#------------------------------------------------------------------------------
#$Date: 2019-11-12 04:27:20 +0200 (Tue, 12 Nov 2019) $
#$Revision: 227547 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/34/4033461.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_4033461
loop_
_publ_author_name
'Konarev, Dmitri V.'
'Kuzmin, Aleksey V.'
'Khasanov, Salavat S.'
'Shestakov, Alexander F.'
'Yudanova, Evgeniya I.'
'Otsuka, Akihiro'
'Yamochi, Hideki'
'Kitagawa, Hiroshi'
'Lyubovskaya, Rimma N.'
_publ_section_title
;
 Solid State Structure, and Optical and Magnetic Properties, of Free Base
 Tetra(4-pyridyl)porphyrin {H₂T(4-Py)P}<sup>•-</sup>
 Radical Anions.
;
_journal_issue                   4
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1861
_journal_page_last               1866
_journal_paper_doi               10.1021/acs.joc.7b02791
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C18 H36 K N2 O6, C6 H4 Cl2, 2(C20 H13 N4)'
_chemical_formula_sum            'C64 H66 Cl2 K N10 O6'
_chemical_formula_weight         1181.26
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-04-05
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_cell_angle_alpha                104.170(3)
_cell_angle_beta                 98.467(3)
_cell_angle_gamma                113.339(4)
_cell_formula_units_Z            2
_cell_length_a                   13.2276(5)
_cell_length_b                   13.6630(5)
_cell_length_c                   19.1637(7)
_cell_measurement_reflns_used    22403
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.5140
_cell_measurement_theta_min      1.8030
_cell_volume                     2965.0(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_type            'Bruker APEX-II CCD'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω     10.89 199.89   1.00   90.00    --   28.00  73.42 -25.61  189
  2  ω     10.89 200.89   1.00   90.00    --   28.00  73.42  94.39  190
  3  ω     10.89 199.89   1.00   90.00    --   28.00  73.42-145.61  189
  4  ω     10.89 199.89   1.00   90.00    --   28.00  73.42 154.39  189
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0155193000
_diffrn_orient_matrix_UB_12      -0.0440518000
_diffrn_orient_matrix_UB_13      0.0156581000
_diffrn_orient_matrix_UB_21      -0.0030341000
_diffrn_orient_matrix_UB_22      -0.0380867000
_diffrn_orient_matrix_UB_23      -0.0338191000
_diffrn_orient_matrix_UB_31      0.0586365000
_diffrn_orient_matrix_UB_32      0.0143682000
_diffrn_orient_matrix_UB_33      0.0136735000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            38510
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.339
_diffrn_reflns_theta_min         1.722
_diffrn_source                   'sealed tube'
_diffrn_source_target            MoK\a
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.241
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99263
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic dark black'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_description       trapezoid
_exptl_crystal_F_000             1242
_exptl_crystal_size_max          0.464
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.122
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     748
_refine_ls_number_reflns         14795
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0619
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0633P)²+2.7971P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1366
_refine_ls_wR_factor_ref         0.1526
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10407
_reflns_number_total             14795
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo7b02791_si_002.cif
_cod_data_source_block           H2TPyPcryprtK
_cod_depositor_comments          'Adding full bibliography for 4033461.cif.'
_cod_database_code               4033461
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 90.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.27
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Others
 Fixed Sof: H101(0.5) H102(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C01M(H01A,H01B), C301(H30A,H30B), C302(H30C,H30D), C303(H30E,H30F), C304(H30G,
 H30H), C305(H30I,H30J), C306(H30K,H30L), C307(H30M,H30N), C308(H30O,H30P),
 C309(H30Q,H30R), C311(H31A,H31B), C312(H31C,H31D), C313(H31E,H31F), C314(H31G,
 H31H), C315(H31I,H31J), C316(H31K,H31L), C317(H31M,H31N), C318(H31O,H31P)
3.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), N00D(H00D), C202(H202), C203(H203),
 C207(H207), C208(H208), C212(H212), C213(H213), C214(H214), C215(H215),
 C217(H217), C218(H218), C219(H219), C310(H310), N101(H101), N102(H102),
 C102(H10A), C103(H103), C107(H107), C108(H108), C112(H112), C113(H113),
 C114(H114), C115(H115), C117(H117), C118(H118), C119(H119), C120(H120)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.078
_oxdiff_exptl_absorpt_empirical_full_min 0.959
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_occupancy
K3 K 0.90072(4) 0.62302(4) 0.75832(3) 0.02161(12) Uani 1 1 d . .
O301 O 0.78572(17) 0.46486(17) 0.61311(10) 0.0369(5) Uani 1 1 d . .
O302 O 1.00493(18) 0.65417(18) 0.64216(10) 0.0373(5) Uani 1 1 d . .
O303 O 0.84097(13) 0.48453(13) 0.84960(9) 0.0228(3) Uani 1 1 d . .
O304 O 1.07701(14) 0.62919(14) 0.86600(9) 0.0245(4) Uani 1 1 d . .
O305 O 0.72357(16) 0.68619(16) 0.75332(11) 0.0349(4) Uani 1 1 d . .
