#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/28/2012829.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_2012829
loop_
_publ_author_name
'Fernández, Daniel'
'Vega, Daniel'
'Ellena, Javier A.'
'Echeverría, Gustavo'
_publ_section_title
;
 Losartan potassium, a non-peptide agent for the treatment of arterial
 hypertension
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m418
_journal_page_last               m420
_journal_paper_doi               10.1107/S0108270102009745
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          'K (C22 H22 Cl N6 O)'
_chemical_formula_moiety         'K + , C22 H22 Cl N6 O -'
_chemical_formula_sum            'C22 H22 Cl K N6 O'
_chemical_formula_weight         461.01
_chemical_name_systematic
;
potassium
2-butyl-4-chloro-1-{[2'-(5-tetrazolido)biphenyl-4-yl]methyl}-1H-imidazol-
5-ylmethanol
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 128.4980(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.5724(3)
_cell_length_b                   7.4976(2)
_cell_length_c                   24.2640(5)
_cell_measurement_reflns_used    34378
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      1.02
_cell_volume                     2217.16(9)
_computing_cell_refinement       'HKL SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2000)'
_computing_data_reduction
'HKL DENZO (Otwinowski & Minor, 1997) and SCALEPACK'
_computing_molecular_graphics    'XP in SHELXTL/PC (Sheldrick, 1991)'
_computing_publication_material
'PARST (Nardelli, 1995) and WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Nonius Kappa CCD area-detector'
_diffrn_measurement_method       'φ scans with κ at 0°, and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.026
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            7037
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         2.92
_diffrn_standards_decay_%        negligible
_exptl_absorpt_coefficient_mu    0.387
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SORTAV; Blessing, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'thin plate'
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.45
_refine_diff_density_min         -0.36
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         3888
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_gt           0.043
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0557P)²+1.2280P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.116
_reflns_number_gt                3184
_reflns_number_total             3888
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            na1578.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2012829
_cod_database_fobs_code          2012829
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
