# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 19:41:35 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 5-[1-(4-methoxyphenyl)cyclopropyl]-1',3'-dimethyl-1'H,2H-3,4'-bipyrazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)C2(CC2)c3cc([nH]n3)c4cn(C)nc4C
#
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
 6P0  6P0  5-[1-(4-methoxyphenyl)cyclopropyl]-1',3'-dimethyl-1'H,2H-3,4'-bipyrazole  ligand  43  23  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_6P0
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
 6P0  C01  C  CH2   0  -0.469  -1.9135   3.3675   0.1892
 6P0  C02  C  CT    0  -0.154  -1.5363   2.0135  -0.3572
 6P0  C04  C  CR15  0   0.023   2.8904  -1.5072   0.6312
 6P0  C05  C  CR5   0  -0.192   2.9617  -0.2799  -0.0003
 6P0  C06  C  CR5   0   0.281   4.3207  -0.1659  -0.3808
 6P0  C10  C  CH3   0  -0.790   4.9936   0.9487  -1.1044
 6P0  C11  C  CR5   0   0.400   1.8554   0.6277  -0.2127
 6P0  C15  C  CR15  0  -0.581   0.4969   0.4454  -0.0219
 6P0  C16  C  CR6   0   0.049  -2.4394   0.8546  -0.0863
 6P0  C17  C  CR16  0  -0.271  -2.8354   0.0090  -1.1226
 6P0  C18  C  CR16  0  -0.331  -3.6293  -1.0967  -0.8854
 6P0  C19  C  CR6   0   0.368  -4.0515  -1.3913   0.4137
 6P0  C20  C  CR16  0  -0.372  -3.6663  -0.5574   1.4595
 6P0  C21  C  CR16  0  -0.284  -2.8662   0.5507   1.1975
 6P0  C23  C  CH3   0  -0.436  -5.2548  -2.8443   1.8532
 6P0  C03  C  CH2   0  -0.464  -2.0268   3.1012  -1.2747
 6P0  N07  N  N     0  -0.299   4.9959  -1.2373  -0.0066
 6P0  N08  N  NR5   0  -0.272   4.1195  -2.0337   0.6000
 6P0  C09  C  CH3   0  -0.507   4.5488  -3.2987   1.1449
 6P0  N12  N  NR15  0  -0.533   1.9852   1.8893  -0.6682
 6P0  N13  N  N     0  -0.303   0.8242   2.5319  -0.7873
 6P0  C14  C  CR5   0   0.322  -0.0941   1.6655  -0.3946
 6P0  O22  O  O2    0  -0.472  -4.8221  -2.4875   0.5564
 6P0  H1   H  HCH2  0   0.252  -2.8249   3.4400   0.7702
 6P0  H2   H  HCH2  0   0.252  -1.1073   4.0038   0.5320
 6P0  H4   H  HCH3  0   0.253   5.0146   1.8636  -0.5079
 6P0  H5   H  HCH3  0   0.269   6.0241   0.6864  -1.3362
 6P0  H6   H  HCH3  0   0.252   4.4903   1.1798  -2.0445
 6P0  H7   H  HCR5  0   0.255   0.0064  -0.4469   0.3306
 6P0  H8   H  HCR6  0   0.250  -2.5184   0.2231  -2.1367
 6P0  H9   H  HCR6  0   0.259  -3.9301  -1.7409  -1.7027
 6P0  H10  H  HCR6  0   0.276  -3.9748  -0.7491   2.4784
 6P0  H11  H  HCR6  0   0.252  -2.5761   1.1904   2.0229
 6P0  H12  H  HCH3  0   0.259  -5.8356  -3.7571   1.7458
 6P0  H13  H  HCH3  0   0.227  -4.4152  -3.0409   2.5253
 6P0  H14  H  HCH3  0   0.227  -5.8902  -2.0748   2.3000
 6P0  H15  H  HCH2  0   0.253  -3.0184   2.9832  -1.6941
 6P0  H16  H  HCH2  0   0.253  -1.3069   3.5629  -1.9382
 6P0  H17  H  HCH3  0   0.262   4.9822  -3.9178   0.3621
 6P0  H18  H  HCH3  0   0.261   5.2873  -3.1433   1.9287
 6P0  H19  H  HCH3  0   0.260   3.6894  -3.8119   1.5659
