# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 01:20:05 2022
#   Inital geometry file: a 101 line input string
#   Ligand name: 3-(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)Oc1ccc(cc1OCC2CC2)C(=O)Nc3c(Cl)cncc3Cl
#
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
 ROF  ROF  3-(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)benzamide  ligand  40  26  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_ROF
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
 ROF  O24   O   O     0  -0.431  -1.6027   0.1066   1.6268
 ROF  C23   C   CH2   0  -0.493  -4.3535  -1.2964  -4.7427
 ROF  C22   C   CH2   0  -0.480  -3.5341  -0.2397  -5.4161
 ROF  C21   C   CH1   0  -0.279  -2.8648  -1.2792  -4.5715
 ROF  C8    C   C     0   0.537  -0.4230   0.2198   1.3681
 ROF  C9    C   CR6   0  -0.031   0.0819   0.4006  -0.0205
 ROF  C10   C   CR16  0  -0.318   1.2940   1.0193  -0.2938
 ROF  C11   C   CR16  0  -0.291   1.6963   1.1797  -1.6127
 ROF  C12   C   CR6   0   0.257   0.8981   0.7233  -2.6411
 ROF  O15   O   O2    0  -0.499   1.2592   0.9222  -3.9547
 ROF  C16   C   CH1   0   0.670   2.1026   0.0250  -4.5244
 ROF  F18   F   F     0  -0.333   3.3249   0.0655  -3.9402
 ROF  F17   F   F     0  -0.329   1.6639  -1.2411  -4.3556
 ROF  C13   C   CR6   0   0.373  -0.3368   0.1089  -2.3820
 ROF  O19   O   O2    0  -0.453  -1.0472  -0.2756  -3.4451
 ROF  C20   C   CH2   0  -0.194  -2.3092  -0.9023  -3.2365
 ROF  C14   C   CR16  0  -0.418  -0.7378  -0.0357  -1.0606
 ROF  N7    N   NH1   0  -0.757   0.5400   0.1840   2.3394
 ROF  C6    C   CR6   0   0.602   0.2248   0.0564   3.6878
 ROF  C5    C   CR6   0  -0.166  -0.5181   1.0159   4.3734
 ROF  CL26  CL  CL    0  -0.077  -1.0385   2.4514   3.5913
 ROF  C4    C   CR16  0  -0.034  -0.8002   0.8358   5.7194
 ROF  N3    N   N     0  -0.395  -0.3697  -0.2098   6.4058
 ROF  C2    C   CR16  0  -0.031   0.3582  -1.1229   5.7845
 ROF  C1    C   CR6   0  -0.192   0.6663  -1.0326   4.4363
 ROF  CL25  CL  CL    0  -0.076   1.5874  -2.2753   3.6856
 ROF  H232  H   HCH2  0   0.251  -4.9635  -1.0023  -3.8972
 ROF  H221  H   HCH2  0   0.249  -3.5906   0.7709  -5.0300
 ROF  H222  H   HCH2  0   0.255  -3.4014  -0.2985  -6.4886
 ROF  H21   H   HCH1  0   0.266  -2.3101  -2.0507  -5.0952
 ROF  H10   H   HCR6  0   0.272   1.9232   1.4090   0.4949
 ROF  H11   H   HCR6  0   0.285   2.6231   1.6891  -1.8380
 ROF  H16   H   HCH1  0   0.217   2.1939   0.2547  -5.5830
 ROF  H201  H   HCH2  0   0.241  -2.1877  -1.7912  -2.6081
 ROF  H202  H   HCH2  0   0.229  -2.9887  -0.2156  -2.7177
 ROF  H14   H   HCR6  0   0.296  -1.6847  -0.4967  -0.8166
 ROF  HN7   H   HNH1  0   0.424   1.4933  -0.0110   2.0685
 ROF  H4    H   HCR6  0   0.297  -1.3850   1.5766   6.2513
 ROF  H2    H   HCR6  0   0.298   0.7067  -1.9686   6.3651
 ROF  H231  H   HCH2  0   0.257  -4.7843  -2.0829  -5.3479

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
 ROF  O24  C8    double    1.213  0.020  1.213
 ROF  C23  C22   single    1.497  0.020  1.497
 ROF  C23  C21   single    1.499  0.020  1.499
 ROF  C23  H231  single    0.970  0.020  1.090
 ROF  C23  H232  single    0.970  0.020  1.090
 ROF  C22  C21   single    1.497  0.020  1.497
 ROF  C22  H221  single    0.970  0.020  1.090
 ROF  C22  H222  single    0.970  0.020  1.090
 ROF  C21  C20   single    1.494  0.020  1.494
 ROF  C21  H21   single    0.970  0.020  1.090
 ROF  C8   C9    single    1.488  0.020  1.488
 ROF  C8   N7    single    1.368  0.020  1.368
 ROF  C9   C10   aromatic  1.388  0.020  1.388
