# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 13:33:01 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 1,3-diphenyl-1H-pyrazole-4,5-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1n(nc(c2ccccc2)c1C(O)=O)c3ccccc3
#
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
 VI  VI  '1,3-diphenyl-1H-pyrazole-4,5-dicarboxylic acid'  ligand  33  23  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VI
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
 VI  O23  O  OC    -1  -0.584   2.6674   1.9361  -0.9342
 VI  C18  C  C      0   0.376   1.6433   2.1888  -0.2759
 VI  O22  O  O      0  -0.584   1.2750   3.2855   0.1783
 VI  C4   C  CR5    0   0.222   0.6956   1.0409  -0.0290
 VI  N5   N  NR5    0  -0.438   1.0500  -0.2756  -0.0185
 VI  C6   C  CR6    0   0.352   2.3392  -0.8487   0.0377
 VI  C11  C  CR16   0  -0.268   3.2852  -0.3679   0.9340
 VI  C10  C  CR16   0  -0.265   4.5341  -0.9661   0.9977
 VI  C9   C  CR16   0  -0.258   4.8389  -2.0489   0.1816
 VI  C8   C  CR16   0  -0.258   3.8821  -2.5344  -0.6991
 VI  C7   C  CR16   0  -0.289   2.6321  -1.9358  -0.7755
 VI  N1   N  N      0  -0.316  -0.0024  -1.0812   0.0620
 VI  C3   C  CR5    0  -0.345  -0.6785   1.0720   0.0580
 VI  C19  C  C      0   0.339  -1.5520   2.3060  -0.0010
 VI  O21  O  OC    -1  -0.594  -1.8086   2.7421  -1.1361
 VI  O20  O  O      0  -0.607  -1.9577   2.7516   1.0899
 VI  C2   C  CR5    0   0.272  -1.0641  -0.2893   0.0983
 VI  C12  C  CR6    0   0.060  -2.4051  -0.8858   0.1252
 VI  C17  C  CR16   0  -0.299  -2.6125  -2.1583  -0.4154
 VI  C16  C  CR16   0  -0.242  -3.8708  -2.7393  -0.4014
 VI  C15  C  CR16   0  -0.268  -4.9504  -2.0596   0.1498
 VI  C14  C  CR16   0  -0.240  -4.7547  -0.7973   0.6932
 VI  C13  C  CR16   0  -0.334  -3.4943  -0.2155   0.6849
 VI  H11  H  HCR6   0   0.268   3.0474   0.4558   1.5937
 VI  H10  H  HCR6   0   0.259   5.2687  -0.5895   1.6973
 VI  H9   H  HCR6   0   0.257   5.8144  -2.5138   0.2366
 VI  H8   H  HCR6   0   0.259   4.1068  -3.3802  -1.3356
 VI  H7   H  HCR6   0   0.265   1.8884  -2.3111  -1.4657
 VI  H17  H  HCR6   0   0.247  -1.7814  -2.6895  -0.8611
 VI  H16  H  HCR6   0   0.253  -4.0121  -3.7226  -0.8316
 VI  H15  H  HCR6   0   0.253  -5.9345  -2.5100   0.1538
 VI  H14  H  HCR6   0   0.253  -5.5865  -0.2614   1.1325
 VI  H13  H  HCR6   0   0.254  -3.3540   0.7593   1.1321

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
 VI  O23  C18  deloc     1.243  0.020  1.243
 VI  C18  O22  deloc     1.243  0.020  1.243
 VI  C18  C4   single    1.509  0.020  1.509
 VI  C4   N5   aromatic  1.363  0.020  1.363
 VI  C4   C3   aromatic  1.377  0.020  1.377
 VI  N5   C6   single    1.412  0.020  1.412
 VI  N5   N1   aromatic  1.328  0.020  1.328
 VI  C6   C11  aromatic  1.389  0.020  1.389
 VI  C6   C7   aromatic  1.389  0.020  1.389
 VI  C11  C10  aromatic  1.386  0.020  1.386
 VI  C11  H11  single    0.930  0.020  1.080
 VI  C10  C9   aromatic  1.390  0.020  1.390
 VI  C10  H10  single    0.930  0.020  1.080
 VI  C9   C8   aromatic  1.388  0.020  1.388
