# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 17 13:06:35 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 1-(4-fluorobenzyl)-1H-pyrazole-3,5-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(n(Cc2ccc(F)cc2)n1)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
 MZS  MZS  '1-(4-fluorobenzyl)-1H-pyrazole-3,5-dicarboxylic acid'  ligand  28  19  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_MZS
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
 MZS  F     F  F     0  -0.315  -5.0109   1.0411  -1.2147
 MZS  C2    C  CR6   0   0.519  -3.9024   0.7104  -0.5332
 MZS  C1    C  CR16  0  -0.398  -2.7813   1.5088  -0.6520
 MZS  C3    C  CR16  0  -0.401  -3.9197  -0.4167   0.2638
 MZS  C4    C  CR16  0  -0.274  -2.7654  -0.7557   0.9554
 MZS  C5    C  CR6   0   0.082  -1.6197   0.0247   0.8619
 MZS  C     C  CR16  0  -0.261  -1.6410   1.1594   0.0555
 MZS  C6    C  CH2   0  -0.370  -0.3939  -0.3310   1.6605
 MZS  N     N  NR5   0  -0.327   0.8265  -0.2676   0.8676
 MZS  N1    N  N     0  -0.243   1.6409   0.7395   1.0683
 MZS  C9    C  CR5   0   0.146   2.6143   0.6149   0.1747
 MZS  C10   C  C     0   0.513   3.7375   1.5583   0.0940
 MZS  O1    O  O     0  -0.434   4.6128   1.4574  -0.7305
 MZS  O     O  OH1   0  -0.588   3.6778   2.5081   1.0116
 MZS  C8    C  CR15  0  -0.454   2.4096  -0.5031  -0.6360
 MZS  C7    C  CR5   0   0.306   1.2425  -1.0570  -0.1646
 MZS  C11   C  C     0   0.528   0.6144  -2.2795  -0.6892
 MZS  O2    O  OH1   0  -0.585  -0.3694  -2.7372   0.0604
 MZS  O3    O  O     0  -0.424   1.0015  -2.8002  -1.7049
 MZS  H1    H  HCR6  0   0.283  -2.7964   2.3893  -1.2808
 MZS  H3    H  HCR6  0   0.282  -4.8116  -1.0244   0.3395
 MZS  H     H  HCR6  0   0.264  -0.7638   1.7897  -0.0262
 MZS  H4    H  HCR6  0   0.268  -2.7662  -1.6417   1.5773
 MZS  H61C  H  HCH2  0   0.304  -0.2447   0.3820   2.4700
 MZS  H62C  H  HCH2  0   0.295  -0.4892  -1.3161   2.1103
 MZS  H8    H  HCR5  0   0.295   3.0257  -0.8701  -1.4395
 MZS  HA    H  HOH1  0   0.490   4.4372   3.1037   0.9219
 MZS  H2    H  HOH1  0   0.498  -0.7575  -3.5328  -0.3363

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
 MZS  F    C2    single    1.343  0.020  1.343
 MZS  C2   C1    aromatic  1.381  0.020  1.381
 MZS  C2   C3    aromatic  1.380  0.020  1.380
 MZS  C1   C     aromatic  1.387  0.020  1.387
 MZS  C3   C4    aromatic  1.388  0.020  1.388
 MZS  C4   C5    aromatic  1.389  0.020  1.389
 MZS  C5   C     aromatic  1.392  0.020  1.392
 MZS  C5   C6    single    1.506  0.020  1.506
 MZS  C6   N     single    1.457  0.020  1.457
 MZS  N    N1    aromatic  1.311  0.020  1.311
 MZS  N    C7    aromatic  1.364  0.020  1.364
 MZS  N1   C9    aromatic  1.327  0.020  1.327
 MZS  C9   C10   single    1.469  0.020  1.469
 MZS  C9   C8    aromatic  1.396  0.020  1.396
 MZS  C10  O1    double    1.207  0.020  1.207
 MZS  C10  O     single    1.322  0.020  1.322
 MZS  C8   C7    aromatic  1.375  0.020  1.375
 MZS  C7   C11   single    1.471  0.020  1.471
 MZS  C11  O2    single    1.319  0.020  1.319
 MZS  C11  O3    double    1.205  0.020  1.205
 MZS  C1   H1    single    0.930  0.020  1.080
 MZS  C3   H3    single    0.930  0.020  1.080
 MZS  C    H     single    0.930  0.020  1.080
 MZS  C4   H4    single    0.930  0.020  1.080
 MZS  C6   H61C  single    0.970  0.020  1.090
 MZS  C6   H62C  single    0.970  0.020  1.090
 MZS  C8   H8    single    0.930  0.020  1.080
 MZS  O    HA    single    0.850  0.020  0.980
 MZS  O2   H2    single    0.850  0.020  0.980

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
 MZS  C3    C2   C1    122.12  3.000
 MZS  C3    C2   F     118.94  3.000
 MZS  C1    C2   F     118.95  3.000
 MZS  H1    C1   C     120.86  3.000
 MZS  H1    C1   C2    120.60  3.000
 MZS  C     C1   C2    118.54  3.000
 MZS  H3    C3   C4    120.90  3.000
 MZS  H3    C3   C2    120.62  3.000
 MZS  C4    C3   C2    118.48  3.000
