# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 01:25:29 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: N,N'-[ethane-1,2-diylbis(oxyethane-2,1-diyl)]bis(5-chloro-1H-indole-2-carboxamide)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc2[nH]c(cc2c1)C(=O)NCCOCCOCCNC(=O)c3[nH]c4ccc(Cl)cc4c3
#
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
 CP4  CP4  N,N'-[ethane-1,2-diylbis(oxyethane-2,1-diyl)]bis(5-chloro-1H-indole-2-carboxamide)  ligand  58  34  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CP4
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
 CP4  C0    C   CR56  0   0.062   0.6692  -0.1035   -7.7432
 CP4  C1    C   CR56  0   0.358   0.0684   0.8338   -6.8748
 CP4  C2    C   CR15  0  -0.394   1.6363  -0.8130   -6.9785
 CP4  C3    C   CR16  0  -0.302   0.2576  -0.1705   -9.0807
 CP4  N4    N   NR15  0  -0.740   0.6321   0.6784   -5.6457
 CP4  C5    C   CR16  0  -0.307  -0.9193   1.7171   -7.3094
 CP4  C6    C   CR5   0   0.225   1.5850  -0.3079   -5.7079
 CP4  C7    C   CR6   0  -0.049  -0.7215   0.7027   -9.4925
 CP4  C8    C   CR16  0  -0.236  -1.3100   1.6418   -8.6285
 CP4  C9    C   C     0   0.517   2.3970  -0.7567   -4.5565
 CP4  CL10  CL  CL    0  -0.140  -1.2626   0.6561  -11.1448
 CP4  N11   N   NH1   0  -0.651   1.9119  -0.4497   -3.3417
 CP4  O12   O   O     0  -0.481   3.4397  -1.3690   -4.7413
 CP4  C13   C   CH2   0  -0.312   2.5723  -0.7971   -2.1028
 CP4  C14   C   CH2   0  -0.152   2.4416   0.3222   -1.0942
 CP4  O15   O   O2    0  -0.490   1.0748   0.5503   -0.8543
 CP4  C16   C   CH2   0  -0.168   0.8337   1.6923   -0.0709
 CP4  C17   C   CH2   0  -0.168  -0.6492   1.8808    0.1108
 CP4  O18   O   O2    0  -0.491  -1.1690   0.8278    0.8841
 CP4  C19   C   CH2   0  -0.156  -2.5404   0.9646    1.1632
 CP4  C20   C   CH2   0  -0.309  -2.9255  -0.0749    2.1923
 CP4  N21   N   NH1   0  -0.652  -2.1473   0.1012    3.3990
 CP4  C22   C   C     0   0.517  -2.6144  -0.1656    4.6304
 CP4  C23   C   CR5   0   0.226  -1.6690   0.0761    5.7417
 CP4  O24   O   O     0  -0.481  -3.7417  -0.5812    4.8578
 CP4  N25   N   NR15  0  -0.739  -0.5660   0.8883    5.6522
 CP4  C26   C   CR15  0  -0.395  -1.7275  -0.4780    6.9913
 CP4  C27   C   CR56  0   0.358   0.0907   0.8837    6.8443
 CP4  C28   C   CR56  0   0.061  -0.6063   0.0171    7.7141
 CP4  C29   C   CR16  0  -0.307   1.2380   1.5672    7.2452
 CP4  C30   C   CR16  0  -0.303  -0.1303  -0.1867    9.0158
 CP4  C31   C   CR16  0  -0.237   1.6906   1.3603    8.5299
 CP4  C32   C   CR6   0  -0.049   1.0060   0.4891    9.3940
 CP4  CL33  CL  CL    0  -0.140   1.6312   0.2702   11.0020
 CP4  H2    H   HCR5  0   0.263   2.2726  -1.6150   -7.3166
 CP4  H3    H   HCR6  0   0.275   0.6992  -0.8834   -9.7641
 CP4  HN4   H   HNR5  0   0.414   0.4724   1.2977   -4.8676
 CP4  H5    H   HCR6  0   0.276  -1.3729   2.4371   -6.6413
 CP4  H8    H   HCR6  0   0.278  -2.0765   2.3072   -9.0015
 CP4  H11   H   HNH1  0   0.396   0.9652  -0.1147   -3.2566
 CP4  H131  H   HCH2  0   0.250   2.1582  -1.7240   -1.6948
 CP4  H132  H   HCH2  0   0.262   3.6282  -0.9725   -2.2988
 CP4  H141  H   HCH2  0   0.219   2.9662   0.0381   -0.1724
