# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 11:27:52 2022
#   Inital geometry file: a 132 line input string
#   Ligand name: 7-[2,6-dichloro-4-({[(2-chlorophenyl)carbonyl]carbamoyl}amino)phenoxy]heptanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCCCCCOc1c(Cl)cc(NC(=O)NC(=O)c2ccccc2Cl)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
 BN2  BN2  '7-[2,6-dichloro-4-({[(2-chlorophenyl)carbonyl]carbamoyl}amino)phenoxy]heptanoic acid'  ligand  51  31  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BN2
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
 BN2  C4    C   CR16   0  -0.232  -1.2875   0.1585   -8.8476
 BN2  C5    C   CR16   0  -0.277  -0.8367  -0.1663   -7.5782
 BN2  C6    C   CR6    0   0.001   0.4470   0.1811   -7.1625
 BN2  C1    C   CR6    0  -0.079   1.2690   0.8757   -8.0477
 BN2  CL1   CL  CL     0  -0.110   2.8549   1.3822   -7.5786
 BN2  C2    C   CR16   0  -0.197   0.8200   1.2218   -9.3121
 BN2  C3    C   CR16   0  -0.256  -0.4565   0.8546   -9.7124
 BN2  N1    N   NH1    0  -0.742   0.0500   0.0607   -4.8072
 BN2  C7    C   C      0   0.530   0.9275  -0.2607   -5.8166
 BN2  O1    O   O      0  -0.398   1.9700  -0.8468   -5.6627
 BN2  N2    N   NH1    0  -0.795  -0.8042   0.2380   -2.7000
 BN2  C9    C   CR6    0   0.371  -0.9590   0.0685   -1.3224
 BN2  C10   C   CR16   0  -0.270  -0.5850  -1.0910   -0.6470
 BN2  C11   C   CR6    0  -0.134  -0.7981  -1.1714    0.7184
 BN2  CL2   CL  CL     0  -0.084  -0.3449  -2.6127    1.5529
 BN2  C12   C   CR6    0   0.467  -1.3957  -0.1486    1.4494
 BN2  O3    O   O2     0  -0.470  -1.6190  -0.2650    2.7704
 BN2  C15   C   CH2    0  -0.150  -0.5324   0.1584    3.6085
 BN2  C16   C   CH2    0  -0.461  -0.8571  -0.2068    5.0385
 BN2  C17   C   CH2    0  -0.425   0.2603   0.2093    5.9885
 BN2  C18   C   CH2    0  -0.409  -0.0391  -0.1428    7.4400
 BN2  C19   C   CH2    0  -0.402   1.0766   0.2564    8.3986
 BN2  C20   C   CH2    0  -0.581   0.7559  -0.0928    9.8425
 BN2  C21   C   C      0   0.410   1.8221   0.2779   10.8879
 BN2  O5    O   OC    -1  -0.635   1.5138   0.0645   12.0803
 BN2  O4    O   O      0  -0.610   2.9018   0.7500   10.4804
 BN2  C13   C   CR6    0  -0.138  -1.7702   0.9908    0.7429
 BN2  CL3   CL  CL     0  -0.084  -2.5277   2.2811    1.5999
 BN2  C14   C   CR16   0  -0.308  -1.5628   1.1081   -0.6182
 BN2  C8    C   C      0   0.760   0.1499  -0.3476   -3.4796
 BN2  O2    O   O      0  -0.454   0.9753  -1.1349   -3.0813
 BN2  H4    H   HCR6   0   0.274  -2.2820  -0.1320   -9.1562
 BN2  H5    H   HCR6   0   0.283  -1.4835  -0.7174   -6.9067
 BN2  H2    H   HCR6   0   0.290   1.4630   1.7778   -9.9802
 BN2  H3    H   HCR6   0   0.278  -0.7973   1.1211  -10.7037
 BN2  HN1   H   HNH1   0   0.434  -0.7247   0.6565   -5.0620
 BN2  HN2   H   HNH1   0   0.425  -1.3566   0.9801   -3.1041
 BN2  H10   H   HCR6   0   0.301  -0.1426  -1.9280   -1.1617
 BN2  H151  H   HCH2   0   0.223  -0.3895   1.2394    3.5072
 BN2  H152  H   HCH2   0   0.220   0.3934  -0.3310    3.2897
 BN2  H161  H   HCH2   0   0.228  -1.0170  -1.2868    5.1086
 BN2  H162  H   HCH2   0   0.228  -1.7926   0.2759    5.3372
 BN2  H171  H   HCH2   0   0.215   0.4309   1.2880    5.9047
 BN2  H172  H   HCH2   0   0.215   1.1961  -0.2713    5.6835
