# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 17:42:56 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 4,4'-{3-[(4-hydroxyphenyl)amino]-1H-pyrazole-4,5-diyl}diphenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(Nc2n[nH]c(c3ccc(O)cc3)c2c4ccc(O)cc4)cc1
#
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
 1CQ  1CQ  4,4'-{3-[(4-hydroxyphenyl)amino]-1H-pyrazole-4,5-diyl}diphenol  ligand  44  27  .  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_1CQ
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
 1CQ  CAO  C  CR16  0  -0.309   0.3101  -2.1793   0.9743
 1CQ  CAP  C  CR16  0  -0.323   0.7640  -3.4852   1.0560
 1CQ  CAQ  C  CR6   0   0.342   1.7108  -3.9507   0.1471
 1CQ  OAY  O  OH1   0  -0.631   2.1317  -5.2249   0.2714
 1CQ  CAR  C  CR16  0  -0.367   2.1822  -3.0940  -0.8452
 1CQ  CAS  C  CR16  0  -0.289   1.7102  -1.7939  -0.9214
 1CQ  CAF  C  CR6   0  -0.006   0.7711  -1.3054  -0.0131
 1CQ  CAB  C  CR5   0  -0.259   0.2927   0.0789  -0.0809
 1CQ  CAC  C  CR5   0   0.464   1.0317   1.2494  -0.1300
 1CQ  CAG  C  CR6   0   0.010   2.4721   1.4870  -0.0761
 1CQ  CAT  C  CR16  0  -0.282   3.2944   0.7126   0.7452
 1CQ  CAU  C  CR16  0  -0.323   4.6552   0.9422   0.8155
 1CQ  CAV  C  CR6   0   0.352   5.2310   1.9654   0.0627
 1CQ  OAZ  O  OH1   0  -0.627   6.5589   2.1510   0.1686
 1CQ  CAW  C  CR16  0  -0.373   4.4233   2.7479  -0.7587
 1CQ  CAX  C  CR16  0  -0.286   3.0611   2.5048  -0.8253
 1CQ  NAD  N  NR15  0  -0.517   0.1420   2.2510  -0.2315
 1CQ  NAE  N  N     0  -0.327  -1.1318   1.8362  -0.2439
 1CQ  CAA  C  CR5   0   0.486  -1.0552   0.5220  -0.1578
 1CQ  NAH  N  NH1   0  -0.799  -2.1388  -0.3181  -0.1807
 1CQ  CAI  C  CR6   0   0.348  -3.4918  -0.0182  -0.1280
 1CQ  CAJ  C  CR16  0  -0.322  -4.0104   1.2587   0.0914
 1CQ  CAK  C  CR16  0  -0.369  -5.3843   1.4606   0.1605
 1CQ  CAL  C  CR6   0   0.323  -6.2742   0.4063   0.0118
 1CQ  OBA  O  OH1   0  -0.644  -7.6197   0.5553   0.0726
 1CQ  CAM  C  CR16  0  -0.321  -5.7639  -0.8699  -0.2142
 1CQ  CAN  C  CR16  0  -0.358  -4.3990  -1.0740  -0.2832
 1CQ  H1   H  HCR6  0   0.257  -0.4047  -1.8302   1.7101
 1CQ  H2   H  HCR6  0   0.263   0.3930  -4.1425   1.8324
 1CQ  H3   H  HOH1  0   0.474   2.7986  -5.4254  -0.3945
 1CQ  H4   H  HCR6  0   0.271   2.9146  -3.4417  -1.5655
 1CQ  H5   H  HCR6  0   0.251   2.0848  -1.1464  -1.7045
 1CQ  H6   H  HCR6  0   0.259   2.8641  -0.0755   1.3492
