# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 00:35:37 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: (4~{S},5~{R},6~{Z},9~{S},10~{S},12~{E})-16-(ethylamino)-4,5-dimethyl-9,10,18-tris(oxidanyl)-3-oxabicyclo[12.4.0]octadeca-1(14),6,12,15,17-pentaene-2,8-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNc1cc(O)c2C(=O)O[C@@H](C)[C@H](C)\C=C/C(=O)[C@@H](O)[C@@H](O)C/C=C/c2c1
#
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
 E26  E26  (4~{S},5~{R},6~{Z},9~{S},10~{S},12~{E})-16-(ethylamino)-4,5-dimethyl-9,10,18-tris(oxidanyl)-3-oxabicyclo[12.4.0]octadeca-1(14),6,12,15,17-pentaene-2,8-dione  ligand  55  28  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_E26
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
 E26  C01   C  CH3   0  -0.697   7.4478   1.2025   0.3716
 E26  C02   C  CH2   0  -0.269   6.2644   0.2543   0.3292
 E26  C04   C  CR6   0   0.445   3.8458   0.3999  -0.1687
 E26  C05   C  CR16  0  -0.429   2.7479   1.1900  -0.5717
 E26  C06   C  CR6   0   0.101   1.5017   0.6402  -0.7763
 E26  C07   C  C1    0  -0.306   0.3975   1.5652  -1.1198
 E26  C08   C  C1    0  -0.139   0.0259   2.5253  -0.2776
 E26  C09   C  CH2   0  -0.559  -1.0401   3.5370  -0.5346
 E26  C10   C  CH1   0   0.025  -2.2403   3.4920   0.4248
 E26  C11   C  CH1   0  -0.078  -3.1903   2.3474   0.1139
 E26  C12   C  C     0   0.386  -2.7356   0.9082   0.3819
 E26  C13   C  C1    0  -0.353  -3.4680  -0.0770  -0.4371
 E26  C14   C  C1    0  -0.109  -3.3887  -1.4088  -0.3817
 E26  C15   C  CH1   0  -0.335  -2.6917  -2.3223   0.5813
 E26  C16   C  CH3   0  -0.681  -3.7682  -3.2536   1.1521
 E26  C17   C  CH1   0   0.049  -1.5520  -3.0916  -0.1253
 E26  C18   C  CH3   0  -0.709  -1.2314  -4.4453   0.4795
 E26  C20   C  C     0   0.586  -0.0295  -1.3337  -0.8532
 E26  C21   C  CR6   0  -0.275   1.2861  -0.7427  -0.5634
 E26  C22   C  CR6   0   0.380   2.3684  -1.5140  -0.0956
 E26  C23   C  CR16  0  -0.478   3.6312  -0.9592   0.0706
 E26  N03   N  NH1   0  -0.692   5.0580   0.9719  -0.0076
 E26  O19   O  O2    0  -0.517  -0.3248  -2.3351  -0.0082
 E26  O24   O  OH1   0  -0.634   2.2736  -2.8240   0.1848
 E26  O25   O  O     0  -0.433  -0.7651  -0.9959  -1.7449
 E26  O26   O  O     0  -0.393  -1.9151   0.6160   1.2234
 E26  O27   O  OH1   0  -0.670  -4.3722   2.5012   0.8853
 E26  O28   O  OH1   0  -0.661  -1.8661   3.4696   1.7783
 E26  H011  H  HCH3  0   0.235   7.3073   1.9750   1.1282
 E26  H013  H  HCH3  0   0.246   8.3574   0.6558   0.6145
 E26  H012  H  HCH3  0   0.234   7.5970   1.6897  -0.5929
 E26  H022  H  HCH2  0   0.227   6.4532  -0.5386  -0.4029
 E26  H021  H  HCH2  0   0.228   6.1541  -0.2373   1.3014
 E26  H051  H  HCR6  0   0.253   2.8879   2.2522  -0.7302
 E26  H071  H  H     0   0.250  -0.1132   1.4395  -2.0672
 E26  H081  H  H     0   0.233   0.5294   2.5990   0.6811
 E26  H091  H  HCH2  0   0.252  -0.5945   4.5343  -0.4476
 E26  H092  H  HCH2  0   0.245  -1.4062   3.4612  -1.5627
 E26  H101  H  HCH1  0   0.229  -2.8307   4.3953   0.2093
 E26  H111  H  HCH1  0   0.243  -3.4159   2.4432  -0.9553
 E26  H131  H  H     0   0.250  -4.0960   0.3413  -1.2164
 E26  H141  H  H     0   0.261  -3.9629  -1.9459  -1.1345
 E26  H151  H  HCH1  0   0.274  -2.2536  -1.7627   1.4067
