#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014357.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2014357
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2006
_journal_volume  62
_journal_page_first  o53
_journal_page_last  o57
_publ_section_title
;
Three 4-aminoquinolines of antimalarial interest
;
loop_
_publ_author_name
  'Bourne, Susan A.'
  'De Villiers, Katherine'
  'Egan, Timothy J.'
_chemical_formula_moiety  'C15 H22 Cl N3 2+ , 2H2 O4 P - , H3 O4 P'
_chemical_formula_sum  'C15 H29 Cl N3 O12 P3'
_chemical_formula_iupac  'C15 H22 Cl N3 2+ , 2H2 O4 P - , H3 O4 P'
_chemical_formula_weight  571.77
_chemical_melting_point  '466-468'
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P-1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  11.0960(2)
_cell_length_b  14.6481(3)
_cell_length_c  15.1797(4)
_cell_angle_alpha  79.5520(10)
_cell_angle_beta  88.0190(10)
_cell_angle_gamma  72.3360(10)
_cell_volume  2311.38(9)
_cell_formula_units_Z  4
_cell_measurement_temperature  113(2)
_exptl_crystal_density_diffrn  1.643
_diffrn_ambient_temperature  113(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  Cl1A 1.03866(7) 0.65341(6) 0.23778(5) 0.0239(2) Uani d . 1 . . Cl
  N1A 1.1493(2) 0.54579(19) 0.57057(18) 0.0201(6) Uani d . 1 . . N
  H1A 1.235(3) 0.511(2) 0.554(2) 0.026(9) Uiso d . 1 . . H
  C2A 1.1225(3) 0.5429(2) 0.6573(2) 0.0208(7) Uani d . 1 . . C
  H2A 1.1867 0.5064 0.7007 0.025 Uiso calc R 1 . . H
  C3A 1.0065(3) 0.5904(2) 0.6858(2) 0.0201(7) Uani d . 1 . . C
  H3A 0.9925 0.5887 0.7481 0.024 Uiso calc R 1 . . H
  C4A 0.9065(3) 0.6423(2) 0.6233(2) 0.0166(7) Uani d . 1 . . C
  C5A 0.9349(3) 0.6455(2) 0.5296(2) 0.0172(7) Uani d . 1 . . C
  C6A 0.8446(3) 0.6958(2) 0.4590(2) 0.0186(7) Uani d . 1 . . C
  H6A 0.7605 0.7290 0.4732 0.022 Uiso calc R 1 . . H
  C7A 0.8771(3) 0.6970(2) 0.3721(2) 0.0216(7) Uani d . 1 . . C
  H7A 0.8156 0.7309 0.3260 0.026 Uiso calc R 1 . . H
  C8A 1.0003(3) 0.6487(2) 0.3496(2) 0.0195(7) Uani d . 1 . . C
  C9A 1.0918(3) 0.5993(2) 0.4147(2) 0.0201(7) Uani d . 1 . . C
  H9A 1.1756 0.5674 0.3989 0.024 Uiso calc R 1 . . H
  C10A 1.0584(3) 0.5972(2) 0.5051(2) 0.0171(7) Uani d . 1 . . C
  N11A 0.7903(2) 0.68560(19) 0.65015(17) 0.0179(6) Uani d . 1 . . N
  H11A 0.717(4) 0.224(3) 0.616(3) 0.052(12) Uiso d . 1 . . H
  C12A 0.7586(3) 0.6956(2) 0.7431(2) 0.0182(7) Uani d . 1 . . C
  H12A 0.6812 0.7516 0.7426 0.022 Uiso calc R 1 . . H