 1CQ  H7   H  HCR6  0   0.268   5.2772   0.3371   1.4628
 1CQ  H8   H  HOH1  0   0.477   6.8421   2.8901  -0.3813
 1CQ  H9   H  HCR6  0   0.276   4.8552   3.5449  -1.3531
 1CQ  H10  H  HCR6  0   0.261   2.4564   3.1135  -1.4863
 1CQ  H11  H  HNR5  0   0.415   0.3363   3.2384  -0.1988
 1CQ  H12  H  HNH1  0   0.402  -1.9145  -1.2926  -0.3014
 1CQ  H13  H  HCR6  0   0.278  -3.3503   2.1041   0.2055
 1CQ  H14  H  HCR6  0   0.265  -5.7539   2.4652   0.3355
 1CQ  H15  H  HOH1  0   0.470  -7.8422   1.4740   0.2571
 1CQ  H16  H  HCR6  0   0.261  -6.4389  -1.7080  -0.3370
 1CQ  H17  H  HCR6  0   0.261  -4.0280  -2.0771  -0.4610

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
 1CQ  OBA  CAL  single    1.355  0.020  1.355
 1CQ  CAK  CAL  aromatic  1.388  0.020  1.388
 1CQ  CAK  CAJ  aromatic  1.390  0.020  1.390
 1CQ  OAY  CAQ  single    1.348  0.020  1.348
 1CQ  CAL  CAM  aromatic  1.393  0.020  1.393
 1CQ  CAP  CAQ  aromatic  1.393  0.020  1.393
 1CQ  CAP  CAO  aromatic  1.385  0.020  1.385
 1CQ  CAQ  CAR  aromatic  1.393  0.020  1.393
 1CQ  CAO  CAF  aromatic  1.397  0.020  1.397
 1CQ  CAJ  CAI  aromatic  1.396  0.020  1.396
 1CQ  CAM  CAN  aromatic  1.382  0.020  1.382
 1CQ  CAR  CAS  aromatic  1.385  0.020  1.385
 1CQ  CAF  CAS  aromatic  1.395  0.020  1.395
 1CQ  CAF  CAB  single    1.466  0.020  1.466
 1CQ  CAI  CAN  aromatic  1.401  0.020  1.401
 1CQ  CAI  NAH  single    1.387  0.020  1.387
 1CQ  CAB  CAC  aromatic  1.385  0.020  1.385
 1CQ  CAB  CAA  aromatic  1.421  0.020  1.421
 1CQ  CAT  CAG  aromatic  1.397  0.020  1.397
 1CQ  CAT  CAU  aromatic  1.382  0.020  1.382
 1CQ  CAG  CAC  single    1.461  0.020  1.461
 1CQ  CAG  CAX  aromatic  1.394  0.020  1.394
 1CQ  CAU  CAV  aromatic  1.395  0.020  1.395
 1CQ  CAC  NAD  aromatic  1.343  0.020  1.343
 1CQ  CAA  NAH  single    1.371  0.020  1.371
 1CQ  CAA  NAE  aromatic  1.319  0.020  1.319
 1CQ  CAV  CAW  aromatic  1.393  0.020  1.393
 1CQ  CAV  OAZ  single    1.345  0.020  1.345
 1CQ  CAX  CAW  aromatic  1.385  0.020  1.385
 1CQ  NAD  NAE  aromatic  1.340  0.020  1.340
 1CQ  CAO  H1   single    0.930  0.020  1.080
 1CQ  CAP  H2   single    0.930  0.020  1.080
 1CQ  OAY  H3   single    0.850  0.020  0.980
 1CQ  CAR  H4   single    0.930  0.020  1.080
 1CQ  CAS  H5   single    0.930  0.020  1.080
 1CQ  CAT  H6   single    0.930  0.020  1.080
 1CQ  CAU  H7   single    0.930  0.020  1.080
 1CQ  OAZ  H8   single    0.850  0.020  0.980