O306 O 0.96012(16) 0.85474(15) 0.80820(11) 0.0321(4) Uani 1 1 d . .
N301 N 0.65244(18) 0.44598(18) 0.72449(13) 0.0302(5) Uani 1 1 d . .
N302 N 1.15239(19) 0.80101(18) 0.79408(13) 0.0299(5) Uani 1 1 d . .
C01M C 1.0380(2) 0.5818(2) 0.92082(14) 0.0281(5) Uani 1 1 d . .
H01A H 1.017637 0.633107 0.955563 0.034 Uiso 1 1 calc R .
H01B H 1.099470 0.572347 0.950210 0.034 Uiso 1 1 calc R .
C301 C 0.6273(2) 0.3574(2) 0.65359(17) 0.0399(7) Uani 1 1 d . .
H30A H 0.543923 0.306999 0.636191 0.048 Uiso 1 1 calc R .
H30B H 0.666384 0.311333 0.662902 0.048 Uiso 1 1 calc R .
C302 C 0.6636(3) 0.4017(3) 0.59297(16) 0.0444(8) Uani 1 1 d . .
H30C H 0.637373 0.337858 0.545786 0.053 Uiso 1 1 calc R .
H30D H 0.627946 0.450852 0.584668 0.053 Uiso 1 1 calc R .
C303 C 0.8227(3) 0.5133(3) 0.55826(16) 0.0474(8) Uani 1 1 d . .
H30E H 0.800350 0.574477 0.558865 0.057 Uiso 1 1 calc R .
H30F H 0.786096 0.454999 0.507911 0.057 Uiso 1 1 calc R .
C304 C 0.9504(3) 0.5599(3) 0.57499(15) 0.0438(8) Uani 1 1 d . .
H30G H 0.972890 0.500400 0.579968 0.053 Uiso 1 1 calc R .
H30H H 0.975565 0.583259 0.533028 0.053 Uiso 1 1 calc R .
C305 C 1.1265(3) 0.6933(3) 0.66286(17) 0.0389(7) Uani 1 1 d . .
H30I H 1.156245 0.700397 0.618917 0.047 Uiso 1 1 calc R .
H30J H 1.144740 0.638295 0.680465 0.047 Uiso 1 1 calc R .
C306 C 1.1820(3) 0.8061(2) 0.72401(17) 0.0397(7) Uani 1 1 d . .
H30K H 1.266129 0.837224 0.733589 0.048 Uiso 1 1 calc R .
H30L H 1.158681 0.858618 0.706814 0.048 Uiso 1 1 calc R .
C307 C 0.6420(2) 0.3998(2) 0.78588(17) 0.0365(6) Uani 1 1 d . .
H30M H 0.570910 0.327536 0.768609 0.044 Uiso 1 1 calc R .
H30N H 0.634150 0.452873 0.827768 0.044 Uiso 1 1 calc R .
C308 C 0.7412(2) 0.3789(2) 0.81471(16) 0.0323(6) Uani 1 1 d . .
H30O H 0.723867 0.338771 0.851294 0.039 Uiso 1 1 calc R .
H30P H 0.754496 0.330953 0.772768 0.039 Uiso 1 1 calc R .
C309 C 0.9354(2) 0.4696(2) 0.88287(14) 0.0247(5) Uani 1 1 d . .
H30Q H 0.953327 0.421681 0.843810 0.030 Uiso 1 1 calc R .
H30R H 0.915066 0.430898 0.919813 0.030 Uiso 1 1 calc R .
C311 C 1.1836(2) 0.7282(2) 0.89849(15) 0.0313(6) Uani 1 1 d . .
H31A H 1.239712 0.711419 0.927142 0.038 Uiso 1 1 calc R .
H31B H 1.173710 0.788312 0.933287 0.038 Uiso 1 1 calc R .
C312 C 1.2268(2) 0.7674(2) 0.83697(17) 0.0341(6) Uani 1 1 d . .
H31C H 1.303884 0.832520 0.859233 0.041 Uiso 1 1 calc R .
H31D H 1.234704 0.705740 0.802206 0.041 Uiso 1 1 calc R .
C313 C 0.5744(2) 0.4982(2) 0.71779(18) 0.0386(7) Uani 1 1 d . .
H31E H 0.502233 0.451772 0.727564 0.046 Uiso 1 1 calc R .
H31F H 0.555667 0.498562 0.665937 0.046 Uiso 1 1 calc R .
C314 C 0.6252(2) 0.6173(2) 0.77124(17) 0.0387(7) Uani 1 1 d . .
H31G H 0.568125 0.646920 0.767473 0.046 Uiso 1 1 calc R .
H31H H 0.646716 0.618295 0.823220 0.046 Uiso 1 1 calc R .
C315 C 0.7612(3) 0.8030(2) 0.79133(17) 0.0393(7) Uani 1 1 d . .
H31I H 0.775265 0.817409 0.845903 0.047 Uiso 1 1 calc R .
H31J H 0.700880 0.824658 0.775083 0.047 Uiso 1 1 calc R .