 E26  H163  H  HCH3  0   0.232  -4.2120  -3.8850   0.3801
 E26  H161  H  HCH3  0   0.248  -3.3664  -3.8983   1.9323
 E26  H162  H  HCH3  0   0.250  -4.5696  -2.6629   1.5962
 E26  H171  H  HCH1  0   0.251  -1.7903  -3.2266  -1.1843
 E26  H181  H  HCH3  0   0.255  -2.0805  -5.1185   0.3822
 E26  H183  H  HCH3  0   0.251  -0.3955  -4.9039  -0.0501
 E26  H182  H  HCH3  0   0.242  -0.9761  -4.3708   1.5374
 E26  H231  H  HCR6  0   0.271   4.4341  -1.6040   0.4041
 E26  H031  H  HNH1  0   0.391   5.1442   1.9497  -0.2302
 E26  H241  H  HOH1  0   0.480   1.3403  -3.0795   0.2227
 E26  H271  H  HOH1  0   0.461  -5.1268   2.2296   0.3543
 E26  H281  H  HOH1  0   0.451  -1.5207   4.3384   2.0043

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
 E26  C16  C15   single    1.534  0.020  1.534
 E26  O26  C12   double    1.211  0.020  1.211
 E26  C12  C13   single    1.476  0.020  1.476
 E26  C12  C11   single    1.533  0.020  1.533
 E26  O27  C11   single    1.420  0.020  1.420
 E26  C15  C14   single    1.499  0.020  1.499
 E26  C15  C17   single    1.546  0.020  1.546
 E26  C13  C14   double    1.335  0.020  1.335
 E26  C11  C10   single    1.520  0.020  1.520
 E26  C18  C17   single    1.517  0.020  1.517
 E26  C17  O19   single    1.446  0.020  1.446
 E26  C10  O28   single    1.404  0.020  1.404
 E26  C10  C09   single    1.537  0.020  1.537
 E26  O19  C20   single    1.343  0.020  1.343
 E26  C09  C08   single    1.492  0.020  1.492
 E26  O25  C20   double    1.204  0.020  1.204
 E26  C20  C21   single    1.471  0.020  1.471
 E26  C07  C08   double    1.330  0.020  1.330
 E26  C07  C06   single    1.481  0.020  1.481
 E26  C21  C06   aromatic  1.416  0.020  1.416
 E26  C21  C22   single    1.409  0.020  1.409
 E26  C06  C05   single    1.377  0.020  1.377
 E26  O24  C22   single    1.343  0.020  1.343
 E26  C22  C23   aromatic  1.389  0.020  1.389
 E26  C05  C04   aromatic  1.411  0.020  1.411
 E26  C23  C04   aromatic  1.397  0.020  1.397
 E26  C04  N03   single    1.350  0.020  1.350
 E26  N03  C02   single    1.444  0.020  1.444
 E26  C02  C01   single    1.517  0.020  1.517
 E26  C01  H011  single    0.970  0.020  1.090
 E26  C01  H013  single    0.970  0.020  1.090
 E26  C01  H012  single    0.970  0.020  1.090
 E26  C02  H022  single    0.970  0.020  1.090
 E26  C02  H021  single    0.970  0.020  1.090
 E26  C05  H051  single    0.930  0.020  1.080
 E26  C07  H071  single    0.930  0.020  1.080
 E26  C08  H081  single    0.930  0.020  1.080
 E26  C09  H091  single    0.970  0.020  1.090
 E26  C09  H092  single    0.970  0.020  1.090
 E26  C10  H101  single    0.970  0.020  1.090
 E26  C11  H111  single    0.970  0.020  1.090
 E26  C13  H131  single    0.930  0.020  1.080
 E26  C14  H141  single    0.930  0.020  1.080
 E26  C15  H151  single    0.970  0.020  1.090
 E26  C16  H163  single    0.970  0.020  1.090
 E26  C16  H161  single    0.970  0.020  1.090
 E26  C16  H162  single    0.970  0.020  1.090
 E26  C17  H171  single    0.970  0.020  1.090
 E26  C18  H181  single    0.970  0.020  1.090
 E26  C18  H183  single    0.970  0.020  1.090
 E26  C18  H182  single    0.970  0.020  1.090
 E26  C23  H231  single    0.930  0.020  1.080
 E26  N03  H031  single    0.860  0.020  1.020