  H12B 0.8279 0.7118 0.7700 0.022 Uiso calc R 1 . . H
  C13A 0.7368(3) 0.6076(2) 0.8039(2) 0.0183(7) Uani d . 1 . . C
  H13A 0.7897 0.5479 0.7834 0.022 Uiso calc R 1 . . H
  H13B 0.7655 0.6054 0.8655 0.022 Uiso calc R 1 . . H
  N14A 0.6013(2) 0.6068(2) 0.80656(17) 0.0174(6) Uani d . 1 . . N
  H14A 0.557(3) 0.661(2) 0.822(2) 0.017(9) Uiso d . 1 . . H
  C15A 0.5531(3) 0.6001(2) 0.7172(2) 0.0203(7) Uani d . 1 . . C
  H15A 0.6041 0.5382 0.6995 0.024 Uiso calc R 1 . . H
  H15B 0.5644 0.6543 0.6715 0.024 Uiso calc R 1 . . H
  C16A 0.4156(3) 0.6045(2) 0.7183(2) 0.0278(8) Uani d . 1 . . C
  H16A 0.4063 0.5441 0.7535 0.042 Uiso calc R 1 . . H
  H16B 0.3848 0.6124 0.6568 0.042 Uiso calc R 1 . . H
  H16C 0.3663 0.6599 0.7452 0.042 Uiso calc R 1 . . H
  C17A 0.5809(3) 0.5299(2) 0.8822(2) 0.0229(7) Uani d . 1 . . C
  H17A 0.6203 0.5352 0.9379 0.028 Uiso calc R 1 . . H
  H17B 0.4889 0.5435 0.8920 0.028 Uiso calc R 1 . . H
  C18A 0.6348(3) 0.4266(2) 0.8652(2) 0.0260(8) Uani d . 1 . . C
  H18A 0.5948 0.4200 0.8111 0.039 Uiso calc R 1 . . H
  H18B 0.6181 0.3811 0.9166 0.039 Uiso calc R 1 . . H
  H18C 0.7263 0.4117 0.8571 0.039 Uiso calc R 1 . . H
  Cl1B 1.03743(8) 0.13997(6) 0.26036(5) 0.0260(2) Uani d . 1 . . Cl
  N1B 1.1423(2) 0.05115(19) 0.59475(17) 0.0185(6) Uani d . 1 . . N
  H1B 1.223(3) 0.023(2) 0.580(2) 0.025(9) Uiso d . 1 . . H
  C2B 1.1139(3) 0.0530(2) 0.6806(2) 0.0189(7) Uani d . 1 . . C
  H2B 1.1781 0.0202 0.7251 0.023 Uiso calc R 1 . . H
  C3B 0.9960(3) 0.1003(2) 0.7070(2) 0.0191(7) Uani d . 1 . . C
  H3B 0.9802 0.1018 0.7687 0.023 Uiso calc R 1 . . H
  C4B 0.8974(3) 0.1469(2) 0.6426(2) 0.0165(7) Uani d . 1 . . C
  C5B 0.9287(3) 0.1463(2) 0.5495(2) 0.0173(7) Uani d . 1 . . C
  C6B 0.8393(3) 0.1916(2) 0.4777(2) 0.0214(7) Uani d . 1 . . C
  H6B 0.7544 0.2242 0.4907 0.026 Uiso calc R 1 . . H
  C7B 0.8727(3) 0.1893(2) 0.3911(2) 0.0214(7) Uani d . 1 . . C
  H7B 0.8117 0.2201 0.3441 0.026 Uiso calc R 1 . . H
  C8B 0.9981(3) 0.1409(2) 0.3715(2) 0.0199(7) Uani d . 1 . . C
  C9B 1.0885(3) 0.0953(2) 0.4381(2) 0.0196(7) Uani d . 1 . . C
  H9B 1.1729 0.0630 0.4238 0.024 Uiso calc R 1 . . H
  C10B 1.0532(3) 0.0977(2) 0.5278(2) 0.0167(7) Uani d . 1 . . C
  N11B 0.7792(2) 0.18997(18) 0.66548(17) 0.0176(6) Uani d . 1 . . N
  H11B 0.728(4) 0.715(3) 0.609(3) 0.049(12) Uiso d . 1 . . H
  C12B 0.7424(3) 0.1960(2) 0.7584(2) 0.0190(7) Uani d . 1 . . C
  H12C 0.6617 0.2490 0.7580 0.023 Uiso calc R 1 . . H
  H12D 0.8073 0.2142 0.7883 0.023 Uiso calc R 1 . . H
