# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 10:05:36 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: 5-chloranyl-2-[[2-[[3-(furan-3-yl)phenyl]amino]-2-oxidanylidene-ethanoyl]amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(Cl)ccc1NC(=O)C(=O)Nc2cccc(c2)c3cocc3
#
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
 RV2  RV2  '5-chloranyl-2-[[2-[[3-(furan-3-yl)phenyl]amino]-2-oxidanylidene-ethanoyl]amino]benzoic acid'  ligand  39  27  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RV2
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
 RV2  C10   C   CR6    0   0.357  32.7594  -4.2719   1.0937
 RV2  C14   C   C      0   0.431  35.4586  -2.6483  -0.9617
 RV2  C02   C   C      0   0.477  32.8788  -6.6248   0.0086
 RV2  C04   C   CR6    0  -0.220  32.3142  -5.6075   1.0027
 RV2  C05   C   CR16   0  -0.246  31.3061  -6.0365   1.8577
 RV2  C06   C   CR6    0  -0.037  30.7420  -5.1766   2.7804
 RV2  C08   C   CR16   0  -0.210  31.1756  -3.8663   2.8758
 RV2  C09   C   CR16   0  -0.319  32.1796  -3.4171   2.0359
 RV2  C12   C   C      0   0.440  34.3473  -2.6764   0.1067
 RV2  C17   C   C      0   0.411  36.9177  -0.9325  -2.0018
 RV2  C18   C   C1     0  -0.356  36.9967   0.4507  -2.1700
 RV2  C19   C   C1     0  -0.222  37.9595   0.9895  -3.0049
 RV2  C20   C   C1     0  -0.344  38.8545   0.1696  -3.6730
 RV2  C21   C   C      0   0.113  38.7848  -1.2143  -3.5131
 RV2  C22   C   CR5    0   0.014  39.7309  -2.0952  -4.1997
 RV2  C23   C   CR15   0  -0.402  40.1223  -3.4234  -3.8228
 RV2  C24   C   CR15   0   0.018  41.0261  -3.8276  -4.7412
 RV2  C26   C   CR15   0  -0.033  40.4378  -1.8214  -5.3289
 RV2  C27   C   C1     0  -0.401  37.8103  -1.7614  -2.6772
 RV2  N11   N   NH1    0  -0.758  33.7779  -3.8762   0.2273
 RV2  N16   N   NH1    0  -0.742  35.9336  -1.4027  -1.1272
 RV2  O01   O   OC    -1  -0.544  32.4168  -7.7692   0.0515
 RV2  O03   O   O      0  -0.595  33.7706  -6.2147  -0.7790
 RV2  O13   O   O      0  -0.462  34.0839  -1.6594   0.7309
 RV2  O15   O   O      0  -0.439  35.8203  -3.6508  -1.5461
 RV2  O25   O   O      0  -0.389  41.2218  -2.8614  -5.6618
 RV2  CL1   CL  CL     0  -0.139  29.4803  -5.7437   3.8289
 RV2  H051  H   HCR6   0   0.271  30.9685  -7.0611   1.7867
 RV2  H081  H   HCR6   0   0.278  30.7393  -3.1893   3.5980
 RV2  H091  H   HCR6   0   0.288  32.5052  -2.3943   2.1249
 RV2  H181  H   H      0   0.273  36.3062   1.1001  -1.6450
 RV2  H191  H   H      0   0.262  38.0176   2.0631  -3.1270
 RV2  H201  H   H      0   0.251  39.6189   0.6102  -4.3000
 RV2  H231  H   HCR5   0   0.263  39.7867  -3.9888  -2.9682
 RV2  H241  H   HCR5   0   0.284  41.5942  -4.7360  -4.8607
 RV2  H261  H   HCR5   0   0.285  40.4664  -0.9629  -5.9814
 RV2  H271  H   H      0   0.276  37.7555  -2.8319  -2.5575