K -0.03166(4) 0.25891(6) -0.07829(2) 0.03292(15) Uani d . 1 . 1 K
Cl1 0.54908(11) 0.3801(2) 0.33591(6) 0.0641(4) Uani d P 0.7 . 1 Cl
O1 0.25211(11) 0.6667(2) 0.17577(8) 0.0381(4) Uani d . 1 . 1 O
H1 0.3035 0.7395 0.2015 0.057 Uiso calc R 1 . 1 H
N1 0.01100(15) -0.3752(2) -0.08435(10) 0.0387(4) Uani d . 1 . 1 N
N2 -0.04356(15) -0.3117(3) -0.06134(10) 0.0416(5) Uani d . 1 . 1 N
N3 -0.07054(15) -0.1437(3) -0.08049(10) 0.0382(4) Uani d . 1 . 1 N
N4 -0.03420(15) -0.0924(2) -0.11621(10) 0.0368(4) Uani d . 1 . 1 N
N5 0.3764(4) 0.4284(8) 0.13590(18) 0.0305(10) Uani d P 0.7 . 1 N
N6 0.5496(3) 0.3650(5) 0.2261(3) 0.0321(7) Uani d P 0.7 . 1 N
C1 0.01533(17) -0.2366(3) -0.11699(10) 0.0312(5) Uani d . 1 . 1 C
C2 0.07333(17) -0.2391(3) -0.14743(11) 0.0353(5) Uani d . 1 . 1 C
C3 0.04853(19) -0.3729(3) -0.19560(11) 0.0438(6) Uani d . 1 . 1 C
H3 -0.0038 -0.4619 -0.2073 0.053 Uiso calc R 1 . 1 H
C4 0.0990(2) -0.3776(4) -0.22638(13) 0.0552(7) Uani d . 1 . 1 C
H4 0.0816 -0.4695 -0.2588 0.066 Uiso calc R 1 . 1 H
C5 0.1748(2) -0.2488(4) -0.20992(13) 0.0564(8) Uani d . 1 . 1 C
H5 0.2093 -0.2514 -0.2313 0.068 Uiso calc R 1 . 1 H
C6 0.20077(19) -0.1150(4) -0.16209(12) 0.0463(6) Uani d . 1 . 1 C
H6 0.253 -0.0267 -0.1511 0.056 Uiso calc R 1 . 1 H
C7 0.15146(17) -0.1079(3) -0.12983(11) 0.0358(5) Uani d . 1 . 1 C
C8 0.18323(17) 0.0372(3) -0.07845(11) 0.0348(5) Uani d . 1 . 1 C
C9 0.1899(2) 0.2127(3) -0.09409(13) 0.0463(6) Uani d . 1 . 1 C
H9 0.1721 0.2395 -0.1384 0.056 Uiso calc R 1 . 1 H
C10 0.2220(2) 0.3490(3) -0.04642(14) 0.0482(6) Uani d . 1 . 1 C
H10 0.2262 0.4676 -0.0584 0.058 Uiso d R 1 . 1 H
C11 0.24775(17) 0.3144(3) 0.01826(12) 0.0398(5) Uani d . 1 . 1 C
C12 0.24028(17) 0.1400(3) 0.03451(12) 0.0363(5) Uani d . 1 . 1 C
H12 0.2564 0.1146 0.0784 0.044 Uiso calc R 1 . 1 H
C13 0.20965(16) 0.0037(3) -0.01275(11) 0.0338(5) Uani d . 1 . 1 C
H13 0.2065 -0.115 -0.0004 0.041 Uiso calc R 1 . 1 H
C14 0.28056(19) 0.4642(3) 0.06942(13) 0.0483(6) Uani d . 1 . 1 C
H14A 0.2838 0.5798 0.051 0.058 Uiso d R 1 . 1 H
H14B 0.2228 0.4735 0.0749 0.058 Uiso d R 1 . 1 H
C15 0.3845(6) 0.4350(10) 0.1961(3) 0.0312(13) Uani d P 0.7 . 1 C
C16 0.2923(10) 0.4911(17) 0.1973(7) 0.0386(14) Uani d P 0.7 . 1 C
H16A 0.2296 0.4113 0.1642 0.046 Uiso d PR 0.7 . 1 H
H16B 0.3153 0.4691 0.2451 0.046 Uiso d PR 0.7 . 1 H
C17 0.4891(3) 0.3947(5) 0.2486(2) 0.0334(8) Uani d P 0.7 . 1 C
C18 0.4782(4) 0.3871(7) 0.1564(3) 0.0367(11) Uani d P 0.7 . 1 C
C19 0.5163(13) 0.4055(17) 0.1121(9) 0.032(3) Uani d P 0.35 . 1 C
H19A 0.591 0.4569 0.1404 0.038 Uiso d PR 0.35 . 1 H
H19B 0.4661 0.4865 0.072 0.038 Uiso d PR 0.35 . 1 H
C20 0.5143(5) 0.2207(9) 0.0842(3) 0.0332(13) Uani d P 0.35 . 1 C
H20A 0.4439 0.1607 0.0644 0.04 Uiso d PR 0.35 . 1 H