 CP4  H142  H   HCH2  0   0.210   2.9278   1.2278   -1.4823
 CP4  H161  H   HCH2  0   0.208   1.3222   1.6070    0.9100
 CP4  H162  H   HCH2  0   0.212   1.2381   2.5924   -0.5533
 CP4  H171  H   HCH2  0   0.212  -0.8138   2.8482    0.6045
 CP4  H172  H   HCH2  0   0.209  -1.1447   1.9340   -0.8686
 CP4  H191  H   HCH2  0   0.211  -2.7621   1.9681    1.5518
 CP4  H192  H   HCH2  0   0.221  -3.1490   0.8213    0.2608
 CP4  H201  H   HCH2  0   0.260  -3.9824   0.0372    2.4276
 CP4  H202  H   HCH2  0   0.249  -2.7866  -1.0818    1.7860
 CP4  H21   H   HNH1  0   0.396  -1.1569   0.2347    3.2655
 CP4  H25   H   HNR5  0   0.413  -0.3553   1.5148    4.8919
 CP4  H26   H   HCR5  0   0.263  -2.4725  -1.1746    7.3407
 CP4  H29   H   HCR6  0   0.276   1.7624   2.2373    6.5771
 CP4  H30   H   HCR6  0   0.275  -0.6426  -0.8515    9.6985
 CP4  H31   H   HCR6  0   0.278   2.5798   1.8696    8.8754

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
 CP4  C0   C1    aromatic  1.412  0.020  1.412
 CP4  C0   C2    aromatic  1.422  0.020  1.422
 CP4  C0   C3    aromatic  1.401  0.020  1.401
 CP4  C1   N4    aromatic  1.361  0.020  1.361
 CP4  C1   C5    aromatic  1.395  0.020  1.395
 CP4  C2   C6    aromatic  1.368  0.020  1.368
 CP4  C2   H2    single    0.930  0.020  1.080
 CP4  C3   C7    aromatic  1.375  0.020  1.375
 CP4  C3   H3    single    0.930  0.020  1.080
 CP4  N4   C6    aromatic  1.373  0.020  1.373
 CP4  N4   HN4   single    0.860  0.020  1.020
 CP4  C5   C8    aromatic  1.378  0.020  1.378
 CP4  C5   H5    single    0.930  0.020  1.080
 CP4  C6   C9    single    1.479  0.020  1.479
 CP4  C7   C8    aromatic  1.405  0.020  1.405
 CP4  C7   CL10  single    1.739  0.020  1.739
 CP4  C8   H8    single    0.930  0.020  1.080
 CP4  C9   N11   single    1.344  0.020  1.344
 CP4  C9   O12   double    1.223  0.020  1.223
 CP4  N11  C13   single    1.446  0.020  1.446
 CP4  N11  H11   single    0.860  0.020  1.020
 CP4  C13  C14   single    1.512  0.020  1.512
 CP4  C13  H131  single    0.970  0.020  1.090
 CP4  C13  H132  single    0.970  0.020  1.090
 CP4  C14  O15   single    1.406  0.020  1.406
 CP4  C14  H141  single    0.970  0.020  1.090
 CP4  C14  H142  single    0.970  0.020  1.090
 CP4  O15  C16   single    1.406  0.020  1.406
 CP4  C16  C17   single    1.506  0.020  1.506
 CP4  C16  H161  single    0.970  0.020  1.090
 CP4  C16  H162  single    0.970  0.020  1.090
 CP4  C17  O18   single    1.406  0.020  1.406
 CP4  C17  H171  single    0.970  0.020  1.090
 CP4  C17  H172  single    0.970  0.020  1.090
 CP4  O18  C19   single    1.406  0.020  1.406
 CP4  C19  C20   single    1.513  0.020  1.513
 CP4  C19  H191  single    0.970  0.020  1.090
 CP4  C19  H192  single    0.970  0.020  1.090
 CP4  C20  N21   single    1.447  0.020  1.447
 CP4  C20  H201  single    0.970  0.020  1.090
 CP4  C20  H202  single    0.970  0.020  1.090
 CP4  N21  C22   single    1.344  0.020  1.344
 CP4  N21  H21   single    0.860  0.020  1.020
 CP4  C22  C23   single    1.479  0.020  1.479
 CP4  C22  O24   double    1.223  0.020  1.223
 CP4  C23  N25   aromatic  1.373  0.020  1.373
