#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/74/2017498.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2017498
loop_
_publ_author_name
'Ravikumar, Krishnan'
'Sridhar, Balasubramanian'
_publ_section_title
;
 Granisetron, an antiemetic drug, and its cobalt complex
;
_journal_coeditor_code           DN3133
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m35
_journal_page_last               m39
_journal_paper_doi               10.1107/S0108270109055449
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Co (C18 H25 N4 O)2 (H2 O)2]Cl4, 12H2 O'
_chemical_formula_moiety         'C36 H54 Co N8 O4 4+, 4(Cl -), 12(H2 O)'
_chemical_formula_sum            'C36 H78 Cl4 Co N8 O16'
_chemical_formula_weight         1079.79
_chemical_name_systematic
;
diaqua[1-methyl-N-(9-methyl-9-azoniabicyclo[3.3.1]nonan-7-yl)indazole-
3-carboxamide]cobalt(II) tetrachloride dodecahydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                92.6110(10)
_cell_angle_beta                 103.4490(10)
_cell_angle_gamma                118.0370(10)
_cell_formula_units_Z            1
_cell_length_a                   9.6311(9)
_cell_length_b                   9.9794(9)
_cell_length_c                   16.0133(14)
_cell_measurement_reflns_used    6762
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.35
_cell_volume                     1299.5(2)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics
;
DIAMOND (Brandenburg & Putz, 2005) and Mercury (Macrae et al.,
2008)'
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_sigmaI/netI    0.0240
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12536
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.33
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.605
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'blue green'
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             573
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.508
_refine_diff_density_min         -0.205
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         4552
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0382
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0644P)²+0.4633P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1139
_reflns_number_gt                4220
_reflns_number_total             4552
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dn3133.cif
_cod_data_source_block           II
_cod_database_code               2017498
_cod_database_fobs_code          2017498
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_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
Co Co1 0.0000 0.5000 0.5000 0.03051(13) Uani d S 1 . .
C C1 0.1416(2) 0.9653(2) 0.45480(13) 0.0335(4) Uani d . 1 . .
C C2 0.1443(3) 1.0861(3) 0.41260(14) 0.0425(5) Uani d . 1 . .
H H2 0.0528 1.0739 0.3703 0.051 Uiso calc R 1 . .
C C3 0.2897(3) 1.2235(3) 0.43730(16) 0.0492(6) Uani d . 1 . .
H H3 0.2962 1.3072 0.4116 0.059 Uiso calc R 1 . .
C C4 0.4294(3) 1.2415(3) 0.50042(16) 0.0470(5) Uani d . 1 . .
H H4 0.5263 1.3358 0.5140 0.056 Uiso calc R 1 . .
C C5 0.4264(3) 1.1247(2) 0.54208(14) 0.0399(5) Uani d . 1 . .
H H5 0.5194 1.1381 0.5837 0.048 Uiso calc R 1 . .
C C6 0.2781(2) 0.9826(2) 0.52036(13) 0.0332(4) Uani d . 1 . .
C C7 0.2228(2) 0.8344(2) 0.54413(12) 0.0316(4) Uani d . 1 . .
C C8 0.2966(2) 0.7632(2) 0.60517(13) 0.0321(4) Uani d . 1 . .
C C9 0.4983(2) 0.7840(2) 0.73599(13) 0.0336(4) Uani d . 1 . .
H H9 0.5018 0.6999 0.7042 0.040 Uiso calc R 1 . .
C C10 0.6738(2) 0.9054(2) 0.78658(14) 0.0381(5) Uani d . 1 . .
H H10A 0.6743 0.9981 0.8081 0.046 Uiso calc R 1 . .
H H10B 0.7417 0.9316 0.7472 0.046 Uiso calc R 1 . .
C C11 0.7496(3) 0.8511(3) 0.86453(14) 0.0406(5) Uani d . 1 . .
H H11 0.8520 0.8601 0.8576 0.049 Uiso calc R 1 . .
C C12 0.7881(3) 0.9436(3) 0.95290(16) 0.0513(6) Uani d . 1 . .