H20B 0.5737 0.1478 0.1243 0.04 Uiso d PR 0.35 . 1 H
C21 0.5296(6) 0.2265(9) 0.0288(3) 0.0414(15) Uani d P 0.35 . 1 C
H21A 0.6017 0.2802 0.0489 0.05 Uiso d PR 0.35 . 1 H
H21B 0.472 0.3024 -0.0109 0.05 Uiso d PR 0.35 . 1 H
C22 0.5238(7) 0.0401(11) 0.0012(5) 0.050(2) Uani d P 0.35 . 1 C
H22A 0.5872 -0.0299 0.0388 0.075 Uiso d PR 0.35 . 1 H
H22B 0.5243 0.0489 -0.0389 0.075 Uiso d PR 0.35 . 1 H
H22C 0.4561 -0.0184 -0.0138 0.075 Uiso d PR 0.35 . 1 H
Cl2 0.52707(18) 0.3704(3) 0.35444(11) 0.0369(5) Uani d P 0.3 . 2 Cl
N51 0.3803(12) 0.411(2) 0.1564(7) 0.0305(10) Uani d P 0.3 . 2 N
N61 0.5437(7) 0.3255(11) 0.2513(4) 0.0321(17) Uani d P 0.3 . 2 N
C151 0.3737(17) 0.432(3) 0.2095(12) 0.0312(13) Uani d P 0.3 . 2 C
C161 0.280(3) 0.478(5) 0.2044(17) 0.0386(14) Uani d P 0.3 . 2 C
H16C 0.2173 0.3941 0.1768 0.046 Uiso d PR 0.3 . 2 H
H16D 0.3019 0.4847 0.2524 0.046 Uiso d PR 0.3 . 2 H
C171 0.4801(9) 0.3760(15) 0.2696(5) 0.0334(8) Uani d P 0.3 . 2 C
C181 0.4842(10) 0.3469(13) 0.1833(7) 0.027(2) Uani d P 0.3 . 2 C
C191 0.5224(8) 0.3115(16) 0.1412(6) 0.033(2) Uani d P 0.3 . 2 C
H19C 0.4608 0.2611 0.095 0.04 Uiso calc PR 0.3 . 2 H
H19D 0.5816 0.2211 0.1659 0.04 Uiso calc PR 0.3 . 2 H
C201 0.5655(9) 0.4798(16) 0.1287(6) 0.039(2) Uani d P 0.3 . 2 C
H20C 0.5044 0.5651 0.099 0.047 Uiso calc PR 0.3 . 2 H
H20D 0.5941 0.4464 0.1034 0.047 Uiso calc PR 0.3 . 2 H
C211 0.6589(7) 0.5713(10) 0.2002(4) 0.0437(18) Uani d P 0.3 . 2 C
H21C 0.6275 0.6265 0.2212 0.052 Uiso calc PR 0.3 . 2 H
H21D 0.7133 0.4808 0.2336 0.052 Uiso calc PR 0.3 . 2 H
C221 0.7134(8) 0.7098(13) 0.1880(5) 0.056(2) Uani d P 0.3 . 2 C
H22D 0.7439 0.6547 0.1669 0.085 Uiso calc PR 0.3 . 2 H
H22E 0.7726 0.7651 0.233 0.085 Uiso calc PR 0.3 . 2 H
H22F 0.6597 0.8009 0.1561 0.085 Uiso calc PR 0.3 . 2 H
C192 0.5000(12) 0.335(2) 0.1069(10) 0.038(4) Uani d P 0.35 . 3 C
H19E 0.4316 0.29 0.0624 0.046 Uiso d PR 0.35 . 3 H
H19F 0.5558 0.2389 0.1278 0.046 Uiso d PR 0.35 . 3 H
C202 0.5419(8) 0.5052(15) 0.0913(6) 0.058(3) Uani d P 0.35 . 3 C
H20E 0.5929 0.5695 0.1365 0.07 Uiso d PR 0.35 . 3 H
H20F 0.5843 0.4671 0.0755 0.07 Uiso d PR 0.35 . 3 H
C212 0.4563(6) 0.6285(11) 0.0401(4) 0.0519(18) Uani d P 0.35 . 3 C
H21E 0.4117 0.6641 0.0546 0.062 Uiso d PR 0.35 . 3 H
H21F 0.4072 0.5672 -0.0059 0.062 Uiso d PR 0.35 . 3 H
C222 0.5023(8) 0.7938(12) 0.0317(5) 0.066(2) Uani d P 0.35 . 3 C
H22G 0.5542 0.8515 0.0776 0.099 Uiso d PR 0.35 . 3 H
H22H 0.4425 0.8766 -0.0008 0.099 Uiso d PR 0.35 . 3 H
H22I 0.5403 0.7606 0.0128 0.099 Uiso d PR 0.35 . 3 H
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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'
Cl Cl 0.1484 0.1585 '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
O1 K N4 3_565 . 98.88(5) ?
