# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 25 13:20:04 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 4-[({[2-(dimethylcarbamoyl)phenyl]carbamoyl}oxy)methyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)C(=O)c1ccccc1NC(=O)OCc2ccc(cc2)C(O)=O
#
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
 RAC  RAC  '4-[({[2-(dimethylcarbamoyl)phenyl]carbamoyl}oxy)methyl]benzoic acid'  ligand  43  25  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_RAC
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
 RAC  C1    C  CR16  0  -0.253  -1.6294   0.1071   5.9426
 RAC  C2    C  CR16  0  -0.263  -0.3767  -0.2368   5.4589
 RAC  C3    C  CR6   0  -0.126  -0.1215  -0.2214   4.0928
 RAC  C4    C  CR6   0   0.341  -1.1276   0.1543   3.2029
 RAC  C5    C  CR16  0  -0.277  -2.3817   0.5097   3.6903
 RAC  C6    C  CR16  0  -0.259  -2.6307   0.4739   5.0533
 RAC  C7    C  C     0   0.492   1.1900  -0.7403   3.5772
 RAC  N1    N  NT    0  -0.423   2.1795   0.1408   3.3727
 RAC  C8    C  CH3   0  -0.521   3.4536  -0.3595   2.8872
 RAC  C9    C  CH3   0  -0.535   2.0852   1.5655   3.6201
 RAC  O1    O  O     0  -0.482   1.3168  -1.9391   3.3628
 RAC  N2    N  NH1   0  -0.771  -0.8321   0.2117   1.8296
 RAC  C10   C  C     0   0.746  -1.6097  -0.3376   0.8614
 RAC  O2    O  O     0  -0.493  -2.6621  -0.9044   1.0422
 RAC  O3    O  O2    0  -0.476  -1.0394  -0.1614  -0.3308
 RAC  C11   C  CH2   0  -0.239  -1.7269  -0.7016  -1.4660
 RAC  C12   C  CR6   0   0.078  -0.8818  -0.3834  -2.6620
 RAC  C13   C  CR16  0  -0.277   0.0486  -1.3039  -3.1332
 RAC  C14   C  CR16  0  -0.241   0.8505  -0.9993  -4.2197
 RAC  C15   C  CR6   0  -0.089   0.7347   0.2364  -4.8520
 RAC  C16   C  CR16  0  -0.246  -0.1966   1.1619  -4.3835
 RAC  C17   C  CR16  0  -0.270  -0.9953   0.8498  -3.2959
 RAC  C18   C  C     0   0.534   1.6158   0.5168  -6.0136
 RAC  O4    O  OH1   0  -0.592   1.4049   1.7102  -6.5491
 RAC  O5    O  O     0  -0.437   2.4411  -0.2602  -6.4305
 RAC  HC1   H  HCR6  0   0.263  -1.8220   0.0897   7.0069
 RAC  HC2   H  HCR6  0   0.267   0.4086  -0.5251   6.1468
 RAC  HC5   H  HCR6  0   0.271  -3.1595   0.8256   3.0094
 RAC  HC6   H  HCR6  0   0.265  -3.6095   0.7513   5.4213
 RAC  HC81  H  HCH3  0   0.253   4.1809   0.4471   2.9153
 RAC  HC82  H  HCH3  0   0.250   3.8221  -1.1740   3.5091
 RAC  HC83  H  HCH3  0   0.248   3.3776  -0.7171   1.8596
 RAC  HC91  H  HCH3  0   0.265   1.0826   1.8472   3.9263
 RAC  HC92  H  HCH3  0   0.256   2.7757   1.8653   4.4096
 RAC  HC93  H  HCH3  0   0.255   2.3350   2.1226   2.7168
 RAC  HN2   H  HNH1  0   0.412   0.0663   0.5768   1.5492
 RAC  H111  H  HCH2  0   0.258  -1.8502  -1.7803  -1.3542
 RAC  H112  H  HCH2  0   0.257  -2.7163  -0.2494  -1.5574
 RAC  H13C  H  HCR6  0   0.266   0.1435  -2.2698  -2.6528