C316 C 0.8680(3) 0.8725(2) 0.77515(17) 0.0384(7) Uani 1 1 d . .
H31K H 0.856594 0.851733 0.720344 0.046 Uiso 1 1 calc R .
H31L H 0.886701 0.953471 0.795322 0.046 Uiso 1 1 calc R .
C317 C 1.0679(3) 0.9356(2) 0.80661(17) 0.0366(6) Uani 1 1 d . .
H31M H 1.082185 1.012502 0.836175 0.044 Uiso 1 1 calc R .
H31N H 1.066485 0.933051 0.754390 0.044 Uiso 1 1 calc R .
C318 C 1.1623(3) 0.9107(2) 0.83850(18) 0.0383(7) Uani 1 1 d . .
H31O H 1.236835 0.971571 0.841220 0.046 Uiso 1 1 calc R .
H31P H 1.161383 0.911128 0.890133 0.046 Uiso 1 1 calc R .
Cl11 Cl 0.08554(8) -0.12802(7) 0.51258(5) 0.0529(2) Uani 1 1 d . .
Cl12 Cl 0.33329(7) -0.00971(8) 0.62165(5) 0.0479(2) Uani 1 1 d . .
C11 C 0.1215(2) -0.0197(2) 0.59551(15) 0.0323(6) Uani 1 1 d . .
C12 C 0.2320(2) 0.0332(2) 0.64382(15) 0.0280(5) Uani 1 1 d . .
C13 C 0.2604(2) 0.1195(2) 0.70950(15) 0.0340(6) Uani 1 1 d . .
H13 H 0.334826 0.154831 0.743178 0.041 Uiso 1 1 calc R .
C14 C 0.1772(3) 0.1545(2) 0.72584(17) 0.0369(6) Uani 1 1 d . .
H14 H 0.196066 0.214611 0.770608 0.044 Uiso 1 1 calc R .
C15 C 0.0709(2) 0.1036(3) 0.67868(18) 0.0378(7) Uani 1 1 d . .
H15 H 0.015836 0.128320 0.690591 0.045 Uiso 1 1 calc R .
C16 C 0.0407(2) 0.0146(2) 0.61233(18) 0.0382(7) Uani 1 1 d . .
H16 H -0.034408 -0.021507 0.579469 0.046 Uiso 1 1 calc R .
N00D N 1.02195(15) 0.88371(15) 1.04690(11) 0.0179(4) Uani 1 1 d . .
H00D H 1.016164 0.930035 1.023518 0.021 Uiso 1 1 calc R .
N201 N 0.82491(15) 0.92788(15) 0.98695(11) 0.0180(4) Uani 1 1 d . .
N202 N 0.48759(18) 1.1082(2) 0.83514(13) 0.0318(5) Uani 1 1 d . .
N203 N 0.58893(19) 0.4615(2) 1.06177(15) 0.0425(7) Uani 1 1 d . .
C201 C 0.74418(18) 0.95273(18) 0.95192(13) 0.0175(4) Uani 1 1 d . .
C202 C 0.62967(18) 0.86408(19) 0.94071(13) 0.0198(5) Uani 1 1 d . .
H202 H 0.559217 0.861243 0.918034 0.024 Uiso 1 1 calc R .
C203 C 0.64277(18) 0.78690(19) 0.96863(13) 0.0195(5) Uani 1 1 d . .
H203 H 0.583158 0.719102 0.968735 0.023 Uiso 1 1 calc R .
C204 C 0.76505(17) 0.82668(18) 0.99854(12) 0.0173(4) Uani 1 1 d . .
C205 C 0.81317(18) 0.76927(18) 1.03187(12) 0.0175(4) Uani 1 1 d . .
C206 C 0.93156(18) 0.79908(18) 1.05774(12) 0.0169(4) Uani 1 1 d . .
C207 C 0.97775(19) 0.74709(19) 1.10022(13) 0.0201(5) Uani 1 1 d . .
H207 H 0.935461 0.687557 1.117178 0.024 Uiso 1 1 calc R .
C208 C 1.09527(18) 0.79871(18) 1.11244(13) 0.0191(4) Uani 1 1 d . .
H208 H 1.148158 0.780409 1.138742 0.023 Uiso 1 1 calc R .
C209 C 1.12265(18) 0.88410(18) 1.07853(13) 0.0175(4) Uani 1 1 d . .
C210 C 0.76637(18) 1.04139(19) 0.92313(13) 0.0183(4) Uani 1 1 d . .
C211 C 0.66780(18) 1.06028(18) 0.89121(13) 0.0189(4) Uani 1 1 d . .
C212 C 0.64196(19) 1.0614(2) 0.81852(14) 0.0234(5) Uani 1 1 d . .
H212 H 0.684976 1.045518 0.785727 0.028 Uiso 1 1 calc R .
C213 C 0.5538(2) 1.0857(2) 0.79372(15) 0.0299(6) Uani 1 1 d . .
H213 H 0.539281 1.086495 0.743855 0.036 Uiso 1 1 calc R .