O1 K N2 3_565 3 111.37(5) ?
N4 K N2 . 3 115.91(6) ?
O1 K N1 3_565 1_565 88.09(5) ?
N4 K N1 . 1_565 148.28(5) ?
N2 K N1 3 1_565 89.48(6) ?
O1 K N3 3_565 . 93.29(5) ?
N4 K N3 . . 26.12(5) ?
N2 K N3 3 . 95.06(5) ?
N1 K N3 1_565 . 174.40(5) ?
O1 K N3 3_565 3 120.17(5) ?
N4 K N3 . 3 92.08(5) ?
N2 K N3 3 3 23.91(5) ?
N1 K N3 1_565 3 111.14(5) ?
N3 K N3 . 3 72.80(5) ?
O1 K N2 3_565 1_565 76.72(5) ?
N4 K N2 . 1_565 169.99(5) ?
N2 K N2 3 1_565 74.09(6) ?
N1 K N2 1_565 1_565 24.52(5) ?
N3 K N2 . 1_565 160.86(5) ?
N3 K N2 3 1_565 97.91(5) ?
O1 K C12 3_565 . 175.48(5) ?
N4 K C12 . . 76.96(5) ?
N2 K C12 3 . 72.37(5) ?
N1 K C12 1_565 . 94.57(5) ?
N3 K C12 . . 83.73(5) ?
N3 K C12 3 . 62.20(5) ?
N2 K C12 1_565 . 107.10(5) ?
O1 K C11 3_565 . 158.41(5) ?
N4 K C11 . . 95.22(5) ?
N2 K C11 3 . 76.34(6) ?
N1 K C11 1_565 . 71.51(5) ?
N3 K C11 . . 106.37(5) ?
N3 K C11 3 . 75.30(5) ?
N2 K C11 1_565 . 86.68(5) ?
C12 K C11 . . 23.31(6) ?
C16 O1 K . 3_565 122.4(5) ?
C16 O1 H1 . . 109.5 ?
C1 N1 N2 . . 104.27(18) ?
N3 N2 N1 . . 109.46(17) ?
N2 N3 N4 . . 109.20(17) ?
C1 N4 N3 . . 104.76(18) ?
C14 N5 C18 . . 129.4(3) y
C14 N5 C15 . . 123.1(5) y
C15 N5 C18 . . 107.5(5) y
C18 N6 C17 . . 104.3(4) ?
C14 N51 C181 . . 123.5(11) y
C14 N51 C151 . . 126.4(16) y
C151 N51 C181 . . 110.1(14) y
N1 C1 N4 . . 112.31(19) ?
N1 C1 C2 . . 123.94(18) ?
N4 C1 C2 . . 123.68(18) ?
C3 C2 C7 . . 119.4(2) ?
C3 C2 C1 . . 119.3(2) ?
C7 C2 C1 . . 121.32(19) ?
C4 C3 C2 . . 121.0(2) ?
C4 C3 H3 . . 119.5 ?
C2 C3 H3 . . 119.5 ?
C5 C4 C3 . . 119.9(2) ?
C5 C4 H4 . . 120 ?
C3 C4 H4 . . 120 ?
C4 C5 C6 . . 120.0(2) ?
C4 C5 H5 . . 120 ?
C6 C5 H5 . . 120 ?
C5 C6 C7 . . 121.3(2) ?
C5 C6 H6 . . 119.4 ?
C7 C6 H6 . . 119.4 ?
C6 C7 C2 . . 118.4(2) ?
C6 C7 C8 . . 119.0(2) ?
C2 C7 C8 . . 122.59(19) ?