 CP4  C23  C26   aromatic  1.368  0.020  1.368
 CP4  N25  C27   aromatic  1.361  0.020  1.361
 CP4  N25  H25   single    0.860  0.020  1.020
 CP4  C26  C28   aromatic  1.423  0.020  1.423
 CP4  C26  H26   single    0.930  0.020  1.080
 CP4  C27  C28   aromatic  1.412  0.020  1.412
 CP4  C27  C29   aromatic  1.394  0.020  1.394
 CP4  C28  C30   aromatic  1.401  0.020  1.401
 CP4  C29  C31   aromatic  1.378  0.020  1.378
 CP4  C29  H29   single    0.930  0.020  1.080
 CP4  C30  C32   aromatic  1.375  0.020  1.375
 CP4  C30  H30   single    0.930  0.020  1.080
 CP4  C31  C32   aromatic  1.405  0.020  1.405
 CP4  C31  H31   single    0.930  0.020  1.080
 CP4  C32  CL33  single    1.739  0.020  1.739

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
 CP4  C3    C0   C2    133.56  3.000
 CP4  C3    C0   C1    119.60  3.000
 CP4  C2    C0   C1    106.85  3.000
 CP4  C5    C1   N4    130.32  3.000
 CP4  C5    C1   C0    122.02  3.000
 CP4  N4    C1   C0    107.66  3.000
 CP4  H2    C2   C6    126.01  3.000
 CP4  H2    C2   C0    127.14  3.000
 CP4  C6    C2   C0    106.83  3.000
 CP4  H3    C3   C7    121.33  3.000
 CP4  H3    C3   C0    120.97  3.000
 CP4  C7    C3   C0    117.69  3.000
 CP4  HN4   N4   C6    125.93  3.000
 CP4  HN4   N4   C1    124.18  3.000
 CP4  C6    N4   C1    109.18  3.000
 CP4  H5    C5   C8    120.58  3.000
 CP4  H5    C5   C1    121.74  3.000
 CP4  C8    C5   C1    117.68  3.000
 CP4  C9    C6   N4    124.33  3.000
 CP4  C9    C6   C2    126.19  3.000
 CP4  N4    C6   C2    109.47  3.000
 CP4  CL10  C7   C8    118.14  3.000
 CP4  CL10  C7   C3    119.28  3.000
 CP4  C8    C7   C3    122.58  3.000
 CP4  H8    C8   C7    119.74  3.000
 CP4  H8    C8   C5    119.84  3.000
 CP4  C7    C8   C5    120.42  3.000
 CP4  O12   C9   N11   123.97  3.000
 CP4  O12   C9   C6    120.16  3.000
 CP4  N11   C9   C6    115.87  3.000
 CP4  H11   N11  C13   115.87  3.000
 CP4  H11   N11  C9    119.44  3.000
 CP4  C13   N11  C9    123.69  3.000
 CP4  H132  C13  H131  107.33  3.000
 CP4  H132  C13  C14   108.86  3.000
 CP4  H131  C13  C14   110.22  3.000
 CP4  H132  C13  N11   109.12  3.000
 CP4  H131  C13  N11   110.49  3.000
 CP4  C14   C13  N11   110.74  3.000
 CP4  H142  C14  H141  107.36  3.000
 CP4  H142  C14  O15   110.90  3.000
 CP4  H141  C14  O15   111.29  3.000
 CP4  H142  C14  C13   109.64  3.000
 CP4  H141  C14  C13   109.09  3.000
 CP4  O15   C14  C13   108.53  3.000
 CP4  C16   O15  C14   113.18  3.000
 CP4  H162  C16  H161  106.97  3.000
 CP4  H162  C16  C17   108.24  3.000
 CP4  H161  C16  C17   109.86  3.000
 CP4  H162  C16  O15   110.96  3.000
 CP4  H161  C16  O15   110.99  3.000
 CP4  C17   C16  O15   109.75  3.000
 CP4  H172  C17  H171  106.88  3.000
 CP4  H172  C17  O18   111.08  3.000
 CP4  H171  C17  O18   110.91  3.000
 CP4  H172  C17  C16   110.03  3.000
 CP4  H171  C17  C16   108.18  3.000
 CP4  O18   C17  C16   109.68  3.000
 CP4  C19   O18  C17   113.38  3.000
 CP4  H192  C19  H191  107.34  3.000
 CP4  H192  C19  C20   109.17  3.000
 CP4  H191  C19  C20   109.61  3.000
 CP4  H192  C19  O18   111.40  3.000
 CP4  H191  C19  O18   110.85  3.000
 CP4  C20   C19  O18   108.45  3.000
