# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 10:48:25 2022
#   Inital geometry file: a 82 line input string
#   Ligand name: 3-[(3-chlorophenyl)methoxy]-2,6-bis(fluoranyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1c(F)ccc(OCc2cccc(Cl)c2)c1F
#
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
 OM8  OM8  3-[(3-chlorophenyl)methoxy]-2,6-bis(fluoranyl)benzamide  ligand  30  20  .  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_OM8
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
 OM8  N     N   NH2   0  -0.773  -21.7736  14.8120  20.1007
 OM8  C     C   C     0   0.479  -20.8428  14.8001  21.0574
 OM8  O     O   O     0  -0.447  -21.0220  15.1455  22.2104
 OM8  C1    C   CR6   0  -0.449  -19.4920  14.3153  20.6028
 OM8  C10   C   CR16  0  -0.226  -16.8614   6.3922  18.8318
 OM8  C11   C   CR16  0  -0.241  -18.0279   7.1279  18.9683
 OM8  C12   C   CR16  0  -0.294  -17.9883   8.5004  19.1800
 OM8  C13   C   CR6   0   0.518  -19.2419  12.9763  20.3997
 OM8  C2    C   CR6   0   0.546  -18.4329  15.1976  20.4480
 OM8  C3    C   CR16  0  -0.412  -17.1765  14.7699  20.0934
 OM8  C4    C   CR16  0  -0.359  -16.9520  13.4107  19.8985
 OM8  C5    C   CR6   0   0.261  -17.9808  12.4907  20.0504
 OM8  C6    C   CH2   0  -0.205  -16.6426  10.6402  19.4518
 OM8  C7    C   CR6   0   0.041  -16.7650   9.1542  19.2658
 OM8  C8    C   CR16  0  -0.245  -15.5875   8.4226  19.1365
 OM8  C9    C   CR6   0  -0.021  -15.6479   7.0582  18.9155
 OM8  F     F   F     0  -0.302  -18.6677  16.5033  20.6365
 OM8  F1    F   F     0  -0.292  -20.2426  12.1032  20.5534
 OM8  O1    O   O2    0  -0.473  -17.8760  11.1604  19.8958
 OM8  CL    CL  CL    0  -0.128  -14.1723   6.1650  18.7420
 OM8  HN2   H   HNH2  0   0.410  -22.7124  15.1179  20.3047
 OM8  HN3   H   HNH2  0   0.419  -21.5656  14.5478  19.1524
 OM8  H111  H   HCR6  0   0.268  -18.9829   6.6230  18.9060
 OM8  H121  H   HCR6  0   0.259  -18.9152   9.0477  19.2775
 OM8  H31   H   HCR6  0   0.291  -16.3689  15.4783  19.9680
 OM8  H41   H   HCR6  0   0.310  -15.9561  13.0890  19.6281
 OM8  H61   H   HCH2  0   0.254  -15.8476  10.8577  20.1742
 OM8  H62   H   HCH2  0   0.258  -16.3540  11.1043  18.5006
 OM8  H81   H   HCR6  0   0.276  -14.6275   8.9195  19.2078
 OM8  H101  H   HCR6  0   0.278  -16.8967   5.3243  18.6648

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
 OM8  C11  C10   aromatic  1.386  0.020  1.386
 OM8  C11  C12   aromatic  1.389  0.020  1.389
 OM8  C10  C9    aromatic  1.387  0.020  1.387
 OM8  C12  C7    aromatic  1.390  0.020  1.390
 OM8  C9   CL    single    1.734  0.020  1.734
 OM8  C9   C8    aromatic  1.384  0.020  1.384
 OM8  C7   C8    aromatic  1.392  0.020  1.392
 OM8  C7   C6    single    1.503  0.020  1.503
 OM8  C6   O1    single    1.410  0.020  1.410