H H12A 0.8448 0.9100 0.9979 0.062 Uiso calc R 1 . .
H H12B 0.8611 1.0518 0.9539 0.062 Uiso calc R 1 . .
C C13 0.6348(3) 0.9256(4) 0.97312(17) 0.0629(7) Uani d . 1 . .
H H13A 0.6636 0.9770 1.0324 0.076 Uiso calc R 1 . .
H H13B 0.5872 0.9741 0.9339 0.076 Uiso calc R 1 . .
C C14 0.5096(3) 0.7566(4) 0.96301(17) 0.0670(8) Uani d . 1 . .
H H14A 0.4084 0.7480 0.9699 0.080 Uiso calc R 1 . .
H H14B 0.5505 0.7127 1.0088 0.080 Uiso calc R 1 . .
C C15 0.4737(3) 0.6652(3) 0.87457(16) 0.0529(6) Uani d . 1 . .
H H15 0.3997 0.5558 0.8735 0.063 Uiso calc R 1 . .
C C16 0.3928(3) 0.7173(3) 0.79780(15) 0.0460(5) Uani d . 1 . .
H H16A 0.2882 0.6297 0.7648 0.055 Uiso calc R 1 . .
H H16B 0.3711 0.7948 0.8210 0.055 Uiso calc R 1 . .
C C17 0.7062(5) 0.6073(4) 0.9224(2) 0.0767(9) Uani d . 1 . .
H H17A 0.8054 0.6221 0.9107 0.115 Uiso calc R 1 . .
H H17B 0.6296 0.4988 0.9131 0.115 Uiso calc R 1 . .
H H17C 0.7309 0.6526 0.9818 0.115 Uiso calc R 1 . .
C C18 -0.1449(3) 0.7401(3) 0.38038(14) 0.0415(5) Uani d . 1 . .
H H18A -0.1373 0.7203 0.3228 0.062 Uiso calc R 1 . .
H H18B -0.1919 0.8062 0.3811 0.062 Uiso calc R 1 . .
H H18C -0.2132 0.6444 0.3964 0.062 Uiso calc R 1 . .
N N1 0.0191(2) 0.81538(19) 0.44255(10) 0.0327(4) Uani d . 1 . .
N N2 0.0691(2) 0.73667(18) 0.49555(10) 0.0319(4) Uani d . 1 . .
N N3 0.4264(2) 0.8518(2) 0.67239(11) 0.0353(4) Uani d . 1 . .
H H3N 0.451(3) 0.940(3) 0.6856(16) 0.040(7) Uiso d . 1 . .
N N4 0.6321(3) 0.6832(2) 0.86195(13) 0.0464(5) Uani d D 1 . .
H H4N 0.614(3) 0.629(2) 0.8155(8) 0.051(8) Uiso d D 1 . .
O O1 0.23222(17) 0.61935(15) 0.59165(9) 0.0372(3) Uani d . 1 . .
Cl Cl1 0.09237(9) 0.27909(9) 0.84636(5) 0.0684(2) Uani d . 1 . .
Cl Cl2 -0.48031(9) 0.19184(8) 0.77707(5) 0.0633(2) Uani d . 1 . .
O O1W -0.1061(2) 0.4952(2) 0.59903(11) 0.0465(4) Uani d . 1 . .
H H1W -0.071(4) 0.566(4) 0.636(2) 0.056(9) Uiso d . 1 . .
H H2W -0.132(4) 0.420(4) 0.626(2) 0.059(10) Uiso d . 1 . .
O O2W -0.1872(3) 0.2656(2) 0.69237(14) 0.0626(5) Uani d . 1 . .
H H3W -0.110(4) 0.279(4) 0.734(2) 0.075(10) Uiso d . 1 . .
H H4W -0.261(5) 0.254(4) 0.720(2) 0.077(12) Uiso d . 1 . .
O O3W 0.0717(4) 0.5947(4) 0.88118(19) 0.1003(8) Uani d D 1 . .