 ROF  C9   C14   aromatic  1.394  0.020  1.394
 ROF  C10  C11   aromatic  1.388  0.020  1.388
 ROF  C10  H10   single    0.930  0.020  1.080
 ROF  C11  C12   aromatic  1.379  0.020  1.379
 ROF  C11  H11   single    0.930  0.020  1.080
 ROF  C12  O15   single    1.377  0.020  1.377
 ROF  C12  C13   aromatic  1.403  0.020  1.403
 ROF  O15  C16   single    1.357  0.020  1.357
 ROF  C16  F18   single    1.355  0.020  1.355
 ROF  C16  F17   single    1.350  0.020  1.350
 ROF  C16  H16   single    0.970  0.020  1.090
 ROF  C13  O19   single    1.335  0.020  1.335
 ROF  C13  C14   aromatic  1.388  0.020  1.388
 ROF  O19  C20   single    1.424  0.020  1.424
 ROF  C20  H201  single    0.970  0.020  1.090
 ROF  C20  H202  single    0.970  0.020  1.090
 ROF  C14  H14   single    0.930  0.020  1.080
 ROF  N7   C6    single    1.391  0.020  1.391
 ROF  N7   HN7   single    0.860  0.020  1.020
 ROF  C6   C5    aromatic  1.394  0.020  1.394
 ROF  C6   C1    aromatic  1.393  0.020  1.393
 ROF  C5   CL26  single    1.716  0.020  1.716
 ROF  C5   C4    aromatic  1.387  0.020  1.387
 ROF  C4   N3    aromatic  1.323  0.020  1.323
 ROF  C4   H4    single    0.930  0.020  1.080
 ROF  N3   C2    aromatic  1.323  0.020  1.323
 ROF  C2   C1    aromatic  1.386  0.020  1.386
 ROF  C2   H2    single    0.930  0.020  1.080
 ROF  C1   CL25  single    1.719  0.020  1.719

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
 ROF  H232  C23  H231  114.19  3.000
 ROF  H232  C23  C21   117.85  3.000
 ROF  H231  C23  C21   117.89  3.000
 ROF  H232  C23  C22   117.88  3.000
 ROF  H231  C23  C22   118.64  3.000
 ROF  C21   C23  C22    59.98  3.000
 ROF  H222  C22  H221  114.23  3.000
 ROF  H222  C22  C21   117.80  3.000
 ROF  H221  C22  C21   118.03  3.000
 ROF  H222  C22  C23   118.33  3.000
 ROF  H221  C22  C23   118.01  3.000
 ROF  C21   C22  C23    60.06  3.000
 ROF  H21   C21  C20   114.87  3.000
 ROF  H21   C21  C22   116.74  3.000
 ROF  C20   C21  C22   119.67  3.000
 ROF  H21   C21  C23   116.40  3.000
 ROF  C20   C21  C23   118.31  3.000
 ROF  C22   C21  C23    59.97  3.000
 ROF  N7    C8   C9    115.26  3.000
 ROF  N7    C8   O24   122.04  3.000
 ROF  C9    C8   O24   122.70  3.000
 ROF  C14   C9   C10   120.39  3.000
 ROF  C14   C9   C8    117.29  3.000
 ROF  C10   C9   C8    122.28  3.000
 ROF  H10   C10  C11   118.85  3.000
 ROF  H10   C10  C9    121.67  3.000
 ROF  C11   C10  C9    119.45  3.000
 ROF  H11   C11  C12   119.77  3.000
 ROF  H11   C11  C10   120.05  3.000
 ROF  C12   C11  C10   120.16  3.000
 ROF  C13   C12  O15   118.05  3.000
 ROF  C13   C12  C11   121.09  3.000
 ROF  O15   C12  C11   120.78  3.000
 ROF  C16   O15  C12   117.91  3.000
 ROF  H16   C16  F17   110.31  3.000
 ROF  H16   C16  F18   109.73  3.000
 ROF  F17   C16  F18   105.49  3.000
 ROF  H16   C16  O15   108.74  3.000
 ROF  F17   C16  O15   111.44  3.000
 ROF  F18   C16  O15   111.09  3.000
 ROF  C14   C13  O19   125.04  3.000
 ROF  C14   C13  C12   118.38  3.000
 ROF  O19   C13  C12   116.57  3.000
 ROF  C20   O19  C13   118.78  3.000
 ROF  H202  C20  H201  107.79  3.000
 ROF  H202  C20  O19   110.05  3.000
 ROF  H201  C20  O19   110.04  3.000
 ROF  H202  C20  C21   110.51  3.000
 ROF  H201  C20  C21   110.43  3.000
 ROF  O19   C20  C21   108.03  3.000
 ROF  H14   C14  C13   120.81  3.000
 ROF  H14   C14  C9    118.69  3.000
 ROF  C13   C14  C9    120.50  3.000
 ROF  HN7   N7   C6    117.14  3.000
 ROF  HN7   N7   C8    118.62  3.000
 ROF  C6    N7   C8    122.09  3.000
 ROF  C1    C6   C5    116.28  3.000