C214 C 0.5099(2) 1.1040(2) 0.90437(15) 0.0295(6) Uani 1 1 d . .
H214 H 0.463684 1.118085 0.935145 0.035 Uiso 1 1 calc R .
C215 C 0.5963(2) 1.0803(2) 0.93426(14) 0.0241(5) Uani 1 1 d . .
H215 H 0.607064 1.077569 0.983750 0.029 Uiso 1 1 calc R .
C216 C 0.73267(18) 0.66250(19) 1.04097(13) 0.0207(5) Uani 1 1 d . .
C217 C 0.6585(2) 0.6615(2) 1.08530(14) 0.0285(6) Uani 1 1 d . .
H217 H 0.654527 0.729092 1.109188 0.034 Uiso 1 1 calc R .
C218 C 0.5895(2) 0.5594(3) 1.09433(17) 0.0401(8) Uani 1 1 d . .
H218 H 0.540119 0.560387 1.125573 0.048 Uiso 1 1 calc R .
C219 C 0.6579(2) 0.4618(2) 1.01727(17) 0.0369(7) Uani 1 1 d . .
H219 H 0.656963 0.392095 0.992185 0.044 Uiso 1 1 calc R .
C310 C 0.7312(2) 0.5593(2) 1.00584(15) 0.0271(5) Uani 1 1 d . .
H310 H 0.779709 0.555580 0.974403 0.032 Uiso 1 1 calc R .
N101 N 0.37572(15) 0.36368(15) 0.51440(10) 0.0157(4) Uani 1 1 d . .
H101 H 0.422694 0.423030 0.505394 0.019 Uiso 0.5 1 calc R P
N102 N 0.53539(15) 0.39470(15) 0.41772(10) 0.0156(4) Uani 1 1 d . .
H102 H 0.520377 0.440587 0.450749 0.019 Uiso 0.5 1 calc R P
N103 N 0.06443(18) 0.38985(18) 0.74169(12) 0.0284(5) Uani 1 1 d . .
N104 N 0.28612(18) -0.14818(16) 0.35126(12) 0.0271(5) Uani 1 1 d . .
C101 C 0.31155(18) 0.36441(18) 0.56487(12) 0.0157(4) Uani 1 1 d . .
C102 C 0.24669(19) 0.24970(19) 0.56286(13) 0.0196(5) Uani 1 1 d . .
H10A H 0.195108 0.226182 0.591838 0.024 Uiso 1 1 calc R .
C103 C 0.27273(19) 0.18200(18) 0.51231(13) 0.0184(4) Uani 1 1 d . .
H103 H 0.243660 0.102398 0.499916 0.022 Uiso 1 1 calc R .
C104 C 0.35272(18) 0.25239(18) 0.48047(12) 0.0168(4) Uani 1 1 d . .
C105 C 0.40030(18) 0.21313(17) 0.42661(12) 0.0159(4) Uani 1 1 d . .
C106 C 0.48424(18) 0.27829(18) 0.39661(12) 0.0164(4) Uani 1 1 d . .
C107 C 0.53087(19) 0.23522(19) 0.34114(13) 0.0195(5) Uani 1 1 d . .
H107 H 0.510206 0.157863 0.316654 0.023 Uiso 1 1 calc R .
C108 C 0.61105(19) 0.32628(18) 0.32976(13) 0.0193(5) Uani 1 1 d . .
H108 H 0.656510 0.323607 0.295974 0.023 Uiso 1 1 calc R .
C109 C 0.61397(17) 0.42612(17) 0.37791(12) 0.0143(4) Uani 1 1 d . .
C110 C 0.31262(17) 0.46023(18) 0.61377(12) 0.0149(4) Uani 1 1 d . .
C111 C 0.22881(18) 0.43975(17) 0.65946(12) 0.0159(4) Uani 1 1 d . .
C112 C 0.2610(2) 0.4757(2) 0.73735(13) 0.0227(5) Uani 1 1 d . .
H112 H 0.339568 0.518151 0.764440 0.027 Uiso 1 1 calc R .
C113 C 0.1771(2) 0.4490(2) 0.77515(14) 0.0282(5) Uani 1 1 d . .
H113 H 0.201332 0.474485 0.828281 0.034 Uiso 1 1 calc R .
C114 C 0.0331(2) 0.3571(2) 0.66699(14) 0.0247(5) Uani 1 1 d . .
H114 H -0.046255 0.316231 0.641599 0.030 Uiso 1 1 calc R .
C115 C 0.11127(19) 0.37995(18) 0.62445(13) 0.0197(5) Uani 1 1 d . .
H115 H 0.084437 0.354720 0.571435 0.024 Uiso 1 1 calc R .
C116 C 0.36077(19) 0.08777(18) 0.39909(12) 0.0174(4) Uani 1 1 d . .
C117 C 0.2510(2) 0.01174(19) 0.35405(13) 0.0217(5) Uani 1 1 d . .
H117 H 0.198241 0.038708 0.338951 0.026 Uiso 1 1 calc R .
C118 C 0.2181(2) -0.10370(19) 0.33106(14) 0.0242(5) Uani 1 1 d . .
