# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 17:29:07 2021
#   Inital geometry file: a 148 line input string
#   Ligand name: ~{N}-[5-(diethylsulfamoyl)-2-methoxy-phenyl]-3-methyl-4-oxidanylidene-5,6,7,8-tetrahydro-2~{H}-cyclohepta[c]pyrrole-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)[S](=O)(=O)c1ccc(OC)c(NC(=O)c2[nH]c(C)c3C(=O)CCCCc23)c1
#
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
 KUH  KUH  ~{N}-[5-(diethylsulfamoyl)-2-methoxy-phenyl]-3-methyl-4-oxidanylidene-5,6,7,8-tetrahydro-2~{H}-cyclohepta[c]pyrrole-1-carboxamide  ligand  60  31  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KUH
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
 KUH  C11  C  CR6   0   0.309   3.7285   5.5527  23.0212
 KUH  C13  C  CH3   0  -0.437   2.0909   7.2579  25.7926
 KUH  C14  C  CR16  0  -0.372   2.1505   4.6788  24.6466
 KUH  C15  C  CR16  0  -0.249   2.2169   3.4302  24.0437
 KUH  C16  C  CR6   0  -0.196   3.0298   3.2569  22.9389
 KUH  C19  C  CH2   0  -0.318   0.5518   1.7143  21.2400
 KUH  C20  C  CH3   0  -0.643  -0.0349   0.3318  21.0264
 KUH  N    N  NR15  0  -0.661   6.9079   8.3295  20.6141
 KUH  C    C  CR5   0   0.369   7.2587   9.6124  20.5006
 KUH  C1   C  CH3   0  -0.725   8.5327  10.0174  19.8539
 KUH  C10  C  C     0   0.475   5.2079   6.8307  21.4908
 KUH  C12  C  CR6   0   0.346   2.8863   5.7389  24.1420
 KUH  C18  C  CH3   0  -0.660   1.7262   2.0476  18.4404
 KUH  C2   C  CR5   0  -0.147   6.2334  10.3674  21.0767
 KUH  C21  C  CR16  0  -0.308   3.7966   4.3029  22.4283
 KUH  C3   C  C     0   0.335   6.2268  11.8223  21.1504
 KUH  C4   C  CH2   0  -0.592   4.9481  12.5044  21.5699
 KUH  C5   C  CH2   0  -0.434   4.5231  12.2619  23.0240
 KUH  C6   C  CH2   0  -0.447   4.2513  10.8029  23.4260
 KUH  C7   C  CH2   0  -0.578   3.9757   9.8641  22.2471
 KUH  C8   C  CR5   0   0.042   5.2436   9.4610  21.5613
 KUH  C9   C  CR5   0   0.162   5.7100   8.1934  21.2763
 KUH  N1   N  NH1   0  -0.755   4.4450   6.6715  22.6044
 KUH  N2   N  N     0  -0.551   1.9739   1.7865  20.8783
 KUH  O1   O  O     0  -0.468   5.5011   5.9231  20.7274
 KUH  O2   O  O2    0  -0.476   2.8792   6.9789  24.6470
 KUH  O3   O  OS    0  -0.655   4.3801   1.5336  21.5107
 KUH  O4   O  OS    0  -0.653   2.5711   0.6907  23.0364
 KUH  S    S  S     0   1.365   3.0628   1.6962  22.1070
 KUH  H1   H  HCH3  0   0.268   2.2419   8.3101  26.0161
 KUH  H2   H  HCH3  0   0.241   1.0304   7.0831  25.6015
 KUH  H3   H  HCH3  0   0.241   2.4072   6.6605  26.6499
 KUH  H4   H  HCR6  0   0.300   1.5153   4.8059  25.5120
 KUH  H5   H  HCR6  0   0.286   1.6426   2.6134  24.4569
 KUH  H6   H  HCH2  0   0.256   0.3898   2.0351  22.2717
 KUH  H7   H  HCH2  0   0.260   0.0267   2.4475  20.6266
 KUH  H8   H  HCH3  0   0.229  -1.0999   0.3377  21.2603
 KUH  H9   H  HCH3  0   0.229   0.0809   0.0088  19.9915