 OM8  O1   C5    single    1.343  0.020  1.343
 OM8  C4   C5    aromatic  1.388  0.020  1.388
 OM8  C4   C3    aromatic  1.391  0.020  1.391
 OM8  C5   C13   aromatic  1.396  0.020  1.396
 OM8  C3   C2    aromatic  1.374  0.020  1.374
 OM8  N    C     single    1.335  0.020  1.335
 OM8  C13  F1    single    1.337  0.020  1.337
 OM8  C13  C1    aromatic  1.377  0.020  1.377
 OM8  C2   C1    aromatic  1.387  0.020  1.387
 OM8  C2   F     single    1.340  0.020  1.340
 OM8  C1   C     single    1.505  0.020  1.505
 OM8  C    O     double    1.217  0.020  1.217
 OM8  N    HN2   single    0.860  0.020  1.020
 OM8  N    HN3   single    0.860  0.020  1.020
 OM8  C10  H101  single    0.930  0.020  1.080
 OM8  C11  H111  single    0.930  0.020  1.080
 OM8  C12  H121  single    0.930  0.020  1.080
 OM8  C3   H31   single    0.930  0.020  1.080
 OM8  C4   H41   single    0.930  0.020  1.080
 OM8  C6   H61   single    0.970  0.020  1.090
 OM8  C6   H62   single    0.970  0.020  1.090
 OM8  C8   H81   single    0.930  0.020  1.080

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
 OM8  HN3   N    HN2  117.57  3.000
 OM8  HN3   N    C    121.94  3.000
 OM8  HN2   N    C    120.46  3.000
 OM8  C1    C    O    120.64  3.000
 OM8  O     C    N    125.02  3.000
 OM8  C1    C    N    114.34  3.000
 OM8  C2    C1   C13  117.60  3.000
 OM8  C2    C1   C    120.93  3.000
 OM8  C13   C1   C    121.37  3.000
 OM8  H101  C10  C9   120.80  3.000
 OM8  H101  C10  C11  120.80  3.000
 OM8  C9    C10  C11  118.40  3.000
 OM8  H111  C11  C12  119.67  3.000
 OM8  H111  C11  C10  119.31  3.000
 OM8  C12   C11  C10  121.03  3.000
 OM8  H121  C12  C7   120.74  3.000
 OM8  H121  C12  C11  119.31  3.000
 OM8  C7    C12  C11  119.95  3.000
 OM8  F1    C13  C5   118.55  3.000
 OM8  F1    C13  C1   118.82  3.000
 OM8  C5    C13  C1   122.63  3.000
 OM8  F     C2   C3   120.00  3.000
 OM8  F     C2   C1   118.05  3.000
 OM8  C3    C2   C1   121.94  3.000
 OM8  H31   C3   C4   120.21  3.000
 OM8  H31   C3   C2   120.59  3.000
 OM8  C4    C3   C2   119.20  3.000
 OM8  H41   C4   C5   120.86  3.000
 OM8  H41   C4   C3   118.32  3.000
 OM8  C5    C4   C3   120.82  3.000
 OM8  O1    C5   C4   125.85  3.000
 OM8  C4    C5   C13  117.80  3.000
 OM8  O1    C5   C13  116.34  3.000
 OM8  H62   C6   H61  107.26  3.000
 OM8  H62   C6   O1   110.31  3.000
 OM8  H61   C6   O1   110.71  3.000
 OM8  H62   C6   C7   109.42  3.000
 OM8  H61   C6   C7   109.69  3.000
 OM8  O1    C6   C7   109.42  3.000
 OM8  C8    C7   C6   117.53  3.000
 OM8  C6    C7   C12  123.00  3.000
 OM8  C8    C7   C12  119.44  3.000
 OM8  H81   C8   C9   120.10  3.000
 OM8  H81   C8   C7   120.16  3.000
 OM8  C9    C8   C7   119.74  3.000
 OM8  CL    C9   C8   119.14  3.000
 OM8  C8    C9   C10  121.43  3.000
 OM8  CL    C9   C10  119.43  3.000
