# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 01:32:50 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 1-(3-methylphenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cccc(c1)n2nc(cc2c3ccccc3)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
 1DZ  1DZ  '1-(3-methylphenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid'  ligand  34  21  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1DZ
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
 1DZ  C01   C  C      0   0.412   0.6576   0.9267   0.0708
 1DZ  N02   N  N      0  -0.450   0.4614  -0.4122  -0.0918
 1DZ  N03   N  N      0  -0.287   1.6064  -1.0942  -0.1056
 1DZ  C04   C  C      0   0.085   2.5645  -0.1976   0.0454
 1DZ  C05   C  C1     0  -0.559   2.0195   1.0948   0.1562
 1DZ  C06   C  CR6    0   0.046  -0.4086   1.9233   0.1965
 1DZ  C07   C  CR6    0   0.322  -0.7529  -1.1025  -0.3162
 1DZ  C08   C  CR16   0  -0.278  -1.5273   1.7046   1.0026
 1DZ  C09   C  CR16   0  -0.241  -2.5002   2.6834   1.1321
 1DZ  C10   C  CR16   0  -0.261  -2.3689   3.8949   0.4643
 1DZ  C11   C  CR16   0  -0.241  -1.2550   4.1235  -0.3322
 1DZ  C12   C  CR16   0  -0.296  -0.2815   3.1439  -0.4658
 1DZ  C13   C  CR16   0  -0.282  -1.6463  -0.6477  -1.2771
 1DZ  C14   C  CR16   0  -0.239  -2.8301  -1.3415  -1.4712
 1DZ  C15   C  CR16   0  -0.301  -3.1094  -2.4810  -0.7293
 1DZ  C16   C  CR6    0   0.097  -2.2076  -2.9514   0.2221
 1DZ  C17   C  CR16   0  -0.320  -1.0265  -2.2427   0.4255
 1DZ  C18   C  CH3    0  -0.722  -2.4883  -4.1994   1.0067
 1DZ  C19   C  C      0   0.368   4.0250  -0.5763   0.0825
 1DZ  O20   O  O      0  -0.595   4.8144   0.3773   0.2246
 1DZ  O21   O  OC    -1  -0.599   4.3011  -1.7831  -0.0309
 1DZ  H051  H  H      0   0.262   2.5447   2.0218   0.3163
 1DZ  H081  H  HCR6   0   0.256  -1.6330   0.7734   1.5447
 1DZ  H091  H  HCR6   0   0.259  -3.3602   2.5026   1.7636
 1DZ  H101  H  HCR6   0   0.260  -3.1294   4.6577   0.5682
 1DZ  H111  H  HCR6   0   0.259  -1.1444   5.0642  -0.8557
 1DZ  H121  H  HCR6   0   0.255   0.5792   3.3232  -1.0980
 1DZ  H131  H  HCR6   0   0.272  -1.4229   0.2305  -1.8677
 1DZ  H141  H  HCR6   0   0.261  -3.5363  -0.9939  -2.2136
 1DZ  H151  H  HCR6   0   0.252  -4.0398  -3.0114  -0.8929
 1DZ  H171  H  HCR6   0   0.260  -0.3144  -2.5792   1.1693
 1DZ  H181  H  HCH3   0   0.252  -1.9521  -5.0524   0.5865
 1DZ  H183  H  HCH3   0   0.247  -2.1727  -4.0991   2.0448
 1DZ  H182  H  HCH3   0   0.246  -3.5497  -4.4440   0.9982

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
 1DZ  C09  C10   aromatic  1.390  0.020  1.390
 1DZ  C09  C08   aromatic  1.386  0.020  1.386
 1DZ  C10  C11   aromatic  1.388  0.020  1.388
 1DZ  C08  C06   aromatic  1.396  0.020  1.396
 1DZ  C11  C12   aromatic  1.387  0.020  1.387
 1DZ  C06  C12   aromatic  1.395  0.020  1.395
 1DZ  C06  C01   single    1.465  0.020  1.465
 1DZ  C05  C01   aromatic  1.375  0.020  1.375
 1DZ  C05  C04   aromatic  1.407  0.020  1.407
 1DZ  C01  N02   aromatic  1.363  0.020  1.363
 1DZ  O20  C19   deloc     1.246  0.020  1.246
 1DZ  C18  C16   single    1.501  0.020  1.501
 1DZ  C17  C16   aromatic  1.392  0.020  1.392
 1DZ  C17  C07   aromatic  1.387  0.020  1.387
 1DZ  C04  C19   single    1.509  0.020  1.509