 E26  O24  H241  single    0.850  0.020  0.980
 E26  O27  H271  single    0.850  0.020  0.980
 E26  O28  H281  single    0.850  0.020  0.980

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
 E26  H012  C01  H013  107.90  3.000
 E26  H012  C01  H011  108.34  3.000
 E26  H013  C01  H011  107.98  3.000
 E26  H012  C01  C02   111.17  3.000
 E26  H013  C01  C02   110.13  3.000
 E26  H011  C01  C02   111.20  3.000
 E26  H021  C02  H022  106.60  3.000
 E26  H021  C02  N03   110.25  3.000
 E26  H022  C02  N03   110.36  3.000
 E26  H021  C02  C01   109.53  3.000
 E26  H022  C02  C01   109.67  3.000
 E26  N03   C02  C01   110.35  3.000
 E26  N03   C04  C23   122.00  3.000
 E26  N03   C04  C05   119.69  3.000
 E26  C23   C04  C05   118.30  3.000
 E26  H051  C05  C06   119.13  3.000
 E26  H051  C05  C04   119.35  3.000
 E26  C06   C05  C04   121.52  3.000
 E26  C21   C06  C07   122.10  3.000
 E26  C21   C06  C05   120.36  3.000
 E26  C07   C06  C05   117.37  3.000
 E26  H071  C07  C08   120.37  3.000
 E26  H071  C07  C06   118.80  3.000
 E26  C08   C07  C06   120.82  3.000
 E26  H081  C08  C09   115.95  3.000
 E26  H081  C08  C07   118.60  3.000
 E26  C09   C08  C07   125.45  3.000
 E26  H092  C09  H091  105.88  3.000
 E26  H092  C09  C10   108.86  3.000
 E26  H091  C09  C10   107.13  3.000
 E26  H092  C09  C08   110.74  3.000
 E26  H091  C09  C08   108.23  3.000
 E26  C10   C09  C08   115.50  3.000
 E26  H101  C10  O28   110.17  3.000
 E26  H101  C10  C11   104.05  3.000
 E26  O28   C10  C11   110.59  3.000
 E26  H101  C10  C09   105.82  3.000
 E26  O28   C10  C09   113.20  3.000
 E26  C11   C10  C09   112.49  3.000
 E26  H111  C11  O27   110.42  3.000
 E26  H111  C11  C12   108.27  3.000
 E26  O27   C11  C12   104.69  3.000
 E26  H111  C11  C10   105.20  3.000
 E26  O27   C11  C10   109.13  3.000
 E26  C12   C11  C10   119.07  3.000
 E26  O26   C12  C13   124.11  3.000
 E26  C13   C12  C11   112.49  3.000
 E26  O26   C12  C11   123.30  3.000
 E26  H131  C13  C14   116.67  3.000
 E26  H131  C13  C12   115.38  3.000
 E26  C14   C13  C12   127.83  3.000
 E26  H141  C14  C15   112.88  3.000
 E26  H141  C14  C13   115.60  3.000
 E26  C15   C14  C13   131.45  3.000
 E26  H151  C15  C17   107.79  3.000
 E26  H151  C15  C16   108.20  3.000
 E26  C17   C15  C16   112.67  3.000
 E26  H151  C15  C14   111.14  3.000
 E26  C17   C15  C14   110.63  3.000
 E26  C16   C15  C14   106.43  3.000
 E26  H162  C16  H161  107.47  3.000
 E26  H162  C16  H163  107.62  3.000
 E26  H161  C16  H163  108.32  3.000
 E26  H162  C16  C15   109.79  3.000
 E26  H161  C16  C15   111.54  3.000
 E26  H163  C16  C15   111.92  3.000
 E26  H171  C17  O19   109.14  3.000
 E26  H171  C17  C18   108.78  3.000
 E26  O19   C17  C18   104.78  3.000
 E26  H171  C17  C15   110.08  3.000
 E26  O19   C17  C15   109.16  3.000
 E26  C18   C17  C15   114.68  3.000
 E26  H182  C18  H183  108.68  3.000
 E26  H182  C18  H181  108.16  3.000
 E26  H183  C18  H181  107.13  3.000
 E26  H182  C18  C17   112.03  3.000
 E26  H183  C18  C17   110.10  3.000
 E26  H181  C18  C17   110.59  3.000
 E26  O25   C20  O19   122.73  3.000
 E26  O25   C20  C21   125.41  3.000
 E26  O19   C20  C21   111.85  3.000
 E26  C22   C21  C20   122.17  3.000
 E26  C22   C21  C06   117.89  3.000