 KUH  H10  H  HCH3  0   0.233   0.4483  -0.4033  21.6678
 KUH  H11  H  HNR5  0   0.416   7.4615   7.5521  20.2846
 KUH  H12  H  HCH3  0   0.260   8.3575  10.7421  19.0605
 KUH  H13  H  HCH3  0   0.261   9.2057  10.4848  20.5718
 KUH  H14  H  HCH3  0   0.250   9.0392   9.1545  19.4239
 KUH  H15  H  HCH2  0   0.263   3.3869   2.6764  19.6196
 KUH  H16  H  HCH2  0   0.238   1.9402   3.6435  19.8761
 KUH  H17  H  HCH3  0   0.244   2.0224   2.6731  17.5984
 KUH  H18  H  HCH3  0   0.234   2.0954   1.0377  18.2640
 KUH  H19  H  HCH3  0   0.233   0.6365   2.0183  18.4570
 KUH  H20  H  HCR6  0   0.304   4.4568   4.1454  21.5911
 KUH  H21  H  HCH2  0   0.264   5.0752  13.5774  21.4199
 KUH  H22  H  HCH2  0   0.256   4.1467  12.1880  20.8954
 KUH  H23  H  HCH2  0   0.240   5.2751  12.6910  23.6886
 KUH  H24  H  HCH2  0   0.246   3.6176  12.8513  23.1782
 KUH  H25  H  HCH2  0   0.247   3.3971  10.7791  24.1046
 KUH  H26  H  HCH2  0   0.236   5.0951  10.4025  23.9919
 KUH  H27  H  HCH2  0   0.264   3.3044  10.3470  21.5312
 KUH  H28  H  HCH2  0   0.239   3.4196   8.9952  22.5949
 KUH  H29  H  HNH1  0   0.426   4.4230   7.4501  23.2435
 KUH  O    O  O     0  -0.429   7.2163  12.4767  20.8593
 KUH  C17  C  CH2   0  -0.311   2.3050   2.6221  19.7211

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
 KUH  C18  C17  single    1.518  0.020  1.518
 KUH  C1   C    single    1.485  0.020  1.485
 KUH  C17  N2   single    1.465  0.020  1.465
 KUH  C    N    aromatic  1.335  0.020  1.335
 KUH  C    C2   aromatic  1.398  0.020  1.398
 KUH  N    C9   aromatic  1.375  0.020  1.375
 KUH  O1   C10  double    1.222  0.020  1.222
 KUH  O    C3   double    1.222  0.020  1.222
 KUH  N2   C19  single    1.469  0.020  1.469
 KUH  N2   S    single    1.644  0.020  1.644
 KUH  C19  C20  single    1.517  0.020  1.517
 KUH  C2   C3   single    1.457  0.020  1.457
 KUH  C2   C8   aromatic  1.427  0.020  1.427
 KUH  C9   C10  single    1.468  0.020  1.468
 KUH  C9   C8   aromatic  1.380  0.020  1.380
 KUH  C3   C4   single    1.509  0.020  1.509
 KUH  C10  N1   single    1.359  0.020  1.359
 KUH  C8   C7   single    1.497  0.020  1.497
 KUH  O3   S    double    1.455  0.020  1.455
 KUH  C4   C5   single    1.534  0.020  1.534
 KUH  S    C16  single    1.769  0.020  1.769
 KUH  S    O4   double    1.455  0.020  1.455
 KUH  C21  C16  aromatic  1.394  0.020  1.394
 KUH  C21  C11  aromatic  1.385  0.020  1.385
 KUH  N1   C11  single    1.392  0.020  1.392
 KUH  C7   C6   single    1.532  0.020  1.532
 KUH  C16  C15  aromatic  1.383  0.020  1.383
 KUH  C11  C12  aromatic  1.414  0.020  1.414
 KUH  C5   C6   single    1.538  0.020  1.538
 KUH  C15  C14  aromatic  1.388  0.020  1.388
 KUH  C12  O2   single    1.339  0.020  1.339
 KUH  C12  C14  aromatic  1.386  0.020  1.386
 KUH  O2   C13  single    1.418  0.020  1.418
 KUH  C13  H1   single    0.970  0.020  1.090