 VI  C9   H9   single    0.930  0.020  1.080
 VI  C8   C7   aromatic  1.388  0.020  1.388
 VI  C8   H8   single    0.930  0.020  1.080
 VI  C7   H7   single    0.930  0.020  1.080
 VI  N1   C2   aromatic  1.325  0.020  1.325
 VI  C3   C19  single    1.513  0.020  1.513
 VI  C3   C2   aromatic  1.415  0.020  1.415
 VI  C19  O21  deloc     1.243  0.020  1.243
 VI  C19  O20  deloc     1.246  0.020  1.246
 VI  C2   C12  single    1.468  0.020  1.468
 VI  C12  C17  aromatic  1.398  0.020  1.398
 VI  C12  C13  aromatic  1.396  0.020  1.396
 VI  C17  C16  aromatic  1.386  0.020  1.386
 VI  C17  H17  single    0.930  0.020  1.080
 VI  C16  C15  aromatic  1.390  0.020  1.390
 VI  C16  H16  single    0.930  0.020  1.080
 VI  C15  C14  aromatic  1.388  0.020  1.388
 VI  C15  H15  single    0.930  0.020  1.080
 VI  C14  C13  aromatic  1.388  0.020  1.388
 VI  C14  H14  single    0.930  0.020  1.080
 VI  C13  H13  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
 VI  C4   C18  O22  115.17  3.000
 VI  C4   C18  O23  116.70  3.000
 VI  O22  C18  O23  128.09  3.000
 VI  C3   C4   N5   106.30  3.000
 VI  C3   C4   C18  128.30  3.000
 VI  N5   C4   C18  124.93  3.000
 VI  N1   N5   C6   118.36  3.000
 VI  N1   N5   C4   112.35  3.000
 VI  C6   N5   C4   129.02  3.000
 VI  C7   C6   C11  120.34  3.000
 VI  C7   C6   N5   119.14  3.000
 VI  C11  C6   N5   120.46  3.000
 VI  H11  C11  C10  119.91  3.000
 VI  H11  C11  C6   120.49  3.000
 VI  C10  C11  C6   119.59  3.000
 VI  H10  C10  C9   120.13  3.000
 VI  H10  C10  C11  119.41  3.000
 VI  C9   C10  C11  120.46  3.000
 VI  H9   C9   C8   120.23  3.000
 VI  H9   C9   C10  120.18  3.000
 VI  C8   C9   C10  119.59  3.000
 VI  H8   C8   C7   119.45  3.000
 VI  H8   C8   C9   120.22  3.000
 VI  C7   C8   C9   120.32  3.000
 VI  H7   C7   C8   120.30  3.000
 VI  H7   C7   C6   120.01  3.000
 VI  C8   C7   C6   119.69  3.000
 VI  C2   N1   N5   105.91  3.000
 VI  C2   C3   C19  128.91  3.000
 VI  C2   C3   C4   104.59  3.000
 VI  C19  C3   C4   126.30  3.000
 VI  O20  C19  O21  127.36  3.000
 VI  O20  C19  C3   116.45  3.000
 VI  O21  C19  C3   116.17  3.000
 VI  C12  C2   C3   129.81  3.000
 VI  C12  C2   N1   119.32  3.000
 VI  C3   C2   N1   110.84  3.000
 VI  C13  C12  C17  118.44  3.000
 VI  C13  C12  C2   121.67  3.000
 VI  C17  C12  C2   119.89  3.000
 VI  H17  C17  C16  119.71  3.000
 VI  H17  C17  C12  119.47  3.000
 VI  C16  C17  C12  120.82  3.000
 VI  H16  C16  C15  120.03  3.000
 VI  H16  C16  C17  119.68  3.000
 VI  C15  C16  C17  120.28  3.000
 VI  H15  C15  C14  120.34  3.000
 VI  H15  C15  C16  120.28  3.000
 VI  C14  C15  C16  119.37  3.000
 VI  H14  C14  C13  119.51  3.000
 VI  H14  C14  C15  120.04  3.000
 VI  C13  C14  C15  120.45  3.000
 VI  H13  C13  C14  119.54  3.000
 VI  H13  C13  C12  119.82  3.000
 VI  C14  C13  C12  120.63  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
 VI  CONST_03  C2   N1   N5   C4     0.00   0.0  0
 VI  CONST_04  N1   C2   C3   C4     0.00   0.0  0
 VI  CONST_05  C12  C2   C3   C4   180.00   0.0  0