 E26  C20   C21  C06   119.94  3.000
 E26  O24   C22  C23   115.39  3.000
 E26  C23   C22  C21   121.28  3.000
 E26  O24   C22  C21   123.31  3.000
 E26  H231  C23  C22   118.24  3.000
 E26  H231  C23  C04   121.23  3.000
 E26  C22   C23  C04   120.52  3.000
 E26  H031  N03  C04   117.53  3.000
 E26  H031  N03  C02   117.58  3.000
 E26  C04   N03  C02   124.58  3.000
 E26  C20   O19  C17   121.71  3.000
 E26  H241  O24  C22   109.49  3.000
 E26  H271  O27  C11   108.82  3.000
 E26  H281  O28  C10   107.92  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
 E26  CONST_01  C21   C06  C05  C04     0.00   0.0  0
 E26  CONST_02  C21   C22  C23  C04     0.00   0.0  0
 E26  CONST_03  C22   C21  C06  C05     0.00   0.0  0
 E26  CONST_04  C22   C23  C04  C05     0.00   0.0  0
 E26  CONST_05  C23   C22  C21  C06     0.00   0.0  0
 E26  CONST_06  C23   C04  C05  C06     0.00   0.0  0
 E26  CONST_07  O24   C22  C23  C04   180.00   0.0  0
 E26  CONST_08  O24   C22  C21  C06   180.00   0.0  0
 E26  CONST_09  N03   C04  C05  C06   180.00   0.0  0
 E26  CONST_10  O24   C22  C21  C20     0.00   0.0  0
 E26  CONST_11  N03   C04  C23  C22   180.00   0.0  0
 E26  CONST_12  H231  C23  C04  C05   180.00   0.0  0
 E26  CONST_13  H051  C05  C06  C07     0.00   0.0  0
 E26  CONST_14  C05   C04  N03  C02   180.00   0.0  0
 E26  CONST_15  C23   C04  N03  C02     0.00   0.0  0
 E26  CONST_16  H031  N03  C04  C05     0.00   0.0  0
 E26  Var_01    C09   C08  C07  C06   177.99   0.0  0
 E26  Var_02    C15   C14  C13  C12     7.84   0.0  0
 E26  Var_03    C08   C07  C06  C05   -61.41  30.0  1
 E26  Var_04    O19   C20  C21  C06  -146.49  30.0  1
 E26  Var_05    C10   C09  C08  C07   117.76  30.0  1
 E26  Var_06    C14   C13  C12  C11  -174.71  30.0  1
 E26  Var_07    C21   C20  O19  C17  -178.21  30.0  1
 E26  Var_08    H071  C07  C08  C09    -2.75   0.0  0
 E26  Var_09    H131  C13  C14  C15  -176.42   0.0  0
 E26  Var_10    C04   N03  C02  C01   177.59  30.0  1
 E26  Var_11    H011  C01  C02  N03    61.00  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 E26  chir_01  C10  C11  O28  C09  negativ
 E26  chir_02  C11  O27  C10  C12  negativ
 E26  chir_03  C15  C16  C14  C17  positiv
 E26  chir_04  C17  O19  C15  C18  positiv

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
 E26  plan-1  C04   0.020
 E26  plan-1  C05   0.020
 E26  plan-1  C06   0.020
 E26  plan-1  C07   0.020
 E26  plan-1  C20   0.020
 E26  plan-1  C21   0.020
 E26  plan-1  C22   0.020
 E26  plan-1  C23   0.020
 E26  plan-1  N03   0.020
 E26  plan-1  O24   0.020
 E26  plan-1  H051  0.020
 E26  plan-1  H231  0.020
 E26  plan-2  C02   0.020
 E26  plan-2  C04   0.020
 E26  plan-2  N03   0.020
 E26  plan-2  H031  0.020
 E26  plan-3  C11   0.020
 E26  plan-3  C12   0.020
 E26  plan-3  C13   0.020
 E26  plan-3  O26   0.020
 E26  plan-4  C12   0.020
 E26  plan-4  C13   0.020
 E26  plan-4  C14   0.020
 E26  plan-4  C15   0.020
 E26  plan-4  H131  0.020
 E26  plan-4  H141  0.020
 E26  plan-5  C20   0.020
 E26  plan-5  C21   0.020
 E26  plan-5  O19   0.020
 E26  plan-5  O25   0.020
 E26  plan-6  C06   0.020
 E26  plan-6  C07   0.020
 E26  plan-6  C08   0.020
 E26  plan-6  C09   0.020
 E26  plan-6  H071  0.020
 E26  plan-6  H081  0.020

