# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Jun  1 04:19:32 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  35  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  OH1   0  -0.566   2.3364   1.9248  -1.3737
 VI  C18   C  C     0   0.457   1.6651   2.0781  -0.2513
 VI  O22   O  O     0  -0.399   1.8381   2.9424   0.5619
 VI  C4    C  CR5   0   0.417   0.6428   1.0024  -0.0944
 VI  N5    N  NR5   0  -0.443   0.9775  -0.2864   0.0698
 VI  C6    C  CR6   0   0.321   2.2773  -0.8469   0.1540
 VI  C11   C  CR16  0  -0.283   3.2060  -0.3137   1.0357
 VI  C10   C  CR16  0  -0.254   4.4789  -0.8643   1.0910
 VI  C9    C  CR16  0  -0.243   4.8076  -1.9483   0.2897
 VI  C8    C  CR16  0  -0.254   3.8598  -2.4859  -0.5727
 VI  C7    C  CR16  0  -0.265   2.5904  -1.9350  -0.6489
 VI  N1    N  N     0  -0.272  -0.0906  -1.0774   0.1747
 VI  C3    C  CR5   0  -0.379  -0.7394   1.0550  -0.0977
 VI  C19   C  C     0   0.472  -1.5735   2.2193  -0.3987
 VI  O21   O  OH1   0  -0.604  -0.8401   3.2830  -0.7042
 VI  O20   O  O     0  -0.425  -2.7795   2.2187  -0.3982
 VI  C2    C  CR5   0   0.310  -1.1443  -0.2942   0.0763
 VI  C12   C  CR6   0   0.056  -2.4842  -0.8948   0.1352
 VI  C17   C  CR16  0  -0.283  -2.7528  -2.0346  -0.6218
 VI  C16   C  CR16  0  -0.246  -3.9945  -2.6492  -0.5506
 VI  C15   C  CR16  0  -0.257  -4.9778  -2.1367   0.2848
 VI  C14   C  CR16  0  -0.249  -4.7110  -1.0094   1.0518
 VI  C13   C  CR16  0  -0.268  -3.4730  -0.3892   0.9769
 VI  HO23  H  HOH1  0   0.501   3.0268   2.6025  -1.4582
 VI  H11   H  HCR6  0   0.289   2.9435   0.5058   1.6923
 VI  H10   H  HCR6  0   0.272   5.2067  -0.4506   1.7757
 VI  H9    H  HCR6  0   0.269   5.7992  -2.3776   0.3400
 VI  H8    H  HCR6  0   0.271   4.1107  -3.3333  -1.1964
 VI  H7    H  HCR6  0   0.280   1.8545  -2.3418  -1.3293
 VI  HO21  H  HOH1  0   0.492  -1.4139   4.0379  -0.9048
 VI  H17   H  HCR6  0   0.255  -1.9908  -2.4369  -1.2770
 VI  H16   H  HCR6  0   0.260  -4.1921  -3.5291  -1.1488
 VI  H15   H  HCR6  0   0.260  -5.9471  -2.6148   0.3405
 VI  H14   H  HCR6  0   0.259  -5.4687  -0.6114   1.7139
 VI  H13   H  HCR6  0   0.253  -3.2742   0.4791   1.5893

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   single    1.317  0.020  1.317
 VI  O23  HO23  single    0.850  0.020  0.980
 VI  C18  O22   double    1.199  0.020  1.199
 VI  C18  C4    single    1.492  0.020  1.492
 VI  C4   N5    aromatic  1.342  0.020  1.342
 VI  C4   C3    aromatic  1.383  0.020  1.383
 VI  N5   C6    single    1.418  0.020  1.418
 VI  N5   N1    aromatic  1.333  0.020  1.333
 VI  C6   C11   aromatic  1.387  0.020  1.387
 VI  C6   C7    aromatic  1.388  0.020  1.388
 VI  C11  C10   aromatic  1.388  0.020  1.388
 VI  C11  H11   single    0.930  0.020  1.080
 VI  C10  C9    aromatic  1.388  0.020  1.388
 VI  C10  H10   single    0.930  0.020  1.080
 VI  C9   C8    aromatic  1.390  0.020  1.390
 VI  C9   H9    single    0.930  0.020  1.080
 VI  C8   C7    aromatic  1.386  0.020  1.386
 VI  C8   H8    single    0.930  0.020  1.080
 VI  C7   H7    single    0.930  0.020  1.080
 VI  N1   C2    aromatic  1.316  0.020  1.316