 1CQ  CAW  H9   single    0.930  0.020  1.080
 1CQ  CAX  H10  single    0.930  0.020  1.080
 1CQ  NAD  H11  single    0.860  0.020  1.020
 1CQ  NAH  H12  single    0.860  0.020  1.020
 1CQ  CAJ  H13  single    0.930  0.020  1.080
 1CQ  CAK  H14  single    0.930  0.020  1.080
 1CQ  OBA  H15  single    0.850  0.020  0.980
 1CQ  CAM  H16  single    0.930  0.020  1.080
 1CQ  CAN  H17  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
 1CQ  H1   CAO  CAF  119.75  3.000
 1CQ  H1   CAO  CAP  118.67  3.000
 1CQ  CAF  CAO  CAP  121.56  3.000
 1CQ  H2   CAP  CAQ  119.87  3.000
 1CQ  H2   CAP  CAO  120.16  3.000
 1CQ  CAQ  CAP  CAO  119.97  3.000
 1CQ  CAR  CAQ  OAY  122.78  3.000
 1CQ  CAR  CAQ  CAP  119.30  3.000
 1CQ  OAY  CAQ  CAP  117.92  3.000
 1CQ  H3   OAY  CAQ  110.43  3.000
 1CQ  H4   CAR  CAS  119.63  3.000
 1CQ  H4   CAR  CAQ  120.30  3.000
 1CQ  CAS  CAR  CAQ  120.07  3.000
 1CQ  H5   CAS  CAF  119.63  3.000
 1CQ  H5   CAS  CAR  118.89  3.000
 1CQ  CAF  CAS  CAR  121.48  3.000
 1CQ  CAB  CAF  CAS  121.35  3.000
 1CQ  CAB  CAF  CAO  121.04  3.000
 1CQ  CAS  CAF  CAO  117.61  3.000
 1CQ  CAA  CAB  CAC  103.92  3.000
 1CQ  CAA  CAB  CAF  127.34  3.000
 1CQ  CAC  CAB  CAF  128.71  3.000
 1CQ  NAD  CAC  CAG  122.31  3.000
 1CQ  NAD  CAC  CAB  106.22  3.000
 1CQ  CAG  CAC  CAB  131.47  3.000
 1CQ  CAX  CAG  CAT  118.17  3.000
 1CQ  CAX  CAG  CAC  121.02  3.000
 1CQ  CAT  CAG  CAC  120.80  3.000
 1CQ  H6   CAT  CAU  118.96  3.000
 1CQ  H6   CAT  CAG  119.87  3.000
 1CQ  CAU  CAT  CAG  121.17  3.000
 1CQ  H7   CAU  CAV  119.71  3.000
 1CQ  H7   CAU  CAT  120.22  3.000
 1CQ  CAV  CAU  CAT  120.07  3.000
 1CQ  CAW  CAV  OAZ  122.79  3.000
 1CQ  OAZ  CAV  CAU  117.79  3.000
 1CQ  CAW  CAV  CAU  119.41  3.000
 1CQ  H8   OAZ  CAV  110.55  3.000
 1CQ  H9   CAW  CAX  119.63  3.000
 1CQ  H9   CAW  CAV  120.36  3.000
 1CQ  CAX  CAW  CAV  120.00  3.000
 1CQ  H10  CAX  CAW  118.66  3.000
 1CQ  H10  CAX  CAG  120.16  3.000
 1CQ  CAW  CAX  CAG  121.17  3.000
 1CQ  H11  NAD  NAE  119.17  3.000
 1CQ  H11  NAD  CAC  126.93  3.000
 1CQ  NAE  NAD  CAC  113.55  3.000
 1CQ  CAA  NAE  NAD  104.63  3.000
 1CQ  NAH  CAA  NAE  124.29  3.000
 1CQ  NAE  CAA  CAB  111.67  3.000
 1CQ  NAH  CAA  CAB  124.01  3.000
 1CQ  H12  NAH  CAI  115.53  3.000
 1CQ  H12  NAH  CAA  114.76  3.000
 1CQ  CAI  NAH  CAA  129.63  3.000
 1CQ  CAN  CAI  CAJ  117.80  3.000
 1CQ  CAN  CAI  NAH  117.69  3.000