 RAC  H14C  H  HCR6  0   0.269   1.5659  -1.7270  -4.5779
 RAC  H16C  H  HCR6  0   0.271  -0.3080   2.1273  -4.8569
 RAC  H17C  H  HCR6  0   0.266  -1.7176   1.5743  -2.9406
 RAC  HO4   H  HOH1  0   0.489   2.0037   1.8472  -7.2982

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
 RAC  C1   C2    aromatic  1.386  0.020  1.386
 RAC  C1   C6    aromatic  1.388  0.020  1.388
 RAC  C1   HC1   single    0.930  0.020  1.080
 RAC  C2   C3    aromatic  1.390  0.020  1.390
 RAC  C2   HC2   single    0.930  0.020  1.080
 RAC  C3   C4    aromatic  1.395  0.020  1.395
 RAC  C3   C7    single    1.502  0.020  1.502
 RAC  C4   C5    aromatic  1.392  0.020  1.392
 RAC  C4   N2    single    1.406  0.020  1.406
 RAC  C5   C6    aromatic  1.386  0.020  1.386
 RAC  C5   HC5   single    0.930  0.020  1.080
 RAC  C6   HC6   single    0.930  0.020  1.080
 RAC  C7   N1    single    1.341  0.020  1.341
 RAC  C7   O1    double    1.224  0.020  1.224
 RAC  N1   C8    single    1.452  0.020  1.452
 RAC  N1   C9    single    1.449  0.020  1.449
 RAC  C8   HC81  single    0.970  0.020  1.090
 RAC  C8   HC82  single    0.970  0.020  1.090
 RAC  C8   HC83  single    0.970  0.020  1.090
 RAC  C9   HC91  single    0.970  0.020  1.090
 RAC  C9   HC92  single    0.970  0.020  1.090
 RAC  C9   HC93  single    0.970  0.020  1.090
 RAC  N2   C10   single    1.358  0.020  1.358
 RAC  N2   HN2   single    0.860  0.020  1.020
 RAC  C10  O2    double    1.209  0.020  1.209
 RAC  C10  O3    single    1.333  0.020  1.333
 RAC  O3   C11   single    1.433  0.020  1.433
 RAC  C11  C12   single    1.499  0.020  1.499
 RAC  C11  H111  single    0.970  0.020  1.090
 RAC  C11  H112  single    0.970  0.020  1.090
 RAC  C12  C13   aromatic  1.391  0.020  1.391
 RAC  C12  C17   aromatic  1.391  0.020  1.391
 RAC  C13  C14   aromatic  1.384  0.020  1.384
 RAC  C13  H13C  single    0.930  0.020  1.080
 RAC  C14  C15   aromatic  1.393  0.020  1.393
 RAC  C14  H14C  single    0.930  0.020  1.080
 RAC  C15  C16   aromatic  1.394  0.020  1.394
 RAC  C15  C18   single    1.485  0.020  1.485
 RAC  C16  C17   aromatic  1.385  0.020  1.385
 RAC  C16  H16C  single    0.930  0.020  1.080
 RAC  C17  H17C  single    0.930  0.020  1.080
 RAC  C18  O4    single    1.325  0.020  1.325
 RAC  C18  O5    double    1.208  0.020  1.208
 RAC  O4   HO4   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
 RAC  HC1   C1   C6    120.40  3.000
 RAC  HC1   C1   C2    120.01  3.000
 RAC  C6    C1   C2    119.59  3.000
 RAC  HC2   C2   C3    119.61  3.000
 RAC  HC2   C2   C1    119.98  3.000
 RAC  C3    C2   C1    120.41  3.000
 RAC  C7    C3   C4    120.26  3.000
 RAC  C7    C3   C2    119.61  3.000
 RAC  C4    C3   C2    119.85  3.000
 RAC  N2    C4   C5    121.41  3.000
 RAC  N2    C4   C3    118.86  3.000
 RAC  C5    C4   C3    119.69  3.000
