# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 03:35:56 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 3,4-bis(7-chloro-1H-indol-3-yl)-1H-pyrrole-2,5-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1[nH]c(C(O)=O)c(c2c[nH]c3c(Cl)cccc23)c1c4c[nH]c5c(Cl)cccc45
#
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
 2CC  2CC  '3,4-bis(7-chloro-1H-indol-3-yl)-1H-pyrrole-2,5-dicarboxylic acid'  ligand  42  31  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2CC
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
 2CC  CL1  CL  CL     0  -0.135   4.5988  -3.7581  -0.3321
 2CC  C16  C   CR6    0  -0.130   4.1119  -2.1853  -0.8788
 2CC  C15  C   CR16   0  -0.272   4.7481  -1.5594  -1.9287
 2CC  C14  C   CR16   0  -0.288   4.3226  -0.2877  -2.3481
 2CC  C13  C   CR16   0  -0.364   3.2793   0.3657  -1.7235
 2CC  C12  C   CR56   0   0.028   2.6266  -0.2613  -0.6590
 2CC  C17  C   CR56   0   0.451   3.0503  -1.5436  -0.2480
 2CC  N2   N   NR15   0  -0.687   2.2525  -1.9367   0.7801
 2CC  C18  C   CR15   0  -0.089   1.3343  -0.9530   1.0288
 2CC  C11  C   CR5    0  -0.007   1.5225   0.1021   0.1793
 2CC  C10  C   CR5    0  -0.032   0.6846   1.2936   0.0825
 2CC  C9   C   CR5    0   0.079   1.0805   2.6230   0.1390
 2CC  C26  C   C      0   0.339   2.4007   3.2913   0.3790
 2CC  O28  O   O      0  -0.576   3.3738   2.5601   0.6306
 2CC  O27  O   OC    -1  -0.618   2.3901   4.5411   0.3122
 2CC  N1   N   NR15   0  -0.637  -0.0371   3.3735  -0.0112
 2CC  C8   C   CR5    0   0.080  -1.1441   2.6081  -0.1648
 2CC  C29  C   C      0   0.339  -2.4741   3.2585  -0.3993
 2CC  O32  O   OC    -1  -0.618  -2.4814   4.5080  -0.3267
 2CC  O30  O   O      0  -0.576  -3.4372   2.5145  -0.6520
 2CC  C7   C   CR5    0  -0.032  -0.7295   1.2842  -0.1152
 2CC  C6   C   CR5    0  -0.008  -1.5509   0.0815  -0.2169
 2CC  C19  C   CR15   0  -0.090  -1.3510  -0.9662  -1.0728
 2CC  N3   N   NR15   0  -0.687  -2.2537  -1.9646  -0.8253
 2CC  C20  C   CR56   0   0.451  -3.0537  -1.5879   0.2072
 2CC  C5   C   CR56   0   0.030  -2.6465  -0.3020   0.6235
 2CC  C4   C   CR16   0  -0.364  -3.3038   0.3106   1.6933
 2CC  C3   C   CR16   0  -0.288  -4.3358  -0.3603   2.3184
 2CC  C2   C   CR16   0  -0.272  -4.7451  -1.6356   1.8939
 2CC  C1   C   CR6    0  -0.130  -4.1040  -2.2474   0.8387
 2CC  CL2  CL  CL     0  -0.135  -4.5712  -3.8240   0.2859
 2CC  H15  H   HCR6   0   0.267   5.5721  -2.0491  -2.4303
 2CC  H14  H   HCR6   0   0.250   4.8368   0.1825  -3.1763
 2CC  H13  H   HCR6   0   0.234   2.9659   1.3469  -2.0535
 2CC  H18  H   HCR5   0   0.272   0.5944  -1.0821   1.8026
