# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 19:23:06 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 3-[(3-chloro-4-hydroxyphenyl)amino]-4-(3-chlorophenyl)-1H-pyrrole-2,5-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(NC2=C(C(=O)NC2=O)c3cccc(Cl)c3)cc1Cl
#
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
 2RF  2RF  3-[(3-chloro-4-hydroxyphenyl)amino]-4-(3-chlorophenyl)-1H-pyrrole-2,5-dione  ligand  33  23  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2RF
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
 2RF  C01   C   CR16  0  -0.321   4.1294  -0.1177   2.2327
 2RF  C02   C   CR16  0  -0.191   3.0763  -0.8593   1.7246
 2RF  C03   C   CR6   0  -0.055   2.4729  -0.4976   0.5175
 2RF  C04   C   CR16  0  -0.197   2.9584   0.6147  -0.1715
 2RF  C05   C   CR6   0  -0.073   4.0078   1.3497   0.3572
 2RF  C06   C   CR16  0  -0.108   4.6047   0.9984   1.5560
 2RF  CL1   CL  CL    0  -0.122   4.5964   2.7278  -0.5141
 2RF  C08   C   CR5   0  -0.136   1.3375  -1.2489  -0.0092
 2RF  C09   C   CR5   0   0.173   0.1541  -0.7688  -0.4708
 2RF  C10   C   CR5   0   0.526  -0.6802  -1.9452  -0.9305
 2RF  O11   O   O     0  -0.441  -1.7401  -1.9067  -1.4967
 2RF  N12   N   NR15  0  -0.727   0.0555  -3.0539  -0.6274
 2RF  C13   C   CR5   0   0.565   1.2911  -2.7133  -0.0903
 2RF  O14   O   O     0  -0.346   2.1337  -3.5098   0.2481
 2RF  N15   N   NH1   0  -0.724  -0.2703   0.4947  -0.6142
 2RF  C16   C   CR6   0   0.285  -1.6255   0.8958  -0.5896
 2RF  C17   C   CR16  0  -0.157  -2.4943   0.4050   0.3746
 2RF  C18   C   CR6   0  -0.171  -3.8116   0.8242   0.3826
 2RF  C19   C   CR6   0   0.316  -4.2872   1.7647  -0.5327
 2RF  C20   C   CR16  0  -0.218  -3.3922   2.2708  -1.4719
 2RF  C21   C   CR16  0  -0.324  -2.0801   1.8348  -1.5065
 2RF  O22   O   OH1   0  -0.685  -5.5533   2.2019  -0.5585
 2RF  CL2   CL  CL    0  -0.081  -4.9033   0.1957   1.5753
 2RF  H011  H   HCR6  0   0.255   4.5855  -0.3994   3.1722
 2RF  H021  H   HCR6  0   0.283   2.7106  -1.7150   2.2752
 2RF  H041  H   HCR6  0   0.295   2.5423   0.8894  -1.1328
 2RF  H061  H   HCR6  0   0.288   5.4220   1.5808   1.9589
 2RF  H121  H   HNR5  0   0.387  -0.2314  -4.0018  -0.8236
 2RF  H151  H   HNH1  0   0.386   0.4052   1.2291  -0.4536
 2RF  H171  H   HCR6  0   0.292  -2.1506  -0.2951   1.1252
 2RF  H201  H   HCR6  0   0.294  -3.7421   3.0031  -2.1879
 2RF  H211  H   HCR6  0   0.259  -1.4061   2.2286  -2.2559
 2RF  H221  H   HOH1  0   0.471  -6.0667   1.8315   0.1711

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
 2RF  CL1  C05   single    1.733  0.020  1.733
 2RF  C06  C05   aromatic  1.385  0.020  1.385
 2RF  C06  C01   aromatic  1.389  0.020  1.389
 2RF  C05  C04   aromatic  1.386  0.020  1.386
 2RF  C01  C02   aromatic  1.385  0.020  1.385
 2RF  C04  C03   aromatic  1.396  0.020  1.396
 2RF  C02  C03   aromatic  1.397  0.020  1.397
 2RF  C03  C08   single    1.460  0.020  1.460
 2RF  O14  C13   double    1.208  0.020  1.208
 2RF  CL2  C18   single    1.735  0.020  1.735