 1DZ  C04  N03   aromatic  1.321  0.020  1.321
 1DZ  N02  N03   aromatic  1.333  0.020  1.333
 1DZ  N02  C07   single    1.415  0.020  1.415
 1DZ  C19  O21   deloc     1.243  0.020  1.243
 1DZ  C16  C15   aromatic  1.393  0.020  1.393
 1DZ  C07  C13   aromatic  1.389  0.020  1.389
 1DZ  C15  C14   aromatic  1.388  0.020  1.388
 1DZ  C13  C14   aromatic  1.386  0.020  1.386
 1DZ  C05  H051  single    0.930  0.020  1.080
 1DZ  C08  H081  single    0.930  0.020  1.080
 1DZ  C09  H091  single    0.930  0.020  1.080
 1DZ  C10  H101  single    0.930  0.020  1.080
 1DZ  C11  H111  single    0.930  0.020  1.080
 1DZ  C12  H121  single    0.930  0.020  1.080
 1DZ  C13  H131  single    0.930  0.020  1.080
 1DZ  C14  H141  single    0.930  0.020  1.080
 1DZ  C15  H151  single    0.930  0.020  1.080
 1DZ  C17  H171  single    0.930  0.020  1.080
 1DZ  C18  H181  single    0.970  0.020  1.090
 1DZ  C18  H183  single    0.970  0.020  1.090
 1DZ  C18  H182  single    0.970  0.020  1.090

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
 1DZ  C06   C01  C05   129.23  3.000
 1DZ  C05   C01  N02   105.67  3.000
 1DZ  C06   C01  N02   125.01  3.000
 1DZ  C07   N02  N03   119.08  3.000
 1DZ  C07   N02  C01   128.45  3.000
 1DZ  N03   N02  C01   112.35  3.000
 1DZ  C04   N03  N02   105.94  3.000
 1DZ  C19   C04  C05   127.11  3.000
 1DZ  C19   C04  N03   122.30  3.000
 1DZ  C05   C04  N03   110.58  3.000
 1DZ  H051  C05  C04   127.82  3.000
 1DZ  H051  C05  C01   126.68  3.000
 1DZ  C04   C05  C01   105.45  3.000
 1DZ  C12   C06  C08   118.97  3.000
 1DZ  C12   C06  C01   119.23  3.000
 1DZ  C08   C06  C01   121.75  3.000
 1DZ  C17   C07  C13   120.81  3.000
 1DZ  C13   C07  N02   120.14  3.000
 1DZ  C17   C07  N02   119.04  3.000
 1DZ  H081  C08  C09   119.48  3.000
 1DZ  H081  C08  C06   120.14  3.000
 1DZ  C09   C08  C06   120.38  3.000
 1DZ  H091  C09  C10   120.08  3.000
 1DZ  H091  C09  C08   119.63  3.000
 1DZ  C10   C09  C08   120.30  3.000
 1DZ  H101  C10  C11   120.19  3.000
 1DZ  H101  C10  C09   120.14  3.000
 1DZ  C11   C10  C09   119.67  3.000
 1DZ  H111  C11  C12   119.70  3.000
 1DZ  H111  C11  C10   120.17  3.000
 1DZ  C12   C11  C10   120.13  3.000
 1DZ  H121  C12  C11   119.80  3.000
 1DZ  H121  C12  C06   119.65  3.000
 1DZ  C11   C12  C06   120.55  3.000
 1DZ  H131  C13  C14   120.43  3.000
 1DZ  H131  C13  C07   120.72  3.000
 1DZ  C14   C13  C07   118.85  3.000
 1DZ  H141  C14  C15   119.94  3.000
 1DZ  H141  C14  C13   119.52  3.000
 1DZ  C15   C14  C13   120.53  3.000
 1DZ  H151  C15  C16   119.60  3.000
 1DZ  H151  C15  C14   119.60  3.000
 1DZ  C16   C15  C14   120.80  3.000
 1DZ  C18   C16  C17   120.37  3.000
 1DZ  C17   C16  C15   118.50  3.000
 1DZ  C18   C16  C15   121.12  3.000
 1DZ  H171  C17  C16   119.99  3.000
 1DZ  H171  C17  C07   119.52  3.000
 1DZ  C16   C17  C07   120.50  3.000
 1DZ  H182  C18  H183  108.08  3.000
 1DZ  H182  C18  H181  107.47  3.000
 1DZ  H183  C18  H181  107.23  3.000
 1DZ  H182  C18  C16   111.41  3.000
 1DZ  H183  C18  C16   111.55  3.000
 1DZ  H181  C18  C16   110.90  3.000
 1DZ  O21   C19  O20   127.78  3.000
 1DZ  O21   C19  C04   117.15  3.000
 1DZ  O20   C19  C04   115.08  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