 2CC  H19  H   HCR5   0   0.272  -0.6127  -1.0809  -1.8504
 2CC  H4   H   HCR6   0   0.234  -3.0026   1.2943   2.0274
 2CC  H3   H   HCR6   0   0.250  -4.8533   0.0983   3.1509
 2CC  H2   H   HCR6   0   0.267  -5.5603  -2.1394   2.3958
 2CC  HN2  H   HNR5   0   0.405   2.3106  -2.8121   1.2722
 2CC  HN1  H   HNR5   0   0.378  -0.0444   4.3808  -0.0082
 2CC  HN3  H   HNR5   0   0.405  -2.3051  -2.8357  -1.3257

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
 2CC  C16  CL1  single    1.735  0.020  1.735
 2CC  C17  C16  aromatic  1.392  0.020  1.392
 2CC  C16  C15  aromatic  1.378  0.020  1.378
 2CC  C14  C15  aromatic  1.405  0.020  1.405
 2CC  C15  H15  single    0.930  0.020  1.080
 2CC  C13  C14  aromatic  1.380  0.020  1.380
 2CC  C14  H14  single    0.930  0.020  1.080
 2CC  C12  C13  aromatic  1.397  0.020  1.397
 2CC  C13  H13  single    0.930  0.020  1.080
 2CC  C11  C12  aromatic  1.433  0.020  1.433
 2CC  C12  C17  aromatic  1.412  0.020  1.412
 2CC  N2   C17  aromatic  1.359  0.020  1.359
 2CC  C18  N2   aromatic  1.368  0.020  1.368
 2CC  C18  C11  aromatic  1.368  0.020  1.368
 2CC  C18  H18  single    0.930  0.020  1.080
 2CC  C10  C11  single    1.460  0.020  1.460
 2CC  C7   C10  aromatic  1.428  0.020  1.428
 2CC  C9   C10  aromatic  1.388  0.020  1.388
 2CC  N1   C9   aromatic  1.355  0.020  1.355
 2CC  C9   C26  single    1.499  0.020  1.499
 2CC  O28  C26  deloc     1.243  0.020  1.243
 2CC  C26  O27  deloc     1.252  0.020  1.252
 2CC  C8   N1   aromatic  1.355  0.020  1.355
 2CC  C29  C8   single    1.499  0.020  1.499
 2CC  C8   C7   aromatic  1.388  0.020  1.388
 2CC  O30  C29  deloc     1.243  0.020  1.243
 2CC  O32  C29  deloc     1.252  0.020  1.252
 2CC  C6   C7   single    1.460  0.020  1.460
 2CC  C5   C6   aromatic  1.433  0.020  1.433
 2CC  C6   C19  aromatic  1.368  0.020  1.368
 2CC  N3   C19  aromatic  1.368  0.020  1.368
 2CC  C19  H19  single    0.930  0.020  1.080
 2CC  C20  N3   aromatic  1.359  0.020  1.359
 2CC  C1   C20  aromatic  1.392  0.020  1.392
 2CC  C5   C20  aromatic  1.412  0.020  1.412
 2CC  C4   C5   aromatic  1.397  0.020  1.397
 2CC  C3   C4   aromatic  1.380  0.020  1.380
 2CC  C4   H4   single    0.930  0.020  1.080
 2CC  C3   C2   aromatic  1.405  0.020  1.405
 2CC  C3   H3   single    0.930  0.020  1.080
 2CC  C2   C1   aromatic  1.378  0.020  1.378
 2CC  C2   H2   single    0.930  0.020  1.080
 2CC  C1   CL2  single    1.735  0.020  1.735
 2CC  N2   HN2  single    0.860  0.020  1.020
 2CC  N1   HN1  single    0.860  0.020  1.020
 2CC  N3   HN3  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
 2CC  C17  C16  C15  119.22  3.000