 1CQ  CAJ  CAI  NAH  124.49  3.000
 1CQ  H13  CAJ  CAK  119.05  3.000
 1CQ  H13  CAJ  CAI  120.43  3.000
 1CQ  CAK  CAJ  CAI  120.52  3.000
 1CQ  H14  CAK  CAL  120.16  3.000
 1CQ  H14  CAK  CAJ  118.64  3.000
 1CQ  CAL  CAK  CAJ  121.20  3.000
 1CQ  CAM  CAL  OBA  118.15  3.000
 1CQ  CAM  CAL  CAK  118.59  3.000
 1CQ  OBA  CAL  CAK  123.25  3.000
 1CQ  H15  OBA  CAL  110.05  3.000
 1CQ  H16  CAM  CAN  119.71  3.000
 1CQ  H16  CAM  CAL  119.94  3.000
 1CQ  CAN  CAM  CAL  120.35  3.000
 1CQ  H17  CAN  CAM  118.87  3.000
 1CQ  H17  CAN  CAI  119.60  3.000
 1CQ  CAM  CAN  CAI  121.53  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
 1CQ  CONST_01  CAR  CAQ  CAP  CAO    0.00   0.0  0
 1CQ  CONST_02  CAR  CAS  CAF  CAO    0.00   0.0  0
 1CQ  CONST_05  CAS  CAR  CAQ  CAP    0.00   0.0  0
 1CQ  CONST_06  CAS  CAF  CAO  CAP    0.00   0.0  0
 1CQ  CONST_07  CAB  CAF  CAO  CAP  180.00   0.0  0
 1CQ  CONST_08  CAF  CAO  CAP  CAQ    0.00   0.0  0
 1CQ  CONST_09  CAF  CAS  CAR  CAQ    0.00   0.0  0
 1CQ  CONST_10  CAB  CAF  CAS  CAR  180.00   0.0  0
 1CQ  CONST_13  CAG  CAC  CAB  CAF    0.00   0.0  0
 1CQ  CONST_14  NAD  CAC  CAB  CAF  180.00   0.0  0
 1CQ  CONST_15  NAE  CAA  CAB  CAF  180.00   0.0  0
 1CQ  CONST_18  NAE  NAD  CAC  CAB    0.00   0.0  0
 1CQ  CONST_19  NAD  NAE  CAA  CAB    0.00   0.0  0
 1CQ  CONST_20  NAE  CAA  CAB  CAC    0.00   0.0  0
 1CQ  CONST_21  CAU  CAT  CAG  CAC  180.00   0.0  0
 1CQ  CONST_22  CAW  CAX  CAG  CAC  180.00   0.0  0
 1CQ  CONST_23  CAA  NAE  NAD  CAC    0.00   0.0  0
 1CQ  CONST_24  CAV  CAU  CAT  CAG    0.00   0.0  0
 1CQ  CONST_25  CAA  CAB  CAC  CAG  180.00   0.0  0
 1CQ  CONST_26  NAE  NAD  CAC  CAG  180.00   0.0  0
 1CQ  CONST_27  CAV  CAW  CAX  CAG    0.00   0.0  0
 1CQ  CONST_29  CAW  CAX  CAG  CAT    0.00   0.0  0
 1CQ  CONST_30  CAW  CAV  CAU  CAT    0.00   0.0  0
 1CQ  CONST_31  CAX  CAG  CAT  CAU    0.00   0.0  0
 1CQ  CONST_32  CAX  CAW  CAV  CAU    0.00   0.0  0
 1CQ  CONST_34  CAA  CAB  CAC  NAD    0.00   0.0  0
 1CQ  CONST_35  CAL  CAK  CAJ  CAI    0.00   0.0  0
 1CQ  CONST_36  CAL  CAM  CAN  CAI    0.00   0.0  0
 1CQ  CONST_37  CAM  CAL  CAK  CAJ    0.00   0.0  0
 1CQ  CONST_38  CAM  CAN  CAI  CAJ    0.00   0.0  0
 1CQ  CONST_39  CAN  CAM  CAL  CAK    0.00   0.0  0
 1CQ  CONST_40  CAN  CAI  CAJ  CAK    0.00   0.0  0
 1CQ  CONST_41  OAY  CAQ  CAP  CAO  180.00   0.0  0
 1CQ  CONST_42  CAS  CAR  CAQ  OAY  180.00   0.0  0