H118 H 0.143191 -0.153551 0.299217 0.029 Uiso 1 1 calc R .
C119 C 0.3910(2) -0.0753(2) 0.39474(16) 0.0306(6) Uani 1 1 d . .
H119 H 0.440856 -0.105131 0.410104 0.037 Uiso 1 1 calc R .
C120 C 0.4328(2) 0.0416(2) 0.41927(15) 0.0263(5) Uani 1 1 d . .
H120 H 0.509276 0.089262 0.449338 0.032 Uiso 1 1 calc R .
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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O301 K3 O302 61.44(6) . .
O301 K3 O303 102.16(6) . .
O301 K3 O304 127.45(5) . .
O301 K3 N301 60.26(6) . .
O301 K3 N302 120.14(6) . .
O302 K3 O303 143.50(5) . .
O302 K3 O304 101.60(5) . .
O302 K3 N301 120.94(6) . .
O302 K3 N302 59.56(6) . .
O303 K3 N301 60.25(5) . .
O303 K3 N302 119.07(5) . .
O304 K3 O303 60.79(5) . .
O304 K3 N301 120.46(6) . .
O304 K3 N302 58.87(5) . .
O305 K3 O301 89.74(6) . .
O305 K3 O302 112.33(6) . .
O305 K3 O303 99.08(6) . .
O305 K3 O304 139.12(5) . .
O305 K3 O306 62.02(6) . .
O305 K3 N301 59.40(6) . .
O305 K3 N302 120.98(6) . .
O306 K3 O301 128.46(6) . .
O306 K3 O302 89.05(6) . .
O306 K3 O303 123.08(5) . .
O306 K3 O304 97.69(5) . .
O306 K3 N301 120.65(6) . .
O306 K3 N302 59.63(6) . .
N301 K3 N302 179.32(6) . .
C302 O301 K3 118.95(16) . .
C303 O301 K3 110.93(18) . .
C303 O301 C302 111.6(2) . .
C304 O302 K3 113.64(17) . .
C304 O302 C305 111.5(2) . .
C305 O302 K3 114.80(15) . .
C308 O303 K3 115.31(14) . .
C308 O303 C309 111.12(18) . .
C309 O303 K3 111.97(13) . .
C01M O304 K3 113.80(13) . .
C01M O304 C311 111.22(19) . .
C311 O304 K3 120.58(14) . .
C314 O305 K3 116.62(15) . .
C314 O305 C315 111.6(2) . .
C315 O305 K3 113.64(15) . .
C316 O306 K3 109.54(15) . .
C316 O306 C317 111.8(2) . .
C317 O306 K3 120.38(14) . .
C301 N301 K3 107.05(17) . .
C301 N301 C313 110.5(2) . .
C307 N301 K3 108.44(15) . .
C307 N301 C301 110.9(2) . .
C307 N301 C313 109.6(2) . .
C313 N301 K3 110.24(16) . .
C306 N302 K3 109.22(17) . .
C306 N302 C312 109.7(2) . .
C306 N302 C318 110.9(2) . .
C312 N302 K3 108.83(15) . .
C312 N302 C318 110.7(2) . .
C318 N302 K3 107.52(15) . .
O304 C01M H01A 109.8 . .
O304 C01M H01B 109.8 . .
O304 C01M C309 109.3(2) . .
H01A C01M H01B 108.3 . .
C309 C01M H01A 109.8 . .
C309 C01M H01B 109.8 . .
N301 C301 H30A 108.8 . .
N301 C301 H30B 108.7 . .
N301 C301 C302 114.0(2) . .
H30A C301 H30B 107.6 . .
C302 C301 H30A 108.7 . .
C302 C301 H30B 108.7 . .
O301 C302 C301 110.1(2) . .
O301 C302 H30C 109.6 . .
O301 C302 H30D 109.6 . .
C301 C302 H30C 109.6 . .
C301 C302 H30D 109.6 . .
H30C C302 H30D 108.2 . .
O301 C303 H30E 109.9 . .
O301 C303 H30F 109.9 . .
O301 C303 C304 109.1(2) . .
H30E C303 H30F 108.3 . .
C304 C303 H30E 109.9 . .
C304 C303 H30F 109.9 . .
O302 C304 C303 110.7(2) . .
O302 C304 H30G 109.5 . .
O302 C304 H30H 109.5 . .
C303 C304 H30G 109.5 . .
C303 C304 H30H 109.5 . .
H30G C304 H30H 108.1 . .
O302 C305 H30I 109.8 . .
O302 C305 H30J 109.8 . .
O302 C305 C306 109.2(2) . .
H30I C305 H30J 108.3 . .
C306 C305 H30I 109.8 . .
C306 C305 H30J 109.8 . .
N302 C306 C305 113.5(2) . .
N302 C306 H30K 108.9 . .
N302 C306 H30L 108.9 . .
C305 C306 H30K 108.9 . .
C305 C306 H30L 108.9 . .
H30K C306 H30L 107.7 . .
N301 C307 H30M 108.7 . .
N301 C307 H30N 108.7 . .