 KUH  C13  H2   single    0.970  0.020  1.090
 KUH  C13  H3   single    0.970  0.020  1.090
 KUH  C14  H4   single    0.930  0.020  1.080
 KUH  C15  H5   single    0.930  0.020  1.080
 KUH  C19  H6   single    0.970  0.020  1.090
 KUH  C19  H7   single    0.970  0.020  1.090
 KUH  C20  H8   single    0.970  0.020  1.090
 KUH  C20  H9   single    0.970  0.020  1.090
 KUH  C20  H10  single    0.970  0.020  1.090
 KUH  N    H11  single    0.860  0.020  1.020
 KUH  C1   H12  single    0.970  0.020  1.090
 KUH  C1   H13  single    0.970  0.020  1.090
 KUH  C1   H14  single    0.970  0.020  1.090
 KUH  C17  H15  single    0.970  0.020  1.090
 KUH  C17  H16  single    0.970  0.020  1.090
 KUH  C18  H17  single    0.970  0.020  1.090
 KUH  C18  H18  single    0.970  0.020  1.090
 KUH  C18  H19  single    0.970  0.020  1.090
 KUH  C21  H20  single    0.930  0.020  1.080
 KUH  C4   H21  single    0.970  0.020  1.090
 KUH  C4   H22  single    0.970  0.020  1.090
 KUH  C5   H23  single    0.970  0.020  1.090
 KUH  C5   H24  single    0.970  0.020  1.090
 KUH  C6   H25  single    0.970  0.020  1.090
 KUH  C6   H26  single    0.970  0.020  1.090
 KUH  C7   H27  single    0.970  0.020  1.090
 KUH  C7   H28  single    0.970  0.020  1.090
 KUH  N1   H29  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
 KUH  N1   C11  C21  124.86  3.000
 KUH  N1   C11  C12  115.97  3.000
 KUH  C21  C11  C12  119.16  3.000
 KUH  H3   C13  H2   109.35  3.000
 KUH  H3   C13  H1   109.16  3.000
 KUH  H2   C13  H1   109.04  3.000
 KUH  H3   C13  O2   111.45  3.000
 KUH  H2   C13  O2   111.53  3.000
 KUH  H1   C13  O2   106.23  3.000
 KUH  H4   C14  C12  120.91  3.000
 KUH  H4   C14  C15  118.78  3.000
 KUH  C12  C14  C15  120.31  3.000
 KUH  H5   C15  C16  121.56  3.000
 KUH  H5   C15  C14  119.24  3.000
 KUH  C16  C15  C14  119.20  3.000
 KUH  S    C16  C21  118.66  3.000
 KUH  C21  C16  C15  121.48  3.000
 KUH  S    C16  C15  119.83  3.000
 KUH  H7   C19  H6   105.21  3.000
 KUH  H7   C19  N2   107.13  3.000
 KUH  H6   C19  N2   111.20  3.000
 KUH  H7   C19  C20  110.32  3.000
 KUH  H6   C19  C20  110.08  3.000
 KUH  N2   C19  C20  112.61  3.000
 KUH  H10  C20  H9   108.18  3.000
 KUH  H10  C20  H8   108.11  3.000
 KUH  H9   C20  H8   107.99  3.000
 KUH  H10  C20  C19  111.14  3.000
 KUH  H9   C20  C19  111.26  3.000
 KUH  H8   C20  C19  110.04  3.000
 KUH  H11  N    C9   123.95  3.000
 KUH  H11  N    C    124.62  3.000
 KUH  C9   N    C    111.40  3.000
 KUH  C2   C    C1   131.42  3.000
 KUH  C2   C    N    106.94  3.000
 KUH  C1   C    N    121.64  3.000
 KUH  H14  C1   H13  108.22  3.000
 KUH  H14  C1   H12  108.33  3.000
 KUH  H13  C1   H12  107.10  3.000
 KUH  H14  C1   C    110.79  3.000
 KUH  H13  C1   C    111.10  3.000
 KUH  H12  C1   C    111.15  3.000
 KUH  O1   C10  N1   124.03  3.000
 KUH  N1   C10  C9   114.86  3.000
 KUH  O1   C10  C9   121.08  3.000