 RV2  H111  H   HNH1   0   0.444  34.0624  -4.6755  -0.3856
 RV2  H161  H   HNH1   0   0.422  35.4743  -0.7020  -0.5590

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
 RV2  O25  C26   aromatic  1.344  0.020  1.344
 RV2  O25  C24   aromatic  1.349  0.020  1.349
 RV2  C26  C22   aromatic  1.360  0.020  1.360
 RV2  C24  C23   aromatic  1.350  0.020  1.350
 RV2  C22  C23   aromatic  1.435  0.020  1.435
 RV2  C22  C21   single    1.464  0.020  1.464
 RV2  C20  C21   aromatic  1.395  0.020  1.395
 RV2  C20  C19   aromatic  1.386  0.020  1.386
 RV2  C21  C27   aromatic  1.396  0.020  1.396
 RV2  C19  C18   aromatic  1.384  0.020  1.384
 RV2  C27  C17   aromatic  1.393  0.020  1.393
 RV2  C18  C17   aromatic  1.396  0.020  1.396
 RV2  C17  N16   single    1.398  0.020  1.398
 RV2  O15  C14   double    1.215  0.020  1.215
 RV2  N16  C14   single    1.343  0.020  1.343
 RV2  C14  C12   single    1.542  0.020  1.542
 RV2  O03  C02   deloc     1.259  0.020  1.259
 RV2  C12  N11   single    1.334  0.020  1.334
 RV2  C12  O13   double    1.222  0.020  1.222
 RV2  N11  C10   single    1.395  0.020  1.395
 RV2  C02  O01   deloc     1.235  0.020  1.235
 RV2  C02  C04   single    1.530  0.020  1.530
 RV2  C10  C04   aromatic  1.411  0.020  1.411
 RV2  C10  C09   aromatic  1.398  0.020  1.398
 RV2  C04  C05   aromatic  1.390  0.020  1.390
 RV2  C09  C08   aromatic  1.384  0.020  1.384
 RV2  C05  C06   aromatic  1.382  0.020  1.382
 RV2  C08  C06   aromatic  1.383  0.020  1.383
 RV2  C06  CL1   single    1.736  0.020  1.736
 RV2  C05  H051  single    0.930  0.020  1.080
 RV2  C08  H081  single    0.930  0.020  1.080
 RV2  C09  H091  single    0.930  0.020  1.080
 RV2  C18  H181  single    0.930  0.020  1.080
 RV2  C19  H191  single    0.930  0.020  1.080
 RV2  C20  H201  single    0.930  0.020  1.080
 RV2  C23  H231  single    0.930  0.020  1.080
 RV2  C24  H241  single    0.930  0.020  1.080
 RV2  C26  H261  single    0.930  0.020  1.080
 RV2  C27  H271  single    0.930  0.020  1.080
 RV2  N11  H111  single    0.860  0.020  1.020
 RV2  N16  H161  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
 RV2  N11   C10  C09  123.24  3.000
 RV2  C09   C10  C04  119.44  3.000
 RV2  N11   C10  C04  117.32  3.000
 RV2  O15   C14  N16  126.90  3.000
 RV2  N16   C14  C12  110.92  3.000
 RV2  O15   C14  C12  122.18  3.000
 RV2  O03   C02  O01  126.08  3.000
 RV2  O01   C02  C04  117.09  3.000
 RV2  O03   C02  C04  116.83  3.000
 RV2  C05   C04  C02  117.52  3.000
 RV2  C05   C04  C10  118.78  3.000
 RV2  C02   C04  C10  123.70  3.000
 RV2  H051  C05  C06  120.42  3.000
 RV2  H051  C05  C04  118.59  3.000
 RV2  C06   C05  C04  120.99  3.000
 RV2  CL1   C06  C08  119.71  3.000
 RV2  CL1   C06  C05  119.79  3.000
 RV2  C08   C06  C05  120.50  3.000
 RV2  H081  C08  C09  119.65  3.000