 2RF  C08  C13   single    1.467  0.020  1.467
 2RF  C08  C09   double    1.358  0.020  1.358
 2RF  C13  N12   single    1.390  0.020  1.390
 2RF  C18  C17   aromatic  1.382  0.020  1.382
 2RF  C18  C19   aromatic  1.396  0.020  1.396
 2RF  O22  C19   single    1.340  0.020  1.340
 2RF  C17  C16   aromatic  1.388  0.020  1.388
 2RF  C19  C20   aromatic  1.393  0.020  1.393
 2RF  C09  N15   single    1.341  0.020  1.341
 2RF  C09  C10   single    1.514  0.020  1.514
 2RF  C16  N15   single    1.414  0.020  1.414
 2RF  C16  C21   aromatic  1.389  0.020  1.389
 2RF  N12  C10   single    1.365  0.020  1.365
 2RF  C20  C21   aromatic  1.383  0.020  1.383
 2RF  C10  O11   double    1.202  0.020  1.202
 2RF  C01  H011  single    0.930  0.020  1.080
 2RF  C02  H021  single    0.930  0.020  1.080
 2RF  C04  H041  single    0.930  0.020  1.080
 2RF  C06  H061  single    0.930  0.020  1.080
 2RF  N12  H121  single    0.860  0.020  1.020
 2RF  N15  H151  single    0.860  0.020  1.020
 2RF  C17  H171  single    0.930  0.020  1.080
 2RF  C20  H201  single    0.930  0.020  1.080
 2RF  C21  H211  single    0.930  0.020  1.080
 2RF  O22  H221  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
 2RF  H011  C01  C06  119.21  3.000
 2RF  H011  C01  C02  120.00  3.000
 2RF  C06   C01  C02  120.79  3.000
 2RF  H021  C02  C03  119.92  3.000
 2RF  H021  C02  C01  119.62  3.000
 2RF  C03   C02  C01  120.46  3.000
 2RF  C08   C03  C04  120.18  3.000
 2RF  C08   C03  C02  120.96  3.000
 2RF  C04   C03  C02  118.85  3.000
 2RF  H041  C04  C05  119.67  3.000
 2RF  H041  C04  C03  120.45  3.000
 2RF  C05   C04  C03  119.86  3.000
 2RF  CL1   C05  C06  119.37  3.000
 2RF  C06   C05  C04  121.48  3.000
 2RF  CL1   C05  C04  119.15  3.000
 2RF  H061  C06  C05  120.79  3.000
 2RF  H061  C06  C01  120.65  3.000
 2RF  C05   C06  C01  118.56  3.000
 2RF  C13   C08  C09  107.84  3.000
 2RF  C09   C08  C03  128.21  3.000
 2RF  C13   C08  C03  123.93  3.000
 2RF  N15   C09  C10  121.71  3.000
 2RF  C10   C09  C08  107.98  3.000
 2RF  N15   C09  C08  130.20  3.000
 2RF  N12   C10  O11  127.30  3.000
 2RF  O11   C10  C09  127.15  3.000
 2RF  N12   C10  C09  105.48  3.000
 2RF  H121  N12  C13  123.90  3.000
 2RF  H121  N12  C10  124.50  3.000
 2RF  C13   N12  C10  111.48  3.000
 2RF  O14   C13  N12  124.54  3.000
 2RF  N12   C13  C08  107.10  3.000
 2RF  O14   C13  C08  128.35  3.000
 2RF  H151  N15  C16  115.58  3.000
 2RF  H151  N15  C09  117.15  3.000
 2RF  C16   N15  C09  124.68  3.000
 2RF  C21   C16  C17  119.53  3.000
 2RF  C21   C16  N15  119.62  3.000
 2RF  C17   C16  N15  120.79  3.000
 2RF  H171  C17  C18  119.66  3.000
 2RF  H171  C17  C16  120.78  3.000
 2RF  C18   C17  C16  119.56  3.000
 2RF  CL2   C18  C19  118.72  3.000
 2RF  C19   C18  C17  121.68  3.000
 2RF  CL2   C18  C17  119.59  3.000
 2RF  O22   C19  C20  118.41  3.000
 2RF  C20   C19  C18  117.91  3.000
 2RF  O22   C19  C18  123.68  3.000
 2RF  H201  C20  C21  120.22  3.000
 2RF  H201  C20  C19  118.97  3.000