H H5W 0.083(4) 0.512(2) 0.878(3) 0.120 Uiso d D 1 . .
H H6W 0.073(5) 0.644(4) 0.9296(14) 0.120 Uiso d D 1 . .
O O4W -0.3881(3) 0.5154(3) 0.71325(15) 0.0724(6) Uani d D 1 . .
H H7W -0.2785(13) 0.564(4) 0.726(2) 0.087 Uiso d D 1 . .
H H8W -0.420(5) 0.423(5) 0.725(3) 0.087 Uiso d . 1 . .
O O5W -0.1708(5) 0.3080(4) 0.9432(2) 0.1148(10) Uani d D 1 . .
H H9W -0.260(6) 0.273(8) 0.897(3) 0.134 Uiso d D 1 . .
H H10W -0.105(4) 0.310(4) 0.912(3) 0.134 Uiso d D 1 . .
O O6W -0.0351(3) 0.7003(3) 0.74328(15) 0.0687(6) Uani d . 1 . .
H H11W 0.038(6) 0.799(5) 0.759(3) 0.082(16) Uiso d . 1 . .
H H12W -0.003(4) 0.672(3) 0.784(2) 0.082(9) Uiso d . 1 . .
O O7W 0.1531(4) 1.0101(3) 0.7879(2) 0.0846(7) Uani d . 1 . .
H H13W 0.248(5) 1.053(5) 0.787(3) 0.102(13) Uiso d . 1 . .
H H14W 0.138(4) 1.074(4) 0.802(2) 0.102(11) Uiso d . 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1W Co1 O1W 2_566 . 179.9990(10) ?
O1W Co1 O1 2_566 2_566 89.36(7) ?
O1W Co1 O1 . 2_566 90.64(7) ?
O1W Co1 O1 2_566 . 90.64(7) ?
O1W Co1 O1 . . 89.36(7) ?
O1 Co1 O1 2_566 . 180.0 ?
O1W Co1 N2 2_566 . 87.53(7) ?
O1W Co1 N2 . . 92.47(7) ?
O1 Co1 N2 2_566 . 102.86(6) ?
O1 Co1 N2 . . 77.14(6) ?
O1W Co1 N2 2_566 2_566 92.47(7) ?
O1W Co1 N2 . 2_566 87.53(7) ?
O1 Co1 N2 2_566 2_566 77.14(6) ?
O1 Co1 N2 . 2_566 102.86(6) ?
N2 Co1 N2 . 2_566 180.0 ?
N1 C1 C2 . . 130.0(2) ?
N1 C1 C6 . . 107.33(17) ?
C2 C1 C6 . . 122.6(2) ?
C3 C2 C1 . . 116.2(2) ?
C3 C2 H2 . . 121.9 ?
C1 C2 H2 . . 121.9 ?
C2 C3 C4 . . 122.0(2) ?
C2 C3 H3 . . 119.0 ?
C4 C3 H3 . . 119.0 ?
C5 C4 C3 . . 121.8(2) ?
C5 C4 H4 . . 119.1 ?
C3 C4 H4 . . 119.1 ?
C4 C5 C6 . . 118.1(2) ?
C4 C5 H5 . . 121.0 ?
C6 C5 H5 . . 121.0 ?
C1 C6 C5 . . 119.19(19) ?
C1 C6 C7 . . 103.91(17) ?
C5 C6 C7 . . 136.78(19) ?
N2 C7 C6 . . 110.37(17) ?
N2 C7 C8 . . 114.05(17) ?
C6 C7 C8 . . 135.48(18) ?
O1 C8 N3 . . 122.08(18) ?
O1 C8 C7 . . 118.23(17) ?
N3 C8 C7 . . 119.69(18) y
N3 C9 C10 . . 109.80(16) ?
N3 C9 C16 . . 110.59(17) ?
C10 C9 C16 . . 111.11(17) ?
N3 C9 H9 . . 108.4 ?
C10 C9 H9 . . 108.4 ?
C16 C9 H9 . . 108.4 ?
C9 C10 C11 . . 113.12(17) ?
