# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 16:05:49 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: ethyl 3,5-dimethyl-1-(3-nitrophenyl)-1H-pyrazole-4-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1c(C)nn(c1C)c2cccc(c2)[N+]([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
 7DE  7DE  'ethyl 3,5-dimethyl-1-(3-nitrophenyl)-1H-pyrazole-4-carboxylate'  ligand  36  21  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7DE
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
 7DE  O21   O  O      0  -0.370   5.7837  -1.0390   0.2329
 7DE  N19   N  N      1   0.329   4.6046  -1.2862   0.1554
 7DE  O20   O  O     -1  -0.371   4.1411  -2.4001   0.2038
 7DE  C12   C  CR6    0   0.268   3.6828  -0.1678  -0.0072
 7DE  C13   C  CR16   0  -0.263   4.1923   1.1180  -0.1085
 7DE  C11   C  CR16   0  -0.309   2.3244  -0.4312  -0.0481
 7DE  C3    C  CR6    0   0.344   1.4546   0.6365  -0.2055
 7DE  C2    C  CR16   0  -0.252   1.9381   1.9327  -0.3303
 7DE  C1    C  CR16   0  -0.249   3.3033   2.1671  -0.2684
 7DE  N4    N  NR5    0  -0.452   0.0701   0.3790  -0.2686
 7DE  C5    C  CR5    0   0.483  -0.9282   0.9988   0.3911
 7DE  C6    C  CH3    0  -0.751  -0.7070   2.0855   1.3792
 7DE  C7    C  CR5    0  -0.398  -2.0901   0.3674  -0.0291
 7DE  C8    C  CR5    0   0.335  -1.6671  -0.6410  -0.9387
 7DE  N10   N  N      0  -0.299  -0.3630  -0.6157  -1.0658
 7DE  C9    C  CH3    0  -0.732  -2.4652  -1.6349  -1.7083
 7DE  C14   C  C      0   0.523  -3.4371   0.7176   0.4057
 7DE  O18   O  O      0  -0.463  -3.7042   1.6389   1.1457
 7DE  O15   O  O2     0  -0.459  -4.3521  -0.0911  -0.1097
 7DE  C16   C  CH2    0  -0.179  -5.7293   0.1477   0.2124
 7DE  C17   C  CH3    0  -0.686  -6.5581  -0.8576  -0.5496
 7DE  H13   H  HCR6   0   0.306   5.2551   1.3056  -0.0737
 7DE  H11   H  HCR6   0   0.312   1.9393  -1.4364   0.0432
 7DE  H2    H  HCR6   0   0.300   1.2576   2.7578  -0.4914
 7DE  H1    H  HCR6   0   0.289   3.6775   3.1763  -0.3651
 7DE  H61   H  HCH3   0   0.272  -0.8012   3.0684   0.9153
 7DE  H62   H  HCH3   0   0.281  -1.4461   2.0289   2.1723
 7DE  H63   H  HCH3   0   0.265   0.2818   2.0204   1.8300
 7DE  H91   H  HCH3   0   0.250  -3.1698  -1.1467  -2.3808
 7DE  H92   H  HCH3   0   0.248  -1.8004  -2.2598  -2.3014
 7DE  H93   H  HCH3   0   0.251  -3.0447  -2.2785  -1.0482
 7DE  H161  H  HCH2   0   0.234  -6.0031   1.1671  -0.0663
 7DE  H162  H  HCH2   0   0.234  -5.8784   0.0419   1.2889
 7DE  H171  H  HCH3   0   0.236  -6.4298  -0.7472  -1.6264
 7DE  H172  H  HCH3   0   0.236  -6.3044  -1.8805  -0.2718
 7DE  H173  H  HCH3   0   0.239  -7.6116  -0.7005  -0.3204

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
 7DE  O21  N19   double    1.207  0.020  1.207
 7DE  N19  O20   single    1.208  0.020  1.208
 7DE  N19  C12   single    1.458  0.020  1.458
 7DE  C12  C13   aromatic  1.387  0.020  1.387
 7DE  C12  C11   aromatic  1.384  0.020  1.384
 7DE  C13  C1    aromatic  1.384  0.020  1.384
 7DE  C13  H13   single    0.930  0.020  1.080
 7DE  C11  C3    aromatic  1.386  0.020  1.386
 7DE  C11  H11   single    0.930  0.020  1.080
 7DE  C3   C2    aromatic  1.389  0.020  1.389