 2RF  C21   C20  C19  120.80  3.000
 2RF  H211  C21  C20  119.58  3.000
 2RF  H211  C21  C16  119.95  3.000
 2RF  C20   C21  C16  120.47  3.000
 2RF  H221  O22  C19  111.26  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
 2RF  CONST_01  C04   C05  C06  C01    0.00   0.0  0
 2RF  CONST_02  C04   C03  C02  C01    0.00   0.0  0
 2RF  CONST_03  C05   C06  C01  C02    0.00   0.0  0
 2RF  CONST_04  C05   C04  C03  C02    0.00   0.0  0
 2RF  CONST_05  C06   C05  C04  C03    0.00   0.0  0
 2RF  CONST_06  C06   C01  C02  C03    0.00   0.0  0
 2RF  CONST_07  C19   C18  C17  C16    0.00   0.0  0
 2RF  CONST_08  C19   C20  C21  C16    0.00   0.0  0
 2RF  CONST_09  C20   C19  C18  C17    0.00   0.0  0
 2RF  CONST_10  C20   C21  C16  C17    0.00   0.0  0
 2RF  CONST_11  C21   C16  C17  C18    0.00   0.0  0
 2RF  CONST_12  C21   C20  C19  C18    0.00   0.0  0
 2RF  CONST_13  C08   C03  C02  C01  180.00   0.0  0
 2RF  CONST_14  C08   C03  C04  C05  180.00   0.0  0
 2RF  CONST_15  C13   N12  C10  C09    0.00   0.0  0
 2RF  CONST_16  CL1   C05  C06  C01  180.00   0.0  0
 2RF  CONST_17  CL1   C05  C04  C03  180.00   0.0  0
 2RF  CONST_18  C18   C17  C16  N15  180.00   0.0  0
 2RF  CONST_19  C20   C21  C16  N15  180.00   0.0  0
 2RF  CONST_20  CL2   C18  C17  C16  180.00   0.0  0
 2RF  CONST_21  O22   C19  C18  C17  180.00   0.0  0
 2RF  CONST_22  CL2   C18  C19  C20  180.00   0.0  0
 2RF  CONST_23  O22   C19  C20  C21  180.00   0.0  0
 2RF  CONST_28  C13   N12  C10  O11  180.00   0.0  0
 2RF  CONST_29  H061  C06  C01  C02  180.00   0.0  0
 2RF  CONST_30  H041  C04  C03  C02  180.00   0.0  0
 2RF  CONST_31  H011  C01  C02  C03  180.00   0.0  0
 2RF  CONST_32  H021  C02  C03  C04  180.00   0.0  0
 2RF  CONST_33  H201  C20  C21  C16  180.00   0.0  0
 2RF  CONST_34  H211  C21  C16  C17  180.00   0.0  0
 2RF  CONST_35  H171  C17  C18  C19  180.00   0.0  0
 2RF  CONST_36  H121  N12  C10  C09  180.00   0.0  0
 2RF  Var_01    C13   C08  C03  C02  -47.13  30.0  2

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
 2RF  plan-1  C03   0.020
 2RF  plan-1  C08   0.020
 2RF  plan-1  C09   0.020
 2RF  plan-1  C10   0.020
 2RF  plan-1  O11   0.020
 2RF  plan-1  N12   0.020
 2RF  plan-1  C13   0.020
 2RF  plan-1  O14   0.020
 2RF  plan-1  N15   0.020
 2RF  plan-1  H121  0.020
 2RF  plan-2  C01   0.020
 2RF  plan-2  C02   0.020
 2RF  plan-2  C03   0.020
 2RF  plan-2  C04   0.020
 2RF  plan-2  C05   0.020
 2RF  plan-2  C06   0.020
 2RF  plan-2  CL1   0.020
 2RF  plan-2  C08   0.020
 2RF  plan-2  H011  0.020
 2RF  plan-2  H021  0.020
 2RF  plan-2  H041  0.020
 2RF  plan-2  H061  0.020
 2RF  plan-3  N15   0.020
 2RF  plan-3  C16   0.020
 2RF  plan-3  C17   0.020
 2RF  plan-3  C18   0.020
 2RF  plan-3  C19   0.020
 2RF  plan-3  C20   0.020
 2RF  plan-3  C21   0.020
 2RF  plan-3  O22   0.020
 2RF  plan-3  CL2   0.020
 2RF  plan-3  H171  0.020
 2RF  plan-3  H201  0.020
 2RF  plan-3  H211  0.020
 2RF  plan-4  C09   0.020
 2RF  plan-4  N15   0.020
 2RF  plan-4  C16   0.020
 2RF  plan-4  H151  0.020