 6P0  H20  H  HNR5  0   0.423   2.8367   2.3740  -0.9017
 6P0  H3   H  HCR5  0   0.292   2.0601  -2.0203   1.0896

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
 6P0  C23  O22  single    1.413  0.020  1.413
 6P0  O22  C19  single    1.348  0.020  1.348
 6P0  C20  C19  aromatic  1.392  0.020  1.392
 6P0  C20  C21  aromatic  1.392  0.020  1.392
 6P0  C19  C18  aromatic  1.397  0.020  1.397
 6P0  C21  C16  aromatic  1.387  0.020  1.387
 6P0  C18  C17  aromatic  1.382  0.020  1.382
 6P0  C01  C02  single    1.508  0.020  1.508
 6P0  C01  C03  single    1.492  0.020  1.492
 6P0  C16  C17  aromatic  1.395  0.020  1.395
 6P0  C16  C02  single    1.494  0.020  1.494
 6P0  C02  C03  single    1.505  0.020  1.505
 6P0  C02  C14  single    1.484  0.020  1.484
 6P0  C14  C15  aromatic  1.406  0.020  1.406
 6P0  C14  N13  aromatic  1.322  0.020  1.322
 6P0  C15  C11  aromatic  1.384  0.020  1.384
 6P0  N13  N12  aromatic  1.332  0.020  1.332
 6P0  C11  N12  aromatic  1.348  0.020  1.348
 6P0  C11  C05  single    1.447  0.020  1.447
 6P0  C05  C04  aromatic  1.382  0.020  1.382
 6P0  C05  C06  aromatic  1.416  0.020  1.416
 6P0  C04  N08  aromatic  1.337  0.020  1.337
 6P0  C06  C10  single    1.490  0.020  1.490
 6P0  C06  N07  aromatic  1.320  0.020  1.320
 6P0  N08  C09  single    1.443  0.020  1.443
 6P0  N08  N07  aromatic  1.331  0.020  1.331
 6P0  C01  H1   single    0.970  0.020  1.090
 6P0  C01  H2   single    0.970  0.020  1.090
 6P0  C04  H3   single    0.930  0.020  1.080
 6P0  C10  H4   single    0.970  0.020  1.090
 6P0  C10  H5   single    0.970  0.020  1.090
 6P0  C10  H6   single    0.970  0.020  1.090
 6P0  C15  H7   single    0.930  0.020  1.080
 6P0  C17  H8   single    0.930  0.020  1.080
 6P0  C18  H9   single    0.930  0.020  1.080
 6P0  C20  H10  single    0.930  0.020  1.080
 6P0  C21  H11  single    0.930  0.020  1.080
 6P0  C23  H12  single    0.970  0.020  1.090
 6P0  C23  H13  single    0.970  0.020  1.090
 6P0  C23  H14  single    0.970  0.020  1.090
 6P0  C03  H15  single    0.970  0.020  1.090
 6P0  C03  H16  single    0.970  0.020  1.090
 6P0  C09  H17  single    0.970  0.020  1.090
 6P0  C09  H18  single    0.970  0.020  1.090
 6P0  C09  H19  single    0.970  0.020  1.090
 6P0  N12  H20  single    0.860  0.020  1.020

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
 6P0  H2   C01  H1   114.67  3.000
 6P0  H2   C01  C03  118.16  3.000
 6P0  H1   C01  C03  118.31  3.000
 6P0  H2   C01  C02  117.14  3.000
 6P0  H1   C01  C02  117.70  3.000
 6P0  C03  C01  C02   60.22  3.000
 6P0  C14  C02  C03  118.08  3.000
 6P0  C14  C02  C16  114.21  3.000
 6P0  C03  C02  C16  118.30  3.000
 6P0  C14  C02  C01  117.57  3.000
 6P0  C03  C02  C01   59.37  3.000
 6P0  C16  C02  C01  118.65  3.000
 6P0  H3   C04  N08  122.02  3.000
 6P0  H3   C04  C05  131.03  3.000
