# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 12:53:01 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  44  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  -0.126   4.6069  -3.7547  -0.2143
 2CC  C16   C   CR6   0  -0.126   4.1156  -2.2008  -0.8015
 2CC  C15   C   CR16  0  -0.268   4.7458  -1.6010  -1.8699
 2CC  C14   C   CR16  0  -0.281   4.3141  -0.3443  -2.3245
 2CC  C13   C   CR16  0  -0.377   3.2680   0.3218  -1.7188
 2CC  C12   C   CR56  0   0.041   2.6260  -0.2764  -0.6312
 2CC  C17   C   CR56  0   0.459   3.0548  -1.5440  -0.1857
 2CC  N2    N   NR15  0  -0.683   2.2601  -1.9129   0.8560
 2CC  C18   C   CR15  0  -0.068   1.3412  -0.9329   1.0845
 2CC  C11   C   CR5   0  -0.039   1.5263   0.0997   0.2062
 2CC  C10   C   CR5   0   0.025   0.6931   1.2900   0.0958
 2CC  C9    C   CR5   0   0.167   1.0893   2.6214   0.1581
 2CC  C26   C   C     0   0.469   2.4099   3.1825   0.4388
 2CC  O28   O   O     0  -0.421   3.3922   2.5209   0.6659
 2CC  O27   O   OH1   0  -0.607   2.3937   4.5119   0.4256
 2CC  N1    N   NR15  0  -0.675  -0.0064   3.3996  -0.0080
 2CC  C8    C   CR5   0   0.167  -1.1025   2.6223  -0.1756
 2CC  C29   C   C     0   0.469  -2.4229   3.1847  -0.4550
 2CC  O32   O   OH1   0  -0.607  -2.4059   4.5141  -0.4390
 2CC  O30   O   O     0  -0.421  -3.4056   2.5243  -0.6835
 2CC  C7    C   CR5   0   0.025  -0.7070   1.2906  -0.1161
 2CC  C6    C   CR5   0  -0.040  -1.5408   0.1009  -0.2289
 2CC  C19   C   CR15  0  -0.068  -1.3566  -0.9297  -1.1097
 2CC  N3    N   NR15  0  -0.683  -2.2773  -1.9088  -0.8846
 2CC  C20   C   CR56  0   0.459  -3.0713  -1.5420   0.1582
 2CC  C5    C   CR56  0   0.042  -2.6412  -0.2760   0.6071
 2CC  C4    C   CR16  0  -0.377  -3.2833   0.3204   1.6957
 2CC  C3    C   CR16  0  -0.281  -4.3305  -0.3459   2.2992
 2CC  C2    C   CR16  0  -0.268  -4.7636  -1.6009   1.8411
 2CC  C1    C   CR6   0  -0.126  -4.1335  -2.1989   0.7716
 2CC  CL2   CL  CL    0  -0.126  -4.6266  -3.7505   0.1800
 2CC  H15   H   HCR6  0   0.272   5.5696  -2.1015  -2.3609
 2CC  H14   H   HCR6  0   0.257   4.8222   0.1031  -3.1685
 2CC  H13   H   HCR6  0   0.239   2.9483   1.2885  -2.0861
 2CC  H18   H   HCR5  0   0.284   0.6082  -1.0407   1.8679
 2CC  HO27  H   HOH1  0   0.494   3.2724   4.8600   0.6383
 2CC  HO32  H   HOH1  0   0.494  -3.2843   4.8631  -0.6509
 2CC  H19   H   HCR5  0   0.284  -0.6234  -1.0366  -1.8931
 2CC  H4    H   HCR6  0   0.240  -2.9625   1.2859   2.0653
 2CC  H3    H   HCR6  0   0.257  -4.8387   0.1001   3.1438
 2CC  H2    H   HCR6  0   0.272  -5.5887  -2.1015   2.3299
 2CC  HN2   H   HNR5  0   0.412   2.3308  -2.7704   1.3784
 2CC  HN1   H   HNR5  0   0.427  -0.0062   4.4086  -0.0074
 2CC  HN3   H   HNR5  0   0.412  -2.3444  -2.7676  -1.4053

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    1.732  0.020  1.732
 2CC  C17  C16   aromatic  1.391  0.020  1.391
 2CC  C16  C15   aromatic  1.378  0.020  1.378
 2CC  C14  C15   aromatic  1.404  0.020  1.404
 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  1.432  0.020  1.432
 2CC  C12  C17   aromatic  1.410  0.020  1.410
 2CC  N2   C17   aromatic  1.361  0.020  1.361
 2CC  C18  N2    aromatic  1.363  0.020  1.363
 2CC  C18  C11   aromatic  1.368  0.020  1.368
 2CC  C18  H18   single    0.930  0.020  1.080
 2CC  C10  C11   single    1.457  0.020  1.457
 2CC  C7   C10   aromatic  1.416  0.020  1.416
 2CC  C9   C10   aromatic  1.391  0.020  1.391
 2CC  N1   C9    aromatic  1.354  0.020  1.354
 2CC  C9   C26   single    1.462  0.020  1.462
 2CC  O28  C26   double    1.206  0.020  1.206
 2CC  C26  O27   single    1.330  0.020  1.330
 2CC  O27  HO27  single    0.850  0.020  0.980
 2CC  C8   N1    aromatic  1.354  0.020  1.354
 2CC  C29  C8    single    1.462  0.020  1.462
 2CC  C8   C7    aromatic  1.390  0.020  1.390
 2CC  O30  C29   double    1.206  0.020  1.206
 2CC  O32  C29   single    1.330  0.020  1.330