C9 C8 C13 . . 117.5(2) ?
C9 C8 C7 . . 120.35(19) ?
C13 C8 C7 . . 122.1(2) ?
C10 C9 C8 . . 121.3(2) ?
C10 C9 H9 . . 119.3 ?
C8 C9 H9 . . 119.3 ?
C11 C10 C9 . . 120.6(2) ?
C11 C10 H10 . . 119.8 ?
C9 C10 H10 . . 119.6 ?
C10 C11 C12 . . 118.8(2) ?
C10 C11 C14 . . 120.3(2) ?
C12 C11 C14 . . 120.8(2) ?
C13 C12 C11 . . 120.5(2) ?
C13 C12 H12 . . 119.8 ?
C11 C12 H12 . . 119.8 ?
C12 C13 C8 . . 121.2(2) ?
C12 C13 H13 . . 119.4 ?
C8 C13 H13 . . 119.4 ?
N5 C14 C11 . . 112.5(3) y
N51 C14 C11 . . 115.1(6) y
N5 C14 H14A . . 112.1 ?
C11 C14 H14A . . 111.6 ?
N51 C14 H14A . . 119.7 ?
N5 C14 H14B . . 105.6 ?
C11 C14 H14B . . 107 ?
N51 C14 H14B . . 93 ?
H14A C14 H14B . . 107.7 ?
C17 C15 N5 . . 104.6(4) ?
C17 C15 C16 . . 130.8(6) ?
N5 C15 C16 . . 124.4(7) ?
O1 C16 C15 . . 117.3(5) y
O1 C161 C151 . . 104.3(19) y
O1 C16 H16A . . 106.1 ?
C15 C16 H16A . . 106.5 ?
O1 C16 H16B . . 110.1 ?
C15 C16 H16B . . 108.6 ?
H16A C16 H16B . . 107.7 ?
C15 C17 N6 . . 113.0(3) ?
C15 C17 Cl1 . . 126.8(3) ?
N6 C17 Cl1 . . 120.2(3) ?
N6 C18 N5 . . 110.6(4) ?
N6 C18 C192 . . 124.1(7) ?
N5 C18 C192 . . 124.0(7) ?
N6 C18 C19 . . 121.5(7) ?
N5 C18 C19 . . 126.5(7) ?
C18 C19 C20 . . 108.6(9) ?
C18 C19 H19A . . 110.6 ?
C20 C19 H19A . . 110.5 ?
C18 C19 H19B . . 109.6 ?
C20 C19 H19B . . 109.5 ?
H19A C19 H19B . . 108.1 ?
C21 C20 C19 . . 113.4(8) ?
C21 C20 H20A . . 108.9 ?
C19 C20 H20A . . 109.6 ?
C21 C20 H20B . . 108.8 ?
C19 C20 H20B . . 108.4 ?
H20A C20 H20B . . 107.6 ?
C20 C21 C22 . . 111.4(6) ?
C20 C21 H21A . . 109.5 ?
C22 C21 H21A . . 109.1 ?
C20 C21 H21B . . 109.5 ?
C22 C21 H21B . . 109.2 ?
H21A C21 H21B . . 108 ?
C21 C22 H22A . . 109.4 ?
C21 C22 H22B . . 109.8 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.2 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C181 N61 C171 . . 106.8(8) ?
N51 C151 C161 . . 128(2) ?
N51 C151 C171 . . 102.0(14) ?
C161 C151 C171 . . 129.2(19) ?
C151 C161 H16C . . 115.5 ?
C151 C161 H16D . . 109 ?
H16C C161 H16D . . 107.6 ?
N61 C171 C151 . . 111.5(10) ?
N61 C171 Cl2 . . 122.2(8) ?
C151 C171 Cl2 . . 126.3(10) ?
N61 C181 N51 . . 109.7(9) ?
N61 C181 C191 . . 124.9(10) ?
N51 C181 C191 . . 125.4(12) ?