  C13B 0.7260(3) 0.1029(2) 0.8138(2) 0.0183(7) Uani d . 1 . . C
  H13C 0.7844 0.0464 0.7916 0.022 Uiso calc R 1 . . H
  H13D 0.7509 0.0987 0.8768 0.022 Uiso calc R 1 . . H
  N14B 0.5940(2) 0.09551(19) 0.81179(17) 0.0171(6) Uani d . 1 . . N
  H14B 0.546(3) 0.155(2) 0.828(2) 0.019(9) Uiso d . 1 . . H
  C15B 0.5517(3) 0.0942(2) 0.7189(2) 0.0192(7) Uani d . 1 . . C
  H17C 0.6099 0.0375 0.6967 0.023 Uiso calc R 1 . . H
  H17D 0.5566 0.1539 0.6782 0.023 Uiso calc R 1 . . H
  C16B 0.4181(3) 0.0885(2) 0.7166(2) 0.0243(8) Uani d . 1 . . C
  H18D 0.4177 0.0220 0.7417 0.036 Uiso calc R 1 . . H
  H18E 0.3861 0.1058 0.6545 0.036 Uiso calc R 1 . . H
  H18F 0.3639 0.1339 0.7522 0.036 Uiso calc R 1 . . H
  C17B 0.5781(3) 0.0122(2) 0.8809(2) 0.0221(7) Uani d . 1 . . C
  H15C 0.4868 0.0190 0.8867 0.026 Uiso calc R 1 . . H
  H15D 0.6103 0.0164 0.9395 0.026 Uiso calc R 1 . . H
  C18B 0.6462(3) -0.0869(2) 0.8584(2) 0.0258(8) Uani d . 1 . . C
  H16D 0.6128 -0.0925 0.8014 0.039 Uiso calc R 1 . . H
  H16E 0.6329 -0.1377 0.9060 0.039 Uiso calc R 1 . . H
  H16F 0.7369 -0.0946 0.8534 0.039 Uiso calc R 1 . . H
  P1C 0.04913(7) 0.11808(6) 0.97748(5) 0.0168(2) Uani d . 1 . . P
  O2C 0.11285(19) 0.04409(15) 0.92098(14) 0.0192(5) Uani d . 1 . . O
  O3C 0.11599(19) 0.19243(15) 0.98368(14) 0.0202(5) Uani d . 1 . . O
  O4C -0.08912(19) 0.16847(15) 0.93799(14) 0.0204(5) Uani d D 1 . . O
  H4C -0.154(3) 0.197(3) 0.981(3) 0.059(13) Uiso d D 1 . . H
  O5C 0.0351(2) 0.07007(15) 1.07751(14) 0.0202(5) Uani d D 1 . . O
  H5C -0.024(4) 0.031(3) 1.085(3) 0.074(15) Uiso d D 1 . . H
  P1D 0.47262(7) 0.37797(6) 0.58040(5) 0.0171(2) Uani d . 1 . . P
  O2D 0.5658(2) 0.42734(16) 0.61219(14) 0.0237(5) Uani d D 1 . . O
  H2D 0.574(5) 0.482(3) 0.562(3) 0.11(2) Uiso d D 1 . . H
  O3D 0.54951(19) 0.28257(15) 0.55642(15) 0.0234(5) Uani d . 1 . . O
  O4D 0.3870(2) 0.36299(18) 0.66206(16) 0.0284(6) Uani d D 1 . . O
  H4D 0.416(6) 0.339(5) 0.720(3) 0.16(3) Uiso d D 1 . . H
  O5D 0.38181(19) 0.44600(15) 0.50729(14) 0.0195(5) Uani d . 1 . . O
  P1E 0.08354(8) 0.59654(6) 0.93870(5) 0.0182(2) Uani d . 1 . . P
  O2E 0.2019(2) 0.62296(17) 0.90365(15) 0.0284(6) Uani d D 1 . . O
  H2E 0.226(4) 0.679(3) 0.918(3) 0.097(18) Uiso d D 1 . . H
  O3E 0.0982(2) 0.57117(15) 1.04258(14) 0.0215(5) Uani d D 1 . . O
  H3E 0.032(3) 0.549(3) 1.065(3) 0.061(14) Uiso d D 1 . . H
  O4E 0.07182(19) 0.51287(15) 0.89873(14) 0.0194(5) Uani d . 1 . . O