N301 C307 C308 114.4(2) . .
H30M C307 H30N 107.6 . .
C308 C307 H30M 108.7 . .
C308 C307 H30N 108.7 . .
O303 C308 C307 109.1(2) . .
O303 C308 H30O 109.9 . .
O303 C308 H30P 109.9 . .
C307 C308 H30O 109.9 . .
C307 C308 H30P 109.9 . .
H30O C308 H30P 108.3 . .
O303 C309 C01M 110.05(19) . .
O303 C309 H30Q 109.7 . .
O303 C309 H30R 109.7 . .
C01M C309 H30Q 109.7 . .
C01M C309 H30R 109.7 . .
H30Q C309 H30R 108.2 . .
O304 C311 H31A 109.9 . .
O304 C311 H31B 109.9 . .
O304 C311 C312 108.8(2) . .
H31A C311 H31B 108.3 . .
C312 C311 H31A 109.9 . .
C312 C311 H31B 109.9 . .
N302 C312 C311 113.9(2) . .
N302 C312 H31C 108.8 . .
N302 C312 H31D 108.8 . .
C311 C312 H31C 108.8 . .
C311 C312 H31D 108.8 . .
H31C C312 H31D 107.7 . .
N301 C313 H31E 109.1 . .
N301 C313 H31F 109.1 . .
N301 C313 C314 112.6(2) . .
H31E C313 H31F 107.8 . .
C314 C313 H31E 109.1 . .
C314 C313 H31F 109.1 . .
O305 C314 C313 109.2(2) . .
O305 C314 H31G 109.8 . .
O305 C314 H31H 109.8 . .
C313 C314 H31G 109.8 . .
C313 C314 H31H 109.8 . .
H31G C314 H31H 108.3 . .
O305 C315 H31I 109.6 . .
O305 C315 H31J 109.6 . .
O305 C315 C316 110.4(2) . .
H31I C315 H31J 108.1 . .
C316 C315 H31I 109.6 . .
C316 C315 H31J 109.6 . .
O306 C316 C315 110.2(2) . .
O306 C316 H31K 109.6 . .
O306 C316 H31L 109.6 . .
C315 C316 H31K 109.6 . .
C315 C316 H31L 109.6 . .
H31K C316 H31L 108.1 . .
O306 C317 H31M 109.6 . .
O306 C317 H31N 109.6 . .
O306 C317 C318 110.2(2) . .
H31M C317 H31N 108.1 . .
C318 C317 H31M 109.6 . .
C318 C317 H31N 109.6 . .
N302 C318 C317 113.1(2) . .
N302 C318 H31O 109.0 . .
N302 C318 H31P 109.0 . .
C317 C318 H31O 109.0 . .
C317 C318 H31P 109.0 . .
H31O C318 H31P 107.8 . .
C12 C11 Cl11 120.2(2) . .
C16 C11 Cl11 119.2(2) . .
C16 C11 C12 120.6(3) . .
C11 C12 Cl12 120.2(2) . .
C13 C12 Cl12 119.8(2) . .
C13 C12 C11 120.0(2) . .
C12 C13 H13 120.6 . .
C12 C13 C14 118.9(2) . .
C14 C13 H13 120.6 . .
C13 C14 H14 119.6 . .
C15 C14 C13 120.8(3) . .
C15 C14 H14 119.6 . .
C14 C15 H15 119.6 . .
C14 C15 C16 120.7(3) . .
C16 C15 H15 119.6 . .
C11 C16 C15 119.0(3) . .
C11 C16 H16 120.5 . .
C15 C16 H16 120.5 . .
C206 N00D H00D 125.4 . .
C209 N00D H00D 125.4 . .
C209 N00D C206 109.13(18) . .
C201 N201 C204 106.45(17) . .
C214 N202 C213 115.5(2) . .
C218 N203 C219 117.1(2) . .
N201 C201 C202 109.71(18) . .
N201 C201 C210 125.94(19) . .
C210 C201 C202 124.0(2) . .
C201 C202 H202 126.5 . .
C203 C202 C201 107.06(19) . .
C203 C202 H202 126.5 . .
C202 C203 H203 126.3 . .
C202 C203 C204 107.39(19) . .
C204 C203 H203 126.3 . .
N201 C204 C203 109.39(19) . .
N201 C204 C205 125.99(19) . .
C205 C204 C203 124.61(19) . .
C204 C205 C206 127.65(19) . .
C204 C205 C216 117.35(19) . .
C206 C205 C216 114.99(19) . .
N00D C206 C205 126.54(19) . .
N00D C206 C207 107.64(18) . .
C207 C206 C205 125.82(19) . .
C206 C207 H207 126.1 . .
C208 C207 C206 107.74(19) . .
C208 C207 H207 126.1 . .
C207 C208 H208 126.2 . .
C207 C208 C209 107.64(19) . .
C209 C208 H208 126.2 . .
N00D C209 C208 107.82(18) . .
N00D C209 C210 124.92(19) . 2_777
C208 C209 C210 127.3(2) . 2_777
C201 C210 C209 124.4(2) . 2_777
C201 C210 C211 118.50(19) . .