 CP4  H202  C20  H201  107.35  3.000
 CP4  H202  C20  N21   110.69  3.000
 CP4  H201  C20  N21   109.24  3.000
 CP4  H202  C20  C19   110.32  3.000
 CP4  H201  C20  C19   108.88  3.000
 CP4  N21   C20  C19   110.30  3.000
 CP4  H21   N21  C22   119.28  3.000
 CP4  H21   N21  C20   115.73  3.000
 CP4  C22   N21  C20   123.58  3.000
 CP4  O24   C22  C23   120.34  3.000
 CP4  O24   C22  N21   123.95  3.000
 CP4  C23   C22  N21   115.72  3.000
 CP4  C26   C23  N25   109.48  3.000
 CP4  C26   C23  C22   126.36  3.000
 CP4  N25   C23  C22   124.15  3.000
 CP4  H25   N25  C27   124.21  3.000
 CP4  H25   N25  C23   125.82  3.000
 CP4  C27   N25  C23   109.18  3.000
 CP4  H26   C26  C28   127.21  3.000
 CP4  H26   C26  C23   125.96  3.000
 CP4  C28   C26  C23   106.82  3.000
 CP4  C29   C27  C28   122.01  3.000
 CP4  C29   C27  N25   130.33  3.000
 CP4  C28   C27  N25   107.67  3.000
 CP4  C30   C28  C27   119.60  3.000
 CP4  C30   C28  C26   133.56  3.000
 CP4  C27   C28  C26   106.84  3.000
 CP4  H29   C29  C31   120.64  3.000
 CP4  H29   C29  C27   121.67  3.000
 CP4  C31   C29  C27   117.70  3.000
 CP4  H30   C30  C32   121.32  3.000
 CP4  H30   C30  C28   120.98  3.000
 CP4  C32   C30  C28   117.70  3.000
 CP4  H31   C31  C32   119.75  3.000
 CP4  H31   C31  C29   119.83  3.000
 CP4  C32   C31  C29   120.43  3.000
 CP4  CL33  C32  C31   118.13  3.000
 CP4  CL33  C32  C30   119.31  3.000
 CP4  C31   C32  C30   122.56  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
 CP4  CONST_01  C6    N4   C1   C0      0.00   0.0  0
 CP4  CONST_02  C8    C5   C1   C0      0.00   0.0  0
 CP4  CONST_03  N4    C6   C2   C0      0.00   0.0  0
 CP4  CONST_04  C8    C7   C3   C0      0.00   0.0  0
 CP4  CONST_05  C6    C2   C0   C1      0.00   0.0  0
 CP4  CONST_06  C7    C3   C0   C1      0.00   0.0  0
 CP4  CONST_07  C2    C6   N4   C1      0.00   0.0  0
 CP4  CONST_08  C7    C8   C5   C1      0.00   0.0  0
 CP4  CONST_09  N4    C1   C0   C2      0.00   0.0  0
 CP4  CONST_10  C5    C1   C0   C2    180.00   0.0  0
 CP4  CONST_11  C7    C3   C0   C2    180.00   0.0  0
 CP4  CONST_12  N4    C1   C0   C3    180.00   0.0  0
 CP4  CONST_13  C5    C1   C0   C3      0.00   0.0  0
 CP4  CONST_14  C6    C2   C0   C3    180.00   0.0  0
 CP4  CONST_15  C5    C8   C7   C3      0.00   0.0  0
 CP4  CONST_16  C8    C5   C1   N4    180.00   0.0  0
 CP4  CONST_17  C6    N4   C1   C5    180.00   0.0  0
 CP4  CONST_18  C28   C27  N25  C23     0.00   0.0  0
 CP4  CONST_19  C29   C27  N25  C23   180.00   0.0  0
 CP4  CONST_20  C27   C28  C26  C23     0.00   0.0  0
 CP4  CONST_21  C30   C28  C26  C23   180.00   0.0  0
 CP4  CONST_22  C28   C26  C23  N25     0.00   0.0  0
 CP4  CONST_23  C26   C28  C27  N25     0.00   0.0  0
 CP4  CONST_24  C30   C28  C27  N25   180.00   0.0  0
 CP4  CONST_25  C31   C29  C27  N25   180.00   0.0  0
 CP4  CONST_26  C27   N25  C23  C26     0.00   0.0  0
 CP4  CONST_27  C29   C27  C28  C26   180.00   0.0  0
 CP4  CONST_28  C32   C30  C28  C26   180.00   0.0  0
 CP4  CONST_29  C32   C30  C28  C27     0.00   0.0  0
 CP4  CONST_30  C32   C31  C29  C27     0.00   0.0  0
 CP4  CONST_31  C31   C29  C27  C28     0.00   0.0  0