 2CC  C15  C16  CL1  121.49  3.000
 2CC  C17  C16  CL1  119.30  3.000
 2CC  H15  C15  C14  120.13  3.000
 2CC  H15  C15  C16  119.95  3.000
 2CC  C14  C15  C16  119.92  3.000
 2CC  H14  C14  C13  119.98  3.000
 2CC  H14  C14  C15  118.54  3.000
 2CC  C13  C14  C15  121.48  3.000
 2CC  H13  C13  C12  120.28  3.000
 2CC  H13  C13  C14  120.68  3.000
 2CC  C12  C13  C14  119.04  3.000
 2CC  C11  C12  C17  106.94  3.000
 2CC  C17  C12  C13  119.29  3.000
 2CC  C11  C12  C13  133.77  3.000
 2CC  N2   C17  C12  107.86  3.000
 2CC  N2   C17  C16  131.08  3.000
 2CC  C12  C17  C16  121.06  3.000
 2CC  HN2  N2   C18  125.14  3.000
 2CC  HN2  N2   C17  125.99  3.000
 2CC  C18  N2   C17  108.87  3.000
 2CC  H18  C18  C11  129.24  3.000
 2CC  H18  C18  N2   120.31  3.000
 2CC  C11  C18  N2   110.45  3.000
 2CC  C10  C11  C18  126.29  3.000
 2CC  C10  C11  C12  127.61  3.000
 2CC  C18  C11  C12  105.89  3.000
 2CC  C7   C10  C9   107.12  3.000
 2CC  C9   C10  C11  127.96  3.000
 2CC  C7   C10  C11  124.91  3.000
 2CC  N1   C9   C26  119.82  3.000
 2CC  C26  C9   C10  133.21  3.000
 2CC  N1   C9   C10  106.90  3.000
 2CC  O27  C26  O28  127.22  3.000
 2CC  O27  C26  C9   115.41  3.000
 2CC  O28  C26  C9   117.36  3.000
 2CC  HN1  N1   C8   124.02  3.000
 2CC  HN1  N1   C9   124.03  3.000
 2CC  C8   N1   C9   111.94  3.000
 2CC  C7   C8   C29  133.19  3.000
 2CC  C7   C8   N1   106.90  3.000
 2CC  C29  C8   N1   119.84  3.000
 2CC  O30  C29  O32  127.22  3.000
 2CC  O32  C29  C8   115.42  3.000
 2CC  O30  C29  C8   117.36  3.000
 2CC  C6   C7   C8   127.96  3.000
 2CC  C6   C7   C10  124.91  3.000
 2CC  C8   C7   C10  107.12  3.000
 2CC  C5   C6   C19  105.89  3.000
 2CC  C19  C6   C7   126.33  3.000
 2CC  C5   C6   C7   127.57  3.000
 2CC  H19  C19  N3   120.30  3.000
 2CC  H19  C19  C6   129.25  3.000
 2CC  N3   C19  C6   110.45  3.000
 2CC  HN3  N3   C20  125.99  3.000
 2CC  HN3  N3   C19  125.14  3.000
 2CC  C20  N3   C19  108.87  3.000
 2CC  C1   C20  C5   121.04  3.000
 2CC  C5   C20  N3   107.85  3.000
 2CC  C1   C20  N3   131.10  3.000
 2CC  C4   C5   C20  119.30  3.000
 2CC  C4   C5   C6   133.75  3.000
 2CC  C20  C5   C6   106.94  3.000
 2CC  H4   C4   C3   120.68  3.000
 2CC  H4   C4   C5   120.28  3.000
 2CC  C3   C4   C5   119.04  3.000
 2CC  H3   C3   C2   118.53  3.000
 2CC  H3   C3   C4   119.99  3.000
 2CC  C2   C3   C4   121.47  3.000
 2CC  H2   C2   C1   119.94  3.000
 2CC  H2   C2   C3   120.14  3.000
 2CC  C1   C2   C3   119.92  3.000
 2CC  CL2  C1   C2   121.48  3.000
 2CC  CL2  C1   C20  119.30  3.000
 2CC  C2   C1   C20  119.22  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