 RAC  HC5   C5   C6    119.85  3.000
 RAC  HC5   C5   C4    120.16  3.000
 RAC  C6    C5   C4    119.99  3.000
 RAC  HC6   C6   C5    119.37  3.000
 RAC  HC6   C6   C1    120.16  3.000
 RAC  C5    C6   C1    120.47  3.000
 RAC  O1    C7   N1    122.70  3.000
 RAC  O1    C7   C3    119.27  3.000
 RAC  N1    C7   C3    118.03  3.000
 RAC  C9    N1   C8    116.92  3.000
 RAC  C9    N1   C7    124.90  3.000
 RAC  C8    N1   C7    118.17  3.000
 RAC  HC83  C8   HC82  108.45  3.000
 RAC  HC83  C8   HC81  108.32  3.000
 RAC  HC82  C8   HC81  108.30  3.000
 RAC  HC83  C8   N1    111.51  3.000
 RAC  HC82  C8   N1    111.32  3.000
 RAC  HC81  C8   N1    108.84  3.000
 RAC  HC93  C9   HC92  108.31  3.000
 RAC  HC93  C9   HC91  108.22  3.000
 RAC  HC92  C9   HC91  108.00  3.000
 RAC  HC93  C9   N1    110.24  3.000
 RAC  HC92  C9   N1    110.65  3.000
 RAC  HC91  C9   N1    111.31  3.000
 RAC  HN2   N2   C10   117.26  3.000
 RAC  HN2   N2   C4    118.24  3.000
 RAC  C10   N2   C4    124.03  3.000
 RAC  O3    C10  O2    124.61  3.000
 RAC  O3    C10  N2    109.83  3.000
 RAC  O2    C10  N2    125.56  3.000
 RAC  C11   O3   C10   116.96  3.000
 RAC  H112  C11  H111  108.40  3.000
 RAC  H112  C11  C12   110.88  3.000
 RAC  H111  C11  C12   110.81  3.000
 RAC  H112  C11  O3    110.18  3.000
 RAC  H111  C11  O3    110.22  3.000
 RAC  C12   C11  O3    106.35  3.000
 RAC  C17   C12  C13   119.13  3.000
 RAC  C17   C12  C11   120.38  3.000
 RAC  C13   C12  C11   120.47  3.000
 RAC  H13C  C13  C14   119.58  3.000
 RAC  H13C  C13  C12   119.90  3.000
 RAC  C14   C13  C12   120.51  3.000
 RAC  H14C  C14  C15   120.11  3.000
 RAC  H14C  C14  C13   119.67  3.000
 RAC  C15   C14  C13   120.22  3.000
 RAC  C18   C15  C16   122.28  3.000
 RAC  C18   C15  C14   118.25  3.000
 RAC  C16   C15  C14   119.47  3.000
 RAC  H16C  C16  C17   119.06  3.000
 RAC  H16C  C16  C15   120.97  3.000
 RAC  C17   C16  C15   119.97  3.000
 RAC  H17C  C17  C16   119.44  3.000
 RAC  H17C  C17  C12   119.87  3.000
 RAC  C16   C17  C12   120.69  3.000
 RAC  O5    C18  O4    123.27  3.000
 RAC  O5    C18  C15   123.66  3.000
 RAC  O4    C18  C15   113.07  3.000
 RAC  HO4   O4   C18   109.97  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
 RAC  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 RAC  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 RAC  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 RAC  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 RAC  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 RAC  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 RAC  CONST_07  C15   C14  C13  C12     0.00   0.0  0
 RAC  CONST_08  C15   C16  C17  C12     0.00   0.0  0
 RAC  CONST_09  C16   C17  C12  C13     0.00   0.0  0
 RAC  CONST_10  C16   C15  C14  C13     0.00   0.0  0