C181 C191 C201 . . 113.3(9) ?
C181 C191 H19C . . 108.9 ?
C201 C191 H19C . . 108.9 ?
C181 C191 H19D . . 108.9 ?
C201 C191 H19D . . 108.9 ?
H19C C191 H19D . . 107.7 ?
C191 C201 C211 . . 111.0(9) ?
C191 C201 H20C . . 109.4 ?
C211 C201 H20C . . 109.4 ?
C191 C201 H20D . . 109.4 ?
C211 C201 H20D . . 109.4 ?
H20C C201 H20D . . 108 ?
C221 C211 C201 . . 109.7(8) ?
C221 C211 H21C . . 109.7 ?
C201 C211 H21C . . 109.7 ?
C221 C211 H21D . . 109.7 ?
C201 C211 H21D . . 109.7 ?
H21C C211 H21D . . 108.2 ?
C211 C221 H22D . . 109.5 ?
C211 C221 H22E . . 109.5 ?
H22D C221 H22E . . 109.5 ?
C211 C221 H22F . . 109.5 ?
H22D C221 H22F . . 109.5 ?
H22E C221 H22F . . 109.5 ?
C18 C192 C202 . . 108.2(12) ?
C18 C192 H19E . . 109.9 ?
C202 C192 H19E . . 109.6 ?
C18 C192 H19F . . 110.3 ?
C202 C192 H19F . . 110.3 ?
H19E C192 H19F . . 108.6 ?
C212 C202 C192 . . 115.0(9) ?
C212 C202 H20E . . 108.3 ?
C192 C202 H20E . . 107.1 ?
C212 C202 H20F . . 109.3 ?
C192 C202 H20F . . 109.4 ?
H20E C202 H20F . . 107.5 ?
C202 C212 C222 . . 112.2(7) ?
C202 C212 H21E . . 109.9 ?
C222 C212 H21E . . 108.9 ?
C202 C212 H21F . . 108.8 ?
C222 C212 H21F . . 109 ?
H21E C212 H21F . . 107.8 ?
C212 C222 H22G . . 109.5 ?
C212 C222 H22H . . 109.6 ?
H22G C222 H22H . . 109.5 ?
C212 C222 H22I . . 109.4 ?
H22G C222 H22I . . 109.5 ?
H22H C222 H22I . . 109.5 ?
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
K O1 3_565 2.7535(14) y
K N4 . 2.7824(18) y
K N2 3_555 2.840(2) y
K N1 1_565 2.8479(19) y
K N3 . 3.0726(19) y
K N3 3_555 3.2384(19) y
K N2 1_565 3.265(2) y
K C12 . 3.434(2) y
K C11 . 3.450(2) ?
K K 3_565 4.8797(9) ?
Cl1 C17 . 1.705(4) y
O1 C16 . 1.411(13) ?
O1 C161 . 1.52(3) ?
O1 H1 . 0.84 ?
N1 C1 . 1.333(3) ?
N1 N2 . 1.360(3) ?
N2 N3 . 1.318(3) ?
N3 N4 . 1.353(2) ?
N4 C1 . 1.335(3) ?
N5 C18 . 1.369(7) ?
N5 C14 . 1.380(5) ?
N5 C15 . 1.388(5) ?
N6 C18 . 1.335(5) ?
N6 C17 . 1.370(5) ?
C1 C2 . 1.481(3) ?
C2 C3 . 1.400(3) ?
C2 C7 . 1.408(3) ?
C3 C4 . 1.382(3) ?
C3 H3 . 0.95 ?
C4 C5 . 1.377(4) ?
C4 H4 . 0.95 ?
C5 C6 . 1.390(4) ?
C5 H5 . 0.95 ?
C6 C7 . 1.398(3) ?
C6 H6 . 0.95 ?
C7 C8 . 1.488(3) ?
C8 C9 . 1.391(3) ?
C8 C13 . 1.399(3) ?