 2CC  CONST_01  C13  C12  C17  C16    0.00   0.0  0
 2CC  CONST_02  C11  C12  C17  C16  180.00   0.0  0
 2CC  CONST_03  C18  N2   C17  C16  180.00   0.0  0
 2CC  CONST_04  C13  C14  C15  C16    0.00   0.0  0
 2CC  CONST_05  C12  C17  C16  C15    0.00   0.0  0
 2CC  CONST_06  N2   C17  C16  C15  180.00   0.0  0
 2CC  CONST_07  C12  C13  C14  C15    0.00   0.0  0
 2CC  CONST_08  C17  C16  C15  C14    0.00   0.0  0
 2CC  CONST_09  C11  C12  C13  C14  180.00   0.0  0
 2CC  CONST_10  C17  C12  C13  C14    0.00   0.0  0
 2CC  CONST_11  C18  C11  C12  C13  180.00   0.0  0
 2CC  CONST_12  C10  C11  C12  C13    0.00   0.0  0
 2CC  CONST_13  N2   C17  C12  C13  180.00   0.0  0
 2CC  CONST_14  N2   C18  C11  C12    0.00   0.0  0
 2CC  CONST_17  C18  N2   C17  C12    0.00   0.0  0
 2CC  CONST_18  C18  C11  C12  C17    0.00   0.0  0
 2CC  CONST_19  C10  C11  C12  C17  180.00   0.0  0
 2CC  CONST_20  C11  C18  N2   C17    0.00   0.0  0
 2CC  CONST_21  C11  C12  C17  N2     0.00   0.0  0
 2CC  CONST_22  C10  C11  C18  N2   180.00   0.0  0
 2CC  CONST_25  C8   C7   C10  C11  180.00   0.0  0
 2CC  CONST_26  C6   C7   C10  C11    0.00   0.0  0
 2CC  CONST_27  N1   C9   C10  C11  180.00   0.0  0
 2CC  CONST_28  N1   C8   C7   C10    0.00   0.0  0
 2CC  CONST_31  C8   N1   C9   C10    0.00   0.0  0
 2CC  CONST_32  C8   C7   C10  C9     0.00   0.0  0
 2CC  CONST_33  C6   C7   C10  C9   180.00   0.0  0
 2CC  CONST_34  C7   C8   N1   C9     0.00   0.0  0
 2CC  CONST_35  C7   C10  C9   N1     0.00   0.0  0
 2CC  CONST_36  C6   C7   C8   N1   180.00   0.0  0
 2CC  CONST_39  C20  C5   C6   C7   180.00   0.0  0
 2CC  CONST_40  C4   C5   C6   C7     0.00   0.0  0
 2CC  CONST_41  N3   C19  C6   C7   180.00   0.0  0
 2CC  CONST_42  N3   C20  C5   C6     0.00   0.0  0
 2CC  CONST_43  C1   C20  C5   C6   180.00   0.0  0
 2CC  CONST_44  C3   C4   C5   C6   180.00   0.0  0
 2CC  CONST_45  C20  N3   C19  C6     0.00   0.0  0
 2CC  CONST_46  C20  C5   C6   C19    0.00   0.0  0
 2CC  CONST_47  C4   C5   C6   C19  180.00   0.0  0
 2CC  CONST_48  C1   C20  N3   C19  180.00   0.0  0
 2CC  CONST_49  C5   C20  N3   C19    0.00   0.0  0
 2CC  CONST_50  C5   C6   C19  N3     0.00   0.0  0
 2CC  CONST_51  C2   C1   C20  N3   180.00   0.0  0
 2CC  CONST_52  C4   C5   C20  N3   180.00   0.0  0
 2CC  CONST_53  C3   C2   C1   C20    0.00   0.0  0
 2CC  CONST_54  C3   C4   C5   C20    0.00   0.0  0
 2CC  CONST_55  C2   C1   C20  C5     0.00   0.0  0
 2CC  CONST_56  C2   C3   C4   C5     0.00   0.0  0
 2CC  CONST_57  C1   C20  C5   C4     0.00   0.0  0
 2CC  CONST_58  C1   C2   C3   C4     0.00   0.0  0
