  aromatic  1.388  0.020  1.388
 F76  C24  C25  aromatic  1.380  0.020  1.380
 F76  C18  C17  aromatic  1.383  0.020  1.383
 F76  C25  C16  aromatic  1.398  0.020  1.398
 F76  C17  C16  aromatic  1.399  0.020  1.399
 F76  C16  N15  single    1.390  0.020  1.390
 F76  N15  C13  single    1.359  0.020  1.359
 F76  O14  C13  double    1.210  0.020  1.210
 F76  C27  C28  single    1.528  0.020  1.528
 F76  C27  C26  single    1.513  0.020  1.513
 F76  O10  C09  double    1.201  0.020  1.201
 F76  C13  C12  single    1.519  0.020  1.519
 F76  C29  C28  single    1.524  0.020  1.524
 F76  C29  C30  single    1.525  0.020  1.525
 F76  C31  C30  single    1.527  0.020  1.527
 F76  C31  C32  single    1.509  0.020  1.509
 F76  C26  C32  aromatic  1.434  0.020  1.434
 F76  C26  C08  aromatic  1.374  0.020  1.374
 F76  C09  C08  single    1.496  0.020  1.496
 F76  C09  O11  single    1.325  0.020  1.325
 F76  C32  N01  aromatic  1.308  0.020  1.308
 F76  C08  C07  aromatic  1.415  0.020  1.415
 F76  C12  O11  single    1.416  0.020  1.416
 F76  N01  C02  aromatic  1.349  0.020  1.349
 F76  C07  C02  aromatic  1.411  0.020  1.411
 F76  C07  C06  aromatic  1.414  0.020  1.414
 F76  C02  C03  aromatic  1.413  0.020  1.413
 F76  C06  C05  aromatic  1.369  0.020  1.369
 F76  C03  C04  aromatic  1.368  0.020  1.368
 F76  C05  C04  aromatic  1.410  0.020  1.410
 F76  C03  H1   single    0.930  0.020  1.080
 F76  C04  H2   single    0.930  0.020  1.080
 F76  C05  H3   single    0.930  0.020  1.080
 F76  C06  H4   single    0.930  0.020  1.080
 F76  C12  H5   single    0.970  0.020  1.090
 F76  C12  H6   single    0.970  0.020  1.090
 F76  N15  H7   single    0.860  0.020  1.020
 F76  C17  H8   single    0.930  0.020  1.080
 F76  C18  H9   single    0.930  0.020  1.080
 F76  N23  H10  single    0.890  0.020  1.040
 F76  N23  H11  single    0.890  0.020  1.040
 F76  C24  H12  single    0.930  0.020  1.080
 F76  C25  H13  single    0.930  0.020  1.080
 F76  C27  H14  single    0.970  0.020  1.090
 F76  C27  H15  single    0.970  0.020  1.090
 F76  C28  H16  single    0.970  0.020  1.090
 F76  C28  H17  single    0.970  0.020  1.090
 F76  C29  H18  single    0.970  0.020  1.090
 F76  C29  H19  single    0.970  0.020  1.090
 F76  C30  H20  single    0.970  0.020  1.090
 F76  C30  H21  single    0.970  0.020  1.090
 F76  C31  H22  single    0.970  0.020  1.090
 F76  C31  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
 F76  C32  N01  C02  120.90  3.000
 F76  C07  C02  C03  119.44  3.000
 F76  C03  C02  N01  118.68  3.000
 F76  C07  C02  N01  121.88  3.000
 F76  H1   C03  C04  121.33  3.000
 F76  H1   C03  C02  118.43  3.000
 F76  C04  C03  C02  120.24  3.000
 F76  H2   C04  C05  119.51  3.000
 F76  H2   C04  C03  120.16  3.000
 F76  C05  C04  C03  120.34  3.000
 F76  H3   C05  C06  119.85  3.000
 F76  H3   C05  C04  119.59  3.000
 F76  C06  C05  C04  120.56  3.000
 F76  H4   C06  C07  120.75  3.000
 F76  H4   C06  C05  119.08  3.000
 F76  C07  C06  C05  120.17  3.000
 F76  C08  C07  C06  124.42  3.000
 F76  C06  C07  C02  119.25  3.000
 F76  C08  C07  C02  116.33  3.000
 F76  C26  C08  C09  120.17  3.000