 KUH  O2   C12  C14  124.64  3.000
 KUH  C14  C12  C11  120.28  3.000
 KUH  O2   C12  C11  115.08  3.000
 KUH  H19  C18  H18  108.44  3.000
 KUH  H19  C18  H17  107.39  3.000
 KUH  H18  C18  H17  108.34  3.000
 KUH  H19  C18  C17  112.23  3.000
 KUH  H18  C18  C17  110.98  3.000
 KUH  H17  C18  C17  109.32  3.000
 KUH  C8   C2   C3   127.89  3.000
 KUH  C8   C2   C    107.80  3.000
 KUH  C3   C2   C    124.31  3.000
 KUH  H20  C21  C16  120.79  3.000
 KUH  H20  C21  C11  119.64  3.000
 KUH  C16  C21  C11  119.56  3.000
 KUH  C4   C3   C2   118.00  3.000
 KUH  C4   C3   O    120.70  3.000
 KUH  C2   C3   O    121.29  3.000
 KUH  H22  C4   H21  106.56  3.000
 KUH  H22  C4   C5   109.62  3.000
 KUH  H21  C4   C5   108.55  3.000
 KUH  H22  C4   C3   108.58  3.000
 KUH  H21  C4   C3   107.92  3.000
 KUH  C5   C4   C3   115.26  3.000
 KUH  H24  C5   H23  105.87  3.000
 KUH  H24  C5   C6   109.20  3.000
 KUH  H23  C5   C6   109.61  3.000
 KUH  H24  C5   C4   106.16  3.000
 KUH  H23  C5   C4   108.91  3.000
 KUH  C6   C5   C4   116.54  3.000
 KUH  H26  C6   H25  105.94  3.000
 KUH  H26  C6   C7   108.24  3.000
 KUH  H25  C6   C7   108.93  3.000
 KUH  H26  C6   C5   110.29  3.000
 KUH  H25  C6   C5   108.77  3.000
 KUH  C7   C6   C5   114.34  3.000
 KUH  H28  C7   H27  104.35  3.000
 KUH  H28  C7   C8   111.35  3.000
 KUH  H27  C7   C8   109.82  3.000
 KUH  H28  C7   C6   109.58  3.000
 KUH  H27  C7   C6   110.09  3.000
 KUH  C8   C7   C6   111.43  3.000
 KUH  C9   C8   C7   128.91  3.000
 KUH  C7   C8   C2   124.89  3.000
 KUH  C9   C8   C2   106.19  3.000
 KUH  C8   C9   C10  134.96  3.000
 KUH  C8   C9   N    107.63  3.000
 KUH  C10  C9   N    117.39  3.000
 KUH  H29  N1   C10  116.20  3.000
 KUH  H29  N1   C11  114.82  3.000
 KUH  C10  N1   C11  128.91  3.000
 KUH  S    N2   C17  118.16  3.000
 KUH  S    N2   C19  117.02  3.000
 KUH  C17  N2   C19  116.18  3.000
 KUH  C12  O2   C13  119.32  3.000
 KUH  O4   S    O3   119.37  3.000
 KUH  O4   S    N2   106.94  3.000
 KUH  O3   S    N2   107.42  3.000
 KUH  O4   S    C16  107.64  3.000
 KUH  O3   S    C16  107.96  3.000
 KUH  N2   S    C16  106.90  3.000
 KUH  H16  C17  H15  107.32  3.000
 KUH  H16  C17  N2   110.16  3.000
 KUH  H15  C17  N2   109.07  3.000
 KUH  H16  C17  C18  110.19  3.000
 KUH  H15  C17  C18  108.62  3.000
 KUH  N2   C17  C18  111.36  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
 KUH  CONST_01  C15  C16  C21  C11     0.00   0.0  0
 KUH  CONST_02  C15  C14  C12  C11     0.00   0.0  0
 KUH  CONST_03  C21  C16  C15  C14     0.00   0.0  0
 KUH  CONST_04  C21  C11  C12  C14     0.00   0.0  0
 KUH  CONST_05  C12  C11  C21  C16     0.00   0.0  0
 KUH  CONST_06  C12  C14  C15  C16     0.00   0.0  0
 KUH  CONST_07  C8   C2   C    N       0.00   0.0  0
 KUH  CONST_08  C2   C8   C9   N       0.00   0.0  0
 KUH  CONST_09  C8   C9   N    C       0.00   0.0  0