 OM8  C6    O1   C5   118.02  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
 OM8  CONST_01  C4    C5   C13  C1      0.00   0.0  0
 OM8  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 OM8  CONST_03  C7    C12  C11  C10     0.00   0.0  0
 OM8  CONST_04  C7    C8   C9   C10     0.00   0.0  0
 OM8  CONST_05  C8    C9   C10  C11     0.00   0.0  0
 OM8  CONST_06  C8    C7   C12  C11     0.00   0.0  0
 OM8  CONST_07  C9    C10  C11  C12     0.00   0.0  0
 OM8  CONST_08  C9    C8   C7   C12     0.00   0.0  0
 OM8  CONST_09  C3    C4   C5   C13     0.00   0.0  0
 OM8  CONST_10  C3    C2   C1   C13     0.00   0.0  0
 OM8  CONST_11  C5    C4   C3   C2      0.00   0.0  0
 OM8  CONST_12  C5    C13  C1   C2      0.00   0.0  0
 OM8  CONST_13  C5    C13  C1   C     180.00   0.0  0
 OM8  CONST_14  C3    C2   C1   C     180.00   0.0  0
 OM8  CONST_15  O1    C5   C13  C1    180.00   0.0  0
 OM8  CONST_16  CL    C9   C10  C11   180.00   0.0  0
 OM8  CONST_17  C6    C7   C12  C11   180.00   0.0  0
 OM8  CONST_18  F     C2   C1   C13   180.00   0.0  0
 OM8  CONST_19  F1    C13  C1   C2    180.00   0.0  0
 OM8  CONST_20  O1    C5   C4   C3    180.00   0.0  0
 OM8  CONST_21  F1    C13  C5   C4    180.00   0.0  0
 OM8  CONST_22  F     C2   C3   C4    180.00   0.0  0
 OM8  CONST_23  C9    C8   C7   C6    180.00   0.0  0
 OM8  CONST_24  CL    C9   C8   C7    180.00   0.0  0
 OM8  CONST_25  H31   C3   C2   C1    180.00   0.0  0
 OM8  CONST_26  H121  C12  C11  C10   180.00   0.0  0
 OM8  CONST_27  H81   C8   C9   C10   180.00   0.0  0
 OM8  CONST_28  H101  C10  C11  C12   180.00   0.0  0
 OM8  CONST_29  H41   C4   C5   C13   180.00   0.0  0
 OM8  CONST_30  H111  C11  C12  C7    180.00   0.0  0
 OM8  CONST_31  HN2   N    C    C1    180.00   0.0  0
 OM8  CONST_32  HN3   N    C    C1      0.00   0.0  0
 OM8  Var_01    C13   C1   C    N     -76.24  30.0  2
 OM8  Var_02    O1    C6   C7   C12    16.61  30.0  2
 OM8  Var_03    C7    C6   O1   C5   -176.53  30.0  1

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
 OM8  plan-1  C10   0.020
 OM8  plan-1  C11   0.020
 OM8  plan-1  C12   0.020
 OM8  plan-1  C6    0.020
 OM8  plan-1  C7    0.020
 OM8  plan-1  C8    0.020
 OM8  plan-1  C9    0.020
 OM8  plan-1  CL    0.020
 OM8  plan-1  H111  0.020
 OM8  plan-1  H121  0.020
 OM8  plan-1  H81   0.020
 OM8  plan-1  H101  0.020
 OM8  plan-2  C     0.020
 OM8  plan-2  C1    0.020
 OM8  plan-2  C13   0.020
 OM8  plan-2  C2    0.020
 OM8  plan-2  C3    0.020
 OM8  plan-2  C4    0.020
 OM8  plan-2  C5    0.020
 OM8  plan-2  F     0.020
 OM8  plan-2  F1    0.020
 OM8  plan-2  O1    0.020
 OM8  plan-2  H31   0.020
 OM8  plan-2  H41   0.020
 OM8  plan-3  N     0.020
 OM8  plan-3  C     0.020
 OM8  plan-3  O     0.020
 OM8  plan-3  C1    0.020
 OM8  plan-3  HN2   0.020
 OM8  plan-3  HN3   0.020