 7DE  C3   N4    single    1.410  0.020  1.410
 7DE  C2   C1    aromatic  1.387  0.020  1.387
 7DE  C2   H2    single    0.930  0.020  1.080
 7DE  C1   H1    single    0.930  0.020  1.080
 7DE  N4   C5    aromatic  1.348  0.020  1.348
 7DE  N4   N10   aromatic  1.346  0.020  1.346
 7DE  C5   C6    single    1.485  0.020  1.485
 7DE  C5   C7    aromatic  1.388  0.020  1.388
 7DE  C6   H61   single    0.970  0.020  1.090
 7DE  C6   H62   single    0.970  0.020  1.090
 7DE  C6   H63   single    0.970  0.020  1.090
 7DE  C7   C8    aromatic  1.422  0.020  1.422
 7DE  C7   C14   single    1.458  0.020  1.458
 7DE  C8   N10   aromatic  1.311  0.020  1.311
 7DE  C8   C9    single    1.489  0.020  1.489
 7DE  C9   H91   single    0.970  0.020  1.090
 7DE  C9   H92   single    0.970  0.020  1.090
 7DE  C9   H93   single    0.970  0.020  1.090
 7DE  C14  O18   double    1.211  0.020  1.211
 7DE  C14  O15   single    1.325  0.020  1.325
 7DE  O15  C16   single    1.434  0.020  1.434
 7DE  C16  C17   single    1.509  0.020  1.509
 7DE  C16  H161  single    0.970  0.020  1.090
 7DE  C16  H162  single    0.970  0.020  1.090
 7DE  C17  H171  single    0.970  0.020  1.090
 7DE  C17  H172  single    0.970  0.020  1.090
 7DE  C17  H173  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
 7DE  C12   N19  O20   117.98  3.000
 7DE  C12   N19  O21   117.88  3.000
 7DE  O20   N19  O21   124.14  3.000
 7DE  C11   C12  C13   122.33  3.000
 7DE  C11   C12  N19   118.53  3.000
 7DE  C13   C12  N19   119.13  3.000
 7DE  H13   C13  C1    120.28  3.000
 7DE  H13   C13  C12   121.35  3.000
 7DE  C1    C13  C12   118.37  3.000
 7DE  H11   C11  C3    120.17  3.000
 7DE  H11   C11  C12   121.63  3.000
 7DE  C3    C11  C12   118.20  3.000
 7DE  N4    C3   C2    120.55  3.000
 7DE  N4    C3   C11   118.73  3.000
 7DE  C2    C3   C11   120.71  3.000
 7DE  H2    C2   C1    119.81  3.000
 7DE  H2    C2   C3    120.42  3.000
 7DE  C1    C2   C3    119.76  3.000
 7DE  H1    C1   C2    119.65  3.000
 7DE  H1    C1   C13   119.71  3.000
 7DE  C2    C1   C13   120.62  3.000
 7DE  N10   N4   C5    113.04  3.000
 7DE  N10   N4   C3    118.52  3.000
 7DE  C5    N4   C3    128.43  3.000
 7DE  C7    C5   C6    131.23  3.000
 7DE  C7    C5   N4    105.24  3.000
 7DE  C6    C5   N4    123.50  3.000
 7DE  H63   C6   H62   108.23  3.000
 7DE  H63   C6   H61   107.96  3.000
 7DE  H62   C6   H61   107.38  3.000
 7DE  H63   C6   C5    111.53  3.000
 7DE  H62   C6   C5    110.28  3.000
 7DE  H61   C6   C5    111.31  3.000
 7DE  C14   C7   C8    129.47  3.000
 7DE  C14   C7   C5    125.03  3.000
 7DE  C8    C7   C5    105.50  3.000
 7DE  C9    C8   N10   119.75  3.000
 7DE  C9    C8   C7    130.12  3.000
 7DE  N10   C8   C7    110.14  3.000
 7DE  C8    N10  N4    106.08  3.000
 7DE  H93   C9   H92   108.43  3.000
 7DE  H93   C9   H91   107.15  3.000
 7DE  H92   C9   H91   108.42  3.000
 7DE  H93   C9   C8    111.49  3.000
 7DE  H92   C9   C8    109.73  3.000
 7DE  H91   C9   C8    111.50  3.000
 7DE  O15   C14  O18   123.32  3.000
 7DE  O15   C14  C7    112.03  3.000
 7DE  O18   C14  C7    124.64  3.000
 7DE  C16   O15  C14   118.29  3.000
 7DE  H162  C16  H161  107.93  3.000