C9 C10 H10A . . 109.0 ?
C11 C10 H10A . . 109.0 ?
C9 C10 H10B . . 109.0 ?
C11 C10 H10B . . 109.0 ?
H10A C10 H10B . . 107.8 ?
N4 C11 C12 . . 109.24(19) ?
N4 C11 C10 . . 108.64(16) ?
C12 C11 C10 . . 113.79(19) ?
N4 C11 H11 . . 108.3 ?
C12 C11 H11 . . 108.3 ?
C10 C11 H11 . . 108.3 ?
C13 C12 C11 . . 112.30(19) ?
C13 C12 H12A . . 109.1 ?
C11 C12 H12A . . 109.1 ?
C13 C12 H12B . . 109.1 ?
C11 C12 H12B . . 109.1 ?
H12A C12 H12B . . 107.9 ?
C14 C13 C12 . . 110.9(2) ?
C14 C13 H13A . . 109.5 ?
C12 C13 H13A . . 109.5 ?
C14 C13 H13B . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 108.1 ?
C13 C14 C15 . . 112.1(2) ?
C13 C14 H14A . . 109.2 ?
C15 C14 H14A . . 109.2 ?
C13 C14 H14B . . 109.2 ?
C15 C14 H14B . . 109.2 ?
H14A C14 H14B . . 107.9 ?
N4 C15 C14 . . 109.5(2) ?
N4 C15 C16 . . 108.47(18) ?
C14 C15 C16 . . 112.8(2) ?
N4 C15 H15 . . 108.7 ?
C14 C15 H15 . . 108.7 ?
C16 C15 H15 . . 108.7 ?
C9 C16 C15 . . 113.37(19) ?
C9 C16 H16A . . 108.9 ?
C15 C16 H16A . . 108.9 ?
C9 C16 H16B . . 108.9 ?
C15 C16 H16B . . 108.9 ?
H16A C16 H16B . . 107.7 ?
N4 C17 H17A . . 109.5 ?
N4 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
N4 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
N1 C18 H18A . . 109.5 ?
N1 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
N1 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
N2 N1 C1 . . 110.69(16) ?
N2 N1 C18 . . 121.13(16) ?
C1 N1 C18 . . 128.15(17) ?
C7 N2 N1 . . 107.67(16) y
C7 N2 Co1 . . 112.82(12) ?
N1 N2 Co1 . . 137.07(13) ?
C8 N3 C9 . . 120.90(18) y
C8 N3 H3N . . 119.0(18) ?
C9 N3 H3N . . 118.1(18) ?
C17 N4 C11 . . 113.7(2) ?
C17 N4 C15 . . 113.6(2) ?
C11 N4 C15 . . 109.84(18) y
C17 N4 H4N . . 96.9(14) ?
C11 N4 H4N . . 111.4(16) ?
C15 N4 H4N . . 110.8(19) ?
C8 O1 Co1 . . 115.47(12) ?
Co1 O1W H1W . . 123(2) ?
Co1 O1W H2W . . 120(2) ?
H1W O1W H2W . . 103(3) ?
H3W O2W H4W . . 100(3) ?
H5W O3W H6W . . 125(4) ?
H7W O4W H8W . . 107(4) ?
H9W O5W H10W . . 95(6) ?
H11W O6W H12W . . 98(4) ?
H13W O7W H14W . . 105(4) ?
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
Co1 O1W 2_566 2.0679(16) ?
Co1 O1W . 2.0680(16) y
Co1 O1 2_566 2.0938(14) ?
Co1 O1 . 2.0938(14) y
Co1 N2 . 2.1414(16) y
Co1 N2 2_566 2.1414(16) ?
C1 N1 . 1.369(3) ?
C1 C2 . 1.402(3) ?
C1 C6 . 1.410(3) ?
C2 C3 . 1.373(4) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.410(4) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.361(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.411(3) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.422(3) ?
C7 N2 . 1.336(3) ?
C7 C8 . 1.477(3) ?