 RV2  H081  C08  C06  120.82  3.000
 RV2  C09   C08  C06  119.53  3.000
 RV2  H091  C09  C08  118.51  3.000
 RV2  H091  C09  C10  120.73  3.000
 RV2  C08   C09  C10  120.76  3.000
 RV2  O13   C12  N11  127.63  3.000
 RV2  O13   C12  C14  119.61  3.000
 RV2  N11   C12  C14  112.76  3.000
 RV2  N16   C17  C27  123.67  3.000
 RV2  N16   C17  C18  116.65  3.000
 RV2  C27   C17  C18  119.68  3.000
 RV2  H181  C18  C19  120.16  3.000
 RV2  H181  C18  C17  119.97  3.000
 RV2  C19   C18  C17  119.87  3.000
 RV2  H191  C19  C20  119.87  3.000
 RV2  H191  C19  C18  119.46  3.000
 RV2  C20   C19  C18  120.66  3.000
 RV2  H201  C20  C21  120.37  3.000
 RV2  H201  C20  C19  119.64  3.000
 RV2  C21   C20  C19  119.97  3.000
 RV2  C27   C21  C22  119.76  3.000
 RV2  C27   C21  C20  119.51  3.000
 RV2  C22   C21  C20  120.73  3.000
 RV2  C26   C22  C23  105.23  3.000
 RV2  C23   C22  C21  127.59  3.000
 RV2  C26   C22  C21  127.18  3.000
 RV2  H231  C23  C24  126.18  3.000
 RV2  H231  C23  C22  127.49  3.000
 RV2  C24   C23  C22  106.31  3.000
 RV2  H241  C24  O25  116.84  3.000
 RV2  H241  C24  C23  132.86  3.000
 RV2  O25   C24  C23  110.30  3.000
 RV2  H261  C26  O25  116.77  3.000
 RV2  H261  C26  C22  132.55  3.000
 RV2  O25   C26  C22  110.67  3.000
 RV2  H271  C27  C21  119.41  3.000
 RV2  H271  C27  C17  120.29  3.000
 RV2  C21   C27  C17  120.31  3.000
 RV2  H111  N11  C12  121.20  3.000
 RV2  H111  N11  C10  110.22  3.000
 RV2  C12   N11  C10  128.56  3.000
 RV2  H161  N16  C17  115.96  3.000
 RV2  H161  N16  C14  114.35  3.000
 RV2  C17   N16  C14  129.63  3.000
 RV2  C26   O25  C24  107.49  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
 RV2  CONST_01  C06   C05  C04  C10    0.00   0.0  0
 RV2  CONST_02  C06   C08  C09  C10    0.00   0.0  0
 RV2  CONST_03  C08   C09  C10  C04    0.00   0.0  0
 RV2  CONST_04  C08   C06  C05  C04    0.00   0.0  0
 RV2  CONST_05  C09   C10  C04  C05    0.00   0.0  0
 RV2  CONST_06  C09   C08  C06  C05    0.00   0.0  0
 RV2  CONST_07  C22   C21  C27  C17  180.00   0.0  0
 RV2  CONST_08  C20   C21  C27  C17    0.00   0.0  0
 RV2  CONST_09  C20   C19  C18  C17    0.00   0.0  0
 RV2  CONST_10  C21   C20  C19  C18    0.00   0.0  0
 RV2  CONST_11  C21   C27  C17  C18    0.00   0.0  0
 RV2  CONST_12  C22   C21  C20  C19  180.00   0.0  0
 RV2  CONST_13  C27   C21  C20  C19    0.00   0.0  0
 RV2  CONST_14  C27   C17  C18  C19    0.00   0.0  0
 RV2  CONST_17  O25   C26  C22  C21  180.00   0.0  0
 RV2  CONST_18  C24   C23  C22  C21  180.00   0.0  0
 RV2  CONST_19  C24   O25  C26  C22    0.00   0.0  0
 RV2  CONST_20  O25   C24  C23  C22    0.00   0.0  0
 RV2  CONST_21  C26   O25  C24  C23    0.00   0.0  0
 RV2  CONST_22  O25   C26  C22  C23    0.00   0.0  0
 RV2  CONST_24  C26   C22  C23  C24    0.00   0.0  0
 RV2  CONST_26  C09   C10  C04  C02  180.00   0.0  0