 KUH  CONST_10  C9   C8   C2   C       0.00   0.0  0
 KUH  CONST_11  C9   N    C    C2      0.00   0.0  0
 KUH  CONST_12  S    C16  C21  C11   180.00   0.0  0
 KUH  CONST_13  S    C16  C15  C14   180.00   0.0  0
 KUH  CONST_14  N1   C11  C12  C14   180.00   0.0  0
 KUH  CONST_15  O2   C12  C14  C15   180.00   0.0  0
 KUH  CONST_16  N1   C11  C21  C16   180.00   0.0  0
 KUH  CONST_17  C10  C9   N    C     180.00   0.0  0
 KUH  CONST_18  C9   N    C    C1    180.00   0.0  0
 KUH  CONST_19  C3   C2   C    C1      0.00   0.0  0
 KUH  CONST_20  C8   C2   C    C1    180.00   0.0  0
 KUH  CONST_21  C2   C8   C9   C10   180.00   0.0  0
 KUH  CONST_22  C7   C8   C9   C10     0.00   0.0  0
 KUH  CONST_23  O2   C12  C11  C21   180.00   0.0  0
 KUH  CONST_24  H4   C14  C12  C11   180.00   0.0  0
 KUH  CONST_25  H20  C21  C16  C15   180.00   0.0  0
 KUH  CONST_26  H5   C15  C14  C12   180.00   0.0  0
 KUH  CONST_27  H11  N    C    C2    180.00   0.0  0
 KUH  CONST_28  C9   C10  N1   C11   180.00   0.0  0
 KUH  CONST_29  C21  C11  N1   C10     0.00   0.0  0
 KUH  CONST_30  C12  C11  N1   C10   180.00   0.0  0
 KUH  CONST_31  H29  N1   C11  C12     0.00   0.0  0
 KUH  CONST_32  O1   C10  N1   C11     0.00   0.0  0
 KUH  Var_01    C4   C3   C2   C     169.04  30.0  1
 KUH  Var_02    C5   C4   C3   C2     67.24  30.0  1
 KUH  Var_03    C6   C7   C8   C2    -52.80  30.0  1
 KUH  Var_04    C6   C5   C4   C3    -60.60  30.0  1
 KUH  Var_05    C7   C6   C5   C4    -19.84  30.0  1
 KUH  Var_06    C8   C7   C6   C5     78.82  30.0  1
 KUH  Var_07    C14  C12  O2   C13     1.10  30.0  2
 KUH  Var_08    N2   S    C16  C15    93.89  30.0  1
 KUH  Var_09    O1   C10  C9   N     -27.61  30.0  2
 KUH  Var_10    H12  C1   C    N     126.31  30.0  2
 KUH  Var_11    C17  N2   S    C16    71.72  30.0  2
 KUH  Var_12    H1   C13  O2   C12   179.97  30.0  3
 KUH  Var_13    C18  C17  N2   C19   -65.95  30.0  2
 KUH  Var_14    H17  C18  C17  N2   -177.93  30.0  3
 KUH  Var_15    H8   C20  C19  N2   -177.22  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
 KUH  plan-1  C11  0.020
 KUH  plan-1  C14  0.020
 KUH  plan-1  C15  0.020
 KUH  plan-1  C16  0.020
 KUH  plan-1  C12  0.020
 KUH  plan-1  C21  0.020
 KUH  plan-1  N1   0.020
 KUH  plan-1  O2   0.020
 KUH  plan-1  S    0.020
 KUH  plan-1  H4   0.020
 KUH  plan-1  H5   0.020
 KUH  plan-1  H20  0.020
 KUH  plan-2  N    0.020
 KUH  plan-2  C    0.020
 KUH  plan-2  C1   0.020
 KUH  plan-2  C10  0.020
 KUH  plan-2  C2   0.020
 KUH  plan-2  C3   0.020
 KUH  plan-2  C7   0.020
 KUH  plan-2  C8   0.020
 KUH  plan-2  C9   0.020
 KUH  plan-2  H11  0.020
 KUH  plan-3  C11  0.020
 KUH  plan-3  C10  0.020
 KUH  plan-3  C9   0.020
 KUH  plan-3  N1   0.020
 KUH  plan-3  O1   0.020
 KUH  plan-3  H29  0.020
 KUH  plan-4  C2   0.020
 KUH  plan-4  C3   0.020
 KUH  plan-4  C4   0.020
 KUH  plan-4  O    0.020