 1CQ  CONST_43  NAH  CAA  CAB  CAF    0.00   0.0  0
 1CQ  CONST_44  NAH  CAA  CAB  CAC  180.00   0.0  0
 1CQ  CONST_45  OAZ  CAV  CAU  CAT  180.00   0.0  0
 1CQ  CONST_46  CAX  CAW  CAV  OAZ  180.00   0.0  0
 1CQ  CONST_47  NAH  CAA  NAE  NAD  180.00   0.0  0
 1CQ  CONST_48  CAK  CAJ  CAI  NAH  180.00   0.0  0
 1CQ  CONST_49  CAM  CAN  CAI  NAH  180.00   0.0  0
 1CQ  CONST_50  OBA  CAL  CAK  CAJ  180.00   0.0  0
 1CQ  CONST_51  CAN  CAM  CAL  OBA  180.00   0.0  0
 1CQ  CONST_52  H5   CAS  CAF  CAO  180.00   0.0  0
 1CQ  CONST_53  H4   CAR  CAQ  CAP  180.00   0.0  0
 1CQ  CONST_54  H1   CAO  CAP  CAQ  180.00   0.0  0
 1CQ  CONST_55  H2   CAP  CAQ  CAR  180.00   0.0  0
 1CQ  CONST_56  H11  NAD  CAC  CAB  180.00   0.0  0
 1CQ  CONST_57  H6   CAT  CAG  CAC    0.00   0.0  0
 1CQ  CONST_58  H10  CAX  CAG  CAC    0.00   0.0  0
 1CQ  CONST_59  H7   CAU  CAT  CAG  180.00   0.0  0
 1CQ  CONST_60  H9   CAW  CAX  CAG  180.00   0.0  0
 1CQ  CONST_61  H14  CAK  CAJ  CAI  180.00   0.0  0
 1CQ  CONST_62  H16  CAM  CAN  CAI  180.00   0.0  0
 1CQ  CONST_63  H17  CAN  CAI  CAJ  180.00   0.0  0
 1CQ  CONST_64  H13  CAJ  CAK  CAL  180.00   0.0  0
 1CQ  Var_01    CAI  NAH  CAA  CAB  173.28  30.0  2
 1CQ  Var_02    CAJ  CAI  NAH  CAA   -6.44  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
 1CQ  plan-1  CAF  0.020
 1CQ  plan-1  CAB  0.020
 1CQ  plan-1  CAC  0.020
 1CQ  plan-1  CAG  0.020
 1CQ  plan-1  NAD  0.020
 1CQ  plan-1  NAE  0.020
 1CQ  plan-1  CAA  0.020
 1CQ  plan-1  NAH  0.020
 1CQ  plan-1  H11  0.020
 1CQ  plan-2  CAO  0.020
 1CQ  plan-2  CAP  0.020
 1CQ  plan-2  CAQ  0.020
 1CQ  plan-2  OAY  0.020
 1CQ  plan-2  CAR  0.020
 1CQ  plan-2  CAS  0.020
 1CQ  plan-2  CAF  0.020
 1CQ  plan-2  CAB  0.020
 1CQ  plan-2  H1   0.020
 1CQ  plan-2  H2   0.020
 1CQ  plan-2  H4   0.020
 1CQ  plan-2  H5   0.020
 1CQ  plan-3  CAC  0.020
 1CQ  plan-3  CAG  0.020
 1CQ  plan-3  CAT  0.020
 1CQ  plan-3  CAU  0.020
 1CQ  plan-3  CAV  0.020
 1CQ  plan-3  OAZ  0.020
 1CQ  plan-3  CAW  0.020
 1CQ  plan-3  CAX  0.020
 1CQ  plan-3  H6   0.020
 1CQ  plan-3  H7   0.020
 1CQ  plan-3  H9   0.020
 1CQ  plan-3  H10  0.020
 1CQ  plan-4  NAH  0.020
 1CQ  plan-4  CAI  0.020
 1CQ  plan-4  CAJ  0.020
 1CQ  plan-4  CAK  0.020
 1CQ  plan-4  CAL  0.020
 1CQ  plan-4  OBA  0.020
 1CQ  plan-4  CAM  0.020
 1CQ  plan-4  CAN  0.020
 1CQ  plan-4  H13  0.020
 1CQ  plan-4  H14  0.020
 1CQ  plan-4  H16  0.020
 1CQ  plan-4  H17  0.020