 7DE  H162  C16  C17   110.99  3.000
 7DE  H161  C16  C17   110.82  3.000
 7DE  H162  C16  O15   109.66  3.000
 7DE  H161  C16  O15   109.81  3.000
 7DE  C17   C16  O15   107.64  3.000
 7DE  H173  C17  H172  107.87  3.000
 7DE  H173  C17  H171  107.88  3.000
 7DE  H172  C17  H171  108.63  3.000
 7DE  H173  C17  C16   109.19  3.000
 7DE  H172  C17  C16   111.63  3.000
 7DE  H171  C17  C16   111.51  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
 7DE  CONST_01  C2    C1   C13  C12    0.00   0.0  0
 7DE  CONST_02  C2    C3   C11  C12    0.00   0.0  0
 7DE  CONST_03  N4    C3   C11  C12  180.00   0.0  0
 7DE  CONST_04  C3    C11  C12  C13    0.00   0.0  0
 7DE  CONST_05  C3    C2   C1   C13    0.00   0.0  0
 7DE  CONST_06  C1    C13  C12  C11    0.00   0.0  0
 7DE  CONST_07  C1    C2   C3   C11    0.00   0.0  0
 7DE  CONST_10  C7    C5   N4   C3   180.00   0.0  0
 7DE  CONST_11  C8    N10  N4   C3   180.00   0.0  0
 7DE  CONST_14  N4    C3   C2   C1   180.00   0.0  0
 7DE  CONST_15  C8    C7   C5   N4     0.00   0.0  0
 7DE  CONST_16  C7    C8   N10  N4     0.00   0.0  0
 7DE  CONST_17  C8    N10  N4   C5     0.00   0.0  0
 7DE  CONST_18  N10   C8   C7   C5     0.00   0.0  0
 7DE  CONST_19  N10   N4   C5   C7     0.00   0.0  0
 7DE  CONST_20  C1    C13  C12  N19  180.00   0.0  0
 7DE  CONST_21  C3    C11  C12  N19  180.00   0.0  0
 7DE  CONST_22  C6    C5   N4   C3     0.00   0.0  0
 7DE  CONST_23  C14   C7   C5   N4   180.00   0.0  0
 7DE  CONST_24  C9    C8   N10  N4   180.00   0.0  0
 7DE  CONST_25  C9    C8   C7   C5   180.00   0.0  0
 7DE  CONST_26  N10   N4   C5   C6   180.00   0.0  0
 7DE  CONST_27  C8    C7   C5   C6   180.00   0.0  0
 7DE  CONST_28  C14   C7   C8   N10  180.00   0.0  0
 7DE  CONST_29  H1    C1   C13  C12  180.00   0.0  0
 7DE  CONST_30  H11   C11  C12  C13  180.00   0.0  0
 7DE  CONST_31  H2    C2   C1   C13  180.00   0.0  0
 7DE  CONST_32  H13   C13  C12  C11  180.00   0.0  0
 7DE  CONST_33  C13   C12  N19  O21    0.00   0.0  0
 7DE  CONST_34  C11   C12  N19  O21  180.00   0.0  0
 7DE  CONST_35  C13   C12  N19  O20  180.00   0.0  0
 7DE  CONST_36  C11   C12  N19  O20    0.00   0.0  0
 7DE  Var_01    O18   C14  C7   C5     3.14  30.0  2
 7DE  Var_02    H61   C6   C5   N4    95.14  30.0  2
 7DE  Var_03    H91   C9   C8   C7    60.40  30.0  2
 7DE  Var_04    C17   C16  O15  C14  177.17  30.0  3
 7DE  Var_05    H171  C17  C16  O15  -61.06  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
 7DE  plan-1  C3   0.020
 7DE  plan-1  N4   0.020
 7DE  plan-1  C5   0.020
 7DE  plan-1  C6   0.020
 7DE  plan-1  C7   0.020
 7DE  plan-1  C8   0.020
 7DE  plan-1  N10  0.020
 7DE  plan-1  C9   0.020
 7DE  plan-1  C14  0.020
 7DE  plan-2  N19  0.020
 7DE  plan-2  C12  0.020
 7DE  plan-2  C13  0.020
 7DE  plan-2  C11  0.020
 7DE  plan-2  C3   0.020
 7DE  plan-2  C2   0.020
 7DE  plan-2  C1   0.020
 7DE  plan-2  N4   0.020
 7DE  plan-2  H13  0.020
 7DE  plan-2  H11  0.020
 7DE  plan-2  H2   0.020
 7DE  plan-2  H1   0.020
 7DE  plan-3  O21  0.020
 7DE  plan-3  N19  0.020
 7DE  plan-3  O20  0.020
 7DE  plan-3  C12  0.020
 7DE  plan-4  C7   0.020
 7DE  plan-4  C14  0.020
 7DE  plan-4  O18  0.020
 7DE  plan-4  O15  0.020