C9 C10 . 1.383(4) ?
C9 H9 . 0.95 ?
C10 C11 . 1.381(3) ?
C10 H10 . 0.95 ?
C11 C12 . 1.391(3) ?
C11 C14 . 1.508(3) ?
C12 C13 . 1.381(3) ?
C12 H12 . 0.95 ?
C13 H13 . 0.95 ?
C14 N51 . 1.715(13) ?
C14 H14A . 0.99 ?
C14 H14B . 0.99 ?
C15 C17 . 1.336(8) ?
C15 C16 . 1.513(9) ?
C16 H16A . 0.99 ?
C16 H16B . 0.99 ?
C18 C192 . 1.49(2) ?
C18 C19 . 1.522(15) ?
C19 C20 . 1.534(14) ?
C19 H19A . 0.99 ?
C19 H19B . 0.99 ?
C20 C21 . 1.506(9) ?
C20 H20A . 0.99 ?
C20 H20B . 0.99 ?
C21 C22 . 1.527(11) ?
C21 H21A . 0.99 ?
C21 H21B . 0.99 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
Cl2 C171 . 1.704(9) y
N51 C151 . 1.363(14) ?
N51 C181 . 1.401(18) ?
N61 C181 . 1.305(14) ?
N61 C171 . 1.366(11) ?
C151 C161 . 1.43(3) ?
C151 C171 . 1.43(2) ?
C161 H16C . 0.99 ?
C161 H16D . 0.99 ?
C181 C191 . 1.492(13) ?
C191 C201 . 1.545(15) ?
C191 H19C . 0.99 ?
C191 H19D . 0.99 ?
C201 C211 . 1.566(14) ?
C201 H20C . 0.99 ?
C201 H20D . 0.99 ?
C211 C221 . 1.483(12) ?
C211 H21C . 0.99 ?
C211 H21D . 0.99 ?
C221 H22D . 0.98 ?
C221 H22E . 0.98 ?
C221 H22F . 0.98 ?
C192 C202 . 1.585(17) ?
C192 H19E . 0.99 ?
C192 H19F . 0.99 ?
C202 C212 . 1.454(12) ?
C202 H20E . 0.99 ?
C202 H20F . 0.99 ?
C212 C222 . 1.509(11) ?
C212 H21E . 0.99 ?
C212 H21F . 0.99 ?
C222 H22G . 0.98 ?
C222 H22H . 0.98 ?
C222 H22I . 0.98 ?
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
O1 H1 N6 2_655 0.84 2.05 2.874(4) 167
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
_geom_torsion_publ_flag
C1 N1 N2 N3 0.5(2) ?
N1 N2 N3 N4 -0.2(2) ?
N2 N3 N4 C1 -0.2(2) ?
N2 N1 C1 N4 -0.7(2) ?
N2 N1 C1 C2 176.33(18) ?
N3 N4 C1 N1 0.6(2) ?
N3 N4 C1 C2 -176.46(18) ?
N1 C1 C2 C3 54.0(3) ?
N4 C1 C2 C3 -129.3(2) ?
N1 C1 C2 C7 -127.1(2) ?
N4 C1 C2 C7 49.6(3) y
C7 C2 C3 C4 -0.4(3) ?
C1 C2 C3 C4 178.5(2) ?
C2 C3 C4 C5 -0.2(4) ?
C3 C4 C5 C6 0.4(4) ?
C4 C5 C6 C7 0.1(4) ?
C5 C6 C7 C2 -0.7(3) ?
C5 C6 C7 C8 179.4(2) ?
C3 C2 C7 C6 0.8(3) ?
C1 C2 C7 C6 -178.09(19) ?
C3 C2 C7 C8 -179.23(19) ?
C1 C2 C7 C8 1.9(3) ?
C6 C7 C8 C9 46.2(3) ?
C2 C7 C8 C9 -133.8(2) ?
C6 C7 C8 C13 -132.4(2) ?