  O5E -0.0384(2) 0.68249(16) 0.91437(15) 0.0237(5) Uani d D 1 . . O
  H5E -0.071(4) 0.727(3) 0.948(3) 0.050(13) Uiso d D 1 . . H
  P1F 0.33922(7) 0.81462(6) 0.89529(5) 0.0164(2) Uani d . 1 . . P
  O2F 0.47519(18) 0.75201(14) 0.90124(13) 0.0183(5) Uani d . 1 . . O
  O3F 0.24895(19) 0.76555(15) 0.94554(14) 0.0218(5) Uani d . 1 . . O
  O4F 0.2932(2) 0.84771(16) 0.79549(14) 0.0234(5) Uani d D 1 . . O
  H4F 0.364(3) 0.847(3) 0.749(2) 0.039(10) Uiso d D 1 . . H
  O5F 0.3323(2) 0.90787(16) 0.93465(15) 0.0227(5) Uani d D 1 . . O
  H5F 0.259(3) 0.955(3) 0.931(3) 0.067(15) Uiso d D 1 . . H
  P1G 0.48709(7) 0.88015(6) 0.59041(5) 0.0174(2) Uani d . 1 . . P
  O2G 0.59085(19) 0.92980(16) 0.60234(14) 0.0202(5) Uani d D 1 . . O
  H2G 0.605(4) 0.968(3) 0.549(3) 0.079(16) Uiso d D 1 . . H
  O3G 0.55876(19) 0.80070(16) 0.53399(15) 0.0206(5) Uani d D 1 . . O
  H3G 0.516(3) 0.772(3) 0.504(3) 0.063(14) Uiso d D 1 . . H
  O4G 0.4602(2) 0.83212(16) 0.68111(14) 0.0274(6) Uani d . 1 . . O
  O5G 0.37415(18) 0.95214(15) 0.53753(14) 0.0202(5) Uani d . 1 . . O
  P1H 0.34869(7) 0.29833(6) 0.88708(5) 0.0175(2) Uani d . 1 . . P
  O2H 0.2345(2) 0.37879(17) 0.83702(14) 0.0254(5) Uani d D 1 . . O
  H2H 0.177(4) 0.432(3) 0.862(3) 0.067(14) Uiso d D 1 . . H
  O3H 0.3185(2) 0.20034(16) 0.90912(16) 0.0281(6) Uani d D 1 . . O
  H3H 0.237(3) 0.194(3) 0.941(3) 0.068(14) Uiso d D 1 . . H
  O4H 0.46035(18) 0.28290(15) 0.82823(14) 0.0190(5) Uani d . 1 . . O
  O5H 0.3664(2) 0.33338(16) 0.97447(15) 0.0248(5) Uani d D 1 . . O
  H5H 0.428(5) 0.300(4) 1.019(3) 0.13(2) Uiso d D 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  Cl1A 0.0266(4) 0.0299(5) 0.0146(4) -0.0084(4) -0.0017(3) -0.0018(3)
  N1A 0.0165(14) 0.0196(15) 0.0187(15) 0.0001(12) -0.0058(12) 0.0019(12)
  C2A 0.0201(17) 0.0228(18) 0.0164(17) -0.0052(14) -0.0067(14) 0.0035(14)
  C3A 0.0220(17) 0.0221(18) 0.0147(16) -0.0067(14) -0.0071(14) 0.0022(13)
  C4A 0.0190(16) 0.0148(16) 0.0153(16) -0.0064(13) -0.0049(14) 0.0024(13)
  C5A 0.0189(16) 0.0136(16) 0.0172(16) -0.0039(13) -0.0047(14) 0.0017(13)
  C6A 0.0162(16) 0.0203(17) 0.0167(17) -0.0031(13) -0.0017(14) -0.0010(13)
  C7A 0.0199(17) 0.0237(18) 0.0176(18) -0.0041(14) -0.0100(14) 0.0032(14)
  C8A 0.0249(17) 0.0186(17) 0.0146(16) -0.0068(14) -0.0029(14) -0.0006(13)
  C9A 0.0173(16) 0.0177(17) 0.0236(18) -0.0031(13) -0.0027(15) -0.0022(14)
  C10A 0.0177(16) 0.0144(16) 0.0172(17) -0.0040(13) -0.0056(14) 0.0017(13)