 BN2  H181  H   HCH2   0   0.206  -0.2217  -1.2203    7.5205
 BN2  H182  H   HCH2   0   0.206  -0.9726   0.3436    7.7447
 BN2  H191  H   HCH2   0   0.201   1.2610   1.3314    8.3084
 BN2  H192  H   HCH2   0   0.202   2.0062  -0.2333    8.0938
 BN2  H201  H   HCH2   0   0.217   0.5641  -1.1698    9.9239
 BN2  H202  H   HCH2   0   0.214  -0.1879   0.3813   10.1358
 BN2  H14   H   HCR6   0   0.302  -1.8655   2.0118   -1.1309

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
 BN2  C4   C5    aromatic  1.386  0.020  1.386
 BN2  C4   C3    aromatic  1.387  0.020  1.387
 BN2  C4   H4    single    0.930  0.020  1.080
 BN2  C5   C6    aromatic  1.393  0.020  1.393
 BN2  C5   H5    single    0.930  0.020  1.080
 BN2  C6   C1    aromatic  1.393  0.020  1.393
 BN2  C6   C7    single    1.496  0.020  1.496
 BN2  C1   CL1   single    1.730  0.020  1.730
 BN2  C1   C2    aromatic  1.386  0.020  1.386
 BN2  C2   C3    aromatic  1.387  0.020  1.387
 BN2  C2   H2    single    0.930  0.020  1.080
 BN2  C3   H3    single    0.930  0.020  1.080
 BN2  N1   C7    single    1.375  0.020  1.375
 BN2  N1   C8    single    1.393  0.020  1.393
 BN2  N1   HN1   single    0.860  0.020  1.020
 BN2  C7   O1    double    1.206  0.020  1.206
 BN2  N2   C9    single    1.397  0.020  1.397
 BN2  N2   C8    single    1.364  0.020  1.364
 BN2  N2   HN2   single    0.860  0.020  1.020
 BN2  C9   C10   aromatic  1.393  0.020  1.393
 BN2  C9   C14   aromatic  1.393  0.020  1.393
 BN2  C10  C11   aromatic  1.384  0.020  1.384
 BN2  C10  H10   single    0.930  0.020  1.080
 BN2  C11  CL2   single    1.726  0.020  1.726
 BN2  C11  C12   aromatic  1.392  0.020  1.392
 BN2  C12  O3    single    1.345  0.020  1.345
 BN2  C12  C13   aromatic  1.392  0.020  1.392
 BN2  O3   C15   single    1.436  0.020  1.436
 BN2  C15  C16   single    1.511  0.020  1.511
 BN2  C15  H151  single    0.970  0.020  1.090
 BN2  C15  H152  single    0.970  0.020  1.090
 BN2  C16  C17   single    1.525  0.020  1.525
 BN2  C16  H161  single    0.970  0.020  1.090
 BN2  C16  H162  single    0.970  0.020  1.090
 BN2  C17  C18   single    1.523  0.020  1.523
 BN2  C17  H171  single    0.970  0.020  1.090
 BN2  C17  H172  single    0.970  0.020  1.090
 BN2  C18  C19   single    1.524  0.020  1.524
 BN2  C18  H181  single    0.970  0.020  1.090
 BN2  C18  H182  single    0.970  0.020  1.090
 BN2  C19  C20   single    1.520  0.020  1.520
 BN2  C19  H191  single    0.970  0.020  1.090
 BN2  C19  H192  single    0.970  0.020  1.090
 BN2  C20  C21   single    1.539  0.020  1.539
 BN2  C20  H201  single    0.970  0.020  1.090
 BN2  C20  H202  single    0.970  0.020  1.090
 BN2  C21  O5    deloc     1.250  0.020  1.250
 BN2  C21  O4    deloc     1.247  0.020  1.247
 BN2  C13  CL3   single    1.724  0.020  1.724
 BN2  C13  C14   aromatic  1.382  0.020  1.382
 BN2  C14  H14   single    0.930  0.020  1.080
 BN2  C8   O2    double    1.208  0.020  1.208

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
 BN2  H4    C4   C3    120.54  3.000
 BN2  H4    C4   C5    119.85  3.000
 BN2  C3    C4   C5    119.61  3.000
 BN2  H5    C5   C6    119.48  3.000
 BN2  H5    C5   C4    119.54  3.000
 BN2  C6    C5   C4    120.97  3.000
 BN2  C7    C6   C1    121.96  3.000