 ROF  C1    C6   N7    121.39  3.000
 ROF  C5    C6   N7    122.32  3.000
 ROF  C4    C5   CL26  119.30  3.000
 ROF  C4    C5   C6    119.76  3.000
 ROF  CL26  C5   C6    120.90  3.000
 ROF  H4    C4   N3    117.49  3.000
 ROF  H4    C4   C5    119.83  3.000
 ROF  N3    C4   C5    122.68  3.000
 ROF  C2    N3   C4    118.76  3.000
 ROF  H2    C2   C1    120.05  3.000
 ROF  H2    C2   N3    117.65  3.000
 ROF  C1    C2   N3    122.29  3.000
 ROF  CL25  C1   C2    119.78  3.000
 ROF  CL25  C1   C6    120.01  3.000
 ROF  C2    C1   C6    120.21  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
 ROF  CONST_01  C12   C11  C10  C9       0.00   0.0  0
 ROF  CONST_02  C12   C13  C14  C9       0.00   0.0  0
 ROF  CONST_03  C13   C14  C9   C10      0.00   0.0  0
 ROF  CONST_04  C13   C12  C11  C10      0.00   0.0  0
 ROF  CONST_05  C14   C9   C10  C11      0.00   0.0  0
 ROF  CONST_06  C14   C13  C12  C11      0.00   0.0  0
 ROF  CONST_07  N3    C4   C5   C6       0.00   0.0  0
 ROF  CONST_08  N3    C2   C1   C6       0.00   0.0  0
 ROF  CONST_09  C2    C1   C6   C5       0.00   0.0  0
 ROF  CONST_10  C2    N3   C4   C5       0.00   0.0  0
 ROF  CONST_11  C1    C6   C5   C4       0.00   0.0  0
 ROF  CONST_12  C1    C2   N3   C4       0.00   0.0  0
 ROF  CONST_13  C11   C10  C9   C8     180.00   0.0  0
 ROF  CONST_14  C13   C14  C9   C8     180.00   0.0  0
 ROF  CONST_15  O19   C13  C14  C9     180.00   0.0  0
 ROF  CONST_16  O15   C12  C11  C10    180.00   0.0  0
 ROF  CONST_17  O19   C13  C12  C11    180.00   0.0  0
 ROF  CONST_18  C14   C13  C12  O15    180.00   0.0  0
 ROF  CONST_19  C4    C5   C6   N7     180.00   0.0  0
 ROF  CONST_20  C2    C1   C6   N7     180.00   0.0  0
 ROF  CONST_21  CL25  C1   C6   C5     180.00   0.0  0
 ROF  CONST_22  C1    C6   C5   CL26   180.00   0.0  0
 ROF  CONST_23  N3    C4   C5   CL26   180.00   0.0  0
 ROF  CONST_24  CL25  C1   C2   N3     180.00   0.0  0
 ROF  CONST_25  H11   C11  C10  C9     180.00   0.0  0
 ROF  CONST_26  H14   C14  C9   C10    180.00   0.0  0
 ROF  CONST_27  H10   C10  C11  C12    180.00   0.0  0
 ROF  CONST_28  H4    C4   C5   C6     180.00   0.0  0
 ROF  CONST_29  H2    C2   C1   C6     180.00   0.0  0
 ROF  CONST_30  C6    N7   C8   C9     180.00   0.0  0
 ROF  CONST_34  C6    N7   C8   O24      0.00   0.0  0
 ROF  Var_01    C20   C21  C22  C23   -107.52  30.0  1
 ROF  Var_02    C10   C9   C8   O24    154.91  30.0  2
 ROF  Var_03    O19   C20  C21  C23   -149.55  30.0  3
 ROF  Var_04    C13   C12  O15  C16    -98.47  30.0  3
 ROF  Var_05    C14   C13  O19  C20     -0.94  30.0  2
 ROF  Var_06    F18   C16  O15  C12    -65.74  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
 ROF  chir_01  C21  C23  C22  C20  both

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
 ROF  plan-1  C8    0.020
 ROF  plan-1  C9    0.020
 ROF  plan-1  C10   0.020
 ROF  plan-1  C11   0.020
 ROF  plan-1  C12   0.020
 ROF  plan-1  O15   0.020
 ROF  plan-1  C13   0.020
 ROF  plan-1  O19   0.020
 ROF  plan-1  C14   0.020
 ROF  plan-1  H10   0.020
 ROF  plan-1  H11   0.020
 ROF  plan-1  H14   0.020
 ROF  plan-2  N7    0.020
 ROF  plan-2  C6    0.020
 ROF  plan-2  C5    0.020
 ROF  plan-2  CL26  0.020
 ROF  plan-2  C4    0.020
 ROF  plan-2  N3    0.020
 ROF  plan-2  C2    0.020
 ROF  plan-2  C1    0.020
 ROF  plan-2  CL25  0.020
 ROF  plan-2  H4    0.020
 ROF  plan-2  H2    0.020
 ROF  plan-3  O24   0.020
 ROF  plan-3  C8    0.020
 ROF  plan-3  C9    0.020
 ROF  plan-3  N7    0.020
 ROF  plan-3  C6    0.020
 ROF  plan-3  HN7   0.020