  N11A 0.0178(14) 0.0210(15) 0.0126(14) -0.0043(12) -0.0038(12) 0.0010(11)
  C12A 0.0194(16) 0.0181(17) 0.0160(16) -0.0033(13) -0.0045(14) -0.0035(13)
  C13A 0.0161(16) 0.0217(17) 0.0160(16) -0.0043(13) -0.0046(13) -0.0017(13)
  N14A 0.0195(14) 0.0184(15) 0.0123(14) -0.0032(12) -0.0054(12) -0.0014(11)
  C15A 0.0245(17) 0.0204(17) 0.0135(16) -0.0048(14) -0.0083(14) 0.0012(13)
  C16A 0.0247(18) 0.0253(19) 0.032(2) -0.0047(15) -0.0119(16) -0.0043(16)
  C17A 0.0243(17) 0.0227(18) 0.0219(18) -0.0105(15) -0.0013(15) 0.0017(14)
  C18A 0.0302(18) 0.0221(18) 0.0256(19) -0.0088(15) -0.0066(16) -0.0010(15)
  Cl1B 0.0310(5) 0.0310(5) 0.0154(4) -0.0093(4) 0.0003(4) -0.0032(3)
  N1B 0.0144(14) 0.0190(15) 0.0188(15) -0.0012(12) -0.0049(12) -0.0010(11)
  C2B 0.0190(16) 0.0190(17) 0.0167(17) -0.0053(14) -0.0083(14) 0.0028(13)
  C3B 0.0206(17) 0.0210(17) 0.0145(16) -0.0066(14) -0.0046(14) 0.0017(13)
  C4B 0.0182(16) 0.0141(16) 0.0156(16) -0.0055(13) -0.0039(14) 0.0031(13)
  C5B 0.0207(16) 0.0154(16) 0.0147(16) -0.0051(13) -0.0047(14) 0.0009(13)
  C6B 0.0150(16) 0.0244(18) 0.0212(18) -0.0022(14) -0.0063(14) -0.0006(14)
  C7B 0.0228(17) 0.0214(18) 0.0157(17) -0.0016(14) -0.0070(14) 0.0004(14)
  C8B 0.0257(17) 0.0205(17) 0.0137(16) -0.0082(14) -0.0004(14) -0.0015(13)
  C9B 0.0160(16) 0.0198(17) 0.0217(18) -0.0044(13) -0.0011(14) -0.0016(14)
  C10B 0.0178(16) 0.0152(16) 0.0149(16) -0.0040(13) -0.0085(14) 0.0026(13)
  N11B 0.0177(14) 0.0215(15) 0.0107(13) -0.0031(12) -0.0040(12) 0.0003(11)
  C12B 0.0203(16) 0.0201(17) 0.0156(16) -0.0038(14) -0.0034(14) -0.0037(13)
  C13B 0.0157(15) 0.0237(18) 0.0140(16) -0.0052(13) -0.0079(13) 0.0003(13)
  N14B 0.0168(13) 0.0180(15) 0.0148(14) -0.0031(12) -0.0058(11) -0.0012(11)
  C15B 0.0216(17) 0.0225(17) 0.0126(16) -0.0054(14) -0.0070(14) -0.0015(13)
  C16B 0.0206(17) 0.0266(19) 0.0244(19) -0.0048(15) -0.0085(15) -0.0036(15)
  C17B 0.0262(17) 0.0260(19) 0.0150(17) -0.0117(15) -0.0026(14) 0.0009(14)
  C18B 0.0286(18) 0.0224(18) 0.0246(19) -0.0088(15) -0.0103(16) 0.0042(15)
  P1C 0.0180(4) 0.0173(4) 0.0136(4) -0.0044(3) -0.0046(3) 0.0000(3)
  O2C 0.0213(11) 0.0179(12) 0.0166(11) -0.0040(9) -0.0030(10) -0.0014(9)
  O3C 0.0203(11) 0.0209(12) 0.0197(12) -0.0067(10) -0.0020(10) -0.0030(10)
  O4C 0.0165(11) 0.0237(12) 0.0164(12) 0.0004(10) -0.0068(10) -0.0017(10)
  O5C 0.0247(12) 0.0189(12) 0.0140(11) -0.0042(10) -0.0072(10) 0.0017(9)
  P1D 0.0170(4) 0.0179(4) 0.0136(4) -0.0024(3) -0.0045(3) 0.0002(3)