 RAC  CONST_11  C17   C12  C13  C14     0.00   0.0  0
 RAC  CONST_12  C17   C16  C15  C14     0.00   0.0  0
 RAC  CONST_13  C7    C3   C2   C1    180.00   0.0  0
 RAC  CONST_14  N2    C4   C3   C2    180.00   0.0  0
 RAC  CONST_15  C7    C3   C4   C5    180.00   0.0  0
 RAC  CONST_16  N2    C4   C5   C6    180.00   0.0  0
 RAC  CONST_17  C14   C13  C12  C11   180.00   0.0  0
 RAC  CONST_18  C16   C17  C12  C11   180.00   0.0  0
 RAC  CONST_19  C18   C15  C14  C13   180.00   0.0  0
 RAC  CONST_20  C18   C15  C16  C17   180.00   0.0  0
 RAC  CONST_21  HC5   C5   C6   C1    180.00   0.0  0
 RAC  CONST_22  HC6   C6   C1   C2    180.00   0.0  0
 RAC  CONST_23  HC1   C1   C2   C3    180.00   0.0  0
 RAC  CONST_24  HC2   C2   C3   C4    180.00   0.0  0
 RAC  CONST_25  H14C  C14  C13  C12   180.00   0.0  0
 RAC  CONST_26  H16C  C16  C17  C12   180.00   0.0  0
 RAC  CONST_27  H17C  C17  C12  C13   180.00   0.0  0
 RAC  CONST_28  H13C  C13  C14  C15   180.00   0.0  0
 RAC  CONST_32  C8    N1   C7   C3    180.00   0.0  0
 RAC  CONST_33  C9    N1   C7   C3      0.00   0.0  0
 RAC  CONST_34  O2    C10  N2   C4      0.00   0.0  0
 RAC  CONST_35  O3    C10  N2   C4    180.00   0.0  0
 RAC  CONST_36  HO4   O4   C18  C15   180.00   0.0  0
 RAC  CONST_37  O1    C7   N1   C8      0.00   0.0  0
 RAC  CONST_38  O1    C7   N1   C9    180.00   0.0  0
 RAC  Var_01    N1    C7   C3   C2    -94.53  30.0  2
 RAC  Var_02    C13   C12  C11  O3     93.76  30.0  2
 RAC  Var_03    O4    C18  C15  C14   178.96  30.0  2
 RAC  Var_04    C12   C11  O3   C10  -179.46  30.0  3
 RAC  Var_05    HC81  C8   N1   C7   -171.74  30.0  3
 RAC  Var_06    HC91  C9   N1   C7     -4.16  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
 RAC  plan-1  C1    0.020
 RAC  plan-1  C2    0.020
 RAC  plan-1  C3    0.020
 RAC  plan-1  C4    0.020
 RAC  plan-1  C5    0.020
 RAC  plan-1  C6    0.020
 RAC  plan-1  C7    0.020
 RAC  plan-1  N2    0.020
 RAC  plan-1  HC1   0.020
 RAC  plan-1  HC2   0.020
 RAC  plan-1  HC5   0.020
 RAC  plan-1  HC6   0.020
 RAC  plan-2  C11   0.020
 RAC  plan-2  C12   0.020
 RAC  plan-2  C13   0.020
 RAC  plan-2  C14   0.020
 RAC  plan-2  C15   0.020
 RAC  plan-2  C16   0.020
 RAC  plan-2  C17   0.020
 RAC  plan-2  C18   0.020
 RAC  plan-2  H13C  0.020
 RAC  plan-2  H14C  0.020
 RAC  plan-2  H16C  0.020
 RAC  plan-2  H17C  0.020
 RAC  plan-3  C3    0.020
 RAC  plan-3  C7    0.020
 RAC  plan-3  N1    0.020
 RAC  plan-3  C8    0.020
 RAC  plan-3  C9    0.020
 RAC  plan-3  O1    0.020
 RAC  plan-4  C4    0.020
 RAC  plan-4  N2    0.020
 RAC  plan-4  C10   0.020
 RAC  plan-4  HN2   0.020
 RAC  plan-5  C15   0.020
 RAC  plan-5  C18   0.020
 RAC  plan-5  O4    0.020
 RAC  plan-5  O5    0.020
 RAC  plan-5  HO4   0.020
 RAC  plan-6  N2    0.020
 RAC  plan-6  C10   0.020
 RAC  plan-6  O2    0.020
 RAC  plan-6  O3    0.020