C2 C7 C8 C13 47.7(3) y
C13 C8 C9 C10 0.3(3) ?
C7 C8 C9 C10 -178.3(2) ?
C8 C9 C10 C11 -0.4(4) ?
C9 C10 C11 C12 -0.4(4) ?
C9 C10 C11 C14 -178.8(2) ?
C10 C11 C12 C13 1.2(3) ?
C14 C11 C12 C13 179.67(19) ?
C11 C12 C13 C8 -1.3(3) ?
C9 C8 C13 C12 0.6(3) ?
C7 C8 C13 C12 179.16(19) ?
C18 N5 C14 C11 56.9(7) ?
C15 N5 C14 C11 -125.2(6) ?
C10 C11 C14 N5 -129.7(3) ?
C12 C11 C14 N5 51.9(3) y
C10 C11 C14 N51 -143.4(6) ?
C12 C11 C14 N51 38.2(6) y
C18 N5 C15 C17 -1.0(7) ?
C14 N5 C15 C17 -179.2(5) ?
C18 N5 C15 C16 174.8(8) ?
C14 N5 C15 C16 -3.4(11) ?
C17 C15 C16 O1 112.8(9) y
C171 C151 C161 O1 122.7(19) y
N5 C15 C16 O1 -61.9(14) ?
N5 C15 C17 N6 0.9(7) ?
C16 C15 C17 N6 -174.6(8) ?
N5 C15 C17 Cl1 -179.6(4) ?
C16 C15 C17 Cl1 5.0(11) ?
C18 N6 C17 C15 -0.4(6) ?
C18 N6 C17 Cl1 -180.0(3) ?
C17 N6 C18 N5 -0.3(5) ?
C17 N6 C18 C192 -167.6(8) ?
C17 N6 C18 C19 166.7(7) ?
C14 N5 C18 N6 178.9(5) ?
C15 N5 C18 N6 0.8(7) ?
C14 N5 C18 C19 12.8(11) ?
C14 N5 C18 C192 -13.7(11) ?
C15 N5 C18 C192 168.2(9) ?
C15 N5 C18 C19 -165.3(8) ?
N6 C18 C19 C20 93.7(11) ?
N5 C18 C19 C20 -101.6(9) ?
C18 C19 C20 C21 169.1(7) ?
C19 C20 C21 C22 -178.4(8) ?
N5 C14 N51 C151 153(5) ?
C11 C14 N51 C151 -125.6(16) ?
N5 C14 N51 C181 -24(3) ?
C11 C14 N51 C181 57.5(14) ?
C181 N51 C151 C161 -173(2) ?
C14 N51 C151 C161 9(4) ?
C181 N51 C151 C171 0.0(19) ?
C14 N51 C151 C171 -177.2(12) ?
C181 N61 C171 C151 0.3(14) ?
C181 N61 C171 Cl2 -179.5(8) ?
N51 C151 C171 N61 -0.2(18) ?
C161 C151 C171 N61 173(2) ?
N51 C151 C171 Cl2 179.6(11) ?
C161 C151 C171 Cl2 -7(3) ?
C171 N61 C181 N51 -0.3(12) ?
C171 N61 C181 C191 178.5(10) ?
C151 N51 C181 N61 0.2(18) ?
C14 N51 C181 N61 177.5(10) ?
C151 N51 C181 C191 -178.6(14) ?
C14 N51 C181 C191 -1.3(19) ?
N61 C181 C191 C201 -95.2(12) ?
N51 C181 C191 C201 83.4(14) ?
C181 C191 C201 C211 55.4(12) ?
C191 C201 C211 C221 168.9(8) ?
N6 C18 C192 C202 -96.2(10) ?
N5 C18 C192 C202 98.1(10) ?
C19 C18 C192 C202 -6(2) ?
C18 C192 C202 C212 -79.4(13) ?
C192 C202 C212 C222 175.9(11) ?