 VI  C3   C19   single    1.464  0.020  1.464
 VI  C3   C2    aromatic  1.419  0.020  1.419
 VI  C19  O21   single    1.328  0.020  1.328
 VI  C19  O20   double    1.206  0.020  1.206
 VI  O21  HO21  single    0.850  0.020  0.980
 VI  C2   C12   single    1.470  0.020  1.470
 VI  C12  C17   aromatic  1.394  0.020  1.394
 VI  C12  C13   aromatic  1.393  0.020  1.393
 VI  C17  C16   aromatic  1.387  0.020  1.387
 VI  C17  H17   single    0.930  0.020  1.080
 VI  C16  C15   aromatic  1.388  0.020  1.388
 VI  C16  H16   single    0.930  0.020  1.080
 VI  C15  C14   aromatic  1.389  0.020  1.389
 VI  C15  H15   single    0.930  0.020  1.080
 VI  C14  C13   aromatic  1.387  0.020  1.387
 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  HO23  O23  C18  110.82  3.000
 VI  C4    C18  O22  123.16  3.000
 VI  C4    C18  O23  110.79  3.000
 VI  O22   C18  O23  126.04  3.000
 VI  C3    C4   N5   106.63  3.000
 VI  C3    C4   C18  131.07  3.000
 VI  N5    C4   C18  122.30  3.000
 VI  N1    N5   C6   119.68  3.000
 VI  N1    N5   C4   112.31  3.000
 VI  C6    N5   C4   128.00  3.000
 VI  C7    C6   C11  121.20  3.000
 VI  C7    C6   N5   118.83  3.000
 VI  C11   C6   N5   119.97  3.000
 VI  H11   C11  C10  119.91  3.000
 VI  H11   C11  C6   120.95  3.000
 VI  C10   C11  C6   119.13  3.000
 VI  H10   C10  C9   120.33  3.000
 VI  H10   C10  C11  119.38  3.000
 VI  C9    C10  C11  120.28  3.000
 VI  H9    C9   C8   120.04  3.000
 VI  H9    C9   C10  120.02  3.000
 VI  C8    C9   C10  119.94  3.000
 VI  H8    C8   C7   119.48  3.000
 VI  H8    C8   C9   120.18  3.000
 VI  C7    C8   C9   120.34  3.000
 VI  H7    C7   C8   120.55  3.000
 VI  H7    C7   C6   120.34  3.000
 VI  C8    C7   C6   119.11  3.000
 VI  C2    N1   N5   106.40  3.000
 VI  C2    C3   C19  128.23  3.000
 VI  C2    C3   C4   104.39  3.000
 VI  C19   C3   C4   126.89  3.000
 VI  O20   C19  O21  123.56  3.000
 VI  O20   C19  C3   124.72  3.000
 VI  O21   C19  C3   111.71  3.000
 VI  HO21  O21  C19  110.16  3.000
 VI  C12   C2   C3   130.80  3.000
 VI  C12   C2   N1   118.92  3.000
 VI  C3    C2   N1   110.26  3.000
 VI  C13   C12  C17  119.20  3.000
 VI  C13   C12  C2   121.53  3.000
 VI  C17   C12  C2   119.20  3.000
 VI  H17   C17  C16  119.76  3.000
 VI  H17   C17  C12  119.79  3.000
 VI  C16   C17  C12  120.44  3.000
 VI  H16   C16  C15  120.23  3.000
 VI  H16   C16  C17  119.69  3.000
 VI  C15   C16  C17  120.08  3.000
 VI  H15   C15  C14  120.13  3.000
 VI  H15   C15  C16  120.15  3.000
 VI  C14   C15  C16  119.72  3.000
 VI  H14   C14  C13  119.58  3.000
 VI  H14   C14  C15  120.12  3.000
 VI  C13   C14  C15  120.30  3.000
 VI  H13   C13  C14  119.53  3.000
 VI  H13   C13  C12  120.21  3.000
 VI  C14   C13  C12  120.26  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  CONST_50  HO23  O23  C18  C4   180.00   0.0  0
 VI  CONST_51  HO21  O21  C19  C3   180.00   0.0  0
 VI  Var_01    N5    C4   C18  O23   65.76  30.0  2
 VI  Var_02    O21   C19  C3   C4     0.87  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-4  HO23  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
 VI  plan-5  HO21  0.020