C209 C210 C211 117.11(19) 2_777 .
C212 C211 C210 123.1(2) . .
C212 C211 C215 115.5(2) . .
C215 C211 C210 121.4(2) . .
C211 C212 H212 119.9 . .
C213 C212 C211 120.3(2) . .
C213 C212 H212 119.9 . .
N202 C213 C212 124.5(2) . .
N202 C213 H213 117.7 . .
C212 C213 H213 117.7 . .
N202 C214 H214 117.9 . .
N202 C214 C215 124.2(2) . .
C215 C214 H214 117.9 . .
C211 C215 H215 120.0 . .
C214 C215 C211 119.9(2) . .
C214 C215 H215 120.0 . .
C217 C216 C205 122.0(2) . .
C217 C216 C310 117.2(2) . .
C310 C216 C205 120.7(2) . .
C216 C217 H217 120.5 . .
C216 C217 C218 119.0(3) . .
C218 C217 H217 120.5 . .
N203 C218 C217 123.9(3) . .
N203 C218 H218 118.1 . .
C217 C218 H218 118.1 . .
N203 C219 H219 118.4 . .
N203 C219 C310 123.3(3) . .
C310 C219 H219 118.4 . .
C216 C310 H310 120.3 . .
C219 C310 C216 119.5(3) . .
C219 C310 H310 120.3 . .
C101 N101 H101 126.3 . .
C101 N101 C104 107.44(17) . .
C104 N101 H101 126.3 . .
C106 N102 H102 126.2 . .
C109 N102 H102 126.2 . .
C109 N102 C106 107.70(17) . .
C114 N103 C113 116.3(2) . .
C119 N104 C118 116.3(2) . .
N101 C101 C102 108.74(18) . .
N101 C101 C110 126.46(19) . .
C110 C101 C102 124.70(19) . .
C101 C102 H10A 126.2 . .
C103 C102 C101 107.59(18) . .
C103 C102 H10A 126.2 . .
C102 C103 H103 126.1 . .
C102 C103 C104 107.73(19) . .
C104 C103 H103 126.1 . .
N101 C104 C103 108.47(18) . .
N101 C104 C105 126.78(19) . .
C105 C104 C103 124.71(19) . .
C104 C105 C106 127.44(19) . .
C104 C105 C116 116.05(18) . .
C106 C105 C116 116.47(18) . .
N102 C106 C105 125.04(19) . .
N102 C106 C107 108.95(18) . .
C105 C106 C107 126.0(2) . .
C106 C107 H107 126.4 . .
C108 C107 C106 107.14(19) . .
C108 C107 H107 126.4 . .
C107 C108 H108 126.2 . .
C107 C108 C109 107.64(19) . .
C109 C108 H108 126.2 . .
N102 C109 C108 108.57(18) . .
N102 C109 C110 124.58(19) . 2_666
C110 C109 C108 126.82(19) 2_666 .
C101 C110 C109 124.91(19) . 2_666
C101 C110 C111 116.90(18) . .
C109 C110 C111 118.18(18) 2_666 .
C112 C111 C110 123.4(2) . .
C112 C111 C115 116.27(19) . .
C115 C111 C110 120.3(2) . .
C111 C112 H112 120.3 . .
C113 C112 C111 119.5(2) . .
C113 C112 H112 120.3 . .
N103 C113 C112 124.4(2) . .
N103 C113 H113 117.8 . .
C112 C113 H113 117.8 . .
N103 C114 H114 118.4 . .
N103 C114 C115 123.2(2) . .
C115 C114 H114 118.4 . .
C111 C115 H115 119.8 . .
C114 C115 C111 120.3(2) . .
C114 C115 H115 119.8 . .
C117 C116 C105 122.4(2) . .
C117 C116 C120 116.5(2) . .
C120 C116 C105 121.1(2) . .
C116 C117 H117 119.9 . .
C116 C117 C118 120.1(2) . .
C118 C117 H117 119.9 . .
N104 C118 C117 123.5(2) . .
N104 C118 H118 118.2 . .
C117 C118 H118 118.2 . .
N104 C119 H119 117.7 . .
N104 C119 C120 124.6(2) . .
C120 C119 H119 117.7 . .
C116 C120 H120 120.5 . .
C119 C120 C116 119.0(2) . .
C119 C120 H120 120.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
K3 O301 2.8164(19) .
K3 O302 2.8177(19) .
K3 O303 2.8472(17) .
K3 O304 2.8364(17) .
K3 O305 2.7968(18) .
K3 O306 2.8073(18) .
K3 N301 3.061(2) .
K3 N302 3.093(2) .
O301 C302 1.433(4) .
O301 C303 1.420(4) .
O302 C304 1.420(4) .
O302 C305 1.435(4) .
O303 C308 1.425(3) .
O303 C309 1.428(3) .
O304 C01M 1.420(3) .
O304 C311 1.423(3) .
O305 C314 1.420(4) .
O305 C315 1.422(3) .
O306 C316 1.424(3) .
O306 C317 1.426(3) .