 6P0  N08  C04  C05  106.95  3.000
 6P0  C11  C05  C06  130.09  3.000
 6P0  C06  C05  C04  104.11  3.000
 6P0  C11  C05  C04  125.79  3.000
 6P0  N07  C06  C10  120.92  3.000
 6P0  N07  C06  C05  110.44  3.000
 6P0  C10  C06  C05  128.64  3.000
 6P0  H6   C10  H5   107.72  3.000
 6P0  H6   C10  H4   107.57  3.000
 6P0  H5   C10  H4   107.46  3.000
 6P0  H6   C10  C06  111.63  3.000
 6P0  H5   C10  C06  110.54  3.000
 6P0  H4   C10  C06  111.72  3.000
 6P0  N12  C11  C15  105.34  3.000
 6P0  N12  C11  C05  124.28  3.000
 6P0  C15  C11  C05  130.37  3.000
 6P0  H7   C15  C14  127.88  3.000
 6P0  H7   C15  C11  126.95  3.000
 6P0  C14  C15  C11  105.17  3.000
 6P0  C21  C16  C17  117.88  3.000
 6P0  C17  C16  C02  120.47  3.000
 6P0  C21  C16  C02  121.60  3.000
 6P0  H8   C17  C18  119.13  3.000
 6P0  H8   C17  C16  119.50  3.000
 6P0  C18  C17  C16  121.37  3.000
 6P0  H9   C18  C19  119.48  3.000
 6P0  H9   C18  C17  120.39  3.000
 6P0  C19  C18  C17  120.13  3.000
 6P0  O22  C19  C20  124.48  3.000
 6P0  C20  C19  C18  119.24  3.000
 6P0  O22  C19  C18  116.28  3.000
 6P0  H10  C20  C21  118.84  3.000
 6P0  H10  C20  C19  121.51  3.000
 6P0  C21  C20  C19  119.65  3.000
 6P0  H11  C21  C20  118.72  3.000
 6P0  H11  C21  C16  119.56  3.000
 6P0  C20  C21  C16  121.72  3.000
 6P0  H14  C23  H13  108.77  3.000
 6P0  H14  C23  H12  108.71  3.000
 6P0  H13  C23  H12  108.66  3.000
 6P0  H14  C23  O22  112.05  3.000
 6P0  H13  C23  O22  112.00  3.000
 6P0  H12  C23  O22  106.55  3.000
 6P0  H16  C03  H15  114.71  3.000
 6P0  H16  C03  C02  117.72  3.000
 6P0  H15  C03  C02  117.10  3.000
 6P0  H16  C03  C01  118.34  3.000
 6P0  H15  C03  C01  117.96  3.000
 6P0  C02  C03  C01   60.41  3.000
 6P0  N08  N07  C06  106.14  3.000
 6P0  C09  N08  N07  120.06  3.000
 6P0  N07  N08  C04  112.36  3.000
 6P0  C09  N08  C04  127.57  3.000
 6P0  H19  C09  H18  108.99  3.000
 6P0  H19  C09  H17  108.98  3.000
 6P0  H18  C09  H17  109.22  3.000
 6P0  H19  C09  N08  108.98  3.000
 6P0  H18  C09  N08  110.41  3.000
 6P0  H17  C09  N08  110.22  3.000
 6P0  H20  N12  N13  118.94  3.000
 6P0  H20  N12  C11  127.61  3.000
 6P0  N13  N12  C11  113.44  3.000
 6P0  C14  N13  N12  105.23  3.000
 6P0  N13  C14  C15  110.81  3.000
 6P0  N13  C14  C02  121.93  3.000
 6P0  C15  C14  C02  127.25  3.000
 6P0  C23  O22  C19  118.53  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
 6P0  CONST_01  C15  C11  C05  C04     0.00   0.0  0
 6P0  CONST_02  N12  C11  C05  C04   180.00   0.0  0
 6P0  CONST_03  N07  C06  C05  C04     0.00   0.0  0
 6P0  CONST_04  C06  N07  N08  C04     0.00   0.0  0
 6P0  CONST_05  C14  C15  C11  C05   180.00   0.0  0
 6P0  CONST_06  N13  N12  C11  C05   180.00   0.0  0
 6P0  CONST_07  N07  N08  C04  C05     0.00   0.0  0
 6P0  CONST_08  N08  N07  C06  C05     0.00   0.0  0
 6P0  CONST_09  C15  C11  C05  C06   180.00   0.0  0