 1DZ  CONST_01  C09   C08  C06  C01  180.00   0.0  0
 1DZ  CONST_02  C11   C12  C06  C01  180.00   0.0  0
 1DZ  CONST_03  N03   C04  C05  C01    0.00   0.0  0
 1DZ  CONST_04  C04   N03  N02  C01    0.00   0.0  0
 1DZ  CONST_09  C04   C05  C01  N02    0.00   0.0  0
 1DZ  CONST_10  C05   C04  N03  N02    0.00   0.0  0
 1DZ  CONST_11  C16   C17  C07  N02  180.00   0.0  0
 1DZ  CONST_12  C14   C13  C07  N02  180.00   0.0  0
 1DZ  CONST_13  C06   C01  N02  N03  180.00   0.0  0
 1DZ  CONST_14  C05   C01  N02  N03    0.00   0.0  0
 1DZ  CONST_17  C06   C01  C05  C04  180.00   0.0  0
 1DZ  CONST_18  C07   N02  N03  C04  180.00   0.0  0
 1DZ  CONST_21  C07   N02  C01  C05  180.00   0.0  0
 1DZ  CONST_22  C10   C09  C08  C06    0.00   0.0  0
 1DZ  CONST_23  C10   C11  C12  C06    0.00   0.0  0
 1DZ  CONST_24  C07   N02  C01  C06    0.00   0.0  0
 1DZ  CONST_25  C15   C16  C17  C07    0.00   0.0  0
 1DZ  CONST_26  C15   C14  C13  C07    0.00   0.0  0
 1DZ  CONST_27  C11   C10  C09  C08    0.00   0.0  0
 1DZ  CONST_28  C11   C12  C06  C08    0.00   0.0  0
 1DZ  CONST_29  C12   C11  C10  C09    0.00   0.0  0
 1DZ  CONST_30  C12   C06  C08  C09    0.00   0.0  0
 1DZ  CONST_31  C16   C17  C07  C13    0.00   0.0  0
 1DZ  CONST_32  C16   C15  C14  C13    0.00   0.0  0
 1DZ  CONST_33  C17   C16  C15  C14    0.00   0.0  0
 1DZ  CONST_34  C17   C07  C13  C14    0.00   0.0  0
 1DZ  CONST_35  C19   C04  C05  C01  180.00   0.0  0
 1DZ  CONST_36  C19   C04  N03  N02  180.00   0.0  0
 1DZ  CONST_37  C18   C16  C17  C07  180.00   0.0  0
 1DZ  CONST_38  C18   C16  C15  C14  180.00   0.0  0
 1DZ  CONST_39  H081  C08  C06  C01    0.00   0.0  0
 1DZ  CONST_40  H121  C12  C06  C01    0.00   0.0  0
 1DZ  CONST_41  H051  C05  C01  N02  180.00   0.0  0
 1DZ  CONST_42  H171  C17  C07  N02    0.00   0.0  0
 1DZ  CONST_43  H131  C13  C07  N02    0.00   0.0  0
 1DZ  CONST_44  H091  C09  C08  C06  180.00   0.0  0
 1DZ  CONST_45  H111  C11  C12  C06  180.00   0.0  0
 1DZ  CONST_46  H141  C14  C13  C07  180.00   0.0  0
 1DZ  CONST_47  H101  C10  C09  C08  180.00   0.0  0
 1DZ  CONST_48  H151  C15  C14  C13  180.00   0.0  0
 1DZ  Var_01    O20   C19  C04  N03  179.70  30.0  2
 1DZ  Var_02    H181  C18  C16  C15   99.69  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
 1DZ  plan-1  C01   0.020
 1DZ  plan-1  N02   0.020
 1DZ  plan-1  N03   0.020
 1DZ  plan-1  C04   0.020
 1DZ  plan-1  C05   0.020
 1DZ  plan-1  C06   0.020
 1DZ  plan-1  C07   0.020
 1DZ  plan-1  C19   0.020
 1DZ  plan-1  H051  0.020
 1DZ  plan-2  C01   0.020
 1DZ  plan-2  C06   0.020
 1DZ  plan-2  C08   0.020
 1DZ  plan-2  C09   0.020
 1DZ  plan-2  C10   0.020
 1DZ  plan-2  C11   0.020
 1DZ  plan-2  C12   0.020
 1DZ  plan-2  H081  0.020
 1DZ  plan-2  H091  0.020
 1DZ  plan-2  H101  0.020
 1DZ  plan-2  H111  0.020
 1DZ  plan-2  H121  0.020
 1DZ  plan-3  N02   0.020
 1DZ  plan-3  C07   0.020
 1DZ  plan-3  C13   0.020
 1DZ  plan-3  C14   0.020
 1DZ  plan-3  C15   0.020
 1DZ  plan-3  C16   0.020
 1DZ  plan-3  C17   0.020
 1DZ  plan-3  C18   0.020
 1DZ  plan-3  H131  0.020
 1DZ  plan-3  H141  0.020
 1DZ  plan-3  H151  0.020
 1DZ  plan-3  H171  0.020
 1DZ  plan-4  C04   0.020
 1DZ  plan-4  C19   0.020
 1DZ  plan-4  O20   0.020
 1DZ  plan-4  O21   0.020