 BN2  C7    C6   C5    119.39  3.000
 BN2  C1    C6   C5    118.57  3.000
 BN2  C2    C1   CL1   118.13  3.000
 BN2  C2    C1   C6    120.87  3.000
 BN2  CL1   C1   C6    120.96  3.000
 BN2  H2    C2   C3    120.34  3.000
 BN2  H2    C2   C1    119.97  3.000
 BN2  C3    C2   C1    119.69  3.000
 BN2  H3    C3   C2    119.28  3.000
 BN2  H3    C3   C4    120.43  3.000
 BN2  C2    C3   C4    120.29  3.000
 BN2  HN1   N1   C8    117.94  3.000
 BN2  HN1   N1   C7    116.23  3.000
 BN2  C8    N1   C7    125.83  3.000
 BN2  O1    C7   N1    124.85  3.000
 BN2  O1    C7   C6    122.41  3.000
 BN2  N1    C7   C6    112.73  3.000
 BN2  HN2   N2   C8    117.99  3.000
 BN2  HN2   N2   C9    115.05  3.000
 BN2  C8    N2   C9    126.10  3.000
 BN2  C14   C9   C10   119.50  3.000
 BN2  C14   C9   N2    117.13  3.000
 BN2  C10   C9   N2    123.33  3.000
 BN2  H10   C10  C11   119.29  3.000
 BN2  H10   C10  C9    121.68  3.000
 BN2  C11   C10  C9    119.03  3.000
 BN2  C12   C11  CL2   118.19  3.000
 BN2  C12   C11  C10   122.78  3.000
 BN2  CL2   C11  C10   119.01  3.000
 BN2  C13   C12  O3    121.65  3.000
 BN2  C13   C12  C11   116.77  3.000
 BN2  O3    C12  C11   121.57  3.000
 BN2  C15   O3   C12   114.97  3.000
 BN2  H152  C15  H151  107.70  3.000
 BN2  H152  C15  C16   110.44  3.000
 BN2  H151  C15  C16   110.74  3.000
 BN2  H152  C15  O3    109.76  3.000
 BN2  H151  C15  O3    109.62  3.000
 BN2  C16   C15  O3    108.57  3.000
 BN2  H162  C16  H161  107.04  3.000
 BN2  H162  C16  C17   109.65  3.000
 BN2  H161  C16  C17   109.67  3.000
 BN2  H162  C16  C15   109.59  3.000
 BN2  H161  C16  C15   109.30  3.000
 BN2  C17   C16  C15   111.48  3.000
 BN2  H172  C17  H171  106.12  3.000
 BN2  H172  C17  C18   109.38  3.000
 BN2  H171  C17  C18   109.34  3.000
 BN2  H172  C17  C16   109.45  3.000
 BN2  H171  C17  C16   109.59  3.000
 BN2  C18   C17  C16   112.74  3.000
 BN2  H182  C18  H181  105.91  3.000
 BN2  H182  C18  C19   109.41  3.000
 BN2  H181  C18  C19   109.47  3.000
 BN2  H182  C18  C17   109.26  3.000
 BN2  H181  C18  C17   109.27  3.000
 BN2  C19   C18  C17   113.26  3.000
 BN2  H192  C19  H191  105.88  3.000
 BN2  H192  C19  C20   109.94  3.000
 BN2  H191  C19  C20   109.85  3.000
 BN2  H192  C19  C18   109.24  3.000
 BN2  H191  C19  C18   109.20  3.000
 BN2  C20   C19  C18   112.51  3.000
 BN2  H202  C20  H201  104.72  3.000
 BN2  H202  C20  C21   108.10  3.000
 BN2  H201  C20  C21   107.90  3.000
 BN2  H202  C20  C19   109.66  3.000
 BN2  H201  C20  C19   109.45  3.000
 BN2  C21   C20  C19   116.36  3.000
 BN2  O4    C21  O5    126.16  3.000
 BN2  O4    C21  C20   117.99  3.000
 BN2  O5    C21  C20   115.85  3.000
 BN2  C14   C13  CL3   119.47  3.000
 BN2  C14   C13  C12   121.94  3.000
 BN2  CL3   C13  C12   118.59  3.000
 BN2  H14   C14  C13   119.71  3.000
 BN2  H14   C14  C9    120.32  3.000
 BN2  C13   C14  C9    119.97  3.000
 BN2  O2    C8   N2    124.68  3.000
 BN2  O2    C8   N1    123.67  3.000
 BN2  N2    C8   N1    111.65  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
 BN2  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 BN2  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 BN2  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 BN2  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 BN2  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 BN2  CONST_06  C3   C2   C1   C6      0.00   0.0  0