  O2D 0.0299(13) 0.0239(13) 0.0179(12) -0.0107(10) -0.0119(10) 0.0017(10)
  O3D 0.0219(11) 0.0222(12) 0.0240(12) -0.0017(10) -0.0082(10) -0.0057(10)
  O4D 0.0213(12) 0.0409(15) 0.0171(13) -0.0049(11) -0.0008(11) 0.0021(11)
  O5D 0.0178(11) 0.0201(12) 0.0150(11) -0.0003(9) -0.0065(9) 0.0031(9)
  P1E 0.0218(4) 0.0168(4) 0.0150(4) -0.0052(3) -0.0038(4) -0.0005(3)
  O2E 0.0332(13) 0.0276(14) 0.0290(14) -0.0138(11) 0.0076(11) -0.0096(11)
  O3E 0.0260(13) 0.0217(12) 0.0157(12) -0.0068(10) -0.0082(10) 0.0000(9)
  O4E 0.0220(11) 0.0176(12) 0.0174(12) -0.0031(9) -0.0042(9) -0.0039(9)
  O5E 0.0300(13) 0.0179(12) 0.0178(12) 0.0017(10) -0.0091(11) -0.0025(10)
  P1F 0.0174(4) 0.0163(4) 0.0139(4) -0.0029(3) -0.0041(3) -0.0012(3)
  O2F 0.0174(11) 0.0200(12) 0.0144(11) -0.0004(9) -0.0051(9) -0.0034(9)
  O3F 0.0238(12) 0.0222(12) 0.0191(12) -0.0071(10) 0.0003(10) -0.0026(10)
  O4F 0.0223(12) 0.0305(13) 0.0127(12) -0.0030(10) -0.0056(10) 0.0006(10)
  O5F 0.0196(12) 0.0197(12) 0.0271(13) -0.0021(10) -0.0046(11) -0.0059(10)
  P1G 0.0175(4) 0.0180(4) 0.0137(4) -0.0017(3) -0.0040(3) -0.0005(3)
  O2G 0.0209(11) 0.0226(12) 0.0160(12) -0.0050(10) -0.0072(10) -0.0015(10)
  O3G 0.0169(11) 0.0226(12) 0.0207(12) -0.0014(10) -0.0063(10) -0.0064(10)
  O4G 0.0320(13) 0.0277(13) 0.0171(12) -0.0050(11) 0.0002(11) 0.0031(10)
  O5G 0.0167(11) 0.0191(12) 0.0201(12) -0.0003(9) -0.0064(10) 0.0006(9)
  P1H 0.0177(4) 0.0191(4) 0.0138(4) -0.0029(3) -0.0048(4) -0.0017(3)
  O2H 0.0216(12) 0.0288(13) 0.0166(12) 0.0076(10) -0.0082(10) -0.0050(10)
  O3H 0.0287(13) 0.0257(13) 0.0311(14) -0.0097(11) 0.0053(11) -0.0064(11)
  O4H 0.0204(11) 0.0198(12) 0.0159(11) -0.0052(9) -0.0025(9) -0.0021(9)
  O5H 0.0274(13) 0.0264(13) 0.0155(12) 0.0022(10) -0.0094(11) -0.0066(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  Cl1A C8A . 1.730(3) ?
  N1A C2A . 1.336(4) ?
  N1A C10A . 1.382(4) ?
  N1A H1A . 0.98(3) ?
  C2A C3A . 1.362(4) ?
  C2A H2A . 0.9500 ?
  C3A C4A . 1.417(4) ?
  C3A H3A . 0.9500 ?
  C4A N11A . 1.338(4) ?
  C4A C5A . 1.442(4) ?
  C5A C10A . 1.411(4) ?
  C5A C6A . 1.427(4) ?
  C6A C7A . 1.354(4) ?
  C6A H6A . 0.9500 ?
  C7A C8A . 1.398(4) ?
  C7A H7A . 0.9500 ?
  C8A C9A . 1.376(4) ?
  C9A C10A . 1.406(4) ?
  C9A H9A . 0.9500 ?
  N11A C12A . 1.465(4) ?
  N11A H11B . 0.90(4) ?
  C12A C13A . 1.521(4) ?
  C12A H12A . 0.9900 ?
  C12A H12B . 0.9900 ?
  C13A N14A . 1.505(4) ?
  C13A H13A . 0.9900 ?
  C13A H13B . 0.9900 ?
  N14A C15A . 1.506(4) ?