 VI  CONST_06  C2   C3   C4   N5     0.00   0.0  0
 VI  CONST_07  C10  C11  C6   N5   180.00   0.0  0
 VI  CONST_08  C8   C7   C6   N5   180.00   0.0  0
 VI  CONST_09  C3   C2   N1   N5     0.00   0.0  0
 VI  CONST_10  C12  C2   N1   N5   180.00   0.0  0
 VI  CONST_11  C3   C4   N5   C6   180.00   0.0  0
 VI  CONST_12  C2   N1   N5   C6   180.00   0.0  0
 VI  CONST_13  C9   C10  C11  C6     0.00   0.0  0
 VI  CONST_14  C9   C8   C7   C6     0.00   0.0  0
 VI  CONST_16  C8   C7   C6   C11    0.00   0.0  0
 VI  CONST_17  C8   C9   C10  C11    0.00   0.0  0
 VI  CONST_18  C7   C6   C11  C10    0.00   0.0  0
 VI  CONST_19  C7   C8   C9   C10    0.00   0.0  0
 VI  CONST_21  C3   C4   N5   N1     0.00   0.0  0
 VI  CONST_26  C16  C17  C12  C2   180.00   0.0  0
 VI  CONST_27  C14  C13  C12  C2   180.00   0.0  0
 VI  CONST_28  C15  C16  C17  C12    0.00   0.0  0
 VI  CONST_29  C15  C14  C13  C12    0.00   0.0  0
 VI  CONST_30  C14  C13  C12  C17    0.00   0.0  0
 VI  CONST_31  C14  C15  C16  C17    0.00   0.0  0
 VI  CONST_32  C13  C12  C17  C16    0.00   0.0  0
 VI  CONST_33  C13  C14  C15  C16    0.00   0.0  0
 VI  CONST_34  C6   N5   C4   C18    0.00   0.0  0
 VI  CONST_35  N1   N5   C4   C18  180.00   0.0  0
 VI  CONST_36  C2   C3   C4   C18  180.00   0.0  0
 VI  CONST_37  C19  C3   C4   N5   180.00   0.0  0
 VI  CONST_38  C19  C3   C2   N1   180.00   0.0  0
 VI  CONST_39  C12  C2   C3   C19    0.00   0.0  0
 VI  CONST_40  H11  C11  C6   N5     0.00   0.0  0
 VI  CONST_41  H7   C7   C6   N5     0.00   0.0  0
 VI  CONST_42  H10  C10  C11  C6   180.00   0.0  0
 VI  CONST_43  H8   C8   C7   C6   180.00   0.0  0
 VI  CONST_44  H9   C9   C10  C11  180.00   0.0  0
 VI  CONST_45  H17  C17  C12  C2     0.00   0.0  0
 VI  CONST_46  H13  C13  C12  C2     0.00   0.0  0
 VI  CONST_47  H16  C16  C17  C12  180.00   0.0  0
 VI  CONST_48  H14  C14  C13  C12  180.00   0.0  0
 VI  CONST_49  H15  C15  C16  C17  180.00   0.0  0
 VI  Var_01    N5   C4   C18  O23   25.05  30.0  2
 VI  Var_02    O21  C19  C3   C4    81.67  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
 VI  plan-1  C18  0.020
 VI  plan-1  C4   0.020
 VI  plan-1  N5   0.020
 VI  plan-1  C6   0.020
 VI  plan-1  N1   0.020
 VI  plan-1  C3   0.020
 VI  plan-1  C19  0.020
 VI  plan-1  C2   0.020
 VI  plan-1  C12  0.020
 VI  plan-2  N5   0.020
 VI  plan-2  C6   0.020
 VI  plan-2  C11  0.020
 VI  plan-2  C10  0.020
 VI  plan-2  C9   0.020
 VI  plan-2  C8   0.020
 VI  plan-2  C7   0.020
 VI  plan-2  H11  0.020
 VI  plan-2  H10  0.020
 VI  plan-2  H9   0.020
 VI  plan-2  H8   0.020
 VI  plan-2  H7   0.020
 VI  plan-3  C2   0.020
 VI  plan-3  C12  0.020
 VI  plan-3  C17  0.020
 VI  plan-3  C16  0.020
 VI  plan-3  C15  0.020
 VI  plan-3  C14  0.020
 VI  plan-3  C13  0.020
 VI  plan-3  H17  0.020
 VI  plan-3  H16  0.020
 VI  plan-3  H15  0.020
 VI  plan-3  H14  0.020
 VI  plan-3  H13  0.020
 VI  plan-4  O23  0.020
 VI  plan-4  C18  0.020
 VI  plan-4  O22  0.020
 VI  plan-4  C4   0.020
 VI  plan-5  C3   0.020
 VI  plan-5  C19  0.020
 VI  plan-5  O21  0.020
 VI  plan-5  O20  0.020