 F76  C09  C08  C07  117.95  3.000
 F76  C26  C08  C07  121.83  3.000
 F76  O11  C09  O10  124.72  3.000
 F76  O11  C09  C08  111.28  3.000
 F76  O10  C09  C08  123.99  3.000
 F76  C12  O11  C09  117.40  3.000
 F76  H6   C12  H5   107.78  3.000
 F76  H6   C12  C13  109.87  3.000
 F76  H5   C12  C13  109.88  3.000
 F76  H6   C12  O11  111.16  3.000
 F76  H5   C12  O11  111.08  3.000
 F76  C13  C12  O11  107.08  3.000
 F76  N15  C13  O14  125.41  3.000
 F76  O14  C13  C12  122.98  3.000
 F76  N15  C13  C12  111.62  3.000
 F76  H7   N15  C16  114.58  3.000
 F76  H7   N15  C13  116.06  3.000
 F76  C16  N15  C13  129.36  3.000
 F76  C25  C16  C17  119.18  3.000
 F76  C17  C16  N15  124.24  3.000
 F76  C25  C16  N15  116.57  3.000
 F76  H8   C17  C18  118.95  3.000
 F76  H8   C17  C16  121.33  3.000
 F76  C18  C17  C16  119.72  3.000
 F76  H9   C18  C19  120.88  3.000
 F76  H9   C18  C17  118.70  3.000
 F76  C19  C18  C17  120.42  3.000
 F76  C24  C19  S20  120.24  3.000
 F76  C24  C19  C18  120.38  3.000
 F76  S20  C19  C18  119.37  3.000
 F76  N23  S20  O22  113.08  3.000
 F76  N23  S20  O21  105.65  3.000
 F76  O22  S20  O21  118.12  3.000
 F76  N23  S20  C19  101.26  3.000
 F76  O21  S20  C19  109.67  3.000
 F76  O22  S20  C19  107.75  3.000
 F76  H11  N23  H10  110.09  3.000
 F76  H11  N23  S20  112.71  3.000
 F76  H10  N23  S20  111.39  3.000
 F76  H12  C24  C25  119.40  3.000
 F76  H12  C24  C19  121.24  3.000
 F76  C25  C24  C19  119.36  3.000
 F76  H13  C25  C24  119.09  3.000
 F76  H13  C25  C16  119.97  3.000
 F76  C24  C25  C16  120.94  3.000
 F76  C32  C26  C27  123.77  3.000
 F76  C32  C26  C08  116.77  3.000
 F76  C27  C26  C08  119.45  3.000
 F76  H15  C27  H14  105.34  3.000
 F76  H15  C27  C28  109.64  3.000
 F76  H14  C27  C28  107.41  3.000
 F76  H15  C27  C26  109.35  3.000
 F76  H14  C27  C26  108.50  3.000
 F76  C28  C27  C26  116.04  3.000
 F76  H17  C28  H16  105.58  3.000
 F76  H17  C28  C29  109.13  3.000
 F76  H16  C28  C29  110.55  3.000
 F76  H17  C28  C27  108.49  3.000
 F76  H16  C28  C27  109.36  3.000
 F76  C29  C28  C27  113.42  3.000
 F76  H19  C29  H18  106.45  3.000
 F76  H19  C29  C30  109.52  3.000
 F76  H18  C29  C30  109.56  3.000
 F76  H19  C29  C28  109.68  3.000
 F76  H18  C29  C28  108.77  3.000
 F76  C30  C29  C28  112.67  3.000
 F76  H21  C30  H20  105.48  3.000
 F76  H21  C30  C31  109.42  3.000
 F76  H20  C30  C31  108.97  3.000
 F76  H21  C30  C29  110.58  3.000
 F76  H20  C30  C29  109.40  3.000
 F76  C31  C30  C29  112.72  3.000
 F76  H23  C31  H22  105.64  3.000
 F76  H23  C31  C32  106.09  3.000
 F76  H22  C31  C32  109.03  3.000
 F76  H23  C31  C30  110.27  3.000
 F76  H22  C31  C30  109.77  3.000
 F76  C32  C31  C30  115.53  3.000
 F76  C31  C32  C26  123.39  3.000
 F76  C26  C32  N01  122.28  3.000
 F76  C31  C32  N01  114.33  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
 F76  CONST_01  C08  C07  C02  N01     0.00   0.0  0
 F76  CONST_02  C06  C07  C02  N01   180.00   0.0  0
 F76  CONST_03  C04  C03  C02  N01   180.00   0.0  0
 F76  CONST_04  C26  C08  C07  C02     0.00   0.0  0
 F76  CONST_05  C05  C06  C07  C02     0.00   0.0  0