 CP4  CONST_32  C31   C32  C30  C28     0.00   0.0  0
 CP4  CONST_33  C30   C28  C27  C29     0.00   0.0  0
 CP4  CONST_34  C30   C32  C31  C29     0.00   0.0  0
 CP4  CONST_35  C9    C6   C2   C0    180.00   0.0  0
 CP4  CONST_36  CL10  C7   C3   C0    180.00   0.0  0
 CP4  CONST_37  C9    C6   N4   C1    180.00   0.0  0
 CP4  CONST_38  CL10  C7   C8   C5    180.00   0.0  0
 CP4  CONST_39  C27   N25  C23  C22   180.00   0.0  0
 CP4  CONST_40  C28   C26  C23  C22   180.00   0.0  0
 CP4  CONST_41  CL33  C32  C30  C28   180.00   0.0  0
 CP4  CONST_42  CL33  C32  C31  C29   180.00   0.0  0
 CP4  CONST_43  HN4   N4   C1   C0    180.00   0.0  0
 CP4  CONST_44  H5    C5   C1   C0    180.00   0.0  0
 CP4  CONST_45  H2    C2   C0   C1    180.00   0.0  0
 CP4  CONST_46  H3    C3   C0   C1    180.00   0.0  0
 CP4  CONST_47  H8    C8   C5   C1    180.00   0.0  0
 CP4  CONST_48  H26   C26  C23  N25   180.00   0.0  0
 CP4  CONST_49  H29   C29  C27  N25     0.00   0.0  0
 CP4  CONST_50  H25   N25  C23  C26   180.00   0.0  0
 CP4  CONST_51  H30   C30  C28  C26     0.00   0.0  0
 CP4  CONST_52  H31   C31  C29  C27   180.00   0.0  0
 CP4  CONST_53  C13   N11  C9   C6    180.00   0.0  0
 CP4  CONST_54  C23   C22  N21  C20   180.00   0.0  0
 CP4  CONST_55  H11   N11  C9   C6      0.00   0.0  0
 CP4  CONST_56  H21   N21  C22  C23     0.00   0.0  0
 CP4  CONST_57  C13   N11  C9   O12     0.00   0.0  0
 CP4  CONST_58  O24   C22  N21  C20     0.00   0.0  0
 CP4  Var_01    N11   C9   C6   C2   -159.41  30.0  2
 CP4  Var_02    N25   C23  C22  N21    20.12  30.0  2
 CP4  Var_03    C14   C13  N11  C9    141.25  30.0  3
 CP4  Var_04    O15   C14  C13  N11    59.56  30.0  3
 CP4  Var_05    C17   C16  O15  C14   178.70  30.0  3
 CP4  Var_06    O18   C17  C16  O15    66.58  30.0  3
 CP4  Var_07    C20   C19  O18  C17  -169.96  30.0  3
 CP4  Var_08    N21   C20  C19  O18    59.09  30.0  3
 CP4  Var_09    C22   N21  C20  C19   147.17  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
 CP4  plan-1  C0    0.020
 CP4  plan-1  C1    0.020
 CP4  plan-1  C2    0.020
 CP4  plan-1  C3    0.020
 CP4  plan-1  N4    0.020
 CP4  plan-1  C5    0.020
 CP4  plan-1  C6    0.020
 CP4  plan-1  C7    0.020
 CP4  plan-1  C8    0.020
 CP4  plan-1  C9    0.020
 CP4  plan-1  CL10  0.020
 CP4  plan-1  H2    0.020
 CP4  plan-1  H3    0.020
 CP4  plan-1  HN4   0.020
 CP4  plan-1  H5    0.020
 CP4  plan-1  H8    0.020
 CP4  plan-2  C22   0.020
 CP4  plan-2  C23   0.020
 CP4  plan-2  N25   0.020
 CP4  plan-2  C26   0.020
 CP4  plan-2  C27   0.020
 CP4  plan-2  C28   0.020
 CP4  plan-2  C29   0.020
 CP4  plan-2  C30   0.020
 CP4  plan-2  C31   0.020
 CP4  plan-2  C32   0.020
 CP4  plan-2  CL33  0.020
 CP4  plan-2  H25   0.020
 CP4  plan-2  H26   0.020
 CP4  plan-2  H29   0.020
 CP4  plan-2  H30   0.020
 CP4  plan-2  H31   0.020
 CP4  plan-3  C6    0.020
 CP4  plan-3  C9    0.020
 CP4  plan-3  N11   0.020
 CP4  plan-3  O12   0.020
 CP4  plan-3  C13   0.020
 CP4  plan-3  H11   0.020
 CP4  plan-4  C20   0.020
 CP4  plan-4  N21   0.020
 CP4  plan-4  C22   0.020
 CP4  plan-4  C23   0.020
 CP4  plan-4  O24   0.020
 CP4  plan-4  H21   0.020