C8 O1 . 1.251(2) y
C8 N3 . 1.323(3) y
C9 N3 . 1.466(3) y
C9 C10 . 1.526(3) ?
C9 C16 . 1.532(3) ?
C9 H9 . 0.9800 ?
C10 C11 . 1.547(3) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 N4 . 1.510(3) y
C11 C12 . 1.519(3) ?
C11 H11 . 0.9800 ?
C12 C13 . 1.515(4) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 C14 . 1.515(4) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 C15 . 1.522(4) ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C15 N4 . 1.513(3) y
C15 C16 . 1.544(3) ?
C15 H15 . 0.9800 ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C17 N4 . 1.508(3) y
C17 H17A . 0.9600 ?
C17 H17B . 0.9600 ?
C17 H17C . 0.9600 ?
C18 N1 . 1.461(3) ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
N1 N2 . 1.340(2) y
N3 H3N . 0.80(3) ?
N4 H4N . 0.832(10) ?
O1W H1W . 0.78(3) ?
O1W H2W . 0.85(4) ?
O2W H3W . 0.82(4) ?
O2W H4W . 0.89(4) ?
O3W H5W . 0.88(3) ?
O3W H6W . 0.89(3) ?
O4W H7W . 0.90(3) ?
O4W H8W . 0.87(4) ?
O5W H9W . 0.90(5) ?
O5W H10W . 0.89(4) ?
O6W H11W . 0.88(5) ?
O6W H12W . 0.78(3) ?
O7W H13W . 0.81(4) ?
O7W H14W . 0.75(4) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N3 H3N Cl2 1_665 0.80(3) 2.56(3) 3.324(2) 161(2)
N4 H4N O4W 1_655 0.832(10) 1.938(11) 2.761(3) 170(3)
O1W H1W O6W . 0.78(3) 1.99(3) 2.740(3) 163(3)
O1W H2W O2W . 0.85(4) 1.85(4) 2.696(3) 176(3)
O2W H3W Cl1 . 0.82(4) 2.33(4) 3.145(2) 171(3)
O2W H4W Cl2 . 0.89(4) 2.32(4) 3.204(2) 171(3)
O3W H5W Cl1 . 0.88(3) 2.40(3) 3.280(3) 171(4)
O3W H6W O5W 2_567 0.89(3) 1.96(2) 2.719(4) 141(3)
O4W H7W O6W . 0.90(3) 2.02(3) 2.908(4) 170(4)
O4W H8W Cl2 . 0.87(4) 2.34(4) 3.207(2) 172(4)
O5W H9W Cl2 . 0.90(5) 2.28(6) 3.177(4) 178(7)
O5W H10W Cl1 . 0.89(4) 2.50(4) 3.374(4) 168(4)
O6W H11W O7W . 0.88(5) 1.83(5) 2.699(4) 168(4)
O6W H12W O3W . 0.78(3) 1.91(3) 2.686(4) 178(3)
O7W H13W Cl2 1_665 0.81(4) 2.37(4) 3.174(3) 175(4)
O7W H14W Cl1 1_565 0.75(4) 2.40(4) 3.151(4) 179(4)
C9 H9 O4W 1_655 0.98 2.51 3.371(3) 145.9
C17 H17C Cl1 2_667 0.96 2.74 3.601(3) 150.1
C18 H18C O1 2_566 0.96 2.57 3.356(3) 139.2
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C2 C3 . . . . -177.4(2) ?
C6 C1 C2 C3 . . . . 1.3(3) ?
C1 C2 C3 C4 . . . . 1.1(3) ?
C2 C3 C4 C5 . . . . -1.8(4) ?
C3 C4 C5 C6 . . . . 0.1(3) ?
N1 C1 C6 C5 . . . . 175.93(18) ?
C2 C1 C6 C5 . . . . -3.0(3) ?
N1 C1 C6 C7 . . . . -0.7(2) ?
C2 C1 C6 C7 . . . . -179.66(19) ?
C4 C5 C6 C1 . . . . 2.2(3) ?
C4 C5 C6 C7 . . . . 177.5(2) ?