 RV2  CONST_27  C06   C05  C04  C02  180.00   0.0  0
 RV2  CONST_28  CL1   C06  C05  C04  180.00   0.0  0
 RV2  CONST_29  N11   C10  C04  C05  180.00   0.0  0
 RV2  CONST_30  N11   C10  C09  C08  180.00   0.0  0
 RV2  CONST_31  CL1   C06  C08  C09  180.00   0.0  0
 RV2  CONST_32  N16   C17  C18  C19  180.00   0.0  0
 RV2  CONST_33  N16   C17  C27  C21  180.00   0.0  0
 RV2  CONST_34  H051  C05  C04  C10  180.00   0.0  0
 RV2  CONST_35  H081  C08  C09  C10  180.00   0.0  0
 RV2  CONST_36  H091  C09  C10  C04  180.00   0.0  0
 RV2  CONST_37  H191  C19  C18  C17  180.00   0.0  0
 RV2  CONST_38  H201  C20  C19  C18  180.00   0.0  0
 RV2  CONST_39  H271  C27  C17  C18  180.00   0.0  0
 RV2  CONST_40  H181  C18  C19  C20  180.00   0.0  0
 RV2  CONST_41  H261  C26  C22  C21    0.00   0.0  0
 RV2  CONST_42  H231  C23  C22  C21    0.00   0.0  0
 RV2  CONST_43  H241  C24  C23  C22  180.00   0.0  0
 RV2  CONST_45  C18   C17  N16  C14  180.00   0.0  0
 RV2  CONST_46  C12   N11  C10  C04  180.00   0.0  0
 RV2  CONST_47  C12   N11  C10  C09    0.00   0.0  0
 RV2  CONST_48  H111  N11  C10  C04    0.00   0.0  0
 RV2  CONST_49  H161  N16  C17  C18    0.00   0.0  0
 RV2  CONST_50  C14   C12  N11  C10  180.00   0.0  0
 RV2  CONST_51  O13   C12  N11  C10    0.00   0.0  0
 RV2  CONST_52  C17   N16  C14  C12  180.00   0.0  0
 RV2  CONST_53  O15   C14  N16  C17    0.00   0.0  0
 RV2  CONST_54  O15   C14  C12  N11    0.00   0.0  0
 RV2  CONST_55  N16   C14  C12  N11  180.00   0.0  0
 RV2  Var_01    O03   C02  C04  C10   -1.48  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
 RV2  plan-1  C21   0.020
 RV2  plan-1  C22   0.020
 RV2  plan-1  C23   0.020
 RV2  plan-1  C24   0.020
 RV2  plan-1  C26   0.020
 RV2  plan-1  O25   0.020
 RV2  plan-1  H231  0.020
 RV2  plan-1  H241  0.020
 RV2  plan-1  H261  0.020
 RV2  plan-2  C02   0.020
 RV2  plan-2  C04   0.020
 RV2  plan-2  O01   0.020
 RV2  plan-2  O03   0.020
 RV2  plan-3  C10   0.020
 RV2  plan-3  C02   0.020
 RV2  plan-3  C04   0.020
 RV2  plan-3  C05   0.020
 RV2  plan-3  C06   0.020
 RV2  plan-3  C08   0.020
 RV2  plan-3  C09   0.020
 RV2  plan-3  N11   0.020
 RV2  plan-3  CL1   0.020
 RV2  plan-3  H051  0.020
 RV2  plan-3  H081  0.020
 RV2  plan-3  H091  0.020
 RV2  plan-4  C17   0.020
 RV2  plan-4  C18   0.020
 RV2  plan-4  C19   0.020
 RV2  plan-4  C20   0.020
 RV2  plan-4  C21   0.020
 RV2  plan-4  C22   0.020
 RV2  plan-4  C27   0.020
 RV2  plan-4  N16   0.020
 RV2  plan-4  H181  0.020
 RV2  plan-4  H191  0.020
 RV2  plan-4  H201  0.020
 RV2  plan-4  H271  0.020
 RV2  plan-5  C10   0.020
 RV2  plan-5  C14   0.020
 RV2  plan-5  C12   0.020
 RV2  plan-5  C17   0.020
 RV2  plan-5  N11   0.020
 RV2  plan-5  N16   0.020
 RV2  plan-5  O13   0.020
 RV2  plan-5  O15   0.020
 RV2  plan-5  H111  0.020
 RV2  plan-5  H161  0.020