 2CC  O32  HO32  single    0.850  0.020  0.980
 2CC  C6   C7    single    1.457  0.020  1.457
 2CC  C5   C6    aromatic  1.432  0.020  1.432
 2CC  C6   C19   aromatic  1.368  0.020  1.368
 2CC  N3   C19   aromatic  1.363  0.020  1.363
 2CC  C19  H19   single    0.930  0.020  1.080
 2CC  C20  N3    aromatic  1.361  0.020  1.361
 2CC  C1   C20   aromatic  1.391  0.020  1.391
 2CC  C5   C20   aromatic  1.410  0.020  1.410
 2CC  C4   C5    aromatic  1.398  0.020  1.398
 2CC  C3   C4    aromatic  1.380  0.020  1.380
 2CC  C4   H4    single    0.930  0.020  1.080
 2CC  C3   C2    aromatic  1.404  0.020  1.404
 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    1.732  0.020  1.732
 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  119.10  3.000
 2CC  C15   C16  CL1  121.58  3.000
 2CC  C17   C16  CL1  119.32  3.000
 2CC  H15   C15  C14  120.08  3.000
 2CC  H15   C15  C16  119.92  3.000
 2CC  C14   C15  C16  120.00  3.000
 2CC  H14   C14  C13  119.91  3.000
 2CC  H14   C14  C15  118.57  3.000
 2CC  C13   C14  C15  121.52  3.000
 2CC  H13   C13  C12  120.71  3.000
 2CC  H13   C13  C14  120.40  3.000
 2CC  C12   C13  C14  118.89  3.000
 2CC  C11   C12  C17  106.54  3.000
 2CC  C17   C12  C13  119.40  3.000
 2CC  C11   C12  C13  134.05  3.000
 2CC  N2    C17  C12  107.93  3.000
 2CC  N2    C17  C16  130.99  3.000
 2CC  C12   C17  C16  121.09  3.000
 2CC  HN2   N2   C18  124.95  3.000
 2CC  HN2   N2   C17  125.95  3.000
 2CC  C18   N2   C17  109.10  3.000
 2CC  H18   C18  C11  129.33  3.000
 2CC  H18   C18  N2   120.56  3.000
 2CC  C11   C18  N2   110.11  3.000
 2CC  C10   C11  C18  126.00  3.000
 2CC  C10   C11  C12  127.53  3.000
 2CC  C18   C11  C12  106.32  3.000
 2CC  C7    C10  C9   106.74  3.000
 2CC  C9    C10  C11  128.02  3.000
 2CC  C7    C10  C11  125.24  3.000
 2CC  N1    C9   C26  122.27  3.000
 2CC  C26   C9   C10  129.30  3.000
 2CC  N1    C9   C10  108.31  3.000
 2CC  O27   C26  O28  124.08  3.000
 2CC  O27   C26  C9   111.76  3.000
 2CC  O28   C26  C9   124.15  3.000
 2CC  HO27  O27  C26  110.24  3.000
 2CC  HN1   N1   C8   125.05  3.000
 2CC  HN1   N1   C9   125.06  3.000
 2CC  C8    N1   C9   109.90  3.000
 2CC  C7    C8   C29  129.31  3.000
 2CC  C7    C8   N1   108.31  3.000
 2CC  C29   C8   N1   122.27  3.000
 2CC  O30   C29  O32  124.08  3.000
 2CC  O32   C29  C8   111.76  3.000
 2CC  O30   C29  C8   124.16  3.000
 2CC  HO32  O32  C29  110.24  3.000
 2CC  C6    C7   C8   128.01  3.000
 2CC  C6    C7   C10  125.24  3.000
 2CC  C8    C7   C10  106.74  3.000
 2CC  C5    C6   C19  106.32  3.000
 2CC  C19   C6   C7   126.00  3.000
 2CC  C5    C6   C7   127.54  3.000
 2CC  H19   C19  N3   120.55  3.000
 2CC  H19   C19  C6   129.34  3.000
 2CC  N3    C19  C6   110.11  3.000
 2CC  HN3   N3   C20  125.97  3.000
 2CC  HN3   N3   C19  124.93  3.000
 2CC  C20   N3   C19  109.10  3.000
 2CC  C1    C20  C5   121.08  3.000
 2CC  C5    C20  N3   107.93  3.000
 2CC  C1    C20  N3   130.99  3.000
 2CC  C4    C5   C20  119.40  3.000
 2CC  C4    C5   C6   134.05  3.000
 2CC  C20   C5   C6   106.54  3.000
 2CC  H4    C4   C3   120.41  3.000
 2CC  H4    C4   C5   120.70  3.000
 2CC  C3    C4   C5   118.89  3.000
 2CC  H3    C3   C2   118.56  3.000
 2CC  H3    C3   C4   119.92  3.000
 2CC  C2    C3   C4   121.52  3.000
 2CC  H2    C2   C1   119.91  3.000
 2CC  H2    C2   C3   120.09  3.000
 2CC  C1    C2   C3   120.00  3.000
 2CC  CL2   C1   C2   121.58  3.000
 2CC  CL2   C1   C20  119.32  3.000
 2CC  C2    C1   C20  119.10  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  CONST_82  HO27  O27  C26  C9   180.00   0.0  0
 2CC  CONST_83  HO32  O32  C29  C8   180.00   0.0  0
 2CC  Var_01    O28   C26  C9   C10    0.12  30.0  2
 2CC  Var_02    O30   C29  C8   N1   175.70  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-4  HO27  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
 2CC  plan-5  HO32  0.020