 2CC  CONST_59  C12  C17  C16  CL1  180.00   0.0  0
 2CC  CONST_60  N2   C17  C16  CL1    0.00   0.0  0
 2CC  CONST_61  C14  C15  C16  CL1  180.00   0.0  0
 2CC  CONST_62  C26  C9   C10  C11    0.00   0.0  0
 2CC  CONST_63  C29  C8   C7   C10  180.00   0.0  0
 2CC  CONST_64  C29  C8   N1   C9   180.00   0.0  0
 2CC  CONST_65  C7   C10  C9   C26  180.00   0.0  0
 2CC  CONST_66  C8   N1   C9   C26  180.00   0.0  0
 2CC  CONST_67  C6   C7   C8   C29    0.00   0.0  0
 2CC  CONST_68  CL2  C1   C20  N3     0.00   0.0  0
 2CC  CONST_69  CL2  C1   C20  C5   180.00   0.0  0
 2CC  CONST_70  CL2  C1   C2   C3   180.00   0.0  0
 2CC  CONST_71  HN2  N2   C17  C16    0.00   0.0  0
 2CC  CONST_72  H14  C14  C15  C16  180.00   0.0  0
 2CC  CONST_73  H13  C13  C14  C15  180.00   0.0  0
 2CC  CONST_74  H15  C15  C14  C13  180.00   0.0  0
 2CC  CONST_75  H18  C18  C11  C12  180.00   0.0  0
 2CC  CONST_76  HN1  N1   C9   C10  180.00   0.0  0
 2CC  CONST_77  H19  C19  C6   C7     0.00   0.0  0
 2CC  CONST_78  H4   C4   C5   C6     0.00   0.0  0
 2CC  CONST_79  HN3  N3   C19  C6   180.00   0.0  0
 2CC  CONST_80  H2   C2   C1   C20  180.00   0.0  0
 2CC  CONST_81  H3   C3   C4   C5   180.00   0.0  0
 2CC  Var_01    O28  C26  C9   C10   -2.96  30.0  2
 2CC  Var_02    O30  C29  C8   N1   173.76  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
 2CC  plan-1  C11  0.020
 2CC  plan-1  C10  0.020
 2CC  plan-1  C9   0.020
 2CC  plan-1  C26  0.020
 2CC  plan-1  N1   0.020
 2CC  plan-1  C8   0.020
 2CC  plan-1  C29  0.020
 2CC  plan-1  C7   0.020
 2CC  plan-1  C6   0.020
 2CC  plan-1  HN1  0.020
 2CC  plan-2  CL1  0.020
 2CC  plan-2  C16  0.020
 2CC  plan-2  C15  0.020
 2CC  plan-2  C14  0.020
 2CC  plan-2  C13  0.020
 2CC  plan-2  C12  0.020
 2CC  plan-2  C17  0.020
 2CC  plan-2  N2   0.020
 2CC  plan-2  C18  0.020
 2CC  plan-2  C11  0.020
 2CC  plan-2  C10  0.020
 2CC  plan-2  H15  0.020
 2CC  plan-2  H14  0.020
 2CC  plan-2  H13  0.020
 2CC  plan-2  H18  0.020
 2CC  plan-2  HN2  0.020
 2CC  plan-3  C7   0.020
 2CC  plan-3  C6   0.020
 2CC  plan-3  C19  0.020
 2CC  plan-3  N3   0.020
 2CC  plan-3  C20  0.020
 2CC  plan-3  C5   0.020
 2CC  plan-3  C4   0.020
 2CC  plan-3  C3   0.020
 2CC  plan-3  C2   0.020
 2CC  plan-3  C1   0.020
 2CC  plan-3  CL2  0.020
 2CC  plan-3  H19  0.020
 2CC  plan-3  H4   0.020
 2CC  plan-3  H3   0.020
 2CC  plan-3  H2   0.020
 2CC  plan-3  HN3  0.020
 2CC  plan-4  C9   0.020
 2CC  plan-4  C26  0.020
 2CC  plan-4  O28  0.020
 2CC  plan-4  O27  0.020
 2CC  plan-5  C8   0.020
 2CC  plan-5  C29  0.020
 2CC  plan-5  O32  0.020
 2CC  plan-5  O30  0.020