 BN2  CONST_07  C12  C11  C10  C9      0.00   0.0  0
 BN2  CONST_08  C12  C13  C14  C9      0.00   0.0  0
 BN2  CONST_09  C13  C14  C9   C10     0.00   0.0  0
 BN2  CONST_10  C13  C12  C11  C10     0.00   0.0  0
 BN2  CONST_11  C14  C9   C10  C11     0.00   0.0  0
 BN2  CONST_12  C14  C13  C12  C11     0.00   0.0  0
 BN2  CONST_13  C7   C6   C5   C4    180.00   0.0  0
 BN2  CONST_14  CL1  C1   C6   C5    180.00   0.0  0
 BN2  CONST_15  C3   C2   C1   CL1   180.00   0.0  0
 BN2  CONST_16  C7   C6   C1   C2    180.00   0.0  0
 BN2  CONST_17  C11  C10  C9   N2    180.00   0.0  0
 BN2  CONST_18  C13  C14  C9   N2    180.00   0.0  0
 BN2  CONST_19  CL2  C11  C10  C9    180.00   0.0  0
 BN2  CONST_20  CL3  C13  C14  C9    180.00   0.0  0
 BN2  CONST_21  O3   C12  C11  C10   180.00   0.0  0
 BN2  CONST_22  CL3  C13  C12  C11   180.00   0.0  0
 BN2  CONST_23  C13  C12  C11  CL2   180.00   0.0  0
 BN2  CONST_24  C14  C13  C12  O3    180.00   0.0  0
 BN2  CONST_25  H2   C2   C3   C4    180.00   0.0  0
 BN2  CONST_26  H3   C3   C4   C5    180.00   0.0  0
 BN2  CONST_27  H4   C4   C5   C6    180.00   0.0  0
 BN2  CONST_28  H5   C5   C6   C1    180.00   0.0  0
 BN2  CONST_29  H14  C14  C9   C10   180.00   0.0  0
 BN2  CONST_30  H10  C10  C11  C12   180.00   0.0  0
 BN2  CONST_34  C8   N1   C7   C6    180.00   0.0  0
 BN2  CONST_35  O2   C8   N2   C9      0.00   0.0  0
 BN2  CONST_36  C9   N2   C8   N1    180.00   0.0  0
 BN2  CONST_37  HN1  N1   C7   C6      0.00   0.0  0
 BN2  CONST_38  O2   C8   N1   C7      0.00   0.0  0
 BN2  CONST_39  C8   N1   C7   O1      0.00   0.0  0
 BN2  CONST_40  N2   C8   N1   C7    180.00   0.0  0
 BN2  Var_01    N1   C7   C6   C5    -51.52  30.0  2
 BN2  Var_02    C13  C12  O3   C15   -92.74  30.0  2
 BN2  Var_03    C16  C15  O3   C12  -172.35  30.0  3
 BN2  Var_04    C17  C16  C15  O3    179.75  30.0  3
 BN2  Var_05    C18  C17  C16  C15   179.86  30.0  3
 BN2  Var_06    C19  C18  C17  C16   179.46  30.0  3
 BN2  Var_07    C20  C19  C18  C17   179.56  30.0  3
 BN2  Var_08    C21  C20  C19  C18  -179.74  30.0  3
 BN2  Var_09    O5   C21  C20  C19   175.62  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
 BN2  plan-1  C4   0.020
 BN2  plan-1  C5   0.020
 BN2  plan-1  C6   0.020
 BN2  plan-1  C1   0.020
 BN2  plan-1  CL1  0.020
 BN2  plan-1  C2   0.020
 BN2  plan-1  C3   0.020
 BN2  plan-1  C7   0.020
 BN2  plan-1  H4   0.020
 BN2  plan-1  H5   0.020
 BN2  plan-1  H2   0.020
 BN2  plan-1  H3   0.020
 BN2  plan-2  N2   0.020
 BN2  plan-2  C9   0.020
 BN2  plan-2  C10  0.020
 BN2  plan-2  C11  0.020
 BN2  plan-2  CL2  0.020
 BN2  plan-2  C12  0.020
 BN2  plan-2  O3   0.020
 BN2  plan-2  C13  0.020
 BN2  plan-2  CL3  0.020
 BN2  plan-2  C14  0.020
 BN2  plan-2  H10  0.020
 BN2  plan-2  H14  0.020
 BN2  plan-3  C6   0.020
 BN2  plan-3  N1   0.020
 BN2  plan-3  C7   0.020
 BN2  plan-3  O1   0.020
 BN2  plan-3  N2   0.020
 BN2  plan-3  C9   0.020
 BN2  plan-3  C8   0.020
 BN2  plan-3  O2   0.020
 BN2  plan-3  HN1  0.020
 BN2  plan-3  HN2  0.020
 BN2  plan-4  C20  0.020
 BN2  plan-4  C21  0.020
 BN2  plan-4  O5   0.020
 BN2  plan-4  O4   0.020