 F76  CONST_06  C05  C04  C03  C02     0.00   0.0  0
 F76  CONST_07  C32  N01  C02  C03   180.00   0.0  0
 F76  CONST_08  C08  C07  C02  C03   180.00   0.0  0
 F76  CONST_09  C06  C07  C02  C03     0.00   0.0  0
 F76  CONST_10  C06  C05  C04  C03     0.00   0.0  0
 F76  CONST_11  C07  C02  C03  C04     0.00   0.0  0
 F76  CONST_12  C07  C06  C05  C04     0.00   0.0  0
 F76  CONST_13  C08  C07  C06  C05   180.00   0.0  0
 F76  CONST_14  C26  C08  C07  C06   180.00   0.0  0
 F76  CONST_15  C32  N01  C02  C07     0.00   0.0  0
 F76  CONST_16  C19  C24  C25  C16     0.00   0.0  0
 F76  CONST_17  C19  C18  C17  C16     0.00   0.0  0
 F76  CONST_18  C24  C19  C18  C17     0.00   0.0  0
 F76  CONST_19  C24  C25  C16  C17     0.00   0.0  0
 F76  CONST_20  C25  C24  C19  C18     0.00   0.0  0
 F76  CONST_21  C25  C16  C17  C18     0.00   0.0  0
 F76  CONST_22  C09  C08  C07  C02   180.00   0.0  0
 F76  CONST_23  C09  C08  C07  C06     0.00   0.0  0
 F76  CONST_24  C24  C25  C16  N15   180.00   0.0  0
 F76  CONST_25  C18  C17  C16  N15   180.00   0.0  0
 F76  CONST_26  S20  C19  C18  C17   180.00   0.0  0
 F76  CONST_27  C25  C24  C19  S20   180.00   0.0  0
 F76  CONST_28  H1   C03  C02  N01     0.00   0.0  0
 F76  CONST_29  H4   C06  C07  C02   180.00   0.0  0
 F76  CONST_30  H2   C04  C03  C02   180.00   0.0  0
 F76  CONST_31  H3   C05  C04  C03   180.00   0.0  0
 F76  CONST_32  H12  C24  C25  C16   180.00   0.0  0
 F76  CONST_33  H9   C18  C17  C16   180.00   0.0  0
 F76  CONST_34  H13  C25  C16  C17   180.00   0.0  0
 F76  CONST_35  H8   C17  C18  C19   180.00   0.0  0
 F76  CONST_36  C25  C16  N15  C13   180.00   0.0  0
 F76  CONST_37  C17  C16  N15  C13     0.00   0.0  0
 F76  CONST_38  H7   N15  C16  C17   180.00   0.0  0
 F76  CONST_39  C16  N15  C13  C12   180.00   0.0  0
 F76  CONST_40  C16  N15  C13  O14     0.00   0.0  0
 F76  Var_01    O10  C09  C08  C07    95.01  30.0  2
 F76  Var_02    O22  S20  C19  C18   169.23  30.0  2
 F76  Var_03    H10  N23  S20  C19   164.36  30.0  3
 F76  Var_04    C13  C12  O11  C09   177.62  30.0  1
 F76  Var_05    N15  C13  C12  O11  -179.73  30.0  1

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
 F76  plan-1  N15  0.020
 F76  plan-1  C16  0.020
 F76  plan-1  C17  0.020
 F76  plan-1  C18  0.020
 F76  plan-1  C19  0.020
 F76  plan-1  S20  0.020
 F76  plan-1  C24  0.020
 F76  plan-1  C25  0.020
 F76  plan-1  H8   0.020
 F76  plan-1  H9   0.020
 F76  plan-1  H12  0.020
 F76  plan-1  H13  0.020
 F76  plan-2  N01  0.020
 F76  plan-2  C02  0.020
 F76  plan-2  C03  0.020
 F76  plan-2  C04  0.020
 F76  plan-2  C05  0.020
 F76  plan-2  C06  0.020
 F76  plan-2  C07  0.020
 F76  plan-2  C08  0.020
 F76  plan-2  C09  0.020
 F76  plan-2  C26  0.020
 F76  plan-2  C27  0.020
 F76  plan-2  C31  0.020
 F76  plan-2  C32  0.020
 F76  plan-2  H1   0.020
 F76  plan-2  H2   0.020
 F76  plan-2  H3   0.020
 F76  plan-2  H4   0.020
 F76  plan-3  C12  0.020
 F76  plan-3  C13  0.020
 F76  plan-3  O14  0.020
 F76  plan-3  N15  0.020
 F76  plan-3  C16  0.020
 F76  plan-3  H7   0.020
 F76  plan-4  C08  0.020
 F76  plan-4  C09  0.020
 F76  plan-4  O10  0.020
 F76  plan-4  O11  0.020