  N14A C17A . 1.519(4) ?
  N14A H14A . 0.87(3) ?
  C15A C16A . 1.507(4) ?
  C15A H15A . 0.9900 ?
  C15A H15B . 0.9900 ?
  C16A H16A . 0.9800 ?
  C16A H16B . 0.9800 ?
  C16A H16C . 0.9800 ?
  C17A C18A . 1.516(4) ?
  C17A H17A . 0.9900 ?
  C17A H17B . 0.9900 ?
  C18A H18A . 0.9800 ?
  C18A H18B . 0.9800 ?
  C18A H18C . 0.9800 ?
  Cl1B C8B . 1.729(3) ?
  N1B C2B . 1.333(4) ?
  N1B C10B . 1.373(4) ?
  N1B H1B . 0.90(3) ?
  C2B C3B . 1.367(4) ?
  C2B H2B . 0.9500 ?
  C3B C4B . 1.413(4) ?
  C3B H3B . 0.9500 ?
  C4B N11B . 1.336(4) ?
  C4B C5B . 1.444(4) ?
  C5B C10B . 1.407(4) ?
  C5B C6B . 1.423(4) ?
  C6B C7B . 1.357(4) ?
  C6B H6B . 0.9500 ?
  C7B C8B . 1.406(4) ?
  C7B H7B . 0.9500 ?
  C8B C9B . 1.376(4) ?
  C9B C10B . 1.407(4) ?
  C9B H9B . 0.9500 ?
  N11B C12B . 1.465(4) ?
  N11B H11A . 0.99(4) ?
  C12B C13B . 1.525(4) ?
  C12B H12C . 0.9900 ?
  C12B H12D . 0.9900 ?
  C13B N14B . 1.503(4) ?
  C13B H13C . 0.9900 ?
  C13B H13D . 0.9900 ?
  N14B C15B . 1.507(4) ?
  N14B C17B . 1.507(4) ?
  N14B H14B . 0.95(3) ?
  C15B C16B . 1.512(4) ?
  C15B H17C . 0.9900 ?
  C15B H17D . 0.9900 ?
  C16B H18D . 0.9800 ?
  C16B H18E . 0.9800 ?
  C16B H18F . 0.9800 ?
  C17B C18B . 1.513(4) ?
  C17B H15C . 0.9900 ?
  C17B H15D . 0.9900 ?
  C18B H16D . 0.9800 ?
  C18B H16E . 0.9800 ?
  C18B H16F . 0.9800 ?
  P1C O2C . 1.497(2) ?
  P1C O3C . 1.509(2) ?
  P1C O4C . 1.573(2) ?
  P1C O5C . 1.577(2) ?
  O3C H3H . 1.47(3) ?
  O4C H4C . 1.01(3) ?
  O5C H5C . 0.99(3) ?
  P1D O3D . 1.501(2) ?
  P1D O5D . 1.519(2) ?
  P1D O4D . 1.560(2) ?
  P1D O2D . 1.562(2) ?
  O2D H2D . 1.02(4) ?
  O4D H4D . 0.92(4) ?
  P1E O4E . 1.503(2) ?
  P1E O2E . 1.531(2) ?
  P1E O5E . 1.544(2) ?
  P1E O3E . 1.556(2) ?
  O2E H2E . 1.00(4) ?
  O3E H3E . 0.92(3) ?
  O5E H5E . 0.88(3) ?
  P1F O2F . 1.505(2) ?
  P1F O3F . 1.512(2) ?
  P1F O4F . 1.558(2) ?
  P1F O5F . 1.568(2) ?
  O4F H4F . 1.04(3) ?
  O5F H5F . 0.88(3) ?
  P1G O4G . 1.492(2) ?
  P1G O5G . 1.513(2) ?
  P1G O2G . 1.568(2) ?
  P1G O3G . 1.573(2) ?
  O2G H2G . 0.94(3) ?
  O3G H3G . 0.90(3) ?
  O4G H4F . 1.45(3) ?
  P1H O4H . 1.487(2) ?
  P1H O5H . 1.545(2) ?
  P1H O3H . 1.547(2) ?
  P1H O2H . 1.551(2) ?
  O2H H2H . 0.97(3) ?
  O3H H3H . 1.04(3) ?
  O5H H5H . 0.93(4) ?