N301 C301 1.471(4) .
N301 C307 1.464(4) .
N301 C313 1.476(3) .
N302 C306 1.463(3) .
N302 C312 1.470(3) .
N302 C318 1.475(3) .
C01M H01A 0.9900 .
C01M H01B 0.9900 .
C01M C309 1.495(4) .
C301 H30A 0.9900 .
C301 H30B 0.9900 .
C301 C302 1.491(5) .
C302 H30C 0.9900 .
C302 H30D 0.9900 .
C303 H30E 0.9900 .
C303 H30F 0.9900 .
C303 C304 1.499(5) .
C304 H30G 0.9900 .
C304 H30H 0.9900 .
C305 H30I 0.9900 .
C305 H30J 0.9900 .
C305 C306 1.501(4) .
C306 H30K 0.9900 .
C306 H30L 0.9900 .
C307 H30M 0.9900 .
C307 H30N 0.9900 .
C307 C308 1.507(4) .
C308 H30O 0.9900 .
C308 H30P 0.9900 .
C309 H30Q 0.9900 .
C309 H30R 0.9900 .
C311 H31A 0.9900 .
C311 H31B 0.9900 .
C311 C312 1.506(4) .
C312 H31C 0.9900 .
C312 H31D 0.9900 .
C313 H31E 0.9900 .
C313 H31F 0.9900 .
C313 C314 1.504(4) .
C314 H31G 0.9900 .
C314 H31H 0.9900 .
C315 H31I 0.9900 .
C315 H31J 0.9900 .
C315 C316 1.484(4) .
C316 H31K 0.9900 .
C316 H31L 0.9900 .
C317 H31M 0.9900 .
C317 H31N 0.9900 .
C317 C318 1.504(4) .
C318 H31O 0.9900 .
C318 H31P 0.9900 .
Cl11 C11 1.735(3) .
Cl12 C12 1.728(3) .
C11 C12 1.397(4) .
C11 C16 1.375(4) .
C12 C13 1.378(4) .
C13 H13 0.9500 .
C13 C14 1.409(4) .
C14 H14 0.9500 .
C14 C15 1.349(4) .
C15 H15 0.9500 .
C15 C16 1.401(4) .
C16 H16 0.9500 .
N00D H00D 0.8800 .
N00D C206 1.380(3) .
N00D C209 1.377(3) .
N201 C201 1.376(3) .
N201 C204 1.387(3) .
N202 C213 1.338(3) .
N202 C214 1.337(3) .
N203 C218 1.328(4) .
N203 C219 1.337(4) .
C201 C202 1.460(3) .
C201 C210 1.397(3) .
C202 H202 0.9500 .
C202 C203 1.350(3) .
C203 H203 0.9500 .
C203 C204 1.455(3) .
C204 C205 1.396(3) .
C205 C206 1.425(3) .
C205 C216 1.497(3) .
C206 C207 1.422(3) .
C207 H207 0.9500 .
C207 C208 1.383(3) .
C208 H208 0.9500 .
C208 C209 1.421(3) .
C209 C210 1.428(3) 2_777
C210 C211 1.500(3) .
C211 C212 1.390(3) .
C211 C215 1.404(3) .
C212 H212 0.9500 .
C212 C213 1.385(3) .
C213 H213 0.9500 .
C214 H214 0.9500 .
C214 C215 1.390(3) .
C215 H215 0.9500 .
C216 C217 1.388(3) .
C216 C310 1.397(4) .
C217 H217 0.9500 .
C217 C218 1.402(4) .
C218 H218 0.9500 .
C219 H219 0.9500 .
C219 C310 1.395(3) .
C310 H310 0.9500 .
N101 H101 0.8800 .
N101 C101 1.378(3) .
N101 C104 1.385(3) .
N102 H102 0.8800 .
N102 C106 1.379(3) .
N102 C109 1.374(3) .
N103 C113 1.340(3) .
N103 C114 1.336(3) .
N104 C118 1.332(3) .
N104 C119 1.330(3) .
C101 C102 1.445(3) .
C101 C110 1.405(3) .
C102 H10A 0.9500 .
C102 C103 1.351(3) .
C103 H103 0.9500 .
C103 C104 1.445(3) .
C104 C105 1.392(3) .
C105 C106 1.418(3) .
C105 C116 1.501(3) .
C106 C107 1.425(3) .
C107 H107 0.9500 .
C107 C108 1.370(3) .
C108 H108 0.9500 .
C108 C109 1.430(3) .
C109 C110 1.421(3) 2_666
C110 C111 1.495(3) .
C111 C112 1.392(3) .
C111 C115 1.397(3) .
C112 H112 0.9500 .
C112 C113 1.391(3) .
C113 H113 0.9500 .
C114 H114 0.9500 .
C114 C115 1.396(3) .
C115 H115 0.9500 .
C116 C117 1.389(3) .
C116 C120 1.394(3) .
C117 H117 0.9500 .
C117 C118 1.390(3) .
C118 H118 0.9500 .
C119 H119 0.9500 .
C119 C120 1.390(3) .
C120 H120 0.9500 .