C1 C6 C7 N2 . . . . 1.6(2) ?
C5 C6 C7 N2 . . . . -174.2(2) ?
C1 C6 C7 C8 . . . . 177.8(2) ?
C5 C6 C7 C8 . . . . 2.0(4) ?
N2 C7 C8 O1 . . . . 18.0(3) ?
C6 C7 C8 O1 . . . . -158.1(2) ?
N2 C7 C8 N3 . . . . -161.30(18) ?
C6 C7 C8 N3 . . . . 22.6(3) ?
N3 C9 C10 C11 . . . . 171.16(18) ?
C16 C9 C10 C11 . . . . 48.5(2) ?
C9 C10 C11 N4 . . . . 6.4(3) y
C9 C10 C11 C12 . . . . -115.5(2) ?
N4 C11 C12 C13 . . . . -57.2(3) y
C10 C11 C12 C13 . . . . 64.4(3) ?
C11 C12 C13 C14 . . . . 52.9(3) ?
C12 C13 C14 C15 . . . . -52.5(3) ?
C13 C14 C15 N4 . . . . 56.7(3) y
C13 C14 C15 C16 . . . . -64.2(3) ?
N3 C9 C16 C15 . . . . -171.68(19) ?
C10 C9 C16 C15 . . . . -49.5(3) ?
N4 C15 C16 C9 . . . . -4.9(3) y
C14 C15 C16 C9 . . . . 116.6(2) ?
C2 C1 N1 N2 . . . . 178.5(2) ?
C6 C1 N1 N2 . . . . -0.3(2) ?
C2 C1 N1 C18 . . . . 0.3(3) ?
C6 C1 N1 C18 . . . . -178.50(19) ?
C6 C7 N2 N1 . . . . -1.8(2) ?
C8 C7 N2 N1 . . . . -178.89(16) ?
C6 C7 N2 Co1 . . . . 163.58(13) ?
C8 C7 N2 Co1 . . . . -13.5(2) ?
C1 N1 N2 C7 . . . . 1.3(2) ?
C18 N1 N2 C7 . . . . 179.65(18) ?
C1 N1 N2 Co1 . . . . -158.72(15) ?
C18 N1 N2 Co1 . . . . 19.6(3) ?
O1W Co1 N2 C7 2_566 . . . -85.32(14) ?
O1W Co1 N2 C7 . . . . 94.68(14) ?
O1 Co1 N2 C7 2_566 . . . -174.10(13) ?
O1 Co1 N2 C7 . . . . 5.90(13) ?
O1W Co1 N2 N1 2_566 . . . 74.02(19) ?
O1W Co1 N2 N1 . . . . -105.98(19) ?
O1 Co1 N2 N1 2_566 . . . -14.8(2) ?
O1 Co1 N2 N1 . . . . 165.2(2) ?
O1 C8 N3 C9 . . . . -1.7(3) ?
C7 C8 N3 C9 . . . . 177.58(18) ?
C10 C9 N3 C8 . . . . 160.76(19) ?
C16 C9 N3 C8 . . . . -76.3(2) ?
C12 C11 N4 C17 . . . . -67.7(3) ?
C10 C11 N4 C17 . . . . 167.6(2) ?
C12 C11 N4 C15 . . . . 60.9(2) y
C10 C11 N4 C15 . . . . -63.8(2) y
C14 C15 N4 C17 . . . . 67.9(3) ?
C16 C15 N4 C17 . . . . -168.6(2) ?
C14 C15 N4 C11 . . . . -60.7(3) y
C16 C15 N4 C11 . . . . 62.8(2) y
N3 C8 O1 Co1 . . . . 166.61(16) ?
C7 C8 O1 Co1 . . . . -12.7(2) ?
O1W Co1 O1 C8 2_566 . . . 91.25(15) ?
O1W Co1 O1 C8 . . . . -88.75(15) ?
N2 Co1 O1 C8 . . . . 3.93(14) ?
N2 Co1 O1 C8 2_566 . . . -176.07(14) ?