 MZS  H4    C4   C5    119.94  3.000
 MZS  H4    C4   C3    119.06  3.000
 MZS  C5    C4   C3    121.01  3.000
 MZS  C6    C5   C     120.82  3.000
 MZS  C6    C5   C4    120.20  3.000
 MZS  C     C5   C4    118.95  3.000
 MZS  H     C    C5    120.36  3.000
 MZS  H     C    C1    118.74  3.000
 MZS  C5    C    C1    120.90  3.000
 MZS  H62C  C6   H61C  107.32  3.000
 MZS  H62C  C6   N     109.76  3.000
 MZS  H61C  C6   N     105.15  3.000
 MZS  H62C  C6   C5    111.23  3.000
 MZS  H61C  C6   C5    110.56  3.000
 MZS  N     C6   C5    112.52  3.000
 MZS  C7    N    N1    111.78  3.000
 MZS  C7    N    C6    129.94  3.000
 MZS  N1    N    C6    118.07  3.000
 MZS  C9    N1   N     106.28  3.000
 MZS  C8    C9   C10   126.48  3.000
 MZS  C8    C9   N1    111.02  3.000
 MZS  C10   C9   N1    122.51  3.000
 MZS  O     C10  O1    124.55  3.000
 MZS  O     C10  C9    112.87  3.000
 MZS  O1    C10  C9    122.57  3.000
 MZS  HA    O    C10   109.99  3.000
 MZS  H8    C8   C7    127.16  3.000
 MZS  H8    C8   C9    128.48  3.000
 MZS  C7    C8   C9    104.35  3.000
 MZS  C11   C7   C8    125.08  3.000
 MZS  C11   C7   N     128.34  3.000
 MZS  C8    C7   N     106.56  3.000
 MZS  O3    C11  O2    124.66  3.000
 MZS  O3    C11  C7    121.49  3.000
 MZS  O2    C11  C7    113.84  3.000
 MZS  H2    O2   C11   110.53  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
 MZS  CONST_01  C5   C    C1   C2      0.00   0.0  0
 MZS  CONST_02  C5   C4   C3   C2      0.00   0.0  0
 MZS  CONST_03  C4   C3   C2   C1      0.00   0.0  0
 MZS  CONST_04  C4   C5   C    C1      0.00   0.0  0
 MZS  CONST_05  C    C1   C2   C3      0.00   0.0  0
 MZS  CONST_06  C    C5   C4   C3      0.00   0.0  0
 MZS  CONST_07  C8   C9   N1   N       0.00   0.0  0
 MZS  CONST_08  C9   C8   C7   N       0.00   0.0  0
 MZS  CONST_09  C8   C7   N    N1      0.00   0.0  0
 MZS  CONST_10  C7   C8   C9   N1      0.00   0.0  0
 MZS  CONST_11  C7   N    N1   C9      0.00   0.0  0
 MZS  CONST_12  C    C1   C2   F     180.00   0.0  0
 MZS  CONST_13  C4   C3   C2   F     180.00   0.0  0
 MZS  CONST_14  C6   C5   C    C1    180.00   0.0  0
 MZS  CONST_15  C6   C5   C4   C3    180.00   0.0  0
 MZS  CONST_16  C9   N1   N    C6    180.00   0.0  0
 MZS  CONST_17  C8   C7   N    C6    180.00   0.0  0
 MZS  CONST_18  C10  C9   N1   N     180.00   0.0  0
 MZS  CONST_19  C11  C7   N    N1    180.00   0.0  0
 MZS  CONST_20  C11  C7   C8   C9    180.00   0.0  0
 MZS  CONST_21  C7   C8   C9   C10   180.00   0.0  0
 MZS  CONST_22  H    C    C1   C2    180.00   0.0  0
 MZS  CONST_23  H4   C4   C3   C2    180.00   0.0  0
 MZS  CONST_24  H3   C3   C2   C1    180.00   0.0  0
 MZS  CONST_25  H1   C1   C2   C3    180.00   0.0  0
 MZS  CONST_26  H8   C8   C7   N     180.00   0.0  0
 MZS  CONST_27  HA   O    C10  C9    180.00   0.0  0
 MZS  CONST_28  H2   O2   C11  C7    180.00   0.0  0
 MZS  Var_01    N    C6   C5   C4    134.46  30.0  2
 MZS  Var_02    N1   N    C6   C5    106.05  30.0  2
 MZS  Var_03    O2   C11  C7   N      -9.56  30.0  2
 MZS  Var_04    O1   C10  C9   N1   -178.89  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
 MZS  plan-1  C6   0.020
 MZS  plan-1  N    0.020
 MZS  plan-1  N1   0.020
 MZS  plan-1  C9   0.020
 MZS  plan-1  C10  0.020
 MZS  plan-1  C8   0.020
 MZS  plan-1  C7   0.020
 MZS  plan-1  C11  0.020
 MZS  plan-1  H8   0.020
 MZS  plan-2  F    0.020
 MZS  plan-2  C2   0.020
 MZS  plan-2  C1   0.020
 MZS  plan-2  C3   0.020
 MZS  plan-2  C4   0.020
 MZS  plan-2  C5   0.020
 MZS  plan-2  C    0.020
 MZS  plan-2  C6   0.020
 MZS  plan-2  H1   0.020
 MZS  plan-2  H3   0.020
 MZS  plan-2  H    0.020
 MZS  plan-2  H4   0.020
 MZS  plan-3  C9   0.020
 MZS  plan-3  C10  0.020
 MZS  plan-3  O1   0.020
 MZS  plan-3  O    0.020
 MZS  plan-3  HA   0.020
 MZS  plan-4  C7   0.020
 MZS  plan-4  C11  0.020
 MZS  plan-4  O2   0.020
 MZS  plan-4  O3   0.020
 MZS  plan-4  H2   0.020