 6P0  CONST_10  N12  C11  C05  C06     0.00   0.0  0
 6P0  CONST_11  N08  C04  C05  C06     0.00   0.0  0
 6P0  CONST_12  N13  C14  C15  C11     0.00   0.0  0
 6P0  CONST_13  C14  N13  N12  C11     0.00   0.0  0
 6P0  CONST_14  N08  C04  C05  C11   180.00   0.0  0
 6P0  CONST_15  N07  C06  C05  C11   180.00   0.0  0
 6P0  CONST_16  N12  N13  C14  C15     0.00   0.0  0
 6P0  CONST_17  N13  N12  C11  C15     0.00   0.0  0
 6P0  CONST_18  C19  C20  C21  C16     0.00   0.0  0
 6P0  CONST_19  C19  C18  C17  C16     0.00   0.0  0
 6P0  CONST_20  C20  C19  C18  C17     0.00   0.0  0
 6P0  CONST_21  C20  C21  C16  C17     0.00   0.0  0
 6P0  CONST_22  C21  C20  C19  C18     0.00   0.0  0
 6P0  CONST_23  C21  C16  C17  C18     0.00   0.0  0
 6P0  CONST_24  C14  C15  C11  N12     0.00   0.0  0
 6P0  CONST_25  C20  C21  C16  C02   180.00   0.0  0
 6P0  CONST_26  C18  C17  C16  C02   180.00   0.0  0
 6P0  CONST_27  C11  C15  C14  C02   180.00   0.0  0
 6P0  CONST_28  N12  N13  C14  C02   180.00   0.0  0
 6P0  CONST_29  C10  C06  C05  C04   180.00   0.0  0
 6P0  CONST_30  C09  N08  C04  C05   180.00   0.0  0
 6P0  CONST_31  C09  N08  N07  C06   180.00   0.0  0
 6P0  CONST_32  C11  C05  C06  C10     0.00   0.0  0
 6P0  CONST_33  N08  N07  C06  C10   180.00   0.0  0
 6P0  CONST_34  O22  C19  C18  C17   180.00   0.0  0
 6P0  CONST_35  O22  C19  C20  C21   180.00   0.0  0
 6P0  CONST_36  H11  C21  C16  C02     0.00   0.0  0
 6P0  CONST_37  H8   C17  C16  C02     0.00   0.0  0
 6P0  CONST_38  H7   C15  C14  C02     0.00   0.0  0
 6P0  CONST_39  H20  N12  C11  C05     0.00   0.0  0
 6P0  CONST_40  H3   C04  C05  C06   180.00   0.0  0
 6P0  CONST_41  H10  C20  C21  C16   180.00   0.0  0
 6P0  CONST_42  H9   C18  C17  C16   180.00   0.0  0
 6P0  Var_01    C21  C16  C02  C01   -51.34  30.0  2
 6P0  Var_02    C15  C14  C02  C01   136.06  30.0  2
 6P0  Var_03    C16  C02  C03  C01   108.31  30.0  1
 6P0  Var_04    H17  C09  N08  C04   122.17  30.0  2
 6P0  Var_05    H4   C10  C06  C05    66.27  30.0  2
 6P0  Var_06    H12  C23  O22  C19  -178.74  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
 6P0  plan-1  C04  0.020
 6P0  plan-1  C05  0.020
 6P0  plan-1  C06  0.020
 6P0  plan-1  C10  0.020
 6P0  plan-1  C11  0.020
 6P0  plan-1  N07  0.020
 6P0  plan-1  N08  0.020
 6P0  plan-1  C09  0.020
 6P0  plan-1  H3   0.020
 6P0  plan-2  C02  0.020
 6P0  plan-2  C05  0.020
 6P0  plan-2  C11  0.020
 6P0  plan-2  C15  0.020
 6P0  plan-2  N12  0.020
 6P0  plan-2  N13  0.020
 6P0  plan-2  C14  0.020
 6P0  plan-2  H7   0.020
 6P0  plan-2  H20  0.020
 6P0  plan-3  C02  0.020
 6P0  plan-3  C16  0.020
 6P0  plan-3  C17  0.020
 6P0  plan-3  C18  0.020
 6P0  plan-3  C19  0.020
 6P0  plan-3  C20  0.020
 6P0  plan-3  C21  0.020
 6P0  plan-3  O22  0.020
 6P0  plan-3  H8   0.020
 6P0  plan-3  H9   0.020
 6P0  plan-3  H10  0.020
 6P0  plan-3  H11  0.020

